JPH02223919A - Formation of oriented film - Google Patents
Formation of oriented filmInfo
- Publication number
- JPH02223919A JPH02223919A JP4559989A JP4559989A JPH02223919A JP H02223919 A JPH02223919 A JP H02223919A JP 4559989 A JP4559989 A JP 4559989A JP 4559989 A JP4559989 A JP 4559989A JP H02223919 A JPH02223919 A JP H02223919A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- substrate
- angle
- tetracarboxylic anhydride
- diamine
- 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
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 31
- 239000000758 substrate Substances 0.000 claims abstract description 25
- -1 tetracarboxylic anhydride Chemical class 0.000 claims abstract description 25
- 238000011282 treatment Methods 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 5
- 210000002858 crystal cell Anatomy 0.000 claims description 4
- 125000006850 spacer group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- 150000004985 diamines Chemical class 0.000 abstract description 14
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- 229920001721 polyimide Polymers 0.000 abstract description 6
- 238000000576 coating method Methods 0.000 abstract description 4
- 238000001035 drying Methods 0.000 abstract description 4
- 239000004642 Polyimide Substances 0.000 abstract description 3
- 239000011248 coating agent Substances 0.000 abstract description 3
- 239000009719 polyimide resin Substances 0.000 abstract description 3
- 238000001354 calcination Methods 0.000 abstract 2
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 238000010304 firing Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 150000000000 tetracarboxylic acids Chemical class 0.000 description 2
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229940018564 m-phenylenediamine Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は液晶表示体用液晶セルの配向膜の作成方法に関
する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a method for producing an alignment film for a liquid crystal cell for a liquid crystal display.
近年、液晶表示体技術の発展は著しく、液晶テレビ等へ
の応用が可能となった。この液晶表示体は第1図に示す
如く二枚の透明電極(12)付き基板(11)と液晶(
14)と配向膜(13)よりなっている。In recent years, the development of liquid crystal display technology has been remarkable, and it has become possible to apply it to liquid crystal televisions and the like. As shown in Fig. 1, this liquid crystal display consists of a substrate (11) with two transparent electrodes (12) and a liquid crystal (
14) and an alignment film (13).
液晶テレビに使われるアクティーブマトリクス駆動の場
合、画素が独立に駆動されるため、配向技術に関しては
従来の技術で問題にはならなかった。しかし、この場合
、歩留まりが悪く高価になる欠点がある。In the case of active matrix drive used in LCD televisions, the pixels are driven independently, so there was no problem with conventional alignment technology. However, in this case, there is a drawback that the yield is low and the cost is high.
一方、単純マトリクス駆動方式によれば、安価になる可
能性があるためアクティーブ方式の代替が考えられてい
る。On the other hand, the simple matrix drive method is considered to be an alternative to the active method because it may be cheaper.
これら代替技術は、SBE方式、NTN方式等とよばれ
ている。These alternative technologies are called SBE method, NTN method, etc.
この技術の重要な点は、従来の液晶表示体の液晶分子が
90度ツイストしているのに対して、180度以上ツイ
ストしていることである。The important point of this technology is that the liquid crystal molecules in conventional liquid crystal displays are twisted at 90 degrees, but are twisted at more than 180 degrees.
このため液晶分子を基板に対して5度以上たたせ、過度
のネジリによる歪を逃がしてやる必要がある。5度以上
立たせる方法の一つとして配向膜による方法がある。For this reason, it is necessary to make the liquid crystal molecules tilt at an angle of 5 degrees or more with respect to the substrate to release distortion caused by excessive twisting. One of the methods to make the angle 5 degrees or more is to use an alignment film.
180度以上液晶分子をツイストさせる従来の配向膜の
作成方法は、単一成分のポリイミド系樹脂を塗布する方
法であった。The conventional method for creating an alignment film that twists liquid crystal molecules by 180 degrees or more is to apply a single-component polyimide resin.
液晶表示体のコントラストを最善の状態にするためには
液晶の種類、液晶のネジレ角度に対応して基板との角度
を最適化しなければならない。In order to achieve the best contrast of a liquid crystal display, the angle with the substrate must be optimized depending on the type of liquid crystal and the twist angle of the liquid crystal.
しかし、単一成分を用いるため任意に基板との角度を変
えることはできなかった。However, since a single component was used, it was not possible to arbitrarily change the angle with the substrate.
