KR20150082402A - Film having cured film formed thereon, aligning material, and retardation material - Google Patents

Abstract

(상기 식 중 R¹은 수소원자 또는 메틸기를 나타내고, R²는 탄소원자수 1~5의 직쇄 또는 분지상의 알킬기를 나타낸다.)를 함유하는 것을 특징으로 하는 경화막 형성 조성물에 의해, 아크릴필름 상에 경화막이 형성되어 있는 것을 특징으로 하는 광학필름, 해당 필름을 사용하여 제작되는 액정배향재, 해당 필름을 사용하여 제작되는 위상차재.[PROBLEMS] To provide an optical film having a surface layer of a cured film having excellent liquid crystal alignability and adhesion, to provide an alignment material, and to provide a retardation material using the alignment material.
(A) at least one member selected from the group consisting of a compound having a photo-orientable group and a polymer having a photo-orientable group, (B) a polymer having a unit structure represented by the following formula X

(Wherein R ¹ represents a hydrogen atom or a methyl group, and R ² represents a straight-chain or branched alkyl group having 1 to 5 carbon atoms). The cured film- A liquid crystal aligning material produced by using the film, and a retarder produced by using the film.

Description

[0001] The present invention relates to a film having a cured film, an alignment material, and a phase difference material (e.g., a film having a curved film formed thereon, an alignment material, and a retinal material)

The present invention relates to a film on which a cured film is formed, an alignment material and a phase difference material.

BACKGROUND ART [0002] In recent years, in the field of displays such as televisions using liquid crystal panels, development of 3D displays capable of enjoying 3D images has been proceeding with the aim of achieving high performance. In the 3D display, for example, the image for the right eye can be seen on the right eye of the observer, and the image for the left eye can be seen on the observer's left eye.

There are various types of 3D display methods for displaying 3D images, and a lenticular lens method and a parallax barrier method are known as methods that do not require dedicated glasses.

One of the display modes in which an observer wears glasses and observes a 3D image is known as a circular polarizing glasses system or the like (see, for example, Patent Document 1).

In the case of a 3D display of a circular polarizing glasses system, a phase difference material is usually arranged on a display element forming an image of a liquid crystal panel or the like. This phase difference material has a plurality of two types of retardation regions with different retardation characteristics and is arranged regularly to constitute a patterned retardation material. Hereinafter, in the present specification, the retardation patterned to arrange a plurality of retardation regions having different retardation characteristics is referred to as a patterned retardation material.

The patterned retardation material can be produced, for example, by optical patterning a retardation material made of a polymerizable liquid crystal as disclosed in Patent Document 2. Optical patterning of a retardation material made of a polymerizable liquid crystal uses a photo-alignment technique known as alignment material formation of a liquid crystal panel. That is, a coating film made of a photo-orientable material is provided on a substrate, and two kinds of polarized light beams having different polarization directions are irradiated thereto. Then, a photo alignment film is obtained as an alignment material having two types of liquid crystal alignment regions in which alignment control directions of liquid crystals are different. A solution phase phase difference material containing a polymerizable liquid crystal is applied on the photo alignment layer to realize alignment of the polymerizable liquid crystal. Thereafter, the oriented polymerizable liquid crystal is cured to form a patterned retardation material.

In the alignment reformation using the optical alignment technique of a liquid crystal panel, acrylic resin, polyimide resin, or the like having a photo-dimerization site such as a neomoyl group and a knocker on the side chain is known as a usable photo-orientable material. These resins have been reported to exhibit performance (hereinafter, also referred to as liquid crystal orientation property) for controlling alignment of liquid crystal by irradiating polarized UV (see Patent Documents 3 to 5).

Japanese Patent Application Laid-Open No. H10-232365 Japanese Patent Application Laid-Open No. 2005-49865 Japanese Patent No. 3611342 Specification Japanese Patent Application Laid-Open No. 2009-058584 Japanese Patent Publication No. 2001-517719

In the case of producing a patterned retardation material of a 3D display using photo-alignment technology, conventionally, formation on a glass substrate has been made. However, recently, production of an optical material by a so-called roll-to-roll method is required on an inexpensive resin film such as an acrylic film, a TAC (triacetylcellulose) film and a COP (cycloolefin polymer) In particular, it is required to use an acrylic film as a resin film (base material) in view of its advantage of being able to reduce its excellent optical characteristics, reliability and manufacturing cost.

However, in the photo alignment film formed from the conventional material as described above, the adhesion to the acrylic film is weak, and therefore, it is difficult to produce a patterned retardation material with high reliability, which is formed using an acrylic film substrate.

Accordingly, there is a demand for an alignment material which can form a highly reliable retardation material having excellent adhesion to a substrate while using an acrylic film substrate, and is applicable to photo-alignment technology.

The present invention is based on the above findings and the results of the examination. That is, an object of the present invention is to provide an acrylic film having a cured film having excellent adhesion to a substrate on its surface, and which can be used as an alignment material capable of orienting the polymerizable liquid crystal with high sensitivity.

Another object of the present invention is to provide a phase difference material formed using an optical film having the alignment material.

Other objects and advantages of the present invention will become apparent from the following description.

A first aspect of the present invention is an optical film having a cured film on an acrylic film,

(A) at least one member selected from the group consisting of a compound having a photo-orientable group and a polymer having a photo-

(B) a polymer having a unit structure represented by the following formula X

And a cured film-forming composition containing the cured film-forming composition.

[Chemical Formula 1]

(Wherein R ¹ represents a hydrogen atom or a methyl group, and R ² represents a linear or branched alkyl group having 1 to 5 carbon atoms.)

In the first aspect of the present invention, it is preferable that the photo-orientable group of the component (A) is a functional group having a structure of photo-dimerization or photoisomerization.

In the first aspect of the present invention, it is preferable that the photo-orientable group of the component (A) is a group having a cinnamoyl group or an azobenzene structure.

In the first aspect of the present invention, the component (A) is a compound or polymer having any one of a hydroxyl group, a carboxyl group, an amino group and an alkoxysilyl group in addition to the photo-alignable group, and the cured film- C) a crosslinking agent which reacts with the component (A) or the component (B), or both of these components.

In the first aspect of the present invention, the component (B) is preferably a polymer having a structural unit in which R ¹ and R ² represent a methyl group in the formula (X).

In the first aspect of the present invention, the presence ratio of the unit structure represented by the formula (X) in the component (B) is preferably 40 to 100% by mass based on the total mass of the polymer.

In the first aspect of the present invention, it is preferable that the content of the component (A) and the component (B) in the cured film forming composition is in a mass ratio of 5:95 to 60:40.

In the first aspect of the present invention, the cured film-forming composition preferably contains 5 to 400 parts by mass of the component (C) based on 100 parts by mass of the total amount of the component (A) and the component (B) Do.

In the first aspect of the present invention, it is preferable to use the cured film as a liquid crystal alignment film.

A second aspect of the present invention relates to a liquid crystal alignment material formed using the optical film of the first aspect of the present invention.

A third aspect of the present invention relates to a retardation material formed using the optical film of the first aspect of the present invention.

According to the first aspect of the present invention, it is possible to provide an optical film having a cured film having excellent liquid crystal alignability and excellent adhesion to a substrate.

According to the second aspect of the present invention, it is possible to provide an alignment material having a liquid crystal alignment film excellent in liquid crystal alignability and excellent in adhesion to a substrate.

According to the third aspect of the present invention, it is possible to provide a high-precision optical patterning and a phase difference material excellent in adhesion to a liquid crystal alignment film formed on a substrate.

As described above, in order to produce an excellent patterned retardation material, there is a demand for an alignment material which is produced by using an acrylic film base material and has a cured film functioning as a liquid crystal alignment film on the film surface and excellent in adhesion with a base film.

The inventors of the present invention have conducted intensive studies in order to meet the above-mentioned demand. As a result, the inventors have found that a cured film obtained from a cured film-forming composition having a specific composition exhibits liquid crystal alignability that restricts liquid crystal alignment by polarized light exposure and is usable as an alignment material . Further, the present inventors have found that a cured film obtained from a cured film-forming composition having the specific composition exhibits excellent adhesion with an acrylic film used as a substrate. That is, the optical film of the present invention is an optical film having a cured film obtained from a cured film-forming composition having a specific composition on the surface of an acrylic film and having excellent adhesion between a substrate and a cured film functioning as a liquid crystal alignment film, And can be used for various optical applications.

Hereinafter, the optical film of the present invention in which a cured film is formed will be described in detail with specific examples of components and the like. An optical film on which a cured film functioning as a liquid crystal alignment film is formed, an alignment material, a phase difference material, and a liquid crystal display element formed using the optical film will be described.

≪ Cured film forming composition >

The composition for forming a cured film on the surface of the optical film of the present invention contains a polymer having (A) a photo-alignment component and (B) an acrylate ester or a methacrylate ester as a unit structure. The composition for forming the cured film on the surface of the optical film of the present invention may contain a crosslinking agent as the component (C) in addition to the component (A) and the component (B). In addition to the component (A), the component (B), and the component (C), the component (D) may contain a cohesive component that is a compound having a thermally crosslinkable group and a (meth) . In addition to these, a crosslinking catalyst may be contained as the component (E). In addition, other additives may be added as long as the effect of the present invention is not impaired. Further, it may contain a solvent.

Hereinafter, the details of each component will be described.

[Component (A)] [

The component (A) in the cured film-forming composition for forming the cured film on the surface of the optical film of the present invention is preferably at least one selected from the group consisting of a compound having a photo-aligning group and a polymer having a photo- ≪ / RTI > That is, the component (A) is a component that imparts optical alignment properties to the cured film on the surface of the optical film of the present invention, and in this specification, the component (A) is also referred to as a photo alignment component.

Details of the case where the component (A) is a low molecular weight compound will be described below.

When the component (A) is a compound having a low molecular weight, it is a photo-oriented component having a lower molecular weight than the polymer of the component (B) described below which becomes a base.

