TW202212142A - Polarizing plate with pressure-sensitive adhesive layer - Google Patents

Abstract

An object of the present invention is to provide a polarizing plate with pressure-sensitive adhesive layer in which iodine loss is suppressed even in a high-temperature and high-humidity environment, and generated curl is easily eliminated. In order to cope with this object, an polarizing plate with the pressure-sensitive adhesive layer according to the present invention comprises a polarizing element, a protective film disposed on one side of the polarizer via an adhesive layer, and a first pressure-sensitive adhesive layer disposed on the other side of the polarizer, wherein the polarizer is a film in which iodine is adsorbed in a hydrophilic polymer film, and the permeability of the first pressure-sensitive adhesive layer at 40 DEG C, 90%R. H. relative humidity is 180g/(m2.day) or more and 1500g/(m2.day) or less.

Description

Polarizing plate with adhesive layer

The present invention relates to a polarizing plate with an adhesive layer, and further relates to an image display device including the polarizing plate with the adhesive layer.

In Patent Document 1, an adhesive layer-attached polarizer is proposed, wherein a polarizer protective film is laminated on one side of the polarizer with an adhesive layer interposed therebetween, and an adhesive layer is laminated on the other side.

[Prior Art Literature]

[Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open No. 2012-247574

An object of the present invention is to provide a polarizing plate with an adhesive layer, which suppresses iodine detachment even in a high-temperature and high-humidity environment and can easily solve curling.

The present invention provides a polarizing plate with the following adhesive layer, and an image display device.

[1] A polarizing plate with an adhesive layer, comprising:

A polarizer, a protective film disposed on one side of the polarizer via an adhesive layer, and a first adhesive layer disposed on the other side of the polarizer; wherein,

The above-mentioned polarizer is a film formed by adsorbing iodine to a hydrophilic polymer film,

The moisture permeability of the first adhesive layer at a temperature of 40° C. and a relative humidity of 90% RH is 180 g/(m ² ·day) or more and 1500 g/(m ² ·day) or less.

[2] The polarizing plate with an adhesive layer according to [1], wherein the first adhesive layer is a layer composed of an adhesive containing a (meth)acrylic resin.

[3] The polarizing plate with an adhesive layer according to [1] or [2], wherein the thickness of the first adhesive layer is 10 μm or more.

[4] The polarizing plate with an adhesive layer according to any one of [1] to [3], wherein the protective film is a film made of a cyclic polyolefin-based resin.

[5] A laminate for a flexible image display device, comprising the polarizing plate with the adhesive layer according to any one of [1] to [4], and a front panel or a touch sensor.

[6] An image display device, which is a polarizing plate having the adhesive layer according to any one of [1] to [4].

[7] An adhesive layer-attached polarizing plate, comprising a polarizer and a protective film disposed on one side of the polarizer with the adhesive layer interposed therebetween, and in order from the polarizer side on the other side of the polarizer It has a second adhesive layer, a functional layer, and a first adhesive layer; wherein,

The above-mentioned functional layer is a single layer of the liquid crystal hardening layer alone, or a multi-layer of two or more layers selected from the group of the liquid crystal hardening layer, the alignment layer and the bonding layer,

The above-mentioned polarizer is a film formed by adsorbing iodine to a hydrophilic polymer film,

The moisture permeability of the laminate composed of the second adhesive layer, the functional layer and the first adhesive layer at a temperature of 40°C and a relative humidity of 90% RH is 180g/(m ² ·day) or more and 1500g/(m ² ‧day) or less.

[8] The polarizing plate with an adhesive layer according to [7], wherein the protective film is a film made of a cyclic polyolefin-based resin.

[9] The polarizing plate with an adhesive layer according to [7] or [8], wherein the functional layer includes a first liquid crystal cured layer and a second liquid crystal cured layer.

[10] A laminate for a flexible image display device, comprising: the polarizing plate with the adhesive layer according to any one of [7] to [9], and a front panel or a touch sensor.

[11] An image display device, which is a polarizing plate having the adhesive layer described in any one of [7] to [9].

According to the present invention, a polarizing plate with an adhesive layer can be provided, which can suppress iodine detachment and easily resolve curl even in a high temperature and high humidity environment.

11: Protective film

12: Adhesive layer

10: Polarizer

13: The first adhesive layer

14: Second Adhesive Layer

15: Functional layer

21: Sample of polarizing plate with curled adhesive layer

23: Imaginary face

25: Datum plane

50: End (end) of polarizing plate with adhesive layer

51: Iodine detachment region

52: The region that does not produce iodine detachment (non-iodine detachment region)

100: Polarizing plate with adhesive layer (first polarizing plate)

200: Polarizing plate with adhesive layer (second polarizing plate)

T: Penetration axis direction

A,B,C,D: corners of imaginary faces

A1,B1,C1,D1: corners of the sample

H: curl height

FIG. 1 is a schematic cross-sectional view showing an example of a polarizing plate with an adhesive layer of the present invention.

FIG. 2 is a schematic cross-sectional view showing another example of the polarizing plate with the adhesive layer of the present invention.

Fig. 3 is a schematic diagram showing a method of setting a sample for evaluating iodine release.

4 is a view showing an observation image under an optical microscope of the polarizing plate with the adhesive layer obtained in Example 1. FIG.

FIG. 5 is a diagram showing an example of data obtained by converting the observed image of the polarizing plate with the adhesive layer obtained in Example 1 into black and white 256 gradation.

Fig. 6 is a schematic diagram showing a method of measuring the curl height.

Hereinafter, the embodiments of the present invention will be described with reference to the drawings, but the present invention is not limited to the following embodiments. In all the drawings below, in order to facilitate understanding of each component, the scale is appropriately adjusted and shown, and the scale of each component shown in the drawings does not necessarily match the scale of the actual component.

<Polarizing plate with adhesive layer>

[the first embodiment]

The polarizing plate with an adhesive layer (hereinafter, also referred to as a first polarizing plate) according to the first embodiment of the present invention includes a polarizing plate, a protective film arranged on one side of the polarizing plate with the adhesive layer interposed therebetween, and The first adhesive layer on the other side of the polarizer. An example of the layer structure of the first polarizing plate is shown in FIG. 1 . The first polarizing plate 100 shown in FIG. 1 includes a protective film 11 , an adhesive layer 12 , a polarizer 10 , and a first adhesive layer 13 in this order.

The first polarizer 100 is preferably composed of only the protective film 11 , the adhesive layer 12 , the polarizer 10 , and the first adhesive layer 13 . The first polarizer 100 is preferably formed by laminating the protective film 11 on one surface of the polarizer 10 with only the adhesive layer 12 interposed therebetween. It is preferable that the first adhesive layer 13 is directly laminated on the surface of the polarizer 10 opposite to the adhesive layer 12 side of the first polarizer 100 . When the first polarizing plate 100 is composed of only the protective film 11 , the adhesive layer 12 , the polarizer 10 , and the first adhesive layer 13 , the first polarizing plate 100 can be used as a linear polarizing plate with an adhesive layer.

