JP2000192046A - Liquid crystal composition, liquid crystal element having the same, and apparatus and method for display using them - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an antiferroelectric liquid crystal composition which is excellent in homogeneous alignability and has a sufficiently low spontaneous polarization by incorporating a compound having a specific backbone structure into the same. SOLUTION: A compound having a backbone structure represented by the formula is incorporated. In the formula, X1 to X4 are each CH2 provided at least one of them is substituted by O or S; X is CH or B. Preferably, the compound is represented by the formula: R1-A1-B1-A2-B2-A3-R2 (wherein R1 and R2 are each a 1-20C alkyl; A1 to A3 are each a single bond, 1,4-phenylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, pyridazine-3,6-diyl, 1,4- cyclohexylene, 1,3,2-dioxaborinane-2,5-diyl, 1,3-dioxane-2,5-diyl, or 1,3-dithiane-2,5- diyl provided at least one of them is selected from among the last three; and B1 and B2 are each a single bond, -COO-, -OOC-, -CH2O-, -CH2CH2-, -CH=CH-, or the like).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a liquid crystal composition of a liquid crystal material used for a light valve used for a flat panel display, a projection display, a printer, and the like, a liquid crystal element, and a display device using the same.

[0002]

2. Description of the Related Art A CRT is known as the most widely used display. It is widely used as a moving image output for televisions and VTRs, or as a monitor for personal computers. However, CR
Due to the characteristics of T, flicker and scanning fringes due to lack of resolution lower the visibility of a still image, and the phosphor deteriorates due to burn-in. Also, recently, it has been found that the electromagnetic waves generated by the CRT have an adverse effect on the human body, and there is a concern that the health of a VDT worker may be impaired. Since the CRT is required to have a large volume behind the screen due to its structure, the convenience of information devices is significantly impaired, and the space saving of offices and homes is impeded.

As a solution to such a disadvantage of the CRT, there is a liquid crystal display element. See, for example, Applied Physics Le, written by M. Schadt and W. Helfrich.
Vol. 18, No. 4 (February 15, 1971)
Published on pages 127-128, twisted nematic
A device using a liquid crystal is known. In recent years, liquid crystal elements called TFTs using this type of liquid crystal have been developed and commercialized. In this type, a transistor is created for each pixel, there is no problem of crosstalk, and 10 to 10
A 12-inch class display is being manufactured with high productivity. However, there is still a problem in productivity and response speed of the liquid crystal in terms of a frame frequency of 60 Hz or more in that a larger size or a moving image can be reproduced without any problem.

Recently, a liquid crystal device utilizing a new mode has been developed. For example, Japanese Patent Application Laid-Open No. 10-738
23 (Hitachi, Ltd.) in-plane mode,
There is a BTN mode by Seiko Epson Corporation. In particular, since the latter has a high switching speed and bistability, a large-screen element using a simple matrix method has been proposed.

On the other hand, as a liquid crystal device having bistability, Clark and Lagerwell are known.
wall) (JP-A-56-107).
No. 216, U.S. Pat. No. 4,367,924) There is a chiral smectic liquid crystal element. As the liquid crystal having the bistability, a ferroelectric liquid crystal having a chiral smectic C phase or a chiral smectic H phase is generally used. Since the ferroelectric liquid crystal performs inversion switching by spontaneous polarization, the ferroelectric liquid crystal has a very fast response speed and can exhibit a bistable state with memory properties. Furthermore, since the viewing angle characteristics are also excellent, it is considered that they are suitable as a high-speed, high-definition, large-area simple matrix display element or light valve.

Recently, a chiral smectic antiferroelectric liquid crystal device having three stable states has been proposed by Chandani, Takezoe et al. (Japanese Journal of Applied Physics (Japanese)).
se Journal of Applied Physi
cs) Volume 27, 1988, L729). Recently, among these antiferroelectric liquid crystal materials, a V-shaped response characteristic having small hysteresis and advantageous for gradation display has been discovered (for example, Japanese Journal of Applied Physics (Japanese Jones)).
urna1 of Applied Physics)
36, 1997, p. 3586). It has been proposed to use this as an active matrix type liquid crystal element to realize a high-speed display (Japanese Patent Laid-Open No. 9-5 / 1997).
No. 0049).

