JPS63235393A - Liquid crystal material and liquid crystal element using the same - Google Patents
Liquid crystal material and liquid crystal element using the sameInfo
- Publication number
- JPS63235393A JPS63235393A JP7108587A JP7108587A JPS63235393A JP S63235393 A JPS63235393 A JP S63235393A JP 7108587 A JP7108587 A JP 7108587A JP 7108587 A JP7108587 A JP 7108587A JP S63235393 A JPS63235393 A JP S63235393A
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- Prior art keywords
- liquid crystal
- formula
- compd
- crystal material
- phase
- Prior art date
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- 239000000463 material Substances 0.000 title claims abstract description 15
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 8
- 239000000758 substrate Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000004990 Smectic liquid crystal Substances 0.000 abstract description 5
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract description 4
- 239000013078 crystal Substances 0.000 abstract description 4
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 150000002367 halogens Chemical group 0.000 abstract description 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001721 carbon Chemical group 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 7
- 238000001819 mass spectrum Methods 0.000 description 5
- 210000002858 crystal cell Anatomy 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 230000005684 electric field Effects 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical compound C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000004988 Nematic liquid crystal Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000010446 mirabilite Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LJRUHJXYYWDKNU-UHFFFAOYSA-N 5-(4-decoxyphenyl)pyrimidine Chemical compound C(CCCCCCCCC)OC1=CC=C(C=C1)C=1C=NC=NC=1 LJRUHJXYYWDKNU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
[発明の目的]
(産業上の利用分野)
本発明は新規な強誘電性液晶材料、およびこれを用いた
液晶素子に関する。Detailed Description of the Invention [Object of the Invention] (Industrial Application Field) The present invention relates to a novel ferroelectric liquid crystal material and a liquid crystal element using the same.
(従来の技術)
液晶素子は、腕時計、電卓をはじめとしてパーソナルコ
ンピュータ用ディスプレイ、ポケットカラーテレビなど
幅広く電気光学装置に利用されている。しかし現在使用
されているネマチック液晶は電気光学応答時間が約50
m secと遅いため、高速応答が要求される分野での
利用には制限がある。また表示容量の点でも限界に達し
つつある。(Prior Art) Liquid crystal elements are widely used in electro-optical devices such as wristwatches, calculators, personal computer displays, and pocket color televisions. However, the electro-optical response time of currently used nematic liquid crystals is approximately 50
Since it is slow at m sec, its use in fields where high-speed response is required is limited. In addition, we are reaching the limit in terms of display capacity.
一方、強誘電性液晶はμsec単位の高速応答性を示す
ため、その実用化により液晶素子の用途の飛躍的拡大を
もたらすことが期待されている。On the other hand, since ferroelectric liquid crystals exhibit high-speed response on the μsec scale, their practical use is expected to dramatically expand the applications of liquid crystal elements.
強誘電性液晶材料は1975年、R,B、メイヤー等に
よって合成されたいわゆるDOBAMBCCH。The ferroelectric liquid crystal material is so-called DOBAMBCCH, which was synthesized by R. B. Mayer et al. in 1975.
から端を発しくJ、de Physique、36.1
〜69(1975))現在に至っている。強誘電性液晶
はカイラルスメクチックC相(以下SC*相と略記)を
有することを特徴とするが上記[10BA14BCでは
SC*相の温度範囲が73〜93℃と高温にあり、単独
での実用的使用は困難である。Originating from J, de Physique, 36.1
~69 (1975)) to the present. Ferroelectric liquid crystals are characterized by having a chiral smectic C phase (hereinafter abbreviated as SC* phase), but the temperature range of the SC* phase in 10BA14BC is as high as 73 to 93°C, making it difficult to use alone for practical use. Difficult to use.
また分子内にシック塩基と炭素−炭素2重結合を有する
点から化学的安定性にも問題をもっている。It also has problems with chemical stability because it has a thick base and a carbon-carbon double bond in its molecule.
