JP7371110B2 - Polymerizable liquid crystal compositions, optically anisotropic films, optical films, polarizing plates, and image display devices - Google Patents

Description

The present invention relates to a polymerizable liquid crystal composition, an optically anisotropic film, an optical film, a polarizing plate, and an image display device.

Polymerizable liquid crystal compounds that exhibit reverse wavelength dispersion have characteristics such as being able to accurately convert the wavelength of light over a wide wavelength range, and having a high refractive index that allows the retardation film to be made thin. Because of this, it is being actively researched.
In addition, for polymerizable liquid crystal compounds that exhibit reverse wavelength dispersion, a T-type molecular design guideline is generally adopted, in which the wavelength of the long axis of the molecule is shortened, and the wavelength of the short axis located at the center of the molecule is changed to a long wavelength. It is required to become
From the perspective of increasing the wavelength of the short axis located at the center of the molecule, hydrophilic nitrogen, oxygen, and sulfur atoms are added to the short axis skeleton (hereinafter also referred to as "reverse wavelength dispersion expression part"). It is known to introduce (for example, see Patent Documents 1 to 3).

Japanese Patent Application Publication No. 2010-031223 International Publication No. 2014/010325 Japanese Patent Application Publication No. 2016-081035

The present inventors have investigated Patent Documents 1 to 3 regarding durability (hereinafter referred to as "amine resistance") in which the optically anisotropic film formed has a change in birefringence due to ammonia, which is a basic nucleophile. We have confirmed that there is a problem.
The present inventors found that by using a strong bond (such as an ether bond) to connect the short axis skeleton (reverse wavelength dispersion expression part) located at the center of the molecule with the long axis of the molecule, amine resistance can be improved. However, the problem that liquid crystallinity is no longer exhibited and reverse wavelength dispersion is lost has been clarified.

Therefore, the present invention provides a polymerizable liquid crystal composition, an optically anisotropic film, an optical film, a polarizing plate, and an image display device, which are used to form an optically anisotropic film having reverse wavelength dispersion and excellent amine resistance. The challenge is to provide the following.

As a result of intensive studies to achieve the above object, the present inventors found that by using a polymerizable liquid crystal composition containing a polymerizable smectic liquid crystal compound together with a compound represented by formula (I-1) described below, The present invention was completed based on the discovery that the formed optically anisotropic film exhibits reverse wavelength dispersion and has good amine resistance.
That is, it has been found that the above object can be achieved with the following configuration.

[1] A polymerizable liquid crystal composition containing a compound represented by formula (I-1) described below and a polymerizable smectic liquid crystal compound.
[2] The polymerizable liquid crystal composition according to [1], wherein Ar ¹ and Ar ² in formula (I-1) described below represent an aromatic ring having a maximum absorption wavelength in a range of 300 to 400 nm.
[3] Ar ¹ and Ar ² in formula (I-1) described below are any aromatic selected from the group consisting of groups represented by formulas (Ar-1) to (Ar-7) described below. The polymerizable liquid crystal composition according to [1] or [2], which represents a ring.
[4] The polymerizable liquid crystal composition according to any one of [1] to [3], wherein X ¹ and X ² in formula (I-1) described below represent a linking group represented by -O-. .
[5] P in formula (I-3) described below represents any polymerizable group selected from the group consisting of groups represented by formulas (P-1) to (P-20) described below. , the polymerizable liquid crystal composition according to any one of [1] to [4].
[6] The content of the polymerizable smectic liquid crystal compound is 15 to 75% by mass based on the total mass of the polymerizable smectic liquid crystal compound and the compound represented by formula (I-1) described below, [1] to The polymerizable liquid crystal composition according to any one of [5].

[7] An optically anisotropic film obtained by polymerizing the polymerizable liquid crystal composition according to any one of [1] to [6].
[8] The optically anisotropic film according to [7], which satisfies the following formula (III).
0.50<Re(450)/Re(550)<1.00...(III)
Here, in formula (III), Re (450) represents the in-plane retardation of the optically anisotropic film at a wavelength of 450 nm, and Re (550) represents the in-plane retardation of the optically anisotropic film at a wavelength of 550 nm. represents.
[9] An optical film having the optically anisotropic film according to [7] or [8].
[10] A polarizing plate comprising the optical film according to [9] and a polarizer.
[11] An image display device comprising the optical film according to [9] or the polarizing plate according to [10].

According to the present invention, there is provided a polymerizable liquid crystal composition, an optically anisotropic film, an optical film, a polarizing plate, and an image display device used for forming an optically anisotropic film having reverse wavelength dispersion and excellent amine resistance. can be provided.

FIG. 1A is a schematic cross-sectional view showing an example of the optical film of the present invention. FIG. 1B is a schematic cross-sectional view showing an example of the optical film of the present invention. FIG. 1C is a schematic cross-sectional view showing an example of the optical film of the present invention.

The present invention will be explained in detail below.
Although the description of the constituent elements described below may be made based on typical embodiments of the present invention, the present invention is not limited to such embodiments.
Note that in this specification, a numerical range expressed using "~" means a range that includes the numerical values written before and after "~" as the lower limit and upper limit.
Moreover, in this specification, each component may use one type of substance corresponding to each component, or may use two or more types in combination. Here, when two or more types of substances are used together for each component, the content of the component refers to the total content of the substances used in combination, unless otherwise specified.
In addition, in this specification, the bonding direction of the divalent group (for example, -CO-NR-) expressed is not particularly limited unless the bonding position is specified, and for example, the following formula ( When X ¹ in I-1) is -CO-NR-, if the position bonded to the L ¹ side is *1 and the position bonded to the Ar ¹ side is *2, then X ¹ is It may be *1-CO-NR-*2 or *1-NR-CO-*2.

[Polymerizable liquid crystal composition]
The polymerizable liquid crystal composition of the present invention is a polymerizable liquid crystal composition containing a compound represented by formula (I-1) (hereinafter also abbreviated as "specific compound") and a polymerizable smectic liquid crystal compound. It is a thing.

In the present invention, as described above, by using a polymerizable liquid crystal composition containing a polymerizable smectic liquid crystal compound together with a specific compound, the formed optically anisotropic film exhibits reverse wavelength dispersion and is resistant to amines. will also be good.
Although this is not clear in detail, the present inventors speculate as follows.
That is, in the formula (I-1) described later ^{, the} specific compound has an ester bond as ^a linking group (X ¹ and It is thought that amine resistance has improved because it has a strong bond that does not contain amines.
In addition, when the specific compound and the polymerizable smectic liquid crystal compound are mixed, the structure represented by the formula (I-3) described later contained in the molecular long axis of the specific compound and the mesogenic skeleton of the polymerizable smectic liquid crystal compound It is thought that due to the interaction between the two, the mixture exhibited liquid crystallinity as well as reverse wavelength dispersion due to the structure of the specific compound.
Each component of the polymerizable liquid crystal composition of the present invention will be explained in detail below.

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

In the above formula (I-1), Ar ¹ and Ar ² each independently represent an aromatic ring having a maximum absorption wavelength in a range of 280 to 420 nm.
Furthermore, in the above formula (I-1), D ¹ is a single bond, or -CO-, -O-, -S-, -C(=S)-, -CR ¹ R ² -, -CR ³ =CR ⁴ -, -NR ⁵ -, or a divalent linking group consisting of two or more of these; R ¹ to R ⁵ are each independently a hydrogen atom, a fluorine atom, or a carbon number Represents 1 to 4 alkyl groups.
Furthermore, in the above formula (I-1), p represents 0 or 1.
In addition, in the above formula (I-1), X ¹ and X ² each independently represent -O-, -S-, -CO-, -CO-NR ⁶ -, or a single bond, and R ⁶ each independently represents a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.

In the above formula (I-1), p represents 0 or 1 as described above, and is 0, that is, D ¹ and Ar ² in the above formula (I-1) are not present. is preferred.

In the above formula (I-1), the divalent linking group represented by one embodiment of ^D1 is, 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 -, -CO-NR ⁵ -, and the like. R ¹ , R ² and R ⁵ each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.
Among these, -CO-, -O-, and -CO-O- are preferred.

In the above formula (I-1), X ¹ and X ² are preferably -O- or -S-, since the formed optically anisotropic film has better amine resistance, and -O - is more preferable.

In the above formula (I-1), Ar ¹ and Ar ² represent aromatic rings having a maximum absorption wavelength in the range of 280 to 420 nm, as described above, but the light resistance of the optically anisotropic film formed is better. For this reason, it is preferable to represent an aromatic ring having a maximum absorption wavelength of 300 to 400 nm.
Here, the maximum absorption wavelength refers to the maximum absorption wavelength in an absorption spectrum measured by the following method using a compound in which the connecting groups (X ¹ and X ² ) with an aromatic ring are replaced with methyl groups.
<Measurement method>
A solution having a concentration of 1% by mass is prepared by dissolving the compound in chloroform.
Next, the prepared solution is placed in a quartz cell (10 mm long square cell), and the absorbance of the solution in the wavelength range of 200 to 800 nm is measured using an ultraviolet-visible-infrared spectrophotometer U-3100PC (Shimadzu Corporation). .
Next, the maximum absorption wavelength is determined in the obtained absorption spectrum.

