Polarizing plate

Abstract

The present invention provides a polarizing plate capable of suppressing the polarization performance of a polarizing film even if the polarizing plate is assembled on the observation side of an organic EL image display device and is used outdoors. The polarizing plate (1) according to the present invention is characterized in that an ultraviolet-absorbing film (2) and a polarizing film (4) in which a dichroic dye is oriented in plane are laminated in this order, and in that the ultraviolet-absorbing film (2) has a light transmittance (T300) of 1% or less at a wavelength of 300 nm, a light transmittance (T380) of 10% or less at a wavelength of 380 nm, a light transmittance (T400) of 20% or less at a wavelength of 400 nm, and a light transmittance (T450) of 80% or more at a wavelength of 450 nm.

Description

TECHNICAL FIELD

[0001] The present application relates to a polarizing plate. BACKGROUND

[0002] A polarizing film composed of a cured product of a composition containing a polymerizable liquid crystal compound and a dichroic dye, and in which the dichroic dye is oriented in one direction, is known (Patent Literature 1). A polarizing plate in which a resin film is laminated on the polarizing film is also known.

[0003] The polarizing film has an absorption axis and a transmission axis based on the orientation of the dichroic dye, and transmits a polarized component whose vibration plane is orthogonal to the transmission axis. As such a polarizing film, a polarizing film in which the dichroic dye is oriented in-plane and a resin film is laminated thereon is also assembled to the viewing side of an organic EL image display device and used outdoors, for example.

[0004] PRIOR ART DOCUMENTS

[0005] PATENT LITERATURE

[0006] Patent Literature 1: Japanese Patent Application Publication No. 2020-46622 SUMMARY

[0007] PROBLEMS TO BE SOLVED BY THE INVENTION

[0008] However, it is known that if such an organic EL image display device in which a polarizing plate in which a polarizing film and a resin film are laminated is assembled to the viewing side is used outdoors, a decrease in polarizing performance is easily caused.

[0009] Therefore, the present inventors have conducted intensive studies in order to develop a polarizing plate that can suppress a decrease in polarizing performance of a polarizing film even if it is assembled to the viewing side of an organic EL image display device and used outdoors, for example, and as a result, have found that a polarizing plate in which an ultraviolet absorbing film that exhibits a prescribed light transmittance is laminated on a polarizing film can solve such a problem, thereby completing the present application.

[0010] MEANS FOR SOLVING THE PROBLEMS

[0011] That is, the polarizing plate (1) of the present application is characterized in that it is a polarizing plate (1) in which an ultraviolet absorbing film (2) and a polarizing film (4) in which a dichroic dye is oriented in-plane are sequentially laminated,

[0012] For the above-described ultraviolet absorbing film (2),

[0013] the light transmittance (T 300 ) at a wavelength of 300 nm is 1% or less,

[0014] the light transmittance (T 380 ) at a wavelength of 380 nm is 10% or less,

[0015] the light transmittance (T 400 ) at a wavelength of 400 nm is 20% or less,

[0016] the light transmittance (T 450 ) at a wavelength of 450 nm is 80% or more. By making the light transmittance of the ultraviolet absorbing film (2) be in the above range, the ultraviolet reaching the polarizing film (4) is suppressed, and the decrease in the polarizing performance is suppressed.

[0017] The ratio (T 450 / T 400 ) of the light transmittance (T 450 ) at a wavelength of 450 nm to the light transmittance (T 400 ) at a wavelength of 400 nm of the ultraviolet absorbing film (2) constituting the polarizing plate (1) of the present application is preferably 10 or more, and further preferably 30 or more. Note that the ratio (T 450 / T 400 ) is usually 100,000 or less. By making the ultraviolet absorbing film (2) have such a ratio (T 450 / T 400 ), the so-called near ultraviolet (400 nm) close to visible light among the ultraviolet is sufficiently cut off, and the light around 450 nm close to the ultraviolet among the visible light is sufficiently transmitted. In addition, in the case where the ratio (T 450 / T 400 ) is 10 or more, T 450 is 80% or more, and thus T 400 is 8% or less.

[0018] In the case where the dichroic dye oriented in the polarizing film (4) constituting the polarizing plate (1) of the present application is a dichroic dye containing a structure represented by formula (A), the polarizing performance is easily decreased when used outdoors in the past, and thus the effect of the present application is more effectively exerted.

[0019] [Chemical Formula 1]

[0020]

[0021] (In the formula, represents a linking portion,

[0022] R1and R2are each independently a halogen atom or a methyl group (-CH3),

[0023] n and m each independently represent an integer of 0 to 4,

[0024] R3and R4are each independently an alkyl group which can have a substituent, or R3and R4are bonded to each other to constitute an alkenyl group.]

[0025] The ultraviolet absorbing film (2) constituting the polarizing plate (1) of the present invention may include a resin film (21) and an ultraviolet absorbing layer (22) provided thereon. In this case, the transmittance (T 300F ) is less than 1%,

[0026] The transmittance at a wavelength of 380 nm (T 380F ) is less than 10%,

[0027] The transmittance at a wavelength of 450nm (T 450F ) is more than 80%, but,

[0028] Even if the transmittance at a wavelength of 400nm (T 400F ) exceeds 20%, as long as the transmittance of the ultraviolet absorbing layer (22) at a wavelength of 400nm (T 400A ) is small enough, then the requirements of the ultraviolet absorbing film (2) specified in the present invention can be met. In order to fully reduce the transmittance (T 400A ), it is desirable to combine with an ultraviolet absorber having a maximum absorption wavelength near 400 nm and capable of efficiently absorbing near-ultraviolet rays. If the ultraviolet absorbing layer (22) contains such an ultraviolet absorber, there is a tendency for the light reflectance of the surface to increase. Therefore, the ultraviolet absorbing layer (22) is preferably provided on the polarizing film (4) side.

[0029] In the polarizing plate (1) of the present invention, an oxygen barrier layer (3) is preferably provided between the ultraviolet absorbing film (2) and the polarizing film (4). By providing the oxygen barrier layer (3), a decrease in the polarization performance of the dichroic dye can be effectively suppressed.

[0030] Here, the oxygen barrier layer (3) can be directly laminated with the ultraviolet absorbing film (2) or laminated only through a tacky adhesive layer (not shown). In addition, the oxygen barrier layer (3) can be directly laminated with the polarizing film (4) or laminated only through a tacky adhesive layer (not shown).

[0031] The oxygen barrier layer (3) is usually a polyvinyl alcohol-based resin layer.

[0032] A circular polarizing plate (6) may be formed by laminating a phase difference plate (5) on the side of the polarizing film (4) of the polarizing plate (1) of the present invention opposite to the ultraviolet absorbing film.

[0033] Effects of the Invention

[0034] The polarizing plate (1) of the present invention can suppress the reduction of polarization performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0035] Figure 1is a cross-sectional view schematically showing one example of a polarizing plate of the present application.

[0036] Figure 2 is a cross-sectional view schematically showing another example of a polarizing plate of the present application.

[0037] Figure 3 is a cross-sectional view schematically showing one example of a circularly polarizing plate in which a phase difference plate is laminated on a polarizing plate of the present application. DETAILED DESCRIPTION

[0038] As Figure 1 shown, the polarizing plate (1) of the present application is a polarizing film (4) and an ultraviolet absorbing film (2) which are laminated in this order.

[0039] 〔Ultraviolet Absorbing Film〕

[0040] The ultraviolet absorbing film (2) is a film which absorbs ultraviolet rays and transmits visible light. The ultraviolet absorbing film (2) can be, for example, a resin film obtained by molding a resin composition in which an ultraviolet absorber is compounded in a thermoplastic resin into a film shape. Such an ultraviolet absorbing film can also use a commercially available ultraviolet absorbing film.

[0041] As Figure 2 shown, the ultraviolet absorbing film (2) can be a film in which an ultraviolet absorbing layer (22) is formed on one side or both sides of a resin film (21) formed of a thermoplastic resin or the like. The ultraviolet absorbing layer (22) is, for example, a cured product layer of a curable composition in which an ultraviolet absorber is compounded in a curable resin. Such a cured product layer can be formed by applying a curable resin composition to a resin film to obtain a coating film, and curing the coating film.

[0042] 〔Resin Film〕

[0043] As the resin film (21), for example, a polyolefin such as polyethylene, polypropylene, a norbornene-based polymer, a cyclic olefin-based resin, polyvinyl alcohol, polyethylene terephthalate, polymethacrylate, polyacrylate, a cellulose ester such as triacetyl cellulose, diacetyl cellulose, and cellulose acetate propionate, polyethylene naphthalate, polycarbonate, polysulfone, polyethersulfone, polyether ketone, polyphenylene sulfide, and polyphenylene ether, and the like plastic can be exemplified. Among them, from the viewpoint of transparency and the like when used in an optical film use, a film base material selected from any one of triacetyl cellulose, a cyclic olefin-based resin, polymethacrylate, and polyethylene terephthalate is more preferable.

[0044] The thickness of the resin film (21) is usually 5 μm to 200 μm, preferably 7 μm to 100 μm, and more preferably 10 to 50 μm.

[0045] 〔Curable Resin Composition〕

[0046] 〔Curing resin〕

[0047] The curable resin that constitutes the curable resin composition is a resin that can be cured by heat or light to form a cured layer. Specific examples include organic hard coating materials such as silicone, melamine, epoxy, (meth)acrylic, and urethane (meth)acrylate-based materials, and inorganic hard coating materials such as silica. Among these, urethane (meth)acrylate-based or multifunctional (meth)acrylate-based curable resins are preferably used from the perspectives of adhesion and hardness.

[0048] 〔UV absorber〕

[0049] Examples of the ultraviolet absorber to be blended in the curable resin composition include benzotriazole-based ultraviolet absorbers and hydroxyphenyltriazine-based ultraviolet absorbers.

[0050] From the perspective of sufficient absorption of ultraviolet rays, the content of the ultraviolet absorber in the curable resin composition is generally 1 part by weight or more, preferably 3 parts by weight or more, and more preferably 5 parts by weight or more per 100 parts by weight of the curable resin. From the perspective of easily avoiding the phenomenon of the ultraviolet absorber seeping out of the ultraviolet absorbing layer, known as so-called bleeding, the content is generally 30 parts by weight or less, preferably 15 parts by weight or less, and more preferably 5 parts by weight or less.

[0051] [Ultraviolet absorbing film composed of a resin film and a UV absorbing layer]

[0052] like Figure 2 As shown, when the ultraviolet absorbing film (2) includes a resin film (21) and an ultraviolet absorbing layer (22) provided thereon, the transmittance (T 300F ) is less than 1%, and the transmittance at a wavelength of 380nm (T 380F ) is less than 10%, and the transmittance at a wavelength of 450nm (T 450F ) is more than 80%, and the transmittance at a wavelength of 400nm (T 400F ) exceeds 20%. In this case, if the transmittance (T 400A ) is small enough, the requirements of the ultraviolet absorbing film (2) specified in the present invention can be met. The ultraviolet absorbing layer (22) contains an ultraviolet absorber so as to sufficiently reduce the transmittance (T 400A ), it is preferred that the ultraviolet absorbing layer (22) is provided on the polarizing film (4) side because it can suppress light reflection on the polarizing plate surface compared to the case where the ultraviolet absorbing layer (22) is provided on the opposite side to the polarizing film (4).

[0053] In addition, the ultraviolet absorbing film (2) can be configured by laminating both surfaces of the ultraviolet absorbing layer (22) with the resin film (21) directly or via an adhesive layer.

[0054] [Oxygen barrier layer]

[0055] As shown in Figure 1 , the polarizing plate (1) of the present application can have an oxygen barrier layer (3) between the ultraviolet absorbing film (2) and the polarizing film (4). The oxygen barrier layer (3) is laminated directly with the ultraviolet absorbing film (2), or is laminated via an adhesive layer (not shown). In addition, the oxygen barrier layer (3) is laminated directly with the polarizing film (4), or is laminated via an adhesive layer (not shown).

[0056] [From ultraviolet absorbing film to oxygen barrier layer]

[0057] The ultraviolet absorbing film to oxygen barrier layer, for example, preferably contains a compound (XI) represented by the following formula (XI).

[0058] [Chemical Formula 2]

[0059]

[0060] In the above formula (XI), A represents a methylene group, a secondary amino group, an oxygen atom, or a sulfur atom. From the viewpoint of exhibiting high light selective absorbency, A preferably represents a methylene group, a secondary amino group, or an oxygen atom.

