JP2018070733A - Cured film forming composition, orientation material and retardance material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a cured film forming composition for providing: an orientation material that has excellent vertical orientation properties and adhesiveness, and allows polymerizable liquid crystals to be vertically oriented with high sensitivity even on a resin film; and a retardance material using such an orientation material.SOLUTION: A cured film forming composition contains (A) a low-molecular-weight compound having a vertically orienting group and a heat-crosslinkable functional group, and (B) a compound having two or more isocyanate groups in one molecule; an orientation material is obtained by using the composition; and a retardance material is obtained by using the composition.SELECTED DRAWING: None

Description

  The present invention relates to a cured film forming composition suitable for a vertical alignment material for vertically aligning liquid crystal molecules. In particular, the present invention relates to a liquid crystal display (LCD), specifically, an IPS liquid crystal display (In-plane Switching LCD) filled with a liquid crystal having positive dielectric anisotropy (Δε> 0); The present invention relates to a cured film forming composition, an alignment material, and a retardation material, which are useful for producing a + C plate (positive C plate) used for improving the viewing angle characteristics of in-plane alignment switching LCD).

  IPS-LCD is characterized by little change in luminance / color due to viewing angle because no vertical tilt of liquid crystal molecules occurs, but the weak point is that it is difficult to increase the contrast ratio, luminance, and response speed. It is done. For example, as disclosed in Patent Document 1, a viewing angle compensation film is not used in an early IPS-LCD, and an IPS-LCD not using such a viewing angle compensation film has a tilt angle of Due to the relatively large light leakage in the dark state, there is a disadvantage of showing a low contrast ratio value.

Patent Document 2 discloses an IPS-LCD compensation film using a + C plate and a + A plate (positive A plate). This document shows the following configuration of the liquid crystal display element described therein.
1) A liquid crystal layer having a horizontal alignment is sandwiched between both substrates supplied by electrodes capable of applying an electric field parallel to the surface of the liquid crystal layer.
2) One or more + A plates and + C plates are sandwiched between both polarizing plates.
3) The main optical axis of the + A plate is perpendicular to the main optical axis of the liquid crystal layer.
4) of the liquid crystal layer retardation value _R LC, + C plate retardation value _{R +} C, + A retardation value _{R + A} plate is determined so as to satisfy the following equation.
R _LC : R _{+ C} : R _{+ A} ≈1: 0.5: 0.25
5) The relationship of the retardation value in the thickness direction of the protective film of the polarizing plate with respect to the retardation value of the + A plate and the + C plate is not shown (TAC, COP, PNB).

  Further, the + A plate is intended to provide an IPS-LCD having high contrast characteristics at the front and tilt angles and low color shift by minimizing light leakage in the dark state at the tilt angles. And an IPS-LCD having a + C plate is disclosed (Patent Document 3).

JP-A-2-256603 JP 11-133408 A JP 2009-122715 A JP 2001-281669 A

As conventionally proposed, the + C plate is very useful as an optical compensation film for an IPS-LCD because it can compensate for light leakage where the viewing angle of the polarizing plate is large. However, it is difficult to develop the vertical alignment (positive C plate) property by a conventionally known stretching method.
In addition, a conventionally proposed vertical alignment film using polyimide needs to use a polyimide solvent such as N-methyl-2-pyrrolidone for film formation. For this reason, although it does not become a problem in a glass base material, when a base material is a film, there exists a problem of giving a damage to a base material at the time of alignment film formation. In addition, the vertical alignment film using polyimide requires firing at a high temperature, and there is a problem that the film substrate cannot withstand the high temperature.
Furthermore, a method for forming a vertical alignment film by directly treating a substrate with a silane coupling agent having a long-chain alkyl or the like has also been proposed, but when a hydroxy group does not exist on the substrate surface, There exists a problem that a process is difficult and a base material is restrict | limited (patent document 4).

  Moreover, when manufacturing a phase difference material for LCDs and OLEDs using liquid crystal alignment technology, PET (polyethylene terephthalate) film, TAC (triacetyl cellulose) film, COP (COP ( It is required to be produced by so-called roll-to-roll on an inexpensive resin film such as a (cycloolefin polymer) film.

  However, the alignment film formed from the conventional material as described above has low adhesion to the resin film, and it has been difficult to produce a highly reliable retardation material on the resin film.

  Therefore, a highly reliable phase difference material can be formed even on a resin film such as a PET film, a TAC film, and a COP film with excellent adhesion, and an alignment material that can be applied to an alignment technique and such an alignment material are formed. There is a need for a cured film forming composition.

  The present invention has been made on the basis of the above knowledge and examination results, and the problem to be solved has excellent vertical alignment, transparency and solvent resistance required for an optical compensation film, A cured film forming composition for providing an alignment material having an adhesive property with a base material and a polymerizable liquid crystal layer, and capable of stably aligning a polymerizable liquid crystal vertically under low-temperature and short-time baking conditions even on a resin film Is to provide things.

  Another object of the present invention is obtained from the above cured film-forming composition, which has excellent vertical alignment properties and solvent resistance, and can be stably polymerized under low-temperature and short-time firing conditions even on a resin film. An object of the present invention is to provide a phase difference material useful for an alignment material capable of vertically aligning liquid crystal and a + C plate formed using the alignment material.

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

  As a result of intensive studies to achieve the above-mentioned object, the present inventors have achieved excellent vertical alignment by selecting a cured film forming material based on an acrylic copolymer having a long-chain alkyl group in the side chain. The present invention has been completed by finding that a cured film having properties can be formed.

（式［１］中、
Ｙ^１は単結合又は結合基を表し、
Ｙ^２は単結合、炭素原子数１〜１５のアルキレン基または−ＣＨ_２−ＣＨ（ＯＨ）−ＣＨ_２−を表すか、ベンゼン環、シクロヘキサン環または複素環から選ばれる２価の環状基を表し、前記環状基上の任意の水素原子が、炭素原子数１〜３のアルキル基、炭素原子数１〜３のアルコキシル基、炭素原子数１〜３のフッ素含有アルキル基、炭素原子数１〜３のフッ素含有アルコキシル基またはフッ素原子で置換されていてもよく、
Ｙ^３は単結合または炭素原子数１〜１５のアルキレン基を表し、
Ｙ^４は単結合を表すか、ベンゼン環、シクロヘキサン環または複素環から選ばれる２価の環状基、または炭素原子数１７〜３０であってステロイド骨格を有する２価の有機基を表し、前記環状基上の任意の水素原子が、炭素原子数１〜３のアルキル基、炭素原子数１〜３のアルコキシル基、炭素原子数１〜３のフッ素含有アルキル基、炭素原子数１〜３のフッ素含有アルコキシル基またはフッ素原子で置換されていてもよく、
Ｙ^５はベンゼン環、シクロヘキサン環または複素環から選ばれる２価の環状基を表し、これらの環状基上の任意の水素原子が、炭素原子数１〜３のアルキル基、炭素原子数１〜３のアルコキシル基、炭素原子数１〜３のフッ素含有アルキル基、炭素原子数１〜３のフッ素含有アルコキシル基またはフッ素原子で置換されていてもよく、
ｎは０〜４の整数を表し、ｎが２以上の場合、Ｙ^５同士は同一でも異なっていてもよく、
Ｙ^６は水素原子、炭素原子数１〜１８アルキル基、炭素原子数１〜１８のフッ素含有アルキル基、炭素原子数１〜１８のアルコキシル基または炭素原子数１〜１８のフッ素含有アルコキシル基を表し、
Ｙ^２及びＹ^３としてのアルキレン基、並びに、環状基上の置換基又はＹ^６としてのアルキル基、フッ素含有アルキル基、アルコキシル基及びフッ素含有アルコキシ基は、直鎖状、枝分かれ状、又は環状の何れか又はそれらの組み合わせであってもよく、
またＹ^２及びＹ^３としてのアルキレン基、並びに、Ｙ^６としてのアルキル基、フッ素含有アルキル基、アルコキシル基及びフッ素含有アルコキシ基は、結合基同士が隣り合わない限り１ないし３の結合基で中断されていてもよく、
さらにＹ^２、Ｙ^４又はＹ^５が２価の環状基を表すか、Ｙ^４がステロイド骨格を有する２価の有機基を表すか、Ｙ^２が−ＣＨ_２−ＣＨ（ＯＨ）−ＣＨ_２−を表すか、Ｙ^２又はＹ^３がアルキレン基を表すか、或いはＹ^６がアルキル基又はフッ素含有アルキル基を表すとき、該２価の環状基、該ステロイド骨格を有する２価の有機基、該−ＣＨ_２−ＣＨ（ＯＨ）−ＣＨ_２−、該アルキレン基、該アルキル基及び該フッ素含有アルキル基は、それらに隣接する基と結合基を介して結合していてもよく、
そして上記結合基は、−Ｏ−、−ＣＨ_２Ｏ−、−ＣＯＯ−、−ＯＣＯ−、−ＮＨＣＯ−、−ＮＨ−ＣＯ−Ｏ−及び−ＮＨ−ＣＯ−ＮＨ−からなる群から選ばれる基を表し、
但し、Ｙ^２乃至Ｙ^６がそれぞれ表すところの炭素原子数１〜１５のアルキレン基、ベンゼン環、シクロヘキサン環、複素環、ステロイド骨格を有する２価の有機基、−ＣＨ_２−ＣＨ（ＯＨ）−ＣＨ_２−、炭素原子数１〜１８のアルキル基、炭素原子数１〜１８のフッ素含有アルキル基、炭素原子数１〜１８のアルコキシル基及び炭素原子数１〜１８のフッ素含有アルコキシル基の炭素原子数の合計は６〜３０である）に関する。 That is, the present invention as a first aspect,
(A) A cured film forming composition containing a low molecular compound having a vertical alignment group and a thermally crosslinkable functional group, and (B) a compound having two or more isocyanate groups in one molecule,
The said vertical alignment group is group represented by following formula (1), The cured film formation composition characterized by the above-mentioned.

