TW201504367A - Polarizing plate and production method thereof, and transfer material for production of polarizing plate and production method thereof - Google Patents

Abstract

A production method of polarizing plates can be provided by this invention. The method includes the following steps: (1) coating a composition including a cycloolefin polymer on a temporary support to form a cycloolefin polymer-containing layer; (2) laminating the cycloolefin polymer-containing layer and a film including polarizing device; and (3) detaching the temporary support. A polarizing plate with a small film thickness can be produced by the production method.

Description

Method for manufacturing polarizing plate and polarizing plate, and manufacturing method for manufacturing polarizing plate Transfer material and transfer material

The present invention relates to a method of manufacturing a polarizing plate and a polarizing plate. Further, the present invention relates to a transfer material used in a method of producing a polarizing plate and a method of producing a transfer material.

With the expansion of markets such as smart phones or tablet personal computers (PCs), display devices are also becoming increasingly thinner. In this trend, in addition to the polymer acylate polymer film which has been used as a transparent and low birefringence optical film since the past, the industry has also tried to use acrylic acid. Various films such as a polymer film and a cycloolefin polymer film are used as a protective film for a polarizing plate (for example, Patent Document 1). These polymer films are generally formed by using a polymer solution or a molten polymer by a casting method or an extrusion method. For example, paragraph 0091 of Patent Document 2 and paragraph 0054 of Patent Document 3 describe the preparation of a cycloolefin polymer film by these methods.

[Prior Art Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open Publication No. 2009-175222

[Patent Document 2] Japanese Patent Laid-Open Publication No. 2009-237376

[Patent Document 3] Japanese Patent Laid-Open Publication No. 2010-191389

An object of the present invention is to provide a polarizing plate having a small film thickness. An object of the present invention is to provide a method for producing a polarizing plate having a low birefringence film polymer film as a protective film.

The inventors of the present invention have attempted to produce a thinner protective film based on the above problems. However, as the deuterated cellulose-based polymer film or the cycloolefin-based polymer film, it is difficult to obtain a film which is thinner than the film which is commercially available by a conventional film forming method. For example, even if the film of the film can be obtained by any conventional film forming method in the casting method or the extrusion method at an ultra-low speed, the film of the film may be broken during the subsequent drying or stretching steps, and finally the film may be broken. It is difficult to maintain the film shape. However, as a result of subsequent research, it has been found that a film formed by coating on a temporary support can form a cycloolefin polymer film, and can be peeled off from the temporary support without defects, and then further studied repeatedly. The present invention has been completed. That is, the present invention provides the following [1] to [14].

[1] A method for producing a polarizing plate, which comprises the following (1) to (3) manufacturing methods: (1) coating a composition comprising a cyclic olefin polymer on a temporary support to form a layer containing a cyclic olefin polymer; (2) layering the layer containing the cycloolefin polymer and a film comprising a polarizing element; 3) Peeling the temporary support.

[2] The production method according to [1], wherein in the above (1), a composition containing a cycloolefin polymer is directly applied to a surface of a temporary support to form a layer containing a cycloolefin polymer.

[3] The manufacturing method according to [1] or [2], which comprises the above (1) to (3) in order, and comprising: in the (2), the temporary support is included The transfer material of the layer containing the cycloolefin polymer and the film layer including the polarizing element, and the laminate formed from the above (2) peel off the temporary support.

[4] The production method according to any one of [1] to [3] wherein the layer of the cycloolefin-containing polymer of (1) is formed with a film thickness of the layer containing the cycloolefin polymer. It is carried out in a manner of 20 μm or less.

[5] The production method according to any one of [1] to [3] wherein the layer of the cycloolefin-containing polymer of (1) is formed with a film thickness of the layer containing the cycloolefin polymer. It is carried out in a manner of 15 μm or less.

[6] The production method according to any one of [1] to [5] wherein the layer of (2) is laminated such that the layer containing the cycloolefin polymer and the film including the polarizing element are passed through The layer proceeds directly in the same way.

[7] The production method according to [6], wherein the layer is laminated to aggregate the ring-containing olefin The layer of the compound is carried out in such a manner that the polarizing element directly follows via the subsequent layer.

[8] The production method according to any one of [1] to [5] wherein, after the (1) and before (2), comprising: selecting from an optically anisotropic layer and an acrylic polymerization More than one layer of the group consisting of the layers is formed on the layer containing the cyclic olefin polymer.

[9] A polarizing plate obtained by the manufacturing method according to any one of [1] to [8], wherein the polarizing plate comprises a cycloolefin-containing polymer having a film thickness of 20 μm or less Layer and polarizing element.

[10] A polarizing plate comprising a polarizing element and a layer containing a cycloolefin polymer having a film thickness of 20 μm or less directly connected to the polarizing element via a bonding layer.

[11] A method for producing a transfer material for producing a polarizing plate, comprising: coating a composition containing a cycloolefin polymer on a temporary support to form a layer containing a cycloolefin polymer.

[12] The production method according to [11], wherein the formation of the layer containing the cycloolefin polymer is carried out so that the film thickness of the layer containing the cycloolefin polymer is 20 μm or less.

[13] The production method according to [11], wherein the formation of the layer containing the cycloolefin polymer is carried out such that the thickness of the layer containing the cycloolefin polymer is 15 μm or less.

[14] A transfer material for producing a polarizing plate obtained by the production method according to any one of [11] to [13], wherein the transfer material comprises A layer containing a cycloolefin polymer having a film thickness of 20 μm or less and a temporary support.

A method of manufacturing a polarizing plate can be provided by the present invention. A polarizing plate having a low birefringence film polymer film as a protective film can be easily produced by the present invention.

1‧‧‧ temporary support

2‧‧‧layers containing cyclic olefin polymers

3‧‧‧Acrylic polymer layer

4‧‧‧ Optical anisotropic layer

10‧‧‧ Coating device

12‧‧‧ film

14‧‧‧ Coating solution supply unit (coating head)

15‧‧‧Support roller

16‧‧‧ pillar

FIG. 1 is a view showing an example of a layer configuration of a transfer material used in the production method of the present invention.

FIG. 2 is a view for explaining an example of a coating step.

Hereinafter, the present invention will be described in detail.

In the present specification, "~" is used in the sense that the numerical values described before and after are included as the lower limit and the upper limit. In the present specification, the "polarizing plate" is a size required to include a long polarizing plate and a size that can be incorporated into a liquid crystal device, unless otherwise specified (in the present specification, "cutting" is also included. The meaning of both the "punching" and "cutting" polarizing plates is used. In addition, in the present specification, a "polarizing element" (also referred to as a "polarizing film") and a "polarizing plate" are used differently, but "polarizing plate" means a layer having a film on at least one side of a "polarizing element". body.

In the present specification, the term "(meth)acrylate" means "either or both of acrylate and methacrylate". "(Meth)acrylic acid" and the like are also the same.

In the present specification, Re(λ) and Rth(λ) respectively indicate in-plane retardation at the wavelength λ and retardation in the thickness direction. Re (λ) is measured by causing light of a wavelength λ nm to enter the normal direction of the film in KOBRA 21ADH or WR (manufactured by Oji Scientific Instruments Co., Ltd.). When the measurement wavelength λ nm is selected, the measurement can be performed by manually replacing the wavelength selection filter or by converting the measurement value by a program or the like.

When the measured film is represented by a uniaxial or biaxial refractive index ellipsoid, Rth(λ) is calculated by the following method.

Rth(λ) is an in-plane slow axis (determined by KOBRA 21ADH or WR) as a tilt axis (rotation axis) (in the case where there is no slow axis, an arbitrary direction in the film plane is set as a rotation axis) with respect to The normal direction of the film is from the normal direction to 50 degrees on one side, and the light of the wavelength λ nm is incident from each oblique direction in steps of 10 degrees, and Re(λ) is measured at all 6 points, and the retardation value based on the measurement is measured. The assumed value of the average refractive index and the input film thickness value were calculated by KOBRA 21ADH or WR.

In the case where the slow axis in the plane is the rotation axis from the normal direction and the film having the retarded value at a certain inclination angle is in the direction of zero (zero), the angle is larger than the inclination angle. The delay value is calculated by changing the sign to negative and then by KOBRA 21ADH or WR.

Further, the slow axis may be used as the tilt axis (rotation axis) (any direction in the film surface may be a rotation axis when there is no slow axis), and the delay value may be measured from two directions of arbitrary tilt, based on Rth is calculated from the assumed value of the value and the average refractive index and the input film thickness value based on the following formulas (11) and (12).

The Re(θ) is a retardation value indicating a direction inclined by an angle θ from the normal direction.

In the formula (11), nx is a refractive index indicating a slow axis direction in the plane, ny is a refractive index indicating a direction orthogonal to nx in the plane, and nz is a refractive index indicating a direction orthogonal to nx and ny. d is the film thickness.

Equation (12): Rth={(nx+ny)/2-nz}×d

Nx in the formula (12) is a refractive index indicating a slow axis direction in the plane, ny is a refractive index indicating a direction orthogonal to nx in the plane, and nz is a refractive index indicating a direction orthogonal to nx and ny. d is the film thickness.

When the measured film cannot be expressed by a uniaxial or biaxial refractive index ellipsoid, that is, a film having no so-called optical axis (optic axis), Rth(λ) is calculated by the following method.

