JP2006249179A - Liquid crystal composition and liquid crystal display element - Google Patents

Liquid crystal composition and liquid crystal display element Download PDF

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JP2006249179A
JP2006249179A JP2005065327A JP2005065327A JP2006249179A JP 2006249179 A JP2006249179 A JP 2006249179A JP 2005065327 A JP2005065327 A JP 2005065327A JP 2005065327 A JP2005065327 A JP 2005065327A JP 2006249179 A JP2006249179 A JP 2006249179A
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JP4998762B2 (en
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Kazuki Kurisawa
和樹 栗沢
Yosuke Akachi
洋介 赤地
Kunihiko Kotani
邦彦 小谷
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DIC Corp
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Dainippon Ink and Chemicals Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a liquid crystal composition which has a low viscosity and high reliability, when a threshold voltage is constant. <P>SOLUTION: This nematic liquid crystal composition comprises 15 to 35 mass% of a compound of formula (I) and 25 to 50 mass% of a compound of formula (II). <P>COPYRIGHT: (C)2006,JPO&NCIPI

Description

本発明は電気光学的液晶表示材料として有用なネマチック液晶組成物及び、これを用いた液晶表示素子に関する。   The present invention relates to a nematic liquid crystal composition useful as an electro-optical liquid crystal display material and a liquid crystal display element using the same.

液晶表示装置(LCD)は、電卓のディスプレイとして登場して以来、コンピュータの開発と歩みを同じくして、TN-LCD(捻れネマチック液晶表示装置)から、STN-LCDへと表示容量の拡大に対応してきた。STN-LCDはシェファー(Scheffer)等[SID ’85 Digest, 120貢(1985年)]、あるいは衣川等[SID ’86 Digest, 122貢(1986年)]によって開発され、ワードプロセッサ、パーソナルコンピュータなどの高情報処理用の表示に広く普及し始めている。   Since the advent of LCDs as calculator displays, LCDs have been developed and used in the same way as computers to support the expansion of display capacity from TN-LCDs (twisted nematic liquid crystal displays) to STN-LCDs. I have done it. STN-LCD was developed by Scheffer et al [SID '85 Digest, 120 Mitsugu (1985)] or Kinukawa et al [SID '86 Digest, 122 Mitsumi (1986)]. Widespread use in information processing displays.

近年、液晶表示装置、特にSTN-LCDにおける要求特性として、同程度の閾値電圧において、応答速度が速く且つ信頼性が高いことが求められている。液晶表示素子の応答速度を速くするためには、低粘性の液晶組成物が必要となり、閾値電圧を維持したまま、粘度を低減する目的で、誘電率の大きい化合物を使用して、誘電率の小さい化合物の割合を多くしなければならない。しかし、誘電率の大きい化合物は一般に信頼性が悪く、長時間の加熱試験において電流値の上昇が発生することが多いため、誘電率の大きい化合物の使用には限界があった。そのため、閾値電圧を維持したまま、低粘性且つ信頼性の高い液晶組成物の開発が求められていた。   In recent years, as a required characteristic in a liquid crystal display device, in particular, an STN-LCD, a high response speed and high reliability are demanded at the same threshold voltage. In order to increase the response speed of the liquid crystal display device, a low-viscosity liquid crystal composition is required. For the purpose of reducing the viscosity while maintaining the threshold voltage, a compound having a high dielectric constant is used. The proportion of small compounds must be increased. However, a compound having a large dielectric constant is generally unreliable, and an increase in current value often occurs in a long-time heating test, so that there is a limit to the use of a compound having a large dielectric constant. Therefore, development of a liquid crystal composition having low viscosity and high reliability while maintaining the threshold voltage has been demanded.

一方、本発明の必須成分であるシアノベンゼン骨格を有する化合物は既に知られており、電流値を改善できる旨の記載もある(特許文献1参照)。しかしながら、当該引用文献記載の液晶組成物は、モノフルオロシアノベンゼン骨格を有しさらにエステル結合を有する化合物を広く使用することが示唆されている。そのため、より高い信頼性を必要とする現在の液晶組成物においては、加熱時の電流値の上昇は十分低いものとは言えず、より信頼性の高い液晶組成物の開発が求められていた。   On the other hand, a compound having a cyanobenzene skeleton, which is an essential component of the present invention, is already known, and there is a description that the current value can be improved (see Patent Document 1). However, it is suggested that the liquid crystal composition described in the cited document widely uses a compound having a monofluorocyanobenzene skeleton and further having an ester bond. Therefore, in current liquid crystal compositions that require higher reliability, the increase in current value during heating cannot be said to be sufficiently low, and the development of more reliable liquid crystal compositions has been demanded.

特開2002−173680号公報 (18、19頁)JP 2002-173680 A (pages 18, 19)

本願発明の課題は、閾値電圧を一定としたとき、低粘度且つ高信頼性の液晶組成物を提供することである。   An object of the present invention is to provide a liquid crystal composition having low viscosity and high reliability when the threshold voltage is constant.