(In Formula [1],
Y ¹ represents a single bond or a linking group,
Y ² represents a single bond, an alkylene group having 1 to 15 carbon atoms or —CH ₂ —CH (OH) —CH ₂ —, or a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring. Any hydrogen atom on the cyclic group is an alkyl group having 1 to 3 carbon atoms, an alkoxyl group having 1 to 3 carbon atoms, a fluorine-containing alkyl group having 1 to 3 carbon atoms, or 1 to 3 carbon atoms. May be substituted with a fluorine-containing alkoxyl group or a fluorine atom,
Y ³ represents a single bond or an alkylene group having 1 to 15 carbon atoms,
Y ⁴ represents a single bond, a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, or a divalent organic group having 17 to 30 carbon atoms and having a steroid skeleton. Arbitrary hydrogen atoms on the group are alkyl groups having 1 to 3 carbon atoms, alkoxyl groups having 1 to 3 carbon atoms, fluorine-containing alkyl groups having 1 to 3 carbon atoms, fluorine containing 1 to 3 carbon atoms May be substituted with an alkoxyl group or a fluorine atom,
Y ⁵ represents a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, and any hydrogen atom on these cyclic groups is an alkyl group having 1 to 3 carbon atoms, or 1 to 3 carbon atoms. An alkoxyl group, a fluorine-containing alkyl group having 1 to 3 carbon atoms, a fluorine-containing alkoxyl group having 1 to 3 carbon atoms, or a fluorine atom,
n represents an integer of 0 to 4, and when n is 2 or more, Y ⁵ may be the same or different,
Y ⁶ represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, an alkoxyl group having 1 to 18 carbon atoms, or a fluorine-containing alkoxyl group having 1 to 18 carbon atoms. ,
The alkylene group as Y ² and Y ³ and the substituent on the cyclic group or the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are linear, branched or cyclic. Any or a combination thereof,
Also, the alkylene group as Y ² and Y ³ , and the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are interrupted by 1 to 3 bonding groups unless the bonding groups are adjacent to each other. May have been
Furthermore, Y ² , Y ⁴ or Y ⁵ represents a divalent cyclic group, Y ⁴ represents a divalent organic group having a steroid skeleton, or Y ² represents —CH ₂ —CH (OH) —CH ₂ —. When Y ² or Y ³ represents an alkylene group, or Y ⁶ represents an alkyl group or a fluorine-containing alkyl group, the divalent cyclic group, the divalent organic group having the steroid skeleton, _{-CH 2 -CH (OH) -CH 2} -, the alkylene group, the alkyl group and the fluorine-containing alkyl group may be bonded through a bonding group and groups adjacent to them,
The linking group is a group selected from the group consisting of —O—, —CH ₂ O—, —COO—, —OCO—, —NHCO—, —NH—CO—O— and —NH—CO—NH—. Represents
Provided that each of Y ^{2 to} Y ⁶ represents an alkylene group having 1 to 15 carbon atoms, a benzene ring, a cyclohexane ring, a heterocyclic ring, a divalent organic group having a steroid skeleton, —CH ₂ —CH (OH) — CH ₂ -, alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, the carbon atoms of the alkoxyl group and a fluorine-containing alkoxyl group having 1 to 18 carbon atoms having 1 to 18 carbon atoms The sum of the numbers is 6-30).

As a 2nd viewpoint, it is related with the cured film formation composition as described in a 1st viewpoint whose functional group which can be thermally cross-linked of (A) component is a hydroxyl group or a carboxyl group.
As a 3rd viewpoint, it is related with the cured film formation composition as described in a 1st viewpoint or a 2nd viewpoint that the compound of (B) component is a compound which has 2 or 3 isocyanate groups.
As a 4th viewpoint, it is related with the cured film formation composition as described in any one among the 1st viewpoint thru | or the 3rd viewpoint which further contains the polymer which has (C) heat-crosslinkable group.
As a 5th viewpoint, it is related with the cured film formation composition as described in any one among the 1st viewpoint thru | or 4th viewpoint which further contains (D) adhesion promoter.
As a sixth aspect, the present invention relates to the cured film forming composition according to any one of (E) a first aspect to a fifth aspect further containing a crosslinking catalyst.
As 7th viewpoint, based on 100 mass parts of (A) component, cured film formation as described in any one of the 1st viewpoint thru | or 6th viewpoint containing 1 mass part-500 mass parts (B) component Relates to the composition.
As an eighth aspect, any one of the fourth to seventh aspects containing 1 part by mass to 700 parts by mass of the component (C) with respect to 100 parts by mass of the total amount of the compounds of the component (A) and the component (B). It relates to the cured film forming composition as described in any one of the above.
As a 9th viewpoint, the 5th viewpoint thru | or 8th which contains 0.1 mass part-100 mass parts of (D) component with respect to 100 mass parts of the total amount of the compound of (A) component and (B) component. It is related with the cured film formation composition as described in any one among viewpoints.
As a 10th viewpoint, the 6th viewpoint thru | or a 9th viewpoint containing 0.01 mass part-20 mass parts (E) component with respect to 100 mass parts of the total amount of the compound of (A) component and (B) component. It relates to the cured film forming composition as described in any one of these.

As an eleventh aspect, the present invention relates to an alignment material obtained by curing the cured film forming composition according to any one of the first aspect to the tenth aspect.
As a twelfth aspect, the present invention relates to a phase difference material formed using a cured film obtained from the cured film forming composition according to any one of the first aspect to the tenth aspect.

  According to the present invention, a cured film formation useful for providing an alignment material that has excellent vertical alignment and can stably align a polymerizable liquid crystal vertically under low-temperature and short-time baking conditions even on a resin film. A composition can be provided.

  According to the present invention, it is possible to provide an alignment material that has excellent vertical alignment and can stably align the polymerizable liquid crystal vertically under low-temperature and short-time firing conditions.

  According to the present invention, it is possible to provide a retardation material that can be formed on a resin film with high efficiency, has high transparency, high solvent resistance, and adhesion between a substrate and a liquid crystal film.

<Curing film forming composition>
The cured film forming composition of the present invention comprises (A) a low molecular compound having a vertical alignment group and a thermally crosslinkable functional group, (B) a compound having two or more isocyanate groups in one molecule, and (C). Contains an adhesion promoter. The cured film-forming composition of the present invention may further contain a polymer having a thermally crosslinkable group as the component (D) in addition to the components (A), (B) and (C). Furthermore, a crosslinking catalyst can also be contained as (E) component. And as long as the effect of this invention is not impaired, another additive can be contained.
Hereinafter, details of each component will be described.

<(A) component>
The component (A) contained in the cured film-forming composition of the present invention is a low molecular compound having a vertical alignment group and a functional group that can be thermally crosslinked (hereinafter also referred to as a thermally crosslinkable group).

式［１］中、Ｙ^１は単結合又は結合基を表す。上記結合基は、−Ｏ−、−ＣＨ_２Ｏ−、−ＣＯＯ−、−ＯＣＯ−、−ＮＨＣＯ−、−ＮＨ−ＣＯ−Ｏ−及び−ＮＨ−ＣＯ−ＮＨ−からなる群から選ばれる基を表す。
式［１］中、Ｙ^２は単結合、炭素原子数１〜１５のアルキレン基または−ＣＨ_２−ＣＨ（ＯＨ）−ＣＨ_２−を表す。
またＹ^２として、ベンゼン環、シクロヘキサン環または複素環から選ばれる２価の環状基が挙げられ、これら環状基上の任意の水素原子は、炭素原子数１〜３のアルキル基、炭素原子数１〜３のアルコキシル基、炭素原子数１〜３のフッ素含有アルキル基、炭素原子数１〜３のフッ素含有アルコキシル基またはフッ素原子で置換されていてもよい。 In the present specification, the vertical alignment group represents a group containing a hydrocarbon group having about 6 to 20 carbon atoms, for example, and specifically refers to a group represented by the following formula [1].

In formula [1], Y ¹ represents a single bond or a linking group. The linking group is a group selected from the group consisting of —O—, —CH ₂ O—, —COO—, —OCO—, —NHCO—, —NH—CO—O— and —NH—CO—NH—. Represent.
In formula [1], Y ² represents a single bond, an alkylene group having 1 to 15 carbon atoms, or —CH ₂ —CH (OH) —CH ₂ —.
Y ^{2 includes a} divalent cyclic group selected from a benzene ring, a cyclohexane ring, or a heterocyclic ring. An arbitrary hydrogen atom on these cyclic groups is an alkyl group having 1 to 3 carbon atoms, or 1 carbon atom. Or an alkoxy group having 1 to 3 carbon atoms, a fluorine-containing alkyl group having 1 to 3 carbon atoms, a fluorine-containing alkoxyl group having 1 to 3 carbon atoms, or a fluorine atom.

