JP7033043B2 - Optical laminates, liquid crystal displays and organic electroluminescent devices - Google Patents

Description

The present invention relates to an optical laminate, a liquid crystal display device and an organic electroluminescent device.

A polarizing plate having a retardation layer and a polarizing element is used in a liquid crystal display device, an organic electroluminescent device, or the like for the purpose of optical compensation and antireflection.
In recent years, the development of a polarizing plate (so-called broadband polarizing plate) that can give the same effect to light rays of all wavelengths for white light, which is a synthetic wave in which light rays in the visible light region are mixed, has been developed. It is being advanced.

For example, Patent Document 1 has a substrate, a retardation layer, and a polarizing layer, and the birefringence Δn (λ) of the retardation layer with respect to light having a wavelength of λ nm is the equations (1) and (2). A circle characterized in that both the retardation layer and the polarizing layer are coating layers, the total thickness of the retardation layer and the polarizing layer is 10 μm or less, and the polarizing layer contains a dichroic dye. A polarizing plate is described ([claim 1]).
Δn (450) / Δn (550) ≦ 1.00 (1)
1.00 ≦ Δn (650) / Δn (550) (2)

Japanese Unexamined Patent Publication No. 2014-063143

As a result of examining Patent Document 1, the present inventors have found that, depending on the type of the polymerizable liquid crystal compound forming the retardation layer, an optical laminate having an optically anisotropic film (for example, a circular polarizing plate) is formed. It was clarified that there is a problem of wet heat durability that the birefringence changes when exposed to high temperature and high humidity.

Therefore, it is an object of the present invention to provide an optical laminate, a liquid crystal display device, and an organic electroluminescent device having excellent wet and heat durability.

As a result of diligent studies to achieve the above problems, the present inventors have obtained a retardation layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by a predetermined structure, and a morpholine ring. The present invention has been completed by finding that an optical laminate having a light absorption anisotropic layer containing a compound having a compound has excellent wet and heat durability.
That is, it was found that the above problem can be achieved by the following configuration.

[1] An optical laminate having a retardation layer and a light absorption anisotropic layer.
The retardation layer is a layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the formula (I) described later.
An optical laminate in which the light absorption anisotropic layer contains a compound having a morpholine ring.
[2] The optical laminate according to [1], wherein the polymerizable liquid crystal compound is a compound exhibiting reverse wavelength dispersibility.
[3] Ar in the formula (I) described later represents any aromatic ring selected from the group consisting of the groups represented by the formulas (Ar-1) to (Ar-5) described later [2]. ] The optical laminate according to.
[4] The optical laminate according to any one of [1] to [3], wherein Ar in the formula (I) described later represents an aromatic ring having a LogP value of 4.3 or more and less than 7.0.

[5] The optical laminate according to any one of [1] to [4], wherein the light absorption anisotropic layer is a layer containing a dichroic substance.
[6] The optical laminate according to any one of [1] to [5], wherein the retardation layer satisfies the following formula (II).
0.50 <Re (450) / Re (550) <1.00 ... (II)
Here, in the above formula (II), Re (450) represents an in-plane retardation of the retardation layer at a wavelength of 450 nm, and Re (550) represents an in-plane retardation of the retardation layer at a wavelength of 550 nm.
[7] The optical laminate according to any one of [1] to [6], wherein the retardation layer is a positive A plate.
[8] The optical laminate according to [7], wherein the positive A plate is a λ / 4 plate.
[9] The optical laminate according to any one of [1] to [8], which is a circular polarizing plate.
[10] A liquid crystal display device having the optical laminate according to any one of [1] to [9].
[11] An organic electroluminescent device having the optical laminate according to any one of [1] to [9].

According to the present invention, it is possible to provide an optical laminate, a liquid crystal display device, and an organic electroluminescent device having excellent wet and heat durability.

Hereinafter, the present invention will be described in detail.
The description of the constituent elements described below may be based on the representative embodiments of the present invention, but the present invention is not limited to such embodiments.
In the present specification, the numerical range represented by using "-" means a range including the numerical values before and after "-" as the lower limit value and the upper limit value.
Further, in the present specification, as each component, a substance corresponding to each component may be used alone or in combination of two or more. Here, when two or more kinds of substances are used in combination for each component, the content of the component means the total content of the substances used in combination unless otherwise specified.
Further, in the present specification, the bonding direction of the divalent group (for example, -O-CO-) described is not particularly limited unless the bonding position is specified, and for example, the formula described later (for example) When D ¹ in I) is -CO-O-, assuming that the position bonded to the cyclohexane ring is * 1 and the position bonded to the Ar side is * 2, D ¹ is * 1-CO. It may be -O- * 2 or * 1-O-CO- * 2.

[Optical laminate]
The optical laminate of the present invention is an optical laminate having a retardation layer and a light absorption anisotropic layer.
Further, the optical laminate of the present invention is a layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the formula (I) described later in a retardation layer.
Further, in the optical laminate of the present invention, the light absorption anisotropic layer contains a compound having a morpholine ring.

As described above, the present invention contains a retardation layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the formula (I) described later, and a compound having a morpholine ring. By having the light absorption anisotropic layer, the moist heat durability of the optical laminate is improved.
This is not clear in detail, but the present inventors speculate as follows.
First, the present inventors investigated the cause of the inferior wet heat durability of a known optical laminate having a retardation layer and a light absorption anisotropic layer, and found that a morpholine ring was formed on the light absorption anisotropic layer. Due to the presence of the compound (for example, the residue of the morpholine-based polymerization initiator), this is also interconnected to the retardation layer, and the hydrolysis of the post-polymerization liquid crystal compound present in the retardation layer is performed. It is presumed that this is because it promoted.
Therefore, in the present invention, the hydrophobicity of the retardation layer is improved by having the retardation layer obtained by polymerizing the polymerizable liquid crystal composition containing the polymerizable liquid crystal compound represented by the formula (I) described later. It is considered that the wet and heat durability was improved because the light absorption anisotropic layer became stronger and the progress of hydrolysis could be suppressed even when the compound having a morpholin ring was contained.

[Phase difference layer]
The retardation layer of the optical laminate of the present invention is a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the formula (I) described later (hereinafter, formally, "the polymerizable liquid crystal composition of the present invention". It is a layer obtained by polymerizing.).
Hereinafter, each component of the polymerizable liquid crystal composition of the present invention will be described in detail.

<Polymerizable liquid crystal compound>
The polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition of the present invention is a compound represented by the following formula (I).

In the above formula (I), D ¹ , D ² , D ³ and D ⁴ are independently single-bonded or -CO-, -O-, -S-, -C (= S)-,-, respectively. CR ¹ R ^2- , -CR ¹ = CR ^2- , -NR ^1- , or a divalent linking group consisting of a combination of two or more of these, where R ¹ and R ² are independently hydrogen. Represents an atom, a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms.
Further, in the above formula (I), SP ¹ and SP ² are independently single-bonded, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear chain having 1 to 12 carbon atoms. Alternatively, a divalent linkage in which one or more of -CH _2- constituting the branched alkylene group is substituted with -O-, -S-, -NH-, -N (Q)-, or -CO-. Represents a group and Q represents a substituent.
Further, in the above formula (I), 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. However, when Ar is an aromatic ring represented by the formula (Ar- ³ ) described later, at ^{least one} of L1 and L2 and L3 and L4 in the following formula (Ar- ³ ) is polymerizable. Represents a group.
Further, in the above formula (I), Ar represents an aromatic ring.

In the above formula (I), the divalent linking groups represented by D ¹ to D ⁴ include, for example, -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 ¹ -CR ¹ R ^2- , and -CO- NR ^1- and the like can be mentioned. Of these, -CO-O- is preferable.

In the above formula (I), examples of the linear or branched alkylene group having 1 to 12 carbon atoms represented by SP ¹ and SP ² include a methylene group, an ethylene group, a propylene group, a butylene group, a pentylene group and a hexylene. Preferred examples include a group, a methylhexylene group, a heptylene group and the like. As described above, in SP ¹ and SP ² , one or more of -CH _2- constituting a linear or branched alkylene group having 1 to 12 carbon atoms are -O-, -S-, and -NH. It may be a divalent linking group substituted with −, −N (Q) − or −CO—, and the substituent represented by Q is Y in the formula (Ar-1) described later. Examples thereof include the same substituents that ¹ may have.

In the above formula (I), examples of the monovalent organic group represented by L ¹ and L ² 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 of the alkyl group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 10. The aryl group may be monocyclic or polycyclic, but monocyclic is preferable. The aryl group preferably has 6 to 25 carbon atoms, more preferably 6 to 10 carbon atoms. Further, the heteroaryl group may be monocyclic or polycyclic. The number of heteroatoms constituting the heteroaryl group is preferably 1 to 3. As the hetero atom constituting the heteroaryl group, a nitrogen atom, a sulfur atom and an oxygen atom are preferable. The heteroaryl group preferably has 6 to 18 carbon atoms, more preferably 6 to 12 carbon atoms. Further, the alkyl group, the aryl group and the heteroaryl group may be unsubstituted or may have a substituent. Examples of the substituent include the same substituents that Y ¹ in the formula (Ar-1) described later may have.

