JPH02142750A - Liquid crystal composition containing optically active compound - Google Patents
Liquid crystal composition containing optically active compoundInfo
- Publication number
- JPH02142750A JPH02142750A JP63295726A JP29572688A JPH02142750A JP H02142750 A JPH02142750 A JP H02142750A JP 63295726 A JP63295726 A JP 63295726A JP 29572688 A JP29572688 A JP 29572688A JP H02142750 A JPH02142750 A JP H02142750A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- optically active
- crystal composition
- alkyl
- carbon atom
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 35
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 15
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 11
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 9
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 abstract description 10
- 230000005621 ferroelectricity Effects 0.000 abstract description 4
- 230000001747 exhibiting effect Effects 0.000 abstract description 3
- 238000013329 compounding Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 12
- -1 1-methylhexyl Chemical group 0.000 description 9
- 230000007704 transition Effects 0.000 description 6
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical class C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229940035718 sular Drugs 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は光学活性な化合物を含有する液晶組成物に関し
、更に詳しくは、強誘電性液晶組成物の一成分として有
用な、光学活性な化合物を含有する強誘電性液晶組成物
に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a liquid crystal composition containing an optically active compound, and more particularly to an optically active compound useful as a component of a ferroelectric liquid crystal composition. The present invention relates to a ferroelectric liquid crystal composition containing.
液晶素子は、時計や電卓等の表示に実用化されたのに始
まり、現在では、ポケットテレビ、あるいは各種デイス
プレィやオプトエレクトロニクス素子等への応用に幅広
く利用されているが、そうした液晶表示素子の殆んどは
ＴＮ型表示方式によるものであり、用いられた液晶材料
はネマチック相に属するものであるが、応答速度が遅い
、見る角度によっては表示が見えないといった欠点があ
る。しかしながら最近、これらの欠点を改善するために
、強誘電性液晶を用いる光スイツチング現象を利用した
表示方式が提案されてきている。この強誘電性液晶を用
いる表示素子の場合でも、実際の使用にあたってはＴＮ
型液晶の場合と同じように、多くの特性を満たすために
、数種類の液晶性化合物あるいは非液晶性化合物を混合
した、いわゆる強誘電性液晶組成物とする必要がある。Liquid crystal elements were first put to practical use as displays on watches and calculators, and are now widely used in pocket televisions, various displays, optoelectronic elements, etc., but most of these liquid crystal display elements are Most of them are based on the TN type display system, and the liquid crystal material used belongs to the nematic phase, but it has drawbacks such as slow response speed and the display cannot be seen depending on the viewing angle. However, recently, in order to improve these drawbacks, a display system that utilizes the optical switching phenomenon using ferroelectric liquid crystals has been proposed. Even in the case of display elements using this ferroelectric liquid crystal, in actual use, TN
As in the case of type liquid crystals, in order to satisfy many characteristics, it is necessary to form a so-called ferroelectric liquid crystal composition, which is a mixture of several types of liquid crystal compounds or non-liquid crystal compounds.
このような考えに基づき、例えば、光学活性な２−メチ
ルブチル−ｐ−（ｐ−ｎ−デシロキシヘンシリデンアミ
ノ）シンナメート（ＤＯＢＡＭＢＣ）化合物を強誘電性
液晶組成物の一成分として使用することが提案された。Based on this idea, it has been proposed, for example, to use an optically active 2-methylbutyl-p-(p-n-desyloxyhencylideneamino)cinnamate (DOBAMBC) compound as a component of a ferroelectric liquid crystal composition. It was done.
しかしながら、この化合物は、液晶性を示す温度が６０
°Ｃ以上と高い温度であるため、使用に際して温度的制
限を受けていた。However, this compound exhibits liquid crystallinity at a temperature of 60
Because the temperature is as high as °C or higher, there were temperature restrictions when using it.
室温付近を中心に、広い温度範囲にわたって強誘電性を
示し、しかも応答時間の短い液晶組成物が求められてい
た。There has been a need for a liquid crystal composition that exhibits ferroelectricity over a wide temperature range, centered around room temperature, and has a short response time.
