JP2004029261A - Polymerizable composition for color filter, color filter using the same and method for manufacturing color filter - Google Patents
Polymerizable composition for color filter, color filter using the same and method for manufacturing color filter Download PDFInfo
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Abstract
Description
【０００１】
【発明の属する技術分野】
本発明は、液晶表示装置、固体撮像素子などに用いられるカラーフィルタに関するものであり、特に、カラーフィルタの製造に好適な重合性組成物、それを用いたカラーフィルタ、並びにカラーフィルタの製造方法に関する。
【０００２】
【従来の技術】
液晶表示装置用カラーフィルタは、光硬化性樹脂に顔料を分散させた着色レジストを用いて着色画素を形成する顔料分散法が主流となっており、この方法は耐熱性、色特性に優れ、高精度な着色画素の形成が可能なことなどの特徴を有している。
顔料分散法において、着色レジストをガラス基板に塗布する方法としては、これまでスピン方式、スリット＆スピン方式が実用されてきた。
【０００３】
スピン方式は、スピンコーターのカップ内にあるスピンチャックに真空吸着されたガラス基板の上方より着色レジストを滴下した後、回転させ、遠心力によりガラス基板の全面に着色レジストを塗布する方式である。
ガラス基板のコーナー部には、高速回転時の風切りによって膜厚にばらつきが発生するので、これをを解消するため、カップ上部に蓋をした状態でカップを回転させる密閉式回転カップ方式が実用されている。同方式はコーティング品質は良好だが、着色レジストの利用効率が極端に低く、着色レジストの９０％以上が無駄になる。
【０００４】
スピンコータにおける着色レジストの利用効率を向上させる対策として、スリット＆スピン方式が実用化された。この方式は従来のパイプ状ノズルをスリットノズルに変え、ガラス基板上に着色レジストを塗り広げた状態でガラス基板を回転させ均一な膜厚を得る方式である。
この方式では、着色レジストの使用量はスピン方式にくらべ１／３程度に削減されたものとなる。
【０００５】
しかしながら、ガラス基板の大型化が急速に進み、１メートル角のガラス基板を回転させるのが困難であること、また、着色レジストの使用量を削減してコストダウンを計ることなどからスリットコート方式が考案されている。
スリットコート方式は、スリット＆スピン方式におけるスリットノズルのみを用いて塗布する方式であり、ガラス基板上方のスリットノズルとガラス基板間に所定のギャップを持たせ、メニスカスを形成する方式である。
膜厚はスリットノズルからの着色レジストの吐出速度とガラス基板、ないしはスリットノズルの走行速度で決定される。近年の機械加工における制御技術の向上と、顔料分散型着色レジストの改良により大型ガラス基板に好適な塗布方式として期待されている。
【０００６】
しかしながら、スピン方式、ないしはスリット＆スピン方式で使用されている着色レジストをスリットコート方式に用いると、塗布面端部にツノ形状の厚膜部が形成されることがあるという問題を有している。
【０００７】
【発明が解決しようとする課題】
スリットコート方式において、従来の着色レジストを用いると、塗布面端部に平均膜厚より厚いツノ形状の厚膜部が形成されることがあり、その場合、現像後にガラス基板の端部に着色レジストの一部が残るといった問題点がある。
本発明は、大型ガラス基板の端部に着色レジストの一部が残ることのない、すなわち、塗布面端部にツノ形状の厚膜部が形成されることのないカラーフィルタ用重合性組成物（着色レジスト）を提供することを課題とするものである。
また、上記カラーフィルタ用重合性組成物（着色レジスト）を用いたカラーフィルタ、並びにカラーフィルタの製造方法を提供することを課題とする。
【０００８】
【課題を解決するための手段】
本発明は、着色顔料、アクリル系モノマー、アクリル系樹脂、光重合開始剤、溶剤、及び界面活性剤を主成分とするカラーフィルタ用重合性組成物において、該界面活性剤としてフェニル基を有し分子量が３×１０３ 〜４×１０３ のシリコン系界面活性剤を用いることを特徴とするカラーフィルタ用重合性組成物である。
【０００９】
また、本発明は、上記発明によるカラーフィルタ用重合性組成物において、前記シリコン系界面活性剤が、下記化学式（１）で表されるシリコン系界面活性剤であることを特徴とするカラーフィルタ用重合性組成物である。
【００１０】
【化２】
また、本発明は、上記発明によるカラーフィルタ用重合性組成物を用いて着色画素を形成したことを特徴とするカラーフィルタである。
【００１２】
また、本発明は、上記発明によるカラーフィルタ用重合性組成物を用いて着色画素を形成することを特徴とするカラーフィルタの製造方法である。
【００１３】
