JPH0725890B2 - Polymer liquid crystal compound, composition thereof and polymer liquid crystal device using them - Google Patents

Description

The present invention relates to a novel polymer liquid crystal compound having a siloxane main chain, a polymer liquid crystal composition containing the polymer liquid crystal compound, and polymer liquid crystals thereof. The present invention relates to a polymer liquid crystal device using a compound and a polymer liquid crystal composition.

The polymer liquid crystal compound of the present invention and the polymer liquid crystal composition containing the polymer liquid crystal compound can be used as an optoelectronic material represented by a display and a memory, an optical device material and the like.

[Prior Art] Examples of conventional liquid crystal elements include M.Sc.
hadt) and W. Helfrich's "Applied Physics Letters"("Applied
Physics Letters ") Volume 18, Issue 4 (Published February 15, 1971), pages 127-128," Voltage Dependants. "
Optical Activity of a Twisted Nematic Liquid Crystal "(" Volt
age Dependent Optical Activity of a Twisted Nemati
c liquid crystal ") is known, which uses twisted nematic liquid crystal. However, this TN liquid crystal is used in time-division driving using a matrisk electrode structure with high pixel density. However, the number of pixels is limited because of the problem of crosstalk.

Further, since the electric field response is slow and the viewing angle characteristic is poor, the use as a display is limited. In addition, the process of forming a thin film transistor in each pixel is extremely complicated, and it is difficult to form a large-area display element.

The use of bistable liquid crystal elements is one of the ways to improve the drawbacks of conventional liquid crystal elements.
ark) and Lagerwall. (JP-A-56-107216, U.S. Pat.
As a liquid crystal having this bistability, a ferroelectric liquid crystal having a chiral smectic C phase (Sm ^* C) or H phase (Sm ^* H) is generally used. Since the ferroelectric liquid crystal has spontaneous polarization, it has a very fast response speed and can exhibit a bistable state having a memory property. Furthermore, since it has excellent viewing angle characteristics, it is considered to be suitable as a material for a large-capacity, large-area display. However, when actually forming a liquid crystal cell, it is difficult to form a monodomain over a wide area, and there is a technical problem in producing a display device having a large screen.

Further, an example is known in which a polymer liquid crystal is used as a memory medium.

For example, V. Shibaev, S. Kostromin and N. Plate.
e), S. Iva ov, V. Vestrov, and I. Yakovlev, “Polymer Communications”
mmunications ") Volume 24, pp. 364-365," Thermotropic Liquid Crystalline Polymers. 14 "
(“Thermotropic Liquid Crystalline Polymers.14”)
The thermal writing memory shown in can be mentioned.

However, this method has not been put to practical use due to the problem that the contrast is poor because it utilizes the scattering of light for reading and there is also a problem that the response speed is delayed due to the polymerization.

Further, JP-A-63-72784, JP-A-63-99204, JP-A-63-161005 and the like disclose polymer liquid crystals having ferroelectricity.

However, these polymer liquid crystals have some insufficient response such as spontaneous polarization, and even in the case of the chiral smectic liquid crystal having ferroelectricity, the grade is higher than that of the low molecular liquid crystal, and the response is significantly high. Was inferior. Therefore, it has been attempted to blend a low molecular weight compound, a low molecular weight liquid crystal, or the like with the above-mentioned polymer liquid crystal as a viscosity reducing agent, and even if this blended polymer liquid crystal composition is used, a film property as a polymer However, it was difficult to form a large area, or there was no compatibility and phase separation occurred, so that a good polymer liquid crystal device could not be prepared.

[Problems to be Solved by the Invention] The present invention has been made in order to improve the drawbacks of the prior art as described above, and an object thereof is to increase the area as an optoelectronic material and an optical device material. The present invention provides a novel polymer liquid crystal compound having low viscosity and good response characteristics, a polymer liquid crystal composition containing the polymer liquid crystal compound, and a polymer liquid crystal device using the same.