〔問題点を解決するための手段〕
本発明者らは、上記現状に鑑み、室温付近で幅広い温度
範囲にわたって強誘電性を示し、しかも応答速度に優れ
る強誘電性液晶組成物を得るために有用な光学活性な化
合物を見出すべく鋭意検討を重ねた結果、次の−・般式
（１）で表される光学活性な化合物の少なくとも一種と
−ｅ式（ＩＩ）および／または（Ｉ［ｌ）で表される化
合物の少なくとも一種を組み合わせることにより、上記
の目的に使用するのに極めて好適な液晶組成物ごあるこ
とを見出した。[Means for Solving the Problems] In view of the above-mentioned current situation, the present inventors have developed a method useful for obtaining a ferroelectric liquid crystal composition that exhibits ferroelectricity over a wide temperature range near room temperature and has excellent response speed. As a result of intensive studies to find optically active compounds, we found that at least one optically active compound represented by the following formula (1) and -e formula (II) and/or (I[l) It has been found that by combining at least one of the compounds represented by the following, there is a liquid crystal composition that is extremely suitable for use for the above purpose.
（式中Ｒは炭素原子数１〜Ｉ８のアルキル基またはアル
コキシ基を示し、Ｒ゛は置換基を有り、 ’（も、１、
い炭素原子数３〜１２のアルキル基を示し、ＸはＣ００
−または−０ＣＯ−を示し、ｍおよびｎはそれぞれＯま
たはｌを示し、ｍ Ｉｎは３を示し、ｐはＯまたは１を
示し、ｑは３〜６の数を示し、＊は不斉炭素原子を示ず
。Ｒ１および１セ２は光学活性な炭素原子を有してもよ
いアルキル基またはアルコキシ基を示し、Ｒ３およびＲ
４は光学活性な炭素原子を有してもよいアルキル基を示
す。）
上記一般式（１）で表される化合物についてさらに詳述
する。(In the formula, R represents an alkyl group or an alkoxy group having 1 to 18 carbon atoms, R′ has a substituent, and '(also, 1,
represents an alkyl group having 3 to 12 carbon atoms, and X is C00
- or -0CO-, m and n each represent O or l, m In represents 3, p represents O or 1, q represents a number from 3 to 6, * represents an asymmetric carbon atom Not shown. R1 and 1ce2 represent an alkyl group or an alkoxy group which may have an optically active carbon atom, and R3 and R
4 represents an alkyl group which may have an optically active carbon atom. ) The compound represented by the above general formula (1) will be explained in further detail.
Ｒで示される炭素原子数１〜１８のアルキル基としては
、メチル、エチル、プロピル、ブチル、ペンチル、ヘキ
シル、ヘプチル、オクチル、ノニル、デシル、ウンデシ
ル、ラウリル、ミリスチル、パルミチル、スラーアリル
基等があげられ、また、炭素原子数１〜１８のアルコキ
シ基としては、上記のアルキル基から誘導されるアルコ
キシ基があげられる。Examples of the alkyl group having 1 to 18 carbon atoms represented by R include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, lauryl, myristyl, palmityl, sular allyl group, etc. Further, examples of the alkoxy group having 1 to 18 carbon atoms include alkoxy groups derived from the above-mentioned alkyl groups.
また、一般式（ＩＩ）で示される化合物のＲ，およびＲ
２で示されるアルキル基またはアルコキシ基としては、
前述したＲと同様なアルキル基またはアルコキシ基があ
げられるほか、例えば、ｌ−メチルヘキシル、２−メチ
ルブチル、４−メチルノニル、５メチルノニル、６−メ
チルウンデシル、７−メチルウンデシル、４−メチルト
リデシルなどの光学活性基を有するアルキル基、４−メ
チルペプチルオキシ、５−メチルオクチルオキシ、５−
メチルノニルオキシ、６−メチルノニルオキシ、６−メ
チルデシルオキシなどの光学活性基を有するアルコキシ
基があげられる。Furthermore, R and R of the compound represented by general formula (II)
As the alkyl group or alkoxy group represented by 2,
In addition to the same alkyl or alkoxy groups as R mentioned above, for example, 1-methylhexyl, 2-methylbutyl, 4-methylnonyl, 5-methylnonyl, 6-methylundecyl, 7-methylundecyl, 4-methyltri Alkyl groups with optically active groups such as decyl, 4-methylpeptyloxy, 5-methyloctyloxy, 5-
Examples include alkoxy groups having optically active groups such as methylnonyloxy, 6-methylnonyloxy, and 6-methyldecyloxy.
