TW201404816A - Cured film forming composition, alignment material and retardation material - Google Patents

Abstract

To provide a composition for forming a cured film with which a cured film having excellent photoreaction efficiency and solvent resistance and high close adhesiveness is formed, and to provide an orientation material for photo-orientation and a phase difference material that is formed using the orientation material. A composition for forming a cured film comprises (A) a compound having groups capable of photo-orientation and any one substitution group selected from hydroxy, carboxyl, and amino groups, (B) a hydrophilic polymer having one, two or more substitution groups selected from hydroxy, carboxyl, and amino groups, and (C) an alkoxysilane compound having amino groups. A cured film is formed using this composition for forming a cured film and an orientation material is formed using photo-orientation technology. Photopolymerizable liquid crystals are applied on the orientation material and cured to obtain a phase difference material.

Description

Hardened film forming composition, alignment material and phase difference material

The present invention relates to a cured film forming composition, an alignment material, and a phase difference material.

In recent years, in the field of displays such as televisions using liquid crystal panels, development of 3D displays capable of enjoying 3D video images has been progressing toward an improvement in performance. The 3D display can display a stereoscopic image by recognizing the image for the right eye with the observer's right eye and the left eye for the observer's left eye.

There are various methods for displaying a 3D display of a 3D image. As a method that does not require special glasses, a lenticular lens method and a parallax barrier method are known.

In addition, a circular polarized glasses method or the like is known as one of the ways in which an observer observes a 3D video display by wearing glasses (see, for example, Patent Document 1).

The case of a 3D display with a circular polarized glasses method, usually A phase difference material is disposed on a display element that forms an image such as a liquid crystal panel. In the phase difference material, two kinds of phase difference regions having different phase difference characteristics are arranged in plural and regularly, and the phase difference material is patterned. In the present specification, the phase difference material in which a plurality of phase difference regions having different phase difference characteristics are arranged is referred to as a patterned phase difference material.

The patterning phase difference material is produced by optically patterning a phase difference material made of a polymerizable liquid crystal as disclosed in Patent Document 2. The optical patterning of the phase difference material formed of the polymerizable liquid crystal is a light alignment technique known in the formation of alignment materials for liquid crystal panels. In other words, a coating film made of a material having a light alignment property is provided on the substrate, and two types of polarized light having different polarization directions are applied thereto. Next, two kinds of liquid crystal alignment regions in which the alignment directions of the liquid crystals are different are formed, and a light alignment film as an alignment material is obtained. A phase difference material containing a solution of a polymerizable liquid crystal is applied onto the photo-alignment film to achieve alignment of the polymerizable liquid crystal. Subsequently, the aligned polymerizable liquid crystal is cured to form a patterned phase difference material.

In the formation of an alignment material using a photo-alignment technique of a liquid crystal panel, as a material which can be used as a light-aligning property, a photodimerization site having a side chain having a cinnamoyl group and a chalcone group is known. Acrylic resin or polyimide resin. It has been reported that these resins exhibit the property of controlling liquid crystal alignment (hereinafter also referred to as liquid crystal alignment) by polarized UV irradiation (see Patent Documents 3 to 5).

[Previous Technical Literature] [Patent Literature]

Patent Document 1: Japanese Patent Publication No. Hei 10-232365

Patent Document 2: JP-A-2005-49865

Patent Document 3: Japanese Patent No. 3171342

Patent Document 4: JP-A-2009-058584

Patent Document 5: Japanese Patent Publication No. 2001-517719

However, according to the review by the present inventors, it has been found that an acrylic resin having a photodimerization site such as a cinnabarinyl group or a chalcone group in a side chain is not suitable for obtaining a phase difference material. In particular, in order to irradiate the polarizing UV with the resin to form an alignment material, the alignment material is used to optically pattern the phase difference material made of the polymerizable liquid crystal, and a large polarized UV exposure amount is required. This polarized UV exposure amount is much more than the alignment of the liquid crystal for a normal liquid crystal panel, that is, a sufficient amount of polarized UV exposure (for example, about 100 mJ/cm ² ).

The reason why the amount of polarized UV exposure is increased is that, when the phase difference material is formed, unlike the liquid crystal for a liquid crystal panel, the polymerizable liquid crystal is used in a solution state and applied to the alignment material.

When an alignment material is formed by using an acrylic resin or the like having a photodimerization site such as a cinnabar base group in a side chain to align the polymerizable liquid crystal, the acrylic resin or the like is photocrosslinked by a photodimerization reaction. Moreover, it is necessary to carry out polarized light irradiation with a large exposure amount until exhibiting resistance to a polymerizable liquid crystal solution. In order to align the liquid crystal of the liquid crystal panel, usually only The surface of the photoalignment alignment material can be dimerized. However, when the past material is used to exhibit solvent resistance, such as the above-mentioned acrylic resin, it is necessary to react to the inside of the alignment material, and it becomes necessary to have a larger exposure amount. As a result, there is a problem that the alignment sensitivity of the past materials is extremely small.

Further, in order to exhibit the solvent resistance of the resin of the above-mentioned conventional material, a technique of adding a crosslinking agent is known. However, it is known that after the thermosetting reaction with a crosslinking agent, a three-dimensional structure is formed inside the formed coating film, and photoreactivity is lowered. That is, the alignment sensitivity is drastically lowered, and even if a crosslinking agent is added to the material used in the past, the desired effect cannot be obtained.

Based on the above, it is required to improve the alignment sensitivity of the alignment material, and to reduce the amount of polarized UV exposure, and to form a composition with the cured film used for the formation of the alignment material. Moreover, a technique for providing a patterned phase difference material with high efficiency is required.

Further, when a patterned phase difference material of a 3D display is produced by a photo-alignment technique, it has been formed on an alkali-free glass substrate in the past. However, in recent years, in response to the demand for a decrease in manufacturing cost, production on an inexpensive substrate such as alkali glass is required.

However, as described above, the photo-alignment film formed of the conventional material cannot be well aligned due to the influence of the Na component in the alkali glass.

Therefore, it is required to form a phase difference material which is excellent in adhesion and which is highly reliable even on alkali glass, an alignment material which can be applied to a photo-alignment technique, and a cured film formation composition for forming the alignment material.

The present invention is completed based on the above findings or review results By. That is, an object of the present invention is to provide a cured film forming composition for providing an alignment material which is excellent in photoreaction efficiency and solvent-resistant, and which is capable of imparting high sensitivity to a polymerizable liquid crystal even on an alkali glass.

