JP3868228B2 - Color filter composition and color filter - Google Patents

Description

【０１０３】
・重合可能な基を有する化合物．．．ＤＰＨＡ
【化２】

【０１０４】
・重合開始剤１．．．ＢＩ
【化３】

【０１０５】
・重合開始剤２．．．ＥＡＢＦ
【化４】

【０１０６】
・重合開始剤３．．．２ＭＢＴ
【化５】

【０１０７】
・参考例１
「分散剤溶液の製造」
窒素雰囲気下、トリレンジイソシアネートの三量体（三菱化学（株）製マイテックＧＰ７７０Ａ、樹脂固形分４９重量％、酢酸ブチル溶液、１分子当たりの平均イソシアナート基は４．１個（イソシアナート基含有量は７．８重量％））４４０ｇに、触媒としてジブチルチンジオクトエート１．１ｇを、また溶媒として十分に脱水したＰＧＭＥＡ（プロピレングリコールモノメチルエーテルアセテート）９１２ｇを加えて混合し、７０℃にて３０分加熱して溶解させた。
【０１０８】
次いで、攪拌下において、片末端がメトキシ基となっている数平均分子量２０００のポリエチレングリコール（日本油脂（株）製ユニオックスＭ−２０００）４００ｇを加え、イソシアナート基含量が理論残存量の１．５重量％になるまで７０℃にて２時間反応を行なった。
【０１０９】
続いて、数平均分子量１０００のポリプロピレングリコール（三洋化成（株）製、サンニックスＰＰ−１０００）１００ｇを加え、イソシアナート基含量が理論残存量の１．０重量％になるまで、８０℃にて２時間反応を行なった。
【０１１０】
さらに、ｎ−プロパノール（ＰｒＯＨ）９．５ｇを加え、イソシアナート基含量が理論残存量の０．６重量％になるまで４０℃にて１．５時間反応を行なった。
【０１１１】
最後に、アミノプロピルイミダゾール（ＡＰＩ）３２．５ｇを加え、４０℃にて１時間反応を行ない、残存する全てのイソシアナート基を反応させた。
【０１１２】
以上の工程から、無色の高分子分散剤溶液である、固形分濃度４０重量％のポリイソシアネートポリ付加物含有溶液を得た。この分散剤溶液の粘度は１７３０ｍＰａ・ｓｅｃ、この分散剤溶液に含有されるポリイソシアネートポリ付加物のポリスチレン換算数平均分子量は７８００であった。
【０１１３】
・実施例１
「顔料分散体の製造」
色剤として緑色顔料Ｃ．Ｉ．ピグメントグリーン３６（ブロモ化銅フタロシアニン）１０．０ｇを、分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッド０．５ｇを用い、これらを参考例１にて製造した無色高分子分散剤溶液１０．０ｇおよび溶媒であるプロピレングリコールモノメチルエーテルアセテート３７．５ｇと混合し、該混合物を０．５ｍｍ径ジルコニアビーズ１８０．０ｇの入ったペイントシェーカーに入れ、１０時間分散を行なって緑色顔料分散体を製造した。得られた緑色顔料分散体の粘度は１２０ｍ・Ｐａ・ｓｅｃであった。
同様に、色剤として黄色顔料Ｃ．Ｉ．ピグメントイエロー１３８（キノフタロンイエロー）、分散助剤としてアビシア製Ｓ２２０００を用い、他は上述の緑色顔料分散体と同様の条件で分散を行なって、黄色顔料分散体（色剤分散液）を製造した。得られた黄色顔料分散体の粘度は７９ｍ・Ｐａ・ｓｅｃであった。
【０１１４】
「レジスト組成物の製造」
得られた上述の緑色顔料分散液３．７１ｇおよび黄色顔料分散液２．７８ｇに、バインダ樹脂溶液（固形分４０．０％）３．７０ｇと、重合可能な基を有する化合物としてエチレン性化合物であるジペンタエリスリトールヘキサアクリレート（ＤＰＨＡ）１．４８ｇを、重合開始剤として光重合開始剤である４，４’−ビス（ジエチルアミノ）ベンゾフェノン（ＥＡＢＦ）０．０５８２ｇ、２−（２’−クロロフェニル）−４，５−ジフェニルイミダゾール２量体（ＢＩ）０．０８３２ｇ、２−メルカプトベンゾチアゾール（２ＭＢＴ）０．０１６６ｇを、溶媒としてプロピレングリコールモノメチルエーテルアセテート３７．５ｇを加えて混合し、固形分濃度２５％のレジスト組成物（カラーフィルタ用組成物）を調製した。
【０１１５】
「カラーフィルタの製造」
調製された緑色顔料および黄色顔料を含有するレジスト組成物を、ガラス基板に乾燥膜厚が１．４μｍになるようにスピンコーターにより塗布し、乾燥温度７０℃で３分間乾燥させた。次に、幅１００μｍで高さ３００μｍの画素を繰り返すフォトマスクを用いて、３Ｋｗ超高圧水銀灯により適性露光量（１００ｍｊ／ｃｍ²）で露光した後、０．０１重量％の水酸化カリウムと０．０５％のノニオン性界面活性剤（花王製エマルゲンＡ−６０）を含有する水溶液よりなる現像液を用い、２３℃、シャワー現像し、純水にて現像を停止させ、続いて水洗スプレーにてリンスし、緑色画素を形成させた。その後、該試料を２００℃で１０分間熱処理を行い熱硬化させた。得られた画素はマスクパターンを再現し、シャープなエッジ形状を有し、現像時の線幅変化もなく、現像液による表面粗れも観察されなかった。
【０１１６】
「色特性測定」
色特性測定用として、上述のレジスト組成物を用いたベタ塗布膜を、マスク露光を除いた以外は上述の画像形成条件と同一の条件で作成した。得られたレジストベタ塗布膜を日立製作所製分光光度計Ｕ−３５００を用いてガラスレファレンスにて透過率を測定し、同時にＣ光源での色彩計算を行なった。測定された色度はｘ＝０．３１、ｙ＝０．５２で、明るさの指標となるＹ値は７２であった。
【０１１７】
・比較例１
実施例１において、緑色顔料分散体を製造する際に分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッド０．５ｇを使用せず、また、参考例１で製造した分散剤溶液の代わりにビックケミー社製分散剤ＢＹＫ１６１を使用した以外は、実施例１と同様の条件で分散処理を行なった。分散開始から２時間経過時に分散体溶液が流動しなくなり、分散は不可能であった。
【０１１８】
・比較例２
実施例１において、緑色顔料分散体を製造する際に分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッド０．５ｇの代わりにアビシア社製顔料分散助剤Ｓ５０００（スルホン酸を有する銅フタロシアニンのアルキルアミド：青色系顔料誘導体）０．５ｇを使用した以外は、実施例１と同様の条件で分散処理を行った。分散液の粘度は９２ｍ・Ｐａ・ｓｅｃであった。続いて、実施例１と同一の色度になるようコンピュータカラーマッチング（ＣＣＭ）を行なって緑色顔料分散体と黄色顔料分散体との比率を求め、他の物質は同一比率になるように配合してレジスト組成物を製造し、色特性を測定した。明るさの指標のＹ値は６８であった。
【０１１９】
・実施例２
実施例１において、緑色顔料分散体を製造する際に分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッドの代わりにアントラキノン−２，６−ジスルフォニックアシッドを使用した以外は、実施例１と同様の条件で分散処理を行なった。得られた緑色顔料分散体の粘度は２３０ｍ・Ｐａ・ｓｅｃ、ガラス基板に塗布した時のＹ値は６９であった。
【０１２０】
・実施例３
実施例１において、緑色顔料分散体を製造する際に分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッドの代わりに４−［（９，１０−ジオキソ−２−アンスリル）カルボニルアミノ］ベンゼンスルフォニックアシッドを使用した以外は、実施例１と同様の条件で分散処理を行なった。得られた緑色顔料分散体の粘度は３８ｍ・Ｐａ・ｓｅｃ、ガラス基板に塗布した時のＹ値は７３であった。
【０１２１】
・実施例４
実施例１において、緑色顔料分散体を製造する際に分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッドの代わりに（９，１０−ジオキソ（２−アンスリル）―４―［４−（ジプロピルアミノ）フェニルカルボキシアミドを使用した以外は、実施例１と同様の条件で分散処理を行なった。得られた緑色顔料分散体の粘度は９３ｍ・Ｐａ・ｓｅｃ、ガラス基板に塗布した時のＹ値は７５であった。
【０１２２】
・実施例５
実施例１において顔料分散体を製造する際に、緑色顔料Ｃ．Ｉ．ピグメントグリーン３６（ブロモ化銅フタロシアニン）の代わりに青色顔料Ｃ．Ｉ．ピグメントブルー１５：６を、分散助剤として８−ヒドロキシ−１，３，６−ピレントリスルフォニックアシッドの代わりに４−［（９，１０−ジオキソ−２−アンスリル）カルボニルアミノ］ベンゼンスルフォニックアシッドを、分散剤として参考例１で製造した分散剤溶液の代わりにビクケミー社製高分子分散剤ＢＹＫ１８２用いた以外は、実施例１と同様の条件によって、緑色顔料分散体ではなく青色顔料分散液を製造した。得られた青色顔料分散体の粘度は２８ｍ・Ｐａ・ｓｅｃであった。
【０１２３】
得られた青色顔料分散体に対して、実施例１と同様に、バインダ樹脂溶液、エチレン性化合物であるＤＰＨＡ、光重合開始剤であるＥＡＢＦ、ＢＩ、２ＭＢＴ、溶媒であるプロピレングリコールモノメチルエーテルアセテートを加えて混合し、固形分濃度を２５％のレジスト組成物を調製した。
実施例１と同様に、ガラス基板に乾燥膜厚が１．４μｍになるように塗布し、乾燥、マスク露光し、現像したところ、得られた画素はマスクパターンを正確に再現するとともに、シャープなエッジ形状を有しており、現像時の線幅変化もなく、現像液による表面粗れも観察されなかった。また、色特性は、（ｘ，ｙ）＝（０．１４，０．１５）の色度でＹ値は１９．４であった。
【０１２４】
・比較例３
実施例５において、青色顔料分散体を製造する際に分散助剤として４−［（９，１０−ジオキソ−２−アンスリル）カルボニルアミノ］ベンゼンスルフォニックアシッドの代わりにアビシア社製顔料誘導体分散助剤Ｓ５０００を用い実施例１と同様に行なった。明るさの指標であるＹ値は１８．２であった。
【０１２５】
【発明の効果】
本発明のカラーフィルタ用組成物およびこれを用いたカラーフィルタによれば、酸性基、塩基性基および４級アンモニウム塩基のうち少なくともいずれか一つを有する無色の高分子化合物を分散剤として用い、酸性基あるいは塩基性基を有する、無色の多環芳香族化合物および多環複素環化合物のうち少なくとも一方を分散助剤として用い、エチレン性二重結合を分子中に複数有する分子量３００以上の無色の化合物を重合可能な基を有する化合物として用いることにより、色剤の色相をカラーフィルタ用組成物に忠実に反映させることができ、その結果、明度が高く色再現範囲が広いとともに、色再現性にも優れたカラーフィルタが実現される。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a color filter used in combination with a liquid crystal display device or a solid-state imaging device, and more particularly to a composition used for manufacturing a color filter by a colorant dispersion method and a color filter manufactured by a colorant dispersion method.
