JPS63286822A - Liquid crystal element - Google Patents
Liquid crystal elementInfo
- Publication number
- JPS63286822A JPS63286822A JP12030687A JP12030687A JPS63286822A JP S63286822 A JPS63286822 A JP S63286822A JP 12030687 A JP12030687 A JP 12030687A JP 12030687 A JP12030687 A JP 12030687A JP S63286822 A JPS63286822 A JP S63286822A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- polymer liquid
- liquid crystalline
- polymer
- low
- 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
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 65
- 239000005264 High molar mass liquid crystal Substances 0.000 claims abstract description 26
- 239000010409 thin film Substances 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 27
- 239000002904 solvent Substances 0.000 claims description 2
- 239000010408 film Substances 0.000 abstract description 20
- 239000007788 liquid Substances 0.000 abstract description 18
- 229920000642 polymer Polymers 0.000 abstract description 11
- 230000004044 response Effects 0.000 abstract description 9
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000000034 method Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 239000004990 Smectic liquid crystal Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- 210000002858 crystal cell Anatomy 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 3
- 230000010287 polarization Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PPEKRZXXVVFJRB-UHFFFAOYSA-N CCCCC(C1=C(C)C=CC=C1)=C(C(O)=O)C#N Chemical compound CCCCC(C1=C(C)C=CC=C1)=C(C(O)=O)C#N PPEKRZXXVVFJRB-UHFFFAOYSA-N 0.000 description 2
- -1 Chlorpropylcinnamate Chemical compound 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000005055 memory storage Effects 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YDDUPABDRNKFDU-UHFFFAOYSA-N 3-methylhexanedioyl dichloride Chemical compound ClC(=O)CC(C)CCC(Cl)=O YDDUPABDRNKFDU-UHFFFAOYSA-N 0.000 description 1
- 101150034533 ATIC gene Proteins 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 229920000106 Liquid crystal polymer Polymers 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- WJEQPBHPXGERPQ-MDZDMXLPSA-N butyl (e)-3-(2-methylphenyl)prop-2-enoate Chemical compound CCCCOC(=O)\C=C\C1=CC=CC=C1C WJEQPBHPXGERPQ-MDZDMXLPSA-N 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、光学活性基を高分子主鎖に持つ新規な高分子
液晶性化合物を含有する高分子液晶組成物を用いた液晶
素子に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a liquid crystal element using a polymer liquid crystal composition containing a novel polymer liquid crystal compound having an optically active group in the polymer main chain.
[従来の技術]
従来の液晶素子としては1例えばエム・シャット(M、
5chadt)とダブりニー・ヘルフリッヒ(W。[Prior Art] As a conventional liquid crystal element, for example, M-Shut (M,
5chadt) and Double Helfrich (W.
11elfrich)著“アプライド・フィジックス・
レターズ” (“Applied Physics L
eLters″)第18巻、第4号(1971年2月1
5日発行)第127頁〜128真の“ボルテージ・ディ
ペンダント・オプティカル・アクティビイティー・オブ
ーア・ツィステッド・ネマチック・リキッド・クリスタ
ル”(“Voltage Dependent 0pt
ical AcLivity of aTwisted
NemaLic 1iquid CrysLal”)
に示された・ソイステ・ンド・ネマチック(LwisL
ed nc+*atic)液晶を用いたものが知られて
いる。このTN液晶は画素密度を高くしたマトリクス電
極構造を用いた時分割駆動の時、クロストークを発生す
る問題点があるため、画素数か制限されていた。11elfrich) “Applied Physics
Letters” (“Applied Physics L
eLters'') Volume 18, No. 4 (February 1, 1971)
Voltage Dependent 0pt
ical AcLity of aTwisted
NemaLic 1equid CrysLal”)
Soyste und nematic (LwisL) shown in
ed nc+*atic) using liquid crystal is known. This TN liquid crystal has the problem of generating crosstalk during time-division driving using a matrix electrode structure with high pixel density, so the number of pixels is limited.
