JP2968371B2 - Method for producing color filter with protective film and liquid crystal display device - Google Patents
Method for producing color filter with protective film and liquid crystal display deviceInfo
- Publication number
- JP2968371B2 JP2968371B2 JP11944991A JP11944991A JP2968371B2 JP 2968371 B2 JP2968371 B2 JP 2968371B2 JP 11944991 A JP11944991 A JP 11944991A JP 11944991 A JP11944991 A JP 11944991A JP 2968371 B2 JP2968371 B2 JP 2968371B2
- Authority
- JP
- Japan
- Prior art keywords
- protective film
- color filter
- liquid crystal
- epoxy
- crystal display
- 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 - Fee Related
Links
Landscapes
- Liquid Crystal (AREA)
- Optical Filters (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は液晶表示素子等に適した
保護膜付きカラーフィルターの製造方法及びそれを用い
た液晶表示素子に関する。The present invention relates to a liquid crystal display device using the method and to a production of color filters-out with protective film suitable for a liquid crystal display device or the like.
【0002】[0002]
【従来の技術】最近液晶表示素子において、一方の基板
にカラーフィルター層を形成しその上にカラーフィルタ
ーの保護膜を形成したのち、透明電極を形成したものを
用いることが提案されている。このようにすると電極と
液晶層の間にカラーフィルターを配置することなく、電
極パターンとカラーフィルターパターンの視差のきわめ
て小さい良好なカラー液晶表示素子を得ることができ
る。2. Description of the Related Art Recently, it has been proposed to use a liquid crystal display device having a color filter layer formed on one substrate, a color filter protective film formed thereon, and a transparent electrode formed thereon. This makes it possible to obtain a good color liquid crystal display device having an extremely small parallax between the electrode pattern and the color filter pattern without disposing a color filter between the electrode and the liquid crystal layer.
【0003】このような保護膜付きカラーフィルターの
保護膜としてはシリコーン系、ポリイミド系など様々な
ものが提案されているが、有力な候補としてエポキシ系
樹脂特にアクリルエポキシ系樹脂を用いるものがある。Such a protective film can meet many silicone as a protective film for a color filter, but various things such as polyimide has been proposed is to use an epoxy resin in particular an acrylic epoxy resin as a potential candidate .
【0004】[0004]
【発明が解決しようとする課題】従来のエポキシ系カラ
ーフィルター保護膜は、主に二液性のものを用いてお
り、エポキシ基を含む主剤と、酸を含む硬化剤とからな
る二液を混合し、硬化せしめ、保護膜とするのが代表的
である。The conventional epoxy-based color filter protective film is mainly of a two-component type. A two-component type comprising a main agent containing an epoxy group and a curing agent containing an acid is mixed. Typically, it is cured to form a protective film.
【0005】ところがこのようにして形成された保護膜
は透明性、平滑化性能などの性質は高いものの、吸水率
が重量%で5%以上もあり、液晶層へ悪影響を与え、品
質劣化の原因となる可能性があった。[0005] However, the protective film thus formed has high properties such as transparency and smoothing performance, but has a water absorption of 5% or more by weight, adversely affecting the liquid crystal layer and causing quality deterioration. It was possible.
【0006】[0006]
【課題を解決するための手段】本発明は前述の課題を解
決するものであり、基板上にカラーフィルター層を形成
したのち、その上にエポキシ化合物を含む主剤と多塩基
酸及び/又は多塩基酸無水物を含む硬化剤とをエポキシ
基/酸当量比が5以上となるように混合した保護膜形成
剤の層を形成し、該保護膜形成剤の層を、エポキシ基の
反応率が90%以下になるように加熱硬化させることを
特徴とする保護膜付きカラーフィルターの製造方法を提
供するものである。The present invention SUMMARY OF THE INVENTION is to solve the problems described above, after forming the color filter layer on a substrate, the main agent and Tashio group containing epoxy compound thereon
A curing agent comprising an acid and / or polybasic acid anhydride to form a layer of protective film-forming agent were mixed so epoxy / acid equivalent ratio is 5 or more, the layers of the protective film-forming agent, an epoxy base
An object of the present invention is to provide a method for producing a color filter with a protective film, wherein the color filter is heated and cured so that the reaction rate is 90% or less.
