JPH0931460A - Liquid crystal composition and liquid crystal display element - Google Patents

Liquid crystal composition and liquid crystal display element

Info

Publication number
JPH0931460A
JPH0931460A JP20782295A JP20782295A JPH0931460A JP H0931460 A JPH0931460 A JP H0931460A JP 20782295 A JP20782295 A JP 20782295A JP 20782295 A JP20782295 A JP 20782295A JP H0931460 A JPH0931460 A JP H0931460A
Authority
JP
Japan
Prior art keywords
liquid crystal
fff
crystal composition
weight
compound
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP20782295A
Other languages
Japanese (ja)
Other versions
JP3531696B2 (en
Inventor
Etsuo Nakagawa
悦男 中川
Tetsuya Matsushita
哲也 松下
Fusayuki Takeshita
房幸 竹下
Katsuyuki Muraki
勝之 村城
Norihisa Hachitani
典久 蜂谷
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
JNC Corp
Original Assignee
Chisso Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chisso Corp filed Critical Chisso Corp
Priority to JP20782295A priority Critical patent/JP3531696B2/en
Publication of JPH0931460A publication Critical patent/JPH0931460A/en
Application granted granted Critical
Publication of JP3531696B2 publication Critical patent/JP3531696B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

PROBLEM TO BE SOLVED: To obtain a liquid crystal composition, having a low threshold voltage, excellent in low-temperature compatibility and a wide range of nematic phase and useful as an active matrix (AM)-liquid crystal display element (LCD), etc., by mixing plural kinds of liquid crystalline compounds containing trifluorophenyl group. SOLUTION: This liquid crystal composition is obtained by mixing <=25wt.% compound group of formula I [(n) is an integer of 1-10] with <=40wt.% compound group of formula II, <=30wt.% compound group of formula III, <=60wt.% compound group of formula IV and <=40wt.% compound group of formula V and respective at least one or more compounds selected from the four compound groups. The resultant liquid crystal composition has a low threshold voltage and a wide range of nematic phase and is excellent in low-temperature compatibility and useful as an AM-LCD, etc.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、透明電極を有する2枚
の基板で形成される密閉セル中に設けられた、少なくと
も1種のカイラル添加物を含むネマチック液晶組成物お
よびその液晶組成物を用いた液晶表示素子に関する。さ
らに詳しくはアクティブマトリックスLCD用の液晶組
成物およびその組成物を用いた液晶表示素子に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a nematic liquid crystal composition containing at least one chiral additive and a liquid crystal composition thereof, which are provided in a closed cell formed of two substrates having transparent electrodes. The liquid crystal display element used. More specifically, the present invention relates to a liquid crystal composition for an active matrix LCD and a liquid crystal display device using the composition.

【0002】[0002]

【従来の技術】液晶表示素子(LCD)は、CRT(ブ
ラウン管方式ディスプレイ)に比べて、低消費電力、小
型化、軽量化が可能であるために、ツイストネマチック
(TN)方式、スーパーツイストネマチック(STN)
方式、薄膜トランジスター(TFT)方式等の種々のL
CDが実用化されてきた。その中で薄膜トランジスター
(TFT)等のアクティブマトリックスLCD(AM−
LCD)カラー化、高精細化が進みフラットディスプレ
イの本命として注目をあびている。
2. Description of the Related Art A liquid crystal display (LCD) has a lower power consumption, a smaller size and a lighter weight than a CRT (CRT display), and therefore has a twisted nematic (TN) type and a super twisted nematic (LCD). STN)
Various types of L such as a thin film transistor (TFT) method
CDs have been put into practical use. Among them, active matrix LCDs (AM-
LCD) colorization and high definition are progressing, and it is attracting attention as a favorite of flat displays.

【0003】このAM−LCD用液晶組成物に求められ
ている特性として、 1)LCDの高コントラストを維持するために、電圧保
持率(V.H.R)が高いこと。 2)使用環境に応じて、ネマチック液晶相範囲が大きい
こと。 3)セル厚に応じて、適当な屈折率異方性(Δn)を取
り得ること。 4)駆動回路に応じて、適当なしきい値電圧を取り得る
こと。 を挙げることができる。
[0003] The characteristics required of the liquid crystal composition for AM-LCD are as follows: 1) A high voltage holding ratio (VHR) in order to maintain a high contrast of the LCD. 2) The nematic liquid crystal phase range is large depending on the use environment. 3) An appropriate refractive index anisotropy (Δn) can be obtained depending on the cell thickness. 4) An appropriate threshold voltage can be obtained according to the drive circuit. Can be mentioned.

【0004】AM−LCDの動作方式としては上下基盤
における液晶分子の配向を90゜にツイストさせたTN
表示方式を採用している。このTN表示方式において
は、電圧を印加しない時の液晶セルの干渉による着色を
防ぎ、最適なコントラストを得る為に、屈折率異方性
(Δn)とセル厚(d)μmの積Δn・dをある一定の
値(例えばΔn・d〜0.5μm等)に設定する必要が
ある。このような制限のもとで現在実用化されているT
FT用液晶組成物のΔnは1st.Min.系で0.0
7〜0.11程度、とりわけ0.08〜0.10が主体
となっている。
As an operation method of the AM-LCD, a TN in which the orientation of liquid crystal molecules on the upper and lower substrates is twisted by 90 °.
The display method is adopted. In this TN display method, in order to prevent coloring due to interference of the liquid crystal cell when no voltage is applied and to obtain an optimum contrast, the product Δn · d of the refractive index anisotropy (Δn) and the cell thickness (d) μm. Must be set to a certain value (for example, Δn · d to 0.5 μm). Under such restrictions, T which is currently in practical use
Δn of the liquid crystal composition for FT is 1st. Min. 0.0 in system
About 7 to 0.11, especially 0.08 to 0.10.

【0005】また、近年、小型軽量で携帯できることを
特徴としたノート型パーソナルコンピュ−タ等が開発さ
れ、LCDの用途が広がってきた。携帯用を目的とした
LCDは、駆動電源によって特性の制約を受ける。長時
間使用するためには消費電力を小さくする必要があるの
で、しきい値電圧の小さい液晶組成物が要求されるよう
になった。また、さらに駆動電源を軽量化、低コスト化
するためにも、しきい値電圧の小さい液晶が要求される
ようになった。
In recent years, notebook personal computers and the like characterized by being small and lightweight and portable have been developed, and the applications of LCDs have been widened. LCDs intended for portable use are limited in characteristics by the drive power supply. Since it is necessary to reduce power consumption for long-term use, a liquid crystal composition having a low threshold voltage has been required. Further, in order to further reduce the weight and cost of the driving power supply, a liquid crystal having a small threshold voltage has been required.

