TW202110643A - Production method for polarizing plate having phase difference layer and hard coat layer - Google Patents

Abstract

Provided is a method that makes it possible to conveniently produce a thin polarizing plate that has a phase difference layer and a hard coat layer and that is less susceptible to curling and makes for a stock roll that has an excellent layer structure. This production method for a polarizing plate that has a phase difference layer and a hard coat layer involves preparing a polarizer, forming a phase difference layer on one side of the polarizer to obtain a polarizing plate that has a phase difference layer, and forming a hard coat layer on the polarizing plate that has a phase difference layer on the reverse side of the polarizer from the phase difference layer.

Description

Manufacturing method of polarizing plate with retardation layer and hard coating

The present invention relates to a method for manufacturing a polarizing plate with a retardation layer and a hard coating.

In recent years, image display devices represented by liquid crystal display devices and electroluminescence (EL) display devices (for example, organic EL display devices and inorganic EL display devices) have rapidly spread. The image display device typically uses a polarizing plate and a phase difference plate. In practical applications, a polarizing plate with a retardation layer obtained by integrating a polarizing plate and a retardation plate is widely used (for example, Patent Document 1). At present, with the increasing demand for thinner image display devices The higher it is, the requirements for the thinning of the polarizing plate with the retardation layer are also increasing. To meet this requirement, a layer formed by aligning a liquid crystal compound in a specific direction and fixing the alignment state is proposed as a retardation layer. Here, in practical applications, in a polarizing plate with a retardation layer, in order to prevent scratches, etc., a hard coat layer is often provided in advance on the protective layer on the visible side. However, such a thin polarizing plate with a retardation layer and a hard coat layer is often curled (typically, convex curl on the hard coat layer side). In most cases, this kind of curling has a negative effect when attaching the polarizing plate with the retardation layer and the hard coating to the display unit, and has a negative effect on the raw film roll of the polarizing plate with the retardation layer and the hard coating. The migration also has a negative impact. [Prior Technical Literature] [Patent Literature]

Patent Document 1: Japanese Patent No. 5745686

[The problem to be solved by the invention]

The present invention was completed in order to solve the above-mentioned previous problems, and its main purpose is to provide a polarizing plate with a retardation layer and a hard coating that can be easily manufactured with a thin profile, suppressed curling, and excellent in the mobility of the raw film roll. Methods. [Technical means to solve the problem]

The method for manufacturing a polarizing plate with a retardation layer and a hard coat layer of the present invention includes: preparing a polarizing element; forming a retardation layer on one side of the polarizing element to obtain a polarizing plate with a retardation layer; and The polarizing element of the polarizing plate with the retardation layer is formed with a hard coat layer on the opposite side of the retardation layer. In one embodiment, the hard coat layer is formed by applying a hard coat layer forming material containing a curable compound to harden the coating layer. In one embodiment, the above-mentioned polarizing element is formed by the following method, which comprises: coating a polyvinyl alcohol-based resin solution on one side of a resin substrate and drying it to form a polyvinyl alcohol-based resin layer to make Laminated body; and the laminated body is sequentially subjected to aerial auxiliary stretching treatment, dyeing treatment, and underwater stretching treatment, and the polyvinyl alcohol-based resin layer is made into a polarizing element. In one embodiment, the manufacturing method described above includes further forming another retardation layer on the surface of the retardation layer to obtain the polarizing plate with the retardation layer. In one embodiment, the above-mentioned retardation layer and the other retardation layer are respectively formed by transferring an alignment cured layer of a liquid crystal compound formed on a specific substrate through an active energy ray hardening adhesive. In one embodiment, the above-mentioned manufacturing method further includes: forming an adhesive layer as the outermost layer on the opposite side of the hard coat layer; and temporarily adhering the release film on the adhesive layer in a peelable manner. In one embodiment, the manufacturing method includes: stacking the polarizing element, the retardation layer, and the other retardation layer in a roll-to-roll manner. In one embodiment, the retardation layer functions as a λ/2 plate, and the other retardation layer functions as a λ/4 plate. In one embodiment, the thickness of the polarizing plate with retardation layer and hard coat layer obtained in the above-mentioned manufacturing method is 45 μm or less. [Effects of Invention]

According to the present invention, in the method of manufacturing a polarizing plate with a retardation layer and a hard coat layer, by forming a hard coat layer after manufacturing the polarizing plate with a retardation layer, it is possible to easily produce curls (especially hard coat layers). A polarizing plate with a retardation layer and a hard-coating layer that suppresses the convex curl on the layer side and has excellent mobility of the raw sheet roll. This effect is particularly remarkable in the manufacture of thin polarizers with retardation layer and hard coating.

Hereinafter, embodiments of the present invention will be described, but the present invention is not limited to these embodiments.

(Definition of terms and symbols) The definitions of terms and symbols in this manual are as follows. (1) Refractive index (nx, ny, nz) "Nx" refers to the refractive index in the direction where the in-plane refractive index is the largest (that is, the direction of the slow axis), and "ny" refers to the refractive index in the direction orthogonal to the slow axis (that is, the direction of the advancing axis) in the plane, "nz "Is the refractive index in the thickness direction. (2) In-plane phase difference (Re) "Re(λ)" is the in-plane phase difference measured by light of wavelength λ nm at 23°C. For example, "Re(550)" is the in-plane phase difference measured by light with a wavelength of 550 nm at 23°C. When the thickness of the layer (film) is d (nm), Re(λ) can be obtained by the formula Re(λ)=(nx-ny)×d. (3) Phase difference in the thickness direction (Rth) "Rth(λ)" is the phase difference in the thickness direction measured by light of wavelength λ nm at 23°C. For example, "Rth(550)" is the phase difference in the thickness direction measured by light of wavelength λ nm at 23°C. When the thickness of the layer (film) is d (nm), Rth(λ) can be obtained by the formula Rth(λ)=(nx-nz)×d. (4) Nz coefficient The Nz coefficient can be obtained by Nz=Rth/Re. (5) Angle When referring to an angle in this specification, the angle includes two directions, clockwise and counterclockwise relative to the reference direction. Therefore, for example, "45°" means ±45°. (6) Alignment cured layer The so-called "aligned cured layer" refers to a layer in which the liquid crystal compound is aligned in a specific direction in the layer, and the alignment state is fixed. The "alignment cured layer" includes the concept of an alignment cured layer obtained by curing a liquid crystal monomer.