【0007】本発明において基板としてはガラス、プラ
スチック等の基板が例示される。液晶表示素子の基板と
する場合は、液晶表示素子としての性能から要求される
性質を有することが好ましい。例えば、透過型液晶表示
素子の場合は透明であることが良い。[0007] as a substrate in the present invention are exemplified glass, a substrate of plastic or the like. When the substrate is used for a liquid crystal display device, it preferably has properties required from the performance of the liquid crystal display device. For example, it is good if the transmission type liquid crystal display device is transparent.
【0008】カラーフィルター層は従来行なわれている
方法により形成することができる。染色法、スラリー
法、電着法、印刷法、蒸着法などカラーフィルター層を
形成することのできるものであれば何でもよい。カラー
フィルター層は液晶表示素子として用いる場合はストラ
イプ状にRGB等の複数色が並ぶものやドット状に並ぶ
ものなどが通常用いられるが、必ずしもこれに限定され
るものではない。The color filter layer can be formed by a conventional method. Any method can be used as long as the color filter layer can be formed, such as a dyeing method, a slurry method, an electrodeposition method, a printing method, and an evaporation method. The color filter layer is typically used such as those arranged in one or dot-like multiple colors are arranged such as RGB stripe shape is used as a liquid crystal display device, but is not limited thereto necessarily.
【0009】本発明におけるエポキシ化合物としては、
フェノール型水酸基含有化合物にエピクロルヒドリンを
作用させた種々の化合物を挙げることができる。そのよ
うなフェノール型水酸基含有化合物としては、ビスフェ
ノールA、ビスフェノールF、テトラブロムビスフェノ
ール、ノボラック樹脂などを挙げることができる。ま
た、これら以外にも、ポリマー側鎖にグリシジルエーテ
ル基を有するエポキシ化合物など、カラーフィルター用
保護膜に好適なエポキシ化合物を挙げることができる。 The epoxy compound in the present invention includes:
Various compounds reacted with epichlorohydrin to phenolic hydroxyl group-containing compound can ani gel. Such phenolic hydroxyl group-containing compound, bisphenol A, bisphenol F, tetrabromobisphenol, such novolak resin can ani gel. In addition to these, epoxy compounds having a glycidyl ether group in the polymer side chain, a suitable epoxy compounds in the protective film for a color filter can ani gel.
【0010】多塩基酸又は多塩基酸酸無水物としては芳
香族トリカルボン酸、芳香族テトラカルボン酸など又は
その無水物を挙げることができる。多塩基酸酸無水物の
例としては、トリメリット酸無水物、ピロメリット酸無
水物などを具体例として挙げることができる。Examples of the polybasic acid or polybasic acid anhydride include aromatic tricarboxylic acids, aromatic tetracarboxylic acids and the like or anhydrides thereof. Examples of the polybasic acid anhydrides, mention may be made of trimellitic acid anhydride, a pyromellitic anhydride as an example.
【0011】エポキシ樹脂の樹脂化は、規定の配合比に
従ってエポキシ化合物を含む主剤と多塩基酸及び/又は
多塩基酸無水物等を含む硬化剤とを秤量後、混合、加熱
硬化させることにより行なう。本書においては、酸の当
量については例えばカルボン酸であればカルボキシル基
1個を1当量、その酸無水物であれば酸無水物基1個を
2当量などと数えることとする。The epoxy resin is converted into a resin according to a prescribed mixing ratio with a main agent containing an epoxy compound and a polybasic acid and / or a polybasic acid.
This is performed by weighing a curing agent containing a polybasic acid anhydride or the like, followed by mixing and curing by heating. In this document, the equivalent of an acid is, for example , one equivalent of one carboxyl group in the case of a carboxylic acid, and two equivalents of one acid anhydride group in the case of an acid anhydride .
