TWI669294B - Composition for optical member, optical member, and image display device - Google Patents

Abstract

The composition for an optical member of the present invention contains a base polymer and a novel compound represented by the following formula (1): [Chemical Formula 1] . When the composition for an optical member of the present invention is applied to an image display device, deterioration of the display element can be suppressed, and an optical member having high transparency and excellent durability under severe environmental conditions can be formed.

Description

Composition for optical member, optical member, and image display device

The present invention relates to a composition for an optical member and an optical member formed of the composition for the optical member. Moreover, the present invention relates to an image display device using the composition for an optical member.

The optical member to which the present invention is applied is a member suitable for various optical applications, and examples thereof include an optical film itself, an adhesive layer or an adhesive layer for an optical film, a surface treatment layer provided on the optical film, and a functional layer provided on the optical film. . Examples of the optical film include, for example, a polarizing film, a polarizing member, a transparent protective film for a polarizing member, a retardation film, a light diffusing film, a brightness enhancing film, a lens film, a window cover film (front panel), and anti-scattering. Film, decorative printed film, etc. The optical member can be used as an optical layered body including a polarizer and a retardation film. Further, the surface treatment layer may, for example, be a hard coat layer, an antiglare layer, an antireflection layer, a refractive index adjusting layer, or the like. The aforementioned functional layer may, for example, be an easy-adhesion layer, an antistatic layer, an anti-caking layer, an oligomer preventing layer, a barrier layer, or the like. Further, the optical member may be used as the transparent base film or as an intermediate layer provided between the transparent base film and the transparent conductive film having a transparent base film and a transparent conductive layer. The intermediate layer may, for example, be a refractive index adjusting layer, an easy-adhesive layer, a hard coat layer, a crack preventing layer, or the like. The optical members can form an image display device such as a liquid crystal display (LCD) or an organic EL (electroluminescence) display device (OLED).

In recent years, optical members have been used in various fields, and are widely used as components constituting image display devices, for example. Image display devices are widely used in various applications such as mobile phones, navigation devices, screens for personal computers, and televisions. In order to prevent the external light from being reflected by the metal electrode (cathode) and appearing as a mirror-like condition, the optical display member used in the image display device is a circular polarizing film on the viewing side surface of the organic EL panel ( a laminate of a polarizing film and a quarter-wave plate, etc.). Further, on the circularly polarizing film which has been laminated on the viewing side surface of the organic EL panel, a decorative panel or the like may be further laminated as an optical member. Further, the transparent conductive film is used as a transparent electrode film to form a touch panel or the like. The constituent members of the organic EL display device such as the circularly polarizing film or the decorative panel, and the transparent electrode film are usually laminated as an optical member via a bonding material such as an adhesive layer or an adhesive layer.

In an image display device such as an organic EL display device, the incident ultraviolet rays cause deterioration of constituent members and the like in the image display device, and it is known to provide a layer containing the ultraviolet absorber in order to suppress deterioration due to the ultraviolet rays. Specifically, for example, an image display having at least one ultraviolet absorbing layer and having a light transmittance of 30% or less at a wavelength of 380 nm and a visible light transmittance of 80% or more on a wavelength side longer than 430 nm is known. a transparent double-sided adhesive sheet for a device (for example, refer to Patent Document 1); having an acrylic-containing polymer and three An adhesive sheet of an adhesive layer of an ultraviolet absorber (for example, see Patent Document 2).

CITATION LIST Patent Literature Patent Literature 1: Japanese Laid-Open Patent Publication No. 2012-211305

Problems to be Solved by the Invention The adhesive sheets described in Patent Documents 1 and 2 can control the light transmittance at a wavelength of 380 nm. However, when the adhesive sheet is used in an organic EL display, it may be organic due to long-term use. The deterioration of the EL element is not acceptable. The adhesive sheet described in Patent Documents 1 and 2 can absorb light having a wavelength of 380 nm, but does not sufficiently absorb the wavelength region shorter than the light-emitting region of the organic EL element (on the wavelength side longer than 430 nm) (380 nm~ 430 nm) of light that causes degradation to occur.

Therefore, in order to suppress the deterioration of the organic EL device, it is necessary to use a layer which can suppress the wavelength of the shorter wavelength side (380 nm to 430 nm) than the light-emitting region (the wavelength side longer than 430 nm) of the organic EL device. The light is penetrated, and a layer having high transparency in the light-emitting region of the organic EL element and having high transparency can be sufficiently ensured. Moreover, the image display device can be used in a high-temperature, high-humidity environment, and also requires durability under severe environmental conditions.

An object of the present invention is to provide a composition for an optical member which can suppress deterioration of a display element when applied to an image display device, and can form an optical member having high transparency and excellent durability under severe environmental conditions.

Further, an object of the present invention is to provide an optical member formed of the above composition, and an image display device using the optical member.

Means for Solving the Problem The inventors of the present invention have intensively studied in order to solve the above problems, and as a result, have found the following composition for an optical member, and have completed the present invention.

That is, the present invention relates to a composition for an optical member characterized by comprising a base polymer and a compound represented by the following formula (1).

[Chemical Formula 1]

(In the formula (1), m represents an integer of 1 to 6, and Q ¹ represents a hydrogen atom when m is 1, and represents a 2 to 6 valent linkage when m is 2 to 6, and D ¹ represents a general formula (2) When the compound shown is detached from one hydrogen atom, when m is 2 to 6, a plurality of D ^{1 's} may be the same or different.

[Chemical Formula 2]

(In the formula (2), R ¹ represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent. R ² represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group, and a heterocyclic ring. a group, -C(O)-R ⁷ or -SO ₂ -R ^{8 .} R ⁷ represents a hydroxyl group or -OR ⁷¹ , and R ⁸ represents a halogen atom, a hydroxyl group, -OR ⁸¹ , -NR ⁸² R ⁸³ or -R ^{84 . 71} and R ⁸¹ to R ⁸⁴ are the same or different and each represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent. R ³ represents a hydrogen atom, a halogen atom, a cyano group, and may have a substituent. An alkyl group or an aryl group which may have a substituent. R ⁴⁰² and R ⁴⁰³ are the same or different and each represents a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, -NR ⁴⁰⁶ R ⁴⁰⁷ , -OR ⁴⁰⁸ , cyano, -C(O)R ⁴⁰⁹ , -OC(O)R ⁴¹⁰ or -C(O)OR ⁴¹¹ , R ⁴⁰⁴ ~R ⁴¹¹ are the same or different and represent a hydrogen atom, which may have a substitution An alkyl group or an aryl group which may have a substituent. The nitrogen atom bonded to R ⁴⁰⁴ , R ⁴⁰⁵ and R ⁴⁰⁴ and R ⁴⁰⁵ may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent) .

In the present invention, m of the above formula (1) is preferably 1 or 2.

The compound represented by the above formula (1) is preferably a compound represented by the following formula (3).

[Chemical Formula 3]

(In the formula (3), R ^1a represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent, and R ^2a represents a hydrogen atom, a cyano group, and a nitrate a group, a trifluoromethyl group, a heterocyclic group-containing group, -C(O)-R ^7a or -SO ₂ -R ^{8a .} R ^7a represents a hydroxyl group or -OR ^71a , and R ^8a represents a halogen atom, a hydroxyl group, -OR ^81a , - NR ^82a R ^83a or -R ^{84a .} R ^71a and R ^81a to R ^84a are the same or different and each represents a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or a carbon number which may have a substituent of 6 to 20 R ^3a represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402a represents a hydrogen atom, a halogen atom, a carbon number of 1 to 20 alkyl groups which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent, -NR ^406a R ^407a , -OR ^408a , cyano group, -C(O)R ^409a , -OC( O) R ^410a or -C(O)OR ^411a , R ^404a to R ^411a are the same or different and represent a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or a carbon number which may have a substituent 6~ 20 aryl. in R ^404a, R ^405a and R ^404a and R ^405a are bonded may also form with the nitrogen atom Substituted 4 to 8-membered nitrogen-containing heterocyclic group of the. R ⁴¹³ represents a hydrogen atom, a substituent having a carbon number of 1 to 20 alkyl group, a substituent having a carbon number of 6 to 20 aryl group or the following formula ( 4) The group shown.

[Chemical Formula 4]

(In the formula (4), Q ² represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and * represents a binding position to the general formula (3). R ^1b represents a hydrogen atom and a carbon which may have a substituent. a number of 1 to 20 alkyl groups or a carbon number 6 to 20 aryl group which may have a substituent, and R ^2b represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group, a heterocyclic group-containing group, and -C(O)-R ^7b Or -SO ₂ -R ^{8b .} R ^7b represents a hydroxyl group or -OR ^71b , and R ^8b represents a halogen atom, a hydroxyl group, -OR ^81b , -NR ^82b R ^83b or -R ^{84b .} R ^71b and R ^81b to R ^84b are the same or Different from each other, it represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent. R ^3b represents a hydrogen atom, a halogen atom, a cyano group, and may have a substituent. a carbon number of 1 to 20 alkyl groups or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402b represents a hydrogen atom, a halogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups, and a carbon number which may have a substituent 6~20 aryl, -NR ^406b R ^407b , -OR ^408b , cyano, -C(O)R ^409b , -OC(O)R ^410b or -C(O)OR ^411b , R ^404b ~R ^411b are the same Or different, representing a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or may have a substituent An aryl group having 6 to 20. In R ^404b, R ^405b and R ^404b and R ^405b are bonded to the nitrogen atom may form a nitrogen-containing 4 to 8-membered heterocyclic ring of the substituent group)).

In one aspect of the invention, the above R ^{413 is} preferably a group represented by the above formula (4).

The compound represented by the above formula (1) is also preferably a compound represented by the following formula (5).

[Chemical Formula 5]

(In the formula (5), R ^2c represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group, a heterocyclic group-containing group, -C(O)-R ^7c or -SO ₂ -R ^8c. R ^7c represents a hydroxyl group. Or -OR ^71c , R ^8c represents a halogen atom, a hydroxyl group, -OR ^81c , -NR ^82c R ^83c or -R ^{84c .} R ^71c and R ^81c to R ^84c are the same or different and represent a hydrogen atom and may have a substituent. a carbon number of 1 to 20 alkyl groups or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^3c represents a hydrogen atom, a halogen atom, a cyano group, a carbon number which may have a substituent of 1 to 20 alkyl groups or may have a substituent. The carbon number is 6 to 20 aryl. R ^402c and R ^403c are the same or different, and represent a hydrogen atom, a halogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups, and a carbon number which may have a substituent of 6 to 20 ^{aryl, -NR 406c R 407c, -OR 408c} , ^{cyano, -C (O) R 409c,} -OC (O) R 410c , or ^{-C (O) oR 411c, R} 404c ~ R 411c is the same or different And a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent. The nitrogen atom bonded by R ^404c , R ^405c and R ^404c and R ^405c is also may be formed may have 4 to 8-membered nitrogen-containing heterocyclic group of the substituent. R ⁵⁰¹ represents a hydrogen atom, an The carbon number of the substituent alkyl group having 1 to 20, carbon atoms may have a substituent group of the aryl group having 6 to 20 or the following formula (6) a group represented.

[Chemical Formula 6]

(In the formula (6), Q ³ represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and * represents a binding position to the formula (5). R ^2d represents a hydrogen atom, a cyano group, a nitro group, Trifluoromethyl, heterocyclic group-containing, -C(O)-R ^7d or -SO ₂ -R ^{8d .} R ^7d represents a hydroxyl group or -OR ^71d , and R ^8d represents a halogen atom, a hydroxyl group, -OR ^81d , -NR ^82d R ^83d or -R ^{84d .} R ^71d and R ^81d to R ^84d are the same or different and each represents a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^3d represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 groups which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402d and R ^403d are the same or different, A hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a 6 to 20 aryl group which may have a substituent, -NR ^406d R ^407d , -OR ^408d , a cyano group, a -C(O) R ^409d , -OC(O)R ^410d or -C(O)OR ^411d , R ^404d -R ^411d are the same or different and represent a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or may have the carbon number of the substituent having 6 to 20 aryl group. in R ^404d, R ^405d and R ^404d and R ^405d are bonded nitrogen May also be formed may have a promoter having 4 to 8-membered nitrogen-containing heterocyclic group of the substituent)).

In one aspect of the invention, the above R ^{501 is} preferably a group represented by the above formula (6).

In the composition for an optical member, the compound represented by the above formula (1) is preferably a dye compound having a maximum absorption wavelength of the absorption spectrum in a wavelength region of 380 to 430 nm.

The composition for an optical member preferably further contains an ultraviolet absorber. The absorption spectrum of the ultraviolet absorber described above preferably has a maximum absorption wavelength in a wavelength region of 300 to 400 nm.

Further, the present invention relates to an optical member characterized in that it is formed of the above-described composition for an optical member.

The aforementioned optical member can be used as, for example, an optical film.

The optical member can be used, for example, as an adhesive layer or an adhesive layer for an optical film. The base polymer contained in the composition for forming the pressure-sensitive adhesive layer for an optical film is preferably a (meth)acrylic polymer.

The optical member can be used, for example, as a surface treatment layer provided on an optical film.

The optical film related to the optical member may, for example, be a polarizing film, a polarizing material, a transparent protective film for a polarizing element, or a retardation film.

Further, the present invention relates to an optical layered body comprising a polarizer and a retardation film, characterized in that the optical layered body is an optical layered body (1) containing the optical member.

Furthermore, the present invention relates to an image display device comprising an image display unit, the optical member, or the optical layered body (1). In the video display device of the present invention, it is preferable that the optical member or the optical layered body (1) is disposed closer to the viewing side than the image display portion.

The image display device includes, for example, an organic EL display device including an optical layered body and an organic EL panel as the image display unit, wherein the optical layering system includes at least a polarizer and a retardation film from the viewing side. Further, as the optical layered body, those containing the optical member or the optical layered body (1) can be suitably used.

The optical member may be used as the transparent base film or as an intermediate layer provided between the transparent base film and the transparent conductive layer in the transparent conductive film having the transparent base film and the transparent conductive layer.

The intermediate layer may be at least one selected from the group consisting of a refractive index adjusting layer, an easy-adhesive layer, a hard coat layer, and a crack preventing layer.

Furthermore, the present invention relates to a transparent conductive film having a transparent base film and a transparent conductive layer, characterized in that the optical member is contained as the transparent base film or as a film provided between the transparent substrate and the transparent substrate film. middle layer.

Furthermore, the present invention relates to an image display device comprising a video display unit and the transparent conductive film. In the image display device of the present invention, it is preferable that the transparent conductive film is disposed closer to the viewing side than the image display portion.

The image display device may be, for example, an organic EL display device including an organic EL panel as the image display unit.

Advantageous Effects of Invention The composition for an optical member of the present invention contains the compound represented by the above formula (1) in addition to the base polymer forming the optical member. Since the absorption spectrum has a maximum absorption wavelength in the vicinity of 400 nm, the compound is suitably used as a dye, and by using the compound (pigment compound) in combination with an ultraviolet absorber, it can sufficiently absorb a wavelength region of a display element such as an organic EL panel. The light, and the longer wavelength side than the aforementioned region, can penetrate sufficiently. Further, the compound represented by the above formula (1) is excellent in durability under severe environmental conditions in a high-temperature, high-humidity environment. As a result, the optical member formed of the composition for an optical member of the present invention can suppress degradation of the display element due to external light, and can have excellent weathering deterioration and long life.

<Composition for Optical Member> Each component contained in the composition for an optical member of the present invention will be described below. The composition for an optical member of the present invention contains a compound represented by the above formula (1) in addition to the base polymer forming the optical member. Further, the composition for an optical member of the present invention may contain various additives other than the compound represented by the above formula (1) in accordance with various uses.

<Base Polymer> The aforementioned base polymer is appropriately selected depending on the application to which the optical member is applied. The resin used for the base polymer is not particularly limited, and examples thereof include a thermoplastic resin, a photocurable resin, and a thermosetting resin. For example, an acrylic resin, a polycarbonate resin, a polystyrene resin, a low density polyethylene resin, a polypropylene resin, a polyurethane resin, a polyamide resin, a polyacetal resin, a polyphenylene sulfide resin , polyethylene terephthalate resin, polybutylene terephthalate resin, polycycloolefin resin, polyfluorene resin, polyether oxime resin, fluororesin, polyoxyxylene resin, polyester resin, epoxy resin A resin such as a phenol resin or a melamine resin. These may be used alone or in combination of two or more.

Further, in view of the specific base polymer aspect for optical use, it is possible to use the object for use in the optical use. The base polymer is a main component for forming each optical member, and will be described later together with the description of the optical use. Base polymer related materials are also indicated by well-known marking means in various applications. For example, in the case of an adhesive, if it is an acrylic adhesive, it is understood that a (meth)acrylic polymer is used as a base polymer.

<Compound represented by the formula (1)> The compound represented by the above formula (1) is also referred to as the compound (1) in the present specification. Other compounds of the formula are also the same, for example, the compound represented by the formula (2) is also referred to as the compound (2).

In the case of the geometrical isomerism of the compound (1) of the present invention, the present invention also encompasses any of its geometric isomers. Further, when the compound (1) of the present invention has one or more asymmetric carbon atoms, the present invention also encompasses any of the compounds in which the asymmetric carbon atom is R, the compound in the S configuration, and any combination thereof. By. And any of the racemic compounds, racemic mixtures, single optical isomers, and non-imagewise isomer mixtures thereof are included in the present invention.

In the above formula (1), m represents an integer of 1 to 6. If m is 2 to 6, the heat resistance of the compound (1) is improved. In one aspect of the invention, m is preferably 1 or 2, preferably 2.

Q ¹ represents a hydrogen atom when m is 1, and a 2 to 6-valent linking group when m is 2 to 6. The 2 to 6-valent linking group may, for example, be a 2 to 6-valent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or -SO ₂ -. The 2 to 6-valent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent may be a linear, branched or cyclic 2 to 6-valent alkyl group having 1 to 20 carbon atoms which may have a substituent, and may have a substituent. The carbon number is 6~20, and the 2~6 price is extended to aryl. Q ^{1 is} preferably a hydrogen atom or a divalent linking group.

The divalent linking group is preferably a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, -SO ₂ - or the like, and a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. The divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent is preferably a linear, branched or cyclic divalent alkyl group having 1 to 20 carbon atoms which may have a substituent, and may have a carbon number of 6 to 20 having a substituent. The price of 2 is aryl. The linear, branched or cyclic divalent alkyl group having 1 to 20 carbon atoms may be a divalent alkyl group having an oxygen atom, a sulfur atom or a aryl group which may have a substituent, and is preferably -( CH ₂ ) _k1 - (k1 represents an integer of 1 to 20) The linear divalent alkyl group having 1 to 20 carbon atoms, and examples thereof include a methylene group, an ethyl group, a propyl group, and a butyl group. Stretching pentyl, stretching hexyl, stretching heptyl, stretching octyl, stretching sputum and so on. Further, a divalent alkyl group substituted with one or more halogen atoms is also preferable, and examples thereof include a bistrifluoromethylmethylene group. The carbon number of the linear divalent alkyl group is preferably 2 to 10 (k1 in the above formula is 2 to 10), and 4 to 8 (k1 in the above formula is 4 to 8).

The divalent aryl group having 6 to 20 carbon atoms which may have a substituent is preferably a group represented by the following formula (20).

[Chemical Formula 7]

In the above formula (20), X each independently represents a halogen atom, a nitro group, a hydroxyl group, a sulfo group, an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, and s represents a group of 0 to 4 Integer. The two bonding positions of the benzene ring may be any of o-, m-, and p-position. Further, the benzene ring is preferably an unsubstituted group (s = 0).

In the formula (1), D ¹ represents a group obtained by dropping one hydrogen atom from the compound (2). The group after the compound (2) is detached from one hydrogen atom can also be said to be a group obtained by removing one hydrogen atom from the compound (2). The compound (2) contains a nitrogen-containing aromatic ring and an electron-withdrawing group, and contains a methine structure which can be a pigment. The compound (1) can be used as a dye compound because it contains such a methine structure. When m is 2 to 6, a plurality of D ¹ may be the same or different. In one aspect, a plurality of D ¹ should be all the same. In the general formula (1), the compound (1) when m is 1, is the compound (2). The compound (1) wherein m is 1 is also referred to as a monomer compound. The compound (1) wherein m is 2 to 6 is a compound having a 2 to 6-mer structure, and the structure is bonded to a group of 2 to 6 from the compound (2) by a hydrogen atom via a linking group (Q ¹ ). Compounds in which m is 2 to 6 (1) are also referred to as 2 to 6-mer compounds. D ^{1 is} preferably a group obtained by detaching one hydrogen atom from R ¹ , R ⁴⁰³ or R ^{404 of the} compound (2) (wherein R ¹ is a leaving group when R ¹ is a hydrogen atom), preferably from R ¹ or R ⁴⁰³ A group after dropping one hydrogen atom. In other words, in the formula (1), Q ¹ is preferably bonded to a moiety of R ¹ , R ⁴⁰³ or R ⁴⁰⁴ in the formula (2), and a bond to a moiety of R ¹ or R ⁴⁰³ is preferred.

In the formula (2), R ¹ represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent. The alkyl group which may have a substituent may, for example, be a C 1-20 alkyl group which may have a substituent. The aryl group which may have a substituent may, for example, be a 6 to 20 aryl group having a substituent. -C(O)-OR ¹ in the formula (2) is a electron withdrawing group. R ^{1 is} preferably a C 1-20 alkyl group which may have a substituent or a C 6-20 aryl group which may have a substituent, and preferably has a C 1-20 alkyl group which may have a substituent.

R ² represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group (CF ₃ group), a heterocyclic group-containing group, -C(O)-R ⁷ or -SO ₂ -R ⁸ . R ⁷ represents a hydroxyl group or -OR ⁷¹ , and R ⁸ represents a halogen atom, a hydroxyl group, -OR ⁸¹ , -NR ⁸² R ⁸³ or -R ⁸⁴ . R ⁷¹ and R ⁸¹ to R ⁸⁴ are the same or different and each represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent.

The heterocyclic group in R ² may, for example, be a pyrrole ring, a pyridine ring, a quinoline ring, a pyrimidine ring, a pyridazine ring or a pyridyl group. Ring, imidazole ring, benzimidazole ring, three a nitrogen-containing heterocyclic ring such as a ring, a triazole ring or a tetrazole ring; an oxygen-containing hetero ring such as a furan ring or a benzofuran ring; a sulfur-containing hetero ring such as a thiophene ring or a benzothiophene ring; Oxazole ring, benzo a heterocyclic ring containing an oxygen atom and a nitrogen atom such as an azole ring; a sulfur-containing hetero ring such as a thiazole ring, a benzothiazole ring or a thiadiazole ring, and the like may be further bonded to another carbocyclic ring (for example, a benzene ring) or a heterocyclic ring ( For example, a pyridine ring) forms a condensed ring and Oxazole ring, benzo The azole ring is preferred.

In one aspect of the invention, the heterocyclic group contained in R ^{2 is} preferably self-benzoyl. Oxazole ring or a group after the carbon (position 2) of the azole ring is detached from the hydrogen atom (which may also be a group from which a hydrogen atom has been removed), preferably from a benzo group. The group after the carbon (2 position) between the nitrogen of the azole ring and the oxygen sheds the hydrogen atom. Further, for example, in the general formula (1), when m is 2 to 6, R ² is self-benzo Oxazole ring or When the azole ring is detached from the hydrogen atom, and Q ¹ and D ¹ are bonded to the R ² moiety of the compound (2), R ^{2 is} preferably benzo. Oxazole ring or A carbon atom other than carbon (position 2) between the nitrogen of the azole ring and oxygen is bonded to Q ¹ .

The alkyl group which may have a substituent in R ¹ , R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ may, for example, be a C 1-20 alkyl group which may have a substituent. The alkyl group having 1 to 20 carbon atoms which may have a substituent may be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms which may have a substituent as described later. In one aspect of the present invention, the carbon number of the substituent may be 1 to 20 alkyl groups, and is preferably a linear, branched or cyclic alkyl group having 4 to 20 carbon atoms, and a branch or ring having a carbon number of 4 or more. The tridimensional macroalkyl group is preferably a cyclic alkyl group having 6 to 20 carbon atoms, and particularly preferably a cyclic alkyl group which may have a linear or branched alkyl group as a substituent. In R ¹ , R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , the C 1-20 alkyl group may, for example, be a methyl group, an ethyl group, an n-propyl group, an i-propyl group or an n-butyl group. I-butyl, t-butyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, 4-t-butylcyclohexyl, 2,6-di-t-butyl-4- Methylcyclohexyl or the like is preferred, and t-butyl, cyclohexyl, 4-t-butylcyclohexyl, 2,6-di-t-butyl-4-methylcyclohexyl, etc. are preferred, 4-t More preferably, butylcyclohexyl, 2,6-di-t-butyl-4-methylcyclohexyl or the like. Among the R ¹ , R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , the aryl group which may have a substituent may be a C 6-20 aryl group which may have a substituent. The carbon number 6 to 20 aryl group which may have a substituent may, for example, be a carbon number 6 to 20 aryl group which may have a substituent, such as a phenyl group which may be substituted by an alkyl group (for example, phenyl group, 3-methylbenzene group). Base, 2,6-dimethylphenyl, etc.).

R ^{1 is} preferably n-butyl, s-butyl, i-butyl, t-butyl, n-pentyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, 4-t -butylcyclohexyl, 2,6-di-t-butyl-4-methylcyclohexyl, etc., and 4-t-butylcyclohexyl, 2,6-di-t-butyl-4-methyl A cyclohexyl group or the like is preferred. R ^{2 is} preferably a cyano group, a nitro group, a trifluoromethyl group, a heterocyclic group-containing group, -C(O)-R ⁷ or -SO ₂ -R ⁸ , preferably a cyano group, a heterocyclic group or a -C ( O)-R ⁷ , more preferably cyano or -C(O)-OR ⁷¹ .