When the component (A) is a compound having a low molecular weight in the composition for forming a cured film on the surface of the optical film of the present invention, the component (A) is a compound having a photo-orientable group, and further a hydroxyl group, And an alkoxysilyl group, may be used.

In the present invention, the photo-orientable group generally refers to a functional group that exhibits a property of being oriented by light irradiation, and typically refers to a functional group at a structure site where the photo-dimerization or photoisomerization occurs. Examples of other photo-orientable groups include functional groups (exemplified compounds: benzoic acid ester compounds and the like) that cause a potential reaction, photo-cleavable groups (examples: cyclobutane, etc.) .

The structural moiety in which the compound of the component (A) has a light-quantifiable light quantifiable as the photo-orientable group is a moiety that forms a dimer by light irradiation. Specific examples thereof include a nenamoyl group, a carboxy group, Anthracene group and the like. Among them, a cinnamoyl group is preferable from the height of transparency in the visible light region and the height of the light dimerization reactivity.

The photo-isomerizing structural moiety that the compound of component (A) may have as a photo-orientable group refers to a structural moiety that changes into a cis structure and a trans-isomer by light irradiation. Specific examples thereof include azobenzene structure, As shown in Fig. Among them, the azobenzene structure is preferable from the height of the reactivity.

The compound having a photo-oriented group and one group selected from the group consisting of a hydroxyl group, a carboxyl group, an amino group and an alkoxysilyl group is, for example, a compound represented by the following formula.

(2)

In the formula, A ¹ and A ² each independently represent a hydrogen atom or a methyl group.

X ¹¹ represents a single bond, an ether bond, an ester bond, an amide bond, a urethane bond, an amino bond, or a combination of two or more kinds selected from these combinations, Or a combination of 1 to 3 substituents selected from the group consisting of alkylene, phenylene, biphenylene, and combinations thereof. The substituent may be a structure in which a plurality of substituents are connected to each other via the bond.

X ¹² represents a hydrogen atom, a halogen atom, a cyano group, an alkyl group having 1 to 18 carbon atoms, a phenyl group, a biphenyl group or a cyclohexyl group. At this time, the alkyl group having 1 to 18 carbon atoms, the phenyl group, the biphenyl group, and the cyclohexyl group may be bonded with two or more groups via a covalent bond, an ether bond, an ester bond, an amide bond or an urea bond.

X ¹³ represents a hydroxyl group, a mercapto group, an alkoxy group having 1 to 10 carbon atoms, an alkylthio group having 1 to 10 carbon atoms, a phenoxy group, a biphenyloxy group or a phenyl group.

X ¹⁴ represents a single bond, an alkylene group having 1 to 20 carbon atoms, a divalent aromatic ring group, or a divalent aliphatic ring group. Here, the alkylene group having 1 to 20 carbon atoms may be branched or straight-chain.

X ¹⁵ represents a hydroxyl group, a carboxyl group, an amino group or an alkoxysilyl group.

X represents a single bond, an oxygen atom or a sulfur atom.

When the substituent contains a benzene ring, the benzene ring may be the same or different 1 or 2 selected from an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a halogen atom, a trifluoromethyl group and a cyano group. Or may be substituted by a plurality of substituents.

Wherein R ¹¹ , R ¹² , R ¹³ , R ¹⁴ , R ¹⁵ , R ¹⁶ , R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms A halogen atom, a trifluoromethyl group or a cyano group.

As specific examples of the compound having a photo-orientable group and a hydroxy group, which are the component (A), for example, the compounds represented by the above formulas [A11] to [A15] (4-hydroxybutyloxy) cinnamic acid methyl ester, 4- (3-hydroxyhexyloxy) cinnamic acid methyl ester, 4- ) Methyl ester of cinnamic acid, 4- (2-hydroxyethyloxy) cinnamic acid methyl ester, 4-hydroxymethyloxy cinnamic acid methyl ester, 4- , Ethyl 4- (3-hydroxypropyloxy) cinnamic acid ethyl ester, 4- (2-hydroxybutyloxy) cinnamic acid ethyl ester, 4- Hydroxyethyloxy) cinnamic acid ethyl ester, 4-hydroxymethyloxy cinnamic acid ethyl ester , 4-hydroxycinnamic acid ethyl ester, 4- (8-hydroxyoctyloxy) cinnamic acid phenyl ester, 4- (6-hydroxyhexyloxy) cinnamic acid phenyl ester, 4- (4-hydroxybutyloxy) Esters, phenyl ester of 4- (3-hydroxypropyloxy) cinnamate, phenyl ester of 4- (2-hydroxyethyloxy) cinnamate, phenyl ester of 4-hydroxymethyloxy cinnamate, phenyl ester of 4- (4-hydroxybutyloxy) cinnamic acid biphenyl ester, 4- (3-hydroxyoctyloxy) cinnamic acid biphenyl ester, 4- (6-hydroxyhexyloxy) cinnamic acid biphenyl ester, 4- Hydroxypropyloxy) cinnamic acid biphenyl ester, 4- (2-hydroxyethyloxy) cinnamic acid biphenyl ester, 4-hydroxymethyloxy cinnamic acid biphenyl ester, 4-hydroxy cinnamic acid biphenyl ester, cinnamic acid 8- Ester (8-hydroxycutyl esters of cinnamic acid ), Cinnamic acid 6-hydroxyhexyl ester, cinnamic acid 4-hydroxybutyl ester, cinnamic acid 3-hydroxypropyl ester, cinnamic acid 2-hydroxyethyl ester, cinnamic acid hydroxymethyl ester, 4- (8-hydroxyoctyloxy) Azobenzene, 4- (3-hydroxypropyloxy) azobenzene, 4- (2-hydroxyethyloxy) azobenzene, 4- , 4- (hydroxyoctyloxy) chalcone, 4- (6-hydroxyhexyloxy) chalcone, 4- (4-hydroxybutyloxy) 4-hydroxycalcone, 4'- (8-hydroxyoctyloxy) chalcone, 4- (3-hydroxypropyloxy) chalcone, 4- ) Chalcone, 4 '- (6-hydroxyhexyloxy) chalcone, 4' - (4-hydroxybutyloxy) (8-hydroxyoctyloxy) coumarin, 7- (6-hydroxyhexyloxy) coumarin, 7-hydroxyoxycyclohexane, 7- (3-hydroxypropyloxy) coumarin, 7- (2-hydroxyethyloxy) coumarin, 7-hydroxymethyloxycoumarin, 7-hydroxycoumarin, 6- (4-hydroxybutyloxy) coumarin, 6- (3-hydroxypropyloxy) coumarin, 6- (2-hydroxyethyloxy) coumarin, 6- Benzoyl] benzoyl] cinnamic acid methyl ester, 4- [4- (6-hydroxyhexyloxy) benzoyl] cinnamic acid, Methyl ester, methyl ester of 4- [4- (4-hydroxybutyloxy) benzoyl] cinnamic acid methyl ester, 4- [4- (3- hydroxypropyloxy) benzoyl] cinnamic acid methyl ester, 4- [4- Roxy Benzoyl] cinnamic acid methyl ester, 4- [4-hydroxymethyloxybenzoyl] cinnamic acid methyl ester, 4- [4-hydroxybenzoyl] cinnamic acid methyl ester, 4- [4- (8-hydroxyoctyloxy) benzoyl ] Ethyl cinnamate, 4- [4- (4-hydroxybutyloxy) benzoyl] cinnamic acid ethyl ester, 4- [4- Benzoyl] cinnamic acid ethyl ester, 4- [4- (2-hydroxyethyloxy) benzoyl] cinnamic acid ethyl ester, 4- [4-hydroxymethyloxybenzoyl] cinnamic acid ethyl ester, 4- 4-hydroxybenzoyl] cinnamic acid ethyl ester, 4- [4- (8-hydroxyoctyloxy) benzoyl] cinnamic acid tertiary butyl ester, 4- [4- (6-hydroxyhexyloxy) benzoyl] cinnamic acid tertiary Butyl ester, 4- [4- (4-hydroxybutyloxy) benzoyl] cinnamic acid tert-butyl ester, 4- [4- (3- hydroxypropyloxy) Butyl ester of 4- [4- (2-hydroxyethyloxy) benzoyl] cinnamic acid, tert-butyl ester of 4- [4- hydroxymethyloxybenzoyl] cinnamic acid, 4- [4- Benzoyl] cinnamic acid phenyl ester, 4- [4- (6-hydroxyhexyloxy) benzoyl] cinnamic acid phenyl ester, 4- [4- (4- hydroxybutyloxy) benzoyl] cinnamic acid phenyl ester, Benzoyl] cinnamic acid phenyl ester, 4- [4- (2-hydroxyethyloxy) benzoyl] cinnamic acid phenyl ester, 4- [4-hydroxymethyloxybenzoyl] Phenyl ester, 4- [4-hydroxybenzoyl] cinnamic acid phenyl ester, 4- [4- (8-hydroxyoctyloxy) benzoyl] cinnamic acid biphenyl ester, 4- [4- (6-hydroxyhexyloxy) Benzoyl] cinnamic acid biphenyl ester, 4- [4- (4-hydroxybutyloxy) benzoyl] cinnamic acid biphenyl ester, 4- [4- (3- hydroxypropyloxy) Hydroxymethylbenzoyl] cinnamic acid biphenyl ester, 4- [4- (2-hydroxyethyloxy) benzoyl] cinnamic acid biphenyl ester, 4- [ Hydroxyoctyl ester of 4-benzoyl cinnamic acid, 4-hydroxyoctyl ester of 4-benzoyl cinnamic acid, 4-hydroxyoctyl ester of 4-benzoyl cinnamic acid, Benzoyl cinnamic acid hydroxymethyl ester, 4- [4- (8-hydroxyoctyloxy) benzoyl] chalcone, 4- [2- 4- [4- (3-hydroxypropyloxy) benzoyl] chalcone, 4 [4- (4-hydroxybutyloxy) benzoyl] 4- (4-hydroxymethylbenzoyl) chalcone, 4- (4-hydroxybenzoyl) 4 - [4- (4-hydroxyphenoxy) benzoyl] chalcone, 4 '- [4- (6-hydroxyhexyloxy) benzoyl] Benzoyl] chalcone, 4'- [4- (3-hydroxypropyloxy) benzoyl] chalcone, 4 '- [4- (2- hydroxyethyloxy) 4-hydroxybenzoyl) chalcone, and 4 '- (4-hydroxybenzoyl) chalcone.