Rth(λ) is the in-plane slow axis (determined by KOBRA 21ADH or WR) as the tilt axis (rotation axis) from the range of -50 degrees to +50 degrees with respect to the film normal direction at 10 degrees. Light of a wavelength λ nm is incident in each oblique direction, and Re(λ) is measured at 11 points, based on the assumed retardation value and the assumed value of the average refractive index and the input. The film thickness value entered was calculated by KOBRA 21ADH or WR.

In the above-described measurement, the assumed value of the average refractive index can be a value of a catalogue of various optical films in a polymer handbook (JOHN WILEY & SONS, INC). If the value of the average refractive index is unknown, it can be measured by an Abbe refractometer. The values of the average refractive index of the main optical film are exemplified below: deuterated cellulose (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethyl methacrylate (1.49), polystyrene ( 1.59). Nx, ny, and nz are calculated by using KOBRA 21ADH or WR by inputting the assumed values of the average refractive indices and the film thickness. Further, Nz = (nx - nz) / (nx - ny) is calculated from the calculated nx, ny, and nz.

In the present specification, when there is no special note on the measurement wavelength, the measurement wavelength is 550 nm. For example, when it is abbreviated as Re, it means Re (550).

In addition, in the present specification, the angle (for example, an angle such as "90°"), and the relationship thereof (for example, "orthogonal", "parallel", and "crossing at 45", etc.) include the technology to which the present invention pertains. The range of errors allowed in the field. For example, it means that the error from a strict angle is preferably 5 or less, more preferably 3 or less, in a range of less than a strict angle of ±10°. Further, a retardation of substantially 0 means Re (550) ≦ 10 nm and Rth (550) ≦ 10 nm, preferably Re (550) ≦ 5 nm or less and Rth (550) ≦ 5 nm.

The method for producing a polarizing plate of the present invention comprises the step of directly applying a composition comprising a cyclic olefin polymer to a surface of a temporary support to form a layer containing a cycloolefin polymer. Containing temporary supports, layers containing cyclic olefin polymers, and others as needed The layered layer of the layer can be used as a transfer material in the manufacturing method of the present invention. Hereinafter, the transfer material will be described.

[Transfer material]

In the present specification, the transfer material is a layer containing a cyclic olefin polymer directly disposed on at least one surface of the temporary support and optionally other layers for transferring the layer containing the cyclic olefin polymer to other substrates ( It is usually a material on a film comprising a polarizing element. Fig. 1 is a schematic cross-sectional view showing a plurality of examples of the transfer material of the present invention. The figure also shows an example in which an optically anisotropic layer and/or an acrylic polymer layer are further contained in addition to a transfer material including a layer having a temporary support and a cyclic olefin-containing polymer. In addition to the layers shown in the drawings, other layers such as an adhesion layer and an alignment layer for alignment of liquid crystal molecules may be included.

[temporary support]

The temporary support may be transparent or opaque, and is not particularly limited. Examples of the polymer constituting the temporary support include cellulose ester (for example, cellulose acetate such as triacetyl cellulose (TAC), cellulose propionate, cellulose butyrate), polyolefin (for example, norbornene) An olefinic polymer), a poly(meth) acrylate (for example, polymethyl methacrylate), a polycarbonate, a polyester, and a polyfluorene or norbornene-based polymer. In order to detect optical characteristics in the production step, the transparent support is preferably a transparent and low birefringence material, and from the viewpoint of low birefringence, a cellulose ester and a norbornene type are preferable. Commercially available norbornene-based polymers can be, for example, Arton (manufactured by Japan Synthetic Rubber (JSR) Co., Ltd.), Zeonex, Zeonor (above, manufactured by Zeon Co., Ltd.), and the like. In addition, because it is cheap, it is also Polycarbonate or polyethylene terephthalate (PET) or the like can be preferably used.

Further, the temporary support may be an unstretched film or a stretched film. In the case of using a stretch film, the extension may be a uniaxial extension or a biaxial extension. The uniaxial stretching is preferably a tenter stretching in which the longitudinal uniaxial stretching of the rotation difference of two or more rolls is performed or the both ends of the film are stretched in the width direction. Further, the film may be formed to extend in the longitudinal and lateral directions.

[Layer of cycloolefin-containing polymer]

In the production method of the present invention, the layer containing a cycloolefin polymer can be formed by a method comprising the step of coating a composition containing a cyclic olefin polymer on a temporary support. In addition, in the present specification, when it is referred to as "on the temporary support", if it is a temporary support, the direct surface containing the temporary support or the temporary support is provided. There is a meaning of either or both of the surfaces of certain layers (films).

The composition containing the cycloolefin polymer may optionally contain other components such as an additive or a solvent.

The film thickness of the layer containing a cycloolefin polymer is not particularly limited, and may be, for example, 1 μm to 100 μm. In the method of the present invention, the layer containing the cycloolefin polymer may be 25 μm or less, 20 μm or less, 15 μm or less, 10 μm or less, 9 μm or less, or 8 μm or less, by being formed by coating. Further, since the layer containing the cycloolefin polymer can be easily peeled off from the temporary support without defects or the like after formation, the protective film of the film can be easily formed on the polarizing plate using the transfer material. In addition, stripping Since the layer containing the cyclic olefin polymer can maintain self-supportability even if it is a film, after laminating a temporary support, the layer containing a cyclic olefin polymer can be connected to a polarizing element, etc., and workability is also favorable.

[cycloolefin polymer]

In the present specification, the cycloolefin polymer means a polymer having a cyclic olefin structure, and the so-called cycloolefin polymer (COP) and cycloolefin copolymer (COC) are cycloolefin polymers. One kind.

Examples of the cycloolefin polymer include (1) a norbornene-based polymer, (2) a polymer of a monocyclic cycloolefin, (3) a polymer of a cyclic conjugated diene, and (4) a vinyl ester. a cyclic hydrocarbon polymer, (5) a norbornene-based addition (co)polymer, and a hydride of (1) to (5). It is also preferred to use a ring-opening (co)polymer comprising at least one cyclic repeating unit.

The norbornene-based polymer hydride can be as disclosed in Japanese Patent Laid-Open No. Hei No. 1-240517, Japanese Patent Laid-Open No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei No. Hei. No. Hei. In the case of the polycyclic unsaturated compound, the polycyclic unsaturated compound is subjected to addition polymerization or metathesis ring-opening polymerization, followed by hydrogenation to produce and produce, as disclosed in JP-A-2003-159979, and the like. .

The norbornene-based resin is sold from JSR (trade name) under the trade name of Arton G or Arton F, and is commercially available from Japan's Jaen (Zhein) under the trade name Zeonor ZF14, Zeonor ZF16, Zeonex 250 or Zeonex 280. some.

The norbornene-based addition (co)polymer is disclosed in Japanese Patent Laid-Open No. Hei 10-7732, Japanese Patent Publication No. 2002-504184, U.S. Patent Publication No. 2004229157A1, or WO2004/070463A1. It can be obtained by subjecting a norbornene-based polycyclic unsaturated compound to addition polymerization with each other. In addition, a norbornene-based polycyclic unsaturated compound may be optionally used, and ethylene, propylene, butylene; a conjugated diene such as butadiene or isoprene; such as ethylidene norbornene Non-conjugated dienes of the class; linear diene compounds such as acrylonitrile, acrylic acid, methacrylic acid, maleic anhydride, acrylate, methacrylate, maleimide, vinyl acetate, vinyl chloride, etc. Addition polymerization is carried out. Among them, a copolymer with ethylene is preferred. The norbornene-based addition (co)polymer is sold from Mitsui Chemicals Co., Ltd. under the trade name APEL, and has a different glass transition temperature (Tg) such as APL8008T (Tg70 °C), APL6013T (Tg125 °C) or APL6015T (Tg145 °C) and other grades. Polyplastics (shares) are sold with TOPAS 8007, TOPAS 6013, TOPAS 6015 and other pellets. Appear3000 is sold from the company Ferrania.

In the cycloolefin polymer, the content of the cyclic olefin polymerization unit is preferably from 5% by mass to 95% by mass. Further, the glass transition temperature (Tg) of the cycloolefin polymer is not limited, and for example, a high Tg cycloolefin polymer polymer such as 200 ° C to 400 ° C can also be used.

Preferable examples of the cycloolefin polymer include a cycloolefin polymer represented by the following formula (21) or formula (22).

[Chemical 1]

In the formula (21), R ₁ to R ₃ each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 (preferably 1 to 6, for example, 1 to 3) carbon atoms (e.g., a chain or a cyclic alkyl group). , alkenyl, or alkynyl). l, m, n represent an integer from 0 to 4, typically 1.

In the formula (22), R ₁₁ to R ₁₂ each independently represent a hydrogen atom or a hydrocarbon group having 1 to 10 (preferably 1 to 6, for example, 1 to 3) carbon atoms (e.g., a chain or a cyclic alkyl group). , alkenyl, or alkynyl). o represents an integer from 0 to 4, typically 1.

[Coating method]

The layer containing a cycloolefin polymer can be formed by applying a composition containing a cycloolefin polymer to a temporary support, and further heating and drying the coating layer.

Coating of a composition comprising a cyclic olefin polymer can be carried out by dip coating method (dip Coating method), air knife coating method, curtain coating method, roller coating method, wire bar coating method A gravure coating method, a die coating method, or the like is performed. When the optically anisotropic layer, the acrylic polymer layer, the alignment layer, and the like described later are formed by coating, the same coating method can be used.

