Polarizing plate with adhesive, and image display device

Abstract

To provide a polarizing plate with an adhesive, capable of suppressing both transmittance deterioration and polarization degree deterioration in high-temperature environments.SOLUTION: A polarizing plate with an adhesive is provided, comprising a polyvinyl alcohol resin-based polarizing film with iodine absorbed and aligned therein, a protective film, and an adhesive layer, the polarizing plate containing an amide compound represented by formula (1). [In formula (1), R1, R2, and R3 each independently represent a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group.]SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a polarizing plate with pressure-sensitive adhesive and a display device. [Background technology]

[0002] Liquid crystal display devices (LCDs) are widely used not only in LCD televisions but also in personal computers, mobile devices such as mobile phones, and in-vehicle applications such as car navigation systems. Typically, LCD displays have a liquid crystal panel member in which polarizing plates are attached to both sides of a liquid crystal cell with an adhesive, and display is achieved by controlling light from a backlight member using the liquid crystal panel member. Similarly to LCD displays, organic electroluminescence (EL) display devices have also recently become widely used in televisions, mobile devices such as mobile phones, and in-vehicle applications such as car navigation systems. In organic EL display devices, a circular polarizer (a laminate including a polarizing element and a λ / 4 plate) may be placed on the viewing-side surface of the image display panel to prevent external light from being reflected by the metal electrode (cathode) and appearing as a mirror.

[0003] As mentioned above, polarizing plates are increasingly being installed in vehicles as components of liquid crystal display devices and organic EL display devices. Polarizing plates used in in-vehicle image display devices are more likely to be exposed to high-temperature environments than those used in other mobile applications such as televisions and mobile phones, and are therefore required to have minimal change in properties at higher temperatures (high-temperature durability).

[0004] On the other hand, for the purpose of preventing damage to the image display panel due to impact from the outer surface, a configuration in which a front panel such as a transparent resin plate or glass plate (also referred to as a "window layer") is provided on the viewing side of the polarizing plate of the image display panel is becoming more common. Also, in display devices equipped with a touch panel, a configuration in which the touch panel is provided on the viewing side of the polarizing plate of the image display panel and a front transparent plate is provided on the viewing side of the touch panel is widely adopted.

[0005] In such a configuration, if an air gap exists between the image display panel and a transparent member such as a front transparent plate or a touch panel, external light is reflected at the interface of the air gap, causing glare and reducing the visibility of the screen. Therefore, there is a growing trend to adopt a configuration in which the space between the polarizing plate and the front transparent member, which are arranged on the viewing side of the image display panel, is filled with a material having a refractive index close to that of these materials (hereinafter, sometimes referred to as an "interlayer filling configuration"). Pressure-sensitive adhesives and UV-curable adhesives are used as interlayer fillers to prevent a reduction in visibility due to reflection at the interface and to bond and fix the various components together (see, for example, Patent Document 1).

[0006] The above-described interlayer filling structure is being widely adopted for mobile applications such as mobile phones, which are often used outdoors. Furthermore, due to the increasing demand for improved visibility in recent years, the adoption of a structure in which a front transparent plate is placed on the surface of an image display panel and an adhesive layer or the like is used to fill the gap between the panel and the front transparent plate has been considered for in-vehicle applications such as car navigation systems. However, when such a structure is adopted, it has been reported that results of a heat durability test (e.g., at 95°C for 200 hours) show a significant decrease in transmittance at the center of the polarizing plate's surface, while the polarizing plate alone does not show a significant decrease in transmittance even after 1,000 hours at 95°C. Based on these results, it has also been reported that the significant decrease in transmittance of a polarizing plate in a high-temperature environment is a particular problem when an image display device employing an interlayer filling structure in which one side of the polarizing plate is bonded to an image display cell and the other side is bonded to a transparent member such as a touch panel or a front transparent plate is exposed to a high-temperature environment (Patent Document 2).

[0007] In the above Patent Document 2, the polarizing plate with a significantly reduced transmittance due to the interlayer filling structure was measured by Raman spectroscopy and found to have a transmittance of 1100 cm -1 near (derived from the C-C bond) and 1500 cm -1 Since there is a peak near the -C=C- bond, it is believed to have a polyene structure (-C=C). n It is believed that this is due to the formation of polyenes, which are formed by dehydration of the polyvinyl alcohol that constitutes the polarizing element (Patent Document 2, paragraph

[0012] ).

[0008] As a solution to the above problem, Patent Document 2 proposes a method of suppressing the decrease in transmittance by keeping the moisture content per unit area of ​​the polarizing plate below a specified amount and also keeping the saturated water absorption amount of the transparent protective film adjacent to the polarizing element below a specified amount.

[0009] Furthermore, Patent Document 3 proposes a method for preventing a decrease in transmittance of a polarizing plate in a high-temperature environment by incorporating at least one urea-based compound selected from urea, urea derivatives, thiourea, and thiourea derivatives into a polarizing film. [Prior art documents] [Patent documents]

[0010] [Patent Document 1] Japanese Patent Application Publication No. 11-174417 [Patent Document 2] Japanese Patent Application Laid-Open No. 2014-102353 [Patent Document 3] Japanese Patent Publication No. 2020-204641 Summary of the Invention [Problem to be solved by the invention]

[0011] However, the present inventors have found that the method described in Patent Document 3 can suppress the decrease in transmittance of a polarizing plate in a high-temperature environment, but does not sufficiently suppress the decrease in polarization degree in a high-temperature environment. In particular, the present inventors have found that the polarizing plate described in Patent Document 3 is prone to a decrease in polarization degree when exposed to a high-temperature environment for a long period of time (for example, 500 hours at 105°C), and is prone to light leakage (cross leakage) in a crossed Nicol state.