本願発明の発明者らは上記課題を解決するため鋭意検討を行った結果、特定の液晶化合物を構成部材として用いることにより、閾値電圧を一定としたとき、低粘度且つ高信頼性を確保できることを見出し本願発明の完成に至った。本願発明は、一般式(I)   The inventors of the present invention have conducted extensive studies to solve the above problems, and as a result, by using a specific liquid crystal compound as a constituent member, it is possible to ensure low viscosity and high reliability when the threshold voltage is constant. The headline has been completed. The present invention relates to the general formula (I)

Figure 2006249179
(式中、R1は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物を1種又は2種以上含有し該化合物の含有率が15〜35質量%の範囲であり、一般式(II)
Figure 2006249179
(Wherein R 1 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms). 1 or 2 or more compounds, and the content of the compound is in the range of 15 to 35% by mass, and the general formula (II)

Figure 2006249179
Figure 2006249179

(式中、R2は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、A及びBは、それぞれ独立して1,4-フェニレン基、3-フルオロ-1,4-フェニレン、2,3-ジフルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン、トランス-1,4-シクロヘキシレン基、ピリジン-2,5-ジイル基又はピリミジン-2,5-ジイル基を表し、lは0、1又は2を表し、X1は水素原子又はフッ素原子を表す。)で表される化合物を1種又は2種以上含有し該化合物の含有率が25〜50質量%の範囲であり、一般式(III) (In the formula, R 2 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, A and B are each independently 1,4-phenylene group, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, Represents a trans-1,4-cyclohexylene group, a pyridine-2,5-diyl group or a pyrimidine-2,5-diyl group, l represents 0, 1 or 2, and X 1 represents a hydrogen atom or a fluorine atom. 1) or two or more compounds represented by formula (III), wherein the content of the compound is in the range of 25 to 50% by mass, and the general formula (III)

Figure 2006249179
Figure 2006249179

(式中、R3は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、C1、C2及びC3はそれぞれ独立して、1,4-フェニレン基、2-メチル-1,4-フェニレン、3-フルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン又はピリミジン-1,4-ジイル基を表し、K2及びK3はそれぞれ独立して単結合、−CH2CH2−、−(CH2)4−、−OCH2−、−CH2O−、−COO−、−OCO−又は−C≡C−を表し、R8は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、pは0、1又は2を表す。)で表される化合物を1種又は2種以上含有し該含有率が35〜60質量%であることを特徴とするネマチック液晶組成物を提供し、併せて当該液晶組成物を構成部材とする液晶表示素子を提供する。 (In the formula, R 3 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, C 1 , C 2 and C 3 are each independently 1,4-phenylene group, 2-methyl-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4 Represents a -phenylene or pyrimidine-1,4-diyl group, and K 2 and K 3 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2. O—, —COO—, —OCO— or —C≡C—, wherein R 8 is an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, or an alkenyl having 2 to 16 carbon atoms. A group or an alkenyloxy group having 3 to 16 carbon atoms, p represents 0, 1 or 2), and the content is 35 to 60% by mass. Nematic characterized by being It provides crystal composition, a liquid crystal display element as a constituent member of the liquid crystal composition together.

本発明の液晶組成物は閾値電圧を一定としたとき、低粘度且つ高信頼性である。よって、該液晶組成物を構成部材とするねじれネマチック(TN)もしくは超ねじれネマチック(STN)液晶表示素子での低粘度化、高信頼性化に優れた効果を有している。本願発明の液晶組成物はねじれネマチック(TN)もしくは超ねじれネマチック(STN)液晶表示素子等として有用である。   The liquid crystal composition of the present invention has low viscosity and high reliability when the threshold voltage is constant. Therefore, the present invention has an excellent effect in reducing the viscosity and increasing the reliability in a twisted nematic (TN) or super twisted nematic (STN) liquid crystal display element comprising the liquid crystal composition as a constituent member. The liquid crystal composition of the present invention is useful as a twisted nematic (TN) or super twisted nematic (STN) liquid crystal display element.

本願発明の液晶組成物は一般式(I)で表される化合物を15〜35質量%含有するが、15〜30質量%含有すること好ましく、15〜25質量%含有することがより好ましい。   Although the liquid-crystal composition of this invention contains 15-35 mass% of compounds represented by general formula (I), it is preferable to contain 15-30 mass%, and it is more preferable to contain 15-25 mass%.

一般式(I)において、R1は炭素原子数1〜10のアルキル基、炭素原子数1〜10のアルコキシ基、炭素原子数2〜10のアルケニル基又は炭素原子数2〜10のアルケニルオキシ基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数1〜8のアルコキシ基、炭素原子数2〜8のアルケニル基又は炭素原子数2〜8のアルケニルオキシ基がより好ましく、炭素原子数1〜5のアルキル基、炭素原子数1〜5のアルコキシ基、炭素原子数2〜5のアルケニル基又は炭素原子数2〜5のアルケニルオキシ基が特に好ましい。 In the general formula (I), R 1 is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms. Are more preferable, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms is more preferable. An alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms is particularly preferable.

