TW201213397A - Liquid crystal alignment agent for phase difference film, and liquid crystal alignment film for phase difference film, and phase difference film and producing method thereof - Google Patents

Abstract

The object of this invention provides a liquid crystal alignment agent capable of forming liquid crystal alignment film for a phase difference film, the phase difference film having the phase difference film and being excellent in liquid crystal alignment properties and thermal stability and a producing method thereof; wherein the liquid crystal alignment agent can perform a photo-alignment even if low level radiation and it does not need a heating step under and after irradiation. This invention provides a liquid crystal alignment agent for the phase difference film, which comprises [A] a polyorganosiloxane having a photo-alignment group. The photo-alignment group is preferably a group having cinnamic acid structure.

Description

201213397 SUMMARY OF THE INVENTION [Technical Field] The present invention relates to a liquid crystal alignment agent for a retardation film, a liquid crystal alignment film for a retardation film, a retardation film, and a method for producing the same. [Prior Art] Liquid crystal displays (LCDs) are widely used as display elements of LCDs and various monitors, such as STN (Super TWisted Nematic) type TN (Twisted Nematic)

Nematlc)), IPS (In pUne Switching), VM Vertically Aiigned, and pSA (Polymer Sustained Alignment) (see Patent Documents i and 2) ). Various optical materials are used in the liquid crystal display device, and a retardation film is used for the purpose of eliminating display coloring and eliminating the viewing angle dependency such as display color and contrast according to the angle of view (see Patent Document 3). And 4). At present, a retardation film is produced by a stretching step of a plastic film, and a phase difference film having more complicated optical properties is produced by hardening a polymerizable liquid crystal. In this method, in order to align the polymerizable liquid crystal molecules with respect to the substrate surface in a predetermined direction, a method of providing a liquid crystal alignment film on the surface of the substrate is generally employed. The liquid crystal alignment film is usually formed by rubbing a surface of an organic film formed on the surface of the substrate in a certain direction by a cloth such as nylon. However, if the rubbing treatment is performed, dust or static electricity is easily generated in the step. Therefore, dust adheres to the surface of the liquid crystal alignment film, which may cause display failure. Further, in the rubbing treatment, since the limitation of the manufacturing steps is large, it is difficult to precisely control the liquid crystal alignment direction in an arbitrary direction. 201213397 Therefore, compared with the polarized light or the non-directional method on the surface of the substrate (refer to | dust or electrostatic treatment, in addition, the display side of the image can be viewed by any other one in the existing technique which is arbitrarily large on the board. The polarized glasses obtained by the respective methods can be seen as the polarized projection images obtained in different directions, or the polarized light formed on both sides of the light mirror is synthesized. However, as a method different from the rubbing treatment It is known that a photosensitive film such as a polyvinyl cinnamate formed by irradiation is irradiated with radiation of polarized light, and a light distribution imparting liquid crystal alignment ability is given to 5 to 15). According to the light alignment method, "there is no occurrence of" liquid crystal alignment which can achieve uniformity. Moreover, the friction is in any direction and the liquid crystal alignment direction is precisely controlled. At the time of radiation irradiation, a plurality of regions having different liquid crystal alignment directions can be formed at one base by using a photomask or the like. However, there is a problem that it is necessary to heat and concentrate the amount of exposure when irradiating radiation during surgery (see Patent Document 16). In recent years, technologies for displaying 3D images have become popular, and displays for home 3D images are gradually becoming popular. As a drawing, for example, Patent Document 17 describes a method of using polarized glasses having a lower diaphragm: an image having a different polarization state in the image for the right eye and a left, and a polarized state of only the right eye and the left eye. Image (refer to Patent Document 17). This stereoscopic image is not flickering, and a stereoscopic image can be observed by wearing a lightweight and inexpensive observer. In the above-described image for the right eye and the image for the left eye, a prior art is used. For the projection display, two are used, and the images of the two are superimposed on the screen to form a stereoscopic image. By using an image of a semi-transparent mirror or a deflecting device, or by arranging the substrate and the parent pixel differently, 'two images that are different for the polarized axis are usually placed at the same time 201213397' must be required two In the case of the polarized image of the left-eye image, there is a polarizing layer in the form of a mosaic, and the polarizing layer in the form of a mosaic is used as the polarizing layer. The method of light in Patent Document 18, etc. However, the thermal stability of the photopolymer layer is based on such a problem, and the liquid crystal alignment agent for a film is excellent in film and thermal stability. [Prior Art Literature] [Patent Literature The device display shows that the images are different from each other, and the image can be formed into a pattern. The polarized light is qualitatively undesirably opened between the liquid crystals and can be used in the image of the device. The display shows that the phase difference of the three-dimensional micro-scale pattern is large enough for the photosensitive incident to be fully full. An alignment agent can be precisely controlled, which is disadvantageous for forming a front image of the prior art polarizing axial phase device of the right eye. The amount of irradiation for manufacturing the polymer layer is sufficient. The production is highly effective and is formed in a household image, which is known to be mutually orthogonal, and the pattern phase method is employed, and the anti-phase wave pattern is formed.例 和 例 例 例 例 例 例 例 例 5 5 5 5 5 5 5 5 5 5 5 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 20 Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. 2000-195. [Patent Document No. 1] Japanese Patent Laid-Open Publication No. 2000-1441 No. 2012-13397 [Patent Document 1] Japanese Patent Laid-Open No. 2000-3 195 10 Bulletin [Patent Document U] Day Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. No. 2, No. 3, No. 3, No. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. 2, No. 2, No. 2, No. 2, pp.专利 8 8 8 专利 专利 专利 专利 专利 专利 专利 专利 专利 [ [ [ [ [ 发明 发明 发明 发明 发明 发明 发明 发明 发明 [ [ [ ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] ] A liquid crystal alignment agent capable of forming a liquid crystal alignment film for a retardation film, a phase difference ruthenium film having the liquid crystal alignment film for the retardation film and excellent in liquid crystal alignment property and thermal stability, and a method for producing the same, wherein the liquid crystal alignment agent is less The radiation irradiation can also be optically aligned, and no heating step is required at the time of irradiation and after irradiation. [Means for Solving the Problem] The present invention has been made in order to solve the above problems, and is a liquid phase alignment agent comprising [A] a polyorganosiloxane having a photo-alignment group (hereinafter also referred to as "[A] photo-aligned polyorgano-oxygenated gas,,). Since the liquid crystal alignment agent contains [A] photo-aligned polyorganophosphorus, the optical alignment of two sensitivities can reduce the alignment. In addition, since the liquid crystal alignment agent does not require a heating step at the time of radiation irradiation and after irradiation, it is possible to efficiently produce a phase difference thin film of 201213397. In addition, since polyorganosiloxane is used as the main wire 颂'Therefore, the retardation film formed by the liquid crystal alignment agent has excellent chemical stability and thermal stability. In the liquid crystal alignment agent, the above optical alignment property and a · τ Χ彳 为 are cinnamic acid a group of structures. As a photo-alignment group, it is estimated that θ ''

Or a derivative thereof as the I j % group of the cinnamic acid structure of the basic skeleton, whereby the phase formed by the liquid crystal alignment agent and the left ruthenium film have higher photoalignment properties. The group of the ruthenium is preferably a group consisting of a group derived from the compound represented by the following formula (1) and a group derived from the compound represented by the formula (2) ( Hereinafter, the compound represented by the following formula (1) and the compound represented by the formula (2) are also combined.

At least one selected from the leaves, and selected is referred to as "specific cinnamic acid derivative", (in the formula (1), 'R1 is a phenylene extended cyclohexyl group. The base, sub"/local, subtriphenylene or phenyl group a part or all of a hydrogen atom which may be a di-triphenylene group or a cyclohexyl group, a carbon atom which may have a hydrocarbon atom: a 4 1 to 10 alkoxy group having a carbon number of 10, and a fluorine atom 201213397 = Substituting eR2 is an integer of a single bond, a chain-burning diyl H-sulfur atom having a carbon number of 3, -CH=CH-, and _NH_m〇c〇e 疋~, wherein when a is 2 or more, Rl#〇r2 Each:: the same 'may be different. R3 is a fluorine atom or a cyano group. 6 is a beautiful one. 'R4 is a phenyl or a cyclohexyl group. Some or all of the i-like states of the phenyl or exfoliating ring can be carbonized. Atomic number * Bu 1 (Bao rmei 3% of the alkyl group, the number of carbon atoms is 1~1G chain or ring 2;:, gas atom or alcohol group substitution °R5 is a single bond, the number of carbon atoms is Bu: When the middle two is 2 or more, '~ each can be the same, or the second can be ~4 integer. R7 is an oxygen atom, .9 Λ. /, medium, with a connection key and R8 connection. R; Ϊ .2 shell Scent of the price a group, a divalent alicyclic group, a divalent heterocyclic group 〇 (CH V* fused / yl group. R9 is a single bond, -〇c〇-(CH2)f·* or 彳~心: The connection of the number band... and the enemy group are connected. f and 〗 are the same or different.) The group of the above-mentioned cinnamic acid structure can be further improved by using the base ring from the upper derivative. In the liquid crystal alignment agent, it is a group consisting of a condensate having an epoxy group and a dimerization = a preferred product: water; and a hydrolyzed formula (1) a reaction product of a compound and a γ species selected from the group selected from the above group to: =. In the liquid crystal alignment agent 201213397, by using a polysiloxane having an epoxy group The reactivity between the oxime and the cinnamic acid derivatives can easily lead to a side chain group derived from a specific cinnamic acid derivative having a photo-alignment property in a polyorganism as a main chain. The liquid crystal alignment agent preferably further contains [B] from poly-proline, polyamidamine, B: If-unsaturated, 4, and 4, and no light. At least one polymer selected from the group consisting of an organic group of an organic group (hereinafter also referred to as "[B] other polymer"). When these [b] 2 polymers are contained 'In the liquid crystal alignment film for a retardation film formed of the liquid crystal alignment agent, a polyorgano oxy-oxygen is apparently present in the vicinity of the surface layer. Therefore, by increasing the content of other polymers, even the liquid crystal is reduced. The content of polyorganic oxy-combustion of the alignment needle also causes the polyorganisms to exist on the surface of the alignment film in an uneven manner, so that sufficient liquid crystal alignment can be obtained. Therefore, 'in the present invention' can reduce the manufacturing cost. The content of the polyorganooxygen in the liquid crystal alignment agent is such that the production cost of the liquid crystal alignment agent can be lowered. Preferably, the liquid crystal alignment agent further comprises [c] a acetal ester structure having two or more knuckles, a ketal ester structure of a carboxylic acid, a hydrazine hydride of a carboxylic acid, and a m acid. a compound of the structure of the genus of the genus (hereinafter, sometimes referred to as "the compound of the [C] diterpene structure") which is extracted from the group consisting of the three-stage structure. The liquid crystal alignment agent is used. Containing [c]Acetate 7 compound 'produces acid in the firing step (post-baking), resulting in cross-linking of the [A] photo-aligned polyorganosiloxane, thereby increasing the phase difference The liquid crystal alignment agent preferably further contains [D] a solvent represented by the following formula (6) (hereinafter sometimes referred to as "[D] solvent"),

Rdl-COO-Rd2 (6) (In the formula (6), Rdl is an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, a phenyl group or a benzyl group. The group may have -0- between carbon-carbon bonds. Rd2 is a monovalent organic group having 1 to 8 carbon atoms). When the liquid crystal alignment agent contains a [D] solvent having a specific structure of an ester group, the adhesion between the liquid crystal alignment agent and the retardation film substrate can be improved. The liquid crystal alignment agent preferably further contains a solvent which is [E] resistant to the substrate for a retardation film (hereinafter sometimes referred to as "[E] solvent"). When the liquid crystal alignment agent contains an [E] solvent having silver intrusion property to the substrate for a retardation film, the adhesion between the liquid crystal alignment agent and the retardation film substrate can be further improved. The liquid crystal alignment agent preferably further contains [F] a compound containing a group having a polymerizable carbon-carbon double bond (hereinafter also referred to as "[F] compound"). When the liquid crystal alignment agent contains the [F] compound, the adhesion to the phase difference film substrate or the liquid crystal layer can be further improved. The liquid crystal alignment agent is suitably used for forming a liquid crystal alignment film by a photo-alignment method, in particular, a liquid crystal alignment film used for the production of a retardation film. Further, in the present invention, it is preferable to include a liquid crystal alignment film for a retardation film containing two or more regions having different liquid crystal alignment directions, and a retardation film having the liquid crystal alignment film for the retardation film. The method for producing a retardation film according to the present invention comprises the steps of the following steps: -11 -. The radiation exposure in the room requires a heating step. High in nature, and the above-mentioned step (2) includes the radiation in the lower ~~ direction, and the first party and the 201213397 (1) coating the liquid crystal alignment agent for the retardation film on the substrate; (2) the coating film a step of irradiating the radiation to impart a liquid crystal alignment capability to form a liquid crystal alignment film for a dislocation film; (3) a step of at least partially cooling the liquid crystal of the liquid crystal alignment film for the retardation film, and (4) applying a polymerizable liquid crystal In the production method of the present invention, even if the light is misaligned, the retardation film can be efficiently produced at the time of irradiation and after irradiation, and the production cost is reduced. Further, in the present invention, it is also suitable to include a method of manufacturing a retardation film having different phase difference regions in 3D video use. The above step (2) of the method includes the following steps: α" 1 (2-1) the step of irradiating the coating film with radiation in the first direction, and extinguishing the liquid crystal alignment ability; and the coin - (2-2) pair Part of the coating film

An, ‘,,, and the radiation in the first direction, which is different from the first direction, is further given to the first 骒. Liquid crystal alignment ability in the second direction. In addition, as another manufacturing method step: / (2-1 ') a step of irradiating the coating film with the liquid crystal alignment ability (2 2 ) at a portion of the coating film which is not irradiated with radiation at least: The radiation in the second direction different from the first direction, the step of imparting the night crystal alignment ability to the second side. Step-by-step cloth is also directed to the direction of the direction. *12-201213397 [Effect of the invention] By the liquid crystal alignment agent for a phase difference film of the present invention, even a small amount of radiation can be optically aligned, and at the time of irradiation and after irradiation No heating step is required. Therefore, the liquid crystal alignment film for a retardation film using the liquid crystal alignment agent for a retardation film and the retardation film have excellent liquid alignment and thermal stability. In addition, the retardation film excellent in liquid crystal alignment property and thermal stability can be easily and reliably produced by the method for producing a retardation film of the present invention. [Embodiment] <Liquid crystal alignment agent for retardation film> The liquid crystal alignment agent for a retardation film of the present invention contains [A] photo-matching South polyorganosiloxane. Due to the optical alignment of the [A] photoalignment polyorganosiloxane, the sensitivity of the alignment can be reduced, and the light is required for the alignment of the crystal crystallization agent and Zhao Zhao.

^ No: The step of heating is required, so that the retardation film I can be efficiently produced, and the thermal stability is excellent. In addition... 曰 thick film liquid crystal alignment and polymer, [C] containing brewing ~? The alignment agent is preferably a compound containing a W other person σ 、, a [D] solvent, an [E] solvent, or a mouthwash, and may be added to the two components as long as the effects of the present invention are not impaired. The following 'details' to [Α] photoalignment: polymer, [C] vinegar-containing compound, barrier compound [^], and optional ingredients are described in detail. Luo agent <[A] photoalignment polyorganooxane> [A] photoalignment polyorgano oxime, condensation of hydrolysate and hydrolyzate thereof: at least one of dimeric organic stone As a part of the main chain μ ′···························································· Suitability, when cinnamic acid has its derivative from the above-mentioned special biphenylene group, sub-three to be burned by the carbonogen 1~10 is 1~3 • C Ο 〇- or _, Ri and or fL The base has a good sensitivity to light alignment, and is excellent in liquid crystal alignment property of a low retardation film. Further, oxoxane is used as a main chain, so that the liquid crystal alignment agent has excellent chemical stability and thermal stability. The photo-alignment group can adopt a group derived from the light-aligning group, and examples thereof include a group containing a azobenzene group containing azobenzene or a lunar column thereof, and a cinnamic acid structure containing cinnamic acid or a cross-linking skeleton. Included as a basic skeleton a ketone group, a dibenzophenone group containing a dimer as a basic skeleton, a coumarin-containing group containing a living organism as a basic skeleton, and a polyanilin-containing structural group containing a pseudo-organism as a basic skeleton If a high alignment ability and a guide are considered to be a group containing cinnamic acid or a derivative thereof as a basic bone structure, the structure of the group of the cinnamic acid structure is not particularly limited as long as it contains the cassia as a basic skeleton, and the cassia is relatively limited. a group of an acid derivative. Further, R1 is a stretching, a dibiphenyl group or a cyclohexylene group. A part of the hydrogen atom of the phenyl group, the biphenyl group or the cyclohexylene group or an alkyl group having a number of 1 to 10 a carbon atom having a fluorine atom, a fluorine atom or a cyano group. R2 is a single bond, a bond dienyl group, an oxygen atom, or a sulfonium CO-. a is an integer of 〇~3, wherein a is R Each of them may be the same or different. R3 is that b is an integer of 0 to 4. Light-irradiated derivatives of various derivatives or awkward ketones have a cocoa bean, a polypeptone, etc. The skin acid or good for the stupid base, the Asian Union stupid all can be counted as Carbon atom Ί, 2 or more Fluorine atom -14-201213397 The compound represented by the above formula (1) may, for example, be a compound represented by the following formula.