また、電界応答が遅く視野角特性が悪いためにディスプ
レイとしての用途は限定されていた。また、各画素に薄
膜トランジスタを形成する工程が極めて煩雑な上、大面
積の表示素子を作成することか難しい問題点がある。Furthermore, its use as a display has been limited due to its slow electric field response and poor viewing angle characteristics. Further, the process of forming a thin film transistor in each pixel is extremely complicated, and there are also problems in that it is difficult to create a large-area display element.
この様な従来型の液晶素子の欠点を改善するものとして
、双安定性を有する液晶素子の使用が、クラーク(Cl
ark)およびラガウェル(Lagerwall)によ
り提案されている。(特[tJI閉56−107216
号公報、米国特許第4367924号明細書等)双安定
性を有する液晶としては、一般にカイラルスメクチック
相(Sm”C)またはH相(S■111)を有する強誘
電性液晶か用いられる。To improve the drawbacks of conventional liquid crystal devices, the use of bistable liquid crystal devices has been proposed.
ark) and Lagerwall. (Special [tJI closed 56-107216
As the liquid crystal having bistability, generally, a ferroelectric liquid crystal having a chiral smectic phase (Sm''C) or an H phase (Sm''111) is used.
この強誘電性液晶は、自発分極を有するために非常に速
い応答速度を有する上に、メモリー性のある双安定状態
を発現させることができる。さらに、視野角特性もすぐ
れていることから、大容量、大面積のディスプレイ用材
料として適していると考えられる。しかし、実際に液晶
セルを形成する場合、広い面積にわたってモノドメイン
化することは困難であり、大画面の表示素子を作るには
技術上の問題があった。Since this ferroelectric liquid crystal has spontaneous polarization, it has an extremely fast response speed and can also exhibit a bistable state with memory properties. Furthermore, since it has excellent viewing angle characteristics, it is considered suitable as a material for large-capacity, large-area displays. However, when actually forming a liquid crystal cell, it is difficult to monodomain over a wide area, and there are technical problems in producing a large screen display element.
大画面の表示素子を容易に作成するには、高分子液晶を
利用するのが適当であると考えられる。In order to easily create a display element with a large screen, it is considered appropriate to use polymer liquid crystal.
このような、高分子液晶を用いた液晶表示の例としては
、ブイ・シバエフ(V、5hibaev) 、ニス・コ
ストロミン(S、にostromin) 、エフ・ブラ
ーテ(N、PIaLe) 、ニス・イワノフ(S、Iv
a ov)、ブイ。Examples of such liquid crystal displays using polymer liquid crystals include Bui Shibaev (V, 5hibaev), Nis Kostromin (S, Niostromin), Ev Brate (N, PIaLe), and Nis Ivanov (S). , IV
a ov), buoy.
ヴエストロフ(V、VesLrov) 、アイ・ヤコブ
レフ(1,Yakovlev)著の“ポリマー・コミユ
ニグーシミ1ンズ′″ (“Polymer Cog+
municaLions”)第24巻、第364頁〜3
65頁の“サーモトロピック・リキッドクリスタリン・
ボリマーズ、14” (“Thermo−tropic
Liquid CrysLalline Polym
ers、 14”)に示される熱書き込み高分子液晶表
示素子を挙げることができる。“Polymer Cog+” written by V, VesLrov and Ai Yakovlev (1, Yakovlev)
municaLions”) Volume 24, Pages 364-3
“Thermotropic Liquid Crystalline” on page 65
Volimers, 14” (“Thermo-tropic
Liquid CrysLalline Polym
A thermally written polymer liquid crystal display element shown in 14'') can be mentioned.
しかしながら、この方法は読み取りとして光の散乱を利
用しているので、コントラストが悪く、かつ高分子化に
伴なう応答速度の遅れという問題もあって実用化には至
っていない。However, since this method uses light scattering for reading, there are problems with poor contrast and slow response speed due to polymerization, so it has not been put into practical use.
