TWI883251B - Two-component polarizing film forming composition - Google Patents

Abstract

The present invention provides a polarizing film forming composition which can obtain a polarizing film with good optical properties even after long-term storage, a storage method thereof, a manufacturing method of the composition, and a manufacturing method of the polarizing film. The two-component polarizing film forming composition of the present invention contains agent A and agent B, agent A contains a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, agent B contains a dichroic dye and a solvent, and the above-mentioned dichroic dye contains an azo dye having an amine structure.

Description

Two-component polarizing film forming composition

The present invention relates to a two-component polarizing film-forming composition and a storage method thereof, a method for producing the polarizing film-forming composition, and a method for producing a polarizing film.

In recent years, as image display devices become thinner, optical films such as polarizing plates and phase difference plates using polarizing films are being developed. The polarizing films have a liquid crystal cured layer obtained by coating a polymerizable liquid crystal compound on a substrate or an alignment film and curing it in an alignment state. In the manufacture of such optical films, from the perspectives of film forming properties and operability, the polymerizable liquid crystal compound is usually coated on the substrate or the alignment film in the form of a polarizing film forming composition obtained by dissolving the polymerizable liquid crystal compound in a solvent or the like. It is known that when an optical film is manufactured by coating a composition on a substrate or an alignment film, if the adhesion between the substrate or the alignment film and the obtained optical film is higher, peeling will not occur during processing, so it is easier to obtain a high-quality optical film, and a composition having the characteristics of providing a high-adhesion optical film is proposed (Patent Document 1). [Prior Art Document] [Patent Document]

[Patent Document 1] Japanese Patent Publication No. 2017-83843

[The problem the invention is trying to solve]

However, it is known that if the composition is stored for a long time to form a polarizing film, there is a problem that good optical performance may not be obtained. Therefore, the purpose of the present invention is to provide a composition for forming a polarizing film, which can obtain a polarizing film with good optical performance even after long-term storage, and a storage method thereof, a method for manufacturing the composition, and a method for manufacturing a polarizing film. [Technical means for solving the problem]

The inventors of the present invention have repeatedly conducted detailed research to solve the above problems and have completed the present invention. That is, the present invention includes the following preferred embodiments. [1] A two-component polarizing film forming composition, which contains agent A and agent B, wherein agent A contains a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, and agent B contains a dichroic dye and a solvent, and the dichroic dye contains an azo dye having an amine structure. [2] A two-component polarizing film forming composition as described in [1], which further contains a polymerizable liquid crystal compound. [3] A two-component polarizing film forming composition as described in [1] or [2], wherein the water content of the solvent contained in the above-mentioned agent A is less than 300 ppm. [4] A two-component polarizing film forming composition as described in [2] or [3], wherein the amount of the reactive additive contained in the agent A is 0.5 parts by mass or more and 10 parts by mass or less relative to 100 parts by mass of the polymerizable liquid crystal compound. [5] A storage method for a two-component polarizing film forming composition as described in any one of [1] to [4], wherein the agent A and the agent B are stored separately. [6] A storage method as described in [5], wherein the agent A is stored in a plastic container or a metal container. [7] A storage method as described in [5] or [6], wherein the agent A is stored in a dry inert gas atmosphere. [8] A method for producing a polarizing film forming composition, comprising the step of mixing the above-mentioned agent A and agent B constituting any one of the two-component polarizing film forming compositions as described in [1] to [4], wherein agent A comprises a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, and agent B comprises a dichroic dye and a solvent, wherein the dichroic dye comprises an azo dye having an amine structure. [9] A method for manufacturing a polarizing film, comprising: a step of forming an alignment film on a substrate; a step of mixing the above-mentioned agent A and agent B constituting any one of [1] to [4] to obtain a polarizing film forming composition, wherein the agent A comprises a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, and the agent B comprises a dichroic dye and a solvent, and the dichroic dye comprises an azo dye having an amine structure; a step of coating the above-mentioned mixed polarizing film forming composition on the above-mentioned alignment film to obtain a coating film; and a step of curing the above-mentioned coating film. [Effect of the invention]

According to the present invention, a polarizing film forming composition can be provided, which can obtain a polarizing film with good optical properties even after long-term storage, a storage method thereof, a method for producing the composition, and a method for producing the polarizing film. Furthermore, the polarizing film obtained from the polarizing film forming composition of the present invention has high adhesion and excellent appearance.

The following is a detailed description of the embodiments of the present invention. The scope of the present invention is not limited to the embodiments described here, and various modifications can be made without departing from the gist of the present invention.

The two-component polarizing film forming composition of the present invention contains agent A and agent B. Agent A includes a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent. Agent B includes a dichroic dye and a solvent. The dichroic dye includes an azo dye having an amine structure.

The two-component polarizing film forming composition of the present invention comprises a reactive additive, an azo dye having an amine structure, and a solvent for dissolving the reactive additive and the azo dye as essential components, and the reactive additive is separately mixed in agent A and the azo dye having an amine structure is separately mixed in agent B.

<Agent A> [Reactive additive] The so-called reactive additive generally refers to a substance added to the polarizing film forming composition in order to improve the adhesion of the polarizing film. The polymerizable group possessed by the reactive additive contained in the so-called A agent means a group that participates in the polymerization reaction. The so-called polymerizable group can be, for example, a carbon-carbon double bond or a carbon-carbon triple bond, such as a carbon-carbon unsaturated bond. Specifically, for example, vinyl, (meth) acrylic acid, vinyloxy, 1-vinyl chloride, isopropenyl, 4-vinylphenyl, acryloxy, methacryloxy, ethylene oxide, cyclobutylene oxide, etc.

The active hydrogen-reactive group of the reactive additive contained in the agent A refers to a group reactive to a group having active hydrogen such as a carboxyl group (-COOH), a hydroxyl group (-OH), an amine group (-NH ₂ ), and representative examples thereof are an epoxy group, a glycidyl group, an oxazolyl group, a carbodiimide group, an aziridine group, an amide group, an isocyanate group, a thioisocyanate group, a maleic anhydride group, an alkoxysilane group, etc. It is preferred that at least two active hydrogen-reactive groups exist in the reactive additive, and in this case, the multiple active hydrogen-reactive groups present may be the same or different.

The number of polymerizable groups and active hydrogen reactive groups possessed by the reactive additive is usually 1 to 20, preferably 1 to 10, respectively.

In a preferred embodiment, the reactive additive preferably comprises a vinyl group and/or a (meth) acrylic group as a polymerizable group, preferably comprises at least one group selected from the group consisting of an epoxy group, a glycidyl group, an isocyanate group and an alkoxysilyl group as an active hydrogen-reactive group, and more preferably comprises a reactive additive having an acrylic group and an isocyanate group or a reactive additive having an acrylic group and an alkoxysilyl group.

Specific examples of reactive additives include: compounds having a (meth)acrylic acid group and an epoxy group, such as methacryloyloxy glycidyl ether or acryloxy glycidyl ether; compounds having a (meth)acrylic acid group and an oxycyclobutyl group, such as oxycyclobutane acrylate or oxycyclobutane methacrylate; compounds having a (meth)acrylic acid group and a lactone group, such as lactone acrylate or lactone methacrylate; compounds having a (meth)acrylic acid group and a lactone group, such as vinyl oxazoline or isopropenyl oxazoline; Compounds having a vinyl group and an oxazolyl group, such as oxazoline; compounds having a (meth)acrylic group and an isocyanate group, such as isocyanatomethyl acrylate, isocyanatomethyl methacrylate, 2-isocyanatoethyl acrylate, and 2-isocyanatoethyl methacrylate; oligomers of compounds having a (meth)acrylic group and an alkoxysilyl group, such as 3-acryloxypropyltrimethoxysilane and 3-methacryloxypropylmethyldimethoxysilane, etc. In addition, compounds having a vinyl group or a vinyl group and anhydride, such as methacrylic anhydride, acrylic anhydride, maleic anhydride, and vinyl maleic anhydride, etc. can be cited. Among them, preferred are methacryloyloxyglycidyl ether, acryloxyglycidyl ether, isocyanatomethyl acrylate, isocyanatomethyl methacrylate, vinyl oxazoline, 2-isocyanatoethyl acrylate, 2-isocyanatoethyl methacrylate, 3-acryloxypropyltrimethoxysilane and oligomers thereof, and particularly preferred are isocyanatomethyl acrylate, 2-isocyanatoethyl acrylate, 3-acryloxypropyltrimethoxysilane and oligomers thereof.

The reactive additive may be a commercial product directly or may be used after purification as needed. Examples of commercial products include Laromer (registered trademark) PR9000 (manufactured by BASF), Karenz AOI (registered trademark) (manufactured by Showa Denko Co., Ltd.), and KBM-5103 (manufactured by Shin-Etsu Chemical Co., Ltd.).

The amount of the reactive additive contained in the A agent is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, further preferably 1.5 parts by mass or more, further preferably 2 parts by mass or more, preferably 10 parts by mass or less, more preferably 8 parts by mass or less, further preferably 6 parts by mass or less, further preferably 5 parts by mass or less, relative to 100 parts by mass of the polymerizable liquid crystal compound described below. If the amount of the reactive additive is above the lower limit and below the upper limit, it is easy to improve the adhesion without damaging the alignment of the polarizing film manufactured by the two-component polarizing film forming composition of the present invention. The reactive additive can be used alone or in combination of two or more. When two or more reactive additives are used, the amount of the reactive additives mentioned above refers to their total amount.

When the two-component polarizing film-forming composition of the present invention does not contain the following polymerizable liquid crystal compound, the amount of the above-mentioned reactive additive contained in agent A is 2 parts by mass or more, preferably 5 parts by mass or more, more preferably 15 parts by mass or more, preferably 200 parts by mass or less, more preferably 100 parts by mass or less, and further preferably 80 parts by mass or less, relative to 100 parts by mass of the total of all dichroic pigments contained in agent A and agent B.