【発明の実施の形態】
以下に本発明の実施の形態を詳細に説明する。
本発明者らは上記問題点を解決するため、鋭意研究した結果、着色顔料、アクリル系モノマー、アクリル系樹脂、光照射によりアクリル系モノマーの重合反応を開始させる光重合開始剤、溶剤、および界面活性剤を主成分とするカラーフィルター用重合組成物にあって、例えば、下記化学式（１）で示されるような、フェニル基を有し、且つ分子量が３×１０３ 〜４×１０３ の界面活性剤を用いることにより、塗布面端部にツノ形状の厚膜部が形成されない事実を見いだし本発明を完成するに至った。
【００１４】
【化３】
すなわち、請求項１に係る発明は、着色顔料、アクリル系モノマー、アクリル系樹脂、光照射によりアクリル系モノマー重合反応を開始させる光重合開始剤、溶剤、およびシリコン系界面活性剤を主成分とする光硬化性アクリル系着色重合性組成物を前提としている。
【００１６】
界面活性剤としては、フェニル基を有し、分子量３×１０３ 〜４×１０３ のものが良い。添加する界面活性剤の量は、１％希釈溶液で重合性組成物全重量の１％〜５％が適用される。このとき希釈する溶剤は、界面活性剤の溶解性、重合性組成物を構成するアクリル系樹脂、アクリル系モノマー、および溶剤により異なり、特に限定されない。
【００１７】
また、アクリル系樹脂としては、構造の異なるアクリル系モノマー４種以上から構成されるものが適用できる。構成モノマーの例として、ブチルメタクリレート、メタクリル酸、ベンジルメタクリレート、ヒドロキシエチルメタクリレート、メチルメタクリレートなどがあげられる。ここで用いられるアクリル系樹脂として、分子量２．２×１０４ 〜４．５×１０４ 、固形分酸価６５〜１２５のものが適用できる。
【００１８】
アクリル系モノマーとしては官能基を５以上有するものが用いられ、このアクリル系モノマーはアクリル系モノマーの重合反応により生じた上記アクリル系ポリマーを架橋させて緻密な三次元構造を作るものである。
このような官能基を５以上有しているアクリル系モノマーとしてジペンタエリスリトールペンタアクリレートや、ジペンタエリスリトールヘキサアクリレートが適用できる。
【００１９】
光重合開始剤の種類や添加量は、露光波長や必要な感度に応じて選択すれば良く、特に限定されるものではない。
また、溶剤としてはシクロヘキサノン、プロピレングリコールモノメチルエーテルアセテート、酢酸イソペンチル、エチルセロソルブなどが用いられるが重合性組成物を構成する、アクリル系モノマー、アクリル系樹脂、光重合開始剤などによって適する溶剤が異なるので、単一または複数の溶剤組成の溶剤が適宜選択される。
【００２０】
【実施例】
以下に、本発明の実施例について詳細に説明する。
表１に示すような着色レジスト１及び着色レジスト２の２種の着色レジストに、Ａ、Ｂの２種の界面活性剤を添加した。実施例及び比較例は、表２に示す組み合わせとした。
界面活性剤Ａは化学式（１）、界面活性剤Ｂは化学式（２）である。また、各実施例及び比較例における塗布条件は表３に示すものである。
スリットコータにより、サイズ：３００ｍｍ×５００ｍｍ、厚み：０．７ｍｍのガラス基板に塗布した。塗布後、１２０秒間、減圧乾燥させた後、塗布面端部５ｍｍの形状を膜厚計により観察した。
【００２１】
【表１】
【表２】
【表３】
【化４】
【化５】
その結果、図１、図２に示すように、実施例１及び実施例２においては端部にツノ形状の厚膜部が見られなかった。また、図３、図４に示すように、比較例１及び比較例２においては端部にツノ形状の厚膜部が見られた。
図１（実施例１）と図３（比較例１）を対比し、また、図２（実施例２）と図４（比較例２）を対比し、本発明における界面活性剤の効果が明らかに示されている。
【００２７】
【発明の効果】
本発明は、着色顔料、アクリル系モノマー、アクリル系樹脂、光重合開始剤、溶剤、及び界面活性剤を主成分とするカラーフィルタ用重合性組成物において、界面活性剤としてフェニル基を有し分子量が３×１０３ 〜４×１０３ のシリコン系界面活性剤、例えば、前記化学式（１）で表されるシリコン系界面活性剤を用いるので、スリットコート方式で塗膜を形成しても、塗布面端部にツノ形状の厚膜部が形成されることのない、すなわち、現像後にガラス基板の端部に着色レジストの一部が残るといったことのないカラーフィルタ用重合性組成物となる。
【００２８】
また、本発明は、上記カラーフィルタ用重合性組成物を用いて着色画素を形成したカラーフィルタであるので、ガラス基板の端部に着色レジストの一部が残ることのないカラーフィルタとなる。また、上記カラーフィルタ用重合性組成物を用いて着色画素を形成するカラーフィルタの製造方法であるので、スリットコート方式で塗膜を形成しても、ガラス基板の端部に着色レジストの一部が残ることのないカラーフィルタの製造方法となる。
【図面の簡単な説明】
【図１】実施例１における塗布面端部の形状
【図２】実施例２における塗布面端部の形状
【図３】比較例１における塗布面端部の形状
【図４】比較例２における塗布面端部の形状
【符号の説明】
