JP3511846B2 - Liquid crystal composition and liquid crystal display device - Google Patents

Liquid crystal composition and liquid crystal display device

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Publication number
JP3511846B2
JP3511846B2 JP14120597A JP14120597A JP3511846B2 JP 3511846 B2 JP3511846 B2 JP 3511846B2 JP 14120597 A JP14120597 A JP 14120597A JP 14120597 A JP14120597 A JP 14120597A JP 3511846 B2 JP3511846 B2 JP 3511846B2
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JP
Japan
Prior art keywords
liquid crystal
group
compound
component
crystal composition
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.)
Expired - Lifetime
Application number
JP14120597A
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Japanese (ja)
Other versions
JPH10231482A (en
Inventor
康典 久恒
哲也 松下
和利 宮沢
房幸 竹下
悦男 中川
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JNC Corp
Original Assignee
Chisso Corp
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Description

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

【0001】[0001]

【発明の属する技術分野】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。
TECHNICAL FIELD The present invention relates to a nematic liquid crystal composition containing at least one chiral additive and a liquid crystal composition thereof, which is 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)は、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 Liquid crystal display devices (LCDs) are capable of lower power consumption, smaller size and lighter weight than CRTs (cathode ray tube displays). Therefore, they are twisted nematic (TN) type and super twisted nematic (LCD) type. STN)
System, thin film transistor (TFT) system, etc.
CD has been put to practical use. Among them, active matrix LCDs such as thin film transistors (TFT) (AM-
LCD) has been attracting attention as a favorite of flat displays due to colorization and higher definition.

【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。
The properties required for the liquid crystal composition for AM-LCD are: 1) High voltage holding ratio (VHR) in order to maintain high contrast of LCD. 2) The nematic liquid crystal phase range is large depending on the usage environment. 3) Appropriate refractive index anisotropy (Δn) can be taken according to the cell thickness. 4) An appropriate threshold voltage can be taken according to the driving 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。
The AM-LCD operates as a TN in which the orientation of liquid crystal molecules in the upper and lower substrates is twisted at 90 °.
The display system 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 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 (eg Δn · d = 0.5 μm). T currently in practical use under these restrictions
The Δn of the liquid crystal composition for FT is 1st. Min. 0.0 in the 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−ター等が開発
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 type personal computers and the like, which are compact and lightweight and can be carried, have been developed, and the applications of LCDs have spread. The LCD for portable use is limited in characteristics by the driving power supply. Since it is necessary to reduce power consumption for long-term use, a liquid crystal composition having a small threshold voltage has been required. Further, in order to further reduce the weight and cost of the driving power source, 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。
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 (TSN) is -20 ° C or lower. Is the main subject.

【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、ネマチック液晶相の範囲が狭いために実用性に欠け
ている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。
Under such a background, Japanese Patent Laid-Open No. 2-23
Japanese Patent No. 3626 discloses a trifluoro compound having a relatively large dielectric anisotropy (Δε). For example, Application Example 2 discloses a composition example of a trifluoro compound of 15% by weight and a difluoro compound of 85% by weight. However, the nematic liquid crystal phase has a large threshold voltage and poor compatibility especially at low temperatures. Has a drawback that it is not practical because the range is narrow. As described above, although liquid crystal compositions have been earnestly studied according to various purposes, under the present circumstances, new improvements are always required.

【0008】[0008]

【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出した。
SUMMARY OF THE INVENTION The object of the present invention is to satisfy various characteristics required for the liquid crystal composition for AM-LCD, while having a nematic phase having a small threshold voltage and excellent compatibility at low temperature. It is to provide a liquid crystal composition having a wide 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.

【0009】[0009]

【課題を解決するための手段】本発明の第1の発明は、
第1成分として、一般式(I−1)〜(I−6)からな
る化合物群から選択される化合物を少なくとも1種類含
有し、第2成分として、一般式(II−1)〜(II−4)
からなる化合物群から選択される化合物を少なくとも1
種類含有することを特徴とする液晶組成物に関する。
The first invention of the present invention is as follows:
As the first component, at least one compound selected from the compound group consisting of the general formulas (I-1) to (I-6) is contained, and as the second component, the general formulas (II-1) to (II-) are contained. 4)
At least one compound selected from the group consisting of
The present invention relates to a liquid crystal composition containing a kind.

【0010】[0010]

【化4】 [Chemical 4]

【0011】(式中、Rは炭素数1〜10のアルキル基
を示し、Z1、Z2、Z3、Z4は各々独立して−CH2
2−または単結合を示し、環(A)はトランス−1,
4−シクロヘキシレン、または1,4−フェニレンを示
し、環(B)は1,3−ジオキサン−2,5−ジイル、
または側位HがFで置換されてもよい1,4−フェニレ
ンを示し、環(C)はトランス−1,4−シクロヘキシ
レン、または側位HがFで置換されても良い1,4−フ
ェニレンを示し、XはF、OCF3、CF3、OCH
2、またはClを示し、Y1、Y2は各々独立してHま
たはFを示す。また、これらの化合物を構成する各原子
は、その同位体原子で置換されていてもよい。) 本発明の第2の発明は、液晶組成物の全重量に対して、
第1成分が3〜40重量%、第2成分が60〜97重量
%であることを特徴とする上記第1の発明に記載の液晶
組成物に関する。
(In the formula, R represents an alkyl group having 1 to 10 carbon atoms, and Z 1 , Z 2 , Z 3 and Z 4 are independently -CH 2 C.
H 2 — or a single bond, and ring (A) is trans-1,
4-cyclohexylene or 1,4-phenylene is shown, and the ring (B) is 1,3-dioxane-2,5-diyl,
Alternatively, the side position H represents 1,4-phenylene which may be substituted with F, the ring (C) is trans-1,4-cyclohexylene, or the side position H may be substituted with F, 1,4-phenylene. Represents phenylene, X is F, OCF 3 , CF 3 , OCH
F 2 or Cl, and Y 1 and Y 2 each independently represent H or F. Each atom constituting these compounds may be substituted with its isotope atom. ) The second invention of the present invention is, relative to the total weight of the liquid crystal composition,
The first component is 3 to 40% by weight, and the second component is 60 to 97% by weight. The present invention relates to the liquid crystal composition according to the first invention.

【0012】本発明の第3の発明は、第1成分として、
前記一般式(I−1)〜(I−6)からなる化合物群か
ら選択される化合物を少なくとも1種類含有し、第2成
分として、前記一般式(II−1)〜(II−4)からなる
化合物群から選択される化合物を少なくとも1種類含有
し、第3成分として、一般式(III) で表わされる化合
物群から選択される化合物を少なくとも1種類含有する
ことを特徴とする液晶組成物に関する。
The third aspect of the present invention is, as the first component,
From the compounds represented by the general formulas (II-1) to (II-4), the compound contains at least one compound selected from the group consisting of compounds represented by the general formulas (I-1) to (I-6). A liquid crystal composition comprising at least one compound selected from the group consisting of the following compounds and at least one compound selected from the compound group represented by the general formula (III) as the third component. .