  Examples of the heterocyclic ring include pyrrole ring, imidazole ring, oxazole ring, thiazole ring, pyrazole ring, pyridine ring, pyrimidine ring, quinoline ring, pyrazoline ring, isoquinoline ring, carbazole ring, purine ring, thiadiazole ring, pyridazine ring, pyrazoline ring, Triazine ring, pyrazolidine ring, triazole ring, pyrazine ring, benzimidazole ring, cinnoline ring, phenanthroline ring, indole ring, quinoxaline ring, benzothiazole ring, phenothiazine ring, oxadiazole ring, acridine ring and the like are more preferable. Is a pyrrole ring, imidazole ring, pyrazole ring, pyridine ring, pyrimidine ring, pyrazoline ring, carbazole ring, pyridazine ring, pyrazoline ring, triazine ring, pyrazolidine ring, triazole ring, pyrazine ring, benz It is an imidazole ring.

  Examples of the alkyl group listed as the substituent include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, and a cyclopropyl group, and the alkoxyl group includes oxygen as a group exemplified as a specific example of the alkyl group. A group to which an atom -O- is bonded can be exemplified. Examples of the fluorine-containing alkyl group and fluorine-containing alkoxyl group include groups in which any hydrogen atom of the alkyl group and alkoxyl group is substituted with a fluorine atom.

  Among these divalent cyclic groups selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, a benzene ring or a cyclohexane ring is preferable from the viewpoint of ease of synthesis.

In the formula [1], ^{Y 3} represents a single bond or an alkylene group having 1 to 15 carbon atoms.

In the above formula [1], Y ⁴ represents a single bond or a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, and any hydrogen atom on these cyclic groups has 1 carbon atom. Or an alkyl group having 1 to 3 carbon atoms, an alkoxyl group having 1 to 3 carbon atoms, a fluorine-containing alkyl group having 1 to 3 carbon atoms, a fluorine-containing alkoxyl group having 1 to 3 carbon atoms, or a fluorine atom.

The alkyl group and the like mentioned as the heterocyclic ring and the substituent can be the same as those mentioned for Y ² above.

Further, Y ⁴ may be a divalent organic group selected from organic groups having 17 to 30 carbon atoms and having a steroid skeleton. Preferred examples thereof include cholesteryl, androsteryl, β-cholesteryl, epiandrosteryl, erygosteryl, estril, 11α-hydroxymethylsteryl, 11α-progesteryl, lanosteryl, mestranyl, methyltestosteryl, noretisteryl, pregnenolonyl, β-sitosteryl, It is a divalent group having a structure in which two hydrogen atoms are removed from a structure selected from stigmasteryl, testosteryl, acetic acid cholesterol ester, and the like. More specifically, for example, as follows.

(In the formula, * represents a bonding position.)
Among these, Y ⁴ is preferably a benzene ring, a cyclohexane ring, or a divalent organic group having 17 to 30 carbon atoms and having a steroid skeleton from the viewpoint of ease of synthesis.

In the formula [1], Y ⁵ represents a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, and any hydrogen atom on these cyclic groups is an alkyl group having 1 to 3 carbon atoms, It may be substituted with an alkoxyl group having 1 to 3 carbon atoms, a fluorine-containing alkyl group having 1 to 3 carbon atoms, a fluorine-containing alkoxyl group having 1 to 3 carbon atoms, or a fluorine atom. The alkyl group and the like mentioned as the heterocyclic ring and the substituent can be the same as those mentioned above for Y ⁴ .
Among these, Y ⁵ is preferably a benzene ring or a cyclohexane ring.
In formula [1], n represents an integer of 0 to 4, and when n is 2 or more, Y ⁵ may be the same group or different groups. Especially, n is preferably 0 to 3 from the viewpoint of availability of raw materials and ease of synthesis. More preferably, it is 0-2.

In formula [1], Y ⁶ is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, an alkoxyl group having 1 to 18 carbon atoms, or 1 to 18 carbon atoms. Represents a fluorine-containing alkoxyl group.
Among them, Y ⁶ is an alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 10 carbon atoms, an alkoxyl group having 1 to 18 carbon atoms, or a fluorine-containing alkoxyl group having 1 to 10 carbon atoms. Preferably there is. More preferably, Y ⁶ is an alkyl group having 1 to 12 carbon atoms or an alkoxyl group having 1 to 12 carbon atoms. Particularly preferably, Y ⁶ is an alkyl group having 1 to 9 carbon atoms or an alkoxyl group having 1 to 9 carbon atoms.
When Y ⁴ is a divalent organic group having a steroid skeleton, Y ⁶ is preferably a hydrogen atom.

The alkylene group, alkyl group, fluorine-containing alkyl group, alkoxyl group or fluorine-containing alkoxy group mentioned in the definition in the above formula [1] is any one of linear, branched, cyclic, or a combination thereof. Also good.
For example, the alkyl group is, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, 1-methyl-n. -Butyl group, 2-methyl-n-butyl group, 3-methyl-n-butyl group, 1,1-dimethyl-n-propyl group, 1,2-dimethyl-n-propyl group, 2,2-dimethyl- n-propyl group, 1-ethyl-n-propyl group, n-hexyl group, 1-methyl-n-pentyl group, 2-methyl-n-pentyl group, 3-methyl-n-pentyl group, 4-methyl- n-pentyl group, 1,1-dimethyl-n-butyl group, 1,2-dimethyl-n-butyl group, 1,3-dimethyl-n-butyl group, 2,2-dimethyl-n-butyl group, 2 , 3-dimethyl-n-butyl group, 3, -Dimethyl-n-butyl group, 1-ethyl-n-butyl group, 2-ethyl-n-butyl group, 1,1,2-trimethyl-n-propyl group, 1,2,2-trimethyl-n-propyl Group, 1-ethyl-1-methyl-n-propyl group, 1-ethyl-2-methyl-n-propyl group, n-heptyl group, 1-methyl-n-hexyl group, 2-methyl-n-hexyl group 3-methyl-n-hexyl group, 1,1-dimethyl-n-pentyl group, 1,2-dimethyl-n-pentyl group, 1,3-dimethyl-n-pentyl group, 2,2-dimethyl-n -Pentyl group, 2,3-dimethyl-n-pentyl group, 3,3-dimethyl-n-pentyl group, 1-ethyl-n-pentyl group, 2-ethyl-n-pentyl group, 3-ethyl-n- A pentyl group, a 1-methyl-1-ethyl-n-butyl group, -Methyl-2-ethyl-n-butyl group, 1-ethyl-2-methyl-n-butyl group, 2-methyl-2-ethyl-n-butyl group, 2-ethyl-3-methyl-n-butyl group N-octyl group, 1-methyl-n-heptyl group, 2-methyl-n-heptyl group, 3-methyl-n-heptyl group, 1,1-dimethyl-n-hexyl group, 1,2-dimethyl- n-hexyl group, 1,3-dimethyl-n-hexyl group, 2,2-dimethyl-n-hexyl group, 2,3-dimethyl-n-hexyl group, 3,3-dimethyl-n-hexyl group, 1 -Ethyl-n-hexyl group, 2-ethyl-n-hexyl group, 3-ethyl-n-hexyl group, 1-methyl-1-ethyl-n-pentyl group, 1-methyl-2-ethyl-n-pentyl Group, 1-methyl-3-ethyl-n-pentyl group, 2-methyl Ru-2-ethyl-n-pentyl group, 2-methyl-3-ethyl-n-pentyl group, 3-methyl-3-ethyl-n-pentyl group, n-nonyl group, n-decyl group, n-undecyl Group, n-dodecyl group, n-tridecyl group, n-tetradecyl group, n-pentadecyl group and the like.

As said alkylene group, the bivalent group which removed one arbitrary hydrogen atom from the said alkyl group can be mentioned.
Examples of the alkoxyl group include groups in which an oxygen atom —O— is bonded to the groups listed as specific examples of the alkyl group.
Examples of the fluorine-containing alkyl group and fluorine-containing alkoxyl group include groups in which any hydrogen atom of the alkyl group and alkoxyl group is substituted with a fluorine atom.

The alkylene group as Y ² and Y ³ and the substituent on the cyclic group or the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are linear, branched, or cyclic. Or any combination thereof.
Further, the alkylene group as Y ² and Y ³ , and the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are 1 to 3 bonding groups as long as the bonding groups are not adjacent to each other. It may be interrupted.

Furthermore, Y ² , Y ⁴ or Y ⁵ represents a divalent cyclic group, Y ⁴ represents a divalent organic group having a steroid skeleton, or Y ² represents —CH ₂ —CH (OH) —CH _2. -When Y ² or Y ³ represents an alkylene group, or Y ⁶ represents an alkyl group or a fluorine-containing alkyl group, the divalent cyclic group, the divalent organic group having the steroid skeleton, The —CH ₂ —CH (OH) —CH ₂ —, the alkylene group, the alkyl group, and the fluorine-containing alkyl group may be bonded to a group adjacent thereto via a bonding group.
The linking group is a group selected from the group consisting of —O—, —CH ₂ O—, —COO—, —OCO—, —NHCO—, —NH—CO—O— and —NH—CO—NH—. Represents.