【0006】また、携帯化に伴って、屋外での使用を目
的とした開発も検討されるようになってきた。屋外での
使用に耐え得るには、使用環境の温度範囲を超えた領域
にわたってネマチック相を呈することが要求される。こ
のような観点から現在実用化されているTFT用液晶組
成物のネマチックーアイソトロピック相転移温度(透明
点:TNI)が60℃以上、スメクチック−ネマチック相
転移温度(TSN)が−20℃以下が主体である。
[0006] Further, along with the portability, development for outdoor use has been studied. In order to be able to withstand outdoor use, it is required to exhibit a nematic phase over a region beyond the temperature range of the use environment. From such a viewpoint, the nematic-isotropic phase transition temperature (clearing point: T NI ) of the liquid crystal composition for TFT currently in practical use is 60 ° C. or higher, and the smectic-nematic phase transition temperature (T SN ) is −20 ° C. The following are the main subjects.

【0007】このような背景に伴って、特開平2−23
3626号公報には、誘電率異方性(Δε)の比較的大
きいトリフルオロ化合物が開示されている。例えば応用
例2には、トリフルオロ化合物15重量%とジフルオロ
化合物85重量%との組成物例が開示されているが、し
きい値電圧が大きく、また特に低温における相溶性が悪
くネマチック相範囲が小さいために実用性に欠けている
という欠点を有している。
With this background, Japanese Patent Laid-Open No. 2-23 / 1990
Japanese Patent No. 3626 discloses a trifluoro compound having a relatively large dielectric anisotropy (Δε). For example, Application Example 2 discloses an example of a composition containing 15% by weight of a trifluoro compound and 85% by weight of a difluoro compound. However, the threshold voltage is large, and the compatibility is particularly poor at low temperatures, and the nematic phase range is Since it is small, it has the drawback of lacking in practicality.

【0008】WO9403558号公報には、トリフル
オロ化合物とジフルオロ化合物との組成物例が開示され
ている。しかしながら、実施例1および2で開示されて
いる組成物は、透明点が50℃以下と低く、またΔnが
0.06以下であり実用性に欠けているし、また、実施
例4以降で開示されている組成物はしきい値電圧が高い
という欠点を有している。このように液晶組成物は種々
の目的に応じて鋭意検討されてはいるものの、常に新規
な改良を要求されているのが現状である。
WO9403558 discloses an example of a composition of a trifluoro compound and a difluoro compound. However, the compositions disclosed in Examples 1 and 2 have a low clearing point of 50 ° C. or less, and Δn of 0.06 or less, and thus lack practicality. Further, the compositions disclosed in Examples 4 and later are disclosed. The compositions described have the disadvantage of having a high threshold voltage. As described above, although the liquid crystal composition has been intensively studied for various purposes, it is presently demanding a new improvement.

【0009】[0009]

【発明が解決しようとする課題】本発明の目的は、上記
AM−LCD用液晶組成物に求められる種々の特性を満
たしながら、特に、しきい値電圧の小さい、且つ低温相
溶性に優れネマチック相範囲の大きい液晶組成物を提供
することにある。本発明者らは、これらの課題を解決す
べく種々の液晶化合物を用いた組成物を鋭意検討した結
果、本発明の液晶組成物をAM−LCDに使用する場合
に、この目的を達成できることを見いだした。
SUMMARY OF THE INVENTION It is an object of the present invention to provide a liquid crystal composition for an AM-LCD which satisfies various characteristics required, in particular, has a low threshold voltage, a good low-temperature compatibility, and a nematic phase. It is to provide a liquid crystal composition having a large range. The present inventors have diligently studied compositions using various liquid crystal compounds in order to solve these problems, and as a result, have found that this object can be achieved when the liquid crystal composition of the present invention is used in an AM-LCD. I found it.

【0010】[0010]

【課題を解決するための手段】以下、本発明を詳細に説
明する。
Hereinafter, the present invention will be described in detail.

【0011】本発明の第1は、下記の一般式(I−1)
〜(I−7)で表される各化合物群のうち、少なくとも
4つの化合物群から選択される各々1種以上の化合物を
混合してなることを特徴とする液晶組成物に関する。
The first aspect of the present invention is the following general formula (I-1)
To (I-7), a liquid crystal composition obtained by mixing one or more compounds selected from at least four compound groups among the compound groups represented by (I-7).

【化4】 (式中、nは1〜10の整数を示す)Embedded image (In the formula, n represents an integer of 1 to 10)

【0012】本発明の第2は、一般式(I−1)〜(I
−5)で表される各化合物群のうち、少なくとも4つの
化合物群から選択される各々1種以上の化合物を混合し
てなることを特徴とする液晶組成物に関する。
The second aspect of the present invention is to formulas (I-1) to (I
-5) Of the respective compound groups represented by 5), the present invention relates to a liquid crystal composition comprising a mixture of at least one compound selected from at least four compound groups.

【0013】本発明の第3は、液晶組成物の全重量に対
して、一般式(I−1)〜(I−7)で表される各化合
物群から選択される化合物の混合割合が各々25重量%
以下、40重量%以下、30重量%以下、60重量%以
下、40重量%以下、25重量%以下、15重量%以下
であることを特徴とする第1の発明に記載の液晶組成物
に関する。
A third aspect of the present invention is that the mixing ratio of the compounds selected from the compound groups represented by the general formulas (I-1) to (I-7) is based on the total weight of the liquid crystal composition. 25% by weight
The present invention relates to the liquid crystal composition according to the first invention, which is 40% by weight or less, 30% by weight or less, 60% by weight or less, 40% by weight or less, 25% by weight or less, and 15% by weight or less.

【0014】本発明の第4は、液晶組成物の全重量に対
して、一般式(I−1)〜(I−5)で表される各化合
物群から選択される化合物の混合割合が各々25重量%
以下、40重量%以下、30重量%以下、60重量%以
下、40重量%以下であることを特徴とする第2の発明
に記載の液晶組成物に関する。
In a fourth aspect of the present invention, the mixing ratio of the compounds selected from the compound groups represented by the general formulas (I-1) to (I-5) is based on the total weight of the liquid crystal composition. 25% by weight
The present invention relates to the liquid crystal composition according to the second invention, which is 40% by weight or less, 30% by weight or less, 60% by weight or less, and 40% by weight or less.

【0015】本発明の第5は、第1〜第4の発明のいず
れかに記載の液晶組成物に加えて、一般式(II)で表さ
れる化合物をさらに含有することを特徴とする液晶組成
物に関する。
A fifth aspect of the present invention is characterized by further containing a compound represented by the general formula (II) in addition to the liquid crystal composition according to any one of the first to fourth aspects of the invention. It relates to a composition.

【化5】 (式中、nは1〜10の整数を示す)Embedded image (In the formula, n represents an integer of 1 to 10)

【0016】本発明の第6は、上記第1〜第5の発明の
いずれかに記載の液晶組成物に加えて一般式(III−
1)および/または一般式(III−2)で表される化合
物をさらに含有することを特徴とする液晶組成物に関す
る。
In a sixth aspect of the present invention, in addition to the liquid crystal composition described in any one of the first to fifth aspects, a compound represented by the general formula (III-
1) and / or a compound represented by the general formula (III-2) is further contained in the liquid crystal composition.

