JP2020164836A - Adhesive composition - Google Patents

Abstract

To provide an optical film with adhesive layer, in which the adhesive layer and the optical film are laminated, and when the optical film with adhesive layer is stored for a long period of time, that has a good bleed resistance, and, also, to provide an adhesive layer having a good bleed resistance, and an adhesive composition that can form the adhesive layer.SOLUTION: An adhesive composition, containing a resin (A), a photoselective absorption compound (B) having a merocyanine structure and a polymerizable group in the molecule, and a photoinitiator (D). The adhesive composition may further contain a photocurable component (C).SELECTED DRAWING: None

Description

The present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition, and an optical film in which the pressure-sensitive adhesive layer is laminated.

Various members such as organic EL elements, display elements such as liquid crystal cells, polarizing plates, and optical films such as retardation films are used in display devices (FPDs: flat panel displays) such as organic EL display devices and liquid crystal display devices. ing. Of these, organic EL compounds and liquid crystal compounds that are often used in organic EL display devices often use compounds with weak weather resistance among organic substances, so not only ultraviolet (UV) but also short wavelength visible with a wavelength of 420 nm or less can be seen. Deterioration due to light tends to be a problem. In order to solve such a problem, in Patent Document 1, a (meth) acrylic resin and a light selective absorption compound having an indole structure and selectively absorbing a wavelength near 400 nm (BONASORB UA-manufactured by Orient Chemical Industry Co., Ltd.) A pressure-sensitive adhesive composition containing 3911) and an optical film with a pressure-sensitive adhesive layer formed from the composition are described.

Japanese Unexamined Patent Publication No. 2017-165941

Further, recently, from the viewpoint of thinning, the optical film used for the organic EL display device among the display devices is increasingly a polymer in the oriented state of the polymerizable liquid crystal compound. An optical film formed of a polymer in an oriented state of a polymerizable liquid crystal compound is placed in an environment in which high temperature conditions and low temperature conditions are repeated as compared with a conventional optical film formed by stretching a resin film. At that time, it was found that cracks tended to grow easily.
Even if the optical film on which the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition described in Cited Document 1 is laminated can improve the deterioration of visible light at a wavelength of around 420 nm, the suppression of absorption crack elongation is not sufficient. ..

［式中、Ｒ^１、Ｒ^２、Ｒ^３、Ｒ^４及びＲ^５は、それぞれ独立して、水素原子、置換基を有していてもよい炭素数１〜２５の脂肪族炭化水素基、置換基を有していてもよい炭素数６〜１５の芳香族炭化水素基又は複素環基を表し、前記脂肪族炭化水素基又は芳香族炭化水素基に含まれる−ＣＨ_２−は、−ＮＲ^１Ａ−、−ＳＯ_２−、−ＣＯ−、−Ｏ−又は−Ｓ−に置換されていてもよい。
Ｒ^６及びＲ^７は、それぞれ独立して、水素原子、炭素数１〜２５のアルキル基、電子求引性基表す。
Ｒ^１Ａは、水素原子又は炭素数１〜６のアルキル基を表す。
Ｒ^１及びＲ^２は互いに連結して環構造を形成してもよく、Ｒ^２及びＲ^３は互いに連結して環構造を形成してもよく、Ｒ^２及びＲ^４は互いに連結して環構造を形成してもよく、Ｒ^３及びＲ^６は互いに連結して環構造を形成してもよく、Ｒ^５及びＲ^７は互いに連結して環構造を形成してもよく、Ｒ^６及びＲ^７は互いに連結して環構造を形成してもよい。］
［１６］式（Ｉ）で表される化合物が、式（ＩＩ）で表される化合物である［１５］に記載の粘着剤組成物。

［式（ＩＩ）中、Ｒ^１１、Ｒ^１２、Ｒ^１３、Ｒ^１４及びＲ^１５は、それぞれ独立して、水素原子、置換基を有していてもよい炭素数１〜２５の脂肪族炭化水素基、置換基を有していてもよい炭素数６〜１５の芳香族炭化水素基又は複素環基を表し、該脂肪族炭化水素基又は芳香族炭化水素基に含まれる−ＣＨ_２−は、−ＮＲ^１１Ａ−、−ＳＯ_２−、−ＣＯ−、−Ｏ−又は−Ｓ−に置換されていてもよい。
Ｒ^１６及びＲ^１７は、それぞれ独立して、水素原子、炭素数１〜２５のアルキル基、電子求引性基を表す。
Ｒ^１１Ａは、水素原子又は炭素数１〜６のアルキル基を表す。
Ｒ^１１及びＲ^１２は互いに連結して環構造を形成してもよく、Ｒ^１２及びＲ^１３は互いに連結して環構造を形成してもよく、Ｒ^１２及びＲ^１４は互いに連結して環構造を形成してもよい。］
［１７］［１］〜［１６］のいずれかに記載の粘着剤組成物から形成される粘着剤層。
［１８］下記式（３）を満たす［１７］に記載の粘着剤層。
Ａ（４０５） ≧ ０．５ （３）
［式（３）中、Ａ（４０５）は波長４０５ｎｍにおける吸光度を表す。］
［１９］さらに、下記式（４）を満たす［１８］に記載の粘着剤層。
Ａ（４０５） / Ａ（４４０） ≧ ５ （４）
［式（４）中、Ａ（４０５）は波長４０５ｎｍにおける吸光度を表し、Ａ（４４０）は波長４４０ｎｍにおける吸光度を表す。］
［２０］［１７］〜［１９］のいずれかに記載の粘着剤層の少なくとも一方の面に光学フィルムが積層された粘着剤層付き光学フィルム。
［２１］光学フィルムが、偏光板である［２０］に記載の粘着剤層付き光学フィルム。
［２２］［２０］又は［２１］に記載の粘着剤層付き光学フィルムを含む画像表示装置。 The present invention includes the following inventions.
[1] A pressure-sensitive adhesive composition containing a resin (A), a photocurable component (C), and a photoselective absorption compound (B) having a merocyanine structure.
[2] The pressure-sensitive adhesive composition according to [1], which further comprises a photoinitiator (D).
[3] The pressure-sensitive adhesive composition according to [2], wherein the photoinitiator (D) is a photoradical generator.
[4] The pressure-sensitive adhesive composition according to any one of [1] to [3], wherein the photocurable component (C) is a photoradical curable component.
[5] The pressure-sensitive adhesive composition according to [4], wherein the photocurable component (C) contains a (meth) acrylate compound.
[6] The pressure-sensitive adhesive composition according to [4] or [5], wherein the photocurable component (C) contains a polyfunctional (meth) acrylate compound.
[7] The pressure-sensitive adhesive composition according to any one of [1] to [6], which further comprises a cross-linking agent (E).
[8] The pressure-sensitive adhesive composition according to [7], wherein the cross-linking agent (E) is an isocyanate cross-linking agent.
[9] The pressure-sensitive adhesive composition according to any one of [1] to [8], wherein the resin (A) is a resin having a glass transition temperature of 40 ° C. or lower.
[10] The pressure-sensitive adhesive composition according to any one of [1] to [9], wherein the resin (A) is a (meth) acrylic resin.
[11] The pressure-sensitive adhesive composition according to any one of [1] to [10], wherein the resin (A) is a (meth) acrylic resin having a weight average molecular weight of 500,000 or more.
[12] The pressure-sensitive adhesive composition according to any one of [1] to [11], wherein the light selective absorption compound (B) having a merocyanine structure satisfies the following formula (1).
ε (405) ≧ 5 (1)
[In the formula (1), ε (405) represents the gram absorption coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 405 nm. The unit of the gram extinction coefficient is L / (g · cm). ]
[13] The pressure-sensitive adhesive composition according to any one of [1] to [12], wherein the light selective absorption compound (B) having a merocyanine structure satisfies the following formula (2).
ε (405) / ε (440) ≧ 20 (2)
[In the formula (2), ε (405) represents the gram extinction coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 405 nm, and ε (440) represents the light selective absorption compound having a merocyanine structure at a wavelength of 440 nm ( B) represents the gram extinction coefficient. ]
[14] The pressure-sensitive adhesive composition according to any one of [1] to [13], wherein the light selective absorption compound (B) having a merocyanine structure does not have a polymerizable group.
[15] The pressure-sensitive adhesive composition according to any one of [1] to [14], wherein the light selective absorption compound (B) having a merocyanine structure is a compound represented by the formula (I).

[In the formula, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are independently substituted with a hydrogen atom and an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. Representing an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group, −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is −NR ^1A. It may be substituted with −, −SO ₂₋ , −CO−, −O− or −S−.
R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹ and R ² may be connected to each other to form a ring structure, R ² and R ³ may be connected to each other to form a ring structure, and R ² and R ⁴ may be connected 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 formed. May be connected to each other to form a ring structure. ]
[16] The pressure-sensitive adhesive composition according to [15], wherein the compound represented by the formula (I) is a compound represented by the formula (II).

[In formula (II), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are aliphatic hydrocarbons having 1 to 25 carbon atoms which may independently have a hydrogen atom and a substituent. Represents an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group or a substituent, and −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is It may be substituted with −NR ^11A −, −SO ₂₋ , −CO−, −O− or −S−.
R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^11A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹¹ and R ¹² may be connected to each other to form a ring structure, R ¹² and R ¹³ may be connected to each other to form a ring structure, and R ¹² and R ¹⁴ may be connected to each other to form a ring structure. May be formed. ]
[17] A pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to any one of [1] to [16].
[18] The pressure-sensitive adhesive layer according to [17], which satisfies the following formula (3).
A (405) ≧ 0.5 (3)
[In formula (3), A (405) represents the absorbance at a wavelength of 405 nm. ]
[19] Further, the pressure-sensitive adhesive layer according to [18], which satisfies the following formula (4).
A (405) / A (440) ≧ 5 (4)
[In the 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. ]
[20] An optical film with an adhesive layer in which an optical film is laminated on at least one surface of the adhesive layer according to any one of [17] to [19].
[21] The optical film with an adhesive layer according to [20], wherein the optical film is a polarizing plate.
[22] An image display device including the optical film with an adhesive layer according to [20] or [21].

The optical film containing the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention has good crack resistance without cracking and elongation in an environment where high temperature conditions and low temperature conditions are repeated. ..

An example of the layer structure of the pressure-sensitive adhesive layer of the present invention is shown. An example of the layer structure of the optical film with an adhesive layer of the present invention is shown. An example of the layer structure of the optical film with an adhesive layer of the present invention is shown. An example of the layer structure of the optical film with an adhesive layer of the present invention is shown. An example of the layer structure of the optical film with an adhesive layer of the present invention is shown.

<Adhesive composition>
The pressure-sensitive adhesive composition of the present invention contains a resin (A), a photoselective absorption compound (B) having a merocyanine structure, and a photocurable component (C).
The pressure-sensitive adhesive composition of the present invention may further contain a photoinitiator (D), a cross-linking agent (E), a silane compound and the like.

<Resin (A)>
The resin (A) is not particularly limited as long as it is a resin used in the pressure-sensitive adhesive composition. The resin (A) is preferably a resin having a glass transition temperature of 40 ° C. or lower. The glass transition temperature (Tg) of the resin (A) is more preferably 20 ° C. or lower, more preferably 10 ° C. or lower, and further preferably 0 ° C. or lower. 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, and even more preferably −45 ° C. or higher. , -30 ° C or higher is particularly preferable. When the glass transition temperature of the resin (A) is 40 ° C. or lower, it is advantageous to improve the adhesion between the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition containing the resin (A) and the optical film. Further, when the glass transition temperature of the resin (A) is −80 ° C. or higher, the durability of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition containing the resin (A) (appearance defects during a high-temperature test: aggregation failure, etc.) ) Is advantageous. The glass transition temperature can be measured by a differential scanning calorimeter (DSC).

Examples of the resin having a glass transition temperature of 40 ° C. or lower include (meth) acrylic resin, silicone resin, rubber resin, urethane resin and the like, and (meth) acrylic resin is preferable.

The (meth) acrylic resin is preferably a polymer containing a constituent unit derived from the (meth) acrylic acid ester as a main component (preferably containing 50% by mass or more). The structural unit derived from the (meth) acrylic acid ester is a structural unit derived from one or more monomers other than the (meth) acrylic acid ester (for example, a structural unit derived from a monomer having a polar functional group). It may be included. In the present specification, (meth) acrylic acid means that either acrylic acid or methacrylic acid may be used, and "(meth)" in the case of (meth) acrylate or the like has the same meaning. ..

［式（ａ）中、Ｒ_1Ａ は水素原子又はメチル基で表し、Ｒ_2Ａ は炭素数１〜１４のアルキル基または炭素数７〜２０のアラルキル基を表し、該アルキル基または該アラルキル基の水素原子は、炭素数１〜１０のアルコキシ基で置き換わっていてもよい。］ Examples of the (meth) acrylic acid ester include (meth) acrylic acid ester represented by the following formula (a).

[In the formula (a), R _1A is represented by a hydrogen atom or a methyl group, R _2A is represented by an alkyl group having 1 to 14 carbon atoms or an alkoxy group having 7 to 20 carbon atoms, and hydrogen of the alkyl group or the aralkyl group. The atoms may be replaced by alkoxy groups having 1 to 10 carbon atoms. ]

In the formula (a), R _2A is preferably an alkyl group having 1 to 14 carbon atoms, and more preferably an alkyl group having 1 to 8 carbon atoms.

As the (meth) acrylic acid ester represented by the formula (I),
Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, n-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, N-Heptyl (meth) acrylate, n-octyl (meth) acrylate, n-nonyl (meth) acrylate, n-decyl (meth) acrylate, n-dodecyl (meth) acrylate, (meth) acrylate Linear alkyl esters of (meth) acrylic acid, such as lauryl, stearyl (meth) acrylic acid, etc .;
(Meta) i-propyl acrylate, (meth) i-butyl acrylate, t-butyl (meth) acrylate, i-pentyl (meth) acrylate, i-hexyl (meth) acrylate, (meth) acrylate Branches of (meth) acrylic acid such as 2-ethylhexyl, i-octyl (meth) acrylic acid, i-nonyl (meth) acrylic acid, i-stearyl (meth) acrylic acid, i-amyl (meth) acrylic acid, etc. Alkyl ester;
Cyclohexyl (meth) acrylate, isobolonyl (meth) acrylate, adamantyl (meth) acrylate, dicyclopentanyl (meth) acrylate, cyclododecyl (meth) acrylate, methylcyclohexyl (meth) acrylate, ( Alicyclic skeleton-containing alkyl ester of (meth) acrylic acid such as trimethylcyclohexyl acrylate, tert-butylcyclohexyl (meth) acrylate, cyclohexyl α-ethoxyacrylate, etc.;
Aromatic ring skeleton-containing ester of (meth) acrylic acid such as phenyl (meth) acrylic acid;
And so on.
Further, a substituent-containing (meth) acrylic acid alkyl ester in which a substituent is introduced into the alkyl group in the (meth) acrylic acid alkyl ester can also be mentioned. The substituent of the substituent-containing (meth) acrylic acid alkyl ester is a group that substitutes the hydrogen atom of the alkyl group, and specific examples thereof include a phenyl group, an alkoxy group, and a phenoxy group. Specific examples of the substituent-containing (meth) acrylic acid alkyl ester include (meth) acrylic acid 2-methoxyethyl, (meth) acrylic acid ethoxymethyl, (meth) acrylic acid phenoxyethyl, and (meth) acrylic acid 2-. Examples thereof include (2-phenoxyethoxy) ethyl, phenoxydiethylene glycol (meth) acrylate, and phenoxypoly (ethylene glycol) (meth) acrylate.

Each of these (meth) acrylic acid esters can be used alone, or a plurality of different ones may be used.

The (meth) acrylic resin (A) is a structural unit derived from an acrylic acid alkyl ester (a1) having a homopolymer glass transition temperature Tg of less than 0 ° C., and an alkyl acrylate having a homopolymer Tg of 0 ° C. or higher. It preferably contains a structural unit derived from the ester (a2). It is advantageous to contain the structural unit derived from the acrylic acid alkyl ester (a1) and the structural unit derived from the acrylic acid alkyl ester (a2) in order to enhance the high temperature durability of the pressure-sensitive adhesive layer. As the Tg of the homopolymer of the (meth) acrylic acid alkyl ester, a literature value such as POLYMER HANDBOOK (Wiley-Interscience) can be adopted.