本願発明の液晶組成物は一般式(II)で表される化合物を25〜50質量%含有するが、25〜45質量%含有することが好ましい。
一般式(II)において、R2は炭素原子数が1〜10のアルキル基、炭素原子数1〜10のアルコキシ基、炭素原子数2〜10のアルケニル基又は炭素原子数が2〜10のアルケニルオキシ基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数1〜8のアルコキシ基又は炭素原子数2〜8のアルケニル基、アルケニルオキシ基がより好ましく、炭素原子数1〜5のアルキル基、炭素原子数1〜5のアルコキシ基、炭素原子数2〜5のアルケニル基又は炭素原子数2〜5のアルケニルオキシ基が特に好ましい。
一般式(II)で表される化合物は具体的には、下記の一般式(II-a)〜一般式(II-h)
Although the liquid-crystal composition of this invention contains 25-50 mass% of compounds represented by general formula (II), it is preferable to contain 25-45 mass%.
In the general formula (II), R 2 is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyl having 2 to 10 carbon atoms. An oxy group is preferable, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group is more preferable, and an alkyl having 1 to 5 carbon atoms. A group, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is particularly preferable.
Specifically, the compound represented by the general formula (II) is represented by the following general formula (II-a) to general formula (II-h).

Figure 2006249179
Figure 2006249179

(式中、R6は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物群から選ばれる化合物が好ましく、一般式(II-a)、一般式(II-b)、一般式(II-c)又は一般式(II-f)で表される化合物がより好ましい。 (Wherein R 6 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms). And a compound selected from the group of compounds represented by formula (II-a), formula (II-b), formula (II-c) or formula (II-f) Is more preferable.

本願発明の液晶組成物は一般式(III)で表される化合物を35〜60質量%含有するが、35〜55質量%含有することがより好ましい。
一般式(III)において、R2は炭素原子数1〜10のアルキル基、炭素原子数1〜10のアルコキシ基、炭素原子数2〜10のアルケニル基又は炭素原子数2〜10のアルケニルオキシ基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数1〜8のアルコキシ基、炭素原子数2〜8のアルケニル基又は炭素原子数2〜8のアルケニルオキシ基がより好ましく、炭素原子数1〜5のアルキル基、炭素原子数1〜5のアルコキシ基、炭素原子数2〜5のアルケニル基又は炭素原子数2〜5のアルケニルオキシ基が特に好ましい。
一般式(III)で表される化合物は具体的には下記の一般式(III-a)〜一般式(III-u)
Although the liquid-crystal composition of this invention contains 35-60 mass% of compounds represented by general formula (III), it is more preferable to contain 35-55 mass%.
In the general formula (III), R 2 is an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms. Are more preferable, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms is more preferable. An alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms is particularly preferable.
The compounds represented by the general formula (III) are specifically the following general formulas (III-a) to (III-u)

Figure 2006249179
Figure 2006249179

(式中、R4及びR5はそれぞれ独立して炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物群から選ばれる化合物が好ましく、一般式(III-a)、一般式(III-c)、一般式(III-d)、一般式(III-g)、一般式(III-h)、一般式(III-j)、一般式(III-l)、一般式(III-q)又は一般式(III-u)で表される化合物がより好ましい。 Wherein R 4 and R 5 are each independently an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or 3 to 16 carbon atoms. And a compound selected from the group of compounds represented by formula (III-a), formula (III-c), formula (III-d), formula (III- g), a compound represented by formula (III-h), formula (III-j), formula (III-l), formula (III-q) or formula (III-u) is more preferred. .

以上より、一般式(I)で表される化合物を1種又は2種以上含有し、該化合物の含有率が15〜35質量%の範囲であり、一般式(II-a)〜一般式(II-h)からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率が25〜50質量%の範囲であり、一般式(III-a)〜一般式(III-u)からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜60質量%の範囲である液晶組成物が好ましい。   As mentioned above, 1 type or 2 types or more of compounds represented by general formula (I) are contained, the content rate of this compound is the range of 15-35 mass%, general formula (II-a)-general formula ( II-h) containing from 1 to 8 compounds selected from the group consisting of compounds having a content of 25 to 50% by mass, represented by the general formula (III-a) to general formula (III-u) A liquid crystal composition containing 1 to 30 compounds selected from the group consisting of) is in the range of 35 to 60% by mass.

本願発明の液晶組成物において、信頼性を特に重視する場合、一般式(IV)   In the liquid crystal composition of the present invention, when the reliability is particularly important, the general formula (IV)

Figure 2006249179
Figure 2006249179

(式中、R4は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、D及びEは、それぞれ独立して1,4-フェニレン基、3-フルオロ-1,4-フェニレン、2,3-ジフルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン又はトランス-1,4-シクロヘキシレン基を表し、mは0、1又は2を表し、K1は単結合又は-CH2CH2-を表し、X6は水素原子又はフッ素原子を表す。)で表される化合物をさらに含有することが好ましい。 (Wherein R 4 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, D and E are each independently 1,4-phenylene group, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene or A trans-1,4-cyclohexylene group, m represents 0, 1 or 2, K 1 represents a single bond or —CH 2 CH 2 —, and X 6 represents a hydrogen atom or a fluorine atom. It is preferable to further contain the represented compound.

