JPS62195622A - Liquid crystal display element - Google Patents
Liquid crystal display elementInfo
- Publication number
- JPS62195622A JPS62195622A JP3678786A JP3678786A JPS62195622A JP S62195622 A JPS62195622 A JP S62195622A JP 3678786 A JP3678786 A JP 3678786A JP 3678786 A JP3678786 A JP 3678786A JP S62195622 A JPS62195622 A JP S62195622A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- film
- tables
- formulas
- formula
- 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 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000000758 substrate Substances 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims description 11
- -1 diamine compound Chemical class 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims 13
- 229920001721 polyimide Polymers 0.000 abstract description 11
- 239000004642 Polyimide Substances 0.000 abstract description 7
- 230000006866 deterioration Effects 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000002950 deficient Effects 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 238000000034 method Methods 0.000 description 11
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 125000001165 hydrophobic group Chemical group 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 230000005669 field effect Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000000565 sealant Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000004634 thermosetting polymer Substances 0.000 description 2
- UHUUYVZLXJHWDV-UHFFFAOYSA-N trimethyl(methylsilyloxy)silane Chemical compound C[SiH2]O[Si](C)(C)C UHUUYVZLXJHWDV-UHFFFAOYSA-N 0.000 description 2
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 description 1
- GPXCORHXFPYJEH-UHFFFAOYSA-N 3-[[3-aminopropyl(dimethyl)silyl]oxy-dimethylsilyl]propan-1-amine Chemical group NCCC[Si](C)(C)O[Si](C)(C)CCCN GPXCORHXFPYJEH-UHFFFAOYSA-N 0.000 description 1
- UWAPITNOGCEAJB-UHFFFAOYSA-N 4-(3-aminobutyl-methyl-trimethylsilyloxysilyl)butan-2-amine Chemical compound CC(N)CC[Si](C)(O[Si](C)(C)C)CCC(C)N UWAPITNOGCEAJB-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- GTDPSWPPOUPBNX-UHFFFAOYSA-N ac1mqpva Chemical compound CC12C(=O)OC(=O)C1(C)C1(C)C2(C)C(=O)OC1=O GTDPSWPPOUPBNX-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 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）
この発明は、液晶表示素子の構成要素である液晶配向膜
に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a liquid crystal alignment film that is a component of a liquid crystal display element.
（発明の概要）
この発明は、液晶表示素子の構成要素である液晶配向膜
材のうち、耐熱性や機械的強度、液晶配向力の強いポリ
イミド共重合体を、基板上に形成づるにあたり、一般式
で示される化合物を水面上に展開して股を形成し、あら
かじめ水中に溶解しておいた一般式で示されるジアミン
化合物と反応させることで、一般式
で示されるポリイミド重合体の膜を形成した後、透明’
ａＩＩｆｌの形成された基板に移し取ることにより、従
来のラビング法で生じていた配向膜表面の偽や膜厚の不
均一・、膜のはがれ、駆ｌｌＪ電楊の破損と、それによ
る配向不良や表示素子の品質低下を防ぐことが可能であ
り、さらに斜方蒸着法で不可欠な真空装置が不要なため
、ｆＩＬ産性も高く、シロキサン結合を含むポリイミド
重合体であるため、良好な配向性と高い耐熱性を有する
均一で無欠陥な液晶配向膜を形成することが可能であり
、高品質の液晶表示素子製造を可能にするものである。(Summary of the Invention) This invention provides a general method for forming a polyimide copolymer, which is a liquid crystal alignment film material that is a component of a liquid crystal display element, and has strong heat resistance, mechanical strength, and liquid crystal alignment ability on a substrate. A film of the polyimide polymer represented by the general formula is formed by spreading the compound represented by the formula on the water surface to form a crotch, and reacting with the diamine compound represented by the general formula previously dissolved in water. Then transparent'
By transferring it to the substrate on which the aIIfl has been formed, it is possible to eliminate the false alignment film surface, uneven film thickness, peeling of the film, damage to the film, and the resulting poor alignment caused by the conventional rubbing method. It is possible to prevent the quality of display elements from deteriorating, and since there is no need for a vacuum device, which is essential for oblique evaporation, it has high fIL productivity, and since it is a polyimide polymer containing siloxane bonds, it has good orientation. It is possible to form a uniform, defect-free liquid crystal alignment film having high heat resistance, and enables the production of high-quality liquid crystal display elements.
