JP2857779B2 - Composition for liquid crystal alignment film and liquid crystal device - Google Patents
Composition for liquid crystal alignment film and liquid crystal deviceInfo
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- JP2857779B2 JP2857779B2 JP32905789A JP32905789A JP2857779B2 JP 2857779 B2 JP2857779 B2 JP 2857779B2 JP 32905789 A JP32905789 A JP 32905789A JP 32905789 A JP32905789 A JP 32905789A JP 2857779 B2 JP2857779 B2 JP 2857779B2
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- liquid crystal
- alignment film
- composition
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- crystal alignment
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Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は液晶配向膜を形成しうる液晶配向膜用組成物
に関する。The present invention relates to a composition for a liquid crystal alignment film capable of forming a liquid crystal alignment film.
液晶表示装置等に用いられる液晶素子には、一般に所
定の間隙を有するように対向させて配した透明基板の内
側面の透明電極の表面に液晶配向膜が形成されている。
この液晶配向膜には、従来のTN方式の液晶装置の場合、
ポリイミド膜がよく使用される。ポリイミド膜は、その
前駆体のポリアミド酸を有機溶剤に溶解した液晶配向膜
用組成物を透明電極上に塗布し、加熱脱水閉環して形成
する。2. Description of the Related Art In a liquid crystal element used in a liquid crystal display device or the like, a liquid crystal alignment film is generally formed on the surface of a transparent electrode on an inner side surface of a transparent substrate disposed so as to have a predetermined gap.
In the case of a conventional TN mode liquid crystal device,
A polyimide film is often used. The polyimide film is formed by applying a composition for a liquid crystal alignment film obtained by dissolving a precursor polyamic acid in an organic solvent onto a transparent electrode, and heating and dehydrating and closing the ring.
従来、液晶配向膜のポリイミドには全芳香族系ジアミ
ンを原料とするポリイミド膜が使用されてきた。例え
ば、無水ピロメリト酸と4,4′−ジアミノジフェニルエ
ーテルからなる液晶配向膜用組成物を脱水閉環し得られ
るポリイミド膜があげられる。この種のポリイミドは配
向性が優れているなどの長所があるが、最近注目されて
いる超ねじれ複屈折効果(Super Twisted Birefringenc
e Effect:STBEと略す)を利用した液晶表示装置には対
応できない。この表示装置は従来のTN型に比較して、コ
ントラスト、視角特性がきわめて優れているという特長
がある。これに用いる配向膜はプレチルト角を高くする
必要があるが、従来のポリイミドではプレチルト角が2
゜以下で、ドメインができディスクリネーションと呼ば
れる線欠陥が発生する等良好な表示特性が得られない。
従ってSTBE型表示装置で満足のいく表示特性が得られる
配向膜として現状では酸化珪素等の無機斜方蒸着膜など
が主に用いられていた。Conventionally, a polyimide film using a wholly aromatic diamine as a raw material has been used as a polyimide for a liquid crystal alignment film. For example, a polyimide film obtained by dehydrating and ring-closing a composition for a liquid crystal alignment film comprising pyromellitic anhydride and 4,4'-diaminodiphenyl ether is exemplified. Polyimides of this type have the advantage of excellent orientation, but they have recently attracted attention as super-twisted birefringence effects.
e Effect: STBE) is not supported. This display device has a feature that the contrast and the viewing angle characteristics are extremely excellent as compared with the conventional TN type. It is necessary to increase the pretilt angle of the alignment film used for this purpose.
(4) In the following, good display characteristics cannot be obtained, for example, a domain is formed and a line defect called disclination occurs.
Therefore, at present, an inorganic obliquely evaporated film of silicon oxide or the like has been mainly used as an alignment film capable of obtaining satisfactory display characteristics in the STBE display device.
しかし、無機斜方蒸着膜は、液晶に対して選択性があ
り、全ての液晶組成物の配向を良好に行うことは困難で
ある。また、組立て時の高温加熱処理により配向にムラ
が生じ歩留りが低下して生産性が悪くなる欠点を有し、
配向膜に必要なコントラストおよび視角特性を満足する
ことができなかった。However, the inorganic obliquely deposited film has selectivity to liquid crystal, and it is difficult to properly align all liquid crystal compositions. In addition, there is a disadvantage that the orientation becomes uneven due to the high-temperature heat treatment at the time of assembly, the yield is reduced, and the productivity is deteriorated.
The contrast and viewing angle characteristics required for the alignment film could not be satisfied.