In the above formula (I-1), Ar ¹ and Ar ² are represented by the following formulas (Ar-1) to (Ar-7) because the formed optically anisotropic film tends to exhibit reverse wavelength dispersion. It is preferable to represent any aromatic ring selected from the group consisting of the groups represented by. In the following formulas (Ar-1) to (Ar-7), * represents the bonding position with X ¹ or D ¹ for Ar ¹ , and the bonding position with D ¹ or X ² for Ar ² . However, when p is 0, it represents the bonding position with X ¹ or X ² .

In the above formula (Ar-1), Q ¹ represents N or CH, Q ² represents -S-, -O-, or -N(R ⁷ )-, and R ⁷ is a hydrogen atom or represents an alkyl group having 1 to 6 carbon atoms, and Y ¹ represents an aromatic hydrocarbon group having 6 to 12 carbon atoms, which may have a substituent, or an aromatic heterocyclic group having 3 to 12 carbon atoms; represent.
Specific examples of the alkyl group having 1 to 6 carbon atoms represented by R ⁷ include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, and tert-butyl group. group, n-pentyl group, n-hexyl group, and the like.
Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms represented by Y ¹ include aryl groups such as phenyl group, 2,6-diethylphenyl group, and naphthyl group.
Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y ¹ include heteroaryl groups such as thienyl group, thiazolyl group, furyl group, and pyridyl group.
Further, examples of the substituent that Y ¹ may have include an alkyl group, an alkoxy group, an alkylcarbonyl group, an alkoxycarbonyl group, an alkylcarbonyloxy group, an alkylamino group, a dialkylamino group, an alkylamido group, and an alkenyl group. group, alkynyl group, halogen atom, cyano group, nitro group, alkylthiol group, and N-alkyl carbamate group, among others, alkyl group, alkoxy group, alkoxycarbonyl group, alkylcarbonyloxy group, or halogen group. Atoms are preferred.
The alkyl group is preferably a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, isopropyl group, n -butyl group, isobutyl group, sec-butyl group, t-butyl group, cyclohexyl group, etc.), further preferably an alkyl group having 1 to 4 carbon atoms, and particularly preferably a methyl group or an ethyl group.
As the alkoxy group, an alkoxy group having 1 to 18 carbon atoms is preferable, an alkoxy group having 1 to 8 carbon atoms (for example, a methoxy group, an ethoxy group, an n-butoxy group, a methoxyethoxy group, etc.) is more preferable, and an alkoxy group having 1 to 18 carbon atoms is more preferable. -4 alkoxy groups are more preferred, and methoxy or ethoxy groups are particularly preferred.
Examples of the alkoxycarbonyl group include groups in which an oxycarbonyl group (-O-CO- group) is bonded to the alkyl group exemplified above, and among them, a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, or an isopropoxycarbonyl group. A carbonyl group is preferred, and a methoxycarbonyl group is more preferred.
Examples of the alkylcarbonyloxy group include groups in which a carbonyloxy group (-CO-O- group) is bonded to the alkyl group exemplified above, and among them, a methylcarbonyloxy group, an ethylcarbonyloxy group, and a n-propylcarbonyloxy group. or isopropylcarbonyloxy group is preferred, and methylcarbonyloxy group is more preferred.
Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, among which a fluorine atom or a chlorine atom is preferred.

Furthermore, in the above formulas (Ar-1) to (Ar-7), Z ¹ , Z ² and Z ³ each independently represent a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, or a carbon A monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR ⁸ , -NR ⁹ R ¹⁰ , or , -SR ¹¹ , R ⁸ to R ¹¹ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and Z ¹ and Z ² may be combined with each other to form an aromatic ring. good.
The monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms is preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and specifically, a methyl group or an ethyl group. , isopropyl group, tert-pentyl group (1,1-dimethylpropyl group), tert-butyl group, 1,1-dimethyl-3,3-dimethyl-butyl group are more preferred, and methyl group, ethyl group, tert-butyl group Particularly preferred are groups.
Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, cyclodecyl group, methylcyclohexyl group, and ethylcyclohexyl group. Monocyclic saturated hydrocarbon groups such as groups; cyclobutenyl group, cyclopentenyl group, cyclohexenyl group, cycloheptenyl group, cyclooctenyl group, cyclodecenyl group, cyclopentadienyl group, cyclohexadienyl group, cyclooctadienyl group, cyclodeca Monocyclic unsaturated hydrocarbon groups such as dienes; bicyclo[2.2.1]heptyl group, bicyclo[2.2.2]octyl group, tricyclo[5.2.1.0 ^2,6 ]decyl group, tricyclo[3.3.1.1 ^3,7 ]decyl group, tetracyclo[6.2.1.1 ^3,6 . 0 ^2,7 ] polycyclic saturated hydrocarbon groups such as dodecyl group and adamantyl group; and the like.
Specific examples of the monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms include phenyl group, 2,6-diethylphenyl group, naphthyl group, biphenyl group, etc. An aryl group (especially a phenyl group) is preferred.
Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, and the like, and among them, a fluorine atom, a chlorine atom, and a bromine atom are preferred.
On the other hand, specific examples of the alkyl group having 1 to 6 carbon atoms represented by R ⁸ to R ¹¹ include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, and sec-butyl group. group, tert-butyl group, n-pentyl group, and n-hexyl group.

In addition, in the above formulas (Ar-2) and (Ar-3), A ¹ and A ² each independently represent -O-, -N(R ¹² )-, -S-, and -CO-. R ¹² represents a hydrogen atom or a substituent.
Examples of the substituent represented by R ¹² include the same substituents that Y ¹ in the above formula (Ar-1) may have.

In the above formula (Ar-2), X represents a hydrogen atom or a nonmetallic atom of Groups 14 to 16 to which a substituent may be bonded.
^In addition, the nonmetallic atom ^of Groups 14 to 16 represented by represents. ], 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. ].
Specific examples of the substituent include an alkyl group, an alkoxy group, an alkyl-substituted alkoxy group, a cyclic alkyl group, an aryl group (e.g., a phenyl group, a naphthyl group, etc.), a cyano group, an amino group, a nitro group, and an alkyl group. Examples include carbonyl group, sulfo group, and hydroxyl group.

Furthermore, in the above formula (Ar-3), D ⁴ and D ⁵ are each independently a single bond, -CO-, -O-, -S-, -C(=S)-, -CR ¹ R ² -, -CR ³ =CR ⁴ -, -NR ⁵ -, or a divalent linking group consisting of a combination of two or more thereof, and R ¹ to R ⁵ each independently represent a hydrogen atom, Represents a fluorine atom or an alkyl group having 1 to 4 carbon atoms.
Here, as the divalent linking group, the same groups as those explained for D ¹ in the above formula (I-1) can be mentioned.

In the above formula (Ar-3), SP ¹ and SP ² are each independently a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a straight chain having 1 to 12 carbon atoms. A divalent compound in which one or more of -CH ₂ - constituting a chain or branched alkylene group is substituted with -O-, -S-, -NH-, -N(Q)-, or -CO- represents a connecting group, and Q represents a substituent. Examples of the substituent include the same substituents that Y ¹ in the above formula (Ar-1) may have.
Here, examples of linear or branched alkylene groups having 1 to 12 carbon atoms include methylene group, ethylene group, propylene group, butylene group, pentylene group, hexylene group, methylhexylene group, heptylene group, etc. are preferably mentioned.

Furthermore, in the above formula (Ar-3), L ³ and L ⁴ each independently represent a monovalent organic group.
Examples of the monovalent organic group include an alkyl group, an aryl group, and a heteroaryl group. The alkyl group may be linear, branched or cyclic, but linear is preferred. The number of carbon atoms in the alkyl group is preferably 1 to 30, more preferably 1 to 20, even more preferably 1 to 10. Further, the aryl group may be monocyclic or polycyclic, but monocyclic is preferable. The number of carbon atoms in the aryl group is preferably 6 to 25, more preferably 6 to 10. Further, the heteroaryl group may be monocyclic or polycyclic. The number of heteroatoms constituting the heteroaryl group is preferably 1 to 3. The heteroatom constituting the heteroaryl group is preferably a nitrogen atom, a sulfur atom, or an oxygen atom. The heteroaryl group preferably has 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms. Further, the alkyl group, aryl group and heteroaryl group may be unsubstituted or may have a substituent. Examples of the substituent include the same substituents that Y ¹ in the above formula (Ar-1) may have.