一般式(IV)を含有する場合の含有率は、5〜20質量%であることが好ましく、5〜10質量%であることがより好ましい。
一般式(IV)において、R4は炭素原子数1〜10のアルキル基、炭素原子数1〜10のアルコキシ基、2〜10のアルケニル基又は炭素原子数2〜10のアルケニルオキシ基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数1〜8のアルコキシ基、炭素原子数2〜8のアルケニル基又は炭素原子数2〜8のアルケニルオキシ基がより好ましく、炭素原子数1〜5のアルキル基、炭素原子数1〜5のアルコキシ基、炭素原子数2〜5のアルケニル基又は炭素原子数2〜5のアルケニルオキシ基が特に好ましい。
一般式(IV)で表される化合物は具体的には、下記の一般式(IV-a)〜一般式(IV-d)
In the case of containing the general formula (IV), the content is preferably 5 to 20% by mass, and more preferably 5 to 10% by mass.
In the general formula (IV), R 4 is preferably an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms, An alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms is more preferable, and 1 to 5 carbon atoms. Are particularly preferred, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms.
Specific examples of the compound represented by the general formula (IV) include the following general formula (IV-a) to general formula (IV-d):

Figure 2006249179
Figure 2006249179

(式中、R7は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物群から選ばれる化合物が好ましく、一般式(IV-a)、一般式(IV-c)又は一般式(IV-d)で表される化合物がより好ましい。 Wherein R 7 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms. A compound selected from the group of compounds represented by formula (IV) is preferred, and a compound represented by formula (IV-a), formula (IV-c) or formula (IV-d) is more preferred.

以上より、信頼性を特に重視する場合には、一般式(I)で表される化合物を1種又は2種以上含有し、該化合物の含有率が15〜35質量%の範囲であり、一般式(II-a)〜一般式(II-h)からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率が25〜45質量%の範囲であり、一般式(III-a)〜一般式(III-u)からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜55質量%の範囲であり、一般式(IV-a)〜一般式(IV-d)からなる群より選ばれる1種から8種の化合物を含有し含化合物の有率が5〜20質量%であることが好ましい。   From the above, when reliability is particularly emphasized, the compound represented by the general formula (I) is contained in one or more kinds, the content of the compound is in the range of 15 to 35% by mass, 1 to 8 compounds selected from the group consisting of the formula (II-a) to the general formula (II-h) are contained, the content of the compound is in the range of 25 to 45% by mass, and the general formula (III -a) to 1 to 30 compounds selected from the group consisting of the general formula (III-u), the content of the compound is in the range of 35 to 55% by mass, and the general formula (IV-a) It is preferable that 1 to 8 compounds selected from the group consisting of the general formula (IV-d) are contained, and the content of the compound-containing compound is 5 to 20% by mass.

さらに、一般式(I)で表される化合物を1種又は2種以上含有し、該化合物の含有率が15〜35質量%の範囲であり、一般式(II-a)、一般式(II-b)、一般式(II-c)及び一般式(II-f)で表される化合物からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が25〜45質量%の範囲であり、一般式(III-a)、一般式(III-c)、一般式(III-d)、一般式(III-g)、一般式(III-h)、一般式(III-j)、一般式(III-l)、一般式(III-m)、一般式(III-n)、一般式(III-o)、一般式(III-p)、一般式(III-q)及び一般式(III-u)で表される化合物からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜55質量%の範囲であり、一般式(IV-a)、一般式(IV-c)及び一般式(IV-d)で表される化合物からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率がが5〜20質量%であることがより好ましい。   Furthermore, 1 type or 2 types or more of compounds represented by general formula (I) are contained, the content rate of this compound is the range of 15-35 mass%, general formula (II-a), general formula (II -b), containing 1 to 30 compounds selected from the group consisting of compounds represented by general formula (II-c) and general formula (II-f), the content of the compound being 25 to 45 mass % Of the general formula (III-a), general formula (III-c), general formula (III-d), general formula (III-g), general formula (III-h), general formula (III -j), general formula (III-l), general formula (III-m), general formula (III-n), general formula (III-o), general formula (III-p), general formula (III-q ) And a compound represented by the general formula (III-u), and the content of the compound is in the range of 35 to 55% by mass selected from the group consisting of the compounds represented by the general formula (IV). -a), 1 to 8 selected from the group consisting of compounds represented by general formula (IV-c) and general formula (IV-d) It is more preferable content of the compound containing compound is is 5-20 wt%.

本発明の液晶組成物は、上記の化合物以外に、通常のネマチック液晶、スメクチック液晶、コレステリック液晶、2色性色素などを含有していてもよい。又、TN-LCDのリバースツイストドメイン防止のためやSTN-LCDの螺旋構造を誘起するため、カイラル剤を添加しても良い。カイラル剤は通常市販されているものを使用することができる。例えば、コレステリルノナノエート(CN)、メルク社製S-811、R-811、CB-15、C-15などが挙げられる。温度上昇によって誘起螺旋ピッチが長くなるものと短くなるものが知られているが、これらの一方を1種あるいは2種以上を用いても良く、両者を組み合わせて1種あるいは2種以上用いても良い。例えば、TN-LCD、STN-LCD、TFT-LCDにおいては、基板間の厚みdと誘起螺旋ピッチpの商d/pは、0.001〜24の範囲から選ぶことができるが、0.01〜12の範囲が好ましく、0.1〜2の範囲がより好ましく、0.1〜1.5の範囲が更に好ましく、0.1〜1の範囲が更により好ましく、0.1〜0.8の範囲が特に好ましい。   The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, a dichroic dye, and the like in addition to the above compounds. Further, a chiral agent may be added to prevent the reverse twist domain of TN-LCD or to induce the helical structure of STN-LCD. As the chiral agent, commercially available products can be used. Examples thereof include cholesteryl nonanoate (CN), S-811, R-811, CB-15, and C-15 manufactured by Merck. It is known that the induced helical pitch becomes longer and shorter as the temperature rises, but one of these may be used alone or in combination of two or more, or both may be used in combination of one or more. good. For example, in TN-LCD, STN-LCD, and TFT-LCD, the quotient d / p between the thickness d between the substrates and the induced spiral pitch p can be selected from the range of 0.001 to 24, but the range of 0.01 to 12 The range of 0.1 to 2 is more preferable, the range of 0.1 to 1.5 is more preferable, the range of 0.1 to 1 is still more preferable, and the range of 0.1 to 0.8 is particularly preferable.