Ｃ・・・ツノ形状の厚膜部[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a color filter used for a liquid crystal display device, a solid-state imaging device, and the like, and particularly to a polymerizable composition suitable for producing a color filter, a color filter using the same, and a method for producing a color filter. .
[0002]
[Prior art]
The mainstream of color filters for liquid crystal display devices is a pigment dispersion method in which a colored pixel is formed using a colored resist in which a pigment is dispersed in a photocurable resin, and this method has excellent heat resistance, excellent color characteristics, and high performance. It has features such as the ability to form colored pixels with high accuracy.
In the pigment dispersion method, as a method of applying a colored resist to a glass substrate, a spin method and a slit & spin method have been practically used.
[0003]
The spin method is a method in which a colored resist is dripped from above a glass substrate vacuum-adsorbed to a spin chuck in a cup of a spin coater, then rotated, and the colored resist is applied to the entire surface of the glass substrate by centrifugal force.
At the corners of the glass substrate, variations in film thickness occur due to wind-off during high-speed rotation.To solve this problem, a closed-type rotating cup method, in which the cup is rotated with the lid on the top of the cup, has been put to practical use. ing. Although this method has good coating quality, the use efficiency of the colored resist is extremely low, and more than 90% of the colored resist is wasted.
[0004]
As a measure to improve the use efficiency of a colored resist in a spin coater, a slit & spin method has been put to practical use. In this method, the conventional pipe-shaped nozzle is changed to a slit nozzle, and the glass substrate is rotated while a colored resist is spread on the glass substrate to obtain a uniform film thickness.
In this method, the amount of the colored resist used is reduced to about 1/3 compared to the spin method.
[0005]
However, the size of the glass substrate is rapidly increasing, and it is difficult to rotate a 1-meter square glass substrate, and the slit coating method is used because the amount of colored resist used is reduced and the cost is reduced. Has been devised.
