JP2001040355A - Nematic liquid crystal composition and liquid crystal display prepared by using same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To enlarge the operating temperature range of liquid crystal display characteristics, improve the decrease in and change with temperature of driving voltage, and achieve a relatively quick responsivity under a specified driving voltage by using a nematic liquid crystal composition which contains a compound having a 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring and two compounds each having permittivity anisotropy. SOLUTION: A liquid crystal component (A) comprising at least one compound having a 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring and selected from among compounds represented by formulas I, II, and III, in an amount of 5-100 wt.%, is compounded with 0-99.9 wt.% liquid crystal component (B) comprising a compound having a permittivity anisotropy of +2 or higher and 0-85 wt.% liquid crystal component (C) comprising a compound having a permittivity anisotropy of -10 to +2 so that the sum of components B and C is 0-99.9 wt.%, In the formulas, R1 is 1-10C alkyl or the like; W1 to W3 are each H, F or the like; K1 to K3 are each a single bond, -COO- or the like; and rings A1 to A3 are each 1,4-phenylene or the like.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a nematic liquid crystal composition useful as an electro-optical display material and a liquid crystal display using the same.

[0002]

2. Description of the Related Art A typical liquid crystal display element is a TN-LCD.
(Twisted nematic liquid crystal display device), which is used in watches, calculators, electronic organizers, pocket computers, word processors, personal computers, and the like. On the other hand, with the increase in processing information of OA equipment,
(Scheffer) et al. [SID '85 Digest, p.120 1985], Kinukawa et al.
STN (Super Twisted Nematic) -LCD was developed by [SID '86 Digest, p.122 1986], and high information such as mobile terminals, electronic organizers, pocket computers, word processors, personal computers, and monitor displays It has begun to be widely used for display for processing.

Recently, an active addressing drive system [Proc. 12th IDRC p.50] has been developed to improve the response characteristics of STN-LCD.
3 1992] and multi-line addressing drive system [SID '
92 Digest, p. 232 1992]. In addition, in order to achieve a brighter display and a higher contrast ratio, instead of a color filter layer, a new reflective color liquid crystal display system using the birefringence of a liquid crystal and a retardation plate [Television Society Technical Report vol. 14 No10.p.51 1990] and a liquid crystal display device having a reflective surface with a small parabolic surface on the substrate electrode side has been proposed.

In particular, in applications where the display area is to be increased, uniformity of display and high contrast with respect to the temperature distribution of the backlight are required, and a liquid crystal material having more stable alignment and less temperature dependency is required. A birefringence index corresponding to a predetermined value is required in order to suppress variations in cell thickness. Further, since high duty driving is performed due to an increase in the number of pixels, responsiveness, gradation, and the like corresponding to this are also emphasized. On the other hand, for small and medium-sized portable displays,
The stability of the display with respect to the operating temperature is an important point, and the liquid crystal material with a lower driving voltage that can reduce the responsiveness and power consumption, or the driving in the temperature range of -30 to 0 ° C or 40 to 80 ° C It is required that the voltage have low temperature dependence and high steepness, and that the frequency dependence and the like corresponding to a desired duty drive be small in this temperature range. Furthermore, the electrical resistance (specific resistance) of the liquid crystal is
Although it is necessary to avoid being too low in order to reduce the power consumption, it is required to set it to a predetermined value so as not to become too high in order to eliminate the burn-in phenomenon. As described above, there is still a demand for a liquid crystal material which is differentiated in more detail and which is slightly improved.

[0005] Suitable liquid crystal materials include birefringence,
Physical properties such as elastic constant, dielectric anisotropy, lower viscosity, wider nematic temperature, chemical stability, electrical stability (desired specific resistance, voltage holding ratio), etc. There is a need to comprehensively optimize individual characteristics such as the pretilt angle and the wider d / p margin, and proposals for new liquid crystal compounds or liquid crystal compositions are still required.

Further, due to its excellent display quality, active matrix type liquid crystal display devices have been put on the market for portable terminals, liquid crystal televisions, projectors, computers and the like. In the active matrix display method, a TFT (thin film transistor) or a metal insulator metal (MIM) is used for each pixel, and a high voltage holding ratio is regarded as important for this method.
Super TFT [Asia Display '95 Digest, p. 707] combined with IPS mode to obtain wider viewing angle characteristics
1995] was proposed by Kondo et al. (Hereinafter, these active matrix display type liquid crystal display elements are collectively referred to as TFT-LCDs.) To cope with such display elements, new liquid crystal compounds or liquid crystal compositions, such as those disclosed in No. 233626 and Japanese Patent Publication No. 4-501575 have been proposed.

[0007] As a liquid crystal material to be used for a TFT-LCD using a polysilicon technology, which has recently attracted attention, a liquid crystal material that is resistant to contamination, including higher characteristics in terms of voltage holding ratio, and has a lower driving voltage. A liquid crystal material exhibiting faster response and a liquid crystal material having a birefringence of 0.80 to 0.15 are required. Further, for the purpose of improving the yield, a demand for a liquid crystal material which causes less display defects and a liquid crystal material which can stably exhibit a higher pretilt angle and the like has been further differentiated.

As a bright and high-contrast liquid crystal device that does not require a polarizing plate or alignment treatment, a liquid crystal display device in which liquid crystal droplets are dispersed in a polymer is disclosed in Japanese Patent Publication No. 58-501631,
U.S. Pat.No. 4,350,047, Japanese Patent Publication No. 61-502128,
It is known in Japanese Patent Application Laid-Open No. 622-2231. (Less than,
(These liquid crystal display elements are collectively called PDLC.) These require a high voltage to optimize the individual refractive index of the liquid crystal material and the refractive index of the polymer and to obtain sufficient transparency. Had a problem. On the other hand, as a technology that enables low-voltage driveability, high contrast, and time-sharing driveability, there are U.S. Patent No. 5,304,323 and JP-A-1-198725.
A liquid crystal display device having a structure in which a liquid crystal material forms a continuous layer and a polymer substance is distributed in a three-dimensional network in the continuous layer is disclosed. (Hereafter, this liquid crystal display element is called PN-LCD
(Referred to as)

As a liquid crystal material for this purpose, EP-A-359,146 discloses a method for optimizing the birefringence and dielectric anisotropy of a liquid crystal material, and JP-A-6-222320 discloses an elasticity of a liquid crystal material. JP-A-5-339573 discloses the use of a fluoro compound, such as a technique for specifying a constant. However, there are problems such as high resistance value, excellent voltage holding ratio, low driving voltage, strong light scattering, high contrast ratio, fast response speed, and good temperature characteristics. New proposals are still being made.

As described in detail above, demands for liquid crystal display elements include finer and higher-density display capacity, faster response speed to driving voltage and environmental temperature, and higher chemical and electrical stability. Lower driving voltage, higher gradation, higher contrast with respect to the use environment temperature and the viewing angle, and the like. For this reason, it has nematic properties over a wide temperature range, maintains a nematic phase for a long time at low temperature storage,
The desired drive voltage, with lower viscosity, which can improve the responsiveness,
In particular, research and development of liquid crystal materials that can achieve lower driving voltages are still being conducted. The design of the birefringence, dielectric anisotropy and elastic constant and their temperature dependence, the wavelength dependence of the birefringence and the frequency dependence of the dielectric anisotropy corresponding to the duty number are also improved. It is attracting attention.

As the compounds related to the general formulas (I-1) to (I-3) of the present invention, the compounds of the following general formula (a1-1) are described in Helv.
etica Chimica Acta vol.65, Fasc.4 p.1318 (1982) -Nr.1
Recognized in 25.

[0012]

Embedded image (In the formula, R ⁰ represents an alkyl group or the like.)

However, little is known about the technology relating to the required characteristics currently required. In detail, the dielectric anisotropy of the compound of the general formula (a1-1), birefringence,
The elastic constant and viscosity are not known. Therefore, TN-LCD, STN-LCD and TFT-L which can be easily used by those skilled in the art
There is no technical knowledge on CD. Furthermore, no specific examples are found in the compositions. Therefore, there is no further application using the liquid crystal composition, for example, a specific example relating to a liquid crystal display element or device.

According to the present invention, the liquid crystal component A is represented by the general formulas (I-1) to (I-
It is characterized in that it is composed of a compound of the general formula appropriately selected from the compounds represented by 3). Such a nematic liquid crystal composition is not yet known.

[0015]

The present invention relates to a compound represented by the general formula (I-
1)-Nematic liquid crystal composition containing at least one compound represented by (I-3), more specifically, the general formula (I-1)
To (I-3) containing one or more compounds, and a compound having a condensed ring, specifically, a compound having a 1,2,3,4-tetrahydronaphthalene ring And a novel nematic liquid crystal composition containing a compound having a substituent in any of these rings, furthermore, a compound represented by the general formula (I-
By combining with compounds other than 1) to (I-3), the above-mentioned demands for the liquid crystal material are to be solved or slightly improved, thereby improving the characteristics of the liquid crystal display device as described above. Is to do. Specifically, the operating temperature range of liquid crystal display characteristics has been expanded by improving compatibility and improving low-temperature storage, etc., driving voltage has been reduced and its temperature change has been improved, and relatively fast responsiveness to a predetermined driving voltage has been achieved. Or to improve. Also, depending on the liquid crystal material having the desired birefringence, MIM or TFT-LCD
Another object of the present invention is to improve the display characteristics of various PN-CLDs and PDLCs using liquid crystal materials having a relatively large birefringence.

[0016]

In order to solve the above-mentioned problems, the present invention provides a liquid crystal composition comprising a compound represented by any one of formulas (I-1) to (I-3)

Embedded image(Where R¹Are each independently an alkyl group having 1 to 10 carbon atoms
Or an alkenyl group having 2 to 10 carbon atoms,
Alkenyl or unsubstituted or substituted
Or two or more F, Cl, CN, CH_ThreeOr CF_ThreeCan have
One in the alkyl group or the alkenyl group
Or two or more CH_TwoGroups are such that the O atoms are not directly bonded to each other
May be substituted with O, CO or COO;¹
Are each independently F, Cl, CF_Three, OCF_Three, OCF_TwoH, OCFH_Two, NCS
Or CN, W¹~ W^ThreeAre each independently H, F, Cl, C
F_Three, OCF_ThreeOr CN, W^ThreeIs also independently CH_ThreeTo
Stands for K¹~ K^ThreeAre each independently a single bond, -COO-, -OCO-, -C
H_TwoO-, -OCH_Two-, -CH = CH-, -CF = CF-, -C≡C-,-(CH_Two)_Two-,
-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH = CH-, -CH = N-,
-CH = N-N = CH- or -N (O) = N- represents a ring A¹~ A^ThreeAre independent
1,4-phenylene, 2 or 3-fluoro-1,4-phenylene
2,3-difluoro-1,4-phenylene, 3,5-difluoro-
1,4-phenylene, 2 or 3-chloro-1,4-phenylene, 2,3-
Dichloro-1,4-phenylene, 3,5-dichloro-1,4-phenylene
, Pyrimidine-2,5-diyl, trans-1,4-cyclohexyl
Silene, trans-1,4-cyclohexenylene, trans-
1,3-dioxane-2,5-diyl, trans-1-sila-1,4-si
Clohexylene, trans-4-sila-1,4-cyclohexyl
, Naphthalene-2,6-diyl, 1,2,3,4-tetrahydro
Naphthalene-2,6-diyl or decahydronaphthalene-2,
Represents 6-diyl, naphthalene-2,6-diyl and 1,2,3,4-
Tetrahydronaphthalene-2,6-diyl is unsubstituted or substituted
One or more F, Cl, CF as a substituent_Three, OCF_ThreeOr CH_Three
And a naphthalene-2,6-diyl ring
One or more CH groups present in the N group are replaced
And decahydronaphthalene-2,6-dii
One or more -CH present in the ring_Two-Group is -CF_Two-Place
1 or 2 or more present in the ring
-CH _Two-CH_Two-Group is -CH_Two-O-, -CH = CH-, -CH = CF-, -CF = CF
-, -CH = N- or -CF = N-
One or more> CH-CH present in_Two-Group is> CH_Two-O-,
> C = CH-,> C = CF-,> C = N- or> N-CH_TwoReplaced by-
And> CH-CH <group present in the ring is> CH-CF <,
> CF-CF <or> C = C <
Or at least one C in the substituted ring is substituted with Si.
1,2,3,4-tetrahydronaphthalene-
2,6-diyl ring, side-chain group R¹, Polar group Q¹, Linking group K¹~ K^Threeas well as
Ring A¹~ A^ThreeOne or more hydrogen atoms present in the deuterium
May be substituted with an atom, the general formulas (I-1) to (I-3)
The atoms that make up the compound of are replaced by their isotope atoms
May be. ) Or one or more general formulas selected from
Liquid crystal component A consisting of one or more compounds represented by
Containing, except for the compounds of the general formulas (I-1) to (I-3)
Whether the compound has a dielectric anisotropy of +2 or more as a component
Liquid crystal component B containing 0 to 99.9% by weight to induce -10 to +2
A liquid crystal component C comprising a compound having electric anisotropy is 0 to 85 weight
%, The sum of the liquid crystal component B and the liquid crystal component C is 0 to 99.9.
% By weight of a nematic liquid crystal composition,
provide.

The liquid crystal component B according to the present invention has the general formula (II-
1) to (II-4)

Embedded image (In the formula, R ¹ and Q ¹ are the same as those described in the preceding section, W ^{1 to} W ⁴ each independently represent H, F, Cl, CF ₃ , OCF ₃ or CN, and W ³ also each independently Typically represents CH ₃ , Y ¹ and Y ² are each independently H,
F, represents Cl or OCF _3, V represents CH or N, P ¹ ~P ³ are each independently a single bond, -COO -, - OCO -, - CH 2 O -, - OCH 2 -, -
_{(CH 2) 2 -, -} (CH 2) 4 -, - CH = CH- (CH 2) 2 -, - (CH 2) 2 -CH = CH
-, -CH = N-, -CH = NN = CH- or -N (O) = N-, wherein P ¹ and P ³ are each independently -CH = CH-, -CF = CF- or -C≡C-, wherein the rings B ^{1 to} B ³ are each independently trans-1,4-cyclohexylene, trans-1,4-cyclohexenylene, trans-1,3-dioxane- 2,5-diyl, trans-1-sila-1,
Represents 4-cyclohexylene or trans-4-sila-1,4-cyclohexylene, wherein ring B ³ is also 1,4-phenylene, 2 or 3-
Fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2 or 3-chloro-1,4-phenylene, 2,3-dichloro-
1,4-phenylene, 3,5-dichloro-1,4-phenylene, which may be a side group R ¹ , a polar group Q ¹ , a linking group P ^{1 to} P ³ and a ring B ¹
One or more hydrogen atoms present in .about.B ³ may be substituted with deuterium atoms, p ¹ ~p ³ are each independently 0 or 1
Wherein p ² + p ³ is 0 or 1, and the general formulas (II-1) to (II-4)
May be substituted by its isotope atom. )), And may contain one or more compounds selected from the group of compounds represented by

The liquid crystal component C is represented by the general formulas (III-1) to (III)
-Four)

Embedded image(Where W¹~ W^ThreeIs the same as described in the previous section, and R^Two, R^ThreeAre each
Independently an alkyl or alkoxy group having 1 to 10 carbon atoms
Or an alkenyl group having 2 to 10 carbon atoms, alkenyloxy
Represents an alkyl group, an alkoxy group, an alk
A benzyl group or the alkenyloxy group is unsubstituted or substituted;
And one or more F, Cl, CN, CH_ThreeOr CF_ThreeHaving
And / or the alkyl group, the alkoxy group,
Present in the alkenyl group or the alkenyloxy group
One or more CH_TwoGroups are such that the O atoms are not directly
May be replaced by O, CO or COO,
Z¹~ Z^ThreeAre each independently H, F, Cl, CF_Three, OCF_ThreeOr CN
Then Z^ThreeIs also each independently -CH_ThreeMay be M¹~ M^Three
Are each independently a single bond, -COO-, -OCO-, -CH_TwoO-, -OCH
_Two-,-(CH_Two)_Two-,-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH
= CH-, -CH = N-, -CH = N-N = CH- or -N (O) = N-, M¹, M
^ThreeAnd each is independently -CH = CH-, -CF = CF- or -C≡C-.
May be ring C¹~ C^ThreeAre independently trans-1,4-series
Chlorohexylene, trans-1,4-cyclohexenylene,
Trans-1,3-dioxane-2,5-diyl, trans-1-si
La-1,4-cyclohexylene, trans-4-sila-1,4-sic
Rohexylene, naphthalene-2,6-diyl, 1,2,3,4-tetra
Lahydronaphthalene-2,6-diyl or decahydrona
Represents phthalene-2,6-diyl, naphthalene-2,6-diyl and
And 1,2,3,4-tetrahydronaphthalene-2,6-diyl are non-
1 or 2 F, Cl, CF as a substituent or substituent_Three, OCF _Threeor
Is CH_ThreeAnd a ring C¹, C^ThreeIs also 1,4-phenyl
Len, 2 or 3-fluoro-1,4-phenylene, 2,3-difluoro
B-1,4-phenylene, 3,5-difluoro-1,4-phenylene,
2 or 3-chloro-1,4-phenylene, 2,3-dichloro-1,4-phenyl
Phenylene, 3,5-dichloro-1,4-phenylene
And the side chain group R^Two, R^Three, Linking group M¹~ M^ThreeAnd ring C¹~ C^ThreeExists in
One or more hydrogen atoms are replaced by deuterium atoms
May be, m¹~ M^ThreeEach independently represents 0 or 1, m^Two+
m^ThreeIs 0 or 1, and the compounds of the aforementioned general formulas (III-1) to (III-4)
The atoms that make up a product are
good. Contains a compound selected from the group of compounds represented by
can do.

Further, the present invention provides an active matrix using the nematic liquid crystal composition described above,
Provided is a nematic or super twisted nematic liquid crystal display device, or a light scattering type liquid crystal display device having a dimming layer containing the above liquid crystal composition and a transparent solid substance.

[0020]

BEST MODE FOR CARRYING OUT THE INVENTION The liquid crystal composition of the present invention has the general formula (I)
Liquid crystal component A comprising compounds represented by -1) to (I-3) is contained as an essential component. The compounds represented by the general formulas (I-1) to (I-3) are characterized by a molecular structure having a partial structure of an unsubstituted or substituted 1,2,3,4-tetrahydronaphthalene ring. The liquid crystal component A having this characteristic, when mixed with a liquid crystal compound or a liquid crystal composition, has a relatively good nematic phase-isotropic liquid phase transition temperature, maintains the response, or lowers the driving voltage without deteriorating. It has an effect, and has excellent characteristics not found in a conventional liquid crystal compound for reducing driving voltage. The liquid crystal composition of the present invention has a general formula (I-1)
A liquid crystal component B comprising a compound having a dielectric anisotropy of +2 or more containing a liquid crystal component A comprising the compound of (I-3),
9.9% by weight, and 0-85% by weight of a liquid crystal component C comprising a compound having a dielectric anisotropy of -10 to +2;
It has been found that this effect can be obtained by adding 0 to 99.9% by weight of the total of the liquid crystal component C. Further, when the liquid crystal component A is mixed with the liquid crystal material of the liquid crystal component B and the liquid crystal component C, the solid phase or the smectic phase-nematic phase transition temperature is particularly lowered or the storage time at a low temperature is prolonged. For example, the display temperature range can be broadened.