The thickness of the first polarizing plate 100 varies depending on the function required for the first polarizing plate 100 and the use of the first polarizing plate 100, and is not particularly limited, but may be, for example, 5 μm or more, or 10 μm or more, for example It may be 200 μm or less, 150 μm or less, 120 μm or less, 100 μm or less, 80 μm or less, or 70 μm or less.

[Polarizer]

The polarizer 10 has the following properties: absorbs linearly polarized light having a vibration plane parallel to its absorption axis, and transmits linearly polarized light with a vibration plane orthogonal to the absorption axis (parallel to the transmission axis). . The polarizer 10 is a film formed by adsorbing iodine to a hydrophilic polymer film. The polarizer 10 can be manufactured by, for example, the following steps: a step of uniaxially extending a hydrophilic polymer film; a step of adsorbing the iodine by dyeing the hydrophilic polymer film with iodine; The step of iodine hydrophilic polymer membrane; and the step of washing with water after the treatment with boric acid aqueous solution.

As a hydrophilic polymer film, a polyvinyl alcohol-type resin film etc. are mentioned, for example. The polyvinyl alcohol-based resin can be obtained by saponifying a polyvinyl acetate-based resin. As the polyvinyl acetate resin, in addition to polyvinyl acetate, which is a homopolymer of vinyl acetate, copolymers of vinyl acetate and other monomers that can be copolymerized with vinyl acetate can be used. Examples of other monomers that can be copolymerized with vinyl acetate include unsaturated carboxylic acid-based compounds, olefin-based compounds, vinyl ether-based compounds, unsaturated sulfonic acid-based compounds, and (meth)acrylamide-based compounds having an ammonium group. compound. In this specification, "(meth)acrylic acid" means at least one selected from the group consisting of acrylic acid and methacrylic acid. The same applies to "(meth)acrylate" and the like.

The degree of saponification of the polyvinyl alcohol-based resin is usually about 85 mol % or more and 100 mol % or less, preferably 98 mol % or more. Polyvinyl alcohol-based resins can be modified or modified with aldehydes Over polyvinyl formal, polyvinyl acetal, etc. The degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 or more and 10,000 or less, preferably 1,500 or more and 5,000 or less.

The polarizer 10 is oriented by adsorption of iodine, and has a boron content of 5.5 mass % or less, preferably 5.0 mass % or less, and more preferably 4.5 mass % or less, so that shrinkage due to heating can be suppressed. The content of boron is preferably 0.5 mass % or more, more preferably 1 mass % or more, and may be 2 mass % or more. By setting the content of boron to be 0.5 mass % or more, iodine can be stably retained, and discoloration can be expected to be suppressed.

The thickness of the polarizer 10 is usually 30 μm or less, preferably 15 μm or less, more preferably 13 μm or less, still more preferably 10 μm or less, and particularly preferably 8 μm or less. The thickness of the polarizer 10 is usually 2 μm or more, preferably 3 μm or more, for example, 5 μm or more.

[protective film]

The protective film 11 can be disposed on one side of the polarizer 10 and has the function of protecting the polarizer 10 . The protective film 11 can be made of an optically transparent thermoplastic resin (for example, a cyclic polyolefin-based resin; a cellulose acetate-based resin including resins such as triacetyl cellulose, diacetyl cellulose; including polyparaphenylene) Polyester-based resins of resins such as ethylene dicarboxylate, polyethylene naphthalate, polybutylene terephthalate, etc.; polycarbonate-based resins; (meth)acrylic resins; polypropylene-based resins, these A coating layer or film composed of one or more of them).

A hard coat layer may be formed on the protective film 11 . The hard coat layer may be formed on one side of the protective film 11 or may be formed on both sides. By providing a hard-coat layer, it can be set as the protective film 11 which improved hardness and scratch resistance. The hard coat layer may be, for example, a hardened layer of an acrylic resin, a silicone resin, a polyester resin, a urethane resin, an amide resin, an epoxy resin, or the like. The hard coat layer may contain an additive in order to increase the strength.

The additives are not limited, and examples thereof include inorganic fine particles, organic fine particles, or a mixture thereof. The hard coat layer is, for example, a hardened layer of an ultraviolet curable resin. Examples of ultraviolet curable resins include acrylic resins, polysiloxane-based resins, polyester-based resins, urethane-based resins, amide-based resins, epoxy-based resins, and the like.

The thickness of the protective film 11 is usually 1 μm or more and 100 μm or less. From the viewpoints of strength and handling properties, it is preferably 5 μm or more and 80 μm or less, more preferably 8 μm or more and 60 μm or less, and even more preferably 12 μm or more and 45 μm or less. , can be 30μm or less.

[adhesive layer]

The adhesive layer 12 may be interposed between the protective film 11 and the polarizer 10 to bond the two. The adhesive which forms the adhesive layer 12 includes a water-based adhesive, an active energy ray-curable adhesive, or a thermosetting adhesive, and it is preferable to use a water-based adhesive or an active energy ray-curable adhesive. The surface of the opposing protective film 11 and the polarizer 10 bonded via the adhesive layer 12 may be subjected to corona treatment, plasma treatment, flame treatment, etc. in advance, and may also have a primer layer or the like.

From the viewpoint of securing the bondability, the thickness of the adhesive layer 12 is 0.01 μm or more and 10 μm or less.

[1st adhesive layer]

In the first embodiment, the moisture permeability of the first adhesive layer 13 at a temperature of 40° C. and a relative humidity of 90% RH (hereinafter, also simply referred to as “moisture permeability”) is 180 g/(m ² ·day) or more and 1500 g/ (m ² ·day) or less. The water vapor transmission rate was measured according to the measurement method described in the column of Examples described later.

The polarizing plate with the adhesive layer is bonded to an organic EL display element or a liquid crystal cell (usually an inorganic glass surface) via the adhesive layer. When the polarizer is a hydrophilic resin film, it tends to have poor heat-and-moisture resistance after being attached to the inorganic glass surface, and iodine is detached at the end of the polarizer, and so-called iodine detachment tends to occur easily. In particular, a polarizer in which a protective film is placed on one side of the polarizer with only an adhesive layer interposed therebetween, and an adhesive layer with an adhesive layer directly placed on the other side of the polarizer, tends to easily desorb from iodine. The first polarizing plate 100 tends to easily suppress iodine desorption by setting the moisture permeability of the first adhesive layer 13 to 1500 g/(m ² ·day) or less. In addition, when a protective film is laminated on both surfaces of the polarizer with an adhesive layer interposed therebetween (a double-sided protective polarizer), such iodine desorption tends not to occur easily.

Moreover, compared with the adhesive layer, the protective film of the polarizing plate with the adhesive layer is usually relatively rigid. Therefore, when a polarizer with an adhesive layer is attached to the protective film on one side of the polarizer with only the adhesive layer interposed therebetween, and the adhesive layer is directly attached to the other side to manufacture, compared with having protection on both sides The polarizing plate of the film and the polarizing plate with the adhesive layer produced in this way tend to be curled easily. Although the curl can be solved by storing in a different environment from the bonding step (for example, under normal temperature and high humidity), it is desirable that the time required to solve the curl be short. The first polarizing plate 100 tends to easily resolve curling in a relatively short time by setting the moisture permeability of the first adhesive layer 13 to 180 g/(m ² ·day) or more.