[発明が解決しようとする問題点]
本発明の目的は、上述の如き従来技術の問題点を解決し
、光学活性な高分子液晶性化合物と低分子液晶性化合物
を含有する高分子液晶組成物を用いることにより、広い
面積にわたってモノドメイン化を実現することができ、
応答速度が早く、読み増り時のコントラストが良好で、
かつメモリ性に優れた液晶素子を提供することにある。[Problems to be Solved by the Invention] An object of the present invention is to solve the problems of the prior art as described above, and to provide a polymer liquid crystal composition containing an optically active polymer liquid crystal compound and a low molecular liquid crystal compound. By using , it is possible to realize monodomain over a wide area,
Fast response speed, good contrast when reading more,
Another object of the present invention is to provide a liquid crystal element having excellent memory properties.
[問題点を解決するための手段]
即ち、本発明は、一対の平行な電極の間に、光学活性な
高分子液晶性化合物と低分子液晶性化合物を含有する高
分子液晶組成物の溶融状態から成膜した薄膜を有するこ
とを特徴とする液晶素子である。[Means for Solving the Problems] That is, the present invention provides a molten state of a polymer liquid crystal composition containing an optically active polymer liquid crystal compound and a low molecular liquid crystal compound between a pair of parallel electrodes. This is a liquid crystal element characterized by having a thin film formed from.
以下、本発明の詳細な説明する。The present invention will be explained in detail below.
本発明の液晶素子は、光学活性な高分子液晶性化合物と
低分子液晶性化合物を含有する高分子液晶組成物のFI
膜を有するが、該高分子液晶組成物に含有される低分子
液晶性化合物としては、特に限定することなく、ネマチ
ック相、スメクチック相またはカイラルスメクチック相
を有する低分子液晶性化合物を用いることがてきるが、
その具体例を示すと、下記の構造式(り〜(15)に示
すような低分子液晶性化合物が挙げられる。The liquid crystal element of the present invention has an FI of a polymer liquid crystal composition containing an optically active polymer liquid crystal compound and a low molecular liquid crystal compound.
The low molecular weight liquid crystal compound contained in the polymer liquid crystal composition is not particularly limited, and a low molecular liquid crystal compound having a nematic phase, a smectic phase, or a chiral smectic phase can be used. However,
Specific examples thereof include low-molecular liquid crystal compounds as shown in the following structural formulas (15).
メチルブチルシンナメート(DOBAMBG)クロルプ
ロピルシンナメート (HOBACPC)メチルブチル
−α〜シアノシンナメー) ([lORAMBCC)メ
チルブチル−α−シアノシンナメート(TDOBANB
CC)P−オクチルオキシベンジリデン−P′−アミノ
−2−メチルブチル−α−クロ“ロシンナメー) (
008AMBCfll;)P−才クチルオキシベンジリ
デン−P′−アミノ−2−メチルブチル−α−メチルシ
ンナメート4−へキシルオキシフェニル−4−(2″−
メチルブチル)ビフェニル−4′−力ルポキシレート4
−オクチルオキシフェニル−4−(2’−メチルブチル
)ビフェニル−4′−力ルポキシレート4−へキシルオ
キシフェニル−4−(2″−メチルブチル)ビフェニル
−4′−力ルポキシレート81.5℃ 93℃ 11
2℃ 131’C−ン −)−〉
−ン結品 SmC″ Sa+A
コレステリック相 等方相←−−〈−<−〈−−
ヘキシル)ビフェニル−4′−カルボキシレート本発明
において用いられる不斉炭素を有する高分子液晶性化合
物としては、側鎖型高分子液晶性化合物および主鎖型高
分子液晶性化合物等を用いることができる。側鎖型高分
子液晶性化合物としては、下記の式(16)〜(27)
に示すようなものか挙げられる。(但し1式中 寡は不
斉炭素中心を示し、n=5〜100.0である)
(■、=2〜10)
H3
(+a2=2〜15)
