Liquid crystal composition, compound, liquid crystal cured layer, optical film, polarizing plate and image display device

Abstract

To provide a liquid crystal composition used for fabricating a liquid crystal cured layer with superior reverse wavelength dispersion; a compound; a liquid crystal cured layer; an optical film; a polarizing plate; and an image display device.SOLUTION: A liquid crystal composition comprises a compound represented by formula (1).SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a liquid crystal composition, a compound, a cured liquid crystal layer, an optical film, a polarizing plate and an image display device. [Background technology]

[0002] Polymerizable compounds exhibiting reverse wavelength dispersion have been actively researched because they have features such as enabling accurate conversion of light wavelengths over a wide wavelength range and allowing retardation films to be made thinner due to their high refractive index. In addition, for polymerizable compounds that exhibit reverse wavelength dispersion, a T-type molecular design guideline is generally adopted, and it is required to shorten the wavelength of the long axis of the molecule and to lengthen the wavelength of the short axis located at the center of the molecule. For this reason, it is known that a cycloalkylene skeleton having no absorption wavelength is used to connect the skeleton of the short axis located at the center of the molecule (hereinafter also referred to as the "reverse wavelength dispersion generating part") to the long axis of the molecule (see, for example, Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] JP 2011-207765 A Summary of the Invention [Problem to be solved by the invention]

[0004] The present inventors have studied Patent Document 1 and have found that there is room for improvement in the reverse wavelength dispersion of the produced cured liquid crystal layer.

[0005] Therefore, an object of the present invention is to provide a liquid crystal composition, a compound, a liquid crystal cured layer, an optical film, a polarizing plate, and an image display device that are used to prepare a cured liquid crystal layer having excellent reverse wavelength dispersion properties. [Means for solving the problem]

[0006] As a result of intensive research aimed at achieving the above object, the present inventors have found that a liquid crystal cured layer having excellent reverse wavelength dispersion properties can be prepared by using a liquid crystal composition containing a compound having a predetermined condensed ring structure, and have completed the present invention. That is, the present inventors have found that the above problems can be solved by the following configuration.

[0007] [1] A liquid crystal composition containing a compound represented by formula (1) described below. [2] W in the formula (1) described below 11 and W 12 are each independently represented by formula (2) described below. [3] The liquid crystal composition according to [1] or [2], further comprising a liquid crystal compound represented by formula (3) described below. [4] W in the formula (1) described below 11 - and P in formula (3) described below 31 -Sp 31 -(A 31 -L 31 )m 31 - is the same structure as the structure represented by W in formula (1) described below. 12 - and P in formula (3) described below 32 -Sp 32 -(A 32 -L 32 )m 32 The liquid crystal composition according to [3], wherein the structure represented by the formula (I) is the same as the structure represented by the formula (I). [5] The liquid crystal composition according to [3] or [4], wherein the content of the compound represented by formula (1) described later is 15 mass % or less relative to the mass of the liquid crystal compound represented by formula (3) described later. [6] The liquid crystal composition according to any one of [1] to [5], further comprising a liquid crystal compound represented by formula (4) or (5) described later. [7] W in the formula (1) described below 11 - and P in formula (4) described below 41 -Sp 41 -(A 41 -L 41 )m41 - or P in formula (5) described below 51 -Sp 51 -(A 51 -L 51 )m 51 - is the same structure as the structure represented by W in formula (1) described below. 12 - and P in formula (4) described below 42 -Sp 42 -(A 42 -L 42 )m 42 - or P in formula (5) described below 52 -Sp 52 -(A 52 -L 52 )m 52 The liquid crystal composition according to [6], wherein the structure represented by the formula (I) is the same as the structure represented by the formula (I). [8] A compound represented by formula (1) described below. [9] W in the formula (1) described below 11 and W 12 are each independently represented by formula (2) described below.

[10] A cured liquid crystal layer obtained by fixing the alignment state of the liquid crystal composition according to any one of [1] to [7].

[11] An optical film having a liquid crystal cured layer according to

[10] .

[12] A polarizing plate comprising the optical film according to

[11] and a polarizer.

[13] An image display device comprising the optical film according to

[11] or the polarizing plate according to

[12] . Effect of the Invention

[0008] According to the present invention, it is possible to provide a liquid crystal composition, a compound, a cured liquid crystal layer, an optical film, a polarizing plate, and an image display device, which are used for producing a cured liquid crystal layer having excellent reverse wavelength dispersion properties. [Brief description of the drawings]

[0009] [Figure 1] FIG. 1 is a schematic cross-sectional view showing an example of an optical film. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention will be described in detail below. The following description of the components may be based on representative embodiments of the present invention, but the present invention is not limited to such embodiments. In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits. In the present specification, each component may be used alone or in combination of two or more substances corresponding to each component. When two or more substances are used in combination for each component, the content of the component refers to the total content of the substances used in combination, unless otherwise specified. In addition, in this specification, "(meth)acrylate" is a notation representing "acrylate" or "methacrylate", "(meth)acryl" is a notation representing "acryl" or "methacryl", and "(meth)acryloyl" is a notation representing "acryloyl" or "methacryloyl". In addition, the bond direction of a divalent group (e.g., -O-CO-) described in this specification is not particularly limited. 1 -L 2 -L 3 " in the bond 2 When is -O-CO-, L 1 The position where it is bonded to the side is *1, L 3 If the position where the molecule is bonded to the side is *2, then L 2 may be *1-O-CO-*2 or *1-CO-O-*2.

[0011] In the present specification, Re(λ) and Rth(λ) respectively represent the in-plane retardation and the retardation in the thickness direction at a wavelength λ, which is 550 nm unless otherwise specified. In the present invention, Re(λ) and Rth(λ) are values ​​measured at a wavelength λ using an AxoScan (manufactured by Axometrics). By inputting the average refractive index ((nx+ny+nz) / 3) and the film thickness (d(μm)) into AxoScan, Slow axis direction (°) Re(λ)=R0(λ) Rth(λ)=((nx+ny) / 2-nz)×d is calculated. Note that R0(λ) is displayed as a numerical value calculated by AxoScan, but it means Re(λ).

