JP4984105B2 - Liquid crystal composition and liquid crystal display element - Google Patents

Liquid crystal composition and liquid crystal display element Download PDF

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JP4984105B2
JP4984105B2 JP2000226280A JP2000226280A JP4984105B2 JP 4984105 B2 JP4984105 B2 JP 4984105B2 JP 2000226280 A JP2000226280 A JP 2000226280A JP 2000226280 A JP2000226280 A JP 2000226280A JP 4984105 B2 JP4984105 B2 JP 4984105B2
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carbon atoms
liquid crystal
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crystal composition
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JP2002038156A (en
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豪 須藤
正太郎 川上
博之 大西
直枝 加藤
晴義 高津
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DIC Corp
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Description

【0001】
【産業上の利用分野】
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。
【0002】
【従来の技術】
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、コンピューター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頁(1985年)]、あるいは衣川等[SID'86 Digest, 122頁(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はじめている。最近、STN-LCDでの応答特性を改善する目的でアクティブ・アドレッシング駆動方式が提案されている。(Proc.12th International Display Research Conference p.503,1992年)また、携帯用端末表示(Personal Digital Assistance)ではより広い温度域で良好な表示特性が要求されている。この様な液晶材料として粘性が低く、駆動電圧が低くなおかつ広い温度範囲に対して一定値を保持することや、あるいは種々の時分割に対応した周波数範囲で駆動電圧が変動しないことが要求されている。しかし、表示素子に組み込んだときの応答速度やコントラストなどはまだ十分とは言えず、現在も新しい液晶化合物あるいは液晶組成物の提案がなされている。
【0003】
【発明が解決しようとする課題】
LCDの急速な用途拡大に伴い、室内で使用されるだけでなく、コンピューターの携帯端末ディスプレイ、車載用計器、屋外使用計測機のディスプレイのように、温度条件の過酷な屋外で使用されることが増加してきた。LCDが置かれる環境の温度変化による表示コントラストの低下が問題になってきている。この周囲の温度変化によるLCD表示品位の低下の原因は、閾値電圧Vthの温度依存性に起因するところが大きい。閾値電圧Vthの温度変化の原因としては、ネマチック液晶の弾性定数・誘電率などの温度変化と添加したカイラル物質の固有ピッチの温度変化が考えられる。カイラル物質の固有ピッチの温度変化を制御することにより、閾値電圧の温度依存性を改善する提案は既に行われている(特開昭55-38869公報)。しかし、母体液晶とカイラル物質の組み合わせにより、その効果が変化する事や、カイラル量を増やすことにより、レスポンス等の表示特性に悪影響を及ぼすことが問題になっていた。また、液晶中に含まれるイオン性物質の易動度の温度変化により電流値が増加するため、液晶にかかる実効値電圧がイオンにより消費され、コントラストが低下する現象が起こっているため、電流値の抑制がコントラストの改善には重要な因子となる。
【0004】
本発明が解決しようとする課題は、駆動電圧の温度依存性を改善し、コントラストが高く、レスポンスも速く、また上述の現在の液晶組成物が持つ問題点を軽減できる液晶組成物を提供すること、また、この液晶組成物を使用した液晶表示素子を提供することにある。
【0005】
【課題を解決するための手段】
本発明は、上記課題を解決するために、種々の液晶化合物を用いた液晶組成物を検討した結果以下の液晶組成物を見い出した。
発明1.第一成分として一般式(I)
【化4】

Figure 0004984105
(式中、R1は炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表す。但し、R1がアルケニルである場合、R1中に存在する二重結合はベンゼン環から必ず1つ以上の炭素原子を隔てている。)から選ばれる化合物を1種もしくは2種以上を含有し、第二成分として一般式(II)
【0006】
【化5】
Figure 0004984105
(式中、R2、R3はそれぞれ独立的にフッ素置換されていても良い炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数3〜16のアルケニル基を表す。但しR2、R3がアルケニルである場合、R2、R3中に存在する二重結合はベンゼン環から必ず1つ以上の炭素原子を隔てている。)から選ばれる化合物を1種もしくは2種以上を含有し、なおかつネマチック相上限温度が75℃以上であり、屈折率の異方性(Δn)が0.07〜0.18の範囲であることを特徴とする液晶組成物。
【0007】
発明2.第三成分として一般式(III)
【化6】
Figure 0004984105