A. Manufacturing method of polarizing plate with retardation layer and hard coating A-1. Outline of manufacturing method The method of manufacturing a polarizing plate with a retardation layer and a hard coat layer of the present invention includes: preparing a polarizing element; forming a retardation layer on one side of the polarizing element to obtain a polarizing plate with a retardation layer; The polarizing element of the polarizing plate with a retardation layer is formed with a hard coat layer on the side opposite to the retardation layer. In one embodiment, the manufacturing method described above includes further forming another retardation layer on the surface of the retardation layer to obtain the polarizing plate with the retardation layer. That is, the retardation layer in the polarizing plate with a retardation layer and a hard coat layer may be a single layer, or may have a laminated structure of a retardation layer and another retardation layer. For convenience, the retardation layer may be referred to as the first retardation layer, and the other retardation layer may be referred to as the second retardation layer. Hereinafter, each step of the manufacturing method will be described.

A-2. Polarizing element and protective layer First, prepare the polarizing element. Any appropriate polarizing element can be used as the polarizing element. For example, the resin film forming the polarizing element may be a single-layer resin film or a laminate of two or more layers.

Specific examples of polarizing elements containing a single-layer resin film include: high hydrophilicity to polyvinyl alcohol (PVA)-based films, partially formalized PVA-based films, ethylene-vinyl acetate copolymer-based partially saponified films, etc. Molecular films are those obtained by dyeing and stretching with dichroic substances such as iodine or dichroic dyes, polyene-based alignment films such as dehydrated PVA or dehydrochlorinated polyvinyl chloride. It is preferable to use a polarizing element obtained by dyeing a PVA-based film with iodine and performing uniaxial stretching because of its excellent optical properties.

The above-mentioned dyeing with iodine is performed, for example, by immersing the PVA-based film in an iodine aqueous solution. The stretching magnification of the above-mentioned uniaxial stretching is preferably 3 to 7 times. The extension can be carried out after the dyeing treatment, or it can be carried out at the same time as the dyeing. Also, dyeing may be performed after stretching. If necessary, the PVA-based film is subjected to swelling treatment, cross-linking treatment, washing treatment, drying treatment, and the like. For example, by immersing the PVA-based film in water and washing with water before dyeing, not only can the stain or anti-blocking agent on the surface of the PVA-based film be cleaned, but also the PVA-based film can be swollen to prevent uneven dyeing.

From the viewpoint of thinning the polarizing plate with the retardation layer and the hard coat layer, it is preferable that the polarizing element can be obtained using a laminate. According to this type of polarizing element, it is possible to achieve a significant reduction in thickness compared to a polarizing element composed of a single-layer resin film. In one embodiment, as shown in FIG. 1(a), the polarizing element can be formed by a method including the following procedures: Coating a polyvinyl alcohol (PVA)-based resin solution on one side of the resin substrate 10 and drying it A PVA-based resin layer is formed on the resin substrate to obtain a laminate of the resin substrate and the PVA-based resin layer; the laminate is extended and dyed, and the PVA-based resin layer is made into the polarizing element 20. Typically, the laminate is immersed in a boric acid aqueous solution and stretched (underwater stretch treatment). Furthermore, the stretching may optionally further include: before stretching in the boric acid aqueous solution, performing aerial stretching (air-assisted stretching treatment) on the laminated body at a high temperature (for example, above 95° C.). In one embodiment, the polarizing element is formed by sequentially performing aerial auxiliary stretching treatment, dyeing treatment, and underwater stretching treatment on the above-mentioned laminate. Preferably, the PVA-based resin solution may further contain a halide (for example, potassium iodide). With such a structure, it is possible to suppress the disorder of the PVA molecular alignment and the decrease of the alignment in the obtained PVA-based resin layer, and as a result, the optical properties of the obtained polarizing element can be improved. Preferably, the method for forming the polarizing element further includes: after the underwater stretching treatment, the layered body is transported in the longitudinal direction while being heated by a heating roller for drying and shrinking. By shrinking the laminate in the width direction by the drying shrinkage treatment, the optical properties of the obtained polarizing element can be further improved (for example, the unevenness of the monomer transmittance in a specific area and in the width direction can be suppressed). The obtained resin substrate/polarizing element laminate can be used directly (ie, as shown in the figure, the resin substrate 10 can be used as the protective layer of the polarizing element 20), or from the resin substrate/polarizing element laminate The resin substrate is peeled off, and any appropriate protective layer suitable for the purpose is laminated on the peeled surface and used. Furthermore, another protective layer (not shown) can be provided on the surface of the polarizing element of the laminate of the resin substrate 10/polarizing element 20, or the polarizing element of the laminate of the protective layer (not shown)/polarizing element 20 Another protective layer (not shown) is provided on the surface. Furthermore, the formation of the PVA-based resin layer and the polarizing element is carried out at the same time as the long-length resin base material is transported in the long-length direction. The lamination of the protective layer is carried out in a roll-to-roll manner. In this manual, the so-called "roll-to-roll" means that two or more rolls are transported while aligning the longitudinal direction and then pasted together. The detailed content of the manufacturing method of the polarizing element as described above is disclosed in, for example, Japanese Patent Laid-Open No. 2012-73580 and Japanese Patent No. 6470455. The entire contents of the disclosures of these patent documents are incorporated into this specification as a reference.

The thickness of the polarizing element is preferably 15 μm or less, more preferably 1 μm to 12 μm, still more preferably 3 μm to 12 μm, particularly preferably 3 μm to 8 μm. If the thickness of the polarizing element is within this range, curling during heating can be well suppressed, and good appearance durability during heating can be obtained.

The polarizing element preferably exhibits absorption dichroism at any wavelength from 380 nm to 780 nm. The monomer transmittance of the polarizing element is 41.0%-46.0% as described above, preferably 42.0%-45.0%. The degree of polarization of the polarizing element is preferably 97.0% or more, more preferably 99.0% or more, and still more preferably 99.9% or more.

The protective layer is formed of any suitable film that can be used as a protective layer of the polarizing element. Specific examples of the material of the main component of the film include: cellulose resins such as triacetyl cellulose (TAC), or polyester, polyvinyl alcohol, polycarbonate, polyamide, Transparent resins such as polyimide series, polyether series, polysulfide series, polystyrene series, polynorene series, polyolefin series, (meth)acrylic series, acetate series, etc. In addition, there can also be mentioned: (meth)acrylic, urethane, (meth)acrylate urethane, epoxy, silicone, etc. thermosetting resins or UV curing Type resin, etc. In addition, for example, glassy polymers such as silicone-based polymers can also be cited. In addition, the polymer film disclosed in Japanese Patent Laid-Open No. 2001-343529 (WO01/37007) can also be used. As the material of the film, for example, a resin combination containing a thermoplastic resin having a substituted or unsubstituted amide group in the side chain and a thermoplastic resin having a substituted or unsubstituted phenyl group and a nitrile group in the side chain can be used Examples of the substance include a resin composition having an alternating copolymer containing isobutylene and N-methylmaleimide, and an acrylonitrile-styrene copolymer. The polymer film may be, for example, an extrusion molded product of the above-mentioned resin composition.

