KR20220116272A - Optical laminate and image display device - Google Patents

Abstract

[Problem] The novel optical laminated body by which discoloration was suppressed in the edge part of a polarizer under high temperature, high humidity is provided.
[Solutions] An optical laminate having a polarizer and a light-selective absorptive adhesive layer laminated in contact with the polarizer, wherein the polarizer has an iodine adsorption orientation, a boron content of 5.0 mass% or less, and the light-selective absorptive adhesive The pressure-sensitive adhesive composition for forming the layer is an optical laminate containing a light-selective absorptive polymer.

Description

Optical laminate and image display device

The present invention relates to an optical laminate and a display device.

A polarizing plate formed by laminating a protective film on one side or both sides of a polarizer is an image display device such as a liquid crystal display device including a mobile TV or an organic electroluminescence (organic EL) display device, particularly recently, a mobile phone It is an optical member widely used in various mobile devices such as smartphones and tablet-type terminals.

A polarizing plate is used by bonding to an image display element (a liquid crystal cell, organic electroluminescent display element, etc.) through an adhesive layer in many cases (for example, Unexamined-Japanese-Patent No. 2010-229321 (patent document 1)). For this reason, a polarizing plate may distribute on the market in the form of a polarizing plate with an adhesive layer in which the adhesive layer was previously formed in the one surface.

Moreover, a mobile device is used in the harsh environment of high temperature, high humidity in many cases, and high durability is calculated|required as a polarizer. In Japanese Unexamined Patent Application Publication No. 2013-105036 (Patent Document 2), by increasing the boric acid content in the polarizer and generating a large amount of boric acid crosslinking, the I ₃ complex exists with high stability in high orientation, and blue leak (blue leak) ) is suppressed and a polarizer excellent in low-temperature, high-humidity durability is obtained.

Patent Document 1: Japanese Patent Application Laid-Open No. 2010-229321 Patent Document 2: Japanese Patent Laid-Open No. 2013-105036

Polarizing plate WHEREIN: There existed a problem that discoloration was easy to generate|occur|produce in the edge part of a polarizer in a high-temperature, high-humidity environment. Such a problem was remarkable in the structure by which the protective film was laminated|stacked only on the single side|surface of a polarizer. Although the method of suppressing discoloration of a polarizer by making high boron content in a polarizer is known, according to such a method, there existed a problem that it was easy to shrink|contract by heating.

An object of this invention is to provide the novel optical laminated body by which discoloration was suppressed in the edge part of a polarizer under high temperature, high humidity.

The present invention provides an optical laminate exemplified below and an image display device using the same.

[1] An optical laminate comprising a polarizer and a light selective absorptive adhesive layer laminated in contact with the polarizer,

The polarizer has an iodine adsorption orientation, and a boron content is 5.0% by mass or less,

The pressure-sensitive adhesive composition for forming the light-selective absorptive pressure-sensitive adhesive layer comprises a light-selectively absorptive polymer.

[2] The optical laminate according to [1], further comprising a protective film laminated on the side opposite to the light selective absorptive pressure-sensitive adhesive layer side of the polarizer.

[3] The light-selective absorptive polymer has the following formula (1):

>N-C=C-C=C< (One)

[However, all one N atom and four C atoms constituting the general formula (1) do not constitute part or all of the aromatic heterocycle.]

The optical laminate according to [1] or [2], which contains a structural unit having a structure represented by and is a resin having a glass transition temperature of 40°C or less.

[4] The optical laminate according to [3], wherein in the light-selective absorptive polymer, the content of the structural unit having the structure represented by the formula (1) is 0.01 parts by mass or more and 50 parts by mass or less with respect to 100 parts by mass of the total structural units. sifter.

[5] The optical laminate according to any one of [1] to [4], wherein the light-selective absorptive polymer has a weight average molecular weight of 300,000 or more.

[6] The optical adhesive composition according to any one of [1] to [5], wherein the pressure-sensitive adhesive composition does not contain a light selective absorber, or the content of the light selective absorber is 0.1 parts by mass or less with respect to 100 parts by mass of the total resin component. laminate.

[7] The optical laminate according to any one of [1] to [6], further comprising a λ/4 retardation layer laminated on the side opposite to the polarizer of the light selective absorptive pressure-sensitive adhesive layer.

[8] The optical laminate according to any one of [1] to [7], which is an antireflection polarizing plate.

[9] An image display device comprising an image display panel and the optical laminate according to [8] disposed on the front surface of the image display panel.

[10] The image display device according to [9], which is an organic EL display device.

ADVANTAGE OF THE INVENTION According to this invention, the optical laminated body by which discoloration was suppressed in the edge part of a polarizer in a high-temperature, high-humidity environment, and the image display apparatus containing this can be provided.

BRIEF DESCRIPTION OF THE DRAWINGS It is a schematic sectional drawing which shows an example of the optical laminated body of this invention.
It is a schematic sectional drawing which shows another example of the optical laminated body of this invention.
It is a figure which shows an example of the observation image with an optical microscope.
Fig. 4 is a diagram showing an example of data obtained by converting an observation image into 256 gradations in black and white.

EMBODIMENT OF THE INVENTION Hereinafter, although embodiment of this invention is described, referring drawings, this invention is not limited to the following embodiment. In all the drawings below, the scales are appropriately adjusted to facilitate understanding of each component, and the scale of each component shown in the drawings and the scale of the actual component do not necessarily coincide.

<Optical laminate>

The optical laminated body of this invention has a polarizer and the light-selective absorptive adhesive layer laminated|stacked in contact with the said polarizer. An example of the layer structure of the optical laminated body of this invention is shown in FIG.1, FIG.2.

BRIEF DESCRIPTION OF THE DRAWINGS It is a schematic sectional drawing of an example of the optical laminated body of this invention. The optical laminated body 100 shown in FIG. 1 has the protective film 11, the polarizer 10, and the light selective absorption adhesive layer 20 in this order.

It is a schematic sectional drawing of an example of the optical laminated body of this invention. The optical laminate 200 shown in FIG. 2 includes the optical laminate 100 shown in FIG. 1 and the retardation laminate 300 laminated on the side of the optically selective absorptive adhesive layer 20 of the optical laminate 100 . ) has The retardation laminate 300 has a first retardation layer 30 , an adhesive layer 33 , and a second retardation layer 31 in order from the light selective absorption pressure-sensitive adhesive layer 20 side of the optical laminate 100 . ) and a second pressure-sensitive adhesive layer 32 .

The thickness of the optical laminates 100 and 200 is not particularly limited because it varies depending on the functions required for the optical laminate and the use of the optical laminate, for example, 5 µm or more and 200 µm or less, and 10 µm or more and 150 µm or less It may be good, and 120 micrometers or less may be sufficient as it.

The light selective absorptive adhesive layer contains a light selective absorptive polymer. In the optical laminate of the present invention, at least the light-selective absorptive adhesive layer has light-selective absorption performance, so that the optical laminate as a whole also has light-selective absorption performance. The light selective absorption performance refers to a property of easily absorbing light of a specific wavelength, and has at least one absorption maximum in the ultraviolet wavelength region to the visible region. For example, when a light-selective absorptive adhesive layer has ultraviolet-ray absorptivity, the optical laminated body arrange|positioned on an image display element has a function which protects an image display element from an ultraviolet-ray.

The optical laminate of the present invention may have a structure including a layer having light selective absorption performance in addition to the light selective absorptive pressure-sensitive adhesive layer. As another layer, the protective film 11 is mentioned, for example. In the present invention, since the light-selective absorptive pressure-sensitive adhesive layer has light-selective absorption performance and is a configuration that contributes to the expression of the light-selective absorption performance of the entire optical laminate, the degree of freedom in designing the light-selective absorption performance in other layers is increased. can be improved For example, the protective film 11 may need to be designed to have a thicker thickness in order to improve the light selective absorption performance. it gets easier

The light selective absorptive pressure-sensitive adhesive layer has a structure in which the light selective absorptive polymer has light selective absorption performance and contributes to the expression of the light selective absorption performance of the light selective absorptive pressure-sensitive adhesive layer, and contains a light selective absorber with respect to the light selective absorptive pressure-sensitive adhesive layer It can be set as the structure which does not do it, or the structure which reduces content of a light selective absorber, and the discoloration in the edge part of the polarizer under high temperature, high humidity can be suppressed.

The present inventors acquired the knowledge that there exists a correlation between content of the light selective absorber contained in an adhesive layer, and the degree of discoloration in the edge part of the polarizer under high temperature, high humidity. Based on these findings, when a comparatively low molecular weight light selective absorber is used, the light selective absorber in the pressure-sensitive adhesive layer tends to migrate to the polarizer side under high temperature and high humidity, and this migration is considered to be one of the factors causing discoloration. The present inventors repeat earnest examination further, The polarizer under high temperature, high humidity by making provision of the light selective absorption performance to an adhesive layer not by the method by addition of a light selective absorber but by the method of containing a light selective absorptive polymer. It discovered that the discoloration in the edge part of the was suppressed, and came to this invention. Since the light-selective absorptive polymer has a relatively large molecular weight, it is considered that the transfer to the polarizer is suppressed and discoloration at the end of the polarizer is suppressed.

[Polarizer]

The polarizer has a property of absorbing linearly polarized light having an oscillation plane parallel to the absorption axis and transmitting linearly polarized light having an oscillation plane perpendicular to the absorption axis (parallel to the transmission axis). As for the polarizer 10 in the optical laminated body of this invention, iodine is adsorbed and orientation is carried out, and content of boron is 5.0 mass % or less.

With a configuration in which the boron content is 5.0 mass% or less, preferably 4.5 mass% or less, shrinkage caused by heating can be suppressed. It is preferable that it is 0.5 mass % or more, and, as for content of boron, it is more preferable that it is 1 mass % or more. In the polarizer 10, the discoloration in the edge part of the polarizer under high temperature, high humidity becomes easy to generate|occur|produce, so that content of boron decreases. Since boron in the polarizer 10 improves the degree of crosslinking of the polarizer 10 and contributes to stably maintaining iodine in the polarizer 10, when the content of boron decreases, it becomes impossible to stably maintain iodine, I think it will cause discoloration. In this invention, even if content of boron is 5.0 mass % or less with respect to the polarizer 10, the discoloration under high temperature, high humidity can be suppressed.

Examples of the polarizer 10 include a stretched film or stretched layer to which a dichroic dye having absorption anisotropy is adsorbed, a cured product of a polymerizable liquid crystal compound, and a liquid crystal cured layer containing a dichroic dye. A dichroic dye means a dye which has the property from which the absorbance in the long-axis direction of a molecule|numerator differs from the absorbance in the short-axis direction, and an iodine is used suitably as a dye.

The polarizer, which is a stretched film to which a dye having absorption anisotropy is adsorbed, is usually a step of uniaxially stretching a polyvinyl alcohol-based resin film, and dyeing the polyvinyl alcohol-based resin film with a dichroic dye such as iodine, whereby the dichroic dye is obtained. It can be manufactured through the process of adsorption|suction, the process of treating the polyvinyl alcohol-type resin film to which the dichroic dye has adsorbed with the aqueous boric acid solution, and the process of washing with water after the process with the aqueous boric acid solution.

The thickness of a polarizer is 30 micrometers or less normally, Preferably it is 15 micrometers or less, More preferably, it is 13 micrometers or less, More preferably, it is 10 micrometers or less, Especially preferably, it is 8 micrometers or less. The thickness of a polarizer is 2 micrometers or more normally, and it is preferable that it is 3 micrometers or more, for example, 5 micrometers or more may be sufficient.

Polyvinyl alcohol-type resin is obtained by saponifying polyvinyl acetate-type resin. As polyvinyl acetate-type resin, other than polyvinyl acetate which is a homopolymer of vinyl acetate, the copolymer of vinyl acetate and the other monomer copolymerizable to it is used. Examples of the other monomer copolymerizable with vinyl acetate include unsaturated carboxylic acid-based compounds, olefin-based compounds, vinyl ether-based compounds, unsaturated sulfone-based compounds, and (meth)acrylamide-based compounds having an ammonium group.

The degree of saponification of the polyvinyl alcohol-based resin is usually 85 mol% or more and 100 mol% or less, and preferably 98 mol% or more. The polyvinyl alcohol-based resin may be modified, and polyvinyl formal, polyvinyl acetal, or the like modified with aldehydes may also be used. The polymerization degree of polyvinyl alcohol-type resin is 1000 or more and 10000 or less normally, Preferably they are 1500 or more and 5000 or less.

The polarizer, which is a stretched layer to which a dye having absorption anisotropy is adsorbed, is usually a process of applying a coating liquid containing the polyvinyl alcohol-based resin on a base film, a process of uniaxially stretching the obtained laminated film, uniaxial A step of adsorbing the dichroic dye to form a polarizer by dyeing the polyvinyl alcohol-based resin layer of the stretched laminated film with a dichroic dye such as iodine, a step of treating the film to which the dichroic dye is adsorbed with an aqueous solution of boric acid, and boric acid It can manufacture through the process of washing with water after treatment with aqueous solution. You may use the base film used in order to form a polarizer as the protective film 11. You may peel and remove a base film from a polarizer as needed. The material and thickness of a base film may be the same as the material and thickness of the protective film 11 mentioned later.

[protective film]

The protective film 11 is an optically transparent thermoplastic resin, for example, a cyclic polyolefin resin; Cellulose acetate-based resins containing resins such as triacetyl cellulose and diacetyl cellulose; Polyester-type resin containing resin, such as a polyethylene terephthalate, a polyethylene naphthalate, and a polybutylene terephthalate; polycarbonate-based resin; (meth)acrylic resin; It can be set as a coating layer or film containing polypropylene resin, 1 type(s) or a mixture of 2 or more types of these. The protective film 11 may contain the light selective absorber mentioned later. Moreover, since the light selective absorber contained in the protective film 11 is hold|maintained in the protective film 11, it is difficult to generate|occur|produce to a polarizer.

A hard coat layer may be formed on the protective film 11 . The hard-coat layer may be formed in one surface of the protective film 11, and may be formed in both surfaces. By forming a hard-coat layer, it can be set as the protective film 11 which improved hardness and scratch property. The hard coat layer may be a cured layer of, for example, an acrylic resin, a silicone resin, a polyester resin, a urethane resin, an amide resin, or an epoxy resin. The hard-coat layer may contain the additive in order to improve intensity|strength. The additive is not limited, and inorganic fine particles, organic fine particles, or mixtures thereof are mentioned. The hard coat layer is, for example, a cured layer of an ultraviolet curable resin. Examples of the ultraviolet curable resin include acrylic resins, silicone resins, polyester resins, urethane resins, amide resins, and epoxy resins.

