JP2008116809A - Resin composition for forming liquid crystal orientation layer - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a resin composition for forming a liquid crystal orientation layer from which a liquid crystal alignment layer having liquid crystal aligning property and materializing high transparency and high flatness is formed. <P>SOLUTION: The composition for forming the liquid crystal orientation layer contains: a component (A) which is an acrylic polymer having a side chain with a terminal unsaturated bond and having 2,000-30,000 number average molecular weight; a component (B) which is a bismaleimide compound; a component (C) which is a photopolymerization initiator; and a solvent (D). The liquid crystal orientation layer is obtained by using the composition, and an optical film and a liquid crystal display element are obtained using the liquid crystal orientation layer. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a resin composition for forming a liquid crystal alignment layer and a cured film obtained therefrom. More specifically, the present invention relates to a resin composition for forming a liquid crystal alignment layer having high flatness during step coating, a cured film thereof, and a liquid crystal alignment layer using the cured film. This resin composition for forming a liquid crystal alignment layer is particularly suitable for a color filter overcoat agent having a liquid crystal alignment function in a liquid crystal display.

  In general, in an optical device such as a liquid crystal display element, an organic EL (electroluminescent) element, and a solid-state imaging element, a protective film is provided to prevent the element surface from being exposed to a solvent or heat during the manufacturing process. Such a protective film is required not only to have high adhesion to the substrate to be protected and high solvent resistance, but also to have performance such as transparency and heat resistance.

  When such a protective film is used as a protective film for a color filter used in a color liquid crystal display device or a solid-state imaging device, it is usually required to flatten the color filter or black matrix resin as a base substrate. It becomes. In particular, when manufacturing a color liquid crystal display element of STN type or TFT type, it is necessary to perform very precise bonding accuracy between the color filter substrate and the counter substrate, and the protective film makes the cell gap between the substrates uniform. It is essential to do. Further, in order to maintain the transmittance of light transmitted through the color filter, these planarization protective films need to have high transparency.

  On the other hand, in recent years, cost reduction and weight reduction have been studied by introducing a phase difference material into a cell of a liquid crystal display. A liquid crystal monomer is applied to such a phase difference material and oriented, followed by photocuring. Materials are generally used. In order to orient this retardation material, the lower layer film needs to be a material having orientation after the rubbing treatment. Therefore, after forming a liquid crystal alignment film on the overcoat of the color filter, a retardation material is formed (see FIG. 1A). If a film (see FIG. 1 (b)) that doubles as the liquid crystal alignment film and the overcoat of the color filter can be formed, it is possible to obtain great merits such as cost reduction and a reduction in the number of processes. ing.

  In general, a highly transparent acrylic resin is used for the overcoat of the color filter. Such an acrylic resin imparts heat resistance and solvent resistance by thermosetting or photocuring. As a thermosetting method, a method of adding a methylol-based crosslinking agent and an acid catalyst to an acrylic resin having a hydroxy group, and a method of adding an epoxy-based crosslinking agent to an acrylic resin containing a carboxyl group are well known. In addition, a method of thermosetting by introducing an epoxy group and a carboxyl group into an acrylic resin (Reference Document 1) and a thermal radical initiator and a compound having two or more unsaturated double bonds in one molecule are used. The method (reference 2) is used. In addition, as a method of photocuring, a method of adding a compound having two or more unsaturated double bonds per molecule and a photo radical initiator to an acrylic resin, a methylol-based cross-linking agent to an acrylic resin containing a hydroxy group And a method of adding a photoacid generator. However, it cannot be said that the flattening rate of conventional thermosetting and photocurable acrylic resins is high. Further, even if such a flattened film was rubbed, sufficient orientation could not be shown.

On the other hand, a material made of solvent-soluble polyimide or polyamic acid is usually used for the liquid crystal alignment film. It has been reported that these materials impart solvent resistance by being completely imidized at the time of post-baking and show sufficient orientation (Reference 3). However, when viewed as a flattening film of a color filter, there are problems such as a significant decrease in flatness and transparency.
JP 2000-103937 A JP 2000-119472 A JP 2005-037920 A

  The present invention has been made based on the above circumstances, and a problem to be solved is to provide a material having liquid crystal orientation, high transparency, and high flatness.

As a result of intensive studies to solve the above problems, the present inventors have found the present invention.
That is, as a first aspect, a liquid crystal alignment layer forming resin composition containing the following component (A), component (B), component (C), and solvent (D).
Component (A): an acrylic polymer having a side chain having an unsaturated bond at the terminal and having a number average molecular weight of 2,000 to 30,000,
(B) component: bismaleimide compound,
Component (C): photopolymerization initiator (D) solvent.
As a second aspect, the resin composition for forming a liquid crystal alignment layer according to the first aspect, wherein the component (A) is an acrylic polymer having a side chain having an unsaturated double bond at the terminal.
As a third aspect, the resin composition for forming a liquid crystal alignment layer according to the first aspect or the second aspect, wherein the component (A) is an acrylic polymer having a side chain having an acryloyl group or a methacryloyl group at the terminal.
As a fourth aspect, the resin composition for forming a liquid crystal alignment layer according to any one of the first aspect to the third aspect, wherein the component (A) is an acrylic polymer having an aliphatic side chain.
As a fifth aspect, the resin composition for forming a liquid crystal alignment layer according to any one of the first to fourth aspects, further containing a liquid crystal monomer as the component (E).
As a sixth aspect, a liquid crystal alignment layer obtained by using the resin composition for forming a liquid crystal alignment layer according to any one of the first to fifth aspects.
As a seventh aspect, an optical film having the liquid crystal alignment layer according to the sixth aspect.
As an eighth aspect, a liquid crystal display device having the liquid crystal alignment layer according to the sixth aspect.

The oil composition for forming a liquid crystal alignment layer of the present invention can form a liquid crystal alignment film used for a liquid crystal display element while maintaining high transparency and high flatness.
Further, by using the oil composition for forming a liquid crystal alignment layer of the present invention, the liquid crystal alignment layer and the overcoat layer of the color filter that have been conventionally formed independently are simultaneously formed as a “liquid crystal alignment layer” having both characteristics. It is possible to realize cost reduction.