Specific examples of the compound having a photo-aligning group and a carboxyl group as the component (A) include cinnamic acid, ferulic acid, 4-methoxy cinnamic acid, 3,4-dimethoxy cinnamic acid, coumarin- , N-dimethylamino) cinnamic acid, and the like.

Specific examples of the compound having a photo-aligning group and an amino group as the component (A) include 4-amino cinnamic acid methyl ester, 4-amino cinnamic acid ethyl ester, 3-amino cinnamic acid methyl ester and 3-amino cinnamic acid ethyl ester. .

Specific examples of the compound having a photo-orientable group and an alkoxysilyl group as the component (A) include methyl 4- (3-trimethoxysilylpropyloxy) cinnamate, methyl 4- (3-triethoxysilylpropyloxy) Ester, 4- (3-trimethoxysilylpropyloxy) cinnamic acid ethyl ester, 4- (3-triethoxysilylpropyloxy) cinnamic acid ethyl ester, 4- (3-trimethoxysilylhexyloxy) cinnamic acid methyl ester , Ethyl 4- (3-triethoxysilylhexyloxy) cinnamate, ethyl 4- (3-trimethoxysilylhexyloxy) cinnamate and 4- (3-triethoxysilylhexyloxy) cinnamate Esters and the like.

Examples of the low molecular weight photo-alignment component as the component (A) include the specific examples described above, but are not limited thereto.

Among them, the photo-alignment component having a low molecular weight as the component (A) is particularly preferably a compound having a photo-aligning group and a hydroxy group. The compound having a photo-aligning group and a hydroxy group is preferably used for imparting photo-alignment property to the cured film on the surface of the optical film of the present invention and for improving the adhesion with the layer of the polymerizable liquid crystal So that it becomes particularly effective.

When the photo-aligned component having a low molecular weight as the component (A) is a compound having a photo-orientable group and a hydroxyl group, the component (A) may contain two or more photo-aligning groups and / or two or more photo- Can be used. Specifically, it is preferable to use, as the component (A), a compound having two or more photo-orientable groups in addition to one hydroxy group in the molecule, a compound having two or more hydroxy groups in addition to one photo- It is possible to use a compound having two or more tie and hydroxy groups. For example, for compounds having two or more photo-orientable groups and hydroxy groups in the molecule, the compounds represented by the following formulas can be exemplified.

(3)

By appropriately selecting such a compound, it becomes possible to control the molecular weight of the photo-alignment component having a low molecular weight, which is the component (A), to a value within a desired range. In order to form the cured film of the present embodiment using the composition for forming the cured film on the surface of the optical film of the present invention, heat curing is required, but when heating is performed, It is possible to suppress the sublimation of the oriented component.

In the composition for forming a cured film on the surface of the optical film of the present invention, the compound of component (A) may be a compound having a photo-orientable group, a hydroxyl group, a carboxyl group, an amino group, and an alkoxysilyl group It may be a mixture of compounds of the species.

Next, details of the case where the component (A) is a polymer, that is, a polymer having a high molecular weight will be described below.

When the component (A) contained in the composition for forming the cured film on the surface of the optical film of the present invention is a high molecular weight polymer, the component (A) is a polymer having a photo-orientable group, Or a polymer having a functional group at a structural site for photoisomerization, particularly an acrylic copolymer having at least a light dimerization site. In addition to the photo-dimerization site, an acrylic copolymer having one group selected from the group consisting of a hydroxyl group, a carboxyl group, an amino group and an alkoxysilyl group (hereinafter also referred to as a thermal crosslinking site including these groups) is preferable.

In the present invention, the acrylic copolymer refers to a copolymer obtained by polymerizing a monomer having an unsaturated double bond such as an acrylate ester, a methacrylate ester, or styrene.

(Hereinafter also referred to as a specific copolymer) having a photo-dimerization site and a thermal crosslinking site of the component (A) may be any acrylic copolymer having such a structure, and the backbone skeleton of the polymer constituting the acrylic copolymer And the kind of the side chain.

Examples of the light dimerization site include a cinnamoyl group, a chalcone group, a coumarin group, and an anthracene group. Among them, a cinnamoyl group is preferable from the height of transparency in the visible light region and the height of the light dimerization reactivity. More preferred examples of the substituent containing a cinnamoyl group and a cinnamoyl structure include a structure represented by the following formula [1] or [2]. In the present specification, the group in which the benzene ring in the nenamoyl group is a naphthalene group is also included in the " nenamoyl group " and the " substituent group having a cinnamoyl structure ".

[Chemical Formula 4]

In the formula [1], X ¹ represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a phenyl group or a biphenyl group. At this time, the phenyl group and the biphenyl group may be substituted by any one of a halogen atom and a cyano group.

In the formula [2], X ² represents a hydrogen atom, a cyano group, an alkyl group having 1 to 18 carbon atoms, a phenyl group, a biphenyl group, or a cyclohexyl group. At this time, the alkyl group having 1 to 18 carbon atoms, the phenyl group, the biphenyl group, and the cyclohexyl group may be bonded to each other via a covalent bond, an ether bond, an ester bond, an amide bond or an urea bond.

In the above formulas [1] and [2], A represents any one of the formula [A1], the formula [A2], the formula [A3], the formula [A4], the formula [A5] and the formula [A6].

In the formula [A1], formula [A2], formula [A3], formula [A4], formula [A5] and formula ^{[A6], R 31, R} 32, R 33, R 34, R 35, R 36, R ³⁷ and R ³⁸ each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a halogen atom, a trifluoromethyl group or a cyano group.

The thermal cross-linking site is a site to be bonded with the cross-linking agent as the component (C) by heating, and specific examples thereof include a hydroxyl group, a carboxyl group, an amino group, an alkoxysilyl group and a glycidyl group.

The acrylic copolymer of component (A) preferably has a weight average molecular weight of 3,000 to 200,000. If the weight average molecular weight is more than 200,000, the solubility in a solvent is lowered and the handling property is lowered. On the other hand, if the weight average molecular weight is less than 3,000, the curing becomes insufficient at the time of thermosetting, Or the heat resistance may be lowered.

As a method of synthesizing an acrylic copolymer having a photo-dimerization site and a thermal crosslinking site of the component (A), a method of copolymerizing a monomer having a photo-dimerization site and a monomer having a thermal crosslink site is simple.

Examples of the monomer having a photo-dimerization moiety include monomers having a cinnamoyl group, a chalcone group, a coumarin group, and an anthracene group. Of these, monomers having a cinnamoyl group from the height of transparency and the height of photo-dimerization reactivity in the visible light region are particularly preferable.

Among them, a monomer having a substituent including a neomoyl group and a cinnamoyl structure having the structure represented by the above formula [1] or [2] is more preferable. Specific examples of such a monomer are the monomer represented by the following formula [3] or formula [4].

[Chemical Formula 5]

In the formula [3], X ¹ represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a phenyl group or a biphenyl group. At this time, the phenyl group and the biphenyl group may be substituted by any one of a halogen atom and a cyano group.

L ¹ and L ² each independently represent a covalent bond, an ether bond, an ester bond, an amide bond, an urea bond or a urethane bond.

In the formula [4], X ² represents a hydrogen atom, a cyano group, an alkyl group having 1 to 18 carbon atoms, a phenyl group, a biphenyl group, or a cyclohexyl group. At this time, the alkyl group having 1 to 18 carbon atoms, the phenyl group, the biphenyl group, and the cyclohexyl group may be bonded via a covalent bond, an ether bond, an ester bond, an amide bond, or an urea bond.

In the formulas [3] and [4], X ³ and X ⁵ each independently represent a single bond, an alkylene group having 1 to 20 carbon atoms, a bivalent aromatic ring, or a bivalent aliphatic ring. Here, the alkylene group having 1 to 20 carbon atoms may be branched or straight-chain.

In the formulas [3] and [4], X ⁴ and X ⁶ represent a polymerizable group. Specific examples of the polymerizable group include an acryloyl group, a methacryloyl group, a styrene group, a maleimide group, an acrylamide group, and a methacrylamide group.

In the above formulas [3] and [4], A may be any one of the formulas [A1], [A2], [A3], [A4], [A5] .

The monomer having a thermal crosslinking site includes, for example, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, Hydroxybutyl methacrylate, 2,3-dihydroxypropyl acrylate, 2,3-dihydroxypropyl methacrylate, diethylene glycol monoacrylate, diethylene glycol monomethacrylate Caprolactone 2- (acryloyloxy) ethyl ester, caprolactone 2- (methacryloyloxy) ethyl ester, poly (ethylene glycol) ethyl ether acrylate, poly (ethylene glycol) ethyl ether methacrylate, 5-acryloyloxy-6-hydroxy norbornene-2-carboxyl-6-lactone, 5-methacryloyloxy-6-hydroxy norbornene- Monomers having a hydroxy group; Acrylic acid, methacrylic acid, crotonic acid, mono- (2- (acryloyloxy) ethyl) phthalate, mono- (2- (methacryloyloxy) ethyl) phthalate, N- (carboxyphenyl) maleimide, N - (carboxyphenyl) methacrylamide, N- (carboxyphenyl) acrylamide, and the like; (Hydroxyphenyl) maleimide, N- (hydroxyphenyl) maleimide and the like such as N- (hydroxyphenyl) methacrylamide, N- A monomer having a group; Monomers having a glycidyl group such as glycidyl methacrylate and glycidyl acrylate; Monomers having an alkoxysilyl group such as methacryloyloxypropyltrimethoxysilane, methacryloyloxypropyltriethoxysilane, acryloyloxypropyltrimethoxysilane, and acryloyloxypropyltriethoxysilane, and the like can be used. .

