KR101671782B1 - Composition for forming liquid crystal layer and liquid crystal display device manufactured by using the same - Google Patents

Abstract

The composition for forming a liquid crystal layer includes a liquid crystal host, a liquid crystal host having high affinity for chemically affinity with the liquid crystal host, and a liquid crystal layer formed on the liquid crystal host. And a silsesquioxane derivative including a polymerizable functional group, and a silsesquioxane derivative containing a polymerizable functional group, and a silsesquioxane derivative containing a polymerizable functional group.
The composition for forming a liquid crystal layer enables alignment of the liquid crystal by a simple light irradiation step without a thermal stabilization step, thereby obtaining a better linear angle of liquid crystal, thereby securing a wide viewing angle, You can get the speed.

Description

Technical Field [0001] The present invention relates to a composition for forming a liquid crystal layer, and a liquid crystal display device using the same. BACKGROUND ART [0002]

The present invention relates to a composition for forming a liquid crystal layer and a liquid crystal display device using the composition. More particularly, the present invention relates to a liquid crystal display device capable of aligning a liquid crystal by a simple light irradiation process without a thermal stabilization process, A composition for forming a liquid crystal layer capable of securing a wide viewing angle and a fast response speed, and a liquid crystal display manufactured using the same.

In the case of a vertical alignment (VA mode) mode liquid crystal display device (LCD), a step of printing an alignment film essentially to arrange an initial liquid crystal director perpendicularly to the substrate is included. However, when an alignment film is printed, there is a problem in uniformity when a large area is applied, and a high-temperature process for increasing the material cost and stabilizing the alignment film is essential. In addition, polymer stabilization (PS) is essential for rapid response, improvement of liquid crystal orientation, and domain formation. This process is an additional process by various methods such as UV polymerization. There is a problem in terms of cost.

In order to solve this problem, various vertical orientation methods using POSS (polyhedral oligomeric silsesquioxane) which can be adsorbed on ITO glass substrate (indium tin oxide) have been actively conducted .

The structure of the POSS has the form of a box cage. This can be attributed to an inorganic network composed of siloxane bonds inside and a reactive or nonreactive organic compound at the outer edge of the organic molecule. The size of this box shape is 1 to 3 nm in diameter. POSS, which is an organic or inorganic compound, is widely used as a low dielectric thin film of semiconductor, a conductive polymer, and an electronic material because of its excellent insulating property and gas permeability. POSS can be introduced into the main chain of polyimide to form an orientation film, and it can be used as a low dielectric film.

However, when a POSS material is used in a liquid crystal, the coagulation phenomenon occurs severely due to the characteristics of the material, so that the dispersion is uneven and an irregular vertical orientation force and a severe light scatter phenomenon occur.

Korean Patent Publication No. 2012-0125141 (Publication date: November 14, 2012)

An object of the present invention is to provide a liquid crystal display device capable of orienting a liquid crystal by a simple light irradiation process without a thermal stabilization process, thereby obtaining a better linear angle of liquid crystal, thereby securing a wide viewing angle, And to provide a composition for forming a liquid crystal layer.

Another object of the present invention is to provide a liquid crystal display device manufactured using the composition for forming a liquid crystal layer.

The composition for forming a liquid crystal layer according to an embodiment of the present invention includes a liquid crystal host, a lyophilic liquid crystal group having high affinity for the liquid crystal host chemically, a non-liquid crystal liquid group having low affinity for the liquid crystal host, An oriented derivative containing a linking group linking the non-liquid-crystalline group and containing a polymerizable functional group, and a silsesquioxane derivative containing a polymerizable functional group.

The oriented derivative may be represented by the following Formula 3-1 or 3-2.

[Formula 3-1]

M ¹ -R ¹ -OH

[Formula 3-2]

M ² -RG ² -COOH

(3-1 or 3-2), M ¹ and M ² are each independently a lyophilic group having high affinity for a liquid crystal host chemically, and RG ¹ and RG ² each independently represent a polymerizable functional group Lt; / RTI >

The lyophilic liquid crystal group may have a structure composed of a rigid-core group and a flexible chain group, and the lyophilic group may be a mesogen group.

The linking group containing the polymerizable functional group may be represented by any one selected from the group consisting of the following formulas (4-1) to (4-13).

[Formula 4-1] [Formula 4-2]

[Formula 4-3] [Formula 4-4]

[Formula 4-5] [Formula 4-6]

[Chemical Formula 4-7] [Chemical Formula 4-8]

[Formula 4-9] [Formula 4-10]

[Chemical Formula 4-11] [Chemical Formula 4-12]

[Formula 4-13]

(In the formulas (4-1) to (4-13), each of n ₁ to n ₄ is independently an integer of 0 to 10)

The composition for forming a liquid crystal layer may include the liquid crystal host in an amount of 0.1 to 10% by weight, the silsesquioxane derivative in an amount of 0.02 to 5% by weight, and the balance of the liquid crystal host, based on the total weight of the composition for forming a liquid crystal layer.

According to another aspect of the present invention, there is provided a method of manufacturing a liquid crystal display device, including: forming an electrode and a first electrode on a first substrate and a second substrate, respectively; The first substrate and the second substrate each including the first electrode and the second electrode are bonded to each other with the electrodes facing each other. Then, a liquid crystal layer according to claim 1 is formed in a space between the first substrate and the second substrate Or a composition for forming a liquid crystal layer according to claim 1 is dropped onto any one of a first substrate and a second substrate each including the first electrode and the second electrode under vacuum to form a liquid crystal layer And then joining the remaining substrates so that the electrodes face each other to manufacture an assembly.

The method may further include the step of applying an electric field between the first substrate and the second substrate after manufacturing the assembly, and irradiating light to polymerize the oriented derivative and the silsesquioxane derivative.

According to another aspect of the present invention, there is provided a liquid crystal display comprising: a first substrate and a second substrate facing each other; A first electrode and a second electrode respectively formed on mutually facing surfaces of the first substrate and the second substrate; And a liquid crystal layer interposed between the first substrate and the second substrate, wherein the liquid crystal layer comprises a liquid crystal host, a liquid crystal cell having high affinity for chemically affinity with the liquid crystal host, And a silsesquioxane derivative containing a polymerizable functional group, and a silsesquioxane derivative containing a polymerizable functional group. The silsesquioxane derivative according to claim 1, wherein the silsesquioxane derivative is a silsesquioxane derivative.