The slit coating method is a method in which coating is performed using only a slit nozzle in a slit & spin method, in which a predetermined gap is provided between the slit nozzle above the glass substrate and the glass substrate to form a meniscus.
The film thickness is determined by the discharge speed of the colored resist from the slit nozzle and the traveling speed of the glass substrate or the slit nozzle. Improvements in control technology in recent machining and improvements in pigment-dispersed colored resist are expected as a coating method suitable for large glass substrates.
[0006]
However, when a colored resist used in the spin method or the slit & spin method is used in the slit coat method, there is a problem that a horn-shaped thick film portion may be formed at the end of the application surface. .
[0007]
[Problems to be solved by the invention]
When a conventional colored resist is used in the slit coating method, a horn-shaped thick film portion having a thickness larger than the average film thickness may be formed at an end portion of the coating surface. In this case, the colored resist is formed on an end portion of the glass substrate after development. There is a problem that a part of is left.
The present invention provides a polymerizable composition for a color filter in which a part of a colored resist does not remain on the edge of a large glass substrate, that is, a horn-shaped thick film is not formed on an edge of a coating surface ( A colored resist).
Another object of the present invention is to provide a color filter using the polymerizable composition for a color filter (colored resist), and a method for manufacturing a color filter.
[0008]
[Means for Solving the Problems]
The present invention provides a color filter polymerizable composition containing a coloring pigment, an acrylic monomer, an acrylic resin, a photopolymerization initiator, a solvent, and a surfactant as main components, and having a phenyl group as the surfactant. A polymerizable composition for a color filter, characterized by using a silicon-based surfactant having a molecular weight of 3 × 10 3 to 4 × 10 3 .
[0009]
The present invention also provides the polymerizable composition for a color filter according to the present invention, wherein the silicon-based surfactant is a silicon-based surfactant represented by the following chemical formula (1). It is a polymerizable composition.
[0010]
Embedded image
Further, the present invention is a color filter, wherein a colored pixel is formed using the polymerizable composition for a color filter according to the above invention.
[0012]
Further, the present invention is a method for producing a color filter, wherein a colored pixel is formed using the polymerizable composition for a color filter according to the above invention.
[0013]
BEST MODE FOR CARRYING OUT THE INVENTION
Hereinafter, embodiments of the present invention will be described in detail.
The present inventors have conducted intensive studies to solve the above problems, and as a result, a color pigment, an acrylic monomer, an acrylic resin, a photopolymerization initiator for initiating a polymerization reaction of the acrylic monomer by light irradiation, a solvent, and an interface. In a polymer composition for a color filter containing an activator as a main component, for example, an interface having a phenyl group and a molecular weight of 3 × 10 3 to 4 × 10 3 as shown by the following chemical formula (1) By using an activator, they found that a thick horn-shaped film portion was not formed at the end of the application surface, and completed the present invention.
[0014]
Embedded image
That is, the invention according to
[0016]
As the surfactant, one having a phenyl group and a molecular weight of 3 × 10 3 to 4 × 10 3 is preferable. The amount of the surfactant to be added is 1% to 5% of the total weight of the polymerizable composition in a 1% diluted solution. The solvent to be diluted at this time depends on the solubility of the surfactant, the acrylic resin constituting the polymerizable composition, the acrylic monomer, and the solvent, and is not particularly limited.
[0017]
Further, as the acrylic resin, a resin composed of four or more kinds of acrylic monomers having different structures can be applied. Examples of the constituent monomers include butyl methacrylate, methacrylic acid, benzyl methacrylate, hydroxyethyl methacrylate, methyl methacrylate and the like. As the acrylic resin used here, those having a molecular weight of 2.2 × 10 4 to 4.5 × 10 4 and an acid value of a solid content of 65 to 125 can be applied.
[0018]
As the acrylic monomer, one having five or more functional groups is used, and this acrylic monomer crosslinks the acrylic polymer generated by the polymerization reaction of the acrylic monomer to form a dense three-dimensional structure.
As an acrylic monomer having five or more such functional groups, dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate can be applied.
