JPH0959634A - Liquid crystal composition and liquid crystal display element - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a liq. crystal compsn. which has viscosity and a high clear point and is suitable for TN-LCD and SFN-LCD display methods. SOLUTION: This compsn. contains a compd. represented by formula I and/or formula II as the first component and at least one compd. selected from among compds. represented by formulas II, IV, and V as the second component. In those formulas R<0> to R<4> are each a 1-10C alkyl or a 2-10C alkenyl provided any one methylene group or nonadjacent two or more methylene groups may be substd. with an oxygen atom or atoms; Z<0> , Z<1> , and Z<2> are each C2 H4 or a single bond; A<0> , A<1> A<2> are each a phenylene group optionally having one H atom at the side position substd. with F; and A' is a trans-1,4-cyclohexylene group or a phenylene group optionally having one H atom at the side position substd. with F. This compsn. pref. contains at least one nitrile compd. terminated with a group represented by formula VI (wherein L<1> and L<2> are each H or F) as the third component.

Description

Detailed Description of the Invention

[0001]

The present invention relates to a nematic liquid crystal composition containing at least one kind of chiral additive and a liquid crystal composition provided in a closed cell formed of two substrates having transparent electrodes. The present invention relates to a liquid crystal display element used. More specifically, it relates to a liquid crystal composition suitable for a twist nematic (TN) system or a super twist birefringence (STN) system and a liquid crystal display device using the liquid crystal composition.

[0002]

2. Description of the Related Art Twisted nematic (TN) system, super twist birefringence (STN) system, active matrix (AM-LCD) system, etc. have been proposed as liquid crystal display (LCD) display systems. It has been put to practical use. Among them, the following characteristics are commonly required for the liquid crystal compositions used for the TN and STN mode liquid crystal display elements. (1) exhibit a nematic liquid crystal phase in a wide temperature range including room temperature. Especially the nematic-isotropic phase transition temperature (clearing point)
Is high. (2) The threshold voltage must be low in order to reduce power consumption. (3) To minimize the response time (τ),
Low viscosity (η). (4) An appropriate refractive index anisotropy (Δ
n). (5) Be chemically stable. In recent years, there has been a strong demand for the LCD to support moving images. In order to support moving images, the response speed when driving the LCD must be low. Since the response speed is proportional to the viscosity of the liquid crystal composition, development of a liquid crystal composition having a small viscosity is required. Further, since the LCD can be driven by a battery, the development of LCDs for outdoor use has been promoted. In order to make outdoor use more reliable, it is necessary to expand the nematic liquid crystal phase. In particular, it is necessary to raise the clearing point. However, although such a liquid crystal composition has been intensively studied, at present, it is always required to be improved. It is known that a compound having a carboxyl group (-COOH) at the terminal dimerizes and exhibits liquid crystallinity (D. Demus, Flussig.
e Kristalle in Tabellen, 5
7 (1974)). As an application of such a compound having a carboxyl group, JP-A-54-15195.
No. 1 discloses a liquid crystal composition using an alkylcyclohexanecarboxylic acid. However, although the viscosity of the liquid crystal composition can be reduced by using alkylcyclohexanecarboxylic acid, the clearing point and refractive index anisotropy (Δ
It has a drawback that n) becomes small. Further, JP-A-6-57252 discloses a liquid crystal composition using alkylbenzoic acid or alkoxybenzoic acid. These benzoic acids can reduce the viscosity of the liquid crystal composition and increase Δn, but have the drawback that neither clearing point nor Δn can be arbitrarily adjusted.

[0003]

The present inventors have found that a liquid crystal composition satisfying these characteristics can be prepared by combining various compounds having a carboxyl group. As is clear from the above description, the object of the present invention is to achieve various characteristics required for the above-mentioned TN-LCD and STN-LCD display systems, while having a low viscosity and a clearing point in order to respond particularly to high-speed response. It is to provide a high liquid crystal composition.