[Means for Solving the Problems] As a result of intensive studies in view of the above-mentioned conventional techniques, the present inventors have an aryl group, a short-chain alkyl group or a siloxane unit having a hydrogen atom in a side chain. And a polymer liquid crystal compound having a siloxane main chain having a liquid crystal component having a chiral group derived from lactic acid or a chiral group having a fluorine atom as another side chain component, and a polymer liquid crystal composition containing the compound, The inventors have completed the present invention by finding that it is possible to easily realize a large area of a liquid crystal element by utilizing the characteristics of a polymer and to realize a polymer liquid crystal element having excellent response characteristics due to low viscosity.

That is, the first invention of the present invention has a siloxane unit having an aryl group, a short-chain alkyl group or a hydrogen atom in the side chain, and as another side chain component, a chiral group or fluorine derived from lactic acid. It is a polymer liquid crystal compound having a siloxane main chain having a liquid crystal component having a chiral group having atoms.
That is, the repeating unit represented by the following general formula (I) is 5-95 mol% general formula (I) (Wherein R ′ and R ″ represent a phenyl group, an alkyl group having less than 3 carbon atoms or a hydrogen atom), and a repeating unit represented by the following general formula (II): 95 to 5 m
ol% general formula (II) (In the formula, R is an alkyl group or a phenyl group, and V is-(C
_{H 2) m -, - (} (CH 2) 2 -O) m- or - (CH ₂₎ m
- or - represent _{((CH 2) 2 -O)} m- 1 or 2 or more hydrogen atoms is an alkyl group, a halogen atom, a cyano group, an optionally substituted amino group or a carbonyl group structure of . m represents an integer of 0 to 30. W
Is a single bond, -O-, -OCO-, -COO-, -CONR ^1- , -C
Represents O— or —NR ¹ —, R ¹ is a hydrogen atom or an alkyl group. X represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are a single bond, -O-, -OCO-, -COO-,-
(CH ₂ ) n-, -N = N-,-(OH = CH) n-, -CH =
N-, -N = CH-,-(C≡C) n-, -CONR ¹ -,-
(CO) n- or -NR ^1- represents a structure bonded to each other. n represents an integer of 1 to 10. Y is -COOCH ₂ -,
-O-CH ₂ -, - OCO- represent. * Represents an asymmetric carbon atom. Z is -R ^2, represents -COR ^2, R ² is an alkyl group which may optionally be a hydrogen atom or a substituent. And a number average molecular weight of 2,000 to 1,000,000.

Further, the present invention provides the repeating unit represented by the general formula (I) in an amount of 5 to 95 mol% and the repeating unit represented by the following general formula (III) in an amount of 95 to 5 mol%. (In the formula, R is an alkyl group or a phenyl group, and V ¹ is-(C
_{H 2) m 1 -, -} ((CH 2) 2 -O) m 1 - or - (CH ₂₎ m ₁ -
Or - represents a single or two or more hydrogen atoms is an alkyl group, a halogen atom, a cyano group, an optionally substituted amino group or a carbonyl group structure of _{- ((CH 2) 2 -O} ) m 1 . m ₁ represents an integer of 0 to 30. W ¹ is a single bond, -O-, -OCO-, -COO-, -CONR ' ¹ -,-
CO- or -NR ^'1 - represents, ^{R' 1} is a hydrogen atom or an alkyl group. X ¹ represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are a single bond, —O—, —OCO—, —COO.
_{-, - (CH 2) n} 1 -, - N = N -, - (CH = CH) n 1 -,
-CH = N-, -N = CH-,-(C≡C) n _1- , -CONR '
¹ -,-(CO) n ₁ -or -NR ' ^1- represents a bonded structure. n ₁ represents an integer of ₁ to 10. Y ¹ represents a single bond, -O- or -COO-. Z ¹ represents an optionally substituted alkyl group. * Represents an asymmetric carbon atom. And a number average molecular weight of 2,000 to 1,000,000.

Next, a second invention of the present invention is to provide at least one polymer liquid crystal compound having a repeating unit represented by the general formula (I) and a repeating unit represented by the general formula (II), and A polymer liquid crystal composition comprising at least one compound selected from a polymer compound, a polymer liquid crystal, a low molecular weight compound and a low molecular weight liquid crystal.

The present invention also provides at least one polymer liquid crystal compound having a repeating unit represented by the general formula (I) and a repeating unit represented by the general formula (III), another polymer compound, and a polymer. A polymer liquid crystal composition comprising a liquid crystal, a low molecular weight compound, and at least one compound selected from low molecular weight liquid crystals.