The thickness of the protective film 11 is usually 1 µm or more and 100 µm or less, and from the viewpoint of strength and handleability, etc., preferably 5 µm or more and 80 µm or less, more preferably 8 µm or more and 60 µm or less, and 12 µm It is more preferable that it is more than 45 micrometers.

The resin film which is the protective film 11 is bonded to the polarizer 10 via an adhesive bond layer, for example. As an adhesive agent which forms an adhesive bond layer, a water-based adhesive agent, an active energy ray-curable adhesive agent, or a thermosetting adhesive agent is mentioned, It is preferable to use a water-based adhesive agent and an active energy ray-curable adhesive agent. The two opposing surfaces joined via the adhesive bond layer may perform corona treatment, plasma treatment, flame treatment, etc. beforehand, and may have a primer layer etc.

[Light Selective Absorption Adhesive Layer]

The light-selective absorptive adhesive layer 20 can be formed by apply|coating on the base material the diluent which melt|dissolved or disperse|distributed the adhesive composition containing the light-selective absorptive polymer in the organic solvent, and drying it. As a base material, a plastic film is suitable, and the peeling film to which the mold release process was specifically given is mentioned. As a peeling film, the thing in which the mold release process, such as silicone treatment, was given to one side of the film containing resin, such as a polyethylene terephthalate, a polybutylene terephthalate, a polycarbonate, and a polyarylate, is mentioned.

The thickness of the light-selective absorptive pressure-sensitive adhesive layer is, for example, 0.1 µm or more and 150 µm or less. In the case of lamination with an image display panel, the thickness of the light-selective absorptive pressure-sensitive adhesive layer is usually 8 µm or more and 60 µm or less, and in terms of thickness reduction, it is preferably 30 µm or less, further 25 µm or less, and particularly preferably 20 µm or less. . In the case of lamination with another optical film, such as a λ/4 retardation layer, the thickness of the light-selective absorptive pressure-sensitive adhesive layer is usually 2 µm or more and 30 µm or less, preferably 25 µm or less, more preferably 20 µm or less, particularly Preferably it is 18 micrometers or less, Preferably it is 3 micrometers or more, for example, 10 micrometers or more may be sufficient, but 10 micrometers or less, especially 7 micrometers or less are preferable from the point of further thinning.

It is preferable that the light-selective absorptive adhesive layer 20 has the absorbance in wavelength 410nm of 0.1 or more and 1.6 or less. It is because it becomes easy to comprise the whole optical laminated body thinly, expressing desired light selective absorption performance as the whole optical laminated body when the light selective absorptive adhesive layer 20 has such a light absorbency.

The absorbance at a wavelength of 390 nm may be 5.0 or less normally, and 4.5 or less may be sufficient as a light selective absorptive adhesive layer.

The absorbance of the light selective absorptive adhesive layer at a wavelength of 400 nm is 5.0 or less normally, and 4.5 or less may be sufficient as it.

The light-selective absorptive pressure-sensitive adhesive layer has a light absorbency of usually 1.00 or less at a wavelength of 420 nm, preferably 0.60 or less, more preferably 0.40 or less, and is 0.00 or more.

The light-selective absorptive adhesive layer has an absorbance at a wavelength of 430 nm usually less than 0.20, preferably 0.18 or less, more preferably 0.10 or less, particularly preferably 0.05 or less, and is 0.00 or more.

The light-selective absorptive pressure-sensitive adhesive layer has an absorbance at a wavelength of 440 nm usually less than 0.10, preferably 0.05 or less, and 0.00 or more. When the absorbance at each wavelength is within the above range, light in the visible region can be transmitted as it is, while sufficiently absorbing the light in the ultraviolet region.

It is preferable that it is an adhesive layer which satisfy|fills following formula (3), and, as for a light selective absorptive adhesive layer, it is more preferable that it is an adhesive layer which satisfy|fills Formula (4).

A(405)≥0.5 (3)

[In Formula (3), A (405) represents the absorbance at a wavelength of 405 nm.]

A(405)/A(440)≥5 (4)

[In formula (4), A (405) represents the absorbance at a wavelength of 405 nm, and A (440) represents the absorbance at a wavelength of 440 nm.]

It shows that absorption in wavelength 405nm is so high that the value of A(405) is large. When the value of A 405 is less than 0.5, absorption at a wavelength of 405 nm is low, and deterioration of a member (eg, a display device such as an organic EL element, a liquid crystal retardation film, etc.) that is easily deteriorated by light in the vicinity of 400 nm is reduced. prone to occur The value of A (405) becomes like this. Preferably it is 0.6 or more, More preferably, it is 0.8 or more, Especially preferably, it is 1.0 or more. Although there is no particular upper limit, it is usually 10 or less.

The value of A(405)/A(440) represents the size of absorption at a wavelength of 405 nm with respect to the size of absorption at a wavelength of 440 nm, and the larger this value is, the more specific absorption is in the wavelength region around 405 nm. indicates that The value of A(405)/A(440) is preferably 10 or more, more preferably 30 or more, still more preferably 75 or more, and particularly preferably 100 or more.

[Adhesive composition]

(Light Selective Absorbing Polymer)

The pressure-sensitive adhesive composition contains a light selective absorptive polymer. A light-selective absorptive polymer is a polymer which has light-selective absorption performance. The light-selective absorptive polymer can preferably absorb light having a wavelength in a wavelength range of 360 nm to 420 nm. The light-selective absorptive polymer contains a light-selective absorptive structural unit having a site having light-selective absorption performance. It is preferable that the light-selective absorptive structural unit has a site|part which has light-selective absorption performance in a side chain. As a site|part which has light-selective absorption performance, a benzophenone group, a benzotriazole group, the structure represented by following General formula (1), etc. are illustrated.

The light-selective absorptive polymer preferably has the following formula (1):

>N-C=C-C=C< (One)

[However, all one N atom and four C atoms constituting the general formula (1) do not constitute part or all of the aromatic heterocycle.]

A resin (A) containing a structural unit having a structure represented by (hereinafter referred to as "merocyanine structure") as a light-selective absorptive structural unit and having a glass transition temperature of 40°C or less.

Resin (A) may have a merocyanine structure in a principal chain, and may have it in a side chain. It is more preferable that resin (A) contains the structural unit which has a merocyanine structure in a side chain.

Although the glass transition temperature (Tg) of resin (A) is 40 degrees C or less, it is preferable that it is 20 degrees C or less, It is more preferable that it is 10 degrees C or less, It is still more preferable that it is 0 degrees C or less. The glass transition temperature of the resin (A) is usually -80°C or higher, preferably -60°C or higher, more preferably -50°C or higher, still more preferably -45°C or higher, and particularly preferably -30°C or higher. desirable. It is advantageous for the improvement of the adhesiveness with respect to the to-be-adhered body of the light-selective absorptive adhesive layer formed from the adhesive composition containing resin (A) as the glass transition temperature of resin (A) is 40 degrees C or less. In addition, when the glass transition temperature of the resin (A) is -80 ° C. or higher, the durability of the light-selective absorbent pressure-sensitive adhesive layer formed of the pressure-sensitive adhesive composition containing the resin (A) (appearance problems during high-temperature test: cohesive failure, etc.) is improved advantageous to In addition, the glass transition temperature can be measured by differential scanning calorimetry (DSC).

Although limitation in particular is not carried out as a structural unit which has a merocyanine structure in a side chain, It is preferable that it is a structural unit derived from the compound which has a polymerizable group and a merocyanine structure.

The compound having a polymerizable group and a merocyanine structure preferably satisfies the following formula (1-a), and more preferably satisfies the formula (2-a).

ε(405)≥5 (1-a)

[In formula (1-a), ? (405) represents the gram extinction coefficient of the compound having a polymerizable group and a merocyanine structure at a wavelength of 405 nm. The unit of the gram extinction coefficient is L/(g·cm).]

ε(405)/ε(440)≥20 (2-a)

[In formula (2-a), ε(405) represents the gram extinction coefficient of a compound having a polymerizable group and a merocyanine structure at a wavelength of 405 nm, and ε(440) is a polymerizable property at a wavelength of 440 nm. It shows the gram extinction coefficient of a compound having a group and a merocyanine structure.]

The compound having a polymerizable group and a merocyanine structure preferably has a value of ε (405) of 5 L/(g·cm) or more, more preferably 10 L/(g·cm) or more, and 20 L/( g·cm) or more, more preferably 30 L/(g·cm) or more, and usually 500 L/(g·cm) or less. A compound with a larger value of ε(405) is more likely to absorb light having a wavelength of 405 nm, and is more likely to exhibit a function of suppressing deterioration due to ultraviolet or short-wavelength visible light.

The compound having a polymerizable group and a merocyanine structure preferably has a value of ε(405)/ε(440) of 20 or more, more preferably 40 or more, still more preferably 70 or more, and particularly more preferably 80 or more. do. A resin containing a compound having a large value of ε(405)/ε(440) absorbs light near 405 nm without inhibiting the color expression of the display device, and the light of a display device such as a retardation film or an organic EL element deterioration can be suppressed.

As a structural unit which has a merocyanine structure in a side chain, the structural unit etc. derived from the compound represented by Formula (I) are mentioned, for example.

[In formula (I), R ¹ , R ² , R ³ , R ⁴ and R ⁵ are each independently a hydrogen atom, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, and carbon number which may have a substituent 6 to 15 aromatic hydrocarbon group, heterocyclic group or ethylenically unsaturated group, -CH ₂ - contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is -NR ^1A -, -SO ₂ -, -CO-, -O- Or it may be substituted with S-.

R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, an electron withdrawing group, or an ethylenically unsaturated group.

R ^1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ¹ and R ² may be linked to each other to form a ring structure, R ² and R ³ may be linked to each other to form a ring structure, R ² and R ⁴ may be linked to each other to form a ring structure, R ³ and R ⁶ may be connected to each other to form a ring structure, R ⁵ and R ⁷ may be connected to each other to form a ring structure, and R ⁶ and R ⁷ may be connected to each other to form a ring structure.

However, any one of R ¹ to R ⁷ is an ethylenically unsaturated group.]

Examples of the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R ¹ to R ⁵ include a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, and n-pentyl group. , isopentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, undecyl group C1-C25 linear or branched alkyl groups, such as a sil group, a lauryl group, myristyl group, a cetyl group, and a stearyl group; a cycloalkyl group having 3 to 25 carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group; C4-C25 cycloalkylalkyl groups, such as a cyclohexylmethyl group, etc. are mentioned, It is preferable that it is a C4-C25 alkyl group.

Examples of the substituent which the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R ¹ to R ⁵ may have include a hydroxyl group, a cyano group, a halogen atom, a mercapto group, an amino group, a nitro group, and the like.

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the aromatic hydrocarbon group having 6 to 15 carbon atoms represented by R ¹ to R ⁵ include aryl groups having 6 to 15 carbon atoms such as a phenyl group, a naphthyl group, an anthracenyl group and a biphenyl group; and aralkyl groups having 7 to 15 carbon atoms such as benzyl group, phenylethyl group, naphthylmethyl group, and phenyl.

Examples of the substituent which the aromatic hydrocarbon group having 6 to 15 carbon atoms represented by R ¹ to R ⁵ may have include a hydroxyl group, a cyano group, a halogen atom, a mercapto group, an amino group, a nitro group, an alkoxy group, an alkylthio group, an alkoxycarbonyl group, an acyl group , acyloxy group, -C(NR ^2A )R ^2B , -CONR ^3A R ^3B , -SO ₂ R ^4A (R ^2A , R ^{2B ,} R ^3A and R ^3B are each independently a hydrogen atom or an alkyl group having 1 to 6 carbon atoms and R ^4A represents an alkyl group having 1 to 6 carbon atoms.) and the like.

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, an octyloxy group, a 2-ethylhexyloxy group, a nonyloxy group, a decyloxy group, an undecyloxy group, and a dodecyloxy group. A C1-C12 alkoxy group, such as time, is mentioned.

As an alkylthio group, a C1-C12 alkylthio group, such as a methylthio group, an ethylthio group, a propylthio group, and a butylthio group, is mentioned.

As an acyl group, C2-C13 acyl groups, such as an acetyl group, a propionyl group, and a butyryl group, are mentioned.

Examples of the acyloxy group include methylcarbonyloxy group, ethylcarbonyloxy group, n-propylcarbonyloxy group, isopropylcarbonyloxy group, n-butylcarbonyloxy group, sec-butylcarbonyloxy group, tert- and acyloxy groups having 2 to 13 carbon atoms, such as butylcarbonyloxy group, pentylcarbonyloxy group, hexylcarbonyloxy group, octylcarbonyloxy group and 2-ethylhexylcarbonyloxy group.

Examples of the alkoxycarbonyl group include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group, a pentyloxycarbonyl group, a hexyloxycarbonyl group, an octyloxycarbonyl group, a 2-ethylhexyloxycarbonyl group, a nonyloxycarbonyl group, a decyloxycarbonyl group, and an undecyloxy group. A C2-C13 alkoxycarbonyl group, such as a carbonyl group and a dodecyloxycarbonyl group, is mentioned.

Examples of -CONR ^3A R ^3B include an aminocarbonyl group, a methylaminocarbonyl group, a dimethylaminocarbonyl group, an ethylaminocarbonyl group, and a methylmethylaminocarbonyl group.

Examples of -C(NR ^2A )R ^2B include a methylimino group, a dimethylimino group, and a methylethylimino group.

Examples of -SO ₂ R ^4A include a methylsulfonyl group and an ethylsulfonyl group.

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ^1A and R ^1B include a methyl group, an ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group and sec-butyl group.

Examples of the heterocyclic group represented by R ¹ to R ⁵ include a pyrrolidine ring group, a pyrroline ring group, an imidazolidine ring group, an imidazoline ring group, an oxazoline ring group, a thiazoline ring group, a piperidine ring group, a morpholine ring group, and a pipette and an aliphatic heterocyclic group having 4 to 20 carbon atoms or an aromatic heterocyclic group having 3 to 20 carbon atoms, such as a razine ring group, an indole ring group, an isoindole ring group, a quinoline ring group, a thiophene ring group, a pyrrole ring group, a thiazoline ring group and a furan ring group. .

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ⁶ and R ⁷ include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n-pentyl group, iso pentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, undecyl group, and a linear or branched alkyl group having 1 to 25 carbon atoms such as lauryl group, myristyl group, cetyl group and stearyl group.

Examples of the electron-withdrawing group represented by R ⁶ and R ⁷ include a cyano group, a nitro group, a halogen atom, an alkyl group substituted with a halogen atom, and a group represented by the formula (I-1).