R ⁷¹ and R ⁸¹ are the same or different and are preferably, for example, methyl, ethyl, n-propyl, i-propyl, n-butyl, s-butyl, i-butyl, t-butyl, N-pentyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, 4-t-butylcyclohexyl, 2,6-di-t-butyl-4-methylcyclohexyl, etc. Further, 4-t-butylcyclohexyl, 2,6-di-t-butyl-4-methylcyclohexyl or the like is preferred. R ^{82 is} preferably a hydrogen atom. R ^{83 is} preferably a hydrogen atom, a phenyl group, a 3-methylphenyl group or a 2,6-dimethylphenyl group. R ^{84 is} preferably a methyl group, an ethyl group, a t-butyl group, a cyclohexyl group, a phenyl group, a naphthyl group or the like.

In the formula (2), R ³ represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group which may have a substituent or an aryl group which may have a substituent. R ⁴⁰² and R ⁴⁰³ are the same or different and each represents a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, -NR ⁴⁰⁶ R ⁴⁰⁷ , -OR ⁴⁰⁸ , a cyano group, -C ( O) R ⁴⁰⁹ , -OC(O)R ⁴¹⁰ or -C(O)OR ⁴¹¹ . R ⁴⁰⁴ to R ⁴¹¹ are the same or different and each represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent. The nitrogen atom bonded to R ⁴⁰⁴ , R ⁴⁰⁵ and R ⁴⁰⁴ and R ⁴⁰⁵ may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent.

The alkyl group of R ³ , R ⁴⁰² and R ⁴⁰³ may, for example, be a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms. a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, specifically, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl Base, t-butyl, n-pentyl, 2-methylbutyl, 1-methylbutyl, neo-pentyl, 1,2-dimethylpropyl, 1,1-dimethylpropyl , cyclopentyl, n-hexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,3 - dimethyl butyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 1,2-dimethylbutyl, 1,1-dimethylbutyl, 2-B Butyl, 1-ethylbutyl, 1,1,2-trimethylbutyl, 1-ethyl-2-methylpropyl, cyclohexyl, n-heptyl, 2-methylhexyl, 3 -methylhexyl, 4-methylhexyl, 5-methylhexyl, 2,4-dimethylpentyl, n-octyl, 2-ethylhexyl, 2,5-dimethylhexyl, 2,4 - dimethylhexyl, 2,2,4-trimethylpentyl, t-octyl, n-fluorenyl, 3,5,5-trimethylhexyl, n-fluorenyl, 4-ethyloctyl , 4-ethyl-4,5-dimethylhexyl, 4-t-butylcyclohexyl, n-undecyl, n-dodecyl, 1,3,5,7-tetramethyloctyl, 4-butyloctyl, 6,6-diethyloctyl, n-tride , 6-methyl-4-butyloctyl, n-tetradecyl, n-pentadepyl, 3,5-dimethylheptyl, 2,6-dimethylheptyl, 2, 4-Dimethylheptyl, 2,2,5,5-tetramethylhexyl, 1-cyclopentyl-2,2-dimethylpropyl, 1-cyclohexyl-2,2-dimethyl Propyl, 2,6-di-t-butyl-4-methylcyclohexyl, n-octadecyl, and the like.

The alkyl group which may have a substituent is not particularly limited, and examples thereof include a monocyclic or polycyclic aromatic ring group (phenyl group, naphthyl group, etc.) having a carbon number of 6 to 10, and a carbon number of 1 to 8. Chain, branched or cyclic alkoxy group, amine group, mono- or di-alkylamino group (alkyl group number of 1-8), halogen atom, cyano group, hydroxyl group, nitro group, carboxyl group, carbon number 1~ Alkoxycarbonyl group of 8 or a fluorenyl group having 2 to 10 carbon atoms (for example, ethyl fluorenyl group, propyl fluorenyl group, butyl fluorenyl group, amyl group, trimethyl ethane group, acryl fluorenyl group, methacryl fluorenyl group, benzene group) A mercapto group, a tolylmethyl group, a cinnamyl group, an anisidine group, a naphthyl group, or the like, and an anthracene group having a carbon number of 2 to 10.

The aryl group in R ³ , R ⁴⁰² and R ⁴⁰³ may, for example, be a monocyclic or polycyclic aromatic ring group having 6 to 20 carbon atoms. a monocyclic or polycyclic aromatic ring group having 6 to 20 carbon atoms, specifically, a monocyclic aromatic hydrocarbon group such as a phenyl group; a naphthyl group, an anthracenyl group, a condensed tetraphenyl group, a fused pentaphenyl group, a phenanthryl group, and a fluorenyl group. A polycyclic aromatic hydrocarbon group. In the aryl group which may have a substituent, the substituent is not particularly limited, and examples thereof include a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an amine group, and a single group. - or a dialkylamino group (alkyl group having 1 to 8 carbon atoms), a halogen atom, a cyano group, a hydroxyl group, a nitro group, a halogenated hydrocarbon group having 1 to 8 carbon atoms, a carboxyl group, and an alkoxy group having 1 to 8 carbon atoms. Carbonyl group and the like. It is preferably a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms. For example, examples of the phenyl group and the naphthyl group having a substituent include a nitrophenyl group, a cyanophenyl group, a hydroxyphenyl group, a methylphenyl group, a dimethylphenyl group, and a trimethylphenyl group. , fluorophenyl, chlorophenyl, dichlorophenyl, bromophenyl, methoxyphenyl, ethoxyphenyl, trifluoromethylphenyl, N,N-dimethylaminophenyl, nitrate Naphthyl, cyanonaphthyl, hydroxynaphthyl, methylnaphthyl, fluoronaphthyl, chloronaphthyl, bromonaphthyl, trifluoromethylnaphthyl and the like.

In the formula (2), the 4-8 member nitrogen-containing heterocyclic ring formed by the nitrogen atom bonded to R ⁴⁰⁴ , R ⁴⁰⁵ and R ⁴⁰⁴ and R ⁴⁰⁵ may be a nitrogen-containing hetero ring containing an oxygen atom. The nitrogen-containing heterocyclic ring may, for example, be a non-aromatic nitrogen-containing hetero ring. 4 to 8 members of the nitrogen-containing heterocyclic ring may, for example, be a pyrrolidine ring, a piperidine ring, or a piperidine. A non-aromatic nitrogen-containing heterocyclic ring such as a ring or a phenylephrine ring. The substituent in the 4 to 8 member nitrogen-containing heterocyclic ring which may have a substituent is not particularly limited, and examples thereof include a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms and an alkoxy group having 1 to 8 carbon atoms. , amine, mono- or di-alkylamino group (alkyl carbon number is 1-8), halogen atom, cyano group, hydroxyl group, nitro group, halogenated hydrocarbon group having 1 to 8 carbon atoms, carboxyl group, carbon number 1~ 8 alkoxycarbonyl and the like. It is preferably a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms.

When a ring such as an alkyl group, an aryl group, a nitrogen-containing hetero ring or a heterocyclic ring has a substituent, when the substituent is two or more, the substituents may be the same or different.

Further, the ideal aspect of each group in the formula (2) will be explained. R ^{3 is} preferably a hydrogen atom, a C 1-20 alkyl group or a cyano group which may have a substituent, preferably a hydrogen atom or a C 1 to 5 alkyl group which may have a substituent, more preferably a hydrogen atom or a carbon number 1 to 3 alkyl groups, particularly preferably a hydrogen atom.

R ^{402 is} preferably a hydrogen atom, a C 1-20 alkyl group which may have a substituent, a 6-20 aryl group or an alkoxy group which may have a substituent, and a C 1-20 alkyl group which may have a substituent Preferably. It is preferably a hydrogen atom or a C 1-5 alkyl group which may have a substituent, more preferably a hydrogen atom or a C 1-3 alkyl group, and particularly preferably a methyl group.

R ⁴⁰³ should be -OR ⁴⁰⁸ . R ^{408 is} preferably a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent, preferably a hydrogen atom or a carbon number of 1 to 5 which may have a substituent The base is more preferably a C 1 to 3 alkyl group, and particularly preferably an ethyl group. One aspect of the present invention, R ⁴⁰² and R ⁴⁰³ to appropriate lines of any one substituent other than a hydrogen atom, the same or different places than a hydrogen atom as a substituent of R ⁴⁰² and R ⁴⁰³ preferably lines.

R ⁴⁰⁴ and R ⁴⁰⁵ are the same or different and are preferably a C 1-20 alkyl group which may have a substituent or a C 6-20 aryl group which may have a substituent, preferably a C 1-10 alkyl group or The carbon number is 6 to 10 aryl groups, more preferably a carbon number of 1 to 10 alkyl groups, and particularly preferably a methyl group, an ethyl group, an n-propyl group or an n-butyl group. R ⁴⁰⁶ , R ⁴⁰⁷ , R ⁴⁰⁸ , R ⁴⁰⁹ , R ⁴¹⁰ and R ⁴¹¹ are the same or different and are preferably a C 1-20 alkyl group which may have a substituent or a C 6-20 aryl group which may have a substituent .

The compound of the formula (1) wherein m is 1 or 2 is preferably a compound represented by the above formula (3) (compound (3)), a compound represented by the formula (5) (compound (5)), or the like.

In one aspect of the invention, the compound (3) is preferably used as the compound (1). The compound (3) is preferred because it is excellent in light resistance. In the formula (3), R ^1a represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent, and R ^2a represents a hydrogen atom, a cyano group, or a nitro group. , trifluoromethyl, heterocyclic group-containing, -C(O)-R ^7a or -SO ₂ -R ^8a . R ^7a represents a hydroxyl group or -OR ^71a , and R ^8a represents a halogen atom, a hydroxyl group, -OR ^81a , -NR ^82a R ^83a or -R ^84a . R ^71a and R ^81a to R ^84a are the same or different and each represent a hydrogen atom, a C 1-20 alkyl group which may have a substituent, or a C 6-20 aryl group which may have a substituent.

The ideal aspect of R ^{1a is} the same as the ideal aspect of R ¹ described above. R ^{2a is} preferably a cyano group, a heterocyclic group-containing group or -C(O)-R ^7a , and a cyano group or -C(O)-OR ^{71a is} preferred. The ideal ^aspects of R ^71a , R ^81a , R ^82a , R ^83a and R ^84a are the same as those of the above-mentioned R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , respectively.

In the formula (3), R ^3a represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 alkyl groups which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402a represents a hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl which may have a substituent, -NR ^406a R ^407a , -OR ^408a , cyano group, -C (O) R ^409a , -OC(O)R ^410a or -C(O)OR ^411a , R ^404a to R ^411a are the same or different and represent a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or The carbon number which may have a substituent is 6 to 20 aryl groups. The nitrogen atom bonded to R ^404a , R ^405a and R ^404a and R ^405a may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent. The ideal ^{aspects of} R ^3a , R ^402a , R ^404a , R ^405a , R ^406a , R ^407a , R ^408a , R ^409a , R ^410a and R ^411a are respectively related to R ³ , R ⁴⁰² , R ⁴⁰⁴ , R ⁴⁰⁵ , R ^{406 , respectively.} The ideal ^aspects of R ⁴⁰⁷ , R ⁴⁰⁸ , R ⁴⁰⁹ , R ⁴¹⁰ and R ⁴¹¹ are the same.

In the formula (3), R ⁴¹³ represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl which may have a substituent, or a group represented by the above formula (4) group. R ^{413 is} preferably a C 1 to 5 alkyl group which may have a substituent or a group represented by the formula (4), preferably a C 1 to 3 alkyl group or a group represented by the formula (4), more preferably It is an ethyl group or a group represented by the above formula (4). In one aspect of the invention, R ^{413 is} preferably a group represented by the formula (4).

In the formula (4), Q ² represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and * represents a binding position to the formula (3). In the formula (4), the Q ² system is bonded to the formula (3). 1 to 20 monovalent hydrocarbon group of 2 over its aspects lines Q ² may have a substituent group of carbon number of the above-described Q ¹ may have a substituent group of a carbon number of 1 to 20 divalent hydrocarbon group and over the same aspect.

In the formula (4), R ^1b represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a 6 to 20 aryl group which may have a substituent, and R ^2b represents a hydrogen atom, a cyano group, or a nitro group. , trifluoromethyl, heterocyclic group-containing, -C(O)-R ^7b or -SO ₂ -R ^8b . R ^7b represents a hydroxyl group or -OR ^71b , and R ^8b represents a halogen atom, a hydroxyl group, -OR ^81b , -NR ^82b R ^83b or -R ^84b . R ^71b and R ^81b to R ^84b are the same or different and each represent a hydrogen atom, a C 1-20 alkyl group which may have a substituent, or a C 6-20 aryl group which may have a substituent. The ideal aspect of R ^{1b is} the same as the ideal aspect of R ¹ described above. R ^{2b is} preferably a cyano group, a heterocyclic group-containing group or -C(O)-R ^7b , and a cyano group or -C(O)-OR ^{71b is} preferred. The ideal ^aspects of R ^71b , R ^81b , R ^82b , R ^83b and R ^84b are the same as those of the above-mentioned R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , respectively.

In the formula (4), R ^3b represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 alkyl groups which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402b represents a hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl which may have a substituent, -NR ^406b R ^407b , -OR ^408b , cyano group, -C (O) R ^409b , -OC(O)R ^410b or -C(O)OR ^411b , R ^404b -R ^411b are the same or different and represent a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or The carbon number which may have a substituent is 6 to 20 aryl groups. The nitrogen atom bonded to R ^404b , R ^405b and R ^404b and R ^405b may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent. Ideal ^aspects of R ^3b , R ^402b , R ^404b , R ^405a , R ^406b , R ^407b , R ^408b , R ^409b , R ^{410b ,} and R ^411b are respectively associated with R ³ , R ⁴⁰² , R ⁴⁰⁴ , R ⁴⁰⁵ , and R ^{406 , respectively.} The ideal ^aspects of R ⁴⁰⁷ , R ⁴⁰⁸ , R ⁴⁰⁹ , R ⁴¹⁰ and R ⁴¹¹ are the same.

Compound (1) is also preferably compound (5). In the formula (5), R ^2c represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group, a heterocyclic group-containing group, -C(O)-R ^7c or -SO ₂ -R ^8c . R ^7c represents a hydroxyl group or -OR ^71c , and R ^8c represents a halogen atom, a hydroxyl group, -OR ^81c , -NR ^82c R ^83c or -R ^84c . R ^71c and R ^81c to R ^84c are the same or different and each represent a hydrogen atom, a C 1-20 alkyl group which may have a substituent, or a C 6-20 aryl group which may have a substituent. R ^{2c is} preferably a cyano group, a heterocyclic group-containing group or -C(O)-R ^7c , and a cyano group or -C(O)-OR ^{71c is} preferred. The ideal ^aspects of R ^71c , R ^81c , R ^82c , R ^83c and R ^84c are the same as those of the above-mentioned R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , respectively.

In the formula (5), R ^3c represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 alkyl groups which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. R ^402c, and R ^403c are the same or different, represent a hydrogen atom, a halogen atom, a substituent having a carbon number of 1 to 20 alkyl group, a substituent having a carbon number of 6 to 20 aryl group, -NR ^406c R ^407c, -OR ^408c , cyano, -C(O)R ^409c , -OC(O)R ^410c or -C(O)OR ^411c , R ^404c ~R ^411c are the same or different and represent a hydrogen atom and may have a substituent The carbon number is 1 to 20 alkyl groups or the carbon number 6 to 20 aryl groups which may have a substituent. The nitrogen atom bonded to R ^404c , R ^405c and R ^404c and R ^405c may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent. ^{R 3c, R 402c, R 403c} , R 404c, R 405c, R 406c, R 407c, R 408c, R 409c, R 410c , and R ^411c of over aspects are identical to said ^{R 3, R 402, R 403} , R 404 The ideal ^aspects of R ⁴⁰⁵ , R ⁴⁰⁶ , R ⁴⁰⁷ , R ⁴⁰⁸ , R ⁴⁰⁹ , R ⁴¹⁰ and R ⁴¹¹ are the same.

In the formula (5), R ⁵⁰¹ represents a hydrogen atom, a carbon number of 1 to 20 alkyl groups which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent, or a group represented by the above formula (6). R ^{501 is} preferably a C 1-20 alkyl group which may have a substituent (for example, methyl, ethyl, t-butyl, cyclohexyl, 4-t-butylcyclohexyl, 2,6-di-t-butyl) a 4-methylcyclohexyl group, etc., a 6 to 20 aryl group having a substituent (for example, a phenyl group, a methylphenyl group, a dimethylphenyl group, a trimethylphenyl group, etc.), or the above-mentioned a group represented by the formula (6). In one aspect of the invention, R ^{501 is} preferably a group represented by the above formula (6).

In the formula (6), Q ³ represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and * represents a binding position to the formula (5). In the formula (6), the Q ³ system is bonded to the formula (5). The divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent in Q ³ and an ideal state thereof are the same as the divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent in the above Q ¹ and the ideal state thereof. In one aspect, Q ^{3 is} preferably a divalent aryl group represented by the above formula (20) and s is 0.

In the formula (6), R ^2d represents a hydrogen atom, a cyano group, a nitro group, a trifluoromethyl group, a heterocyclic group-containing group, -C(O)-R ^7d or -SO ₂ -R ^8d . R ^7d represents a hydroxyl group or -OR ^71d , and R ^8d represents a halogen atom, a hydroxyl group, -OR ^81d , -NR ^82d R ^83d or -R ^84d . R ^71d and R ^81d to R ^84d are the same or different and each represent a hydrogen atom, a C 1-20 alkyl group which may have a substituent, or a C 6-20 aryl group which may have a substituent. R ^{2d is} preferably a cyano group, a heterocyclic group-containing group or -C(O)-R ^7d , and a cyano group or -C(O)-OR ^{71d is} preferred. The ideal ^aspects of R ^71d , R ^81d , R ^82d , R ^83d and R ^84d are the same as those of the above-mentioned R ⁷¹ , R ⁸¹ , R ⁸² , R ⁸³ and R ⁸⁴ , respectively.

R ^3d represents a hydrogen atom, a halogen atom, a cyano group, a C 1-20 alkyl group which may have a substituent, or a C 6-20 aryl group which may have a substituent. R ^402d and R ^403d are the same or different and each represents a hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent, and -NR ^406d R ^407d . -OR ^408d , cyano, -C(O)R ^409d , -OC(O)R ^410d or -C(O)OR ^411d , R ^404d ~R ^411d are the same or different and represent a hydrogen atom and may have a substituent The carbon number is 1 to 20 alkyl groups or the carbon number 6 to 20 aryl groups which may have a substituent. The nitrogen atom bonded to R ^404d , R ^405d and R ^404d and R ^405d may also form a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent. The ideal ^aspects of R ^3d , R ^402d , R ^403d , R ^404d , R ^405d , R ^406d , R ^407d , R ^408d , R ^409d , R ^410d and R ^411d are respectively related to R ³ , R ⁴⁰² , R ⁴⁰³ , R ⁴⁰⁴ described above. The ideal ^aspects of R ⁴⁰⁵ , R ⁴⁰⁶ , R ⁴⁰⁷ , R ⁴⁰⁸ , R ⁴⁰⁹ , R ⁴¹⁰ and R ⁴¹¹ are the same.

The compound (3) is a compound having a dimer structure when R ⁴¹³ is a group represented by the formula (4), that is, Q ¹ of the formula (1) is Q ² (carbon number 1 to 20 which may have a substituent) The divalent hydrocarbon group) and the group represented by the formula (3) and the group represented by the formula (4) are bonded to each other via a Q ² to form a dimer structure. The group represented by the formula (3) and the group represented by the formula (4) contain a methine structure, and both of them have a structure which becomes a dye. When such a structure which becomes a pigment is formed into a dimer structure, the molecular weight increases, and the compound becomes difficult to sublimate, and it becomes a pigment compound excellent in heat resistance. The compound (3) wherein R ⁴¹³ is a group represented by the formula (4) is a compound represented by the following formula (3-1).

[Chemical Formula 8]

In the above formula (3-1), R ^1a , R ^2a , R ^3a , R ^402a , R ^404a and R ^405a and Q ² , R ^1b , R ^2b , R ^3b , R ^402b , R ^404b and R ^405b are respectively Synonymous.

The compound (5) is a compound having a 2-mer structure when R ⁵⁰¹ is a group represented by the formula (6), that is, Q ¹ of the formula (1) is Q ³ (carbon number 1 to 20 which may have a substituent) The divalent hydrocarbon group) and the group represented by the formula (5) and the group represented by the formula (6) are bonded to each other via a Q ³ to form a dimer structure. The group represented by the formula (5) and the structure represented by the formula (6) contain a methine structure and are a structure which becomes a dye. When such a structure which becomes a pigment is formed into a dimer structure, the molecular weight increases, and the compound becomes difficult to sublimate, and it becomes a pigment compound excellent in heat resistance. The compound (5) wherein R ⁵⁰¹ is a group represented by the formula (6) is a compound represented by the following formula (5-1).

[Chemical Formula 9]

In the above formula (5-1), R ^2c , R ^3c , R ^402c , R ^403c , R ^404c and R ^405c and Q ³ , R ^2d , R ^3d , R ^402d , R ^403d , R ^404d and R ^405d are The aforementioned synonymous.

An example of a preferred aspect of the compound (1) of the present invention is, for example, the compounds C1 to C5 produced in the examples. Among them, compounds C1, C2 and C5 are preferred because of their high light resistance. From the viewpoint of high heat resistance, the compounds C1 to C3 are preferred. From the viewpoint of high solubility in an organic solvent, the compounds C1 to C5 are preferred. The compounds C1 to C5 are examples of the compound (3).

The method for producing the compound (1) of the present invention is not particularly limited, and for example, it can be produced by the following method. The production method of the compound of the present invention will be described by way of an example of the following synthesis method, but the production method of the compound (1) of the present invention is not limited by the following method. Further, in the case of the reaction described later, the functional group other than the moiety may be protected by an appropriate protecting group in advance and may be deprotected at an appropriate stage.

In one aspect of the invention, when the compound represented by the formula (1) is a compound represented by the following formula (11) (compound (11)), for example, it can be synthesized by the following method. The compound (11) is an example of the compound (1) of the present invention, and is a compound (dimer compound) in which m of the formula (1) is 2. The compound (11) can also be said to be an example of a compound of the compound (3) wherein R ⁴¹³ is a group represented by the formula (4). The compound (11) is obtained by subjecting the compound (M21) to a dehydration condensation reaction of the compound (M4).

[Chemical Formula 10]

In the above reaction formula, Q ^f represents a divalent linking group. The ideal ^{aspects of} R ^1f , R ^2f and the like are the same as those of the above-mentioned R ¹ , R ² and the like. The ideal ^{aspects of} R ^402f , R ^{404f ,} and R ^{405f ,} and the like, are the same as those of R ⁴⁰² , R ^{404 ,} and R ⁴⁰⁵ described above, respectively. The two-valent linking group of Q ^{f is the same as} the two-valent linking group of Q ¹ . Q ^{f is} preferably a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

[Chemical Formula 11]

The wavy line shown above (the wavy line is the same as the wavy line in the chemical formula) represents a single bond, and the stereo configuration of the double key to which it is bonded is independently a configuration of E or a configuration of Z or the like. . The same is true below.

The compound (M4) can be obtained by, for example, reacting a dihalogenated alkyl compound with a compound (M1) represented by the following formula (M1) to alkoxylate a hydroxyl group of the compound (M1). The compound (M1) can be obtained by the method described in Journal of the Chemical Society 1957, 4845.

[Chemical Formula 12]

In the above formula (M1), R ^402f , R ^404f and R ^405f are synonymous with the above. Further, the compound (11) can also be obtained by dehydrating and condensing the compound (M1) and the compound (M21), followed by dimerization by alkoxylation.

When the compound represented by the formula (1) is a compound represented by the following formula (12) (compound (12)), for example, it can be synthesized by the following method. The compound (12) is an example of the compound (1) of the present invention and is a dimer compound. The compound (12) can also be said to be an example of a compound in which R ⁵⁰¹ of the compound (5) is a group represented by the formula (6). The compound (12) is obtained by subjecting the compound (M22) to a dehydration condensation reaction of the compound (M2-1).

[Chemical Formula 13]

In the above reaction formula, R ^2g and its ideal form are the same as those of the above R ^2c and its ideal form. W ^g represents -C(O)-OQ ^g -OC(O)-, and Q ^g represents a divalent linking group. The two-valent linking group of Q ^{g is the same as} the two-valent linking group of Q ¹ . Q ^{g is} preferably a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. The ideal ^{aspects of} sR ^402g , R ^403g , R ^404g and R ^405g and the like are the same as those of R ⁴⁰² , R ⁴⁰³ , R ⁴⁰⁴ and R ⁴⁰⁵ described above, respectively. The compound (M2-1) and the compound (M2-2) described later can be obtained, for example, by alkoxylating a hydroxyl group of the above compound (M1). Further, the compound (12) may be obtained by dehydrating and condensing the compound (M21) and the compound (M2-1), and then dimerizing it by using R ^1f as a W ^g .

When the compound represented by the formula (1) is a compound represented by the following formula (13) (compound (13)), it can be synthesized, for example, by the following method. The compound (13) is an example of the compound (1) of the present invention and is a monomer compound (m in the formula (1) is 1). The compound (13) is also an example of a compound of the compound (3) in which R ⁴¹³ represents a hydrogen atom, a carbon number of 1 to 20 alkyl groups which may have a substituent, or a carbon number of 6 to 20 aryl groups which may have a substituent. The compound (13) is obtained by subjecting the compound (M23) to a dehydration condensation reaction of the compound (M2-2).

[Chemical Formula 14]

In the above formula, R ^402h , R ^403h , R ^404h and R ^405h and their ideal ^aspects are the same as those of the above R ⁴⁰² , R ⁴⁰³ , R ⁴⁰⁴ and R ⁴⁰⁵ and the like. The ideal states of R ^1h , R ^2h and the like are the same as those of the above-mentioned R ¹ , R ² and the like.

In the above production method, the separation or purification of each product can be carried out by appropriately combining methods used in general organic synthesis, such as filtration, extraction, washing, drying, concentration, crystallization, various chromatography methods, and the like. Further, the intermediate may be supplied to the next reaction without particular purification.

