JP2615540B2 - Liquid crystal display device - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a liquid crystal display device using a specific alignment control film.

2. Description of the Related Art Conventionally, as a transparent conductor for a liquid crystal display element, a transparent surface of glass has been used. But,
Liquid crystal display devices are becoming lighter and thinner. In response to such demands, those with a glass surface that is made transparent and conductive cannot reduce the thickness of the glass plate to a certain degree or more due to the mechanical strength of the glass and restrictions on manufacturing, and it is said that 0.3 mm is the limit. . Therefore, there is a limit to be applied to the above purpose, and furthermore, there is a problem that the device is damaged in the manufacturing process of the device due to its vulnerability to impact. As a method of overcoming these drawbacks, it is conceivable to use a resin instead of the conventional glass. However, as described above, in order to make the orientation of the liquid crystal uniform,
A layer is required to control the orientation. As a method for obtaining a layer for controlling this orientation, in the case of a conventional glass, a method of obliquely depositing a thin film made of an inorganic compound such as silicon dioxide or a rubbing treatment of a thin film made of an organic compound such as polyimide (cloth) Rub in a certain direction).

Problems to be Solved by the Invention However, all of the above methods require constant temperature treatment during film formation. These are not particularly problematic in a conventional glass substrate, but in the case of a resin substrate, the substrate cannot withstand the above-mentioned processing temperature and is deformed, so that a normal liquid crystal display element cannot be obtained.

For example, when using a resin film provided with a transparent electrode of indium oxide and applying a polysimide resin to the electrode side, the resin film substrate undergoes thermal deformation due to long-term heat treatment at a high temperature, and a normal liquid crystal element is produced. I can't get it. Therefore, when the polyimide is heat-treated at a temperature (100 ° C.) lower than the thermal deformation temperature of the resin film substrate, the heat curing reaction of the polyimide is inadequate, so that the rubbing process causes scratches or peeling of the film. There is.

Therefore, after being applied to the resin film, a thermoplastic resin that does not require a curing reaction, that is, an organic solvent solution such as polystyrene, polymethacrylate, polysulfone, polyethersulfone, and polycarbonate is applied to the resin film and dried, and then subjected to a predetermined rubbing. And attempted to form a liquid crystal element, the liquid crystal display element could not be aligned, and none of these resins could be used as a liquid crystal alignment control film. As a result of investigating the cause, it was found that these resins were dissolved in the liquid crystal and the effect of the rubbed surface disappeared.

Thus, polyvinyl alcohol and various celluloses were examined as resins insoluble in liquid crystals. That is, these resins were dissolved in water, the aqueous solution was applied to the resin film, dried and rubbed, and then the element was assembled.
As a result, it was found that the liquid crystal molecules serve as an alignment control film for a well-aligned liquid crystal. However, upon closer examination,
The device was poor in the moisture resistance reliability, and poor alignment was caused by moisture. That is, since the resin film has a higher moisture permeability than the glass plate, moisture enters the element. However, it is considered that since these alignment control films are water-soluble resins, they are dissolved or swelled by water, and the ability to align liquid crystals is lost.

Japanese Patent Application Laid-Open No. 55-9518 discloses a liquid crystal display panel using a polymer substance having an amide bond (nylon or the like) as an alignment treatment film. , You need to work at a fairly high temperature,
Not always satisfactory.

Therefore, the present invention solves the above-mentioned problems, and even if a resin substrate is used, the resin can be processed at a low temperature at which the resin is not thermally deformed, and is insoluble or hardly soluble in water and liquid crystal, and has a specific solvent. The object of the present invention is to provide a liquid crystal display device having an alignment control film that dissolves only in water.

Means for Solving the Problems and Action Thereof The present invention provides an alignment control film of a liquid crystal display element having a general formula [Wherein R _1, R _2, R ₃ and R ₄ are each independently hydrogen, lower alkyl group, it represents a lower alkoxy group or a halogen, R ₅
And R ₆ each independently represent hydrogen, a lower alkyl group, a trifluoromethyl group or a trichloromethyl group, and Ar is p
-Phenylene group, m-phenylene group, diphenylene group,
Naphthylene group or (Wherein Y is -O -, - SO ₂ -, -S-, Or represents -CH ₂ - and represented)] and the general formula (II): [Wherein R ₇ represents a divalent hydrocarbon group, R ₈ represents a monovalent hydrocarbon group, m represents an integer of 1 or more, and Ar represents the above]. The invention relates to a liquid crystal display device comprising an aromatic polyetheramide silicon polymer having