The polarizing plate with retardation layer and hard coat layer obtained by the embodiment of the present invention is typically placed on the viewing side of the image display device. Therefore, when the protective layer is disposed on the visual recognition side, the visual recognition side protective layer may be subjected to surface treatments such as hard coating treatment, anti-reflection treatment, anti-blocking treatment, and anti-glare treatment as needed. Furthermore/or, if necessary, the protective layer may be subjected to treatment to improve the visibility when viewed through polarized sunglasses (representatively, imparting (elliptical) circularly polarized light function and imparting ultra-high retardation). By implementing such a process, even when viewing the display screen through a polarizing lens such as polarized sunglasses, excellent visibility can be achieved. Therefore, the polarizing plate with a retardation layer and a hard coating layer can also be preferably applied to image display devices that can be used outdoors.

The thickness of the visible side protective layer is typically 300 μm or less, preferably 100 μm or less, more preferably 5 μm to 80 μm, and still more preferably 10 μm to 60 μm. Furthermore, in the case of surface treatment, the thickness of the visible side protective layer includes the thickness of the surface treatment layer.

When the protective layer is disposed on the side (inner side) of the display unit, it is preferable that the inner protective layer is optically isotropic in one embodiment. In this specification, the so-called "optical isotropy" means that the in-plane retardation Re (550) is 0 nm to 10 nm, and the thickness direction retardation Rth (550) is -10 nm to +10 nm. In another embodiment, the inner protective layer may be a retardation layer with any appropriate retardation value. In this case, the in-plane retardation Re(550) of the retardation layer is, for example, 110 nm to 150 nm. The thickness of the inner protective layer is preferably 5 μm to 200 μm, more preferably 10 μm to 100 μm, and still more preferably 10 μm to 60 μm. Furthermore, from the viewpoint of thinning the polarizing plate with the retardation layer and the hard coat layer, the inner protective layer is preferably omitted.

A-3. Single layer of the first retardation layer Then, as shown in FIG. 1( b ), a first retardation layer 30 is formed on one side of the polarizing element (in the figure, the opposite side of the polarizing element 20 and the resin base material or the protective layer 10 ). The first retardation layer 30 is typically formed by the following procedure: an alignment treatment is performed on the surface of a specific substrate, a coating solution containing a liquid crystal compound is applied to the surface, and the liquid crystal compound is formed in a manner corresponding to the alignment treatment described above. The alignment state is aligned and fixed in the direction, thereby forming an alignment cured layer of the liquid crystal compound (liquid crystal alignment cured layer); the liquid crystal alignment cured layer is transferred from the substrate to the surface of the polarizing element.

The base material is typically composed of any appropriate resin film.

As the alignment treatment, any appropriate alignment treatment can be adopted. Specifically, mechanical alignment treatment, physical alignment treatment, and chemical alignment treatment can be cited. Specific examples of mechanical alignment treatment include rubbing treatment and stretching treatment. As specific examples of the physical alignment treatment, magnetic field alignment treatment and electric field alignment treatment can be cited. Specific examples of the chemical alignment treatment include oblique vapor deposition and photo-alignment treatment. The processing conditions of various orientation processing can adopt any appropriate conditions according to the purpose.

The alignment of the liquid crystal compound is performed by processing at a temperature at which the liquid crystal phase is displayed according to the type of the liquid crystal compound. By performing such temperature treatment, the liquid crystal compound is in a liquid crystal state, and the liquid crystal compound is aligned according to the alignment treatment direction of the substrate surface.

In one embodiment, the fixation of the alignment state is performed by cooling the liquid crystal compound aligned in the above-mentioned manner. When the liquid crystal compound is a polymerizable monomer or a crosslinkable monomer described later, the alignment state is fixed by subjecting the liquid crystal compound aligned in the above-mentioned manner to a polymerization treatment or a crosslinking treatment.

As the liquid crystal compound contained in the coating liquid, for example, a liquid crystal compound (nematic liquid crystal) whose liquid crystal phase is a nematic phase is mentioned. As such a liquid crystal compound, for example, a liquid crystal polymer or a liquid crystal monomer can be used. The expression mechanism of the liquid crystallinity of the liquid crystal compound can be either liquid or thermotropic. The liquid crystal polymer and the liquid crystal monomer may be used alone or in combination.

When the liquid crystal compound is a liquid crystal monomer, the liquid crystal monomer is preferably a polymerizable monomer and a crosslinkable monomer. The reason is that the alignment state of the liquid crystal monomer can be fixed by polymerizing or crosslinking (ie, hardening) the liquid crystal monomer. After the liquid crystal monomers are aligned, for example, the liquid crystal monomers are polymerized or cross-linked to each other, whereby the aforementioned alignment state can be fixed. Here, a polymer is formed by polymerization, and a three-dimensional network structure is formed by cross-linking, but these are non-liquid crystals. Therefore, the formed alignment hardened layer does not undergo transition to the liquid crystal phase, glass phase, or crystal phase due to, for example, a temperature change peculiar to liquid crystal compounds. As a result, the alignment hardened layer becomes a retardation layer that is not affected by temperature changes and is extremely stable.

The temperature range in which the liquid crystal monomer exhibits liquid crystallinity differs according to its type. Specifically, the temperature range is preferably 40°C to 120°C, more preferably 50°C to 100°C, and most preferably 60°C to 90°C.

As the above-mentioned liquid crystal monomer, any suitable liquid crystal monomer can be used. For example, the polymerizable mesogen compounds disclosed in Japanese Patent Special Publication 2002-533742 (WO00/37585), EP358208 (US5211877), EP66137 (US4388453), WO93/22397, EP0261712, DE19504224, DE4408171, GB2280445, etc. can be used. Specific examples of such polymerizable mesogen compounds include, for example, BASF's trade name LC242, Merck's trade name E7, and Wacker-Chem's trade name LC-Sillicon-CC3767. As the liquid crystal monomer, for example, a nematic liquid crystal monomer is preferable.