【化6】 (式中、nは1〜10の整数を示す)[Chemical 6] (In the formula, n represents an integer of 1 to 10)

【0017】本発明の第7は、上記第1〜第6のいずれ
かに記載の液晶組成物を用いた液晶表示素子に関する。
A seventh aspect of the present invention relates to a liquid crystal display device using the liquid crystal composition according to any one of the first to sixth aspects.

【0018】本発明の液晶組成物に用いられるトリフル
オロ化合物は、特開平2−233626号公報によって
開示されているように、誘電率異方性(Δε)が大き
く、化学的安定性の高い液晶化合物である。特開平2−
233626号公報によって開示されている多数の化合
物から、Δn、Δε、液晶レンジ等の基本特性の優れて
いる化合物群を選択し、その使用方法を鋭意検討した結
果、本願発明が可能となった。
The trifluoro compound used in the liquid crystal composition of the present invention is a liquid crystal having a large dielectric anisotropy (Δε) and a high chemical stability, as disclosed in JP-A-2-233626. It is a compound. JP-A-2-
From a large number of compounds disclosed in Japanese Patent No. 233626, a compound group having excellent basic properties such as Δn, Δε, and liquid crystal range was selected, and as a result of diligent study on the usage thereof, the present invention was made possible.

【0019】本発明の特徴は、下記の一般式(I−1)
〜(I−7)で表される各化合物群のうち、少なくとも
4つの3環化合物群から選択される各々1種以上のトリ
フルオロ化合物のみからなる液晶組成物である。Δn、
Δε、液晶レンジ等の基本特性の優れた骨格の異なる3
環トリフルオロ化合物を4種以上使用することによっ
て、低温相溶性が大幅に改善された液晶組成物が得られ
る。また、トリフルオロ化合物のみからなる液晶組成物
を調整することによって、しきい値電圧を効果的に小さ
くすることが可能となる。
The feature of the present invention is that the following general formula (I-1) is used.
To (I-7), each is a liquid crystal composition consisting of at least one trifluoro compound selected from at least four tricyclic compounds. Δn,
Excellent skeleton with excellent basic characteristics such as Δε and liquid crystal range 3
By using four or more cyclic trifluoro compounds, a liquid crystal composition having significantly improved low temperature compatibility can be obtained. Further, the threshold voltage can be effectively reduced by adjusting the liquid crystal composition containing only the trifluoro compound.

【0020】一般式(I−1)〜(I−7)で表される
化合物群の混合割合は各々25重量%以下、30重量%
以下、30重量%以下、60重量%以下、40重量%以
下、25重量%以下、15重量%以下が好ましい。この
混合割合を超えると、低温相溶性が悪くなることがあり
好ましくない。
The mixing ratio of the compounds represented by the general formulas (I-1) to (I-7) is 25% by weight or less and 30% by weight, respectively.
Hereafter, 30% by weight or less, 60% by weight or less, 40% by weight or less, 25% by weight or less, 15% by weight or less are preferable. Exceeding this mixing ratio is not preferable because the low temperature compatibility may deteriorate.

【0021】本発明の一般式(II)の化合物は、2環の
トリフルオロ化合物である。この化合物はさらにしきい
値電圧を下げる役割を持つが、2環化合物であるために
多量に使用すると液晶組成物の透明点を下げてしまう。
一般式(II)の化合物の使用量は20重量%以下が好ま
しい。
The compound of the general formula (II) of the present invention is a bicyclic trifluoro compound. This compound has a role of further lowering the threshold voltage, but since it is a bicyclic compound, if it is used in a large amount, the clearing point of the liquid crystal composition will be lowered.
The amount of the compound of the general formula (II) used is preferably 20% by weight or less.

【0022】本発明の一般式(III−1)、(III−2)
の化合物は、4環のトリフルオロ化合物である。これら
の化合物は液晶組成物の透明点を上げる役割を持つが、
4環化合物であるために多量に使用すると液晶組成物の
しきい値電圧が大きくなる場合もあり、また低温相溶性
が悪くなることがあり好ましくない。一般式(III−
1)、(III−2)の化合物の使用量は20重量%以下
が好ましい。
General formulas (III-1) and (III-2) of the present invention
Is a 4-ring trifluoro compound. These compounds have the role of increasing the clearing point of the liquid crystal composition,
Since it is a tetracyclic compound, if used in a large amount, the threshold voltage of the liquid crystal composition may increase, and the low temperature compatibility may deteriorate, which is not preferable. General formula (III-
The amount of the compounds 1) and (III-2) used is preferably 20% by weight or less.

【0023】本発明に従い使用される液晶組成物は、そ
れ自体慣用な方法で調整される。一般には、種々の成分
を高い温度で互いに溶解させる方法がとられている。ま
た、本発明の液晶材料は、適当な添加物によって意図す
る用途に応じた改良がなされ、最適化される。このよう
な添加物は当業者によくしられており、文献等に詳細に
記載されている。通常、液晶のらせん構造を誘起して必
要なねじれ角を調整し、逆ねじれ(reverse twist)を
防ぐためキラルドープ剤(chiral dopant)などを添加
する。
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. Usually, a chiral dopant or the like is added to induce a helical structure of liquid crystal to adjust a necessary twist angle and prevent reverse twist.

【0024】また、本発明に従い使用される液晶組成物
は、メロシアニン系、スチリル系、アゾ系、アゾメチン
系、アゾキシ系、キノフタロン系、アントラキノン系お
よびテトラジン系等の二色性色素を添加してゲストホス
ト(GH)モード用の液晶組成物としても使用できる。
あるいは、ネマチック液晶をマイクロカプセル化して作
製したNCAPや液晶中に三次元網目状高分子を作製し
たポリマーネットワーク液晶表示素子(PNLCD)に
代表されるポリマー分散型液晶表示素子(PDLCD)
用の液晶組成物としても使用できる。その他、複屈折制
御(ECB)モードや動的散乱(DS)モード用の液晶
組成物としても使用できる。
Further, the liquid crystal composition used in accordance with the present invention is a guest obtained by adding a dichroic dye such as merocyanine type, styryl type, azo type, azomethine type, azoxy type, quinophthalone type, anthraquinone type and tetrazine type. It can also be used as a liquid crystal composition for the host (GH) mode.
Alternatively, a polymer dispersed liquid crystal display device (PDLCD) typified by NCAP manufactured by encapsulating nematic liquid crystal or a polymer network liquid crystal display device (PNLCD) manufactured by forming a three-dimensional network polymer in the liquid crystal.
As a liquid crystal composition. In addition, it can be used as a liquid crystal composition for a birefringence control (ECB) mode or a dynamic scattering (DS) mode.

【0025】[0025]

【実施例】以下、実施例により本発明を詳細に説明する
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、比較例、実施例の組成比は全て重量%で示さ
れる。電圧保持率の測定値を記載しているが、この測定
は特開平5−331464号公報に記載されている方法
(面積法)に基づいて実施した。また、TSN点は、0
℃、−10℃、−20℃、−30℃の各々のフリーザー
中に30日間放置した後の液晶相で判断した。
EXAMPLES The present invention will be described in detail below with reference to examples, but the present invention is not limited to these examples. Further, the composition ratios of Comparative Examples and Examples are all shown by weight%. Although the measured value of the voltage holding ratio is described, this measurement was carried out based on the method (area method) described in JP-A-5-331464. Also, the T SN point is 0
The liquid crystal phase was evaluated after leaving it in each of the freezer of ℃, -10 ℃, -20 ℃, -30 ℃ for 30 days.