The amount of the monomer having the photo-dimerizing moiety and the monomer having the thermally crosslinking moiety used for obtaining the specific copolymer is preferably 40 to 40% by weight based on the total amount of the total monomers used for obtaining the specific copolymer, By mass to 95% by mass, and a monomer having a thermal crosslinking site in an amount of 5% by mass to 60% by mass. When the content of the monomer having the photo-dimerization site is 40 mass% or more, high sensitivity and good liquid crystal alignability can be given. On the other hand, when it is 95 mass% or less, sufficient thermosetting property can be imparted, and high sensitivity and good liquid crystal alignability can be maintained.

In the composition for forming a cured film on the surface of the optical film of the present invention, it is preferable that the specific copolymer can be copolymerized with a monomer having a light-dimerization site and a heat-crosslinkable site (hereinafter also referred to as a specific functional group) A monomer (hereinafter also referred to as a monomer having a non-reactive functional group) may be used in combination.

Specific examples of such monomers include acrylic acid ester compounds, methacrylic acid ester compounds, maleimide compounds, acrylamide compounds, acrylonitrile, maleic anhydride, styrene compounds and vinyl compounds.

Specific examples of the monomer are mentioned below, but the present invention is not limited thereto.

Examples of the acrylic ester compound include acrylic esters such as methyl acrylate, ethyl acrylate, isopropyl acrylate, benzyl acrylate, naphthyl acrylate, anthryl acrylate, anthryl methyl acrylate, phenyl acrylate, Acrylates such as glycidyl acrylate, 2,2,2-trifluoroethyl acrylate, tert-butyl acrylate, cyclohexyl acrylate, isobornyl acrylate, 2-methoxyethyl acrylate, methoxy triethylene glycol acrylate 2-adamantyl acrylate, 2-propyl-2-adamantyl acrylate, 8-methoxybutyl acrylate, 2- Methyl-8-tricyclodecyl acrylate, and 8-ethyl-8-tricyclodecyl acrylate.

Examples of the methacrylic acid ester compound include methyl methacrylate, ethyl methacrylate, isopropyl methacrylate, benzyl methacrylate, naphthyl methacrylate, anthryl methacrylate, anthryl Methyl methacrylate, phenyl methacrylate, glycidyl methacrylate, 2,2,2-trifluoroethyl methacrylate, tert-butyl methacrylate, cyclohexyl methacrylate, isobornyl methacrylate, Methoxyethyl methacrylate, 2-methoxyethyl methacrylate, methoxy triethylene glycol methacrylate, 2-ethoxyethyl methacrylate, tetrahydrofurfuryl methacrylate, 3-methoxybutyl methacrylate, Adamantyl methacrylate,? -Butyrolactone methacrylate, 2-propyl-2-adamantyl methacrylate, 8-methyl-8-tricyclodecyl methacrylate, and 8- Tricyclodecyl methacrylic And the like.

Examples of the above-mentioned vinyl compound include methyl vinyl ether, benzyl vinyl ether, vinyl naphthalene, vinyl carbazole, allyl glycidyl ether, 3-ethenyl-7-oxabicyclo [4.1.0] heptane, 1,2-epoxy-5-hexene, and 1,7-octadiene monoepoxide.

Examples of the above-mentioned styrene compound include styrene, methylstyrene, chlorostyrene, and bromostyrene.

Examples of the maleimide compound described above include maleimide, N-methylmaleimide, N-phenylmaleimide, and N-cyclohexylmaleimide.

The method for obtaining the specific copolymer used in the composition for forming the cured film on the surface of the optical film of the present invention is not particularly limited. For example, a monomer having a specific functional group (a monomer having a light- , A monomer having a non-reactive functional group, and a polymerization initiator, if necessary, in the presence of a polymerization initiator at a temperature of 50 ° C to 110 ° C. Here, the solvent to be used is not particularly limited as long as it dissolves the monomer having a specific functional group, the monomer having a non-reactive functional group to be used if necessary, and the polymerization initiator. Specific examples include the solvents described in the below-mentioned solvents.

The specific copolymer thus obtained is usually in the form of a solution dissolved in a solvent and can be used as it is as a solution of the component (A) in the present invention.

The solution of the specific copolymer thus obtained may be re-precipitated by the addition of diethyl ether, water or the like with stirring, and the resultant precipitate may be filtered and washed and then dried at room temperature or under reduced pressure or by heating and drying, It can be a powder of a specific copolymer. By such an operation, the polymerization initiator coexisting with the specific copolymer and the unreacted monomer can be removed, and as a result, the purified specific copolymer powder can be obtained. When the powder can not be sufficiently purified by one operation, the obtained powder may be redissolved in a solvent and the above-described operation may be repeated.

In the composition for forming the cured film on the surface of the optical film of the present invention, the powder of the specific copolymer as the component (A) may be used as it is, or the powder may be reused, for example, It can also be used as a solution state.

Further, in the present embodiment, the acrylic copolymer of component (A) may be a mixture of plural kinds of specific copolymers.

As described above, in the present invention, as the component (A), a compound having a low molecular weight or a specific copolymer having a high molecular weight can be used. Further, the component (A) may be a mixture of one or more kinds of low molecular weight compounds and specific copolymers of high molecular weight.

[Component (B)] [

The component (B) contained in the composition for forming the cured film on the surface of the optical film of the present invention has a unit structure, which has a unit structure derived from a methacrylic acid alkyl ester or an acrylic acid alkyl ester represented by the following formula X (Hereinafter also referred to as a specific copolymer 2).

[Chemical Formula 6]

(Wherein R ¹ represents a hydrogen atom or a methyl group, and R ² represents a linear or branched alkyl group having 1 to 5 carbon atoms.)

Hereinafter, the monomer giving the repeating unit represented by the formula (X) is referred to as a specific monomer X.

Examples of the alkyl acrylate or methacrylate alkyl ester monomer as the specific monomer X include methyl acrylate, ethyl acrylate, n-propyl acrylate, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate butyl acrylate, and t-butyl acrylate; alkyl acrylate compounds such as methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, t And methacrylic acid alkyl ester compounds such as butyl methacrylate.

Of these compounds, methyl methacrylate is particularly preferable from the viewpoint of availability and compatibility with an acrylic film used as a substrate.

That is, the component (B) is a polymer obtained by using methyl methacrylate as a monomer. In the formula (X), it is preferable that all of R ¹ and R ² are polymers having a unit structure showing a methyl group.

As the specific copolymer 2 as the component (B), a polymer obtained by adding a monomer having an unsaturated double bond such as styrene, in addition to an alkyl acrylate or methacrylate alkyl ester as the specific monomer X may be applied.

The composition for forming the cured film on the surface of the optical film of the present invention of the present invention may contain a crosslinking agent as a component (C) to be described later. In this case, the component (B) is preferably a compound having at least one substituent selected from a hydroxyl group, a carboxyl group and an amino group as a substituent capable of thermally crosslinking with the component (C) in addition to the acrylic acid alkyl ester or methacrylic acid alkyl ester as the specific monomer X It is preferable that the acrylic copolymer is a copolymer obtained by copolymerizing monomers.

As a method for synthesizing an acrylic copolymer in which a monomer having at least one substituent selected from a hydroxyl group, a carboxyl group and an amino group is copolymerized with a specific monomer X in addition to an alkyl acrylate or methacrylate alkyl ester, , A monomer having a hydroxyl group, a carboxyl group and / or an amino group is copolymerized.

Examples of the monomer having a hydroxyl group, a carboxyl group and an amino group include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate , 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, 2,3-dihydroxypropyl acrylate, 2,3-dihydroxypropyl methacrylate, diethylene glycol monoacrylate, diethylene (Methacryloyloxy) ethyl ester, poly (ethylene glycol) ethyl ether acrylate, poly (ethylene glycol) ethyl ether, Methacryloyloxy-6-hydroxy norbornene-2-carboxyl-6-methacryloyloxy-6-hydroxy norbornene- - Hydroxyl groups such as lactones ; (Methacryloyloxy) ethyl) phthalate, N- (carboxyphenyl) maleimide, and mono- (2- , N- (carboxyphenyl) methacrylamide, N- (carboxyphenyl) acrylamide, and the like; And phenol such as hydroxystyrene, N- (hydroxyphenyl) methacrylamide, N- (hydroxyphenyl) acrylamide, N- (hydroxyphenyl) maleimide and N- (hydroxyphenyl) maleimide Monomers having a hydroxy group; And monomers having an amino group such as aminoethyl acrylate, aminoethyl methacrylate, aminopropyl acrylate and aminopropyl methacrylate.

In the present invention, in obtaining the specific copolymer 2, in addition to the monomer having a specific monomer X and at least one substituent selected from a hydroxyl group, a carboxyl group and an amino group, a monomer capable of copolymerizing with the monomer and capable of thermally crosslinking Can be used in combination.

Specific examples of such a monomer include an acrylic ester compound or a methacrylic acid ester compound having a structure different from that of a specific monomer X and a monomer having at least one substituent selected from a hydroxyl group, a carboxyl group and an amino group, a maleimide compound , Acrylamide compounds, acrylonitrile, maleic anhydride, styrene compounds and vinyl compounds.

Specific examples of the monomer include, but are not limited to, the following.

Examples of the acrylic acid ester compound having a structure different from that of the specific monomer X include benzyl acrylate, naphthyl acrylate, anthryl acrylate, anthryl methyl acrylate, phenyl acrylate, glycidyl acrylate, Acrylates such as 2,2,2-trifluoroethyl acrylate, cyclohexyl acrylate, isobornyl acrylate, 2-methoxyethyl acrylate, methoxy triethylene glycol acrylate, 2-ethoxy ethyl acrylate, Methyl-2-adamantyl acrylate, 2-propyl-2-adamantyl acrylate, 8-methyl-8-tricyclodecyl acrylate, 8-ethyl-8-tricyclodecyl acrylate, and the like.