[0002]
[Prior art]
Liquid crystal display devices are widely used in personal computers, word processors, and the like, but conversion from monochrome display to color display is progressing with advanced information. In recent years, color display has become widespread, and it is not only used for the display of a notebook personal computer, which is the main application of the past, but is also rapidly used for a monitor and a television.
[0003]
Color display by a liquid crystal display device uses a light filter that applies the electrochemical effect of liquid crystal to modulate the light from the light source according to the display information and a color filter having wavelength selective transparency in the visible light wavelength region. This is realized by dispersing the visible light wavelength region component of the modulated light and visually recognizing it.
[0004]
As a configuration of the color liquid crystal display device, there are many transmissive types in which the light source is placed on the back surface of the liquid crystal optical shutter, but a reflective type in which the light source is placed in front of the liquid crystal optical shutter is also possible. In the case of the additive color mixing method, the color filter is arranged on a plane so that red (R), green (G), and blue (B) form one picture element with three pixels, and in the case of the subtractive color mixing method. Are arranged by overlapping cyan (C), yellow (Y), and magenta (M). In either method, the light from the light source is modulated by the liquid crystal light shutter according to the display information, the unnecessary wavelength region is attenuated by the color filter, and the spectrum corresponding to the color and brightness of the display information is synthesized. It is common in that it does.
[0005]
Color filters used in liquid crystal display devices are also used in solid-state imaging devices and the like, and can be used for methods such as dyeing, printing, electrodeposition, ink-jet, and colorant dispersion. It is manufactured by forming fine pixels such as red, green, and blue on a transparent substrate such as a molecule.
[0006]
Among these conventional color filter manufacturing methods, in the dyeing method, an image is formed using a photosensitive resin in which dichromate is mixed as a photosensitizer in gelatin or polyvinyl alcohol, and then this is dyed, Manufacture color filters. Although the dyeing method is excellent in terms of color reproducibility, there is a problem that the dyeing process is indispensable because multiple colors are formed on the same substrate, and the process becomes complicated. Moreover, since the dye is used, it is inferior in light resistance. Furthermore, since the use of dichromate is essential, it is not desirable from the viewpoint of pollution prevention.
[0007]
In the printing method, a color filter is manufactured by transferring a thermosetting or photocurable ink to a glass substrate using a method such as screen printing or flexographic printing. Although this method does not require image formation and dyeing, the process is simple, but a high-definition image cannot be obtained, and there is a problem with the smoothness of the ink.
[0008]
In the electrodeposition method, a color filter is manufactured by immersing a glass substrate provided with an electrode in a bath containing a colorant or a dye and performing electrophoresis. Although this method is excellent in smoothness, it is difficult to form a complicated pattern because it is necessary to form electrodes on a glass substrate in advance.
[0009]
On the other hand, in the manufacture of color filters for liquid crystal display devices in recent years, a colorant dispersion method has become widespread. In this method, a composition in which a colorant is dispersed in a photosensitive resin is applied onto a transparent substrate such as glass to form a coating film, which is exposed to radiation through a photomask, and unexposed portions In the case of an additive color mixing method, a series of operations of forming a pattern by removing the development process and further fixing and stabilizing the pattern by firing is repeated three times for red, green, and blue. The filter is manufactured. This method has become mainstream in the production of color filters in recent years because of its high productivity, excellent fine workability, and high durability against heat and light.
[Problems to be solved by the invention]
[0010]
By the way, when manufacturing a color filter by a colorant dispersion method, as described above, a composition (photoresist composition) in which a colorant is dispersed in a photosensitive resin is used. In the case of an additive color mixing method, this is a negative photoresist that usually contains yellow, violet colorants for complementary colors in addition to the three primary colors such as red, green, and blue.
[0011]
In such a photoresist composition, a dispersant and a dispersion aid are used in order to disperse and mix the organic colorant. Examples of the dispersant include a polyurethane polymer dispersant, an acrylic polymer dispersant having an alkylamino group or an imidazole group, and a polyethyleneimine dispersant described in JP-A No. 11-1515. Are known. Further, as the dispersion aid, compounds having the same or similar structure as the colorant to be used described in Japanese Patent No. 2891418 and JP-A-5-60127 can be substituted with an acidic group or a basic group. Colorant derivatives into which is introduced are known.
[0012]
Here, the dispersion aid serves to assist the dispersion of the colorant by the dispersant. The colorant derivative described in the above publication has a structure in which acidic and / or basic substituents are introduced into a colorant matrix having affinity for the colorant.
[0013]
However, since this colorant derivative introduces a substituent into the mother skeleton of the colorant, the molecular structure and crystal structure change from that of the mother colorant. As a result, the color unique to the colorant derivative is different from that of the mother colorant. Will come out. When such a colorant derivative is used as a colorant dispersant or dispersion aid, the dispersibility and mixing of the organic colorant into the photoresist is improved. However, as in the case of mixing different colorants, The hue of the composition changes. As a result, the transmitted light spectrum of the color filter is changed, the color reproducibility of the color filter is lowered, and the consistency with the backlight emission spectrum is deteriorated, so that the brightness of the color filter is lowered. There is.
[0014]
The present invention has been made in view of the above-described problems. That is, the present invention provides a composition for a color filter that can be used as a photoresist composition to produce a color filter having high brightness, a wide color reproduction range, and excellent color reproducibility, An object is to provide a color filter using the same.
[0015]
[Means for Solving the Problems]
As a result of intensive studies, the present inventors have A colorless polymer compound having at least one of an acidic group, a basic group and a quaternary ammonium base is used as a dispersant, and a colorless polymer compound having an acidic group or a basic group is used. Of polycyclic aromatic compounds and polycyclic heterocyclic compounds At least one As a dispersion aid A colorless compound having a molecular weight of 300 or more having a plurality of ethylenic double bonds in the molecule is used as a compound having a polymerizable group. As a result, the inventors have found that the above object can be achieved, and have reached the present invention.
[0016]
That is, the gist of the present invention is a composition containing a colorant, a dispersant, a dispersion aid, a compound having a polymerizable group, and a polymerization initiator, The dispersant is a colorless polymer compound having at least one of an acidic group, a basic group, and a quaternary ammonium base, Dispersing aid Having an acidic or basic group, At least one of a colorless polycyclic aromatic compound and a polycyclic heterocyclic compound Yes, The compound having a polymerizable group is a colorless compound having a molecular weight of 300 or more and having a plurality of ethylenic double bonds in the molecule.
[0017]
Another aspect of the present invention is characterized by comprising a transparent substrate and a colored pixel provided on the transparent substrate, and the colored pixel contains the color filter composition described above. Lies in color filters.
In the present invention, “colorless” usually means that the light transmittance is 90% or more for all wavelengths in the visible light wavelength region of 380 to 780 nm.
[0018]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in detail.
In the following description, for example, the description “(meth) acrylic acid” means “acrylic acid or methacrylic acid”. The same applies to “(meth) acrylate”, “(meth) acryloyl group” and the like.
The term “(co) polymer” is used to include both a single polymer and a copolymer.
[0019]
(1) Color filter composition
The composition for a color filter of the present invention contains a colorant, a dispersant, a dispersion aid, a compound having a polymerizable group, and a polymerization initiator. It is characterized by using at least one of a ring aromatic compound and a polycyclic heterocyclic compound. Furthermore, it is preferable to contain other components such as a binder resin and a solvent as needed.
Hereinafter, each component contained in the composition for color filters of this invention is explained in full detail.
[0020]
(1-1) Dispersing aid
As described above, the colorant derivative generally used as a dispersion aid is obtained by introducing an acidic group and a basic group into the colorant or a derivative thereof, and has a colorant mother skeleton as a structure having an affinity for the colorant. Acidic and / or basic substituents are combined in the same structure as a structure having an affinity for a photoresist (in particular, a binder resin in a photoresist component).