Specific examples of the acrylic acid alkyl ester (a1) include ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and i-hexyl acrylate. , N-heptyl acrylate, n- and i-octyl acrylate, 2-ethylhexyl acrylate, n- and i-nonyl acrylate, n- and i-decyl acrylate, n-dodecyl acrylate and the like Examples thereof include acrylic acid alkyl esters having a group having about 2 to 12 carbon atoms.

As the acrylic acid alkyl ester (a1), only one type may be used, or two or more types may be used in combination. Among them, n-butyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate and the like are preferable from the viewpoint of followability and reworkability when the pressure-sensitive adhesive sheet of the present invention is laminated on an optical film.

The acrylic acid alkyl ester (a2) is an acrylic acid alkyl ester other than the acrylic acid alkyl ester (a1). Specific examples of the acrylic acid alkyl ester (a2) include methyl acrylate, cyclohexyl acrylate, and isobolonyl acrylate. Includes stearyl acrylate, t-butyl acrylate and the like.

As the acrylic acid alkyl ester (a2), only one kind may be used, or two or more kinds may be used in combination. Above all, from the viewpoint of high temperature durability, the acrylic acid alkyl ester (a2) preferably contains methyl acrylate, cyclohexyl acrylate, isobolonyl acrylate and the like, and more preferably contains methyl acrylate.

The structural unit derived from the (meth) acrylic acid ester represented by the formula (a) is preferably 50% by mass or more, preferably 60 to 95% by mass, based on the total structural units contained in the (meth) acrylic resin. It is preferably 65 to 95% by mass or more, and more preferably 65 to 95% by mass or more.

As the structural unit derived from a monomer other than the (meth) acrylic acid ester, a structural unit derived from a monomer having a polar functional group is preferable, and a structure derived from a (meth) acrylic acid ester having a polar functional group is preferable. The unit is more preferred. Examples of the polar functional group include a hydroxy group, a carboxyl group, a substituted or unsubstituted amino group, a heterocyclic group such as an epoxy group, and the like.
As a monomer having a polar functional group,
1-Hydroxymethyl (meth) acrylate, 1-hydroxyethyl (meth) acrylate, 1-hydroxyheptyl (meth) acrylate, 1-hydroxybutyl (meth) acrylate, 1-hydroxypentyl (meth) acrylate, 2-Hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxypentyl (meth) acrylate, 2-hydroxyhexyl (meth) acrylate, 3-Hydroxypropyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 3-hydroxypentyl (meth) acrylate, 3-hydroxyhexyl (meth) acrylate, 3-hydroxyheptyl (meth) acrylate, 4-Hydroxybutyl (meth) acrylate, 4-hydroxypentyl (meth) acrylate, 4-hydroxyhexyl (meth) acrylate, 4-hydroxyheptyl (meth) acrylate, 4-hydroxyoctyl (meth) acrylate, 2-Chloro-2-hydroxypropyl (meth) acrylate, 3-chloro-2-hydroxypropyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 5-hydroxy (meth) acrylate Pentyl, 5-hydroxyhexyl (meth) acrylate, 5-hydroxyheptyl (meth) acrylate, 5-hydroxyoctyl (meth) acrylate, 5-hydroxynonyl (meth) acrylate, 6-hydroxy (meth) acrylate Hexyl, 6-hydroxyheptyl (meth) acrylate, 6-hydroxyoctyl (meth) acrylate, 6-hydroxynonyl (meth) acrylate, 6-hydroxydecyl (meth) acrylate, 7-hydroxy (meth) acrylate Heptyl, 7-hydroxyoctyl (meth) acrylate, 7-hydroxynonyl (meth) acrylate, 7-hydroxydecyl (meth) acrylate, 7-hydroxyundecyl (meth) acrylate, 8-hydroxyundecyl (meth) acrylate Hydroxyoctyl, (meth) acrylate 8-hydroxynonyl, (meth) acrylate 8-hydroxydecyl, (meth) acrylate 8-hydroxyundecyl, (meth) acrylate 8-hydroxydodecyl, (meth) acrylate 9 -Hydroxynonyl, 9-hydroxydecyl (meth) acrylate, 9-hydroxyundecyl (meth) acrylate, 9-hydroxydodecyl (meth) acrylate, (meth) ac 9-Hydroxytridecyl lylate, 10-hydroxydecyl (meth) acrylate, 10-hydroxyundecyl (meth) acrylate, 10-hydroxydodecyl (meth) acrylate, 10-hydroxytridecyl acrylate, (meth) 10-Hydroxytetradecyl acrylate, 11-hydroxyundecyl (meth) acrylate, 11-hydroxydodecyl (meth) acrylate, 11-hydroxytridecyl (meth) acrylate, 11-hydroxytetradecyl (meth) acrylate , (Meta) acrylate 11-hydroxypentadecyl, (meth) acrylate 12-hydroxydodecyl, (meth) acrylate 12-hydroxytridecyl, (meth) acrylate 12-hydroxytetradecyl, (meth) acrylate 13 −Hydroxypentadecyl, 13-hydroxytetradecyl (meth) acrylate, 13-hydroxypentadecyl (meth) acrylate, 14-hydroxytetradecyl (meth) acrylate, 14-hydroxypentadecyl (meth) acrylate, ( A monomer having a hydroxy group such as 15-hydroxypentadecyl (meth) acrylate and 15-hydroxyheptadecyl (meth) acrylate;
A single amount having a carboxyl group such as (meth) acrylic acid, carboxyalkyl (meth) acrylate (for example, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate), maleic acid, maleic anhydride, fumaric acid, crotonic acid, etc. body;
Acryloylmorpholine, vinylcaprolactam, N-vinyl-2-pyrrolidone, vinylpyridine, tetrahydrofurfuryl (meth) acrylate, caprolactone-modified tetrahydrofurfuryl acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, glycidyl (meth) acrylate, Monomer having a heterocyclic group such as 2,5-dihydrofuran;
Examples thereof include monomers having a substituted or unsubstituted amino group such as aminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate and dimethylaminopropyl (meth) acrylate.
Among them, a monomer having a hydroxy group or a monomer having a carboxyl group is preferable in terms of reactivity between the (meth) acrylic acid ester polymer and the cross-linking agent, and the monomer having a hydroxy group and the carboxyl group are preferable. It is more preferable to contain any of the monomers having a group.

As the monomer having a hydroxy 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.
Acrylic acid is preferably used as the monomer having a carboxyl group.

From the viewpoint of preventing the peeling power of the separate film that can be laminated on the outer surface of the pressure-sensitive adhesive layer from being enhanced, the (meth) acrylic resin (A) substantially contains a structural unit derived from a monomer having an amino group. It is preferable that there is no such thing. Here, substantially not contained means that the amount is 0.1 parts by mass or less out of 100 parts by mass of all the constituent units constituting the (meth) acrylic resin (a).

The content of the structural unit derived from the monomer having a polar functional group is preferably 20 parts by mass or less, more preferably 0, with respect to 100 parts by mass of all the structural units of the (meth) acrylic resin (A). It is 5.5 parts by mass or more and 15 parts by mass or less, more preferably 0.5 parts by mass or more and 10 parts by mass or less, and particularly preferably 1 part by mass or more and 7 parts by mass or less.

The content of the structural unit derived from the monomer having an aromatic group is preferably 20 parts by mass or less, more preferably 4 parts by mass, based on 100 parts by mass of all the structural units of the (meth) acrylic resin (A). More than 20 parts by mass, more preferably 4 parts by mass or more and 16 parts by mass or less.

Structural units derived from monomers other than (meth) acrylates include structural units derived from styrene-based monomers, structural units derived from vinyl-based monomers, and a plurality of (meth) acryloyl in the molecule. Structural units derived from a monomer having a group, structural units derived from a (meth) acrylamide-based monomer, and the like can also be mentioned.

Examples of the styrene-based monomer include styrene; methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, propylstyrene, butylstyrene, hexylstyrene, heptylstyrene, octylstyrene and other alkylstyrenes; fluorostyrene, Examples thereof include halogenated styrene such as chlorostyrene, bromostyrene, dibromostyrene and iodostyrene; nitrostyrene; acetylstyrene; methoxystyrene; and divinylbenzene.

Examples of the vinyl-based monomer include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate, and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene chloride and the like. Examples thereof include vinylidene halide; nitrogen-containing heteroaromatic vinyl such as vinylpyridine, vinylpyrrolidone and vinylcarbazole; conjugated diene such as butadiene, isoprene and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.

Examples of the monomer having a plurality of (meth) acryloyl groups in the molecule include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, and 1,9-nonanediol di ( Two (meth) acryloyl groups in a molecule such as meta) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, and tripropylene glycol di (meth) acrylate. Monomer having; Examples thereof include a monomer having three (meth) acryloyl groups in the molecule such as trimethyl propantri (meth) acrylate.

Examples of the (meth) acrylamide-based monomer include N-methylol (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, N- (3-hydroxypropyl) (meth) acrylamide, and N- (4-). Hydroxybutyl) (meth) acrylamide, N- (5-hydroxypentyl) (meth) acrylamide, N- (6-hydroxyhexyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N-diethyl ( Meta) 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-acrylloylamino-2-methyl-1-propanesulfonic acid, N- (methoxymethyl) acrylamide, N- (ethoxymethyl) (meth) acrylamide, N -(Prooxymethyl) (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) (Meta) acrylamide, N- (2-propoxyethyl) (meth) acrylamide, N- [2- (1-methylethoxy) ethyl] (meth) acrylamide, N- [2- (1-methylpropoxy) ethyl] ( Meta) acrylamide, N- [2- (2-methylpropoxy) ethyl] (meth) acrylamide, N- (2-butoxyethyl) (meth) acrylamide, N- [2- (1,1-dimethylethoxy) ethyl] Examples include (meth) acrylamide. Of these, N- (methoxymethyl) acrylamide, N- (ethoxymethyl) acrylamide, N- (propoxymethyl) acrylamide, N- (butoxymethyl) acrylamide and N- (2-methylpropoxymethyl) acrylamide are preferable.

The weight average molecular weight (Mw) of the (meth) acrylic resin (A) is preferably 500,000 to 2.5 million. When the weight average molecular weight is 500,000 or more, the durability of the adhesive layer in a high temperature environment is improved, and problems such as floating and peeling between the adherend and the adhesive layer and cohesive failure of the adhesive sheet are caused. Easy to suppress. When the weight average molecular weight is 2.5 million or less, it is advantageous from the viewpoint of coatability. From the viewpoint of achieving both the durability of the pressure-sensitive adhesive layer and the coatability of the pressure-sensitive adhesive composition, the weight average molecular weight is preferably 600,000 to 1.8 million, often preferably 700,000 to 1.7 million, and particularly preferably 100. It is 10,000 to 1.6 million. The molecular weight distribution (Mw / Mn) represented by the ratio of the weight average molecular weight (Mw) to the number average molecular weight (Mn) is usually 2 to 10, preferably 3 to 8, and more preferably 3 to 6. .. The weight average molecular weight can be analyzed by gel permeation chromatography and is a value in terms of standard polystyrene.

When the (meth) acrylic acid resin (A) is dissolved in ethyl acetate to prepare a solution having a concentration of 20% by mass, the viscosity at 25 ° C. is preferably 20 Pa · s or less, preferably 0.1 to 15 Pa · s. Is more preferable. A viscosity in this range is advantageous from the viewpoint of coatability when the pressure-sensitive adhesive composition is applied to the base material. The viscosity can be measured with a Brookfield viscometer.

The (meth) acrylic resin (A) can be produced by a known method such as a solution polymerization method, a bulk polymerization method, a suspension polymerization method, or an emulsion polymerization method, and the solution polymerization method is particularly preferable. As a solution polymerization method, for example, a monomer and an organic solvent are mixed, a thermal polymerization initiator is added under a nitrogen atmosphere, and temperature conditions of about 40 to 90 ° C., preferably about 50 to 80 ° C. are 3 to 15 A method of stirring for about an hour can be mentioned. In order to control the reaction, a monomer or a thermal polymerization initiator may be added continuously or intermittently during the polymerization. The monomer and the thermal polymerization initiator may be added to an organic solvent. 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. And so on. As the thermal polymerization initiator, a known thermal polymerization initiator can be used. Further, a photopolymerization initiator may be used instead of the thermal polymerization initiator, and a polymerization method using ultraviolet rays or the like may be used.

The content of the resin (A) is usually 50% by mass to 99.9% by mass, preferably 60% by mass to 99% by mass, and more preferably 70% by mass, based on 100% by mass of the solid content of the pressure-sensitive adhesive composition. It is by mass% to 95% by mass.

<Light selective absorption compound (B)>
The light selective absorption compound (B) is a compound having a merocyanine structure in the molecule.
In the present invention, the merocyanine structure means a partial structure represented by> NC = CC = C <. However, as the merocyanine structure of the present invention, an aromatic condensed ring having a partial structure represented by> NC = CC = C <as a component of the ring (for example, a benzotriazole ring, a benzimidazole ring, an indole). Rings, isoindole rings, quinoline rings, etc.) are not included.

Further, it is preferable that the light selective absorption compound (B) having a merocyanine structure in the present invention does not contain a polymerizable group in the molecule. Here, as the polymerizable group, an epoxy group; an oxetanyl group; an oxazolino group; an aziridino group; a vinyl group, an α-methylvinyl group, an acryloyl group, a metaacryloyl group, an allyl group, a styryl group, an ethylene such as (meth) acrylamide, etc. Examples include sex unsaturated groups.

The light selective absorption compound (B) having a merocyanine structure in the molecule preferably satisfies the following formula (1), and more preferably satisfies the formula (2).
ε (405) ≧ 5 (1)
[In the formula (1), ε (405) represents the gram absorption coefficient of the light selective absorption compound (B) having 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)
[In formula (2), ε (405) represents the gram absorption coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 405 nm.
ε (440) Represents the gram absorption coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 440 nm. ]

The light selective absorption compound (B) having a merocyanine structure preferably has a ε (405) value of 5 L / (g · cm) or more, more preferably 10 L / (g · cm) or more, and 20 L. It is more preferably / (g · cm) or more, further preferably 30 L / (g · cm) or more, and usually 500 L / (g · cm) or less. A compound having 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 rays or visible light having a short wavelength.
The photoselective absorption compound (B) having a merocyanine structure preferably has a value of ε (405) / ε (440) of 20 or more, more preferably 40 or more, and even more preferably 70 or more. It is preferably 80 or more, and more preferably 80 or more. The pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition containing a compound having a large value of ε (405) / ε (440) absorbs light having a wavelength of around 405 nm without disturbing the color expression of the display device. Further, it is possible to suppress photodegradation of display devices such as laminated optical films (phase difference films) and organic EL elements.

［式中、Ｒ^１、Ｒ^２、Ｒ^３、Ｒ^４及びＲ^５は、それぞれ独立して、水素原子、置換基を有していてもよい炭素数１〜２５の脂肪族炭化水素基、置換基を有していてもよい炭素数６〜１５の芳香族炭化水素基又は複素環基を表し、前記脂肪族炭化水素基又は芳香族炭化水素基に含まれる−ＣＨ_２−は、−ＮＲ^１Ａ−、−ＳＯ_２−、−ＣＯ−、−Ｏ−又は−Ｓ−に置換されていてもよい。
Ｒ^６及びＲ^７は、それぞれ独立して、水素原子、炭素数１〜２５のアルキル基、電子求引性基表す。
Ｒ^１Ａは、水素原子又は炭素数１〜６のアルキル基を表す。
Ｒ^１及びＲ^２は互いに連結して環構造を形成してもよく、Ｒ^２及びＲ^３は互いに連結して環構造を形成してもよく、Ｒ^２及びＲ^４は互いに連結して環構造を形成してもよく、Ｒ^３及びＲ^６は互いに連結して環構造を形成してもよく、Ｒ^５及びＲ^７は互いに連結して環構造を形成してもよく、Ｒ^６及びＲ^７は互いに連結して環構造を形成してもよい。］ Examples of the light selective absorption compound (B) having a merocyanine structure include a compound represented by the formula (I).