【0026】また、比較例および実施例の中で用いられ
ている化合物の記号を以下のように定義する。
The symbols of the compounds used in Comparative Examples and Examples are defined as follows.

【化7】 [Chemical 7]

【化8】 Embedded image

【化9】 Embedded image

【0027】比較例1 特開平2−233626号公報の応用例2で開示されて
いる、以下の組成物を調整した。 3−HHB−FFF 15.0% 2−HHB−FF 28.4% 3−HHB−FF 28.3% 5−HHB−FF 28.3% この液晶組成物の透明点はTNI=110.7(℃)、T
SN<0℃、20℃における粘度はη20=25.0(mP
a・s)、25℃における屈折率異方性はΔn=0.0
77、20℃におけるしきい値電圧はVth=2.32
(V)、V.H.R(25℃)=98.8%であった。
この液晶組成物は、しきい値電圧が大きく、また、低温
相溶性が良くなかった(TSNが高い)。
Comparative Example 1 The following composition disclosed in Application Example 2 of JP-A-2-233626 was prepared. 3-HHB-FFF 15.0% 2-HHB-FF 28.4% 3-HHB-FF 28.3% 5-HHB-FF 28.3% The clearing point of this liquid crystal composition is T NI = 110.7. (℃), T
The viscosity at SN <0 ° C and 20 ° C is η 20 = 25.0 (mP
a · s), the refractive index anisotropy at 25 ° C. is Δn = 0.0
The threshold voltage at 77 and 20 ° C. is Vth = 2.32.
(V), V.I. H. R (25 ° C) = 98.8%.
This liquid crystal composition had a large threshold voltage and poor low temperature compatibility (high T SN ).

【0028】比較例2 WO9403558号公報の実施例1で開示されてい
る、以下の組成物を調整した。 7−HB−FFF 10.0% 2−HHB−FFF 25.0% 3−HHB−FFF 35.0% 5−HHB−FFF 18.0% 7−HB−FF 12.0% この液晶組成物の透明点はTNI=42.9(℃)、TSN
<0℃、20℃における粘度はη20=22.2(mPa
・s)、25℃における屈折率異方性はΔn=0.05
9、20℃におけるしきい値電圧はVth=1.07
(V)、V.H.R(25℃)=98.7%であった。
この液晶組成物は、しきい値電圧は小さいが、透明点が
小さく、また低温相溶性が良くなかった。また、Δnが
小さく実用性に欠けていた。
Comparative Example 2 The following composition disclosed in Example 1 of WO9403558 was prepared. 7-HB-FFF 10.0% 2-HHB-FFF 25.0% 3-HHB-FFF 35.0% 5-HHB-FFF 18.0% 7-HB-FF 12.0% Clearing point is T NI = 42.9 (℃), T SN
The viscosity at <0 ° C. and 20 ° C. is η 20 = 22.2 (mPa
・ S), the refractive index anisotropy at 25 ° C. is Δn = 0.05.
The threshold voltage at 9 and 20 ° C. is Vth = 1.07.
(V), V.I. H. R (25 ° C) = 98.7%.
This liquid crystal composition had a small threshold voltage but a small clearing point and poor low temperature compatibility. In addition, Δn was small and was not practical.

【0029】比較例3 WO9403558号公報の実施例2で開示されてい
る、以下の組成物を調整した。 2−HHB−FFF 26.0% 3−HHB−FFF 26.0% 5−HHB−FFF 26.0% 7−HB−FF 12.0% 5−H2B−FF 10.0% この液晶組成物の透明点はTNI=46.0(℃)、TSN
<0℃、20℃における粘度はη20=21.6(mPa
・s)、25℃における屈折率異方性はΔn=0.05
8、20℃におけるしきい値電圧はVth=1.17
(V)、V.H.R(25℃)=98.5%であった。
この液晶組成物は、しきい値電圧は小さいが、透明点が
小さく、また低温相溶性が良くなかった。また、Δnが
小さく実用性に欠けていた。
Comparative Example 3 The following composition disclosed in Example 2 of WO9403558 was prepared. 2-HHB-FFF 26.0% 3-HHB-FFF 26.0% 5-HHB-FFF 26.0% 7-HB-FF 12.0% 5-H2B-FF 10.0% Clearing point is T NI = 46.0 (℃), T SN
The viscosity at <0 ° C. and 20 ° C. is η 20 = 21.6 (mPa
・ S), the refractive index anisotropy at 25 ° C. is Δn = 0.05.
The threshold voltage at 8 and 20 ° C. is Vth = 1.17.
(V), V.I. H. R (25 ° C) = 98.5%.
This liquid crystal composition had a small threshold voltage but a small clearing point and poor low temperature compatibility. In addition, Δn was small and was not practical.

【0030】比較例4 WO9403558号公報の実施例4で開示されてい
る、以下の組成物を調整した。 2−HHB−FFF 10.0% 3−HHB−FFF 10.0% 5−HHB−FFF 10.0% 5−H2B−FF 10.0% 5−HEB−F 7.5% 7−HEB−F 7.5% 2−HHB−FF 11.7% 3−HHB−FF 11.7% 5−HHB−FF 11.6% 3−HHB−F 5.0% 5−HHEB−F 2.5% 7−HHEB−F 2.5% この液晶組成物の透明点はTNI=71.3(℃)、TSN
<ー20℃、20℃における粘度はη20=19.2(m
Pa・s)、25℃における屈折率異方性はΔn=0.
070、20℃におけるしきい値電圧はVth=1.7
7(V)、V.H.R(25℃)=98.2%であっ
た。この液晶組成物は、透明点が約70℃という割には
しきい値電圧が大きかった。Δnがやや小さかった。
Comparative Example 4 The following composition disclosed in Example 4 of WO9403558 was prepared. 2-HHB-FFF 10.0% 3-HHB-FFF 10.0% 5-HHB-FFF 10.0% 5-H2B-FF 10.0% 5-HEB-F 7.5% 7-HEB-F 7.5% 2-HHB-FF 11.7% 3-HHB-FF 11.7% 5-HHB-FF 11.6% 3-HHB-F 5.0% 5-HHEB-F 2.5% 7 -HHEB-F 2.5% The clearing point of this liquid crystal composition is T NI = 71.3 (° C), T SN
<-20 ° C, viscosity at 20 ° C is η 20 = 19.2 (m
Pa · s) and the refractive index anisotropy at 25 ° C. is Δn = 0.
The threshold voltage at 070 and 20 ° C. is Vth = 1.7.
7 (V), V.I. H. R (25 ° C) = 98.2%. This liquid crystal composition had a large threshold voltage despite a clearing point of about 70 ° C. Δn was a little small.