[0061] In the above formula (XI), R 1 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. From the viewpoint of exhibiting high light selective absorbency, R 1 preferably represents an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and further preferably an alkyl group having 1 to 3 carbon atoms. Here, in the case where the alkyl group has at least one methylene group, at least one of the methylene groups can be substituted with an oxygen atom or a sulfur atom. As the alkyl group, for example, a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, a t-butyl group, an n-hexyl group, an n-octyl group, an n-decyl group, a methoxy group, an ethoxy group, an iso-propoxy group, and the like can be given.

[0062] In the above formula (XI), R 2 and R 3 each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms. From the viewpoint of exhibiting high light selective absorbency, R 2 and R 3 each independently preferably represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, further preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and particularly preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.

[0063] In the above formula (XI), R 4 represents an alkyl group having 3 to 50 carbon atoms; or an alkyl group having 3 to 50 carbon atoms and having at least one methylene group, in which at least one of the methylene groups is substituted with an oxygen atom.

[0064] From the viewpoints of affinity for a hydrophobic substance, solubility in a hydrophobic solvent, and economic efficiency in production, R 4 in the alkyl group having 3 to 50 carbon atoms is preferably 8 to 45 (e.g., 10 to 45), more preferably 12 to 40, further preferably 13 to 35, and particularly preferably 14 to 30. Note that a substituent can be bonded to a carbon atom in the alkyl group.

[0065] From the viewpoints of affinity for a hydrophobic substance, solubility in a hydrophobic solvent, and economic efficiency in production, R 4 in the alkyl group having 3 to 50 carbon atoms and having at least one methylene group represents an alkyl group having preferably 3 to 40 carbon atoms, more preferably 4 to 35 carbon atoms, and particularly preferably 5 to 30 carbon atoms. Note that in the alkyl group having 3 to 50 carbon atoms and having at least one methylene group, at least one of the methylene groups is substituted with an oxygen atom, and examples thereof include an ethoxy group, a propoxy group, and a 2-methoxyethoxymethyl group. In addition, examples thereof include a polyethylene glycol group such as a diethylene glycol group, a triethylene glycol group, and a polypropylene glycol such as a dipropylene glycol group and a tripropylene glycol group.

[0066] In addition, a substituent can be bonded to a carbon atom in the alkyl group of R 4 . Examples of the substituent include a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkylsulfinyl group having 1 to 6 carbon atoms, an alkylsulfonyl group having 1 to 6 carbon atoms, a carboxyl group, a fluoroalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, an N-alkylamino group having 1 to 6 carbon atoms, an N,N-dialkylamino group having 2 to 12 carbon atoms, an N-alkylsulfamoyl group having 1 to 6 carbon atoms, an N,N-dialkylsulfamoyl group having 2 to 12 carbon atoms, and the like.

[0067] In the case where R 4 is an alkyl group having 3 to 50 carbon atoms, from the viewpoints of affinity for a hydrophobic substance and solubility in a hydrophobic solvent, R 4 is more preferably an alkyl group having a branched structure having 3 to 12 carbon atoms, and further preferably an alkyl group having a branched structure having 6 to 10 carbon atoms.

[0068] Here, the alkyl group having a branched structure means an alkyl group in which at least one of the carbon atoms of the alkyl group is a tertiary carbon or a quaternary carbon. As a specific example of the alkyl group having a branched structure having 3 to 12 carbon atoms, an alkyl group having the following structure can be given.

[0069] [Chemical Formula 3]

[0070]

[0071] represents a linking portion.

[0072] In the above formula (XI), X 1 represents an electron-withdrawing group. From the viewpoint of improving the light selective absorbance, X 1 is preferably -NO2, -CN, -COR 8 , -COOR 9 , -OR 10 , a halogen atom (-F, -Cl, -Br, -I), -CSR 11 , -CSOR 12 , or -CSNR 13 , more preferably a nitro group, a cyano group, or -COOR 9 , and further preferably a cyano group or -COOR 9 . Here, R 8 , R 9 , R 10 , R 11 , R 12 , and R 13 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, for example, an alkyl group having 2 to 5 carbon atoms, or a phenyl group.

[0073] In the above formula (XI), Y 1 represents -CO-, -COO-, -OCO-, -O-, -S-, -NR 5 -, -NR 6 CO-, -CONR 7 -, or -CS-, from the viewpoint of improving the light selective absorbance, preferably represents -CO-, -COO-, -OCO-, or -O-, and more preferably represents -CO-, -COO-, or -OCO-. Here, R 5 , R 6 , and R 7 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, for example, an alkyl group having 2 to 5 carbon atoms, or a phenyl group.

[0074] In a preferred embodiment of the present application, from the viewpoint of excellent solubility in various solvents and / or affinity with various compounds, the compound (XI) represented by the above formula (XI) is preferably represented by the following formula (XI-I).

[0075] [Chemical Formula 4]

[0076]

[0077] In the above formula (XI-I), R 4-1 represents an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 2 to 5 carbon atoms, and more preferably an alkyl group having 3 to 4 carbon atoms.

[0078] n represents an integer of 1 to 10, and from the viewpoint of excellent solubility in various solvents and / or affinity with various compounds, it is preferably an integer of 1 to 8, more preferably an integer of 1 to 6, for example, an integer of 1 to 4, and particularly preferably an integer of 1 to 3. Note that if n is within the above range, the light absorption property per 1 mass part is improved, and even if the compound (XI) is contained in a small amount in a member constituting an optical laminate, a blue light cut function can be exhibited, and in the case where the compound (XI) is contained in an adhesive, for example, the adhesive function is not easily impaired, and in the case where the compound (XI) is contained in a protective film, the optical function as a protective film is not easily impaired.

[0079] A, R 1 , R 2 , and R 3 are the same as in the above formula (XI).

[0080] In a more preferable embodiment of the present application, the compound represented by the above formula (XI-I) is more preferably represented by the following formula (XI-II).

[0081] [Chemical Formula 5]

[0082]

[0083] If the compound represented by the above formula (XI-I) is the compound represented by the above formula (XI-II), the solubility in various solvents and / or the affinity with various compounds are excellent, and thus the compound is easily dissolved uniformly in a solvent, and in addition, at the same time, the affinity with various compounds is also excellent, and since amphiphilicity is exhibited, in the case where the compound is contained in a member constituting an optical laminate, bleeding is not easily caused, and the light absorption function can be stably exerted.

[0084] In the formula (XI-II), R 4-1 and n are the same as in the formula (XI-I).

[0085] [Additive]

[0086] The curable resin composition may contain various fillers as desired for the purpose of adjusting the refractive index, improving the flexural modulus, stabilizing the volume shrinkage, and improving heat resistance, antistatic properties, anti-glare properties, etc. In addition, the surface treatment layer may be formulated with additives such as antioxidants, light stabilizers, antistatic agents, leveling agents, and defoaming agents.

[0087] [Film formation]

[0088] The curable resin composition is usually applied to the resin film (21) in a state diluted with a solvent. After application, the solvent is removed by evaporation to form a coating film of the curable resin composition. As the solvent, for example, aromatic solvents such as toluene, xylene, and n-heptane, aliphatic solvents such as cyclohexane, methylcyclohexane, and ethylcyclohexane, ester solvents such as methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, and methyl lactate, ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, and alcohol solvents such as methanol, ethanol, isopropyl alcohol, and n-propanol can be used alone or in appropriate combinations.

[0089] [Curing of coating film]

[0090] The coating film thus formed on the resin film (21) is cured to form the ultraviolet absorbing layer (22). Figure 2 As shown, a polarizing plate (1) of the present invention can be obtained, wherein the ultraviolet absorbing film (2) comprises a resin film (21) and an ultraviolet absorbing layer (22) provided on the polarizing film (4) side thereof. In order to cure the coating film, a curing treatment corresponding to the curable resin used can be performed. Specifically, when the curable resin used is an ultraviolet curable resin that is cured by irradiation with ultraviolet rays, it is sufficient to irradiate with ultraviolet rays. When the curable resin used is an electron beam curable resin that is cured by irradiation with electron beams, it is sufficient to irradiate with electron beams. When the curable resin used is a thermosetting resin that is cured by heating, it is sufficient to heat the coating film. The irradiation intensity and irradiation time of the electron beam and ultraviolet rays, the heating temperature when curing by heating, and the heating time are appropriately selected according to the curable resin used.

[0091] 〔Ultraviolet absorbing layer〕

[0092] The thickness of the ultraviolet absorbing layer (22) that can be formed is generally 1 μm or more, preferably 1.5 μm or more, from the viewpoint of having sufficient strength and being able to sufficiently absorb ultraviolet rays, and is generally 10 μm or less, preferably 5 μm or less, from the viewpoint of thinness. The thickness of the ultraviolet absorbing layer (22) can be adjusted, for example, according to the amount of solvent used in dilution, and becomes thinner if the amount of solvent is large. If the amount of solvent used is small, the thickness becomes greater. In addition, the thickness can be made greater by further repeatedly applying the curable resin composition on the coating film obtained by drying.

[0093] [ultraviolet absorbing film]

[0094] The thickness of the ultraviolet absorbing film (2) is the thickness of the ultraviolet absorbing film (2) when the ultraviolet absorbing film (2) is a single layer film obtained by forming a resin composition in which an ultraviolet absorber is compounded in a thermoplastic resin into a film shape, and is the total thickness of the resin film (21) and the ultraviolet absorbing layer (22) when the ultraviolet absorbing film (2) is a film in which the ultraviolet absorbing layer (22) is formed on the surface of the resin film (21). The thickness of the ultraviolet absorbing film (2) is generally 5 μm or more, preferably 7 μm or more, and further preferably 10 μm or more, and is generally 200 μm or less, preferably 100 μm or less, and further preferably 50 μm or less.

[0095] [Oxygen barrier layer]

[0096] The oxygen barrier layer (3) is a layer that blocks the transmission of oxygen (O2), and the oxygen permeability thereof is generally 60 cm 3 / m 2 ·24 hrs·atm or less, preferably 50 cm 3 / m 2 ·24 hrs·atm or less, more preferably 30 cm 3 / m 2 ·24 hrs·atm or less. From the viewpoint of the actual thickness, the lower limit value is 0.001 cm 3 / m 2 ·24 hrs·atm or more, preferably 0.01 cm 3 / m 2 ·24 hrs·atm or more, more preferably 0.05 cm 3 / m 2 ·24 hrs·atm or more. The oxygen barrier layer is generally transparent and colorless.

[0097] As such an oxygen barrier layer, for example, a polyvinyl alcohol-based resin layer can be mentioned. As the polyvinyl alcohol-based resin constituting the polyvinyl alcohol-based resin layer, from the viewpoint of easily obtaining sufficient oxygen barrier properties, a polyvinyl alcohol-based resin having a saponification degree of usually 30 or more, preferably 70 or more, further preferably 90 or more, particularly preferably 95 or more, further preferably 97 or more, and usually 100 or less is used. From the viewpoint of easily obtaining sufficient oxygen barrier properties, the thickness of the oxygen barrier layer is usually 0.1 μm or more, preferably 0.5 μm or more, further preferably 0.7 μm or more, and from the viewpoint of thinness and economy, usually 10 μm or less, preferably 5 μm or less, further preferably 3 μm or less, particularly preferably 1.5 μm or less.

[0098] [Formation of the oxygen barrier layer (polyvinyl alcohol-based resin layer)]

[0099] Such a polyvinyl alcohol-based resin layer can be formed, for example, by a method of applying an aqueous solution of a polyvinyl alcohol-based resin to one surface of the ultraviolet absorbing film (2) and drying it by heating. The content of the polyvinyl alcohol-based resin in the aqueous solution is usually 0.5 parts to 20 parts, and preferably 1 part to 10 parts. The heating temperature is, for example, 70°C to 100°C, and the heating time is, for example, 1 minute to 10 minutes.

[0100] In the case where the ultraviolet absorbing film (2) is a resin film, the polyvinyl alcohol-based resin layer can be formed on one surface of the resin film.

[0101] In the case where the ultraviolet absorbing film (2) is a film in which an ultraviolet absorbing layer (22) is formed on one surface of a resin film (21), the oxygen barrier layer (3) can be formed on the resin film (21) side or on the ultraviolet absorbing layer (22) side.

[0102] The polyvinyl alcohol-based resin layer can be formed by a method of applying an aqueous solution of a polyvinyl alcohol-based resin to one surface of the polarizing film (4) to be described later and drying it. From the viewpoint of being able to improve the adhesion to the polyvinyl alcohol-based resin layer, the polarizing film (4) is preferably subjected to a corona treatment in advance.