Further, another object of the present invention is to provide an alignment material obtained by forming a composition from the cured film and having excellent photoreaction effect and having solvent resistance, and capable of high-sensitivity alignment of a polymerizable liquid crystal even on an alkali glass. A phase difference material formed using the alignment material.

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

The first aspect of the present invention is a cured film forming composition comprising (A) a compound having a photo-alignment group and a substituent selected from a hydroxyl group, a carboxyl group and an amine group, and (B) having a hydroxyl group. a hydrophilic polymer having one or two or more substituents selected from a carboxyl group and an amine group, and (C) an alkoxydecane compound having an amine group.

In the first aspect of the invention, the photo-alignment group of the component (A) is preferably a functional group having a structure of photodimerization or photoisomerization.

In the first aspect of the invention, the photo-alignment group of the component (A) is preferably a cinnamyl group.

In the first aspect of the invention, the photoalignment group of the component (A) is preferably a group of an azobenzene structure.

In the first aspect of the invention, the component (B) is preferably at least one polymer selected from the group consisting of a polyether polyol, a polyester polyol, a polycarbonate polyol, and a polycaprolactone polyol.

In the first aspect of the invention, the component (B) is preferably cellulose or a derivative thereof.

In the first aspect of the invention, the component (B) is preferably at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms, and at least one of a carboxyl group and a phenolic hydroxyl group. One of the acrylic polymers.

In the first aspect of the invention, the component (B) is preferably at least one of a monomer comprising a polyethylene glycol ester group and a monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms. An acrylic copolymer obtained by polymerization of a monomer having at least one of a monomer having a carboxyl group and a monomer having a phenolic hydroxyl group.

In the first aspect of the invention, the component (B) is preferably a cyclodextrin or a derivative thereof.

In the first aspect of the invention, the ratio of the component (A) to the component (B) is preferably from 5:95 to 60:40 in terms of a mass ratio.

In the first aspect of the present invention, the component (C) is preferably contained in an amount of 10 parts by mass to 100 parts by mass based on 100 parts by mass of the total of the components (A) and (B).

A second aspect of the present invention relates to an alignment material obtained by using the thermosetting film of the first aspect of the present invention to form a composition.

A third aspect of the present invention relates to a phase difference material characterized by using the cured film of the first aspect of the present invention to form a composition. The cured film is formed.

According to the first aspect of the present invention, it is possible to provide a cured film forming composition for providing an alignment material having excellent photoreaction efficiency and solvent resistance and capable of high-sensitivity alignment of a polymerizable liquid crystal even on an alkali glass. .

According to the second aspect of the present invention, it is possible to provide an alignment material which has excellent photoreaction efficiency and solvent resistance and which can align the polymerizable liquid crystal with high sensitivity even on alkali glass.

According to the third aspect of the present invention, it is possible to provide an optically patternable phase difference material which can be formed efficiently even on an alkali glass.

<hardened film forming composition>

The cured film formation composition of the present embodiment contains a low molecular light alignment component of the component (A), a hydrophilic polymer of the component (B), and an alkoxydecane compound having an amine group as the component (C). Further, the cured film forming composition of the present embodiment may contain other additives in addition to the components (A), (B), and (C) as long as the effects of the present invention are not impaired.

The details of each component are explained below.

<(A) component>

The component (A) contained in the cured film formation composition of the present embodiment is the above-described low molecular light alignment component.

Further, the low molecular photoalignment component of the component (A) may be a compound having a photoalignment group and any one selected from a hydroxyl group, a carboxyl group and an amine group. The compound having a photo-alignment group and any one selected from a hydroxyl group, a carboxyl group, and an amine group is as described above, and the photoreactive group constitutes a hydrophobic photoreaction portion in the photoreactive component, and the hydroxyl group or the like constitutes a hydrophilic heat. Reaction section.

Further, in the present invention, the photo-alignment group means a structural site where photodimerization or photoisomerization is carried out.

The structural site where photodimerization is carried out is a site where a dimer is formed by light irradiation, and specific examples thereof include a cinnamyl group, a chalcone group, a coumarin group, a fluorenyl group and the like. Among these, cassia base having high transparency and photodimerization reactivity in the visible light region is preferred. In addition, the structural part which performs photoisomerization is a structural part which mutually changes a cis-form and a trans-type by light irradiation, and a specific example is the structure of an azobenzene structure and a stilbene structure. Part. Among these, the azobenzene structure is preferred in terms of high reactivity. The compound having a photo-alignment group and a hydroxyl group is represented, for example, by the following formula.

In the above formula, X ¹ represents a single bond or an alkylene group having 1 to 18 carbon atoms bonded through a covalent bond, an ether bond, an ester bond, a guanamine bond, an amine bond or a urea bond; , stretching biphenyl or stretching cyclohexyl. In this case, the alkylene group, the extended phenyl group and the extended biphenyl group may be substituted by the same or different one or more substituents selected from the halogen atom and the cyano group.

In the above formula, X ² represents a hydrogen atom, a cyano group, a nitro group, an alkyl group having 1 to 18 carbon atoms, a phenyl group, a biphenyl group or a cycloalkyl group. In this case, an alkyl group having 1 to 18 carbon atoms, a phenyl group, a biphenyl group and a cyclohexyl group may also be bonded via a covalent bond, an ether bond, an ester bond, a guanamine bond, an amine bond or a urea bond, and a phenyl group. And the biphenyl group may be substituted by any of a halogen atom and an amine group.

In the above formula, R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , R ⁷ and R ⁸ each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms. a group, a halogen atom, a trifluoromethyl group or a cyano group.