The resin composition for forming a liquid crystal alignment layer of the present invention comprises the following (A) acrylic polymer, (B) bismaleimide compound, (C) photopolymerization initiator and (D) solvent, Moreover, it is a composition containing a liquid crystal monomer (E) and a surfactant (F) as required.
Hereinafter, details of each component will be described.

<(A) component>
The component (A) of the present invention is an acrylic polymer having a side chain having an unsaturated bond at the terminal and having a polystyrene equivalent number average molecular weight of 2,000 to 30,000. More specifically, the side chain is a side chain having an unsaturated double bond at the terminal, and more specifically, a side having 3 to 16 carbon atoms and having an unsaturated double bond at the terminal. A chain (hereinafter referred to as a specific side chain).
The acrylic polymer as the component (A) may be an acrylic polymer having such a structure, and is not particularly limited with respect to the main chain skeleton and side chain type of the polymer constituting the acrylic polymer.

However, when the number average molecular weight of the acrylic polymer of component (A) is excessively larger than 30,000, the flatness of the step is lowered, while the number average molecular weight is less than 2,000 and excessively small. If it is, it may be insufficiently cured at the time of thermosetting and solvent resistance may be reduced. Therefore, the number average molecular weight is in the range of 2,000 to 30,000.
More preferably, the amount of the acrylic polymer of component (A) is 200 to 1,300 g equivalent per 1 mol equivalent of the unsaturated double bond contained in the specific side chain.

  As described above, the specific side chain of the component (A) is not particularly limited as long as it has 3 to 16 carbon atoms and has an unsaturated double bond at the terminal. Among these, a specific side chain represented by the formula (1) is preferable.

In formula (1), R ₁ has 1 to 14 carbon atoms and is selected from an organic group selected from the group consisting of aliphatic groups, aliphatic groups containing cyclic structures, and aromatic groups, or a group thereof. An organic group comprising a combination of a plurality of organic groups. R ₁ may contain a bond such as an ester bond, an ether bond, an amide bond, or a urethane bond.

Specific examples of R ₁ include the following formula (A-1) to formula (A-10).

Among the specific side chains represented by the formula (1), a specific side chain whose terminal is an acryloyl group or a methacryloyl group is preferable.
More preferably, among the specific side chains represented by the formula (1), a specific side chain that is an aliphatic side chain is particularly preferable.
More preferably, the unsaturated double bond contained in the specific side chain represented by the formula (1) is contained in an amount of 1 mol equivalent to 200 to 1,300 g equivalent of the acrylic polymer of the component (A). desirable.

  The method for obtaining the acrylic polymer having a specific side chain as described above is not particularly limited, but for example, an acrylic polymer having a specific functional group is generated in advance by a polymerization method such as radical polymerization, and the specific functional group, A specific side chain can be produced by reacting a compound having an unsaturated bond at the terminal (hereinafter referred to as a specific compound) to obtain an acrylic polymer as the component (A).

Here, the specific functional group means one or more functional groups selected from the group consisting of a carboxyl group, a glycidyl group, a hydroxy group, an amino group having active hydrogen, a phenolic hydroxy group, an isocyanate group, and the like. .
Examples of the specific compound include glycidyl methacrylate, glycidyl acrylate, isocyanate ethyl methacrylate, isocyanate ethyl acrylate, methacrylic acid chloride, acrylic acid chloride, methacrylic acid, and acrylic acid.

  Among the acrylic polymers thus obtained, an acrylic polymer having a preferred specific side chain is an acrylic polymer having a structure represented by the formula (2).

(In Formula (2), R ₁ has 1 to 14 carbon atoms as defined in Formula (1) above, and is composed of an aliphatic group, an aliphatic group containing a cyclic structure, and an aromatic group. An organic group selected from the group or a combination of a plurality of organic groups selected from these groups, and R ₁ includes a bond such as an ester bond, an ether bond, an amide bond, or a urethane bond. R ₂ represents a hydrogen atom or a methyl group.)

The acrylic polymer having the above specific functional group is a monomer having a functional group (specific functional group) for reacting with a specific compound, that is, a carboxyl group, a glycidyl group, a hydroxy group, an amino group having active hydrogen, a phenolic group. A copolymer obtained by using a monomer selected from monomers having a hydroxy group or an isocyanate group as an essential component, and having a number average molecular weight of 2,000 to 25,000. In that case, the monomer which has a specific functional group may be individual, and if it is a combination which does not react during superposition | polymerization, multiple types may be used together.
Specific examples of the monomer having the specific functional group necessary for obtaining the acrylic polymer having the specific functional group are shown below, but the invention is not limited thereto.

  Examples of the monomer having a carboxyl group include acrylic acid, methacrylic acid, crotonic acid, mono- (2- (acryloyloxy) ethyl) phthalate, mono- (2- (methacryloyloxy) ethyl) phthalate, and N- (carboxyphenyl). ) Maleimide, N- (carboxyphenyl) methacrylamide, N- (carboxyphenyl) acrylamide and the like.

  Examples of the monomer having a glycidyl group include glycidyl methacrylate, glycidyl acrylate, allyl glycidyl ether, 3-ethenyl-7-oxabicyclo [4.1.0] heptane, 1,2-epoxy-5-hexene, 1,7. -Octadiene monoepoxide and the like.

Examples of the monomer having a hydroxy group include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, 2,3- Dihydroxypropyl acrylate, 2,3-dihydroxypropyl methacrylate, diethylene glycol monoacrylate, diethylene glycol monomethacrylate, caprolactone 2- (acryloyloxy) ethyl ester, caprolactone 2- (methacryloyloxy) ethyl ester, poly (ethylene glycol) ethyl ether acrylate, poly (Ethylene glycol) ethyl ether methacrylate, 5-acryloyl Shi-6-hydroxy-norbornene-2-carboxylic-6-lactone, 5-methacryloyloxy-6-hydroxy-norbornene-2-carboxylic-6-lactone and the like.

  Examples of the monomer having an amino group having active hydrogen include 2-aminoethyl acrylate and 2-aminomethyl methacrylate.