(22) H
−+ CH2−C→−
(m2=2〜15)
(23) 。H3
−(−CH2−C→−
(24) 。。Methylbutylcinnamate (DOBAMBG) Chlorpropylcinnamate (HOBACPC) Methylbutyl-α-cyanocinnamate) ([lORAMBCC) Methylbutyl-α-cyanocinnamate (TDOBANB)
CC) P-octyloxybenzylidene-P'-amino-2-methylbutyl-α-chlorocin name) (
008AMBCflll;) P-cutyloxybenzylidene-P'-amino-2-methylbutyl-α-methylcinnamate 4-hexyloxyphenyl-4-(2″-
Methylbutyl)biphenyl-4'-rupoxylate 4
-Octyloxyphenyl-4-(2'-methylbutyl)biphenyl-4'-lupoxylate 4-hexyloxyphenyl-4-(2''-methylbutyl)biphenyl-4'-lupoxylate 81.5℃ 93℃ 11
2℃ 131'C-n-)->
-N result SmC'' Sa+A
cholesteric phase isotropic phase and a main chain type polymeric liquid crystalline compound, etc. can be used. As the side chain type polymeric liquid crystal compound, the following formulas (16) to (27) are used.
The following can be mentioned. (However, in formula 1, the number indicates an asymmetric carbon center, and n = 5 to 100.0) (■, = 2 to 10) H3 (+a2 = 2 to 15) (22) H −+ CH2−C→ - (m2=2~15) (23). H3 -(-CH2-C→- (24).
一+co?−c→−
■
しI′+3
(層?=2〜15)
(m2=2〜15)
また、不斉炭素を有する高分子液晶性化合物として、よ
り好ましくは、下記の式(28)〜(40)に示される
主鎖型高分子液晶性化合物が挙げられる。One + co? -c→- ■I'+3 (layer?=2-15) (m2=2-15) Moreover, as a polymeric liquid crystal compound having an asymmetric carbon, more preferably the following formulas (28) to ( Examples include main chain type polymeric liquid crystalline compounds shown in 40).
(■2=2〜15. x+y=1)
(x + y = 1 、 m2= 2−15)(X+
y=l、l12=2〜15)
(x+y= 1 、m2=2〜15)
(m3=1〜5)
(x+y=1)
(m4==1〜3,1)=1〜20)
(m5=0〜5)
(3日)
(m5=0〜5)
(m5=0〜5)
(l!15=o〜5)
以上に示す様な不斉炭素を有する高分子液晶性化合物と
低分子液晶性化香物からなる高分子液晶組成物において
、該高分子液晶性化合物の含有量は10〜90重量%、
好ましくは20〜85重量%であることが望ましい。1
0重量%未満ては、液晶素子の広い面積にわたってのモ
ノドメイン化および配向安定性か十分に発揮されない、
また、90重量%をこえると、セル注入もしくは成膜時
に粘度か高くなりすぎるために厚みが不均一になりやす
く、注入時間も増大するために劣化しやすく、十分な特
性が得られない。(■2=2~15.x+y=1) (x+y=1, m2=2-15)(X+
y=l, l12=2~15) (x+y=1, m2=2~15) (m3=1~5) (x+y=1) (m4==1~3,1)=1~20) (m5 =0 to 5) (3 days) (m5=0 to 5) (m5=0 to 5) (l!15=o to 5) Polymer liquid crystal compounds and low molecules having asymmetric carbon as shown above In a polymeric liquid crystal composition consisting of a liquid crystalline fragrance, the content of the polymeric liquid crystalline compound is 10 to 90% by weight,
The content is preferably 20 to 85% by weight. 1
If it is less than 0% by weight, monodomain formation and alignment stability over a wide area of the liquid crystal element will not be sufficiently exhibited.
If it exceeds 90% by weight, the viscosity becomes too high during cell injection or film formation, which tends to result in uneven thickness, increases the injection time, and tends to deteriorate, making it impossible to obtain sufficient properties.