[In the formula, R ¹¹¹ represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms, and at least one of the methylene groups contained in the alkyl group may be substituted with an oxygen atom.

X ¹ is -CO-* ¹ , -COO-* ¹ , -CS-* ¹ , -CSS-* ¹ , -CSNR ¹¹² -* ¹ , -CONR ¹¹³ -* ¹ , -CNR ¹¹⁴ -* ¹ or SO ₂ -* ¹ represents.

R ¹¹² , R ¹¹³ and R ¹¹⁴ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.

* ¹ represents the number of bonds with R ¹¹¹ .

* indicates the number of bonds with carbon atoms.]

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the alkyl group substituted with a halogen atom include a trifluoromethyl group, a perfluoroethyl group, a perfluoropropyl group, a perfluoroisopropyl group, a perfluorobutyl group, a perfluorosec-butyl group, and a perfluorotert group. - A butyl group, a perfluoropentyl group, and perfluoroalkyl groups, such as a perfluorohexyl group, etc. are mentioned. As carbon number of the alkyl group substituted by the halogen atom, it is 1-25 normally.

Examples of the hydrocarbon group having 1 to 25 carbon atoms represented by R ¹¹¹ include a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, tert-butyl group, sec-butyl group, n-pentyl group, and isopentyl group. , n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecyl group, n-dodecyl group, isododecyl group, undecyl group, lauryl group A linear or branched alkyl group having 1 to 25 carbon atoms, such as group, myristyl group, cetyl group, and stearyl group: A cycloalkyl group having 3 to 25 carbon atoms, such as cyclopropyl group, cyclobutyl group, cyclopentyl group, and cyclohexyl group ; C4-C25 cycloalkylalkyl groups, such as a cyclopropylmethyl group and a cyclohexylmethyl group; C6-C25 aryl groups, such as a phenyl group, a naphthyl group, anthracenyl group, and a biphenyl group; and an aralkyl group having 7 to 25 carbon atoms, such as a benzyl group, a phenylethyl group, a naphthylmethyl group, and a phenyl group.

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ¹¹² , R ¹¹³ and R ¹¹⁴ include the same groups as the alkyl group having 1 to 6 carbon atoms represented by R ^1A .

It is preferable that it is a C4-C25 alkyl group, and, as for ^R111 , it is more preferable that it is a C4-C12 alkyl group.

X ¹ is preferably -CO-* ¹ and COO-* ¹ .

It is preferable that the electron withdrawing groups represented by R ⁶ and R ⁷ are each independently a cyano group and a group represented by formula (I-1).

Examples of the ring structure formed by bonding R ¹ and R ² to each other include a nitrogen-containing ring structure containing a nitrogen atom to which R ¹ and R ² are bonded, for example, a 4- to 10-membered heterocyclic nitrogen-containing ring. have. The ring structure formed by connecting R ¹ and R ² to each other may be monocyclic or polycyclic. Specifically, a pyrrolidine ring, a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazoline ring, a piperidine ring, a morpholine ring, a piperazine ring, an indole ring, an isoindole ring, etc. are mentioned can The ring formed by combining R ¹ and R ² may have a substituent, and examples of the substituent include an alkyl group having 1 to 12 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group; A C1-C12 alkoxy group, such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, etc. are mentioned.

As the ring structure formed by bonding R ² and R ³ to each other, examples of the nitrogen-containing ring structure containing the nitrogen atom to which R ² is bonded include a 4- to 10-membered heterocyclic nitrogen-containing ring. The ring structure formed by connecting R ² and R ³ to each other may be monocyclic or polycyclic. Specifically, a pyrrolidine ring, a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazoline ring, a piperidine ring, a morpholine ring, a piperazine ring, an indole ring, an isoindole ring, and the following formula The ring structure represented by (I-3) is mentioned.

[In formula (I-3), X represents a nitrogen atom, an oxygen atom, and a sulfur atom.

Ring W ¹ represents a ring comprising a nitrogen atom and X as constituent elements.]

It is preferable that ring W< ¹ > is a 5-membered ring or 6-membered ring which has a nitrogen atom and X as a component.

Specific examples of the ring structure represented by the formula (I-3) include the following rings.

The ring structure formed by bonding R ² and R ³ to each other may have a substituent, and examples of the substituent include an alkyl group having 1 to 12 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group; A C1-C12 alkoxy group, such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, etc. are mentioned.

The ring structure formed by combining R ² and R ³ with each other is preferably a ring structure represented by the following formula (I-4).

[In formula (I-4), R ¹¹ has the same meaning as above. m2 represents the integer of 1-7.

R ^11a , R ^11b , R ^11c and R ^11d each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.

* indicates the number of bonds with carbon atoms.]

It is preferable that it is 2 or 3, and, as for m2, it is more preferable that it is 2.

Examples of the ring structure formed by bonding R ² and R ⁴ to each other include a 4- to 10-membered ring nitrogen-containing ring structure, and a 5- to 9-membered ring nitrogen-containing ring structure is preferable. The ring structure formed by combining R ² and R ⁴ with each other may be monocyclic or polycyclic. These rings may have a substituent. As such a ring structure, a pyrrole ring, an indole ring, a pyrimidine ring, and the ring described below are mentioned.

The ring structure formed by bonding R ² and R ⁴ to each other may have a substituent, and examples of the substituent include an alkyl group having 1 to 12 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group; an alkoxy group having 1 to 12 carbon atoms, such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group; a group represented by -NR ^22A R ^22B such as an amino group, a methylamino group, or a dimethylamino group (R ^22A and R ^22B each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms); C1-C12 alkylthio groups, such as a methylthio group, an ethylthio group, a propylthio group, a butylthio group, and a pentylthio group; C4-9 heterocyclic groups, such as a pyrrolidinyl group, a piperidinyl group, and a morpholinyl group, etc. are mentioned.

The ring structure formed by connecting R ³ and R ⁶ to each other is a ring structure in which R ³ -C=CC=CR ⁶ forms the skeleton of the ring. For example, a phenyl group etc. are mentioned.

Examples of the ring structure formed by connecting R ⁵ and R ⁷ to each other include the ring structures described below. The ring structure formed by bonding R ⁵ and R ⁷ to each other may have a substituent, and examples of the substituent include an alkyl group having 1 to 12 carbon atoms, such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group; A C1-C12 alkoxy group, such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group, etc. are mentioned.

Examples of the ring structure formed by connecting R ⁶ and R ⁷ to each other include the ring structures described below. The ring structure formed by bonding R ⁶ and R ⁷ to each other may have a substituent (R ₁ to R ₁₆ in the formula below), and the substituent includes carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group, and an isobutyl group. an alkyl group of 1 to 12; an alkoxy group having 1 to 12 carbon atoms, such as a methoxy group, an ethoxy group, a propoxy group, and a butoxy group; The ethylenically unsaturated group mentioned later, etc. are mentioned.

[In the formula, * represents the number of bonds with a carbon atom.]

Examples of the ethylenically unsaturated group represented by R ¹ to R ⁷ include a vinyl group, an α-methylvinyl group, an acryloyl group, a methacryloyl group, an allyl group, a styryl group, and a group represented by the formula (I-2). have.

[In formula (I-2), X ² represents a vinyl group, an acryloyl group, or a methacryloyl group.

R ¹¹⁵ represents a divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms, and -CH ₂ - contained in the aliphatic hydrocarbon group may be substituted with -O-, -CO-, -CS- or NR ¹¹⁶ -.

R ¹¹⁶ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

* indicates the number of bonds with a carbon atom or a nitrogen atom.]

Examples of the divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms represented by R ¹¹⁵ include a methylene group, an ethylene group, a propane-1,3-diyl group, a propane-1,2-diyl group, a butane-1,4-diyl group, Pentane-1,5-diyl group, hexane-1,6-diyl group, butane-1,3-diyl group, 2-methylpropane-1,3-diyl group, 2-methylpropane-1,2-diyl group , an alkanediyl group having 1 to 18 carbon atoms, such as a pentane-1,4-diyl group and a 2-methylbutane-1,4-diyl group; and cycloalkanediyl groups having 3 to 18 carbon atoms, such as a cyclopropanediyl group, a cyclobutanediyl group, a cyclopentanediyl group and a cyclohexanediyl group, and a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms is preferable.

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ¹¹⁶ include the same groups as the alkyl group having 1 to 6 carbon atoms represented by R ^1A .

It is preferable that the ethylenically unsaturated groups represented by R ¹ to R ⁷ are each independently a vinyl group, an acryloyl group, a methacryloyl group, and a group represented by the formula (I-2).

It is preferable that either one of R ⁶ and R ⁷ is an electron-withdrawing group.

It is preferable that either one of R<^6> and R< ⁷ > is an ethylenically unsaturated group.

It is preferable that the structural unit derived from the compound represented by Formula (I) is a structural unit derived from the compound represented by Formula (II).

[In formula (II), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are each independently a hydrogen atom, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, and carbon number which may have a substituent 6 to 15 aromatic hydrocarbon group or heterocyclic group, and -CH ₂ - contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is -NR ^11A -, -SO ₂ -, -CO-, -O- or S- It may be substituted.

R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, an electron withdrawing group, or an ethylenically unsaturated group.

R ^11A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

R ¹² and R ¹³ may be linked to each other to form a ring structure, and R ¹² and R ¹⁴ may be linked to each other to form a ring structure.

provided that either one of R ¹⁶ or R ¹⁷ is an ethylenically unsaturated group.]

Examples of the aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent represented by R ¹¹ to R ¹⁵ include the same groups as the aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent represented by R ¹ .

Examples of the aromatic hydrocarbon group having 6 to 15 carbon atoms which may have a substituent represented by R ¹¹ to R ¹⁵ include the same ones as the aromatic hydrocarbon group having 6 to 15 carbon atoms which may have a substituent represented by R ¹ .

Examples of the heterocycle represented by R ¹¹ to R ¹⁵ include the same as the heterocycle represented by R ¹ .

Examples of the alkyl group having 1 to 25 carbon atoms represented by R ¹⁶ and R ¹⁷ include the same groups as the alkyl group having 1 to 25 carbon atoms represented by R ⁶ .

Examples of the electron-withdrawing group represented by R ¹⁶ and R ¹⁷ include the same electron-withdrawing group represented by R ⁶ .

Examples of the alkyl group having 1 to 6 carbon atoms represented by R ^11A and R ^11B include the same groups as the alkyl group having 1 to 6 carbon atoms represented by R ^1A .

Examples of the ring structure that can be formed by connecting R ¹² and R ¹³ to each other include the same ring structure as the ring structure that can be formed by connecting R ² and R ³ with each other. The ring structure that can be formed by connecting R ¹² and R ¹³ to each other is preferably a monocyclic structure.

Examples of the ring structure that can be formed by connecting R ¹² and R ¹⁴ to each other include the same ring structure as the ring structure that can be formed by connecting R ² and R ⁴ with each other. The ring structure which R ¹² and R ¹⁴ may be connected to each other to form is preferably a monocyclic structure. It is preferable that it is an aromatic ring, and, as for the ring structure which ^R12 and ^R14 can connect with each other and can form, it is more preferable that it is a pyrimidine ring structure.

R ¹¹ , R ¹³ and R ¹⁵ are each independently an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 25 carbon atoms which may have a substituent, It is more preferable that it is a C1-C12 alkyl group which you may have.

In particular, as R ¹¹ , it is preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and still more preferably a methyl group.

R ¹² and R ¹⁴ are each independently an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or R ¹² and R ¹⁴ are preferably linked to each other to form a ring structure.

R ¹² and R ¹³ are preferably linked to each other to form a ring structure, and more preferably a ring structure represented by the above formula (I-4). Among the ring structures represented by the formula (I-4), the ring structure represented by the formula (I-4-1) or the ring structure represented by the formula (I-4-2) is preferred, and particularly preferably the ring structure represented by the formula (I-4-2). It is a ring structure represented by (I-4-1).

It is preferable that either one of ^R16 and ^R17 is an ethylenically unsaturated group, and it is preferable that the other is an electron withdrawing group.

The electron withdrawing groups represented by R ¹⁶ and R ¹⁷ are each independently preferably a cyano group, a nitro group, a fluoro group, a trifluoromethyl group, and a group represented by the formula (I-1). Especially preferably, it is a cyano group.

It is preferable that the ethylenically unsaturated groups represented by R ¹⁶ and R ¹⁷ are each independently a vinyl group, an acryloyl group, a methacryloyl group, and a group represented by the formula (I-2). More preferably, *-CO-O-(CH ₂ ) _n -X ² (X ² represents a vinyl group, an acryloyl group or a methacryloyl group, and an integer of n=1 to 10 (preferably n=2) an integer of ∼6)).

As the compound represented by the formula (II) in which R ¹² and R ¹³ are linked to each other to form a ring structure, the compound represented by the formula (II-A-1) or the compound represented by the formula (II-A-2) It is preferable to be The compound represented by the formula (II) in which R ¹² and R ¹⁴ are linked to each other to form a ring structure is preferably a compound represented by the formula (II-B-1).

[In formulas (II-A-1), (II-A-2), and (II-B-1), R ¹¹ , R ¹⁴ , R ¹⁵ , R ¹⁶ and R ¹⁷ each have the same meaning as above. indicates

R ^11e , R ^11f , R ^11g , R ^11h , R ^11k , R ^11m , and R ¹¹ⁿ each independently represent a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.

R ^11q and R ^11p are each independently a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, or a group represented by -NR ^22A R ^22B (R ^22A and R ^22B are each independently a hydrogen atom or a group having 1 to 6 carbon atoms) represents an alkyl group) or a heterocyclic ring.]

For example, the compound represented by the formula (II) in which the electron-withdrawing group is a cyano group can be obtained by reacting the compound represented by the following formula (I') with the compound represented by the formula (L).

[Wherein, R ²²² represents a divalent linking group, and X ² represents a polymerizable group.]

The reaction of the compound represented by the formula (I') and the compound represented by the formula (L) can proceed under any conditions used for general Kneufenagel condensation. For example, it is preferable to carry out in the presence of a base or a carboxylic acid anhydride. Examples of the base include triethylamine, N,N-diisopropylethylamine, pyridine, piperidine, pyrrolidine, proline, N,N-dimethylaminopyridine, imidazole, sodium hydroxide, potassium hydroxide, potassium carbonate. , sodium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, potassium tert-butoxide, sodium tert-butoxide, sodium hydrogen and the like. As carboxylic anhydride, acetic anhydride, succinic anhydride, phthalic anhydride, maleic anhydride, benzoic anhydride, etc. are mentioned. It is preferable that the usage-amount of a base is 0.1-10 mol with respect to 1 mol of the compound represented by Formula (I'). It is preferable that the usage-amount of acetic anhydride is 0.2-5 mol with respect to 1 mol of the compound represented by Formula (I').