[0004]

Hereinafter, the present invention will be described in detail. The present invention has the configurations described in the following first to eleventh inventions. 1st invention of this invention contains at least 1 sort (s) of compound selected from general formula (Ia) and / or (Ib) as a 1st component, As a 2nd component, it is a general formula (I). -C) to (Ie) related to a liquid crystal composition comprising at least one compound selected from the group of compounds.

[0005]

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[Chemical 21]

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(In the formula, R ^{0 to} R ⁴ each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or adjacent to each other. two or more methylene groups which do not (-CH ₂ -) which may be substituted by oxygen atom (-O-) .Z ^0, Z
¹ and Z ² each independently represent —C ₂ H ₄ — or a single bond, and A ^{0 to} A ² are each independently one H at the side position is F.
Represents a phenylene group which may be substituted with, and A ³ represents a trans 1,4-cyclohexylene group or a phenylene group in which one H at the side position may be substituted with F. )

A monocyclic (I-
a) and / or (Ib) and a bicyclic system (Ic) to
By using the compound of (Ie) in combination, viscosity adjustment, clearing point adjustment, and Δn adjustment are basically possible. These compounds are used as raw materials or intermediates in the synthesis of liquid crystal compounds, and they have another advantage that an inexpensive liquid crystal composition can be produced by using them.

The second invention of the present invention is, as the third component,
The liquid crystal composition according to the first invention, which contains at least one or more nitrile compounds having a terminal group structure represented by the general formula (II).

Embedded image (L ¹ and L ² each independently represent H or F.)

In a third aspect of the present invention, the compound of the general formula (II) is a compound of the general formula (II-a), (II-b), (II-c),
(II-d) or (II-e)

[0010]

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[Chemical formula 26]

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[Chemical 29]

(Where R^Five Is alkyl having 1 to 10 carbons
And a alkenyl group having 2 to 10 carbon atoms. Either
In any one or two or more non-adjacent groups
Upper methylene group (-CH₂ -) Is an oxygen atom (-O-)
Therefore, it may be replaced. Z^Three Is -COO-, -C₂ H
_Four -Or a single bond, Z^Four And Z^Five Is -C₂ H _Four 
-Or a single bond, Z⁶ Is -COO-, -C₂ H_Four 
-Or a single bond, B¹ Is trans 1,4-cyclo
Hexylene group, phenylene group or 1,3-dioxa-
2,4 len group, B² , B^Three , B^Four , B⁶ And B
⁷ Are each independently a trans 1,4-cyclohexylene group
Or a phenylene group, B^Five Is a transformer 1,4-s
A chlorhexylene group or one H on the side is substituted with F
And q and m are each independently
Indicates 0 or 1. ) Is a compound represented by
The present invention relates to a liquid crystal composition according to the second invention.
You.

According to a fourth aspect of the present invention, the first component is 2 to 60% and the second component is 2 to 3 with respect to the total weight of the liquid crystal composition.
0%, the third component is 10 to 96%, and the liquid crystal composition according to the second or third invention.

According to a fifth aspect of the present invention, as the fourth component,
Formulas (III), (IV) and (V)

[0014]

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(In the formula, R ⁶ and R ⁷ each independently represent an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or adjacent to each other. two or more methylene groups which do not (-CH ₂ -)
May be replaced by an oxygen atom (—O—). C represents a trans 1,4-cyclohexylene group, a pyrimidylene group or a phenylene group, D represents a trans 1,4-cyclohexylene group or a phenylene group, and Z ⁷ represents -C.
≡C -, - COO -, - C 2 H 4 -, or -CH = C
H- or a single bond is shown. )

[0016]

[Chemical 31]

(In the formula, R ⁸ represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or two or more methylene groups which are not adjacent to each other are present. (-CH ₂ -) good .R ⁹ be replaced by oxygen atom (-O-) represents an alkyl group, an alkoxy group or an alkoxymethyl group having 1 to 10 carbon atoms, E is trans 1,4- Represents a silene group or a pyrimidylene group, G represents a trans 1,4-cyclohexylene group or a phenylene group in which one H at a side position may be substituted with F, and J represents a trans 1,4-cyclohexylene group or phenylene. Represents a group, Z ⁸ is —C ₂ H ₄
-, --COO-- or a single bond, and Z ⁹ is --C≡C
-, -COO-, -CH = CH- or a single bond is shown. )