[0012] In addition, in this specification, examples of the substituent include the substituents described in Substituent Group A described below. In this specification, the phrase "optionally substituted" includes embodiments having one or more substituents as well as embodiments having no substituents. <Substituent group A> Examples of the substituent include: A halogen atom (e.g., a fluorine atom, a chlorine atom, a bromine atom, preferably a chlorine atom, a fluorine atom, more preferably a fluorine atom); 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 (e.g., methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl), branched alkyl groups having 3 to 6 carbon atoms (e.g., isopropyl, isobutyl, tert-butyl, sec-butyl, neopentyl, isohexyl, 3-methylpentyl), and cyclic alkyl groups having 3 to 12 carbon atoms (e.g., cyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, 1-adamantyl)); an alkenyl group (preferably an alkenyl group having 2 to 48 carbon atoms, more preferably an alkenyl group having 2 to 18 carbon atoms, for example, a vinyl group, an allyl group, a 1-butenyl group, or a 2-butenyl group); An alkynyl group (preferably an alkynyl group having 2 to 6 carbon atoms, more preferably an alkynyl group having 2 to 4 carbon atoms, for example, an ethynyl group, a 1-propynyl group, a propargyl group, a 1-butynyl group, or a 2-butynyl group); Aryl groups (preferably aryl groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, such as a phenyl group, an oligoaryl group (naphthyl group, an anthryl group), a phenanthrenyl group, a fluorenyl group, a pyrenyl group, a triphenylenyl group, or a biphenyl group); Heteroaryl groups (heterocyclic groups preferably 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, such as a benzyl group, a phenethyl group, a methylbenzyl group, a phenylpropyl group, a 1-methylphenylethyl group, a phenylbutyl group, a 2-methylphenylpropyl group, a tetrahydronaphthyl group, a naphthylmethyl group, a naphthylethyl group, an indenyl group, a fluorenyl group, an anthracenylmethyl group (anthrylmethyl group), or a phenanthrenylmethyl group (phenanthrylmethyl group)); silyl groups (preferably silyl groups having 3 to 38 carbon atoms, more preferably 3 to 18 carbon atoms, for example, a trimethylsilyl group, a triethylsilyl group, a tributylsilyl group, a t-butyldimethylsilyl group, or a t-hexyldimethylsilyl group); Hydroxy group; Cyano group; Nitro group; Morpholino group; Alkoxy groups (preferably alkoxy groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, a methoxy group, an ethoxy group, a 1-butoxy group, a 2-butoxy group, an isopropoxy group, a t-butoxy group, a dodecyloxy group, or a cycloalkyloxy group (for example, a cyclopentyloxy group, a cyclohexyloxy group)); an aryloxy group (preferably an aryloxy group having 6 to 48 carbon atoms, more preferably an aryloxy group having 6 to 24 carbon atoms, for example, a phenoxy group, or a 1-naphthoxy group); alkenyloxy groups (preferably alkenyloxy groups having 2 to 6 carbon atoms, for example, a vinyloxy group, a 1-propenyloxy group, a 2-n-propenyloxy group (allyloxy group), a 1-n-butenyloxy group, or a prenyloxy group); heterocyclic oxy group (preferably a heterocyclic oxy group having 1 to 32 carbon atoms, more preferably a heterocyclic oxy group having 1 to 18 carbon atoms, for example, 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, for example, 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, for example, an acetoxy group, a pivaloyloxy group, a benzoyloxy group, a dodecanoyloxy group, an acryloyloxy group, or a methacryloyloxy group); A hydroxyalkyleneoxy group (preferably a hydroxyalkyleneoxy group having 2 to 10 carbon atoms, for example, a hydroxyethyleneoxy group); an alkoxycarbonyloxy group (preferably an alkoxycarbonyloxy group having 2 to 48 carbon atoms, more preferably an alkoxycarbonyloxy group having 2 to 24 carbon atoms, for example, an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, or a cycloalkyloxycarbonyloxy group (for example, a cyclohexyloxycarbonyloxy group); An aryloxycarbonyloxy group (preferably an aryloxycarbonyloxy group having 7 to 32 carbon atoms, more preferably an aryloxycarbonyloxy group having 7 to 24 carbon atoms, for example, a phenoxycarbonyloxy group); a carbamoyloxy group (preferably a carbamoyloxy group 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); A sulfamoyloxy group (preferably a sulfamoyloxy group having 1 to 32 carbon atoms, more preferably a sulfamoyloxy group having 1 to 24 carbon atoms, for example, an N,N-diethylsulfamoyloxy group, or an N-propylsulfamoyloxy group); an alkylsulfonyloxy group (preferably an alkylsulfonyloxy group having 1 to 38 carbon atoms, more preferably an alkylsulfonyloxy group having 1 to 24 carbon atoms, for example, a methylsulfonyloxy group, a hexadecylsulfonyloxy group, or a cyclohexylsulfonyloxy group); an arylsulfonyloxy group (preferably an arylsulfonyloxy group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, for example, a phenylsulfonyloxy group); acyl groups (preferably acyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, 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); alkoxycarbonyl groups (preferably alkoxycarbonyl groups 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 an aryloxycarbonyl group having 7 to 24 carbon atoms, for example, a phenoxycarbonyl group); A carbamoyl group (preferably a carbamoyl group having 1 to 48 carbon atoms, more preferably a carbamoyl group having 1 to 24 carbon atoms, for example, a carbamoyl group, an N,N-diethylcarbamoyl group, an N-ethyl-N-octylcarbamoyl group, an N,N-dibutylcarbamoyl group, an N-propylcarbamoyl group, an N-phenylcarbamoyl group, an N-methyl-N-phenylcarbamoyl group, or an N,N-dicyclohexylcarbamoyl group); amino groups (preferably amino groups having 32 or less carbon atoms, more preferably 24 or less carbon atoms, for example, amino groups, methylamino groups, N,N-dimethylamino groups, N,N-dibutylamino groups, tetradecylamino groups, 2-ethylhexylamino groups, and cyclohexylamino groups); anilino group (preferably an anilino group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, for example, an anilino group, or an N-methylanilino group); A 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); A 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 tetradecaneamido group, a pivaloylamido group, or a cyclohexanamido group); a ureido group (preferably a ureido group having 1 to 32 carbon atoms, more preferably a ureido group having 1 to 24 carbon atoms, for example, a ureido group, an N,N-dimethylureido group, or an N-phenylureido group); An 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); alkoxycarbonylamino groups (preferably alkoxycarbonylamino groups 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 an aryloxycarbonylamino group having 7 to 24 carbon atoms, for example, a phenoxycarbonylamino group); sulfonamide groups (preferably sulfonamide groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, a methanesulfonamide group, a butanesulfonamide group, a benzenesulfonamide group, a hexadecanesulfonamide group, or a cyclohexanesulfonamide group); A sulfamoylamino group (preferably a sulfamoylamino group having 1 to 48 carbon atoms, more preferably a sulfamoylamino group having 1 to 24 carbon atoms, for example, an N,N-dipropylsulfamoylamino group, or an N-ethyl-N-dodecylsulfamoylamino group); an azo group (preferably an azo group having 1 to 32 carbon atoms, more preferably an azo group having 1 to 24 carbon atoms, for example, a phenylazo group, or a 3-pyrazolylazo group); an alkylthio group (preferably an alkylthio group having 1 to 48 carbon atoms, more preferably an alkylthio group having 1 to 24 carbon atoms, for example, a methylthio group, an ethylthio group, an octylthio group, or a cyclohexylthio group); 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); heterocyclic thio groups (preferably heterocyclic thio groups having 1 to 32 carbon atoms, more preferably 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); an alkylsulfonyl group (preferably an alkylsulfonyl group having 1 to 48 carbon atoms, more preferably an alkylsulfonyl group having 1 to 24 carbon atoms, for example, a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, a butylsulfonyl group, an isopropylsulfonyl group, a 2-ethylhexylsulfonyl group, a hexadecylsulfonyl group, an octylsulfonyl group, or a cyclohexylsulfonyl group); an arylsulfonyl group (preferably an arylsulfonyl group having 6 to 48 carbon atoms, more preferably an arylsulfonyl group having 6 to 24 carbon atoms, for example, a phenylsulfonyl group, or a 1-naphthylsulfonyl group); 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 group (preferably a phosphinoylamino group having 1 to 32 carbon atoms, more preferably a phosphinoylamino group having 1 to 24 carbon atoms, for example, a diethoxyphosphinoylamino group, a dioctyloxyphosphinoylamino group); Epoxy group;-NHCOCH3;-SO2NHC2H4OCH3;-NHSO2CH3; These may be combined in combination of two or more. These substituents may be further substituted with other substituents. When there are two or more substituents, they may be the same or different. If possible, they may be bonded to each other to form a ring.

[0013] [Liquid crystal composition] The liquid crystal composition of the present invention is a liquid crystal composition containing a compound represented by formula (1) described below (hereinafter also abbreviated as "specific compound").

[0014] In the present invention, as described above, by using a liquid crystal composition containing a specific compound, a liquid crystal cured layer excellent in reverse wavelength dispersion can be prepared. Although the details of this are not clear, the present inventors speculate as follows. That is, it is presumed that the specific compound has a predetermined condensed ring structure as the reverse wavelength dispersion producing portion, and therefore the absorption wavelength in the minor axis direction is shifted to a longer wavelength, thereby improving the reverse wavelength dispersion. The specific compound and the optional liquid crystal compound contained in the liquid crystal composition of the present invention will be described in detail below.

[0015] [Specific compound] The specific compound contained in the liquid crystal composition of the present invention is a compound represented by the following formula (1). [ka]

[0016] In the above formula (1), W 11 and W 12 each independently represents a substituent. Here, W 11 and W 12 Examples of the substituent represented by 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.

[0017] In the present invention, the direction perpendicular to the absorption axis of the fused ring structure of the general formula (1) is set as the molecular long axis, so that W 11 and W 12 are each preferably independently a substituent represented by the following formula (2): In the following formula (2), * represents a bonding position. [ka]

[0018] In the above formula (2), L 11 represents a single bond or a divalent linking group. Here, L 11 Examples of the divalent linking group represented by one embodiment of the formula (I) include -CO-, -O-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group consisting of two or more of these. 1 ~R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. Also, L 11 Specific examples of the divalent linking group represented by one embodiment of the formula include -CO-, -O-, -CO-O-, -C(=S)O-, -CR 1 R 2 -, -CR 1 R 2 -CR 1 R 2 -, -O-CR 1 R2 -, -CR 1 R 2 -O-CR 1 R 2 -,-CO-O-CR 1 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. In addition, R 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 one of -CO-, -O- and -CO-O- is preferable.

[0019] In the above formula (2), A 11 represents an aromatic ring or an aliphatic ring which may have a substituent. Here, examples of the aromatic ring include aromatic rings having 6 to 20 carbon atoms, and specific examples thereof 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. Among these, a benzene ring (for example, a 1,4-phenyl group) is preferable. Examples of the aliphatic ring include a cycloalkane ring, specifically, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a cyclododecane ring, a cyclodocosane ring, etc. Among them, a cyclohexane ring is preferable, a 1,4-cyclohexylene group is more preferable, and a trans-1,4-cyclohexylene group is further preferable. Examples of the substituent that the aromatic ring or the aliphatic ring 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.

[0020] In the above formula (2), Sp 11 represents a single bond or an alkylene group having 2 or more carbon atoms, and one or more -CH2- contained in the alkylene group may be substituted with -O- or -CO-. Here, examples of the alkylene group having 2 or more carbon atoms include a linear alkylene group having 2 to 20 carbon atoms and a branched alkylene group having 3 to 20 carbon atoms. Specific examples of suitable alkylene groups include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group, and a hexylene group.