Examples of the methacrylic acid ester compound having a structure different from that of the specific monomer X include benzyl methacrylate, naphthyl methacrylate, anthryl methacrylate, anthrylmethyl methacrylate, phenyl methacrylate , Glycidyl methacrylate, 2,2,2-trifluoroethyl methacrylate, cyclohexyl methacrylate, isobornyl methacrylate, 2-methoxyethyl methacrylate, methoxy triethylene glycol methacrylate Methacrylate, 2-methoxybutyl methacrylate, 2-ethoxyethyl methacrylate, tetrahydrofurfuryl methacrylate, 3-methoxybutyl methacrylate, 2- Adamantyl methacrylate, 2-propyl-2-adamantyl methacrylate, 8-methyl-8-tricyclodecyl methacrylate, and 8-ethyl-8-tricyclodecyl methacrylate.

Examples of the vinyl compound include methyl vinyl ether, benzyl vinyl ether, vinyl naphthalene, vinyl carbazole, allyl glycidyl ether, 3-ethenyl-7-oxabicyclo [4.1.0] heptane, 2-epoxy-5-hexene, and 1,7-octadiene monoepoxide.

Examples of the styrene compound include styrene, methylstyrene, chlorostyrene, and bromostyrene.

Examples of the maleimide compound include maleimide, N-methylmaleimide, N-phenylmaleimide, and N-cyclohexylmaleimide.

(B) is preferably from 40% by mass to 100% by mass, based on the total mass of the polymer, of the unit structure represented by the formula (X).

That is, the amount of the specific monomer X used for obtaining the specific copolymer 2 as the component (B) is preferably 40% by mass to 100% by mass based on the total amount of the total monomers used for obtaining the specific copolymer 2 as the component (B) %.

The component (B) is preferably a monomer having at least one substituent selected from a hydroxyl group, a carboxyl group and an amino group as a substituent capable of thermally crosslinking with the component (C) in addition to the acrylic acid alkyl ester or methacrylic acid alkyl ester as the specific monomer X , The total amount of the monomers having a hydroxyl group, a carboxyl group and / or an amino group is preferably 5% by mass or more, more preferably 5% by mass or less, based on the total amount of the monomers used to obtain the specific copolymer 2 as the component (B) By mass to 30% by mass. When the total amount of the monomer having a hydroxyl group, a carboxyl group and / or an amino group is less than 5% by mass, the curing by thermal crosslinking with the component (C) may be insufficient. When the total amount is more than 30% by mass, Adherence to the acrylic base material may be adversely affected.

The method for obtaining the specific copolymer 2 as an example of the component (B) is not particularly limited. For example, in a solvent in which a specific monomer X and, if necessary, a monomer other than the specific monomer X and a polymerization initiator are co- Lt; RTI ID = 0.0 > 110 C < / RTI > The solvent to be used here is not particularly limited as long as it dissolves the monomer represented by the formula X, the monomer other than the monomer represented by the formula X and the polymerization initiator which are used if necessary. Specific examples are described in the section [solvent] described later.

The acrylic polymer, which is an example of the component (B) obtained by the above method, is usually in the form of a solution dissolved in a solvent and can be used as it is as a solution of the component (B) in the present invention.

Further, a solution of an acrylic polymer, which is an example of the component (B) obtained by the above-mentioned method, is re-precipitated by charging it into diethyl ether or water under stirring, filtering and washing the resulting precipitate, Followed by heating and drying to obtain a powder of the specific copolymer 2 of the component (B). By the above-described operation, the polymerization initiator coexisting with the specific copolymer 2 of the component (B) and the unreacted monomer can be removed. As a result, the powder of the specific copolymer 2, which is an example of the purified component (B) . When the powder can not be sufficiently purified by one operation, the obtained powder may be redissolved in a solvent and the above-described operation may be repeated.

In the composition for forming a cured film on the surface of the optical film of the present invention, the specific copolymer 2 of the component (B) can be used in the form of a powder, or in the form of a solution in which the purified powder is redissolved in a solvent have.

In the composition for forming the cured film on the surface of the optical film of the present invention, the component (B) may be a mixture of plural kinds of the specific copolymer 2 shown as an example of the component (B).

[Component (C)] [

As described above, the composition for forming the cured film on the surface of the optical film of the present invention may contain a crosslinking agent as the component (C). Thus, in the interior of the cured film obtained from the composition for forming the cured film on the surface of the optical film of the present invention, before the light reaction by the photo-orienting group of the compound of the component (A), (C) A crosslinking reaction can be carried out. As a result, by using the component (C), when the cured film is used as an alignment material, the resistance to the polymerizable liquid crystal coated thereon and the solvent thereof can be improved.

Specifically, when the component (C) is reacted with the above-described component (A) or component (B) or both of these components and the component (A) is a low molecular weight component, At a lower temperature than the sublimation temperature of < RTI ID = 0.0 >

When the composition for forming a cured film on the surface of the optical film of the present invention contains an adhesion improving component as a component (D) to be described later, the component (C) may also react with the component (D). Thus, the component (C) binds to the hydroxyl group of the compound (A) and the hydroxy group of the compound (D) at a temperature lower than the sublimation temperature of the component (A). As a result, sublimation of the component (A) can be suppressed when the component (A) and the component (D) are thermally reacted with the crosslinking agent as the component (C), as described later. The composition for forming the cured film on the surface of the optical film of the present embodiment can form an oriented material having a high photoreaction efficiency as described above as the cured film.

In the composition for forming the cured film on the surface of the optical film of the present invention, the component (C) is preferably a hydrophilic component. Accordingly, when the cured film is formed using the composition for forming the cured film on the surface of the optical film of the present invention, the component (C) can be suitably dispersed in the film.

Examples of the crosslinking agent as the component (C) include compounds such as an epoxy compound, a methylol compound and an isocyanate compound, preferably a methylol compound.

Specific examples of the methylol compounds described above include, for example, compounds such as alkoxymethylated glycoluril, alkoxymethylated benzoguanamine, and alkoxymethylated melamine.

Specific examples of the alkoxymethylated glycoluril include, for example, 1,3,4,6-tetrakis (methoxymethyl) glycoluril, 1,3,4,6-tetrakis (butoxymethyl) glycoluril, 1,3,4-tetrakis (hydroxymethyl) glycoluril, 1,3-bis (hydroxymethyl) urea, 1,1,3,3-tetrakis (butoxymethyl) (Methoxymethyl) urea, 1,3-bis (hydroxymethyl) -4,5-dihydroxy-2-imidazolinone, and 1,3-bis ) -4,5-dimethoxy-2-imidazolidinone. (Trade name: CYMEL (registered trademark) 1170, POWDERLINK (registered trademark) 1174) manufactured by Mitsui Cytec, Ltd. (currently, U-VAN10S60, U-VAN10R, U-VAN11HV) and the like; BECKAMINE (registered trademark) J-300S, BECKAMIN EP-955, BECKAMINE N) manufactured by DIC Corporation under the trade name of urea / formaldehyde resin (high condensation type).

Specific examples of the alkoxymethylated benzoguanamine include, for example, tetramethoxymethylbenzoguanamine. As a commercial product, CYMEL (registered trademark) 1123 manufactured by Mitsui Cytec, Ltd. (currently, Nihon Cytec Industries Inc.); (NIKALAC (registered trademark) BX-4000, NIKALAC BX-37, NIKALAC BL-60, NIKALAC BX-55H) available from Sanwa Chemical Industrial Co., Ltd.

Specific examples of the alkoxymethylated melamine include, for example, hexamethoxymethylmelamine and the like. As a commercial product, a methoxymethyl type melamine compound (trade names: CYMEL (registered trademark) 300, CYMEL 301, CYMEL 303, CYMEL 350) manufactured by Mitsui Cytec, Ltd. (now Nihon Cytec Industries Inc.), a butoxymethyl type melamine compound (Trade name: MYCOAT (registered trademark) 506, MYCOAT 508); NIKALAC (registered trademark) MW-30, NIKALAC MW-22, NIKALAC MW-11, NIKALAC MS-001, NIKALAC MX-002 and NIKALAC MX-002 manufactured by Sanwa Chemical Industrial Co., 730, NIKALAC MX-750, NIKALAC MX-035), and butoxymethyl type melamine compounds (trade names: NIKALAC (registered trademark) MX-45, NIKALAC MX-410 and NIKALAC MX-302).

A compound obtained by condensing a melamine compound, a urea compound, a glycoluril compound and a benzoguanamine compound in which the hydrogen atom of the amino group is substituted with a methylol group or an alkoxymethyl group. For example, a high molecular weight compound prepared from a melamine compound and a benzoguanamine compound described in U.S. Patent 6,323,310 can be mentioned. Commercially available products of the above-mentioned melamine compounds include CYMEL (registered trademark) 303 (manufactured by Mitsui Cytec, Ltd.) (currently, Nihon Cytec Industries Inc.) (Trade name: CYMEL (registered trademark) 1123 (manufactured by Mitsui Cytec, Ltd.) (currently, Nihon Cytec Industries Inc.)).

Examples of the component (C) include N-hydroxymethyl (meth) acrylamide, N-methoxymethyl (meth) acrylamide, N-ethoxymethyl (meth) Acrylamide or an acrylamide compound substituted with an alkoxymethyl group, or a polymer prepared by using a methacrylamide compound. Further, (meth) acrylamide means both of methacrylamide and acrylamide.

Such polymers include, for example, poly (N-butoxymethylacrylamide), copolymers of N-butoxymethylacrylamide and styrene, copolymers of N-hydroxymethylmethacrylamide and methylmethacrylate, A copolymer of N-ethoxymethylmethacrylamide and benzylmethacrylate, and a copolymer of N-butoxymethylacrylamide and benzylmethacrylate and 2-hydroxypropylmethacrylate. The weight average molecular weight of such a polymer is 1,000 to 500,000, preferably 2,000 to 200,000, more preferably 3,000 to 150,000, and still more preferably 3,000 to 50,000.