【0031】比較例5 一般式(I−1)〜(I−7)表される化合物群から選
択した2式から選択した組成物例として以下の組成物を
調整した。 3−HHB−FFF 25.0% 5−HHB−FFF 15.0% 3−HBB−FFF 20.0% 5−HBB−FFF 40.0% この液晶組成物の透明点はTNI=64.2(℃)、TSN
<0℃、20℃における粘度はη20=28.3(mPa
・s)、25℃における屈折率異方性はΔn=0.10
3、20℃におけるしきい値電圧はVth=1.38
(V)、V.H.R(25℃)=98.4%であった。
この液晶組成物は、しきい値電圧は小さいものの、低温
相溶性が悪く、実用性に欠けていた。
Comparative Example 5 The following composition was prepared as a composition example selected from two formulas selected from the group of compounds represented by the general formulas (I-1) to (I-7). 3-HHB-FFF 25.0% 5-HHB-FFF 15.0% 3-HBB-FFF 20.0% 5-HBB-FFF 40.0% The clearing point of this liquid crystal composition is T NI = 64.2. (℃), T SN
The viscosity at <0 ° C. and 20 ° C. is η 20 = 28.3 (mPa
.S), the refractive index anisotropy at 25 ° C. is Δn = 0.10
The threshold voltage at 3 and 20 ° C. is Vth = 1.38
(V), V.I. H. R (25 ° C) = 98.4%.
Although this liquid crystal composition had a small threshold voltage, it had poor compatibility at low temperatures and lacked practicality.