The composition for forming a liquid crystal layer of the present invention enables alignment of liquid crystal by a simple light irradiation process without a thermal stabilization process, thereby obtaining a better linear angle of liquid crystal, securing a wide viewing angle on the basis thereof, Fast response speed can be obtained.

FIGS. 1A to 1D are views schematically showing the vertical alignment body.
FIG. 2 is a diagram schematically showing a state in which the oriented derivative is disposed on the ITO glass substrate when the oriented derivative is injected into a cell made of an ITO glass substrate.
3 is a diagram schematically showing a silsesquioxane derivative containing the polymerizable functional group.
4 is a diagram schematically showing a shape in which an oriented derivative and a silsesquioxane derivative are polymerized and woven on the ITO glass substrate surface.
5 is a diagram schematically showing a process in which an oriented derivative and a silsesquioxane derivative are polymerized by applying an electric field and irradiating light.
6 is a result of observing the arrangement of liquid crystal molecules through a conoscopic image of the liquid crystal layer of the liquid crystal display device manufactured in the example. 6A is an image before the optical stabilization process, and FIG. 6B is an image before the optical stabilization process.
7 is a result of observing the liquid crystal layer of the liquid crystal display device manufactured in the example by a polarizing electron microscope. 7 (a) is an image before the optical stabilization process, and FIG. 7 (b) is an image before the optical stabilization process.

Hereinafter, embodiments of the present invention will be described in detail. However, the present invention is not limited thereto, and the present invention is only defined by the scope of the following claims.

As used herein, the term " lyophilic region "refers to a compound group having a chemical composition consisting of elements similar to those of the liquid crystal compound in the compound, and is chemically compatible with the liquid crystal material due to chemical properties similar to those of the liquid crystal host The liquid crystal is chemically similar to a hydrocarbon because its liquid crystal is a hydrocarbon compound consisting mainly of carbon atoms and hydrogen atoms and some heteroatoms are substituents. , The lyophilic group which may be included in the lyophilic region may be a hydrocarbon comprising a carbon atom and a hydrogen atom and may contain a heteroatom in an extremely small part. Examples of the lyophilic group include a saturated hydrocarbon group, an unsaturated hydrocarbon group, an aromatic group, In the compound, the rigid-core moiety Gyeolgi might include (linking group) meso jengi showing a functional group, and a liquid crystal property, which are used in.

As used herein, the term " non-liquid crystalline region " refers to a functional group that has chemical properties with respect to a liquid crystal host due to a difference in chemical composition from a liquid crystal host and has a property of not being well mixed with or dissolving in a liquid crystal host, Quot; means a moiety containing a chemical group having non-affinity. The non-liquid-crystalline regions differing in chemical characteristics from hydrocarbons are mainly composed of chemical groups containing hetero atoms such as oxygen atom, nitrogen atom, silicon atom, fluorine atom, sulfur atom and phosphorus atom. Examples of such non-liquid crystalline groups include (1) A thiol group, an amine group, or the like, or (2) a silicon compound having silane and siloxane groups having different chemical compositions from a liquid crystal host, (3) a fluorocarbon compound group having a chemical composition different from that of a liquid crystal host, (4) an ethylene oxide group (or an oxyethylene group), a propylene oxide group (or an oxypropylene group oxypropylene group)), and the like. A more specific example will be described later. The non-polarized liquid crystalline groups corresponding to (1) and (4) above have a polarity and a dielectric constant that are larger than those of hydrocarbons and liquid crystals, and are well mixed with polar and dielectric compounds such as water, ethylene glycol and glycerol . That is, it is a functional group having properties that it is well soluble in a solvent having a high dielectric constant but is not well soluble in a hydrocarbon compound such as liquid crystal.

Unless otherwise specified herein, an 'alkyl group' means an alkyl group having 1 to 20 carbon atoms, which is linear or branched, and the alkyl group includes a primary alkyl group, a secondary alkyl group and a tertiary alkyl group. Specific examples of the alkyl group include, but are not limited to, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group and a t-butyl group.

Unless otherwise specified in the present specification, 'alkenyl' is a divalent atomic group obtained by subtracting two hydrogen atoms from an alkane, and may be represented by the general formula C _n H _2n - (n is an integer of 2 or more) 'Alkynyl' is a divalent atomic group obtained by subtracting two hydrogen atoms from an alkene, and may be represented by the general formula C _n H _n - (n is an integer of 2 or more).

Unless otherwise specified herein, the term "enene group" refers to a functional group containing a carbon-carbon double bond in a functional group, and the term "diene group" ≪ / RTI >

Unless otherwise stated in the present specification, 'thiol-ene group' is a mixture of a functional group having a thiol (-SH) group and a functional group having a nucleus (C═C) Thiol-ene polymerization can be carried out by photopolymerization. Alternatively, a liquid-crystalline non-liquid-crystalline compound having the same or different structure containing a functional group in which one of the thiol or the group is substituted forms a chemical bond with the liquid-crystalline-free liquid-crystalline compound, And the case of using it by melting.

In the present specification, unless otherwise specified, all the compounds or substituents may be substituted or unsubstituted. The term "substituted" as used herein means that hydrogen is substituted with at least one substituent selected from the group consisting of a halogen atom, a hydroxyl group, a carboxyl group, a cyano group, a nitro group, an amino group, a thio group, a methylthio group, an alkoxy group, an aldehyde group, Substituted with any one selected from the group consisting of an alkyl group, a ketone group, an alkyl group, a perfluoroalkyl group, a cycloalkyl group, a heterocycloalkyl group, an allyl group, a benzyl group, an aryl group, a heteroaryl group, it means.

In the present specification, unless specified otherwise, two or more substituents may be replaced by a single bond or -COO-, -COS-, -O-, -S-, -CF ₂ -, -CF ₂ CF ₂ - -N = -N-, or two or more substituents are condensed and connected to each other.

Also, in this specification, when a portion of a layer, film, region, substrate, or the like is referred to as being "on" another portion, it includes not only the case where it is directly on another portion, but also the case where there is another portion in between. On the other hand, when a part is referred to as being "directly on" another part, it means that there is no other part in the middle. On the contrary, when a portion such as a layer, a film, an area, a substrate, or the like is referred to as being 'under' another portion, it includes not only a case where it is directly under another portion but also a case where there is another portion in between. On the other hand, when a part is "directly underneath" another part, it means that there is no other part in the middle.