The reaction of the compound represented by the formula (I') and the compound represented by the formula (L) is preferably performed in an organic solvent. Examples of the organic solvent include toluene, acetonitrile, dichloromethane, and trichloromethane.

The reaction of the compound represented by the formula (I') and the compound represented by the formula (L) is carried out by mixing the compound represented by the formula (I') and the compound represented by the formula (L).

The reaction temperature of the compound represented by the formula (I') and the compound represented by the formula (L) is preferably -40 to 130°C, and the reaction time is preferably 1 to 24 hours normally.

The compound represented by Formula (I') can be synthesize|combined according to the method of Unexamined-Japanese-Patent No. 2014-194508, for example.

The compound represented by Formula (L) can be obtained by making a cyanoacetic acid and hydroxyalkyl acrylate react, for example.

It is preferable that the usage-amount of cyanoacetic acid is 0.5-3 mol with respect to 1 mol of hydroxyalkyl acrylate.

For the reaction of cyanoacetic acid and hydroxyalkyl acrylate, any esterification catalyst used in a general esterification reaction can be used, but it is preferably carried out in the presence of a base and a carbodiimide condensing agent. Examples of the base include triethylamine, diisopropylethylamine, pyridine, piperidine, pyrrolidine, proline, N,N-dimethylaminopyridine, imidazole, sodium hydroxide, potassium hydroxide, potassium carbonate, sodium carbonate, carbonic acid. Sodium hydrogen, potassium hydrogen carbonate, potassium tert-butoxide, sodium tert-butoxide, sodium hydrogen, etc. are mentioned. Examples of the carbodiimide condensing agent include N,N-dicyclohexylcarbodiimide, N,N-diisopropylcarbodiimide, and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride. have. It is preferable that the usage-amount of a base is 0.5-5 mol with respect to 1 mol of cyanoacetic acid.

The reaction between cyanoacetic acid and hydroxyalkyl acrylate is preferably performed in an organic solvent. Examples of the organic solvent include acetonitrile, isopropanol, toluene, trichloromethane, and dichloromethane.

Reaction of cyanoacetic acid and hydroxyalkyl acrylate is performed by mixing cyanoacetic acid and hydroxyalkyl acrylate.

It is preferable that the reaction temperature of cyanoacetic acid and hydroxyalkyl acrylate is -40-130 degreeC, and it is preferable that reaction time is 1-24 hours normally.

As a compound which has a polymeric group and a merocyanine structure, the compound described below is mentioned.

The resin (A) may be a homopolymer of a structural unit having a merocyanine structure in a side chain, or a copolymer containing a structural unit having a merocyanine structure in a side chain and other structural units. The resin (A) is preferably a copolymer.

Examples of the structural unit that the resin (A) may contain other than the structural unit having a merocyanine structure in the side chain include the structural units described in the following group A.

Group A: a structural unit derived from (meth)acrylic acid ester, a structural unit derived from a styrene-based monomer, a structural unit derived from a vinyl-based monomer, a structural unit represented by formula (a), a structure represented by formula (b) unit and structural unit represented by formula (c)

[In the formula, R ^a1 represents a divalent hydrocarbon group.

R ^b1 and R ^b2 each independently represent a hydrogen atom or a hydrocarbon group.

R ^c1 and R ^c2 each independently represent a divalent hydrocarbon group.]

As (meth)acrylic acid ester, (meth)acrylic acid methyl, (meth)acrylate ethyl, (meth)acrylic acid n-propyl, (meth)acrylic acid n-butyl, (meth)acrylic acid n-pentyl, (meth)acrylic acid n-hexyl , (meth)acrylic acid n-heptyl, (meth)acrylic acid n-octyl, (meth)acrylic acid n-nonyl, (meth)acrylic acid n-decyl, (meth)acrylic acid n-dodecyl, (meth)acrylic acid lauryl, ( linear alkyl esters of (meth)acrylic acid such as stearyl meth)acrylate; (meth)acrylic acid i-propyl, (meth)acrylic acid i-butyl, (meth)acrylic acid t-butyl, (meth)acrylic acid i-pentyl, (meth)acrylic acid i-hexyl, (meth)acrylic acid 2-ethylhexyl, ( branched alkyl esters of (meth)acrylic acid such as i-octyl meth)acrylic acid, i-nonyl (meth)acrylic acid, i-stearyl (meth)acrylic acid, and i-amyl (meth)acrylic acid; (meth)acrylic acid cyclohexyl, (meth)acrylic acid isoboronyl, (meth)acrylic acid adamantyl, (meth)acrylic acid dicyclopentanyl, (meth)acrylic acid cyclododecyl, (meth)acrylic acid methylcyclohexyl, (meth) alicyclic skeleton-containing alkyl esters of (meth)acrylic acid such as trimethylcyclohexyl acrylate, tert-butylcyclohexyl (meth)acrylic acid, and cyclohexyl α-ethoxyacrylic acid; Aromatic ring skeleton containing ester of (meth)acrylic acid, such as (meth)acrylic-acid phenyl; and the like.

As a structural unit derived from (meth)acrylic acid ester, the substituent-containing (meth)acrylic acid alkylester in which the substituent was introduce|transduced into the alkyl group in (meth)acrylic acid alkylester can also be mentioned. The substituent of the substituent-containing (meth)acrylic acid alkyl ester is a group substituting a hydrogen atom in the alkyl group, and specific examples thereof include a phenyl group, an alkoxy group, and a phenoxy group. As the substituent-containing (meth)acrylic acid alkylester, specifically, (meth)acrylic acid 2-methoxyethyl, (meth)acrylic acid ethoxymethyl, (meth)acrylic acid phenoxyethyl, (meth)acrylic acid 2-(2-phenoxy) ethoxy)ethyl, (meth)acrylic acid phenoxydiethylene glycol, (meth)acrylic acid phenoxypoly(ethylene glycol), etc. are mentioned.

These (meth)acrylic acid esters can be used independently, respectively, and may use a different some plurality.

The resin (A) of the present invention has a structural unit derived from the (meth)acrylic acid alkylester (a1) having a glass transition temperature Tg of less than 0°C among the (meth)acrylic acid alkylesters, and the homopolymer having a Tg of 0°C or higher. It is preferable to contain the structural unit derived from (meth)acrylic-acid alkylester (a2). This is advantageous in improving the high-temperature durability of the pressure-sensitive adhesive layer. As for Tg of the homopolymer of (meth)acrylic acid alkylester, literature values, such as POLYMER HANDBOOK (Wiley-Interscience), can be employ|adopted, for example.

Specific examples of the (meth)acrylic acid alkylester (a1) include ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and i-hexyl acrylate, and n-heptyl acrylate , n- and i-octyl acrylate, 2-ethylhexyl acrylate, n- and i-nonyl acrylate, n- and i-decyl acrylate, n-dodecyl acrylate, etc. (meth) having about 2 to 12 carbon atoms in the alkyl group Acrylic acid alkylester is included.

(meth)acrylic acid alkylester (a1) may use only 1 type, and may use 2 or more types together. Among them, n-butyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate, and the like are preferable from the viewpoint of followability and reworkability when laminated on an optical film.

(meth)acrylic acid alkylester (a2) is (meth)acrylic acid alkylester other than (meth)acrylic acid alkylester (a1). Specific examples of the (meth)acrylic acid alkyl ester (a2) include methyl acrylate, cyclohexyl acrylate, isoboronyl acrylate, stearyl acrylate, t-butyl acrylate, and the like.

(meth)acrylic acid alkylester (a2) may use only 1 type, and may use 2 or more types together. Especially, from a viewpoint of high temperature durability, it is preferable that (meth)acrylic acid alkylester (a2) contains methyl acrylate, cyclohexyl acrylate, isoboronyl acrylate, etc., and it is more preferable that methyl acrylate is included.

Moreover, as a structural unit derived from (meth)acrylic acid ester, the structural unit derived from (meth)acrylic acid ester which has a polar functional group is also mentioned.

As the (meth)acrylic acid ester monomer having a polar functional group, (meth)acrylic acid 1-hydroxymethyl, (meth)acrylic acid 1-hydroxyethyl, (meth)acrylic acid 1-hydroxyheptyl, (meth)acrylic acid 1-hydroxy Butyl, (meth)acrylic acid 1-hydroxypentyl, (meth)acrylic acid 2-hydroxyethyl, (meth)acrylic acid 2-hydroxypropyl, (meth)acrylic acid 2-hydroxybutyl, (meth)acrylic acid 2-hydroxy Pentyl, (meth)acrylic acid 2-hydroxyhexyl, (meth)acrylic acid 3-hydroxypropyl, (meth)acrylic acid 3-hydroxybutyl, (meth)acrylic acid 3-hydroxypentyl, (meth)acrylic acid 3-hydroxy Hexyl, (meth)acrylic acid 3-hydroxyheptyl, (meth)acrylic acid 4-hydroxybutyl, (meth)acrylic acid 4-hydroxypentyl, (meth)acrylic acid 4-hydroxyhexyl, (meth)acrylic acid 4-hydroxyl Heptyl, (meth)acrylic acid 4-hydroxyoctyl, (meth)acrylic acid 2-chloro-2-hydroxypropyl, (meth)acrylic acid 3-chloro-2-hydroxypropyl, (meth)acrylic acid 2-hydroxy-3 -Phenoxypropyl, (meth)acrylic acid 5-hydroxypentyl, (meth)acrylic acid 5-hydroxyhexyl, (meth)acrylic acid 5-hydroxyheptyl, (meth)acrylic acid 5-hydroxyoctyl, (meth)acrylic acid 5 -Hydroxynonyl, (meth)acrylic acid 6-hydroxyhexyl, (meth)acrylic acid 6-hydroxyheptyl, (meth)acrylic acid 6-hydroxyoctyl, (meth)acrylic acid 6-hydroxynonyl, (meth)acrylic acid 6 -Hydroxydecyl, (meth)acrylic acid 7-hydroxyheptyl, (meth)acrylic acid 7-hydroxyoctyl, (meth)acrylic acid 7-hydroxynonyl, (meth)acrylic acid 7-hydroxydecyl, (meth)acrylic acid 7 -Hydroxyundecyl, (meth)acrylic acid 8-hydroxyoctyl, (meth)acrylic acid 8-hydroxynonyl, (meth)acrylic acid 8-hydroxydecyl, (meth)acrylic acid 8-hydroxyundecyl, (meth) Acrylic acid 8-hydroxydodecyl, (meth)acrylic acid 9-hydroxynonyl, (meth)acrylic acid 9-hydroxydecyl, (meth)acrylic acid 9-hydroxyundecyl, (meth)acrylic acid 9-hydroxydodecyl, (meth)acrylic acid 9-hydroxytridecyl, (meth)acrylic acid 10-hydroxydecyl, (meth)arc 10-hydroxyundecyl lylate, (meth)acrylic acid 10-hydroxydodecyl, acrylic acid 10-hydroxytridecyl, (meth)acrylic acid 10-hydroxytetradecyl, (meth)acrylic acid 11-hydroxyundecyl, ( Meth)acrylic acid 11-hydroxydodecyl, (meth)acrylic acid 11-hydroxytridecyl, (meth)acrylic acid 11-hydroxytetradecyl, (meth)acrylic acid 11-hydroxypentadecyl, (meth)acrylic acid 12-hydroxy Roxydodecyl, (meth)acrylic acid 12-hydroxytridecyl, (meth)acrylic acid 12-hydroxytetradecyl, (meth)acrylic acid 13-hydroxypentadecyl, (meth)acrylic acid 13-hydroxytetradecyl, (meth)acrylic acid 13-hydroxytetradecyl ) acrylic acid 13-hydroxypentadecyl, (meth)acrylic acid 14-hydroxytetradecyl, (meth)acrylic acid 14-hydroxypentadecyl, (meth)acrylic acid 15-hydroxypentadecyl, (meth)acrylic acid 15-hydroxy (meth)acrylic-acid alkylester etc. which have hydroxyl groups, such as heptadecyl, are mentioned.

Examples of the styrene-based monomer include styrene; alkyl styrenes such as methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, diethyl styrene, triethyl styrene, propyl styrene, butyl styrene, hexyl styrene, heptyl styrene and octyl styrene; halogenated styrenes such as fluorostyrene, chlorostyrene, bromostyrene, dibromostyrene, and iodostyrene; nitrostyrene; acetyl styrene; methoxystyrene; and divinylbenzene.

As a vinylic monomer, Fatty acid vinyl esters, such as vinyl acetate, a vinyl propionate, a vinyl butyrate, 2-ethyl hexanoate, and a vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene halides such as vinylidene chloride; nitrogen-containing heteroaromatic vinyls such as vinylpyridine, vinylpyrrolidone and vinylcarbazole; conjugated dienes such as butadiene, isoprene and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.

The compound which induces the structural unit represented by Formula (a) can be synthesize|combined, for example by reaction of a diisocyanate compound and a polyol.

The compound deriving the structural unit represented by formula (b) can be synthesized, for example, by reacting a halogenated silane or a silane having a hydroxyl group.

The compound which induces the structural unit represented by Formula (c) can be synthesize|combined, for example by reaction of a polycarboxylic acid and a polyol, etc.

It is preferable that the structural unit chosen from the structural unit of group A is a structural unit derived from (meth)acrylic acid ester. It is preferable that the structural unit derived from (meth)acrylic acid ester is (meth)acrylic acid alkylester and (meth)acrylic acid alkylester which has a hydroxyl group.

The resin (A) of the present invention may further contain another structural unit (sometimes referred to as a structural unit (aa)). Specifically, a structural unit derived from a (meth)acrylamide-based monomer, a structural unit derived from a monomer having a carboxyl group, a structural unit derived from a monomer having a heterocyclic group, and a structure derived from a monomer having a substituted or unsubstituted amino group units, and the like.