(1-1) (1-2) (1-3)

(1-19) (1-20) -15- 201213397 where 'as R1 is preferably unsubstituted extension! π &玖 is a phenyl group substituted by an alkyl group having 1 to 3 carbon atoms; a rare bond of a single bond, an oxygen atom or -CH2 = CH2-. b is preferably 0 to 1. a A 1 U Shi Ma 1~3蚪’ b special# is 0. In the above formula (2), 'R4 is a phenylene group or a cyclohexylene group. A part or all of the hydrogen atom of the stabilizing group/cyclohexylene group may be a chain or a cyclic alkyl group having 2 to 1 ring carbon atoms, or a chain 5 ring alkane having a carbon number of 1 〇. Oxygen, fluorine atom or cyano group substitution. R5 is a single bond, a carbon atom or an alkanediyl group having a number of 1 to 3, an oxygen atom, a sulfur atom or -NH_. c is an integer of '1'. In the case where the 〇 is 2 or more, the ruler 4 and the hans 5 may each be different from each other. R6 is a fluorine atom or a cyano group. 4 is 〇~4 integer. V is an oxygen atom, -COO, * or -OCO person, with a connection chain of ‘‘*,, and =. R8 is a 2 (tetra) aromatic group, an alicyclic group of 2 4 ja, a divalent heterocyclic group or a divalent fused ring group. R9 is a single bond, _〇c〇_(CH+3 or -〇(CH2)g·*. Among them, the bond of the band is bonded to the carboxyl group. f^fg Do not use an integer of 1 to 10. e is 0~ In the case where e is 2 or more, each of r7 and R8 may be the same or different. Examples of the compound represented by the above formula (2) include the following formulas (2-1) to (2_2). ) Compound Q- shown

CO

-CH=CH (2-1 Q· -16- 201213397 (wherein Q is a chain-like or cyclic alkoxy group having a number of carbon atoms of U1〇 of 1 to 1 〇, = ^^ And the formula (2) is the same as defined in the formula (2). The conventionally known method for the combination of a ruthenium atom or a ruthenium on a specific cinnamic acid derivative is specifically limited to, for example, (1) under the test conditions, The synthetic step of the ring skeleton compound and acrylic acid: the south atom substitution of the stupid reaction, to obtain the specific auspicious ... in the presence of the catalyst, so that the stupid ring of hydrogen atoms are replaced by _ sub, (11) in the test condition substituting a compound of a ring skeleton, in the transition:: an acid reacts with a dentate to form a specific cinnamic acid derivative; a method: the presence of a catalyst is freely polyorgano-oxygenated in [A] a photo-aligned polyorganosiloxane The hydrolyzate and the group containing the hydrolyzate thereof are selected from the group which is constituted by the # /, ^ compound in its own part, as long as it has a portion derived from a structure which can be specifically defined. , there is no] first alignment polyorganosiloxane containing this 艚 6 6 山 * 有 中 : Ψ垸a portion of at least one selected from the group consisting of a hydrolysate and a condensate of the hydrolyzate thereof, a group of a directional compound: a shoulder of the above-mentioned light distribution as capable of bowing λ u . · 51 into the above-mentioned photo-alignment group structure, such as carboxyl group, epoxy group, amine group, several groups, riding base 1 base, 醯 = example Φ, such as 杲老由, * Ninja version of the storm, etc." [ A] The photo-matching "Ease of preparation" is preferably an epoxy group. The tropic polyorganosiloxane, preferably selected from the group consisting of polyorganic: oxy-fired, hydrolyzed product thereof and water = The composition of the compound (1) and/or the above formula (1) and/or the product of the above formula (1) is sometimes referred to as "a polyorganosiloxane having an epoxy-17-201213397 group". In the liquid crystal alignment agent, the polyorganosiloxane and the specific cinnamic acid derivative 7 having a compound having no compound can be easily reacted in a polyorganosiloxane having a ring gas as a main chain. a group of an oxo-specific cinnamic acid derivative. Into a polyorganosiloxane having an epoxy group as described above, as long as θ oxane When the epoxy group is introduced as a side chain, there is no particular organic hydrazine. The polyorganosiloxane having a % oxy group is preferably a polyorganosiloxane having a hydrazine as a structural unit shown, and a hydrolyzate I thereof. At least one selected from the group consisting of condensates of the following formula (3) is a hydrolyzate X1 Ί ' (3) -Si - 〇

I Y1 octagonal monovalent organic group having an epoxy group. = a oxy group having a carbon atom number of W0, a dialkyl group or an aryl group having 6 to 20 carbon atoms). Further, the poly-hydrolyzed condensate having the structural unit represented by the above formula (3) is not only the hydrolyzed shrinkage between the polyorganic (tetra)-burning: human 'and = is included in the formula (3) Hydrolysis of structural unit: In the process of producing a polyorganosiloxane, the concept of a hydrolyzed condensate in the case where the polyorgano-11 oxygen obtained by the above-mentioned formula (3) has the structure of the above formula (3) . The χ1 in the above formula (3) is not particularly limited as long as it is a group having an epoxy group, and examples thereof include a group containing a glycidyl glycidyloxy group and an epoxycyclohexyl group. As the ‘speaking (XMm(XL2), the car is down -18- 201213397

(In the formula (X1-:!), A is an oxygen atom or a single bond. h is an integer of 1 to 3 and is an integer of 0 to 6. Here, when i is 0, A is a single bond. Formula (XL2) Where j is an integer of 1 to 6. In the formulas (X]-l) and (XL2), the connection key is respectively indicated. Further, among the epoxy groups represented by the above formulas (X^1) and (X1-2), a group represented by the following formula (X^11) or formula (X1-]-), (X1 - 1 -1 ) number. Good car

(In the formula (3M-1) or the formula (X1·^-::), the linkage is shown.) In the above formula (3), Y1 in the formula (3) is, for example, a group having 1 to 10 carbon atoms. Examples of the alkyl group having 1 to 20 carbon atoms include a fluorenylethyl group, a n-propyl group, a n-butyl group, a n-pentyl group, a n-hexyl group, a n-heptyl octyl group, and a fluorene group. Base, n-decyl group, n-dodecyl group, n-tridecyl group, fifteen-burning base, n-five-burning base, n-hexadecyl group, n-seven-burning base, eighteen-burning base, positive nineteen base, The octadecyl group, etc.; alkoxy group, positive, positive, positive -19-201213397 The aryl group having 6 to 20 carbon atoms, for example, a phenyl group or the like can be mentioned. The polyorganosiloxane having a lyooxy group has a polystyrene-equivalent weight average molecular weight (Mw) as measured by gel permeation chromatography (GPC) of preferably 500 to 1 Torr, more preferably I'oooqojoo, particularly preferably 1,000 to 5,000 °. In addition, the Mw in this specification is a GP (: measured polystyrene-converted value). Manufactured by Tosoh, TSKgelGRCXLn Solvent: Tetrahydrofuran Temperature: 40 °C Pressure: 6.8MPa β is called / π "U The stone stalk compound with ring-shaped alleys, or the old and ancient flying people with % rolling base decane compound and The mixing of the morphological compound (9)' is preferably carried out by hydrolysis, hydrolysis or condensation synthesis in the presence of a suitable organic solvent: ° ° catalyst as the above-mentioned compound having an epoxy group. Propyltrimethoxy sulphate, 3' glycidyl sulphate propyl diethoxy decane, 3 - glycidyloxypropyl methyl dioxylate, 3 - glycidyloxypropyl methyl Diethoxy # glycidyloxypropyl dimethyl methoxy oxalate, % 2 shout Propyl dimethyl ethoxylate, 2_(3,4·epoxycyclohexyl: methoxy sulphur, 2-(3, epoxycyclohexyl)ethyltriethylene: Shi Xi-20- 201213397 As the above-mentioned immortal/the decane compound, for example, tetrachloroanthracene, tetradecyloxy, yttrium, tetraethoxy decane, tetra-n-propoxy decane, tetraisopropoxy oxime, Tetra-n-butoxy oxime, tetra- or two-butoxy oxime, two-gas sulphide i, saponin* lacyl decane, triethoxy decane, tri-n-propoxy zephyr, triisopropoxy & pebbles, tri-n-butoxy decane, tri- or two-butoxy sylvestre, I trichlorobenzene, sulphur, fluorotrimethoxy decane, fluorotriethoxy fluorene, fluorotri-n-propyl It is a violent alkane, a fluorine triisopropoxy decane, a fluorine tri-n-butoxy decane, a fluorine three-stage butyl decane, a methyl trichloro decane, a methyl dimethoxy sulphide, and a _, Piece of β-diethoxy sulphur, methyl tri-n-propoxy oxalate, methyl diisopropyl g * an internal gas decane, decyl tri-n-butoxy decane, methyl-butoxy sulfonium &;, 2_(tri-Imethyl)ethyl Gas, 6, 2-(trimethylmethyl)ethyltrimethyl ketone, 2-(trifluoromethyl)ethyltriethoxydecane, 2-(trifluoromethyl)ethyltri-n-propoxy矽, 2-(trifluoromethyl)ethyl triisopropoxy oxime, calcined, 2-(trifluoromethyl)ethyl tri-n-butoxy fluorene, 2-(tris-methyl)ethyl Second-order butoxydecane, 2 (perfluoro-n-hexyl)ethyltrioxane, 2-(perfluoro-n-hexyl)ethyltrimethoxydecane, 2-(perfluoro-n-hexyl)ethyltriethoxydecane, 2-(Perfluoro-n-hexyl)ethyltri-n-propoxy decane, 2-(perfluoro-n-hexyl)ethyltriisopropoxydecane, 2-(perfluoro-n-hexyl)ethyltri-n-butoxy decane, 2_(perfluoro-n-hexyl)ethyl di-secondary butoxydecane, 2-(perfluoro-n-octyl)ethyltrichlorodecane, 2-(perfluoro-n-octyl)ethyltrimethoxy decane, 2_ (Perfluoro-n-octyl)ethyltriethoxydecane, 2-(perfluoro-n-octyl)ethyltri-n-propoxylate, 2_(whole rat n-octyl)ethyldiisopropoxylate Burning, 2-(perfluoro)-n-octyl)ethyltri-n-butoxy-oxan, 2·(perfluoro-n-octyl)ethyltri-n-butoxy Shi Xizhuo, hydroxy-mercaptotrix, hydroxymercaptotrimethoxydecane, ruthenium. 201213397 ethyltrienyl trisole, olefin hydrazine, propylene, alkane, sulfobutene Isobutylbutoxy propylene triisobutyl butyl trimethyl fluorenylmethylbutoxy dimethyl sulphate oxime, transmethyl methyl n-propoxy decane, hydroxy oxime isopropoxide Methyl tri-n-butoxy oxime, hydroxy hydrazine secondary butoxy decane, 3-(methyl) propylene methoxy propyl trichloro sulfonium 3-(methyl) propylene methoxy propyl trioxane Base decane, (meth) propoxy propyl triethoxy decane, 3-(indenyl) propylene methoxy propyl trioxy decane, 3-(methyl) propyl methoxy propyl triiso Propoxy 矽 3-(methyl) propylene methoxy propyl tri-n-butoxy decane, 3-(methyl) methoxy propyl tri-n-butoxy decane, 3- mercaptopropyl tri-gas 3 _ s-propyl propyl trimethoxy sulphate, 3 _ wei propyl propyl ethoxylate 琉 琉 琉 琉 三 正 正 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 3, propyl tri-n-butoxy money, 3 also Propyl trioxide, sulphate, succinylmethyl trimethoxy ketone, sulfhydryl sulphate, triethylene sulphate, triethyl sulphide, vinyl trimethoxy, b = oxy money, Dilute tri-n-propoxy 11-burn, ethylene-trimethoxydecane, vinyl: r-n-butyl chloride, a butyl decane, a vinyl tribasic nesane, allyl = gas decane, Comb anthracyl propyl tridecyloxy decane, earth diethoxy oxime, dilute propyl bis ^ ^ 丞 正 正 正 丙 矽 烯 烯 烯 烯 烯 ^ ^ ^ ^ ^ ^ Oxydecane, (tetra)propyl: monooxy sulfonate, phenyl trichloroacetate, stupid triad - ethoxy decane, stupid oxy oxane, benzene, phenyl di-n-T & Diisoxyloxy-n-n-butyl-butanyl decane, phenyl tri-dioxane, methyl butyl decane, methyl dimethoxy decane, decyl di-n-propoxy 矽 h 〇 decyl decane , decane, decyl diisopropoxy decyl oxime, fluorenyl __ ^ methyl-ortho- ortho-butoxy decane, methionyl dimethoxy fluorene f - gas pit, 疋一曱基Ethoxy decane, dimethylhydrazine Α- 201213397 dimethyldi-n-butyl) [2-(perfluoro-n-n-propyloxy oxime, dimethyldiisopropoxy decane, oxydecane, dimethyl Di- or 2-butoxybutane '(methyloctyl)ethyl]dioxane, (indenyl)[2-(perfluoro-n-octyl)ethyl]dimethoxydecane, (methyl)[2- (All Dunn-octyl)ethyl]diethoxydecane, (methyl)[2-(perfluoro-n-octyl)ethyl]di-n-propoxydecane, (methyl)[2-(perfluoro-positive Octyl)ethyl]diisopropoxydecane, (fluorenyl)[2_(perindolyl)ethyl]di-n-butoxydecane, (methyl)[2_(perfluoro-n-octyl) Di-2-butoxy decane, (fluorenyl)(3_Whicylpropyl)dichlorodecane, (methyl)(3-sulfopropyl)dimethoxydecane, (meth)propyl ) ethoxy decane, (methyl) (3 - decyl propyl) di-n-propoxy decane (methyl) (3 decyl propyl) diisopropoxy decane, (methyl) (3 _ Mercaptopropyl)-n-butoxy decane, (methyl)(3-mercaptopropyl)di-2-butoxy decane, (fluorenyl) Vinyl)dioxane, (meth)(vinyl)dimethoxydecane, (fluorenyl)(vinyl)diethoxydecane, (fluorenyl)(vinyl)di-n-propoxydecane, (Methyl)(vinyl)diisopropoxydecane, (methylvinyl)di-n-butoxydecane, (fluorenyl)(vinyl)di-dibutylbutane decane, divinyldioxane, two Vinyl dimethoxy decane, - alkenyl diethoxy decane, divinyl di-n-propoxy decane, di-s-isopropoxy oxime, divinyl di-n-butoxy oxime, Divinyldi-2-butoxydecane, diphenyldioxane, diphenyldimethoxydecane, diphenyldiethoxydecane, diphenyldi-n-propoxylate-2-phenyl Diisopropoxy decane, diphenyl di-n-butoxy decane, monophenyl-di-butoxy decane, gas dinonyl decane, decyl dimethyl decane, ethoxylated dimethyl decane, Gas tridecyl decane, bromotrimethyl sulfonate, trimethyl decane decyl, decyloxytridecyl decane, ethoxy tri-23- 201213397 曱 矽浼N-propoxy trimethyl decane, isopropoxy trimethyl decane, butoxy trimethyl decane, secondary butoxy trimethyl decane, tertiary butoxy monomethyl decane, (gas) (vinyl) dimethyl decane, (decyloxy) (vinyl) monomethyl decane, (ethoxy) (vinyl) dimethyl decane, (gas) (methyl) bis-j-decane, ( A decane compound having a fluorene atom such as (meth))(methyl)diphenyl decane or (ethoxy)(methyl)diphenyl decane. The product name can be exemplified by, for example, KC-89'KC-89S'X-21-3153'X-21-5841'X-21-5842' X-21-5843, Χ-21-5844, .X -2 1-5845, X..21 -5846, X-21-5847 > X-21 -5848 > X-22-160AS 'X-22-170B ' X-22-170BX, X-22-170D , X-22-170DX, X-22-176B, X-22-176D, X-22-176DX, X-22-176F, X-40-2308, X-40-265 1, X-40-2655A, X-40-267 1, X-40-2672, X-40-9220, Χ-40-9225, X-40-9227, X-40-9246, X-40-9247 'X-40-9250, X -40-9323, X-41-1053, X-41-1056, X-4 1-1805, X-41-1810, KF6001, KF6002, KF6003, KR212, KR-213, KR-217, KR22 0L, KR242A , KR271, KR282, KR300, KR311, KR401N, KR500, KR510, KR5206, KR5230, KR5235, KR9218, KR9706 (above, Shin-Etsu Chemical Co., Ltd.);

Glass Resin; SH804, SH805 'SH806A, SH840, SR2400, SR2402, SR2405, SR2406, SR2410, SR2411, SR2416, SR2420 (above, Toray Dow Corning); FZ3711, FZ3722 (above, Japan UNICAR) ; -24- 201213397 DMS-S12 OMS-S15 OMS-S21 OMS-S27 OMS-S31 ' DMS-S32, DMS-S33, DMS-S35, DMS-S38, DMS-S42, DMS-S45, DMS-S51, DMS -227, PSD-0332, PDS-1615, PDS-993 1, XMS-5025 (above, chisso);

Methyl silicate MS51, Methyl silicate MS56 (above, Mitsubishi Chemical Corporation);

Ethyl Silicate 28, Ethyl Silicate 40, Ethyl Silicate 48 (above, COLCOAT); GR100, GR650, GR908, GR950 (above, Showa Denko) and other partial condensates. Ϊ́ί二,, he 7 ------ -'~~1 ί π 状 丨 丨 丨 丨 问 问 问 问 问 问 问 问 问 问 问 问 的 的 的 的 的 的 的 的 的 的 的 的 的 的 的 ' ' ' ' ' ' Base stone kiln, methyl trioxetane, decyl triacetin, 3-(methyl) propylene methoxy propyl tridecyl decane, % (methyl) propylene methoxy propyl Triethoxydecane, vinyl trimethoxy decane, vinyl diethoxy decane, allyl trimethoxy decane, allyl diethoxy decane, phenyl trimethoxy decane, phenyl tri Ethoxylated fluorene:: 3-phenylpropyltrimethoxy decane, 3 mercaptopropene quinone-G ritual crater, mercapto decyl trimethoxy decane, decyl decyl triethyl «. m ^ oxygen Cornerstone Xi'an

Dioxadecane or dimethyldiethoxylate. T The epoxy group-containing polyorganism used in the present invention introduces a sufficient amount of a side chain having photo-alignment, and the introduction amount of 1 ' ', is not excessive, and suppresses side reactions and the like. :] The oxo group is preferably H) 0 g / mol ~ 10,000 g / mol, and the epoxy equivalent is ~1,000 g / mol. Therefore, in the synthesis of the hexamethylene-15-201213397 alkane is preferably used as a ratio of the decane compound having an epoxy group and other decane compounds, thereby obtaining the obtained polyorganic stone. The epoxy equivalent of the oxy-oxygen is in the above range. Specifically, it is preferred to use enamel from τ 4+ 〇 9 other decane compounds relative to the total amount of oxiranes and other hard compounds having an epoxy group. /. ~ 50% by mass, more preferably used for 5 mass% ~ 3 〇 quality. ,. . 2 is a compound which can be used in the synthesis of a polyorganosiloxane having a cyclodecyl group, and examples thereof include a hydrocarbon compound, a ketone compound, a snoring compound, an alcohol compound and the like. For example, as the above hydrocarbon compound, for example, anthracene, diphenyl or the like can be cited. Formazan can be exemplified by, for example, methyl ethyl hydrazine or methyl isobutyl hydrazine: column i: ', diethyl ketone, cyclohexyl _ et al; as a confusing, can be alcohol monoterpene _ acetic acid Λ from § different intentions, C2 as the above shout,: lift dioxybutyl acetic acid ', milk ~, etc.; ethyl ... Γ = two:: : base ether, ethylene glycol II ~ $ burnt; as the above alcohol, Taiwan t π, Syria, such as 1-hexanol, 4-methyl its 0. This list of 〇〇ΤΙ 2 - pentanol, ethylene glycol monomethyl An anthraquinone ethyl ether, ethylene glycol star τ methyl ketone ether, ethylene glycol monool early methyl ether, C- & butyl ether 'c, which is preferably non-aqueous, fixed 'b' N-propyl ether, etc. Those that combine two #尺. These solvents can be used in single 3^ $, β 〇^ or more. Early alone or mixed relative to 1 〇〇 々 々 入 入 入 入 入 入 入 入 入 入 入 « « « « « « The compound, has; ^^ λα is preferably 1 〇 | ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' ' Relative = ΐΐ 气 gas-based gathering倍摩尔至100倍摩尔, / 〇Μ 烷 5 5, preferably 0.5, more preferably 1 times 摩尔 ~ 3 〇 莫 。 -26- 201213397 as the above test, titanium compound as the above hydrogen Potassium oxide, methylate, etc. As the above-mentioned ethylamine, the second-stage, the second-amine amine diethylamine, the sulfhydryl group D, the hydrogen hydride, considering the stabilizing propylamine, the tri-n-tri-amine, the hydrogen-oxygen as the It is preferred to produce a metal base as a catalyst for hydrolysis, condensation stability, or organic oxygenation and a specific conductor alignment group. The reason is as described in (1995). For example, a metal compound, an organic compound, a wrong compound, or the like can be used. Examples of the metal compound can be exemplified by sodium hydroxide, sodium oxyhydride, potassium decoxide, sodium oxylate, and potassium ethoxide. Ethylamine, Paihu, Brigade ' „ ～ 匕 匕 疋 疋 疋 α α α α 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机 有机Dragging the machine's secondary amine; 曱基录寻有机四级钱魄努 ^ , . From the viewpoint of the reaction of the organic hydrazine, it is preferably an organic quaternary four-organic organic compound such as triethylamine, tri-n-butylamine, 0-butyrene, 4-lane m-mercaptoaminopyridine or the like. Ammonium salt. A catalyst, a compound or an organic base in the presence of a polyorganooxime having an epoxy group. The target polyorganosiloxane is obtained at a high speed by using a side reaction such as an open alkali such as an alkali metal or an organic energy, and is preferably used. Further, the ruthenium of the present invention containing a reactant of an epoxy group-containing polyorganophosphoic acid derivative synthesized by using an alkali metalation as a catalyst is particularly excellent in storage stability.