[0021]
On the other hand, the dispersion aid used in the composition for a color filter of the present invention has a colorless polycyclic aromatic structure and / or polycyclic heterocyclic structure as a structure having an affinity for the organic colorant. Here, “colorless” specifically means that, as described above, the light transmittance is usually 90% or more for all wavelengths in the 380 to 780 nm region which is the visible light wavelength region. Further, as a structure having an affinity for the binder resin, it is preferable that an acidic and / or basic substituent or the like is introduced into the above-described polycyclic aromatic structure and / or polycyclic heterocyclic structure.
[0022]
Such a compound, like the above-described colorant derivative, has a high affinity for both the colorant and the binder resin, and thus has a function of assisting the dispersion of the colorant by the dispersant. Furthermore, since it is colorless unlike the above-mentioned colorant derivatives, it does not affect the hue of the color filter composition. Therefore, the color filter composition of the present invention, when used as a photoresist composition, can suppress a decrease in transmittance due to a change in hue of the color filter and a wavelength mismatch with the backlight associated therewith. As a result, it is possible to manufacture a color filter with high brightness and a wide color reproduction range.
[0023]
As the colorless polycyclic aromatic structure and / or polycyclic heterocyclic structure possessed by the dispersion aid of the present invention, a colorless compound having two or more aromatic structures and / or heterocyclic structures in the molecule is used. preferable. These aromatic structures and / or heterocyclic structures are usually bonded in conjugated and / or non-conjugated systems. The number of aromatic structures and / or heterocyclic structures to be bonded is usually 2 to 20, preferably 2 to 10.
[0024]
Here, as the aromatic structure and / or the heterocyclic structure, if the conjugated system is too long, the absorption wavelength region may be lengthened and may have absorption in the visible region. preferable. In addition, when these structures are bonded in a conjugated system, if the conjugated system is too long, the absorption wavelength region may be lengthened and may have absorption in the visible region. Or there is a limit to the number of heterocyclic structures.
The molecular weight of the dispersion aid of the present invention is usually 100 to 1000, preferably 100 to 500.
[0025]
Examples of the aromatic skeleton include benzene, naphthalene, anthracene, phenanthrene, pyrene, coronene, azulene, biphenyl, terphenyl, and the like. Examples of the heterocyclic skeleton include furan, thiophene, pyrrole, oxazole, thiazole, imidazole, pyrazole, triazole, tetrazole, pyridine, pyridazine, pyrimidine, pyrazine, pyran, and dithiazine.
[0026]
These aromatic skeletons and heterocyclic skeletons include hydrogen atom, hydroxyl group, nitro group, amino group, alkylamino group, cyano group, alkyl group, alkoxy group, alkylthio group, aryl group, aryloxy group, arylthio group. , Aralkyl group, alkenyl group, alkenyloxy group, alkylcarbonyl group, alkoxycarbonyl group, alkylcarbonyloxy group, alkylaminocarbonyl group, alkoxyalkyl group, fluoroalkyl group, fluoroalkoxy group, fluoroalkylthio group, carboxyl group, formyl group Substituents such as sulfonic acid groups, alkylsulfonyl groups, alkylaminosulfonyl groups, alkylaminosulfonic acid groups, chlorosulfone groups, carbamide groups, sulfonamido groups, aliphatic heterocyclic groups, aromatic heterocyclic groups have been introduced. May be
[0027]
Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, and a sec-butyl group. These linear or branched alkyl groups are used. In addition, a cyclic alkyl group having 3 to 10 carbon atoms, preferably 3 to 6 carbon atoms, such as a cyclopropyl group and a cyclobutyl group, is also used.
[0028]
Examples of the alkoxy group include a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, a tert-butoxy group, and a sec-butoxy group. Four linear or branched alkoxy groups are used. In addition, a cyclic alkoxy group having 3 to 10 carbon atoms, preferably 3 to 6 carbon atoms, such as a cyclopropyloxy group and a cyclobutyloxy group, is also used.
[0029]
Examples of the alkylthio group include a methylthio group, an ethylthio group, an n-propylthio group, an isopropylthio group, an n-butylthio group, a tert-butylthio group, a sec-butylthio group, and the like. Four linear or branched alkylthio groups are used. In addition, a cyclic alkylthio group having 3 to 10 carbon atoms, preferably 3 to 6 carbon atoms, such as a cyclopropylthio group and a cyclobutylthio group, is also used.
[0030]
As the alkylamino group, for example, an alkylamino group having 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms, such as a methylamino group, an ethylamino group, a dimethylamino group, or a diethylamino group is used.
[0031]
As the aryl group, for example, an aryl group having 6 to 10 carbon atoms such as a phenyl group or a naphthyl group is used.
As the aryloxy group, for example, an aryloxy group having 6 to 10 carbon atoms such as a phenyloxy group or a naphthyloxy group is used.
As the arylthio group, for example, an arylthio group having 6 to 10 carbon atoms such as a phenylthio group or a naphthylthio group is used.
[0032]
As the aralkyl group, for example, an aralkyl group having 7 to 14 carbon atoms such as a phenylmethyl group and a phenylethyl group is used.
As the alkenyl group, for example, a linear or branched alkenyl group having 2 to 11 carbon atoms, preferably 2 to 5 carbon atoms, such as a vinyl group, a propenyl group, a butenyl group, or a pentenyl group is used. In addition, cyclic alkenyl groups having 3 to 10 carbon atoms, preferably 3 to 6 carbon atoms, such as cyclopentenyl group and cyclohexenyl are also used.
[0033]
As the alkenyloxy group, for example, a linear or branched alkenyloxy group having 3 to 11 carbon atoms, preferably 2 to 5 carbon atoms, such as a propenyloxy group, a butenyloxy group, or a pentenyloxy group is used.
As the alkylcarbonyl group, for example, a linear or branched alkylcarbonyl group having 2 to 11 carbon atoms, preferably 2 to 5 carbon atoms, such as an acetyl group, a propionyl group, a butyryl group, and an isobutyryl group is used.
[0034]
Examples of the alkoxycarbonyl group include methoxycarbonyl group, ethoxycarbonyl group, n-propoxycarbonyl group, isopropoxycarbonyl group, n-butoxycarbonyl group, tert-butoxycarbonyl group, sec-butoxycarbonyl group, etc. 11, A linear or branched alkoxycarbonyl group having 2 to 5 carbon atoms is preferably used.
[0035]
Examples of the alkylcarbonyloxy group include a methylcarbonyloxy group, an ethylcarbonyloxy group, an n-propylcarbonyloxy group, an isopropylcarbonyloxy group, an n-butylcarbonyloxy group, a tert-butylcarbonyloxy group, and a sec-butylcarbonyloxy group. A linear or branched alkylcarbonyloxy group having 2 to 11 carbon atoms, preferably 2 to 5 carbon atoms, is used.
[0036]
Examples of the alkylaminocarbonyl group include alkylaminocarbonyl groups having 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms such as methylaminocarbonyl group, ethylaminocarbonyl group, dimethylaminocarbonyl group, and diethylaminocarbonyl group. .
As the alkoxyalkyl group, for example, a linear or branched alkoxyalkyl group having 2 to 11 carbon atoms, preferably 2 to 5 carbon atoms, such as a methoxymethyl group, a methoxyethyl group, an ethoxymethyl group, or an ethoxyethyl group is used. .
[0037]
Examples of the fluoroalkyl group include a trifluoromethyl group, a pentafluoroethyl group, a heptafluoro-n-propyl group, a heptafluoroisopropyl group, a perfluoro-n-butyl group, a perfluoro-tert-butyl group, and a perfluoro-sec. A linear or branched fluoroalkyl group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, such as a butyl group, is used.
[0038]
Examples of the fluoroalkoxy group include trifluoromethoxy group, pentafluoroethoxy group, heptafluoro-n-propoxy group, heptafluoroisopropoxy group, perfluoro-n-butoxy group, perfluoro-tert-butoxy group, perfluoro- A linear or branched fluoroalkoxy group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, such as a sec-butoxy group is used.
[0039]
Examples of the fluoroalkylthio group include trifluoromethylthio group, pentafluoroethylthio group, heptafluoro-n-propylthio group, heptafluoroisopropylthio group, perfluoro-n-butylthio group, perfluoro-tert-butylthio group, perfluoro A linear or branched fluoroalkylthio group having 1 to 10 carbon atoms, preferably 1 to 4 carbon atoms, such as a -sec-butylthio group, is used.
[0040]
Examples of the alkylsulfonyl group include 1 to 10 carbon atoms such as a methylsulfonyl group, an ethylsulfonyl group, an n-propylsulfonyl group, an isopropylsulfonyl group, an n-butylsulfonyl group, a tert-butylsulfonyl group, and a sec-butylsulfonyl group. A linear or branched alkylsulfonyl group having 1 to 4 carbon atoms is preferably used.
[0041]
As the alkylaminosulfonyl group, for example, an alkylaminosulfonyl group having 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms, such as a methylaminosulfonyl group, an ethylaminosulfonyl group, a dimethylaminosulfonyl group, or a diethylaminosulfonyl group is used. .
Examples of the alkylaminosulfonate group include alkylamino groups having 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms such as methylaminosulfonate group, ethylaminosulfonate group, dimethylaminosulfonate group, and diethylaminosulfonate group. Sulfonic acid groups are used.
[0042]
Examples of the aliphatic heterocyclic group include aliphatic heterocyclic groups such as morpholine ring and piperidine ring.
