TW200934827A - Liquid crystal alignment agent, and liquid crystal alignment film and liquid crystal display including the same - Google Patents

Abstract

One embodiment of the present invention provides a liquid crystal alignment agent that includes a polysiloxane polymer obtained by polymerization of the compound of the following Chemical Formula 1 and the compound of the following Chemical Formula 2, and a solvent: Chemical Formula 1 Si(R1)4 Chemical Formula 2 (R3)3 Si-(R2)n-Si(R3)3 Wherein, the definitions of R1 to R3 are the same as in the specification. The liquid crystal alignment agent has excellent merits required for a large LCD TV such as long-term reliability, high voltage holding ratio (VHR), stable pretilt angle retention, excellent liquid crystal orientation property, chemical resistance, and so on, and thereby it is possible to provide an LCD with high display quality. In addition, the liquid crystal alignment agent can be easily removed by solvent when reworking due to imperfect printing.

Description

200934827 J'Άυ p I· i . Ο 6. Description of the Invention: [Technical Field] The present invention relates to a liquid crystal alignment agent for a liquid crystal display, a liquid crystal alignment film including a liquid crystal alignment agent, and a liquid crystal alignment film. Liquid crystal display, and in particular, a liquid crystal having excellent long-term reliability, voltage holding ratio (VHR), stable pretilt angle, excellent liquid crystal positioning characteristics, and chemical resistance. The alignment agent is used, and the liquid crystal alignment agent can be easily removed (peeled off) using a solvent during rework, and a liquid crystal alignment film including a liquid crystal alignment agent and a liquid crystal display including a liquid crystal alignment film. [Prior Art] In general, the fabrication of a liquid crystal display includes the steps of: forming a liquid crystal alignment film by coating a liquid crystal alignment agent on a glass substrate on which a conductive layer of indium tin oxide is deposited and heating, and then facing each other The two substrates are combined and filled with liquid crystal ' to complete the fabrication of the liquid crystal display. In addition, p can also be bonded to another substrate opposite thereto by first injecting liquid crystal on one substrate. In particular, the fifth generation or later liquid crystal displays produced on medium and large production lines tend to adopt the method described later. A liquid crystal alignment agent is usually prepared by dissolving a polymer resin for forming an alignment film in a solvent. The polymer resin may include polyphosphonic acid (p〇iyamic acid) prepared by condensation polymerization of aromatic acid dianhydride and aromatic diamine.

Dehydrated and lysed by a sub-alcoholized P〇lyjmide, or a mixture prepared by mixing. A 200934827 However, even if only the above aromatic acid dianhydride and aromatic diamine are used to improve thermal stability, chemical resistance, mechanical properties and other properties, the complexity of electron transfer causes problems such as destruction of transparency and solubility. The electro-optical properties are destroyed. In order to solve the above problem, a conventional method is to introduce an aliphatic cyclic acid-dianhydride monomer or an aliphatic cyclic diamine (Japanese Patent Publication No. P11-84391). ). Further, ❹ introduces a functional diamine having a side chain or a functional acid-dianhydride having a side chain to increase the pretilt angle and stability of the liquid crystal (Japanese Patent Publication No. P06- 136144). Further, a vertical alignment film for vertically aligning liquid crystals and used in a liquid crystal display has been developed for use in a vertical alignment mode (VA mode) liquid crystal display panel (U.S. Patent No. 5420233). Since the vertical alignment mode liquid crystal display has a wide viewing angle and does not need to perform an alignment process such as rubbing, the vertical alignment mode liquid crystal display can realize a large display. Therefore, many of the faceplates employing the vertical alignment mode may be large displays having 40 turns or more. However, with the increase in the size of the vertical alignment mode liquid crystal display, the problem of the liquid crystal alignment ship has been confirmed. In particular, in the liquid crystal alignment agent of poly-proline, it is only 2 〇 to 7 〇% for berylation, so that even in the liquid crystal display process, the alignment film is about lion. c The process of printing and curing is performed on the left and right sides, and there are still a large number of surfaces which are not aramidized and acid groups are present on the alignment film. These uncured acid groups absorb the ionic dopants of the liquid crystals, destroying the voltage holding rate and accelerating the generation of image 6 200934827 (after-image). Even in the secretimine-aligning agent that may reach the aminization of the aminide, the polyamidide alignment agent may cause a missing material (mateml dementS). In order to be able to perform vertical alignment, a functional diamine compound having a side chain is introduced into the polymerization main chain. In this state, the hydrophobic side chain will reduce the alignment _ surface tension to provide about 8 〇. To 9 〇. High pretilt angle:: However, long chain burners (having a carbon number between 6 and 24) as the side chain of g旎 diamine may be displayed on the display when the pretilt angle is reduced due to physical impact such as liquid crystal injection. Produces dark spots. Therefore, in order to overcome the above limitations on the organic polyimine alignment film, the research of the inorganic alignment film has been conducted for a long time. The inorganic alignment film has many advantages of ruthenium as a next-generation alignment film, for example, because its physical properties are different from those of the machine alignment film, it can reduce display problems such as back image or dark spots; and it is not oxidized or generated at high temperatures. Ionic impurities. According to the inorganic deposition method, an inorganic alignment film is formed on a liquid crystal display substrate by chemical vapor deposition of ruthenium oxide or decane monomer. Further, according to the wet method, the tetraalkoxydecane monomer is condensed and polymerized in a hydrolysis manner to provide a polyoxyalkylene resin, and the polyoxyalkylene resin is dissolved in a suitable solvent to provide a conventional organic alignment film. a similar alignment solution, followed by coating the alignment solution on the substrate and hardening at a temperature between 8 ° C and 400 ° C to provide an inorganic film (Korean Patent Publication No.)

No. 1997-0062769). Inorganic deposition has the disadvantages of long deposition time, high process cost, and difficulty in application to large substrates. Conversely, the wet process can be applied to the commercial process with the brewing amine 7 is considered to be the most suitable for commercial use.

200934827 Alignment film in the same process, on the method. In particular, the use of water and an acid catalyst for hydrolysis is compared with the conventional method of condensing polymerization. A method which does not require the use of Korean Patent Publication No. NCU997-0062769 is provided. Example = make = water jr using oxalic acid and ethanol solution and will form a hetero-salt, which can be stably polymerized in the absence of colloid or sediment when oxalic acid is stable with the underlying Control its molecular weight. However, when the decane compound is disclosed in Korean Patent Publication No. J) 1997.62*769, the composition of the composition is polymerized, and then the polyoxyalkylene solvent is coated on the electrode substrate and cured to provide a film. At this time, since the film is transferred to the secret spray, when the film is damaged, the film has the disadvantage that it is impossible to carry out heavy work. Further, Korean Patent Publication No. 1997-0062769 suggests that a long-chain trialkoxy decane compound having a molar ratio of from 5 moles to 43 moles can be used based on a 1-mole tetraalkoxy decane compound. However, even if a decane compound having a long-chain alkyl group is usually introduced to increase the pretilt angle of the liquid crystal, the introduction of a large number of long-chain alkyl groups in the ruthenium alignment film does not significantly increase the pretilt angle, which is related to, for example, polyimine. The organic alignment film is different. In addition, when a long-chain alkyl group of 5 moles or more is included, ruthenium can break the crosslinking rate upon solidification and may cause pores during film formation, which may interfere with liquid crystal control and release of impurities through pores. Produce a post image. SUMMARY OF THE INVENTION 8 200934827 An embodiment of the present invention provides a liquid crystal alignment agent for use in a liquid crystal display, a liquid crystal alignment film including a liquid crystal alignment agent, and a liquid crystal display including a liquid crystal alignment film. According to an embodiment, the provided liquid crystal alignment agent has excellent long-term reliability, high voltage holding ratio (VHR), stable pretilt angle, excellent liquid crystal positioning characteristics, and chemical resistance. Sex, and it can be easily removed by solvent when heavy work is carried out. In an embodiment of the invention, the polyoxyalkylene comprises polyoxyalkylene