However, in such a chiral smectic liquid crystal device, for example, “Structure and Physical Properties of Ferroelectric Liquid Crystal” (Corona, Atsuo Fukuda, Hideo Takezoe, 199)
0)), there is a problem that zigzag or streak-like alignment defects are generated and the contrast is remarkably reduced, and some liquid crystal elements are considerably improved. The improvement technique is not almighty, and improvement of the orientation of the chiral smectic liquid crystal is strongly demanded. In addition, since spontaneous polarization is used as the switching torque, there are problems such as switching abnormalities due to the formation of an anti-electric field, reduced voltage holding properties, and burn-in. Is required. Particularly, in the antiferroelectric liquid crystal material, there is a problem that spontaneous polarization cannot be reduced due to the limitation of the material type.

[0008]

SUMMARY OF THE INVENTION The present invention has been made in view of the above prior art, and it is an object of the present invention to provide an antiferroelectric liquid crystal device with excellent uniform alignment and sufficiently small spontaneous polarization. And to provide a chiral smectic liquid crystal composition having a small hysteresis.

Further, the present invention aims to provide a large-area, high-definition, high-performance liquid crystal element using the material, and a display device using the same.

[0010]

That is, the first invention of the present invention comprises at least one compound having a skeletal structure represented by the following general formula (I): It is a liquid crystal composition.

[0011]

Embedded image

Wherein X _{1 to} X ₄ represent CH ₂ , and at least one of the CH ₂ is substituted with O or S. X represents CH or B.

The compound having at least one skeleton structure represented by the above general formula (I) is represented by the following general formula (II)
Preferably, the compound is represented by

[0014]

Embedded image

(Wherein, R ₁ and R _{2 each} represent a linear or branched alkyl group having 1 to 20 carbon atoms, provided that one or more —CH in the alkyl group is represented by the formula: _Two
-Is -O-, -S-,-under the condition that no hetero atom is adjacent.
CO-, -CH = CH-, -C≡C- may be substituted.

A₁ , A_Two , A_Three Is a single bond
Or unsubstituted or one or two F, Cl, B
r, CH_Three And CF_Three Having a substituent selected from
1,4-phenylene, pyridine-2,5-diyl, pyri
Midin-2,5-diyl, pyrazine-2,5-diyl,
Pyridazine-3,6-diyl, 1,4-cyclohexyl
1,3,2-dioxaborinane-2,5-diyl,
1,3-dioxane-2,5-diyl, 1,3-dithia
2,2,5-diyl. Where A₁ , A _Two ,
A_Three At least one of which is 1,3,2-dioxaborone
Nan-2,5-diyl, 1,3-dioxane-2,5-
Diyl, 1,3-dithiane-2,5-diyl
You.

B ₁ and B ₂ are a single bond, -COO-, -OO
_{C -, - CH 2 O -} , - OCH 2 -, - CH 2 CH 2
—, —CH ＝ CH— or —C≡C—. )

It is preferred that the compound does not contain an asymmetric carbon atom. It is preferable that the liquid crystal composition does not have a chiral smectic C phase. It is preferable that the value of the spontaneous polarization of the liquid crystal composition is 50 nC / cm ² or less.

A second invention of the present invention is a liquid crystal device characterized in that the above antiferroelectric liquid crystal composition is provided between a pair of electrode substrates.

It is preferable that an alignment control layer is further provided on the electrode substrate on the side in contact with the liquid crystal composition. It is preferable that the orientation control layer is a rubbed layer. It is preferable that the film is disposed between the pair of electrode substrates at a film thickness in which a helical structure formed by the alignment of liquid crystal molecules is released. It is preferable that a thin film transistor or a non-linear active element is provided on the electrode substrate.

According to a third aspect of the present invention, there is provided a display device having the above-mentioned liquid crystal element as a display element.

Further, a display device provided with a driving circuit for a liquid crystal element is preferable. Further, a display device having a light source is preferable.

A fourth invention of the present invention is a display method characterized in that a display image is obtained by controlling the above antiferroelectric liquid crystal composition according to image information.

[0024]

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antiferroelectric liquid crystal composition containing at least one compound having a skeleton structure represented by the following general formula (I), and a method for forming a liquid crystal composition between a pair of electrode substrates. And a display device and a display method using the same.