[In the formula, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are independently substituted with a hydrogen atom and an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. Representing an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group, −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is −NR ^1A. It may be substituted with −, −SO ₂₋ , −CO−, −O− or −S−.
R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹ and R ² may be connected to each other to form a ring structure, R ² and R ³ may be connected to each other to form a ring structure, and R ² and R ⁴ may be connected 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 formed. May be connected to each other to form a ring structure. ]

Examples of the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R ^{1 to} R ⁵ include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group and a sec-butyl group. Group, 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, Linear or branched alkyl group having 1 to 25 carbon atoms such as undecyl group, lauryl group, myristyl group, cetyl group and stearyl group: 3 to 25 carbon atoms such as cyclopropyl group, cyclobutyl group, cyclopentyl group and cyclohexyl group. Cycloalkyl group: A cycloalkylalkyl group having 4 to 25 carbon atoms such as a cyclohexylmethyl group, and an alkyl group having 4 to 25 carbon atoms is preferable.
Examples of the substituent that the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by R ^{1 to} R ⁵ may have include a hydroxy group, a cyano group, a halogen atom, a mercapto group, an amino group, a nitro group and the like. Can be mentioned.
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 an aryl group having 6 to 15 carbon atoms such as a phenyl group, a naphthyl group, an anthracenyl group and a biphenyl group; a benzyl group and a phenylethyl group. Examples thereof include an aralkyl group having 7 to 15 carbon atoms such as a group, a naphthylmethyl group and phenyl.
The substituents that the aromatic hydrocarbon group having 6 to 15 carbon atoms represented by R ^{1 to} R ⁵ may have include a hydroxy group, a cyano group, a halogen atom, a mercapto group, an amino group and a nitro group. Aalkoxy group, alkylthio group, alkoxycarbonyl group, 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 , respectively. Independently, it represents 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.)

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. Alkoxy groups having 1 to 12 carbon atoms can be mentioned.
Examples of the alkylthio group include an alkylthio group having 1 to 12 carbon atoms such as a methylthio group, an ethylthio group, a propylthio group and a butylthio group.
Examples of the acyl group include an acyl group having 2 to 13 carbon atoms such as an acetyl group, a propionyl group and a butyryl group.
As acyloxy groups, methylcarbonyloxy group, ethylcarbonyloxy group, n-propylcarbonyloxy group, isopropylcarbonyloxy group, n-butylcarbonyloxy group, sec-butylcarbonyloxy group, tert-butylcarbonyloxy group, pentylcarbonyl Examples thereof include acyloxy groups having 2 to 13 carbon atoms such as an oxy group, a hexylcarbonyloxy group, an octylcarbonyloxy group and a 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, and a decyl. Examples thereof include an alkoxycarbonyl group having 2 to 13 carbon atoms such as an oxycarbonyl group, an undecyloxycarbonyl group, and a dodecyloxycarbonyl group.
The -CONR ^3A R ^3B, aminocarbonyl group, methylaminocarbonyl group, dimethylaminocarbonyl group, ethylaminocarbonyl group, and the like methyl aminocarbonyl group.
Examples of -C (NR ^2A ) R ^2B include a methylimino group, a dimethylimino group, a methylethylimino group and the like.
Examples of −SO ₂ R ^4A include a methyl sulfonyl group and an ethyl sulfonyl group.

Alkyl groups having 1 to 6 carbon atoms represented by R ^1A, R ^2A , R ^3A , R ^4A , R ^2B , and R ^3B include methyl group, ethyl group, n-propyl group, isopropyl group, and n-butyl group. , Tert-Butyl group, sec-butyl group and the like.

The heterocyclic groups represented by R ^{1 to} R ⁵ include a pyrrolidine ring group, a pyrolin ring group, an imidazolidine ring group, an imidazoline ring group, an oxazoline ring group, a thiazolin ring group, a piperidine ring group, a morpholine ring group, and a piperazine ring. An aliphatic heterocyclic group having 4 to 20 carbon atoms or an aliphatic heterocyclic group having 3 to 20 carbon atoms such as a group, an indol ring group, an isoindole ring group, a quinoline ring group, a thiophene ring group, a pyrrol ring group, a thiazolin ring group and a furan ring group Examples include aromatic heterocyclic groups.

Alkyl groups 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 and n. -Pentyl group, isopentyl group, n-hexyl group, isohexyl group, n-octyl group, isooctyl group, n-nonyl group, isononyl group, n-decyl group, isodecil group, n-dodecyl group, isododecyl group, undecyl group, Examples thereof include linear or branched alkyl groups having 1 to 25 carbon atoms such as lauryl group, myristyl group, cetyl group and stearyl group.

［式中、Ｒ^１１１は、水素原子又はハロゲン原子を有していてもよい炭素数１〜２５の炭化水素基を表し、該炭化水素基に含まれるメチレン基の少なくとも１つは酸素原子に置換されていてもよい。
Ｘ^１は、−ＣＯ−＊^１、−ＣＯＯ−＊^１、−ＣＳ−＊^１、−ＣＳＳ−＊^１、−ＣＳＮＲ^１１２−＊^１、−ＣＯＮＲ^１１３−＊^１、−ＣＮＲ^１１４−＊^１又は−ＳＯ_２−＊^１を表す。
Ｒ^１１２、Ｒ^１１３及びＲ^１１４は、それぞれ独立して、水素原子、炭素数１〜６のアルキル基又はフェニル基を表す。
＊^１はＲ^１１１との結合手を表す。
＊は炭素原子との結合手を表す。］ Examples of the electron-attracting 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). Be done.

[In the formula, R ¹¹¹ represents a hydrocarbon group having 1 to 25 carbon atoms which may have a hydrogen atom or a halogen atom, and at least one of the methylene groups contained in the hydrocarbon group is replaced with an oxygen atom. It may have been.
X ^{1 is, -CO- * 1, -COO- * 1} , -CS- * 1, -CSS- * 1, -CSNR 112 - * 1, -CONR 113 - * 1, -CNR 114 - * 1 or - Represents SO _2- * ¹ .
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 a bond with R ¹¹¹ .
* Represents a bond with a carbon atom. ]

Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
Alkyl groups substituted with halogen atoms include, for example, trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, perfluoroisopropyl group, perfluorobutyl group, perfluorosec-butyl group, perfluorotert-butyl group, perfluoropentyl group and Examples thereof include a perfluoroalkyl group such as a perfluorohexyl group. The number of carbon atoms of the alkyl group substituted with the halogen atom is usually 1 to 25, preferably 1 to 12 carbon atoms.

Examples of the hydrocarbon group having 1 to 25 carbon atoms which may have a halogen atom represented by R ¹¹¹ include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group and a tert-butyl group. , Se-butyl group, 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, lauryl group, myristyl group, cetyl group, stearyl group and other linear or branched alkyl groups having 1 to 25 carbon atoms: carbons such as cyclopropyl group, cyclobutyl group, cyclopentyl group and cyclohexyl group. Cycloalkyl group of number 3 to 25; cycloalkylalkyl group of 4 to 25 carbon atoms such as cyclopropylmethyl group and cyclohexylmethyl group; aryl of 6 to 25 carbon atoms such as phenyl group, naphthyl group, anthracenyl group and biphenyl group Group; aralkyl group having 7 to 25 carbon atoms such as benzyl group, phenylethyl group, naphthylmethyl group, phenyl; monofluoromethyl group, difluoromethyl group, trifluoromethyl group, 2,2,2-trifluoroethyl group, Fluoroalkyl groups having 1 to 25 carbon atoms such as perfluoroethyl group, perfluoropropyl group, perfluorobutyl group, perfluoropentyl group, perfluorohexyl group; monochloromethyl group, dichloromethyl group, trichloromethyl group, 2,2,2- Alkyl chloride groups having 1 to 25 carbon atoms such as trichloroethyl group, perchloroethyl group, perchloropropyl group, perchlorobutyl group, perchloropentyl group, perchlorohexyl group; monobromomethyl group, dibromomethyl group, tri Odor of 1 to 25 carbon atoms such as bromomethyl group, 2,2,2-tribromoethyl group, perbromoethyl group, perfubromopropyl group, perbromolobutyl group, perbromopentyl group, perbromohexyl group, etc. Alkylated group; monoiodomethyl group, diiodomethyl group, triiodomethyl group, 2,2,2-triiodoethyl group, periodoethyl group, periodopropyl group, periodobutyl group, periodopentyl group, periode An alkyl iodide group having 1 to 25 carbon atoms such as a hexyl group; can be mentioned.
Examples of the alkyl group having 1 to 6 carbon atoms represented by R ¹¹² , R ¹¹³ and R ¹¹⁴ include the same alkyl group having 1 to 6 carbon atoms represented by R ^1A .

R ¹¹¹ is preferably an alkyl group having 4 to 25 carbon atoms which may have a halogen atom, and more preferably an alkyl group having 4 to 12 carbon atoms which may have a halogen atom. ..
X ¹ is preferably -CO- * ¹ and -COO- * ¹ .

The electron-attracting groups represented by R ⁶ and R ⁷ are independently cyano groups, nitro groups, fluoro groups, trifluoromethyl groups, and groups represented by the formula (I-1). Is preferable.

The ring structure formed by bonding R ¹ and R ² to each other is a nitrogen-containing ring structure containing a nitrogen atom to which R ¹ and R ² are bonded, for example, a 4-membered ring to a 10-membered ring. A nitrogen-containing heterocycle can be mentioned. The ring structure formed by connecting R ¹ and R ² to each other may be a monocyclic ring, a polycyclic ring, or a condensed ring. Specific examples thereof include a pyrrolidine ring, a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazolin ring, a piperazine ring, a morpholine ring, a piperazine ring, an indole ring, and an isoindole ring. The ring formed by bonding R ¹ and R ² to each other may have a substituent, and the substituent may have 1 carbon number such as a methyl group, an ethyl group, a propyl group, a butyl group and an isobutyl group. Alkyl groups of ~ 12; alkoxy groups having 1 to 12 carbon atoms such as methoxy group, ethoxy group, propoxy group, butoxy group and the like can be mentioned.

［式（Ｉ−３）中、Ｘは、窒素原子、酸素原子、硫黄原子を表す。
環Ｗ^１は、窒素原子とＸとを構成要素とする環を表す。
＊は結合手を表す。］ The ring structure formed by bonding R ² and R ³ to each other is a nitrogen-containing ring structure containing a nitrogen atom to which R ² is bonded, for example, a 4-membered ring to a 10-membered ring nitrogen-containing heterocycle. Ring is mentioned. The ring structure formed by connecting R ² and R ³ to each other may be a monocyclic ring, a polycyclic ring, or a condensed ring. Specifically, it is represented by a pyrrolidine ring, a pyrroline ring, an imidazolidine ring, an imidazoline ring, an oxazoline ring, a thiazolin ring, a piperidine ring, a morpholine ring, a piperazine ring, an indole ring, an isoindole ring, and the following formula (I-3). Ring structure can be mentioned.

[In formula (I-3), X represents a nitrogen atom, an oxygen atom, and a sulfur atom.
Ring W ¹ represents a ring having a nitrogen atom and X as constituent elements.
* Represents a bond. ]

［式中、＊は結合手を表す。］ The ring W ¹ is preferably a 5-membered ring or a 6-membered ring having a nitrogen atom and X as constituent elements.
Specific examples of the ring structure represented by the formula (I-3) include the following rings.

[In the formula, * represents a bond. ]

The ring structure formed by bonding R ² and R ³ to each other may have a substituent, and the substituent may be a carbon such as a methyl group, an ethyl group, a propyl group, a butyl group or an isobutyl group. An alkyl group having a number 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 can be mentioned.

［式（Ｉ−４）中、Ｒ^１は上記と同じ意味を表す。ｍ２は、１〜７の整数を表す。
Ｒ^１１ａ、Ｒ^１１ｂ、Ｒ^１１ｃ及びＲ^１１ｄは、それぞれ独立して、水素原子又は炭素数１〜１２のアルキル基を表す。
＊は、炭素原子との結合手を表す。］
ｍ２は、２又は３であることが好ましく、２であることがより好ましい。 The ring structure formed by bonding R ² and R ³ to each other is preferably a ring structure represented by the following formula (I-4).

[In formula (I-4), R ¹ has the same meaning as above. m2 represents an integer of 1 to 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.
* Represents a bond with a carbon atom. ]
m2 is preferably 2 or 3, and more preferably 2.

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

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

As a ring structure formed by connecting R ³ and R ⁶ to each other, R ³ -C = CC = C-R ⁶ is a ring structure forming a ring skeleton. For example, a phenyl group and the like can be mentioned.

Examples of the ring structure formed by connecting R ⁵ and R ⁷ to each other include the ring structure described below. The ring structure formed by bonding R ⁵ and R ⁷ to each other may have a substituent, and the substituent may have a number of carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group and an isobutyl group. Alkyl groups of 1 to 12; alkoxy groups having 1 to 12 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group and a butoxy group can be mentioned.

［式中、＊は、炭素原子との結合手を表す。］ Examples of the ring structure formed by connecting R ⁶ and R ⁷ to each other include the ring structure described below. The ring structure formed by bonding R ⁶ and R ⁷ to each other may have substituents (R _{1 to} R ₁₆ in the following formula), and the substituents include a methyl group, an ethyl group and a propyl group. Alkyl groups having 1 to 12 carbon atoms such as groups, butyl groups and isobutyl groups; alkoxy groups having 1 to 12 carbon atoms such as methoxy groups, ethoxy groups, propoxy groups and butoxy groups; and ethylenically unsaturated groups described below. Be done.

[In the formula, * represents a bond with a carbon atom. ]

It is preferable that at least one of R ⁶ and R ⁷ is an electron attracting group.

［式（ＩＩ）中、Ｒ^１１、Ｒ^１２、Ｒ^１３、Ｒ^１４及びＲ^１５は、それぞれ独立して、水素原子、置換基を有していてもよい炭素数１〜２５の脂肪族炭化水素基、置換基を有していてもよい炭素数６〜１５の芳香族炭化水素基又は複素環基を表し、該脂肪族炭化水素基又は芳香族炭化水素基に含まれる−ＣＨ_２−は、−ＮＲ^１１Ａ−、−ＳＯ_２−、−ＣＯ−、−Ｏ−又は−Ｓ−に置換されていてもよい。
Ｒ^１６及びＲ^１７は、それぞれ独立して、水素原子、炭素数１〜２５のアルキル基、電子求引性基を表す。
Ｒ^１１Ａは、水素原子又は炭素数１〜６のアルキル基を表す。
Ｒ^１１及びＲ^１２は互いに連結して環構造を形成してもよく、Ｒ^１２及びＲ^１３は互いに連結して環構造を形成してもよく、Ｒ^１２及びＲ^１４は互いに連結して環構造を形成してもよい。］ The compound represented by the formula (I) is preferably a compound represented by the formula (II).

[In formula (II), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are aliphatic hydrocarbons having 1 to 25 carbon atoms which may independently have a hydrogen atom and a substituent. Represents an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group or a substituent, and −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is It may be substituted with −NR ^11A −, −SO ₂₋ , −CO−, −O− or −S−.
R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^11A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹¹ and R ¹² may be connected to each other to form a ring structure, R ¹² and R ¹³ may be connected to each other to form a ring structure, and R ¹² and R ¹⁴ may be connected to each other to form a ring structure. May be formed. ]

The aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent represented by R ^{11 to} R ¹⁵ may have a substituent represented by R ¹ and has ¹ to 25 carbon atoms. The same as the 25 aliphatic hydrocarbon groups can be mentioned.
The aromatic hydrocarbon group having 6 to 15 carbon atoms which may have a substituent represented by R ^{11 to} R ¹⁵ may have a substituent represented by R ¹ and has 6 carbon atoms. The same as the aromatic hydrocarbon groups of ~ 15 can be mentioned.
Examples of the heterocycle represented by R ^{11 to} R ¹⁵ include the same 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 alkyl group having 1 to 25 carbon atoms represented by R ⁶ .
Examples of the electron-attracting group represented by R ¹⁶ and R ¹⁷ include the same electron-attracting group represented by R ⁶ .
Examples of the alkyl group having 1 to 6 carbon atoms represented by R ^11A include the same alkyl group having 1 to 6 carbon atoms represented by R ^1A .

Examples of the ring structure in which R ¹¹ and R ¹² can be formed by connecting with each other include the same ring structure in which R ¹ and R ² can be formed by connecting with each other.

Examples of the ring structure in which R ¹² and R ¹³ can be formed by connecting with each other include the same ring structure in which R ² and R ³ can be formed by connecting 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 in which R ¹² and R ¹⁴ can be formed by connecting with each other include the same ring structure in which R ² and R ⁴ can be formed by connecting with each other. The ring structure that can be formed by connecting R ¹² and R ¹⁴ to each other is preferably a monocyclic structure. The ring structure formed by connecting R ¹² and R ¹⁴ to each other is preferably an aromatic ring, and more preferably a pyrimidine ring structure.