The compound (1) of the present invention usually has a maximum absorption wavelength at 360 to 430 nm. Once it has a maximum absorption wavelength at 360~430nm, it can selectively absorb ultraviolet light and blue light. The compound (1) of the present invention preferably has a maximum absorption wavelength at 370 to 420 nm, and has a maximum absorption wavelength at 380 to 400 nm. Further, the compound (1) of the present invention preferably has a gram-extinctioni coefficient of 400 nm or more. The maximum absorption wavelength and the gram absorption coefficient can be measured by the method described in the examples. Further, the compound (1) of the present invention generally has good solubility in an organic solvent.

The compound (1) of the present invention is preferably a compound which is soluble in the following organic solvent. Examples of the organic solvent include aromatic hydrocarbons (for example, toluene, xylene, etc.), ketones (methyl ethyl ketone, acetone, cyclohexanone, 2-heptanone, 3-heptanone, etc.), and ethers (for example, propylene glycol monomethyl ether). Acetate, methyl cyproterone acetate, ethyl cyproterone acetate, propylene glycol monomethyl ether, etc., esters (eg methyl 3-ethoxypropionate, 3-ethoxy propyl) Ethyl acetate, ethyl lactate, ethyl acetate, butyl acetate, methyl 3-methoxypropionate, and the like, and a mixed solvent of two or more thereof. The compound (1) is preferably dissolved in at least one of the above organic solvents in an amount of 0.1% by mass or more, for example, dissolved in an amount of 0.1% by mass or more and 50% by mass or less, more preferably dissolved in an amount of 1% by mass or more and 40% by mass or less, and preferably dissolved in an amount of 3% by mass. The above and 30% by mass or less are more preferable. It is preferred that the solubility in an organic solvent at 20 ° C is such a range. When the solubility in an organic solvent is in such a range, it is preferable that the compound (1) of the present invention has good manufacturability when it is used in the production of, for example, an optical member.

The compound (1) of the present invention preferably has a thermal decomposition temperature of 200 ° C or more, more preferably 210 ° C or more, and for example, preferably 250 to 400 ° C. The thermal decomposition temperature can be measured by a thermogravimetric measuring device.

The compound (1) of the present invention usually has a maximum absorption wavelength at 360 to 430 nm, and can effectively absorb light of this wavelength. The compound (1) of the present invention can effectively absorb light of about 400 nm. In one aspect, the compound (1) of the present invention can improve heat resistance once it is a 2-6 mer compound (m is 2 to 6 in the formula (1)). Further, in a preferred embodiment of the present invention, the compound (1) of the present invention is excellent in solubility in an organic solvent. Therefore, the compound (1) of the present invention is suitably used for, for example, an optical member or the like.

<Pigment Compound> The compound (1) having a maximum absorption wavelength at 360 to 430 nm can be used as a dye compound. Among the above-mentioned compounds (1), a dye compound having an absorption spectrum having a maximum absorption wavelength in a wavelength region of from 380 to 430 nm is suitably used. The absorption spectrum of the dye compound preferably has a maximum absorption wavelength in the wavelength region of 380 to 420 nm. In the present invention, by using such a dye compound in combination with the ultraviolet absorber, for example, light which does not affect the light-emitting region (wavelength: 380 nm to 430 nm) of the organic EL element can be sufficiently absorbed, and the light-emitting region of the organic EL element can be sufficiently absorbed. (Besides the wavelength side of the 430 nm long side) can penetrate the penetration, and as a result, deterioration of the organic EL element due to external light can be suppressed. Further, the dye compound is not particularly limited as long as it has the above-mentioned wavelength characteristics, and is preferably a material which does not inhibit the display property of the organic EL element and which does not have fluorescence and calendering properties (photoluminescence).

Further, the half-width of the dye compound is not particularly limited, but is preferably 80 nm or less, more preferably 5 to 70 nm, and still more preferably 10 to 60 nm. By setting the half width of the dye compound to the above range, it is possible to adjust the light to sufficiently absorb the region which does not affect the light emission of the organic EL element, and it is preferable to sufficiently penetrate the light on the wavelength side longer than 430 nm. In addition, the method of measuring the half width is based on the method described below. <Measurement Method of Half-Width Width> The half-width of the pigment compound was measured by a transmission absorption spectrum of a solution of the pigment compound under the following conditions using an ultraviolet-visible spectrophotometer (U-4100, manufactured by Hitachi Advanced Technology Co., Ltd.). From the spectral range measured by adjusting the concentration so that the absorbance at the maximum absorption wavelength is 1.0, the wavelength interval (full width at half maximum) between two points at which the peak 値 is 50% is the half width of the dye compound. (Measurement conditions) Solvent: Toluene or chloroform Colorimetric tube: Quartz colorimetric tube Optical path length: 10 mm

The above-mentioned compound (1), particularly the above-mentioned dye compound, may be used singly or in combination of two or more kinds, and the total content is preferably 100 parts by weight or more based on 100 parts by weight of the base polymer (or monomer component forming the polymer). It is preferably about 0.01 to 10 parts by weight, and preferably about 0.02 to 5 parts by weight. By setting the amount of the compound (1), particularly the aforementioned dye compound, in the above range, it is possible to sufficiently absorb light which does not affect the region where the organic EL element emits light, for example, by using the adhesive composition. The formed adhesive layer is preferable because it can suppress deterioration of the organic EL element.

<Ultraviolet absorber> The ultraviolet absorber is not particularly limited, and for example, three UV absorber, benzotriazole UV absorber, diphenyl ketone UV absorber, oxydiphenyl ketone UV absorber, salicylate UV absorber, cyanoacrylate UV absorber The above may be used alone or in combination of two or more. Among them, three It is preferably a UV absorber or a benzotriazole-based ultraviolet absorber, and is selected from the group consisting of two or less hydroxyl groups in one molecule. It is preferred to use at least one ultraviolet absorber in the group consisting of a UV absorber and a benzotriazole-based ultraviolet absorber having one benzotriazole skeleton in one molecule, since such ultraviolet absorbers are used, for example. When the acrylic adhesive composition is used as an optical member, it has good solubility for the monomer used for its formation, and has a high ultraviolet absorbing ability at a wavelength of around 380 nm.

Three of the following hydroxyl groups in one molecule It is a UV absorber, specifically, 2,4-bis-[{4-(4-ethylhexyloxy)-4-hydroxy}-phenyl]-6-(4-methoxyphenyl) )-1,3,5-three (Tinosorb S, manufactured by BASF), 2,4-bis[2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-tri (TINUVIN 460, manufactured by BASF), 2-(4,6-bis(2,4-dimethylphenyl)-1,3,5-three Reaction product of 2-(4-)-5-hydroxyphenyl group with [(C10-C16 (C12-C13-based) alkyloxy)methyl]oxirane (TINUVIN400, manufactured by BASF), 2- [4,6-bis(2,4-dimethylphenyl)-1,3,5-three 2-yl]-5-[3-(dodecyloxy)-2-hydroxypropoxy]phenol), 2-(2,4-dihydroxyphenyl)-4,6-bis (2, 4-dimethylphenyl)-1,3,5-three Reaction product with (2-ethylhexyl)-dehydroglycerate (TINUVIN405, manufactured by BASF), 2-(4,6-diphenyl-1,3,5-three -2-yl)-5-[(hexyl)oxy]-phenol (TINUVIN 1577, manufactured by BASF), 2-(4,6-diphenyl-1,3,5-three 2-yl)-5-[2-(2-ethylhexyloxy)ethoxy]-phenol (ADK STAB LA46, manufactured by ADEKA), 2-(2-hydroxy-4-[1-octyl] Oxycarbonylcarbonyl]phenyl)-4,6-bis(4-phenylphenyl)-1,3,5-three (TINUVIN479, manufactured by BASF Corporation), etc.

Further, a benzotriazole-based ultraviolet absorber having one benzotriazole skeleton in one molecule is exemplified by 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1- Phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol (TINUVIN 928, manufactured by BASF), 2-(2-hydroxy-5-tert-butylphenyl)-2H -benzotriazole (TINUVIN PS, manufactured by BASF), phenylpropionic acid and 3-(2H-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4-hydroxyl ( C7-9 side chain and linear alkyl) ester compound (TINUVIN384-2, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl- 1-phenylethyl)phenol (TINUVIN900, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1) ,1,3,3-tetramethylbutyl)phenol (TINUVIN928, manufactured by BASF), methyl-3-(3-(2H-benzotriazol-2-yl)-5-t-butyl-4 -Hydroxyphenyl)propionate/polyethylene glycol 300 reaction product (TINUVIN1130, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-p-cresol (TINUVIN P, manufactured by BASF , 2(2H-benzotriazol-2-yl)-4-6-bis(1-methyl-1-phenylethyl)phenol (TINUVIN234, manufactured by BASF), 2-[5-chloro (2H) )-benzotriazol-2-yl]-4-methyl-6-(tert-butyl)phenol (TINUVIN 326, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-4, 6-di-tert-penta Phenol (TINUVIN328, manufactured by BASF), 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol (TINUVIN329, manufactured by BASF), A Reaction product of benzyl-3-(3-(2H-benzotriazol-2-yl)-5-tert-butyl-4-hydroxyphenyl)propionate with polyethylene glycol 300 (TINUVIN213, BASF , 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylphenol (TINUVIN571, manufactured by BASF), 2-[2-hydroxy-3-(3,4, 5,6-tetrahydroindenine methyl)-5-methylphenyl]benzotriazole (Sumisorb 250, manufactured by Sumitomo Chemical Co., Ltd.), 2-(2-hydroxy-3-tert-butyl) -5-Methylphenyl)-5-chlorobenzotriazole (SeeSorb 703, SHIPRO Chemical Co., Ltd., or KEMISORB 73, SHIPRO Chemical Co., Ltd.).

In addition, the diphenyl ketone-based ultraviolet absorber (diphenyl ketone compound) and the oxydiphenyl ketone ultraviolet absorber (oxydiphenyl ketone compound) may, for example, be a 2,4-dihydroxy group. Diphenyl ketone, 2-hydroxy-4-methoxydiphenyl ketone, 2-hydroxy-4-methoxydiphenyl ketone-5-sulfonic acid (anhydride and trihydrate), 2-hydroxy-4 -octyloxydiphenyl ketone, 4-dodecyloxy-2-hydroxydiphenyl ketone, 4-benzyloxy-2-hydroxydiphenyl ketone, 2,2 ́, 4,4 ́ -tetrahydroxydiphenyl ketone, 2,2 ́-dihydroxy-4,4-dimethoxydiphenyl ketone, 2,2 ́, 4,4'-tetrahydroxydiphenyl ketone (SeeSorb 106, SHIPRO Chemical (manufactured by the company), 2,2'-dihydroxy-4-methoxydiphenyl ketone (KEMISORB 111, manufactured by CHEMIPRO Chemical Co., Ltd.).

Further, the salicylate-based ultraviolet absorber (saltate-based compound) may, for example, be phenyl-2-propenyloxybenzoate or phenyl-2-propenyloxy-3-methylbenzoic acid. Ester, phenyl-2-propenyloxy-4-methylbenzoate, phenyl-2-propenyloxy-5-methylbenzoate, phenyl-2-propenyloxy- 3-methoxybenzoate, phenyl-2-hydroxybenzoate, phenyl-2-hydroxy-3-methylbenzoate, phenyl-2-hydroxy-4-methylbenzoate Acid ester, phenyl-2-hydroxy-5-methyl benzoate, phenyl-2-hydroxy-3-methoxybenzoate, 2,4-di-tert-butylphenyl-3 , 5-di-tert-butyl-4-hydroxybenzoate (TINUVIN 120, manufactured by BASF), and the like.

The cyanoacrylate ultraviolet absorber (cyanoacrylate compound) may, for example, be an alkyl-2-cyanoacrylate, a cycloalkyl-2-cyanoacrylate or an alkoxyalkyl-2-cyanide. Acrylate, alkenyl-2-cyanoacrylate, alkynyl-2-cyanoacrylate, and the like.

The absorption spectrum of the ultraviolet absorber preferably has a maximum absorption wavelength in a wavelength range of 300 to 400 nm, and is preferably in a wavelength range of 300 to 380 nm. Here, the maximum absorption wavelength means a maximum absorption wavelength of the maximum absorbance in the case where there are a plurality of absorption maximum values in the spectral absorption spectrum in the wavelength region of 300 to 460 nm. The method for measuring the maximum absorption wavelength is the same as the method for measuring the dye-based compound.

The ultraviolet absorber may be used singly or in combination of two or more kinds, but the total content is preferably about 0.1 to 8 parts by weight based on 100 parts by weight of the base polymer (or a monomer component forming the polymer). It is preferably about 0.2 to 6 parts by weight. By setting the amount of the ultraviolet absorber to be in the above range, the ultraviolet absorbing function of the optical member can be sufficiently exhibited. Further, in the case where the base polymer of the optical member is, for example, an acrylic polymer, it is preferred that the polymerization is not inhibited when the acrylic polymer is subjected to ultraviolet polymerization.

<Other Additives> The composition for an optical member of the present invention may contain a suitable additive depending on the intended use, in addition to the above components.

<Preparation of Composition for Optical Member> The composition for an optical member of the present invention can be prepared by mixing at least a base polymer forming an optical member, an ultraviolet absorber, and a compound represented by the above formula (1). For example, the composition may be prepared by kneading the ultraviolet absorber and the compound (1) in a base polymer, or dissolving and mixing in a solvent, etc., or forming a single base polymer. The ultraviolet absorber and the above compound (1) are previously blended in the body component, and the blend is polymerized to obtain a polymer. Further, in the case of forming an optical member, the composition for an optical member may be appropriately contained in a solvent; and various additives corresponding to the optical member may be contained. The solvent is not particularly limited, and examples thereof include the above organic solvents.

The composition for an optical member of the present invention can be formed into various optical members by various methods in accordance with the optical member. For example, a method of forming an optical member composition by an injection molding method, a compression molding method, an extrusion molding method, or the like, or a composition for an optical member of the present invention described later may be applied to a support. Various methods such as methods. The coating method may be, for example, a dip coating method, a pneumatic blade coating method, a curtain coating method, a roll coating method, a bar coating method, a gravure coating method, a spin coating method, an extrusion coating method, or the like. A method of coating a method of forming a coating film on a support.

<Optical member> The optical member may, for example, be an optical film. Specifically, an optical film which can be suitably used as the optical member of the present invention may be a transparent protective film for a polarizing member, a retardation film, a light diffusing film, a light collecting film, a brightness enhancing film, a lens film, or a window cover film ( Front panel), anti-scattering film, decorative printed film, etc.

Further, the optical member may be an adhesive layer or an adhesive layer which is suitable for an optical film. The adhesive layer or the adhesive layer can be applied to a polarizing film, a polarizing member, a transparent protective film for a polarizing member, a retardation film, a light diffusing film, a light collecting film, a brightness enhancing film, a lens film, and a window cover film. Optical film (front panel), anti-scattering film, decorative printed film, etc. The optical member can be used as an optical layered body including a polarizer and a retardation film.

Further, the optical member may be, for example, a surface treatment layer provided on an optical film. The surface treatment layer may be, for example, a hard coat layer, an antireflection layer, an antiglare treatment layer, an antireflection layer, a refractive index adjustment layer, etc., and may be applied to a polarizing film, a polarizing member, a transparent protective film for a polarizing member, and a phase. Optical films such as poor film, light diffusing film, light collecting film, brightness enhancing film, lens film, window cover film (front panel), anti-scatter film, decorative printed film.

Further, the optical member may be a functional layer provided on an optical film or the like. The functional layers may be an easy-adhesive layer, an antistatic layer, an anti-caking layer, an anti-oligomer layer, a barrier layer, etc., and may be applied to a polarizing film, a polarizing member, a transparent protective film for a polarizing member, and a phase difference. Optical films such as films, light diffusing films, light collecting films, brightness enhancing films, lens films, window cover films (front panels), anti-scatter films, decorative printed films, and the like.

Further, the optical member may be used as the transparent base film or as an intermediate layer provided between the transparent base film and the transparent conductive film having a transparent base film and a transparent conductive layer. The intermediate layer can be exemplified by a refractive index adjusting layer, an easy-adhesive layer, a hard coat layer, crack prevention, and the like.

<Image Display Device> The image display device of the present invention includes a video display unit and the optical member. Representative examples of the image display device including the image display unit include a liquid crystal display device and an organic electroluminescence (EL) display device. Preferably, the optical member is disposed closer to the viewing side than the image display portion.

For example, the organic EL display device includes an organic EL panel as the image display unit, and an optical layered body on the viewing side of the organic EL panel, and the optical layered body includes at least a polarizing member from the viewing side. And phase difference film. As the optical member of the present invention, for example, a member which forms the optical layered body can be used.

In the following, a case where an optical member containing the compound represented by the formula (1) of the present invention is used as an optical layered product for an organic EL display device will be described as a representative example. The optical laminate includes a polarizer and a retardation film.

As shown in FIG. 1, the optical layered body 1 can be exemplified by an optical layer of at least a layer of an adhesive layer 2/transparent protective film 3/polarizer 4/phase difference film 5/adhesive layer 6 laminated from the viewing side. body. It is also possible to laminate the adhesive layer 2/(view side) transparent protective film 3/polarizer 4/organic EL panel side transparent protective film/interlayer adhesive layer (or adhesive layer)/phase difference film 5 in order. / (Organic EL panel side) Adhesive layer 6 of the. Further, in addition to these, a functional layer such as a hard coat layer, an antiglare treatment layer, and an antireflection layer, or a sensing layer, an adhesive layer or an adhesive layer for laminating them, and the like may be contained. The transparent protective film 4/polarizer 5 is also referred to as a polarizing film. As the optical member containing the compound represented by the formula (1) of the present invention, various members or layers which form the optical layered body can be used. The optical layered body is preferably an optical layered body (1) containing an optical member containing the compound of the formula (1) of the present invention.

(1-1) Adhesive Layer 2 The "adhesive layer" in the present invention means an adhesive layer or an adhesive layer.

(1-1-1) Adhesive Layer The subsequent layer may be a layer composed of any appropriate adhesive. Examples of such an adhesive include a natural rubber adhesive, an α-olefin-based adhesive, an urethane resin-based adhesive, an ethylene-vinyl acetate emulsion adhesive, and an ethylene-vinyl acetate resin-based hot melt adhesive. An epoxy resin-based adhesive, a vinyl chloride resin solvent-based adhesive, a chloroprene rubber-based adhesive, a cyanoacrylate-based adhesive, a polyfluorene-based adhesive, and a styrene-butadiene rubber solvent Agent, nitrile rubber-based adhesive, nitrocellulose-based adhesive, reactive hot-melt adhesive, phenol resin-based adhesive, modified polyoxynized adhesive, polyester hot-melt adhesive, and polyamide heat A flux-curing agent, a polyimide-based adhesive, a polyurethane resin hot-melt adhesive, a polyolefin resin hot-melt adhesive, a polyvinyl acetate resin solvent-based adhesive, a polystyrene resin solvent-based adhesive, Polyvinyl alcohol-based adhesive, polyvinylpyrrolidone resin-based adhesive, polyvinyl butyral-based adhesive, polybenzimidazole adhesive, polymethacrylate resin solvent-based adhesive, melamine resin-based adhesive, urea Lipid-based adhesive, resorcinol-based adhesive agent. These adhesives may be used alone or in combination of two or more. The base polymer is used in accordance with the kind of the above-mentioned adhesive.

The subsequent agent may be classified into a subsequent form, for example, a thermosetting adhesive, a hot melt adhesive, or the like. Such an adhesive may be used alone or in combination of two or more.

The thermosetting type adhesive is cured by heat hardening by heating, thereby exhibiting an adhesive force. Examples of the thermosetting type adhesive include an epoxy-based thermosetting adhesive, a urethane-based thermosetting adhesive, and an acrylic thermosetting adhesive. The curing temperature of the thermosetting adhesive is, for example, 100 to 200 °C.

The hot melt adhesive is melted or softened by heating to be thermally fused by the adherend, and then solidified by cooling, thereby being followed by the adherend. Examples of the hot-melt adhesive include a rubber-based hot-melt adhesive, a polyester-based hot-melt adhesive, a polyolefin-based hot-melt adhesive, an ethylene-vinyl acetate resin-based hot-melt adhesive, and a polyamide resin hot-melt adhesive. , a polyurethane resin hot melt adhesive, and the like. The softening temperature (ring and ball method) of the hot melt adhesive is, for example, 100 to 200 °C. Further, the melt viscosity of the hot melt adhesive is, for example, 100 to 30,000 mPa·s at 180 °C.

The thickness of the layer is not particularly limited. For example, it is preferably about 0.01 to 10 μm and preferably about 0.05 to 8 μm.

(1-1-2) The type of the adhesive composition for forming the adhesive layer of the adhesive layer is not particularly limited, and examples thereof include a rubber-based adhesive, an acrylic adhesive, a polyoxygen-based adhesive, and an urethane-based adhesive. An adhesive, a vinyl alkyl ether-based adhesive, a polyvinyl alcohol-based adhesive, a polyvinylpyrrolidone-based adhesive, a polypropylene amide-based adhesive, or a cellulose-based adhesive. Among these adhesives, an acrylic adhesive is preferably used from the viewpoints of excellent optical transparency, adhesion characteristics of appropriate adhesion, cohesiveness, and adhesion, and excellent weather resistance and heat resistance. The base polymer is used in accordance with the kind of the aforementioned adhesive. In the present invention, an acrylic adhesive composition containing a (meth)acrylic polymer as a base polymer is preferred.

The acrylic adhesive composition preferably contains, for example, a (meth)acrylic polymer obtained from a partial polymer of a monomer component containing an alkyl (meth)acrylate and/or the above monomer component, and may be used in the acrylic acid. A pigment compound (further an ultraviolet absorber) is added to the adhesive composition.

(Partial polymer of monomer component and (meth)acrylic polymer) The acrylic adhesive composition contains a partial polymer containing a monomer component of an alkyl (meth)acrylate and/or a single A (meth)acrylic polymer obtained by the body component.

The alkyl (meth)acrylate may, for example, be an alkyl group having a linear or branched carbon number of 1 to 24 at the ester terminal. The alkyl (meth)acrylate may be used alone or in combination of two or more. Further, "alkyl (meth)acrylate" means an alkyl acrylate and/or an alkyl methacrylate, and the (meth) groups of the present invention are synonymous.

The alkyl (meth)acrylate may, for example, be a linear or branched carbon number of 1 to 24 alkyl (meth) acrylates, and among them, a carbon number of 1 to 9 alkyl groups (methyl) The acrylate is preferred, and an alkyl (meth) acrylate having a carbon number of 4 to 9 and having a branch is desirably exemplified. The alkyl (meth)acrylate is preferred from the viewpoint of easily obtaining a balance of adhesion characteristics. Alkyl (meth) acrylate having a carbon number of 4 to 9 and having a branch, and specifically, n-butyl (meth) acrylate, second butyl (meth) acrylate, and third butyl (meth) acrylate Ester, isobutyl (meth)acrylate, n-amyl (meth)acrylate, isoamyl (meth)acrylate, isohexyl (meth)acrylate, iso-heptyl (meth)acrylate, (methyl) 2-ethylhexyl acrylate, isooctyl (meth) acrylate, isodecyl (meth) acrylate, etc. may be used alone or in combination of two or more.

In the present invention, the alkyl (meth)acrylate having a C 1-24 alkyl group at the ester terminal is 40 in total with respect to the monofunctional monomer component capable of forming a (meth)acrylic polymer. More preferably, it is 50% by weight or more, and more preferably 60% by weight or more.

The monomer component other than the alkyl (meth)acrylate may be contained as a monofunctional monomer component. The comonomer can be used as a residue of the aforementioned alkyl (meth)acrylate in the monomer component.

For example, the comonomer can contain a cyclic nitrogen-containing monomer. In the above-mentioned cyclic nitrogen-containing monomer, a polymerizable functional group having a cyclic nitrogen structure and having a cyclic nitrogen structure can be used without any particular limitation, and the polymerizable functional group is a (meth)acrylonitrile group or a vinyl group. A functional group of an unsaturated double bond. The cyclic nitrogen structure is preferably one having a nitrogen atom in the cyclic structure. Examples of the cyclic nitrogen-containing monomer include an intrinsic amine-based vinyl monomer such as N-vinylpyrrolidone, N-vinyl-ε-caprolactam, and methylvinylpyrrolidone; vinylpyridine; Vinylpiperidone, vinylpyrimidine, vinylpiperazine, vinylpyrazine, vinylpyrrole, vinylimidazole, vinylcarbazole, vinylmorpholine, etc., vinyl monomer having a nitrogen-containing heterocycle, etc. . Another example Chloride ring, piperidine ring, pyrrolidine ring, piperazine A heterocyclic ring-containing (meth)acrylic monomer. N-propylene fluorenyl Porphyrin, N-acrylopylpiperidine, N-methylpropenylpiperidine and N-propenylpyrrolidine. Among the above cyclic nitrogen-containing monomers, an internal guanamine-based ethylene monomer is preferred.

In the present invention, the cyclic nitrogen-containing monomer is preferably 0.5 to 50% by weight based on the total amount of the monofunctional monomer component capable of forming the (meth)acrylic polymer, and preferably 0.5 to 40% by weight. 0.5 to 30% by weight is more preferable.

The monomer component used in the present invention may contain a hydroxyl group-containing monomer as a monofunctional monomer component. The hydroxyl group-containing monomer can be a compound having a polymerizable functional group and having a hydroxyl group, and the polymerizable functional group is a functional group having an unsaturated double bond such as a (meth)acryl fluorenyl group or a vinyl group. The hydroxyl group-containing monomer may, for example, be 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate or (meth)acrylic acid-3. -Hydroxypropyl ester, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxyl (meth)acrylate a hydroxyalkyl (meth) acrylate such as an oxime ester or a hydroxyalkyl (meth) acrylate such as 12-hydroxylauryl (meth)acrylate or a (meth)acrylic acid (4-hydroxymethylcyclohexyl)methyl ester. Alkyl ester. Further, examples thereof include hydroxyethyl (meth) acrylamide, allyl alcohol, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, and diethylene glycol monovinyl ether. They may be used singly or in combination. Among them, a hydroxyalkyl (meth) acrylate is particularly preferable.