The composition for forming a liquid crystal layer according to an embodiment of the present invention includes a liquid crystal host, a lyophilic liquid crystal group having high affinity for the liquid crystal host chemically, a non-liquid crystal liquid group having low affinity for the liquid crystal host, An oriented derivative containing a linking group linking the non-liquid-crystalline group and containing a polymerizable functional group, and a silsesquioxane derivative containing a polymerizable functional group. When the liquid crystal host is mixed with the liquid crystal host, the liquid crystal host has good dispersibility and is well dispersed on the substrate surface through interaction with the substrate, so that the liquid crystal host can be vertically aligned. Further, by mixing the silsesquioxane derivative containing a polymerizable functional group together with the oriented derivative, the aligned derivative aligned by the liquid crystal is polymerized and fixed to give a square of angle of view, thereby forming a domain for securing a wide viewing angle And it is possible to realize a fast response speed.

The liquid crystal host is not particularly limited as long as it is used in a liquid crystal display device. Specifically, a nematic liquid crystal having a negative dielectric constant anisotropy can be used.

Wherein the aligned derivative has a liquid-crystalline region including a lyophilic liquid crystal region having a high affinity for chemically affinity with respect to a liquid crystal host in a molecule and a non-liquid crystal region including a non-liquid crystal region having a low affinity for a liquid crystal host Liquid crystalline-non-liquid crystalline compound can be used without any particular limitation.

The above-described lyophilic region refers to a portion having a chemical composition similar to that of a liquid crystal compound and having affinity for a liquid crystal host, that is, a portion including a lyophilic group, which is a chemical group that mixes well with liquid crystal.

Since the liquid crystal is a hydrocarbon compound mainly composed of carbon atoms and hydrogen atoms, and a part of hetero atoms is a substituent, the liquid crystal is chemically similar to the characteristics of hydrocarbons. Accordingly, the lyotropic liquid crystal group that can be included in the above-described lyophilic region is a hydrocarbon composed of carbon atoms and hydrogen atoms, and may contain a heteroatom in an extremely small part. However, it is preferable that the above-mentioned lyophilic region contains at least one, preferably 1 to 3, of liquid-crystalline groups having 8 or more carbon atoms, preferably 8 to 30 carbon atoms.

Specifically, the lyotropic liquid crystalline group may be a linear, branched or cyclic substituted or unsubstituted saturated or unsaturated hydrocarbon group having 8 to 30 carbon atoms, or may be a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms in the molecule such as N, O, P, S and Si Or a substituted or unsubstituted heteroalkyl group having 8 to 30 carbon atoms, a heterocyclic group or a heteroaromatic group containing a hetero atom, or a combination group having 8 to 30 carbon atoms in combination of the hydrocarbon group and the hetero atom-containing groups .

Specific examples of the hydrocarbon group include a substituted or unsubstituted alkyl group, an alkenylalkyl group, an alkynylalkyl group, a cycloalkyl group, an aryl group or an arylalkyl group having 8 to 30 carbon atoms. When the hydrocarbon group is substituted, a halogen atom , Preferably a fluorine atom. Specific examples of the substituted or unsubstituted heteroalkyl group, heterocyclic group or heteroaromatic group containing the hetero atom include an intramolecular carbonyl group (-C (= O) -), an ester group (-C (= O) A heteroatom containing group selected from the group consisting of an oxygen group (-O-), an ether group (-O-), an ethylene oxide group (-CH ₂ CH ₂ O-), an azo group (-N═N-), -COS- and -S- A heteroalkyl group having from 8 to 30 carbon atoms, a heterocycloalkyl group or a heteroaryl group containing a functional group.

In order to enhance the affinity with the liquid crystal host, the lyophilic group has a structure similar to that of the compound constituting the liquid crystal host, that is, a structure composed of a rigid-core group and a flexible chain group .

The rigid-core may be an aryl group having 6 to 18 carbon atoms (e.g., phenyl, naphthyl or biphenyl), a cycloalkyl group having 6 to 18 carbon atoms (e.g., a cyclohexyl group) , S, and OP (for example, thiadiazole, oxadiazole, pyrazine, etc.) containing one or more hetero atoms selected from the group consisting of have.

The flexible chain group may be a substituted or unsubstituted linear or branched or cyclic saturated or unsaturated hydrocarbon group having 8 to 30 carbon atoms, or may be a saturated or unsaturated hydrocarbon group having 1 to 10 carbon atoms in the molecule, such as N, O, P, S and Si Or a substituted or unsubstituted heteroalkyl group having 8 to 30 carbon atoms, a heterocyclic group or a heteroaromatic group containing a hetero atom, or a combination group having 8 to 30 carbon atoms in combination of the hydrocarbon group and the hetero atom-containing groups .

The lyophilic liquid crystal group may be a liquid crystal group or a mesogen group showing the characteristics of a liquid crystal. Specifically, the liquid crystalline group is a functional group derived from a conventional liquid crystalline compound such as CH ₃ CH ₂ CH ₂ CH ₂ CH ₂ OC ₆ H ₄ -COO-C ₆ H ₄ -OCH ₂ CH ₂ CH ₂ CH ₂ CH ₃ -YZ-Y ', -YW-Y', -YW-W ', -YZ-Y', -YZ-Y'- -Y 'or -YZWY', and the like. Y, Y 'and Y "each independently represent an aryl group having 6 to 18 carbon atoms (for example, phenyl, naphthyl or biphenyl), a cycloalkyl group having 6 to 18 carbon atoms (for example, (E.g., thiadiazole, oxadiazole, pyrazine, etc.) having at least one hetero atom selected from the group consisting of N, S and OP in the ring, -COO-, and combinations thereof And Y, Y 'and Y "may be selected from the group consisting of F, Br, CN, an alkoxy group having 1 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, and a combination thereof Or more of the above substituents. In addition, the mesogenic groups are specifically _{CH 2 = CH (CH 3)} - (C = O) -O- (CH 2) 3 -ph-COO-ph- (CH 2) a liquid crystal and light, such as ₅ -CH ₃ May be a functional group derived from a reactive mesogen having simultaneously reactivity.

Specifically, the mesogen group may be selected from the group consisting of biphenyl, terphenyl, quarterphenyl, stilbene, diphenyl ether, 1,2-diphenylacetylene (1,2 diphenylethylene, diphenylacetylene, benzophenone, phenyl benzoate, phenylbenzamide, azobenzene, 2-naphtoate, phenyl- Phenyl-2-naphthoate, triphenylene, 2-phenyl-naphthalene, derivatives thereof, and combinations thereof. , Specifically, any one selected from the group consisting of the following Formulas 1-1 to 1-12.