As a (meth)acrylamide type monomer, N-methylol (meth)acrylamide, N-(2-hydroxyethyl) (meth)acrylamide, N-(3-hydroxypropyl) (meth)acrylamide, N -(4-hydroxybutyl)(meth)acrylamide, N-(5-hydroxypentyl)(meth)acrylamide, N-(6-hydroxyhexyl)(meth)acrylamide, N,N-dimethyl ( Meth)acrylamide, N,N-diethyl(meth)acrylamide, N-isopropyl(meth)acrylamide, N-(3-dimethylaminopropyl)(meth)acrylamide, N-(1,1-dimethyl -3-oxobutyl)(meth)acrylamide, N-[2-(2-oxo-1-imidazolidinyl)ethyl](meth)acrylamide, 2-acryloylamino-2-methyl-1- Propanesulfonic acid, N-(methoxymethyl)acrylamide, N-(ethoxymethyl)(meth)acrylamide, N-(propoxymethyl)(meth)acrylamide, N-(1-methylethoxymethyl)( Meth)acrylamide, N-(1-methylpropoxymethyl)(meth)acrylamide, N-(2-methylpropoxymethyl)(meth)acrylamide, N-(butoxymethyl)(meth)acrylamide, N-(1,1-dimethylethoxymethyl)(meth)acrylamide, N-(2-methoxyethyl)(meth)acrylamide, N-(2-ethoxyethyl)(meth)acrylamide, N- (2-propoxyethyl)(meth)acrylamide, N-[2-(1-methylethoxy)ethyl](meth)acrylamide, N-[2-(1-methylpropoxy)ethyl](meth) acrylamide, N-[2-(2-methylpropoxy)ethyl](meth)acrylamide, N-(2-butoxyethyl)(meth)acrylamide, N-[2-(1,1-dimethyl toxy)ethyl] (meth)acrylamide, etc. are mentioned. Among them, N-(methoxymethyl)acrylamide, N-(ethoxymethyl)acrylamide, N-(propoxymethyl)acrylamide, N-(butoxymethyl)acrylamide and N-(2-methylpropane) Foxymethyl)acrylamide is preferred.

Examples of the monomer having a carboxyl group include (meth)acrylic acid, carboxyalkyl (meth)acrylate (eg, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate), maleic acid, maleic anhydride, fumaric acid, crotonic acid, etc. and acrylic acid is preferred.

Examples of the heterocyclic group-containing monomer include acryloylmorpholine, vinylcaprolactam, N-vinyl-2-pyrrolidone, vinylpyridine, tetrahydrofurfuryl (meth)acrylate, caprolactone-modified tetrahydrofurfuryl acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, glycidyl (meth)acrylate, 2,5-dihydrofuran, and the like.

Examples of the monomer having a substituted or unsubstituted amino group include aminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylate.

As a structural unit (aa) other than the structural unit which has a merocyanine structure, and the structural unit selected from group A, it is preferable that it is a monomer which has a carboxyl group.

The content of the structural unit having a merocyanine structure in the side chain is preferably 0.01 to 50 parts by mass, more preferably 0.1 to 20 parts by mass, more preferably, with respect to 100 parts by mass of all the structural units contained in the resin (A). Preferably it is 0.5-10 mass parts.

It is preferable that it is 50 mass parts or more, and, as for content of at least 1 structural unit selected from the structural unit of group A with respect to 100 mass parts of all structural units of resin (A), it is more preferable that it is 60-99.99 mass parts.

When the resin (A) contains the structural unit (aa), with respect to 100 parts by mass of all the structural units of the resin (A), preferably 20 parts by mass or less, more preferably 0.5 parts by mass or more and 15 parts by mass or less , More preferably, they are 0.5 mass part or more and 10 mass parts or less, Especially preferably, they are 1 mass part or more and 7 mass parts or less.

When the resin (A) contains a structural unit derived from a (meth)acrylic acid alkylester having a hydroxyl group, the content of the structural unit is preferably 20 parts by mass relative to 100 parts by mass of all the structural units of the resin (A). parts, more preferably 0.5 parts by mass or more and 15 parts by mass or less, still more preferably 0.5 parts by mass or more and 10 parts by mass or less, particularly preferably 1 part by mass or more and 7 parts by mass or less.

It is preferable that the monomer which has an amino group is not substantially included from a viewpoint of preventing the peeling force improvement of the separate film which can be laminated|stacked on the outer surface of an adhesive layer. Here, "not included" means that it is 0.1 mass part or less in 100 mass parts of all structural units which comprise resin (A).

In view of the reactivity of the resin (A) and the crosslinking agent (B) to be described later, the resin (A) contains a structural unit derived from a (meth)acrylic acid alkylester having a hydroxyl group or a structural unit derived from a monomer having a carboxyl group. It is preferable, and it is more preferable to include both the structural unit derived from the (meth)acrylic-acid alkylester which has a hydroxyl group, and the structural unit derived from the monomer which has a carboxyl group. As (meth)acrylic acid alkylester which has a hydroxyl group, 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, and 6-hydroxyhexyl acrylate are preferable. In particular, good durability can be obtained by using 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate and 5-hydroxypentyl acrylate. It is preferable to use acrylic acid as a monomer which has a carboxyl group.

The weight average molecular weight (Mw) of resin (A) becomes like this. Preferably it is 300,000-2.5 million, More preferably, it is 500,000-2.5 million. When the weight average molecular weight is 300,000 or more, the durability of the pressure-sensitive adhesive layer in a high-temperature environment is improved, and problems such as lifting and peeling between the adherend and the light-selective absorptive pressure-sensitive adhesive layer and cohesive failure of the light-selective absorptive pressure-sensitive adhesive layer are suppressed. easy. When the weight average molecular weight is 2.5 million or less, it is advantageous from the viewpoint of coatability at the time of processing (coating to a base material) an adhesive composition into a sheet form, for example. From a viewpoint of coexistence of the durability of a light-selective absorptive adhesive layer, and coatability of an adhesive composition, a weight average molecular weight becomes like this. Preferably it is 600,000-1.8 million, More preferably, it is 700,000-1.7 million, Especially preferably, it is 1 million- 160 million. In addition, molecular weight distribution (Mw/Mn) represented by ratio of a weight average molecular weight (Mw) and a number average molecular weight (Mn) is 2-10 normally, Preferably it is 3-8. The weight average molecular weight can be analyzed by gel permeation chromatography and is a value in terms of standard polystyrene.

When the resin (A) is dissolved in ethyl acetate to obtain a solution having a concentration of 20% by mass, the viscosity at 25°C is preferably 20 Pa·s or less, and more preferably 0.1 to 15 Pa·s. . It is advantageous from a viewpoint of the coatability at the time of coating an adhesive composition to a base material as it is a viscosity of the said range. In addition, a viscosity can be measured with a Brookfield viscometer.

Resin (A) of this invention can be manufactured by well-known methods, such as a solution polymerization method, a block polymerization method, a suspension polymerization method, and an emulsion polymerization method, for example, especially the solution polymerization method is preferable. As the solution polymerization method, for example, a monomer and an organic solvent are mixed, a thermal polymerization initiator is added in a nitrogen atmosphere, and the mixture is stirred for about 3 to 15 hours under a temperature condition of about 40 to 90°C, preferably about 50 to 80°C. how to do it For reaction control, a monomer or a thermal polymerization initiator may be added continuously or intermittently during polymerization. The above-mentioned monomer and thermal initiator may be in a state of being added to the organic solvent.

As a polymerization initiator, a thermal polymerization initiator, a photoinitiator, etc. are used. Examples of the photopolymerization initiator include 4-(2-hydroxyethoxy)phenyl(2-hydroxy-2-propyl)ketone. Examples of the thermal polymerization initiator include 2,2'-azobisisobutyronitrile, 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis (2,4-dimethylvaleronitrile), 2,2'-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl-2,2'-azobis azo compounds such as (2-methylpropionate) and 2,2'-azobis(2-hydroxymethylpropionitrile); Lauryl peroxide, t-butyl hydroperoxide, benzoyl peroxide, t-butyl peroxybenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, dipropyl peroxydicarbonate, t-butylperoxyneodecanoate organic peroxides such as , t-butylperoxypivalate and (3,5,5-trimethylhexanoyl)peroxide; Inorganic peroxides, such as potassium persulfate, an ammonium persulfate, and hydrogen peroxide, etc. are mentioned. In addition, a redox initiator using a combination of a peroxide and a reducing agent can also be used.

The ratio of a polymerization initiator is about 0.001-5 mass parts with respect to 100 mass parts of total amounts of the monomer which comprises resin (A). You may use the polymerization method by an active energy ray (for example, ultraviolet rays etc.) for superposition|polymerization of resin (A).

Examples of the organic solvent include aromatic hydrocarbons such as toluene and xylene; esters such as ethyl acetate and butyl acetate; aliphatic alcohols such as propyl alcohol and isopropyl alcohol; Ketones, such as acetone, methyl ethyl ketone, and methyl isobutyl ketone, etc. are mentioned.

It is preferable that it is resin which satisfy|fills following formula (1), and, as for resin (A), it is more preferable that it is resin which satisfy|fills following formula (2).

ε(405)≥0.02 (One)

[In formula (1), ? (405) represents the gram extinction coefficient of the resin at a wavelength of 405 nm. The unit of the gram extinction coefficient is L/(g·cm).]

ε(405)/ε(440)≥5 (2)

[In formula (2), ε(405) represents the gram extinction coefficient of the resin at a wavelength of 405 nm, and ε(440) represents the gram extinction coefficient of the resin at a wavelength of 440 nm.]

In addition, the gram absorbance coefficient of resin (A) can be measured by the method as described in an Example.

The resin (A) tends to absorb light with a wavelength of 405 nm as the value of ε (405) is larger, and the value of ε (405) is preferably 0.02 L/(g·cm) or more, and 0.1 L/(g·cm). cm) or more, more preferably 0.2 L/(g cm) or more, and usually 10 L/(g cm) or less.

When the pressure-sensitive adhesive composition containing the resin (A) is applied to a display device (FPD: flat panel display) such as an organic electroluminescent display (organic EL display device) or a liquid crystal display device, ε (405) of the resin (A) ) is 0.02 L/(g·cm) or more, since the absorption performance of visible light in the vicinity of 400 nm is good, the retardation film used in display devices such as organic EL display devices and liquid crystal display devices and visible light of organic EL light emitting devices deterioration can be suppressed.

The resin (A) can selectively absorb light having a wavelength of around 400 nm, as the value of ε(405)/ε(440) is larger. The value of ε(405)/ε(440) is preferably 5 or more, more preferably 50 or more, still more preferably 75 or more, and particularly preferably 100 or more.

When ε(405)/ε(440) of the resin (A) is 5 or more, the pressure-sensitive adhesive composition containing the resin (A) is applied to a display device such as an organic EL display device or a liquid crystal display device (FPD: flat panel display) In this case, it is possible to suppress light deterioration of a retardation film or an organic EL element by absorbing light in the vicinity of 405 nm without inhibiting the color expression of the display device.

(Other components included in the pressure-sensitive adhesive composition)

The adhesive composition may contain other resin other than a crosslinking agent (B), a silane compound (D), an antistatic agent, a light selective absorber, and resin (A), etc. further.

Content of resin (A) is 60 mass % - 99.99 mass % normally in 100 mass % of solid content of an adhesive composition, Preferably they are 70 mass % - 99.9 mass %, More preferably, they are 80 mass % - 99.7 mass % to be.

The pressure-sensitive adhesive composition may contain a crosslinking agent (B).

Examples of the crosslinking agent (B) include an isocyanate-based crosslinking agent, an epoxy-based crosslinking agent, an aziridine-based crosslinking agent, and a metal chelate-based crosslinking agent. It is preferable to be

As the isocyanate-based compound, a compound having at least two isocyanato groups (-NCO) in the molecule is preferable, for example, an aliphatic isocyanate-based compound (such as hexamethylene diisocyanate), an alicyclic isocyanate-based compound (such as isophoronedi) Isocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate), aromatic isocyanate compounds (such as tolylene diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.) and the like. Further, the crosslinking agent (B) is an adduct (adduct) of the isocyanate compound with a polyhydric alcohol compound (eg, an adduct with glycerol, trimethylolpropane, etc.), isocyanurate, biuret-type compound, polyether polyol , polyester polyol, acrylic polyol, polybutadiene polyol, polyisoprene polyol or the like may be a derivative such as an isocyanate compound of a urethane prepolymer type reaction. A crosslinking agent (B) can be used individually or in combination of 2 or more types. Among them, representatively, aromatic isocyanate compounds (eg tolylene diisocyanate, xylylene diisocyanate), aliphatic isocyanate compounds (eg hexamethylene diisocyanate) or polyhydric alcohol compounds thereof (eg glycerol, trimethylolpropane) are used. an adduct or an isocyanurate body. If the crosslinking agent (B) is an aromatic isocyanate compound and/or a polyhydric alcohol compound thereof, or an adduct of an isocyanurate compound, this is because it is advantageous for the formation of an optimal crosslinking density (or crosslinking structure), the pressure-sensitive adhesive layer can improve the durability of In particular, if it is a tolylene diisocyanate-based compound and/or an adduct of these polyhydric alcohol compounds, durability can be improved even when, for example, a pressure-sensitive adhesive layer is applied to a polarizing plate.

Content of a crosslinking agent (B) is 0.01-15 weight part normally with respect to 100 weight part of resin (A), Preferably it is 0.05-10 weight part, More preferably, it is 0.1-5 weight part.

The pressure-sensitive adhesive composition may further contain a silane compound (D).

As the silane compound (D), for example, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl Triethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldime oxysilane, 3-chloropropyl trimethoxysilane, 3-methacryloyloxypropyl trimethoxysilane, 3-mercaptopropyl trimethoxysilane, etc. are mentioned.

The silane compound (D) may be a silicone oligomer. Specific examples of silicone oligomers are described in the form of a combination of monomers as follows.

3-mercaptopropyltrimethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltrimethoxysilane-tetraethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetramethoxysilane oligomer, 3- mercaptopropyl group-containing oligomers such as mercaptopropyltriethoxysilane-tetraethoxysilane oligomers; Mercaptomethyltrimethoxysilane-tetramethoxysilane oligomer, mercaptomethyltrimethoxysilane-tetraethoxysilane oligomer, mercaptomethyltriethoxysilane-tetramethoxysilane oligomer, mercaptomethyltriethoxysilane- mercaptomethyl group-containing oligomers such as tetraethoxysilane oligomers; 3-Glycidoxypropyltrimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltrimethoxysilane-tetraethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetramethoxy Silane copolymer, 3-glycidoxypropyltriethoxysilane-tetraethoxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane - 3-glycidoxy such as tetraethoxysilane copolymer, 3-glycidoxypropylmethyldiethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldiethoxysilane-tetraethoxysilane copolymer propyl group-containing copolymer; 3-Methacryloyloxypropyltrimethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropyltrimethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropyltriethoxysilane -Tetramethoxysilane oligomer, 3-methacryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-methacrylo Iloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropylmethyldiethoxysilane-tetraethoxysilane methacryloyloxypropyl group-containing oligomers such as oligomers; 3-acryloyloxypropyltrimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropyltrimethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropyltriethoxysilane-tetrameth Toxysilane oligomer, 3-acryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxy Acryloyloxypropyl such as silane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, and 3-acryloyloxypropylmethyldiethoxysilane-tetraethoxysilane oligomer group-containing oligomers; Vinyltrimethoxysilane-tetramethoxysilane oligomer, vinyltrimethoxysilane-tetraethoxysilane oligomer, vinyltriethoxysilane-tetramethoxysilane oligomer, vinyltriethoxysilane-tetraethoxysilane oligomer, vinylmethyl Contains vinyl groups such as dimethoxysilane-tetramethoxysilane oligomer, vinylmethyldimethoxysilane-tetraethoxysilane oligomer, vinylmethyldiethoxysilane-tetramethoxysilane oligomer, and vinylmethyldiethoxysilane-tetraethoxysilane oligomer oligomers; 3-Aminopropyltrimethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltrimethoxysilane-tetraethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetramethoxysilane copolymer, 3- Aminopropyltriethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetramethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetraethoxysilane copolymer, 3-aminopropyl amino group-containing copolymers such as methyldiethoxysilane-tetramethoxysilane copolymer and 3-aminopropylmethyldiethoxysilane-tetraethoxysilane copolymer;

The silane compound (D) may be a silane compound represented by the following formula (d1).