(式中、R4、R5はそれぞれ独立的にフッ素置換されていても良い炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表し、環A、環B及び環Cはそれぞれ独立的にフッ素原子により置換されていてもよい1,4-フェニレン基、2-メチル-1,4-フェニレン基、3-メチル-1,4-フェニレン基、ナフタレン-2,6-ジイル基、フェナントレン-2,7-ジイル基、フルオレン-2,7-ジイル基、トランス-1,4-シクロヘキシレン基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基、デカヒドロナフタレン-2,6-ジイル基、トランス-1,3ジオキサン-2,5-ジイル基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基またはピリダジン-2,5-ジイル基を表し、lは0、1もしくは2を表し、Z1、Z2は単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-または-C≡C-表す。)から選ばれる化合物を1種もしくは2種以上を含有することを特徴とする本発明1記載の液晶組成物。
【0008】
発明3.本発明1または2記載の液晶組成物を用いた液晶表示素子。
発明4.本発明1または2記載の液晶組成物を用いたねじれ角が180°〜270°であることを特徴とする超捩れネマチック(STN)液晶表示素子。
【0009】
発明1において、第一成分として一般式(I)から選ばれる化合物を1種もしくは2種以上を含有するが、1種もしくは2種が好ましい。また、式中R1は炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表すが、炭素原子数1〜16のアルキル基、炭素原子数2〜16のアルケニル基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数2〜8のアルケニル基がより好ましく、1〜5のアルキル基もしくはアルケニル基としてRCH2=CH2-(CH2)o(R=H、CH3-、CH3CH2CH2-、o=0、2)が特に好ましい。第一成分の含有量は、3質量%〜20質量%が好ましく、更に好ましくは5質量%〜10質量%である。第二成分として一般式(II)から選ばれる化合物を1種もしくは2種以上を含有するが、1種含まれることが好ましい。第二成分の含有量は、5質量%〜30質量%が好ましく、更に好ましくは10質量%〜20質量%である。
この液晶組成物はネマチック相上限温度が75℃以上であることを特徴とするが、80℃以上が好ましく、85℃以上が特に好ましい。また、Δnは0.07〜0.18の範囲であることを特徴とするが、0.08〜0.17が好ましい。
【0010】
R2、R3、R4、R5はそれぞれ独立的にフッ素置換されていても良い炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表すが、炭素原子数1〜16のアルキル基、炭素原子数2〜16のアルケニル基が好ましく、炭素原子数1〜8のアルキル基、炭素原子数2〜8のアルケニル基がより好ましく、1〜5のアルキル基もしくはアルケニル基としてRCH2=CH2-(CH2)o(R=H、CH3-、CH3CH2CH2-、o=0、2)が特に好ましい。環A、環B及び環Cはそれぞれ独立的にフッ素原子により置換されていてもよい1,4-フェニレン基、2-メチル-1,4-フェニレン基、3-メチル-1,4-フェニレン基、ナフタレン-2,6-ジイル基、フェナントレン-2,7-ジイル基、フルオレン-2,7-ジイル基、トランス-1,4-シクロヘキシレン基、1,2,3,4-テトラヒドロナフタレン-2,6-ジイル基、デカヒドロナフタレン-2,6-ジイル基、トランス-1,3ジオキサン-2,5-ジイル基、ピリジン-2,5-ジイル基、ピリミジン-2,5-ジイル基、ピラジン-2,5-ジイル基またはピリダジン-2,5-ジイル基を表すが、1,4-フェニレン基、トランス-1,4-シクロヘキシレン基が好ましく、環A、Bにおいてはトランス-1,4-シクロヘキシレン基がより好ましく、環Cにおいては1,4-フェニレン基が好ましい。lは0、1もしくは2を表すが、0もしくは1が好ましい。Z1、Z2はそれぞれ独立的に単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-または-C≡C-表すが、単結合もしくは-CH2CH2-が好ましく、単結合がより好ましい。
【0011】
発明2において、第三成分として一般式(III)から選ばれる化合物を1種もしくは2種以上を含有するが、3種〜20種が好ましく、5種〜15種が特に好ましい。第三成分の含有率は5質量%〜90質量%であるが、30質量%〜80質量%が好ましく、40質量%〜70質量%が特に好ましい。
【0012】
上記ネマチック液晶組成物はTN-LCDやSTN-LCDに有用であるが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。
本発明の液晶組成物は、上記一般式(I)〜(III)で表される化合物以外に、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などを含有していてもよい。
【実施例】
以下、実施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。
【0013】
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(℃)
T→N :固体相又はスメクチック相−ネマチック相転移温度(℃)
Vth :セル厚6μmのTN-LCDを構成した時のしきい値電圧(V)
Δn :複屈折率
τ :STN-LCDに注入したときの25℃におけるレスポンス(msec)
(立ち上がり時間と立ち下がり時間の平均値)
dV/dT:閾値電圧の温度依存性
STN-LCD表示素子の作成は以下のように行った。ネマチック液晶組成物にカイラル物質「S-811」(メルク社製)を添加して混合液晶を調製し、対向する平面透明電極上に「サンエバー610」(日産化学社製)の有機膜をラビングして配向膜を形成したツイスト角240°のSTN-LCD表示用セルに注入した。なお、カイラル物質はカイラル物質の添加による混合液晶の固有らせんピッチPと表示用セルのセル厚dが、Δn・d=0.85、d/P=0.50となるように添加した。
【0014】
化合物の記載に下記の略号を使用する。
Figure 0004984105
【化7】
Figure 0004984105
【0015】
例えば、以下に示すように略号を用いる。
【化8】
Figure 0004984105
【0016】
(実施例1、2・比較例1)
ネマチック液晶組成物No.1、No.2を調製し、この組成物の諸特性を測定した結果を比較例1と共に表1に示す。
【表1】
Figure 0004984105
比較例1中の3-Cy-Ph-CNを5-Np1-Ph3-Fに置換することにより、実施例1、2を作製した。閾値電圧の温度依存性dV/dTは、低温領域(-20℃〜25℃)においても、高温領域(25℃〜50℃)においても改善されていることがわかる。さらに、レスポンスも220msecより、190msec、185msecと改善されている。
【発明の効果】
本発明の液晶材料の組み合わせによって、温度依存性が良く、かつ、応答速度が速い誘電率異方性の高い液晶組成物が得られた。また、この組成物を液晶表示素子として用いた場合、閾値電圧が低く優れたものであった。この液晶ディスプレイはSTNおよびTN-LCDとして非常に有用である。[0001]