[Formula 1-1] to [Formula 1-12]

In addition, the mesogen group may be substituted with a cyano group. The mesogen group substituted with the cyanogen helps the silsesquioxane derivative act more effectively as a seed for inducing the vertical alignment of the liquid crystal. More preferably, the mesogen group may be a cyano biphenyl group.

On the other hand, in the aligned derivative, the non-liquid crystal region has a chemically different property with respect to the liquid crystal and is low in affinity for the liquid crystal host. Therefore, a functional group having a property of not mixing well with the liquid crystal host or not dissolving, Means a moiety containing a chemical group having a chemical structure.

The non-liquid-crystalline regions differing in chemical characteristics from hydrocarbons are mainly composed of non-liquid-crystalline molecules including hetero atoms such as oxygen atom, nitrogen atom, silicon atom, fluorine atom, sulfur atom and phosphorus atom. Specific examples of the non-liquid crystalline groups include alcohols, polyhydric alcohols, amines, polyamines, carboxylic acids, polycarboxylic acids, silane compounds, siloxane compounds, polyethylene glycols, polypropylene oxides, fluorocarbon compounds, A functional group derived from polyhydric thiol, a polyhydric thiol, a sulfonic acid, a sulfuric acid, a phosphonic acid, or a phosphoric acid, and the non-liquid crystalline region may include a single compound or a combination of two or more compounds have.

More specifically, examples of the non-polarized liquid crystalline group include, but are not limited to, functional groups derived from the following compounds.

The non-polarized liquid crystalline group may be selected from the group consisting of 1-ol, 1,2-diol, glycerol, glucose, dextrose, sorbitol, pentaerythritol pentaerythritol, dipentaerythritol, tripentaerythritol, sorbitan, fluctose, sucrose, gallic acid, glucopyranoside, A functional group derived from an alcohol or a polyhydric alcohol having 1 to 30 carbon atoms and containing 1 to 8 hydroxyl groups such as ascorbic acid, mannide or maltoside, And may be a liquid crystal phase having a large polarity and a large dielectric constant.

The non-polarized liquid crystalline group may be selected from the group consisting of 1-amine, 1,2-diamine, 1,3-diamine, ethylene diamine, (2-aminoethyl) amine, cyclohexane diamine, diethylene triamine, phenyldiamine, phenyl triethanolamine, diethylenetriamine, diethylenetriamine, Triazines such as phenyltriamine, 1,3,5-triazine 4,6-diamine, 1,3,5-triazine 2,4,6-triamine ( 1,3,5-triazine clan between 2,4,6-triamine) or an ethylene-cyclic amine (cyclen; - (CH ₂ CH ₂ NH) _l - amine groups such as (wherein l is an integer of 2 to 6) A functional group derived from an amine or a polyamine having 1 to 20 carbon atoms and containing 1 to 6 carbon atoms, may be hydrogen-bonded, and may be a non-liquid-crystalline group having a large polarity and a high dielectric constant.

The non-liquid-crystalline group may be a functional group derived from a silane compound having 1 to 20 carbon atoms and containing 2 to 10 silyl groups such as tris (trimethylsiloxy) silane.

The unsubstituted liquid crystalline group may be a functional group derived from a linear, branched or cyclic siloxane-based compound containing 1 to 10 siloxy groups of the following formula (2-1).

[Formula 2-1]

In the general formula (2-1), Ra and Rb are each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a siloxy group, and combinations thereof, and m may be an integer of 1 to 10.

The non-liquid-crystalline group may be linear polyoxyethylene having 4 to 40 carbon atoms of the following formula (2-2a) containing 2 to 20 ethylene oxide groups or cyclic polyethylene glycol having 4 to 10 carbon atoms of the following formula (2-2b) lt; RTI ID = 0.0 > crown < / RTI > ether.

[Formula 2-2a]

[Chemical Formula 2-2b]

In the general formulas (2-2a) and (2-2b), m is an integer of 2 to 20, and n may be an integer of 2 to 5.

The non-liquid-crystalline group may be a perfluoroalkyl group or a perfluoroaryl group derived from a fluorocarbon compound having 4 to 20 carbon atoms and containing 9 to 41 fluoro groups.

In addition, the non-liquid crystalline groups may be selected from the group consisting of 1-thiol, 1,2-dithiol, thioglycerol, thiopentathiopentaerythritol or dithiothreitol dithiothreitol and the like, and a functional group derived from a thiol and a polyhydric thiol containing 1 to 8 thiol groups (-SH) having 1 to 20 carbon atoms.

In addition, the non-liquid crystalline group may be selected from the group consisting of 1-carboxylic acid, 1,2-dicarboxylyc acid, 1,3-dicarboxylyc acid, benzenecarboxylic acid, benzenedicarboxylic acid, 1,2,3-tricarboxylic acid, benzenetricarboxylic acid, acid, malic acid, maleic acid, tartar acid, citric acid, maleamic acid, glutamic acid, agaric acid, (-COOH) such as acetic acid, aconitic acid, tricarballylic acid, amino acid, -CH (NH ₂ ) -COOH), and the like. And a functional group derived from a carboxylic acid having from 1 to 10 carbon atoms and a polyvalent carboxylic acid.

The non-polarized liquid crystalline group may be a functional group derived from a sulfonic acid or das- talonic acid having 1 to 10 carbon atoms and containing 1 to 3 sulfonic acid groups (-S (= O) ₂ OH).

The non-polarized liquid crystalline group may be a functional group derived from sulfo-acid or polysulfuric acid having 1 to 10 carbon atoms and containing 1 to 3 sulfuric acid groups (-OS (= O) ₂ OH).

The non-polarized liquid crystalline group may be a functional group derived from a phosphonic acid or polyphosphonic acid having 1 to 10 carbon atoms and containing 1 to 3 phosphonic acid groups (-P (= O) (OH) ₂ ).

The non-polarized liquid crystalline group may be a functional group derived from a phosphonic acid or polyphosphoric acid having 1 to 10 carbon atoms and containing 1 to 3 phosphoric acid groups (-OP (= O) (OH) ₂ ).

The above-described liquid crystalline group to be bonded with the above-described lyotropic liquid crystal group may be directly connected by a single bond, or may be bonded to each other through -O-, -S-, -COO-, -CONH-, -C ₆ H ₄ O-, -C ₆ H ₄ -COO-, -C ₆ H ₄ CONH-, -OCH ₂ CH ₂ -, -CH ₂ CH ₂ -, -C ₆ H ₄ OCH ₂ CH ₂ -, -C ₆ H ₄ COOCH ₂ CH ₂ - or - ( SiRaRb) -CH ₂ CH ₂ - (wherein Ra and Rb may be connected via a linking group such as an alkyl group), or of each represent a hydrogen atom or 1 to 3 carbon atoms.