叉多成分によって変えようとしても、単一成分で基板と
の角度を大きく変えるような成分が無かったため不可能
であった。Even if an attempt was made to change the angle using multiple components, it was impossible because there was no single component that could significantly change the angle with the substrate.
本発明の従来の配向膜のこのような欠点を改良するため
になされたもので、つぎの構造式を有すジアミン化合物
(1)と他のジアミン化合物(2)とテトラカルボン酸
無水物を溶解した溶液を塗布した後、乾燥、焼成してか
らラビングすることを特徴とする。The present invention was made to improve such drawbacks of the conventional alignment film, and is made by dissolving a diamine compound (1) having the following structural formula, another diamine compound (2), and a tetracarboxylic acid anhydride. After applying the solution, it is dried, baked, and then rubbed.
(但し、Rは水素叉はアルキル基を示す。)ジアミン系
化合物(2)としてはつぎのような化合物が考えられる
。(However, R represents hydrogen or an alkyl group.) As the diamine compound (2), the following compounds can be considered.
1、 4.4’ −ジアミノジフェニルエーテル2、
4.4’ −ジアミノジフェニルメタン3、 p−
フェニレンジアミン
4、 m−フェニレンジアミン
5、m−キシレンジアミン
6、 4.4′−ジアミノチルベン
7、 L4−ジアミノシクロヘキサン8、 L
6−ジアミツヘキサン
9、 Bis−M(三片石油化学社製)10゜B1
5−P(三片石油化学社製)このような化合物は一例で
あり、ジアミン系化合物(2)としては、上記化合物の
ほかにも色々考えることが出来るものである。1, 4.4'-diaminodiphenyl ether 2,
4.4'-diaminodiphenylmethane 3, p-
phenylenediamine 4, m-phenylenediamine 5, m-xylenediamine 6, 4,4'-diaminothylbenne 7, L4-diaminocyclohexane 8, L
6-diamithexane 9, Bis-M (manufactured by Mikata Petrochemical Co., Ltd.) 10°B1
5-P (manufactured by Mikata Petrochemical Co., Ltd.) Such a compound is just one example, and various other compounds can be considered as the diamine compound (2) in addition to the above compounds.
又、テトラカルボン酸無水物としては、無水ピロメリッ
ト酸、ベンゾフェノンテトラカルボン酸無水物、ヘキサ
フルオロプロピリデンシフタル酸無水物、ビフェニルテ
トラカルボン酸無水物等色々考えられる。Various types of tetracarboxylic anhydride can be considered, such as pyromellitic anhydride, benzophenonetetracarboxylic anhydride, hexafluoropropylidene cyphthalic anhydride, and biphenyltetracarboxylic anhydride.
乾燥、焼成条件、ラビング条件等は従来のポリイミド系
配向膜を作成する条件がそのまま適用出来る。As for drying, firing conditions, rubbing conditions, etc., conventional conditions for producing a polyimide alignment film can be applied as they are.
塗布方法としては、スピンコード法、デイピング法、キ
ャスティング法、へヶ塗り法等いずれも可能であるがス
ピンコード法が優れている。As a coating method, any of the spin-coding method, dipping method, casting method, spacing method, etc. is possible, but the spin-coding method is superior.
本発明の配向膜の作成方法によれば、配向膜はポリイミ
ド樹脂よりなるため、ポリイミドの特徴である耐熱性に
優れるという特性を有する。According to the method for producing an alignment film of the present invention, since the alignment film is made of polyimide resin, it has excellent heat resistance, which is a characteristic of polyimide.
基板に対する液晶分子の角度は、2成分のジアミン化合
物の混合割合を変えることにより数度(0〜5度)から
22度まで自由に変えることが出来る。The angle of the liquid crystal molecules with respect to the substrate can be freely changed from several degrees (0 to 5 degrees) to 22 degrees by changing the mixing ratio of the two diamine compounds.
2種のジアミン化合物を混合した配向膜により達成され
る液晶分子と基板との角度と、各ジアミンとテトラカル
ボンサン無水物よりなる配向膜により達成される角度と
の間にはほぼ加成性が成り立つ。There is almost no additivity between the angle between the liquid crystal molecules and the substrate achieved by an alignment film made of a mixture of two types of diamine compounds and the angle achieved by an alignment film made of each diamine and tetracarboxylic anhydride. It works.
以下、実施例により本発明の詳細な説明する。Hereinafter, the present invention will be explained in detail with reference to Examples.
〔実施例1〕
次の構造式を有す2種のジアミンとテトラカルボン酸無
水物を表1の割合で混合した10重量パーセントのN−
メチルピロリドン溶液を作成し、配向剤1−5とした。[Example 1] 10 weight percent N-
A methylpyrrolidone solution was prepared and used as alignment agent 1-5.
尚、表の数値は重量割合を示す。Note that the numerical values in the table indicate weight percentages.
ジアミン1
ジアミン2
H、N()(XH2
テトラカルボン酸無水物H
表
ルクn4製)を充填し、磁場配向法により液晶分子と基
板との角度をハ1定したところ表2の結果が得られた。Diamine 1 Diamine 2 H, N () (XH2 Tetracarboxylic Anhydride H Table 1 manufactured by Luk N4) was filled, and the angle between the liquid crystal molecules and the substrate was determined by the magnetic field alignment method, and the results shown in Table 2 were obtained. Ta.
表 2
これらの配向剤をスピンコード法により回転数1500
rpmで透明電極付き基板に塗布した。Table 2 These alignment agents were rotated at a rotation speed of 1500 using the spin code method.
It was applied onto a substrate with a transparent electrode at rpm.
この基板を90度Cで2時間乾燥した後、200度Cで
2時間焼成した。This substrate was dried at 90 degrees Celsius for 2 hours and then fired at 200 degrees Celsius for 2 hours.
焼成後、この基板を送り速度0.6メ一トル/分で、回
転数400rprr+で回転している表面にナイロン繊
維が植毛されている直径80ミリメートルの回転体の下
を移送し、ラビング処理をした。After firing, this substrate was transferred under a rotating body with a diameter of 80 mm whose surface was flocked with nylon fibers, which was rotating at a speed of 400 rprr+ at a feed rate of 0.6 m/min, and subjected to a rubbing treatment. did.
このようにして得た基板をラビング方向が220度にな
るようにして、12ミクロンのスペーサを介して液晶セ
ルを組立、液晶(ZLI2214メ尚、ジアミン1とテ
トラカルボン酸無水物3、ジアミン2とテトラカルボン
酸無水物3よりなる10重量パーセントのN−メチルピ
ロリドン溶液を用いて同様の処理をし、測定した結果は
それぞれ22度と、2度であった。The rubbing direction of the thus obtained substrate was 220 degrees, and a liquid crystal cell was assembled via a 12 micron spacer. Similar treatment was carried out using a 10 weight percent N-methylpyrrolidone solution containing tetracarboxylic anhydride 3, and the measured results were 22 degrees and 2 degrees, respectively.
〔実施例2〕
次の構造式を有す2種のジアミンを表3の割合で混合し
た10重量パーセントのジメチルホルムアミド溶液を作
成し、配向剤6−10とした。[Example 2] A 10% by weight dimethylformamide solution was prepared by mixing two types of diamines having the following structural formulas in the proportions shown in Table 3, and used as alignment agent 6-10.
尚、表の数値は重量割合を示す。Note that the numerical values in the table indicate weight percentages.
ジアミン4
ジアミン5
H2N +0+N H2
テトラカルボン酸無水物6
表 3
度になるようにして、12ミクロンのスペーサを介して
液晶セルを組立、液晶(ZLI2214メルクiL製)
を充填し、磁場配向法により液晶分子と基板との角度を
測定したところ表4の結果が得られた。Diamine 4 Diamine 5 H2N +0+N H2 Tetracarboxylic anhydride 6 Table 3 Assemble a liquid crystal cell via a 12 micron spacer, liquid crystal (ZLI2214 manufactured by Merck iL)
When the angle between the liquid crystal molecules and the substrate was measured using a magnetic field alignment method, the results shown in Table 4 were obtained.
表 4
これらの配向剤をスピンコード法により回転数2000
rpmで透明電極付き基板に塗布した。Table 4 These alignment agents were rotated at a rotation speed of 2000 using the spin code method.
It was applied onto a substrate with a transparent electrode at rpm.
この基板を90度Cで2時間乾燥した後、2゜O度Cで
2時間焼成した。This substrate was dried at 90 degrees Celsius for 2 hours and then baked at 2 degrees Celsius for 2 hours.