From the viewpoints of suppressing iodine detachment and shortening the curl resolution time, the moisture permeability of the first adhesive layer 13 is preferably 300 g/(m ² ·day) or more and 1400 g/(m ² ·day) or less, more preferably 500 g /(m ² ‧day) or more and 1300 g/(m ² ‧day) or less, more preferably 700 g/(m ² ‧day) or more and 1200 g/(m ² ‧day) or less.

The moisture permeability of the first adhesive layer 13 can be adjusted, for example, by the selection of the types and ratios of the components of the adhesive composition, the crosslinking density, and the like. In addition, it can also be adjusted by laminating a plurality of adhesives with different moisture permeability. The crosslinking density can be adjusted by changing the production conditions or by appropriately selecting the type or amount of the crosslinking agent. The method of adjusting the moisture permeability by lamination of the adhesive can be adjusted, for example, by appropriately determining the ratio of the thickness of the low-moisture-permeable adhesive layer and the high-moisture-permeable adhesive. used for layering Examples of the low-moisture-permeable adhesive include adhesives mainly composed of rubber-based resins, and many acrylic-based adhesives used for optical applications have high moisture permeability.

The first adhesive layer 13 can be adhesive based on resins such as (meth)acrylic, rubber, urethane, ester, polysiloxane, and polyvinyl ether as the main component. The agent composition is constituted by one or a plurality of layers. Among them, an adhesive composition containing a (meth)acrylic resin excellent in transparency, weather resistance, heat resistance, etc. as a base polymer is suitable. The adhesive composition may be of an active energy ray hardening type or a thermosetting type.

The (meth)acrylic resin (matrix polymer) used in the adhesive composition is suitable, for example, such as butyl (meth)acrylate, ethyl (meth)acrylate, isooctyl (meth)acrylate, ( A polymer or copolymer in which one or more of (meth)acrylates such as 2-ethylhexyl meth)acrylate are used as monomers. The matrix polymer preferably copolymerizes polar monomers. Examples of polar monomers include (meth)acrylic acid, 2-hydroxypropyl (meth)acrylate, hydroxyethyl (meth)acrylate, (meth)acrylamide, and N,N-di(meth)acrylate. Monomers having a carboxyl group, a hydroxyl group, an amide group, an amine group, an epoxy group, and the like, such as methylaminoethyl ester and glycidyl (meth)acrylate.

Although the adhesive composition may contain only the above-mentioned matrix polymer, it usually further contains a crosslinking agent. Examples of cross-linking agents include: metal ions with a valence of 2 or more, which form a metal carboxylate with a carboxyl group; polyamine compounds, which form an amide bond with a carboxyl group; polycyclic Oxygen compounds or polyols, which form ester bonds with carboxyl groups; belong to polyisocyanate compounds, which form amide bonds with carboxyl groups. Among them, polyisocyanate compounds are preferred.

As for other components, the adhesive composition may contain one or more antistatic agents, solvents, cross-linking catalysts, tackifiers, plasticizers, softeners, pigments, rust inhibitors additives, inorganic fillers, organic fillers, etc.

The thickness of the first adhesive layer 13 may be, for example, 3 μm or more, preferably 5 μm or more, and more preferably 10 μm or more. The thickness of the first adhesive layer 13 may be, for example, 50 μm or less, preferably 40 μm or less, more preferably 30 μm or less, and more preferably 27 μm or less in terms of thickness reduction.

[Other layers]

As for other layers, the first polarizing plate 100 may include a protective film for protecting the surface (the surface of the protective film 11 , etc.), and a separation film (hereinafter, also referred to as a separation film laminated on the outer surface of the first adhesive layer 13 ). separator).

[protective film]

The protective film is, for example, peeled off and removed together with the adhesive layer it has after the image display element or other optical members are attached to the polarizing plate.

The protective film is composed of, for example, a base film and an adhesive layer laminated thereon. Regarding the adhesive layer, the above description is cited.

The resin constituting the base film may be, for example, a polyethylene-based resin such as polyethylene, a polypropylene-based resin such as polypropylene, polyethylene terephthalate or polyethylene naphthalate, and the like. thermoplastic resins such as polyester-based resins and polycarbonate-based resins. Preferred are polyester-based resins such as polyethylene terephthalate.

[separation membrane]

The separation membrane may be a membrane composed of polyethylene-based resins such as polyethylene, polypropylene-based resins such as polypropylene, polyester-based resins such as polyethylene terephthalate, and the like. Among them, the stretched film of polyethylene terephthalate is preferred. For the separation membrane system, a peeling treatment can be applied to the surface.

[the second embodiment]

The polarizing plate with an adhesive layer (hereinafter, also referred to as a second polarizing plate) according to the second embodiment of the present invention includes a polarizer and a protective film arranged on one side of the polarizer with the adhesive layer interposed therebetween, and The other side of the polarizer includes a second adhesive layer, a functional layer, and a first adhesive layer in this order from the polarizer side. bias the 2nd An example of the layer structure of the light plate is shown in FIG. 2 . FIG. 2 is a schematic cross-sectional view of an example of a second polarizing plate. The second polarizing plate 200 shown in FIG. 2 includes a protective film 11 , an adhesive layer 12 , a polarizer 10 , a second adhesive layer 14 , a functional layer 15 , and a first adhesive layer 13 in this order.

The second polarizer 200 is preferably composed of only the protective film 11 , the adhesive layer 12 , the polarizer 10 , the second adhesive layer 14 , the functional layer 15 , and the first adhesive layer 13 . The second polarizer 200 is preferably formed by laminating the protective film 11 on one side of the polarizer 10 with only the adhesive layer 12 interposed therebetween. It is preferable that the second adhesive layer 14 is directly laminated on the surface of the polarizer 10 opposite to the adhesive layer 12 side of the second polarizer 200 .

The protective film 11 , the adhesive layer 12 and the polarizer 10 in the second polarizer 200 are respectively applied to the protective film 11 , the adhesive layer 12 , the first adhesive layer 13 and the polarizer in the first polarizer 100 described above. Description of sheet 10. In addition, the second polarizing plate 200 may include other layers such as the protective film and the separation film described in the above-mentioned first polarizing plate 100 .

[1st adhesive layer and 2nd adhesive layer]

The first adhesive layer 13 may have a function for attaching the second polarizing plate 200 to the image display device. The second adhesive layer 14 may be interposed between the polarizer 10 and the functional layer 15 to join the two. The first adhesive layer 13 and the second adhesive layer 14 can be made of (meth)acrylic, rubber, urethane, ester, polysiloxane, polyvinyl ether and the like. It is composed of an adhesive composition with resin as the main component. The adhesive composition for forming the first adhesive layer 13 (hereinafter, also referred to as "the first adhesive composition") and the adhesive composition for forming the second adhesive layer 14 (hereinafter, also referred to as "the second adhesive composition") "agent composition") can be of the same kind or of different kinds. The first and second adhesive compositions are preferably adhesive compositions using (meth)acrylic resins excellent in transparency, weather resistance, heat resistance, and the like as a matrix polymer. The first and second adhesive compositions may be of an active energy ray curable type or a thermosetting type.