In addition, the oriented derivative may further include a functional group capable of polymerizing and linking the liquid-crystalline group and the non-liquid-crystalline group. The polymerizable functional group is a functional group capable of causing a photoreaction by light irradiation, acryl group, methacryl group, cinnamate group, coumarin group, chalcone group, vinyl group, thiol group, -ene group, a diene group, a thiol-ene group, and an acetylene group.

Specifically, the oriented derivative may be represented by the following formula (3-1) or (3-2).

[Formula 3-1]

M ¹ -R ¹ -OH

[Formula 3-2]

M ² -RG ² -COOH

In Formula 3-1 or 3-2, M ¹ and M ² are each independently a lyophilic group having high affinity for a liquid crystal host chemically, and specific examples of the lyophilic group are as described above.

In the oriented derivatives represented by the above general formulas (3-1) or (3-2), the non-lipophilic group is a hydroxyl group and a carboxyl group, respectively.

In the above formula (1) or (2), RG ¹ and RG ² are each independently a linking group containing a polymerizable functional group. Specifically, RG ¹ and RG ² are selected from the group consisting of the following formulas Or the like.

[Formula 4-1] [Formula 4-2]

[Formula 4-3] [Formula 4-4]

[Formula 4-5] [Formula 4-6]

[Chemical Formula 4-7] [Chemical Formula 4-8]

[Formula 4-9] [Formula 4-10]

[Chemical Formula 4-11] [Chemical Formula 4-12]

[Formula 4-13]

In the formulas (4-1) to (4-13), each of n ₁ to n ₄ is independently an integer of 0 to 10, and preferably an integer of 0 to 5.

Since the oriented derivative has a hydroxyl group (-OH) or a carboxyl group (-COOH) at the terminal, molecules are arranged vertically through interaction with the ITO electrode on the patterned substrate, and the orientation at the opposite end is induced The introduction of a possible liquid crystal molecule or alkyl chain leads to alignment of the liquid crystal. In addition, since the oriented derivative includes a polymerizable group capable of polymerizing between molecules, when polymer stabilization (PS) proceeds, it can be polymerized with the silsesquioxane derivative to form a precursor square and a multi-domain. This can result in significant economic benefits by significantly reducing time and cost over existing methods.

More specifically, the hydroxyl group (-OH) or the carboxyl group (-COOH) of the oriented derivative is adsorbed on the hydroxyl group (-OH) on the surface of ITO (indium tin oxide) It is possible to obtain a vertical orientation force. The oriented derivative is a substance which is vertically oriented very well although the degree of vertical orientation is different depending on the ratio. However, since the oriented derivative is only vertically aligned, it exhibits a very slow response speed in actual liquid crystal driving. In order to solve this phenomenon, the polymerization is carried out using RM (reactive mesogen) in a general industrial process. In the present invention, a silsesquioxane derivative having a reactive group (RG) linking group containing a polymerizable functional group and a polymerizable functional group contained in the oriented derivative is polymerized, and the oriented derivative is tilted, The domain line inclination angle can be obtained.

The silsesquioxane derivative containing the polymerizable functional group may be a polyhedral oligomeric silsesquioxane (POSS).

The silsesquioxane derivative may be represented by any one selected from the group consisting of the following formulas (5-1) to (5-6).

[Formula 5-1]

[Formula 5-2]

[Formula 5-3]

[Formula 5-4]

[Formula 5-5]

[Formula 5-6]

In the general formulas (5-1) to (5-6), R is independently selected from the group consisting of hydrogen, hydroxyl, halogen, amino, cyano, An alkyl group having 1 to 30 carbon atoms, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an arylalkyl group having 7 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, and combinations thereof , And at least one of Rs may be substituted with a polymerizable functional group.

The polymerizable functional group that the silsesquioxane derivative may contain is a functional group capable of generating a photoreaction by light irradiation, and specifically includes an acryl group, a methacryl group, a cinnamate group a cinnamate group, a coumarin group, a chalcone group, a vinyl group, a thiol group, a -ene group, a diene group, a thiol-ene group, and an acetylene group.

The silsesquioxane derivative containing the polymerizable functional group may be represented by the following formula (6).

[Chemical Formula 6]

M ³ -RG ³ -P

In the above formula (3), P is a silsesquioxane as described above, M ³ is a lyophilic group having high chemical affinity for a liquid crystal host as described above, and RG ³ includes a polymerizable functional group As described above.

Since the composition for forming a liquid crystal layer contains a silsesquioxane derivative containing a polymerizable functional group, a photopolymer is formed according to a photopolymerization reaction through light irradiation in the state of applying an electric field to form a liquid crystal pre-tilt pretilt can be formed and stabilized. As a result, the performance of the liquid crystal display device can be further improved.

Therefore, by using the composition for forming a liquid crystal layer, it is possible to induce the vertical alignment of the liquid crystal without the linear alignment treatment process, stabilize the pretilt angle of the liquid crystal, and form an insulating liquid crystal vertical alignment and orientation stabilization layer on the electrode layer, A display device can be manufactured.

Accordingly, the composition for forming a liquid crystal layer contains 0.1 to 10% by weight of the oriented derivative, 0.02 to 5% by weight of the silsesquioxane derivative, and the remaining amount of the liquid crystal host, relative to the total weight of the liquid crystal layer- And may preferably contain the liquid crystal host in an amount of 0.1 to 1 wt% of the oriented derivative, 0.02 to 0.2 wt% of the silsesquioxane derivative, and the balance of the liquid crystal host, based on the total weight of the composition for forming a liquid crystal layer.

If the content of the oriented derivative is less than 0.05% by weight, the vertical alignment and surface stabilization effect on the liquid crystal host may be insignificant. If the content exceeds 10% by weight, the performance of the liquid crystal display device may deteriorate due to a high density of orientation defects and excessive stabilization. If the content of the silsesquioxane derivative is less than 0.01% by weight, polymerization may be difficult. When the content of the silsesquioxane derivative is more than 5% by weight, aggregation of the silsesquioxane derivatives may occur.

The composition for forming a liquid crystal layer may further include a photo-initiator for inducing photopolymerization of the oriented derivative and the silsesquioxane derivative. However, the present invention is not limited to this, and the photopolymerization reaction of the oriented derivative and the silsesquioxane derivative may occur only by light irradiation without the photoinitiator.