Chemical Reviews, Vol. 95, No. wo!), it is presumed that if the hydrolysis or condensation reaction compound or organic face is used as a catalyst, no -27-201213397 can be obtained. Structure, ladder structure or dragon structure oxygen burning. It is presumed that the ratio of the polyorganoquinone having a small proportion of other polymers to be described later in the composition for the present invention is small, and the organic semiconductor alignment of the antimony-sintering is suppressed. It inhibits the decomposition of the alcohol base and the condensation reaction of the abalone compound, which results in excellent storage stability. As a catalyst, especially good rabbits; ^ ... inch to horse organic base. The amount of the organic base to be used varies depending on the type of the organic test, the reaction conditions, and the like, and can be appropriately set. The specific amount of the organic base is, for example, preferably 0.01 times by mole to 3 Torr, and more preferably 0.05 times by mole to 1 mole per mole of the total decane compound. The hydrolysis or hydrolysis or condensation reaction in the production of a polyorganooxy siloxane having an epoxy group is preferably carried out by dissolving a decane compound having an epoxy group and other money compounds used as needed in an organic solvent. The organic base is mixed with water and heated by, for example, an oil bath. . In the case of 'hydrolysis or condensation reaction, it is desirable that the heating temperature of the oil bath is preferably ι 3 〇 c or less, more preferably 4 〇 C to 100 ° C, preferably σ heat for 05 hours to hours, more preferably from 1 hour to 8 hours. When heated, the mixture can be stirred or placed under reflux. After completion of the reaction, it is preferred to wash the organic solvent layer separated from the reaction liquid by using water. In the washing, in the case where the washing operation is easy, it is preferred to wash by a water solution containing a small amount of salt, for example, an aqueous solution of ammonium nitrate of about 2% by mass. The washing is carried out until the aqueous layer after washing is neutral, and then the organic solvent layer is dried with anhydrous sulfuric acid @, molecular sieve f desiccant as needed, and the solvent is removed to obtain the desired polyoxyalkylene having an epoxy group. -28- 201213397 In the present invention, 'as a quotient of a polysiloxane having an epoxy group... For this commodity, the gas pit can be DMS-E01, DMS_E12 J, for example, S-E21, EMS-32 (for j· company) and so on. , work, chisso [A] photo-aligned poly-oxygenated compound can be encapsulated with oxygen (4) hydrolyzate formed by hydrolysis of oxygen itself (4) Knife / and from poly-organisms with epoxy groups Hydrolysis is a part of the hydrolysis condensate. As the constituent material of the above-mentioned part: = the solution and the hydrolysis condensate may be prepared in the same manner as the hydrolysis and condensation conditions of the epoxy group; <[A] Synthesis of photo-aligned polyorganosiloxane], [A] polyorgano-oxygenated compound used in the present invention, by using the above-mentioned polyorganosiloxane having an epoxy group And specific cassia organisms, preferably reacted in the presence of a catalyst. The amount of the specific cinnamic acid derivative used herein is preferably 〇〇〇ι Mo, W Mo, and more preferably 0.01 Mot to 5, based on the epoxy group of the polyorganophone. Mohr, particularly preferably 莫5 mol and β 'Wu, as the above catalyst, a known so-called hardening accelerator which promotes the reaction of an organic base or an epoxy compound and an acid anhydride can be used. The organic base may be the same as the above-mentioned organic base; and the hardening accelerator may, for example, be mercaptodimethylamine or 2,4,6-tris(dimethylaminomethyl) a tertiary amine such as phenol, cyclohexyldimethylamine or triethanolamine; -29-201213397 2-mercaptoimidazole, 2-n-heptyl imidazole, 2-n-undecylimidazole, 2-phenylimidazole, 2 -Phenyl-4-mercaptoimidazole, 1-benzyl-2-mercaptoimidazole, 1-benzyl-2-phenylimidazole, 1,2-dimercaptoimidazole, 2-ethyl-4-indolyl Imidazole, 1-(2-cyanoethyl)-2-mercaptoimidazole, 1-(2-cyanoethyl)-2-n-undecylimidazole, 1-(2-cyanoethyl)- 2-phenylimidazole, 1-(2-cyanoethyl)-2-ethyl-4-methylimidazole, 2-phenyl-4-methyl-5-hydroxydecylimidazole, 2-phenyl- 4,5-bis(hydroxyindenyl)imidazole, 1-(2-cyanoethyl)-2-phenyl-4,5-bis[(2'-cyanoethoxy)indolyl]imidazole, 1 -(2-cyanoethyl)-2-n-undecylimidazolium trimellitate, 1-(2-cyanoethyl)-2-phenylimidazole rust trimellitate, 1- (2-cyanoethyl)-2-ethyl-4-indolyl imidazole rust trimellitate, 2,4-diamino-6-[2 - mercapto imidazolyl-(indenyl)]ethyl-s-triphthyl, 2,4-diamino-6-(2'-n-undecylimidazolyl)ethyl-s-triterpene, 2, 4-Diamino-6-[2'-ethyl-4'-methylimidazolyl-(indenyl)]ethyl-s-triterpene, 2-mercaptoimidazole isomeric cyanuric acid adduct, Isocyanuric acid addition of 2-phenylimidazole and isomeric cyanide of 2,4-diamino-6-[2'-mercaptoimidazolyl-(indenyl)ethyl-s-triterpene An imidazole compound such as an acid adduct; an organic phosphorus compound such as diphenylphosphine, triphenylphosphine or triphenylphosphite; gasified benzyltriphenyl scale, tetra-n-butyl bromide, and ruthenium bromide Triphenyl scale, ethyltriphenyl bromide, n-butyl triphenyl bromide, tetraphenyl bromide, ethyl triphenyl scale iodide, ethyl triphenyl squarate, four N-butyl fluorene, Ο-diethylphosphorus dithiosulfate, tetra-n-butyl benzotriazole salt, tetraphenyl quaternary tetraphenyl borate, tetra-n-butyl benzoic acid tetrafluoroborate, a four-stage scale salt such as tetra-n-butyl quaternary tetraphenylborate; a diazo-bicycloalkene such as 1,8-diazabicyclo[5.4.0]undecene-7 and an organic acid salt thereof; - Compound gasification type Promoting the heat of the sun and other pro-yl money 〇c mass polyethylene. Hour deposit 201213397 zinc octoate 'tin octoate' acetonitrile aluminum complex, etc. » tetraethylammonium bromide, tetra-n-butylammonium bromide, tetra-n-butyl chloride, etc. Boron compound such as boron or triphenyl borate, such as zinc hydride, vaporized tin, etc.; and fluorenyldiamine, an addition of an amine and an epoxy resin, and other high melting point dispersion type latent hardening promotion The above-mentioned imidazole compound, organophosphorus compound and the surface of the quadruple agent are covered with a polymer to form a microcapsule injection; 'amine salt type latent hardening accelerator; Lewis acid salt, Bronsted acid salt plasma polymerization Among the catalysts such as a hardening accelerator and the like, a catalyst such as tetraethylammonium bromide, vaporized tetraethylammonium or vaporized tetra-n-butylammonium is preferably used as a catalyst, relative to 1 GG by mass. The organic cerevisiae is preferably 100 parts by mass or less, preferably 100 parts by mass, particularly preferably 0.1 parts by mass to 20 parts, and the reaction temperature is preferably 0. (: ~200t, more preferably as a reaction time of 40%, "~50 hours to 2 hours". [A] A photo-aligned polyorganosiloxane can be synthesized as needed. As the organic solvent, it can be enumerated. A hard-type latent pyrolysis-type hardening accelerator such as an organometallic tetraethyl sulfonate, an amine such as an amine, and a sulphate-like sulphate, etc., having an epoxy group is preferably 0. 〇1 The mass fraction is 5 〇C~150', more preferably 0.5 in an organic solvent such as a hydrocarbon compound-31-201213397, an ether compound, an ester compound, a ketone compound, a guanamine compound, an alcohol compound, etc. Among them, an ether compound and an ester compound The compound is preferably from the viewpoints of the solubility of the raw material and the product and the easiness of purification of the product. The concentration of the solvent in the solid content concentration (the ratio of the mass of the component other than the solvent in the reaction solution to the total mass of the solution) is preferably The above-mentioned 7 〇 mass is not particularly limited as the amount of 5 〇 〇 〇 作为 作为 光 光 光 光 光 光 光 光 光 光 光 光 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有 没有Better !, _~〕 〇, 〇〇〇, more preferably 3'00G~15'0〇〇«> by this molecular weight, the ancient body of this kind has a good orientation from the liquid crystal alignment film. And stability. [Α] Photo-aligned polyorganooxymethane is a ring-opening addition derived from a specific cinnamic acid-derived oxy group, and a structure derived from a specific cinnamic acid derivative is introduced into a polysiloxane having an epoxy group. This method is an extremely suitable method from the aspect of the introduction rate of the structure of the chlorpyrifos acid derivative. In the present invention, the following formula (4) can be used within a range that does not impair the effects of the present invention. The compound 仏1 is used in place of a part of the above specific cinnamic acid derivative. At this time, the octagonal octagonal π^]-aligned polyorganosiloxane can be obtained by having an epoxy group. The base t-organooxazepine is reacted with a specific cinnamic acid and the following formula (4). A mixture of compounds of the compound is R10-R11__R12 (4) as Rio in the above formula (4), ^ « ... , Preferably, it is a base or alkoxy group having a carbon number of 8 to 20, or a carbon atom of a gold sigh of 4 to 21 The fluoroalkyl group or the fluoroalkoxy ' 32 - 201213397 group. Preferably, n11 is a single bond, M_cyclohexylene or an anthracene, and a 4-phenyl group. R12 is preferably a carboxyl group. As the above formula (4) The compound shown by the following formula (4-1) - (4-3) is mentioned, for example.

C2F5—c3h6—0 (4-1) (4-2) •COOH (4-3) The compound represented by the above formula (4) can cause the active site of the [A] photoalignment polyorgano-oxane It helps to improve the stability of the liquid crystal alignment agent. In the present invention, when a specific cinnamic acid derivative is used together with the compound represented by the above formula (4), the total use ratio of the specific cinnamic acid derivative and the compound represented by the above formula (4) is relative to that of the oxime The epoxy group of the organic alkane has a molybdenum-M-mole, more preferably 〇〇ι Moer~i Moer' further preferably 〇〇5mole~"Moole The amount of the compound represented by the above formula (4) is preferably 5 〇 mol with respect to the total amount of the specific cinnamic acid derivative, and is preferably 25 mol% or less. If the above formula (more than 50 mol% in proportion), there is a problem that the usability of the compound which may not be produced is lowered. 、, alignment in the day-to-day alignment film <[B] other polymer> -33- 201213397 The liquid crystal alignment agent can contain [B] other polymers as suitable components. As other polymers of [B], polyacetamide, polyamine, ethylenically unsaturated compound polymer, and no photo-alignment group can be cited. When at least one polymer selected from the group consisting of organic siloxanes contains these other polymers [B], it is indicated that the liquid crystal alignment film for a retardation film composed of the liquid crystal alignment agent is uneven in the vicinity of the surface layer thereof. Polyorgano oxy-oxygen. Therefore, by increasing the content of the polyorgano oxyhydrogen in the liquid crystal alignment agent by adding other polymers, the polyorganosiloxane is unevenly present on the surface of the alignment film, It is possible to have sufficient liquid crystal alignment. Therefore, in the present invention, the content of the high-concentration polyorgano oxy-oxygen in the liquid crystal alignment agent can be reduced, and the production cost of the liquid crystal alignment agent can be reduced. Proline The tetracarboxylic dianhydride and the diamine compound can be reversed. Examples of the tetracarboxylic dianhydride include aliphatic tetracarboxylic anhydride, alicyclic tetracarboxylic dianhydride, and aromatic tetracarboxylic dianhydride. The carboxylic dianhydride may be used alone or in combination of two or more. Examples of the aliphatic tetracarboxylic dianhydride include, for example, butyltetracarboxylic anhydride. Examples of the alicyclic tetracarboxylic dianhydride include 1,2. , 3,4 alkyltetracarboxylic dianhydride, 2,3,5-tricarboxycyclopentyl acetic acid di,3,3a,4,5,9b-hexahydro-5-(tetrahydro-2,5-di Side oxy-3-furanyl) [l,2-c]furan-1,3-dione, 1,3,3a,4,5,9b-hexahydro-8-mercapto-hydrogen-2,5- The poly-O of the di-oxo-3-furanyl-naphtho[1,2-c]furan-1,3-di-hydrogenated acid is formed in a uniform amount, and can also be obtained. Some. Acid di-cyclobutane anhydride, -naphthoquinone 5-(tetra-34- 201213397 two '' 5 clothing [爻厶^辛-2,4-dione·6-spiro_3'-(tetrahydrofuran_2 ,,5,_dione), 5_(2,5·dioxatetrahydro-3-furanyl)-3-methyl-3-cyclo[ene-1,2-anhydride 3,5,6' Carboxy-2-carboxymethylnorbornane_2: 3,5:6-dianhydride, 2,4,6,8-tetrazylbicyclo[3.3.0] octane -2:4,6:8-dianhydride, 4,9··dioxatriazine [5 31 〇26]undeccarbon-3,5,8,10·tetraketone, etc. as aromatic tetracarboxylic acid The dianhydride may, for example, be a tetracarboxylic dianhydride as described in the following description of the pyromellitic acid and the sulphate ll+ ^Bentene 201〇-97188. Therefore, among the tetradecanoic dianhydrides, an alicyclic ring is preferred. a tetracarboxylic dianhydride, more 1 is 2,3,5-tricyclopentane pentyl acetic acid dianhydride or 1,2,3,4-cyclobutane tetracarboxyl ^1 liver, 'Xiao Jia is 2,3 , 5_ three rebel cyclopentyl acetic acid dianhydride. As a ruthenium for 2,3,5-tricarboxycyclopentyl acetic acid dianhydride or 1,2,3,4·cyclobutane tetrareoxazonic acid, relative to all tetracarboxylic dianhydride, Preferably, it is preferably 10 moles per second or more preferably 20 moles or more. Particularly preferred is only one (1), 3,5-trisyl phthalic anhydride or guanidine 2,3,4-cyclobutane tetracarboxylic acid. Anhydride composition. A is a diamine compound, and examples thereof include an aliphatic diamine, an alicyclic 1: anthracene, a diamine organosiloxane, an aromatic diamine, and the like. These diamines & may be used alone or in combination of two or more. The aliphatic diamine may, for example, be m-propylenediamine, 14-, monoamine, L5-pentanediamine or hexamethylenediamine. The product: an alicyclic diamine can be exemplified by K-diaminocyclohexane. 'Amidinoyl bis(cyclohexylamine-bis(aminomethyl)cyclohexanyl) amine-based organic oxygenation can be exemplified by, for example, 1,3 bis (3-amine center 曱 矽 矽 矽 矽Alkane et al. and 二本特的2009·97188 T s contained diamine. -35- 201213397 As an aromatic diamine, for example, p-phenylenediamine, 4,4,-diaminodipyridylmethane can be cited. , 4,4'-diaminodiphenyl sulfide, i,5-diaminonaphthalene, 2,2'-dimethyl-4,4'-diamino group, stupid, 4,4,_2 Amino 2,2,-bis(difluoroindenyl)biphenyl, 2,7-diaminopurine, 4,4,-diaminodiphenyl ether, 2,2-bis[4-(4 -aminophenyloxy)phenyl]propyl, 9,9.bis(4aminophenyl), 2,2-bis[4-(4-aminophenoxy)phenyl]hexafluoropropane , 2,2_bis(4_Aminophenyl)hexahydropropane, 4,4,-(p-phenylenediphenyl)bis(aniline), 4,4'-(m-phenylene isopropylidene) Bis(aniline), anthracene, bis(4aminophenoxy) stupid, 4,4-bis(4-aminophenoxy)biphenyl, 2,6-diamine n ratio bite, 3,4_ - Amino group ratio, D, 2,4 - diamino group 〇 π, 3,6 -diamino η 丫. 3,6 - 2 Amino-based, Ν-mercapto-3,6-diamine-based saliva, oxime-ethyl-3,6-diaminocarbonyl, hydrazine-benzyl-3,6-diamino Leaf scorpion, ν, Ν'-bis(4-aminophenyl)_ 联笨月女' Ν, Ν'-bis(4-aminophenyl)-oxime, hydrazine, -dimethylbenzidine, I,4,bis(4-aminophenyl)piperazine, 35-diaminobenzoic acid, dodecyloxy-2,4-diaminobenzene, tetradecyloxy-2,4-di Aminobenzene, pentadecyloxy-2,4-diamino stupid, cetyloxy-2,4-diamino stupid, octadecyloxy-2,4-diaminobenzene, ten Dialkoxy-2,5·diamino stupid, tetradecyloxy-2,5-diaminobenzene, pentadecyloxy-2,5-diaminobenzene, hexadecyloxy- 2,5-Diaminobenzene, octadecyloxy-2,5-diaminobenzene, cholestyloxy-3,5-diaminobenzene, cholestyloxy-3,5-di Aminobenzene, cholestyloxy-2,4-diaminobenzene, cholestyloxy-2,4-diaminobenzene, 3,5-diaminobenzoic acid cholesteryl ester, 3 , 5-diaminobenzoic acid choline alkenyl ester, 3,5-diaminophenyl phthalic acid, wool, alkyl ester, 3,6-bis(4-aminophenoxy) cholestane , 3,6-bis (4-amine Benzo oxy)cholane, 4-(4,-trifluoromethoxy oxime oxy) hexyl _3,5-diaminobenzoic acid vinegar, 4 - ( 4?-fluoro-36- 201213397 methylbenzhydryloxy)cyclohexyl_3,5-diaminobenzoate,], 丨bis(4-((aminophenyl)indolyl)phenyl)_4_butylcyclohexane Alkane, 1, bis(4-((aminophenyl)methyl)phenyl)-4-heptylcyclohexane, 1,1-bis(4-((aminophenoxy)methyl)) Phenyl)-4-heptylcyclohexane, 1,1-bis(4-((aminophenyl)methyl)phenyl)-4-(4-heptylcyclohexyl)cyclohexane, 2, 4-diamino-indole, fluorenyl-dipropylpropylaniline, 4-aminobenzylamine, 3-aminobenzylamine, and a compound represented by the following formula (Α_1},