（従来の技術）
液晶表示素子の表示方式には、
（ａ）ツイストネマティック電界効果型表示方式、
（ｂ）誘起複屈折電界効果型表示方式、（Ｃ）動的散乱
型表示方式、
（ｄ＞ゲストホスト型二色表丞方式、
（ｅ）配向振動型表示方式、
などがあり、（ａ）の方式が広く実用化されている。(Prior art) Display methods of liquid crystal display elements include (a) twisted nematic field effect display method, (b) induced birefringence field effect display method, (C) dynamic scattering display method, (d> There are two types of display systems: a guest-host type two-color display system, (e) an orientation vibration type display system, and the method (a) is widely put into practical use.
そして、液晶表示素子の配向膜には従来、（ａ）酸化ケ
イ素などの斜方蒸着膜、
（ｂ）表面処１！Ｊｌｉ、 ｉａ鎖状エポキシ樹脂など
の熱硬化高分子膜をラビング処理したもの、（Ｃ）耐熱
性良好なポリイミド等の膜をラビング処理したもの、
などが採用されてきた。Conventionally, the alignment film of a liquid crystal display element includes (a) an obliquely evaporated film of silicon oxide or the like, (b) a surface treatment 1! (C) Rubbed thermosetting polymer films such as Jli and ia chain epoxy resins, and (C) rubbed films made of polyimide or the like with good heat resistance.
（発明が解決しようどする問題点）
しかし、上記の配向膜は、いずれも以下に述べる欠点を
有していた。(Problems to be Solved by the Invention) However, all of the above alignment films had the following drawbacks.
（ａ）Ｆｌｔ化ケイ素などの斜方蒸着膜は使用する液晶
によって配向性に芹があり、液晶によっては配向性が悪
いものもある。また、視角特性もやや劣り、量産性も悪
く、コスト面でも問題があった。(a) The orientation of an obliquely vapor deposited film such as silicon Flt varies depending on the liquid crystal used, and some liquid crystals have poor orientation. Furthermore, the viewing angle characteristics were somewhat inferior, the mass productivity was poor, and there were also problems in terms of cost.
（ｂ）表面処Ｆｌ膜、直鎖状高分子やエポ１シ樹脂など
の熱硬化高分子膜は、封着剤、ｉ−１止剤を加熱して封
着や封止作業を行う際に配向性が低下する。(b) Thermosetting polymer films such as surface-treated Fl films, linear polymers, and epoxy resins are used when sealing or sealing is performed by heating the sealant or i-1 stopper. Orientation deteriorates.
（Ｃ）ポリイミド膜は配向性も良好であるが、ラビング
による配向膜表面の傷や膜厚の不均一、膜のはがれ、駆
動電極の破損により、配向不良や品質低下の問題を生じ
ていた。(C) Although the polyimide film has good orientation, scratches on the surface of the alignment film due to rubbing, uneven film thickness, peeling of the film, and damage to the drive electrode have caused problems with poor alignment and quality deterioration.
そこでこの発明は、従来のこのような問題点を解決する
ため、均一・で無欠陥かつ良好な配向性と耐熱性を有す
る。低−」ストで量産性の高い液晶配向膜を得ることを
目的としている。In order to solve these conventional problems, the present invention has uniform, defect-free, and good orientation and heat resistance. The objective is to obtain a liquid crystal alignment film that is low in cost and highly mass-producible.
（問題点を解決するための手段）
上記問題点を解決するために、この発明は、一般式
で示される化合物を水面上に展開して膜を形成し、あら
かじめ水中に溶解しておいた一般式で示されるジアミン
化合物と反応させることで、一般式
で示されるポリイミド重合体の膜を形成した後、透明電
極の形成された基板に移し取ることによって、液晶配向
膜を形成した。但し、式中のＲ１はＣＨ３（ＣＨ２）、
、 ｎ−５〜３０であり、Ｒ２は
χに、 ）Ｏ−＆、 ）ＣＦｘ、χＬ−Ｒｅ −Ｃ
（のうちから選・ばれた−・種類の基であり、また基中
のＲ８は
−Ｏ，−ＣＨ２−−・、−Ｇｏ＋、−８Ｏ２＋。(Means for Solving the Problems) In order to solve the above problems, this invention spreads a compound represented by the general formula on the water surface to form a film, A film of a polyimide polymer represented by the general formula was formed by reacting with a diamine compound represented by the formula, and then transferred to a substrate on which a transparent electrode was formed to form a liquid crystal alignment film. However, R1 in the formula is CH3 (CH2),
, n-5 to 30, R2 is χ, )O-&, )CFx, χL-Re-C
(- type of group selected from among, and R8 in the group is -O, -CH2--, -Go+, -8O2+.
ＣＨ３
のうちから選ばれた一種類の基であり、Ｒ３はＣＨ３
−ＣＨ２−、−Ｃ−
のうらから選ばれた一種類の基であり、１テ４みよびＲ
５は
−Ｈ，−ＣＨ３，−・Ｃ２Ｈａ
のうちから選ばれた一種類の基であり、Ｊ、ｍはそれぞ
れ
１−１〜１０．ｍ＝１〜８
であり、ｎは正の整数である。One type of group selected from CH3, R3 is one type of group selected from behind CH3 -CH2-, -C-, and R
5 is one type of group selected from -H, -CH3, -.C2Ha, and J and m are each 1-1 to 10. m=1 to 8, and n is a positive integer.
（作用）
上記のようにして形成された液晶配向膜は、均一で無欠
陥かつ良好な配向性を有している。また、農産性も高い
。さらに、耐熱性において非常に優れている。この配向
膜により、安価で高い画質を有する液晶表示素子が可能
となる。(Function) The liquid crystal alignment film formed as described above is uniform, defect-free, and has good alignment. It also has high agricultural productivity. Furthermore, it has excellent heat resistance. This alignment film enables a liquid crystal display element that is inexpensive and has high image quality.
（実施例）
以下に、この発明の実施例を図面にもとづいて１１２１
Ｊする。(Example) Examples of the present invention will be described below based on the drawings.
Do J.
実施例１゜
第１図は、液晶表示素子である。ガラスまたはプラスチ
ックの基板１．１′に、ネサパターン２゜２′を形成俊
、液晶配向ｇ１４，４’を付着する。Example 1 FIG. 1 shows a liquid crystal display element. On a glass or plastic substrate 1.1', a pattern 2.2' is formed and a liquid crystal orientation g14,4' is attached.
次に、シール材３，３′を用いて表示パネルに組み、液
ＩＡ５を注入して、注入口を封廿したものである。Next, it was assembled into a display panel using sealants 3 and 3', and liquid IA5 was injected to seal the injection port.
第１図の液晶配向１！４．４’を付着形成させるために
以下のようにした。In order to deposit and form the liquid crystal orientation 1!4.4' shown in FIG. 1, the following procedure was carried out.
二無水ピロメリット酸とオクタデシルアミンとから、次
の化合物を合成した。The following compound was synthesized from pyromellitic dianhydride and octadecylamine.
Ｃｌ−１３（ＣＨ２） １６Ｏ（２ＮＣｇ８ ′ｏｃ
８８ ：：ＮＣＨｚ （ＣＨ２）、６Ｃ，Ｈ３これ
をクロロホルムに溶かして、水溶液に落とし込んだ。落
とし込んだ上記化合物は、水面上にきれいに広がった。Cl-13(CH2) 16O(2NCg8'oc
88::NCHz (CH2), 6C, H3 This was dissolved in chloroform and poured into an aqueous solution. The above compound that was dropped spread neatly on the water surface.
水溶液の表面では、親水基と疎水基が規則正しくならん
でいく。第２図は、この膜を適当な圧力で圧縮して、単
分子膜を形成させる方法を示したものである。水（８）
面上に展開した上記化合物９を、浮子７と、Ｊ３もり６
で圧縮して単分子膜９を形成した。このあと、水溶液中
にあらかじめ含ませておいたビス（γ−７ミノブロピル
）テトラメチルジシロキサン
と、単分子膜とが綜合反応を起こし、疎水基部分が取れ
た。第３図は、この重縮合反応のようすを示したもので
ある。ここで、八は、
Ｃｏ Ｃ０
−ＮでＣ６※ｃｏ”’−
を表わし、Ｂはビス（γ−アミノプロピル）テトラメチ
ルジシロキサンを表わす。出来上がったポリイミド膜は
、ネサパターン形成後のガラスを、水面に対して垂ａ方
向に浸漬と引上げをくり返Ｊことで、ガラス基板上に移
し取った。液晶パネルに組み、ＴＮ液晶を注入した。表
示特性、耐熱性ともに優れた液晶表示素子であった。On the surface of an aqueous solution, hydrophilic and hydrophobic groups are arranged in an orderly manner. FIG. 2 shows a method for forming a monomolecular film by compressing this film with an appropriate pressure. water (8)
The above compound 9 developed on the surface is placed between the float 7 and the J3 harpoon 6.
was compressed to form a monomolecular film 9. Thereafter, bis(γ-7minopropyl)tetramethyldisiloxane, which had been previously included in the aqueous solution, and the monomolecular film underwent a synthesis reaction, and the hydrophobic group portion was removed. FIG. 3 shows the state of this polycondensation reaction. Here, 8 represents C6*co'''- in CoC0-N, and B represents bis(γ-aminopropyl)tetramethyldisiloxane. It was transferred onto a glass substrate by repeatedly dipping and pulling it up in the vertical direction.It was assembled into a liquid crystal panel and TN liquid crystal was injected into it.The liquid crystal display element had excellent display characteristics and heat resistance. .
実施１ＩＡ２゜
二無水３．３’ 、４．．４’ −・ベンゾフェノンテ
トラカルボン酸とオクタデシルアミンとから、次の化合
物を合成した。Example 1 IA 2° dianhydride 3.3', 4. ．． The following compound was synthesized from 4'-benzophenonetetracarboxylic acid and octadecylamine.
これをクロロホルムに溶がして、水面上に落とし込み、
単分子膜を形成した。そして、水溶液中にあらかじめ含
ませておいたビス（γ−７ミノブロピル）テトラメチル
ジシロキサンと反応し、疎水基部分が取れて、ポリイミ
ド膜が形成できた。Dissolve this in chloroform and drop it on the water surface,
A monolayer was formed. Then, it reacted with bis(γ-7minopropyl)tetramethyldisiloxane, which had been included in the aqueous solution in advance, to remove the hydrophobic groups and form a polyimide film.
ネサガラスに移し取り、液晶パネルに組み、液晶注入し
て表示素子を製作した。表示特性、耐熱性とも優れてい
た。They transferred it to Nesa Glass, assembled it into a liquid crystal panel, and injected it with liquid crystal to create a display element. Both display characteristics and heat resistance were excellent.
実施例３゜
二無水３．３’ 、４．４’ −ベンゾフェノンテｉ・
ラカルボン酸とオクタデシルアミンとから、化合物
ｃ。Example 3゜Dianhydride 3.3',4.4'-benzophenontei・
Compound c from lacarboxylic acid and octadecylamine.
Ｃｌ−１３（ＣＨ２） １６ＣＨｚ Ｎてｃｏ ′ｃ
Ｋ ｃ、ＩＸ、ｇ８’：、ｘＣＨ２（ＣＨ２） 、６
ＣＨ：３を合成し、クロロホルムに溶かして、水面上に
落とし込み、単分子膜を形成した。そして、水溶液中に
あらかじめ含ませておいたビス（γ−アミノブチル）テ
トラメチルジシロキサン
ＣＨ３ＣＨ３
と反応し、疎水基部分が取れて、ポリイミド膜が形成で
きた。この膜をネサガラスに移し取り、液晶パネルに組
み、液晶を注入して表示素子を製作した。表示特性、耐
熱性とも優れていた。Cl-13 (CH2) 16CHz Nteco'c
K c, IX, g8':, xCH2(CH2), 6
CH:3 was synthesized, dissolved in chloroform, and dropped onto the water surface to form a monomolecular film. Then, it reacted with bis(γ-aminobutyl)tetramethyldisiloxane CH3CH3 that had been included in the aqueous solution in advance, and the hydrophobic group was removed, forming a polyimide film. This film was transferred to Nesa Glass, assembled into a liquid crystal panel, and a display element was manufactured by injecting liquid crystal. Both display characteristics and heat resistance were excellent.
（発明の効果）
この発明は以上説明したように、水面上に形成した単分
子膜と水溶液中のジアミン化合物を反応させて、ポリイ
ミド膜を製作し、液晶配向膜に応用することで、従来の
ラビング法で生じていた配向膜表面の傷や膜厚の不均一
・、膜のはがれ、駆動′Ｐｉ権の破損と、それによる配
向不良や表示素子の品質低下を防ぐことが可能であり、
さらに宣産性も高く、均一で無欠陥かつ良好な配向性と
高い耐熱性を有する液晶配向膜を形成することが可能で
あり、高品質の液晶表示素子製造を可能にするちのであ
る。(Effects of the Invention) As explained above, this invention produces a polyimide film by reacting a monomolecular film formed on a water surface with a diamine compound in an aqueous solution, and applies it to a liquid crystal alignment film, thereby making it possible to It is possible to prevent scratches on the surface of the alignment film, uneven film thickness, peeling of the film, and damage to the drive 'Pi right that occur during the rubbing method, as well as the resulting poor alignment and deterioration in the quality of display elements.
Furthermore, it is highly marketable, and it is possible to form a liquid crystal alignment film that is uniform, defect-free, has good alignment, and high heat resistance, making it possible to manufacture high-quality liquid crystal display elements.
第１図は、液晶表示素子の断面図、第２図は、単分子膜
の製作方法、第３図は、小縮合反応のようずを示した図
である。
１．１′・・・基板
２．２′・・・ネサパターン
３．３′・・・シール材
４．４′・・・液晶配向膜
５・・・液晶
６・・・おもり
７・・・浮子
８・・・水
９・・・単分子膜
出願人 セイコー電子工業株式会社
液晶表示素子のｔ面図
第１図
学府号戊Ｉｌｎ法
′￥ｙ２図
１！ 橿 治 反 沌・
第３図FIG. 1 is a cross-sectional view of a liquid crystal display element, FIG. 2 is a method for manufacturing a monomolecular film, and FIG. 3 is a diagram showing a small condensation reaction. 1.1'... Substrate 2.2'... Nesa pattern 3.3'... Sealing material 4.4'... Liquid crystal alignment film 5... Liquid crystal 6... Weight 7... Float 8...Water 9...Monolayer film Applicant Seiko Electronics Co., Ltd. T-plane diagram of liquid crystal display element Figure 1 Gakufu No. 戊Iln Method'\y2 Figure 1! Kashi Osamu Anti-Chaos Figure 3
Claims (3)
された一対の基板間に挟持された液晶層を有する液晶表
示素子において、前記基板間の対向面上の配向膜は、 ａ）一般式 ▲数式、化学式、表等があります▼ で示される化合物を水面上に展開して膜を形成した後、 ｂ）あらかじめ水中に溶解しておいた一般式▲数式、化
学式、表等があります▼ で示されるジアミン化合物と反応させることで、ｃ）一
般式 ▲数式、化学式、表等があります▼ で示される化合物 （但し、式中のＲ＿１は ＣＨ＿３（ＣＨ＿２）＿ｎ、ｎ＝５〜３０ であり、Ｒ＿２は ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼、▲数式、化学式、表等があります▼
、▲数式、化学式、表等があります▼ のうちから選ばれた一種類の基であり、また基中のＲ＿
６は、 −Ｏ−、−ＣＨ＿２−、−ＣＯ−、−ＳＯ＿２−、▲数
式、化学式、表等があります▼、−ＯＣＨ＿２ＣＨ＿２
Ｏ− のうちから選ばれた一種類の基であり、Ｒ＿３は−ＣＨ
＿２−、−Ｃ（ＣＨ＿３）＿３− のうちから選ばれた一種類の基であり、Ｒ＿４およびＲ
＿５は、 −Ｈ、−ＣＨ＿３、−Ｃ＿２Ｈ＿５ のうちから選ばれた一種類の基であり、Ｃ、ｍはそれぞ
れ ｌ＝１〜１０、ｍ＝１〜８ であり、ｎは正の整数である） の膜を形成し、 ｄ）前記基板に、この膜を移し取ったものであることを
特徴とする液晶表示索子。(1) In a liquid crystal display element having a liquid crystal layer sandwiched between a pair of substrates on which a transparent electrode is formed and a liquid crystal alignment film formed thereon, the alignment film on the opposing surface between the substrates is a) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ After the compound shown by is spread on the water surface to form a film, b) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. that have been dissolved in water in advance. By reacting with a diamine compound represented by ▼, c) a compound represented by the general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. Yes, R_2 has ▲mathematical formulas, chemical formulas, tables, etc.▼, ▲mathematical formulas, chemical formulas,