The description of the (meth)acrylic resin (matrix polymer), crosslinking agent and other components used in the first and second adhesive compositions in the second polarizing plate 200 is applicable to the above-mentioned first polarizer Description of the (meth)acrylic resin (matrix polymer), crosslinking agent, and other components described in panel 100.

The moisture permeability of the first adhesive layer 13 may be, for example, 10 g/(m ² ·day) or more, preferably 20 g/(m ² ·day) or more and 6000 g/(m ² ·day) or less, more preferably 100 g/( m ² ‧day) or more and 3000 g/(m ² ‧day) or less, more preferably 180 g/(m ² ‧day) or more and 1500 g/(m ² ‧day) or less.

The thickness of the first adhesive layer 13 may be, for example, 3 μm or more, preferably 5 μm or more, and more preferably 10 μm or more. For example, it may be 50 μm or less, preferably 40 μm or less, more preferably 30 μm or less, and more preferably 27 μm or less in terms of thickness reduction.

The thickness of the second adhesive layer 14 may be, for example, 2 μm or more and 30 μm or less, preferably 3 μm or more and 20 μm or less. For example, it may be 10 μm or more, but in terms of thinner thickness, it is 15 μm or less, preferably 10 μm or less, and particularly preferably 7 μm or less.

[functional layer]

The functional layer 15 is a single layer of the liquid crystal curing layer alone, or a multi-layer of two or more layers selected from the group of the liquid crystal curing layer, the alignment layer, and the bonding layer. The functional layer 15 is preferably composed of two liquid crystal cured layers, more preferably composed of two layers of liquid crystal cured layers interposed therebetween and laminated together.

[Liquid crystal hardened layer]

The liquid crystal curing layer may be a retardation layer composed of a cured product of a polymerizable liquid crystal compound that exhibits optical anisotropy by coating/orienting the polymerizable liquid crystal compound on a substrate . The retardation layer belonging to the cured product of the polymerizable liquid crystal compound includes the first to fifth types.

The first type: the retardation layer in which the rod-like liquid crystal compound is oriented in the horizontal direction with respect to the supporting substrate

The second type: a retardation layer in which the rod-like liquid crystal compound is oriented in the vertical direction with respect to the supporting substrate

The third type: a retardation layer in which the rod-like liquid crystal compound changes the orientation direction in a helical manner in a plane

The fourth type: the retardation layer of the discotic liquid crystal compound with oblique orientation

Fifth type: Biaxial retardation layer with discotic liquid crystal compound oriented in the vertical direction with respect to the supporting substrate

For example, the first type, the second type, and the fifth type are suitable for the optical film used in the organic electroluminescence display. Alternatively, these types of retardation layers may be laminated and used.

When the retardation layer is a layer composed of a polymer in an alignment state of a polymerizable liquid crystal compound (hereinafter, sometimes referred to as an "optically anisotropic layer"), the retardation layer preferably has reverse wavelength dispersibility. The so-called inverse wavelength dispersion refers to the optical property that the retardation value in the liquid crystal alignment plane of short wavelength is smaller than the retardation value of the liquid crystal alignment plane of long wavelength. Preferably, the retardation film satisfies the following formula (1) and Formula (2). In addition, Re(λ) represents the in-plane retardation value with respect to light of wavelength λnm.

Re(450)/Re(550)≦1 (1)

1≦Re(630)/Re(550) (2)

When the retardation layer is of the first type and has reverse wavelength dispersion, since the coloring during black display of the display device will be reduced, it is preferable. In the aforementioned formula (1), if 0.82≦Re(450) /Re(550)≦0.93 is better. 120≦Re(550)≦150 is even better.

The polymerizable liquid crystal compound used for the formation of the retardation layer includes "3.8.6 Network (completely cross-linked type)" of "Liquid Crystal Book" (Edited by the Liquid Crystal Book Compilation Committee, published by Maruzen Co., Ltd. on October 30, 2012). , Compounds having a polymerizable group among the compounds described in "6.5.1 Liquid crystal material b. Polymerizable nematic liquid crystal material", and Japanese Patent Laid-Open No. 2010-31223 2010-270108 A, JP 2011-6360 A, JP 2011-207765 A, JP 2011-162678 A, JP 2016-81035 A, International Publication No. 2017/043438 and The polymerizable liquid crystal compound and the like described in Japanese Patent Publication No. 2011-207765.

The method of manufacturing a retardation layer from the polymer of the orientation state of a polymerizable liquid crystal compound, for example, the method of Unexamined-Japanese-Patent No. 2010-31223, etc. are mentioned.

The thickness of the retardation layer belonging to the liquid crystal cured layer obtained by curing the polymerizable liquid crystal compound is, for example, 0.1 μm or more and 10 μm or less, preferably 0.5 μm or more and 8 μm or less, and more preferably 1 μm or more and 6 μm or less.

The retardation layer can be a λ/4 retardation layer that imparts a retardation of 1/4 wavelength to the transmitted light, a λ/2 retardation layer that imparts a retardation of 1/2 wavelength to the transmitted light, and a positive A plate , and positive C plate. The functional layer may include two liquid crystal hardening layers. When the functional layer includes the first liquid crystal curing layer and the second liquid crystal curing layer, the combination of the liquid crystal curing layer can be a combination of a λ/2 retardation layer and a λ/4 retardation layer, and a combination of a λ/4 retardation layer and a positive C layer. combination, etc.

The second polarizing plate 200 may be configured as a circular polarizing plate having a λ/4 retardation layer. Circular polarizers can be used as antireflection polarizers.

[Orientation layer]

The alignment layer can be arranged between the above-mentioned base material and the layer of the cured product of the polymerizable liquid crystal compound. The alignment layer has an alignment regulation force, that is, the liquid crystal hardening layer formed thereon performs liquid crystal alignment in a desired direction. Examples of the alignment layer include: an alignment polymer layer formed of an alignment polymer, a photoalignment polymer layer formed of a photoalignment polymer, a layer surface having a pattern of concavities and convexities or a plurality of grooves ( groove) of the groove-oriented film. The thickness of the alignment layer may be, for example, 10 nm or more and 500 nm or less, preferably 10 nm or more and 200 nm or less.

The oriented polymer layer can be formed by applying a composition obtained by dissolving an oriented polymer in a solvent to a substrate, removing the solvent, and performing rubbing treatment as necessary. At this time, in the alignment polymer layer formed of the alignment polymer, the alignment regulation force can be arbitrarily adjusted by the surface state and friction conditions of the alignment polymer.

The photoalignment polymer layer can be formed by applying a composition comprising a polymer or monomer having a photoreactive group and a solvent to the base material layer, and irradiating polarized light. In this case, in the photo-alignment polymer layer, the alignment regulation force can be arbitrarily adjusted by the polarized light irradiation conditions with respect to the photo-alignment polymer, and the like.

