Optical film, optical laminate, polarizing plate, and display device

Abstract

The present invention addresses the problem of providing: an optical film comprising a liquid crystal cured layer that has good adhesion to an adjacent layer and that has excellent alignment properties of a liquid crystal compound; a polarizing plate; and a display device. An optical film according to the present invention is formed by using a composition containing a liquid crystal compound having a polymerizable group, a sulfur-containing compound having a thiol group or a thioether group, and a boron-containing compound having a boronic acid group. When Tn represents the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms, Sn represents the number of sulfur atoms, and Bn represents the number of boron atoms, (Sn+Bn) / Tn<0.055 is satisfied.

Description

Optical films, optical laminates, polarizing plates, and display devices

[0001] The present invention relates to optical films, optical laminates, polarizing plates, and display devices.

[0002] In liquid crystal display devices (LCDs) and organic electroluminescent display devices (OLEDs), optical films with birefringence, consisting of a liquid crystal cured layer (optical anisotropy layer) formed by applying an orientation treatment to a liquid crystal compound and then curing it with ultraviolet light to fix the orientation, have been put into practical use to prevent light reflection.

[0003] As a composition for forming such a liquid crystal hardened layer, for example, Patent Document 1 describes a liquid crystal composition containing a rod-shaped liquid crystal compound and a compound having a substituent containing a boron atom (see, for example, Claim 1, Claim 6, Claim 7, and Claim 0087).

[0004] Japanese Patent Publication No. 2019-078797

[0005] The present inventors investigated the composition described in Patent Document 1 and found that there is room for improvement in the adhesion of the optical film, which consists of the formed liquid crystal cured layer, to adjacent layers (for example, other liquid crystal cured layers or adhesive layers). Furthermore, the present inventors found that when a compound having a thiol group or a thioether group is used as an additive, orientation defects of the liquid crystal compound may occur depending on the type and amount of this compound used.

[0006] Furthermore, the inventors also investigated an optical laminate having a positive C plate and a positive A plate and exhibiting inverse wavelength dispersion, and found that there is room for improvement in adhesion to adjacent layers (e.g., other liquid crystal curing layers or adhesive layers), and in particular, it was found that it is difficult to achieve both adhesion to adjacent layers and durability (e.g., retardation changes over time).

[0007] Therefore, the first objective of the present invention is to provide an optical film, a polarizing plate, and a display device made of a liquid crystal cured layer that exhibits good adhesion to adjacent layers and excellent orientation of liquid crystal compounds.

[0008] Furthermore, a second objective of the present invention is to provide an optical laminate, polarizing plate, and display device that exhibit good adhesion to adjacent layers and excellent durability.

[0009] As a result of diligent research to achieve the first objective described above, the inventors have found that by using a composition containing both a sulfur-containing compound and a boron-containing compound having a predetermined structure, and by using an optical film in which the total number of sulfur atoms and boron atoms is within a predetermined range relative to the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms, the orientation of the liquid crystal compound is improved, and the adhesion to adjacent layers is also improved, thus completing the first aspect of the present invention. As a result of diligent research to achieve the second objective described above, the inventors have found that an optical laminate in which the boron atom content relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface of a positive A plate provided on the outermost layer by X-ray photoelectron spectroscopy, is 0.1 atomic percent or more, exhibits good adhesion to adjacent layers and excellent durability, thus completing the second aspect of the present invention. That is, the inventors have found that the above objectives can be solved by the following configuration.

[0010] [1] An optical film formed using a composition containing a liquid crystal compound having a polymerizable group, a sulfur-containing compound which is a different compound from the liquid crystal compound and has a thiol group or a thioether group represented by formula (A) described later, and a boron-containing compound which has a boronic acid group represented by formula (B) described later, wherein the relationship of formula (1) described later is satisfied when the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms and boron atoms is Tn, the number of sulfur atoms is Sn, and the number of boron atoms is Bn. [2] The optical film according to [1], wherein Re(450), which represents the in-plane retardation of the optical film at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation of the optical film at a wavelength of 550 nm, satisfy the relationship of formula (2) described later. [3] The optical film according to [1] or [2], wherein the liquid crystal compound is a nematic liquid crystal compound and the polymerizable group is an acryloyloxy group or a methacryloyloxy group. [4] An optical film according to any one of [1] to [3], wherein the indentation modulus is 2.2 GPa or less. [5] A polarizing plate in which the optical film according to any one of [1] to [4], an adhesive layer, and a polarizer are arranged in contact with each other in this order. [6] A polarizing plate according to [5], wherein the adhesion force between the optical film and the polarizer is 1 N / 25 mm or more. [7] A polarizing plate according to [5] or [6], wherein a positive C plate is arranged in contact with the optical film on the side opposite to the adhesive layer. [8] A polarizing plate according to [7], wherein a support is arranged on the side of the positive C plate opposite to the optical film. [9] A display device having the optical film according to any one of [1] to [4].

[0011]

[10] An optical laminate having a positive C plate and a positive A plate, wherein the positive A plate is provided on the outermost surface of the optical laminate, the positive C plate and the positive A plate are in direct contact or in contact via an alignment film, the relationship between Re(450), which represents the in-plane retardation of the optical laminate at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation of the optical laminate at a wavelength of 550 nm, is satisfied by the following formula (I), and the content of boron atoms relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface of the optical laminate on the positive A plate side by X-ray photoelectron spectroscopy, is 0.1 atomic percent or more. Formula (I) Re(450) / Re(550) < 1

[11] The optical laminate according to

[10] , wherein the positive A plate is formed using a composition containing a liquid crystal compound having polymerizable groups.

[12] An optical laminate according to

[10] or

[11] , wherein a positive C plate and a positive A plate are in contact via an alignment film, and the alignment film is a photoalignment film.

[13] An optical laminate according to any one of

[10] to

[12] , wherein the silicon atom content relative to the total atoms, calculated from the photoelectron spectrum of Si2p obtained by measuring the surface on the positive A plate side of the optical laminate by X-ray photoelectron spectroscopy, is 1.0 atomic% or more.

[14] A polarizing plate in which an optical laminate according to any one of

[10] to

[13] , an adhesive layer, and a polarizer are arranged in contact with each other in this order, and the positive A plate of the optical laminate and the adhesive layer are in direct contact.

[15] A polarizing plate according to

[14] , wherein the adhesive layer is an adhesive layer containing a polyvinyl alcohol-based adhesive.

[16] A display device having an optical laminate according to any one of

[10] to

[13] , or a polarizing plate according to

[14] or

[15] .

[0012] According to a first aspect of the present invention, it is possible to provide an optical film, a polarizing plate, and a display device made of a liquid crystal cured layer that exhibits good adhesion to adjacent layers and excellent orientation of liquid crystal compounds. Furthermore, according to a second aspect of the present invention, it is possible to provide an optical laminate, a polarizing plate, and a display device that exhibits good adhesion to adjacent layers and excellent durability.

[0013] The present invention will now be described in detail. The following descriptions of constituent elements may be based on representative embodiments of the present invention, but the present invention is not limited to such embodiments. In this specification, numerical ranges expressed using "~" mean ranges that include the numbers written before and after "~" as the lower and upper limits. In this specification, an upper or lower limit stated in a numerical range described in steps may be replaced with an upper or lower limit in another numerical range described in steps. In addition, an upper or lower limit stated in a numerical range described in this specification may be replaced with a value shown in the examples. In this specification, each component may be made using one substance alone or two or more substances in combination. Here, when two or more substances are used in combination for each component, the content for 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," and "(meth)acryloyl" is a notation that represents "acryloyl" or "methacryloyl." Furthermore, the bonding direction of the divalent group (e.g., -O-CO-) as expressed herein is not particularly limited, for example, "L １ -L ２ -L ３ In the combination of "L ２ If L is -O-CO-, １ The position where it is joined to the side is *1, L ３ If we denote the position where it is joined to the side as *2, then L ２ *1-O-CO-*2 may also be *1-CO-O-*2.

[0014] In this specification, Re(λ) and Rth(λ) represent the in-plane retardation and thickness retardation at wavelength λ, respectively. Unless otherwise specified, wavelength λ is assumed to be 550 nm. Furthermore, in this specification, Re(λ) and Rth(λ) are values ​​measured at wavelength λ using an AxoScan OPMF-1 (manufactured by OptoScience Co., Ltd.). Specifically, by inputting the average refractive index ((nx + ny + nz) / 3) and film thickness (d) into the AxoScan OPMF-1, the following can be calculated in the slow axis direction (°): Re(λ) = R0(λ) Rth(λ) = ((nx + ny) / 2 - nz) × d Note that R0(λ) is displayed as a value calculated by the AxoScan OPMF-1, but it means Re(λ).

[0015] In this specification, examples of substituents (monovalent substituents) include the substituents listed in substituent group A below. In this specification, "may have substituents" includes not only embodiments without substituents but also embodiments having one or more substituents. <Substituent Group A> Examples of substituents include: halogen atoms (e.g., fluorine atoms, chlorine atoms, bromine atoms); alkyl groups (preferably C1 to C48, more preferably C1 to C24, particularly preferably C1 to C8 alkyl groups, for example, C1 to C6 linear alkyl groups, C3 to C6 branched alkyl groups, C3 to C12 cyclic alkyl groups); alkenyl groups (preferably C2 to C48, more preferably C2 to C18 alkenyl groups); alkynyl groups (preferably C2 to C6, more preferably C2 to C4 alkynyl groups); aryl groups (preferably C6 to C48, more preferably C6 to C24 aryl groups, for example, phenyl groups, naphthyl groups, biphenyl groups); Heteroaryl groups (preferably heterocyclic groups having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms); arylalkyl groups (preferably arylalkyl groups having 7 to 15 carbon atoms); silyl groups (preferably silyl groups having 3 to 38 carbon atoms, more preferably 3 to 18 carbon atoms); hydroxyl 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); aryloxy groups (preferably aryloxy groups having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms); alkenyloxy groups (preferably alkenyloxy groups having 2 to 6 carbon atoms); Heterocyclic oxy groups (preferably heterocyclic oxy groups having 1 to 32 carbon atoms, more preferably heterocyclic oxy groups having 1 to 18 carbon atoms); silyl oxy groups; acyl oxy groups (preferably acyl oxy groups having 2 to 48 carbon atoms, more preferably acyl oxy groups having 2 to 24 carbon atoms, for example, acetoxy group, pivaloyl oxy group, benzoyl oxy group, dodecanoyl oxy group, acryloyl oxy group, methacryloyl oxy group); hydroxyalkyl groups; hydroxyalkylene oxy groups; alkoxycarbonyl oxy groups; aryloxycarbonyl oxy groups; carbamoyl oxy groups; sulfamoyl oxy groups; alkylsulfonyl oxy groups; arylsulfonyl oxy groups;Acyl group (preferably an acyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, formyl group, acetyl group, acryloyl group, methacryloyl group); alkoxycarbonyl group; aryloxycarbonyl group; carbamoyl group; amino group; anilino group; heterocyclic amino group; carbonamide group; ureido group; imide group; alkoxycarbonylamino group; aryloxycarbonylamino group; sulfonamide group; sulfamoylamino group; azo group; alkylthio group; arylthio group; heterocyclic thio group; alkylsulfinyl group; arylsulfinyl group; alkylsulfonyl group; arylsulfonyl group; sulfamoyl group; phosphonyl group; phosphinoylamino group; epoxy group; -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 by these substituents. Further, 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. In addition, one or more -CH ２ - constituting an alkyl group having 2 or more carbon atoms may be substituted with -O-, -S-, -CO- or -NH-.

[0016] [Optical Film] An optical film according to the first aspect of the present invention (hereinafter simply abbreviated as "the optical film of the present invention") is an optical film formed using a composition (hereinafter formally abbreviated as "the liquid crystal composition of the present invention") containing a liquid crystal compound having polymerizable groups, a sulfur-containing compound different from the liquid crystal compound having a thiol group or a thioether group represented by formula (A) described later, and a boron-containing compound having a boronic acid group represented by formula (B) described later. That is, the optical film of the present invention is a liquid crystal cured layer in which the orientation state of the liquid crystal compound contained in the liquid crystal composition of the present invention is fixed. Furthermore, the optical film of the present invention satisfies the relationship of the following formula (1) when the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms is Tn, the number of sulfur atoms is Sn, and the number of boron atoms is Bn. Note that the lower limit of the value of "(Sn + Bn) / Tn" in the following formula (1) is greater than 0 because a composition containing both the sulfur-containing compound and the boron-containing compound is used. Formula (1) (Sn+Bn) / Tn < 0.055

[0017] In a first embodiment of the present invention, as described above, by using a composition containing both the sulfur-containing compound and the boron-containing compound, and by using an optical film that satisfies the relationship of formula (1) above, where Tn is the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms, Sn is the number of sulfur atoms, and Bn is the number of boron atoms, the orientation of the liquid crystal compound is good, and the adhesion to adjacent layers is also good. The details of the reason for this are not yet clear, but the inventors speculate that it is due to the following reasons. First, as shown in Comparative Examples 3 and 5 to 7 described later, when a composition containing only the boron-containing compound is used and an optical film that satisfies formula (1) above is used, the orientation of the liquid crystal compound in the liquid crystal cured layer is good, but depending on the adjacent layer (especially when a PVA adhesive is used), the adhesion between the liquid crystal cured layer and the adjacent layer is poor. Therefore, in the first embodiment of the present invention, by using a composition containing a sulfur-containing compound together with a boron-containing compound, and by using an optical film satisfying the above formula (1), it is believed that toughness was imparted to the liquid crystal cured layer while maintaining the excellent orientation of the liquid crystal compounds in the liquid crystal cured layer, resulting in good adhesion between the liquid crystal cured layer and the adjacent layer. Considering the common technical knowledge that compounds having thiol groups generally act as chain transfer agents, the above effect can be said to be an unexpected effect.

[0018] As described above, the optical film of the present invention satisfies the following relationship (1) when Tn is the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms, Sn is the number of sulfur atoms, and Bn is the number of boron atoms. Preferably, it satisfies the following relationship (1-2), and more preferably, it satisfies the following relationship (1-3). Formula (1) (Sn + Bn) / Tn < 0.055 Formula (1-2) 0.005 ≤ (Sn + Bn) / Tn ≤ 0.050 Formula (1-3) 0.010 ≤ (Sn + Bn) / Tn ≤ 0.045

[0019] Here, the number of carbon atoms (C), nitrogen atoms (N), oxygen atoms (O), sulfur atoms (S), and boron atoms (B) contained in the optical film of the present invention will be determined by the following method. First, the optical film sample is cut into a 5 mm x 5 mm square and fixed to the sample stage of an X-ray photoelectron spectroscopy (XPS) analyzer. The ratio of the number of carbon atoms (C), nitrogen atoms (N), oxygen atoms (O), sulfur atoms (S), and boron atoms (B) on the sample surface is measured under the following measurement conditions. Subsequently, the surface layer of the sample is sputtered using an argon gas cluster ion gun, and the same measurement as above is repeated on the newly exposed interior surface of the sample to measure the ratio of the number of carbon atoms (C), nitrogen atoms (N), oxygen atoms (O), sulfur atoms (S), and boron atoms (B) inside the sample. From the above measurements, a depth profile (depth composition analysis) of the sample is performed, and the ratio of the sum of sulfur atoms (S) and boron atoms (B) to the total number of carbon atoms (C), nitrogen atoms (N), oxygen atoms (O), sulfur atoms (S), and boron atoms (B) Tn, "(Sn + Bn) / Tn (%)", is calculated. <Measurement conditions> X-ray source: Monochrome Al Kα X-ray Setting: 100 μmφ [15 kV, 25 W] Photoelectron extraction angle: 45° relative to the sample surface

[0020] The components of the liquid crystal composition of the present invention will be described in detail below.