さらに、一般式（Ｉｎ）で示される化合物の１？、およ
びＲ１のアルキル基としては、前述したＲと同様な基お
よびＲ１またはＲ２と同様な光学活性基を有するアルキ
ル基があげられる。Furthermore, 1? of the compound represented by the general formula (In)? , and the alkyl group for R1 include an alkyl group having the same group as R described above and an optically active group similar to R1 or R2.
本発明の一般式（１）で表される光学活性な化合物とし
ては、例えば、次のような化合物があげられる。Examples of the optically active compound represented by the general formula (1) of the present invention include the following compounds.
Ｈ３ ＣＨ３ ＣＬ ＣＩ。H3 CH3 C.L. C.I.
ＣＨ３ ＣＨ３ Ｃｔｌ＋ Ｎα ８ ＣＨ３ ＣＩ＋３ ＣＨ。CH3 CH3 Ctl+ Nα 8 CH3 CI+3 CH.
上記化合物を二枚のガラス板にはさみ、偏光顕 微鏡による相形態観察をおこなった結果、以下の 相転移を確認した。The above compound was sandwiched between two glass plates, and a polarized light microscope was used. As a result of observing the phase morphology using a microscope, we found the following: Phase transition was confirmed.
次に、 本発明の一般式（ＩＩ） で表される光学活 性な化合物としては、 例えば次のような化合物が あげられる。next, General formula (II) of the present invention The optical activity expressed by As a sexual compound, For example, the following compounds can give.
ＣＨ３ Ｃ１１゜ ＣＨ３ ＣＬ Ｎ。CH3 C11゜ CH3 C.L. N.
Ｎｏ。No.
ＣＨ３ Ｎα Ｎｏ、 ２０ Ｎｏ、２１ Ｎ。CH3 Nα No, 20 No. 21 N.
ｌ１３ Ｃ１１゜ ＣＨ３ ＣＨ。l13 C11゜ CH3 CH.
Ｃ１１゜ 一般式（ＩＩ） で表される化合物のそれぞれの相 転移温度を示すと、 次の表 ２ようになる。C11゜ General formula (II) Each phase of the compound represented by Indicating the transition temperature, Next table 2.
さらに、 本発明の一般式 （［） で表される光学 活性な化合物とては、 例えば次のような化合物が あげられる。moreover, General formula of the present invention ([) optics represented by The active compound is For example, the following compounds can give.
ＣＨ３ ＣＩ。CH3 C.I.
ＣＨ３
ＣＨ３
Ｎｏ、 ３４
Ｎｏ、 ３５
ＣＨ３
Ｎｏ、 ３６
ＣＨ３
Ｎｏ、 ３７
ＣＩ＋３
一般式（Ｉ［ｌ）で表される化合物のそれぞれの相転移
温度を示すと、次の表−３のようになる。CH3 CH3 No, 34 No, 35 CH3 No, 36 CH3 No, 37 CI+3 The phase transition temperatures of the compounds represented by the general formula (I[l) are shown in Table 3 below.
以下、本発明を実施例によって説明する。しかしながら
、本発明は以下の実施例によって制限を受けるものでは
ない。Hereinafter, the present invention will be explained by examples. However, the present invention is not limited by the following examples.
実施例 １
次の四種類のカイラル化合物を混合して液晶組成物を作
成した。Example 1 A liquid crystal composition was prepared by mixing the following four types of chiral compounds.