These crosslinking agents may be used alone or in combination of two or more.

The content of the crosslinking agent in the component (C) in the composition for forming the cured film on the surface of the optical film of the present invention is preferably selected from the group consisting of a compound having a photo-orientable group and a polymer having a photo- Is preferably 10 parts by mass to 400 parts by mass, more preferably 15 parts by mass to 200 parts by mass, based on 100 parts by mass of the total amount of the polymer of the component (B). When the content of the crosslinking agent is too low, the solvent resistance and heat resistance of the cured film obtained from the cured film-forming composition are lowered, and the orientation sensitivity at the time of photo curing is lowered. On the other hand, when the content is excessive, the photoalignment property and the storage stability may be deteriorated.

[Component (D)] [

The composition for forming a cured film on the surface of the optical film of the present invention comprises the component (C), a compound having a group capable of thermally crosslinking with the component (C) and a compound having a (meth) ≪ / RTI > In addition, (meth) acrylic group means both methacryl group and acrylic group.

When the cured film of the optical film of the present invention is used as an alignment material, the compound of the component (D) functions as a component for improving the adhesion between layers of the cured polymerizable liquid crystal formed thereon, do.

Preferably, the component (D) is a compound having a hydroxyl group and a (meth) acryl group.

When a cured film formed from a composition for forming a cured film on the surface in the optical film of the present invention containing the component (D) is used as a liquid crystal alignment film, a liquid crystal alignment film (cured film) and a layer of a polymerizable liquid crystal The crosslinkable reaction site included in the liquid crystal alignment film and the polymerizable functional group of the polymerizable liquid crystal can be linked by a covalent bond. As a result, the retarder of the present embodiment, which is formed by laminating the cured polymerizable liquid crystal on the alignment material of the present embodiment, can maintain strong adhesion even under conditions of high temperature and high quality, and can exhibit high durability against peeling and the like .

The content of the component (D) in the cured film-forming composition of the embodiment of the present invention is such that the content of the component (A) is at least one selected from the group consisting of a compound having a photo-orientable group and a polymer having a photo- Is preferably 0.1 part by mass to 40 parts by mass, more preferably 5 parts by mass to 35 parts by mass, based on 100 parts by mass of the total amount of the polymer of component (C) and the crosslinking agent of (C). When the content of the component (D) is 0.1 part by mass or more, sufficient adhesion to the polymerizable liquid crystal layer can be imparted to the cured film to be formed. However, if it is more than 40 parts by mass, the storage stability of the cured film-forming composition may be deteriorated.

In the composition for forming a cured film on the surface of the optical film of the present invention, the component (D) may be a mixture of a plurality of compounds of the component (D).

Preferable examples of the compound of the component (D) are given below. The compound of component (D) is not limited to the following compound examples.

(7)

(Wherein R ⁴¹ represents a hydrogen atom or a methyl group, and m represents an integer of 1 to 10.)

[Component (E)] [

The composition for forming a cured film on the surface of the optical film of the present invention may further comprise (E) a component (A) and / or a component (B) ) Component as a crosslinking catalyst.

As the crosslinking catalyst as the component (E), for example, an acid or a thermal acid generator may be mentioned. This component (E) is effective for promoting the thermosetting reaction in the formation of the cured film using the composition forming the cured film on the surface of the optical film of the present invention.

When an acid or a thermal acid generator is used as the component (E), the component (E) is a compound capable of generating an acid by thermal decomposition at a sulfonic acid group-containing compound, hydrochloric acid or its salt, prebake or postbake, Is not particularly limited as far as it is a compound which generates an acid by pyrolysis at 250 ° C.

Such compounds include, for example, inorganic acids such as hydrochloric acid, methanesulfonic acid, ethanesulfonic acid, propanesulfonic acid, butanesulfonic acid, pentanesulfonic acid, octanesulfonic acid, benzenesulfonic acid, p- toluenesulfonic acid, P-xylene-2-sulfonic acid, m-xylene-2-sulfonic acid, 4-ethylbenzenesulfonic acid, p-toluenesulfonic acid, But are not limited to, 1H, 1H, 2H, 2H-perfluorooctanesulfonic acid, perfluoro (2-ethoxyethanesulfonic acid, pentafluoroethanesulfonic acid, nonafluorobutane- Or a hydrate thereof or a salt thereof.

Examples of the compound capable of generating an acid upon exposure to heat include bis (tosyloxy) ethane, bis (tosyloxy) propane, bis (tosyloxy) butane, p-nitrobenzyl tosylate, P-toluenesulfonic acid methyl ester, p-toluenesulfonic acid ethyl ester, p-toluenesulfonyl p-toluenesulfonate, p-toluenesulfonyl p-toluenesulfonate, Toluenesulfonic acid butyl ester, p-toluenesulfonic acid isobutyl ester, p-toluenesulfonic acid methyl ester, p-toluenesulfonic acid phenetyl ester, cyanomethyl p-toluenesulfonate, 2 Toluene sulfonate, 2-hydroxybutyl p-tosylate, N-ethyl-4-toluenesulfonamide and the following formulas [PAG-1] to [PAG- And the like.

[Chemical Formula 8]

[Chemical Formula 9]

[Chemical formula 10]

(11)

[Chemical Formula 12]

[Chemical Formula 13]

[Chemical Formula 14]

The content of the component (E) in the cured film-forming composition of the embodiment of the present invention is preferably at least one selected from the group consisting of a compound having a photo-orientable group as a component (A) and a polymer having a photo- , Preferably 0.01 to 10 parts by mass, more preferably 0.01 to 10 parts by mass, per 100 parts by mass of the total amount of the polymer as the component (C), the crosslinking agent as the component (C) Preferably 0.05 parts by mass to 8 parts by mass, more preferably 0.1 parts by mass to 6 parts by mass. When the content of the component (E) is 0.01 part by mass or more, sufficient thermosetting property and solvent resistance can be imparted, and high sensitivity to exposure can be given. When the amount is 20 parts by mass or less, the storage stability of the cured film forming composition can be improved.

[Other additives]

The cured film-forming composition of the embodiment of the present invention may contain other additives as long as the effect of the present invention is not impaired.

Other additives may include, for example, sensitizers. The sensitizer is effective in promoting the photoreaction in forming the cured film on the surface of the optical film of the present invention.

Examples of the sensitizer include derivatives such as benzophenone, anthracene, anthraquinone and thioxanthone, and nitrophenyl compounds. Of these, N, N-diethylaminobenzophenone, a benzophenone derivative, and nitrophenyl compounds such as 2-nitrofluorene, 2-nitrofluorenone, 5-nitroasenaphthene, 4-nitrobiphenyl, Nitrostevanone, 4-nitrobenzophenone, 5-nitroindole are particularly preferable.

These sensitizers are not particularly limited to those described above. These can be used alone or in combination of two or more compounds.

In the embodiment of the present invention, the ratio of the sensitizer used is preferably 0.1 part by mass to 20 parts by mass, more preferably 0.2 parts by mass to 10 parts by mass, per 100 parts by mass of the component (A). If the ratio is too small, the effect as a sensitizer may not be sufficiently obtained. In the case where the ratio is too large, the transmittance of the formed cured film may be lowered or the coating film may be roughened.

The cured film-forming composition of the embodiment of the present invention may contain, as other additives, a silane coupling agent, a surfactant, a rheology modifier, a pigment, a dye, a storage stabilizer, a defoaming agent, And the like.

[solvent]

The cured film-forming composition of the embodiment of the present invention is often used in the form of a solution dissolved in a solvent. The solvent used here is one which dissolves the component (A) and the component (B), and optionally the component (C), the component (D), the component (E) and / or other additives, The type and structure thereof are not particularly limited.

Specific examples of the solvent include, for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene Propylene glycol monomethyl ether acetate, propylene glycol propyl ether, propylene glycol propyl ether acetate, cyclopentyl methyl ether, toluene, xylene, methyl ethyl ketone, cyclopentanone, cyclohexanone, 2- Butanone, 2-pentanone, 2-pentanone, 2-heptanone,? -Butyrolactone, ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2- methylpropionate, ethyl ethoxyacetate , Ethyl hydroxyacetate, methyl 2-hydroxy-3-methylbutanoate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate , Ethyl 3-ethoxypropionate, methyl pyruvate, ethyl pyruvate, ethyl acetate, butyl acetate, ethyl lactate, butyl lactate, n-propyl acetate, isopropyl acetate, isopropanol, N, N-dimethylformamide, Acetamide, and N-methyl-2-pyrrolidone.

These solvents may be used singly or in combination of two or more. Of these solvents, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, methyl ethyl ketone, cyclohexanone, 2-heptanone, propylene glycol propyl ether, propylene glycol propyl ether acetate, ethyl acetate, Methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate and methyl 3-ethoxypropionate are preferable because of good film-forming properties and high safety.

≪ Preparation of cured film forming composition >

As described above, the composition for forming the cured film on the surface of the optical film of the present invention is a composition wherein the photo-alignment component (A), the methacrylic acid alkyl ester or the acrylic acid alkyl ester (B) Is dissolved in a solvent. The composition for forming the cured film on the surface of the optical film of the present invention may further contain a crosslinking agent as the component (C), a compound having a hydroxyl group and a (meth) acrylic group as the component (D) E) component as a crosslinking catalyst. Other additives may be added as long as the effect of the present invention is not impaired.

The mixing ratio (content ratio) of the component (A) to the component (B) is preferably from 5:95 to 90:10 in terms of the mass ratio. When the content of the component (B) is excessive, the liquid crystal alignability tends to deteriorate. If the content of the component (B) is too low, the solvent resistance tends to decrease.

Preferable examples of the composition for forming the cured film on the surface of the optical film of the present invention are as follows.

[1] A positive electrode active material composition for a lithium secondary battery according to any one of [1] to [6], wherein a mixing ratio of the component (A) to the component (B) is 5:95 to 90:10 in terms of a mass ratio and 10 parts by mass to 100 parts by mass, And 400 parts by mass of the component (C).