(Wherein, A represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and -CH ₂ - constituting the alkanediyl group and the alicyclic hydrocarbon group is -O- or -CO-, R ⁴¹ represents an alkyl group having 1 to 5 carbon atoms, R ⁴² , R ⁴³ , R ⁴⁴ , R ⁴⁵ and R ⁴⁶ are each independently an alkyl group having 1 to 5 carbon atoms or It represents an alkoxy group having 1 to 5 carbon atoms.)

Examples of the alkanediyl group having 1 to 20 carbon atoms represented by A include a methylene group, 1,2-ethanediyl group, 1,3-propanediyl group, 1,4-butanediyl group, 1,5-pentanediyl group, 1 ,6-hexanediyl group, 1,7-heptanediyl group, 1,8-octanediyl group, 1,9-nonanediyl group, 1,10-decanediyl group, 1,12-dodecanediyl group, 1,14 -tetradecanediyl group, 1,16-hexadecanediyl group, 1,18-octadecanediyl group, and 1,20-icosandiyl group are mentioned. Examples of the divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include a 1,3-cyclopentanediyl group and a 1,4-cyclohexanediyl group. As a group in which -CH ₂ - constituting the alkanediyl group and the alicyclic hydrocarbon group is substituted with -O- or -CO-, -CH ₂ CH ₂ -O-CH ₂ CH ₂ -, -CH ₂ CH ₂ - O-CH ₂ CH ₂ -O-CH ₂ CH ₂ -, -CH ₂ CH ₂ -O-CH ₂ CH ₂ -O-CH ₂ CH ₂ -O-CH ₂ CH ₂ -, -CH ₂ CH ₂ -CO -O-CH ₂ CH ₂ -, -CH ₂ CH ₂ -O-CH ₂ CH ₂ -CO-O-CH ₂ CH ₂ -, -CH ₂ CH ₂ CH ₂ CH ₂ -O-CH ₂ CH ₂ - and CH ₂ CH ₂ CH ₂ CH ₂ —O—CH ₂ CH ₂ CH ₂ CH ₂ —.

Examples of the alkyl group having 1 to 5 carbon atoms represented by R ⁴¹ to R ⁴⁵ include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group and a pentyl group, and R ⁴² to R ⁴⁵ Examples of the alkoxy group having 1 to 5 carbon atoms represented by , include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a tert-butoxy group and a pentyloxy group.

Examples of the silane compound represented by the formula (d1) include (trimethoxysilyl)methane, 1,2-bis(trimethoxysilyl)ethane, 1,2-bis(triethoxysilyl)ethane, 1,3 -bis(trimethoxysilyl)propane, 1,3-bis(triethoxysilyl)propane, 1,4-bis(trimethoxysilyl)butane, 1,4-bis(triethoxysilyl)butane, 1 ,5-bis(trimethoxysilyl)pentane, 1,5-bis(triethoxysilyl)pentane, 1,6-bis(trimethoxysilyl)hexane, 1,6-bis(triethoxysilyl)hexane , 1,6-bis(tripropoxysilyl)hexane, 1,8-bis(trimethoxysilyl)octane, 1,8-bis(triethoxysilyl)octane, 1,8-bis(tripropoxysilyl) ) bis(tri C1-5 alkoxysilyl) C1-10 alkanes such as octane; Bis(dimethoxymethylsilyl)methane, 1,2-bis(dimethoxymethylsilyl)ethane, 1,2-bis(dimethoxyethylsilyl)ethane, 1,4-bis(dimethoxymethylsilyl)butane, 1, 4-bis(dimethoxyethylsilyl)butane, 1,6-bis(dimethoxymethylsilyl)hexane, 1,6-bis(dimethoxyethylsilyl)hexane, 1,8-bis(dimethoxymethylsilyl)octane, bis(di C1-5 alkoxy C1-5 alkylsilyl) C1-10 alkanes such as 1,8-bis(dimethoxyethylsilyl)octane; Bis(mono C1-5 alkoxy-di C1-5 alkylsilyl) C1-10 alkanes such as 1,6-bis(methoxydimethylsilyl)hexane and 1,8-bis(methoxydimethylsilyl)octane; have. Among these, 1,2-bis(trimethoxysilyl)ethane, 1,3-bis(trimethoxysilyl)propane, 1,4-bis(trimethoxysilyl)butane, 1,5-bis(trimethane) Bis(tri C1-3 alkoxysilyl) C1-10 alkanes such as oxysilyl)pentane, 1,6-bis(trimethoxysilyl)hexane, and 1,8-bis(trimethoxysilyl)octane are preferable, and particularly , 1,6-bis(trimethoxysilyl)hexane and 1,8-bis(trimethoxysilyl)octane are preferred.

Content of a silane compound (D) is 0.01-10 mass parts normally with respect to 100 mass parts of resin (A), Preferably it is 0.03-5 mass parts, More preferably, it is 0.05-2 mass parts, More preferably Preferably it is 0.1-1 mass part.

The pressure-sensitive adhesive composition may further contain an antistatic agent.

As an antistatic agent, surfactant, a siloxane compound, a conductive polymer, an ionic compound, etc. are mentioned, It is preferable that it is an ionic compound. As an ionic compound, a conventional thing is mentioned. Examples of the cationic component constituting the ionic compound include organic cations and inorganic cations. Examples of the organic cation include a pyridinium cation, a pyrrolidinium cation, a piperidinium cation, an imidazolium cation, an ammonium cation, a sulfonium cation, and a phosphonium cation. Examples of the inorganic cation include alkali metal cations such as lithium cation, potassium cation, sodium cation and cesium cation, and alkaline earth metal cations such as magnesium cation and calcium cation. In particular, a pyridinium cation, an imidazolium cation, a pyrrolidinium cation, a lithium cation, and a potassium cation are preferable from the viewpoint of compatibility with the (meth)acrylic resin. The anion component constituting the ionic compound may be either an inorganic anion or an organic anion, but an anion component containing a fluorine atom is preferable from the viewpoint of antistatic performance. Examples of the anion component containing a fluorine atom include hexafluorophosphate anion (PF ₆ -), bis(trifluoromethanesulfonyl)imide anion [(CF ₃ SO ₂ ) ₂ N-], bis(fluorosulfonyl) phonyl)imide anion [(FSO ₂ ) ₂ N-], tetra(pentafluorophenyl) borate anion [(C ₆ F ₅ ) ₄ B-], and the like. These ionic compounds can be used individually or in combination of 2 or more types. In particular, bis(trifluoromethanesulfonyl)imide anion [(CF ₃ SO ₂ ) ₂ N-], bis(fluorosulfonyl)imide anion [(FSO ₂ ) ₂ N-], tetra(pentafluoro The rophenyl)borate anion [(C ₆ F ₅ ) ₄ B-] is preferred.

An ionic compound which is solid at room temperature is preferable from the point of the aging stability of the antistatic performance of the light-selective absorptive adhesive layer formed from an adhesive composition.

Content of antistatic agent is 0.01-20 mass parts with respect to 100 mass parts of resin (A), Preferably it is 0.1-10 mass parts, More preferably, it is 1-7 mass parts.

The adhesive composition contains resin (A) which is a light-selective absorptive polymer, and in addition to this, it may not contain a light-selective absorber, or may contain it. It is preferable that an adhesive composition does not contain a light selective absorber. The light selective absorber selectively absorbs light of a specific wavelength, and preferably contains a compound having at least one absorption maximum at a wavelength of 360 nm to 420 nm, and a compound having an absorption maximum at 380 nm to 410 nm. It is more preferable to include When a light selective absorber is included, it is preferable that content of a light selective absorber is 0.1 mass part or less with respect to 100 mass parts of all resin components. Since there is a correlation between the content of the light selective absorber and the degree of discoloration at the end of the polarizer under high temperature and high humidity, the content of the light selective absorber is preferably 0.1 parts by mass or less from the viewpoint of suppressing discoloration.

The light selective absorber is not particularly limited, and for example, an oxybenzophenone light selective absorber, a benzotriazole light selective absorber, a salicylic acid ester light selective absorber, a benzophenone light selective absorber, a cyanoacrylate light selective absorber, and a triazine series Organic light-selective absorbers, such as a light-selective absorber, are mentioned. More specifically, for example, 5-chloro-2-(3,5-di-sec-butyl-2-hydroxylphenyl)-2H-benzotriazole, (2-2H-benzotriazol-2-yl)- 6-(linear and branched dodecyl)-4-methylphenol, 2-hydroxy-4-benzyloxybenzophenone, 2,4-benzyloxybenzophenone, etc. are mentioned. These organic light-selective absorbers may use one type or two or more types together.

A commercially available light selective absorber may be used, for example, as a triazine-based light selective absorber, "Kemisorb 102" manufactured by Chemipro Chemicals Co., Ltd., "ADEKA STAB LA46" manufactured by ADEKA, "ADEKA" STAB LAF70", "Tinuvin 109", "Tinuvin 171", "Tinuvin 234", "Tinuvin 326", "Tinuvin 327", "Tinuvin 328", "Tinuvin 928" manufactured by BASF Japan ', "Tinuvin 400", "Tinuvin 460", "Tinuvin 405", "Tinuvin 477", etc. are mentioned. As a benzotriazole type light selective absorber, "ADEKA STAB LA31" and "ADEKA STAB LA36" manufactured by ADEKA Corporation, "Smisorb 200" manufactured by Sumika Chemtex, "Smisorb 250", "Smisorb 250" , "Smisorb 300", "Smisorb 340" and "Smisorb 350", "Kemisorb 74", "Kemisorb 79" and "Kemisorb 279" manufactured by BASF, manufactured by Kemipro Kasei Co., Ltd. "TINUVIN 99-2", "TINUVIN 900", "TINUVIN 928", etc. are mentioned.

The light selective absorber may be an inorganic light selective absorber. Examples of the inorganic light-selective absorber include titanium oxide, zinc oxide, indium oxide, tin oxide, talc, kaolin, calcium carbonate, titanium oxide-based composite oxide, zinc oxide-based composite oxide, ITO (tin-doped indium oxide), and ATO (antimony-doped oxide). notes) and the like. Examples of the titanium oxide-based composite oxide include silica and zinc oxide doped with alumina. These inorganic type light-selective absorbers can be used 1 type or in combination of 2 or more types. You may use together an organic type light-selective absorber and an inorganic type light-selective absorber.

The pressure-sensitive adhesive composition may contain one or more additives such as a solvent, a crosslinking catalyst, a tackifier, a plasticizer, a softener, a pigment, a rust inhibitor, an inorganic filler, and light scattering fine particles.

[phase difference layer]

The optical laminate of the present invention may further include a retardation layer laminated on the opposite side to the polarizer of the light selective absorptive pressure-sensitive adhesive layer. The retardation layer may be one layer or two or more layers. The optical laminate 200 illustrated in FIG. 2 includes a first retardation layer 30 and a second retardation layer 31 .

The retardation layer is an optical film showing optical anisotropy. Examples of the optical film exhibiting optical anisotropy include polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, polystyrene, polysulfone, polyethersulfone, polyvinylidene fluoride/polymethyl. and a stretched film obtained by stretching a polymer film containing methacrylate, acetyl cellulose, saponified ethylene-vinyl acetate copolymer, polyvinyl chloride, and the like to about 1.01 to 6 times. It is preferable that it is the polymer film which uniaxially or biaxially stretched the acetyl cellulose, polyester, a polycarbonate film, or a cycloolefin resin film among a stretched film. Moreover, the retardation layer containing the hardened|cured material of the polymeric liquid crystal compound in which optical anisotropy was expressed by application|coating and orientation of the polymeric liquid crystal compound to a base material may be sufficient as a retardation layer.

In addition, in this specification, the retardation layer includes a retardation layer that is zero retardation, and also includes a film called a uniaxial retardation film, a low photoelastic modulus retardation film, a wide viewing angle retardation film, and the like.

The retardation layer that is zero retardation has both front retardation Re and retardation Rth in the thickness direction of -15 to 15 nm, and refers to an optically isotropic film.

Examples of the zero retardation film include a resin film containing a cellulose-based resin, a polyolefin-based resin (chain polyolefin-based resin, polycycloolefin-based resin, etc.) or a polyethylene terephthalate-based resin, and the retardation value can be easily controlled and , a cellulose-based resin or a polyolefin-based resin is preferable from the viewpoint that it is also easy to obtain. The zero retardation film can be used also as a protective film. As the zero retardation film, "Z-TAC" (trade name) sold by Fujifilm Co., Ltd., "Zerotac (registered trademark)" sold by Konica Minolta Opto Co., Ltd., sold by Nippon Xeon Co., Ltd. "ZF-14" (brand name), etc. which are being used are mentioned.

In the optical laminate of the present invention, the retardation layer is preferably a retardation layer that is a cured product of a polymerizable liquid crystal compound.

As a retardation layer which is hardened|cured material of a polymeric liquid crystal compound, 1st aspect - 5th aspect are mentioned.

1st form: retardation layer in which the rod-shaped liquid crystal compound was oriented in the horizontal direction with respect to the supporting base material

Second form: retardation layer in which the rod-shaped liquid crystal compound is oriented in a direction perpendicular to the supporting substrate

Third form: retardation layer in which the direction of orientation of the rod-like liquid crystal compound is changed in a spiral in-plane direction

4th form: the retardation layer in which the disk-shaped liquid crystal compound is diagonally oriented

Fifth form: a biaxial retardation layer in which a discotic liquid crystal compound is oriented in a direction perpendicular to a supporting substrate

For example, as an optical film used for an organic electroluminescent display, a 1st form, a 2nd form, and a 5th form are used suitably. Alternatively, retardation layers of these types may be laminated and used.

