JPS5949566B2 - liquid crystal display element - Google Patents

liquid crystal display element

Info

Publication number
JPS5949566B2
JPS5949566B2 JP54165837A JP16583779A JPS5949566B2 JP S5949566 B2 JPS5949566 B2 JP S5949566B2 JP 54165837 A JP54165837 A JP 54165837A JP 16583779 A JP16583779 A JP 16583779A JP S5949566 B2 JPS5949566 B2 JP S5949566B2
Authority
JP
Japan
Prior art keywords
liquid crystal
display element
dielectric film
crystal display
alkali
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.)
Expired
Application number
JP54165837A
Other languages
Japanese (ja)
Other versions
JPS5688114A (en
Inventor
健二 山本
敏男 赤井
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sharp Corp
Original Assignee
Sharp Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sharp Corp filed Critical Sharp Corp
Priority to JP54165837A priority Critical patent/JPS5949566B2/en
Publication of JPS5688114A publication Critical patent/JPS5688114A/en
Publication of JPS5949566B2 publication Critical patent/JPS5949566B2/en
Expired legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は液晶表示素子の電極基板上に被覆せしめる誘電
膜に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a dielectric film coated on an electrode substrate of a liquid crystal display element.

従来、TN−FEM液晶表示素子では液晶分子をセル基
板に対し水平配向させており、その為の方法として周知
なRubbing法がある。
Conventionally, in a TN-FEM liquid crystal display element, liquid crystal molecules are aligned horizontally with respect to a cell substrate, and there is a well-known rubbing method as a method for this purpose.

又、液晶分子は上下基板間においてツイスト構造となつ
ている(第1図参照)。そしてこの場合液晶分子を水平
配向させるために液晶とのヌレ性の良い誘電膜を電極上
にコートして液晶水平配向層として用いる。この誘電膜
として従来、Si02、TiO2、MgF2、Y203
、イミド環を含有する有機高分子誘電膜等がある。これ
らの誘電膜を形成する際において、上記電極の引き出し
部(第2図参照)においてマスクが必要とされ、そのマ
スク材の選定が問題となつた。ここでマスク材として用
いられたものは次の通りである。即ち、誘電膜がSiO
2、TiO2、Y2O3等の真空蒸着法で形成される場
合はMetalMaskが一般的に用いられ、誘電膜の
塗布をSpinnerやSpray等にて行なう有機高
分子誘電膜等の場合はMask材の印刷が用いられた。
ここで上記MetalMaskの場合はそのセッティン
グを人手にて行なう必要がある為時間がかかり、又Ma
sk材の印刷を行なう場合、その材料の必要条件として
、誘電膜の塗布溶液に溶解しないこと、塗布・乾燥後、
溶剤剥離が容易なことが挙げられその材料の選定が極め
て困難な場合が多く、工程の不安定要因の1つとなつて
いた。
Furthermore, the liquid crystal molecules have a twisted structure between the upper and lower substrates (see FIG. 1). In this case, in order to horizontally align the liquid crystal molecules, a dielectric film having good wettability with the liquid crystal is coated on the electrode and used as a liquid crystal horizontal alignment layer. Conventionally, this dielectric film is Si02, TiO2, MgF2, Y203.
, organic polymer dielectric films containing imide rings, etc. When forming these dielectric films, a mask was required at the lead-out portion of the electrode (see FIG. 2), and selection of the mask material became a problem. The following mask materials were used here. That is, the dielectric film is SiO
2. MetalMask is generally used when TiO2, Y2O3, etc. are formed by vacuum evaporation, and printing of the Mask material is used for organic polymer dielectric films where the dielectric film is applied using a spinner, spray, etc. used.
In the case of the MetalMask mentioned above, the setting must be done manually, which takes time, and
When printing sk materials, the material must be insoluble in the dielectric film coating solution, and after coating and drying.
It is often extremely difficult to select the material because it is easy to remove with a solvent, which is one of the causes of instability in the process.

本発明は上記従来欠点を解消するものであり、従来の誘
電膜形成法とは全く異なる、新規な誘電膜形成の方法を
提供することを目的とするものである。
The present invention solves the above-mentioned conventional drawbacks, and aims to provide a novel method for forming a dielectric film, which is completely different from conventional methods for forming a dielectric film.

以下、本発明に係わる一実施例を図面を用いて詳細に説
明する。
Hereinafter, one embodiment of the present invention will be described in detail using the drawings.

本発明は光分解アルカリ可溶型高分子誘電膜を用いるこ
とによつて、PhotoProcessLineによる
配向膜形成のIN−LINE自動化の達成を可能とした
ものである。
The present invention makes it possible to achieve IN-LINE automation of alignment film formation using PhotoProcessLine by using a photolytic alkali-soluble polymer dielectric film.

上記誘電膜の材料としてはO(オルト)−ナフトキノン
ジアジド誘電体がある。これは一般にPosi−typ
eResistとして市販されるものでShipley
社のAZ−119、−1350J、−34O、GAF社
のGAFMicroLinePR−102、115、東
京応化社のOFPR等がある。上記ナフトキノンジアジ
ド誘電体はナフトキノンジアジドスルフォン酸クロライ
ドとアルカリ可溶性のポリマー(フェノール・ノボラッ
ク樹脂、PVAIセルローズ等ヒドロキシル基〔OH〕
を含むアルカリ可溶性ポリマーやエステル又はヒドロキ
シル基〔OH〕を含むモノマ一例えばハイドロキノン、
レゾルシンクロログルシン、ヒドロキシベンゾフエノン
等のエステルと前記ポリマーとの組み合せ)との組み合
わせで種々得られるが、次にその一例について説明を行
なう。一般に液晶分子は次の構造式に示す如く1ケある
いはそれ以上のベンゼン環を直鎖状に有しており分子全
体として細長い構造を備える。
The material for the dielectric film is an O (ortho)-naphthoquinonediazide dielectric. This is generally Posi-type
It is commercially available as eResist and is manufactured by Shipley.
AZ-119, -1350J, -34O from GAF, GAF MicroLine PR-102, 115 from GAF, OFPR from Tokyo Ohka, etc. The naphthoquinonediazide dielectric material is made of naphthoquinonediazide sulfonic acid chloride and an alkali-soluble polymer (phenol/novolac resin, PVAI cellulose, etc.)
alkali-soluble polymers containing esters or monomers containing hydroxyl groups [OH], such as hydroquinone,
A variety of resorcinols can be obtained by combining esters such as chloroglucine and hydroxybenzophenone with the above polymers, and one example will be described next. In general, a liquid crystal molecule has one or more benzene rings in a linear chain as shown in the following structural formula, and the molecule as a whole has an elongated structure.

R,R′:アルキル基 そして本発明に係わる光分解アルカリ可溶性樹脂として
、ジアジド化合物をノボラツクエステルの形で樹脂化し
た次の構造式で示されるナフトキノン一(1,2)−ジ
アジド−(2)−5−スルフオン酸ノボラツクエステル
が挙げられる。
R, R': Alkyl group, and the photodecomposed alkali-soluble resin according to the present invention is naphthoquinone-1(1,2)-diazide-(2 )-5-sulfonic acid novolac ester.

{但しm≧N.m,nは整数} この光分解アルカリ樹脂も多数のベンゼン環を有し、か
つ−SO2−,−0−,=O等の極性基を併せ有してい
るので光分液晶分子を水平配向させる要因を備え、更に
−SO2一基の存在により高分子膜自体に可撓性があり
、Rubbingによるミゾ形式も有効になし得る。
{However, m≧N. m and n are integers} This photolytic alkaline resin also has a large number of benzene rings and also has polar groups such as -SO2-, -0-, and =O, so it horizontally aligns the liquid crystal molecules by light splitting. In addition, due to the presence of one --SO2 group, the polymer membrane itself has flexibility, and a groove format using rubbing can also be effectively achieved.