[0021] In the above formula (2), P 11 represents a polymerizable group. Here, the polymerizable group is not particularly limited, but is preferably a polymerizable group capable of radical polymerization or cationic polymerization. As the radical polymerizable group, a known radical polymerizable group can be used, and a suitable one can be an acryloyloxy group or a methacryloyloxy group. In this case, it is known that the polymerization rate of the acryloyloxy group is generally fast, and from the viewpoint of improving productivity, the acryloyloxy group is preferred, but the methacryloyloxy group can also be used as the polymerizable group. As the cationic polymerizable group, a known cationic polymerizable group can be used, and specific examples thereof 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 them, an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is particularly preferable. Particularly preferred examples of the polymerizable group include the polymerizable groups represented by any of the following formulas (P-1) to (P-20).

[0022] [ka]

[0023] In the above formula (2), m 11 represents an integer from 1 to 4, m 11 When is an integer between 2 and 4, multiple L 11 may be the same or different, and multiple A 11 may be the same or different. In the present invention, m 11 is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 2.

[0024] In the above formula (1), X 1 and Y 1 each independently represents an oxygen atom or a sulfur atom. In the present invention, X 1 and Y 1 are preferably sulfur atoms.

[0025] In the above formula (1), R 11 and R 12 each independently represents a substituent. Here, R 11 and R 12 Examples of the substituent represented by 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.

[0026] In the above formula (1), n 11 represents an integer from 0 to 4, and n 11 When is an integer between 2 and 4, multiple R 11 may be the same or different. In the present invention, n 11 is preferably an integer of 0 to 3, more preferably 0 or 2, and even more preferably 2.

[0027] In the above formula (1), n 12 represents an integer from 0 to 2, and n 12 If is 2, then 2 R 12 may be the same or different. In the present invention, n 12 is preferably 0 or 1, and more preferably 0.

[0028] Suitable examples of the specific compound include compounds represented by the following formulas (1-1) to (1-5). Specifically, W 11 and W 12 Examples of the (substituent) include compounds having the substituents described in the above-mentioned Substituent Group A and the substituents shown in Tables 1 to 3 below. In addition, in Tables 1 to 3 below, W 11 and W 12 The "*" next to (substituent) indicates the bonding position. In addition, in the structures of the substituents represented by 2-2 in Table 2 and 3-2 in Table 3, the groups adjacent to the acryloyloxy group and the methacryloyl group, respectively, represent a propylene group (a group in which a methyl group is substituted with an ethylene group), and represent a mixture of positional isomers in which the position of the methyl group is different. [ka]

[0029] [Table 1]

[0030] [Table 2]

[0031] [Table 3]

[0032] [Liquid crystal compound represented by formula (3)] For the reason of improving solubility, the liquid crystal composition of the present invention preferably further contains a liquid crystal compound represented by the following formula (3). Here, the liquid crystal compound represented by the following formula (3) has poor light resistance, but the above-mentioned specific compound has excellent light resistance. Therefore, the light resistance can be improved even for the liquid crystal cured layer obtained by fixing the alignment state of the liquid crystal composition of the present invention containing the above-mentioned specific compound together with the liquid crystal compound represented by the following formula (3). [ka]

[0033] In the above formula (3), X 3 and Y 3 each independently represents an oxygen atom or a sulfur atom. In the present invention, X 3 and Y 3 are preferably sulfur atoms.

[0034] In the above formula (3), R 31 and R 32 each independently represents a substituent. Here, R 31 and R 32 Examples of the substituent represented by 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.

[0035] In the above formula (3), n 31 represents an integer from 0 to 4, and n 31 When is an integer between 2 and 4, multiple R 31 may be the same or different. In the present invention, n 31 is preferably an integer of 0 to 3, more preferably 0 or 2, and even more preferably 2.

[0036] In the above formula (3), n 32 represents an integer from 0 to 2, and n 32If is 2, then 2 R 32 may be the same or different. In the present invention, n 32 is preferably 0 or 1, and more preferably 0.

[0037] In the above formula (3), L 31 and L 32 each independently represents a single bond or a divalent linking group. Here, L 31 and L 32 As a divalent linking group represented by one embodiment of the formula (2), L 11 Examples of suitable examples include those described above.

[0038] In the above formula (3), A 31 and A 32 each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Here, the aromatic ring, the aliphatic ring and the optional substituent are represented by A in the above formula (2). 11 Examples of suitable examples include those described above, and similar examples are also suitable.

[0039] In the above formula (3), Sp 31 and Sp 32 each independently represents a single bond or an alkylene group having 2 or more carbon atoms, and one or more -CH2- contained in the alkylene group may be substituted with -O- or -CO-. Here, the alkylene group is represented by the formula (2) Sp 11 Examples of suitable examples include those described above.

[0040] In the above formula (3), P 31 and P 32 each independently represents a polymerizable group. Here, the polymerizable group is represented by P in the above formula (2). 11 Examples of suitable examples include those described above.

[0041] In the above formula (3), m 31 represents an integer from 1 to 4, m 31 When is an integer between 2 and 4, multiple L 31 may be the same or different, and multiple A 31 may be the same or different. Also, m 32 represents an integer from 1 to 4, m 32 When is an integer between 2 and 4, multiple L 32 may be the same or different, and multiple A 32 may be the same or different. In the present invention, m 31 and m 32 is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 2.

[0042] Suitable examples of the liquid crystal compound represented by formula (3) include compounds represented by formulas (3-1) to (3-5) below. Specifically, examples of the liquid crystal compound represented by formulas (3-1) to (3-5) below include compounds having the substituents shown in Tables 1 to 3 above as K (substituent). [ka]

[0043] When the liquid crystal composition of the present invention contains the liquid crystal compound represented by the above formula (3), in terms of the structure of the compound represented by the above formula (1) (specific compound) and the structure of the liquid crystal compound represented by the above formula (3), W 11 - and P in the above formula (3) 31 -Sp 31 -(A 31 -L 31 )m 31 - is the same structure as the structure represented by W in the above formula (1). 12 - and P in the above formula (3) 32 -Sp 32 -(A 32 -L32 )m 32 It is preferable that the structure represented by - is the same as the structure represented by -.

[0044] Furthermore, when the liquid crystal composition of the present invention contains a liquid crystal compound represented by the above formula (3), from the viewpoint of achieving both suppression of precipitation and optical properties, the content of the compound represented by the above formula (1) (specific compound) is preferably 15 mass % or less, more preferably 5 to 15 mass %, and even more preferably 7 to 14 mass %, relative to the mass of the liquid crystal compound represented by the above formula (3).

[0045] [Liquid crystal compound represented by formula (4) or (5)] For the purpose of improving solubility, the liquid crystal composition of the present invention preferably further contains a liquid crystal compound represented by the following formula (4) or formula (5) described later, and more preferably contains both a liquid crystal compound represented by the following formula (4) and a liquid crystal compound represented by formula (5) described later.

[0046] [ka]

[0047] In the above formula (4), X 4 and Y 4 each independently represents an oxygen atom or a sulfur atom. In the present invention, X 4 is a sulfur atom, and Y 4 is preferably an oxygen atom.

[0048] In the above formula (4), R 41 and R 42 each independently represents a substituent. Here, R 41 and R 42 Examples of the substituent represented by 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.

[0049] In the above formula (4), n 41 represents an integer from 0 to 4, and n 41 When is an integer between 2 and 4, multiple R 41 may be the same or different. In the present invention, n 41 is preferably an integer of 0 to 3, more preferably 0 or 2, and even more preferably 2.

[0050] In the above formula (4), n 42 represents an integer from 0 to 3, and n 42 If is 2 or 3, multiple R 42 may be the same or different. In the present invention, n 42 is preferably 0 or 1, and more preferably 0.

[0051] In the above formula (4), L 41 and L 42 each independently represents a single bond or a divalent linking group. Here, L 41 and L 42 As a divalent linking group represented by one embodiment of the formula (2), L 11 Examples of suitable examples include those described above.

[0052] In the above formula (4), A 41 and A 42 each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Here, the aromatic ring, the aliphatic ring and the optional substituent are represented by A in the above formula (2). 11 Examples of suitable examples include those described above.

[0053] In the above formula (4), Sp 41 and Sp 42each independently represents a single bond or an alkylene group having 2 or more carbon atoms, and one or more -CH2- contained in the alkylene group may be substituted with -O- or -CO-. Here, the alkylene group is represented by the formula (2) Sp 11 Examples of suitable examples include those described above.

[0054] In the above formula (4), P 41 and P 42 each independently represents a polymerizable group. Here, the polymerizable group is represented by P in the above formula (2). 11 Examples of suitable examples include those described above.