In the above formula (I), the polymerizable group represented by at least one of L ¹ and L ² is not particularly limited, but a polymerizable group capable of radical polymerization or cationic polymerization is preferable.
As the radically polymerizable group, a generally known radically polymerizable group can be used, and suitable examples thereof include an acryloyl group and a methacryloyl group. In this case, it is known that the acryloyl group is generally faster in terms of the polymerization rate, and the acryloyl group is preferable from the viewpoint of improving productivity, but the methacryloyl group can also be used as the polymerizable group in the same manner.
As the cationically polymerizable group, a generally known cationically polymerizable group can be used, and specifically, an alicyclic ether group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiroorthoester group, and , Vinyloxy group and the like. Of these, an alicyclic ether group or a vinyloxy group is preferable, and an epoxy group, an oxetanyl group, or a vinyloxy group is particularly preferable.
Examples of particularly preferable polymerizable groups include the following. In the following formula, * represents the bonding position of the polymerizable group.

L ¹ and L ² in the above formula (I) are preferably polymerizable groups, and are preferably acryloyl groups or L 2 because the moist heat durability of the obtained optical laminate having the retardation layer is better. More preferably, it is a methacryloyl group.

In the above formula (I), the aromatic ring represented by Ar is specifically, for example, an aromatic hydrocarbon ring such as a benzene ring, a naphthalene ring, an anthracene ring, or a phenanthroline ring; a furan ring, a pyrrole ring, or a thiophene. Aromatic heterocycles such as a ring, a pyridine ring, a thiazole ring, and a benzothiazole ring;

In the present invention, the polymerizable liquid crystal compound represented by the above formula (I) is preferably a compound exhibiting reverse wavelength dispersibility, and specifically, Ar in the above formula (I) is the following formula. It is more preferable that the compound represents any aromatic ring selected from the group consisting of the groups represented by (Ar-1) to (Ar-5). In the following formulas (Ar-1) to (Ar-5), * represents the bonding position with D ¹ or D ² in the above formula (I).
Here, the "compound exhibiting reverse wavelength dispersibility" is measured when the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using the compound is measured. It means that the Re value becomes equal or higher as the wavelength becomes larger.

In the above formula (Ar-1), Q ¹ represents N or CH, Q ² represents -S-, -O-, or -N (R ³ )-, and R ³ is a hydrogen atom or Representing 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. show.
Specific examples of the alkyl group having 1 to 6 carbon atoms indicated by R ³ include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group and a tert-butyl group. Groups, n-pentyl groups, n-hexyl groups and the like can be mentioned.
Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms indicated by Y ¹ include an aryl group such as a phenyl group, a 2,6-diethylphenyl group and a naphthyl group.
Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms indicated by Y ¹ include heteroaryl groups such as a thienyl group, a thiazolyl group, a frill group and a pyridyl group.
Further, examples of the substituent that Y ¹ may have include an alkyl group, an alkoxy group, a halogen atom and the like.
As the alkyl group, for example, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms is preferable, and an alkyl group having 1 to 8 carbon atoms (for example, a methyl group, an ethyl group, a propyl group or an isopropyl group) is preferable. , N-butyl group, isobutyl group, sec-butyl group, t-butyl group, cyclohexyl group, etc.) is more preferable, and an alkyl group having 1 to 4 carbon atoms is more preferable, and a methyl group or an ethyl group is used. Is particularly preferable.
As the alkoxy group, for example, 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 carbon is more preferable. It is more preferably an alkoxy group having the number 1 to 4, and particularly preferably a methoxy group or an ethoxy group.
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 and a chlorine atom are preferable.

Further, in the above formulas (Ar-1) to (Ar-5), Z ¹ , Z ² and Z ³ are independently hydrogen atoms, monovalent aliphatic hydrocarbon groups having 1 to 20 carbon atoms, and carbon. A monovalent alicyclic hydrocarbon group having a number of 3 to 20, a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR ⁴ , -NR ⁵ R ⁶ , or , -SR ⁷ and R ⁴ to R ⁷ each independently represent 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. good.
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 specifically, a methyl group and 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 preferable, and methyl group, ethyl group, tert-butyl group. Groups are particularly preferred.
Examples of the monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include 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. 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 diene; bicyclo [2.2.1] heptyl group, bicyclo [2.2.2] octyl group, tricyclo [5.2.2.10 ^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 a phenyl group, a 2,6-diethylphenyl group, a naphthyl group, a biphenyl group and the like, and 6 to 12 carbon atoms. Aryl groups (particularly phenyl groups) are 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 preferable.
On the other hand, as the alkyl group having 1 to 6 carbon atoms indicated by R ⁴ to R ⁷ , specifically, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group and a sec-butyl group. Groups, tert-butyl group, n-pentyl group, n-hexyl group and the like can be mentioned.

Further, in the above formulas (Ar-2) and (Ar- ³ ), A1 and ^A2 are independently derived from -O-, -N ⁽ R8)-, -S-, and -CO-, respectively. Represents a group selected from the group, where ^R8 represents a hydrogen atom or substituent.
Examples of the substituent represented by R ⁸ include the same substituents that Y ¹ in the above formula (Ar-1) may have.

Further, in the above formula (Ar-2), X represents a non-metal atom of Group 14 to 16 to which a hydrogen atom or a substituent may be bonded.
Examples of the non-metal atoms of Groups 14 to 16 indicated by X include an oxygen atom, a sulfur atom, a nitrogen atom having a substituent, and a carbon atom having a substituent. Specific examples of the substituent include a carbon atom having a substituent. Is, 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, etc.), a cyano group, an amino group, a nitro group, an alkylcarbonyl group, a sulfo group, a hydroxyl group, etc. Can be mentioned.

Further, in the above formula (Ar-3), D ⁵ and D ⁶ are independently single-bonded or -CO-, -O-, -S-, -C (= S)-, -CR ¹ respectively. R ^2- , -CR ¹ = CR ^2- , -NR ^1- , or a divalent linking group consisting of a combination of two or more of these, where R ¹ and R ² are independent hydrogen atoms, respectively. It represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
Here, examples of the divalent linking group include the same groups as those described in D ¹ to D ⁴ in the above formula (I).

Further, in the above formula (Ar-3), SP ³ and SP ⁴ are independently single-bonded, a linear or branched alkylene group having 1 to 12 carbon atoms, or a direct group having 1 to 12 carbon atoms. 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 linking group of, and Q represents a substituent. Examples of the substituent include the same substituents that Y ¹ in the above formula (Ar-1) may have.

Further, in the above formula (Ar-3), L ³ and L ⁴ independently represent monovalent organic groups, respectively, and at least 1 of L ³ and L ⁴ and L ¹ and L ² in the above formula (I). One represents a polymerizable group.
Examples of the monovalent organic group include the same groups as those described in L ¹ and L ² in the above formula (I).
Moreover, as the polymerizable group, the same group as described in L1 and L2 in the above ^formula ( ^I ) can be mentioned.

Further, in the above formulas (Ar-4) to (Ar-5), 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.
Further, in the above formulas (Ar-4) to (Ar-5), Ay is 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 group heterocycles.
Here, the aromatic ring in Ax and Ay may have a substituent, or Ax and Ay may be bonded to form a ring.
Further, ^Q3 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 [0995] of International Publication No. 2014/010325.
Specific examples of the alkyl group having 1 to 6 carbon atoms indicated by ^Q3 include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group and a tert. -Butyl group, n-pentyl group, n-hexyl group and the like can be mentioned, and examples of the substituent include the same substituents that Y ¹ in the above formula (Ar-1) may have. Can be mentioned.

Examples of such a polymerizable liquid crystal compound preferably include compounds represented by the following formulas (1) to (12), and specifically, K (specifically, K (1) to (12) in the following formulas (1) to (12). Examples of the side chain structure) include compounds having the side chain structures shown in Tables 1 and 2 below.
In Tables 1 and 2 below, "*" shown in the side chain structure of K represents the bonding position with the aromatic ring.
Further, in the side chain structure represented by 1-2 in Table 1 below and 2-2 in Table 2 below, the group adjacent to the acryloyloxy group and the methacryloyl group is a propylene group (methyl group becomes an ethylene group, respectively). Represents a substituted group) and represents a mixture of positional isomers with different methyl group positions.

In the present invention, the ClogP value of the group (aromatic ring) represented by Ar in the above formula (I) is 4 for the reason that the moist heat durability of the obtained optical laminate having the retardation layer becomes better. It is preferably 0.3 or more and less than 7.0, and more preferably 4.4 or more and 6.9 or less.
Here, the "LogP value" is a value obtained by calculation of the common logarithm logP of 1-octanol and the partition coefficient P to water. As for the method and software used for calculating the ClogP value, known materials can be used, but unless otherwise specified, the ClogP program incorporated in ChemBioDrow Ultra 13.0 of Cambridge software is used in the present invention.