なお、不斉炭素を有する高分子液晶性化合物と低分子液
晶性化合物をそれぞれ複数種組み合わせて用いることが
できる。Note that a plurality of polymeric liquid crystalline compounds and low molecular weight liquid crystalline compounds each having an asymmetric carbon can be used in combination.
また、本発明の液晶素子を記憶表示素子として用いる場
合、前記高分子液晶組成物に対し、10重量%程度の染
料を添加してもよい。Further, when the liquid crystal element of the present invention is used as a memory display element, about 10% by weight of dye may be added to the polymer liquid crystal composition.
本発明の液晶素子の構成としては、前記高分子液晶組成
物を溶融状態から成膜したフィルム状の薄膜に成形して
、電極を設けた基板間に挟持接着することができる。接
着の際には、高分子液晶組成物の薄膜と電極の間に適当
なギヤ、ツブ剤を設けて電極間の絶縁性を保つ様にして
もよい。また、基板なしに直接高分子液晶組成物のフィ
ルムに電極を設けてもよい、この場合には、フィルム状
のフレキシブルな液晶素子が得られる。As for the structure of the liquid crystal element of the present invention, the polymer liquid crystal composition can be formed into a film-like thin film from a molten state, and the film can be sandwiched and bonded between substrates provided with electrodes. During adhesion, a suitable gear or lubricant may be provided between the thin film of the polymeric liquid crystal composition and the electrodes to maintain insulation between the electrodes. Further, electrodes may be provided directly on the film of the polymer liquid crystal composition without a substrate. In this case, a flexible liquid crystal element in the form of a film can be obtained.
また、高分子液晶組成物の薄膜は、高分子液晶組成物を
溶媒(ジクロロエタン、THF 、イソプロピルエーテ
ル等)中に溶解して溶融状態にして成膜することにより
形成することもできる。Further, a thin film of the polymeric liquid crystal composition can also be formed by dissolving the polymeric liquid crystal composition in a solvent (dichloroethane, THF, isopropyl ether, etc.) to form a film in a molten state.
具体的には、フィルム状の薄膜の作成方法としては、通
常のプラスチックフィルムを作成する方法、即ち溶融押
出し法、溶液流延法、カレンダー法あるいはスピンコー
ド法などが適用できる。Specifically, as a method for producing a film-like thin film, a method for producing a normal plastic film, such as a melt extrusion method, a solution casting method, a calender method, or a spin cord method, can be applied.
本発明によれば、液晶素子における液晶層の形成の際、
前記高分子液晶組成物をフィルム状の薄膜にし、さらに
延伸配向処理を施すことにより、液晶分子に高い配向性
を与えることができる。According to the present invention, when forming a liquid crystal layer in a liquid crystal element,
By forming the polymeric liquid crystal composition into a film-like thin film and then subjecting it to a stretching and alignment treatment, high alignment properties can be imparted to liquid crystal molecules.
延伸配向処理の方法としては、−軸延伸法などが適用で
きるが、支持体であるブラスチウク基板上に塗−[して
、高分子液晶組成物の薄膜を桔層し、この積層体ごと延
伸処理してもよいし、また2枚の基板間に液晶フィルム
を挟持したセルを形成した後、延伸配向してもよい。As a method for the stretching and orientation treatment, a -axial stretching method can be applied, but a thin film of the polymeric liquid crystal composition is layered on a blast substrate as a support, and the entire laminate is stretched. Alternatively, after forming a cell in which a liquid crystal film is sandwiched between two substrates, stretching and orientation may be performed.