In the present invention, naphthalene-2,6-
Diyl ring, decahydronaphthalene-2,6-diyl ring and
The term 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring is defined to include both unsubstituted and substituted rings, unless otherwise specified. . This definition applies to the liquid crystal components A and C. The meaning of substitution is, in the case of a naphthalene-2,6-diyl ring, one or
When two or more CH groups are substituted with an N group, and
Pieces or two or more F, Cl, those with CF _3, OCF ₃ or CH _3, the case of 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring, one as a substituent, or 2 more than five F, Cl, CF _3, OC
Those having F ₃ or CH ₃ , decahydronaphthalene-2,6-
In the case of a diyl ring, one or more -CH ₂ present in the ring
-Group substituted with -CF _2- , one or two present in the ring
More than five -CH ₂ -CH ₂ - group is _{-CH 2 -O -, - CH =} CH -, - CH = CF -, - C
F = CF -, - CH = N- or -CF = those substituted with N-, 1, or two or more> CH-CH ₂ present in the ring - a group> CH ₂ -O -,> C = C
H-,> C = CF-,> C = N- or> N-CH _2- ,
> CH-CH <group present in the ring substituted by> CH-CF <,> CF-CF <or> C = C <, and further unsubstituted decahydronaphthalene-2,6-diyl ring At least one C in the ring or the substituted ring is substituted with Si,
Naphthalene-2,6-diyl ring, decahydronaphthalene-2,
6-diyl ring and 1,2,3,4-tetrahydronaphthalene-2,6
-Includes one or more hydrogen atoms present in a diyl ring replaced with deuterium atoms.

Similarly, the names of the alkyl group and the alkenyl group are defined to include both unsubstituted groups and substituted groups, unless otherwise specified. Further, the alkyl group and the alkenyl group may be linear or branched. This definition applies to the liquid crystal components A, B, C.

The liquid crystal component A may contain any of the general formulas (I-1) to (I-3), and may be a compound selected from the compounds represented by the general formulas (I-1) to (I-3). Containing one or two or more compounds represented by the general formulas (I-1) to (I-3),
It has been found that a content of the compound of 5 to 100% by weight is preferable for obtaining the effects of the present invention.

In the present invention, the liquid crystal component A can be constituted by a compound selected from one, two or more of the general formulas (I-1) to (I-3). General formulas (I-1) to (I
-3) alone may constitute the liquid crystal component A, and the general formula (I
The liquid crystal component A can also be composed in combination with a compound selected from two or more general formulas among -1) to (I-3). In this case, it is particularly preferable to use a compound selected from the general formulas (I-1), (I-2) and (I-3) alone or in combination.

From such a viewpoint, the more preferable form of the basic structure in the compounds represented by the general formulas (I-1) to (I-3) is as follows. 3ab).

[0026]

Embedded image

[0027]

Embedded image

[0028]

Embedded image

[0029]

Embedded image

[0030]

Embedded image

[0031]

Embedded image

More preferred forms of the formula (I-4) in the side chain group R ¹ are compounds represented by the following formulas (I-4a) to (I-4bc).

[0033]

Embedded image

In the present invention, a more preferred embodiment of the partial structural formula (I-5) of a 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring having a polar group is represented by the following formula (I-5a) ~ (I-5bt).

[0035]

Embedded image

[0036]

Embedded image

In the present invention, more preferred forms of the unsubstituted or substituted decahydronaphthalene-2,6-diyl ring are represented by the following formulas (I-6a) to (I-6dm).

[0038]

Embedded image

[0039]

Embedded image In addition, each compound used below is distilled, column purified,
Impurities were removed using a method such as recrystallization, and those that were sufficiently purified were used.

More specifically, when a general-purpose liquid crystal composition is intended, the following compounds are preferably used as the liquid crystal component A, and the effects of the present invention can be obtained.

(I-ai): In the general formulas (I-1) to (I-3), R ¹
Is an alkyl or alkenyl group having 2 to 7 carbon atoms. Specific compounds include compounds represented by general formulas (I-1a) to (I-3).
ab) wherein the side chain groups are (I-4a) to (I-4f), (I-
4ah) to (I-4an), (I-4av) to (I-4bc), wherein the partial structure of the polar group is (I-5a) to (I-5bt), more preferably a compound of the general formula (I-1a) to (I-1c), (I-1g) to (I-1n), (I-1p) to
(I-1u), (I-1x), (I-1y), (I-2a) to (I-2f), (I-2s) to (I
-2ag), (I-2an) to (I-2bd), (I-3a), (I-3d) to (I-3h),
Compounds having a basic structure of (I-3k) to (I-3o) and (I-3r) to (I-3ab). The compound of this sub-group (I-ai) improves the compatibility of the liquid crystal composition, expands the operating temperature range by improving low-temperature storage,
It is possible to adjust the elastic constant and the ratios K ₃₃ / K ₁₁ and _{K 33 / K 22, STN-} LCD, TFT-LCD, PDLC, to obtain a more improved electro-optical characteristics such as PN-LCD it can.

(I-aii): In the general formulas (I-1) to (I-3), Q
^The compound wherein ¹ is F, Cl, CF ₃ , OCF ₃ , OCF ₂ H, or CN. As a specific compound, the basic structure of the general formulas (I-1a) to (I-3ab), the side chain group is (I-4a) to (I-4bc), the polar group portion Compounds having a structure of (I-5a) to (I-5bt), and more preferably compounds of the general formulas (I-1a) to (I-1c), (I-1g) to (I-1n),
-1p) to (I-1u), (I-1x), (I-1y), (I-2a) to (I-2f), (I-2
s) to (I-2ag), (I-2an) to (I-2bd), (I-3a), (I-3d) to (I-
3h) Compounds having the basic structures of (I-3k) to (I-3o) and (I-3r) to (I-3ab). In the compounds of this subgroup (I-aii), as a specific application, Q ¹ is F, Cl, CF ₃ , OCF ₃ or OCF ₂ H (I-5m)
When a compound having a polar group of ~ (I-5bt) is substantially used as a main component, a highly reliable STN-LCD or active TFT-L
Preferable for CD, STN-LCD, PDLC, PN-LCD, etc., it is excellent in reduction of driving voltage and high voltage holding ratio, and Q ¹ is substantially composed of a compound having a polar group of F, Cl or CN. If you do
Driving voltage, steepness and responsiveness of TN-LCD, STN-LCD, PDLC, PN-LCD, etc., and electro-optical characteristics excellent in their temperature characteristics can be obtained.

(I-aiii): In the general formulas (I-1) to (I-3),
Compounds in which K ^{1 to} K ³ are a single bond, — (CH ₂ ) ₂ —, —COO—, or —C≡C—. Specific compounds include compounds represented by general formulas (I-1a) to (I-3a).
b) the basic structure, wherein the side chain group is (I-4a) to (I-4bc), and the partial structure of the polar group is (I-5a) to (I-5bt), Preferably the general formulas (I-1a) to (I-1c), (I-1g) to (I
-1n), (I-1p) to (I-1u), (I-1x), (I-1y), (I-2a) to (I-2
f), (I-2s) to (I-2ag), (I-2an) to (I-2bd), (I-3a), (I-
Compounds having the basic structures 3d) to (I-3h), (I-3k) to (I-3o), and (I-3r) to (I-3ab). Among the compounds of this subgroup (I-aiii), particularly, compounds in which K ^{1 to} K ³ are a single bond, the operating temperature range is expanded by improving the compatibility of the liquid crystal composition and improving the low-temperature storage, and A compound that can achieve a relatively fast response to driving voltage, and compounds in which K ^{1 to} K ³ are-(CH ₂ ) _2- improve compatibility of the liquid crystal composition and improve low-temperature storage. The operating temperature range can be extended by K ¹
Compound ~K ³ is -COO- in which the improvement of the compatibility of the liquid crystal composition to expand the operating temperature range by improving the cryopreservation, which can improve the reduction and the temperature change of the drive voltage , K ^{1 to} K ³ are compounds in which -C 化合物 C- can adjust the birefringence in a wide range, can reduce the driving voltage and improve its temperature change, and STN- LC
D, TFT-LCD, PDLC, PN-LCD, and other improved electro-optical characteristics can be obtained.

(I-aiv): In the general formulas (I-1) to (I-3),
Compounds in which rings A ^{1 to} A ³ are trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene. Specifically, the general formula
(I-1a) to (I-1l), (I-2a) to (I-2ax), the basic structure of (I-3a) to (I-3ab), wherein the side chain group is (I-4a ) To (I-4bc), wherein the polar group has a partial structure of (I-5a) to (I-5bt), more preferably (I-1a) to (I-1l), (I-2a ) To (I-2f), (I-2s)
~ (I-2ag), (I-2ak), (I-2an) ~ (I-2ax), (I-3o), (I-3
Compounds having the basic structures of r) to (I-3ab), which can obtain more improved electro-optical properties. In particular, (I-aiii)
General formulas (I-1) to (I-) simultaneously having the structural features of (I-aiv)
In the case of the compound of 3), the compound shows more differentiated properties and can be used more widely in a liquid crystal composition. (I-aiv-a): any of K ^{1 to} K ³ is a single bond, and rings A ^{1 to} A
^The compound represented by any one of 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene is relatively large in middle or higher birefringence. (I-aiv-b): ^{one of} K ^{1 to} K ³ is a single bond, and rings A ^{1 to} A
^The compound in which any of ³ is represented by trans-1,4-cyclohexylene has a relatively fast response by expanding the nematic phase, and (I-aiv-c): any of K ^{1 to} K ³ Is-(CH ₂ ) _2- , and the ring A ¹
A compound in which any of A to A ³ is trans-1,4-cyclohexylene has good compatibility, and (I-aiv-d): any of K ^{1 to} K ³ is -COO- Yes, rings A ^{1 to} A ³
Any of 1,4-phenylene, a compound represented by 3-fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene is excellent in driving voltage reduction by expanding a nematic phase, I-aiv-e): K ¹ is —C≡C—, and rings A ¹ and A ² are 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro-
The compound represented by 1,4-phenylene or K ² is -C≡C-, and the rings A ² and A ³ are 1,4-phenylene, 3-fluoro-1,4-phenylene or 3,5-difluoro The compound represented by -1,4-phenylene has an extremely high or relatively high birefringence.

(I-av): In the general formulas (I-1) to (I-3), W ¹
To ^W-2 is H, F, Cl, CF ₃ or compound is OCF _3. Specifically, the basic structures of the general formulas (I-1a) to (I-3ab), the side chain groups are (I-4a) to (I-4bc), and the partial structure of the polar group is For example, the compounds of (I-5a) to (I-5bt), more preferably the partial structure of the polar group is (I-5b) to (I-5l), (I-5n) to (I-5x), -5z)
~ (I-5aj), (I-5al) ~ (I-5av), (I-5ax) ~ (I-5bh), (I-
5bj) to (I-5bt), more preferably W ¹ , W ²
Is a compound in which at least one is substituted with a polar group, particularly a compound substituted with F. As a specific application, at least one or both of W ¹ and W ² are F, Cl
In the case where Q ¹ is substantially composed of a compound in which F, Cl, CF ₃ , OCF ₃ or OCF ₂ H is a main component, the active TFT-LC
D, PDLC, PN-LCD, etc. are excellent in the reduction of driving voltage and high voltage holding ratio, and when the compound whose Q ¹ is F, Cl or CN is substantially the main component, TN-LCD, STN -LCD, PDLC, PN-LCD
It is possible to obtain electro-optical characteristics excellent in driving voltage, steepness and response, and temperature characteristics thereof. This small group (I-av)
The compound of (1) expands the operating temperature range by improving the compatibility of the liquid crystal composition and improving the low-temperature storage, reduces the driving voltage and improves the temperature change, and achieves a relatively quick response to a predetermined driving voltage. STN-LC
D, TFT-LCD, PDLC, PN-LCD and other improved electro-optical properties can be obtained,

(I-avi): In the general formulas (I-1) to (I-3),
Naphthalene-2,6-diyl ring, 1,2,3,4-tetrahydronaphthalene-2,6-diyl ring, decahydronaphthalene-2,6-
Diyl ring, side chain group R ¹ , polar group Q ¹ , linking groups K ^{1 to} K ³ and ring A ¹
1 present in to A ³ or a compound in which two or more hydrogen atoms are replaced with deuterium atoms. Since this compound is useful for adjusting the elastic constant of the liquid crystal composition and adjusting the pretilt angle corresponding to the alignment film, it is preferable to include at least one compound substituted with a deuterium atom.

The liquid crystal component A of the present invention comprises these subgroups (I-ai)
~ (I-avi) can contain one or more compounds selected from one or two or three or more subgroups,
The effect can be obtained even if it comprises only one kind from one small group. Further, compounds having two or more structural features of the compounds shown in the subgroups (I-ai) to (I-avi) at the same time are more preferable. The liquid crystal component A is used in the above small group (I-
ai) to (I-avi).
The liquid crystal composition of the present invention containing such a liquid crystal component A,
Expanding the operating temperature range of liquid crystal display characteristics by improving compatibility, improving low-temperature storage, etc., reducing drive voltage and improving its temperature change, and achieving or improving relatively quick response to a specified drive voltage TN-LCD, STN-LCD, TFT-LCD, PDLC, PN-LCD using this as a constituent material
And so on can be obtained.

When a liquid crystal composition suitable for TN-LCD, STN-LCD, PDLC, PN-LCD, etc. is intended, or an STN-LCD that requires high reliability, an active STN-LCD, TFT-
When a liquid crystal composition suitable for LCD, PDLC, PN-LCD and the like is intended, one or more compounds are selected from the compounds represented by the general formulas (I-1) to (I-3) to further optimize the compounds. Species can be contained. From this viewpoint, one or more compounds of one or more of the following small groups (I-bi) to (I-biii) are contained, and the content of the compound is 5 to 100% by weight. Liquid crystal component A is preferred.

(I-bi): In the general formula (I-1), R ¹ is an alkyl or alkenyl group having 2 to 7 carbon atoms, and Q ¹ is
F, Cl, CF ₃ , OCF ₃ or CN, W ¹ , W ² are H, F, Cl, CF
₃ or OCF ₃ , wherein ring A ¹ is trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5
-Difluoro-1,4-phenylene, naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl, wherein K ¹ is A single bond,-(CH ₂ ) ₂ -,-(CH ₂ ) ₄ -or a compound that is -COO-, specifically, formulas (I-1a) to (I-1l), (I-1p) to Compounds having the basic structure (I-1y) are more preferred. Further, when the ring A ¹ is a decahydronaphthalene-2,6-diyl ring, specifically, for example, in the case of a compound of the general formula (I-1x) or (I-1y), (I-6b )
Compounds substituted with-(I-6cv) are also preferred. It should be noted that a compound in which at least one of the hydrogen atoms present in these rings is substituted with a deuterium atom is also included.

(I-bii): In the general formula (I-2), R ¹ is an alkyl group or alkenyl group having 2 to 7 carbon atoms, and Q ¹ is
F, Cl, CF ₃ , OCF ₃ or CN, W ¹ , W ² are H, F, Cl, CF
₃ or OCF ₃ , wherein ring A ¹ and A ² are trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4- Phenylene, naphthalene-2,6-
Diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl,
Compounds in which K ¹ and K ² are a single bond,-(CH ₂ ) ₂ -,-(CH ₂ ) ₄ -or -COO-, specifically, compounds of the general formulas (I-2a) to (I-2bd) Compounds of the basic structure are more preferred. Further, when the ring A ² is a decahydronaphthalene-2,6-diyl ring, specifically, for example, in the case of a compound of the general formula (I-2bc) or (I-2bd), (I-6b ) ~
Compounds substituted with (I-6cv) are also preferred. It should be noted that a compound in which at least one of the hydrogen atoms present in these rings is substituted with a deuterium atom is also included.

(I-biii): In the general formulas (I-1) to (I-3),
When the rings A ^{1 to} A ³ are an unsubstituted or substituted decahydronaphthalene-2,6-diyl ring, a compound having a partial structure selected from (I-6a) to (I-6dm) is preferable. . More preferred are (I-6a) to (I-6l), (I-6at), (I-6au), (I-6bk),
(I-6by) to (I-6dm), and particularly preferred are (I-6a) and (I-6
-6e), (I-6au), (I-6bk), (I-6ck), (I-6cl), (I-6cn),
(I-6cq), (I-6cr), (I-6ct), (I-6cw) to (I-6dm). In particular, the compound having (I-6cq) is superior in response to the compound having (I-6au), has a high nematic phase-isotropic liquid phase transition temperature, and has unprecedented special properties. I was It should be noted that a compound in which at least one of the hydrogen atoms present in the rings (I-6a) to (I-6cv) is substituted with a deuterium atom is also included.

The liquid crystal component A of the present invention comprises these subgroups (I-bi)
~ (I-biii) can contain one or more compounds selected from one or more subgroups of one or more, but it is possible to obtain the effect even if it comprises only one kind from one subgroup it can.
Further, compounds capable of simultaneously having two or more structural characteristics of the compounds shown in the subgroups (I-bi) to (I-biii) are more preferable. The liquid crystal component A can be composed of the compounds shown in the above subgroups (I-bi) to (I-biii) according to the desired purpose. The liquid crystal composition of the present invention containing such a liquid crystal component A can improve the operating temperature range of liquid crystal display characteristics by improving compatibility, improving low-temperature storage, etc., reducing the driving voltage and improving the temperature change. It is possible to achieve or improve a relatively fast response to a predetermined drive voltage, and use this as a constituent material for TN-LCD, STN-LCD, TFT-LCD, PDLC,
More improved electro-optical characteristics such as PN-LCD can be obtained.

General formula (I-1) relating to the liquid crystal composition of the present invention
To (I-3), or the liquid crystal component A containing the compounds of the above-described subgroups (I-ai) to (I-biii) is further subgroup (I-ai). ) ~ (I-biii) the liquid crystal component A containing a compound capable of having two or more structural features simultaneously, unsubstituted or substituted 1,2,3,4-tetrahydronaphthalene-2 It is characterized by a molecular structure having a partial structure of a 6,6-diyl ring. This feature results in a more plate-like structure than conventional compounds. In addition, these rings can have more substituents such as F, Cl, etc. as compared to 1,4 phenylene. Because of this, excellent compatibility,
The phase transition temperature is relatively high compared to its molecular length, the birefringence is low compared to the high phase transition temperature, the driving voltage is lower than the magnitude of the dielectric anisotropy, and the driving voltage in the high frequency region frequency dependence is suppressed, and has the effect of reducing the temperature dependency of the driving voltage, the elastic constants are superior to adjust the size of the particular Unlike conventional compound K ₁₁ and K _22. From this viewpoint, it is also useful for improving responsiveness,
In particular, it has characteristics to improve the responsiveness of the IPS mode.

The liquid crystal composition of the present invention contains, in addition to the above liquid crystal component A, a liquid crystal component B containing one or more compounds having a dielectric anisotropy of +2 or more. The term “liquid crystal compound having a dielectric anisotropy greater than 2” used in the present invention has the following meaning. The chemical structure of the liquid crystal compound is rod-shaped, the central part has a core structure having 1 to 4 six-membered rings, and the six-membered rings located at both ends in the long axis direction of the central part are the long axis of the liquid crystal molecule. having a terminal group substituted at a position corresponding to the direction, at least one of the end groups present at both ends is a polar group, i.e. for example _{-F, -Cl, -NO 2, -CF} 3, -OCF
_3, -OCHF _2, a -CN, -OCN, -NCS, compounds and the like.
As a result, the optical anisotropy of the liquid crystal layer can be set to a predetermined value, can be electrically driven, and the operating temperature range can be widened.

