WO2019131489A1

WO2019131489A1 - Optical laminate body and display device

Info

Publication number: WO2019131489A1
Application number: PCT/JP2018/047197
Authority: WO
Inventors: 光敬佐▲瀬▼; 健一郎大家; 悠 ▲高▼石
Original assignee: 住友化学株式会社
Priority date: 2017-12-27
Filing date: 2018-12-21
Publication date: 2019-07-04
Also published as: TWI813612B; JP7253499B2; CN111566524B; TW201934669A; CN111566524A; JPWO2019131489A1; KR20200103735A

Abstract

An optical laminate body includes an optical film and an adhesive layer, the optical film and/or the adhesive layer including one or more tetraazaporphyrin compounds having the structure represented by general formula (1). [In formula (1): R101a – R101d and R102a – R102d each independently represents an alkyl group that may have a substituent, or an aryl group that may have a substituent; X represents an alkyl group that may have a substituent, an aryl group that may have a substituent, an alkyl group that may have a substituent, or a group represented by general formulas (X1) – (X4); and Y represents a hydrogen atom, an alkyl group that may have a substituent, an aryl group that may have a substituent, or the group represented by general formula (Y1).]

Description

OPTICAL LAMINATE AND DISPLAY DEVICE

The present invention relates to an optical laminate and a display using the same.

2. Description of the Related Art In display devices such as liquid crystal display devices and organic electroluminescence (organic EL) display devices, the color gamut is expanded to be able to express many colors. In order to expand the color gamut in a display device, it is known to improve the color purity using a film or the like containing a specific dye (Japanese Patent No. 4499960 (Patent Document 1), Japanese Patent Application Laid-Open No. 2016-75892 Gazette (patent document 2) etc.).

Patent No. 4499960 gazette Unexamined-Japanese-Patent No. 2016-75892

The present invention, even when used in a display device such as an organic EL display device or a liquid crystal display device, absorbs light having an absorption wavelength in a specific wavelength range from light incident on an optical laminate, and has good optical performance. An object of the present invention is to provide an optical laminate capable of realizing durability and a display device using the same.

The present invention provides the following optical laminate and display device.
[1] An optical laminate comprising an optical film and an adhesive layer,
The optical laminated body which contains 1 or more types of tetraaza porphyrin compounds of the structure represented by following General formula (1) in at least one of the said optical film and the said contact bonding layer.

[In the general formula (1), each of R ^101a to R ^101d and R ^102a to R ^102d independently represents an alkyl group which may have a substituent or an aryl group which may have a substituent. ,
X is an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formulas (X1) to (X4) Represents a group to be represented,

Y represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formula (Y1) Represents the group to be

R ²⁰¹ and R ²⁰² each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, a substituent Represents an optionally substituted ferrocene or an aryloxy group which may have a substituent,
R ³⁰¹ and R ³⁰² each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
R ⁴⁰¹ is an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or an aryl which may have a substituent Represents an oxy group,
R ⁵⁰¹ to R ⁵⁰³ each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
In the general formulas (X1) to (X4) and the general formula (Y1), * represents a bonding site to an oxygen atom. ]
[2] In the general formula (1),
X represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a group represented by any of the general formulas (X1) to (X4),
Y represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a group represented by the above general formula (Y1),
R ²⁰¹ and R ²⁰² each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or a substituent The optical laminate according to claim 1, which represents an aryloxy group which may be possessed.
[3] The optical laminate according to [1] or [2], which contains the tetraazaporphyrin compound in the adhesive layer.
[4] The optical laminate according to [3], wherein the adhesive layer includes a pressure-sensitive adhesive layer.
[5] The optical laminate according to any one of [1] to [4], which contains the tetraazaporphyrin compound in the optical film.
[6] The optical laminate according to [5], wherein the optical film is a protective film.
[7] A display device comprising the optical laminate according to any one of [1] to [6], and an image display device,
The said optical laminated body is a display apparatus arrange | positioned by the visual recognition side rather than the said image display element.
[8] The display device according to [7], which is a liquid crystal display device or an organic electroluminescent display device.

The optical layered body of the present invention absorbs light having an absorption wavelength in a specific wavelength range from light incident on the optical layered body when used in a display device such as an organic EL display device or a liquid crystal display device. Good optical durability can be realized.

(A) And (b) is a schematic sectional drawing which shows an example of an optical laminated body. (A) is a schematic sectional drawing which shows an example of an organic electroluminescence display, (b) is a schematic sectional drawing which shows an example of a liquid crystal display device.

(Optical laminate)
The optical laminate is an optical laminate including an optical film and an adhesive layer, and at least one of the optical film and the adhesive layer is a tetraazaporphyrin compound having a structure represented by the general formula (1) described later (hereinafter referred to as It contains one or more kinds of "tetraazaporphyrin compound (1)" in some cases.

The optical laminate contains the tetraazaporphyrin compound (1) in at least one of the optical film and the adhesive layer. The tetraazaporphyrin compound (1) may be contained in any one of the optical film and the adhesive layer constituting the optical laminate, and may be contained in two or more. The tetraazaporphyrin compound (1) contained in the optical film or the adhesive layer may be one type or two or more types. When two or more of the optical film and the adhesive layer contain the tetraazaporphyrin compound (1), the tetraazaporphyrin compounds (1) contained in each may be the same as or different from each other .

The method for incorporating the tetraazaporphyrin compound (1) in the optical film is not particularly limited. For example, [i] a method of kneading and forming a film with the resin constituting the optical film, and [ii] the resin constituting the optical film or the monomer of this resin, and the tetraazaporphyrin compound (1) A method of dispersing or dissolving in an organic solvent and forming into a film by a casting method or the like can be employed. Moreover, you may use as an optical film what coated the resin base film the coating liquid which made [iii] tetraaza porphyrin compound (1) disperse | distribute or melt | dissolve in binder resin or an organic solvent. The thickness of the optical film is not particularly limited, but can be, for example, 1 μm to 200 μm.

When the optical film contains the tetraazaporphyrin compound (1), the content is not particularly limited. For example, the tetraazaporphyrin compound (1) can be 0.001 parts by mass or more, preferably 0.1 parts by mass or more, with respect to 100 parts by mass of the base polymer constituting the optical film. The content is more preferably 2 parts by mass or more, and can be 10 parts by mass or less, preferably 3 parts by mass or less, and more preferably 0.5 parts by mass or less.

The method for incorporating the tetraazaporphyrin compound (1) in the adhesive layer is also not particularly limited, and the tetraazaporphyrin compound (1) is added when preparing the adhesive composition or the pressure-sensitive adhesive composition constituting the adhesive layer. do it. The thickness of the adhesive layer is not particularly limited, but can be, for example, 1 μm to 100 μm.

When the adhesive layer contains the tetraazaporphyrin compound (1), the content is not particularly limited. For example, 0.01 part by mass or more of the tetraazaporphyrin compound (1) can be added to 100 parts by mass of the base polymer constituting the adhesive and / or the adhesive contained in the adhesive layer. The content is preferably at least parts, more preferably at least 0.2 parts by mass, and can be at most 10 parts by mass, preferably at most 5 parts by mass, and at most 0.5 parts by mass It is more preferable that

An optical laminated body can be used for display apparatuses, such as an organic electroluminescent (organic EL) display apparatus and a liquid crystal display apparatus, and can be bonded and used for the visual recognition side of the image display element of this display apparatus. Although the laminated structure is not particularly limited as long as the optical laminated body includes one or more optical films and one or more adhesive layers, for example, it has a laminated structure shown in FIGS. 1 (a) and 1 (b). it can.

FIGS. 1A and 1B are schematic cross-sectional views showing an example of an optical laminate. The optical laminated body 10 shown to Fig.1 (a) can be used for an organic electroluminescence display. The optical laminate 10 can include, for example, a pressure-sensitive adhesive layer 11 for an image display element, a retardation film 12, a pressure-sensitive adhesive layer 13, a first protective film 14, a polarizing film 15, and a second protective film 16 in this order. The pressure-sensitive adhesive layer 11 for image display element and the pressure-sensitive adhesive layer 13 each correspond to the above-mentioned adhesive layer, and the retardation film 12, the first protective film 14, the polarizing film 15, and the second protective film 16 are all It corresponds to the optical film described above.

The first protective film 14, the polarizing film 15, and the second protective film 16 in the optical laminate 10 constitute a polarizing plate, and the first protective film 14 and the second protective film 16 are bonded to the polarizing film 15. An adhesive layer may be provided on the surface side. The pressure-sensitive adhesive layer 11 for image display element is used for bonding to a light emitting layer including an organic EL element which is an image display element of an organic EL display device. A separator (release film) (not shown) may be provided on the surface of the pressure-sensitive adhesive layer 11 for image display element on the opposite side to the retardation film 12.

The optical laminate 20 shown in FIG. 1B can be used in a liquid crystal display device. The optical laminate 20 can include, for example, the image display element pressure-sensitive adhesive layer 21, the first protective film 24, the polarizing film 25, and the second protective film 26 in this order. The image display element pressure-sensitive adhesive layer 21 corresponds to the above-mentioned adhesive layer, and the first protective film 24, the polarizing film 25 and the second protective film 26 all correspond to the above-mentioned optical film.