【0012】さらに、樹脂化の度合いの目安として反応
率を用いることができる。本書では反応率は以下の式で
定義する。 反応率={1−(硬化後のエポキシ濃度/混合後のエポキシ濃度)}×100 Furthermore, the reaction rate can be used as a measure of the degree of resinification. Reaction rate in this document by the following formula
Define. Reaction rate = {1− (epoxy concentration after curing / epoxy concentration after mixing)} × 100
【0013】かかる反応率に影響する要因としては、初
期の主剤と硬化剤の混合比、焼成温度、焼成時間、硬化
促進剤の量などがあり、これらの値を調整することによ
り、反応率を制御することができる。Factors affecting the reaction rate include the initial mixing ratio of the main agent and the curing agent, the sintering temperature, the sintering time, the amount of the curing accelerator, and the like. By adjusting these values, the reaction rate can be reduced. Can be controlled.
【0014】本発明においては、二液性エポキシの初期
混合比において、エポキシ化合物を含む主剤と多塩基酸
及び/又は多塩基酸無水物を含む硬化剤とをエポキシ基
/酸当量比が5以上になるように混合したエポキシ系保
護膜形成剤層を用いることを特徴とする。In the present invention, the initial mixing ratio of two-part epoxy main agent and a polybasic acid containing an epoxy compound
And / or a curing agent containing a polybasic acid anhydride , wherein an epoxy-based protective film forming agent layer is used in which the epoxy group / acid equivalent ratio is 5 or more.
【0015】即ち、本出願人はこのようにすることによ
り、通常の加熱温度180〜250℃において、反応率
を90%以下、好ましくは80%以下に抑えることがで
き、同時に吸水率を3%以下とすることができることを
新規に見い出したものである。[0015] That is, the applicant has by this way, in the conventional heating temperature of 180 to 250 ° C., the reaction rate of 90% or less, preferably can be obtained suppressed to 80% or less, at the same time the water absorption 3 % Has been newly found.
【0016】本書において吸水率は約1cm角、0.3
〜0.5mm厚の試料を25℃の純水中に24時間浸漬
後の重量変化率で測定している。In this document, the water absorption is about 1 cm square, 0.3
~0.5mm thick specimen into pure water 25 ° C. are measured by weight change rate after immersion for 24 hours.
【0017】主剤/硬化剤量比をエポキシ基/酸当量比
に換算し、反応率及び吸水率との関係を示した図が図1
である。図1は、横軸はエポキシ基/酸当量比であり、
縦軸は反応率、吸水率である。加熱、硬化温度はここで
は、代表的に220℃としている。FIG. 1 is a graph showing the relationship between the reaction rate and the water absorption by converting the ratio of the main agent / curing agent to the epoxy group / acid equivalent ratio.
It is. In FIG. 1, the horizontal axis is the epoxy group / acid equivalent ratio,
The vertical axis reaction rate, is the water absorption. Here, the heating and curing temperatures are typically 220 ° C.
【0018】図1より、エポキシ基/酸当量比と吸水
率、反応率とは負の相関を有し、これを5以上とすれば
反応率ほぼ90%以下となり吸水率も3%程度以下とな
る。FIG. 1 shows that the epoxy group / acid equivalent ratio has a negative correlation with the water absorption rate and the reaction rate. If the ratio is 5 or more, the reaction rate is about 90% or less and the water absorption rate is about 3% or less. Become.
【0019】実際にはエポキシ基/酸当量比があまりに
大きくなると、即ち、主剤量が多くなりすぎると、接着
性等に悪影響を生じるため、エポキシ基/酸当量比は1
0以下とすることが好ましい。In practice, if the epoxy group / acid equivalent ratio is too large, that is, if the amount of the base material is too large, the adhesiveness and the like will be adversely affected.
It is preferably 0 hereinafter.