As the liquid crystal component B, at least one compound having a dielectric anisotropy of +2 or more can be used.
A range of from 40 to 40 is preferred, and a range of from 3 to 15 is more preferred. Compounds having dielectric anisotropy of +2 to +8, +8 to +1
It is preferable to appropriately select from the compound of No. 3, the compounds of +14 to +18, and the compounds of +18 or more, so that a predetermined driving voltage and response characteristics can be obtained. In this case, +2 to +1
Compounds having a dielectric anisotropy of 3 are preferably mixed in a range of at most 30 or less, more preferably in a range of 15 or less, and compounds of +14 to +18 are in a range of at most 20 or less. Are preferably mixed in a range of 8 or less, more preferably +18 or more compounds are mixed in a range of at most 15 or less, more preferably in a range of 10 or less. preferable. Liquid crystal component B
The use of as described above gives a more favorable effect to the temperature characteristics of the display characteristics. More specifically, it is preferable that the temperature dependency such as the driving voltage, the contrast relating to the steepness, and the response is more preferable.

From such a viewpoint, the general formulas (II-1) to (II-4)
More preferred forms of the basic structure in the compound represented by are compounds represented by the following general formulas (II-1a) to (II-4n).

[0057]

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[0058]

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[0059]

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[0060]

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[0061]

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Further, more preferred forms of the side chain group R ^{1 in} the general formulas (II-1) to (II-4) are the same as those of the aforementioned general formulas (I-4a) to (I-4a).
-4bc).

Further, more preferred embodiments of the partial structural formula (II-5) of 1,4-phenylene having a polar group are represented by the following general formulas (II-5a) to (II-5r). Compound.

[0064]

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Each of the compounds used below was distilled,
Column purification, removal of impurities using methods such as recrystallization,
A sufficiently purified product was used.

More specifically, when a general-purpose liquid crystal composition is intended, it is preferable to use the following compound as the liquid crystal component B. By combining such a liquid crystal component B with the liquid crystal component A, The effects of the invention can be obtained.

(II-ai): a compound in which R ¹ is an alkenyl group having 2 to 5 carbon atoms in the general formulas (II-1) to (II-4), specifically, a compound represented by the general formula (II -1a) to (II-4n), wherein the side-chain group is (I-4ah) to (I-4bc), and the partial structure of the polar group is represented by the general formula (II-5a) to (II-5n). II-5r), more preferably compounds of the general structures of general formulas (II-1a) to (II-1l), (II-2i) to (II-2ae), STN-LCD, TFT-LCD , PDLC, PN
-Improved electro-optical characteristics such as LCD can be obtained. (II-aii): In the general formulas (II-1) to (II-4), Q ¹ is
F, Cl, or -OCF _3, compound, specifically, the general formula (I
I-1a) to the basic structure of (II-4n), wherein the side chain group is (I-4a) to
(I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5d)
(II-5i), the compounds of (II-5m) to (II-5o), more preferably the general formulas (II-1a) to (II-1l), (II-2f) to (II-2q), II-2u)
~ (II-2w), (II-2ab) ~ (II-4f) compounds of the basic structure, when these compounds are substantially the main component, active TFT-LCD, PDLC, PN -Excellent in driving voltage reduction and high voltage holding ratio of LCD etc. Further, when Q ¹ is used in combination with a compound of CN and both are substantially the main components, TN-L
It is excellent in drive voltage, steepness and response, or its temperature characteristics of CD, STN-LCD, PDLC, PN-LCD, etc.

[0068] (II-aiii): in said compound of general formula (II-1), P ² is - (CH _{2) 2} - or - (CH _{2) 4} -, Compound, specifically, the general formula (II-1c), (II-1d) (II-1g), the basic structure of (II-1h), the side chain group is (I-4a) ~ (I-4bc),
Compounds in which the polar group has a partial structure of general formulas (II-5a) to (II-5r). (II-aiv): in the compound of the above general formula (II-1), p ¹ is 1
A specific structure of the general formulas (II-1e) to (II-1l), wherein the side chain group is (I-4a) to (I-4bc), and the polar group Are compounds of the general formulas (II-5a) to (II-5r), which are suitable for applications having a low driving voltage and requiring a relatively small birefringence.

(II-av): a compound of the formula (II-2) wherein at least one of Y ¹ , Y ² , W ¹ and W ² is F, specifically, a compound of the formula (II-av) II-2a), (II-2c), (II-2f),
(II-2i), (II-2l), (II-2o), (II-2r), (II-2u), (II-2
x), (II-2y), (II-2ab), the basic structure of (II-2ac), wherein the side chain group is (I-4a) to (I-4bc), and a part of a polar group The structures have the general formulas (II-5b), (II-5c), (II-5e), (II-5f),
(II-5h), (II-5i), (II-5k), (II-5l), (II-5n), (II-5
o), (II-5q), a compound of (II-5r), or a compound of the general formula (II-2)
b), (II-2d), (II-2e), (II-2g), (II-2h), (II-2j),
(II-2k), (II-2m), (II-2n), (II-2p), (II-2q), (II-2
s), (II-2t), (II-2v), (II-2w), (II-2z), (II-2aa),
(II-2ad), the basic structure of (II-2ae), wherein the side chain group is (I-4
a) to (I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5)
a) to (II-5r), which are suitable for use in reducing the drive voltage. (II-avi): In the compounds of the formula (II-2), p ¹ is 1
Wherein P ¹ is -C≡C-, specifically, a compound of the general formula
(II-2o) to (II-2q), the basic structure of (II-2ab) to (II-2ae), the side chain group is (I-4a) to (I-4bc), A compound having a partial structure of a group represented by any of the general formulas (II-5a) to (II-5r), which is suitable for applications requiring a low driving voltage and requiring a relatively large birefringence. (II-avii): a compound of the formula (II-2), wherein P ² is a single bond or — (CH ₂ ) ₂ — and P ¹ is —COO—
Specifically, the general formulas (II-2l) to (II-2n), (II-2r) to (II-2
t), the basic structure of (II-2y) to (II-2aa), wherein the side chain group is
(I-4a) to (I-4bc), wherein the partial structure of the polar group is a general formula
Compounds of the formulas (II-5a) to (II-5r), which are suitable for applications where the driving voltage is low.

(II-aviii): The compound of the general formula (II-3)
And Y¹, Y^Two, W¹~ W^FourAt least one of which is F
Products, specifically, general formulas (II-3a), (II-3j), (II-3k),
(II-3s), the basic structure of (II-3t), wherein the side chain group is (I-4a)
~ (I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5
b), (II-5c), (II-5e), (II-5f), (II-5h), (II-5i),
(II-5k), (II-5l), (II-5n), (II-5o), (II-5q), (II-5
r) or compounds of the general formulas (II-3b) to (II-3i), (II-3
l) to (II-3r), (II-3u) to (II-3x),
The side group is (I-4a) to (I-4bc), and the partial structure of the polar group
Are compounds of the general formulas (II-5a) to (II-5r),
Suitable for use in reducing. (II-aix): In the compound of the general formula (II-3),^ThreeBut -C
化合物 C-, specifically, compounds represented by the general formulas (II-3k) to (II-3)
r), wherein the side chain groups are (I-4a) to (I-4bc).
Thus, the partial structure of the polar group is represented by the general formulas (II-5a) to (II-5r).
Compound with a low driving voltage and a relatively large birefringence.
Suitable for required applications. (II-ax): the above general formula (II-ax)
In the compound of 3), P¹Is a single bond or -C≡C-, and P ^Three
Is -COO-, specifically, a compound represented by the general formula (II-3j) or (I
I-3y), wherein the side chain group is (I-4a) to (I-4bc)
The partial structure of the polar group has a general formula (II-5a) to (II-5r)
Compound.

(II-axi): a compound represented by the general formula (II-4), specifically, a basic structure of the general formulas (II-4a) to (II-4n), Compounds wherein the group is (I-4a) to (I-4bc) and the partial structure of the polar group is one of the general formulas (II-5a) to (II-5r).

(II-axii): Formulas (II-1), (II-2),
In the compound (II-4), the ring B ^{1 to} B ³ are trans-1,4-cyclohexylene, and a compound in which at least one of the hydrogen atoms of the ring is substituted with a deuterium atom, specifically, Are represented by the general formulas (II-1a) to (II-1l), (II-2i) to (II-2ae), (II
-4b), the basic structure of (II-4i), wherein the side chain group is (I-4a) to
(I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5a)
Compound (II-5r).

A nematic liquid crystal composition containing one or more compounds selected from the subgroups (II-ai) to (II-axii) is preferred.

When a liquid crystal composition suitable for TN-LCD or STN-LCD is intended, it is preferable to use the following compound as the liquid crystal component B.
The effect of the present invention can be obtained by combining with.

(II-bi): In the general formula (II-1), R ¹
Is an alkyl group or alkenyl group having 2 to 5 carbon atoms, p ¹ is 0, and a compound wherein Q ¹ is -CN, specifically,
The basic structure of the general formulas (II-1a) to (II-1d), wherein the side chain group is
(I-4a) to (I-4d), (I-4ah) to (I-4am), (I-4av) to (I-4bc)
Wherein the partial structure of the polar group has the general formula (II-5a) to (II-5c)
Compound. (II-bii): In the formula (II-1), R ¹ is the number of carbon atoms
2 to 5 alkyl or alkenyl groups, p ¹ is 1, Q ¹ is F or —CN, and Y ¹ and Y ² are H or F, specifically, a compound represented by the general formula ( II-1e) to (II-1l), wherein the side chain groups are (I-4a) to (I-4d), (I-4ah) to (I-4am),
(I-4av) to (I-4bc), wherein the partial structure of the polar group is a general formula
Compounds of (II-5a) to (II-5f).

(II-biii): In the general formula (II-2), R
¹ is an alkyl group or an alkenyl group having 2 to 5 carbon atoms, p ¹ is 0, Q ¹ is -CN, and Y ¹ , Y ² , W ¹ , W ² are H
Or a compound represented by F, specifically, formulas (II-2a) to (II-
2h), wherein the side chain groups are (I-4a) to (I-4d), (I-
4ah) to (I-4am) and (I-4av) to (I-4bc), wherein the polar group has a partial structure of general formulas (II-5a) to (II-5c). (II-biv): In the formula (II-2), R ¹ is the number of carbon atoms
2 to 5 alkyl groups or alkenyl groups, p ¹ is 1, P ² is a single bond,-(CH ₂ ) ₂ -or -COO-, and P ¹ is a single bond, -COO- or- C≡C-, Q ¹ is F or -CN,
A compound in which Y ¹ , Y ² , W ¹ , and W ² are H or F, specifically, the basic structures of general formulas (II-2i) to (II-2ae), wherein the side chain group is
(I-4a) to (I-4d), (I-4ah) to (I-4am), (I-4av) to (I-4bc)
Wherein the partial structure of the polar group has the general formula (II-5a) to (II-5f)
Compound.

(II-bv): In the general formula (II-3), R ¹
Is an alkyl or alkenyl group having 2 to 5 carbon atoms, ^one of P ¹ and P ³ is a single bond, the other is a single bond, -COO
-Or-C≡C-, specifically, the compound represented by the general formula (II-3a)
To (II-3x), wherein the side chain group is (I-4a) to (I-4
d), (I-4ah) to (I-4am), (I-4av) to (I-4bc), wherein the partial structure of the polar group is represented by the general formulas (II-5a) to (II-5r). Compound. (II-bvi): In the formula (II-3), R ¹ is the number of carbon atoms
2 to 5 alkyl groups or alkenyl groups, Y ¹ , Y ² , W ¹
~ W ⁴ is H or F, specifically, a compound represented by the general formula (II-3)
a) to (II-3t), wherein the side chain group is (I-4a) to (I-
4d), (I-4ah) to (I-4am), (I-4av) to (I-4bc),
Compounds in which the polar group has a partial structure of general formulas (II-5a) to (II-5r).

(II-bvii): In the general formula (II-4), R
¹ is an alkyl group or an alkenyl group having 2 to 7 carbon atoms and p ² + p ³ is 0, specifically, a compound represented by the general formula (II-4)
a), the basic structure of (II-4h), wherein the side chain group is (I-4a) to (I-
4f), (I-4ah) to (I-4am), (I-4av) to (I-4bc),
Compounds in which the polar group has a partial structure of general formulas (II-5a) to (II-5r).

(II-bviii): In the compounds of the aforementioned general formulas (II-1) and (II-2), rings B ¹ and B ² are trans-1,4-cyclohexylene, and hydrogen of this ring Compounds in which at least one of the atoms has been replaced by a deuterium atom, specifically, a compound of the general formula
(II-1a) to (II-1l), the basic structure of (II-2i) to (II-2ae), wherein the side chain groups are (I-4a) to (I-4bc), Compounds having a partial structure of a general formula (II-5a) to (II-5r).

Containing one or more compounds selected from the compounds represented by subgroups (II-bi) to (II-bviii),
As the liquid crystal component B, a nematic liquid crystal composition in which the content of the compound is 10 to 100% by weight is preferable.

Further, STN-LCD requiring high reliability
And active TFT-LCD, IPS, STN-LCD, PDLC, PN-LC
When a liquid crystal composition suitable for D or the like is intended, it is preferable to use the following compound as the liquid crystal component B, and to obtain the effects of the present invention by combining such a liquid crystal component B with the liquid crystal component A. Can be.

(II-ci): In the general formula (II-1), R ¹
Is an alkyl or alkenyl group having 2 to 5 carbon atoms, p ¹ is 1, one of P ¹ and P ² is a single bond, and the other is a single bond, -COO-,-(CH ₂ ) _2- or-(CH ₂ ) ₄ and Q ¹ is
F, Cl, a CF _3, OCF ₃ or OCF ₂ H, Y ^{1, 1} one Y ^2, or 2
Is a compound represented by the general formula (II-1e) to (II-
1k), wherein the side chain groups are (I-4a) to (I-4d), (I-
4ah) to (I-4am), (I-4av) to (I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5e), (II-5f), (II-5h), (II-5
i), (II-5k), (II-5l), (II-5n), (II-5o), (II-5q),
Compound (II-5r).

(II-cii): In the general formula (II-2), R ¹
Is an alkyl or alkenyl group having 2 to 5 carbon atoms, p ¹ is 1, P ² is a single bond,-(CH ₂ ) ₂ -or -COO-, P ¹ is a single bond,- COO- or -C≡C-, and Q ¹ is F, Cl,
CF ₃ , OCF ₃ or OCF ₂ H, a compound in which one or ^two of Y ¹ and Y ² are F, and W ¹ and W ² are H or F, specifically, a compound represented by the general formula (II -2i) to (II-2ae), wherein the side chain group is (I-
4a) to (I-4d), (I-4ah) to (I-4am), (I-4av) to (I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5e), (II-5f),
(II-5h), (II-5i), (II-5k), (II-5l), (II-5n), (II-5
o) Compounds of (II-5q) and (II-5r).

(II-ciii): In the general formula (II-3), R
¹ is an alkyl group or an alkenyl group having 2 to 5 carbon atoms, ^one of P ¹ and P ³ is a single bond, the other is a single bond, -COO
-Or -C≡C-, Q ¹ is F, Cl, CF ₃ , OCF ₃ or OCF ₂ H, one or two of Y ¹ , Y ² are F, and W ^{1 to} W ⁴ Is H or 1
Compounds in which at least one is F, specifically, from the general formulas (II-3a) to
The basic structure of (II-3x), wherein the side group is (I-4a) to (I-4
d), (I-4ah) to (I-4am), (I-4av) to (I-4bc), wherein the partial structure of the polar group is represented by the general formula (II-5e), (II-5f), (II-5h),
(II-5i), (II-5k), (II-5l), (II-5n), (II-5o), (II-5
q), the compound of (II-5r).

(II-civ): In the compounds of the aforementioned general formulas (II-1) and (II-2), rings B ¹ and B ² are trans-1,4-cyclohexylene, and hydrogen of this ring Compounds in which at least three of the atoms have been replaced with deuterium atoms, specifically the compounds of the general formula (I
I-1a) to (II-1l), the basic structure of (II-2i) to (II-2ae), wherein the side chain group is (I-4a) to (I-4bc), and the polar group Is a compound of the general formulas (II-5a) to (II-5r).

One or more compounds selected from the subgroups (II-ci) to (II-civ) are contained, and the content of the compound as a liquid crystal component B is 10 to 100% by weight. % Of the nematic liquid crystal composition is preferable.

The compounds represented by formulas (II-1) to (II-4)
A particularly preferred embodiment in the form of a solution containing the following compound
Crystal component B. (II-di): R in the general formulas (II-1) to (II-4)¹Is a carbon atom
Compounds of alkyl groups of the formulas 2 to 7. In general formulas (II-1) and (II-2)
R¹Is C_pH_{2p + 1}-CH = CH- (CH_Two)_q(p = 0,1,2,3q = 0,2)
A compound which is an alkenyl group of Specifically, the general formula (II-
1a), (II-1e), (II-2a), (II-2c), (II-2d), (II-2i),
(II-2l), (II-2o), (II-3a), (II-3l), (II-4a) to (II-4
c), the compound having the basic structure of (II-4e) has these groups
It is preferable that an alkyl group and / or
Contains at least one compound having a kenyl group
By doing so, the viscosity and viscoelasticity can be reduced. (II-dii): Q in the general formulas (II-1) to (II-4)¹Is F, Cl,-
OCF_ThreeOr, select a compound that is -CN and at least one or more
It is preferable to include the above. (II-diii): When emphasizing high-speed response, general formula (II-1) ~
Q in (II-4)¹Is F, -OCF_ThreeOr a compound represented by the general formula (II-1)
a), (II-1e), (II-2a), (II-2c), (II-2d), (II-2i),
Compound of (II-2l), (II-2o), (II-3a), (II-3l), (II-4a)
It is preferable to frequently use the substance for the liquid crystal component B. (II-div): General when larger birefringence is required
Q in formulas (II-2) to (II-4)¹Is Cl, -OCF_Three, -CN is one
Compounds of general formulas (II-2a) to (II-4d), and / or general formula (II-
2), P in (II-3)¹, P^ThreeIs -C≡C-, a general formula (II-2)
f) to (II-2h), (II-2o) to (II-2q), (II-2ab) to (II-2a
e), Compounds of (II-3k) to (II-3x) are frequently used in liquid crystal component B
Is preferred. (II-dv): If lower drive voltage is required, use the general formula
Q in (II-1) to (II-4) ¹Is F, Cl, -CN and Y¹And Y^Two
Of general formulas (II-1a) to (II-4g) in which one of the sets is always F
It is preferable that the compound is frequently used for the liquid crystal component B. (II-dvi): in the cyclohexane ring of the general formulas (II-1) and (II-2)
Use a compound in which the hydrogen atom of
This compound can control the elastic constant of the liquid crystal composition.
Useful for pretilt angle adjustment for alignment and alignment films
Therefore, at least the compound substituted with a deuterium atom
It is preferable to contain one or more kinds. (II-dvii): “p in general formulas (II-1), (II-2), and (II-4)
¹~ P^ThreeIs a bicyclic compound having the formula `` 0 '' and `` General formula (II-1), (II
P in -2)¹Is 1 compound, p in the general formula (II-4)^Two+
p^ThreeIs 1 and / or a tricyclic compound of the general formula (II-3) ''
The mixing ratio of the liquid crystal component B to the liquid crystal component B ranges from 0 to 100 to 100 to 0.
Box can be timely selected, higher nematic phase-isotropic
When the ionic liquid phase transition temperature is required, the general formula (II-1)
P in (II-2)¹Is 1 compound, p in the general formula (II-4)
^Two+ P^ThreeIs a compound of 1 and or a tricyclic compound of the general formula (II-3) ''
Is preferably used.