When the retardation layer is a layer containing a polymer in the aligned state of the polymerizable liquid crystal compound (hereinafter, sometimes referred to as an "optically anisotropic layer"), the retardation layer preferably has reverse wavelength dispersion. Reverse wavelength dispersion is an optical characteristic in which the liquid crystal alignment in-plane retardation value at a short wavelength becomes smaller than the liquid crystal alignment in-plane retardation value at a long wavelength, and preferably, the retardation film satisfies the following formulas (7) and (8) will make it In addition, Re(λ) represents an in-plane retardation value with respect to light having a wavelength of λ nm.

Re(450)/Re(550)≤1 (7)

1≤Re(630)/Re(550) (8)

In the optical laminate of the present invention, when the retardation layer is in the first form and has reverse wavelength dispersion, it is preferable because coloring at the time of black display in a display device is reduced, and in the above formula (7), 0.82≤ It is more preferable that Re(450)/Re(550) <=0.93. Further, 120≤Re(550)≤150 is preferable.

As a polymerizable liquid crystal compound used for formation of the retardation layer, "3.8.6 network (completely crosslinked type)" and "6.5 .1 liquid crystal material b. A compound having a polymerizable group among the compounds described in "polymerizable nematic liquid crystal material", and Japanese Patent Laid-Open Nos. 2010-31223, 2010-270108, and 2011-6360, Japanese Patent Application Laid-Open Nos. Polymeric liquid crystal described in Unexamined-Japanese-Patent No. 2011-207765, Unexamined-Japanese-Patent No. 2011-162678, Unexamined-Japanese-Patent No. 2016-81035, International Publication No. 2017/043438, and Unexamined-Japanese-Patent No. 2011-207765. compounds, and the like.

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

The thickness of the retardation layer, which is a liquid crystal cured layer formed by curing a 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.

As a retardation layer in which optical anisotropy was expressed by application and orientation of a liquid crystal compound, and a retardation layer in which optical anisotropy was expressed by application of an inorganic layered compound, a film called a temperature compensation retardation film, JX Nikko "NH Film" sold by Niseki Energy Co., Ltd. (trade name; film in which rod-shaped liquid crystal is oriented obliquely), "WV film" sold by Fujifilm (trade name; film in which disc-shaped liquid crystal is oriented obliquely) ), "VAC Film" sold by Sumitomo Chemical Co., Ltd. (trade name; fully biaxially oriented film), "new VAC film" sold by Sumitomo Chemical Co., Ltd. (brand name; biaxially oriented film) film) and the like.

The retardation layer may be a λ/4 retardation layer that imparts a phase difference of 1/4 wavelength to transmitted light, a λ/2 retardation layer that imparts a phase difference of 1/2 wavelength to transmitted light, a positive A plate, and a positive C plate. have. Like the optical laminate 200 shown in FIG. 2 , when the first retardation layer 30 and the second retardation layer 31 are included, the first retardation layer 30 and the second retardation layer 31 Examples of the combination include a combination of a λ/2 retardation layer and a λ/4 retardation layer, a combination of a λ/4 retardation layer and a positive C layer, and the like.

The optical laminate of the present invention may be configured as a circularly polarizing plate having a λ/4 retardation layer. A circularly polarizing plate can be used as a polarizing plate for reflection prevention.

[bonding layer]

The optical laminate of the present invention may include a bonding layer for bonding two layers. As a bonding layer, an adhesive bond layer, an adhesive layer (henceforth a "2nd adhesive layer"), etc. are mentioned. The optical laminate 200 shown in FIG. 2 includes an adhesive layer 33 interposed between the first retardation layer 30 and the second retardation layer 31 to bond them, and the second retardation layer 31 . It includes a second pressure-sensitive adhesive layer (32) laminated on the surface opposite to the adhesive layer (33).

For the adhesive layer, a water-based adhesive, an active energy ray-curable adhesive, or a thermosetting adhesive is used. The thickness of the adhesive layer is, for example, 10 nm or more and 20 µm or less, preferably 100 nm or more and 10 µm or less, and more preferably 500 nm or more and 5 µm or less.

The second pressure-sensitive adhesive layer may be composed of the same pressure-sensitive adhesive composition as the pressure-sensitive adhesive composition for forming the light-selective absorbent pressure-sensitive adhesive layer, and a (meth)acrylic resin, rubber-based, urethane-based, ester-based, silicone-based, polyvinyl ether-based resin as the main component. You may be comprised from the adhesive composition (henceforth a "2nd adhesive composition") made into. As a 2nd adhesive composition, the adhesive composition which uses as a base polymer (meth)acrylic-type resin excellent in transparency, weather resistance, heat resistance, etc. is suitable. An active energy ray hardening type or a thermosetting type may be sufficient as a 2nd adhesive composition. The thickness of a 2nd adhesive layer is 0.1 micrometer or more and 150 micrometers or less normally, for example, 8 micrometers or more and 60 micrometers or less, It is preferable from a viewpoint of thickness reduction that it is 30 micrometers or less, and it is more preferable that it is 20 micrometers or less.

<Manufacturing method of optical laminated body>

The optical laminated bodies 100 and 200 can be manufactured by the method including the process of bonding the layers which comprise the laminated body 100 through a bonding layer. When bonding layers through a bonding layer, in order to improve adhesiveness, it is preferable to perform surface activation treatment, such as corona treatment, with respect to one or both surfaces of a bonding surface, for example.

<Optical laminate>

The optical laminate of the present invention is flat, and the area thereof is, for example, 30 mm x 30 mm to 180 mm x 90 mm.

The optical laminate of the present invention may be a rectangle such as a rectangle or a square, and may have a shape having cutouts in which a part of the sides constituting the rectangle is cut out, a semicircular shape, a shape having in-plane through-holes, etc. A shape may be sufficient.

The absorption axis of the polarizer constituting the optical laminate may be parallel to, orthogonal to, or may intersect at an angle of inclination, for example, 45°, when the external shape of the optical laminate has a straight side.

When the optical laminate has a retardation layer and this retardation layer has a slow axis in the plane, the slow axis and the absorption axis of the polarizer constituting the optical laminate may intersect at 45°, and 15° It may intersect with , or may intersect at 75°.

<Image display device>

The optical laminated bodies 100 and 200 are arrange|positioned on the front surface (viewing side) of an image display panel, and can be used as a component of an image display apparatus. The optical laminated body which is a circularly polarizing plate can also be used as an antireflection polarizing plate which provides an antireflection function in an image display apparatus. The image display device is not particularly limited, and examples thereof include image display devices such as an organic electroluminescent (organic EL) display device, an inorganic electroluminescent (inorganic EL) display device, a liquid crystal display device, and an electroluminescent display device. have.

Example

Hereinafter, the present invention will be described in more detail by way of Examples, but the present invention is not limited thereto. Unless otherwise indicated, "%" and "part" in an Example and a comparative example are "mass %" and "part by mass".

[Production of single-sided protective polarizing plate]

(Manufacture of polarizer)

A polyvinyl alcohol film having 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 at a draw ratio of 4.1, and while maintaining the tension state, 0.05 parts by weight of iodine and 5 parts by weight of potassium iodide per 100 parts by weight of water It was immersed in a dyeing bath (染色浴) at 28 °C for 60 seconds.

Then, it was immersed in the boric-acid aqueous solution 1 containing 5.5 weight part of boric acid and 15 weight part of potassium iodide per 100 weight part of water at 64 degreeC for 110 second. Then, it was immersed in the boric acid aqueous solution 2 containing 5.5 weight part of boric acid and 15 weight part of potassium iodide per 100 weight part of water at 67 degreeC for 30 second. Then, it washed with water using 10 degreeC pure water, and it was made to dry, and the polarizer was obtained. The thickness of the obtained polarizer was 8 micrometers, and boron content was 4.3 weight%.

(Preparation of water-based adhesive)

With respect to 100 parts by weight of water, 3 parts by mass of carboxyl group-modified polyvinyl alcohol (Kurare, Co., Ltd., trade name "KL-318") is dissolved, and in the aqueous solution is a polyamide epoxy resin additive (Taoka Chemical). A water-based adhesive was prepared by adding 1.5 parts by mass of Kogyo Co., Ltd., trade name "Sumirez Resin (registered trademark) 650 (30), an aqueous solution having a solid content concentration of 30 wt%).”

(Protective Film A and Release Film B)

As the protective film A, a film (manufactured by Nippon Seishi Co., Ltd., trade name "COP25ST-HC") in which a 3 µm-thick hard coat layer was formed on a stretched film containing a norbornene-based resin having a thickness of 25 µm was used.

As the release film B, a triacetyl cellulose film (manufactured by FUJIFILM Corporation, "TD80UL") was used. The thickness of the release film was 80 µm, and the moisture permeability was 502 g/m 2 ·24 hr.

(Manufacture of single-sided protection polarizing plate)

The produced polarizer was conveyed continuously, and the protective film A was unwinded continuously from the roll of the protective film A, and the peeling film B was unwinded continuously from the roll of the peeling film B. A water-based adhesive is injected between the polarizer and the corona-treated protective film A, and pure water is injected between the polarizer and the release film B, and passed through a bonding roll, including protective film A / water-based adhesive / polarizer / pure water / release film B A laminated film was obtained. The water-based adhesive was dried by conveying the laminated film and heat-treating at 80° C. for 300 seconds in a drying furnace, and the pure water interposed between the polarizer and the release film B was removed by volatilization to obtain a single-sided protective polarizing plate with a release film. The peeling film B was peeled from the single-sided protective polarizing plate with a peeling film, and the single-sided protective polarizing plate was obtained.

[Production of phase difference laminate]

(1st liquid crystal cured layer)

As the first liquid crystal cured layer (first retardation layer), a layer in which a nematic liquid crystal compound was cured, an alignment film, and a layer imparting a retardation of λ/4 including a transparent substrate were used. The total thickness of the layer in which the nematic liquid crystal compound was cured and the alignment layer was 2 µm.

(Preparation of the second liquid crystal cured layer)

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

As a base film, a 20 µm-thick, long cyclic olefin resin (COP) film (manufactured by Nippon Zeon Corporation) was prepared, and on one side of the base film, a coating solution for forming an orientation layer was applied with a bar coater. was applied.

After the coating layer after coating is heat-treated at a temperature of 80° C. for 60 seconds, ultraviolet (UVB) is irradiated with 220 mJ/cm 2 , the composition for forming an alignment layer is polymerized and cured, and the thickness of 2.3 μm is on the base film An alignment layer was formed.

As a composition for forming a retardation layer, 20.0 parts by mass of a photopolymerizable nematic liquid crystal compound (manufactured by Merck, RMM28B) and 1.0 parts by mass of Irgacure 907 (manufactured by BASF, Irg-907) as a photoinitiator, solvent propylene glycol mono It was melt|dissolved in 80.0 mass parts of methyl ether acetate, and the coating liquid for phase difference layer formation was prepared.

On the alignment layer obtained previously, the coating liquid for phase difference layer formation was apply|coated, and the heat treatment for 60 second was performed at the temperature of 80 degreeC to the application layer. Then, 220 mJ/cm<2> of ultraviolet rays (UVB) were irradiated to polymerize and harden the composition for retardation layer formation, and the retardation layer with a thickness of 0.7 micrometer was formed on the orientation layer. In this way, the 2nd liquid crystal hardening layer (2nd retardation layer) with a thickness of 3 micrometers containing an orientation layer and retardation layer was obtained on the base film.

(Production of phase difference laminate)

The 1st liquid-crystal layer and the 2nd liquid-crystal layer were bonded together so that each liquid-crystal layer surface (surface on the opposite side to a base film) might become a bonding surface with an ultraviolet curing adhesive (1 micrometer in thickness). Then, the ultraviolet curing adhesive was hardened by irradiating an ultraviolet-ray, and the retardation laminated body containing the retardation layer of 2 layers of a 1st liquid crystal hardened layer and a 2nd liquid crystal hardened layer was produced. The thickness of the retardation laminated body containing a 1st liquid crystal hardened layer, an ultraviolet curable adhesive bond layer, and a 2nd liquid crystal hardened layer was 6 micrometers.

[Preparation of light-selective absorptive adhesive layer]

<Adhesive layer (1) used for optical laminate of Example 1>

(Synthesis of light-selective absorptive monomers)

The inside of a 300 mL 4-neck flask equipped with a Dimroth cooling tube and a thermometer was made into nitrogen atmosphere, 2-hydroxyethyl acrylate 10 parts, cyanoacetic acid 8.1 parts, N,N-dimethyl-4-aminopyridine 1.1 parts , 0.95 parts of dibutylhydroxytoluene and 50 parts of toluene were added, followed by stirring with a magnetic stirrer. After cooling in an ice bath and confirming that the internal temperature has reached 10°C, 12 parts of N,N-diisopropylcarbodiimide are added dropwise over 1 hour, and after completion of the dropwise addition, the temperature is kept at 0-10°C for 2 hours. did. Then, the insoluble component was removed by vacuum filtration, and 70 parts of filtrates containing the compound represented by UVA-M-02 were obtained.

20 parts of the compound represented by UVA-M-01 synthesized with reference to Japanese Patent Application Laid-Open No. 2014-194508, acetic anhydride in a 300 mL four-neck flask equipped with a Dimroth cooling tube and a thermometer into a nitrogen atmosphere 7.1 parts, 70 parts of a filtrate containing UVA-M-02 and 40 parts of acetonitrile were added and stirred with a magnetic stirrer. At the internal temperature of 25 degreeC, 9 parts of N,N- diisopropylethylamine were dripped at the obtained mixture over 1 hour. The obtained mixture was kept at an internal temperature of 25°C for 2 hours. To the obtained mixture, 200 g of ice water was added and stirred, and the precipitated crude product was taken out by filtration under reduced pressure. The obtained crude product was recrystallized from isopropanol to obtain 10 parts of a compound represented by UVA-01. The obtained compound represented by UVA-01 was identified by LC-MS and ¹ H-NMR.

(Preparation of light-selective absorptive polymer (A-1))

96 parts by mass of butyl acrylate (referred to as "BA" in Table 1), 2-hydroxyethyl acrylate (referred to as "HEA" in Table 1) to a reaction vessel equipped with a cooling tube, nitrogen introduction tube, thermometer, and stirrer. 3 parts by mass, and 1 part by mass of the light-selective absorptive monomer represented by UVA-01 (100 parts by mass in total solid content), and 135 parts by mass of ethyl acetate as a solvent are mixed, and the air in the apparatus is replaced with nitrogen gas to oxygen While not containing it, the internal temperature was raised to 60°C.