The groove alignment film can be formed by, for example, a method of forming a concavo-convex pattern by exposing, developing, and the like on the surface of the photosensitive polyimide film through an exposure mask having a slit in a pattern shape. A method of forming an active-energy ray-curable resin on a plate-shaped master plate with grooves on the surface, and transferring the layer to a substrate and curing it; forming an active-energy ray-curable resin on the substrate The uncured layer of resin is a method of forming irregularities by pressing a roll-shaped master having irregularities on the layer, or the like and curing.

[lamination layer]

In order to join the two layers, a bonding layer can be arranged. The adhesive layer can be composed of adhesive or pressure-sensitive adhesive. When the functional layer 15 includes a two-layer liquid crystal curing layer, the two-layer liquid crystal curing layer can be joined by a bonding layer.

In the adhesive layer system, a water-based adhesive, an active energy ray-curable adhesive, a thermosetting adhesive, or the like can be used. From the viewpoint of securing the bondability, the thickness of the adhesive layer is 0.01 μm or more and 10 μm or less.

The adhesive system can be composed of the same adhesive composition as the adhesive composition that forms the first and second adhesive layers, and can also be composed of (meth)acrylic, rubber, urethane, It consists of an adhesive composition (hereinafter, also referred to as "third adhesive composition") containing resins such as ester-based, polysiloxane-based, and polyvinyl ether-based resins as the main component. The third adhesive composition is preferably an adhesive composition using a (meth)acrylic resin excellent in transparency, weather resistance, heat resistance, and the like as a matrix polymer. The third adhesive composition may be an active energy ray curable type or a thermosetting type. The thickness of the adhesive layer is usually 0.1 μm or more and 150 μm or less, for example, 3 μm or more and 60 μm or less. From the viewpoint of thinning, it is preferably 30 μm or less, more preferably 20 μm or less. The thickness of the adhesive layer may be, for example, 10 μm or more, but in terms of thinner shape, it is 15 μm or less, preferably 10 μm or less, and particularly preferably 7 μm or less.

[moisture permeability]

In the second polarizing plate 200, the moisture permeability of the laminate composed of the second adhesive layer 14, the functional layer 15 and the first adhesive layer 13 is 180 g/(m ² ·day) or more and 1500 g/(m ² ·day) )the following.

A protective film is laminated on one side of the polarizer with only an adhesive layer interposed therebetween, and a second adhesive layer, a functional layer and a first adhesive layer are laminated on the other side directly from the polarizer side. Even if the polarizing plate with the second adhesive layer and the functional layer has a second adhesive layer and a functional layer, it still has a tendency to be poor in heat and humidity resistance after being attached to the surface of the inorganic glass. Therefore, the iodine will be separated from the end of the polarizer, and it is easy to generate The so-called iodine from the tendency. The second polarizing plate 200 is based on the moisture permeability of the laminate (hereinafter, also simply referred to as "the laminate") composed of the second adhesive layer 14 , the functional layer 15 and the first adhesive layer 13 . When it is 1500 g/(m ² ·day) or less, the iodine desorption tends to be easily suppressed.

Moreover, although the 2nd polarizing plate 200 has a functional layer, the liquid-crystal hardening layer and a bonding layer which comprise a functional layer are comparatively thin. Compared with the adhesive layer, the protective film of the second polarizing plate is relatively rigid, so when the second polarizing plate 200 is provided with a functional layer, it tends to curl more easily than a polarizing plate with protective films on both sides. The second polarizing plate 200 has a moisture permeability of 180 g/(m ² ·day) or more of the laminate composed of the second adhesive layer 14 , the functional layer 15 and the first adhesive layer 13 . The tendency to curl is resolved in a relatively short period of time.

From the viewpoints of suppressing iodine detachment and shortening the curling resolution time, the moisture permeability of the laminate is preferably 220 g/(m ² ·day) or more and 800 g/(m ² ·day) or less, more preferably 240 g/(m ² ). ‧day) or more and 700 g/(m ² ‧day) or less, more preferably 250 g/(m ² ‧day) or more and 600 g/(m ² ‧day) or less.

The moisture permeability of the layered product can be adjusted within the above-mentioned range by adjusting the moisture permeability of the first adhesive layer 13 and the second adhesive layer 14, for example.

[Manufacturing method of polarizing plate with adhesive layer]

The first polarizing plate 100 can be manufactured, for example, in the following manner. First, the polarizer 10 and the protective film 11 are laminated with the adhesive layer 12 interposed therebetween. For polarizers, elongated members can be prepared, rolled to a roll and laminated to the respective members, and then cut into predetermined shapes for manufacturing; the respective members can also be cut into predetermined shapes and then laminated. . After the polarizer 10 is attached to the protective film 1, a heating step or a humidity adjustment step may be provided. After that, the first adhesive layer 13 formed on the release film is laminated on the polarizer 10 .

The second polarizing plate 200 can be manufactured, for example, as follows. First, the polarizer 10 and the protective film 11 are laminated with the adhesive layer 12 interposed therebetween. For polarizers, elongated members can be prepared, rolled to a roll and laminated to the respective members, and then cut into predetermined shapes for manufacturing; the respective members can also be cut into predetermined shapes and then laminated. . After the polarizer 10 is attached to the protective film 1, a heating step or a humidity adjustment step may be provided.

When the functional layer 15 is a retardation layer, for example, it can be manufactured as follows. An alignment film is formed on a substrate, and a coating liquid containing a polymerizable liquid crystal compound is applied on the alignment film. in the aggregation In a state where the liquid crystal compound is aligned, active energy rays are irradiated to harden the polymerizable liquid crystal compound. The first adhesive layer 13 formed on the release film is laminated on the layer in which the polymerizable liquid crystal compound is cured. Then, the base material and/or the alignment film are peeled off. Then, the second adhesive layer 14 formed on the release film is laminated on the polarizer 10 . Regarding the retardation layer, a long member can be prepared, rolled to a roll, and the respective members are attached to each other, and then cut into a predetermined shape to manufacture; the respective members can also be cut into a predetermined shape, and then combine.

Next, the second polarizing plate 200 can be produced by peeling off the release film laminated on the second adhesive layer 14 and bonding the functional layer 15 and the polarizer 10 with the second adhesive layer 14 interposed therebetween.

<Image Display Device>

The first polarizing plate 100 and the second polarizing plate 200 can be arranged on the front surface (recognition side) of the image display panel, and are used as constituent elements of the image display device. The polarizing plate belonging to the adhesive layer of the circular polarizing plate can also be used as an anti-reflection polarizing plate for imparting anti-reflection function in an image display device. The image display device is not particularly limited, and examples thereof include image display devices such as organic electroluminescence (organic EL) display devices, inorganic electroluminescence (inorganic EL) display devices, liquid crystal display devices, and electroluminescence display devices.

[Flexible Image Display Device]

The image display device may be a flexible image display device. The flexible image display device is composed of a laminate for a flexible image display device, which will be described later, and an organic EL display panel, wherein the flexible image display device is disposed on the recognition side with respect to the organic EL display panel. The laminated body can be bent.