Note that each of Y ^{2 to} Y ⁶ represents an alkylene group having 1 to 15 carbon atoms, a benzene ring, a cyclohexane ring, a heterocyclic ring, a divalent organic group having a steroid skeleton, —CH ₂ —CH (OH) — CH ₂ -, alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, the carbon atoms of the alkoxyl group and a fluorine-containing alkoxyl group having 1 to 18 carbon atoms having 1 to 18 carbon atoms The sum of the numbers is 6-30, for example 6-20.
Among these, in consideration of vertical alignment and applicability of the polymerizable liquid crystal, the vertical alignment group is preferably a group containing an alkyl group having 7 to 18 carbon atoms, particularly 8 to 15 carbon atoms.

  Preferred examples of the vertical alignment group include hydrocarbon groups having about 6 to 20 carbon atoms. Examples of the hydrocarbon group having 6 to 20 carbon atoms include linear, branched or cyclic alkyl groups having 6 to 20 carbon atoms or a hydrocarbon group having 6 to 20 carbon atoms including an aromatic group. .

As the vertical alignment group, for example, Y ¹ to Y ⁴ are a single bond, Y ³ is a single bond or an alkylene group having 1 to 15 carbon atoms, n is 0, and Y ⁶ is carbon. An alkyl group having 1 to 18 atoms and a total number of carbon atoms of 6 to 20 is preferred. As such an alkyl group, the alkyl group (a-1) whose total of carbon atoms is 6-20 among the above-mentioned alkyl groups is mentioned.

（式中、Ｙ^６は炭素原子数１〜１８のアルキル基である。） As the vertical alignment group, in addition to the above, for example, Y ^{1 to} Y ⁴ are a single bond, n is 2 to 3, Y ⁵ is a group selected from a benzene ring and a cyclohexane feeling, Y ^A vertical alignment group (a-2) in which ⁶ is an alkyl group having 1 to 18 carbon atoms is preferred. As such a group (a-2), the following (a-2-1) to (a-2-6) are preferable.

(In the formula, Y ⁶ is an alkyl group having 1 to 18 carbon atoms.)

（式中、＊は結合位置を表す。） As the vertical alignment group, in addition to the above, for example, the vertical alignment group in which Y ^{1 to} Y ³ are a single bond, Y ⁴ is a steroid, n is 0, and Y ⁶ is a hydrogen atom. (A-3) is preferred. Examples of such a group (a-3) include vertical alignment groups (a-3-1) to (a-3-8) represented by the following formula.

(In the formula, * represents a bonding position.)

  Examples of the thermally crosslinkable group include a hydroxy group, a carboxyl group, an amino group, a blocked isocyanate group, a vinyl group, an allyl group, an acrylic group, a methacryl group, and an alkoxysilyl group. From the viewpoint of forming a thermosetting film at a low temperature in a short time, preferred thermal crosslinkable groups are a hydroxy group, a carboxyl group, an amino group, and an alkoxysilyl group.

As the low molecular compound having a vertically alignable group and a thermally crosslinkable group as component (A), alcohol compound A-1 in which a hydroxy group is bonded to the vertically alignable group represented by the above formula (1), Examples thereof include a compound having a thermally crosslinkable group selected from phenol compound A-2 and carboxylic acid compound A-3 to which a carboxyl group is bonded.

Preferred compounds as the component (A) are as follows.

Examples of the alcohol compound A-1 include compounds in which a hydroxy group is bonded to the alkyl group (a-1), and specifically, capryl alcohol, 1-decanol, lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl. Alcohol, arachidyl alcohol, etc. are mentioned.

As alcohol compound A-1, the alcohol which the hydroxyl group couple | bonded with said (a-3-1)-(a-3-8) is mentioned. Specific examples include cholesterol, lanosterol, ergosterol, and the like.

Moreover, as alcohol compound A-1, the compound which the hydroxy group couple | bonded with the said (a-2-3) or (a-2-6) is mentioned.

Examples of the phenol compound A-2 include compounds in which a hydroxy group is bonded to the above (a-2-1), (a-2-2), (a-2-4) or (a-2-5). .

As carboxylic acid compound A-3, the compound which the carboxyl group couple | bonded with the said alkyl group (a-1) is mentioned. Examples of such compounds include long-chain carboxylic acids such as caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, and arachidic acid.

Moreover, as carboxylic acid compound A-3, the compound which the carboxyl group couple | bonded with said (a-2-1)-(a-2-6) is mentioned.

Moreover, as a low molecular compound which is (A) component, the compound A obtained by making the said phenol compound A-2 or the carboxylic acid compound A-3 and the compound which has a group chosen from an epoxy group and an episulfide group react. -6.

Examples of the compound having one epoxy group in the molecule include 2-ethylhexyl glycidyl ether, glycidyl ether of lauryl alcohol, alkylene oxide-modified glycidyl ether of aliphatic alcohol, phenyl glycidyl ether, p- (t-butyl) phenyl glycidyl. Examples include ether, alkylene oxide-modified glycidyl ether of phenol, allyl glycidyl ether, and alkylene oxide-modified glycidyl ether of allyl alcohol.
Examples of the compound having two or more epoxy groups in the molecule include ethylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, trimethylolpropane triglycidyl ether, diglycidyl aniline, bisphenol A diglycidyl ether, Bisphenol F diglycidyl ether, tris (2,3-epoxypropyl) isocyanurate, N, N, N ′, N′-tetraglycidyl-m-xylylenediamine, 1,3-bis (N, N′-diglycidyl) Aminomethyl) cyclohexane and the like.

Among the above epoxy compounds, commercially available ones include, for example, bisphenol A type epoxy resins such as Epicoat 828EL and Epicoat 1004 (both manufactured by Japan Epoxy Resin Co., Ltd.), Epicoat 806 and Epicoat 4004 (all manufactured by Japan Epoxy Resins Co., Ltd.) Bisphenol F type epoxy resin such as R-710, bisphenol E type epoxy resin such as R-710 (Mitsui Petrochemical Co., Ltd.), bisphenol S type epoxy resin such as Epicron EXA1514 (manufactured by Dainippon Ink), RE -2'-diallylbisphenol A type epoxy resin such as 810NM (Nippon Kayaku Co., Ltd.), hydrogenated bisphenol type epoxy resin such as Epicron EXA7015 (Dainippon Ink Co., Ltd.), EP-4000S (Asahi Denka Co., Ltd.) Propylene oxide addition such as Sphenol A type epoxy resin, resorcinol type epoxy resin such as EX-201 (manufactured by Nagase ChemteX), biphenyl type epoxy resin such as Epicoat YX-4000H (manufactured by Japan Epoxy Resin), YSLV-50TE (manufactured by Tohto Kasei Co., Ltd.) ) Sulfide type epoxy resin such as YSLV-80DE (manufactured by Tohto Kasei Co., Ltd.), dicyclopentadiene type epoxy resin such as EP-4088S (manufactured by Asahi Denka Co., Ltd.), Epicron HP4032, Epicron EXA-4700 Glycidylamines such as naphthalene type epoxy resin (all manufactured by Dainippon Ink, Inc.), Epicoat 630 (manufactured by Japan Epoxy Resin), Epicron 430 (manufactured by Dainippon Ink), TETRAD-X (manufactured by Mitsubishi Gas Chemical) Type epoxy resin, ZX 1542 (manufactured by Tohto Kasei Co., Ltd.), Epicron 726 (manufactured by Dainippon Ink & Co., Ltd.), Epolite 80MFA (manufactured by Kyoeisha Chemical Co., Ltd.), Denacol EX-611, (manufactured by Nagase ChemteX Corp.), etc. Glycidyl ester compounds such as 147 (manufactured by Nagase ChemteX), other YDC-1312, YSLV-80XY, YSLV-90CR (all manufactured by Tohto Kasei Co., Ltd.), XAC4151 (manufactured by Asahi Kasei Co., Ltd.), Epicoat 1031 and Epicoat 1032 (all Japan Epoxy Resin Co., Ltd.), EXA-7120 (Dainippon Ink Co., Ltd.), TEPIC (Nissan Chemical Co., Ltd.) and the like.

Further, episulfides in which the oxygen atom of these epoxy compounds is replaced with a sulfur atom can also be used.

Among these epoxy compounds, low molecular compounds having a plurality of epoxy groups, such as Epicoat 828EL (manufactured by Japan Epoxy Resin Co., Ltd.) and TEPIC (manufactured by Nissan Chemical Co., Ltd.) are preferable.

  When the compound A-6 is obtained by reacting the carboxylic acid compound A-2 or the phenol compound A-3 with the epoxy compound, 1 to 1.2 equivalents of carboxylic acid with respect to the epoxy group of the epoxy compound Compound A-2 or phenol compound A-3 may be reacted at room temperature in an organic solvent. Examples of the organic solvent at that time include the solvents described in <Solvent> described later.

  In the present invention, the low molecular compound of component (A) may be a mixture of a plurality of low molecular compounds.

<(B) component>
The component (B) in the cured film forming composition of the present invention is a compound having two or more isocyanate groups in one molecule.

Examples of the diisocyanate component (B) include aromatic polyisocyanates and aliphatic polyisocyanates.
As the polyisocyanate, compounds having 2 or 3 isocyanate groups, that is, diisocyanate and triisocyanate are preferable from the viewpoint of reactivity and availability.