[0025]

Embedded image

In the general formula (I), X _{1 to} X ₄ represent CH ₂ , and at least one of the CH ₂ is substituted with O or S. X represents CH or B.

Among the compounds having at least one skeleton structure represented by the general formula (I), the temperature range of the liquid crystal phase,
From the viewpoints of miscibility, viscosity and orientation, a compound represented by the following general formula (II) is preferable.

[0028]

Embedded image

In the general formula (II), R ₁ and R _{2 each} represent a linear or branched alkyl group having 1 to 20, preferably 4 to 12 carbon atoms. Provided that 1 in the alkyl group
One or two or more -CH ₂ -are -O-, -S-, -CO-, -CH = CH
-, -C≡C- may be substituted.

A₁ , A_Two , A_Three Is a single bond
Or unsubstituted or one or two F, Cl, B
r, CH_Three And CF_Three Having a substituent selected from
1,4-phenylene, pyridine-2,5-diyl, pyri
Midin-2,5-diyl, pyrazine-2,5-diyl,
Pyridazine-3,6-diyl, 1,4-cyclohexyl
1,3,2-dioxaborinane-2,5-diyl,
1,3-dioxane-2,5-diyl, 1,3-dithia
2,2,5-diyl. Where A₁ , A _Two ,
A_Three At least one of which is 1,3,2-dioxaborone
Nan-2,5-diyl, 1,3-dioxane-2,5-
Diyl, 1,3-dithiane-2,5-diyl
You.

B ₁ and B ₂ are a single bond, -COO-, -OO
_{C -, - CH 2 O -} , - OCH 2 -, - CH 2 CH 2
—, —CH ＝ CH— or —C≡C—.

In order to reduce spontaneous polarization, a compound containing no asymmetric carbon atom is preferable.

Next, specific structural formulas of the compound having at least one skeleton structure represented by the general formula (I) are shown in Tables 1 and 2 below. Hereinafter, the abbreviations used in the present invention indicate the following groups.

[0034]

Embedded image

[0035]

[Table 1]

[0036]

[Table 2]

In order to obtain a more stable antiferroelectric phase, the liquid crystal composition of the present invention preferably has no chiral smectic C phase in its high temperature region. Further, from the viewpoint of the above problem, the value of the spontaneous polarization is preferably 50 nC / cm ² or less.

In the antiferroelectric liquid crystal composition of the present invention,
The content of at least one compound having a skeleton structure represented by the general formula (I) is 1 to 50% by weight, and if less than 1% by weight, the effect of the present invention cannot be sufficiently obtained.
Exceeding the weight percent is not preferred because the possibility of impairing the antiferroelectric properties increases. A more preferred content is 5 to 30% by weight.

As the compound other than the compound having a skeleton structure represented by the general formula (I) used in the antiferroelectric liquid crystal composition of the present invention, for example, the following compounds are used.

[0040]

Embedded image

Hereinafter, the liquid crystal device of the present invention will be described in detail. The liquid crystal device of the present invention is a liquid crystal device using the above antiferroelectric chiral smectic liquid crystal composition. A liquid crystal element is illustrated below, but the present invention is not limited to the following example.

FIG. 1 is a schematic view showing an example of the simple matrix liquid crystal device of the present invention. FIG. 2 is a plan view showing an example of an antiferroelectric liquid crystal panel on which matrix electrodes are arranged.
In the figure, 1 is a liquid crystal layer made of a liquid crystal composition,
When a chiral smectic liquid crystal is used as the liquid crystal, the layer thickness is usually preferably 5 μm or less in order to realize the stability of the ferroelectric phase. 2a and 2b are substrates, made of glass, plastic or the like. 3a and 3b are transparent electrodes such as ITO.

Reference numerals 4a and 4b denote orientation control layers, which require a uniaxial orientation control layer on at least one substrate. As a method of forming the uniaxial orientation control layer, for example, solution coating, evaporation, sputtering, or the like on a substrate is performed using silicon monoxide, silicon dioxide, aluminum oxide, zirconia, magnesium fluoride, cerium oxide, cerium fluoride, silicon nitride. , Silicon carbide, inorganic substances such as boron nitride, polyvinyl alcohol, polyimide, polyimide amide, polyester, polyamide, polyester imide, polyparaxylene, polycarbonate, polyvinyl acetal, polyvinyl chloride, polystyrene, polysiloxane, cellulose resin, melamine resin, urea It is obtained by forming a film using an organic substance such as a resin or an acrylic resin and then rubbing the surface with a fibrous material such as velvet, cloth or paper. Also, S
An oblique vapor deposition method in which an oxide or a nitride such as iO is vapor-deposited from the oblique direction of the substrate can also be used. Also,
In addition, a short prevention layer can be provided.

