TWI627210B - Cured film forming composition, alignment material and retardation material - Google Patents

Abstract

The present invention provides a cured film forming composition that forms a cured film having excellent photoreaction efficiency, solvent resistance, and high adhesion, and provides an alignment material for optical alignment and a phase difference material formed using the alignment material.

The cured film forming composition of the present invention contains (A) a compound having a photo-alignment group and any substituent selected from a hydroxyl group, a carboxyl group and an amine group, and (B) has one selected from a hydroxyl group, a carboxyl group and an amine group or Hydrophilic polymers with two or more substituents, and (C) alkoxysilane compounds with amine groups. This cured film forming composition is used to form a cured film, and an alignment material is formed using a photo alignment technique. The polymerizable liquid crystal is coated on the alignment material and hardened 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, the development of 3D displays that can enjoy 3D images has progressed as an orientation toward higher performance. The 3D display can display a three-dimensional image by recognizing the right-eye image with the observer's right eye and the left-eye image with the observer's left eye, for example.

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

In addition, as one of the ways in which the observer wears glasses to observe a 3D image, a circularly polarized glasses method is known (see, for example, Patent Document 1).

The case of 3D displays with circular polarized glasses is usually A phase difference material is arranged on a display element forming an image such as a liquid crystal panel. The phase difference material is a plurality of phase difference regions with different phase difference characteristics that are plurally and regularly arranged to form a patterned phase difference material. In the following description, in this specification, a patterned phase difference material that is patterned by disposing a plurality of phase difference regions having different phase difference characteristics is referred to as a patterned phase difference material.

The patterned retardation material is disclosed in Patent Document 2, and can be produced by optically patterning a retardation material made of polymerizable liquid crystal. The optical patterning of the phase difference material made of polymerizable liquid crystal is using the optical alignment technique known in the formation of alignment materials for liquid crystal panels. That is, a coating film made of a photo-alignable material is provided on the substrate, and two types of polarized light with different polarized directions are irradiated to the substrate. Next, two types of liquid crystal alignment regions having different alignment control directions of liquid crystals are formed to obtain a light alignment film as an alignment material. A solution phase retardation material containing polymerizable liquid crystal is coated on the optical alignment film to achieve alignment of the polymerizable liquid crystal. Subsequently, the aligned polymerizable liquid crystal is hardened to form a patterned retardation material.

In the formation of alignment materials using the optical alignment technology of the liquid crystal panel, as materials that can be used for optical alignment, it is known that the side chain has a photodimerization site such as a cinnamoyl group and a chalcone group. Acrylic resin or polyimide resin, etc. It has been reported that these resins exhibit the performance of controlling liquid crystal alignment (hereinafter also referred to as liquid crystal alignment) by polarized UV irradiation (refer to Patent Documents 3 to 5).

[Prior Technical Literature] [Patent Literature]

Patent Literature 1: Japanese Patent Laid-Open No. 10-232365

Patent Literature 2: Japanese Patent Laid-Open No. 2005-49865

Patent Document 3: Japanese Patent No. 3611342

Patent Document 4: JP 2009-058584

Patent Literature 5: Special Table No. 2001-517719

However, according to the review by the present inventors, it has been found that when such an acrylic resin having a photodimerization site such as a cinnamyl acetyl group or a chalcone group on the side chain is applied to the formation of a phase difference material, sufficient characteristics cannot be obtained. In particular, in order to irradiate the resin with polarized UV to form an alignment material, using this alignment material for optical patterning of a phase difference material made of polymerizable liquid crystal requires a large amount of polarized UV exposure. This polarized UV exposure amount is more than the polarized UV exposure amount (for example, about 100 mJ / cm ² ) that is sufficient for aligning liquid crystals used in ordinary liquid crystal panels.

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

When an alignment material is formed using acrylic resin or the like having a photodimerization site such as cinnamyl acetyl group on the side chain, and the polymerizable liquid crystal is aligned, the acrylic resin or the like is photo-crosslinked by photodimerization reaction. Furthermore, it is necessary to perform polarized light irradiation with a large exposure amount until the resistance to the polymerizable liquid crystal solution is exhibited. In order to align the liquid crystal of the LCD panel, usually only The surface of the photo-alignment alignment material may be subjected to a dimerization reaction. However, when using the above-mentioned acrylic resin and other past materials to make the alignment material exhibit solvent resistance, it is necessary to react to the inside of the alignment material, and more exposure is required. As a result, there is a problem that the alignment sensitivity of the past material becomes extremely small.