[0021] [Liquid Crystal Compound] The liquid crystal compound contained in the liquid crystal composition of the present invention is a liquid crystal compound having a polymerizable group (hereinafter also simply referred to as "liquid crystal compound"). Here, the polymerizable group is preferably a radical polymerizable group or a cationic polymerizable group, and more preferably a radical polymerizable group, because it provides better adhesion between the cured liquid crystal layer and the adjacent layer. As a radical polymerizable group, known radical polymerizable groups can be used, such as vinyl groups, (meth)acryloyloxy groups, and (meth)acrylamide groups. As a cationic polymerizable group, known cationic polymerizable groups can be used, such as alicyclic ether groups, cyclic acetal groups, cyclic lactone groups, cyclic thioether groups, spiroorthoester groups, and vinyloxy groups. The orientation of the liquid crystal compound can be fixed by polymerization. After the liquid crystal compound has been fixed by polymerization, it is no longer necessary for it to exhibit liquid crystal properties.

[0022] In the first embodiment of the present invention, the type of liquid crystal compound is not particularly limited, but generally, liquid crystal compounds can be classified into rod-shaped and disc-shaped types based on their shape. Furthermore, each of these can be further divided into low-molecular-weight and high-molecular-weight types. High-molecular-weight compounds generally refer to those with a degree of polymerization of 100 or more (Polymer Physics and Phase Transition Dynamics, by Masao Doi, p. 2, Iwanami Shoten, 1992).

[0023] In this invention, any liquid crystal compound can be used, but it is preferable to use a rod-shaped liquid crystal compound or a disc-shaped liquid crystal compound (discotic liquid crystal compound). Two or more rod-shaped liquid crystal compounds, two or more disc-shaped liquid crystal compounds, or a mixture of rod-shaped and disc-shaped liquid crystal compounds may also be used.

[0024] As the rod-shaped liquid crystal compound, for example, the one described in claim 1 of Japanese Patent Publication No. 11-513019 or paragraphs

[0026] to

[0098] of Japanese Patent Application Publication No. 2005-289980 is preferred, and as the disc-shaped liquid crystal compound, for example, the one described in paragraphs

[0020] to

[0067] of Japanese Patent Application Publication No. 2007-108732 or paragraphs

[0013] to

[0108] of Japanese Patent Application Publication No. 2010-244038 is preferred.

[0025] In the first embodiment of the present invention, it is preferable that the liquid crystal compound is a nematic liquid crystal compound and the polymerizable group is a (meth)acryloyloxy group, for the reason that the orientation of the liquid crystal compound in the produced liquid crystal cured layer is better. Here, a nematic liquid crystal compound is a liquid crystal compound that stably maintains a nematic phase by heating and aging before polymerization and can fix the nematic phase by ultraviolet irradiation. The nematic phase means a state in which the constituent molecules have an orientation order but do not have a three-dimensional positional order. When the liquid crystal composition of the present invention contains multiple liquid crystal compounds, "the liquid crystal compound is a nematic liquid crystal compound" means that any one liquid crystal compound alone, or any mixture of two or more liquid crystal compounds, maintains a nematic phase and can fix the nematic phase by ultraviolet irradiation.

[0026] Furthermore, in the first embodiment of the present invention, it is preferable that the liquid crystal compound is an inverse wavelength-dispersive liquid crystal compound in order to more effectively prevent external light from being reflected inside the display device. Hereinafter, in this specification, an "inverse wavelength-dispersive" liquid crystal compound refers to one in which, when the in-plane retardation (Re) value of a phase difference film made using it is measured at a specific wavelength (visible light range), the Re value becomes equal to or higher as the measured wavelength increases.

[0027] The inverse wavelength dispersive liquid crystal compound is not particularly limited as long as it can form an inverse wavelength dispersive film. Examples include the compound represented by general formula (I) described in Japanese Patent Application Publication No. 2008-297210 (particularly the compound described in paragraphs

[0034] to

[0039] ), the compound represented by general formula (1) described in Japanese Patent Application Publication No. 2010-084032 (particularly the compound described in paragraphs

[0067] to

[0073] ), and the compound represented by general formula (1) described in Japanese Patent Application Publication No. 2016-081035 (particularly the compound described in paragraphs

[0043] to

[0055] ). Furthermore, examples include the compounds described in paragraphs

[0027] to

[0100] of Japanese Patent Publication No. 2011-006360, paragraphs

[0028] to

[0125] of Japanese Patent Publication No. 2011-006361, paragraphs

[0034] to

[0298] of Japanese Patent Publication No. 2012-207765, paragraphs

[0016] to

[0345] of Japanese Patent Publication No. 2012-077055, paragraphs

[0017] to

[0072] of WO12 / 141245, paragraphs

[0021] to

[0088] of WO12 / 147904, and paragraphs

[0028] to

[0115] of WO14 / 147904.

[0028] In the first embodiment of the present invention, the liquid crystal compound may be used alone or in combination of two or more types. The content of the liquid crystal compound is preferably 10 to 99% by mass, and more preferably 50 to 95% by mass, based on the total solid content (100% by mass) of the liquid crystal composition.

[0029] [Sulfur-containing compounds] The sulfur-containing compounds contained in the liquid crystal composition of the present invention are compounds different from the liquid crystal compounds described above, and are compounds having a thiol group or a thioether group represented by the following formula (A). Among these, compounds having a thiol group are preferred, compounds having a polyfunctional thiol group are more preferred, and compounds having a 2- to 4-functional thiol group are particularly preferred, for the reason that the adhesion between the produced liquid crystal cured layer and the adjacent layer is better.

[0030] In formula (A) above, * represents the bond position. Here, both carbon atoms in formula (A) are aliphatic carbon atoms (i.e., carbon atoms whose bonds with adjacent atoms are all single bonds). Therefore, for example, "2-(methylthio)benzothiazole" which is included in the examples described later, does not fall under the category of compounds having a thioether group represented by formula (A) above.

[0031] <Compounds containing a thiol group> Examples of compounds containing a thiol group include the compound represented by the following formula (S-1).

[0032] In the above equation (S-1), m represents an integer from 1 to 6. １ L represents a linking group with m-valence. １ is -O-, -CO-, -O-CO-, -S-, -NR ３ - or -CO-NR ３ Represents -. R ３ This represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. When m is an integer from 2 to 6, multiple L １ These may be the same or different. ２ This represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. When m is an integer from 2 to 6, multiple L ２ These may be the same or different.

[0033] As mentioned above, m in formula (S-1) represents an integer from 1 to 6, but it is preferable that it represents an integer from 2 to 6, and more preferably that it represents an integer from 2 to 4.

[0034] In the above equation (S-1) X １ As mentioned above, this represents an m-valent linking group. Here, X １Among the m-valent linking groups shown, divalent linking groups include, for example, alkylene groups having 1 to 12 carbon atoms that may have substituents, divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms that may have substituents, and divalent aromatic hydrocarbon groups having 6 to 20 carbon atoms that may have substituents. Specifically, suitable examples of alkylene groups having 1 to 12 carbon atoms include, for example, methylene, ethylene, propylene, butylene, pentylene, hexylene, methylhexylene, and heptylene. Specifically, suitable examples of divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms include, for example, cyclopentanediyl, cyclohexanediyl, cyclohexenediyl, norbornanediyl, and norbornenediyl. Examples of suitable divalent aromatic hydrocarbon groups having 6 to 20 carbon atoms include, for example, benzenediyl group (phenylene group), toluenediyl group, xylenediyl group, naphthalenediyl group, and anthracenediyl group. Substituents that alkylene groups, alicyclic hydrocarbon groups, and aromatic hydrocarbon groups may have include those listed in the substituent group A above.

[0035] Also, X １ Among the m-valent linking groups shown, examples of trivalent linking groups include trivalent cycloalkyl groups, trivalent aryl groups, trivalent heteroaryl groups, and groups represented by the following formula. In the following formula, * represents L １ This indicates the bonding position, and R represents a hydrogen atom, an alkyl group, or an aryl group.

[0036] Also, X １ Among the m-valent linking groups shown, examples of tetravalent linking groups include tetravalent aryl groups and the group represented by the following formula. In the following formula, * represents L １ This indicates the connection point with [the other element].

[0037] In the above formula (S-1), L １ As mentioned above, -O-, -CO-, -O-CO-, -S-, -NR ３ - or -CO-NR ３ Represents -. R ３This represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. When m is an integer from 2 to 6, multiple L １ These may be the same or different. Of these, it is preferable that they be -O-, -CO-, and -O-CO-, and more preferably -O-CO-.

[0038] In the above formula (S-1), L ２ As described above, this represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. When m is an integer from 2 to 6, multiple L ２ These may be the same or different. Examples of divalent aliphatic hydrocarbon groups include alkylene groups having 1 to 12 carbon atoms that may have substituents, and divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms that may have substituents. Specific examples of these are represented by X in formula (S-1) above. １ Examples include those described as divalent linking groups, which are one form of the m-valent linking group shown. Among these, alkylene groups having 1 to 12 carbon atoms, which may have substituents, are preferred. Examples of substituents that the aliphatic hydrocarbon group may have include those listed in substituent group A above. Examples of alkylene groups having substituents include the methylethylene group represented by the following formula. In the following formula, * represents L １ The symbols indicate the bonding position with the thiol group, and ** indicates the bonding position with the thiol group.

[0039] Examples of compounds having a thiol group include ethylene glycol bisthioglycolate, trimethylolpropane tris(3-mercaptopropionate), tris-[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, pentaerythritol tetrakis(3-mercaptopropionate), tetraethylene glycol bis(3-mercaptopropionate), and dipentaerythritol hexakis(3-mercaptopropionate).

[0040] <Compounds having a thioether group represented by the above formula (A)> Examples of compounds having a thioether group represented by the above formula (A) include the compound represented by the following formula (S-2).

[0041] In the above equation (S-2), n represents an integer from 1 to 6. l represents an integer greater than or equal to 1. ２ L represents an n-valent linking group. ３ is -O-, -CO-, -O-CO-, -S-, -NR ３ - or -CO-NR ３ Represents -. R ３ This represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. When n is an integer from 2 to 6, multiple L ３ These may be the same or different. ４ This represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. When n is an integer from 2 to 6, multiple L ４ These may be the same or different. ５ represents a (l+1) valence linking group. When n is an integer from 2 to 6, multiple L ５ These may be the same or different. P represents a polymerizable group. When n is an integer from 2 to 6, and / or when l is an integer of 2 or more, the multiple Ps may be the same or different.

[0042] As mentioned above, n in formula (S-2) represents an integer from 1 to 6, but it is preferable that it represents an integer from 2 to 6, and more preferably that it represents an integer from 2 to 4.

[0043] As described above, l in formula (S-2) represents an integer of 1 or more, but it is preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0044] In the above equation (S-2), X ２ As mentioned above, represents an n-valent linking group. Here, X ２ The n-valent linking group shown is X in the above formula (S-1). １The linking groups with m-valence shown are similar to the 2- to 4-valence linking groups described earlier.

[0045] In the above formula (S-2), L ３ As mentioned above, -O-, -CO-, -O-CO-, -S-, -NR ３ - or -CO-NR ３ Represents -. R ３ This represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. When n is an integer from 2 to 6, multiple L ３ These may be the same or different. Of these, it is preferable that they be -O-, -CO-, and -O-CO-, and more preferably -O-CO-.

[0046] In the above formula (S-2), L ４ As described above, this represents a divalent aliphatic hydrocarbon group having 1 to 10 carbon atoms, which may have substituents. When m is an integer from 2 to 6, multiple L ４ These may be the same or different. Examples of divalent aliphatic hydrocarbon groups include alkylene groups having 1 to 12 carbon atoms that may have substituents, and divalent alicyclic hydrocarbon groups having 5 to 8 carbon atoms that may have substituents. Specific examples of these are represented by X in formula (S-1) above. １ This is similar to the description of a divalent linking group, which is one form of an m-valent linking group shown. Among these, alkylene groups having 1 to 12 carbon atoms, which may have substituents, are preferred. Examples of substituents that the aliphatic hydrocarbon group may have include those listed in substituent group A above.

[0047] In the above formula (S-2), L ５ As mentioned above, this represents a (l+1) valence linking group. When n is an integer from 2 to 6, multiple L ５ These may be the same or different. ５ The (l+1) valent linking group shown is preferably a divalent linking group, and more preferably an alkylene group which may have substituents. However, the alkylene group is composed of -CH ２One or more of the -s may be substituted with -O-, -CO-, or -NH-. Here, "alkylene group which may have substituents" refers to alkylene groups having 1 to 20 carbon atoms, specifically linear alkylene groups such as methylene, ethylene, propylene, butylene, pentylene, hexylene, and heptylene groups; and cyclic alkylene groups such as cyclohexylene and cyclopentylene groups; among these, linear alkylene groups having 1 to 20 carbon atoms are preferred. Furthermore, examples of substituents which the alkylene group may have include the substituents listed in substituent group A above, among which alkyl groups, alkoxy groups, and hydroxyalkyl groups are preferred.

[0048] In the above formula (S-2), L ５ is, -CH ２ A C4 to C10 alkylene group in which one or more of the negatives are substituted with -O- and -CO- (for example, an alkylene group -O-CO-alkylene group) is preferred.

[0049] As described above, P in formula (S-2) represents a polymerizable group. When n is an integer from 2 to 6, and / or when l is an integer of 2 or more, the multiple Ps may be the same or different. Here, examples of polymerizable groups include those similar to those possessed by the liquid crystal compounds described above. Among these, a (meth)acryloyloxy group is preferred.

[0050] Examples of compounds having a thioether group represented by the above formula (A) include, for example, the compounds represented by the following formula.

[0051] In the first embodiment of the present invention, the molecular weight of the sulfur-containing compound is preferably 200 to 2000, more preferably 300 to 1500, and even more preferably 300 to 1300, for the reason that the adhesion of the produced liquid crystal cured layer to the adjacent layer is better.

[0052] Furthermore, in the first embodiment of the present invention, the content of the sulfur-containing compound is not particularly limited as long as it satisfies the above formula (1), but it is preferably 0.1 to 10 parts by mass per 100 parts by mass of the above-mentioned liquid crystal compound (if multiple liquid crystal compounds are included, this refers to a total of 100 parts by mass of the multiple liquid crystal compounds; the same applies hereinafter).

[0053] [Boron-containing compound] The boron-containing compound contained in the liquid crystal composition of the present invention is a compound having a boronic acid group represented by the following formula (B).

[0054] In the above formula (B), * represents the 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 These may be connected to each other to form a ring.