Specific examples of the liquid crystal compound and the detailed content of the formation method of the alignment cured layer are disclosed in, for example, Japanese Patent Laid-Open No. 2006-163343. The contents of the bulletin are cited in this specification as a reference.

The liquid crystal alignment cured layer formed on the substrate can be transferred by any appropriate method. The transfer is typically performed via an active energy ray curable adhesive (not shown). Specifically, the transfer includes: coating an active energy ray hardening adhesive on the surface of the polarizing element; bonding a liquid crystal alignment cured layer through the active energy ray hardening adhesive; hardening the active energy ray hardening adhesive; And peel off the substrate. The transfer is typically carried out in a roll-to-roll manner.

Examples of active energy ray curable adhesives include ultraviolet curable adhesives and electron beam curable adhesives. In addition, from the viewpoint of the curing mechanism, as an active energy ray curing adhesive, for example, a radical curing type, a cation curing type, an anion curing type, a combination of a radical curing type and a cation curing type can be exemplified. Typically, a radical-curing ultraviolet-curing adhesive can be used. The reason is that the versatility is excellent and the characteristics (configuration) are easy to adjust.

Active energy ray-curable adhesives typically contain a curing component and a photopolymerization initiator. Representative examples of the curing component include monomers and/or oligomers having functional groups such as (meth)acrylate groups and (meth)acrylamide groups. Specific examples of curing components include: tripropylene glycol diacrylate, 1,9-nonanediol diacrylate, tricyclodecane dimethanol diacrylate, phenoxy diethylene glycol acrylate, cyclic Trimethylolpropane formal acrylate, dioxane diacrylate, EO modified diglycerol tetraacrylate, γ-butyrolactone acrylate, acryloline, unsaturated fatty acid hydroxyalkyl ester modified ε-hexyl Lactone, N-methylpyrrolidone, hydroxyethyl acrylamide, N-hydroxymethacrylamide, N-methoxymethacrylamide, N-ethoxymethacrylamide. As a further example of the hardening component, a hardening component having a ring structure can be given. Examples of the hardening component having a ring structure include: acryloline, γ-butyrolactone acrylate, unsaturated fatty acid hydroxyalkyl ester modified ε-caprolactone, N-methylpyrrolidone, 9- Vinyl carbazole. The hardening component may be used alone, or two or more kinds may be used in combination.

The active energy ray curable adhesive may further contain a plasticizer (for example, an oligomer component), a crosslinking agent, a diluent, etc. according to the purpose. By adjusting the types, combinations, and blending ratios of these components and the above-mentioned curing components, an active energy ray-curing adhesive with desired characteristics can be obtained.

The thickness of the active energy ray curable adhesive after curing is preferably 0.1 μm to 3.0 μm.

The details of the active energy ray-curable adhesive are disclosed in, for example, Japanese Patent Laid-Open No. 2018-017996. The contents of the bulletin are cited in this specification as a reference.

As described above, the formed first retardation layer 30 is an alignment cured layer of a liquid crystal compound. By using a liquid crystal compound, the difference between nx and ny of the obtained retardation layer can be significantly increased compared with non-liquid crystal materials, so the thickness of the retardation layer for obtaining the required in-plane retardation can be significantly reduced. As a result, it is possible to further reduce the thickness of the polarizing plate with the retardation layer. The first retardation layer is typically aligned (horizontal alignment) in a state where the rod-shaped liquid crystal compound is aligned in the direction of the retardation axis of the retardation layer.

When the retardation layer is a single layer of the first retardation layer 30, the first retardation layer 30 typically functions as a λ/4 plate. In this case, the in-plane retardation Re(550) of the retardation layer is preferably 100 nm to 190 nm, more preferably 110 nm to 170 nm, and still more preferably 130 nm to 160 nm. In this case, the thickness of the first retardation layer 30 is preferably 0.5 μm to 3.0 μm, more preferably 1.0 μm to 2.5 μm.

The first retardation layer typically exhibits the relationship of refractive index characteristics of nx>ny=nz. Here, "ny=nz" includes not only the case where ny and nz are completely equal, but also the case where they are substantially equal. Therefore, within a range that does not impair the effect of the present invention, it may be ny>nz or ny<nz. The Nz coefficient of the first retardation layer is preferably 0.9 to 1.5, more preferably 0.9 to 1.3. By satisfying this relationship, when the obtained polarizing plate with a retardation layer and a hard coat layer is used in an image display device, a very excellent reflection hue can be achieved.

When the retardation layer is a single layer of the first retardation layer 30, the first retardation layer preferably exhibits reverse wavelength dispersion characteristics in which the retardation value gradually increases according to the wavelength of the measurement light. The Re(450)/Re(550) of the first retardation layer is preferably 0.8 or more and less than 1, and more preferably 0.8 or more and 0.95 or less. With such a configuration, very excellent anti-reflection characteristics can be realized.

The angle formed by the slow axis of the first retardation layer 30 and the absorption axis of the polarizing element 20 is preferably 40°-50°, more preferably 42°-48°, and still more preferably about 45°. If the angle is within this range, by using the first retardation layer as a λ/4 plate as described above, it is possible to obtain a phase-attached phase with excellent circular polarization characteristics (resulting in excellent anti-reflection characteristics). Polarizing plate with differential layer and hard coating. Since the absorption axis of the polarizing element typically appears in the transport direction (long direction) of the polarizing element, the direction of the slow axis of the first retardation layer can be controlled by adjusting the alignment processing direction for the above-mentioned substrate .

A-4. Laminated structure of the first retardation layer and the second retardation layer When the retardation layer has a laminated structure of the first retardation layer and the second retardation layer, as shown in FIG. 1(c), the second retardation layer 40 is formed on the surface of the first retardation layer 30. The second retardation layer 40 is typically formed by transferring an alignment cured layer of a liquid crystal compound formed on a specific substrate through an active energy ray hardening adhesive, similarly to the first retardation layer.

When the retardation layer has a laminated structure of the first retardation layer and the second retardation layer, any one of the first retardation layer 30 and the second retardation layer 40 can function as a λ/4 plate, and One can function as a λ/2 plate. Therefore, the thickness of the first retardation layer 30 and the second retardation layer 40 can be adjusted in such a way that the required in-plane retardation of the λ/4 plate or the λ/2 plate can be obtained. For example, when the first retardation layer 30 functions as a λ/2 plate and the second retardation layer 40 functions as a λ/4 plate, the thickness of the first retardation layer 30 is, for example, 2.0 μm to 3.5 μm. The thickness of the second retardation layer 40 is, for example, 1.0 μm to 2.5 μm. In this case, the in-plane retardation Re(550) of the first retardation layer 30 is preferably 200 nm to 300 nm, more preferably 230 nm to 290 nm, and still more preferably 250 nm to 280 nm. The in-plane retardation Re (550) of the second retardation layer 40 is as described for the first retardation layer in Section A-3 above.