【0013】[0013]

【化5】 [Chemical 5]

【0014】(式中、Rは炭素数1〜10のアルキル基
を示し、Z5は−CH2CH2−、−COO−または単結
合を示し、XはF、OCF3、CF3、OCHF2、また
はClを示し、Y1、Y2は各々独立してHまたはFを示
す。また、これらの化合物を構成する各原子は、その同
位体原子で置換されていてもよい。) 本発明の第4の発明は、第1成分として、前記一般式
(I−1)〜(I−6)からなる化合物群から選択され
る化合物を少なくとも1種類含有し、第2成分として、
前記一般式(II−1)〜(II−4)からなる化合物群か
ら選択される化合物を少なくとも1種類含有し、第3成
分として、一般式(IV−1)〜(IV−4)からなる化合
物群から選択される化合物を少なくとも1種類含有する
ことを特徴とする液晶組成物に関する。
(Wherein R represents an alkyl group having 1 to 10 carbon atoms, Z 5 represents —CH 2 CH 2 —, —COO— or a single bond, and X represents F, OCF 3 , CF 3 , OCHF. 2 or Cl, and Y 1 and Y 2 each independently represent H or F. Further, each atom constituting these compounds may be substituted with an isotope atom thereof. 4th invention contains at least 1 type of compound selected from the compound group which consists of said General formula (I-1)-(I-6) as a 1st component, As a 2nd component,
Contain at least one compound selected from the group of compounds consisting of the general formulas (II-1) to (II-4), and consist of the general formulas (IV-1) to (IV-4) as the third component. The present invention relates to a liquid crystal composition containing at least one compound selected from the compound group.

【0015】[0015]

【化6】 [Chemical 6]

【0016】(式中、Rは炭素数1〜10のアルキル基
を示し、Z6は−CH2CH2−または単結合を示し、X
はF、OCF3、CF3、OCHF2、またはClを示
し、Y1、Y2は各々独立してHまたはFを示す。また、
これらの化合物を構成する各原子は、その同位体原子で
置換されていてもよい。) 本発明の第5の発明は、第1成分として、前記一般式
(I−1)〜(I−6)からなる化合物群から選択され
る化合物を少なくとも1種類含有し、第2成分として、
前記一般式(II−1)〜(II−4)からなる化合物群か
ら選択される化合物を少なくとも1種類含有し、第3成
分として、前記一般式(III) で表わされる化合物群か
ら選択される化合物を少なくとも1種類含有し、第4成
分として、前記一般式(IV−1)〜(IV−4)からなる
化合物群から選択される化合物を少なくとも1種類含有
することを特徴とする液晶組成物に関する。
(Wherein R represents an alkyl group having 1 to 10 carbon atoms, Z 6 represents —CH 2 CH 2 — or a single bond, and X represents
Represents F, OCF 3 , CF 3 , OCHF 2 , or Cl, and Y 1 and Y 2 each independently represent H or F. Also,
Each atom constituting these compounds may be substituted with its isotope atom. ) A fifth invention of the present invention comprises, as the first component, at least one compound selected from the group of compounds consisting of the general formulas (I-1) to (I-6), and as the second component,
It contains at least one compound selected from the compound group consisting of the general formulas (II-1) to (II-4), and is selected as the third component from the compound group represented by the general formula (III). A liquid crystal composition containing at least one compound, and as the fourth component, at least one compound selected from the compound group consisting of the general formulas (IV-1) to (IV-4). Regarding

【0017】本発明の第6の発明は、前記第1〜第5の
発明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。以下、本発明の各成分を構成する化合物に
ついて説明する。本発明において一般式(I−4)で表
される化合物として、以下の化合物が好ましく用いられ
る。
A sixth invention of the present invention relates to a liquid crystal display device using the liquid crystal composition according to any one of the first to fifth inventions. Hereinafter, the compounds constituting each component of the present invention will be described. In the present invention, the following compounds are preferably used as the compound represented by the general formula (I-4).

【0018】[0018]

【化7】 [Chemical 7]

【0019】これらの式において、RおよびXは前述で
定義した通りである。一般式(II−1)〜(II−4)で
表される化合物として、以下の化合物が好ましく用いら
れる。
In these formulas, R and X are as defined above. The following compounds are preferably used as the compounds represented by the general formulas (II-1) to (II-4).

【0020】[0020]

【化8】 [Chemical 8]

【0021】[0021]

【化9】 [Chemical 9]

【0022】[0022]

【化10】 [Chemical 10]

【0023】[0023]

【化11】 [Chemical 11]

【0024】これらの式において、RおよびXは前述で
定義した通りである。一般式(III) で表される化合物
として、以下の化合物が好ましく用いられる。
In these formulas, R and X are as defined above. The following compounds are preferably used as the compound represented by the general formula (III).

【0025】[0025]

【化12】 [Chemical 12]

【0026】R、Xは前述で定義した通りである。一般
式(IV−3)で表される化合物として、以下の化合物が
好ましく用いられる。
R and X are as defined above. The following compounds are preferably used as the compound represented by the general formula (IV-3).

【0027】[0027]

【化13】 [Chemical 13]

【0028】一般式(I−1)、(I−2)および(I
−6)の化合物は、誘電率異方性(Δε)がおおよそ1
6〜25の範囲にあり、熱安定性、化学的安定性に優れ
ているので、特にTFT用液晶組成物のしきい値電圧を
小さくする役割を担う。一般式(II−1)〜(II−
4)、(III)、(IV−1)〜(IV−4)の化合物は、Δ
εがおおよそ6〜16の範囲にあり、熱的安定性、化学
的安定性に優れているので低電圧TFT用化合物として
良く知られている化合物である。
General formulas (I-1), (I-2) and (I
The compound of -6) has a dielectric anisotropy (Δε) of about 1
Since it is in the range of 6 to 25 and is excellent in thermal stability and chemical stability, it plays a role of particularly reducing the threshold voltage of the liquid crystal composition for TFT. General formulas (II-1) to (II-
4), (III), (IV-1) to (IV-4) compounds have Δ
Since ε is in the range of about 6 to 16 and is excellent in thermal stability and chemical stability, it is a compound well known as a compound for low voltage TFT.

【0029】一般式(II−1)〜(II−4)の化合物は
ネマチック−アイソトロピック転移点(透明点:TNI
がおおよそ50〜100℃の範囲にあり、低電圧TFT
用組成物のベース化合物としては、最適な化合物であ
る。本発明の第1成分の使用量は3〜40重量%が好ま
しい。3重量%未満であれば、本願発明の主題である低
電圧の効果が得にくいし、40重量%を超えると、液晶
組成物の低温における相溶性が悪くなる場合があり好ま
しくない。
The compounds of the general formulas (II-1) to (II-4) are nematic-isotropic transition points (clearing point: T NI ).
Is in the range of approximately 50 to 100 ° C, and low voltage TFT
It is an optimal compound as the base compound of the composition for use. The amount of the first component used in the present invention is preferably 3 to 40% by weight. If it is less than 3% by weight, the effect of low voltage, which is the subject of the present invention, is difficult to obtain, and if it exceeds 40% by weight, the compatibility of the liquid crystal composition at low temperatures may deteriorate, which is not preferable.

【0030】本発明の第2成分の使用量は60〜97重
量%が好ましい。60重量%未満だと液晶組成物の低温
における相溶性が悪くなることがあり好ましくない。ま
た97重量%を超えると本願発明の低電圧の効果が得に
くい。一般式(III) の化合物は2環の化合物であるの
で、主として液晶組成物の粘度を下げる役割を担う。2
環化合物であるので多量に使用すると液晶組成物の透明
点が下がる場合がある。一般式(III) の化合物の使用
量は20重量%以下が好ましい。
The amount of the second component used in the present invention is preferably 60 to 97% by weight. If it is less than 60% by weight, the compatibility of the liquid crystal composition at low temperature may deteriorate, which is not preferable. If it exceeds 97% by weight, it is difficult to obtain the effect of the low voltage of the present invention. Since the compound of the general formula (III) is a bicyclic compound, it mainly plays a role of lowering the viscosity of the liquid crystal composition. Two
Since it is a ring compound, if it is used in a large amount, the clearing point of the liquid crystal composition may be lowered. The amount of the compound of the general formula (III) used is preferably 20% by weight or less.