One or more compounds selected from the subgroups (II-di) to (II-dvii) are contained, and the content of the compound as the liquid crystal component B is 10 to 100% by weight. % Of the nematic liquid crystal composition is preferable.

The liquid crystal component B containing these compounds (II-ai) to (II-dvii) has a feature of being mixed well with the liquid crystal component A, which is an essential component. It is useful for improving the temperature dependency or the response. In particular, the general formulas (II-1a) to (II-1g) and the general formulas (II-2a) to (II-2)
q), general formulas (II-2u) to (II-2x), general formulas (II-2ab) to (II-2a)
e), general formulas (II-3a) to (II-3d), general formulas (II-3l) to (II-3)
r), the compounds of the general formulas (II-4a) to (II-4e) are excellent in at least one of these effects, and 0.1 to 25% by weight based on the total amount of the nematic liquid crystal composition of the present invention. This effect can be obtained even with a small content.

The liquid crystal component B of the present invention comprises these subgroups (II-ai)
~ (II-dvii) can contain one or more compounds selected from one or two or three or more subgroups, even if it is composed of only one from one subgroup, the effect is Obtainable. Further, compounds capable of simultaneously having two or more structural characteristics of the compounds shown in the subgroups (II-ai) to (II-dvii) are more preferable. The liquid crystal component B can be composed of the compounds shown in the above subgroups (II-ai) to (II-dvii) according to the desired purpose.

Formula (II-1) relating to the liquid crystal composition of the present invention
To the liquid crystal component B containing the compounds of (II-4) to (II-4) as main components, or the liquid crystal component B containing the compounds of the above-described subgroups (II-ai) to (II-dvii). The liquid crystal composition of the present invention in which a liquid crystal component B containing a compound capable of simultaneously having two or more structural features of II-ai) to (II-dvii) is combined with a liquid crystal component A has compatibility. To expand the operating temperature range of the liquid crystal display characteristics by improving the temperature, improving the low-temperature storage, etc., to reduce the drive voltage and improve the temperature change, and to achieve or improve relatively quick response to a predetermined drive voltage. TN-LCD, STN-LCD, T
Improved electro-optical characteristics such as FT-LCD, PDLC, and PN-LCD can be obtained.

The effects of the liquid crystal component A and the liquid crystal component B described above can be obtained even when the content of the liquid crystal component C described later is very small. For the purpose of particularly lowering the driving voltage, the content of the liquid crystal component C can be reduced to 10% by weight or less. In this case, it is preferable to make the viscosity of the liquid crystal component C as low as possible, and the drive voltage is hardly increased or stays in a small range, so that the response speed can be efficiently improved. For example, when the amount of the liquid crystal component C is small, as a method for achieving this effect with the liquid crystal component B, the general formula (II-
1) to (II-4), wherein Q ¹ is F, Cl, -OCF ₃ , or a compound in which -CN is Y, or Y ¹ or Y ² in general formulas (II-1) to (II-4) is F Compound or a compound of the general formula (II-2) wherein P ¹ is a single bond, -COO-, -C≡C-, or p ¹ in the general formula (II-1) is 0. Liquid crystal component B
Is preferably contained. In particular, the general formulas (II-1) to (I
Q ¹ in I-4) is F or --CN, and / or general formulas (II-1) to (I
Compounds in which Y ¹ and Y ² in I-4) are F are preferred.

The liquid crystal composition of the present invention may contain at most 85% by weight of a liquid crystal component C comprising a compound having a dielectric anisotropy of -10 to 2 in addition to the liquid crystal component A which is an essential component. preferable. Preferred examples of the liquid crystal compound having a dielectric anisotropy of -10 to 2 described in the present invention are shown below. That is, the chemical structure of the liquid crystal compound is rod-like,
The central part has a core structure having one to four six-membered rings, and the six-membered rings located at both ends in the long axis direction of the central part are substituted at positions corresponding to the long axis direction of the liquid crystal molecule. A compound having a group and both terminal groups present at both ends are non-polar groups, that is, for example, an alkyl group, an alkoxy group, an alkoxyalkyl group, an alkenyl group, an alkenyloxy group, and an alkanoyloxy group. The liquid crystal component C is 1
It is preferable to configure the range of not less than 40 kinds and not more than 40 kinds, and it is more preferable to configure the range of not less than 2 kinds and not more than 20 kinds.

From these viewpoints, the general formulas (III-1) to (III-
More preferred forms of the basic structure of the compound represented by 4) are compounds represented by the following general formulas (III-1a) to (III-4ac). As the liquid crystal component C of the present invention, a compound represented by the general formula (II)
Compounds selected from the compounds represented by I-1) to (III-4)
It is preferably contained in an amount of 0 to 100% by weight. The liquid crystal component C containing these compounds has a feature of being well mixed with the liquid crystal component A containing the compounds of the general formulas (I-1) to (I-4), and improves the nematic phase at low temperatures. TN-LCD, STN-LC
D, TFT-LCD, PDLC, PN-LCD, etc. are excellent in improving steepness and responsiveness or their temperature characteristics.

From such a viewpoint, the general formulas (III-1) to (III-
More preferred forms of the basic structure of the compound represented by 4) are compounds represented by the following general formulas (III-1a) to (III-4ac).

[0096]

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[0097]

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[0098]

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[0099]

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[0100]

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[0101]

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[0102]

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Formulas (III-51) and (III-5) in the side chain groups R ² and R ³
More preferred form of 2) is a compound represented by the following general formula (III-5a):
It is a compound represented by (III-5bf).

[0104]

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Incidentally, each of the compounds used below was distilled,
Column purification, removal of impurities using methods such as recrystallization,
A sufficiently purified product was used.

The liquid crystal component C has the general formulas (III-1) to (III-
Although it can contain a compound represented by 4), it may be composed of a compound represented by the general formula (III-1) or composed of a compound represented by the general formula (III-2) May be constituted by a compound represented by the general formula (III-3), or may be constituted by a compound represented by the general formula (III-4), and these may be used in combination. Is also good. More preferably, it contains one or more compounds selected from any of the compounds represented by the general formulas (III-1) to (III-3), and the content of the compound is 5 to 100% by weight. % Of the liquid crystal component C.

More specifically, when a general-purpose liquid crystal composition is intended, the following compound is preferably used as the liquid crystal component C. When such a liquid crystal component C is used as the liquid crystal component A or when the liquid crystal component C is used. The effect of the present invention can be obtained by combining with the liquid crystal component B.

(III-ai): a compound in which R ² is an alkenyl group having 2 to 5 carbon atoms in the general formulas (III-1) to (III-4), specifically, a compound represented by the general formula (III -1a) to (III-4ac), wherein the side chain group R ³ is (III-5a) to (II-5bf),
R ² is (III-5ak) to (II-5ap), (III-5ar) to (III-5au), (II
I-5ay) to (III-5bf), which improve the responsiveness by reducing the viscosity and viscoelasticity, and improve the nematic phase-isotropic liquid phase transition temperature, thereby improving the STN-LCD, TFT- LC
Improved electro-optical characteristics such as D, PDLC, PN-LCD, etc. can be obtained. (III-aii): In the above general formulas (III-1) to (III-4), R ³
Is a linear alkenyl group having 2 to 7 carbon atoms or an alkenyloxy group, specifically, the general formula (III-1a) ~
The basic structure of (III-4ac), wherein the side chain group R ² is (III-5a) to
(II-5bf), wherein the side chain group R ³ is a compound of (III-5ak) to (III-5bf), which improves responsiveness by reducing viscosity and viscoelasticity,
The nematic phase-isotropic liquid phase transition temperature can be improved, and more improved electro-optical properties such as STN-LCD, TFT-LCD, PDLC, and PN-LCD can be obtained.

(III-aiii): a compound in which m ¹ is 0 and M ² is a single bond or — (CH ₂ ) ₂ — in the compound of the aforementioned general formula (III-1), General formula (III-1a), the basic structure of (III-1c), wherein the side chain groups R ² and R ³ are (III-5a) to (III-5bf)
Compound. (III-aiv): in said compound of general formula ^(III-1), m 1 is
1, specifically, the general formulas (III-1d) to (III-1)
r), wherein the side chain groups R ² and R ³ are (III-5a) to (III
-5bf).

(III-av): a compound represented by the above general formula (III-2), specifically, a basic structure of the general formulas (III-2a) to (III-2o), Compounds in which groups R ² and R ³ are (III-5a) to (III-5bf).

(III-avi): For the compound of the above general formula (III-3)
And Z¹, Z^Two, W¹~ W^ThreeAt least one of which is F
Products, specifically, the general formulas (III-3b), (III-3c), (III-3
e), (III-3g), (III-3i) to (III-3l), (III-3n), (III-3
r) to (III-3u), (III-3w), (III-3y) to (III-3ab), (III-
3ad)-(III-3ai), (III-3al)-(III-3aq), (III-3au)-
(III-3az), (III-3bk), (III-3bl), (III-3bn)-(III-3
bs), (III-3bu), (III-3bv), (III-3by) to (III-3ch),
(III-3ck) to the basic structure of (III-3dc), wherein the side chain group R ^Two,
R^ThreeIs a compound of (III-5a) to (III-5bf). (III-avii): In the compound of the general formula (III-3),^Three
Is F or -CH_ThreeA compound represented by the general formula (III-3)
m) to (III-3o), (III-3v), (III-3w), (III-3ai), (III-
3aj), (III-3aq) to (III-3as), (III-3az) to (III-3bb),
(III-3bm), (III-3bq), (III-3cg)
And the side group R^Two, R^ThreeIs a compound of (III-5a) to (III-5bf). (III-aviii): In the compound of the general formula (III-3), m¹
Is 0 and M^ThreeIs a single bond, specifically,
The basic structures of the general formulas (III-3a) to (III-3c),
R^Two, R^ThreeIs a compound of (III-5a) to (III-5bf). (III-aix): in the compound of the general formula (III-3), m¹But
1 and M¹Is a single bond, -OCO-, -CH_TwoO-, -OCH_Two-,-(CH_Two)
_Two-,-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH = CH-, -CH =
N-, -CH = N-N = CH-, -N (O) = N-, -CH = CH- or -CF = CF-
Compounds, specifically, for example, compounds represented by general formulas (III-3q) to (III-3)
w), (III-3ac) to (III-3bc), (III-3be), (III-3bg), (I
II-3bi) to (III-3bs), (III-3bw), (III-3ci) to (III-3d
c), (III-3de), the basic structure of (III-3dh), the side chain group
R^Two, R^ThreeIs a compound of (III-5a) to (III-5bf). (III-ax): In the compound of the general formula (III-3), M¹But-
COO- or -C≡C-, M^ThreeIs -OCO-, -CH_TwoO-, -OCH_Two-,-
(CH_Two)_Two-,-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH = CH
-, -CH = N-, -CH = N-N = CH-, -N (O) = N-, -CH = CH-, -CF = CF-
Or -C≡C-, specifically, for example, a compound represented by the general formula (I
Basic structure of (II-3bf), (III-3bh), (III-3df), (III-3dg)
And the side group R^Two, R^ThreeIs a compound of (III-5a) to (III-5bf)
object.

(III-axi): a compound represented by the general formula (III-4), specifically, a basic structure of the general formulas (III-4a) to (III-4ac), Groups R ² and R ³ are (III-5a) to (III-5bf)
Compound.

(III-axii): The above general formulas (III-1) to (III-4)
Wherein the ring C ^{1 to} C ³ is trans-1,4-cyclohexylene, and a compound selected from compounds in which at least one of hydrogen atoms of the ring is substituted with a deuterium atom, specifically , General formulas (III-1a) to (III-2o), (III-3q)
~ (III-3bi), (III-4c), (III-4d), (III-4h), (III-4
r), (III-4s), the basic structure of (III-4w),
Compounds in which R ² and R ³ are (III-5a) to (III-5bf).

A nematic liquid crystal composition containing one or more compounds selected from the compounds represented by the subgroups (III-ai) to (III-axii) is preferable.

A preferred embodiment of the compounds represented by formulas (III-1) to (III-4) is a liquid crystal component C containing the following compounds.

(III-bi): In the general formula (III-1), R
² is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, An alkenyloxy group, m ¹ is 0, M ² is a single bond,-
A compound represented by COO- or-(CH ₂ ) _2- , specifically, a compound represented by the general formula (I
II-1a) to (III-1c), wherein the side chain group R ² is (III
-5a) ~ (III-5e) , a (III-5ak) ~ (III -5ap), side chain group R ³ is (III-5a) ~ (III -5e), (III-5g) ~ ( III-5l), (III
-5ak) to (III-5ap), (III-5ar) to (III-5aw), (III-5ay)
~ (III-5bf). (III-bii): In the formula (III-1), R ² is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ³ is 1 to 5 carbon atoms. An alkyl group, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, m ¹ is 1, ring C ¹ is trans-1,4-cyclohexylene, M ¹ and M ² a one of a single bond and the other is a single bond, -COO- or - (CH _{2) 2} -, compound, specifically, the general formula (III-1d), (III -1g) ~ (III- 1j), wherein the side group R ² is (III-5a) to (III-5e), (III-5ak) to
(III-5ap), wherein the side chain group R ³ is (III-5a) to (III-5e),
(III-5g)-(III-5l), (III-5ak)-(III-5ap), (III-5a
r) to (III-5aw) and (III-5ay) to (III-5bf).

(III-biii): In the above formula (III-2), R ² is an alkyl group having 1 to 5 carbon atoms or 2 carbon atoms.
5 to 5 alkenyl groups, R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, and ring C ² is trans-1,4-cyclohexyl. Silene or trans-1,4-cyclohexenylene, m ¹ is 0, M ² is a single bond, -COO- or-(CH ₂ ) _2-
Compounds, specifically, the general formulas (III-2a) to (III-2e)
Wherein the side group R ² is (III-5a) to (III-5e),
(III-5ak) to (III-5ap), wherein the side group R ³ is (III-5a)
(III-5e), (III-5g)-(III-5l), (III-5ak)-(III-5a
p), compounds of (III-5ar) to (III-5aw), (III-5ay) to (III-5bf). (III-biv): In the formula (III-2), R ² is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ³ is 1 to 5 carbon atoms. An alkyl group, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, and ring C ² is trans-1,4-cyclohexylene or trans-1,4-cyclohexenylene, and m ¹ is 1 and
A compound in which ^one of M ¹ and M ² is a single bond, specifically, the basic structure of the general formulas (III-2f) to (III-2i), wherein the side chain group R ² is
(III-5a) to (III-5e), (III-5ak) to (III-5ap),
When the side chain group R ³ is (III-5a) to (III-5e), (III-5g) to (III-5l),
(III-5ak)-(III-5ap), (III-5ar)-(III-5aw), (III-5
ay) to (III-5bf).

(III-bv): In the general formula (III-3), R
^TwoIs an alkyl group having 1 to 5 carbon atoms or 2 to 5 carbon atoms
An alkenyl group, R^ThreeIs an alkyl having 1 to 5 carbon atoms
Group, alkoxy group, alkenyl group having 2 to 5 carbon atoms,
A alkenyloxy group, m¹Is 0 and M^ThreeIs a single bond,-
A compound wherein C≡C- or -CH = N-N = CH-, specifically,
Basic structures of formulas (III-3a) to (III-3c), (III-3h) to (III-3p)
And the side group R^TwoAre (III-5a) to (III-5e), (III-5ak)
~ (III-5ap), wherein the side chain group R^ThreeAre (III-5a) to (III-5
e), (III-5g)-(III-5l), (III-5ak)-(III-5ap), (III
-5ar) to (III-5aw), (III-5ay) to (III-5bf). (III-bvi): In the general formula (III-3), R^TwoIs a carbon atom
Alkyl group of 1 to 5 or alkenyl group of 2 to 5 carbon atoms
And R^ThreeIs an alkyl group having 1 to 5 carbon atoms, alkoxy
Group, alkenyl group having 2 to 5 carbon atoms, alkenyloxy
Group, m¹Is 1 and M¹Is a single bond,-(CH_Two)_Two-, -COO-
Or -C≡C-, and M^ThreeIs a single bond, -COO- or -C≡C-
Compounds, specifically, general formulas (III-3q) to (III-3bb),
(III-3bd) to (III-3bg), (III-3bj) to (III-3ch), (III-3
cj) to (III-3di), wherein the side chain group R^TwoIs (III-5
a) to (III-5e), (III-5ak) to (III-5ap),
R^ThreeAre (III-5a) to (III-5e), (III-5g) to (III-5l), (III-5
ak)-(III-5ap), (III-5ar)-(III-5aw), (III-5ay)-
Compound (III-5bf). (III-bvii): In the general formula (III-3), R^TwoIs a carbon source
Alkyl group having 1 to 5 carbon atoms or alkenyl having 2 to 5 carbon atoms
Group, R^ThreeIs an alkyl group having 1 to 5 carbon atoms, alkoxy
Si group, alkenyl group having 2 to 5 carbon atoms, alkenyloxy
Group, m¹Is 1 and M¹And M^ThreeIs a single bond
The other is a single bond or -C≡C-, W¹, W ^TwoAt least
Also one compound is F, specifically, the general formula (III-3r),
(III-3t), (III-3au), (III-3aw), (III-3ay), (III-3b
k), (III-3bn), (III-3bo), (III-3bz), (III-3cb), (I
II-3ce), (III-3cf), (III-3cu), (III-3cx), (III-3c
the basic structure of z), wherein the side group R^TwoAre (III-5a) to (III-5
e), (III-5ak) to (III-5ap), wherein the side chain group R^ThreeIs (III-5
a) to (III-5e), (III-5g) to (III-5l), (III-5ak) to (III-
5ap), (III-5ar) to (III-5aw), (III-5ay) to (III-5bf)
Compound. (III-bviii): In the general formula (III-3), R^TwoIs a carbon source
Alkyl group having 1 to 5 carbon atoms or alkenyl having 2 to 5 carbon atoms
Group, R^ThreeIs an alkyl group having 1 to 5 carbon atoms, alkoxy
Si group, alkenyl group having 2 to 5 carbon atoms, alkenyloxy
Group, Z^Two, Z^ThreeEither is F or CH_ThreeCompound replaced with
Products, specifically, the general formulas (III-3c), (III-3f), (III-3
g), (III-3j), (III-3l) to (III-3o), (III-3s), (III-3
u) to (III-3w), (III-3z), (III-3ab), (III-3ae), (III
-3ag), (III-3ai), (III-3aj), (III-3am), (III-3a
o), (III-3aq)-(III-3as), (III-3av), (III-3ax), (I
II-3az)-(III-3bb), (III-3bl), (III-3bm), (III-3b
p) to (III-3bs), (III-3bv), (III-3ca), (III-3cc), (I
II-3cd), (III-3cg), (III-3ch), (III-3cm)-(III-3c
s), groups of (III-3cv) to (III-3cx), (III-3da) to (III-3dc)
In this structure, the side chain group R^TwoAre (III-5a) to (III-5e), (III
-5ak) to (III-5ap), and the side chain group R^ThreeAre (III-5a) to (III
-5e), (III-5g)-(III-5l), (III-5ak)-(III-5ap), (I
Compounds of II-5ar) to (III-5aw), (III-5ay) to (III-5bf).