[0103] [Transmittance of ultraviolet rays from the ultraviolet absorbing film to the oxygen barrier layer]

[0104] The light transmittance (T 380G ) at a wavelength of 380 nm from the ultraviolet absorbing film (2) to the oxygen barrier layer (3) is 10% or less, preferably 8% or less, further preferably 6% or less, particularly preferably 1% or less, and desirably 0 (zero) %. By making T 380G 10% or less, it is possible to suppress a decrease in the polarizing properties. T 380GThe proportion of ultraviolet rays (wavelength 380 nm) that are transmitted through the ultraviolet absorbing film (2) and the oxygen barrier layer (3) and reach the polarizing film (4) without being absorbed.

[0105] From the viewpoint of further suppressing deterioration of the polarizing properties of the polarizing film (4), the light transmittance (T 400G ) of the ultraviolet absorbing film (2) to the oxygen barrier layer (3) at a wavelength of 400 nm is preferably 10% or less, further preferably 5% or less, more preferably 2% or less, particularly preferably 1% or less, and ideally 0 (zero) %.

[0106] On the other hand, in order not to hinder blue light emission from the organic EL image display device, the light transmittance (T 450G ) of the ultraviolet absorbing film (2) to the oxygen barrier layer (3) at a wavelength of 450 nm is ideally 100%, generally 70% or more, preferably 80% or more, further preferably 85% or more, and particularly preferably 88% or more.

[0107] [Polarizing film]

[0108] The polarizing plate (1) of the present application has a polarizing film (4). A dichroic dye is oriented in the polarizing film (4), and thus the polarizing film (4) has an absorption axis in the plane and a transmission axis in the plane orthogonal to the absorption axis. Of light incident to the polarizing film (4), a polarized component with a vibration plane parallel to the absorption axis is absorbed. A polarized component with a vibration plane parallel to the transmission axis is transmitted. In the case where the dichroic dye is oriented in the plane, for light incident from the normal direction, the polarizing film (4) absorbs a polarized component parallel to the absorption axis and transmits a polarized component parallel to the transmission axis, and functions as a so-called linear polarizing plate.

[0109] [Polymerizable liquid crystal composition]

[0110] As the polarizing film (4) constituting the polarizing plate (1) of the present application, for example, a cured product layer formed of a cured product of a polymerizable liquid crystal composition containing a polymerizable liquid crystal compound having at least one polymerizable group and a dichroic dye can be cited.

[0111] [Polymerizable liquid crystal compound]

[0112] In the polarizing plate (1) of the present application, the polymerizable liquid crystal compound (hereinafter, also referred to as "polymerizable liquid crystal compound (A)") contained in the polymerizable liquid crystal composition (hereinafter, also referred to as "polymerizable liquid crystal composition (A)") forming the polarizing film (4) is a liquid crystal compound having at least one polymerizable group. Here, the polymerizable group refers to a group capable of participating in a polymerization reaction by an active radical or acid or the like generated from a polymerization initiator. As the polymerizable group possessed by the polymerizable liquid crystal compound (A), for example, a vinyl group, a vinyloxy group, a 1-chlorovinyl group, an isopropenyl group, a 4-vinylphenyl group, an acryloyloxy group, a methacryloyloxy group, an oxiranyl group, an oxetanyl group, or the like can be given. Among these, a radical polymerizable group is preferred, and an acryloyloxy group, a methacryloyloxy group, a vinyl group, a vinyloxy group is more preferred, and an acryloyloxy group, a methacryloyloxy group is particularly preferred.

[0113] In the present application, the polymerizable liquid crystal compound (A) is preferably a compound exhibiting a smectic liquid crystal phase. By using a polymerizable liquid crystal compound exhibiting a smectic liquid crystal phase, a polarizing film (4) having a high degree of alignment order can be formed. The liquid crystal state exhibited by the polymerizable liquid crystal compound (A) is a smectic phase (a smectic liquid crystal state), and from the viewpoint of achieving a higher degree of alignment order, a higher-order smectic phase (a higher-order smectic liquid crystal state) is more preferred. Here, the higher-order smectic phase refers to 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, and a smectic L phase, among which a smectic B phase, a smectic F phase, and a smectic I phase are more preferred. The liquid crystal property can be either a thermotropic liquid crystal or a lyotropic liquid crystal, and from the viewpoint of being able to perform dense film thickness control, a thermotropic liquid crystal is preferred. In addition, the polymerizable liquid crystal compound (A) can be a monomer, an oligomer formed by polymerization of the polymerizable group, or a polymer.

[0114] As the polymerizable liquid crystal compound (A), there is no particular limitation as long as it is a liquid crystal compound having at least one polymerizable group, and a known polymerizable liquid crystal compound can be used, and a compound exhibiting a smectic liquid crystal phase is preferred. As such a polymerizable liquid crystal compound, for example, a compound represented by the following formula (A1) (hereinafter, also referred to as "polymerizable liquid crystal compound (A1)") can be given.

[0115] U 1 -V 1 -W 1 -(X 1 -Y 1 -) n -X 2 -W 2 -V 2 -U 2 (A1)

[0116] In formula (A1),

[0117] X 1 and X 2 each independently represents a divalent aromatic group or a divalent alicyclic hydrocarbon group, in which a hydrogen atom contained in the divalent aromatic group or the divalent alicyclic hydrocarbon group can 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 a carbon atom constituting the divalent aromatic group or the divalent alicyclic hydrocarbon group can be substituted with an oxygen atom or a sulfur atom or a nitrogen atom. Among them, at least one of X 1 and X 2 is a 1,4-phenylene group which can have a substituent or a cyclohexane-1,4-diyl group which can have a substituent.

[0118] Y 1 is a single bond or a divalent linking group.

[0119] n is 1 to 3, and in the case where n is 2 or more, a plurality of X 1 may be the same as or different from each other. X 2 may be the same as or different from any one or all of X 1 . In addition, in the case where n is 2 or more, a plurality of Y 1 may be the same as or different from each other. From the viewpoint of liquid crystallinity, n is preferably 2 or more.

[0120] U 1 represents a hydrogen atom or a polymerizable group.

[0121] U 2 represents a polymerizable group.

[0122] W 1 and W 2 each independently is a single bond or a divalent linking group.

[0123] V 1 and V 2 each independently represents an alkanediyl group having 1 to 20 carbon atoms which can have a substituent, and -CH2- constituting the alkanediyl group can be replaced with -O-, -CO-, -S-, or NH-.

[0124] In the polymerizable liquid crystalline compound (Al), X 1 and X 2 each independently is preferably a 1,4-phenylene group which can have a substituent or a cyclohexane-1,4-diyl group which can have a substituent, X 1 and X 2At least one of the 1,4-phenylene groups is an optionally substituted 1,4-phenylene group or an optionally substituted cyclohexane-1,4-diyl group, preferably a trans-cyclohexane-1,4-diyl group. Examples of substituents that may be present in the optionally substituted 1,4-phenylene group or the optionally substituted cyclohexane-1,4-diyl group include alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, and butyl groups, cyano groups, and halogen atoms such as chlorine and fluorine atoms. Unsubstituted is preferred.

[0125] In order to facilitate the development of smectic liquid crystal properties, the polymerizable liquid crystal compound (A1) preferably has an asymmetric structure in the portion represented by formula (A1-1) [hereinafter referred to as partial structure (A1-1)].

[0126] -(X 1 -Y 1 -) n -X 2 - (A1-1)

[0127] 〔where X 1 、Y 1 、X 2 and n respectively have the same meanings as above. 〕

[0128] Examples of the polymerizable liquid crystal compound (A1) having an asymmetric structure in which the partial structure (A1-1) is a compound in which n is 1 and one X is present include: 1 With X 2 These are polymerizable liquid crystal compounds (A1) having different structures from each other.

[0129] In addition, n is 2 and 2 Y 1 are compounds of the same structure, wherein

[0130] 2 X 1 are identical structures, and 1 X 2 For these 2 X 1 Polymerizable liquid crystal compounds (A1) of different structures;

[0131] 2 X 1 in and W 1 Bonded X 1 For another X 1 and X 2 Different structure, and another X 1 With X 2 These are polymerizable liquid crystal compounds (A1) having the same structure.

[0132] In addition, n is 3 and 3 Y 1 The same structure, and 3 X 1 and 1 X2 a polymeric liquid crystal compound (Al) having a structure different from any one of the other three.

[0133] Y 1 is preferably -CH2CH2-, -CH2O-, -CH2CH2O-, -COO-, -OCOO-, a single bond, -N=N-, -CR a =CR b -, -C≡C-, -CR a =N- or -CO-NR a -. R a and R b each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Y 1 is more preferably -CH2CH2-, -COO- or a single bond, and in the case where a plurality of Y 1 are present, Y 2 bonded to X 1 is more preferably -CH2CH2- or CH2O-. In the case where X 1 and X 2 are all the same structure, it is preferable that two or more Y 1 be present which differ from each other in bonding mode. In the case where a plurality of Y 1 are present which differ from each other in bonding mode, an asymmetric structure is obtained, and thus there is a tendency for a smectic liquid crystal phase to be easily exhibited.

[0134] U 2 is a polymerizable group. U 1 is a hydrogen atom or a polymerizable group, and is preferably a polymerizable group. It is preferable that U 1 and U 2 both be polymerizable groups, and preferably both be radical polymerizable groups. As the polymerizable group, the same groups as those exemplified above as the polymerizable group possessed by the polymeric liquid crystal compound (A) can be given. U 1 indicated by U 2 indicated by U 1 and V 2 indicated by V 1 may be different from each other, but are preferably the same kind of group. Furthermore, the polymerizable group can be in a polymerized state or an un-polymerized state, and is preferably in an un-polymerized state.

[0135] As the alkandiyl group indicated by V 1 and V 2 , methylene, ethylene, 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, etc. can be given. V 1 and V2 An alkanediyl group having preferably 2 to 12 carbon atoms, more preferably an alkanediyl group having 6 to 12 carbon atoms.

[0136] As the substituent which the alkanediyl group optionally has, a cyano group and a halogen atom and the like can be given, the alkanediyl group is preferably unsubstituted, more preferably an unsubstituted straight-chain alkanediyl group.

[0137] W 1 and W 2 are preferably independently a single bond, -O-, -S-, -COO- or OCOO-, more preferably a single bond or -O-.

[0138] As the polymerizable liquid crystal compound (A), there is no particular limitation as long as it is a polymerizable liquid crystal compound having at least one polymerizable group, and a publicly known polymerizable liquid crystal compound can be used, and it is preferable to exhibit a smectic liquid crystal property, and as a structure which easily exhibits a smectic liquid crystal property, it is preferable to have a molecular structure having asymmetry in the molecular structure, and specifically, it is more preferable to be a polymerizable liquid crystal compound having a partial structure of (A-a) to (A-i) below and exhibiting a smectic liquid crystal property. From the viewpoint of easily exhibiting a high-order smectic liquid crystal property, it is more preferable to have a partial structure of (A-a), (A-b) or (A-c). Note that in the following (A-a) to (A-i), represents a bond (a single bond).

[0139] [Chemical Formula 6]

[0140]

[0141] As the polymerizable liquid crystal compound (A), specifically, for example, a compound represented by Formula (A-1) to Formula (A-25) can be given. In the case where the polymerizable liquid crystal compound (A) has a cyclohexane-1,4-diyl group, the cyclohexane-1,4-diyl group is preferably a trans form.

[0142] [Chemical Formula 7]

[0143]

[0144] [Chemical Formula 8]

[0145]

[0146] [Chemical Formula 9]

[0147]

[0148] [Chemical Formula 10]

[0149]

[0150] [Chemical Formula 11]

[0151]

[0152] at least one compound represented by formula (A-2), formula (A-3), formula (A-4), formula (A-5), formula (A-6), formula (A-7), formula (A-8), formula (A-13), formula (A-14), formula (A-15), formula (A-16), and formula (A-17). As the polymerizable liquid crystal compound (A), one kind can be used alone, or two or more kinds can be used in combination.

[0153] The polymerizable liquid crystal compound (A) can be produced, for example, by the known method described in Lub et al., Recl. Trav. Chim. Pays-Bas, 115, 321-328 (1996), or Japanese Patent No. 4719156, and the like.

[0154] In the present application, the polymerizable liquid crystal composition (A) can contain another polymerizable liquid crystal compound in addition to the polymerizable liquid crystal compound (A), and the proportion of the polymerizable liquid crystal compound (A) with respect to the total mass of all the polymerizable liquid crystal compounds contained in the polymerizable liquid crystal composition (A) is preferably 51% by mass or more, more preferably 70% by mass or more, and further preferably 90% by mass or more, from the viewpoint of obtaining a polarizing film having a high degree of orientation order.