[0055] In the above formula (4), m 41 represents an integer from 1 to 4, m 41 When is an integer between 2 and 4, multiple L 41 may be the same or different, and multiple A 41 may be the same or different. Also, m 42 represents an integer from 1 to 4, m 42 When is an integer between 2 and 4, multiple L 42 may be the same or different, and multiple A 42 may be the same or different. In the present invention, m 41 and m 42 is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 2.

[0056] Suitable examples of the liquid crystal compound represented by formula (4) include compounds represented by formulas (4-1) to (4-5) below. Specifically, compounds having the substituents shown in Tables 1 to 3 above as K (substituent) in formulas (4-1) to (4-5) below can be mentioned. [ka]

[0057] [ka]

[0058] In the above formula (5), X 5 and Y 5 each independently represents an oxygen atom or a sulfur atom. In the present invention, X 5 is an oxygen atom, and Y 5 is preferably a sulfur atom.

[0059] In the above formula (5), R 51 and R 52 each independently represents a substituent. Here, R 51 and R 52 Examples of the substituent represented by 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.

[0060] In the above formula (5), n 51 represents an integer from 0 to 5, and n 51 When is an integer between 2 and 5, multiple R 51 may be the same or different. In the present invention, n 51 is preferably an integer of 0 to 3, more preferably 0 or 2, and even more preferably 2.

[0061] In the above formula (4), n 52 represents an integer from 0 to 2, and n 52 If is 2, multiple R 52 may be the same or different. In the present invention, n 52 is preferably 0 or 1, and more preferably 0.

[0062] In the above formula (5), L 51and L 52 each independently represents a single bond or a divalent linking group. Here, L 51 and L 52 As a divalent linking group represented by one embodiment of the formula (2), L 11 Examples of suitable examples include those described above.

[0063] In the above formula (5), A 51 and A 52 each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Here, the aromatic ring, the aliphatic ring and the optional substituent are represented by A in the above formula (2). 11 Examples of suitable examples include those described above.

[0064] In the above formula (5), Sp 51 and Sp 52 each independently represents a single bond or an alkylene group having 2 or more carbon atoms, and one or more -CH2- contained in the alkylene group may be substituted with -O- or -CO-. Here, the alkylene group is represented by the formula (2) Sp 11 Examples of suitable examples include those described above.

[0065] In the above formula (5), P 51 and P 52 each independently represents a polymerizable group. Here, the polymerizable group is represented by P in the above formula (2). 11 Examples of suitable examples include those described above.

[0066] In the above formula (5), m 51 represents an integer from 1 to 4, m 51 When is an integer between 2 and 4, multiple L 51 may be the same or different, and multiple A 51 may be the same or different. Also, m52 represents an integer from 1 to 4, m 52 When is an integer between 2 and 4, multiple L 52 may be the same or different, and multiple A 52 may be the same or different. In the present invention, m 51 and m 52 is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 2.

[0067] Suitable examples of the liquid crystal compound represented by formula (5) include compounds represented by formulas (5-1) to (5-5) below. Specifically, compounds having the substituents shown in Tables 1 to 3 above as K (substituent) in formulas (5-1) to (5-5) below can be mentioned. [ka]

[0068] When the liquid crystal composition of the present invention contains the liquid crystal compound represented by the above formula (4), in order to improve the compatibility between the structure of the compound represented by the above formula (1) (specific compound) and the structure of the liquid crystal compound represented by the above formula (4), W 11 - and P in the above formula (4) 41 -Sp 41 -(A 41 -L 41 )m 41 - is the same structure as the structure represented by W in the above formula (1). 12 - and P in the above formula (4) 42 -Sp 42 -(A 42 -L 42 )m 42 It is preferable that the structure represented by - is the same as the structure represented by -. Similarly, when the liquid crystal composition of the present invention contains the liquid crystal compound represented by the above formula (5), in terms of increasing the compatibility between the structure of the compound represented by the above formula (1) (specific compound) and the structure of the liquid crystal compound represented by the above formula (5), W 11 - and P in the above formula (5) 51 -Sp 51 -(A 51 -L 51 )m 51 - is the same structure as the structure represented by W in the above formula (1). 12 - and P in the above formula (4) 52 -Sp 52 -(A 52 -L 52 )m 52 It is preferable that the structure represented by - is the same as the structure represented by -.

[0069] [Other polymerizable compounds] From the viewpoints of alignment temperature and solubility, the liquid crystal composition of the present invention preferably contains, in addition to the liquid crystal compounds represented by the above formulas (3) to (5), other polymerizable compounds having one or more polymerizable groups. Here, the polymerizable group that the other polymerizable compound has is not particularly limited, and suitable examples include the polymerizable groups represented by any of the above-mentioned formulas (P-1) to (P-20).

[0070] The other polymerizable compound is preferably an other polymerizable compound having 2 to 4 polymerizable groups, and more preferably an other polymerizable compound having 2 polymerizable groups, for the reason that the durability of the formed liquid crystal cured layer is further improved.

[0071] Examples of such other polymerizable compounds include the compounds represented by formulae (M1), (M2), and (M3) described in paragraphs

[0030] to

[0033] of JP2014-077068A, and more specifically, specific examples thereof are described in paragraphs

[0046] to

[0055] of the same publication.

[0072] [Polymerization initiator] The liquid crystal composition of the present invention preferably contains a polymerization initiator. The polymerization initiator used is preferably a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet light. 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), triaryl imidazole dimers and p-aminophenyl ketones, and the like. (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), and acylphosphine oxide compounds (described in JP-B-63-40799, JP-B-5-29234, JP-A-10-95788 and JP-A-10-29997). In the present invention, the polymerization initiator is also preferably an oxime-type polymerization initiator, and specific examples thereof include the initiators described in paragraphs

[0049] to

[0052] of WO 2017 / 170443.

[0073] 〔solvent〕 The liquid crystal composition of the present invention preferably contains a solvent from the viewpoint of workability in forming a cured liquid crystal layer. Specific 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, etc.), and the like. , 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.), amides (e.g., dimethylformamide, dimethylacetamide, etc.), and the like can be used alone or in combination of two or more.

[0074] [Leveling Agent] The liquid crystal composition of the present invention preferably contains a leveling agent from the viewpoint of facilitating alignment control. As such a leveling agent, a fluorine-based leveling agent or a silicon-based leveling agent is preferable because it has a high leveling effect relative to the amount added, and a fluorine-based leveling agent is more preferable because it is less likely to cause bleeding (bloom, bleed). Specific examples of the leveling agent include the compounds described in JP-A-2007-069471, paragraphs

[0079] to

[0102] , the compounds represented by general formula (I) described in JP-A-2013-047204 (particularly the compounds described in paragraphs

[0020] to

[0032] ), the compounds represented by general formula (I) described in JP-A-2012-211306 (particularly the compounds described in paragraphs

[0022] to

[0029] ), Examples of such compounds include the compounds described in the paragraphs (a) and (b), liquid crystal alignment promoters represented by general formula (I) described in JP-A-2002-129162 (particularly the compounds described in paragraphs (0076) to (0078) and (0082) to (0084)), and compounds represented by general formulas (I), (II) and (III) described in JP-A-2005-099248 (particularly the compounds described in paragraphs (0092) to (0096)). The compounds may also function as an alignment control agent, which will be described later.

[0075] [Alignment Control Agent] The liquid crystal composition of the present invention may contain an alignment control agent, if necessary. By using an alignment control agent, various alignment states can be formed, such as homogeneous alignment, homeotropic alignment (vertical alignment), tilted alignment, hybrid alignment, and cholesteric alignment, and specific alignment states can be realized more uniformly and with more precise control.

[0076] As the alignment control agent that promotes homogeneous alignment, for example, a low molecular weight alignment control agent or a polymeric alignment control agent can be used. Regarding low molecular weight alignment control agents, reference can be made to, for example, paragraphs

[0009] to

[0083] of JP 2002-20363 A, paragraphs

[0111] to

[0120] of JP 2006-106662 A, and paragraphs

[0021] to

[0029] of JP 2012-211306 A, the contents of which are incorporated herein by reference. In addition, for polymer orientation control agents, reference can be made to, for example, paragraphs

[0021] to

[0057] of JP 2004-198511 A and paragraphs

[0121] to

[0167] of JP 2006-106662 A, the contents of which are incorporated herein by reference.

[0077] Furthermore, examples of alignment control agents that form or promote homeotropic alignment include boronic acid compounds and onium salt compounds. Specifically, reference can be made to the compounds described in JP2008-225281A, paragraphs

[0023] to

[0032] , JP2012-208397A, paragraphs

[0052] to

[0058] , JP2008-026730A, paragraphs

[0024] to

[0055] , and JP2016-193869A, paragraphs

[0043] to

[0055] , the contents of which are incorporated herein by reference.

[0078] On the other hand, cholesteric alignment can be realized by adding a chiral agent to the liquid crystal composition of the present invention, and the direction of rotation of the cholesteric alignment can be controlled by the direction of the chirality. The pitch of the cholesteric alignment can be controlled according to the alignment control force of the chiral agent.