[Industrial application fields]
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.
[0002]
[Prior art]
The liquid crystal display (LCD) has been used as a calculator display, and it has been the same as the development of computers to support the expansion of display capacity from TN-LCD (twisted nematic liquid crystal display) to STN-LCD. I have done it. STN-LCD was developed by Schefer et al. [SID'85 Digest, 120 (1985)] or Kinugawa et al. [SID'86 Digest, 122 (1986)]. Word processors, personal computers, etc. It has begun to spread widely in the display for high information processing. Recently, an active addressing drive system has been proposed for the purpose of improving the response characteristics of STN-LCD. (Proc. 12th International Display Research Conference p.503, 1992) In addition, in portable terminal display (Personal Digital Assistance), good display characteristics are required in a wider temperature range. As such a liquid crystal material, it is required that the viscosity is low, the driving voltage is low and a constant value is maintained over a wide temperature range, or that the driving voltage does not fluctuate in a frequency range corresponding to various time divisions. Yes. However, the response speed and contrast when incorporated in a display element are still not sufficient, and new liquid crystal compounds or liquid crystal compositions have been proposed.
[0003]
[Problems to be solved by the invention]
With the rapid expansion of LCD applications, it is not only used indoors but also used outdoors with severe temperature conditions, such as computer mobile terminal displays, in-vehicle instruments, and displays used outdoors. It has increased. A decrease in display contrast due to temperature changes in the environment where the LCD is placed has become a problem. The cause of the deterioration of the LCD display quality due to the ambient temperature change is largely due to the temperature dependence of the threshold voltage Vth. As a cause of the temperature change of the threshold voltage Vth, a temperature change such as an elastic constant and a dielectric constant of the nematic liquid crystal and a temperature change of the intrinsic pitch of the added chiral substance can be considered. Proposals have already been made to improve the temperature dependence of the threshold voltage by controlling the temperature change of the natural pitch of the chiral substance (Japanese Patent Laid-Open No. 55-38869). However, there are problems that the effect changes depending on the combination of the base liquid crystal and the chiral substance, and that the display characteristics such as response are adversely affected by increasing the chiral amount. In addition, since the current value increases due to temperature changes in the mobility of ionic substances contained in the liquid crystal, the phenomenon that the effective voltage applied to the liquid crystal is consumed by ions and the contrast is reduced occurs. Suppression is an important factor for improving contrast.