[Solvent] The water content of the solvent contained in the A agent is preferably less than 300 ppm, more preferably less than 250 ppm, further preferably less than 200 ppm, further preferably less than 150 ppm, and particularly preferably less than 100 ppm. If the water content of the solvent contained in the A agent does not reach the above upper limit, the reaction between the active hydrogen reactive group of the reactive additive and water is not easy to occur, and the adhesion of the polarizing film is also easy to improve after long-term storage, and it is easy to obtain a polarizing film with excellent appearance. The lower limit of the water content of the solvent contained in the A agent is 0 ppm. The water content of the solvent contained in the A agent can be controlled within the above range by, for example, distilling the solvent and the desiccant together under an inert gas or coexisting with a molecular sieve for a certain period of time. Commercially available dehydrated solvents can also be used. The water content of the solvent contained in the A agent can be obtained, for example, using a Karl Fischer titration apparatus.

Specific examples of such solvents include: alcohol solvents such as methanol, ethanol, butanol, ethylene glycol, isopropanol, propylene glycol, methyl solvent, butyl solvent, propylene glycol monomethyl ether, cyclohexanol, and phenol; ester solvents such as methyl acetate, ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone, propylene glycol methyl ether acetate, and ethyl lactate; ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, methyl amyl ketone, and methyl isobutyl ketone; non-chlorinated lipid solvents such as pentane, hexane, and heptane; Aliphatic hydrocarbon solvents; alicyclic hydrocarbon solvents such as cyclohexane; non-chlorinated aromatic hydrocarbon solvents such as toluene, anisole, trimethylbenzene and xylene; nitrile solvents such as acetonitrile; ether solvents such as tetrahydrofuran, dioxane and dimethoxyethane; chlorine solvents such as dichloromethane, dichloroethane, chlorotoluene, chloroform, chlorobenzene and dichlorobenzene; sulfoxide solvents such as dimethyl sulfoxide; amide solvents such as dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone and 1,3-dimethyl-2-imidazolidinone; heterocyclic solvents such as pyridine, etc. These organic solvents may be used alone or in combination. Among the organic solvents, ketone solvents, non-chlorinated aliphatic hydrocarbon solvents, non-chlorinated aromatic hydrocarbon solvents and chlorinated solvents are preferred.

The solvent may be used alone or in combination of two or more. When two or more solvents are used in combination, it is preferred that the water content of all the solvents used is less than 300 ppm. When a solvent having a water content of 300 ppm or more is included, it is preferred that the water content of the solvent as a whole is less than 300 ppm.

The content of the solvent in the A agent is preferably 50-99 mass%, more preferably 55-98 mass%, and further preferably 60-97 mass% relative to the total mass of all components contained in the A agent. If the content of the solvent in the A agent is within the above range, it is easy to make the reactive additive and other solid components with relatively high viscosity uniformly dissolved, and in the following polarizing film manufacturing method, a uniform coating can be formed, so that a polarizing film with good appearance can be obtained.

Agent A can be prepared by mixing the above-mentioned reactive additive, the above-mentioned solvent and the following optional components as appropriate. The mixing method, temperature, time and other conditions are not particularly limited and can be appropriately selected according to the types and amounts of the components contained in Agent A.

The viscosity of agent A (25°C) is preferably 0.1 to 15 mPa·s, more preferably 0.1 to 10 mPa·s. If the viscosity of agent A is within the above range, the operability is excellent and the subsequent mixing with agent B becomes easy.

As described above, the two-component polarizing film forming composition of the present invention separately mixes the above-mentioned reactive additive into agent A, and mixes the azo dye having the following amine structure into agent B. Therefore, agent A does not substantially contain the following azo dye having an amine structure. The so-called "does not substantially contain the azo dye having an amine structure" means that the content of the azo dye having an amine structure in agent A is preferably less than 0.5 parts by mass, more preferably less than 0.1 parts by mass, and further preferably less than 0.05 parts by mass relative to 100 parts by mass of the reactive additive. It is preferred that the content of the azo dye having an amine structure in agent A is 0 parts by mass.

<Agent B> [Dichroic Dye] The dichroic dye contained in Agent B includes an azo dye having an amine structure. In the present invention, the amine structure may be specifically represented by the following formula (1A): [Chemical 1] [In the formula, A ^a1 and A ^a2 independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms which may have a halogen atom, an alkoxy group having 1 to 20 carbon atoms which may have a halogen atom, an alkylcarbonyl group having 1 to 21 carbon atoms which may have a halogen atom, an alkylcarbonyloxy group having 1 to 21 carbon atoms which may have a halogen atom, an alkylsulfonyl group having 1 to 20 carbon atoms which may have a halogen atom, or an arylsulfonyl group having 6 to 20 carbon atoms which may have a halogen atom, or A ^a1 and A ^a2 are bonded to each other and together with the nitrogen atom to which they are bonded represent a nitrogen-containing heterocyclic ring such as a pyrrolidine ring; * represents a bonding bond].

Examples of dichroic pigments having an amine structure include pigments represented by the following general formula (1): [In the formula, ^A1 and ^A3 independently represent a phenyl group which may have a substituent, a naphthyl group which may have a substituent, a benzoic acid phenyl ester group which may have a substituent, or a monovalent heterocyclic group which may have a substituent; ^A2 represents a 1,4-phenylene group which may have a substituent, a naphthalene-1,4-diyl group which may have a substituent, a 4,4'-stilbene group which may have a substituent, or a divalent heterocyclic group which may have a substituent; wherein at least one of ^A1 to ^A3 has an amine structure represented by the above formula (1A) as a substituent; p represents an integer of 0 to 4, and when p is an integer greater than 2, a plurality of ^A2s may be the same or different].

Examples of the monovalent heterocyclic group include groups obtained by removing one hydrogen atom from heterocyclic compounds such as quinoline, thiazole, benzothiazole, thienothiazole, imidazole, benzimidazole, oxadiazole and benzoxadiazole. Examples of the divalent heterocyclic group include groups obtained by removing two hydrogen atoms from the above heterocyclic compounds.

As substituents other than the amine structure represented by formula (1A) which may be optionally possessed by the phenyl, naphthyl, benzoic acid phenyl ester group and monovalent heterocyclic group in ^{A1 and A3} , and the 1,4-phenylene, naphthalene-1,4-diyl, 4,4'-stilbene group and divalent heterocyclic group in A2, there may be mentioned: alkyl groups having 1 to 6 carbon atoms; alkoxy groups having 1 to 6 carbon atoms such as methoxy, ethoxy and butoxy; fluorinated alkyl groups having 1 to 6 carbon atoms such as trifluoromethyl; cyano; nitro; halogen atoms, etc. Specific examples of alkyl groups having 1 to 6 carbon atoms include methyl, ethyl, butyl and hexyl groups.

Among the dichroic dyes represented by formula (1), preferred are compounds represented by the following formulas (1-1) to (1-8).

[Chemistry 3]

[In formulae (1-1) to (1-8), at least one of ^B1 to ^B3 , at least one of ^B4 to ^B7 , at least one of ^B8 to ^B10 , at least one of ^B11 to ^B12 , at least one of ^B13 to ^B16 , at least one of ^B17 to ^B20 , at least one of ^B21 to ^B25 , and at least one of B26 to B30 are substituents of the amine structure represented by formula (1A); ^B1 to ^B30 other than the substituents of the amine structure represented by formula (1A) are independently a hydrogen atom, an alkyl group having ¹ to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a nitro group, a halogen atom, or a trifluoromethyl group; n1 to n4 are independently an integer of 0 to ³ ; When n1 is greater than 2, multiple ^B2's may be the same or different; when n2 is greater than 2, multiple ^B6's may be the same or different; when n3 is greater than 2, multiple ^B9's may be the same or different; when n4 is greater than 2, multiple ^B14's may be the same or different].

The content of the above-mentioned azo dye with an amine structure contained in the B agent is preferably usually 1 part by mass or more, preferably 60 parts by mass or less, more preferably 20 parts by mass or less, and further preferably 15 parts by mass or less relative to 100 parts by mass of the following polymerizable liquid crystal compound. If the content of the above-mentioned dichroic dye with an amine structure does not reach the above-mentioned lower limit, the light absorption becomes insufficient and sufficient polarization performance cannot be obtained. If it exceeds the above-mentioned upper limit, there is a situation that the alignment of the polymerizable liquid crystal is hindered. The azo dye with an amine structure can be used alone or in combination of two or more. When using two or more azo dyes with an amine structure, the content of the azo dye with an amine structure represents the total amount.

When the two-component polarizing film forming composition of the present invention does not contain the following polymerizable liquid crystal compound, the amount of the azo dye having an amine structure contained in the B agent is 3 parts by mass or more, preferably 5 parts by mass or more, further preferably 10 parts by mass or more, generally 100 parts by mass or less, preferably 90 parts by mass or less, and more preferably 85 parts by mass or less, relative to the total amount of the dichroic dye contained in the A agent and the B agent.

[Solvent] The solvent contained in agent B is not particularly limited, but preferably a solvent that is inert to the azo dye having an amine structure and can completely dissolve the dye. Also, since agent A and agent B are to be mixed for use, it is preferred that the solvent be highly compatible with the solvent used in agent A, or the same solvent may be used. Also, the solvent contained in agent B may be used alone, or two or more solvents may be mixed for use.

The content of the solvent in the B agent is preferably 50-95 mass%, more preferably 60-90 mass%, and further preferably 70-85 mass% relative to the total mass of the components contained in the B agent. If the content of the solvent in the B agent is within the above range, the dichroic pigment can be easily dissolved uniformly, and a uniform coating can be formed in the following polarizing film manufacturing method, so that a polarizing film with good appearance can be easily obtained.

Specific examples of such solvents include: alcohol solvents such as methanol, ethanol, butanol, ethylene glycol, isopropanol, propylene glycol, methyl solvent, butyl solvent, propylene glycol monomethyl ether, cyclohexanol, and phenol; ester solvents such as methyl acetate, ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone, propylene glycol methyl ether acetate, and ethyl lactate; ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, methyl amyl ketone, and methyl isobutyl ketone; non-chlorinated lipid solvents such as pentane, hexane, and heptane; Aliphatic hydrocarbon solvents; alicyclic hydrocarbon solvents such as cyclohexane; non-chlorinated aromatic hydrocarbon solvents such as toluene, anisole, trimethylbenzene and xylene; nitrile solvents such as acetonitrile; ether solvents such as tetrahydrofuran, dioxane and dimethoxyethane; chlorine solvents such as dichloromethane, dichloroethane, chlorotoluene, chloroform, chlorobenzene and dichlorobenzene; sulfoxide solvents such as dimethyl sulfoxide; amide solvents such as dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone and 1,3-dimethyl-2-imidazolidinone; heterocyclic solvents such as pyridine, etc. These organic solvents may be used alone or in combination.