[0018]

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(In the formula, R ¹⁰ represents an alkyl group having 1 to ¹⁰ carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or two or more methylene groups which are not adjacent to each other. (-CH ₂ -) good .R ¹¹ be replaced by oxygen atom (-O-) represents an alkyl group, an alkoxy group or an alkoxymethyl group having 1 to 10 carbon atoms, Q ¹ represents H or F The present invention relates to the liquid crystal composition according to any one of the first to fourth inventions, which further comprises at least one compound selected from the group of compounds represented by the formula (1).

The sixth invention of the present invention is the fifth invention, characterized in that the content of the fourth component is 0.1 to 75% with respect to the total weight of the liquid crystal composition. Liquid crystal composition.

The seventh aspect of the present invention is, as the fourth component,
General formulas (VI) and (VII)

[0022]

[Chemical 33]

(In the formula, R ¹² represents an alkyl group having 1 to 10 carbon atoms, Q ² represents H or F, and k represents 0 or 1.)

[0024]

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(In the formula, R ¹³ represents an alkyl group having 1 to 10 carbon atoms, K represents a trans 1,4-cyclohexylene group or phenylene group, and Q ³ and Q ⁴ are each independently H or F. And Z ¹⁰ and Z ¹¹ are each independently-
_{COO -, - CH 2 CH 2} - or a single bond, h is 0, 1 or 2. X represents F or Cl. ) At least one compound selected from the group consisting of
The invention further relates to the liquid crystal composition according to any one of the first to sixth inventions, which further comprises one or more kinds.

The eighth invention of the present invention is the seventh invention, characterized in that the content of the fourth component is 0.1 to 75% with respect to the total weight of the liquid crystal composition. Liquid crystal composition.

The ninth invention of the present invention further comprises, as a fifth component, general formulas (VI) and (VII)

[0028]

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(In the formula, R ¹² represents an alkyl group having 1 to 10 carbon atoms, Q ² represents H or F, and k represents 0 or 1.)

[0030]

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(Wherein R ¹³ represents an alkyl group having 1 to 10 carbon atoms, K represents a trans 1,4-cyclohexylene group or phenylene group, and Q ³ and Q ⁴ are each independently H or F. And Z ¹⁰ and Z ¹¹ are each independently-
_{COO -, - CH 2 CH 2} - or a single bond, h is 0, 1 or 2. X represents F or Cl. ) At least one compound selected from the group consisting of
The invention further relates to the liquid crystal composition according to any one of the first to eighth inventions, which further comprises one or more kinds.

The tenth invention of the present invention is characterized in that the total content of the fourth component and the fifth component is 80% or less and 1% or more with respect to the total weight of the liquid crystal composition. 9
The invention relates to a liquid crystal composition according to the invention.

The eleventh invention of the present invention relates to a liquid crystal display device using the liquid crystal composition according to any one of the above inventions 1 to 10.

The liquid crystal compounds constituting the liquid crystal composition of the present invention will be described below. As the compound represented by formula (Ia) and / or (Ib) which is the first component of the present invention, the following compounds can be preferably exemplified.

[0035]

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(R represents an alkyl group or an alkenyl group.) Among these compounds, the compounds of the general formulas (Ia-1) to (I-a) have low viscosity and good compatibility at low temperature. b
The compound (3) is particularly preferably used in the present invention. The compound of the general formula (Ia) and / or (Ib) is 2
Dimerization anisotropy Δε becomes | Δε |
A characteristic of a bicyclic liquid crystal compound of <5 is exhibited. Therefore, it exhibits an excellent effect particularly in reducing the viscosity of the liquid crystal composition.

The second component of the present invention, the general formula (Ic)
As the compounds represented by (I-e), the following compounds can be preferably exemplified.