[0012] The present invention has been made in consideration of the problems associated with the above-mentioned conventional technology, and aims to provide a polarizing plate with adhesive and a display device that can suppress both a decrease in transmittance in a high-temperature environment and a decrease in polarization degree in a high-temperature environment. [Means for solving the problem]

[0013] In order to solve the above problems, the present invention provides the following polarizing plate with pressure-sensitive adhesive and display device. [1] A polarizing plate with adhesive comprising a polyvinyl alcohol-based resin polarizing film having iodine adsorbed and oriented thereon, a protective film, and an adhesive layer, the polarizing plate with adhesive comprising an amide compound represented by the following formula (1): [ka] [In formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group. [2] The polarizing plate with adhesive described in [1] above, having a structure in which a first protective film, a first adhesive layer, the polarizing film, a second adhesive layer, the second protective film, and a pressure-sensitive adhesive layer are laminated in this order, and at least one layer of the first adhesive layer, the polarizing film, the second adhesive layer, and the pressure-sensitive adhesive layer contains the amide compound. [3] The polarizing plate with adhesive according to [2] above, wherein the first adhesive layer and the second adhesive layer are layers made of an aqueous adhesive containing a polyvinyl alcohol resin and a crosslinking agent. [4] The polarizing plate with adhesive according to the above [2] or [3], wherein both the first adhesive layer and the second adhesive layer contain the amide compound. [5] The polarizing plate with adhesive according to [4] above, wherein the content of the amide compound in the first adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the first adhesive layer, and the content of the amide compound in the second adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the second adhesive layer. [6] The polarizing plate with adhesive according to any one of the above [1] to [5], wherein the content of the amide compound is 0.001 to 0.2 mass % based on the total amount of solids in the polarizing plate with adhesive. [7] In the above formula (1), R 3 The polarizing plate with adhesive according to any one of the above [1] to [6], wherein is a hydrogen atom. [8] A display device having a structure in which a transparent member, an optical adhesive layer, a polarizing plate including a polyvinyl alcohol-based resin polarizing film having iodine adsorbed and aligned thereon, a pressure-sensitive adhesive layer, and an image display cell are laminated in this order, wherein at least one of the layers disposed between the image display cell and the transparent member contains an amide compound represented by the following formula (1): [ka] [In formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group. [9] The display device described in [8] above, wherein the polarizing plate has a structure in which a first protective film, a first adhesive layer, the polarizing film, a second adhesive layer, and a second protective film are laminated in this order, the optical adhesive layer is arranged on the first protective film side of the polarizing plate, and at least one layer of the first adhesive layer, the polarizing film, the second adhesive layer, the pressure-sensitive adhesive layer, and the optical adhesive layer contains the amide compound.

[10] The display device according to [9], wherein the first adhesive layer and the second adhesive layer are layers made of a water-based adhesive containing a polyvinyl alcohol resin and a crosslinking agent.

[11] The display device according to [9] or

[10] above, wherein both the first adhesive layer and the second adhesive layer contain the amide compound.

[12] The display device described in

[11] above, wherein the content of the amide compound in the first adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the first adhesive layer, and the content of the amide compound in the second adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the second adhesive layer.

[13] The display device according to any one of [8] to

[12] above, wherein the polarizing plate with adhesive comprising the polarizing plate and the adhesive layer contains the amide compound, and the content of the amide compound is 0.001 to 0.2 mass % based on the total solid content of the polarizing plate with adhesive.

[14] In the above formula (1), R 3 The display device according to any one of the above [8] to

[13] , wherein is a hydrogen atom. [Effects of the Invention]

[0014] According to the present invention, it is possible to provide a polarizing plate with pressure-sensitive adhesive and a display device that can suppress both a decrease in transmittance in a high-temperature environment and a decrease in polarization degree in a high-temperature environment. [Brief explanation of the drawings]

[0015] [Figure 1] 1 is a schematic cross-sectional view showing an example of a polarizing plate with a pressure-sensitive adhesive according to the present invention. [Figure 2] 1 is a schematic cross-sectional view showing an example of a display device according to the present invention. DETAILED DESCRIPTION OF THE INVENTION

[0016] Hereinafter, an embodiment of the present invention will be described in detail, with reference to the drawings as needed.

[0017] [Polarizing plate with adhesive] The pressure-sensitive adhesive polarizing plate of the present invention is a pressure-sensitive adhesive polarizing plate comprising a polyvinyl alcohol-based resin polarizing film having iodine adsorbed and aligned thereon, a protective film, and a pressure-sensitive adhesive layer, and contains an amide compound represented by the following formula (1): The amide compound may be contained in any of the layers constituting the pressure-sensitive adhesive polarizing plate. [ka] [In formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group.

[0018] The pressure-sensitive adhesive polarizing plate, which contains the specific amide compound, can suppress both a decrease in transmittance and a decrease in polarization degree in high-temperature environments. The inventors speculate that the reason for this effect is as follows. The decrease in transmittance is due to yellowing of the polyvinyl alcohol-based resin. Furthermore, the yellowing of the polyvinyl alcohol-based resin occurs when an iodine complex in the polarizing film decomposes to generate I2, which then catalyzes the dehydration (polyenization) of the polyvinyl alcohol-based resin. In contrast, the specific amide compound can decompose I2, thereby suppressing the dehydration and resulting yellowing of the polyvinyl alcohol-based resin and suppressing a decrease in transmittance of the polarizing plate in high-temperature environments. Meanwhile, the decrease in polarization degree is due to a decrease in the iodine complex in the polarizing film. In high-temperature environments, ammonia is generated from urea, etc., or the specific amide compound. When urea or the like is used to suppress the decrease in transmittance, ammonia generated from the urea or the like reacts with the iodine complex and promotes the decomposition of the iodine complex, resulting in a decrease in the iodine complex and a decrease in the polarization degree. In contrast, when the specific amide compound is used, the amount of ammonia generated is smaller than when urea or the like is used, so the decomposition of the iodine complex can be suppressed and the decrease in the polarization degree of the polarizing plate in a high-temperature environment can be suppressed.

[0019] FIG. 1 is a schematic cross-sectional view showing an example of a pressure-sensitive adhesive polarizing plate according to the present invention. The pressure-sensitive adhesive polarizing plate 100 shown in FIG. 1 has a structure in which a first protective film 1, a first adhesive layer 2, a polarizing film 3, a second adhesive layer 4, a second protective film 5, and a pressure-sensitive adhesive layer 6 are laminated in this order. In the pressure-sensitive adhesive polarizing plate 100, the amide compound represented by formula (1) may be contained in at least one layer of the first protective film 1, the first adhesive layer 2, the polarizing film 3, the second adhesive layer 4, the second protective film 5, and the pressure-sensitive adhesive layer 6. From the viewpoint of more easily suppressing a decrease in the transmittance and polarization degree of the polarizing plate in a high-temperature environment, the amide compound is preferably contained in at least one layer of the first adhesive layer 2, the polarizing film 3, the second adhesive layer 4, and the pressure-sensitive adhesive layer 6, more preferably contained in at least one layer of the first adhesive layer 2 and the second adhesive layer 4, and even more preferably contained in both the first adhesive layer 2 and the second adhesive layer 4. Each layer of the pressure-sensitive adhesive polarizing plate will be described in detail below.