【0031】一般式(IV−1)〜(IV−4)の化合物
は、4環のトリフルオロ化合物であるので、特に液晶組
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(IV−1)〜(IV−4)の化
合物の使用量は20重量%以下が好ましい。
Since the compounds of the general formulas (IV-1) to (IV-4) are tricyclic trifluoro compounds, they have a role of raising the clearing point of the liquid crystal composition, but they are tetracyclic compounds. If it is 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. The use amount of the compounds of the general formulas (IV-1) to (IV-4) is preferably 20% by weight or less.

【0032】本発明の組成物には、発明の目的を損なわ
ない範囲で前記した一般式で表される化合物以外の化合
物を混合して使用することができる。また、本発明で
は、OCB(Optically Compensat
edBirefringence)モード用液晶組成物
等の特別な場合を除き、通常、液晶組成物のらせん構造
を誘起して必要なねじれ角を調整し、逆ねじれ(rev
erse twist)を防ぐ目的で、光学活性化合物
を添加する。本発明の光学活性化合物は、このような目
的で使用するのであれば、公知化されたいずれの光学活
性化合物を使用してもかまわないが、好ましくは以下の
光学活性化合物を挙げることができる。
In the composition of the present invention, compounds other than the compound represented by the above general formula can be mixed and used within a range not impairing the object of the invention. Further, in the present invention, OCB (Optically Compensat) is used.
Except for special cases such as a liquid crystal composition for ed birefringence mode, usually, a helical structure of the liquid crystal composition is induced to adjust a necessary twist angle and reverse twist (rev) is performed.
An optically active compound is added for the purpose of preventing erase twist. If the optically active compound of the present invention is used for such a purpose, any known optically active compound may be used, but the following optically active compounds are preferred.

【0033】[0033]

【化14】 [Chemical 14]

【0034】本発明の液晶組成物は、通常、これらの光
学活性化合物を添加して、ねじれのピッチ(pitc
h)長を調整する。ねじれのピッチ長は、TFT用およ
びTN用の液晶組成物であれば40〜200μmの範囲
に調整するのが好ましい。STN用の液晶組成物であれ
ば6〜20μmの範囲に調整するのが好ましい。また、
双安定TN(Bistable TN)モード用の場合
は、1.5〜4μmの範囲に調整するのが好ましい。ま
た、ピッチ長の温度依存性を調整する目的で2種以上の
光学活性化合物を添加して良い。
The liquid crystal composition of the present invention is usually added with these optically active compounds to give a twist pitch (pitc).
h) Adjust the length. The pitch length of the twist is preferably adjusted in the range of 40 to 200 μm in the case of a liquid crystal composition for TFT and TN. In the case of a liquid crystal composition for STN, it is preferable to adjust it in the range of 6 to 20 μm. Also,
In the case of a bistable TN (Bistable TN) mode, it is preferable to adjust to a range of 1.5 to 4 μm. Further, two or more kinds of optically active compounds may be added for the purpose of adjusting the temperature dependence of the pitch length.

【0035】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NCA
P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。
The liquid crystal compositions used according to the invention are prepared in a manner which is conventional per se. Generally, a method of dissolving various components with each other at a high temperature is adopted. In addition, the liquid crystal composition used according to the present invention is a guest-host (GH ) It can also be used as a liquid crystal composition for modes. Alternatively, NCA produced by encapsulating nematic liquid crystals in microcapsules
It can also be used as a liquid crystal composition for a polymer dispersion type liquid crystal display device (PDLCD) typified by P or a polymer network liquid crystal display device (PNLCD) in which a three-dimensional network polymer is produced in liquid crystal. Others, birefringence control (ECB)
It can also be used as a liquid crystal composition for modes and dynamic scattering (DS) modes.

【0036】[0036]

【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、実施例の組成比はすべて重量%で示
される。尚、実施例および比較例で用いる化合物は、表
1に示した定義に基づき、記号で表した。
EXAMPLES The present invention is described in detail below with reference to examples, but the present invention is not limited to these examples. Further, the composition ratios of Comparative Examples and Examples are all shown by weight%. The compounds used in Examples and Comparative Examples are represented by symbols based on the definitions shown in Table 1.

【0037】[0037]

【表1】 [Table 1]

【0038】液晶組成物の特性のデータは、透明点(T
NI)、スメクティック−ネマティック相転移点(TSN
20℃における粘度(η20)、25℃における屈折率異
方性(Δn)、25℃における誘電率異方性(Δε)、
20℃におけるしきい値電圧(Vth)で表した。電圧保
持率(V.H.R)の測定は面積法に基づいて、25℃
において実施した。なお、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。
The data of the characteristics of the liquid crystal composition are as follows:
NI ), smectic-nematic phase transition point (T SN ).
Viscosity at 20 ° C. (η20), refractive index anisotropy at 25 ° C. (Δn), dielectric anisotropy at 25 ° C. (Δε),
It is represented by the threshold voltage (V th ) at 20 ° C. The voltage holding ratio (VHR) is measured at 25 ° C based on the area method.
It was carried out in. The T sn points are 0 ° C, -10 ° C,
It judged by the liquid crystal phase after leaving for 30 days in each -20 degreeC and -30 degreeC freezer.

【0039】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、以下の組成物を調製した。 3−HHB(F,F)−F 15.0% 2−HHB(F)−F 28.4% 3−HHB(F)−F 28.3% 5−HHB(F)−F 28.3% TNI=110.7℃ TSN<0℃ η20=25.0mPa・s Δn=0.077 Vth=2.32(V) V.H.R=98.8% この液晶組成物は、しきい値電圧が大きく、また、低温
相溶性が良くない(TSNが高い)。
Comparative Example 1 The following composition disclosed in Application Example 2 of JP-A-2-233626 was prepared. 3-HHB (F, F) -F 15.0% 2-HHB (F) -F 28.4% 3-HHB (F) -F 28.3% 5-HHB (F) -F 28.3% T NI = 110.7 ° C. T SN <0 ° C. η20 = 25.0 mPa · s Δn = 0.077 V th = 2.32 (V) V.I. H. R = 98.8% This liquid crystal composition has a large threshold voltage and poor low temperature compatibility (high T SN ).

【0040】実施例1 3−DBB(F,F)−F 5.0% 3−H2HB(F,F)−F 7.0% 5−H2HB(F,F)−F 11.0% 3−HHB(F,F)−F 10.0% 4−HHB(F,F)−F 6.0% 3−HH2B(F,F)−F 12.0% 5−HH2B(F,F)−F 8.0% 3−HBB(F,F)−F 14.0% 5−HBB(F,F)−F 14.0% 3−HHEB(F,F)−F 9.0% 5−HHEB(F,F)−F 4.0% TNI=78.9℃ TSN<−30℃ η20=29.6mPa・s Δn=0.091 △ε=9.6 Vth=1.52V V.H.R=98.3% 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
る。
Example 1 3-DBB (F, F) -F 5.0% 3-H2HB (F, F) -F 7.0% 5-H2HB (F, F) -F 11.0% 3- HHB (F, F) -F 10.0% 4-HHB (F, F) -F 6.0% 3-HH2B (F, F) -F 12.0% 5-HH2B (F, F) -F 8.0% 3-HBB (F, F) -F 14.0% 5-HBB (F, F) -F 14.0% 3-HHEB (F, F) -F 9.0% 5-HHEB ( F, F) -F 4.0% T NI = 78.9 ° C. T SN <−30 ° C. η20 = 29.6 mPa · s Δn = 0.091 Δε = 9.6 V th = 1.52 V V.F. H. R = 98.3% This liquid crystal composition is excellent in low temperature compatibility, has a large nematic phase range, has a small threshold voltage, and is highly practical.