Furthermore, in the above formulas (Ar-4) to (Ar-7), Ax has at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocycle, and has 2 to 30 carbon atoms. Represents an organic group.
Furthermore, in the above formulas (Ar-4) to (Ar-7), Ay represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring and an aromatic Represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of heterocycles.
Here, the aromatic rings in Ax and Ay may have a substituent, or Ax and Ay may combine to form a ring.
Further, Q ³ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent.
Examples of Ax and Ay include those described in paragraphs [0039] to [0095] of Patent Document 2 (International Publication No. 2014/010325).
Further, the alkyl group having 1 to 6 carbon atoms represented by Q ³ is specifically, for example, methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert -butyl group, n-pentyl group, n-hexyl group, etc., and examples of the substituent include those similar to the substituent that Y ¹ in the above formula (Ar-1) may have. Can be mentioned.

On the other hand, in the above formula (I-1), L ¹ and L ² each independently represent an alkylene group represented by the following formula (I-2). In the following formula (I-2), * represents the bonding position for L ¹ with Mes ¹ or X ¹ , and represents the bonding position for L ² with Mes ² or X ² .

In the above formula (I-2), m represents an integer of 1 or more, preferably an integer of 2 to 20, more preferably an integer of 2 to 15, and an integer of 2 to 10. is particularly preferred.

Further, the hydrogen atoms contained in the alkylene group represented by the above formula (I-2) include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfuranyl group, a cyano group, a nitro group, an isocyano group, It may be substituted with a thioisocyano group or an alkyl group having 1 to 20 carbon atoms.
Specific examples of the alkyl group having 1 to 20 carbon atoms include methyl group, ethyl group, isopropyl group, n-propyl group, n-butyl group, t-butyl group, amyl group, 2-ethylhexyl group, Examples include nonyl group, decanyl group, lauryl group, cetyl group, stearyl group, and cyclohexyl group.

In addition, one of -CH 2 - constituting the alkylene group represented by the above formula ₍ I-2) and not directly bonded to X ¹ or X ² in the above formula (I-1) Or two or more non-adjacent -CH ₂ - are -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O- It may be substituted with CO-O-, -CO-NH-, -NH-CO-, or -C≡C-.

On the other hand, in the above formula (I-1), Mes ¹ and Mes ² each independently represent a polymerizable group-containing group represented by the following formula (I-3). In the following formula (I-3), * represents the bonding position with L ¹ for Mes ¹ , and represents the bonding position with L ² for Mes ² .

In the above formula (I-3), M is a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a naphthalene-2,6 -diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, or 1,3-dioxane-2,5-diyl group .
However, the hydrogen atoms contained in these groups are fluorine atoms, chlorine atoms, bromine atoms, iodine atoms, pentafluorosulfuranyl groups, cyano groups, nitro groups, isocyano groups, thioisocyano groups, or carbon atoms with 1 to 20 carbon atoms. may be substituted with an alkyl group.

In addition, in the above formula (I-3), D ² and D ³ each independently represent -O-, -S-, -OCH ₂ -, -CH ₂ CH ₂ -, -CO-, -COO-, -CO-S-, -OCO-O-, -CO-NH-, -SCH ₂ -, -CF ₂ O-, -CF ₂ S-, -CH=CH-COO-, -CH=CH-OCO- , -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -COO-CH ₂ -, -OCO-CH ₂ -, -CH=CH-, -N=N-, -CH=N- , -CH=N-N=CH-, -CF=CF-, -C≡C-, or a single bond.

In the above formula (I-3), SP is a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear or branched alkylene group having 1 to 12 carbon atoms. One or more of -CH ₂ - constituting represents a divalent linking group substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-, and Q is , represents a substituent. Examples of the substituent include the same substituents that Y ¹ in the above formula (Ar-1) may have.
Here, examples of linear or branched alkylene groups having 1 to 12 carbon atoms include methylene group, ethylene group, propylene group, butylene group, pentylene group, hexylene group, methylhexylene group, heptylene group, etc. are preferably mentioned.

Furthermore, in the above formula (I-3), P represents a polymerizable group.
As the polymerizable group, a polymerizable group capable of radical polymerization or cationic polymerization is preferable.
As the radically polymerizable group, a known radically polymerizable group can be used, and preferred examples include an acryloyloxy group or a methacryloyloxy group. In this case, it is known that an acryloyloxy group generally has a high polymerization rate, and an acryloyloxy group is preferred from the viewpoint of improving productivity, but a methacryloyloxy group can also be used as a polymerizable group.
As the cationic polymerizable group, a known cationic polymerizable group can be used, and specifically, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiro-orthoester group, and a vinyloxy Examples include groups. Among these, an alicyclic ether group or a vinyloxy group is preferred, and an epoxy group, an oxetanyl group, or a vinyloxy group is particularly preferred.
Particularly preferred examples of polymerizable groups include any polymerizable group selected from the group consisting of groups represented by the following formulas (P-1) to (P-20). Among these, an acryloyloxy group or a methacryloyloxy group is more preferable. Note that in the following formulas (P-1) to (P-20), * represents the bonding position with SP.

Furthermore, in the above formula (I-3), n represents an integer of 2 or more, preferably an integer of 2 to 5, more preferably an integer of 2 to 4, and 2 or 3. is even more preferable.
In addition, a plurality of M's may be the same or different, a plurality of ^D2 's may be the same or different, and a plurality of ^D3 's may be the same or different. The plurality of SPs may be the same or different.

As specific compounds, specifically, for example, compounds represented by the following formulas (1) to (22) are preferably mentioned, and specifically, K( Examples of side chain structure) include compounds having side chain structures shown in Tables 1 and 2 below.
In addition, in Tables 1 and 2 below, "*" shown in the side chain structure of K represents the bonding position with the aromatic ring.
In addition, in the side chain structures represented by 1-9 in Table 1 below and 2-9 in Table 2 below, the groups adjacent to the acryloyloxy group and methacryloyl group, respectively, are propylene groups (where the methyl group is an ethylene group). (substituted group) and represents a mixture of positional isomers with different positions of the methyl group.

[Polymerizable smectic liquid crystal compound]
The polymerizable smectic liquid crystal compound contained in the polymerizable liquid crystal composition of the present invention is a compound that has a polymerizable group and exhibits a smectic phase liquid crystal state.
Here, examples of the polymerizable group include those similar to those explained for P in formula (I-3) above. Among them, any polymerizable group selected from the group consisting of the groups represented by the above formulas (P-1) to (P-20) is preferable, and it is an acryloyloxy group or a methacryloyloxy group. is more preferable.
Moreover, the liquid crystal state exhibited by the polymerizable smectic liquid crystal compound is preferably a higher-order smectic phase. The higher-order smectic phases mentioned here include smectic A phase, smectic B phase, smectic D phase, smectic E phase, smectic F phase, smectic G phase, smectic H phase, smectic I phase, smectic J phase, and smectic K phase. and smectic L phase, among which smectic A phase, smectic B phase, smectic F phase, smectic I phase, tilted smectic F phase and tilted smectic I phase are preferred, and smectic A phase and mectic B phase are more preferred.
Regarding such polymerizable smectic liquid crystal compounds, there are various documents (C. Detrade et al., Mol. Crysr. Liq. No. 22, Chemistry of Liquid Crystals, Chapter 5, Chapter 10, Section 2 (1994); B. Kohne et al., Angew. Chem. Soc. Chem. Comm., page 1794 (1985); J. Zhang et al. al., J. Am. Chem. Soc., vol. 116, page 2655 (1994)).

In the present invention, the polymerizable smectic liquid crystal compound may be a polymerizable liquid crystal compound exhibiting reverse wavelength dispersion, but is preferably a polymerizable liquid crystal compound exhibiting forward wavelength dispersion.
Here, in this specification, the term "polymerizable liquid crystal compound exhibiting reverse wavelength dispersion" refers to the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using the same. When measured, the Re value becomes the same or increases as the measurement wavelength increases.
On the other hand, a "polymerizable liquid crystal compound exhibiting forward wavelength dispersion" refers to the in-plane retardation (Re) value measured at a specific wavelength (visible light range) of a retardation film made using this compound. , the Re value decreases as the measurement wavelength increases.

In the present invention, the content of the polymerizable smectic liquid crystal compound is set to It is preferably 15 to 75% by mass, more preferably 30 to 60% by mass, based on the total mass of the polymerizable smectic liquid crystal compound and the above-mentioned specific compound.

[Other polymerizable compounds]
The polymerizable liquid crystal composition of the present invention may contain other polymerizable compounds having one or more polymerizable groups in addition to the above-mentioned polymerizable smectic liquid crystal compound.
Here, the polymerizable group that the other polymerizable compound has is not particularly limited, and examples thereof include an acryloyl group, a methacryloyl group, a vinyl group, a styryl group, an allyl group, and the like. Among these, those having an acryloyl group or a methacryloyl group are preferred.

The other polymerizable compound is preferably another polymerizable compound having 1 to 4 polymerizable groups because it improves the durability of the optically anisotropic film formed. More preferably, it is another polymerizable compound having two.