The angle formed by the slow axis of the first retardation layer 30 and the absorption axis of the polarizing element 20 is preferably 10°-20°, more preferably 12°-18°, and still more preferably about 15°. The angle formed by the slow axis of the second retardation layer 40 and the absorption axis of the polarizing element 20 is preferably 70° to 80°, more preferably 72° to 78°, and still more preferably about 75°. Therefore, the angle formed by the late axis of the first retardation layer 30 and the late axis of the second retardation layer 40 is preferably 55° to 65°, more preferably 57° to 63°, and still more preferably about 60°. With this configuration, characteristics close to ideal reverse wavelength dispersion characteristics can be obtained, and as a result, very excellent anti-reflection characteristics can be achieved.

The first retardation layer 30 and the second retardation layer 40 can display the reverse wavelength dispersion characteristic in which the retardation value increases according to the wavelength of the measurement light, and can also display the positive wavelength dispersion in which the retardation value decreases according to the wavelength of the measurement light The characteristic can also show the flat wavelength dispersion characteristic that the retardation value hardly changes according to the wavelength of the measured light.

Regarding the liquid crystal compound constituting the first retardation layer and the second retardation layer, the forming method of the first retardation layer and the second retardation layer, the optical properties, and the active energy ray-curing adhesive, etc., such as A-3 The section is about the first retardation layer.

A-5. Hard coating In the embodiment of the present invention, as shown in FIG. 1(d), the polarizing plate with retardation layer obtained in the above-mentioned manner (for example, the phase-attached polarizer shown in FIG. 1(b) or FIG. 1(c)) A hard coat layer 50 is formed on the polarizing element of the polarizing element of the difference layer on the opposite side of the retardation layer. In this way, a polarizing plate 100 with a retardation layer and a hard coat layer can be obtained. The hard coat layer 50 is typically formed by coating a hard coat layer forming material on a resin substrate or protective layer 10 and hardening the coating layer. The formation of the hard coat layer (that is, the application of the hard coat layer forming material and the hardening of the coating layer) is typically carried out simultaneously with the transport of the polarizing plate with the retardation layer.

The hard coat layer forming material typically contains a curable compound as a layer forming component. As the curing mechanism of the curable compound, a thermosetting type and a light curing type can be cited. Examples of the curable compound include monomers, oligomers, and prepolymers. Preferably, a polyfunctional monomer or oligomer can be used as the curable compound. Examples of polyfunctional monomers or oligomers include: monomers or oligomers having two or more (meth)acrylic acid groups, (meth)acrylate urethane or (meth) Acrylate urethane oligomers, epoxy monomers or oligomers, silicone monomers or oligomers.

The hard coat layer forming material may further contain any appropriate additives. Examples of additives include: polymerization initiators, leveling agents, anti-blocking agents, dispersion stabilizers, thixotropic agents, antioxidants, ultraviolet absorbers, defoamers, thickeners, dispersants, interfacial activity Agents, catalysts, fillers, lubricants, antistatic agents, etc. The type, combination, content, etc. of the additives contained can be appropriately set according to the purpose or required characteristics.

When the curable compound is a thermosetting type, the heating temperature is, for example, 60°C to 140°C, preferably 60°C to 100°C. When the curable compound is a photocurable type, the curing treatment is typically performed by ultraviolet irradiation. The cumulative light intensity of ultraviolet irradiation is preferably 100 mJ/cm ² to 300 mJ/cm ² . It is also possible to combine ultraviolet radiation and heating. In this case, the coating film is typically heated and then irradiated with ultraviolet rays. The heating temperature is as described above for the thermosetting curable compound.

The thickness of the hard coat layer is preferably 10 μm or less, more preferably 1 μm to 5 μm. The pencil hardness of the hard coat layer is preferably H or more, more preferably 3H or more. The pencil hardness can be measured in accordance with the pencil hardness test of JIS K 5400.

A-6. Other In practical applications, an adhesive layer (not shown) is provided as the outermost layer on the opposite side of the hard coating layer 50, and the polarizing plate with the retardation layer and the hard coating layer can be attached to the image display unit. Furthermore, before using the polarizing plate with the retardation layer and the hard coating layer, the release film is temporarily attached to the surface of the adhesive layer in a peelable manner to protect the adhesive layer and form a retardation layer. And hard-coated polarizer rolls. The adhesive layer (and necessary isolation film) can be provided before the formation of the hard coating layer, or can be provided after the formation of the hard coating layer. In practical applications, a surface protective film can also be temporarily adhered to the surface of the hard coat layer.

It is clear from the descriptions of A-1 to A-6 that the formation or lamination of each layer constituting the polarizing plate 100 with the retardation layer and the hard coat layer is performed simultaneously with the reel transport. For example, the polarizing element 20, the first retardation layer 30, and the second retardation layer 40, if necessary, are laminated in a roll-to-convolution manner (including transfer).

B. Polarizing plate with retardation layer and hard coating The polarizing plate with retardation layer and hard coat layer obtained by the manufacturing method of the present invention may be a single sheet or a long strip. It is clear from the descriptions in Section A-1 to Section A-6 that the polarizing plate with the retardation layer and the hard coat layer is first formed into a long strip shape. Such a long polarizing plate with a retardation layer and a hard coat layer is typically wound into a roll. The long strip of polarizing plate with retardation layer and hard coating is cut or cut into a single piece according to the size of the image display unit.

The total thickness of the polarizing plate with the retardation layer and the hard coat layer is preferably 45 μm or less, more preferably 40 μm or less, and still more preferably 35 μm or less. The lower limit of the total thickness may be 23 μm, for example. According to the manufacturing method of the present invention, an extremely thin polarizing plate with a retardation layer and a hard coat layer can be realized in this way. It is presumed that the reason is that, by the manufacturing method of the present invention, the polarizing plate with the retardation layer and the hard coat layer is suppressed from curling, and the roll of the raw material sheet has excellent mobility. Such a polarizing plate with a retardation layer and a hard coating can have extremely excellent flexibility and bending durability. Such a polarizing plate with a retardation layer and a hard coating layer can be particularly suitably applied to a curved image display device and/or a bendable or bendable image display device. Furthermore, the so-called total thickness of the polarizing plate with retardation layer and hard coat layer refers to all the layers that constitute the polarizer with retardation layer and hard coat layer except for the adhesive layer (typically, protective The total thickness of the layer, polarizing element, first retardation layer, active energy ray hardening adhesive, and optionally the second retardation layer and active energy ray hardening adhesive for transferring the second retardation layer) .