As described above, the two-component polarizing film forming composition of the present invention separately mixes the above-mentioned reactive additive into agent A and mixes the above-mentioned azo dye having an amine structure into agent B. Therefore, agent B does not substantially contain the above-mentioned reactive additive. The so-called "substantially does not contain reactive additive" means that the content of the reactive additive in agent B is preferably less than 0.5 mass parts, more preferably less than 0.1 mass parts, and further preferably less than 0.05 mass parts relative to 100 mass parts of azo dye having an amine structure. It is preferred that the content of the reactive additive in agent B is 0 mass parts.

[Polymerizable liquid crystal compound] The two-component polarizing film forming composition of the present invention preferably further comprises a polymerizable liquid crystal compound. The above-mentioned polymerizable liquid crystal compound may be contained in either the A liquid or the B liquid constituting the two-component polarizing film forming composition of the present invention.

The so-called polymerizable liquid crystal compound is a compound having a polymerizable group and showing a liquid crystal state. The so-called polymerizable group means a group that participates in the polymerization reaction of the polymerizable liquid crystal compound, preferably a photopolymerizable group. Here, the so-called photopolymerizable group refers to a group that can participate in the polymerization reaction by an active free radical or acid generated by the following photopolymerization initiator. As polymerizable groups, there can be cited: vinyl, vinyloxy, 1-vinyl chloride, isopropenyl, 4-vinylphenyl, acryloxy, methacryloxy, ethylene oxide, cyclobutylene oxide, etc. Among them, acryloxy, methacryloxy, vinyloxy, ethylene oxide and cyclobutylene oxide are preferred, and acryloxy is more preferred. The liquid crystal can be a thermotropic liquid crystal or a hydrotropic liquid crystal.

The polymerizable liquid crystal compound may be a thermotropic liquid crystal compound showing a nematic liquid crystal phase, or may be a thermotropic liquid crystal compound showing a smectic liquid crystal phase. In the present invention, from the viewpoint of obtaining higher polarization characteristics, the polymerizable liquid crystal compound is preferably a thermotropic liquid crystal compound showing a smectic liquid crystal phase, and more preferably a thermotropic liquid crystal compound showing a higher-order smectic liquid crystal phase. Among them, it is more preferred to be a thermotropic liquid crystal compound showing a smectic B phase, a smectic D phase, a smectic E phase, a smectic F phase, a smectic G phase, a smectic H phase, a smectic I phase, a smectic J phase, a smectic K phase, or a smectic L phase, and further preferably a thermotropic liquid crystal compound showing a smectic B phase, a smectic F phase, or a smectic I phase. If the liquid crystal phase formed by the polymerizable liquid crystal compound is such a high-order lamellar phase, a polarizing film with higher polarization performance can be manufactured. In addition, as described above, a polarizing film with higher polarization performance obtains a Bragg peak originating from a high-order structure such as a hexagonal phase or a crystalline phase in X-ray diffraction measurement. The Bragg peak is a peak of a periodic structure derived from molecular alignment, and a film with a period interval of 3 to 6 Å can be obtained.

As an example of the polymerizable liquid crystal compound, for example, a compound represented by the following formula (2) (hereinafter, sometimes referred to as compound (2)) can be cited: U ¹ -V ¹ -W ¹ -(X ¹ -Y ¹ ) _n -X ² -Y 2 -X ³ -W ^{2 -V 2} -U ² (2) [In formula (2), X ¹ , X ² , and X ³ each independently represent a divalent aromatic group or a divalent alicyclic hydrocarbon group, wherein the hydrogen atom contained in the divalent aromatic group or the divalent alicyclic hydrocarbon group may be substituted with a halogen atom, an alkyl group having 1 to 4 carbon atoms, a fluoroalkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, or a nitro group, and the carbon atom constituting the divalent aromatic group or the divalent alicyclic hydrocarbon group may be substituted with an oxygen atom, a sulfur atom, or a nitrogen atom; wherein X 1 , X 2 , and X 3 each independently represent a divalent aromatic group or a divalent alicyclic hydrocarbon group, wherein the hydrogen atom contained in the divalent aromatic group or the divalent alicyclic hydrocarbon group may be substituted with a halogen atom, an alkyl group having 1 to 4 carbon atoms, a fluoroalkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, or a nitro group, and the carbon atom constituting the divalent aromatic group or the divalent alicyclic hydrocarbon group may be substituted with an oxygen atom, a sulfur atom, or a nitrogen atom; wherein X ¹ , X At least one of ^X2 and ^X3 is 1,4-phenylene which may have a substituent or cyclohexane-1,4-diyl which may have a substituent; further, n is 1 to 3, and when n is 2 or more, ^X1 may be different; from the viewpoint of liquid crystal performance, n is preferably 1 or 2; ^Y1 , ^Y2 , ^W1 and ^W2 are independently a single bond or a divalent linking group; ^V1 and ^V2 are independently an alkanediyl having 1 to 20 carbon atoms which may have a substituent, _{and -CH2-} constituting the alkanediyl may be substituted with -O-, -CO-, -S- or NH-; ^U1 and ^U2 are independently a polymerizable group or a hydrogen atom, and at least one of them is a polymerizable group]. The polymerizable liquid crystal may be used alone or in combination of two or more.

In compound (2), at least one of X ¹ , X ² , and X ³ is a 1,4-phenylene group which may have a substituent or a cyclohexane-1,4-diyl group which may have a substituent. In particular, X ¹ or X ³ is preferably a cyclohexane-1,4-diyl group which may have a substituent, and the cyclohexane-1,4-diyl group is more preferably a trans-cyclohexane-1,4-diyl group. Examples of substituents that may be optionally possessed by the 1,4-phenylene group which may have a substituent or the cyclohexane-1,4-diyl group which may have a substituent include alkyl groups having 1 to 4 carbon atoms such as methyl, ethyl, and butyl, cyano groups, and halogen atoms such as chlorine atoms and fluorine atoms. Unsubstituted is preferred. When ^Y1 and ^Y2 have the same structure, it is preferred that at least one of ^X1 , ^X2 and ^X3 has a different structure. When at least one of ^X1 , ^X2 and ^X3 has a different asymmetric structure, staggered liquid crystal properties tend to be exhibited.

^Y1 and ^Y2 are preferably independently a single bond, _{-CH2CH2-, -CH2O-} , -CH2CH2O-, -COO-, _-OCO- , -N=N-, -CRa=CRb-, -C≡C- or ^-CRa = ^N- , and Ra ^{and Rb} are independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. _Y1 ^{and Y2} are more preferably _-CH2CH2- , _-COO- , -OCO- _, ^-N =N- or a single bond. Furthermore, when ^X1 , ^X2 and ^X3 are all of the same structure, ^Y1 and ^Y2 are preferably different in bonding mode. When ^Y1 and ^Y2 have different bonding modes, an asymmetric structure is obtained, and thus there is a tendency to easily exhibit lamellar liquid crystal properties.

^W1 and ^W2 are preferably independently a single bond, -O-, -S-, -COO- or -OCO-, and more preferably independently a single bond or -O-.

Examples of the alkane diyl group having 1 to 20 carbon atoms represented by ^V1 and ^V2 include methylene, ethylidene, propane-1,3-diyl, butane-1,3-diyl, butane-1,4-diyl, pentane-1,5-diyl, hexane-1,6-diyl, heptane-1,7-diyl, octane-1,8-diyl, decane-1,10-diyl, tetradecane-1,14-diyl, and eicosane-1,20-diyl. ^V1 and ^V2 are preferably alkane diyl groups having 2 to 12 carbon atoms, and more preferably linear alkane diyl groups having 6 to 12 carbon atoms. By using a linear alkane diyl group having 6 to 12 carbon atoms, the crystallinity is improved, and there is a tendency to easily express staggered liquid crystallinity. Examples of the substituent that the optionally substituted alkanediyl group having 1 to 20 carbon atoms may have include a cyano group and a halogen atom such as a chlorine atom or a fluorine atom. The alkanediyl group is preferably unsubstituted, and more preferably an unsubstituted linear alkanediyl group.

^U1 and ^U2 are preferably both polymerizable groups, and more preferably both photopolymerizable groups. Compared with thermal polymerizable groups, polymerizable liquid crystal compounds having photopolymerizable groups can be polymerized at lower temperatures, so polymers can be formed in a state where the liquid crystal has a higher degree of order, which is advantageous in this respect.

The polymerizable groups represented by ^U1 and ^U2 may be different from each other, but are preferably the same. Examples of the polymerizable group include vinyl, vinyloxy, 1-chlorovinyl, isopropenyl, 4-vinylphenyl, acryloxy, methacryloxy, oxirane, and cyclobutyl. Among them, acryloxy, methacryloxy, vinyloxy, oxirane, and cyclobutyl are preferred, and methacryloxy or acryloxy are more preferred. In addition, the polymerizable group may be in a polymerized state or in an unpolymerized state, and is preferably in an unpolymerized state.

As the polymerizable liquid crystal compound (2), there is no particular limitation as long as it is a polymerizable liquid crystal compound having at least one polymerizable group and exhibiting lamellar liquid crystal properties. A known polymerizable liquid crystal compound can be used. Preferably, a molecular structure having an asymmetric structure is used as a structure that easily exhibits lamellar liquid crystal properties. Specifically, a polymerizable liquid crystal compound having the following partial structures (A-a) to (A-i) and exhibiting lamellar liquid crystal properties is more preferred. From the viewpoint of easily exhibiting higher-order lamellar liquid crystal properties, a partial structure having (A-a) or (A-b) or (A-c) is more preferred. Here, * in the figure indicates a bond.

[Chemistry 4]

Specific examples of the compound represented by formula (2) include compounds represented by formula (2-1) to formula (2-23). When the compound represented by formula (2) has a cyclohexane-1,4-diyl group, the cyclohexane-1,4-diyl group is preferably a trans isomer.

[Chemistry 5]

[Chemistry 6]

[Chemistry 7]

Among the compounds represented by formula (2), at least one selected from the group consisting of compounds represented by formulas (2-2), (2-3), (2-4), (2-6), (2-7), (2-8), (2-13), (2-14) and (2-15) is preferred. As the polymerizable liquid crystal compound, one may be used alone or two or more may be used in combination.