The aromatic polyether amide silicon polymer is insoluble or hardly soluble in liquid crystal and water, dissolve this polymer in a specific solvent, and apply it to a substrate having a transparent conductive film such as indium oxide, After drying by heating at a low temperature (100 to 120 ° C.), rubbing is performed to obtain an alignment control film.
By arranging the alignment control films of the two substrates facing each other in parallel and sealing the liquid crystal between them, a resin substrate liquid crystal display element having satisfactory characteristics can be completed.

The liquid crystal display device of the present invention generally has good orientation of liquid crystal, and also has good moisture resistance. Therefore, any conventionally known substrate material may be used. For example,
A commercially available film or sheet such as an epoxy acrylate resin and polyethylene terephthalate, which has a transparent conductive film, can be used. In addition, a film which is insoluble in liquid crystal or has been subjected to a treatment such that the surface is not dissolved by liquid crystal. Alternatively, the present invention is applicable as long as there is a sheet, and is not particularly limited. In the present invention, a glass substrate may of course be used.

In the present invention, after a specific aromatic polyetheramide silicon polymer solution is applied to the substrate, the solvent may simply be evaporated and dried, so that an alignment control film can be obtained at a low temperature in a short time. For example, the film thickness to be formed is 200 to 30000Å,
It is preferably about 500 to 2000 ° and very thin, so that it can be sufficiently dried even at a boiling point or lower. Therefore, an inexpensive liquid crystal display device can be obtained very easily as compared with a conventional method of obliquely depositing a thin film made of silicon dioxide or the like on a substrate (mainly a glass plate) or a method of forming a polyimide film.

The aromatic polyetheramide silicone resin having a repeating unit represented by the general formulas (I) and (II) in the present invention is represented by the general formula (III): [Wherein R ₁ , R ₂ , R ₃ , R ₄ , R ₅ and R ₆ are those represented by the general formula (I)
And an aromatic diamine having an ether bond represented by the general formula (IV): [Wherein R ₇ , R ₈ and m have the same meanings as those in the above formula (II)] and, if necessary, other diamines and aromatic dicarboxylic acids or a reaction thereof. Can be obtained by solution polymerization, melt polymerization or polycondensation by applying a known aromatic polyamide production method such as the method disclosed in JP-A-52-23198.

The diamine is a compound 15 represented by the general formula (III)
~ 99.9 mol% of the compound represented by the above general formula (IV) 0.1
~ 30 mol% and 0-75 mol% of other diamines, giving a total of 10
It is preferable to mix them so as to be 0%. Here, if the amount of the other diamine component is too large, the characteristics of the aromatic polyetheramide silicon rigid body of the present invention are not exhibited. It is particularly preferred that the other diamine is used in an amount of 0 to 30 mol%. The compound of the general formula (III) and the compound of the general formula (IV) are preferably compounded in a molar ratio of 70/30 to 99.9 / 0.1, particularly preferably in a molar ratio of 85/15 to 99.8 / 0.2. Is preferred. If the ratio is too small, the heat resistance tends to decrease, and if it is too large, the adhesiveness tends to decrease.

The aromatic dicarboxylic acid or its reactive acid derivative is preferably used in an amount of 90 to 130 mol%, particularly preferably about 100 mol%, based on the total amount of the diamine.