In addition, in order to make the resins of the above-mentioned conventional materials exhibit such solvent resistance, a technique of adding a crosslinking agent is known. However, it is known that after a thermosetting reaction using a cross-linking agent, a three-dimensional structure is formed inside the formed coating film, which reduces the photoreactivity. That is, the alignment sensitivity will be greatly reduced. Even if the cross-linking agent is added to the material in the past to use it, 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 polarized UV exposure of light alignment technology, and the alignment material used to form a cured film forming composition. Furthermore, a technology that can efficiently provide patterned phase difference materials is required.

In addition, when manufacturing a patterned phase difference material for a 3D display using optical alignment technology, it was formed on an alkali-free glass substrate in the past. However, in recent years, it has been required to produce on cheap base materials such as alkali glass in response to the demand for a reduction in manufacturing costs.

However, as described above, the light alignment film formed from the materials in the past 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 having excellent adhesion and high reliability even on alkali glass, an alignment material applicable to optical alignment technology, and a cured film forming composition for forming the alignment material.

The present invention is completed based on the above insights or review results By. That is, an object of the present invention is to provide a cured film forming composition for an alignment material that has excellent light reaction efficiency and has solvent resistance, and can be used to align polymerizable liquid crystals with high sensitivity even on alkali glass.

Moreover, another object of the present invention is to provide an alignment material obtained from the cured film-forming composition which has an excellent photoreaction effect and has solvent resistance and can align polymerizable liquid crystals with high sensitivity even on alkali glass The phase difference material formed using this 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, which is characterized by containing (A) a compound having a photo-alignment group and any substituent selected from a hydroxyl group, a carboxyl group and an amine group, and (B) having a hydroxyl group , A hydrophilic polymer with one or two or more substituents selected from carboxyl group and amine group, and (C) an alkoxysilane compound having an amine group.

In the first aspect of the present invention, the photo-alignment group of the component (A) is preferably a functional group having a structure that undergoes photo-dimerization or photo-isomerization.

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

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

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

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

In the first aspect of the present invention, the component (B) preferably has 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 is acrylic polymer.

In the first aspect of the present invention, component (B) is preferably composed of at least one of a monomer having a polyethylene glycol ester group and a monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms An acrylic copolymer obtained by the polymerization reaction 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 present invention, the component (B) is preferably cyclodextrin or a derivative thereof.

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

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

The second aspect of the present invention relates to an alignment material characterized by using the thermosetting film-forming composition of the first aspect of the present invention.

The third aspect of the present invention relates to a phase difference material characterized by using the cured film forming composition of the first aspect of the present invention Formed by a hardened film.

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

According to the second aspect of the present invention, an alignment material having excellent light reaction efficiency and solvent resistance, and capable of aligning polymerizable liquid crystal with high sensitivity even on alkali glass can be provided.

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

<Hardened film forming composition>

The cured film forming composition of this embodiment contains a low-molecular light alignment component of component (A), a hydrophilic polymer of component (B), and an alkoxysilane compound having an amine group of component (C). Furthermore, 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) ingredient>

The component (A) contained in the cured film forming composition of this embodiment is the above-mentioned low molecular light alignment component.

Furthermore, the low-molecular photo-alignment component of the component (A) may be a compound having a photo-alignment group and any substituent selected from the group consisting of a hydroxyl group, a carboxyl group, and an amine group. The compound having a photo-alignment group and any substituent selected from the group consisting of a hydroxyl group, a carboxyl group and an amine group is as described above. Reaction Department.

In addition, in the present invention, the photo-alignment group means a structural part that undergoes photo-dimerization or photo-isomerization.

The structural part that performs photodimerization is a part where a dimer is formed by light irradiation, and specific examples thereof include cassia acetyl, chalcone, coumarin, and anthracenyl. Among these, a cassia acetyl group having high transparency and photodimerization reactivity in the visible light region is preferable. In addition, the structural site that undergoes photoisomerization refers to a structural site where the cis-form and the trans-form are interconverted by light irradiation, and specific examples thereof include an azobenzene structure and a stilbene structure. Location. Among these, the azobenzene structure is preferable in terms of high reactivity. The compound having a photo-alignment group and a hydroxyl group is represented by the following formula, for example.

In the above formula, X ¹ represents a single bond, or represents an alkylene group having 1 to 18 carbon atoms or a phenyl group bonded by a covalent bond, an ether bond, an ester bond, an amide bond, an amino bond, or a urea bond , Bibiphenyl or cyclohexyl. At this time, the alkylene group, the phenylene group and the biphenylene group may be substituted by one or more substituents selected from the same or different 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. At this time, the alkyl group having 1 to 18 carbon atoms, phenyl group, biphenyl group and cyclohexyl group may also be bonded via a covalent bond, ether bond, ester bond, amide bond, amine bond or urea bond, phenyl And biphenyl may also be substituted by any one 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 Group, halogen atom, trifluoromethyl group or cyano group.