[作 用]
本発明の液晶素子は、一対の平行な電極の間に、光学活
性な高分子液晶性化合物と低分子液晶性化合物を含有す
る高分子液晶組成物の溶融状態から成膜した#I膜を有
するので、その詳細は不明であるが、高分子液晶性化合
物と低分子液晶性化合物が相乗的に働き、高分子と低分
子の液晶性化合物の有する特性が発現し、成膜性が良く
大面積のフィルムを形成し、またメモリ保存性が向J二
し、さらに低分子液晶性化合物と同様の速い応答速度を
得ることがてきるものと推定される。[Function] The liquid crystal element of the present invention comprises a film formed from a molten state of a polymeric liquid crystal composition containing an optically active polymeric liquid crystalline compound and a low molecular weight liquid crystalline compound between a pair of parallel electrodes. Although the details are unknown, the high-molecular liquid crystal compound and the low-molecular liquid crystal compound work synergistically, and the properties of the high-molecular and low-molecular liquid crystal compounds are expressed, resulting in improved film-forming properties. It is presumed that it is possible to form a large-area film with good stability, improve memory storage stability, and obtain a fast response speed similar to that of low-molecular liquid crystal compounds.
[実施例] 以下実施例を示し、本発明をさらに詳細に説明する。[Example] EXAMPLES The present invention will be explained in more detail by way of Examples below.
実施例1
まず、以下の様にして高分子液晶IAXJl#、物を得
た。Example 1 First, a polymer liquid crystal IAXJl# was obtained as follows.
(+)−3−メチルアジポイルクロライド9.9gを1
00+sj)の乾燥1.2−ジクロロエタンに溶解し、
ハイドロキノン17.6gを50鳳pの乾燥ピリジンに
溶解したものを滴下した。滴下終了後、48hr反応さ
せたのち、l、2−ジクロロエタンを留去し、水で洗沙
した生成物をトルエンにより再結晶し、下記の構造式(
I)で表わされる化合物9g(収率50%)を得た。
(s、p、110℃)次に、テレフタル酸クロライド3
.0gを乾燥DMF 200−に溶解したのち、上記(
I)式の中間体3.5gを3(lsj)のドライとリジ
ンに溶解したものを滴下し、50hr反応させたのち、
80℃で2hr反応させた。水とアセトンから再沈して
高分子液晶性化合物を得た。(+)-3-Methyladipoyl chloride 9.9g 1
00+sj) in dry 1,2-dichloroethane,
A solution of 17.6 g of hydroquinone dissolved in 50 g of dry pyridine was added dropwise. After completion of the dropwise addition, the reaction was carried out for 48 hours, and then l,2-dichloroethane was distilled off, and the product washed with water was recrystallized with toluene to obtain the following structural formula (
9 g (yield 50%) of the compound represented by I) was obtained.
(s, p, 110°C) Next, terephthalic acid chloride 3
.. After dissolving 0g in dry DMF 200-, the above (
A solution of 3.5 g of the intermediate of formula I) in dry 3(lsj) and lysine was added dropwise, and after reacting for 50 hours,
The reaction was carried out at 80°C for 2 hours. A liquid crystalline polymer compound was obtained by reprecipitation from water and acetone.
この高分子液晶性化合物に前記構造式(14)で表わさ
れる低分子強誘電性液晶を重量比l:1の割合で混合し
た高分子液晶組成物に下記の構造式(II)で表わされ
る染料を、前記高分子液晶組成物に対し0.1重量%を
添加して得られた組成物を溶融押し出し法により厚さ2
0I&m程度のフィルム状にした。A polymer liquid crystal composition prepared by mixing this polymer liquid crystal compound with a low molecular weight ferroelectric liquid crystal represented by the above structural formula (14) at a weight ratio of 1:1 is mixed with a dye represented by the following structural formula (II). was added in an amount of 0.1% by weight to the polymer liquid crystal composition, and the resulting composition was melt-extruded to a thickness of 2.
It was made into a film of about 0I&m.
(II)
この組成物を100℃に加熱してカイラルスメクチック
C相にして1表面速度が異なる一対のローラ間にポリエ
チレンテレフタレート(PET)フィルム2枚を介して
はさみ、−軸延伸を行ない、厚さ5μ膳の薄膜を得た。(II) This composition is heated to 100°C to form a chiral smectic C phase, sandwiched between a pair of rollers with different surface speeds with two polyethylene terephthalate (PET) films interposed therebetween, and -axially stretched. A 5 μm thick film was obtained.