The other polymerizable compound is preferably a non-liquid crystal polymerizable compound, and specific examples thereof include the compounds described in paragraphs [0073] to [0074] of JP-A No. 2016-053709. It will be done.

When such other polymerizable compounds are contained, the content thereof is preferably less than 50% by mass, more preferably 40% by mass or less, based on the mass of the above-mentioned polymerizable liquid crystal compound. More preferably, it is 2 to 30% by mass.

[Polymerization initiator]
The polymerizable liquid crystal composition of the present invention preferably contains a polymerization initiator.
The polymerization initiator used is preferably a photopolymerization initiator that can initiate a polymerization reaction by irradiation with ultraviolet rays.
Examples of photopolymerization initiators include α-carbonyl compounds (described in U.S. Pat. Nos. 2,367,661 and 2,367,670), acyloin ether (described in U.S. Pat. No. 2,448,828), and α-hydrocarbon substituted aromatics. group acyloin compounds (described in U.S. Pat. No. 2,722,512), polynuclear quinone compounds (described in U.S. Pat. No. 3549367), acridine and phenazine compounds (described in JP-A-60-105667, US Pat. No. 4,239,850), oxadiazole compounds (described in US Pat. No. 4,212,970), acylphosphines Oxide compounds (described in Japanese Patent Publication No. 63-40799, Japanese Patent Publication No. 5-29234, Japanese Patent Application Laid-Open No. 10-95788, and Japanese Patent Application Publication No. 10-29997) can be mentioned.
Further, in the present invention, it is also preferable that the polymerization initiator is an oxime type polymerization initiator, and specific examples thereof include the initiator described in paragraphs [0049] to [0052] of International Publication No. 2017/170443. Examples include agents.

〔solvent〕
The polymerizable liquid crystal composition of the present invention preferably contains a solvent from the viewpoint of workability in forming an optically anisotropic film.
Specifically, the solvent includes, for example, ketone solvents (for example, acetone, 2-butanone, methyl isobutyl ketone, cyclohexanone, cyclopentanone, etc.), ether solvents (for example, dioxane, tetrahydrofuran, etc.), and cyclic amide solvents. Solvents (for example, N-methylpyrrolidone, N-ethylpyrrolidone, N,N'-dimethylimidazolidinone, etc.), aliphatic hydrocarbon solvents (for example, hexane, etc.), alicyclic hydrocarbon solvents (for example, cyclohexane) ), aromatic hydrocarbon solvents (e.g., toluene, xylene, trimethylbenzene, etc.), halogenated carbon solvents (e.g., dichloromethane, dichloroethane, dichlorobenzene, chlorotoluene, etc.), ester solvents (e.g., methyl acetate, ethyl acetate, butyl acetate, etc.), water, alcoholic solvents (e.g., ethanol, isopropanol, butanol, cyclohexanol, etc.), cellosolve-based solvents (e.g., methyl cellosolve, ethyl cellosolve, etc.), cellosolve acetate-based solvents, sulfoxide-based solvents ( (for example, dimethyl sulfoxide, etc.), chain amide solvents (for example, dimethylformamide, dimethylacetamide, etc.), and these may be used alone or in combination of two or more.

In the present invention, among the above-mentioned solvents, at least one solvent selected from the group consisting of ketone solvents, ether solvents, and cyclic amide solvents is used because the effect of the present invention of suppressing an increase in filtration pressure is manifested. Preferably, it is a seed solvent.

[Leveling agent]
The polymerizable liquid crystal composition of the present invention preferably contains a leveling agent from the viewpoint of keeping the surface of the optically anisotropic film smooth and facilitating alignment control.
As such a leveling agent, a fluorine-based leveling agent or a silicon-based leveling agent is preferable because it has a high leveling effect depending on the amount added, and a fluorine-based leveling agent is preferable from the viewpoint of being less likely to cause weeping (bloom, bleed). It is more preferable that
Specific examples of the leveling agent include, for example, the compounds described in paragraphs [0079] to [0102] of JP-A No. 2007-069471, and the general formula ( I) (especially the compounds described in paragraphs [0020] to [0032]), compounds represented by the general formula (I) described in JP-A No. 2012-211306 (especially [0022] - Compounds described in paragraphs [0029]), liquid crystal alignment promoters represented by general formula (I) described in JP-A-2002-129162 (particularly [0076] - [0078] and [0082] - Compounds described in paragraph [0084]), compounds represented by general formulas (I), (II) and (III) described in JP-A-2005-099248 (particularly paragraphs [0092] to [0096] (compounds described in ). In addition, it may also have a function as an alignment control agent, which will be described later.

[Orientation control agent]
The polymerizable liquid crystal composition of the present invention may contain an alignment control agent, if necessary.
In addition to homogeneous alignment, alignment control agents can form various alignment states such as homeotropic alignment (vertical alignment), tilted alignment, hybrid alignment, and cholesteric alignment. This can be achieved through precise control.

As the alignment control agent that promotes homogeneous alignment, for example, a low-molecular alignment control agent or a polymeric alignment control agent can be used.
Examples of low-molecular alignment control agents include paragraphs [0009] to [0083] of JP-A No. 2002-20363, paragraphs [0111] to [0120] of JP-A No. 2006-106662, and paragraphs [0111] to [0120] of JP-A No. 2006-106662, and JP-A No. 2012-2012. The description in paragraphs [0021] to [0029] of Publication No.-211306 can be referred to, and the contents thereof are incorporated into the present specification.
In addition, for polymer alignment control agents, please refer to paragraphs [0021] to [0057] of JP-A No. 2004-198511 and paragraphs [0121] to [0167] of JP-A No. 2006-106662, for example. , the contents of which are incorporated herein.

Further, examples of the alignment control agent that forms or promotes homeotropic alignment include boronic acid compounds and onium salt compounds, and specifically, paragraphs [0023] to [0032] of JP-A No. 2008-225281. , paragraphs [0052] to [0058] of JP 2012-208397, paragraphs [0024] to [0055] of JP 2008-026730, and [0043] to [0055] of JP 2016-193869. The compounds described in paragraphs etc. can be referred to, the contents of which are incorporated into the present specification.

On the other hand, cholesteric alignment can be achieved by adding a chiral agent to the polymerizable liquid crystal composition of the present invention, and the direction of rotation of the cholesteric alignment can be controlled depending on the direction of the chirality. Note that the pitch of cholesteric alignment can be controlled depending on the alignment regulating force of the chiral agent.

The content of the alignment control agent, if contained, is preferably 0.01 to 10% by mass, and preferably 0.05 to 5% by mass, based on the total solid mass in the polymerizable liquid crystal composition. More preferred. When the content is within this range, it is possible to obtain a uniform and highly transparent optically anisotropic film without precipitation, phase separation, orientation defects, etc., while realizing a desired orientation state.
These alignment control agents can further be provided with a polymerizable functional group, particularly a polymerizable functional group that can be polymerized with the polymerizable liquid crystal compound constituting the polymerizable liquid crystal composition of the present invention.

[Other ingredients]
The polymerizable liquid crystal composition of the present invention may contain components other than the above-mentioned components, such as liquid crystal compounds other than the above-mentioned polymerizable smectic liquid crystal compounds, surfactants, tilt angle control agents, alignment aids, Examples include plasticizers and crosslinking agents.

[Optically anisotropic film]
The optically anisotropic film of the present invention is an optically anisotropic film obtained by polymerizing the above-mentioned polymerizable liquid crystal composition of the present invention.
Examples of the method for forming the optically anisotropic film include a method in which the above-described polymerizable liquid crystal composition of the present invention is brought into a desired alignment state and then fixed by polymerization. In particular, in the present invention, it is preferable that the optically anisotropic film is formed after the above-described polymerizable liquid crystal composition of the present invention is prepared and then stored.
Here, polymerization conditions are not particularly limited, but in polymerization by light irradiation, it is preferable to use ultraviolet rays. The irradiation amount is preferably 10 mJ/cm ² to 50 J/cm ² , more preferably 20 mJ/cm ² to 5 J/cm ² , even more preferably 30 mJ/cm ² to 3 J/cm ² . , 50 to 1000 mJ/cm ² is particularly preferred. Moreover, in order to promote the polymerization reaction, it may be carried out under heating conditions.
In the present invention, the optically anisotropic film can be formed on any support in the optical film of the present invention, which will be described later, or on a polarizer in the polarizing plate of the present invention, which will be described later.