The compound represented by formula (2) can be used alone or in combination. In addition, when two or more polymerizable liquid crystal compounds are combined, it is preferred that at least one compound is represented by formula (2), and it is more preferred that two or more compounds are represented by formula (2). The mixing ratio when two polymerizable liquid crystal compounds are combined is usually 1:99 to 50:50, preferably 5:95 to 50:50, and more preferably 10:90 to 50:50 (mass ratio). When a polymerizable liquid crystal compound having one polymerizable group and a polymerizable liquid crystal compound having two polymerizable groups are combined, the mixing ratio (polymerizable liquid crystal compound having one polymerizable group: polymerizable liquid crystal compound having two polymerizable groups) is usually 1:99 to 50:50, preferably 5:95 to 50:50, and more preferably 10:90 to 50:50 (mass ratio).

The compound represented by formula (2) can be produced by a known method such as that described in Lub et al. Recl. Trav. Chim. Pays-Bas, 115, 321-328 (1996) or Japanese Patent No. 4719156.

Regarding the amount of the above-mentioned polymerizable liquid crystal compound contained in the two-component polarizing film forming composition of the present invention, when the above-mentioned two-component polarizing film forming composition is contained in agent B, it is preferably 40% by mass or more, more preferably 60% by mass or more, and further preferably 70% by mass or more, preferably 99.9% by mass or less, and more preferably 99% by mass or less. If the content of the polymerizable liquid crystal compound is above the above lower limit and below the above upper limit, there is a tendency for the alignment to increase. Here, the so-called solid component refers to the total amount of the components remaining after removing the solvent from the polarizing film forming composition.

Agent B can be prepared by mixing the above-mentioned azo dye having an amine structure, the above-mentioned solvent, and optionally the following optional components. The mixing method, temperature, time and other conditions are not particularly limited and can be appropriately selected according to the types and amounts of the components contained in Agent B.

The viscosity of Agent B (25°C) is preferably 0.1 to 15 mPa·s, more preferably 0.1 to 10 mPa·s. If the viscosity of Agent B is within the above range, the operability is excellent and subsequent mixing with Agent A becomes easy.

The two-component polarizing film-forming composition of the present invention may contain, in addition to the above-mentioned components, any components such as a polymerization initiator, a sensitizer, a polymerization inhibitor, a leveling agent, and a dichroic dye other than an azo dye having an amine structure.

[Polymerization initiator] The two-component polarizing film forming composition of the present invention may contain a polymerization initiator. A polymerization initiator is a compound that can initiate the polymerization reaction of a polymerizable liquid crystal compound or the like. As a polymerization initiator, a photopolymerization initiator that generates active free radicals by the action of light is preferred.

One or both of the agent A and the agent B constituting the two-component polarizing film-forming composition of the present invention may contain a polymerization initiator. However, when the agent A contains a polymerization initiator, the polymerization initiator is preferably a compound without an amine structure.

As a polymerization initiator, from the viewpoint of not depending on the phase state of the thermotropic liquid crystal, a photopolymerization initiator that generates active free radicals by the action of light is preferred. As long as the photopolymerization initiator is a compound that can start the polymerization reaction of the polymerizable liquid crystal compound, a known photopolymerization initiator can be used. Specifically, a photopolymerization initiator that can generate active free radicals or acids by the action of light can be cited, among which a photopolymerization initiator that generates free radicals by the action of light is preferred. The photopolymerization initiator can be used alone or in combination of two or more. As the photopolymerization initiator, a known photopolymerization initiator can be used. For example, as a photopolymerization initiator that generates active free radicals, self-cleaving benzoin compounds, acetophenone compounds, hydroxyacetophenone compounds, α-aminoacetophenone compounds, oxime ester compounds, acylphosphine oxide compounds, azo compounds, etc. can be used. Dehydrogenated benzophenone compounds, alkylphenone compounds, benzoin ether compounds, benzyl ketone compounds, dibenzocycloheptanone compounds, anthraquinone compounds, thiophenone compounds, 9-oxythiophenone compounds can be used. The photopolymerization initiator may be a halogenated acetophenone compound, a dialkoxyacetophenone compound, a halogenated bisimidazole compound, a halogenated trioxime compound, a trioxime compound, etc. As the photopolymerization initiator for generating an acid, an iodonium salt and a coronium salt may be used. From the viewpoint of excellent reaction efficiency at low temperature, a self-cleaving type photopolymerization initiator is preferred, and an acetophenone compound, a hydroxyacetophenone compound, an α-aminoacetophenone compound, and an oxime ester compound are particularly preferred.

Examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

Examples of the acetophenone compounds include dialkoxyacetophenone compounds such as diethoxyacetophenone; hydroxyacetophenone compounds such as 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1,2-diphenyl-2,2-dimethoxyethane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, and oligomers of 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1-one; and α-aminoacetophenone compounds such as 2-methyl-2-morpholinyl-1-(4-methylthiophenyl)propane-1-one and 2-dimethylamino-2-benzyl-1-(4-morpholinylphenyl)butane-1-one.

Examples of the oxime ester compound include 1,2-octanedione, 1-[4-(phenylthio)phenyl-, 2-(O-benzoyl oxime)], ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-, 1-(O-acetyl oxime) and the like.

Examples of the acylphosphine oxide-based compound include 2,4,6-trimethylbenzyldiphenylphosphine oxide and bis(2,4,6-trimethylbenzyl)phenylphosphine oxide.

Examples of the benzophenone-based compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4′-methyldiphenyl sulfide, 3,3′,4,4′-tetrakis(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone.

Examples of the alkylphenone compounds include diethoxyacetophenone, 2-methyl-2-oxolinyl-1-(4-methylthiophenyl)propane-1-one, 2-benzyl-2-dimethylamino-1-(4-oxolinylphenyl)butane-1-one, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1,2-diphenyl-2,2-dimethoxyethane-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propane-1-one, 1-hydroxycyclohexylphenyl ketone, and oligomers of 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1-one.

Examples of the trioxane-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-trioxane, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-trioxane, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-trioxane, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-trioxane, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)]-1,3,5-trioxane. )vinyl]-1,3,5-trisin, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-trisin, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-trisin and 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-trisin, etc.

Commercially available products can be used as the polymerization initiator. Examples of commercially available polymerization initiators include: Irgacure (registered trademark) 907, 184, 651, 819, 250 and 369 (manufactured by Ciba Specialty Chemicals Co., Ltd.); Seikuol (registered trademark) BZ, Z and BEE (manufactured by Seiko Chemicals Co., Ltd.); Kayacure (registered trademark) BP100 and UVI-6992 (manufactured by Dow Chemical Co., Ltd.); Adeka Optomer SP-152 and SP-170 (manufactured by ADEKA Co., Ltd.); TAZ-A and TAZ-PP (manufactured by Nihon Siber Hegner Co., Ltd.); and TAZ-104 (manufactured by Sanwa Chemical Co., Ltd.). The polymerization initiator may be one kind or two or more kinds of polymerization initiators may be mixed according to the light source.

The content of the polymerization initiator can be appropriately adjusted according to the type and amount of the polymerizable liquid crystal compound, and is generally 0.1 to 30 parts by mass, preferably 0.5 to 10 parts by mass, and more preferably 0.5 to 8 parts by mass, relative to 100 parts by mass of the polymerizable liquid crystal compound. If the content of the polymerization initiator is within the above range, it is easy to polymerize without disturbing the alignment of the polymerizable liquid crystal.

[Sensitizer] When the two-component polarizing film forming composition of the present invention contains a polymerizable liquid crystal compound, the above composition may also contain a sensitizer. The sensitizer may be contained in either the agent A or the agent B constituting the two-component polarizing film forming composition of the present invention, but when the agent A contains a sensitizer, the sensitizer is preferably a compound without an amine structure. As the sensitizer, a photosensitizer is preferably used. Examples of the sensitizer include: thiophene and 9-oxythiophene. etc. ketone compounds (e.g. 2,4-diethyl 9-oxysulfuron , 2-isopropyl 9-oxysulfide anthracene and anthracene containing alkoxy groups (such as dibutoxyanthracene, etc.); anthracene compounds such as phenanthrene and rubrene, etc.

The content of the sensitizer is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 10 parts by mass, and further preferably 0.5 to 8 parts by mass relative to 100 parts by mass of the polymerizable liquid crystal compound. If the content of the sensitizer is within the above range, the polymerization reaction of the polymerizable liquid crystal compound is easily promoted.

[Polymerization inhibitor] When the two-component polarizing film forming composition of the present invention contains a polymerizable liquid crystal compound, the composition may also contain a polymerization inhibitor from the viewpoint of allowing the polymerization reaction to proceed stably. The polymerization inhibitor may be contained in one or both of the agent A or agent B constituting the two-component polarizing film forming composition of the present invention, but when the agent A contains a polymerization inhibitor, the polymerization inhibitor is preferably a compound without an amine structure. The degree of progress of the polymerization reaction can be controlled by the polymerization inhibitor.

Examples of the polymerization inhibitor include free radical scavengers such as hydroquinone, alkoxy-containing hydroquinone, alkoxy-containing o-catechol (e.g., butyl o-catechol), o-catechol, and 2,2,6,6-tetramethyl-1-piperidinyloxy free radical; thiophenols; β-naphthylamines and β-naphthols; and the like.

When the two-component polarizing film forming composition contains a polymerization inhibitor, the content of the polymerization inhibitor is preferably 0.1 to 30 parts by mass, more preferably 0.5 to 10 parts by mass, and further preferably 0.5 to 8 parts by mass, relative to 100 parts by mass of the polymerizable liquid crystal compound. If the content of the polymerization inhibitor is within the above range, polymerization is easily performed without disturbing the alignment of the polymerizable liquid crystal.

[Leveling agent] The two-component polarizing film forming composition of the present invention may also contain a leveling agent. The so-called leveling agent has the function of adjusting the fluidity of the composition so that the film obtained by applying the composition is flatter, and an example thereof may be a surfactant. The leveling agent may be contained in one or both of the agent A or agent B constituting the two-component polarizing film forming composition of the present invention, but when the agent A contains a leveling agent, the leveling agent is preferably a compound without an amine structure.