The first protective film 24, the polarizing film 25, and the second protective film 26 in the optical laminate 20 constitute a polarizing plate, and the first protective film 24 and the second protective film 26 are bonded to the polarizing film 25. An adhesive layer may be provided on the surface side. The image display element pressure-sensitive adhesive layer 21 is used to bond to a liquid crystal cell which is an image display element of a liquid crystal display device. A separator (release film) (not shown) may be provided on the surface of the image display element adhesive layer 21 opposite to the first protective film 24.

The tetraazaporphyrin compound (1) can be contained in at least one of the optical film and the adhesive layer constituting the

optical laminates

10 and 20 shown in FIGS. 1 (a) and 1 (b). In the optical laminate 10 shown in FIG. 1A, for example, one or more of the pressure-sensitive adhesive layer 11, the pressure-sensitive adhesive layer 13, the first protective film 14, and the second protective film 15 for an image display element An azaporphyrin compound can be included. In the optical laminated body 20 shown in FIG. 1 (b), for example, one or more of the pressure-sensitive adhesive layer 21 for image display element, the first protective film 24, and the second protective film 25 is a tetraazaporphyrin compound (1) Can be included.

The optical

laminated bodies

10 and 20 shown to FIG. 1 (a) and (b) are only an example, and may have laminated structures other than the above. For example, the second

protective films

16 and 26 may have further layers such as a film with an antiglare function and a film with a surface anti-reflection function on the surface opposite to the

polarizing films

15 and 25. Further, the first

protective films

15, 25 may have a function as a retardation film, and the second

protective films

16, 26 have an antiglare function, a surface reflection preventing function, a function as a retardation film, etc. May be included.

The above optical laminate includes the tetraazaporphyrin compound (1), and can therefore absorb light exhibiting an orange color having an absorption maximum wavelength in the wavelength range of 570 to 620 nm. Therefore, by laminating the above-described optical laminate on the viewing side of the image display element of the display device, it is possible to absorb light having an absorption wavelength in the wavelength range of 570 to 620 nm from light incident on the optical laminate. The light transmitted through the optical laminate can improve the color purity of the green light and the red light as compared to the light incident on the optical laminate. In the conventional display device which does not use the above-mentioned optical layered product, although the separation nature of green light and red light was not enough, in the display using the above-mentioned optical layered product, green light and red color It can be expected to improve the separation from light. In addition, by using the above-described optical laminate for a display device, the light having an absorption wavelength in the wavelength range of 570 to 620 nm is absorbed to improve the color purity, and the change in transmittance before and after the moist heat test is reduced. Optical durability that can be achieved can be realized.

Hereinafter, each member which comprises an optical laminated body is explained in full detail.
(Optical film)
As an optical film, a polarizing film; a protective film provided to protect the surface of a polarizing film or the like; a retardation film; an optical compensation film other than a retardation film; a film with an antiglare function having an uneven shape on the surface; A film with a preventive function; a reflective film having a reflective function on the surface; a semi-transmissive reflective film having both a reflective function and a transmissive function; a light diffusion film; a hard coat film and the like. The optical laminate can include one or more of the optical films described above.

Examples of the polarizing film include those in which iodine is oriented in a polyvinyl alcohol-based resin layer, and those in which a liquid crystal compound and a dichroic dye are oriented.

The material in the case where the optical film is other than a polarizing film is not particularly limited, but is preferably a light transmitting (preferably optically transparent) thermoplastic resin. Examples of such thermoplastic resins include polyolefin resins such as chain-like polyolefin resins (polyethylene resins, polypropylene resins etc.), cyclic polyolefin resins (norbornene resins etc); triacetyl cellulose, diacetyl cellulose and cellulose Cellulose ester resins such as acetate propionate; polyester resins such as polyethylene terephthalate and polyethylene naphthalate; polycarbonate resins; (meth) acrylic resins such as (meth) acrylic acid and methyl poly (meth) acrylate; polyvinyl Examples thereof include alcohols and vinyl alcohol resins such as polyvinyl acetate; polystyrene resins; mixtures thereof, copolymers and the like. In the present specification, “(meth) acrylic” means “at least one of acrylic and methacrylic”. These resins contain one or more additives such as lubricants, plasticizers, dispersants, heat stabilizers, ultraviolet absorbers, infrared absorbers, antistatic agents, antioxidants, light diffusing agents such as fine particles, etc. You may contain.

(Adhesive layer)
The adhesive layer may be one for bonding two optical films contained in the optical laminate, and may be one for bonding the optical laminate to, for example, another member such as an image display element. . The adhesive layer can be an adhesive layer formed of an adhesive, a pressure-sensitive adhesive layer formed of a pressure-sensitive adhesive, or a layer formed of an adhesive and a pressure-sensitive adhesive.

Examples of the adhesive that can be used for the adhesive layer include water-based adhesives, active energy ray-curable adhesives, and combinations thereof. Examples of the water-based adhesive include polyvinyl alcohol-based resin aqueous solution, water-based two-component urethane-based emulsion adhesive, and the like. The active energy ray-curable adhesive is an adhesive which is cured by irradiation with active energy rays such as ultraviolet rays, and includes, for example, a polymerizable compound and a photopolymerizable initiator, and a photoreactive resin, Examples thereof include those containing a binder resin and a photoreactive crosslinking agent. Examples of the polymerizable compound include photocurable monomers such as photocurable epoxy monomers, photocurable (meth) acrylic monomers and photocurable urethane monomers, and oligomers derived from these monomers. . Examples of the photopolymerization initiator include those containing substances that generate active species such as neutral radicals, anion radicals and cation radicals by irradiation with active energy rays such as ultraviolet light.

As the pressure-sensitive adhesive that can be used for the adhesive layer, conventionally known pressure-sensitive adhesives can be used. Examples of the pressure-sensitive adhesive include (meth) acrylic pressure-sensitive adhesives, urethane-based pressure-sensitive adhesives, silicone-based pressure-sensitive adhesives, polyester-based pressure-sensitive adhesives, polyamide-based pressure-sensitive adhesives, polyether-based pressure-sensitive adhesives, fluorine-based pressure-sensitive adhesives and rubber-based pressure-sensitive adhesives Etc. Further, it may be an energy ray-curable pressure-sensitive adhesive, a heat-curable pressure-sensitive adhesive, or the like. Among these, (meth) acrylic pressure-sensitive adhesives are preferably used from the viewpoints of transparency, adhesive strength, reliability and the like.

The acrylic pressure-sensitive adhesive is not particularly limited, but it is a polymer containing (meth) acrylic acid ester as the main component (containing 50% by mass or more), and one of (meth) acrylic acid ester It may be a homopolymer, or it may be a copolymer of (meth) acrylic acid ester and another (meth) acrylic acid ester or the like. As (meth) acrylic acid ester, butyl (meth) acrylate, ethyl (meth) acrylate, methyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, (meth) acrylic The acid 2-phenoxyethyl etc. can be mentioned. Furthermore, polar monomers may be copolymerized in the polymer mainly composed of these (meth) acrylic acid esters. Examples of polar monomers include (meth) acrylic acid, 2-hydroxypropyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, (meth) acrylamide, 2- (N, N-dimethylamino) ethyl (meth) acrylamide The monomer which has polar functional groups, such as a carboxyl group, a hydroxyl group, an amido group, an amino group, an epoxy group, such as meta) acrylate and glycidyl (meth) acrylate, can be mentioned. The acrylic pressure-sensitive adhesive may have a weight average molecular weight (Mw) of 100,000 or more, preferably 600,000 or more, and usually 2,500,000 or less.

Although these acrylic pressure-sensitive adhesives can be used alone, they are usually used in combination with a crosslinking agent. The crosslinking agent is a divalent or polyvalent metal ion which forms a metal salt of a carboxylic acid with a carboxyl group, a polyamine compound which forms an amide bond with a carboxyl group, A polyepoxy compound or a polyol compound which forms an ester bond with a carboxyl group, a polyisocyanate compound which forms an amide bond with a carboxyl group, and the like can be mentioned. Among them, polyisocyanate compounds are preferably used.

Various additives may be further added to the adhesive and the pressure-sensitive adhesive. Examples of the additive include a silane coupling agent, an antistatic agent, a rework agent, a tackifying resin, an antioxidant, an ultraviolet absorber, an antifoamer, a corrosive agent, and a light diffusing agent such as fine particles.

(Tetraazaporphyrin compound)
The tetraazaporphyrin compound (1) has a structure represented by the following general formula (1).