CtHa+i (A-1) (In the formula (A-1), 'X1 is a chain-burning diyl group having 1 to 3 carbon atoms, *-0-, *-COO- or *-〇c〇-. The bond of the band is bonded to the diaminophenyl group. r is 0 or l «s is an integer of 0 to 2. t is an integer of 1 to 20). The ratio of the use of the tetrazoic acid disulfide and the diamine compound used in the synthesis reaction of polyproline is preferably an acid anhydride group of the tetracarboxylic dianhydride relative to the amine group contained in one equivalent of the diamine compound. 〇·2 equivalents to 2 parts each, more preferably 0.3 equivalents to 1.2 equivalents. The synthesis reaction is preferably carried out in an organic solvent. The reaction temperature is preferably -2 0 °C to 150 °C, more preferably 〇 °C~1 〇 〇 °C. The reaction time is preferably from 0.5 hours to 24 hours, more preferably from 2 hours to 12 hours. The organic solvent 'is not particularly limited as long as it can dissolve the synthesized polyaminic acid', and examples thereof include N-methyl-2-pyrrole (NMP), n,N-dimethylacetamide, and N. , N-dimethylformamide, n, n-dimercapto ketone, dimethyl hydrazine, γ-butyrolactone, tetradecyl urea, -37- 201213397 hexamethyl ruthenium triamide, etc. Aprotic polar solvent; phenolic solvent such as methicone, dimethylhydrazine, benzene, and phenol. The amount of the organic refrigerant (a) relative to the total amount of the tetracarboxylic dianhydride and the diamine compound (b) and the total amount of the organic solvent (4) (a + b) is preferably 0.1 mass / 〇 ~ 50% by mass, more preferably 5% by mass to 3% by mass. The poly-branched acid solution obtained after the reaction can be directly used for preparing the liquid crystal alignment agent, or can be used for preparing the liquid aB alignment after the polypyridic acid contained in the reaction bath is divided into β $, 々 + , and the knife is separated from the reaction bath. 1 'It is also possible to refine the isolated polyamic acid to prepare a liquid crystal alignment agent. For example, a method of separating the reaction solution into a large amount of a poor solvent and drying the obtained precipitate under reduced pressure, and a method of distilling off the reaction solution by an evaporator under reduced pressure can be mentioned. As a method for purifying polylysine, a method in which the separated polylysine is dissolved again in an organic solvent and precipitated in a poor solvent can be exemplified, and 1*·the moxibustion is repeated. A method in which a step of distilling off an organic solvent or the like by distillation under reduced pressure is carried out. The polyimine polyimide can be produced by subjecting the m structure of the above polyamic acid to dehydration ring closure. (4) The imine may be a complete yttrium imide of the glycosic acid structure of the polyamic acid as its precursor, which may be dehydrated and closed, or may be only a part of the structure of the proline, dehydration ring closure, proline structure and yttrium A part of the oxime imide compound which is a combination of the amine ring structure. As a method of synthesizing the polyimine, for example, (1) a method of heating the polyaminic acid (hereinafter, sometimes referred to as ''method (1),)), ( Dissolving polylysine in an organic solvent, in which (5) a dehydrating agent and a dehydration-38 - 201213397 closed-loop catalyst, heating as needed (for "method (ii)"), etc. A method of dehydration of aminic acid. The reaction temperature in the method (1) is preferably 50 ° C to 60 ° C to 170 ° C. The reaction temperature is less than 50. (:, an anhydrous ring closure reaction; if the reaction temperature exceeds 2 〇〇〇 c, the molecular weight of the imine may be The reaction time is less than -48 hours, more preferably 2 hours to 2 hours. The polyimine obtained in the method (1) can be used as a direct agent or after the separation of the polyimine, or It is also possible to prepare a liquid crystal alignment agent after refining the separated polyimine or after purifying the imine. Examples of the dehydrating agent in the method (ii) include an acid anhydride such as an acid anhydride or trifluoroacetic anhydride. The amount of the agent is selected according to the desired enthalpy of the valeric acid to 2 mol% relative to 1 mol of the poly-proline. As the dehydration ring-closing catalyst in the method (ii), it can be determined The amount of hydrazine, dimethyl, hydrazine, triethylamine or the like as a dehydration ring-closure catalyst is preferably 0.01 mol to 10 mol relative to the dehydrating agent. In addition, it is sufficient for the above dehydrating agent and dehydration ring-closing agent. The more the amount used, the one used in method (ii) The solvent may be an organic solvent or the like exemplified as a solvent used for the s-stacking of the chitosan. In some cases, it may be called ~200 ° C in the case of a ring reaction, and the polycondensation obtained by the better method may be 0.5 hour. For preparing a liquid crystal matching liquid crystal alignment agent, the obtained polyfluorene, such as acetic anhydride, has a suitable rate of amination, and is preferably exemplified as 〇〇i. For example, compared with 〇1 molar, the ruthenium imine rate can be The higher the temperature, the higher the solvent, for example, is -39-201213397. The reaction temperature in the method (11) is preferably 〇. 匸~1 8 〇, more preferably 10 C 150 C. Preferably, it is 5 hours to 2 hours, more preferably 1 hour to 8 hours. By setting the reaction conditions to the above range, the stripping reaction is carried out by a knife and the molecular weight of the obtained polyimine is appropriately adjusted. In the method (11), a reaction solution containing polyienimine can be obtained. The solution may be directly used for preparing a liquid crystal alignment agent, or may be used for preparing a liquid crystal alignment agent after separating a dehydrating agent and a dehydration ring-closing catalyst from a reaction liquid to prepare a liquid crystal alignment d. Or: After the isolated polyimine is refined, it is used to prepare a liquid crystal alignment agent. 2 is a method of removing a dehydrating agent and a dehydration ring-closure catalyst from a reaction liquid, and a method such as a four-substance replacement is phantom. The method of separation and purification of the polyimine is exemplified by the same method as that exemplified as the separation method and the purification method of polylysine. Ethylene Residue and Compound Polymer The ethylenically unsaturated compound of [B] other polymer is polymerized, and a known ethylenic unsaturation can be made by a known method. For example, the following scheme can be cited. As the ethylenically unsaturated compound polymer of [聚] other poly-σ, two or more kinds of polymers may be used together. The ethylenically unsaturated compound polymer as the [Β] other polymer can be, for example, "(a) an epoxy group-containing ethylenically unsaturated compound (hereinafter, sometimes referred to as (a)" and a compound). < (b) an ethylenically unsaturated compound containing a slow group or a hydroxyl group (hereinafter, sometimes referred to as "(b)" unsaturated compound), and -40 to 201213397 (c) (a) an unsaturated compound and (b) an unsaturated unsaturated compound of an unsaturated compound ( (hereinafter, sometimes referred to as "(c)" unsaturated σ U-containing material) of at least two types of unsaturated persons selected from the group consisting of A terpene polymer (hereinafter sometimes referred to as "(A) copolymer,)). Further, the epoxy group includes an oxirane group and an oxypropylene group. The ethylenically unsaturated compound polymer, octa [β] fluorene, is used together with two or more kinds of each unsaturated compound. Examples of the (a) unsaturated compound include, for example, an epoxy group as an epoxy group. Unsaturation of eight (hereinafter, sometimes referred to as "(a_丨) not full The compound ") can be exemplified by glycosyl acrylate, α-ethyl methacrylate, (glycidyl methacrylate, and α-n-butyl acrylate). 3,4-epoxybutyl acrylate, α-ethyl acrylate 3, ψΐ 酉曰, 6,7-epoxyheptyl (meth) acrylate, α-ethyl propylene hep, etc.; (4) 6'7· An epoxy group is an unsaturated hydrazine containing an oxypropylene group as an epoxy group (hereinafter, sometimes referred to as "(a-2) unsaturated compound"), and energy ==) propylene:, fluorenyl) ring Oxypropyl propylene, 3_((meth) propylene = earth-ethyl oxiran, 3-((indenyl) propylene methoxymethyl 2- fluorenyl propylene oxide, 3 _ ((meth) propylene oxime) Methyl bromide 2_trimethyl propylene oxide, 3-((fluorenyl) propylene methoxymethyl) 2 pentafluoroethyl propylene oxide, 3-((meth) propylene oxime oxime Phenyl propylene oxide, methyl) propylene methoxymethyl) 2,2. difluoro propylene oxide, 3 ((methyl) propylene oxymethyl hydrazine-2, 2, 4 _ Trifluoroepoxypropyl, 3-((meth)acryloxymethyl)_2,2,4,4-tetrafluoropropene oxide 3_((Meth)acryloxy-41-201213397 ethyl) epoxidized, 3-((indenyl) propylene methoxyethyl)·3·ethyl propylene oxide, 2-ethyl -3-((Meth)acryloxyethyl) propylene oxide, 3-((methyl) acryloxyethyl) 2_ trimethyl epoxide, 3-((methyl) ) propylene methoxyethyl)-2-pentafluoroethyl propylene oxide, 3-((meth) propylene methoxyethyl) phenyl propylene oxide, 2, 2 difluoro _ 3 _ "methyl" Propylene oxiranyl ethyl) propylene oxide, 3-((fluorenyl) propylene methoxyethyl)-2,2,4-trifluoroepoxypropane, 3-((methyl) propylene oxiranyl) -2,2,4,4-tetrafluoropropene oxide, and the like. Examples of the (b) unsaturated compound include (meth)acrylic acid, crotonic acid, α-ethylacrylic acid 'α·n-propylacrylic acid, α-n-butylacrylic acid' maleic acid, and Fumar. Unsaturated polyacids such as acid, citraconic acid, mesaconic acid and itaconic acid; unsaturated polycarboxylic acid anhydrides such as maleic anhydride, itaconic anhydride, citraconic anhydride, and cistetrahydrophthalic anhydride; ) 2-hydroxyethyl acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, diethylene glycol mono (methyl) Acrylate, polyethylene glycol mono(methyl) propylene oxime, propylene glycol mono(indenyl) acrylate, 2,3 • dihydroxypropyl (meth) acrylate, 2-(methyl) propylene A (fluorenyl) acrylate having a hydroxyl group such as a methoxyethyl glucoside. Examples of the (c) unsaturated compound include decyl acrylate, ethyl (meth) acrylate, (mercapto) propylene k-n-propyl S oxime, and isopropyl (meth) acrylate. Mercapto) n-butyl succinate, isobutyl (meth)acrylate, (butyl) butyl (meth) acrylate, (meth) dilute acid butyl acrylate (alkyl) alkyl acrylate; 42- 201213397 Cyclopentyl (meth)acrylate, cyclohexyl (meth) acrylate, 2-mercaptocyclohexyl acrylate (mercapto) acrylate tricyclo[5.2.1 ·〇2,6癸-8-yl ester (hereinafter, tricyclo[5.2.1 ·〇2'6]癸-8-yl is called "dicyclopentyl"), 2-dicyclopentyloxy (meth) acrylate (meth) acrylate alicyclic esters such as ethyl ethyl ester, (mercapto) isopropyl ketone acrylate; phenyl (meth) acrylate, phenyl phenyl (meth) acrylate (fluorenyl) acrylate Aryl esters; arylalkyl esters of (meth)acrylic acid, such as benzyl (meth)acrylate, phenethyl (meth)acrylate; tetrahydrofurfuryl (meth)acrylate, (fluorenyl) Tetrahydro acid. Heterocyclic esters such as butyl ester; unsaturated dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, diethyl itaconate; Ν-phenyl-butylene Amine, Ν-f-based maleimide, N-hexyl cis-butanimide, 'N-breaking, imino-3, cis-butylimide, benzoic acid, S, N- Bourbon amine _4_cis-butyl bis-imine butyrate, N-succinimide-6-m-butyleneimine caproic acid vinegar, N-amber quinone imine- (3-mercaptoimine propionate, N-(9-acridinyl)-p-butylene-i-imine, etc.; - a cyanoated vinyl compound such as chloroacrylonitrile or cyanoethylene; (meth) acrylamide, N,N-dimethyl(meth) acrylamide, N-(fluorenyl) acrylonitrile Unsaturated guanamine compounds such as lin; aromatic vinyl compounds such as styrene, α-mercaptostyrene, m-methylstyrene, p-nonylstyrene, o-methylstyrene, p-methoxystyrene ; -43- 201213397 茚, l-methyl hydrazine and other hydrazine derivatives; 1,3-butadiene, isoprene a conjugated diene compound such as an alkene or a 2,3-dimercapto-1,3-butadiene; and a vinyl chloride, a vinylidene ethylene, a vinyl acetate, etc. In the (A) copolymer, from (a) The content of the structural unit of the unsaturated compound is preferably from 10% by mass to 100% by mass, more preferably from 20% by mass to 100% by mass, even more preferably from 30% by mass to 80% by mass based on the total of the structural units. The content of the structural unit derived from the (a-fluorene) unsaturated compound is preferably from 5% by mass to 60% by mass, more preferably from 10% by mass to 70% by mass, based on the total of the structural units. -2) The content of the structural unit of the unsaturated compound is preferably from 5% by mass to 40% by mass, more preferably from 10% by mass to 30% by mass, based on the total of the structural units, and is not from (a) The content of the structural unit derived from the (a-2) unsaturated compound in all the structural units of the saturated compound is preferably from 0% by mass to 80% by mass, more preferably from 10% by mass to 70% by mass, still more preferably 20% by mass. % to 60% by mass. In (A) copolymer, from (b) unsaturated compound The content of the structural unit is preferably from 0% by mass to 40% by mass, more preferably from 5% by mass to 40% by mass, even more preferably from 10% by mass to 30% by mass, based on the entire structural unit. In the copolymer, the content of the structural unit derived from the (c) unsaturated compound is preferably from 0% by mass to 80% by mass, more preferably from 0% by mass to 70% by mass, based on the total of the structural units. It is 20% by mass to 60% by mass. From -44 to 201213397, the solvent nitrile), butyl ester and the like are listed. Further, the oxooxane oxime is selected to be a olefin oxane (A) copolymer which can be synthesized in the presence of a suitable solvent and a polymerization initiator, for example, by radical polymerization. As the organic solvent, for example, an organic solvent similar to the organic one exemplified as the solvent used for the synthesis of polyamic acid can be used. As the polymerization initiator, for example, 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylso-2,2'-azobis-( 4_Methoxy 2,4-dimethylvaleronitrile), etc., azotized, oxidized, benzalkonium, peroxidized, laurel, peroxypivalic acid, 1,1 -bis (secondary butyl Oxidation) an organic peroxide such as cyclohexane; hydrogen peroxide; a redox initiator formed from a suitable peroxide and a reducing agent. These polymerization initiators can be used singly or in combination of two or more. Polyorganosiloxane, the liquid crystal alignment agent, in addition to the [A] photo-aligned polyorganosiloxane, further improves the polyorgano-oxygenation without photo-alignment as other polymers of [B]. The polyorganisms of the group are preferably at least one selected from the group consisting of polyorganoalkanes having a structural unit represented by the following formula (5), hydrolyzates thereof, and condensates of hydrolyzates thereof. Further, when the liquid crystal alignment agent contains a polyorganosiloxane having no photo-ligand, the large organic enthalpy having no photo-alignment group is as long as The [A] of the light distribution site isotropic polyorganosiloxane silicon oxide is present, it may be present as part of another form of [[alpha]] of the light distribution isotropic poly condensates of silicones. -45- 5 201213397 X2

I 'Si—〇Y2 is the upper formula (5), and χ2 is a tetratetraalkyl group having a carbon atom number of 6 via a base tooth atom, a carbon atom or a base group. The number of oxy groups or carbon atoms is 1 to 2 aryl groups. Γ2 is an alkylene group having a 钿^6-20 group or a carbon number of 1 to 1 Å. The alkyl group having an anti-atom number of 1 to 20 can be exemplified by an example of an ancient branched chain methyl group, an ethyl 'propyl group, a butyl group, a fluorenyl group, a hexene chain, an octyl group, an anthracene group, a earth, Hung, decyl, undecyl, dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, =alkyl, nonadecyl, eicosyl Wait. Examples of the alkoxy group of the number of carbon atoms & 1 to 6 include, for example, an anthracene oxygen group, a n-butoxy group, an isopropoxy group, an isobutoxy group, and an isobutoxy group: a carbon number For 6~2. The aryl group can be exemplified by a polyorgano oxo-oxygenation group such as a phenyl group or a basal group, which can be prepared by, for example, a group of a chemical compound and a dentate compound. The shovel compound (hereinafter, also referred to as "the raw material shi sui sui sui sui s s s s s s s s s s s s s s s s s s s s s s s s s s s s s s Four: oxydecane, ethoxylated decane, tetra-n-propoxy decane, :, propyl carbazide 6, tetra-n-butoxy sulphate 6, four-stage butoxide-oxygen sulphate, first-order butoxy decane, Tetrachlorodecane, etc.;, -46-201213397 mercaptopropoxy oxatane, mercaptodecyltriphenylethyltriethoxydecane, ethyloxydecanedioxane dioxane trioxane, and the like. Among them, trimethoxyphenyl triethoxy malt is used in combination with guanamine, which can be used as water, and the total amount is 1 mol to 30. Trimethoxy oxime, decyl triethoxy decane, Methyl tri-n-sinter, methyl triisopropoxy oxime, methyl tri-n-butoxy fluorene Tri- or two-butoxybutane, methyl tris-butoxybutane, oxydecane, methyltrichlorodecane, ethyltrimethoxy decane, oxydecane, ethyldi-n-propoxy decane, B Triisopropyl, ethyl di-n-butoxy decane, ethyl tri-n-butylbutoxy fluorene di-n-butoxy decane, ethyl trichloro decane, phenyl triterpenoid, stupyl triethoxy decane, Stupyl trioxane, etc.; dimethoxy decane, dimethyl diethoxy decane, dimethane, etc.; methoxy methoxy decane, trimethyl ethoxy decane, Z methyl ash stone, A Triethoxy 矽 也 本 本 曱虱 曱虱 、 、 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 乳 、 、 、 、 、 、 、 、 、 、 、 、 、 二甲When calcined or trimethylethoxylated sinter >>::photo-aligned polyorganosiloxane, as an organic solvent, it can be listed as an alcohol compound, a ketone compound, or an esterification sheet. Other aprotic compounds of the flyer. Mixing two or more kinds of people. Mixing the molars used in the absence of a photo-alignment group relative to the organic oxime, The alkoxy group and the halogenogen, preferably 0.01 moles, are used to win, and the ear is less than 100 moles, more preferably (Μ, preferably 1 mole to 1.5 moles. -47- 201213397 As a catalyst for synthesizing a polyorganismite having no photo-alignment group, for example, a metal chelate compound, an organic ruthenium A, an organic test, a test metal compound, an alkaline earth metal compound can be used alone or in combination. It is preferably used in an amount of from 0.001 part by mass to 10 parts by mass, more preferably in parts by mass to 1 part by mass, based on 100 parts by mass of the starting decane compound. Synthesis of polyorganooxime without photo-alignment group The water may be added intermittently or continuously to the solution formed by dissolving the organic solvent in the diarrhea or the decane compound as a raw material, or may be previously added to the decane compound as a raw material or dissolved in a solution formed by the organic solvent. It can also be dissolved or added to water. The temperature of the polyorganosiloxane which is not a photo-alignment group is preferably (TC~loot, more preferably l5<t~8 (rc: time is preferably 0.5 hours to 24 hours, more preferably 1 hour). ~ When the liquid crystal alignment agent contains [B] other polymer, the ratio of 2 other polymers is based on [B] other polymer 2, but relative to 1 part by mass [A] photoalignment polyorganism 5 In the case of the liquid crystal alignment agent, the liquid crystal alignment agent is a liquid crystal alignment film for a retardation film which is excellent in heat resistance and the like, and has a [C] ester-containing structure. The ester structure compound is an acetal ester structure having a dicarboxylic acid in a molecule, a ketal ester structure of a carboxylic acid, an acid, an inorganic 7, an amine, etc. in the case of a carboxylic acid alkane. The reaction of the catalyst-burning compound to the reaction is carried out as a reaction for 8 hours. However, as the kind of [B], the oxyalkylene can be formed by the above-mentioned 1-alkyl-48-201213397 R13-jj-O- Group group of CH-0—R14 0 cycloalkyl vinegar structure and ternary I structure of carboxylic acid a compound of at least one type selected from the group. [c] A person having a cool structure may be a combination of structures having the same kind of two or more of these structures, or a combination of two or more of these structures. The compound of the above formula ((7)) and the formula (C-2) can be exemplified as the group containing the sulphuric acid-containing structure.