Examples of the aromatic heterocyclic group include pyrrole ring, furan ring, thiol ring, pyridine ring, oxazole ring, thiazole ring, imidazole ring, triazole ring, thiadiazole ring, triazine ring, benzoxazole ring, benzothiazole ring, and benzimidazole ring. An aromatic heterocyclic group such as
These substituents may further have the substituents listed above.
[0043]
The plurality of mother skeletons can be bonded to each other by a single bond, condensed or cyclized, or bonded by a conjugated system and / or a non-conjugated system by a divalent or higher valent organic group. Examples of the divalent or higher valent organic group used as the linking group include an alkyl group, a fluoroalkyl group, a cycloalkyl group, a fluorocycloalkyl group, an alkene group, an alkyne group, an aryl group, an ester group, an amide group, an imide group, Examples thereof include diazo groups, azomethine groups, and organic groups formed by combinations of these groups. In addition, these bonding groups may be further substituted with the substituents exemplified as the substituents of the mother skeleton.
[0044]
(1-2) Dispersant
The dispersant used in the color filter composition of the present invention is not particularly limited, and a colorless polymer compound having at least one of an acidic group, a basic group and a quaternary ammonium base is used. It is preferable.
[0045]
The main chain structure of the polymer compound includes, as addition polymerization polymers, vinyl polymers such as polystyrene, polymethacrylic acid ester, polyacrylic acid ester, polyvinyl polyalkylate, polyacrylamide, polyacrylonitrile, polyvinyl chloride, and polyvinyl alcohol. Polyethylene polymers such as polyethylene, polypropylene and polyisobutylene, diene polymers such as polybutadiene and polyisoprene, polyethyleneimine, etc., and condensation polymers such as polyester, polyamide, polyether, polyurethane resin, epoxy resin, melamine resin Etc. are used respectively.
[0046]
The various polymers described above can be copolymerized with various monomers in order to develop the desired performance. Taking a vinyl polymer as an example, examples of monomers to be copolymerized include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) ) Acrylate, tert-butyl (meth) acrylate, benzyl (meth) acrylate, phenyl (meth) acrylate, cyclohexyl (meth) acrylate, phenoxyethyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isobornyl (meth) acrylate, (Meth) acrylic acid esters such as tetrahydrofurfuryl (meth) acrylate, styrene and its derivatives, (anhydrous) maleic acid, itaconic acid, citraconic acid and other dicarboxylic acids, α-methyls Various monomers such as len, vinyl acetate, N-vinylpyrrolidone, (meth) acrylonitrile, (meth) acrylamide, and other macromonomers such as polymethyl methacrylate macromonomer, polystyrene macromonomer, poly-2-hydroxyethyl methacrylate macromonomer It is done. In addition, you may use multiple types of these various copolymerization monomers together.
[0047]
The structure of the polymer compound formed by polymerization may be any of a random polymer, a block polymer, and a graft polymer.
[0048]
Examples of condensation polymers include urethane resin structures: tolylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate and cyclized trimerized oligomers of these isocyanate groups, ethylene glycol, propylene glycol, tetramethylene glycol, hexanediol, decane Diol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, polycaprolactone, etc. and copolymers of both ends of these copolymers, and methanol, ethanol, propanol, butanol, hexanol, decanol, methoxy polyethylene glycol, ethoxy polyethylene glycol, Pieces of methoxy polypropylene glycol, ethoxy polypropylene glycol, etc. Polymer end hydroxy compounds.
[0049]
It is preferable that at least one of an acidic group, a basic group, and a quaternary ammonium group is bonded as a substituent to the above-described polymer compound. Examples of the acidic group include a carboxyl group, a phosphoric acid group, and a sulfonic acid group. Examples of basic groups include amino groups, alkylamino groups, imidazole groups, oxazole groups, pyridine groups, and morpholino groups. Examples of the alkyl group corresponding to the alkyl portion of the alkylamino group include 1 to 10 carbon atoms such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, and a tert-butyl group. Preferably, a linear or branched alkyl group having 1 to 4 carbon atoms can be used. In addition, a cyclic alkyl group having 3 to 10 carbon atoms, preferably 3 to 6 carbon atoms, such as a cyclopropyl group and a cyclobutyl group, can also be used. As the quaternary ammonium group, for example, a functional group obtained by quaternizing the alkylamino group with an alkyl halide is used. In this alkyl halide, as halogen, for example, fluorine, chlorine, bromine, iodine, and as alkyl, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., having 1 to 10 carbon atoms, Preferably, linear or branched alkyl having 1 to 4 carbon atoms can be used.
[0050]
(1-3) Binder resin
The composition for a color filter of the present invention may contain a binder resin as an optional component. As this binder resin, a dedicated compound may be prepared, or a compound having a function of a compound having a polymerizable group described later may be selected. In the former case, considering the formability and performance of the target image, the manufacturing method to be adopted, etc., a suitable one is appropriately selected. On the other hand, in the latter case, since the purpose is to modify the color filter composition and improve the physical properties after photocuring, the binder is selected according to the purpose of improving compatibility, film-forming property, developability, adhesiveness, etc. The resin will be selected as appropriate.
[0051]
Examples of commonly used binder resins include (meth) acrylic acid, (meth) acrylic acid ester, (meth) acrylamide, maleic acid, (meth) acrylonitrile, styrene, vinyl acetate, vinylidene chloride, maleimide, etc. Examples of the polymer include polyethylene oxide, polyvinyl pyrrolidone, polyamide, polyurethane, polyester, polyether, polyethylene terephthalate, acetyl cellulose, novolac resin, resol resin, polyvinyl phenol, and polyvinyl butyral.
[0052]
Among these binder resins, those having a carboxyl group or a phenolic hydroxyl group in the side chain or main chain are preferred. If a resin having these functional groups is used, development with an alkaline solution becomes possible. Among them, a resin having a carboxyl group that is highly alkaline developable, for example, an acrylic acid (co) polymer, a styrene / maleic anhydride resin, an acid anhydride-modified resin of novolac epoxy acrylate, and the like.
[0053]
Particularly preferred is a (co) polymer (hereinafter referred to as an acrylic resin) containing (meth) acrylic acid or a (meth) acrylic acid ester having a carboxyl group. This resin is excellent in developability and transparency, and since various copolymers can be obtained by selecting various monomers, it is easy to control performance and production method.
[0054]
Examples of the acrylic resin include (meth) acrylic acid and / or succinic acid (2- (meth) acryloyloxyethyl) ester, adipic acid (2-acryloyloxyethyl) ester, phthalic acid (2- ( (Meth) acryloyloxyethyl) ester, hexahydrophthalic acid (2- (meth) acryloyloxyethyl) ester, maleic acid (2- (meth) acryloyloxyethyl) ester, succinic acid (2- (meth) acrylic) Leuoxypropyl) ester, adipic acid (2- (meth) acryloyloxypropyl) ester, hexahydrophthalic acid (2- (meth) acryloyloxypropyl) ester, phthalic acid (2- (meth) acryloyloxypropyl) ) Esters, maleic acid (2- (meth) acryloyloxypropyl) esters, amber (2- (meth) acryloyloxybutyl) ester, adipic acid (2- (meth) acryloyloxybutyl) ester, hexahydrophthalic acid (2- (meth) acryloyloxybutyl) ester, phthalic acid (2- (Meth) acryloyloxybutyl) ester, maleic acid (2- (meth) acryloyloxybutyl) ester, hydroxyalkyl (meth) acrylate, (anhydrous) succinic acid, (anhydrous) phthalic acid, (anhydrous) A compound to which an acid (anhydride) such as maleic acid is added is an essential component, and if necessary, styrene monomers such as styrene, α-methyl-styrene, vinyltoluene; cinnamic acid, maleic acid, fumaric acid, maleic anhydride Unsaturated carboxylic acids such as acid and itaconic acid; methyl (meth) acrylate, ethyl (meth) acrylate, Lopyl (meth) acrylate, allyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, benzyl (meth) acrylate, hydroxyphenyl (meth ) Esters of (meth) acrylic acid such as acrylate and methoxyphenyl (meth) acrylate; lactones such as ε-caprolactone, β-propiolactone, γ-butyrolactone and δ-valerolactone added to (meth) acrylic acid Acrylonitrile; (meth) acrylamide, N-methylolacrylamide, N, N-dimethylacrylamide, N-methacryloylmorpholine, N, N-dimethylaminoethyl (meth) acrylate Examples include acrylamides such as N, N-dimethylaminoethylacrylamide; resins obtained by copolymerizing various monomers such as vinyl acetate, vinyl versatate, vinyl propionate, vinyl cinnamate, and vinyl pivalate. .
[0055]
In addition, styrene, α-methylstyrene, benzyl (meth) acrylate, hydroxyphenyl (meth) acrylate, methoxyphenyl (meth) acrylate, hydroxyphenyl (meth) acrylamide, hydroxyphenyl (meth) for the purpose of increasing the strength of the coating film. A monomer having a phenyl group such as acrylic sulfoamide is 10 to 98 mol%, preferably 20 to 80 mol%, more preferably 30 to 70 mol%, and (meth) acrylic acid or succinic acid (2- (meta ) Acryloyloxyethyl) ester, adipic acid (2-acryloyloxyethyl) ester, phthalic acid (2- (meth) acryloyloxyethyl) ester, hexahydrophthalic acid (2- (meth) acryloyloxyethyl) Esters, maleic acid (2- (meth) acryloyloxy 2) to 90 mol%, preferably 20 to 80 mol%, more preferably a compound having at least one polymerizable group selected from the group consisting of (meth) acrylic acid esters having a carboxyl group such as ethyl) ester An acrylic resin copolymerized at a ratio of 30 to 70 mol% is also preferably used.