In the present invention, from the viewpoint of improving the adhesion and the cohesive force, the hydroxyl group-containing monomer is preferably 1% by weight or more based on the monofunctional monomer component capable of forming the (meth)acrylic polymer. More preferably, it is 2% by weight or more, and more preferably 3% by weight or more. On the other hand, if the amount of the hydroxyl group-containing monomer is too large, there is a case where the adhesive layer is hardened, the adhesion force is lowered, or the viscosity of the adhesive is too high, and gelation occurs. Therefore, the aforementioned hydroxyl group-containing monomer The total amount of the monofunctional monomer component capable of forming the (meth)acrylic polymer is preferably 30% by weight or less, more preferably 27% by weight or less, and still more preferably 25% by weight or less.

Further, among the monomer components capable of forming a (meth)acrylic polymer, other functional group-containing monomers may be contained as a monofunctional monomer, and examples thereof include a carboxyl group-containing monomer and a monomer having a cyclic ether group. body.

In the case of the carboxyl group-containing monomer, a polymerizable functional group having a carboxyl group, and the polymerizable functional group is a functional group having an unsaturated double bond such as a (meth) acryl fluorenyl group or a vinyl group, without any particular limitation. base. The carboxyl group-containing monomer may, for example, be (meth)acrylic acid, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid and Isocrotonic acid or the like, which may be used singly or in combination. Anaconic acid or maleic acid can be used as an acid anhydride. Among them, acrylic acid and methacrylic acid are preferred, and acrylic acid is preferred. Further, in the monomer component for producing a (meth)acrylic polymer of the present invention, a carboxyl group-containing monomer may be used arbitrarily, but on the other hand, a carboxyl group-containing monomer may not be used.

In the monomer having a cyclic ether group, a polymerizable functional group having a cyclic functional group such as an epoxy group or an oxo group can be used without particular limitation, and the polymerizable functional group (methyl group) a functional group having an unsaturated double bond such as an acrylonitrile group or a vinyl group. Examples of the epoxy group-containing monomer include glycidyl (meth) acrylate, 3, 4-epoxycyclohexylmethyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate glycidyl ether. Wait. The oxo group-containing monomer may, for example, be 3-oxomethylmethyl (meth) acrylate, 3-methyl-oxydecylmethyl (meth) acrylate, 3-ethyl-oxomethylmethyl (Meth) acrylate, 3-butyl-oxomethyl (meth) acrylate, 3-hexyl-oxomethyl (meth) acrylate, and the like. They may be used singly or in combination.

In the present invention, the carboxyl group-containing monomer and the monomer having a cyclic ether group are preferably 30% by weight or less based on the total amount of the monofunctional monomer component capable of forming the (meth)acrylic polymer. It is preferably 27% by weight or less, more preferably 25% by weight or less.

In the monomer component of the (meth)acrylic polymer of the present invention, the comonomer may, for example, be CH ₂ =C(R ¹ )COOR ² (the above R ¹ represents hydrogen or methyl, R ² represents an alkyl (meth)acrylate represented by a carbon number of 1 to 3 substituted alkyl groups and a cyclic cycloalkyl group.

Wherein R ² , that is, an alkyl group having 1 to 3 carbon atoms, the substituent is preferably an aryl group having 3 to 8 carbon atoms or an aryloxy group having 3 to 8 carbon atoms. Although the aryl group is not particularly limited, a phenyl group is preferred.

Examples of such a monomer represented by CH ₂ =C(R ¹ )COOR ² may be phenoxyethyl (meth) acrylate, benzyl (meth) acrylate or cyclohexyl (meth) acrylate. Ester, 3,3,5-trimethylcyclohexyl (meth) acrylate, isodecyl (meth) acrylate, and the like. They may be used singly or in combination.

In the present invention, the (meth) acrylate represented by the above CH ₂ =C(R ¹ )COOR ² may be used in an amount of 50% by weight based on the total amount of the monofunctional monomer component capable of forming the (meth)acrylic polymer. % or less is preferably 45% by weight or less, more preferably 40% by weight or less, and still more preferably 35% by weight or less.

Other comonomers may also use vinyl acetate, vinyl propionate, styrene, α-methyl styrene; polyethylene glycol (meth) acrylate, polypropylene glycol (meth) acrylate, methoxy ethoxylate a diol-based acrylate monomer such as diol (meth) acrylate or methoxypolypropylene glycol (meth) acrylate; tetrahydrofuran methyl (meth) acrylate, fluoro (meth) acrylate, polyoxyl Acrylate-based monomer such as (meth) acrylate or 2-methoxyethyl acrylate; amide-containing monomer, amine-containing monomer, quinone-containing monomer, N-propylene fluorenyl group? Forin, vinyl ether monomer, etc. Further, as the comonomer, a monomer having a cyclic structure such as fluorenyl (meth) acrylate or dicyclopentenyl (meth) acrylate can be used.

Further, a decane-based monomer containing a halogen atom or the like can be given. Examples of the decane-based monomer include 3-propenyloxypropyltriethoxydecane, vinyltrimethoxydecane, vinyltriethoxydecane, 4-vinylbutyltrimethoxydecane, and 4 -vinylbutyltriethoxydecane, 8-vinyloctyltrimethoxydecane, 8-vinyloctyltriethoxydecane, 10-oxodecyltrimethoxydecane, 10-propenyloxime Trimethoxy decane, 10-methyl propylene fluorenyl methoxy decyl triethoxy decane, 10-propenyl fluorenyl decyl triethoxy decane, and the like.

In the monomer component of the (meth)acrylic polymer which can be formed in the present invention, in addition to the monofunctional monomer exemplified above, a polyfunctional monomer may be contained as needed in order to adjust the cohesive force of the adhesive.

The polyfunctional monomer is a monomer having at least two polymerizable functional groups, and the polymerizable functional group is a functional group having an unsaturated double bond such as a (meth) acrylonitrile group or a vinyl group, and examples thereof include ( Poly)ethylene glycol di(meth)acrylate, (poly)propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol di(meth)acrylate, new Pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, 1,2-ethanediol di(meth)acrylate, 1,6-hexanediol di(methyl) Polyols such as acrylate, 1,12-dodecanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, tetramethylolmethanetri(meth)acrylate, and the like Ester compound of (meth)acrylic acid; allyl (meth)acrylate, vinyl (meth)acrylate, divinylbenzene, epoxy acrylate, polyester acrylate, urethane acrylate, butyl Di(meth)acrylate, hexyl di(meth)acrylate, and the like. Among them, trimethylolpropane tri(meth)acrylate, hexanediol di(meth)acrylate, and dipentaerythritol hexa(meth)acrylate are particularly preferably used. The polyfunctional monomer may be used alone or in combination of two or more.

The amount of the polyfunctional monomer to be used varies depending on the molecular weight and the number of functional groups, and is preferably 3 parts by weight or less based on 100 parts by weight of the monofunctional monomer, and preferably 2 parts by weight or less, and 1 part by weight. The following is better. Further, the lower limit is not particularly limited, but is preferably 0 parts by weight or more, more preferably 0.001 parts by weight or more. By using the amount of the polyfunctional monomer within the above range, the adhesion can be improved.

In the production of the (meth)acrylic polymer, a conventional production method such as various types of radical polymerization such as solution polymerization or ultraviolet (UV) polymerization, such as radiation polymerization, bulk polymerization, or emulsion polymerization, can be appropriately selected. Further, the obtained (meth)acrylic polymer may be any of a random copolymer, a block copolymer, and a graft copolymer.

Further, in the present invention, a partial polymer of the above monomer component may also be suitably used.

When the (meth)acrylic polymer is produced by radical polymerization, a polymerization initiator, a chain transfer agent, an emulsifier, or the like for radical polymerization may be appropriately added to the monomer component to carry out polymerization. The polymerization initiator, the chain transfer agent, the emulsifier, and the like used in the radical polymerization can be appropriately selected and used without particular limitation. Further, the weight average molecular weight of the (meth)acrylic polymer can be controlled by the amount of the polymerization initiator, the chain transfer agent used, and the reaction conditions, and the amount thereof can be appropriately adjusted depending on the type thereof.

For example, in solution polymerization or the like, a polymerization solvent such as ethyl acetate, toluene or the like can be used. In the specific solution polymerization example, the reaction is carried out by adding a polymerization initiator under a gas stream of an inert gas such as nitrogen, and is usually carried out under the reaction conditions of about 50 to 70 ° C for about 5 to 30 hours.

The thermal polymerization initiator which can be used for solution polymerization or the like can be, for example, 2,2'-azobisisobutyronitrile, 2,2'-azobis-2-methylbutyronitrile, 2,2'-azodi (2-methylpropionic acid) dimethyl ester, 4, 4'-azobis-4-cyanojimic acid, azobisisovaleronitrile, 2,2'-azobis(2-carboxamidopropane Dihydrochloride, 2, 2'-azobis[2-(5-methyl-2-imidazolin-2-yl)propane]dihydrochloride, 2, 2'-azobis(2- Methyl propyl hydrazine) disulfate, 2, 2'-azobis(N, N'-dimethylene isobutyl hydrazine), 2, 2'-azobis[N-(2-carboxyethyl) An azo initiator such as -2-methylpropionamidine hydrate (manufactured by Wako Pure Chemical Industries, Ltd., VA-057); persulfate such as potassium persulfate or ammonium persulfate, and di(2-ethylhexyl) Peroxydicarbonate, bis(4-t-butylcyclohexyl)peroxydicarbonate, di-tert-butylperoxydicarbonate, tert-butylperoxy neodecanoate, third hexyl Oxytrimethyl acetate, tert-butylperoxytrimethyl acetate, dilauroyl peroxide, di-n-octyl peroxy, 1,1,3,3-tetramethylbutylperoxy 2-ethylhexanoate, bis(4-methylbenzhydrazide) ), benzoyl peroxide, t-butylperoxy isobutyrate, 1,1-di(t-hexylperoxy)cyclohexane, tert-butyl hydroperoxide, peroxidation a peroxide-based initiator such as hydrogen; a combination of a persulfate and sodium hydrogen sulfite; a combination of a peroxide and sodium ascorbate; a redox initiator obtained by combining a peroxide with a reducing agent; Limited by this.

The polymerization initiator may be used alone or in combination of two or more. It is preferably about 1 part by weight or less, more preferably about 0.005 to 1 part by weight, and preferably 0.02 to 0.5, based on 100 parts by weight of the total amount of the monomer components. The weight is preferably around.

Further, when 2,2'-azobisisobutyronitrile is used as the polymerization initiator, the polymerization initiator is preferably used in an amount of about 0.2 part by weight or less based on 100 parts by weight of the total amount of the monomer components, and is more preferably produced. 0.06~0.2 parts by weight.

As the chain transfer agent, for example, lauryl mercaptan, propylene oxide thiol, hydrazine acetic acid, 2-hydrazine ethanol, thioglycolic acid, thioglycolic acid 2-ethylhexyl ester, 2,3-difluorene may be mentioned. -1-propanol and the like. The chain transfer agent may be used singly or in combination of two or more kinds, and the total content thereof is about 0.3 parts by weight or less based on 100 parts by weight of the total amount of the monomer components.

Further, examples of the emulsifier used in the emulsion polymerization include sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecylbenzenesulfonate, ammonium polyoxyethylene alkyl ether sulfate, and polyoxyethylene alkylphenyl ether. Nonionic emulsifier such as an anionic emulsifier such as sodium sulfate, a polyoxyethylene alkyl ether, a polyoxyethylene alkylphenyl ether, a polyoxyethylene fatty acid ester, or a polyoxyethylene-polyoxypropylene block polymer Wait. These emulsifiers may be used alone or in combination of two or more.

Further, as the reactive emulsifier, an emulsifier to which a radical polymerizable functional group such as a propenyl group or an allyl ether group is introduced may, for example, be Aqualon HS-10, HS-20, KH-10, BC-05, or the like. BC-10, BC-20 (all of which are manufactured by First Industrial Pharmaceutical Co., Ltd.), Adeka Reasoap SE10N (made by Adeka Co., Ltd.), and the like. The amount of the emulsifier used is preferably 5 parts by weight or less based on 100 parts by weight of the total amount of the monomer components.

Further, when the (meth)acrylic polymer is produced by radiation polymerization, the polymer can be obtained by polymerizing the monomer component by irradiation with an electron beam or ultraviolet rays (UV). Among them, ultraviolet polymerization is preferred. Hereinafter, ultraviolet polymerization which is an ideal aspect in radiation polymerization will be described.

Since there is an advantage that the polymerization time can be shortened, it is preferable to contain a photopolymerization initiator in the monomer component at the time of ultraviolet polymerization.

The photopolymerization initiator may, for example, be a photopolymerization initiator (B) having an absorption band at a wavelength of less than 400 nm. Further, the photopolymerization initiator (B) is preferably one having no absorption band at a wavelength of 400 nm or more. The photopolymerization initiator (B) is only required to generate a radical by ultraviolet rays to cause photopolymerization and has an absorption band at a wavelength of less than 400 nm, and is not particularly limited, and a photopolymerization initiator generally used is used. Can be applied. For example, a benzoin ether photopolymerization initiator, an acetophenone photopolymerization initiator, an α-keto alcohol photopolymerization initiator, a photoactive oxime photopolymerization initiator, a benzoin photopolymerization initiator, and the like can be used. Phenylethylenedione photopolymerization initiator, benzophenone photopolymerization initiator, ketal photopolymerization initiator, 9-oxosulfur A photopolymerization initiator, a mercaptophosphine oxide photopolymerization initiator, etc.

Specifically, the benzoin ether photopolymerization initiator may, for example, be benzoin methyl ether, benzoin ethyl ether, benzoin propyl ether, benzoin isopropyl ether, benzoin isobutyl ether, 2,2-dimethoxy-1,2-diphenyl. Ethyl ethyl ketone and anisole methyl ether.

The acetophenone-based photopolymerization initiator may, for example, be 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone or 1-hydroxycyclohexyl phenyl ketone, 4 - phenoxydichloroacetophenone, 4-t-butyldichloroacetophenone, and the like.

The α-keto alcohol-based photopolymerization initiator may, for example, be 2-methyl-2-hydroxypropionylbenzene or 1-[4-(2-hydroxyethyl)-phenyl]-2-hydroxy-2-methylpropane. -1-ketone and the like.

The photoactive oxime-based photopolymerization initiator may, for example, be 1-phenyl-1,2-propanedione-2-(o-ethoxycarbonyl)-ruthenium or the like.

The benzoin-based photopolymerization initiator may, for example, be benzoin or the like.

The diphenylethylenedione-based photopolymerization initiator contains, for example, diphenylethylenedione or the like.

The benzophenone-based photopolymerization initiator contains, for example, benzophenone, benzamidine benzoic acid, 3,3 ́-dimethyl-4-methoxybenzophenone, polyvinyl benzophenone, --hydroxycyclohexyl phenyl ketone and the like.

The ketal-based photopolymerization initiator contains benzyldimethylketal or the like.

9-oxygen sulfur a photopolymerization initiator containing, for example, 9-oxosulfur 2-chloro-9-oxosulfur 2-methyl-9-oxosulfur 2,4-dimethyl-9-oxosulfur Isopropyl-9-oxosulfur 2,4-dichloro-9-oxosulfur 2,4-diethyl-9-oxosulfur 2,4-diisopropyl-9-oxosulfur Twelve base-9-oxosulfur Wait.

The mercaptophosphine oxide photopolymerization initiator contains, for example, 2,4,6-trimethylbenzimidyl-diphenyl-phosphine oxide, bis(2,4,6-trimethylbenzylidene) - phenylphosphine oxide or the like.

The photopolymerization initiator (B) having an absorption band at a wavelength of less than 400 nm may be used singly or in combination of two or more. The photopolymerization initiator (B) having an absorption band at a wavelength of less than 400 nm can be added in a range that does not impair the effects of the present invention, except that it is added in an amount of 100 parts by weight to form a (meth)acrylic polymerization. The monofunctional monomer component is preferably from 0.005 to 0.5 parts by weight, preferably from 0.02 to 0.1 parts by weight.

Further, in the case where the coloring matter compound (further, an ultraviolet absorber) is contained in the pressure-sensitive adhesive layer, for example, when ultraviolet polymerization is carried out, it is preferable to include "the above-mentioned (meth)acrylic acid alkyl ester. The ultraviolet ray-curable acrylic pressure-sensitive adhesive composition of the body component and/or the partial polymer of the monomer component, the dye compound (further an ultraviolet absorber), and the photopolymerization initiator is formed by ultraviolet polymerization. The adhesive layer formed by ultraviolet polymerization of the ultraviolet curable acrylic pressure-sensitive adhesive composition can be formed even in a thickness of 150 μm or more, and it is preferable because it can form an adhesive layer in a wide range of thickness.

In this case, the photopolymerization initiator preferably contains a photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more. When the adhesive composition contains a dye compound (further an ultraviolet absorber), when ultraviolet polymerization is carried out, ultraviolet rays are absorbed by the dye compound (further an ultraviolet absorber) and may not be sufficiently polymerized. However, in the case of the photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more, it is preferable that the dye compound (further an ultraviolet absorber) can be sufficiently polymerized.

The photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more is bis(2,4,6-trimethylbenzylidene)-phenylphosphine oxide (Irgacure 819, manufactured by BASF), 2, 4 6-trimethylbenzimidyl-diphenyl-phosphine oxide (LUCIRIN TPO, manufactured by BASF).

The photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more may be used singly or in combination of two or more kinds.

In addition, the amount of the photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more is not particularly limited, and is preferably lower than the amount of the dye compound (further an ultraviolet absorber), and is relative to 100 parts by weight. The monofunctional monomer component of the (meth)acrylic polymer can be formed in an amount of about 0.005 to 1 part by weight, preferably about 0.02 to 0.8 part by weight. By allowing the amount of the photopolymerization initiator (A) to be added in the above range, it is preferred that the ultraviolet polymerization is sufficiently carried out.

Further, when the coloring agent compound (further an ultraviolet absorber) is contained in the pressure-sensitive adhesive layer, it is preferred to add a photopolymerization initiator having an absorption band at a wavelength of less than 400 nm before the ultraviolet polymerization in the ultraviolet polymerization. (B) The photopolymerization initiator (A) having a absorption band at a wavelength of 400 nm or more and a dye compound are added to a partially polymerized monomer component (prepolymer composition) which is partially polymerized by irradiation with ultraviolet rays. Further, the ultraviolet absorber is subjected to ultraviolet polymerization. When the photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more is added to a part of the polymer (prepolymer composition) of a partially polymerized monomer component irradiated with ultraviolet rays, the photopolymerization is preferably carried out. The initiator is added after being dissolved in the monomer.

In addition to the aforementioned acrylic polymer, a rubber-based polymer is preferably used as the base polymer. The rubber-based polymer may include a conjugated diene-based polymer obtained by polymerizing one conjugated diene compound, and a conjugated diene-based copolymer obtained by polymerizing two or more kinds of conjugated diene compounds. A conjugated diene-based copolymer obtained by copolymerizing a conjugated diene compound and an aromatic vinyl compound. Further, a hydride such as the above may be suitably used. The diene-based copolymer may be a random copolymer or a block copolymer, or may be a copolymer of a compound other than the conjugated diene compound or the aromatic vinyl compound.

Such a conjugated diene-based (co)polymer may specifically be, for example, butadiene rubber (BR), isoprene rubber (IR), styrene-butadiene copolymer (SBR), butadiene. -isoprene-styrene random copolymer, isoprene-styrene random copolymer, styrene-isoprene block copolymer (SIS), butadiene-styrene copolymer, benzene Ethylene-ethylene-butadiene block copolymer (SEBS), acrylonitrile-butadiene rubber (NBR), etc. may be used alone or in combination of two or more. Among them, an isoprene-styrene copolymer is preferred. Further, a hydride such as the above may be suitably used.

(Chane coupling agent) Further, the adhesive composition of the present invention may contain a decane coupling agent. The blending amount of the decane coupling agent is preferably 1 part by weight or less, preferably 0.01 to 1 part by weight, more preferably 0.02 to 0.6 part by weight per 100 parts by weight of the base polymer (for example, the above (meth)acrylic polymer). Better.

The aforementioned decane coupling agent may, for example, be 3-glycidoxypropyltrimethoxydecane, 3-glycidoxypropyltriethoxydecane, 3-glycidoxypropylmethyldiethyl An epoxy group-containing decane coupling agent such as oxydecane or 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane; 3-aminopropyltrimethoxydecane, N-2-(aminoethyl) 3-aminopropylmethyldimethoxydecane, 3-triethoxydecane-N-(1,3-dimethylbutylidene)propylamine, N-phenyl-γ-aminopropyl Amino group-containing decane coupling agent such as trimethoxy decane; (meth) propylene-based decane such as 3-propenyloxypropyltrimethoxydecane or 3-methylpropenyloxypropyltriethoxydecane a coupling agent; an isocyanate group-containing decane coupling agent such as 3-isocyanate propyl triethoxy decane.

(Crosslinking Agent) The adhesive composition of the present invention may contain a crosslinking agent. The crosslinking agent includes an isocyanate crosslinking agent, an epoxy crosslinking agent, and a polyfluorene crosslinking agent. A crosslinking agent such as an oxazoline crosslinking agent, an anthracycline crosslinking agent, a decane crosslinking agent, an alkyl etherified melamine crosslinking agent, a metal chelate crosslinking agent, or a peroxide. The crosslinking agent may be used alone or in combination of two or more. Among them, an isocyanate crosslinking agent is suitably used.

The above-mentioned crosslinking agent may be used singly or in combination of two or more kinds, and the total content thereof is 5 parts by weight or less based on 100 parts by weight of the monofunctional monomer component capable of forming a (meth)acrylic polymer. Preferably, 0.01 to 5 parts by weight is more preferably 0.01 to 4 parts by weight, more preferably 0.02 to 3 parts by weight.

The isocyanate-based crosslinking agent is a compound having two or more isocyanate groups in one molecule (including an isocyanate-regenerating functional group in which an isocyanate group is temporarily protected by a blocking agent or oligomerization). Examples of the isocyanate crosslinking agent include aromatic isocyanates such as methylphenyl diisocyanate and xylene diisocyanate; alicyclic isocyanates such as isophorone diisocyanate; and aliphatic isocyanates such as hexamethylene diisocyanate. .

More specifically, for example, lower aliphatic polyisocyanates such as butyl diisocyanate and hexamethylene diisocyanate; alicyclic isocyanates such as cyclopentyl diisocyanate, cyclohexyl diisocyanate, and isophorone diisocyanate; Classes; aromatic diisocyanates such as 2,4-methylphenylene diisocyanate, 4,4'-diphenylmethane diisocyanate, decyl diisocyanate, polymethylene polyphenyl isocyanate; trimethylol Propane/methylphenylene diisocyanate 3-mer adduct (manufactured by Nippon Polyurethane Co., Ltd., trade name Coronate L), trimethylolpropane/hexamethylene diisocyanate 3-mer adduct ( Isocyanate adducts such as the Japanese polyurethane industrial product, trade name Coronate HL), hexamethylene diisocyanate trimeric isocyanate (manufactured by Japan Polyurethane Co., Ltd., trade name Coronate HX); Trimethylolpropane adduct of xylylene diisocyanate (trade name: D110N, manufactured by Mitsui Chemicals Co., Ltd.), trimethylolpropane adduct of hexamethylene isocyanate (trade name: D160N, Mitsui Chemicals) (share) system; polyether polyisocyanate An ester, a polyester polyisocyanate, and an adduct thereof with various polyols, a polyisocyanate which is polyfunctionalized by a trimeric isocyanate bond, a biuret bond, an allophanate bond, or the like. Wait.

(Other Additives) The adhesive composition of the present invention may contain a suitable additive depending on the intended use, in addition to the above components. For example, an adhesion-imparting agent (for example, a solid, semi-solid or liquid substance at normal temperature composed of a rosin derivative resin, a polydecene resin, a petroleum resin, an oil-soluble phenol resin, etc.); a filler such as a hollow glass bead; Agent; anti-aging agent; antioxidant; light stabilizer (HALS).

In the present invention, the adhesive composition is preferably adjusted to have a viscosity suitable for application to a substrate or the like. The viscosity of the adhesive composition can be adjusted by, for example, adding various polymers such as a tackifier additive or a polyfunctional monomer, or by partially polymerizing the monomer component in the adhesive composition. . Further, the partial polymerization may be carried out before adding various polymers such as a tackifier or a polyfunctional monomer, or may be carried out after the addition. The viscosity of the above-mentioned adhesive composition varies depending on the amount of the additive, etc., so that the polymerization rate when the monomer component in the adhesive composition is partially polymerized cannot be determined uniformly, but it is preferably about 20% or less. 3~20% is better, and 5~15% is better. If it exceeds 20%, the viscosity is too high, so it becomes difficult to apply it to a substrate.

(Method of Forming Adhesive Layer) The method of forming the adhesive layer is not particularly limited, and can be formed by a method generally used in the field of the present invention. Specifically, the adhesive composition may be applied to at least one surface of the substrate, and the coating film formed of the adhesive composition may be dried or irradiated with an active energy ray such as ultraviolet rays. Further, the adhesive layer formed on the substrate may be transferred to a polarizing film or the like.

The substrate is not particularly limited, and may be various substrates such as a release film or a transparent resin film substrate, and a polarizing film to be described later is also suitable as a substrate.

The constituent material of the release film may, for example, be a resin film such as polyethylene, polypropylene, polyethylene terephthalate or polyester film, or a porous material such as paper, cloth or nonwoven fabric, a net, or a foamed sheet. A suitable thin film or the like, such as a metal foil or a laminate thereof, is preferably a resin film from the viewpoint of excellent surface smoothness.

The resin film may, for example, be a polyethylene film, a polypropylene film, a polybutene film, a polybutadiene film, a polymethylpentene film, a polyvinyl chloride film, a vinyl chloride copolymer film, or polyethylene terephthalate. An ester film, a polybutylene terephthalate film, a polyurethane film, an ethylene-vinyl acetate copolymer film, or the like.

The thickness of the release film is usually 5 to 200 μm, and preferably about 5 to 100 μm. The release film and the antifouling treatment may be used for the release film by a deuterium, a fluorine-based, a long-chain alkyl or a fatty acid amide-based release agent, a vermiculite powder, or the like, or may be applied by a coating type or a kneading type. Antistatic treatment such as vapor deposition type. In particular, by appropriately applying a release treatment such as an oxygen treatment, a long-chain alkyl treatment, or a fluorine treatment on the surface of the release film, the peeling property from the adhesive layer can be further improved.