R ²⁰¹ and R ²⁰² each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, a substituent Represents an optionally substituted ferrocene or an aryloxy group which may have a substituent,
R ³⁰¹ and R ³⁰² each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
R ⁴⁰¹ is an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or an aryl which may have a substituent Represents an oxy group,
R ⁵⁰¹ to R ⁵⁰³ each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
In the general formulas (X1) to (X4) and the general formula (Y1), * represents a bonding site to an oxygen atom. ]

In the above general formula (1), R ^101a to R ^101d and R ^102a to R ^102d are substituents which bind to the tetraazaporphyrin skeleton.
The four substituents of R ^101a to R ^101d are preferably the same, and the four substituents of R ^102a to R ^102d are preferably the same.
That is, it is preferable that the combination of R ^101a and R ^102a , the combination of R ^101b and R ^102b , the combination of R ^101c and R ^102c, and the combination of R ^101d and R ^102d be the same.
^When the combination of the ^{R 101a} and ^{R ^102a,} combination of ^{R 101b} and ^{R 102} ^b, a combination of ^{R 101c} and ^{R ^102c,} a combination of ^{R 101d} and ^{R 102d} are the ^{same, R 101a} and ^{R 102a,} R ^101b and ^R ^{102b, R 101c} and ^R ^102c, the positional relationship of the two substituents four different isomers of ^{R 101d} and ^{R 102d} are present.
The above general formula (1) is meant to include all four kinds of isomers. Moreover, only one of these isomers may be contained in the tetraazaporphyrin compound (1) contained in an optical laminated body, and multiple types may be contained as a mixture.

R ^101a to R ^101d and R ^102a to R ^102d each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent.

^Examples of the alkyl group which may have a substituent as R ^101a to R ^101d and R ^102a to R ^{102d in the} general formula (1) include a linear, branched or cyclic alkyl group.
As a linear, branched or cyclic alkyl group, methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-group -Linear alkyl groups such as nonyl group, n-decyl group, n-undecyl group, n-dodecyl group, n-tridecyl group, n-tetradecyl group and n-pentadecyl group;
Isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, 2-methylbutyl group, 1-methylbutyl group, neopentyl group, 1,2-dimethylpropyl group, 1,1-dimethylpropyl group, 4-methylpentyl group , 3-methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, 3,3-dimethylbutyl group, 2,3-dimethylbutyl group, 1,3-dimethylbutyl group, 2,2-dimethylbutyl group 1,2-dimethylbutyl, 1,1-dimethylbutyl, 3-ethylbutyl, 2-ethylbutyl, 1-ethylbutyl, 1,1,2-trimethylpropyl, 1-ethyl-2-methylpropyl Group, 2-methylhexyl group, 3-methylhexyl group, 4-methylhexyl group, 5-methylhexyl group, 1-ethylpentyl group, 2, -Dimethylpentyl group, 2-ethylhexyl group, 2,5-dimethylhexyl group, 2,5,5-trimethylpentyl group, 2,4-dimethylhexyl group, 2,2,4-trimethylpentyl group, 1,1- Dimethylhexyl group, 1,1,3,3-tetramethylbutyl group, 3,5,5-trimethylhexyl group, 4-ethyloctyl group, 4-ethyl-4,5-dimethylhexyl group, 1,3,5 , 7-tetramethyloctyl group, 4-butyloctyl group, 6,6-diethyloctyl group, 6-methyl-4-butyloctyl group, 3,5-dimethylheptadecyl group, 2,6-dimethylheptadecyl group, Branched alkyl groups such as 2,4-dimethylheptadecyl and 2,2,5,5-tetramethylhexyl;
Cyclic alkyl groups such as cyclopentyl, cyclohexyl, 1-cyclopentyl-2,2-dimethylpropyl, 1-cyclopentyl-2,2-dimethylpropyl, 1-cyclohexyl-2,2-dimethylpropyl (cycloalkyl Group); Among these, a linear or branched alkyl group having 1 to 10 carbon atoms is preferable, and a tert-butyl group is more preferable.

Further, examples of the alkyl group having a substituent include those in which part or all of the hydrogen atoms of the alkyl group are substituted with halogen, and examples thereof include chloromethyl group, dichloromethyl group, fluoromethyl group, tri A fluoromethyl group, a pentafluoroethyl group, a nonafluorobutyl group etc. are mentioned.

^Examples of the aryl group which may have a substituent as ^R101a to ^R101d and ^R102a to ^{R102d in} the general formula (1) include phenyl group, nitrophenyl group, cyanophenyl group, hydroxyphenyl group, carboxyphenyl group Group, methylphenyl group, dimethylphenyl group, trimethylphenyl group, fluorophenyl group, chlorophenyl group, bromophenyl group, methoxyphenyl group, ethoxyphenyl group, trifluoromethylphenyl group, N, N-dimethylaminophenyl group, naphthyl group And nitronaphthyl group, cyanonaphthyl group, hydroxynaphthyl group, methylnaphthyl group, fluoronaphthyl group, chloronaphthyl group, bromonaphthyl group, trifluoromethylnaphthyl group and the like.

In the general formula (1), it is preferable that R ^102a to R ^102d be each independently a group represented by the following general formula (R1).

[In the general formula (R1), R ^601a to R ^601e each independently represent a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent, or a substituent] It represents an aryl group which may have a group, an aryloxy group which may have a substituent, and * represents a bonding site to a tetraazaporphyrin skeleton. ]

Examples of the alkyl group which may have a substituent as R ^601a to R ^{601e in} the general formula (R1) include the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. Alkyl group which may be mentioned.
Examples of the aryl group which may have a substituent as R ^601a to R ^{601e in} the general formula (R1) include the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. Also included are aryl groups.
Specifically, phenyl group, nitrophenyl group, cyanophenyl group, hydroxyphenyl group, carboxyphenyl group, methylphenyl group, dimethylphenyl group, trimethylphenyl group, fluorophenyl group, chlorophenyl group, bromophenyl group, methoxyphenyl group, Ethoxyphenyl group, trifluoromethylphenyl group, N, N-dimethylaminophenyl group, naphthyl group, nitronaphthyl group, cyanonaphthyl group, hydroxynaphthyl group, methylnaphthyl group, fluoronaphthyl group, chloronaphthyl group, bromonaphthyl group, A trifluoromethyl naphthyl group etc. are mentioned.

The alkoxy group which may have a substituent as R ^601a to R ^{601e in} the general formula (R1) is a methoxy group, an ethoxy group, an n-propoxy group, an iso-propoxy group, an n-butoxy group, iso And -butoxy, sec-butoxy, tert-butoxy, n-pentoxy, iso-pentoxy, neo-pentoxy, n-hexyloxy, n-cyclohexyloxy and n-dodecyloxy.
A fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 1,1,2,2,2-pentafluoroethoxy group, a 1 ,, as a part of or all of the hydrogen atoms of an alkoxy group are substituted with a halogen 1,2,2-Tetrafluoroethoxy, 1,1,2-trifluoroethoxy, 1,2,2-trifluoroethoxy, 2,2,2-trifluoroethoxy, 2,2-difluoroethoxy Group, 1,2-difluoroethoxy group, 1,1-difluoroethoxy group, 2-fluoroethoxy group, 1-fluoroethoxy group, 2,2,3,3-tetrafluoro-1-propoxy group, 2,2,2, 3,3,3-pentafluoro-1-propoxy group, 2,2,3,3,4,4,4-heptafluoro-1-butoxy group, 2,2,3,4,4,4-hexene Fluoro-1-butoxy, 2,2,3,3,4,4,5,5-octafluoro-1-pentyloxy, 3,3,4,4,5,5,6,6,6- Nonafluoro-1-hexyloxy group, 4,4,5,5,6,6,7,7,7-nonafluoro-1-heptyloxy group, 2,2,3,3,4,4,5,5, 6,6,7,7-dodecafluoro-1-heptyloxy group, 7,7,8,8,8-pentafluoro-1-octyloxy group, 3,3,4,4,5,5,6, 6,7,7,8,8,8-tridecafluoro-1-octyloxy group, 2,2,3,3,4,4,5,5,6,6,7,7,8,8, 9,9-hexadecafluoro-1-nonyloxy group, 4,4,5,5,6,6,7,7,8,8,9,9,9,9-tridecafluoro-1-nonyl oxy Group, 7, 7, 8, 8, 9, 9, 10, 10, 10-nonafluoro-1-decyloxy group, 3,3,4,4,5,5,6,6,7,7,8,8 9, 9, 10, 10, 10-heptadecafluoro-1-decyloxy group, 4, 4, 5, 5, 6, 6, 7, 7, 8, 8, 9, 9, 10, 10, 10- Pentadecafluoro-1-decyloxy group, 7, 7, 8, 8, 9, 9, 10, 11, 11, 12, 12, 12-tridecafluoro-1-dodecyloxy group 3, 3, 4 4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Henicosafluoro-1-dodecyloxy group 7,7,8 , 8, 9, 9, 10, 10, 11, 11, 12, 12, 13, 13, 14, 14, 14-heptadecafluoro-1-tetrade Silyloxy group, 1H, 1H, 2, 5-bis (trifluoromethyl) -3, 6-dioxaundecafluoro-1-nonyloxy group, 6- (perfluoro-1-methylethyl) -1-hexyloxy group , 2- (perfluoro-1-methylbutyl) -1-ethoxy group, 2- (perfluoro-3-methylbutyl) ethoxy group, 2- (perfluoro-7-methyloctyl) ethoxy group, 2H-hexafluoro-2 And -propoxy group, 2,2-bis (trifluoromethyl) -1-propoxy group and the like.