An aromatic diisocyanate means a diisocyanate structure (O═C═N—R—N═C═O) in which the R group includes a structure containing an aromatic ring. The aliphatic diisocyanate means that the R group of the isocyanate structure is composed of a cyclic or acyclic aliphatic structure.

  Specific examples of the aromatic diisocyanate include o-phenylene diisocyanate, m-phenylene diisocyanate, p-phenylene diisocyanate, toluene diisocyanates (for example, 2,4-diisocyanate tolylene), 1,4-diisocyanate-2-methoxybenzene. 2,5-diisocyanate xylenes, 2,2′-bis (phenyl diisocyanate) propane, 4,4′-diisocyanate diphenylmethane, 4,4′-diisocyanate diphenyl ether, 4,4′-diisocyanate Examples thereof include diphenyl sulfone, 3,3′-diisocyanate diphenyl sulfone, and 2,2′-diisocyanate benzophenone. The aromatic diisocyanate is preferably tolylene 2,4-diisocyanate.

Specific examples of the aliphatic diisocyanate include isophorone diisocyanate, hexamethylene diisocyanate, and tetramethylethylene diisocyanate. As the aliphatic diisocyanate, hexamethylene diisocyanate is preferably used.

Specific examples of the aromatic triisocyanate include 2,4,6-triisocyanate toluene, 1,3,5-triisocyanate benzene, 4,4 ', 4 "-triphenylmethane triisocyanate, and the like.

 Commercially available compounds such as Arakawa (registered trademark) CL2503 manufactured by Arakawa Chemical Co., Ltd. can also be used.

Of these, 2,4-diisocyanate tolylene and a trimer having an isocyanurate ring are preferable from the viewpoints of availability, reactivity, and the like.

  The content of the compound of the component (B) in the cured film forming composition of the present invention is preferably 1 part by mass to 300 parts by mass, more preferably 5 based on 100 parts by mass of the polymer which is the component (A). Part by mass to 200 parts by mass. When content of the compound of (B) component is too small, the solvent tolerance of the cured film obtained from a cured film formation composition will fall, and vertical alignment property will fall. On the other hand, when the content is excessive, the vertical alignment property and the storage stability may be lowered.

<(C) component>
The cured film forming composition of this invention may contain the polymer which has a heat crosslinkable group as (C) component. Examples of the polymer (C) component include acrylic polymer, polyamic acid, polyimide, polyvinyl alcohol, polyester, polyester polycarboxylic acid, polyether polyol, polyester polyol, polycarbonate polyol, polycaprolactone polyol, polyalkyleneimine, poly Examples include allylamines, celluloses (cellulose or derivatives thereof), polymers having a linear or branched structure such as phenol novolac resins and melamine formaldehyde resins, and cyclic polymers such as cyclodextrins.

  The specific polymer as the component (C) is preferably an acrylic polymer, a hydroxyalkylcyclodextrin, a cellulose, a polyether polyol, a polyester polyol, a polycarbonate polyol, and a polycaprolactone polyol.

The acrylic polymer which is a preferred example of the specific polymer of component (C) is a polymer obtained by polymerizing a monomer having an unsaturated double bond such as acrylic acid, methacrylic acid, styrene, and vinyl compound. Any polymer may be used as long as it is a polymer obtained by polymerizing a monomer containing a monomer having a specific functional group or a mixture thereof, and the type of the main chain skeleton and side chain of the polymer constituting the acrylic polymer is not particularly limited. .
Commercially available compounds such as Aracoat (registered trademark) ACS543A and DA105 manufactured by Arakawa Chemical Co., Ltd. can also be used.

As a monomer having a specific functional group, a monomer having a polyethylene glycol ester group, a monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms, a monomer having a phenolic hydroxy group, a monomer having a carboxyl group, and an amino group And monomers having a monomer, an alkoxysilyl group, and a group represented by Formula 2 above.

Examples of the monomer having a polyethylene glycol ester groups described _{above, H- (OCH 2 CH 2)} n-OH and the monoacrylate or monomethacrylate and the like. The value of n is 2 to 50, preferably 2 to 10.

  Examples of the monomer having a hydroxyalkyl ester group having 2 to 5 carbon atoms include 2-hydroxyethyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl methacrylate, 2-hydroxypropyl acrylate, and 4-hydroxybutyl acrylate. 4-hydroxybutyl methacrylate.

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

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

  Examples of the monomer having an amino group in the side chain described above include 2-aminoethyl acrylate, 2-aminoethyl methacrylate, aminopropyl acrylate, and aminopropyl methacrylate.

  Examples of the monomer having an alkoxysilyl group in the side chain include 3-acryloxypropyltrimethoxysilane, 3-acryloxypropyltriethoxysilane, 3-methacryloxypropyltrimethoxysilane, and 3-methacryloxypropyltrimethoxy. Examples thereof include silane, vinyltrimethoxysilane, vinyltriethoxysilane, allyltrimethoxysilane, and allyltriethoxysilane.

  Examples of the monomer having the group represented by the above formula 2 in the side chain include 2-acetoacetoxyethyl acrylate, 2-acetoacetoxyethyl methacrylate, and the like.

  In the present embodiment, when an acrylic polymer as an example of the component (C) is synthesized, unless the effects of the present invention are impaired, a hydroxy group, a carboxyl group, an amide group, an amino group, an alkoxysilyl group, and the above Monomers that do not have any of the groups represented by Formula 2 can be used in combination.

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

  Examples of the acrylate compound include methyl acrylate, ethyl acrylate, isopropyl acrylate, benzyl acrylate, naphthyl acrylate, anthryl acrylate, anthryl methyl acrylate, phenyl acrylate, 2,2,2-trifluoroethyl acrylate, and 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 , Etc. 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, 2- Propyl-2-adamantyl methacrylate, 8-methyl 8 tricyclodecyl methacrylate, and, 8-ethyl-8-tricyclodecyl methacrylate.

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

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

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

  (C) The usage-amount of the monomer which has a specific functional group used in order to obtain the acrylic polymer which is an example of a component is based on the total amount of all the monomers used in order to obtain the acrylic polymer which is (C) component, It is preferable that it is 2 mol%-98 mol%. When the monomer having the specific functional group is too small, the liquid crystal orientation of the resulting cured film tends to be insufficient, and when it is too large, the compatibility with the component (A) tends to decrease.

  (C) Although the method to obtain the acrylic polymer which is an example of a component is not specifically limited, For example, the monomer containing the monomer which has a specific functional group, the monomer which does not have a specific functional group depending on necessity, a polymerization initiator, etc. Is obtained by a polymerization reaction at a temperature of 50 ° C. to 110 ° C. in a solvent coexisting with. In that case, the solvent used will not be specifically limited if it dissolves the monomer which has a specific functional group, the monomer which does not have the specific functional group used depending on necessity, a polymerization initiator, etc. Specific examples are described in the section of [Solvent] described later.

  The acrylic polymer which is an example of the component (C) obtained by the above method is usually in a solution state dissolved in a solvent.

  In addition, the acrylic polymer solution, which is an example of the component (C) obtained by the above method, is poured into diethyl ether or water under stirring to cause reprecipitation, and the generated precipitate is filtered and washed. Under normal or reduced pressure, it can be dried at room temperature or by heating to obtain an acrylic polymer powder as an example of the component (C). By the above-mentioned operation, the polymerization initiator and unreacted monomer coexisting with the acrylic polymer which is an example of the component (C) can be removed, and as a result, the acrylic polymer which is an example of the purified component (C) Of powder is 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.

  The acrylic polymer which is a preferable example of the component (C) preferably has a weight average molecular weight of 3000 to 200000, more preferably 4000 to 150,000, and further preferably 5000 to 100,000. If the weight average molecular weight exceeds 200,000, the solvent solubility may decrease and handling may decrease. If the weight average molecular weight is less than 3,000, the curing may be insufficient during thermal curing. The solvent resistance and heat resistance may be reduced. The weight average molecular weight is a value obtained by using gel as a standard material by gel permeation chromatography (GPC). Hereinafter, the same applies to this specification.

  Next, as a polyether polyol which is a preferred example of the specific polymer of the component (C), polyethylene glycol, polypropylene glycol, propylene glycol, bisphenol A, triethylene glycol, sorbitol and other polyhydric alcohols, propylene oxide and polyethylene glycol , And polypropylene glycol added. Specific examples of the polyether polyol include ADEKA Adeka Polyether P Series, G Series, EDP Series, BPX Series, FC Series, CM Series, NOF UNIOX (registered trademark) HC-40, HC-60, ST- 30E, ST-40E, G-450, G-750, Uniol (registered trademark) TG-330, TG-1000, TG-3000, TG-4000, HS-1600D, DA-400, DA-700, DB-400 Nonion (registered trademark) LT-221, ST-221, OT-221 and the like.

  As a polyester polyol which is a preferred example of the specific polymer of component (C), diols such as ethylene glycol, propylene glycol, butylene glycol, polyethylene glycol and polypropylene glycol are added to polyvalent carboxylic acids such as adipic acid, sebacic acid and isophthalic acid. Can be mentioned. Specific examples of the polyester polyol include DIC polylite (registered trademark) 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, Kuraray polyols P-510, P-1010, P-2010, P-3010, P-4010, P-5010, P-6010, F-510, F-1010, F -2010, F-3010, P-1011, P-2011, P-2013, P-2030, N-2010, PNNA-2016 and the like.