(A) Specific examples of the compound having a photo-alignment group and a hydroxyl group of the component are, for example, methyl 4- (8-hydroxyoctyloxy) cinnamate, methyl 4- (6-hydroxyhexyloxy) cinnamate, 4- (4-Hydroxybutoxy) cinnamic acid methyl ester, 4- (3-hydroxypropoxy) cinnamic acid methyl ester, 4- (2-hydroxyethyl Oxy) cinnamic acid methyl ester, 4-hydroxymethoxy cinnamic acid methyl ester, 4-hydroxy cinnamic acid methyl ester, 4- (8-hydroxyoctyloxy) ethyl cinnamic acid ethyl ester, 4- (6-hydroxyhexyloxy) Ethyl) cinnamic acid ethyl ester, 4- (4-hydroxybutoxy) ethyl cinnamic acid ethyl ester, 4- (3-hydroxypropoxy) ethyl cinnamic acid ethyl ester, 4- (2-hydroxyethoxy) ethyl cinnamic acid ethyl Ester, 4-hydroxymethoxycinnamic acid ethyl ester, 4-hydroxycinnamic acid ethyl ester, 4- (8-hydroxyoctyloxy) cinnamic acid phenyl ester, 4- (6-hydroxyhexyloxy) cinnamic acid phenyl ester , 4- (4-hydroxybutoxy) cinnamic acid phenyl ester, 4- (3-hydroxypropoxy) cinnamic acid phenyl ester, 4- (2-hydroxyethoxy) cinnamic acid phenyl ester, 4-hydroxymethyl Oxycinnamic acid phenyl ester, 4-hydroxycinnamic acid phenyl ester, 4- (8-hydroxyoctyloxy) cinnamic acid biphenyl ester, 4- (6-hydroxyhexyloxy) cinnamic acid biphenyl ester, 4- ( 4-hydroxybutoxy) cinnamic acid biphenyl ester, 4- (3-hydroxypropoxy) cinnamic acid biphenyl ester, 4- (2-hydroxyethoxy) cinnamic acid biphenyl ester, 4-hydroxymethoxy Cinnamic acid biphenyl ester, 4-hydroxycinnamic acid biphenyl ester, cinnamic acid 8-hydroxyoctyl ester, cinnamic acid 6-hydroxyhexyl, cinnamic acid 4-hydroxybutyl ester, cinnamic acid 3-hydroxypropyl ester, cinnamic acid 3-hydroxypropyl ester, 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-hydroxypropoxy Base) 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-hydroxyoctoxycoumarin, 6-hydroxyhexoxycoumarin, 6- ( 4-hydroxybutoxy) coumarin, 6- (3-hydroxypropoxy) coumarin, 6- (2-hydroxyethoxy) coumarin, 6-hydroxymethoxy coumarin, 6 -Hydroxycoumarin.

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

Specific examples of the compound having a photo-alignment group and an amine group are methyl-4-aminocinnamic acid, ethyl-4-aminocinnamic acid, methyl-3-aminocinnamic acid, ethyl-3- Aminocinnamic acid, etc.

(A) The low-molecular-weight photo-alignment component of a component can be mentioned as the above specific example, but it is not limited to these.

In addition, when the photo-alignment component of the component (A) is a compound having a photo-alignment group and a hydroxyl group, a compound having two or more photo-alignment groups and / or two or more hydroxyl groups in the molecule can be used for the (A) component. 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 light alignment group and two or more hydroxyl groups in the molecule, or respectively having in the molecule Compounds with more than two photoalignment groups and hydroxyl groups. For example, there are two The compound of the photo-alignment group and the hydroxyl group on the above can be listed as an example of the compound represented by the following formula.

By appropriately selecting such a compound, the molecular weight of the photo-alignment component of (A) component can be controlled to increase. As a result, as will be described later, when the optical alignment component of the component (A) and the polymer of the component (B) and the crosslinking agent of the component (C) thermally react, the sublimation of the optical alignment component of the component (A) can be suppressed. Furthermore, the cured film forming composition of this embodiment can form an alignment material having a high photoreaction efficiency as a cured film.

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

<(B) ingredient>

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

In addition, the polymer of the component (B) may be a polymer having one 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-forming composition of the present embodiment, the specific polymer as the component (B) is preferably selected from a highly hydrophilic polymer having higher hydrophilicity than the component (A). Therefore, the specific polymer is preferably a polymer having a hydrophilic group such as a hydroxyl group, a carboxyl group, or an amine group, and specifically, it is preferably one having one or more substituents selected from a hydroxyl group, a carboxyl group, and an amine group. polymer.