<Initiator of polymerization>
The polymerizable liquid crystal composition of the present invention preferably contains a polymerization initiator.
The polymerization initiator used is preferably a photopolymerization initiator capable of initiating a polymerization reaction by irradiation with ultraviolet rays.
Examples of the photopolymerization initiator include α-carbonyl compounds (described in US Pat. Nos. 2,376,661 and 236,670), acidoin ethers (described in US Pat. No. 2,448,828), and α-hydrogen-substituted fragrances. Group acidloin compounds (described in US Pat. No. 2,725,512), polynuclear quinone compounds (described in US Pat. Nos. 3,46127 and 2951758), combinations of triarylimidazole dimers and p-aminophenyl ketone (US patent). 3549365 (described in US Pat. No. 3,549,67), aclysine and phenazine compounds (Japanese Patent Laid-Open No. 60-105667, US Pat. No. 4,239,850), oxadiazole compounds (described in US Pat. No. 421,970), acylphosphine Examples thereof include oxide compounds (described in Japanese Patent Application Laid-Open No. 63-40799, Japanese Patent Application Laid-Open No. 5-29234, Japanese Patent Application Laid-Open No. 10-95788, Japanese Patent Application Laid-Open No. 10-29997) and the like.
Further, in the present invention, it is also preferable that the polymerization initiator is an oxime-type polymerization initiator, and specific examples thereof are described in paragraphs [0049] to [0052] of International Publication No. 2017/170443. Agents are mentioned.

<Solvent>
The polymerizable liquid crystal composition of the present invention preferably contains a solvent from the viewpoint of workability for forming a retardation layer and the like.
Specific examples of the solvent include ketones (eg, acetone, 2-butanone, methylisobutylketone, cyclohexanone, cyclopentanone, etc.), ethers (eg, dioxane, tetrahydrofuran, etc.), and aliphatic hydrocarbons. (Eg, hexane, etc.), alicyclic hydrocarbons (eg, cyclohexane, etc.), aromatic hydrocarbons (eg, toluene, xylene, trimethylbenzene, etc.), carbon halides (eg, dichloromethane, dichloroethane, dichlorobenzene, etc.) , Chlorotoluene, etc.), esters (eg, methyl acetate, ethyl acetate, butyl acetate, etc.), water, alcohols (eg, ethanol, isopropanol, butanol, cyclohexanol, etc.), cellosolves (eg, methylserosolve, ethylserosolve, etc.) , Etc.), cellosolve acetates, sulfoxides (eg, dimethylsulfoxide, etc.), amides (eg, dimethylformamide, dimethylacetamide, etc.), etc., and these may be used alone or in combination of two or more. You may.

<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 retardation layer smooth and facilitating orientation 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 on the amount of addition, and a fluorine-based leveling agent is less likely to cause crying (bloom, bleed). Is more preferable.
Specific examples of the leveling agent include the compounds described in paragraphs [0079] to [0102] of JP-A-2007-069471, and the general formulas described in JP-A-2013-047204. The compound represented by I) (particularly the compound described in paragraphs [0020] to [0032]) and the compound represented by the general formula (I) described in JP-A-2012-211306 (particularly [0022]. -The compound described in paragraph [0029], the liquid crystal alignment promoter represented by the general formula (I) described in JP-A-2002-129162 (particularly [0076] to [0078] and [0082]- Compounds described in paragraph [0084], compounds represented by the general formulas (I), (II) and (III) described in JP-A-2005-09248 (particularly, paragraphs [0092] to [00906]. The compounds described in 1) and the like. In addition, it may also have a function as an orientation control agent described later.

<Orientation control agent>
The polymerizable liquid crystal composition of the present invention may contain an orientation control agent, if necessary.
The orientation control agent can form various orientation states such as homeotropic orientation (vertical orientation), tilt orientation, hybrid orientation, and cholesteric orientation, in addition to homogenius orientation, and can make a specific orientation state more uniform and more uniform. It can be realized by precise control.

As the orientation control agent that promotes homogenius orientation, for example, a small molecule orientation control agent or a polymer orientation control agent can be used.
Examples of the small molecule orientation control agent include paragraphs [0009] to [0083] of JP-A-2002-20363, paragraphs [0111]-[0120] of JP-A-2006-106662, and JP-A-2012. -The description in paragraphs [0021] to [0029] of the Publication No. 211306 can be referred to, and this content is incorporated in the present specification.
Further, as the polymer orientation control agent, for example, paragraphs [0021] to [0057] of JP-A-2004-198511 and paragraphs [0121]-[0167] of JP-A-2006-106662 are referred to. And this content is incorporated herein by reference.

Examples of the orientation control agent for forming or promoting homeotropic orientation include a boronic acid compound and an onium salt compound, and specifically, paragraphs [0023] to [0032] of JP-A-2008-225281. , Paragraphs [0052] to [0058] of JP2012-208397A, paragraphs [0024] to [0055] of JP2008-026730, and [0043] to [0055] of JP2016-193869. The compounds described in paragraphs and the like can be taken into consideration, the contents of which are incorporated herein by reference.

On the other hand, the cholesteric orientation can be realized by adding a chiral agent to the polymerizable composition of the present invention, and the turning direction of the cholesteric orientation can be controlled by the direction of the chiral property. The pitch of the cholesteric orientation can be controlled according to the orientation regulating force of the chiral agent.

When the orientation control agent is contained, the content is preferably 0.01 to 10% by mass, preferably 0.05 to 5% by mass, based on the total solid content mass in the polymerizable liquid crystal composition. More preferred. When the content is in this range, it is possible to obtain a uniform and highly transparent retardation layer without precipitation, phase separation, orientation defects, etc., while achieving a desired orientation state.
These orientation control agents can further impart 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 a component other than the above-mentioned components, for example, a liquid crystal compound other than the above-mentioned polymerizable liquid crystal compound, a surfactant, a tilt angle control agent, an orientation aid, and a plasticizer. Examples thereof include agents and cross-linking agents.

<Formation method>
The method for forming the retardation layer using the above-mentioned polymerizable liquid crystal composition of the present invention is not particularly limited. For example, the above-mentioned polymerizable liquid crystal composition of the present invention is used to obtain a desired orientation state, and then polymerization is performed. There is a method of fixing the liquid crystal.
Here, the polymerization conditions are not particularly limited, but it is preferable to use ultraviolet rays in the polymerization by light irradiation. 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 , and even more preferably 30 mJ / cm ² to 3 J / cm ² . , 50-1000 mJ / cm ² is particularly preferable. Further, in order to promote the polymerization reaction, it may be carried out under heating conditions.

In the present invention, the thickness of the retardation layer is not particularly limited, but is preferably 0.1 to 10 μm, and more preferably 0.5 to 5 μm.

In the present invention, it is preferable that the retardation layer satisfies the following formula (II).
0.50 <Re (450) / Re (550) <1.00 ... (II)
Here, in the above formula (II), Re (450) represents an in-plane retardation of the retardation layer at a wavelength of 450 nm, and Re (550) represents an in-plane retardation of the retardation layer at a wavelength of 550 nm. If the measurement wavelength of the retardation is not specified in the present specification, the measurement wavelength is 550 nm.
Further, the values of the in-plane retardation and the retardation in the thickness direction refer to the values measured by using AxoScan OPMF-1 (manufactured by Optoscience) and using light of the measurement wavelength.
Specifically, by inputting the average refractive index ((Nx + Ny + Nz) / 3) and the film thickness (d (μm)) in AxoScan OPMF-1.
Slow phase axial direction (°)
Re (λ) = R0 (λ)
Rth (λ) = ((nx + ny) /2-nz) × d
Is calculated.
Although R0 (λ) is displayed as a numerical value calculated by AxoScan OPMF-1, it means Re (λ).

In the present invention, the retardation layer is preferably a positive A plate or a positive C plate, and 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 slow axis direction in the film plane (the direction in which the refractive index in the plane is maximized) is nx, the refractive index in the direction orthogonal to the slow phase axis in the plane in the plane is ny, and the refraction in the thickness direction. When the rate is nz, the positive A plate satisfies the relation of the formula (A1), and the positive C plate satisfies the relation of the formula (C1). The positive A plate shows a positive value for Rth, and the positive C plate shows a negative value for Rth.
Equation (A1) nx> ny≈nz
Equation (C1) nz> nx≈ny
In addition, the above-mentioned "≈" 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 in a 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 when (nx-nz) xd is -10 to 10 nm, preferably -5 to 5 nm, it is also included in "nx≈nz". Further, in the positive C plate, for example, when (nx-ny) × d (where d is the thickness of the film) is 0 to 10 nm, preferably 0 to 5 nm, it is also included in “nx≈ny”.

When the retardation layer is a positive A plate, Re (550) is preferably 100 to 180 nm, more preferably 120 to 160 nm, and 130 to 150 nm from the viewpoint of functioning as a λ / 4 plate. It is more preferably 130 to 140 nm, and particularly preferably 130 to 140 nm.
Here, the "λ / 4 plate" is a plate having a λ / 4 function, and specifically, a function of converting linear polarization of a specific wavelength into circular polarization (or circular polarization into linear polarization). It is a plate having.

[Light absorption anisotropic layer]
The light absorption anisotropic layer of the optical laminate of the present invention is a layer containing a compound having a morpholine ring (hereinafter, also abbreviated as “morpholine derivative”).

<Morpholine derivative>
Examples of the morpholine derivative include a residue of a morpholine-based photopolymerization initiator used when forming a light absorption anisotropic layer, and a decomposition product thereof having a morpholine ring.