[0079] When an alignment control agent is contained, its content is preferably 0.01 to 10 mass % and more preferably 0.05 to 5 mass % based on the total solid content mass in the composition. When the content is within this range, a desired alignment state can be achieved, and a uniform and highly transparent cured product can be obtained without precipitation, phase separation, alignment defects, etc.

[0080] [Other ingredients] The liquid crystal composition of the present invention may contain components other than the above-mentioned components, and examples of such components include a surfactant, a tilt angle control agent, an alignment assistant, a plasticizer, and a crosslinking agent.

[0081] [Compound] The compound of the present invention is a compound represented by the above formula (1) (the above specific compound).

[0082] [Liquid crystal hardening layer] The cured liquid crystal layer of the present invention is a cured liquid crystal layer obtained by fixing the alignment state of the above-mentioned liquid crystal composition of the present invention. As a method for forming the liquid crystal cured layer, for example, a method in which the above-mentioned liquid crystal composition of the present invention is used to form a desired alignment state, and then the liquid crystal composition is fixed by polymerization, etc., can be mentioned. Here, the polymerization conditions are not particularly limited, but in the polymerization by light irradiation, it is preferable to use ultraviolet light. The irradiation dose is 10 mJ / cm 2 ~50J / cm 2 is preferred, and 20 mJ / cm 2 ~5J / cm 2 More preferably, 30 mJ / cm 2 ~3J / cm 2 More preferably, 50 mJ / cm 2 ~1000mJ / cm 2 In order to accelerate the polymerization reaction, the reaction may be carried out under heating conditions. The liquid crystal cured layer can be formed on any support or alignment film in an optical film described later, or on a polarizer in a polarizing plate described later.

[0083] The orientation state of the liquid crystal compound in the liquid crystal cured layer of the present invention may be any of horizontal orientation, vertical orientation, tilt orientation, and twist orientation, and it is preferable that the liquid crystal compound is fixed in a horizontal orientation state with respect to the main surface of the liquid crystal cured layer. In this specification, the term "horizontal alignment" refers to a state in which the major surface of the cured liquid crystal layer (or, when the cured liquid crystal layer is formed on a member such as a support or an alignment film, the surface of the member) is parallel to the long axis direction of the liquid crystal compound. However, it is not required to be strictly parallel, and in this specification, it refers to an alignment in which the angle between the major surface of the cured liquid crystal layer and the long axis direction of the liquid crystal compound is less than 10°. In the cured liquid crystal layer, the angle between the major axis direction of the liquid crystal compound and the main surface of the cured liquid crystal layer is preferably 0 to 5°, more preferably 0 to 3°, and further preferably 0 to 2°.

[0084] The liquid crystal cured layer of the present invention is preferably an optically anisotropic layer, more preferably a positive A plate or a positive C plate, and further preferably a positive A plate.

[0085] Here, the positive A plate and the positive C plate are defined as follows: When the refractive index in the slow axis direction (the direction in which the in-plane refractive index is maximum) in the film plane is nx, the refractive index in the direction perpendicular to the in-plane slow axis is ny, and the refractive index in the thickness direction is nz, the positive A plate satisfies the relationship in formula (A1), and the positive C plate satisfies the relationship in formula (C1). Note that the positive A plate has a positive Rth value, and the positive C plate has a negative Rth value. Formula (A1) nx>ny≒nz Formula (C1) nz>nx≒ny It should be noted that the above "≒" includes not only the case where the two are completely identical, but also the case where the two are substantially identical. Regarding this "substantially the same," in the case of a positive A plate, for example, when (ny-nz)×d (where d is the thickness of the film) is -10 to 10 nm, preferably -5 to 5 nm, it is also included in "ny≒nz," and when (nx-nz)×d is -10 to 10 nm, preferably -5 to 5 nm, it is also included in "nx≒nz." In addition, in the case of a positive C plate, for example, when (nx-ny)×d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is also included in "nx≒ny."

[0086] When the liquid crystal cured layer of the present invention is a positive A plate, from the viewpoint of functioning as a λ / 4 plate, Re(550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, further preferably 130 to 150 nm, and particularly preferably 130 to 145 nm. Here, the term "λ / 4 plate" refers to a plate having a λ / 4 function, specifically, a plate having the function of converting linearly polarized light of a certain wavelength into circularly polarized light (or circularly polarized light into linearly polarized light).

[0087] The liquid crystal cured layer of the present invention can be used as a polarizer (light absorption anisotropic film) when the above-mentioned liquid crystal composition of the present invention contains a dichroic substance.

[0088] [Optical film] The optical film of the present invention is an optical film having the liquid crystal cured layer of the present invention. The structure of the optical film will be described with reference to Fig. 1. Fig. 1 is a schematic cross-sectional view showing an example of the optical film. It should be noted that FIG. 1 is a schematic diagram, and the thickness and positional relationships of the layers do not necessarily correspond to the actual ones, and the support and alignment film shown in FIG. 1 are both optional components.

[0089] An optical film 10 shown in FIG. 1 comprises, in this order, a support 16, an alignment film 14, and a liquid crystal cured layer 12 which is a cured product of the liquid crystal composition of the present invention. The liquid crystal cured layer 12 may be a laminate of two or more different liquid crystal cured layers. For example, when the polarizing plate of the present invention described later is used as a circular polarizing plate, or when the optical film of the present invention is used as an optical compensation film for an IPS (In-Plane-Switching) type or FFS (Fringe-Field-Switching) type liquid crystal display device, it is preferably a laminate of a positive A plate and a positive C plate. Moreover, the liquid crystal cured layer may be peeled off from the support and used alone as an optical film. Various members used in the optical film will be described in detail below.

[0090] [Liquid crystal hardening layer] The liquid crystal cured layer in the optical film of the present invention is the above-mentioned liquid crystal cured layer of the present invention. In the optical film, the thickness of the cured liquid crystal layer is not particularly limited, but is preferably 0.1 to 10 μm, and more preferably 0.5 to 5 μm.

[0091] [Support] As described above, the optical film may have a support as a substrate for forming the liquid crystal cured layer. Such a support is preferably transparent, and more specifically, preferably has a light transmittance of 80% or more.

[0092] Examples of such supports include glass substrates and polymer films. Materials for the polymer film 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 polymers obtained by mixing these polymers. In addition, a polarizer described later may also function as such a support.

[0093] The thickness of the support is not particularly limited, but is preferably from 5 to 60 μm, and more preferably from 5 to 40 μm.

[0094] [Alignment film] In the optical film, the liquid crystal cured layer is preferably formed on the surface of an alignment film (particularly, a photo-alignment film described later). When the optical film has any of the above-mentioned supports, the alignment film may be sandwiched between the support and the liquid crystal cured layer. In addition, the above-mentioned support may also serve as the alignment film.

[0095] The alignment film may be any film that has the function of horizontally aligning the liquid crystal compound contained in the composition. Alignment layers are generally made mainly of polymers. Polymer materials for alignment layers are described in many publications and many commercial products are available. The polymer material for the alignment film is preferably polyvinyl alcohol, polyimide, or any of their derivatives, and more preferably modified or unmodified polyvinyl alcohol. Examples of the alignment film that the optical film may have 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 a liquid crystal alignment agent described in JP 2012-155308 A.

[0096] It is preferable to use a photo-alignment film as the alignment film, since no object comes into contact with the alignment film surface during formation of the alignment film, and deterioration of the surface condition can be prevented. The photo-alignment film is not particularly limited, but examples thereof include alignment films formed from polymer materials such as polyamide compounds and polyimide compounds described in paragraphs

[0024] to

[0043] of International Publication No. 2005 / 096041; liquid crystal alignment films formed from liquid crystal alignment agents having photo-alignable groups described in JP-A-2012-155308; and LPP-JP265CP (trade name) manufactured by Rolic Technologies.

[0097] The thickness of the alignment film is not particularly limited, but from the viewpoint of mitigating surface irregularities that may exist on the support and forming a liquid crystal cured layer with a uniform thickness, the thickness is preferably 0.01 to 10 μm, more preferably 0.01 to 1 μm, and even more preferably 0.01 to 0.5 μm.

[0098] [Other Liquid Crystal Cured Layers] In the optical film, the cured liquid crystal layer is preferably formed on the surface of another cured liquid crystal layer. Here, the other liquid crystal cured layer may be, for example, a liquid crystal cured layer obtained by fixing the alignment state of a composition obtained by removing the specific compound A from the above-mentioned liquid crystal composition of the present invention. Specifically, the liquid crystal cured layer may be a liquid crystal cured layer obtained by fixing the alignment state of a composition containing the above-mentioned liquid crystal compound, a polymerization initiator, a leveling agent, a solvent, etc.