[0020] <Polarizing film 3> The polarizing film is a polyvinyl alcohol resin film in which iodine is adsorbed and aligned. The polyvinyl alcohol resin film may be a uniaxially stretched film. The polyvinyl alcohol resin constituting the polyvinyl alcohol resin film is typically obtained by saponifying a polyvinyl acetate resin. The degree of saponification is typically about 85 mol% or more, preferably about 90 mol% or more, and more preferably about 99 mol% or more. The polyvinyl acetate resin may be, for example, polyvinyl acetate, which is a homopolymer of vinyl acetate, or a copolymer of vinyl acetate with another monomer copolymerizable therewith. Examples of the other copolymerizable monomer include unsaturated carboxylic acids, olefins, vinyl ethers, and unsaturated sulfonic acids. The degree of polymerization of the polyvinyl alcohol resin is typically about 1,000 to 10,000, preferably about 1,500 to 5,000.

[0021] These polyvinyl alcohol resins may be modified, and for example, polyvinyl formal, polyvinyl acetal, polyvinyl butyral, etc. modified with aldehydes may also be used.

[0022] When producing a polarizing film, the raw material can be an unstretched polyvinyl alcohol-based resin film (raw film) having a thickness of 65 μm or less (e.g., 60 μm or less), preferably 50 μm or less, more preferably 35 μm or less, and even more preferably 30 μm or less. This makes it possible to obtain thin polarizing films, for which market demand is increasing. The width of the raw film is not particularly limited and can be, for example, about 400 to 6000 mm. The raw film is prepared, for example, as a roll (raw film roll) of long unstretched polyvinyl alcohol-based resin film.

[0023] The polyvinyl alcohol-based resin film may be laminated on a substrate film that supports it, i.e., the polyvinyl alcohol-based resin film may be prepared as a laminate film of a substrate film and a polyvinyl alcohol-based resin film laminated thereon. In this case, the polyvinyl alcohol-based resin film can be produced, for example, by applying a coating liquid containing a polyvinyl alcohol-based resin to at least one surface of the substrate film and then drying the coating liquid.

[0024] The substrate film may be, for example, a film made of a thermoplastic resin. Specific examples include films made of a light-transmitting thermoplastic resin, preferably an optically transparent thermoplastic resin, such as polyolefin resins (e.g., linear polyolefin resins (e.g., polypropylene resins) and cyclic polyolefin resins (e.g., norbornene resins); cellulose resins (e.g., triacetyl cellulose and diacetyl cellulose); polyester resins (e.g., polyethylene terephthalate and polybutylene terephthalate); polycarbonate resins; (meth)acrylic resins (e.g., methyl methacrylate resins); polystyrene resins; polyvinyl chloride resins; acrylonitrile-butadiene-styrene resins; acrylonitrile-styrene resins; polyvinyl acetate resins; polyvinylidene chloride resins; polyamide resins; polyacetal resins; modified polyphenylene ether resins; polysulfone resins; polyethersulfone resins; polyarylate resins; polyamideimide resins; and polyimide resins.

[0025] Polarized film can be continuously produced as a long polarized film by continuously transporting the long raw film described above along a film transport path of a polarized film manufacturing apparatus while unwinding it from the raw film roll, immersing it in a treatment tank (hereinafter also referred to as a "treatment bath") containing a treatment liquid, withdrawing it, and then performing a drying step. Note that the treatment step is not limited to a method of immersing the film in a treatment bath as long as it is a method of treating the film by contacting the film with the treatment liquid, and may be a method of treating the film by attaching the treatment liquid to the film surface by spraying, flowing, dropping, or the like. When the treatment step is performed by immersing the film in a treatment bath, the number of treatment baths used in one treatment step is not limited to one, and one treatment step may be completed by sequentially immersing the film in two or more treatment baths.

[0026] Examples of the treatment liquid include a swelling liquid, a dyeing liquid, a crosslinking liquid, and a cleaning liquid. Examples of the treatment process include a swelling process in which a swelling liquid is brought into contact with the raw film to perform a swelling treatment, a dyeing process in which a dyeing liquid is brought into contact with the film after the swelling treatment to perform a dyeing treatment, a crosslinking process in which a crosslinking liquid is brought into contact with the film after the dyeing treatment to perform a crosslinking treatment, and a cleaning process in which a cleaning liquid is brought into contact with the film after the crosslinking treatment to perform a cleaning treatment. Between these series of treatment processes, a wet or dry uniaxial stretching treatment is performed. Other treatment processes may be added as necessary.

[0027] When the amide compound is incorporated into a polarizing film, spraying, pouring, dropping, or the like can be employed as a method for doing so, as in the above-described treatment steps. However, a method in which the film is immersed in a treatment bath containing the amide compound for treatment is preferred. The treatment bath containing the amide compound may be provided separately from the treatment bath used in conventional manufacturing methods, or an amide compound treatment function may be added to a conventional treatment bath by adding the amide compound. From the viewpoint of productivity, a method in which an amide compound treatment function is added to a conventional treatment bath is more preferred.

[0028] The timing for incorporating an amide compound into a polarizing film is preferably to treat the film with a treatment solution containing the amide compound after dyeing with iodine. Incorporation of the amide compound after dyeing tends to result in less change in hue and more easily prevent a decrease in transmittance and polarization degree in a high-temperature environment in an interlayer filling configuration.

[0029] Each step in producing a polarizing film will be described in more detail below.

[0030] (Swelling process) The swelling step can be carried out by continuously unwinding the raw film from the raw film roll and transporting it along a film transport path, immersing the raw film in a swelling bath for a predetermined time, and then pulling it out. From the time the raw film is unwound until it is immersed in the swelling bath, the raw film can be transported along a film transport path formed by guide rolls and nip rolls.

[0031] As the swelling liquid for the swelling bath, in addition to pure water, it is also possible to use an aqueous solution containing boric acid (Japanese Patent Laid-Open No. 10-153709), chlorides (Japanese Patent Laid-Open No. 06-281816), inorganic acids, inorganic salts, water-soluble organic solvents, alcohols, etc. in an amount of about 0.01 to 10 mass %.