The compound of the above Chemical Formula 1 is a total weight of from 60 mole percent to 95 mole percent. N In one embodiment of the invention, the polyoxoxime comprises a compound of the above formula 2 having a molar percentage of from 5 moles to 40 moles based on the total weight of the polyoxime. four four

The ethoxylated benzene) benzene and the compound of the above formula - in the 'invention' of the present invention are alkoxydecanes selected from the group consisting of tetradecyloxydecane, tetraethoxydecane, propoxydecane, and tetrabutylene. The oxydecane and the combination of the above - in the present invention, the compound of the above chemical formula 2 is selected from the group consisting of hexamethoxy bismuth, bis (trioxane oxysulphate), and bis (trimethyl) Oxy oxime) ethane, bis(trimethoxy oxime) propane, bis(trimethoxy fluorene) butane, dimethoxy oxime, bis (trimethoxy argon, three (trimethoxy fluorene) ^院,二(三methoxy石夕)辛院,二(三ethoxy石夕)甲烧,二(三ethoxy石夕)乙烧,—(diethoxy ♦)峨, 二(三ethoxy Base broken) Ding Shao, two (three ethoxy Shi Xi) ship, two (three ethoxy Shi Xi) burned, two (three dreams) Geng, one ^ diethoxy hair) Xin Shao, two (described The group formed by the combination. 9 200934827

• JJ^li., KiyjyJ Compound of Chemical Formula 3···^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ a group of a base group composed of a C1 to Cl8 fluoride group, a C6 to Cl2 group, a C6 to C12 fluoroaryl group, an α to C5 group, and a C6 to C12 aryloxy group, four to Wherein f or two independently selected from the group consisting of a hydrogen group, a filament of C1 to C18, a bond of u to (3) = a group: an aryl group of C6 to C12, a fluoroaryl group of C6 to C12, a group, and four R4 Two or three groups selected from the group consisting of a hydroxyl group, an alkoxy group to C5, and an aryloxy group of C6 to C12. In an embodiment of the present invention, the compound of the above Chemical Formula 3 is selected from the group consisting of an unsubstituted alkyltrialkoxydecane, a fluoroalkyltrialkoxydecane, and combinations thereof, wherein the unsubstituted alkyltrioxane The oxoxane is selected from the group consisting of hexyltrimethoxydecane, hexyltriethoxydecane, heptyltrimethoxy, alkane, heptyltriethoxydecane, octyltrimethoxydecane, octyltriethoxydecane, ten Diyltrimethoxydecane, dodecyltriethoxydecane, =hexyltrimethoxydecane,hexadecyltriethoxydecane,octadecyltrimethoxydecane,octadecyltriethoxydecane, and The group consisting of the above combinations, the fluoroalkyltrialkoxydecane is selected from the group consisting of trifluoropropyltrimethoxydecane, trifluoropropyltriethoxydecane, heptafluoropentyltrimethoxydecane, heptafluoropentyl Triethoxy decane, tridecafluorooctyltrimethoxy decane, tridecafluoro 200934827 -7 v/A»-r•^2-, ΑΑ·octyltriethoxydecane, heptadecafluorodecyl III a group consisting of oxime oxime, heptafluorodecyltriethoxy decane, and combinations thereofIn one embodiment of the invention, the solvent comprises from 5 wt% (by weight percent) to 5 wt% of butylcellosolve, based on the total weight of the solvent. In one embodiment of the invention, the liquid crystal The alignment agent comprises cerium in a solids content of from 1% to 3% by weight. Another embodiment of the present invention provides a liquid crystal alignment film prepared by a liquid crystal alignment agent. Another embodiment of the present invention provides a liquid crystal display comprising a liquid crystal alignment film. The embodiments of the present invention are not limited to the above technical purposes, and those skilled in the art can understand other technical purposes. According to an embodiment of the present invention, there is provided a liquid crystal alignment agent comprising a polyoxetane polymer and a solvent, and the polycaxiene-fired polymer is polymerized by the compound represented by Chemical Formula 1 and the compound represented by the following Chemical Formula 2 Obtained: Chemical Formula 1

Si(R〇4 wherein 'in the above Chemical Formula 1, four R' are independently selected from the group consisting of a transradical group, an alkoxy group of C1 to C5, and an aryloxy group of C6 to C12, and the chemical formula 2 ' (Κ· 3) 3 Si-(R2)n-Si(R3)3 wherein 'in the above Chemical Formula 2, R2 is selected from the group consisting of Cl to C8

φ 200934827 The group consisting of a fluoro-hydrocarbyl group of C1 to C8, an aromatic hydrocarbon group of C6 to (3), and a fluoroaryl group of C6 to C12, and an integer of q to 8, six & independently selected from the group consisting of a group consisting of an alkoxy group of C1 to cs and an aryloxy group of C6 to C12. Another embodiment of the present invention provides a liquid crystal alignment film prepared by coating a liquid crystal alignment agent on a substrate. Still another embodiment of the present invention provides a liquid crystal display comprising a liquid crystal alignment film. In the following, other embodiments in accordance with the present invention will be described in detail. The liquid crystal alignment agent according to the embodiment of the present invention has such long-term reliability, high voltage holding ratio, stable pretilt angle, excellent liquid crystal setting property, and chemical resistance turning point, so that the Wei wire 4 has a high display. The liquid crystal alignment agent can shorten the process time, because the characteristics of the liquid crystal injection and the cleaning process in the crystal display surface (four) process are good, and the liquid crystal alignment agent can be easily eliminated without requiring additional tempering time to eliminate static electricity. . In addition, when the liquid crystal alignment film is required to be printed due to improper printing, the liquid crystal alignment agent can be easily removed by solvent. The above described features and advantages of the present invention will become more apparent from the aspects of the invention. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Exemplary embodiments of the present invention will be described later in detail. However, these 12 200934827 embodiments are for illustration only, and the present invention is not limited thereto. The liquid crystal alignment agent according to the embodiment of the present invention includes a polyoxyalkylene polymer obtained by polymerizing a compound represented by Chemical Formula 1 and a compound represented by the following Chemical Formula 2: 'Chemical Formulation> 1

C1

Si(Ri)4 wherein, the alkoxy group in the above Chemical Formula 1 to C5 and the four R groups of C6 to Chemical Formula 2' are independently selected from the group consisting of an interesting group, an aryloxy group of C12, (R3)3Si- (R2)n-Si(R3)3