Ｒ^１６及びＲ^１７のうちいずれか一方はエチレン性不飽和基であり、もう一方は電子求引性基であることが好ましい。
Ｒ^１６及びＲ^１７で表される電子求引性基は、それぞれ独立して、シアノ基、ニトロ基、フルオロ基、トリフルオロメチル基、及び式（Ｉ−１）で表される基であることが好ましい。特に好ましくはシアノ基である。
Ｒ^１６及びＲ^１７で表されるエチレン性不飽和基は、それぞれ独立して、ビニル基、アクリロイル基、メタアクリロイル基、及び式（Ｉ−２）で表される基であることが好ましい。さらに好ましくは＊−ＣＯ−Ｏ−（ＣＨ_２）n−Ｘ^２、（Ｘ^２はビニル基、アクリロイル基又はメタアクリロイル基を表し、ｎ＝１〜１０の整数（好ましくはｎ＝２〜６の整数）を表す。）。 Each of R ¹¹ , R ¹³ and R ¹⁵ is preferably an aliphatic hydrocarbon group having 1 to 25 carbon atoms, which may independently have a substituent, and may have a substituent. It is more preferably an alkyl group having 1 to 25 carbon atoms, and further preferably an alkyl group having 1 to 12 carbon atoms which may have a substituent.
In particular, R ¹¹ is preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and even 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 linked to each other to form a ring structure. It is preferable to do so.
R ¹² and R ¹³ are preferably connected 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 particularly preferable. It is preferably a ring structure represented by the formula (I-4-1). The ring structure represented by the formula (I-4), the formula (I-4-1) or the formula (I-4-2) may further have a substituent.

It is preferable that one of R ¹⁶ and R ¹⁷ is an ethylenically unsaturated group and the other is an electron-attracting group.
The electron-attracting groups represented by R ¹⁶ and R ¹⁷ are independently cyano groups, nitro groups, fluoro groups, trifluoromethyl groups, and groups represented by the formula (I-1). Is preferable. Particularly preferably, it is a cyano group.
The ethylenically unsaturated groups represented by R ¹⁶ and R ¹⁷ are preferably vinyl groups, acryloyl groups, metaacryloyl groups, and groups represented by the formula (I-2), respectively. More preferably, * -CO-O- (CH ₂ ) n-X ² , (X ² represents a vinyl group, an acryloyl group or a metaacryloyl group, and is an integer of n = 1 to 10 (preferably n = 2 to 6). Represents an integer).)

［式（ＩＩ−Ａ−１）、式（ＩＩ−Ａ−２）及び式（ＩＩ−Ｂ−１）中、Ｒ^１１、Ｒ^１４、Ｒ^１５、Ｒ^１６及びＲ^１７は、それぞれ上記と同じ意味を表す。
Ｒ^１１ｅ、Ｒ^１１ｆ、Ｒ^１１ｇ、Ｒ^１１ｈ、Ｒ^１１ｋ、Ｒ^１１ｍ、Ｒ^１１ｎは、それぞれ独立して、水素原子又は炭素数１〜１２のアルキル基を表す。
Ｒ^１１ｑ及びＲ^１１ｐは、それぞれ独立して、水素原子、炭素数１〜１２のアルキル基、−ＮＲ^２２ＡＲ^２２Ｂで表される基（Ｒ^２２Ａ及びＲ^２２Ｂは、それぞれ独立して、水素原子又は炭素数１〜６のアルキル基を表す）又は複素環を表す。］ The compound represented by the formula (II) in which R ¹² and R ¹³ are linked to each other to form a ring structure is a compound represented by the formula (II-A-1) or a compound represented by the formula (II-A-2). ) Is preferable. 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 the formula (II-A-1), the formula (II-A-2) and the formula (II-B-1), R ¹¹ , R ¹⁴ , R ¹⁵ , R ¹⁶ and R ¹⁷ have the same meanings as described above. Represents.
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 independent hydrogen atoms, alkyl groups having 1 to 12 carbon atoms, and groups represented by -NR ^22A R ^22B (R ^22A and R ^22B are independent hydrogen atoms or or Represents an alkyl group having 1 to 6 carbon atoms) or a heterocycle. ]

Examples of the light selective absorption compound (B) having a merocyanine structure include the compounds described below.

The photoselective absorption compound having a merocyanine structure in the molecule can be produced by the method described in JP-A-2017-1442412 and International Publication No. 2019/004046.

The content of the light selective absorption compound (B) having a merocyanine structure is usually 0.1 to 50 parts by mass and 0.5 to 20 parts by mass with respect to 100 parts by mass of the resin (A). It is preferably 1 to 10 parts by mass, more preferably 2 to 7 parts by mass.
Two or more kinds of the light selective absorption compound (B) having a merocyanine structure may be contained.

<Photocurable component (C)>
The pressure-sensitive adhesive composition of the present invention can contain a photocurable component (C).
The photocurable component (C) may be a photoradical component such as a compound or an oligomer that is cured by a radical polymerization reaction by irradiation with light. Further, it may be a photocationic curable component such as a compound or an oligomer that is cured by a cationic polymerization reaction by irradiation with light. Here, the light is preferably an active energy ray such as visible light, ultraviolet light, X-ray, or electron beam.
The photocurable component (C) is preferably a photoradical curable component from the viewpoint of the reactivity of the photoselective absorption compound (B) having a merocyanine structure in the molecule.

<Photoradical polymerizable component>
Examples of the photoradical polymerizable component include radically polymerizable (meth) acrylic compounds.
Examples of the (meth) acrylic compound include a (meth) acrylate monomer having at least one (meth) acryloyloxy group in the molecule, a (meth) acrylamide monomer, and at least two (meth) acryloyl groups in the molecule. Examples include (meth) acryloyl group-containing compounds such as (meth) acrylic oligomers having. The (meth) acrylic oligomer is preferably a (meth) acrylate oligomer having at least two (meth) acryloyloxy groups in the molecule. As the (meth) acrylic compound, only one kind may be used alone, or two or more kinds may be used in combination.

The (meth) acrylate monomer includes a monofunctional (meth) acrylate monomer having one (meth) acryloyloxy group in the molecule and a bifunctional (meth) acrylate having two (meth) acryloyloxy groups in the molecule. Examples include monomers and polyfunctional (meth) acrylate monomers having three or more (meth) acryloyloxy groups in the molecule.

Examples of the monofunctional (meth) acrylate monomer include alkyl (meth) acrylate. In an alkyl (meth) acrylate, if the alkyl group has 3 or more carbon atoms, it may be linear, branched, or cyclic. As the alkyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, 2-ethylhexyl ( Meta) acrylate and the like can be mentioned.
The monofunctional (meth) acrylate monomer includes aralkyl (meth) acrylate such as benzyl (meth) acrylate; (meth) acrylate of terpene alcohol such as isobornyl (meth) acrylate; and tetrahydro such as tetrahydrofurfuryl (meth) acrylate. (Meta) acrylate having a furfuryl structure; cyclohexyl at alkyl group sites such as cyclohexyl (meth) acrylate, cyclohexylmethylmethacrylate, dicyclopentanyl acrylate, dicyclopentenyl (meth) acrylate, 1,4-cyclohexanedimethanol monoacrylate (Meta) acrylate having an alkyl group; Aminoalkyl (meth) acrylate such as N, N-dimethylaminoethyl (meth) acrylate; 2-phenoxyethyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, ethylcarbi Examples thereof include (meth) acrylates having an ether bond at the alkyl moiety such as toll (meth) acrylate and phenoxypolyethylene glycol (meth) acrylate.

Further, examples of the monofunctional (meth) acrylate monomer include a monofunctional (meth) acrylate having a hydroxyl group at the alkyl moiety; and a monofunctional (meth) acrylate having a carboxyl group at the alkyl moiety. Examples of the monofunctional (meth) acrylate having a hydroxyl group at the alkyl moiety include 2-hydroxyethyl (meth) acrylate, 2- or 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and 2-hydroxy-3. -Phenoxypropyl (meth) acrylate, trimethylolpropane mono (meth) acrylate, pentaerythritol mono (meth) acrylate can be mentioned. Examples of the monofunctional (meth) acrylate having a carboxyl group at the alkyl moiety include 2-carboxyethyl (meth) acrylate, ω-carboxy-polycaprolactone (n = 2) mono (meth) acrylate, and 1- [2- (meth)). Acryloyloxyethyl] phthalic acid, 1- [2- (meth) acryloyloxyethyl] hexahydrophthalic acid, 1- [2- (meth) acryloyloxyethyl] succinic acid, 4- [2- (meth) acryloyloxyethyl ] Trimellitic acid, N- (meth) acryloyloxy-N', N'-dicarboxymethyl-p-phenylenediamine and the like can be mentioned.

The (meth) acrylamide monomer is preferably (meth) acrylamide having a substituent at the N-position. A typical example of the N-position substituent is an alkyl group, but it may form a ring with a nitrogen atom of (meth) acrylamide, which ring is a carbon atom and a nitrogen atom of (meth) acrylamide. In addition, it may have an oxygen atom as a ring member. Further, a substituent such as alkyl or oxo (= O) may be bonded to the carbon atom constituting the ring.

Examples of N-substituted (meth) acrylamide include N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-isopropyl (meth) acrylamide, Nn-butyl (meth) acrylamide, and N-t-butyl (N-t-butyl). N-alkyl (meth) acrylamide such as meta) acrylamide, N-hexyl (meth) acrylamide; N, N-dialkyl such as N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide (meth) Meta) Acrylamide and the like. Further, the N-substituted group may be an alkyl group having a hydroxyl group, and examples thereof include N-hydroxymethyl (meth) acrylamide, N- (2-hydroxyethyl) (meth) acrylamide, and N- (2-hydroxy). Examples thereof include propyl) (meth) acrylamide. Furthermore, specific examples of the N-substituted (meth) acrylamide forming the above-mentioned 5-membered ring or 6-membered ring include N-acryloylpyrrolidine, 3-acryloyl-2-oxazolidinone, 4-acryloylmorpholine, and N-acryloyl. Examples thereof include piperidine and N-methacryloyl piperidine.

As a bifunctional (meth) acrylate monomer,
Ethylene glycol di (meth) acrylate, 1,3-butanediol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol Alkylene glycol di (meth) acrylates such as di (meth) acrylate and neopentyl glycol di (meth) acrylate;
Diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate and Polyoxyalkylene glycol di (meth) acrylate such as polytetramethylene glycol di (meth) acrylate;
Di (meth) acrylate of halogen-substituted alkylene glycols such as tetrafluoroethylene glycol di (meth) acrylate;
Di (meth) acrylates of aliphatic polyols such as trimethylolpropane di (meth) acrylates, ditrimethylolpropane di (meth) acrylates, and pentaerythritol di (meth) acrylates;
Hydrogenated dicyclopentadiene such as hydrogenated dicyclopentadienyl di (meth) acrylate, tricyclodecanedimethanol di (meth) acrylate or di (meth) acrylate of tricyclodecanediakanol;
Di (meth) acrylate of dioxane glycol or dioxane dialkanol such as 1,3-dioxane-2,5-diyldi (meth) acrylate [also known as dioxane glycol di (meth) acrylate];
Di (meth) acrylate of alkylene oxide adduct of bisphenol A or bisphenol F such as bisphenol A ethylene oxide adduct diacrylate, bisphenol F ethylene oxide adduct diacrylate;
Epoxy di (meth) acrylate of bisphenol A or bisphenol F such as acrylic acid adduct of bisphenol A diglycidyl ether, acrylic acid adduct of bisphenol F diglycidyl ether; silicone di (meth) acrylate;
Di (meth) acrylate of hydroxypivalate neopentyl glycol ester;
2,2-bis [4- (meth) acryloyloxyethoxyethoxyphenyl] propane; 2,2-bis [4- (meth) acryloyloxyethoxyethoxycyclohexyl] propane;
2- (2-Hydroxy-1,1-dimethylethyl) -5-ethyl-5-hydroxymethyl-1,3-dioxane] di (meth) acrylate;
Tris (hydroxyethyl) isocyanurate di (meth) acrylate; and the like.

Examples of the trifunctional or higher functional polyfunctional (meth) acrylate monomer include glycerintri (meth) acrylate, alkoxylated glycerintri (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, and dimethylolpropane. Propanetetra (meth) acrylate, pentaerythritol trimethylolpropane (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc. Poly (meth) acrylate of trifunctional or higher aliphatic polyol; poly (meth) acrylate of trifunctional or higher halogen-substituted polyol; tri (meth) acrylate of alkylene oxide adduct of glycerin; alkylene oxide adduct of trimethylolpropane Tri (meth) acrylate; 1,1,1-tris [(meth) acryloyloxyethoxyethoxy] propane; tris (hydroxyethyl) isocyanurate tri (meth) acrylate and the like.
Moreover, you may use a commercially available product. Examples of commercially available products include A-DPH-12E, A-TMPT, and A-9300 (manufactured by Shin-Nakamura Chemical Co., Ltd.).

Examples of the (meth) acrylic oligomer include urethane (meth) acrylic oligomer, polyester (meth) acrylic oligomer, and epoxy (meth) acrylic oligomer.

The urethane (meth) acrylic oligomer is a compound having a urethane bond (-NHCOO-) and at least two (meth) acryloyl groups in the molecule. Specifically, a urethanization reaction product of a hydroxyl group-containing (meth) acrylic monomer having at least one (meth) acryloyl group and at least one hydroxyl group in the molecule and polyisocyanate, and a polyol as polyisocyanate. It can be a urethanization reaction product of a terminal isocyanato group-containing urethane compound obtained by reaction and a (meth) acrylic monomer having at least one (meth) acryloyl group and at least one hydroxyl group in the molecule. ..

The hydroxyl group-containing (meth) acrylic monomer used in the urethanization reaction can be, for example, a hydroxyl group-containing (meth) acrylate monomer, and specific examples thereof include 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth). ) Acrylate, 2-Hydroxybutyl (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, glycerindi (meth) acrylate, trimethylpropandi (meth) acrylate, pentaerythritol tri (meth) acrylate, di Contains pentaerythritol penta (meth) acrylate. Specific examples other than the hydroxyl group-containing (meth) acrylate monomer include N-hydroxyalkyl (meth) acrylamide monomers such as N-hydroxyethyl (meth) acrylamide and N-methylol (meth) acrylamide.

Examples of the polyisocyanate used for the urethanization reaction with the hydroxyl group-containing (meth) acrylic monomer include hexamethylene diisocyanate, lysine diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate, and aromatic diisocyanates. Diisocyanates obtained by hydrogenating isocyanates (for example, hydrogenated tolylene diisocyanates, hydrogenated xylylene diisocyanates, etc.), di- or tri-isocyanates such as triphenylmethane triisocyanates, dibenzylbenzene triisocyanates, and the above. Examples thereof include polyisocyanate obtained by increasing the amount of diisocyanate.

Further, as the polyol used to obtain a terminal isocyanato group-containing urethane compound by reaction with polyisocyanate, a polyester polyol, a polyether polyol, or the like can be used in addition to an aromatic, aliphatic or alicyclic polyol. it can. Aliphatic and alicyclic polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, and ditri. Examples thereof include methylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptan, dimethylolpropionic acid, dimethylolbutanoic acid, glycerin, and hydrogenated bisphenol A.

The polyester polyol is obtained by a dehydration condensation reaction between the above-mentioned polyol and a polybasic carboxylic acid or an anhydride thereof. Examples of polybasic carboxylic acids or their anhydrides, which may be anhydrides, are represented by adding "(anhydride)" to (anhydrous) succinic acid, adipic acid, (anhydrous) maleic anhydride, (anhydrous). There are itaconic acid, (anhydrous) trimellitic acid, (anhydrous) pyromellitic acid, (anhydrous) phthalic acid, isophthalic acid, terephthalic acid, hexahydro (anhydrous) phthalic acid and the like.

In addition to the polyalkylene glycol, the polyether polyol may be the above-mentioned polyol or a polyoxyalkylene-modified polyol obtained by reacting dihydroxybenzenes with an alkylene oxide.