(C (in the formula (C-1), the alkyl group of D14 λ and the number of carbon atoms of 3 to 10 are an aryl group having a carbon atom number or a carbon number of 7 to i. Fang::, the number of carbon atoms is 6~ • (2) where 'nl is an integer from 2 to 10.) In the above formula (C-ι), in Rl3, the base is preferably a odor. The number of gamma-ray bursts of 1 to 20 is preferably a cyclohexyl group; as an alicyclic group having a β number of 3 to 1 (), as a mosquito group 4 having a carbon number of 6 to 1 Å , as a #方方的基基基的基基基的基基基的基的基的基基的基基的基基的基基的基基的基基的基基的基基的基基基的基基的基基的基基的基基的基基的基基的基基的基基的基基的基基的基方The number of atoms is 】, ~ i 〇 ring base circle: for ~: two, preferably 0, stupid base; as the number of carbon atoms, the number of atoms is ... aryl t group or 2 · phenylethyl. Preferably, in the argon group of 7 to 10, nl in the section ~2) is preferably 3 or 4. -49- 201213397 As the group of the above formula "p-ethoxycarbonyl group ... B, for example, "oxy group, b-n-butoxy/g-oxyl group, u-n-propoxy ethoxy group" can be cited. Rolling ethoxy group, 1-isobutoxy ethoxy, its f group, bis-butoxy ethoxy oxime, a lactyl ethyl lactate, "cyclohexyloxy... its secondary butoxide Ethyloxymethyl, 1-phenoxyethoxy odor m ntyloxy ethoxy group "..., m-based '(cyclohexyl)(methoxy)methoxy ethane (hexyl) (cyclohexyloxy, (%hexyl)(phenoxy)::yldiyl(cyclohexyloxy)decyloxy, (phenyl)(fluorenyldiyl, (phenyl) (cyclohexyloxy)methoxymethyl, (phenyl)ylmethoxymethyl, (phenyl)(nodaloxy)methoxymethyl, (behenyl)(methyllactyl)hydrazine Oxyl group, (nodal group) (cyclohexyloxy) methoxy 'anti-soil (nodal) (phenoxy) methoxy group, (nodal) (nodal oxy) methoxycarbonyl The group represented by the above formula (C-2) includes, for example, 2 tetrahydrofuranyloxycarbonyl group, 2- Tetrahydropyranyloxycarbonyl, etc. Among them, preferred is 1-ethoxyethoxycarbonyl, b-propoxyethoxycarbonyl, 1-cyclohexyloxyethoxycarbonyl, 2-tetrahydrofuranoxy The carbonyl group and the 2-tetrahydropyranyloxycarbonyl group. Examples of the group containing the ketal ester structure of the carboxylic acid include groups represented by the following formulas (C-3) to (C-5). -50- 201213397

R19 Ο9~. 〇ch3

II ο (C-5) CH, (in formula (C-3), Ri5 Τϊ 1 7 ^ , 疋 疋 '' sub-number is 1~l〇k 1 R are each independently an alkane with a carbon number of 12η 12 An alicyclic group of R1 3 to 20, an alkyl group having 1 to 12 carbon atoms, an aralkyl group having a carbon atom of 7 to 20, an aryl group or a carbon type (C-4) of 6 to 20 In the formula, Ru is an integer of 2 to 8 carbon atoms, "12 to 12 alkyl groups. n: in the formula (C-5), the number of atoms of the r19 au 疋 slave is]] 1 2 to 8 integers). Alkyl. η: As the above formula (c_3 base ' is preferably comparable. Your A丨6 anti-reactor number is 1~J 2 , and the number of carbon atoms is less than 曱 ;; Cyclohexyl; as a ring of the ring of the stone, the 芳 is an aryl group with a reverse atomic number of 6 to 20, and the carbon atom is a phenyl group, and the number is 7 to 20 Alkyl group, preferably a section

The alkyl group having 7 to 2 carbon atoms is preferably a carbon atom. R is an alicyclic group of a carbon atom...~20, preferably a broad one; the atom of the burnt kingma is -51 - 201213397 6~ Η) alicyclic group. The number of carbon atoms is 6 and is a phenyl group. As the carbon atom number group, a 2. stupidyl ethyl group is preferred. The carbon atom of r18 in the formula (c_4) is preferably a methyl group. As n2, it is preferably... The number of carbon atoms Al10 of R in the formula is (C-5), and n3 is preferably 3 or 4. The alkyl group of 12 is preferably a methyl group. The group represented by the above formula (C-3) may, for example, be a -1-fluorenylethoxycarbonyl group; ·曱基小正土1-甲其Ιπ丁和#二基的基基...曱基小异丁oxyethoxy friend group, U-based small-stage butoxyethoxy group, i-methyl group: Grade butyl ethoxycarbonyl, "methyl small cyclohexyloxy ethoxy, methyl small reduced alkyloxy ethoxy group, " yl] two: ethoxylated, 1, Mercapto.b ethoxyethoxymethyl, i•曱其·= ethoxy ethoxycarbonyl, b cyclohexyl-1-methoxyethoxycarbonyl, 1-cyclohexyl-1-ring Hexyloxyethoxycarbonyl, indolecyclohexyl-indole-phenoxycarbonyl, 1-styl-indole-methoxyethoxycarbonyl, r-styl tethoxycarbonyl, phenyl small phenoxy Oxycarbonyl group, i-methoxyethoxyethoxy group, mi. methoxyethoxy group, [knotyl-1-cyclohexyloxyethoxy group, 丨_knotyl_丨_ oxy Further, the group I, the 1-benzyl-1-ethoxyethoxycarbonyl group, etc., as the group represented by the above formula (C-4), can be exemplified by, for example, 2_(2_methanetetrahydrofur) Alkyloxycarbonyl group, 2-(2-methyltetrahydropyridylcarbonyl group, etc.) fluorenyl group as a group represented by the above formula (C-5), can be listed For example, decyloxycyclopentyloxycarbonyl, 1-methoxycyclohexyloxycarbonyl, etc., -52-201213397 wherein 'preferably 1-methyl-1_methoxyethoxycarbonyl, i The group represented by the following formula (C-6), which is a group having a structure of the above-mentioned 1-alkylcycloalkyl ester containing a carboxylic acid, may be mentioned. R20

(Integer of 1 to 8 in the formula (C-6)). R2Q is an alkyl group having 1 to 12 carbon atoms. The alkyl group having 1 to 12 carbon atoms of R2G in the above formula (C'6) is preferably an alkyl group having 1 to 10 carbon atoms. Examples of the group of the above formula (C'6) include, for example, a 1-methylcyclopropoxycarbonyl group, a fluorenyl-indenyl butyl aryl group, and a 1-methylcyclopentyloxy group: Alkyl hexylcarbonyl, 1 -fluorenylcyclodecyloxycarbonyl, 1 _ @::butoxyl group, 1 ethylcyclopentyloxycarbonyl, 1-ethylcyclohexyloxy> __ 7 I 13⁄4 i-(Isopropyl)cyclodecyloxycarbonyl 1-(iso)butylcyclopentyloxycarbonyl 1-(iso)butylheptyloxycarbonyl 1-(iso)pentylcycloheptane Oxycarbonyl 1-(iso)hexylcyclopropoxycarbonyl 1-(iso)hexylcyclopentyloxycarbonyl 1-(iso)hexylcyclodecyloxycarbonyl (iso)octylcyclopropoxycarbonyliso)octyl Cyclopentyloxycarbonyl, fluorenyloxycarbonyl, 1-(iso)propylcyclopropoxycarbonyl, 1-(iso)propylcyclobutoxycarbonyl, benzyl-based Isobutylbutoxycarbonyl-(iso)butylcyclohexyloxycarbonyl-(iso)butylcyclononylcarbonyl-(iso)pentylcyclooctyloxycarbonyl-(iso)hexylcyclobutoxy Carbocarbonyl-(iso)hexylcyclohexyloxycarbonyl-(iso)hexylcyclodecyloxycarbonyl-(iso)octylcyclobutoxycarbonyl 201213397 base, ι-(different An octylcyclohexyloxycarbonyl group, a W iso)octylcyclooctyloxy group; an octylcycloheptyloxy group. "The above-mentioned carboxylic acid-containing tertiary butyloxycarbonyl group as described in the (iso)octylcyclodecyloxy group. - The hydrazine is a tertiary butyl group as the [C] in the present invention. The compound represented by the formula (C) is esterified. The D product is preferably the following

TnR (C) (In the formula (C), T is an integer of the above formula (CM) group or a tertiary butoxy group, 11 is 2 and R) = a group of 2 to 10 represented by one item and R is The η-valent group or carbon atom obtained from a carbon single bond or n is a J-Boundary horse 3 to dehydrogenation, and the decene compound is preferably 2 or 3, and the number is 1 to 18 η-valent nicotine groups. As R in the above formula (C), when η is 2, an aralkyldiyl group having an At 〇〇 carbon number of 1 to 12, a 2 _ extending the early bond, and a 1,4-stretching 7 &; 西基其ς々' base, !, 3' phenyl, succinyl, 2,6-naphthylene, 5-sodium sulfo-indole, 3- sulfenyl 1,3-phenylene and the like. When the η is 3, the above-mentioned R can be exemplified by the lower group, the benzene-1,3,5-triyl group, etc. No -c2h4

N

, N c2h4-

I c2h4 - preferably a linear chain as the above-mentioned chain base -54-201213397 The compound of the [c] vinegar structure represented by the above formula (c) can be synthesized by a conventional method in which organic chemistry is appropriately combined. For example, 'T in the above formula (C) is a ruthenium of the formula (C-1) (wherein 'in the case where r 13 is a phenyl group) is preferably in the presence of an oxime acid catalyst 'by the compound R-(COOH)n (wherein R and n are respectively the same as defined in the above formula (C)), and the compound r"_〇_Ch = r13, (wherein R14 and the above formula (C-) The definition of ι) is the same as the addition of a group obtained by removing a hydrogen atom from one carbon of R1 in the above formula (ci). The T in the formula (C) is represented by the above formula (c_2). a compound of a group, preferably in the presence of a p-toluenesulfonic acid catalyst, by the compound R-(COOH)n (wherein R and n are respectively as defined in the above formula (c) and Compound addition synthesis, n1-1 〇-(ch2) Ύ «, IJ f 〇 as the liquid crystal alignment agent [c] The amount of the compound containing the structure is determined in consideration of the required heat resistance, etc. The compound having a structure of 100 parts by mass of the [A] photo-aligned polyorganosiloxane is preferably in parts by mass to 5 parts by mass, and [soil] is contained in parts by mass to 20 parts by mass, particularly preferably 2 parts by mass. More preferably, it is a berry 〇 <[D] solvent: > Ό The liquid crystal alignment agent can contain [D] solvent 丄丄, and a suitable component 〇 rm agent is represented by the above formula (6). The alignment agent can improve the adhesion between the liquid crystal alignment agent and the retardation film by using the liquid crystal alignment agent. -55- 201213397 1~6 alkyl group, carbon source, wherein the above-mentioned yard number can be 1~8 In the above formula (6), ' Rdl is a cycloalkyl group having a carbon number of 3 to 6 or a phenyl group or a benzyl group. The group having a carbon atom between the carbon-carbon bonds is -0- The violent above-mentioned W 1~6 can be enumerated, for example, methyl, ethyl, propyl, butyl.r ^ ^ ^ $ & specializes in 'preferably methyl, ethyl and propyl The base is more preferably a methyl group. == The number of carbon atoms is: The ring-burning group can exemplify, for example, a cyclopropyl group, a cyclobutyl group or the like as the carbon atom represented by the above Rd2. ', the number is 1 to 8 The first-order valence is exemplified by, for example, a linear or branched alkyl group having a carbon number of 丨8 or 8; and may be included between the mosquito-carbon bonds of the alkene -0 - group, etc. as [D] Solvent, energy, for example, 7 ^ w of cattle such as methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl ketone - butyl acetate, isobutyl acetate, amyl acetate, acetic acid _ '-Plutonium first-grade amyl ester, acetic acid sulphate, methyl cyproterone, propylene glycol mono octa- < miscellaneous s$" T-based acetic acid brewing, decyl amyl acetate, methyl sulfonate propionate, Ethyl propionate, t ¥ Propyl propyl ester, butyl propionate, isobutyl propionate, methyl butyrate, butyric acid ^ h "0 Race I, acetate, propylene glycol monoethyl ether acetate Ester, acetic acid, hexyl acetate, 2-ethyl butyl acetate, ethyl 3-ethoxypropionate, oxetine acetate, hexahydrate, methylcyclohexyl acetate, butyl oxime Su B & LS 曰, acetic acid 基基社 t田 A 士里妒本基酉日, 2-ethylhexyl acetate, acetate benzyl ester, methyl carbitol acetate, + τ . ψ ^ Α Ύ carbitol acetate, butyl carbitol acetate f butyl butyl acetate -3- methoxy propionic acid, propyl ... methoxy diganoacetic acid vinegar, formazan, propylene glycol Methyl ether acetate-56- 201213397 ester, Butyl acrylate, isoamyl butyrate, decyl benzoate, ethyl benzoate, benzyl benzoate, methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate , 3-decyloxy-3-mercaptobutyl acetate, ethyl-3-ethoxypropionate, butyl cyproterone acetate, and the like. In the case where the liquid crystal alignment film is formed of the liquid crystal alignment agent, it is preferably a solvent having a boiling point of 15 (TC or less) as a solvent of [D] from the viewpoint of a solvent which can be volatilized at a low temperature. Mention may be made of methyl acetate, ethyl acetate, propyl acetate, isopropyl acetate, butyl acetate, butyl acetate, isobutyl acetate, amyl acetate, diethyl amyl acetate, isoamyl acetate. , thiopyranyl acetate, propylene glycol monodecyl ether acetate, decyl amyl acetate, decyl propionate, ethyl propionate, propyl propionate, butyl propionate, isobutyl propionate In addition, the solvent of [D] is preferably a solvent which does not affect the deformation, dissolution, and the like of the substrate for retardation film to which the liquid crystal alignment agent is applied, for example. When the cellulose (TAC) is used as the substrate for the retardation film, the solvent is more preferably an acetate solvent or a propionate solvent, and more preferably an acetate solvent. Propyl acetate, isopropyl acetate, butyl acetate, acetic acid When the liquid crystal alignment agent contains the [D] solvent, the content of the solvent as the [D] is preferably 50 parts by weight or more, and more preferably 75 parts by weight or more based on the total of the solvent. The [D] solvent may be used in combination of two or more. < [E] Solvent> -57- 201213397 The liquid agent is a phase crystal alignment agent and a phase-forming glass, a: p-phenylene decylamine, a poly group The substrate is permeable to the substrate, and the solvent is used to make the above-mentioned base solvent. As an example, oxime ester and B are listed as follows: The liquid has a ratio, a part, and a special amount to make the liquid and other crystals (4) It can contain [E] solvent as a suitable component. [E] Solubility: The substrate for poor film has an aggressive organic solvent. This liquid f has [E], and it can further improve the liquid crystal alignment agent film. The substrate for the retardation film may, for example, be a glass substrate including a float glass, triethyl fluorenyl cellulose, polyethylene terephthalate or polybutylene terephthalate. Diester, polyether sulfone, poly-a disk imine to methyl propyl methacrylate, polycarbonate Plastic

Ming substrate, etc. In the pot, the handle soil A /, 〒 is preferably a transparent medium containing a plastic substrate, preferably TAC. The above-mentioned substrate for a retardation film has an inflection property, and is a solvent having such a property that a part or all of the plate is deformed and/or dissolved when applied to the substrate for a retardation film. For example, when using a TAC film as a substrate, a acetonitrile, an acetone, a cyclohexane, a cyclopentanone, an acetic acid ethyl acetate, an ethyl lactate, a mercapto-3-methoxypropionate, etc.: From the viewpoint of adhesion, it is preferred that the MEK and the ethyl acetate alignment agent contain the [E] solvent as the [E] solvent, and the total solvent is preferably 〇5 to 5 相对. ^ Good for 2 to 30 parts by mass. In addition, the [E] solvent can be used in combination. The crystal alignment agent may contain the [E] solvent alone as a solvent, or may be used together with a solvent. From the viewpoint of improving the adhesion, j is used together with the [D] solvent as compared with -58-201213397. When the [D] solvent and the [E] dissolved gas are used together, the solvent is more than 100 parts by mass of the [D] solvent '[E] solvent: more than 50 parts by mass and more preferably less than 50 parts by mass. It is further preferably 2 parts by mass and 40 parts by mass or less and less than 3 parts by weight. Further, even if a solvent which satisfies both the [D] solvent and the [e] solvent requirement is used alone, it can be used in the same manner as described above: #0 When the TAC film is used as a substrate for coating a liquid crystal alignment agent, the liquid crystal is used as the liquid crystal. The form of the alignment agent is preferably, for example, a propyl acetate, a isopropyl acetate, a n-butyl acetate, a secondary butane acetate, a tertiary butyl acetate or an isobutyl acetonate as a solvent [d], and Ε] Solvent 1^£^ or ethyl acetate. <[F] compound> The liquid crystal alignment agent can contain a compound [F] containing a group having a polymerizable carbon-carbon double bond as a suitable component. The liquid crystal alignment agent can further improve the adhesion to the phase difference film base layer or the liquid crystal layer by containing the [F] compound. Here, the group having a polymerizable carbon-carbon double bond is a group capable of generating a new carbon-carbon bond by addition polymerization of a carbon atom forming the above double bond. Examples of the group having a polymerizable carbon-carbon double bond include a vinyl group, an allyl group, a styryl group, an acrylonitrile group, a mercapto acryl fluorenyl group, an acrylamide group, a crotonyl group, and an isocroba.醯基, 桂皮醯基, etc. The [F] compound may, for example, be a monomer compound having a (fluorenyl)acrylic monomer or the like, an acrylic group having a (fluorenyl)acrylonitrile group, or a polymer such as 矽-59-201213397 =. Among them, a polymer such as an acrylic or a decane having a (meth) acrylogen group 4 is preferable, and a polymer such as an acrylic acid such as a acrylonitrile-based oxime is preferable. Preferably, it is a (meth) acrylonitrile-based fluorene-based polymer. The content of the [F] compound in the liquid crystal alignment agent is relative to the photo-aligned polyorganosiloxane and [B]. The total amount of the polymer is 1 part by mass '[F], preferably 1 part by mass to 3 parts by mass, more preferably 2 parts by mass of 'partially more than 1 part by mass to 1 part by mass. <Others Optional component> The liquid crystal alignment agent may further contain a curing agent, a curing catalyst, a curing accelerator, and at least one molecule in the molecule, in addition to the above-described radiation-sensitive polymer, within the range not impairing the effects of the present invention. A compound of an oxy group (hereinafter, it may be referred to as an "epoxy compound, a sulfonate compound, a surfactant, a photosensitizer, a [D] solvent, and a solvent other than the [E] solvent) Also referred to as "other solvents,", etc. Below, for these The optional component is described in detail. The hardener, the hardening catalyst and the hardening accelerator are based on the purpose of making the crosslinking reaction of the [A] photoalignment polyorganosiloxane more robust, and can contain a hardener and harden in the liquid crystal alignment agent. Further, the catalyst can be contained in the liquid crystal alignment agent for the purpose of promoting the corresponding hardening reaction of the curing agent. As the curing agent, a hardening compound having an epoxy group or a compound having an epoxy group can be used. In the curing of the curable composition, a curing agent is usually used; for example, a polyvalent amine, a polycarboxylic acid anhydride, a polyvalent carboxylic acid, or the like can be cited. -60-201213397 As a cerium carboxylic anhydride, for example, cyclohexanetricarboxylic acid can be cited. An acid anhydride and other polybasic acid anhydrides. _ is a specific example of cyclohexane tricarboxylic acid anhydride, and examples thereof include cyclohexyl], 2,4•tricarboxylic acid, cyclohexane_13,5tricarboxylic acid, and cyclohexane. 1,2,3-triacid, cyclohexane-1,3,4-triacid-3,4-anhydride, cyclohexan-1'3,5·tris-3,5.Sf, cyclohexane ], 2,3 triacids, 2, 3 needles, etc. As other polyhydrazine S complex anhydrides, for example, 4•methyltetrahydrogen can be cited. Phthalic anhydride, Methyl nadic anhydride, dodecenyl succinic anhydride, succinic anhydride, maleic anhydride, phthalic anhydride, benzoic acid, g-pin, the following formula (7) The compound shown is a reading acid used for the synthesis of polyamic acid and an acid, and an alicyclic compound having a co-roll double bond such as W-ene or an allo-olene, and a di-s-Asian & Diels-Alder) reaction products and their hydrides, etc.