[0056]
These resins preferably have an ethylenic double bond in the side chain. By using a binder resin having a double bond in the side chain, the photocurability of the composition for a color filter according to the present invention is increased, so that the resolution and adhesion can be further improved.
As a means for introducing an ethylenic double bond into the binder resin, for example, the method described in JP-B-50-34443, JP-B-50-34444, etc., that is, a glycidyl group or Examples thereof include a method of reacting a compound having both an epoxycyclohexyl group and a (meth) acryloyl group, and a method of reacting an acrylic acid chloride with a hydroxyl group of the resin.
[0057]
For example, glycidyl (meth) acrylate, allyl glycidyl ether, glycidyl α-ethyl acrylate, crotonyl glycidyl ether, (iso) crotonic acid glycidyl ether, (3,4-epoxycyclohexyl) methyl (meth) acrylate, (meth) By reacting a compound such as acrylic acid chloride and (meth) allyl chloride with a resin having a carboxyl group or a hydroxyl group, a binder resin having an ethylenic double bond group in the side chain can be obtained. In particular, a resin obtained by reacting an alicyclic epoxy compound such as (3,4-epoxycyclohexyl) methyl (meth) acrylate is preferable as the binder resin.
[0058]
Thus, when an ethylenic double bond is introduced into a resin having a carboxylic acid group or a hydroxyl group in advance, the ethylenic double bond is added to 2 to 50 mol%, preferably 5 to 40 mol% of the carboxyl group or hydroxyl group of the resin. It is preferable to bind a compound having a bond.
The preferable range of the weight average molecular weight measured by GPC of these acrylic resins is 1,000 to 100,000. When the weight average molecular weight is less than 1,000, it is difficult to obtain a uniform coating film, and when it exceeds 100,000, the developability tends to decrease. Moreover, the range of preferable content of a carboxyl group is 5-200 in an acid value. When the acid value is 5 or less, it becomes insoluble in an alkaline developer, and when it exceeds 200, the sensitivity may be lowered.
[0059]
These binder resins are contained in the range of 10 to 80% by weight, preferably 20 to 70% by weight, based on the total solid content of the color filter composition of the present invention.
[0060]
(1-4) Compound having a polymerizable group
The compound having a polymerizable group used in the color filter composition of the present invention is not particularly limited as long as it is a low molecular compound having any polymerizable group, but has at least one ethylenic double bond. The addition-polymerizable compound (hereinafter abbreviated as “ethylenic compound”) is preferred. The ethylenic compound has an ethylenic double bond that undergoes addition polymerization and cures by the action of a photopolymerization initiation system (described later) when the color filter composition of the present invention is irradiated with actinic rays. A compound. In the present specification, the term “low molecular weight compound” is a term corresponding to a so-called high molecular substance, and refers to a concept including dimers, trimers and oligomers in addition to monomers in a narrow sense.
[0061]
Examples of the ethylenic compound include an unsaturated carboxylic acid, an ester of a monohydroxy compound and an unsaturated carboxylic acid, an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid, an aromatic polyhydroxy compound and an unsaturated carboxylic acid, Esters obtained by esterification reaction with unsaturated carboxylic acid and polyhydric carboxylic acid and polyhydric hydroxy compounds such as aliphatic polyhydroxy compounds and aromatic polyhydroxy compounds, polyisocyanate compounds and (meth) acryloyl Examples thereof include an ethylenic compound having a urethane skeleton obtained by reacting the containing hydroxy compound.
[0062]
Esters of aliphatic polyhydroxy compounds and unsaturated carboxylic acids include ethylene glycol diacrylate, triethylene glycol diacrylate, trimethylol propane triacrylate, trimethylol ethane triacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, penta Acrylic esters such as erythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, glycerol acrylate and the like can be mentioned. In addition, the acrylic acid part of these acrylates is a methacrylic acid ester substituted for a methacrylic acid part, an itaconic acid ester substituted for an itaconic acid part, a crotonic acid ester substituted for a crotonic acid part, or a maleic acid substituted for a maleic acid part Examples include esters.
[0063]
Examples of the ester of an aromatic polyhydroxy compound and an unsaturated carboxylic acid include hydroquinone diacrylate, hydroquinone dimethacrylate, resorcin diacrylate, resorcin dimethacrylate, pyrogallol triacrylate, and the like.
The ester obtained by the esterification reaction of an unsaturated carboxylic acid with a polyvalent carboxylic acid and a polyvalent hydroxy compound is not necessarily a single substance but may be a mixture. Typical examples are condensates of acrylic acid, phthalic acid and ethylene glycol, condensates of acrylic acid, maleic acid and diethylene glycol, condensates of methacrylic acid, terephthalic acid and pentaerythritol, acrylic acid, adipic acid, butanediol and glycerin. And the like.
[0064]
Examples of the ethylenic compound having a urethane skeleton obtained by reacting a polyisocyanate compound with a (meth) acryloyl group-containing hydroxy compound include aliphatic diisocyanates such as hexamethylene diisocyanate and trimethylhexamethylene diisocyanate; alicyclic rings such as cyclohexane diisocyanate and isophorone diisocyanate. Formula diisocyanate; aromatic diisocyanate such as tolylene diisocyanate and diphenylmethane diisocyanate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 3-hydroxy (1,1,1-triacryloyloxymethyl) propane, 3-hydroxy ( Reaction products with (meth) acryloyl group-containing hydroxy compounds such as 1,1,1-trimethacryloyloxymethyl) propane And the like.
[0065]
In addition, as examples of the ethylenic compound used in the present invention, acrylamides such as ethylene bisacrylamide; allyl esters such as diallyl phthalate; vinyl group-containing compounds such as divinyl phthalate are also useful.
The blending ratio of these ethylenic compounds is 10 to 80% by weight, preferably 20 to 70% by weight, based on the total solid content of the color filter composition of the present invention.
[0066]
(1-5) Polymerization initiator
The polymerization initiator used in the color filter composition of the present invention is not particularly limited as long as it causes a polymerization reaction of the compound having a polymerizable group described above. However, when the composition for a color filter of the present invention contains an ethylenic compound as the compound having a polymerizable group as described above, it directly absorbs light or is photosensitized to perform a decomposition reaction or a hydrogen abstraction reaction. There is a need for a photopolymerization initiator that has the function of generating and generating polymerization active radicals.
[0067]
The photopolymerization initiator used in the present invention is usually composed of a system in which an addition agent such as an accelerator is used in combination with the polymerization initiator. Examples of the polymerization initiator include metallocene compounds including titanocene compounds described in JP-A-59-152396 and JP-A-61-151197, and hexaarylbiimidazole derivatives described in JP-A-10-39503. And radical activators such as N-aryl-α-amino acids such as halomethyl-s-triazine derivatives and N-phenylglycine, N-aryl-α-amino acid salts, N-aryl-α-amino acid esters, and the like. Examples of the accelerator include N, N-dialkylaminobenzoic acid alkyl esters such as N, N-dimethylaminobenzoic acid ethyl ester, complex such as 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, and 2-mercaptobenzimidazole. A mercapto compound having a ring or an aliphatic polyfunctional mercapto compound is used. A plurality of types of the photopolymerization initiator and the additive may be combined.
[0068]
The blending ratio of the photopolymerization initiator is 0.1 to 30% by weight, preferably 0.5 to 20% by weight, more preferably 0.7 to 10% by weight, based on the total solid content of the color filter composition of the present invention. It is. If the blending ratio is extremely low, the sensitivity is lowered. On the other hand, if the blending ratio is extremely high, the solubility of the unexposed portion in the developer is lowered, and development failure tends to be induced.
[0069]
In the composition for color filters of this invention, the sensitizing dye according to the wavelength of an image exposure light source can be mix | blended with the objective of raising the sensitivity of a color filter as needed.
Examples of these sensitizing dyes include xanthene dyes described in JP-A-4-221958 and JP-A-4-219756, and heterocyclic rings described in JP-A-3-239703 and JP-A-5-289335. Coumarin dyes, 3-ketocoumarin compounds described in JP-A-3-239703 and JP-A-5-289335, pyromethene dyes described in JP-A-6-19240, and others, JP-A-47-2528 and 54 -155292, JP-B-45-37377, JP-A-48-84183, JP-A-52-112681, JP-A-58-15503, JP-A-60-88005, JP-A-59-56403, JP-A-2-69, Dials described in JP-A-57-168088, JP-A-5-107761, JP-A-5-210240, JP-A-4-288818 It can be mentioned dyes having Le aminobenzene skeleton.
[0070]
Of these sensitizing dyes, preferred are amino group-containing sensitizing dyes, and more preferred are compounds having an amino group and a phenyl group in the same molecule. Particularly preferred are, for example, 4,4′-dimethylaminobenzophenone, 4,4′-diethylaminobenzophenone, 2-aminobenzophenone, 4-aminobenzophenone, 4,4′-diaminobenzophenone, 3,3′-diaminobenzophenone. Benzophenone compounds such as 3,4-diaminobenzophenone; 2- (p-dimethylaminophenyl) benzoxazole, 2- (p-diethylaminophenyl) benzoxazole, 2- (p-dimethylaminophenyl) benzo [4,5 ] Benzoxazole, 2- (p-dimethylaminophenyl) benzo [6,7] benzoxazole, 2,5-bis (p-diethylaminophenyl) 1,3,4-oxazole, 2- (p-dimethylaminophenyl) Benzothiazole, 2- (p-diethylamino) Phenyl) benzothiazole, 2- (p-dimethylaminophenyl) benzimidazole, 2- (p-diethylaminophenyl) benzimidazole, 2,5-bis (p-diethylaminophenyl) 1,3,4-thiadiazole, (p- P such as (dimethylaminophenyl) pyridine, (p-diethylaminophenyl) pyridine, (p-dimethylaminophenyl) quinoline, (p-diethylaminophenyl) quinoline, (p-dimethylaminophenyl) pyrimidine, (p-diethylaminophenyl) pyrimidine, etc. -Dialkylaminophenyl group-containing compounds. Of these, 4,4′-dialkylaminobenzophenone is most preferred.