[0055] R １ and R ２ Examples of aliphatic hydrocarbon groups represented by one embodiment include substituted or unsubstituted linear alkyl groups having 1 to 20 carbon atoms (e.g., methyl group, ethyl group, etc.), substituted or unsubstituted branched alkyl groups having 3 to 20 carbon atoms (e.g., iso-propyl group, etc.), substituted or unsubstituted cyclic alkyl groups having 3 to 20 carbon atoms (e.g., cyclohexyl group, etc.), and alkenyl groups having 2 to 20 carbon atoms (e.g., vinyl group, etc.). １ and R ２ Examples of aryl groups represented by one embodiment include substituted or unsubstituted phenyl groups having 6 to 20 carbon atoms (e.g., phenyl group, tolyl group, etc.) and substituted or unsubstituted naphthyl groups having 10 to 20 carbon atoms. １ and R ２ One embodiment of the heterocyclic group is, for example, a substituted or unsubstituted five- or six-membered ring group containing at least one heteroatom (e.g., nitrogen, oxygen, sulfur, etc.), such as a pyridyl group, imidazolyl group, furyl group, piperidyl group, morpholino group, etc.１ and R ２ They may be connected to each other to form a ring, for example, R １ and R ２ The isopropyl group may be linked to form a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane ring. Examples of substituents that these aliphatic hydrocarbon groups, aryl groups, and heterocyclic groups may have are those listed in substituent group A above.

[0056] In the above formula (B), R １ and R ２ Examples include hydrogen atoms, linear or branched alkyl groups having 1 to 3 carbon atoms, or R １ and R ２ A configuration in which the atoms are linked to form a ring is preferred, and a hydrogen atom is more preferred.

[0057] The boron-containing compound described above may be either a low-molecular-weight compound (hereinafter also referred to as "low-molecular-weight boronic acid compound") or a high-molecular-weight compound (hereinafter also referred to as "high-molecular-weight boronic acid compound"), as long as it is a compound having a boronic acid group represented by the above formula (B).

[0058] <Low Molecular Weight Boronic Acid Compounds> As low molecular weight boronic acid compounds, boronic acid monomers represented by the following formula (B-1) are preferred because they provide better adhesion between the produced liquid crystal cured layer and adjacent layers.

[0059]

[0060] In the above formula (B-1), R １ and R ２ The definition of is R in formula (B) above. １ and R ２ This is synonymous. Z represents a polymerizable group. Examples of polymerizable groups include those similar to those found in the liquid crystal compounds mentioned above. Among these, a (meth)acryloyloxy group is preferred. X ３The symbol represents a single bond or a divalent linking group. Examples of divalent linking groups 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 -alkylene group-arylene group-, -arylene group-COO-arylene group-O-alkylene group-, and -arylene group-COO-alkylene group-.

[0061] The following are specific examples of boronic acid monomers, but the present invention is not limited thereto.

[0062]

[0063]

[0064]

[0065]

[0066] In the first embodiment of the present invention, the molecular weight of the low molecular weight boronic acid compound is preferably 100 or more and less than 3000, more preferably 200 or more and 2000 or less, and even more preferably 350 or more and 1500 or less.

[0067] Furthermore, in the first embodiment of the present invention, when a low molecular weight boronic acid compound is used as the boron-containing compound, the content of the low molecular weight boronic acid compound is not particularly limited as long as it satisfies the above formula (1), but it is preferably 0.05 to 10 parts by mass, more preferably 0.1 to 8 parts by mass, and even more preferably 0.5 to 5 parts by mass per 100 parts by mass of the above-mentioned liquid crystal compound.

[0068] <Polymer Boronic Acid Compounds> As polymeric boronic acid compounds, polymers having repeating units A corresponding to the boronic acid monomer represented by the above formula (B-1) are preferred because they provide better adhesion between the produced liquid crystal cured layer and adjacent layers.

[0069] Repeating unit A may be used alone or in combination of two or more types. The content of repeating unit A is preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 7% by mass or more, relative to the total mass of the polymer boronic acid compound. The upper limit of the content of repeating unit A is preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less, relative to the total mass of the polymer boronic acid compound.

[0070] From the viewpoint of leveling properties, the polymeric boronic acid compound is preferably a copolymer having repeating units B that include at least one selected from the group consisting of an alkyl group having 8 or more carbon atoms, a monovalent organic group having two or more groups represented by formula (Ia) described later, and a linear silicone group.

[0071] (Alkyl groups having 8 or more carbon atoms) As alkyl groups having 8 or more carbon atoms, for example, alkyl groups having 8 to 50 carbon atoms are preferred, alkyl groups having 8 to 30 carbon atoms are more preferred, alkyl groups having 8 to 20 carbon atoms are even more preferred, and alkyl groups having 8 to 18 carbon atoms are particularly preferred. Specifically, examples include n-octyl group, n-nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tetradecyl group, and n-octadecyl group (stearyl group).

[0072] Furthermore, as the alkyl group having 8 or more carbon atoms, an alkyl group having 8 or more carbon atoms that has 2 or more terminal methyl groups is preferred, an alkyl group having 8 to 30 carbon atoms that has 2 or more terminal methyl groups is more preferred, an alkyl group having 8 to 20 carbon atoms that has 2 or more terminal methyl groups is even more preferred, and an alkyl group having 8 to 18 carbon atoms that has 2 or more terminal methyl groups is particularly preferred. Here, the "terminal methyl group" means a methyl group that constitutes the terminal of a linear or side chain of a hydrocarbon group. For example, linear alkyl groups such as n-propyl group and n-butyl group are alkyl groups having one terminal methyl group, isopropyl group is an alkyl group having two terminal methyl groups, and t-butyl group is an alkyl group having three terminal methyl groups. Therefore, for example, although an n-octyl group is an alkyl group having 8 carbon atoms and one terminal methyl group, all groups represented by any one of the following formulae (a-1) to (a-4) have 8 or more carbon atoms and have 2 or more terminal methyl groups (methyl groups enclosed by dotted lines in the following formulae). The number of terminal methyl groups is 2 or more, preferably 3 or more, and more preferably 3 to 10.

[0073]

[0074] (Monovalent organic group having two or more groups represented by formula (Ia))

[0075] In the above formula (Ia), * represents a bonding position. Further, R １１ , R １２ , and R １３each independently represent an alkyl group, an alkenyl group, or an aryl group, which may optionally have a substituent. 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 thereof include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, a tert-butyl group, and a cyclohexyl group. Examples of the alkenyl group include alkenyl groups having 2 to 12 carbon atoms. Specific examples thereof include a vinyl group, an allyl group, a 1-butenyl group, and a 2-butenyl group. Examples of the aryl group include aryl groups having 6 to 12 carbon atoms. Specific examples thereof include a phenyl group and a naphthyl group. Examples of the substituent that the above alkyl group or the like may optionally have include the substituents described in the aforementioned substituent group A; among these, an alkyl group, an alkylcarbonyl group, an alkyloxycarbonyl group, an alkylcarbonyloxy group, or an alkoxy group is preferred. In the first aspect of the present invention, R １１ , R １２ , and R １３ are each preferably an alkyl group, for the reason that good leveling properties are obtained.

[0076] Examples of the monovalent organic group having two or more groups represented by the above formula (Ia) include groups represented by the following formulas Ia-1 to Ia-3. Formula Ia-1: -alkylene group-Si(OSiR ３ ) ３ Formula Ia-2: -alkylene group-CH(OSiR ３ )-alkylene group-OSiR ３ Formula Ia-3: -alkylene group-SiR[OSiR(OSiR ３ ) ２ ２ Here, R in the above formulas Ia-1 to Ia-3 has the same definition as R １ to R ３ in the above formula (Ia), and the same applies to the preferred embodiment. Further, as the alkylene group in the above formulas Ia-1 to Ia-3, a linear alkylene group having 1 to 6 carbon atoms is preferred, and a linear alkylene group having 1 to 4 carbon atoms is more preferred.​

[0077] (Linear silicone group) As a linear silicone group, for example, the group represented by the following formula (Ib) is preferred.

[0078] In the above formula (Ib), * represents the joining position. q represents an integer between 1 and 130 (inclusive). R １１ , R １２ , R １３ , R ２０ , and, R ２１ Each of these independently represents an alkyl group, alkenyl group, or aryl group, which may have substituents. ２０ These may be the same or different, and there may be multiple R ２１ These may be the same or different.

[0079] As stated above, q in formula (Ib) represents an integer between 1 and 130, but is preferably an integer between 15 and 70, and more preferably an integer between 15 and 65. Also, R in formula (Ib) １ , R ２ , R ３ , R ２０ , and, R ２１ For example, R in the above formula (Ia) １１ , R １２ , and, R １３ The following are examples of what was explained in [the previous section].

[0080] Specific examples of repeating unit B include, for instance, the repeating units corresponding to the monomers represented by the following formulas B-1 to B-30. In formulas such as B-11, n represents an integer from 1 to 130, and in formulas such as B-12, nBu represents an n-butyl group.

[0081]

[0082] Repeating unit B may be used alone or in combination of two or more types. The content of repeating unit B is preferably 20% by mass or more, more preferably 30% by mass or more, and even more preferably 35% by mass or more, based on the total mass of the polymer boronic acid compound. The upper limit of the content of repeating unit B is preferably 80% by mass or less, and more preferably 70% by mass or less, based on the total mass of the polymer boronic acid compound.

[0083] The polymeric boronic acid compound may have other repeating units in addition to the repeating units A and B described above. Examples of other repeating units include repeating unit L containing two or more ring structures consisting of cycloalkane rings or monocyclic aromatic rings, and repeating unit C containing a crosslinking group. The compound may have both repeating unit L and repeating unit C. The cycloalkane ring of repeating unit L refers to a cyclic aliphatic saturated hydrocarbon ring, and specific examples include cyclohexane rings, cycloheptane rings, cyclooctane rings, cyclononane rings, cyclododecane rings, and cyclodocosane rings. Of these, the cyclohexane ring is preferred. On the other hand, a monocyclic aromatic ring refers to an unfused monocyclic aromatic ring or individual monocyclic aromatic rings in a fused ring. That is, the phenyl group is a group having one benzene ring, which is a monocyclic aromatic ring, and the naphthyl group is a group having two benzene rings, which are monocyclic aromatic rings. Here, the number of atoms constituting the monocyclic aromatic ring is not particularly limited, but it is sufficient to be around 5 to 18, preferably 5 to 10, and more preferably 5 to 6. Furthermore, the monocyclic aromatic ring may be an aromatic ring consisting only of carbon, or it may be a heterocyclic aromatic ring containing elements other than carbon in its ring structure. An example of an aromatic ring is a benzene ring. An example of a heterocyclic aromatic ring is an aromatic ring containing one or more atoms selected from sulfur atoms, nitrogen atoms, and oxygen atoms. A heterocyclic aromatic ring containing a sulfur atom is preferred, and one containing a sulfur atom is more preferred. Specific examples of heterocyclic aromatic rings include thiophene rings, pyrrole rings, imidazole rings, pyrazole rings, furan rings, isothiazole rings, isoxazole rings, pyridine rings, pyrazine rings, and pyrimidine rings. As monocyclic aromatic rings, benzene rings, thiophene rings, and pyridine rings are preferred, with benzene rings being more preferred.

[0084] Specific examples of repeating units L include repeating units corresponding to monomers represented by the following formulas L-1 to L-29.

[0085]

[0086] The repeating unit L may be used alone or in combination of two or more types. The content of the repeating unit L is preferably 10% by mass or more, more preferably 20% by mass or more, and even more preferably 30% by mass or more, based on the total mass of the polymer boronic acid compound. The upper limit of the content of the repeating unit L is preferably 60% by mass or less, more preferably 50% by mass or less, and even more preferably 45% by mass or less, based on the total mass of the polymer boronic acid compound.

[0087] The type of crosslinkable group in the repeating unit C containing the crosslinking group is not particularly limited, and known crosslinkable groups can be used. Among the crosslinkable groups, cationic polymerizable groups or radical polymerizable groups are preferred. Specific examples of cationic polymerizable groups include epoxy groups, epoxycyclohexyl groups, and oxetanyl groups, while specific examples of radical polymerizable groups include (meth)acryloyl groups, vinyl groups, styryl groups, and allyl groups.

[0088] The structure of the main chain of the repeating unit C is not particularly limited and known structures can be cited. In particular, the main chain structure of the repeating unit C is preferably a skeleton selected from the group consisting of (meth)acrylamide, (meth)acrylic, styrene, siloxane, cycloolefin, methylpentene, amide, and aromatic ester systems, more preferably a skeleton selected from the group consisting of (meth)acrylamide, (meth)acrylic, siloxane, and cycloolefin systems, and even more preferably a (meth)acrylamide skeleton or a (meth)acrylic skeleton.

[0089] Specific examples of repeating units C include, but are not limited to, the repeating unit with the following structure.

[0090] The content of repeating unit C (or the total content if multiple types are included) is preferably 1 to 50% by mass, more preferably 3 to 40% by mass, and even more preferably 5 to 30% by mass, relative to the total repeating units of the polymer boronic acid compound. Repeating unit C may be used alone or in combination of two or more types.

[0091] In the first embodiment of the present invention, the weight-average molecular weight of the polymer boronic acid compound is preferably 10,000 to 40,000, and more preferably 15,000 to 35,000. Here, the weight-average molecular weight in the present invention is the value measured by gel permeation chromatography (GPC) under the following conditions. • Solvent (eluent): Tetrahydrofuran • Instrument name: EcoSEC HLC-8320GPC (Tosoh Corporation) • Columns: Three columns connected together: TSKgel SuperHZM-H, TSKgel SuperHZ4000, and TSKgel SuperHZ200 (all Tosoh Corporation) • Column temperature: 40°C • Sample concentration: 0.1% by mass • Flow rate: 0.35 ml / min • Calibration curve: Calibration curve using six samples of TOSOH TSK standard polystyrene Mw = 706000 to 1013 (Mw / Mn = 1.03 to 1.06) was used.

[0092] Furthermore, in the first embodiment of the present invention, when a polymer boronic acid compound is used as the boron-containing compound, the content of the polymer boronic acid compound is not particularly limited as long as it satisfies the above formula (1), but it is preferably 0.01 to 10 parts by mass, more preferably 0.02 to 5 parts by mass, and even more preferably 0.03 to 2 parts by mass per 100 parts by mass of the above-mentioned liquid crystal compound.

[0093] [Surfactants] The liquid crystal composition of the present invention may contain surfactants other than the polymer boronic acid compounds described above, from the viewpoint of keeping the surface of the produced liquid crystal cured layer smooth and facilitating orientation control. Such surfactants are preferably fluorine-based or silicon-based surfactants because they have a high leveling effect with respect to the amount added. Specifically, examples of surfactants include the compounds described in paragraphs

[0079] to

[0102] of Japanese Patent Application Publication No. 2007-069471, the compounds represented by general formula (I) described in Japanese Patent Application Publication No. 2013-047204 (particularly the compounds described in paragraphs

[0020] to

[0032] ), the compounds represented by general formula (I) described in Japanese Patent Application Publication No. 2012-211306 (particularly the compounds described in paragraphs

[0022] to

[0029] ), and Japanese Patent Application Publication No. 2002-1291 Examples include liquid crystal alignment promoters represented by general formula (I) as described in Japanese Patent Publication No. 62 (particularly the compounds described in paragraphs

[0076] to

[0078] and

[0082] to

[0084] ), compounds represented by general formulas (I), (II), and (III) as described in Japanese Patent Application Publication No. 2005-099248 (particularly the compounds described in paragraphs

[0092] to

[0096] ), and compounds described in International Publication No. 2024 / 176900 (particularly the compound described in paragraph

[0163] ). The descriptions in these publications are incorporated herein by reference. Furthermore, surfactants may also function as alignment control agents as described later.