[0099] [Ultraviolet absorber] In consideration of the influence of external light (particularly ultraviolet light), the optical film preferably contains an ultraviolet (UV) absorbing agent. The ultraviolet absorbing agent may be contained in the liquid crystal cured layer, or may be contained in a member other than the liquid crystal cured layer constituting the optical film. A suitable example of the member other than the liquid crystal cured layer is the support. Any conventionally known ultraviolet absorbent capable of expressing ultraviolet absorbing properties can be used as the ultraviolet absorbing agent. Among such ultraviolet absorbing agents, benzotriazole-based or hydroxyphenyltriazine-based ultraviolet absorbing agents are preferred from the viewpoint of obtaining ultraviolet absorbing ability (ultraviolet absorbing ability) that is high and is used in image display devices. In order to broaden the absorption width of ultraviolet light, it is also preferable to use two or more ultraviolet absorbents having different maximum absorption wavelengths in combination.

[0100] Examples of the ultraviolet absorber include the compounds described in paragraphs

[0258] to

[0259] of JP 2012-18395 A and the compounds described in paragraphs

[0055] to

[0105] of JP 2007-72163 A. Commercially available products that can be used include Tinuvin 400, Tinuvin 405, Tinuvin 460, Tinuvin 477, Tinuvin 479, and Tinuvin 1577 (all manufactured by BASF).

[0101] [Polarizing plate] The polarizing plate of the present invention comprises the above-mentioned optical film of the present invention and a polarizer. Furthermore, when the above-mentioned liquid crystal cured layer of the present invention is a λ / 4 plate (positive A plate), the polarizing plate of the present invention can be used as a circular polarizing plate. Furthermore, in the polarizing plate of the present invention, when the above-mentioned liquid crystal cured layer of the present invention is a λ / 4 plate (positive A plate), the angle between the slow axis of the λ / 4 plate and the absorption axis of the polarizer described below is preferably 30 to 60°, more preferably 40 to 50°, further more preferably 42 to 48°, and particularly preferably 45°. Here, the "slow axis" of the λ / 4 plate means the direction in the plane of the λ / 4 plate in which the refractive index is maximum, and the "absorption axis" of the polarizer means the direction in which the absorbance is highest. The polarizing plate of the present invention can also be used as an optical compensation film in an IPS or FFS liquid crystal display device. When the polarizing plate of the present invention is used as an optical compensation film for an IPS or FFS liquid crystal display device, the above-mentioned liquid crystal cured layer of the present invention can be at least one plate of a laminate of a positive A plate and a positive C plate, and is preferably a positive A plate. In this case, it is preferable that the angle between the slow axis of the positive A plate and the absorption axis of a polarizer described later is perpendicular or parallel, and more specifically, it is more preferable that the angle between the slow axis of the positive A plate and the absorption axis of a polarizer described later is 0 to 5° or 85 to 95°. Furthermore, when the polarizing plate of the present invention has a polarizer, a positive C plate, and a positive A plate laminated in this order, it is more preferable that the angle between the slow axis of the positive A plate and the absorption axis of the polarizer is parallel. Similarly, when the polarizing plate of the present invention has a polarizer, a positive A plate, and a positive C plate laminated in this order, it is more preferable that the angle between the slow axis of the positive A plate and the absorption axis of the polarizer is perpendicular. When the polarizing plate of the present invention is used in a liquid crystal display device described later, the angle between the slow axis of the cured liquid crystal layer and the absorption axis of the polarizer described later is preferably parallel or perpendicular. In this specification, "parallel" does not require that they be strictly parallel, but rather means that the angle between one and the other is less than 10°. In addition, in this specification, "orthogonal" does not require that they be strictly perpendicular, but rather means that the angle between one and the other is more than 80° and less than 100°.

[0102] [Polarizer] The polarizer in the polarizing plate of the present invention is not particularly limited as long as it is a member having a function of converting light into a specific linearly polarized light, and a conventionally known absorptive polarizer and reflective polarizer can be used. Examples of absorption-type polarizers include iodine-based polarizers, dye-based polarizers using dichroic dyes, polyene-based polarizers, etc. Iodine-based polarizers and dye-based polarizers include coating-type polarizers and stretching-type polarizers, and either can be used, but polarizers made by adsorbing iodine or a dichroic dye to polyvinyl alcohol and stretching it are preferred. In addition, methods of obtaining a polarizer by stretching and dyeing a laminated film in which a polyvinyl alcohol layer is formed on a substrate can be described in Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 4691205, Japanese Patent No. 4751481, and Japanese Patent No. 4751486. ​​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 type polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region is combined with a quarter-wave plate, and the like are used. Among these, a polarizer containing a polyvinyl alcohol resin (a polymer containing -CH2-CHOH- as a repeating unit, in particular at least one selected from the group consisting of polyvinyl alcohol and an ethylene-vinyl alcohol copolymer) is preferable because of its superior adhesion.

[0103] In the present invention, the thickness of the polarizer is not particularly limited, but is preferably from 3 μm to 60 μm, more preferably from 5 μm to 30 μm, and further preferably from 5 μm to 15 μm.

[0104] [Adhesive Layer] The polarizing plate of the present invention may have a pressure-sensitive adhesive layer disposed between the cured liquid crystal layer in the optical film of the present invention and the polarizer. The adhesive layer used for laminating the liquid crystal cured layer and the polarizer refers to a substance having a ratio of storage modulus G' to loss modulus G" (tan δ=G" / G') of 0.001 to 1.5 measured by a dynamic viscoelasticity measuring device, and includes so-called adhesives and substances that tend to creep. Adhesives that can be used in the present invention include, but are not limited to, polyvinyl alcohol-based adhesives.

[0105] [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. The display element used in the image display device is not particularly limited, and examples thereof include a liquid crystal cell, an organic electroluminescence (hereinafter abbreviated as "EL (Electro Luminescence)") display panel, and a plasma display panel. Among these, a liquid crystal cell and an organic EL display panel are preferred, and a liquid crystal cell is more preferred. That is, the image display device is preferably a liquid crystal display device using a liquid crystal cell as a display element, or an organic EL display device using an organic EL display panel as a display element, and more preferably a liquid crystal display device.

[0106] [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 above-mentioned polarizing plate and a liquid crystal cell. Of the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the above-mentioned polarizing plate as the front-side polarizing plate, and it is more preferable to use the above-mentioned polarizing plate as the front-side and rear-side polarizing plates. The liquid crystal cell constituting the liquid crystal display device will be described in detail below.

[0107] <Liquid crystal cell> The liquid crystal cell used in the liquid crystal display device is preferably in VA (Vertical Alignment) mode, OCB (Optically Compensated Bend) mode, IPS (In-Plane-Switching) mode, FFS (Fringe-Field-Switching) mode, or TN (Twisted Nematic) mode, but is not limited to these. In a TN mode liquid crystal cell, rod-shaped liquid crystal molecules are aligned substantially horizontally when no voltage is applied, and further aligned in a twisted manner at an angle of 60 to 120°. TN mode liquid crystal cells are most commonly used as color TFT liquid crystal display devices, and are described in many publications. 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) a narrow-sense VA mode liquid crystal cell (described in JP-A-2-176625) in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied and substantially horizontally when voltage is applied, (2) a VA mode multi-domain (MVA mode) liquid crystal cell (described in SID97, Digest of tech. Papers (Proceedings) 28 (1997) 845) in order to expand the viewing angle, (3) a mode (n-ASM mode) liquid crystal cell in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied and are aligned in a twisted multi-domain when voltage is applied (described in Proceedings of the Japan Liquid Crystal Discussion Society 58-59 (1998)), and (4) a SURVIVAL mode liquid crystal cell (announced at LCD International 98). The VA mode liquid crystal cell 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 JP-A-2006-215326 and JP-A-2008-538819. In the IPS mode liquid crystal cell, rod-shaped liquid crystal molecules are aligned substantially parallel to the substrate, and the liquid crystal molecules respond in a planar manner when an electric field parallel to the substrate surface is applied. In the IPS mode, the black display is achieved when no electric field is applied, and the absorption axes of the pair of upper and lower polarizing plates are perpendicular to each other. Methods of reducing light leakage during black display in an oblique direction and improving the viewing angle using an optical compensation sheet are disclosed in JP-A-10-54982, JP-A-11-202323, JP-A-9-292522, JP-A-11-133408, JP-A-11-305217, and JP-A-10-307291.

[0108] [Organic EL display device] An organic EL display device, which is one example of an image display device, may have, for example, a polarizer, a λ / 4 plate (positive A plate) made of the above-mentioned liquid crystal cured layer, and an organic EL display panel in this order from the viewing side. The organic EL display panel is a display panel configured using an organic EL element having an organic light-emitting layer (organic electroluminescence layer) sandwiched between electrodes (cathode and anode). The configuration of the organic EL display panel is not particularly limited, and a known configuration may be adopted. EXAMPLES

[0109] The present invention will be described in more detail below based on examples. The materials, amounts, ratios, processing contents, processing procedures, etc. shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be interpreted as being limited by the following examples.