In particular, it is preferable to use a polyimide rubbing film as the uniaxially oriented layer in order to obtain better uniaxial orientation. Usually, polyimide is obtained by coating a film in the form of polyamic acid and baking it. Polyamic acid is excellent in productivity because it is easily soluble in a solvent. Recently, polyimides soluble in solvents have also been produced, and from the viewpoint of such technological advancement, polyimides are preferably used because better uniaxial orientation can be obtained and high productivity can be obtained.

The liquid crystal element of the present embodiment obtains a desired pattern display by applying, for example, a driving waveform shown in FIG. That is, as shown in FIG. 2, one of the striped electrodes 3a and 3b is a scanning electrode group 52 and the other is an information electrode group 53, and the scanning signals shown in FIG. The information signals shown in FIGS. 3B and 3C are applied to the information electrode group 53 in synchronization with the scanning signal.

In FIG. 3, (b) is an ON signal, (c)
Is an off signal. In the drive waveform, a pulse of ± V _w is applied to the scan electrode during the selection period, and an ON signal or an OFF signal is applied to the information signal in synchronization with the pulse. Thereafter, the display determined by the ON signal or the OFF signal is maintained by V _hold . Before rewriting in the next frame, the voltage once applied to the liquid crystal is reset to zero.

As a second example of the liquid crystal element of the present invention, there is an active matrix element shown in FIG. FIG. 5 is a plan view showing the configuration of the lower substrate of the liquid crystal element shown in FIG. Of the pair of transparent substrates (eg, glass substrates) 41 and 42, the lower substrate 41 has a transparent pixel electrode 43 and an active element 4 connected to the pixel electrode 43.
4 are formed in a matrix. The active element 44 is composed of, for example, a thin film transistor called a TFT. In this example, the active element 44 represents a TFT. The active element 44 includes a gate electrode formed on the transparent substrate 41, a gate insulating film covering the gate electrode, a semiconductor layer formed on the gate insulating film, and a source electrode and a drain electrode formed on the semiconductor layer. Be composed.

Further, on the lower substrate 41, a gate line (scan line) is provided between rows of the pixel electrodes 43 as shown in FIG.
45 are wired and the information signal lines 4 are arranged between the columns of the pixel electrodes 43.
6 is wired. The gate electrode of each TFT 44 is connected to a corresponding gate line 45, and the drain electrode is connected to a corresponding information signal line 46. The gate line 45 is connected to a row driver via an end 45a, and the information signal line 46 is connected to a column driver via an end 46a. The row driver scans the gate line 45 by applying a gate signal. The column driver applies a signal corresponding to the display data. Gate line 45 is end 45a
The information signal line 46 is formed on the gate insulating film in the first embodiment except for the TFT 44 except for the gate insulating film. The pixel electrode 43 is formed on the gate insulating film, and has one end connected to the source electrode of the TFT 44. Further, a transparent electrode 47 facing each pixel electrode 43 of the lower substrate 41 is formed on the upper substrate 42 in FIG. The counter electrode 47 is composed of one electrode having an area covering the entire display area, and a reference voltage is applied thereto. The configuration between the upper and lower substrates is the same as in the simple matrix case. It is also possible to use MIM or the like as a non-linear active element.

The liquid crystal element according to the present invention constitutes a liquid crystal device having various functions. In this example, the liquid crystal element is used for a display panel, and image information having scanning line address information shown in FIGS. The liquid crystal display device is realized by using a data format consisting of SYN signals and communication synchronization means. The reference numerals in the figure are as follows.