(III-bix): In the general formula (III-4),
R ² is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, and an alkenyl group having 2 to 5 carbon atoms. , An alkenyloxy group, a compound wherein m ² + m ³ is 0, specifically, the basic structure of the general formulas (III-4a) and (III-4b), wherein the side chain group R ² is (III -5a) to (III-5e), (III-5ak) to (III-
5ap), wherein the side chain group R ³ is (III-5a) to (III-5e), (III-5
g) to (III-5l), (III-5ak) to (III-5ap), (III-5ar) to (II
I-5aw), compounds of (III-5ay) to (III-5bf).

The compound contains one or more compounds selected from the compounds represented by the subgroups (III-bi) to (III-bix),
A nematic liquid crystal composition in which the content of the compound as the liquid crystal component C is 10 to 100% by weight is preferable.

A particularly preferred embodiment of the compounds represented by formulas (III-1) to (III-4) is a liquid crystal component C containing the following compounds.

As the liquid crystal component C, any of the general formulas (III-1) to (III-
By containing the compound of 4), the viscosity and the viscoelasticity can be reduced, and the specific resistance and the voltage holding ratio are relatively high. The viscosity of the liquid crystal component C is preferably as low as possible. In the present invention, the viscosity is preferably 45 cp or less, more preferably 30 cp or less, even more preferably 20 cp or less, and particularly preferably 15 cp or less. From such a viewpoint, a preferred compound is (III-ci) whose basic structure is represented by the general formula (III-1a)
~ (III-1f), (III-1k), (III-2a) ~ (III-2f), (III-3
a), (III-3h) to (III-3j), (III-3o), (III-3p), (III-3
q), (III-3ac), (III-3at)-(III-3ax), (III-3ba), (I
II-3bb), (III-3bf), (III-3bg), (III-3bx)-(III-3c
b), compounds represented by (III-3ct) to (III-3cx), more preferably (III-cii): in the above (III-ci), R ² has ² to 5 carbon atoms Linear alkyl group or C _p H _{2p + 1} -CH = CH- (CH ₂ ) _q
(p = 0, 1, 2, 3 q = 0, 2) alkenyl group, wherein R ³ is a linear alkyl group having 1 to 5 carbon atoms or C _p H _{2p + 1} -CH = CH- (CH ₂ ) _q
a compound that is an alkenyl group of (p = 0, 1, 2, 3 q = 0, 2),
More preferably, (III-ciii): both side chain groups are alkenyl groups, and the basic structure is represented by the general formulas (III-1a), (III-1d),
II-2a), (III-2f), (III-3a), (III-3h), (III-3p), (I
II-3q).

The liquid crystal component C of the present invention comprises a compound represented by the general formula (III-1), the general formula (III-2), the general formula (III-3) or the general formula (III-4). , But (III-c
iv): "The compounds represented by the general formulas (III-1) and / or (III-2), especially the general formulas (III-1a), (III-1d), (III-2a) to (III-2)
c), a compound of (III-2f) "and (III-cv):" a compound of the general formula (III-
3) and or a compound represented by the general formula (III-4), particularly a compound represented by the general formula (III-3) wherein M ¹ is a single bond, -C≡C-, -CH = NN = CH- Specifically, the general formula (III-3a), (III-3
h), (III-3p), (III-3q), (III-3at), (III-4a), (III-
The compound [4h)] can be used to easily optimize the birefringence of the liquid crystal composition according to the application. In general, the compound of the general formula (III-1), the general formula (III-2), for example, the compound of the general formula (III-1a) ~ (III-2f) by frequently using, to reduce the birefringence Thus, it is possible to easily achieve a reduction in color unevenness, an improvement in viewing angle characteristics, and an increase in contrast ratio of the liquid crystal display device. Also, compounds of the general formula (III-3), for example, the general formulas (III-3a) to (III-3j)
By using a compound of the general formula (III-4), for example, a compound of the general formulas (III-4a) to (III-4e), the birefringence can be increased, and the liquid crystal layer has a It is possible to manufacture a thin liquid crystal display element having a thickness of about 5 μm.

One or more compounds selected from the compounds represented by the subgroups (III-ci) to (III-cv) are contained, and the content of the compound as the liquid crystal component C is 10 to 100% by weight. % Of the nematic liquid crystal composition is preferable.

The liquid crystal component C of the present invention comprises these subgroups (III-a
i) ~ (III-cv) may contain one or more compounds selected from one or two or three or more subgroups, but may be composed of only one compound from one subgroup The effect can be obtained. Further, compounds capable of simultaneously having two or more structural characteristics of the compounds shown in the subgroups (III-ai) to (III-cv) are more preferable. The liquid crystal component C can be composed of the compounds shown in the above subgroups (III-ai) to (III-cv) according to the desired purpose.

The present invention includes a liquid crystal composition in which a liquid crystal component A and a liquid crystal component C are combined. Conventionally known liquid crystal component B
It has been found that the liquid crystal composition of the present invention has a special effect on the responsiveness of the liquid crystal composition comprising the liquid crystal component C and the liquid crystal component C. Liquid crystal component C, especially liquid crystal component C containing subgroups (III-bi) to (III-cv), more particularly subgroups (III-ci) to (III-cv)
In the liquid crystal composition combined with the liquid crystal component C containing the compound, a sharp improvement in responsiveness was obtained as compared with the liquid crystal composition including the liquid crystal component B and the liquid crystal component C. This is because the liquid crystal component A is unsubstituted or substituted naphthalene-2,6-diyl ring, decahydronaphthalene-2,6-diyl ring, 1,2,3,4-tetrahydronaphthalene-2,6-diyl This is probably because the compound is characterized by a molecular structure having a ring as a partial structure, particularly a plate-like structure.

The liquid crystal component C containing these compounds (III-ai) to (III-cv) has a feature of being mixed well with the liquid crystal component A as an essential component. It is useful for improving steepness, its temperature dependence, or its responsiveness. These compounds are excellent in at least one of these effects, and this effect can be obtained even with a small content of 0.1 to 30% by weight based on the total amount of the nematic liquid crystal composition of the present invention.

The general formula (III-) relating to the liquid crystal composition of the present invention
The liquid crystal component C containing the compounds of 1) to (III-4) as main components or the liquid crystal component C containing the compounds of the small groups (III-ai) to (III-cv) described above is further reduced. Group (III-ai)-(III-cv)
The liquid crystal composition of the present invention in which a liquid crystal component C containing a compound capable of simultaneously having two or more structural characteristics of The operating temperature range of the display characteristics can be expanded, the drive voltage can be reduced and its temperature change can be improved, and a relatively quick response to a predetermined drive voltage can be achieved or improved. TN-LCD, STN-LC
D, TFT-LCD, PDLC, PN-LCD, and other improved electro-optical characteristics can be obtained.

In the compounds according to the present invention, constituent atoms can be intentionally substituted with their isotope atoms. In this case, a compound in which a hydrogen atom is replaced with a deuterium atom is particularly preferred, and exhibits more favorable effects in terms of compatibility, elastic constant, pretilt angle, voltage holding ratio and the like. A preferred embodiment is a compound in which a hydrogen atom present in the above-mentioned side chain group, linking group or ring is substituted with a deuterium atom. More preferably, if a side chain group, a substituted or unsubstituted alkyl group, an alkenyl group, if a ring, substituted or unsubstituted 1,4-phenylene, pyrimidine-2,5-diyl, trans-1,4- Cyclohexylene, trans-1,4-cyclohexenylene or trans-1,4-dioxane-2,5-diyl, -CH ₂ O if the linking group
_{-, - OCH 2 -, -} (CH 2) 2 -, - (CH 2) 4 -, - CH = CH- (CH 2) 2 -, - (C
H ₂ ) ₂ -CH = CH-, -CH = N-, -CH = NN = CH-. Particularly preferably, an alkyl group, an alkenyl group, xylene 1,4-phenylene, _{trans-1,4-cyclohexylene, - (CH 2) 2 -} , - (CH 2) 4 -,
It is.

At present, as the alignment film used for the TN-LCD, STN-LCD or TFT-LCD, a polyimide-based alignment film is frequently used. For example, LX1400, SE150, SE610, AL1051, AL34
08 etc. are used. The liquid crystal display characteristics, display quality, reliability, and productivity are closely related to the specification of the alignment film. For example, the pretilt angle characteristics are important for the liquid crystal material. The magnitude of the pretilt angle needs to be adjusted as needed in order to obtain desired liquid crystal display characteristics and uniform orientation. For example, when the pretilt angle is large, an unstable alignment state is likely to occur, and when the angle is small, sufficient display characteristics are not satisfied.

The present inventors have found that the pretilt angle is larger.
See that there is a separation between liquid crystal materials and smaller liquid crystal materials.
It can be used to obtain the desired liquid crystal.
Achieving display characteristics and uniform alignment from liquid crystal materials
Was found. This technique can be applied to the present invention. An example
For example, when the liquid crystal component B contains the general formulas (II-1) to (II-4),
In this case: A larger pretilt angle is
In general formula (II-1), R¹Is an alkenyl group, Q¹Is F, Cl, -C
N, Y¹, Y^TwoIs a compound of F, and / or R in the general formula (II-1)
¹Is an alkyl group, Q¹Is F, Cl, -CN, M^TwoBut -C_TwoH_Four-, -C_FourH₈-
Can be obtained by increasing the content of
The pretilt angle is represented by R in general formula (II-1).¹Is alkenyl
Group, C_sH_{2s + 1}-O-C_tH_2t, Q¹Is F, Y¹Is F, Y^TwoIs a compound of H
Object and / or M ^TwoIncreases the content of -COO- compounds
Obtained by: Specifically, the general formulas (I-1) to (I-3)
1,2,3,4-tetrahydronaphthalene-2,6-diyl
Ring or ring A in formulas (I-1) to (I-3)¹~ A^ThreeBut
Chlorohexane ring, and in general formulas (II-1), (II-2) and (II-4)
Ring B in¹~ B^ThreeIs a cyclohexane ring, and further represented by the general formula (III-
Ring C in 1) to (III-4)¹~ C^ThreeIs a cyclohexane ring,
Phthalene-2,6-diyl ring, decahydronaphthalene-2,6-
Diyl ring, 1,2,3,4-tetrahydronaphthalene-2,6-di
An yl ring, wherein a hydrogen atom of the ring is replaced with a deuterium atom
In the case of a compound, the pretilt angle
Enables a wide range of adjustments. In addition, hydrogen atoms are converted to deuterium
When the compound which has been replaced is used frequently,
Has a special effect of maintaining a higher voltage holding ratio,
Display characteristics such as TFT-LCD, PDLC, PN-LCD for active
It is suitable for the production yield. Such an effect is due to heavy water
Properties, that is, differences in the equilibrium constant and rate constant of the reaction,
Properties such as on-mobility and low solubility of inorganic substances and oxygen
It is considered that it is also expressed in crystalline compounds. Yo
In order to obtain a higher voltage holding ratio,
The compound is 10 to 40% by weight based on the total amount of the liquid crystal composition
Or more by containing more.
Wear.

The content of each liquid crystal component in the nematic liquid crystal composition of the present invention can be generally determined as follows.
The liquid crystal component A ranges from 0.1 to 100% by weight, but 0.5 to 90% by weight.
% By weight, more preferably from 5 to 85% by weight. The liquid crystal component B ranges from 0 to 99.9% by weight,
A range of 80% by weight is preferable, and a range of 5 to 60% by weight is more preferable. The content of the liquid crystal component C is at most 85% by weight, preferably from 3 to 70% by weight, more preferably from 5 to 70% by weight. When using a compound represented by any of the general formulas (I-1) to (I-3), the content is preferably 15% by weight or less as a single substance, and more preferably comprises two or more kinds.
The content of the compounds represented by formulas (I-1a) to (I-3ab) with respect to the liquid crystal component A is preferably in the range of 5 to 100% by weight. Further, when using a compound represented by the general formula (I-1), (I-2), the content of the liquid crystal component A is in the range of 5 to 30% by weight, 3
0-50 wt% range, 50-70 wt% range, 70-100 wt%
It is preferable to select within the range. The compounds represented by the general formulas (II-1) to (II-4), specifically, the compounds represented by the general formulas (II-1a) to (II-4n) have a content of 30 wt. % Or less, more preferably 25% by weight or less, and more preferably 25% by weight or more, and the content with respect to the liquid crystal component B is in the range of 10 to 100% by weight, but 50 to 100% by weight. Is more preferable, and the range of 75 to 100% by weight is more preferable. The compounds represented by the general formulas (III-1) to (III-4), specifically, the content of the compounds represented by the general formulas (III-1a) to (III-4ac),
It is preferably 30% by weight or less alone, more preferably 25% by weight or less, and more preferably comprises two or more types,
The content of the liquid crystal component C is in the range of 10 to 100% by weight, preferably in the range of 50 to 100% by weight, and more preferably in the range of 75 to 100% by weight.

Highly reliable STN-LCD and active STN-L
CD, TFT-LCD, PDLC, PN-LCD, etc.
It is preferable to use a compound that does not contain a child. This view
From the viewpoint, in general formulas (I-1) to (I-3), Q¹Is F, Cl, C
F_Three, OCF_Three, OCF_TwoH and W¹, W ^TwoIs H, F, Cl, CF_Three, OCF_Three
And K¹~ K^ThreeIs a single bond, -CH = CH-, -C≡C-,-(CH_Two)
_Two-,-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH = CH-
The compound contains 50 to 100% by weight as the liquid crystal component A.
Is preferred. When the liquid crystal component B is used in combination,
In general formulas (II-1) to (II-4), Q¹Is F, Cl, CF_Three, OCF_Three,
OCF_TwoH and Y¹, Y ^TwoIs H, F, Cl, CF_Three, OCF_ThreeAnd P¹
~ P^ThreeIs a single bond, -CH = CH-, -C≡C-,-(CH_Two)_Two-,-(CH_Two)
_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_TwoA compound of the formula -CH = CH-
It is preferable to contain 50 to 100% by weight as the liquid crystal component B.
No. In particular, selected from the aforementioned subgroups (II-ci) to (II-civ)
It is preferable to contain 50 to 100% by weight of the compound.

When compounds of the general formulas (II-1) to (II-4) are used
In this case, a further preferable embodiment of the liquid crystal component B is a compound shown below.
Material. (i): When compounds of general formulas (II-1) to (II-4) are used, Q¹
Is F, Cl, CF_Three, OCF_Three, OCF _TwoH and Y¹Is H, Cl, CF_Three, O
CF_Three, OCF_TwoH and Y^TwoIs H, Cl, CF_Three, OCF_Three, OCF_TwoH
Compound. (ii): When compounds of the general formulas (II-1) to (II-4) are used, Q¹
Is F, Cl, CF_Three, OCF_Three, OCF_TwoH and Y¹Is F and Y^TwoBut
Cl, CF_Three, OCF_Three, OCF_TwoA compound that is H. (iii): when compounds of general formulas (II-1) to (II-4) are used, Q
¹Is F, Cl, CF_Three, OCF_Three, OCF_TwoH and Y¹Is F and Y^Two
Is H and W¹~ W^FourAt least one of H, F, Cl, CF_Three, O
CF_Three, OCF_TwoA compound that is H. (iv): When the compounds of the general formulas (II-1) to (II-4) are used, Q¹
Is F, Cl, CF_Three, OCF_Three, OCF_TwoH and Y¹, Y^TwoIs F,
W¹~ W^FourAt least one is Cl, CF_Three, OCF_Three, OCF_TwoH
Compound. (v): In the general formulas (II-1) to (II-4), Q¹Is F, Cl, C
F_Three, OCF_Three, OCF_TwoH and Y¹, Y^TwoIf the compound uses F
In this case, the compounds of the above (i) to (iv) and / or general formulas (I-1) to (I-
Used in combination with the compound of 3).

The liquid crystal component A and the liquid crystal component B of the present invention satisfy one or more of the above-mentioned (i) to (v) according to a desired purpose. Nematic liquid crystal composition. Such a liquid crystal composition of the present invention expands the operating temperature range of liquid crystal display characteristics by improving compatibility, improving low-temperature storage, etc., reducing drive voltage and improving its temperature change, and achieving a predetermined drive voltage. Highly reliable TN-LCD, STN-LCD that can achieve or improve relatively fast responsiveness and use this as a constituent material
And improved electro-optical characteristics such as active STN-LCD, TFT-LCD, PDLC, and PN-LCD.

In the case of a highly reliable STN-LCD, the liquid crystal component A
(Q ¹ is a compound of F, Cl, CF ₃ , OCF ₃ , OCF ₂ H) and liquid crystal component B (Q
¹ is F, Cl, sum of CF _3, OCF _3, compounds of the OCF ₂ H) is 10 to 1
00 wt% is preferred, 30-100 wt% is more preferred, 60
-100% by weight is more preferred. In this case, the relative mixing ratio of the liquid crystal component A and the liquid crystal component B can be appropriately selected in the range of 100: 0 to 0.1: 99.9, but is preferably selected in the range of 100: 0 to 5:95. It is more preferable to select from the range of 100: 0 to 10:90. STN-LCD, TFT-L for active
In the case of CD, PDLC, PN-LCD, the liquid crystal component A (Q ¹ is F, Cl, C
F ₃ , OCF ₃ , compound of OCF ₂ H) and liquid crystal component B (Q ¹ is F, Cl, C
F ₃ , OCF ₃ , compound of OCF ₂ H), preferably contains 20 to 100% by weight, more preferably 40 to 100% by weight, still more preferably 60 to 100% by weight. .
In this case, the relative mixing ratio of the liquid crystal component A and the liquid crystal component B can be appropriately selected in the range of 100: 0 to 0.1: 99.9, but is preferably selected in the range of 100: 0 to 5:95.
Depending on the purpose, range from 100: 0 to 90:10, 90:10 to 70:
30 range, 70:30 to 40:60 range, 40:60 to 20:80
It is more preferable to select from the range of 20:80 to 5:95.

The active STN-LCD is intended to obtain higher contrast at a wide viewing angle and to improve the response time especially at the fall.
Is actively driven using, for example, TFT or MIM technology.

The liquid crystal composition of the present invention has the general formula (I-1)
~ In addition to the compounds represented by (III-4), in order to improve the properties of the liquid crystal composition, it may contain a normal nematic liquid crystal recognized as a liquid crystal compound, a smectic liquid crystal, a cholesteric liquid crystal, and the like. . For example, a compound having a core structure having four six-membered rings, and a liquid crystal phase of the compound
-1 compound having an isotropic liquid phase transition temperature of 100 ° C or more
Species or two or more species may be contained. However, if these compounds are used in large amounts, the properties of the nematic liquid crystal composition will be reduced, so that the amount of addition is limited according to the required properties of the obtained nematic liquid crystal composition. Examples of such preferred compounds include compounds of the formulas (II-1) and (II-2) wherein p ¹ is 2, compounds of the formula (II-4) wherein p ² + p ³ are 2, (III-
1) to (III-3), wherein m ¹ is 2, a compound represented by the general formula (III-
Compounds wherein m ² + m ³ in 4) are 2. still,
Ring B ¹ , B ³ , ring C ¹ , C ³ , linking group
P ¹ , P ² , and M ¹ may be the same group or may be independently different.