Specific examples of the compound having a photo-alignment group and a hydroxyl group of the component (A) are, for example, methyl 4-(8-hydroxyoctyloxy) cinnamate, methyl 4-(6-hydroxyhexyloxy) cinnamate, Methyl 4-(4-hydroxybutoxy) cinnamate, methyl 4-(3-hydroxypropoxy) cinnamate, 4-(2-hydroxyethyl) Oxygen) methyl cinnamate, methyl 4-hydroxymethoxycinnamate, methyl 4-hydroxycinnamate, ethyl 4-(8-hydroxyoctyloxy) laurate, 4-(6-hydroxyhexyloxy) Ethyl cinnamate, ethyl 4-(4-hydroxybutoxy) cinnamate, ethyl 4-(3-hydroxypropoxy) cinnamate, 4-(2-hydroxyethoxy) cinnamic acid Ester, ethyl 4-hydroxymethoxycinnamate, ethyl 4-hydroxycinnamate, phenyl 4-(8-hydroxyoctyloxy) cinnamate, phenyl 4-(6-hydroxyhexyloxy) cinnamate , 4-(4-hydroxybutoxy) cinnamic acid phenyl ester, 4-(3-hydroxypropoxy) cinnamic acid phenyl ester, 4-(2-hydroxyethoxy) cinnamic acid phenyl ester, 4-hydroxyl group Phenyl phenyl cinnamate, phenyl 4-hydroxycinnamate, biphenyl 4-(8-hydroxyoctyloxy) cinnamate, biphenyl 4-(6-hydroxyhexyloxy) cinnamate, 4-( 4-hydroxybutoxy)biphenyl cinnamate, 4-(3-hydroxypropoxy) cinnamic acid biphenyl ester, 4-(2-hydroxyethoxy) cinnamic acid biphenyl ester, 4-hydroxymethoxy Biphenyl cinnamate, biphenyl 4-hydroxycinnamate, 8-hydroxyoctyl cinnamate, 6-hydroxyhexyl cinnamate, 4-hydroxybutyl cinnamate, 3-hydroxypropyl cinnamic acid, cinnamic acid 2-hydroxyethyl , hydroxymethyl cinnamate, 4-(8-hydroxyoctyloxy)azobenzene, 4-(6-hydroxyhexyloxy)azobenzene, 4-(4-hydroxybutoxy)azobenzene, 4 -(3-hydroxypropoxy)azobenzene, 4-(2-hydroxyethoxy)azobenzene, 4-hydroxymethoxyazobenzene, 4-hydroxyazobenzene, 4-(8-hydroxyl Octyloxy)chalcone, 4-(6-hydroxyhexyloxy)chalcone, 4-(4-hydroxybutoxy)chalcone, 4-(3-hydroxypropoxy)chalcone, 4-(2-hydroxyethoxy)chalcone, 4-hydroxymethoxychalcone, 4-hydroxychalcone, 4'-(8-hydroxyoctyloxy)chalcone, 4'-( 6-hydroxyhexyloxy)chalcone, 4'-(4-hydroxybutoxy)chalcone, 4'-(3-hydroxypropoxyl Chalcone, 4'-(2-hydroxyethoxy)chalcone, 4'-hydroxymethoxychalcone, 4'-hydroxychalcone, 7-(8-hydroxyoctyloxy) Coumarin, 7-(6-hydroxyhexyloxy)coumarin, 7-(4-hydroxybutoxy)coumarin, 7-(3-hydroxypropoxy)coumarin, 7-(2 -Hydroxyethoxy)coumarin, 7-hydroxymethoxycoumarin, 7-hydroxycoumarin, 6-hydroxyoctyloxycoumarin, 6-hydroxyhexyloxycoumarin, 6-( 4-hydroxybutoxy)coumarin, 6-(3-hydroxypropoxy)coumarin, 6-(2-hydroxyethoxy)coumarin, 6-hydroxymethoxycoumarin, 6 - Hydroxycoumarin.

Specific examples of the compound having a photo-alignment group and a carboxyl group are cinnamic acid, ferulic acid, 4-nitrocinnamic acid, 4-methoxycinnamic acid, 3,4-dimethoxycinnamic acid. , coumarin-3-carboxylic acid, 4-(N,N-dimethylamino)cinnamic acid, and the like.

Specific examples of the compound having a photo-alignment group and an amine group are exemplified by methyl-4-amino cinnamic acid, ethyl-4-amino cinnamic acid, methyl-3-amino cinnamic acid, and ethyl-3- Amino cinnamic acid and the like.

The low molecular light alignment component of the component (A) is exemplified by the above specific examples, but is not limited thereto.

In addition, when the photo-alignment component of the component (A) is a compound having a photo-alignment group and a hydroxyl group, the component (A) may be a compound having two or more photo-alignment groups and/or two or more hydroxyl groups in the molecule. Specifically, the component (A) may be a compound having one hydroxyl group and two or more photo-alignment groups in the molecule, or a compound having one photo-alignment group and two or more hydroxyl groups in the molecule, or each of the molecules. A compound of two or more photo-alignment groups and a hydroxyl group. For example, there are 2 in the molecule As a compound, a compound represented by the following formula can be listed as an example of the compound of the light-aligning group and the hydroxyl group.

By appropriately selecting such a compound, the molecular weight of the photoalignment component of the component (A) can be controlled to be increased. As a result, when the photo-alignment component of the component (A) and the polymer of the component (B) are thermally reacted with the crosslinking agent of the component (C), the photo-alignment component of the component (A) can be suppressed from sublimation. Further, in the cured film forming composition of the present embodiment, an alignment material having high photoreaction efficiency can be formed as a cured film.

Further, the compound of the component (A) in the cured film formation composition of the present embodiment may be a mixture of a plurality of compounds having a photo-alignment group and a substituent selected from a hydroxyl group, a carboxyl group and an amine group.

<(B) component>

The component (B) contained in the cured film formation composition of the present embodiment is a hydrophilic polymer.

Further, the polymer of the component (B) may be a polymer having one or two or more substituents selected from a hydroxyl group, a carboxyl group and an amine group (hereinafter also referred to as a specific polymer).

In the cured film formation composition of the present embodiment, the specific polymer as the component (B) is preferably a hydrophilic polymer having a hydrophilicity higher than that of the component (A). Therefore, the specific polymer is preferably a polymer having a hydrophilic group such as a hydroxyl group or a carboxyl group or an amine group. Specifically, it is preferably one or more substituents selected from a hydroxyl group, a carboxyl group and an amine group. polymer.

The polymer of the component (B) is exemplified by, for example, an acrylic polymer, a polyamic acid, a polyimine, a polyvinyl alcohol, a polyester, a polyester polycarboxylic acid, a polyether polyol, a polyester polyol, a polycarbonate. a polyol, a polycaprolactone polyol, a polyalkyleneimine, a polyallylamine, a cellulose (cellulose or a derivative thereof), a phenol novolac resin, a melamine formaldehyde resin, or the like, having a linear structure or A cyclic polymer such as a branched structure polymer or a cyclodextrin.

Among them, a polymer obtained by polymerizing a monomer having an unsaturated double bond such as acrylate, methacrylate or styrene is preferably used as the acrylic polymer.

