JPS6253809B2 - - Google Patents
Info
- Publication number
- JPS6253809B2 JPS6253809B2 JP8377478A JP8377478A JPS6253809B2 JP S6253809 B2 JPS6253809 B2 JP S6253809B2 JP 8377478 A JP8377478 A JP 8377478A JP 8377478 A JP8377478 A JP 8377478A JP S6253809 B2 JPS6253809 B2 JP S6253809B2
- Authority
- JP
- Japan
- Prior art keywords
- panel
- plastic
- film
- liquid crystal
- conductive film
- 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
Links
- 239000004973 liquid crystal related substance Substances 0.000 claims description 21
- 239000004033 plastic Substances 0.000 claims description 20
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 239000000758 substrate Substances 0.000 claims description 12
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims description 8
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims description 8
- 229920003192 poly(bis maleimide) Polymers 0.000 claims description 8
- 229920001187 thermosetting polymer Polymers 0.000 claims description 7
- 229910003437 indium oxide Inorganic materials 0.000 claims description 4
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000010408 film Substances 0.000 description 29
- 238000000034 method Methods 0.000 description 8
- 239000011521 glass Substances 0.000 description 6
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 150000003949 imides Chemical group 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000012644 addition polymerization Methods 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007602 hot air drying Methods 0.000 description 2
- 150000002894 organic compounds Chemical group 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
Description
本発明はプラスチツクに酸化インジウム等の透
明導電膜を設けたプラスチツクパネルの配向処理
膜に関するものである。
本発明の目的は、導電膜上及びプラスチツク基
板上に安定した水平配向効果を得ることである。
従来の液晶表示パネルは無機ガラスを基板とし
たものがほとんどであり、プラスチツクを基板と
した液晶表示パネルはほとんどない。導電膜上の
配向処理膜は従来の無機ガラスに用いられている
方法をプラスチツクパネルに移行しただけでは、
液晶の水平配向安定性は得られない。例えば無機
ガラス上の導電膜に酸化スズを用いた無機ガラス
パネルの水平配向処理剤として有機アミノシラン
カツプリング剤を用いる方法がある。この配向処
理剤をポリエステルフイルム上導電膜に酸化イン
ジウムを用いたプラスチツクパネルに用いても、
液晶は配向しない。これは有機シランカツプリン
グ剤が導電膜の影響を受けやすいためである。又
無機ガラスパネルに用いられている傾斜蒸着法で
SiOを上記プラスチツクパネルに蒸着させた場合
蒸着直後では液晶は導電膜上及びパネル基板上で
配向するが、次の2つの欠点があつた。その1つ
は蒸着したSiO膜とパネルとの密着性がなく、透
湿性、透気性があるため、経時変化による配向不
良やパネル内への気泡の混入が生ずる。他の1つ
はパネルがプラスチツクであるため高温焼成が行
なえないことから、化学的に不安定なSiOを安定
なSiO2に変えられず、吸湿性が高く、配向不良
を起こす要因となる事である。他に無機ガラスに
対する水平配向処理方法として導電膜の影響を受
けない高分子物質であるイミド環含有重合体を配
向膜として導電膜上に形成させた後、綿布などで
ラビングする方法がある。この方法ではイミド環
含有重合体を形成する際に300℃以上の高温を要
するためプラスチツクパネルに用いることができ
ない欠点があつた。
本発明による有機シアネートとビスマレイミド
の付加重合形熱硬化性樹脂の配向処理膜は以下
(1),(2),(3)の特徴により従来のプラスチツクパネ
ルの配向処理方法のもつ欠点を排除できる。
(1) 本発明の配向膜樹脂は有機シランカツプリン
グ剤などと異なり、導電膜の影響を受けない高
分子物質である。
(2) 本発明の配向膜樹脂はプラスチツクパネルと
の密着力が大きく、かつ化学的及び熱的に安定
であるため、傾斜蒸着法でSiO膜を形成させた
時に見られた透湿性、吸湿性及び透気性がな
く、経時変化による配向不良やパネル内への気
泡の混入がない。
(3) イミド環含有重合体を形成する際に300℃以
上の高温を要したが、本発明の配向膜樹脂を形
成する際の温度は150℃以下の低温であるた
め、プラスチツクが熱的に耐える。
本発明に用いる有機シアネートとは一般に式1
で表わされる有機化合物である。
式1
また、ビスマレイミドとは一般に式2で表わされ
る有機化合物である。
式2
上記有機シアネートとビスマレイミドの付加重
合形熱硬化性樹脂をプラスチツクパネル上に形成
する方法は、有機シアネートとビスマレイミドを
ケトン系溶媒に溶かした溶液にパネルを浸漬する
か、溶液をパネルに吹き付けた後、熱風乾燥など
で溶媒を除去し、付加重合反応に必要な温度と時
間をかけて焼成する等の方法を用いる。この焼成
された樹脂薄膜上を綿布などで軽くラビングし、