Examples of the aromatic diamine having an ether bond represented by the general formula (III) include 2,2-bis [4- (4-aminophenoxy) phenyl] propane and 2,2-bis [3
-Methyl-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-chloro-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-bromo-4- ( 4-Aminophenoxy) phenyl] propane, 2,2-bis [3-ethyl-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-propyl-4- (4-aminophenoxy) phenyl 〕propane,
2,2-bis [3-isopropyl-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-butyl-
4- (4-aminophenoxy) phenyl] propane, 2,
2-bis [3-sec-butyl-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-methoxy-
4- (4-aminophenoxy) phenyl] propane, 2,
2-bis [3-ethoxy-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3,5-dimethyl-
4- (4-aminophenoxy) phenyl] propane, 2,
2-bis [3,5-dichloro-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3,5-dibromo-
4- (4-aminophenoxy) phenyl] propane, 2,
2-bis [3,5-dimethoxy-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [3-chloro-4
-(4-aminophenoxy) -5-methylphenyl] propane, 1,1-bis [4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-methyl-4- (4-
Aminophenoxy) phenyl] ethane, 1,1-bis [3
-Chloro-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-bromo-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-ethyl-
4- (4-aminophenoxy) phenyl] ethane, 1,1
-Bis [3-propyl-4- (4-aminophenoxy)
Phenyl] ethane, 1,1-bis [3-isopropyl-4
-(4-aminophenoxy) phenyl] ethane, 1,1-
Bis [3-butyl-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-sec-butyl-4- (4
-Aminophenoxy) phenyl] ethane, 1,1-bis [3-methoxy-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-ethoxy-4- (4-aminophenoxy) phenyl] Ethane, 1,1-bis [3,5-
Dimethyl-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3,5-dichloro-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3,5-dibromo- 4- (4-aminophenoxy) phenyl] ethane,
1,1-bis [3,5-dimethoxy-4- (4-aminophenoxy) phenyl] ethane, 1,1-bis [3-chloro-4
-(4-aminophenoxy) -5-methylphenyl] ethane, bis [4- (4-aminophenoxy) phenyl]
Methane, bis [3-methyl-4- (4-aminophenoxy) phenyl] methane, bis [3-chloro-4- (4-
Aminophenoxy) phenyl] methane, bis [3-bromo-4- (4-aminophenoxy) phenyl] methane,
Bis [3-ethyl-4- (4-aminophenoxy) phenyl] methane, bis [3-propyl-4- (4-aminophenoxy) phenyl] methane, bis [3-isopropyl-4- (4-aminophenoxy) Phenyl) methane,
Bis [3-butyl-4- (4-aminophenoxy) phenyl] methane, bis [3-sec-butyl-4- (4-aminophenoxy) phenyl] methane, bis [3-methoxy-4- (4-amino) Phenoxy) phenyl] methane,
Bis [3-ethoxy-4- (4-aminophenoxyphenyl) methane, bis [3,5-dimethyl-4- (4-aminophenoxy) phenyl] methane, bis [3,5-dichloro-4- (4- Aminophenoxy) phenyl] methane,
Bis [3,5-dibromo-4- (4-aminophenoxy)
Phenyl] methane, bis [3,5-dimethoxy-4- (4
-Aminophenoxy) phenyl] methane, bis [3-chloro-4- (4-aminophenoxy) -5-methylphenyl] methane, 1,1,1,3,3,3-hexafluoro-2,2-bis [4- (4-aminophenoxy) phenyl] propane, 1,1,1,3,3,3-hexachloro-2,2-bis [4- (4
-Aminophenoxy) phenyl] propane, 3,3-bis [4- (4-aminophenoxy) phenyl] pentane,
1,1-bis [4- (4-aminophenoxy) phenyl]
Propane, 1,1,1,3,3,3-hexafluoro-2,2-bis [3,5-dimethyl-4- (4-aminophenoxy) phenyl] propane, 1,1,1,3,3 , 3-Hexachloro-2,2-bis [3,5-dimethyl-4- (4-aminophenoxy) phenyl] propane, 3,3-bis [3,5-dimethyl-4-
(4-aminophenoxy) phenyl] pentane, 1,1-
Bis [3,5-dimethyl-4- (4-aminophenoxy)
Phenyl) propane, 1,1,1,3,3,3-hexafluoro-
2,2-bis [3,5-dibromo-4- (4-aminophenoxy) phenyl] propane, 1,1,1,3,3,3-hexachloro-2,2-bis [3,5-dibromo- 4- (4-aminophenoxy) phenyl] propane, 3,3-bis [3,5-dibromo-4- (4-aminophenoxy) phenyl] pentane,
1,1-bis [3,5-dibromo-4- (4-aminophenoxy) phenyl] propane, 2,2-bis [4- (4-aminophenoxy) phenyl] butane, 2,2-bis [3- Methyl-4- (4-aminophenoxy) phenyl] butane, 2,2-bis [3,5-dimethyl-4- (4-aminophenoxy) phenyl] butane, 2,2-bis [3,5-dibromo- 4- (4-aminophenoxy) phenyl] butane, 1,
1,1,3,3,3-hexafluoro-2,2-bis [3-methyl-
4- (4-aminophenoxy) phenyl] propane. Of these, 2,2-bis [4- (4-aminophenoxy) phenyl] propane is representative. If necessary, a mixture of the above diamines can be used.