The transparent resin film substrate is not particularly limited, and various resin films having transparency can be used. This resin film is formed of a single film. The material thereof may, for example, be a polyester resin such as polyethylene terephthalate or polyethylene naphthalate, an acetate resin, a polyether oxime resin, a polycarbonate resin, or a polyamide resin. Polyimine resin, polyolefin resin, (meth)acrylic resin, polyvinyl chloride resin, polyvinyl chloride resin, polystyrene resin, polyvinyl alcohol resin, polyarylate A resin, a polyphenylene sulfide resin, or the like. Among them, polyester resins, polyimide resins, and polyether oxime resins are particularly preferred.

The thickness of the film substrate is preferably 15 to 200 μm, more preferably 25 to 188 μm.

The method of applying the above adhesive composition onto the above substrate may be, for example, a roll coating method, a contact top coat coating method, a gravure coating method, a reverse coating method, a roll brush method, a spray coating method, or a dip roller. Known suitable methods such as coating, bar coating, knife coating, air knife coating, curtain coating, lip coating, and die coating are not particularly limited.

In the case where the pressure-sensitive adhesive layer is dried by a coating film formed of the above-described pressure-sensitive adhesive composition, the drying conditions (temperature, time) are not particularly limited, and may be determined depending on the composition and concentration of the adhesive composition. The appropriate setting can be, for example, about 60 to 170 ° C (and preferably 60 to 150 ° C) for 1 to 60 minutes (and preferably 2 to 30 minutes).

When the adhesive composition is an ultraviolet curable adhesive composition and the coating film formed of the ultraviolet curable adhesive composition is irradiated with ultraviolet rays, the illuminance of the ultraviolet ray to be irradiated is preferably 5 mW/cm ^{2 .} the above. If the ultraviolet illuminance is less than 5 mW/cm ² , the polymerization reaction time becomes long and the productivity is poor. Further, the ultraviolet illuminance is preferably 200 mW/cm ² or less. When the ultraviolet illuminance exceeds 200 mW/cm ² , the photopolymerization initiator is rapidly consumed, resulting in a decrease in the molecular weight of the polymer, particularly in a case where the holding power is lowered at a high temperature. Further, the cumulative amount of ultraviolet light is preferably 100 mJ/cm ² to 5000 mJ/cm ² .

The ultraviolet lamp used in the present invention is not particularly limited, but an LED lamp is preferred. LED lamps are lamps that emit less heat than other UV lamps, thus suppressing the temperature during polymerization of the adhesive layer. Thereby, the low molecular weight of the polymer can be avoided, and the cohesive force of the adhesive layer can be prevented from being lowered, and the high-temperature holding force as the adhesive sheet can be improved. It is also possible to combine a plurality of ultraviolet lamps. Alternatively, ultraviolet rays may be intermittently irradiated to set a bright period in which ultraviolet rays are irradiated and a dark period in which ultraviolet rays are not irradiated.

In the present invention, the final polymerization ratio of the monomer component in the ultraviolet curable adhesive composition is preferably 90% or more, more preferably 95% or more, and still more preferably 98% or more.

In the present invention, the ultraviolet ray peak wavelength of the ultraviolet ray curable adhesive composition is preferably in the range of 200 to 500 nm, more preferably in the range of 300 to 450 nm. When the peak wavelength of the ultraviolet light exceeds 500 nm, the photopolymerization initiator is not cleaved and the polymerization reaction is not initiated. Further, if the peak wavelength of the ultraviolet light is less than 200 nm, the polymer chain is cut and the characteristics are lowered.

Since oxygen in the air hinders the progress of the reaction, in order to block the oxygen, it is preferable to form a release film or the like on the coating film formed of the ultraviolet curable acrylic adhesive composition, or to carry out the reaction under a nitrogen atmosphere. Photopolymerization. As the release film, what has been described above can be mentioned. Further, in the case where a release film is used, the release film can be directly used as a separator of a polarizing film with an adhesive layer.

Further, in the case where the ultraviolet curable adhesive composition used in the present invention contains a dye compound (further an ultraviolet absorber), it is preferred to contain a monomer component containing an alkyl (meth)acrylate and the above photopolymerization initiator ( The composition of B) (also referred to as "pre-addition polymerization initiator") is irradiated with ultraviolet rays to form a partial polymer of the monomer component, and a dye compound (further an ultraviolet absorber) is added to a part of the polymer of the monomer component. And a photopolymerization initiator (A) having an absorption band at a wavelength of 400 nm or more (also referred to as "post-addition polymerization initiator") to prepare an ultraviolet curable adhesive composition. The polymerization rate of the partial polymer is preferably about 20% or less, preferably about 3 to 20%, and more preferably about 5 to 15%. The irradiation conditions of ultraviolet rays are as described above.

As described above, in the case where the adhesive layer is formed of the ultraviolet curable adhesive composition containing a dye-containing compound (further an ultraviolet absorber), the monomer component can be enhanced by performing the two-stage polymerization method as described above. The polymerization rate and the UV absorbing function of the finally produced adhesive layer can be improved.

The thickness of the adhesive layer is preferably 12 μm or more, more preferably 50 μm or more, still more preferably 100 μm or more, and still more preferably 150 μm or more. The upper limit of the thickness of the adhesive layer is not particularly limited, but is preferably 1 mm or less. When the thickness of the adhesive layer exceeds 1 mm, the penetration of ultraviolet rays becomes difficult, and in addition to the time-consuming combination of the monomer components, there are problems in the processability or the winding and transportability in the steps, and the productivity is poor. The situation is not appropriate.

The gel fraction of the adhesive layer of the present invention is not particularly limited, but is preferably 35% or more, more preferably 50% or more, still more preferably 75% or more, and particularly preferably 85% or more. When the gel fraction of the adhesive layer is low, there is a problem that workability or workability is problematic.

The haze of the adhesive layer measured at a thickness of 25 μm is preferably 2% or less, and more preferably 0 to 1.5% and more preferably 0 to 1.0%. It is preferred that the adhesive layer has high transparency by allowing the haze to be within the above range.

In the case where the aforementioned adhesive layer is exposed, the adhesive layer may be protected by a release film before being used for practical use.

(1-2) Polarizing film The polarizing film may be one having a transparent protective film on at least one side of the polarizing member.

(1-2-1) Polarizer 4 The polarizer is not particularly limited, and various polarizers can be used. The polarizing material may be a hydrophilic polymer film such as a polyvinyl alcohol-based film, a partially formalized polyvinyl alcohol-based film or an ethylene-vinyl acetate copolymer-based partially saponified film, which adsorbs iodine or a dichroic dye. The coloring material is uniaxially stretched, and a polyene-based alignment film such as a dehydrated material of polyvinyl alcohol or a dehydrochlorinated product of polyvinyl chloride is used. Among them, a polarizing member composed of a polyvinyl alcohol-based film and a dichroic substance such as iodine is preferable. The thickness of the polarizers is not particularly limited, but is generally about 5 to 80 μm.

The polarizing member obtained by dyeing a polyvinyl alcohol-based film by iodine and then uniaxially stretching can be produced, for example, by dipping a polyvinyl alcohol film into an aqueous solution of iodine to be dyed, and then extending to the original length of 3 to 7. Times. It may also be immersed in an aqueous solution containing potassium iodide or the like such as boric acid or zinc sulfate or zinc chloride as needed. Further, it is also possible to immerse the polyvinyl alcohol-based film in water for washing with water before dyeing. By washing the polyvinyl alcohol-based film with water, the dirt and the anti-caking agent on the surface of the polyvinyl alcohol-based film can be washed, and the polyvinyl alcohol-based film can be swollen to prevent unevenness such as dyeing unevenness. The extension may be carried out after dyeing with iodine, or may be extended while dyeing, or may be dyed with iodine after extension. It can also be extended in an aqueous solution such as boric acid or potassium iodide or in a water bath.

Further, in the present invention, a thin polarizer having a thickness of 10 μm or less can also be used. From the viewpoint of thinning, it is preferred that the thickness be 1 to 7 μm. Such a thin polarizer is preferred because it has less thickness unevenness and is excellent in visibility, and has small dimensional change, so that durability is excellent, and the thickness of the polarizing plate is also reduced.

As a thin type of polarizer, a typical example is disclosed in Japanese Laid-Open Patent Publication No. SHO-51-069644, JP-A-2000-338329, International Publication No. 2010/100917, and International Publication No. 2010/100917. A thin polarizing film described in Japanese Laid-Open Patent Publication No. Hei. No. 4,751, 481, and Japanese Patent Application Publication No. 2012-073563. The thin polarizing film can be obtained by a method comprising a step of stretching a layer of a polyvinyl alcohol-based resin (hereinafter also referred to as a PVA-based resin) and a resin substrate for stretching in a layered body, and a dyeing step. According to this method, even if the PVA-based resin layer is thin, it can be supported by the resin substrate for stretching, and the film can be stretched without causing breakage due to stretching.

As the thin polarizing film, in the method including the step of stretching in the state of the laminated body and the dyeing step, it is possible to extend at a high magnification and to improve the polarizing performance, and it is preferable to use the specification of International Publication No. 2010/100917. In the case of the method disclosed in the specification of the International Publication No. 2010/100917, or the specification of Japanese Patent No. 4751481, and the method of extending in an aqueous solution of boric acid, it is particularly preferable to use Japan. One of the methods described in the specification of the Japanese Patent Application Laid-Open No. Hei.

(1-2-2) Transparent Protective Film 3 The transparent protective film 3 used in the present invention is disposed on the viewing side of the polarizing member 4, and a transparent protective film may be disposed on the organic EL panel side of the polarizing member 4.

As the transparent protective film, a conventionally used one can be suitably used. Specifically, it is preferably a transparent protective film formed of a material (base polymer) excellent in transparency, mechanical strength, thermal stability, moisture barrier property, and isotropic property, and examples thereof include polyethylene terephthalate and a polyester-based polymer such as polyethylene naphthalate; a cellulose-based polymer such as diethyl phthalocyanine or triethyl fluorene cellulose; an acrylic polymer such as polymethyl methacrylate; polystyrene and acrylonitrile; a styrene-based polymer such as a styrene copolymer (AS resin); a polycarbonate-based polymer or the like. Further, examples of the polymer which forms the transparent protective film include polyethylene, polypropylene, polyolefin having a cyclic system or a norbornene structure, and polyolefin polymerization such as an ethylene-propylene copolymer. a phthalic acid-based polymer, a phthalamide-based polymer such as nylon or an aromatic polyamine, a quinone-based polymer, a fluorene-based polymer, a polyether fluorene-based polymer, or a polyetheretherketone-based polymer. a polyphenylene sulfide polymer, a vinyl alcohol polymer, a vinylidene chloride polymer, an ethylene butyral polymer, an aryl ester polymer, a polyoxymethylene polymer, an epoxy polymer or the foregoing polymerization Blends and the like. The transparent protective film can also be used as a hardened layer of a thermosetting resin such as an acrylic, urethane-based, acryl-based urethane-based, epoxy-based or polyfluorene-based resin or a cured layer of an ultraviolet-curable resin. And formed.

The thickness of the transparent protective film can be appropriately determined, and it is generally about 1 to 500 μm from the viewpoints of workability and thinness such as strength and workability.

(1-2-3) Adhesive layer The polarizer and the transparent protective film are preferably adhered to each other by a water-based adhesive or the like. The water-based adhesive may, for example, be an isocyanate-based adhesive, a polyvinyl alcohol-based adhesive, a gelatin-based adhesive, a vinyl-based latex, an aqueous polyurethane or an aqueous polyester. In addition to the above, examples of the adhesive for the polarizer and the transparent protective film include an ultraviolet curable adhesive, an electron beam curable adhesive, and the like. The electron beam-curable polarizing film exhibits an appropriate adhesion to the above various viewing-side transparent protective films with an adhesive. Further, the adhesive used in the present invention may contain a metal compound filler.

(1-2-4) Surface treatment layer: functional layer The surface of the transparent protective film which is not attached to the polarizing member can form a functional layer such as a hard coat layer or an anti-reflection layer or an anti-adhesion layer. Dispersion and even anti-glare treatment.

As the hard coat layer, for example, a cured film made of a curable resin of a base polymer such as a melamine resin, an urethane resin, an alkyd resin, an acrylic resin or a polyoxyn resin is preferably used. The above-mentioned curable resin can be used as an active energy ray-curable compound having a functional group containing at least one polymerizable double bond in the molecule. The thickness of the aforementioned hard coat layer is preferably from 0.1 to 30 μm.

A light stabilizer (HALS), an antioxidant, or the like may be added to the functional layer.

(1-3) Phase difference film 5 The retardation film satisfies nx=ny>nz when the refractive index in the slow axis direction is nx, the refractive index in the in-plane fast axis direction is ny, and the refractive index in the thickness direction is nz. Nx>ny>nz, nx>ny=nz, nx>nz>ny, nz=nx>ny, nz>nx>ny, nz>nx=ny, and are used for various purposes. In addition, nx=ny not only refers to the case where nx and ny are exactly the same, but also includes the case where nx and ny are substantially the same. Also, ny=nz not only refers to the case where ny is exactly the same as nz, but also includes the case where ny and nz are substantially the same.

In the present invention, in order to apply to an organic EL display device, the retardation film is preferably a quarter-wavelength plate having a front retardation of 1/4 wavelength (about 100 to 170 nm). By laminating the polarizing film and the quarter-wavelength plate, it is preferable to function as a circularly polarizing film for antireflection of an organic EL display device.

That is, the external light incident on the organic EL display device penetrates only the linearly polarized light component via the polarizing film. The linearly polarized light usually has elliptically polarized light through the retardation film, and particularly when the phase difference plate is a quarter-wave plate and the angle of the polarizing direction of the retardation film is π/4, it becomes circularly polarized light.

The circularly polarized light penetrates the transparent substrate, the transparent electrode, and the organic thin film in the organic EL panel, and is reflected by the metal electrode to penetrate the organic thin film, the transparent electrode, and the transparent substrate again, and the retardation film again becomes linearly polarized. Therefore, the linear polarizing system intersects the polarizing direction of the polarizing film perpendicularly, so that the polarizing plate cannot be penetrated. As a result, the mirror surface of the metal electrode can be completely shielded.

The retardation film may be a birefringent film obtained by subjecting a polymer material to a uniaxial or biaxial stretching treatment, an alignment film of a liquid crystal polymer, and a film supporting a liquid crystal polymer alignment layer.

The polymer material (base polymer) may, for example, be polyvinyl alcohol, polyvinyl butyral, disperse methyl vinyl ether, polyhydroxyethyl acrylate, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl cellulose, Polycarbonate, polyarylate, polyfluorene, polyethylene terephthalate, polyethylene naphthalate, polyether oxime, polyphenylene sulfide, polyphenylene ether, polyallyl fluorene, polyfluorene A binary system, a ternary system of various copolymers, a graft copolymer, a blend, or the like of an amine, a polyimide, a polyolefin, a polyvinyl chloride, a cellulose polymer, a cycloolefin resin, or the like. These polymer materials become an alignment material (stretched film) by stretching or the like.

The liquid crystal polymer (base polymer) may be, for example, a main chain type or a side chain type which is obtained by introducing a conjugated linear atomic group (liquid crystal cell) which provides liquid crystal alignment properties to a polymer main chain or a side chain. Specific examples of the main chain type liquid crystal polymer include, for example, a nematically oriented polyester-based liquid crystal polymer having a structure in which a liquid crystal cell group is bonded to a flexible separator portion, and a disk-shaped polymerization. Or cholesterol polymer, etc. Specific examples of the side chain type liquid crystal polymer include polysiloxane, polyacrylate, polymethacrylate or polymalonate as a main chain skeleton, and have a partition portion containing a conjugated atomic group. The liquid crystal cell portion is composed of a side chain, wherein the liquid crystal cell portion is composed of a para-aligned cyclic compound unit substituted in a nematic alignment. These liquid crystal polymers are, for example, those obtained by rubbing a surface of a film formed on a glass plate with a polyimide or a film such as polyvinyl alcohol, or by vapor-depositing cerium oxide. A solution of the liquid crystal polymer is developed on the alignment treatment surface and heat treatment is performed.

(1-4) Adhesive Layer 6, Interlayer Adhesive Layer (or Adhesive Layer) The adhesive layer 6 (adhesive layer on the organic EL panel side) used in the present invention may be, for example, an interlayer adhesive layer (or an adhesive) The layer is the same as the adhesive layer of the adhesive layer, and among them, acrylic acid formed by a (meth)acrylic adhesive composition using a (meth)acrylic polymer as a base polymer is preferable. Adhesive layer. Further, a rubber adhesive layer formed of a rubber-based adhesive composition containing a rubber-based polymer as a base polymer is preferably used. Further, the method of manufacturing the adhesive layer, the ideal aspect, and the like may be the same as those of the adhesive layer.

The thickness of the adhesive layer is not particularly limited, but is preferably about 10 to 75 μm and preferably about 12 to 50 μm.

(1-5) The other layer is the same as the transparent protective film 3 as the transparent protective film (organic EL panel side), and may be suitably used as the first adhesive layer (or adhesive layer) on the organic EL panel side. Use any adhesive layer or adhesive layer in this specification.

The transmittance of the optical member of the ≫ optical member 各 The transmittance of the optical member (each layer) formed by the composition of the present invention at a wavelength of 380 nm is preferably 15% or less, preferably 10% or less, more preferably 7% or less, or 3%. The following is especially good. By making the transmittance at a wavelength of 380 nm into the above range, the incident ultraviolet rays can be shielded to a higher degree, and deterioration of the organic EL element can be remarkably suppressed.

Further, the optical member (each layer) formed by the composition of the present invention has a transmittance of 15% or less at a wavelength of 400 nm, preferably 10% or less, more preferably 7% or less, and still more preferably 3% or less. By making the transmittance at a wavelength of 400 nm as the above range, the incident ultraviolet rays can be shielded to a higher degree, and deterioration of the organic EL element can be remarkably suppressed.

On the other hand, the optical member (each layer) formed of the composition of the present invention has a transmittance of 60% or more at a wavelength of 440 nm, preferably 75% or more, and preferably 85% or more. By making the transmittance at a wavelength of 440 nm to the above range, the light emitted from the organic EL element can be sufficiently penetrated, and it is preferable to ensure sufficient display performance of the organic EL display device.

The transmittance of the optical layered body ≫ The transmittance of the optical layered body at a wavelength of 380 nm is preferably 9% or less, more preferably 7% or less, still more preferably 5% or less, and still more preferably 3% or less. By setting the transmittance at a wavelength of 380 nm to the above range, it is possible to shield the incident ultraviolet rays to a higher degree and to suppress the deterioration of the organic EL element remarkably.

Further, the optical layered body has a transmittance of 20% or less at a wavelength of 400 nm, preferably 15% or less, more preferably 10% or less. By setting the transmittance at a wavelength of 400 nm to the above range, the incident ultraviolet rays can be shielded to a higher degree, and deterioration of the organic EL element can be remarkably suppressed, which is preferable.

Further, the optical layered body has a transmittance of 25% or more at a wavelength of 440 nm, preferably 30% or more, and preferably 33% or more. By making the transmittance at a wavelength of 440 nm to the above range, the light emitted from the organic EL element can be sufficiently penetrated, and it is preferable to ensure sufficient display performance of the organic EL display device.

≪Organic EL display device The organic EL display device of the present invention includes the optical layered body 1 and the organic EL panel, and may include other layers. Specifically, as shown in FIG. 2, it is preferable to laminate the outer cover member 7/adhesive layer 2/protective film 3/polarizer 4/phase difference film 5/adhesive layer 6/organic EL from the self-viewing side. The organic EL display device 10 of the panel 8 may be provided with an outer cover member 7/adhesive layer 2/(view side) protective film 3/polarizer 4/organic EL panel side protective film/organic EL. The organic EL display device of the first adhesive layer (or adhesive layer) / retardation film 5 / (organic EL panel side second) adhesive layer 6 / organic EL panel 8 on the panel side. In addition, the functional layer including a hard coat layer, an antiglare treatment layer, and an antireflection layer, or a sensing layer, and an adhesive layer or an adhesive layer for laminating or the like may be used. .

The outer cover member is not particularly limited, and those generally used in the field of the invention can be suitably used, and examples thereof include a cover glass and a cover plastic. In addition, the organic EL panel is not particularly limited, and a material which is generally used in the field of the invention can be suitably used, and for example, a substrate, a plurality of organic EL elements arranged in parallel on the substrate, and the organic EL device are provided. A panel of a protective layer and a sealing film provided on the protective layer.

The state in which the optical member containing the compound represented by the general formula (1) of the present invention is used for a transparent conductive film will be described below. The transparent conductive film includes a transparent base film and a transparent conductive layer.

As the transparent conductive film 20, as shown in FIG. 3, for example, a material in which the transparent conductive layer 22/intermediate layer 23/transparent base film 21 are laminated in this order can be exemplified. The intermediate layer 23 can be arbitrarily set. The intermediate layer may, for example, be a refractive index adjusting layer, an easy-adhesive layer, a hard coat layer, a crack preventing layer, or the like, and at least one selected from the group may be used. As the optical member containing the compound represented by the formula (1) of the present invention, a transparent base film or an intermediate layer which forms the transparent conductive film can be used. Further, in the transparent conductive film 20, the anti-caking layer 24 may be provided on the side of the transparent base film 21 where the transparent conductive layer 22 is not provided. The anti-caking layer can be used as an optical member containing the compound of the formula (1) of the present invention.

When the transparent conductive film 20 has the intermediate layer 23 and the anti-caking layer 24, for example, the following aspects can be exemplified. Aspect 1: Transparent conductive layer 22 / intermediate layer 23 (refractive index adjusting layer) / transparent substrate film 21 / anti-caking layer 24. Aspect 2: Transparent conductive layer 22 / intermediate layer 23 (refractive index adjusting layer / hard coat layer) / transparent substrate film 21 / anti-caking layer 24. Aspect 3: Transparent conductive layer 22 / intermediate layer 23 (crack prevention layer) / transparent substrate film 21 / anti-caking layer 24. Aspect 4: Transparent conductive layer 22 / intermediate layer 23 (crack preventing layer / easy adhesive layer) / transparent substrate film 21 / anti-caking layer 24. Aspect 5: Transparent conductive layer 22 / intermediate layer 23 (refractive index adjusting layer / hard coat layer / easy adhesive layer) / transparent substrate film 21 / anti-caking layer 24.

Among the transparent conductive films, an optical member containing the compound represented by the formula (1) of the present invention is preferably used as a transparent base film or an intermediate layer forming the transparent conductive film. When the optical member containing the compound represented by the general formula (1) of the present invention is applied to the anti-caking layer, it may become difficult to ensure abrasion resistance due to poor adhesion to the anti-caking particles in the anti-caking layer. Sex.

(2-1) Transparent base film 21 The material (base polymer) of the transparent base film is not particularly limited, and various plastic materials having transparency can be mentioned. The material (base polymer) may, for example, be a polyester resin such as polyethylene terephthalate or polyethylene naphthalate, an acetate resin, a polyether oxime resin, or a polycarbonate resin. a polycycloolefin-based resin such as a polyamide resin, a polyimide resin, a polyolefin resin, or a polydecene-based resin, a (meth)acrylic resin, a polychlorinated resin, or a polychlorinated A vinyl resin, a polystyrene resin, a polyvinyl alcohol resin, a polyarylate resin, a polyphenylene sulfide resin, or the like. Among these, a polycycloolefin type resin, a polyester type resin, a polycarbonate type resin, and a polyolefin type resin are especially preferable.

The thickness of the transparent base film is usually from 30 to 250 μm, preferably from 45 to 200 μm.

(2-2) Transparent Conductive Layer 22 The constituent material of the transparent conductive layer is not particularly limited, and may be selected from the group consisting of indium, tin, zinc, gallium, germanium, titanium, lanthanum, zirconium, magnesium, aluminum, gold, silver, and copper. a metal oxide of at least one metal selected from the group consisting of palladium and tungsten. The metal oxide may further contain a metal atom shown in the above group as needed. For example, tin oxide-containing indium oxide (ITO), antimony-containing tin oxide (ATO), or the like is preferably used.

The thickness of the transparent conductive layer is not particularly limited, but a continuous film having a surface conductivity of 1 × 10 ³ Ω/□ or less and having good conductivity is preferably obtained, and the thickness is preferably set to 10 nm or more. When the film thickness is too thick, transparency is lowered, and the like, and therefore it is preferably in the range of 15 to 35 nm, and preferably 20 to 30 nm.

The method of forming the transparent conductive layer is not particularly limited, and a well-known method can be employed. Specifically, a vacuum vapor deposition method, a sputtering method, and an ion plating method can be exemplified. Further, an appropriate method may be employed depending on the desired film thickness. Further, after the transparent conductive layer is formed, it may be subjected to annealing treatment in the range of 100 to 150 ° C for crystallization.

(2-3-1) Intermediate Layer 23: Refractive Index Adjustment Layer The refractive index adjustment layer can be formed using a mixture of an inorganic substance, an organic substance, or an inorganic substance and an organic substance. For example, the inorganic substance may, for example, be NaF (1.3), Na ₃ AlF ₆ (1.35), LiF (1.36), MgF ₂ (1.38), CaF ₂ (1.4), BaF ₂ (1.3), SiO ₂ (1.46), LaF _{3 .} (1.55), inorganic substances such as CeF ₃ (1.63) and Al ₂ O ₃ (1.63) [the number 値 in ( ) of each of the above materials is the refractive index of light]. Further, the organic substance may, for example, be an acrylic resin, a urethane resin, a melamine resin, an alkyd resin, a decane-based polymer or an organic decane condensate, and these organic substances may be used as the base polymer. At least one of these base polymers is used.

The refractive index adjusting layer may have nano fine particles having an average particle diameter of from 1 nm to 500 nm, and preferably from 5 nm to 300 nm. The content of the nanoparticles in the refractive index adjusting layer is preferably from 0.1% by weight to 90% by weight, preferably from 10% by weight to 80% by weight, more preferably from 20% by weight to 70% by weight. By including the nanoparticles in the refractive index adjusting layer, the refractive index of the refractive index adjusting layer itself can be easily adjusted.