When forming a layer containing a cycloolefin polymer, among them, a micro gravure coating method, a bar coating method, and a die coating method are particularly preferable (refer to US Pat. No. 2,681,294, Japanese Patent Laid-Open) In the case of the publication No. 2006-122889, a mold coating method is preferred.

By forming a layer containing a cycloolefin polymer by a coating method, a film which cannot be achieved by a solution casting method or a melt casting method can be formed.

(coating step)

Fig. 1 is a view showing an example of a coating step which can be used in the production method of the present invention.

The film 12 (temporary support or the like) sent from the feeder or the previous step is subjected to a coating step in the coating device 10. The coating device 10 includes a coating liquid supply unit (hereinafter referred to as a coating head) 14 that coats a coating liquid that is fed from a coating liquid tank by a pump or the like. a film 12; a cylindrical backup roller 15 disposed opposite to the coating head 14, and supporting the film 12 at the time of coating on the outer peripheral surface; and a pillar 16 holding the backup roller via a bearing The rotating shaft of 15 makes it free to rotate. The coating head 14 is a coating head front end closely adjacent to the continuously moving film 12 The non-contact state is configured in the opposite direction. The spacing between the coating head 14 and the membrane 12 is configured to be adjustable. The coating head 14 is a pumping liquid from the coating liquid tank, and by adjusting the amount of the coating liquid to be sent from the pump, the coating amount of the desired coating film thickness can be controlled. Although not shown, in order to stabilize the supply flow rate of the coating liquid, it is preferable to use a metering pump for the pump. For the metering pump, for example, various pumps such as a gear pump and a roller pump can be used.

The coating step is preferably carried out in an environment with good dustiness and optimum temperature and humidity. Further, the drying step after coating, the ultraviolet irradiation step in forming the optically anisotropic layer, and the rubbing step in the production of the alignment film are also performed as a series of steps upstream or downstream of the coating step, and the same It is preferably carried out in an environment with good dustiness and optimum temperature and humidity. The coating step and the like are preferably carried out in a clean room, and in particular, the coating device 10 is preferably installed in an environment with high cleanliness. For this purpose, a clean room with a down flow or a clean bench can be used.

As the coating device 10, for example, an extrusion type coater, a bar coater (also referred to as a "rod coater"), and a Meyer rod type may be used. A coater (Meyer bar coater), a gravure coater (direct gravure coater, a gravure kiss coater, etc.), a roll coater ( A roll coater (a transfer coater, a reverse roll coater, etc.), a die coater, a fountain coater, a slide hopper, and the like.

Preferably, the coating step is followed by a drying step for drying the coating film. The drying device used in the drying step can also use a usual drying device without limitation. example For example, a convection drying method using hot air, a radiation drying method using radiant heat such as infrared rays, or the like can be used. When hot air is used, the temperature of the hot air and the wind speed are adjusted to control the drying of the coating film. Further, when applying hot air, a slit nozzle (a nozzle having a slit-like opening shape in the width direction of the belt-shaped support) or a punching nozzle (a porous flat nozzle) may be used. Wait.

[solvent]

In the method of the present invention, a coating liquid containing a cycloolefin polymer, and an optically anisotropic layer, an acrylic polymer layer, an alignment layer, etc., which will be described later, are used for preparation of a coating liquid. As the solvent, an organic solvent or water, or a mixed solvent of these may be preferably used. Examples of the organic solvent include decylamine (for example, N,N-dimethylformamide), anthracene (for example, dimethyl hydrazine), a heterocyclic compound (for example, pyridine), and a hydrocarbon (for example, benzene). , hexane), alkyl halides (eg, chloroform, dichloromethane), esters (eg, methyl acetate, butyl acetate), ketones (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone) , cyclohexanone), an ether (for example, tetrahydrofuran, 1,2-dimethoxyethane), an alkyl alcohol (for example, methanol, ethanol, propanol). Further, two or more solvents may be used in combination. Among these, an alkyl halide, an ester, a ketone, and a mixed solvent of these are preferable.

[Optical anisotropic layer]

The transfer material may also comprise an optically anisotropic layer. Further, the polarizing plate manufactured by the production method of the present invention may also contain an optically anisotropic layer.

When the optically anisotropic layer is provided on the polarizing plate using a transfer material, temporary transfer support at the time of transfer is made by using a transfer material having a layer containing a cycloolefin polymer. The peeling of the body became good. Further, since a good releasability can be obtained by a layer containing a cycloolefin polymer, various temporary supports can be used as compared with the case of a layer not including a cycloolefin-containing polymer. Therefore, in order to detect the transfer material by the surface inspection machine, a temporary support which is less likely to cause rainbow unevenness or the like can be selected.

The optically anisotropic layer is a layer having an incident direction in which the retardation is substantially not zero at the time of measurement delay, that is, a non-isotropic optical property. The optically anisotropic layer used in the present invention is formed by polymerizing a liquid crystal compound by light irradiation of a polymerizable composition containing a liquid crystal compound. The polymerizable composition may be a composition containing a liquid crystal compound having at least one polymerizable group and polymerizing the liquid crystal compound by a polymerizable group by light irradiation. The polymerizable composition is preferably applied to a temporary support. It is especially preferable to apply it directly to the surface which rubbed the film which is a temporary support, or apply it directly to an aligning layer. The liquid crystal compound molecules in the layer can be aligned by drying the coating layer by room temperature or the like or heating (for example, heating at 50 ° C to 150 ° C, preferably 80 ° C to 120 ° C). The optically anisotropic layer may be formed by subjecting it to light irradiation to be polymerized and immobilized.

The film thickness of the optically anisotropic layer is 10 μm or less, less than 8 μm, 7 μm or less, 6 μm or less, 5 μm or less, 4 μm or less, 3 μm or less, 2 μm or less, 1.9 μm or less, 1.8 μm or less, 1.7 μm or less, and 1.6 μm or less. 1.5 μm or less, 1.4 μm or less, 1.3 μm or less, 1.2 μm or less, 1.1 μm or less, or 1 μm or less, and 0.2 μm or more, 0.3 μm or more, 0.4 μm or more, 0.5 μm or more, 0.6 μm or more, 0.7 μm or more, and 0.8 μm. Above, 0.9 μm or more is sufficient. The optically anisotropic layer is also preferably transparent (for example, a light transmittance of 80% or more).

[Two or more optical anisotropic layers]

The polarizing plate of the present invention may also comprise two or more optically anisotropic layers. Two or more optically anisotropic layers may be in direct contact with each other in the normal direction, or other layers such as an alignment layer may be interposed therebetween. The polymerizable composition forming two or more layers may be the same or different from each other. For example, when two optically anisotropic layers are combined, a combination of layers formed of a composition containing a rod-like liquid crystal compound or layers formed of a composition containing a discotic liquid crystal compound may be used. A combination of a layer formed of a composition containing a rod-like liquid crystal compound and a layer formed of a composition containing a discotic liquid crystal compound. When the transfer material (polarizing plate) includes two or more optically anisotropic layers, the optically anisotropic layer produced first can also function as an alignment layer of the optically anisotropic layer to be formed later. The optically anisotropic layer produced at this time can also be rubbed. Alternatively, an oxidative surface treatment may be performed. The oxidative surface treatment is preferably a corona discharge treatment or a plasma treatment. When two or more optically anisotropic layers are contained, it is preferable that the total thickness of the optically anisotropic layer is the film thickness.

The two-layer optically anisotropic layer may also have a function as a λ/4 phase difference plate, for example. The λ/4 phase difference plate functions as a circular polarizing plate in combination with a polarizing element (linear polarizing element).

The phase difference plate has many applications and has been used in a liquid crystal display (LCD), a transflective LCD, a brightness enhancement film, an organic electroluminescence (EL) display device, and a touch panel ( Touch Panel) and so on. For example, an organic EL (organic electroluminescence) element has a structure in which a layer having a different refractive index is laminated, or a structure using a metal electrode, so that external light is reflected at an interface of each layer to cause contrast reduction or reflection glare (reflected). Glare) problems such as the case. Therefore, in order to suppress the adverse effect caused by external light reflection, a circularly polarizing plate including a phase difference plate and a polarizing film has been used for an organic EL display device, an LCD display device, or the like.

[Liquid Crystal Compound]

The liquid crystal compound is a rod-like liquid crystal compound or a discotic liquid crystal compound.

As the rod-like liquid crystal compound, azomethines, azoxys, cyanobiphenyls, cyanophenyl esters, benzoic acid esters, phenylcyclohexanecarboxylic acid phenyl esters, and the like, are preferably used. Cyanophenylcyclohexanes, cyano substituted phenylpyrimidines, alkoxy substituted phenylpyrimidines, phenyldioxanes, diphenylacetylenes and alkenylcyclohexylbenzonitriles . Not only the above-described low molecular liquid crystal molecules but also polymer liquid crystal molecules can be used.

The rod-like liquid crystal compound is more preferably fixed by polymerization, and the polymerizable rod-like liquid crystal compound can be used as "Makromol. Chem.", Vol. 190, p. 2255 (1989), "Advanced Materials ( Advanced Materials), Vol. 5, p. 107 (1993), U.S. Patent No. 4,683,327, U.S. Patent No. 5,622,648, U.S. Patent No. 5,770,107, WO 95/22586, WO 95/24455, WO 97/00600, WO 98/23580 No. WO 98/52905, Japanese Patent Laid-Open No. Hei No.1-272551, Japanese Patent Laid-Open No. Hei 6-16616, Japanese Patent Laid-Open No. Hei 7-110469, Japanese Patent Laid-Open No. Hei 11-80081, and Japanese Patent Application No. A compound described in 2001-64627 or the like. In addition, the polymerizable rod-like liquid crystal compound is preferably a polymerizable rod-like liquid crystal compound represented by the following formula (1).