【0020】図2はエポキシ基/酸当量比を7とした場
合の焼成温度を変化させた場合の反応率、吸水率を示す
図である。通常の加熱、硬化温度である180℃〜24
0℃の範囲で適当な吸水率が得られることがわかる。FIG. 2 is a diagram showing the reaction rate and water absorption when the calcination temperature is changed when the epoxy group / acid equivalent ratio is set to 7. Normal heating and curing temperature of 180 ° C to 24 ° C
It is understood that an appropriate water absorption can be obtained in the range of 0 ° C.
【0021】[0021]
【作用】本発明において、エポキシ基と、酸との反応生
成物は複雑であり作用は明確ではないが、樹脂化が進む
につれて水酸基やカルボキシル基のような親水性の大き
な原子団が生成するため、反応率を低く抑えることによ
り、吸水率も低く抑えることができるものと推測され
る。[Action] In the present invention, an epoxy group, a reaction product of an acid is complex is not clear action, it generates a large atomic hydrophilic, such as a hydroxyl group or a carboxyl group as resinification advances to, by obtaining suppressed low reaction rate, absorption water rate is estimated that it is possible to obtain suppressed low.
【0022】[0022]
【実施例】ガラス基板上に形成したRGBのストライプ
タイプの電着カラーフィルター層上に、エポキシ系のカ
ラーフィルター保護膜形成剤であるオプトマーJSS−
7235(日本合成ゴム社製)の主剤と硬化剤の配合比
を調整し、エポキシ基/酸当量比を5.6、7、8.
4、9.8としてスピンコーターで3μm厚に塗布し、
220℃で反応させて、保護膜付きカラーフィルターを
形成した。DESCRIPTION OF THE PREFERRED EMBODIMENTS On an RGB stripe type electrodeposited color filter layer formed on a glass substrate, an epoxy-based color filter protective film forming agent, Optomer JSS-
7235 (manufactured by Nippon Synthetic Rubber Co., Ltd.) by adjusting the compounding ratio of the main agent and the curing agent, and adjusting the epoxy group / acid equivalent ratio to 5.6 , 7 , and 8.
4 , 9.8 as a 3 μm coating with a spin coater
It is reacted at 220 ° C., to form a-out with protective film color filters.
【0023】得られたカラーフィルターの保護膜の反応
率、吸水率を測定したところ、図1のようになり、いず
れも吸水率3%以下の良好なものであった。The reaction rate and the water absorption of the protective film of the obtained color filter were measured, and the results are as shown in FIG. 1. All were good with a water absorption of 3% or less.
【0024】この保護膜付きカラーフィルターの上に酸
化インジウム錫(ITO)からなるパターン化された透
明電極を形成し、やはりパターン化されたITOからな
る透明電極を有するガラス基板と、透明電極側を相対向
させて、周辺をシール材でシールし、内部に液晶を封入
した。また、透明電極間に電圧を印加する駆動装置を接
続した。[0024] The a patterned transparent electrode made of indium tin oxide (ITO) on top of-out with protective film color filter is formed, also a glass substrate having a transparent electrode made of patterned ITO, the transparent electrode side Were made to face each other, the periphery was sealed with a sealing material, and liquid crystal was sealed inside. Further, a driving device for applying a voltage was connected between the transparent electrodes.
【0025】得られたカラー液晶表示素子は、駆動によ
る経時変化の少ない良好なものであった。The obtained color liquid crystal display device was a good one with little change over time due to driving.
【0026】[0026]
【発明の効果】本発明によれば、保護膜の吸水率の低
い、信頼性の高い保護膜はカラーフィルター及び液晶表
示素子を得ることができる。また、液晶表示素子等の製
造プロセス中に用いる薬剤、とりわけアルカリ液に対す
る耐性が向上する効果もある。According to the present invention, a color filter and a liquid crystal display device can be obtained with a highly reliable protective film having a low water absorption of the protective film. In addition , there is also an effect of improving resistance to chemicals used during a manufacturing process of a liquid crystal display element or the like, particularly to an alkali solution.