[0094] [Solvent] The liquid crystal composition of the present invention preferably contains a solvent. Examples of solvents include ketones [e.g., acetone, 2-butanone, methyl ethyl ketone (MEK), methyl isobutyl ketone, cyclohexanone, cyclopentanone (CPO), etc.], ethers [e.g., dioxane, tetrahydrofuran (THF), propylene glycol monomethyl ether acetate (PGMEA), etc.], aliphatic hydrocarbons [e.g., hexane, etc.], alicyclic hydrocarbons [e.g., cyclohexane, etc.], aromatic hydrocarbons [e.g., toluene, xylene, trimethylbenzene, etc.], and halogenated carbons [e.g., di Examples of solvents include chloromethane, dichloroethane, dichlorobenzene, chlorotoluene, etc., esters (e.g., methyl acetate, ethyl acetate, butyl acetate, etc.), water, alcohols (e.g., methanol (MeOH), ethanol, isopropyl alcohol (IPA), 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.). These solvents may be used individually or in combination of two or more.

[0095] [Polymerization Initiator] The liquid crystal composition of the present invention preferably contains a polymerization initiator. The polymerization initiator is preferably a photopolymerization initiator that can initiate the polymerization reaction by ultraviolet irradiation. Examples of photopolymerization initiators include α-carbonyl compounds, acyloin ethers, α-hydrocarbon-substituted aromatic acyloin compounds, polynuclear quinone compounds, combinations of triarylimidazole dimers and p-aminophenyl ketones, acridine and phenazine compounds and oxadiazole compounds, acylphosphine oxide compounds, and the like. Oxime-type polymerization initiators are also preferred. Specific examples include the initiators described in paragraphs

[0049] to

[0052] of International Publication No. 2017 / 170443.

[0096] [Orientation Control Agent] The liquid crystal composition of the present invention may contain an orientation control agent as needed. The orientation control agent can form various orientation states such as homogeneous orientation, homeotropic orientation (vertical orientation), tilted orientation, hybrid orientation, and cholesteric orientation, and can also control and realize a specific orientation state more uniformly and precisely.

[0097] As orientation control agents that promote homogeneous orientation, for example, low molecular weight orientation control agents and high molecular weight orientation control agents can be used. As for low molecular weight orientation control agents, for example, refer to paragraphs

[0009] to

[0083] of Japanese Patent Application Publication No. 2002-20363, paragraphs

[0111] to

[0120] of Japanese Patent Application Publication No. 2006-106662, and paragraphs

[0021] to

[0029] of Japanese Patent Application Publication No. 2012-211306, and this content is incorporated herein by reference. As for high molecular weight orientation control agents, for example, refer to paragraphs

[0021] to

[0057] of Japanese Patent Application Publication No. 2004-198511, and paragraphs

[0121] to

[0167] of Japanese Patent Application Publication No. 2006-106662, and this content is incorporated herein by reference.

[0098] Furthermore, examples of orientation-controlling agents that form or promote homeotropic orientation include boronic acid compounds and onium salt compounds. Specifically, reference can be made to the compounds described in paragraphs

[0023] to

[0032] of Japanese Patent Publication No. 2008-225281, paragraphs

[0052] to

[0058] of Japanese Patent Publication No. 2012-208397, paragraphs

[0024] to

[0055] of Japanese Patent Publication No. 2008-026730, and paragraphs

[0043] to

[0055] of Japanese Patent Publication No. 2016-193869, and this information is incorporated herein by reference.

[0099] [Other Components] The liquid crystal composition of the present invention may contain other components besides those described above. Examples of other components include plasticizers, basic compounds (such as 2,6-lutidine), and crosslinking agents.

[0100] [Method for Forming an Optical Film (Liquid Crystal Cured Layer)] An example of a method for forming an optical film (liquid crystal cured layer) is to use the liquid crystal composition of the present invention described above to achieve a desired orientation, and then fix it by polymerization. While the conditions for achieving the desired orientation are not particularly limited, heat treatment is preferred, and cooling treatment is more preferred after the heat treatment. 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, from the viewpoint of manufacturability. The heating time in the heat treatment is preferably 1 to 300 seconds, and more preferably 1 to 60 seconds. The cooling temperature 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. While the conditions for polymerization are not particularly limited, ultraviolet light is preferred for polymerization by light irradiation. The irradiation dose is 10 mJ / cm². ２ ~50 J / cm ２ Preferably, 20 mJ / cm ２ ~5J / cm ２ More preferably, 30 mJ / cm ２ ~3J / cm ２ More preferably, 50 to 1000 mJ / cm ２ This is particularly preferable. Furthermore, the polymerization reaction may be carried out under heating conditions to accelerate it.

[0101] The orientation state of the liquid crystal compound in the liquid crystal cured layer may be any of the following: horizontal orientation, vertical orientation, tilted orientation, or torsional orientation.

[0102] The optical film of the present invention is preferably an optically anisotropic layer, and more preferably a positive A plate.

[0103] Here, a positive A plate is defined as follows: When the refractive index in the slow axis direction within the film plane (the direction in which the refractive index is maximum within the plane) is nx, the refractive index in the direction perpendicular to the slow axis within the plane is ny, and the refractive index in the thickness direction is nz, a positive A plate satisfies the relationship given by equation (A1). Note that a positive A plate shows a positive value for Rth. Equation (A1) nx > ny ≈ nz Note 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 identical," for 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 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".

[0104] The thickness of the optical film of the present invention is not particularly limited, but is preferably 0.1 to 10 μm, and more preferably 0.5 to 5 μm.

[0105] In the first embodiment of the present invention, it is preferable that Re(450), which represents the in-plane retardation of the optical film at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation of the optical film at a wavelength of 550 nm, satisfy the following relationship (2): Formula (2) Re(550) / Re(450) > 1 In the optical film of the present invention, it is preferable that it has inverse wavelength dispersion.

[0106] Furthermore, in the first embodiment of the present invention, the indentation modulus of the optical film is preferably 2.2 GPa or less, and more preferably 2.0 GPa or less, for the reason that the adhesion between the fabricated liquid crystal cured layer and the adjacent layer is better. The indentation modulus of the optical film can be adjusted to the above range, for example, by increasing the reaction (polymerization) rate of the liquid crystal compound during the formation of the liquid crystal cured layer. Specifically, the reaction rate of the liquid crystal cured layer can be adjusted by adjusting the amount of sulfur-containing compound having a thiol group or a thioether group represented by the above formula (A) added, or by adjusting the heat treatment conditions. In addition, the lower limit of the indentation modulus of the optical film is not particularly limited, but is preferably 0.2 GPa or more, and more preferably 0.5 GPa or more. Here, the modulus refers to the value obtained when an indentation test is performed using a nanoindentation device under the following conditions. <Test conditions> Indenter: Belkovich indenter Conditions: A load is applied to a maximum load of 300 μN over 0.5 seconds, the load is held for 0.5 seconds, and the load is removed over 0.5 seconds. Calculation: The value is calculated from the unloading curve using the Oliver-Pharr method.

[0107] [Polarizing plate (first aspect)] The polarizing plate according to the first aspect of the present invention is a polarizing plate in which the optical film of the present invention described above, an adhesive layer, and a polarizer are arranged in contact with each other in this order. That is, the polarizing plate according to the first aspect of the present invention is a polarizing plate in which the optical film of the present invention and a polarizer are laminated with an adhesive layer in between.

[0108] [Adhesive Layer] The adhesive layer of the polarizing plate according to the first embodiment of the present invention is not particularly limited, and conventionally known materials that exhibit adhesion after bonding or through reaction can be used. In the first embodiment of the present invention, if the adhesive layer is an adhesive layer containing a polyvinyl alcohol (PVA)-based adhesive (hereinafter also abbreviated as "PVA-based adhesive layer"), the effect of improving the adhesion between the adhesive layer and the liquid crystal layer can be felt more significantly. As the PVA-based adhesive, an adhesive consisting of an aqueous solution of a PVA-based resin is preferred. Examples of PVA-based resins in the PVA-based adhesive include vinyl alcohol homopolymers obtained by saponifying polyvinyl acetate, which is a homopolymer of vinyl acetate, vinyl alcohol copolymers obtained by saponifying a copolymer of vinyl acetate and other monomers copolymerizable thereto, and modified polyvinyl alcohol polymers in which the hydroxyl groups of these are partially modified. In addition, polyhydric aldehydes, water-soluble epoxy compounds, melamine compounds, zirconia compounds, zinc compounds, and glyoxylates may be added to the PVA-based adhesive as crosslinking agents. The thickness of the PVA-based adhesive layer is not particularly limited, but is usually 1 μm or less.

[0109] [Polarizer] The polarizer in the polarizer plate according to the first aspect of the present invention is not particularly limited as long as it is a material that has the function of converting light into a specific linear polarization, and conventionally known absorptive polarizers and reflective polarizers can be used. As absorptive polarizers, iodine-based polarizers, dye-based polarizers using dichroic dyes, and polyene-based polarizers can be used. Iodine-based polarizers and dye-based polarizers include coated polarizers and stretched polarizers, and both can be applied, but polarizers made by adsorbing iodine or a dichroic dye onto polyvinyl alcohol and stretching it are preferred. As a reflective polarizer, polarizers made by laminating thin films with different birefringences, wire grid type polarizers, and polarizers combining a cholesteric liquid crystal with a selective reflection range and a quarter-wave plate can be used. 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.

[0110] In the polarizing plate according to the first aspect of the present invention, the adhesion force between the optical film of the present invention and the polarizer is preferably 1 N / 25 mm or more, more preferably 1.5 N / 25 mm or more, and even more preferably 2.0 N / 25 mm or more. Furthermore, there is no particular upper limit to the adhesion force between the optical film of the present invention and the polarizer, but it is preferably 10 N / 25 mm or less.

[0111] [Positive C Plate] In the polarizing plate according to the first aspect of the present invention, it is preferable that a positive C plate is arranged in contact with the side of the optical film of the present invention opposite to the adhesive layer.

[0112] Here, a positive C plate is defined as follows: When the refractive index in the slow axis direction within the film plane (the direction in which the refractive index is maximum within the plane) is nx, the refractive index in the direction perpendicular to the slow axis within the plane is ny, and the refractive index in the thickness direction is nz, a positive C plate satisfies the relationship given by equation (C1). Note that a positive C plate exhibits a negative Rth value. Equation (C1) nz > nx ≈ ny Note that the above "≈" includes not only cases where the two are completely identical, but also cases where they are substantially identical. Regarding this "substantially identical," for 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, this is also included in "nx ≈ ny".

[0113] Such positive C plates are not particularly limited, and for example, stretched films or liquid crystal cured layers in which polymerizable rod-shaped liquid crystal compounds are vertically oriented can be used. However, in the first embodiment of the present invention, it is preferable that the liquid crystal cured layer is in which liquid crystal compounds are vertically oriented using the liquid crystal composition of the present invention described above.

[0114] [Support] In the polarizing plate according to the first aspect of the present invention, it is preferable that the support is arranged on the side opposite to the optical film in the positive C plate.

[0115] The above support is preferably transparent. In this invention, "transparent" means that the transmittance of visible light is 60% or more, preferably 80% or more, and more preferably 90% or more.

[0116] Examples of the above-mentioned supports include glass substrates and polymer films. Examples of polymer film materials include cellulose polymers; acrylic polymers having acrylic acid ester polymers such as polymethyl methacrylate and lactone ring-containing polymers; thermoplastic norbornene polymers; polycarbonate polymers; polyester polymers such as polyethylene terephthalate and polyethylene naphthalate; styrene polymers such as polystyrene and acrylonitrile-styrene copolymer (AS resin); polyolefin polymers such as polyethylene, polypropylene, and ethylene-propylene copolymer; vinyl chloride polymers; amide polymers such as nylon and aromatic polyamides; imide polymers; sulfone polymers; polyethersulfone polymers; polyetheretherketone polymers; polyphenylene sulfide polymers; vinylidene chloride polymers; vinyl alcohol polymers; vinyl butyral polymers; arylate polymers; polyoxymethylene polymers; epoxy polymers; and polymers obtained by mixing these polymers.

[0117] The thickness of the support is not particularly limited, but is preferably 1 to 200 μm, and more preferably 2 to 100 μm.

[0118] [Alignment film] The polarizing plate according to the first aspect of the present invention may have an alignment film (in particular, a photo-alignment film described later) between the positive C plate (however, limited to a positive C plate made of a liquid crystal hardened layer) and the support.

[0119] The alignment film can be any film that has the function of aligning the liquid crystal compounds contained in the liquid crystal composition. The alignment film is generally composed mainly of a polymer. Numerous polymer materials for alignment films are described in various publications, and many commercially available products are available. For example, rubbing alignment films or photoalignment films can be suitably used. As for rubbing alignment films, for example, rubbing alignment films formed from polymers containing modified or unmodified polyvinyl alcohol, polyimide, or derivatives thereof are preferred.

[0120] It is preferable to use a photo-alignment film as the alignment film because it prevents deterioration of the surface by preventing objects from coming into contact with the surface of the alignment film during its formation. The photo-alignment film is not particularly limited, but a photo-alignment film formed from a composition containing a photo-aligning polymer containing photo-aligning groups (such as cinnamoyl groups and azo groups) can be used.

[0121] The thickness of the orientation 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.

[0122] In the polarizing plate according to the first aspect of the present invention, from the viewpoint of better adhesion to adjacent layers and better orientation of liquid crystal compounds, it is preferable that the layers are arranged in the following order: (1) polarizer (which may optionally have a polarizer protective film), adhesive layer (particularly a PVA-based adhesive layer), optical film of the present invention, optional alignment film, positive C plate, optional alignment film, and support, or (2) polarizer (which may optionally have a polarizer protective film), adhesive layer (particularly a PVA-based adhesive layer), optical film of the present invention, optional alignment film, adhesive layer, positive C plate, optional alignment film, and support. In particular, from the viewpoint of improving adhesion and orientation of liquid crystal compounds and reducing manufacturing steps, it is preferable that the positive C plate and the optical film of the present invention are adjacent to each other by manufacturing the optical film of the present invention after providing an orientation control function to the positive C plate. The orientation control function can be any method that can orient the liquid crystal compound.

[0123] [Display device (first aspect)] The display device according to the first aspect of the present invention is a display device having the optical film described above.

[0124] [Display Element] The display element used in the display device according to the first aspect of the present invention is not particularly limited, and examples include liquid crystal cells, organic electroluminescent (hereinafter abbreviated as "EL") display panels, and plasma display panels. Of these, liquid crystal cells or organic EL display panels are preferred. That is, the display device according to the first aspect of the present invention is preferably 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.

[0125] <Liquid Crystal Cells> Liquid crystal cells used in liquid crystal display devices are preferably in VA (Vertical Alignment) mode, OCB (Optical Compensated Bend) mode, FFS or IPS (In-Plane-Switching) mode, or TN (Twisted Nematic) mode, but are not limited to these.

[0126] <Organic EL Display Panel> The organic EL display panel used as an image display element in the present invention is a display panel constructed using an organic EL element in which an organic light-emitting layer (organic electroluminescent layer) is sandwiched between electrodes (between the cathode and the anode). The configuration of the organic EL display panel is not particularly limited, and known configurations can be adopted.

[0127] [Optical Laminate] The optical laminate according to the second aspect of the present invention (hereinafter abbreviated as "the optical laminate of the present invention") is an optical laminate having a positive C plate and a positive A plate, wherein the positive A plate is provided on the outermost layer of the optical laminate, and the positive C plate and the positive A plate are in direct contact or in contact via an alignment film. Furthermore, the optical laminate of the present invention is an optical laminate that satisfies the relationship between Re(450), which represents the in-plane retardation at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation at a wavelength of 550 nm, as shown in the following formula (2), and exhibits inverse wavelength dispersion. Formula (2) Re(550) / Re(450) > 1 Furthermore, the optical laminate of the present invention has a boron atom content of 0.1 atomic percent or more relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface on the positive A plate side by X-ray photoelectron spectroscopy (XPS).

[0128] In a second aspect of the present invention, as described above, the content of boron atoms relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface of the positive A plate provided on the outermost layer of the optical laminate by XPS, is 0.1 atomic percent or more. This results in good adhesion between the surface of the A plate on the optical laminate and the adjacent layer, and also improves the durability of the optical laminate. The details of this reason are not yet clear, but the inventors speculate that it is due to the following reasons. Specifically, it is thought that the presence of a specific amount of boron atoms on the surface of the A plate on the optical laminate improves the affinity with the adjacent layer (especially the PVA-based adhesive layer), resulting in good adhesion. Furthermore, it is thought that the presence of a specific amount of boron atoms on the surface of the A plate on the optical laminate eliminates the need to consider the penetration of materials from the adjacent layer, allowing the positive A plate to be cured appropriately, thus improving durability.

[0129] In a second embodiment of the present invention, it is preferable that the silicon atom content relative to the total atoms, calculated from the photoelectron spectrum of Si2p obtained by measuring the surface of the positive A plate side by X-ray photoelectron spectroscopy, is 1.0 atomic% or more, in order to obtain a good planar surface of the optical laminate.

[0130] <Method for measuring atomic weight using XPS> The boron (B) atom content is determined by performing an XPS measurement under the following conditions, calculating the atomic concentration of all detected atoms, and then calculating the boron atom content (atomic %) from the peak area of ​​the B1s photoelectron spectrum relative to all detected atoms. The B1s photoelectron spectrum is assigned to spectra where the peak top is observed in the range of 190 to 194 eV. Similarly, the silicon (Si) atom content is determined by performing XPS in the same procedure as for boron described above, calculating the atomic concentration of all detected atoms, and then calculating the silicon atom content (atoms) relative to all detected atoms. The silicon atom content is obtained by calculating the peak area of ​​the Si2p photoelectron spectrum, and the Si2p photoelectron spectrum is assigned to spectra where the peak top is observed in the range of 101 to 103 eV. (XPS measurement conditions) ・Instrument: GENESIS manufactured by ULvac-PHI ・X-ray source: Monochromatic AlKα rays (X-ray beam diameter 100 μmφ, output 25 W, voltage 15 kV) ・Analysis area: 500 μm × 500 μm ・Pass Energy: 55 eV ・Step Energy: 0.05 eV ・Charge correction: Yes (electron gun and low-energy ion gun used in combination) ・Photoelectron extraction angle: 90° ・Calibration of peak detection position: Performed by setting the peak top of the photoelectron spectrum of C1s originating from C-C bonds detected from the same sample to 284.8 eV.

[0131] In the optical laminate of the present invention, the boron atom content relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface of the positive A plate side by XPS, is preferably 0.1 to 1.0 atomic%, and more preferably 0.15 to 0.50 atomic%. Furthermore, in the optical laminate of the present invention, the silicon atom content relative to the total atoms, calculated from the photoelectron spectrum of Si2p obtained by measuring the surface of the positive A plate side by X-ray photoelectron spectroscopy, is preferably 1.0 to 20.0 atomic%, and more preferably 2.0 to 4.0 atomic%.

[0132] [Positive C Plate] The optical laminate of the present invention has a positive C plate. Here, the definition of the positive C plate is as described in the first embodiment of the present invention, and specific examples of the positive C plate are the same as those described in the first embodiment of the present invention. Furthermore, as described above, the optical laminate of the present invention is an optical laminate in which the positive C plate and the positive A plate described later are in direct contact or in contact via an alignment film.

[0133] [Positive A Plate] The optical laminate of the present invention has a positive A plate on its outermost layer. Here, the definition of the positive A plate is as described in the first embodiment of the present invention.

[0134] Such a positive A plate is not particularly limited, and for example, a stretched film can be used, but it is preferable that it be a liquid crystal cured layer formed by fixing the orientation state of a liquid crystal composition containing a liquid crystal compound having polymerizable groups (hereinafter also abbreviated as "positive A plate forming composition"), for the reason that it is easy to adjust the boron atom content as described above.

[0135] The components of the composition for forming positive A plates will be described in detail below.

[0136] <Liquid Crystal Compounds> The liquid crystal compounds contained in the composition for forming positive A plates are liquid crystal compounds having polymerizable groups. Examples of polymerizable liquid crystal compounds include those described above in the description of the optical film and liquid crystal composition of the present invention.

[0137] Furthermore, the liquid crystal compound contained in the composition for forming the positive A plate is preferably a liquid crystal compound represented by the following formula (I).

[0138] In the above formula (I), D １ , D ２ , D ３ and D ４ These are, independently, single bonds, or -CO-, -O-, -S-, -C(=S)-, -CR １ R ２ -, -CR ３ =CR ４ -, -NR ５ -, or represents a divalent linking group consisting of two or more combinations thereof, R １ ~R ５ Each of these independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. １ is, A Ｇ or SP Ｇ Represents A １ A ２ and A Ｇ Each of these independently represents an optionally substituted aromatic hydrocarbon ring, an optionally substituted aromatic heterocycle, or an optionally substituted divalent alicyclic hydrocarbon group. However, the -CH constituting the alicyclic hydrocarbon group is not included. ２ One or more of the hyphens may be replaced by -O-, -S-, or -NH-. SP １ SP ２ and SP Ｇ Each of these independently represents a single bond or a divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms. However, the -CH group that constitutes the aliphatic hydrocarbon group is also represented. ２ One or more of the - signs may be substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-. Q represents a substituent. L１ and L ２ Each of these independently represents a monovalent organic group, L １ and L ２ At least one of them represents a polymerizable group. However, Ar １ and Ar ２ If at least one of them is an aromatic ring represented by the following formula (Ar-4), then L １ and L ２ Furthermore, L in the following formula (Ar-4) ３ and L ４ At least one of them represents a polymerizable group. m represents an integer from 0 to 2, and when m is 2, multiple G １ Each of them may be the same or different, and there may be multiple D １ They may be the same or different. l and n each independently represent an integer of 0 or 1 or more, and if l is an integer of 2 or more, multiple A １ Each of them may be the same or different, and there may be multiple D ３ These may be the same or different. If n is an integer greater than or equal to 2, there may be multiple D ４ Each of them may be the same or different, and there may be multiple A ２ These may be the same or different. p represents an integer from 1 to 3. If p is 2 or 3, multiple Ar １ Each of them may be the same or different, and there may be multiple D ２ These may be the same or different, and if p is 2 or 3 and m is not 0, then multiple G １ Each of them may be the same or different, and there may be multiple D １ These may be the same or different. １ and Ar ２ Each of these groups independently represents one of the aromatic rings selected from the group consisting of groups represented by the following formulas (Ar-1) to (Ar-8), and preferably represents one of the aromatic rings selected from the group consisting of groups represented by the following formulas (Ar-5) to (Ar-8).

[0139]

[0140] In the above formulas (Ar-1) to (Ar-8), *1 is D ３ or D ４ This indicates the bonding position with, and *2 is D １ or D ２ This indicates the bond position with . However, if l is 0, D ３ The bonding position is SP １ This represents the bond position with, and when m is 0, *2 is D ２ This represents the bond position with, and if n is 0, D ４ The bonding position is SP ２ This indicates the connection position with Q. １ Q represents N or CH. ２ is -S-, -O-, or -N(R ６ ) represents R ６ Y represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. １ This represents a monovalent aromatic hydrocarbon group having 6 to 12 carbon atoms that may have substituents, a monovalent aromatic heterocyclic group having 3 to 12 carbon atoms that may have substituents, or a monovalent alicyclic hydrocarbon group having 6 to 20 carbon atoms that may have substituents. However, the -CH group constituting the alicyclic hydrocarbon group is not included. ２ One or more of the hyphens may be replaced by -O-, -S-, or -NH-. １ Z ２ and Z ３ These are, independently, 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, and -OR. ７ , -NR ８ R ９ ,-SR １０ , -COOR １１ , or -COR １２ Represents R ７ ~R １２ Each of these independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Z １ and Z ２ These may combine with each other to form an aromatic ring. A ３ and A ４These are, independently, -O- and -N(R) １３ R represents a group selected from the group consisting of -, -S-, and -CO-. １３ represents a hydrogen atom or substituent. X represents a nonmetal atom of group 14 to 16. However, a hydrogen atom or substituent may be bonded to the nonmetal atom. D ５ and D ６ These are, independently, single bonds, or -CO-, -O-, -S-, -C(=S)-, -CR １ R ２ -, -CR ３ =CR ４ -, -NR ５ -, or represents a divalent linking group consisting of two or more combinations thereof, R １ ~R ５ Each of these independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. SP ３ and SP ４ Each of these independently represents a single bond or a divalent aliphatic hydrocarbon group having 1 to 20 carbon atoms. However, the -CH group that constitutes the aliphatic hydrocarbon group is also represented. ２ One or more of the - signs may be substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-. Q represents a substituent. L ３ and L ４ Each of these independently represents a monovalent organic group, L ３ and L ４ Furthermore, L in formula (I) above １ and L ２ At least one of these represents a polymerizable group. Ax represents an organic group having 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles. Ay represents an organic group having 2 to 30 carbon atoms having a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have substituents, or at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles. The aromatic rings in Ax and Ay may have substituents, and Ax and Ay may be bonded together to form a ring. Q ３ This represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, which may have substituents.

[0141] Examples of the symbols in formula (I) and formulas (Ar-1) to (Ar-8), as well as the compounds represented by formula (I), are described in paragraphs

[0018] to

[0052] of International Publication No. 2025 / 205556, which are incorporated herein by reference.

[0142] <Boron-containing compound> The composition for forming a positive A plate preferably contains a boron-containing compound because it makes it easier to adjust the boron atom content as described above. Here, examples of boron-containing compounds include those described in the optical film and liquid crystal composition of the present invention, i.e., those having a boronic acid group represented by the above formula (B).

[0143] Furthermore, the composition for forming the positive A plate preferably contains both the low-molecular-weight boronic acid compound and the high-molecular-weight boronic acid compound described in the optical film and liquid crystal composition of the present invention described above, for the reason that it is easier to adjust the content of the boron atoms as described above. Here, when both the low-molecular-weight boronic acid compound and the high-molecular-weight boronic acid compound are contained, the content of the low-molecular-weight boronic acid compound is preferably 0.05 to 10 parts by mass, and more preferably 0.1 to 5 parts by mass, per 100 parts by mass of the liquid crystal compound. The content of the high-molecular-weight boronic acid compound is preferably 0.01 to 5 parts by mass, and more preferably 0.01 to 1 part by mass, per 100 parts by mass of the liquid crystal compound.

[0144] <Surfactants> The composition for forming the positive A plate may contain surfactants other than the polymer boronic acid compounds described above, for the reason that it is easier to adjust the silicon atom content as described above. Examples of such surfactants include those described in the optical film and liquid crystal composition of the present invention.

[0145] <Solvent> The composition for forming the positive A plate preferably contains a solvent. Examples of solvents include those described in the optical film and liquid crystal composition of the present invention.

[0146] <Polymerization Initiator> The composition for forming the positive A plate preferably contains a polymerization initiator. Examples of polymerization initiators include those described in the optical film and liquid crystal composition of the present invention.

[0147] <Orientation Control Agent> The composition for forming the positive A plate preferably contains an orientation control agent. As the orientation control agent, one of the orientation control agents that promote homogeneous orientation can be used from among those described in the optical film and liquid crystal composition of the present invention described above.

[0148] <Other Components> The composition for forming positive A plates may contain other components besides those described above. Examples of other components include plasticizers, basic compounds, and crosslinking agents.

[0149] <Method for Forming Positive A Plate (Liquid Crystal Cured Layer)> A method for forming a positive A plate (liquid crystal cured layer) includes, for example, using the above-described positive A plate forming composition to achieve a horizontal orientation, followed by polymerization for fixation. While the conditions for achieving a horizontal orientation are not particularly limited, heat treatment is preferred, and cooling treatment is more preferred after the heat treatment. 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, from the viewpoint of manufacturability. The heating time in the heat treatment is preferably 1 to 300 seconds, and more preferably 1 to 60 seconds. The cooling temperature 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. While the polymerization conditions are not particularly limited, ultraviolet light is preferred for polymerization by light irradiation. The irradiation dose is 10 mJ / cm². ２ ~50 J / cm ２ Preferably, 20 mJ / cm ２ ~5J / cm ２ More preferably, 30 mJ / cm ２ ~3J / cm ２More preferably, 50 to 1000 mJ / cm ２ This is particularly preferable. Furthermore, the polymerization reaction may be carried out under heating conditions to accelerate it.

[0150] [Alignment Film] As described above, in the optical laminate of the present invention, the positive C plate and the positive A plate may be in direct contact, or they may be in contact via an alignment film. Examples of the alignment film include those described in the optical film and liquid crystal composition of the present invention, and among these, a photo-alignment film is preferred.

[0151] [Support] In the optical laminate of the present invention, it is preferable that a support is arranged on the side of the positive C plate opposite to the positive A plate. Examples of the support include those described in the optical film and liquid crystal composition of the present invention.

[0152] [Method for manufacturing an optical laminate] The method for manufacturing the optical laminate of the present invention is not particularly limited, and examples include: a method of applying the above-described composition for forming a positive A plate onto a positive C plate and forming a positive A plate according to the above-described method for forming a positive A plate (liquid crystal hardened layer); a method of forming a photo-alignment film on a positive C plate, applying the above-described composition for forming a positive A plate onto the photo-alignment film and forming a positive A plate according to the above-described method for forming a positive A plate (liquid crystal hardened layer); and so on.

[0153] [Polarizing plate (second aspect)] The polarizing plate according to the second aspect of the present invention is a polarizing plate in which the optical laminate of the present invention described above, an adhesive layer, and a polarizer are arranged in contact with each other in this order, and the positive A plate of the optical laminate and the adhesive layer are in direct contact.

[0154] [Adhesive Layer] The adhesive layer of the polarizing plate according to the second aspect of the present invention is not particularly limited, and examples include those described in the polarizing plate according to the first aspect of the present invention. In particular, if the adhesive layer is an adhesive layer containing a polyvinyl alcohol (PVA)-based adhesive (PVA-based adhesive layer), the adhesion between the surface on the A-plate side of the optical laminate and the adjacent layer (adhesive layer) will be good.

[0155] [Polarizer] The polarizer of the polarizer plate according to the second aspect of the present invention is not particularly limited, and examples include those described in the polarizer plate according to the first aspect of the present invention.

[0156] [Display Device (Second Embodiment)] The display device according to the second embodiment of the present invention is a display device having the optical laminate described above. The display elements used in the display device according to the second embodiment of the present invention are not particularly limited, and examples include those described in the display device according to the first embodiment of the present invention.

[0157] The present invention will be described in more detail below based on examples. The materials, amounts used, proportions, processing content, and processing procedures shown in the following examples can be modified as appropriate 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 examples shown below.

[0158] [Example 1] [Preparation of Cellulose Acylate Film 1a] The following composition (cellulose acylate dope) was placed in a mixing tank, stirred, and then heated at 90°C for 10 minutes. The resulting composition was then filtered through filter paper with an average pore size of 34 μm and a sintered metal filter with an average pore size of 10 μm to prepare the dope. The solid content concentration of the dope was 23.5% by mass, and the solvent of the dope was methylene chloride / methanol / butanol = 81 / 18 / 1 (mass ratio).

[0159] -------------------------------------------------- Cellulose acylate dope -------------------------------------------------- Cellulose acylate (acetyl substitution degree 2.86, viscosity-average degree of polymerization 310) 100 parts by mass of sugar ester compound 1 (shown in formula (S4) below) 6.0 parts by mass of sugar ester compound 2 (shown in formula (S5) below) 2.0 parts by mass of silica particle dispersion (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 0.1 parts by mass of solvent (methylene chloride / methanol / butanol)

[0160]

[0161]

[0162] The dope prepared as described above was cast using a drum film-forming machine. The dope was cast from the die onto a metal support cooled to 0°C, and then the resulting web (film) was peeled off. The drum was made of SUS (Stainless Used Steel).

[0163] After the casting process, the obtained web (film) was peeled from the drum and dried for 20 minutes in a tenter device at 30-40°C during film transport, using clips to hold both ends of the web during transport. Subsequently, the web was further dried by zone heating while being transported on a roll. The obtained web was knurled and then wound up. The resulting cellulose acylate film (1a) had a thickness of 40 μm, an in-plane retardation of 1 nm at a wavelength of 550 nm, and a thickness-direction retardation of 26 nm at a wavelength of 550 nm.

[0164] [Formation of Positive C Plate (Liquid Crystal Cured Layer)] A liquid crystal composition containing a rod-shaped liquid crystal compound of the following composition was applied to the cellulose acylate film (1a) prepared above using a Gieser coating machine to form a composition layer. Then, holding both ends of the film, a cooling plate (9°C) was placed on the side of the film where the coating was formed, at a distance of 5 mm from the film, and a heater (75°C) was placed on the opposite side of the film where the coating was formed, at a distance of 5 mm from the film, and the film was dried for 2 minutes. Next, the obtained film was heated with hot air at 60°C for 1 minute, and while purging with nitrogen to maintain an atmosphere with an oxygen concentration of 100 ppm by volume or less, an irradiation dose of 100 mJ / cm was applied using a 365 nm UV (Ultra Violet)-LED (light-emitting diode) at a dose of 100 mJ / cm². ２ The surface was irradiated with ultraviolet light. Subsequently, the resulting coating was annealed with hot air at 120°C for 1 minute to form a liquid crystal hardened layer (1b), which is a positive C plate. The resulting liquid crystal hardened layer (1b) was then exposed to UV light (ultra-high pressure mercury lamp; UL750; manufactured by HOYA) at room temperature, passing through a wire grid polarizer, at a rate of 7.9 mJ / cm². ２ By irradiating with a wavelength of 313 nm, a composition layer with orientation control capability was formed on the surface. The thickness of the formed liquid crystal cured layer (1b) was 1.0 μm. The in-plane retardation Re at a wavelength of 550 nm was 0 nm, and the retardation Rth in the thickness direction at a wavelength of 550 nm was -100 nm. The average inclination angle of the rod-shaped liquid crystal compound with respect to the film surface in the direction of the long axis was 90°, confirming that it was oriented perpendicular to the film surface.

[0165] -------------------------------------------------- Liquid Crystal Composition (1b) -------------------------------------------------- ・The following rod-shaped liquid crystal compound (A) 100 parts by mass ・Polymerizable monomer (A-400, manufactured by Shin Nakamura Chemical Industry Co., Ltd.) 4.2 parts by mass ・The following polymerization initiator S-1 (oxime type) 5.1 parts by mass ・The following photoacid generator D-1 3.0 parts by mass ・The following polymer M-1 4.0 parts by mass ・The following vertical alignment agent S01 1.9 parts by mass ・The following photo-aligning polymer A-1 0.8 parts by mass ・Methyl ethyl ketone 11.3 parts by mass ・Methyl isobutyl ketone 226.1 parts by mass ・Ethyl propionate 131.9 parts by mass ・Isopropyl alcohol 7.5 parts by mass --------------------------------------------------

[0166] Rod-shaped liquid crystal compound (A) [A mixture of the following liquid crystal compounds (RA): (RB): (RC) = 84:14:2 (mass ratio)]

[0167] Polymerization initiator S-1

[0168] Photoacid Generator D-1

[0169] Polymer M-1 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 89% by mass, 10% by mass, and 1% by mass. The weight-average molecular weight was 20,000.]

[0170] Vertical alignment agent S01

[0171] Photo-oriented polymer A-1 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 30% by mass, 28% by mass, and 42% by mass. The weight-average molecular weight was 25,000. Me represents a methyl group.]

[0172] [Formation of Positive A Plate (Optical Film)] Next, a liquid crystal composition (1c) containing a rod-shaped liquid crystal compound of the following composition was applied to the optically anisotropic layer (1b) prepared above using a Gieser coating machine, and heated with hot air at 120°C for 40 seconds. Subsequently, the obtained composition layer was irradiated with an LED lamp at 60°C (100 mJ / cm²). ２ After performing the following steps, irradiate with a metal halide lamp at 120°C (150 mJ / cm²). ２ The orientation of the liquid crystal was fixed, and an optical film (1c), which is a positive A plate, was formed. The thickness of the optical film (1c) was 3.0 μm, and the in-plane retardation Re at a wavelength of 550 nm was 141 nm. The optical film (1c) satisfied the above formula (2) Re(550) / Re(450) > 1. When the width direction of the film is 0° (the longitudinal direction is 90°), the in-plane slow axis direction (orientation axis angle of the liquid crystal compound) when viewed from the optical film (1c) side was 45° on the air side.

[0173] -------------------------------------------------- Liquid crystal composition (1c) -------------------------------------------------- 10 parts by mass of the following liquid crystal compound B-1 10 parts by mass of the following liquid crystal compound B-2 36.5 parts by mass of the following liquid crystal compound B-3 37.5 parts by mass of the following liquid crystal compound B-4 6 parts by mass of the following liquid crystal compound B-5 8 parts by mass of 2-methylthiobenzothiazole (Tokyo Chemical Industries) 3 parts by mass of photopolymerization initiator (NCI-831E, oxime type, manufactured by ADEKA Corporation) 4 parts by mass of the following sulfur-containing compound (Kalenz MT PE1, manufactured by Resonac Corporation) 1.2 parts by mass of the following low molecular weight boronic acid compound T-1 0.06 parts by mass of the following high molecular weight boronic acid compound C-1 0.48 parts by mass of 2,6-lutidine (Tokyo Chemical Industries) toluene 95.0 parts by mass, Cyclopentanone 142.6 parts by mass -------------------------------------------------- Note that liquid crystal compounds B-1 to B-4 are all nematic liquid crystal compounds.

[0174] Liquid crystal compound B-1

[0175] Liquid crystal compound B-2

[0176] Liquid crystal compound B-3

[0177] Liquid crystal compound B-4

[0178] Liquid crystal compound B-5

[0179] Sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq)

[0180] Low molecular weight boronic acid compound T-1

[0181] High-molecular-weight boronic acid compound C-1 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 45% by mass, 35% by mass, 10% by mass, and 10% by mass. The weight-average molecular weight was 20,000.]

[0182] [Preparation of Polarizer with Protective Film] The surface of a cellulose triacetate film TJ25 (manufactured by Fujifilm Corporation: 25 μm thick) support was subjected to alkaline saponification treatment. Specifically, the support was immersed in a 1.5 N sodium hydroxide aqueous solution at 55°C for 2 minutes, then washed in a water bath at room temperature, and further neutralized with 0.1 N sulfuric acid at 30°C. After neutralization, the support was washed in a water bath at room temperature and further dried with hot air at 100°C to obtain a polarizer protective film. A roll of polyvinyl alcohol (PVA) film with a thickness of 60 μm was continuously stretched in the longitudinal direction in an iodine aqueous solution and dried to obtain a polarizer with a thickness of 13 μm. The luminous efficiency correction single transmittance of the polarizer was 43%. At this time, the absorption axis direction and the longitudinal direction of the polarizer coincided. The polarizer protective film was attached to one side of the above polarizer using the PVA adhesive described below to prepare a polarizer with a protective film.

[0183] <Preparation of PVA adhesive> A PVA adhesive was prepared by dissolving 100 parts by mass of a polyvinyl alcohol-based resin having an acetoacetyl group (average degree of polymerization: 1200, degree of saponification: 98.5 mol%, degree of acetoacetylation: 5 mol%) and 20 parts by mass of methylolmelamine in pure water at a temperature of 90°C, and adjusting the solid content concentration to 3.7% by mass as an aqueous solution.

[0184] [Fabrication of Polarizing Plate (Circular Polarizing Plate)] The surface of the optical film (1c) of the laminate (1a-1b-1c) containing the cellulose acylate film (1a), liquid crystal curing layer (1b), and optical film (1c) prepared above, and the surface of the polarizer of the polarizer with protective film prepared above (the side opposite the polarizer protective film) were continuously bonded together using the PVA adhesive described above. In this way, a circular polarizing plate (P1) consisting of the laminate (1a-1b-1c) and the polarizer with protective film was prepared. At this time, the polarizer protective film, polarizer, PVA adhesive layer, optical film (1c), liquid crystal curing layer (1b), and cellulose acylate film (1a) were laminated in this order, and the angle between the absorption axis of the polarizer and the in-plane slow axis of the optical film (1c) was 45°.

[0185] [Example 2] Irradiation of optical film (1c) with a metal halide lamp (150 mJ / cm²) ２ Instead of ) mercury lamp irradiation (200 mJ / cm²) ２ A circular polarizing plate (P2) was fabricated in the same manner as in Example 1, except that the other part was changed.

[0186] [Example 3] A circular polarizer (P3) was prepared in the same manner as in Example 1, except that the sulfur-containing compound (Kallenz MT PE1, manufactured by Resonac Corporation) used in the liquid crystal composition (1c) for forming the optical film (1c) was replaced with the following sulfur-containing compound (PEMP, manufactured by Sakai Chemical Industry Co., Ltd.). <Sulfur-containing compound (PEMP, manufactured by Sakai Chemical Industry Co., Ltd.)>

[0187] [Example 4] A circular polarizer (P4) was prepared in the same manner as in Example 1, except that the sulfur-containing compound (Kalenz MT BD1, manufactured by Resonac Corporation) used in the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the following sulfur-containing compound (Kalenz MT BD1, manufactured by Resonac Corporation). <Sulfur-containing compound (Kalenz MT BD1, manufactured by Resonac Corporation)>

[0188] [Example 5] A circular polarizer (P5) was prepared in the same manner as in Example 1, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq) used in the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the following sulfur-containing compound [thioether acrylate (SO1)]. <Thioether acrylate (SO1)>

[0189] [Example 6] A circular polarizing plate (P6) was prepared in the same manner as in Example 1, except that the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the liquid crystal composition (2c) described below. -------------------------------------------------- Liquid crystal composition (2c) -------------------------------------------------- ・Liquid crystal compound B-6 below 83 parts by mass ・Liquid crystal compound B-7 below 3 parts by mass ・Liquid crystal compound B-8 below 14 parts by mass ・2-Methylthiobenzothiazole (Tokyo Chemical Industries) 8 parts by mass ・Photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 3 parts by mass ・The above sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) 4 parts by mass ・The above low molecular weight boronic acid compound T-1 1.2 parts by mass ・The above high molecular weight boronic acid compound C-1 0.06 parts by mass ・2,6-Lutidine (Tokyo Chemical Industries) 0.48 parts by mass ・Toluene 95.0 parts by mass ・Cyclopentanone 142.6 parts by mass --------------------------------------------------

[0190] Liquid crystal compound B-6 [Synthesized by the method described in Japanese Patent Publication No. 2021-081651]

[0191] Liquid crystal compound B-7 [Synthesized by the method described in Japanese Patent Publication No. 2021-081651]

[0192] Liquid crystal compound B-8 [Synthesized by the method described in Japanese Patent Publication No. 2021-081651]

[0193] [Example 7] A circular polarizing plate (P7) was prepared in the same manner as in Example 1, except that the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the following liquid crystal composition (3c). -------------------------------------------------- Liquid crystal composition (3c) -------------------------------------------------- 100 parts by mass of the liquid crystal compound B-9 below 8 parts by mass of 2-methylthiobenzothiazole (Tokyo Chemical Industries) 3 parts by mass of photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 4 parts by mass of the above sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) 1.2 parts by mass of the above low molecular weight boronic acid compound T-1 above 0.06 parts by mass of the above high molecular weight boronic acid compound C-1 0.06 parts by mass of 2,6-lutidine (Tokyo Chemical Industries) 0.48 parts by mass of 2,6-toluene 95.0 parts by mass of cyclopentanone 142.6 parts by mass --------------------------------------------------

[0194] Liquid crystal compound B-9 [Synthesized by the method described in Patent No. 6473537]

[0195] [Example 8] A circular polarizing plate (P8) was prepared in the same manner as in Example 1, except that the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the following liquid crystal composition (4c). -------------------------------------------------- Liquid crystal composition (4c) -------------------------------------------------- 100 parts by mass of the liquid crystal compound B-10 below 8 parts by mass of 2-methylthiobenzothiazole (Tokyo Chemical Industries) 3 parts by mass of photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 4 parts by mass of the above sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) 1.2 parts by mass of the above low molecular weight boronic acid compound T-1 above 0.06 parts by mass of the above high molecular weight boronic acid compound C-1 above 0.06 parts by mass of 2,6-lutidine (Tokyo Chemical Industries) 0.48 parts by mass of 2,6-toluene 95.0 parts by mass of cyclopentanone 142.6 parts by mass --------------------------------------------------

[0196] Liquid crystal compound B-10 [Synthesized by the method described in Japanese Patent No. 6540849]

[0197] [Comparative Example 1] A circular polarizer (HP1) was prepared in the same manner as in Example 1, except that the leveling compound C-2 described below was used instead of the polymer boronic acid compound C-1 formulated in the liquid crystal composition (1c) used to form the optical film (1c). <Leveling Compound C-2> The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units, and were 56% by mass, 36% by mass, and 8% by mass from left to right. The weight-average molecular weight was 20000.

[0198] [Comparative Example 2] A circular polarizing plate (HP2) was prepared in the same manner as in Example 1, except that the low molecular weight boronic acid compound T-1 and high molecular weight boronic acid compound C-1, which were incorporated in the liquid crystal composition (1c) used to form the optical film (1c), were not included.

[0199] [Comparative Example 3] A circular polarizing plate (HP3) was prepared in the same manner as in Example 1, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) used in the formation of the optical film (1c) was not included.

[0200] [Comparative Example 4] A circular polarizing plate (HP4) was prepared in the same manner as in Example 1, except that the amount of sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) blended in the liquid crystal composition (1c) used to form the optical film (1c) was changed to 24 parts by mass.

[0201] [Comparative Example 5] A circular polarizing plate (HP5) was prepared in the same manner as in Example 6, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) used in the formation of the optical film (2c) was not included.

[0202] [Comparative Example 6] A circular polarizing plate (HP6) was prepared in the same manner as in Example 7, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) used in the formation of the optical film (3c) was not included.

[0203] [Comparative Example 7] A circular polarizer (HP7) was prepared in the same manner as in Example 8, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq Corporation) used in the formation of the optical film (4c) was not included.

[0204] [Liquid Crystal Composition and Physical Properties] The composition of the liquid crystal composition used to form the optical films (positive A plates) prepared in each example and comparative example is shown in Table 1 below. The value of "(Sn + Bn) / Tn" in formula (1) above, and the indentation modulus, measured using the method described above, are also shown in Table 1 below.

[0205] [Evaluation] (1) Adhesion to adjacent layers (adhesion between PVA adhesive layer and optical film) The cellulose acylate film (1a) side of the circular polarizer was cut to 150 mm x 25 mm so that the long side was parallel to the MD direction of the long length, and bonded to a 200 x 50 mm glass with adhesive. Then, an incision was made with a cutter from the polarizer protective film side of the circular polarizer, and a polyethylene terephthalate connector was joined between the PVA adhesive layer and the optical film. The connector was sandwiched between A&D Company's Tensilon RTC-1210A, and peeling was performed at a peeling angle of 90°, load cell of 50 N, and peeling speed of 300 mm / min. The average value of the peeling force at a position 20 to 50 mm from the start of peeling was taken as the adhesion force between the PVA adhesive layer and the optical film. The results are shown in Table 1 below. Note that if the adhesion force is 1 N / 25 mm or more, it can be evaluated that the adhesion to adjacent layers is good.

[0206] (2) Orientation of liquid crystal compounds The laminates prepared in each example and comparative example were placed between polarizing plates under crossed nicols, and the angle of the laminate was adjusted so that the optical film was extinguished. At this time, those in which no bright spots of light leakage were visible were classified as "good," and those in which they were visible were classified as "poor." The results are shown in Table 1 below.

[0207]

[0208] As shown in Table 1, it was found that when a boron-containing compound is not included, the adhesion between the optical film (liquid crystal cured layer) and the adjacent layer (PVA-based adhesive layer) is poor (Comparative Examples 1 and 2). Furthermore, it was found that when a sulfur-containing compound is not included, the adhesion between the optical film and the adjacent layer is poor (Comparative Examples 3 and 5-7). In addition, it was found that when the optical film does not satisfy the above formula (1), the orientation of the liquid crystal compound is poor (Comparative Example 4).

[0209] In contrast, when a liquid crystal composition containing both a predetermined sulfur-containing compound and a boron-containing compound is used, and the optical film satisfies formula (1) above, it was found that the adhesion between the optical film (liquid crystal cured layer) and the adjacent layer (PVA-based adhesive layer) is good, and the orientation of the liquid crystal compound is also excellent (Examples 1 to 8). In particular, from a comparison of Examples 1, 3, and 4, it was found that when the indentation modulus of the optical film is 2.2 GPa or less, the adhesion between the optical film and the adjacent layer is even better. Furthermore, from a comparison of Examples 1, 3, and 4 with Example 5, it was found that when a compound having a thiol group is used as the sulfur-containing compound, the adhesion between the optical film and the adjacent layer is even better.

[0210] [Example 9] [Preparation of Liquid Crystal Composition] A polymerizable solution was prepared by stirring 10 parts by mass of liquid crystal compound B-1, 10 parts by mass of liquid crystal compound B-2, 36.5 parts by mass of liquid crystal compound B-3, 37.5 parts by mass of liquid crystal compound B-4, 6 parts by mass of liquid crystal compound B-5, 0.5 parts by mass of a photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation), 95.3 parts by mass of organic solvents toluene and 143.0 parts by mass of cyclopentanone using a stirring device with a stirring propeller, at a stirring speed of 500 rpm and a solution temperature of 75°C for 1 hour. Subsequently, the solution temperature was raised to 30°C, and 0.06 parts by mass of the polymer boronic acid compound C-1, 6 parts by mass of the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq), and 0.48 parts by mass of 2,6-lutidine (Tokyo Chemical Industries) were added. After dissolving and mixing, the mixture was filtered through a 0.45 μm membrane filter to prepare liquid crystal composition (5c). A circular polarizing plate (P9) was prepared in the same manner as in Example 1, except that the liquid crystal composition (1c) used to form the optical film (1c) was replaced with the above liquid crystal composition (5c). The sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq) is a sulfur-containing compound having a tetrafunctional secondary thiol.

[0211] [Examples 10-17] Circular polarizers (P10) to (P17) were prepared in the same manner as in Example 9, except that the sulfur-containing compound (Kalenz MT PE1, manufactured by Resonaq) in the above liquid crystal composition (5c) was replaced with the sulfur compounds shown in Table 2 below. Furthermore, Karenz MT BD1 is a sulfur-containing compound having a difunctional secondary thiol (manufactured by Resonaq), Karenz MT TPMB and Karenz MT NR1 are sulfur-containing compounds having a trifunctional secondary thiol (manufactured by Resonaq), EGMP-4 is a sulfur-containing compound having a difunctional thiol (manufactured by Sakai Chemical Industry Co., Ltd.), Multiol Y-3 is a sulfur-containing compound having a trifunctional thiol (manufactured by Sakai Chemical Industry Co., Ltd.), Multiol Y-4 is a sulfur-containing compound having a tetrafunctional thiol (manufactured by Sakai Chemical Industry Co., Ltd.), and TEMPIC is a sulfur-containing compound having a trifunctional thiol (manufactured by Sakai Chemical Industry Co., Ltd.).

[0212] For Examples 9 to 17, the liquid crystal compositions and their physical properties are described in Table 2 below, and the adhesion to adjacent layers and the orientation of the liquid crystal compounds were evaluated in the same manner as in Example 1. As shown in Table 2 below, all of them showed excellent orientation and adhesion.

[0213]

[0214] [Example 21] [Preparation of Cellulose Acylate Film Substrate B1] The following composition was placed in a mixing tank, stirred, and then heated at 90°C for 10 minutes. The resulting composition was then filtered through filter paper with an average pore size of 34 μm and a sintered metal filter with an average pore size of 10 μm to prepare a dope. The solid content concentration of the dope was 23.5% by mass, and the solvent of the dope was methylene chloride / methanol / butanol = 81 / 18 / 1 (mass ratio).

[0215] --------------------------------------------------------------------------- Cellulose acylate dope ------------------------------------------------------------ Cellulose acylate (acetyl substitution degree 2.86, viscosity-average degree of polymerization 310) 100 parts by mass of sugar ester compound 1 (shown in formula (S4) below) 3.0 parts by mass of sugar ester compound 2 (shown in formula (S5) below) 1.0 part by mass of silica particle dispersion (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 0.1 parts by mass of solvent (methylene chloride / methanol / butanol)

[0216]

[0217]

[0218] The dope prepared as described above was cast using a drum film-forming machine. The dope was cast from the die so that it was in contact with a metal support cooled to 0°C, and then the resulting web (film) was peeled off. The drum was made of stainless steel. After peeling the cast web (film) from the drum, it was dried for 20 minutes in a tenter device at 30-40°C during film transport, using a tenter device that clipped both ends of the web with clips during transport. Subsequently, the web was further dried by zone heating while being transported on a roll. After knurling the resulting web, it was wound up to produce a cellulose acylate film substrate B1 with a thickness of 40 μm. The in-plane retardation of the cellulose acylate film substrate B1 at a wavelength of 550 nm was 0 nm, and the thickness direction retardation at a wavelength of 550 nm was 29 nm.

[0219] [Preparation of Positive C Plate C1] A polymerizable liquid crystal composition C1 with the following composition was applied to the cellulose acylate film substrate B1 using a wire bar to form a composition layer. The formed composition layer was heated at 70°C for 2 minutes, and then the film temperature was maintained at 80°C. Under a nitrogen atmosphere (oxygen concentration less than 100 ppm by volume), ultraviolet irradiation (150 mJ / cm²) was performed using a 365 nm UV-LED. ２ ) was then performed. Afterwards, it was annealed at 120°C for 1 minute, and at room temperature, ultraviolet light (ultra-high pressure mercury lamp; UL750; manufactured by HOYA) passed through a wire grid polarizer was applied at 7.9 mJ / cm². ２ A positive C plate C1 with a thickness of 0.4 μm was formed by irradiating with a wavelength of 313 nm to impart an orientation function. The in-plane retardation Re of the positive C plate C1 at a wavelength of 550 nm was 0 nm, and the retardation Rth in the thickness direction at a wavelength of 550 nm was -40 nm. The average inclination angle of the rod-shaped liquid crystal compound with respect to the film surface in the direction of the long axis was 90°, confirming that it was oriented perpendicular to the film surface.

[0220] -------------------------------------------------- Polymerizable liquid crystal composition C1 -------------------------------------------------- 100 parts by mass of the following rod-shaped liquid crystal compound A 5.1 parts by mass of the following photopolymerization initiator S-1 2.0 parts by mass of the following photoacid generator D-1 2.5 parts by mass of the following polymer P1 0.6 parts by mass of the following photo-orienting polymer PA-1 0.2 parts by mass of diisopropylethylamine 0.2 parts by mass of methyl isobutyl ketone 210 parts by mass of ethyl propionate 122 parts by mass of methyl ethyl ketone 17 parts by mass --------------------------------------------------

[0221] Rod-shaped liquid crystal compound A [A mixture of the following liquid crystal compounds (RA): (RB): (RC) = 84:14:2 (mass ratio)]

[0222] Polymerization initiator S-1

[0223] Photoacid Generator D-1

[0224] Polymer P1 [In the following formula, a to c represent the content (mass%) of each repeating unit relative to the total repeating units in the polymer, where a:b:c = 74.5:25:0.5. The weight-average molecular weight was 24,000.]

[0225] Photo-oriented polymer PA-1 [In the following formula: a to c represent the content (mass%) of each repeating unit relative to the total repeating units in the polymer, where a:b:c = 30:28:42. The weight-average molecular weight was 100,000. Me represents a methyl group.]

[0226] [Preparation of Positive A Plate A1] A composition A1 for forming a positive A plate, having the following composition, was applied to the positive C plate C1 using a wire bar to form a composition layer. The formed composition layer was heated to 120°C and then cooled to 60°C to stabilize its orientation. Subsequently, under a nitrogen atmosphere (oxygen concentration less than 100 ppm by volume) using an ultra-high pressure mercury lamp, the film temperature was maintained at 60°C and the first ultraviolet irradiation (80 mJ / cm²) was performed. ２ After the first UV irradiation, maintain the film temperature at 120°C and administer a second UV irradiation (200 mJ / cm²). ２ The orientation was fixed by ), and a positive A plate A1 with a thickness of 3.0 μm was formed to create an optical laminate D1. The Re(550) of the positive A plate A1 at a wavelength of 550 nm was 141 nm, and the optical laminate D1 satisfied the above equation (2), Re(550) / Re(450) > 1. When the width direction of the film is 0° (the longitudinal direction is 90°), the in-plane slow axis direction (orientation axis angle of the liquid crystal compound) when viewed from the optical film (1c) side was 45° on the air side. In the layer configuration of the optical laminate in Table 3 below, the positive C plate C1, etc. are abbreviated as "C1", etc.

[0227] -------------------------------------------------- Composition A1 for forming a positive A plate -------------------------------------------------- Rod-shaped liquid crystal compound B-1 8.0 parts by mass Rod-shaped liquid crystal compound B-2 12.0 parts by mass Rod-shaped liquid crystal compound B-3 12.5 parts by mass Rod-shaped liquid crystal compound B-4 56.1 parts by mass Rod-shaped liquid crystal compound B-5 6.0 parts by mass Above rod-shaped liquid crystal compound A 5.4 parts by mass Photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 0.5 parts by mass 2,6-Lutidine (Tokyo Chemical Industries) 0.3 parts by mass Below EGMP-4 (manufactured by Sakai Chemical Industry Co., Ltd.) 4.0 parts by mass Below low molecular weight boronic acid compound T-1 0.5 parts by mass Below high molecular weight boronic acid compound C-2 0.06 parts by mass Cyclopentanone 141 parts by mass Toluene 94 parts by mass --------------------------------------------------

[0228] Rod-shaped liquid crystal compound B-1

[0229] Rod-shaped liquid crystal compound B-2

[0230] Rod-shaped liquid crystal compound B-3

[0231] Rod-shaped liquid crystal compound B-4

[0232] Rod-shaped liquid crystal compound B-5

[0233] EGMP-4 (manufactured by Sakai Chemical Industry Co., Ltd.)

[0234] Low molecular weight boronic acid compound T-1

[0235] High molecular weight boronic acid compound C-2 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 55% by mass, 25% by mass, 10% by mass, and 10% by mass. The weight-average molecular weight was 20,000.]

[0236] [Preparation of Polarizer with Protective Film] The surface of a cellulose triacetate film TJ25 (manufactured by Fujifilm Corporation: 25 μm thick) support was subjected to alkaline saponification treatment. Specifically, the support was immersed in a 1.5 N sodium hydroxide aqueous solution at 55°C for 2 minutes, then washed in a water bath at room temperature, and further neutralized with 0.1 N sulfuric acid at 30°C. After neutralization, the support was washed in a water bath at room temperature and further dried with hot air at 100°C to obtain a polarizer protective film. A roll of polyvinyl alcohol (PVA) film with a thickness of 60 μm was continuously stretched in the longitudinal direction in an iodine aqueous solution and dried to obtain a polarizer with a thickness of 13 μm. The luminous efficiency correction single transmittance of the polarizer was 43%. At this time, the absorption axis direction and the longitudinal direction of the polarizer coincided. The polarizer protective film was attached to one side of the above polarizer using the PVA adhesive described below to prepare a polarizer with a protective film.

[0237] <Preparation of PVA adhesive> A PVA adhesive was prepared by dissolving 100 parts by mass of a polyvinyl alcohol-based resin having an acetoacetyl group (average degree of polymerization: 1200, degree of saponification: 98.5 mol%, degree of acetoacetylation: 5 mol%) and 20 parts by mass of methylolmelamine in pure water at a temperature of 90°C, and adjusting the solid content concentration to 3.7% by mass as an aqueous solution.

[0238] [Fabrication of Polarizing Plate (Circular Polarizing Plate)] The surface of the positive A plate side of the optical laminate D1 fabricated above and the surface of the polarizer of the polarizer with protective film fabricated above (the side opposite the polarizer protective film) were continuously bonded together using the PVA adhesive described above. In this way, a circular polarizing plate P1 consisting of the optical laminate D1 and the polarizer with protective film was fabricated. At this time, the polarizer protective film, polarizer, PVA adhesive layer, positive A plate A1, positive C plate C1, and cellulose acylate film B1 were laminated in this order, and the angle between the absorption axis of the polarizer and the in-plane slow axis of the positive A plate A1 was 45°.

[0239] [Examples 22-26] Optical laminates D2-6 were prepared and circular polarizers P2-6 were produced in the same manner as in Example 21, except that compositions A2-6 were used, which were prepared by changing the amounts of low molecular weight boronic acid compound T-1 and high molecular weight boronic acid compound C-2 in place of composition A1 for forming the positive A plate, as shown in Table 3 below.

[0240] [Example 27] An optical laminate D7 was fabricated and a circular polarizer P7 was produced in the same manner as in Example 1, except that composition A1 for forming the positive A plate was changed to composition A7 for forming the positive A plate, which has the composition described below. --------------------------------------------------------------------------- Composition A7 for forming a positive A plate --------------------------------------------------------------------------- Rod-shaped liquid crystal compound B-1 8.0 parts by mass Rod-shaped liquid crystal compound B-2 12.0 parts by mass Rod-shaped liquid crystal compound B-3 12.5 parts by mass Rod-shaped liquid crystal compound B-4 56.1 parts by mass Rod-shaped liquid crystal compound B-5 6.0 parts by mass Rod-shaped liquid crystal compound A 5.4 parts by mass Photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 0.5 parts by mass 2,6-Lutidine (Tokyo Chemical Industries) 0.3 parts by mass EGMP-4 (manufactured by Sakai Chemical Industry Co., Ltd.) 4.0 parts by mass Low molecular weight boronic acid compound T-1 0.5 parts by mass High molecular weight boronic acid compound C-1 0.03 parts by mass Cyclopentanone 141 parts by mass Toluene 94 parts by mass --------------------------------------------------

[0241] High-molecular-weight boronic acid compound C-1 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 45% by mass, 35% by mass, 10% by mass, and 10% by mass. The weight-average molecular weight was 20,000.]

[0242] [Example 28] [Preparation of Positive C Plate C2] A polymerizable liquid crystal composition C2 having the following composition was applied to the cellulose acylate film substrate B1 using a wire bar to form a composition layer. The formed composition layer was heated at 70°C for 2 minutes, and then the film temperature was maintained at 80°C. Under a nitrogen atmosphere (oxygen concentration less than 100 ppm by volume), ultraviolet irradiation (150 mJ / cm²) was performed using a 365 nm UV-LED. ２ A positive C plate C2 with a thickness of 0.4 μm was formed. The in-plane retardation Re of the positive C plate C2 at a wavelength of 550 nm was 0 nm, and the retardation Rth in the thickness direction at a wavelength of 550 nm was -40 nm. The average inclination angle of the rod-shaped liquid crystal compound in the direction of the long axis with respect to the film surface was 90°, confirming that it was oriented perpendicular to the film surface.

[0243] -------------------------------------------------- Polymerizable liquid crystal composition C2 -------------------------------------------------- 100 parts by mass of the above rod-shaped liquid crystal compound A 5.1 parts by mass of the above photopolymerization initiator S-1 2.5 parts by mass of the above polymer P1 0.6 parts by mass of the following surfactant L-1 206 parts by mass of methyl isobutyl ketone 120 parts by mass of ethyl propionate 17 parts by mass of methyl ethyl ketone --------------------------------------------------

[0244] Surfactant L-1 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 29% by mass, 12% by mass, 56% by mass, and 3% by mass. The weight-average molecular weight was 20,000.]

[0245] [Fabrication of photo-aligned film E1] On the air interface side (opposite side of B1) of the positive C plate C2 prepared above, a discharge of 150 W・min / m was applied to the surface. ２Corona treatment was performed. Next, a photo-alignment film-forming coating solution E1 with the following composition was applied to the corona-treated surface using a wire bar. The film with the coating was dried with 134°C hot air for 75 seconds, and then polarized ultraviolet light (8 mJ / cm²) was irradiated onto the coating. ２ A photo-alignment film E1 was formed by using an ultra-high pressure mercury lamp. The thickness of the photo-alignment film E1 was 0.5 μm.

[0246] -------------------------------------------------- Photo-alignment film forming coating solution E1 -------------------------------------------------- 100 parts by mass of the photo-aligning polymer PA-2 below 6.0 parts by mass of the acid generator PAG-1 below 0.60 parts by mass of diisopropylethylamine 625 parts by mass of butyl acetate 156 parts by mass of methyl ethyl ketone --------------------------------------------------

[0247] Photo-oriented polymer PA-2 [In the formula below, the numerical values ​​listed for each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. Weight-average molecular weight: 45,000]

[0248] Acid Generator PAG-1

[0249] [Preparation of Positive A Plate A8] A composition A8 for forming a positive A plate, having the following composition, was applied to the above-mentioned photo-alignment film E1 using a wire bar to form a composition layer. Subsequent operations were carried out in the same manner as for the positive A plate A1 in Example 1 to form a positive A plate A8 with a thickness of 3.0 μm, and an optical laminate D8 was fabricated. Next, a circular polarizer P8 was fabricated in the same manner as in Example 1.

[0250] -------------------------------------------------- Composition A8 for forming a positive A plate -------------------------------------------------- Liquid crystal compound B-6 below 60 parts by mass Liquid crystal compound B-7 below 20 parts by mass LC-242 (manufactured by BASF) 20 parts by mass Photopolymerization initiator (NCI-831E, manufactured by ADEKA) 0.5 parts by mass EGMP-4 (manufactured by Sakai Chemical Industry) above 4 parts by mass Low molecular weight boronic acid compound T-1 above 0.5 parts by mass High molecular weight boronic acid compound C-1 above 0.06 parts by mass 2,6-Lutidine (Tokyo Chemical) 0.3 parts by mass Cyclopentanone 141 parts by mass Toluene 94 parts by mass --------------------------------------------------

[0251] Liquid crystal compound B-6 [Synthesized by the method described in Patent No. 6540849]

[0252] Liquid crystal compound B-7 [Synthesized by the method described in Patent No. 6540849]

[0253] [Comparative Example 11] An optical laminate H1 was prepared and a circular polarizing plate H1 was prepared in the same manner as in Example 1, except that composition A1 for forming a positive A plate was changed to composition a1 for forming a positive A plate, which has the composition described below.

[0254] -------------------------------------------------- Composition a1 for forming a positive A plate -------------------------------------------------- Rod-shaped liquid crystal compound B-1 8.0 parts by mass Rod-shaped liquid crystal compound B-2 12.0 parts by mass Rod-shaped liquid crystal compound B-3 12.5 parts by mass Rod-shaped liquid crystal compound B-4 56.1 parts by mass Rod-shaped liquid crystal compound B-5 6.0 parts by mass Rod-shaped liquid crystal compound A 5.4 parts by mass Photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 0.5 parts by mass 2,6-Lutidine (Tokyo Chemical Industries) 0.3 parts by mass EGMP-4 (manufactured by Sakai Chemical Industry Co., Ltd.) 4.0 parts by mass The following surfactant L-2 0.06 parts by mass Cyclopentanone 141 parts by mass Toluene 94 parts by mass --------------------------------------------------

[0255] Surfactant L-2 [The numerical values ​​indicated within each repeating unit represent the content (mass%) of each repeating unit relative to the total number of repeating units. From left to right, the content was 56% by mass, 36% by mass, and 8% by mass. The weight-average molecular weight was 20,000.]

[0256] [Comparative Example 12] An optical laminate H2 was prepared and a circular polarizer H2 was produced in the same manner as in Example 1, except that composition A1 for forming a positive A plate was changed to composition a2 for forming a positive A plate, which has the composition described below.

[0257] --------------------------------------------------------------------------- Composition a2 for forming a positive A plate --------------------------------------------------------------------------- Rod-shaped liquid crystal compound B-1 8.0 parts by mass Rod-shaped liquid crystal compound B-2 12.0 parts by mass Rod-shaped liquid crystal compound B-3 12.5 parts by mass Rod-shaped liquid crystal compound B-4 56.1 parts by mass Rod-shaped liquid crystal compound B-5 6.0 parts by mass Rod-shaped liquid crystal compound A 5.4 parts by mass Photopolymerization initiator (NCI-831E, manufactured by ADEKA Corporation) 0.5 parts by mass 2,6-Lutidine (Tokyo Chemical Industries) 0.3 parts by mass EGMP-4 (manufactured by Sakai Chemical Industry Co., Ltd.) 4.0 parts by mass Polymer boronic acid compound C-2 0.09 parts by mass Cyclopentanone 141 parts by mass Toluene 94 parts by mass ---------------------------------------------------------------------------

[0258] [Physical Properties] For the optical laminates prepared in Examples 21-28 and Comparative Examples 11-12, the surface on the positive A plate side was measured by XPS using the method described above to determine the boron atom content and silicon atom content. The results are shown in Table 3 below.

[0259] [Evaluation] (1) Adhesion to adjacent layers (adhesion between PVA adhesive layer and optical film) The cellulose acylate film (B1) side of the circular polarizer plates prepared in Examples 21-28 and Comparative Examples 11-12 was cut to 150 mm x 25 mm so that the long side was parallel to the MD direction of the long length, and bonded to a 200 x 50 mm glass via adhesive. Then, an incision was made with a cutter from the polarizer protective film side of the circular polarizer plate, and a polyethylene terephthalate connector was joined between the PVA adhesive layer and the optical film. The connector was sandwiched between Tensilon RTC-1210A manufactured by A&D Co., Ltd., and peeling was performed at a peeling angle of 90°, load cell of 50 N, and peeling speed of 300 mm / min. The average value of the peeling force at a position 20-50 mm from the start of peeling was taken as the adhesion force between the PVA adhesive layer and the optical film, and evaluated according to the following criteria. The results are shown in Table 3 below. <Evaluation Criteria> A: Excellent adhesion, with a high adhesion strength of 2N / 25mm or more. B: Good adhesion strength, between 1N / 25mm and 2N / 25mm. C: Unacceptable adhesion strength, less than 1N / 25mm.

[0260] (2) Planar unevenness The optical laminates prepared in Examples 21-28 and Comparative Examples 11-12 were inserted between polarizing plates, and the samples were observed under crossed nicols and evaluated according to the following criteria. The results are shown in Table 1 below. <Evaluation Criteria> A: No unevenness is visible. B: Unevenness is visible, but the area is 10% or less. C: Unevenness is visible, and the area is between 10% and 20%. D: Unevenness is visible, and the area is greater than 20%.

[0261] (3) Durability The optical laminates prepared in Examples 21-28 and Comparative Examples 11-12 were left in an environment of 115°C for 500 hours. Then, the retardation Rth in the thickness direction at a wavelength of 550 nm of the optical laminate was measured, and the change in Rth before and after the time period was evaluated according to the following evaluation criteria. <Evaluation Criteria> A: Rth change of 0 nm or more and less than 2 nm. B: Rth change of 2 nm or more and less than 5 nm. C: Rth change of 5 nm or more and less than 10 nm. D: Rth change of 10 nm or more.

[0262]

[0263] As shown in Table 3, the results indicate that when the boron content relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by X-ray photoelectron spectroscopy on the surface of the positive A plate, is less than 0.1 atomic%, there is room for improvement in adhesion to adjacent layers (e.g., other liquid crystal curing layers or adhesive layers) (Comparative Examples 11 and 12). In contrast, when the boron content relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by X-ray photoelectron spectroscopy on the surface of the positive A plate, is 0.1 atomic% or more, adhesion to adjacent layers is good, and the resulting optical laminate is also highly durable (Examples 21-28).

Claims

1. An optical film formed using a composition containing a liquid crystal compound having a polymerizable group, a sulfur-containing compound which is a different compound from the liquid crystal compound and has a thiol group or a thioether group represented by the following formula (A), and a boron-containing compound which has a boronic acid group represented by the following formula (B), wherein the optical film satisfies the following relationship (1), where Tn is the total number of carbon atoms, nitrogen atoms, oxygen atoms, sulfur atoms, and boron atoms, Sn is the number of sulfur atoms, and Bn is the number of boron atoms: Formula (1) (Sn + Bn) / Tn < 0.055 In formulas (A) and (B) above, * represents the 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 These may be connected to each other to form a ring.

2. The optical film according to claim 1, wherein Re(450), which represents the in-plane retardation of the optical film at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation of the optical film at a wavelength of 550 nm, satisfy the relationship given by the following formula (2): Formula (2) Re(550) / Re(450) > 1 3. The optical film according to claim 1, wherein the liquid crystal compound is a nematic liquid crystal compound and the polymerizable group is an acryloyloxy group or a methacryloyloxy group.

4. The optical film according to claim 1, wherein the indentation modulus is 2.2 GPa or less.

5. A polarizing plate in which the optical film according to any one of claims 1 to 4, an adhesive layer, and a polarizer are arranged in contact with each other in this order.

6. The polarizing plate according to claim 5, wherein the adhesion force between the optical film and the polarizer is 1 N / 25 mm or more.

7. The polarizing plate according to claim 5, wherein a positive C plate is arranged in contact with the optical film on the side opposite to the adhesive layer.

8. The polarizing plate according to claim 7, wherein a support is disposed on the side of the positive C plate opposite to the optical film.

9. A display device having an optical film according to any one of claims 1 to 4.

10. An optical laminate having a positive C plate and a positive A plate, wherein the positive A plate is provided on the outermost layer of the optical laminate, the positive C plate and the positive A plate are in direct contact or in contact via an alignment film, the relationship between Re(450), which represents the in-plane retardation of the optical laminate at a wavelength of 450 nm, and Re(550), which represents the in-plane retardation of the optical laminate at a wavelength of 550 nm, is satisfied by the following formula (2), and the content of boron atoms relative to the total atoms, calculated from the photoelectron spectrum of B1s obtained by measuring the surface of the optical laminate on the positive A plate side by X-ray photoelectron spectroscopy, is 0.1 atomic percent or more. Formula (2) Re(550) / Re(450) > 1 11. The optical laminate according to claim 10, wherein the positive A plate is a liquid crystal cured layer formed by fixing the orientation state of a liquid crystal composition containing a liquid crystal compound having polymerizable groups.

12. The optical laminate according to claim 10, wherein the positive C plate and the positive A plate are in contact via an alignment film, and the alignment film is a photo-alignment film.

13. The optical laminate according to claim 10, wherein the silicon atom content relative to the total atoms, calculated from the photoelectron spectrum of Si2p obtained by measuring the surface of the positive A plate side of the optical laminate by X-ray photoelectron spectroscopy, is 1.0 atomic% or more.

14. A polarizing plate comprising an optical laminate according to any one of claims 10 to 13, an adhesive layer, and a polarizer, arranged in this order in contact with each other, wherein a positive A plate of the optical laminate and the adhesive layer are in direct contact.

15. The polarizing plate according to claim 14, wherein the adhesive layer is an adhesive layer containing a polyvinyl alcohol-based adhesive.

16. A display device having the polarizing plate according to claim 14.

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