<Laminated body for flexible image display device>

The laminated system for flexible image display devices is provided with the polarizing plate with the adhesive layer of this invention, and a front panel or a touch sensor. The order of lamination of the polarizing plate with the adhesive layer of the present invention, the front panel, and the touch sensor can be, for example, the front panel, the polarizing plate with the adhesive layer of the present invention, and the touch sensor in order from the identification side. device. The stacking sequence is preferably the sequence of the front panel, the touch sensor, and the polarizing plate with the adhesive layer of the present invention. If the polarizing plate is present on the recognition side than the touch sensor, the pattern of the touch sensor is difficult to be recognized, and the recognition of the displayed image will be improved, so it is better. The respective member systems can be laminated using an adhesive, an adhesive, or the like. Moreover, the laminated body for flexible image display apparatuses may be equipped with the light-shielding pattern formed in the at least one surface of any one layer of a front panel, a polarizing plate, and a touch sensor.

[front panel]

A front panel can be configured on the identification side of the polarizer. The front plate can be laminated on the polarizing plate via an adhesive layer. As the next layer, for example, the above-mentioned adhesive layer or adhesive layer can be exemplified.

Examples of the front panel include glass, a resin film containing a hard coat layer on at least one surface thereof, and the like. As the glass, for example, high-transmission glass or tempered glass can be used. In particular, when a thin transparent surface material is used, chemically strengthened glass is preferred. The thickness of the glass can be set to, for example, 100 μm to 5 mm.

Before at least one side of the resin film contains a hard coat layer, the panel is not as rigid as the existing glass, and can have a flexible property. The thickness of the hard coat layer is not particularly limited, and may be, for example, 5 to 100 μm.

The resin film system may be a cycloolefin-based derivative, cellulose (diacetyl cellulose, triacetyl cellulose) having a unit of a monomer including a cycloolefin such as norbornene or a polycyclic norbornene-based monomer. cellulose, acetyl cellulose butyrate, isobutyl cellulose, propyl cellulose, butyl cellulose, acetyl propyl cellulose), ethylene-vinyl acetate copolymer, polycycloolefin, poly Ester, polystyrene, polyamide, polyetherimide, polyacrylic acid, polyimide, polyamideimide, polyetherimide, polyetherimide, polyethylene, polypropylene, polymethylpentene, Polyvinyl chloride, polyvinylidene chloride, polyvinyl alcohol, polyvinyl acetal, polyether ketone, polyether ether ketone, polyether dust, polymethyl methacrylate, polyethylene terephthalate, Polybutylene terephthalate, polyethylene naphthalate, polycarbonate, polyurethane, epoxy and other polymers formed film. As the resin film system, an unstretched, uniaxially or biaxially stretched film can be used. These macromolecular systems can be used individually or in mixture of 2 or more types, respectively. The resin film is preferably a polyimide film or a polyimide film, a uniaxially or biaxially stretched polyester film, which is excellent in transparency and heat resistance, and can cope with the enlargement of the film. Cycloolefin-based derivative films, polymethyl methacrylate films, and transparent and optically non-isotropic triacetyl cellulose and isobutyl cellulose films. The thickness of the resin film is 5 to 200 μm, preferably 20 to 100 μm.

[shading pattern]

A light-shielding pattern (bezel) is formed on at least one surface of any one of a front panel, a polarizing plate, and a touch sensor constituting a laminate for a flexible image display device. For example, it can be formed on the display element side of the front panel. The shading pattern can hide the wiring of the display device from being recognized by the user. The color and material of the shading pattern are not particularly limited, and can be formed of resin substances having various colors such as black, white, and gold. In one embodiment, the thickness of the shading pattern can be 2 μm to 50 μm, preferably 4 μm to 30 μm, and more preferably 6 μm to 15 μm. In addition, in order to suppress the mixing of air bubbles and the recognition of boundary portions due to the difference in height between the light-shielding pattern and the display portion, the light-shielding pattern may be given a shape.

[touch sensor]

Touch sensors are used as input means. Various types of touch sensors have been proposed, such as a resistive film method, a surface elastic wave method, an infrared method, an electromagnetic induction method, and an electrostatic capacitance method, and any method may be used. Among them, the electrostatic capacitance method is preferable. The capacitive touch sensor is divided into an active area and an inactive area located outside the active area. The active area is the area corresponding to the area where the screen is displayed on the display panel (the display part), and is the area that can sense the touch of the user, and the inactive area is the area corresponding to the area where the image is not displayed on the display device (the non-display part). ) area. The touch sensor may include: a substrate having flexibility; a sensing pattern formed on an active area of the substrate; and forming Each sensing line is used to connect the sensing pattern to the external driving circuit through the pad part in the inactive area of the substrate. The substrate with flexibility can use the same material as the transparent substrate of the front panel. From the viewpoint of suppressing cracks that may occur in the touch sensor, the substrate of the touch sensor preferably has a toughness of 2,000 MPa% or more. More preferably, the toughness is 2,000 MPa% to 30,000 MPa%. Here, toughness is defined as the lower area of the curve up to the point of failure in the stress (MPa)-strain (%) curve (Stress-Strain Curve) obtained by the tensile test of the polymer material.

[Example]

Hereinafter, the present invention will be described in more detail by way of examples. "%" and "part" in the example are mass % and mass part unless otherwise specified.

[moisture permeability]

experiment material:

The first adhesive layer (Example 1, Comparative Examples 1 and 2) or the second adhesive will be pasted alone on the surface of the support (layered) with a moisture permeability exceeding 70000g/(m ² ·day) Layers, functional layers, and laminates of the first adhesive layer (Example 2 and Comparative Example 3) were used as test materials.

Determination method of moisture permeability:

Using a water vapor penetrometer ["Lyssy80-4000" manufactured by Systech Illinois (UK), based on JIS K7129-1:2019 (humidity sensor method)], the measurement area is 0.07 to 51 cm ² , and the penetration cell is (cell) temperature of 40°C and relative humidity of 90% RH in the high humidity chamber, start the measurement by setting the measurement start threshold on the side of the low humidity chamber to 9.7% RH relative humidity, and measure the low humidity chamber The time required for the relative humidity to change from 9.9% RH to 10.1% RH was calculated in the form of water vapor permeability.

[Assessment of iodine detachment]

As shown in FIG. 3 , when the protective film A surface (A surface) is taken as the upper side, the polarizing plate with the adhesive layer is cut so that the angle α between the absorption axis T of the polarizing plate and the long side L2 becomes 45° After forming a rectangle with a size of 120mm (L2) × 60mm (L1), and pasting it on an alkali-free glass plate (manufactured by CORNING Co., Ltd., trade name "Eagle-XG"), it is placed in an environment with a temperature of 65°C and a humidity of 90%RH. next 168 hours. Then, the polarizing plate which becomes the relationship of a crossed polarizing plate is bonded to the alkali-free glass surface on the opposite side of the polarizing plate with the tested adhesive layer, and it observes with an optical microscope, and preserve|saves an observation image. As an optical microscope, "VHX-500" manufactured by Keyence Co., Ltd. was used. In FIG. 4, an example of the observation image of the optical microscope observed in this way is shown about the polarizing plate with an adhesive bond layer. This observation image is an observation image of the polarizing plate with the adhesive layer obtained in Example 1 described later.