General formula (1) Q ¹ -L ¹ -Cy ¹ -L ² -(Cy ² -L ³ )n-Cy ³ -L ⁴ -Q ²

(In the formula (1), Q ¹ and Q ² are each independently a polymerizable group, and L ¹ and L ⁴ are each independently a divalent linking group, and L ² and L ³ are each independently a single bond or a divalent linking group, Cy ¹ , Cy ² and Cy ³ are divalent cyclic groups, n is 0, 1, 2 or 3)

Hereinafter, the polymerizable rod-like liquid crystal compound represented by the formula (1) will be further described.

In the formula (1), each of Q ¹ and Q ^{2 is} independently a polymerizable group. The polymerization reaction of the polymerizable group is preferably an addition polymerization (including ring-opening polymerization) or a condensation polymerization. In other words, the polymerizable group is preferably a functional group capable of undergoing an addition polymerization reaction or a condensation polymerization reaction. An example of a polymerizable group is shown below.

[Chemical 2]

Among the above, preferred polymerizable groups include an acrylic group and a methacryl group. It is particularly preferable that both of Q ¹ and Q ² in the formula (1) are an acrylic group or a methacryl group.

In the formula (1), L ¹ and L ⁴ are each independently a divalent linking group. L ¹ and L ^{4 are} preferably independently selected from the group consisting of -O-, -S-, -CO-, -NR-, -C=N-, a divalent chain group, a divalent cyclic group, and the like. Combining the divalent linking groups in the group consisting of. The R is an alkyl group having 1 to 7 carbon atoms or a hydrogen atom. R is preferably an alkyl group having 1 to 4 carbon atoms or a hydrogen atom, more preferably a methyl group, an ethyl group or a hydrogen atom, and most preferably a hydrogen atom.

Examples of the divalent linking group including the combination are shown below. Here, the left side is bonded to Q (Q ¹ or Q ² ), and the right side is bonded to Cy (Cy ¹ or Cy ³ ).

L-1:-CO-O-divalent chain-based-O-

L-2:-CO-O-divalent chain-based-O-CO-

L-3: -CO-O-divalent chain-based O-CO-O-

L-4: -CO-O-divalent chain group -O-divalent cyclic group -

L-5:-CO-O-divalent chain-O-divalent cyclic group-CO-O-

L-6:-CO-O-divalent chain-O-divalent cyclic group-O-CO-

L-7: -CO-O-divalent chain-O-divalent cyclic group-divalent chain group-

L-8:-CO-O-divalent chain-O-divalent cyclic group-divalent chain group-CO-O-

L-9:-CO-O-divalent chain-O-divalent cyclic group-divalent chain group-O-CO-

L-10:-CO-O-divalent chain-O-CO-divalent cyclic group-

L-11:-CO-O-divalent chain-O-CO-divalent cyclic group-CO-O-

L-12:-CO-O-divalent chain-O-CO-divalent cyclic group-O-CO-

L-13:-CO-O-divalent chain-O-CO-divalent cyclic group-divalent chain group-

L-14:-CO-O-divalent chain-O-CO-divalent cyclic group-divalent chain group-CO-O-

L-15:-CO-O-divalent chain-O-CO-divalent cyclic group-divalent chain group-O-CO-

L-16:-CO-O-divalent chain-O-CO-O-divalent cyclic group-

L-17:-CO-O-divalent chain-O-CO-O-divalent cyclic group-CO-O-

L-18:-CO-O-divalent chain-O-CO-O-divalent cyclic group-O-CO-

L-19:-CO-O-divalent chain-O-CO-O-divalent cyclic group-divalent chain group-

L-20:-CO-O-divalent chain-O-CO-O-divalent cyclic group-divalent chain group-CO-O-

L-21:-CO-O-divalent chain-O-CO-O-divalent cyclic group-divalent chain group-O-CO-

The divalent chain radical means an alkylene group, a substituted alkylene group, an alkenyl group, a substituted alkenyl group, an alkynyl group, a substituted alkynyl group. Preferred are an alkylene group, a substituted alkylene group, an alkenyl group group, a substituted alkenyl group group, and more preferably an alkyl group and an alkenyl group.

The alkylene group may also have a branch. The carbon number of the alkylene group is preferably from 1 to 12, more preferably from 2 to 10, most preferably from 2 to 8.

The alkylene moiety of the substituted alkylene group is the same as the alkylene group. Examples of the substituent include a halogen atom.

The alkenyl group may also have a branch. The carbon number of the alkenyl group is preferably from 2 to 12, more preferably from 2 to 10, most preferably from 2 to 8.

The alkylene moiety of the substituted alkylene group is the same as the alkylene group. Examples of the substituent include a halogen atom.

The alkynyl group may also have a branch. The carbon number of the alkynylene group is preferably from 2 to 12, more preferably from 2 to 10, most preferably from 2 to 8.

The alkynyl moiety of the substituted alkynyl group is the same as the alkynyl group. Examples of the substituent include a halogen atom.

Specific examples of the divalent chain group include ethyl, trimethylene, propyl, tetramethylene, 2-methyl-tetramethylene, pentamethylene, hexamethylene, and arsenic. methyl, 2-butenyl group, 2-butenyl group, and the like.

The definitions and examples of the divalent cyclic group are the same as those of the definitions and examples of Cy ¹ , Cy ² and Cy ³ described later.

In the formula (1), L ² or L ³ are each independently a single bond or a divalent linking group. L ² and L ^{3 are} preferably independently selected from the group consisting of -O-, -S-, -CO-, -NR-, -C=N-, a divalent chain group, a divalent cyclic group, and the like. Combining a divalent linking group or a single bond in a group consisting of. The R is an alkyl group having 1 to 7 carbon atoms or a hydrogen atom, preferably an alkyl group having 1 to 4 carbon atoms or a hydrogen atom, more preferably a methyl group, an ethyl group or a hydrogen atom. It is a hydrogen atom. The divalent chain group and the divalent cyclic group have the same meanings as defined for L ¹ and L ⁴ .

Preferred divalent linking groups as L ² or L ³ may be exemplified by -COO-, -OCO-, -OCOO-, -OCONR-, -COS-, -SCO-, -CONR-, -NRCO-, - CH ₂ CH ₂ -, -C=C-COO-, -C=N-, -C=NN=C-, and the like.

In the formula (1), n is 0, 1, 2 or 3. In the case where n is 2 or 3, the two L ³ may be the same or different, and the two Cy ² may be the same or different. n is preferably 1 or 2, and further preferably 1.

In the formula (1), Cy ¹ , Cy ² and Cy ³ are each independently a divalent cyclic group.

The ring contained in the cyclic group is preferably a five-membered ring, a six-membered ring, or a seven-membered ring, and further preferably a five-membered ring or a six-membered ring, and most preferably a six-membered ring.

The ring contained in the cyclic group may also be a condensed ring. However, a single ring is preferred over a condensed ring.

The ring contained in the cyclic group may be any of an aromatic ring, an aliphatic ring, and a hetero ring. Examples of the aromatic ring include a benzene ring and a naphthalene ring. Examples of aliphatic rings include Cyclohexane ring. Examples of the heterocyclic ring include a pyridine ring and a pyrimidine ring.

The cyclic group having a benzene ring is preferably a 1,4-phenylene group. The cyclic group having a naphthalene ring is preferably a naphthalene-1,5-diyl group and a naphthalene-2,6-diyl group. The cyclic group having a cyclohexane ring is preferably a 1,4-cyclohexylene group. The cyclic group having a pyridine ring is preferably a pyridine-2,5-diyl group. The cyclic group having a pyrimidine ring is preferably a pyrimidine-2,5-diyl group.

The cyclic group may also have a substituent. Examples of the substituent include a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 5 carbon atoms, a halogen-substituted alkyl group having 1 to 5 carbon atoms, and an alkoxy group having 1 to 5 carbon atoms. a group, an alkylthio group having 1 to 5 carbon atoms, a decyloxy group having 2 to 6 carbon atoms, an alkoxycarbonyl group having 2 to 6 carbon atoms, an amine carbenyl group, and having 2 carbon atoms An alkyl-substituted aminecarbamyl group of 6 and a mercaptoamine group having 2 to 6 carbon atoms.

An example of the polymerizable rod-like liquid crystal compound represented by the formula (1) is shown below, but examples of the polymerizable rod-like liquid crystal compound are not limited thereto.

[Chemical 3]

[Chemical 4]

[Chemical 5]

[Chemical 6]

In addition, the rod-like liquid crystal compound is preferably a compound represented by the following formula (2) in addition to the polymerizable rod-like liquid crystal compound represented by the formula (1).

General formula (2) M ¹ -(L ¹ )p-Cy ¹ -L ² -(Cy ² -L ³ )n-Cy ³ -(L ⁴ )qM ²

(In the formula (2), M ¹ and M ² each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a heterocyclic group, a cyano group, a halogen, - SCN, -CF ₃ , nitro, or Q ¹ , and at least one of M ¹ and M ² represents a group other than Q ¹ .