Wherein, in the above Chemical Formula 2, R2 is selected from the group consisting of a C1 to C8 olefin group, a C1 to C8 fluoroolefin group, a C6 to C12 aryl olefin group, and a C12 fluoroaryl olefin group, n is 〇 An integer of up to 8, six R3 are independently selected from the group consisting of hydroxyl groups, C1 to C5, aryloxy groups of β 〇6 to 〇2. As used herein, when a specific definition is not given, the vocabulary, substituted, means that one is substituted by at least one substituent selected from the group consisting of a hydrogen group, a hydrazine to a C30 alkyl group, and a C1 to C30 halide. Alkyl, C6 to C3, aromatic, C2 to C3G, heteroaryl, C1 to C18, and the above-mentioned group ^, as used herein, when a specific definition is not given, vocabulary, Iso, meaning that the compound includes one to three heteroatoms and the remaining ring carbon atoms, / the heteroatoms are selected from the group consisting of nitrogen, oxygen, sulfur, and phosphorus atoms. It is possible to obtain the best physical properties by polymerizing the compound represented by the chemical formula 2009 in the appropriate composition, and the compound represented by the chemical formula 2. In the present embodiment, based on the total polydecane, a compound represented by the chemical formula 〇 is included in a percentage of from 6 〇mol to 95% by mole. However, in another embodiment, the compound represented by Chemical Formula 1 is included in a percentage of 70 moles to 9 moles per mole. When the polyoxoxime has a compound represented by Chemical Formula 1 within the above range, since the polyoxymethane is more expensive and more stably crosslinked, it is possible to increase the reliability of the alignment film. However, when the polyoxyalkylene has a compound represented by the chemical formula 超过 in the above range, since the chemical resistance and solvent resistance of the alignment film are excessively increased so as to be insoluble in the stripping solvent, it is impossible to carry out rework: Disadvantages. In the above formula 1, the alkoxy group may be a C1 to C5 alkoxy group such as, but not limited to, a methoxy group, an ethoxy group, a propoxy group, a butoxy group or a pentyloxy group. The alkoxy decane compound of Formula 1 may be selected from the group consisting of tetramethoxy decane, tetradecyl ethoxy decane, tetrapropoxy decane, and tetrabutoxy decane, and in another embodiment ten, Suitable as tetramethoxy Wei or tetraethoxy decane. The compound may be a combination of two or more. Further, in the present embodiment, the compound represented by Chemical Formula 2 is included in percentage to 40% by mole based on the entire polyoxyalkylene. In another embodiment, the compound represented by Chemical Formula 2 is included in a range of from 10 moles to 25 moles. When the compound represented by Chemical Formula 2 has a compound represented by Chemical Formula 2, it is possible to provide, and has an excellent printable re-reading material to find it. In the above formula 2, the alkoxy group may be an alkoxy group of Cl to C5 such as, but not limited to, an anthracenyloxy group, an ethoxy group, a propoxy group, a butoxy group or a pentyloxy group. R2 is selected from the group consisting of a C1 to C8 olefin group, a C1 to C8 fluorocarbon group, a C6 to C12 aryl hydrocarbon group, and a C6 to C12 fluoroaryl olefin group, and η is an integer of 〇 to 8. In one embodiment, r2 is more suitably a methyl or phenyl group.

烧 The alkoxylated compound having the above formula 2 includes, but is not limited to, hexamethoxydioxane, bis(trimethoxy oxime)methane, bis(trimethoxy oxime)ethane, and bis(trimethylhydrazine). ) propane, bis(trimethoxydecyl)butane, bis(trimethoxydecyl)pentane, bis(trimethoxysulfonium)hexane, bis(trimethoxydecyl)heptane, dimethoxy Dream) Xin Shao, bis(triethoxy ox), bis(triethoxy oxime) ethane, mono(diethoxy oxime) propyl ketone, di(triethoxy fluorene) butyl hydrazine, di Triethoxy oxime) pentane, bis(triethoxy 11)hexa burn, bis(triethoxyl argene;, —(-ethoxy oxime) xinyuan and bis(triethoxy shixi)benzene Further, the liquid crystal alignment agent according to the present invention includes a polyfluorene = oxygen compound by further including a chemical represented by the chemical formula 3 to meet the demand for improving the liquid crystal alignment characteristics and the pretilt angle. σ Chemical Formula 3

Si(R4)4 fluorenyl, α to cTsU /丨^Κ4 are independently selected from the group consisting of hydrogen = di 1 to C18 fluoride, ... 2 I square, C6 to C12 fluoroaryl, capped and C6 to C12 a group of aryloxy groups. Alkoxy group 15 200934827 In one embodiment, in the above Chemical Formula 3, one or two of the four R4 are independently selected from a hydrogen group, a C1 to C18 alkyl group, a C1 to C18 group, a alkyl group, and a C6 group. (1) an aryl group, a group consisting of a C6 to C12 fluoroaryl group, and two or three of the four & exemplified by an alkoxy group derived from a hydroxy group, a hydrazine to a C5 group, and an aryloxy group having a C6 to C12 group The group that constitutes. In another embodiment, in the above Chemical Formula 3, one of the four & one is selected from the group consisting of a hydrogen group, a C1 to C18 alkyl group, a C1 to C18 fluoroalkyl group, a G C6 to C12 aryl group, and a C6 to The group consisting of the fluoroaryl group of C12, and three of the four R4 are selected from the group consisting of a hydroxyl group, an alkoxy group of C1 to C5, and an aryloxy group of C6 to C12. In still another embodiment, in the above Chemical Formula 3, two of the four R4 are selected from the group consisting of a hydrogen group, an α to an alkyl group, a C1 to C18 fluoroalkyl group, a C6 to ci2 aryl group, and a C6 to The group consisting of the fluoroaryl group of C12, and two of the four R4 are selected from the group consisting of a hydroxyl group, an alkoxy group of C1 to C5, and an aryloxy group. In one embodiment, when R4 is a C1 to C18 alkyl group or a C1 to C18® fluoroalkyl group, the alkyl group is preferably a C12 to C18 long-chain alkyl group. The unsubstituted alkyl group may be a hexyl group or a heptyl group. Octyl, dodecyl, hexa- or octa-yl. The fluoroalkyl group may be a trifluoropropyl group, a heptafluoropentyl group, a heptafluoroisopentyl group, a tridecafluorooctyl group or a heptadecafluoroindenyl group. Examples of the alkoxydecane having a compound represented by Formula 3 include unsubstituted alkyl oxalate, such as hexyltrimethoxysulfonium, hexyltriethoxysulfate, heptyltrimethoxynonane, g. Triethoxy decane, octyl trimethoxy decane, octyl triethoxy decane, dodecyltrimethoxy fluorene 16 200934827 alkane, dodecyl triethoxy decane, hexadecyl trimethoxy decane , hexadecyl triethoxy wei, octadecyltrimethoxy sulphur or octadecyl triethoxy oxalate, fluoroalkyl trialkoxy decane, such as trifluoropropyltrimethoxy fluorene, three , propyl triethoxy decane, heptafluoropentyl trimethoxy decane, heptapentyl triethoxy zeshi, tridecafluorooctyl trimethoxy shixi, thirteen gas ' + tributyl triethoxy Wei, heptafluorodecyltrimethoxyhetero or heptadecafluorodecyltriethoxysulfonate. ❹ In the present embodiment, the compound represented by Chemical Formula 3 is included in an amount of from 0.01 moles to 10 moles based on the entire polyoxyalkylene. In another embodiment, the compound represented by Chemical Formula 3 is included in a range of from 1 mole percent to 5 mole percent. When the polyoxyalkylene has a compound represented by Chemical Formula 3 within the above range, the polyoxyalkylene has excellent liquid crystal alignment properties, and the pretilt angle is improved, but when the polyoxoxime has a temperature exceeding the above range The compound represented by Chemical Formula 3, the electrical properties and reliability of the alignment film are destroyed. The polymerization of the polyoxyalkylene was carried out by adding a slow acid acid to the reactor disposed together with the reflux apparatus, and the reactor was heated to 3 Torr. (: to 8 〇. (:, the solid carboxylic acid is sufficiently dissolved by stirring for 10 minutes or more. 'The acid may be any carboxylic acid as long as it can form an ester and generate water by reacting with an alcohol. Depending on the reactivity, the carboxylic acid may be a monocarboxylic acid such as oxalic acid, or a monovalent tracing acid. The type of alcohol is not limited as long as it does not form polyfluorene formed by polymerizing a decane compound. The alkane or decyl alcohol may be precipitated. According to an embodiment, the alcohol includes monovalent alcohols such as methanol, propanol, butanol, pentanol, hexanol, heptyl 17 200934827, and octanol, and such as propane diol. Or a divalent alcohol such as butane diol. As the alcohol, glycol may also be used. Examples of the ethylene glycol include ethylene glycol monomethyl ether, ethylene glycol single Ethylene glycol monoethyl ether, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol ❹ monoethyl ether, propylene glycol monoterpene scale Pr〇pyiene giyC〇i monomethyl ether), propylene glycol monoethyl ether _ (pr〇pyiene giyC〇i monoethyl ether) and hexylene glycol. Polyfluorene having an average molecular weight of 3,000 to 18 Å can be obtained by polymerization. The ruthenium oxide backbone of the alkane. The average molecular weight of the polyoxane can be easily controlled by increasing or decreasing the reaction temperature, the reaction time, the concentration of the alkoxydecane monomer, and the amount of oxalic acid. Polyoxane can be dissolved in alcohol or φ can be present in a colloidal form, but since ethanol has a low boiling point, ethanol must be removed and replaced with other solvents, so ethanol is not a suitable coating solvent. A solvent to replace the alcohol can be carried out by precipitating the solid with hexane, filtering, and redissolving, and introducing a substituted solvent having a high boiling point of i50 ° C or higher and performing distillation. And removing the alcohol. In the polyoxyalkylene, the alkoxy group may be substituted by a hydrogen group to provide dehydration by condensation polymerization to form a ruthenium-oxygen-oxime linkage, thus the solid content It may have 30 to 60 percent difference before and after polymerization. 18200934827 by