According to another embodiment of the present invention, there is provided a liquid crystal display device using the composition for forming a liquid crystal layer and a method of manufacturing the same.

Specifically, the liquid crystal display device includes a first substrate and a second substrate facing each other; A first electrode and a second electrode respectively formed on mutually facing surfaces of the first substrate and the second substrate; And a liquid crystal layer interposed between the first substrate and the second substrate, wherein the liquid crystal layer includes the liquid crystal host, the oriented derivative, and the silsesquioxane derivative.

The liquid crystal layer is formed by polymerizing the oriented derivative and the silsesquioxane derivative present in the composition for forming a liquid crystal layer by a photopolymerization process under application of an electric field, which is an optional step for stabilizing liquid crystal alignment, to form a passivation layer on the electrode layer , It may further comprise a liquid crystal vertical alignment and photostabilization layer comprising the polymer of the oriented derivative and the silsesquioxane derivative.

Further, in the liquid crystal display device, either or both of the first and second electrodes may be patterned.

According to another embodiment of the present invention, there is provided a method of manufacturing a plasma display panel, comprising: forming an electrode on a first substrate and a second substrate, respectively; The first substrate and the second substrate each including the first and second electrodes are bonded to each other with the electrodes facing each other, and then the liquid crystal layer forming composition is injected into a space between the first substrate and the second substrate, Or the composition for forming a liquid crystal layer is dropped on any one of the first substrate and the second substrate including the first and second electrodes under vacuum to form a liquid crystal layer, And assembling the assembly to manufacture a liquid crystal display device.

At this time, the manufacturing method may further include a step of irradiating an electric field between the first substrate and the second substrate of the assembly after manufacturing the assembly, and then irradiating the electric field.

When the composition for forming a liquid crystal layer is injected into a completed substrate, the oriented derivatives interact with the surface of the substrate to disperse naturally on the substrate without any special physical and chemical external forces, thereby obtaining a vertical orientation force, The liquid crystal has a predetermined direction so as to give an inclined angle to the oriented derivative and the silsesquioxane derivative and the oriented derivative are polymerized by UV irradiation or temperature increase to increase the tilt energy, A new type of vertical alignment mode can be manufactured, which brings about a fast response speed and a multi-domain to obtain an excellent wide viewing angle.

FIGS. 1A to 1D are views schematically showing the vertical alignment body. 1A and 1B, FIGS. 1A and 1B show a case in which a hydroxyl group and a carboxylic acid group are substituted with a mesogenic group substituted with a lyotropic liquid crystal group, respectively, and FIG. 1C and FIG. A structure in which a rigid-core group and a flexible chain group are substituted by a liquid crystalline group and the liquid crystal group is substituted with a hydroxyl group and a carboxylic acid group, respectively.

FIG. 2 is a diagram schematically showing a state in which the oriented derivative is disposed on the ITO glass substrate when the oriented derivative is injected into a cell made of an ITO glass substrate. Referring to FIG. 3, the aligned derivative is adsorbed on the ITO glass substrate so that the non-liquid crystalline group is disposed on the ITO glass substrate surface.

3 is a diagram schematically showing a silsesquioxane derivative containing the polymerizable functional group. Referring to FIG. 3, the silsesquioxane derivative containing the polymerizable functional group includes a hexahedral silsesquioxane molecule and a polymerizable functional group represented by a solid line.

FIG. 4 is a diagram schematically showing a shape in which an oriented derivative and a silsesquioxane derivative are polymerized and woven on the surface of an ITO glass substrate. FIG. 5 is a schematic view showing a state in which an oriented derivative and a silsesquioxane derivative are polymerized This is a diagram that schematically shows the process that is performed. 4 and 5, when the aligned derivatives standing on the surface of the ITO organic substrate are aligned by applying an electric field and irradiated with light, when the oriented derivative and the silsesquioxane derivative are polymerized, they are polymerized and fixed, Based on this, it is possible to obtain the fastening angle and fast response speed.

The first and second substrates are not particularly limited as long as they are used in liquid crystal display devices. Specifically, glass or plastic substrates can be used.

A common electrode (or a transparent electrode) is formed as a first electrode on one surface of the first substrate and a pixel electrode is formed as a second electrode on one surface of the second substrate. In this case, the first substrate and the second substrate, and the common electrode and the pixel electrode are classified according to their positions and functions, and a common electrode may be formed on the second substrate, or a pixel electrode may be formed on the first substrate.

The first and second electrodes may be manufactured according to a conventional method of forming an electrode, and the first and second electrode forming materials may be used without any particular limitation as long as they are materials used for forming electrodes of a liquid crystal display device.

Specifically, the first electrode and the second electrode may include those selected from the group consisting of a metal oxide, a carbon-based electroconductive material, and a mixture thereof. Preferably, indium tin oxide (ITO), zinc oxide (ZO), indium zinc oxide (IZO), tin oxide (TO), indium oxide (ITO) IO), aluminum oxide (Al ₂ O ₃ , AO), silver oxide (AgO), titanium oxide (TiO ₂ ), fluorine-doped tin oxide (FTO), aluminum doped zinc zinc oxide (AZO), zinc indium tin oxide (ZITO), nickel oxide (NiO), nickel zinc tin oxide (NZTO), nickel titanium oxide (NTO) , Nickel tin oxide, graphene, graphene oxide (GO), and mixtures thereof. ≪ RTI ID = 0.0 >

In addition, the first electrode and the second electrode may be formed over the entire surface of the substrate, or may be patterned (not shown) into a predetermined shape such as an island, a sprite, a fishbone, or the like through a separate patterning process .

In addition, an aqueous solution using a detergent is selectively applied to each substrate on which the electrode is formed; Organic solvents such as acetone and isopropyl alcohol; ozone; Or a process of washing impurities and water on the surface of the electrode by washing with a plasma or the like.

The first substrate and the second substrate including the first and second electrodes are bonded to each other with the electrodes facing each other, and then the liquid crystal layer forming composition is injected into a space between the first substrate and the second substrate, A composition for forming a liquid crystal layer is dropped on any one of a first substrate and a second substrate including a first electrode and a second electrode under vacuum, and then the remaining substrates are bonded to each other so that the electrodes face each other.

The step of bonding the first substrate and the second substrate and the step of injecting or dropping the composition for forming a liquid crystal layer may be carried out according to a conventional method.

When the composition for forming a liquid crystal layer is injected according to the above-described process, the liquid crystal is vertically aligned without coating a conventional alignment layer as shown in FIG.