実用上の観点から強誘電性液晶には室温を含む広い温度
範囲でのSC零相の出現と、化学的安定性が一義的に求
められる。a近この点に注意を払われた様々な強誘電性
液晶、すなわちエステル系、ビフェニル系、ピリミジン
系の合成が精力的に進められてきている。From a practical standpoint, ferroelectric liquid crystals are primarily required to exhibit SC zero phase in a wide temperature range including room temperature and to have chemical stability. Recently, attention has been paid to the synthesis of various ferroelectric liquid crystals, ie, ester, biphenyl, and pyrimidine liquid crystals.
しかし、上記の系の材料は化学的安定性には満足するも
のの単一組成の強誘電性液晶で実用に供せられるような
広い温度範囲を有するものを得ることは困難である。そ
のため既に実用化されているネマチック液晶の場合と同
様に強誘電性液晶においても、数種類の材料をブレンド
することによって、Sc*相の温度範囲を拡大する方法
が現在用いられている。またブレンドはSC*相の温度
範囲の拡大以外にも各種の諸物性、例えば電気光学的な
応答性や配向性に影響を及ぼずピッチ等の改善に重要な
手法である。However, although the above-mentioned materials have satisfactory chemical stability, it is difficult to obtain a ferroelectric liquid crystal of a single composition that has a wide temperature range for practical use. Therefore, as in the case of nematic liquid crystals that have already been put into practical use, a method is currently being used for ferroelectric liquid crystals to expand the temperature range of the Sc* phase by blending several types of materials. In addition to expanding the temperature range of the SC* phase, blending does not affect various physical properties, such as electro-optic response and orientation, and is an important method for improving pitch and the like.
しかし現在ブレンドに用いる際に必要な強誘電性液晶の
種類は非常に少なく不充分な状態にあるといえる。However, at present, the number of types of ferroelectric liquid crystals required for use in blending is very small and insufficient.
(発明が解決しようとする問題点)
DOBAHBCに代表される化学的に不安定な問題を解
決して化学的に安定でかつ広いSC*相の温度範囲を有
するブレンドに適した液晶材料を提供することを目的と
する。(Problems to be Solved by the Invention) To solve the problem of chemical instability represented by DOBAHBC and provide a liquid crystal material that is chemically stable and suitable for blends having a wide SC* phase temperature range. The purpose is to
[発明の構成]
(問題点を解決するための手段と作用)本発明の液晶材
料は
一般式
(上式中、nは1〜18、lは1〜5の整数、本は不斉
炭素原子を示す。以下同じ、)で表わされる化合物を含
有することを特徴とする。[Structure of the Invention] (Means and Effects for Solving the Problems) The liquid crystal material of the present invention has the general formula It is characterized by containing a compound represented by (the same applies hereinafter).
一般式(I)で示される化合物は、それ自体公知の方法
に準じで、下記に示す幾つかの合成経路によって製造す
ることができる。The compound represented by general formula (I) can be produced by several synthetic routes shown below according to methods known per se.
↓ R2X
↓ R2X
■
R2は −(CI+2 )m−C’−C2tl 5、X
はハロゲン
を各々表わす。↓ R2X ↓ R2X ■ R2 is -(CI+2)m-C'-C2tl 5,X
each represents a halogen.
フェニルピリミジン系の液晶は現在用いられるネマチッ
ク液晶の有力な組成成分であり、その化学的安定性は実
用上全く問題のないことが知られている。一般式(I)
で示される本発明の液晶化合物も骨格i遺はフェニルピ
リミジン系に属し、その化学的安定性は充分実用に耐え
るものである。Phenylpyrimidine liquid crystals are an important compositional component of currently used nematic liquid crystals, and their chemical stability is known to pose no practical problems. General formula (I)
The liquid crystal compound of the present invention represented by the above also has a skeleton belonging to the phenylpyrimidine family, and its chemical stability is sufficient for practical use.
またSc市相の温度範囲は41.8〜10.8℃の幅を
有し、他の強誘電性液晶と組合わせてブレンドを行なっ
た場合、室温を含む実用可能な液晶材料を容易に提供す
ることができる。In addition, the temperature range of the Sc phase ranges from 41.8 to 10.8 degrees Celsius, and when blended in combination with other ferroelectric liquid crystals, it is easy to provide a liquid crystal material that can be used at room temperature. can do.