The specific polymer of the component (B) is preferably. Hydroxyalkyl cyclodextrin, Cellulose, An acrylic polymer having at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms, and at least one of a carboxyl group and a phenolic hydroxyl group. An acrylic polymer having an aminoalkyl group in a side chain. Polyether polyol, . Polyester polyol, Polycarbonate polyol, and. Polycaprolactone polyol.

A preferred example of the specific polymer of the component (B) is an acrylic acid having at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms and at least one of a carboxyl group and a phenolic hydroxyl group. The polymer is not particularly limited as long as it is an acrylic polymer having such a structure, and the type of the skeleton and the side chain of the polymer main chain constituting the acrylic polymer.

As for the structural unit having at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms, a preferred structural unit is represented by the following formula [B1].

As for the structural unit having at least one of a carboxyl group and a phenolic hydroxyl group, a preferred structural unit is represented by the following formula [B2].

In the above formulae [B1] and [B2], X ³ and X ⁴ each independently represent a hydrogen atom or a methyl group, and Y ¹ represents an H-(OCH ₂ CH ₂ ) _n - group (here, the value of n is 2 to 50). Preferably, it is 2 to 10) or a hydroxyalkyl group having 2 to 5 carbon atoms, and Y ² represents a carboxyl group or a phenolic hydroxyl group.

Weight average of the acrylic polymer of the component (B) The amount is preferably from 3,000 to 200,000, more preferably from 4,000 to 150,000, still more preferably from 5,000 to 100,000. When the weight average molecular weight exceeds 200,000 and is too large, the solubility in a solvent is low and the handleability is lowered. When the weight average molecular weight is less than 3,000 and is too small, the hardening at the time of heat hardening is insufficient to have solvent resistance and heat resistance. Sexual reduction. Further, the weight average molecular weight is a value obtained by using a gel permeation chromatography (GPC) using polystyrene as a standard material. Hereinafter, the same is true in the present specification.

As for the method for synthesizing the acrylic polymer as an example of the component (B), a monomer having at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 1 to 4 carbon atoms (hereinafter also referred to as b1 single) The method of copolymerizing a monomer having at least one of a carboxyl group and a phenolic hydroxyl group (hereinafter also referred to as a b2 monomer) is simple.

The above monomer having a polyethylene glycol ester group is exemplified by a monoacrylate or a monomethacrylate of H-(OCH ₂ CH ₂ ) _n -OH. The value of n is 2 to 50, preferably 2 to 10.

The above monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms is exemplified by, for example, 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl methacrylate, and 2-hydroxypropyl acrylate. , 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate.

The above monomer having a carboxyl group is exemplified by acrylic acid, methacrylic acid, and vinyl benzoic acid.

The above monomer having a phenolic hydroxyl group is exemplified by p-hydroxystyrene, m-hydroxystyrene, or o-hydroxystyrene.

Further, in the present embodiment, a case of synthesizing the component (B) In the case of the enoic acid polymer, a monomer other than the b1 monomer and the b2 monomer, specifically, a monomer having no hydroxyl group or carboxyl group, may be used in combination as long as the effects of the present invention are not impaired.

As such monomers, exemplified by acrylate compounds such as methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl methacrylate, butyl acrylate, isobutyl acrylate, and tributyl acrylate. , methacrylate compound such as methyl methacrylate, ethyl methacrylate, propyl methacrylate, isopropyl methacrylate, isobutyl methacrylate, and butyl methacrylate, Malay A quinone imine, a N-phenylmaleimide, an N-phenylmaleimide, a N-cyclohexylmaleimine, a maleimide compound, an acrylonitrile imine compound, an acrylonitrile , maleic anhydride, styrene compounds and vinyl compounds.

The amount of the b1 monomer and the b2 monomer used for the acrylic polymer used to obtain the component (B) is based on the total monomer total used for the acrylic polymer used to obtain the component (B), and the b1 monomer is used. Preferably, it is from 2 mol% to 95 mol%, and the b2 monomer is preferably from 5 mol% to 98 mol%.

When a monomer having only a carboxyl group is used as the b2 monomer, it is preferably from 60 mol% to 95 mol% based on the total amount of all monomers used for obtaining the acrylic polymer of the component (B). The b2 monomer is from 5 moles to 40 mole%.

On the other hand, when a monomer having only a phenolic hydroxyl group is used as the b2 monomer, it is preferably from 2 mol% to 80 mol% of the b1 monomer and from 20 mol% to 98 mol% of the b2 monomer. When the amount of b2 monomer is too small, the liquid crystal alignment tends to become When the foot is too large, the compatibility with the component (A) is liable to lower.

The method of obtaining the acrylic polymer as an example of the component (B) is not particularly limited, and for example, a monomer other than the b1 monomer and the b2 monomer, and optionally the b1 monomer and the b2 monomer, and a polymerization initiator may be present. The solvent is obtained by a polymerization reaction at a temperature of from 50 ° C to 110 ° C. In this case, the solvent to be used is not particularly limited as long as it can dissolve the b1 monomer, the b2 monomer, the b1 monomer and the b2 monomer which are optionally used, and the polymerization initiator. Specifically, it is described in the term "solvent" described later.

The acrylic polymer having an aminoalkyl group in a side chain of a preferred example of the specific polymer of the component (B) is exemplified by, for example, aminoethyl acrylate, aminoethyl methacrylate, aminopropyl acrylate, and The amino alkyl ester monomer such as aminopropyl acrylate is polymerized, or the aminoalkyl ester monomer is copolymerized with one or more monomers selected from the above acrylic monomers.

The acrylic polymer as an example of the component (B) obtained by the above method is usually in the form of a solution dissolved in a solvent.

Further, a solution of the acrylic polymer as an example of the component (B) obtained by the above method may be poured into diethyl ether or water under stirring to reprecipitate and filtered. After washing the formed precipitate, it is dried under normal pressure or reduced pressure, and dried at room temperature or dried to obtain an acrylic polymer powder as an example of the component (B). By the above operation, the polymerization initiator and the unreacted monomer which coexist with the acrylic polymer of the example (B) can be removed, and as a result, the acrylic polymer powder of the purified (B) component can be obtained. When it is not possible to sufficiently purify in one operation, as long as the obtained powder is redissolved in a solvent, Repeat the above operation.