The optically anisotropic film of the present invention preferably satisfies the following formula (III).
0.50<Re(450)/Re(550)<1.00...(III)
Here, in the above formula (III), Re (450) represents the in-plane retardation of the optically anisotropic film at a wavelength of 450 nm, and Re (550) represents the in-plane retardation of the optically anisotropic film at a wavelength of 550 nm. dation. In addition, in this specification, when the measurement wavelength of retardation is not specified, the measurement wavelength is assumed to be 550 nm.
Further, the values of in-plane retardation and retardation in the thickness direction refer to values measured using AxoScan OPMF-1 (manufactured by Optoscience) using light at the measurement wavelength.
Specifically, by inputting the average refractive index ((Nx+Ny+Nz)/3) and film thickness (d (μm)) in AxoScan OPMF-1,
Slow axis direction (°)
Re(λ)=R0(λ)
Rth(λ)=((nx+ny)/2-nz)×d
is calculated.
Note that R0(λ) is displayed as a numerical value calculated by AxoScan OPMF-1, but it means Re(λ).

The optically anisotropic film of the present invention is preferably a positive A plate or a positive C plate, more preferably a positive A plate.

Here, the positive A plate (positive A plate) and the positive C plate (positive C plate) are defined as follows.
The refractive index in the in-plane slow axis direction (direction where the in-plane refractive index is maximum) is nx, the refractive index in the direction orthogonal to the in-plane slow axis is ny, and the refraction in the thickness direction is When the ratio is nz, the positive A plate satisfies the relationship of formula (A1), and the positive C plate satisfies the relationship of formula (C1). Note that the positive A plate has a positive Rth value, and the positive C plate has a negative Rth value.
Formula (A1) nx>ny≒nz
Formula (C1) nz>nx≒ny
Note that the above "≒" includes not only the case where both are completely the same, but also the case where both are substantially the same.
"Substantially the same" means that, for the positive A plate, for example, (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 a case where (nx-nz)×d is -10 to 10 nm, preferably -5 to 5 nm is also included in "nx≈nz". Furthermore, in the case of a positive C plate, for example, the case where (nx-ny)×d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm is also included in "nx≈ny".

When the optically anisotropic film of the present invention is a positive A plate, from the viewpoint of functioning as a λ/4 plate, Re (550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, The wavelength is more preferably 130 to 150 nm, particularly preferably 130 to 140 nm.
Here, the "λ/4 plate" is a plate that has a λ/4 function, specifically, the function of converting linearly polarized light of a certain wavelength into circularly polarized light (or from circularly polarized light to linearly polarized light). It is a board with

[Optical film]
The optical film of the present invention is an optical film having the optically anisotropic film of the present invention.
1A, FIG. 1B, and FIG. 1C (hereinafter abbreviated as "FIG. 1" unless there is a particular need to distinguish these drawings) are schematic cross-sectional views each showing an example of the optical film of the present invention.
Note that FIG. 1 is a schematic diagram, and the relationship in thickness and position of each layer does not necessarily match the actual one. The support, alignment film, and hard coat layer shown in FIG. It is a member.
The optical film 10 shown in FIG. 1 includes a support 16, an alignment film 14, and an optically anisotropic film 12 in this order.
Further, as shown in FIG. 1B, the optical film 10 may have a hard coat layer 18 on the side of the support 16 opposite to the side on which the alignment film 14 is provided, and as shown in FIG. 1C, A hard coat layer 18 may be provided on the side of the optically anisotropic film 12 opposite to the side on which the alignment film 14 is provided.
Hereinafter, various members used in the optical film of the present invention will be explained in detail.

[Optically anisotropic film]
The optically anisotropic film included in the optical film of the present invention is the optically anisotropic film of the present invention described above.
In the optical film of the present invention, the thickness of the optically anisotropic film is not particularly limited, but is preferably 0.1 to 10 μm, more preferably 0.5 to 5 μm.

[Support]
As described above, the optical film of the present invention may have a support as a base material for forming an optically anisotropic film.
Such a support is preferably transparent, and specifically, preferably has a light transmittance of 80% or more.

Such supports include, for example, glass substrates and polymer films, and examples of materials for the polymer film include cellulose polymers; Polymer; Thermoplastic norbornene polymer; Polycarbonate polymer; Polyester polymer such as polyethylene terephthalate and polyethylene naphthalate; Styrene polymer such as polystyrene, acrylonitrile-styrene copolymer (AS resin); Polyethylene, polypropylene, ethylene-propylene copolymer, etc. Polyolefin polymers such as polymers; vinyl chloride polymers; amide polymers such as nylon and aromatic polyamides; imide polymers; sulfone polymers; polyether sulfone polymers; polyether ether ketone polymers; polyphenylene sulfide polymers vinylidene chloride polymer; vinyl alcohol polymer; vinyl butyral polymer; arylate polymer; polyoxymethylene polymer; epoxy polymer; or a mixture of these polymers.
Further, the polarizer described later may also serve as such a support.

In the present invention, the thickness of the support is not particularly limited, but it is preferably 5 to 60 μm, more preferably 5 to 30 μm.

[Alignment film]
When the optical film of the present invention has any of the above-mentioned supports, it is preferable that it has an alignment film between the support and the optically anisotropic film. Note that the above-mentioned support may also serve as an alignment film.

The alignment film generally has a polymer as its main component. Polymer materials for alignment films are described in many documents, and many commercially available products are available.
The polymeric material utilized in the present invention is preferably polyvinyl alcohol or polyimide, and derivatives thereof. Particularly preferred is modified or unmodified polyvinyl alcohol.
Regarding the alignment film that can be used in the present invention, for example, the alignment film described in WO 01/88574, page 43, line 24 to page 49, line 8; Japanese Patent No. 3907735, paragraphs [0071] to [0095] modified polyvinyl alcohol described in ]; a liquid crystal alignment film formed with a liquid crystal aligning agent described in JP-A No. 2012-155308; and the like.

In the present invention, it is also preferable to use a photo-alignment film as the alignment film because deterioration of the surface condition can be prevented by not contacting the surface of the alignment film during formation of the alignment film.
The photo-alignment film is not particularly limited, but may include polymer materials such as polyamide compounds and polyimide compounds described in paragraphs [0024] to [0043] of International Publication No. 2005/096041; described in JP-A No. 2012-155308. A liquid crystal alignment film formed from a liquid crystal aligning agent having a photoalignable group; LPP-JP265CP (trade name) manufactured by Rolic Technologies, etc. can be used.

In the present invention, the thickness of the alignment film is not particularly limited, but from the viewpoint of reducing surface irregularities that may exist on the support and forming an optically anisotropic film with a uniform thickness, the thickness is 0. It is preferably from 0.01 to 10 μm, more preferably from 0.01 to 1 μm, even more preferably from 0.01 to 0.5 μm.

[Hard coat layer]
The optical film of the present invention preferably has a hard coat layer in order to impart physical strength to the film. Specifically, the support may have a hard coat layer on the side opposite to the side on which the alignment film is provided (see FIG. 1B), and the side on which the alignment film of the optically anisotropic film is provided may have a hard coat layer. may have a hard coat layer on the opposite side (see Figure 1C).
As the hard coat layer, those described in paragraphs [0190] to [0196] of JP-A-2009-98658 can be used.

[Other optically anisotropic films]
The optical film of the present invention may have another optically anisotropic film apart from the optically anisotropic film of the present invention.
That is, the optical film of the present invention may have a laminated structure of the optically anisotropic film of the present invention and another optically anisotropic film.
Such other optically anisotropic films are optically anisotropic films obtained using the above-mentioned polymerizable smectic liquid crystal compounds or other polymerizable compounds (especially liquid crystal compounds) without blending the above-mentioned specific compounds. If so, there are no particular limitations.
Generally, liquid crystal compounds can be classified into rod-like types and disc-like types based on their shapes. Furthermore, there are low-molecular and high-molecular types, respectively. Polymers generally refer to those with a degree of polymerization of 100 or more (Polymer Physics/Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992). In the present invention, any liquid crystal compound can be used, but it is preferable to use a rod-shaped liquid crystal compound or a discotic liquid crystal compound (discotic liquid crystal compound). Two or more kinds of rod-like liquid crystal compounds, two or more kinds of discotic liquid crystal compounds, or a mixture of a rod-like liquid crystal compound and a discotic liquid crystal compound may be used. In order to immobilize the above-mentioned liquid crystal compound, it is more preferable to use a rod-like liquid crystal compound or a discotic liquid crystal compound having a polymerizable group, and it is preferable that the liquid crystal compound has two or more polymerizable groups in one molecule. More preferred. In the case of a mixture of two or more types of liquid crystal compounds, it is preferable that at least one type of liquid crystal compound has two or more polymerizable groups in one molecule.
As the rod-shaped liquid crystal compound, for example, those described in claim 1 of Japanese Patent Application Publication No. 11-513019 and paragraphs [0026] to [0098] of JP-A-2005-289980 can be preferably used, and discotic As the liquid crystal compound, for example, those described in paragraphs [0020] to [0067] of JP-A No. 2007-108732 and paragraphs [0013] to [0108] of JP-A No. 2010-244038 can be preferably used. However, it is not limited to these.