101 Liquid crystal display device 102 Graphic controller 103 Display panel 104 Scan line drive circuit 105 Information line drive circuit 106 Decoder 107 Scan line signal generation circuit 108 Shift register 109 Line memory 110 Information signal generation circuit 111 Drive control circuit 112 GCPU 113 Host CPU 11 VRAM

The image information is generated by the graphic controller 102 of the main unit, and is transferred to the display panel 103 according to the signal transmission means shown in FIGS. The graphic controller 102 includes a CPU (central processing unit, abbreviated as GCPU 112) and a VRAM.
(Memory for storing image information) 114
It manages and communicates image information between 13 and the liquid crystal display device 101. Note that a light source is disposed on the back surface of the display panel.

The display device of the present invention, because the liquid crystal element as a display medium has good switching characteristics as described above, exhibits excellent driving characteristics and reliability, and has high definition, high speed,
A large area display image can be obtained.

[0053]

Next, the present invention will be described more specifically with reference to examples and comparative examples. Note that the present invention is not limited to these examples.

Example 1 CS-4000, a standard antiferroelectric liquid crystal composition
(Manufactured by Chisso Petrochemical Co., Ltd.) has the following exemplified compound No. 2 in the following parts by weight, and the liquid crystal composition A
I got Liquid crystal composition A CS-4000 / No. 2 = 80wt
% / 20 wt% The phase transition temperature of the obtained liquid crystal composition A is shown below.

[0055]

(Equation 1)

Cry: crystalline phase, ScAX *: higher-order antiferroelectric phase, ScA *: antiferroelectric phase, Scγ *: ferrielectric phase, SA: smectic A phase, Iso: isotropic phase

Next, two 0.7 mm-thick glass plates were prepared, an ITO film was formed on each of the glass plates, and SiO ₂ was deposited thereon to form an insulating layer. A silane coupling agent [Shin-Etsu Chemical Co., Ltd.
KBM-602] A 0.2% isopropyl alcohol solution was rotated at 2000 rpm. p. m. For 15 seconds to give a surface treatment. Thereafter, a heat drying treatment was performed at 120 ° C. for 20 minutes. ITO with further surface treatment
A 1.5% dimethylacetamide solution of a polyimide resin precursor [manufactured by Toray Industries, Ltd., SP-710] was 2,000 rpm on a glass plate with a film. p. m. 15 in the spinner
Coated for seconds. After the film formation, a heat condensation baking treatment was performed at 300 ° C. for 60 minutes. At this time, the thickness of the coating film was about 250 °.

The baked film was subjected to a rubbing treatment with an acetate flocking cloth, and then washed with an isopropyl alcohol solution, and silica beads having an average particle size of 1.5 μm were sprayed on one glass plate. The rubbing treatment axes were made parallel to each other, and a glass plate was bonded using an adhesive sealant [Mitsui Toatsu Co., Ltd., Stract Bond], and heated and dried at 170 ° C. for 60 minutes to form a cell.

A liquid crystal element A was prepared by injecting the liquid crystal composition A into the cell in an isotropic liquid state and gradually cooling the liquid from the isotropic phase to 25 ° C. at 20 ° C./h. The cell thickness of this cell was about 1.5 μm when measured with a Berek phase plate. Using this device, the magnitude of spontaneous polarization at 30 ° C. and the peak-to-peak (Peak to peak)
k) By applying a voltage of Vpp = 20 V / μm, an optical response (a change in transmitted light amount of 0 to 90%) under crossed Nicols was detected to measure a response speed, and a switching state was observed. The number of streak-like defects in the visual field range of 0.3 mm ² was 3. Spontaneous polarization Ps = 47.7
nC / cm ² and response speed τ = 22.4 μsec.

Further, using this cell, Peak to p
eak voltage Vpp = 10 V / μm; A change in transmitted light intensity was measured by applying a triangular wave voltage of 1 Hz. As a result, switching behavior with small hysteresis was obtained. FIG. 8 shows the measurement results.

Comparative Example 1 A liquid crystal device was prepared in exactly the same manner as in Example 1 except that CS-4000 (manufactured by Chisso Petrochemical Co., Ltd.), which is an antiferroelectric liquid crystal composition, was injected into the cell. The spontaneous polarization and the response speed were measured in the same manner as in Example 1, and the switching state was observed.
^The number of streak-like defects in the field of view ² was 23. Spontaneous polarization Ps = 89.7 nC / cm ² , response speed τ = 2
It was 4.8 μsec.