【0032】実施例1 3−H2HB−FFF 7.0% 4−H2HB−FFF 6.0% 5−H2HB−FFF 6.0% 3−HH2B−FFF 5.0% 3−HBB−FFF 28.0% 5−HHB−FFF 27.0% 3−HBEB−FFF 5.0% 5−HBEB−FFF 3.0% 3−HHEB−FFF 13.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=68.0(℃)、TSN<−20℃、20℃に
おける粘度はη20=33.5(mPa・s)、25℃に
おける屈折率異方性はΔn=0.102、20℃におけ
るしきい値電圧はVth=1.16(V)、V.H.R
(25℃)=98.6%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 1 3-H2HB-FFF 7.0% 4-H2HB-FFF 6.0% 5-H2HB-FFF 6.0% 3-HH2B-FFF 5.0% 3-HBB-FFF 28.0 % 5-HHB-FFF 27.0% 3-HBEB-FFF 5.0% 5-HBEB-FFF 3.0% 3-HHEB-FFF 13.0% A liquid crystal composition was prepared. The clearing point of this liquid crystal composition is T NI = 68.0 (° C.), T SN <−20 ° C., the viscosity at 20 ° C. is η 20 = 33.5 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.102, the threshold voltage at 20 ° C. is Vth = 1.16 (V), V.I. H. R
(25 ° C) = 98.6%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0033】実施例2 3−H2HB−FFF 8.0% 4−H2HB−FFF 8.0% 5−H2HB−FFF 8.0% 3−HHB−FFF 8.0% 4−HHB−FFF 4.0% 3−HH2B−FFF 15.0% 5−HH2B−FFF 10.0% 3−HBB−FFF 20.0% 5−HBB−FFF 19.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=74.3(℃)、TSN<−30℃、20℃に
おける粘度はη20=28.4(mPa・s)、25℃に
おける屈折率異方性はΔn=0.094、20℃におけ
るしきい値電圧はVth=1.48(V)、V.H.R
(25℃)=98.5%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 2 3-H2HB-FFF 8.0% 4-H2HB-FFF 8.0% 5-H2HB-FFF 8.0% 3-HHB-FFF 8.0% 4-HHB-FFF 4.0 % 3-HH2B-FFF 15.0% 5-HH2B-FFF 10.0% 3-HBB-FFF 20.0% 5-HBB-FFF 19.0% A liquid crystal composition was prepared. The clearing point of this liquid crystal composition is T NI = 74.3 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 28.4 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.094, the threshold voltage at 20 ° C. is Vth = 1.48 (V), V.I. H. R
(25 ° C.) = 98.5%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0034】実施例3 3−HHB−FFF 10.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 7.0% 4−H2HB−FFF 7.0% 5−H2HB−FFF 6.0% 3−HBB−FFF 14.0% 5−HBB−FFF 14.0% 3−H2BB−FFF 6.0% 3−HH2B−FFF 10.0% 5−HH2B−FFF 5.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 3.0% 5−HHEB−FFF 3.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=75.9(℃)、TSN<−30℃、20℃に
おける粘度はη20=27.5(mPa・s)、25℃に
おける屈折率異方性はΔn=0.090、20℃におけ
るしきい値電圧はVth=1.33(V)、V.H.R
(25℃)=98.3%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 3 3-HHB-FFF 10.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 7.0% 4-H2HB-FFF 7.0% 5-H2HB-FFF 6.0 % 3-HBB-FFF 14.0% 5-HBB-FFF 14.0% 3-H2BB-FFF 6.0% 3-HH2B-FFF 10.0% 5-HH2B-FFF 5.0% 3-HHEB- A liquid crystal composition consisting of FFF 10.0% 4-HHEB-FFF 3.0% 5-HHEB-FFF 3.0% was prepared. The clearing point of this liquid crystal composition is T NI = 75.9 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 27.5 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.090, the threshold voltage at 20 ° C. is Vth = 1.33 (V), V.I. H. R
(25 ° C.) = 98.3%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0035】実施例4 3−HHB−FFF 10.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 7.0% 5−H2HB−FFF 8.0% 3−HH2B−FFF 9.0% 5−HH2B−FFF 9.0% 3−HBB−FFF 15.0% 5−HBB−FFF 15.0% 3−HBEB−FFF 2.0% 4−HBEB−FFF 2.0% 5−HBEB−FFF 2.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 3.0% 5−HHEB−FFF 3.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=81.1(℃)、TSN<−30℃、20℃に
おける粘度はη20=29.6(mPa・s)、25℃に
おける屈折率異方性はΔn=0.092、20℃におけ
るしきい値電圧はVth=1.21(V)、V.H.R
(25℃)=98.2%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 4 3-HHB-FFF 10.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 7.0% 5-H2HB-FFF 8.0% 3-HH2B-FFF 9.0 % 5-HH2B-FFF 9.0% 3-HBB-FFF 15.0% 5-HBB-FFF 15.0% 3-HBEB-FFF 2.0% 4-HBEB-FFF 2.0% 5-HBEB- A liquid crystal composition consisting of FFF 2.0% 3-HHEB-FFF 10.0% 4-HHEB-FFF 3.0% 5-HHEB-FFF 3.0% was prepared. The clearing point of this liquid crystal composition is T NI = 81.1 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 29.6 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.092, the threshold voltage at 20 ° C. is Vth = 1.21 (V), V.I. H. R
(25 ° C) = 98.2%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0036】実施例5 3−HHB−FFF 10.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 10.0% 5−H2HB−FFF 9.0% 3−HH2B−FFF 11.0% 5−HH2B−FFF 7.0% 3−HBB−FFF 8.0% 5−HBB−FFF 8.0% 3−H2BB−FFF 4.0% 5−H2BB−FFF 4.0% 3−HBEB−FFF 3.0% 4−HBEB−FFF 3.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 4.0% 5−HHEB−FFF 4.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=83.7(℃)、TSN<−30℃、20℃に
おける粘度はη20=28.5(mPa・s)、25℃に
おける屈折率異方性はΔn=0.090、20℃におけ
るしきい値電圧はVth=1.21(V)、V.H.R
(25℃)=98.3%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 5 3-HHB-FFF 10.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 10.0% 5-H2HB-FFF 9.0% 3-HH2B-FFF 11.0 % 5-HH2B-FFF 7.0% 3-HBB-FFF 8.0% 5-HBB-FFF 8.0% 3-H2BB-FFF 4.0% 5-H2BB-FFF 4.0% 3-HBEB- A liquid crystal composition consisting of FFF 3.0% 4-HBEB-FFF 3.0% 3-HHEB-FFF 10.0% 4-HHEB-FFF 4.0% 5-HHEB-FFF 4.0% was prepared. The clearing point of this liquid crystal composition is T NI = 83.7 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 28.5 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.090, the threshold voltage at 20 ° C. is Vth = 1.21 (V), V.I. H. R
(25 ° C.) = 98.3%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0037】実施例6 7−HB−FFF 2.0% 3−HHB−FFF 10.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 10.0% 5−H2HB−FFF 12.0% 3−HH2B−FFF 12.0% 5−HH2B−FFF 7.0% 3−HBB−FFF 12.0% 5−HBB−FFF 12.0% 3−H2BB−FFF 9.0% 5−H2BB−FFF 9.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=70.1(℃)、TSN<−40℃、20℃に
おける粘度はη20=25.8(mPa・s)、25℃に
おける屈折率異方性はΔn=0.094、20℃におけ
るしきい値電圧はVth=1.26(V)、V.H.R
(25℃)=98.5%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 6 7-HB-FFF 2.0% 3-HHB-FFF 10.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 10.0% 5-H2HB-FFF 12.0 % 3-HH2B-FFF 12.0% 5-HH2B-FFF 7.0% 3-HBB-FFF 12.0% 5-HBB-FFF 12.0% 3-H2BB-FFF 9.0% 5-H2BB- A liquid crystal composition containing FFF 9.0% was prepared. The clearing point of this liquid crystal composition is T NI = 70.1 (° C.), T SN <−40 ° C., the viscosity at 20 ° C. is η 20 = 25.8 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.094, the threshold voltage at 20 ° C. is Vth = 1.26 (V), V.I. H. R