A third invention of the present invention is a polymer liquid crystal compound having a repeating unit represented by the general formula (I) and a repeating unit represented by the general formula (II), or a polymer liquid crystal compound At least one other polymer compound,
A polymer liquid crystal device comprising a polymer liquid crystal, a low molecular weight compound, and a polymer liquid crystal composition containing at least one compound selected from low molecular weight liquid crystals.

The present invention also provides a polymer liquid crystal compound having a repeating unit represented by the general formula (I) and a repeating unit represented by the general formula (III), or at least one of the polymer liquid crystal compounds, and 1. A polymer liquid crystal device comprising a polymer liquid crystal composition containing at least one compound selected from the polymer compound, polymer liquid crystal, low molecular weight compound, and low molecular weight liquid crystal.

Hereinafter, the present invention will be described in detail.

The polymer liquid crystal compound according to the first aspect of the present invention comprises a repeating unit represented by the general formula (I) and a repeating unit represented by the general formula (II) or the general formula (II).
A polymer liquid crystal compound having a repeating unit represented by I).

A more preferable structure of the repeating unit represented by the general formula (II) is such that V, W, X, Y and Z satisfy the following conditions.

(In the general formula (II), V is - (CH ₂₎ m-represents a .m is .W single bond represents an integer of 2~15, -O -, - OCO-
Or represents -COO-. X represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are a single bond, -O-, -OCO-
Alternatively, it represents a structure bonded by -COO-. Y is -C
OOCH ₂ -, - represent or -OCO- - OCH _2. Z represents an optionally substituted alkyl group. * Represents an asymmetric carbon atom. Further, a more preferred structure of the repeating unit represented by the general formula (III) is such that V ¹ , W ¹ , X ¹ , Y ¹ , and Z ¹ satisfy the following conditions.

(In the general formula (III), V ¹ − (CH ₂ ) m ₁ − is represented, and m ₁ is 2
Represents an integer from ~ 15. W ¹ is a single bond, -O -, - OCO- or represent -COO-. X ¹ represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are bound by a single bond, -O-, -OCO- or -COO- It represents the structure. Y ¹ represents a single bond, -O- or -COO-. Z ¹ represents an optionally substituted alkyl group. In the present invention, examples of the specific structure of the repeating unit represented by the general formula (I) include the followings.

Next, examples of the specific structure of the repeating unit represented by the general formula (II) include the following.

Next, examples of the specific structure of the repeating unit represented by the general formula (III) include the followings.

m1 represents an integer of 0 to 30.

The method for producing a polymer liquid crystal compound according to the present invention has the general formula (I)
Polymerization by copolymerization of a monomer or oligomer component corresponding to the repeating unit represented by and a monomer or oligomer component corresponding to the repeating unit represented by formula (II) or formula (III) having a liquid crystal forming ability. It is possible, but more commonly, It can be obtained by hydrosilation-adding a vinyl-terminated side chain component in an equivalent amount to the polysiloxane represented by

The number average molecular weight of this polymer liquid crystal compound is preferably
It is 2,000 to 1,000,000, and more preferably 4,000 to 500,000. When it is less than 2,000, the film property of the polymer liquid crystal compound is deteriorated, which may cause a problem in moldability as a coating film, and when it exceeds 1,000,000, the responsiveness to an external field is deteriorated with the increase in viscosity. There are cases.

The method for producing the polymer liquid crystal compound of the present invention is not limited to the above method.

Since the polymer liquid crystal compound of the present invention has a flexible siloxane main chain, it has low viscosity. A repeating unit represented by the following general formula (I), which is a siloxane unit having an aryl group, a short-chain alkyl group having less than 3 carbon atoms or a hydrogen atom in a side chain, is represented by the general formula (I). (In the formula, R ′ and R ″ are phenyl groups and 3 carbon atoms, respectively.
Represents less than an alkyl group or a hydrogen atom. ), The viscosity is further reduced and the responsiveness is improved as compared with a polymer liquid crystal compound in which liquid crystal components such as biphenyl, t-phenyl and phenylbenzoic acid are substituted on all side chains.