本願発明の液晶組成物は表示素子を構成した場合の閾値電圧Vthが1.4V程度のとき、粘度ηは25.0mPs・s以下が好ましく、23.0 mPs・s以下がより好ましい。電流値の上昇率I1440 / I0は、100.0以下が好ましく、80.0以下がより好ましい。 The liquid crystal composition of the present invention has a viscosity η of preferably 25.0 mPs · s or less and more preferably 23.0 mPs · s or less when the threshold voltage Vth when the display element is configured is about 1.4V. The rate of increase I 1440 / I 0 is preferably 100.0 or less, and more preferably 80.0 or less.

閾値電圧Vthが1.3V程度のとき、粘度ηは34.0mPs・s以下が好ましく、28.0 mPs・s以下がより好ましい。電流値の上昇率I1440 / I0は、130.0以下が好ましく、95.0以下がより好ましい。 When the threshold voltage Vth is about 1.3 V, the viscosity η is preferably 34.0 mPs · s or less, and more preferably 28.0 mPs · s or less. The rate of increase I 1440 / I 0 is preferably 130.0 or less, and more preferably 95.0 or less.

閾値電圧Vthが1.2V程度のとき、粘度ηは40.0mPs・s以下が好ましく、37.0 mPs・s以下がより好ましい。電流値の上昇率I1440 / I0は、85.0以下が好ましく、15.0以下がより好ましい。 When the threshold voltage Vth is about 1.2 V, the viscosity η is preferably 40.0 mPs · s or less, and more preferably 37.0 mPs · s or less. The increase rate I 1440 / I 0 of the current value is preferably 85.0 or less, and more preferably 15.0 or less.

上記ネマチック液晶組成物はTN-LCD、STN-LCD、OCB-LCD、高分子分散型液晶表示素子、フェーズチェンジ型コレステリック液晶表示素子に有用であるが、TN-LCD、STN-LCDに特に有用である。また、透過型あるいは反射型の液晶表示素子に用いることができる。   The nematic liquid crystal composition is useful for TN-LCD, STN-LCD, OCB-LCD, polymer dispersion type liquid crystal display element, phase change type cholesteric liquid crystal display element, but is particularly useful for TN-LCD and STN-LCD. is there. Further, it can be used for a transmissive or reflective liquid crystal display element.

本発明のTN液晶表示素子は目的に応じて、ねじり角を80°から130°の範囲で選択することができ、85°から110°が好ましい。又、本発明のSTN液晶表示素子は目的に応じて、ねじり角を180°から270°の範囲で選択することができ、220°から260°が好ましい。   In the TN liquid crystal display element of the present invention, the twist angle can be selected in the range of 80 ° to 130 °, preferably 85 ° to 110 °, depending on the purpose. Further, the STN liquid crystal display element of the present invention can select a twist angle in the range of 180 ° to 270 ° according to the purpose, and is preferably 220 ° to 260 °.

以下、実施例と比較例を挙げて本発明を更に詳述するが、本発明はこれらの実施例に限定されるものではない。また、以下の実施例及び比較例の組成物における「%」は『質量%』を意味する。
実施例中、測定した特性は以下の通りである。
TN-I :ネマチック相−等方性液体相転移温度(℃)
Δn :複屈折(20℃及び589nm)
Vth :閾値電圧(V)(25℃)
I0 :電極面積 0.64cm2、セル厚 8.3μmのTNパネルを使用
80℃で0時間放置後の電流値(μA/cm2
I1440 :電極面積 0.64cm2、セル厚 8.3μmのTNパネルを使用
80℃で1440時間放置後の電流値(μA/cm2
I1440 / I0 :電流値の上昇率
化合物の記載に下記の略号を使用する。
-末端の n(数字) : -CnH2n+1 ndm- : CnH2n+1-CH=CH-(CH2)m-1-
-T- : -C≡C- -ndm : -(CnH2n+1-CH=CH-(CH2)m-1)
-F : -F -On : -OCnH2n+1
-VO- : -COO- -CN : -C≡N
-Z- : -CH=N-N=CH- -CF2O- : -CF2-O-
EXAMPLES Hereinafter, although an Example and a comparative example are given and this invention is further explained in full detail, this invention is not limited to these Examples. Further, “%” in the compositions of the following examples and comparative examples means “mass%”.
In the examples, the measured characteristics are as follows.
T NI : Nematic phase-isotropic liquid phase transition temperature (° C)
Δn: birefringence (20 ° C. and 589 nm)
Vth: threshold voltage (V) (25 ° C)
I 0 : Use a TN panel with an electrode area of 0.64 cm 2 and a cell thickness of 8.3 μm
Current value after standing for 0 hours at 80 ℃ (μA / cm 2 )
I 1440 : TN panel with electrode area of 0.64cm 2 and cell thickness of 8.3μm is used.
Current value after leaving for 1440 hours at 80 ℃ (μA / cm 2 )
I 1440 / I 0 : Rate of increase in current value The following abbreviations are used in the description of the compound.
-Terminal n (number): -C n H 2n + 1 ndm-: C n H 2n + 1 -CH = CH- (CH 2 ) m-1-
-T-: -C≡C- -ndm:-(C n H 2n + 1 -CH = CH- (CH 2 ) m-1 )
-F: -F -On: -OC n H 2n + 1
-VO-: -COO- -CN: -C≡N
-Z-: -CH = NN = CH- -CF 2 O-: -CF 2 -O-