The crystal phase or the smectic phase-nematic phase transition temperature is preferably 0 ° C. or lower, preferably -10 ° C. or lower, more preferably -20 ° C. or lower, and particularly preferably -30 ° C. or lower. The nematic phase-isotropic liquid phase transition temperature is 50 ° C. or higher, preferably 60 ° C. or higher, more preferably 70 ° C. or higher, and further preferably 80 ° C. to 180 ° C. The liquid crystal composition of the present invention may have a dielectric anisotropy of 1 or more, but is preferably in the range of 2 to 40, and in the case of emphasizing high-speed response, the range of 2 to 8 requires a lower driving voltage. If so, the range of 7 to 30 is preferable. The smaller or medium birefringence is 0.02
The range of ~ 0.18 is preferred, and the larger birefringence is 0.18
A range of ~ 0.40 is preferred. Such properties of the nematic liquid crystal composition are useful for use in an active matrix type, twisted nematic or super twisted nematic liquid crystal display device.

The thickness d between the substrates in the TN-LCD, STN-LCD and TFT-LCD is preferably 1 to 12 μm, more preferably 1 to 10 μm, and still more preferably 1.5 to 7 μm. The product of the thickness d and the birefringence Δn is preferably from 0.2 to 5 μm, more preferably from 0.3 to 1.6 μm, even more preferably around 0.5 μm, 0.7 to 1.0 μm, and around 1.2 μm. In the case of PDLC and PN-LCD, it is preferably 1 to 100 μm, more preferably 3 to 50 μm, and still more preferably 4 to 14 μm.

When the liquid crystal composition of the present invention is intended to have a quicker response to the magnitude of the driving voltage, the following can be performed. When a medium drive voltage is intended, the liquid crystal composition of the present invention may have a dielectric anisotropy in the range of 3 to 15 and a viscosity at 20 ° C. in the range of 8 to 20 c.p. preferable. In this case, the viscosity of only the liquid crystal component C is 25c.
p. or less, more preferably 15 c.p. or less, and 10 c.p. or less.
The following are particularly preferred. Further, when a particularly low driving voltage is intended, the dielectric anisotropy of the liquid crystal composition of the present invention is 15 to 30.
Is preferable, and the range of 18 to 28 is particularly preferable.

The nematic liquid crystal composition is useful for TN-LCDs, STN-LCDs, and TFT-LCDs having a high response speed, and the birefringence of a liquid crystal layer and a retardation plate can be obtained without using a color filter layer. Thus, the present invention is useful for a liquid crystal display device capable of performing color display by using a liquid crystal display device of a transmission type or a reflection type. This liquid crystal display element has a substrate having a transparent electrode layer and at least one of which is transparent, in which molecules of the nematic liquid crystal composition are twisted between the substrates. Twist angle is 30 depending on the purpose
It can be selected in the range of ° to 360 °, preferably in the range of 90 ° to 270 °, particularly preferably in the range of 45 ° to 135 ° or in the range of 180 ° to 260 °. For this reason, the liquid crystal composition of the present invention has an induced helical pitch.
A compound having an optically active group having a p of 0.5 to 1000 μm can be contained. Such compounds include cholesteric derivatives, chiral nematics, and ferroelectric liquid crystals. More specifically, the general formula (I-1) ~ (I -3) R 1 in the general formula ^(II-1) R 1 in the ~ (II-4), general formula (III-
Compounds in which R ² and R ³ in 1) to (III-4) have an optically active group are preferred. Such side chain groups include those represented by formulas (I-4) and (II
More preferred forms of I-51) and (III-52) are, for example, compounds represented by the following general formulas (IV-1a) to (IV-1bt).

[0143]

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[0144]

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Further, in formulas (I-1) to (I-3), K ¹ to
K ³ , P ^{1 to} P ³ in the general formulas (II-1) to (II-4), and the general formula (III
Compounds in which M ^{1 to} M ³ in -1) to (III-4) have an optically active group are preferred. More preferred forms of such a linking group are, for example, compounds represented by the following general formulas (IV-2a) to (IV-2j).

[0146]

Embedded image

As typical examples, cholesteryl nonanate, C-15, CB-15, S-811 and the like are preferably used. More specifically, for example, the following general formula (IV-
3a) to (IV-3ab).

[0148]

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[0149]

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A more specific usage will be described. It is known that the induced helical pitch becomes longer and shorter due to a rise in temperature, but one of these may be used alone or in combination of two or more. good. The amount to be mixed is preferably in the range of 0.001% to 10% by weight, more preferably in the range of 0.05% to 3% by weight, and still more preferably in the range of 0.1% to 3% by weight. However, it is natural that these amounts are set to a predetermined induced helical pitch depending on the above-mentioned torsion angle θ and the thickness d between the substrates. For example, in TN-LCD, STN-LCD, and TFT-LCD, the quotient d / p of the thickness d between the substrates and the induced helical pitch p is 0.001 to 24.
Can be selected from the range, preferably in the range of 0.01 to 12, more preferably in the range of 0.1 to 2, more preferably in the range of 0.1 to 1.5, even more preferably in the range of 0.1 to 1, 0.1
A range of .about.0.8 is particularly preferred.

The pretilt angle obtained by the alignment film provided on the transparent electrode substrate is preferably selected in the range of 1 ° to 20 °, and 1 ° to 4 ° when the twist angle is 30 ° to 100 °.
A pretilt angle of 2 ° to 6 ° is preferred for 100 ° to 180 °.
° pretilt angle is preferred, 180 ° -260 ° 3 ° -1
A pretilt angle of 2 ° is preferred, and 6 ° to 260 ° to 360 °.
A pretilt angle of 20 ° is preferred. Specifically,
For TN-LCD, a pretilt angle of 1 ° to 6 ° is preferable, and STN-
For LCDs, a pretilt angle of 2 ° to 12 ° is preferable, and TFT-LC
A pretilt angle of 2 ° to 12 ° is preferable for D, and a pretilt angle of 0 ° to 3 ° is preferable for TFT-LCD in IPS mode.

The present inventors have found that the above-mentioned liquid crystal composition has a light control layer sandwiched between two transparent substrates, at least one of which has a transparent electrode layer, and the light control layer comprises a liquid crystal material and It has been found that a light scattering type liquid crystal display containing a transparent solid substance also has advantageous display characteristics. The present inventors have disclosed in JP-A-6-222320 that the relationship between the physical property values of liquid crystal materials and the display characteristics of liquid crystal display is represented by the following equation (V).

[0153]

(Equation 1)

Vth represents a threshold voltage, ¹ Kii, ²
Kii represents an elastic constant; ii represents 11, 22, or 33;
Represents the dielectric anisotropy, <r> represents the average gap distance at the interface of the transparent solid substance, A represents the anchoring energy of the transparent solid substance with respect to the liquid crystal molecules, and d represents the distance between the substrates having the transparent electrodes. Represents the distance of

This equation shows that the regulating force exerted on the liquid crystal molecules by the transparent solid interface is an elastic constant of ¹ Kii and an anchoring energy.
A means that it varies with the ratio of A, and in particular, its effect is to substantially widen the actual average air gap <r> by ¹ Kii / A, thus effectively reducing the drive voltage. This indicates that This relationship can be applied to the present invention. More specifically, the following is preferable. By forming a transparent solid substance from a polymerizable composition containing a bifunctional monomer and a monofunctional monomer as a polymer-forming compound, a transparent solid substance is formed in the process of forming a transparent solid substance from the polymer-forming compound. The shape of the conductive solid material forms a more uniform structure,
It is believed that the properties of the interface with the liquid crystal material can be manipulated. In the liquid crystal composition of the present invention, unsubstituted or substituted 1,
The liquid crystal component A composed of a compound characterized by a molecular structure having a partial structure of a 2,3,4-tetrahydronaphthalene-2,6-diyl ring has white turbidity, responsiveness, hysteresis, steepness, driving voltage Alternatively, it has an effect of improving one or more characteristics of each of the above-mentioned temperature dependences.

The liquid crystal material used in the present invention is also useful for display in which liquid crystal droplets obtained by microencapsulating a liquid crystal material between two substrates having a transparent electrode layer are dispersed in a transparent solid substance. Is expected. The transparent solid substance formed between the substrates may be in the form of fibers or particles, or may be in the form of a film in which liquid crystal materials are dispersed in the form of droplets, but those having a three-dimensional network structure may be used. More preferred. Further, the liquid crystal material preferably forms a continuous layer, but is important for forming an optical boundary surface by forming a disordered state of the liquid crystal material and for exhibiting light scattering. The average diameter of the shape of the three-dimensional network structure formed from such a transparent solid material is too large or too small compared to the wavelength of light.If the average diameter is too small, the light scattering property tends to decrease. Is preferable. The thickness of the light control layer is preferably in the range of 2 to 30 μm, and particularly preferably in the range of 5 to 20 μm, depending on the purpose of use.

The light-scattering type liquid crystal display of the present invention manufactured in this way achieves a drivability with less temperature dependence, thereby having characteristics required for, for example, an active matrix system. . The liquid crystal display of the present invention can be used, for example, as a projection display device or a direct-view portable terminal display (Personal Digital Assistance).

The present invention has been described above as a liquid crystal material useful for such a light scattering type liquid crystal display, but further provides the following compounds and nematic liquid crystal compositions as other liquid crystal materials. That is, in the general formulas (I-1) to (I-3)
R ^1, general formula ^(II-1) R 1 in the ~ (II-4), formula (III-1)
(III-4) wherein R ² and R ³ are photocurable α-substituted acryloyl groups, and liquid crystal compositions containing the same. Such photocurable side groups include those represented by formulas (I-4) and (III-
More preferred forms of 51) and (III-52) are, for example, compounds represented by the following general formulas (IV-4a) to (IV-4av).

[0159]

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By including the above compound, the interface of the transparent solid substance can be made preferable. The compound having a side chain group represented by any one of formulas (IV-4a) to (IV-4av) can be selected from a range of 0.01 to 100%.

The liquid crystal composition of the present invention may be added to dichroic dyes such as anthraquinone, azo, azoxy, azomethine, merocyanine, quinophthalene and tetrazine dyes as a method other than the polymer dispersed liquid crystal. Thus, it can also be used as a liquid crystal composition for a guest host (GH).
In addition, the compound having an optically active group described above can be added to be used as a liquid crystal composition of a phase transition type display (PC) and a white tailor type display. Furthermore, it can be used as a liquid crystal composition for birefringence control type display (ECB) or dynamic scattering type display (DS). Further, as another usage, the liquid crystal composition of the present invention can be added for the purpose of adjusting the phase sequence of the ferroelectric liquid crystal. It can also be used as a polymer stabilized liquid crystal composition for liquid crystal display. In this case, the compound or composition having the photocurable side chain group can be used. Further, as another utilization method, the compound having a photocurable side chain group or the composition of the present invention is used as a UV-curable liquid crystal, and is used for an optical member such as a retardation film, an optical lens or various optical filters. be able to. Further, it can be used by applying to liquid crystal display-related members such as a micro color filter, a polarizing plate and an alignment film.

The liquid crystal composition of the present invention can be obtained by containing the liquid crystal components A, B and C described in detail above. As described above, preferred examples of the nematic liquid crystal compositions (1-01) to (1-15) are shown below, but the present invention is not limited to these examples. Those exemplified are, for example, nematic liquid crystal compositions (1-01) to (1-04), (1-06) to
(1-10), (1-12) to (1-14) are nematic liquid crystal compositions (1-01) to (1-04), (1-06) to (1-10) for TN-LCD. ), (1-12) ~
(1-14) is a nematic liquid crystal composition (1-0
5), (1-11), (1-14), (1-15) for TFT-LCD, nematic liquid crystal compositions (1-08), (1-09), (1-14) PDLC , PN-L
Can be used for CD. Further, one or more compounds of the compounds (1-0101) to (1-1511) shown in these examples may be represented by the general formula (I-1) to
The compound represented by (III-4), more specifically, the compound represented by the general formula (I-
1a) to (I-3ab), each having a side chain group of (I-4a) to (I-3ab).
-4bc), wherein the partial structure of the polar group is represented by any of the general formulas (I-5a) to (I-
5bt), the basic structure of the general formulas (II-1a) to (II-4n), wherein the side chain groups are (I-4a) to (I-4bc), and the partial structure of the polar group is Compounds of general formulas (II-5a) to (II-5r),
-1a) to (III-4ac), wherein the side chain group is (III-5
a) to (III-5bf).

Preferred Composition Example: Nematic Liquid Crystal Composition
(1-01)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-02)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-03)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-04)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-05)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-06)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-07)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-08)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-09)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-10)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-11)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-12)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-13)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-14)

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Preferred Composition Example: Nematic Liquid Crystal Composition
(1-15)

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Currently, liquid crystal display devices are in a state of intense price competition. From this standpoint, the issue of how to optimize the display characteristics for various applications in liquid crystal materials has been an issue, and two bottles consisting of two types of liquid crystal materials and four types of liquid crystal materials have become issues. There is a demand for a systemized liquid crystal material such as a bottle. Typical characteristics are threshold voltage, birefringence, and nematic phase.
-Has an isotropic liquid phase transition temperature. For example, if a two-bottle system consisting of a liquid crystal material with a higher threshold voltage and a lower liquid crystal material with the same other characteristics is used, the two types of liquid crystal can be used regardless of the driving electronic components used. Timely compounding of materials allows for faster and cheaper handling. The present invention is also useful to meet this viewpoint, nematic liquid crystal compositions (1-01) ~ (1-15) and the composition obtained by partially replacing it, it is possible to mix and use each other timely. it can. Naturally, these methods of use can be performed including the nematic liquid crystal compositions (3-01) to (3-04) of the examples described later.

[0179]

EXAMPLES The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples. Further, ``% '' in the compositions of the following examples means ``% by weight '', and-(CH ₂ ) ₂ -and -C ₂ H _4- or-(CH ₂ ) _4- and-
C ₄ H ₈ -is the same.

In the examples, physical properties of the liquid crystal composition and TN-L
The display characteristics of the liquid crystal display device constituting the CD are as follows. T _NI : Nematic phase-isotropic liquid phase transition temperature (° C) T _{→ N} : Solid phase or smectic phase-nematic phase transition temperature (° C) Δε: dielectric anisotropy at 20 ° C Δn: at 20 ° C Birefringence η: Viscosity at 20 ° C (cp) Vth: Threshold voltage at 20 ° C when TN-LCD is constructed
(V) V ₁ : Applied voltage when the light transmittance is 1%, when the light transmittance when no voltage is applied at 20 ° C. when the TN-LCD is configured is 100% and the light transmittance is 1% (V) γ: Steepness at 20 ° C, ratio of saturation voltage (Vsat) to Vth τr = τd: At 20 ° C, the rise time when a predetermined voltage is applied from 0V is τr, and after applying a predetermined voltage, apply no voltage When the fall time is τd

A liquid crystal display device exhibiting STN-LCD display characteristics was manufactured as follows. A chiral substance “S-811” (manufactured by Merck) is added to the liquid crystal composition to prepare a mixed liquid crystal. An organic film of “Sunever 610” (manufactured by Nissan Chemical Industries, Ltd.) is rubbed on the opposed flat transparent electrode to form an alignment film, and an STN-LCD display cell having a twist angle of 240 ° is manufactured. The mixed liquid crystal is injected into this cell to constitute a liquid crystal display. Note that the chiral substance has a specific helical pitch P of the mixed liquid crystal and the cell thickness d of the display cell due to the addition of the chiral substance.
It was added so that n · d = 0.85 and d / P = 0.50. As the display characteristics, the threshold voltage, the steepness, the temperature dependency of the driving voltage, and the response speed were measured. STN-LCD display characteristics with a twist angle of 240 degrees Vth: threshold voltage (V) at 20 ° C γ: steepness at 20 ° C, ratio of saturation voltage (Vsat) to Vth △ (Vth) / △ (T): drive Temperature dependence of voltage τr = τd: Response time in 1 / 240duty drive

A liquid crystal display device exhibiting IPS mode display characteristics was manufactured as follows. An alignment film is provided on a substrate on which parallel chromium electrodes are formed at intervals of 10 μm. An alignment film is provided on a substrate having no electrode. A cell is fabricated by bonding both substrates so that the cell thickness is 4 μm and the orientation of the liquid crystal is anti-parallel. A liquid crystal display is constructed by injecting the mixed liquid crystal into this cell. As the display characteristics, V ₁₀ , steepness, and response speed were measured. When the light transmittance (T ₀ ) of the device when no voltage is applied is 0% and the transmittance (T ₁₀₀ ) when the light transmittance becomes maximum with the increase of the applied voltage is 100%, the light The applied voltage (V) at which the transmittance becomes 50% is V ₅₀ , and the light transmittance is 10
% And an applied voltage when made to V _10. IPS mode display characteristics V _10: Threshold voltage at 20 ℃ (V) γ: steepness at 20 ° C., the ratio of V ₅₀ and V ₁₀ τr = τd: Response time (msec)

For the chemical stability of the composition, 2 g of the liquid crystal composition was placed in an ampoule tube, subjected to a process of nitrogen substitution after vacuum degassing, sealed, and subjected to a heating acceleration test at 150 ° C. for 1 hour. The specific resistance of the liquid crystal composition before the test, the specific resistance after the heating acceleration test, the voltage holding ratio before the test, and the voltage holding ratio after the heating acceleration test were measured.

Further, one or more of the compounds shown in the examples may be converted to a compound of the general formula
These compounds can be used in place of the compounds represented by (I-1) to (III-4). When such examples are shown, specific compounds are represented in the form of the following examples. Liquid crystal component A Examples of general formula (I-1) Compound (2-1a): Basic structure of side chain group (I-4a)
(I-1a) Polar group (I-5a) Example of general formula (I-2) Compound (2-2a): Basic structure of side chain group (I-4a)
(I-2a) Polar group (I-5a) Example of general formula (I-3) Compound (2-3a): Basic structure of side chain group (I-4a)
(I-3a) Polar group (I-5a) Liquid crystal component B Examples of general formula (II-1) Compound (2-1b): Side chain group (I-4a) Basic structure (II-1a) Polar group (II -5a) Example of general formula (II-2) Compound (2-2b): side group (I-4a) basic structure (II-2a) polar group (II-5a) Example of general formula (II-3) Compound (2-3b): Side-chain group (I-4a) Basic structure (II-3a) Polar group (II-5a) Example of general formula (II-4) Compound (2-4b): Side-chain group (I -4a) Basic structure (II-4a) Polar group (II-5a) Liquid crystal component C Examples of general formula (III-1) Compound (2-1c): Side chain group (III-5b) Basic structure (III-1a ) Side chain group (III-5b) Examples of general formula (III-2) Compound (2-2c): Side chain group (III-5b) Basic structure (III-2a) Side chain group (III-5b) General formula Example of (III-3) Compound (2-3c): Side chain group (III-5b) Basic structure (III-3a) Side chain group (III-5b) Example of general formula (III-4) Compound (2- 4c): Side group (III-5b) Basic structure (III-4a) Side group (III-5b)

[0185]

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(Example 1)

Embedded image A nematic liquid crystal composition (3-01) was prepared, and various characteristics of the composition were measured. The results were as follows. Physical properties T _NI of liquid crystal _{composition: 79.9 ℃ T → N:.} -70 ℃ △ ε: 9.8 △ n: 0.129 Reliability characteristics testing before the specific resistance of the liquid crystal composition: 1.3 × 10 ¹³ Ω · cm heating acceleration test Specific resistance after test: 7.0 × 10 ¹² Ω · cm Voltage holding ratio before test: 99.5% Voltage holding ratio after heating acceleration test: 98.6% TN-LCD display characteristics with a twist angle of 90 degrees (cell thickness 6 μm) Vth: 1.30 V γ: 1.140

Although this nematic liquid crystal composition is composed of five components, it has a high T _{N- I} and a low T _{→ N} , so that it can be operated in a wider temperature range and has a different dielectric constant. Since it has a lower driving voltage than the magnitude of the anisotropy △ ε, it has a feature that it can be used even for a high-definition display corresponding to a high duty number. In addition, since the nematic liquid crystal composition has a high specific resistance and a high voltage holding ratio after the heating acceleration test, it can be understood that the composition is thermally stable.
An active matrix liquid crystal display device using this composition as a basic constituent material is excellent in that the leakage current is small and flicker does not occur.