As the morpholine-based photopolymerization initiator, for example, compounds represented by the following formulas (M-1) to (M-3) are preferable.

In the above formula (M-1), R ¹¹ and R ¹² are each independently monovalent containing an alkyl group having 1 to 7 carbon atoms or an aromatic hydrocarbon ring which may have a substituent. Represents an organic group.
In the above formula (M-2), R ¹³ represents a monovalent organic group containing an aromatic hydrocarbon ring which may have a substituent.
In the above formula (M-3), R ¹⁴ represents a divalent organic group containing an aromatic hydrocarbon ring which may have a substituent.

Here, as the alkyl group having 1 to 7 carbon atoms, specifically, for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. , N-pentyl group, n-hexyl group and the like.
Specific examples of the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, an anthracene ring, and a phenanthroline ring.
Specific examples of the substituent that the aromatic hydrocarbon ring may have include an alkyl group, an alkoxy group, a cyano group, an amino group, a nitro group, a sulfo group, an alkylthio group, a hydroxyl group and the like. Can be mentioned.

A commercially available product can be used as the morpholin-based photopolymerization initiator, and specific examples thereof include IRGACURE369 [Compound name: 2-benzyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl. ] -1-Butanone, manufactured by BASF], IRGACURE379 [Compound name: 2- (4-methylbenzyl) -2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl] -1-butanone, BASF ], IRGACURE907 [Compound name: 2- [4- (methylthio) benzoyl] -2- (4-morpholinyl) propane, manufactured by BASF] and the like.

In the present invention, the content of the morpholine derivative contained in the light absorption anisotropic layer is not particularly limited, but is 0.1 to 5% by mass with respect to the total mass (solid content) of the light absorption anisotropic layer. It is preferably present, and more preferably 0.3 to 3% by mass.

<Dichroic substance>
The light absorption anisotropic layer of the optical laminate of the present invention preferably contains a dichroic substance.
The above-mentioned bicolor substance is not particularly limited, and is a visible light absorbing substance (bicolor dye), a light emitting substance (fluorescent substance, a phosphorescent substance), an ultraviolet ray absorbing substance, an infrared absorbing substance, a nonlinear optical substance, a carbon nanotube, and an inorganic substance. Examples thereof include substances (for example, quantum rods), and conventionally known bicolor substances (bicolor dyes) can be used.
Specifically, for example, paragraphs [0067] to [0071] of JP2013-228706, paragraphs [0008] to [0026] of JP2013-227532A, and paragraphs [0008] to [0026] of JP2013-209367, [Japanese Patent Laid-Open No. 2013-209367]. 0008]-[0015] paragraphs, Japanese Patent Application Laid-Open No. 2013-14883 [0045]-[0058] paragraphs, Japanese Patent Application Laid-Open No. 2013-109090 [0012]-[0029] paragraphs, Japanese Patent Application Laid-Open No. 2013-101328 Paragraphs [0009] to [0017], paragraphs [0051] to [0065] of JP2013-37353, paragraphs [0049] to [0073] of JP2012-63387, JP-A-11-305036. Paragraphs [0016] to [0018], paragraphs [0009] to [0011] of JP-A-2001-133630, JP-A-2011-215337, [0030]-[0169], JP-A-2010-106242. Paragraphs [0021] to [0075], paragraphs [0011] to [0025] of JP2010-215846A, paragraphs [0017] to [0069] of JP2011-048311A, JP2011-213610. Paragraphs [0013] to [0133] of Japanese Patent Application Laid-Open No. 2011-237513, paragraphs [0074] to [0246] of Japanese Patent Application Laid-Open No. 2015-001425, paragraphs [0022] to [0080] of Japanese Patent Application Laid-Open No. 2015-001425, Japanese Patent Application No. 2016-006502. [0005] to [0051 paragraphs] of Japanese Patent Publication No. [0005] to [0051 paragraphs], paragraphs [0005] to [0041] of WO2016 / 060173, paragraphs [0008] to [0062] of WO2016 / 136561, and Japanese Patent Application No. 2016-044909. Paragraphs [0014] to [0033], paragraphs [0014] to [0033] of Japanese Patent Application No. 2016-044910, paragraphs [0013] to [0037] of Japanese Patent Application Laid-Open No. 2016-095907, Japanese Patent Application No. 2017-405296. Examples thereof include those described in paragraphs [0014] to [0034].

In the present invention, two or more kinds of dichroic substances may be used in combination. For example, from the viewpoint of bringing the light absorption anisotropic layer closer to black, at least one kind having a maximum absorption wavelength in the wavelength range of 370 to 550 nm. It is preferable to use the above dichroic substance in combination with at least one dichroic substance having a maximum absorption wavelength in the wavelength range of 500 to 700 nm.

The dichroic substance preferably has a crosslinkable group.
Specific examples of the crosslinkable group include an acryloyl group, a methacryloyl group, an epoxy group, an oxetanyl group, a styryl group and the like, and among them, an acryloyl group and a methacryloyl group are preferable.

In the present invention, when the dichroic substance is contained, the content is preferably 2 to 20% by mass and 5 to 15% by mass with respect to the total mass (solid content) of the light absorption anisotropic layer. Is more preferable.

<Formation method>
The light absorption anisotropic layer of the optical laminate of the present invention is preferably a layer formed by a coating method, and specifically contains the above-mentioned morpholine derivative, an arbitrary dichroic substance, or the like. It is more preferable that the layer is formed by coating with the composition (hereinafter, also abbreviated as "composition for forming a light absorption anisotropic layer").

(Liquid crystal compound)
When the composition for forming a light absorption anisotropic layer contains the above-mentioned dichroic substance, it is preferable to contain a liquid crystal compound from the viewpoint of orienting the dichroic substance.
The liquid crystal compound is a liquid crystal compound that does not exhibit dichroism.
As the liquid crystal compound, either a small molecule liquid crystal compound or a high molecular weight liquid crystal compound can be used. Here, the "small molecule liquid crystal compound" refers to a liquid crystal compound having no repeating unit in its chemical structure. Further, the "polymer liquid crystal compound" means a liquid crystal compound having a repeating unit in the chemical structure.
Examples of the small molecule liquid crystal compound include liquid crystal compounds described in JP-A-2013-228706.
Examples of the polymer liquid crystal compound include thermotropic liquid crystal polymers described in JP-A-2011-237513. Further, the polymer liquid crystal compound may have a crosslinkable group (for example, an acryloyl group and a methacryloyl group) at the terminal.
The liquid crystal compound may be used alone or in combination of two or more.
The content of the liquid crystal compound is preferably 25 to 2000 parts by mass, more preferably 33 to 1000 parts by mass, based on 100 parts by mass of the content of the dichroic substance in the composition for forming a light absorption anisotropic layer. 50 to 500 parts by mass is more preferable.

(Other ingredients)
The composition for forming a light absorption anisotropic layer may contain a polymerization initiator, a solvent, or the like other than the above-mentioned morpholine-based photopolymerization initiator.
Specific examples thereof include those described in the above-mentioned polymerizable liquid crystal composition of the present invention.

(Applying method)
As a method for applying the composition for forming a light absorption anisotropic layer, a roll coating method, a gravure printing method, a spin coating method, a wire bar coating method, an extrusion coating method, a direct gravure coating method, a reverse gravure coating method, and a die coating method. , A spray method, and a known method such as an inkjet method.

(Orientation processing)
When the composition for forming a light absorption anisotropic layer contains the above-mentioned dichroic substance and liquid crystal compound after coating, it may be subjected to an orientation treatment for orienting them.
The alignment treatment may have a drying step. By the drying step, components such as a solvent can be removed from the coating film. The drying step may be carried out by a method of leaving the coating film at room temperature for a predetermined time (for example, natural drying), or by a method of heating and / or blowing air.
Moreover, it is preferable that the orientation treatment has a heating step. As a result, the dichroic substance contained in the coating film is more oriented, and the degree of orientation of the obtained light absorption anisotropic layer is higher. The heating step is preferably 10 to 250 ° C., more preferably 25 to 190 ° C. from the viewpoint of manufacturing suitability and the like. The heating time is preferably 1 to 300 seconds, more preferably 1 to 60 seconds.
Further, the alignment treatment may have a cooling step performed after the heating step. The cooling step is a process of cooling the coated film after heating to about room temperature (20 to 25 ° C.). As a result, the orientation of the dichroic substance contained in the coating film is more fixed, and the degree of orientation of the obtained light absorption anisotropic layer becomes higher. The cooling means is not particularly limited, and can be carried out by a known method.

In the present invention, the thickness of the light absorption anisotropic layer is not particularly limited, but is preferably 0.1 to 5.0 μm, and more preferably 0.3 to 1.5 μm.

〔Layer structure〕
The optical laminate of the present invention is not particularly limited as long as it is a laminate having the above-mentioned retardation layer and light absorption anisotropic layer, but the specific layer structure is not particularly limited. A mode in which the layers are in direct contact; a mode in which an adhesive layer is provided between the retardation layer and the light absorption anisotropic layer; a mode in which a substrate is provided between the retardation layer and the light absorption anisotropic layer; a phase difference An embodiment in which a base material and an alignment film are provided between the layer and the light absorption anisotropic layer; and the like.