The polarizing plate with the retardation layer and the hard coat layer may further include any appropriate functional layer according to the purpose. As a representative example of the functional layer, another retardation layer (retardation layer other than the first and second retardation layers) and a conductive layer can be cited. As another retardation layer, for example, a so-called positive C plate exhibiting a relationship of nz>nx=ny in refractive index characteristics is mentioned. The positive C plate can preferably be set when the retardation layer is a single layer of the first retardation layer. By using a positive C plate, reflection in oblique directions can be well prevented, and a wide viewing angle can be realized with anti-reflection function. The conductive layer is typically patterned to form electrodes. The electrode can function as a touch sensing electrode that senses contact with the touch panel. By providing a conductive layer, a polarizing plate with a retardation layer and a hard coat layer can be applied to the so-called internal touch sensor in which a touch sensor is assembled between an image display unit (such as a liquid crystal cell, an organic EL unit) and a polarizing element. Control panel type input display device.

C. Image display device The polarizing plate with retardation layer and hard coating can be applied to image display devices. Representative examples of image display devices include liquid crystal display devices and electroluminescence (EL) display devices. As representative examples of EL display devices, organic EL display devices and inorganic EL display devices (for example, quantum dot display devices) can be cited. An image display device is typically provided with the above-mentioned polarizing plate with a retardation layer and a hard coat layer on its viewing side. The polarizing plate with retardation layer and hard coating layer is laminated so that the retardation layer is located on the side of the image display unit (for example, liquid crystal cell, organic EL unit, inorganic EL unit) (such that the hard coating layer is located on the viewing side). In one embodiment, the image display device has a curved shape (essentially a curved display screen), and/or can be bent or bent. [Example]

Hereinafter, the present invention will be described in detail through examples, but the present invention is not limited to these examples. The measuring method of each characteristic is as follows. Furthermore, unless otherwise specified, the "parts" and "%" in the examples and comparative examples are based on weight. (1) Curl The polarizing plates with retardation layer and hard coat layer obtained in the examples and comparative examples were cut into 150 mm×80 mm and used as measurement samples. After placing the measurement sample on a horizontal surface at 23°C and 55%RH for 30 minutes, measure the height of the four corners from the horizontal surface with a steel curve ruler. The maximum value of the four heights is regarded as the curl amount, based on the following criteria Evaluation. ○: The amount of curl is less than 10 mm △: The amount of curl is 10 mm～15 mm ×: The amount of curl exceeds 15 mm In addition, the same evaluation as above was performed on the curl of the measurement sample placed in an environment of 23° C. and 55% RH for 24 hours. The curl after being left for 30 minutes is referred to as "Curl 1", and the curl after being left for 24 hours is referred to as "Curl 2". (2) Migration The migration properties (transportability) of the polarizing plate rolls with the retardation layer and the hard coat layer obtained in the examples and comparative examples were evaluated according to the following criteria. ○: The reel can be transported smoothly △: The reel can be transported, but cracks, defects, and cracks occur ×: The reel cannot be transported due to breakage

[Manufacturing Example 1] Preparation of Adhesive Modified ε-caprolactone (“PLACCEL FA1DDM” manufactured by DAICEL Corporation) 50 parts of unsaturated fatty acid hydroxyalkyl ester, 40 parts of acryloline (“ACMO (registered trademark)” manufactured by KOHJIN Corporation), acrylic acid-based low 10 parts of polymer ("ARFON UP-1190" manufactured by Toagosei Co., Ltd.), 3 parts of "KAYACURE DETX-S" (manufactured by Nippon Kayaku Co., Ltd.) as a photopolymerization initiator, and "OMNIRAD 907" (IGM Resins Italia Srl) Made by the company) 3 parts are mixed to prepare Adhesive A.

[Manufacturing Example 2] Preparation of Adhesive Combine 35 parts of 9-vinylcarbazole (manufactured by Tokyo Chemical Industry Co., Ltd.), 40 parts of acrylate (OGSOL EA-F5710, manufactured by Osaka Gas Chemical Co., Ltd.), and acryloline (manufactured by KOHJIN Co., Ltd. "ACMO( Registered trademark)'') 20 parts, 5 parts of acrylic oligomer ("ARFON UP-1190" manufactured by Toagosei Co., Ltd.), and 3 parts of photopolymerization initiator ("DAROCUR1173" manufactured by BASF Japan Co., Ltd.) Adhesive B.

[Manufacturing Example 3] Preparation of hard coat layer forming material Combine 100 parts of acrylate urethane resin ("UNIDIC 17-806" manufactured by DIC), 1 part of leveling agent (manufactured by DIC, product name "GRANDIC PC4100"), photopolymerization initiator (IGM Resins 3 parts of "OMNIRAD 907" manufactured by Italia Srl) were mixed and diluted with cyclopentanone so that the solid content concentration became 40% to prepare hard coat forming material A.