  Examples of the monomer having a phenolic hydroxy group include hydroxystyrene, N- (hydroxyphenyl) acrylamide, N- (hydroxyphenyl) methacrylamide, N- (hydroxyphenyl) maleimide and the like.

  Furthermore, as a monomer which has an isocyanate group, acryloyl ethyl isocyanate, methacryloyl ethyl isocyanate, m-tetramethyl xylene isocyanate, etc. are mentioned, for example.

Moreover, in this invention, when obtaining the acrylic polymer which has a specific functional group, the monomer which has a non-reactive functional group which can be copolymerized with the monomer which has a specific functional group can be used together.
Specific examples of the monomer having a non-reactive functional group include acrylic ester compounds, methacrylic ester compounds, vinyl compounds, styrene compounds, maleimide compounds, acrylonitrile and maleic anhydride.
Hereinafter, although the specific example of the said monomer is given, it is not limited to these.

  Examples of the acrylic ester compound include methyl acrylate, ethyl acrylate, isopropyl acrylate, benzyl acrylate, naphthyl acrylate, anthryl acrylate, anthryl methyl acrylate, phenyl acrylate, 2,2,2-trifluoroethyl acrylate, tert- Butyl acrylate, cyclohexyl acrylate, isobornyl acrylate, 2-methoxyethyl acrylate, methoxytriethylene glycol acrylate, 2-ethoxyethyl acrylate, tetrahydrofurfuryl acrylate, 3-methoxybutyl acrylate, 2-methyl-2-adamantyl acrylate, 2 -Propyl-2-adamantyl acrylate, 8-methyl-8-tricyclodecyl acrylate And, like 8-ethyl-8-tricyclodecyl acrylate.

Examples of the methacrylic acid ester compound include methyl methacrylate, ethyl methacrylate, isopropyl methacrylate, benzyl methacrylate, naphthyl methacrylate, anthryl methacrylate, anthryl methyl methacrylate, phenyl methacrylate, 2,2,2-trifluoroethyl methacrylate, tert- Butyl methacrylate, cyclohexyl methacrylate, isobornyl methacrylate, 2-methoxyethyl methacrylate, methoxytriethylene glycol methacrylate, 2-ethoxyethyl methacrylate, tetrahydrofurfuryl methacrylate, 3-methoxybutyl methacrylate, 2-methyl-2-adamantyl methacrylate, γ -Butyrolactone methacrylate, 2-propyl-2 Adamantyl methacrylate, 8-methyl-8-tricyclodecyl methacrylate, and, 8-ethyl-8-tricyclodecyl methacrylate.

  Examples of the vinyl compound include methyl vinyl ether, benzyl vinyl ether, vinyl naphthalene, vinyl anthracene, vinyl carbazole, 2-hydroxyethyl vinyl ether, phenyl vinyl ether, and propyl vinyl ether.

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

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

The method for obtaining an acrylic polymer having a specific functional group used in the present invention is not particularly limited. For example, a monomer having a specific functional group, another monomer having a non-reactive functional group capable of copolymerization, and initiation of polymerization if desired. It can be obtained by carrying out a polymerization reaction at a temperature of 50 to 110 ° C. in a solvent in which an agent or the like coexists. In that case, the solvent used will not be specifically limited if it dissolves the monomer which comprises the acrylic polymer which has a specific functional group, and the acrylic polymer which has a specific functional group. As a specific example, the solvent described in the (C) solvent mentioned later is mentioned.
The acrylic polymer having a specific functional group thus obtained is usually in a solution state dissolved in a solvent.

Next, a specific compound is reacted with the obtained acrylic polymer having a specific functional group, whereby an acrylic polymer (hereinafter referred to as a specific copolymer) as the component (A) can be obtained. In that case, the solution of the acrylic polymer which has a specific functional group is used normally.
Specifically, for example, a specific copolymer is obtained by reacting glycidyl methacrylate with a solution of an acrylic polymer having a carboxyl group in the presence of a catalyst such as benzyltriethylammonium chloride at a temperature of 80 ° C. to 150 ° C. be able to. In that case, the solvent used will not be specifically limited if the monomer which comprises a specific copolymer, and a specific copolymer are melt | dissolved. As a specific example, the solvent described in the (C) solvent mentioned later is mentioned.
The specific copolymer thus obtained is usually in the form of a solution in which the specific copolymer is dissolved in a solvent.

In addition, the solution of the specific copolymer obtained as described above is re-precipitated by stirring with stirring such as diethyl ether or water, and the generated precipitate is filtered and washed, and then under normal pressure or reduced pressure. Thus, the powder of the specific copolymer can be obtained by drying at room temperature or by heating. By such an operation, the polymerization initiator and unreacted monomer coexisting with the specific copolymer can be removed, and as a result, a purified powder of the specific copolymer can be obtained. If sufficient purification cannot be achieved by a single operation, the obtained powder may be redissolved in a solvent and the above operation may be repeated.
In the present invention, the powder of the specific copolymer may be used as it is, or the powder may be redissolved in a solvent (C) described later and used as a solution.
In the present invention, the acrylic polymer of component (A) may be a mixture of a plurality of types of specific copolymers.

<(B) component>
The bismaleimide compound which is the component (B) of the present invention is represented by the following formula (3).

In the formula, R ₃ is an organic group selected from the group consisting of an aliphatic group, an aliphatic group containing a cyclic structure, and an aromatic group, or an organic group consisting of a combination of a plurality of organic groups selected from these groups. . R ₃ may contain a bond such as an ester bond, an ether bond, an amide bond, or a urethane bond.

Examples of such bismaleimide compounds include N, N′-3,3-diphenylmethane bismaleimide, N, N ′-(3,3-diethyl-5,5-dimethyl) -4,4-diphenyl-methane. Bismaleimide, N, N′-4,4-diphenylmethane bismaleimide, 3,3-diphenylsulfone bismaleimide, 4,4-diphenylsulfone bismaleimide, N, N′-p-benzophenone bismaleimide, N, N′— Diphenylethane bismaleimide, N, N′-diphenyl ether bismaleimide, N, N ′-(methylenedi-ditetrahydrophenyl) bismaleimide, N, N ′-(3-ethyl) -4,4-diphenylmethane bismaleimide, N, N ′-(3,3-dimethyl) -4,4-diphenylmethane bismaleimide, N, N ′-(3,3-die Til) -4,4-diphenylmethane bismaleimide, N, N ′-(3,3-dichloro) -4,4-diphenylmethane bismaleimide, N, N′-isophorone bismaleimide, N, N′-tolidine bismaleimide, N, N′-diphenylpropane bismaleimide, N, N′-naphthalene bismaleimide, N, N′-m-phenylene bismaleimide, N, N′-5-methoxy-1,3-phenylene bismaleimide, 2,2 -Bis (4- (4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-chloro-4- (4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-bromo-4- ( 4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-ethyl-4- (4-maleimidophenoxy) phenyl) propane, 2,2- Bis (3-propyl-4- (4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-isopropyl-4- (4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-butyl- 4- (4-maleimidophenoxy) phenyl) propane, 2,2-bis (3-methoxy-4- (4-maleimidophenoxy) phenyl) propane, 1,1-bis (4- (4-maleimidophenoxy) phenyl) Ethane, 1,1-bis (3-methyl-4- (4-maleimidophenoxy) phenyl) ethane, 1,1-bis (3-chloro-4- (4-maleimidophenoxy) phenyl) ethane, 1,1- Bis (3-bromo-4- (4-maleimidophenoxy) phenyl) ethane, 3,3-bis (4- (4-maleimidophenoxy) phenyl) pen 1,1,1,3,3,3-hexafluoro-2,2-bis (4- (4-maleimidophenoxy) phenyl) propane, 1,1,1,3,3,3-hexafluoro- 2,2-bis (3,5-dimethyl-4- (4-maleimidophenoxy) phenyl) propane, 1,1,1,3,3,3-hexafluoro-2,2-bis (3,5-dibromo -4- (4-maleimidophenoxy) phenyl) propane, N, N′-ethylenedimaleimide, N, N′-hexamethylene bismaleimide, N, N′-dodecamethylene bismaleimide, N, N′-m-xylene Bismaleimide, N, N′-p-xylene bismaleimide, N, N′-1,3-bismethylenecyclohexane bismaleimide, N, N′-2,4-tolylene bismaleimide, N, N′-2, 6-trilembi And maleimide. These bismaleimide compounds are not particularly limited to those described above. These can be used alone or in combination of two or more components.

  Among these bismaleimides, 2,2-bis (4- (4-maleimidophenoxy) phenyl) propane, N, N′-4,4-diphenylmethane bismaleimide, N, N ′-(3,3-diethyl-5 , 5-dimethyl) -4,4-diphenyl-methane bismaleimide and the like are preferred from the viewpoint of showing good orientation.

  Further, among these aromatic bismaleimides, those having a molecular weight of 1000 or less are preferable in order to obtain higher flatness.

  In the present invention, the use ratio of the (B) component bismaleimide compound is preferably 10 to 200 parts by mass, more preferably 20 to 150 parts by mass, relative to 100 parts by mass of the (A) component acrylic polymer. Particularly preferably 50 to 130 parts by mass. When this ratio is too small, the planarization property is lowered, and when it is too large, the transmittance of the cured film may be lowered or the coating film may be roughened.

<(C) component>
The photopolymerization initiator which is the component (C) of the present invention is not particularly limited as long as it has absorption in the light source used when the retardation material is photocured.

  Examples of such photopolymerization initiators include benzophenone compounds, benzoin compounds, triazine compounds, α-diketone compounds, polynuclear quinone compounds, xanthone compounds, diazo compounds, biimidazole compounds, and acetophenone compounds. Etc.

  Examples of the benzophenone compounds include benzophenone, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 3,3-dimethyl-4-methoxybenzophenone, and the like. .

  Examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and methyl-2-benzoyl benzoate.

  Examples of the triazine compound include 2- (2-furylethylidene) -4,6-bis (trichloromethyl) -s-triazine, 2- (3,4-dimethoxystyryl) -4,6-bis (trichloro). Methyl) -s-triazine, 2- (4-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (2-bromo-4-methylphenyl) -4,6-bis (trichloro) And methyl) -s-triazine and 2- (2-thiophenylethylidene) -4,6-bis (trichloromethyl) -s-triazine.

  Examples of the α-diketone compound include diacetyl, dibenzoyl, methylbenzoylformate, and the like.

  Examples of the polynuclear quinone compound include anthraquinone, 2-ethylanthraquinone, 2-t-butylanthraquinone, 1,4-naphthoquinone, and the like.

  Examples of the xanthone compounds include xanthone, thioxanthone, 2,4-diethylthioxanthone, and 2-chlorothioxanthone.

  Examples of the diazo compound include 4-diazodiphenylamine, 4-diazo-4'-methoxydiphenylamine, 4-diazo-3-methoxydiphenylamine, and the like.

  Specific examples of the biimidazole compound include 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetrakis (4-ethoxycarbonylphenyl) -1,2′-biimidazole, 2,2′-bis (2,4-dichlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2,4,6-trichlorophenyl) ) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2′-bis (2-bromophenyl) -4,4 ′, 5,5′-tetrakis (4- Ethoxycarbonylphenyl) -1,2'-biimidazole, 2,2'-bis (2,4-dibromophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2 , 2'-bis (2,4,6-tribromo Eniru) -4,4 ', mention may be made of 5,5'-tetraphenyl-1,2'-biimidazole.

  Examples of the acetophenone compound include 2,2-dimethoxy-2-phenylacetophenone, 1-phenyl-2-hydroxy-2-methylpropan-1-one, and 1- (4-i-propylphenyl) -2- Hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy) phenyl- (2-hydroxy-2-propyl) ketone, 2,2-dimethoxyacetophenone, 2,2-diethoxyacetophenone, 2-methyl -(4-Methylthiophenyl) -2-morpholino-1-propan-1-one, 1- (4-morpholinophenyl) -2-benzyl-2-dimethylaminobutan-1-one, 1-hydroxycyclohexyl phenyl ketone , 4-azidoacetophenone, 4-azidobenzalacetophenone, etc. That.