• CpH2p+i (7 (in the formula (7), 'p is an integer from 1 to 20). As a hardener, use t匕例相^1质量质量份 [A] Photoaligned polyorganosiloxane, Preferably, it is 100 parts by mass or less, more preferably 5% by weight or less. The liquid crystal aligning agent contains a ratio of the hardening catalyst to the above (8) photo-aligned polyorgano oxo and optionally used [B] The total amount of the polymer is just f parts by weight, preferably 丨 part or less, more preferably 50 parts by mass or less. As the curing catalyst, for example, a diazo sulfonium salt, a cerium salt, an aluminum alkoxide, or an aluminum chelate compound can be cited. 13 horse products, can be listed -61- 201213397 AMERICURE (BF4) (ACC company's diazo rust salt), ULTRASET (BF4, PF6) (Asahi Chemical Industry's diazo rust salt), UVE series ( GE's iodonium salt), Photoinitiator 2074 ((C6F6)4B) (Rhone-Poulenc's carbon rust salt), CYRACURE UVI-6974, CYRACURE UVI-6990 (above, UCC company's salt), 11\^1 -508, 11\/11-509 (above, 公司 company's salt), 〇? Ding 〇 14 ugly rule SP-150, OPTOMER SP-170 (Asahi Chemical Industry Division sparse salt),

San-Aid SI-60L, San-Aid SI-80L, San-Aid SI-100L,

San-Aid SI-1 10L (above, bismuth salt of Sanxin Chemical Industry Co., Ltd.), IRUGACURE 261 (metallocene compound of ciba geigy),

Alumichelate A (W) (Kawaken Fine Chemicals) and so on. These hardening catalysts may be used singly or in combination of two or more. The use ratio of the curing catalyst is preferably 2 parts by mass or less, more preferably 10 parts by mass or less, per part by mass of the [A] photo-aligned polyorganosiloxane. When the liquid crystal alignment agent contains a hardening catalyst, the content thereof is 1 part by mass, preferably 3, based on the above-mentioned [A] photo-aligned polyorganohydrohalane and optionally other [B] other polymer. The amount of the bismuth or less is more preferably 20 parts by mass or less. Among these hardening catalysts, 'preferably a phosphonium salt, an integrator, and a salt-salt, more preferably a compound containing an anion species such as hexafluoride or hexa-phosphorus. As such a salt-dissipating salt, 35 is exemplified by methyl phenyl dimethyl hexahydrocarbonate, ethyl phenyl dimethyl hexafluoride, and phenyl phenyl fluorenyl hexafluorophosphate. Salts such as nickel salts may be used singly or in combination of two or more. As a product of some bismuth salts, -62- 201213397 can list San-Aid SI-60L, San-Aid SI-80L, San-Aid SI-100L (above, Sanshin Chemical Industry Co., Ltd.) 'UVI-6990, UVI-6992, UVI-6974 (above, Union Carbide), ADEKAOPTOMA SP-150, ADEKAOPTOMA SP-170, ADEKAOPTON CP-66, ADEKAOPTON CP-77 (above, Solectron Chemical Industries, Inc.), IRGACURE 261 (ciba geigy) Examples of the curing accelerator include, for example, a sodium salt compound; a quaternary scaly compound; a quaternary ammonium compound; and a 1,8-diazabicyclo[no]undecene-7 and an organic acid salt thereof. a diazabicycloalkene; an organometallic compound such as caprylic acid, tin octoate, acetonitrile aluminum complex; a boron compound such as boron trifluoride or triphenyl borate; like zinc chloride, gasification a metal such as tin; a face like an adduct of cyanodiamine, an amine, and an epoxy resin

Potential hardening accelerator; amine salt type latent hardening accelerator

-63- 201213397 When the curing agent contains a hardening accelerator, it is preferably contained in an amount of 100 parts by mass based on the above-mentioned [A] photo-aligned polyorganosiloxane and optionally other [B] other polymers. It is 3 parts by mass or less. Epoxy compound The epoxy compound can be contained in the liquid crystal alignment agent for the purpose of further improving the adhesion of the formed liquid crystal alignment film to the surface of the substrate. Examples of the epoxy compound include ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, and neopentyl glycol. Diglycidyl ether, hydrazine, 6-hexanediol diglycidyl ether, glycerol diglycidyl ether, 2,2-dibromoneopentyl glycol diglycidyl ether, 1,3,5,6-tetraglycidyl -2,4-hexanediol, N,N,N,,N'_tetraglycidyl-m-xylylenediamine, U3-bis(N,N-diglycidylaminomethyl)cyclohexane , N,N,N',N'-tetraglycidyl_4,4,-diaminodiphenylmethane, N,N_ diglycidyl benzylamine, N,N-diglycidyl- Aminomethylcyclohexane or the like. The content ratio of the epoxidation catalyst is preferably 40 parts by mass or less, more preferably 40 parts by mass or less, based on the [A] photo-aligned polyorganosiloxane and optionally other [B] other polymer. 1 part by mass to 3 parts by mass. Further, the liquid crystal alignment agent contains an epoxy compound, and can be used together with a base catalyst such as mercapto-methylimidazole based on the effective production of a crosslinking reaction. Functional decane compound The above functional decane compound can be used for the purpose of improving the adhesion of the formed liquid crystal alignment film to the surface of the substrate. -64 - 201213397 As the S-synthesis compound, for example, 3-aminopropyltrimethoxy decane, 3-aminopropyltriethoxy decane, and 2-aminopropyldioxane can be cited. Baseline, 2~aminopropyltriethoxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, N(2-aminoethyl)-3-amine Propyl decyl monomethoxy decane, 3- valeryl propyl trimethoxy decane, 3- fluorenyl propyl triethoxy decane, N-ethoxycarbonyl-3-aminopropyl tridecyloxy F alkane, N_ethoxycarbonyl-3-aminopropyltriethoxydecane, N-triethoxymethylidenepropyltriethylenetriamine, N-trisethoxydecylpropyl Diethylenetriamine, 10-trimethoxycarbamimidyl-1,4,7-triazaindene, 1〇-triethoxymethylcarbazide-1,4,7-triaza Decane, 9-trif-methoxycarbonylalkyl-3,6-diazaindolyl acetate, 9 triethoxycarbyl-3,6-azaindolyl acetate, N Benzylaminopropyltrimethoxy decane, N-nodyl-3,aminopropyltriethoxydecane, N•phenyl_3_aminopropyltrimethoxydecane, N-phenyl-3 -aminopropyl Ethoxydecane 1 bis(oxyethylene)-3-aminopropyltrimethoxydecane, N-bisethylidene-3-3-aminopropyltriethoxydecane, %glycidoxypropane a reaction product of a trimethoxy decane, a 2-(3,4-epoxycyclohexyl)ethyltrimethoxy tl. ice, a hydrazine carboxy hydride, a decane compound having an amine group, and the like, The reaction product of the seven-in-one compound of the seven-in-one compound having an amine group described in JP-A-63-291 922. The content ratio of the tropic compound is 50 parts by mass or less, more preferably 2 parts by mass or less based on the [A] photo-interface. As a surfactant, it can be enumerated as an anionic product. 1 ® female nonionic interfacial surfactant, cationic surfactant, amphoteric-65-201213397 surfactant, organic stone surfactant, poly An alkylene oxide surfactant, a fluorine-containing surfactant, and the like. The use ratio of the surfactant is preferably 10 parts by mass or less, more preferably 1 part by mass or less, based on 100 parts by mass of the total of the liquid crystal alignment agent. The photosensitizer capable of containing the photosensitizer in the liquid crystal alignment agent has a radical, a hydroxyl group, -SH, -NCO, -NHR (wherein R is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms) The group consisting of -CH=CH2 and S〇2C1 is a compound selected from at least one group and a photo-sensitizing structure. By reacting the above-mentioned polyorganosiloxane having a decyloxy group with a specific cinnamic acid derivative and a mixture of photosensitizers, the [A] photo-aligned polyorganosiloxane contained in the liquid crystal alignment agent comes from both A photosensitive structure (cinnamic acid structure) of a specific cinnamic acid derivative and a light-sensitizing structure from a photosensitizer. The light-sensitizing structure has a function of providing a photosensitive structure close to the erbium excitation energy in the polymer body by excitation by light irradiation. The excitation state may be single or triple, but is preferably triple based on long life and effective stem movement. The light absorbed by the above light-sensitizing structure is preferably ultraviolet light or visible light having a wavelength in the range of 15 〇 nm to 6 〇〇 nm. Light having a wavelength shorter than the above lower limit is not suitable for use in the optical alignment method because it cannot be operated in a general optical system. On the other hand, light having a wavelength longer than the above upper limit has a small energy and it is difficult to induce an excitation state of the above light-sensitizing structure. Examples of the sensitizing structure include a acetophenone structure, a benzophenone structure, an anthracene structure, a biphenyl structure, a carbazole structure, a nitroaryl structure, an anthracene structure, a naphthalene structure, an anthracene structure, and an acridine. Structure, 吲哚-66· 201213397 structure, etc., can be used individually or in combination of 2 or more types. These photo-sensitizing structures are derived from acetophenone, dibenzophenone, anthracene, biphenyl, carbazole, nitrobenzene or dinitrobenzene, naphthalene, anthracene, anthracene, acridine or anthracene, respectively. A structure formed by a group of 1 to 4 hydrogen atoms. Here, the various structures of the acetamidine structure, the carbazole structure and the fluorene structure are preferably formed by removing 1 to 4 of the hydrogen atoms of the benzene ring of acetophenone, carbazole or anthracene. Structure. Among these light-sensitizing structures, it is preferably selected from the group consisting of an acetophenone structure, a benzophenone structure, a fluorene structure, a biphenyl structure, a carbazole structure, a nitroaryl structure, and a naphthalene structure. At least one selected from the group consisting of an acetophenone structure, a benzophenone structure, and a nitroaryl structure is particularly preferred. The photo-sensitizer is preferably a compound having a carboxyl group and a photosensitizing structure. Examples of the compound which is more preferably a compound represented by the following formulas (H-1) to (H-10).

-67- 201213397 (where q is an integer from 1 to 6). The light used in the present invention may be, in addition to the above-mentioned epoxy group-containing polymer, an optically derivatized polyorganosiloxane compound, an organic decane and a specific cinnamic acid-derived light, by being combined, preferably in an organic solvent. The sensitizer is preferably synthesized in the presence of a catalyst. In the case of t, as a specific cinnamic acid derivative, the phase X 1 mole has an epoxy group-containing polyorgano-oxo (tetra) 11 atom, preferably 0.001 mol −] stolon 1 ^ is 0.05 X ” For 〇.01 Moer ~ 5 Mo Er, Tejia, ~ Mo Er. As the amount of light sensitizer, relative to the Mo Mo with an epoxy 7 machine (4) m good 0.0001 Mo Er ~ stem ss ^ ^ ^ .5 moles, more preferably 0.0005 moles ~ 〇 2 moles, preferably 0.001 moles ~ 〇 1 moles., other solvents except [D] solvent and [E] solvent 'the liquid crystal alignment agent can It contains a potting solvent. As the other solvent, a solvent which dissolves [A] a photo-aligned polyorganosiloxane and optionally other components without reacting with them is preferred. As a liquid crystal alignment agent, it is preferred. The organic solvent to be used differs depending on the kind of other polymer which is optionally contained, etc. When the liquid crystal alignment agent contains [A] photoalignment polyorganosiloxane and [B] other polymer, it is preferable. An organic solvent, which is used in addition to the synthetic polyaminic acid; Ethylene glycol monobutyl ether (EGMB), diethylene glycol methyl ethyl ether (DEGME), etc. are mentioned. Among them, NMp, EGMB, and degme are preferable. These organic solvents can be used individually or in combination of 2 or more types. <Preparation of liquid crystal alignment agent for retardation film> -68-201213397 As described above, the liquid crystal alignment agent for a retardation film of the present invention contains [A] photoalignment polyorganosilane as an essential component, and may be optionally used. A suitable component and other optional components are preferably dissolved in a solvent [D] and/or [E] solvent as a suitable component, and are formulated as a solution, and the composition is used as the liquid crystal alignment agent. The solvent used in the preparation can also be suitably used as the other solvent. The solvent used in the preparation of the X liquid S 曰 alignment agent does not precipitate the components contained in the liquid crystal alignment agent at the preferred solid content concentration described below, and the liquid crystal The surface tension is in the range of 25 mN/m to 40 mN/m. The solid content of the liquid crystal alignment agent of the present invention is #丨农度, that is, the liquid: all the components other than the solvent in the dichroic agent. Quality occupies the full range of liquid crystal alignment agents Preparation Example Shu Che u on soil quality considerations viscosity, volatility, etc. Alternatively, preferably