[0110] [Synthesis example] [Synthesis of intermediate mixture (BX)] 10.0 g (27.7 mmol) of intermediate (A) represented by the following formula (A) was dissolved in 100 mL of dimethyl sulfoxide (DMSO), and 13.2 g (55.4 mmol) of sodium peroxodisulfate, 0.45 g (2.8 mmol) of iron (III) chloride, and 4.5 mL (56 mmol) of pyridine were added thereto, followed by stirring at 80° C. for 4 hours. After the reaction, water was added and the precipitate was filtered to obtain 9.5 g of intermediate mixture (BX) (crude). It was confirmed by liquid chromatography mass spectrometry (LC-MS) that the obtained intermediate mixture (BX) contained 80 mass%, 10 mass%, 5 mass%, and 5 mass% of intermediates (B-1) to (B-4) represented by the following formulas (B-1) to (B-4), respectively. In addition, the mass spectrometry (MS) spectrum of intermediate (B-2) was m / z: 356.07 (100.0%), 357.07 (19.7%), 358.06 (9.1%), 358.07 (2.7%), 357.06 (2.3%), 359.06 (1.9%) (M+), and it was confirmed that intermediate (B-2) had absorption in the longer wavelength region than intermediate (B-1). [ka]

[0111] [Synthesis of intermediate mixture (BY) (crystallized product)] The obtained intermediate mixture (BX) was recrystallized from toluene-methanol to obtain an intermediate mixture (BY) (crystallized body). LC-MS analysis confirmed that the obtained intermediate mixture (BY) was a mixture containing 90% by mass of intermediates (B-1) and 10% by mass of intermediates (B-2), respectively.

[0112] [Synthesis of intermediate mixture (CX)] 3.0 g of the intermediate mixture (BX) was dissolved in 60 mL of toluene, 10.6 g (42.2 mmol) of boron tribromide was added, and the mixture was stirred at 70° C. for 2 hours. After the reaction, methanol was added and the precipitate was collected by filtration to obtain 2.5 g of intermediate mixture (CX). LC-MS analysis confirmed that the obtained intermediate mixture (CX) was a mixture containing 85 mass%, 11 mass%, 2 mass%, and 2 mass% of intermediates (C-1) to (C-4) represented by the following formulas (C-1) to (C-4), respectively. In addition, the MS spectrum of intermediate (C-2) was m / z: 328.03 (100.0%), 329.04 (17.5%), 330.03 (9.2%), 329.03 (2.3%), 330.04 (2.1%), and 331.03 (1.7%) (M+), and it was confirmed that it had absorption in the longer wavelength region than intermediate (C-1). [ka]

[0113] [Synthesis of intermediate mixture (CY)] 3.0 g of the intermediate mixture (BY) was dissolved in 60 mL of toluene, 10.6 g (42.2 mmol) of boron tribromide was added, and the mixture was stirred at 70° C. for 2 hours. After the reaction, methanol was added and the precipitate was collected by filtration to obtain 2.5 g of intermediate mixture (CY). LC-MS analysis confirmed that the obtained intermediate mixture (CY) was a mixture containing 91% by mass of intermediates (C-1) and 9% by mass of intermediates (C-2), respectively.

[0114] [Example 1] [Preparation of Liquid Crystal Composition X] 5.6 g (13.4 mmol) of intermediate (W) represented by the following formula (W) synthesized by the method described in Synthesis Example 1 of compound (e) in JP2010-031223A, 20 mL of toluene, 10 mL of N,N-dimethylacetamide (DMAc), and 100 mg of 2,6-di-t-butyl-4-methylphenol were mixed at room temperature and cooled to an internal temperature of 5° C. 1.5 mL (20.7 mmol) of thionyl chloride (SOCl2) was added dropwise to the mixture so that the internal temperature did not rise to 10° C. or higher. After stirring at 5°C for 1 hour, tetrahydrofuran (THF) solution (30mL) of 2.0g of intermediate mixture (CX) containing 85 mass%, 11 mass%, 2 mass%, and 2 mass% of intermediates (C-1) to (C-4), respectively, was added. After dropping 5.8mL (33.2mmol) of N,N-diisopropylethylamine (DIPEA), the mixture was stirred at room temperature for 2 hours. After stirring, 20mL of 1N hydrochloric acid and 20mL of ethyl acetate were added to stop the reaction, and the liquids were separated. The organic layer was washed with 10% saline, and then 30mL of isopropanol and 20mL of methanol were dropped in order, and then cooled to 5°C, and the precipitated crystals were filtered to obtain 4.1g of liquid crystal composition X. It was confirmed by LC-MS analysis that liquid crystal composition X contained 88 mass%, 10 mass%, 1 mass%, and 1 mass% of compounds (1) to (4) shown below, respectively. The molecular weight of compound (2) was 1128.41 (M+), and the MS spectrum was m / z: 1128.41 (100.0%), 1129.41 (69.4%), 1130.42 (25.9%), 1130.41 (10.6%), 1131.42 (7.4%), 1131.41 (6.5%), 1132.41 (2.4%), 1132.42 (2.4%), 1129.42 (1.3%) (M+), confirming that compound (2) has absorption in the longer wavelength region than compound (1). [ka]

[0115] [Preparation of Cured Liquid Crystal Layer] A liquid crystal cured layer coating solution 1 having the following composition was prepared. ------------------------------------------------------------------ Liquid crystal curing layer coating solution 1 ------------------------------------------------------------------ ·Liquid crystal composition X 100 parts by mass 0.50 parts by weight of the following photopolymerization initiator PI-1 ·0.20 parts by mass of the following fluorine-containing compound F-1 Chloroform 535 parts by weight ------------------------------------------------------------------

[0116] Photopolymerization initiator PI-1 [ka]

[0117] Fluorine-containing compound F-1 [ka]

[0118] The liquid crystal curing layer coating solution 1 was spin-coated onto a glass substrate with a rubbed polyimide alignment layer (SE-130, manufactured by Nissan Chemical Industries, Ltd.) to form a coating film, which was then heated at 240°C for 1 minute and cooled to 200°C. Thereafter, the atmosphere was purged with nitrogen so that the oxygen concentration was 1.0% by volume or less, and a high-pressure mercury lamp was used to irradiate the liquid crystal curing layer with a dose of 500 mJ / cm. 2 The coating film was irradiated with ultraviolet light of 1000 nm to prepare a liquid crystal cured layer 1. The optical properties of the obtained liquid crystal cured layer 1 were measured using AxoScan OPMF-1 (manufactured by Optosciences), and found to be Re(550) of 140 nm, Re(450) / Re(550) of 0.84, and Re(650) / Re(550) of 1.04.

[0119] [Example 2] [Preparation of Liquid Crystal Composition Y] 4.0 g of liquid crystal composition Y was prepared in the same manner as for liquid crystal composition X, except that intermediate mixture (CX) in the preparation of liquid crystal composition X was changed to intermediate mixture (CY). LC-MS analysis confirmed that liquid crystal composition Y contained 91% by mass and 9% by mass of compounds (1) and (2), respectively.

[0120] [Preparation of Cured Liquid Crystal Layer] A cured liquid crystal layer 2 was prepared in the same manner as in Example 1, except that the liquid crystal composition Y was used instead of the liquid crystal composition X as the coating liquid for the cured liquid crystal layer. The optical properties of the obtained liquid crystal cured layer 2 were measured using AxoScan OPMF-1 (manufactured by Optosciences), and found to be Re(550) of 139 nm, Re(450) / Re(550) of 0.83, and Re(650) / Re(550) of 1.05.