(25 ° C.) = 98.5%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0038】実施例7 7−HB−FFF 7.0% 3−HHB−FFF 7.0% 3−H2HB−FFF 3.0% 3−HH2B−FFF 7.0% 5−HH2B−FFF 5.0% 3−HBB−FFF 21.0% 5−HBB−FFF 21.0% 2−HBEB−FFF 3.0% 3−HBEB−FFF 5.0% 5−HBEB−FFF 3.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 3.0% 5−HHEB−FFF 5.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=61.4(℃)、TSN<−30℃、20℃に
おける粘度はη20=30.7(mPa・s)、25℃に
おける屈折率異方性はΔn=0.094、20℃におけ
るしきい値電圧はVth=1.05(V)、V.H.R
(25℃)=98.3%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 7 7-HB-FFF 7.0% 3-HHB-FFF 7.0% 3-H2HB-FFF 3.0% 3-HH2B-FFF 7.0% 5-HH2B-FFF 5.0 % 3-HBB-FFF 21.0% 5-HBB-FFF 21.0% 2-HBEB-FFF 3.0% 3-HBEB-FFF 5.0% 5-HBEB-FFF 3.0% 3-HHEB- A liquid crystal composition consisting of FFF 10.0% 4-HHEB-FFF 3.0% 5-HHEB-FFF 5.0% was prepared. The clearing point of this liquid crystal composition is T NI = 61.4 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 30.7 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.094, the threshold voltage at 20 ° C. is Vth = 1.05 (V), V.I. H. R
(25 ° C.) = 98.3%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0039】実施例8 7−HB−FFF 3.0% 3−HHB−FFF 10.0% 4−HHB−FFF 4.0% 3−H2HB−FFF 12.0% 4−H2HB−FFF 10.0% 5−H2HB−FFF 10.0% 3−HH2B−FFF 15.0% 5−HH2B−FFF 13.0% 3−HBB−FFF 13.0% 5−HBB−FFF 10.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=75.6(℃)、TSN<−30℃、20℃に
おける粘度はη20=27.0(mPa・s)、25℃に
おける屈折率異方性はΔn=0.085、20℃におけ
るしきい値電圧はVth=1.41(V)、V.H.R
(25℃)=98.6%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 8 7-HB-FFF 3.0% 3-HHB-FFF 10.0% 4-HHB-FFF 4.0% 3-H2HB-FFF 12.0% 4-H2HB-FFF 10.0 % 5-H2HB-FFF 10.0% 3-HH2B-FFF 15.0% 5-HH2B-FFF 13.0% 3-HBB-FFF 13.0% 5-HBB-FFF 10.0% I adjusted things. The clearing point of this liquid crystal composition is T NI = 75.6 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 27.0 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.085, the threshold voltage at 20 ° C. is Vth = 1.41 (V), V.I. H. R
(25 ° C) = 98.6%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0040】実施例9 7−HB−FFF 6.0% 3−HHB−FFF 6.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 9.0% 4−H2HB−FFF 8.0% 5−H2HB−FFF 8.0% 3−HH2B−FFF 10.0% 5−HH2B−FFF 5.0% 3−HBB−FFF 9.0% 5−HBB−FFF 9.0% 2−HBEB−FFF 3.0% 3−HBEB−FFF 3.0% 5−HBEB−FFF 3.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 3.0% 5−HHEB−FFF 3.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=72.1(℃)、TSN<−30℃、20℃に
おける粘度はη20=29.1(mPa・s)、25℃に
おける屈折率異方性はΔn=0.084、20℃におけ
るしきい値電圧はVth=1.21(V)、V.H.R
(25℃)=98.3%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 9 7-HB-FFF 6.0% 3-HHB-FFF 6.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 9.0% 4-H2HB-FFF 8.0 % 5-H2HB-FFF 8.0% 3-HH2B-FFF 10.0% 5-HH2B-FFF 5.0% 3-HBB-FFF 9.0% 5-HBB-FFF 9.0% 2-HBEB- FFF 3.0% 3-HBEB-FFF 3.0% 5-HBEB-FFF 3.0% 3-HHEB-FFF 10.0% 4-HHEB-FFF 3.0% 5-HHEB-FFF 3.0% A liquid crystal composition was prepared. The clearing point of this liquid crystal composition is T NI = 72.1 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 29.1 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.084, the threshold voltage at 20 ° C. is Vth = 1.21 (V), V.I. H. R
(25 ° C.) = 98.3%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0041】実施例10 7−HB−FFF 4.0% 3−HHB−FFF 10.0% 4−HHB−FFF 5.0% 3−H2HB−FFF 10.0% 4−H2HB−FFF 10.0% 5−H2HB−FFF 10.0% 3−HH2B−FFF 10.0% 5−HH2B−FFF 5.0% 3−HBB−FFF 10.0% 5−HBB−FFF 10.0% 3−HHEB−FFF 10.0% 4−HHEB−FFF 3.0% 5−HHEB−FFF 3.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=77.2(℃)、TSN<−30℃、20℃に
おける粘度はη20=27.4(mPa・s)、25℃に
おける屈折率異方性はΔn=0.083、20℃におけ
るしきい値電圧はVth=1.35(V)、V.H.R
(25℃)=98.5%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 10 7-HB-FFF 4.0% 3-HHB-FFF 10.0% 4-HHB-FFF 5.0% 3-H2HB-FFF 10.0% 4-H2HB-FFF 10.0 % 5-H2HB-FFF 10.0% 3-HH2B-FFF 10.0% 5-HH2B-FFF 5.0% 3-HBB-FFF 10.0% 5-HBB-FFF 10.0% 3-HHEB- A liquid crystal composition consisting of FFF 10.0% 4-HHEB-FFF 3.0% 5-HHEB-FFF 3.0% was prepared. The clearing point of this liquid crystal composition is T NI = 77.2 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 27.4 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.083, the threshold voltage at 20 ° C. is Vth = 1.35 (V), V.I. H. R
(25 ° C.) = 98.5%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0042】実施例11 3−HHB−FFF 9.0% 4−HHB−FFF 4.0% 3−H2HB−FFF 10.0% 5−H2HB−FFF 10.0% 3−HH2B−FFF 10.0% 5−HH2B−FFF 7.0% 3−HBB−FFF 11.0% 5−HBB−FFF 11.0% 3−H2BB−FFF 9.0% 5−H2BB−FFF 9.0% 2−HHBB−FFF 3.0% 3−HHBB−FFF 3.0% 3−HH2BB−FFF 4.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=87.8(℃)、TSN<−30℃、20℃に
おける粘度はη20=28.2(mPa・s)、25℃に
おける屈折率異方性はΔn=0.102、20℃におけ
るしきい値電圧はVth=1.51(V)、V.H.R
(25℃)=98.7%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 11 3-HHB-FFF 9.0% 4-HHB-FFF 4.0% 3-H2HB-FFF 10.0% 5-H2HB-FFF 10.0% 3-HH2B-FFF 10.0 % 5-HH2B-FFF 7.0% 3-HBB-FFF 11.0% 5-HBB-FFF 11.0% 3-H2BB-FFF 9.0% 5-H2BB-FFF 9.0% 2-HHBB- A liquid crystal composition consisting of FFF 3.0% 3-HHBB-FFF 3.0% 3-HH2BB-FFF 4.0% was prepared. The clearing point of this liquid crystal composition is T NI = 87.8 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 28.2 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.102, the threshold voltage at 20 ° C. is Vth = 1.51 (V), V.I. H. R
(25 ° C) = 98.7%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0043】実施例12 7−HB−FFF 9.0% 3−HHB−FFF 10.0% 3−HH2B−FFF 7.0% 5−HH2B−FFF 5.0% 3−HBB−FFF 18.0% 5−HBB−FFF 18.0% 3−HBEB−FFF 5.0% 5−HBEB−FFF 3.0% 3−HHEB−FFF 8.0% 5−HHEB−FFF 5.0% 2−HHBB−FFF 4.0% 3−HHBB−FFF 4.0% 5−HH2BB−FFF 4.0% からなる液晶組成物を調整した。この液晶組成物の透明
点はTNI=78.3(℃)、TSN<−30℃、20℃に
おける粘度はη20=30.2(mPa・s)、25℃に
おける屈折率異方性はΔn=0.103、20℃におけ
るしきい値電圧はVth=1.21(V)、V.H.R
(25℃)=98.4%であった。この液晶組成物は、
低温相溶性に優れネマチック相範囲が大きく、しきい値
電圧が小さく、実用性に富んでいた。
Example 12 7-HB-FFF 9.0% 3-HHB-FFF 10.0% 3-HH2B-FFF 7.0% 5-HH2B-FFF 5.0% 3-HBB-FFF 18.0 % 5-HBB-FFF 18.0% 3-HBEB-FFF 5.0% 5-HBEB-FFF 3.0% 3-HHEB-FFF 8.0% 5-HHEB-FFF 5.0% 2-HHBB- A liquid crystal composition consisting of FFF 4.0% 3-HHBB-FFF 4.0% 5-HH2BB-FFF 4.0% was prepared. The clearing point of this liquid crystal composition is T NI = 78.3 (° C.), T SN <−30 ° C., the viscosity at 20 ° C. is η 20 = 30.2 (mPa · s), and the refractive index anisotropy at 25 ° C. Is Δn = 0.103, the threshold voltage at 20 ° C. is Vth = 1.21 (V), V.I. H. R
(25 ° C) = 98.4%. This liquid crystal composition,
It was excellent in low-temperature compatibility, had a large nematic phase range, had a small threshold voltage, and was highly practical.