The polymer liquid crystal compound of the present invention has a repeating unit represented by the general formula (II) or a repeating unit represented by the general formula (III). The structure characteristic of the repeating unit represented by the general formula (II) is a terminal chiral portion.
It is synthesized from optically active lactic acid. Further, since oxygen is directly bonded to the asymmetric carbon atom by an ether or ester, spontaneous polarization is large and liquid crystallinity is good. Therefore, the polymer liquid crystal compound having the repeating unit represented by the general formula (II) has very good response characteristics and temperature characteristics.

The structure characteristic of the repeating unit represented by the general formula (III) is a fluorine atom at the terminal chiral portion. Further, since the fluorine atom is directly bonded to the asymmetric carbon atom, the spontaneous polarization is large. Therefore, the general formula (II
The polymer liquid crystal compound having the repeating unit represented by I) has very good response characteristics.

The side chain component of the polymer liquid crystal compound of the present invention includes at least one repeating unit represented by the general formula (I),
It contains at least one repeating unit represented by the general formula (II) or at least one repeating unit represented by the general formula (III), but may contain other side chain components.

In the polymer liquid crystal compound of the present invention, the ratio of at least one repeating unit represented by the general formula (I) is
5 mol% to 95 mol% is preferable, more preferably 10 mol%
A range of up to 90 mol% is desirable. If it is less than 5 mol%, the effect on the viscosity may not be remarkable, and if it exceeds 95 mol%, the liquid crystal phase may not be expressed.

Further, the ratio of the repeating unit represented by at least one general formula (II) or at least one general formula (III) in the polymer liquid crystal compound of the present invention is preferably 95 to 5 mol% of the whole, More preferably, 90 to 10 mol% is desirable. If it is less than 5 mol%, the effect on the response and liquid crystallinity may not be significant.

The second invention of the present invention is a polymer liquid crystal composition containing at least one polymer liquid crystal compound of the present invention as a blend component. Examples of the other blend component include a polymer compound, a polymer liquid crystal, a low molecular weight compound, a low molecular weight liquid crystal and the like, and a polymer liquid crystal or a low molecular weight liquid crystal is particularly preferable.

Next, specific examples of the polymer liquid crystal blended with the polymer liquid crystal compound of the present invention are shown below.

R ³ represents a hydrogen atom, an alkyl group or a halogen atom.

m represents an integer of 0 to 30.

Further, specific examples of the low-molecular liquid crystal include the following compounds.

The polymer compound to be blended with the polymer liquid crystal copolymer compound having the repeating unit represented by the general formula (I) is not particularly limited, and those generally blended with the polymer liquid crystal may be used. However, examples thereof include compounds such as polyvinyl chloride, polyester and polyurethane.

Further, the low molecular weight compound to be blended may be any one generally blended with a polymer liquid crystal without particular limitation, and examples thereof include long chain and short chain aliphatic compounds, siloxane compounds and biphenyls. A compound etc. are mentioned.

The amount of the polymer liquid crystal compound of the present invention contained in the polymer liquid crystal composition of the present invention is usually 5% by weight or more, preferably 10% by weight or more, more preferably 15 to 90% by weight. If it is less than 5% by weight, moldability, strength and film formability may be insufficient.

The content of the polymer compound, polymer liquid crystal, low molecular compound or low molecular liquid crystal in the polymer liquid crystal composition according to the present invention is usually 10 to 95% by weight, preferably 15 to 90% by weight.

A dye, a light stabilizer, a plasticizer, a light absorber and the like can be added to the polymer liquid crystal compound and the polymer liquid crystal composition thereof according to the present invention.

Next, a third invention of the present invention is a polymer liquid crystal device having the polymer liquid crystal compound of the present invention or a polymer liquid crystal composition containing at least one of the polymer liquid crystal compounds as a blend component.

A film is formed by a method such as coating the polymer liquid crystal compound or polymer liquid crystal composition of the present invention on a substrate made of any material such as glass, plastic or metal, and a transparent film such as an ITO film is formed on the substrate. It is also possible to form electrodes or patterned electrodes.