A polyether polyol which is a preferred example of the specific polymer of the component (B) is exemplified by a ring-forming ring of a polyhydric alcohol such as polyethylene glycol, polypropylene glycol, propylene glycol, bisphenol A, triethylene glycol or sorbitol. Oxypropane or polyethylene glycol, polypropylene glycol and the like. Specific examples of the polyether polyols are ADEKA POLYETHER P series, G series, EDP series, BPX series, FC series, CM series manufactured by ADEKA, and UNIOX (registered trademark) HC-40, HC-60, ST manufactured by Nippon Oil Co., Ltd. -30E, ST-40E, G-450, G-750, UNIOL (registered trademark) TG-330, TG-1000, TG-3000, TG-4000, HS-1600D, DA-400, DA-700, DB- 400, NONION (registered trademark) LT-221, ST-221, OT-221 and so on.

A polyester polyol of a preferred example of the specific polymer of the component (B) is exemplified by reacting a polycarboxylic acid such as adipic acid, sebacic acid or isophthalic acid with ethylene glycol, propylene glycol, butylene glycol, and polyethylene. A diol such as a diol or a polypropylene glycol. Specific examples of the polyester polyol are POLYLITE (registered trademark) OD-X-286, OD-X-102, OD-X-355, OD-X-2330, OD-X-240, OD-X manufactured by DIC. -668, OD-X-2108, OD-X-2376, OD-X-2044, OD-X-688, OD-X-2068, OD-X-2547, OD-X-2420, OD-X-2523 , OD-X-2555, OD-X-2560, POLYOL P-510, P-1010, P-2010, P-3010, P-4010, P-5010, P-6010, F-510, F manufactured by KURARAY -1010, F-2010, F-3010, P-1011, P-2011, P-2013, P-2030, N-2010, PNNA-2016, C-590, C-1050, C-2050, C-2090, C-3090, etc.

(B) A polycaprolactone polyol which is a preferred example of a specific polymer is exemplified by a reaction of polycaprolactone with a polyol such as trimethylolpropane or ethylene glycol. Specific examples of the polycaprolactone polyol are POLYLITE (registered trademark) OD-X-2155, OD-X-640, OD-X-2568 manufactured by DIC, PLAXEL (registered trademark) 205, L205AL manufactured by DAICEL Chemical Co., Ltd. 205U, 208, 210, 212, L212AL, 220, 230, 240, 303, 305, 308, 312, 320, and the like.

A polycarbonate polyol which is a preferred example of the specific polymer of the component (B) is exemplified by a reaction of a polycarbonate with a polyol such as trimethylolpropane or ethylene glycol. Specific examples of the polycarbonate polyol are PLAXEL (registered trademark) CD205, CD205PL, CD210, CD220, etc., which are manufactured by DAICEL Chemicals.

A preferred example of the cellulose of the specific polymer of the component (B) is hydroxyalkylcellulose such as hydroxyethylcellulose or hydroxypropylcellulose, hydroxyethylmethylcellulose or hydroxypropylmethylcellulose. The hydroxyalkylalkylcelluloses such as hydroxyethylethylcellulose and cellulose are preferably hydroxyalkylcelluloses such as hydroxyethylcellulose or hydroxypropylcellulose.

A preferred example of the cyclodextrin of the specific polymer of the component (B) is exemplified by cyclodextrin such as α-cyclodextrin, β-cyclodextrin and γ-cyclodextrin, methyl-α-cyclodextrin, and Methylated cyclodextrin, hydroxymethyl-α-cyclodextrin, hydroxymethyl-β-cyclodextrin, hydroxymethyl-γ, such as basal-β-cyclodextrin and methyl-γ-cyclodextrin -cyclodextrin, 2-hydroxyethyl-α-cyclodextrin, 2-hydroxyethyl-β-cyclodextrin Refined, 2-hydroxyethyl-γ-cyclodextrin, 2-hydroxypropyl-α-cyclodextrin, 2-hydroxypropyl-β-cyclodextrin, 2-hydroxypropyl-γ-cyclodextrin, 3-hydroxypropyl-α-cyclodextrin, 3-hydroxypropyl-β-cyclodextrin, 3-hydroxypropyl-γ-cyclodextrin, 2,3-dihydroxypropyl-α-cyclodextrin And a hydroxyalkyl cyclodextrin such as 2,3-dihydroxypropyl-β-cyclodextrin or 2,3-dihydroxypropyl-γ-cyclodextrin.

A preferred example of the specific polymer of the component (B) is a resin obtained by polycondensing melamine with formaldehyde and represented by the following formula.

In the above formula, R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.

The melamine formaldehyde resin of the component (B) is preferably alkylated by a methylol group formed when the melamine is condensed with formaldehyde in terms of storage stability.

The method for obtaining the melamine-formaldehyde resin of the component (B) is not particularly limited, but is usually a mixture of melamine and formaldehyde, and is synthesized by heating at 60 to 100 ° C using sodium carbonate or ammonia to be weakly alkaline. Further, the methylol group can be alkoxylated by reacting with an alcohol.

The melamine formaldehyde resin of the component (B) preferably has a weight average molecular weight of from 250 to 5,000, more preferably from 300 to 4,000, still more preferably from 350 to 3,500. When the weight average molecular weight exceeds 5,000 and is too large, there will be When the solubility of the solvent is lowered and the handleability is lowered, the weight average molecular weight is less than 250 and is too small, and the curing at the time of thermal curing is insufficient, and the solvent resistance and heat resistance are lowered.

In the present invention, the melamine-formaldehyde resin of the component (B) may be used in the form of a liquid or a solution in which the purified liquid is redissolved in a solvent to be described later.

Further, in the present invention, the melamine formaldehyde resin of the component (B) may be a mixture of a plurality of melamine formaldehyde resins of the component (B).

A preferred example of the specific polymer of the component (B) is a phenol novolak resin, for example, a phenol-formaldehyde polycondensate or the like.

In the cured film formation composition of the present embodiment, the polymer of the component (B) may be used in the form of a powder or a solution in which the purified powder is redissolved in a solvent to be described later.

Further, in the cured film formation composition of the present embodiment, the polymer of the component (B) may be a mixture of a plurality of polymers of the component (B).

<(C) component>

The component (C) contained in the cured film forming composition of the present embodiment is an alkoxydecane compound having an amine group.