Here, Q ¹ , L ¹ , L ² , L ³ , L ⁴ , Cy ¹ , Cy ² , Cy ³ and n have the same meanings as those represented by the formula (1). In addition, p and q are 0, or 1)

In the case where M ¹ and M ² do not represent Q ¹ , M ¹ and M ^{2 are} preferably a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a cyano group, more preferably It is an alkyl group having 1 to 4 carbon atoms or a phenyl group, and p and q are preferably 0.

Further, in the mixture of the polymerizable liquid crystal compound represented by the formula (1) and the compound represented by the formula (2), a preferable mixing ratio (mass ratio) of the compound represented by the formula (2) is 0.1%. ~40%, more preferably 1% to 30%, and even more preferably 5% to 20%.

Preferred examples of the compound represented by the formula (2) are shown below, but the invention is not limited thereto.

[Chemistry 7]

Discotic liquid crystal compounds are published in many literatures (C. Destrade et al., Mol. Cryst. Liq. Cryst., vol. 71, page 111 (1981); "Edited by the Chemical Society of Japan", and the quarterly "Chemical Overview" , No. 22, "Chemistry of Liquid Crystals", Chapter 5, Chapter 10, Section 2 (1994); B. Kohne et al., Angew. Chem. Soc. Chem. Comm., page 1794 (1985); It is described in Zhang et al., J. Am. Chem. Soc., vol. 116, page 2655 (1994). The polymerization of the discotic liquid crystal compound is described in Japanese Patent Laid-Open Publication No. Hei 8-27284. In order to fix the disc-shaped alignment layer liquid crystal compound by polymerization, it is necessary to bond the polymerizable group as a substituent to the disc-shaped core of the discotic liquid crystal compound. However, when the polymerizable group is directly bonded to the disk-shaped core, it is difficult to maintain the alignment state in the polymerization reaction. Therefore, a linking group is introduced between the discotic core and the polymerizable group. In other words, the photocurable discotic liquid crystal compound is preferably a compound represented by the following formula (3).

General formula (3)D(-L-P)n

(In the formula, D is a discotic core, L is a divalent linking group, P is a polymerizable group, and n is an integer of 4 to 12)

Preferred examples of the discotic core (D), the divalent linking group (L), and the polymerizable group (P) in the formula (3) are those described in JP-A-2001-4837 (D1). )~(D15), (L1)~(L25), (P1)~(P18), preferably better Use the content described in this bulletin.

Further, the discotic liquid crystal compound is preferably a compound represented by the formula (DI) described in JP-A-2007-2220.

The solid content of the liquid crystal compound (mass excluding the solvent) is 80% by mass or more, 90% by mass or more, 95% by mass or more, 99.99% by mass or less, 99.98% by mass or less, and 99.97% by mass or less based on the mass of the solid content of the polymerizable composition. Contains it. In particular, the compound containing an acryl group or a methacryl group is preferably 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more, 99.99% by mass or less, 99.98% by mass or less, or 99.97. It is contained in mass% or less.

The liquid crystal compound can be fixed in any alignment state of horizontal alignment, vertical alignment, oblique alignment, and twist alignment. In the present specification, the term "horizontal alignment" means that the long axis of the molecule is parallel to the horizontal plane of the transparent support in the case of a rod-like liquid crystal, and the discotic liquid crystal compound in the case of a discotic liquid crystal. The disc face of the core is parallel to the horizontal plane of the transparent support, but is not required to be strictly parallel. In this specification, it means an alignment with an inclination angle of less than 10 degrees with the horizontal plane. The optically anisotropic layer used in the present invention preferably contains a state in which the rod-like liquid crystal compound is aligned in a state of being aligned.

[Alignment fixation]

The polymerization reaction of the liquid crystal compound may be carried out by photopolymerization. The photopolymerization reaction may be any of radical polymerization and cationic polymerization, but is preferably a radical polymerization. Examples of the radical photopolymerization initiator include an α-carbonyl compound (described in U.S. Patent No. 2,376,661, U.S. Patent No. 2,367,670), acyloin ether (described in U.S. Patent No. 2,484,828), alpha-hydrocarbon-substituted aromatic keto alcohol compound (described in U.S. Patent No. 2,722,512), and polynuclear ruthenium compound (described in U.S. Patent No. 3,046, 127, U.S. Patent No. 2,591, 758, the combination of a triaryl imidazole dimer and a p-aminophenyl ketone (described in U.S. Patent No. 3,549,367), acridine and phenazine compounds (described in Japanese Patent) JP-A-60-105667, the specification of U.S. Patent No. 4,239,850, and the oxadiazole compound (described in the specification of U.S. Patent No. 4,212,970). Examples of the cationic photopolymerization initiator are, for example, an organic onium salt system, an onium salt system, an onium salt system, etc., preferably an organic onium salt system, and more preferably a triphenylsulfonium salt. As the counter ion of these compounds, a hexafluoroantimonate ion, a hexafluorophosphate ion or the like can be preferably used.

The amount of the photopolymerization initiator to be used is preferably from 0.01% by mass to 20% by mass, and more preferably from 0.5% by mass to 5% by mass, based on the solid content of the coating liquid. The light irradiation for the polymerization of the liquid crystal compound is preferably ultraviolet light. The energy of the irradiation is preferably from 10 mJ/cm ² to 10,000 mJ/cm ² , and more preferably from 25 mJ/cm ² to 1000 mJ/cm ² . The illuminance is preferably from 10 mW/cm ² to 2000 mW/cm ² , more preferably from 20 mW/cm ² to 1500 mW/cm ² , still more preferably from 40 mW/cm ² to 1000 mW/cm ² . The irradiation wavelength preferably has a peak at 250 nm to 450 nm, and more preferably has a peak at 300 nm to 410 nm. In order to promote the photopolymerization reaction, light irradiation may be carried out under an inert gas atmosphere such as nitrogen or under heating.

[Horizontal alignment agent]

By including a Japanese patent for a polymerizable composition containing a liquid crystal compound Fluorine-based homopolymerization of a compound represented by the general formulae (1) to (3) and a monomer of the general formula (4) described in paragraphs "0098" to "0105" of JP-A-2009-69793 At least one of a homopolymer or a copolymer allows the molecules of the liquid crystal compound to be substantially horizontally aligned. In the case where the liquid crystal compound is horizontally aligned, the tilt angle thereof is preferably 0 to 5 degrees, more preferably 0 to 3 degrees, further preferably 0 to 2 degrees, and most preferably 0 to 1 degree. .

The amount of the horizontal alignment agent to be added is preferably from 0.01% by mass to 20% by mass based on the mass of the liquid crystal compound, more preferably from 0.01% by mass to 10% by mass, even more preferably from 0.02% by mass to 1% by mass. In addition, the compounds represented by the general formulae (1) to (4) described in the paragraphs "0098" to "0105" of JP-A-2009-69793 may be used singly or in combination of two or more.

[Other additives]

The polymerizable composition containing a liquid crystal compound may also contain a pyridinium compound represented by the formula (I) described in JP-A-2006-113500. The pyridinium compound functions as a vertical alignment agent on the interface layer side, and for example, molecules of a discotic liquid crystal compound can be substantially vertically aligned in the vicinity of the alignment layer. The polymerizable composition containing a liquid crystal compound may also contain a boric acid compound represented by the formula (I) described in JP-A-2013-054201.

The polymerizable composition containing a liquid crystal compound may further contain an essential additive, but preferably does not contain a so-called chiral agent.

[Alignment layer]

The optically anisotropic layer may also be a polymerizable composition coated on the surface of the alignment layer The layer is formed. The alignment layer is a surface provided on the temporary support (extension film) or the undercoat layer coated on the temporary support. The alignment layer functions to define the alignment of the liquid crystal compound in the polymerizable composition provided thereon. The alignment layer may be any layer as long as it can impart an alignment property to the optically anisotropic layer. Preferable examples of the alignment layer include a phenol resin, an epoxy resin, a fluororesin, a polyethylene resin, a polypropylene resin, and the like. Further, for example, an organic material containing a hydrophilic group such as a hydroxyl group, an amine group, a carboxyl group, a sulfonic acid group or a phosphoric acid group is preferable. Specifically, an acrylic resin, a polyvinyl alcohol resin, a polyester resin, an amine resin, or the like can be used. Further, examples thereof include a layer treated by rubbing of an organic compound (preferably a polymer), and an optical alignment represented by azobenzene polymer or polyvinyl cinnamate, which exhibits alignment of liquid crystals by polarized light irradiation. a layer, an oblique vapor deposition layer of an inorganic compound, a layer having a microgroove, and further, ω-tetracosanoic acid, dioctadecylmethylammonium chloride, and methyl stearate An accumulation film formed by a Langmuir-Blodgett (LB film) or a layer obtained by imparting an electric field or a magnetic field to a dielectric body. Preferably, the alignment layer comprises polyvinyl alcohol in a rubbed aspect, and particularly preferably crosslinks with at least any of the upper or lower layers of the alignment layer. The method of controlling the alignment direction is preferably a photo alignment layer and a microchannel. The light alignment layer is particularly preferably characterized by dimerization such as polyvinyl cinnamate, and the microchannel is preferably a master roll previously prepared by mechanical processing or laser processing. Emboss treatment.

The rubbing treatment performed on the lower layer or the like of the optically anisotropic layer such as the alignment layer can be usually carried out by rubbing the surface of the film mainly composed of the polymer in a certain direction with paper or cloth. A general method of rubbing treatment, for example, "liquid crystal "The Fact Sheet" (issued by Maruzen Corporation, October 30, 2000) is documented.