[0071]
The blending ratio of the sensitizing dye is 0 to 20% by weight, preferably 0.2 to 15% by weight, more preferably 0.5 to 10% by weight, based on the total solid content of the color filter composition of the present invention.
[0072]
(1-6) Coloring agent
The colorant used in the color filter composition of the present invention is not particularly limited, and various colorants such as pigments and dyes can be selected as long as the colorant can be used in an ordinary color filter composition. can do. Among these, pigments are preferable from the viewpoint of heat resistance and light resistance of the color filter.
In addition to organic pigments such as azo, phthalocyanine, quinacridone, benzimidazolone, isoindoline, dioxazine, indanthrone, perylene, diketopyrrolopyrrole, various inorganic pigments Is available.
[0073]
Specifically, for example, pigments having the following pigment numbers can be used. Note that terms such as “CI Pigment Red 2” mentioned below mean a color index (CI) number.
Red colorant: C.I. I. Pigment Red 2,3,4,5,6,7,8,9,10,12,14,15,17,18,22,23,31,37,38,41,42,48: 1,48: 2, 48: 3, 49, 50, 52, 53, 54, 57, 58, 60, 63, 64, 68, 81, 88, 90, 97, 112, 114, 115, 122, 123, 133, 139, 144,146,147,149,150,151,166,168,170,171,175,176,177,178,179,180,185,187,188,190,192,194,202,207,208, 209, 214, 215, 216, 217, 220, 221, 223, 224, 226, 227, 228, 240, 242, 243, 245, 246, 247, 254
Blue colorant: C.I. I. Pigment Blue 1,15,15: 1,15: 4,15: 6,16,17,19,22,56,60,61,64
Green colorant: C.I. I. Pigment Green 2, 7, 8, 10, 36
Yellow colorant: C.I. I. Pigment yellow 1,3,4,5,6,12,13,14,16,17,18,20,24,55,65,73,74,81,83,86,87,93,94,95, 97, 98, 100, 101, 108, 109, 110, 113, 116, 117, 120, 123, 125, 128, 129, 133, 137, 138, 139, 147, 148, 150, 151, 153, 154 155, 156, 166, 168, 169, 170, 171, 172, 173, 175, 180
Orange colorant: C.I. I. Pigment Orange 1, 2, 5, 13, 15, 16, 17, 18, 19, 31, 34, 36, 38, 40, 42, 43, 51, 52, 55, 59, 60, 61, 62
Violet colorant: C.I. I. Pigment Violet 1, 2, 3, 5, 19, 23, 29, 30, 31, 32, 33, 36, 37, 38, 39, 40, 43, 50
Brown colorant: C.I. I. Pigment Brown 5, 23, 25, 26, 32
Black colorant: C.I. I. Pigment Black 7
Of course, other colorants can also be used.
[0074]
Further, as the inorganic colorant, for example, barium sulfate, lead sulfate, titanium oxide, yellow lead, bengara, chromium oxide, carbon black, and the like can be used.
[0075]
On the other hand, examples of the dye include azo dyes, anthraquinone dyes, phthalocyanine dyes, quinoneimine dyes, quinoline dyes, nitro dyes, carbonyl dyes, and methine dyes.
Examples of the azo dye include C.I. I. Acid Yellow 11, C.I. I. Acid Orange 7, C.I. I. Acid Red 37, C.I. I. Acid Red 180, C.I. I. Acid Blue 29, C.I. I. Direct Red 28, C.I. I. Direct Red 83, C.I. I. Direct Yellow 12, C.I. I. Direct Orange 26, C.I. I. Direct Green 28, C.I. I. Direct Green 59, C.I. I. Reactive Yellow 2, C.I. I. Reactive Red 17, C.I. I. Reactive Red 120, C.I. I. Reactive Black 5, C.I. I. Disperse Orange 5, C.I. I. Disperse thread 58, C.I. I. Disperse Blue 165, C.I. I. Basic Blue 41, C.I. I. Basic Red 18, C.I. I. Molded Red 7, C.I. I. Moldant Yellow 5, C.I. I. Examples thereof include Moldant Black 7.
[0076]
Examples of anthraquinone dyes include C.I. I. Bat Blue 4, C.I. I. Acid Blue 40, C.I. I. Acid Green 25, C.I. I. Reactive Blue 19, C.I. I. Reactive Blue 49, C.I. I. Disper thread 60, C.I. I. Disperse Blue 56, C.I. I. Disperse Blue 60 etc. are mentioned.
[0077]
Other examples of the phthalocyanine dye include C.I. I. Pad Blue 5 and the like are quinone imine dyes such as C.I. I. Basic Blue 3, C.I. I. Basic Blue 9 and the like are quinoline dyes such as C.I. I. Solvent Yellow 33, C.I. I. Acid Yellow 3, C.I. I. Disperse Yellow 64 and the like are nitro dyes such as C.I. I. Acid Yellow 1, C.I. I. Acid Orange 3, C.I. I. Disperse Yellow 42 and the like.
[0078]
These colorants are preferably used after being dispersed to an average particle size of 1 μm or less, preferably 0.5 μm or less, more preferably 0.25 μm or less.
[0079]
(1-7) Solvent
The composition for a color filter of the present invention may be used by dissolving the above-described components in a solvent in order to dissolve additives such as viscosity adjustment and a photopolymerization initiator. This solvent can be appropriately selected according to the selection of each component described above.
[0080]
Specifically, for example, diisopropyl ether, mineral spirit, n-pentane, amyl ether, ethyl caprylate, n-hexane, diethyl ether, isoprene, ethyl isobutyl ether, butyl stearate, n-octane, Valsol # 2, Apco # 18 solvent, diisobutylene, amyl acetate, butyl acetate, apcocinner, butyl ether, diisobutyl ketone, methylcyclohexene, methyl nonyl ketone, propyl ether, dodecane, soak solvent no. 1 and no. 2, amyl formate, dihexyl ether, diisopropyl ketone, Solvesso # 150, (n, sec, t-) butyl acetate, hexene, shell TS28 solvent, butyl chloride, ethyl amyl ketone, ethyl benzoate, amyl chloride, ethylene glycol diethyl ether , Ethyl orthoformate, methoxymethylpentanone, methyl butyl ketone, methyl hexyl ketone, methyl isobutyrate, benzonitrile, ethyl propionate, methyl cellosolve acetate, methyl isoamyl ketone, methyl isobutyl ketone, propyl acetate, amyl acetate, Amylformate, bicyclohexyl, diethylene glycol monoethyl ether acetate, dipentene, methoxymethylpentanol, methylamino Ketone, methyl isopropyl ketone, propyl propionate, propylene glycol-t-butyl ether, methyl ethyl ketone, methyl cellosolve, ethyl cellosolve, ethyl cellosolve acetate, carbitol, cyclohexanone, ethyl acetate, propylene glycol, propylene glycol monomethyl ether, propylene glycol monomethyl ether Acetate, propylene glycol monoethyl ether, propylene glycol monoethyl ether acetate, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monomethyl ether acetate, 3-methoxypropionic acid, 3-ethoxypropionic acid, 3-ethoxy Methyl propionate, 3-ethoxypropyl Ethyl pionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, propyl 3-methoxypropionate, butyl 3-methoxypropionate, diglyme, ethylene glycol acetate, ethyl carbitol, butyl carbitol, ethylene glycol monobutyl ether , Propylene glycol-t-butyl ether, 3-methyl-3-methoxybutanol, tripropylene glycol methyl ether, 3-methyl-3-methoxybutyl acetate and the like.
[0081]
These solvents are preferably capable of dissolving or dispersing the above-described components and having a boiling point in the range of 100 to 200 ° C. Especially, what has a boiling point in the range of 120-170 degreeC is more preferable. These solvents may be used alone or in combination of two or more.
[0082]
(1-8) Other ingredients
If necessary, the color filter composition of the present invention may further contain various additives such as a thermal polymerization inhibitor, a plasticizer, a storage stabilizer, a surface protective agent, a smoothing agent, and a coating aid. it can.
[0083]
Examples of the thermal polymerization inhibitor include hydroquinone, p-methoxyphenol, pyrogallol, catechol, 2,6-t-butyl-p-cresol, β-naphthol and the like. The blending amount of the thermal polymerization inhibitor is preferably in the range of 0 to 3% by weight with respect to the total solid content of the color filter composition of the present invention.
Examples of the plasticizer include dioctyl phthalate, didodecyl phthalate, triethylene glycol dicaprylate, dimethyl glycol phthalate, tricresyl phosphate, dioctyl adipate, dibutyl sebacate, and triacetyl glycerin. The blending amount of these plasticizers is preferably in the range of 10% by weight or less based on the total solid content of the color filter composition of the present invention.
[0084]
In addition to the above-described components, an adhesion improver, a coatability improver, a development improver, and the like can be appropriately added as additives.
[0085]
[0086]
(1-9) Production of color filter composition
Next, an example of the manufacturing method of the composition for color filters of this invention using each above-mentioned component is demonstrated.