<Adhesive layer>
As the pressure-sensitive adhesive layer, for example, the ratio (tan δ = G "/ G') between the storage elastic modulus G'and the loss elastic modulus G'measured by the dynamic viscoelasticity measuring device is 0.001 to 1.5. It represents a certain substance and includes so-called adhesives and substances that easily creep.
Examples of the pressure-sensitive adhesive that can be used in the present invention include, but are not limited to, polyvinyl alcohol-based pressure-sensitive adhesives.

<Base material>
The base material is preferably transparent, and specifically, it is preferably a base material having a visible light transmittance of 80% or more.
Further, the base material preferably has a high moisture permeability, and specifically, a base material having a moisture permeability of 200 g / m ² / 24h or more is preferable. Here, the humidity permeation is defined as 24 hours under the conditions of a temperature of 40 ° C. and a relative humidity of 90% according to the method described in "Humidity Permeability Test Method for Moisture-Proof Packaging Material (Cup Method)" of JIS Z 0208: 1976. The amount of water vapor that has passed (g / m ² / 24h).

Examples of such a base material include a polymer film, and examples of the material of the polymer film include a cellulose-based polymer such as triacetyl cellulose (TAC); an acrylic acid ester weight such as polymethyl methacrylate and a lactone ring-containing polymer. Acrylic polymer with coalescence; Thermoplastic norbornene polymer; Polycarbonate polymer; Polyester polymer such as polyethylene terephthalate and polyethylene naphthalate; Stylized polymer such as polystyrene, acrylonitrile / styrene copolymer (AS resin); Polyethylene, Polypropylene , Polyethylene-based polymers such as ethylene / propylene copolymers;, Vinyl chloride-based polymers; Amido-based polymers such as nylon and aromatic polyamides; Imid-based polymers; Examples thereof include polyphenylene sulfide-based polymers; vinylidene chloride-based polymers; vinyl alcohol-based polymers; vinyl butyral-based polymers; allylate-based polymers; polyoxymethylene-based polymers; epoxy-based polymers; or polymers in which these polymers are mixed.

In the present invention, the thickness of the base material is not particularly limited, but is preferably 5 to 80 μm, more preferably 10 to 40 μm.

<Alignment film>
The alignment film includes a rubbing-treated film of a layer containing an organic compound such as a polymer, an oblique vapor deposition film of an inorganic compound, a film having microgrooves, or an organic substance such as ω-tricosanoic acid, dioctadecylmethylammonium chloride, or methyl stearylate. Examples thereof include a membrane obtained by accumulating an LB (Langmuir-Blodgett) membrane obtained by the Langmuir-Blodget method of a compound. Further, there is also an alignment film in which an alignment function is generated by irradiation with light.
As the alignment film, a film formed by rubbing the surface of a layer (polymer layer) containing an organic compound such as a polymer can be preferably used. The rubbing treatment is carried out by rubbing the surface of the polymer layer with paper or cloth several times in a certain direction (preferably in the longitudinal direction of the support). Examples of the polymer used for forming the alignment film include polyimide, polyvinyl alcohol, the modified polyvinyl alcohol described in paragraphs [0071] to [0995] of Japanese Patent No. 3907735, and the polymerization described in JP-A-9-152509. It is preferable to use a polymer having a sex group or the like.

As the alignment film, it is also preferable to use a so-called photo-alignment film in which a photo-alignment material is irradiated with polarized light or non-polarization to form an alignment layer. It is preferable to impart an orientation restricting force to the photoalignment film by a step of irradiating the photoalignment film with polarized light from a vertical direction or an oblique direction, or a step of irradiating unpolarized light from an oblique direction.
By using a photo-alignment film, it is possible to horizontally orient a specific liquid crystal compound with excellent symmetry. Therefore, the positive A plate formed by using the optical alignment film is particularly useful for optical compensation in a liquid crystal display device that does not require a pre-tilt angle of the driving liquid crystal such as an IPS (In-Place-Switching) mode liquid crystal display device. Is.

Examples of the photo-alignment material used for the photo-alignment film include JP-A-2006-285197, JP-A-2007-76839, JP-A-2007-138138, JP-A-2007-94071, and JP-A-2007-. The azo compounds described in JP-A-121721, JP-A-2007-140465, JP-A-2007-156439, JP-A-2007-133184, JP-A-2009-109831, Patent No. 3883848, and Patent No. 4151746. , Aromatic ester compounds described in JP-A-2002-229039, maleimide and / or alkenyl-substituted nadiimide compounds having photo-orientation units described in JP-A-2002-265541 and JP-A-2002-317013, patent. Photocrossable silane derivatives described in No. 4205195, Patent No. 4205198, Photocrossable polyimides, polyamides, or esters described in JP-A-2003-520878, JP-A-2004-522220, and Patent No. 4162850. Described in JP-A-9-118717, JP-A-10-506420, JP-A-2003-505561, International Publication No. 2010/150748, JP-A-2013-177561, and JP-A-2014-12823. Examples thereof include compounds capable of photodimerization, particularly cinnamate compounds, chalcone compounds, and coumarin compounds. Particularly preferable examples include azo compounds, photocrosslinkable polyimides, polyamides, esters, cinnamate compounds, and chalcone compounds.

In the present invention, the thickness of the alignment film is not particularly limited, but is preferably 0.01 to 10 μm, more preferably 0.01 to 1 μm, and more preferably 0.01 to 0.5 μm. Is even more preferable.

<Other layers>
In the optical laminate of the present invention, a polarizing element protective film may be arranged on the surface of the light absorption anisotropic layer.
The polarizing element protective film may be arranged only on one side of the light absorption anisotropic layer (on the surface opposite to the retardation layer side), or may be arranged on both sides of the light absorption anisotropic layer. May be.
The configuration of the polarizing element protective film is not particularly limited, and may be, for example, a so-called transparent support or a hard coat layer, or a laminate of the transparent support and the hard coat layer.
As the hard coat layer, a known layer can be used, and for example, it may be a layer obtained by polymerizing and curing a polyfunctional monomer.
Further, as the transparent support, a known transparent support can be used. For example, as a material for forming the transparent support, a cellulosic polymer represented by triacetyl cellulose (hereinafter, "cellulose acylate") can be used. ,), Thermoplastic norbornene-based resin (Zeonex, Zeonoa manufactured by Nippon Zeon Co., Ltd., Arton manufactured by JSR Co., Ltd., etc.), acrylic resin, polyester resin, and polystyrene resin can be used. .. Resins that do not easily contain water, such as thermoplastic norbornene-based resins and polystyrene-based resins, are preferable in order to suppress the total water content of the polarizing plate.
The thickness of the polarizing element protective film is not particularly limited, but is preferably 40 μm or less, more preferably 25 μm or less, for reasons such as thinning.

[Polarizer]
The optical laminate of the present invention can be used as a polarizing plate.
In particular, when the above-mentioned retardation layer is a λ / 4 plate (positive A plate), it can be used as a circular polarizing plate. When the above-mentioned retardation layer is a λ / 4 plate (positive A plate), the angle between the slow axis of the λ / 4 plate and the absorption axis of the above-mentioned light absorption anisotropic layer is 30 to 60 °. It is preferably 40 to 50 °, more preferably 42 to 48 °, and particularly preferably 45 °.
Here, the "slow phase axis" of the λ / 4 plate means the direction in which the refractive index becomes maximum in the plane of the λ / 4 plate, and the "absorption axis" of the light absorption anisotropic layer has the highest absorbance. Means high direction.

[Liquid crystal display device]
The liquid crystal display device of the present invention is an example of an image display device, and has an optical laminate of the present invention and a liquid crystal cell.
In the present invention, among the polarizing plates provided on both sides of the liquid crystal cell, it is preferable to use the optical laminate of the present invention as the polarizing plate on the front side, and the optical of the present invention is used as the polarizing plate on the front side and the rear side. It is more preferable to use a laminate.
Further, it is preferable that the retardation layer included in the polarizing plate is arranged on the liquid crystal cell side.
That is, the optical laminate of the present invention can be suitably used as an optical compensation film.
The liquid crystal cells constituting the liquid crystal display device will be described in detail below.