For the method of changing the friction density, the method described in "Liquid Crystal Handbook" (published by Maruzen Co., Ltd.) can be used. The friction density (L) is quantified by the following formula (A).

Formula (A) L=Nl(1+2 πrn/60v)

In the formula (A), N is the number of rubbing, l is the contact length of the rubbing roll, r is the radius of the roll, n is the number of revolutions (rpm) of the roll, and v is the stage moving speed (second speed).

In order to increase the friction density, as long as the number of frictions is increased, the contact length of the friction roller is lengthened, the radius of the roller is increased, the rotation speed of the roller is increased, and the moving speed of the table is slowed down. On the other hand, in order to reduce the friction density, the reverse side can be used. .

Further, the conditions at the time of the rubbing treatment can also be referred to the description of Japanese Patent No. 4052558.

[Acrylic polymer layer]

The transfer material may also comprise an acrylic polymer layer. Further, the polarizing plate produced by the production method of the present invention may further comprise an acrylic polymer layer.

The material for forming the acrylic polymer layer is generally cheaper than the material for forming the layer containing the cycloolefin polymer, but the transfer material for providing the acrylic polymer layer to the film including the polarizing element, even the present invention It is also difficult for the acrylic polymer layer to be peeled off without defects, if the transfer material having a structure in which an acrylic polymer layer is directly provided on the surface of the temporary support is prepared. However, by using a transfer material having a layer containing a cyclic olefin polymer on a temporary support, the cycloolefin is contained. An acrylic polymer layer is provided on the layer of the hydrocarbon polymer to form a good peeling property from the temporary support, and to form a transparent and low birefringence protective film having a desired film thickness at a lower cost.

The transfer material may also include an acrylic polymer layer and an optically anisotropic layer. In this case, the order of the layers of the acrylic polymer layer and the optically anisotropic layer is not particularly limited. The layer containing a cycloolefin polymer, the acrylic polymer layer, and the optically anisotropic layer may be sequentially contained, and the acrylic polymer layer also acts on the alignment layer forming the optically anisotropic layer.

The acrylic polymer layer may be a polymerizable composition containing a (meth) acrylate monomer on the surface of a lower layer such as a layer containing a cycloolefin polymer or an optically anisotropic layer, and the coating layer may be cured. The layer to be formed may be a layer formed by applying a composition containing an acrylic polymer and drying the coating layer, or may be a layer in which an additionally produced acrylic polymer film is provided next.

The acrylic polymer layer is preferably a low birefringence and transparent acrylic polymer layer. Just use an optically isotropic person. The optical isotropy means that the absolute value of the in-plane retardation (Re (550)) is 10 nm or less and the absolute value of the thickness direction retardation (Rth) is 10 nm or less.

The (meth) acrylate of the (meth) acrylate-containing polymerizable composition for forming the acrylic polymer layer is not particularly limited as long as it is a compound containing an acrylonitrile group or a methacryl oxime group. The propylene group or the methacrylinyl group in the compound may be one or two or more (for example, two, three, four, etc.). The molecular weight of the (meth) acrylate may be about 5,000 or less, preferably 3,000. Hereinafter, it is more preferably 2,000 or less, and particularly preferably 1,000 or less. For example, (meth)acrylic acid, (meth)acrylic acid, and various esters (methyl (meth)acrylate, etc.) are mentioned.

The polymerizable composition containing a (meth) acrylate to form an acrylic polymer layer may contain a polymerizable compound other than (meth) acrylate.

Examples of the acrylic polymer include a poly(methyl) acrylate, a copolymer of (meth)acrylic acid and various esters thereof, a copolymer of styrene and (meth)acrylic acid or various (meth) acrylates, and ethylene. A copolymer of toluene with (meth)acrylic acid or various (meth) acrylates, and the like. Preferable examples thereof include a copolymer of methyl (meth)acrylate and (meth)acrylic acid, a copolymer of allyl (meth)acrylate and (meth)acrylic acid, and benzyl (meth)acrylate. a multicomponent copolymer of methyl methacrylate and other monomers. These polymers may be used singly or in combination of two or more.

The acrylic polymer layer may be a layer obtained by thermally polymerizing a (meth) acrylate or another monomer, or may be a layer obtained by photopolymerization, but is preferably a layer obtained by photopolymerization. The photopolymerization reaction may be carried out by directly applying a polymerizable composition containing a (meth) acrylate to a layer formed of a polymerizable composition containing a liquid crystal compound. The light irradiation for the photopolymerization reaction may be carried out under the same conditions as the above-described light irradiation for polymerization of the liquid crystal compound, and light irradiation for polymerization of the liquid crystal compound may also simultaneously polymerize the (meth) acrylate.

As the polymerization initiator, a thermal polymerization initiator and a photopolymerization initiator can be suitably used according to the method.

The photopolymerization initiator may be exemplified by the vicinal polyketaldonyl compound disclosed in the specification of U.S. Patent No. 2,367,660, U.S. Patent No. 2448828 The ketone alcohol ether compound described in the specification, the α-hydrocarbon-substituted aromatic keto alcohol compound described in the specification of U.S. Patent No. 2,725,512, the polynuclear ruthenium compound described in the specification of U.S. Patent No. 3,046,127 and the specification of U.S. Patent No. 2,591,758. And a combination of a triaryl imidazole dimer and a p-amino ketone described in the specification of the Japanese Patent No. 3549367, a benzothiazole compound and a trihalomethyl s-triazine compound described in Japanese Patent Publication No. Sho 51-48516, The trihalomethyl-triazine compound described in the specification of U.S. Patent No. 4,239,850, and the trihalomethyloxadiazole compound described in the specification of U.S. Patent No. 4,212,976. More preferred are trihalomethyl s-triazine, trihalomethyl oxadiazole and triaryl imidazole dimer. In addition, "polymerization initiator C" described in Japanese Laid-Open Patent Publication No. Hei 11-133600 is preferred.

Further, the amount of the polymerization initiator is preferably from 0.01% by mass to 20% by mass, and more preferably from 0.2% by mass to 10% by mass, based on the solid content of the polymerizable composition for forming the acrylic polymer layer.

In order to make the acrylic polymer layer have a hard coat property, a polymer having a high Tg is used as the polymer in the acrylic polymer layer. The Tg is preferably 50 ° C or higher, more preferably 80 ° C or higher, and still more preferably 100 ° C or higher. In order to increase the Tg of the polymer, a polar group such as a hydroxyl group, a carboxylic acid group or an amine group may be introduced. Examples of the high Tg polymer include a reaction product of an alkyl (meth)acrylate such as poly(methyl) acrylate or poly(methyl) acrylate, and an alkyl (meth) acrylate and (a) Reaction of a hydroxyl group-containing (meth) acrylate such as a copolymer of acrylic acid, 2-hydroxyethyl (meth)acrylate or 2-hydroxypropyl (meth)acrylate, or an alkyl (meth)acrylate And It is a copolymer of a half ester of a reaction product of a hydroxyl group-containing (meth) acrylate with an acid anhydride such as succinic anhydride or phthalic anhydride.

Further, in order to impart hard coatability, a layer obtained by polymerizing a layer containing at least one type of polymerizable monomer and a polymerizable polymer having a difunctional or higher functional group by light irradiation or heat may be used. The reactive group may, for example, be a vinyl group, an allyl group, an epoxy group, an oxetanyl group or a vinyl ether group, in addition to the (meth)acryl group. Examples of the polymerizable polymer include glycidyl (meth)acrylate, allyl (meth)acrylate, ethylene glycol di(meth)acrylate, and glycerol 1,3-di(meth)acrylate. A reaction product of a polymerizable group-containing acrylate, a copolymer of a polymerizable group-containing acrylate and (meth)acrylic acid, and a multicomponent copolymer of a polymerizable group-containing acrylate and another monomer.

The film thickness of the acrylic polymer layer is preferably 60 μm or less, 50 μm or less, 40 μm or less, 30 μm or less, 25 μm or less, or 15 μm or less, and 2 μm or more, 3 μm or more, 3.5 μm or more, 4 μm or more, 4.5 μm or more, or 5 μm. the above.

[other layers]

The transfer material may include, in addition to the layer, other functional layers such as a low moisture permeable layer, a protective layer, an antistatic layer, a hard coat layer, and an adhesive layer.

[Manufacturing method of polarizing plate]

In the method for producing a polarizing plate of the present invention, the temporary support of the transfer material may be peeled off, and the layer or the laminated layer layer after the temporary support is peeled off may be applied to the film including the polarizing element, or the transfer material may be used. The film is laminated on the film containing the polarizing element, and thereafter the temporary support is peeled off. When the temporary support is peeled off and laminated Then, the layer containing the cycloolefin polymer may be located on the surface including the film side of the polarizing element, or the surface of the layer other than the layer containing the cycloolefin polymer may be located on the surface including the film side of the polarizing element. When the temporary support is peeled off after the lamination, the surface of the layer side containing the cycloolefin polymer is formed so as to be a surface including the film side of the polarizing element. The layering may be performed via the subsequent layer. The layer is then preferably a layer containing an adhesive or an adhesive. That is, the transfer material and the film including the polarizing element may be adhered or adhered by an adhesive or an adhesive. The adhesive agent is not particularly limited, and a sclerosing adhesive agent for an epoxy compound containing no aromatic ring in the molecule disclosed in Japanese Laid-Open Patent Publication No. 2004-245925, Japanese Patent Application Laid-Open No. Publication No. 2008-174667 An active energy ray-curable adhesive containing a photopolymerization initiator having a molar absorption coefficient of 400 or more at a wavelength of 360 nm to 450 nm and an ultraviolet curable compound as an essential component is described in JP-A-2008-174667. 100 parts by mass of the total amount of the (meth)acrylic compound contains (a) a (meth)acrylic compound having two or more (meth)acrylonyl groups in the molecule, and (b) having a hydroxyl group in the molecule. Active energy ray-curable adhesive for (meth)acrylic compound having only one polymerizable double bond, and (c) phenol oxirane modified acrylate or nonyl phenol ethylene oxide modified acrylate Wait.