[0032] (dying process) The dyeing step is carried out for the purpose of adsorbing and orienting a dichroic dye into the polyvinyl alcohol-based resin film after swelling treatment. The treatment conditions are determined within a range in which the purpose can be achieved and in which defects such as extreme dissolution or devitrification of the film do not occur. The dyeing step can be carried out by conveying the film along a film conveying path formed by guide rolls and nip rolls, immersing the swelling film in a dye bath for a predetermined period of time, and then withdrawing it. In order to improve the dyeability of the dichroic dye, the film to be subjected to the dyeing step is preferably a film that has been subjected to at least some degree of uniaxial stretching treatment, or preferably, uniaxial stretching treatment is performed during the dyeing treatment instead of or in addition to the uniaxial stretching treatment before the dyeing treatment.

[0033] In the present invention, iodine is used as the dichroic dye. The dyeing solution for the dye bath can be, for example, an aqueous solution with a mass ratio of iodine / potassium iodide / water of about 0.003 to 0.3 / about 0.1 to 10 / 100. Potassium iodide can be replaced with other iodides, such as zinc iodide, or potassium iodide can be used in combination with other iodides. Compounds other than iodides, such as boric acid, zinc chloride, and cobalt chloride, can also be present. When boric acid is added, the addition of boric acid is distinguished from the crosslinking treatment described below in that it contains iodine. An aqueous solution containing at least about 0.003 parts by mass of iodine per 100 parts by mass of water can be considered a dye bath.

[0034] (Crosslinking process) The crosslinking step is a treatment carried out for purposes such as imparting water resistance through crosslinking or adjusting hue. The crosslinking step may be carried out by providing two crosslinking baths, with the first crosslinking step for the purpose of imparting water resistance being carried out in the first crosslinking bath and the second crosslinking step for the purpose of adjusting hue being carried out in the second crosslinking bath. The first crosslinking step can be carried out by conveying the film along a film conveyance path formed by guide rolls and nip rolls, immersing the film after the dyeing treatment in the first crosslinking bath for a predetermined period of time, and then withdrawing it. The second crosslinking step can be carried out by conveying the film along a film conveyance path formed by guide rolls and nip rolls, immersing the film after the first crosslinking step in the second crosslinking bath for a predetermined period of time, and then withdrawing it. Hereinafter, the term "crosslinking bath" includes both the first crosslinking bath and the second crosslinking bath, and the term "crosslinking liquid" includes both the first crosslinking liquid and the second crosslinking liquid.

[0035] The crosslinking liquid can be a solution in which a crosslinking agent is dissolved in a solvent. Examples of crosslinking agents include boron compounds such as boric acid and borax, glyoxal, and glutaraldehyde. These may be used alone or in combination of two or more. The solvent can be, for example, water, but may also contain an organic solvent that is compatible with water. The concentration of the crosslinking agent in the crosslinking solution is not limited thereto, but is preferably in the range of 1 to 20% by mass.

[0036] The temperature of the crosslinking liquid is preferably 30° C. or higher from the viewpoint of promoting crosslinking of the polyvinyl alcohol-based resin film, and is preferably 70° C. or lower, more preferably 65° C. or lower, from the viewpoint of preventing elution of the polyvinyl alcohol-based resin film.

[0037] The crosslinking treatment may be carried out multiple times, usually 2 to 5 times. In this case, the composition and temperature of each crosslinking bath used may be the same or different as long as they are within the above ranges. The crosslinking treatment for imparting water resistance through crosslinking and the crosslinking treatment for adjusting the color may each be carried out in multiple steps.

[0038] (Cleaning process) The cleaning treatment is carried out for the purpose of removing excess chemicals such as boric acid and iodine adhering to the polyvinyl alcohol-based resin film. The cleaning step is carried out, for example, by immersing the crosslinked polyvinyl alcohol-based resin film in a cleaning bath. The cleaning step may be omitted depending on the situation.

[0039] (Stretching process) The raw film is subjected to a wet or dry uniaxial stretching treatment during the above-mentioned series of treatment steps. Specific methods of uniaxial stretching include, for example, inter-roll stretching, in which longitudinal uniaxial stretching is performed by applying a peripheral speed difference between two nip rolls constituting a film transport path, hot roll stretching as described in Japanese Patent No. 2731813, tenter stretching, etc., with inter-roll stretching being preferred. The uniaxial stretching step can be performed multiple times from the raw film to obtain a polarizing film. As mentioned above, the stretching treatment is also advantageous in suppressing the occurrence of wrinkles in the film.

[0040] The final cumulative stretching ratio of the polarizing film based on the raw film is usually about 4.5 to 7 times, and preferably 5 to 6.5 times. The stretching step may be carried out in any of the processing steps, and even when stretching is carried out in two or more processing steps, the stretching step may be carried out in any of the processing steps.

[0041] (drying process) After the washing step, the polyvinyl alcohol-based resin film can be dried. The method for drying the film is not particularly limited. For example, a drying oven equipped with a hot air dryer can be used. The drying temperature is, for example, about 30 to 100°C, and the drying time is, for example, about 30 to 600 seconds. The treatment for drying the polyvinyl alcohol-based resin film can also be performed using a far-infrared heater. The polarizing film 23 obtained in this manner has a thickness of, for example, about 5 to 30 μm.

[0042] <Adhesive Layers (First Adhesive Layer 2 and Second Adhesive Layer 4)> The adhesive layers (first adhesive layer and second adhesive layer) for bonding the protective film to the polarizing film can be formed using any appropriate adhesive composition (hereinafter simply referred to as "adhesive"). Specifically, the adhesive may be a water-based adhesive, a solvent-based adhesive, or an active energy ray-curable adhesive, but a water-based adhesive is preferred, and a water-based adhesive containing a polyvinyl alcohol-based resin and a crosslinking agent is more preferred. The first adhesive layer and the second adhesive layer may be formed using the same adhesive or different adhesives.

[0043] The adhesive layer preferably contains an amide compound represented by formula (1). When the adhesive layer contains the amide compound, only one of the first adhesive layer and the second adhesive layer may contain the amide compound, but it is preferable that both contain the amide compound. Furthermore, when the adhesive layer contains the amide compound, the polarizing film may or may not contain the amide compound. When two or more layers constituting the pressure-sensitive adhesive polarizing plate contain the amide compound, the amide compounds contained in each layer may be the same or different.

[0044] The thickness of the adhesive when applied can be set to any appropriate value. For example, it is set so that an adhesive layer having a desired thickness is obtained after curing or heating (drying). The thickness of the adhesive layer is preferably 0.01 μm to 7 μm, more preferably 0.01 μm to 5 μm, even more preferably 0.01 μm to 2 μm, and most preferably 0.01 μm to 1 μm.