(Comparative Example 1) To show the superiority of the present invention,
Liquid crystal component A contained in the above nematic liquid crystal composition (3-01)
Was replaced with another compound to prepare a mixed liquid crystal (b-01).
Specifically, a compound having a naphthalene-2,6-diyl ring and a tetrahydronaphthalene-2,6-diyl ring as a 1,4-phenylene group has a decahydronaphthalene-2,6-diyl group.
It has been replaced with a compound having a 1,4-cyclohexylene group. The results were as follows.

[0189]

Embedded image The mixed liquid crystal (b-01) consists of the above. Physical properties of liquid crystal composition T _NI : -0 ° C or less △ ε: Measurement not possible △ n: Measurement not possible η: Measurement not possible TN-LCD display characteristics with a twist angle of 90 degrees (cell thickness 6μm) Vth: Measurement not possible γ: Measurement not possible τr = τd: Measurement not possible

While the mixed liquid crystal (b-01) has a nematic phase at 0 ° C. or lower and cannot be used in a normal temperature range,
Nematic liquid crystal composition of the present invention (3-01) has a high T _NI,
It was shown that T _{→ N} was almost the same, and that it had excellent compatibility and could be operated in a wider temperature range.

(Example 2)

Embedded image Was prepared, and various properties of the composition were measured. The results were as follows. Physical properties T _NI of liquid crystal _{composition: 119.2 ℃ T → N:.} -70 ℃ △ ε: 7.3 △ n: 0.104 Reliability characteristics testing before the specific resistance of the liquid crystal composition: 1.0 × 10 ¹³ Ω · cm heating acceleration test Specific resistance after test: 4.8 × 10 ¹² Ω · cm Voltage holding ratio before test: 99.0% Voltage holding ratio after heating acceleration test: 98.2% TN-LCD display characteristics with a twist angle of 90 degrees (cell thickness 6 μm) Vth: 1.57 V γ: 1.223

[0192] The nematic liquid crystal composition, while has been configured with seven components, high T _{N- I,} T _{→ N} can be operated in a wider temperature range is lower, the dielectric constant different Since it has a lower driving voltage than the magnitude of the anisotropy △ ε, it has a feature that it can be used even for a high-definition display corresponding to a high duty number. In addition, since the nematic liquid crystal composition has a high specific resistance and a high voltage holding ratio after the heating acceleration test, it can be understood that the composition is thermally stable.
An active matrix liquid crystal display device using this composition as a basic constituent material is excellent in that the leakage current is small and flicker does not occur.

(Example 3)

Embedded image Was prepared, and various characteristics of the composition were measured. The results were as follows. Physical properties T _NI of liquid crystal _{composition: 84.5 ℃ T → N:.} -70 ℃ △ ε: 20.4 △ n: 0.133 twist angle of 90 degrees TN-LCD display characteristics (cell thickness 6μm) Vth: 0.82 V γ: 1.27 Twist 240 degree angle STN-LCD display characteristics Vth: 0.90 V γ: 1.018 Δ (Vth) / Δ (T): 1.5 mV / ° C (T = 5-40 ° C)

The STN liquid crystal display device having a twist angle of 240 degrees had a driving voltage of 1 V or less, exhibited a small temperature dependency, had a fast response, and exhibited display characteristics superior in sharpness to high time division characteristics.

(Example 4)

Embedded image Was prepared, and various properties of the composition were measured. The results were as follows. Physical properties T _NI of liquid crystal _{composition: 113.2 ℃ T → N:.} -70 ℃ △ ε: 6.1 △ n: 0.140 twist angle of 90 degrees TN-LCD display characteristics (cell thickness 6μm) Vth: 2.13 V γ: 1.13 Twist 240 degree angle STN-LCD display characteristics Vth: 2.35 V γ: 1.034 Δ (Vth) / Δ (T): 2.1 mV / ° C (T = 5 to 40 ° C)

This nematic liquid crystal composition has a feature that it can be operated in a wider temperature range because _TNI is high and T _{→ N} is low. In addition, since the nematic liquid crystal composition has a high specific resistance and a high voltage holding ratio after the heating acceleration test, it can be understood that the composition is thermally stable. An active matrix liquid crystal display device using this composition as a basic constituent material is excellent in that the leakage current is small and flicker does not occur. Further, this nematic liquid crystal composition is close to the limit value of 1.12 which is the limit value of the optical steepness of the TN-LCD liquid crystal display shown in the document `` High-speed liquid crystal technology '' (page 63, published by CMC Corporation). It shows that the liquid crystal composition is useful for high time division driving. Furthermore, the STN liquid crystal display device having a twist angle of 240 degrees exhibited a small temperature dependency of the drive voltage, a fast response, and a display characteristic superior in sharpness to high time division characteristics.

(Example 5)

Embedded image A nematic liquid crystal composition (3-05) was prepared.

(Example 6)

Embedded image A nematic liquid crystal composition (3-06) was prepared.

Example 7 The following nematic liquid crystal composition was prepared. Nematic liquid crystal composition of the present invention (3-01)
In the same manner as in the nematic liquid crystal composition (3-01), except that the compounds (2-01-01) to (2-01-20) shown below are used instead of the compound (3-0105). And nematic liquid crystal compositions (3-01-01) to (3-01-20) were prepared. As for the display characteristics of these nematic liquid crystal compositions (3-01-01) to (3-01-20), good results were obtained as in the case of the nematic liquid crystal composition (3-01).

[0200]

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Example 8 The following nematic liquid crystal composition was prepared. Nematic liquid crystal composition of the present invention (3-02)
In, except for using each of the following compounds (2-02-01) to (2-02-20) in place of the compound (3-0207), in the same manner as the nematic liquid crystal composition (3-02) And nematic liquid crystal compositions (3-02-01) to (3-02-20) were prepared. With respect to the display characteristics of these nematic liquid crystal compositions (3-02-01) to (3-02-20), good results were obtained as in the case of the nematic liquid crystal composition (3-02).

[0202]

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Example 9 The following nematic liquid crystal composition was prepared. Nematic liquid crystal composition of the present invention (3-03)
In the same manner as the nematic liquid crystal composition (3-03) except that each of the compounds (2-03-01) to (2-03-20) shown below is used instead of the compound (3-0305). And nematic liquid crystal compositions (3-03-01) to (3-03-20) were prepared. As for the display characteristics of these nematic liquid crystal compositions (3-03-01) to (3-03-20), good results were obtained as in the case of the nematic liquid crystal composition (3-03).

[0204]

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(Example 10) Nematic liquid crystal composition of the present invention
(1-08), (1-09), (1-14), (3-05) and (3-06) can be used for a light-scattering type liquid crystal display. Hereinafter, application examples will be described in more detail. However, the invention is not limited to these examples.

80% of the above liquid crystal composition was used as a liquid crystal material, and “HX-220” (manufactured by Nippon Kayaku Co., Ltd.) was used as a polymer-forming compound.
3.86%, 5.94% of lauryl acrylate, and 0.2% of 2-hydroxy-2-methyl-1-phenylpropan-1-one as a polymerization initiator were mixed at a ratio of 0.2% to prepare a light control layer forming material as a uniform solution. This light modulating layer forming material was placed in a 50 × 50 mm empty cell fabricated using two ITO electrode glass substrates with spacers with an average particle size of 10 μm interposed between them at a temperature 10 ° C. higher than the transition temperature of the uniform solution. Injected under vacuum. This is passed at a rate of 3.5 m / min under a metal halide lamp (80 W / cm2) while maintaining the temperature at 3 ° C higher than the transition temperature of the homogeneous solution, and irradiated with ultraviolet rays having an energy equivalent to 500 mJ / cm2. Thus, the polymer-forming compound was cured to obtain a liquid crystal device having a light control layer composed of a liquid crystal material and a transparent solid substance. When the cross section of the cured product formed between the substrates of the obtained liquid crystal device was observed with a scanning electron microscope, a transparent solid substance having a three-dimensional network structure composed of a polymer was recognized.

The characteristics of the obtained light-scattering type liquid crystal display show a wider operating temperature range, have a favorable responsiveness to moving images, have high contrast and are uniform and uneven, as compared with the conventional light-scattering type liquid crystal device. It has no display characteristics and is useful for a display device such as a decorative display plate such as an advertising board, a clock, or a projection display device. In particular, when the nematic liquid crystal composition (1-08), (1-14), (3-05), (3-06) is used, it is useful for active use, and the nematic liquid crystal composition (1
When -14) was used, it was useful for time-division driving, and when the nematic liquid crystal composition (1-08) was used, it was useful for high temperatures such as lighting equipment and laser writing.

Incidentally, the nematic liquid crystal composition of this example was
Also useful for OCB and ECB mode liquid crystal displays, nematic liquid crystal compositions (3-03), (3-04), (3-05), (3-06), (1-08),
(1-14) can also be used as an active OCB.

Example 11 The nematic liquid crystal compositions of the present invention, particularly (3-05) and (3-06), further had the following characteristics. When the wavelength dispersion of the birefringence of these nematic liquid crystal compositions was measured, the ratio at a wavelength of 400 nm to the wavelength of light of 650 nm was larger, and particularly large ones showed 1.15 or more.
Because this liquid crystal material shows a larger phase difference due to the difference in the wavelength of light, a new reflective color that uses the birefringence of the liquid crystal and the phase difference plate to perform color display without using a color filter layer This is useful for a liquid crystal display system.

[0210]

The nematic liquid crystal composition of the present invention comprises a liquid crystal component A consisting of compounds represented by formulas (I-1) to (I-3) as an essential component. The operating temperature range of the liquid crystal display characteristics can be expanded by improving the solubility and the low temperature storage, etc., and the driving voltage can be reduced and its temperature change can be improved, so that a relatively quick response to a predetermined driving voltage can be achieved. . In addition, the design of the birefringence, dielectric anisotropy and elastic constant and their temperature dependence, the optical wavelength dependence of the birefringence and the frequency dependence of the dielectric anisotropy corresponding to the duty number can be improved. It has the feature of. Therefore, the nematic liquid crystal composition of the present invention can be used for an active matrix type, twisted nematic or super twisted nematic liquid crystal display device. Further, it is possible to provide a liquid crystal display element which performs color display by the birefringence of the liquid crystal layer and the retardation plate. Furthermore, a useful device can be provided for a light scattering type liquid crystal display having a light control layer containing a liquid crystal material and a transparent solid substance.

 ────────────────────────────────────────────────── ─── Continued on the front page F term (reference) 4H027 BA01 BB03 BB04 BC05 BC06 BD01 BD02 BD03 BD04 BD05 BD06 BD07 BD08 BD09 BD24 BE03 CB01 CC01 CC04 CD04 CE01 CE04 CF01 CG04 CK01 CK04 CL01 CL04 CM01 CM04 CN01 CN02 CN04 CQ01 CQ02 C03 CR01 CR03 CR04 CS01 CS04 CS05 CT01 CT04 CT05 CU01 CU04 CW01 CW02 CX01 DD01 DD03 DD04 DD05 DH03 DH05 DK01 DK02 DK03 DK04 DK05 DM03 DM04 DM05

Claims (18)