[0038]

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[0039]

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[0040]

[Chemical 40]

[0041]

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(R represents an alkyl group or an alkenyl group.) Among these compounds, the compounds of the general formulas (I-c-1) to (I-I) have low viscosity and good compatibility at low temperature. c
-3), (I-d-1) to (I-d-3), (I-e-
1) to (Ie-3), (Ie-19) to (Ie-).
Compounds such as 21) are particularly preferably used in the present invention.
By dimerizing the compounds of the general formulas (Ic) to (Ie), the properties of a 4-ring liquid crystal compound having a dielectric anisotropy Δε of about | Δε | <5 are exhibited. Therefore, it exhibits an excellent effect particularly in reducing the viscosity of the liquid crystal composition.

The general formula (Ia) which is the first component of the present invention
And / or (Id) and the second component of the general formula (I
By using the compounds (c) to (Ie) in combination, viscosity adjustment, clearing point adjustment, and Δn adjustment are basically possible.

The third component of the present invention, the general formula (II-
a), (II-b), (II-c), (II-d) and (I
As the compound represented by -e), the following compounds can be preferably exemplified.

[0045]

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[0046]

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[0047]

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(R is an alkyl group or an alkenyl group,
R'represents alkanediyl or alkenediyl. ) Among these compounds, among formulas (II-a-1) and (II-
a-2), (II-a-3), (II-a-4), (II-a
-5), (II-a-8), (II-b-1), (II-b-
2), (II-b-3), (II-c-1), (II-c-
4), (II-c-5), (II-c-6), (II-c-
9), (II-c-10), (II-c-11), (II-d
-1), (II-d-2), (II-e-1) or (II-
The compound represented by e-2) is particularly preferably used in the present invention.

The compound of the third component is a compound having a positive dielectric anisotropy, and its value is particularly large, and is mainly used for the purpose of reducing the threshold voltage and for improving the steepness which is important as STN characteristics. To be done. These compounds having a large dielectric anisotropy are indispensable components for voltage driving.

The compounds represented by the general formulas (III), (IV) and (V) as the fourth component are preferably the following compounds.

[0051]

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[0052]

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[0053]

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[0054]

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(R and R ′ each independently represent an alkyl group or an alkenyl group.) Of these, the compounds represented by the formula (III) include compounds represented by the formulas (III-1) and (III-2). ), (III-4), (III-
5), (III-6), (III-7), (III-8),
(III-10), (III-13), (III-14),
The compound represented by (III-18) or (III-19) is particularly preferably used in the present invention. Further, as the compound represented by the formula (IV), compounds represented by the formulas (IV-1) and (IV
-2), (IV-5), (IV-6), (IV-8), (IV-
The compounds represented by 9), (IV-11), (IV-12), (IV-14) or (IV-15) are particularly preferably used in the present invention. As the compound represented by the formula (V), the compound represented by (V-2) or (V-3) is particularly preferably used in the present invention.

The compounds of the general formulas (III), (IV) and (V) of the fourth component are compounds having a negative or weak positive dielectric anisotropy. The compound of the general formula (III) is mainly used for the purpose of decreasing viscosity and / or adjusting Δn. Also,
The compound of the general formula (IV) is used for the purpose of broadening the nematic range such as increasing the clearing point and / or for adjusting Δn and viscosity.

Preferred examples of the compounds represented by the general formulas (VI) and (VII) of the present invention include the following compounds.

[0058]

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[0059]

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[0060]

[Chemical 51]

[0061]

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[0062]

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(R represents an alkyl group.) As the compound represented by the general formula (VI), a compound represented by the formula (VI-
The compound represented by 1), (VI-2) or (VI-3) is particularly preferably used in the present invention. Further, as the compound represented by the general formula (VII), (VII-1), (VI
I-5), (VII-6), (VII-7), (VII-
8), (VII-9), (VII-10), (VII-1)
1), (VII-12), (VII-13), (VII-1)
4), (VII-15), (VII-16), (VII-1)
7), (VII-18), (VII-19), (VII-2)
0), (VII-22), (VII-29), (VII-3)
4), (VII-35), (VII-37), (VII-4)
The compound represented by 1), (VII-47) or (VII-48) is particularly preferably used in the present invention. The compounds of the general formulas (VI) to (VII) are compounds having a positive dielectric anisotropy, and are used particularly for the purpose of reducing the threshold voltage and improving the temperature dependence thereof. Also, viscosity adjustment,
It is also used for the purpose of widening the nematic range by adjusting Δn and increasing the clearing point.

The amount of the first component used in the present invention is
The amount is preferably 2 to 60% by weight based on the total weight of the liquid crystal composition. More preferably, it is 5 to 40% by weight. If it is less than 2% by weight, it is difficult to obtain the effect of the subject viscosity, and if it exceeds 60% by weight, the threshold voltage of the liquid crystal composition becomes large, which is not preferable. The amount of the second component used is preferably 2 to 30% by weight. It is more preferably 2 to 20% by weight. Two
If it is less than wt%, it is difficult to obtain the effect of the subject matter of the present invention of increasing the clearing point of the liquid crystal composition, and if it exceeds 30 wt%, the viscosity of the liquid crystal composition becomes large and the threshold voltage becomes high, which is preferable. Absent. The amount of the third component used is preferably 10 to 96% by weight. It is more preferably 20 to 90% by weight. If it is less than 10% by weight, the threshold voltage of the liquid crystal composition becomes large, which is not preferable. If it exceeds 96% by weight, the viscosity of the liquid crystal composition increases, which is not preferable. The amount of the fourth component used is preferably 80% by weight or less and 1% or more. It is more preferably 75% by weight or less. The amount of the fifth component used is preferably 50% by weight or less. More preferably, it is 40% by weight or less.

The liquid crystal composition of the present invention may have a threshold voltage, a nematic range, other than the compounds represented by the above general formulas (I) to (VI), depending on the purpose of the liquid crystal display device to be used.
For the purpose of adjusting Δn, dielectric anisotropy, viscosity, etc., other compounds can be contained in appropriate amounts within the range not impairing the purpose of the present invention.

The liquid crystal composition used according to the invention is prepared in a manner which is conventional in itself. Generally, a method of dissolving various components at a high temperature is used. Further, the liquid crystal material of the present invention is improved and optimized according to the intended use by appropriate additives. Such additives are well known to those skilled in the art and are described in detail in the literature and the like. Normally, the spiral structure of the liquid crystal is induced to adjust the required twist angle, and the reverse twist
chiral dope material (chira)
l dotant) or the like is added. The liquid crystal composition used in accordance with the present invention may be added with a dichroic dye such as a merocyanine, styryl, azo, azomethine, azoxy, quinophthalone, anthraquinone or tetrazine dye to add a guest host (GH) ) It can also be used as a liquid crystal composition for a mode. Alternatively, a liquid crystal composition for a polymer dispersed liquid crystal display device (PNLCD) represented by NCAP produced by encapsulating nematic liquid crystal in a microcapsule or a polymer network liquid crystal display device (PNLCD) produced by producing a three-dimensional network polymer in the liquid crystal. It can also be used as a thing. In addition, it can be used as a liquid crystal composition for a birefringence control (ECB) mode or a dynamic scattering (DS) mode.

[0067]

EXAMPLES The present invention is described in detail below with reference to examples, but the present invention is not limited to these examples. Further, the compositional ratios of Comparative Examples and Examples are all expressed in% by weight or parts by weight. In the example, the voltage when the brightness reaches 10% is taken as the threshold voltage and is shown as V ₁₀ .

Comparative Example 1 The following composition A was prepared.

[0069]

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The clearing point of this composition is T _NI = 72.4.
(° C), the viscosity at 20 ° C is η ₂₀ = 27.0 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.13.
The threshold voltage at 7 and 25 ° C. is V ₁₀ = 1.78.
(V).

Example 1 In 95 parts by weight of the composition A of Comparative Example 1, 2.5 parts by weight of the compound of the following formula included in formula (Ib) and of the following formula included in formula (Id) were added: Liquid crystal composition B was prepared by mixing 2.5 parts by weight of the compound.

[0072]

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The clearing point of this composition B is T _NI = 79.5.
(° C.), viscosity at 20 ° C. is η ₂₀ = 25.7 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.14.
The threshold voltage at 0 and 25 ° C. is V ₁₀ = 1.74.
(V). The clearing point of the composition B was higher than that of the composition A of Comparative Example 1, and the viscosity thereof was lower than that of the composition A.

Example 2 In 95 parts by weight of the composition A of Comparative Example 1, 2 parts by weight of the compound of the following formula included in formula (Ia) and 2 parts by weight of the compound of the following formula included in formula (Id) were used. Liquid crystal composition C was prepared by mixing 3 parts by weight.

[0075]

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The clearing point of this composition C is T _NI = 79.8.
(° C), the viscosity at 20 ° C is η ₂₀ = 26.1 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.13.
The threshold voltage at 9, 25 ° C. is V ₁₀ = 1.77.
(V). The clearing point of composition C was higher than that of composition A of Comparative Example 1, and the viscosity was lower than that of composition A.

Example 3 In 95 parts by weight of the composition A of Comparative Example 1, 2.5 parts by weight of the compound of the following formula included in formula (Ib) and of the following formula included in formula (Id) were added: Liquid crystal composition D was prepared by mixing 2.5 parts by weight of the compound.

[0078]

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The clearing point of this composition C is T _NI = 80.1
(° C.), viscosity at 20 ° C. is η ₂₀ = 26.2 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.14.
The threshold voltage at 1, 25 ° C. is V ₁₀ = 1.75.
(V). The clearing point of the composition D was higher than that of the composition A of Comparative Example 1, and the viscosity thereof was lower than that of the composition A.

Comparative Example 2 The following composition E was prepared.

[0081]

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The clearing point of this composition E is T _NI = 91.8.
(° C.), viscosity at 20 ° C. is η ₂₀ = 45.5 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.12.
The threshold voltage at 9, 25 ° C. is V ₁₀ = 0.90.
(V).

Example 4 100 parts by weight of the composition E of Comparative Example 2 was mixed with 10 parts by weight of the compound of the following formula included in the formula (Ia) and the compound of the following formula included in the formula (Id). A liquid crystal composition F was prepared by mixing 5 parts by weight.

[0084]

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The clearing point of this composition F is T _NI = 100.4
(° C), the viscosity at 20 ° C is η ₂₀ = 44.0 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.12.
The threshold voltage at 7 and 25 ° C. is V ₁₀ = 1.02
(V). The clearing point of the composition F was higher than that of the composition E of Comparative Example 2, and the viscosity thereof was lower than that of the composition E.

Example 5

[0087]

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The clearing point of the above composition is T _NI = 98.9.
(° C), the viscosity at 20 ° C is η ₂₀ = 28.4 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.09.
The threshold voltage at 9 and 25 ° C. is V ₁₀ = 2.04
(V).

Example 6

[0090]

[Chemical formula 61]

The clearing point of the above composition is T _NI = 79.6.
(° C.), viscosity at 20 ° C. is η ₂₀ = 24.1 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.10
The threshold voltage at 9 and 25 ° C. is V ₁₀ = 1.54
(V).

Example 7

[0093]

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The clearing point of the above composition is T _NI = 75.2.
(° C), viscosity at 20 ° C is η ₂₀ = 41.7 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.12.
The threshold voltage at 9, 25 ° C. is V ₁₀ = 1.28
(V).

Example 8

[0096]

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The clearing point of the above composition is T _NI = 98.0.
(° C.), viscosity at 20 ° C. is η ₂₀ = 16.7 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.13.
The threshold voltage at 6 and 25 ° C. is V ₁₀ = 2.45.
(V).

Example 9

[0099]

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The clearing point of the above composition is T _NI = 81.0
(° C), viscosity at 20 ° C is η ₂₀ = 21.5 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.23.
The threshold voltage at 6 and 25 ° C is V ₁₀ = 2.44.
(V).

Example 10

[0102]

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The clearing point of the above composition is T _NI = 99.6.
(° C), the viscosity at 20 ° C is η ₂₀ = 30.9 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.10
The threshold voltage at 0 and 25 ° C. is V ₁₀ = 2.01
(V).