[0045] (water-based adhesive) Any appropriate aqueous adhesive can be used as the aqueous adhesive. Among them, an aqueous adhesive containing a polyvinyl alcohol (PVA) resin (PVA adhesive) is preferably used. The aqueous adhesive may be one in which a PVA resin and an amide compound represented by formula (1) are dissolved in water (e.g., pure water). From the viewpoint of adhesiveness, the average polymerization degree of the PVA resin contained in the aqueous adhesive is preferably about 100 to 5500, more preferably 1000 to 4500. From the viewpoint of adhesiveness, the average saponification degree is preferably about 85 mol% to 100 mol%, more preferably 90 mol% to 100 mol%.

[0046] The PVA resin contained in the aqueous adhesive preferably contains an acetoacetyl group, because it has excellent adhesion between the PVA resin layer and the protective film and excellent durability. The acetoacetyl group-containing PVA resin can be obtained, for example, by reacting a PVA resin with diketene using any method. The degree of acetoacetyl group modification of the acetoacetyl group-containing PVA resin is typically 0.1 mol% or more, and preferably about 0.1 mol% to 20 mol%.

[0047] The resin concentration of the above-mentioned water-based adhesive is preferably 0.1% by mass to 15% by mass, and more preferably 0.5% by mass to 10% by mass.

[0048] The content of PVA-based resin in the aqueous adhesive (the proportion of PVA-based resin in the resin contained in the adhesive) is preferably 80% by mass or more, more preferably 90% by mass or more, based on the total amount of resin in the aqueous adhesive, and may be 100% by mass.

[0049] (crosslinking agent, solvent) The water-soluble PVA adhesive preferably used in the present invention may contain a crosslinking agent in addition to the PVA resin described above, if necessary. Known crosslinking agents can be used. Examples of crosslinking agents include water-soluble epoxy compounds, dialdehydes, and isocyanates.

[0050] When the PVA resin is an acetoacetyl group-containing PVA-based resin, the crosslinking agent is preferably any one of glyoxal, glyoxylate, and methylolmelamine, more preferably any one of glyoxal and glyoxylate, and particularly preferably glyoxal.

[0051] The water-soluble PVA adhesive may contain an organic solvent. In this case, alcohols are preferred because they are miscible with water, and among alcohols, methanol or ethanol is more preferred.

[0052] (Active energy ray curing adhesive) Any suitable adhesive can be used as the active energy ray-curable adhesive as long as it is an adhesive that can be cured by irradiation with active energy rays. Examples of active energy ray-curable adhesives include ultraviolet-curable adhesives and electron beam-curable adhesives. Specific examples of the curing type of active energy ray-curable adhesives include radical curable adhesives, cation curable adhesives, anion curable adhesives, and combinations thereof (for example, a hybrid of radical curable adhesives and cation curable adhesives).

[0053] Examples of the active energy ray-curable adhesive include adhesives containing, as a curing component, a compound (e.g., a monomer and / or oligomer) having a radical polymerizable group such as a (meth)acrylate group or a (meth)acrylamide group. Specific examples of the active energy ray-curable adhesive and a curing method thereof are described in, for example, JP 2012-144690 A.

[0054] (amide compounds) The amide compound is an amide compound represented by the following formula (1). [ka]

[0055] In formula (1), R 1 , R 2 and R 3each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group. From the viewpoint of further suppressing the decrease in the transmittance and polarization degree of the polarizing plate in a high-temperature environment, R 1 , R 2 and R 3 is a hydrogen atom, a hydroxy group, or an alkyl group having 1 to 5 carbon atoms, and R 1 , R 2 and R 3 The total number of carbon atoms in each of the groups is preferably 1 to 5, and R is a hydrogen atom, a hydroxy group, or an alkyl group having 1 to 3 carbon atoms. 1 , R 2 and R 3 The total number of carbon atoms in R is more preferably 1 to 3. From the viewpoint of further suppressing the decrease in the transmittance and polarization degree of the polarizing plate in a high-temperature environment, 3 is preferably a hydrogen atom, and R 1 is an alkyl group having 1 to 5 carbon atoms, and R 2 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R 3 is more preferably a hydrogen atom, and R 1 is an alkyl group having 1 to 3 carbon atoms, and R 2 is a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R 3 is more preferably a hydrogen atom, and R 1 is a methyl group or an ethyl group, and R 2 is a hydrogen atom, a methyl group, or an ethyl group, and R 3 It is particularly preferred that is a hydrogen atom.

[0056] Specific examples of the amide compound include acetamide, propionamide, butyric acid amide, valeric acid amide, caproic acid amide, enanthic acid amide, isobutyric acid amide, 2-methylbutyric acid amide, isovaleric acid amide, pivalic acid amide, 2-methylvaleric acid amide, 2-ethylvaleric acid amide, 3-methylvaleric acid amide, 2-ethylbutyric acid amide, 2,2-dimethylbutyric acid amide, glycolamide, lactic acid amide, gluconic acid amide, glyceric acid amide, 2-hydroxybutyric acid amide, 3-hydroxybutyric acid amide, γ-hydroxybutyric acid amide, mevalonic acid amide, pantoic acid amide, etc. The amide compounds can be used alone or in combination of two or more.

[0057] When the adhesive layer contains an amide compound, the content thereof is preferably 5 to 90 mass %, more preferably 10 to 80 mass %, and even more preferably 30 to 80 mass %, based on the total solid content of the adhesive for forming the adhesive layer. When the content of the amide compound is 5 mass % or more, the decrease in transmittance and polarization degree of the polarizing plate in a high-temperature environment can be further suppressed, and when the content is 90 mass % or less, the polarizing film and the protective film can be sufficiently bonded together.

[0058] The content of the amide compound in the pressure-sensitive adhesive polarizing plate is preferably 0.001 to 0.2 mass%, more preferably 0.003 to 0.2 mass%, and even more preferably 0.007 to 0.2 mass%, based on the total solid content of the pressure-sensitive adhesive polarizing plate. When the content of the amide compound is 0.001 mass% or more, the decrease in transmittance and polarization degree of the polarizing plate in a high-temperature environment can be further suppressed, and when the content is 0.2 mass% or less, discoloration of the polarizer in a high-temperature environment can be suppressed.