上記光分解アルカリ樹脂を透明電極上にてSpinne
rコート乾燥させ、所定のホトマスク(第3図参照)に
てマスクを行ない、続いて露光を行なう。
Spin the above photodecomposed alkaline resin on a transparent electrode.
The r-coat is dried, masked with a predetermined photomask (see FIG. 3), and then exposed.

露光された部分はとなりアルカリ可溶となるので、次に
アルカリ溶液で現像を行なう。
The exposed areas become alkali-soluble and are then developed with an alkaline solution.

ここで現像の際に、基板へのNa+等のメタル汚染を防
ぐ目的から有機アルカリ水溶液(Shipley社:M
F−312、東京応化社NMD等)からなるメタルフリ
ー現像液を用いる。現像処理後残像部には前記(2)式
の構造のポリマーが残るが、この部分は感光性を有して
いるアジド基(=N2)を有している為200てCX2
0分程度の熱処理(POst−Bake)でアジド基を
熱分解して光感光性を消失させると同時にレジスト材の
基板への密着力を高めるかあるいはこの残像部を再露光
してカルボン酸に変換し更に上記熱処理(POst−B
ake)にて熱分解すれば良い。又、特に基板とレジス
ト材との密着力が問題になる時は例えば0rgan0c
h10rnsi1ane,disi1yamide,h
examethy1disi1azane等で基板を表
面処理した後レジスト塗布を行なえば良い。上記処理後
公知のRubbingを行ないセル化する。次に更に実
験により得た本発明に係わる液晶表示素子の具体的形成
の2つの例について説明を行なう。第1の例 透明電極基板の上にOFPR(東京応化社製)をスピン
ナーにて?布し、膜厚2500λの膜を得、80°C1
0分間のPre−Bakeを行つた後、所定のホトマス
クで露光を行ない、その後NMD現像液(東京応化社製
)で現像を行なつた。
During development, an organic alkaline aqueous solution (Shipley: M
A metal-free developer consisting of F-312, Tokyo Ohkasha NMD, etc.) is used. After the development process, a polymer having the structure of the above formula (2) remains in the afterimage area, but since this part has an azide group (=N2) that has photosensitivity, 200 and CX2
Heat treatment (POst-Bake) for about 0 minutes thermally decomposes the azide group to eliminate photosensitivity, and at the same time increases the adhesion of the resist material to the substrate, or re-exposes this afterimage area to convert it into carboxylic acid. Furthermore, the above heat treatment (POst-B
ake) may be used for thermal decomposition. Also, especially when the adhesion between the substrate and the resist material is a problem, for example, 0rgan0c.
h10rnsi1ane, disi1yamide, h
The resist may be applied after the surface of the substrate is treated with experimenty1disi1azane or the like. After the above treatment, known rubbing is performed to form cells. Next, two examples of specific formation of a liquid crystal display element according to the present invention obtained through experiments will be explained. First example: Place OFPR (manufactured by Tokyo Ohka Co., Ltd.) on a transparent electrode substrate using a spinner. A film with a thickness of 2500λ was obtained by heating at 80°C1.
After performing Pre-Bake for 0 minutes, exposure was performed using a predetermined photomask, and then development was performed using an NMD developer (manufactured by Tokyo Ohka Co., Ltd.).

その後純水洗浄を処し、200℃30分間のpost−
Bakeを行つた。この時アジド基(=N2)赤外吸収
強度が消失したことを赤外吸収スペクトルにて確認を行
つた(〜2000CT!l−り。その後織布にてRub
bingを行つてセル化した。注入液晶はビフエニール
+エステル系の液晶を用いた。その結果配向状態の非常
に良い高コントラストの液晶セルが得られた。第2の例 上記第1の例における現像処理の後再露光した。
After that, it was washed with pure water and post-treated at 200℃ for 30 minutes.
I went to Bake. At this time, it was confirmed by an infrared absorption spectrum that the infrared absorption intensity of the azide group (=N2) had disappeared (~2000CT! l-ri. After that, Rub
Bing was performed to form cells. As the injected liquid crystal, biphenyl+ester liquid crystal was used. As a result, a high-contrast liquid crystal cell with very good alignment was obtained. Second Example After the development process in the first example, re-exposure was carried out.

その後200℃20分間のPost−Bakeを行つた
。その後第1の例と同様にしてセル化を行つた。その結
果配向状態の非常に良い高コントラストの液晶セルが得
られた。以上説明した本発明によれば液晶配向膜を光分
解アルカリ可溶型高分子膜にて形成し、該光分解アルカ
リ可溶型高分子誘電膜の材料としてナフトキノンジアジ
ドネルフオン酸エステルを用いたので、その物質中に少
なくとも連続につながる複数のべンゼン環と、−S02
一基とを備えており、この為液晶分子に対するヌレ性が
良く水平配向作用を良好にでき、又可撓性を充分に持た
せることができるのでラビングによるミゾ形成も有効に
なし得るものである。
Thereafter, Post-Bake was performed at 200°C for 20 minutes. Thereafter, cells were formed in the same manner as in the first example. As a result, a high-contrast liquid crystal cell with very good alignment was obtained. According to the present invention as described above, the liquid crystal alignment film is formed of a photolytic alkali-soluble polymer film, and naphthoquinonediazide nerfonic acid ester is used as the material of the photolytic alkali-soluble polymer dielectric film. , at least a plurality of continuously connected benzene rings in the substance, and -S02
Because of this, it has good wettability for liquid crystal molecules and can perform a good horizontal alignment effect, and has sufficient flexibility, so it can effectively form grooves by rubbing. .

即ち良好な液晶配向膜を実現できる。更に電極の引き出
し部等を露光によつて除去できるのでフオトプロセスラ
インによるIN−LINE自動化の達成が可能である。
That is, a good liquid crystal alignment film can be realized. Furthermore, since the lead-out portions of the electrodes and the like can be removed by exposure, it is possible to achieve IN-LINE automation using a photo process line.

【図面の簡単な説明】[Brief explanation of drawings]

第1図は液晶セルの説明の為の外観斜視図、第2図は液
晶セルの平面図、第3図はホトマスクを行なつた液晶セ
ルの平面図を示す。 図中、1:基板、2:液晶分子、3:電極引き出し部、
4:ホトマスク。
FIG. 1 is an explanatory external perspective view of a liquid crystal cell, FIG. 2 is a plan view of the liquid crystal cell, and FIG. 3 is a plan view of the liquid crystal cell after photomasking. In the figure, 1: substrate, 2: liquid crystal molecules, 3: electrode extension part,
4: Photomask.

Claims (1)

【特許請求の範囲】[Claims] 1 電極基板上に、ナフトキノンジアジドスルフォン酸
エステルからなる光分解アルカリ可溶型高分子誘電膜を
被覆せしめ、該誘電膜を液晶分子の配向膜としたことを
特徴とする液晶表示素子。
1. A liquid crystal display element characterized in that an electrode substrate is coated with a photolytic alkali-soluble polymer dielectric film made of naphthoquinonediazide sulfonic acid ester, and the dielectric film is used as an alignment film for liquid crystal molecules.
JP54165837A 1979-12-19 1979-12-19 liquid crystal display element Expired JPS5949566B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP54165837A JPS5949566B2 (en) 1979-12-19 1979-12-19 liquid crystal display element

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP54165837A JPS5949566B2 (en) 1979-12-19 1979-12-19 liquid crystal display element

Publications (2)

Publication Number Publication Date
JPS5688114A JPS5688114A (en) 1981-07-17
JPS5949566B2 true JPS5949566B2 (en) 1984-12-04

Family

ID=15819934

Family Applications (1)

Application Number Title Priority Date Filing Date
JP54165837A Expired JPS5949566B2 (en) 1979-12-19 1979-12-19 liquid crystal display element

Country Status (1)

Country Link
JP (1) JPS5949566B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0326112B1 (en) * 1988-01-29 1994-09-14 Toppan Printing Co., Ltd. Electrode plate for display device and method for preparation thereof

Also Published As

Publication number Publication date
JPS5688114A (en) 1981-07-17

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