  Examples of the polycaprolactone polyol which is a preferred example of the specific polymer of component (C) include those obtained by ring-opening polymerization of ε-caprolactone using a polyhydric alcohol such as trimethylolpropane or ethylene glycol as an initiator. Specific examples of the polycaprolactone polyol include DIC polylite (registered trademark) OD-X-2155, OD-X-640, OD-X-2568, Daicel Chemical's Plaxel (registered trademark) 205, L205AL, 205U, 208, 210. 212, L212AL, 220, 230, 240, 303, 305, 308, 312, 320, and the like.

  Examples of the polycarbonate polyol which is a preferred example of the specific polymer of the component (C) include those obtained by reacting a polyhydric alcohol such as trimethylolpropane or ethylene glycol with diethyl carbonate, diphenyl carbonate, ethylene carbonate or the like. Specific examples of the polycarbonate polyol include Placel (registered trademark) CD205, CD205PL, CD210, CD220 manufactured by Daicel Chemical Industries, and C-590, C-1050, C-2050, C-2090, C-3090 manufactured by Kuraray, and the like.

  Examples of cellulose that is a preferred example of the specific polymer of component (C) include hydroxyalkylcelluloses such as hydroxyethylcellulose and hydroxypropylcellulose, hydroxyalkylalkylcelluloses such as hydroxyethylmethylcellulose, hydroxypropylmethylcellulose and hydroxyethylethylcellulose, and cellulose. For example, hydroxyalkyl celluloses such as hydroxyethyl cellulose and hydroxypropyl cellulose are preferable.

  Examples of the cyclodextrin which is a preferable example of the specific polymer of the component (C) include cyclodextrins such as α-cyclodextrin, β-cyclodextrin and γcyclodextrin, methyl-α-cyclodextrin, methyl-β-cyclodextrin, and Methylated cyclodextrins such as methyl-γ-cyclodextrin, hydroxymethyl-α-cyclodextrin, hydroxymethyl-β-cyclodextrin, hydroxymethyl-γ-cyclodextrin, 2-hydroxyethyl-α-cyclodextrin, 2-hydroxy Ethyl-β-cyclodextrin, 2-hydroxyethyl-γ-cyclodextrin, 2-hydroxypropyl-α-cyclodextrin, 2-hydroxypropyl-β-cyclodextrin, 2-hydroxypro Pill-γ-cyclodextrin, 3-hydroxypropyl-α-cyclodextrin, 3-hydroxypropyl-β-cyclodextrin, 3-hydroxypropyl-γ-cyclodextrin, 2,3-dihydroxypropyl-α-cyclodextrin, 2 , 3-dihydroxypropyl-β-cyclodextrin, and hydroxyalkylcyclodextrins such as 2,3-dihydroxypropyl-γ-cyclodextrin.

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

  In the cured film forming composition of the present embodiment, the polymer of component (C) may be used in the form of a powder or in the form of a solution obtained by re-dissolving the purified powder in a solvent described later.

  The content of the component (C) in the cured film forming composition of the present invention is preferably 700 parts by mass or less with respect to 100 parts by mass of the total amount of the polymer as the component (A) and the crosslinking agent of the component (B). More preferably, they are 10 mass parts-700 mass parts, More preferably, they are 40 mass parts-700 mass parts. When the content of the component (C) is excessive, the liquid crystal orientation tends to decrease, and when it is excessive, the adhesion tends to decrease.

  In the cured film forming composition of the present embodiment, the component (C) may be a mixture of a plurality of polymers exemplified as the component (C).

<(D) component>
This invention can contain the component (henceforth adhesion improvement component) which improves the adhesiveness of the cured film formed as (D) component.

  When the cured film formed from the cured film-forming composition of this embodiment containing the component (D) is used as an alignment material, the polymerizable liquid crystal of the polymerizable liquid crystal is improved so that the adhesion between the alignment material and the polymerizable liquid crystal layer is improved. The polymerizable functional group and the crosslinking reaction site of the alignment material can be linked by a covalent bond. As a result, the retardation material of this embodiment formed by laminating a cured polymerizable liquid crystal on the alignment material of this embodiment can maintain strong adhesion even under high temperature and high quality conditions, such as peeling. High durability can be exhibited.

  (D) As an example of a component, the polyfunctional acrylate containing a hydroxyl group (henceforth a hydroxy group containing polyfunctional acrylate) can be mentioned.

  Examples of the hydroxy group-containing polyfunctional acrylate that is an example of the component (D) include pentaerythritol triacrylate and dipentaerythritol pentaacrylate.

（上記式中、Ｒ^１１は水素原子またはメチル基を表し、ｍは１〜１０の整数を表す。） (D) As an example of a component, the compound which has one acrylic group and one or more hydroxy groups is also mentioned. Preferred examples of such a compound having one acrylic group and one or more hydroxy groups are given below. In addition, the compound of (D) component is not limited to the following compound examples.

(In the above formula, R ¹¹ represents a hydrogen atom or a methyl group, and m represents an integer of 1 to 10.)

  (D) As a monomer which has an isocyanate group and (meth) acryl group which are examples of a component, acryloyl ethyl isocyanate, methacryloyl ethyl isocyanate, m-tetramethyl xylene isocyanate, etc. are preferable, for example.

  Content in the case of making the cured film formation composition of embodiment of this invention contain (D) component with respect to 100 mass parts of the total amount of the polymer which is (A) component, and the compound of (B) component, Preferably they are 0.1 mass part-100 mass parts, More preferably, they are 5 mass parts-70 mass parts. When the content of the component (D) is 0.1 parts by mass or more, sufficient adhesion can be imparted to the formed cured film. However, when the amount is more than 100 parts by mass, the liquid crystal orientation tends to decrease.

  In the cured film forming composition of the present embodiment, the component (D) may be a mixture of a plurality of compounds of the component (D).

<(E) component>
The cured film forming composition of the present invention can further contain a crosslinking catalyst as the component (E) in addition to the components (A) and (B).
This component (E) is effective in promoting the thermosetting reaction of the cured film forming composition of the present invention.

  Examples of the catalyst include tin metal octylate, dibutyltin dilaurate, 2-ethylhexyl titanate, tin chloride, iron chloride, bismuth nitrate, zinc naphthenate, antimony trichloride, triethylamine, triethylenediamine, Amine catalysts such as dimethylethanolamine and 1,8-diazabiccyclo [5.4.0] undec-7-ene can also be used. In particular, tin octylate and dibutyltin dilaurate are preferred because of their high safety. Moreover, commercially available compounds, such as Arakawa (trademark) RA1000 by Arakawa Chemical Co., Ltd., can also be used.

  The content of the component (E) in the cured film forming composition of the present invention is preferably 0.01 parts by mass with respect to 100 parts by mass of the total amount of the polymer as the component (A) and the compound of the component (B). -20 parts by mass, more preferably 0.1-15 parts by mass, and still more preferably 0.1-10 parts by mass. (E) By making content of a component 0.01 mass part or more, sufficient thermosetting and solvent tolerance can be provided. However, when it is more than 20 parts by mass, the storage stability of the composition may be lowered.

<Solvent>
The cured film forming composition of the present invention is mainly used in a solution state dissolved in a solvent. The solvent used in that case is only required to be able to dissolve the component (A), the component (B) and, if necessary, the component (C), the component (D), the component (E) and / or other additives described below. Kinds and structures are not particularly limited.

  Specific examples of the solvent include, for example, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, 2-methyl-1-butanol, n-pentanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, Methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether, propylene glycol propyl ether, propylene glycol propyl ether acetate, Toluene, xylene, methyl ether Tyl ketone, isobutyl methyl ketone, cyclopentanone, cyclohexanone, 2-butanone, 3-methyl-2-pentanone, 2-pentanone, 2-heptanone, γ-butyrolactone, ethyl 2-hydroxypropionate, 2-hydroxy-2-methyl Ethyl propionate, ethyl ethoxyacetate, ethyl hydroxyacetate, methyl 2-hydroxy-3-methylbutanoate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, Methyl pyruvate, ethyl pyruvate, ethyl acetate, butyl acetate, ethyl lactate, butyl lactate, cyclopentyl methyl ether, N, N-dimethylformamide, N, N-dimethylacetamide, N-methyl-2-pyrrolidone, etc. And the like.

When the cured film forming composition of the present invention is used to produce an alignment material by forming a cured film on a resin film, methanol, ethanol, n-propanol, isopropanol, n-butanol, 2-methyl-1-butanol 2-heptanone, isobutyl methyl ketone, diethylene glycol, propylene glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and the like are preferable from the viewpoint that the resin film is a resistant solvent.
These solvents can be used singly or in combination of two or more.

<Other additives>
Furthermore, the cured film-forming composition of the present invention may contain a silane coupling agent, a surfactant, a rheology modifier, a pigment, a dye, a storage stabilizer, an antifoaming agent, as necessary, as long as the effects of the present invention are not impaired. Agents, antioxidants and the like.