この様にして形成した延伸配向フィルムを1、透明電極
を形成しであるガラス基板上に絶縁膜として5i02を
蒸着した一対の基板間に挟持、接着して液晶セルを形成
した。The stretched oriented film thus formed was sandwiched and bonded between a pair of glass substrates on which transparent electrodes were formed and 5i02 was deposited as an insulating film, to form a liquid crystal cell.
この液晶セル全体を100℃まで加熱して、偏光顕微鏡
で観察したところ良好なモノドメインが得られた。この
状態て電極間に直流電圧4vを正逆両方向に交互に印加
したところ、自発分極の反転が観測された。このスイッ
チングの速さは100℃で301Lsであった。When the entire liquid crystal cell was heated to 100° C. and observed with a polarizing microscope, good monodomains were obtained. In this state, when a DC voltage of 4 V was applied alternately in both forward and reverse directions between the electrodes, reversal of spontaneous polarization was observed. The switching speed was 301 Ls at 100°C.
さらに、これを室温まで急冷し、再び基板間に直流電圧
を印加しても自発分極の反転はみられず、メモリ保存性
があることが確認された。Furthermore, even when this was rapidly cooled to room temperature and a DC voltage was again applied between the substrates, no reversal of spontaneous polarization was observed, confirming that the memory had good storage stability.
実施例2
実施例1と同様に形成した液晶セルの電極間に直流電圧
10Vを印加しつつ、波長8:lOnm 、パワー5m
Wのレーザー光を照射し書き込みを行った。この時の書
き込み部と非書き込み部のコントラストの比は0.7と
いう良好な結果が得られた。記録部分を室温で20日間
以上放置しても記録部の劣化は認められなかった。Example 2 While applying a DC voltage of 10 V between the electrodes of a liquid crystal cell formed in the same manner as in Example 1, the wavelength was 8 lOnm and the power was 5 m.
Writing was performed by irradiating W laser light. At this time, a good result was obtained in which the contrast ratio between the written area and the non-written area was 0.7. No deterioration of the recorded portion was observed even when the recorded portion was left at room temperature for 20 days or more.
実施例3
実施例1に用いたものと同じ高分子液晶性化合物と前記
構造式(15)で表わされる低分子液晶性化合物を重量
比が1=1となるように混合し、さらに前記構造式(n
)で表わされる染料を液晶組成物に対し、0.1重量%
となる様に混合した混合物を透明点まで加熱した後、室
温まで冷却し高分子液晶組成物を得た。この高分子液晶
組成物をカイラルスメクチックC相まで加熱して、ポリ
カーボネート基板上にナイフコーターで厚さ5昨■に塗
工し、冷却した後、表面速度の異なる2対のローラ間で
一輌延伸を行ない、液晶層の厚さが5μ■の延伸フィル
ムを得た。Example 3 The same high-molecular liquid crystal compound used in Example 1 and the low-molecular liquid crystal compound represented by the above structural formula (15) were mixed so that the weight ratio was 1=1, and the above structural formula (n
) 0.1% by weight of the dye represented by
The mixture was heated to a clearing point and then cooled to room temperature to obtain a polymer liquid crystal composition. This polymeric liquid crystal composition was heated to chiral smectic C phase, coated on a polycarbonate substrate to a thickness of 5 cm using a knife coater, cooled, and then stretched between two pairs of rollers with different surface speeds. A stretched film having a liquid crystal layer thickness of 5 μm was obtained.
得られたフィルムの両面に絶縁膜としてSiO□を蒸着
した後、フィルムの両面にITO電極をストライプ状に
、上と下の面でストライブが直交する様に蒸着して液晶
素子を作成した。After depositing SiO□ as an insulating film on both sides of the obtained film, ITO electrodes were deposited in stripes on both sides of the film so that the stripes were perpendicular to each other on the upper and lower surfaces to produce a liquid crystal element.