[Film containing polarizing element]

The film including the polarizing element may include only the polarizing element, or may include other layers such as a protective film in addition to the polarizing element. The film including the polarizing element may include a polarizing element on the outermost surface, or may have other layers on the sides of the polarizing element. The surface of the polarizing element that can be located on the outermost surface is followed by the transfer material (or the self-transfer material is stripped off temporarily) The layered body obtained by the support may be followed by the surface of the other layer.

[Polarizing element]

The polarizing element includes an iodine-based polarizing element, a dye-based polarizing element using a dichroic dye, or a polyene-based polarizing element. The iodine-based polarizing element and the dye-based polarizing element are usually produced by using a polyvinyl alcohol-based film. Any of the polarizing elements can be used in the present invention. For example, the polarizing element preferably contains polyvinyl alcohol (PVA) and a dichroic molecule. For the polarizing element containing polyvinyl alcohol (PVA) and a dichroic molecule, for example, the description of JP-A-2009-237376 can be referred to. The film thickness of the polarizing element may be 50 μm or less, preferably 30 μm or less, and more preferably 20 μm or less.

[Protective film (protective layer)]

The polarizing plate may also include a protective film. For example, a protective film may be disposed on a surface on the opposite side of the surface of the polarizing element including the cycloolefin polymer layer or the layered body including the layer of the transfer material. As the protective film, a deuterated cellulose polymer film, an acrylic polymer film, or a cycloolefin polymer film can be used. For the deuterated cellulose-based polymer, the description of the deuterated cellulose-based resin disclosed in JP-A-2011-237474 can be referred to. The cycloolefin polymer film may be a film formed of the same material as the material described in the above-described layer containing the cycloolefin polymer, and may also be referred to Japanese Patent Laid-Open No. 2009-175222 and Japanese Patent. JP-A-2009-237376. The film thickness of the protective film may be 30 μm or less, preferably 20 μm or less, and more preferably 10 μm or less.

[hard coating]

The polarizing plate may also contain a hard coat layer. The hard coat layer may be contained in the outermost layer, and it is preferable to observe the outermost layer included on the side of the optically anisotropic layer from the polarizing element.

In the present specification, the term "hard coat layer" means a layer in which the pencil hardness of the transparent support is increased by formation. In practical use, the pencil hardness (JIS K5400) after laminating the hard coat layer is preferably H or more, more preferably 2H or more, and most preferably 3H or more. The thickness of the hard coat layer is preferably from 0.4 μm to 35 μm, more preferably from 1 μm to 30 μm, most preferably from 1.5 μm to 20 μm.

For the specific composition, the description of Japanese Patent Laid-Open Publication No. 2012-103689 can be referred to.

[Examples]

The invention will be more specifically illustrated by the following examples. The materials, reagents, masses, ratios, operations, and the like shown in the following examples can be appropriately changed without departing from the gist of the present invention. Therefore, the scope of the invention is not limited to the following examples.

In the following examples, the coating liquid when forming a layer containing a cycloolefin polymer, an acrylic polymer layer, an optically anisotropic layer or the like is applied by using the procedure shown in FIG. 2, and the coating apparatus is used. Extrusion coater. After the coating step, the film is supplied directly to the drying step. The drying device uses a convection drying method using a slit nozzle, and the drying time is adjusted by controlling the conveying speed of the film 12 (Fig. 2).

<Preparation of temporary support 1 (cellulose acetate film)>

The following composition was placed in a mixing tank, stirred while heating, and each component was dissolved to prepare a cellulose acetate solution.

Composition of cellulose acetate solution

To the other mixing tank, 16 parts by mass of the following additive (A), 92 parts by mass of dichloromethane, and 8 parts by mass of methanol were placed, and the mixture was stirred while heating to prepare an additive (A) solution. To the 474 parts by mass of the cellulose acetate solution, 25 parts by mass of the additive (A) was mixed, and the mixture was sufficiently stirred to prepare a dope. The amount of the additive (A) added was 6.0 parts by mass based on 100 parts by mass of the cellulose acetate.

The obtained dope was cast using a belt stretcher. After the film surface temperature on the band was 40 ° C, the film was dried by warm air at 70 ° C for 1 minute, and the film was dried by dry air at 140 ° C for 10 minutes to prepare a cellulose acetate having a residual solvent amount of 0.3% by mass. Membrane (temporary support 1).

The obtained long temporary support 1 had a width of 1490 mm and a thickness of 80 μm. Further, the in-plane retardation (Re) was 8 nm, and the retardation (Rth) in the thickness direction was 78 nm.

<Production of Film T1 (Temporary Support/Layer Group Containing Cycloolefin Polymer)> (Formation of a layer containing a cyclic olefin polymer)

To the prepared temporary support 1, the cycloolefin polymer coating liquid having the following composition was continuously applied at 70 cc/m ² . The conveyance speed of the temporary support 1 was set to 30 m/min, and it was dried by the warm air of 80 degreeC for 60 second. The film thickness after drying was 7 μm.

Composition of coating liquid 1 for forming a layer containing a cyclic olefin polymer

<Production of Film T2 (temporary support/layer containing cycloolefin polymer)> (Formation of a layer containing a cyclic olefin polymer)

20 cc/m ^{2 of the} coating liquid 1 for forming a layer containing the cycloolefin polymer described above was continuously applied to the temporary support 1 . The conveyance speed of the temporary support 1 was set to 30 m/min, and it was dried by the warm air of 80 degreeC for 60 second. The film thickness after drying was 2 μm.

<Production of Film T3 (Temporary Support/Layer Group Containing Cycloolefin Polymer)> (Formation of a layer containing a cyclic olefin polymer)

The cyclic olefin polymer coating liquid having the following composition was continuously applied to the temporary support 1 at 70 cc/m ² . The conveyance speed of the temporary support 1 was set to 30 m/min, and it was dried by the warm air of 80 degreeC for 60 second. The drying device uses a convection drying method using a slit nozzle, and the drying time is adjusted by controlling the conveying speed of the film 12 (Fig. 2). The film thickness after drying was 7 μm.

Composition of coating liquid 2 for forming a layer containing a cyclic olefin polymer

<Production of Film T4 (Temporary Support / Cyclic Olefin Polymer-Containing Layer / Acrylic Polymer Layer)> (Formation of acrylic polymer layer)

The coating liquid for forming an acrylic layer having the following composition was continuously applied to the layer side surface of the cycloolefin-containing polymer of the film T1 at 8.8 cc/m ² . The transport speed of the film T1 was set to 30 m/min, and it was dried by a warm air of 40 ° C for 60 seconds. Further, an air-cooled metal halide lamp (manufactured by EYE GRAPHICS Co., Ltd.) of 160 W/cm was used at a nitrogen concentration of about 0.1% under nitrogen purge, and the irradiation illuminance was 400 mW/cm ² . Ultraviolet rays of 300 mJ/cm ² were used to cure the coating layer to form an acrylic polymer layer having a film thickness of 2.6 μm.

Composition of coating liquid 1 for forming acrylic polymer layer

<Preparation of temporary support/ring olefin polymer-containing layer/acrylic polymer layer/optical anisotropic layer/attached film T5> (Formation of Optically Anisotropic Layer 1)

A coating liquid having the following composition was continuously applied to the side surface of the acrylic polymer layer of the film T4 at 5.6 cc/m ² . The transport speed of the film T4 was set to 30 m/min, and the mixture was heated by a warm air of 60 ° C for 60 seconds to dry the solvent of the coating liquid and to align the rod-like liquid crystal compound. Thereafter, ultraviolet irradiation of an integrated light amount of 300 mJ/cm ² was carried out in a gas atmosphere having an oxygen concentration of 300 ppm to fix the alignment of the liquid crystal compound. The optically anisotropic layer had a thickness of 1.9 μm. The average tilt angle of the film surface with respect to the long axis of the rod-like liquid crystal compound was 90°, and it was confirmed that the liquid crystal compound was vertically aligned with respect to the film surface.

Composition of coating liquid of optically anisotropic layer 1

[Chem. 11] Polymerizable liquid crystal compound LC-1-1

<Preparation of temporary support/ring-containing olefin polymer layer/optical anisotropic layer/acrylic polymer layer/attached film T6> (Formation of Optically Anisotropic Layer 2)

The rubbing treatment is continuously performed on the layer side surface of the cycloolefin-containing polymer of the film T1. At this time, the longitudinal direction of the elongated film is parallel to the conveying direction, and the angle between the longitudinal direction of the film and the rotation axis of the rubbing roller is set to 15° (clockwise direction) (if the film length direction is set to 90°) , the friction roller has a rotation axis of 75°).

The coating liquid of the optically anisotropic layer 1 was changed to the coating liquid of the optical anisotropic layer 2 described below, and was produced in the same manner as the optically anisotropic layer 1. The optically anisotropic layer had a thickness of 1.9 μm. The average tilt angle of the film surface with respect to the long axis of the rod-like liquid crystal compound was 0°, and it was confirmed that the liquid crystal compound was aligned horizontally with respect to the film surface.