<Preparation of cured film forming composition>
The cured film-forming composition of the present invention includes a low molecular compound having a vertical alignment group of component (A) and a thermally crosslinkable functional group, and a compound having two or more isocyanate groups in one molecule of component (B) Optionally containing a polymer having a thermally crosslinkable group as component (C), an adhesion promoter as component (D) and a crosslinking catalyst as component (E), and other additions as long as the effects of the present invention are not impaired. It is a composition that can contain an agent. Usually, they are used in the form of a solution in which they are dissolved in a solvent.

Preferred examples of the cured film forming composition of the present invention are as follows.
[1]: Based on (A) component, 100 parts by mass of (A) component, 1 to 500 parts by mass of (B) component, and (A) component polymer and (B) component compound The cured film forming composition containing 1-700 mass parts (C) component with respect to 100 mass parts of total amount.
[2]: Based on 100 parts by mass of component (A) and component (A), 1 part by mass to 500 parts by mass of component (B), the polymer as component (A), and the total amount of compounds of component (B) The cured film forming composition containing 1-700 mass parts (C) component and solvent with respect to 100 mass parts of.
[3]: Based on 100 parts by mass of component (A), component (A), 1 part by mass to 500 parts by mass of component (B), the polymer as component (A), and the total of the crosslinking agent of component (B) 0.01 to 20 parts by mass with respect to 100 parts by mass of the total amount of (C) component, (A) component polymer and (B) component compound with respect to 100 parts by mass A cured film-forming composition containing a component (E) by mass and a solvent.
[4]: Based on 100 parts by mass of component (A) and component (A), 1 part by mass to 500 parts by mass of component (B), the polymer as component (A) and the total amount of compound of component (B) 1 to 700 parts by mass with respect to 100 parts by mass of (C) component, 0.1 part by mass to 100 parts by mass with respect to 100 parts by mass of the total amount of the compound (A) and the compound of component (B). Component (D), 0.01 to 20 parts by mass of component (E) with respect to 100 parts by mass of the total amount of component (D), polymer (A) and crosslinking agent (B), and solvent A cured film-forming composition comprising:

The blending ratio, preparation method, etc. when the cured film forming composition of the present invention is used as a solution are described in detail below.
The ratio of the solid content in the cured film forming composition of the present invention is not particularly limited as long as each component is uniformly dissolved in the solvent, but is 1% by mass to 60% by mass, preferably 2%. It is from mass% to 50 mass%, and more preferably from 2 mass% to 20 mass%. Here, solid content means what remove | excluded the solvent from all the components of the cured film formation composition.

  The preparation method of the cured film forming composition of this invention is not specifically limited. As a preparation method, for example, a component (B), a component (C), a component (D), a component (E), and the like are mixed in a predetermined ratio in a solution of the component (A) dissolved in a solvent, and uniform. Examples thereof include a solution method, and a method in which other additives are further added and mixed as necessary at an appropriate stage of the preparation method.

  In the preparation of the cured film forming composition of the present invention, a solution of a specific copolymer (polymer) obtained by a polymerization reaction in a solvent can be used as it is. In this case, for example, the (A) component, the (B) component, the (D) component, the (E) component, etc. are added to the solution of the (C) component in the same manner as described above to obtain a uniform solution. At this time, a solvent may be further added for the purpose of adjusting the concentration.

  The prepared cured film-forming composition solution is preferably used after being filtered using a filter having a pore size of about 0.2 μm.

<Hardened film, alignment material and retardation material>
A solution of the cured film forming composition of the present invention 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, or chromium, a glass substrate, a quartz substrate, or ITO. Substrates) and film substrates (eg, triacetyl cellulose (TAC) film, polycarbonate (PC) film, cycloolefin polymer (COP) film, cycloolefin copolymer (COC) film, polyethylene terephthalate (PET) film, acrylic film, polyethylene) On a resin film such as a film, etc., a bar coating, spin coating, flow coating, roll coating, slit coating, spin coating following slits, ink jet coating, printing, etc. to form a coating film, Relieved Dried by heating with a plate or an oven or the like, it is possible to form a cured film. The cured film can be used as an alignment material as it is.

  The heating and drying conditions may be such that the crosslinking reaction with the crosslinking agent proceeds to such an extent that the components of the cured film (alignment material) do not elute into the polymerizable liquid crystal solution applied thereon. A heating temperature and a heating time appropriately selected from the range of 200 ° C. and a time of 0.4 minutes to 60 minutes are adopted. The heating temperature and the heating time are preferably 70 to 160 ° C. and 0.5 to 10 minutes.

  The film thickness of the cured film (alignment material) formed using the curable composition of the present invention is, for example, 0.05 μm to 5 μm, and is appropriately determined in consideration of the level difference of the substrate used and optical and electrical properties. You can choose.

  Since the alignment material formed from the cured film composition of the present invention has solvent resistance and heat resistance, a phase difference material such as a polymerizable liquid crystal solution having vertical alignment property is applied onto the alignment material. Can be oriented on the orientation material. And the phase difference material can be formed as a layer which has optical anisotropy by hardening the phase difference material which became the orientation state as it is. And when the board | substrate which forms an orientation material is a film, it becomes useful as a phase difference film.

In addition, after using the two substrates having the alignment material of the present invention formed as described above, the alignment materials on both substrates are bonded to each other via a spacer, and then between the substrates. A liquid crystal display element in which liquid crystal is injected to align the liquid crystal may be used.
Thus, the cured film forming composition of this invention can be used suitably for manufacture of various retardation materials (retardation film), a liquid crystal display element, etc.

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

＜（Ｃ）成分＞
ＡＣＳ５４３Ａ：荒川化学工業（株）製アクリル樹脂
＜（Ｅ）成分＞
ＰＴＳＡ：ｐ−トルエンスルホン酸・一水和物
ＲＡ１０００：荒川化学工業（株）製錫化合物
＜溶剤＞
ＰＭ：プロピレングリコールモノメチルエーテル
ＭＥＫ：メチルエチルケトン
ＥＡ：酢酸エチル [Abbreviations used in Examples]
The meanings of the abbreviations used in the following examples are as follows.
<Polymer raw material>
BMAA: N- (n-butoxymethyl) acrylamide AIBN: α, α′-azobisisobutyronitrile MMA: methyl methacrylate HEMA: 2-hydroxyethyl methacrylate <component (A)>
A1: 4- (4′-pentyl- [1,1′-bi (cyclohexane)]-4-yl) phenol <(B) component>
CL2503: Arakawa Chemical Industries, Ltd. isocyanate compound HDI: Hexamethylene diisocyanate TDI: Toluene diisocyanate HMM: Melamine crosslinking agent represented by the following structural formula [CYMEL (registered trademark) 303 (Mitsui Cytec Co., Ltd.) ]]

<(C) component>
ACS543A: Acrylic resin manufactured by Arakawa Chemical Industries, Ltd. <(E) component>
PTSA: p-toluenesulfonic acid monohydrate RA1000: Arakawa Chemical Industries, Ltd. tin compound <solvent>
PM: Propylene glycol monomethyl ether MEK: Methyl ethyl ketone EA: Ethyl acetate

<Synthesis of component (B)>
<Comparative Synthesis Example 1>
BMAA 100.0 g and AIBN 4.2 g as a polymerization catalyst were dissolved in PM 193.5 g and reacted at 90 ° C. for 20 hours to obtain an acrylic polymer solution (solid content concentration 35 mass%) (PB1). Mn of the obtained acrylic copolymer was 2,700 and Mw was 3,900.

<Synthesis of component (C)>
<Synthesis Example 1>
MMA 100.0 g, HEMA 11.1 g, and AIBN 5.6 g as a polymerization catalyst are dissolved in 450.0 g of PM and reacted at 80 ° C. for 20 hours to react with an acrylic copolymer solution (solid content concentration 20 mass%) (PC1 ) Mn of the obtained acrylic copolymer was 4,200 and Mw was 7,600.

<Examples and comparative examples>
Each cured film forming composition of an Example and a comparative example was prepared with the composition shown in Table 1. Next, a cured film was formed using each phase difference material forming composition, and vertical orientation was evaluated about each obtained cured film.

[Evaluation of vertical alignment]
<Examples 1-4>
On the COP substrate, each cured film forming composition of Examples 1 to 4 was applied with a wet film thickness of 20 μm using a bar coater. Then, each was heated and dried in a heat circulation oven at a temperature of 120 ° C. for 60 seconds to form a cured film on the substrate.
On this cured film, a polymerizable liquid crystal solution RMS03-015 for vertical alignment manufactured by Merck Co., Ltd. was applied with a wet film thickness of 6 μm using a bar coater. The coating film on this substrate was exposed at 500 mJ / cm ² in an N 2 atmosphere to produce a retardation material.
The incident angle dependence of the in-plane retardation was measured using Axo Scan ^™ manufactured by Axometrics. Those whose in-plane retardation value is 0 ± 5 nm at an incident angle of 0 ° and in-plane retardation value at an incident angle of ± 45 ° are in the range of 25 ± 5 nm are vertically oriented (◯), others Was determined not to be vertically aligned (x). The evaluation results are collectively shown later in Table 2 as “vertical alignment”.