焼成後、この基板を送り速度0. 6メ一トル/分で、
回転数400rprr+で回転している表面にナイロン
繊維が植毛されている直径80ミリメートルの回転体の
下を移送し、ラビング処理をした。After firing, this substrate was fed at a feed rate of 0. At 6 meters/minute,
The sample was transferred under a rotating body having a diameter of 80 mm and having a surface covered with nylon fibers, which was rotating at a rotational speed of 400 rprr+, and was subjected to a rubbing treatment.
このようにして得た基板をラビング方向が220尚、ジ
アミン4とテトラカルボン酸無水物6、ジアミン5とテ
トラカルボン酸無水物6より作成した10重量パーセン
トのジメチルホルムアミド溶液を用いて同様の処理をし
、測定した結果それぞれ24度と、3度であった。The substrate thus obtained was subjected to the same treatment using a 10% by weight dimethylformamide solution prepared from diamine 4 and tetracarboxylic anhydride 6 and diamine 5 and tetracarboxylic anhydride 6, with a rubbing direction of 220. However, the measured results were 24 degrees and 3 degrees, respectively.
以上実施例を述べたが、本発明は上記実施例に限定され
るものではなく、広く、他の原料、溶媒、塗布条件、乾
燥、焼成条件においても適用出来るものである。Although the embodiments have been described above, the present invention is not limited to the above embodiments, but can be broadly applied to other raw materials, solvents, coating conditions, drying, and firing conditions.
以上述べたように本発明によれば、液晶の種類、ネジレ
の角度等に合わせ配向剤を用意する必要がなく2種類ジ
アミンとテトラカルボン酸無水物を用意することにより
全てに対応出来るという効果を有する。As described above, according to the present invention, there is no need to prepare an alignment agent according to the type of liquid crystal, twist angle, etc., and by preparing two types of diamine and tetracarboxylic acid anhydride, it is possible to deal with all types. have
第1図は、液晶表示体の概念図である。
11 ・
12Φ
13争
14 ・
・基板
・電極
・配向膜
・液晶
以
上
出願人 セイコーエプソン株式会社
代理人 弁理士 鈴 木 喜三部(他1名)&’l!’
4
ちJ1FIG. 1 is a conceptual diagram of a liquid crystal display. 11 ・ 12 Φ 13 dispute 14 ・ ・Substrates, electrodes, alignment films, liquid crystals and above Applicant Seiko Epson Co., Ltd. Agent Patent attorney Kizobe Suzuki (1 other person) &'l! '
4 Chi J1
Claims (1)
サおよび液晶より成る液晶表示体用液晶セルにおいて、
下記構造式を有すジアミン化合物(1)、該化合物と異
なるジアミン系化合物(2)、テトラカルボン酸無水物
(3)を溶解した溶液を透明電極付き基板に塗布した後
、乾燥、焼成し、ラビング処理をすることを特徴とする
配向膜の作成方法。 ▲数式、化学式、表等があります▼ (但し、Rは水素叉はアルキル基を意味する。)[Claims] A liquid crystal cell for a liquid crystal display comprising a substrate with a transparent electrode, an alignment film coated on the substrate, a spacer, and a liquid crystal,
A solution containing a diamine compound (1) having the following structural formula, a diamine compound (2) different from the compound, and a tetracarboxylic anhydride (3) is applied to a substrate with a transparent electrode, and then dried and baked, A method for creating an alignment film characterized by performing a rubbing treatment. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (However, R means hydrogen or an alkyl group.)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4559989A JPH02223919A (en) | 1989-02-27 | 1989-02-27 | Formation of oriented film |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4559989A JPH02223919A (en) | 1989-02-27 | 1989-02-27 | Formation of oriented film |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02223919A true JPH02223919A (en) | 1990-09-06 |
Family
ID=12723816
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4559989A Pending JPH02223919A (en) | 1989-02-27 | 1989-02-27 | Formation of oriented film |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02223919A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5783656A (en) * | 1996-02-06 | 1998-07-21 | Japan Synthetic Rubber Co., Ltd. | Polyamic acid, polyimide and liquid crystal aligning agent |
-
1989
- 1989-02-27 JP JP4559989A patent/JPH02223919A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5783656A (en) * | 1996-02-06 | 1998-07-21 | Japan Synthetic Rubber Co., Ltd. | Polyamic acid, polyimide and liquid crystal aligning agent |
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