The compound represented by the general formula (IV) includes a compound represented by the general formula (I
In m), m is preferably 100 or less, and particularly preferably 50 or less. If m is too large, the ratio of amide bonds in the aromatic polyetheramide silicon polymer decreases, and the solvent resistance tends to decrease. Examples of the compound represented by the general formula (IV) include: And the like. However, m ′ in the above formula is 1 to
A number in the range of 100. In the above formula (a), among the diaminosiloxanes, those having m 'of 1, 20 on average and 50 on average are respectively LP-7100, X-22-161A and X-22-161C ( All are marketed as Shin-Etsu Chemical Co., Ltd.). These diaminosiloxanes are
Species or two or more can be used.

By copolymerizing the compound represented by the general formula (IV), it can be expected to improve the adhesion to the substrate.

Further, other diamines include known aromatic diamines other than those represented by the general formula (III), for example, 4,4'-diaminodiphenyl ether, 4,4'-diaminodiphenylmethane, 4,4'-diaminodiphenylsulfone , Metaphenylenediamine, 4,4'-di (4-aminophenoxy) phenylsulfone, paraphenylenediamine,
4'-di (3-aminophenoxy) phenyl sulfone,
There are 3,3'-diaminodiphenyl sulfone and the like, and there are also aliphatic diamines. The aliphatic diamine is preferably used in the range of 0 to 30 mol% based on the whole diamine. In addition, a part of the diamine component can be substituted with 0 to 30 mol% of bisphenol such as bisphenol A. The use of bisphenol is preferred for improving adhesion.

As the aromatic dicarboxylic acid in the present invention, for example, terephthalic acid, isophthalic acid, diphenyl ether dicarboxylic acid, 4,4 ', diphenyl sulfone dicarboxylic acid-
4,4 ', diphenyldicarboxylic acid-4,4', and naphthalenedicarboxylic acid-1,5, etc., which can be preferably used since terephthalic acid and isophthalic acid are generally produced. . In particular, a mixture of terephthalic acid and isophthalic acid is desirable from the viewpoint of the solubility of the resulting polymer. In addition, the reactive derivative of the aromatic dicarboxylic acid in the present invention means dichloride, dibromide, diester and the like of the aromatic dicarboxylic acid.
Further, as described above, when a mixture of terephthalic acid and isophthalic acid is used, the mixing ratio of isophthalic acid having a carboxyl group at the meta position of the benzene nucleus and terephthalic acid having a carboxyl group at the para position of the benzene nucleus Is
It is particularly preferable that the solubility be in the range of 80 to 20% with respect to the former of 20 to 80%.

The aromatic polyetheramide silicone polymer of the present invention is prepared at 30 ° C. in a 0.2% by weight solution of dimethylformamide.
Is preferably 0.5 to 20 dl / g. If the reduced viscosity is too small, the solvent resistance will be reduced, and if it is too large, the solubility in polar solvents tends to be reduced.

Solvents for the alignment control film include dimethylsulfoxide, dimethylformamide, dimethylacetamide, N
-Methyl-2-pyrrolidone, cyclohexanone or the like alone or a mixed solvent thereof, or a mixture obtained by mixing the aromatic polyetheramide silicon condensate polymer within a dissolvable range can be used. For example, rather than using the above solvent alone, a mixed solvent obtained by mixing a suitable amount of cellosolves, toluene, xylene, etc. may obtain a better film, and other than the above, the aromatic polyetheramide silicon polymer can be dissolved. It is not particularly limited as long as it is one.

In the present invention, in order to improve the film-forming properties and the like,
Other polymers may coexist.

EXAMPLES Next, the present invention will be described based on examples, but the present invention is not limited to these examples.

The evaluation of the orientation of the liquid crystal display element was performed based on the angle between the long axis fragrance of the liquid crystal molecules and the substrate surface, that is, the inclination (tilt angle θ) between the substrate and the long axis of the liquid crystal molecules. For good orientation, a tilt angle of 1.5 to 3.0 is desirable, whereby the absolute value of the contrast ratio can be increased. [Tilt angle and its measuring method are described in Journal of Applied Physics, Vol.
80), No. 10, pp. 2013-4]].