[Example 1] 1. Making of polarizing plate 1-1. Production of polarizing element A long strip, a water absorption rate of 0.75%, and a Tg of about 75° C., an amorphous inter-phthalic acid copolymer polyethylene terephthalate film (thickness: 100 μm) was used as the thermoplastic resin substrate. Perform corona treatment on one side of the resin substrate. PVA made by mixing polyvinyl alcohol (polymerization degree 4200, saponification degree 99.2 mol%) and acetyl acetyl modified PVA (manufactured by Nippon Synthetic Chemical Industry Co., Ltd., trade name "GOHSEFIMER Z410") at a ratio of 9:1 To 100 parts by weight of the resin, 13 parts by weight of potassium iodide was added to prepare a PVA aqueous solution (coating liquid). The above-mentioned PVA aqueous solution was applied to the corona-treated surface of the resin substrate and dried at 60°C to form a PVA-based resin layer with a thickness of 13 μm to produce a laminate. In an oven at 130°C, between rollers with different peripheral speeds, the obtained laminate was subjected to 2.4 times the free end uniaxial extension (air-assisted extension treatment) in the longitudinal direction (length direction). Then, the layered body was immersed in an insolubilization bath (a boric acid aqueous solution obtained by mixing 4 parts by weight of boric acid in 100 parts by weight of water) at a liquid temperature of 40°C for 30 seconds (insolubilization treatment). Then, in a dyeing bath with a liquid temperature of 30°C (aqueous iodine solution obtained by mixing iodine and potassium iodide at a weight ratio of 1:7 in 100 parts by weight of water) to obtain the final monomer transmittance (Ts) of the polarizing element And so that the unit absorbance at the wavelength of 550nm becomes the required value, while adjusting the concentration, soaking for 60 seconds (dyeing treatment). Then, it was immersed in a cross-linking bath (a boric acid aqueous solution obtained by mixing 3 parts by weight of potassium iodide and 5 parts by weight of boric acid in 100 parts by weight of water) with a liquid temperature of 40°C (cross-linking treatment). After that, the layered body was immersed in a boric acid aqueous solution (4.0% by weight of boric acid concentration and 5% by weight of potassium iodide) at a liquid temperature of 70°C, and at the same time extended in the longitudinal direction (length direction) between rolls with different peripheral speeds. It is uniaxially stretched (underwater stretch treatment) so that the magnification becomes 5.5 times. After that, the layered body was immersed in a washing bath (an aqueous solution obtained by mixing 4 parts by weight of potassium iodide in 100 parts by weight of water) with a liquid temperature of 20°C (washing treatment). After that, while drying in an oven maintained at 90°C, the surface temperature was kept at 75°C while in contact with a heating roller made of SUS for about 2 seconds (drying shrinkage treatment). The shrinkage rate in the width direction of the laminate caused by the drying shrinkage treatment was 5.2%. In this way, a polarizing element with a thickness of 5 μm is formed on the resin substrate.

1-2. Making of polarizing plate On the surface of the polarizing element of the laminate of the resin substrate/polarizing element obtained above, an acrylic stretched film with a thickness of 20 μm was bonded through a PVA-based adhesive, and then the resin substrate was peeled off to obtain a structure with a protective layer/polarizing element The long strip polarizing plate.

使用摩擦布，對聚對苯二甲酸乙二酯(PET)膜(厚度為38 μm)之表面進行摩擦，實施配向處理。將配向處理之方向設為與偏光板貼合時相對於偏光元件之吸收軸之方向從視認側觀察成為15°之方向。於該配向處理表面利用棒式塗佈機塗佈上述液晶塗佈液並於90℃下加熱乾燥2分鐘，藉此使液晶化合物配向。藉由使用金屬鹵素燈對以此種方式形成之液晶層照射1 mJ/cm² 之光，使該液晶層硬化，而於PET膜上形成液晶配向固化層A。液晶配向固化層A之厚度為2.5 μm，面內相位差Re(550)為270 nm。進而，於PET膜上形成有別於液晶配向固化層A之液晶配向固化層B。液晶配向固化層B除厚度以及配向處理方向有所變更以外，以與液晶配向固化層A相同方式形成。液晶配向固化層B之配向處理方向為與偏光板貼合時相對於偏光元件之吸收軸之方向從視認側觀察成為75°之方向，液晶配向固化層B之厚度為1.5 μm，面內相位差Re(550)為140 nm。液晶配向固化層A及B均具有nx＞ny＝nz之折射率分佈。2. The production of the alignment cured layer of the liquid crystal compound constituting the retardation layer will show a nematic liquid crystal phase polymerizable liquid crystal (made by BASF company: trade name "Paliocolor LC242", represented by the following formula) 10 g and the polymerization 3 g of a photopolymerization initiator (manufactured by BASF Corporation: trade name "Irgacure 907") of a liquid crystal compound was dissolved in 40 g of toluene to prepare a liquid crystal composition (coating liquid). [化1]

Using a rubbing cloth, rub the surface of a polyethylene terephthalate (PET) film (thickness of 38 μm) to perform alignment treatment. The direction of the alignment treatment was set to a direction of 15° when viewed from the viewing side with respect to the direction of the absorption axis of the polarizing element when it was attached to the polarizing plate. The above-mentioned liquid crystal coating liquid was applied to the alignment treatment surface using a bar coater and heated and dried at 90° C. for 2 minutes, thereby aligning the liquid crystal compound. By using a metal halide lamp to irradiate the liquid crystal layer formed in this way with light of 1 mJ/cm ² , the liquid crystal layer is hardened, and the liquid crystal alignment cured layer A is formed on the PET film. The thickness of the liquid crystal alignment cured layer A is 2.5 μm, and the in-plane phase difference Re (550) is 270 nm. Furthermore, a liquid crystal alignment cured layer B different from the liquid crystal alignment cured layer A is formed on the PET film. The liquid crystal alignment cured layer B is formed in the same manner as the liquid crystal alignment cured layer A except that the thickness and the alignment treatment direction are changed. The alignment treatment direction of the liquid crystal alignment cured layer B is the direction of the absorption axis of the polarizing element when it is attached to the polarizing plate, which is 75° when viewed from the visible side. The thickness of the liquid crystal alignment cured layer B is 1.5 μm, and the in-plane phase difference Re(550) is 140 nm. The liquid crystal alignment cured layers A and B both have a refractive index distribution of nx>ny=nz.

3. Production of polarizing plate with retardation layer The surface of the polarizing element of the polarizing plate obtained in the above 1. is transferred to the liquid crystal alignment cured layer A through the adhesive A (the thickness after curing is 1.0 μm), and then the liquid crystal alignment cured layer A is transferred to the surface of the liquid crystal alignment cured layer A through the adhesive B (after curing) The thickness is 1.0 μm) The liquid crystal alignment cured layer B is transferred. In this way, a protective layer/polarizing element/adhesive layer (adhesive A)/liquid crystal alignment cured layer A (λ/2 plate, slow axis 15° direction)/adhesive layer (adhesive B)/ The liquid crystal alignment cured layer B (λ/4 plate, slow axis 75° direction) is a long strip of polarizing plate with retardation layer.

4. Production of polarizing plate with retardation layer and hard coat layer The protective layer of the polarizing plate with retardation layer obtained in 3. above is coated with hard coat forming material A, and heated at 75°C . A high-pressure mercury lamp is used to irradiate the heated coating layer with ^{ultraviolet rays with a cumulative light intensity of 200 mJ/cm 2 to} harden the coating layer to form a hard coat layer (thickness: 4 μm). As described above, a hard coat layer/protective layer/polarizing element/adhesive layer (adhesive A)/liquid crystal alignment cured layer A (λ/2 plate, slow axis 15° direction)/adhesive layer (adhesive B)/Liquid crystal alignment cured layer B (λ/4 plate, slow axis 75° direction) is a long strip of polarizing plate with retardation layer and hard coating. The total thickness of the obtained polarizing plate with retardation layer and hard coat layer was 35 μm. The obtained polarizing plate with retardation layer and hard coat layer was used for the evaluation of (1) and (2) above. The results are shown in Table 1.