[0155] In addition, in the case where the polymerizable liquid crystal composition (A) contains two or more kinds of polymerizable liquid crystal compounds (A), at least one of them can be the polymerizable liquid crystal compound (Al), or all of them can be the polymerizable liquid crystal compound (Al). By combining a plurality of polymerizable liquid crystal compounds, it is sometimes possible to temporarily maintain liquid crystallinity even at a temperature below the liquid crystal-crystalline phase transition temperature.

[0156] The content of the polymerizable liquid crystal compound in the polymerizable liquid crystal composition (A) with respect to the solid content of the polymerizable liquid crystal composition (A) is preferably 40 to 99.9% by mass, more preferably 60 to 99% by mass, and further preferably 70 to 99% by mass. If the content of the polymerizable liquid crystal compound is within the above range, there is a tendency that the alignment property of the polymerizable liquid crystal compound becomes higher. Note that, in the present specification, the solid content of the polymerizable liquid crystal composition (A) means the total amount of the components after removal of the solvent from the polymerizable liquid crystal composition (A).

[0157] 〔Dichroic dye〕

[0158] In the present application, the polymerizable liquid crystal composition (A) that forms the polarizing film (4) contains a dichroic dye. Here, the dichroic dye refers to a dye having a property that the absorbance in the long axis direction of the molecule is different from the absorbance in the short axis direction of the molecule. The dichroic dye that can be used in the present application is not particularly limited as long as it has the above property, and can be a dye or a pigment. In addition, two or more dyes or pigments can be used in combination, or a dye and a pigment can be used in combination.

[0159] As the dichroic dye, an organic dichroic dye is preferable, and a dichroic dye having an absorption maximum wavelength (λ MAX ) in the range of 300 to 700 nm is more preferable. As such a dichroic dye, for example, acridine dyes, oxazine dyes, cyanine dyes, naphthalene dyes, azo dyes, and anthraquinone dyes, etc. can be given.

[0160] As the azo dye, monoazo dyes, disazo dyes, triazo dyes, tetraazo dyes, and stilbazol dyes, etc. can be given, and disazo dyes and triazo dyes are preferable, and for example, a compound represented by Formula (I) (hereinafter, also referred to as "compound (I)") can be given.

[0161] K 1 (-N=N-K 2 ) p -N=N-K 3 (I)

[0162] [In Formula (I), K 1 and K 3 independently of each other represent a phenyl group which can have a substituent, a naphthyl group which can have a substituent, or a monovalent heterocyclic group which can have a substituent. K 2 represents a para-phenylene group which can have a substituent, a naphthalene-1,4-diyl group which can have a substituent, or a divalent heterocyclic group which can have a substituent. p represents an integer of 1 to 4. In the case where p is an integer of 2 or more, a plurality of K 2 may be the same or different. In the range where absorption in the visible region is exhibited, the -N=N- bond can be replaced with a -C=C-, -COO-, -NHCO-, -N=CH- bond.]

[0163] As the monovalent heterocyclic group, for example, a group obtained by removing one hydrogen atom from a heterocyclic compound such as quinoline, thiazole, benzothiazole, thienothiazole, imidazole, benzimidazole, oxazole, benzoxazole, etc. can be given. As the divalent heterocyclic group, a group obtained by removing two hydrogen atoms from the above heterocyclic compound can be given.

[0164] As the phenyl group, naphthyl group, and monovalent heterocyclic group in K 1 and K 3 , and the phenyl group, naphthyl group, and divalent heterocyclic group in K 2As the substituent which the phenylene group, the naphthalene- 1, 4- diyl group and the divalent heterocyclic group optionally have in the formula (I), there can be mentioned an alkyl group having 1 to 4 carbon atoms; an alkoxy group having 1 to 4 carbon atoms such as methoxy group, ethoxy group and butoxy group; a fluoroalkyl group having 1 to 4 carbon atoms such as trifluoromethyl group; a cyano group; a nitro group; a halogen atom; a substituted or unsubstituted amino group (the substituted amino group means an amino group having one or two alkyl groups having 1 to 6 carbon atoms, or an amino group in which two substituted alkyl groups are bonded to each other to form an alkanediyl group having 2 to 8 carbon atoms. The unsubstituted amino group is -NH2) ; and the like.

[0165] In the compound (I), it is preferable that the compound be represented by any one of the following formulae (I-1) to (I-8).

[0166] [Chemical Formula 12]

[0167]

[0168] [In the formulae (I-1) to (I-8),

[0169] B 1 ~B 30 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a cyano group, a nitro group, a substituted or unsubstituted amino group (the substituted or unsubstituted amino group is as defined above), a chlorine atom or a trifluoromethyl group.

[0170] n1 to n4 independently of one another represent an integer of 0 to 3.

[0171] In the case where n1 is 2 or more, a plurality of B 2 may be the same as or different from each other,

[0172] In the case where n2 is 2 or more, a plurality of B 6 may be the same as or different from each other,

[0173] In the case where n3 is 2 or more, a plurality of B 9 may be the same as or different from each other,

[0174] In the case where n4 is 2 or more, a plurality of B 14 may be the same as or different from each other.

[0175] As the above anthraquinone dye, a compound represented by the formula (I-9) is preferable.

[0176] [Chemical Formula 13]

[0177]

[0178] [In the formula (I-9),

[0179] R1 ~R 8 each independently represents a hydrogen atom, -R x , -NH2, -NHR x , -NR x 2, -SR x or a halogen atom.

[0180] R x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms.

[0181] As the oxazone dye, a compound represented by formula (I-10) is preferable.

[0182] [Chemical Formula 14]

[0183]

[0184] [In formula (I-10),

[0185] R 9 ~R 15 each independently represents a hydrogen atom, -R x , -NH2, -NHR x , -NR x 2, -SR x or a halogen atom.

[0186] R x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms.

[0187] As the acridine dye, a compound represented by formula (I-11) is preferable.

[0188]

[0189] [In formula (I-11),

[0190] R 16 ~R 23 each independently represents a hydrogen atom, -R x , -NH2, -NHR x , -NR x 2, -SR x or a halogen atom.

[0191] R x represents an alkyl group having 1 to 4 carbon atoms or an aryl group having 6 to 12 carbon atoms.

[0192] In formula (I-9), formula (I-10) and formula (I-11), as R xAs the alkyl group having 1 to 6 carbon atoms, there are mentioned methyl, ethyl, propyl, butyl, pentyl, hexyl and the like, and as the aryl group having 6 to 12 carbon atoms, there are mentioned phenyl, tolyl, xylyl, naphthyl and the like.

[0193] As the above cyanine dye, a compound represented by formula (I-12) and a compound represented by formula (I-13) are preferred.

[0194] [Chemical Formula 15]

[0195]

[0196] [In formula (I-12),

[0197] D 1 and D 2 independently of one another represent a group represented by any one of formulae (I-12a) to (I-12d).

[0198] [Chemical Formula 16]

[0199]

[0200] n5 represents an integer of 1 to 3.

[0201] [Chemical Formula 17]

[0202]

[0203] [In formula (I-13),

[0204] D 3 and D 4 independently of one another represent a group represented by any one of formulae (I-13a) to (I-13h).

[0205] [Chemical Formula 18]

[0206]

[0207] n6 represents an integer of 1 to 3.

[0208] Among these dichroic dyes, the azo dye is suitable for the production of a polarizing film having excellent polarizing properties because of its high linearity.

[0209] In the present application, the weight average molecular weight of the dichroic dye is usually 300 to 2000, preferably 400 to 1000.

[0210] The content of the dichroic pigment in the polymerizable liquid crystal composition (A) can be appropriately determined depending on the kind of the dichroic pigment used, and the like, and is preferably 0.1 to 50 parts by mass, more preferably 0.1 to 20 parts by mass, and further preferably 0.1 to 12 parts by mass, relative to 100 parts by mass of the polymerizable liquid crystal compound. If the content of the dichroic pigment is within the above range, the alignment of the polymerizable liquid crystal compound is not easily disturbed, and a polarizing film having a high degree of alignment order can be obtained.

[0211] If the dichroic pigment is a pigment having a structure represented by Formula (A) below, the reduction in the polarizing performance due to outdoor use can be more effectively suppressed, and thus is preferred.

[0212] [Chemical Formula 19]

[0213]

[0214] (In the formulae, represents a linking portion,

[0215] R1and R2each independently are a halogen atom or a methyl group (-CH3),

[0216] n and m each independently represent an integer of 0 to 4,

[0217] R3and R4each independently are an alkyl group which can have a substituent, or R3and R4are bonded to each other to constitute an alkenyl group.]

[0218] The cured product layer formed from the cured product of the polymerizable liquid crystal composition can be formed, for example, by forming an alignment film on a base film, coating the polymerizable liquid crystal composition thereon, aligning the polymerizable liquid crystal compound in the polymerizable liquid crystal composition in a liquid crystal state, for example, a smectic liquid crystal state, by heating or the like, and polymerizing it in this state. The polarizing film (4) can be the cured product layer thus formed alone, or the cured product layer and the alignment film can be two layers.

[0219] [Circularly polarizing plate]

[0220] As Figure 3 shown in FIG. 1, the polarizing plate (1) of the present application can be generally made into a circularly polarizing plate (6) by laminating a phase difference plate (5) via an adhesive layer (not shown) on the side of the polarizing film (4) opposite to the above-described ultraviolet absorbing film (2).

[0221] [Phase difference plate]

[0222] As the phase difference plate (5) constituting the circularly polarizing plate (6), for example, a phase difference plate which exhibits an in-plane phase difference of 100 nm to 180 nm, preferably 120 nm to 160 nm at a wavelength of 550 nm, and functions as a so-called λ / 4 plate can be given. In the case where the polarizing film (4) is a linearly polarizing plate, the angle formed between the slow axis of such a phase difference plate (5) and the absorption axis of the polarizing film (4) is desirably 45°, usually 40° to 50°, and preferably 43° to 47°.

[0223] The ratio (Re 450 / Re 550 ) of the in-plane phase difference (Re 450 at a wavelength of 450 nm of the phase difference plate (5) to the in-plane phase difference (Re 550 at a wavelength of 550 nm is preferably less than 1.00, further preferably 0.93 or less, particularly preferably 0.88 or less, and especially preferably 0.86 or less, and is usually 0.80 or more, and preferably 0.82 or more. By using a phase difference plate which exhibits so-called reverse wavelength dispersion, in which the ratio (Re 450 / Re 550 ) is less than 1.00, it is possible to function as a circularly polarizing plate in a wider range of visible light.

[0224] The above phase difference plate can be a stretched film in which a phase difference is imparted by stretching a polymer, but from the viewpoint of thinning of the polarizing plate, it is preferably composed of a polymerizable liquid crystal composition (hereinafter, also referred to as "polymerizable liquid crystal composition (B)") containing a polymerizable liquid crystal compound. In the above phase difference plate, the polymerizable liquid crystal compound is usually polymerized in an oriented state. The polymerizable liquid crystal compound (hereinafter, also referred to as "polymerizable liquid crystal compound (B)") which forms a phase difference refers to a liquid crystal compound having a polymerizable functional group, particularly a photopolymerizable functional group. The photopolymerizable functional group refers to a group which can participate in a polymerization reaction by active radicals, acids, or the like generated from a photopolymerization initiator. As the photopolymerizable functional group, a vinyl group, a vinyloxy group, a 1-chlorovinyl group, an isopropenyl group, a 4-vinylphenyl group, an acryloyloxy group, a methacryloyloxy group, an oxiranyl group, an oxetanyl group, or the like can be given. Among these, an acryloyloxy group, a methacryloyloxy group, a vinyloxy group, an oxiranyl group, and an oxetanyl group are preferred, and an acryloyloxy group is more preferred. The liquid crystallinity can be thermotropic liquid crystals or lyotropic liquid crystals, and as the phase sequence structure, nematic liquid crystals or smectic liquid crystals can be given. As the polymerizable liquid crystal compound, one kind can be used alone, or two or more kinds can be used in combination.

[0225] As the polymerizable liquid crystal compound (B), from the viewpoint of imparting ease of film formation and the above phase difference represented by the formula (Y), a compound having the following characteristics (I) to (IV) is preferred.

[0226] (I) a compound having thermotropic liquid crystallinity;

[0227] (II) having a π electron in the long axis direction (a) of the polymerizable liquid crystalline compound.