Examples of the leveling agent include organic modified polysilicone oil-based, polyacrylate-based, and perfluoroalkyl-based leveling agents. Specifically, the following can be cited: DC3PA, SH7PA, DC11PA, SH28PA, SH29PA, SH30PA, ST80PA, ST86PA, SH8400, SH8700, FZ2123 (all manufactured by Toray Dow Corning Co., Ltd.), KP321, KP323, KP324, KP326, KP340, KP341, X22-161A, KF6001 (all manufactured by Shin-Etsu Chemical Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF-4446, TSF4452, TSF4460 (all manufactured by Momentive Performance Materials Co., Ltd. Fluorinert (registered trademark) FC-72, Fluorinert FC-40, Fluorinert FC-43, Fluorinert FC-3283 (all manufactured by Sumitomo 3M Co., Ltd.), Megafac (registered trademark) R-08, Megafac R-30, Megafac R-90, Megafac F-410, Megafac F-411, Megafac F-443, Megafac F-445, Megafac F-470, Megafac F-477, Megafac F-479, Megafac F-482, Megafac F-483 (all manufactured by DIC Co., Ltd.), Eftop (trade name) EF301, Eftop EF303, Eftop EF351, Eftop EF352 (all manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S-381, Surflon S-382, Surflon S-383, Surflon S-393, Surflon SC-101, Surflon SC-105, KH-40, SA-100 (all manufactured by AGC Seimei Chemical Co., Ltd.), trade name E1830, E5844 (manufactured by Daikin Fine Chemicals Laboratories Co., Ltd.), BM-1000, BM-1100, BYK-352, BYK-353 and BYK-361N (all trade names: manufactured by BM Chemie Co., Ltd.), etc. Among them, polyacrylate-based leveling agents and perfluoroalkyl-based leveling agents are preferred.

When the two-component polarizing film forming composition of the present invention contains a leveling agent, the amount is preferably 0.01 to 5 parts by mass, and more preferably 0.05 to 3 parts by mass, relative to the total solid content of the two-component polarizing film forming composition. If the content of the leveling agent is within the above range, when a polymerizable liquid crystal compound is included, there is a tendency that the polymerizable liquid crystal is easily aligned horizontally and the obtained polarizing film becomes smoother. If the content of the leveling agent exceeds the above range, the obtained polarizing film tends to be uneven. Furthermore, two or more leveling agents may be contained.

[Dichroic pigments other than azo pigments with amine structures] The two-component polarizing film forming composition of the present invention may also contain dichroic pigments other than azo pigments with amine structures. Such dichroic pigments preferably have an absorption maximum wavelength (λMAX) in the range of 300 to 700 nm, for example: azo pigments without amine structures, anthraquinone pigments, thiazolin pigments, acridine pigments, cyanine pigments, and naphthalene pigments. Dichroic pigments other than azo pigments with amine structures may be used alone or in combination of two or more.

Examples of the azo dye having no amine structure include those having no amine structure as a substituent of A ¹ to A ³ in the above formula (1).

As the anthraquinone pigment, the compound represented by formula (1-9) is preferred: [Chemical 8] [wherein, R ¹ to R ⁸ independently represent a hydrogen atom, -R ^x , -NH ₂ , -NHR ^x , -NR ^x ₂ , -SR ^x or a halogen atom, and R ^x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms].

As the dye, the compound represented by formula (1-10) is preferred: [Chemical 9] [wherein, R ⁹ to R ¹⁵ independently represent a hydrogen atom, -R ^x , -NH ₂ , -NHR ^x , -NR ^x ₂ , -SR ^x or a halogen atom, and R ^x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms].

As the acridine dye, a compound represented by formula (1-11) is preferred: [Chemical 10] [wherein, R ¹⁶ to R ²³ independently represent a hydrogen atom, -R ^x , -NH ₂ , -NHR ^x , -NR ^x ₂ , -SR ^x or a halogen atom, and R ^x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms].

Examples of the alkyl group having 1 to 4 carbon atoms represented by R ^x in formula (1-9), formula (1-10) and formula (1-11) include methyl, ethyl, propyl, butyl, pentyl and hexyl groups. Examples of the aryl group having 6 to 12 carbon atoms include phenyl, toluyl, xylyl and naphthyl groups.

As the anthocyanin, preferably, a compound represented by formula (1-12) and a compound represented by formula (1-13) [Chemical 11] [wherein, ^D1 and ^D2 independently represent a group represented by any one of formula (1-12a) to formula (1-12d), [Chemical 12] n5 represents an integer from 1 to 3] [13] [wherein, D ³ and D ⁴ independently represent a group represented by any one of formula (2-13a) to formula (2-13h), [Chemical 14] n6 represents an integer from 1 to 3].

When the above-mentioned azo dye having an amine structure is used in combination with a dichroic dye other than the azo dye having an amine structure, the total content of all dichroic dyes is usually 1 to 60 parts by mass, preferably 1 to 20 parts by mass, and more preferably 1 to 15 parts by mass relative to 100 parts by mass of the content of the polymerizable liquid crystal compound. If the total content of the dichroic dye is within the above range, it can be polymerized without disrupting the alignment of the polymerizable liquid crystal compound. If the content of the dichroic dye is too little, there is a risk that the light absorption becomes insufficient and sufficient polarization performance cannot be obtained. If it is too much, there is a risk that the alignment of the polymerizable liquid crystal compound is hindered. Therefore, the content of the dichroic dye can also be determined within the range in which the polymerizable liquid crystal compound can maintain a liquid crystal state.

<Storage method> When storing the two-component polarizing film forming composition of the present invention, the A agent and the B agent are stored separately. The so-called separate storage can be exemplified by: storing the A agent and the B agent in two independent containers; or storing the A agent and the B agent in one container with a partition in the middle and the two agents will not mix during the storage process. In the present invention, it is preferred to store the A agent and the B agent in two independent containers.

As the container for storing agent A, there can be exemplified plastic containers, metal containers and glass containers, preferably plastic containers or metal containers. If the container for storing agent A is a plastic container or a metal container, it is less likely to cause a side reaction of the reactive additive in agent A, so it is preferred. Examples of materials for plastic containers include polypropylene, polyethylene, olefin polymers, polystyrene, polyamide, poly(4-methylpentene-1), acrylic resins, polyvinyl alcohol, acrylonitrile-butadiene-styrene copolymers, polymethacrylates, polyacrylates, cellulose esters, polycarbonates, polyethylene terephthalate, polysulfides, polyethersulfides, polyetherketones, polyethylene naphthalate, polyphenylene sulfide, polyphenylene ether, cyclic polyolefins such as cyclic olefin polymers or cyclic olefin copolymers, polyolefins such as amorphous polyarylates, polyesters, and Teflon, but are not limited thereto. Examples of materials for metal containers include steel such as SUS, tinplate, and aluminum, but are not limited thereto. When the container for storing Agent A is a plastic container, it is preferably a light-shielding plastic container (e.g., a brown plastic container) in order to be less susceptible to ultraviolet rays that may cause deterioration of the composition. In addition, the outer surface of the container may be coated.

The container for storing agent B is not particularly limited, and the material of the container may be, for example, plastic, metal, glass, etc. The container for storing agent B is preferably a light-shielding container as described above.

The shape of the container for storing Agent A and Agent B is not particularly limited. For example, hexahedral shapes such as a bucket can and a polyethylene can, cylindrical shapes such as a steel can and a barrel can for painting brushes, etc. In addition, the capacity of Agent A and Agent B is not particularly limited, and the required amount can be stored in the container.

When storing agent A, it is preferred to store it in a dry inert gas atmosphere. In this specification, the so-called dry gas generally refers to a gas with a dew point of -50°C or less, and the so-called inert gas refers to a gas with low reactivity such as nitrogen, argon, helium, etc. The so-called storage in a dry inert gas atmosphere includes, for example: filling the gas phase part of the storage container with dry inert gas and then sealing it; and storing the storage container itself in a space filled with dry inert gas. By storing in a dry inert gas atmosphere, the side reaction between the moisture in the surrounding atmosphere and the active hydrogen reactive group of the reactive additive in the A agent can be avoided, so that the adhesion of the polarizing film obtained from the two-component polarizing film forming composition of the present invention can be easily improved, and the optical performance after long-term storage can be easily improved.

The environment in which Agent B is stored is not particularly limited, but it is preferably stored in a dry inert gas atmosphere.

The amount of Agent A and Agent B filled relative to the storage container capacity is not particularly limited. The amount of Agent A and Agent B filled is usually 30% or more of the storage container capacity, preferably 50% or more, and is usually 90% or less from the viewpoint of ease of operation during mixing.

There is no particular limit to the storage temperature of Agent A and Agent B. If the temperature is too high, the polymerization reaction of the polymerizable liquid crystal compound may begin. If the temperature is too low, the solid components in Agent A and Agent B may precipitate. Therefore, the storage temperature is usually 0 to 50°C, preferably 10 to 40°C, and further preferably 15 to 35°C.

If the mixed agent A and agent B are stored for about 3 months, it is sometimes difficult to produce a polarizing film with good optical properties. The two-component polarizing film forming composition of the present invention can still produce a polarizing film with good optical properties after such a long storage period (for example, more than 3 months), which is advantageous in this respect. The storage period of agent A and agent B is not particularly limited, and is usually within 3 years.

The two-component polarizing film forming composition of the present invention can obtain a polarizing film with good optical properties after long-term storage by storing the reactive additive and the dichroic dye containing the azo dye with an amine structure separately as described above. The inventors of the present invention and others have studied this situation and found that the polarizing film obtained by storing the polarizing film forming composition with the reactive additive and the azo dye with an amine structure in the dichroic dye together for a certain period of time (for example, 3 months) has a tendency that the molecular alignment of the liquid crystal compound in the polarizing film is easily disrupted (that is, the liquid crystal compound will not be arranged in one direction), and the optical properties of the obtained polarizing film tend to be reduced.

<Method for producing a polarizing film-forming composition> In the present invention, the polarizing film-forming composition can be obtained by mixing agent A and agent B constituting a two-component polarizing film-forming composition. In this specification, the so-called "two-component polarizing film-forming composition" refers to a composition in which agent A and agent B constituting a two-component polarizing film-forming composition are separated, and a composition in which agent A and agent B are mixed is referred to as a "polarizing film-forming composition".