[Ultraviolet absorber]
The optical film of the present invention preferably contains an ultraviolet (UV) absorber in consideration of the influence of external light (particularly ultraviolet light).
The ultraviolet absorber may be contained in the optically anisotropic film of the present invention, or may be contained in a member other than the optically anisotropic film constituting the optical film of the present invention. A suitable example of the member other than the optically anisotropic film is a support.
As the ultraviolet absorber, any conventionally known ultraviolet absorbent that can exhibit ultraviolet absorbing properties can be used. Among these UV absorbers, it is recommended to use benzotriazole-based or hydroxyphenyltriazine-based UV absorbers from the viewpoint of obtaining high UV absorption ability (ultraviolet cut ability) used in image display devices because they have high UV absorption properties. preferable.
Moreover, in order to widen the absorption width of ultraviolet rays, two or more types of ultraviolet absorbers having different maximum absorption wavelengths can be used in combination.
Specific examples of the ultraviolet absorber include compounds described in paragraphs [0258] to [0259] of JP-A No. 2012-18395, and paragraphs [0055] to [0105] of JP-A No. 2007-72163. Examples include compounds described in .
Further, as commercially available products, Tinuvin400, Tinuvin405, Tinuvin460, Tinuvin477, Tinuvin479, Tinuvin1577 (all manufactured by BASF), etc. can be used.

[Polarizer]
The polarizing plate of the present invention includes the above-described optical film of the present invention and a polarizer.
Further, the polarizing plate of the present invention can be used as a circularly polarizing plate when the optically anisotropic film of the present invention described above is a λ/4 plate (positive A plate).
In addition, in the polarizing plate of the present invention, when the optically anisotropic film of the present invention described above is a λ/4 plate (positive A plate), the slow axis of the λ/4 plate and the absorption axis of the polarizer described below The angle formed by the two is preferably 30 to 60°, more preferably 40 to 50°, even more preferably 42 to 48°, and particularly preferably 45°.
Here, the "slow axis" of the λ/4 plate means the direction in which the refractive index is maximum within the plane of the λ/4 plate, and the "absorption axis" of the polarizer means the direction where the absorbance is highest. do.

[Polarizer]
The polarizer included in the polarizing plate of the present invention is not particularly limited as long as it is a member that has the function of converting light into specific linearly polarized light, and conventionally known absorption type polarizers and reflective type polarizers can be used. .
As the absorption type polarizer, an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, etc. are used. Iodine-based polarizers and dye-based polarizers include coating-type polarizers and stretched-type polarizers, and both can be applied, but polarized light produced by adsorbing iodine or dichroic dye to polyvinyl alcohol and stretching it Child is preferred.
In addition, as a method for obtaining a polarizer by stretching and dyeing a laminated film in which a polyvinyl alcohol layer is formed on a base material, Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 4691205, and Publication No. 4751481 and Japanese Patent No. 4751486 can be cited, and known techniques related to these polarizers can also be preferably used.
As the reflective polarizer, a polarizer in which thin films with different birefringences are laminated, a wire grid polarizer, a polarizer in which a cholesteric liquid crystal having a selective reflection region and a quarter wavelength plate are combined, etc. are used.
Among these, polyvinyl alcohol-based resins (polymer containing -CH ₂ -CHOH- as a repeating unit, especially at least one selected from the group consisting of polyvinyl alcohol and ethylene-vinyl alcohol copolymer) have superior adhesion properties. It is preferable that the polarizer includes the following.

In the present invention, the thickness of the polarizer is not particularly limited, but it is preferably 3 μm to 60 μm, more preferably 5 μm to 30 μm, and even more preferably 5 μm to 15 μm.

[Adhesive layer]
In the polarizing plate of the present invention, an adhesive layer may be disposed between the optically anisotropic film in the optical film of the present invention and the polarizer.
The adhesive layer used for laminating the optically anisotropic film and the polarizer is, for example, the ratio of the storage modulus G' and the loss modulus G'' measured with a dynamic viscoelasticity measurement device (tan δ = G''/G') is 0.001 to 1.5, and includes so-called adhesives and substances that tend to creep. Examples of adhesives that can be used in the present invention include, but are not limited to, polyvinyl alcohol adhesives.

[Image display device]
The image display device of the present invention is an image display device having the optical film of the present invention or the polarizing plate of the present invention.
The display element used in the image display device of the present invention is not particularly limited, and includes, for example, a liquid crystal cell, an organic electroluminescence (hereinafter abbreviated as "EL") display panel, a plasma display panel, and the like.
Among these, liquid crystal cells and organic EL display panels are preferred, and liquid crystal cells are more preferred. That is, the image display device of the present invention is preferably a liquid crystal display device using a liquid crystal cell as a display element, an organic EL display device using an organic EL display panel as a display element, and a liquid crystal display device is preferable. More preferred.

[Liquid crystal display device]
A liquid crystal display device which is an example of an image display device of the present invention is a liquid crystal display device having the polarizing plate of the present invention described above and a liquid crystal cell.
In addition, in the present invention, it is preferable to use the polarizing plate of the present invention as the front-side polarizing plate among the polarizing plates provided on both sides of the liquid crystal cell, and the polarizing plate of the present invention is preferably used as the front-side and rear-side polarizing plates. It is more preferable to use
The liquid crystal cell constituting the liquid crystal display device will be described in detail below.

<Liquid crystal cell>
The liquid crystal cells used in liquid crystal display devices are VA (Vertical Alignment) mode, OCB (Optically Compensated Bend) mode, IPS (In-Plane-Switching) mode, and FFS (Fringe-Field-Switching) mode. mode, or TN (Twisted Nematic) mode is preferable, but is not limited thereto.
In a TN mode liquid crystal cell, rod-like liquid crystal molecules are substantially horizontally aligned when no voltage is applied, and are further twisted at an angle of 60 to 120 degrees. TN mode liquid crystal cells are most commonly used as color TFT liquid crystal display devices, and are described in numerous documents.
In a VA mode liquid crystal cell, rod-like liquid crystal molecules are aligned substantially vertically when no voltage is applied. VA mode liquid crystal cells include (1) narrowly defined VA mode liquid crystal cells in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied, and substantially horizontally when voltage is applied (Japanese Patent Application Laid-Open No. 2002-2002); In addition to (2) a multi-domain (MVA mode) liquid crystal cell (SID97, described in Digest of tech. Papers (Proceedings) 28 (1997) 845) in which the VA mode is multi-domained to expand the viewing angle. ), (3) Liquid crystal cell in a mode (n-ASM mode) in which rod-shaped liquid crystal molecules are aligned substantially vertically when no voltage is applied, and twisted and multi-domain aligned when a voltage is applied (Proceedings of the Japan Liquid Crystal Conference 58-59) (1998)) and (4) SURVIVAL mode liquid crystal cell (presented at LCD International 98). Further, it may be any of PVA (Patterned Vertical Alignment) type, optical alignment type (Optical Alignment), and PSA (Polymer-Sustained Alignment). Details of these modes are described in Japanese Patent Application Laid-open No. 2006-215326 and Japanese Patent Application Publication No. 2008-538819.
In an IPS mode liquid crystal cell, rod-shaped liquid crystal molecules are aligned substantially parallel to the substrate, and when an electric field parallel to the substrate surface is applied, the liquid crystal molecules respond in a planar manner. In the IPS mode, a black display occurs when no electric field is applied, and the absorption axes of the pair of upper and lower polarizing plates are perpendicular to each other. A method of using an optical compensatory sheet to reduce leakage light during black display in an oblique direction and improve the viewing angle is disclosed in JP-A-10-54982, JP-A-11-202323, and JP-A-9-292522. JP-A-11-133408, JP-A-11-305217, JP-A-10-307291, and the like.

[Organic EL display device]
An organic EL display device, which is an example of an image display device of the present invention, includes, from the viewing side, a polarizer, a λ/4 plate (positive A plate) made of the optically anisotropic film of the present invention, and an organic EL display device. A preferred embodiment includes the display panel in this order.
Furthermore, an organic EL display panel is a display panel constructed using an organic EL element in which an organic light emitting layer (organic electroluminescence layer) is sandwiched between electrodes (between a cathode and an anode). The structure of the organic EL display panel is not particularly limited, and a known structure may be employed.

The present invention will be explained in more detail below based on Examples. The materials, usage amounts, proportions, processing details, processing procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be construed as being limited by the Examples shown below.