本発明者等は上記の様な種々の問題がある無機斜方蒸
着膜にかわる、比較的高いプレチルト角を有するポリイ
ミド膜の開発を検討した。従来のポリイミド膜は平面構
造のため、プレチルト角が低いと考え、平面から構成分
子の一部が立っている様なポリイミド膜を試作すべく、
液晶配向膜用組成物について検討した。The present inventors have studied the development of a polyimide film having a relatively high pretilt angle in place of the inorganic oblique deposition film having various problems as described above. Because the conventional polyimide film has a planar structure, it is considered that the pretilt angle is low, and to prototype a polyimide film in which some of the constituent molecules stand from the plane,
The composition for a liquid crystal alignment film was studied.
その結果、従来品に比較して、プレチルト角が高く、
斜方配向が可能でありポリイミド配向膜を形成すること
のできる優れた液晶配向膜用組成物を発明するに至っ
た。As a result, the pretilt angle is higher than the conventional product,
An excellent composition for a liquid crystal alignment film capable of performing oblique alignment and forming a polyimide alignment film has been invented.
すなわち、本発明は一般式(I) (式中、R1は芳香環または脂環であり、R2は側鎖に,結
合基として,CO,CO2,CON,CONC,S,SO2,SO3,SO2N,N=N,NR3
(R3は水素原子,アルキル基,アシル基を示す。)で結
合された環状置換基をであり、nは正の整数を示す。) で表されるポリアミド酸を含有することを特徴とする液
晶配向膜用組成物である。That is, the present invention provides a compound represented by the general formula (I) (Wherein, R 1 is an aromatic ring or an alicyclic ring, R 2 is a side chain, and as a bonding group, CO, CO 2 , CON, CONC, S, SO 2 , SO 3 , SO 2 N, N = N , NR 3
(R 3 represents a hydrogen atom, an alkyl group, or an acyl group.), And n is a positive integer. A composition for a liquid crystal alignment film, comprising the polyamic acid represented by the formula:
本発明の液晶配向膜組成物は、主に一般式(I)のポ
リアミド酸及びこれを溶解し得る有機溶媒からなり、こ
れを脱水閉環と同時に有機溶媒を揮散させてポリイミド
膜とする。The liquid crystal alignment film composition of the present invention mainly comprises a polyamic acid of the general formula (I) and an organic solvent capable of dissolving the same, and the organic solvent is volatilized simultaneously with dehydration ring closure to form a polyimide film.
ここで、一般式(I)のポリアミド酸について詳しく
述べる。このポリアミド酸は酸無水物と,側鎖に,結合
基として,CO,CO2,CON,CONC,S,SO2,SO3,SO2N,N=N,NR
3(R3は水素原子,アルキル基,アシル基を示す。)で
結合された環状置換基を有する芳香族ジアミンとの反応
により得られるが、酸無水物としては、例えば無水ピロ
メリト酸、無水3,3′,4,4′−ビフェニルテトラカルボ
ン酸、無水3,3′,4,4′−ベンゾフェノンテトラカルボ
ン酸、無水シクロペンタテトラカルボン酸、無水2,3,5
−トリカルボキシシクロペンチル酢酸、無水5−(2,5
−ジオキソテトラヒドロ−3−フラニル)−3−シクロ
ヘキセン−1,2−ジカルボン酸等があげられる。側鎖
に,結合基として,CO,CO2,CON,CONC,S,SO2,SO3,SO2N,N
=N,NR3(R3は水素原子,アルキル基,アシル基を示
す。)で結合された環状置換基を有する芳香族ジアミン
は、 一般式(II) 式中,R4は芳香環であり,R5は環状置換基,Xは,CO,CO2,CO
N,CONC,S,SO2,SO3,SO2N,N=N,NR3(R3は水素原子,アル
キル基,アシル基を示す。)からなる群から選ばれた1
種であり,lは1,2,3または4を示す。)で表わされる化
合物である。Here, the polyamic acid of the general formula (I) will be described in detail. This polyamic acid is an acid anhydride and, as a bonding group, CO, CO 2 , CON, CONC, S, SO 2 , SO 3 , SO 2 N, N = N, NR
3 (R 3 represents a hydrogen atom, an alkyl group, or an acyl group), and is obtained by reaction with an aromatic diamine having a cyclic substituent bonded thereto. Examples of the acid anhydride include pyromellitic anhydride, 3 3,3 ', 4,4'-biphenyltetracarboxylic acid, 3,3', 4,4'-benzophenonetetracarboxylic anhydride, cyclopentatetracarboxylic anhydride, 2,3,5
-Tricarboxycyclopentyl acetic acid, 5- (2,5
-Dioxotetrahydro-3-furanyl) -3-cyclohexene-1,2-dicarboxylic acid; CO, CO 2 , CON, CONC, S, SO 2 , SO 3 , SO 2 N, N
= N, NR 3 (R 3 represents a hydrogen atom, an alkyl group, or an acyl group.) An aromatic diamine having a cyclic substituent bonded by the general formula (II) In the formula, R 4 is an aromatic ring, R 5 is a cyclic substituent, and X is CO, CO 2 , CO
N, CONC, S, SO 2 , SO 3 , SO 2 N, N = N, NR 3 (where R 3 represents a hydrogen atom, an alkyl group, or an acyl group)
It is a species, and l represents 1, 2, 3, or 4. ).