<LCD cell>
The liquid crystal cell used in the liquid crystal display device is preferably a VA (Vertical Optical) mode, an OCB (Optical Compensated Bend) mode, an IPS (In-Place-Switching) mode, or a TN (Twisted Nematic) mode. Not limited to.
In the liquid crystal cell in the TN mode, the rod-shaped liquid crystal molecules are substantially horizontally oriented when no voltage is applied, and are further twisted to 60 to 120 °. The TN mode liquid crystal cell is most often used as a color TFT liquid crystal display device, and has been described in many documents.
In the VA mode liquid crystal cell, the rod-shaped liquid crystal molecules are substantially vertically oriented when no voltage is applied. In the VA mode liquid crystal cell, (1) a VA mode liquid crystal cell in a narrow sense (1) in which rod-shaped liquid crystal molecules are oriented substantially vertically when no voltage is applied and substantially horizontally when a voltage is applied (Japanese Patent Laid-Open No. 2-). In addition to (described in Japanese Patent Publication No. 176625), (2) a liquid crystal cell (SID97, Digital of technique. Papers (Proceedings) 28 (1997) 845 in which the VA mode is multi-domainized for expanding the viewing angle). ), (3) Liquid crystal cells in a mode (n-ASM mode) in which rod-shaped liquid crystal molecules are substantially vertically oriented when no voltage is applied and twisted and multi-domain oriented when a voltage is applied. (1998)) and (4) SURVIVAL mode liquid crystal cells (announced at LCD International 98) are included. Further, it may be any of PVA (Patternized Vertical Alignment) type, optical alignment type (Optical Alignment), and PSA (Polymer-Stained Alignment). Details of these modes are described in Japanese Patent Application Laid-Open No. 2006-215326 and Japanese Patent Application Laid-Open No. 2008-538819.
In the IPS mode liquid crystal cell, the rod-shaped liquid crystal molecules are oriented substantially parallel to the substrate, and the liquid crystal molecules respond in a plane by applying an electric field parallel to the substrate surface. In the IPS mode, the display is black when no electric field is applied, and the absorption axes of the pair of upper and lower polarizing plates are orthogonal to each other. Methods for using an optical compensation sheet (optical compensation film) to reduce leakage light when displaying black in an oblique direction and improving the viewing angle are described in JP-A-10-54982, JP-A-11-202323, and JP-A No. 10-52982. It is disclosed in JP-A-9-292522, JP-A-11-133408, JP-A-11-305217, JP-A-10-307291, and the like.

[Organic electroluminescent device]
As an organic EL (electroluminescence) display device which is an example of the organic electroluminescent device of the present invention, for example, an embodiment in which the optical laminate of the present invention and the organic EL display panel are provided in this order from the visual side is preferable. Can be mentioned. The retardation layer included in the optical laminate is preferably arranged on the organic EL display panel side.
That is, the optical laminate of the present invention is used as a so-called antireflection film.
Further, the organic EL display panel is a display panel configured by using an organic EL element formed by sandwiching an organic light emitting layer (organic electroluminescence layer) between electrodes (between a cathode and an anode). The configuration of the organic EL display panel is not particularly limited, and a known configuration is adopted.

Hereinafter, the present invention will be described in more detail based on examples. The materials, amounts used, ratios, treatment contents, treatment procedures, etc. shown in the following examples can be appropriately changed as long as they do not deviate from the gist of the present invention. Therefore, the scope of the present invention should not be construed as limiting by the examples shown below.

[Example 1]
[Preparation of composition liquid A1 for forming an oxygen barrier layer]
A composition liquid A1 for forming an oxygen barrier layer was prepared with the following composition, dissolved by heating at 95 ° C. for 1 hour with stirring, and filtered through a 0.45 μm filter.
――――――――――――――――――――――――――――――――
Composition solution for forming an oxygen barrier layer A1
――――――――――――――――――――――――――――――――
-The following modified PVA1 2.0 parts by mass-Pure water 70.0 parts by mass-Isopropyl alcohol 20.0 parts by mass-Methanol 8.0 parts by mass-Photopolymerization initiator (IRGACURE2959, manufactured by BASF) 0.06 parts by mass- ―――――――――――――――――――――――――――――――
The following modified PVA1 was synthesized from PVA103 as a raw material by the method described in JP-A-9-152509.

Modified PVA1

[Preparation of composition liquid E1 for forming a photoalignment film]
A composition liquid E1 for forming a photoalignment film was prepared with the following composition, dissolved for 1 hour with stirring, and filtered through a 45 μm filter.
――――――――――――――――――――――――――――――――
Composition liquid E1 for forming a photoalignment film
――――――――――――――――――――――――――――――――
・ The following photo-alignment material E-1 5.0 parts by mass ・ Cyclopentanone 95.0 parts by mass ―――――――――――――――――――――――――――― ――――

Photo-alignment material E-1 (average molecular weight: 51000)

[Preparation of composition liquid P1 for forming an anisotropic layer of light absorption]
A composition liquid P1 for forming a light absorption anisotropic layer was prepared with the following composition, dissolved by heating at 80 ° C. for 2 hours with stirring, and filtered through a 0.45 μm filter.
――――――――――――――――――――――――――――――――
Composition solution for forming a light absorption anisotropic layer P1
――――――――――――――――――――――――――――――――
-The following bicolor azo dye compound D1 2.7 parts by mass-The following bicolor azo dye compound D2 2.7 parts by mass-The following bicolor azo dye compound D3 2.7 parts by mass-The following liquid crystal compound M1 73.0 Parts by mass ・ Polymerization initiator IRGACURE369 (manufactured by BASF) 3.0 parts by mass ・ BYK361N (manufactured by Big Chemie Japan) 0.9 parts by mass ・ Cyclopentanone 925.0 parts by mass ―――――――――― ――――――――――――――――――――――

Dichroic azo dye compound D1

Dichroic azo dye compound D2

Dichroic azo dye compound D3

Liquid crystal compound M1 (mixed with the following compound A / the following compound B = 75/25)

Compound A

Compound B

[Preparation of laminated body 1-1]
<Formation of oxygen blocking layer>
The surface of a TAC substrate (TG40, manufactured by FUJIFILM Corporation) having a thickness of 40 μm was saponified, and then the oxygen blocking layer forming composition liquid A1 was applied with a wire bar. Then, by drying with warm air at 100 ° C. for 2 minutes, a transparent support 1 having a 1.5 μm-thick polyvinyl alcohol (PVA) transparent oxygen blocking layer formed on the TAC substrate was obtained.

<Formation of photoalignment film>
The coating liquid E1 for a photoalignment film was applied onto the transparent support 1 and dried at 60 ° C. for 2 minutes. Then, the obtained coating film was irradiated with linearly polarized ultraviolet rays (illuminance 4.5 mW, irradiation amount 500 mJ / cm ² ) using a polarized ultraviolet exposure device to prepare a photoalignment film E1.

<Formation of light absorption anisotropic layer>
The composition for forming a light absorption anisotropic layer P1 was applied onto the obtained photoalignment film E1 with a wire bar.
It was then heated at 120 ° C. for 60 seconds and cooled to room temperature.
Then, the light absorption anisotropic layer P1 having a thickness of 1.7 μm was formed by irradiating with a high-pressure mercury lamp for 60 seconds under an irradiation condition of an illuminance of 28 mW / cm ² .

<Formation of protective layer>
On the formed light absorption anisotropic layer P1, 50 parts of dipentaerythritol hexaacrylate (Aronix M-403, manufactured by Toa Synthetic Co., Ltd.), 50 parts of acrylate resin (Evecryl 4858, manufactured by Daicel UCB Co., Ltd.) and 2- [ 4- (Methylthio) benzoyl] -2- (4-morpholinyl) Propane (IRGACURE907, manufactured by BASF) A solution (composition for forming a protective layer) prepared by dissolving 3 parts in 250 parts of isopropanol was prepared by the bar coat method. It was applied and heated and dried in a drying oven at 50 ° C. for 1 minute.
The obtained dry film is irradiated with ultraviolet rays at an exposure amount of 400 mJ / cm ² (365 nm standard) using an ultraviolet (UV) irradiation device (SPOT CURE SP-7, manufactured by Ushio, Inc.). A protective layer was formed on the absorption anisotropic layer P1 to prepare a laminated body 1-1 containing the light absorption anisotropic layer P1.

[Preparation of Cellulose Achillate Film 1]
The following composition was put into a mixing tank and stirred to prepare a cellulose acetate solution to be used as a core layer cellulose acylate dope.
────────────────────────────────
Core layer Cellulose acylate dope ────────────────────────────────
100 parts by mass of cellulose acetate having an acetyl substitution degree of 2.88 ・ 12 parts by mass of the polyester compound B described in Examples of JP-A-2015-227955 ・ 2 parts by mass of the following compound G ・ Methylene chloride (first solvent) 430 parts by mass, methanol (second solvent) 64 parts by mass ────────────────────────────────

Compound G

10 parts by mass of the following matting agent solution was added to 90 parts by mass of the above-mentioned core layer cellulose acylate dope to prepare a cellulose acetate solution to be used as the outer layer cellulose acylate dope.
────────────────────────────────
Matte solution ────────────────────────────────
-Silica particles with an average particle size of 20 nm (AEROSIL R972, manufactured by Nippon Aerosil Co., Ltd.) 2 parts by mass-Methylene chloride (first solvent) 76 parts by mass-Methanol (second solvent) 11 parts by mass-The above core layer cellulose acid Rate Dope 1 part by mass ────────────────────────────────

After filtering the core layer cellulose acylate dope and the outer layer cellulose acylate dope with a filter paper having an average pore diameter of 34 μm and a sintered metal filter having an average pore diameter of 10 μm, the core layer cellulose acylate dope and the outer layer cellulose acylate dope on both sides thereof. And three layers were simultaneously cast on a drum at 20 ° C. from the casting port (band spreading machine).
The film was peeled off from the drum with a solvent content of about 20% by mass, both ends of the film in the width direction were fixed with tenter clips, and the film was dried while being stretched laterally at a stretching ratio of 1.1 times.
Then, the obtained film was further dried by transporting it between the rolls of the heat treatment apparatus to prepare a cellulose acylate film 1 having a thickness of 40 μm. The core layer of the cellulose acylate film 1 had a thickness of 36 μm, and the outer layers arranged on both sides of the core layer had a thickness of 2 μm, respectively. The Re (550) of the obtained cellulose acylate film 1 was 0 nm.