[Synthesis of specific compound (Ig)]

As shown in the above scheme, 60.0 g of the compound (Ia: 4-hydroxybutyl acrylate), 49.3 g of triethylamine, and 0.9 g of BHT (dibutylhydroxytoluene), 120.1 mL of DMAc (dimethylacetamide), and , and mixed with 114.1 mL of toluene. Next, the mixture was cooled to an internal temperature of 0° C., and 50.6 g of mesyl chloride was slowly added dropwise. After the dropwise addition was completed, the mixture was stirred for 1 hour at an internal temperature of 0°C. Thereafter, the temperature was returned to room temperature (23° C.), the liquid was separated with dilute hydrochloric acid, and a second liquid separation was performed with brine to obtain compound (Ib).
A toluene solution of compound (I-b) obtained above, 91.40 g of 1,1'-bicytohexyl-4,4'-dicarboxylic acid, 72.73 g of triethylamine, and 0.8 g of dibutylhydroxytoluene were added. , 274.2 mL of DMAc, and 69.7 mL of toluene. Next, the mixture was heated to an internal temperature of 90°C and reacted for 5 hours. Thereafter, the temperature was returned to room temperature, diluted hydrochloric acid was added, and the mixture was heated to 42° C. to separate the layers. Next, 0.5 g of TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl) and 164.5 mL of toluene were added, and then liquid separation was performed twice with an aqueous sodium hydrogen carbonate solution. The obtained solution was concentrated using an evaporator, the toluene concentration was adjusted to 50%, and 25.7 g of N,N-dimethylformamide (DMF) was added to obtain compound (Ic).
235.0 g of the toluene solution of compound (Ic) obtained above and 0.2 g of dibutylhydroxytoluene were mixed in 41.9 mL of toluene. Next, the mixture was cooled to an internal temperature of 0° C., and 21.0 g of thionyl chloride was slowly added dropwise. After the dropwise addition was completed, the mixture was returned to room temperature and stirred for 30 minutes. Thereafter, the mixture was allowed to stand still, and the emulsion deposited at the bottom of the reaction vessel was removed. Thereafter, the mixture was cooled to an internal temperature of 0° C., and a mixed solution of 26.5 g of trans-4-hydroxycyclohexanecarboxylic acid and 56.0 mL of DMAc was slowly added dropwise. After the dropwise addition was completed, the mixture was returned to room temperature and stirred for 5 hours. Thereafter, 300 ml of a 5% aqueous sodium hydrogen carbonate solution and 300 ml of hexane were added, and the precipitated solid was filtered out. The obtained solid was mixed with 300 mL of ethyl acetate, heated to 60° C. and stirred for 1 hour, and then the solid was removed by filtration to obtain compound (I-d).
10 g of the compound (I-d) obtained above was weighed, 3.7 g of DMF and 0.02 g of dibutylhydroxytoluene were added, and the mixture was mixed with 50.0 mL of toluene. Next, the mixture was cooled to an internal temperature of 0° C., and 2.8 g of thionyl chloride was slowly added dropwise. After the dropwise addition is complete, the mixture is returned to room temperature and stirred for 30 minutes. Thereafter, the mixture was cooled to an internal temperature of 0° C., and a mixed solution of 5.8 g of 7-bromo-1-heptanol and 10.0 mL of DMAc was slowly added dropwise. After the dropwise addition was completed, the mixture was returned to room temperature and stirred for 5 hours. Thereafter, 120 ml of water and 120 ml of hexane were added, and the precipitated solid was filtered out. The obtained solid was purified by column chromatography to obtain compound (Ie).
Weighed 1.7 g of the compound (I-e) obtained above, added 0.24 g of the compound (I-f), 0.34 g of potassium carbonate, and 0.01 g of dibutylhydroxytoluene, and added 1.0 mL of THF and 1 mL of DMAc. .4 mL. The mixture was heated to an internal temperature of 60°C and stirred for 2 hours. Thereafter, the temperature was returned to room temperature, 35 mL of water was added, and the precipitated solid was filtered out. The obtained solid was purified by column chromatography to obtain 1.05 g (yield 76%) of compound (Ig).
¹ H-NMR (Nuclear Magnetic Resonance) data of the obtained compound (Ig) are shown below.
¹ HNMR (CDCl ₃ ) δ (ppm) = 0.91 (m, 8H), 1.20-1.29 (m, 12H), 1.43 (m, 8H), 1.61 (m, 12H) , 1.75 (m, 16H), 2.20 (m, 6H), 2.75 (m, 12H), 3.88-4.16 (30H), 5.83 (d, 2H), 6. 12 (q, 2H), 6.41 (d, 2H), 6.94 (s, 2H)

[Synthesis of specific compound (II-g)]
A compound (II-f) represented by the following formula (II-f) was synthesized by the method described in paragraphs [0252] to [0254] of JP-A-2011-162678.
Thereafter, a specific compound represented by the following formula (II-g) was prepared in the same manner as for specific compound (I-g) except that compound (II-f) was used instead of compound (If). (II-g) was synthesized.

¹ H-NMR data of the obtained specific compound (II-g) are shown below.
¹ H-NMR (CDCl ₃ ) δ (ppm) = 0.91 (m, 8H), 1.20-1.29 (m, 12H), 1.43 (m, 8H), 1.61 (m, 12H), 1.75 (m, 16H), 2.20 (m, 6H), 2.43 (s, 3H), 2.75 (m, 12H), 3.88-4.16 (30H), 5.83 (d, 2H), 6.12 (q, 2H), 6.41 (d, 2H), 7.01 (s, 2H), 7.13 (s, 1H), 7.25 (s , 2H), 7.81(d, 1H)

[Synthesis of reverse wavelength dispersion liquid crystal compound (II-a)]
According to the method described in paragraph [0122] (Example 4) of JP-A-2016-081035, a reverse wavelength dispersion liquid crystal compound (II-a) represented by the following formula (II-a) was synthesized. In the following formula (II-a), 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 represents a mixture of positional isomers having different positions of the methyl group.

[Example 1]
[Preparation of optical film]
A polymerizable liquid crystal composition having the following composition was prepared and applied by spin coating to a glass substrate with a rubbed polyimide alignment film (SE-150 manufactured by Nissan Chemical Industries, Ltd.).
The coating film was subjected to alignment treatment at the temperatures shown in Table 5 below to form a liquid crystal layer.
Thereafter, it was cooled to the exposure temperature listed in Table 5 below, and the orientation was fixed by irradiation with ultraviolet light at 1000 mJ/cm ² to form an optically anisotropic film, thereby producing an optical film.

――――――――――――――――――――――――――――――――
Optical anisotropic layer coating liquid――――――――――――――――――――――――――――――――
・Specific compound (I-g) 50 parts by mass ・Polymerizable smectic liquid crystal compound (Sm-1) below 50 parts by mass ・Photopolymerization initiator (Irgacure 819, manufactured by BASF) 2 parts by mass ・Fluorine-containing compound A below 1 mass 521 parts by mass of chloroform――――――――――――――――――――――――――――

Polymerizable smectic liquid crystal compound (Sm-1)

Fluorine-containing compound A

[Example 2]
An optical film was produced in the same manner as in Example 1, except that the specific compound was changed to the compound shown in Table 3 below.

[Comparative example 1]
An optical film was produced in the same manner as in Example 1, except that the following polymerizable nematic liquid crystal compound (Ne-1) was blended in place of the polymerizable smectic liquid crystal compound (Sm-1).

Polymerizable nematic liquid crystal compound (Ne-1)

[Comparative example 2]
An optical film was prepared in the same manner as in Example 1, except that the reverse wavelength dispersion liquid crystal compound (II-a) was blended instead of the specific compound and the polymerizable smectic liquid crystal compound (Sm-1) was not blended. Created.

[Comparative example 3]
An optical film was produced in the same manner as in Example 1, except that the polymerizable smectic liquid crystal compound (Sm-1) was not blended.

<Retardation>
For the produced optical film, the retardation value at a wavelength of 450 nm (Re(450)) and the retardation value at a wavelength of 550 nm (Re(550)) were determined using Axo Scan (OPMF-1, manufactured by Optoscience). It was measured and Re(450)/Re(550) was calculated. These results are shown in Table 5 below.

<Moist heat durability>
The test conditions for heat and humidity durability were as follows: a test in which the product was left in an environment of 85° C. and 85% relative humidity for 500 hours.
The Re(550) of the optical film before the test and the Re(550) of the optical film after the test were measured, and the wet heat durability was evaluated based on the following criteria. The results are shown in Table 3 below.
A: The amount of change in Re (550) after the test relative to Re (550) before the test is less than 10% of the Re (550) before the test B: The amount of change in Re (550) after the test relative to Re (550) before the test The amount of change is 10% or more and less than 30% of Re (550) before the test. C: The amount of change in Re (550) after the test with respect to Re (550) before the test is 30% or more of Re (550) before the test.