一般式(II)で表わされるジアミンについてさらに詳
しく説明する。R4の芳香環には,ベンゼン環,ナフタリ
ン環,ビフェニル環等があげられる。R5の環状置換基に
はフェニル基、ビフェニル基、テルフェニル基、ナフチ
ル基、インデニル基、アントリル基、フェナントリル
基、1,2,3,4−テトラヒドロナフチル基、アントラキノ
ニル基等の芳香族基、シクロペンチル基、シクロヘキシ
ル基、シクロヘキシルシクロヘキシル基、アダマンチル
基等の脂肪族環基、フラニル基、ピリジル基、インドー
ル基等の複素環基があげられる。The diamine represented by the general formula (II) will be described in more detail. Examples of the aromatic ring of R 4 include a benzene ring, a naphthalene ring and a biphenyl ring. R 5 cyclic substituents include phenyl group, biphenyl group, terphenyl group, naphthyl group, indenyl group, anthryl group, phenanthryl group, 1,2,3,4-tetrahydronaphthyl group, an aromatic group such as anthraquinonyl group, Examples thereof include an aliphatic ring group such as a cyclopentyl group, a cyclohexyl group, a cyclohexylcyclohexyl group, and an adamantyl group, and a heterocyclic group such as a furanyl group, a pyridyl group, and an indole group.
また、環状置換基とXよりなる縮合環が含まれ、例え
ば、 等があげられる。なおこれらの環状置換基には置換基が
あってもよい。Xには,S,NR3(Rは水素原子,アルキル
基,)アシル基を示す)、 N=Nがあげられまた芳香環と環状置換基が直接結合し
た結合のみをも表わす。Further, a condensed ring consisting of a cyclic substituent and X is included, for example, And the like. These cyclic substituents may have a substituent. X represents S, NR 3 (R represents a hydrogen atom, an alkyl group, an) acyl group), N = N is mentioned, and also represents only a bond in which an aromatic ring and a cyclic substituent are directly bonded.
一般式(II)で示される化合物の具体例を下記にあげ
る。なお、化合物No.は実施例においても共通に用い
る。Specific examples of the compound represented by the general formula (II) are shown below. The compound No. is commonly used in Examples.
上記の酸無水物,及び結合基として,CO,CO2,CON,CON
C,S,SO2,SO3,SO2N,N=N,NR3で結合された環状置換基を
有する芳香族ジアミンをそれぞれ一種または2種以上を
有機溶媒中、無水条件下、好ましくは50℃以下の温度で
反応させ、ポリアミド酸の溶液とする。 CO, CO 2 , CON, CON
C, S, SO 2 , SO 3 , SO 2 N, N = N, one or two or more aromatic diamine having a cyclic substituent linked by NR 3 in an organic solvent, preferably under anhydrous conditions, preferably The reaction is performed at a temperature of 50 ° C. or less to obtain a polyamic acid solution.
ここで用いる有機溶媒には、比較的揮散しやすい、生
成するポリアミド酸を溶解し得る極性溶媒、例えば、N,
N−ジメチルホルムアルデヒド、N,N−ジメチルアセトア
ミド、N−メチル−2−ピロリドン、ジメチルスルホキ
シド等を用いる。The organic solvent used here is a relatively volatile solvent, a polar solvent that can dissolve the generated polyamic acid, for example, N,
N-dimethylformaldehyde, N, N-dimethylacetamide, N-methyl-2-pyrrolidone, dimethylsulfoxide and the like are used.