[0004]
The problem to be solved by the present invention is to provide a liquid crystal composition that improves the temperature dependency of the driving voltage, has a high contrast, has a quick response, and can reduce the problems of the above-mentioned current liquid crystal compositions. Another object of the present invention is to provide a liquid crystal display device using the liquid crystal composition.
[0005]
[Means for Solving the Problems]
The present invention has found the following liquid crystal compositions as a result of examining liquid crystal compositions using various liquid crystal compounds in order to solve the above problems.
Invention 1. General formula (I) as the first component
[Formula 4]
Figure 0004984105
(Wherein R 1 is an alkyl group or alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, an alkenyloxy group having 3 to 16 carbon atoms, or an alkoxyl group having 1 to 10 carbon atoms. Represents an alkyl group having 1 to 12 carbon atoms substituted with a group, provided that when R 1 is alkenyl, the double bond present in R 1 must be separated from the benzene ring by at least one carbon atom. A compound selected from the group consisting of one or more compounds selected from general formula (II)
[0006]
[Chemical formula 5]
Figure 0004984105
(Wherein R 2 and R 3 each independently represents an alkyl group or alkoxyl group having 1 to 16 carbon atoms which may be fluorine-substituted, or an alkenyl group having 3 to 16 carbon atoms, provided that R 2 , When R 3 is alkenyl, the double bond present in R 2 and R 3 always has at least one carbon atom separated from the benzene ring.) Contains one or more compounds selected from In addition, a liquid crystal composition having a nematic phase upper limit temperature of 75 ° C. or higher and a refractive index anisotropy (Δn) in the range of 0.07 to 0.18.
[0007]
Invention 2. General formula (III) as the third component
[Chemical 6]
Figure 0004984105
(In the formula, R 4 and R 5 each independently may be fluorine-substituted alkyl group or alkoxyl group having 1 to 16 carbon atoms, alkenyl group having 2 to 16 carbon atoms, or 3 to 16 carbon atoms. Or an alkyl group having 1 to 12 carbon atoms substituted with an alkoxyl group having 1 to 10 carbon atoms, wherein ring A, ring B and ring C are each independently substituted with a fluorine atom. 1,4-phenylene group, 2-methyl-1,4-phenylene group, 3-methyl-1,4-phenylene group, naphthalene-2,6-diyl group, phenanthrene-2,7-diyl group, Fluorene-2,7-diyl group, trans-1,4-cyclohexylene group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group, trans- 1,3 dioxane-2,5-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group Or a pyridazine-2,5-diyl group, l represents 0, 1 or 2, Z 1 and Z 2 are a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 The liquid crystal composition according to the first aspect of the invention is characterized by containing one or more compounds selected from-, -CH 2 O- or -C≡C-).
[0008]
Invention 3. A liquid crystal display device using the liquid crystal composition according to the present invention 1 or 2.
Invention 4. A super twisted nematic (STN) liquid crystal display element using the liquid crystal composition according to the first or second aspect of the present invention, having a twist angle of 180 ° to 270 °.
[0009]
In the invention 1, the first component contains one or more compounds selected from the general formula (I), but one or two compounds are preferable. In the formula, R 1 is an alkyl group or alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, an alkenyloxy group having 3 to 16 carbon atoms, or an alkoxyl having 1 to 10 carbon atoms. Represents an alkyl group having 1 to 12 carbon atoms substituted with a group, preferably an alkyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, an alkyl group having 1 to 8 carbon atoms, An alkenyl group having 2 to 8 carbon atoms is more preferable, and RCH 2 = CH 2- (CH 2 ) o (R = H, CH 3- , CH 3 CH 2 CH 2 -as an alkyl group or alkenyl group having 1 to 5 carbon atoms. , O = 0, 2) are particularly preferred. The content of the first component is preferably 3% by mass to 20% by mass, and more preferably 5% by mass to 10% by mass. As the second component, one or more compounds selected from general formula (II) are contained, but one kind is preferably contained. The content of the second component is preferably 5% by mass to 30% by mass, and more preferably 10% by mass to 20% by mass.
The liquid crystal composition has a nematic phase upper limit temperature of 75 ° C. or higher, preferably 80 ° C. or higher, particularly preferably 85 ° C. or higher. In addition, Δn is characterized by being in the range of 0.07 to 0.18, preferably 0.08 to 0.17.