First, the above-described colorant is dispersed using the same dispersant, dispersion aid, and solvent as described above, and adjusted to an ink form. The dispersion treatment is performed using a paint conditioner, a sand grinder, a ball mill, a roll mill, a stone mill, a jet mill, a homogenizer, or the like. Since the colorant is finely divided by the dispersion treatment, the transmittance of transmitted light is improved and the coating properties are improved. In the course of the dispersion treatment, other auxiliary agents such as a surfactant may be added as appropriate.
[0087]
As a specific dispersion treatment method, for example, when dispersion treatment is performed using a sand grinder, it is preferable to use glass beads or zirconia beads having a diameter of 0.1 to several millimeters. The temperature during the dispersion treatment is usually set in the range of 0 to 100 ° C, preferably in the range of room temperature to 80 ° C. The dispersion treatment time needs to be appropriately adjusted because the appropriate time varies depending on the composition of the adjusted ink (colorant, solvent, dispersant), the size of the sand grinder, and the like.
Next, the colored ink obtained by the dispersion treatment is mixed with other components such as a binder resin, a compound having a polymerizable group, and a polymerization initiator to obtain a uniform solution.
In each step of dispersion treatment and mixing, fine dust is often mixed, and thus the obtained solution is preferably filtered using a filter or the like.
[0088]
(2) Color filter
The color filter of the present invention comprises a transparent substrate and colored pixels provided on the transparent substrate. The colored pixels are usually composed of a black matrix and red, green and blue pixel images.
The color filter of the present invention can be produced by forming pixel images of three colors, usually red, green and blue, on a transparent substrate provided with a black matrix. The above-described color filter composition of the present invention is usually used for pixel images of three colors of red, green, and blue, but can also be used for a black matrix.
[0089]
The material of the transparent substrate is not particularly limited. For example, polyesters such as polyethylene terephthalate, polyolefins such as polypropylene and polyethylene, thermoplastics such as polycarbonate, polymethyl methacrylate, and polysulfone; epoxy resins and unsaturated polyester resins And thermosetting plastics such as poly (meth) acrylic resins; various glass plates. Among these, a glass plate and a thermosetting plastic are preferable from the viewpoint of heat resistance.
[0090]
The transparent substrate may be previously subjected to corona discharge treatment, ozone treatment, thin film treatment of various polymers such as a silane coupling agent and a urethane polymer in order to improve physical properties such as surface adhesion.
A black matrix is usually formed on the transparent substrate using a metal thin film or a black matrix colorant dispersion.
[0091]
When using a metal thin film, for example, a black matrix is formed using a metal thin film composed of a single layer of chromium or two layers of chromium and chromium oxide. First, a thin film of these metals or metal / metal oxide is formed on a transparent substrate by vapor deposition or sputtering. Subsequently, after forming a photosensitive film thereon, the photosensitive film is exposed and developed using a photomask having a repetitive pattern such as stripes, mosaics and triangles, and the thin film is etched to form a black matrix. Form.
[0092]
When using a black matrix colorant dispersion, a black matrix is formed using a photoresist composition containing a black colorant. For example, using black colorants such as carbon black, bone black, graphite, iron black, aniline black, cyanine black, titanium black alone or in combination, or as appropriate from inorganic or organic colorants and dyes A photoresist composition containing a black colorant prepared by mixing selected red, green, blue and the like can be used. When using a colorant dispersion, a black matrix is usually formed in the same manner as the method for forming red, green and blue pixel images described below.
[0093]
A color filter composition containing a colorant of one of red, green, and blue is applied on a transparent substrate provided with a black matrix and dried, and then a photomask is placed on the color filter composition. Then, image exposure and development are performed through the photomask, and a pixel image is formed by heat curing or light curing as necessary. This operation is performed for each of the three color filter compositions of red, green, and blue to form pixel images of red, green, and blue.
[0094]
The composition for a color filter of the present invention can be applied by a coating device such as a spinner, a wire bar, a flow coater, a die coater, a roll coater, or a spray.
Drying after application may be performed using a hot plate, IR oven, convection oven, or the like. The higher the drying temperature, the better the adhesion to the transparent substrate. However, if the drying temperature is too high, the photopolymerization initiation system is decomposed, and thermal polymerization is easily induced to cause development failure. It is in the range of 150 ° C. The drying time ranges from 10 seconds to 10 minutes, preferably from 30 seconds to 5 minutes.
[0095]
The film thickness after drying of the color filter composition of the present invention is usually in the range of 0.5 to 3 μm, preferably 1 to 2 μm.
The color filter composition of the present invention uses a binder resin and an ethylenic compound in combination, and the binder resin is an acrylic resin having an ethylenic double bond and a carboxyl group in the side chain. Since this color filter composition has very high sensitivity and high resolving power, it is possible to form colored pixels by performing exposure and development without providing an oxygen blocking layer such as polyvinyl alcohol, and That is preferred.
[0096]
The exposure light source that can be applied to the color filter composition of the present invention is not particularly limited. For example, a xenon lamp, a halogen lamp, a tungsten lamp, a high-pressure mercury lamp, an ultrahigh-pressure mercury lamp, a metal halide lamp, a medium-pressure mercury lamp, A lamp light source such as a low-pressure mercury lamp, a carbon arc, or a fluorescent lamp, or a laser light source such as an argon ion laser, a YAG laser, an excimer laser, a nitrogen laser, a helium cadmium laser, or a semiconductor laser is used. When only a specific wavelength is used, an optical filter can be used.
[0097]
After performing image exposure with the above-mentioned light source for the composition for a color filter of the present invention, and developing using an aqueous solution containing an alkali agent and a surfactant, or an organic solvent, on the substrate An image can be formed. The former aqueous solution may further contain an organic solvent, a buffer, a dye or a colorant.
The development processing method is not particularly limited, but a method such as immersion development, spray development, brush development, and ultrasonic development is usually used at a development temperature of 10 to 50 ° C., preferably 15 to 45 ° C. Is preferred.
[0098]
Examples of the alkaline agent include inorganic alkalis such as sodium silicate, potassium silicate, sodium hydroxide, potassium hydroxide, lithium hydroxide, tribasic sodium phosphate, dibasic sodium phosphate, sodium carbonate, potassium carbonate, and sodium bicarbonate. And organic amines such as trimethylamine, diethylamine, isopropylamine, n-butylamine, monoethanolamine, diethanolamine, triethanolamine, and tetraalkylammonium hydroxide. These may be used alone or in combination.
[0099]
Examples of the surfactant include nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl esters, sorbitan alkyl esters, monoglyceride alkyl esters; and alkylbenzene sulfonic acids. Anionic surfactants such as salts, alkylnaphthalene sulfonates, alkyl sulfates, alkyl sulfonates, and sulfosuccinic acid ester salts; amphoteric surfactants such as alkylbetaines and amino acids can be used.
[0100]
For example, isopropyl alcohol, benzyl alcohol, ethyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol, diacetone alcohol and the like can be used as the organic solvent when used alone or in combination with an aqueous solution.
[0101]
【Example】
Next, the present invention will be specifically described with reference to examples. However, the present invention is not limited to the following examples, and various modifications can be made without departing from the scope of the present invention. It is.
First, substances and abbreviations used in the following examples are shown below. In the following examples, “parts” represents parts by weight.
[0102]
-Binder resin. . . P-1
[Chemical 1]

[0103]
A compound having a polymerizable group. . . DPHA
[Chemical 2]

[0104]
-Polymerization initiator 1. . . BI
[Chemical 3]

[0105]
-Polymerization initiator 2. . . EABF
[Formula 4]

[0106]
-Polymerization initiator 3. . . 2MBT
[Chemical formula 5]

[0107]
・ Reference Example 1
"Manufacture of dispersant solution"
Under nitrogen atmosphere, tolylene diisocyanate trimer (Mittech GP770A manufactured by Mitsubishi Chemical Corporation, resin solid content 49% by weight, butyl acetate solution, 4.1 average isocyanate groups per molecule (isocyanate groups) The content is 7.8 wt%))) and 440 g, 1.1 g of dibutyltin dioctoate as a catalyst, and 912 g of PGMEA (propylene glycol monomethyl ether acetate) sufficiently dehydrated as a solvent are mixed and mixed at 70 ° C. It was heated for 30 minutes to dissolve.
[0108]
Then, under stirring, 400 g of polyethylene glycol having a number average molecular weight of 2000 having a methoxy group at one end (Uniox M-2000 manufactured by NOF Corporation) is added, and the isocyanate group content is 1. The reaction was carried out at 70 ° C. for 2 hours until it reached 5% by weight.
[0109]
Subsequently, 100 g of polypropylene glycol having a number average molecular weight of 1000 (Sanix Kasei PP-1000, manufactured by Sanyo Chemical Co., Ltd.) was added, and at 80 ° C. until the isocyanate group content reached 1.0% by weight of the theoretical residual amount. The reaction was carried out for 2 hours.
[0110]
Further, 9.5 g of n-propanol (PrOH) was added, and the reaction was carried out at 40 ° C. for 1.5 hours until the isocyanate group content became 0.6% by weight of the theoretical residual amount.
[0111]
Finally, 32.5 g of aminopropylimidazole (API) was added and reacted at 40 ° C. for 1 hour to react all the remaining isocyanate groups.
[0112]
From the above steps, a polyisocyanate polyadduct-containing solution having a solid concentration of 40% by weight, which is a colorless polymer dispersant solution, was obtained. The viscosity of this dispersant solution was 1730 mPa · sec, and the number average molecular weight in terms of polystyrene of the polyisocyanate polyadduct contained in this dispersant solution was 7800.