【0041】実施例2 3−DHB(F,F)−F 5.0% 3−DBB(F,F)−F 5.0% 3−PyBB(F,F)−F 3.0% 3−H2HB(F,F)−F 6.4% 5−H2HB(F,F)−F 10.1% 3−HHB(F,F)−F 9.2% 4−HHB(F,F)−F 5.5% 3−HH2B(F,F)−F 11.0% 5−HH2B(F,F)−F 7.3% 3−HBB(F,F)−F 12.8% 5−HBB(F,F)−F 12.8% 3−HHEB(F,F)−F 8.2% 5−HHEB(F,F)−F 3.7% TNI=75.8℃ TSN<−30℃ η20=32.2mPa・s Δn=0.092 △ε=10.7 Vth=1.45 V.H.R=98.5% Example 2 3-DHB (F, F) -F 5.0% 3-DBB (F, F) -F 5.0% 3-PyBB (F, F) -F 3.0% 3- H2HB (F, F) -F 6.4% 5-H2HB (F, F) -F 10.1% 3-HHB (F, F) -F 9.2% 4-HHB (F, F) -F 5.5% 3-HH2B (F, F) -F 11.0% 5-HH2B (F, F) -F 7.3% 3-HBB (F, F) -F 12.8% 5-HBB ( F, F) -F 12.8% 3-HHEB (F, F) -F 8.2% 5-HHEB (F, F) -F 3.7% T NI = 75.8 ° C T SN <-30 C η20 = 32.2 mPa · s Δn = 0.092 Δε = 10.7 V th = 1.45 V.V. H. R = 98.5%

【0042】実施例3 3−DHB(F,F)−F 3.0% 3−DBB(F,F)−F 3.0% 3−PyBB(F,F)−F 3.0% 3−BPyB(F,F)−F 3.0% 3−HPyB(F,F)−F 3.0% 3−H2HB(F,F)−F 6.3% 5−H2HB(F,F)−F 9.8% 3−HHB(F,F)−F 8.9% 4−HHB(F,F)−F 5.4% 3−HH2B(F,F)−F 10.7% 5−HH2B(F,F)−F 7.2% 3−HBB(F,F)−F 12.5% 5−HBB(F,F)−F 12.5% 3−HHEB(F,F)−F 8.1% 5−HHEB(F,F)−F 3.6% TNI=77.2℃ TSN<−30℃ η20=32.8mPa・s Δn=0.099 △ε=10.8 Vth=1.43 V.H.R=98.5% Example 3 3-DHB (F, F) -F 3.0% 3-DBB (F, F) -F 3.0% 3-PyBB (F, F) -F 3.0% 3- BPyB (F, F) -F 3.0% 3-HPyB (F, F) -F 3.0% 3-H2HB (F, F) -F 6.3% 5-H2HB (F, F) -F 9.8% 3-HHB (F, F) -F 8.9% 4-HHB (F, F) -F 5.4% 3-HH2B (F, F) -F 10.7% 5-HH2B ( F, F) -F 7.2% 3-HBB (F, F) -F 12.5% 5-HBB (F, F) -F 12.5% 3-HHEB (F, F) -F 8. 1% 5-HHEB (F, F) -F 3.6% T NI = 77.2 ° C. T SN <−30 ° C. η20 = 32.8 mPa · s Δn = 0.099 Δε = 10.8 V th = 1.43 V. H. R = 98.5%

【0043】実施例4 3−DHB(F,F)−F 5.0% 3−DBB(F,F)−F 5.0% 4−DBB(F,F)−F 5.0% 3−HH[D5678]B(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 5−H2HB(F,F)−F 10.0% 3−HH2B(F,F)−F 15.0% 5−HH2B(F,F)−F 10.0% 3−HBB(F,F)−F 6.0% 3−H[D5678]BB(F,F)−F 6.0% 5−HBB(F,F)−F 11.0% TNI=73.9℃ TSN<−20℃ η20=35.4mPa・s Δn=0.089 △ε=10.2 Vth=1.47V V.H.R=98.5% Example 4 3-DHB (F, F) -F 5.0% 3-DBB (F, F) -F 5.0% 4-DBB (F, F) -F 5.0% 3- HH [D5678] B (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 5-H2HB (F, F) -F 10.0% 3-HH2B (F, F) -F 15.0% 5-HH2B (F, F) -F 10.0% 3-HBB (F, F) -F 6.0% 3-H [D5678] BB (F, F) -F 6.0% 5-HBB (F, F) -F 11.0% T NI = 73.9 ° C. T SN <−20 ° C. η20 = 35.4 mPa .S Δn = 0.089 Δε = 10.2 V th = 1.47 V V. H. R = 98.5%

【0044】実施例5 3−DBB(F,F)−F 5.0% 5−DBB(F,F)−F 4.0% 3−HDB(F,F)−F 4.0% 3−HHB(F,F)−F 10.0% 4−HHB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 3−HH2B(F,F)−F 7.0% 5−HH2B(F,F)−F 7.0% 3−H2BB(F,F)−F 14.0% 3−HHEB(F,F)−F 10.0% 4−HHEB(F,F)−F 3.0% 5−HHEB(F,F)−F 3.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 7−HB(F,F)−F 5.0% TNI=70.2℃ TSN<−20℃ η20=34.6mPa・s Δn=0.083 △ε=10.0 Vth=1.44V V.H.R=98.4% Example 5 3-DBB (F, F) -F 5.0% 5-DBB (F, F) -F 4.0% 3-HDB (F, F) -F 4.0% 3- HHB (F, F) -F 10.0% 4-HHB (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 3-HH2B (F, F) -F 7.0% 5-HH2B (F, F) -F 7.0% 3-H2BB (F, F) -F 14.0% 3-HHEB (F, F) -F 10.0% 4-HHEB ( F, F) -F 3.0% 5-HHEB (F, F) -F 3.0% 2-HBEB (F, F) -F 3.0% 3-HBEB (F, F) -F 5. 0% 5-HBEB (F, F) -F 3.0% 7-HB (F, F) -F 5.0% T NI = 70.2 ° C T SN <-20 ° C η 20 = 34.6 mPa · s Δn = 0.083 Δε = 10.0 th = 1.44V V. H. R = 98.4%