Further, using this cell, the Peak to p
eak voltage Vpp = 10 V / μm; A change in transmitted light intensity was measured by applying a triangular wave voltage of 1 Hz. The measurement results are shown in FIG.

Example 2 An antiferroelectric liquid crystal composition CS-4000 (manufactured by Chisso Petrochemical Co., Ltd.) was charged with the exemplified compound No. 2
Was mixed in the following parts by weight to obtain a liquid crystal composition B. Liquid crystal composition B CS-4000 / No2 = 90 wt
% / 10 wt% The phase transition temperature of the obtained liquid crystal composition B is shown below.

[0064]

(Equation 2)

Cry: crystalline phase, ScAX *: higher-order antiferroelectric phase, ScA *: antiferroelectric phase, Scγ *: ferrielectric phase, SA: smectic A phase, Iso: isotropic phase

A liquid crystal device was prepared in the same manner as in Example 1 except that the liquid crystal composition B was injected into the cell.
The spontaneous polarization and the response speed were measured in the same manner as described above.
0.3 in the liquid crystal element in any switching state
The number of streak-like defects in the visual field range of mm ² was 6.
Spontaneous polarization Ps = 58.9 nC / cm ² , response speed τ = 2
It was 4.6 μsec.

Examples 3 to 5 An antiferroelectric liquid crystal composition CS-4000 (manufactured by Chisso Petrochemical Co., Ltd.) was mixed with the exemplified compounds shown below in parts by weight shown in Table 3 below to obtain a liquid crystal composition. CE were obtained.

[0068]

[Table 3]

Each of the obtained liquid crystal compositions CE exhibited a stable antiferroelectric phase in the room temperature region.

A liquid crystal device was prepared in the same manner as in Example 1 except that these liquid crystal compositions CE were injected into the cell, and spontaneous polarization and response speed were measured in the same manner as in Example 1. . Table 4 below shows the results of the number of line-shaped defects, spontaneous polarization, and response speed in a viewing area of 0.3 mm ² in the liquid crystal element.

[0071]

[Table 4]

As is clear from Examples 1 to 5, it is recognized that the liquid crystal devices containing the liquid crystal compositions A to E according to the present invention have improved orientation, small spontaneous polarization and improved response speed. .

[0073]

As described above, the liquid crystal composition of the present invention can be operated using the antiferroelectricity exhibited by the liquid crystal composition. The liquid crystal element of the present invention which can be used in this way can be a liquid crystal element having good switching characteristics, excellent orientation, small spontaneous polarization, and high-speed response. Also, the hysteresis is small.
Note that a liquid crystal device in which the liquid crystal element of the present invention is combined with a light source, a driving circuit, and the like as a display element is a favorable device.

[Brief description of the drawings]

FIG. 1 is a schematic view showing an example of a simple matrix liquid crystal element of the present invention.

FIG. 2 is a plan view showing an example of an antiferroelectric liquid crystal panel on which matrix electrodes are arranged.

FIG. 3 is a diagram showing waveforms of a driving method used in the present invention.

FIG. 4 is a schematic view showing another example of the structure of the liquid crystal element of the present invention.

5 is a plan view showing a configuration of a lower substrate of the liquid crystal element shown in FIG.

FIG. 6 is a block diagram showing a display device provided with a liquid crystal element using the liquid crystal composition of the present invention and a graphic controller.

FIG. 7 is a diagram showing a timing chart of image information communication between a display device and a graphic controller.

FIG. 8 is a diagram showing a change in transmitted light intensity and application of a triangular wave voltage in the liquid crystal element of Example 1.

FIG. 9 is a diagram showing a change in transmitted light intensity and application of a triangular wave voltage in the liquid crystal element of Comparative Example 1.