【0044】[0044]

【発明の効果】比較例および実施例の液晶組成物の特性
を表1に示す。表1から明かなように本発明によって、
AM−LCD用液晶組成物に求められる種々の特性を満
たしながら、特に、しきい値電圧の小さい、且つ低温相
溶性に優れネマチック相範囲の大きい液晶組成物を提供
できる。
The characteristics of the liquid crystal compositions of Comparative Examples and Examples are shown in Table 1. As is apparent from Table 1, according to the present invention,
It is possible to provide a liquid crystal composition having a small threshold voltage, excellent compatibility at low temperature, and a large nematic phase range while satisfying various characteristics required for a liquid crystal composition for AM-LCD.

【0045】[0045]

【表1】 [Table 1]

Claims (7)

【特許請求の範囲】[Claims] 【請求項1】一般式(I−1)〜(I−7)で表される
各化合物群のうち、少なくとも4つの化合物群から選択
される各々1種以上の化合物を混合してなることを特徴
とする液晶組成物。 【化1】 (式中、nは1〜10の整数を示す)
1. A mixture of at least one compound selected from at least four compound groups of each compound group represented by formulas (I-1) to (I-7). A characteristic liquid crystal composition. Embedded image (In the formula, n represents an integer of 1 to 10)
【請求項2】一般式(I−1)〜(I−5)で表される
各化合物群のうち、少なくとも4つの化合物群から選択
される各々1種以上の化合物を混合してなることを特徴
とする液晶組成物。
2. A compound obtained by mixing one or more compounds selected from at least four compound groups among the compound groups represented by formulas (I-1) to (I-5). A characteristic liquid crystal composition.
【請求項3】液晶組成物の全重量に対して、一般式(I
−1)〜(I−7)で表される各化合物群から選択され
る化合物の混合割合が各々25重量%以下、40重量%
以下、30重量%以下、60重量%以下、40重量%以
下、25重量%以下、15重量%以下であることを特徴
とする請求項1に記載の液晶組成物。
3. The compound represented by the general formula (I) based on the total weight of the liquid crystal composition.
-1) to (I-7), the mixing ratios of the compounds selected from the respective compound groups are 25% by weight or less and 40% by weight, respectively.
The liquid crystal composition according to claim 1, wherein the content is 30% by weight or less, 60% by weight or less, 40% by weight or less, 25% by weight or less, and 15% by weight or less.
【請求項4】液晶組成物の全重量に対して、一般式(I
−1)〜(I−5)で表される各化合物群から選択され
る化合物の混合割合が各々25重量%以下、40重量%
以下、30重量%以下、60重量%以下、40重量%以
下であることを特徴とする請求項2に記載の液晶組成
物。
4. The compound represented by the general formula (I) based on the total weight of the liquid crystal composition.
-1) to (I-5), the mixing ratios of the compounds selected from the respective compound groups are 25% by weight or less and 40% by weight, respectively.
The liquid crystal composition according to claim 2, wherein the content is 30% by weight or less, 60% by weight or less, and 40% by weight or less.
【請求項5】請求項1〜4のいずれかに記載の液晶組成
物に加えて、一般式(II)で表される化合物をさらに含
有することを特徴とする液晶組成物。 【化2】 (式中、nは1〜10の整数を示す)
5. A liquid crystal composition, which further comprises a compound represented by the general formula (II) in addition to the liquid crystal composition according to any one of claims 1 to 4. Embedded image (In the formula, n represents an integer of 1 to 10)
【請求項6】請求項1〜5のいずれかに記載の液晶組成
物に加えて、一般式(III−1)および/または一般式
(III−2)で表される化合物をさらに含有することを
特徴とする液晶組成物。 【化3】 (式中、nは1〜10の整数を示す)
6. In addition to the liquid crystal composition according to any one of claims 1 to 5, further containing a compound represented by the general formula (III-1) and / or the general formula (III-2). A liquid crystal composition comprising: Embedded image (In the formula, n represents an integer of 1 to 10)
【請求項7】請求項1〜6のいずれかに記載の液晶組成
物を用いた液晶表示素子。
7. A liquid crystal display device using the liquid crystal composition according to claim 1.
JP20782295A 1995-07-21 1995-07-21 Liquid crystal composition and liquid crystal display device Expired - Fee Related JP3531696B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP20782295A JP3531696B2 (en) 1995-07-21 1995-07-21 Liquid crystal composition and liquid crystal display device

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP20782295A JP3531696B2 (en) 1995-07-21 1995-07-21 Liquid crystal composition and liquid crystal display device

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2003207403A Division JP3945458B2 (en) 2003-08-12 2003-08-12 Liquid crystal composition and liquid crystal display element

Publications (2)

Publication Number Publication Date
JPH0931460A true JPH0931460A (en) 1997-02-04
JP3531696B2 JP3531696B2 (en) 2004-05-31

Family

ID=16546089

Family Applications (1)

Application Number Title Priority Date Filing Date
JP20782295A Expired - Fee Related JP3531696B2 (en) 1995-07-21 1995-07-21 Liquid crystal composition and liquid crystal display device

Country Status (1)

Country Link
JP (1) JP3531696B2 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6315922B1 (en) 1999-04-19 2001-11-13 Chisso Corporation Liquid crystal composition and liquid crystal display element
US6325949B1 (en) 1999-04-19 2001-12-04 Chisso Corporation Liquid crystal composition and liquid crystal display element
US6335064B1 (en) 1998-09-10 2002-01-01 Chisso Corporation Liquid crystal compositions and liquid crystal display devices
JP2005179676A (en) * 2003-12-17 2005-07-07 Merck Patent Gmbh Liquid crystal medium
JP2005179675A (en) * 2003-12-17 2005-07-07 Merck Patent Gmbh Liquid crystal medium

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6335064B1 (en) 1998-09-10 2002-01-01 Chisso Corporation Liquid crystal compositions and liquid crystal display devices
US6315922B1 (en) 1999-04-19 2001-11-13 Chisso Corporation Liquid crystal composition and liquid crystal display element
US6325949B1 (en) 1999-04-19 2001-12-04 Chisso Corporation Liquid crystal composition and liquid crystal display element
JP2005179676A (en) * 2003-12-17 2005-07-07 Merck Patent Gmbh Liquid crystal medium
JP2005179675A (en) * 2003-12-17 2005-07-07 Merck Patent Gmbh Liquid crystal medium

Also Published As

Publication number Publication date
JP3531696B2 (en) 2004-05-31

Similar Documents

Publication Publication Date Title
JP5459967B2 (en) Liquid crystal media
JPH07300584A (en) Liquid crystal composition
JP3904094B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JPS63215790A (en) Liquid crystal composition
JP4655319B2 (en) Liquid crystal medium and liquid crystal display element containing the liquid crystal medium
US20040119051A1 (en) Liquid crystal composition having high-speed response property and liquid crystal display using the same
JP4352515B2 (en) Liquid crystal composition and liquid crystal display element
JP3579728B2 (en) Liquid crystal composition and liquid crystal display device
JP3531696B2 (en) Liquid crystal composition and liquid crystal display device
JPH08239665A (en) Liquid crystal composition and liquid crystal display device
JP4984342B2 (en) Liquid crystal composition
JP3864435B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JP4934899B2 (en) Liquid crystal composition and liquid crystal display element
JP4876348B2 (en) Liquid crystal display element
JP4092596B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JP4099843B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JP3561921B2 (en) Nematic liquid crystal composition
JP3945458B2 (en) Liquid crystal composition and liquid crystal display element
JP3228781B2 (en) Nematic liquid crystal composition and liquid crystal display device using the same
JPH09151373A (en) Nematic liquid crystal composition and liquid crystal display using the same
JP4792624B2 (en) Liquid crystal composition
JP3965719B2 (en) Liquid crystal composition and liquid crystal display element
JP4655317B2 (en) Liquid crystal composition and liquid crystal display element
JP3673875B2 (en) Nematic liquid crystal composition
CN107557021A (en) Liquid-crystal composition

Legal Events

Date Code Title Description
TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20040212

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20040225

R150 Certificate of patent (=grant) or registration of utility model

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20080312

Year of fee payment: 4

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20090312

Year of fee payment: 5

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20090312

Year of fee payment: 5

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20100312

Year of fee payment: 6

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20100312

Year of fee payment: 6

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20110312

Year of fee payment: 7

S531 Written request for registration of change of domicile

Free format text: JAPANESE INTERMEDIATE CODE: R313531

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20110312

Year of fee payment: 7

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20110312

Year of fee payment: 7

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20120312

Year of fee payment: 8

S111 Request for change of ownership or part of ownership

Free format text: JAPANESE INTERMEDIATE CODE: R313113

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20120312

Year of fee payment: 8

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20120312

Year of fee payment: 8

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20130312

Year of fee payment: 9

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20130312

Year of fee payment: 9

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20140312

Year of fee payment: 10

LAPS Cancellation because of no payment of annual fees