[Example 2] Except for the use of cycloolefin-based unstretched film (made by Zeon Corporation, thickness 25 μm) instead of acrylic-based stretched film as the protective layer Except that, in the same manner as in Example 1, a long-shaped polarizing plate with a retardation layer and a hard coat layer was obtained. The obtained polarizing plate with retardation layer and hard coat layer was used for the same evaluation as in Example 1. The results are shown in Table 1.

[Example 3] Except that a cycloolefin-based stretched film (manufactured by Zeon Corporation, 25 μm in thickness) was used instead of the acrylic stretched film as the protective layer, a long polarizing plate with a retardation layer and a hard coat layer was obtained in the same manner as in Example 1. . The obtained polarizing plate with retardation layer and hard coat layer was used for the same evaluation as in Example 1. The results are shown in Table 1.

[Comparative Example 1] On one side of the acrylic stretched film used in Example 1, a hard coat layer was formed in the same manner as in Example 1. The laminate of the hard coat layer/acrylic stretched film was attached to the surface of the polarizing element of the laminate of the resin substrate/polarizing element obtained in the same manner as in Example 1, and then the resin substrate was peeled off to obtain a hard coat layer/ Acrylic stretch film (protective layer) / polarizing element with hard coat polarizer. The following procedures are the same as in Example 1, to obtain a hard coat layer/protective layer/polarizing element/adhesive layer (adhesive A)/liquid crystal alignment cured layer A (λ/2 plate, slow axis 15° direction)/adhesive Layer (Adhesive B)/Liquid Crystal Alignment Cured Layer B (λ/4 plate, slow axis 75° direction) is a long strip of polarizing plate with retardation layer and hard coat layer. The obtained polarizing plate with retardation layer and hard coat layer was used for the same evaluation as in Example 1. The results are shown in Table 1.

[Comparative Example 2] Except that a cycloolefin-based unstretched film (manufactured by Zeon Corporation, 25 μm in thickness) was used instead of the acrylic stretched film as the protective layer, a long strip of polarized light with retardation layer and hard coat layer was obtained in the same manner as in Comparative Example 1. board. The obtained polarizing plate with retardation layer and hard coat layer was used for the same evaluation as in Example 1. The results are shown in Table 1.

[Comparative Example 3] Except that a cycloolefin-based stretched film (manufactured by Zeon Corporation, 25 μm in thickness) was used as the protective layer instead of the acrylic stretched film, a long polarizing plate with a retardation layer and a hard coat layer was obtained in the same manner as in Comparative Example 1. . The obtained polarizing plate with retardation layer and hard coat layer was used for the same evaluation as in Example 1. The results are shown in Table 1.

[Table 1] Hard coating Total thickness (μm) Curl 1 Curl 2 Migration Example 1 Formed on polarizing plate with retardation layer 35 〇 〇 〇 Example 2 Formed on polarizing plate with retardation layer 40 〇 〇 〇 Example 3 Formed on polarizing plate with retardation layer 40 〇 〇 〇 Comparative example 1 Formed in the protective layer 35 - - X Comparative example 2 Formed in the protective layer 40 X X △ Comparative example 3 Formed in the protective layer 40 X X 〇 "－" means that the crimp cannot be measured due to fracture

[Evaluation] It is clear from Table 1 that according to the embodiment of the present invention, in the method of manufacturing a polarizing plate with a retardation layer and a hard coat layer, the hard coat layer is formed after the polarizing plate with a retardation layer is produced. It is possible to easily obtain a polarizing plate with a retardation layer and a hard coat layer with suppressed curling and excellent mobility of the raw sheet roll. [Industrial availability]

The polarizing plate with a retardation layer and a hard coat layer of the present invention can be preferably used as a circular polarizing plate for liquid crystal display devices, organic EL display devices, and inorganic EL display devices.

10: Resin substrate or protective layer 20: Polarizing element 30: The first retardation layer 40: 2nd retardation layer 50: hard coating 100: Polarizing plate with retardation layer and hard coating

1(a) to 1(d) are schematic cross-sectional views illustrating a method of manufacturing a polarizing plate with a retardation layer and a hard coat layer according to an embodiment of the present invention.

10: Resin substrate or protective layer

20: Polarizing element

30: The first retardation layer

40: 2nd retardation layer

50: hard coating

100: Polarizing plate with retardation layer and hard coating

Claims (9)

A manufacturing method of a polarizing plate with a retardation layer and a hard coating layer, which comprises: Prepare polarizing element; Forming a retardation layer on one side of the polarizing element to obtain a polarizing plate with retardation layer; and A hard coat layer is formed on the opposite side of the phase difference layer of the polarizing element of the polarizing plate with the phase difference layer. The manufacturing method according to claim 1, wherein the hard coat layer is formed by applying a hard coat layer forming material containing a curable compound and hardening the coating layer. The manufacturing method of claim 1 or 2, wherein the polarizing element is formed by the following method, the method comprising: Coating and drying a polyvinyl alcohol-based resin solution on one side of the resin substrate to form a polyvinyl alcohol-based resin layer to form a laminate; and The layered body is sequentially subjected to an aerial auxiliary stretching treatment, a dyeing treatment, and an underwater stretching treatment, and the polyvinyl alcohol-based resin layer is made into a polarizing element. The manufacturing method according to any one of claims 1 to 3, comprising: further forming another retardation layer on the surface of the retardation layer to obtain the polarizing plate with the retardation layer. The manufacturing method of any one of claims 1 to 4, wherein the above-mentioned retardation layer and the other retardation layer are respectively formed on a specific substrate with an alignment cured layer of a liquid crystal compound through an active energy ray-curable adhesive Formed by transfer. The manufacturing method according to any one of claims 1 to 5, further comprising: forming an adhesive layer as the outermost layer on the opposite side of the hard coat layer; and temporarily adhering the release film on the adhesive layer in a peelable manner . The manufacturing method according to any one of claims 1 to 6, comprising: stacking the above-mentioned polarizing element, the above-mentioned retardation layer, and the above-mentioned another retardation layer in a roll-to-convolution manner. The manufacturing method according to any one of claims 4 to 7, wherein the retardation layer functions as a λ/2 plate, and the other retardation layer functions as a λ/4 plate. The manufacturing method according to any one of claims 1 to 8, wherein the thickness of the obtained polarizing plate with retardation layer and hard coat layer is 45 μm or less.

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