Examples of the alignment treatment are as follows: (1) Horizontal alignment (alignment of the molecular axis direction of the polymer liquid crystal compound or polymer liquid crystal composition horizontally to the substrate surface) Rubbing method Solution coating method on the substrate Alternatively, for example, by vapor deposition or sputtering, an inorganic insulating material such as silicon monoxide, silicon dioxide, aluminum oxide, zirconia, magnesium fluoride, cerium oxide, cerium fluoride, silicon nitride, silicon carbide, boron nitride, or polyvinyl alcohol. , Polyimide, polyamide imide, polyester imide, polyparaxylellin, polyester, polycarbonate, polyvinyl acetal, polyvinyl chloride,
An alignment control film is formed by forming a film of an organic insulating material such as polyamide, polystyrene, cellulose resin, melamine resin, urea resin or acrylic resin, and then rubbing the surface with velvet, cloth or paper to give one fragrance. To form.

Oblique vapor deposition method An oxide such as SiO or a fluoride, or a metal such as Au and Al and its oxide are vapor-deposited from an oblique angle of the substrate to form an orientation control film.

The organic or inorganic insulating film shown by the oblique etching method is etched by obliquely irradiating it with an ion beam or oxygen plasma to form an orientation control film.

Use of stretched polymer film A polymer film of polyester or polyvinyl alcohol is stretched.

Grating method Grooves are formed on the surface of the substrate by using photolithography, stamper or injection. In this case, the polymer liquid crystal compound or polymer liquid crystal composition is aligned in the groove direction.

Sharing A polymer liquid crystal compound or polymer liquid crystal composition is aligned by applying shear stress at a temperature above the liquid crystal state.

Stretching Orientation is carried out by uniaxial stretching or biaxial stretching. You may co-stretch with a board | substrate, such as polyester and polyvinyl alcohol.

(2) Vertical Alignment (Aligning the Molecular Axis Direction of Polymer Liquid Crystal Compound or Polymer Liquid Crystal Composition Vertical to the Substrate Surface) A vertical alignment film is formed.

A vertically oriented layer of organic silane, lecithin, polytetrafluoroethylene or the like is formed on the surface of the substrate.

Oblique Vapor Deposition Vertical orientation can be imparted by appropriately selecting the vapor deposition angle while rotating the substrate by the oblique vapor deposition method described in (1)-. Further, after the oblique vapor deposition, the vertical aligning agent indicated by may be applied.

After the alignment treatment as described above, a switching element can be obtained by providing an upper substrate having an electrode, for example.

The polymer liquid crystal element thus obtained is used as a display element, a memory element, or the like. When a polymer liquid crystal compound using a polymer liquid crystal compound or a polymer liquid crystal composition having a chiral smectic phase having ferroelectricity is used, high-speed switching is possible, and since it is bistable, it has a memory property. It can be used as a good large-area display element, storage element, or the like. Further, in order to realize the bistability, there is a method of reducing the film thickness in order to eliminate the helix, and specifically, 10 μm or less is preferable.

[Function] The polymer liquid crystal compound of the present invention comprises a siloxane main chain, has an aryl group, a short-chain alkyl group or a hydrogen atom as a side chain unit, and is a chiral derivative derived from lactic acid as another side chain. Since it has a liquid crystal component having a portion or a liquid crystal component having a chiral portion having fluorine, it has a remarkably low viscosity as compared with a conventional polymer liquid crystal compound and has very good response to an external field. Therefore, by using the polymer liquid crystal compound of the present invention in a liquid crystal device, it is possible to realize a large-area polymer liquid crystal device having a high-speed switching ability.

In addition, the polymer liquid crystal composition of the present invention has good properties such as low viscosity of the above-mentioned polymer liquid crystal compound and is blended with another polymer compound, a polymer liquid crystal, a low molecular compound or a low molecular liquid crystal. The physical properties such as liquid crystal temperature range, spontaneous polarization, and spiral sense can be controlled by. Further, the polymer liquid crystal composition is very useful for producing a large area polymer liquid crystal device having a high-speed switching ability.

[Examples] Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples.