Example 11

[0105]

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The clearing point of the above composition is T _NI = 82.7.
(° C), the viscosity at 20 ° C is η ₂₀ = 21.9 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.07.
The threshold voltage at 9 and 25 ° C. is V ₁₀ = 1.76.
(V).

Example 12

[0108]

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The clearing point of the above composition is T _NI = 80.1
(° C.), viscosity at 20 ° C. is η ₂₀ = 26.2 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.15.
The threshold voltage at 2, 25 ° C. is V ₁₀ = 2.08
(V).

Example 13

[0111]

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The clearing point of the above composition is T _NI = 119.5.
(° C), the viscosity at 20 ° C is η ₂₀ = 41.9 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.12.
The threshold voltage at 1, 25 ° C. is V ₁₀ = 1.92
(V).

Example 14

[0114]

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The clearing point of the above composition is T _NI = 108.2.
(° C.), viscosity at 20 ° C. is η ₂₀ = 46.4 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.14.
The threshold voltage at 2, 25 ° C. is V ₁₀ = 1.95.
(V).

Example 15

[0117]

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The clearing point of the above composition is T _NI = 59.6.
(° C.), viscosity at 20 ° C. is η ₂₀ = 34.1 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.12.
The threshold voltage at 2, 25 ° C. is V ₁₀ = 1.19
(V).

Example 16

[0120]

[Chemical 76]

The clearing point of the above composition is T _NI = 91.8.
(° C), viscosity at 20 ° C is η ₂₀ = 41.0 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.10
The threshold voltage at 2, 25 ° C. is V ₁₀ = 1.57
(V).

[0122]

As shown in the examples, while satisfying various characteristics used in the TN-LCD and STN-LCD display systems according to the present invention, it has a low viscosity and a clearing point in order to respond particularly to high-speed response. A liquid crystal composition having a high liquid crystal composition can be provided.

Claims (11)