ンチオトロピックな５ＬＩｌじ相を示した。また降温時
ＳｍＣ”相への相転移温度（Ｔｃ）よりｌＯｏＣ低い測
定温度（Ｔ） Ｔｃ−Ｔ＝ｌＯ”Ｃでの応答速度（τ）
は５３０μ５ｅＣ１２θ＝４４°であった。It showed anti-tiotropic 5LIl phase. In addition, the measured temperature (T) is lOoC lower than the phase transition temperature (Tc) to the SmC'' phase when the temperature is lowered. Tc - T = response speed at lO''C (τ)
was 530μ5eC12θ=44°.
実施例 ２
実施例１の液晶組成物９０％に前述Ｎｏ、 １９化合Ｎ
ｏ、 ９
ＣＨ３３０％
Ｃ１ｌ。Example 2 90% of the liquid crystal composition of Example 1 contained the above-mentioned No. 19 compound N
o, 9 CH330% C1l.
４０ ％
物を１０％を混合した液晶組成物は９．９〜７０．０°
Ｃの広い温度範囲でＳａ＋Ｃ”相を示した。A liquid crystal composition containing 10% of 40%
It showed a Sa+C'' phase over a wide temperature range.
実施例 ３
次の四種類のフェニルピリミジン化合物を混合して母液
晶組成物を作成した。Example 3 A mother liquid crystal composition was prepared by mixing the following four types of phenylpyrimidine compounds.
Ｃ１１３ｔｏ ％
ＣＨ３２０％
この液晶組成物は２４．２〜７６．５°Ｃの間でエナ酸
物を作成した。C113to% CH320% This liquid crystal composition produced an enacid between 24.2 and 76.5°C.
ト記母液晶組成物を二枚のガラス板にはさみ、偏光顕微
鏡による相形態観察をおこなった結果、以ドの相転移を
示した。The mother liquid crystal composition was sandwiched between two glass plates, and the phase morphology was observed using a polarizing microscope. As a result, the following phase transition was observed.
この母液晶組成物９０重量％に対して、前記Ｎ。The above N was added to 90% by weight of this mother liquid crystal composition.
２化合物を１０重量％を混合した液晶組成物を作ＣＩ＋
３ １０％
ｌ１３
成し、同様にして相転移温度を測定したところ、次のよ
うに変化した。Create a liquid crystal composition by mixing 10% by weight of two compounds CI+
3 10% l13 and the phase transition temperature was measured in the same manner, and the change was as follows.
た。Ta.
実施例 ４
次の四種類のカイラル化合物を混合して液晶組Ｃ１１３
２０％
この液晶組成物は６２．８°Ｃ以下の広い温度範囲にわ
たってＳｏ＋Ｃ“相を示した。またＴｃ−Ｔ＝ｌＯ°Ｃ
での応答速度（τ）は５００μｓｅｃであった。Example 4 Liquid crystal set C113 was prepared by mixing the following four types of chiral compounds.
20% This liquid crystal composition exhibited a So+C phase over a wide temperature range below 62.8°C.
The response speed (τ) was 500 μsec.
実施例 ５
次の三種類のカイラル化合物を混合して液晶組成物を作
成した。Example 5 A liquid crystal composition was prepared by mixing the following three types of chiral compounds.
ＣＨ３
３０％
ＣＨ３
４０％
ＣＨ３３０％
この液晶組成物は９．８〜６７．８°Ｃの広い温度範囲
にわたってＳｍＣ”相を示した。またＴｃ−Ｔ・１０°
Ｃでの応答速度（τ）は６００μｓｅｃ、２θ−３９゜
であった。CH3 30% CH3 40% CH330% This liquid crystal composition showed a SmC'' phase over a wide temperature range of 9.8 to 67.8°C.
The response speed (τ) at C was 600 μsec, 2θ-39°.
比較例 １
次の四種類の光学活性な化合物を混合して液晶組成物を
作成した。Comparative Example 1 A liquid crystal composition was prepared by mixing the following four types of optically active compounds.
この液晶組成物は１８〜５６°Ｃの範囲でＳｍＣ”相を
示した。This liquid crystal composition exhibited an SmC'' phase in the range of 18 to 56°C.