VI «^上/i 丄· V»W tb' Because poly-wei money is often composed of oxygen cut, it is possible to calculate the polymethane by calculating the number of moles in Shi Xi’s single stone The solid content in the medium. However, according to an embodiment, the polyoxyalkylene solution can be dried in a 100 CS 20 (rc convection oven for 20 to 60 minutes to obtain a solid, and then the amount of solids is measured to determine the solid content. A polysiloxane solution can be used to obtain a liquid crystal alignment agent. A liquid crystal alignment film can be prepared by coating a liquid crystal alignment agent on a substrate. The bismuth/treat agent can include N-methyl-2-indole ketone (N-methyI-2). -pyrrolidone), N,N-dimethyl acetamide, N,N-dimethyl formamide, dimethyl sulfoxide, r - Butyl lactone (r _butyr〇lactone), butoxyethanol (butylcytosolve), ethylene glycol, propylene glycol (pr0pylene giycoi), butylene glycol (butylene glycol), hexylene glycol (hexylene glycol) and based on phenols Solvents such as meta cresol, phenol, halgenated phenol, and the like. Further, the solvent may further include a poor solvent such as an alcohol, a _ class, an ester, Ether, hydrocarbon or halogenated hydrocarbon solvent as long as the solvent The polyoxyalkylene polymer can be precipitated. The weak solvent reduces the surface energy of the liquid crystal alignment film to improve the diffusion and flatness of the liquid crystal alignment agent during coating. The amount of the weak solvent in the solvent can be based on the total volume of the solvent. The amount is from 1% to 90% by volume. In another embodiment, the amount of the weak solvent in the solvent may be from 1% to 70% by volume. Specific examples of the weak solvent include those selected from the group consisting of methanol and ethanol. Isopropyl alcohol, 19 200934827

Cyclohexanol, ethylene glycol, propylene glycol, 1,4-butanediol, triethylene glycol, acetone, methylethylketone, cyclohexanone, methyl acetate, acetic acid Ethyl acetate, butyl acetate, diethyl hydroxide, malonic acid ester, diethyl ether, ethylene glycol Monomethyl ether), ethylene glycol monoethyl ether, ethylene glycol phenyl ether, ethylene glycol phenyl methyl ether, ethylene glycol phenyl Ethyl ether), ethylene glycol dimethylethyl ether, diethylene glycol dimethylethyl ether, diethylene glycol ether, diethylene glycol oxime Diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether acetate, diethylene glycol B Diethylene glycol monoethyl ether acetate, ethylene glycol methyl ether acetate, ethylene glycol ethyl ether acetate, 4-alkyl-4-methyl- 4-hydroxy-4-methyl-2-pentanone, 2-hydroxy ethyl propionate, 2-carbyl-2-mercapto-propionic acid B 2-hydroxy-2-methyl ethyl propionate), ethoxy ethyl acetate, hydroxy ethyl acetate, 2-hydroxy-3-mercaptobutyric acid vinegar (2-hydroxy) -3-methyl methyl butanoate), 3-meth〇xy methyl propionate, 3-methoxysulfonate ethyl acetate (3_meth〇xy ethyl propionate), 20 200934827 3 - ethoxylate 3-ethoxy ethyl propionate, 3-ethoxy methyl propionate, methyl methoxy butanol, ethyl methoxy butyl Ethyl (ethyl methoxy butanol), methyl ethoxy butanol, ethyl ethoxy butanol, tetrahydroiUran Dichloromethane (exit 111〇1<〇11^11&1^), 1,2-dichloroethane (1,2-(11〇111〇1*〇61113116), 1,4-two gas 1,4-dichloro butane, trichloro ethane, chlorobenzene, o-dichlorobenzene, hexane, heptane, octane, benzene, toluene One of the ethnic groups consisting of diphenylbenzene and combinations thereof. The amount of the solvent in the liquid crystal alignment agent is not limited, but the solid content of the liquid crystal alignment agent is between 1 wt% and 30 wt% (weight percent concentration) according to an embodiment of the present invention, in another embodiment, The solids content is between 3 wt0 / 〇 to 15 wt%. (in terms of weight percent), and in yet another embodiment, the solids content is between 5 wt% and 10 wt% / 〇 (weight percent concentration) . When the solid content is less than 1 wt%, the film is affected by the printing process and the film 0 is uniform. Conversely, when the solids content is higher than 3% by weight, the high viscosity will destroy the uniformity and transparency of the film during the printing process. Further, the liquid crystal alignment agent includes from 5 to 50% by weight based on the total weight of the solvent of butoxyethanol, but in another embodiment, the butoxyethanol is included in an amount of from 10% by weight to 30% by weight. When the amount of butoxyethanol is in the above range, it can shorten the drying time of the liquid crystal alignment agent and improve its distributability, thereby reducing the spots (8 ί η) during printing or drying. The liquid crystal alignment agent may include one or more of 2 to 4 epoxy-based 21 200934827 compounds to improve reliability and electro-optical properties. (9) (10) parts of the liquid crystal alignment agent may contain G.G1 to 50 parts of the production of 22 people in another embodiment 'the weight may be 1 to 30 = wall = the weight of the epoxy compound contained is more than 5 〇 Parts or more will be printed or flat. If the weight of the Wei compound contained is 〇.〇1, the effect of the epoxy compound is rather weak. Examples of antimony of epoxy compounds include, but are not limited to, tetraglycidyl