Composition of coating liquid of optically anisotropic layer 2

(Formation of acrylic polymer layer)

The coating liquid for forming an acrylic polymer layer was continuously applied to the surface of the optically anisotropic layer 2 at 8.8 cc/m ² . The film transfer speed was set to 30 m/min, and dried by a warm air of 40 ° C for 60 seconds. Further, an air-cooled metal halide lamp (manufactured by EYE GRAPHICS Co., Ltd.) of 160 W/cm was used at a nitrogen concentration of about 0.1% under nitrogen purge, and an ultraviolet ray having an illuminance of 400 mW/cm ² and an irradiation amount of 300 mJ/cm ^{2 was} irradiated to harden the coating layer. On the other hand, an acrylic polymer layer having a film thickness of 2.6 μm was formed.

<Production of Polarizing Plate 1 to Polarizing Plate 6> (production of polarizing element)

The roll-shaped polyvinyl alcohol film having a thickness of 80 μm was continuously extended five times in an aqueous iodine solution, and dried to obtain a polarizing film (polarizing element) having a thickness of 20 μm.

(attachment of film T1 to polarizing element)

The layer side of the cycloolefin-containing polymer of the film T1 was subjected to corona treatment, and on the corona-treated surface, PVA (manufactured by Kuraray Co., Ltd., PVA-117H) 3% aqueous solution was used as an adhesive. The polarizing film is bonded to one side. After the bonding, the temporary support 1 was peeled off from the interface with the layer containing the cycloolefin polymer to obtain a polarizing plate 1. The temporary support 1 can be easily peeled off. The thickness of the polarizing plate 1 was 27 μm.

(attachment of film T2 to polarizing element)

The polarizing plate 2 was produced in the same manner as the polarizing plate 1 except that the film T1 was replaced with the film T2. After bonding to the polarizing element, the temporary support 1 is peeled off from the interface with the layer containing the cycloolefin polymer (it can be easily peeled off), and the polarizing plate 2 is obtained. The thickness of the polarizing plate 2 was 22 μm.

(attachment of film T3 to polarizing element)

In the same manner as the polarizing plate 1, the film T1 was replaced with the film T3. Light board 3. After bonding to the polarizing element, the temporary support 1 is peeled off from the interface with the layer containing the cycloolefin polymer (it can be easily peeled off), and the polarizing plate 3 is obtained. The thickness of the polarizing plate 3 was 27 μm.

(attachment of film T4 to polarizing element)

The surface of the acrylic polymer layer of the film T2 was bonded to one side of the polarizing film using a commercially available acrylic adhesive (UV-3300 manufactured by Toagosei Co., Ltd.). After the bonding, the temporary support 1 is peeled off from the interface with the layer containing the cycloolefin polymer (it can be easily peeled off), and the polarizing plate 4 is obtained. The thickness of the polarizing plate 4 was 29.6 μm.

(attachment of film T5 to polarizing element)

The liquid crystal surface of the film T3 was bonded to one side of the polarizing film using a PVA (manufactured by Kuraray Co., Ltd., PVA-117H) 3% aqueous solution as an adhesive. After the bonding, the temporary support 1 is peeled off from the interface with the layer containing the cycloolefin polymer (it can be easily peeled off), and the polarizing plate 5 is obtained. The thickness of the polarizing plate 5 was 31.5 μm.

(attachment of film T6 to polarizing element)

The surface of the acrylic polymer layer of the film T4 was bonded to one side of the polarizing film using a commercially available acrylic adhesive (UV-3300 manufactured by Toagosei Co., Ltd.). After the bonding, the temporary support 1 is peeled off from the interface with the layer containing the cycloolefin polymer (it can be easily peeled off), and the polarizing plate 6 is obtained. The thickness of the polarizing plate 6 was 31.5 μm.

<Production of Polarizing Plate 7 to Polarizing Plate 12 After the temporary support is peeled off, a polarizing element is attached> (Separation from temporary support)

The obtained film T1 to film T6 were peeled off from the temporary support 1 to obtain a film T7. ~ Film T12.

(attachment of film T7~ film 12 to polarizing element)

The surface of the layer other than the layer containing the cycloolefin polymer of each of the film T7 to the film T12 is bonded to the polarizing element so that the surface of the layer on the polarizing element side.

When the film T7 to the film T12 are bonded to the polarizing element, they are bonded together by the same method as the polarizing plate 1 to the polarizing plate 6, and the polarizing element 7 to the polarizing element 12 are obtained. The thickness of the polarizing plate was 7:27 μm for the polarizing plate, 8:22 μm for the polarizing plate, 9:27 μm for the polarizing plate, 20:2 μm for the polarizing plate 10, 31.5 μm for the polarizing plate 11, and 31.5 μm for the polarizing plate 12.

Comparative example <Production of PET/acrylic polymer layer/optical anisotropic layer/attached film T13>

An acrylic polymer layer was formed on the support PET (having a thickness of 75 μm manufactured by Fujifilm) by the same method as that in the case of producing the film T4, and further formed by the same method as in the case of forming the optically anisotropic layer 1. The film T13 is obtained by optically anisotropic layer.

The surface detection of the obtained film T1 to film T6 and film T13 was performed. The surface inspection was performed by using a FLAT PANEL FP-901-2 (manufactured by GUNMA USHIO) as a light source, and a polarizing plate was disposed by a crossed nicol to visually detect. The rainbow-like unevenness of the film T13 is remarkable and cannot be detected. On the other hand, the films T1 to T6 have no rainbow unevenness and can be detected.

<TAC/acrylic polymer layer/optical anisotropic layer/attached film T14 Production >

An acrylic polymer layer was formed on the support TAC (Fujitac thickness of 80 μm by Fujifilm) by the same method as in the case of producing the film T4, and an optically anisotropic layer was formed in the same manner as when the optically anisotropic layer 1 was formed. T14. In the film T14, the interface between the TAC and the acrylic polymer layer was in close contact with each other and could not be peeled off.

<Preparation of cycloolefin polymer resin sheet T15>

The commercially available cycloolefin polymer film "Zeonor ZF14" (manufactured by Caen, Japan) was extended by the elongation temperature (Tg is the glass transition temperature of the cyclic olefin resin) and the stretching ratio shown in Table 1 below. A cyclic olefin resin sheet T15. In the experiment of the inventors, when the film was stretched at a magnification higher than the above, the film was broken during the film transfer, and the film could not be formed.

1‧‧‧ temporary support

2‧‧‧layers containing cyclic olefin polymers

3‧‧‧Acrylic polymer layer

4‧‧‧ Optical anisotropic layer

Claims (14)

A method for producing a polarizing plate comprising the following (1) to (3): (1) applying a composition containing a cycloolefin polymer to a temporary support to form a layer containing a cycloolefin polymer; (2) laminating the layer containing the cycloolefin polymer and a film comprising a polarizing element; (3) peeling off the temporary support. The production method according to claim 1, wherein in the above (1), a composition containing a cycloolefin polymer is directly applied to a surface of the temporary support to form a layer containing a cycloolefin polymer. The manufacturing method according to claim 1 or 2, which includes the above (1) to (3), and includes: in the (2), the temporary support is included The transfer material of the layer containing the cycloolefin polymer and the film layer including the polarizing element, and the laminate formed from the above (2) peel off the temporary support. The production method according to the first or second aspect of the invention, wherein the layer containing the cycloolefin polymer of (1) is formed so that the film thickness of the layer containing the cycloolefin polymer is 20 μm or less. Way to proceed. The production method according to the first or second aspect of the invention, wherein the layer containing the cycloolefin polymer of (1) is formed such that a thickness of the layer containing the cycloolefin polymer is 15 μm or less. Way to proceed. The manufacturing method described in claim 1 or 2, wherein The laminate of (2) is carried out such that the layer containing the cycloolefin polymer and the film containing the polarizing element are directly bonded via the subsequent layer. The manufacturing method according to claim 6, wherein the laminating is performed in such a manner that the layer containing the cycloolefin polymer and the polarizing element are directly followed by the bonding layer. The manufacturing method according to claim 1 or 2, wherein after (1) and before (2), comprising: consisting of an optically anisotropic layer and an acrylic polymer layer One or more layers in the group are formed on the layer containing the cyclic olefin polymer. A polarizing plate obtained by the manufacturing method according to any one of claims 1 to 8, wherein the polarizing plate comprises a cycloolefin-containing polymer having a film thickness of 20 μm or less Layer and polarizing element. A polarizing plate comprising a polarizing element and a layer containing a cycloolefin polymer having a film thickness of 20 μm or less directly connected to the polarizing element via a bonding layer. A method for producing a transfer material for producing a polarizing plate, comprising: coating a composition comprising a cyclic olefin polymer on a temporary support to form a layer containing a cycloolefin polymer. The production method according to claim 11, wherein the formation of the layer containing the cycloolefin polymer is carried out such that the thickness of the layer containing the cycloolefin polymer is 20 μm or less. The production method according to claim 11 or 12, wherein the layer containing the cycloolefin polymer is formed into a film of the layer containing the cycloolefin polymer. The thickness is 15 μm or less. A transfer material for producing a polarizing plate obtained by the manufacturing method according to any one of claims 11 to 13, wherein the transfer material comprises a film thickness It is a layer containing a cyclic olefin polymer of 20 μm or less and a temporary support.