Examples of the aryloxy group which may have a substituent as R ^601a to R ^{601e in} the general formula (R1) include, for example, an aryloxy group having 6 to 20 carbon atoms.
Specifically, phenoxy, 1-naphthoxy, 2-naphthoxy, 2-methylphenoxy, 4-methylphenoxy, 4-tert-butylphenoxy, 2-methoxyphenoxy, 4-iso-propylphenoxy And the like.
The substituent in the aryloxy group which may have a substituent is not particularly limited, and, for example, a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, a linear, branched or branched chain having 1 to 8 carbon atoms Examples thereof include cyclic alkoxy group, amino group, mono- or di-alkylamino group (alkyl carbon number is 1 to 8), halogen atom, cyano group, hydroxy group, nitro group and the like.

Based on the above, specific examples of the group represented by formula (R1) include phenyl group, methylphenyl group, dimethylphenyl group, trimethylphenyl group, fluorophenyl group, chlorophenyl group, bromophenyl group, methoxyphenyl group And ethoxyphenyl and trifluoromethylphenyl.

In addition, at least one of R ^601a to R ^601e in General Formula (R1) is preferably a substituent other than a hydrogen atom.

In addition, as a group represented by General Formula (R1), at least one of R ^601a , R ^601c and R ^601e is, independently of each other, a fluorine atom, a chlorine atom, a bromine atom, a methyl group or methyl trifluoride Those which are substituted by a group (trifluoromethyl group) are preferred.
As specific examples, 2-fluorophenyl group, 3-fluorophenyl group, 4-fluorophenyl group, 2,3-difluorophenyl group, 2,4-difluorophenyl group, 2,5-difluorophenyl group, 2 , 6-difluorophenyl group, 3,4-difluorophenyl group, 3,5-difluorophenyl group, 2,4,6-trifluorophenyl group, 2,3,5,6-tetrafluorophenyl group, 2,3 2,4,5,6-pentafluorophenyl group, 2-chlorophenyl group, 3-chlorophenyl group, 4-chlorophenyl group, 2,3-dichlorophenyl group, 2,4-dichlorophenyl group, 2,5-dichlorophenyl group, 2, 6-dichlorophenyl group, 3,4-dichlorophenyl group, 3,5-dichlorophenyl group, 2,4,6-trichlorophenyl group, 2 3,5,6-tetrachlorophenyl group, 2,3,4,5,6-pentachlorophenyl group, 2-bromophenyl group, 3-bromophenyl group, 4-bromophenyl group, 2,3-dibromophenyl group, 2,4-dibromophenyl group, 2,5-dibromophenyl group, 2,6-dibromophenyl group, 3,4-dibromophenyl group, 3,5-dibromophenyl group, 2,4,6-tribromophenyl group 2,3,5,6-tetrabromophenyl group, 2,3,4,5,6-pentabromophenyl group, 2-methylphenyl group, 3-methylphenyl group, 4-methylphenyl group, 2,3 -Dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group 2,4,6-Trimethylphenyl group, 2,3,5,6-Tetramethylphenyl group, 2,3,4,5,6-pentamethylphenyl group, 2-trifluoromethylphenyl group, 3-trifluoro Methylphenyl group, 4-trifluoromethylphenyl group, 2,3-ditrifluoromethylphenyl group, 2,4-ditrifluoromethylphenyl group, 2,5-ditrifluoromethylphenyl group, 2,6-ditrifluoromethylphenyl group Group, 3,4-ditrifluoromethylphenyl group, 3,5-ditrifluoromethylphenyl group, 2,4,6-tritrifluoromethylphenyl group, 2,3,5,6-tetratrifluoromethylphenyl group, 2 And 3,4,5,6-pentafluoromethylphenyl group and the like.
Among these, 2-fluorophenyl group, 4-fluorophenyl group, 2,4-difluorophenyl group, 2,6-difluorophenyl group, 2-chlorophenyl group, 4-chlorophenyl group, 2,4-dichlorophenyl group 2,6-dichlorophenyl group, 2-bromophenyl group, 4-bromophenyl group, 2,4-dibromophenyl group, 2,6-dibromophenyl group, 2-methylphenyl group, 4-methylphenyl group, 2, 4-dimethylphenyl group, 2,6-dimethylphenyl group, 2-trifluoromethylphenyl group, 4-trifluoromethylphenyl group, 2,4-ditrifluoromethylphenyl group, 2,6-ditrifluoromethylphenyl group preferable.

Among the substituents bonded to the tetraazaporphyrin skeleton, it is preferable that R ^101a to R ^101d be each independently a linear or branched alkyl group which may have a substituent. In particular, it is preferable that all of R ^101a to R ^101d be a tert-butyl group.

Among the substituents bonded to the tetraazaporphyrin skeleton, R ^102a to R ^102d are preferably each independently a group represented by the above general formula (R1). When R ^102a to R ^102d are a group represented by the above general formula (R1), at least one of R ^601a to R ^601e in the general formula (R1) is a substituent other than a hydrogen atom Is preferred.
In particular, it is preferable that all of R ^102a to R ¹⁰² d be a 2-fluorophenyl group.

In the tetraazaporphyrin compound (1), the central metal is Si, and it has a structure in which two O (oxygen atoms) are bonded to Si as axial ligands, and X or Y is bonded to each O. There is.
Hereinafter, examples of preferable structures of X and Y which are a part of structures of axial ligands are described.
X and Y may be the same or different from each other.

X is an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formulas (X1) to (X4) Represents a group to be represented.
In the general formulas (X1) to (X4), * is a bonding site to an oxygen atom.

[R ²⁰¹ may have an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, and a substituent Represents ferrocene or an aryloxy group which may have a substituent,
R ³⁰¹ and R ³⁰² each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
R ⁴⁰¹ is an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or an aryl which may have a substituent Represents an oxy group,
Each of R ⁵⁰¹ to R ⁵⁰³ independently represents an alkyl group which may have a substituent or an aryl group which may have a substituent. ]

Y represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formula (Y1) Represents a group to be
* In General Formula (Y1) is a bonding site to an oxygen atom.

[R ²⁰² may have an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or a substituent Represents an aryloxy group. ]

Examples of the alkyl group which may have a substituent as X or Y and the aryl group which may have a substituent include the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. Examples include an alkyl group which may have, and an aryl group which may have a substituent.
As the aralkyl group which may be substituted represented by X or Y, 4-fluorobenzyl group can be mentioned.

R ²⁰¹ in formula ^(X1), R ²⁰² in formula (Y1) may each independently optionally substituted alkyl group, an optionally substituted aryl group, a substituent It represents an alkoxy group which may have, a ferrocene which may have a substituent, or an aryloxy group which may have a substituent.
As the alkyl group which may have a substituent or the aryl group which may have a substituent, it may have any of the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. A good alkyl group and an aryl group which may have a substituent may be mentioned.
The alkoxy group which may have a substituent, and the aryloxy group which may have a substituent may have any of the substituents mentioned as R ^601a to R ^{601e in} the general formula (R1) Examples thereof include an alkoxy group and an aryloxy group which may have a substituent.
The ^{R 202} ^{R 201,} in the formula (Y1) may in general formula (X1), a phenyl group, 1-ethylpentyl group, 3-nitrophenyl group, 4-carboxyphenyl group, 3-carboxyphenyl group, 4-hydroxy Preferred is a phenyl group, ferrocene or the like.

R ³⁰¹ and R ³⁰² in the general formula (X2) each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent.
As the alkyl group which may have a substituent or the aryl group which may have a substituent, it may have any of the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. A good alkyl group and an aryl group which may have a substituent may be mentioned.

R ⁴⁰¹ in the general formula (X3) each independently represents an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or Represents an aryloxy group which may have a substituent.
As the alkyl group which may have a substituent or the aryl group which may have a substituent, it may have any of the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. A good alkyl group and an aryl group which may have a substituent may be mentioned.
The alkoxy group which may have a substituent, and the aryloxy group which may have a substituent may have any of the substituents mentioned as R ^601a to R ^{601e in} the general formula (R1) Examples thereof include an alkoxy group and an aryloxy group which may have a substituent.

R ⁵⁰¹ to R ⁵⁰³ in the general formula (X4) each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent.
As the alkyl group which may have a substituent or the aryl group which may have a substituent, it may have any of the substituents mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d. A good alkyl group and an aryl group which may have a substituent may be mentioned.

The aryl group which may have a substituent in X and Y is preferably a group represented by the following general formula (2).