【図1】エポキシ基/酸当量比と吸水率との関係を示す
グラフFIG. 1 is a graph showing the relationship between the epoxy group / acid equivalent ratio and the water absorption.
【図2】加熱、硬化温度と吸水率との関係を示すグラフFIG. 2 is a graph showing the relationship between heating and curing temperatures and water absorption.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 平4−128802(JP,A) 特開 平4−170421(JP,A) 特開 平4−170503(JP,A) 特開 平4−170504(JP,A) 特開 平4−133001(JP,A) (58)調査した分野(Int.Cl.6,DB名) G02B 5/20 101 ──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-4-128802 (JP, A) JP-A-4-170421 (JP, A) JP-A-4-170503 (JP, A) JP-A-4-170503 170504 (JP, A) JP-A-4-133001 (JP, A) (58) Fields investigated (Int. Cl. 6 , DB name) G02B 5/20 101
Claims (3)
ち、その上にエポキシ化合物を含む主剤と多塩基酸及び
/又は多塩基酸無水物を含む硬化剤とをエポキシ基/酸
当量比が5以上となるように混合した保護膜形成剤の層
を形成し、該保護膜形成剤の層を、エポキシ基の反応率
が90%以下になるように加熱硬化させることを特徴と
する保護膜付きカラーフィルターの製造方法。A color filter layer is formed on a substrate, and then a main agent containing an epoxy compound, a polybasic acid and
/ Or a curing agent comprising a polybasic acid anhydride to form a layer of protective film-forming agent were mixed so epoxy / acid equivalent ratio is 5 or more, the layers of the protective film-forming agent, of an epoxy group method for producing-out with protective film color filters, characterized in that the reaction rate <br/> is cured by heating to be less than 90%.
ち、その上にエポキシ化合物を含む主剤と多塩基酸及び
/又は多塩基酸無水物を含む硬化剤とをエポキシ基/酸
当量比が5〜10となるように混合した保護膜形成剤の
層を形成し、該保護膜形成剤の層を、エポキシ基の反応
率が58〜90%になるように加熱硬化させることを特
徴とする保護膜付きカラーフィルターの製造方法。 2. A color filter layer formed on a substrate.
In addition, a main agent containing an epoxy compound and a polybasic acid and
And / or a curing agent containing a polybasic acid anhydride and an epoxy group / acid
Of the protective film forming agent mixed so that the equivalent ratio becomes 5 to 10.
A layer is formed, and the layer of the protective film forming agent is reacted with an epoxy group.
Heat curing so that the rate becomes 58-90%.
A method of manufacturing a color filter with a protective film.
求項1又は2記載の製造方法で製造されたカラーフィル
ターを用い、両基板間に液晶層を挟持したことを特徴と
する液晶表示素子。3. A color filter manufactured by the manufacturing method according to claim 1 or 2 as at least one of the pair of substrates, wherein a liquid crystal layer is sandwiched between the two substrates. Liquid crystal display element.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11944991A JP2968371B2 (en) | 1991-04-23 | 1991-04-23 | Method for producing color filter with protective film and liquid crystal display device |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11944991A JP2968371B2 (en) | 1991-04-23 | 1991-04-23 | Method for producing color filter with protective film and liquid crystal display device |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04323603A JPH04323603A (en) | 1992-11-12 |
JP2968371B2 true JP2968371B2 (en) | 1999-10-25 |
Family
ID=14761673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP11944991A Expired - Fee Related JP2968371B2 (en) | 1991-04-23 | 1991-04-23 | Method for producing color filter with protective film and liquid crystal display device |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2968371B2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006228578A (en) * | 2005-02-17 | 2006-08-31 | Dainippon Printing Co Ltd | Color filter base plate for organic electroluminescent element |
-
1991
- 1991-04-23 JP JP11944991A patent/JP2968371B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JPH04323603A (en) | 1992-11-12 |
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