Example 1 A stirring rod, a thermometer, and a dropping funnel were set in a 1000 ml flask, and 17.2 g of sodium hydroxide was dissolved in 80 ml of water and placed in the flask. Next, 63.5 g of 2,2-bis [4- (4-aminophenoxy) phenyl] propane and 2.0 g of 1,3-bis (aminopropyl) tetramethyldisiloxane were dissolved in 340 g of cyclohexanone and injected into the flask. And cooled to -2 ° C. On the other hand, 18.2 g of terephthalic acid dichloride and 18.2 g of isophthalic acid dichloride were dissolved in 240 g of cyclohexanone, and this acid chloride solution was poured into the flask from a dropping funnel.
And reacted for 3 hours.

The reaction solution was poured into methanol to isolate the polymer. After being dried, it was dissolved again in dimethylformamide, and this was poured into methanol to purify the aromatic polyetheramide silicon polymer.

The reduced viscosity (ηsp / c) of the polymer (dimethylformamide 0.2% by weight solution, measured at 30 ° C., the same applies hereinafter) is 1.0 dl
/ g.

3 g of this polymer was dissolved in 97 g of a 4: 6 mixture of N-methylpyrrolidone and butyl cellosolve acetate to prepare a 3% by weight varnish.

The polymer varnish thus obtained was uniformly applied at 2,000 rpm to a polyethylene terephthalate film having a sufficiently washed transparent conductive film using a spinner, and then heated to 120 ° C.
For 30 minutes to evaporate the solvent, thereby forming an orientation control film having a thickness of 1050 °. This film was rubbed in a fixed direction with a felt to prepare a substrate film having an orientation control film.

The orientation control films of the two films thus produced were arranged to face each other, and these films were bonded with a sealing agent made of a polyester-based adhesive to produce a liquid crystal display device. The sealing agent was cured at 120 ° C. for 5 minutes. A phenylcyclohexane-based liquid crystal (ZLI-1132, manufactured by Merck) was placed between the alignment control films of this device. When the orientation of the liquid crystal was examined between two orthogonal polarizers, it showed good orientation. (Tilt angle 2.2 degrees).

Example 2 The procedure of Example 1 was repeated except that 4.0 g of 1,3-bis (aminopropyl) tetraphenyldisiloxane was used instead of 2.0 g of 1,3-bis (aminopropyl) tetramethyldisiloxane. Operating in the same manner, the reduced viscosity (ηsp /
c) A 1.3 dl / g polymer was obtained.

3 g of this polymer was dissolved in 97 g of a 4: 6 mixture of N-methylpyrrolidone and butyl cellosolve acetate to prepare a 3% by weight varnish.

Using the polymer varnish thus obtained, an alignment control film was formed on the same film substrate as in Example 1 to produce a liquid crystal element. The alignment of the liquid crystal was examined. As a result, good alignment was shown (tilt angle). 2.3 degrees).

Example 3 The procedure of Example 1 was repeated, except that 2.6 g of 1,3-bis (aminopropyl) hexamethyltrisiloxane was used instead of 2.0 g of 1,3-bis (aminopropyl) tetramethyldisiloxane. Operating in the same manner, the reduced viscosity (ηsp /
c) A 1.2 dl / g polymer was obtained.

3 g of this polymer was dissolved in 97 g of a 4: 6 mixture of N-methylpyrrolidone and butyl cellosolve acetate to prepare a 3% by weight polymer varnish.

Using this polymer varnish, an alignment control film was formed on the same film substrate as in Example 1 to produce a liquid crystal display element. The alignment of the liquid crystal was examined. Every time).

Example 4 Example 1 was repeated except that 13.5 g of diaminosiloxane (X-22-161C, average molecular weight 3880) was used instead of 2.0 g of 1,3-bis (aminopropyl) tetramethyldisiloxane in Example 1. The same operation was performed to obtain a polymer. A polymer having a reduced viscosity (ηsp / c) of 1.6 dl / g was obtained.

A varnish of this polymer was prepared in the same manner as in Example 1,
Further, a liquid crystal element was manufactured. The polymer showed good orientation (tilt angle: 2.4 degrees).