Figure 2006249179
例えば、以下に示すように略号を用いる。
Figure 2006249179
For example, abbreviations are used as shown below.

Figure 2006249179
Figure 2006249179

(実施例1及び比較例1から2)
液晶組成物No.1(実施例1)、液晶組成物M1(比較例1)、液晶組成物M2(比較例2)を調製しこれらの物性値を表1に示す。
今回比較を行ったI1440 / I0は、液晶と接触する配向膜、シール剤等で値や上昇率が変化する。よって、物性値の比較を行うためには、実施例と比較例に使用するパネルに同様なものを使用してTni、Δn、Vth等の物性値をほぼ同等に揃え相対比較を行う必要がある。
実施例1、比較例1及び比較例2においては、閾値電圧を1.4V付近に揃え、さらにTni、Δn等の物性値も公正な比較のためほぼ同等に揃えている。
(Example 1 and Comparative Examples 1 and 2)
Liquid crystal composition No. 1 (Example 1), liquid crystal composition M1 (Comparative Example 1), and liquid crystal composition M2 (Comparative Example 2) were prepared and their physical properties are shown in Table 1.
The value and rate of increase of I 1440 / I 0 compared this time vary depending on the alignment film, the sealing agent, etc. that are in contact with the liquid crystal. Therefore, in order to compare the physical property values, it is necessary to perform the relative comparison by aligning the physical property values such as Tni, Δn, Vth, etc. almost equally by using the same panels for the examples and comparative examples. .
In Example 1, Comparative Example 1 and Comparative Example 2, the threshold voltages are set to around 1.4 V, and the physical property values such as Tni and Δn are set to be approximately equal for fair comparison.

Figure 2006249179
Figure 2006249179

表1に示すように、実施例1の液晶組成物は、比較例1に比べ電流値の上昇率I1440 / I0を大幅に抑制している。また、比較例2に比べて粘度ηが大幅に低下している。よって、本願発明の液晶組成物は粘度ηが小さく、電流値の上昇率I1440 / I0が小さいことが明らかである。 As shown in Table 1, the liquid crystal composition of Example 1 significantly suppressed the rate of increase I 1440 / I 0 of the current value compared to Comparative Example 1. Further, the viscosity η is greatly reduced as compared with Comparative Example 2. Therefore, it is clear that the liquid crystal composition of the present invention has a small viscosity η and a small increase rate I 1440 / I 0 of the current value.

(実施例2及び比較例3から4)
液晶組成物No.2(実施例2)、液晶組成物M3(比較例3)、液晶組成物M4(比較例4)を調製しこれらの物性値を表2に示す。
実施例2、比較例3及び比較例4においては、閾値電圧を1.3V付近に揃え、さらにTni、Δn等の物性値も公正な比較のためほぼ同等に揃えている。
(Example 2 and Comparative Examples 3 to 4)
A liquid crystal composition No. 2 (Example 2), a liquid crystal composition M3 (Comparative Example 3), and a liquid crystal composition M4 (Comparative Example 4) were prepared.
In Example 2, Comparative Example 3 and Comparative Example 4, the threshold voltages are set to around 1.3 V, and the physical property values such as Tni and Δn are set to be approximately equal for fair comparison.

Figure 2006249179
Figure 2006249179

表2に示すように、実施例2の液晶組成物は、比較例3に比べ電流値の上昇率I1440 / I0を大幅に抑制している。また、比較例4に比べて粘度ηが大幅に低下している。よって、実施例2の液晶組成物もまた粘度ηが小さく、電流値の上昇率I1440 / I0が小さいことが明らかである。 As shown in Table 2, the liquid crystal composition of Example 2 significantly suppresses the increase rate I 1440 / I 0 of the current value as compared with Comparative Example 3. In addition, the viscosity η is greatly reduced as compared with Comparative Example 4. Therefore, it is clear that the liquid crystal composition of Example 2 also has a small viscosity η and a small current value increase rate I 1440 / I 0 .