[0228] (III) having a π electron in the direction intersecting the long axis direction (a) [intersecting direction (b)].

[0229] (IV) D(πa) and D(πb) are in a relationship of 0 ≤ [D(πa) / D(πb)] ≤ 1,

[0230] (that is, the π electron density in the intersecting direction (b) is greater than the π electron density in the long axis direction (a))

[0231] The D(πa) is the π electron density in the long axis direction (a) of the polymerizable liquid crystalline compound defined by the following formula (i) when the total of the π electrons present in the long axis direction (a) is N(πa) and the total of the molecular weights present in the long axis direction (a) is N(Aa):

[0232] D(πa) = N(πa) / N(Aa) (i)

[0233] The D(πb) is the π electron density in the intersecting direction (b) of the polymerizable liquid crystalline compound defined by the following formula (ii) when the total of the π electrons present in the intersecting direction (b) is N(πb) and the total of the molecular weights present in the intersecting direction (b) is N(Ab):

[0234] D(πb) = N(πb) / N(Ab) (ii).

[0235] Note that, in the case of the polymerizable liquid crystalline compound (B) satisfying the above (I) to (IV), for example, a nematic phase can be formed by coating on an alignment film formed by rubbing treatment, and heating to above the phase transition temperature. In the nematic phase formed by alignment of the polymerizable liquid crystalline compound (B), alignment is generally performed in such a manner that the long axis directions of the polymerizable liquid crystalline compounds are parallel to each other, and the long axis directions become the alignment direction of the nematic phase.

[0236] The polymerizable liquid crystalline compound (B) having the above characteristics generally mostly exhibits inverse wavelength dispersion. As the compound satisfying the above (I) to (IV), specifically, for example, a compound represented by the following formula (II) can be mentioned.

[0237] [Chemical Formula 20]

[0238]

[0239] The compound represented by the above formula (II) can be used alone or in combination with two or more.

[0240] In formula (II), Ar represents a divalent aromatic group which can have a substituent. The aromatic group herein refers to a group having a planar cyclic structure having a number of π electrons of [4n+2] according to Hückel's rule. Here, n represents an integer. In the case where a ring structure is formed including a hetero atom such as -N=, -S-, a non-covalent electron pair on the hetero atom is included to satisfy Hückel's rule, and the case where the aromaticity is included is also included. The divalent aromatic group preferably includes at least one or more of a nitrogen atom, an oxygen atom, and a sulfur atom.

[0241] In formula (II), G 1 and G 2 each independently represents a divalent aromatic group or a divalent alicyclic hydrocarbon group. Here, a hydrogen atom included in the divalent aromatic group or the divalent alicyclic hydrocarbon group can 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 a carbon atom constituting the divalent aromatic group or the divalent alicyclic hydrocarbon group can be substituted with an oxygen atom, a sulfur atom, or a nitrogen atom.

[0242] In formula (II), L 1 , L 2 , B 1 and B 2 each independently is a single bond or a divalent linking group.

[0243] In formula (II), k, 1 each independently represents an integer of 0 to 3, and satisfies a relationship of 1≤k+l. Here, in the case where 2≤k+l, B 1 and B 2 , G 1 and G 2 may be the same as each other or different from each other, respectively.

[0244] In formula (II), E 1 and E 2 each independently represents an alkanediyl group having 1 to 17 carbon atoms, and here, a hydrogen atom included in the alkanediyl group can be substituted with a halogen atom, and -CH2- included in the alkanediyl group can be replaced with -0-, -S-, -Si-.P 1 and P 2 each independently represents a polymerizable group or a hydrogen atom, and at least one is a polymerizable group.

[0245] In formula (II), G 1 and G 2Each independently preferably is a 1,4-phenylenediyl group which may be substituted with at least one substituent selected from a halogen atom and an alkyl group having 1 to 4 carbon atoms, or a 1,4-cyclohexanediyl group which may be substituted with at least one substituent selected from a halogen atom and an alkyl group having 1 to 4 carbon atoms, more preferably a 1,4-phenylenediyl group substituted with a methyl group, an unsubstituted 1,4-phenylenediyl group, or an unsubstituted 1,4-trans-cyclohexanediyl group, and particularly preferably an unsubstituted 1,4-phenylenediyl group or an unsubstituted 1,4-trans-cyclohexanediyl group. In addition, it is preferred that a plurality of G 1 and G 2 At least one of them is a divalent alicyclic hydrocarbon group, and more preferably 1 or L 2 Bonded G 1 and G 2 At least one of them is a divalent alicyclic hydrocarbon group.

[0246] In formula (II), L 1 and L 2 Each of them is independently preferably a single bond, an alkylene group having 1 to 4 carbon atoms, -O-, -S-, -R a1 OR a2 -、-R a3 COOR a4 -、-R a5 OCOR a6 -、R a7 OC=OOR a8 -、-N=N-、-CR c =CR d -, or -C≡C-. Here, R a1 ~R a8 Each independently represents a single bond or an alkylene group having 1 to 4 carbon atoms, R c and R d represents an alkyl group having 1 to 4 carbon atoms or a hydrogen atom. 1 and L 2 More preferably, each independently represents a single bond, -OR a2-1 -、-CH2-、-CH2CH2-、-COOR a4-1 -, or OCOR a6-1 -. Here, R a2-1 、R a4-1 、R a6-1 Each independently represents a single bond, -CH2-, or -CH2CH2-. 1 and L 2 Each independently is further preferably a single bond, -O-, -CH2CH2-, -COO-, -COOCH2CH2-, or OCO-.

[0247] In a suitable embodiment of the present application, G in formula (II) is 1 and at least one of G 2 is a divalent alicyclic hydrocarbon group, the divalent alicyclic hydrocarbon group being bonded to a divalent aromatic group Ar which can have a substituent, through L 1 and / or L 2 .

[0248] In formula (II), B 1 and B 2 are each independently preferably a single bond, an alkylene group having 1 to 4 carbon atoms, -0-, -S-, -R a9 OR a10 -, -R a11 COOR a12 -, -R a13 OCOR a14 -, or R a15 OC=OOR a16 -. Here, R a9 to R a16 each independently represent a single bond or an alkylene group having 1 to 4 carbon atoms. B 1 and B 2 are each independently more preferably a single bond, -OR a10-1 -, -CH2-, -CH2CH2-, -COOR a12-1 -, or OCOR a14-1 -. Here, R a10-1 , R a12-1 , and R a14-1 each independently represent any one of a single bond, -CH2-, and -CH2CH2-. B 1 and B 2 are each independently further preferably a single bond, -0-, -CH2CH2-, -COO-, -COOCH2CH2-, -OCO-, or OCOCH2CH2-.

[0249] In formula (II), k and 1 are preferably in the range of 2 ≤ k + 1 ≤ 6, preferably k + 1 = 4, and more preferably k = 2 and 1 = 2, from the viewpoint of exhibiting reverse wavelength dispersion.

[0250] In formula (II), E 1 and E 2 are each independently preferably an alkanediyl group having 1 to 17 carbon atoms, and more preferably an alkanediyl group having 4 to 12 carbon atoms.

[0251] In formula (II), P 1 or P 2As the polymeric group represented by Ar, for example, an epoxy group, a vinyl group, a vinyloxy group, a 1-chlorovinyl group, an isopropenyl group, a 4-vinylphenyl group, an acryloyloxy group, a methacryloyloxy group, an oxiranyl group, an oxetanyl group, and the like can be given. Among them, an acryloyloxy group, a methacryloyloxy group, a vinyloxy group, an oxiranyl group, and an oxetanyl group are preferred, and an acryloyloxy group is more preferred.

[0252] In formula (II), Ar preferably has at least one selected from the group consisting of an aromatic hydrocarbon ring which can have a substituent, an aromatic heterocyclic ring which can have a substituent, and an electron-withdrawing group. As the aromatic hydrocarbon ring, for example, a benzene ring, a naphthalene ring, an anthracene ring, and the like can be given, and a benzene ring and a naphthalene ring are preferred. As the aromatic heterocyclic ring, a furan ring, a benzofuran ring, a pyrrole ring, an indole ring, a thiophene ring, a benzothiophene ring, a pyridine ring, a pyrazine ring, a pyrimidine ring, a triazole ring, a triazine ring, a pyrrolin ring, an imidazole ring, a pyrazole ring, a thiazole ring, a benzothiazole ring, a thienothiazole ring, an oxazole ring, a benzoxazole ring, and a phenanthroline ring, and the like can be given. Among them, a thiazole ring, a benzothiazole ring, or a benzofuran ring is preferred, and a benzothiazole group is further preferred. In addition, in the case where Ar includes a nitrogen atom, the nitrogen atom preferably has a π electron.

[0253] In formula (II), the total number N of π electrons contained in the bivalent aromatic group represented by Ar π It is preferably 8 or more, more preferably 10 or more, further preferably 14 or more, and particularly preferably 16 or more. In addition, it is preferably 30 or less, more preferably 26 or less, and further preferably 24 or less.

[0254] As the aromatic group represented by Ar, for example, the groups of the following formulae (Ar-1) to (Ar-23) can be given.

[0255] [Chemical Formula 21]

[0256]

[0257] In formulae (Ar-1) to (Ar-23), The mark indicates a linking portion, Z 0 , Z 1 , and Z 2 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 12 carbon atoms, a cyano group, a nitro group, an alkylsulfinyl group having 1 to 12 carbon atoms, an alkylsulfonyl group having 1 to 12 carbon atoms, a carboxyl group, a fluoroalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 12 carbon atoms, an N-alkylamino group having 1 to 12 carbon atoms, an N,N-dialkylamino group having 2 to 12 carbon atoms, an N-alkylsulfamoyl group having 1 to 12 carbon atoms, or an N,N-dialkylsulfamoyl group having 2 to 12 carbon atoms.

[0258] In formulae (Ar-1) to (Ar-23), Q 1 and Q 2 each independently represents -CR 2’ R 3’ -, -S-, -NH-, -NR 2’ -, -CO- or O-, R 2’ and R 3’ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

[0259] In formulae (Ar-1) to (Ar-23), J 1 and J 2 each independently represents a carbon atom, or a nitrogen atom.

[0260] In formulae (Ar-1) to (Ar-23), Y 1 , Y 2 and Y 3 each independently represents an aromatic hydrocarbon group or an aromatic heterocyclic group which can be substituted.

[0261] In formulae (Ar-1) to (Ar-23), W 1 and W 2 each independently represents a hydrogen atom, a cyano group, a methyl group or a halogen atom, and m represents an integer of 0 to 6.

[0262] As the aromatic hydrocarbon group in Y 1 , Y 2 and Y 3 , there can be mentioned a carbon atom number 6 to 20 aromatic hydrocarbon group such as a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a biphenyl group and the like, with a phenyl group, a naphthyl group being preferred, and a phenyl group being more preferred. As the aromatic heterocyclic group, there can be mentioned a carbon atom number 4 to 20 aromatic heterocyclic group containing at least one hetero atom such as a nitrogen atom, an oxygen atom, a sulfur atom or the like, such as a furanyl group, a pyrrolyl group, a thienyl group, a pyridyl group, a thiazolyl group, a benzothiazolyl group and the like, with a furanyl group, a thienyl group, a pyridyl group, a thiazolyl group, a benzothiazolyl group being preferred.

[0263] Y 1 and Y 2 each independently can be a polycyclic ring system aromatic hydrocarbon group or a polycyclic ring system aromatic heterocyclic group which can be substituted. The polycyclic ring system aromatic hydrocarbon group means a fused polycyclic ring system aromatic hydrocarbon group, or a group derived from a collection of aromatic rings. The polycyclic ring system aromatic heterocyclic group means a fused polycyclic ring system aromatic heterocyclic group, or a group derived from a collection of aromatic rings.

[0264] In formulae (Ar-1) to (Ar-23), Z 0 , Z 1 and Z 2 each independently preferably represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 12 carbon atoms, a cyano group, a nitro group, an alkoxy group having 1 to 12 carbon atoms, and Z0 Further preferably, Z is a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cyano group, or 1 and Z 2 Further preferably, Z is a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group, or a cyano group.

[0265] In formulae (Ar-1) to (Ar-23), Q 1 and Q 2 is preferably -NH-, -S-, -NR 2’ -, -O-, R 2’ is preferably a hydrogen atom. Among them, -S-, -O-, and -NH- are particularly preferable.

[0266] In formulae (Ar-1) to (Ar-23), from the viewpoint of molecular stability, formula (Ar-6) and formula (Ar-7) are preferable.