1 quality set %~1 〇蜇吾. /. J '. The solid content concentration is less than 1 mass. / 〇 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , On the other hand, if the solid content, the agricultural degree exceeds 10 詈. /, eye,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, The preferred range of solids concentration will vary depending on the method employed. In the case of u, the mass concentration of the solid content is preferably in the range of 3:. When it is carried out by a printing method, it is preferably solid-a.s.50mpa^9^, preferably a solid containing .... When the inkjet method is used, the solution is viscous in a range of from 3 mass% to 5 mass%, and the liquid viscosity is in the range of 3 mPa.s to 1 Smpa.s. -69-201213397 The temperature "~200 C' when preparing the liquid crystal alignment agent of the present invention is more preferably 〇°c~40X: <liquid crystal alignment film for retardation film and method of forming the same> For forming a liquid film by a photo-alignment method, in particular, it is capable of forming a phase difference thin film = a film. w As a method of forming a liquid crystal alignment film for a retardation film, for example, a liquid crystal alignment film is formed on a substrate. The coating method is followed by an alignment method to impart a liquid crystal alignment ability to the coating film. The liquid crystal alignment of the retardation film using the liquid crystal alignment agent can be produced by the following method, for example, by a roll coating method or a spin coating brush. A suitable coating method such as a method or an inkjet method is applied to the substrate; an alignment agent. Then, the coated surface is preheated (prebaked) and baked to form a coating film. The prebaking condition is, for example, 4 〇. Death, carry out 0_ 1 minute ~ 5 minutes. As a condition for post-baking, °C~3〇 (TC, more preferably 11 (rc~wye, preferably i minutes~ clock) is better for 5 minutes~ 1 〇〇 minutes. The film after post-baking is preferably Ο. ΟΙμιη 〜Ιμπι' is more preferably 〇.〇〇5μιη 〜〇.5μηι. As the substrate, for example, a glass substrate including a float glass glass; triacetyl cellulose (TAC), polyphenylene terephthalate can be cited. a plate of a plastic substrate such as an ester, a polybutylene terephthalate, a polyether oxime, a polyamidamine, an amine, a polydecyl methacrylate, a polycarbonate, etc. In particular, TAC is generally used as an LCD. It is used as a protective layer for the polarizing film of energy. The retardation film is used in combination with a polarizing film. The retardation film must be required to be a 0〇C crystal alignment liquid crystal with a light film, for example, printing Liquid crystal, then ~1 2 0 〇C is 100 々〇〇 film thickness, sodium ruthenium ethane carboxylic acid acetylene transparent important function situation densely controlled -70- aligning 201213397 system relative polarizer film polarization axis can play Therefore, the *TAC film has a desired optical property by forming a liquid crystal alignment in an arbitrary direction by a property, and coating and hardening the polymerity two: 'phase Differential film manufacturing The retardation film can save the existing partial bismuth, and the laminating step of the poor film can help improve the productivity. This is a small 'lightweight' of LCD material, and can be applied, and so on. However, TAC The film has the characteristics of poor solvent resistance = limited solvent that can be used when it is formed, and high solubility such as NMp. In addition, 'TAC film has low heat resistance, & shape: A can not be treated at south temperature. Further, the liquid crystal alignment agent is applied to, for example, a color filter such as a color filter, and a light including a polarizing plate or a retardation film, and can be used as a liquid crystal. Further, the liquid crystal alignment agent is repeatedly applied to the retardation film produced by using the liquid crystal alignment agent, and the crystal alignment film can also be used in the same manner. b When the liquid crystal alignment agent is applied, in order to make the substrate and the coating film more toxic, a functional decane compound hydrate or the like may be applied to the substrate in advance. Next, the coating film is irradiated with linearly polarized light or partially polarized or non-polarized radiation to impart alignment energy to the liquid crystal; for the radiation 'can be used, for example, wavelengths including l5 〇 nm to 8 〇〇 nm are not external lines and visible rays' It is preferably an ultraviolet ray containing light of 3 〇〇n ^ to 4 0 〇 nm. The angle of the radiation used is linearly polarized or partially deflected; in order to form a phase, the film shape of the detector is not able to be applied to the film of the film LCD, and the liquid of the liquid junction and the titanium light is long. - 201213397 Irradiation can be carried out from the direction of the vertical substrate surface, or from the oblique direction, or it can be blended, t pre-angled, and when irradiated with unpolarized radiation, the illumination side s~ way forward Further, the "pretilt angle" described in the present specification is an angle at which the tilting direction is inclined from the direction parallel to the substrate surface. 1 crystal molecule as a light source used, for example, a low-pressure mercury silver lamp, a 4-hydrogen lamp, a metal can be used. Halide lamp, argon resonance lamp, lamp: water, t-ray: Γ, 氙 lamp (4) with lamp), etc. The above preferred wave: zone:: ultraviolet light can be obtained by winding the above-mentioned light source and, for example, a filter It is obtained by a mechanism such as a grating, etc. The amount of radiation to be irradiated is preferably 1 J/m 2 or more and less than 10,000 J/m 2 ', more preferably 10 J/m 2 to 3 000 J/m 2 . Liquid crystal alignment agent known from the prior art The coating film is applied to the liquid crystal alignment 3b force %·, and the amount of radiation irradiation of io oooj/m2 or more is required. If the a liquid crystal alignment agent is used for the 4th capsule, the radiation irradiation of the photo-alignment method is even 3,0〇〇. j/m2 or less 'in addition to Loooj/m2 or less, it is also possible to impart good liquid crystal alignment ability', which contributes to reduction in manufacturing cost of the liquid crystal display element. <Retardation film and method of manufacturing the same> The present invention is also suitable to include phase A retardation film of a liquid crystal alignment film for a poor film. The retardation film formed using the liquid crystal alignment agent can be produced, for example, as follows. The method for forming a retardation film according to the present invention includes: (1) coating the phase on a substrate Step of using a liquid crystal alignment agent for a poor film; -72-201213397 (2) a step of irradiating a coating film with radiation to impart a liquid crystal alignment film for a liquid crystal alignment ability film; (3) at least one for a liquid crystal alignment film for a phase difference film a step of polymerizing the liquid crystal, and (4) a step of curing the coating film of the polymerizable liquid crystal. In the steps (1) and (2), and the liquid crystal forming method for the retardation film described above In the step (3), at least a part of the formed film for a retardation film is coated with a polymerizable liquid crystal. As a method of coating the crystal, for example, roll coating can be exemplified. A suitable coating method such as a method, a spin coating method, or an ink method, and then, in the step (4), and/or irradiation of non-polarized radiation or the like, the polymerizable liquid crystal is dried and the polymerizable liquid crystal is cured. Further, the polymerization may be carried out in an air atmosphere of air T' in an inert atmosphere such as nitrogen, and a polymerizable group of a polymerizable liquid crystal and an initiator may be selected. The film thus obtained can be cured by a liquid crystal in a predetermined alignment state. Can be used as a retardation film. The liquid crystal is not particularly limited as long as it is a compound which is polymerized by heating or line energy. For example, such a nematic type as described in the external beam-curable liquid crystal and its application (see Liquid Crystal, Vol. 3, 1999, pages 34 to 42) may be a mixture with a plurality of compounds. In addition, well-known photopolymerization hair styling agents or thermal polymerization hair styling agents are known. These polymerizations and/or mixtures can be dissolved in a suitable solvent. By adding a chiral agent or the like, a liquid crystal liquid crystal alignment polymerizable liquid brush method for forming a phase-coated alignment film on a substrate can be used. In the spraying step of heating, the polymerizable radiation may be irradiated according to a suitable strip, and the first liquid crystal may be used in combination with a liquid crystal. In this case, in the direction of -73-, 201213397, the twisted nematic nephew is applied, and in the case of the sun, the liquid liquid of the order is also used. It is also possible to use the liquid crystal. The film thickness of the polymerizable liquid crystal is selected to be the film thickness to which the desired optical properties are applied. For example, the W2 wavelength plate of the visible light having a wavelength of 54 〇 nm has a film thickness of 240 nm to 300 nm, and if it is a 1/4 wavelength long plate, the phase difference is 120 nm to 150 nm. Film thickness. The film thickness at which g/m is obtained varies depending on the optical properties of the polymerizable liquid crystal to be used. Example 1 ^ When the polymerizable liquid crystal (foot) of the Merck company was used, the thickness of the film used for the production of the quarter-wave plate was in the range of 6.6μιη~1·5μηι. In the case of heating the polymerizable liquid crystal, the degree of the dish having a good alignment is selected, for example, when using the polymerizable liquid crystal RMS 03-013C manufactured by Merck, the range of | 4 〇 t 〜 8 〇 is selected. For example, the radiation amount at the time of radiation can be, for example, a non-polarized light, a line, etc., and the irradiation amount of the rose ray is preferably 〖, __2 to less than 100,000 J/m2', more preferably 1 〇〇. 〇〇J/m2 to 5〇〇〇〇J/m2. && Method for producing a retardation film containing 13⁄4 or more regions in which the liquid crystal alignment directions are different> Further, in the present invention, it is also suitable to include 3D video use. In the method of producing a retardation film having two or more regions in which the liquid crystal alignment directions are different, the retardation film having a region in which the liquid crystal alignment directions are different in the 3D video use formed using the liquid crystal alignment agent can be produced, for example, as follows. Fabrication of the retardation film The method comprises the following steps in the step (2): -74-201213397 (2-1) the step of irradiating the coating film with the radiation in the first direction, imparting the right alignment ability of the liquid crystal; and the direction (2-2) pair Part of the coating film is irradiated with radiation in the first direction different from the first direction, and further imparts a liquid crystal alignment in the second direction. Step of the knife In addition, as another manufacturing method, the steps in the above step (2) are included: -1, a step of irradiating the coating film with radiation in the first direction to impart a first liquid crystal alignment ability; and (2-2') a portion of the coating film which is not irradiated with radiation at least, and the first direction is different The radiation in the second direction is a step of imparting the liquid crystal alignment ability of the first side. The term "direction" refers to the incident direction or deviation of the radiation. As the first in the steps (2_2) and (2-2,) The two directions are not particularly limited as long as they are in the step () or (2 1 ), and the irradiation radiation imparts the liquid crystal alignment ability: the polarized light is rotated upwards. /First cover ',?' The radiation pattern is formed in a long strip pattern 荦 = the light transmitting portion and the light blocking portion are mutually mutually. [Embodiment] Lai's hood is hereinafter. By way of example, the present invention is not subject to the present invention. The explanation is to repeat the following: the definition of the following examples: In addition, according to the compound compound and the polymer, the synthesis of the compound shown in the example: the compound is deduced by the compound & The necessary amount of j is not used. -75- 201213397 <Synthesis of polyorganosiloxane having epoxy group> [Synthesis Example 1] With a stirrer, thermometer, dropping funnel In a reaction vessel with a reflux condenser, l〇〇.〇g of 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane (ECETS), 500 g of mercaptoisobutyl ketone and l. 〇g triethylamine' was mixed at room temperature. Subsequently, i〇〇g of deionized water was added dropwise from the dropping funnel over 30 minutes, and the mixture was reacted at 80 ° C for 6 hours while mixing under reflux. After the completion of the reaction, the organic layer was taken out, washed with a 0.2% by mass aqueous solution of ammonium nitrate until the washed water was neutral, and then the solvent and water were removed under reduced pressure to obtain a polyorganooxime having an epoxy group; , is a viscous transparent liquid. The 1H-NMR analysis of the polyorganosiloxane having an epoxy group was carried out to obtain a theoretically based epoxy group-based peak at a chemical shift (δ) = 3.2 ppm. It was confirmed that the epoxy group did not produce a side reaction in the reaction. . The obtained polyorganosiloxane having an epoxy group had a Mw of 2,200 and an epoxy equivalent of 186 g/mole. <Synthesis of a specific cinnamic acid derivative> The synthesis reaction of a specific cinnamic acid derivative is carried out in an inert gas atmosphere. [Synthesis Example 2] In a 500 mL three-necked flask equipped with a condenser, 20 g of 4-bromodiphenyl ether, hydrazine 18 g of palladium acetate 〇 98 g of tris(2·indolylphenyl)phosphine, 32 4 g of diethylamine, and 135 mL were mixed. Dimethylacetamide. Next, 7 g of acrylic acid was added to the mixed solution by a syringe and stirred. The mixed solution was further stirred with heating at 1 20 C for 3 hours. After confirming the reaction mixture -76 - 201213397 by TLC (thin layer chromatography), the reaction solution was cooled to room temperature. After the precipitate was filtered, it was poured into a 100 N aqueous solution of 1 N hydrochloric acid to recover a precipitate. The precipitate was re-blocked by a 1:1 (mass ratio) solution of ethyl acetate and hexane to 8.4 g of a compound of the following formula (K-1) (specific cinnamic acid (K-1)). Liquid injection, these crystals, get derivatives

[Synthesis Example 3] In a 300 mL three-necked flask having a condenser, 4-fluorophenylboronic acid, 10 g of 4-bromocinnamic acid, 2.7 g of tetrakis(III) I bar, 4 g of sodium carbonate, and 80 m of L were mixed. Hydrogen α-methane, 3 9 m L of pure water. The reaction solution was heated and stirred at 8 (TC for 8 hours, and ended by TLC. After cooling the reaction solution to room temperature, it was poured into 200 mL of hydrochloric acid aqueous solution, and the precipitate was filtered. The solid was dissolved in a solution of the solid lytic acid in EtOAc, washed with 10 mL of 1 N aqueous hydrochloric acid and 100 mL of 100 mL of saturated brine. Solvent. The obtained solid was vacuum-dried to 9 g of the compound of the following formula (K-2) (specific cinnamic acid (K-2)). 5.5 g of aryl phosphine), the 1N-solution of the reaction was confirmed Ethyl pure water, layer without dryness, derivative

-77-201213397 [Synthesis Example 4] In a 200 mL three-necked flask equipped with a condenser, 3.6 g of 4-fluorostyrene, 6 g of 4-bromocinnamic acid, 〇.〇59 g of acetic acid, and 〇.32 g of three were mixed. 2-tolyl)phosphine, llg of triethylamine, 5 mL of dimethylacetamide. The solution was heated at 120 ° C for 3 hours, and after confirming the completion of the reaction by T L C, the reaction solution was cooled to room temperature. After the precipitate was filtered, the filtrate was poured into a 100 N aqueous solution of 1 N hydrochloric acid to recover the precipitate. These precipitates were recrystallized from ethyl acetate to give 4.1 g of a compound represented by the following formula (K-3) (specific cinnamic acid derivative (K 3 )).

[Synthesis Example 5] In a 2 mL mL three-necked flask equipped with a condenser, 95 g of ethylene-diphenylbiphenyl, 1 g of 4-bromocinnamic acid, ruthenium (10), 9 g of palladium acetate, and 〇$4 g ( 2 tolyl)phosphine' i8g triethylamine, 8 〇 曱 曱 醯 醯 。. The solution was rubbed at 120 ° C for 3 hours, and after 3 hours from the end of the reaction, the reaction solution was cooled to 丨 | After filtering the precipitate, the filtrate was poured into 500 mL of in hydrochloric acid water! 1. In the R / combined solution, the precipitate is recovered. These saponins are recrystallized from a 1:1 solution of dimethyl acetamide, π, . . . , to give 11 g of a compound represented by the following formula (K-4) (special cinnamic acid derivative) (K_4)).

〇

(K-4) -78- 201213397 Synthesis of Shixia Oxygen Burning <[A] Photoalignment Polyorganism [Synthesis Example 6] ^ L of a - mouth flask was charged with 9.3 g of a synthesis example! The obtained polyorganooxane'-nonyl isobutyl ketone having a cyclodiyl group, the specific cinnamic acid derivative obtained in the synthesis example 2, and (7) quaternary ammonium salt (SAN APRO A division 'UCAT18X), at 8 Stir for u hours. After the reaction, 'Xiao methanol was sunk again; the temple was dissolved in ethyl acetate to obtain a solution. After washing the solution three times, the solvent was removed to obtain 6 Å of [A] photo-aligned polyorganosiloxane. (s-丨), as a white powder. The weight average molecular weight Mw of the photo-aligned polyorganosiloxane compound (S-1) was 3,500 0 [Synthesis Example 7] The same procedure as in Synthesis Example 7 except that 3 g of the specific cinnamic acid derivative (κ_2) obtained in Synthesis Example 3 was used. The operation was carried out to obtain a white powder of 7 〇g [Α] photo-aligned polyorganosiloxane (S-2). The light-aligned polyorganosiloxane compound (S-2) had a weight average molecular weight Mw of 4,900. [Synthesis Example 8] In the same manner as in Synthesis Example 7, except that 4 g of the specific cinnamic acid derivative (κ_3) obtained in Synthesis Example 4 was used, 1 〇g [a] photo-aligned polyorganosiloxane (S - 3 ) was obtained. ) white powder. The light-aligned polyorganosiloxane compound (S-3) had a weight average molecular weight Mw of 5, 〇〇〇. [Synthesis Example 9] The same procedure as in Synthesis Example 7 was carried out except that 4.1 g of the specific cinnamic acid derivative (K-4) obtained in Synthesis Example 5 was used to obtain a 1 〇g photo-aligned polyorganosiloxane (S-4). ) white powder. The light-aligned polyorganosiloxane compound (S-4) had a weight average molecular weight Mw of 4,200. -79-201213397 <[B] Synthesis of Other Polymers> [Synthesis Example 10] 19.61 g (〇.l mole) of cyclobutanetetracarboxylic dianhydride and 21.23 g (0.1 mol) 4, 4'-Diamino-2,2,-didecylbiphenyl was dissolved in 367.6 g of NMP' to react at room temperature for 6 hours. Next, the reaction mixture was poured into a large excess of methanol to precipitate a reaction product. The precipitate was washed with methanol and depressurized, 40. (: drying under 15 hours gave 35 g of poly-proline (PA-1). [Synthesis Example 11] 22.4 g (0.1 mol) of 2,3,5-tricarboxycyclopentyl acetic acid dianhydride and 14.23 g (0.1 mol) cyclohexane bis(methylamine) was dissolved in 329 3 g of NMP 'reaction at 60 ° C for 6 hours. Then, the reaction mixture was poured into a large excess of sterol' to precipitate the reaction product. The product was washed with decyl alcohol under reduced pressure at 40 ° C for 15 hours to obtain 32 g of polylysine (PA-2). [Synthesis Example 12] 17.5 g of the obtained compound (1) was obtained. -2), 23 2.5 g of NMP, 3.8 g of pyridine and 49 g of acetic anhydride were added thereto, and reacted for 4 hours under i20 〇c to "yield imidization. Then, the reaction mixture was poured into a large amount of methanol" The reaction product was precipitated, and the precipitate was washed with decyl alcohol and dried under reduced pressure for 15 hours to obtain 15 g of polyimine. [Synthesis Example 13] In a flask having a condenser and a stirrer, 5 parts by mass was added. 2,2'-azobis(2,4-dimethylvaleronitrile), 200 parts by mass of diethylene glycol decyl ethyl ether (DEGME), and then 40 parts by mass of methacrylic acid-shrinkage-80-201213397 sweet Ester, 10 parts by mass of styrene, 30 parts by mass of methacrylic acid and 20 parts by mass of cyclohexylmethyleneimine, after slowly replacing with nitrogen, stirring was started slowly. The temperature of the solution was raised to 70 ° C, and the temperature was raised. The polymer solution containing the poly(fluorenyl) acrylate copolymer (ΜΑ-1) was obtained for 5 hours. The solid content concentration of the obtained polymer solution was 31% by mass. The number average molecular weight of the obtained copolymer was 7,000. <[C] Synthesis of compound containing ester structure> Compound containing ester structure was synthesized according to the following synthesis scheme

HOOC

COOH

COOH CH2r=CH — 0 — C4Hg H3PO4

CH3 I C4H9-Ο — CH — OOC ch3

COO —CH — 0 —C4H9 ch3

COO — CH—0 — C4H9 [Synthesis Example 14] In a 500 mL three-necked flask equipped with a reflux tube, a thermometer, and a nitrogen introduction tube, 21 g of trimesic acid, 60 g of n-butylethylene ether, and 0.09 g of phosphoric acid were added. The reaction was carried out by stirring at 50 ° C for 30 hours. After the reaction was completed, 500 mL of hexane was added to the reaction mixture, and the obtained organic layer was washed twice with a 1N aqueous solution of sodium hydroxide and 3 times with a water solution of -81 - 201213397. Thereafter, the solvent was removed from the organic compound λ θ to obtain 50 g of an ester-containing compound S (.1-1) as a colorless transparent liquid. <Preparation of liquid crystal alignment agent for phase difference film> [Example 1] Synthesis of the compound 1 obtained as [B] other polymer κ 0 milk was selected.