  Furthermore, as photopolymerization initiators other than those described above, 4-azidobenzaldehyde, azidopyrene, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide, N-phenylthioacridone, triphenylpyridine Lium perchlorate or the like can also be used.

  Specific examples of such photopolymerization initiator products include IRGACURE-184, 369, 500, 651, 784, 907, 907, 1700, 819, 1300, 2959, 4265, 1800, 1850, Darocur-1173, 1116, 2959, 1664, 4043 (above, manufactured by Ciba Specialty Chemicals), KAYACURE-DETX, MBP, DMBI, EPA, OA (above, Nippon Kayaku Co., Ltd.), VICURE-10, 55 (above, STAUFER Co LTD), ESACURE KIP150, TZT, 1001, KTO46, KB1, KL200, KS300, EB3, Triazine- PMS, Triazine A, Triazine B (above, Nippon Sibel Gunnar Ltd.), ADEKA OPTMER -N-1717, the N-1414, the N-1606 (KK ADEKA Co. (formerly Asahi Denka Co.)) and the like.

  In the present invention, the proportion of the (C) component photopolymerization initiator used is preferably 0.5 to 30 parts by mass, more preferably 10 to 20 parts per 100 parts by mass of the (A) acrylic polymer. Part by mass, particularly preferably 3 to 15 parts by mass. When this ratio is too small, the orientation is lowered, and when it is too large, the transmittance of the cured film may be lowered or the coating film may be roughened.

<(D) Solvent>
The (D) solvent used in the present invention dissolves the (A) component to the (C) component and dissolves the (E) component, (F) component, etc., which will be added as desired, as described above. The solvent is not particularly limited in its type and structure as long as it has a good solubility.

Examples of such a solvent (D) include 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, cyclohexanone, cyclohexanol, 2-pentanone, 2-heptanone, γ-butyrolactone, ethyl 2-hydroxypropionate, 2-hydroxy-2- Ethyl methyl propionate, ethyl ethoxy acetate, hydroxy vinegar Ethyl, 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, N-methylpyrrolidone and the like.
These solvents can be used singly or in combination of two or more.

<(E) component>
In the resin composition for forming a liquid crystal alignment layer of the present invention, a liquid crystal monomer can be further contained as the component (E) as long as the effects of the present invention are not impaired for the purpose of improving the alignment. .

The above liquid crystal monomer has various skeletons exhibiting nematic, cholesteric or smectic liquid crystal alignment, and at the terminal, polymerization of unsaturated double bonds such as acryloyl group, methacryloyl group, vinyl group or epoxy group Any of various conventional liquid crystal monomers, which are liquid crystalline compounds having at least one functional group, can be used.
Of these, nematic liquid crystalline monomers which are currently used in large numbers are preferably used. Examples of the nematic liquid crystalline monomer include those having an acryloyl group or a methacryloyl group as a polymerizable functional group, and a mesogenic group composed of a cyclic unit or the like. Examples of the cyclic unit serving as a mesogenic group include biphenyl, phenylbenzoate, phenylcyclohexane, azoxybenzene, azomethine, azobenzene, phenylpyrimidine, diphenylacetylene, diphenylbenzoate, and bicyclohexane. Cyclohexylbenzene, terphenyl and the like. In addition, the terminal of these cyclic units may have substituents, such as a cyano group, an alkyl group, an alkoxy group, a halogen group, for example. The mesogenic group may be bonded via a spacer portion that imparts flexibility. Examples of the spacer portion include a polymethylene chain and a polyoxymethylene chain. The number of repeating structural units forming the spacer portion is appropriately determined depending on the chemical structure of the mesogenic portion, but the repeating unit of the polymethylene chain is 0 to 20, preferably 2 to 12, and the repeating unit of the polyoxymethylene chain is 0 to 10, preferably 1 to 3.

  A particularly preferred liquid crystal monomer as the component (E) is a compound represented by the following formula.

In the formula, R ₄ is a group in which an aliphatic group or a cycloaliphatic group to which a polymerizable group is bonded is directly connected via a bond such as an ether bond or an ester bond. N represents an integer of 1 to 5.

Specific examples of R ₄ include groups represented by the following formulas [B-1] to [B-12].

Among the liquid crystal monomers represented by the above formula (4), a liquid crystal monomer in which R ₄ is a group represented by [B-1] or [B-7] is particularly preferable.

  The use ratio of such a liquid crystal monomer is preferably 0.5 to 20 parts by mass, more preferably 1 to 10 parts by mass, particularly preferably 100 parts by mass of the acrylic polymer of the component (A). Is 2 to 8 parts by mass. If this ratio is too small, the orientation may decrease, and if it is excessive, the solvent resistance may decrease.

<(F) component>
Component (F) is a surfactant. The resin composition for forming a liquid crystal alignment layer of the present invention can further contain a surfactant for the purpose of improving the coating properties as long as the effects of the present invention are not impaired.

The surfactant as the component (F) is not particularly limited, and examples thereof include a fluorine-based surfactant, a silicon-based surfactant, a nonionic surfactant, and the like, and in particular, a fluorine-based surfactant is used. preferable. As this type of surfactant, for example, commercially available products such as those manufactured by Sumitomo 3M Co., Ltd., Dainippon Ink Chemical Co., Ltd., or Asahi Glass Co., Ltd. can be used. These commercial products are convenient because they can be easily obtained. Specific examples thereof include F-top EF301, EF303, EF352 (manufactured by Gemco), MegaFac R-30, R-08, BL-20, F171, F173 (manufactured by Dainippon Ink & Chemicals, Inc.). ), FLORAD FC430, FC431, FC-4432, FC-4430 (manufactured by Sumitomo 3M), Asahi Guard AG710, Surflon S-382, SC101, SC102, SC103, SC104, SC105, SC106 (manufactured by Asahi Glass Co., Ltd.) Fluorine-based surfactants such as
These (F) component surfactants can be used singly or in combination of two or more.