そして本発明の液晶素子は、少なくとも一方が透明な一
対の平行基板間に上記液晶材料を挟持させることにより
構成され、各種の電気光学装置の表示素子として用いら
れる。The liquid crystal element of the present invention is constructed by sandwiching the liquid crystal material between a pair of parallel substrates, at least one of which is transparent, and is used as a display element for various electro-optical devices.
(実施例) 以下に本発明の実施例を述べる。(Example) Examples of the present invention will be described below.
実施例1
2−(4’−+−/−メチルへキシルオキシフェニル)
−5−(4’−n−デシルオキシフェニル)ピリミジン
の合成
無水メタノール1701m、g中にナトリウムメチラー
) 11.3a(0,21moJ2)を溶解し、これに
2−(4’−n−デシルオキシフェニル)−3−エトキ
シアクロレイン24.3<1(0,07ioi)および
4−しドロキシベンズアミジン塩酸塩12.0(+(0
,07110J2 )を加え、50℃に加熱して16時
間撹拌した。Example 1 2-(4'-+-/-methylhexyloxyphenyl)
-Synthesis of 5-(4'-n-decyloxyphenyl)pyrimidine In 1701 m, g of anhydrous methanol, 2-(4'-n-decyl (oxyphenyl)-3-ethoxyacrolein 24.3<1(0,07ioi) and 4-droxybenzamidine hydrochloride 12.0(+(0
, 07110J2) was added thereto, heated to 50°C, and stirred for 16 hours.
次いで氷水30011.g中に移し、塩酸を加えて酸析
後、生成物を沢過した。精製はアルコールから再結晶し
て行ない2−(4−しドロキシフェニル)−5−(4′
−デシルオキシフェニル)ピリミジン159(収率15
%)を得た。Next, ice water 30011. After acid precipitation by adding hydrochloric acid, the product was thoroughly filtered. Purification was carried out by recrystallization from alcohol to obtain 2-(4-droxyphenyl)-5-(4'
-decyloxyphenyl)pyrimidine 159 (yield 15
%) was obtained.
これを3.77+I+(0,01rxoJ2 )取り、
シクロへキサノン20IIlフ、光学活性(÷)−1−
ブロム−4−メチルヘキサン2.7q(0,015Il
o、12 >および炭酸カリウム5.59を混合して3
時間還流を行ない反応を終了した。Take this as 3.77+I+(0,01rxoJ2),
Cyclohexanone 20IIl, optical activity (÷)-1-
Bromo-4-methylhexane 2.7q (0,015Il
o, 12 > and potassium carbonate 5.59 and 3
The reaction was completed by refluxing for a period of time.
溶媒を減圧留去した後、水30011J!中に移し生成
物をトルエン10011J2で抽出した。After distilling off the solvent under reduced pressure, 30011J of water! The product was extracted with toluene 10011J2.
芒硝で乾燥後、トルエンを留去して得た■酸物をn−へ
ブタンで再結晶した。得られた結晶は収量4.0(1、
収率84%であった。この結晶生成物は第1図のマスス
ペクトルにより目的物であることが確認された。After drying with Glauber's salt, the toluene was distilled off and the obtained acid compound was recrystallized from n-hebutane. The obtained crystals had a yield of 4.0 (1,
The yield was 84%. This crystalline product was confirmed to be the desired product by the mass spectrum shown in FIG.
実施例2
2−(4’イ+1−6′−メチルオクチルオキシフェニ
ル)−5−(4−n−デシルオキシフェニル)ピリミジ
ンの合成実施例1で合成した2−(4’−ヒドロキシフ
ェニル)−5−(4−デシルオキシフェニル
を用いて、ジメチルポルムアミド3G+11、炭酸カリ
ウム5.59および光学活性+++−1−ブロム−6−
メチルオクタン2.28(+を加えて100℃で3時間
撹拌した0次いで水20011℃に移して、トルエン1
00I1.12で抽出した。Example 2 Synthesis of 2-(4'i+1-6'-methyloctyloxyphenyl)-5-(4-n-decyloxyphenyl)pyrimidine 2-(4'-hydroxyphenyl)- synthesized in Example 1 Using 5-(4-decyloxyphenyl, dimethylpolamide 3G+11, potassium carbonate 5.59 and optical activity +++-1-bromo-6-
Added 2.28% of methyl octane (+) and stirred at 100°C for 3 hours. Next, water was transferred to 200°C and 11% of toluene was added.