[0010]
R 2 , R 3 , R 4 , and R 5 are each independently a fluorine-substituted alkyl group or alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or 3 carbon atoms. Represents an alkenyloxy group having 16 to 16 carbon atoms or an alkyl group having 1 to 12 carbon atoms substituted with an alkoxyl group having 1 to 10 carbon atoms, but an alkyl group having 1 to 16 carbon atoms or 2 to 16 carbon atoms Alkenyl group is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkenyl group having 2 to 8 carbon atoms, and RCH 2 = CH 2- (CH 2 ) o as an alkyl group or alkenyl group having 1 to 5 carbon atoms. (R = H, CH 3- , CH 3 CH 2 CH 2- , o = 0, 2) is particularly preferred. Ring A, Ring B and Ring C are each independently a 1,4-phenylene group, a 2-methyl-1,4-phenylene group or a 3-methyl-1,4-phenylene group which may be substituted with a fluorine atom , Naphthalene-2,6-diyl group, phenanthrene-2,7-diyl group, fluorene-2,7-diyl group, trans-1,4-cyclohexylene group, 1,2,3,4-tetrahydronaphthalene-2 , 6-diyl group, decahydronaphthalene-2,6-diyl group, trans-1,3 dioxane-2,5-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine -2,5-diyl group or pyridazine-2,5-diyl group, 1,4-phenylene group and trans-1,4-cyclohexylene group are preferred, and in rings A and B, trans-1,4 A -cyclohexylene group is more preferable, and in the ring C, a 1,4-phenylene group is preferable. l represents 0, 1 or 2, with 0 or 1 being preferred. Z 1 and Z 2 each independently represent a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O— or —C≡C—, —CH 2 CH 2 — is preferable, and a single bond is more preferable.
[0011]
In the invention 2, the third component contains one or more compounds selected from the general formula (III), preferably 3 to 20 types, particularly preferably 5 to 15 types. The content of the third component is 5% by mass to 90% by mass, preferably 30% by mass to 80% by mass, and particularly preferably 40% by mass to 70% by mass.
[0012]
The nematic liquid crystal composition is useful for TN-LCD and STN-LCD, but is particularly useful for STN-LCD. Further, it can be used for a transmissive or reflective liquid crystal display element.
The liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals and the like in addition to the compounds represented by the above general formulas (I) to (III).
【Example】
EXAMPLES Hereinafter, although an Example is 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%”.
[0013]
In the examples, the measured characteristics 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)
Vth: Threshold voltage (V) when a TN-LCD with a cell thickness of 6μm is constructed
Δn: Birefringence τ: Response at 25 ° C (msec) when injected into STN-LCD
(Average of rise time and fall time)
dV / dT: Temperature dependence of threshold voltage
The STN-LCD display element was created as follows. A chiral substance `` S-811 '' (Merck) was added to the nematic liquid crystal composition to prepare a mixed liquid crystal, and an organic film of `` Sunever 610 '' (Nissan Chemical) was rubbed on the opposing flat transparent electrode. Then, it was injected into an STN-LCD display cell having a twist angle of 240 ° on which an alignment film was formed. The chiral material was added so that the intrinsic helical pitch P of the mixed liquid crystal and the cell thickness d of the display cell were Δn · d = 0.85 and d / P = 0.50 by adding the chiral material.
[0014]
The following abbreviations are used in the description of compounds.
Figure 0004984105
[Chemical 7]
Figure 0004984105
[0015]
For example, abbreviations are used as shown below.
[Chemical 8]
Figure 0004984105
[0016]
(Examples 1 and 2 and Comparative Example 1)
Table 1 shows the results of preparing nematic liquid crystal compositions No. 1 and No. 2 and measuring various properties of the compositions together with Comparative Example 1.
[Table 1]
Figure 0004984105
Examples 1 and 2 were prepared by replacing 3-Cy-Ph-CN in Comparative Example 1 with 5-Np1-Ph3-F. It can be seen that the temperature dependence dV / dT of the threshold voltage is improved both in the low temperature region (−20 ° C. to 25 ° C.) and in the high temperature region (25 ° C. to 50 ° C.). Furthermore, the response has been improved from 220 msec to 190 msec and 185 msec.
【Effect of the invention】
By the combination of the liquid crystal materials of the present invention, a liquid crystal composition having a high dielectric anisotropy having a high temperature dependency and a high response speed was obtained. Moreover, when this composition was used as a liquid crystal display element, the threshold voltage was low and excellent. This liquid crystal display is very useful as STN and TN-LCD.