上記に例示されるように、本発明になる液晶は、容易に
室温を含む広い温度範囲にわたってＳｍＣ”相を示す組
成物が得られ、しかもその応答時間が短く、２θも適切
であるため、実用的な強誘電性液晶組成物を得るのに極
めて有用である。As exemplified above, the liquid crystal according to the present invention can be easily obtained as a composition exhibiting the SmC'' phase over a wide temperature range including room temperature, and has a short response time and an appropriate 2θ, so it is suitable for practical use. It is extremely useful for obtaining a ferroelectric liquid crystal composition.
Claims (1)
の少なくとも一種、 ▲数式、化学式、表等があります▼（ I ） （式中Ｒは炭素原子数１〜１８のアルキル基またはアル
コキシ基を示し、Ｒ’は置換基を有してもよい炭素原子
数３〜１２のアルキル基を示し、Ｘは−ＣＯＯ−または
−ＯＣＯ−を示し、ｍおよびｎはそれぞれ１または２を
示し、ｍ＋ｎは３を示し、ｐは０または１を示し、ｑは
３〜６の数を示し、＊は不斉炭素原子を示す。）及び一
般式（II）および／または（III）で表される化合物の
少なくとも一種を含む液晶組成物。 ▲数式、化学式、表等があります▼（II） ▲数式、化学式、表等があります▼（III） （式Ｒ＿１およびＲ＿２は光学活性な炭素原子を有して
もよいアルキル基またはアルコキシ基を示し、Ｒ＿３お
よびＲ＿４は不斉炭素原子を有してもよいアルキル基を
示す。）(1) At least one optically active compound represented by the following general formula (I), ▲a mathematical formula, a chemical formula, a table, etc.▼(I) (wherein R is an alkyl group having 1 to 18 carbon atoms or represents an alkoxy group, R' represents an alkyl group having 3 to 12 carbon atoms which may have a substituent, X represents -COO- or -OCO-, and m and n each represent 1 or 2. , m+n represents 3, p represents 0 or 1, q represents a number from 3 to 6, and * represents an asymmetric carbon atom.) and is represented by the general formula (II) and/or (III). A liquid crystal composition containing at least one compound. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(III) (Formula R_1 and R_2 represent an alkyl group or an alkoxy group that may have an optically active carbon atom. , R_3 and R_4 represent an alkyl group that may have an asymmetric carbon atom.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63295726A JPH02142750A (en) | 1988-11-22 | 1988-11-22 | Liquid crystal composition containing optically active compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63295726A JPH02142750A (en) | 1988-11-22 | 1988-11-22 | Liquid crystal composition containing optically active compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02142750A true JPH02142750A (en) | 1990-05-31 |
Family
ID=17824374
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63295726A Pending JPH02142750A (en) | 1988-11-22 | 1988-11-22 | Liquid crystal composition containing optically active compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02142750A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995016760A1 (en) * | 1993-12-13 | 1995-06-22 | The Secretary Of State For Defence | Ferroelectric liquid crystal devices |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63146985A (en) * | 1986-04-17 | 1988-06-18 | Seiko Epson Corp | Chiral smectic liquid crystal composition |
| JPS63201147A (en) * | 1987-02-17 | 1988-08-19 | Canon Inc | Liquid crystal compound and liquid crystal composition containing said compound |
-
1988
- 1988-11-22 JP JP63295726A patent/JPH02142750A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63146985A (en) * | 1986-04-17 | 1988-06-18 | Seiko Epson Corp | Chiral smectic liquid crystal composition |
| JPS63201147A (en) * | 1987-02-17 | 1988-08-19 | Canon Inc | Liquid crystal compound and liquid crystal composition containing said compound |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995016760A1 (en) * | 1993-12-13 | 1995-06-22 | The Secretary Of State For Defence | Ferroelectric liquid crystal devices |
| GB2299095A (en) * | 1993-12-13 | 1996-09-25 | Secr Defence | Ferroelectric liquid crystal devices |
| GB2299095B (en) * | 1993-12-13 | 1998-10-21 | Secr Defence | Ferroelectric liquid crystal devices |
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