@(TGDDM), gladylgyl _4,4_diaminodiphenylidene, tetraglycidyl _4,4-diaminodiphenylpropanone, tetraglycidyl-4,4-diamino Diphenyl I and tetraglycidyl benzene. The liquid crystal alignment agent further includes a decane coupling agent or an interfacial surfactant to improve adhesion to the substrate, flatness, and coating characteristics. A liquid crystal alignment agent is coated on the substrate to form a liquid crystal alignment film. The liquid crystal alignment agent can be applied by, for example, spin coating, flex printing, ink jet printing, and the like. Flexo printing allows for optimal uniformity of the film and easy formation of larger liquid crystal alignment films. The substrate is not particularly limited, but the substrate may be a glass substrate or a plastic substrate such as an acrylic acid substrate or a polycarbonate substrate as long as the substrate is a transparent substrate. Further, in order to simplify the operation of the liquid crystal in the process, the substrate may include an indium tin oxide (ITO) electrode or the like. In order to improve the uniformity of the film, the liquid crystal alignment agent may be uniformly coated on the substrate and placed at room temperature to 200 ° C, 30 ° c to 150 ° C or 40 ° c 22 200934827, at 120 C 1 to 100 minutes. Pre-drying controls the volatilization of each component of the liquid crystal alignment agent to ensure that there is no uniform film of thickness difference. Then 'place it at 80 ° C to 30 (TC or 12 (TC to 280. (:: hot baking for 5 to 300 minutes to completely evaporate the solvent to produce a liquid crystal alignment film. The liquid crystal alignment film is in the polarized ultraviolet It can be used for liquid crystal displays after uniaxial alignment treatment such as light or rubbing, or for use in vertical alignment films or the like without uniaxial alignment treatment. 1. According to still another embodiment of the present invention, liquid crystal alignment is provided. In another embodiment, the display is a liquid crystal display. Figure 1 is a cross-sectional view of a liquid crystal display according to an embodiment of the present invention. The liquid crystal display 1 includes a lower panel 100, an upper panel 2A, and a liquid crystal layer 3. In the lower panel 100, the 'gate conductive layer includes a plurality of gate lines (not shown). And a plurality of storage electrodes 133 are formed in the An upper surface layer of a substrate 110. The insulating layer 140, the plurality of semiconductors 154, the plurality of pairs of ohmic contacts 163, 165, the plurality of source electrodes 173, and the plurality of drain electrodes 175 are formed on the gate conductive layer. a thin film transistor (TFT) A gate 124, a source 173, and a drain electrode 175, and a semiconductor 154 are formed. The germanium layer 180 is formed on the exposed semiconductor 154, the source electrode 173, the electrode 175, and the gate insulating layer mo. The individual pixel electrodes are formed on the protective layer 180. Next, the upper panel 200 will be described. 23 200934827 In the upper panel 200, the light blocking member 220 is formed on the second substrate 210. The plurality of color filter patterns 230 are formed in The second substrate 210 and the light blocking member 220, and the protective film 250 are formed on the color filter pattern 230. The protective film 25 is used to prevent the color filter pattern 230 from being exposed to the liquid crystal layer 3 to omit the protective film 250 The first liquid crystal alignment film 12 is formed on the surface of the pixel electrode 191 of the lower panel 100, and the second liquid crystal alignment film 22 is formed on the surface of the common electrode 270 of the upper panel 200. The first liquid crystal alignment film 12 and the first The liquid crystal alignment film 22 is manufactured using the liquid crystal alignment agent according to an embodiment of the present invention. Even in Fig. 1, the first liquid crystal alignment film 12 and the second liquid crystal alignment film 22 are depicted as being formed separately. to On the panel 1 and the upper panel 2, the first liquid crystal alignment film 12 and the second liquid crystal alignment film 22 may be formed in the lower panel 100 or the upper panel 200. The following examples are used to further detail the present invention. These examples should not be considered as limiting the scope of the invention. Example of gold formation: tray synthesis of polyoxyalkylene Example 1 120.9 grams of ethanol was added to a four-neck vial equipped with a reflux condenser' and 47.2 g of oxalic acid was dissolved in ethanol with stirring, followed by heating to 60 ° C and maintaining at this temperature for 30 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture containing 8.5 g of bis(triethoxysulfonium)methane and 46.9 g of tetraethoxydecane was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, 120 g of hexane 24 200934827 diol was added and distilled to remove ethanol' and then 10 wt% of a polyoxymethane solution having an average molecular weight of 17,400 was obtained. The obtained resin was named SA18-B0. Synthesis Example 2 119. 5 g of ethanol was placed in a four-necked flask equipped with a reflux condenser, and 46.7 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 60. (: and maintained at this temperature for 3 minutes. It is confirmed that oxalic acid is sufficiently dissolved in ethanol. It will contain 8.5 grams of bis(triethoxysulfonium)methane, 44.8 ® grams of tetraethoxydecane, and 3.8 grams. A mixture of octadecyltrimethoxydecane was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, 120 g of hexanediol was added and distilled to remove ethanol, and then 10 wt% was obtained. A polyoxyalkylene solution having an average molecular weight of 16,000. The obtained resin was named SA18-B1. Synthesis Example 3 172.07 g of ethanol was added to a four-volume flask equipped with a reflux condenser, and 33.6 g of oxalic acid was added. Stir and dissolve into ethanol, then heat to 6 (TC and maintain at this temperature for 30 minutes. Confirm that the oxalic acid is fully dissolved in ethanol. It will contain 6.38 grams of bis(triethoxy sulfonium) ethene, 32.25 grams. A mixture of tetraethoxy decane and 2.70 g of octadecyltrifluoride oxydecane was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, 129 g of hexanediol was added. And steaming the rest to move Ethanol, followed by obtaining a polyoxyalkylene solution having a solid content of 10 wt% and an average molecular weight of 15,800. The obtained resin was named S^18-B2 ° Synthesis Example 4 25 200934827 —» V/H·-/上/· 4Χ·ν«Λ_^ Add 191.19 grams of ethanol to the four-necked vial equipped with the reflux condenser' and dissolve 37.37 grams of oxalic acid into ethanol, then heat to 60. (: and maintain at this temperature 30 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. It contained 6 53 g of bis(triethoxy fluorene) hexagram, 35.83 g of tetraethoxy decane, and 3 gram of octadecyl triterpene. 'The mixture of oxydecane was slowly added to the oxalic acid-ethanol solution for one hour' and maintained for 4 hours. After cooling, 25 g of hexanediol was added and distilled to distill off the ethanol to obtain 10 wt%. A polyoxane solution having a solid content and an average molecular weight of 14500. The obtained resin was named SA18-B6. Synthesis Example 5 191.65 g of ethanol was added to a four-necked flask equipped with a reflux condenser, and 37.45 g was used. The oxalic acid is stirred and dissolved in ethanol. It was then heated to 60 ° C and maintained at this temperature for 30 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. 8 76 g of bis(triethoxyxanthine) hexane and 35.83 g of tetraethoxy decane were contained. And a mixture of 3.00 g of octadecyltrimethoxyoxydecane was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, 131 g of hexanediol was added and distilled to remove the ethanol. Then, a polyoxyalkylene solution having a solid content of 10 wt〇/o and an average fraction of 13,000 was obtained. The obtained resin was named SA18-B8. Synthesis Example 6 96.8 grams of ethanol was added to a four-neck vial equipped with a reflux condenser, and 37.46 grams of oxalic acid was stirred and dissolved in ethanol, followed by 26 200934827 heating to 60 ° C and maintaining at this temperature 30 minute. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture comprising 6.81 grams of bis(triethoxysulfonium)decane, 35.83 grams of tetraethoxynonane and 2 21 grams of octyltriethoxydecane was slowly added to the oxalic acid-ethanol solution over one hour. And maintain ^ hours. After cooling, 103 g of hexanediol was added and distilled to remove ethanol, and then a polyoxynitane solution having a solid content of 10% by weight and an average molecular weight of 17,000 was obtained. The obtained resin was named SA8-B1. ❹ Synthesis Example 7 95.6 g of ethanol was placed in a four-necked flask equipped with a reflux condenser, and 37.37 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 60. (: and maintained at this temperature for 3 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. It contained 681 g of bis(triethoxy fluorene) A, 35.83 g of tetraethoxy decane and 2 77 g. The mixture of cetyltriethoxylate was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, 1 gram of hexanediol was added and distilled = ethanol was removed. Then, a polyaluminoxane solution having a solid content of 1% by weight and an average molecular weight of 16400 was obtained. The obtained resin was named SA16-B1. Synthesis Example 8 ' ^ 119.5 g of ethanol was added to the apparatus equipped with a reflux condenser In a neck bottle, and 46.7 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 6 ° C and maintaining at this temperature for 3 minutes. It was confirmed that the oxalic acid was sufficiently dissolved in ethanol. 27 200934827 mixture of triethoxy hydrazine) methane, 44 8 g of tetraethoxy decane and 4.1 g of octadecyl tridecyloxydecane was slowly added to the oxalic acid-ethanol solution for one hour and maintained for 4 hours. After cooling, add 13 grams of The diol was distilled to remove ethanol, and then a polyoxo-oxygen solution having a solid content of 10% by weight and an average molecular weight of 15 Å was obtained. The obtained resin was named SAE18-B1. Synthesis Example 9 • 119.5 g Ethanol was added to a four-neck vial equipped with a reflux condenser, and 62.3 grams of acetic acid was stirred and dissolved in ethanol, followed by hydrazine to 70 C and maintained at this temperature for 30 minutes to allow the acetic acid to be sufficiently mixed. In ethanol, a mixture of 8.5 g of bis(triethoxyphosphonium)methane, 44.8 g of tetraethoxydecane and 3.7 g of octadecyltrimethoxydecane was slowly added to the acetic acid-ethanol solution over one hour. In the middle, and maintaining 72 small dozens. After cooling, 123 grams of hexanediol was added and steamed to remove ethanol and acetic acid, and then a polyxane solution having a solid content of 1 〇wt% and an average molecular weight of 9000 was obtained. The obtained resin was named as sa18_b1Ac / Synthesis Example 10 A polymer having a solid content of 10 wt〇/0 and an average molecular weight of 7,500 was prepared according to the same procedure as in the synthesis example except that 180 g of ethanol was used. Oxyalkane solution. The obtained resin was named sa18_bm. 'Synthesis Example 11> A polymer having a solid content of 10 wt% and an average molecular weight of 4000 was prepared according to the same procedure as in Synthesis Example 1, except that 240 g of ethanol was used. Oxyalkane solution. The obtained resin was named sai8_bi_2. Comparative Synthesis Example 1 114.5 g of ethanol was added to a four-necked 28 200934827- ν-> 甑 apparatus equipped with a reflux condenser, and 44.5 g of oxalic acid was stirred. Dissolved into ethanol, then heated to 60 ° C and maintained at this temperature for 30 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture containing 50.0 g of tetraethoxynonane and 3 74 g of octadecyldimethoxy carboxide was slowly added to the oxalic acid-ethanol solution over one hour and maintained for 4 hours. After cooling, 114 g of hexanediol was added and distilled to remove ethanol, and then a polyoxynitane solution having a solid content of 1% by weight and an average molecular weight of 8,300 was obtained. The resulting resin was named SA18-M0. Comparative Synthesis Example 2 146.6 g of ethanol was placed in a four-necked flask equipped with a reflux condenser, and 47.8 g of oxalic acid was dissolved in ethanol, followed by heating to 60 C and maintained at this temperature for 30 minutes. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture comprising 17.37 grams of methyltrimethoxydecane, 33.44 grams of tetraethoxy sulphur and 4.50 grams of octadecyltrimethoxylate was slowly added to the oxalic acid-ethanol solution over one hour, and Maintain for 4 hours. After cooling, 135 g of hexanediol was added and distilled to remove 'ethanol, and then a polyoxo-oxygen solution having a solid content of 1 〇 wt 〇 /0 and an average molecular weight of 17,500 was obtained. The obtained resin was named sai8_m1. Comparative Synthesis Example 3 129.5 g of ethanol was added to a four-neck vial equipped with a reflux condenser' and 50.7 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 60 ° C and maintaining at this temperature for 3 minutes. . It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture containing 8.5 g of bis(triethoxyindenyl)methane, 46.8 g of tetraethoxycluster and 9.4 g of 18-yard trimethoxycarbazone 29 200934827 was slowly added to the oxalic acid-ethanol in one hour. In solution, and maintained for 4 hours. After cooling, 119 g of hexanediol was added and distilled to remove ethanol, and then a polyoxynitane solution having a solid content of wt% and an average molecular weight of 14,000 was obtained. The obtained resin was named SA18-O10. Comparative Synthesis Example 4 125.5 g of ethanol was placed in a four-neck vial equipped with a reflux condenser, and 49.1 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 60 ° C and maintaining at this temperature for 30. minute. It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture of bis(triethoxyphosphonium)methane containing 17·g of grams, tetrakisyloxybutane of 39.5 g, and 4.1 g of tridecyltrimethoxy-infraline was slowly added with oxalic acid in one hour. In solution, and maintained for 4 hours. After cooling, 135 g of hexanediol was added and distilled to remove ethanol, and then a polyoxynitane solution having a solid content of 10 wt% and an average molecular weight of 18,000 was obtained. The obtained resin was named SA18_B2〇. Comparative Synthesis Example 5 104.5 g of ethanol was placed in a four-necked flask which was ruptured together with a reflux condenser, and 40.6 g of oxalic acid was stirred and dissolved in ethanol, followed by heating to 60 C and maintaining at this temperature for 30 minutes. . It was confirmed that oxalic acid was sufficiently dissolved in ethanol. A mixture containing 39.2 g of methyltrimethoxydecane and 4.5 g of octadecyltrimethoxydecane was slowly added to the oxalic acid-ethanol solution over one hour and maintained for 4 hours. After cooling, ui gram of hexanediol was added and distilled to remove ethanol, and then a polyoxy siloxane solution having a 固态wt% = solid content and an average molecular weight of 13 Å was obtained. The obtained resin was named SA18-M9. 30 200934827 Comparative Synthesis Example 6 A solid content of 10 wt% and an average molecular weight were prepared according to the same procedure as in Comparative Synthesis Example 5 except that 2.4 g of phenyltrimethoxydecane was used in place of octadecyltrimethoxydecane. It is a 115 矽 polyoxo-oxygen solution. The obtained resin was named SAP1-M9. Example: Electrolyte Liquid Crystal Aligning Agent Example 1 butyl cellosolve (hereinafter referred to as BC) was added to 50 g of the SA18-B0 solution obtained in Synthesis Example 1 (the solid content thereof was 10°. After wt%), the solution was filtered with a 〇2 μm filter paper to obtain a liquid crystal alignment agent (having a solid content of 5. 〇wt%, which is referred to herein as AL-SA18-B0). Example 2 50 g of butoxyethanol (butyl cellosolve 'hereinafter referred to as BC) was added to 50 g of the SA18-B1 solution obtained in Synthesis Example 2 (the solid content of which was 10.0 wt%) and stirred, followed by stirring. The solution was filtered with a 0.2 micron filter paper to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA18-B1). Example 3 50 g of BC was added to 50 g of the SA18-B2 solution obtained in Synthesis Example 3 (having a solid content of 1 〇.〇wt%) and stirred, followed by filtering the solution with a filter paper of 0.1 μm. To obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA18-B2). Example 4 31 200934827 50 g of BC was added to a 5 g of SA18-B6 solution obtained in Synthesis Example 4 (having a solid content of 10.0 wt%) and stirred, followed by filtering the solution with a 0.1 μm filter paper to obtain Liquid crystal alignment agent (having a solid content of 5.0 wt%, referred to herein as AL-SA18-B6). Example 5 50 g of BC was added to a 5 g of SA18-B8 solution obtained in Synthesis Example 5 (having a solid content of 1 〇.〇wt%) and stirred, followed by filtering the solution with a 0.1 μm filter paper. A liquid crystal alignment agent (having a solid content of 5.0 wt%, referred to herein as AL-SA18-B8) was obtained. Example 6 50 g of BC was added to 5 g of the SA8-B1 solution obtained in Synthesis Example 6 (having a solid content of 1 〇.〇wt%) and stirred, followed by a 0.1 μm filter paper solution. To obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA8-B1). Example 7 50 g of BC was added to 50 g of the SA16-B1 solution obtained in Synthesis Example 7 (having a solid content of 1 〇.〇wt〇/〇) and scrambled, followed by a 0.1 μm filter paper transition The solution was used to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA16-B1). Example 8 50 g of BC was added to 5 g of the SAE18-B1 solution obtained in Synthesis Example 8 (having a solid content of 10.0 wt%) and stirred, followed by filtering the solution with a 0.1 μm filter paper to obtain a liquid crystal alignment. Agent (having a solid content of 5.0 wt% 'herein referred to as Al_sAE18-B1). 32 200934827 Example 9 50 g of BC was added to a % g of SA18_BlAc solution obtained in Synthesis Example 9 (having a solid content of 1% by weight) and stirred, followed by filtering the solution with a 0.1 μm filter paper. A liquid crystal alignment agent having a solid content of 5.0 wt% was referred to herein as AL_SA18_B1Ac. Example 10 50 g of BC was added to 5 g of the SA18-B1-1 solution obtained in Synthesis Example 1 (the solid content thereof was 1% by weight) and mixed, and the contact was 0.1 μm. The filter paper was filtered to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL_SA18-B1-1). Example 11 50 g of BC was added to a 5 gram SA18-B1-2 solution obtained in Synthesis Example u (having a solid content of 1 〇〇 wt%) and scrambled, followed by filtration through a 0.1 μm filter paper. The solution was used to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA18-B1-2). Comparative Example 1 50 g of BC was added to 5 g of the SA18-M0 solution obtained in Comparative Synthesis Example 1 (having a solid content of 10.0 wt〇/o) and stirred, followed by a 0.1 μm filter paper. The solution was filtered to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt%, which is referred to herein as AL-SA18-M0). Comparative Example 2 50 g of BC was added to 50 g of the SA18-M1 solution obtained in Comparative Synthesis Example 2 (the solid content thereof was i〇.〇wt%) and stirred, followed by filtering the solution with a 0.1 μm filter paper. To obtain a liquid crystal alignment agent (the solid 33 200934827 content was 5.0 wt%, which is referred to herein as AL-SA18-M1). Comparative Example 3 50 g of BC was added to 50 g of the SA18-O10 solution obtained in Comparative Synthesis Example 3 (the solid content thereof was 10.0 wt%) and stirred, and then the solution was filtered with a 0.1 μm filter paper to obtain a liquid crystal. An alignment agent (which • has a solids content of 5.0 wt%, referred to herein as AL-SA18-O10). Comparative Example 4 50 50 g of BC was added to 5 g of the SA18-B20 solution obtained in Comparative Synthesis Example 4 (the solid content was lo o wt 〇 / 0) and mixed, followed by 0.1 μm. The filter paper was filtered to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt/hr, which is referred to herein as AL-SA18-B20). Comparative Example 5 50 g of BC was added to 5 g of the SA18-M9 solution obtained in Comparative Synthesis Example 5 (the solid content thereof was 1 〇〇wo/.) and stirred, and the enthalpy was 0.1 μm. The paper was passed through to the solution to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt% 'herein referred to as AL_SA18-M9). ❹ Comparative Example 6 50 g of BC was added to 5 g of the SAP1-M9 solution obtained in Comparative Synthesis Example 6 (having a solid content of 1% by weight) and stirred, followed by filtration through a 0.1 μm filter paper. The solution was used to obtain a liquid crystal alignment agent (having a solid content of 5.0 wt% 'herein referred to as AL-SAP1-M9). Evaluation of printability 舆 reworkability Each of the liquid crystal alignment agents obtained from Examples 1 to 11 and Comparative Examples J to Comparative Example 6 was coated in a size of 1 Gcm-cm 34 200934827 Indium tin oxide (Ιτ〇) The glass is spin coated to have a uniform thickness of 10 μm. The glass was then placed on a 8 (rc hot plate for desolvation process and at 21 (rc) for the sample to provide the sample. According to the naked eye and the optical microscope, the sample was observed and clothed and curled ( R〇lling_up) characteristics to determine the printability of the liquid crystal alignment agent. The results of the printability analysis are shown in the following Table 1. ❹ In addition, in order to measure the reworkability, the possibility of being stripped by solvent The TS-204 solvent was dropped into the same sample as used in the above printability analysis to rework the film, wherein the TS 2 〇 4 solvent was manufactured by Korea Polyol, and it was carried out under 7 Torr and monitored for complete removal. The time required for the liquid crystal alignment film. The results are also shown in the following table. Liquid crystal orientation of the liquid crystal alignment film _Pomelo is a liquid crystal cell for measuring the liquid crystal alignment characteristics of the liquid crystal alignment agent. The method of manufacturing the liquid crystal cell is as follows. The lithography process patterned a standardized ITO substrate to remove a ® portion of ITO ' leaving only a 1.5 cm χ 1.5 cm square IT 〇 and an electrode for supplying voltage ΙΤ Each of the liquid crystal alignment agents obtained from Examples 1 to 11 and Comparative Example 1 to Comparative Example 6' was coated and spin-coated on the patterned ruthenium substrate to have a thickness of 0.1 μm and made at 7 〇°c and 210 ° C. Curing the cured ITO substrate at a specific angle and specific energy in an exposure machine (Ushio LPUV, UIS-S2021J7-YD01). 35 200934827 Two such substrates are face to face so that The directions exposed by the two are opposite (vertical alignment mode, 90 degrees) and combined so that the square ribs of the two have the same shape, and the cell spacing __ between the upper and lower portions is maintained at 4.75 micrometers. In the middle, the light source is a 2 kW deep ultraviolet ultraviolet lamp, UXM-2000. The obtained cells are filled with liquid crystals, and then the liquid crystal alignment characteristics are observed by a vertically polarized microscope. The results are shown in the following table. Pre-tilt fish of liquid crystal alignment film In order to analyze the pretilt angle, another liquid crystal cell having a cell pitch of 50 μm was fabricated by a method different from the above. Preparation and measurement according to the crystal rotation method with a cell pitch of 5 The micron-sized liquid crystal cell was used to measure the pretilt angle of the liquid crystal alignment agent obtained from Example 1 to Example u and from Comparative Example 丨 to Comparative Example 6. The results of the pretilt angle are shown in Table 1 below. 'Liquid Crystal Alignment Film雩 舆 辞 _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ _ Electrical and optical properties of the alignment film. The electrical characteristics such as the voltage-penetration curve, the voltage holding ratio, and the residual DC voltage are combined with the optical characteristics as follows. The voltage-transmission curve is one of important electrical and optical characteristics, and it determines the driving voltage of the liquid crystal display. This is a standard curve when a voltage is applied to the liquid crystal cell by the amount of transmittance, by setting the lightest state of the light to 100% and the darkest state of the light 36 200934827 to 〇%. The voltage holding ratio is determined by the floating liquid crystal layer (with external power supply) in the active matrix thin film transistor liquid crystal display (n_vematrixTFT_LCD), and the angle at which the voltage is not selected. The value is ideal when it is close to 100%. The residual DC voltage indicates the voltage applied to the liquid crystal layer by the ionized impurities absorbed onto the alignment film and the crystal layer when no external voltage is applied. The smaller the value ® is, the closer it is to the ideal value. A general method for measuring the residual DC voltage includes using a flicker and using an electrical capacity changing curved line (C-V) of a liquid crystal layer according to a DC voltage. Further, in order to measure the reliability of the liquid crystal alignment film under long-time driving, the liquid crystal alignment film is supplied with a voltage at a high temperature for up to 5 Å or more, and the degree of decrease in the measurement voltage retention rate. The results of the electrical and optical characteristics of the liquid crystal alignment film which was obtained by using the liquid crystal cell are shown in Table 2 below. 〇37 200934827 Table 1 Polyoxane liquid crystal alignment agent printability reworkability (minutes) liquid crystal alignment characteristic pretilt angle (.) Synthesis Example 1 Example 1 Good 4 Good 88 Synthesis Example 2 Example 2 Good 3 Good 90 Synthesis Example 3 Example 3 Good 5 Good 89 Synthesis Example 4 Example 4 Good 5 Good 89 Synthesis Example 5 Example 5 Good 5 Good 89 Synthesis Example 6 Example 6 Good 5 Good 89 Synthesis Example 7 Example 7 Good 4 Good 89 Synthesis Example 8 Example 8 Good 4 Good 89 Synthesis Example 9 Example 9 Good 3 Good 89 Synthesis Example 10 Example 10 Good 3 Good 89 Synthesis Example 11 Example Π Good 3 Good 89 Comparative Synthesis Example 1 Comparative Example 1 Cannot be stripped well 89 Comparative Synthesis Example 2 Comparative Example 2 Good 5 Good 90 Comparative Synthesis Example 3 Comparative Example 3 Good 6 Good 89 Comparative Synthesis Example 4 Comparative Example 4 Not Good 4 Bad 88 Comparative Synthesis Example 5 Comparative Example 5 Not Good 5 Not Good Comparative Synthesis Example 6 Comparative Example 6 Not Good 3 No Good not carried out 38 200934827 Table 2 Voltage holding ratio ❹ 矽 Polyoxane liquid crystal alignment Qi voltage holding rate decreased