[0267] In formulae (Ar-17) to (Ar-23), Y 1 may form an aromatic heterocyclic group together with the nitrogen atom to which Y is bonded and Z 0 As the aromatic heterocyclic group, the aromatic heterocyclic groups described above as the aromatic heterocycles that Ar can have can be given, and for example, a pyrrole ring, an imidazole ring, a pyrroline ring, a pyridine ring, a pyrazine ring, a pyrimidine ring, an indole ring, a quinoline ring, an isoquinoline ring, a purine ring, a pyrrolidine ring, and the like can be given. The aromatic heterocyclic group can have a substituent. In addition, Y 1 may be the above-described polycyclic ring-based aromatic hydrocarbon group or polycyclic ring-based aromatic heterocyclic group that can be substituted together with the nitrogen atom to which Y is bonded and Z 0 For example, a benzofuran ring, a benzothiazole ring, a benzoxazole ring, and the like can be given. Note that the compound represented by the above formula (II) can be produced, for example, according to the method described in Japanese Patent Application Publication No. 2010-31223.

[0268] The content of the polymerizable liquid crystal compound (B) in the polymerizable liquid crystal composition (B) that constitutes the phase difference film is, for example, 70 to 99.5 parts by mass, preferably 80 to 99 parts by mass, and more preferably 90 to 98 parts by mass, relative to 100 parts by mass of the solid content of the polymerizable liquid crystal composition (B). If the content is within the above range, there is a tendency that the alignment property of the phase difference film becomes higher. Here, the solid content refers to the total amount of the components after removing the volatile components such as a solvent from the polymerizable liquid crystal composition (B).

[0269] The polymerizable liquid crystal composition (B) can contain a polymerization initiator for initiating the polymerization of the polymerizable liquid crystal compound (B). As the polymerization initiator, a polymerization initiator conventionally used in the field can be appropriately selected and used, and can be a thermal polymerization initiator or a photopolymerization initiator, and from the viewpoint of being able to initiate polymerization at a lower temperature, a photopolymerization initiator is preferred. Suitable examples of the photopolymerization initiator are the same as the examples exemplified above as the photopolymerization initiator that can be used in the polymerizable liquid crystal composition (A). In addition, the polymerizable liquid crystal composition (B) can contain, as necessary, a photosensitizer, a leveling agent, and an additive exemplified above as the additive contained in the polymerizable liquid crystal composition (A), and the like. As the photosensitizer and the leveling agent, the same photosensitizer and leveling agent as the examples exemplified above as the photosensitizer and the leveling agent that can be used in the polymerizable liquid crystal composition (A) can be exemplified.

[0270] The phase difference film can be obtained, for example, by adding and mixing a solvent to the polymerizable liquid crystal composition (B) containing the polymerizable liquid crystal compound (B) and, as necessary, a polymerization initiator, an additive, and the like, coating the composition thus prepared (hereinafter, also referred to as "phase difference film-forming composition") on a substrate or an alignment film, removing the solvent by drying, and curing the polymerizable liquid crystal compound (B) in the coating film obtained thereby using heat and / or active energy rays. As the substrate and / or the alignment film used in the production of the phase difference film, the same substrate and / or alignment film as the examples exemplified above as the substrate and / or the alignment film that can be used in the production of the polarizing plate of the present application can be exemplified.

[0271] The solvent used in the phase difference film-forming composition, the coating method of the phase difference film-forming composition, the curing conditions based on active energy rays, and the like can be the same as the examples that can be employed in the production method of the polarizing plate of the present application.

[0272] The thickness of the phase difference film can be appropriately selected depending on the display device to which it is applied, and from the viewpoint of thinness and flexibility, is preferably 0.1 to 10 μm, more preferably 1 to 5 μm, and further preferably 1 to 3 μm.

[0273] The polarizing plate (1) of the present application can have a resin film laminated on the outside of the ultraviolet absorbing film (2), that is, on the side opposite to the polarizing film (4) via an adhesive layer or the like. By laminating a resin film on the outside, the effects of the present application can be further exerted.

[0274] Examples

[0275] Hereinafter, the present application will be described in more detail by examples, but the present application is not limited to these examples.

[0276] [Example 1]

[0277] [Preparation of the polymerizable liquid crystal composition (A)]

[0278] <Preparation of the composition for polarizing plate>

[0279] The following ingredients were mixed and stirred at 80°C for 1 hour, thereby obtaining a composition for polarizing plate. The dichroic pigment used was an azo pigment described in the examples of Japanese Patent Application Publication No. 2013-101328.

[0280] [Polymerizable liquid crystal compound]

[0281] [Chemical Formula 22]

[0282]

[0283] (A-6) 90 parts

[0284] [Chemical Formula 23]

[0285]

[0286] (A-7) 10 parts

[0287] [Polymerizable liquid crystal compound]

[0288] azochromes;

[0289] [Chemical Formula 24]

[0290]

[0291] (dichroic pigment A) 2.5 parts

[0292] [Chemical Formula 25]

[0293]

[0294] (dichroic pigment B) 2.5 parts

[0295] [Chemical Formula 26]

[0296]

[0297] (dichroic pigment C) 2.5 parts

[0298] [Polymerization initiator]

[0299] • 2-dimethylamino-2-benzyl-1-(4-morpholinophenyl)butan-1-one (Irgacure 369; manufactured by Ciba Specialty Chemicals) 6 parts

[0300] 〔leveling agent〕

[0301] • polyacrylate compound (BYK-361N; manufactured by BYK-Chemie) 1.2 parts

[0302] 〔solvent〕

[0303] • o-xylene 400 parts

[0304] A polarizing film was formed by the following steps, similarly to paragraphs 0201 to 0203 of Japanese Patent Application Publication No. 2020-46622.

[0305] 〔production of photo-alignment film on substrate〕

[0306] 〔preparation of photo-alignment film forming composition〕

[0307] The following ingredients described in Japanese Patent Application Publication No. 2013-033249 were mixed, and the obtained mixture was stirred at 80°C for 1 hour, whereby a photo-alignment film forming composition was obtained.

[0308] 〔photo-alignment polymer〕

[0309] [Chemical Formula 27]

[0310]

[0311] 2 parts

[0312] 〔solvent〕

[0313] • o-xylene 98 parts

[0314] 〔production of substrate film with photo-alignment film〕

[0315] A triacetyl cellulose film (KC4UY, manufactured by Konica Minolta) was used as a substrate film, a hard coat layer was formed on the surface of the substrate film, and after performing a corona treatment, the above-described photo-alignment film forming composition was applied and dried at 120°C to obtain a dried film. A photo-alignment film (alignment film) was formed by irradiating polarized light UV on the dried film, and a film with a photo-alignment film was obtained. The layer structure of the film with a photo-alignment film was substrate film (KC4UY) / hard coat layer / photo-alignment film. The polarized light UV treatment was performed using a UV irradiation device (SPOT CURE SP-7; manufactured by USHIO Inc.) under conditions where the intensity measured at a wavelength of 365 nm was 100 mJ.

[0316] 〔production of polarizing film〕

[0317] The above-mentioned composition for forming a polarizing film was coated on the substrate film with the photo-alignment film obtained as described above by a bar coating method (#930 mm / s), and dried in a drying oven at 120°C for 1 minute, whereby the polymeric liquid crystal compound was phase-transited to a liquid phase, and then cooled to room temperature to phase-transit the polymeric liquid crystal compound to a smectic liquid crystal state. Next, the layer formed from the composition for forming a polarizing film was irradiated with ultraviolet rays having an exposure of 1000 mJ / cm 2 (under the condition of 365 nm as a reference) using a UV irradiation device (SPOT CURE SP-7; manufactured by USHIO ELECTRIC CO., LTD.), whereby the polymeric liquid crystal compound contained in the dried coating film was polymerized while maintaining the smectic liquid crystal state of the polymeric liquid crystal compound, and a polarizing film was formed from the dried coating film. The film thickness of the polarizing film at this time was measured using a laser microscope (OLS3000 manufactured by Olympus Corporation), and the result was 2.3 μm. The thus obtained film was a polarizing film comprising the polarizing film and the substrate film. For the polarizing film, X-ray diffraction measurement was performed by irradiating X-rays from the absorption axis direction of the polarizing film using an X-ray diffraction device X'Pert PRO MPD (manufactured by Spectris Corporation), and as a result, a sharp diffraction peak (Bragg peak) having a peak half-value width (FWHM) = about 0.17° was obtained near 2θ = 20.2°. The ordered period (d) calculated from the peak position was about 4.4 A, and it was confirmed that a structure reflecting a high-order smectic phase was formed. Note that the polarizing film was formed on one side of the substrate film (KC4UY). In addition, the layer of the obtained polarizing film was composed of substrate film (KC4UY) / hard coat layer / polarizing film (photo-alignment film / cured product layer) (4).

[0318] [Formation of Oxygen Barrier Layer]

[0319] An oxygen barrier layer was formed on the above-mentioned polarizing film according to the following procedure.

[0320] [Preparation of Curable Composition (1) for Forming Oxygen Barrier Layer]

[0321] A curable composition (1) for forming an oxygen barrier layer was prepared by dissolving 3.8 parts by mass of polyvinyl alcohol ("Z200" manufactured by Mitsubishi Chemical Corporation) in 100 parts by mass of pure water and mixing.

[0322] The polarizing film (4) formed on one side of the base film (KC4UY) in the above was coated with the prepared oxygen barrier layer-forming curable composition (1), and then dried at 100°C for 1.5 minutes, to form an oxygen barrier layer (3) on the polarizing film (4). The thickness of the oxygen barrier layer was about 1.0 μm. The layer constitution of the polarizing film with oxygen barrier layer on which the oxygen barrier layer (3) was formed was base film (KC4UY) / hard coat layer / polarizing film (photo-alignment film / cured product layer) (4) / oxygen barrier layer (3).

[0323] Preparation of ultraviolet absorbing film (A)

[0324] As the ultraviolet absorbing film (A), a film in which an ultraviolet absorbing layer (thickness 1 μm) was formed on one side of a cycloolefin resin (COP) film ("Zeonor Film G+" manufactured by ZEON Corporation) was obtained and used. The transmittance (T 300 ) of the ultraviolet absorbing film (A) at a wavelength of 300 nm was 0.1% or less, the transmittance (T 380 ) at a wavelength of 380 nm was 1.1%, and the transmittance (T 400 ) at a wavelength of 400 nm was 20%. In addition, the transmittance (T 450 ) at a wavelength of 450 nm was 95%, T 450 / T 400 was 5.

[0325] Such an ultraviolet absorbing film (A) can be prepared, for example, by subjecting one side of a cycloolefin resin film (COP film) (Zeonor Film G+) to corona discharge treatment, on the other hand, obtaining a light-selective absorbing compound (1) by the method described in paragraphs 0151 to 0153 and 0155 of Japanese Patent Application Publication No. 2019-8292, preparing a active energy ray-curable resin composition A1 by the method described in paragraph 0155, applying the active energy ray-curable resin composition A1 to the corona discharge-treated side of the above-described cycloolefin resin film (Zeonor Film G+) subjected to corona discharge treatment using a bar coater, irradiating ultraviolet rays using an ultraviolet irradiation device with a conveyor belt (ultraviolet lamp: "H Bulb" manufactured by Fusion UV Systems), and thereby forming an ultraviolet absorbing layer on one side of the cycloolefin resin film (Zeonor Film G+) to prepare. By adjusting the concentration of the active energy ray-curable resin composition A1, the thickness of the ultraviolet absorbing layer can be adjusted, and thereby the transmittance at each wavelength of the ultraviolet absorbing film can be adjusted. The ultraviolet absorbing film (A) (2) has a layer constitution of COP film (Zeonor Film G+) (21) / ultraviolet absorbing layer (22).