In order to effectively induce the vertical alignment of the liquid crystal host, the assembly is heated to a temperature 10 to 20 ° C higher than the nematic-isotropic phase transition temperature of the mixture of the liquid crystal host and the vertical alignment body after the injection or dropwise addition of the liquid crystal layer forming composition And the liquid crystal is cooled at a rate of 0.1 to 10 DEG C per minute.

Further, after the manufacturing step of the assembly, a step of selectively applying an electric field between the first substrate and the second substrate of the assembly and then irradiating the electric field to manufacture the liquid crystal display device may be further performed.

It is preferable that the electric field application step is performed under the condition of applying a DC or AC electric field having a light transmittance of 5% (T ₀₅ ) to 100% (T ₁₀₀ ) of the maximum transmittance under the orthogonal polarizer.

A light having a wavelength capable of polymerizing the polymerizable functional group of the oriented derivative and the polymerizable functional group of the silsesquioxane after inducing a specific optical state to the liquid crystal in the assembly by applying an electric field under the above conditions, Is irradiated with ultraviolet rays. Preferably, ultraviolet light having a wavelength in the range of 200 nm to 400 nm is irradiated at 100 mW / cm < ² > for 1 minute to 60 minutes To 50 W / cm < ² > is preferable because the effect of stabilizing the surface of liquid crystal alignment can be obtained by maximizing the photostabilization efficiency. The light irradiation step may be performed in two or more steps by varying the intensity of the applied electric field or the irradiated light.

It is preferable that the light irradiation process is performed after the application of the electric field, until the defect is minimized, and after the alignment state of the liquid crystal is stabilized.

Specifically, when an electric field perpendicular to the substrate is applied to the liquid crystal display device which has not been subjected to the photostabilization process, the liquid crystal molecules are rotated in the direction perpendicular to the electric field, and the transmittance is increased. At this time, since the liquid crystal molecules are not formed with a pretilt angle in a specific direction, the direction of rotation of the liquid crystal is irregular depending on the region of the liquid crystal cell. Therefore, defects of the liquid crystal array are generated, which causes the characteristics of the device to deteriorate. However, if a linear polarization angle is induced in a specific direction on the surface of the liquid crystal host through the light irradiation and light reaction process as described above, and then the applied electric field is removed, the liquid crystal host has a vertical orientation for memorizing the liquid crystal pre- State. Since the orientation of the liquid crystal is stabilized in this way, the liquid crystal can have a pretilt angle, and the generation of defects can be eliminated, so that the reaction characteristics of the liquid crystal and the brightness and contrast ratio of the device can be improved. Therefore, in the case of manufacturing a liquid crystal display device using the surface stabilization technique of the liquid crystal array proposed in the present invention, that is, the method of stabilizing the liquid crystal alignment through the chemical reaction of the photoreactive organic compound of the photoreactive compound, the contrast ratio can be improved and the switching speed of the liquid crystal can be increased.

The liquid crystal display device according to the present invention manufactured by such a manufacturing method can stabilize the liquid crystal arrangement and enable linearly guiding square-by-pixel pixel-by-pixel, minimizing defects in device driving and improving the reaction speed, Optical properties. As a result, it can be applied to a variety of electro-optical devices using liquid crystal, particularly flat panel displays, such as TVs, 3D-TVs, monitors, tablet PCs, and various mobile devices.

Hereinafter, embodiments of the present invention will be described in detail so that those skilled in the art can easily carry out the present invention. The present invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein.

[ Manufacturing example  1: Preparation of oriented derivative]

( Synthetic example  One: methyl  3,4,5- tris ( dodecyloxy ) < / RTI > benzoate)

Methyl 3,4,5-trihydroxybenzoate (5 g, 27.2 mmol) and 1-bromododecane (22.8 ml, 95.2 mmol) were added to a 250 ml 1 neck round flask in purified acetone (70 ml). And potassium carbonate (18.8 g, 136.0 mmol) was added. 0.0 > 60 C < / RTI > for 24 hours. After removing all the solvent, 600 ml of distilled water was added and extracted with 300 ml of chloroform. After removing all the solvent, it was separated by column chromatography (silica, EA: n- Hexane = 1: 20 (v / v)).

¹ H NMR (400 MHz, CDCl ₃ ):? = 7.71-7.60 (s, 2H), 3.9-4.1 (t, 4H), 3.75-3.88 (s, 3H), 1.55-1.90 1.5 (m, 54H), 0.8-0.95 ppm (t, 9H).

( Synthetic example  2: (3,4,5- tris ( dodecyloxy ) phenyl) methanol Synthesis of

Methyl 3,4,5-tris (dodecyloxy) benzoate (2 g, 2.902 mmol) was refluxed in CHCl ₃ (20 ml) at room temperature to a 100 ml 1 neck round flask. Then lithium aluminum hydride (1.1 g, 29.02 mmol) was added and refluxed for 2 hours. After the reaction was completed, the reaction mixture was neutralized by adding H ₂ O (40 ml), and the pH was adjusted to 2 by acidification using 2M H ₂ SO ₄ aqueous solution. It was then extracted with CHCl ₃ (200 ml). The solvent was removed.

_{^{1 H NMR (400MHz, CDCl 3}} ): δ = 6.55-6.7 (s, 2H), 4.55-4.70 (s, 2H), 3.85-4.05 (m, 4H), 1.55-1.90 (m, 4H), 1.2- 1.5 (m, 54H), 0.8-0.95 ppm (t, 9H).

( Synthetic example  3: 4- (3,4,5- tris ( dodecyloxy ) benzyloxy) -2- 메틸렌 -4- oksobutanoic acid Synthesis of

(3,4,5-tris (dodecyloxy) phenyl) methanol (1.8g, 2.73mmol) was melted at 110 ° C and refluxed in a 100ml 1 neck round flask. After that, itaconic anhydride (0.37 g, 3.27 mmol) was added and refluxed for 12 hours. After that, n- hexane (30 ml), which had been cooled to 70 ° C, was added and the mixture was refluxed at a high rate. After that, recrystallization was performed using n- hexane.

_{^{1 H NMR (400MHz, CDCl 3}} ): δ = 6.55-6.65 (s, 2H), 6.45-6.50 (s, 1H), 5.80-5.90 (s, 1H), 5.0-5.10 (s, 2H), 3.80- 4.0 (m, 6H), 3.40-3.50 (s, 2H), 1.55-1.90 (m, 4H), 1.2-1.5 (m, 54H), 0.8-0.95 (t, 9H).