Specific examples of the alkoxydecane compound having an amine group are exemplified by N,N'-bis[3-(trimethoxydecyl)propyl]-1,2-ethanediamine, N,N'-double [ 3-(triethoxydecyl)propyl]-1,2-ethanediamine, N- [3-(Trimethoxydecyl)propyl]-1,2-ethanediamine, N-[3-(triethoxydecyl)propyl]-1,2-ethanediamine, double -{3-(trimethoxydecyl)propyl}amine, bis-{3-(triethoxydecyl)propyl}amine, 3-aminopropyltrimethoxydecane, 3-aminopropyl Triethoxy decane, trimethoxy {3-(methylamino)propyl}decane, 3-(N-allylamino)propyltrimethoxydecane, 3-(N-allyl Amino)propyltriethoxydecane, 3-(diethylamino)propyltrimethoxydecane, 3-(diethylamino)propyltriethoxydecane, 3-(phenylamino) A compound such as propyltrimethoxydecane or 3-(phenylamino)propyltriethoxydecane.

These alkoxy alkane compounds having an amino group may be used singly or in combination of two or more.

The content of the amino group-containing alkoxydecane compound of the component (C) in the cured film formation composition of the present embodiment is 100 parts by mass based on the total amount of the compound of the component (A) and the polymer of the component (B). It is preferably from 10 parts by mass to 100 parts by mass, more preferably from 15 parts by mass to 80 parts by mass. When the content of the alkoxysilane compound having an amine group in the component (C) is too small, the solvent resistance and heat resistance of the cured film obtained by forming the composition from the cured film are lowered, and the sensitivity at the time of light alignment is lowered. Further, when the content is too large, the light alignment property and the storage stability may be lowered.

Solvent

The cured film forming composition of the present embodiment is mainly used in the form of a solution dissolved in a solvent. The solvent to be used at this time may dissolve the component (A), the component (B), the component (C), and/or other additives described later. The solution is not limited, and the type and structure thereof are not particularly limited.

Specific examples of the solvent are, 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 glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, toluene, xylene, methyl ethyl ketone, cyclopentanone, ring Hexanone, 2-butanone, 3-methyl-2-pentanone, 2-pentanone, 2-hexanone, γ-butyrolactone, ethyl 2-hydroxypropionate, 2-hydroxy-2-methyl Ethyl propionate, ethyl ethoxyacetate, ethyl hydroxyacetate, methyl 2-hydroxy-3-methylbutanoate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, Ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, methyl pyruvate, ethyl pyruvate, ethyl acetate, butyl acetate, ethyl lactate, butyl lactate, N, N- Dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

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

<Other Additives>

Further, the cured film forming composition of the present embodiment may contain a sensitizer, a decane coupling agent, a surfactant, a rheology modifier, a pigment, a dye, and a storage stabilizer as long as the effect of the present invention is not impaired. , defoamers, antioxidants, etc.

For example, after the sensitizer is used to form a thermosetting film using the cured film forming composition of the present embodiment, the photoreaction can be effectively promoted.

An example of a sensitizer for other additives is diphenyl Ketones, hydrazines, hydrazines, thioxanthones and the like, and nitrophenyl compounds thereof. Among these, a benzophenone derivative and a nitrophenyl compound are preferred. Specific examples of preferred compounds are N,N-diethylaminobenzophenone, 2-nitroguanidine, 2-nitrofluorenone, 5-nitroindole, 4-nitrobiphenyl, 4- Nitro cinnamic acid, 4-nitrostilbene, 4-nitrobenzophenone, 5-nitroindole, and the like. In particular, N,N-diethylaminobenzophenone, which is a derivative of benzophenone, is preferred.

These sensitizers are not limited to the above. Further, the sensitizer may be used alone or in combination of two or more kinds of compounds.

The use ratio of the sensitizer in the cured film formation composition of the present embodiment is preferably 0.1 mass% based on 100 parts by mass of the total mass of the specific copolymer of the component (A) and the acrylic polymer of the component (B). The amount is from 20 parts by mass, more preferably from 0.2 part by mass to 10 parts by mass. When the ratio is too small, the effect as a sensitizer may not be sufficiently obtained. When the ratio is too large, the transmittance may be lowered and the coating film may be rough.

<Modulation of a cured film forming composition>

The cured film forming composition of the present embodiment contains a low molecular light alignment component of the component (A), a polymer which is more hydrophilic than the photoalignment component of the component (A), and (C) component. An alkoxydecane compound having an amine group. Further, other additives may be contained as long as the effects of the present invention are not impaired.

The compounding ratio of the component (A) to the component (B) is preferably from 5:95 to 60:40 in terms of a mass ratio. (B) when the content of the component is too large The crystal orientation is liable to be lowered, and when it is too small, the solvent resistance is lowered to easily lower the alignment property.

The cured film forming composition of the present embodiment is preferably as follows.

[1]: The blending ratio of the component (A) to the component (B) is 5:95 to 60:40 by mass ratio, and 10 parts by mass based on 100 parts by mass of the total of the components (A) and (B). To 100 parts by mass of the cured film of the component (C) to form a composition.

[2]: A cured film forming composition containing 10 parts by mass to 100 parts by mass of the component (C) and a solvent, based on 100 parts by mass of the total of the component (A) and the component (B).

The mixing ratio, the preparation method, and the like in the case of using the cured film of the present embodiment to form a composition in the following are described in detail below.

The ratio of the solid content in the cured film forming composition of the present embodiment is not particularly limited as long as the respective components can be uniformly dissolved in the solvent, but may be 1% by mass to 80% by mass, preferably 3% by mass to 60% by mass. % by mass, more preferably from 5% by mass to 40% by mass. Here, the solid content means a solvent from which all components of the cured film forming composition are removed.

The method for preparing the cured film forming composition of the present embodiment is not particularly limited. The preparation method is, for example, a method in which a component (A) and a component (C) are mixed in a solution of the component (B) dissolved in a solvent in a specific ratio to form a homogeneous solution, or is appropriate in the preparation method. In the stage, further additives are added and mixed as needed.

In the preparation of the cured film forming composition of the present embodiment, A solution of a specific copolymer obtained by polymerization in a solvent can be used as it is. In this case, for example, in the same manner as described above, the component (A) and the component (C) are fed into a monomer having a polyethylene glycol ester group and a monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms. At least one of the solutions of the component (B) obtained by copolymerizing at least one of a monomer having a carboxyl group and a monomer having a phenolic hydroxyl group becomes a homogeneous solution. At this time, a solvent may be further added to adjust the concentration. In this case, the solvent used in the formation of the component (B) may be the same as or different from the solvent used for the concentration adjustment of the cured film-forming composition.

Further, the solution of the cured film forming composition to be prepared is preferably filtered using a filter having a pore diameter of about 0.2 μm or the like.