The polyester (meth) acrylate oligomer means an oligomer having an ester bond and at least two (meth) acryloyloxy groups in the molecule.
The polyester (meth) acrylate oligomer can be obtained, for example, by dehydrating and condensing (meth) acrylic acid, a polybasic carboxylic acid or an anhydride thereof, and a polyol.
Examples of the polybasic carboxylic acid or its anhydride include succinic anhydride, adipic acid, maleic anhydride, itaconic anhydride, trimellitic anhydride, pyromellitic anhydride, phthalic anhydride, phthalic acid, succinic acid, and maleic acid. , Itaconic acid, trimellitic acid, pyromellitic acid, hexahydrophthalic acid, phthalic acid, isophthalic acid, terephthalic acid and the like.
Examples of polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaerythritol, and di. Examples thereof include pentaerythritol, dimethylolheptan, trimethylolpropionic acid, trimethylolbutanoic acid, glycerin, hydrogenated bisphenol A and the like.

The epoxy (meth) acrylic oligomer can be obtained by an addition reaction between polyglycidyl ether and (meth) acrylic acid. Epoxy (meth) acrylic oligomers have at least two (meth) acryloyloxy groups in the molecule.
Examples of the polyglycidyl ether include ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, and bisphenol A diglycidyl ether.

The photoradical curable component preferably contains a (meth) acrylate compound, and more preferably contains a polyfunctional (meth) acrylate compound.

<Photocationic curable component>
Examples of the photocationic curable component include epoxy compounds, oxetane compounds, vinyl compounds and the like.

Examples of the epoxy compound include an alicyclic epoxy compound, an aromatic epoxy compound, a hydride epoxy compound, and an aliphatic epoxy compound.
The alicyclic epoxy compound is a compound having one or more epoxy groups bonded to the alicyclic ring in the molecule. Examples of the epoxy group bonded to the alicyclic ring include an oxabicyclohexyl group and an oxabicycloheptyl group. The alicyclic epoxy compound may be a compound containing one alicyclic epoxy group, or may contain two or more alicyclic epoxy groups.

Examples of the alicyclic epoxy compound include 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexanecarboxylate, and ethylenebis. (3,4-epoxycyclohexanecarboxylate), bis (3,4-epoxycyclohexylmethyl) adipate, bis (3,4-epoxy-6-methylcyclohexylmethyl) adipate, diethyleneglycolbis (3,4-epoxycyclohexylmethyl ether) ), Ethylene glycol bis (3,4-epoxycyclohexylmethyl ether), 2,3,14,15-diepoxy-7,11,18,21-tetraoxatrispyro [5.2.2.5.2.2] ] Henikosan, 3- (3,4-epoxycyclohexyl) -8,9-epoxy-1,5-dioxaspiro [5.5] undecane, 4-vinylcyclohexene dioxide, limonendioxide, bis (2,3-epoxy) Cyclopentyl) ether, dicyclopentadiendioxide and the like can be mentioned.

An aromatic epoxy compound is a compound having an aromatic ring and an epoxy group in the molecule. Examples of the aromatic epoxy compound include bisphenol type epoxy compounds such as bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, and bisphenol S diglycidyl ether or oligomers thereof; phenol novolac epoxy resin, cresol novolac epoxy resin, and hydroxybenzaldehyde. Novolak type epoxy resin such as phenol novolac epoxy resin; polyfunctional type such as 2,2', 4,4'-tetrahydroxydiphenylmethane glycidyl ether, 2,2', 4,4'-tetrahydroxybenzophenone glycidyl ether, etc. Epoxy compounds; Examples thereof include polyfunctional epoxy resins such as epoxidized polyvinylphenol.

The hydrogenated epoxy compound is a glycidyl ether of a polyol having an alicyclic ring, and is a nuclear hydrogenated poly obtained by selectively hydrogenating an aromatic polyol into an aromatic ring under pressure in the presence of a catalyst. The hydroxy compound can be glycidyl etherified. Specific examples of aromatic polyols include bisphenol-type compounds such as bisphenol A, bisphenol F, and bisphenol S; novolak-type resins such as phenol novolac resin, cresol novolac resin, and hydroxybenzaldehyde phenol novolac resin; tetrahydroxydiphenylmethane and tetrahydroxy. Contains polyfunctional compounds such as benzophenone and polyvinylphenol. Glycidyl ether can be obtained by reacting epichlorohydrin with an alicyclic polyol obtained by hydrogenating the aromatic ring of an aromatic polyol. Among the hydrogenated epoxy compounds, the diglycidyl ether of hydrogenated bisphenol A can be mentioned.

The aliphatic epoxy compound is a compound having at least one oxylan ring (three-membered cyclic ether) bonded to an aliphatic carbon atom in the molecule. For example, monofunctional epoxy compounds such as butyl glycidyl ether and 2-ethylhexyl glycidyl ether; bifunctional such as 1,4-butanediol diglycidyl ether, 1,6-hexanediol diglycidyl ether and neopentyl glycol diglycidyl ether. Epoxy compounds; Trifunctional or higher functional epoxy compounds such as trimethylolpropan triglycidyl ether and pentaerythritol tetraglycidyl ether; with one epoxy group directly bonded to the alicyclic ring such as 4-vinylcyclohexendioxide and limonendioxide. , An epoxy compound having an oxylane ring bonded to an aliphatic carbon atom and the like.

An oxetane compound is a compound containing one or more oxetane rings (oxetanyl groups) in the molecule. Examples of the oxetane compound include 3-ethyl-3-hydroxymethyloxetane, 2-ethylhexyloxetane, 1,4-bis [{(3-ethyloxetane-3-yl) methoxy} methyl] benzene, and 3-ethyl-3 [{. (3-Ethyloxetane-3-yl) methoxy} methyl] oxetane, 3-ethyl-3- (phenoxymethyl) oxetane, 3- (cyclohexyloxy) methyl-3-ethyloxetane and the like can be mentioned.

Examples of the vinyl compound include an aliphatic or alicyclic vinyl ether compound. Examples of the vinyl compound include alkyl having 5 to 20 carbon atoms such as n-amyl vinyl ether, i-amyl vinyl ether, n-hexyl vinyl ether, n-octyl vinyl ether, 2-ethylhexyl vinyl ether, n-dodecyl vinyl ether, stearyl vinyl ether and oleyl vinyl ether. Vinyl ethers of alkenyl alcohols; hydroxyl group-containing vinyl ethers such as 2-hydroxyethyl vinyl ethers, 3-hydroxypropyl vinyl ethers and 4-hydroxybutyl vinyl ethers; aliphatic rings or aromatics such as cyclohexyl vinyl ethers, 2-methylcyclohexylvinyl ethers, cyclohexylmethylvinyl ethers and benzylvinyl ethers. Monoalcohol vinyl ether having a group ring; glycerol monovinyl ether, 1,4-butanediol monovinyl ether, 1,4-butanediol divinyl ether, 1,6-hexanediol divinyl ether, neopentyl glycol divinyl ether, pentaerythritol divinyl ether , Pentaerytritor tetravinyl ether, trimethylpropandivinyl ether, trimethylpropantrivinyl ether, 1,4-dihydroxycyclohexane monovinyl ether, 1,4-dihydroxycyclohexanedivinyl ether, 1,4-dihydroxymethylcyclohexanemonovinyl ether, 1,4- Polyhydric alcohol mono-polyvinyl ether such as dihydroxymethylcyclohexanedivinyl ether; polyalkylene glycol mono-divinyl ether such as diethylene glycol divinyl ether, triethylene glycol divinyl ether, diethylene glycol monobutyl monovinyl ether; glycidyl vinyl ether, ethylene glycol vinyl ether methacrylate, etc. Can be mentioned.

The content of the photocurable component (C) is usually 0.1 to 300 parts by mass, preferably 0.5 to 100 parts by mass, and 1 to 50 parts by mass with respect to 100 parts by mass of the resin (A). It is more preferably parts by mass, and even more preferably 5 to 30 parts by mass.

<Photoinitiator (D)>
The pressure-sensitive adhesive composition of the present invention preferably further contains a photoinitiator (D).
The photoinitiator (D) is a compound (polymerization initiator) that causes a polymerization reaction by absorbing light energy. Here, the light is preferably an active energy ray such as visible light, ultraviolet light, X-ray, or electron beam.
Specifically, the photoinitiator (D) is a compound that generates a radical by absorbing light energy (photoradical generator) and a compound that generates a cation (acid) by absorbing light energy (acid). Photocation generator) and a compound (photobase generator) that generates an anion (base) by absorbing light energy.

The photoinitiator (D) may contain two or more kinds, or a photoradical generator and a photocation generator may be used in combination.
The photoinitiator (D) is preferably a photoradical generator from the viewpoint of reactivity of the polymerization reaction.

Examples of the photoradical generator include an alkylphenone compound, a benzoin compound, a benzophenone compound, an oxime ester compound, a phosphine compound and the like.

Examples of the alkylphenone compound include an α-aminoalkylphenone compound, an α-hydroxyalkylphenone compound, and an α-alkoxyalkylphenone compound.
Examples of the α-aminoalkylphenone compound include 2-methyl-2-morpholino-1- (4-methylsulfanylphenyl) propan-1-one and 2-dimethylamino-1- (4-morpholinophenyl) -2-benzylbutane. Examples thereof include -1-one, 2-dimethylamino-1- (4-morpholinophenyl) -2- (4-methylphenylmethyl) butane-1-one, and preferably 2-methyl-2-morpholino-1-one. Examples thereof include (4-methylsulfanylphenyl) propan-1-one, 2-dimethylamino-1- (4-morpholinophenyl) -2-benzylbutane-1-one and the like. The α-aminoalkylphenone compounds are Irgacure (registered trademark) 127, 184, 369, 369E, 379EG, 651, 907, 1173, 2959, (above, manufactured by BASF Japan Ltd.), Sequol (registered trademark) BEE (Seiko). Commercially available products such as (manufactured by Chemical Co., Ltd.) may be used.

Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether and the like.

Examples of the benzophenone compound include benzophenone, methyl o-benzoyl benzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3', 4,4'-tetra (tert-butylperoxycarbonyl). ) Benzophenone, 2,4,6-trimethylbenzophenone and the like. Commercially available products may be used as the benzophenone compound.

Examples of the oxime ester compound include N-benzoyloxy-1- (4-phenylsulfanylphenyl) butane-1-one-2-imine and N-benzoyloxy-1- (4-phenylsulfanylphenyl) octane-1-one-. 2-Imine, N-acetoxy-1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazole-3-yl] ethane-1-imine, N-acetoxy-1- [9-ethyl-6 -{2-Methyl-4- (3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy) benzoyl} -9H-carbazole-3-yl] ethane-1-imine and the like can be mentioned. Oxime compounds include Irgacure OXE-01, OXE-02, OXE-03 (above, manufactured by BASF Japan), N-1919, NCI-730, NCI-831, NCI-930 (manufactured by ADEKA), PBG3057 (TRONLY) A commercially available product such as (manufactured by) may be used.

Examples of the phosphine compound include acylphosphine oxides such as phenyl (2,4,6-trimethylbenzoyl) phosphine oxide and diphenyl (2,4,6-trimethylbenzoyl) phosphine oxide. Examples of the phosphine compound include Irgacure (registered product) TPO and Irgacure 819 (manufactured by BASF Japan Ltd.).

The photoradical generator is preferably an oxime ester compound.

Examples of the photocation generator include onium salts such as aromatic iodonium salt and aromatic sulfonium salt; aromatic diazonium salt; iron-alene complex and the like.

The aromatic iodonium salt is a compound having a diaryliodonium cation, and examples of the cation include a diphenyliodonium cation. The aromatic sulfonium salt is a compound having a triarylsulfonium cation, and examples of the cation include a triphenylsulfonium cation and a 4,4'-bis (diphenylsulfonio) diphenylsulfide cation. The aromatic diazonium salt is a compound having a diazonium cation, and typical examples of the cation include a benzenediazonium cation. Also, the iron-alene complex is typically a cyclopentadienyl iron (II) allene cation complex salt.

The cations shown above form a photocation generator in pairs with anions (anions). Examples of anions which constitute the photo-cation generator, special phosphorus based anions _{[(Rf) n PF 6-} n] -, hexafluorophosphate anion PF ₆ ^-, hexafluoroantimonate anion SbF ₆ ^-, pentafluoro-hydroxy antimonate anion SbF ₅ (OH) ^-, hexafluoro ah cell anions AsF ₆ ^-, tetrafluoroborate anion BF ₄ ^-, tetrakis (pentafluorophenyl) borate anion _{B (C 6 F 5) 4} - and the like. Among them, from the viewpoint of safety of the curability and the resulting light selective absorption layer of the cationically polymerizable compound, a special phosphate based anionic _{[(Rf) n PF 6-} n] -, hexafluorophosphate anion PF ₆ ^-, tetrakis (penta fluorophenyl) borate anion _{B (C 6 F 5) 4} - is preferably.

The content of the photoinitiator (D) is usually 0.01 to 20 parts by mass, preferably 0.05 to 10 parts by mass, and 0.1 to 1 parts by mass with respect to 100 parts by mass of the resin (A). It is more preferably 5 parts by mass, and even more preferably 0.2 to 3 parts by mass.

<Crosslinking agent (E)>
The pressure-sensitive adhesive composition of the present invention can contain a cross-linking agent (E).
Examples of the cross-linking agent (E) include an isocyanate-based cross-linking agent, an epoxy-based cross-linking agent, an aziridine-based cross-linking agent, a metal chelate-based cross-linking agent, and the like. From the viewpoint of speed and the like, an isocyanate-based cross-linking agent is preferable.

As the isocyanate-based cross-linking agent, a compound having at least two isocyanato groups (-NCO) in the molecule is preferable, and for example, an aliphatic isocyanate-based compound (for example, hexamethylene diisocyanate) and an alicyclic isocyanate-based compound (for example, isophorone) are preferable. Examples thereof include diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate), aromatic isocyanate compounds (for example, tolylene diisocyanate, xylylene diisocyanate diphenylmethane diisocyanate, naphthalenedi isocyanate, triphenylmethane triisocyanate, etc.). The cross-linking agent (E) is an adduct (adduct) of the isocyanate compound made of a polyhydric alcohol compound [for example, an adduct made of glycerol, trimethylolpropane, etc.], an isocyanurate, a burette-type compound, a polyether polyol, or a polyester. It may be a derivative such as a urethane prepolymer type isocyanate compound which has been subjected to an addition reaction with a polyol, an acrylic polyol, a polybutadiene polyol, a polyisoprene polyol or the like. The cross-linking agent (B) can be used alone or in combination of two or more. Of these, typically aromatic isocyanate compounds (eg, tolylene diisocyanate, xylylene diisocyanate), aliphatic isocyanate compounds (eg, hexamethylene diisocyanate) or their polyhydric alcohol compounds (eg, glycerol, trimethylolpropane). ), Or isocyanurates. If the cross-linking agent (B) is an aromatic isocyanate compound and / or an adduct of these polyhydric alcohol compounds or an isocyanurate compound, it is advantageous for forming the optimum cross-linking density (or cross-linking structure). The durability of the adhesive layer can be improved. In particular, an adduct made of a tolylene diisocyanate compound and / or a polyhydric alcohol compound thereof can improve durability even when, for example, an adhesive layer is applied to a polarizing plate.

The content of the cross-linking agent (E) is usually 0.01 to 15 parts by mass, preferably 0.05 to 10 parts by mass, and more preferably 0.1 parts by mass with respect to 100 parts by mass of the resin (A). ~ 5 parts by mass.

The pressure-sensitive adhesive composition of the present invention may further contain a silane compound (F).
Examples of the silane compound (F) include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, and 3 -Glysidoxypropylmethyldimethoxysilane, 3-Glysidoxypropylethoxydimethylsilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, Examples thereof include 3-methacryloyloxypropyltrimethoxysilane and 3-mercaptopropyltrimethoxysilane.
The silane compound (D) may be a silicone oligomer. Specific examples of the silicone oligomer are as follows in the form of a combination of the monomers.