液晶素子の電極間に直流電圧5Vを印加しつつ、150
℃から100℃まで徐冷した結果、良好なモノドメイン
が得られた。この液晶素子において、実施例2と同様に
、レーザー書き込みを行ったところ、記録部と非記録部
のコントラスト比は0.6という結果が得られた。While applying a DC voltage of 5 V between the electrodes of the liquid crystal element,
As a result of slow cooling from °C to 100 °C, a good monodomain was obtained. When laser writing was performed on this liquid crystal element in the same manner as in Example 2, a contrast ratio of 0.6 between the recorded area and the non-recorded area was obtained.
[発明の効果]
以上説明したように、本発明によれば、液晶素子の大面
積化が容易になると共に液晶の配向が容易になり、また
メモリ保存性が格段に向上し、かつ応答速度が早く、読
み取り時のコントラストが良好な液晶素子を得ることが
できる。[Effects of the Invention] As explained above, according to the present invention, it is easy to increase the area of the liquid crystal element, the alignment of the liquid crystal is facilitated, the memory storage property is significantly improved, and the response speed is increased. A liquid crystal element with good contrast during reading can be obtained quickly.
また、フィルム状のフレキシブルな液晶素子を得ること
かできる。Furthermore, a flexible liquid crystal element in the form of a film can be obtained.
Claims (5)
性化合物と低分子液晶性化合物を含有する高分子液晶組
成物の溶融状態から成膜した薄膜を有することを特徴と
する液晶素子。(1) A liquid crystal characterized by having a thin film formed from a molten state of a polymer liquid crystal composition containing an optically active polymer liquid crystal compound and a low molecular liquid crystal compound between a pair of parallel electrodes. element.
れる状態である特許請求の範囲第1項記載の液晶素子。(2) The liquid crystal element according to claim 1, wherein the molten state is a state obtained by raising the temperature of the polymeric liquid crystal composition.
させた状態である特許請求の範囲第1項記載の液晶素子
。(3) The liquid crystal element according to claim 1, wherein the molten state is a state in which the polymeric liquid crystal composition is dissolved in a solvent.
されている特許請求の範囲第1項記載の液晶素子。(4) The liquid crystal element according to claim 1, wherein the thin film of the polymer liquid crystal composition is subjected to a stretching and alignment treatment.
ている特許請求の範囲第1項記載の液晶素子。(5) The liquid crystal element according to claim 1, wherein the electrode is provided on a thin film of a polymeric liquid crystal composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12030687A JPS63286822A (en) | 1987-05-19 | 1987-05-19 | Liquid crystal element |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12030687A JPS63286822A (en) | 1987-05-19 | 1987-05-19 | Liquid crystal element |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS63286822A true JPS63286822A (en) | 1988-11-24 |
Family
ID=14782974
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12030687A Pending JPS63286822A (en) | 1987-05-19 | 1987-05-19 | Liquid crystal element |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS63286822A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02116824A (en) * | 1988-10-27 | 1990-05-01 | Dainippon Ink & Chem Inc | Liquid crystal device |
JPH03210536A (en) * | 1990-01-16 | 1991-09-13 | Japan Aviation Electron Ind Ltd | Combined film of high-polymer liquid crystal and production thereof |
JPH06507987A (en) * | 1992-04-27 | 1994-09-08 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | electro-optical liquid crystal system |
-
1987
- 1987-05-19 JP JP12030687A patent/JPS63286822A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02116824A (en) * | 1988-10-27 | 1990-05-01 | Dainippon Ink & Chem Inc | Liquid crystal device |
JPH03210536A (en) * | 1990-01-16 | 1991-09-13 | Japan Aviation Electron Ind Ltd | Combined film of high-polymer liquid crystal and production thereof |
JPH06507987A (en) * | 1992-04-27 | 1994-09-08 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | electro-optical liquid crystal system |
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