The timing of mixing the agent A and the agent B of the two-component polarizing film forming composition of the present invention is not limited as long as the reactive additive and the azo dye having an amine structure do not react during the period, and can be appropriately determined according to the types and amounts of the reactive additive and the azo dye having an amine structure, the mixing conditions and the environment, etc.

The method for mixing agent A and agent B is not particularly limited, and a known mixing method can be used. For example, a method of mixing using a mixing device having stirring blades such as a planetary mixer or a kneading agitator, or a method of static mixing using a static mixer can be cited.

The ambient temperature when the A agent and the B agent are mixed is not particularly limited, and is preferably 0 to 50°C, more preferably 15 to 40°C, and further preferably 20 to 35°C. The humidity (relative humidity) is also not particularly limited, and is preferably 30 to 60%RH, and more preferably 40 to 55%RH. The mixing is usually carried out under normal pressure (atmospheric pressure).

The mixing time is not particularly limited and can be appropriately adjusted according to the types and amounts of the components contained in the two-component polarizing film-forming composition. The mixing time is usually 0.5 to 12 hours, preferably 0.5 to 6 hours.

<Polarizing film manufacturing method> The polarizing film manufacturing method of the present invention includes: The step of forming an alignment film on a substrate; The step of mixing agent A and agent B constituting the two-component polarizing film forming composition of the present invention to obtain a polarizing film forming composition, wherein the agent A comprises a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, and the agent B comprises a dichroic pigment and a solvent, and the dichroic pigment comprises an azo pigment having an amine structure; The step of coating the mixed polarizing film forming composition on the alignment film to obtain a coating; and The step of curing the coating.

[Substrate] As substrates for forming polarizing films, glass substrates and plastic substrates can be cited. Plastic substrates are better than glass substrates in that they can be processed in a roll-to-roll manner and have higher productivity. As plastics constituting the plastic substrate, for example, polyolefins such as polyethylene, polypropylene, and norolefin polymers; cyclic olefin resins; polyvinyl alcohol; polyethylene terephthalate; polymethacrylate; polyacrylate; cellulose esters such as triacetyl cellulose, diacetyl cellulose, and cellulose acetate propionate; polyethylene naphthalate; polycarbonate; polysulfone; polyethersulfone; polyetherketone; polyphenylene sulfide and polyphenylene ether.

Examples of commercially available cellulose ester substrates include: "Fujitac Film" (manufactured by Fuji Film Co., Ltd.); "KC8UX2M", "KC8UY" and "KC4UY" (all manufactured by Konica Minolta Opto Co., Ltd.).

Examples of commercially available cyclic olefin resins include: "Topas" (registered trademark) (manufactured by Ticona Corporation (wholly owned subsidiary)), "ARTON" (registered trademark) (manufactured by JSR Co., Ltd.), "ZEONOR" (registered trademark), "ZEONEX" (registered trademark) (all manufactured by ZEON Co., Ltd. of Japan), and "APEL" (registered trademark) (manufactured by Mitsui Chemicals, Inc.). Such cyclic olefin resins can be formed into films to form substrates by known methods such as solvent casting and melt extrusion. Commercially available cyclic olefin resin substrates can also be used. Examples of commercially available cyclic olefin resin substrates include: "S-SINA" (registered trademark), "SCA40" (registered trademark) (all manufactured by Sekisui Chemical Industries, Ltd.), "ZEONOR FILM" (registered trademark) (manufactured by Optronics Co., Ltd.), and "ARTON Film" (registered trademark) (manufactured by JSR Co., Ltd.).

A polarizing plate is obtained from the polarizing film of the present invention and a substrate. In terms of quality for practical handling, the thickness of the substrate is preferably thinner, but if it is too thin, the strength tends to decrease and the processability tends to deteriorate. The thickness of the substrate is usually 5 to 300 μm, preferably 20 to 200 μm. In addition, by peeling off the substrate and transferring the polymer containing the polymerizable liquid crystal compound of the dichroic pigment, it is possible to apply only the polarizing film of the present invention, so that a thin film effect can be further obtained.

[Alignment film] In the present invention, the alignment film is a film composed of a polymer compound, which has the ability to regulate the alignment of the polymerizable liquid crystal compound along the desired direction.

The alignment film facilitates the liquid crystal alignment of the polymerizable liquid crystal compound. The states of liquid crystal alignment such as horizontal alignment, vertical alignment, mixed alignment, and tilted alignment vary according to the properties of the alignment film and the polymerizable liquid crystal compound, and their combination can be selected arbitrarily. For example, if the alignment film is a material that exhibits horizontal alignment as an alignment regulating force, the polymerizable liquid crystal compound can form a horizontal alignment or a mixed alignment. If it is a material that exhibits a vertical alignment, the polymerizable liquid crystal compound can form a vertical alignment or a tilted alignment. Expressions such as horizontal and vertical indicate the direction of the long axis of the aligned polymerizable liquid crystal when the plane of the polarizing film is used as a reference. The so-called horizontal alignment is the alignment of the long axis of the aligned polymerizable liquid crystal in a direction parallel to the plane of the polarizing film. The term "parallel" here means an angle of 0°±20° relative to the plane of the polarizing film. The so-called vertical alignment means that the long axis of the polymerized liquid crystal is aligned in a direction perpendicular to the plane of the polarizing film. Here, the vertical means 90°±20° relative to the plane of the polarizing film.

Regarding the alignment control force, when the alignment film is formed of an alignment polymer, it can be arbitrarily adjusted by the surface state or rubbing conditions, and when it is formed of a photoalignment polymer, it can be arbitrarily adjusted by polarized light irradiation conditions, etc. In addition, the liquid crystal alignment can also be controlled by selecting the physical properties such as the surface tension or liquid crystal properties of the polymerizable liquid crystal compound.

As the alignment film, it is preferred that the film is insoluble in the solvent used when forming the polarizing film on the alignment film and has heat resistance for solvent removal or heat treatment for liquid crystal alignment. As the alignment film, there can be cited alignment films composed of alignment polymers, photo-alignment films, groove alignment films, and stretching films extending along the alignment direction, and photo-alignment films are preferred.

The thickness of the alignment film is generally in the range of 10 to 5000 nm, preferably in the range of 10 to 1000 nm, and more preferably in the range of 30 to 300 nm.

As the aligning polymer, there can be cited: polyamide or gelatin having an amide bond in the molecule, polyimide having an imide bond in the molecule and polyamide acid as its hydrolyzate, polyvinyl alcohol, alkyl-modified polyvinyl alcohol, polyacrylamide, polyazole, polyethyleneimine, polystyrene, polyvinyl pyrrolidone, polyacrylic acid and polyacrylates, etc. Among them, polyvinyl alcohol is preferred. These aligning polymers can be used alone or in combination of two or more.

An alignment film composed of an alignment polymer is usually obtained by applying a composition in which the alignment polymer is dissolved in a solvent (hereinafter also referred to as an "alignment polymer composition") to a substrate and removing the solvent; or applying the alignment polymer composition to a substrate, removing the solvent and rubbing the substrate (rubbing method).

Examples of the above-mentioned solvent include water; alcohol solvents such as methanol, ethanol, ethylene glycol, isopropanol, propylene glycol, methyl solvent, butyl solvent and propylene glycol monomethyl ether; ester solvents such as ethyl acetate, butyl acetate, ethylene glycol methyl ether acetate, γ-butyrolactone, propylene glycol methyl ether acetate and ethyl lactate; ketone solvents such as acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, methyl amyl ketone and methyl isobutyl ketone; aliphatic hydrocarbon solvents such as pentane, hexane and heptane; aromatic hydrocarbon solvents such as toluene and xylene, nitrile solvents such as acetonitrile; ether solvents such as tetrahydrofuran and dimethoxyethane; chlorine-substituted hydrocarbon solvents such as chloroform and chlorobenzene, etc. These solvents may be used alone or in combination of two or more.

The concentration of the alignment polymer in the alignment polymer composition may be within the range that the alignment polymer can be completely dissolved in the solvent, and is preferably 0.1 to 20% by mass, more preferably 0.1 to 10% by mass, based on the solid content of the solution.

As the alignment polymer composition, a commercially available alignment film material may be used directly. Examples of commercially available alignment film materials include Sunever (registered trademark) (manufactured by Nissan Chemical Industries, Ltd.) and Optomer (registered trademark) (manufactured by JSR Corporation).

As a method for coating the oriented polymer composition on the substrate, there can be cited known methods such as rotary coating, extrusion coating, gravure coating, die-mouth coating, rod coating, and applicator coating, or printing methods such as flexographic coating. When the oriented film of the present invention is manufactured by a continuous manufacturing method in the form of Roll-to-Roll, the coating method generally adopts a printing method such as gravure coating, die-mouth coating, or flexographic coating.

The solvent contained in the alignment polymer composition is removed to form a dry coating film of the alignment polymer. Examples of the method for removing the solvent include natural drying, ventilation drying, heating drying, and reduced pressure drying.

As the rubbing method, there can be exemplified a method in which a film of an alignment polymer formed on the surface of a substrate by coating an alignment polymer composition on the substrate and annealing the film is brought into contact with a rubbing roller wound with a rubbing cloth and rotating.

The photo-alignment film usually contains a polymer and an oligomer or a monomer having a photoreactive group. In the case of continuously forming a polymerizable liquid crystal, from the viewpoint of solvent resistance, a polymer with a molecular weight of 5000 or more is preferred. From the viewpoint of affinity, when the polymerizable liquid crystal is a (meth)acrylic group, an acrylic polymer is preferred. The photo-alignment film is obtained by applying a composition containing a polymer, an oligomer or a monomer having a photoreactive group and a solvent (hereinafter, also referred to as a "photo-alignment film forming composition") to a substrate, and then drying and removing the solvent and irradiating with polarized light (preferably polarized UV). The photo-alignment film can arbitrarily control the direction of the alignment regulating force by selecting the polarization direction of the polarized light to be irradiated, which is more preferred in this regard.