To the obtained mixture, a whole solution of 0.4 parts of azobisisobutyronitrile (polymerization initiator) dissolved in 10 parts of ethyl acetate was added. The obtained mixture was kept at 60°C for 1 hour, and ethyl acetate was continuously added into the reaction vessel at an addition rate of 17.3 parts/hr while maintaining the internal temperature at 50 to 70°C, and the concentration of the acrylic resin became 35%. At this point, the addition of ethyl acetate was stopped, and the internal temperature was kept at 50 to 70°C until 12 hours passed from the start of the addition of ethyl acetate. Ethyl acetate was added to the resulting mixture of the light-selective absorptive polymer (A-1) to adjust the concentration of the resin component to 20%, thereby preparing an ethyl acetate solution of the light-selective absorptive polymer (A-1). The light-selective absorptive polymer (A-1) had a polystyrene conversion weight average molecular weight Mw of 500,000 and Mw/Mn of 7.5 by GPC. The glass transition temperature by DSC was -48.4°C.

(Preparation of pressure-sensitive adhesive composition and pressure-sensitive adhesive layer)

(a) Preparation of pressure-sensitive adhesive composition

In an ethyl acetate solution (resin concentration: 20%) of the light-selective absorptive polymer (A-1), 0.5 parts of a crosslinking agent (Coronate L, 75% solid: manufactured by Tosoh) and a silane compound ( 0.5 parts of Shin-Etsu Chemical Co., Ltd. product: KBM-403) were mixed, 2-butanone was added so that solid content concentration might be set to 14 %, and the adhesive composition (1) was obtained. In addition, the compounding quantity of the said crosslinking agent (Coronate L) is the number of parts by mass as an active ingredient.

(b) Preparation of the pressure-sensitive adhesive layer

The pressure-sensitive adhesive composition prepared in (a) above was applied to the release-treated surface of the polyethylene terephthalate film (SP-PLR382050 manufactured by Lintec Co., Ltd., hereinafter abbreviated as "separator") to which the release treatment was performed, the thickness of the pressure-sensitive adhesive layer after drying was 5 It applied using an applicator so that it might become micrometer, and it dried at 100 degreeC for 1 minute, and produced the adhesive layer. The obtained adhesive layer was made into the adhesive layer (1).

<Adhesive layer (2) used for optical laminate of Example 2>

Using the light-selective absorptive polymer (A-2), it carried out similarly to the adhesive layer (1) of Example 1, and produced the adhesive layer (2). The light-selective absorptive polymer (A-2) differs only in that in the preparation of the light-selective absorptive polymer (A-1), 95 parts by mass of BA and 2 parts by mass of the light-selective absorptive monomer represented by UVA-01 are used. do. The light-selective absorptive polymer (A-2) had a polystyrene conversion weight average molecular weight Mw of 500,000 and Mw/Mn of 6.3 by GPC.

<Adhesive layer (3) used for optical laminate of Example 3>

Using the light-selective absorptive polymer (A-3), it carried out similarly to the adhesive layer (1) of Example 1, and produced the adhesive layer (3). The light selective absorptive polymer (A-3) differs only in that in the preparation of the light selective absorptive polymer (A-1), 93 parts by mass of BA and 4 parts by mass of the light selective absorptive monomer represented by UVA-01 are used. do. The light-selective absorptive polymer (A-3) had a polystyrene conversion weight average molecular weight Mw of 600,000 and Mw/Mn of 7.0 by GPC.

<Adhesive layer (4) used for optical laminate of Comparative Example 1>

(Preparation of acrylic resin (A-4))

A mixed solution of 61.9 parts of butyl acrylate, 1.9 parts of 2-hydroxyethyl acrylate, and 86.4 parts of ethyl acetate as a solvent is introduced into a reaction vessel equipped with a cooling tube, a nitrogen introduction tube, a thermometer, and a stirrer, and nitrogen gas is used in the air in the apparatus. was replaced, and the internal temperature was raised to 60 °C while not containing oxygen. Then, the whole amount of the solution which melt|dissolved 0.4 part of azobisisobutyronitrile (polymerization initiator) in 10 parts of ethyl acetate was added. The obtained mixture was kept at 60°C for 1 hour, and ethyl acetate was continuously added to the reaction vessel at an addition rate of 17.3 parts/hr while maintaining the internal temperature at 50 to 70°C, and the concentration of the acrylic resin was 35%. At this point, the addition of ethyl acetate was stopped, and the temperature was maintained at this temperature until 12 hours passed from the start of the addition of ethyl acetate. Finally, ethyl acetate was added to adjust the concentration of the acrylic resin to 20% to prepare an ethyl acetate solution of the acrylic resin. As for the obtained acrylic resin, the weight average molecular weight Mw of polystyrene conversion by GPC was 600,000, and Mw/Mn was 7.0. Let this be an acrylic resin (A-4). The glass transition temperature by DSC was -52.9°C.

(Preparation of pressure-sensitive adhesive composition and pressure-sensitive adhesive layer)

(a) Preparation of pressure-sensitive adhesive composition

In an ethyl acetate solution (resin concentration: 20%) of an acrylic resin (A-4), 0.5 parts of a crosslinking agent (Coronate L, solid content: 75%: manufactured by Tosoh), a silane compound (Shin-Etsu Kaga) with respect to 100 parts of the solid content of the solution KU Kogyo Co., Ltd.: KBM-403) 0.5 parts and represented by the following formula (aa2) described as the light selective absorption compound (2) in Synthesis Example 2 described in paragraph [0142] of Japanese Patent Application Laid-Open No. 2019-007001 2.5 parts of compounds (light selective absorbers) were mixed, 2-butanone was added so that solid content concentration might be set to 14 %, and the adhesive composition (4) was obtained. In addition, the compounding quantity of the said crosslinking agent (Coronate L) is the number of parts by mass as an active ingredient.

(b) Preparation of the pressure-sensitive adhesive layer

By the method similar to Example 1, the adhesive layer 4 was produced from the adhesive composition.

<Adhesive layer (5) used for optical laminate of Comparative Example 2>

Preparation of the adhesive composition WHEREIN: The adhesive layer 5 was produced by the method similar to preparation of the adhesive layer 4 except having made the compounding quantity of a light selective absorber into 3.7 parts.

<Adhesive layer (6) used for optical laminate of Comparative Example 3>

Preparation of the adhesive composition WHEREIN: The compounding quantity of the light selective absorber was made into 2.5 parts, and the adhesive layer 6 was produced by the method similar to preparation of the adhesive layer 4 except having made the thickness of an adhesive layer into 17 micrometers.

[Preparation of the second pressure-sensitive adhesive layer]

To a solution of the acrylic resin (A-4) in ethyl acetate (resin concentration: 20%), 0.5 parts of a crosslinking agent (Coronate L, solid content: 75%: manufactured by Tosoh) and a silane compound (manufactured by Shin-Etsu Chemical: KBM-403) 0.5 parts was mixed, 2-butanone was added so that solid content concentration might be set to 14 %, and the adhesive composition (7) was obtained. In addition, the compounding quantity of the said crosslinking agent (Coronate L) is the number of parts by mass as an active ingredient.

The pressure-sensitive adhesive composition 7 is applied to the release-treated surface of the separator used to prepare the light-selective absorbent pressure-sensitive adhesive layer using an applicator so that the thickness of the pressure-sensitive adhesive layer after drying is 15 μm or 25 μm, and dried at 100° C. for 1 minute. to prepare a second pressure-sensitive adhesive layer.

[Production of optical laminate]

(Example 1)

The pressure-sensitive adhesive layer 1 was bonded to the polarizer side of the produced single-sided protection polarizing plate, and the separator was peeled off. The surface from which the separator of the adhesive layer 1 was peeled, and the 1st liquid crystal hardened layer side of the produced retardation laminated body were bonded, and the base film of the 2nd liquid crystal hardened layer was peeled. The 2nd adhesive layer with a separator which has the thickness of Table 1 was bonded to the surface from which the base film was peeled. The optical laminate of Example 1 had a structure as shown in FIG.

(Examples 2 and 3, Comparative Examples 1-3)

By the same method as the optical laminate of Example 1, using the pressure-sensitive adhesive layer (2) in place of the pressure-sensitive adhesive layer (1) of Example 1, the optical laminate of Example 2, using the pressure-sensitive adhesive layer (3) The optical laminated body of Example 3, the optical laminated body of Comparative Example 1 using the adhesive layer 4, the optical laminated body of Comparative Example 2 using the adhesive layer 5, the adhesive layer 6 is used Thus, the optical laminate of Comparative Example 3 was prepared, respectively.

[Measurement of absorbance of adhesive layer]

After bonding the pressure-sensitive adhesive layer (1) to the pressure-sensitive adhesive layer (6) to glass, peeling the separator, and bonding a cycloolefin polymer (COP) film (ZF-14 manufactured by Nippon Zeon Corporation) to the pressure-sensitive adhesive layer, the pressure-sensitive adhesive A laminate for layer evaluation was produced. The laminate for evaluation of the pressure-sensitive adhesive layer was set in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and absorbance was measured in a wavelength range of 300 to 800 nm in 1 nm step by a double beam method. Table 1 shows the absorbance at a wavelength of 410 nm of the prepared pressure-sensitive adhesive layer. In addition, both the absorbance of glass and the absorbance of a COP film in wavelength 410nm are 0.

[Measurement of weight average molecular weight (Mw)]

The weight average molecular weight (Mw) of the light-selective absorptive polymers (A-1), (A-2), (A-3) and the acrylic resin (A-4) is the number average molecular weight (Mn) in terms of polystyrene, the mobile phase It calculated|required by the following size exclusion chromatography (SEC) using tetrahydrofuran for (移kinetic phase). The (meth)acrylic polymer to be measured was dissolved in tetrahydrofuran at a concentration of about 0.05 mass%, and 10 µL was injected into the SEC. The mobile phase was flowed at a flow rate of 1.0 mL/min. As the column, PLgel MIXED-B (manufactured by Polymer Laboratories) was used. A UV-VIS detector (trade name: Agilent GPC) was used as the detector.

[Measurement of boron content]

0.2 g of the polarizer was dissolved in 200 g of a 1.9 wt% mannitol aqueous solution. The obtained aqueous solution was titrated with 1 mol/L NaOH aqueous solution, and the boron content of the polarizer was computed by comparison with the quantity of the NaOH liquid required for neutralization, and a calibration curve.

[Moisture and heat resistance test and observation of discoloration]

After peeling the separator of the optical laminated body obtained in Examples 1-3 and Comparative Examples 1-3 and bonding to an alkali-free-glass plate, it was left to stand in the environment of the temperature of 65 degreeC, and 90%RH of humidity for 500 hours. Then, the polarizing plate used as a cross nicol relationship was bonded to the alkali-free-glass surface opposite to the tested optical laminated body, it observed with the optical microscope, and the observation image was preserve|saved. As the optical microscope, "VHX-500" manufactured by Kiens Corporation was used. 3 : shows an example of the observation image in an optical microscope. In Fig. 3, when observed along a straight line (a straight line extending in the vertical direction from the end 50) indicated by an arrow in the inward direction from the end portion 50 of the optical laminate, the discoloration region 51 and discoloration do not occur. It can be seen that there is a non-discolored area (non-discolored area) 52 .

[Measurement of the amount of discoloration by image processing]

The image observed under the microscope was converted into 256 black-and-white gradations (0 to 255) using image analysis software "ImageJ (free software)". The method of converting to 256 grayscales (0 to 255) in black and white was a method of taking the average of RGB values. 4 shows an example of data after conversion. The midpoint (middle of the discoloration gradation) between the discolored region 51 and the non-discolored region 52 in the gradation profile in the vertical direction (arrow in Fig. 3) with respect to the end 50 of the optical laminate is the optical laminate. It was set as the discoloration edge part (FIG. 4), and the distance (micrometer) of the discoloration edge part from the edge part 50 of an optical laminated body (micrometer) was measured as a discoloration distance. Table 1 shows the discoloration distance of the optical laminate. The smaller the discoloration distance, the narrower the discoloration range, and the better the heat-and-moisture resistance.

By comparing the discoloration distance between optical laminates (Example 1 and Comparative Example 1, Example 2 and Comparative Example 2, Example 3 and Comparative Example 3) using the pressure-sensitive adhesive layer showing the same absorbance, the difference and the discoloration distance The improvement rate ((absolute value of difference/discoloration distance of Comparative Examples 1 to 3) x 100) is shown in Table 1.

10: polarizer 11: protective film
20: light selective absorptive adhesive layer 30: first retardation layer
31: second retardation layer 32: second pressure-sensitive adhesive layer
33: adhesive layer 50: end of optical laminate
51: discoloration area 52: non-discoloration area
100, 200: optical laminate 300: retardation laminate

Claims (10)

An optical laminate comprising a polarizer and a light-selective absorptive pressure-sensitive adhesive layer laminated in contact with the polarizer,
The polarizer has an iodine adsorption orientation, and a boron content is 5.0% by mass or less,
The pressure-sensitive adhesive composition for forming the light-selective absorptive pressure-sensitive adhesive layer is an optical laminate comprising a light-selective absorptive polymer. The optical laminate according to claim 1, further comprising a protective film laminated on a side opposite to the light selective absorptive pressure-sensitive adhesive layer side of the polarizer. According to claim 1 or 2, wherein the light-selective absorptive polymer has the following formula (1):
>NC=CC=C< (1)
[However, all one N atom and four C atoms constituting the general formula (1) do not constitute part or all of the aromatic heterocycle.]
An optical laminate, which contains a structural unit having a structure represented by , and is a resin having a glass transition temperature of 40°C or less. The optical laminate according to claim 3, wherein in the light-selective absorptive polymer, the content of the structural unit having the structure represented by the formula (1) is 0.01 parts by mass or more and 50 parts by mass or less with respect to 100 parts by mass of all the structural units. The optical laminate according to any one of claims 1 to 4, wherein the light-selective absorptive polymer has a weight average molecular weight of 300,000 or more. The optical laminate according to any one of claims 1 to 5, wherein the pressure-sensitive adhesive composition does not contain a light-selective absorber, or the content of the light-selective absorber is 0.1 parts by mass or less with respect to 100 parts by mass of all resin components. The optical laminate according to any one of claims 1 to 6, further comprising a λ/4 retardation layer laminated on a side opposite to the polarizer of the light selective absorptive pressure-sensitive adhesive layer. The optical laminate according to any one of claims 1 to 7, which is a polarizing plate for antireflection. An image display device comprising an image display panel and the optical laminate according to claim 8 disposed on the front surface of the image display panel. The image display device according to claim 9, which is an organic EL display device.

Images