[0326] 〔Production of adhesive layer〕

[0327] 〔Preparation of acrylic resin solution〕

[0328] In a reaction vessel equipped with a condenser tube, a nitrogen introduction tube, a thermometer, and a stirrer, a mixed solution of 100 parts of ethyl acetate, 99.0 parts of butyl acrylate, 0.5 part of 2-hydroxyethyl acrylate, and 0.5 part of acrylic acid was charged, and while replacing the air in the apparatus with nitrogen to make it oxygen-free, the internal temperature was raised to 55°C. Then, a solution of 0.12 parts of azobisisobutyronitrile (polymerization initiator) dissolved in 10 parts of ethyl acetate was added in its entirety. After the addition of the polymerization initiator, the temperature was maintained for 1 hour, and then, while maintaining the internal temperature at 54 to 56°C, ethyl acetate was continuously added to the reaction vessel at a rate of 17.3 parts / hour. The addition of ethyl acetate was stopped when the concentration of the (meth)acrylic resin became 35% by mass, and further, the temperature was maintained for 6 hours from the start of the addition of ethyl acetate. Finally, ethyl acetate was added so as to adjust the concentration of the (meth)acrylic resin to 20% by mass, and an acrylic resin solution was prepared. The weight average molecular weight Mw of the obtained acrylic resin was 1.7 million, and the molecular weight distribution Mw / Mn was 3.9. Note that Mw and Mn were measured by connecting two "TSKgel GMHHR-H (S)" columns (manufactured by Tosoh Corporation) in series in a GPC device, using tetrahydrofuran as an eluent, under conditions of a sample concentration of 2 mg / mL, a sample introduction amount of 100 μL, a temperature of 40°C, and a flow rate of 1 mL / minute, and measuring by standard polystyrene conversion.

[0329] 〔Preparation of adhesive composition〕

[0330] To 80 parts of the solid content of the acrylic resin solution obtained above, 20 parts (solid content) of difunctional acrylate (obtained from Shin-Nakamura Chemical Industries, Ltd.; product number "A-DOG"), 1.5 parts of photopolymerization initiator (manufactured by Ciba Specialty Chemicals Co., Ltd.; trade name "Irgacure 500"), and 0.3 parts of silane coupling agent (manufactured by Shin-Etsu Chemical Co., Ltd.; trade name "KBM-403") were added, based on the effective ingredient, and 2.5 parts, and further, ethyl acetate was added so as to adjust the solid content concentration to 13%, and an adhesive composition was obtained.

[0331] A-DOG is a diacrylate of an acetal compound of hydroxy pivaldehyde and trimethylolpropane.

[0332] [Manufacturing of adhesive sheets]

[0333] The adhesive composition prepared above was applied to the release-treated surface of a separator made of polyethylene terephthalate film (PET separator 1) ["PLZ-383030" obtained from Lintec Corporation], which had been subjected to a release treatment, using an applicator so as to have a thickness of 5 μm after drying, and dried at 100°C for 1 minute to produce an adhesive layer (adhesive sheet). Next, the surface of the obtained adhesive layer opposite to the PET separator 1 was attached to the release-treated surface of a separator made of polyethylene terephthalate film (PET separator 2 ["PLR-381031" obtained from Lintec Corporation], which had been subjected to a release treatment. Subsequently, ultraviolet rays were irradiated under the following UV irradiation conditions to produce an adhesive sheet (1). The adhesive sheet had a layer structure of PET separator 1 / adhesive layer / PET separator 2.

[0334] UV irradiation conditions

[0335] ·Using Fusion UV lamp system (Fusion UV Systems) H bulb

[0336] Cumulative light intensity 250mJ / cm 2

[0337] [Production of polarizing plate (1)]

[0338] The polarizing film (4) formed on the substrate film (KC4UY) is laminated on the side of the cycloolefin resin film (Zeonor Film G+) via the adhesive layer obtained by peeling the PET separator 1 and the PET separator 2 from the adhesive sheet, thereby obtaining a polarizing plate (1). The layer structure of the polarizing plate (1) is as follows: ultraviolet absorbing film (A) (2) [ultraviolet absorbing layer (22) / COP film (21)] / adhesive layer / oxygen barrier layer (3) / polarizing film [cured layer / photo-alignment film] (4) / hard coat layer / substrate film (KC4UY).

[0339] [Production of Phase Difference Plate]

[0340] [Preparation of a composition for forming a horizontal alignment film]

[0341] 5 parts of a photo-alignment material having the following structure (weight average molecular weight: 30,000) and 95 parts of cyclopentanone (solvent) were mixed as components, and the obtained mixture was stirred at 80° C. for 1 hour to obtain a composition for forming a horizontal alignment film.

[0342] [Chemical Formula 28]

[0343]

[0344] 〔Preparation of the polymerizable liquid crystal compound〕

[0345] A polymerizable liquid crystal compound (X1) and a polymerizable liquid crystal compound (X2) having the following molecular structures were prepared, respectively. The polymerizable liquid crystal compound (X1) was produced in accordance with the method described in Japanese Patent Application Publication No. 2010-31223. In addition, the polymerizable liquid crystal compound (X2) was produced in accordance with the method described in Japanese Patent Application Publication No. 2009-173893. These polymerizable liquid crystal compounds were collectively used as the polymerizable liquid crystal compound 3.

[0346] Polymerizable liquid crystal compound (X1)

[0347] [Chemical Formula 29]

[0348]

[0349] Polymerizable liquid crystal compound (X2)

[0350] [Chemical Formula 30]

[0351]

[0352] A solution was obtained by dissolving 1 mg of the polymerizable liquid crystal compound (X1) in 50 mL of tetrahydrofuran. After the obtained solution was added to a measuring cuvette having an optical path length of 1 cm as a measurement sample, the measuring cuvette was set in a UV-visible spectrophotometer ("UV-2450" manufactured by Shimadzu Corporation), and the absorption spectrum was measured. From the obtained absorption spectrum, the wavelength at which the absorbance became maximum was read, and as a result, the maximum absorption wavelength λmax in the range of 300 to 400 nm was 350 nm.

[0353] 〔Preparation of the polymerizable liquid crystal composition (polymerizable liquid crystal composition (B)) for forming a horizontal alignment phase difference film II〕

[0354] A mixture was obtained by mixing the polymerizable liquid crystal compound (X1) and the polymerizable liquid crystal compound (X2) at a mass ratio of 90:10. With respect to 100 parts by mass of the obtained mixture, 0.1 parts by mass of a leveling agent "BYK-361N" (manufactured by BM Chemie), 6 parts by mass of 2-dimethylamino-2-benzyl-l-(4-morpholinophenyl)butan-l-one (manufactured by BASF Japan Ltd., "Irgacure (registered trademark) 369 (Irg369)") as a photopolymerization initiator were added. In addition, N-methyl-2-pyrrolidone (NMP) was added so that the solid content concentration became 13%. This mixture was stirred at 80°C for 1 hour, whereby a polymerizable liquid crystal composition for horizontal alignment phase difference film ii (polymerizable liquid crystal composition (B)) was obtained.

[0355] [Manufacture of horizontal alignment phase difference film ii (phase difference plate)]

[0356] After performing a corona treatment on a cycloolefin resin film (COP film) (ZF-14-50) manufactured by ZEON Corporation, a composition for horizontal alignment film formation was applied by a bar coater, dried at 80°C for 1 minute, and subjected to polarized light UV exposure using a polarized light UV irradiation device (SPOT CURE SP-9; manufactured by USHIO Inc.) at a cumulative light amount of 100 mJ / cm 2 at a wavelength of 313 nm, whereby a horizontal alignment film (alignment film) was obtained. The film thickness of the obtained horizontal alignment film (alignment film) was measured with an ellipsometer, and the result was 200 nm.

[0357] Next, the polymerizable liquid crystal composition for horizontal alignment phase difference film ii formation (polymerizable liquid crystal composition (B)) was applied on the horizontal alignment film (alignment film) using a bar coater, and after heating at 120°C for 60 seconds, ultraviolet rays were irradiated from the face on which the polymerizable liquid crystal composition for horizontal alignment phase difference film ii formation was applied using a high-pressure mercury lamp (Unicure VB-15201BY-A; manufactured by USHIO Inc.) (under a nitrogen atmosphere, cumulative light amount of 500 mJ / cm 2 at a wavelength of 365 nm), whereby a cured layer was formed on the alignment film on the COP film (ZF-14-50), and a horizontal alignment phase difference film ii (phase difference plate (COP film (ZF-14-50) / horizontal alignment film / cured layer) (5)) was formed.

[0358] [Manufacture of circularly polarizing plate (A)]

[0359] The base material film (KC4UY) was peeled off from the polarizing plate (1) obtained above to expose the hard coat layer. The horizontally oriented phase difference film ii (phase difference plate (5)) formed on the COP film (ZF-14-50) in the above was attached to the exposed hard coat layer on the cured layer side via the same adhesive layer as the above adhesive layer, the COP film (ZF-14-50) was peeled off to expose the oriented layer, and the same adhesive layer as the above adhesive layer was attached thereto to obtain a circularly polarizing plate (A) (6). The layer configuration of this circularly polarizing plate (A) (6) was an ultraviolet absorbing film (A) (2) [ultraviolet absorbing layer (22) / COP film (21)] / adhesive layer / oxygen barrier layer (3) / polarizing film [cured product layer / photo-oriented film] (4) / hard coat layer / adhesive layer / phase difference plate (5) [cured layer / horizontally oriented film] / adhesive layer. Note that the attachment was performed in such a manner that the absorption axis of the polarizing film (4) and the slow axis of the phase difference plate (5) intersected at an angle of 45° in the plane.

[0360] [Example 2]

[0361] Instead of the ultraviolet absorbing film (A) (2), a film in which the thickness of the ultraviolet absorbing layer formed on one side of a COP film (Zeonor Film G+) was 2 μm was used as an ultraviolet absorbing film (B) (2), and otherwise the same operations as in Example 1 were performed to obtain a circularly polarizing plate (B). The ultraviolet absorbing film (B) (2)

[0362] The transmittance T at a wavelength of 300 nm 300 was 0.1% or less,

[0363] The transmittance T at a wavelength of 380 nm 380 was 0.1% or less,

[0364] The transmittance T at a wavelength of 400 nm 400 was 4.6%,

[0365] The transmittance T at a wavelength of 450 nm 450 was 90%,

[0366] T 450 / T 400 was 20.

[0367] [Example 3]

[0368] Instead of the ultraviolet absorbing film (A) (2), a film in which the thickness of the ultraviolet absorbing layer formed on one side of a COP film (Zeonor Film G+) was 3 μm was used as an ultraviolet absorbing film (C) (2), and otherwise the same operations as in Example 1 were performed to obtain a circularly polarizing plate (C). The ultraviolet absorbing film (C) (2)

[0369] The light transmittance T at a wavelength of 300 nm 300 was 0.1% or less,

[0370] The light transmittance T at a wavelength of 380 nm 380 was 0.1% or less,

[0371] The light transmittance T at a wavelength of 400 nm 400 was 2.6%,

[0372] The light transmittance T at a wavelength of 450 nm 450 was 89%,

[0373] T 450 / T 400 was 34.

[0374] [Example 4]

[0375] Instead of the ultraviolet absorbing film (A) (2), a film in which the thickness of the ultraviolet absorbing layer formed on one side of a COP film (Zeonor Film G+) was 4 μm was used as the ultraviolet absorbing film (D) (2), and otherwise, the same operation as in Example 1 was performed to obtain a circularly polarizing plate (D). The ultraviolet absorbing film (D) (2)

[0376] The light transmittance T at a wavelength of 300 nm 300 was 0.1% or less,

[0377] The light transmittance T at a wavelength of 380 nm 380 was 0.1% or less,

[0378] The light transmittance T at a wavelength of 400 nm 400 was 1.5%,

[0379] The light transmittance T at a wavelength of 450 nm 450 was 89%,

[0380] T 450 / T 400 was 60.

[0381] [Example 5]

[0382] Instead of the ultraviolet absorbing film (A) (2), a film in which the thickness of the ultraviolet absorbing layer formed on one side of a COP film (Zeonor Film G+) was 5 μm was used as the ultraviolet absorbing film (E) (2), and otherwise, the same operation as in Example 1 was performed to obtain a circularly polarizing plate (E). The ultraviolet absorbing film (E) (2)

[0383] The light transmittance T at a wavelength of 300 nm 300 was 0.1% or less,

[0384] The light transmittance T at a wavelength of 380 nm 380 was 0.1% or less,

[0385] The light transmittance T at a wavelength of 400 nm 400 was 0.2%,

[0386] The light transmittance T at a wavelength of 450 nm 450 was 89%,

[0387] T 450 / T 400 was 474.

[0388] [Example 6]

[0389] The circularly polarizing plate (D) was obtained in the same manner as in Example 4. The COP film (Zeonor Film G+) (21) side of the ultraviolet absorbing film (2) [the laminated structure of the COP film (Zeonor Film G+) (21) and the ultraviolet absorbing layer (4 μm) (22)] of the circularly polarizing plate (D) was further laminated with the COP film (Zeonor Film G+) via the same adhesive layer as described above, and the circularly polarizing plate (F) was obtained. The layer structure of the circularly polarizing plate (F) was COP film (Zeonor Film G+) / adhesive layer / ultraviolet absorbing film (A) (2) [ultraviolet absorbing layer (22) / COP film (21)] / adhesive layer / oxygen barrier layer (3) / polarizing film [cured product layer / light orientation film] (4) / hard coat layer / adhesive layer / phase difference plate (5) [cured layer / horizontal orientation film] / adhesive layer.