The polymer of (B) component is exemplified by acrylic polymer, polyamic acid, polyimide, polyvinyl alcohol, polyester, polyester polycarboxylic acid, polyether polyol, polyester polyol, polycarbonate Polyols, polycaprolactone polyols, polyalkylene imines, polyallylamines, celluloses (cellulose or its derivatives), phenol novolak resins, melamine formaldehyde resins, etc. have a linear structure or Cyclic polymers such as branched polymers, cyclodextrins, etc.

Among them, as the acrylic polymer, a polymer obtained by polymerizing monomers having unsaturated double bonds such as acrylate, methacrylate, and styrene is more suitable.

(B) The specific polymer of the component is preferably. Hydroxyalkyl cyclodextrins. 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. Acrylic polymers with aminoalkyl groups on the side chain. Polyether polyol, . Polyester polyol. Polycarbonate polyol, and. Polycaprolactone polyol.

(B) A preferred example of the specific polymer of the component is 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 may be any acrylic polymer having such a structure, and there is no particular limitation on the type of the backbone and 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, the 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 formulas [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 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.

(B) Weight average score of acrylic polymer as an example of component The sub-weight is preferably 3,000 to 200,000, more preferably 4,000 to 150,000, and still more preferably 5,000 to 100,000. When the weight-average molecular weight exceeds 200,000, if it is too large, the solubility to the solvent will be low and there will be a decrease in handleability. If the weight-average molecular weight is less than 3,000, if it is too small, the curing will be insufficient during thermal curing, resulting in solvent resistance and heat resistance. The situation of reduced sex. In addition, the weight average molecular weight is a value obtained by using gel permeation chromatography (GPC) using polystyrene as standard data. Hereinafter, the same applies to this specification.

As for the synthesis method of 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 monomer) The method of copolymerizing a monomer having at least one of a carboxyl group and a phenolic hydroxyl group (hereinafter also referred to as b2 monomer) is relatively simple.

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

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

Examples of the monomer having a carboxyl group include acrylic acid, methacrylic acid, and vinyl benzoic acid.

Examples of the monomer having a phenolic hydroxyl group include p-hydroxystyrene, m-hydroxystyrene, and o-hydroxystyrene.

In this embodiment, the example of the component (B) is synthesized. In the case of the enoic acid polymer, monomers other than b1 monomers and b2 monomers may be used in combination as long as the effects of the present invention are not impaired, specifically, monomers having neither a hydroxyl group nor a carboxyl group.

Examples of such monomers include acrylate compounds such as methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl methacrylate, butyl acrylate, isobutyl acrylate, and third butyl acrylate. , Methacrylate compounds such as methyl methacrylate, ethyl methacrylate, propyl methacrylate, isopropyl methacrylate, isobutyl methacrylate, tertiary butyl methacrylate, etc., Malay Maleimide compounds such as amideimine, N-methylmaleimide, N-phenylmaleimide and N-cyclohexylmaleimide, acrylonitrile compounds, acrylonitrile , Maleic anhydride, styrene compounds and vinyl compounds.

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

When a monomer having only a carboxyl group is used as the b2 monomer, based on the total amount of all monomers used for obtaining the acrylic polymer of the component (B), the b1 monomer is preferably 60 mol% to 95 mol%, The b2 monomer is 5 mol% to 40 mol%.

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

The method of obtaining the acrylic polymer of the component (B) is not particularly limited. For example, a monomer and a polymerization initiator other than the b1 monomer and the b2 monomer and optionally the b1 monomer and the b2 monomer may coexist. It is obtained by polymerization at a temperature of 50 ° C to 110 ° C in a solvent such as. In this case, the solvent used is not particularly limited as long as it can dissolve the b1 monomer and b2 monomer, monomers other than the b1 monomer and b2 monomer, and the polymerization initiator, etc., if necessary. Specifically, it is described in the "solvent" item described later.

(B) A preferred example of the specific polymer of the component is an acrylic polymer having an amino alkyl group on the side chain. For example, amino ethyl acrylate, amino ethyl methacrylate, amino propyl acrylate, and methyl Those that polymerize aminoalkyl monomers such as aminopropyl acrylate, or copolymerize the aminoalkyl monomers with one or more monomers selected from the acrylic monomers.

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

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

(B) A polyether polyol which is a preferred example of the specific polymer of the component is exemplified by the addition of polyglycol, polypropylene glycol, propylene glycol, and polyhydric alcohols such as bisphenol A, triethylene glycol, and sorbitol. Oxypropane, polyethylene glycol, polypropylene glycol, etc. Specific examples of polyether polyols include ADEKA POLYETHER P series, G series, EDP series, BPX series, FC series, CM series manufactured by ADEKA, UNIOX (registered trademark) HC-40, HC-60, ST manufactured by NOF Corporation -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, etc.