3-Mercaptopropyltrimethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltrimethoxysilane-tetraethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetraethoxysilane Mercaptopropyl group-containing oligomers such as oligomers; mercaptomethyltrimethoxysilane-tetramethoxysilane oligomer, mercaptomethyltrimethoxysilane-tetraethoxysilane oligomer, mercaptomethyltriethoxysilane-tetramethoxysilane oligomer, mercaptomethyltriethoxysilane-tetraethoxy Mercaptomethyl group-containing oligomers such as silane oligomers; 3-glycidoxypropyltrimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltrimethoxysilane-tetraethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane- Tetramethoxysilane copolymer, 3-Glydoxypropyltriethoxysilane-Tetraethoxysilane copolymer, 3-Glydoxypropylmethyldimethoxysilane-Tetramethoxysilane copolymer, 3-Glydoxypropylmethyldimethoxysilane-Tetraethoxysilane copolymer, 3-Glydoxypropyl group-containing copolymers such as 3-glycidoxypropylmethyldiethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldiethoxysilane-tetraethoxysilane copolymer; 3-methacryloyloxypropyltri Methoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropyltrimethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropyltriethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer, 3-methacryloyloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropylmethyldi Propylsilane-tetraethoxysilane oligomer, etc. 3-Acryloyloxypropyltrimethoxysilane-Tetramethoxysilane oligomer, 3-Acryloyloxypropyltrimethoxysilane-Tetraethoxysilane oligomer, 3-Acryloyloxypropyltriethoxysilane-Tetramethoxysilane oligomer, 3-Acryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldiethoxy Acryloyloxypropyl group-containing oligomers such as silane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldiethoxysilane-tetraethoxysilane oligomer; vinyltrimethoxysilane-tetramethoxysilane oligomer, vinyltrimethoxysilane-tetraethoxysilane oligomer, Vinyl triethoxysilane-tetramethoxysilane oligomer, vinyl triethoxysilane-tetraethoxysilane oligomer, vinyl methyldimethoxysilane-tetramethoxysilane oligomer, vinylmethyldimethoxysilane-tetraethoxysilane oligomer, vinylmethyldiethoxysilane-tetramethoxysilane oligomer , Vinyl group-containing oligomers such as vinylmethyldiethoxysilane-tetraethoxysilane oligomer; 3-aminopropyltrimethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltrimethoxysilane-tetraethoxysilane copolymer, 3-aminopropyltriethoxy Silane-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.

（式中、Ａは、炭素数１〜２０のアルカンジイル基または炭素数３〜２０の二価の脂環式炭化水素基を表し、該アルカンジイル基および該脂環式炭化水素基を構成する−ＣＨ_２−は、−Ｏ−または−ＣＯ−に置き換わっていてもよく、Ｒ^４１は、炭素数１〜５のアルキル基を表し、Ｒ^４２、Ｒ^４３、Ｒ^４４、Ｒ^４５およびＲ^４６は、それぞれ独立して、炭素数１〜５のアルキル基または炭素数１〜５のアルコキシ基を表す。） The silane compound (F) may be a silane compound represented by the following formula (f1).

(In the formula, A represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and constitutes the alkanediyl group and the alicyclic hydrocarbon group. -CH _2- may be replaced with -O- or -CO-, R ⁴¹ represents an alkyl group having 1 to 5 carbon atoms, and R ⁴² , R ⁴³ , R ⁴⁴ , R ⁴⁵ and R ⁴⁶ are. , Each independently represents an alkyl group having 1 to 5 carbon atoms or 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, a 1,2-ethanediyl group, a 1,3-propanediyl group, a 1,4-butandyl group, a 1,5-pentanediyl group and 1 , 6-Hexanediyl group, 1,7-heptandyl group, 1,8-octanediyl group, 1,9-nonandyl group, 1,10-decandyl group, 1,12-dodecandyl group, 1,14-tetradecandyl group , 1,16-Hexadecandyl group, 1,18-octadecandyl group and 1,20-icosandyl group. 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. The groups in which -CH ₂ − constituting the alkanediyl group and the alicyclic hydrocarbon group are replaced with -O- or -CO- include -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. Examples of the alkoxy group having 1 to 5 carbon atoms represented by ⁴² to R ^45, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, and a tert- butoxy and pentyloxy groups.

Examples of the silane compound represented by the formula (f1) 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 (tripropoxy) Bis (tri-C1-5 alkoxysilyl) such as silyl) hexane, 1,8-bis (trimethoxysilyl) octane, 1,8-bis (triethoxysilyl) octane, 1,8-bis (tripropoxysilyl) octane. C1-10 alkanes; 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, 1,8 -Bis (dimethoxyethylsilyl) octane and other bis (diC1-5 alkoxy C1-5 alkylsilyl) C1-10 alkanes; 1,6-bis (methoxydimethylsilyl) hexane, 1,8-bis (methoxydimethylsilyl) Examples thereof include bis (mono C1-5 alkoxy-di C1-5 alkylsilyl) C1-10 alkanes such as octane. Of these, 1,2-bis (trimethoxysilyl) ethane, 1,3-bis (trimethoxysilyl) propane, 1,4-bis (trimethoxysilyl) butane, 1,5-bis (trimethoxysilyl) Bis (tri-C1-3 alkoxysilyl) C1-10 alkanes such as pentane, 1,6-bis (trimethoxysilyl) hexane, and 1,8-bis (trimethoxysilyl) octane are preferable, and 1,6-bis is particularly preferable. (Trimethoxysilyl) hexane and 1,8-bis (trimethoxysilyl) octane are preferable.

The content of the silane compound (F) is usually 0.01 to 10 parts by mass, preferably 0.03 to 5 parts by mass, and more preferably 0.05 with respect to 100 parts by mass of the resin (A). It is ~ 2 parts by mass, more preferably 0.1 to 1 part by mass.

The pressure-sensitive adhesive composition may further contain an antistatic agent.
Examples of the antistatic agent include a surfactant, a siloxane compound, a conductive polymer, an ionic compound and the like, and an ionic compound is preferable. Examples of the ionic compound include conventional ones. Examples of the cation component constituting the ionic compound include organic cations and inorganic cations. Examples of the organic cation include pyridinium cation, pyrrolidinium cation, piperidinium cation, imidazolium cation, ammonium cation, sulfonium cation, phosphonium cation and the like. 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, from the viewpoint of compatibility with the (meth) acrylic resin, pyridinium cation, imidazolium cation, pyroridinium cation, lithium cation, and potassium cation are preferable. 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-], and bis (fluorosulfonyl) 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 alone or in combination of two or more. In particular, bis (trifluoromethanesulfonyl) imide anion [(CF ₃ SO ₂ ) ₂ N-], bis (fluorosulfonyl) imide anion [(FSO ₂ ) ₂ N-], tetra (pentafluorophenyl) borate anion [(C) ₆ F ₅ ) ₄ B-] is preferable.
An ionic compound that is solid at room temperature is preferable in terms of the stability of the antistatic performance of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition over time.

The content of the antistatic agent is, for example, 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, and more preferably 1 to 7 parts by mass with respect to 100 parts by mass of the resin (A).

The pressure-sensitive adhesive composition may further contain one or more additives such as a solvent, a cross-linking catalyst, a tack fire, a plasticizer, a softening agent, a pigment, a rust preventive, an inorganic filler, and light-scattering fine particles. it can.

<Adhesive layer>
In the pressure-sensitive adhesive layer of the present invention, for example, the pressure-sensitive adhesive composition of the present invention is dissolved or dispersed in a solvent to obtain a solvent-containing pressure-sensitive adhesive composition, which is then applied to the surface of a substrate and dried. After that, it can be formed by irradiating with active energy rays. It can be said that the pressure-sensitive adhesive layer of the present invention is a photocurable product of the pressure-sensitive adhesive composition.

A plastic film is preferable as the base material, and specific examples thereof include a release film that has been subjected to a mold release treatment. Examples of the release film include those in which one surface of a film made of a resin such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, or polyarylate is subjected to a mold release treatment such as silicone treatment.

The conditions (drying temperature, drying time) for drying the coating film formed from the solvent-containing pressure-sensitive adhesive composition can be appropriately set depending on the composition and concentration, but are preferably 60 to 150 ° C. for 1 to 60 minutes. ..
The activation energy ray irradiation after the coating film is dried is preferably ultraviolet irradiation. Illuminance of the irradiated ultraviolet ray ^is preferably ^{10mW / cm 2 ~3000mW / cm 2} . Further, it is preferable that the integrated quantity of ultraviolet light is ^{10mJ / cm 2 ~5000mJ / cm 2} .
The ultraviolet lamp that irradiates ultraviolet rays may be a mercury lamp, a metal halide lamp, or an LED lamp.

The pressure-sensitive adhesive layer of the present invention is preferably a pressure-sensitive adhesive layer that satisfies the following formula (3), and more preferably a pressure-sensitive adhesive layer that satisfies the 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 the 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. ]

The larger the value of A (405), the higher the absorption at the wavelength of 405 nm. When the value of A (405) is less than 0.5, absorption at a wavelength of 405 nm is low, and deterioration of members (for example, display devices such as organic EL elements and liquid crystal retardation films) that are easily deteriorated by light near a wavelength of 400 nm is deteriorated. Is likely to occur. The value of A (405) is preferably 0.6 or more, more preferably 0.8 or more, and particularly preferably 1.0 or more. There is no particular upper limit, but it is usually 10 or less.
The value of A (405) / A (440) represents the magnitude of absorption at a wavelength of 405 nm with respect to the magnitude of absorption at a wavelength of 440 nm, and the larger this value is, the more specific absorption is in the wavelength region near the wavelength of 405 nm. Represents. The value of A (405) / A (440) is preferably 10 or more, more preferably 30 or more, further preferably 75 or more, and particularly preferably 100 or more.

The thickness of the pressure-sensitive adhesive layer of the present invention is usually 0.1 to 30 μm, preferably 0.5 to 25 μm, more preferably 1 to 15 μm, and particularly preferably 2.5 to 10 μm.

The gel fraction of the pressure-sensitive adhesive layer of the present invention is usually 50 to 99.9% by mass, preferably 60 to 99% by mass, more preferably 70 to 95% by mass, and further preferably 75 to 90% by mass. %

<Optical film with adhesive layer>
The pressure-sensitive adhesive composition of the present invention and the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition can be used, for example, for bonding optical films.
The present invention also includes an optical film with an adhesive layer in which an optical film is laminated on at least one surface of the adhesive layer of the present invention.
In the optical film with an adhesive layer of the present invention, the pressure-sensitive adhesive composition was dissolved or dispersed in a solvent to obtain a solvent-containing pressure-sensitive adhesive composition, which was then applied to the surface of the optical film and dried. It can be formed later by irradiating with active energy rays. It can also be obtained by forming an adhesive layer on the release film in the same manner and laminating (transferring) the adhesive layer on the surface of the optical film.

An optical film is a film having optical functions such as transmitting, reflecting, and absorbing light rays. The optical film may be a single-layer film or a multi-layer film. Examples of the optical film include a polarizing film, a retardation film, a brightness improving film, an antiglare film, an antireflection film, a diffusion film, a light collecting film and the like, and the optical film is a polarizing film, a retardation film or a laminated film thereof. Is preferable.

The condensing film is used for the purpose of controlling the optical path, and may be a prism array sheet, a lens array sheet, a sheet with dots, or the like.

The brightness improving film is used for the purpose of improving the brightness in a liquid crystal display device to which a polarizing plate is applied. Specifically, a reflective polarizing separation sheet designed to generate anisotropy in reflectance by laminating a plurality of thin films having different refractive index anisotropy, an alignment film of cholesteric liquid crystal polymer, and its orientation. Examples thereof include a circularly polarized light separation sheet in which a liquid crystal layer is supported on a base film.

The polarizing film is a film having a property of absorbing linearly polarized light having a vibration plane parallel to the absorption axis and transmitting linearly polarized light having a vibration plane orthogonal to the absorption axis (parallel to the transmission axis), for example. A film in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol-based resin film can be used.
Examples of the dichroic dye include iodine and a dichroic organic dye.
The degree of saponification of the polyvinyl alcohol-based resin is usually 85 mol% to 100 mol%, preferably 98 mol% or more. The polyvinyl alcohol-based resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with aldehyde. The degree of polymerization of the polyvinyl alcohol-based resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.

Usually, a film formed of a polyvinyl alcohol-based resin is used as a raw film for a polarizing film. The polyvinyl alcohol-based resin can be formed into a film by a known method. The thickness of the raw film is usually 1 to 150 μm, and is preferably 10 μm or more in consideration of ease of stretching and the like.

The polarizing film is, for example, a step of uniaxially stretching the raw film, a step of dyeing the film with a dichroic dye and adsorbing the dichroic dye, a step of treating the film with an aqueous boric acid solution, and The film is washed with water and finally dried to produce. The thickness of the polarizing film is usually 1 to 30 μm, and is preferably 20 μm or less, more preferably 15 μm or less, and particularly preferably 10 μm or less, from the viewpoint of thinning the optical laminate with an adhesive layer.

At least one surface of the polarizing film is preferably a polarizing plate provided with a protective film via an adhesive.
As the adhesive, a known adhesive may be used, and it may be a water-based adhesive or an active energy ray-curable adhesive.

Examples of the water-based adhesive include conventional water-based adhesives (for example, an adhesive composed of an aqueous polyvinyl alcohol-based resin solution, a water-based two-component urethane-based emulsion adhesive, an aldehyde compound, an epoxy compound, a melamine-based compound, a methylol compound, and an isocyanate compound. (Amine compounds, cross-linking agents such as polyvalent metal salts, etc.) can be mentioned. Of these, a water-based adhesive composed of an aqueous solution of polyvinyl alcohol-based resin can be preferably used. When a water-based adhesive is used, it is preferable to carry out a step of adhering the polarizing film and the protective film and then drying them in order to remove water contained in the water-based adhesive. After the drying step, a curing step of curing at a temperature of, for example, about 20 to 45 ° C. may be provided. The adhesive layer formed from the water-based adhesive is usually 0.001 to 5 μm.

The active energy ray-curable adhesive means an adhesive that cures by irradiating with active energy rays such as ultraviolet rays and electron beams. For example, a curable composition containing a polymerizable compound and a photopolymerization initiator, a photoreaction. Examples thereof include a curable composition containing a sex resin, a curable composition containing a binder resin and a photoreactive cross-linking agent, and an ultraviolet curable adhesive is preferable.

Examples of the method of bonding the polarizing film and the protective film include a method of subjecting at least one of these bonding surfaces to a surface activation treatment such as a saponification treatment, a corona treatment, or a plasma treatment. When the protective films are bonded to both sides of the polarizing film, the adhesive for bonding these resin films may be the same type of adhesive or different types of adhesives.

The protective film is preferably a film formed of a translucent thermoplastic resin. Specifically, a film made of a polyolefin resin; a cellulosic resin; a polyester resin; a (meth) acrylic resin; or a mixture thereof, a copolymer, or the like is fried. When protective films are provided on both sides of the polarizing film, the protective film used may be a film made of different thermoplastic resins or a film made of the same thermoplastic resin.
When the protective film is laminated on at least one surface of the polarizing film, the protective film is preferably a protective film made of a polyolefin resin or a cellulosic resin. By using these films, the shrinkage of the polarizing film in a high temperature environment can be effectively suppressed without impairing the optical characteristics of the polarizing film. The protective film may also be an oxygen shielding layer.

A preferred configuration of the polarizing plate is a polarizing plate in which a protective film is laminated on at least one surface of the polarizing film via an adhesive layer. When the protective film is laminated on only one surface of the polarizing film, it is more preferable that the protective film is laminated on the visible side. The protective film laminated on the visual side is preferably a protective film made of a triacetyl cellulose-based resin or a cycloolefin-based resin. The protective film may be an unstretched film, or may be stretched in any direction and have a phase difference. A surface treatment layer such as a hard coat layer or an anti-glare layer may be provided on the surface of the protective film laminated on the visual side.
When the protective film is laminated on both sides of the polarizing film, the protective film on the panel side (opposite to the visible side) is a protective film or retardation film made of a triacetyl cellulose-based resin, a cycloolefin-based resin, or an acrylic resin. It is preferable to have. The retardation film may be a zero retardation film described later.

The retardation film is an optical film exhibiting optical anisotropy, for example, polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, polystyrene, polysulfone, polyether sulfone, polyvinylidene fluor. Examples thereof include a stretched film obtained by stretching a polymer film composed of ride / polymethylmethacrylate, acetylcellulose, ethylene-vinyl acetate copolymer saponified product, polyvinyl chloride and the like about 1.01 to 6 times. Among the stretched films, a polymer film obtained by uniaxially stretching or biaxially stretching an acetyl cellulose, polyester, polycarbonate film or cycloolefin resin film is preferable. Further, the retardation film may be a retardation film in which a liquid crystal compound is applied to a base material and optical anisotropy is exhibited by coating and orientation.
In the present specification, the retardation film includes a zero retardation film, and also includes a film called a uniaxial retardation film, a low photoelasticity retardation film, a wide viewing angle retardation film, and the like.