In FIG. 4 , when viewed from the end portion 50 of the polarizing plate to which the adhesive layer is attached toward the inner direction along the straight line indicated by the arrow (the straight line drawn in white in the vertical direction from the end portion 50 ), it can be seen that there are The iodine desorption region 51 and the region (non-iodine desorption region) 52 where iodine desorption does not occur.

[Measurement of iodine desorption amount by image processing]

The observed image of the microscope shown in FIG. 4 was converted into a gray image of black and white 256 levels (0 to 255) using the image analysis software "Image J (free software)". The method of converting to black and white 256 levels (0 to 255) uses a method of averaging RGB values. FIG. 5 shows profile data obtained by plotting the color levels along a straight line drawn in white with respect to the observed image shown in FIG. 4 after conversion to black and white 256 levels. The end 50 of the polarizing plate with respect to the adhesive layer will be in the middle point of the iodine detachment region 51 and the non-iodine detachment region 52 in the gradation graph in the vertical direction (arrow in FIG. 4 ) (iodine detachment level ( gradation)) as the iodine detachment end of the polarizing plate with the adhesive layer (Fig. 5), and measure the distance (μm) from the end 50 of the polarizing plate with the adhesive layer to the iodine detachment end (μm) as the iodine detachment distance . adhesive The iodine detachment distance of the polarizing plate of the layer is shown in Table 1. The smaller the iodine detachment distance, the narrower the iodine detachment range, and the better the heat and humidity resistance.

[Curl Measurement]

AY-638 (consisting of a polyester film having a thickness of 38 μm and an adhesive layer having a thickness of 15 μm on the polyester film) manufactured by Fujimori Kogyo Co., Ltd. was prepared as a protective film.

A protective film is attached to the protective film A of the polarizing plate with the adhesive layer, and a polarizing plate with a protective film is produced. The polarizer of the polarizing plate with the protective film was cut into a rectangle with a size of 120 mm × 60 mm so that the absorption axis of the polarizer of the polarizing plate with a protective film was 45° with respect to the long side to obtain a sample for curl measurement. The sample for curl measurement was heated at 23°C. /55%RH environment for 15 hours.

Then, the separation film was peeled off from the 1st adhesive bond layer of the sample for curl measurement, and the curl measurement was performed. After the sample was left in an environment of 23° C./15% RH for 1 hour, the curl measurement was performed again, and the amount of change in the curl value was calculated.

The curl measurement will be described with reference to FIG. 6 . The curling measurement is performed on a reference surface 25 (eg, a flat surface on a table), and the sample 21 of the polarizing plate with the curled adhesive layer is placed so that the convex surface (the pellicle side) is downward. In FIG. 6, the surface when the sample is assumed to be free from curling is shown as an imaginary surface 23 represented by a square ABCD. In the four corners of the imaginary plane 23, one corner A is located at the position A1 in the sample 21 of the polarizing plate with the curled adhesive layer, and the other corner C is on the polarizing plate with the curled adhesive layer. The sample 21 is located at the position of C1, and the other corners B and D are located at the positions of B1 and D1 in the sample 21 of the curled polarizer. B1 and B are the same positions, and D1 and D are also the same. The position of the sample is displayed (that is, it is equivalent to the state where B and D in the four corners of the sample are not floating). However, in practice, three of the four corners of the sample may float, or all of the four corners may float. In this way, for The four corners A1, B1, C1, and D1 of the sample are respectively measured for the curl height H from the reference plane 25 . The maximum value among the floating heights of these four corners is determined, and the maximum value is used as the curl value of the sample.

[Single-sided protection polarizer]

(Production of polarizer)

The polyvinyl alcohol film with a thickness of 20 μm, a degree of polymerization of 2400, and a degree of saponification of 99% or more was uniaxially stretched on a hot roll to a stretch ratio of 4.1 times, and immersed in water per 100 parts by mass at 28°C while maintaining the tension. In a dyeing bath containing 0.05 parts by mass of iodine and 5 parts by mass of potassium iodide for 60 seconds.

Then, it was immersed in the boric acid aqueous solution 1 containing 5.5 mass parts of boric acid and 15 mass parts of potassium iodide per 100 mass parts of water at 64 degreeC for 110 seconds. Then, it was immersed in the boric acid aqueous solution 2 containing 5.5 mass parts of boric acid and 15 mass parts of potassium iodide per 100 mass parts of water at 67 degreeC for 30 second. After that, it was washed with pure water at 10° C. and dried to obtain a polarizer. The obtained polarizer had a thickness of 8 μm and a boron content of 4.3% by weight.

(Preparation of water-based adhesive)

With respect to 100 parts by mass of water, 3 parts by mass of carboxyl group-modified polyvinyl alcohol (KURARAY Co., Ltd., trade name "KL-318") was dissolved, and a polyamide epoxy-based water-soluble epoxy resin was added to the aqueous solution. Additives (Taoka Chemical Industry Co., Ltd., trade name "SUMIREZ RESIN (registered trademark) 650 (30)", an aqueous solution with a solid content concentration of 30% by weight) 1.5 parts by mass were prepared to prepare a water-based adhesive.

(Protective film A and release film B)

As the protective film A, a film (manufactured by Nippon Paper Co., Ltd., trade name "COP25ST-HC") in which a hard coat layer with a thickness of 3 μm was formed on a stretched film made of a cyclic polyolefin-based resin with a thickness of 25 μm was used.

As the release film B, a triacetate-based cellulose film (manufactured by Fuji Film Co., Ltd., "TD80UL") was used. The thickness of the release film is 80 μm, and the moisture permeability is 502 g/m ² ·24HR.

(Production of single-sided protective polarizer)

The produced polarizer is continuously conveyed, the protective film A is continuously unwound from the roll of the protective film A, and the release film B is continuously unwound from the roll of the release film B. A water-based adhesive was injected between the polarizer and the corona-treated protective film A, and pure water was injected between the polarizer and the release film B, and passed through a laminating roller to obtain a protective film A/water-based adhesive/polarized light Laminated film composed of sheet/pure water/release film B. The laminated film was transported and heated at 80°C for 300 seconds in a drying oven, thereby drying the water-based adhesive, and volatilizing and removing the pure water between the polarizer and the release film B to obtain a sheet with a release film face protection polarizer. The peeling film B was peeled off from the single-sided protective polarizing plate with the peeling film to obtain a single-sided protective polarizing plate.

[Production of retardation layered body]

(Fabrication of the first retardation layer)

As a 1st retardation layer, the 1st liquid crystal layer, the alignment film, and the layer which provided the retardation of λ/4 which consists of the hardened layer of a nematic liquid crystal compound, and a transparent base material were used. In addition, the total thickness of the layer formed by curing the nematic liquid crystal compound and the alignment layer was 2 μm.

(Fabrication of the second retardation layer)

10.0 parts by mass of polyethylene glycol di(meth)acrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., A-600), trimethylolpropane triacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., A- TMPT) 10.0 parts by mass, 1,6-hexanediol di(meth)acrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd., A-HD-N) 10.0 parts by mass, and IRGACURE 907 as a photopolymerization initiator (BASF Corporation make, Irg-907) 1.50 mass parts was melt|dissolved in 70.0 mass parts of solvent methyl ethyl ketones, and the coating liquid for alignment layer formation was prepared as the composition for alignment layer formation.