Example 1 0.187 g of a polysiloxane represented by the following structural formula (TSF483 manufactured by Toshiba Silicone Co., Ltd.) (1) and 0.900 g of a compound (2) represented by the following structural formula in a nitrogen atmosphere,
24 in toluene at 60 ° C with a catalytic amount of H ₂ PtCl ₆・ 6H ₂ O
Stir for hours. Then, reprecipitation was repeated in ether to obtain 0.588 g of polymer (1a). The polymer (1
^13C -NMR of (a) (noise decoupling, in CDCl ₃ ) is shown.

Polystyrene-equivalent number average molecular weight Mn by GPC (gel permeation chromatography) (hereinafter, the number average molecular weight means this.) Mn = 22,100 Example 2 Polysiloxane of Example 1 (manufactured by Toshiba Silicone Co., Ltd.,
Using 0.187 g of TSF483) (1) and 0.777 g of the compound (2) represented by the following structural formula, the reaction was carried out in the same manner as in Example 1 to obtain 0.423 g of polymer (2a).

Example 3 A polyimide alignment film was formed by rubbing the polymer liquid crystal compounds obtained in the above examples or the composition of these compounds and the low molecular liquid crystal α or the polymer liquid crystal β.
After forming a film with a thickness of about 10 μm on a glass substrate with ITO transparent electrode by pressing, spin coating or casting, annealing was performed, and then the liquid crystal cell with the upper electrode was attached with Sc ^* phase. An electric field of 10 V / μm was applied. At this time, inversion of the molecule in response to the electric field was observed. The response speed is shown in Table 1. The response speed was obtained by observing the polarization reversal current.

Low-molecular liquid crystal α Polymer liquid crystal β Comparative Example 1 In the same manner as in Example 3, the response speed of the composition (1: 1) of the polymer liquid crystal β and the following polymer liquid crystal γ was measured.
The response speed was 2.8 ms.

Polymer liquid crystal γ [Effects of the Invention] As described above, according to the present invention, it is possible to obtain a polymer liquid crystal compound and a polymer liquid crystal composition that are homogeneous and have low viscosity, have good response characteristics, and can have a large area.

Further, by using these polymer liquid crystal compound and polymer liquid crystal composition, it is possible to obtain a polymer liquid crystal device having excellent response characteristics and capable of easily increasing the area.

[Brief description of drawings]

FIG. 1 is in ¹³ C-NMR (noise decoupling, in CDCl ₃ ) of polymer (1a).

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Takeo Eguchi 3-30-2 Shimomaruko, Ota-ku, Tokyo Canon Inc. (56) Reference JP-A-4-31405 (JP, A)

Claims (14)