[Claims] The liquid crystal composition is represented by any one of formulas (I-1) to (I-3):(Where R¹Are each independently an alkyl group having 1 to 10 carbon atoms
Or an alkenyl group having 2 to 10 carbon atoms,
Alkenyl or unsubstituted or substituted
Or two or more F, Cl, CN, CH_ThreeOr CF_ThreeCan have
One in the alkyl group or the alkenyl group
Or two or more CH_TwoGroups are such that the O atoms are not directly bonded to each other
May be substituted with O, CO or COO;¹
Are each independently F, Cl, CF_Three, OCF_Three, OCF_TwoH, OCFH_Two, NCS
Or CN, W¹~ W^ThreeAre each independently H, F, Cl, C
F_Three, OCF_ThreeOr CN, W^ThreeIs also independently CH_ThreeTo
Stands for K¹~ K^ThreeAre each independently a single bond, -COO-, -OCO-, -CH_TwoO-,
-OCH_Two-, -CH = CH-, -CF = CF-, -C≡C-,-(CH_Two)_Two-,-(CH_Two)
_Four-, -CH = CH- (CH_Two)_Two-,-(CH_Two)_Two-CH = CH-, -CH = N-, -CH = N-
N = CH- or -N (O) = N-, ring A¹~ A^ThreeAre each independently 1,4-phenylene, 2 or 3-full
Oro-1,4-phenylene, 2,3-difluoro-1,4-phenylene
, 3,5-difluoro-1,4-phenylene, 2 or 3-chloro-
1,4-phenylene, 2,3-dichloro-1,4-phenylene, 3,5-
Dichloro-1,4-phenylene, pyrimidine-2,5-diyl,
Lance-1,4-cyclohexylene, trans-1,4-cycloto
Xenylene, trans-1,3-dioxane-2,5-diyl,
Lance-1-sila-1,4-cyclohexylene, trans-4-si
La-1,4-cyclohexylene, naphthalene-2,6-diyl, 1,
2,3,4-tetrahydronaphthalene-2,6-diyl or deca
Represents hydronaphthalene-2,6-diyl, naphthalene-2,
6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-
Diyl is unsubstituted or one or more F, C as substituents
l, CF_Three, OCF_ThreeOr CH_ThreeFurther, one or two present in the naphthalene-2,6-diyl ring
More than one CH group may be substituted with an N group, and further present in a decahydronaphthalene-2,6-diyl ring
One or more -CH_Two-Group is -CF_TwoReplaced by-
One or more --CH present in the ring _Two-CH_Two-
Group is -CH_Two-O-, -CH = CH-, -CH = CF-, -CF = CF-, -CH = N- or
May be substituted with -CF = N-,
Or two or more> CH-CH_Two-Group is> CH_Two-O-,> C = CH-,> C = C
F-,> C = N- or> N-CH_TwoThe ring may be substituted with-
> CH-CH <group present in> CH-CF <,> CF-CF <or
> C = C <, unsubstituted or substituted
And at least one C in the ring may be substituted with Si.
1,2,3,4-tetrahydronaphthalene-2,6-diyl
Ring, side chain group R¹, Polar group Q¹, Linking group K¹~ K^ThreeAnd ring A¹~ A^ThreeTo
Replace one or more hydrogen atoms present with deuterium atoms
The atoms constituting the compounds of the general formulas (I-1) to (I-3) may be
It may be substituted with an isotope atom. One selected from)
One or more compounds represented by one or more general formulas
Containing a liquid crystal component A comprising a compound of the general formula (I-1) to (I
As a liquid crystal component excluding the compound of -3), a dielectric constant difference of +2 or more
Liquid crystal component B comprising anisotropic compound 0-99.9% by weight
Containing -10 to +2 dielectric anisotropy.
0-85% by weight of the liquid crystal component C, the liquid crystal component B and the liquid crystal
The total amount of the component C is 0 to 99.9% by weight.
Matic liquid crystal composition. 2. The nematic liquid crystal composition according to claim 1, wherein the liquid crystal component A satisfies at least one of the following conditions. (i) The liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-1), and a compound represented by the general formula (I-
One or more compounds selected from the compounds represented by 2) are contained, and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. (ii) The liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-1), and a compound represented by the general formula (I-
One or more compounds selected from the compounds represented by 3) are contained, and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. (iii) the liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-2),
-3) One or more compounds selected from the compounds represented by the formula (3), and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. (iv) the liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-1),
2) contains one or more compounds selected from the compounds represented by the compound, contains one or more compounds selected from the compounds represented by the general formula (I-3), the selected The content of the compound in the liquid crystal component A is 5 to 100% by weight. (v) The liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-1), and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. (vi) The liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-2), and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. (vii) the liquid crystal component A contains one or more compounds selected from the compounds represented by the general formula (I-3), and the content of the selected compound in the liquid crystal component A is 5 to 100% by weight. 3. The liquid crystal component A comprises the following subgroups (I-ai) to (I-ai).
av) contains 1 to 20 compounds selected from one or two or three or more subgroups, and the content of the compound is 10 to 1
3. The nematic liquid crystal composition according to claim 1, wherein the content is 00% by weight. In the general formulas (I-1) to (I-3), (I
-ai) a compound wherein R ¹ is an alkyl group or an alkenyl group having 2 to 7 carbon atoms, (I-aii) a compound wherein Q ¹ is F, Cl, CF ₃ , OCF ₃ , OCF ₂ H or CN, I-aiii) K ^{1 to} K ³ are a single bond,-(CH ₂ )
_2- , -COO- or -C≡C-, (I-aiv) ring A ^{1 to} A ³ is trans-1,4-cyclohexylene, 1,4-phenylene, 3-
A compound which is fluoro-1,4-phenylene or 3,5-difluoro-1,4-phenylene, or a compound wherein (I-av) W ^{1 to} W ² are H, F, Cl, CF ₃ or OCF ₃ . 4. The liquid crystal component A has the following subgroups (I-bi) to (I-bi).
biii) contains one or more compounds selected from one or more of two or more subgroups, the content of the compound is 5 to 100 wt%
4. The nematic liquid crystal composition according to claim 1, wherein (I-bi): In the general formula (I-1), R ¹ is an alkyl group or an alkenyl group having 2 to 7 carbon atoms, and Q ¹ is F, Cl, CF ₃ ,
OCF ₃ or CN, W ¹ , W ² is H, F, Cl, CF ₃ or OCF ₃ and ring A ¹ is trans-1,4-cyclohexylene, 1,4-phenylene, 3-fluoro -1,4-phenylene, 3,5-difluoro-1,4-phenylene, naphthalene-2,6-diyl, 1,2,3,4-
Tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl, K ¹ is a single bond,-(CH ₂ ) ₂
-,-(CH ₂ ) ₄ -or -COO-. (I-bii): In the general formula (I-2), R ¹ is an alkyl group or an alkenyl group having 2 to 7 carbon atoms, and Q ¹ is F, Cl, CF ₃ ,
OCF ₃ or CN, W ¹ , W ² is H, F, Cl, CF ₃ or OCF ₃ ; ring A ¹ , A ² is trans-1,4-cyclohexylene, 1,4
-Phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, naphthalene-2,6-diyl, 1,2,3,
4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl, wherein K ¹ and K ² are a single bond,-
Compounds which are (CH ₂ ) ₂ -,-(CH ₂ ) ₄ -or -COO-. (I-biii): a compound of a decahydronaphthalene-2,6-diyl ring in the general formulas (I-1) to (I-3), wherein the rings A ^{1 to} A ³ are unsubstituted or substituted. 5. The liquid crystal component B according to any one of formulas (II-1) to (II-
4) (Wherein, R ¹ and Q ¹ are the same as those described in claim 1, W ^{1 to} W ⁴ each independently represent H, F, Cl, CF ₃ , OCF ₃ or CN, and W ³ is also Each independently represents CH ₃ , and Y ¹ and Y ² each independently represent
Represents H, F, Cl or OCF _3, V represents CH or N, P ¹ ~P ³ are each independently a single bond, -COO -, - OCO -, - CH 2 O -, - OCH 2 - ,
_{- (CH 2) 2 -,} - (CH 2) 4 -, - CH = CH- (CH 2) 2 -, - (CH 2) 2 -CH = CH
-, -CH = N-, -CH = NN = CH- or -N (O) = N-, wherein P ¹ and P ³ are each independently -CH = CH-, -CF = CF- or -C≡C-, wherein the rings B ^{1 to} B ³ are each independently trans-1,4-cyclohexylene, trans-1,4-cyclohexenylene, trans-1,3-dioxane- 2,5-diyl, trans-1-sila-1,
Represents 4-cyclohexylene or trans-4-sila-1,4-cyclohexylene, wherein ring B ³ is also 1,4-phenylene, 2 or 3-
Fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2 or 3-chloro-1,4-phenylene, 2,3-dichloro-
1,4-phenylene, 3,5-dichloro-1,4-phenylene, which may be a side group R ¹ , a polar group Q ¹ , a linking group P ^{1 to} P ³ and a ring B ¹
One or more hydrogen atoms present in .about.B ³ may be substituted with deuterium atoms, p ¹ ~p ³ are each independently 0 or 1
Wherein p ² + p ³ is 0 or 1, and the general formulas (II-1) to (II-4)
May be substituted by its isotope atom. ) Containing one or more compounds selected from the group of compounds represented by
The nematic liquid crystal composition according to the above. 6. The liquid crystal component B comprises the following subgroups (II-ai) to (I-ai):
I-axii) contains 1 to 20 compounds selected from one or two or three or more subgroups, and the content of the compound is 1
6. The nematic liquid crystal composition according to claim 5, wherein the composition is 0 to 100% by weight. (II-ai) a compound in which R ¹ is an alkenyl group having 2 to 5 carbon atoms in the general formulas (II-1) to (II-4), (II-aii) the general formula (II-1) ~ (II-4), a compound wherein Q ¹ is F, Cl or -OCF ₃ ; (II-aiii) P ² in the general formula (II-1)
There - (CH _{2) 2} - or - (CH _{2) 4} -, compound, (II-aiv) In the general formula (II-1), compound p ¹ is 1, (II-av) the general In the formula (II-2), at least one of Y ¹ , Y ² , W ¹ , W ²
A compound represented by F, (II-avi) a compound in which, in the general formula (II-2), p ¹ is 1, and P ¹ is -C≡C-, (II-avii)
In the general formula (II-2), a compound in which P ² is a single bond or-(CH ₂ ) _2- and P ¹ is -COO-, (II-aviii) the general formula
In (II-3), a compound in which at least one of Y ¹ , Y ² , W ^{1 to} W ⁴ is F, (II-aix) in the general formula (II-3), P ³ is
A compound of the formula (II-ax), wherein P ¹ is a single bond or -C≡C- and P ³ is -COO-, -axi) a compound represented by the general formula (II-4),
I-axii) In the compounds of the general formulas (II-1), (II-2) and (II-4), when the rings B ^{1 to} B ³ are trans-1,4-cyclohexylene, Wherein at least one of the hydrogen atoms in (1) has been replaced with a deuterium atom. 7. The liquid crystal component B comprises the following subgroups (II-bi) to (I-bi)
I-bviii) contains 1 to 20 compounds selected from one or two or three or more subgroups, and the content of the compound is 1
6. The nematic liquid crystal composition according to claim 5, wherein the composition is 0 to 100% by weight. (II-bi) In the general formula (II-1), R ¹ has 2 to 2 carbon atoms.
5 is an alkyl group or an alkenyl group, p ¹ is 0,
A compound in which Q ¹ is -CN, (II-bii) In the formula (II-1), R ¹ is an alkyl group or an alkenyl group having 2 to 5 carbon atoms, p ¹ is 1, and Q ¹ is F or -CN, Y ¹ , Y ²
Is H or F, (II-biii) In the general formula (II-2), R ¹ is an alkyl group or alkenyl group having 2 to 5 carbon atoms, p ¹ is 0, and Q ¹ Is -CN, and Y ¹ , Y ² ,
A compound wherein W ¹ and W ² are H or F, (II-biv) the compound represented by the general formula (II-
In 2), R ¹ is an alkyl group or alkenyl group having 2 to 5 carbon atoms, p ¹ is 1, P ² is a single bond,-(CH ₂ ) _2-
Or -COO-, P ¹ is a single bond, -COO- or -C≡C-, Q ¹ is F or -CN, Y ¹ , Y ² , W ¹ , W ² is H or F (II-bv) In the general formula (II-3), R ¹ is an alkyl group or an alkenyl group having 2 to 5 carbon atoms, and P ¹
And one of P ³ is a single bond, the other is a single bond, -COO- or-
A compound represented by C≡C-, (II-bvi) In the general formula (II-3), R ¹ is an alkyl group or an alkenyl group having 2 to 5 carbon atoms, and Y ¹ , Y ² , W ¹ to A compound wherein W ⁴ is H or F, (II-bv
ii) In the general formula (II-4), R ¹ is an alkyl group or an alkenyl group having 2 to 7 carbon atoms, and p ² + p ³ is 0, (II-bviii) a compound of the general formula (II In the compounds of -1) to (II-2), when ring B ¹ or B ² is trans-1,4-cyclohexylene, at least one of the hydrogen atoms of the ring is substituted with a deuterium atom. Compound. 8. The liquid crystal component B comprises the following subgroups (II-ci) to (I-ci).
I-civ) contains 1 to 20 compounds selected from one or two or three or more subgroups, and the content of the compound is 10
6. The nematic liquid crystal composition according to claim 5, wherein the content is from about 100% by weight to about 100% by weight. (II-ci) In the general formula (II-1), R ¹ has 2 to 2 carbon atoms.
5 is an alkyl group or an alkenyl group, p ¹ is 1,
Is one single bond of P ¹ and P ^2, the other is a single bond, -COO -, -
(CH ₂ ) ₂ -or-(CH ₂ ) ₄ and Q ¹ is F, Cl, CF ₃ , OCF ₃ or
OCF ₂ H, wherein one or two of Y ¹ and Y ² are F,
(II-cii) In the general formula (II-2), R ¹ has 2 carbon atoms
~ 5 alkyl group or alkenyl group, p ¹ is 1, P ² is a single bond,-(CH ₂ ) ₂ -or -COO-, P ¹ is a single bond, -COO- or -C ≡C-, Q ¹ is F, Cl, CF ₃ , OCF ₃ or OCF ₂ H, one or two of Y ¹ and Y ² are F, W ¹ and W ² are H or F (II-ciii) a compound represented by the general formula (II-
In 3), R ¹ is an alkyl group or alkenyl group having 2 to 5 carbon atoms, ^one of P ¹ and P ³ is a single bond, and the other is a single bond, -COO- or -C≡C- There, Q ¹ is F, Cl, CF _3, OCF
₃ or OCF ₂ H, one or two of Y ¹ and Y ² are F, W
^{1 to} W ⁴ is a compound wherein H or one or more is F, (II-civ) in the compound of the general formula (II-1), (II-2), ring B ¹ , B ² is trans-1, In the case of 4-cyclohexylene, a compound in which at least three of the hydrogen atoms on the ring have been replaced with deuterium atoms. 9. The liquid crystal component C according to any one of formulas (III-1) to (III)
-4)(Where W¹~ W^Three, V is the same as in claims 1 and 5,
R^Two, R^ThreeAre each independently an alkyl group having 1 to 10 carbon atoms,
An alkoxy group or an alkenyl group having 2 to 10 carbon atoms,
Represents a alkenyloxy group, the alkyl group, the alkoxy
Group, the alkenyl group or the alkenyloxy group is unsubstituted
Or as a substituent one or more F, Cl, CN, CH_ThreeOr
CF_ThreeAnd / or the alkyl group,
Alkoxy group, the alkenyl group or the alkenyloxy group
One or more CH present in_TwoThe groups are the O atoms
Substituted with O, CO or COO as not directly bonded
May be, Z¹~ Z^ThreeAre each independently H, F, Cl, CF_Three, OCF
_ThreeOr CN, Z^ThreeIs also each independently -CH_ThreeEven
Well, M¹~ M^ThreeAre each independently a single bond, -COO-, -OCO-, -C
H_TwoO-, -OCH_Two-,-(CH_Two)_Two-,-(CH_Two)_Four-, -CH = CH- (CH_Two)_Two-,
-(CH_Two)_Two-CH = CH-, -CH = N-, -CH = N-N = CH- or -N (O) = N-
Stands for M¹, M^ThreeAre also each independently -CH = CH-, -CF = CF- or
-C≡C-, a ring C¹~ C^ThreeAre independent
1,4-cyclohexylene, trans-1,4-cyclohexene
Nylene, trans-1,3-dioxane-2,5-diyl, tolan
S-1-sila-1,4-cyclohexylene, trans-4-sila-1,
4-cyclohexylene, naphthalene-2,6-diyl, 1,2,3,4
-Tetrahydronaphthalene-2,6-diyl or decahydrate
Lonaphthalene-2,6-diyl, naphthalene-2,6-diyl
And 1,2,3,4-tetrahydronaphthalene-2,6-diyl
Is unsubstituted or one or two F, Cl, CF as substituents_Three, OC
F _ThreeOr CH_ThreeAnd a ring C¹, C^ThreeIs also a 1,4-f
Phenylene, 2 or 3-fluoro-1,4-phenylene, 2,3-diph
Fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene
, 2 or 3-chloro-1,4-phenylene, 2,3-dichloro-1,4
-Phenylene, even 3,5-dichloro-1,4-phenylene
Well, the side group R^Two, R^Three, Linking group M¹~ M^ThreeAnd ring C¹~ C^ThreeExists in
One or more hydrogen atoms are replaced by deuterium atoms
M¹~ M^ThreeEach independently represents 0 or 1, m^Two
+ M^ThreeIs 0 or 1, and the general formulas (III-1) to (III-4)
The atoms that make up the compound are replaced by their isotope atoms.
Is also good. )).
The nematic liquid according to claim 1, wherein the nematic liquid has
Crystal composition. 10. The nematic liquid crystal composition according to claim 9, wherein the liquid crystal component C satisfies at least one of the following conditions. (i) The liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1), and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (ii) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-2), and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (iii) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-3), and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (iv) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-4), and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (v) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1), and a compound represented by the general formula (I
One or two compounds selected from the compounds represented by II-2)
And the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (vi) The liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1),
One or two compounds selected from the compounds represented by II-3)
And the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (vii) the liquid crystal component C contains one or more compounds selected from compounds represented by the general formula (III-1),
One or more compounds selected from the compounds represented by (III-4)
A content of the selected compound in the liquid crystal component C of 5 to 100% by weight. (viii) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-2),
One or more compounds selected from the compounds represented by (III-3)
A content of the selected compound in the liquid crystal component C of 5 to 100% by weight. (ix) The liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-2), and a compound represented by the general formula (I
One or two compounds selected from the compounds represented by II-4)
And the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (x) the liquid crystal component C
Contains one or more compounds selected from the compounds represented by the general formula (III-3), and one or two compounds selected from the compounds represented by the general formula (III-4) The content of the selected compound in the liquid crystal component C is 5 to 100% by weight. (xi) The liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1),
One or two compounds selected from the compounds represented by II-2)
Contains one or more compounds selected from the compounds represented by the general formula (III-3), and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. %. (xii) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1),
One or more compounds selected from the compounds represented by (III-2)
Contains two or more, contains one or more compounds selected from compounds represented by the general formula (III-4), the content of the selected compound in the liquid crystal component C is 5 to 100 % By weight. (xiii) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1),
One or more compounds selected from the compounds represented by (III-3)
Contains two or more, contains one or more compounds selected from compounds represented by the general formula (III-4), the content of the selected compound in the liquid crystal component C is 5 to 100 % By weight. (xiv) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-2),
One or more compounds selected from the compounds represented by (III-3)
Contains two or more, contains one or more compounds selected from the compounds represented by the general formula (III-4), the content of the selected compound in the liquid crystal component C is 5 to 100 % By weight. (xv) the liquid crystal component C contains one or more compounds selected from the compounds represented by the general formula (III-1), and a compound represented by the general formula (I
One or two compounds selected from the compounds represented by II-2)
Contains one or more compounds selected from the compounds represented by the general formula (III-3), and contains the general formula (III-4)
Contains one or more compounds selected from the compounds represented by the formula, and the content of the selected compound in the liquid crystal component C is 5 to 100% by weight. 11. The liquid crystal component C has the following subgroup (III-ai):
~ (III-axii) contains one to 20 compounds selected from one or two or three or more subgroups, characterized in that the content of the compound is 10 to 100 wt% 10. The nematic liquid crystal composition according to claim 9, wherein (III-ai) compounds of the general formulas (III-1) to (III-4), wherein R ² is an alkenyl group having 2 to 5 carbon atoms, (III-aii)
In the general formulas (III-1) to (III-4), R ³ is the number of carbon atoms
A compound which is a linear alkenyl group or an alkenyloxy group of 2 to 7, (III-aiii) in the compound of the general formula (III-1), m ¹ is 0, and M ² is a single bond or-(CH _{2) 2} -, compound, in the compound of (III-aiv) the general formula (III-1),
m ¹ is 1, (III-av) a compound represented by the general formula (III-2), (III-avi) a compound of the general formula (III-3), Z ¹ , Z ² , A compound wherein at least one of W ^{1 to} W ³ is F, (III-avii) a compound of the general formula (III-3),
^A compound wherein ³ is F or --CH ₃ ; (III-aviii) the compound of the general formula (II
In the compound of I-3), m ¹ is 0 and the compound in which M ³ is a single bond, (III-aix) In the compound of the general formula (III-3), m ¹ is 1 and M ¹ Is a single bond, -OCO-, -CH ₂ O-, -OCH
_{2 -, - (CH 2)} 2 -, - (CH 2) 4 -, - CH = CH- (CH 2) 2 -, - (CH 2) 2 -CH
= CH-, -CH = N-, -CH = NN = CH-, -N (O) = N-, -CH = CH- or -C
Compound wherein F = CF-, (III-ax) In the compound of the general formula (III-3), M ¹ is -COO- or -C≡C-, and M ³ is -OCO-,
_{-CH 2 O -, - OCH 2} -, - (CH 2) 2 -, - (CH 2) 4 -, - CH = CH- (CH 2)
₂ -,-(CH ₂ ) ₂ -CH = CH-, -CH = N-, -CH = NN = CH-, -N (O) = N
-, -CH = CH-, -CF = CF- or -C≡C-, (III-ax
i) the compound represented by the general formula (III-4), in the compound of (III-axii) Formula (III-1) ~ (III -4), the ring C ¹ -C ³
Wherein is a trans-1,4-cyclohexylene, wherein at least one of the hydrogen atoms on the ring is substituted with a deuterium atom. 12. The liquid crystal component C has the following subgroup (III-bi):
~ (III-bix) contains one or more compounds selected from one or two or three or more subgroups, characterized in that the content of the compound is 10 to 100 wt% 10. The nematic liquid crystal composition according to claim 9, wherein (III-bi) In the general formula (III-1), R ² has 1 carbon atom
An alkyl group having 5 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group,
An alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, m ¹ is 0, and M ² is a single bond, -COO- or-(CH ₂ ) _2- , a compound wherein (III-bii) In the general formula (III-1), R ²
Is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, alkoxy, an alkenyl group having 2 to 5 carbon atoms, alkenyloxy. A group, m ¹ is 1, ring C ¹ is trans-1,4-cyclohexylene, one of M ¹ and M ² is a single bond,
A compound in which the other is a single bond, -COO- or-(CH ₂ ) _2- , (III-
biii) In the general formula (III-2), R ² has 1 to 5 carbon atoms.
Is an alkenyl group having 2 to 5 carbon atoms,
R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, and the ring C ² is trans-1,4-cyclohexylene or trans-1,4. -Cyclohexenylene, m ¹ is 0, M ² is a single bond, -COO- or-(CH ₂ ) ₂ -is a compound, (III-biv) in the general formula (III-2), R ² is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, and the number of carbon atoms.
2-5 alkenyl groups, alkenyloxy groups, ring C ²
Is trans-1,4-cyclohexylene or trans-1,4-cyclohexenylene, m ¹ is 1, and one of M ¹ and M ² is a single bond, (III-bv) the general formula In the formula (III-3), R ² is an alkyl group having 1 to 5 carbon atoms,
2 to 5 alkenyl groups, R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, m ¹ is 0, M ³ Is a single bond, a compound represented by -C≡C- or -CH = NN = CH-, (III-
bvi) In the general formula (III-3), R ² has 1 to 5 carbon atoms.
Is an alkenyl group having 2 to 5 carbon atoms,
R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, an alkenyloxy group, m ¹ is 1, M ¹ is a single bond,-(CH ₂ ) _2- , -COO- or -C
Is ≡C-, M ² is a single bond, -COO- or -C≡C-, compound, (III-bvii) In the general formula (III-3), R ² is a 1 to 5 carbon atoms An alkyl group, an alkenyl group having 2 to 5 carbon atoms, wherein R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group, and m ¹ is 1, a compound in which one of M ¹ and M ³ is a single bond, the other is a single bond or -C≡C-, and at least one of W ¹ and W ² is F, (III-bviii) The general formula (III-3)
In, R ² is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, and R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, having 2 to 5 carbon atoms. An alkenyl group or an alkenyloxy group, wherein either Z ² or Z ³ is F or C
Compounds substituted with H _3, (III-bix) In the general formula (III-4), R ² is an alkyl group having 1 to 5 carbon atoms, carbon atoms
A compound having 2 to 5 alkenyl groups, wherein R ³ is an alkyl group having 1 to 5 carbon atoms, an alkoxy group, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group, and m ² + m ³ is 0 . 13. The method according to claim 1, wherein the liquid crystal composition is a compound having a core structure having four six-membered rings and having a liquid crystal phase-isotropic liquid phase transition temperature of 100 ° C. or higher. 13. The nematic liquid crystal composition according to claim 1, comprising one or more species. 14. The liquid crystal composition has a dielectric anisotropy of 2 to 40, a birefringence of 0.02 to 0.40, and a temperature of 50 ° C. to 180 °.
Is the nematic phase-isotropic liquid phase transition temperature of
14. The nematic liquid crystal composition according to claim 1, which has a crystal phase, a smectic phase, or a glass phase-nematic phase transition temperature of from 0 to 0C. 15. The liquid crystal composition has an induced helical pitch.
15. The nematic liquid crystal composition according to claim 1, further comprising a compound having an optically active group having a thickness of 0.5 to 1000 [mu] m. 16. An active matrix, twisted nematic or super twisted nematic liquid crystal display device using the nematic liquid crystal composition according to claim 1. Description: 17. A light-scattering type liquid crystal display device having a light control layer containing the liquid crystal composition according to claim 1 and a transparent solid substance. 18. The light modulating layer, wherein the liquid crystal composition forms a continuous layer, and the transparent solid substance forms a uniform three-dimensional network structure in the continuous layer. The light-scattering type liquid crystal display device according to the above.