[Preparation of positive A plate A1]
The coating liquid 1 for forming an alignment layer, which will be described later, was continuously coated on the cellulose acylate film 1 with a wire bar of # 2.4.
The cellulose acylate film 1 on which the coating film was formed was dried with warm air at 140 ° C. for 120 seconds, and then the coating film was irradiated with polarized ultraviolet rays (10 mJ / cm ² , using an ultrahigh pressure mercury lamp). An oriented layer P-1 was formed to obtain a TAC film with an oriented layer.
────────────────────────────────
(Coating liquid for forming an alignment layer 1)
────────────────────────────────
・ The following polymer PA-1 100.00 parts by mass ・ The following acid generator PAG-1 1.00 parts by mass ・ Isopropyl alcohol 16.50 parts by mass ・ Butyl acetate 1072.00 parts by mass ・ Methyl ethyl ketone 268.00 parts by mass ── ──────────────────────────────

Polymer PA-1

Acid generator PAG-1

The composition A1 having the composition described later was applied onto the alignment layer P-1 using a bar coater.
The coating film formed on the alignment layer P-1 is heated to 120 ° C. with warm air, then cooled to 60 ° C., and then ultraviolet rays of 100 mJ / cm ² at a wavelength of 365 nm using a high-pressure mercury lamp under a nitrogen atmosphere. The coating film was subsequently irradiated with ultraviolet rays of 500 mJ / cm ² while heating at 120 ° C. to fix the orientation of the liquid crystal compound, and a TAC film having a positive A plate A1 was produced.
The thickness of the positive A plate A1 was 2.5 μm, and the Re (550) was 144 nm. Further, the positive A plate A1 satisfied the relationship of Re (450) ≤ Re (550) ≤ Re (650). Re (450) / Re (550) was 0.82.

―――――――――――――――――――――――――――――――――
(Composition A1)
―――――――――――――――――――――――――――――――――
-The following polymerizable liquid crystal compound L-1 42.00 parts by mass-The following polymerizable liquid crystal compound L-2 42.00 parts by mass-The following polymerizable liquid crystal compound L-3 11.00 parts by mass-The following polymerizable liquid crystal compound L- 4 5.00 parts by mass ・ The following polymerization initiator PI-1 0.50 parts by mass ・ The following leveling agent T-1 0.15 parts by mass ・ Cyclopentanone 300.00 parts by mass ―――――――――― ―――――――――――――――――――――――

Polymerizable liquid crystal compound L-1 (LogP value of Ar in the above formula (I): 4.44)

Polymerizable liquid crystal compound L-2 (LogP value of Ar in the above formula (I): 2.62)

Polymerizable liquid crystal compound L-3

Polymerizable liquid crystal compound L-4

Polymerization Initiator PI-1

Leveling agent T-1

[Preparation of positive C plate C1]
The above-mentioned cellulose acylate film 1 was used as a temporary support.
After passing the cellulose acylate film 1 through a dielectric heating roll having a temperature of 60 ° C. and raising the film surface temperature to 40 ° C., an alkaline solution having the composition shown below is applied to one side of the film using a bar coater. The film was applied at 14 ml / m ² , heated to 110 ° C., and conveyed under a steam-type far-infrared heater manufactured by Noritake Co., Ltd. Limited for 10 seconds.
Then, using the same bar coater, 3 ml / m ² of pure water was applied onto the film.
Then, after repeating washing with water with a fountain coater and draining with an air knife three times, the film was transported to a drying zone at 70 ° C. for 10 seconds and dried to prepare a cellulose acylate film 1 subjected to alkali saponification treatment.

────────────────────────────────
(Alkaline solution)
────────────────────────────────
・ Potassium hydroxide 4.7 parts by mass ・ Water 15.8 parts by mass ・ Isopropanol 63.7 parts by mass ・ Fluorine-containing surfactant SF-1
(C ₁₄ H ₂₉ O (CH ₂ CH _2O ) ₂₀ H) 1.0 part by mass, 14.8 parts by mass of propylene glycol ───────────────────── ───────────

The coating liquid 2 for forming an alignment layer having the following composition was continuously applied onto the cellulose acylate film 1 which had been subjected to the alkali saponification treatment using the wire bar of # 8.
The cellulose acylate film 1 on which the coating film was formed was dried with warm air at 60 ° C. for 60 seconds and further dried with warm air at 100 ° C. for 120 seconds to form an alignment layer.
────────────────────────────────
(Coating liquid 2 for forming an alignment layer)
────────────────────────────────
・ Polyvinyl alcohol (manufactured by Kuraray, PVA103) 2.4 parts by mass ・ 1.6 parts by mass of isopropyl alcohol ・ 36 parts by mass of methanol ・ 60 parts by mass of water ────────────────── ───────────────

A coating liquid C1 for forming a positive C plate, which will be described later, is applied onto the alignment layer, and the obtained coating film is aged at 60 ° C. for 60 seconds, and then an air-cooled metal halide lamp (eye graphics) of 70 mW / cm ² under air. A TAC film having a positive A plate C1 was produced by vertically aligning the liquid crystal compound by irradiating an ultraviolet ray of 1000 mJ / cm ² with (manufactured by Co., Ltd.) and immobilizing the orientation state.
The Rth (550) of the obtained positive C plate C1 was -60 nm.

────────────────────────────────
(Coating liquid C1 for forming a positive C plate)
────────────────────────────────
・ The following liquid crystal compound L-11 80 parts by mass ・ The following liquid crystal compound L-12 20 parts by mass ・ The following vertical distribution liquid crystal compound target (S01) 1 part by mass ・ Ethylene oxide modified trimethylolpropantriacrylate (V # 360, Osaka Organic) (Manufactured by Chemical Co., Ltd.) 8 parts by mass, IRGACURE907 (manufactured by BASF) 3 parts by mass, Kayacure DETX (manufactured by Nippon Kayaku Co., Ltd.) 1 part by mass, the following compound B03 0.4 parts by mass, methyl ethyl ketone 170 parts by mass, cyclohexanone 30 parts by mass ────────────────────────────────

[Making a film with adhesive]
A film with an adhesive was prepared according to the procedure of Example 1 of JP-A-2017-134414.

[Preparation of UV adhesive composition]
The following UV adhesive composition was prepared.
────────────────────────────────
UV Adhesive Composition ────────────────────────────────
・ CEL2021P (manufactured by Daicel) 70 parts by mass ・ 1,4-butanediol diglycidyl ether 20 parts by mass ・ 2-ethylhexyl glycidyl ether 10 parts by mass ・ The following CPI-100P 2.25 parts by mass ──────── ─────────────────────────

CPI-100P

[Preparation of laminated body 1-2]
On the retardation layer (positive A plate A1) side of the TAC film having the positive A plate A1, the retardation layer (positive) of the TAC film having the positive C plate C1 prepared above using the UV adhesive composition. The C plates C1) were laminated, and the alignment layer on the positive A plate side and the cellulose acylate film 1 were removed to obtain a laminate 1-2 containing a retardation layer (positive A plate A1 and positive A plate C1).

[Manufacturing of optical laminate 1]
Using the film with the adhesive, the protective layer side of the laminate 1-1 prepared above is bonded to the positive A plate A1 side of the laminate 1-2, and the alignment layer and the cellulose acylate film 1 (temporary support) are attached. The body) was removed to prepare an optical laminate 1.
At this time, they were bonded so that the angle formed by the absorption axis of the light absorption anisotropic layer and the slow axis of the positive A plate A1 was 45 °.

[Example 2]
The same method as in Example 1 except that the polymerization initiator IRGACURE369 (manufactured by BASF) used in the composition liquid P1 for forming the light absorption anisotropic layer was changed to "polymerization initiator IRGACURE379 (manufactured by BASF)". The optical laminate 2 was produced.

[Example 3]
The same method as in Example 1 except that the polymerization initiator IRGACURE369 (manufactured by BASF) used in the composition liquid P1 for forming a light absorption anisotropic layer was changed to "polymerization initiator IRGACURE907 (manufactured by BASF)". The optical laminate 3 was produced.

[Examples 4 to 6]
The amounts of the polymerizable liquid crystal compound L-1, the polymerizable liquid crystal compound L-2, the polymerizable liquid crystal compound L-3, and the polymerizable liquid crystal compound L-4 contained in the composition A1 are shown in Table 3 below. Optical laminates 4 to 6 were produced in the same manner as in Example 1 except that the values were changed.

[Example 7]
An optical laminate 7 was produced in the same manner as in Example 1 except that the following polymerizable liquid crystal compound L-5 was used in place of the polymerizable liquid crystal compound L-1 blended in the composition A1.

Polymerizable liquid crystal compound L-5

[Example 8]
In the process of producing the optical laminate 1, the optical laminate 1 is an optical laminate except that the positive A plate A1 side and the protective layer side of the laminate 1-1 are bonded using the above UV adhesive composition instead of the film with the adhesive material. The optical laminate 8 was manufactured in the same manner as in the manufacturing method of 1.

[Example 9]
[Preparation of composition liquid E2 for forming a photoalignment film]
A composition liquid E2 for forming a photoalignment film was prepared with the following composition, dissolved for 1 hour with stirring, and filtered through a 45 μm filter.

────────────────────────────────
Composition liquid E2 for forming a photoalignment film
────────────────────────────────
-The following polymer PA-1 100.00 parts by mass-The following acid generator PAG-1 1.00 parts by mass-Cyclomer M100 (manufactured by Daicel) 3.00 parts by mass-Isopropyl alcohol 16.50 parts by mass-Acetic acid Butyl 1072.00 parts by mass, methyl ethyl ketone 268.00 parts by mass ────────────────────────────────

Polymer PA-1

Acid generator PAG-1

[Preparation of composition liquid P4 for forming an anisotropic layer of light absorption]
A composition liquid P4 for forming a light absorption anisotropic layer was prepared with the following composition, dissolved by heating at 50 ° C. for 3 hours with stirring, and filtered through a 0.45 μm filter.

――――――――――――――――――――――――――――――――
Composition solution for forming a light absorption anisotropic layer P4
――――――――――――――――――――――――――――――――
-The following bicolor azo dye compound D4 2.5 parts by mass-The following bicolor azo dye compound D5 2.6 parts by mass-The following bicolor azo dye compound D6 6.5 parts by mass-The following polymer liquid crystal compound M2 37 .1 part by mass ・ Polymerization initiator IRGACURE907 (manufactured by BASF) 2.8 parts by mass ・ The following interface improver F-1 0.3 parts by mass ・ Cyclopentanone 457.5 parts by mass ・ tetrahydrofuran 457.5 parts by mass-- ――――――――――――――――――――――――――――――

Dichroic azo dye compound D4

Dichroic azo dye compound D5

Dichroic azo dye compound D6

Polymer liquid crystal compound M2 (average molecular weight 16000)

Interface improver F-1

[Preparation of laminated body 9-1]
The laminated body 9-1 was produced by the same method as the laminated body 1-1 except that the light alignment film and the light absorption anisotropic layer were formed by the following method.
<Formation of photoalignment film>
The coating liquid E2 for a photoalignment film was applied onto the transparent support 1 and dried with warm air at 140 ° C. for 120 seconds. Then, the obtained coating film was irradiated with polarized ultraviolet rays (10 mJ / cm ² , using an ultrahigh pressure mercury lamp) to prepare a photoalignment film E2.
<Formation of light absorption anisotropic layer>
The composition for forming a light absorption anisotropic layer P4 was applied onto the obtained photoalignment film E2 with a wire bar.
Then, it was heated at 140 ° C. for 90 seconds and cooled to room temperature (23 ° C.).
It was then heated at 80 ° C. for 60 seconds and cooled again to room temperature.
Then, the light absorption anisotropic layer P4 having a thickness of 0.3 μm was formed by irradiating with a high-pressure mercury lamp for 60 seconds under an irradiation condition of an illuminance of 28 mW / cm ² . The degree of orientation was 0.95.

[Manufacturing of optical laminate 9]
The optical laminated body 9 was produced by the same method as in Example 1 except that the laminated body 9-1 was used instead of the laminated body 1-1.

[Comparative Example 1]
The following polymerizable liquid crystal compound L-6 is used in place of the polymerizable liquid crystal compound L-1 blended in the composition A1, and the following polymerizable liquid crystal compound L-7 is used in place of the polymerizable liquid crystal compound L-2. The optical laminate 10 was produced in the same manner as in Example 1 except that it was used.
The group adjacent to the acryloyloxy group in the following compatible liquid crystal compound L-6 and the following polymerizable liquid crystal compound L-7 represents a propylene group (a group in which a methyl group is replaced with an ethylene group), and the following compatible liquid crystal is used. Compound L-6 and the following polymerizable liquid crystal compound L-7 represent a mixture of positional isomers having different positions of methyl groups.

Polymerizable liquid crystal compound L-6

Polymerizable liquid crystal compound L-7

[Moist heat durability]
Re (550) after holding each of the produced optical laminates in an environment of 85 ° C. and 85% for 500 hours was evaluated according to the following criteria. The results are shown in Table 3 below.
A: When the ratio of Re (550) after holding is 95% or more with respect to Re (550) before holding at 85 ° C. 85% B: Re (550) before holding at 85 ° C. 85% When the ratio of Re (550) after holding is 90% or more and less than 95% C: When the ratio of Re (550) after holding is less than 90% with respect to Re (550) before holding at 85 ° C. 85% If there is

From the results shown in Table 3 above, it contains a retardation layer obtained by polymerizing a polymerizable liquid crystal composition not containing the polymerizable liquid crystal compound represented by the above formula (I), and a compound having a morpholine ring. It was found that the optical laminate having the light absorption anisotropic layer was inferior in wet and heat durability (Comparative Example 1).
On the other hand, a retardation layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the above formula (I) and a light absorption anisotropic layer containing a compound having a morpholine ring. It was found that the optical laminate having and has good wet and heat durability (Examples 1 to 9).
In particular, from the comparison between Example 1 and Example 6, when the polymerizable liquid crystal compound L-1 having a LogP value of Ar in the above formula (I) of 4.3 or more is blended, the moist heat durability of the optical laminate is obtained. Was found to be better.

Claims (11)

An optical laminate having a retardation layer and a light absorption anisotropic layer.
The retardation layer is a layer obtained by polymerizing a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound represented by the following formula (I).
An optical laminate in which the light absorption anisotropic layer contains a compound having a morpholine ring.

Here, in the above formula (I),
D ¹ , D ² , D ³ and D ⁴ are independently single-bonded or -CO-, -O-, -S-, -C (= S)-, -CR ¹ R ² -,-, respectively. CR ¹ = CR ^2- , -NR ^1- , or a divalent linking group consisting of two or more of these, and R ¹ and R ² are independent hydrogen atoms, fluorine atoms, or, respectively. Represents an alkyl group having 1 to 4 carbon atoms.
SP ¹ and SP ² 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-, where Q is a substituent. Represents.
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.
Ar represents an aromatic ring. The optical laminate according to claim 1, wherein the polymerizable liquid crystal compound is a compound exhibiting reverse wavelength dispersibility. The optics according to claim 2, wherein Ar in the formula (I) represents any aromatic ring selected from the group consisting of groups represented by the following formulas (Ar-1) to (Ar-5). Laminate.

Here, in the above equations (Ar-1) to (Ar-5),
* Represents the bonding position with D ¹ or D ² .
Q ¹ represents N or CH.
^Q2 represents -S-, -O-, or -N (R ³ )-, and R ³ 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 independently have 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, and a carbon number of carbon atoms. Represents 6 to 20 monovalent aromatic hydrocarbon groups, halogen atoms, cyano groups, nitro groups, -OR ⁴ , -NR ⁵ R ⁶ or -SR ⁷ , where R ⁴ to R ⁷ are independent of each other. , 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 ⁸ )-, -S-, and -CO-, where R ⁸ is a hydrogen atom or Represents a substituent.
X represents a group 14-16 non-metal atom to which a hydrogen atom or a substituent may be bonded.
D ⁵ and D ⁶ are independently single-bonded or -CO-, -O-, -S-, -C (= S)-, -CR ¹ R ^2- , -CR ¹ = CR ^2- , -NR ^1- , or a divalent linking group consisting of two or more of these, and R ¹ and R ² each independently have a hydrogen atom, a fluorine atom, or 1 to 4 carbon atoms. Represents an alkyl group.
SP ³ and SP ⁴ 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-, where Q is a substituent. Represents.
L ³ and L ⁴ each independently represent a monovalent organic group, and at least one of L ³ and L ⁴ represents a polymerizable group.
Ax represents an organic group having 2 to 30 carbon atoms having at least one aromatic ring selected from the group consisting of 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 ring in Ax and Ay may have a substituent, or Ax and Ay may be bonded to form a ring.
^Q3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms which may have a substituent. The optical laminate according to any one of claims 1 to 3, wherein Ar in the formula (I) represents an aromatic ring having a ClogP value of 4.3 or more and less than 7.0. The optical laminate according to any one of claims 1 to 4, wherein the light absorption anisotropic layer is a layer containing a dichroic substance. The optical laminate according to any one of claims 1 to 5, wherein the retardation layer satisfies the following formula (II).
0.50 <Re (450) / Re (550) <1.00 ... (II)
Here, in the formula (II), Re (450) represents the in-plane retardation of the retardation layer at a wavelength of 450 nm, and Re (550) represents the in-plane retardation of the retardation layer at a wavelength of 550 nm. show. The optical laminate according to any one of claims 1 to 6, wherein the retardation layer is a positive A plate. The optical laminate according to claim 7, wherein the positive A plate is a λ / 4 plate. The optical laminate according to any one of claims 1 to 8, which is a circular polarizing plate. A liquid crystal display device having the optical laminate according to any one of claims 1 to 9. An organic electroluminescent device having the optical laminate according to any one of claims 1 to 9.