液晶を封入して、本発明による安定した水平配向
処理膜のついた液晶表示パネルができる。
本発明による液晶表示パネルの構成を示す断面
図は第1図に示す。1はプラスチツク基板で材質
は一般にポリエステル、ポリカーボネート、ポリ
エーテルセルフオン等のプラスチツクである。2
は透明導電膜で、少量のスズを含む酸化インジウ
ムから成る。この導電膜を基板に設ける方法には
真空蒸着法が用いられる。基板と導電膜の密着性
を上げるため、あらかじめ基板に有機シランカツ
プリング剤を下塗りする方法が用いられる。さら
に熱処理又は陽極酸化によつて特性を改善するこ
とも可能である。3はシール剤でパネルの保持及
び液晶の封止の役目をもつ。4はネマテイツク型
液晶で、アゾキシ系液晶、ビフエニル系液晶、シ
ツフ系液晶、フエニルベンゾエート系液晶等が用
いられる。5は本発明による配向処理膜で、有機
シアネートとビスマレイミドの付加重合形熱硬化
性樹脂から成る。
以下、実施例によつて本発明をさらに詳しく説
明する。
〈実施例〉
ポリエステルフイルムに酸化インジウムを主成
分とする透明導電膜を設けたプラスチツクパネル
に、表1の組成の0.1%BTレジン溶液(BTレジ
ンとは三菱瓦斯化学株式会社の有機シアネートと
ビスマレイミドを主原料とした付加重合形熱硬化
性樹脂の商品名である)を塗布し、70℃の熱風乾
燥で溶媒を除去する。さらに150℃30分間焼成
The present invention relates to an alignment treatment film for a plastic panel in which a transparent conductive film such as indium oxide is provided on plastic. The purpose of the present invention is to obtain a stable horizontal alignment effect on conductive films and plastic substrates. Most conventional liquid crystal display panels use inorganic glass as a substrate, and there are very few liquid crystal display panels that use plastic as a substrate. The alignment treatment film on the conductive film cannot be created by simply transferring the method used for conventional inorganic glass to the plastic panel.
Horizontal alignment stability of liquid crystal cannot be obtained. For example, there is a method of using an organic aminosilane coupling agent as a horizontal alignment treatment agent for an inorganic glass panel in which tin oxide is used as a conductive film on inorganic glass. Even if this alignment treatment agent is used for plastic panels using indium oxide as the conductive film on polyester film,
Liquid crystals are not oriented. This is because the organic silane coupling agent is easily affected by the conductive film. Also, with the tilted evaporation method used for inorganic glass panels,
When SiO is deposited on the above plastic panel, the liquid crystal is oriented on the conductive film and the panel substrate immediately after the deposition, but there are two drawbacks. One of these is the lack of adhesion between the vapor-deposited SiO film and the panel, which is moisture permeable and air permeable, resulting in poor orientation and air bubbles entering the panel due to changes over time. The other problem is that the panels are made of plastic and cannot be fired at high temperatures, which means that the chemically unstable SiO cannot be converted into stable SiO2 , which is highly hygroscopic and causes poor orientation. be. Another method for horizontally aligning inorganic glass is to form an imide ring-containing polymer, which is a high-molecular substance unaffected by the conductive film, on the conductive film as an alignment film, and then rub the film with cotton cloth or the like. This method had the disadvantage that it could not be used for plastic panels because it required a high temperature of 300°C or higher to form the imide ring-containing polymer. The oriented film of the addition polymerized thermosetting resin of organic cyanate and bismaleimide according to the present invention is as follows.