The so-called photoreactive group refers to a group that generates the ability of liquid crystal alignment by irradiation with light. Specifically, it is a group that generates a photoreaction that becomes the origin of the liquid crystal alignment ability, such as molecular alignment induction or isomerization reaction, dimerization reaction, photocrosslinking reaction or photodecomposition reaction generated by irradiation with light. Among the photoreactive groups, those that generate dimerization reaction or photocrosslinking reaction are preferred in terms of excellent alignment. As the photoreactive group capable of producing the above reaction, it is preferred to have an unsaturated bond, especially a double bond, and it is more preferred to have at least one group selected from the group consisting of a carbon-carbon double bond (C=C bond), a carbon-nitrogen double bond (C=N bond), a nitrogen-nitrogen double bond (N=N bond), and a carbon-oxygen double bond (C=O bond).

As photoreactive groups having C=C bonds, for example, vinyl, polyene, stilbene, styrylpyridine, styrylpyridinium, chalcone, and cinnamyl groups can be cited. As photoreactive groups having C=N bonds, aromatic Schiff base groups and groups having structures such as aromatic hydrazone can be cited. As photoreactive groups having N=N bonds, azophenyl, azonaphthyl, aromatic heterocyclic azo groups, bisazo groups, and formyl groups having oxyazobenzene as a basic structure can be cited. As photoreactive groups having C=O bonds, benzophenone groups, coumarin groups, anthraquinone groups, and cis-butylenediimide groups can be cited. These groups may also have substituents such as alkyl, alkoxy, aryl, allyloxy, cyano, alkoxycarbonyl, hydroxyl, sulfonic acid and halogenated alkyl.

The solvent of the photo-alignment film-forming composition is preferably one that dissolves the polymer and monomer having a photoreactive group. Examples of the solvent include the solvents exemplified above as the solvent of the alignment polymer composition.

The content of the polymer or monomer having a photoreactive group relative to the composition for forming a photo-alignment film can be appropriately adjusted according to the type of the polymer or monomer having a photoreactive group or the thickness of the photo-alignment film to be produced, and is preferably set to 0.2 mass % or more, and more preferably in the range of 0.3 to 10 mass %. In addition, a polymer material or a photosensitizer such as polyvinyl alcohol or polyimide can also be included within a range in which the properties of the photo-alignment film are not significantly impaired.

As a method for applying the photo-alignment film-forming composition to the anti-diffusion layer, the same method as the method for applying the aligning polymer composition to the anti-diffusion layer can be cited. As a method for removing the solvent from the applied photo-alignment film-forming composition, the same method as the method for removing the solvent from the aligning polymer composition can be cited.

When irradiating with polarized light, the polarized light may be directly irradiated after removing the solvent from the photo-alignment film-forming composition coated on the substrate, or may be irradiated from the substrate and then penetrated. In addition, the polarized light is preferably substantially parallel light. The wavelength of the irradiated polarized light is preferably in the wavelength region where the photoreactive group of the polymer or monomer having the photoreactive group can absorb light energy. Specifically, UV (ultraviolet light) with a wavelength range of 250 to 400 nm is particularly preferred. As the light source used for the polarized light irradiation, there can be cited: xenon lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, metal halide lamps, KrF, ArF and other ultraviolet lasers, etc.; preferably, high-pressure mercury lamps, ultra-high-pressure mercury lamps and metal halide lamps. These lamps are preferred because the luminous intensity of ultraviolet light with a wavelength of 313 nm is relatively large. The light from the above light sources is passed through an appropriate polarizing element and then irradiated, thereby irradiating polarized light. As the polarizing element, a polarizing filter or a polarizing prism such as Glen-Thompson, Glen-Taylor or a wire grid type polarizing element can be used.

Furthermore, if masking is performed during rubbing or polarized light irradiation, a plurality of regions (patterns) with different liquid crystal alignment directions can also be formed.

A groove-aligned film is a film with a concave-convex pattern or a plurality of grooves on its surface. When liquid crystal molecules are placed on a film with a plurality of linear grooves arranged at equal intervals, the liquid crystal molecules align along the direction of the grooves.

As methods for obtaining a groove alignment film, there are: a method of exposing the surface of a photosensitive polyimide film through an exposure mask having a narrow slit in the shape of a pattern, and then developing and rinsing to form a concave-convex pattern; a method of forming a layer of UV curable resin before curing on a plate-shaped disk having grooves on the surface, and then transferring the resin layer to a substrate and curing it; and a method of pressing a drum-shaped disk having a plurality of grooves against a film of UV curable resin before curing formed on a substrate to form concave-convex, and then curing it, etc. Specifically, there are methods described in Japanese Patent Laid-Open No. 6-34976 and Japanese Patent Laid-Open No. 2011-242743, etc.

In order to obtain an alignment with less misalignment, the width of the convex portion of the trench alignment film is preferably 0.05 to 5 μm, the width of the concave portion is preferably 0.1 to 5 μm, and the step depth of the concave and convex is preferably less than 2 μm, preferably less than 0.01 to 1 μm.

[Polarizing film] The polarizing film forming composition is applied on the alignment film obtained as described above to form a coating film, and then the solvent contained in the polarizing film forming composition is removed under the condition that the polymerizable liquid crystal does not polymerize, thereby forming a dry coating film of the polarizing film forming composition on the surface of the substrate. Examples of the method for removing the solvent include natural drying, ventilation drying, heating drying, and reduced pressure drying.

The dried coating is heated, etc., so that the polymerizable liquid crystal compound contained in the dried coating undergoes liquid crystal alignment, especially alignment into a stratigraphic phase, and then the dried coating is directly irradiated with energy while maintaining the liquid crystal alignment, thereby polymerizing the polymerizable liquid crystal compound. When the polarizing film forming composition contains a polymerization initiator, it is preferred that the energy used is such that the polymerization initiator is activated. When the polymerization initiator is a photopolymerization initiator, the energy is preferably light. The irradiated light can be appropriately selected corresponding to the type of polymerization initiator or the type of polymerizable liquid crystal (especially the type of polymerizable group possessed by the polymerizable liquid crystal compound) contained in the dried coating.

As the light, for example, light selected from the group consisting of visible light, ultraviolet light and laser light, or active electron beams, etc., among which ultraviolet light is preferred in terms of easy control of the progress of the polymerization reaction or the fact that the polymerization device can be used by a wide range of users in this field. Therefore, it is preferred to pre-select the types of polymerizable liquid crystal compounds and polymerization initiators contained in the polarizing film forming composition in a manner that enables polymerization by ultraviolet light. In addition, during polymerization, it is preferred to cool the above-mentioned dried coating by an appropriate cooling method while irradiating the ultraviolet light, thereby controlling the polymerization temperature. If the polymerizable liquid crystal compound is polymerized at a lower temperature by such cooling, a polarizing film can be properly manufactured even if a substrate with lower heat resistance is used. [Example]

Hereinafter, the present invention will be described in more detail by way of examples. In addition, "%" and "parts" in the examples mean mass % and mass parts, respectively, unless otherwise specified.

<Example 1> [Preparation of a photo-alignment film-forming composition] The following components described in Japanese Patent Application Laid-Open No. 2013-033249 were mixed, and the obtained mixture was stirred at 80° C. for 1 hour to obtain a photo-alignment film-forming composition.

[Preparation of Agent A] The following components were mixed and stirred at 25°C for 1 hour to obtain Agent A (1). The water content of o-xylene used as a solvent was <100 ppm. The prepared A agent (1) was placed in a SUS can, and the gas phase was replaced with dry nitrogen and then sealed.

[Preparation of Agent B] The following components were mixed and stirred at 80°C for 1 hour to obtain Agent B (1). The dichroic dye used was an azo dye described in the example of Japanese Patent Publication No. 2013-101328. The water content of o-xylene used as a solvent was less than 100 ppm. The prepared B agent (1) was placed in a SUS can, and the gas phase was replaced with dry nitrogen and then sealed.

<Method for producing polarizing film> (1) Formation of photo-aligned film A triacetyl cellulose film (KC8UX2M, manufactured by Konica Minolta Co., Ltd.) is used as a substrate, and after the surface of the film is subjected to a corona treatment, the above-mentioned photo-aligned film-forming composition is applied, and the film is dried at 120°C to obtain a dry coating. The dry coating is irradiated with polarized UV to form a photo-aligned film, and a film with a photo-aligned film is obtained. The polarized UV treatment is performed using a UV irradiation device (SPOT CURE SP-7; manufactured by Ushio Electric Co., Ltd.) under the condition of an intensity of 100 mJ/ ^cm2 measured at a wavelength of 365 nm. In this way, a film with a photo-aligned film is obtained.

(2) Formation of polarizing film: After preparing agent A (1) and agent B (1), they were stored at 25°C for 3 months, and then agent A (1) and agent B (1) were mixed and stirred at 25°C for 1 hour to obtain a polarizing film forming composition (1). Immediately after obtaining the polarizing film forming composition (1), the polarizing film forming composition (1) was applied onto the obtained photo-aligned film by a rod coating method, and then heated and dried in a drying oven at 120°C for 1 minute to fully remove the solvent, and then cooled to room temperature to make the polymerizable liquid crystal compound phase transition to a lamellar liquid crystal state. Next, a UV irradiation device (Unicure VB-15201BY-A; manufactured by Ushio Electric Co., Ltd.) was used to irradiate the layer formed by the polarizing film forming composition (1) with ultraviolet light at an exposure amount of 1000 mJ/ ^cm2 (365 nm reference), thereby directly polymerizing the polymerizable liquid crystal compound contained in the dry coating while maintaining the laminar liquid crystal state of the polymerizable liquid crystal compound, and forming a polarizing film (1) from the dry coating. The film thickness of the polarizing film (1) was measured by a laser microscope (OLS3000 manufactured by Olympus Co., Ltd.), and the result was 2.3 μm. The polarizing element (polarizing film laminate) comprising a polarizing film and a substrate was obtained in the above manner. X-ray diffraction measurement was performed on the polarizing film (1) using an X'Pert PRO MPD (manufactured by Spectris Co., Ltd.). As a result, a steep diffraction peak (Brauger peak) with a peak half-width (FWHM) of about 0.17° was obtained near 2θ = 20.2°. The same result was obtained when incident in the direction perpendicular to the friction. The order period (d) calculated from the peak position was about 4.4 Å, confirming the formation of a structure reflecting a high-order lamellar phase.

<Determination of water content> The water content of the solvent was measured by electrometric titration using a calorimeter (MKC-710M manufactured by Kyoto Denshi Kogyo Co., Ltd.).