  When the surfactant is used, the content thereof is usually 1% by mass or less, preferably 0.1% by mass or less, in 100% by mass of the resin composition for forming a liquid crystal alignment layer. Even if the amount of the surfactant used as the component (D) is set to an amount exceeding 1% by mass, the effect of improving the coating property becomes dull and not economical.

<Other additives>
Furthermore, the resin composition for forming a liquid crystal alignment layer according to the present invention can be used as needed, as long as the effects of the present invention are not impaired, a rheology adjuster, an adhesion aid such as a silane coupling agent, a pigment, a dye, a storage stability. Agents, antifoaming agents, or dissolution accelerators such as polyphenols and polycarboxylic acids.

<Resin composition for forming liquid crystal alignment layer>
The resin composition for forming a liquid crystal alignment layer of the present invention comprises (A) an acrylic polymer, (B) a bismaleimide compound, (C) a photopolymerization initiator and (D) a solvent, If desired, the composition may further contain one or more of a liquid crystal monomer (E), a surfactant (F), and other additives.

Especially, the preferable example of the resin composition for liquid crystal aligning layer formation of this invention is as follows. [1]: Based on 100 parts by mass of component (A), it contains 10 to 200 parts by mass of component (B) and 0.5 to 30 parts by mass of component (C), which are dissolved in (D) solvent. Liquid crystal alignment layer forming resin composition.
[2]: The resin composition for forming a liquid crystal alignment layer, further comprising 0.5 to 20 parts by mass of the component (E) with respect to 100 parts by mass of the component (A) in the composition of the above [1].

The ratio of the solid content in the resin composition for forming a liquid crystal alignment layer of the present invention is not particularly limited as long as each component is uniformly dissolved in a solvent, and is, for example, 1 to 80% by mass, For example, 5 to 60% by mass, or 10 to 50% by mass. Here, solid content means what remove | excluded the (D) solvent from all the components of the resin composition for liquid crystal aligning layer formation.

  The method for preparing the resin composition for forming a liquid crystal alignment layer of the present invention is not particularly limited. Examples of the method for preparing the resin composition include dissolving the component (A) in the solvent (D) and adding the component (B) to the solution. (C) Component, optionally (E) component, (F) component are mixed in a predetermined ratio to make a uniform solution, or other additives may be added as necessary at an appropriate stage of this preparation method. Furthermore, the method of adding and mixing is mentioned.

  In preparing the resin composition for forming a liquid crystal alignment layer of the present invention, the solution of the specific copolymer obtained by the polymerization reaction in the solvent (D) can be used as it is, and in this case, the component (A) When adding (B) component, (C) component, (E) component, (F) component, etc. to the solution to make a uniform solution, add (D) additional solvent for the purpose of adjusting the concentration. May be. At this time, the (D) solvent used in the process of forming the specific copolymer may be the same as the (D) solvent used for adjusting the concentration when preparing the resin composition for forming a liquid crystal alignment layer. May be different.

  Thus, the prepared solution of the liquid crystal alignment layer-forming resin composition is preferably used after being filtered using a filter having a pore size of about 0.2 μm.

<Coating film, cured film and liquid crystal alignment layer>
The resin composition for forming a liquid crystal alignment layer of the present invention is a substrate (for example, a silicon / silicon dioxide-coated substrate, a silicon nitride substrate, a substrate coated with a metal such as aluminum, molybdenum, or chromium, a glass substrate, a quartz substrate, It is applied by spin coating, flow coating, roll coating, slit coating, rotational coating following the slit, ink jet coating, printing, etc., and then pre-dried (prebaked) in a hot plate or oven. Thus, a coating film can be formed. Then, the resin film for liquid crystal aligning layer formation is formed by heat-processing this coating film.

  As conditions for this heat treatment, for example, a heating temperature and a heating time appropriately selected from the range of a temperature of 70 ° C. to 160 ° C. and a time of 0.3 to 60 minutes are employed. The heating temperature and heating time are preferably 80 to 140 ° C. and 0.5 to 10 minutes.

  The film thickness of the liquid crystal alignment layer forming resin film formed from the liquid crystal alignment layer forming resin composition is, for example, 0.1 to 30 μm, for example, 0.2 to 10 μm, and further, for example, 0.2 The thickness is 5 μm to 5 μm, and can be appropriately selected in consideration of the level difference of the substrate to be used and optical and electrical properties.

  The post-bake is generally processed at a heating temperature selected from the range of 140 ° C. to 250 ° C. for 5 to 30 minutes when on a hot plate and 30 to 90 minutes when in an oven. The method is taken.

  As described above, the step of the substrate can be sufficiently flattened by the resin composition for forming a liquid crystal alignment layer of the present invention, and a cured film having high transparency can be formed.

The cured film thus formed can function as a liquid crystal material alignment layer by performing a rubbing treatment.
As conditions for the rubbing treatment, generally, a rotational speed of 300 to 1000 rpm, a feed speed of 3 to 20 mm / second, and an indentation amount of 0.1 to 1 mm are used.
Thereafter, the residue generated by rubbing is removed by ultrasonic cleaning using pure water or the like.

After coating the retardation material on the liquid crystal alignment layer thus formed, the retardation material can be photocured in a liquid crystal state to form a layer having optical anisotropy.
As the retardation material, for example, a liquid crystal monomer having a polymerizable group or a composition containing the same is used.

  And when the base material which forms a liquid crystal aligning layer is a film, it is useful as an optically anisotropic film.

  In addition, after the two substrates having the liquid crystal alignment layer formed as described above are bonded so that the liquid crystal alignment layers face each other, liquid crystal is injected between the substrates to align the liquid crystal. It can be set as a display element.

  Therefore, the resin composition for forming a liquid crystal alignment layer of the present invention can be suitably used for various optical anisotropic films and liquid crystal display elements.

  In addition, since the resin composition for forming a liquid crystal alignment layer of the present invention has a high leveling property, a protective film, a leveling film, an insulating film, etc. in various displays such as a thin film transistor (TFT) type liquid crystal display element and an organic EL element. It is also useful as a material for forming a cured film, and is particularly suitable as a material for forming an overcoat material for a color filter, an interlayer insulating film for a TFT type liquid crystal element, an insulating film for an organic EL element, and the like.

  EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated in more detail, this invention is not limited to these Examples.

[Abbreviations used in Examples]
The meanings of the abbreviations used in the following examples are as follows.
MAA: methacrylic acid MMA: methyl methacrylate CHMI: N-cyclohexylmaleimide HEMA: 2-hydroxyethyl methacrylate GMA: glycidyl methacrylate AIBN: azobisisobutyronitrile BTEAC: benzyltriethylammonium chloride PGMEA: propylene glycol monomethyl ether acetate NMP: N- Methylpyrrolidone DPHA: KAYARAD DPHA (trade name) manufactured by Nippon Kayaku Co., Ltd.
BMI1: 2,2-bis (4- (4-maleimidophenoxy) phenyl) propane NCO1: VESTAGON (registered trademark) B1065 (trade name) manufactured by Degussa Japan Co., Ltd. IRG: Irgacure 369 manufactured by Ciba Specialty Chemicals Co., Ltd. Product Name) (2-Benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1)
LCM1: 4- (4′-cyanophenyl) phenyl acrylate LCM2: 6- [4- (4′-cyanophenyl) phenoxy] hexyl acrylate CBDA: cyclobutanetetracarboxylic dianhydride DA3: 2,2-bis (4- Phenyl) propane R30: MegaFac R-30 (trade name) manufactured by Dainippon Ink & Chemicals, Inc.

[Measurement of number average molecular weight and weight average molecular weight]
The number average molecular weight and the weight average molecular weight of the specific copolymer and copolymer obtained according to the following synthesis examples were measured using a GPC apparatus (Shodex (registered trademark) columns KF803L and KF804L) manufactured by JASCO Corporation, and the elution solvent tetrahydrofuran. Was flowed through the column at a flow rate of 1 ml / min (column temperature 40 ° C.) for elution. 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.

  The number average molecular weight and weight average molecular weight of the polyimide precursor (comparative example) obtained according to the following synthesis examples are obtained using JASCO Corporation GPC devices (Shodex (registered trademark) columns KD802, KD-803, and KD805). The elution solvent N, N-dimethylformamide was measured by flowing through a column (column temperature 55 ° C.) at a flow rate of 1 ml / min for elution. 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 polyethylene oxide.

<Synthesis Example 1>
By using 40.0 g of MAA and 40.0 g of MMA as the monomer components constituting the acrylic polymer, 2 g of AIBN as the radical polymerization initiator, and polymerizing these in 120 g of the solvent PGMEA, Mn 4,100 An acrylic polymer solution having an Mw of 7,600 (acrylic polymer concentration: 40% by mass) was obtained (P1). The polymerization temperature was adjusted to 60 ° C to 100 ° C.

<Synthesis Example 2>
By adding 26.0 g of GMA, 1.1 g of BTEAC, and 39 g of PGMEA to 200 g of the acrylic polymer solution (P1) obtained in Synthesis Example 1, and reacting at 90 to 120 ° C., Mn7 which is the solution of component (A) , 200, Mw13,200, a specific copolymer solution 1 (specific copolymer concentration: 40% by mass) was obtained (P2).

<Synthesis Example 3>
By adding 26.0 g of glycidyl methacrylate, 10 g of n-dodecylglycidyl ether, 1.1 g of BTEAC, and 54 g of PGMEA to 200 g of the acrylic polymer solution (P1) obtained in Synthesis Example 1, the reaction is performed at 90 to 120 ° C. ( A) Specific copolymer solution 2 (specific copolymer concentration: 40% by mass) of Mn8,700 and Mw14,900, which is the component solution, was obtained (P3).

<Synthesis Example 4>
A polyimide precursor solution (concentration: 25.0 mass%) was obtained by reacting CBDA 8.83 g and DA3 17.9 g in NMP 80.2 g at 23 ° C. for 24 hours (P4). Mn of the obtained polyimide precursor was 20,000 and Mw was 42,000.

<Synthesis Example 5>
By using 40.0 g of CHMI and 60.0 g of HEMA as the monomer components, and 5 g of AIBN as the radical polymerization initiator, and carrying out a polymerization reaction at a temperature of 60 ° C. to 100 ° C. in 200 g of the solvent PGMEA, Mn6, A copolymer solution (copolymer concentration: 37.5 mass%) of 200, Mw 10,200 was obtained (P5).

<Examples 1 to 5 and Comparative Examples 1 to 4>
According to the composition shown in the following Table 1, (B) component, (C) component and (D) solvent, (E) component, and (F) component are mixed in a predetermined ratio to the solution of component (A), By stirring at room temperature for 3 hours to obtain a uniform solution, resin compositions for forming a liquid crystal alignment layer of each Example and each Comparative Example were prepared.

  About each composition of Example 1 thru | or Example 5 and Comparative Example 1 thru | or Comparative Example 5, the coating-film formation property, planarization property, NMP tolerance, the transmittance | permeability, and orientation were evaluated, respectively.

[Evaluation of film formability]
The liquid crystal alignment layer forming resin compositions of Examples 1 to 5 and Comparative Examples 1 to 5 were applied to a silicon wafer using a spin coater and then pre-baked on a hot plate at a temperature of 110 ° C. for 120 seconds. A film having a thickness of 2.5 μm was formed. The case where a coating film could not be formed or a case where tack was entered was evaluated as x, and the case where a normal coating film was formed was evaluated as ◯.

[Evaluation of flatness]
Spin coater of the resin composition for forming a liquid crystal alignment layer of Examples 1 to 5 and Comparative Examples 1 to 5 on a stepped substrate (made of glass) having a height of 0.5 μm, a line width of 50 μm, and a space between lines of 120 μm Then, pre-baking was performed on a hot plate at a temperature of 110 ° C. for 120 seconds to form a coating film having a thickness of 2.5 μm. The film thickness was measured using F20 manufactured by FILMETRICS. This coating film was post-baked by heating at a temperature of 230 ° C. for 30 minutes to form a cured film having a thickness of 2.1 μm.
The film thickness difference between the coating film on the stepped substrate line and the coating film on the space was measured, and the flattening ratio = 100 × {1− (film thickness difference (μm)) / (height of the stepped substrate (0 .5 μm))} was used to determine the flattening rate.