[1] A positive electrode active material composition for a lithium secondary battery according to any one of [1] to [6], wherein a mixing ratio of the component (A) to the component (B) is 5:95 to 90:10 in terms of a mass ratio and 10 parts by mass to 100 parts by mass, , 400 parts by mass of component (C), and a solvent.

[1] A positive electrode active material composition for a lithium secondary battery according to any one of [1] to [6], wherein a mixing ratio of the component (A) to the component (B) is 5:95 to 90:10 in terms of a mass ratio and 10 parts by mass to 100 parts by mass, (D) component based on 100 parts by mass of the total of the component (A), the component (B), and the component (C) in an amount of 0.1 part by mass to 40 parts by mass, Forming composition.

[1] A positive electrode active material composition for a lithium secondary battery according to any one of [1] to [6], wherein a mixing ratio of the component (A) to the component (B) is 5:95 to 90:10 in terms of a mass ratio and 10 parts by mass to 100 parts by mass, (D) component, (A) component and (B) component, based on 100 parts by mass of the total of (A), (B) and (C) (E) component and a solvent, based on 100 parts by mass of the total amount of the component (B), the component (C), and the component (D).

The composition ratio, preparation method and the like when a composition for forming a cured film on the surface of the optical film of the present invention is used as a solution will be described in detail below.

The proportion of the solid content in the composition for forming the cured film on the surface of the optical film of the present invention is not particularly limited as long as each component is uniformly dissolved in the solvent, but it is preferably 1% by mass to 80% , Preferably 2% by mass to 60% by mass, and more preferably 3% by mass to 40% by mass. Here, the solid content refers to the solvent excluding the entire components of the cured film forming composition.

The method of preparing the composition for forming the cured film on the surface of the optical film of the present invention is not particularly limited. In the preparation method, for example, a solution of the component (A), and optionally the component (C), furthermore, the component (D) and the component (E) are mixed in a predetermined ratio And a method in which a homogeneous solution is prepared, or a method in which other additives are further added and mixed at an appropriate stage of this preparation method, if necessary.

In the preparation of the composition for forming the cured film on the surface of the optical film of the present invention, the specific copolymer (component (A)) obtained by the polymerization reaction in a solvent and the specific copolymer 2 ((B ) Component) can be used as it is. In this case, to the solution of the component (A) obtained, for example, by copolymerizing the above-described monomer having a photo-dimerization site, a monomer having a thermal crosslinking site and other monomers as required, (B) component obtained by copolymerizing a monomer having a thermally crosslinkable substituent with other monomers and further adding a component (C), furthermore, a component (D) and an ingredient (E) Solution. At this time, the solvent may be further added for the purpose of concentration adjustment. At this time, the solvent used in the production of the component (A) and the component (B) may be the same as or different from the solvent used for adjusting the concentration of the cured film forming composition.

The solution of the prepared cured film-forming composition is preferably used for forming a cured film after filtration using a filter having a pore diameter of about 0.2 탆 or the like.

≪ Optical film &

The optical film of the present invention is preferably obtained by applying a solution of the cured film-forming composition described above onto an acrylic film substrate by means of bar coating, spin coating, flow coating, roll coating, slit coating, , Printing or the like to form a coating film, and thereafter, heating and drying the coated film with a hot plate or an oven to form a cured film.

As the acrylic film, a film comprising a copolymer of alkyl methacrylate and / or acrylic acid alkyl ester may be suitably used. The acrylic film used as the base material preferably has a thickness of 20 to 100 占 퐉.

As a condition for heating and drying, when a cured film is used as a liquid crystal alignment film, the curing reaction proceeds so that the components of the liquid crystal alignment film do not dissolve in the polymerizable liquid crystal solution applied thereon. For example, A heating temperature and a heating time suitably selected within a range of from -20 ° C to a time of from 0.4 minute to 60 minutes are employed. The heating temperature and heating time are preferably 70 ° C to 160 ° C for 0.5 minute to 10 minutes.

The film thickness of the cured film on the surface of the optical film of the present invention is, for example, 0.05 to 5 占 퐉 and can be appropriately selected in consideration of the step difference of the acrylic film used as the substrate and the optical and electrical properties.

The optical film of the present invention produced in this way can be used as a member for orienting a cured film formed on a substrate as a liquid crystal alignment film, that is, for orienting a liquid crystalline compound containing a polymerizable liquid crystal or the like And this optical film can be used as an alignment material.

As a method of irradiating polarized UV, ultraviolet light to visible light having a wavelength of 150 nm to 450 nm is usually used and irradiated with linearly polarized light from a vertical or inclined direction at room temperature or in a heated state.

In the alignment material of the present invention, since the cured film to be a liquid crystal alignment film has solvent resistance and heat resistance, a phase difference material comprising a polymerizable liquid crystal solution is coated on the alignment material and then heated to the phase transition temperature of the liquid crystal The phase difference material is put into a liquid crystal state and aligned on the alignment material. Then, the retardation material having the optically anisotropic layer can be formed by directly curing the retardation material in the desired alignment state.

As the retardation material, for example, a liquid crystal monomer having a polymerizable group and a composition containing the liquid crystal monomer are used. In the present invention, since the base material in the alignment material is an acrylic film, the retardation film of the present invention is useful as a retardation film. The retardation material forming such a retardation material is in a liquid crystal state and has an alignment state such as a horizontal alignment, a cholesteric alignment, a vertical alignment, and a hybrid alignment on the alignment material. Can be used.

Further, in the case of producing the patterned retardation material for use in the 3D display, the cured film of the surface of the optical film of the present invention is exposed to light from a predetermined standard through a mask of a line and space pattern, for example, Polarized UV exposure in the direction of 45 degrees, and then the polarized UV in the direction of -45 degrees is exposed at a lower exposure dose after the mask is separated. Thus, the cured film of the film surface can be used as a liquid crystal alignment film in which two kinds of liquid crystal alignment regions having different liquid crystal alignment control directions are formed, and this optical film can be used as an alignment material. Thereafter, the retardation material made of the polymerizable liquid crystal solution is coated on the alignment material, and then heated to the phase transition temperature of the liquid crystal to bring the retardation material into a liquid crystal state. The polymerizable liquid crystal in a liquid crystal state is oriented on an alignment material having two kinds of liquid crystal alignment regions, and forms an alignment state corresponding to each liquid crystal alignment region. Then, the retardation material realizing this alignment state is intact, the above-described alignment state is fixed, and a patterned retardation material in which a plurality of two types of retardation regions having different retardation characteristics are arranged in a regular pattern can be obtained .

The optical film of the present invention can be used as a liquid crystal alignment film of a liquid crystal display element. For example, after the optical film of the present embodiment formed as described above is used and the alignment members in the both optical films are brought into contact with each other with the spacer interposed therebetween, liquid crystal is injected between these substrates, The aligned liquid crystal display element can be manufactured.

Accordingly, the optical film of the present invention can be suitably used for the production of various retardation films (phase difference films) and liquid crystal display devices.

Example

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

[Abbreviation used in the examples]

The meanings of the weak symbols used in the following examples are as follows.

≪ Compounds having photo aligning group and polymer raw material having photo aligning group >

CIN1: 4- (6-hydroxyhexyloxy) cinnamic acid methyl ester

CIN2: a product obtained by reacting 4- (6-hydroxyhexyloxy) cinnamic acid methyl ester with 2-isocyanatoethyl methacrylate in a ratio of 1: 1

CIN3: 4- (6-methacryloxyhexyl-1-oxy) cinnamic acid methyl ester

≪ Acrylic polymer raw material &

MMA: methyl methacrylate

HEMA: 2-hydroxyethyl methacrylate

THFMA: tetrahydrofurfuryl methacrylate

BMAA: N-butoxymethyl acrylamide

AIBN: α, α'-azobisisobutyronitrile

<Cross-linking agent>

HMM: hexamethoxymethyl melamine

&Lt; Crosslinking catalyst &

PTSA: p-toluenesulfonic acid monohydrate

&Lt; Adhesion improving component >

C-1: a compound (C1) having a hydroxyl group and a methacryl group represented by the following structural formula:

[Chemical Formula 15]

C-2: a compound (C2) having a hydroxyl group and a methacryl group represented by the following structural formula:

[Chemical Formula 16]

C-3: A compound (C3) having a hydroxyl group and an acrylic group represented by the following structural formula:

[Chemical Formula 17]

<Solvent>

PM: Propylene glycol monomethyl ether

PMA: Propylene glycol monomethyl ether acetate

CHN: Cyclohexanone

The number-average molecular weight and the weight-average molecular weight of the acrylic copolymer obtained according to the following Synthesis Example were measured using a GPC apparatus (Shodex (registered trademark) columns KF803L and KF804L) manufactured by JASCO Corporation and eluting solvent tetrahydrofuran at a flow rate of 1 mL / min (Column temperature: 40 占 폚) and eluted. The following number average molecular weight (hereinafter referred to as Mn) and weight average molecular weight (hereinafter referred to as Mw) are shown in polystyrene conversion values.

&Lt; Synthesis Example 1 &

(Solid content concentration: 18 mass%) (P1) was obtained by dissolving 100.0 g of CIN2, 13.6 g of HEMA and 1.0 g of AIBN as a polymerization catalyst in a mixed solvent of 443.0 g of PM and 111.0 g of CHN and reacting at 90 DEG C for 20 hours. &Lt; / RTI &gt; The acrylic copolymer thus obtained had Mn of 8,900 and Mw of 20,200.

&Lt; Synthesis Example 2 &

100.0 g of MMA and 1.0 g of AIBN as a polymerization catalyst were dissolved in 404.0 g of PM and reacted at 80 DEG C for 20 hours to obtain an acrylic polymer solution (solid content concentration 20 mass%) (P2). The obtained acrylic copolymer had Mn of 15,200 and Mw of 31,700.