【0045】実施例6 2−DHB(F,F)−F 5.0% 3−DHB(F,F)−F 5.0% 5−DHB(F,F)−F 5.0% 2−DBB(F,F)−F 5.0% 3−DBB(F,F)−F 5.0% 5−DBB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 3−HBB(F,F)−F 15.0% 3−HHEB(F,F)−F 10.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 2−HHBB(F,F)−F 3.0% 3−HHBB(F,F)−F 3.0% 4−HHBB(F,F)−F 3.0% 3−HH2BB(F,F)−F 3.0% TNI=80.9℃ TSN<−20℃ η20=49.4mPa・s Δn=0.100 △ε=11.5 Vth=1.35V V.H.R=98.4% Example 6 2-DHB (F, F) -F 5.0% 3-DHB (F, F) -F 5.0% 5-DHB (F, F) -F 5.0% 2- DBB (F, F) -F 5.0% 3-DBB (F, F) -F 5.0% 5-DBB (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 3-HBB (F, F) -F 15.0% 3-HHEB (F, F) -F 10.0% 2-HBEB ( F, F) -F 3.0% 3-HBEB (F, F) -F 5.0% 5-HBEB (F, F) -F 3.0% 2-HHBB (F, F) -F 3. 0% 3-HHBB (F, F) -F 3.0% 4-HHBB (F, F) -F 3.0% 3-HH2BB (F, F) -F 3.0% T NI = 80.9 ℃ T SN <-20 ℃ η20 = 49.4mP a · s Δn = 0.100 Δε = 11.5 V th = 1.35 V V.s. H. R = 98.4%

【0046】実施例7 3−DHB(F,F)−F 4.0% 5−DHB(F,F)−F 3.0% 3−DBB(F,F)−F 5.0% 5−DBB(F,F)−F 3.0% 3−HHB(F,F)−F 10.0% 4−HHB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 3−HBB(F,F)−F 8.0% 3−HHEB(F,F)−F 10.0% 4−HHEB(F,F)−F 3.0% 5−HHEB(F,F)−F 3.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 3−HHB(F)−F 4.0% 3−H2HB(F)−F 3.0% 3−H2BB(F)−F 3.0% 3−HBB(F)−F 3.0% TNI=75.2℃ TSN<−20℃ η20=35.8mPa・s Δn=0.089 △ε=9.7 Vth=1.51 V.H.R=98.2% Example 7 3-DHB (F, F) -F 4.0% 5-DHB (F, F) -F 3.0% 3-DBB (F, F) -F 5.0% 5- DBB (F, F) -F 3.0% 3-HHB (F, F) -F 10.0% 4-HHB (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 3-HBB (F, F) -F 8.0% 3-HHEB (F, F) -F 10.0% 4-HHEB ( F, F) -F 3.0% 5-HHEB (F, F) -F 3.0% 2-HBEB (F, F) -F 3.0% 3-HBEB (F, F) -F 5. 0% 5-HBEB (F, F) -F 3.0% 3-HHB (F) -F 4.0% 3-H2HB (F) -F 3.0% 3-H2BB (F) -F 3. 0% 3-HBB (F) -F 3.0% NI = 75.2 ℃ T SN <-20 ℃ η20 = 35.8mPa · s Δn = 0.089 △ ε = 9.7 V th = 1.51 V. H. R = 98.2%

【0047】実施例8 3−DHB(F,F)−F 3.0% 3−DHB(F,F)−F 4.0% 3−DBB(F,F)−F 4.0% 3−DBB(F,F)−F 4.0% 3−HHB(F,F)−F 10.0% 4−HHB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 3−HBB(F,F)−F 14.0% 3−HHEB(F,F)−F 10.0% 4−HHEB(F,F)−F 3.0% 5−HHEB(F,F)−F 3.0% 2−HBEB(F,F)−F 3.0% 3−HB(F)EB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 2−HHB−CL 4.0% 4−HHB−CL 3.0% TNI=78.6℃ TSN<−20℃ η20=36.4mPa・s Δn=0.091 Vth=1.53V V.H.R=98.3% Example 8 3-DHB (F, F) -F 3.0% 3-DHB (F, F) -F 4.0% 3-DBB (F, F) -F 4.0% 3- DBB (F, F) -F 4.0% 3-HHB (F, F) -F 10.0% 4-HHB (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 3-HBB (F, F) -F 14.0% 3-HHEB (F, F) -F 10.0% 4-HHEB ( F, F) -F 3.0% 5-HHEB (F, F) -F 3.0% 2-HBEB (F, F) -F 3.0% 3-HB (F) EB (F, F) -F 5.0% 5-HBEB (F, F) -F 3.0% 2-HHB-CL 4.0% 4-HHB-CL 3.0% T NI = 78.6 ° C T SN <-20 ℃ η20 = 36.4mPa ・ s Δn = 0 .091 V th = 1.53 V V. H. R = 98.3%

【0048】実施例9 3−DHB(F,F)−F 3.0% 5−DHB(F,F)−F 3.0% 3−DBB(F,F)−F 5.0% 5−DBB(F,F)−F 4.0% 3−HHB(F,F)−F 7.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 3−HBB(F,F)−F 10.0% 3−HHEB(F,F)−F 10.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 7−HB(F,F)−F 5.0% 2−HHBB(F,F)−F 4.0% 3−HHBB(F,F)−F 4.0% 3−HH2BB(F,F)−F 3.0% 7−HB(F)−F 3.0% 5−H2B(F)−F 3.0% 7−HB−CL 3.0% TNI=70.6℃ TSN<−20℃ η20=37.8mPa・s Δn=0.087 Vth=1.56V V.H.R=98.4% Example 9 3-DHB (F, F) -F 3.0% 5-DHB (F, F) -F 3.0% 3-DBB (F, F) -F 5.0% 5- DBB (F, F) -F 4.0% 3-HHB (F, F) -F 7.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 3-HBB (F, F) -F 10.0% 3-HHEB (F, F) -F 10.0% 2-HBEB (F, F) -F 3.0% 3-HBEB ( F, F) -F 5.0% 5-HBEB (F, F) -F 3.0% 7-HB (F, F) -F 5.0% 2-HHBB (F, F) -F 4. 0% 3-HHBB (F, F) -F 4.0% 3-HH2BB (F, F) -F 3.0% 7-HB (F) -F 3.0% 5-H2B (F) -F 3.0% 7-HB-CL 3.0% T NI = 70.6 ° C. T SN <−20 ° C. η20 = 37.8 mPa · s Δn = 0.087 V th = 1.56 V V. H. R = 98.4%

【0049】実施例10 3−PyBB(F,F)−F 3.0% 5−PyBB(F,F)−F 3.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 3−H2BB(F,F)−F 8.0% 5−H2BB(F,F)−F 7.0% 3−HBB(F,F)−F 30.0% 5−HBB(F,F)−F 30.0% 1O1−HBBH−5 4.0% 3−PyBB−F 4.0% TNI=73.9℃ TSN<−30℃ Δn=0.137 △ε=12.6 Vth=1.32V Example 10 3-PyBB (F, F) -F 3.0% 5-PyBB (F, F) -F 3.0% 2-HBEB (F, F) -F 3.0% 3- HBEB (F, F) -F 5.0% 5-HBEB (F, F) -F 3.0% 3-H2BB (F, F) -F 8.0% 5-H2BB (F, F) -F 7.0% 3-HBB (F, F) -F 30.0% 5-HBB (F, F) -F 30.0% 1O1-HBBH-5-5 4.0% 3-PyBB-F 4.0% T NI = 73.9 ° C. T SN <−30 ° C. Δn = 0.137 Δε = 12.6 V th = 1.32 V