[Claims] 1. A repeating unit represented by the following general formula (I): 5-95 mol% General formula (I) (Wherein R ′ and R ″ represent a phenyl group, an alkyl group having less than 3 carbon atoms or a hydrogen atom), and a repeating unit represented by the following general formula (II): 95 to 5 m
ol% general formula (II) (In the formula, R is an alkyl group or a phenyl group, and V is-(C
_{H 2) m -, - (} (CH 2) 2 -O) m- or - (CH ₂₎ m
- or - represent _{((CH 2) 2 -O)} m- 1 or 2 or more hydrogen atoms is an alkyl group, a halogen atom, a cyano group, an optionally substituted amino group or a carbonyl group structure of . m represents an integer of 0 to 30. W
Is a single bond, -O-, -OCO-, -COO-, -CONR ^1- , -C
Represents O— or —NR ¹ —, R ¹ is a hydrogen atom or an alkyl group. X represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are a single bond, -O-, -OCO-, -COO-,-
(CH ₂ ) n-, -N = N-,-(OH = CH) n-, -CH =
N-, -N = CH-,-(C≡C) n-, -CONR ¹ -,-
(CO) n- or -NR ^1- represents a structure bonded to each other. n represents an integer of 1 to 10. Y is -COOCH ₂ -,
-O-CH ₂ -, - OCO- represent. * Represents an asymmetric carbon atom. Z is -R ^2, represents -COR ^2, R ² is an alkyl group which may optionally be a hydrogen atom or a substituent. And a number average molecular weight of 2,000 to 1,000,000. 2. A repeating unit represented by the general formula (I) in an amount of 10 to 90 mol% and a repeating unit represented by the general formula (II) in an amount of 90 to 10 mol%.
The polymeric liquid crystal compound described. 3. The polymer liquid crystal compound has a number average molecular weight of 4,
The polymer liquid crystal compound according to claim 1, which is 000 to 500,000. 4. The polymer liquid crystal compound according to claim 1, wherein V, W, X, Y and Z in the general formula (II) satisfy the following conditions. (Wherein, V is - (CH ₂₎ m-represents a .m is .W single bond represents an integer of 2~15, -O -, - OCO- or -COO-
Represents X represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are bonded by a single bond, -O-, -OCO- or -COO- Represents the structure. Y is -COOCH _2- , -OC
Represents H ₂ — or —OCO—. Z represents an optionally substituted alkyl group. * Represents an asymmetric carbon atom. ) 5. A repeating unit represented by the following general formula (I): 5-95 mol% General formula (I) (Wherein R ′ and R ″ represent a phenyl group, an alkyl group having less than 3 carbon atoms or a hydrogen atom), and repeating units 95 to 5 represented by the following general formula (III).
mol% general formula (III) (In the formula, R is an alkyl group or a phenyl group, and V ¹ is-(C
_{H 2) m 1 -, -} ((CH 2) 2 -O) m 1 - or - (CH ₂₎ m ₁ -
Or - represents a single or two or more hydrogen atoms is an alkyl group, a halogen atom, a cyano group, an optionally substituted amino group or a carbonyl group structure of _{- ((CH 2) 2 -O} ) m 1 . m ₁ represents an integer of 0 to 30. W ¹ is a single bond, -O-, -OCO-, -COO-, -CONR ' ¹ -,-
CO- or -NR ^'1 - represents, R'1 is a hydrogen atom or an alkyl group. X ¹ represents mesogen, and two or more rings of an optionally substituted homoaromatic ring, heteroaromatic ring or aliphatic ring are a single bond, —O—, —OCO—, —COO.
_{-, - (CH 2) n} 1 -, - N = N -, - (CH = CH) n 1 -,
-CH = N-, -N = CH-,-(C≡C) n _1- , -CONR '
¹ -,-(CO) n ₁ -or -NR ' ^1- represents a bonded structure. n ₁ represents an integer of ₁ to 10. Y ¹ represents a single bond, -O- or -COO-. Z ¹ represents an optionally substituted alkyl group. * Represents an asymmetric carbon atom. And a number average molecular weight of 2,000 to 1,000,000. 6. The repeating unit represented by the general formula (I) is 10 to 90 mol% and the repeating unit represented by the general formula (III) is 90 to 10 mol%.
The polymeric liquid crystal compound described. 7. The number average molecular weight of the polymer liquid crystal compound is 4,
6. The polymer liquid crystal compound according to claim 5, which is 000 to 500,000. 8. The polymer liquid crystal compound according to claim 5, wherein V ¹ , W ¹ , X ¹ , Y ¹ and Z ^{1 of the} general formula (III) satisfy the following conditions. (In the formula, V ^1- (CH ₂ ) m _1- represents, m ₁ represents an integer of 2 to 15. W ¹ represents a single bond, —O—, —OCO— or —COO—, X ¹ Represents mesogen, which may be substituted with a homoaromatic ring, a heteroaromatic ring or an aliphatic ring which may be substituted.
It represents a structure in which two or more rings are bonded by a single bond, -O-, -OCO- or -COO-. Y ¹ represents a single bond, -O- or -COO-. Z ¹ represents an optionally substituted alkyl group. ) 9. A polymer liquid crystal compound according to any one of claims 1 to 4 and at least one compound selected from other polymer compounds, polymer liquid crystals, low molecular weight compounds and low molecular weight liquid crystals. A polymer liquid crystal composition comprising: 10. A polymer liquid crystal compound according to claim 5 and at least one compound selected from other polymer compounds, polymer liquid crystals, low molecular weight compounds and low molecular weight liquid crystals. A polymer liquid crystal composition comprising: 11. A polymer liquid crystal device using the polymer liquid crystal compound according to any one of claims 1 to 4. 12. A polymer liquid crystal device using the polymer liquid crystal compound according to any one of claims 5 to 8. 13. A polymer liquid crystal device using the polymer liquid crystal composition according to claim 9. 14. A polymer liquid crystal device using the polymer liquid crystal composition according to claim 10.