<Comparative Examples 1-3>
On the COP substrate, each cured film forming composition of Comparative Examples 1 to 3 was applied with a wet film thickness of 10 μm using a bar coater. Then, each was heated and dried in a heat circulation oven at a temperature of 110 ° C. for 60 seconds to form a cured film on the substrate.
On this cured film, a polymerizable liquid crystal solution RMS03-015 for vertical alignment manufactured by Merck Co., Ltd. was applied with a wet film thickness of 6 μm using a bar coater. The coating film on this substrate was exposed at 500 mJ / cm ² in an N 2 atmosphere to produce a retardation material.
The incident angle dependence of the in-plane retardation was measured using Axo Scan ^™ manufactured by Axometrics. Those whose in-plane retardation value is 0 ± 5 nm at an incident angle of 0 ° and in-plane retardation value at an incident angle of ± 45 ° are in the range of 25 ± 5 nm are vertically oriented (◯), others Was determined not to be vertically aligned (x). The evaluation results are collectively shown later in Table 2 as “vertical alignment”.

[Evaluation of peeling interface]
<Examples 1-4>
Each cured film formation composition of Examples 1-4 was apply | coated by the bar coater by the wet film thickness of 20 micrometers on the PET base material. Then, each was heated and dried in a heat circulation oven at a temperature of 120 ° C. for 60 seconds to form a cured film on the substrate.
On this cured film, a polymerizable liquid crystal solution RMS03-015 for vertical alignment manufactured by Merck Co., Ltd. was applied with a wet film thickness of 6 μm using a bar coater. The coating film on this substrate was exposed at 500 mJ / cm ² in an N 2 atmosphere to produce a retardation material.
This phase difference material was cut with a cutter knife so as to be 5 × 5 squares at intervals of 1 mm in length and width. An adhesive tape (cellophane tape (registered trademark) manufactured by Nichiban Co., Ltd.) was applied on the cut and peeled off slowly to separate the membrane. The peeled surface on the substrate was ATR measured with a NICOLET 5700 FT-IR manufactured by Thermo Fisher to confirm at which interface peeling occurred. The evaluation results are collectively shown later in Table 2 as “peeling interface”.

<Comparative Examples 1-3>
On the PET substrate, each cured film forming composition of Comparative Examples 1 to 3 was applied with a wet film thickness of 10 μm using a bar coater. Then, each was heated and dried in a heat circulation oven at a temperature of 110 ° C. for 60 seconds to form a cured film on the substrate.
On this cured film, a polymerizable liquid crystal solution RMS03-015 for vertical alignment manufactured by Merck Co., Ltd. was applied with a wet film thickness of 6 μm using a bar coater. The coating film on this substrate was exposed at 500 mJ / cm ² in an N 2 atmosphere to produce a retardation material.
This phase difference material was cut with a cutter knife so as to be 5 × 5 squares at intervals of 1 mm in length and width. An adhesive tape (cellophane tape (registered trademark) manufactured by Nichiban Co., Ltd.) was applied on the cut and peeled off slowly to separate the membrane. The peeled surface on the substrate was ATR measured with a NICOLET 5700 FT-IR manufactured by Thermo Fisher to confirm at which interface peeling occurred. The evaluation results are collectively shown later in Table 2 as “peeling interface”.

[Evaluation of adhesion]
<Examples 1-4, Comparative Examples 1-3>
Then, it cut | notched with the cutter knife so that it might become 5x5 squares on the peeling interface of the cured film used for evaluation of a peeling interface at 1 mm length and width intervals. A cellophane tape peeling test was performed on the cut using an adhesive tape (cellophane tape (registered trademark) manufactured by Nichiban Co., Ltd.). In the evaluation, a case where all the 25 squares were not peeled off was marked with ◯, and a case where even one square was peeled off was marked with x. The evaluation results are collectively shown as “Adhesion” later in Table 2.

As shown in Table 2, the alignment material obtained using the cured film-forming composition of the example is better in vertical alignment than the alignment material obtained using the cured film-forming composition of the comparative example. And showed substrate adhesion.

  The cured film forming composition according to the present invention is very useful as a material for forming a liquid crystal alignment film of a liquid crystal display element and an alignment material for forming an optically anisotropic film provided inside or outside the liquid crystal display element. In particular, it is suitable as a material for an optical compensation film of organic EL or IPS-LCD.

Claims (12)

(A) A cured film forming composition containing a low molecular compound having a vertical alignment group and a thermally crosslinkable functional group, and (B) a compound having two or more isocyanate groups in one molecule,
The said vertical alignment group is group represented by following formula (1), The cured film formation composition characterized by the above-mentioned.

(In Formula [1],
Y ¹ represents a single bond or a linking group,
Y ² represents a single bond, an alkylene group having 1 to 15 carbon atoms or —CH ₂ —CH (OH) —CH ₂ —, or a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring. Any hydrogen atom on the cyclic group is an alkyl group having 1 to 3 carbon atoms, an alkoxyl group having 1 to 3 carbon atoms, a fluorine-containing alkyl group having 1 to 3 carbon atoms, or 1 to 3 carbon atoms. May be substituted with a fluorine-containing alkoxyl group or a fluorine atom,
Y ³ represents a single bond or an alkylene group having 1 to 15 carbon atoms,
Y ⁴ represents a single bond, a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, or a divalent organic group having 17 to 30 carbon atoms and having a steroid skeleton. Arbitrary hydrogen atoms on the group are alkyl groups having 1 to 3 carbon atoms, alkoxyl groups having 1 to 3 carbon atoms, fluorine-containing alkyl groups having 1 to 3 carbon atoms, fluorine containing 1 to 3 carbon atoms May be substituted with an alkoxyl group or a fluorine atom,
Y ⁵ represents a divalent cyclic group selected from a benzene ring, a cyclohexane ring or a heterocyclic ring, and any hydrogen atom on these cyclic groups is an alkyl group having 1 to 3 carbon atoms, or 1 to 3 carbon atoms. An alkoxyl group, a fluorine-containing alkyl group having 1 to 3 carbon atoms, a fluorine-containing alkoxyl group having 1 to 3 carbon atoms, or a fluorine atom,
n represents an integer of 0 to 4, and when n is 2 or more, Y ⁵ may be the same or different,
Y ⁶ represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, an alkoxyl group having 1 to 18 carbon atoms, or a fluorine-containing alkoxyl group having 1 to 18 carbon atoms. ,
The alkylene group as Y ² and Y ³ and the substituent on the cyclic group or the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are linear, branched or cyclic. Any or a combination thereof,
Also, the alkylene group as Y ² and Y ³ , and the alkyl group, fluorine-containing alkyl group, alkoxyl group and fluorine-containing alkoxy group as Y ⁶ are interrupted by 1 to 3 bonding groups unless the bonding groups are adjacent to each other. May have been
Furthermore, Y ² , Y ⁴ or Y ⁵ represents a divalent cyclic group, Y ⁴ represents a divalent organic group having a steroid skeleton, or Y ² represents —CH ₂ —CH (OH) —CH ₂ —. When Y ² or Y ³ represents an alkylene group, or Y ⁶ represents an alkyl group or a fluorine-containing alkyl group, the divalent cyclic group, the divalent organic group having the steroid skeleton, _{-CH 2 -CH (OH) -CH 2} -, the alkylene group, the alkyl group and the fluorine-containing alkyl group may be bonded through a bonding group and groups adjacent to them,
The linking group is a group selected from the group consisting of —O—, —CH ₂ O—, —COO—, —OCO—, —NHCO—, —NH—CO—O— and —NH—CO—NH—. Represents
Provided that each of Y ^{2 to} Y ⁶ represents an alkylene group having 1 to 15 carbon atoms, a benzene ring, a cyclohexane ring, a heterocyclic ring, a divalent organic group having a steroid skeleton, —CH ₂ —CH (OH) — CH ₂ -, alkyl group having 1 to 18 carbon atoms, a fluorine-containing alkyl group having 1 to 18 carbon atoms, the carbon atoms of the alkoxyl group and a fluorine-containing alkoxyl group having 1 to 18 carbon atoms having 1 to 18 carbon atoms The total number is 6-30). The cured film forming composition according to claim 1, wherein the thermally crosslinkable functional group of component (A) is a hydroxy group or a carboxyl group. The cured film forming composition according to claim 1 or 2, wherein the compound of component (B) is a compound having two or three isocyanate groups. (C) The cured film forming composition as described in any one of Claims 1 thru | or 3 which further contains the polymer which has a heat crosslinkable group. (D) The cured film forming composition according to any one of claims 1 to 4, further comprising an adhesion promoter. (E) The cured film forming composition as described in any one of Claims 1 thru | or 5 which further contains a crosslinking catalyst. (A) The cured film forming composition as described in any one of Claims 1 thru | or 6 containing 1 mass part-500 mass parts (B) component based on 100 mass parts component. Hardening as described in any one of Claims 4 thru | or 7 containing 1 mass part-400 mass parts (C) component with respect to 100 mass parts of the total amount of the compound of (A) component and (B) component. Film-forming composition. The component (D) is contained in an amount of 0.1 to 100 parts by weight with respect to 100 parts by weight of the total amount of the compounds of the component (A) and the component (B). The cured film forming composition as described in 2. above. The component (A) and the component (B) are contained in an amount of 0.01 to 20 parts by mass of the component (E) with respect to 100 parts by mass of the total amount of the compounds of the component (B). Cured film forming composition. An alignment material obtained by curing the cured film-forming composition according to any one of claims 1 to 10. It forms using the cured film obtained from the cured film formation composition as described in any one of Claims 1 thru | or 10, The phase difference material characterized by the above-mentioned.