The features (1), (2), and (3) can eliminate the drawbacks of conventional plastic panel orientation processing methods. (1) The alignment film resin of the present invention is a polymeric substance that is not affected by a conductive film, unlike organic silane coupling agents and the like. (2) The alignment film resin of the present invention has strong adhesion to plastic panels and is chemically and thermally stable, so it has excellent moisture permeability and moisture absorption properties that were observed when forming a SiO film using an inclined vapor deposition method. Also, there is no air permeability, and there is no orientation defect due to aging and no air bubbles mixed into the panel. (3) A high temperature of 300°C or higher was required to form the imide ring-containing polymer, but since the temperature for forming the alignment film resin of the present invention is a low temperature of 150°C or lower, the plastic is thermally Endure. The organic cyanate used in the present invention generally has the formula 1
It is an organic compound represented by Formula 1 Furthermore, bismaleimide is generally an organic compound represented by formula 2. Formula 2 The method for forming the addition polymerized thermosetting resin of organic cyanate and bismaleimide on a plastic panel is to immerse the panel in a solution of organic cyanate and bismaleimide dissolved in a ketone solvent, or to spray the solution onto the panel. Afterwards, the solvent is removed by hot air drying or the like, and the mixture is baked at a temperature and time necessary for the addition polymerization reaction. Lightly rub the fired resin thin film with cotton cloth, etc.
By encapsulating liquid crystal, a liquid crystal display panel with a stable horizontal alignment film according to the present invention can be obtained. A sectional view showing the structure of a liquid crystal display panel according to the present invention is shown in FIG. Reference numeral 1 denotes a plastic substrate, and the material is generally a plastic such as polyester, polycarbonate, or polyether self-on. 2
is a transparent conductive film made of indium oxide containing a small amount of tin. A vacuum evaporation method is used as a method for providing this conductive film on a substrate. In order to improve the adhesion between the substrate and the conductive film, a method is used in which the substrate is undercoated with an organic silane coupling agent in advance. Furthermore, it is also possible to improve the properties by heat treatment or anodic oxidation. 3 is a sealant that serves to hold the panel and seal the liquid crystal. 4 is a nematic type liquid crystal, and azoxy type liquid crystal, biphenyl type liquid crystal, Schiff type liquid crystal, phenylbenzoate type liquid crystal, etc. are used. 5 is an alignment treatment film according to the present invention, which is made of an addition polymerized thermosetting resin of organic cyanate and bismaleimide. Hereinafter, the present invention will be explained in more detail with reference to Examples. <Example> A 0.1% BT resin solution having the composition shown in Table 1 (BT resin is a mixture of organic cyanate and bismaleimide manufactured by Mitsubishi Gas Chemical Co., Ltd. is the trade name of an addition-polymerized thermosetting resin whose main raw material is ), and the solvent is removed by hot air drying at 70°C. Further baking at 150℃ for 30 minutes
【表】
溶媒はアセトンを使用
した後、パネル上を綿布で軽くこする程度にラ
ビングし、ビフエニル系液晶(BDH社、E−
7)を封入して無電界時の液晶の初期配向及び熱
や水分に対する水平配向安定性をテストした。表
2にテスト結果を示す。いずれのテスト後におい
てもパネル内に気泡は生じなかつた。又、液晶封
入前に行なうラビングのこすりをさらに強くした
後の[Table] After using acetone as the solvent, rub the panel lightly with a cotton cloth and remove the biphenyl liquid crystal (BDH, E-
7) was sealed to test the initial alignment of the liquid crystal in the absence of an electric field and the horizontal alignment stability against heat and moisture. Table 2 shows the test results. No air bubbles were generated within the panel after any of the tests. In addition, after the rubbing that is performed before liquid crystal filling is strengthened,
【表】
各テスト後の配向効果に変化はなく、配向処理
膜と基板との密着性は充分にあると判断できる。
なお本発明はプラスチツクパネルの水平配向処
理膜に有機シアネートとビスマレイミドの付加重
合形熱硬化性樹脂を用いて導電膜上及びプラスチ
ツク基板上に安定した水平配向効果を得ることを
目的としており、この付加重合形熱硬化性樹脂を
パネル上に形成する方法を問うものではない。又
本発明の配向処理膜は液晶がネマチツク型液晶だ
けではなく、スメステイツク型液晶やコレステリ
ツク型液晶等を用いたプラスチツクパネルに用い
ても同様の効果がある。[Table] There was no change in the alignment effect after each test, and it can be judged that the adhesion between the alignment film and the substrate was sufficient. The purpose of the present invention is to obtain a stable horizontal alignment effect on a conductive film and a plastic substrate by using an addition-polymerized thermosetting resin of organic cyanate and bismaleimide in the horizontal alignment treatment film of a plastic panel. It does not matter how the addition polymerization type thermosetting resin is formed on the panel. Furthermore, the alignment treatment film of the present invention can be used not only for nematic type liquid crystals but also for plastic panels using smesteric type liquid crystals, cholesteric type liquid crystals, etc., and the same effect can be obtained.
図1は本発明によるプラスチツクパネルの構成
を示す断面図である。
FIG. 1 is a sectional view showing the construction of a plastic panel according to the present invention.
Claims (1)
膜を設けた基板をパネル基板とした液晶表示パネ
ルにおいて、配向処理膜として有機シアネートと
ビスマレイミドの付加重合形熱硬化性樹脂を用い
ることを特徴とする液晶表示パネル。1. A liquid crystal display panel whose panel substrate is a substrate made of plastic with a transparent conductive film such as indium oxide, characterized in that an addition polymerized thermosetting resin of organic cyanate and bismaleimide is used as an alignment treatment film. panel.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8377478A JPS5565927A (en) | 1978-07-10 | 1978-07-10 | Liquid crystal display panel |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8377478A JPS5565927A (en) | 1978-07-10 | 1978-07-10 | Liquid crystal display panel |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5565927A JPS5565927A (en) | 1980-05-17 |
JPS6253809B2 true JPS6253809B2 (en) | 1987-11-12 |
Family
ID=13811943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8377478A Granted JPS5565927A (en) | 1978-07-10 | 1978-07-10 | Liquid crystal display panel |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5565927A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56167124A (en) * | 1980-05-27 | 1981-12-22 | Matsushita Electric Ind Co Ltd | Liquid crystal display panel and its manufacture |
TWI733145B (en) * | 2019-07-24 | 2021-07-11 | 宏泰電工股份有限公司 | Resin composition for printed circuit board, prepreg, metal clad laminate and printed circuit board |
-
1978
- 1978-07-10 JP JP8377478A patent/JPS5565927A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5565927A (en) | 1980-05-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN102084288B (en) | Silicon-based liquid crystal orientating agent, liquid crystal orientated film and liquid crystal display element | |
US4472028A (en) | Organosilicone homeotropic alignment layer with OH group | |
JPS5949562B2 (en) | liquid crystal display element | |
JPS5950043B2 (en) | liquid crystal display element | |
JPS5833217A (en) | Electrode substrate for electrooptics | |
JPS6253809B2 (en) | ||
JPS6333688B2 (en) | ||
JPS5823609B2 (en) | Panel glass for liquid crystal display | |
JPS62209415A (en) | Liquid crystal cell and its production | |
JPS6040606B2 (en) | lcd display panel | |
US4353943A (en) | Aligning liquid crystal layers | |
JPS5872923A (en) | Liquid crystal display element | |
KR0148406B1 (en) | Lcd element | |
JPS60258518A (en) | Element for liquid crystal display | |
JPS5826005B2 (en) | liquid crystal display device | |
JPS62299817A (en) | Oriented film material for liquid crystal display element | |
Tang et al. | A novel orientation material for liquid crystals based on modified ladder‐like polysiloxanes | |
JPS5670527A (en) | Liquid-crystal display element | |
JP2634352B2 (en) | Alignment film | |
JPH01217420A (en) | Liquid crystal display element | |
JPS5949563B2 (en) | Liquid crystal display element and its manufacturing method | |
JPS6378130A (en) | Liquid crystal display element | |
JPS58121019A (en) | Guest-host system liquid crystal display | |
JPS581765B2 (en) | liquid crystal display element | |
CN114656976A (en) | Liquid crystal alignment agent, preparation method of liquid crystal alignment film and display panel |