<hardened film, alignment material and phase difference material>

The cured film of the present embodiment is formed by coating bar coating, spin coating, flow coating, roll coating, slit coating, spin coating after spin coating, inkjet coating, printing, or the like. The solution of the composition is applied to a substrate (for example, a substrate coated with ruthenium dioxide, a tantalum nitride substrate, a substrate coated with a metal such as aluminum, molybdenum or chromium, a glass substrate, a quartz substrate, an ITO substrate, etc.) or a film. (for example, a resin film such as a triethylenesulfonyl cellulose (TAC) film, a cycloolefin polymer film, a polyethylene terephthalate film, or an acrylic film), and then heated and dried by a hot plate or an oven. A cured film can be formed.

The heating and drying conditions are as long as the components of the alignment material formed of the cured film are not dissolved in the polymerizable liquid crystal solution coated thereon. The crosslinking reaction may be carried out by a crosslinking agent, for example, a heating temperature and a heating time which are appropriately selected in the range of from 60 ° C to 200 ° C for a period of from 0.4 minutes to 60 minutes. The heating temperature and heating time are preferably from 70 ° C to 160 ° C, from 0.5 minutes to 10 minutes.

The film thickness of the cured film formed using the curable composition of the present embodiment is, for example, 0.05 μm to 5 μm, and can be appropriately selected in consideration of the step difference of the substrate to be used or optical and electrical properties.

The cured film thus formed can function as an alignment material by performing polarized UV irradiation, that is, a member that aligns a compound having liquid crystallinity such as a liquid crystal.

The polarized UV irradiation method is generally carried out by using ultraviolet light having a wavelength of 150 nm to 450 nm to visible light, and irradiating linearly polarized light from a vertical or oblique direction at room temperature or in a heated state.

Since the alignment material formed of the cured film composition of the present embodiment has solvent resistance and heat resistance, a phase difference material made of a polymerizable liquid crystal solution is applied onto the alignment material, and then heated to a phase transition of the liquid crystal. The temperature causes the phase difference material to be in a liquid crystal state and is aligned on the alignment material. Next, the phase difference material which is in the alignment state can be directly cured, and a phase difference material can be formed as a layer having optical anisotropy.

As the phase difference material, for example, a liquid crystal monomer having a polymerizable group, a composition containing the same, and the like are used. Further, when the substrate on which the alignment material is formed is a film, the film having the phase difference material of the present embodiment can be used as a retardation film. The phase difference material forming such a phase difference material has a liquid crystal state, and is horizontally aligned, cholesterol-aligned, and vertical on the alignment material. Those who are in the alignment state such as the alignment and the mixed alignment can be used according to the necessary phase difference.

Further, in the case of producing a patterned phase difference material for a 3D display, the cured film formed by the above-described method of the cured film composition of the present embodiment, the mask of the spacer line and the spacer pattern is based on a specific reference, for example, +45. The polarized UV exposure was performed in the direction of the polarizer, and then the polarized UV exposure was performed in the direction of -45 degrees after the mask was removed, and an alignment material in which two types of liquid crystal alignment regions having different alignment directions of the liquid crystal were formed was obtained. Subsequently, the phase difference material formed of the polymerizable liquid crystal solution is applied, and then heated to the phase transition temperature of the liquid crystal so that the phase difference material becomes a liquid crystal state and is aligned on the alignment material. Then, the phase difference material which is in the alignment state is directly cured, and two kinds of phase difference regions having different phase difference characteristics are arranged in plural and regularly, and the phase difference material which is patterned can be obtained.

Further, two substrates having the alignment material of the present embodiment formed as described above may be used, and the alignment materials on the two substrates are bonded to each other at intervals, and then liquid crystal is injected between the substrates to form a liquid crystal. The alignment becomes a liquid crystal display element.

Therefore, the cured film forming composition of the present embodiment can be preferably used in the production of various phase difference materials (phase difference films) or liquid crystal display elements.

Example

The present embodiment will be described in more detail below by way of examples, but the present embodiment is not limited to the embodiments.

[Abbreviations used in the examples]

The meanings used in the following examples are as follows.

<Compounds having a photo-alignment group and a hydroxyl group>

C1N1: methyl 4-hydroxyhexyl cinnamate

C1N2: methyl 3-methoxy-4-hydroxyhexyl cinnamate

<Specific polymer raw materials>

MAA: Methacrylic acid

MMA: Methyl methacrylate

HEMA: 2-hydroxyethyl methacrylate

AIBN: α,α'-azobisisobutyronitrile

HPCEL: Hydroxypropyl cellulose

AADEG: Polyester (adipic acid / diethylene glycol)

<Alkoxydecane compound having an amine group>

BTESA: bis-{3-(triethoxydecyl)propyl}amine

BTMSA: bis-{3-(trimethoxydecyl)propyl}amine

<Alkoxydecane compound having no amine group>

BTESE: bistriethoxy decyl ethane

BTESAC: N,N'-bis[(3-triethoxydecylpropyl)aminocarbonyl]polyethylene oxide

Solvent

PM: propylene glycol monomethyl ether

The number average molecular weight and the weight average molecular weight of the acrylic copolymer obtained by the following synthesis examples were obtained by using a GPC apparatus (Shodex (registered trademark) column KF803L and KF804L) manufactured by JASCO Corporation, and the elution solvent tetrahydrofuran was flowed at a flow rate of 1 mL/min. The conditions for dissolution in the inflow column (column temperature 40 ° C) were measured. In addition, the following average molecular weight (hereinafter referred to as Mn) and weight average molecular weight (hereinafter referred to as Mw) are expressed in terms of polystyrene.

<Synthesis Example 1>

2.5 g of MAA, 9.2 g of MMA, 5.0 g of HEMA, and 0.2 g of AIBN as a polymerization catalyst were dissolved in 50.7 g of PM, and reacted at 70 ° C for 20 hours, thereby obtaining an acrylic copolymer solution (solid content concentration: 25% by mass) (P1). The obtained acrylic copolymer had an Mn of 19,600 and a Mw of 45,200.

<Examples 1 to 5, Comparative Examples 1, 2>

Each of the cured films of Examples 1 to 5 was prepared in the composition shown in Table 1 to form a composition, and adhesion, alignment sensitivity, pattern formation property, and transmittance were evaluated for each composition.