Claims (4)

第一成分として一般式(I)
Figure 0004984105
(式中、R1は炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表す。但し、R1がアルケニルである場合、R1中に存在する二重結合はベンゼン環から必ず1つ以上の炭素原子を隔てている。)から選ばれる化合物を1種もしくは2種以上を含有し、第二成分として一般式(II)
Figure 0004984105
(式中、R2、R3はそれぞれ独立的にフッ素置換されていても良い炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数3〜16のアルケニル基を表す。但し、R2、R3がアルケニルである場合、R2、R3中に存在する二重結合はベンゼン環から必ず1つ以上の炭素原子を隔てている。)から選ばれる化合物を1種もしくは2種以上を含有し、第三成分として一般式(III)
Figure 0004984105
(式中、R4、R5はそれぞれ独立的にフッ素置換されていても良い炭素原子数1〜16のアルキル基またはアルコキシル基、炭素原子数2〜16のアルケニル基、炭素原子数3〜16のアルケニルオキシ基、または炭素原子数1〜10のアルコキシル基で置換された炭素原子数1〜12のアルキル基を表し、環A、環B、及び環Cはそれぞれ独立的にフッ素原子により置換されていてもよい1,4-フェニレン基、2-メチル-1,4-フェニレン基、3-メチル-1,4-フェニレン基又はトランス-1,4-シクロヘキシレン基を表し、lは0、1もしくは2を表し、Z1、Z2は単結合、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-または-C≡C-表す。)から選ばれる化合物を1種もしくは2種以上を含有し、なおかつネマチック相上限温度が75℃以上であり、屈折率の異方性(Δn)が0.07〜0.18の範囲であることを特徴とする液晶組成物。
General formula (I) as the first component
Figure 0004984105
(Wherein R 1 is an alkyl group or alkoxyl group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, an alkenyloxy group having 3 to 16 carbon atoms, or an alkoxyl group having 1 to 10 carbon atoms. Represents an alkyl group having 1 to 12 carbon atoms substituted with a group, provided that when R 1 is alkenyl, the double bond present in R 1 must be separated from the benzene ring by at least one carbon atom. A compound selected from the group consisting of one or more compounds selected from general formula (II)
Figure 0004984105
(Wherein R 2 and R 3 each independently represents an alkyl group or alkoxyl group having 1 to 16 carbon atoms which may be fluorine-substituted, or an alkenyl group having 3 to 16 carbon atoms, provided that R 2 In the case where R 3 is alkenyl, the double bond present in R 2 and R 3 always has at least one carbon atom separated from the benzene ring.) One or more compounds selected from Containing and as general component (III) as the third component
Figure 0004984105
(In the formula, R 4 and R 5 each independently may be fluorine-substituted alkyl group or alkoxyl group having 1 to 16 carbon atoms, alkenyl group having 2 to 16 carbon atoms, or 3 to 16 carbon atoms. Or an alkyl group having 1 to 12 carbon atoms substituted with an alkoxyl group having 1 to 10 carbon atoms, wherein ring A, ring B, and ring C are each independently substituted with a fluorine atom. May represent 1,4-phenylene group, 2-methyl-1,4-phenylene group, 3-methyl-1,4-phenylene group or trans-1,4-cyclohexylene group , l is 0, 1 Or 2 and Z 1 and Z 2 are selected from a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, or —C≡C—. 1 or 2 or more compounds, the nematic phase upper limit temperature is 75 ° C. or higher, and the refractive index anisotropy (Δn) is in the range of 0.07 to 0.18. Crystal composition.
第一成分の含有量が5質量%〜10質量%であり、第二成分の含有量が10質量%〜20質量%である請求項1記載の液晶組成物。  2. The liquid crystal composition according to claim 1, wherein the content of the first component is 5% by mass to 10% by mass, and the content of the second component is 10% by mass to 20% by mass. 請求項1又は2記載の液晶組成物を用いた液晶表示素子。  3. A liquid crystal display device using the liquid crystal composition according to claim 1. 請求項1又は2記載の液晶組成物を用いたねじれ角が180°〜270°であることを特徴とする超捩れネマチック(STN)液晶表示素子。  3. A super twisted nematic (STN) liquid crystal display element using the liquid crystal composition according to claim 1 or 2 having a twist angle of 180 ° to 270 °.
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