[In the general formula (2), R ⁷⁰¹ represents —CO ₂ R ^701a , an alkoxy group which may have a substituent, an aryloxy group which may have a substituent, a halogen atom, a nitro group, a cyano group , A hydroxy group, a nitrogen-containing heterocycle-containing group, or an alkyl group which may have a substituent, n represents an integer of 0 to 5, and R ^701a has a hydrogen atom or a substituent It also represents an alkyl group which may be substituted or an aryl group which may have a substituent, and * represents a bonding site to an oxygen atom. When n is an integer of 2 or more, the plurality of R ⁷⁰¹ may be identical to or different from one another. ]

Further, in the tetraazaporphyrin compound (1), one of X and Y in the general formula (1) is a group represented by the general formula (2), and the other is another group. Good.

N in the general formula (2) is an integer of 0 to 5. When n is 0, General Formula (2) represents a phenyl group.
When n is an integer of 2 or more, a plurality of R ⁷⁰¹ may be the same or different.
When n is 1, the position of R ⁷⁰¹ with respect to the binding site * to the oxygen atom is preferably the p-position.

When R ⁷⁰¹ is an alkoxy group which may have a substituent or an aryloxy group which may have a substituent, it has an alkoxy group which may have a substituent, and a substituent. Examples of the aryloxy group which may be substituted include an alkoxy group which may have a substituent and an aryloxy group which may have a substituent, which are mentioned as R ^601a to R ^{601e in} the general formula (R1).

When R ⁷⁰¹ is an alkyl group which may have a substituent, examples of the alkyl group which may have a substituent include the substituents mentioned as examples of R ^{101 a} to R ^{101 d} and R ^{102 a} to R ^{102 d} And an alkyl group which may have

When R ⁷⁰¹ is —CO ₂ R ^{701 a} , when R ^{701 a} is a hydrogen atom, —CO ₂ R ^{701 a} represents a carboxyl group, and R ^{701 a} has an alkyl group which may have a substituent or a substituent. CO ₂ R ^{701 a} represents an acyloxy group as an aryl group which may be ^substituted .
When R ^701a is an alkyl group which may have a substituent or an aryl group which may have a substituent, it may have an alkyl group which may have a substituent or a substituent. As a preferable aryl group, there may be mentioned an alkyl group which may have a substituent and an aryl group which may have a substituent, which are mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d .

Examples of the nitrogen-containing heterocycle-containing group represented by R ⁷⁰¹ include a piperazyl group and the like.

Among these groups, as a group represented by the general formula (2), 4-carboxyphenyl group, 3-hydroxyphenyl group, 3,5-dihydroxyphenyl group, 3,5-difluorophenyl group, 4- Piperazylphenyl group, 4- (3,5-dimethyl) hydroxyphenyl group, 4- (2,3,5-trimethyl) hydroxyphenyl group, 4-t-butylphenyl group, 3-nitrophenyl group, 3-carboxy Phenyl, 4-cyanophenyl, 4-trifluoromethylphenyl and phenyl are preferable, 3-nitrophenyl, 4-carboxyphenyl, 4-cyanophenyl and 4-trifluoromethylphenyl are more preferable More preferably, it is a 4-carboxyphenyl group or a phenyl group, and it is a 4-carboxyphenyl group Preferred.

In the general formula (1), at least one of X and Y is an aryl group which may have a substituent or a group represented by the formula (X1) (preferably, R ²⁰¹ has a substituent And preferably each independently represents an aryl group which may have a substituent or a group represented by the formula (X1) (preferably, R ²⁰¹ has a substituent). It is more preferable that it is an alkyl group which may be
In the general formula (1), it is preferable that at least one of X and Y is a group represented by the general formula (2), and both of them are each independently represented by the general formula (2) More preferred is a group.
In the general formula (1), both X and Y are preferably 3-nitrophenyl group, 4-carboxyphenyl group, 4-cyanophenyl group, 4-trifluoromethylphenyl group or phenyl group, Particularly preferred is a carboxyphenyl group or a phenyl group, and especially preferred is a 4-carboxyphenyl group.

The tetraazaporphyrin compound (1) is usually a compound that absorbs light exhibiting an orange color around 590 nm, but the absorption maximum wavelength is preferably 570 to 620 nm.
The absorption maximum wavelength of the tetraazaporphyrin compound (1) can be changed by changing the substituent bonded to the tetraazaporphyrin skeleton. Moreover, the preferable upper limit of an absorption maximum wavelength is 620 nm, and a more preferable upper limit is 615 nm. Moreover, the preferable lower limit of an absorption maximum wavelength is 570 nm, and a more preferable lower limit is 575 nm.
The absorption maximum wavelength can be measured by a spectrophotometer.

The tetraazaporphyrin compound (1) is preferably a group in which at least one of X and Y is a group represented by the general formula (2) in the general formula (1).
When at least one of X and Y is a group represented by the general formula (2), fluorescence from the tetraazaporphyrin compound can be suppressed, and thus generation of unnecessary light affecting color tone is prevented. Ru.
The fluorescence intensity can be evaluated by measuring a fluorescence spectrum with an absorption maximum wavelength as an excitation wavelength using a fluorescence spectrophotometer, and it is preferable that the fluorescence intensity is weak.

(Method for producing tetraazaporphyrin compound)
The tetraazaporphyrin compound (1) can be produced by the following procedure.
First, a diiminoisopyrrole derivative represented by the following general formula (5) is obtained from a cis form of a 1,2-dicyanoethylene compound represented by the following general formula (4).
The method described in JP-A-11-043619 can be adopted as a method for obtaining a cis-isomer of a 1,2-dicyanoethylene compound represented by the general formula (4), and diimino represented by the general formula (5) As a method for obtaining an isopyrrole derivative, the method described in JP-A No. 02-000665 can be adopted.

[In the general formula (4) and the general formula (5), each of R ¹⁰¹ and R ¹⁰² independently represents an alkyl group which may have a substituent or an aryl group which may have a substituent] . Specifically, the alkyl group which may have a substituent and the aryl group which may have a substituent may be mentioned as examples of R ^101a to R ^101d and R ^102a to R ^102d . ]

Subsequently, the diiminoisopyrrole derivative represented by the general formula (5) is mixed with a Si source (for example, SiCl ₄ ), heated to cause a cyclization reaction, and hydrolyzed to form a tetramer whose central metal is Si. An azaporphyrin compound is obtained.
The tetraazaporphyrin compound obtained here is a compound in which the axial ligand of Si is an OH group (a compound in which both X and Y in the general formula (1) are H).

X and Y can be substituted from a hydrogen atom to another substituent by a method such as adding a compound having a structure desired to be substituted for an axial ligand to the compound obtained above and refluxing the compound.
For example, by adding a carboxylic acid or a phenol, dehydration condensation is caused between a carboxyl group or a phenolic hydroxyl group and an OH group of an axial ligand of Si to generate X and Y from a hydrogen atom to another substituent Can be replaced by

Examples of carboxylic acids and phenols used for the substitution include aliphatic carboxylic acids, aromatic carboxylic acids, phenols and hydroxycarboxylic acids.
Specifically, benzoic acid, hydroxybenzoic acid, nitrobenzoic acid, terephthalic acid, isophthalic acid, phenol, ethylhexanoic acid, resorcinol, phloroglucinol, 3,5-difluorophenol, 1- (4-hydroxyphenyl) piperazine And 2,6-dimethylhydroquinone, trimethylhydroquinone, 4-fluorobenzyl alcohol, 4-tert-butylphenol, 3-nitrophenol, 4-cyanophenol, 4-trifluoromethylphenol and the like. Moreover, you may use ferrocene which has a hydroxyl group and a carboxy group as a compound used for the said substitution. Specifically, hydroxymethylferrocene, ferrocenecarboxylic acid and the like can be mentioned.

(Display device)
The above-described optical laminate can be suitably used for display devices such as organic EL display devices, liquid crystal display devices, inorganic electroluminescence (inorganic EL) display devices, and electron emission display devices. By arranging the optical laminate closer to the viewing side than the image display element of the display device, the tetraazaporphyrin compound (1) of the light incident on the optical laminate has an absorption maximum wavelength in the wavelength range of 570 to 620 nm. It can absorb light having an orange color. As a result, since the color purity of green light and red light becomes high as compared with the case where light transmitted through the optical laminate does not transmit through the optical laminate, the color gamut that can be expressed in the display device is expanded. Can. In the conventional display device which does not use the above-mentioned optical layered product, although the separation nature of green light and red light was not enough, in the display using the above-mentioned optical layered product, green light and red It can be expected to improve the separation from light. Further, in the display using the above-mentioned optical laminate, good optical durability can be realized while widening the color gamut by absorbing light having an absorption wavelength in the wavelength range of 570 to 620 nm.

FIGS. 2A and 2B are schematic cross-sectional views showing an example of a display device provided with an optical laminate. The display device shown in FIG. 2A is an organic EL display device including the optical laminate 10 shown in FIG. 1A and the image display element 1 which is a light emitting layer including an organic EL element. The optical laminate 10 can be disposed on the viewing side of the image display element 1 via the image display element adhesive layer 11.

The display device shown in FIG. 2B is a liquid crystal display device including the optical laminate 20 shown in FIG. 1B and the image display element 2 which is a liquid crystal cell including a liquid crystal layer. The optical laminate 20 can be disposed on the viewing side of the image display element 2 via the image display element adhesive layer 21.