<Measurement of polarization degree Py and single transmittance Ty> The polarization degree Py and single transmittance Ty of the polarizing film (1) were measured as follows. A spectrophotometer (UV-3150 manufactured by Shimadzu Corporation) equipped with a fixture equipped with a polarizing element was used to measure the transmittance (Ta1) in the transmission axis direction and the transmittance (Tb2) in the absorption axis direction within the wavelength range of 380 nm to 780 nm using the double beam method. The fixture was equipped with a mesh that cut off 50% of the light on the reference side. The following formulas (Formula 1) and (Formula 2) are used to calculate the single transmittance and polarization degree at each wavelength, and then the sensitivity correction is performed using the 2-degree field of view (C light source) of JIS Z 8701 to calculate the sensitivity-corrected single transmittance (Ty) and sensitivity-corrected polarization degree (Py). The results show that Ty = 42% and Py = 98% are derived from the high performance of highly oriented layered liquid crystal. Single transmittance Ty (%) = (Ta1 + Tb2) / 2               (Formula 1) Polarization degree Py (%) = (Ta1-Tb2) / (Ta1 + Tb2) × 100  (Formula 2)

<Evaluation of Adhesion> 25 mm wide Sellotape (manufactured by Nichiban) was attached to the front and back of the obtained polarizing film (1), and a 90° peeling test was performed on the front and back. The evaluation of no peeling was 0, the evaluation of peeling only part of the test area was △, and the evaluation of peeling of the entire test area was ×.

<Appearance evaluation> The obtained polarizing film (1) was visually checked for the presence of foreign matter. A case where no foreign matter was visually observed was evaluated as 0, a case where slightly foreign matter was observed was evaluated as △, and a case where a large amount of foreign matter was observed was evaluated as ×.

<Examples 2 and 3> Except that the storage container of agent A was set as shown in the table, polarizing film forming compositions (2), (3) and polarizing films (2), (3) were obtained in the same manner as in Example 1. Py, Ty, adhesion, and appearance of the obtained polarizing films were evaluated in the same manner as in Example 1.

<Example 4> A polarizing film forming composition (4) and a polarizing film (4) were obtained in the same manner as in Example 1 except that the gas phase of the container storing agent A was set to air. Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Example 5> A polarizing film forming composition (5) and a polarizing film (5) were obtained in the same manner as in Example 1 except that the following compound was used as a reactive additive. Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1. Reactive additive: Karenz AOI (manufactured by Showa Denko Co., Ltd.)  2.0 parts

<Example 6> A polarizing film forming composition (6) and a polarizing film (6) were obtained in the same manner as in Example 1 except that the following compound was used as a reactive additive. Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1. Reactive additive: KBM-5103 (manufactured by Shin-Etsu Chemical Co., Ltd.)  5.0 parts

<Examples 7 and 8> Except that the solvent of agent A is set as described in the table, polarizing film forming compositions (7), (8) and polarizing films (7), (8) are obtained in the same manner as in Example 1. In addition, the water content of toluene used is <100 ppm, and the water content of anisole is 250 ppm. The Py, Ty, adhesion and appearance of the obtained polarizing films are evaluated in the same manner as in Example 1.

<Examples 9 to 12> Except that the solvent of agent B is set as described in the table, polarizing film forming compositions (9) to (12) and polarizing films (9) to (12) are obtained in the same manner as in Example 1. In addition, the water content of each solvent used is dipropylene glycol dimethyl ether: 800 ppm, diethylene glycol monomethyl ether acetate: 1000 ppm, γ-butyrolactone (GBL): 300 ppm, and isophorone: 800 ppm. The Py, Ty, adhesion, and appearance of the obtained polarizing film are evaluated in the same manner as in Example 1.

<Example 13> The addition amount of the dichroic pigment was set as shown in the table, and the polarizing film forming composition (13) and the polarizing film (13) were obtained in the same manner as in Example 1. The Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Example 14> Except that the dichroic dye represented by (1-2) was added to the A agent, and the dichroic dyes represented by (1-1) and (1-3) were added to the B agent, a polarizing film forming composition (14) and a polarizing film (14) were obtained in the same manner as in Example 1. The Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Comparative Example 1> After preparing Agent A and Agent B in the same manner as in Example 1, the two liquids were stirred in a SUS can at 25°C for 1 hour to mix. After the two liquids were mixed, they were sealed under dry nitrogen and stored at 25°C for 3 months before coating. The Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Comparative Example 2> Except that no reactive additive was used, a polarizing film forming composition was prepared in the same manner as in Comparative Example 1, sealed under dry nitrogen, and stored at 25°C for 3 months before coating. The Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Comparative Examples 3 and 4> Except that the reactive additives were changed as shown in the table, Agent A and Agent B were prepared in the same manner as in Comparative Example 1, and then the two liquids were stirred for 1 hour at 25°C in a SUS can to mix. After the two liquids were mixed, they were sealed under dry nitrogen and stored at 25°C for 3 months before coating. The Py, Ty, adhesion, and appearance of the obtained polarizing film were evaluated in the same manner as in Example 1.

<Comparative Example 5> The Py, Ty, adhesion, and appearance of the polarizing film obtained in the same manner as in Example 1 except that the dichroic dye was added to the A agent and the dichroic dye was removed from the B agent were evaluated in the same manner as in Example 1.

[Table 1] Agent A Agent B Storage method Result after 3 months of storage Reactive additives Solvent dichroic pigment Polymerized Liquid Crystal dichroic pigment Solvent Mixing sequence of two liquids Storage container A-agent gas phase Ty/Py Tightness Appearance Embodiment 1 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 2 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use Brown plastic bottle Dry nitrogen 42/98 ○ ○ Embodiment 3 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use Brown glass bottle Dry nitrogen 42/98 △ ○ Embodiment 4 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use SUS tank Air 42/98 △ ○ Embodiment 5 Karenz AOI 2 quality parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 6 KBM-5103 5 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 7 PR9000 2 mass parts Toluene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass Toluene Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 8 PR9000 2 mass parts Anisole without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass Anisole Store separately and mix before use SUS tank Dry nitrogen 42/98 △ ○ Embodiment 9 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene/dipropylene glycol dimethyl ether = 90/10 Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 10 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene/Diethylene glycol monomethyl ether acetate = 90/10 Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 11 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene/γ-butyrolactone=90/10 Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 12 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene/Isophorone = 90/10 Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Embodiment 13 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 1.3 parts by mass (1-2) 1.3 parts by mass (1-3) 1.3 parts by mass o-Xylene Store separately and mix before use SUS tank Dry nitrogen 49/80 ○ ○ Embodiment 14 PR9000 2 mass parts o-Xylene (1-2) 2.5 parts by mass (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Store separately and mix before use SUS tank Dry nitrogen 42/98 ○ ○ Comparative example 1 PR9000 2 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Storage after mixing SUS tank Dry nitrogen 40/95 × × Comparative example 2 without o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Storage after mixing SUS tank Dry nitrogen 42/98 ×× ○ Comparative example 3 Karenz AOI 2 quality parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Storage after mixing SUS tank Dry nitrogen 40/95 × × Comparative example 4 KBM-5103 5 mass parts o-Xylene without (B-1) 75 parts by mass (B-2) 25 parts by mass (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass o-Xylene Storage after mixing SUS tank Dry nitrogen 40/95 × × Comparative example 5 PR9000 2 mass parts o-Xylene (1-1) 2.5 parts by mass (1-2) 2.5 parts by mass (1-3) 2.5 parts by mass (B-1) 75 parts by mass (B-2) 25 parts by mass without o-Xylene Store separately and mix before use SUS tank Dry nitrogen 40/95 × ×

It is known that the compositions of Examples 1 to 14 in which the reactive additive and the dichroic dye containing an azo dye having an amine structure are stored separately can obtain polarizing films having good optical properties, high adhesion and excellent appearance even if the two doses are stored for 3 months after preparation and then applied. On the other hand, the compositions of Comparative Examples 1, 3 and 4 in which the reactive additive and the dichroic dye containing an azo dye having an amine structure are mixed and stored for 3 months, and Comparative Example 5 in which the reactive additive and the dichroic dye containing an azo dye having an amine structure are contained in the same dose, obtain polarizing films having poor optical properties, adhesion and appearance. The polarizing film obtained from the composition of Comparative Example 2 which does not contain a reactive additive has poor adhesion.

Claims (7)

A storage method for a two-component polarizing film forming composition, wherein the two-component polarizing film forming composition contains agent A and agent B, agent A includes a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, agent B includes a dichroic dye, a polymerizable liquid crystal compound and a solvent, and the dichroic dye includes an azo dye having an amine structure, and the method stores the agent A and agent B separately. The storage method of claim 1, wherein the water content of the solvent contained in the above-mentioned agent A does not reach 300 ppm. The storage method of claim 1 or 2, wherein the amount of the reactive additive contained in the agent A is greater than or equal to 0.5 parts by mass and less than or equal to 10 parts by mass based on 100 parts by mass of the polymerizable liquid crystal compound. In the storage method of claim 1, the agent A is stored in a plastic container or a metal container. In the storage method of claim 1 or 4, the agent A is stored in a dry inert gas atmosphere. A method for producing a polarizing film-forming composition, comprising the step of mixing the above-mentioned agent A and agent B constituting a two-component polarizing film-forming composition stored by the storage method as described in any one of claims 1 to 5, wherein agent A comprises a reactive additive having a polymerizable group and an active hydrogen-reactive group in the molecule and a solvent, and agent B comprises a dichroic dye, a polymerizable liquid crystal compound and a solvent, and the dichroic dye comprises an azo dye having an amine structure. A method for manufacturing a polarizing film, comprising: a step of forming an alignment film on a substrate; a step of mixing the above-mentioned agent A and agent B constituting a two-liquid polarizing film forming composition stored in the storage method of any one of claims 1 to 5 to obtain a polarizing film forming composition, wherein the agent A comprises a reactive additive having a polymerizable group and an active hydrogen reactive group in the molecule and a solvent, and the agent B comprises a dichroic pigment, a polymerizable liquid crystal compound and a solvent, and the dichroic pigment comprises an azo pigment having an amine structure; a step of coating the above-mentioned mixed polarizing film forming composition on the above-mentioned alignment film to obtain a coating film; and a step of curing the above-mentioned coating film.