また、ガラス基板、金属類等との接着性の向上を目的
として、反応成分にシランカップリング剤やジアミノシ
ロキサンを併用することも何らさしつかえない。シラン
カップリング剤としてはγ−アミノプロピルトリエトキ
シシラン、N−(β−アミノエチル)−γ−アミノプロ
ピルトリメトキシシラン、γ−グリシドキシプロピルト
リメトキシシラン、γ−メルカプトプロピルトリメトキ
シシラン、γ−メタクリロキシプロピルトリメトキシシ
ラン等があげられる。In addition, there is no problem in using a silane coupling agent or diaminosiloxane as a reaction component for the purpose of improving the adhesion to a glass substrate, metals, or the like. Examples of the silane coupling agent include γ-aminopropyltriethoxysilane, N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-mercaptopropyltrimethoxysilane, γ -Methacryloxypropyltrimethoxysilane and the like.
ジアミノシロキサンには1,3−ビス(3−アミノプロ
ピル)−1,1,3,3−テトラメチルジシロキサン、α,w−
ビス(3−アミノプロピル)ポリジメチルシロキサン、
1,4−ビス(3−アミノプロピルジメチルシリル)ベン
ゼン等があげられる。1,3-bis (3-aminopropyl) -1,1,3,3-tetramethyldisiloxane, α, w-
Bis (3-aminopropyl) polydimethylsiloxane,
1,4-bis (3-aminopropyldimethylsilyl) benzene and the like.
上記の様にして得られた本発明のポリアミド酸を含有
する液晶配向膜用組成物を使用して配向膜を形成する方
法は、下記のとおりである。The method for forming an alignment film using the composition for a liquid crystal alignment film containing the polyamic acid of the present invention obtained as described above is as follows.
つまり、前記ポリアミド酸を有機溶媒中0.1〜20重量
%溶液として、これをディップ法、スピナー法、スプレ
ー法、印刷法などにより、液晶を構成する電極上に塗布
する。塗布後、100〜400℃、好ましくは150〜250℃で加
熱処理して、上記ポリアミド酸を脱水閉環してポリイミ
ド被膜が得られる。この被膜をラビング処理して、液晶
配向膜とされる。液晶配向膜と液晶間のプレチルト角は
従来のポリイミド膜では2゜以下であったが、本発明の
組成物より得られる液晶配向膜では、プレチルト角が高
くなり、40゜位まで可能となった。本発明のポリアミド
酸を含有する液晶配向膜用組成物はSTBE方式の液晶表示
装置に適している。That is, a solution of the polyamic acid in a concentration of 0.1 to 20% by weight in an organic solvent is applied to an electrode constituting a liquid crystal by a dipping method, a spinner method, a spray method, a printing method, or the like. After the application, the polyamic acid is subjected to a heat treatment at 100 to 400 ° C., preferably 150 to 250 ° C. to dehydrate and ring-close the polyamic acid to obtain a polyimide coating. This film is rubbed to form a liquid crystal alignment film. The pretilt angle between the liquid crystal alignment film and the liquid crystal was 2 ° or less in the conventional polyimide film, but in the liquid crystal alignment film obtained from the composition of the present invention, the pretilt angle was increased, and it was possible to reach about 40 °. . The composition for a liquid crystal alignment film containing a polyamic acid of the present invention is suitable for a liquid crystal display device of the STBE mode.
以下、実施例により本発明を詳細に説明する。なお実
施例中の部とは、重量部を表わす。Hereinafter, the present invention will be described in detail with reference to examples. In addition, the part in an Example represents a weight part.
実施例1 N,N−ジメチルアセトアミド45部に化合物No.3のジア
ミン2.34部を溶解し、窒素雰囲気下、等モルの無水3,
3′,4,4′−ビフェニルテトラカルボン酸2,94部を加
え、20〜30℃で24時間反応させた。得られたポリアミド
酸の溶液にN,N−ジメチルアセトアミドを加え5重量%
の溶液を調整して液晶配向膜用組成物とした。これをス
ピンコーターを用いて、ITOの透明ガラス電極(3cm×3c
m厚さ1mm)上に塗布した。塗布後250℃で1時間加熱し
て脱水閉環させ、わずかに黄味を帯びたポリイミド被膜
を形成した。Example 1 2.34 parts of the diamine of compound No. 3 was dissolved in 45 parts of N, N-dimethylacetamide, and under a nitrogen atmosphere, an equimolar amount of anhydrous 3,3 was added.
2,94 parts of 3 ', 4,4'-biphenyltetracarboxylic acid was added and reacted at 20 to 30 ° C for 24 hours. N, N-dimethylacetamide was added to the obtained polyamic acid solution and 5% by weight was added.