<Amine resistance>
The test conditions for amine resistance were as follows: a 2 mol % solution of NH ₃ /MeOH was placed in a vial, an optical film was placed at the outlet of the vial, and the vial was left for 10 hours.
The Re(550) of the optical film before the test and the Re(550) of the optical film after the test were measured, and the amine resistance was evaluated based on the following criteria. The results are shown in Table 3 below.
A: The amount of change in Re (550) after the test relative to Re (550) before the test is less than 10% of Re (550) before the test B: The amount of change in Re (550) after the test relative to Re (550) before the test The amount of change is 10% or more and less than 30% of Re (550) before the test C: The amount of change in Re (550) after the test with respect to Re (550) before the test is 30% or more of Re (550) before the test

<Light resistance>
Regarding the produced optical film, the glass substrate was set in a xenon irradiation machine (SX75 manufactured by Suga Test Instruments Co., Ltd.) so that the coated film of the polymerizable liquid crystal composition was the irradiation surface, and the film was heated for 200 hours using a #275 filter. We conducted an irradiation test.
The Re(550) of the optical film before the test and the Re(550) of the optical film after the test were measured, and the light resistance was evaluated based on the following criteria. The results are shown in Table 3 below.
A: The amount of change in Re (550) after the test relative to Re (550) before the test is less than 5% of the Re (550) before the test B: The change in Re (550) after the test relative to Re (550) before the test The amount of change is 5% or more and less than 15% of Re (550) before the test. C: The amount of change in Re (550) after the test relative to Re (550) before the test is 15% or more of Re (550) before the test.

From the results shown in Table 3 above, it was found that when a polymerizable nematic liquid crystal compound was blended with the specific compound, the amine resistance of the optically anisotropic film formed was poor (Comparative Example 1).
Furthermore, it was found that when the reverse wavelength dispersion liquid crystal compound (II-a) is blended instead of the specific compound and the polymerizable smectic liquid crystal compound is not blended, the amine resistance of the optically anisotropic film formed is inferior. (Comparative Example 2).
In addition, it was found that when a specific compound is blended and neither a polymerizable smectic liquid crystal compound nor a polymerizable nematic liquid crystal compound is blended, the formed optically anisotropic film does not exhibit reverse wavelength dispersion (comparison). Example 3).
On the other hand, when a polymerizable smectic liquid crystal compound was blended with a specific compound, it was found that the formed optically anisotropic film exhibited reverse wavelength dispersion and had good amine resistance (Example 1 and 2).

10 Optical film 12 Optically anisotropic film 14 Alignment film 16 Support 18 Hard coat layer

Claims (9)

Contains a compound represented by the following formula (I-1) and a polymerizable smectic liquid crystal compound,
A polymerizable liquid crystal composition, wherein the content of the polymerizable smectic liquid crystal compound is 15 to 75% by mass based on the total mass of the polymerizable smectic liquid crystal compound and the compound represented by formula (I-1).
Here, in the formula (I-1),
Ar ¹ and Ar ² are each independently any aromatic selected from the group consisting of groups represented by the following formulas (Ar-1) to (Ar-7), which have a maximum absorption wavelength in 280 to 420 nm. Represents a ring.
D ¹ is a single bond, -CO-, -O-, -S-, -C(=S)-, -CR ¹ R ² -, -CR ³ =CR ⁴ -, -NR ⁵ -, or represents a divalent linking group consisting of a combination of two or more of these, and R ¹ to R ⁵ each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.
p represents 0 or 1.
X ¹ and X ² each independently represent -O-, -S-, -CO-, -CO-NR ⁶ -, or a single bond, and R ⁶ each independently represents a hydrogen atom, a fluorine atom , or represents an alkyl group having 1 to 4 carbon atoms.
L ¹ and L ² each independently represent an alkylene group represented by the following formula (I-2).
Mes ¹ and Mes ² each independently represent a polymerizable group-containing group represented by the following formula (I-3).
Here, in the formulas (Ar-1) to (Ar-7),
* represents the bonding position with X ¹ or D ¹ for Ar ¹ , and represents the bonding position with D ¹ or X ² for Ar ² .
Q ¹ represents N or CH.
Q ² represents -S-, -O-, or -N(R ⁷ )-, and R ⁷ 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 or an aromatic heterocyclic group having 3 to 12 carbon atoms, which may have a substituent.
Z ¹ , Z ² and Z ³ each 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, or Represents 6 to 20 monovalent aromatic hydrocarbon groups, halogen atoms, cyano groups, nitro groups, -OR ⁸ , -NR ⁹ R ¹⁰ , or -SR ¹¹ , and R ⁸ to R ¹¹ are each independently , represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and Z ¹ and Z ² may be bonded to each other to form an aromatic ring.
A ¹ and A ² each independently represent a group selected from the group consisting of -O-, -N(R ¹² )-, -S-, and -CO-, and R ¹² is a hydrogen atom or Represents a substituent.
X represents a hydrogen atom or a nonmetallic atom of Groups 14 to 16 to which a substituent may be bonded.
D ⁴ and D ⁵ are each independently a single bond or -CO-, -O-, -S-, -C(=S)-, -CR ¹ R ² -, -CR ³ =CR ⁴ - , -NR ⁵ -, or a combination of two or more thereof, and R ¹ to R ⁵ each independently represent a hydrogen atom, a fluorine atom, or a C 1 to 4 atom. Represents an alkyl group.
SP ¹ and SP ² each independently constitute a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear or branched alkylene group having 1 to 12 carbon atoms. One or more of -CH ₂ - represents a divalent linking group substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-, and Q is a substituent represents.
L ³ and L ⁴ each independently represent a monovalent organic group.
Ax represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocycle.
Ay has a hydrogen atom, an alkyl group having 1 to 12 carbon atoms which may have a substituent, or at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocycle , represents an organic group having 2 to 30 carbon atoms.
The aromatic rings in Ax and Ay may have a substituent, or Ax and Ay may combine to form a ring.
Q ³ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent.
Here, in the formula (I-2),
* represents the binding position with Mes ¹ or X ¹ for L ¹ , and represents the binding position with Mes ² or X ² for L ² .
m represents an integer of 1 or more.
However, the hydrogen atom contained in the alkylene group is a fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, cyano group, nitro group, isocyano group, thioisocyano group, or has 1 to 20 carbon atoms. may be substituted with an alkyl group.
Furthermore, among the -CH ₂ - constituting the alkylene group and not directly bonded to X ¹ or X ² , one or two or more non-adjacent -CH ₂ - are -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, or, -C≡C- may be substituted.
Here, in the formula (I-3),
* represents the binding position with L ¹ for Mes ¹ , and represents the binding position with L ² for Mes ² .
M is 1,4-phenylene group, 1,4-cyclohexylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4 -diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, or 1,3-dioxane-2,5-diyl group. However, the hydrogen atoms contained in these groups are fluorine atoms, chlorine atoms, bromine atoms, iodine atoms, pentafluorosulfuranyl groups, cyano groups, nitro groups, isocyano groups, thioisocyano groups, or carbon atoms with 1 to 20 carbon atoms. may be substituted with an alkyl group.
D ² and D ³ are each independently -O-, -S-, -OCH ₂ -, -CH ₂ CH ₂ -, -CO-, -COO-, -CO-S-, -OCO-O- , -CO-NH-, -SCH ₂ -, -CF ₂ O-, -CF ₂ S-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH ₂ CH ₂ -, - OCO-CH ₂ CH ₂ -, -COO-CH ₂ -, -OCO-CH ₂ -, -CH=CH-, -N=N-, -CH=N-, -CH=N-N=CH-, -CF=CF-, -C≡C-, or a single bond. However, D ² bonded to L ¹ or L ² in the formula (I-1) represents -COO-.
SP is a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or one or more -CH ₂ - constituting a linear or branched alkylene group having 1 to 12 carbon atoms; represents a divalent linking group substituted with -O-, -S-, -NH-, -N(Q)-, or -CO-, and Q represents a substituent.
P represents a polymerizable group.
n represents an integer of 2 or more; multiple M's may be the same or different; multiple ^D2 's may be the same or different; multiple D3's may be the same or ^different ; , may be the same or different, and the plurality of SPs may be the same or different, respectively. The polymerizable liquid crystal composition according to claim 1, wherein Ar ¹ and Ar ² in the formula (I-1) represent an aromatic ring having a maximum absorption wavelength in a range of 300 to 400 nm. The polymerizable liquid crystal composition according to claim 1 or 2 , wherein X ¹ and X ² in the formula (I-1) represent a linking group represented by -O-. Claims 1 to 3, wherein P in the formula (I-3) represents any polymerizable group selected from the group consisting of groups represented by the following formulas (P-1) to (P-20). 3. The polymerizable liquid crystal composition according to any one of 3 .
Here, in the formulas (P-1) to (P-20), * represents the bonding position with SP. An optically anisotropic film obtained by polymerizing the polymerizable liquid crystal composition according to any one of claims 1 to 4 . The optically anisotropic film according to claim 5 , which satisfies the following formula (III).
0.50<Re(450)/Re(550)<1.00...(III)
Here, in formula (III), Re (450) represents the in-plane retardation of the optically anisotropic film at a wavelength of 450 nm, and Re (550) represents the in-plane retardation of the optically anisotropic film at a wavelength of 550 nm. Represents retardation. An optical film comprising the optically anisotropic film according to claim 5 or 6 . A polarizing plate comprising the optical film according to claim 7 and a polarizer. An image display device comprising the optical film according to claim 7 or the polarizing plate according to claim 8 .

Images