[Claims] 1. As a first component, at least one compound selected from the general formula (Ia) and / or (Ib) is contained, and as a second component, the general formula (Ic) to
A liquid crystal composition comprising at least one compound selected from the group of compounds represented by formula (Ie). Embedded image Embedded image Embedded image Embedded image Embedded image (In formula, R < ⁰ > -R < ⁴ > shows a C1-C10 alkyl group or a C2-C10 alkenyl group each independently.
In any case, any one of the groups or two or more non-adjacent methylene groups (—CH ₂ —) is an oxygen atom (—O).
-) May be substituted. Z ⁰ , Z ¹ and Z ²
-C ₂ H ₄ each independently is - or a single bond, A ⁰
To A ² each independently represent a phenylene group in which one H on the side position may be substituted with F, and A ³ is a trans 1,4-cyclohexylene group or one H on the side position is substituted with F. It also represents a phenylene group. ) 2. The liquid crystal composition according to claim 1, which contains at least one or more nitrile compounds having a terminal group structure represented by the general formula (II) as a third component. [Chemical 6] (L ¹ and L ² each independently represent H or F.) 3. A compound of the general formula (II) is a compound of the general formula (II-
a), (II-b), (II-c), (II-d) or (II
-E) Embedded image Embedded image Embedded image Embedded image (In the formula, R ⁵ represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In either case, any one of the groups or two or more non-adjacent methylene groups (-CH ₂ -) -COO is good .Z ³ be replaced by oxygen atom _{(-O-) -, - C 2} H 4 - or a single bond, Z ⁴ and Z ⁵ -C ₂ H ₄ - or Represents a single bond, Z ⁶ represents —COO—, —C ₂ H ₄ — or a single bond, and B ¹ represents a trans 1,4-cyclohexylene group, a phenylene group or a 1,3-dioxa-2,4ylene group. And B ² , B ³ , B ⁴ , B ⁶ and B ⁷ each independently represent a trans 1,4-cyclohexylene group or a phenylene group, and B ⁵ represents a trans 1,4-cyclohexylene group or a lateral position. H of 1 represents a phenylene group which may be substituted with F, and q and m are each independently 0 or 1 indicating the.) is a compound represented by the liquid crystal composition according to claim 2, wherein. 4. The first component is 2 to 60%, the second component is 2 to 30%, and the third component is 10 based on the total weight of the liquid crystal composition.
It is -96%, The liquid crystal composition of Claim 2 or 3 characterized by the above-mentioned. 5. A compound represented by the general formula (III) or (IV) as the fourth component
And (V) (In the formula, R ⁶ and R ⁷ each independently have 1 to 10 carbon atoms.
Or an alkenyl group having 2 to 10 carbon atoms. Any one or non-adjacent two or more methylene groups also in groups in either (-CH ₂ -) may be replaced by oxygen atom (-O-). C represents a trans 1,4-cyclohexylene group, a pyrimidylene group or a phenylene group, D represents a trans 1,4-cyclohexylene group or a phenylene group, Z ⁷ represents -C≡C-,
_{-COO -, - C 2 H 4} -, or an -CH = CH- or a single bond. ) [Chemical 13] (In the formula, R ⁸ represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or two or more non-adjacent methylene groups (-CH _2- ) may be substituted by an oxygen atom (—O—), R ⁹ represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group or an alkoxymethyl group, and E is a trans 1,4-cyclohexylene group or Represents a pyrimidylene group, G represents a trans 1,4-cyclohexylene group or a phenylene group in which one H at a side position may be substituted with F, and J represents a trans 1,4-cyclohexylene group or a phenylene group. , Z ⁸ is —C ₂ H ₄ —, —COO—
Or a single bond, Z ⁹ is —C≡C—, —COO—,
-CH = CH- or a single bond is shown. ) (In the formula, R ¹⁰ represents an alkyl group having 1 to ¹⁰ carbon atoms or an alkenyl group having 2 to 10 carbon atoms. In any case, any one of the groups or two or more non-adjacent methylene groups (-CH _2- ) may be substituted by an oxygen atom (—O—), R ¹¹ represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group or an alkoxymethyl group, and Q ¹ represents H or F). The liquid crystal composition according to claim 1, further comprising at least one compound selected from the group of represented compounds. 6. The liquid crystal composition according to claim 5, wherein the content of the fourth component is 0.1 to 75% with respect to the total weight of the liquid crystal composition. 7. A compound represented by the general formula (VI) or (VII) as the fourth component: (In the formula, R ¹² represents an alkyl group having 1 to 10 carbon atoms, and Q
² represents H or F, and k represents 0 or 1. ) (In the formula, R ¹³ represents an alkyl group having 1 to 10 carbon atoms, and K
Represents a trans 1,4-cyclohexylene group or a phenylene group, and Q ³ and Q ⁴ are each independently H or F.
And Z ¹⁰ and Z ¹¹ are each independently -COO-,-
CH ₂ CH ₂ - or a single bond, h is 0, 1 or 2. X represents F or Cl. 7. The liquid crystal composition according to claim 1, further containing at least one compound selected from the group consisting of: 8. The liquid crystal composition according to claim 7, wherein the content of the fourth component is 0.1 to 75% with respect to the total weight of the liquid crystal composition. 9. A compound represented by the general formula (VI) or (VII) as the fifth component: (In the formula, R ¹² represents an alkyl group having 1 to 10 carbon atoms, and Q
² represents H or F, and k represents 0 or 1. ) (In the formula, R ¹³ represents an alkyl group having 1 to 10 carbon atoms, and K
Represents a trans 1,4-cyclohexylene group or a phenylene group, and Q ³ and Q ⁴ are each independently H or F.
And Z ¹⁰ and Z ¹¹ are each independently -COO-,-
CH ₂ CH ₂ - or a single bond, h is 0, 1 or 2. X represents F or Cl. 9. The liquid crystal composition according to claim 1, which contains at least one compound selected from the group consisting of: 10. The liquid crystal composition according to claim 9, wherein the total content of the fourth component and the fifth component is 80% or less and 1% or more with respect to the total weight of the liquid crystal composition. . 11. A liquid crystal display device using the liquid crystal composition according to claim 1.