Comparative Synthesis Example 4 Comparative Synthesis Example 5 Comparative Synthesis Example 6 Comparative Example 6 As shown in Table 1, the examples 1 to 'agents have good printability, vertical orientation characteristics, optical orientation characteristics, and pretilt angle, and thus they can be used as liquid crystals. Orientation film. 39 200934827, as shown in Table 2, the liquid crystal alignment agent according to Example 1 to Example η has a light scalar rate of 99% or even more, and its miscellaneous money is small. The electricity (4) holding rate of Qing Yu DC is the reference index of the students after the film is finalized. When the voltage holding ratio is increased and the residual DC voltage is reduced k, it has excellent post-image characteristics. Therefore, it can be understood that the liquid crystal alignment agents according to Examples 1 to 11 have better back image characteristics according to the liquid crystal alignment agents of Comparative Examples 1 to 6. ❹太路 The present invention has been disclosed in the above embodiments, but it is not intended to limit the present month, and any of the technical fields in the prior art have the usual smoke and smoke saying that there is no, without departing from the spirit and scope of the July. BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a liquid crystal according to an embodiment of the present invention. A section of the invention is not limited to the scope of protection of the invention, and the scope of the patent application is attached to the scope of the patent application, which is based on the simple description of the model. Figure [Main component symbol description]