The zero retardation film is an optically isotropic film in which both the front retardation R _e and the thickness direction retardation R _th are -15 to 15 nm. Examples of the zero retardation film include a resin film made of a cellulose resin, a polyolefin resin (chain polyolefin resin, polycycloolefin resin, etc.) or a polyethylene terephthalate resin, and the retardation value can be easily controlled and can be obtained. A cellulose-based resin or a polyolefin-based resin is preferable because it is easy. The zero retardation film can also be used as a protective film. Zero retardation films include "Z-TAC" (trade name) sold by FUJIFILM Corporation, "Zero Tuck (registered trademark)" sold by Konica Minolta Opto Co., Ltd., and Zeon Japan Co., Ltd. Examples include "ZF-14" (trade name) sold by.

In the optical film of the present invention, the retardation film is preferably a retardation film in which a liquid crystal compound is applied and oriented to develop optical anisotropy.

Examples of the film in which optical anisotropy is exhibited by coating and orientation of the liquid crystal compound include the following first to fifth forms.
First form: retardation film in which the rod-shaped liquid crystal compound is oriented horizontally with respect to the supporting base material Second form: retardation film in which the rod-shaped liquid crystal compound is oriented in the direction perpendicular to the supporting base material Third form : A retardation film in which the rod-shaped liquid crystal compound is spirally oriented in the plane Fourth form: A retardation film in which the disk-shaped liquid crystal compound is obliquely oriented Fifth form: The disk-shaped liquid crystal compound is Biaxial retardation film oriented perpendicular to the supporting substrate

For example, as an optical film used for an organic electroluminescence display, a first form, a second form, and a fifth form are preferably used. Alternatively, the retardation films of these forms may be laminated and used.

When the retardation film is a layer made of a polymer in the oriented state of the polymerizable liquid crystal compound (hereinafter, may be referred to as an "opticallyotropic layer"), the retardation film may have anti-wavelength dispersibility. preferable. The inverse wavelength dispersibility is an optical characteristic in which the liquid crystal alignment in-plane retardation value at a short wavelength is smaller than the liquid crystal alignment in-plane retardation value at a long wavelength, and the retardation film is preferably expressed by the following formula. (7) and equation (8) are satisfied. 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 film of the present invention, when the retardation film has the first form and the inverse wavelength dispersibility, it is preferable because the coloring at the time of black display on the display device is reduced, and 0.82 ≦ in the above formula (7). It is more preferable that Re (450) / Re (550) ≤ 0.93. Further, 120 ≦ Re (550) ≦ 150 is preferable.

When the retardation film is a film having an optically anisotropic layer, the polymerizable liquid crystal compound is described in "3" of the Liquid Crystal Handbook (edited by the Liquid Crystal Handbook Editing Committee, published on October 30, 2000 by Maruzen Co., Ltd.). Among the compounds described in ".8.6 Network (completely crosslinked type)" and "6.5.1 Liquid crystal material b. Polymerizable nematic liquid crystal material", compounds having a polymerizable group, and Japanese Patent Application Laid-Open No. 2010-31223 No., JP-A-2010-270108, JP-A-2011-6360, JP-A-2011-207765, JP-A-2011-162678, JP-A-2016-81035, International Publication No. 2017/043438 And the polymerizable liquid crystal compound described in Japanese Patent Publication No. 2011-207765.

Examples of the method for producing a retardation film from the polymer in the oriented state of the polymerizable liquid crystal compound include the methods described in JP-A-2010-31223.

In the case of the second embodiment, the front retardation value Re (550) may be adjusted in the range of 0 to 10 nm, preferably in the range of 0 to 5 nm, and the phase difference value R _{th in the} thickness direction is −10 to −. It may be adjusted in the range of 300 nm, preferably in the range of -20 to -200 nm. The phase difference value R _th in the thickness direction, which means the refractive index anisotropy in the thickness direction, is the phase difference between the phase difference value R ₅₀ and the in-plane phase difference measured by inclining 50 degrees with the in-plane phase advance axis as the inclination axis. It can be calculated from the value R ₀ . That is, the retardation value R _th in the thickness direction is the in-plane retardation value R ₀ , the retardation value R ₅₀ measured by inclining 50 degrees with the phase advance axis as the tilt axis, the thickness d of the retardation film, and the position. From the average refractive index n ₀ of the retardation film, n _x , _ny and n _z can be obtained by the following equations (10) to (12), and these can be substituted into the equation (9) for calculation.

R _th = [(n _x + _ny ) /2- _nz ] x d (9)
R ₀ = (n _{x −} n _y ) × d (10)
R ₅₀ = (n _{x −} n _y ') × d / cos (φ) (11)
(n _x + n _y + n _z ) / 3 = n ₀ (12)
here,
φ = sin ^-1 [sin (40 °) / n ₀ ]
n _y '= n _y x n _z / [ _ny ² x sin ² (φ) + n _z ² x cos ² (φ)] ^1/2

As a film that expresses optical anisotropy by coating and orientation of a liquid crystal compound and a film that expresses optical anisotropy by coating an inorganic layered compound, a film called a temperature-compensated retardation film, JX "NH film" (trade name; film with tilted rod-shaped liquid crystal) sold by Nikko Nisseki Energy Co., Ltd., "WV film" (trade name; disc-shaped liquid crystal) sold by Fujifilm Co., Ltd. Inclined oriented film), "VAC film" (trade name; completely biaxially oriented film) sold by Sumitomo Chemical Co., Ltd., "new VAC film" sold by Sumitomo Chemical Co., Ltd. ( Product name; biaxially oriented film) and the like.

The retardation film may be a multilayer film having two or more layers. For example, a protective film is laminated on one side or both sides of a retardation film, and two or more retardation films are laminated via an adhesive or an adhesive.

An example of the layer structure of the pressure-sensitive adhesive layer of the present invention and the optical laminate of the present invention is shown in FIGS. 1 to 5.
The optical film 10 with an adhesive layer shown in FIG. 1 has a release film (separate film) 2 on the adhesive layer surface 1 for temporary protection of the adhesive layer 1 surface formed from the adhesive composition of the present invention. Is in a state of being pasted.
The optical film 10A with an adhesive layer shown in FIG. 2 is an adhesive containing a protective film 3, an adhesive layer 4, a polarizing film 5, an adhesive layer 1 formed from the adhesive composition of the present invention, and a release film 2. It is a layered optical film. The protective film 3 may have a phase difference. Further, a hard coat layer or the like may be further laminated on the protective film 3.
The optical film 10B with an adhesive layer shown in FIG. 3 has an adhesive layer formed from a protective form 3, an adhesive layer 4, a polarizing film 5, an adhesive layer 7, a protective film 6, and the adhesive composition of the present invention. 1. An optical film with an adhesive layer containing a retardation film 8.
The optical laminate 10C shown in FIG. 4 and the optical laminate 10D shown in FIG. 5 have a protective form 3, an adhesive layer 4, a polarizing film 5, and an adhesive layer 1 formed from the adhesive composition of the present invention. It is an optical laminate including an adhesive layer 7, a retardation film 110, an adhesive layer 1a, and a light emitting element 30 (liquid crystal cell, organic EL cell). The pressure-sensitive adhesive layer 1a may be a pressure-sensitive adhesive layer formed from a known pressure-sensitive adhesive composition, or may be a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention.
When the retardation film is a multilayer film as shown in FIGS. 4 and 5, as shown in FIG. 4, the 1/4 wavelength retardation layer 50 that imparts a retardation of 1/4 wavelength to the transmitted light An example includes a configuration including a retardation film 110 in which a 1/2 wavelength retardation layer 70 that imparts a phase difference of 1/2 wavelength to transmitted light is laminated via an adhesive layer or an adhesive layer 60. Further, as shown in FIG. 5, a configuration including an optical film 40 in which a 1/4 wavelength retardation layer 50a and a positive C layer 80 are laminated via an adhesive layer or an adhesive layer 60 can be mentioned.

The 1/4 wavelength retardation layer 50 that imparts a phase difference of 1/4 wavelength in FIG. 4 and the 1/2 wavelength retardation layer 70 that imparts a phase difference of 1/2 wavelength to transmitted light are the first. It may be the optical film of the fifth form or the optical film of the fifth form. In the case of the configuration of FIG. 4, it is more preferable that at least one of them is the fifth form.
In the case of the configuration of FIG. 5, the 1/4 wavelength retardation layer 50a is preferably the optical film of the first form, and more preferably satisfies the formulas (7) and (8).

<Liquid crystal display device>
The resin of the present invention, the pressure-sensitive adhesive composition containing the resin, and the optical laminate containing the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition are laminated on a display element such as an organic EL element or a liquid crystal cell to be organic. It can be used for display devices such as EL display devices and liquid crystal display devices.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. Unless otherwise specified, "%" and "parts" in Examples and Comparative Examples are "% by mass" and "parts by mass".

ジムロート冷却管、温度計を設置した２００ｍＬ−四ツ口フラスコ内に、窒素雰囲気において、特開２０１４−１９４５０８を参考に合成した式（ａａ）で表される化合物１０ｇ、無水酢酸（和光純薬工業株式会社製）３．６ｇ、シアノ酢酸２−ブチルオクチル（東京化成工業株式会社製）１０ｇ、及びアセトニトリル（和光純薬工業株式会社製）６０ｇを仕込み、マグネチックスターラーで撹拌した。内温２５℃にてＤＩＰＥＡ（東京化成工業株式会社製）４．５ｇを、得られた混合物に１時間かけて滴下した後、内温２５℃にてさらに２時間保温した。その後、減圧エバポレーターを用いてアセトニトリルを除去し、カラムクロマトグラフィー（シリカゲル）に供して精製し、式（ＵＶＡ−１）で表される化合物を含む流出液を、減圧エバポレーターを用いて溶媒を除去し、黄色結晶を得た。該結晶を６０℃減圧乾燥することにより、黄色粉末として式（ＵＶＡ−１）で表される化合物を４．６ｇ得た。収率は５６％であった。 Synthesis Example 1: Synthesis of a light selective absorption compound (1) having a merocyanine structure in the molecule

In a 200 mL-four-necked flask equipped with a Dimroth condenser and a thermometer, 10 g of the compound represented by the formula (aa) synthesized with reference to Japanese Patent Application Laid-Open No. 2014-194508 in a nitrogen atmosphere, acetic anhydride (Wako Pure Chemical Industries, Ltd.) 3.6 g of (manufactured by Wako Pure Chemical Industries, Ltd.), 10 g of 2-butyloctyl cyanoacetic acid (manufactured by Tokyo Kasei Kogyo Co., Ltd.), and 60 g of acetonitrile (manufactured by Wako Pure Chemical Industries, Ltd.) were charged and stirred with a magnetic stirrer. 4.5 g of DIPEA (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise to the obtained mixture at an internal temperature of 25 ° C. over 1 hour, and then kept warm at an internal temperature of 25 ° C. for another 2 hours. Then, acetonitrile is removed using a reduced pressure evaporator, purified by subjecting to column chromatography (silica gel), and the solvent of the effluent containing the compound represented by the formula (UVA-1) is removed using a reduced pressure evaporator. , Yellow crystals were obtained. The crystals were dried under reduced pressure at 60 ° C. to obtain 4.6 g of a compound represented by the formula (UVA-1) as a yellow powder. The yield was 56%.

<Gram absorption coefficient ε measurement>
A 2-butanone solution (concentration: 0.006 g / L) of the compound represented by the formula (UVA-1) was placed in a 1 cm quartz cell, and the quartz cell was placed in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation). It was set and the absorbance was measured in the wavelength range of 300 to 800 nm in 1 nm steps by the double beam method. The gram extinction coefficient for each wavelength was calculated from the obtained absorbance value, the concentration of the compound represented by the formula (UVA-1) in the solution, and the optical path length of the quartz cell.
ε (λ) = A (λ) / CL
[In the formula, ε (λ) represents the gram extinction coefficient (L / (g · cm)) of the resin (A) at the wavelength λ nm, A (λ) represents the absorbance at the wavelength λ nm, and C represents the concentration (g / cm). It represents L), and L represents the optical path length (cm) of the quartz cell. ]
The ε (405) of the obtained compound represented by the formula (UVA-1) was 45 L / (g · cm), and the value of ε (440) was 0.1 L / (g · cm).

[Polymerization Example 1]: Preparation of acrylic resin (A-1) In a reaction vessel equipped with a cooling tube, a nitrogen introduction tube, a thermometer and a stirrer, 150 parts of ethyl acetate, 96 parts of butyl acrylate, 2-part acrylic acid as solvents. A mixed solution of 3 parts of hydroxyethyl and 1 part of acrylic acid was charged, and the internal temperature was raised to 60 ° C. while replacing the air in the apparatus with nitrogen gas to make it oxygen-free. Then, a total amount of a solution prepared by dissolving 0.4 part of azobisisobutyronitrile (polymerization initiator) in 10 parts of ethyl acetate was added. The resulting mixture was held at 60 ° C. for 1 hour, then ethyl acetate was continuously added into the reaction vessel at an addition rate of 17.3 parts / hr while maintaining the internal temperature at 50-70 ° C. to increase the concentration of the acrylic resin. When the concentration reached 35%, the addition of ethyl acetate was stopped, and the temperature was kept at this temperature until 12 hours had 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%, and an ethyl acetate solution of the acrylic resin was prepared. The obtained acrylic resin had a polystyrene-equivalent weight average molecular weight Mw of 1.48 million and Mw / Mn of 3.45 by GPC. This is referred to as resin (A-1). The glass transition temperature by DSC was −45 ° C. The monomer composition of the obtained acrylic resin was 96% by mass of butyl acrylate, 3% by mass of 2-hydroxyethyl acrylate, and 1% by mass of acrylic acid.

<Preparation of adhesive composition>
[Example 1]: Preparation of pressure-sensitive adhesive composition (1) In an ethyl acetate solution (resin concentration: 20%) of the resin (A-1) obtained above, with respect to 100 parts of the solid content of the solution. 2.5 parts of the compound represented by the formula (UVA-1), 1 part of a photoinitiator (manufactured by ADEKA; trade name "NCI-730", photoradical generator), a photocurable component (manufactured by Shin-Nakamura Chemical Co., Ltd.) 10 parts of trade name "A-DPH-12E"), 0.3 parts of cross-linking agent (manufactured by Toso; trade name "Coronate L", isocyanate compound, solid content 75%) and silane compound (manufactured by Shinetsu Chemical Industry: Commodity) Name "KBM-3066") 0.28 parts were mixed, and 2-butanone was further added so that the solid content concentration became 14% to obtain a pressure-sensitive adhesive composition (1). The amount of the cross-linking agent (Coronate L) blended is the number of parts by mass as the active ingredient.

[Comparative Example 1]: Preparation of Adhesive Composition (2) In an ethyl acetate solution (resin concentration: 20%) of the resin (A-1), the formula (UVA-1) was added to 100 parts of the solid content of the solution. ), A cross-linking agent (manufactured by Toso; trade name "Coronate L", isocyanate compound, solid content 75%) 0.3 parts and a silane compound (manufactured by Shin-Etsu Chemical Industry: trade name "KBM") -3066 ") 0.28 parts were mixed, and 2-butanone was further added so that the solid content concentration became 14% to obtain a pressure-sensitive adhesive composition (2). The amount of the cross-linking agent (Coronate L) blended is the number of parts by mass as the active ingredient.

[Comparative Example 2]: Preparation of Adhesive Composition (3) Indol-based light selective absorption in an ethyl acetate solution (resin concentration: 20%) of the resin (A-1) with respect to 100 parts of the solid content of the solution. 1 part of compound (BONASORB UA-3911 manufactured by Orient Chemical Industry Co., Ltd.), 0.3 part of cross-linking agent (manufactured by Toso; trade name "Coronate L", isocyanate compound, solid content 75%) and silane compound (manufactured by Shinetsu Chemical Industry Co., Ltd .: 0.28 parts of the trade name “KBM-3066”) were mixed, and 2-butanone was further added so that the solid content concentration became 14% to obtain a pressure-sensitive adhesive composition (3). The amount of the cross-linking agent (Coronate L) blended is the number of parts by mass as the active ingredient.

[Preparation Example 1]: Preparation of Adhesive Composition (4) A cross-linking agent (manufactured by Toso) was added to an ethyl acetate solution (resin concentration: 20%) of the resin (A-1) with respect to 100 parts of the solid content of the solution. ; Trade name "Coronate L", isocyanate compound, solid content 75%) 0.3 part and silane compound (manufactured by Shin-Etsu Chemical Industry: trade name "KBM-3066") 0.28 part are mixed, and further solid content concentration 2-Butanone was added so as to have a concentration of 14% to obtain a pressure-sensitive adhesive composition (4). The amount of the cross-linking agent (Coronate L) blended is the number of parts by mass as the active ingredient.