[0059] The liquid haze of the adhesive is preferably 10% or less, more preferably 5% or less, and even more preferably 3% or less, from the viewpoint of preventing deterioration of the polarization performance of the polarizing plate due to suspension of the adhesive layer. The lower limit of the liquid haze of the adhesive is not particularly limited, but may be, for example, 0.1% or more. The liquid haze of the adhesive can be measured as the haze value measured by using a haze meter to measure a quartz cell filled with the adhesive and having an optical path length of 10 mm, according to the method described in JIS K7136.

[0060] <Protective Films (First Protective Film 1 and Second Protective Film 5)> The protective films (first and second protective films) used in the present invention are attached to both sides of the polarizing film via an adhesive layer. The protective films may be transparent protective films. The protective films may also have other optical functions and may have a laminate structure in which multiple layers are laminated. The first and second protective films may have the same structure or different structures.

[0061] The thickness of the protective film is preferably thin from the viewpoint of optical properties, but if it is too thin, the strength decreases and the processability becomes poor. The appropriate thickness is 5 to 100 μm, preferably 10 to 80 μm, and more preferably 15 to 70 μm.

[0062] The protective film may be a cellulose acylate film, a film made of a polycarbonate resin, a film made of a cycloolefin resin such as norbornene, a (meth)acrylic polymer film, or a polyester resin film such as polyethylene terephthalate.

[0063] From the viewpoint of moisture permeability, at least one of the first protective film and the second protective film is preferably a cellulose acylate film or a (meth)acrylic polymer film, and among these, a cellulose acylate film is preferred.

[0064] At least one of the first protective film and the second protective film may have a retardation function for the purpose of viewing angle compensation, etc. In this case, the film itself may have a retardation function, may have a separate retardation layer, or may be a combination of both. The film having a retardation function may be directly attached to the polarizing film via an adhesive, or may be attached to another protective film attached to the polarizing film via a pressure-sensitive adhesive or adhesive.

[0065] <Adhesive layer 6> An adhesive layer (adhesive sheet) is provided on the second protective film. A polarizing plate with an adhesive layer provided on one side of the polarizing plate is easy to work with when it is attached to an image display cell. The adhesive layer can be applied to the polarizing plate by any appropriate method. Examples of such methods include a method in which a base polymer or a composition thereof is dissolved or dispersed in a solvent consisting of a single or mixture of appropriate solvents such as toluene or ethyl acetate to prepare an adhesive solution of about 10 to 40 mass %, and then the solution is applied directly to the polarizing plate by an appropriate spreading method such as a casting method or a coating method, or a method in which an adhesive layer is formed on a separator similar to the above and then transferred to the polarizing plate.

[0066] The adhesive layer is described in, for example, paragraphs

[0103] to

[0143] of JP 2018-025765 A, and these adhesives can be used in the present invention. In addition, the adhesive layer may contain an amide compound represented by formula (1).

[0067] [Display device] The above-mentioned polarizing plate with adhesive is used in various display devices (image display devices) such as liquid crystal display devices and organic EL display devices. In particular, the above-mentioned polarizing plate with adhesive is suitably used in image display devices in which a transparent member such as a front panel or a touch panel is disposed on the viewing side of the image display device and the image display panel and the transparent member are bonded together by an adhesive layer or the like, thereby forming an interlayer filling structure. Note that the above-mentioned polarizing plate with adhesive may have a separate film on one or both sides in a sales and distribution form or the like before forming an image display device.

[0068] Fig. 2 is a schematic cross-sectional view showing an example of a display device according to the present invention. The display device 200 shown in Fig. 2 has a structure in which a transparent member 8 is laminated on the first protective film 1 of the pressure-sensitive adhesive polarizing plate 100 shown in Fig. 1 via an optical adhesive layer 7, and an image display cell 9 is laminated on the pressure-sensitive adhesive layer 6. However, in the display device 200, it is sufficient that at least one of the layers disposed between the image display cell 9 and the transparent member 8 contains the amide compound represented by formula (1). That is, the display device 200 may be configured such that the pressure-sensitive adhesive polarizing plate 100 does not contain the amide compound, and only the optical adhesive layer 7 contains the amide compound, or the pressure-sensitive adhesive polarizing plate 100 contains the amide compound. From the viewpoint of further suppressing the decrease in transmittance and polarization degree of the polarizing plate in a high-temperature environment, in the display device 200, it is preferable that the above-mentioned amide compound is contained in at least one layer of the first adhesive layer 2, the polarizing film 3, the second adhesive layer 4, the pressure-sensitive adhesive layer 6 and the optical adhesive layer 7, it is more preferable that it is contained in at least one layer of the first adhesive layer 2 and the second adhesive layer 4, and it is even more preferable that it is contained in both the first adhesive layer 2 and the second adhesive layer 4.

[0069] (Image display cell 9) Examples of image display cells include liquid crystal cells and organic EL cells. The liquid crystal cell may be a reflective liquid crystal cell that uses external light, a transmissive liquid crystal cell that uses light from a light source such as a backlight, or a semi-transmissive semi-reflective liquid crystal cell that uses both external light and light from the light source. When the liquid crystal cell uses light from a light source, the image display device (liquid crystal display device) has a polarizing plate disposed on the opposite side of the image display cell (liquid crystal cell) from the viewing side, and further has a light source disposed thereon. The polarizing plate on the light source side and the liquid crystal cell are preferably bonded together via an appropriate adhesive layer. The liquid crystal cell may be driven in any type of mode, such as VA mode, IPS mode, TN mode, STN mode, or bend orientation (π type).

[0070] As the organic EL cell, a light-emitting body (organic electroluminescence light-emitting body) is preferably formed by sequentially laminating a transparent electrode, an organic light-emitting layer, and a metal electrode on a transparent substrate. The organic light-emitting layer is a laminate of various organic thin films, and various layer configurations can be employed, such as a laminate of a hole-injection layer made of a triphenylamine derivative or the like and a light-emitting layer made of a fluorescent organic solid such as anthracene, a laminate of such a light-emitting layer and an electron-injection layer made of a perylene derivative or the like, or a laminate of a hole-injection layer, a light-emitting layer, and an electron-injection layer.

[0071] The image display cell and the polarizing plate are attached to each other via an adhesive layer.

[0072] (Transparent material 8) Examples of the transparent member (front transparent member) 8 include a front transparent plate (window layer) and a touch panel. A transparent plate having appropriate mechanical strength and thickness is used as the front transparent plate. Examples of such transparent plates include transparent resin plates such as acrylic resins and polycarbonate resins, and glass plates. A functional layer such as an anti-reflection layer may be laminated on the viewing side of the transparent plate. Furthermore, when the transparent plate is a transparent resin plate, a hard coat layer may be laminated to increase physical strength, or a low-moisture permeability layer may be laminated to reduce moisture permeability.