To prepare a composition for a liquid crystal alignment film. Using a spin coater, the transparent glass electrode of ITO (3cm × 3c
m thickness 1 mm). After coating, the coating was heated at 250 ° C. for 1 hour to effect dehydration and ring closure to form a slightly yellowish polyimide coating.
次にこの被膜をラビング処理した基板の一対を用い
て、液晶ZLI−2214、(メルク社製)を封入して液晶表
示装置(厚み6μ)を作成した。プレチルト角を測定し
たところ11゜であった。本装置に電圧を印加して、立ち
上がり特性及びコントラストを観察したところ極めて良
好であった。Next, a liquid crystal display device (thickness: 6 μm) was prepared by enclosing liquid crystal ZLI-2214 (manufactured by Merck) using a pair of substrates rubbed with this coating. When the pretilt angle was measured, it was 11 °. When a voltage was applied to the device and the rising characteristics and contrast were observed, the results were extremely good.
実施例2〜36 実施例1において使用した化合物No.3のジアミン、酸
無水物および溶媒のかわりに表1〜4に示したものを用
いて、実施例1と同様の操作を行いプレチルト角を測定
した。その結果を表1〜4に示す。また、いずれの場合
においても実施例1と同様良好な立ち上がりとコントラ
ストが観察された。Examples 2 to 36 The same operation as in Example 1 was performed by using the compounds shown in Tables 1 to 4 in place of the diamine, the acid anhydride and the solvent of the compound No. 3 used in Example 1 to adjust the pretilt angle. It was measured. The results are shown in Tables 1 to 4. In each case, good rising and contrast were observed as in Example 1.
なお表1〜4におけるPMDAは無水ピロメリト酸、BPDA
は無水3,3′,4,4′−ビフェニルテトラカルボン酸、CPD
Aは無水シクロペンタンテトラカルボン酸、DMAはN,N−
ジメチルアセトアミド、NMPはN−メチルピロリドンを
示す。PMDA in Tables 1-4 is pyromellitic anhydride, BPDA
Is 3,3 ', 4,4'-biphenyltetracarboxylic anhydride, CPD
A is cyclopentanetetracarboxylic anhydride, DMA is N, N-
Dimethylacetamide and NMP indicate N-methylpyrrolidone.
実施例37 実施例13において実施例1と同様にして得た反応液に
ジアミンに対して1mol%のγ−アミノプロピルトリエト
キシシランを添加して実施例1と同様の操作を行いプレ
チルト角を測定した。プレチルト角は15゜で、また、実
施例1と同様な良好な立ち上がりとコントラストが観察
された。 Example 37 In the reaction solution obtained in Example 13 in the same manner as in Example 1, 1 mol% of γ-aminopropyltriethoxysilane based on diamine was added, and the same operation as in Example 1 was performed to measure the pretilt angle. did. The pretilt angle was 15 °, and the same good rising and contrast as in Example 1 were observed.
実施例2において、化合物2のジアミンのかわりに4,
4′−ジアミノフェニルエーテルを用いて、実施例2と
同様の操作を行いプレチルト角を測定したところ、2゜
であった。In Example 2, instead of the diamine of compound 2, 4,
The same operation as in Example 2 was carried out using 4'-diaminophenyl ether, and the pretilt angle was measured.
本発明の液晶配向膜用組成物によれば,従来品に比較
して高いプレチルト角を有する斜方配向が可能なポリイ
ミド配向膜を得ることができる。また,この液晶配向膜
用組成物からなる配向膜を用いた液晶装置においては,
コントラスト及び視角特性に優れるという効果を有して
いる。According to the composition for a liquid crystal alignment film of the present invention, a polyimide alignment film having a higher pretilt angle and capable of oblique alignment can be obtained as compared with a conventional product. In a liquid crystal device using an alignment film composed of the composition for a liquid crystal alignment film,
It has the effect of being excellent in contrast and viewing angle characteristics.