【0050】実施例11 2−DHB(F,F)−F 3.0% 3−DHB(F,F)−F 4.0% 5−DHB(F,F)−F 3.0% 2−DBB(F,F)−F 3.0% 3−DBB(F,F)−F 4.0% 5−DBB(F,F)−F 3.0% 3−H2BB(F,F)−F 10.0% 5−H2BB(F,F)−F 10.0% 3−HBB(F,F)−F 23.0% 5−HBB(F,F)−F 22.0% 1O1−HBBH−5 5.0% 3−PyBB−F 5.0% 4−PyBB−F 5.0% TNI=80.0℃ TSN<−30℃ η20=48.5mPa・s Δn=0.136 △ε=11.8 Vth=1.40V Example 11 2-DHB (F, F) -F 3.0% 3-DHB (F, F) -F 4.0% 5-DHB (F, F) -F 3.0% 2- DBB (F, F) -F 3.0% 3-DBB (F, F) -F 4.0% 5-DBB (F, F) -F 3.0% 3-H2BB (F, F) -F 10.0% 5-H2BB (F, F) -F 10.0% 3-HBB (F, F) -F 23.0% 5-HBB (F, F) -F 22.0% 1O1-HBBH- 5 5.0% 3-PyBB-F 5.0% 4-PyBB-F 5.0% T NI = 80.0 ° C T SN <-30 ° C η20 = 48.5 mPa · s Δn = 0.136 Δε = 11.8 V th = 1.40 V

【0051】実施例12 3−DHB(F,F)−F 4.0% 3−DBB(F,F)−F 4.0% 5−HBCF2OB(F)−F 5.0% 5−HBCF2OB(F)−OCF3 8.0% 3−HBCF2OB(F,F)−F 7.0% 3−HBB(F,F)−F 8.0% 5−HBB(F,F)−F 8.0% 3−HHB(F,F)−F 4.0% 3−H2BB(F,F)−F 8.0% 4−H2BB(F,F)−F 8.0% 5−H2BB(F,F)−F 8.0% 3−HBEB(F,F)−F 4.0% 3−HHEB(F,F)−F 12.0% 4−HHEB(F,F)−F 4.0% 5−HHEB(F,F)−F 4.0% 3−HH2BB(F,F)−F 4.0% TNI=71.6℃ TSN<−30℃ η20=32.3mPa・s Δn=0.105 △ε=11.3 Vth=1.38V Example 12 3-DHB (F, F) -F 4.0% 3-DBB (F, F) -F 4.0% 5-HBCF2OB (F) -F 5.0% 5-HBCF2OB ( F) -OCF3 8.0% 3-HBCF2OB (F, F) -F 7.0% 3-HBB (F, F) -F 8.0% 5-HBB (F, F) -F 8.0%. 3-HHB (F, F) -F 4.0% 3-H2BB (F, F) -F 8.0% 4-H2BB (F, F) -F 8.0% 5-H2BB (F, F) -F 8.0% 3-HBEB (F, F) -F 4.0% 3-HHEB (F, F) -F 12.0% 4-HHEB (F, F) -F 4.0% 5- HHEB (F, F) -F 4.0% 3-HH2BB (F, F) -F 4.0% T NI = 71.6 ° C T SN <-30 ° C η20 = 32.3 mPa · s Δn = 0. 1 5 △ ε = 11.3 V th = 1.38V

【0052】実施例13 3−DHB(F,F)−F 5.0% 3−DBB(F,F)−F 5.0% 3−HHB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 5−H2HB(F,F)−F 10.0% 3−HH2B(F,F)−F 10.0% 5−HH2B(F,F)−F 8.0% 3−HBB(F,F)−F 12.0% 5−HBB(F,F)−F 11.0% 3−HHB−OCF3 3.0% 3−HH2B−OCF3 3.0% 5−HH2B−OCF3 3.0% 5−HHEB−OCF3 3.0% TNI=78.4℃ TSN<−20℃ η20=31.9mPa・s Δn=0.089 △ε=10.3 Vth=1.56V Example 13 3-DHB (F, F) -F 5.0% 3-DBB (F, F) -F 5.0% 3-HHB (F, F) -F 5.0% 3- H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 5-H2HB (F, F) -F 10.0% 3-HH2B (F, F) -F 10.0% 5-HH2B (F, F) -F 8.0% 3-HBB (F, F) -F 12.0% 5-HBB (F, F) -F 11.0% 3-HHB- OCF3 3.0% 3-HH2B-OCF3 3.0% 5-HH2B-OCF3 3.0% 5-HHEB-OCF3 3.0% T NI = 78.4 ° C T SN <-20 ° C η20 = 31.9 mPa.・ S Δn = 0.089 Δε = 10.3 V th = 1.56 V

【0053】実施例14 3−DHB(F,F)−F 5.0% 3−DBB(F,F)−F 5.0% 3−HHB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 5−H2HB(F,F)−F 10.0% 3−HH2B(F,F)−F 14.0% 5−HH2B(F,F)−F 10.0% 3−HBB(F,F)−F 12.0% 5−HBB(F,F)−F 11.0% 3−PyBB−F 3.0% 5−PyBB−F 3.0% TNI=78.2℃ TSN<−20℃ η20=34.0mPa・s Δn=0.098 △ε=11.3 Vth=1.43V Example 14 3-DHB (F, F) -F 5.0% 3-DBB (F, F) -F 5.0% 3-HHB (F, F) -F 5.0% 3- H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 5-H2HB (F, F) -F 10.0% 3-HH2B (F, F) -F 14.0% 5-HH2B (F, F) -F 10.0% 3-HBB (F, F) -F 12.0% 5-HBB (F, F) -F 11.0% 3-PyBB- F 3.0% 5-PyBB-F 3.0% T NI = 78.2 ° C. T SN <−20 ° C. η20 = 34.0 mPa · s Δn = 0.098 Δε = 11.3 V th = 1. 43V

【0054】 実施例15 3−H2B(F,F)−F 8.0% 3−HB(F,F)−F 10.0% 3−HHB(F,F)−F 9.0% 3−H2HB(F,F)−F 8.0% 5−H2HB(F,F)−F 8.0% 3−HBB(F,F)−F 11.0% 5−HBB(F,F)−F 20.0% 3−H2BB(F,F)−F 10.0% 5−HHBB(F,F)−F 3.0% 5−HHEBB−F 2.0% 3−HH2BB(F,F)−F 3.0% 101−HBBH−4 4.0% 101−HBBH−5 4.0% TNI=95.6℃ TSN<−20℃ η20=34.0mPa・s Δn=0.110 △ε=9.7 Vth=1.43V V.H.R=98.4%[0054] Example 15 3-H2 D B (F , F) -F 8.0% 3-H D B (F, F) -F 10.0% 3-HHB (F, F) -F 9. 0% 3-H2HB (F, F) -F 8.0% 5-H2HB (F, F) -F 8.0% 3-HBB (F, F) -F 11.0% 5-HBB (F, F) -F 20.0% 3-H2BB (F, F) -F 10.0% 5-HHBB (F, F) -F 3.0% 5-HHEBB-F 2.0% 3-HH2BB (F , F) -F 3.0% 101-HBBH-4 4.0% 101-HBBH-5 4.0% T NI = 95.6 ° C. T SN <−20 ° C. η20 = 34.0 mPa · s Δn = 0 .110 Δε = 9.7 V th = 1.43 V V. H. R = 98.4%

【0055】 実施例16 2−HEB−F 2.0% 3−HEB−F 2.0% 5−HEB−F 2.0% 5−HB(F,F)−F 14.0% 2−HBB(F)−F 6.0% 3−HBB(F)−F 6.0% 5−HBB(F)−F 10.0% 2−H2BB(F)−F 9.0% 3−H2BB(F)−F 9.0% 3−HBB(F,F)−F 25.0% 5−HBB(F,F)−F 5.0% 101−HBBH−4 5.0% 101−HBBH−5 5.0% TNI=93.8℃ TSN<−20℃ η20=33.6mPa・s Δn=0.126 △ε=8.0 Vth=1.49V V.H.R=98.3%[0055] Example 16 2-HEB-F 2.0% 3-HEB-F 2.0% 5-HEB-F 2.0% 5-H D B (F, F) -F 14.0% 2 -HBB (F) -F 6.0% 3-HBB (F) -F 6.0% 5-HBB (F) -F 10.0% 2-H2BB (F) -F 9.0% 3-H2BB (F) -F 9.0% 3-HBB (F, F) -F 25.0% 5-HBB (F, F) -F 5.0% 101-HBBH-4 5.0% 101-HBBH- 5 5.0% T NI = 93.8 ° C. T SN <−20 ° C. η20 = 33.6 mPa · s Δn = 0.126 Δε = 8.0 V th = 1.49 V V. H. R = 98.3%

【0056】 実施例17 5−HEB(F,F)−F 3.0% 3−H2HB(F,F)−F 7.0% 5−H2HB(F,F)−F 8.0% 3−HHB(F,F)−F 10.0% 4−HHB(F,F)−F 5.0% 3−HH2B(F,F)−F 9.0% 5−HH2B(F,F)−F 9.0% 3−HBB(F,F)−F 15.0% 5−HBB(F,F)−F 15.0% 3−HBEB(F,F)−F 2.0% 4−HBEB(F,F)−F 2.0% 5−HBEB(F,F)−F 2.0% 3−HHEB(F,F)−F 10.0% 4−HHEB(F,F)−F 3.0% TNI=80.1℃ TSN<−20℃ η20=32.5mPa・s Δn=0.092 △ε=11.5 Vth=1.60V V.H.R=97.9%Example 17 5- D HEB (F, F) -F 3.0% 3-H2HB (F, F) -F 7.0% 5-H2HB (F, F) -F 8.0% 3 -HHB (F, F) -F 10.0% 4-HHB (F, F) -F 5.0% 3-HH2B (F, F) -F 9.0% 5-HH2B (F, F)- F 9.0% 3-HBB (F, F) -F 15.0% 5-HBB (F, F) -F 15.0% 3-HBEB (F, F) -F 2.0% 4-HBEB (F, F) -F 2.0% 5-HBEB (F, F) -F 2.0% 3-HHEB (F, F) -F 10.0% 4-HHEB (F, F) -F3 0.0% T NI = 80.1 ° C. T SN <−20 ° C. η20 = 32.5 mPa · s Δn = 0.092 Δε = 11.5 V th = 1.60 V V. H. R = 97.9%

【0057】 実施例18 5−H2B(F,F)−F 6.0% 7−HB(F,F)−F 3.0% 3−H2HB(F,F)−F 12.0% 4−H2HB(F,F)−F 10.0% 5−H2HB(F,F)−F 10.0% 3−HHB(F,F)−F 5.0% 4−HHB(F,F)−F 5.0% 3−HH2B(F,F)−F 15.0% 5−HH2B(F,F)−F 10.0% 3−HHB(F,F)−F 12.0% 5−HHB(F,F)−F 12.0% TNI=75.1℃ TSN<−20℃ η20=26.7mPa・s Δn=0.088 △ε=8.8 Vth=1.53V V.H.R=98.2%[0057] Example 18 5-H2 D B (F , F) -F 6.0% 7-HB (F, F) -F 3.0% 3-H2HB (F, F) -F 12.0% 4-H2HB (F, F) -F 10.0% 5-H2HB (F, F) -F 10.0% 3-HHB (F, F) -F 5.0% 4-HHB (F, F) -F 5.0% 3-HH2B (F, F) -F 15.0% 5-HH2B (F, F) -F 10.0% 3-HHB (F, F) -F 12.0% 5- HHB (F, F) -F 12.0% T NI = 75.1 ° C. T SN <−20 ° C. η20 = 26.7 mPa · s Δn = 0.088 Δε = 8.8 V th = 1.53 V V . H. R = 98.2%

【0058】 実施例19 4−H2B(F,F)−F 10.0% 4−HB(F,F)−F 5.0% 5−HEB(F,F)−F 3.0% 7−HB(F,F)−F 5.0% 3−H2HB(F,F)−F 12.0% 3−HHB(F,F)−F 10.0% 3−HBB(F,F)−F 10.0% 3−HHEB(F,F)−F 10.0% 4−HHEB(F,F)−F 3.0% 2−HBEB(F,F)−F 3.0% 3−HBEB(F,F)−F 5.0% 5−HBEB(F,F)−F 3.0% 3−HB(F,F)− 15.0% 3−HHBB(F,F)−F 3.0% 5−HHHB(F,F)−F 3.0% TNI=72.6℃ TSN<−20℃ η20=30.9mPa・s Δn=0.083 △ε=14.2 Vth=0.91V V.H.R=98.1% 比較例および実施例の液晶組成物の特性を表2に示す。[0058] Example 19 4-H2 D B (F , F) -F 10.0% 4-H D B (F, F) -F 5.0% 5- D HEB (F, F) -F 3 0.0% 7-HB (F, F) -F 5.0% 3-H2HB (F, F) -F 12.0% 3-HHB (F, F) -F 10.0% 3-HBB (F , F) -F 10.0% 3-HHEB (F, F) -F 10.0% 4-HHEB (F, F) -F 3.0% 2-HBEB (F, F) -F 3.0. % 3-HBEB (F, F ) -F 5.0% 5-HBEB (F, F) -F 3.0% 3-H D B (F, F) - F 15.0% 3-HHBB (F , F) -F 3.0% 5-HHHB (F, F) -F 3.0% T NI = 72.6 ° C. T SN <−20 ° C. η20 = 30.9 mPa · s Δn = 0.083 Δε = 14.2 V th = 0.91 V V. H. R = 98.1% Table 2 shows the characteristics of the liquid crystal compositions of Comparative Example and Example.

【0059】[0059]

【表2】 [Table 2]

【0060】[0060]

【発明の効果】実施例および表2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。
As is apparent from the examples and Table 2, according to the present invention, while satisfying various characteristics required for the liquid crystal composition for AM-LCD, in particular, the low threshold voltage and low temperature compatibility are exhibited. A liquid crystal composition which is excellent and has a large nematic phase range can be provided.

フロントページの続き (56)参考文献 特開 平9−12569(JP,A) 特開 平8−302354(JP,A) 特開 昭62−167388(JP,A) 特開 平2−233626(JP,A) 特開 平9−235552(JP,A) 特表 平3−502942(JP,A) 特表 平4−505477(JP,A) 特表 平5−500682(JP,A) 国際公開96/011897(WO,A1) Proc.SPIE Int.So c.Opt.Eng.,1990年,1257, 84−93 (58)調査した分野(Int.Cl.7,DB名) C09K 19/02 - 19/46 Continuation of front page (56) References JP-A-9-12569 (JP, A) JP-A-8-302354 (JP, A) JP-A-62-167388 (JP, A) JP-A-2-233626 (JP , A) Japanese Unexamined Patent Publication No. 9-235552 (JP, A) Special Table 3-502942 (JP, A) Special Table 4-505477 (JP, A) Special Table 5-500682 (JP, A) International Publication 96 / 011897 (WO, A1) Proc. SPIE Int. So c. Opt. Eng. , 1990, 1257, 84-93 (58) Fields investigated (Int.Cl. 7 , DB name) C09K 19/02-19/46

Claims (6)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】 第1成分として、一般式(I−1)、
(I−2)、(I−4)および(I−6)からなる化合
物群から選択される化合物を少なくとも1種類含有し、
第2成分として、一般式(II−1)、(II−2)、(II
−3)および(II−4)からなる化合物群から選択され
る化合物を少なくとも1種類含有することを特徴とする
液晶組成物。 【化1】 (式中、Rは炭素数1〜10のアルキル基を示し、
、Z、Z、Zは各々独立して−CHCH
−または単結合を示し、環(A)はトランス−1,4−
シクロヘキシレン、または1,4−フェニレンを示し、
環(B)は1,3−ジオキサン−2,5−ジイル、また
は側位HがFで置換されてもよい1,4−フェニレンを
示し、環(C)はトランス−1,4−シクロヘキシレ
ン、または側位HがFで置換されても良い1,4−フェ
ニレンを示し、XはF、OCF、CF、OCH
、またはClを示し、Y、Yは各々独立してH
またはFを示す。また、これらの化合物を構成する各原
子は、その同位体原子で置換されていてもよい。)
1. A compound represented by the general formula (I-1):
(I-2), (I-4) andCompound consisting of (I-6)
Containing at least one compound selected from the group of
As the second component, general formulas (II-1), (II-2), (II
-3) and (II-4) selected from the group of compounds
Characterized by containing at least one compound
Liquid crystal composition. [Chemical 1] (In the formula, R represents an alkyl group having 1 to 10 carbon atoms,
Z1, ZTwo, ZThree, ZFourAre independently -CHTwoCHTwo
-Or a single bond, and ring (A) is trans-1,4-
Represents cyclohexylene or 1,4-phenylene,
Ring (B) is 1,3-dioxane-2,5-diyl,
Is 1,4-phenylene in which the side position H may be substituted with F.
Ring (C) is trans-1,4-cyclohexyl
Or the side position H may be substituted with F 1,4-phen
Indicates Nylene, X is F, OCFThree, CFThree, OCH
FTwo, Or Cl, and Y1, YTwoAre each independently H
Or F is shown. In addition, the raw materials that make up these
The offspring may be substituted with their isotopic atoms. )
【請求項2】 液晶組成物の全重量に対して、第1成分
が3〜40重量%、第2成分が60〜97重量%であ
る、ことを特徴とする請求項1記載の液晶組成物。
2. The liquid crystal composition according to claim 1, wherein the first component is 3 to 40% by weight and the second component is 60 to 97% by weight based on the total weight of the liquid crystal composition. .
【請求項3】 第1成分として、請求項1記載の一般式
(I−1)、(I−2)、(I−4)および(I−6)
からなる化合物群から選択される化合物を少なくとも1
種含有し、第2成分として、請求項1記載の一般式(II
−1)、(II−2)、(II−3)および(II−4)から
なる化合物群から選択される化合物を少なくとも1種類
含有し、第3成分として、一般式(III) で表わされる
化合物群から選択される化合物を少なくとも1種類含有
することを特徴とする液晶組成物。 【化2】 (式中、Rは1〜10のアルキル基を示し、Zは−C
CH−、−COO−または単結合を示し、Xは
F、OCF、CF、OCHF、Clを示し、
、Yは各々独立してHまたはFを示す。また、こ
れらの化合物を構成する各原子は、その同位体原子で置
換されていてもよい。)
3. The general formula (I-1), (I-2), (I-4) and (I-6) according to claim 1 as the first component.
At least one compound selected from the group consisting of
The compound of the general formula (II
-1), (II-2), (II-3) and (II-4) containing at least one compound selected from the group of compounds and represented by the general formula (III) as the third component. A liquid crystal composition comprising at least one compound selected from the compound group. [Chemical 2] (In the formula, R represents an alkyl group of 1 to 10, and Z 5 is -C.
H 2 CH 2 —, —COO— or a single bond, X represents F, OCF 3 , CF 3 , OCHF 2 , Cl,
Y 1 and Y 2 each independently represent H or F. Each atom constituting these compounds may be substituted with its isotope atom. )
【請求項4】 第1成分として、請求項1記載の一般式
(I−1)、(I−2)、(I−4)および(I−6)
からなる化合物群から選択される化合物を少なくとも1
種類含有し、第2成分として、請求項1記載の一般式
(II−1)、(II−2)、(II−3)および(II−4)
からなる化合物群から選択される化合物を少なくとも1
種類含有し、第3成分として、一般式(IV−1)、(IV
−2)、(IV−3)および(IV−4)からなる化合物群
から選択される化合物を少なくとも1種類含有すること
を特徴とする液晶組成物。 【化3】 (式中、Rは炭素数1〜10のアルキル基を示し、Z
は−CHCH−または単結合を示し、XはF、OC
、CF、OCHFまたはClを示し、Y
は各々独立してHまたはFを示す。また、これらの
化合物を構成する各原子は、その同位体原子で置換され
ていてもよい。)
4. The general formula (I-1), (I-2), (I-4) and (I-6) according to claim 1 as the first component.
At least one compound selected from the group consisting of
A general formula (II-1), (II-2), (II-3) and (II-4) according to claim 1 containing a kind of the second component.
At least one compound selected from the group consisting of
Contains a type, and as the third component, the general formula (IV-1), (IV
-2), a liquid crystal composition comprising at least one compound selected from the compound group consisting of (IV-3) and (IV-4). [Chemical 3] (In the formula, R represents an alkyl group having 1 to 10 carbon atoms, and Z 6
Represents —CH 2 CH 2 — or a single bond, and X represents F or OC.
Represents F 3 , CF 3 , OCHF 2 , or Cl, and Y 1 ,
Y 2's each independently represent H or F. Each atom constituting these compounds may be substituted with its isotope atom. )
【請求項5】 第1成分として、請求項1記載の一般式
(I−1)、(I−2)、(I−4)および(I−6)
からなる化合物群から選択される化合物を少なくとも1
種類含有し、第2成分として、請求項1記載の一般式
(II−1)、(II−2)、(II−3)および(II−4)
からなる化合物群から選択される化合物を少なくとも1
種類含有し、第3成分として、請求項3記載の一般式
(III) で表わされる化合物群から選択される化合物を
少なくとも1種類含有し、第4成分として、請求項4記
載の一般式(IV−1)、(IV−2)、(IV−3)および
(IV−4)からなる化合物群から選択される化合物を少
なくとも1種類含有することを特徴とする液晶組成物。
5. The general formula (I-1), ( I-2), (I-4) and (I-6) according to claim 1 as the first component.
At least one compound selected from the group consisting of
A general formula (II-1), (II-2), (II-3) and (II-4) according to claim 1 containing a kind of the second component.
At least one compound selected from the group consisting of
A compound containing at least one compound selected from the group of compounds represented by the general formula (III) according to claim 3 as a third component, and containing as a third component the general formula (IV -1), (IV-2), (IV-3) and (IV-4) A liquid crystal composition containing at least one compound selected from the group of compounds.
【請求項6】 請求項1〜5のいずれか1項に記載の液
晶組成物を用いた液晶表示素子。
6. A liquid crystal display device using the liquid crystal composition according to claim 1.
JP14120597A 1996-10-22 1997-05-16 Liquid crystal composition and liquid crystal display device Expired - Lifetime JP3511846B2 (en)

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