[0121] [Comparative Example 1] A liquid crystal cured layer H1 was prepared in the same manner as in Example 1, except that a compound (A21-1) represented by the following formula (A21-1) described in JP2011-207765A was used instead of the liquid crystal composition X as the coating liquid for the liquid crystal cured layer. The optical properties of the obtained liquid crystal cured layer H1 were measured using AxoScan OPMF-1 (manufactured by Optosciences), and found to be Re(550) of 141 nm, Re(450) / Re(550) of 0.86, and Re(650) / Re(550) of 1.03. [ka]

[0122] [evaluation]

[0123] [Precipitation property] 20 μL of the liquid crystal cured layer coating solution used in Examples 1-2 and Comparative Example 1 was dropped onto a glass plate, and after leaving it at 25° C. for 1 hour, the degree of precipitation of the solid film was visually observed. Specifically, the area of ​​the cloudy white part (whitened part) relative to the area of ​​the solid film was roughly calculated, and the precipitation was evaluated with an index of 1 to 3 according to the following evaluation criteria. The results are shown in Table 4 below. <Standards> Precipitation 1: 75% to 100% turns white Precipitation 2: 25% to less than 75% turns white Precipitation 3: Less than 25% turns white

[0124] [Light resistance] For the liquid crystal cured layers prepared in Examples 1 and 2 and Comparative Example 1, a test was performed in which the glass substrate was set in a xenon irradiation machine (SX75 manufactured by Suga Test Instruments Co., Ltd.) so that the coating film of the liquid crystal composition was the irradiated surface, and the layers were irradiated for 200 hours using a #275 filter. The Re(550) of the optical film before and after the test was measured, and the light resistance was evaluated according to the following criteria. The results are shown in Table 4 below. A: The change in Re(550) after the test compared to the Re(550) before the test is less than 10% of the Re(550) before the test B: The change in Re(550) after the test compared to the Re(550) before the test is 10% or more but less than 20% of the Re(550) before the test C: The change in Re(550) after the test compared to the Re(550) before the test is 20% or more

[0125] [Table 4]

[0126] From the results shown in Table 4 above, it was found that the liquid crystal composition not containing the compound represented by the above formula (1) had poor precipitability, and further, it was found that there was room for improvement in the reverse wavelength dispersion of the obtained liquid crystal cured layer, and that the light resistance was also poor (Comparative Example 1). In contrast, in the liquid crystal composition containing the compound represented by the above formula (1), the precipitation tendency is suppressed, and the reverse wavelength dispersion of the liquid crystal cured layer produced is good, and the light resistance is also improved (Examples 1 to 2). [Explanation of symbols]

[0127] 10 Optical Film 12 Liquid crystal hardening layer 14 Alignment film 16 Support

Claims

1. A liquid crystal composition comprising a compound represented by the following formula (1): 【Chemistry 1】 Here, in the formula (1), W １１ and W. １２ each independently represents a substituent. X １ and Y １ each independently represents an oxygen atom or a sulfur atom. R １１ and R １２ each independently represents a substituent. n １１ represents an integer of 0 to 4; １１ is an integer from 2 to 4, a plurality of R １１ may be the same or different. n １２ represents an integer of 0 to 2; n １２ If is 2, then two R １２ may be the same or different.

2. W in the formula (1) １１ and W. １２ The liquid crystal composition according to claim 1 , wherein each of the formulas is independently represented by the following formula (2): 【Chemistry 2】 Here, in the formula (2), * indicates the bond position. L １１ represents a single bond or a divalent linking group. A １１ represents an aromatic ring or an aliphatic ring which may have a substituent. Sp １１ represents a single bond or an alkylene group having 2 or more carbon atoms, and the —CH ２ One or more of - may be substituted by -O- or -CO-. P １１ represents a polymerizable group. m １１ represents an integer from 1 to 4; m １１ When is an integer from 2 to 4, multiple L １１ may be the same or different, and a plurality of A １１ may be the same or different.

3. The liquid crystal composition according to claim 1 , further comprising a liquid crystal compound represented by the following formula (3): 【Chemistry 3】 Here, in the formula (3), X ３ and Y ３ each independently represents an oxygen atom or a sulfur atom. R ３１ and R ３２ each independently represents a substituent. n ３１ represents an integer of 0 to 4; ３１ is an integer from 2 to 4, a plurality of R ３１ may be the same or different. n ３２ represents an integer of 0 to 2; n ３２ If is 2, then two R ３２ may be the same or different. L ３１ and L ３２ each independently represents a single bond or a divalent linking group. A ３１ and A ３２ each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Sp ３１ and Sp ３２ each independently represents a single bond or an alkylene group having 2 or more carbon atoms, ２ One or more of - may be substituted by -O- or -CO-. P ３１ and P ３２ each independently represents a polymerizable group. m ３１ represents an integer from 1 to 4; m ３１ When is an integer from 2 to 4, multiple L ３１ may be the same or different, and a plurality of A ３１ may be the same or different. m ３２ represents an integer from 1 to 4; m ３２ When is an integer from 2 to 4, multiple L ３２ may be the same or different, and a plurality of A ３２ may be the same or different.

4. W in the formula (1) １１ - and P in the formula (3) ３１ -Sp ３１ - (A ３１ -L ３１ ) m ３１ - is the same structure as the structure represented by W in the formula (1). １２ - and P in the formula (3) ３２ -Sp ３２ - (A ３２ -L ３２ ) m ３２ The liquid crystal composition according to claim 3, wherein the structure represented by - is the same as the structure represented by -.

5. The liquid crystal composition according to claim 3 , wherein the content of the compound represented by formula (1) is 15% by mass or less based on the mass of the liquid crystal compound represented by formula (3).

6. The liquid crystal composition according to claim 3 , further comprising a liquid crystal compound represented by the following formula (4) or (5): 【Chemistry 4】 Here, in the formula (4), X ４ and Y ４ each independently represents an oxygen atom or a sulfur atom. R ４１ and R ４２ each independently represents a substituent. n ４１ represents an integer of 0 to 4; ４１ is an integer from 2 to 4, a plurality of R ４１ may be the same or different. n ４２ represents an integer of 0 to 3; ４２ When R is 2 or 3, multiple R ４２ may be the same or different. L ４１ and L ４２ each independently represents a single bond or a divalent linking group. A ４１ and A ４２ each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Sp ４１ and Sp ４２ each independently represents a single bond or an alkylene group having 2 or more carbon atoms, ２ One or more of - may be substituted by -O- or -CO-. P ４１ and P ４２ each independently represents a polymerizable group. m ４１ represents an integer from 1 to 4; m ４１ When is an integer from 2 to 4, multiple L ４１ may be the same or different, and a plurality of A ４１ may be the same or different. m ４２ represents an integer from 1 to 4; m ４２ When is an integer from 2 to 4, multiple L ４２ may be the same or different, and a plurality of A ４２ may be the same or different. In addition, in the formula (5), X ５ and Y ５ each independently represents an oxygen atom or a sulfur atom. R ５１ and R ５２ each independently represents a substituent. n ５１ represents an integer of 0 to 5; ５１ is an integer from 2 to 5, a plurality of R ５１ may be the same or different. n ５２ represents an integer of 0 to 2; n ５２ When is 2, multiple R ５２ may be the same or different. L ５１ and L ５２ each independently represents a single bond or a divalent linking group. A ５１ and A ５２ each independently represents an aromatic ring or an aliphatic ring which may have a substituent. Sp ５１ and Sp ５２ each independently represents a single bond or an alkylene group having 2 or more carbon atoms, ２ One or more of - may be substituted by -O- or -CO-. P ５１ and P ５２ each independently represents a polymerizable group. m ５１ represents an integer from 1 to 4; m ５１ When is an integer from 2 to 4, multiple L ５１ may be the same or different, and a plurality of A ５１ may be the same or different. m ５２ represents an integer from 1 to 4; m ５２ When is an integer from 2 to 4, multiple L ５２ may be the same or different, and a plurality of A ５２ may be the same or different.

7. W in the formula (1) １１ - and P in the formula (4) ４１ -Sp ４１ - (A ４１ -L ４１ ) m ４１ - or P in the formula (5) ５１ -Sp ５１ - (A ５１ -L ５１ ) m ５１ - is the same structure as the structure represented by W in the formula (1). １２ - and P in the formula (4) ４２ -Sp ４２ - (A ４２ -L ４２ ) m ４２ - or P in the formula (5) ５２ -Sp ５２ - (A ５２ -L ５２ ) m ５２ The liquid crystal composition according to claim 6, wherein the structure represented by - is the same as the structure represented by -.

8. A compound represented by the following formula (1): 【Chemistry 5】 Here, in the formula (1), W １１ and W. １２ each independently represents a substituent. X １ and Y １ each independently represents an oxygen atom or a sulfur atom. R １１ and R １２ each independently represents a substituent. n １１ represents an integer of 0 to 4; １１ is an integer from 2 to 4, a plurality of R １１ may be the same or different. n １２ represents an integer of 0 to 2; n １２ If is 2, then two R １２ may be the same or different.

9. W in the formula (1) １１ and W. １２ The compound according to claim 8, wherein each of the groups is independently represented by the following formula (2): 【Chemistry 6】 Here, in the formula (2), * indicates the bond position. L １１ represents a single bond or a divalent linking group. A １１ represents an aromatic ring or an aliphatic ring which may have a substituent. Sp １１ represents a single bond or an alkylene group having 2 or more carbon atoms, and the —CH ２ One or more of - may be substituted by -O- or -CO-. P １１ represents a polymerizable group. m １１ represents an integer from 1 to 4; m １１ When is an integer from 2 to 4, multiple L １１ may be the same or different, and a plurality of A １１ may be the same or different.

10. A liquid crystal cured layer obtained by fixing the alignment state of the liquid crystal composition according to any one of claims 1 to 7.

11. An optical film comprising the liquid crystal cured layer according to claim 10.

12. A polarizing plate comprising the optical film according to claim 11 and a polarizer.

13. An image display device comprising the optical film according to claim 11.

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