───────────────────────────────────────────────────── フロントページの続き (31)優先権主張番号 特願平1−25080 (32)優先日 平1(1989)2月3日 (33)優先権主張国 日本(JP) (31)優先権主張番号 特願平1−150085 (32)優先日 平1(1989)6月13日 (33)優先権主張国 日本(JP) (31)優先権主張番号 特願平1−206550 (32)優先日 平1(1989)8月9日 (33)優先権主張国 日本(JP) (31)優先権主張番号 特願平1−208883 (32)優先日 平1(1989)8月11日 (33)優先権主張国 日本(JP) (31)優先権主張番号 特願平1−247564 (32)優先日 平1(1989)9月22日 (33)優先権主張国 日本(JP) (72)発明者 海老沢 誠 群馬県渋川市半田2470番地 日本カーリ ット株式会社中央研究所内 (56)参考文献 特開 昭63−311232(JP,A) (58)調査した分野(Int.Cl.6,DB名) G02F 1/1337──────────────────────────────────────────────────続 き Continued on the front page (31) Priority claim number Japanese Patent Application No. 1-25080 (32) Priority date Hei 1 (1989) February 3 (33) Priority claim country Japan (JP) (31) Priority Claim No. 1-150085 (32) Priority Date Hei 1 (1989) June 13 (33) Country claiming priority Japan (JP) (31) Claim No. 1-206550 (32) Priority Japan 1 (1989) August 9 (33) Priority claim country Japan (JP) (31) Priority claim number Japanese Patent Application No. 1-208883 (32) Priority day Hei 1 (1989) August 11 (33) ) Priority claiming country Japan (JP) (31) Priority claim number Japanese Patent Application No. 1-247564 (32) Priority date Hei 1 (1989) September 22, (33) Priority claiming country Japan (JP) (72) Inventor Makoto Ebisawa 2470 Handa, Shibukawa-shi, Gunma Japan Central Research Institute of Carlit Co., Ltd. (56) References JP-A-63-311232 (JP, A) (58) Field (Int.Cl. 6 , DB name) G02F 1/1337
Claims (2)
合基として,CO,CO2,CON,CONC,S,SO2,SO3,SO2N,N=N,NR3
(R3は水素原子,アルキル基,アシル基を示す。)で結
合された環状置換基を有する芳香環であり,nは正の整数
を示す。)で表わされるポリアミド酸を含有することを
特徴とする液晶配向膜用組成物。1. The compound of the general formula (I) (Wherein, R 1 is an aromatic ring or an alicyclic ring, and R 2 is CO, CO 2 , CON, CONC, S, SO 2 , SO 3 , SO 2 N, N = N, NR 3
(R 3 represents a hydrogen atom, an alkyl group, or an acyl group.) An aromatic ring having a cyclic substituent bonded thereto, and n represents a positive integer. A composition for a liquid crystal alignment film, comprising the polyamic acid represented by the formula (1).
合基として,CO,CO2,CON,CONC,S,SO2,SO3,SO2N,N=N,NR3
(R3は水素原子,アルキル基,アシル基を示す。)で結
合された環状置換基を有する芳香環であり,nは正の整数
を示す。) で表されるポリアミド酸を含有する液晶配向膜用組成物
を用いて形成された配向膜が一対の基板に形成されてな
り,該一対の基板間に液晶が封入されてなることを特徴
とする液晶装置。2. Formula (I) (Wherein, R 1 is an aromatic ring or an alicyclic ring, and R 2 is CO, CO 2 , CON, CONC, S, SO 2 , SO 3 , SO 2 N, N = N, NR 3
(R 3 represents a hydrogen atom, an alkyl group, or an acyl group.) An aromatic ring having a cyclic substituent bonded thereto, and n represents a positive integer. An alignment film formed using the composition for a liquid crystal alignment film containing a polyamic acid represented by the formula (1) is formed on a pair of substrates, and liquid crystal is sealed between the pair of substrates. Liquid crystal device.
Applications Claiming Priority (16)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63-320235 | 1988-12-19 | ||
JP32023588 | 1988-12-19 | ||
JP1-3243 | 1989-01-10 | ||
JP324389 | 1989-01-10 | ||
JP1-25080 | 1989-02-03 | ||
JP1-25079 | 1989-02-03 | ||
JP2508089 | 1989-02-03 | ||
JP2507989 | 1989-02-03 | ||
JP15008589 | 1989-06-13 | ||
JP1-150085 | 1989-06-13 | ||
JP1-206550 | 1989-08-09 | ||
JP20655089 | 1989-08-09 | ||
JP20888389 | 1989-08-11 | ||
JP1-208883 | 1989-08-11 | ||
JP24756489 | 1989-09-22 | ||
JP1-247564 | 1989-09-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH03179323A JPH03179323A (en) | 1991-08-05 |
JP2857779B2 true JP2857779B2 (en) | 1999-02-17 |
Family
ID=27571495
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP32905789A Expired - Lifetime JP2857779B2 (en) | 1988-12-19 | 1989-12-19 | Composition for liquid crystal alignment film and liquid crystal device |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2857779B2 (en) |
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