(実施例3及び比較例5から6)
液晶組成物No.3(実施例3)、液晶組成物M5(比較例5)、液晶組成物M6(比較例6)を調製しこれらの物性値を表3に示す。
実施例3、比較例5及び比較例6においては、閾値電圧を1.2V付近に揃え、さらにTni、Δn等の物性値も公正な比較のためほぼ同等に揃えている。
(Example 3 and Comparative Examples 5 to 6)
Liquid crystal composition No. 3 (Example 3), liquid crystal composition M5 (Comparative Example 5), and liquid crystal composition M6 (Comparative Example 6) were prepared, and their physical properties are shown in Table 3.
In Example 3, Comparative Example 5 and Comparative Example 6, the threshold voltages are set to around 1.2 V, and the physical property values such as Tni and Δn are set to be approximately equal for fair comparison.

Figure 2006249179
Figure 2006249179

表3に示すように、実施例3の液晶組成物は、比較例5に比べ電流値の上昇I1440 / I0を大幅に抑制している。また、比較例6に比べて粘度ηが大幅に低下している。よって、実施例3の液晶組成物もまた粘度ηが小さく、電流値の上昇率I1440 / I0が小さいことが明らかである。

As shown in Table 3, the liquid crystal composition of Example 3 significantly suppresses the increase in current value I 1440 / I 0 as compared with Comparative Example 5. In addition, the viscosity η is significantly reduced as compared with Comparative Example 6. Therefore, it is clear that the liquid crystal composition of Example 3 also has a small viscosity η and a small increase rate I 1440 / I 0 of the current value.

Claims (10)