1 : liquid crystal display 3: liquid crystal layer 12 · first liquid crystal alignment film 22: second liquid crystal alignment film 100: lower panel 110: first substrate 124: gate 133: storage electrode 140: gate insulating layer 200934827 154: semiconductor 163, 165: ohmic contact layer 173: source electrode 175: drain electrode 180: protective layer 191: pixel electrode 200: upper panel 210: second substrate 220: light blocking member 230: color filter pattern 250: protective film 270: Common electrode

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Claims (1)

❹ ❹ 200934827 , the scope of application for patents: i. - liquid crystal alignment agent, including: into the poly-wei compound, obtained by polymerization of the chemical substance represented by the chemical formula 1 and the compound represented by the following chemical formula 2; And a solvent; Chemical formula 1 Si (R〇4 a it, in the above Chemical Formula 1, four R1 are independently selected from the group consisting of a thiol group consisting of a thiol group, a oxy group, and an aryloxy group of C6 to ci2. -(R2)n-Si(R3)3 wherein 'in the above Chemical Formula 2, R2 is selected from the group consisting of a gas-dilute hydrocarbon group of CUC= to C8, a fluoroaromatic hydrocarbon group of C6 to C12, and a fluoroaromatic hydrocarbon group of C12 The six sites in which n is 〇 to 8 are selected from the group consisting of an M group, an alkoxy group of clsC5, and an aryloxy group of C12. 2: A liquid crystal alignment agent according to the above-mentioned item of the patent application, Stone (milk) (four) compound package (four) the total weight of the polyresin compound = 1 mole percentage to 95 moles (four) with _ chemical formula ^ ^ 匕 3 · as claimed in the scope of application of the liquid crystal alignment Agent, the oxy-fired polymer comprises a chemical formula of == percentage to 4% of the total weight of the polyoxo-oxygenated polymer The liquid crystal alignment agent according to the above aspect of the invention, wherein the compound of the above chemical formula 1 is a tetrakidoxy group, which is selected from the group consisting of tetramethoxy cerium and tetraethoxy. a group of the above-mentioned compounds of the formula 2, wherein the compound of the formula 2 is selected as the liquid crystal alignment agent according to the above aspect of the invention. Free hexamethoxy bismuth, bis(trimethoxy sulphide), bis(trimethoxy sulphate) yin, bis(trixyloxy sulphate), succinium (trimethoxy sulphate) (三曱氧石夕) 戊烧,二(三曱氧石夕)#已烧,二(三methoxy石夕) 庚烧,二(三曱氧石夕) 辛烧,二(三ethoxy的梦) simmering, bis(triethoxy 7)ethane, bis(triethoxy sulphate), bis (triethoxy) butyl, di(triethoxy) sputum, di A group consisting of triethoxy sulphate, bis (triethoxy sulphate), bis (triethoxy sulphate) singe, mono(diethoxy fluorene) benzene, and combinations thereof.The liquid crystal alignment agent of the present invention, wherein the polyoxo-oxygenated polymer further comprises a percentage of 0.01 胄 to 1〇 based on the total weight of the polyoxopolymer. a compound having the following formula 3: a chemical formula 3 'Si(R4)4 wherein, in the above chemical formula 3, four r4 are independently selected from a hydrogen group, a C1 to C18 succinyl group, and a C1 to C18 halane. One or two of the four groups & groups consisting of an aryl group of C6 to C12, an aryl group of C6 S C12, a transalkyl group, an alkoxy group of C1 to C5, and an aryloxy group of C6 to C12 Selected from an argon group, a C1 to ci8 alkyl group, a C1 to C18 fluorine 43 ❺ 10 200934827 fen, a C6 to C12 aryl group, and C6 to α = and two or three of the four R4 are selected from: The base group = the base of the oxime and the aryloxy group of the C6 to C12 to the C5. 7. In the liquid enthalpy of the formula described in claim 6, the compound of the formula 3 is selected from the group consisting of Burning = wherein the unsubstituted silk trioxide alkoxy is selected from the group consisting of hexyl, = dioxo Wei, base == stone; f octyl dimethyl decane, octyl triethoxy decane Twelve bases and three groups = base stone court, twelve base triethoxy Wei, hexadecyl trimethoxy dream, = hexyl triethoxy decane, octadecyl trimethoxy decane, octadecyl triethoxy a group consisting of a decane and a combination thereof, the fluoroalkyltrialkoxydecane being selected from the group consisting of trifluoropropyltrimethoxydecane, trifluoropropyltriethoxydioxane, heptafluoropentyltrimethoxynonane, Heptafluoropentyltriethoxydecane, tridecafluorooctyltrimethoxy decane, tridecafluorooctyltriethoxydecane, heptadecafluorodecyldimethoxy sulphur, heptadecyl fluorenyl The group consisting of ethoxylate and the combination of the above. 8. The liquid crystal alignment agent according to claim 1, wherein the solvent comprises from 5 wt% to 50 wt% of butylcellosolve based on the total weight of the solvent. 9. The liquid crystal alignment agent according to claim 1, wherein the liquid crystal alignment agent comprises 1 wt%/〇 (weight percent concentration) to 30 wt% solid content 0 10. a liquid crystal alignment film, The liquid crystal alignment agent according to any one of the items 1 to 9 of the present invention, which is disposed on the substrate. A liquid crystal display comprising the liquid crystal alignment film according to claim 10 of the patent application. 45