(B) A preferred example of the specific polymer of the component is a polyester polyol, examples of which are reaction of polycarboxylic acids such as adipic acid, sebacic acid, and isophthalic acid with ethylene glycol, propylene glycol, butylene glycol, and polyethylene glycol. Diol, polypropylene glycol and other diols. Specific examples of polyester polyols are POLYLITE (registered trademark) manufactured by DIC OD-X-286, OD-X-102, OD-X-355, OD-X-2330, OD-X-240, OD-X -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) The polycaprolactone polyol which is a preferable example of the specific polymer is exemplified by reacting polycaprolactone with a polyhydric alcohol such as trimethylolpropane or ethylene glycol. Specific examples of polycaprolactone polyols are POLYITE (registered trademark) OD-X-2155, OD-X-640, OD-X-2568 manufactured by DIC, PLAXEL (registered trademark) 205, L205AL manufactured by DAICEL Chemicals, 205U, 208, 210, 212, L212AL, 220, 230, 240, 303, 305, 308, 312, 320, etc.

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

(B) Preferred examples of the specific polymer of the component include hydroxyalkyl celluloses such as hydroxyethyl cellulose and hydroxypropyl cellulose, hydroxyethyl methyl cellulose and hydroxypropyl methyl fiber Hydroxyalkylalkyl celluloses such as cellulose, hydroxyethylethyl cellulose, cellulose and the like are preferably hydroxyalkyl celluloses such as hydroxyethyl cellulose and hydroxypropyl cellulose.

(B) Preferred examples of the specific polymer of the component are cyclodextrins such as α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, methyl-α-cyclodextrin, and alpha -Β-cyclodextrin, methyl-γ-cyclodextrin and other methylated cyclodextrin, hydroxymethyl-α-cyclodextrin, hydroxymethyl-β-cyclodextrin, hydroxymethyl-γ -Cyclodextrin, 2-hydroxyethyl-α-cyclodextrin, 2-hydroxyethyl-β-cyclodextrin Sperm, 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 , 2,3-dihydroxypropyl-β-cyclodextrin, 2,3-dihydroxypropyl-γ-cyclodextrin and other hydroxyalkyl cyclodextrins.

(B) The cyanuric formaldehyde resin, which is a preferred example of the specific polymer of the component, is a resin obtained by polycondensation of melamine and formaldehyde and is represented by the following formula.

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

(B) The melamine formaldehyde resin of the component is preferably an alkylated methylol group formed during the polycondensation of melamine and formaldehyde from the viewpoint of storage stability.

The method of obtaining the melamine formaldehyde resin of the component (B) is not particularly limited, but generally it is synthesized by mixing melamine and formaldehyde, using sodium carbonate or ammonia, etc. to become weakly alkaline and heating at 60-100 ° C. Furthermore, hydroxymethyl can be alkoxylated by reaction with alcohol.

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

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 described later.

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

(B) The phenol novolak resin which is a preferable example of the specific polymer of a component is mentioned, for example, a phenol-formaldehyde polycondensate, etc.

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

In addition, in the cured film forming composition of the present embodiment, the polymer of component (B) may be a mixture of plural kinds of polymers of component (B).

<(C) ingredient>

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

Specific examples of alkoxysilane compounds having an amine group are N, N'-bis [3- (trimethoxysilyl) propyl] -1,2-ethanediamine, N, N'-bis [ 3- (triethoxysilyl) propyl] -1,2-ethanediamine, N- [3- (trimethoxysilyl) propyl] -1,2-ethanediamine, N- [3- (triethoxysilyl) propyl] -1,2-ethanediamine, bis -{3- (trimethoxysilyl) propyl} amine, bis- {3- (triethoxysilyl) propyl} amine, 3-aminopropyltrimethoxysilane, 3-aminopropyl Triethoxysilane, trimethoxy {3- (methylamino) propyl} silane, 3- (N-allylamino) propyltrimethoxysilane, 3- (N-allyl Amino) propyltriethoxysilane, 3- (diethylamino) propyltrimethoxysilane, 3- (diethylamino) propyltriethoxysilane, 3- (phenylamino) Compounds such as propyltrimethoxysilane, 3- (phenylamino) propyltriethoxysilane.

These alkoxysilane compounds having an amine group can be used alone or in combination of two or more.

The content of the alkoxysilane compound having an amine group in the component (C) in the cured film forming composition of this embodiment is 100 parts by mass based on the total amount of the compound in the component (A) and the polymer in the component (B) It is preferably 10 parts by mass to 100 parts by mass, more preferably 15 parts by mass to 80 parts by mass. (C) When the content of the alkoxysilane compound having an amine group of the component is too small, the solvent resistance and heat resistance of the cured film obtained from the cured film forming composition are reduced, and the sensitivity during light alignment is reduced. In addition, when the content is too large, the light alignment and storage stability may decrease.