[ Manufacturing example  2: Silsesquioxane  Preparation of Derivatives]

A silsesquioxane derivative (manufactured by Hybrid Plastic Co., Ltd.) containing a methacrylate group, an acrylic group and a vinyl group as a polymerizable functional group was used.

[ Example : Manufacture of liquid crystal display device]

( Example )

A liquid crystal display was manufactured by using a substrate on which pixel electrodes (ITO) patterned in the form of untreated transparent electrodes (ITO) and fishbone respectively were used as first and second substrates.

After forming a transparent electrode (ITO) and a patterned pixel electrode (ITO) which are not patterned on the first and second substrates, the substrate is ultrasonically cleaned in distilled water using a cleaning agent, and then cleaned with acetone and isopropyl alcohol , And dried. The transparent electrodes and the pixel electrodes of the first and second substrates were assembled so as to oppose each other without any alignment treatment, and then 0.4 wt% of the oriented derivative prepared in Synthesis Example 3, A composition for forming a liquid crystal layer was prepared by uniformly mixing 0.1 wt% of a silsesquioxane derivative substituted with a silylate, 0.01 wt% of a photopolymerization initiator as a hydroperoxide, and the remaining amount of a liquid crystal host, to prepare a liquid crystal display.

The gap between the first substrate and the second substrate was maintained at 3.1 when the assembly was formed, and the injection of the composition for forming the liquid crystal layer was performed at 80 ° C, which is the isotropic temperature of the composition for forming the liquid crystal layer.

An electric field was applied to the liquid crystal display device manufactured in Example 1, and ultraviolet rays having a wavelength of 365 nm were applied to the liquid crystal display device at 30 mW / cm ² intensity for 10 minutes under an applied electric field to form the oriented and semisquioxane derivatives Polymerization was carried out to induce the surface pretilt angle of the liquid crystal and to stabilize the alignment of the liquid crystal surface.

[ Experimental Example : Measurement of performance of manufactured liquid crystal display device]

The arrangement of liquid crystal molecules was observed through a conoscopic image of the liquid crystal layer of the liquid crystal display manufactured in the above example, and the result is shown in FIG. 6A is an image before the optical stabilization process, and FIG. 6B is an image before the optical stabilization process.

Referring to FIG. 6, it can be seen that the liquid crystal display fabricated in the above embodiment exhibits very good vertical alignment both before and after the light stabilization process.

Further, the liquid crystal layer of the liquid crystal display manufactured in the above example was observed with a polarizing electron microscope, and the result is shown in Fig. 7 (a) is an image before the optical stabilization process, and FIG. 7 (b) is an image before the optical stabilization process.

Referring to FIG. 7, it can be seen that a slow response speed is shown before the optical stabilization process, but a very fast response speed is obtained after the optical stabilization process. This shows that the driving speed of the liquid crystal is improved by inducing the pretilt angle by the light stabilization process.

While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be understood that the invention is not limited to the disclosed exemplary embodiments, Of the right.

Claims (9)

Liquid crystal host,
A non-liquid crystalline group having a low affinity for the liquid crystal host, and a linking group containing a functional group capable of polymerizing and linking the non-liquid crystalline group to the liquid crystal host, Oriented derivatives, and
A silsesquioxane derivative containing a polymerizable functional group,
Wherein the oriented derivative is represented by the following Formula 3-1 or 3-2.
[Formula 3-1]
M ¹ -R ¹ -OH
[Formula 3-2]
M ² -RG ² -COOH
(3-1 or 3-2), M ¹ and M ² are each independently a lyophilic group having high affinity for a liquid crystal host chemically, and RG ¹ and RG ² each independently represent a polymerizable functional group Lt; / RTI > delete The method according to claim 1,
Wherein the lyophilic liquid crystal unit has a structure composed of a rigid-core group and a flexible chain group. The method according to claim 1,
Wherein the lyophilic liquid crystalline group is a mesogenic group. The method according to claim 1,
Wherein the linking group containing the polymerizable functional group is represented by any one selected from the group consisting of the following formulas (4-1) to (4-13).
[Formula 4-1] [Formula 4-2]

[Formula 4-3] [Formula 4-4]

[Formula 4-5] [Formula 4-6]

[Chemical Formula 4-7] [Chemical Formula 4-8]

[Formula 4-9] [Formula 4-10]

[Chemical Formula 4-11] [Chemical Formula 4-12]

[Formula 4-13]

(In the formulas (4-1) to (4-13), each of n ₁ to n ₄ is independently an integer of 0 to 10) The method according to claim 1,
Wherein the composition for forming a liquid crystal layer comprises 0.1 to 10% by weight of the oriented derivative, 0.02 to 5% by weight of the silsesquioxane derivative, and the remaining amount of the liquid crystal host, based on the total weight of the composition for forming a liquid crystal layer Lt; / RTI > An electrode forming step of forming a first electrode and a second electrode on the first substrate and the second substrate, respectively; And
The first substrate and the second substrate each including the first electrode and the second electrode are bonded to each other so that the electrodes face each other, and then the space between the first substrate and the second substrate is bonded to the space between the first substrate and the second substrate, The liquid crystal layer was formed by injecting the composition or by dropping the composition for forming a liquid crystal layer according to the first aspect under either of the first substrate and the second substrate each containing the first electrode and the second electrode in vacuo And joining the remaining substrates so that the electrodes face each other to manufacture an assembly. 8. The method of claim 7,
Further comprising the step of applying an electric field between the first substrate and the second substrate after the manufacture of the assembly and irradiating light to polymerize the oriented derivative and the silsesquioxane derivative. A first substrate and a second substrate facing each other;
A first electrode and a second electrode respectively formed on mutually facing surfaces of the first substrate and the second substrate; And
And a liquid crystal layer interposed between the first substrate and the second substrate,
The liquid crystal layer may be a liquid crystal host,
A non-liquid crystalline group having a low affinity for the liquid crystal host, and a linking group containing a functional group capable of polymerizing and linking the non-liquid crystalline group to the liquid crystal host, Oriented derivatives, and
A silsesquioxane derivative containing a polymerizable functional group,
Wherein the oriented derivative is represented by the following formula (3-1) or (3-2).
[Formula 3-1]
M ¹ -R ¹ -OH
[Formula 3-2]
M ² -RG ² -COOH
(3-1 or 3-2), M ¹ and M ² are each independently a lyophilic group having high affinity for a liquid crystal host chemically, and RG ¹ and RG ² each independently represent a polymerizable functional group Lt; / RTI >

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