Comparative Example The procedure of Example 1 was repeated except that 73.9 g of 2,2-bis [4- (4-aminophenoxy) phenyl] propane was used and 1,3-bis (aminopropyl) tetramethyldisiloxane was omitted. Operate in the same manner as in Step 1 to reduce the viscosity (ηsp / c)
1.3 dl / g of polymer was obtained.

3 g of this polymer was dissolved in 97 g of a 4: 6 mixture of N- (methylpyrrolidone and butyl cellosolve acetate, and 3% by weight
A polymer varnish was prepared.

Using this polymer varnish, an alignment control film was formed on the same film substrate as in Example 1 to produce a liquid crystal display device. The alignment of the liquid crystal was examined. Every time).

Test Example The adhesion to a polyethylene terephthalate film was evaluated by the following method. That is, the varnishes obtained in Examples and Comparative Examples were applied to a polyethylene terephthalate film using a spinner (2000 rpm, 30 seconds), dried at 120 ° C. for 1 hour, and then repeatedly bent, and the film was subjected to the process described in Example 1. The liquid crystal was sealed in the same manner as described above, and the tilt angle of the bent portion was measured.

Next, the adhesiveness with a glass plate was evaluated by the following method.
That is, the varnishes obtained in Examples and Comparative Examples were applied to a 5 cm square glass plate by a spinner (2000 rpm, 30 seconds),
After drying at 30 ° C. for 30 minutes, the glass plate was subjected to a peel test with a cellophane adhesive tape in accordance with the JISD 0202 rubbish test method, and the results are shown in Table 2.

Effects of the Invention According to the present invention, by using a specific aromatic polyetheramide silicon polymer as an alignment control film material, (1) a resin film or a resin plate is used for a substrate, and a low temperature at which these resins are not thermally deformed. (100-120 ° C.), an alignment control film that can be processed at a temperature of 100 to 120 ° C., that is, a film of a specific aromatic polyetheramide silicon polymer can be applied. (2) The alignment control film material is insoluble or difficult to dissolve in water and liquid crystal Since it is a soluble resin and is soluble only in a specific solvent, a liquid crystal display element excellent in moisture resistance can be obtained. (3) Since film formation is completed only by evaporating the solvent, low temperature and low temperature can be obtained. An alignment film can be easily obtained in a short time. Thereby, a lightweight and thin liquid crystal display element can be provided.

Further, also in the case of a glass substrate, a liquid crystal display element cheaper than the conventional method can be easily obtained. Further, the orientation control film of the present invention is excellent in adhesiveness to a substrate such as glass or polyethylene terephthalate, and is also excellent in transparency.

Note that the element of the present invention can display a color image by disposing a guest-host type liquid crystal. Further, the device of the present invention may use a TFT.

Further, the durability of the liquid crystal display device of the present invention is not particularly problematic in practical use.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor, Hisashi Takagame, 14 Goi Minami Coast, Ichihara-shi, Hitachi Chemical Co., Ltd. Goi Plant (72) Inventor, Toshihide Yamane, 14 Goi Minami Coast, Ichihara-shi, Hitachi Chemical Goi, Ltd. In the factory (72) Inventor Todaiji Oshima 14 Goi south coast, Ichihara city Hitachi Chemical Co., Ltd. In the Goi factory (56) References JP-A-57-118218 (JP, A) JP-A-57-144526 (JP) , A) JP-A-59-200216 (JP, A)

Claims (1)

(57) [Claims] An alignment control film for a liquid crystal display device is represented by the following general formula (I): Wherein R ₁ , R ₂ , R ₃ and R ₄ each independently represent hydrogen, a lower alkyl group, a lower alkoxy group or a halogen; R ₅ and R ₆ each independently represent hydrogen, a lower alkyl group, trifluoromethyl Represents a group or a trichloromethyl group, and Ar is p-
Phenylene group, m-phenylene group, diphenylene group, naphthylene group or (Wherein Y is -O -, - SO ₂ -, -S-, Or represents -CH ₂ - and represented)] and the general formula (II): [Wherein R ₇ represents a divalent hydrocarbon group, R ₈ represents a monovalent hydrocarbon group, m represents an integer of 1 or more, and Ar represents the above]. A liquid crystal display device comprising an aromatic polyetheramide silicon polymer having the formula: