Polymerizable liquid crystal composition, optically anisotropic layer, optical film, polarizing plate, and image display device

Abstract

To provide a polymerizable liquid crystal composition, an optically anisotropic layer, an optical film, a polarizing plate, and an image display device, which can suppress generation of precipitates. The polymerizable liquid crystal composition of the present invention contains: a positive wavelength dispersion liquid crystal compound A having an aromatic ring with a π electron number of 10 or more; and a positive wavelength dispersion liquid crystal compound B having an aromatic ring with a π electron number of 6 or more and less than 10.

Description

TECHNICAL FIELD

[0001] The present application relates to a polymerizable liquid crystal composition, an optically anisotropic layer, an optical film, a polarizing plate, and an image display device. BACKGROUND

[0002] In order to eliminate image coloring or to expand a viewing angle, an optical film such as an optical compensation sheet or a retardation film is used in various image display devices.

[0003] A stretched birefringent film is used as the optical film, but in recent years, an optical film having an optically anisotropic layer composed of a liquid crystal compound has been proposed instead of the stretched birefringent film.

[0004] As such an optically anisotropic layer, for example, in Patent Literature 1, an optically anisotropic layer is described in which a polymerizable composition containing one or more kinds of polymerizable rod-like liquid crystal compounds exhibiting a smectic phase is fixed in a state of exhibiting a smectic phase ([Claim 1]).

[0005] PRIOR ART DOCUMENTS

[0006] PATENT LITERATURE

[0007] Patent Literature 1: Japanese Patent Application Laid-Open No. 2015-200861 SUMMARY

[0008] PROBLEMS TO BE SOLVED BY THE INVENTION

[0009] As a result of the present inventors' and others' studies on the polymerizable composition described in Patent Literature 1, it was found that sometimes an effluent is generated at the time of coating, and there is room for improvement in the suitability for forming an optically anisotropic layer of a long size (long suitability).

[0010] Therefore, an object of the present application is to provide a polymerizable liquid crystal composition, an optically anisotropic layer, an optical film, a polarizing plate, and an image display device, which can suppress generation of an effluent.

[0011] MEANS FOR SOLVING THE PROBLEMS

[0012] As a result of the present inventors' and others' intensive studies in order to achieve the above object, it was found that by using a polymerizable liquid crystal composition containing a positive wavelength dispersion liquid crystal compound having an aromatic ring with a number of π electrons of 10 or more and a positive wavelength dispersion liquid crystal compound having an aromatic ring with a number of π electrons of 6 or more and less than 10, generation of an effluent can be suppressed, and thus the present application was completed.

[0013] That is, it was found that the above object can be achieved by the following structure.

[0014] [1] A polymerizable liquid crystal composition containing:

[0015] Positive wavelength dispersive liquid crystal compound A has an aromatic ring with more than 10 π electrons; and

[0016] The positive wavelength dispersive liquid crystal compound B has an aromatic ring with 6 or more but less than 10 π electrons.

[0017] [2] According to the polymeric liquid crystal composition of [1], wherein,

[0018] Positive wavelength dispersive liquid crystal compound A has polymeric groups P that constitute one end and the other end of positive wavelength dispersive liquid crystal compound A. 11 and P 12 and selected from the group consisting of aromatic rings that may have substituents and alicyclic rings that may have substituents, and present in connection with the polymerizable group P. 11 and P 12 The key has more than 3 rings B 11 compounds,

[0019] Positive wavelength dispersive liquid crystal compound B has polymeric groups P that constitute one end and the other end of positive wavelength dispersive liquid crystal compound B. 21 and P 22 and selected from the group consisting of aromatic rings that may have substituents and alicyclic rings that may have substituents, and present in connection with the polymerizable group P. 21 and P 22 The key has more than 3 rings B 21 Compounds.

[0020] In this context, one end and the other end of a compound refer to the atoms that are connected to the bonds of the compound with the shortest distance, which serve as the starting and ending points for calculating the maximum number of atoms.

[0021] [3] The polymeric liquid crystal composition according to [2], wherein,

[0022] In positive wavelength dispersive liquid crystal compound A, from the polymeric group P 11 or P 12 Ring B arranged in sequence 11 The arrangement is similar to that in the positive wavelength dispersive liquid crystal compound B, from the polymeric group P 21 or P 22 Ring B arranged in sequence 21 The arrangement is the same.

[0023] Regarding the arrangement of rings, if the objects being compared are all aromatic rings, then even if the ring structures or substituents are different, they are considered to constitute the same arrangement. If the objects being compared are all alicyclic rings, then even if the ring structures or substituents are different, they are considered to constitute the same arrangement.

[0024] Also, the arrangement of the rings does not include a structure in which a connecting portion between 2 rings is included.

[0025] [4] The polymerizable liquid crystal composition according to any one of [1] to [3], wherein

[0026] The positive wavelength-dispersive liquid crystal compound A is a compound represented by the following formula (I),

[0027] The positive wavelength-dispersive liquid crystal compound B is a compound represented by the following formula (II).

[0028] [5] The polymerizable liquid crystal composition according to [4], wherein

[0029] In the following formula (I), m11 is 2, X 11 between 2 Cys is a single bond, and m12 is 2, X 12 between 2 Cys is a single bond, 12 15

[0030] In the following formula (II), m21 is 2, X 21 between 2 Cys is a single bond, and m22 is 2, X 22 between 2 Cys is a single bond. 22 25

[0031] [6] The polymerizable liquid crystal composition according to [4] or [5], wherein

[0032] The structure other than Ar 13 in the following formula (I) and the structure other than Ar 23 in the following formula (II) are the same structure.

[0033] [7] The polymerizable liquid crystal composition according to any one of [4] to [6], wherein

[0034] In the following formula (I), the total of n11, m11, k11, m12, and n12 is an integer of 5 to 10,

[0035] In the following formula (II), the total of n21, m21, k21, m22, and n22 is an integer of 5 to 10.

[0036] [8] The polymerizable liquid crystal composition according to any one of [4] to [7], wherein

[0037] Ar 13 in the following formula (I) and Ar 23 ​​​​All are aromatic hydrocarbon rings which can have substituents.

[0038] [9] The polymerizable liquid crystal composition according to any one of [4] to [8], wherein,

[0039] Ar in formula (I) described later 13 is an aromatic ring represented by formula (III) described later.

[0040]

[10] The polymerizable liquid crystal composition according to any one of [1] to [9], further containing an inverse wavelength dispersion liquid crystal compound having any one aromatic ring selected from the group including a group represented by formulae (Ar-1) to (Ar-7) described later.

[0041]

[11] An optically anisotropic layer which is formed by fixing the alignment state of the polymerizable liquid crystal composition according to any one of [1] to

[10] .

[0042]

[12] The optically anisotropic layer according to

[11] , wherein,

[0043] indicates a diffraction peak derived from a periodic structure in X-ray diffraction measurement.

[0044]

[13] The optically anisotropic layer according to

[11] or

[12] , wherein,

[0045] The positive wavelength dispersion liquid crystal compound A and the positive wavelength dispersion liquid crystal compound B included in the polymerizable liquid crystal composition are fixed in a state of horizontally aligned with respect to the main surface of the optically anisotropic layer.

[0046]

[14] The optically anisotropic layer according to any one of

[11] to

[13] , which is a positive A-plate.

[0047]

[15] An optical film having the optically anisotropic layer according to any one of

[11] to

[14] .

[0048]

[16] The optical film according to

[16] , wherein,

[0049] The optically anisotropic layer is formed on the surface of a photo-alignment film.

[0050]

[17] A polarizing plate having the optical film according to

[15] or

[16] and a polarizer.

[0051]

[18] An image display device having the optical film according to

[15] or

[16] or the polarizing plate according to

[17] .

[0052]

[19] The image display device according to

[18] , which is a liquid crystal display device.

[0053]

[20] The image display device according to

[18] , which is an organic EL display device.

[0054] Effects of Invention

[0055] According to the present application, it is possible to provide a polymerizable liquid crystal composition, an optically anisotropic layer, an optical film, a polarizing plate, and an image display device, which can suppress generation of precipitates. BRIEF DESCRIPTION OF DRAWINGS

[0056] Figure 1 is a schematic cross-sectional view showing an example of an optical film. DETAILED DESCRIPTION

[0057] Hereinafter, the present application will be described in detail.

[0058] The following description of the components is sometimes based on representative embodiments of the present application, but the present application is not limited to such embodiments.

[0059] In addition, in the present specification, a numerical range represented by "to" means a range including the lower limit value and the upper limit value recited before and after "to".

[0060] Also, in the present specification, each component can use one kind of a substance corresponding to each component alone, or two or more kinds of substances can be used at the same time. In the case where two or more kinds of substances are used at the same time with respect to each component, the content with respect to the component means the total content of the substances used at the same time, unless otherwise specified.

[0061] Also, in the present specification, unless the bonding position is specified, the bonding direction of a divalent group represented by, for example, -CO-O- is not particularly limited, and for example, in the case of X 11 -CO-O- in the formula (I) described later, if the position bonded on the Sp 11 side is set as *1, and the position bonded on the Ar 11 side is set as *2, X 11 may be *1-CO-O-*2, or *1-O-CO-*2.

[0062] [Polymerizable liquid crystal composition]

[0063] The polymerizable liquid crystal composition of the present application contains: a positive wavelength dispersion liquid crystal compound A having an aromatic ring with a number of π electrons of 10 or more; and a positive wavelength dispersion liquid crystal compound B having an aromatic ring with a number of π electrons of 6 or more and less than 10.

[0064] In the present application, as described above, by using the polymerizable liquid crystal composition containing the positive wavelength dispersion liquid crystal compound A having an aromatic ring with a π electron number of 10 or more and the positive wavelength dispersion liquid crystal compound B having an aromatic ring with a π electron number of 6 or more and less than 10, it is possible to suppress the generation of precipitates.

[0065] Although the details thereof are not clear, the present inventors and others have speculated as follows.

[0066] First, the present inventors and others have speculated that by blending the positive wavelength dispersion liquid crystal compound A having an aromatic ring with a π electron number of 10 or more, the interaction between the liquid crystal compounds is made stronger by π-π interaction (stacking interaction).

[0067] Further, the present inventors and others have speculated that by also blending the positive wavelength dispersion liquid crystal compound B having an aromatic ring with a π electron number of 6 or more and less than 10 along with the positive wavelength dispersion liquid crystal compound A, it is possible to suppress the condensation of the positive wavelength dispersion liquid crystal compound A alone whose interaction is made stronger.

[0068] Therefore, it is considered that in the present application, by blending the positive wavelength dispersion liquid crystal compound A and the positive wavelength dispersion liquid crystal compound B, it is possible to suppress condensation while improving the interaction between the liquid crystal compounds, and thus it is possible to suppress the generation of precipitates.

[0069] Hereinafter, each component of the polymerizable liquid crystal composition of the present application will be described in detail.

[0070] 〔Positive Wavelength Dispersion Liquid Crystal Compound A〕

[0071] The positive wavelength dispersion liquid crystal compound A contained in the polymerizable liquid crystal composition of the present application is a positive wavelength dispersion liquid crystal compound having an aromatic ring with a π electron number of 10 or more.

[0072] Herein, in the present specification, a "positive wavelength dispersion" liquid crystal compound refers to a liquid crystal compound in which, when measuring the in-plane retardation (Re) value in a specific wavelength (visible light range) of a phase difference film made using the compound, the Re value becomes smaller as the measurement wavelength becomes larger.

[0073] In the present application, from the viewpoint of improving the orientation property, the positive wavelength dispersion liquid crystal compound A is preferably a compound having a polymerizable group P 11 and P 12 and 3 or more rings B 11 selected from the group including an aromatic ring which can have a substituent and an alicyclic ring which can have a substituent and present on the bond connecting the polymerizable groups P 12 and P 11 .

[0074] wherein one end and the other end of the compound respectively refer to the atoms that become the starting point and the end point of the calculation of the maximum number of atoms when the atoms connected by the shortest distance in the compound are calculated.

[0075] and ring B 11 "present on the bond connecting the polymerizable group P 11 and P 12 " refers to a part of the moiety required for directly connecting the polymerizable group P 11 and P 12 . In addition, the positive wavelength-dispersive liquid crystal compound A can have a moiety other than the moiety required for directly connecting the polymerizable group P 11 and P 12 (hereinafter, also simply referred to as "side chain"), but the ring structure constituting a part of the side chain is not included in ring B 11 .

[0076] In addition, the two polymerizable groups P 11 and P 12 that the positive wavelength-dispersive liquid crystal compound A has can be the same or different, and the three or more rings B 11 that the positive wavelength-dispersive liquid crystal compound A has can be the same or different.

[0077] There is no particular limitation on the polymerizable groups P 11 and P 12 , and a polymerizable group that can be polymerized by radical polymerization or cationic polymerization is preferable.

[0078] As the radical polymerizable group, a publicly known radical polymerizable group can be used, and as preferable, acryloyloxy group or methacryloyloxy group can be mentioned. It is known that in this case, the polymerization speed of acryloyloxy group is fast, and from the viewpoint of improving productivity, acryloyloxy group is preferable, but methacryloyloxy group can also be used as the polymerizable group as well.

[0079] As the cationic polymerizable group, a publicly known cationic polymerizable group can be used, and specifically, alicyclic ether group, cyclic acetal group, cyclic lactone group, cyclic sulfide group, spirocyclic orthoester group, and vinyloxy group, etc. can be mentioned. Among them, alicyclic ether group or vinyloxy group is preferable, and epoxy group, oxetanyl group, or vinyloxy group is more preferable.

[0080] As an example of the particularly preferable polymerizable group, a polymerizable group represented by any one of the following formulae (P-1) to (P-20) can be mentioned.

[0081] [Chemical Formula 1]

[0082]

[0083] The positive wavelength-dispersive liquid crystal compound A can have three or more polymerizable groups. In the case where the polymerizable liquid crystal compound has three or more polymerizable groups, there is no particular limitation on the polymerizable groups other than the above-described polymerizable groups P 11 and P 12 , and preferred examples thereof include the same groups as the above-described polymerizable groups capable of radical polymerization or cationic polymerization.

[0084] The number of polymerizable groups possessed by the polymerizable liquid crystal compound is preferably two to four, and more preferably two of the polymerizable groups P 11 and P 12 .

[0085] The aromatic ring which can have a substituent as a mode of the ring B 11 may be, for example, an aromatic ring having 5 to 20 ring members which can have a substituent.

[0086] The aromatic ring having 5 to 20 ring members may be, for example, an aromatic hydrocarbon ring such as a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthrene ring; and an aromatic heterocyclic ring such as a furan ring, a pyrrole ring, a thiophene ring, a pyridine ring, a thiazole ring, a benzothiazole ring, a quinoline ring, an isoquinoline ring, a quinoxaline ring, and a quinazoline ring.

[0087] The aromatic ring which is a mode of the ring B 11 may have a substituent such as an alkyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, an alkylamino group, a dialkylamino group, an alkylamide group, an alkenyl group, an alkynyl group, a halogen atom, a cyano group, a nitro group, an alkylthiol group, and an N-alkylcarbamate group.

[0088] Among them, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkylcarbonyloxy group, or a halogen atom is preferred.

[0089] As the alkyl group, a linear, branched, or cyclic alkyl group having 1 to 18 carbon atoms is preferred, a alkyl group having 1 to 8 carbon atoms (for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a t-butyl group, a cyclohexyl group, and the like) is more preferred, an alkyl group having 1 to 4 carbon atoms is further preferred, and a methyl group or an ethyl group is particularly preferred.

[0090] As the alkoxy group, an alkoxy group having 1 to 18 carbon atoms is preferred, an alkoxy group having 1 to 8 carbon atoms (for example, a methoxy group, an ethoxy group, a n-butoxy group, a methoxyethoxy group, and the like) is more preferred, an alkoxy group having 1 to 4 carbon atoms is further preferred, and a methoxy group or an ethoxy group is particularly preferred.

[0091] As an alkoxycarbonyl group, examples of groups bonded to alkyl groups with an oxycarbonyl (-O-CO-) group as exemplified above can be included, preferably methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl or isopropoxycarbonyl, more preferably methoxycarbonyl.

[0092] As an alkyl carbonyloxy group, examples of carbonyloxy (-CO-O- group) bonded to an alkyl group as exemplified above are available, preferably methyl carbonyloxy, ethyl carbonyloxy, n-propyl carbonyloxy or isopropyl carbonyloxy, more preferably methyl carbonyloxy.

[0093] Examples of halogen atoms include fluorine, chlorine, bromine, and iodine atoms, with fluorine or chlorine atoms being preferred.

[0094] As ring B 11 One type of alicyclic ring may have substituents, including divalent alicyclic hydrocarbon groups with 5 to 20 carbon atoms that may have substituents, and heterocycles formed by substituting one or more of the -CH2- of the alicyclic hydrocarbon group with 5 to 20 carbon atoms with -O-, -S- or -NH-.

[0095] The alicyclic hydrocarbon group with 5 to 20 carbon atoms is preferably a 5-membered or 6-membered ring. Furthermore, the alicyclic hydrocarbon group can be saturated or unsaturated, but a saturated alicyclic hydrocarbon group is preferred. For example, reference can be made to paragraph

[0078] of Japanese Patent Application Publication No. 2012-21068, the contents of which are incorporated herein by reference.

[0096] As ring B 11 The alicyclic ring is preferably a cycloalkane ring with 5 to 20 carbon atoms. Examples of cycloalkane rings with 5 to 20 carbon atoms include cyclohexane, cyclopentane, cyclooctane, cyclododecane, and cyclodocosahexane. Among these, cyclohexane is preferred, 1,4-cyclohexene is more preferred, and trans-1,4-cyclohexene is even more preferred.

[0097] As ring B 11 The alicyclic ring can have substituents, including preferred substituents, such as those associated with the aforementioned ring B. 11 An aromatic ring in one manner can have the same substituents as the group.

[0098] As ring B 11 The alicyclic compound of one type preferably does not have substituents.

[0099] Positive wavelength dispersive liquid crystal compound A as ring B 11 Preferably, it has at least one aromatic ring with 10 or more π electrons that can have substituents, and more preferably, it has at least one group represented by formula (III) described later.

[0100] and the positive wavelength dispersion liquid crystalline compound A as ring B 11 Preferably, it has at least one cyclohexane ring, more preferably at least one 1,4-cyclohexylene group, further preferably at least one trans-1,4-cyclohexylene group.

[0101] i.e., the positive wavelength dispersion liquid crystalline compound A as ring B 11 Preferably, it has a combination of at least one aromatic ring having 10 or more π electrons (more preferably a group represented by the following formula (III)) and at least one cyclohexane ring (more preferably 2 to 4 1,4-cyclohexylene groups).

[0102] In the positive wavelength dispersion liquid crystalline compound A, the number of ring B 11 and P 12 bonded to the linking polymeric group P 11 is not particularly limited, but from the viewpoint of orientation stability of the liquid crystalline compound, it is preferably 3 to 7, more preferably 4 to 6, further preferably 5.

[0103] In the present application, from the viewpoint of further improving the optical compensation property of the optical anisotropic layer formed, it is preferable that the positive wavelength dispersion liquid crystalline compound A be a compound represented by the following formula (I).

[0104] P 11 -Sp 11 -(X 11 -Ar 11 ) n11 -(X 12 -Cy 11 ) m11 -(X 13 -Ar 13 ) k11 -X 14 -(Cy 12 -X 15 ) m12 -(Ar 12 -X 16 ) n12 -Sp 12 -P 12 …(I)

[0105] In the above formula (I),

[0106] P 11 and P 12 each independently represent a polymeric group.

[0107] Sp 11 and Sp 12respectively independently represent a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a 2-valent linking group in which 1 or more -CH2- of a linear or branched alkylene group having 1 to 14 carbon atoms is substituted with -O-, -S-, -NH-, -N(Q)- or -CO-, Q representing a substituent.

[0108] n11, m11, m12 and n12 respectively independently represent an integer of 0 to 2. Among them, at least one of m11 and n11 represents 1 or 2, and at least one of m12 and n12 represents 1 or 2.

[0109] k11 represents 1 or 2.

[0110] X 11 , X 12 , X 13 , X 14 , X 15 and X 16 respectively independently represent a single bond or -CO-, -O-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 - or a 2-valent linking group composed of a combination of 2 or more of them, R 1 to R 5 respectively independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 12 carbon atoms. Among them, in the case where n11 is 2, a plurality of X 11 may be the same or different, in the case where m11 is 2, a plurality of X 12 may be the same or different, in the case where k11 is 2, a plurality of X 13 may be the same or different, in the case where m12 is 2, a plurality of X 15 may be the same or different, in the case where n12 is 2, a plurality of X 16 may be the same or different.

[0111] Ar 11 and Ar 12 respectively independently represent an aromatic ring which can have a substituent. Among them, in the case where n11 is 2, a plurality of Ar 11 may be the same or different, in the case where n12 is 2, a plurality of Ar 12 may be the same or different.

[0112] Cy 11 and Cy 12 respectively independently represent an alicyclic ring which can have a substituent. Among them, in the case where m11 is 2, a plurality of Cy11 may be the same or different, and in the case where m12 is 2, a plurality of Cy 12 may be the same or different.

[0113] Ar 13 represents an aromatic ring which can have a substituent, and in the case where k11 is 2, a plurality of Ar 13 may be the same or different.

[0114] In the above formula (I), as P 11 and P 12 represented by the above formula (P-1) to (P-20), and more preferably acryloyloxy group or methacryloyloxy group.

[0115] In the above formula (I), as Sp 11 and Sp 12 represented by the above formula (P-1) to (P-20), and more preferably acryloyloxy group or methacryloyloxy group. 11 may be 1 or more of the divalent linking groups in which -CH2- constituting the above alkylene group is substituted with -O-, -S-, -NH-, -N(Q)- or -CO-. 12 may be 1 or more of the divalent linking groups in which -CH2- constituting the above alkylene group is substituted with -O-, -S-, -NH-, -N(Q)- or -CO-.

[0116] As the substituent represented by Q, the same groups as the substituents which the aromatic ring as one mode of the above ring B 11 may have can be mentioned.

[0117] As Sp 11 and Sp 12 , a straight-chain or branched-chain alkylene group having 1 to 14 carbon atoms (more preferably a straight-chain or branched-chain alkylene group having 2 to 10 carbon atoms) or a divalent linking group in which -CH2- constituting a straight-chain or branched-chain alkylene group having 2 to 14 carbon atoms (more preferably a straight-chain or branched-chain alkylene group having 4 to 12 carbon atoms) is substituted with -O- or -CO- is preferred.

[0118] In the above formula (I), the total of n11 and m11 and the total of m12 and n12 are preferably an integer of 1 to 3, and more preferably 2.

[0119] wherein, from the viewpoint of improving the alignment of the positive wavelength-dispersion liquid crystal compound A, each of n11, m11, m12, and n12 is preferably 1, and from the viewpoint of improving durability, each of n11 and n12 is preferably 0 and each of m11 and m12 is preferably 2.

[0120] In the above formula (I), k11 is preferably 1.

[0121] In the present application, from the viewpoint of further suppressing the generation of precipitates, the total of n11, m11, k11, m12, and n12 in the above formula (I) is preferably an integer of 5 to 10, more preferably an integer of 5 to 7, and further preferably 5.

[0122] In the above formula (I), as the divalent linking group represented by X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 , for example, -CO-, -O-, -CO-O-, -C(=S)O-, -CR 1 R 2 -, -CR 1 R 2 -, -CR 1 R 2 -, -O-CR 1 R 2 -, -CR 1 R 2 -O-CR 1 R 2 -, -CO-O-CR 1 R 2 -, -O-CO-CR 1 R 2 -, -CR 1 R 2 -O-CO-CR 1 R 2 -, -CR 1 R 2 -CO-O-CR 1 R 2 -, -NR 5 -CR 1 R 2 -, and -CO-NR 5 - can be mentioned. R 1 , R 2 , and R 5 each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms.

[0123] As X 11 , X 12, X 13 , X 14 , X 15 and X 16 , preferably a single bond, -CO-, -O- or -COO-.

[0124] In the present application, from the viewpoint of improving the stability of the optical anisotropic layer formed, it is preferred that m11 in the above formula (I) be 2, X 11 between the two Cy 12 groups be a single bond, and m12 in the above formula (I) be 2, X 12 between the two Cy 15 groups be a single bond.

[0125] In the above formula (I), as the aromatic ring which can have a substituent represented by Ar 11 and Ar 12 , the same aromatic rings as the aromatic rings which can have a substituent as one mode of the above ring B 11 can be mentioned.

[0126] Among them, the aromatic ring which can have a substituent and has 6 or 10 π electrons is preferred, the aromatic ring which can have a substituent and has 6 π electrons is more preferred, and the benzene ring (e.g., 1,4-phenylene) which can have a substituent is further preferred.

[0127] In the above formula (I), as the substituent which the aromatic ring represented by Ar 11 and Ar 12 may have, the same substituents as the substituents which the aromatic ring as one mode of the above ring B 11 may have can be mentioned, including the preferred modes thereof.

[0128] In the above formula (I), as the aromatic ring which can have a substituent and has 10 or more π electrons represented by Ar 13 , the same aromatic rings as the aromatic rings which can have a substituent and have 10 or more π electrons among the aromatic rings which can have a substituent as one mode of the above ring B 11 can be mentioned.

[0129] Among them, as Ar 13 , the aromatic ring which can have a substituent and has 10 to 18 π electrons is preferred from the viewpoint of improving the alignment property of the positive wavelength dispersion liquid crystal compound A, and the aromatic ring which can have a substituent and has 10 to 14 π electrons is more preferred.

[0130] In the above formula (I), as the substituent which the aromatic ring represented by Ar 13 may have and has 10 or more π electrons, the same substituents as the substituents which the aromatic ring as one mode of the above ring B 11The aromatic ring of the above-mentioned formula (III) can have the same substituent as the substituent which the aromatic ring of the above-mentioned formula (II) can have.

[0131] In the present application, from the viewpoint of more suppressing generation of precipitates, Ar 13 is preferably an aromatic hydrocarbon ring which can have a substituent.

[0132] As the aromatic hydrocarbon ring, specifically, for example, naphthalene ring, anthracene ring, and phenanthrene ring, etc. can be mentioned.

[0133] Further, as the substituent which the aromatic hydrocarbon ring can have, also including the preferable mode thereof, the same substituent as the substituent which the above-mentioned ring B 11 The aromatic ring of the above-mentioned formula (III) can have the same substituent as the substituent which the aromatic ring of the above-mentioned formula (II) can have.

[0134] In the present application, from the viewpoint of improving orientation, Ar 13 is preferably an aromatic ring represented by the following formula (III).

[0135] [Chemical Formula 2]

[0136]

[0137] In the above-mentioned formula (III),

[0138] * indicates the bonding position with X 13 or X 14 .

[0139] Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 respectively independently represent a hydrogen atom or a substituent.

[0140] In the above-mentioned formula (III), preferably all of Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 are hydrogen atoms or one or two of Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 represent a substituent. Among them, more preferably all of Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8one or two of them represent a substituent and the others represent a hydrogen atom, further preferably one represents a substituent and the others represent a hydrogen atom.

[0141] In the above formula (III), as Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 , Q 5 , Q 6 , Q 7 , and Q 8 , any one of them is more preferable. 5 At least one of Q 8 and Q 6 represents a substituent. 7

[0142] In the above formula (III), as the substituents represented by Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 , in addition to the preferable modes thereof, the same groups as the substituents which the aromatic ring as one mode of the above-mentioned ring B 11 may have can be mentioned.

[0143] Among them, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a group in which an alkyl group having 1 to 4 carbon atoms is bonded to an oxycarbonyl group, a group in which an alkyl group having 1 to 4 carbon atoms is bonded to a carbonyloxy group, a fluorine atom, or a chlorine atom are preferable, and an alkyl group having 1 to 4 carbon atoms, a methoxy group, an ethoxy group, a methoxycarbonyl group, and a methylcarbonyloxy group are further preferable.

[0144] Further, as the preferable specific examples of Ar 13 in the above formula (I), groups represented by the following formulae (IV-1) to (IV-3) can be mentioned.

[0145] [Chemical Formula 3]

[0146]

[0147] In the above formulae (IV-1) to (IV-3), Y 2 represents -C(Ry)= or -N=, and Ry represents a hydrogen atom, a fluorine atom, a chlorine atom, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 1 to 12 carbon atoms, or a phenyl group.

[0148] In the above formulae (IV-1) to (IV-3), T 1 , T​2 and T 3 respectively independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an alkoxycarbonyl group having 1 to 12 carbon atoms, an alkylcarbonyl group having 1 to 12 carbon atoms, an aromatic ring having 6 to 18 π electrons, or a monovalent organic group in which at least one -CH2- of the alkyl group, the alkoxy group, the alkoxycarbonyl group, or the alkylcarbonyl group is replaced with -O-, -CO-, or -S-. Also, T 1 and T 2 may be bonded to each other to form a ring.

[0149] In the above formula (IV-1) to formula (IV-3), T 4 independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a trifluoromethyl group, a trifluoromethoxy group, an alkyl group having 1 to 12 carbon atoms, or a phenyl group. * represents a bonding position to X 13 or X 14 .

[0150] In the above formula (I), as the alicyclic hydrocarbon ring which can have a substituent represented by Cy 11 and Cy 12 , the same alicyclic hydrocarbon ring as the alicyclic hydrocarbon ring which can have a substituent as one mode of the above ring B 11 .

[0151] wherein, a cycloalkane ring having 5 to 20 carbon atoms which can have a substituent is preferred, a cyclohexane ring which can have a substituent is more preferred, 1,4-cyclohexylene is further preferred, and trans-1,4-cyclohexylene is particularly preferred.

[0152] Also, in the above formula (I), as the substituent which the alicyclic hydrocarbon ring represented by Cy 11 and Cy 12 may have, the same substituent as the substituent which the aromatic ring can have as one mode of the above ring B 11 .

[0153] Also, as the compound represented by the above formula (I), the compounds (1-1) to (1-19) represented by the following formulae can be mentioned. In addition, in the structure of the compound (1-14), the group adjacent to the acryloyloxy group represents a propylene group (a group in which a methyl group is substituted with an ethylene group), and the compound (1-14) represents a mixture of positional isomers in which the position of the methyl group is different.

[0154] [Chemical Formula 4]

[0155]

[0156] [Chemical Formula 5]

[0157]

[0158] [Chemical Formula 6]

[0159]

[0160] [Chemical Formula 7]

[0161]

[0162] [Chemical Formula 8]

[0163]

[0164] [Chemical Formula 9]

[0165]

[0166] [Positive wavelength dispersive liquid crystal compound B]

[0167] The positive wavelength dispersive liquid crystal compound B contained in the polymerizable liquid crystal composition of the present invention is a positive wavelength dispersive liquid crystal compound having an aromatic ring having 6 or more but less than 10 π electrons.

[0168] In this invention, from the viewpoint of improving orientation, the positive wavelength dispersive liquid crystal compound B is preferably having polymeric groups P that respectively constitute one end and the other end of the positive wavelength dispersive liquid crystal compound B. 21 and P 22 and selected from the group consisting of aromatic rings that may have substituents and alicyclic rings that may have substituents, and present in connection with the polymerizable group P. 21 and P 22 The key has more than 3 rings B 21 Compounds.

[0169] Among them, ring B 21 "Existing in the polymerizing group P" 21 and P 22 "On the bond" refers to the structure that forms a direct bond to the polymeric group P. 21 and P 22 And part of the required portion. Additionally, the positive wavelength dispersive liquid crystal compound B can have, besides being for the direct attachment of polymeric groups P... 21 and P 22 The portion other than the required part (hereinafter also referred to as "side chain"), but the loop structure that constitutes part of the side chain is not included in loop B. 21 middle.

[0170] Furthermore, the positive wavelength dispersive liquid crystal compound B possesses two polymerizable groups P. 21 and P22 The three or more rings B of the positive wavelength dispersion liquid crystalline compound B can be the same or different. 21 The three or more rings B can be the same or different.

[0171] Regarding the polymerizable group P 21 and P 22 , the same groups as those described in the polymerizable group P 11 and P 12 of the positive wavelength dispersion liquid crystalline compound A can be mentioned, and the preferable modes are also the same.

[0172] The positive wavelength dispersion liquid crystalline compound B can have three or more polymerizable groups. In the case where the polymerizable liquid crystalline compound has three or more polymerizable groups, there is no particular limitation on the polymerizable groups other than the polymerizable groups P 21 and P 22 described above, and the preferable modes thereof are also included, and the same groups as those capable of radical polymerization or cationic polymerization described above can be mentioned.

[0173] The number of the polymerizable groups possessed by the polymerizable liquid crystalline compound is preferably 2 to 4, and more preferably only two of the polymerizable groups P 21 and P 22 are possessed.

[0174] Further, regarding the ring B 21 , the same rings as those described in the ring B 11 of the positive wavelength dispersion liquid crystalline compound A can be mentioned.

[0175] Among them, the positive wavelength dispersion liquid crystalline compound B preferably has, as the ring B 21 , at least one aromatic ring having a π electron number of 6 or more and less than 10 which can have a substituent, and more preferably has a benzene ring (e.g., 1,4-phenylene).

[0176] Further, the positive wavelength dispersion liquid crystalline compound B preferably has, as the ring B 21 , at least one cyclohexane ring, and more preferably has at least one 1,4-cyclohexylene group, and further preferably at least one trans-1,4-cyclohexylene group.

[0177] That is, the positive wavelength dispersion liquid crystalline compound B preferably has, as the ring B 21 , a combination of at least one aromatic ring having a π electron number of 6 or more and less than 10 (more preferably 1,4-phenylene) and at least one cyclohexane ring (more preferably 2 to 4 1,4-cyclohexylene groups).

[0178] In the present application, the positive wavelength dispersion liquid crystalline compound B is preferably a compound represented by the following formula (II) from the viewpoint of further improving the optical compensation property of the optical anisotropic layer formed.

[0179] P 21 -Sp 21 -(X 21 -Ar 21 ) n21 -(X 22 -Cy 21 ) m21 -(X 23 -Ar 23 ) k21 -X 24 -(Cy 22 -X 25 ) m22 -(Ar 22 -X 26 ) n22 -Sp 22 -P 22 ……(II)

[0180] wherein, in the above formula (II),

[0181] P 21 and P 22 each independently represent a polymerizable group.

[0182] Sp 21 and Sp 22 each independently represent a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a divalent linking group in which 1 or more -CH2- of a linear or branched alkylene group having 1 to 14 carbon atoms is / are substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-, Q representing a substituent.

[0183] n21, m21, m22, and n22 each independently represent an integer of 0 to 2. At least one of m21 and n21 represents 1 or 2, and at least one of m22 and n22 represents 1 or 2.

[0184] k21 represents 1 or 2.

[0185] X 21 , X 22 , X 23 , X 24 , X 25 , and X 26 each independently represent a single bond or -CO-, -O-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group composed of a combination of two or more thereof.1 ~R 5 Each can independently represent an alkyl group having 1 to 12 carbon atoms, consisting of hydrogen atoms, fluorine atoms, or carbon atoms. When n21 is 2, multiple X's... 21 They can be the same or different. When m21 is 2, there are multiple X's. 22 They can be the same or different. When k21 is 2, there are multiple X's. 23 They can be the same or different. When m22 is 2, there are multiple X's. 25 They can be the same or different. When n22 is 2, there are multiple X's. 26 They can be the same or different.

[0186] Ar 21 and Ar 22 Each can independently represent an aromatic ring that may have substituents. Where, in the case of n21 being 2, multiple Ar... 21 They can be the same or different. When n22 is 2, multiple Ar... 22 They can be the same or different.

[0187] Cy 21 and Cy 22 Each alicyclic ring can independently represent a substituent. Specifically, when m21 is 2, multiple Cy rings... 21 They can be the same or different. When m22 is 2, there are multiple Cy... 22 They can be the same or different.

[0188] Ar 23 This indicates an aromatic ring that can have 6 or more but less than 10 π electrons in its substituents. Specifically, when k21 is 2, multiple Ar... 23 They can be the same or different.

[0189] In equation (II) above, P 21 and P 22 Examples of P in equation (I) above can be given. 11 and P 12 The same group is described in the text, and the preferred method is also the same.

[0190] Furthermore, as Sp 21 and Sp 22 Examples of Sp in equation (I) above can be given respectively. 11 and Sp 12 The same group is described in the text, and the preferred method is also the same.

[0191] Also, as n21, m21, m22, and n22, the same integers as those explained in n11, m11, m12, and n12 in the above formula (I) can be given, and the preferable modes are also the same.

[0192] Also, as k21, the same integers as those explained in k11 in the above formula (I) can be given, and the preferable modes are also the same.

[0193] Also, as X 21 , X 22 , X 23 , X 24 , X 25 , and X 26 , the same groups as those explained in X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 in the above formula (I) can be given, and the preferable modes are also the same.

[0194] Also, as Ar 21 and Ar 22 , the same groups as those explained in Ar 11 and Ar 12 in the above formula (I) can be given, and the preferable modes are also the same.

[0195] Also, as Cy 21 and Cy 22 , the same groups as those explained in Cy 11 and Cy 12 in the above formula (I) can be given, and the preferable modes are also the same.

[0196] On the other hand, in the above formula (II), as the aromatic ring which can have a substituent and has 6 or more and less than 10 π electrons represented by Ar 23 , the same aromatic ring which can have a substituent and has 6 or more and less than 10 π electrons as one mode of the above ring B 11 can be given.

[0197] Among them, a benzene ring (for example, 1,4-phenylene) is preferable.

[0198] Also, in the above formula (II), as the substituent which the aromatic ring having 6 or more and less than 10 π electrons can have represented by Ar 23 , the same substituent as the substituent which the aromatic ring as one mode of the above ring B 11 can have is also included as the preferable mode.

[0199] In the present application, from the viewpoint of improving the stability of the optical anisotropic layer formed, in the above formula (II), m21 is preferably 2, X 21 between the two Cy 22 groups is a single bond, and m22 is 2, X 22 between the two Cy 25 groups is a single bond.

[0200] In the present application, from the viewpoint of further suppressing the generation of precipitates, the total of n21, m21, k21, m22, and n22 in the above formula (II) is preferably an integer of 5 to 10, more preferably an integer of 5 to 7, and further preferably 5.

[0201] In the present application, from the viewpoint of further suppressing the generation of precipitates, Ar 23 in the above formula (II) is preferably an aromatic hydrocarbon ring which can have a substituent.

[0202] As the aromatic hydrocarbon ring, specifically, for example, a benzene ring or the like can be mentioned.

[0203] Further, as the substituent which the aromatic hydrocarbon ring can have, the same substituent as the substituent which the aromatic ring as one mode of the above ring B 11 can have is also included as a preferable mode.

[0204] Further, as the compound represented by the above formula (II), compounds (2-1) to (2-5) represented by the following formulae can be mentioned.

[0205] Further, as another example of the compound represented by the above formula (II), the polymerizable compounds described in

[0059] to

[0061] of International Publication No. 2019 / 160014 and the polymerizable compounds described in

[0055] of International Publication No. 2019 / 160016, and the like can be mentioned.

[0206] [Chemical Formula 10]

[0207]

[0208] In the present application, from the viewpoint of further suppressing the generation of precipitates, it is preferable that the arrangement of the ring B 11 arranged in order from the polymerizable group P 12 or P 22 in the above positive wavelength dispersion liquid crystal compound B be the same as the arrangement of the ring B 21 arranged in order from the polymerizable group P 11 or P 21 in the above positive wavelength dispersion liquid crystal compound A.

[0209] In the present application, the arrangement of the rings in the positive wavelength-dispersion liquid crystal compound A and the positive wavelength-dispersion liquid crystal compound B is as follows. If the rings compared are both aromatic rings, they are considered to be arranged in the same manner even if the ring structures or substituents are different. If the rings compared are both alicyclic rings, they are considered to be arranged in the same manner even if the ring structures or substituents are different. Furthermore, the arrangement of the rings does not include the structure of the connecting portion between two rings. For example, even if the different skeletons such as phenylene and naphthylene are used, as long as the rings compared are both aromatic rings, they are considered to be arranged in the same manner. Even if the different skeletons such as cyclohexylene and cyclopentylene are used, as long as the rings compared are both alicyclic rings, they are considered to be arranged in the same manner.

[0210] In the present application, from the viewpoint of further suppressing the generation of precipitates, it is preferred that the structure other than Ar 13 in the above formula (I) in the above-mentioned positive wavelength-dispersion liquid crystal compound A be the same structure as the structure other than Ar 23 in the above formula (II) in the above-mentioned positive wavelength-dispersion liquid crystal compound B.

[0211] In the polymerizable liquid crystal composition of the present application, the blending ratio of the above-mentioned positive wavelength-dispersion liquid crystal compound A and the positive wavelength-dispersion liquid crystal compound B is not particularly limited, and the ratio of the mass of the positive wavelength-dispersion liquid crystal compound A to the mass of the positive wavelength-dispersion liquid crystal compound B (A / B) is preferably 10 / 90 to 90 / 10, and more preferably 30 / 70 to 70 / 30.

[0212] [Reverse wavelength-dispersion liquid crystal compound]

[0213] In the polymerizable liquid crystal composition of the present application, from the viewpoint of further improving the optical compensatory properties of the optical anisotropic layer formed, it is preferred to contain a reverse wavelength-dispersion liquid crystal compound having any one aromatic ring selected from the group consisting of the groups represented by the following formulas (Ar-1) to (Ar-7).

[0214] Here, in the present specification, the "reverse wavelength-dispersion" liquid crystal compound means that, when the in-plane retardation (Re) value in a specific wavelength (visible light range) of a phase difference film produced using the compound is measured, the Re value is equal to or higher as the measurement wavelength becomes larger.

[0215] [Chemical formula 11]

[0216]

[0217] In the above formulas (Ar-1) to (Ar-7), * indicates the bonding position, i.e., the bonding position to the portion other than the above-mentioned aromatic ring included in the reverse wavelength-dispersion liquid crystal compound.

[0218] In the formula (Ar-1), Q 1 represents N or CH, Q 2 represents -S-, -O- or -N(R 6 )-, R 6 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Y 1 represents an aromatic hydrocarbon group having 6 to 12 carbon atoms which can have a substituent, an aromatic heterocyclic group having 3 to 12 carbon atoms which can have a substituent, or an alicyclic hydrocarbon group having 6 to 20 carbon atoms which can have a substituent, and one or more -CH2- of the alicyclic hydrocarbon group can be replaced with -O-, -S- or -NH-.

[0219] wherein R 6 represents an alkyl group having 1 to 6 carbon atoms, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a t-butyl group, a n-pentyl group, a n-hexyl group, or the like.

[0220] and R 1 represents an aromatic hydrocarbon group having 6 to 12 carbon atoms, for example, an aryl group such as a phenyl group, a 2, 6-diethylphenyl group, a naphthyl group, or the like.

[0221] R 1 represents an aromatic heterocyclic group having 3 to 12 carbon atoms, for example, a heteroaryl group such as a thienyl group, a thiazolyl group, a furanyl group, a pyridyl group, or the like.

[0222] R 1 represents an alicyclic hydrocarbon group having 6 to 20 carbon atoms, for example, a cyclohexylidene group, a cyclopentylidene group, a norbornylidene group, an adamantylidene group, or the like.

[0223] R 1 which can have a substituent, includes the same groups as the substituents which the aromatic ring or the alicyclic ring of the above-mentioned ring B 1 in one mode can have.

[0224] and R 1 , R 2 and R 3 in the above-mentioned formulae (Ar-1) to (Ar-7) respectively and independently represent 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 3 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR 7 , -NR 8 R 9 , -SR 10 , -COOR 11 or -COR 12 , R7 ~R 12 respectively independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Z 1 and Z 2 may be bonded to each other to form an aromatic ring.

[0225] Among them, as the monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alkyl group having 1 to 15 carbon atoms is preferable, an alkyl group having 1 to 8 carbon atoms is more preferable, and a methyl group, an ethyl group, an isopropyl group, a tert-pentyl group (1,1-dimethylpropyl group), a tert-butyl group, or a 1,1-dimethyl-3,3-dimethyl-butyl group is further preferable, and a methyl group, an ethyl group, or a tert-butyl group is particularly preferable.

[0226] As the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, for example, a monocyclic saturated hydrocarbon group such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, a cyclodecyl group, a methylcyclohexyl group, and an ethylcyclohexyl group; a monocyclic unsaturated hydrocarbon group such as a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a cyclooctenyl group, a cyclodecenyl group, a cyclopentadienyl group, a cyclohexadienyl group, a cyclooctadienyl group, and a cyclodecadienyl group; a bicyclo[2.2.1]heptyl group, a bicyclo[2.2.2]octyl group, a tricyclo[5.2.1.0 2,6 ]decyl group, a tricyclo[3.3.1.1 3,7 ]decyl group, a tetracyclo[6.2.1.1 3,6 .0 2,7 ]dodecyl group, and an adamantyl group; and the like can be given.

[0227] As the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, for example, a phenyl group, a 2,6-diethylphenyl group, a naphthyl group, a biphenyl group, and the like can be given, and an aryl group having 6 to 12 carbon atoms (particularly a phenyl group) is preferable.

[0228] As the monovalent aromatic heterocyclic group having 3 to 20 carbon atoms, for example, a 4-pyridyl group, a 2-furyl group, a 2-thienyl group, a 2-pyrimidyl group, a 2-benzothiazolyl group, and the like can be given.

[0229] As the halogen atom, for example, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, and the like can be given, and a fluorine atom, a chlorine atom, or a bromine atom is preferable.

[0230] On the other hand, as the alkyl group having 1 to 6 carbon atoms represented by R 7 ~R 12 , for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a n-pentyl group, a n-hexyl group, and the like can be given.

[0231] and Z 1 and Z 2 may be bonded to each other to form an aromatic ring. As Z 1and Z 2 The structure when bonded to each other to form an aromatic ring can be exemplified by a group represented by the following formula (Ar-la). In the following formula (Ar-la), * indicates a bonding position, Q 1 , Q 2 and Y 1 The same groups as those described in the above formula (Ar-l) can be exemplified as the preferred modes thereof.

[0232] [Chemical Formula 12]

[0233]

[0234] In the above formula (Ar-2), A 1 and A 2 independently represent a group selected from the group consisting of -0-, -N(R 13 )-, -S-, and -CO-, R 13 represents a hydrogen atom or a substituent.

[0235] As the substituent represented by R 13 , the same groups as those which the aromatic ring or the alicyclic ring as a mode of the above ring B 11 may have can be exemplified as the preferred modes thereof.

[0236] In the above formula (Ar-2), X represents a Group 14 to 16 non-metal atom to which a hydrogen atom or a substituent can be bonded.

[0237] As the Group 14 to 16 non-metal atom represented by X, for example, an oxygen atom, a sulfur atom, a nitrogen atom to which a hydrogen atom or a substituent is bonded [=N-R N1 , R N1 represents a hydrogen atom or a substituent], a carbon atom to which a hydrogen atom or a substituent is bonded [=C-(R C1 )2, R C1 represents a hydrogen atom or a substituent] can be exemplified.

[0238] As the substituent, for example, an alkyl group, an alkoxy group, an alkyl-substituted alkoxy group, a cyclic alkyl group, an aryl group (for example, a phenyl group, a naphthyl group, and the like), a cyano group, an amino group, a nitro group, an alkylcarbonyl group, a sulfo group, a hydroxyl group, and the like can be exemplified.

[0239] In the above formula (Ar-3), X 31 and X 32 independently represent a single bond or -CO-, -0-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5- or a divalent linking group composed of a combination of two or more of them, R 1 ~ R 5 each independently represents a hydrogen atom, a fluorine atom or an alkyl group having 1 to 12 carbon atoms.

[0240] wherein, as X 31 and X 32 , a divalent linking group represented by a combination of two or more of them, for example, -CO-, -O-, -CO-O-, -C(=S)O-, -CR 1 R 2 -, -CR 1 R 2 -, -CR 1 R 2 -, -O-CR 1 R 2 -, -CR 1 R 2 -O-CR 1 R 2 -, -CO-O-CR 1 R 2 -, -O-CO-CR 1 R 2 -, -CR 1 R 2 -O-CO-CR 1 R 2 -, -CR 1 R 2 -CO-O-CR 1 R 2 -, -NR 5 -CR 1 R 2 -, and -CO-NR 5 -. R 1 , R 2 , and R 5 each independently represents a hydrogen atom, a fluorine atom or an alkyl group having 1 to 12 carbon atoms.

[0241] Of these, any one of -CO-, -O-, and -CO-O- is preferred.

[0242] and, in the above formula (Ar-3), Sp 31 and Sp 32 each independently represents a single bond, a straight-chain or branched alkylene group having 1 to 14 carbon atoms, or a divalent linking group composed of -CH2- of a straight-chain or branched alkylene group having 1 to 14 carbon atoms, 1 or more of which is substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-, Q representing a substituent.

[0243] wherein, as Sp31 and Sp 32 A straight-chain or branched alkylene group having 1 to 14 carbon atoms, which is a manner of the above-mentioned Sp 31 and Sp 32 As mentioned above, it can be a divalent linking group in which one or more -CH2- constituting these alkylene groups is substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-.

[0244] As the substituent represented by Q, as well as a preferred manner thereof, the same groups as the substituents that the aromatic ring or the alicyclic ring represented by a manner of the above-mentioned ring B 11 may have can be mentioned.

[0245] In the above-mentioned formula (Ar-3), L 1 and L 2 each independently represent a monovalent organic group, and at least one of L 1 and L 2 represents a polymerizable group.

[0246] As the monovalent organic group represented by L 1 and L 2 , for example, an alkyl group, an aryl group, and a heteroaryl group can be mentioned. The alkyl group can be straight-chain, branched, or cyclic, but is preferably straight-chain. The number of carbon atoms of the alkyl group is preferably 1 to 10. Also, the aryl group can be monocyclic or polycyclic, but is preferably monocyclic. The number of carbon atoms of the aryl group is preferably 6 to 25, more preferably 6 to 10. Also, the heteroaryl group can be monocyclic or polycyclic. The number of heteroatoms constituting the heteroaryl group is preferably 1 to 3. The heteroatoms constituting the heteroaryl group are preferably nitrogen atoms, sulfur atoms, or oxygen atoms. The number of carbon atoms of the heteroaryl group is preferably 6 to 18, more preferably 6 to 12.

[0247] Also, the alkyl group, the aryl group, and the heteroaryl group can be unsubstituted or can have a substituent. As the substituent, as well as a preferred manner thereof, the same groups as the substituents that the aromatic ring or the alicyclic ring represented by a manner of the above-mentioned ring B 11 may have can be mentioned.

[0248] Also, the polymerizable group represented by at least one of L 1 and L 2 , the same groups as the above-mentioned polymerizable groups capable of radical polymerization or cationic polymerization can be mentioned, of which the above-mentioned polymerizable groups represented by any one of formulas (P-1) to (P-20) can be preferably mentioned.

[0249] Furthermore, in the above formulas (Ar-4) to (Ar-7), Ax represents an organic group having 2 to 30 carbon atoms of at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles.

[0250] Furthermore, in the above formulas (Ar-4) to (Ar-7), Ay represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms that may have substituents, or an organic group having 2 to 30 carbon atoms that has at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocycles.

[0251] The aromatic rings in Ax and Ay can have substituents or can be bonded to Ax and Ay to form a ring.

[0252] And Q 3 It represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms that may have substituents.

[0253] As for Ax and Ay, examples can be found in paragraphs

[0039] to

[0095] of International Publication No. 2014 / 010325.

[0254] And, as Q 3 The alkyl groups having 1 to 6 carbon atoms shown, specifically, examples include methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, and n-hexyl, etc., as substituents, including preferred embodiments, such as those used as the aforementioned ring B. 11 An aromatic or alicyclic ring can have the same substituents as the group.

[0255] From the perspective of further improving optical compensation, the reverse wavelength dispersive liquid crystal compound is preferably a compound represented by the following formula (V).

[0256] P 51 -Sp 51 -(X 51 -Ar 51 ) n51 -(X 52 -Cy 51 ) m51 -(X 53 -Ar 53 ) k51 -X 54 -(Cy 52 -X 55 ) m52 -(Ar 52 -X 56 ) n52 -Sp 52 -P 52 ...(V)

[0257] In the formula (V) above,

[0258] P 51 and P 52 each independently represent a polymerizable group.

[0259] Sp 51 and Sp 52 each independently represent a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a divalent linking group in which one or more -CH2- of a linear or branched alkylene group having 1 to 14 carbon atoms is / are replaced with -O-, -S-, -NH-, -N(Q)-, or -CO-, Q representing a substituent.

[0260] n51, m51, m52, and n52 each independently represent an integer of 0 to 2. At least one of m51 and n51 represents 1 or 2, and at least one of m52 and n52 represents 1 or 2.

[0261] k51 represents 1 or 2.

[0262] X 51 , X 52 , X 53 , X 54 , X 55 , and X 56 each independently represent a single bond or -CO-, -O-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group composed of a combination of two or more of them, R 1 to R 5 each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms. In the case where n51 is 2, the plurality of X 51 may be the same or different, in the case where m51 is 2, the plurality of X 52 may be the same or different, in the case where k51 is 2, the plurality of X 53 may be the same or different, in the case where m52 is 2, the plurality of X 55 may be the same or different, in the case where n52 is 2, the plurality of X 56 may be the same or different.

[0263] Ar 51 and Ar 52 each independently represent an aromatic ring which can have a substituent. In the case where n51 is 2, the plurality of Ar 51may be the same or different, and in the case where n52 is 2, a plurality of Ar 52 may be the same or different.

[0264] Cy 51 and Cy 52 independently represent an alicyclic group which can have a substituent. In the case where m51 is 2, a plurality of Cy 51 may be the same or different, and in the case where m52 is 2, a plurality of Cy 52 may be the same or different.

[0265] Ar 53 represents an aromatic ring selected from the group consisting of the groups represented by the above-described formulae (Ar-1) to (Ar-7).

[0266] In the above-described formula (V), as P 51 and P 52 , the same groups as those described in P 11 and P 12 in the above-described formula (I) can be given, and the preferable modes are also the same.

[0267] Further, as Sp 51 and Sp 52 , the same groups as those described in Sp 11 and Sp 12 in the above-described formula (I) can be given, and the preferable modes are also the same.

[0268] Further, as n51, m51, m52 and n52, the same integers as those described in n11, m11, m12 and n12 in the above-described formula (I) can be given, and the preferable modes are also the same.

[0269] Further, as k51, the same integer as that described in k11 in the above-described formula (I) can be given, and the preferable modes are also the same.

[0270] Further, as X 51 , X 52 , X 53 , X 54 , X 55 and X 56 , the same groups as those described in X 11 , X 12 , X 13 , X 14 , X 15 and X 16 in the above-described formula (I) can be given, and the preferable modes are also the same.

[0271] Further, as Ar 51 and Ar52 The same groups as those described above in Ar 11 and Ar 12 in the formula (I) above, and the same preferences apply.

[0272] Also, as Cy 51 and Cy 52 The same groups as those described above in Cy 11 and Cy 12 in the formula (I) above, and the same preferences apply.

[0273] As the compound represented by the above formula (V), for example, there can be mentioned the compounds represented by the general formula (1) described in Japanese Patent Application Publication No. 2010-084032 (especially, the compounds described in

[0067] to

[0073] paragraphs), the compounds represented by the general formula (II) described in Japanese Patent Application Publication No. 2016-053709 (especially, the compounds described in

[0036] to

[0043] paragraphs), and the compounds represented by the general formula (1) described in Japanese Patent Application Publication No. 2016-081035 (especially, the compounds described in

[0043] to

[0055] paragraphs), and the like.

[0274] Also, as the compound represented by the above formula (V), there can be preferably mentioned the compounds represented by the following formulas (1) to (22), specifically, as K (side chain structure) in the following formulas (1) to (22), there can be mentioned the compounds having the side chain structures shown in the following Tables 1 to 3.

[0275] In the following Tables 1 to 3, “*” shown in the side chain structure of K indicates the bonding position to the aromatic ring.

[0276] Also, in the side chain structures represented by 2-2 in the following Table 2 and 3-2 in the following Table 3, the groups adjacent to the acryloxy group and the methacryloyl group, respectively, represent a propylene group (a group in which a methyl group is substituted with an ethylene group), and a mixture of positional isomers in which the position of the methyl group is different.

[0277] [Chemical Formula 13]

[0278]

[0279]

[0280] [Table 1]

[0281]

[0282] [Table 2]

[0283]

[0284] [Table 3]

[0285]

[0286] In the case where the polymerizable liquid crystal composition of the present application contains the above-mentioned reverse wavelength dispersion liquid crystal compound, the content of the reverse wavelength dispersion liquid crystal compound is preferably 20 to 90% by mass, more preferably 30 to 80% by mass, with respect to the total mass of the positive wavelength dispersion liquid crystal compound A, the positive wavelength dispersion liquid crystal compound B, and the reverse wavelength dispersion liquid crystal compound.

[0287] [Polymerization initiator]

[0288] It is preferable that the polymerizable liquid crystal composition of the present application contains a polymerization initiator.

[0289] As the polymerization initiator, a photopolymerization initiator capable of initiating a polymerization reaction by ultraviolet irradiation is preferable.

[0290] As the photopolymerization initiator, for example, an α-ketone compound (described in the specification of U.S. Patent No. 2367661, the specification of U.S. Patent No. 2367670), an acyloin ether (described in the specification of U.S. Patent No. 2448828), an α-hydrocarbon-substituted aromatic acyloin compound (described in the specification of U.S. Patent No. 2722512), a polynuclear quinone compound (described in the specification of U.S. Patent No. 3046127, the specification of U.S. Patent No. 2951758), a combination of a triaryl imidazole dimer and a p-aminophenyl ketone (described in the specification of U.S. Patent No. 3549367), an acridine and phenoxazine compound (described in Japanese Patent Application Laid-Open No. 60-105667, the specification of U.S. Patent No. 4239850), and an oxadiazole compound (described in the specification of U.S. Patent No. 4212970), an acylphosphine oxide compound (described in Japanese Patent Application Publication No. 63-40799, Japanese Patent Application Publication No. 5-29234, Japanese Patent Application Laid-Open No. 10-95788, Japanese Patent Application Laid-Open No. 10-29997), and the like can be exemplified.

[0291] As the polymerization initiator, an oxime-type polymerization initiator is also preferable. As specific examples thereof, for example, the initiators described in

[0049] to

[0052] of International Publication No. 2017 / 170443 can be exemplified.

[0292] [Solvent]

[0293] From the viewpoint of workability and the like at the time of forming an optically anisotropic layer, the polymerizable liquid crystal composition of the present application preferably contains a solvent.

[0294] As the solvent, for example, ketones (for example, acetone, 2-butanone, methyl isobutyl ketone, cyclohexanone, and cyclopentanone, etc.), ethers (for example, dioxane and tetrahydrofuran, etc.), aliphatic hydrocarbons (for example, hexane, etc.), alicyclic hydrocarbons (for example, cyclohexane, etc.), aromatic hydrocarbons (for example, toluene, xylene, and mesitylene, etc.), halogenated carbons (for example, dichloromethane, dichloroethane, dichlorobenzene, and chlorotoluene, etc.), esters (for example, methyl acetate, ethyl acetate, and butyl acetate, etc.), water, alcohols (for example, ethanol, isopropanol, butanol, and cyclohexanol, etc.), cellosolves (for example, methyl cellosolve and ethyl cellosolve, etc.), cellosolve acetates, sulfoxides (for example, dimethyl sulfoxide, etc.), and amides (for example, dimethylformamide and dimethylacetamide, etc.) and the like can be exemplified. The solvent can be used singly in one kind, or two or more kinds can be used simultaneously.

[0295] 〔Leveling agent〕

[0296] From the viewpoint of keeping the surface of the optically anisotropic layer smooth and easily performing orientation control, the polymerizable liquid crystal composition of the present application preferably contains a leveling agent.

[0297] As such a leveling agent, from the reason that the leveling effect is high with respect to the added amount, a fluorine-based leveling agent or a silicon-based leveling agent is preferable, and from the viewpoint that bleeding (blushing, bleeding) is not easily caused, a fluorine-based leveling agent is more preferable.

[0298] As the leveling agent, for example, the compounds described in

[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 (in particular, the compounds described in

[0020] to

[0032] ), the compounds represented by General Formula (I) described in Japanese Patent Application Publication No. 2012-211306 (in particular, the compounds described in

[0022] to

[0029] ), the liquid crystal alignment promoters represented by General Formula (I) described in Japanese Patent Application Publication No. 2002-129162 (in particular, the compounds described in

[0076] to

[0078] and

[0082] to

[0084] ), and the compounds represented by General Formulas (I), (II), and (III) described in Japanese Patent Application Publication No. 2005-099248 (in particular, the compounds described in

[0092] to

[0096] ) and the like can be exemplified. In addition, the leveling agent can have the function as the orientation control agent described later.

[0299] 〔Orientation control agent〕

[0300] The polymerizable liquid crystal composition of the present application can contain an orientation control agent as needed.

[0301] By the alignment control agent, in addition to uniform alignment, various alignment states such as vertical alignment, oblique alignment, mixed alignment, and cholesteric alignment are formed, and a specific alignment state is more uniformly and precisely controlled and achieved.

[0302] As the alignment control agent that promotes uniform alignment, for example, a low-molecular alignment control agent and a high-molecular alignment control agent can be used.

[0303] As the low-molecular alignment control agent, for example, reference can be made to the description in

[0009] to

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

[0111] to

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

[0021] to

[0029] of Japanese Patent Application Publication No. 2012-211306, which are incorporated into the present application specification.

[0304] Also, as the high-molecular alignment control agent, for example, reference can be made to the description in

[0021] to

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

[0121] to

[0167] of Japanese Patent Application Publication No. 2006-106662, which are incorporated into the present application specification.

[0305] Also, as the alignment control agent that forms or promotes vertical alignment, for example, boronic acid compounds and onium salt compounds can be cited. As this alignment control agent, reference can be made to the compounds described in

[0023] to

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

[0052] to

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

[0024] to

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

[0043] to

[0055] of Japanese Patent Application Publication No. 2016-193869, which are incorporated into the present application specification.

[0306] On the other hand, regarding cholesteric alignment, it can be achieved by adding a chiral agent to the polymerizable liquid crystal composition of the present application, and the rotation direction of the cholesteric alignment can be controlled according to the chiral direction.

[0307] In addition, the pitch of the cholesteric alignment can be controlled according to the alignment restriction force of the chiral agent.

[0308] When the polymerizable liquid crystal composition of the present application contains an alignment control agent, the content is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass, with respect to the total solid content in the composition. If the content is within this range, a cured product that achieves the desired alignment state and in which precipitation, phase separation, and alignment defects and the like are suppressed, is obtained, and is uniform and highly transparent.

[0309] 〔Other components〕

[0310] The polymerizable liquid crystal composition of the present application can contain other components in addition to the above-described components. As the other components, for example, other liquid crystal compounds (e.g., monofunctional compounds having one polymerizable group, etc.) other than the above-described positive wavelength dispersion liquid crystal compound A, positive wavelength dispersion liquid crystal compound B, and reverse wavelength dispersion liquid crystal compound, surfactants, tilt angle control agents, orientation aids, plasticizers, and crosslinking agents can be mentioned.

[0311] [Optically anisotropic layer]

[0312] The optically anisotropic layer of the present application is an optically anisotropic layer in which the orientation state of the above-described polymerizable liquid crystal composition of the present application is fixed.

[0313] As the method of forming the optically anisotropic layer, for example, a method of fixing by polymerization after forming a desired orientation state using the above-described polymerizable liquid crystal composition of the present application, etc. can be mentioned.

[0314] The polymerization conditions are not particularly limited, but in the polymerization based on light irradiation, ultraviolet rays are preferably used. The irradiation amount is preferably 10 mJ / cm 2 to 50 J / cm 2 More preferably, it is 20 mJ / cm 2 to 5 J / cm 2 Further preferably, it is 30 mJ / cm 2 to 3 J / cm 2 Especially preferably, it is 50 to 1000 mJ / cm 2 Furthermore, in order to promote the polymerization reaction, it can be performed under heating conditions.

[0315] In addition, the optically anisotropic layer can be formed on any of the supports or orientation films in the optical films described later or on the polarizer in the polarizing plate described later.

[0316] The optically anisotropic layer of the present application preferably shows a diffraction peak derived from a periodic structure in X-ray diffraction measurement.

[0317] As the manner of showing the above-described diffraction peak, a manner in which layers of molecules adjacent in a direction perpendicular to the orientation axis are stacked in a direction parallel to the orientation axis, i.e., a manner in which a smectic phase is expressed, can be preferably mentioned. In addition, from the viewpoint of easily expressing a smectic phase, the polymerizable liquid crystal compound is preferably a compound that shows a smectic phase at both the time of heating and the time of cooling.

[0318] Furthermore, whether or not the above-described diffraction peak is shown can also be confirmed by observing characteristic textures of a liquid crystal phase having a periodic structure by a polarizing microscope.

[0319] The alignment state of the positive wavelength dispersion liquid crystal compound A and the positive wavelength dispersion liquid crystal compound B (hereinafter, referred to as "polymerizable liquid crystal compound" in this paragraph) in the optically anisotropic layer of the present application can be any one of horizontal alignment, vertical alignment, oblique alignment, and twisted alignment, and is preferably fixed in a state of horizontal alignment with respect to the major surface of the optically anisotropic layer.

[0320] In addition, "horizontal alignment" in the present specification means that the major surface of the optically anisotropic layer (or the surface of a member on which the optically anisotropic layer is formed, in the case where the optically anisotropic layer is formed on a support and an alignment film or the like) is parallel to the long axis direction of the polymerizable liquid crystal compound. In addition, strict parallelism is not required, and in the present specification, the angle formed by the long axis direction of the polymerizable liquid crystal compound and the major surface of the optically anisotropic layer is less than 10°.

[0321] In the optically anisotropic layer, the angle formed by the long axis direction of the polymerizable liquid crystal compound and the major surface of the optically anisotropic layer is preferably 0 to 5°, more preferably 0 to 3°, and further preferably 0 to 2°.

[0322] The optically anisotropic layer of the present application preferably satisfies the following formula (VI).

[0323] 1.00 < Re(450) / Re(550)... (VI)

[0324] In the above formula (VI), Re(450) represents the in-plane retardation at a wavelength of 450 nm of the optically anisotropic layer, and Re(550) represents the in-plane retardation at a wavelength of 550 nm of the optically anisotropic layer. In addition, in the present specification, in the case where the measurement wavelength of the retardation is not specified, the measurement wavelength is set to 550 nm.

[0325] Further, the values of the in-plane retardation (Re) and the retardation in the thickness direction (Rth) mean values measured using AxoScan OPMF-1 (manufactured by OptoScience, Inc.) using light of the measurement wavelength.

[0326] Specifically, by inputting the average refractive index ((Nx+Ny+Nz) / 3) and the film thickness (d (μm)) into AxoScan OPMF-1, the following are calculated

[0327] • Slow axis direction (°)

[0328] • Re(λ) = R0(λ)

[0329] • Rth(λ) = ((nx+ny) / 2-nz) x d.

[0330] In addition, R0(λ) is shown as a value calculated using AxoScan OPMF-1, but means Re(λ).

[0331] Also, the optically anisotropic layer of the present application is preferably a positive A plate or a positive C plate, more preferably a positive A plate.

[0332] Here, the positive A plate and the positive C plate are defined as follows.

[0333] When the refractive index of the slow axis direction in the film plane (the direction in which the refractive index is the largest in the film plane) is set as nx, the refractive index of the direction orthogonal to the slow axis in the film plane is set as ny, and the refractive index in the thickness direction is set as nz, the positive A plate satisfies the relationship of formula (Al), and the positive C plate satisfies the relationship of formula (Cl). Also, Rth of the positive A plate indicates a positive value, and Rth of the positive C plate indicates a negative value.

[0334] Formula (Al) nx > ny ≈ nz

[0335] Formula (Cl) nz > nx ≈ ny

[0336] Also, the above "≈" means not only the case where both are completely the same, but also the case where both are substantially the same.

[0337] As to this "substantially the same", in the positive A plate, for example, even in the case where (ny-nz) x 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 even in the case where (nx-nz) x d is -10 to 10 nm, preferably -5 to 5 nm, it is included in "nx ≈ nz". Also, in the positive C plate, for example, even in the case where (nx-ny) x d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is included in "nx ≈ ny".

[0338] In the case where the optically anisotropic layer of the present application is a positive A plate, from the viewpoint of functioning as a λ / 4 plate, Re(550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, further preferably 130 to 150 nm, and particularly preferably 130 to 140 nm.

[0339] Here, the "λ / 4 plate" means a plate having a λ / 4 function, and specifically means a plate having a function of converting linearly polarized light of a certain specific wavelength into circularly polarized light (or converting circularly polarized light into linearly polarized light).

[0340] [Optical film]

[0341] The optical film of the present application is an optical film having the optically anisotropic layer of the present application.

[0342] ReferenceFigure 1 The structure of the optical film will be described. Figure 1 is a schematic cross-sectional view showing an example of the optical film.

[0343] In addition, Figure 1 The thickness relationship and positional relationship of each layer, etc. are not necessarily consistent with the actual situation as the drawing is a schematic view, Figure 1 The support and the orientation film shown in the above are arbitrary components.

[0344] Figure 1 The optical film 10 shown above has a support 16, an orientation film 14, and an optically anisotropic layer 12 which is a cured product of the polymerizable liquid crystal composition of the present application in this order.

[0345] Further, the optically anisotropic layer 12 can be a laminate of two or more optically anisotropic layers different from each other. For example, in the case where the polarizing plate of the present application described later is used as a circularly polarizing plate or the optical film of the present application is used as an optical compensation film for a liquid crystal display device of an IPS mode or an FFS mode, a laminate of a positive A plate and a positive C plate is preferred.

[0346] Further, the optically anisotropic layer can be peeled off from the support and used alone as an optical film.

[0347] Hereinafter, various components used in the optical film will be described in detail.

[0348] 〔Optically Anisotropic Layer〕

[0349] The optically anisotropic layer possessed by the optical film of the present application is the optically anisotropic layer of the present application described above.

[0350] In the optical film, the thickness of the optically anisotropic layer described above is not particularly limited, and is preferably 0.1 to 10 μm, and more preferably 0.5 to 5 μm.

[0351] 〔Support〕

[0352] As described above, the optical film can have a support as a base material for forming the optically anisotropic layer.

[0353] Such a support is preferably transparent. Specifically, the light transmittance is preferably 80% or more.

[0354] As such a support, for example, a glass substrate and a polymer film can be cited. As a material of the polymer film, a cellulose-based polymer; an acrylic-based polymer having an acrylate polymer such as polymethyl methacrylate and a polymer containing a lactone ring; a thermoplastic norbornene-based polymer; a polycarbonate-based polymer; a polyester-based polymer such as polyethylene terephthalate and polyethylene naphthalate; a styrene-based polymer such as polystyrene and acrylonitrile-styrene copolymer (AS resin); a polyolefin-based polymer such as polyethylene, polypropylene, and ethylene-propylene copolymer; a vinyl chloride-based polymer; an amide-based polymer such as nylon and aromatic polyamide; an imide-based polymer; a sulfone-based polymer; a polyether sulfone-based polymer; a polyether ether ketone-based polymer; a polyphenylene sulfide-based polymer; a vinylidene chloride-based polymer; a vinyl alcohol-based polymer; a vinyl butyral-based polymer; an aryl ester-based polymer; a polyformaldehyde-based polymer; an epoxy-based polymer; and a polymer obtained by mixing these polymers can be cited.

[0355] Also, a mode in which the polarizer described later functions as such a support can be adopted.

[0356] The thickness of the above-mentioned support is not particularly limited, but is preferably 5 to 60 μm, and more preferably 5 to 40 μm.

[0357] [Alignment film]

[0358] In the optical film, the optically anisotropic layer is preferably formed on the surface of the alignment film. In the case where the optical film has the above-mentioned arbitrary support, the alignment film can be interposed between the support and the optically anisotropic layer. Also, a mode in which the above-mentioned support functions as the alignment film can be adopted.

[0359] The alignment film is a film having a function of horizontally aligning the polymerizable liquid crystal compound contained in the composition, and can be any film.

[0360] The alignment film generally contains a polymer as a main component. As a polymer material for the alignment film, a plurality of documents are described, and a plurality of commercially available products can be obtained.

[0361] As the polymer material for the alignment film, polyvinyl alcohol, polyimide, or a derivative of any of them is preferred, and a modified or unmodified polyvinyl alcohol is more preferred.

[0362] As the alignment film that the optical film can have, for example, the alignment film described in International Publication No. 01 / 88574, page 43, line 24 to page 49, line 8; the alignment film composed of a modified polyvinyl alcohol described in Japanese Patent No. 3907735,

[0071] to

[0095] , and the liquid crystal alignment film formed by a liquid crystal aligning agent described in Japanese Patent Application Publication No. 2012-155308, and the like can be cited.

[0363] The object is not in contact with the surface of the alignment film when the alignment film is formed, and thus the surface state can be prevented from deteriorating, and thus it is preferable to use a photoalignment film as the alignment film.

[0364] There is no particular limitation on the photoalignment film, but an alignment film formed of a polymer such as a polyamide compound and a polyimide compound described in

[0024] to

[0043] of International Publication No. 2005 / 096041; a liquid crystal alignment film formed of a liquid crystal aligning agent having a photoalignment group described in Japanese Patent Application Publication No. 2012-155308; and LPP-JP265CP manufactured by Rolic Technologies Co., Ltd., and the like can be used.

[0365] There is no particular limitation on the thickness of the alignment film, but from the viewpoint of relaxing surface irregularities that can exist on the support and forming an optically anisotropic layer having a uniform film thickness, it is preferably 0.01 to 10 μm, more preferably 0.01 to 1 μm, and further preferably 0.01 to 0.5 μm.

[0366] [UV absorber]

[0367] The optical film preferably contains a UV (ultraviolet) absorber in consideration of the influence of external light (particularly, ultraviolet light).

[0368] The UV absorber can be contained in the optically anisotropic layer or in a member other than the optically anisotropic layer that constitutes the optical film. As the member other than the optically anisotropic layer, for example, the support can be preferably selected.

[0369] As the UV absorber, any of the conventionally known UV absorbers that can exhibit UV absorbency can be used. Among such UV absorbers, from the viewpoint of high UV absorbency and obtaining UV absorbency (UV cutoff ability) used in an image display device, a benzotriazole-based or hydroxyphenyl triazine-based UV absorber is preferable.

[0370] Further, in order to expand the absorption width of UV, it is also preferable that two or more kinds of UV absorbers having different absorption wavelengths can be used at the same time.

[0371] As the UV absorber, for example, the compounds described in

[0258] to

[0259] of Japanese Patent Application Publication No. 2012-18395 and the compounds described in

[0055] to

[0105] of Japanese Patent Application Publication No. 2007-72163, and the like can be mentioned.

[0372] Further, as commercially available products, Tinuvin 400, Tinuvin 405, Tinuvin 460, Tinuvin 477, Tinuvin 479, and Tinuvin 1577 (all manufactured by BASF Corporation) and the like can be used.

[0373] [Polarizing plate]

[0374] The polarizing plate of the present application has the optical film of the present application described above and a polarizer.

[0375] In the case where the optically anisotropic layer described above is a λ / 4 plate (positive A plate), the polarizing plate can be used as a circularly polarizing plate.

[0376] In the case where the polarizing plate is used as a circularly polarizing plate, the optically anisotropic layer described above is set to a λ / 4 plate (positive A plate), and the angle formed by the slow axis of the λ / 4 plate and the absorption axis of the polarizer described later is preferably 30 to 60°, more preferably 40 to 50°, further preferably 42 to 48°, and particularly preferably 45°.

[0377] Here, the "slow axis" of the λ / 4 plate refers to the direction in which the in-plane refractive index of the λ / 4 plate becomes the largest, and the "absorption axis" of the polarizer refers to the direction in which the absorbance is the highest.

[0378] Further, the polarizing plate can also be used as an optical compensation film for liquid crystal display devices of the IPS mode or FFS mode.

[0379] In the case where the polarizing plate is used as an optical compensation film for liquid crystal display devices of the IPS mode or FFS mode, the optically anisotropic layer described above is set to at least one of the laminated body of a positive A plate and a positive C plate, and the angle formed by the slow axis of the positive A plate layer and the absorption axis of the polarizer described later is preferably set to be orthogonal or parallel, and specifically, the angle formed by the slow axis of the positive A plate layer and the absorption axis of the polarizer described later is more preferably 0 to 5° or 85 to 95°.

[0380] In the case where the polarizing plate of the present application is used in the liquid crystal display device described later, the angle formed by the slow axis of the optically anisotropic layer and the absorption axis of the polarizer described later is preferably parallel or orthogonal.

[0381] Further, in the present specification, "parallel" means that it does not require strict parallelism and that the angle formed by one and the other is less than 10°. Further, in the present specification, "orthogonal" means that it does not require strict orthogonality and that the angle formed by one and the other exceeds 80° and is less than 100°.

[0382] [Polarizer]

[0383] As for the polarizer that the polarizing plate has, as long as it is a member having a function of converting light into a specific linearly polarized light, there is no particular limitation, and a publicly known absorption-type polarizer and a reflection-type polarizer can be used.

[0384] As the absorption-type polarizer, an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, and the like can be used. In the iodine-based polarizer and the dye-based polarizer, a coating-type polarizer and a stretched-type polarizer can be applied, but a polarizer produced by adsorbing iodine or a dichroic dye on a polyvinyl alcohol and stretching it is preferable.

[0385] Further, as a method of obtaining a polarizer by performing stretching and dyeing in a state where a laminated film having a polyvinyl alcohol layer formed on a substrate is implemented, Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 4691205, Japanese Patent No. 4751481, and Japanese Patent No. 4751486 can be cited, and a publicly known technique related to these polarizers can also be preferably used.

[0386] As the coating-type polarizer, WO2018 / 124198, WO2018 / 186503, WO2019 / 132020, WO2019 / 132018, WO2019 / 189345, Japanese Patent Application Publication No. 2019-197168, Japanese Patent Application Publication No. 2019-194685, and Japanese Patent Application Publication No. 2019-139222 can be cited, and a publicly known technique related to these polarizers can also be preferably used.

[0387] As the reflection-type polarizer, a polarizer obtained by laminating different films having birefringence, a wire grid-type polarizer, and a polarizer obtained by combining a cholesteric liquid crystal having a selective reflection region and a 1 / 4 wave plate can be used.

[0388] Among these, from the viewpoint of more excellent adhesion, a polarizer containing a polyvinyl alcohol-based resin (a polymer containing -CH2-CHOH- as a repeating unit. In particular, at least one selected from the group consisting of polyvinyl alcohol and an ethylene-vinyl alcohol copolymer) is preferable.

[0389] Further, from the viewpoint of being able to impart crack resistance, a polarizer can be formed with a depolarization portion along the opposing end edges. As the depolarization portion, Japanese Patent Application Publication No. 2014-240970 can be cited.

[0390] Further, the polarizer can have unpolarized portions arranged at a prescribed interval in the longitudinal direction and / or the width direction. The unpolarized portions are depolarized portions. The arrangement pattern of the unpolarized portions can be appropriately set according to the purpose. For example, when the polarizer is cut (cut, punched, or the like) to a prescribed size in order to mount the polarizer on an image display device of a prescribed size, the unpolarized portions are arranged at positions corresponding to the camera portions of the image display device. As the arrangement pattern of the unpolarized portions, Japanese Patent Application Publication No. 2016-27392 can be cited.

[0391] The thickness of the polarizer is not particularly limited, but is preferably 3 to 60 μm, more preferably 3 to 30 μm, and further preferably 3 to 10 μm.

[0392] 〔Adhesive layer〕

[0393] In the polarizing plate, an adhesive layer can be arranged between the optically anisotropic layer in the optical film and the polarizer.

[0394] As a material forming the adhesive layer used for the lamination of the cured product and the polarizer, for example, a member formed of a substance having a ratio of storage elastic modulus G' to loss elastic modulus G" (tan δ = G" / G') of 0.001 to 1.5 measured by a dynamic viscoelasticity measuring device, a so-called adhesive, and a substance that easily creeps, and the like can be cited. As the adhesive, for example, a polyvinyl alcohol-based adhesive can be cited, but is not limited thereto.

[0395] 〔Adhesive layer〕

[0396] In the polarizing plate, an adhesive layer can be arranged between the optically anisotropic layer in the optical film and the polarizer.

[0397] As the adhesive layer used for the lamination of the cured product and the polarizer, a curable adhesive composition that is cured by irradiation of active energy rays or heating is preferable.

[0398] As the curable adhesive composition, a curable adhesive composition containing a cationically polymerizable compound, a curable adhesive composition containing a radically polymerizable compound, and the like can be cited.

[0399] The thickness of the adhesive layer is preferably 0.01 to 20 μm, more preferably 0.01 to 10 μm, and further preferably 0.05 to 5 μm. If the thickness of the adhesive layer is within this range, neither lifting nor peeling occurs between the laminated protective layer or optically anisotropic layer and the polarizer, and an adhesive force that is not a problem in practice can be obtained. Further, from the viewpoint of being able to suppress the generation of bubbles, the thickness of the adhesive layer is preferably 0.4 μm or more.

[0400] Further, from the viewpoint of durability, the entire water absorption rate of the adhesive layer can be adjusted to 10% by mass or less, preferably 2% by mass or less. The entire water absorption rate is measured based on the water absorption rate test method described in JIS K 7209.

[0401] As the adhesive layer, for example, refer to

[0062] to

[0080] of Japanese Patent Application Publication No. 2016-35579, which are incorporated into the present specification.

[0402] 〔Easy-adhesion layer〕

[0403] In the polarizing plate, an easy-adhesion layer can be disposed between the optically anisotropic layer in the optical film and the polarizer. From the viewpoint of excellent adhesion between the optically anisotropic layer and the polarizer and further suppressing the generation of cracks in the polarizer, the storage modulus of the easy-adhesion layer at 85°C is preferably 1.0 x 10 6 Pa to 1.0 x 10 7 Pa. As the constituent material of the easy-adhesion layer, polyolefin-based components and polyvinyl alcohol-based components can be given. The thickness of the easy-adhesion layer is preferably 500 nm to 1 μm.

[0404] As the easy-adhesion layer, for example, refer to

[0048] to

[0053] of Japanese Patent Application Publication No. 2018-36345, which are incorporated into the present specification.

[0405] [Image display device]

[0406] The image display device of the present application is an image display device having the optical film of the present application or the polarizing plate of the present application.

[0407] The display element used in the image display device is not particularly limited, and for example, liquid crystal cells, organic electroluminescence (hereinafter, abbreviated as "EL") display panels, and plasma display panels can be given. Among these, liquid crystal cells and organic EL display panels are preferred, and liquid crystal cells are more preferred.

[0408] That is, as the image display device, liquid crystal display devices in which liquid crystal cells are used as display elements or organic EL display devices in which organic EL display panels are used as display elements are preferred, and liquid crystal display devices are more preferred.

[0409] 〔Liquid crystal display device〕

[0410] The liquid crystal display device, which is an example of the image display device, is a liquid crystal display device having the above-described polarizing plate and liquid crystal cell.

[0411] In addition, among the polarizing plates provided on both sides of the liquid crystal cell, the above-described polarizing plate is preferably used as the front-side polarizing plate, and more preferably used as the front-side and rear-side polarizing plates.

[0412] Hereinafter, the liquid crystal cell constituting the liquid crystal display device will be described in detail.

[0413] < Liquid Crystal Cell >

[0414] The liquid crystal cell used in the liquid crystal display device is preferably of a VA (Vertical Alignment) mode, an OCB (Optically Compensated Bend) mode, an IPS (In-Plane-Switching) mode, an FFS (Fringe-Field-Switching) mode, or a TN (Twisted Nematic) mode, and is not limited to these.

[0415] In the liquid crystal cell of the TN mode, rod-like liquid crystal molecules are oriented substantially horizontally at the time of no voltage application, and further twisted and oriented at 60 to 120°. The liquid crystal cell of the TN mode is most commonly used as a color TFT liquid crystal display device, and is described in a number of documents.

[0416] In a liquid crystal cell of the VA mode, rod-like liquid crystal molecules are oriented substantially vertically in the absence of an applied voltage. In the liquid crystal cell of the VA mode, in addition to a liquid crystal cell of the narrow sense of the VA mode (1) in which rod-like liquid crystal molecules are oriented substantially vertically in the absence of an applied voltage and are oriented substantially horizontally in the presence of an applied voltage (described in Japanese Patent Laid-Open No. 2-176625), there are (2) a liquid crystal cell of the MVA mode (described in SID 97, Digest of tech. Papers 28 (1997) 845) in which the VA mode is multi-domainized in order to widen the viewing angle, (3) a liquid crystal cell of the n-ASM mode (described in Proceedings of the Japan Liquid Crystal Discussion Meeting 58-59 (1998)) in which rod-like liquid crystal molecules are oriented substantially vertically in the absence of an applied voltage and are twisted multi-domain oriented in the presence of an applied voltage, and (4) a liquid crystal cell of the SURVIVAL mode (presented in LCD International 98). Further, the liquid crystal cell of the VA mode can be any one of a PVA (Patterned Vertical Alignment) type, an optical alignment type, and a PSA (Polymer-Sustained Alignment) type. Details of these modes are described in detail in Japanese Patent Laid-Open No. 2006-215326 and Japanese Patent Publication No. 2008-538819.

[0417] In the liquid crystal cell of the IPS mode, rod-like liquid crystal molecules are oriented substantially parallel with respect to the substrate, and the liquid crystal molecules are made to respond in the plane by applying an electric field parallel to the substrate plane. In the IPS mode, black is displayed in the state where no electric field is applied, and the absorption axes of the pair of polarizing plates above and below are orthogonal to each other. In Japanese Patent Laid-Open No. 10-54982, Japanese Patent Laid-Open No. 11-202323, Japanese Patent Laid-Open No. 9-292522, Japanese Patent Laid-Open No. 11-133408, Japanese Patent Laid-Open No. 11-305217, Japanese Patent Laid-Open No. 10-307291, and the like, a method of using an optical compensation sheet to reduce light leakage when displaying black in the diagonal direction and to improve the viewing angle is disclosed.

[0418] [Organic EL Display Device]

[0419] As an example of the image display device, an organic EL display device, for example, can be exemplified by a mode in which a polarizer, a λ / 4 plate (positive A plate) composed of the above optical anisotropic layer, and an organic EL display panel are provided in this order from the visual recognition side.

[0420] Further, the organic EL display panel is a display panel configured of an organic EL element in which an organic light emitting layer (organic electroluminescent layer) is interposed between electrodes (between a cathode and an anode). The structure of the organic EL display panel is not particularly limited, and a publicly known structure can be adopted.

[0421] Example

[0422] Hereinafter, the present application will be further explained in detail according to examples. As to the materials, the amounts used, the proportions, the contents of treatment, the steps of treatment and the like shown in the following examples, appropriate modifications can be made thereto without departing from the spirit of the present application. Therefore, the scope of the present application should not be construed limitatively by the examples shown below.

[0423] [Example 1]

[0424] Preparation of the protective film 1

[0425] Preparation of the core layer cellulose acylate concentrated solution 1

[0426] A core layer cellulose acylate concentrated solution 1 was prepared by putting the following composition into a mixing tank and stirring to dissolve each component.

[0427]

[0428] Polyester (number average molecular weight 800)

[0429] [Chemical Formula 14]

[0430]

[0431] Durable property improving agent

[0432] [Chemical Formula 15]

[0433]

[0434] Preparation of the outer layer cellulose acylate concentrated solution 1

[0435] An outer layer cellulose acylate concentrated solution 1 was prepared by adding 10 parts by mass of the following matting agent dispersion liquid 1 to 90 parts by mass of the above-mentioned core layer cellulose acylate concentrated solution 1.

[0436]

[0437] Preparation of the protective film 1

[0438] The above-mentioned core layer cellulose acylate concentrated solution 1 and the above-mentioned outer layer cellulose acylate concentrated solution 1 were filtered using filter paper having an average pore size of 34 μm and a sintered metal filter having an average pore size of 10 μm. Thereafter, using a ring belt casting machine, the above-mentioned core layer cellulose acylate concentrated solution 1 and the outer layer cellulose acylate concentrated solutions 1 on both sides thereof were simultaneously cast from a casting opening onto a drum at 20°C.

[0439] Next, the film was peeled from the drum in a state where the solvent content of the film on the drum was approximately 20 mass%. The both ends of the obtained film in the width direction were fixed with a tenter clip, and the film was dried while being extended in the width direction to 1.1 times in a state where the solvent content of the film was 3 to 15 mass%.

[0440] Thereafter, the obtained film was further dried by being conveyed between the rollers of a heat treatment device, and a cellulose acylate film 1 having a film thickness of 40 μm was produced as a protective film 1. The result of measuring the retardation of the protective film 1 was Re = 1 nm and Rth = -5 nm.

[0441] [Production of the optical anisotropic layer 1]

[0442] <Preparation of the optical alignment film composition 1>

[0443] An optical alignment film composition 1 was prepared by adding 8.4 parts by mass of the following copolymer Cl and 0.3 parts by mass of the following thermal acid generator Dl to a mixed solution containing 80 parts by mass of butyl acetate and 20 parts by mass of methyl ethyl ketone.

[0444] • Copolymer Cl (weight average molecular weight: 40,000, the values in the following formula represent the content (mass%) of each repeating unit.)

[0445] [Chemical Formula 16]

[0446]

[0447] • Thermal acid generator Dl

[0448] [Chemical Formula 17]

[0449]

[0450] <Preparation of the polymerizable liquid crystal composition 1>

[0451] A polymerizable liquid crystal composition 1 for forming an optical anisotropic layer was prepared with the following composition.

[0452]

[0453]

[0454] • Liquid crystal compound R1 (positive wavelength dispersion liquid crystal compound A)

[0455] [Chemical Formula 18]

[0456]

[0457] • Liquid crystal compound R2 (positive wavelength dispersion liquid crystal compound B)

[0458] [Chemical Formula 19]

[0459]

[0460] • Monofunctional compound A1

[0461] [Chemical Formula 20]

[0462]

[0463] • Polymerization initiator S1

[0464] [Chemical Formula 21]

[0465]

[0466] • Leveling agent P1 (in the following formulae: 32.5 and 67.5 indicate the content (mass %) of each repeating unit with respect to the total repeating units in the leveling agent P1.)

[0467] [Chemical Formula 22]

[0468]

[0469] <Manufacture of the optically anisotropic layer 1>

[0470] The pre-prepared photo-alignment film using composition 1 was continuously coated on one side of the cellulose acylate film 1 manufactured using a bar coater. After coating, the solvent was removed by drying at a heating zone of 120°C for 1 minute, forming a photo-isomerization composition layer with a thickness of 0.3 μm. Next, while being wound around a mirror-finished support roll, polarized ultraviolet light irradiation (10 mJ / cm 2 using an ultrahigh pressure mercury lamp) was performed, thereby forming a photo-alignment film.

[0471] Next, the pre-prepared polymeric liquid crystal composition 1 was coated onto a photoalignment film formed into a strip using a die coating machine, forming a composition layer. At this time, the airflow around the die was adjusted to stabilize the coating droplets. The temperature of the coating chamber was set to 23°C. The formed composition layer was heated in the heating zone to the temperature at which the nematic phase appears, then cooled to stabilize the orientation at the temperature at which the smectic phase appears. Afterward, while maintaining the temperature, it was subjected to ultraviolet irradiation (500 mJ / cm²) in a nitrogen atmosphere (oxygen concentration 100 ppm). 2 Using an ultra-high pressure mercury lamp, the orientation was fixed, and an optical anisotropic layer with a thickness of 2.6 μm was fabricated.

[0472] The optical anisotropic layer 1 obtained by peeling off the protective film 1 was measured. The phase difference of the optical anisotropic layer 1 was measured and it was confirmed that the in-plane delay Re1(550) was 130nm, Re1(450) / Re1(550) was 0.86, and the optical anisotropic layer 1 was the positive A plate.

[0473] [Examples 2-9]

[0474] Instead of liquid crystal compounds R1 and R2 contained in polymeric liquid crystal composition 1, liquid crystal compounds listed in Table 4 below were used. Otherwise, optical anisotropic layers 2 to 9 of Examples 2 to 9 were prepared by the same method as in Example 1.

[0475] [Example 10]

[0476] Instead of the liquid crystal compounds R1 and R2 contained in the polymeric liquid crystal composition 1, the liquid crystal compounds listed in Table 4 below were used. The coated composition layer was heated at 120°C for 1 minute and then cooled to 60°C to stabilize the orientation. Otherwise, the optical anisotropy layer 10 of Example 10 was prepared by the same method as in Example 1.

[0477] [Example 11]

[0478] Instead of polymeric liquid crystal composition 1, polymeric liquid crystal composition 2 was used. Otherwise, the optical anisotropic layer 11 of Example 11 was prepared by the same method as in Example 1.

[0479] <Preparation of Polymerizable Liquid Crystal Composition 2>

[0480] A polymeric liquid crystal composition 2 for forming an optical anisotropic layer with the following composition was prepared.

[0481]

[0482] Liquid crystal compound R4

[0483] [Chemical Formula 23]

[0484]

[0485] • Liquid crystal compound R5

[0486] [Chemical Formula 24]

[0487]

[0488] • Liquid crystal compound R16

[0489] [Chemical Formula 25]

[0490]

[0491] • Polymerizable compound M1

[0492] [Chemical Formula 26]

[0493]

[0494] • Leveling agent P2 (In the following formula, a, b, c are a = 34.5, b = 61.0, c = 4.5, which indicate the content (mass %) of each repeating unit with respect to the total repeating units in the leveling agent P2.)

[0495] [Chemical Formula 27]

[0496]

[0497] [Example 12]

[0498] Instead of the leveling agent P2 contained in the polymerizable liquid crystal composition 2, the following leveling agent P3 was used, and otherwise, the optical anisotropic layer 12 of Example 12 was produced by the same method as Example 11.

[0499] • Leveling agent P3 (In the following formula, a, b, c are a = 44.8, b = 50.3, c = 4.9, which indicate the content (mass %) of each repeating unit with respect to the total repeating units in the leveling agent P3.)

[0500] [Chemical Formula 28]

[0501]

[0502] [Comparative Examples 1 to 4]

[0503] Instead of the liquid crystal compounds R1 and R2 contained in the polymerizable liquid crystal composition 1, the following liquid crystal compounds of Table 4 were used, and otherwise, the optical anisotropic layers C1 to C4 of Comparative Examples 1 to 4 were produced by the same method as Example 1.

[0504] In addition, regarding the optical anisotropic layers 1 to 12, C1 to C4 produced in Examples 1 to 12 and Comparative Examples 1 to 4, the results of measurement of the phase difference confirmed that the in-plane retardation Re1(550) was 110 to 150 nm, and was all positive A-plate.

[0505] [Evaluation]

[0506] X-ray Diffraction Measurement

[0507] X-ray diffraction measurement was performed on each of the optical anisotropic layers produced in Examples 1 to 12 and Comparative Examples 1 to 4, under the following apparatus and conditions, to confirm whether or not diffraction light derived from order (periodic structure) of smectic phase was observed, and evaluation was performed by the following evaluation criteria. The results are shown in Tables 4 to 6 below.

[0508] In addition, in the optical anisotropic layer 1 produced in Example 1, a peak showing a periodic structure at 2θ = 1.8° was observed, and it was confirmed that diffraction light derived from order of smectic phase was observed.

[0509] (Apparatus and Conditions)

[0510] X-ray diffraction apparatus ATXG (model name, thin film structure evaluation, manufactured by Rigaku Corporation), Cu ray source (50 kV · 300 mA), 0.45 sun slit

[0511] (Evaluation Criteria)

[0512] A: Diffraction peak derived from periodic structure of smectic phase was observed

[0513] B: Diffraction peak derived from periodic structure of smectic phase was not observed

[0514] <Deposits (Long Suitability)>

[0515] In Examples 1 to 12 and Comparative Examples 1 to 4, when the optical anisotropic layer was produced, the coating portion when the polymerizable liquid crystal composition was continuously coated was observed, and evaluation was performed by the following evaluation criteria. The results are shown in Tables 4 to 6 below. In addition, the stripe defect is a defect caused by a deposit.

[0516] (Evaluation Criteria)

[0517] A: Even if 1500 m is coated, the stripe defect cannot be recognized.

[0518] B: When 1500 m is coated, the stripe defect can be slightly visually recognized, but there is no problem in practical use.

[0519] C: When 1500 m is coated, the stripe defect can be visually recognized, but there is no problem in practical use.

[0520] D: At the time of coating 1500 m, strong stripe defects can be visually recognized, and there is a problem in practical use.

[0521] [Table 4]

[0522]

[0523] [Table 5]

[0524]

[0525] [Table 6]

[0526]

[0527] The structures of the liquid crystal compounds in Tables 4 to 6 above are shown below.

[0528] Liquid crystal compound R1

[0529] [Chemical Formula 29]

[0530]

[0531] Liquid crystal compound R2

[0532] [Chemical Formula 30]

[0533]

[0534] Liquid crystal compound R3

[0535] [Chemical Formula 31]

[0536]

[0537] Liquid crystal compound R4

[0538] [Chemical Formula 32]

[0539]

[0540] Liquid crystal compound R5

[0541] [Chemical Formula 33]

[0542]

[0543] Liquid crystal compound R6

[0544] [Chemical Formula 34]

[0545]

[0546] Liquid crystal compound R7

[0547] [Chemical Formula 35]

[0548]

[0549] Liquid crystal compound R8

[0550] [Chem. 36]

[0551]

[0552] Liquid crystal compound R9

[0553] [Chem. 37]

[0554]

[0555] Liquid crystal compound R10

[0556] [Chem. 38]

[0557]

[0558] Liquid crystal compound R11

[0559] [Chem. 39]

[0560]

[0561] Liquid crystal compound R12

[0562] [Chem. 40]

[0563]

[0564] Liquid crystal compound R13

[0565] [Chem. 41]

[0566]

[0567] Liquid crystal compound R14

[0568] [Chem. 42]

[0569]

[0570] Liquid crystal compound R15

[0571] [Chem. 43]

[0572]

[0573] Liquid crystal compound R16

[0574] [Chem. 44]

[0575]

[0576] As shown in Table 4 above, even without the addition of a positive wavelength dispersive liquid crystal compound B having an aromatic ring with 6 or more but less than 10 π electrons, stripe defects caused by precipitates can be identified, either alone or in combination with two positive wavelength dispersive liquid crystal compounds A having an aromatic ring with 10 or more π electrons (Comparative Examples 1 and 2).

[0577] Furthermore, even without the addition of positive wavelength dispersive liquid crystal compound A, stripe defects caused by precipitates could be identified when using two positive wavelength dispersive liquid crystal compounds B alone or in combination (Comparative Examples 1 and 2).

[0578] In contrast, the results shown in Tables 4 to 6 above indicate that the doping of positive wavelength dispersive liquid crystal compound A and positive wavelength dispersive liquid crystal compound B can suppress the formation of precipitates and exhibit excellent long-term suitability (Examples 1 to 12).

[0579] In particular, a comparison between Example 1 and Example 6 shows that, regarding the positive wavelength dispersive liquid crystal compound A, Ar in the above formula (I) 13 In the case of aromatic hydrocarbon rings that can have substituents, the formation of precipitates can be suppressed more effectively.

[0580] Furthermore, a comparison between Example 1 and Example 7 shows that if the polymeric group P in the positive wavelength dispersive liquid crystal compound A... 11 or P 12 Ring B arranged in sequence 11 The arrangement of the polymeric groups P in the positive wavelength dispersive liquid crystal compound B 21 or P 22 Ring B arranged in sequence 21 If the arrangement of elements is the same, the formation of precipitates can be more effectively suppressed.

[0581] Furthermore, a comparison between Example 1 and Example 9 shows that, for the positive wavelength dispersive liquid crystal compound A, the sum of n11, m11, k11, m12 and n12 in the above formula (I) is an integer from 5 to 10, and for the positive wavelength dispersive liquid crystal compound B, the sum of n21, m21, k21, m22 and n22 in the above formula (I) is an integer from 5 to 10, which can further suppress the generation of precipitates.

[0582] Furthermore, a comparison between Example 3 and Example 10 shows that, in Example 10, which is a nematic liquid crystal system, the improvement effect based on the combined use of positive wavelength dispersive liquid crystal compound A and positive wavelength dispersive liquid crystal compound B is relatively low.

[0583] Symbol Explanation

[0584] 10 - optical film, 12 - optically anisotropic layer, 14 - alignment film, 16 - support.

Claims

1. A polymerizable liquid crystal composition comprising: a positive wavelength-dispersion liquid crystal compound A having an aromatic ring with a number of π electrons of 10 or more; and a positive wavelength-dispersion liquid crystal compound B having an aromatic ring with a number of π electrons of 6 or more and less than 10, the positive wavelength-dispersion liquid crystal compound A is a compound represented by the following formula (I), the positive wavelength-dispersion liquid crystal compound B is a compound represented by the following formula (II), P 11 -Sp 11 -(X 11 -Ar 11 ) n11 -(X 12 -Cy 11 ) m11 -(X 13 -Ar 13 ) k11 -X 14 -(Cy 12 -X 15 ) m12 -(Ar 12 -X 16 ) n12 -Sp 12 -P 12 (I) P 21 -Sp 21 -(X 21 -Ar 21 ) n21 -(X 22 -Cy 21 ) m21 -(X 23 -Ar 23 ) k21 -X 24 -(Cy 22 -X 25 ) m22 -(Ar 22 -X 26 ) n22 -Sp 22 -P 22 (II) wherein in the formulae (I) and (II), P 11 , P 12 , P 21 and P 22 each independently represents a polymerizable group, Sp 11 , Sp 12 , Sp 21 and Sp 22 each independently represents a single bond, a linear or branched alkylene group having 1 to 14 carbon atoms, or a divalent linking group obtained by substituting one or more -CH2- of a linear or branched alkylene group having 1 to 14 carbon atoms with -O-, -S-, -NH-, -N(Q)- or -CO-, Q representing a substituent, n11, m11, m12, n12, n21, m21, m22, and n22 each independently represent an integer of 0 to 2, wherein at least one of m11 and n11 represents 1 or 2, at least one of m12 and n12 represents 1 or 2, at least one of m21 and n21 represents 1 or 2, and at least one of m22 and n22 represents 1 or 2, k11 and k21 each independently represent 1 or 2, X 11 , X 12 , X 13 , X 14 , X 15 , X 16 , X 21 , X 22 , X 23 , X 24 , X 25 and X 26 respectively independently represent a single bond, or -CO-, -0-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group composed of combination of 2 or more of them, R 1 ~ R 5 respectively independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 12 carbon atoms, wherein, in the case where n11 is 2, a plurality of X 11 may be the same or different from each other, in the case where m11 is 2, a plurality of X 12 may be the same or different from each other, in the case where k11 is 2, a plurality of X 13 may be the same or different from each other, in the case where m12 is 2, a plurality of X 15 may be the same or different from each other, in the case where n12 is 2, a plurality of X 16 may be the same or different from each other, in the case where n21 is 2, a plurality of X 21 may be the same or different from each other, in the case where m21 is 2, a plurality of X 22 may be the same or different from each other, in the case where k21 is 2, a plurality of X 23 may be the same or different from each other, in the case where m22 is 2, a plurality of X 25 may be the same or different from each other, in the case where n22 is 2, a plurality of X 26 may be the same or different from each other, Ar 11 , Ar 12 , Ar 21 , and Ar 22 respectively independently represent an aromatic ring which can have a substituent, wherein, in the case where n11 is 2, a plurality of Ar 11 may be the same or different, and in the case where n12 is 2, a plurality of Ar 12 may be the same or different, and in the case where n21 is 2, a plurality of Ar 21 may be the same or different, and in the case where n22 is 2, a plurality of Ar 22 may be the same or different, Cy 11 , Cy 12 , Cy 21 , and Cy 22 each independently represents an alicyclic group which can have a substituent, wherein, in the case where m11 is 2, a plurality of Cy 11 may be the same or different from each other, and in the case where m12 is 2, a plurality of Cy 12 may be the same or different from each other, and in the case where m21 is 2, a plurality of Cy 21 may be the same or different from each other, and in the case where m22 is 2, a plurality of Cy 22 may be the same or different from each other, Ar 13 represents an aromatic ring which can have a π electron number of 10 or more, wherein, in the case where k11 is 2, a plurality of Ar 13 may be the same or different, respectively, Ar 23 represents an aromatic ring which can have a number of π electrons of 6 or more and less than 10, wherein, in the case where k21 is 2, a plurality of Ar 23 may be the same or different, respectively, in the formula (I), the total of n11, m11, k11, m12, and n12 is an integer of 5 to 10, in the formula (II), the total of n21, m21, k21, m22, and n22 is an integer of 5 to 10.

2. The polymerizable liquid crystal composition according to claim 1, wherein The positive wavelength dispersion liquid crystal compound A is a compound having a polymerizable group P 11 and P 12 , and 3 or more rings B 11 consisting of an aromatic ring which can have a substituent and an alicyclic ring which can have a substituent and present on a bond connecting the polymerizable groups P 12 and P 11 ​ The positive wavelength dispersive liquid crystal compound B has polymeric groups P that constitute one end and the other end of the positive wavelength dispersive liquid crystal compound B. 21 and P 22 And selected from the group consisting of aromatic rings that may have substituents and alicyclic rings that may have substituents, and present in connection with the polymeric group P. 21 and P 22 The key has more than 3 rings B 21 compounds, wherein one end and the other end of the compound each refer to atoms that become the starting point and the end point of the calculation when the maximum number of atoms is calculated with respect to atoms on the bond connecting the compound at the shortest distance.

3. The polymerizable liquid crystal composition according to claim 2, wherein From the polymeric group P in the positive wavelength dispersive liquid crystal compound A 11 or P 12 The rings B arranged in sequence 11 The arrangement is such that the polymeric groups P in the positive wavelength dispersive liquid crystal compound B are... 21 or P 22 The rings B arranged in sequence 21 The arrangement is the same. wherein, with respect to the arrangement of the ring, if both of the objects compared are aromatic rings, even in the case where the ring structure or the substituent is different, it is considered that the arrangement is the same, and if both of the objects compared are alicyclic rings, even in the case where the ring structure or the substituent is different, it is considered that the arrangement is the same, and the arrangement of the ring does not include the structure of the connecting portion between 2 rings.

4. The polymerizable liquid crystal composition according to claim 1 or 2, wherein In the formula (I), m11 is 2, X between the two Cy 11 is a single bond, and m12 is 2, X between the two Cy 12 is a single bond, and m12 is 2, X between the two Cy 12 is a single bond, and m12 is 2, X between the two Cy 15 is a single bond, and m12 is 2, X between the two Cy In the formula (II), m21 is 2, X between the two Cy 21 is a single bond, and m22 is 2, X between the two Cy 22 is a single bond. 22 is a single bond. 25 is a single bond.

5. The polymerizable liquid crystal composition according to claim 1 or 2, wherein The structure of the formula (I) except Ar 13 is the same structure as the structure of the formula (II) except Ar 23 .

6. The polymerizable liquid crystal composition according to claim 1 or 2, wherein Ar in formula (I) 13 and Ar in the above formula (II) 23 All of them are aromatic hydrocarbon rings that can have substituents.

7. The polymerizable liquid crystal composition according to claim 1 or 2, wherein Ar in the formula (I) is an aromatic ring represented by the following formula (III) 13 is an aromatic ring represented by the following formula (III) in the formula (III), * indicates the bonding position to X 13 or X 14 of the bond, Q 2 , Q 3 , Q 5 , Q 6 , Q 7 , and Q 8 respectively independently represent a hydrogen atom or a substituent.

8. The polymerizable liquid crystal composition according to claim 1 or 2, wherein, the polymerizable liquid crystal composition further comprises a negative wavelength-dispersion liquid crystal compound having any one aromatic ring selected from the group consisting of the groups represented by the following formulae (Ar-1) to (Ar-7), in the formulae (Ar-1) to (Ar-7), * represents a bonding position, Q 1 represents N or CH, Q 2 represents -S-, -O- or -N(R 6 )-, R 6 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Y 1 represents an aromatic hydrocarbon group having 6 to 12 carbon atoms which can have a substituent, an aromatic heterocyclic group having 3 to 12 carbon atoms which can have a substituent, or an alicyclic hydrocarbon group having 6 to 20 carbon atoms which can have a substituent, one or more -CH2- constituting the alicyclic hydrocarbon group can be replaced with -0-, -S-, or -NH-, Z 1 , Z 2 , and Z 3 respectively independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a monovalent aromatic heterocyclic group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR 7 , -NR 8 R 9 , -SR 10 , -COOR 11 , or -COR 12 , R 7 to R 12 respectively independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, Z 1 and Z 2 may be bonded to each other to form an aromatic ring, A 1 and A 2 each independently represents a member independently selected from the group consisting of -0-, -N(R 13 )-, -S-, and -CO-, R 13 represents a hydrogen atom or a substituent, X represents a non-metal atom of Group 14 to 16 which can be bonded to a hydrogen atom or a substituent, X 31 and X 32 each independently represents a single bond, or -CO-, -O-, -S-, -C(=S)-, -CR 1 R 2 -, -CR 3 =CR 4 -, -NR 5 -, or a divalent linking group composed of a combination of 2 or more of them, R 1 ~R 5 each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 12 carbon atoms, Sp 31 and Sp 32 each independently represents a single bond, a linear or branched chain alkylene group having 1 to 14 carbon atoms, or a divalent linking group obtained by substituting one or more -CH2- in a linear or branched chain alkylene group having 1 to 14 carbon atoms with -O-, -S-, -NH-, -N(Q)- or -CO-, Q representing a substituent, L 1 and L 2 each independently represents a monovalent organic group, L 1 and L 2 at least one of L and L represents a polymerizable group, Ax represents an organic group having a carbon atom number of 2 to 30 having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring, Ay represents a hydrogen atom, an alkyl group having a carbon atom number of 1 to 12 which can have a substituent, or an organic group having a carbon atom number of 2 to 30 having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring, the aromatic ring in Ax and Ay can have a substituent, and Ax and Ay can be bonded to form a ring, Q 3 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which can have a substituent.

9. An optically anisotropic layer which is a layer in which the alignment state of the polymerizable liquid crystal composition according to any one of claims 1 to 8 is fixed.

10. The optically anisotropic layer according to claim 9, wherein a diffraction peak derived from the periodic structure is shown in X-ray diffraction measurement.

11. The optically anisotropic layer according to claim 9 or 10, wherein the positive wavelength dispersion liquid crystal compound A and the positive wavelength dispersion liquid crystal compound B included in the polymerizable liquid crystal composition are fixed in a state in which they are horizontally aligned with respect to the main surface of the optically anisotropic layer. The optically anisotropic layer is a positive A-plate.

13. An optical film having the optically anisotropic layer according to any one of claims 9 to 12.

12. The optically anisotropic layer according to claim 9 or 10, wherein, 14. The optical film according to claim 13, wherein the optically anisotropic layer is formed on the surface of a photo-alignment film.

15. A polarizing plate having the optical film according to claim 13 or 14 and a polarizer.

16. An image display device having the optical film according to claim 13 or 14 or the polarizing plate according to claim 15. The image display device is a liquid crystal display device. The image display device is an organic EL display device. The image display device is a liquid crystal display device.

17. The image display device according to claim 16, wherein The image display device is an organic EL display device.

18. The image display apparatus according to claim 16, wherein ​

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