EXAMPLES The present invention will be more specifically described below by showing Examples and Comparative Examples, but the present invention is not limited by these examples. Unless otherwise indicated, "%" and "part" in an Example and a comparative example are mass% and a mass part.

[Measurement of weight average molecular weight (Mw) and number average molecular weight (Mn)]
The weight average molecular weight (Mw) and the number average molecular weight (Mn) were measured by GPC (gel permeation chromatography) method. Specifically, as a column in the GPC apparatus, four “TSKgel XL” manufactured by Tosoh Corp., and “Shodex GPC KF-802” sold by Shoko Trading Co., Ltd. manufactured by Showa Denko Co., Ltd. A total of 5 with 1 are connected in series, using tetrahydrofuran as an eluent, using a sample concentration of 5 mg / mL, a sample introduction amount of 100 μL, a temperature of 40 ° C., and a flow rate of 1 mL / min. The weight average molecular weight (Mw) and the number average molecular weight (Mn) were measured. The polydispersity (Mw / Mn) was calculated based on the obtained measured values.

[Measurement of gel fraction]
Immediately after the pressure-sensitive adhesive sheets obtained in Examples and Comparative Examples were obtained, they were left at 23 ° C. for 7 days, and then gel fractions were measured by the following procedures (i) to (iv).
(I) The adhesive sheet is cut into a size of about 8 cm × about 8 cm, and the adhesive layer exposed by peeling off the second separator is bonded with a metal mesh made of SUS304 of a size of about 10 cm × about 10 cm. The first separator is peeled therefrom to obtain a bonded product. At this time, the mass of the metal mesh is set to Wm [g].
(Ii) The bonded material obtained in the above (i) is weighed, and the mass of the bonded material is taken as Ws [g]. Next, the adhesive layer of the bonded product is folded 4 times, wrapped with a stapler and weighed, and the mass of the bonded product held with the stapler is Wb [g].
(Iii) Put the paste bonded with the stapler in (ii) into a glass container, add 60 mL of ethyl acetate and immerse, and store the glass container at room temperature for 3 days.
(Iv) After the storage in (iii) above, the bonded product held by a stapler is taken out of the glass container, dried at a temperature of 120 ° C. for 4 hours, and weighed, and the weight is taken as Wa [g]. From the value of each mass obtained above, the following formula:
The gel fraction is calculated based on the gel fraction [mass%] = [{Wa− (Wb−Ws) −Wm} / (Ws−Wm)] × 100.

[Evaluation of adhesion]
(Measurement of room temperature adhesion)
The polarizing plate with a pressure-sensitive adhesive obtained in Examples and Comparative Examples was cut into a size of 150 mm × 25 mm so that the absorption axis of the polarizing film was a long side. Remove the first separator from the cut adhesive-attached polarizing plate by leaving 30 mm in the length direction, and expose the exposed adhesive layer in the center of a 0.7-mm-thick non-alkali glass substrate ("Eagle XG" manufactured by Corning) It bonded to the part and obtained the test piece. The obtained test piece is pressurized in an autoclave at a temperature of 50 ° C. and a pressure of 5 kgf / cm ² (490.3 kPa) for 20 minutes, and then stored under an environment of a temperature of 23 ° C. and a relative humidity of 55% for 24 hours. As a sample for evaluation (for normal temperature).

Next, the space between the glass substrate of the evaluation sample (for normal temperature) and the pressure-sensitive adhesive layer is peeled 30 mm from the end in the length direction, and the peeled portion is a universal tensile tester (trade name “Shimadzu Co., Ltd.” AGS-50NX ") gripped at the grip. JIS K 6854-2: 1999 "Adhesive-Peel adhesion strength test method-Part 2: 180 degrees" under the environment of temperature 23 ° C and relative humidity 55% for the evaluation sample (for normal temperature) in this state According to "peeling", a 180 degree peeling test was conducted at a gripping moving speed of 300 mm / min to determine an average peeling force over a length of 120 mm excluding 30 mm of the gripping portion, and this was taken as a room temperature adhesive force.

(Measurement of heating adhesion)
The above test piece is left for 48 hours under a dry atmosphere at 50 ° C. after autoclave, and then returned to an environment with a temperature of 23 ° C. and a relative humidity of 55% to obtain a sample for evaluation (for heating). Warming adhesive force was calculated | required in the procedure similar to the measurement of above-mentioned normal temperature adhesive force except calculating | requiring average peeling force and using this for heating adhesive force.

[Preparation of optical durability evaluation sample]
The polarizing plate with a pressure-sensitive adhesive layer obtained in Examples and Comparative Examples is cut into a size of 30 mm × 30 mm, the first separator is peeled off, and the exposed pressure-sensitive adhesive layer is a 40 mm × 40 mm non-alkali glass substrate (Corning Co., Ltd. (Eagle XG) made in Japan was stuck to make a sample for optical durability evaluation.

[Evaluation of wet heat optical durability]
The prepared sample for optical durability evaluation was autoclaved at a temperature of 50 ° C. and a pressure of 5 kgf / cm ² (490.3 kPa) for 20 minutes, and then the initial transmittance (Ts) and the maximum absorption wavelength were measured. After that, the sample for optical durability evaluation whose initial transmittance (Ts) is measured is introduced for 240 hours under the environment of temperature 60 ° C. and relative humidity 90%, and then under the environment of temperature 23 ° C. and relative humidity 55%. After standing for 24 hours, the transmittance (Ta) at a wavelength of 380 nm to 780 nm after the wet heat test was measured. In addition, the measurement of the transmittance | permeability was performed using the ultraviolet visible near-infrared spectrophotometer (Nippon Bunko Co., Ltd. make "V7100") in all.

[Evaluation of heat resistant optical durability]
The transmittance (Ta) at a wavelength of 380 nm to 780 nm after the heat resistance test was measured by the same method as in the evaluation of wet heat optical durability except that the sample for optical durability evaluation was put in an environment at a temperature of 80 ° C. for 240 hours. . In addition, color calculation is performed using the conditions (2 ° visual field, C light source) specified from the transmittance data obtained before and after the heat resistance test, and the heat resistance test is performed based on the L * a * b * color surface system. Obtained previous lightness L * (s), single color a * (s), b * (s), lightness L * (a) after heat resistance test, single color a * (a), b * (a) The From the results, the color difference (ΔE *) was calculated using the following equation. In addition, the measurement of the transmittance | permeability was performed using the ultraviolet visible near-infrared spectrophotometer (Nippon Bunko Co., Ltd. make "V7100") in all.
Color difference ΔE * = ((L * (a) -L * (s)) ² + (a * (a) -a * (s)) ² + (b * (a) -b * (s)) ² ) ) ^1/2

[Relative value evaluation of visibility corrected transmittance]
The pressure-sensitive adhesive polarizing plate 4 obtained in Reference Example 1 according to Example 1 and Reference Example 1 in which the transmittances at the maximum absorption wavelength of the initial transmittance (Ts) obtained in [Evaluation of wet heat optical durability] are equal to each other. The visibility correction transmittance obtained in the case of using the above was calculated as a relative value of the visibility correction transmittance obtained in the case of using the polarizing plate 1 with an adhesive obtained in Example 1, with the visibility correction transmittance obtained as 100.

Production Example 1
(Manufacturing of (meth) acrylic resin)
In a reaction vessel equipped with a cooling pipe, a nitrogen introducing pipe, a thermometer and a stirrer, 81.8 parts of ethyl acetate as a solvent, 69.5 parts of butyl acrylate as a monomer, 20.0 parts of methyl acrylate, acrylic acid A mixed solution of 1.0 part of 2-hydroxyethyl, 8.0 parts of 2- (2-phenoxyethoxy) ethyl acrylate, 0.6 parts of N-butoxymethyl acrylamide and 0.9 parts of acrylic acid is charged, and nitrogen gas is used. The internal temperature was raised to 55 ° C. while replacing the air in the reaction vessel to make it oxygen-free. Thereafter, a total solution of 0.14 parts of azobisisobutyronitrile (polymerization initiator) dissolved in 10 parts of ethyl acetate was added. Maintain the internal temperature at 55 ° C for 1 hour after the addition of this solution, then add ethyl acetate continuously at a rate of 17.3 parts / hr into the reaction vessel while maintaining the internal temperature at 55 ° C (meth) When the concentration of the acrylic resin reached 35%, the addition of ethyl acetate was stopped and polymerization was carried out for 8 hours. Finally, ethyl acetate was added such that the concentration of the (meth) acrylic resin became 20%, to prepare an ethyl acetate solution of the (meth) acrylic resin. The weight average molecular weight (Mw) and the polydispersity (Mw / Mn) of the obtained (meth) acrylic resin were measured, and the weight average molecular weight (Mw) was 1,400,000, and the polydispersity (Mw / Mn) was ) Was 4.5.

Production Example 2
(Production of a tetraazaporphyrin compound having a structure represented by formula (I))
The 2-tert-butyl-3- (2-fluorophenyl) maleonitrile (compound represented by the formula (x)) (11.4 g) obtained in the same manner as the method described in JP-A-11-043619 A diiminoisopyrrole derivative (8.2 g) represented by the formula (y) was obtained in the same manner as the method described in 02-000665.