Examples of the inorganic oxide forming the nanoparticles include fine particles such as cerium oxide ( vermiculite), hollow nano cerium oxide, titanium oxide, aluminum oxide, zinc oxide, tin oxide, and zirconium oxide. Among them, fine particles of cerium oxide ( vermiculite), titanium oxide, aluminum oxide, zinc oxide, tin oxide, and zirconium oxide are preferable. These may be used alone or in combination of two or more.

The thickness of the refractive index adjusting layer is not particularly limited, but is preferably from 10 nm to 200 nm, preferably from 20 nm to 150 nm, from the viewpoint of optical design and avoidance of the effect of generating oligomers from the transparent substrate film. 20nm~130nm is better.

(2-3-2) Intermediate layer 23: The hard coat layer is formed by using a coating liquid containing an organic component (base polymer) or the like, and the hard coat layer is made of an organic component (base polymer) or the like. By forming a coating liquid, a portion of the excessively large unevenness is filled by forming a hard coat layer, whereby the surface uniformity of the transparent conductive layer can be improved, and the flexural resistance of the transparent conductive film can be improved.

The thickness of the hard coat layer is not particularly limited, but is preferably 0.5 μm or more and 3 μm or less, and more preferably 0.8 μm or more and 2 μm or less.

The organic component is not particularly limited, and an ultraviolet curable resin, a thermosetting resin, a thermoplastic resin or the like can be used. From the viewpoint of fast processing speed or suppression of thermal damage to the transparent substrate film, it is particularly preferable to use an ultraviolet curable resin. As the ultraviolet curable resin, for example, a curable compound having at least one of an acrylate group and a methacrylate group which is cured by light (ultraviolet rays) can be used. The hardening type compound may, for example, be a polyoxyl resin, a polyester resin, a polyether resin, an epoxy resin, a urethane resin, an alkyd resin, a acetal resin, a polybutadiene resin, or a polythiol polyene. An oligomer or prepolymer such as an acrylate or methacrylate of a polyfunctional compound such as a resin or a polyvalent alcohol. These may be used alone or in combination of two or more.

The hard coat layer may contain an inorganic component. Examples of the inorganic component include fine particles or fine powders of inorganic oxides such as cerium oxide ( vermiculite), titanium oxide, aluminum oxide, zinc oxide, tin oxide, and zirconium oxide. From the viewpoint of preventing coloration and transparency of the hard coat layer, the inorganic component is preferably a nanoparticle having a mode diameter of 1 nm to 100 nm, preferably a nanoparticle having a range of 5 nm to 80 nm, and 10 nm. Nanoparticles in the range of ~60 nm are more preferred. As described above, when the particle size of the nanoparticle is small, the visible light is less likely to be scattered, and even if the refractive index of the organic component and the nanoparticle are different, the haze of the hard coat layer is greatly improved.

In the case of controlling surface irregularities, optical characteristics, and the like, the hard coat layer may contain coarse particles having a larger particle diameter than the nanoparticles, or may be substituted for the nano particles in addition to the above nanoparticles. The most frequent particle size of the coarse particles must be considered in relation to the thickness of the hard coat layer, preferably in the range of 0.5 μm to 3.0 μm, preferably 1.0 μm to 2.5 μm, and more preferably 1.5 μm to 2.0 μm.

In addition to the organic component, the inorganic component, and the coarse particles, the hard coat layer forming material may be further added with various additives. As the additive, for example, a polymerization initiator, a leveling agent, a pigment, a filler, a dispersant, a plasticizer, a UV absorber, a surfactant, an antioxidant, a shaker, or the like for hardening the organic component to form a hard coat layer can be used. The material for forming the hard coat layer may suitably contain a solvent.

(2-3-3) Intermediate layer 23: Crack-preventing layer The crack-preventing layer can be described as a cured resin layer, for example, in JP-A-H99-224269. The crack preventing layer can prevent cracks of the transparent conductive layer and exhibit desired electrical characteristics even when the thickness of the transparent base film is large.

The thickness of the crack preventing layer is not particularly limited, and is preferably 150 nm or less, and preferably about 20 to 100 nm, from the viewpoint of moisture heat resistance, effect of preventing generation of oligomers from the transparent resin film 1, and optical properties. It is 30~50nm. Further, when the crack preventing layer 2 is provided in two or more layers, the thickness of each layer is about 20 to 60 nm, and preferably 25 to 55 nm.

As the crack preventing layer, for example, a crack preventing layer obtained by curing a resin composition containing an epoxy resin having a weight average molecular weight of 1,500 or more can be used. The aforementioned epoxy resin is preferably a rubber modified epoxy resin. Thereby, the crack prevention layer can be appropriately provided with toughness or impact resistance. The rubber component used for the modified epoxy resin is not particularly limited, and examples thereof include butadiene rubber, acrylonitrile butadiene rubber, styrene butadiene rubber, butyl rubber, nitrile rubber, natural rubber, and isoprene. Rubber, chloroprene rubber, ethylene-propylene rubber, urethane rubber, polyoxyethylene rubber, fluororubber, ethylene-vinyl acetate rubber, epichlorohydrin rubber, and the like. Among them, from the viewpoint of toughness or chemical resistance, butadiene rubber is preferred. The rubber-modified epoxy resin may be used alone or in combination of two or more.

The above resin composition preferably contains a hardening accelerator. Thereby, the hardening reaction of the epoxy resin can be quickly and sufficiently performed, and a cured film having a high film strength can be formed. The hardening accelerator is not particularly limited, and examples thereof include zinc, an organic metal salt such as copper, iron, or cerium of an organic acid such as octanoic acid, stearic acid, acetamidine, naphthenic acid or salicylic acid; and a metal chelate compound. Among them, the hardening accelerator is preferably cerium-containing. The hardening accelerator containing cerium can rapidly and sufficiently carry out the hardening reaction of the resin composition, and can effectively form a stronger cured film. Further, the hardening accelerators may be used singly or in combination of two or more.

The content of the curing accelerator is not particularly limited, and is preferably 0.005 to 5 parts by weight, preferably 0.01 to 4 parts by weight, based on the total amount (100 parts by weight) of the epoxy group-containing compound contained in the resin composition. It is preferably 0.01 to 1 part by weight. When the content of the hardening accelerator is less than the above lower limit, the hardening promoting effect may be insufficient.

In the resin composition, in addition to the epoxy resin, an acrylic resin, a urethane resin, a guanamine resin, a polyoxymethylene resin or the like may be appropriately blended. Further, various additives may be added to the resin composition. As the additive, for example, a leveling agent, a pigment, a filler, a dispersant, a plasticizer, a UV absorber, a surfactant, an antioxidant, a shaker, or the like can be used.

(2-3-4) Intermediate Layer 23: Easy Adhesive Layer The base polymer of the above-mentioned easy-adhesion layer can be used, for example, having a polyester skeleton, a polyether skeleton, a polycarbonate skeleton, a polyurethane skeleton, Various resins such as polyoxymethylene, polyamine skeleton, polyimine skeleton, and polyvinyl alcohol skeleton. These polymer resins may be used alone or in combination of two or more.

Further, when an easy-adhesion layer is formed, an additive may be added to the base polymer. Specifically, a stabilizer such as an adhesion-imparting agent, an ultraviolet absorber, or a heat-resistant stabilizer can be further used. The film thickness of the easy-adhesion layer is preferably 0.01 to 20 μm.

(2-4) Anti-caking layer 24 The anti-caking layer is a cured layer containing a resin composition of a binder resin (base polymer) and particles, and has a flat portion and a ridge portion on the surface, and the like. The operability and low reflection characteristics are of a high standard. The thickness of the flat portion of the anti-caking layer is not particularly limited, but is preferably 200 nm or more and 30 μm or less, more preferably 500 nm or more and 10 μm or less, and more preferably 800 nm or more and 5 μm or less.

The virgin particle diameter of the particles can be appropriately set in consideration of the relationship between the size of the ridge portion of the outermost surface layer or the thickness of the flat portion of the anti-caking layer, and the like, and is not particularly limited. In addition, from the viewpoint of sufficiently imparting anti-caking property to the transparent conductive film and sufficiently suppressing light scattering, the particle diameter of the particles is preferably 500 nm or more and 30 μm or less, more preferably 800 nm or more and 20 μm or less, and 1 μm or more. It is preferably 10 μm or less. In addition, in this specification, "the most frequent particle size" is a particle diameter which shows the particle distribution extremely large, and it is a predetermined condition by the flow particle image analysis apparatus (The product name "FPIA-3000S" by Sysmex company). Sheath solution: ethyl acetate, measurement mode: HPF measurement, measurement method: full count) was measured. The measurement sample was obtained by diluting the particles to 1.0% by weight with ethyl acetate and uniformly dispersing the particles using an ultrasonic cleaner.

The height of the ridge is set by considering the required lubricity and the like. The ridge portion, that is, the height of the anti-caking layer from the flat portion to the upper protruding portion can be controlled by the thickness of the flat portion of the anti-caking layer or the particle size of the particle. The height of the ridge portion is preferably 100 nm or more and 3 μm or less, preferably 200 nm or more and 2 μm or less, more preferably 300 nm or more and 1.5 μm or less. By setting the height of the ridge portion to the above range, it is possible to sufficiently suppress light scattering or depolarization while satisfying the blocking resistance of the transparent conductive film.

The particles may be any of the polydisperse particles and the monodisperse particles, and it is preferable to use monodisperse particles in consideration of the easiness of imparting the ridge portion and the light scattering prevention property. In the case of monodisperse particles, the particle size of the particles can be considered to be substantially the same as the most frequent particle size.

The content of the particles in the anti-caking layer is preferably 0.01 to 5 parts by weight, more preferably 0.02 to 1 part by weight, more preferably 0.05 to 0.5 part by weight, per 100 parts by weight of the resin composition solid content.

The binder resin in the resin composition forming the anti-caking layer can be used without any particular limitation, and a resin which can disperse the particles and form an anti-caking layer can have sufficient strength and transparency. The usable binder resin may be a thermosetting resin, a thermoformable resin, an ultraviolet curable resin, an electron beam curing resin, a two-liquid mixed resin, etc., but among them, an ultraviolet curable resin is preferable, and it may be borrowed. The film is formed efficiently by a simple processing operation by a hardening treatment by ultraviolet irradiation.

Examples of the ultraviolet curable resin include polyester, acrylic, urethane, guanamine, polyfluorene, and epoxy groups, and include ultraviolet curable monomers and oligomers. Polymers, etc. The ultraviolet curable resin to be used is, for example, a resin having an ultraviolet polymerizable functional group, and examples thereof include a resin containing an acrylic monomer or oligomer component having two or more (particularly 3 to 6) functional groups. . Further, an ultraviolet polymerization initiator may be blended in the ultraviolet curable resin.

In addition to the above materials, additives such as a leveling agent, a rocking agent, an antistatic agent, a plasticizer, a surfactant, an antioxidant, a hardening catalyst, and an ultraviolet absorber may be used in the resin composition. If a rocking agent is used, it is advantageous for forming the protruding particles on the surface of the fine uneven shape. The content of the additives is usually preferably 15 parts by weight or less based on 100 parts by weight of the ultraviolet curable resin, and preferably 0.01 to 15 parts by weight. The resin composition forming the anti-caking layer may suitably contain a solvent.

The particles contained in the anti-caking layer 2 can be used without any particular limitation, and various transparent materials such as metal oxides, glass, and plastics can be used. Examples thereof include inorganic particles such as cerium oxide, aluminum oxide, titanium oxide, zirconium oxide, and calcium oxide, and polymethyl methacrylate, polystyrene, polyurethane, acrylic resin, and acrylic-styrene copolymer. A crosslinked or uncrosslinked organic particle or polyoxynoid particle composed of various polymers such as benzoguanamine, melamine, and polycarbonate. The particles may be used singly or in combination of two or more kinds, and organic particles are preferred. From the viewpoint of the refractive index, the organic particles are preferably an acrylic resin.

EXAMPLES Hereinafter, the present invention will be specifically described by examples, but the present invention is not limited by the examples. In addition, parts and % in each case are based on weight unless otherwise specified.

Hereinafter, the apparatus and measurement conditions used when measuring the physical properties of the obtained compound are as follows. (GC-MS) (share) manufactured by Shimadzu Corporation, gas chromatography mass spectrometer GCMS-QP2010Plus (EI method) (LC/MS) (share) manufactured by Shimadzu Corporation, high-speed liquid chromatography mass spectrometer LCMS-2010EV (ESI law)

<Production Example 1> Synthesis of Compound IM3, Compound IM5, and Compound IM6 The compound IM3 was synthesized by the following method. The reaction formula is as follows.

[Chemical Formula 15]

(Synthesis of Compound IM2) In the synthesis of 2-dimethylamino-4-hydroxy-6-methylpyrimidine described in Journal of American Chemical Society 1954, 76, 1879, N,N-dimethylhydrazine The sulfate was replaced with 1,1-dibutylphosphonium hydrochloride obtained in a manner completely in accordance with the method of BE 639 386, except that it was synthesized in the same manner in a 1 L four-necked flask equipped with a cooling tube and a thermometer to obtain a compound IM1. Using the compound IM1, the same procedure as that described in the Journal of the Chemical Society 1957, 4845 was carried out by the Reimer-Tiemann reaction to obtain the compound IM2 (18.4 g, yield 69%). . GC-MS: m/z = 265 ([M] ⁺ )

(Synthesis of Compound IM3) Compound IM2 (15.8 g), ethyl iodide (14 g) (manufactured by Tokyo Chemical Industry Co., Ltd.), potassium carbonate (14 g), and dimethyl group were placed in a 100 mL four-necked flask equipped with a cooling tube and a thermometer. A mixture of formamide (DMF) (60 mL) was stirred at 70 ° C for 3 hours, and then allowed to stand to cool to room temperature. The reaction solution was poured into water (300 mL) and extracted with toluene (300 mL). The compound IM3 (17.3 g, yield 99%) was obtained by concentration of the organic layer under reduced pressure. GC-MS: m/z = 293 ([M] ⁺ )

The compound IM5 and the compound IM6 were synthesized in the following manner. The reaction formula is as follows. In the following formula, p is a compound of compound IM5 of 5; and p is a compound of compound IM6 of 6.

[Chemical Formula 16]

(Synthesis of Compound IM5) In a 50 mL four-necked flask equipped with a cooling tube and a thermometer, a compound IM2 (2.7 g), 1,5-dibromopentane (1.1 g) (manufactured by Tokyo Chemical Industry Co., Ltd.), and potassium carbonate were charged. (1.7 g) and DMF (20 mL) were stirred at 80 ° C for 2.5 hours. The reaction solution was discharged into water, and the precipitated crystals were filtered and taken out. The crystal was washed with methanol to obtain 2.1 g of the compound IM5 (yield: 71%).

(Synthesis of Compound IM6) The compound IM6 was obtained by the same procedure except that the 1,5-dibromopentane in the synthesis of the compound IM5 was replaced by 1,6-dibromohexane (manufactured by Tokyo Chemical Industry Co., Ltd.). Rate 82%).

<Production Example 2> Compounds C1 to C5 were synthesized. The compound C1 is a compound represented by the following formula.

[Chemical Formula 17]

The compound C2 to C4 is a compound represented by the following formula. R of the compound C2 in the following formula is 2,6-di-t-butyl-4-methylcyclohexyl. R of the compound C3 in the following formula is 4-t-butylcyclohexyl. The compound C4 in the following formula is R-t-butyl.

[Chemical Formula 18]

The compound C5 is a compound represented by the following formula.

[Chemical Formula 19]

The reaction formula for obtaining the compounds C1 to C4 is shown below. The p in the formula and the corresponding compound are shown in Table 1. The structures of the compound IM12, the compound IM13, and the compound IM14 used for the synthesis are shown below.

[Chemical Formula 20]

[Table 1]

[Chemical Formula 21]

(Synthesis of Compound C1) The compound IM6 (2.0 g) was synthesized in a 50 mL four-necked flask equipped with a cooling tube and a thermometer, and the compound IM12 (2.0 g) synthesized by the method described in Japanese Patent Laid-Open Publication No. 2000-310841, Pyridine (0.06 g) and ethanol (13 mL) were stirred at 75 ° C for 18 hours. The solution was cooled to room temperature, and the precipitated crystals were filtered and washed with ethanol to give Compound C1 (3.5 g, yield 93%). LC-MS: m/z = 1164 ([M+H] ⁺ )

(Synthesis of Compound C2) Compound C2 was obtained by the same procedure except that the compound IM6 in the synthesis of the compound C1 was changed to the compound IM5 (yield: 81%). LC-MS: m/z 1150 ([M+H] ⁺ )

(Synthesis of Compound C3) The compound IM6 in the synthesis of the compound C1 was replaced with the compound IM5, and the compound IM12 was replaced with the compound IM13 obtained in the same manner as the synthesis of the compound IM12, except that the compound C3 was obtained by the same procedure ( Yield 61%). LC-MS: m/z = 1010 ([M+H] ⁺ )

(Synthesis of the compound C4) The compound IM6 in the synthesis of the compound C1 was replaced with the compound IM5, and the compound IM12 was replaced with the compound IM14 (manufactured by Tokyo Chemical Industry Co., Ltd.), except that the compound C4 was obtained by the same procedure (yield) 80%). LC-MS: m/z = 846 ([M+H] ⁺ )

(Synthesis of Compound C5) A mixture of compound IM3 (1.2 g), IM12 (1.5 g), piperidine (0.02 g), and ethanol (4 mL) was placed at 75 ° C in a 25 mL four-neck flask equipped with a cooling tube and a thermometer. Stir under 1 hour. The mixture was allowed to stand to cool to room temperature, and the precipitated crystals were removed by filtration. The obtained crystals were washed with ethanol to obtain 1.9 g of Compound C5 (yield: 80%). The reaction formula is as follows. LC-MS: m/z = 569 ([M+H] ⁺ )

[Chemical Formula 22]

<Comparative Production Example (Comparative Example Compound)>

[Chemical Formula 23]

(Synthesis of Comparative Compound Z1) The synthesis was carried out in exactly the same manner as in the method of JP-A-2011-184414, and Comparative Compound Z1 was obtained.

(Synthesis of Comparative Example Compound Z2) The synthesis was carried out in the same manner as in the method of JP-A-2014-194508, to obtain a comparative example compound Z2.

(Synthesis of Comparative Compound Z3)

The synthesis was carried out in exactly the same manner as in the method disclosed in Japanese Patent Laid-Open Publication No. 2009-067973, and the comparative compound Z3 was obtained. (Synthesis of Comparative Compound Z4) The synthesis was carried out in exactly the same manner as in the method of US Pat. No. 2,986,528, to obtain Comparative Compound Z4.

The compounds obtained in the respective Production Examples were subjected to the following evaluations. The results are shown in Table 2. <Spectroscopic characteristic test> The absorption spectrum of each compound in chloroform was measured, and the maximum absorption wavelength (λmax) and the gram extinction coefficient at 400 nm were measured, and evaluated according to the following criteria. Measuring machine: UV-Vis spectrophotometer V-560 A manufactured by JASCO Corporation: gram absorption coefficient above 30 B: gram absorption coefficient above 20 and below 30 C: gram absorption coefficient above 10 and below 20 D: gram low absorption coefficient At 10

<Light resistance test> A light resistance test was performed on a part of the compound obtained in the production example and the comparative production example. 10 mg of each compound was melted in 5 mL of a 8 wt% toluene solution of polymethacrylate, and coated on a glass substrate by a spin coating method and dried to prepare a film having a film thickness of 1.5 μm. The produced film was continuously irradiated with a xenon lamp (142 klux) for 96 hours, and the film penetration rate before the irradiation (0 time) and after the irradiation was measured by a spectrophotometer, and the residual ratio of the dye was measured according to the following formula (1). Residual rate of pigment (%) = {(1-T ₁ ) / (1-T ₀ )} × 100 (1) [Where T ₀ is the transmittance before the xenon lamp irradiation, and T ₁ is the penetration after the xenon lamp irradiation Rate, T ₀ and T ₁ are 0~1. Further, the "transmission ratio" indicates the transmittance at the maximum absorption wavelength of each compound, and the higher the residual ratio of the dye, the more difficult it is to decompose by light, that is, the light resistance is high. The light resistance was evaluated according to the following criteria. A: The residual ratio of the pigment is 65% or more. B: The residual ratio of the dye is 40% or more and less than 65%. C: The residual ratio of the dye is 10% or more and less than 40%. D: The residual ratio of the pigment is less than 10%.

<Heat resistance> For the part of the compound obtained in the production example and the comparative production example, the weight loss due to thermal decomposition was measured using the Shimadzu Corporation's thermogravimetric measuring device TGA-50 according to the following measurement conditions, starting from the initial weight. The temperature at which the reduction was 1% was measured as the decomposition starting temperature. (Measurement conditions) The measurement was carried out under the conditions of a sample amount of 5 mg, a temperature increase rate of 10 ° C/min (maximum reaching temperature of 400 ° C), a nitrogen atmosphere, and a flow rate of 10 mL/min. The heat resistance was evaluated from the decomposition starting temperature according to the following criteria. A: above 250 °C B: above 210 °C and below 250 °C C: below 210 °C

<Solubility Test> For a part of the compound obtained in the production example and the comparative production example, the solubility of toluene, methyl ethyl ketone (MEK), and propylene glycol monomethyl ether acetate (PGMEA) at 20 ° C was measured by the following method (% by weight) ). Each compound was weighed in a glass test tube, mixed with a solvent, and dissolved by stirring at 20 ° C. The state of the solution was visually observed, and the soluble weight concentration was evaluated. A: dissolved in 3% by weight or more B: dissolved in 1% by weight or more and less than 3% by weight C: less than 1% by weight or undissolved

[Table 2]

From the above results, it was found that the compounds C1 to C5 produced in the respective production examples had a maximum absorption wavelength in the vicinity of 400 nm and a high gram absorption coefficient at 400 nm. These compounds are effective for absorbing light in the vicinity of 400 nm. The solubility of the compounds C1 to C5 in an organic solvent is good. Moreover, the durability of these compounds is also good. For example, the compounds C1 to C2 are excellent in light resistance, solubility, and heat resistance.

Production Example 3 (Preparation of Acrylic Adhesive Composition (a)) In 76 parts by weight of 2-ethylhexyl acrylate (2EHA), 18 parts by weight of N-vinyl-2-pyrrolidone (NVP), and acrylic acid 1-hydroxycyclohexyl phenyl ketone as a photopolymerization initiator (trade name: IRGACURE 184, absorbing at a wavelength of 200 to 370 nm) in a monomer mixture composed of 16 parts by weight of 2-hydroxyethyl ester (HEA) Belt, manufactured by BASF Corporation, 0.035 parts by weight, 2,2-dimethoxy-1,2-diphenylethan-1-one (trade name: IRGACURE 651, with absorption band at a wavelength of 200 to 380 nm, manufactured by BASF Corporation 0.035 parts by weight, and then irradiated the outer line to the viscosity (measurement condition: BH viscometer No. 5 rotor, 10 rpm, measurement temperature 30 ° C) to about 20 Pa·s, and obtained a part of the above monomer component which has been polymerized Polymer composition (polymerization rate: 9%). Next, 0.080 parts by weight of hexanediol diacrylate (HDDA) and 0.3 parts by weight of a decane coupling agent (trade name: KBM-403, manufactured by Shin-Etsu Chemical Co., Ltd.) were added to the prepolymer composition and mixed. An acrylic adhesive composition (a) was obtained.

(Manufacture of Adhesive Composition (A1)) The acrylic pressure-sensitive adhesive composition (a) obtained in Production Example 3 (100 parts by weight of the monomer component forming the acrylic polymer) was dissolved in butyl acrylate. And the solid component is 15% 2,4-bis[{4-(4-ethylhexyloxy)-4-hydroxy}-phenyl]-6-(4-methoxyphenyl)-1, 3,5-three (trade name: Tinosorb S, "ultraviolet absorber (b1)" in Table 3, absorption wavelength maximum absorption wavelength: 346 nm, manufactured by BASF Ciba) 0.8 parts by weight (solid content weight), and double (2, 4 , 6-trimethyl benzhydryl)-phenylphosphine oxide (trade name: IRGACURE 819, having an absorption band at a wavelength of 200 to 450 nm, manufactured by BASF Ciba) 0.3 parts by weight, and stirred to obtain adhesion Composition (A1).

(Manufacture of Adhesive Layer (A1)) The adhesive composition (A1) was applied to the surface of the release-treated film in a release film after the thickness of the adhesive layer was 100 μm, followed by adhesion. The surface of the composition layer is attached to the release film. Subsequently, ultraviolet irradiation was carried out under the conditions of illuminance: 6.5 mW/cm ² , light amount: 2000 mJ/cm ² , and peak wavelength: 350 nm, and the adhesive composition layer was photohardened to form an adhesive layer (A1). The amount of the ultraviolet absorber added was 0.8% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (A1).

Production Example 4 (Production of Adhesive Composition (B1)) In a separable flask equipped with a thermometer, a stirrer, a reflux cooling tube, and a nitrogen introduction tube, 95 parts by weight of butyl acrylate and 5 parts by weight of acrylic acid were charged as a polymerization. 0.2 part by weight of azobisisobutyronitrile and 233 parts by weight of ethyl acetate of the initiator were passed through a nitrogen gas, and the mixture was purged with nitrogen for about 1 hour while stirring. Then, the beaker was heated to 60 ° C and reacted for 7 hours to obtain an acrylic polymer having a weight average molecular weight (Mw) of 1.1 million. To the above-mentioned acrylic polymer solution (solid content: 100 parts by weight), trimethylolpropane toluene diisocyanate (trade name: CORONATE L, manufactured by Japan Polyurethane Industry Co., Ltd.) as an isocyanate crosslinking agent was added. An adhesive composition (solution) was prepared in an amount of 0.1 part by weight based on parts by weight of a decane coupling agent (trade name: KBM-403, manufactured by Shin-Etsu Chemical Co., Ltd.).

(Manufacture of Adhesive Layer (B1)) The above-mentioned adhesive composition was applied to a separator having a thickness of 38 μm (a polyethylene terephthalate film having a surface-treated surface) so as to have a thickness of 15 μm after drying ( B1: solution), and dried at 100 ° C for 3 minutes to remove the solvent to obtain an adhesive layer. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, this adhesive layer is referred to as "adhesive layer (B1)". Further, another release film is attached to the exposed surface of the adhesive layer.