一般式(I)
Figure 2006249179
(式中、R1は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物を1種又は2種以上含有し該化合物の含有率が15〜35質量%の範囲であり、一般式(II)
Figure 2006249179
(式中、R2は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、A及びBは、それぞれ独立して1,4-フェニレン基、3-フルオロ-1,4-フェニレン、2,3-ジフルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン、トランス-1,4-シクロヘキシレン基、ピリジン-2,5-ジイル基又はピリミジン-2,5-ジイル基を表し、lは0、1又は2を表し、X1は水素原子又はフッ素原子を表す。)で表される化合物を1種又は2種以上含有し該化合物の含有率が25〜50質量%の範囲であり、一般式(III)
Figure 2006249179
(式中、R3は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、C1、C2及びC3はそれぞれ独立して、1,4-フェニレン基、2-メチル-1,4-フェニレン、3-フルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン又はピリミジン-1,4-ジイル基を表し、K2及びK3はそれぞれ独立して単結合、−CH2CH2−、−(CH2)4−、−OCH2−、−CH2O−、−COO−、−OCO−又は−C≡C−を表し、R8は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、pは0、1又は2を表す。)で表される化合物を1種又は2種以上含有し該含有率が35〜60質量%であることを特徴とするネマチック液晶組成物。
Formula (I)
Figure 2006249179
(Wherein R 1 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms). 1 or 2 or more compounds, and the content of the compound is in the range of 15 to 35% by mass, and the general formula (II)
Figure 2006249179
(In the formula, R 2 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, A and B are each independently 1,4-phenylene group, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, Represents a trans-1,4-cyclohexylene group, a pyridine-2,5-diyl group or a pyrimidine-2,5-diyl group, l represents 0, 1 or 2, and X 1 represents a hydrogen atom or a fluorine atom. 1) or two or more compounds represented by formula (III), wherein the content of the compound is in the range of 25 to 50% by mass, and the general formula (III)
Figure 2006249179
(In the formula, R 3 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, C 1 , C 2 and C 3 are each independently 1,4-phenylene group, 2-methyl-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4 Represents a -phenylene or pyrimidine-1,4-diyl group, and K 2 and K 3 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2. O—, —COO—, —OCO— or —C≡C—, wherein R 8 is an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, or an alkenyl having 2 to 16 carbon atoms A group or an alkenyloxy group having 3 to 16 carbon atoms, p represents 0, 1 or 2), and the content is 35 to 60% by mass. Nematic characterized by being Crystal composition.
一般式(IV)
Figure 2006249179
(式中、R4は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表し、D及びEは、それぞれ独立して1,4-フェニレン基、3-フルオロ-1,4-フェニレン、2,3-ジフルオロ-1,4-フェニレン、3,5-ジフルオロ-1,4-フェニレン又はトランス-1,4-シクロヘキシレン基を表し、mは0、1又は2を表し、K1は単結合又は-CH2CH2-を表し、X6は水素原子又はフッ素原子を表す。)で表される化合物を1種又は2種以上含有し該化合物の含有率が5〜20質量%であり、一般式(II)で表される化合物の該含有率が25〜45質量%であり、一般式(III)で表される化合物の該含有率が35〜55質量%である請求項1記載の液晶組成物。
Formula (IV)
Figure 2006249179
(Wherein R 4 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms, D and E are each independently 1,4-phenylene group, 3-fluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene or Represents a trans-1,4-cyclohexylene group, m represents 0, 1 or 2, K 1 represents a single bond or —CH 2 CH 2 —, and X 6 represents a hydrogen atom or a fluorine atom. 1 type or 2 or more types of the compound represented, The content rate of this compound is 5-20 mass%, This content rate of the compound represented by general formula (II) is 25-45 mass%, 2. The liquid crystal composition according to claim 1, wherein the content of the compound represented by the general formula (III) is 35 to 55% by mass.
一般式(II)の化合物として、下記の一般式(II-a)〜一般式(II-h)
Figure 2006249179
(式中、R6は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物からなる群より選ばれる1種又は2種以上の化合物を含有する請求項1又は2記載の液晶組成物。
As a compound of general formula (II), the following general formula (II-a) to general formula (II-h)
Figure 2006249179
(Wherein R 6 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms). 3. The liquid crystal composition according to claim 1 or 2, comprising one or more compounds selected from the group consisting of compounds represented by:
一般式(III)の化合物として、下記の一般式(III-a)〜一般式(III-u)
Figure 2006249179
(式中、R4及びR5はそれぞれ独立して炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物からなる群より選ばれる1種又は2種以上の化合物を含有する請求項1、2又は3記載の液晶組成物。
As a compound of general formula (III), the following general formula (III-a) to general formula (III-u)
Figure 2006249179
Wherein R 4 and R 5 are each independently an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or 3 to 16 carbon atoms. 4. The liquid crystal composition according to claim 1, 2 or 3, comprising one or more compounds selected from the group consisting of compounds represented by:
一般式(II-a)〜一般式(II-h)からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率が25〜50質量%の範囲であり、一般式(III-a)〜一般式(III-u)からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜60質量%の範囲である請求項4記載の液晶組成物。 1 to 8 compounds selected from the group consisting of general formula (II-a) to general formula (II-h) are contained, and the content of the compound is in the range of 25 to 50% by mass. 5. The liquid crystal composition according to claim 4, comprising from 1 to 30 compounds selected from the group consisting of III-a) to general formula (III-u), wherein the content of the compound is in the range of 35 to 60% by mass. object. 一般式(IV)の化合物として、下記の一般式(IV-a)〜一般式(IV-d)
Figure 2006249179
(式中、R7は炭素原子数1〜16のアルキル基、炭素原子数1〜16のアルコキシル基、炭素原子数2〜16のアルケニル基又は炭素原子数3〜16のアルケニルオキシ基を表す。)で表される化合物からなる群より選ばれる1種又は2種以上の化合物を含有する請求項2又は4記載の液晶化合物。
As a compound of general formula (IV), the following general formula (IV-a) to general formula (IV-d)
Figure 2006249179
Wherein R 7 represents an alkyl group having 1 to 16 carbon atoms, an alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 3 to 16 carbon atoms. 5. The liquid crystal compound according to claim 2, comprising one or more compounds selected from the group consisting of compounds represented by formula (1):
、一般式(II-a)〜一般式(II-h)からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率が25〜45質量%の範囲であり、一般式(III-a)〜一般式(III-u)からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜55質量%の範囲であり、一般式(IV-a)〜一般式(IV-d)からなる群より選ばれる1種から8種の化合物を含有し含化合物の有率が5〜20質量%である請求項6記載の液晶組成物。 , Containing 1 to 8 compounds selected from the group consisting of general formula (II-a) to general formula (II-h), the content of the compound being in the range of 25 to 45% by mass, (III-a) to 1 to 30 compounds selected from the group consisting of the general formula (III-u), the content of the compound is in the range of 35 to 55% by mass, and the general formula (IV- 7. The liquid crystal composition according to claim 6, wherein the liquid crystal composition comprises 1 to 8 compounds selected from the group consisting of a) to general formula (IV-d), and the content of the compound-containing compound is 5 to 20% by mass. 一般式(II-a)、一般式(II-b)、一般式(II-c)及び一般式(II-f)で表される化合物からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が25〜45質量%の範囲であり、一般式(III-a)、一般式(III-c)、一般式(III-d)、一般式(III-g)、一般式(III-h)、一般式(III-j)、一般式(III-l)、一般式(III-m)、一般式(III-n)、一般式(III-o)、一般式(III-p)、一般式(III-q)及び一般式(III-u)で表される化合物からなる群より選ばれる1種から30種の化合物を含有し該化合物の含有率が35〜55質量%の範囲であり、一般式(IV-a)、一般式(IV-c)及び一般式(IV-d)で表される化合物からなる群より選ばれる1種から8種の化合物を含有し該化合物の含有率がが5〜20質量%の範囲である請求項6記載の液晶組成物。 1 to 30 compounds selected from the group consisting of compounds represented by formula (II-a), formula (II-b), formula (II-c) and formula (II-f) And the content of the compound is in the range of 25 to 45% by mass, the general formula (III-a), the general formula (III-c), the general formula (III-d), the general formula (III-g), General formula (III-h), general formula (III-j), general formula (III-l), general formula (III-m), general formula (III-n), general formula (III-o), general formula (III-p), 1 to 30 compounds selected from the group consisting of compounds represented by general formula (III-q) and general formula (III-u), wherein the content of the compound is 35 to 1 to 8 compounds selected from the group consisting of compounds represented by general formula (IV-a), general formula (IV-c) and general formula (IV-d) 7. The liquid crystal composition according to claim 6, wherein the content of the compound is 5 to 20% by mass. 請求項1〜8の何れかに記載の液晶組成物を用いた、液晶表示素子。 A liquid crystal display device using the liquid crystal composition according to claim 1. 請求項1〜8の何れかに記載の液晶組成物を用いた、超ねじれネマチック(STN)液晶表示素子。
A super twisted nematic (STN) liquid crystal display element using the liquid crystal composition according to claim 1.
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