Next, quinoline (20 ml) and SiCl ₄ (2.38 g) are charged into a reactor equipped with a condenser, a thermometer and a stirrer, and 2.45 g of diiminoisopyrrole derivative is added at 120 ° C., and 3 hours at 150 ° C. It was made to react. The reaction solution is poured into dilute hydrochloric acid at 80 ° C., and the precipitate is separated by filtration and washed with methanol. In the tetraazaporphyrin compound having a structure represented by the general formula (1), all of R ^101a to R ^101d are tert. There was obtained 0.8 g of a compound (a) which is a -butyl group, each of R ^102a to R ^102d is a 2-fluorophenyl group, and each of X and Y is a hydrogen atom.

Subsequently, compound (a) (2.0 g), mesitylene (10 ml) and 4-hydroxybenzoic acid (1.5 g) are charged into a 25 ml reactor equipped with a condenser, a thermometer and a stirrer, and refluxed for 2 hours. The The reaction solution was allowed to cool, concentrated, and purified by silica gel column chromatography to obtain 1.2 g of a tetraazaporphyrin compound having a structure represented by the formula (I).

[Reference Production Example 1]
(Production of a tetraazaporphyrin compound represented by formula (II))
It synthesize | combined by the method of Unexamined-Japanese-Patent No. 11-43619.

Example 1
(1) Preparation of Pressure-Sensitive Adhesive Composition 1 Cross-Linking Agent (CORONATE L Obtained from Tosoh Corp.) per 100 Parts of Solid Content of (Meth) acrylic Resin Obtained in Production Example 1 Ethyl acetate solution of methylolpropane adduct: solid content concentration 75% by mass) 0.4 parts in terms of solid content, silane compound (obtained from Shin-Etsu Chemical Co., Ltd. “KBM-403” (3-glycidoxy) 0.5 parts of propyltrimethoxysilane), 2.3 parts of N-hexyl-4-methylpyridinium phosphorus hexafluoride as an antistatic agent, and 0.25 parts of the tetraazaporphyrin compound represented by the formula (I) Further, ethyl acetate was added to a solid content concentration of 14% to prepare a solution of pressure-sensitive adhesive composition 1.

(2) Preparation of Pressure-Sensitive Adhesive Sheet 1 Using an applicator, the release-treated surface of the first separator (“PLR-382190” obtained from Lintec Corporation) comprising a polyethylene terephthalate film subjected to release treatment The pressure-sensitive adhesive composition 1 was applied to a thickness of 20 μm after drying, and dried at 100 ° C. for 1 minute to prepare a pressure-sensitive adhesive layer. On the pressure-sensitive adhesive layer, the release-treated surface of a second separator (“PLR-251130” obtained from Lintec Co., Ltd.) made of a polyethylene terephthalate film subjected to a release treatment is attached, and the pressure-sensitive adhesive sheet 1 and did. The gel fraction was measured using the obtained pressure-sensitive adhesive sheet 1. The results are shown in Table 1.

(3) Preparation of Polarizing Plate 1 with Pressure-Sensitive Adhesive Layer One side of a polarizing film of 23 μm in thickness in which iodine is adsorbed and oriented to a uniaxially stretched polyvinyl alcohol film, a protective film of 60 μm in thickness made of (meth) acrylic resin, A polarizing plate was produced by laminating a 40 μm thick retardation film made of (meth) acrylic resin via an active energy ray-curable adhesive.

A pressure-sensitive adhesive layer was prepared in the same manner as the pressure-sensitive adhesive sheet 1 on the release-treated surface of a first separator (“PLR-382190” obtained from Lintec Corporation) made of a polyethylene terephthalate film subjected to a release treatment. . After laminating the exposed surface of the produced pressure-sensitive adhesive layer and the outer surface of the retardation film of the produced polarizing plate with a laminator, the adhesive is cured for 7 days under an environment of temperature 23 ° C. and relative humidity 65%. A layered polarizing plate 1 was obtained. The adhesive force, the maximum absorption wavelength and the wet heat optical durability were evaluated using the obtained polarizing plate 1 with a pressure sensitive adhesive layer. The results are shown in Table 1. Moreover, the relative value evaluation of the visibility corrected transmittance was also performed. The results are shown in Table 2.

Example 2
(1) Preparation of Pressure-Sensitive Adhesive Composition 2 Adhesion was carried out in the same manner as the procedure described in (1) of Example 1, except that the addition amount of the tetraazaporphyrin compound represented by the formula (I) was 0.5 parts. Agent composition 2 was prepared.

(2) Preparation of Pressure-Sensitive Adhesive Sheet 2 The pressure-sensitive adhesive sheet 2 was prepared in the same manner as the procedure described in (2) of Example 1, except that the pressure-sensitive adhesive composition 2 was used instead of the pressure-sensitive adhesive composition 1. Obtained. The gel fraction was measured using the obtained pressure-sensitive adhesive sheet 2. The results are shown in Table 1.

(3) Preparation of Polarizing Plate 2 with Pressure-Sensitive Adhesive Layer In the same manner as the procedure described in (3) of Example 1, except that the pressure-sensitive adhesive sheet 2 was used instead of the pressure-sensitive adhesive sheet 1, The polarizing plate 2 was obtained. The adhesive force, the maximum absorption wavelength and the wet heat optical durability were evaluated using the obtained polarizing plate 2 with a pressure sensitive adhesive layer. The results are shown in Table 1.

Comparative Example 1
(1) Preparation of Pressure-Sensitive Adhesive Composition 3 Pressure-sensitive adhesive composition 3 was prepared in the same manner as the procedure described in (1) of Example 1 except that the tetraazaporphyrin compound represented by Formula (I) was not added. .

(2) Preparation of Pressure-Sensitive Adhesive Sheet 3 The pressure-sensitive adhesive sheet 3 was prepared in the same manner as the procedure described in (2) of Example 1, except that the pressure-sensitive adhesive composition 3 was used instead of the pressure-sensitive adhesive composition 1. Obtained. The gel fraction was measured using the obtained adhesive sheet 3. The results are shown in Table 1.

(3) Preparation of Polarizing Plate 3 with Pressure-Sensitive Adhesive Layer In the same manner as the procedure described in (3) of Example 1 except that the pressure-sensitive adhesive sheet 3 was used instead of the pressure-sensitive adhesive sheet 1, The polarizing plate 3 was obtained. The adhesive force and the wet heat optical durability were evaluated using the obtained polarizing plate 3 with an adhesive layer. The results are shown in Table 1.

[Reference Example 1]
(1) Preparation of Pressure-Sensitive Adhesive Composition 4 An Example except that the amount of the tetraazaporphyrin compound represented by Formula (II) was changed to 0.28 parts instead of the tetraazaporphyrin compound represented by Formula (I) A pressure-sensitive adhesive composition 4 was prepared in the same manner as the procedure described in (1) of 1.

(2) Preparation of Pressure-Sensitive Adhesive Sheet 4 The pressure-sensitive adhesive sheet 4 was prepared in the same manner as the procedure described in (2) of Example 1, except that the pressure-sensitive adhesive composition 4 was used instead of the pressure-sensitive adhesive composition 1. Obtained.

(3) Preparation of Polarizing Plate 4 with Pressure-Sensitive Adhesive Layer In the same manner as the procedure described in (3) of Example 1, except that the pressure-sensitive adhesive sheet 4 was used instead of the pressure-sensitive adhesive sheet 1, The polarizing plate 4 was obtained. Using the obtained polarizing plate 4 with a pressure-sensitive adhesive layer, the measurement of the maximum absorption wavelength and the relative value evaluation of the visibility correction transmittance were performed. The results are shown in Table 2.

As shown in Table 1, the gel fraction and the adhesive strength of the pressure-sensitive adhesive layers of the pressure-

sensitive adhesive sheets

1 and 2 of Examples 1 and 2 are good, and the pressure-sensitive adhesive layer-carrying

polarizing plates

1 and 2 of Examples 1 and 2 In comparison with the pressure-sensitive adhesive layer-attached polarizing plate 3 of Comparative Example 1, it can be seen that the optical durability under wet heat conditions is good. In addition, as shown in Table 2, the pressure-sensitive adhesive sheet 1 of Example 1 has an absorption maximum wavelength at 595 nm, and in the pressure-sensitive adhesive layer-attached polarizing plate 1 using the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet 1, Reference Example 1 It can be seen that the reduction of the visibility correction transmittance can be suppressed as compared with the pressure-sensitive adhesive layer-attached polarizing plate 4 of the above.