Production Example 5 (Production of Adhesive Layer (B2)) The coating in the production of the adhesive layer (B1) of Production Example 4 was carried out in the same manner as in Production Example 4 except that the coating was dried to a thickness of 20 μm. Adhesive layer. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, this adhesive layer is referred to as "adhesive layer (B2)".

Example 1 (Manufacture of Adhesive Composition (A1-1)) In the production of the adhesive composition (A1) of Production Example 3, bis(2,4,6-trimethylbenzylidene)- The amount of the phenylphosphine oxide (trade name: IRGACURE 819, manufactured by BASF Ciba) was changed to 0.6 parts by weight, and the pigment compound (C5) obtained in Production Example 2 was further directly added. "The maximum absorption wavelength of the absorption spectrum: 394 nm, The adhesive composition (A1-1) was obtained in the same manner as in Production Example 3 except that the full width of the half width of 48.5 nm and 0.48 parts by weight (solid component weight) was stirred.

(Manufacture of Adhesive Layer (A1-1)) The adhesive composition (A1-1) was applied to the release-treated film surface of the release film by a thickness of 100 μm after the adhesive layer was formed. Otherwise, an adhesive layer (A1-1) was formed in the same manner as in Production Example 1. The amount of the ultraviolet absorber added was 0.8% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (A1-1), and the amount of the pigment compound (C5) added was 0.48% by weight.

Example 2 (Manufacture of Adhesive Composition (A1‐2)) In the manufacture of the adhesive composition (A1) of Production Example 3, the ultraviolet absorber was replaced with 2‐(2H-benzotriazole-2‐ Base)‐6‐(1‐methyl‐1‐phenylethyl)‐4‐(1,1,3,3‐tetramethylbutyl)phenol (trade name: Tinuvin 928, “UV in Table 3” Absorbent b2", absorption spectrum maximum absorption wavelength: 349 nm, manufactured by BASF Ciba) 1.0 part by weight (solid component weight), and bis(2,4,6-trimethylbenzylidene)-phenyl The addition amount of the phosphine oxide (trade name: IRGACURE 819, manufactured by BASF Ciba) was changed to 0.6 part by weight, and 0.5 part by weight (solid component weight) of the pigment compound (C5) obtained in Production Example 2 was further directly added and stirred. Further, in the same manner as in Production Example 3, an adhesive composition (A1 - 2) was obtained.

(Manufacture of Adhesive Layer (A1 - 2)) The adhesive composition (A1 - 2) was applied to the surface of the release film which was peeled off by a thickness of 175 μm after the adhesive layer was formed. Otherwise, an adhesive layer (A1 - 2) was formed in the same manner as in Production Example 1. The amount of the ultraviolet absorber added was 1.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (A1-2), and the amount of the pigment compound (C5) added was 0.50% by weight.

Example 3 (Production of Adhesive Composition (B1‐1)) In the production of the adhesive composition (B1) of Production Example 4, an isocyanate crosslinking agent, a decane coupling agent, and 2 as an ultraviolet absorber were used. 2',4,4'-tetrahydroxydiphenyl ketone (trade name: Seesorb 106, "ultraviolet absorber b3" in Table 3, maximum absorption wavelength of absorption spectrum: 348 nm, manufactured by SHIPRO Chemical Co., Ltd.) 3.0 parts by weight (The solid content weight) was added together with the above-mentioned acrylic polymer solution (100 parts by weight of solid content), and the pigment compound (C1) obtained in Production Example 2 was added, "maximum absorption wavelength: 393 nm, full width at half width 49.5 nm", 3.0 weight. The adhesive composition (solution) was prepared in the same manner as in Production Example 4 except for the weight (solid content).

(Manufacture of Adhesive Layer (B1‐1)) The above-mentioned adhesive composition was applied to a separator having a thickness of 38 μm (a polyethylene terephthalate film having a surface-treated surface) so as to have a thickness of 15 μm after drying. (B1 -1: solution), and dried at 100 ° C for 3 minutes to remove the solvent to obtain an adhesive layer. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, this adhesive layer is referred to as "adhesive layer (B1-1)". The amount of the ultraviolet absorber added was 3.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (B1-1), and the amount of the dye compound (C1) added was 3.0% by weight.

Example 4 (Production of Adhesive Composition (B1-2)) In the production of the adhesive composition (B1-1) of Example 3, the pigment compound (C2) obtained in Production Example 2 was used instead. The adhesive composition (solution) was prepared in the same manner as in Example 3 except that the dye compound (C1) obtained in Production Example 2 was used instead of the dye compound (C1) having a wavelength of 393 nm and a full width of 49.5 nm.

(Manufacturing of Adhesive Layer (B1-2)) The adhesive composition (solution) was used, and an adhesive layer was formed in the same manner as in Example 3 except that the thickness was 20 μm after drying. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, the adhesive layer is referred to as "adhesive layer (B1 - 2)". The amount of the ultraviolet absorber added was 3.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (B1-2), and the amount of the dye compound (C2) added was 3.0% by weight.

Example 5 (Production of Adhesive Composition (B1‐3)) In the production of the adhesive composition (B1-1) of Example 3, the ultraviolet absorber (b3) was not added, and Example 3 Modifies the adhesive composition (solution) in the same manner.

(Manufacturing of Adhesive Layer (B1-3)) The adhesive composition (solution) was used, and an adhesive layer was formed in the same manner as in Example 3 except that the thickness was 20 μm after drying. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, this adhesive layer is referred to as "adhesive layer (B2-2)". The amount of the dye compound (C2) added was 3.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (B1-3).

Comparative Example 2 (Manufacture of Adhesive Composition (A1-3)) In the production of the adhesive composition (A1-1) of Example 1, the amount of the ultraviolet absorber b1 was changed to 1.0 part by weight, and The pigment compound (C6) ("BONASORB UA3911", the absorption spectrum of the chloroform solvent, the maximum absorption wavelength: 395 nm, half width of 48 nm, manufactured by ORIENT INDUSTRIAL CO., LTD.) 0.45 parts by weight of N-vinyl-2-pyrrolidone (NVP) The adhesive composition was prepared in the same manner as in Example 1 except that the pigment compound (C5) obtained in Production Example 2 was added in an amount of 6% by weight.

(Manufacture of Adhesive Layer (A1-3)) Further, an adhesive layer (A1-3) was formed in the same manner as in Example 1 using the adhesive composition. The amount of the ultraviolet absorber added was 1.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (A1-3), and the amount of the dye compound (C6) added was 0.45% by weight.

Comparative Example 3 (Manufacture of Adhesive Composition (B1-4)) In the production of the adhesive composition (B1-1) of Example 3, the amount of the ultraviolet absorber b3 used was changed to 2.0 parts by weight. The pigment compound (C6) ("BONASORB UA3911", the absorption spectrum of the chloroform solvent, the maximum absorption wavelength: 395 nm, half width of 48 nm, manufactured by ORIENT INDUSTRIAL CO., LTD.), 2.5 parts by weight, dissolved in N,N-dimethylformamide The adhesive compound was prepared in the same manner as in Example 3 except that the pigment compound (C1) obtained in Production Example 2 was added in an amount of 10% by weight, and the drying temperature was set to 100 ° C for 3 minutes and 155 ° C for 5 minutes. Composition.

(Manufacturing of Adhesive Layer (B1-4)) The adhesive composition (solution) was used, and an adhesive layer was formed in the same manner as in Example 3 except that the thickness was 20 μm after drying. Subsequently, it was heated at 50 ° C for 48 hours for crosslinking treatment. Hereinafter, the adhesive layer is referred to as "adhesive layer (B1 - 4)". The amount of the ultraviolet absorber added was 2.0% by weight based on the weight of the acrylic polymer (100% by weight) in the adhesive layer (B1-4), and the amount of the dye compound (C6) added was 2.5% by weight.

(Evaluation) The adhesive layers obtained in Examples 1 to 5 and Comparative Examples 2 to 3 were subjected to the following evaluations. The results are shown in Tables 3 and 4. In Comparative Example 1, the adhesive layer (A1) obtained in Production Example 3 was used for evaluation.

<Measurement of Transmittance and Hue: Initial 値> The release film of the adhesive layer obtained in the examples and the comparative examples was peeled off and bonded to a glass slide (trade name: white polishing No. 1, thickness: 0.8 to 1.0 mm) , the total light transmittance: 92%, haze: 0.2%, Songlang nitrocellulose industry (shares) system. The release film on the other side was peeled off, and the film was bonded to the glass slide, and subjected to autoclaving (50 ° C, 0.5 MPa, 15 minutes) to prepare a layer structure having a slide glass/adhesive layer/slide glass. Test piece. The prepared test piece was measured by a spectrophotometer (product name: U4100, manufactured by Hitachi High-Tech Co., Ltd.). The transmittance of the wavelength range of 350 nm to 780 nm was measured (measured in 380 nm, 400 nm, 420 nm, and 440 nm in Table 3), and the D65 source was measured by penetrating Y値 and penetrating hue (L ^* , a ^* , b ^* ). Hue at 2 degrees of viewing angle.

<Evaluation of Reliability> The test piece which had been initially measured in the above manner was placed in an oven at 85 ° C and 85% RH for 500 hours to carry out a heat resistance test. In the same manner, a test piece was placed in an ultraviolet fading tester (device name: UV FADE METER tester U48, manufactured by SUGA Test Machine Co., Ltd.), and the film was continuously irradiated for 100 hours to carry out a light resistance test. The test piece after the test was subjected to measurement of penetration Y値 and penetrating hue (L ^* , a ^* , b ^* ) in the same manner as in the initial measurement. The change ΔY of Y値 before and after the test was calculated, and the hue change ΔE ^{* was determined} to be acceptable (OK) with ΔY≦0.3 and ΔE ^* ≦1.0, and was also unacceptable (NG).

<Adhesiveness> A sheet having a length of 100 mm and a width of 20 mm was cut out from the adhesive layers obtained in the examples and the comparative examples. Next, the release film on one side of the adhesive layer was peeled off, and a PET film (trade name: LUMIRROR S-10, thickness: 25 μm, manufactured by Toray Industries, Inc.) was attached. Next, the release film on the other side was peeled off, and the glass plate (trade name: soda lime glass ♯0050, manufactured by Songlang Glass Industry Co., Ltd.) as a test plate was pressed with a 2 kg roll back and forth under pressure conditions. A sample composed of a test plate/adhesive layer/PET film was prepared. The obtained sample was subjected to autoclave treatment (50 ° C, 0.5 MPa, 15 minutes), and then left to stand in an environment of 23 ° C and 50% R.H. for 30 minutes. After standing and cooling, a tensile tester (device name: Autograph AG-IS, manufactured by Shimadzu Corporation) was used, and according to JIS Z0237, at a tensile speed of 300 mm/min under an environment of 23 ° C and 50% RH, The adhesive sheet (adhesive layer/PET film) was peeled off from the test plate under the condition of a peeling angle of 180°, and a 180° stretch peeling force (N/20 mm) was measured.

<Total Light Transmittance, Haze> The release film on one side was peeled off from the adhesive layer obtained in the examples and the comparative examples, and bonded to a glass slide (trade name: white polishing No. 1, thickness: 0.8 to 1.0 mm) , the total light transmittance: 92%, haze: 0.2%, Songlang nitrocellulose industry (shares) system. Further, another release film was peeled off to prepare a test piece having a layer structure of the adhesive layer (A)/slide. The total light transmittance and haze 可见光 of the visible light region of the test piece were measured using a haze meter (device name: HM-150, manufactured by Murakami Color Research Laboratory Co., Ltd.).

[table 3]

[Table 4]

A polarizing film with an adhesive layer was prepared and evaluated.

(Cycloolefin polymer film (G)) A cycloolefin polymer film (trade name: ZEONOR film, manufactured by Japan ZEON Co., Ltd.) having a thickness of 25 μm was used.

(Manufacture of polarizer (P1)) A polarizing member composed of an extended polyvinyl alcohol film having a thickness of 5 μm which was impregnated with iodine was used. The polarizing member (or the polarizing film to which the protective film has been attached) has a monomer transmittance Y値 of 42.4% and a degree of polarization of 99.995.

(Acrylic Resin Film (E)) The resin pellets composed of 100 parts by weight of the ruthenium iodide resin described in Production Example 1 of JP-A-2010-284840 were dried at 100.5 kPa and 100 ° C for 12 hours. The uniaxial extruder was extruded from a T die at a die temperature of 270 ° C to form a film (thickness 80 μm). Further, the film was stretched in an environment of 150 ° C in its transport direction (thickness: 40 μm), and then extended in an environment perpendicular to the film transport direction at 150 ° C to obtain an acrylic resin film having a thickness of 20 μm.

(Retardation film (H)) A polycarbonate film (NRF) manufactured by Nitto Denko Corporation and in-plane retardation Re (550): 135 nm) was used.

Comparative Example 4 Tool having adhesive layer (A1) / cycloolefin polymer film (G) / polarizing member (P1) / acrylic resin film (E) / adhesive layer (B1: interlayer adhesive layer) / phase difference A polarizing film with an adhesive layer of the structure of the film (H)/adhesive layer (B2). The adhesive layer (A1) was produced by the production example 3. The adhesive layer (B1) was produced by the production example 4. The adhesive layer (B2) was produced by the production example 5. When a polarizing film with an adhesive layer is produced, the respective films are bonded through the respective adhesive layers. Further, the cycloolefin polymer film (G) and the acrylic resin film (E) on both sides of the polarizer (P1) were bonded together using a polyvinyl alcohol-based adhesive. The obtained polarizing film with an adhesive layer can be used as an optical laminate for an organic EL display device, the adhesive layer (A1) corresponds to the viewing side, and the adhesive layer (B2) corresponds to the organic EL panel side.

[Example 6] In Comparative Example 4, an adhesive layer (A1-1) produced in Example 1 was used instead of the adhesive layer (A1), and an adhesive was prepared in the same manner as in Comparative Example 4. Layer (A1-1)/cycloolefin polymer film (G)/polarizer/acrylic resin film (E)/adhesive layer (B1)/phase difference film (H)/adhesive layer (B2) A polarizing film with an adhesive layer.

[Example 7] In Comparative Example 4, the adhesive layer (B1-2) produced in Example 4 was used instead of the adhesive layer (B2), and in the same manner as in Comparative Example 4, the adhesive was produced. Composition of agent layer (A1)/cycloolefin polymer film (G)/polarizer/acrylic resin film (E)/adhesive layer (B1)/phase difference film (H)/adhesive layer (B1-2) A polarizing film with an adhesive layer.

Example 8 In Comparative Example 4, the adhesive layer (A1-1) produced in Example 1 was used instead of the adhesive layer (A1), and a protective film (D-1) with a surface treatment layer was used instead of the ring. A protective film (D-1)/polarizer (P1) having an adhesive layer (A1-1)/surface-treated layer was prepared in the same manner as in Comparative Example 4 except for the olefin polymer film (G). A polarizing film with an adhesive layer of a structure of an acrylic resin film (E)/adhesive layer (B1)/phase difference film (H)/adhesive layer (B2).

Further, the protective film (D-1) with a surface treatment layer is as follows. The protective film (D-1) having a surface-treated layer is bonded to each other by a polyvinyl alcohol-based adhesive so that the base film A side is in contact with the polarizer (P1).

(Production of the base film A) 100 parts by weight of the ruthenium iodide resin described in Production Example 1 of JP-A-2010-284840, and 6,6',6''-(1,3,5 -three -2,4,6-triyl) ginseng (3-hexyloxy-2-methylphenol) (trade name: LA-F70, "ultraviolet absorber (b4)" in Table 1, maximum absorption of absorption spectrum Wavelength: 357 nm, manufactured by ADEKA, 0.65 parts by weight, and mixed at 220 ° C in a 2-axis kneader to prepare resin pellets. The obtained resin pellet was dried at 100.5 kPa and 100 ° C for 12 hours, extruded from a T die at a die temperature of 270 ° C in a uniaxial extruder, and formed into a film shape (thickness: 160 μm). Further, the film was stretched in an environment of 150 ° C in the transport direction (thickness: 80 μm), and then stretched in an environment perpendicular to the film transport direction at 150 ° C to obtain a substrate film A having a thickness of 40 μm (( Methyl) acrylic resin film). The obtained base film A had a light transmittance of 7% at a wavelength of 380 nm, a light transmittance of 68% at a wavelength of 400 nm, a light transmittance of 90% at 420 nm, and a light transmittance of 91% at 440 nm.

(Preparation of the protective film (D-1) with a surface treatment layer) containing 13 parts of isomeric isocyanurate, 16 parts of pentaerythritol triacrylate, 62 parts of dipentaerythritol hexaacrylate, And isophorone diisocyanate polyurethane 9 parts of ultraviolet curable resin (trade name: UNIDIC 17-806, solid content: 80%, solvent: butyl acetate, DIC (manufactured by DIC)), 100 parts, mixed 3.0 parts by weight of the pigment compound (C2) obtained in Production Example 2, a leveling agent (trade name: GRANDIC PC-4100, manufactured by DIC Co., Ltd.), 5 parts, and a double (2,4,6-trimethyl) as a photopolymerization initiator. 5 parts by weight of benzyl benzhydryl)-phenylphosphine oxide (trade name: IRGACURE 819, having an absorption band at a wavelength of 200 to 450 nm, manufactured by BASF Ciba), diluted with methyl isobutyl ketone to form a solid component The concentration became 50%, and a composition for forming a hard coat layer was prepared. The coating layer for forming a hard coat layer was applied onto the obtained base film A to form a coating layer, and the coating layer was heated at 120 ° C for 1 minute. The heated coating layer was irradiated with ultraviolet light having a cumulative light amount of 2000 mJ/cm ² in a nitrogen atmosphere under a nitrogen atmosphere to cure the coating layer to form a hard coat layer of 8 μm. The protective film (D-1) obtained with the surface treatment layer had a light transmittance of 0.2% at a wavelength of 380 nm, a light transmittance of 3.0% at a wavelength of 400 nm, a light transmittance of 420 nm of 65%, and a light penetration of 440 nm. The penetration rate was 89%, and the amount of the pigment compound (C2) added was 0.5% by weight based on the total weight (100% by weight) of the protective film (D-1) with the surface treatment layer.

Example 9 In Comparative Example 4, an acrylic resin film (E-1) shown below was used instead of the acrylic resin film (E), and the adhesive layer (B1-1) produced in Example 3 was used. In the same manner as in Comparative Example 4, except that the adhesive layer (B1) was used, an adhesive layer (A1) / a cycloolefin polymer film (G) / a polarizing member (P1) / an acrylic resin was produced. A polarizing film with an adhesive layer of a structure of a film (E-1)/adhesive layer (B1-1)/phase difference film (H)/adhesive layer (B2).

The acrylic resin film (E-1) is as follows.

(Production of Acrylic Resin Film (E-1)) 100 parts by weight of the oxime imidized MS resin described in Production Example 1 of JP-A-2010-284840 was dissolved in dichloromethane to prepare 12% by weight. A dope solution. 1.2 parts by weight of the dye compound (C1) obtained in Production Example 2 was added to prepare an acrylic resin solution. Then, the acrylic resin solution was applied to a glass plate to which a release treatment was applied so as to have a thickness of 40 μm after drying, and dried at 60 ° C for 2 minutes and then at 100 ° C for 3 minutes to remove the solvent. Acrylic resin film (E-1) having a thickness of 40 μm. The obtained acrylic resin film (E-1) had a light transmittance of 0.2% at a wavelength of 380 nm, a light transmittance of 1.2% at a wavelength of 400 nm, a light transmittance of 59% at 420 nm, and a light transmittance of 440 nm. 89%. The amount of the dye compound (C1) added was 1.2% by weight based on the weight of the base polymer (100% by weight) in the acrylic resin film (E-1).

Example 10 In Comparative Example 4, the cellulose triacetate film (F-1) shown below was used instead of the acrylic resin film (E), and the adhesive layer (B1-2) produced in Example 4 was used. In place of the adhesive layer (B2), an adhesive layer (A1) / cycloolefin polymer film (G) / polarizing member (P1) / triacetate was produced in the same manner as in Comparative Example 4. A polarizing film with an adhesive layer of a structure of a film (F-1)/adhesive layer (B1)/phase difference film (H)/adhesive layer (B1-2).

The cellulose triacetate film (F-1) is as follows.

(Preparation of cellulose triacetate film (F-1)) 100 parts by weight of a cellulose triacetate film (trade name: KC4UY, manufactured by Konica Minolta Co., Ltd.) having a UV absorption energy of 40 μm was dissolved in dichloromethane: In the mixed solvent in which the weight ratio of n-butanol = 80:15:5 was adjusted, the solution was prepared so that the solid content became 20% by weight, and 1.0 part by weight of the dye compound (C5) obtained in Production Example 2 was further added. A cellulose triacetate solution was prepared. The solution was applied to a glass plate to which a release treatment was applied after drying to a thickness of 20 μm, and dried at 80 ° C for 3 minutes and then at 120 ° C for 3 minutes to remove the solvent and peeled off from the glass plate. Thus, a cellulose triacetate film (F1) having a thickness of 20 μm was obtained. The obtained cellulose triacetate film (F-1) has a light transmittance of 0.2% at a wavelength of 380 nm, a light transmittance of 8.8% at a wavelength of 400 nm, a light transmittance of 64% at 420 nm, and a light transmittance of 440 nm. It is 90%. The amount of the pigment compound (C5) added was 1.0% by weight based on the weight of the base polymer (100% by weight) in the cellulose triacetate film (F-1).

Example 11 In Comparative Example 4, the adhesive layer (A1-1) produced in Example 1 was used instead of the adhesive layer (A1), and the protective film with the surface treatment layer prepared in Example 8 was used (D- 1) Instead of the cycloolefin polymer film (G), the following cyclic olefin polymer film (G-1) was used instead of the acrylic resin film (E), and the following adhesive layer (B3-1) was used. In place of the adhesive layer (B1), a protective film (D-1)/polarizer (P1) having an adhesive layer (A1-1)/surface-treated layer was prepared in the same manner as in Comparative Example 4. / Polarizing film with an adhesive layer of a structure of a cycloolefin polymer film (G-1) / an adhesive layer (B3-1) / a retardation film (H) / an adhesive layer (B2).

The cycloolefin polymer film (G-1) and the adhesive layer (B3-1) are as follows. The protective film (D1) with a surface treatment layer was bonded together with a polyvinyl alcohol-based adhesive so that the base film A side contacted the polarizer (P1).

(Preparation of a cycloolefin polymer film (G-1)) As a material resin, a cycloolefin polymer (hydrogenated product of a ring-opening polymer of a decene-based monomer, trade name "ZEONOR 1420R", manufactured by Japan ZEON Co., Ltd.) was prepared. The particles having a glass transition temperature (Tg) of 136 ° C were dried at 100.5 kPa and 100 ° C for 12 hours. 1.5 parts by weight of the pigment compound (C2) obtained in Production Example 2 was added to the weight of the resin (100 parts by weight), and a T-die type film melt extrusion molding machine was used at a die temperature of 260 ° C in a uniaxial extruder to obtain a thickness. 20 μm cycloolefin polymer resin film (G1). The obtained cycloolefin polymer resin film (G1) has a light transmittance of 2.5% at a wavelength of 380 nm, a light transmittance of 18% at a wavelength of 400 nm, a light transmittance of 75% at 420 nm, and a light transmittance of 440 nm. 91%. The amount of the pigment compound (C2) added was 1.5% by weight based on the weight of the base polymer (100% by weight) in the cycloolefin polymer film (G-1).

(Manufacture of Adhesive Composition (B3-1)) A styrene-ethylene-propylene-styrene block copolymer (SEPS, trade name: SEPTON 2063, styrene content: 13 as a rubber-based polymer) was blended. 100 parts by weight of a hydrogenated terpene phenol (trade name: YS POLYSTER TH130, softening point: 130 ° C, hydroxyl number: 60, manufactured by YASUHARA CHEMICAL Co., Ltd.), which is 100 parts by weight of Kuraray Co., Ltd. A petroleum-based adhesion-imparting agent (trade name: Piccolastic A5, vinyl toluene-based adhesion-imparting agent, softening point: 5 ° C, manufactured by Eastman Kodak Co., Ltd.), 61.7 parts, and polybutene as a softening agent (trade name: HV-300) , weight average molecular weight: 3000, JX Nippon Rock Energy Co., Ltd.) 21.3 parts of a toluene solution (adhesive solution) was formulated to have a solid content of 30% by weight, and 2.0 parts by weight of the pigment compound obtained in Production Example 2 was added ( C1), an adhesive composition (B3-1: solution) was prepared.

(Manufacture of Adhesive Layer (B3-1)) The above-mentioned adhesive composition was applied to a separator having a thickness of 38 μm (a polyethylene terephthalate film having a surface-treated surface) so as to have a thickness of 15 μm after drying. (B2-1: solution), and dried at 120 ° C for 3 minutes to remove the solvent to obtain an adhesive layer. Hereinafter, this adhesive layer is referred to as "adhesive layer (B3-1)". The amount of the pigment compound (C1) added was 2.0% by weight based on the weight of the rubber-based polymer (100% by weight) in the adhesive layer (B3-1).

Example 12 In Comparative Example 4, a retardation film (H-1) shown below was used instead of the retardation film (H), and the adhesive layer (B1-2) produced in Example 4 was used. An adhesive layer (A1) / cycloolefin polymer film (G) / polarizing member (P1) / acrylic resin film was produced in the same manner as in Comparative Example 4 except for the adhesive layer (B2). E) / Adhesive layer (B1) / retardation film (H-1) / adhesive layer (B1-2) structure of the adhesive layer of the adhesive film.

The retardation film (H-1) is as follows.