[0113]
Example 1
"Manufacture of pigment dispersions"
Green pigment as colorant C.I. I. Pigment Green 36 (copper bromide copper phthalocyanine) 10.0 g and 8-hydroxy-1,3,6-pyrentrisulphonic acid 0.5 g as a dispersion auxiliary agent were used in Reference Example 1 to produce colorless high The mixture is mixed with 10.0 g of a molecular dispersant solution and 37.5 g of propylene glycol monomethyl ether acetate as a solvent, and the mixture is placed in a paint shaker containing 180.0 g of 0.5 mm-diameter zirconia beads and dispersed for 10 hours. A pigment dispersion was produced. The viscosity of the obtained green pigment dispersion was 120 m · Pa · sec.
Similarly, yellow pigment C.I. I. Pigment yellow 138 (quinophthalone yellow) and S22000 manufactured by Avicia were used as a dispersion aid, and the other components were dispersed under the same conditions as the above-mentioned green pigment dispersion to produce a yellow pigment dispersion (colorant dispersion). The viscosity of the obtained yellow pigment dispersion was 79 m · Pa · sec.
[0114]
"Manufacture of resist compositions"
The obtained green pigment dispersion 3.71 g and yellow pigment dispersion 2.78 g were combined with 3.70 g of binder resin solution (solid content 40.0%) and an ethylenic compound as a compound having a polymerizable group. 1.48 g of a certain dipentaerythritol hexaacrylate (DPHA) is used as a polymerization initiator, and a photopolymerization initiator, 4,4′-bis (diethylamino) benzophenone (EABF) 0.0582 g, 2- (2′-chlorophenyl)- 0.0832 g of 4,5-diphenylimidazole dimer (BI) and 0.0166 g of 2-mercaptobenzothiazole (2MBT) were added and mixed with 37.5 g of propylene glycol monomethyl ether acetate as a solvent, and the solid content concentration was 25%. A resist composition (color filter composition) was prepared.
[0115]
"Manufacture of color filters"
The prepared resist composition containing a green pigment and a yellow pigment was applied to a glass substrate with a spin coater so as to have a dry film thickness of 1.4 μm, and dried at a drying temperature of 70 ° C. for 3 minutes. Next, using a photomask in which pixels having a width of 100 μm and a height of 300 μm are repeated, an appropriate exposure amount (100 mj / cm) is obtained using a 3 Kw ultrahigh pressure mercury lamp. ² ), And using a developer comprising an aqueous solution containing 0.01% by weight potassium hydroxide and 0.05% nonionic surfactant (Emulgen A-60 manufactured by Kao), shower development at 23 ° C. Then, development was stopped with pure water, followed by rinsing with a water spray to form green pixels. Thereafter, the sample was heat-cured by heating at 200 ° C. for 10 minutes. The obtained pixel reproduced the mask pattern, had a sharp edge shape, no line width change during development, and no surface roughness due to the developer was observed.
[0116]
"Color characteristic measurement"
For color characteristic measurement, a solid coating film using the resist composition described above was prepared under the same conditions as the image forming conditions described above except that mask exposure was omitted. The transmittance of the obtained resist solid coating film was measured with a glass reference using a spectrophotometer U-3500 manufactured by Hitachi, Ltd., and color calculation with a C light source was performed at the same time. The measured chromaticity was x = 0.31, y = 0.52, and the Y value serving as a brightness index was 72.
[0117]
Comparative example 1
In Example 1, when producing a green pigment dispersion, 0.5 g of 8-hydroxy-1,3,6-pyrentyl phonic acid was not used as a dispersion aid, and the dispersion produced in Reference Example 1 was used. Dispersion treatment was performed under the same conditions as in Example 1 except that BYK161, a dispersant manufactured by Big Chemie, was used instead of the agent solution. The dispersion solution stopped flowing after 2 hours from the start of dispersion, and dispersion was impossible.
[0118]
Comparative example 2
In Example 1, instead of 0.5 g of 8-hydroxy-1,3,6-pyrentyl sulfonic acid 0.5 g as a dispersion aid when producing a green pigment dispersion, pigment dispersion aid S5000 (sulfonic acid) manufactured by Avicia Co., Ltd. was used. Dispersion treatment was performed under the same conditions as in Example 1 except that 0.5 g of copper phthalocyanine alkylamide (blue pigment derivative) was used. The viscosity of the dispersion was 92 m · Pa · sec. Subsequently, computer color matching (CCM) is performed to obtain the same chromaticity as in Example 1 to obtain the ratio of the green pigment dispersion to the yellow pigment dispersion, and the other substances are blended so as to have the same ratio. The resist composition was manufactured and the color characteristics were measured. The Y value of the brightness index was 68.
[0119]
Example 2
In Example 1, except that anthraquinone-2,6-disulfonic acid was used in place of 8-hydroxy-1,3,6-pyrene trisulphonic acid as a dispersion aid when producing a green pigment dispersion The dispersion treatment was performed under the same conditions as in Example 1. The resulting green pigment dispersion had a viscosity of 230 m · Pa · sec and a Y value of 69 when applied to a glass substrate.
[0120]
Example 3
In Example 1, 4-[(9,10-dioxo-2-anthryl) is used instead of 8-hydroxy-1,3,6-pyrentyl phonic acid as a dispersion aid in producing a green pigment dispersion. Dispersion treatment was carried out under the same conditions as in Example 1 except that carbonylamino] benzenesulfonic acid was used. The obtained green pigment dispersion had a viscosity of 38 m · Pa · sec and a Y value of 73 when applied to a glass substrate.
[0121]
Example 4
In Example 1, (9,10-dioxo (2-anthryl) -4-) instead of 8-hydroxy-1,3,6-pyrene trisphonic acid as a dispersion aid in the production of the green pigment dispersion. [Except that 4- (dipropylamino) phenylcarboxamide was used, the dispersion treatment was performed under the same conditions as in Example 1. The viscosity of the obtained green pigment dispersion was 93 m · Pa · sec. The Y value when applied was 75.
[0122]
Example 5
In producing the pigment dispersion in Example 1, the green pigment C.I. I. Blue pigment C.I. instead of pigment green 36 (brominated copper phthalocyanine) I. Pigment Blue 15: 6 is used as a dispersion aid in place of 8-hydroxy-1,3,6-pyrentrisulphonic acid instead of 4-[(9,10-dioxo-2-anthryl) carbonylamino] benzenesulfonic acid. The blue pigment dispersion instead of the green pigment dispersion was prepared under the same conditions as in Example 1 except that the polymer dispersant BYK182 manufactured by Bick Chemie was used instead of the dispersant solution produced in Reference Example 1 as a dispersant. Manufactured. The viscosity of the obtained blue pigment dispersion was 28 m · Pa · sec.
[0123]
For the obtained blue pigment dispersion, in the same manner as in Example 1, binder resin solution, ethylenic compound DPHA, photopolymerization initiator EABF, BI, 2MBT, solvent propylene glycol monomethyl ether acetate In addition, they were mixed to prepare a resist composition having a solid content concentration of 25%.
As in Example 1, when a dry film thickness was applied to a glass substrate to a thickness of 1.4 μm, dried, exposed to a mask, and developed, the resulting pixel reproduced the mask pattern accurately and was sharp. It had an edge shape, no change in line width during development, and no surface roughness due to the developer was observed. The color characteristics were (x, y) = (0.14, 0.15) chromaticity and Y value was 19.4.
[0124]
Comparative example 3
In Example 5, a pigment derivative dispersion aid manufactured by Avicia Co., Ltd. was used instead of 4-[(9,10-dioxo-2-anthryl) carbonylamino] benzene sulfonic acid as a dispersion aid in producing a blue pigment dispersion. S5000 was used in the same manner as in Example 1. The Y value, which is an index of brightness, was 18.2.
[0125]
【The invention's effect】
According to the color filter composition of the present invention and the color filter using the same, A colorless polymer compound having at least one of an acidic group, a basic group and a quaternary ammonium base is used as a dispersant, and a colorless polymer compound having an acidic group or a basic group is used. Of polycyclic aromatic compounds and polycyclic heterocyclic compounds At least one As a dispersion aid A colorless compound having a molecular weight of 300 or more having a plurality of ethylenic double bonds in the molecule is used as a compound having a polymerizable group. As a result, the hue of the colorant can be faithfully reflected in the composition for a color filter. As a result, a color filter having high brightness, a wide color reproduction range, and excellent color reproducibility is realized.

Claims (6)

A composition comprising a colorant, a dispersant, a dispersion aid, a compound having a polymerizable group, and a polymerization initiator,
The dispersant is a colorless polymer compound having at least one of an acidic group, a basic group, and a quaternary ammonium base,
The dispersion aid is at least one of a colorless polycyclic aromatic compound and a polycyclic heterocyclic compound having an acidic group or a basic group ,
The composition for color filters, wherein the compound having a polymerizable group is a colorless compound having a plurality of ethylenic double bonds in the molecule and having a molecular weight of 300 or more . Characterized in that it further comprises a binder resin, according to claim 1 for a color filter composition. The composition for a color filter according to claim 2 , wherein the binder resin is a colorless polymer compound having a carboxyl group in a side chain. The composition for a color filter according to claim 2 or 3 , wherein the binder resin is a colorless polymer compound having an ethylenic double bond in a side chain. The composition for a color filter according to any one of claims 1 to 4 , wherein the polymerization initiator is one that initiates polymerization by light. A transparent substrate;
It is configured with colored pixels provided on the transparent substrate,
A color filter, wherein the colored pixel contains the composition for a color filter according to any one of claims 1 to 5 .