JPH0212272B2 - - Google Patents

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Publication number
JPH0212272B2
JPH0212272B2 JP56128397A JP12839781A JPH0212272B2 JP H0212272 B2 JPH0212272 B2 JP H0212272B2 JP 56128397 A JP56128397 A JP 56128397A JP 12839781 A JP12839781 A JP 12839781A JP H0212272 B2 JPH0212272 B2 JP H0212272B2
Authority
JP
Japan
Prior art keywords
voltage
liquid crystal
carbon atoms
alkyl group
shows
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
JP56128397A
Other languages
Japanese (ja)
Other versions
JPS5829876A (en
Inventor
Norihisa Okamoto
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 JP12839781A priority Critical patent/JPS5829876A/en
Publication of JPS5829876A publication Critical patent/JPS5829876A/en
Publication of JPH0212272B2 publication Critical patent/JPH0212272B2/ja
Granted legal-status Critical Current

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  • Liquid Crystal (AREA)
  • 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]

本発明は、負の誘電異方性が大きく、低電圧で
配向制御が可能な液晶組成物に関する。さらに詳
しくは、極性の小さいエステル系ベース液晶に極
性基を有する添加物を加え、負の誘電異方性が大
きいが難溶性の成分を多量にとかした、駆動電圧
の低い液晶組成物に関する。 従来、誘電異方性△εが負の液晶性物質として
は、次式に示す、エステル系化合物が代表的であ
るが、 (但しR1〜R4はアルキル基を示す。) これら自身は誘電異方性は−1程度で、配向の
スイツチングに必要な電圧は、6〜8V程度と高
い。そこで、これらに、非液晶性物質も含めて、
負の△εの大きい化合物を多量に添加する事によ
り、低電圧化が可能となつている。表1に主な添
加物を示すが、この中で、|△ε|が大きいのは の型の化合物である。 しかし、極性の小さいエステル系の液晶には、
これらは室温でも数%程度しかとけないために、
とても実用に耐えなかつた。 本発明の特徴は、この様に誘電的特性が優れて
いる化合物の溶解性を向上すべく、溶質と溶媒の
中間的極性を有する添加物を加えた点にある。以
下実施例に基づき本発明を説明する。 表2は、
The present invention relates to a liquid crystal composition which has a large negative dielectric anisotropy and whose alignment can be controlled at low voltage. More specifically, the present invention relates to a liquid crystal composition with a low driving voltage, in which an additive having a polar group is added to an ester-based liquid crystal with a low polarity, and a large amount of a poorly soluble component with a large negative dielectric anisotropy is dissolved. Conventionally, ester compounds shown in the following formula are typical as liquid crystalline substances with negative dielectric anisotropy Δε. (However, R 1 to R 4 represent an alkyl group.) These themselves have a dielectric anisotropy of about −1, and the voltage required for switching the orientation is as high as about 6 to 8 V. Therefore, including non-liquid crystal substances,
By adding a large amount of a compound with a large negative Δε, it is possible to lower the voltage. Table 1 shows the main additives. Among these, the ones with large |△ε| It is a type of compound. However, ester-based liquid crystals with low polarity have
These only melt by a few percent even at room temperature, so
It was very impractical. A feature of the present invention is that an additive having a polarity intermediate between that of the solute and the solvent is added in order to improve the solubility of a compound having excellent dielectric properties. The present invention will be explained below based on Examples. Table 2 is

【式】型 化合物の溶解度に対する添加剤の効果を示す。但
し、ベース液晶の組成は表3に示す。
[Formula] shows the effect of additives on the solubility of type compounds. However, the composition of the base liquid crystal is shown in Table 3.