[Production Example 3]
(Production of (meth) acrylic resin B)
In a reaction vessel equipped with a cooling pipe, a nitrogen introducing pipe, a thermometer and a stirrer, 81.8 parts of ethyl acetate as a solvent, 69.6 parts of butyl acrylate as a monomer, 20.0 parts of methyl acrylate, acrylic acid Production Example 1 except that a mixed solution of 1.0 part of 2-hydroxyethyl, 8.0 parts of 2-phenoxyethyl acrylate, 1.0 part of 2-methoxyethyl acrylate and 0.4 parts of acrylic acid was charged. An ethyl acetate solution of a (meth) acrylic resin was prepared by the same polymerization method as in the above. The weight average molecular weight (Mw) and the polydispersity (Mw / Mn) of the obtained (meth) acrylic resin were measured, and the weight average molecular weight (Mw) was 1.35 million, and the polydispersity (Mw / Mn) was obtained. ) Was 5.1.

Production Example 4
A compound represented by the following formula was obtained in the same manner as in Production Example 2 except that 4-hydroxybenzoic acid was changed to 3-nitrobenzoic acid.

Production Example 5
A compound represented by the following formula was obtained in the same manner as in Production Example 2 except that 4-hydroxybenzoic acid was changed to isobutyric acid and mesitylene was changed to dimethylacetamide.

Production Example 6
In a reactor equipped with a condenser, a thermometer and a stirrer, 9.0 g of the compound (a), 20 ml of toluene and 8.1 g of 4-t-butylphenol were charged and reacted at 100 ° C. for 3 hours. Purification with a silica gel column gave a compound represented by the following formula.

Production Example 7
A compound represented by the following formula was obtained in the same manner as in Production Example 2 except that 4-hydroxybenzoic acid was changed to phenol.

[Example 3]
(1) Preparation of adhesive composition 5 Cross-linking agent (CORONATE HXR obtained from Tosoh Corp.) relative to 100 parts of solid content of (meth) acrylic resin B obtained in Production Example 3: Hexamethylene Diisocyanate 0.6 part of a modified isocyanurate), 0.5 part of a silane compound (“KBM-403” obtained from Shin-Etsu Chemical Co., Ltd .; 3-glycidoxypropyltrimethoxysilane), N as an antistatic agent 3 parts of phosphorous-hexyl-4-methylpyridinium hexafluoride and 0.25 parts of the tetraazaporphyrin compound synthesized in Preparation Example 4 are mixed, and ethyl acetate is further added so that the solid concentration becomes 14%. A solution of adhesive composition 5 was prepared.

(2) Preparation of Polarizing Plate 5 with Pressure-Sensitive Adhesive Layer The release-treated surface of the first separator (“PLR-382190” obtained from Lintec Co., Ltd.) comprising a polyethylene terephthalate film subjected to release treatment is an applicator The pressure-sensitive adhesive composition 5 was applied to a dry thickness of 20 μm and dried at 100 ° C. for 1 minute to prepare a pressure-sensitive adhesive layer. After pasting together the exposed surface of the produced pressure-sensitive adhesive layer and the outer surface of the retardation film of the polarizing plate produced in the same manner as the procedure described in (3) of Example 1, the temperature is 23 ° C., relative It was aged for 7 days under an environment of humidity 65% to obtain a polarizing plate 5 with an adhesive layer. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 5 with an adhesive layer. The results are shown in Table 3.

Example 4
(1) Preparation of Pressure-Sensitive Adhesive Composition 6 The same as (1) in Example 3 except that the tetraazaporphyrin compound synthesized in Production Example 2 was used instead of the tetraazaporphyrin compound synthesized in Production Example 4. The pressure-sensitive adhesive composition 6 was prepared.

(2) Preparation of Polarizing Plate 6 with Pressure-Sensitive Adhesive Layer A pressure-sensitive adhesive was prepared in the same manner as the procedure described in (2) of Example 3, except that the pressure-sensitive adhesive composition 6 was used instead of the pressure-sensitive adhesive composition 5. A layered polarizing plate 6 was obtained. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 6 with a pressure sensitive adhesive layer. The results are shown in Table 3.

[Example 5]
(1) Preparation of Pressure-Sensitive Adhesive Composition 7 The same as (1) in Example 3 except that the tetraazaporphyrin compound synthesized in Production Example 5 was used instead of the tetraazaporphyrin compound synthesized in Production Example 4. Thus, a pressure-sensitive adhesive composition 7 was prepared.

(2) Preparation of Polarizing Plate 7 with Pressure-Sensitive Adhesive Layer A pressure-sensitive adhesive was prepared in the same manner as the procedure described in (2) of Example 3, except that the pressure-sensitive adhesive composition 7 was used instead of the pressure-sensitive adhesive composition 5. A layered polarizing plate 7 was obtained. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 7 with a pressure sensitive adhesive layer. The results are shown in Table 3.

[Example 6]
(1) Preparation of Pressure-Sensitive Adhesive Composition 8 The same as (1) in Example 3 except that the tetraazaporphyrin compound synthesized in Production Example 6 was used instead of the tetraazaporphyrin compound synthesized in Production Example 4. Thus, a pressure-sensitive adhesive composition 8 was prepared.

(2) Preparation of Polarizing Plate 8 with Pressure-Sensitive Adhesive Layer A pressure-sensitive adhesive was prepared in the same manner as the procedure described in (2) of Example 3, except that the pressure-sensitive adhesive composition 8 was used instead of the pressure-sensitive adhesive composition 5 A layered polarizing plate 8 was obtained. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 8 with an adhesive layer. The results are shown in Table 3.

[Example 7]
(1) Preparation of Pressure-Sensitive Adhesive Composition 9 The same as (1) in Example 3 except that the tetraazaporphyrin compound synthesized in Production Example 7 was used instead of the tetraazaporphyrin compound synthesized in Production Example 4. Thus, a pressure-sensitive adhesive composition 9 was prepared.

(2) Preparation of Polarizing Plate 9 with Pressure-Sensitive Adhesive Layer A pressure-sensitive adhesive was prepared in the same manner as the procedure described in (2) of Example 3, except that the pressure-sensitive adhesive composition 9 was used instead of the pressure-sensitive adhesive composition 5. A layered polarizing plate 9 was obtained. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 9 with an adhesive layer. The results are shown in Table 3.

Comparative Example 2
(1) Preparation of Pressure-Sensitive Adhesive Composition 10 Pressure-sensitive adhesive composition 10 was prepared in the same manner as (1) in Example 3 except that the tetraazaporphyrin compound synthesized in Production Example 4 was not added.

(2) Preparation of polarizing plate 10 with pressure-sensitive adhesive layer A pressure-sensitive adhesive was prepared in the same manner as the procedure described in (2) of Example 3 except that the pressure-sensitive adhesive composition 10 was used instead of the pressure-sensitive adhesive composition 5 A layered polarizing plate 10 was obtained. The adhesive force, the maximum absorption wavelength, the wet heat optical durability, and the heat resistant optical durability were evaluated using the obtained polarizing plate 10 with an adhesive layer. The results are shown in Table 3.

1, 2 image display elements, 10 optical laminate, 11 pressure-sensitive adhesive layer (adhesive layer) for image display element, 12 retardation film (optical film), 13 pressure-sensitive adhesive layer (adhesive layer), 14 first protective film (optical Film), 15 polarizing film (optical film), 16 second protective film (optical film), 20 optical laminate, 21 pressure-sensitive adhesive layer for an image display element (adhesive layer), 24 first protective film (optical film), 25 Polarizing film (optical film), 26 Second protective film (optical film).

Claims

An optical laminate comprising an optical film and an adhesive layer,
The optical laminated body which contains 1 or more types of tetraaza porphyrin compounds of the structure represented by following General formula (1) in at least one of the said optical film and the said contact bonding layer.

[In the general formula (1), each of R 101a to R 101d and R 102a to R 102d independently represents an alkyl group which may have a substituent or an aryl group which may have a substituent. ,
X is an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formulas (X1) to (X4) Represents a group to be represented,

Y represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an aralkyl group which may have a substituent, or the following general formula (Y1) Represents the group to be

R 201 and R 202 each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, a substituent Represents an optionally substituted ferrocene or an aryloxy group which may have a substituent,
R 301 and R 302 each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
R 401 is an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or an aryl which may have a substituent Represents an oxy group,
R 501 to R 503 each independently represent an alkyl group which may have a substituent or an aryl group which may have a substituent,
In the general formulas (X1) to (X4) and the general formula (Y1), * represents a bonding site to an oxygen atom. ]
In the general formula (1),
X represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a group represented by any of the general formulas (X1) to (X4),
Y represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a group represented by the above general formula (Y1),
R 201 and R 202 each independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or a substituent The optical laminate according to claim 1, which represents an aryloxy group which may be possessed.
The optical laminate according to claim 1, wherein the adhesive layer contains the tetraazaporphyrin compound.
The optical laminate according to claim 3, wherein the adhesive layer comprises an adhesive layer.
The optical laminate according to any one of claims 1 to 4, wherein the optical film contains the tetraazaporphyrin compound.
The optical laminate according to claim 5, wherein the optical film is a protective film.
A display device comprising the optical laminate according to any one of claims 1 to 6 and an image display element,
The said optical laminated body is a display apparatus arrange | positioned by the visual recognition side rather than the said image display element.
The display device according to claim 7, which is a liquid crystal display device or an organic electroluminescence display device.