[Evaluation of NMP resistance]
The liquid crystal alignment layer forming resin compositions of Examples 1 to 5 and Comparative Examples 1 to 5 were applied to a silicon wafer using a spin coater, and then pre-baked on a hot plate at a temperature of 110 ° C. for 120 seconds. A film having a thickness of 2.5 μm was formed. The film thickness was measured using F20 manufactured by FILMETRICS. This coating film was post-baked on a hot plate at a temperature of 230 ° C. for 30 minutes to form a cured film having a thickness of 2.2 μm.
The cured film was immersed in NMP for 60 seconds, dried at 100 ° C. for 60 seconds, and the film thickness was measured. The case where there was no change in film thickness after immersion in NMP was marked as ◯, and the case where the film thickness decreased after immersion was marked as x.

[Evaluation of light transmittance (transparency) after high-temperature firing]
The liquid crystal alignment layer forming resin compositions of Examples 1 to 5 and Comparative Examples 1 to 5 were applied on a quartz substrate using a spin coater, and then pre-baked on a hot plate at a temperature of 110 ° C. for 120 seconds. To form a coating film having a film thickness of 2.5 μm. The film thickness was measured using F20 manufactured by FILMETRICS. This coating film was post-baked on a hot plate at a temperature of 230 ° C. for 30 minutes to form a cured film.
The transmittance of the cured film at a wavelength of 400 nm was measured using an ultraviolet-visible spectrophotometer (SHIMADSU UV-2550 model number, manufactured by Shimadzu Corporation).
In addition, in the light transmittance after high-temperature baking, the required performance as the liquid crystal alignment film is 80% or more.

[Evaluation of orientation]
After applying the liquid crystal alignment layer forming resin compositions of Examples 1 to 5 and Comparative Examples 1 to 5 onto an ITO substrate using a spin coater, prebaking was performed on a hot plate at a temperature of 110 ° C. for 120 seconds. A film having a film thickness of 2.3 μm was formed. The film thickness was measured using F20 manufactured by FILMETRICS. This film was post-baked on a hot plate at a temperature of 230 ° C. for 30 minutes to form a cured film.
The cured film was rubbed at a rotation speed of 700 rpm, a feed speed of 10 mm / second, and an indentation amount of 0.45 mm. The rubbed substrate was ultrasonically cleaned with pure water for 5 minutes. A retardation material composed of a liquid crystal monomer was applied onto this substrate using a spin coater, and then prebaked on a hot plate at 100 ° C. for 40 seconds and at 55 ° C. for 30 seconds to form a coating film having a thickness of 1.1 μm. . This substrate was exposed at 2,000 mJ in a nitrogen atmosphere. The produced substrate was sandwiched between deflection plates, and the orientation was confirmed visually. When the substrate was tilted at 45 degrees and when it was not tilted, the light transmittance was markedly changed as ○, the changed light as ○, and the light not changed as ×.

[Evaluation results]
The results of the above evaluation are shown in Table 2 below.

In Examples 1 to 5, the coating film forming property was good, the obtained coating film had high flatness of about 90%, and resistance to NMP was observed. Moreover, all obtained the result that it was excellent in orientation and was especially excellent in orientation in Example 3 and 4 which mix | blended the liquid crystal monomer. Furthermore, the light transmittance (transparency) of 80% or more required as a liquid crystal alignment film was achieved even after high-temperature baking.
On the other hand, when Comparative Example 1 was pre-baked, the coating film had tack and the cured film had low NMP resistance. Although the comparative example 2 and the comparative example 5 showed NMP tolerance, the flattening property was low and the result that it was also inferior to orientation was obtained. In Comparative Example 3, a uniform coating film could not be obtained, and the characteristics could not be evaluated. Comparative Example 4 showed good orientation but low transparency and flatness.

  As described above, according to the resin composition for forming a liquid crystal alignment layer of the present invention, while maintaining the excellent performance (light transmittance) of the conventional product, the improvement in flatness and orientation is conspicuous in practical aspects. Result is obtained.

  The resin composition for forming a liquid crystal alignment layer according to the present invention is very useful as a liquid crystal alignment layer of an optically anisotropic film or a liquid crystal display element. Furthermore, various kinds of thin film transistor (TFT) type liquid crystal display elements, organic EL elements, etc. Materials for forming a cured film such as a protective film, a planarizing film, and an insulating film in a display, especially as a material for forming an interlayer insulating film for a TFT liquid crystal element, a protective film for a color filter, an insulating film for an organic EL element, etc. Is preferred.

It is a model figure which shows the liquid crystal aligning film (a) by a prior art, and the liquid crystal aligning film (b) using the resin composition for liquid crystal aligning layer formation of this invention in contrast.

Claims (8)

The resin composition for liquid crystal aligning layer formation containing the following (A) component, (B) component, (C) component, and (D) solvent.
Component (A): an acrylic polymer having a side chain having an unsaturated bond at the terminal and having a number average molecular weight of 2,000 to 30,000,
(B) component: bismaleimide compound,
Component (C): photopolymerization initiator (D) solvent.   The resin composition for forming a liquid crystal alignment layer according to claim 1, wherein the component (A) is an acrylic polymer having a side chain having an unsaturated double bond at the terminal.   The resin composition for forming a liquid crystal alignment layer according to claim 1 or 2, wherein the component (A) is an acrylic polymer having a side chain having an acryloyl group or a methacryloyl group at the terminal.   The resin composition for forming a liquid crystal alignment layer according to any one of claims 1 to 3, wherein the component (A) is an acrylic polymer having an aliphatic side chain.   The resin composition for forming a liquid crystal alignment layer according to any one of claims 1 to 4, further comprising a liquid crystal monomer as a component (E).   The liquid crystal aligning layer obtained using the resin composition for liquid crystal aligning layer forming as described in any one of Claims 1 thru | or 5.   An optical film having the liquid crystal alignment layer according to claim 6. The liquid crystal display element which has a liquid crystal aligning layer of Claim 6.

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