[Explanation of symbols]

DESCRIPTION OF SYMBOLS 1 Liquid crystal layer 2a, 2b Substrate 3a, 3b Transparent electrode 4a, 4b Alignment control layer 8a, 8b Polarizer 5 Seal material 9 Light source I ₀ Incident light I Transmitted light 18, 19 Alignment film 20 Seal material 21 Antiferroelectric liquid crystal ( AFLC) 22 Gap material 23, 24 Polarizer 41 Lower transparent substrate 42 Upper transparent substrate 43 Pixel electrode 44 Active element (TFT) 45 Gate line (scan line) 46 Data line (gradation signal line) 47 Counter electrode 51 Liquid crystal panel 52 scan electrode group 53 information electrode group 101 liquid crystal display device 102 graphic controller 103 display panel 104 scan line drive circuit 105 information line drive circuit 106 decoder 107 scan signal generation circuit 108 shift register 109 line memory 110 information signal generation circuit 111 drive control circuit 112 GCPU 113 Host CPU 114 VRAM

Continued on the front page (72) Inventor Yukio Hanyu 3-30-2 Shimomaruko, Ota-ku, Tokyo Canon Inc. (72) Inventor Koichi Sato 3-30-2 Shimomaruko, Ota-ku, Tokyo Canon Inc. (72) Inventor Koji Noguchi 3-30-2 Shimomaruko, Ota-ku, Tokyo Within Canon Inc. (72) Inventor Yasushi Shimizu 3-30-2 Shimomaruko, Ota-ku, Tokyo F-term (Canon Inc.) Reference) 4H027 BA07 BB10 BC04 BD08 BD12 BD19 BD22 BD24 CF08 DH01 DH02 DH03 DH05 DJ01 DJ02 DJ03 DJ05 DK08

Claims (14)

[Claims] 1. An antiferroelectric liquid crystal composition comprising at least one compound having a skeleton structure represented by the following general formula (I). Embedded image (Wherein X _{1 to} X ₄ represent CH ₂ , and at least one CH ₂ is substituted with O or S. X represents CH or B) 2. The compound represented by the following general formula (II)
The liquid crystal composition according to claim 1, which is a compound to be prepared. Embedded image(Where R₁ , R_Two Is a straight chain having 1 to 20 carbon atoms
A chain or branched alkyl group is shown. However, the alk
One or more -CH in the_Two − Is heterogenous
-O-, -S-, -CO-, -C
H = CH-, -C≡C- may be substituted. A
₁ , A_Two , A_Three Are each independently a single bond or unsubstituted
Or one or two F, Cl, Br, CH_Three and
CF_Three 1,4-phenylene having a substituent selected from
Pyridine-2,5-diyl, pyrimidine-2,5-
Diyl, pyrazine-2,5-diyl, pyridazine-3,
6-diyl, 1,4-cyclohexylene, 1,3,2-
Dioxaborinane-2,5-diyl, 1,3-dioxa
-2,5-diyl, 1,3-dithiane-2,5-diyl
Selected from the Where A₁ , A _Two , A_Three Less of
One is 1,3,2-dioxaborinane-2,5-di
Yl, 1,3-dioxane-2,5-diyl, 1,3-
Selected from dithiane-2,5-diyl. B₁ , B_Two Is
Single bond, -COO-, -OOC-, -CH_Two O-, -O
CH_Two -, -CH_Two CH_Two -, -CH = CH- or-
C≡C-. ) 3. The liquid crystal composition according to claim 1, wherein the compound does not contain an asymmetric carbon atom. 4. The liquid crystal composition according to claim 1, wherein the liquid crystal composition does not have a chiral smectic C phase. 5. The liquid crystal composition has a spontaneous polarization value of 50 n.
The liquid crystal composition according to claim 1, wherein the liquid crystal composition has a C / cm ² or less. 6. A liquid crystal device comprising the liquid crystal composition according to claim 1 disposed between a pair of electrode substrates. 7. The liquid crystal device according to claim 6, wherein an alignment control layer is further provided on the electrode substrate on a side in contact with the liquid crystal composition. 8. The liquid crystal device according to claim 7, wherein the alignment control layer is a layer subjected to a rubbing treatment. 9. The liquid crystal device according to claim 8, wherein the liquid crystal element is provided between the pair of electrode substrates at a film thickness in which a helical structure formed by the arrangement of liquid crystal molecules is released. 10. The liquid crystal device according to claim 6, wherein a thin film transistor or a non-linear active element is provided on the electrode substrate. 11. A display device comprising the liquid crystal element according to claim 6 as a display element. 12. The display device according to claim 11, further comprising a driving circuit for driving a liquid crystal element. 13. The display device according to claim 11, further comprising a light source. 14. A display method, wherein a display image is obtained by controlling the liquid crystal composition according to claim 1 in accordance with image information.