Extracted with 00I1.12.
芒硝で乾燥後、トルエンを留去して得た■酸物をn−ヘ
プタンで再結晶した。得られた結晶は収量4.1(1、
収率82%であった。この結晶生成物は第2図のマスス
ペクトルによって目的物であることが確認された。After drying with Glauber's salt, the toluene was distilled off and the obtained acid compound was recrystallized from n-heptane. The obtained crystals had a yield of 4.1 (1,
The yield was 82%. This crystalline product was confirmed to be the desired product by the mass spectrum shown in FIG.
実施例3〜5
実施例1と同様にして(I)式においてll−1として
、n= 6.8.10と変えた化合物を合成した。Examples 3 to 5 Compounds were synthesized in the same manner as in Example 1 except that ll-1 in formula (I) was changed to n=6.8.10.
実施例1〜5において得られた化合物の相転移温度を第
1表に示す。Table 1 shows the phase transition temperatures of the compounds obtained in Examples 1 to 5.
第1表から明らかなように、これら実施例の化金物のS
C*相の範囲温度はl=・1、n= 8の47.8℃か
らIl= 5、n−10の70.8℃まで広い範囲を有
している。As is clear from Table 1, the S
The temperature range of the C* phase has a wide range from 47.8°C when l=·1 and n=8 to 70.8°C when Il=5 and n-10.
比較例1−4
従来知られている代表的強誘電性液晶として、骨格構造
がシッフ塩基系、ビフェニル系、エステル系、フェニル
ピリミジン系の相転移温度を第2表に示す。SC*相の
温度範囲は約1〜20℃と上記各実施例の化合物と比救
して狭いことがわかる。Comparative Example 1-4 Table 2 shows the phase transition temperatures of conventionally known typical ferroelectric liquid crystals whose skeleton structures are Schiff base-based, biphenyl-based, ester-based, and phenylpyrimidine-based. It can be seen that the temperature range of the SC* phase is about 1 to 20°C, which is narrower than that of the compounds of the above examples.
(以下余白)
Sc*:カイラルスメクチックC相、S^:スメクチッ
クA相N*:カイラルネマチック相、Ija :W方°
性液体実施例6
比較例4と実施例2の化合物をモル比3:1で混合した
。この混合物は16〜60℃の室温を含む温度範囲でS
Cネ相を示すことが確認できた。この液晶組成!l!J
Lを第3図に示すように、ガラス基板1.2に透明電極
3.4を形成し表面をラビング処理した2枚の透明電極
基板間に挟み、液晶の厚さ 2μmの液晶セルを作成し
た。5はシール材である。(Left below) Sc*: Chiral smectic C phase, S^: Smectic A phase N*: Chiral nematic phase, Ija: W direction°
Liquid Example 6 The compounds of Comparative Example 4 and Example 2 were mixed at a molar ratio of 3:1. This mixture is S
It was confirmed that the sample showed a C phase. This liquid crystal composition! l! J
As shown in Fig. 3, a transparent electrode 3.4 was formed on a glass substrate 1.2 and sandwiched between two transparent electrode substrates whose surfaces had been subjected to rubbing treatment, thereby creating a liquid crystal cell with a liquid crystal thickness of 2 μm. . 5 is a sealing material.
この液晶セルの上下に2枚の偏光板6.7を配置して温
度を30℃に保持した状態で電界を印加しなところ電界
の極性によって2つの状態の表示をすることが観察され
た。応答時間±10vの電圧印加に対して250μse
cだった。またコントラストは20;1であった。Two polarizing plates 6.7 were placed above and below this liquid crystal cell, and when an electric field was applied while the temperature was maintained at 30° C., it was observed that two states were displayed depending on the polarity of the electric field. Response time: 250μse for voltage application of ±10V
It was c. Further, the contrast was 20:1.