[0390] [Example 7]

[0391] In the production of the polarizing plate, the ultraviolet absorbing film (2) was laminated on the oxygen barrier layer (3) via the adhesive layer, and the lamination was performed on the ultraviolet absorbing layer (22) side, and otherwise, the circularly polarizing plate (G) was obtained in the same manner as in Example 4. The layer structure of the circularly polarizing plate (G) was ultraviolet absorbing film (A) (2) [COP film (21) / ultraviolet absorbing layer (22)] / adhesive layer / oxygen barrier layer (3) / polarizing film [cured product layer / light orientation film] (4) / hard coat layer / adhesive layer / phase difference plate (5) [cured layer / horizontal orientation film] / adhesive layer.

[0392] [Example 8]

[0393] [Production of the adhesive layer (22) containing the light selective absorbing compound]

[0394] An adhesive layer (22) containing a photoselective compound as an "adhesive sheet" was prepared in the same manner as described in paragraphs 0247, 0258, 0259, 0260, 0280, 0289, and 0292 of Japanese Patent Application Laid-Open No. 2017-12020430.

[0395] [Production of ultraviolet absorbing film (H) (2)]

[0396] The adhesive layer (22) containing the photoselective compound was bonded to one side of a COP film (Zeonor Film G+) (21) to obtain an ultraviolet absorbing film (H). The ultraviolet absorbing film (H)

[0397] Transmittance T at a wavelength of 300nm 300 Less than 0.1%,

[0398] Transmittance T at a wavelength of 380nm 380 Less than 0.1%,

[0399] Transmittance T at a wavelength of 400nm 400 Less than 0.1%,

[0400] Transmittance T at a wavelength of 450nm 450 is 91%,

[0401] T 450 / T 400 It is 3800.

[0402] [Fabrication of Circular Polarizing Plate (H)]

[0403] A polarizing plate (2) was obtained by laminating the above-mentioned ultraviolet absorbing film (H) on the side of the adhesive layer (22) containing a photoselective compound on the oxygen barrier layer (3) formed on the polarizing film (4) formed on the base film (KC4UY) in the same manner as in Example 1. The layer structure of the polarizing plate (2) was as follows: ultraviolet absorbing film (H) (2) [COP film (21) / adhesive layer (22) containing a photoselective compound] / oxygen barrier layer (3) / polarizing film [cured material layer / photo-alignment film] (4) / hard coat layer / base film (KC4UY).

[0404] A circularly polarizing plate (H) was obtained using the polarizing plate (2) obtained above instead of the polarizing plate (1) obtained in Example 1, and otherwise in the same manner as in Example 1. The layer constitution of the circularly polarizing plate (H) was an ultraviolet absorbing film (H) (2) [COP film (21) / adhesive layer (22) containing a light selective compound] / oxygen barrier layer (3) / polarizing film [cured product layer / light orientation film] (4) / hard coat layer / adhesive layer / phase difference plate (5) [cured layer / horizontal orientation film] / adhesive layer.

[0405] [Comparative Example 1]

[0406] [Formation of light orientation film on substrate film]

[0407] A triacetyl cellulose film [KC4UY, manufactured by Konica Minolta Opto Inc.] was used as a substrate film, and after performing a corona treatment on the surface of the substrate film, the horizontal orientation film forming composition obtained in Example 1 was applied and dried at 120°C to obtain a dried film. A light orientation film (orientation film) was formed by irradiating polarized light UV on the dried film, and a film with a light orientation film was obtained. The layer constitution of the film with a light orientation film was a substrate film (KC4UY) / light orientation film (2). The irradiation of polarized light UV was performed using a UV irradiation device [SPOT CURE SP-7, manufactured by USHIO Inc.] under conditions in which the intensity at a wavelength of 365 nm was 100 mJ.

[0408] [Formation of polarizing film]

[0409] A polarizing film was formed on the light orientation film (2) formed on the substrate film using the film with a light orientation film obtained above instead of the film with a light orientation film obtained in Example 1, and otherwise in the same manner as in Example 1, and a polarizing film was obtained. The layer constitution of the polarizing film was a substrate film (KC4UY) / polarizing film (light orientation film (2) / cured product layer) (4').

[0410] [Formation of polyvinyl alcohol layer (PVA-OC)]

[0411] A polyvinyl alcohol layer (PVA-OC) was formed on the polarizing film of the polarizing film obtained above according to the following procedure.

[0412] A curable composition (1) was obtained by mixing 3.0 parts by mass of a polyvinyl alcohol film ["Kuraray Poval KL318", manufactured by Kuraray Co., Ltd.] and 1.5 parts by mass (solid content conversion) of a water-soluble polyamide epoxy resin ["Sumirez Resin 650", manufactured by Sumika Chemtex Corporation, solid content concentration: 30 mass%].

[0413] After performing corona treatment on the polarizing film side of the polarizing film obtained above, the obtained curable composition (1) was applied using a bar coater so as to have a cured thickness of 1.5 μm, and dried at 100°C to form a polyvinyl alcohol layer (PVA-OC) on the polarizing film.

[0414] [Formation of the cured product layer (UV-OC)]

[0415] The cured product layer (UV-OC) was formed on the polyvinyl alcohol layer (PVA-OC) formed above according to the following procedure.

[0416] A cycloaliphatic epoxy compound, an oxetane compound, a photocationic polymerization initiator, and a silicone-based leveling agent were mixed to obtain a curable composition.

[0417] Cycloaliphatic epoxy compound ["CELLOXIDE 2021P" (manufactured by Daicel Chemical Industries, Ltd.)] 32.5 parts by mass

[0418] Cycloaliphatic epoxy compound ["EHPE 3150" (manufactured by Daicel Chemical Industries, Ltd.)] 17.5 parts by mass

[0419] Oxetane compound ["OXT-221" (manufactured by Toagosei Co., Ltd.)] 50 parts by mass

[0420] Photocationic polymerization initiator ["CPI-100P" (manufactured by San-Apro Co., Ltd.)] 2.5 parts by mass

[0421] Silicone-based leveling agent ["SH710" (manufactured by Dow Corning Toray Co., Ltd.)] 0.25 parts by mass

[0422] The curable composition was applied using a bar coater so as to have a cured thickness of 1.5 μm on the polyvinyl alcohol layer (PVA-OC) formed above. Next, the applied surface was irradiated with ultraviolet rays having an exposure amount of 500 mJ / cm 2 (ultraviolet rays having a wavelength of 365 nm) using a UV irradiation device [SPOT CURE SP-7 (manufactured by USHIO Inc.)], whereby the applied curable composition was cured to form a cured product layer (UV-OC).

[0423] [Production of a circularly polarizing plate]

[0424] On the cured layer side of the cured layer (UV-OC) formed above, the horizontally oriented phase difference film ii (phase difference plate (5)) obtained in Example 1 was attached via the adhesive layer, the COP film (ZF-14-50) was peeled off to expose the oriented layer, and the adhesive layer was attached thereon, to obtain a circularly polarizing plate. The layer configuration of this circularly polarizing plate was substrate film (KC4UY) / polarizing film (photo-oriented film / polarizing film) / polyvinyl alcohol layer (PVA-OC) / cured layer (UV-OC) / adhesive layer / phase difference plate (cured layer / horizontally oriented film) / adhesive layer.

[0425] [Comparative Example 2]

[0426] A film (ultraviolet absorbing film (J)) in which an ultraviolet absorbing layer (thickness 1 μm) was formed on one side of a cyclic olefin resin film ("Zeonor Film ZF14" manufactured by ZEON Corporation) was obtained and used. The transmittance (T 300 ) of this ultraviolet absorbing film (J) at a wavelength of 300 nm was 5.2%, the transmittance (T 380 ) at a wavelength of 380 nm was 1.1%, the transmittance (T 400 ) at a wavelength of 400 nm was 20%, the transmittance (T 450 ) at a wavelength of 450 nm was 94.8%, and T 450 / T 400 was 5.

[0427] Using the ultraviolet absorbing film (J) obtained above instead of the ultraviolet absorbing film (A), the same operations as in Example 1 were performed, to obtain a circularly polarizing plate (J).

[0428] [Evaluation]

[0429] [Light resistance test]

[0430] Each circularly polarizing plate produced in each of the above examples was attached to an inorganic glass plate via the adhesive on the phase difference plate (5) side, to produce a sample for durability test evaluation. This sample was subjected to a xenon weather resistance tester (device name: Atlas Ci4400, manufactured by DJK Corporation) for 80 hours and 240 hours under conditions in which the ultraviolet absorbing film side was taken as the light source side and the output power at a wavelength of 420 nm was set to 2.4 W / m 2 . With respect to the following items, evaluation was performed in accordance with the following criteria.

[0431] [Evaluation items and results]

[0432] [Appearance of transmitted light]

[0433] For the sample for durability test evaluation after the light resistance test by the above method, illumination was performed from the back light from the inorganic glass side, and visual observation was performed from the side of the circularly polarizing plate (front direction).

[0434] A was evaluated in the case where coloring of transmitted light was hardly observed in either of the samples after 80 hours and after 240 hours,

[0435] B was evaluated in the case where coloring was slightly observed after 240 hours, and coloring was hardly observed after 80 hours,

[0436] C was evaluated in the case where coloring was slightly observed after 80 hours, and coloring was significantly observed after 240 hours,

[0437] D was evaluated in the case where coloring was significantly observed at the time of 80 hours, and the durability test was ended.

[0438] [Appearance on the aluminum reflective plate]

[0439] For one face of the inorganic glass plate, an aluminum foil was attached via an adhesive to obtain an aluminum reflective plate. Then, the sample was produced by attaching the above aluminum reflective plate via the adhesive layer of the phase difference plate (5) of the circularly polarizing plate produced in each example, and visual observation was performed from the front direction of the sample. When observed from the front direction, the case where the circularly polarizing plate appeared to be black with a slight blue color was evaluated as B, and the case where the circularly polarizing plate appeared to be black with hardly observed coloring was evaluated as A.

[0440] The results are shown in Tables 1 and 2.

[0441]

[0442]

Claims

1. A polarizing plate, characterized in that: It is a polarizing plate made by laminating a UV absorbing film and a polarizing film with dichroic pigments oriented in this order. For the ultraviolet absorbing film, Transmittance T at a wavelength of 300nm 300 Less than 1%, Transmittance T at a wavelength of 380nm 380 Less than 10%, Transmittance T at a wavelength of 400nm 400 Below 20%, Transmittance T at a wavelength of 450nm 450 More than 80%.

2. The polarizing plate according to claim 1, wherein The transmittance T of the ultraviolet absorbing film at a wavelength of 450nm 450 Relative to the transmittance T at a wavelength of 400nm 400 Ratio T 450 / T 400 More than 10.

3. The polarizing plate according to claim 1 or 2, wherein The dichroic dye is a dye including a structure represented by formula (A), Where, Indicates the connection part, R1 and R2 are each independently a halogen atom or a methyl group, i.e., -CH3, n and m each independently represent an integer of 0 to 4, R3 and R4 are each independently an alkyl group which may have a substituent, or R3 and R4 are bonded to each other to form an alkenyl group.

4. The polarizing plate according to claim 1 or 2, wherein The ultraviolet absorbing film includes a resin film and an ultraviolet absorbing layer provided on the polarizing film side of the resin film. For the resin film, Transmittance T at a wavelength of 300nm 300F Less than 1%, Transmittance T at a wavelength of 380nm 380F Less than 10%, Transmittance T at a wavelength of 400nm 400F More than 20%, Transmittance T at a wavelength of 450nm 450F More than 80%.

5. The polarizing plate according to claim 1 or 2, wherein An oxygen barrier layer is provided between the ultraviolet absorbing film and the polarizing film. The polarizing plate according to claim 5 , wherein The oxygen barrier layer is directly laminated on the ultraviolet absorbing film, or is laminated only via an adhesive layer. The oxygen barrier layer is directly laminated on the polarizing film or laminated only through an adhesive layer.

7. The polarizing plate according to claim 5 or 6, wherein The oxygen barrier layer is a polyvinyl alcohol resin layer. 8 . A circularly polarizing plate comprising the polarizing plate according to claim 1 , wherein a retardation plate is laminated on the side of the polarizing film opposite to the ultraviolet absorbing film.

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