A solution of proline (PA-1) is converted into a mass of 1,000 parts by mass of polylysine (PA-1) contained in A, and 1 part by mass of Synthetic Example 7 is added thereto. [a] photoalignment flat ancient ♦ organic oxane (S-1), then mixed with ethylene glycol monobutyl hydrazine (Egmb), the solvent composition is NMP: EGMB = 5 〇: 5 〇 (mass ratio), the solid content concentration was 4.0% by mass of the liquid. This solution was filtered using a vessel having a pore size of 1 (d) to prepare a liquid crystal alignment agent (A-i) for a phase difference film. [Examples 2 to 6] The kinds and amounts of [A] photoalignment polyorganosiloxane, [B] other polymer, [c] ester-containing compound, and solvent' were added to the types and amounts shown in Table 1 below. In the same manner as in the example i, the liquid crystal alignment agents (A-2) to (A_6) for the retardation film were prepared (the respective solid content concentrations were 4 〇 mass%). [Example 7] A solution containing a poly(fluorenyl) acrylate copolymer (MAq) obtained as Synthesis Example 4 of [B] other polymer was selected, and converted into a poly(fluorenyl) acrylate contained therein. The copolymer (MA_1} is equivalent to an amount of 0.00000 parts by mass, and 100 parts by mass of the [A] photo-aligned polyorganosiloxane (S_2) obtained in Synthesis Example 8 is added thereto, and then 5 parts by mass of the catalyst is added as a hardening catalyst. Salt-soaking (San-Aid S1-60L, Sanxin Chemicals Cry Gong-82-201213397), mixed with butyl acetate and diethylene glycol decyl ethyl ether (degme), the solvent composition is butyl acetate: DEGME = 90:10 (mass ratio), a solution having a solid content concentration of 4.0% by mass. The solution was filtered using a filter having a pore size of ΙμΐΏ to prepare a liquid crystal alignment agent for a retardation film (Α-7). [Example 8 to 1] 0] In addition to the addition of the [Α] photo-aligned polyorganosiloxane and the solvent shown in Table 1 below, 5 parts by mass of aluminum tris(acetate pyruvate) as a hardening catalyst was added thereto ( Except for Alumi chelate A (W) and Kawakn Fine Chemicals, the same as in Example 7. The liquid crystal alignment agents (A-8) to (A-10) for the retardation film were prepared (the respective solid content concentrations were 4.0% by mass). [Example 1 1] 1,800 parts by mass [A] was added. Photo-aligned polyorganophospho-oxygen (s _2 ), 5 parts by mass of sesquiterpene oxide (ACSQ; manufactured by AC-SQTA-100' East Asia Synthetic Co., Ltd.) having a propylene fluorenyl group as a compound [F], and The mass fraction is used as a hardening catalyst for salt removal (Sanxin Chemical Industry Co., Ltd., San-Aid SI-60L), and the solvent composition is 〇]]^^:0 〇]\^ = 90:10 (mass ratio), solid content A solution having a concentration of 4.% by mass. The solution was filtered using a filter having a pore size of 1 μm to prepare a liquid crystal alignment agent for phase difference film (A -1 1). -83 - 201213397 [Table 1] Liquid crystal alignment agent for retardation film [Α] polyorganodecane compound [Β] other polymer, [C] ester-containing compound or [F] compound solvent and mass ratio TAC evaluation result type mass part type mass part coating liquid crystal 酉 酉Adhesion Example 1 Α-1 S-1 100 ΡΑ-1 1,000 NMP : EGMB = 50 : 50 Dissolved - - Example 2 Α-2 S-2 100 ΜΑ-1 1,000 EGMB : DEGME = 90: 10 Good AC Example 3 Α-3 S-3 100 ΜΑ-1 1,000 EGMB : DEGME = 90: 10 Good AC Example 4 Α-4 S- 4 100 ΡΑ-2 1,000 NMP : EGMB = 50:50 Dissolved - - Example 5 Α-5 S-4 100 ΡΙ-1 1,000 NMP : EGMB = 50:50 Dissolved - - Example 6 Α-6 S-1 100 C-1-1 5 NMP : EGMB = 50:50 Dissolution - - Example 7 Α-7 S-2 100 ΜΑ-1 1,000 butyl acetate: DEGME = 90 : 10 Good AB Example 8 Α-8 S-2 1,000 ΜΑ-1 - butyl acetate = 100 Good AB Example 9 -9 S-2 1,000 ΜΑ-1 - butyl acetate: MEK = 90: 10 Good AA Example 10 Α-10 S-2 1,000 ΜΑ-1 - Butyl Acetate: Ethyl Acetate = 90: 10 Good AA Example 11 Α-11 S-2 1,000 ACSQ 50 EGMB : DEGME = 90: 10 Good AB Reference Example 1 CA-1 - - - - NMP : EGMB = 50 :50 - - - Reference Example 2 CA-2 - - - - NMP : EGMB = 50:50 - - - [Reference Example 1] 13_lg poly(2-hydroxyethyl methacrylate) was dissolved in 50 mL of NMP. After cooling to room temperature, 10 mL was added. Bisidine. Thereto was added 17.0 g of cinnabarin chloride, and the mixture was stirred for 8 hours. After the reaction mixture was diluted with NMP, methanol was added, and the chamber was washed well and dried to obtain 25 g of a polymer. NMP and ethylene glycol monobutyl ether were added thereto to form a solution having a solvent composition of NMP: EGMB = 50:50 (mass ratio) and a solid content concentration of 4.0% by mass. This solution was filtered using a filter having a pore size of 1 μηι to prepare a composition (CA-1). -84- 201213397 [Reference Example 2] 1.0 g of 4-(2-mercaptopropenyloxyethoxy)azobenzene, O.Olg 2,2'-azobis(isobutyronitrile) And 2.00 g of dried benzene was added to an ampoule, and after degassing, the tube was sealed and poured into decyl alcohol to obtain a precipitate of a polymer compound. After filtering this, the precipitate was again dissolved in benzene', precipitated again with methanol, filtered, and the operation was repeated twice, and then dried. Ν Μ P and E G Μ 加入 were added thereto to form a solution having a solvent composition of NMP: EGMB = 50:50 (mass ratio) and a solid content concentration of 4.0% by mass. This solution was filtered using a filter having a pore size of 1 μm to prepare a composition (CA-2). &lt;Production of Liquid Crystal Alignment Film for Phase Difference Film&gt; [Example 12] A liquid crystal alignment agent (Α-1) for a retardation film prepared in Example 1 was applied onto one surface of a transparent glass substrate using a spin coater. After prebaking for 1 minute on a hot plate at 80 ° C, it was post-baked at 200 ° C for 1 hour in a nitrogen-substituted oven in a box to form a coating film having a film thickness of 1 μm. Next, a Hg-Xe lamp and a Glan-Taylor prism were used to vertically irradiate a polarized ultraviolet light of 3 0 3 nrti (3 0 3 J / m 2 ) containing a bright line of 3 1 3 nrti from the substrate normal to produce a liquid crystal for a retardation film. Orientation film. [Examples 1 to 3, and Reference Examples 3 to 5] A phase difference was produced in the same manner as in Example 12 except that the liquid crystal alignment agent for a retardation film shown in Table 2 was used, except that the ultraviolet rays having a predetermined irradiation amount were used. A liquid crystal alignment film for a film. -85- 201213397 [Table 2] Liquid crystal slTi^ (transparent glass substrate) for retardation film used Phase i Liquid crystal alignment agent Irradiation

[Evaluation of the coating property of the TAC film and the liquid crystal alignment property] To the liquid crystal alignment agent for a retardation film of (A-2), a cerium salt (Sanxin Chemical Industry Co., Ltd., San_Aid SI_60L) as a curing catalyst was added to adjust the catalyst concentration. It is 5 mass by weight relative to the solid content. / Preparation. Further, (A-3) was prepared in the same manner except that aluminum tris(acetylacetonate) (Kawaken Fine Chemicals, Alumichelate A (w)) was used as a curing catalyst. Further, (A _ 7) to (A -1 1) were prepared in the same manner except that a salt (Sanxin Chemical Industry Co., Ltd., San-Aid SI-60L) was used as a curing catalyst. On one side of the TAC film, a liquid crystal alignment agent for a retardation film was applied using a spin coater at 8 Torr. The hot plate on the crucible was prebaked for 1 minute, and then baked in a nitrogen-substituted oven in a box for 12 minutes under heating, and a coating film having a film thickness of ιμηη was formed. At this time, when no dissolution of the TAC film was observed, the TAC coating property was good. For the TAC coating property, a polarized ultraviolet ray of 3 〇〇 J/m 2 containing a bright line of -86 - 201213397 313 nm was vertically irradiated from the substrate normal line using an Hg-Xe lamp and a Glan-Taylor prism on the surface of the coating film. Table 1 shows the results of forming a phase difference liquid crystal alignment film and performing liquid crystal alignment and adhesion described later. [Evaluation of Adhesion] The liquid crystal alignment of the retardation film formed on the TAC film was carried out by using a spacer having a lead, and a slit of 1 mm was formed by a slit at a distance of 1 mm to form a 10x10 lattice pattern. Next, after the scotch pattern of the scotch tape is firmly adhered, the scotch tape is peeled off. Observe the removed portion of the coating film after the tape. When the number of the lattices in which the coating film is peeled off along the removed line or the dot is less than 10% with respect to the total number of the lattice patterns, it is judged that the adhesion is excellent ("A"); 1%% is in the case of 4% by weight. It was judged that the adhesion was good ("B"); 40% was judged by the shape to be inferior in adhesion ("C,"). &lt;Production of retardation film&gt; [Examples 23 to 33, Comparative Example 1 ~ After filtering the hydrated liquid crystal (Merck, RMS03-0 1 3C), k 0.2μηη filter, the liquid crystal for retardation film produced by using the spin coater to the examples 12 to 22 and the reference examples 3 to 5 After baking on a hot plate at 60 ° C for 1 minute, then using a lamp to irradiate the polymerized liquid crystal coated surface with a non-polarized ultraviolet ray of 3 〇〇〇〇 J/m 2 of 365 nm light. The phase difference was evaluated as follows. The results are shown in Table 3. [Evaluation of liquid crystal alignment] The phase difference produced in the examples 23 to 33 and the comparative examples 1 to 3 was observed by a polarizing microscope for the presence or absence of an abnormal region. Observe the evaluation of the film. The film is added to the upper part of the film and the upper part is small. When the alignment film Hg-Xe was subjected to a wavelength film and the film was introduced into the region of the abnormality -87-.201213397, the liquid crystal alignment property was evaluated as "A", and the liquid crystal alignment property was evaluated as "B" when an abnormality was observed. (Evaluation of heat-resistant stability) The film was produced in the same manner as described above except that the liquid crystal alignment film for a film was produced under the irradiation conditions of the liquid crystal alignment property of "A", and the film was heated for 1 hour before the application of the polymerizable liquid crystal. In the same manner as described above, the liquid crystal alignment property evaluation was performed, and the case where there was no abnormal region was regarded as the thermal stability "A", and the abnormal region shape was observed as the thermal stability "B". [Table 3] From the results of Table 3, When the liquid crystal alignment film for a retardation film is formed by using the liquid crystal, the light required for the optical alignment is extremely low, and the phase film having the liquid crystal alignment film for the retardation film has excellent liquid crystal alignment property, heat resistance, and base. Each phase of the material includes a phase difference of a region having a different liquid crystal alignment direction. The phase difference of the region is 150 ° C. The difference is observed.

Phase difference film (transparent glass substrate) Liquid crystal alignment thermal stability Example 2 3 AA Example 24 AA Example 2 5 AA Example 2 6 AA Example 2 7 AA Example 2 8 AA Example 29 AA Example 3 0 AA Example 3 1 AA Example 3 2 AA Example 3 3 AA Comparative Example 1 AB Comparative Example 2 BB Comparative Example 3 AB The amount of irradiation to the dose was thin. [Production of Film] -88-201213397 [Example 34] In the same manner as in Example 12, a liquid crystal alignment film for a phase difference was formed on a substrate, and then rotated by 9 Å from the first polarized ultraviolet ray. In the polarized light direction, a long strip photo mask is formed in such a manner that the transmissive portion and the light shielding portion are juxtaposed to each other, and the second polarized ultraviolet ray is irradiated (a polarized ultraviolet ray having a 313 nm glow line obtained using a Hg_Xe lamp and a Glan-Taylor prism) ^ SOOJ/m2). Next, the polymerizable liquid crystal (Merck, 'RMS, RMS03-013C) was filtered through a filter having a pore size of 2 μm, and then applied to the surface of the liquid crystal alignment film for forming a retardation film by a spin coater at 60 C. After baking on a hot plate for 1 minute, the polymerizable liquid crystal coated surface was irradiated with 30,000 J/m 2 of non-polarized ultraviolet rays containing a 365 nm wavelength of glow light, and a retardation film including regions having different liquid crystal alignment directions was produced. [Example 3 5] In the same manner as in Example 12, after the liquid crystal alignment agent for a retardation film was applied onto a substrate, the first polarized ultraviolet ray was irradiated while blocking half of the light of the substrate (using Hg_Xe lamp and gran _ Taylor prism obtained polarized ultraviolet light containing 313 nm glow line 3〇〇J/ln2). Next, it is rotated 9 从 from the initial polarized ultraviolet ray. In the polarized direction, the light in the exposed portion of the first exposure is blocked, and the second polarized ultraviolet ray is irradiated to the unexposed portion by irradiating the polarized ultraviolet ray (the polarized ultraviolet ray containing the illuminating line of 3l 3 nm obtained by using the Hg-Xe lamp and the Glan-Taylor prism) 3〇〇J/nl2). Next, a small-combination liquid crystal (Merck, RMS03-013C) was filtered through a transition vessel having a pore size of 0.2 pm, and then applied to the surface of the liquid crystal alignment film for forming a retardation film using a spin coater at 6 (TC). After baking on a hot plate for 1 minute, the -89-201213397 two "Hg-Xe lamp" applied a non-polarized ultraviolet ray containing a wavelength of 365 to the polymerizable liquid crystal, and the phase of the region in which the alignment direction was different. The film of the retardation film of the liquid crystal [containing the liquid crystal alignment direction ζ π valence] is evaluated by the retardation film of the y ^ phase difference film obtained in Example 34 under the condition of il?t. The Nichol prism is arranged in a difficult arrangement, and when viewed from the transmitted light in the opposite direction of the TOP card, the light ultraviolet ray is arranged parallel or perpendicular to the direction of the illumination and the observation side light. Another aspect is if the phase two film is :: all patterns are dark, and the pattern of formation of the retardation film is all center-centered and rotated 45. The same embodiment is observed as above; there is birefringence. 2. The retardation film of the polarized light of the polarized ultraviolet light irradiated with the film Next, no The polarized violet of the illumination. The millimeter or the vertical matching surface is dark. On the other hand, if the direction of the polarization of the light is 45, the phase difference film is different from the plane of the film in the plane. All of them are brightened, and the polarized light of the polarized ultraviolet light is not birefringent. It can be confirmed that the above-described embodiment 34 and the real phase difference film are used in the same manner as the eccentricity of the irradiation. 35 obtained scoop person. The direction of the polarizing direction of the line is 'the phase difference of the film with the film: 7 kinds of liquid crystal alignment directions are different, and when observed under the polarizing condition of parallel $ and polarized ultraviolet light, the brightened pattern and 2. The shape exists in the outer corner of the Nicol prism. The pattern of g is defined by the edge -90-, 201213397 [Industrial Applicability] By the present invention, a liquid crystal capable of forming a liquid film for a retardation film is provided. An alignment agent, a film having excellent liquid crystal alignment property, thermal stability, and adhesion to a substrate, and a method for producing the same, wherein the liquid crystal alignment agent is irradiated evenly by a small amount Alignment light, and it does not require rapidly after irradiation and irradiation [drawings briefly described the major elements None None REFERENCE SIGNS -91 crystal with the heating step and the liquid phase of the radiation film... -

Claims (1)

201213397 VII. Patent Application Range·· i A liquid crystal alignment agent for a retardation film having a photo-alignment group polyorganosiloxane. The agent includes fAJ 2: a liquid phase film for a phase difference film according to item 1 of the patent application. The above-mentioned photo-alignment type system has a cinnamic acid-based day-aligning agent' 3. As claimed in the patent specification. j. The phase difference film for the second aspect of the target is a compound having a ruthenium structure, and the compound represented by the formula (1) is derived from the following formula. The group of the object and the formula (2) Wherein the above-mentioned cassia ^ α M , crystallizing alignment agent, • &quot; group consists of at least one selected; ', the compound of R is phenyl, biphenylene, cyclohexyl,兮 4 亚 三 w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w w Burning - Γ B breaking a carbon atom number alkoxy group, fluorine original early, knowing 2, having a number of turns of 1 to 10, or a fluorenyl group; R is a single bond, a carbon atomic number of alkanediyl , Ding Yao J hole atom, sulfur atom, -〇11=(:11-, -^^-, -(:〇〇- or -OCO- ; a is n 1 is an integer of 0~3; among them, in a When it is 2 or more, the respective γ of R and R2 may be the same or different; for the fluorine atom or the oxy-earth, b is 〇~4 integer; -92- 201213397 In the formula (2), τ?4 goes; τ κ is Extending a phenyl group or a cyclohexyl group, wherein a part or all of the hydrogen shoulders of the phenyl or cyclohexyl group may be bonded by a bond having a carbon number of 1 to 10, s ^ or % alkyl, carbon a chain or cyclic alkoxy fluorene having a number of atoms of 1 to 1 〃 'Mountain &amp; a fluorine atom or a cyano group; R5 is a single bond, an alkanediyl group having a ruthenium number of 1 to 3, and oxygen An atom, a sulfur atom or _NH-; c is an integer of 1 to 3. In the case of c of 2 or more, R4 and R5 may each be the same 'may be different from η τ ;; R 6 is a fluorine atom or a cyano group. ;d is 〇~4 ι, R is oxygen mask, -COO-* or -OCO-*, standing, with "" linkage and R8 linkage. η 8 ' is a divalent aromatic group a divalent lipid-based group, a divalent heterocyclic ring thereof, or a divalent fused ring group; r9 is a single bond, -〇CO-(CH2)f-* or (CH2)g-*; *,, the connection key and the rebel connection, f and g are subdivided into ^. The other J is an integer of 1~; e is an integer of 〇~3; where 'when e is 2 or more 拄n7 8 ^' R and R may each be the same or different.) 4. For the phase difference film of the invention, the liquid crystal alignment agent for phase difference film, having [A] polyorganosiloxane having a photo-alignment modification It is a polyorgano stone scorpion with an epoxy group and its hydrolyzate a group consisting of a compound represented by the condensate of the hydrolyzate and a compound consisting of at least one compound selected from the above formula (1) and at least one compound selected from the formula (1): (2) The reaction product of the compound. 5. If the application range is from the range of the first range of the 曰 曰 amp θ θ 至 至 至 至 薄膜 薄膜 薄膜 薄膜 薄膜 薄膜 — — — — — — — — — — — — — — — — Containing [B] selected from the group of juveniles, which consists of a polyglycolic acid, a polyamidiamine, an ethylenically unsaturated compound polymer, and a gemstone without a photo-alignment. At least one polymer. The liquid crystal alignment agent for a phase difference film according to any one of claims 1 to 4, wherein the liquid crystal alignment agent further contains [C] an acetal having two or more carboxylic acids. A compound of at least one structure selected from the group consisting of an ester structure, a ketal ester structure of a carboxylic acid, a 1-alkylcycloalkyl ester structure of a carboxylic acid, and a tertiary butyl ester structure of a carboxylic acid. 7. The liquid crystal alignment agent for retardation film according to any one of claims 1 to 4, wherein the liquid crystal alignment agent further contains [D] a solvent represented by the following formula (6), Rdl-COO-Rd2 (6) In the formula (6), Rdl is an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, a phenyl group or a benzyl group; wherein the above alkyl group may be in a carbon-carbon bond And a liquid crystal alignment agent for a retardation film according to any one of claims 1 to 4, wherein the liquid crystal alignment agent Further, [E] is a solvent which is erosive to the substrate for a retardation film. The liquid crystal alignment agent for a retardation film according to any one of claims 1 to 4, wherein the liquid crystal alignment agent further contains [F] a compound containing a group having a polymerizable carbon-carbon double bond. A liquid crystal alignment film for a retardation film, which is formed by a liquid crystal alignment agent for a retardation film according to any one of claims 1 to 9. 11. The liquid crystal alignment film for a retardation film according to the first aspect of the invention, wherein the liquid crystal alignment film comprises two or more regions in which the liquid crystal alignment directions are different. -94-201213397 1 2 - A retardation film having a liquid crystal alignment film for a retardation film as disclosed in claim 10 or 11. The method for producing a retardation film includes the following steps: (1) coating a substrate with a liquid crystal alignment agent for a retardation film according to any one of claims 1 to 9 to form a coating film. (2) a step of irradiating a coating film with radiation to impart a liquid crystal alignment ability to form a liquid crystal alignment film for a retardation film; (3) a step of applying a polymerizable liquid crystal to at least a part of the liquid crystal alignment film for a retardation film, and (4) A step of curing a coating film for coating a polymerizable liquid crystal. The manufacturing method of the retardation film of claim 13 wherein the step (2) includes the following steps: (2 - 1) irradiating the coating film with the radiation in the first direction to give the first direction And (2-2) a step of irradiating a portion of the coating film with radiation in a second direction different from the first direction to further impart a liquid crystal alignment ability in the second direction. [1] The method for producing a retardation film according to Item 13 of the patent application, wherein the step (2) includes the following steps: (2-1 ') irradiating the coating film with radiation in the first direction, giving the first a step of aligning the liquid crystal alignment capability; and (2-2') irradiating the radiation in the second direction different from the first direction in the portion of the coating film where the radiation is not irradiated at least, and imparting the alignment ability of the liquid crystal in the first direction step. -95- 201213397 IV. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the component symbols of this representative figure: None. 5. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: