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JPH0132274B2 - - Google Patents
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JPH0132274B2 - - Google Patents

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Publication number
JPH0132274B2
JPH0132274B2 JP17181979A JP17181979A JPH0132274B2 JP H0132274 B2 JPH0132274 B2 JP H0132274B2 JP 17181979 A JP17181979 A JP 17181979A JP 17181979 A JP17181979 A JP 17181979A JP H0132274 B2 JPH0132274 B2 JP H0132274B2
Authority
JP
Japan
Prior art keywords
liquid crystal
weight
crystal composition
less
compound represented
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
Application number
JP17181979A
Other languages
Japanese (ja)
Other versions
JPS5695978A (en
Inventor
Sadao Kanbe
Katsumori Takei
Yoshio Shionozaki
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.)
Seiko Epson Corp
Original Assignee
Seiko Epson 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 Seiko Epson Corp filed Critical Seiko Epson Corp
Priority to JP17181979A priority Critical patent/JPS5695978A/en
Priority to FR8015053A priority patent/FR2461697A1/en
Priority to DE3026965A priority patent/DE3026965C2/en
Priority to GB8023286A priority patent/GB2058050B/en
Priority to CH553780A priority patent/CH643819A5/en
Priority to US06/171,938 priority patent/US4341652A/en
Publication of JPS5695978A publication Critical patent/JPS5695978A/en
Publication of JPH0132274B2 publication Critical patent/JPH0132274B2/ja
Granted legal-status Critical Current

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  • Liquid Crystal Substances (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

〔産業上の利用分野〕 本発明は、液晶組成物に係わり、さらに詳しく
は、液晶の誘電分散を利用した液晶表示素子に用
いられる液晶組成物に関する 〔従来の技術〕 近年、液晶表示素子を用いた電卓や腕時計など
が大量に販売されるようになつた。この液晶表示
素子は、初期の頃スタテイツク駆動されていた
が、最近は、ほとんどダイナミツク駆動されてい
る。現在行われているダイナミツク駆動方式は、
電圧平均化とよばれる方式であり、液晶材料、回
路技術等の進歩により、3〜4桁駆動できる程度
まで改良されている。しかし、この方式での改良
はこれ位が限度であり、さらに多桁の駆動を必要
とする、キヤラクターデイスプレイ、グラフイツ
クデイスプレイ、テレビ等への応用には、限界が
ある。 このような電圧平均化法を改良する方法として
登場したのが、2周波ダイナミツク駆動である。
(以下2F法と略記する。) 液晶の中には、比較的低周波で分散を起こし、
低周波での誘電異方性(△ε)が正であり、高周
波で反転し、負になるものがある。(第1図参照) このとき、△εが0になる周波数があるが、こ
の周波数を交差周波数(c)と呼び、液晶の一物
性値として特徴づけている。2F法の特徴は、駆
動電源としてcより低い周波数と、高い周波数の
二つの交流電源を用い、液晶の低周波、高周波に
おける挙動の違いを利用していることである。 一般にダイナミツク駆動する場合、表示体に印
加される点灯時の電圧と非点灯時の電圧比が、あ
る値以上必要であり、大きい程良い。 電圧平均化法では、この値が桁数のみに依存
し、改良の余地がほとんどない。これに対し、
2F法では液晶の誘電率、駆動電圧に依存し、理
論的には何桁でも駆動できることがわかつてい
る。 しかしながら、実際にはこれらを満足する常温
で使用でき、しかも実用的な応答速度を有する液
晶組成物は得られていない。 〔発明が解決しようとする課題〕 前述のような2F法液晶表示素子に用いられる
常温で適性な応答速度を有する液晶組成物の特性
としては、以下のことが要求される。 1 駆動電圧を下げるために、低周波側での誘電
異方性と高周波側での誘電異方性の絶対値が大
きいこと。特に、高周波側での誘電異方性の絶
対値が大きいこと。 2 cが小さく、且つ粘性が低いこと。 本発明の目的は、このような要求を満たす液晶
組成物を提供するものである。 〔課題を解決するための手段〕 本発明の二周波ダイナミツク駆動用液晶組成物
は、 一般式 (但し、R1は、炭素数5または8の直鎖アルキ
ル基を示す。) で表わされる化合物の少なくとも一種が23.6〜70
重量%と、 一般式 (但し、R2は、炭素数6または7の直鎖アルキ
ル基、R3は炭素数4または5の直鎖アルキル基
を示す。) で表わされる化合物の少なくとも一種が15.8〜30
重量%からなる液晶組成物に、 一般式 (但し、R4は、炭素数3または4の直鎖アルキ
ル基を示す。) で表わされる化合物の二種を31.4重量%以下と、 化学式 で表わされる化合物を7.9重量%以下と、 化学式 で表わされる化合物を5.5重量%以下と、 化学式 で表わされる化合物を7.9重量%以下と、 化学式 で表わされる化合物を7.9重量%以下の範囲で添
加したことを特徴とする。 各化合物の添加量を定めたのは次の理由によ
る。 が23.6重量%未満では、交差周波数の上昇をもた
らし、70重量%をこえると、温度特性が悪くな
る。 また、 が15.8重量%未満では高周波側の誘電分散が余り
大きくならず、30重量%をこえると温度温度特性
と交差周波数を悪くする。 さらに、一般式または化学式(3)、(4)、(5)、(6)、
(7)で表わされる化合物が、夫々所定の添加量をこ
えると、低周波側の誘電異方性を極端に小さくす
るとともに、交差周波数の上昇をもたらす。 本発明に用いられる化合物の特性をあげれば、
表1の通りである。
[Industrial Application Field] The present invention relates to a liquid crystal composition, and more particularly, to a liquid crystal composition used in a liquid crystal display device that utilizes dielectric dispersion of liquid crystal. Calculators, wristwatches, and other items that had existed since then began to be sold in large quantities. Although liquid crystal display elements were statically driven in the early days, most of them are now dynamically driven. The dynamic drive system currently in use is
This method is called voltage averaging, and advances in liquid crystal materials, circuit technology, etc. have improved it to the extent that it can drive by three to four orders of magnitude. However, the improvement with this method is limited to this extent, and there is a limit to its application to character displays, graphic displays, televisions, etc., which require multi-digit driving. Two-frequency dynamic drive has emerged as a method to improve such voltage averaging method.
(Hereinafter abbreviated as 2F method.) Some liquid crystals cause dispersion at relatively low frequencies.
In some cases, the dielectric anisotropy (Δε) is positive at low frequencies, but reverses and becomes negative at high frequencies. (See Figure 1) At this time, there is a frequency at which Δε becomes 0, and this frequency is called the crossover frequency (c) and is characterized as a physical property value of the liquid crystal. The feature of the 2F method is that it uses two AC power supplies, one with a lower frequency and one with a higher frequency than c, as the driving power supply, and takes advantage of the difference in the behavior of liquid crystals at low and high frequencies. Generally, in the case of dynamic driving, the ratio of the voltage applied to the display during lighting to the voltage when not lighting is required to be at least a certain value, and the larger the ratio, the better. In the voltage averaging method, this value depends only on the number of digits, and there is little room for improvement. On the other hand,
It is known that the 2F method depends on the dielectric constant of the liquid crystal and the driving voltage, and theoretically it can be driven by many orders of magnitude. However, in reality, no liquid crystal composition has been obtained that can be used at room temperature and has a practical response speed that satisfies these requirements. [Problems to be Solved by the Invention] The following properties are required for a liquid crystal composition that has an appropriate response speed at room temperature and is used in the above-mentioned 2F method liquid crystal display element. 1. In order to lower the drive voltage, the absolute values of dielectric anisotropy on the low frequency side and on the high frequency side must be large. In particular, the absolute value of dielectric anisotropy on the high frequency side is large. 2. Small c and low viscosity. An object of the present invention is to provide a liquid crystal composition that satisfies these requirements. [Means for Solving the Problems] The liquid crystal composition for dual-frequency dynamic driving of the present invention has the general formula: (However, R 1 represents a straight chain alkyl group having 5 or 8 carbon atoms.) At least one of the compounds represented by 23.6 to 70
Weight% and general formula (However, R 2 represents a straight chain alkyl group having 6 or 7 carbon atoms, and R 3 represents a straight chain alkyl group having 4 or 5 carbon atoms.) At least one of the compounds represented by
In a liquid crystal composition consisting of % by weight, the general formula (However, R 4 represents a straight chain alkyl group having 3 or 4 carbon atoms.) 31.4% by weight or less of two types of compounds represented by the chemical formula 7.9% by weight or less of a compound represented by the chemical formula 5.5% by weight or less of a compound represented by the chemical formula 7.9% by weight or less of a compound represented by the chemical formula It is characterized in that the compound represented by is added in an amount of 7.9% by weight or less. The amount of each compound added was determined for the following reason. If it is less than 23.6% by weight, the crossover frequency will increase, and if it exceeds 70% by weight, the temperature characteristics will deteriorate. Also, If it is less than 15.8% by weight, the dielectric dispersion on the high frequency side will not be very large, and if it exceeds 30% by weight, the temperature-temperature characteristics and cross frequency will deteriorate. Furthermore, general formula or chemical formula (3), (4), (5), (6),
When each of the compounds represented by (7) exceeds a predetermined amount, the dielectric anisotropy on the low frequency side becomes extremely small and the crossover frequency increases. The characteristics of the compound used in the present invention are as follows:
It is as shown in Table 1.

【表】 表1に示す化合物は、液晶相を有しないが、こ
れらの化合物を適宜混合することにより、目的と
する液晶組成物を得ることができる。 表1にあげる化合物と混合できる適当な液晶性
化合物の一例を、表2にあげる。
[Table] Although the compounds shown in Table 1 do not have a liquid crystal phase, the desired liquid crystal composition can be obtained by appropriately mixing these compounds. Table 2 lists examples of suitable liquid crystal compounds that can be mixed with the compounds listed in Table 1.

【表】【table】

〔実施例〕〔Example〕

実施例 1 表3に示す液晶組成物を作り、この液晶組成物
の誘電異方性が周波数によりどのように変化する
かを調べた。30℃における結果を第1図に示す。
Example 1 A liquid crystal composition shown in Table 3 was prepared, and how the dielectric anisotropy of this liquid crystal composition changed with frequency was investigated. The results at 30°C are shown in Figure 1.

【表】 この図により、この組成物の高周波側の|△ε
|は3.9であることがわかり、 の添加前は2.3であるから、これを添加すること
により高周波側の|△ε|が非常に大きくなるこ
とがわかる。又、上記化合物の代わりに、類似の
化合物、例えば を30重量パーセント添加した場合の液晶組成物の
|△εH|は+3.2であるから、 を添加する方が効果的であることがわかる。 実施例 2 表4に示す液晶組成物を作り、この液晶組成物
の誘電異方性が周波数によりどのように変化する
かを調べた。25.7℃における結果を第2図に示
す。 この液晶組成物を液晶セルに充填し、表5に示
す条件で試験したところ、非常に良い結果が得ら
れた。
[Table] According to this figure, |△ε on the high frequency side of this composition
It turns out that | is 3.9, Since it is 2.3 before the addition of , it can be seen that |△ε| on the high frequency side becomes extremely large by adding this. Also, instead of the above compounds, similar compounds, e.g. |△εH| of the liquid crystal composition when 30 weight percent of is added is +3.2, so It can be seen that it is more effective to add Example 2 A liquid crystal composition shown in Table 4 was prepared, and how the dielectric anisotropy of this liquid crystal composition changed with frequency was investigated. The results at 25.7°C are shown in Figure 2. When this liquid crystal composition was filled into a liquid crystal cell and tested under the conditions shown in Table 5, very good results were obtained.

【表】【table】

【表】 尚、このときの駆動電圧は±30Vであり、応答
速度は立上り、立下り、遅延時間の和が25℃にお
いて300ミリ秒と速く、充分使用に耐えるもので
あつた。
[Table] The driving voltage at this time was ±30V, and the response speed was as fast as 300 milliseconds at 25°C, with the sum of the rise, fall, and delay times being sufficiently durable for use.

【表】【table】

〔比較例〕[Comparative example]

実施例2に類似するもので、一般式 を用いていない。組成物を表6に示す割合で配合
して比較した結果を下記に示す。
Similar to Example 2, the general formula is not used. The results of comparing the compositions blended in the proportions shown in Table 6 are shown below.

【表】【table】

【表】 尚、このときの駆動電圧は±30Vであり、応答
時間は立上り、立下り、遅延時間の和が25℃にお
いて430ミリ秒であつた。 〔発明の効果〕 以上述べたように、本発明の二周波ダイナミツ
ク駆動用液組成物は、夫々が所定のアルキル基を
有するところの、 一般式が で表わされる化合物に、 一般式 で表わされる化合物を所定の割合混合することに
より、前記(2)の化合物添加前の高周波側の誘電異
方性|△ε|が約2であつたことと比較してみる
と、約4となり、前記の誘電異方性の絶対値を上
昇させる極めて顕著な効果を示すとともに、誘電
異方性の絶対値が大きくなつたことにより、駆動
電圧を20〜25%程低くなり、より低電圧での駆動
を可能とする。 また、前記の(1)と(2)の組成物に、所定のアルキ
ル基を有する、 一般式 と、 化学式 で表わされる化合物を所定の割合混ぜることによ
り、交差周波数も約KHzの極めて低い実用的な値
とすることができ、さらに応答速度も25℃におい
て、本願の組成物を用いないものは430ミリ秒に
対して、本発明では300ミリ秒となり、100ミリ秒
以上も短縮することができ、このような液晶組成
物を用いた二周波ダイナミツク駆動液晶表示体
は、キヤラクターデイスプレイなどの多桁駆動表
示部に威力を発揮するものである。
[Table] The driving voltage at this time was ±30V, and the response time was 430 milliseconds at 25°C, the sum of the rise, fall, and delay times. [Effects of the Invention] As described above, the dual-frequency dynamic driving liquid composition of the present invention has the following general formula: For the compound represented by the general formula By mixing the compound represented by the formula in a predetermined ratio, the dielectric anisotropy |△ε| on the high frequency side becomes about 4, compared to about 2 before adding the compound in (2) above. , it shows a very remarkable effect of increasing the absolute value of the dielectric anisotropy mentioned above, and as the absolute value of the dielectric anisotropy increases, the driving voltage can be lowered by about 20 to 25%, making it possible to use a lower voltage. It is possible to drive the In addition, the compositions (1) and (2) above have a predetermined alkyl group, and chemical formula By mixing the compound represented by the formula in a predetermined proportion, the crossover frequency can be set to an extremely low practical value of approximately KHz, and the response time is also 430 milliseconds at 25°C without using the composition of the present application. In contrast, in the present invention, the time is 300 milliseconds, which can be shortened by more than 100 milliseconds.A dual-frequency dynamic drive liquid crystal display using such a liquid crystal composition can be used in multi-digit drive displays such as character displays. It exerts its power in

【図面の簡単な説明】[Brief explanation of drawings]

第1図、第2図は本発明の液晶組成物の誘電異
方性(△ε)と周波数(KHz)の関係を示す図で
ある。図において縦軸は誘電異方性を横軸は周波
数を示す。
FIGS. 1 and 2 are diagrams showing the relationship between dielectric anisotropy (Δε) and frequency (KHz) of the liquid crystal composition of the present invention. In the figure, the vertical axis shows dielectric anisotropy and the horizontal axis shows frequency.

Claims (1)

【特許請求の範囲】 1 一般式 (但し、R1は、炭素数5または8の直鎖アルキ
ル基を示す。) で表わされる化合物の少なくとも一種が23.6〜70
重量%と、 一般式 (但し、R2は、炭素数6または7の直鎖アルキ
ル基、R3は炭素数4または5の直鎖アルキル基
を示す。) で表わされる化合物の少なくとも一種が15.8〜30
重量%からなる液晶組成物に、 一般式 (但し、R4は、炭素数3または4の直鎖アルキ
ル基を示す。) で表わされる化合物の二種を31.4重量%以下と、 化学式 で表わされる化合物を7.9重量%以下と、 化学式 で表わされる化合物を5.5重量%以下と、 化学式 で表わされる化合物を7.9重量%以下と、 化学式 で表わされる化合物を7.9重量%以下の範囲で添
加したことを特徴とする二周波ダイナミツク駆動
用液晶組成物。
[Claims] 1. General formula (However, R 1 represents a straight chain alkyl group having 5 or 8 carbon atoms.) At least one of the compounds represented by 23.6 to 70
Weight% and general formula (However, R 2 represents a straight chain alkyl group having 6 or 7 carbon atoms, and R 3 represents a straight chain alkyl group having 4 or 5 carbon atoms.) At least one of the compounds represented by
In a liquid crystal composition consisting of % by weight, the general formula (However, R 4 represents a straight chain alkyl group having 3 or 4 carbon atoms.) 31.4% by weight or less of two types of compounds represented by the chemical formula 7.9% by weight or less of a compound represented by the chemical formula 5.5% by weight or less of a compound represented by the chemical formula 7.9% by weight or less of a compound represented by the chemical formula 1. A liquid crystal composition for dual-frequency dynamic drive, characterized in that a compound represented by the following is added in an amount of 7.9% by weight or less.
JP17181979A 1979-07-20 1979-12-28 Liquid crystal composition Granted JPS5695978A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP17181979A JPS5695978A (en) 1979-12-28 1979-12-28 Liquid crystal composition
FR8015053A FR2461697A1 (en) 1979-07-20 1980-07-07 2-CHLORO-4-ALCOHYLPHENYL 3-CYANO-4-ALCOXYBENZOATE AND USE THEREOF IN A LIQUID CRYSTAL COMPOSITION
DE3026965A DE3026965C2 (en) 1979-07-20 1980-07-16 Substituted phenyl benzoates and liquid crystal compositions containing them
GB8023286A GB2058050B (en) 1979-07-20 1980-07-16 Aryl ester compounds and liquid crystal compositions including the same
CH553780A CH643819A5 (en) 1979-07-20 1980-07-18 Ester compounds and their use in fluessigkristallmaterialien.
US06/171,938 US4341652A (en) 1979-07-20 1980-07-18 Ester compounds, liquid crystal composition including same and method of production

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17181979A JPS5695978A (en) 1979-12-28 1979-12-28 Liquid crystal composition

Publications (2)

Publication Number Publication Date
JPS5695978A JPS5695978A (en) 1981-08-03
JPH0132274B2 true JPH0132274B2 (en) 1989-06-30

Family

ID=15930315

Family Applications (1)

Application Number Title Priority Date Filing Date
JP17181979A Granted JPS5695978A (en) 1979-07-20 1979-12-28 Liquid crystal composition

Country Status (1)

Country Link
JP (1) JPS5695978A (en)

Also Published As

Publication number Publication date
JPS5695978A (en) 1981-08-03

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