[Evaluation of adhesion]

Each of the cured film forming compositions of the examples and the comparative examples was spin-coated on an alkali glass at 2000 rpm for 30 seconds using a spin coater, and then dried by heating in a heat cycle oven at a temperature of 110 ° C for 120 seconds to form a cured film. The vertical irradiating a cured film 50mJ / cm ² of linearly polarized light of 313nm. The horizontal alignment of MURCK Co., Ltd. was applied to the alignment material on the exposed substrate by a spin coater, and then pre-baked on a hot plate at 60 ° C for 60 seconds. A coating film having a film thickness of 1.0 μm was formed. The film was exposed at 1000 mJ/cm ² to prepare a phase difference material. The phase difference material on the obtained substrate was cross-cut (1 mm × 1 mm × 100 cells) using a cutter, and then a transparent tape was attached, and then, the film on the substrate which was peeled off when the transparent tape was peeled off was calculated. The number of blocks. It was judged that the adhesiveness was favorable when 90 or more of the block which the film remained without peeling and remained.

[Evaluation of alignment sensitivity]

Each of the cured film forming compositions of the examples and the comparative examples was spin-coated on an alkali glass at 2000 rpm for 30 seconds using a spin coater, and then heat-dried in a heat cycle oven at a temperature of 110 ° C for 120 seconds to form a cured film. The cured film was vertically irradiated with linear polarized light of 313 nm to form an alignment material. The horizontal alignment of MURCK Co., Ltd. was applied to the alignment material on the substrate by a spin coater using a polymerizable liquid crystal solution RMS03-013C, followed by prebaking on a hot plate at 60 ° C for 60 seconds to form a film. A coating film having a thickness of 1.0 μm. The film on the substrate was exposed at 1000 mJ/cm ² to prepare a phase difference material. The phase difference material on the substrate was sandwiched between a pair of polarizing plates, and the phase difference characteristic in the phase difference material was observed, and the exposure amount of the necessary polarized light UV indicating the liquid crystal alignment property was used as the alignment sensitivity.

[Evaluation of pattern formation]

Each of the cured film forming compositions of the examples and the comparative examples was spin-coated on an alkali glass at 2000 rpm for 30 seconds using a spin coater, and then dried by heating in a heat cycle oven at a temperature of 110 ° C for 120 seconds to form a cured film. The cured film was vertically irradiated with a linear polarization of 313 nm of 30 mJ/cm ^{2 through a} mask of 100 μm line and space. After the mask was removed, the substrate was rotated by 90 degrees, and linearly polarized light of 313 nm of 15 mJ/cm ^{2 was} vertically irradiated to obtain an alignment material in which two kinds of liquid crystal alignment regions having a liquid crystal alignment control direction of 90 degrees were formed. The horizontal alignment of the polymerized liquid crystal solution RMS03-013C manufactured by MURCK Co., Ltd. was applied onto the alignment material on the substrate by a spin coater, followed by prebaking on a hot plate at 60 ° C for 60 seconds to form A film having a film thickness of 1.0 μm. The film on the substrate was exposed at 1000 mJ/cm ² to prepare a patterned phase difference material. The patterning phase difference material on the produced substrate was observed with a polarizing microscope, and the phase difference pattern of the formation of the alignment defect was evaluated as ○, and the alignment defect was evaluated as ×.

[Evaluation of light transmittance (transparency)]

Each of the cured film forming compositions of the examples and the comparative examples was spin-coated on a quartz substrate at 2000 rpm for 30 seconds using a spin coater, and then heat-dried and baked on a hot plate at a temperature of 110 ° C for 120 seconds to form a film thickness. 300 nm hardened film. The film thickness was measured using F20 manufactured by FILMETRICS. The transmittance of the cured film to light having a wavelength of 400 nm was measured using an ultraviolet-visible spectrophotometer (SHIMADZU UV-2550 model manufactured by Shimadzu Corporation).

[Results of evaluation]

The results of the above evaluations are shown in Table 2.

Each of Examples 1 to 5 exhibited liquid crystal alignment with a small exposure amount and exhibited high alignment sensitivity, and optical patterning was possible. Moreover, it shows high transparency.

In Comparative Examples 1 and 2, the alignment sensitivity was low, and it was difficult to perform optical patterning.

[Industrial availability]

The cured film forming composition of the present invention is extremely useful for a liquid crystal alignment film as a liquid crystal display element or an alignment material for forming an optical anisotropic film provided inside or outside the liquid crystal display element, and particularly preferably The ground is used as a material for forming a patterned phase difference material of a 3D display. In addition, it is also preferably used as a material for forming a cured film such as a protective film, a planarizing film, or an insulating film in various displays such as a thin film transistor (TFT) liquid crystal display device or an organic EL device, and particularly a TFT liquid crystal device. A material such as an interlayer insulating film, a protective film of a color filter, or an insulating film of an organic EL element.

Claims (13)

A cured film forming composition comprising (A) a compound having a photo-alignment group and a substituent selected from a hydroxyl group, a carboxyl group and an amine group, and (B) a one selected from a hydroxyl group, a carboxyl group and an amine group Or a hydrophilic polymer of two or more substituents, and (C) an alkoxydecane compound having an amine group. The cured film forming composition of claim 1, wherein the photoalignment group of the component (A) is a functional group for photodimerization or photoisomerization. A cured film forming composition according to claim 1 or 2, wherein the photoalignment group of the component (A) is cinnamoyl. The cured film forming composition according to any one of claims 1 to 3, wherein the photoalignment group of the component (A) is a azobenzene structure. The cured film forming composition according to any one of claims 1 to 4, wherein the component (A) has two or more hydroxyl groups. The cured film forming composition according to any one of claims 1 to 5, wherein the component (B) is a group consisting of a polyether polyol, a polyester polyol, a polycarbonate polyol, and a polycaprolactone polyol. At least one polymer selected. The cured film forming composition according to any one of claims 1 to 5, wherein the component (B) is cellulose or a derivative thereof. The cured film forming composition according to any one of claims 1 to 5, wherein the component (B) is at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms, and a carboxyl group. And at least one of the phenolic hydroxyl groups An olefinic polymer. The cured film forming composition according to any one of claims 1 to 5, wherein the component (B) is a cyclodextrin or a derivative thereof. The cured film forming composition according to any one of claims 1 to 9, wherein the ratio of the component (A) to the component (B) is 5:95 to 60:40 by mass. The cured film forming composition according to any one of claims 1 to 10, wherein the component (C) is contained in an amount of 10 parts by mass to 100 parts by mass based on 100 parts by mass of the total of the components (A) and (B). An alignment material obtained by using the cured film forming composition according to any one of claims 1 to 11. A phase difference material which is formed by using a cured film obtained by forming a composition of the cured film according to any one of claims 1 to 11.