An elongated cyclic polyolefin-based resin (COP) film with a thickness of 20 μm (manufactured by ZEON Co., Ltd.) was prepared as a base film, and a coating for forming an alignment layer was applied on one side of the base film with a rod coater. compress.

The coated layer was subjected to a heat treatment at a temperature of 80° C. for 60 seconds, and then irradiated with ultraviolet rays (UVB) at 220 mJ/cm ² to polymerize and harden the composition for forming an alignment layer. An orientation layer with a thickness of 2.3 μm is formed on the material film.

20.0 parts by mass of a photopolymerizable nematic liquid crystal compound (manufactured by MERCK, RMM28B) and 1.0 part by mass of IRGACURE 907 (manufactured by BASF, Irg-907) as a photopolymerization initiator were dissolved in a solvent, propylene glycol monomethyl ether ethyl In 80.0 parts by mass of the acid ester, the coating liquid for forming a retardation layer was prepared as a composition for forming a retardation layer.

The coating liquid for retardation layer formation was apply|coated to the alignment layer obtained previously, and the heat treatment at the temperature of 80 degreeC for 60 second was given to the coating layer. After that, ultraviolet rays (UVB) were irradiated at 220 mJ/cm ² to polymerize and harden the composition for forming a retardation layer, and a second liquid crystal cured layer with a thickness of 0.7 μm was formed on the alignment layer. In this way, the 2nd retardation layer of thickness 3 micrometers which consists of an alignment layer and a 2nd liquid crystal cured layer was obtained on the base film.

(Fabrication of retardation laminated body)

The 1st retardation layer and the 2nd retardation layer were bonded together with an ultraviolet curable adhesive (thickness 1 micrometer) so that each liquid crystal layer (surface on the opposite side to the base film) became a bonding surface. Then, ultraviolet rays are irradiated to harden the ultraviolet curable adhesive, and a retardation layered body including two retardation layers of the first retardation layer and the second retardation layer is produced. The thickness of the retardation layered body including the first retardation layer, the ultraviolet curable adhesive layer, and the second retardation layer was 6 μm.

(1st adhesive layer)

Adhesive layer (1): A moisture vapor transmission rate of 930 g/(m ² ·day) and a thickness of 25 μm were prepared.

Adhesive layer (2): A moisture vapor transmission rate of 2000 g/(m ² ·day) and a thickness of 25 μm were prepared.

Adhesive layer (3): A moisture permeability of 160 g/(m ² ·day) and a thickness of 25 μm were prepared.

(2nd adhesive layer)

Prepare those with a moisture permeability of 4000g/(m ² ·day) and a thickness of 5μm.

<Example 1>

The adhesive layer (1) was attached to the polarizer side of the produced single-sided protective polarizing plate, and the separator was peeled off to obtain the polarizing plate with the adhesive layer of Example 1. The polarizing plate with the adhesive layer of Example 1 has the structure shown in FIG. 1 . The results are shown in Table 1. The moisture permeability is measured independently of the adhesive layer.

<Comparative Example 1>

Except having used the adhesive layer (2) instead of the adhesive layer (1) in Example 1, it carried out similarly to Example 1, and produced the polarizing plate with an adhesive layer. The results are shown in Table 1. The moisture permeability is measured independently of the adhesive layer.

<Comparative Example 2>

Except having used the adhesive layer (3) instead of the adhesive layer (1) in Example 1, it carried out similarly to Example 1, and produced the polarizing plate with an adhesive layer. The results are shown in Table 1. The moisture permeability is measured independently of the adhesive layer.

[Table 1]

<Example 2>

The second adhesive layer was pasted on the polarizer side of the produced single-sided protective polarizer, and the separator was peeled off. The surface of the 2nd pressure-sensitive adhesive layer from which the separator was peeled was bonded to the side of the 1st liquid crystal cured layer of the retardation layered product from which the transparent base material was removed, and the base film of the 2nd retardation layer was peeled off. The adhesive layer (1) is attached to the surface of the peeled base film. The polarizing plate with the adhesive layer of Example 2 has the structure shown in FIG. 2 . The results are shown in Table 2. The water vapor transmission rate was measured about the laminated body of a 2nd adhesive bond layer, a functional layer, and a 1st adhesive bond layer.

<Comparative Example 3>

Except having used the adhesive layer (3) instead of the adhesive layer (1) in Example 2, it carried out similarly to Example 2, and produced the polarizing plate with an adhesive layer. The results are shown in Table 2. The water vapor transmission rate was measured for the laminate in which the adhesive layer and the functional layer were bonded together.

[Table 2]

Claims (11)

A polarizing plate with an adhesive layer, comprising: A polarizer, a protective film disposed on one side of the polarizer via an adhesive layer, and a first adhesive layer disposed on the other side of the polarizer; wherein, The above-mentioned polarizer is a film formed by adsorbing iodine to a hydrophilic polymer film, The moisture permeability of the first adhesive layer at a temperature of 40° C. and a relative humidity of 90% RH is 180 g/(m ² ·day) or more and 1500 g/(m ² ·day) or less. The polarizing plate with an adhesive layer according to claim 1, wherein the first adhesive layer is a layer composed of an adhesive containing a (meth)acrylic resin. The polarizing plate with an adhesive layer according to claim 1 or 2, wherein the thickness of the first adhesive layer is 10 μm or more. The polarizing plate with an adhesive layer according to any one of claims 1 to 3, wherein the protective film is a film made of a cyclic polyolefin-based resin. A laminate for a flexible image display device, comprising a polarizing plate with an adhesive layer according to any one of claims 1 to 4, and a front panel or a touch sensor. An image display device, which is a polarizing plate having the adhesive layer described in any one of claims 1 to 4. An adhesive layer-attached polarizer, comprising a polarizer, a protective film disposed on one side of the polarizer via an adhesive layer, and a second polarizer in order from the polarizer side on the other side of the polarizer Adhesive layer, functional layer and first adhesive layer; wherein, The above-mentioned functional layer is a single layer of the liquid crystal hardening layer alone, or a multi-layer of two or more layers selected from the group of the liquid crystal hardening layer, the alignment layer and the bonding layer, The above-mentioned polarizer is a film formed by adsorbing iodine to a hydrophilic polymer film, The moisture permeability of the laminate composed of the second adhesive layer, the functional layer and the first adhesive layer at a temperature of 40°C and a relative humidity of 90% RH is 180g/(m ² ·day) or more and 1500g/(m ² ‧day) or less. The polarizing plate with an adhesive layer according to claim 7, wherein the protective film is a film made of a cyclic polyolefin-based resin. The polarizing plate with an adhesive layer according to claim 7 or 8, wherein the functional layer includes a first liquid crystal cured layer and a second liquid crystal cured layer. A laminated body for a flexible image display device, comprising: a polarizing plate with an adhesive layer according to any one of claims 7 to 9, and a front panel or a touch sensor. An image display device, which is a polarizing plate having the adhesive layer described in any one of claims 7 to 9.

Images