[0073] The touch panel may be a resistive, capacitive, optical, ultrasonic, or other type of touch panel, or a glass or transparent resin plate equipped with a touch sensor function. When a capacitive touch panel is used as the front transparent member, it is preferable to provide a front transparent plate made of glass or a transparent resin plate on the viewing side of the touch panel.

[0074] (Optical adhesive layer 7) An optical adhesive is used to bond the polarizing plate and the front transparent member. The optical adhesive is a material (interlayer filler) for filling the space between the polarizing plate and the transparent member. A pressure-sensitive adhesive or a UV-curable adhesive is preferably used as the optical adhesive. When a pressure-sensitive adhesive is used, the pressure-sensitive adhesive can be applied by an appropriate method. Specific application methods include, for example, the application method of the pressure-sensitive adhesive layer used in bonding the image display cell and the polarizing plate described above. The optical adhesive may also contain an amide compound represented by formula (1).

[0075] When a UV-curable adhesive is used, a suitable method is to provide a dam material surrounding the periphery of the image display panel to prevent the adhesive solution from spreading before hardening, place the front transparent member on the dam material, and then pour the adhesive solution in. After the adhesive solution is poured, alignment and degassing are performed as necessary, and then UV light is irradiated to harden the adhesive solution. [Example]

[0076] The present invention will be explained in more detail below by way of examples, but the present invention is not limited to these examples.

[0077] [Examples 1 to 15 and Comparative Examples 1 to 6] <Preparation of Adhesive Composition> Z-200 (trade name, acetoacetyl-modified PVA manufactured by Mitsubishi Chemical Corporation) was dissolved in pure water to obtain a 5.7% by mass PVA aqueous solution. Pure water, a 5.7% by mass PVA aqueous solution, a 40% by mass glyoxal aqueous solution (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), and the additives shown in Table 1 were mixed so that the mass ratio of water (total amount of water in the PVA aqueous solution, water in the glyoxal aqueous solution, and additionally added pure water) / PVA (solids) / glyoxal (solids) / additives in the adhesive composition was 100 / 3.0 / 0.15 / X to obtain an aqueous adhesive composition. The amount of additive blended was adjusted so that the mass ratio X was the value shown in Table 1 below. Furthermore, the concentration of additive per 1 kg of the obtained aqueous adhesive composition was calculated using the following formula: Additive concentration (mol / kg) = additive amount (kg) / additive molecular weight (kg / mol) × 1 / aqueous adhesive composition preparation amount (kg)

[0078] <Preparation of polarizer (polarizing film)> A 30 μm-thick continuous polyvinyl alcohol film (manufactured by Kuraray Co., Ltd., product name: VF-PE#3000) was continuously conveyed and immersed in a swelling bath of pure water at 20°C for a residence time of 31 seconds (swelling step). The film was then removed from the swelling bath and immersed in a dye bath at 30°C containing iodine / potassium iodide / water in a mass ratio of 0.05 / 2 / 100 for a residence time of 122 seconds (dyeing step). The film was then removed from the dye bath and immersed in a crosslinking bath at 56°C containing potassium iodide / boric acid / water in a mass ratio of 12 / 4.1 / 100 for a residence time of 70 seconds, and subsequently in a crosslinking bath at 40°C containing potassium iodide / boric acid / water in a mass ratio of 9 / 2.9 / 100 for a residence time of 13 seconds (crosslinking step). In the dyeing and crosslinking processes, the film was uniaxially stretched in the MD direction by inter-roll stretching in the bath. The total stretching ratio based on the original film was 5.5 times. Next, the film was pulled out of the crosslinking bath and immersed in a washing bath of pure water at 5°C for a residence time of 3 seconds (washing process), and then introduced into a drying oven at 80°C for a residence time of 190 seconds and dried (drying process), yielding a polarizer (polarizing film). The thickness of the resulting polarizer was 12 μm. The MD direction of the polarizer (polarizing film) was the absorption axis, and the TD direction (the direction perpendicular to the MD direction) was the transmission axis.

[0079] <Preparation of polarizing plate> Using a roll laminator, saponified triacetylcellulose films (40 μm thick) were laminated to both sides of the polarizer via the aqueous adhesive composition, and the resulting laminate was dried at 80°C for 3 minutes to obtain a polarizing plate having a laminate structure of protective film / adhesive layer / polarizer / adhesive layer / protective film. The adhesive layer had a thickness of 0.07 μm.

[0080] <Preparation of polarizing plate with adhesive> One surface of the polarizing plate was subjected to a corona treatment, and a 25 μm thick acrylic adhesive was attached to the corona-treated surface using a roll laminator to obtain a polarizing plate with the adhesive.

[0081] <Preparation of durability evaluation samples> The above-mentioned adhesive-coated polarizing plate was cut to 30 mm in MD × 30 mm in TD, and the adhesive layer was attached to the center of a 40 mm × 40 mm × 0.7 mm thick non-alkali glass sheet. Next, a 30 mm × 30 mm × 0.15 mm thick cover glass was attached to the opposite side of the polarizing plate via a 25 μm thick acrylic adhesive, to obtain a double-sided glass-coated polarizing plate. This was used as a durability evaluation sample.

[0082] [evaluation] <Initial Ty and Py measurements> For the durability evaluation samples obtained in each example and each comparative example, the MD transmittance and TD transmittance were measured in the wavelength range of 380 to 780 nm using a spectrophotometer with an integrating sphere (manufactured by JASCO Corporation, product name: V7100), and the values ​​were calculated using the following formula: Single transmittance (%) = (MD transmittance + TD transmittance) / 2 Polarization degree (%) = {(MD transmittance - TD transmittance) / (MD transmittance + TD transmittance)} x 100 Based on this, the single transmittance and the degree of polarization at each wavelength were calculated. Here, the MD transmittance is the transmittance when the direction of polarized light emerging from the Glan-Thompson prism is parallel to the transmission axis of the durability evaluation sample. The TD transmittance is the transmittance when the direction of polarized light emerging from the Glan-Thompson prism is perpendicular to the transmission axis of the durability evaluation sample. The obtained single transmittance and polarization degree are measured in accordance with JIS Z8701:1999 "Method of representing color - XYZ color system and XYZ color system". 10 Y 10 Z 10 Visibility correction was performed using a 2-degree visual field (C light source) of the "Color Space" to determine the luminous efficiency corrected single transmittance (Ty) and luminous efficiency corrected polarization degree (Py). These were taken as the initial Ty and Py. The results are shown in Table 1.