&Lt; Synthesis Example 3 &

100.0 g of MMA, 11.1 g of HEMA and 1.1 g of AIBN as a polymerization catalyst were dissolved in 450.0 g of PM and reacted at 80 DEG C for 20 hours to obtain an acrylic copolymer solution (solid concentration 20 mass%) (P3). The acrylic copolymer thus obtained had Mn of 16,700 and Mw of 29,900.

&Lt; Synthesis Example 4 &

100.0 g of MMA, 11.1 g of HEMA and 5.6 g of AIBN as a polymerization catalyst were dissolved in 450.0 g of PM and reacted at 80 DEG C for 20 hours to obtain an acrylic copolymer solution (solid concentration 20 mass%) (P4). The obtained acrylic copolymer had Mn of 4,200 and Mw of 7,600.

&Lt; Synthesis Example 5 &

100 g of MMA, 42.9 g of HEMA and 1.4 g of AIBN as a polymerization catalyst were dissolved in 657.0 g of PM and reacted at 80 DEG C for 20 hours to obtain an acrylic copolymer solution (solid concentration 20 mass%) (P5). The obtained acrylic copolymer had Mn of 15,300 and Mw of 29,200.

&Lt; Synthesis Example 6 &

(Solid content concentration 20 mass%) (P6) was obtained by dissolving 50.0 g of MMA, 40.0 g of THFMA, 10.0 g of HEMA and 1.0 g of AIBN as a polymerization catalyst in 404.0 g of PM and reacting at 80 DEG C for 20 hours. The obtained acrylic copolymer had Mn of 14,700 and Mw of 32,500.

&Lt; Synthesis Example 7 &

100.0 g of HEMA and 1.0 g of AIBN as a polymerization catalyst were dissolved in 404.0 g of PM and reacted at 80 DEG C for 20 hours to obtain an acrylic polymer solution (solid content concentration: 20 mass%) (P7). The obtained acrylic copolymer had Mn of 14,100 and Mw of 27,700.

&Lt; Synthesis Example 8 &

100.0 g of BMAA and 4.2 g of AIBN as a polymerization catalyst were dissolved in 193.5 g of PM and reacted at 90 DEG C for 20 hours to obtain an acrylic polymer solution (solid content concentration: 35 mass%) (P8). The obtained acrylic copolymer had 2,700 Mn and 3,900 Mw.

&Lt; Synthesis Example 9 &

100.0 g of CIN3 and 1.0 g of AIBN as a polymerization catalyst were dissolved in 404.0 g of PMA and reacted at 80 DEG C for 20 hours to obtain an acrylic polymer solution (solid content concentration: 20 mass%) (P9). The obtained acrylic copolymer had Mn of 7,800 and Mw of 21,000.

&Lt; Production of base film &

The acrylic film used as the substrate can be produced, for example, by the following method. That is, raw pellets composed of a copolymer mainly composed of methyl methacrylate are melted at 250 ° C by an extruder, passed through a T-die, and an acrylic film having a thickness of 40 μm can be produced through a casting roll and a drying roll.

&Lt; Examples 1 to 12 >

Each cured film-forming composition was prepared in the composition shown in Table 1, and each cured film-forming composition was coated on an acrylic film using a bar coater, and then heated at 100 ° C for 120 seconds in a thermo-circulating oven Followed by heating and drying to form a cured film on the surface of the film to produce films of Examples 1 to 12. The films of these Examples were evaluated for adhesion and orientation.

[Table 1]

&Lt; Comparative Examples 1 to 3 >

Each of the cured film forming compositions was prepared in the compositions shown in Table 2, and films of Comparative Examples 1 to 3 were prepared in the same manner as in Examples. The films of these comparative examples were evaluated for adhesion and orientation.

[Table 2]

[Evaluation of adhesion]

In the films of Examples 1 to 11 and Comparative Examples 1 and 2, linearly polarized light of 313 nm was vertically irradiated to the surface on which the cured film was formed at 40 mJ / cm ² . Similarly to the films of Example 12 and Comparative Example 3, linearly polarized light of 313 nm was vertically irradiated at 400 mJ / cm ² . A polymerizable liquid crystal solution for horizontal orientation was applied on the cured film on the substrate after the exposure by using a bar coater and then prebaked on a hot plate at 70 캜 for 60 seconds to form a coating film having a thickness of 1.0 탆. This coating film was exposed at 300 mJ / cm ² and the polymerizable liquid crystal was polymerized to prepare a retarder having a polymerizable liquid crystal layer on the acrylic film.

A cross cut (1 mm x 1 mm x 100 cells) was put on a retardation surface (a surface on which a layer of a polymerizable liquid crystal was formed) using a cutter knife, and then a cellophane tape was stuck. Then, when the cellophane tape was peeled off, the number of the chambers remaining without being peeled off on the cured film (liquid crystal alignment film) of the lower layer and the film substrate of the lower layer was counted. When the layer of the polymerized liquid crystal had not been peeled off, the number of remaining chambers remaining 90 or more was judged to be good and the adhesion was judged to be good. When the number of remaining chambers was less than 90, the adhesion was judged to be poor. The obtained results are summarized in Table 3.

[Evaluation of pattern formation property]

The films of Examples 1 to 11 and Comparative Examples 1 and 2 were irradiated with linearly polarized light of 313 nm at a rate of 40 mJ / cm ² perpendicularly to the surface on which the cured film was formed, with a line-and-space mask of 350 m. Subsequently, the substrate was rotated 90 degrees after the mask was removed, and linearly polarized light of 313 nm was irradiated perpendicularly to the surface on which the cured film was formed at 20 mJ / cm &lt; ² &gt;, whereby the cured film was divided into two types Of the liquid crystal alignment region was formed. Similarly, the films of Example 12 and Comparative Example 3 were irradiated with linearly polarized light of 313 nm at a rate of 400 mJ / cm ² perpendicularly to the surface on which the cured film was formed, with a 350 μm line and space mask interposed. Subsequently, the substrate was rotated 90 degrees after the mask was removed, and linearly polarized light of 313 nm was irradiated perpendicularly to the surface on which the cured film was formed at a rate of 200 mJ / cm &lt; ² &gt;, whereby the cured film was divided into two types Of the liquid crystal alignment region was formed.

A polymerizable liquid crystal solution for horizontal orientation was applied on a cured film (alignment material) on this substrate using a bar coater, and then prebaked on a hot plate at 70 캜 for 60 seconds to form a coating film . The coating film was exposed at 300 mJ / cm ² , and the polymerizable liquid crystal was polymerized to prepare a patterned retardation material in which two kinds of regions having different retardation characteristics were regularly arranged.

The patterned phase difference material on the cured film (alignment material) formed on the produced substrate was observed using a polarization microscope, and those in which a phase difference pattern was formed without alignment defects were evaluated as &amp; cir &amp; The evaluation results are summarized in Table 3.

[Results of evaluation]

The results of the above evaluation are shown in Table 3 below.

[Table 3]

In Examples 1 to 12, the retardation material produced exhibited high adhesiveness to the cured film and substrate of the lower layer. In addition, the alignment material produced in all of the examples exhibited liquid crystal alignability, and optical patterning could be performed.

On the other hand, in Comparative Examples 1 and 2 in which the polymer (B) did not use a polymer having a high adhesion property with the substrate, optical patterning could be performed, but adhesion to the underlying cured film and substrate was poor. In Comparative Example 3 in which component (B) was not used, optical patterning could not be performed.

Industrial availability

The film on which the cured film according to the present invention is formed is very useful as a liquid crystal aligning material for a liquid crystal display element or an alignment material for forming an optically anisotropic film provided inside or outside the liquid crystal display element, And is a favorable material for forming a retardation material. In addition, a material for forming a cured film such as a protective film, a planarizing film, and an insulating film in various displays such as a thin film transistor (TFT) type liquid crystal display element and an organic EL element, especially a material for forming an interlayer insulating film of a TFT type liquid crystal element, Or as a material for forming an insulating film of an organic EL element or the like.

Claims (12)

An optical film having a cured film on an acrylic film,
(A) at least one member selected from the group consisting of a compound having a photo-orientable group and a polymer having a photo-orientable group, and
(B) a polymer having a unit structure represented by the following formula X
Wherein the optical film is formed by a cured film-forming composition containing a curing agent.
[Chemical Formula 1]

(Wherein R ¹ represents a hydrogen atom or a methyl group, and R ² represents a linear or branched alkyl group having 1 to 5 carbon atoms.) The method according to claim 1,
Wherein the photo-orientable group of the component (A) is a functional group having a structure of photo-dimerization or photo-isomerization. 3. The method according to claim 1 or 2,
Wherein the photo-orientable group of the component (A) is a cinnamoyl group. 3. The method according to claim 1 or 2,
Wherein the photo-orientable group of the component (A) is a group of an azobenzene structure. 5. The method according to any one of claims 1 to 4,
(A) is a compound or a polymer having any one of a hydroxyl group, a carboxyl group, an amino group and an alkoxysilyl group in addition to the photo-aligning group, and the cured film-
(C) an optical film containing a cross-linking agent which reacts with the component (A) or the component (B), or both of these components. 6. The method according to any one of claims 1 to 5,
(B) is a polymer having a structural unit in which R ¹ and R ^{2 each} represent a methyl group in the formula (X). 7. The method according to any one of claims 1 to 6,
(X) in the polymer of the component (B) is from 40 to 100% by mass based on the total mass of the polymer. 8. The method according to any one of claims 1 to 7,
Wherein the curable film forming composition has a content ratio of the component (A) to the component (B) in a mass ratio of 5:95 to 60:40. 9. The method according to any one of claims 5 to 8,
The cured film-forming composition contains 5 to 400 parts by mass of the component (C) based on 100 parts by mass of the total of the components (A) and (B). 10. The method according to any one of claims 1 to 9,
Wherein the cured film is used as a liquid crystal alignment film. A liquid crystal alignment material formed using the optical film according to any one of claims 1 to 10. A retardation film formed by using the optical film according to any one of claims 1 to 10.