【表】【table】

【表】【table】

【表】【table】

【表】【table】

【表】【table】

【表】 表2から明らかな如く、No.1、No.2の極性の小
さい系では表3のNo.5〜10の化合物は大半が析出
してしまうが、表2のNo.3、No.4の如く、それ自
身は液晶でなく、又|△ε|も小さいが分子内に
極性基を有する化合物を添加する事により、溶解
性の著しい向上が見られる。この結果、大きな負
の△εを有し、表示素子へ用いる際のスイツチン
グ電圧が通常用いらている正液晶並みの3〜
4.5V駆動のものが得られた。又、この様な効果
は、他物質の存在によつても阻害されず、表2の
No.2とNo.4の比較から、PCH−負の如く、極性
が小さく低粘性のものをかなり添加でき、結果と
しては高速応答化が可能である。 この様は負液晶の用途として一番有望なのは、
表4に示す様な棒状構造からなり、分子長軸方向
と、短軸方向とで吸収スペクトルの異なる二色性
色素を溶解させて、対向する電極間に挾持し、電
圧の印加除去により表示を行なうゲスト・ホスト
(G・H)効果がある。第1図はその表示セルの
構成断面図を示す。対向する透明電極1,2を有
するガラス支持体3,4の内面は、有機クロム錯
体、等の垂直配向膜5,6で覆われている。この
ため、電圧のかからない周辺部9では液晶分子は
基板表面に垂直な配向を、又電圧印加部10では
△ε<0のため電界によりトルクを受けて、基板
表面に平行な配向構造をとり、この両状態間の光
吸収の差を用いて表示を行なう。
[Table] As is clear from Table 2, most of the compounds Nos. 5 to 10 in Table 3 precipitate in the systems with low polarity No. 1 and No. 2, but As shown in .4, although it is not a liquid crystal by itself and |Δε| is small, by adding a compound having a polar group in the molecule, a remarkable improvement in solubility can be seen. As a result, it has a large negative △ε, and the switching voltage when used in display elements is 3 to 3, which is comparable to that of normally used positive liquid crystals.
A 4.5V drive version was obtained. In addition, such effects are not inhibited by the presence of other substances, as shown in Table 2.
From the comparison between No. 2 and No. 4, it is possible to add a large amount of a material with small polarity and low viscosity, such as PCH-negative, and as a result, a high-speed response is possible. This is the most promising application for negative liquid crystals.
It consists of a rod-like structure as shown in Table 4, and a dichroic dye with different absorption spectra in the long axis direction and short axis direction of the molecule is dissolved, sandwiched between opposing electrodes, and displayed by applying and removing voltage. There is a guest/host (G/H) effect. FIG. 1 shows a sectional view of the structure of the display cell. The inner surfaces of the glass supports 3 and 4 having opposite transparent electrodes 1 and 2 are covered with vertical alignment films 5 and 6 such as organic chromium complexes. Therefore, in the peripheral area 9 where no voltage is applied, the liquid crystal molecules are aligned perpendicular to the substrate surface, and in the voltage application area 10, because Δε<0, they are subjected to torque by the electric field and take an alignment structure parallel to the substrate surface. Display is performed using the difference in light absorption between these two states.

【表】 第2図は、この様な表示セルの印加電圧(横
軸)と、透過率(縦軸)の関係を示す。透過率の
高い状態11から電圧を上げていくと、明確な閾
値Vthを経て、着色状態12へと遷移する。12
の飽和は遅く、かなり電圧を上げても完全ではな
い。表示に必要な駆動電圧としては、Vthの2倍
以上が目処となる。 表5は、本発明に基づく組成物の電圧、及び応
答特性を示す。又、実際用いる場合には、これら
の液晶中に光学活性物質やコレステリツク液晶を
加え、電圧印加時にドメインが現われない様にし
ている。光学活性物質等の添加は実質的には、電
圧を下げる効果をもち、第2図の破線13の如
く、Vthが下がりはじめの立ち下りも急激にな
る。第3図はこれらの液晶へ光学活性を添加した
際のVthの変化を示す。横軸が添加量を示す。臨
界濃度Coはこの状態では、コレステリツクのね
じれ力が強すぎて、はじめから分子は垂直配向を
とれない臨界値である。従つて適当量の光学活性
の添加により充分3V駆動も可能である。 表6に代表的光学活性種を例示する。(但し、
L、Rは、ネマチツク液晶中に添加した際に、左
旋性、右旋性のラセン構造をとる事を示す。)
[Table] FIG. 2 shows the relationship between the applied voltage (horizontal axis) and transmittance (vertical axis) of such a display cell. When the voltage is increased from state 11 with high transmittance, it passes through a clear threshold value Vth and transitions to colored state 12. 12
saturation is slow and is not complete even if the voltage is increased considerably. The drive voltage required for display is expected to be at least twice Vth. Table 5 shows the voltage and response characteristics of compositions according to the invention. In actual use, optically active substances or cholesteric liquid crystals are added to these liquid crystals to prevent domains from appearing when voltage is applied. Addition of an optically active substance or the like has a substantial effect of lowering the voltage, and as shown by the broken line 13 in FIG. 2, the fall of Vth when it begins to fall becomes more rapid. Figure 3 shows the change in Vth when optically active substances are added to these liquid crystals. The horizontal axis shows the amount added. In this state, the critical concentration of Co is a critical value at which the cholesteric twisting force is so strong that the molecules cannot maintain vertical orientation from the beginning. Therefore, sufficient 3V drive is possible by adding an appropriate amount of optical activity. Table 6 illustrates representative optically active species. (however,
L and R indicate that when added to a nematic liquid crystal, it takes a levorotatory or dextrorotatory helical structure. )

【表】 以上説明したように、本発明によれば、 一般式が【table】 As explained above, according to the present invention, The general formula is

【式】 で表わされる所定のアルキル基を有する化合物
と、一般式が
A compound having a predetermined alkyl group represented by [Formula] and a compound whose general formula is

【式】で 表わされる所定の化合物とをベース液晶組成物と
して、これに または、 とを加えることにより、 液晶化合物の溶解性にすぐれた、しかも高速応
答性および低電圧駆動が可能な液晶組成物を提供
することができ、さらにゲスト・ホスト等に用い
られた場合でも、低電圧駆動が可能で、これによ
り、明るい背景にスツキリしたカラー表示ができ
るポジ型表示を、ウオツチ、クロツク類をはじ
め、小型情報機器に普及しうるものである。
A predetermined compound represented by [Formula] is used as a base liquid crystal composition; or By adding these, it is possible to provide a liquid crystal composition that has excellent solubility of the liquid crystal compound and is capable of high-speed response and low-voltage driving. The positive type display, which can be driven in bright colors against a bright background, can be widely used in watches, clocks, and other small information devices.

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

第1図は、G・H効果を用いた表示セルの構成
を示す。 1,2……透明電極、3,4……ガラス板、
5,6……垂直配向膜、7,8……スペーサー、
9……周辺部、10……点灯部。 第2図は、ポジ型GHセルの光透過率の電圧依
存性を示す。 11……非点灯状態、12……点灯状態、13
……光学活性物質を添加した状態。 第3図は、閾値電圧Vthの光学活性添加量依存
性を示す。
FIG. 1 shows the configuration of a display cell using the G.H effect. 1, 2...Transparent electrode, 3, 4...Glass plate,
5, 6... Vertical alignment film, 7, 8... Spacer,
9...Peripheral area, 10...Lighting area. FIG. 2 shows the voltage dependence of the light transmittance of a positive GH cell. 11...Non-lit state, 12...Lighted state, 13
...A state in which an optically active substance is added. FIG. 3 shows the dependence of the threshold voltage Vth on the amount of optically active additive.

Claims (1)

【特許請求の範囲】 1 一般式または化学式が で表わされる化合物からなる液晶組成物に、 一般式が で表わされる化合物、 または、 化学式が および で表わされる化合物を加えたことを特徴とする液
晶組成物。 (但し、R1は炭素数が3〜5の直鎖アルキル基、
R2は炭素数1、2のアルキル基または4の直鎖
アルキル基、R3、R4は炭素数4、5、7の直鎖
アルキル基、R5、R6は炭素数4、5の直鎖アル
キル基を示し、X、YはClまたはCNを示す。)
[Claims] 1. The general formula or chemical formula is A liquid crystal composition consisting of a compound represented by the general formula A compound represented by or whose chemical formula is and A liquid crystal composition comprising a compound represented by: (However, R 1 is a straight chain alkyl group having 3 to 5 carbon atoms,
R 2 is an alkyl group with 1 or 2 carbon atoms or a linear alkyl group with 4 carbon atoms, R 3 and R 4 are linear alkyl groups with 4, 5, or 7 carbon atoms, and R 5 and R 6 are linear alkyl groups with 4 or 5 carbon atoms. It represents a straight chain alkyl group, and X and Y represent Cl or CN. )
JP12839781A 1981-08-17 1981-08-17 Liquid crystal composition Granted JPS5829876A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP12839781A JPS5829876A (en) 1981-08-17 1981-08-17 Liquid crystal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP12839781A JPS5829876A (en) 1981-08-17 1981-08-17 Liquid crystal composition

Publications (2)

Publication Number Publication Date
JPS5829876A JPS5829876A (en) 1983-02-22
JPH0212272B2 true JPH0212272B2 (en) 1990-03-19

Family

ID=14983788

Family Applications (1)

Application Number Title Priority Date Filing Date
JP12839781A Granted JPS5829876A (en) 1981-08-17 1981-08-17 Liquid crystal composition

Country Status (1)

Country Link
JP (1) JPS5829876A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3221462A1 (en) * 1981-06-18 1983-01-05 F. Hoffmann-La Roche & Co AG, 4002 Basel LIQUID CRYSTAL MIXTURE
US4659499A (en) * 1984-12-31 1987-04-21 Crystaloid Electronics Company Liquid crystal materials
JPH0721141B2 (en) * 1985-07-11 1995-03-08 セイコーエプソン株式会社 Liquid crystal composition for dynamic drive liquid crystal display device
GB2280681B (en) * 1993-08-06 1998-03-11 Merck Patent Gmbh Thermochromic media

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56112985A (en) * 1980-02-13 1981-09-05 Chisso Corp Liquid crystal display device

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56112985A (en) * 1980-02-13 1981-09-05 Chisso Corp Liquid crystal display device

Also Published As

Publication number Publication date
JPS5829876A (en) 1983-02-22

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