実施例7
比較例2の化合物と公知の材料である下記M造式を有す
る化合物
M 3
をモル比1;3で混合した。この混合物は30〜52℃
の温度範囲でSC車相を示すことが確認できた。Example 7 The compound of Comparative Example 2 and a compound M 3 having the following M formula, which is a known material, were mixed at a molar ratio of 1:3. This mixture is 30-52℃
It was confirmed that the SC vehicle phase was exhibited in the temperature range of .
この液晶組成物を用いて実施例6と同様の構造の液晶セ
ルを作成した。液晶セルの上下に2枚の偏光板を設置し
て温度を40℃に保持した状態で電界を印加しなところ
実施例6と同様に電界の極性によって2つの状態の表示
を行うことが観察された。A liquid crystal cell having the same structure as in Example 6 was created using this liquid crystal composition. When two polarizing plates were placed above and below the liquid crystal cell and an electric field was applied while maintaining the temperature at 40°C, it was observed that two states were displayed depending on the polarity of the electric field, as in Example 6. Ta.
応答時間は±10vの電圧印加に対して300μsec
だった。またコントラストは25: 1であった。Response time is 300μsec for voltage application of ±10V
was. Further, the contrast was 25:1.
[発明の効果J
以上の実施例から明らかな通り、本発明の液晶材料は、
室温を含む広い温度範囲でのカイラルスメクチック液晶
組成物用の成分として有効である。[Effect of the invention J As is clear from the above examples, the liquid crystal material of the present invention has
It is effective as a component for chiral smectic liquid crystal compositions over a wide temperature range including room temperature.
したがって本発明の液晶素子は、電気光学機器の表示装
置として広く使用することができる。Therefore, the liquid crystal element of the present invention can be widely used as a display device for electro-optical equipment.
第1図は実施例1の液晶化合物のマススペクトル、第2
図は実施例2の液晶化合物−のマススペクトル、第3図
は液晶素子の構成を示す断面図である。Figure 1 shows the mass spectrum of the liquid crystal compound of Example 1, and Figure 2 shows the mass spectrum of the liquid crystal compound of Example 1.
The figure is a mass spectrum of the liquid crystal compound of Example 2, and FIG. 3 is a cross-sectional view showing the structure of a liquid crystal element.
Claims (2)
炭素原子を示す。以下同じ。)で表わされる化合物から
なる液晶材料。(1) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the above formula, n is an integer of 1 to 18, m is an integer of 1 to 5, and * indicates an asymmetric carbon atom. The same applies hereinafter.) A liquid crystal material made of compounds.
ることを特徴とする液晶素子。(2) A liquid crystal element characterized by sandwiching a liquid crystal material containing a compound represented by the general formula ▲numerical formula, chemical formula, table, etc.▼ between a pair of substrates, at least one of which is transparent.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7108587A JPS63235393A (en) | 1987-03-25 | 1987-03-25 | Liquid crystal material and liquid crystal element using the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7108587A JPS63235393A (en) | 1987-03-25 | 1987-03-25 | Liquid crystal material and liquid crystal element using the same |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63235393A true JPS63235393A (en) | 1988-09-30 |
Family
ID=13450335
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7108587A Pending JPS63235393A (en) | 1987-03-25 | 1987-03-25 | Liquid crystal material and liquid crystal element using the same |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63235393A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0350510A1 (en) * | 1988-01-05 | 1990-01-17 | Chisso Corporation | Ferroelectric liquid crystal composition |
-
1987
- 1987-03-25 JP JP7108587A patent/JPS63235393A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0350510A1 (en) * | 1988-01-05 | 1990-01-17 | Chisso Corporation | Ferroelectric liquid crystal composition |
US5021190A (en) * | 1988-01-05 | 1991-06-04 | Chisso Corporation | Ferroelectric liquid crystal composition |
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