<Solvent>

The cured film forming composition of this embodiment is mainly used in the state of a solution dissolved in a solvent. As long as the solvent used at this time can dissolve (A) component, (B) component and (C) component, and / or other additives mentioned later The solution is sufficient, and the type and structure 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 glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, toluene, xylene, methyl ethyl ketone, cyclopentanone, cyclic 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-methylbutyrate, 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, N-methylpyrrolidone, etc.

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

<Other additives>

In addition, the cured film-forming composition of this embodiment may contain a sensitizer, a silane coupling agent, a surfactant, a rheology modifier, a pigment, a dye, and a storage stabilizer as long as it does not impair the effect of the present invention , Antifoaming agent, antioxidant, etc.

For example, the sensitizer can effectively promote the light reaction after forming the thermosetting film using the cured film forming composition of the present embodiment.

One example of other additives is a sensitizer such as dibenzoyl Ketone, anthracene, anthraquinone, thioxanthone and their derivatives, and nitrophenyl compounds. Among these, benzophenone derivatives and nitrophenyl compounds are preferred. Specific examples of preferred compounds are N, N-diethylaminobenzophenone, 2-nitrostilbene, 2-nitrostilbene, 5-nitroacenaphthene, 4-nitrobiphenyl, 4- Nitrocinnamic acid, 4-nitrostilbene, 4-nitrobenzophenone, 5-nitroindole, etc. In particular, N, N-diethylaminobenzophenone, which is a benzophenone derivative, is the best.

Such sensitizers are not limited to the above. In addition, the sensitizer may be used alone or in combination of two or more compounds.

The use ratio of the sensitizer in the cured film forming composition of this embodiment is preferably 0.1 mass with respect to 100 mass parts of the total mass of the specific copolymer of component (A) and the acrylic polymer of component (B). Parts to 20 parts by mass, more preferably 0.2 parts to 10 parts by mass. If the ratio is too small, the effect as a sensitizer may not be sufficiently obtained. If it is too large, the transmittance may decrease and the coating film may be rough.

<Preparation of hardened film forming composition>

The cured film-forming composition of this embodiment contains a low-molecular photo-alignment component of (A) component, a component (B) which is more hydrophilic than a photo-alignment component of (A) component, and (C) The alkoxysilane compounds with amine groups. Moreover, as long as the effect of the present invention is not impaired, other additives may be contained.

The compounding ratio of (A) component and (B) component is a mass ratio, Preferably it is 5:95 to 60:40. (B) When the content of ingredients is too large The crystal alignment tends to decrease, and if it is too small, the alignment tends to decrease due to the reduced solvent resistance.

Preferred examples of the cured film forming composition of this embodiment are as follows.

[1]: The mixing ratio of (A) component and (B) component is 5:95 to 60:40 in terms of mass ratio, based on the total of 100 parts by mass of (A) component and (B) component, and contains 10 parts by mass Up to 100 parts by mass of the (C) component hardened film forming composition.

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

The formulation ratio and preparation method when the cured film forming composition of this embodiment is used as a solution are described in detail below.

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

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

In the preparation of the cured film forming composition of this embodiment, The solution of the specific copolymer obtained by the polymerization reaction in the solvent can be directly used. In this case, for example, the components (A) and (C) are fed into the monomer having a polyethylene glycol ester group and the monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms in the same manner as described above At least one of the solutions of the component (B) obtained by copolymerization with at least one of the monomer having a carboxyl group and the monomer having a phenolic hydroxyl group becomes a uniform solution. At this time, in order to adjust the concentration, a solvent may be further added. At this time, the solvent used in the production process of the component (B) and the solvent used for adjusting the concentration of the cured film forming composition may be the same or different.

In addition, the prepared solution of the cured film-forming composition is preferably used after being filtered using a filter or the like having a pore diameter of about 0.2 μm.

<Hardened film, alignment material and phase difference material>

The cured film of this embodiment is formed by coating bar coating, spin coating, flow coating, roll coating, slit coating, spin coating after slit coating, inkjet coating, printing, etc. The solution of the composition is applied to a substrate (for example, a silicon / silicon dioxide coated substrate, a silicon nitride substrate, a substrate coated with a metal such as aluminum, molybdenum, chromium, etc., a glass substrate, a quartz substrate, an ITO substrate, etc.) or a thin film (For example, resin films such as triethyl acetyl cellulose (TAC) film, cycloolefin polymer film, polyethylene terephthalate film, acrylic film, etc.), etc., followed by heating and drying with a hot plate or oven, etc., A hardened film can be formed.

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

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

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

The method of irradiating polarized UV generally uses ultraviolet light with a wavelength of 150 nm to 450 nm to visible light, and irradiates linear polarized light from a vertical or oblique direction at room temperature or under heating.

Since the alignment material formed from the cured film composition of this embodiment has solvent resistance and heat resistance, after applying a phase difference material made of a polymerizable liquid crystal solution to the alignment material, it is heated to the phase transition of the liquid crystal The temperature makes the phase difference material into a liquid crystal state, and aligns on the alignment material. Next, the phase difference material in the alignment state can be directly cured to form the phase difference material as an optically anisotropic layer.

As for the phase difference material, for example, a liquid crystal monomer having a polymerizable group and a composition containing the same are used. Furthermore, when the substrate on which the alignment material is formed is a thin film, the film having the phase difference material of this embodiment can be used as a phase difference film. The phase difference material forming such a phase difference material may be in a liquid crystal state, and on the alignment material, it may become horizontal alignment, cholesterol phase alignment, and vertical The alignment states such as alignment and mixed alignment can be used according to the necessary phase difference.

In addition, when manufacturing the patterned phase difference material used in the 3D display, for the cured film formed by the cured film composition of this embodiment by the above method, the mask between the intervening line and the space pattern is based on a specific standard, for example +45 Polarized UV exposure is performed in the direction of the degree, and then the mask is removed and polarized UV exposure is performed in the direction of -45 degrees to obtain an alignment material in which two types of liquid crystal alignment regions with different alignment control directions of liquid crystal are formed. Subsequently, after coating the phase difference material made of the polymerizable liquid crystal solution, it is heated to the phase transition temperature of the liquid crystal to make the phase difference material into a liquid crystal state, and is aligned on the alignment material. Next, the phase difference material in the alignment state is directly hardened, and two types of phase difference regions having different phase difference characteristics are arranged plurally and regularly, and a patterned phase difference material can be obtained.

In addition, two substrates with the alignment material of this embodiment formed as described above may also be used. After the alignment materials on the two substrates are laminated to face each other with a gap in between, liquid crystal is injected between the substrates to make The alignment becomes a liquid crystal display element.

Therefore, the cured film forming composition of the present embodiment can be preferably used in the manufacture of various retardation materials (retardation films), liquid crystal display elements, and the like.

Examples

The embodiments are listed below to explain the present embodiment in more detail, but the present embodiment is not limited to these embodiments.

[Acronym used in Examples]

The meanings used in the following examples are as follows.

<Compound with photo-alignment group and hydroxyl group>

C1N1: 4-hydroxyhexyloxycinnamate

C1N2: 3-methoxy-4-hydroxyhexyloxycinnamate

<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)

<Alkoxy Silane Compound with Amino Group>

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

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

<Alkoxysilane compounds without amine groups>

BTESE: Bistriethoxysilylethane

BTESAC: N, N’-bis [(3-triethoxysilylpropyl) aminocarbonyl] polyethylene oxide

<Solvent>

PM: Propylene glycol monomethyl ether

The number-average molecular weight and weight-average molecular weight of the acrylic copolymer obtained according to the following synthesis examples are using a GPC device (Shodex (registered trademark) columns KF803L and KF804L) manufactured by Japan Spectroscopy Co., Ltd., and the elution solvent tetrahydrofuran is flowed at 1 mL / min The conditions of dissolution in the column (column temperature 40 ° C) were measured. The following number average molecular weight (hereinafter referred to as Mn) and weight average molecular weight (hereinafter referred to as Mw) are expressed in terms of polystyrene conversion.

<Synthesis Example 1>

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

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

Each cured film-forming composition of Examples 1 to 5 was prepared with the composition shown in Table 1, and the adhesion, alignment sensitivity, pattern-forming property, and transmittance were evaluated for each composition.

[Evaluation of adhesion]

Each of the cured film forming compositions of Examples and Comparative Examples was spin coated on the alkali glass using a spin coater at 2000 rpm for 30 seconds, and then heated and dried in a thermal circulation 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 at 50 mJ / cm ² . The horizontal alignment polymerizable liquid crystal solution RMS03-013C manufactured by MURCK Co., Ltd. was applied to the alignment material on the exposed substrate using a spin coater, and then pre-baked on a 60 ° C hot plate for 60 seconds To form a coating film with a thickness of 1.0 μm. The film was exposed at 1000 mJ / cm ² to produce a phase difference material. Use a dicing knife to cross-cut the phase difference material on the obtained substrate (1mm × 1mm × 100 grids), and then apply a transparent tape, and then calculate the grid that the film on the substrate is not peeled off when the transparent tape is peeled off Number of blocks. If the film was not peeled off and 90 or more blocks remained, it was judged that the adhesion was good.

[Evaluation of alignment sensitivity]

Each of the cured film forming compositions of Examples and Comparative Examples was spin coated on the alkali glass using a spin coater at 2000 rpm for 30 seconds, and then heated and dried in a thermal circulation 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. Using a spin coater, the horizontal alignment polymerizable liquid crystal solution RMS03-013C manufactured by MURCK Co., Ltd. was applied to the alignment material on the substrate, followed by pre-baking on a 60 ° C hot plate for 60 seconds to form a film A coating film with a thickness of 1.0 μm. The film on the substrate was exposed at 1000 mJ / cm ² to produce a phase difference material. A pair of polarizing plates sandwich the phase difference material on the manufactured substrate to observe the development of the phase difference characteristics in the phase difference material, and the exposure amount of polarized UV necessary for the alignment material to show the liquid crystal alignment is used as the alignment sensitivity.

[Evaluation of pattern formation]

Each of the cured film forming compositions of Examples and Comparative Examples was spin coated on the alkali glass using a spin coater at 2000 rpm for 30 seconds, and then heated and dried in a thermal circulation oven at a temperature of 110 ° C. for 120 seconds to form a cured film. Through the mask of 100 μm line and space, the cured film was vertically irradiated with 30 mJ / cm ² of 313 nm linear polarized light. After removing the mask, the substrate was rotated 90 degrees, and then vertically irradiated with 15mJ / cm ² of 313nm linearly polarized light to obtain an alignment material in which two types of liquid crystal alignment regions differing by 90 degrees in the alignment control direction of the liquid crystal were formed. Using a spin coater, the horizontal alignment polymerizable liquid crystal solution RMS03-013C manufactured by MURCK Co., Ltd. was coated on the alignment material on the substrate, followed by pre-baking on a 60 ° C hot plate for 60 seconds to form A coating film with a thickness of 1.0 μm. The film on the substrate was exposed at 1000 mJ / cm ² to produce a patterned retardation material. The patterned phase difference material on the produced substrate was observed with a polarizing microscope, and those who formed a phase difference pattern without alignment defects were evaluated as ○, and those who saw alignment defects were evaluated as ×.

[Evaluation of light transmittance (transparency)]

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

[Result of evaluation]

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

Examples 1 to 5 all exhibit liquid crystal alignment and a high alignment sensitivity with a small amount of exposure, and can be optically patterned. Moreover, it shows high transparency.

Comparative Examples 1 and 2 have low alignment sensitivity, and it is difficult to pattern optical patterns.

[Industry availability]

The cured film forming composition of the present invention is extremely useful as a liquid crystal alignment film for a liquid crystal display element, or as an alignment material for forming an optically anisotropic film provided inside or outside the liquid crystal display element. It is used as the material for forming the patterned phase difference material of 3D display. In addition, it is also suitable as a material for forming a hardened film such as a protective film, a flattening film and an insulating film in various displays such as thin-film transistor (TFT) type liquid crystal display elements or organic EL elements, especially for forming TFT type liquid crystal elements Materials such as interlayer insulation film, color filter protection film or organic EL device insulation film.

Claims (11)

A composition for forming a cured film, which is characterized by containing (A) a compound having a photo-alignment group and two or more hydroxyl groups, and (B) having one or more substituents selected from a hydroxyl group, a carboxyl group and an amine group The hydrophilic polymer and (C) alkoxysilane compound having an amine group contain 10 parts by mass to 100 parts by mass of component (C) based on 100 parts by mass of the total of the components (A) and (B). The cured film-forming composition according to claim 1, wherein the photo-alignment group of the component (A) is a functional group having a structure of performing photo-dimerization or photo-isomerization. The composition for forming a hardened film according to claim 1 or 2, wherein the photo-alignment group of the component (A) is cinnamoyl. The hardened film forming composition according to claim 1 or 2, wherein the photo-alignment group of the component (A) is a group of azobenzene structure. The cured film forming composition according to claim 1 or 2, wherein component (B) is at least one selected from the group consisting of polyether polyol, polyester polyol, polycarbonate polyol and polycaprolactone polyol polymer. The cured film-forming composition according to claim 1 or 2, wherein the component (B) is cellulose or a derivative thereof. The cured film forming composition according to claim 1 or 2, wherein component (B) is at least one of a polyethylene glycol ester group and a hydroxyalkyl ester group having 2 to 5 carbon atoms, together with a carboxyl group and a phenolic hydroxyl group At least one of them is an acrylic polymer. The hardened film forming composition according to claim 1 or 2, wherein the component (B) is cyclodextrin or a derivative thereof. The cured film forming composition according to claim 1 or 2, wherein the ratio of the component (A) to the component (B) is 5: 95 ~ 60: 40 in terms of mass ratio. An alignment material characterized by using the cured film forming composition according to any one of claims 1 to 9. A phase difference material characterized by being formed using a cured film obtained from the cured film forming composition according to any one of claims 1 to 9.