<Preparation of adhesive layer-1>
An applicator was used on the release-treated surface of the pressure-sensitive adhesive composition of Example 1 on a release-treated surface of a separate film [trade name "PLR-382190" obtained from Lintec Corporation] made of a polyethylene terephthalate film that had been released-treated. The film was applied so that the thickness after drying was 5 μm, and dried at 100 ° C. for 1 minute. After that, from the separate film side, UV-A (wavelength 320 to 390 nm) was adjusted to an illuminance of 500 mW and an integrated light amount of 500 mJ using an ultraviolet irradiation device ("Electrodeless UV lamp system H valve" manufactured by Fusion UV Systems). , An adhesive layer (1) (adhesive sheet) with a separate film was prepared by irradiating with ultraviolet rays.

<Preparation of adhesive layer-2>
The pressure-sensitive adhesive compositions of Comparative Examples 1 and 2 were applied to the release-treated surface of a separate film [trade name "PLR-382190" obtained from Lintec Co., Ltd.] made of a polyethylene terephthalate film that had been released-treated. The coating was applied using an applicator so that the thickness after drying was 5 μm, and dried at 100 ° C. for 1 minute to obtain an adhesive layer with a separate film. The pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of Comparative Example 1 was designated as the pressure-sensitive adhesive layer (2), and the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of Comparative Example 2 was designated as the pressure-sensitive adhesive layer (3). ..

<Preparation of adhesive layer-3>
An applicator was used on the release-treated surface of a separate film [trade name "PLR-382190" obtained from Lintec Co., Ltd.] made of a polyethylene terephthalate film that had been released from the pressure-sensitive adhesive composition of Preparation Example 1. The film was applied so as to have a thickness of 25 μm after drying, and dried at 100 ° C. for 1 minute to obtain an adhesive layer (4) with a separate film.

<Measurement of gel fraction of adhesive layer>
The gel fraction in the pressure-sensitive adhesive layer of the present invention is a value measured according to the following (a) to (d). The larger the gel fraction, the more cross-linking reactions are proceeding in the adhesive, which can be used as a guide for the cross-linking density. The gel fractions of the pressure-sensitive adhesive layers (1) to (3) were measured according to the following (a) to (d). The results are shown in Table 1.
(A) An adhesive sheet having an area of about 8 cm × about 8 cm and a metal mesh (whose weight is Wm) made of SUS304 having an area of about 10 cm × about 10 cm are bonded together.
(B) Weigh the bonded product obtained in (a) above, set its mass to Ws, then fold it four times so as to wrap the adhesive sheet, staple it with a stapler, and then weigh it. Let the mass be Wb.
(C) The mesh stapled in (b) above is placed in a glass container, 60 mL of ethyl acetate is added and immersed, and then the glass container is stored at room temperature for 3 days.
(D) The mesh is taken out from the glass container, dried at 120 ° C. for 24 hours, weighed, the mass is Wa, and the gel fraction is calculated based on the following formula.
Gel fraction (mass%) = [{Wa- (Wb-Ws) -Wm} / (Ws-Wm)] x 100

<Measurement of absorbance of adhesive layer>
The obtained pressure-sensitive adhesive layers (1) to (3) are respectively bonded to glass, the separator is peeled off, and then a cycloolefin polymer (COP) film (ZF-14 manufactured by Nippon Zeon Co., Ltd.) is bonded to the pressure-sensitive adhesive layer. Together, a laminate having the composition of COP film / adhesive layer / glass was prepared. The prepared laminate was set in a spectrophotometer UV-2450 (manufactured by Shimadzu Corporation), and the absorbance was measured in the wavelength range of 300 to 800 nm in 1 nm steps by the double beam method. Table 1 shows the absorbance of the prepared pressure-sensitive adhesive layer. The absorbance of the glass and the absorbance of the COP film at a wavelength of 405 nm and a wavelength of 440 nm are both 0. The results are shown in Table 1.

<Manufacturing of optical film>
[Example 2]: Preparation of optical film (1) (i) Preparation of polarizing film (polarizer) A polyvinyl alcohol film having an average degree of polymerization of about 2400, a degree of saponification of 99.9 mol%, and a thickness of 30 μm (“Clarepoval”). Film VF-PE # 3000 ”, manufactured by Kuraray Co., Ltd.) was immersed in pure water at 37 ° C., and then an aqueous solution containing iodine and potassium iodide (iodine / potassium iodide / water (weight ratio) = 0. It was immersed in 04 / 1.5 / 100) at 30 ° C. Then, it was immersed in an aqueous solution containing potassium iodide and boric acid (potassium iodide / boric acid / water (weight ratio) = 12 / 3.6 / 100) at 56.5 ° C. Next, the film was washed with pure water at 10 ° C. and then dried at 85 ° C. to obtain a polarizing film A having a thickness of about 12 μm in which iodine was adsorbed and oriented on polyvinyl alcohol. The stretching was mainly carried out in the steps of iodine dyeing and boric acid treatment, and the total stretching ratio was 5.3 times.

(Ii) Preparation of polarizing plate A transparent protective film (“25KCHCN-TC”) obtained by applying a 7 μm hard coat layer to a 25 μm-thick triacetyl cellulose film on one side of the polarizing film obtained in (i). , Letterpress Printing Co., Ltd.) was bonded via an adhesive composed of an aqueous solution of a polyvinyl alcohol-based resin. A 23 μm-thick cycloolefin resin film (“ZF14-023”, manufactured by Nippon Zeon Corporation) is bonded to the surface opposite to the transparent protective film via an adhesive composed of an aqueous solution of a polyvinyl alcohol resin. , A polarizing plate (thickness 67 μm) was prepared.

(Iii) Preparation of First Phase Difference Layer As the first phase difference layer (first liquid crystal cured film layer), λ / 4 composed of a layer obtained by curing a nematic liquid crystal compound, an alignment film, and a transparent substrate. A layer giving the phase difference of was used. The total thickness of the cured layer and the oriented layer of the nematic liquid crystal compound was 2 μm.

(Iv) Preparation of Second Phase Difference Layer As a composition for forming an alignment layer, 10 parts by mass of polyethylene glycol di (meth) acrylate (A-600 manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) and trimethyl propantriacrylate (A-TMPT manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) 10 parts by mass, 1,6-hexanediol di (meth) acrylate (A-HD-N manufactured by Shin-Nakamura Chemical Industry Co., Ltd.) 10 parts by mass, and light 1.5 parts by mass of Irgacure 907 (Irg-907 manufactured by BASF) as a polymerization initiator was dissolved in 70 parts by mass of the solvent methyl ethyl ketone to prepare a coating liquid for forming an alignment layer.

A long cyclic olefin resin film (manufactured by Nippon Zeon Corporation) with a thickness of 20 μm is prepared as a base film, and the obtained coating liquid for forming an alignment layer is applied to one side of the base film with a bar coater. did.

After the coating layer after coating is heat-treated at a temperature of 80 ° C. for 60 seconds, it is irradiated with ultraviolet rays (UVB) at 220 mJ / cm2 to polymerize and cure the composition for forming an orientation layer on the base film. An oriented layer 1 having a thickness of 2.3 μm was formed on the surface.

20 parts by mass of a photopolymerizable nematic liquid crystal compound (RMM28B manufactured by Merck) and 1 part by mass of Irgacure 907 (Irg-907 manufactured by BASF) as a photopolymerization initiator as a composition for forming a retardation layer are used as a solvent propylene. A coating solution for forming a retardation layer was prepared by dissolving it in 80 parts by mass of glycol monomethyl ether acetate.

A coating solution for forming a retardation layer was applied onto the previously obtained alignment layer 1, and the coating layer was heat-treated at a temperature of 80 ° C. for 60 seconds. Then, it was irradiated with ultraviolet rays (UVB) at 220 mJ / cm2, and the composition for forming a retardation layer was polymerized and cured to form a retardation layer having a thickness of 0.7 μm on the alignment layer. In this way, a second retardation layer (second liquid crystal cured film layer, thickness 3 μm) composed of the alignment layer 1 and the retardation layer 1 was obtained on the base film. The second retardation layer is a positive C layer.

(V) Bonding of First Phase Difference Layer and Second Phase Difference Layer The first phase difference layer and the second phase difference layer are bonded to each liquid crystal layer surface (transparent group) by an ultraviolet curable adhesive (thickness 1 μm). The surfaces were bonded so that the side opposite to the material was the bonded surface. Then, the ultraviolet curable adhesive was cured by irradiating with ultraviolet rays. In this way, a retardation layer including two retardation layers, a first liquid crystal layer and a second liquid crystal layer, was produced. The transparent substrate was peeled off from both sides of the retardation layer to obtain a retardation film. The thickness of the liquid crystal layer including the first liquid crystal layer, the ultraviolet curable adhesive layer, and the second liquid crystal layer was 6 μm.

(Vi) Adhesive layer (1) with a separate film was laminated on the cycloolefin resin film of the polarizing plate obtained by bonding the polarizing plate and the retardation film (ii). The separate film is peeled off from the pressure-sensitive adhesive layer (1) and laminated so that the pressure-sensitive adhesive layer (1) and the first retardation layer side of the retardation film obtained by the formula (v) are in contact with each other. 1) was obtained.

<Crack resistance evaluation>
The second retardation layer of the optical film (1) and the pressure-sensitive adhesive layer (4) with a separate film were laminated. The separate film was peeled off, and the pressure-sensitive adhesive layer (4) and non-alkali glass [trade name "EAGLE XG" manufactured by Corning Inc.] were laminated to obtain an optical film (1A). The obtained optical film (1A) is a triacetyl cellulose film / polarizing film / cycloolefin film / pressure-sensitive adhesive layer (1) / first retardation layer / ultraviolet curable adhesive layer / second retardation layer / adhesion. It has a composition of agent layer (4) / non-alkali glass.
From the triacetyl cellulose film side of the optical film (1A), the pen tip of an Ericssen pen (model number 318 manufactured by Ericssen) set to a load of 10 N was pressed and used as the starting point of cracks. Then, 150 cycles of a thermal shock resistance test were carried out with -40 ° C for 30 minutes and 85 ° C for 30 minutes as one cycle. After the thermal shock resistance test, it was confirmed by a microscope how many mm the cracks had extended from the starting point, and the crack resistance was determined. The results are shown in Table 1.

[Comparative Example 3]: Preparation of Optical Films (2) and (2A) Optical film (2) and optical film (2A) in the same manner except that the adhesive layer (1) was changed to the adhesive layer (2). Got The crack resistance was evaluated in the same manner as above. The results are shown in Table 1.

[Comparative Example 4]: Preparation of Optical Films (3) and (3A) Optical film (3) and optical film (3A) in the same manner except that the adhesive layer (1) was changed to the adhesive layer (3). Got The crack resistance was evaluated in the same manner as above. The results are shown in Table 1.

The optical film with a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention had a crack elongation of 4 mm. On the other hand, in the optical film with a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of Comparative Example, the crack elongation was 80 mm or more. The optical film with a pressure-sensitive adhesive layer containing the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention has good crack resistance.

The resin of the present invention, the pressure-sensitive adhesive composition containing the resin, and the optical laminate containing the pressure-sensitive adhesive layer formed from the initial pressure-sensitive adhesive composition are suitably used for liquid crystal panels and liquid crystal display devices.

1 Adhesive layer formed from the adhesive composition of the present invention 1a Adhesive layer 2 Release film 10, 10A, 10B, 10C, 10D Optical film with adhesive layer 3, 6 Protective film 4, 7 Adhesive layer 5 Polarized Film 8 Phase difference film 30 Light emitting element 40 Optical film 50, 50a 1/4 wavelength phase difference layer 60 Adhesive layer or adhesive layer 70 1/2 wavelength retardation layer 80 Positive C layer 100 Plate plate 110 Phase difference film

Claims (22)

A pressure-sensitive adhesive composition containing a resin (A), a photocurable component (C), and a photoselective absorption compound (B) having a merocyanine structure. The pressure-sensitive adhesive composition according to claim 1, further comprising a photoinitiator (D). The pressure-sensitive adhesive composition according to claim 2, wherein the photoinitiator (D) is a photoradical generator. The pressure-sensitive adhesive composition according to any one of claims 1 to 3, wherein the photocurable component (C) is a photoradical curable component. The pressure-sensitive adhesive composition according to claim 4, wherein the photocurable component (C) contains a (meth) acrylate compound. The pressure-sensitive adhesive composition according to claim 4 or 5, wherein the photocurable component (C) contains a polyfunctional (meth) acrylate compound. The pressure-sensitive adhesive composition according to any one of claims 1 to 6, further comprising a cross-linking agent (E). The pressure-sensitive adhesive composition according to claim 7, wherein the cross-linking agent (E) is an isocyanate cross-linking agent. The pressure-sensitive adhesive composition according to any one of claims 1 to 8, wherein the resin (A) is a resin having a glass transition temperature of 40 ° C. or lower. The pressure-sensitive adhesive composition according to any one of claims 1 to 9, wherein the resin (A) is a (meth) acrylic resin. The pressure-sensitive adhesive composition according to any one of claims 1 to 10, wherein the resin (A) is a (meth) acrylic resin having a weight average molecular weight of 500,000 or more. The pressure-sensitive adhesive composition according to any one of claims 1 to 11, wherein the light selective absorption compound (B) having a merocyanine structure satisfies the following formula (1).
ε (405) ≧ 5 (1)
[In the formula (1), ε (405) represents the gram absorption coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 405 nm. The unit of the gram extinction coefficient is L / (g · cm). ] The pressure-sensitive adhesive composition according to any one of claims 1 to 12, wherein the light selective absorption compound (B) having a merocyanine structure satisfies the following formula (2).
ε (405) / ε (440) ≧ 20 (2)
[In the formula (2), ε (405) represents the gram extinction coefficient of the light selective absorption compound (B) having a merocyanine structure at a wavelength of 405 nm, and ε (440) represents the light selective absorption compound having a merocyanine structure at a wavelength of 440 nm ( B) represents the gram extinction coefficient. ] The pressure-sensitive adhesive composition according to any one of claims 1 to 13, wherein the light selective absorption compound (B) having a merocyanine structure does not have a polymerizable group. The pressure-sensitive adhesive composition according to any one of claims 1 to 14, wherein the light selective absorption compound (B) having a merocyanine structure is a compound represented by the formula (I).

[In the formula, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are independently substituted with a hydrogen atom and an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. Representing an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group, −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is −NR ^1A. It may be substituted with −, −SO ₂₋ , −CO−, −O− or −S−.
R ⁶ and R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^1A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹ and R ² may be connected to each other to form a ring structure, R ² and R ³ may be connected to each other to form a ring structure, and R ² and R ⁴ may be connected 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 formed. May be connected to each other to form a ring structure. ] The pressure-sensitive adhesive composition according to claim 15, wherein the compound represented by the formula (I) is a compound represented by the formula (II).

[In formula (II), R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are aliphatic hydrocarbons having 1 to 25 carbon atoms which may independently have a hydrogen atom and a substituent. Represents an aromatic hydrocarbon group or heterocyclic group having 6 to 15 carbon atoms which may have a group or a substituent, and −CH ₂ − contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is It may be substituted with −NR ^11A −, −SO ₂₋ , −CO−, −O− or −S−.
R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 25 carbon atoms, and an electron-attracting group.
R ^11A represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
R ¹¹ and R ¹² may be connected to each other to form a ring structure, R ¹² and R ¹³ may be connected to each other to form a ring structure, and R ¹² and R ¹⁴ may be connected to each other to form a ring structure. May be formed. ] A pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to any one of claims 1 to 16. The pressure-sensitive adhesive layer according to claim 17, which satisfies the following formula (3).
A (405) ≧ 0.5 (3)
[In formula (3), A (405) represents the absorbance at a wavelength of 405 nm. ] The pressure-sensitive adhesive layer according to claim 18, which further satisfies the following formula (4).
A (405) / A (440) ≧ 5 (4)
[In the 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. ] An optical film with an adhesive layer in which an optical film is laminated on at least one surface of the adhesive layer according to any one of claims 17 to 19. The optical film with an adhesive layer according to claim 20, wherein the optical film is a polarizing plate. An image display device comprising the optical film with an adhesive layer according to claim 20 or 21.

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