(Preparation of retardation film (H-1)) 10.2 parts by weight of isosorbide (ISB) and 100.5 parts by weight of 9,9-[4-(2-hydroxyethoxy)phenyl]indole (BHEPF), 10.7 parts by weight of 1,4-cyclohexanedimethanol (1,4-CHDM), 105.1 parts by weight of diphenyl carbonate (DPC), and 0.591 parts by weight of cesium carbonate (0.2% by weight aqueous solution) as a catalyst. In the vessel, in the nitrogen atmosphere, as the first step of the reaction, the temperature of the heat medium in the reaction vessel was set to 150 ° C, and the mixture was stirred for about 15 minutes as needed to dissolve the raw material. Next, the pressure in the reaction vessel was set from normal pressure to 13.3 kPa, and the temperature of the heat medium in the reaction vessel was raised to 190 ° C in 1 hour while the generated phenol was taken out of the reaction vessel. After maintaining the temperature in the reaction vessel at 190 ° C for 15 minutes, the second step was to set the pressure in the reaction vessel to 6.67 kPa, and the temperature of the heat medium in the reaction vessel was raised to 230 ° C in 15 minutes, and the resulting The phenol is taken out of the reaction vessel. The stirring torque of the stirrer was increased, so that the temperature was raised to 250 ° C in 8 minutes, and the pressure in the reaction vessel was reduced to 0.200 kPa or less in order to remove the generated phenol. After reaching the predetermined stirring torque, the reaction is completed, the resulting reactant is extruded into water, and then granulated to obtain BHEPF/ISB/1,4-CHDM=47.4 mol%/37.1 mol%/15.5 mo Ear% polycarbonate resin. The obtained polycarbonate resin had a glass transition temperature of 136.6 ° C and a reduced viscosity of 0.395 dL / g. After the obtained polycarbonate resin was vacuum dried at 80 ° C for 5 hours, 1.0 part by weight of the pigment compound (C2) was added with respect to the weight of the resin (100 parts by weight), and a T was used in a uniaxial extruder at a die temperature of 220 ° C. A polycarbonate film of a thickness of 120 μm was produced by a die-type film melt extrusion molding machine. The obtained polycarbonate resin film was laterally stretched using a tenter tenter to obtain a retardation film (H-1) having a thickness of 50 μm. At this time, the stretching ratio was 250%, and the stretching temperature was set to 137 to 139 °C. The Re(550) of the obtained retardation film (H1) was 137 to 147 nm, and Δnxy was 0.0027 to 0.0029. The amount of the pigment compound (C2) added was 1.0% by weight based on the weight of the base polymer (100% by weight) in the retardation film (H-1).

(Evaluation) The polarizing films of the adhesive layers obtained in Examples 6 to 12 and Comparative Example 4 were evaluated as follows. The evaluation was carried out in the following manner. The results are shown in Tables 5 and 6.

<Transmission rate and hue measurement of polarizing film with adhesive layer: initial 値> The release film of the polarizing film with the adhesive layer obtained in the examples and the comparative examples was peeled off and bonded to a glass slide (trade name: white) Grinding No. 1, thickness: 0.8~1.0mm, total light transmittance: 92%, haze: 0.2%, Songlang Glass Industry Co., Ltd.). The release film on the other side was peeled off, and the film was bonded to the glass slide, and autoclaved (50 ° C, 0.5 MPa, 15 minutes) to prepare a polarizing film/slide with a slide/adhesive layer. A test piece of the layer structure. In the test piece, the test piece is placed on the side of the adhesive layer (B1 side) of the organic EL display panel, and the test piece is mounted on the measuring instrument, and the automatic polarizing film measuring device (product name: V7100, manufactured by JASCO Corporation) Determination. The transmittance in the wavelength range of 380 nm to 780 nm (measured in 380 nm, 400 nm, 420 nm, and 440 nm in Table 5), monomer Y値, and monomer hue (L ^* , a ^* , b ^* ) were measured.

<Evaluation of Reliability> The test piece which had been initially measured in the above manner was placed in an oven at 85 ° C for 500 hours to carry out a heat resistance test. In the same manner, a test piece was placed in an ultraviolet fading tester (device name: UV FADE METER tester U48, manufactured by SUGA Test Machine Co., Ltd.), and the ultraviolet light was irradiated from the side of the viewing adhesive layer side (A1 side) to continuously irradiate. The light resistance test was carried out for 100 hours. The test piece after the test was subjected to measurement of monomer Y値 and monomer hue (L ^* , a ^* , b ^* ) in the same manner as in the initial measurement. The change ΔY of the monomer Y 前后 before and after the test was calculated, and the single color hue change ΔE ^{* was determined} to be acceptable (OK) with ΔY ≦ 0.5 and ΔE ^* ≦ 1.0, and was also unacceptable (NG).

[table 5]

[Table 6]

The transparent conductive film was produced and evaluated as follows.

Comparative Example 5 (Cycloolefin polymer film (Z1)) A cycloolefin polymer film (Z1) (COP film, manufactured by Zeon Corporation, "ZEONOR ZF16") having a thickness of 40 μm was prepared as a long transparent substrate.

(Formation of the anti-caking layer) 0.07 parts by weight of a 3 μm-diameter multiparticle was added to 100 parts by weight of the solid component of the ultraviolet curable hard coat resin (trade name "UNIDIC (registered trademark) RS29-120") (product name "SSX105" manufactured by Sekisui Resin Co., Ltd.) was diluted with ethyl acetate so that the solid content concentration was 30% by weight to prepare an anti-caking layer-forming composition. The composition was applied onto one surface of the cycloolefin polymer film (Z1), dried at 80 ° C for 1 minute, and then irradiated with an ultraviolet light (high pressure mercury lamp) having a cumulative light amount of 300 mJ/cm ² to form a COP film. On one side, an anti-caking layer (AB layer) having a film thickness of 1.5 μm was formed.

(Formation of hard coat layer (Y)) 100 parts by weight of an ultraviolet curable acrylic resin ("ELS888" manufactured by DIC Corporation), 2 parts by weight of a photopolymerization initiator ("Irgacure 184" manufactured by BASF Corporation), and ethyl acetate 160 The composition solution (Y) was prepared in parts by weight. Next, the composition solution (Y) was applied to the opposite surface of the surface of the cycloolefin polymer film (Z1) on which the anti-caking layer was formed, and dried at 80 ° C for 1 minute, and then irradiated with a cumulative light amount of 300 mJ. /cm ² of ultraviolet light (high pressure mercury lamp). Thereby, a hard coat layer having a thickness of 1.0 μm was formed on the surface of the cycloolefin polymer film (Z1).

(Formation of the refractive index adjusting layer (X)) 700 parts by weight of propylene glycol monomethyl ether was mixed with 100 parts by weight of a resin solution ("KZ7414" manufactured by JSR Corporation) containing an inorganic particle to prepare a composition solution (X). Next, the composition solution (X) was applied onto the hard coat layer (Y1), dried at 60 ° C for 1 minute, and then irradiated with an ultraviolet light (high pressure mercury lamp) having a cumulative light amount of 300 mJ/cm 2 . Thereby, a refractive index adjusting layer (X) having a thickness of 100 nm was formed on the hard coat layer.

(Formation of ITO Layer) Next, the laminated body of the refractive index adjusting layer (X) / hard coat layer (Y) / cycloolefin polymer film (Z1) / anti-caking layer structure obtained above is put into a coiling type splashing In the plating apparatus, an ITO layer (amorphous) having a thickness of 30 nm was formed on the upper surface of the refractive index adjusting layer (X1). Specifically, an ITO target composed of a sintered body of 97% by mass of indium oxide and 3% by mass of tin oxide was used in a vacuum environment in which 98% of argon gas and 2% of oxygen gas were introduced, and the refractive index was used. The adjustment layer (X1) is sputtered. In the above manner, a transparent conductive film of an ITO layer/refractive index adjusting layer (X)/hard coat layer (Y)/cycloolefin polymer film (Z1)/anti-caking layer structure was produced.

Example 13 An ITO layer/refractive index adjusting layer (X1) was produced in the same manner as in Comparative Example 5 except that the hard coat layer (Y-1) was changed in Comparative Example 5 instead of the hard coat layer (Y). / / Hard coating (Y-1) / cycloolefin polymer film (Z1) / anti-caking layer structure of transparent conductive film.

In the formation of the hard coat layer (Y), the hard coat layer (Y-1) is produced by adding 2 parts by weight to 100 parts by weight of an ultraviolet curable acrylic resin ("ELS888" manufactured by DIC Corporation). The composition solution (Y-1) prepared by the pigment compound (C2) obtained in Example 2 was subjected to the same operation as the formation of the hard coat layer (Y). The amount of the pigment compound (C2) added was 2.0% by weight based on the base polymer (100% by weight) in the hard coat layer (Y-1).

Example 14 An ITO layer/refractive index adjusting layer was produced in the same manner as in Comparative Example 5 except that the refractive index adjusting layer (X-1) was changed in Comparative Example 5 instead of the refractive index adjusting layer (X). (X-1)/hard coat layer (Y)/cycloolefin polymer film (Z1)/anti-caking layer structure transparent conductive film.

The refractive index adjusting layer (X-1) is formed by using the composition solution (X-1) instead of the composition solution (X) in the formation of the refractive index adjusting layer (X), which is contained in the inorganic particles. In 100 parts by weight of the resin solution ("KZ7412" manufactured by JSR Corporation), 700 parts by weight of propylene glycol monomethyl ether was mixed, and the pigment compound (C2) obtained in Production Example 2 was further divided into 5 in terms of solid resin formation in the resin solution. The same composition as the formation of the refractive index adjusting layer (X) was carried out except that the composition solution prepared by mixing was added in the form of parts by weight. The amount of the pigment compound (C2) added was 5.0% by weight based on the weight of the base polymer (100% by weight) in the refractive index adjusting layer (X-1).

Example 15 An ITO layer/refractive index adjusting layer was produced in the same manner as in Comparative Example 5 except that the refractive index adjusting layer (X-2) was changed in Comparative Example 5 instead of the refractive index adjusting layer (X). (X-2)/hard coat layer (Y)/cycloolefin polymer film (Z1)/anti-caking layer structure transparent conductive film.

The refractive index adjusting layer (X-2) is formed by using a composition solution (X-2) instead of the composition solution (X) in the formation of the refractive index adjusting layer (X), which is based on the inorganic particles. 700 parts by weight of propylene glycol monomethyl ether was mixed with 100 parts by weight of a resin solution ("TYZ68-A12" manufactured by Toyo Ink Co., Ltd.), and 2 parts by weight of the pigment compound (C2) obtained in Production Example 2 was used in the above resin solution. The composition of the composition in which the resin was solidified in an amount of 5 parts by weight was subjected to the same operation as the formation of the refractive index adjusting layer (X1). The amount of the dye compound (C2) added was 5.0% by weight based on the weight of the base polymer (100% by weight) in the refractive index adjusting layer (X-2).

Comparative Example 6 (Preparation of polyester film (Z2)) Polymerization was carried out by a conventional method from dimethyl terephthalate and ethylene glycol using ruthenium trioxide as a catalyst to obtain melt-polymerized polyethylene terephthalate. The obtained polyethylene terephthalate was vacuum dried at 160 ° C for 2 hours, and then placed in a film melt extrusion molding machine, melted at 290 ° C, extruded on a casting drum, and extended by A polyester film (Z2) having a thickness of 50 μm was obtained.

(Formation of Anti-Agglomeration Layer) An anti-caking layer (AB layer) having a film thickness of 1.5 μm was formed on one surface of the above-mentioned polyester film (Z2) in the same manner as in Comparative Example 5.

(Formation of crack prevention layer (Q)) 10 parts by weight of ADEKA FILTERA BUR-12A (made by Adeka Co., Ltd.) containing 0.001% by weight of rubber-modified epoxy resin (weight average molecular weight of epoxy resin skeleton portion: 2000) and 0.001 ADEKA FILTERA BUR-12B (manufactured by Adeka Co., Ltd.) was added as a lanthanide-based hardening accelerator, and 90 parts by weight of methyl isobutyl ketone was added to the mixture to prepare a composition solution in such a manner that the whole was 100 parts by weight. Q). The gelation time when the composition solution (Q) was heated at 170 ° C was 10 seconds. Next, the composition solution (Q) was applied to the opposite side of the surface of the above-mentioned polyester film (Z2) on which the above-mentioned anti-caking layer was formed, and dried at 195 ° C for 1 minute, whereby a crack of 30 nm in thickness was formed. The prevention layer (Q) is formed on the polyester film (Z2).

(Formation of ITO Layer) Next, the laminate of the crack preventing layer (Q)/polyester film (Z2)/anti-caking layer structure obtained above is put into a take-up sputtering apparatus, and the crack preventing layer (Y2) An ITO layer (amorphous) having a thickness of 30 nm was formed on the upper surface. Specifically, an ITO target composed of a sintered body of 97% by mass of indium oxide and 3% by mass of tin oxide was used in a vacuum environment in which argon gas of 98% and oxygen gas of 2% of gas pressure of 0.4 Pa was introduced, and crack prevention was prevented. The layer (Q) is sputtered. In the above manner, a transparent conductive film of an ITO layer/crack preventing layer (Q)/polyester film (Z2)/anti-caking layer structure was produced.

Example 16 In the same manner as in Comparative Example 6, except that the polyester film (Z2-1) was used instead of the polyester film (Z2), the ITO layer/crack prevention layer was produced in the same manner as in Comparative Example 6. Q) / Polyester film (Z2-1) / anti-caking layer structure of transparent conductive film.

The polyester film (Z2-1) is used by further adding 1 part by weight of the pigment compound obtained in Production Example 2 to 100 parts by weight of the obtained polyethylene terephthalate in the preparation of the polyester film (Z2) ( The composition of C2) was formed into a film, and the same operation as the preparation of the polyester film (Z2) was carried out. The amount of the pigment compound (C2) added was 1% by weight based on the weight of the base polymer (100% by weight) in the polyester film (Z2-1).

Example 17 An ITO layer/crack prevention layer (Q)/easy adhesion layer (R-1) was produced in the same manner as in Comparative Example 6, except that the easy-adhesion layer (R-1) was further provided in Comparative Example 6. ) / Polyester film (Z2) / anti-caking layer structure of transparent conductive film.

The easy adhesion layer (R-1) is set as follows. The composition for easily forming an adhesive layer (R-1) is a phthalic acid ester (a reaction product of phthalic acid/ethylene glycol/propylene glycol) or methacrylic acid with respect to 100 parts by weight. A resin formed of oxazoline, ethylene glycol, propylene glycol, and melamine was added to prepare a pigment compound (C2) obtained in Production Example 2 in an amount of 5 parts by weight. Next, the above-mentioned easy-adhesive composition (R-1) is applied to the opposite surface of the surface of the polyester film (Z2) on which the anti-caking layer has been formed, and dried at 195 ° C for 1 minute, thereby forming a thickness. 0.1 μm of easy adhesion layer (R-1). Next, the crack preventing layer (Y2) is placed on the easy-adhesion layer (R-1). The amount of the pigment compound (C2) added was 5% by weight based on the weight of the base polymer (100% by weight) in the easy-adhesion layer (R-1).

Example 18 An ITO layer/crack preventing layer (Q-1) was produced in the same manner as in Comparative Example 6 except that the crack preventing layer (Q-1) was formed in Comparative Example 6 instead of the crack preventing layer (Y2). ) / Polyester film (Z2) / anti-caking layer structure of transparent conductive film.

The crack prevention layer (Q-1) is formed by using the composition solution (Q-1) instead of the composition solution (Q-1) in the formation of the crack prevention layer (Q), which is relative to 100 parts by weight. In the rubber-modified epoxy resin, a composition solution prepared by preparing the pigment compound (C2) obtained in Production Example 2 was further added, and the thickness was further set to 70 nm, and the crack prevention layer (Q) was formed. The same operation.

(Evaluation) The transparent conductive films obtained in Examples 13 to 18 and Comparative Examples 5 and 6 were evaluated as follows. The evaluation was carried out in the following manner. The results are shown in Tables 4 and 5.

<Transmission Rate and Hue Measurement of Transparent Conductive Film: Initial Stage> The transparent conductive film obtained in the examples and the comparative examples was cut to prepare a test piece. The test piece was placed on the measuring jig so that the light was incident from the side of the transparent conductive layer (ITO layer), and the measurement was performed by a spectrophotometer (product name: U4100, manufactured by Hitachi High-Technologies Corporation). The transmittance in the wavelength range of 380 nm to 780 nm (measured in 380 nm, 400 nm, and 420 nm in Table 5), monomer Y値, and monomer hue (L ^* , a ^* , b ^* ) were measured.

<Surface Impedance of ITO Layer of Transparent Conductive Film> After the ITO layer was formed into a film, heat treatment was performed at 140 ° C for 90 minutes to crystallize the ITO layer, thereby producing a crystalline transparent conductive film. The surface resistance 値 (Ω/□) of the crystalline transparent conductive layer was measured by a four-terminal method in accordance with JIS K7194 (1994).

[Table 7]

1‧‧‧Optical laminate

2‧‧‧ adhesive layer

3‧‧‧Transparent protective film

4‧‧‧ polarizer

5‧‧‧ phase difference film

6‧‧‧Adhesive layer

7‧‧‧Cover components

8‧‧‧Organic EL panel

10‧‧‧Organic EL display device

20‧‧‧Transparent conductive film

21‧‧‧Transparent substrate film

22‧‧‧Transparent conductive layer

23‧‧‧Intermediate

24‧‧‧Anti-caking layer

Fig. 1 is a cross-sectional view schematically showing an embodiment of an optical layered body to which an optical member of the present invention is applied. Fig. 2 is a cross-sectional view schematically showing an embodiment of an organic EL display device to which the optical member of the present invention is applied. Fig. 3 is a cross-sectional view schematically showing an embodiment of a transparent conductive film to which the optical member of the present invention is applied.

Claims (24)

A composition for an optical member characterized by comprising a base polymer and a compound represented by the following formula (1): (In the formula (1), m represents 1 or 2, and Q ¹ represents a hydrogen atom when m is 1, and represents a divalent linking group when m is 2, and D ¹ represents a compound represented by the following formula (2); a group in which R ¹ , R ⁴⁰³ or R ⁴⁰⁴ sheds one hydrogen atom, Q ^{1 is} bonded to a part of R ¹ , R ⁴⁰³ or R ^{404 in} the formula (2), and when m is 2, a plurality D ¹ can all be the same or different: (In the formula (2), R ¹ represents a hydrogen atom, an alkyl group which may have a substituent or an aryl group which may have a substituent; R ² represents a cyano group; and R ³ represents a hydrogen atom, a halogen atom, a cyano group, or may have The alkyl group of the substituent or the aryl group which may have a substituent; R ⁴⁰² and R ⁴⁰³ are the same or different and represent a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, -NR ⁴⁰⁶ R ⁴⁰⁷ , -OR ⁴⁰⁸ , cyano , -C(O)R ⁴⁰⁹ , -OC(O)R ⁴¹⁰ or -C(O)OR ⁴¹¹ , R ⁴⁰⁴ ~R ⁴¹¹ are the same or different and represent a hydrogen atom, An alkyl group which may have a substituent or an aryl group which may have a substituent; in the nitrogen atom to which R ⁴⁰⁴ , R ⁴⁰⁵ and R ⁴⁰⁴ and R ⁴⁰⁵ are bonded, a group of 4 to 8 members which may have a substituent may be formed. Nitrogen heterocycle)). The composition for an optical member according to claim 1, wherein the compound represented by the above formula (1) is a compound represented by the following formula (3): (In the formula (3), R ^1a represents a hydrogen atom, a carbon number of 1 to 20 which may have a substituent, or a carbon number of 6 to 20 aryl which may have a substituent, and R ^2a represents a cyano group; and R ^3a represents a hydrogen atom; An atom, a halogen atom, a cyano group, a carbon number of 1 to 20 alkyl groups which may have a substituent or a carbon number of 6 to 20 aryl groups which may have a substituent; and R ^402a represents a hydrogen atom, a halogen atom, and a carbon number which may have a substituent 1-20 alkyl, carbon number ^6-20 aryl which may have a substituent, -NR ^406a R ^407a , -OR ^408a , cyano, -C(O)R ^409a , -OC(O)R ^410a or -C (O)OR ^411a , R ^404a to R ^411a are the same or different and represent a hydrogen atom, a C 1-20 alkyl group which may have a substituent or a 6 to 20 aryl group which may have a substituent; in R ^404a And a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent may be formed on the nitrogen atom to which R ^405a and R ^404a and R ^405a are bonded; R ⁴¹³ represents a hydrogen atom, and the carbon number which may have a substituent is 1~ a 20 alkyl group, a carbon number 6 to 20 aryl group which may have a substituent or a group represented by the following formula (4): (In the formula (4), Q ² represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, * represents a binding position to the general formula (3); and R ^1b represents a hydrogen atom, a carbon which may have a substituent a number of 1 to 20 alkyl groups or a carbon number 6 to 20 aryl group which may have a substituent, R ^2b represents a cyano group; and R ^3b represents a hydrogen atom, a halogen atom, a cyano group, and a carbon number of 1 to 20 which may have a substituent Or a carbon number of 6 to 20 aryl groups which may have a substituent; R ^402b represents a hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent, NR ^406b R ^407b , -OR ^408b , cyano group, -C(O)R ^409b , -OC(O)R ^410b or -C(O)OR ^411b , R ^404b ~R ^411b are the same or different and represent a hydrogen atom a carbon number of 1 to 20 alkyl groups which may have a substituent or a 6 to 20 aryl group which may have a substituent; may also form a nitrogen atom bonded to R ^404b , R ^405b and R ^404b and R ^405b A nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent)). The composition for an optical member according to claim 2, wherein the aforementioned R ⁴¹³ is a group represented by the above formula (4). The composition for an optical member according to claim 1, wherein the compound represented by the above formula (1) is a compound represented by the following formula (5): [Chemical Formula 5] (In the formula (5), R ^2c represents a cyano group; R ^3c represents a hydrogen atom, a halogen atom, a cyano group, a carbon number of 1 to 20 which may have a substituent, or a carbon number of 6 to 20 which may have a substituent R ^402c and R ^403c are the same or different and represent a hydrogen atom, a halogen atom, a carbon number of 1 to 20 which may have a substituent, a carbon number of 6 to 20 aryl which may have a substituent, and -NR ^406c R ^407c , -OR ^408c , cyano, -C(O)R ^409c , -OC(O)R ^410c or -C(O)OR ^411c , R ^404c ~R ^411c are the same or different and represent a hydrogen atom, which may have The substituent has a carbon number of 1 to 20 alkyl groups or a carbon number of 6 to 20 aryl groups which may have a substituent; and may form a substituent at a nitrogen atom bonded to R ^404c , R ^425c and R ^404c and R ^405c . a nitrogen-containing heterocyclic ring of 4 to 8 members; R ⁵⁰¹ represents a hydrogen atom, a carbon number of 1 to 20 alkyl groups which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent or a formula (6) ) the group shown: (In the formula (6), Q ³ represents a divalent hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, * represents a binding position to the formula (5); R ^2d represents a cyano group; and R ^3d represents a hydrogen atom; a halogen atom, a cyano group, a C 1-20 alkyl group which may have a substituent or a C ^6-20 aryl group which may have a substituent; R ^402d and R ^403d are the same or different, and represent a hydrogen atom, a halogen atom, a carbon number of 1 to 20 alkyl groups which may have a substituent, a carbon number of 6 to 20 aryl groups which may have a substituent, -NR ^406d R ^407d , -OR ^408d , cyano group, -C(O)R ^409d , -OC( O) R ^410d or -C(O)OR ^411d , R ^404d to R ^411d are the same or different and represent a hydrogen atom, a carbon number which may have a substituent of 1 to 20 alkyl groups or a carbon number which may have a substituent 6~ 20 aryl; at the nitrogen atom to which R ^404d , R ^405d and R ^404d and R ^405d are bonded, a nitrogen-containing heterocyclic ring of 4 to 8 members which may have a substituent may also be formed)). The composition for an optical member according to claim 4, wherein the aforementioned R ⁵⁰¹ is a group represented by the above formula (6). The composition for an optical member according to claim 1, wherein the compound represented by the above formula (1) is a dye compound having a maximum absorption wavelength of the absorption spectrum in a wavelength region of from 380 to 430 nm. The composition for an optical member according to any one of claims 1 to 6, which further contains an ultraviolet absorber. The composition for an optical member according to claim 7, wherein the absorption spectrum of the ultraviolet absorber has a maximum absorption wavelength in a wavelength region of 300 to 400 nm. An optical member characterized in that it is formed of the composition for an optical member according to any one of claims 1 to 8. The optical member of claim 9 is as an optical thin Membrane use. The optical member of claim 9, which is used as an adhesive layer or an adhesive layer for an optical film. The optical member according to claim 11, wherein the base polymer contained in the composition for forming the adhesive layer for the optical film is a (meth)acrylic polymer. The optical member of claim 9, which is used as a surface treatment layer provided on an optical film. The optical member according to any one of claims 10 to 13, wherein the optical film is a polarizing film, a polarizing member, a transparent protective film for a polarizing member, or a retardation film. An optical layered body comprising a polarizing member and a retardation film, characterized in that the optical layered body is an optical layered body comprising the optical member according to any one of claims 9 to 14. An image display device characterized by having an image display portion and an optical member according to any one of claims 9 to 14 or an optical laminate as claimed in claim 15. The image display device of claim 16, wherein the optical member or the optical layered body is disposed on a viewing side of the image display portion. The image display device of claim 16 or 17, wherein the image display device comprises an optical layered body and an organic EL display device as an organic EL panel of the image display portion, wherein the optical layering system is included at least in order from the viewing side Polarizer and phase difference film, and The optical laminate described above contains the optical member of any one of claims 9 to 14 or the optical laminate of claim 15. The optical member according to claim 9 which is used as the transparent substrate film or as a transparent substrate film and a transparent conductive layer in the transparent conductive film having a transparent substrate film and a transparent conductive layer. Used in the middle layer. The optical member according to claim 19, wherein the intermediate layer is at least one selected from the group consisting of a refractive index adjusting layer, an easy-adhesive layer, a hard coat layer, and a crack preventing layer. A transparent conductive film characterized by having a transparent substrate film and a transparent conductive layer, and comprising the optical member according to claim 19 or 20 as the transparent substrate film or as being disposed between the transparent substrate film and the transparent substrate film middle layer. An image display device comprising an image display portion and a transparent conductive film as claimed in claim 21. The image display device of claim 22, wherein the transparent conductive film is disposed on a viewing side of the image display portion. The image display device according to claim 22 or 23, wherein the image display device includes an organic EL display device as an organic EL panel of the image display unit.