[0083] <Measurement of Ty and Py after high temperature durability test> A high-temperature durability test was conducted by storing the durability evaluation sample in a heated environment at 105°C for 500 hours. After the high-temperature durability test, the single transmittance and polarization degree of the durability evaluation sample were measured using the same method as above to determine Ty and Py. The Ty and Py values ​​obtained after the high-temperature durability test were used to evaluate the effect of suppressing the decrease in transmittance and polarization degree in a high-temperature environment based on the following criteria. The results are shown in Table 1.

[0084] (transmittance) A: Ty after high temperature durability test is 41.5% or more B: Ty after high temperature durability test is 5% or more and less than 41.5% C: Ty after high temperature durability test is less than 5%

[0085] (degree of polarization) A: Py is 98.0% or more after high-temperature durability testing B: Py after high temperature durability test is less than 98.0%

[0086] <Measurement of amide content> The polarizing plate with adhesive prepared in Example 1 was freeze-pulverized, and 100 mg of the resulting pulverized material was weighed out and added to 4.0 g of methanol. This mixture was ultrasonicated for 10 minutes and then filtered using a 0.45 μm filter to obtain an acetamide extract. Separately, an acetamide standard solution with a known concentration was prepared. The extract and the standard solution were subjected to gas chromatography-mass spectrometry (GC-MS) measurement, and the acetamide concentration in the polarizing plate with adhesive was calculated from the measured values ​​of the extract and the standard solution. The acetamide concentration in the resulting polarizing plate with adhesive was 0.010% by mass. (GC-MS measurement conditions) Column: DB-WAX (30 m x 0.25 mm φ, film thickness 0.25 μm) Column temperature: 40°C → 10°C / min → 240°C (hold for 15 min) Inlet temperature: 240℃ Injection amount: 1μm Career:He Flow rate: 1mL / min Ionization method: EI Ion polarity: Positive Measurement mode: SIM mode

[0087] The same measurement as above was carried out to calculate the acetamide concentration for the polarizing plate with a pressure-sensitive adhesive produced in Example 3. The acetamide concentration in the obtained polarizing plate with a pressure-sensitive adhesive was 0.037% by mass.

[0088] [Table 1] [Explanation of symbols]

[0089] 1...first protective film, 2...first adhesive layer, 3...polarizing film, 4...second adhesive layer, 5...second protective film, 6...pressure-sensitive adhesive layer, 7...optical adhesive layer, 8...transparent member, 9...image display cell, 100...polarizing plate with pressure-sensitive adhesive, 200...display device

Claims

1. A polarizing plate with adhesive comprising a polyvinyl alcohol-based resin polarizing film having iodine adsorbed and oriented thereon, a protective film, and an adhesive layer, A polarizing plate with a pressure-sensitive adhesive, comprising an amide compound represented by the following formula (1): 【Chemical 1】 [In formula (1), R １ , R ２ and R ３ each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group.

2. a first protective film, a first adhesive layer, the polarizing film, a second adhesive layer, a second protective film, and a pressure-sensitive adhesive layer laminated in this order; The polarizing plate with adhesive according to claim 1 , wherein at least one layer of the first adhesive layer, the polarizing film, the second adhesive layer, and the pressure-sensitive adhesive layer contains the amide compound.

3. 3. The polarizing plate with a pressure-sensitive adhesive according to claim 2, wherein the first adhesive layer and the second adhesive layer are layers made of a water-based adhesive containing a polyvinyl alcohol resin and a crosslinking agent.

4. The polarizing plate with a pressure-sensitive adhesive according to claim 2 , wherein both the first adhesive layer and the second adhesive layer contain the amide compound.

5. a content of the amide compound in the first adhesive layer is 5 to 90 mass% based on the total solid content of the adhesive for forming the first adhesive layer; 5. The polarizing plate with adhesive according to claim 4, wherein the content of the amide compound in the second adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the second adhesive layer.

6. 2. The polarizing plate with a pressure-sensitive adhesive according to claim 1, wherein the content of the amide compound is 0.001 to 0.2% by mass based on the total amount of solids in the polarizing plate with a pressure-sensitive adhesive.

7. In the formula (1), R ３ The polarizing plate with adhesive according to claim 1 , wherein is a hydrogen atom.

8. A display device having a structure in which a transparent member, an optical adhesive layer, a polarizing plate including a polyvinyl alcohol-based resin polarizing film having iodine adsorbed and oriented thereon, a pressure-sensitive adhesive layer, and an image display cell are laminated in this order, A display device, wherein at least one of the layers disposed between the image display cell and the transparent member contains an amide compound represented by the following formula (1): 【Chemistry 2】 [In formula (1), R １ , R ２ and R ３ each independently represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 1 to 5 carbon atoms in which one or more hydrogen atoms have been substituted with a hydroxy group.

9. the polarizing plate has a structure in which a first protective film, a first adhesive layer, the polarizing film, a second adhesive layer, and a second protective film are laminated in this order; the optical adhesive layer is disposed on the first protective film side of the polarizing plate, The display device according to claim 8 , wherein at least one layer of the first adhesive layer, the polarizing film, the second adhesive layer, the pressure-sensitive adhesive layer, and the optical adhesive layer contains the amide compound.

10. 10. The display device according to claim 9, wherein the first adhesive layer and the second adhesive layer are layers made of a water-based adhesive containing a polyvinyl alcohol resin and a crosslinking agent.

11. The display device according to claim 9 , wherein both the first adhesive layer and the second adhesive layer contain the amide compound.

12. a content of the amide compound in the first adhesive layer is 5 to 90 mass% based on the total solid content of the adhesive for forming the first adhesive layer; The display device according to claim 11, wherein the content of the amide compound in the second adhesive layer is 5 to 90 mass % based on the total solid content of the adhesive for forming the second adhesive layer.

13. a polarizing plate with a pressure-sensitive adhesive comprising the polarizing plate and the pressure-sensitive adhesive layer contains the amide compound, 9. The display device according to claim 8, wherein the content of the amide compound is 0.001 to 0.2% by mass based on the total amount of solids in the pressure-sensitive adhesive polarizing plate.

14. In the formula (1), R ３ The display device according to claim 8 , wherein is a hydrogen atom.

Images