[0019]
The type and amount of the photopolymerization initiator may be selected according to the exposure wavelength and the required sensitivity, and are not particularly limited.
In addition, as the solvent, cyclohexanone, propylene glycol monomethyl ether acetate, isopentyl acetate, ethyl cellosolve, etc. are used. A solvent having a single or a plurality of solvent compositions is appropriately selected.
[0020]
【Example】
Hereinafter, examples of the present invention will be described in detail.
Two kinds of surfactants A and B were added to two kinds of colored resists, colored resist 1 and colored resist 2 as shown in Table 1. The combinations shown in Table 2 were used in Examples and Comparative Examples.
Surfactant A has the chemical formula (1), and surfactant B has the chemical formula (2). Table 3 shows the coating conditions in each example and comparative example.
It was applied to a glass substrate having a size of 300 mm × 500 mm and a thickness of 0.7 mm by a slit coater. After the coating, the coating was dried under reduced pressure for 120 seconds, and the shape of the end portion of the
[0021]
[Table 1]
[Table 2]
[Table 3]
Embedded image
Embedded image
As a result, as shown in FIGS. 1 and 2, in Examples 1 and 2, no horn-shaped thick film portion was found at the end. In addition, as shown in FIGS. 3 and 4, in Comparative Examples 1 and 2, a horn-shaped thick film portion was found at the end.
FIG. 1 (Example 1) is compared with FIG. 3 (Comparative Example 1), and FIG. 2 (Example 2) is compared with FIG. 4 (Comparative Example 2). The effect of the surfactant in the present invention is clear. Is shown in
[0027]
【The invention's effect】
The present invention provides a color filter polymerizable composition containing a color pigment, an acrylic monomer, an acrylic resin, a photopolymerization initiator, a solvent, and a surfactant as main components. Uses a silicon-based surfactant of 3 × 10 3 to 4 × 10 3 , for example, a silicon-based surfactant represented by the chemical formula (1). A polymerizable composition for a color filter is obtained in which a horn-shaped thick film portion is not formed at the edge of the surface, that is, a part of the colored resist does not remain at the edge of the glass substrate after development.
[0028]
Further, since the present invention is a color filter in which a colored pixel is formed using the polymerizable composition for a color filter, a color filter in which a part of a colored resist does not remain at an end of a glass substrate. Further, since the method for manufacturing a color filter for forming a colored pixel using the polymerizable composition for a color filter, even if a coating film is formed by a slit coat method, a part of the colored resist is formed on an edge of the glass substrate. Is a method of manufacturing a color filter without remaining.
[Brief description of the drawings]
FIG. 1 shows the shape of the coating surface edge in Example 1. FIG. 2 shows the shape of the coating surface edge in Example 2. FIG. 3 shows the shape of the coating surface edge in Comparative Example 1. FIG. Shape of coating surface end
C: horn-shaped thick film
Claims (4)
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| JP2002183872A JP4134608B2 (en) | 2002-06-25 | 2002-06-25 | Polymerizable composition for color filter, color filter using the same, and method for producing color filter |
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| JP2002183872A JP4134608B2 (en) | 2002-06-25 | 2002-06-25 | Polymerizable composition for color filter, color filter using the same, and method for producing color filter |
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| JP4134608B2 JP4134608B2 (en) | 2008-08-20 |
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| JP2004354601A (en) * | 2003-05-28 | 2004-12-16 | Tokyo Ohka Kogyo Co Ltd | Photosensitive composition and method of coating with photosensitive composition |
| WO2006064873A1 (en) * | 2004-12-15 | 2006-06-22 | Mitsubishi Chemical Corporation | Resin composition for liquid crystal panel, and color filter and liquid crystal panel using the same |
| JP2006215160A (en) * | 2005-02-02 | 2006-08-17 | Toyo Ink Mfg Co Ltd | Colored composition, color filter obtained by using the same and method for manufacturing the same |
| JP2007161872A (en) * | 2005-12-14 | 2007-06-28 | Toyo Ink Mfg Co Ltd | Coloring composition and color filter |
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