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼
, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ It is one type of group selected from among
6 is -O-, -CH_2-, -CO-, -SO_2-, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, -OCH_2CH_2
One type of group selected from O-, and R_3 is -CH
It is one type of group selected from _2-, -C(CH_3)_3-, and R_4 and R
_5 is one type of group selected from -H, -CH_3, -C_2H_5, C and m are l = 1 to 10 and m = 1 to 8, respectively, and n is a positive integer. d) A liquid crystal display element comprising: a film formed thereon; and d) this film transferred onto the substrate.
式、表等があります▼ であり、一般式 ▲数式、化学式、表等があります▼ で示されるジアミン化合物中のＲ＿３が、 −ＣＨ＿２− であることを特徴とする特許請求の範囲第１項記載の液
晶表示素子。(2) R_2 in a compound represented by the general formula ▲There are mathematical formulas, chemical formulas, tables, etc.▼ is ▲There are mathematical formulas, chemical formulas, tables, etc.▼ or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ and the general formula ▲There are mathematical formulas, chemical formulas, tables, etc.▼ The liquid crystal display element according to claim 1, wherein R_3 in the diamine compound represented by is -CH_2-.
を特徴とする特許請求の範囲第１項記載の液晶表示素子
。(3) The liquid crystal display element according to claim 1, wherein the film of the compound represented by the general formula (numerical formula, chemical formula, table, etc.) on the water surface is a monomolecular film.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3678786A JPS62195622A (en) | 1986-02-21 | 1986-02-21 | Liquid crystal display element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3678786A JPS62195622A (en) | 1986-02-21 | 1986-02-21 | Liquid crystal display element |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62195622A true JPS62195622A (en) | 1987-08-28 |
Family
ID=12479491
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3678786A Pending JPS62195622A (en) | 1986-02-21 | 1986-02-21 | Liquid crystal display element |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62195622A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5596435A (en) * | 1993-04-23 | 1997-01-21 | Kabushiki Kaisha Toshiba | Liquid crystal display device |
| US6001277A (en) * | 1995-05-26 | 1999-12-14 | Hitachi Chemical Company, Ltd. | Liquid-crystal alignment film |
| US7218367B2 (en) | 2000-04-03 | 2007-05-15 | Konica Corporation | Optical compensation sheet and liquid crystal display |
-
1986
- 1986-02-21 JP JP3678786A patent/JPS62195622A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5596435A (en) * | 1993-04-23 | 1997-01-21 | Kabushiki Kaisha Toshiba | Liquid crystal display device |
| US6001277A (en) * | 1995-05-26 | 1999-12-14 | Hitachi Chemical Company, Ltd. | Liquid-crystal alignment film |
| US7218367B2 (en) | 2000-04-03 | 2007-05-15 | Konica Corporation | Optical compensation sheet and liquid crystal display |
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