JP2007314681A - Manufacturing method of pigment composition - Google Patents

Manufacturing method of pigment composition Download PDF

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JP2007314681A
JP2007314681A JP2006146634A JP2006146634A JP2007314681A JP 2007314681 A JP2007314681 A JP 2007314681A JP 2006146634 A JP2006146634 A JP 2006146634A JP 2006146634 A JP2006146634 A JP 2006146634A JP 2007314681 A JP2007314681 A JP 2007314681A
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pigment
resin
formula
pigment composition
parts
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JP5114020B2 (en
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Atsushi Endo
篤 遠藤
Takeshi Sato
威 佐藤
Akira Inoue
彰 井上
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Toyo Ink Mfg Co Ltd
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Toyo Ink Mfg Co Ltd
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Priority to TW096118605A priority patent/TWI414563B/en
Priority to US11/802,651 priority patent/US7494542B2/en
Priority to CN 200710104553 priority patent/CN101077941B/en
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Abstract

<P>PROBLEM TO BE SOLVED: To give a pigment composition that can give a red filter having good brightness. <P>SOLUTION: The manufacturing method of a pigment composition comprises the step of wet grinding dianthraquinonyl pigments or dianthraquinonyl pigments in the presence of the compound expressed by formula 1, wherein Q is NH(CH<SB>2</SB>)nNR<SP>1</SP>R<SP>2</SP>or a hydroxy group, R is NH(CH<SB>2</SB>)nNR<SP>1</SP>R<SP>2</SP>, R<SP>1</SP>and R<SP>2</SP>are each 1-4C alkyl group or a 5 or 6 member ring structure that may contain a new nitrogen atom or oxygen atom generated by combining R<SP>1</SP>and R<SP>2</SP>, and n is an integer of 1-4. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

本発明は、顔料組成物の製造方法に関し、更に詳細には、カラー液晶表示装置、固体撮像素子等に用いられるカラーフィルタ用顔料として有用なジケトピロロピロール系顔料又はジアントラキノン系顔料の組成物に関する。   The present invention relates to a method for producing a pigment composition, and more specifically, a composition of a diketopyrrolopyrrole pigment or a dianthraquinone pigment useful as a pigment for a color filter used in a color liquid crystal display device, a solid-state imaging device or the like. About.

従来、カラー液晶表示装置、固体撮像素子等に用いられるカラーフィルタ用赤色顔料は、明度が高く、耐光性、耐熱性にも優れているジアントラキノン系顔料、ジケトピロロピロール系顔料等が用いられていた。しかし、さらに明度の高い顔料が強く要望されており、そのためには顔料の一次粒子径をさらに微細化して、透明性を向上させる必要があった。   Conventionally, red pigments for color filters used in color liquid crystal display devices, solid-state imaging devices, etc. use dianthraquinone pigments, diketopyrrolopyrrole pigments, etc., which have high lightness and excellent light resistance and heat resistance. It was. However, there is a strong demand for pigments with higher brightness, and for this purpose, it was necessary to further refine the primary particle diameter of the pigments to improve transparency.

顔料の一次粒子径を微細化する方法として、特許文献1には、顔料を、室温で固体かつ水不溶性の合成樹脂の存在下に湿式粉砕する方法が開示されている。特許文献2には、ジアントラキノン系顔料を、アントラキノンの誘導体の存在下に湿式粉砕する方法が開示されている。又、特許文献3には、ジケトピロロピロール系顔料を色素誘導体の存在下に湿式粉砕する方法が開示されている。
しかしながら、これらの方法により得られたジアントラキノン系顔料又はジケトピロロピロール系顔料は、明度等の性能において不十分であった。
特開平7−13016号公報 特開平10−245501号公報 特開2001−220520号公報
As a method for reducing the primary particle diameter of a pigment, Patent Document 1 discloses a method in which a pigment is wet-pulverized in the presence of a synthetic resin that is solid and water-insoluble at room temperature. Patent Document 2 discloses a method of wet pulverizing a dianthraquinone pigment in the presence of an anthraquinone derivative. Patent Document 3 discloses a method of wet pulverizing a diketopyrrolopyrrole pigment in the presence of a pigment derivative.
However, dianthraquinone pigments or diketopyrrolopyrrole pigments obtained by these methods are insufficient in performance such as brightness.
Japanese Patent Laid-Open No. 7-13016 Japanese Patent Laid-Open No. 10-245501 JP 2001-220520 A

本発明は、明度が良好な赤色フィルタを与える顔料組成物を与えることを目的とする。   An object of this invention is to provide the pigment composition which gives the red filter with favorable brightness.

すなわち、本発明は、ジアントラキノン系顔料又はジケトピロロピロール系顔料を下記式1で示される化合物の存在下に湿式粉砕することを特徴とする顔料組成物の製造方法に関する。
式1
That is, the present invention relates to a method for producing a pigment composition, which comprises wet pulverizing a dianthraquinone pigment or diketopyrrolopyrrole pigment in the presence of a compound represented by the following formula 1.
Formula 1

Figure 2007314681
(但し、式中、QはNH(CH)nNR又は水酸基を表し、RはNH(CH)nNRを表し、R、Rは炭素数1〜4のアルキル基又はRとRが一体となって新たな窒素原子又は酸素原子を含んでもよい5員環構造又は6員環構造を表し、nは1〜4の整数を表す。)
Figure 2007314681
(In the formula, Q represents NH (CH 2 ) nNR 1 R 2 or a hydroxyl group, R represents NH (CH 2 ) nNR 1 R 2 , and R 1 and R 2 are alkyl groups having 1 to 4 carbon atoms. Alternatively, R 1 and R 2 are combined to represent a 5-membered or 6-membered ring structure that may contain a new nitrogen atom or oxygen atom, and n represents an integer of 1 to 4.)

更に本発明は、顔料組成物が、カラーフィルタ用途である請求項1記載の製造方法に関する。   Furthermore, this invention relates to the manufacturing method of Claim 1 whose pigment composition is a color filter use.

更に本発明は、上記製造方法により得られた顔料組成物に関する。   Furthermore, this invention relates to the pigment composition obtained by the said manufacturing method.

更に本発明は、上記顔料組成物と顔料担体とからなる顔料分散体に関する。   The present invention further relates to a pigment dispersion comprising the above pigment composition and a pigment carrier.

湿式粉砕時に式1で表される化合物を配合することによりジアントラキノン系顔料又はジケトピロロピロール系顔料の結晶成長を抑制して微細な上記が得られるようになった。また、本発明のジアントラキノン系顔料又はジケトピロロピロール系顔料を用いることにより、高い明度特性を備えた赤色画素を具備するカラーフィルタが得られるようになった。   By blending the compound represented by Formula 1 during wet pulverization, the crystal growth of the dianthraquinone pigment or diketopyrrolopyrrole pigment is suppressed and the above-mentioned fineness can be obtained. In addition, by using the dianthraquinone pigment or diketopyrrolopyrrole pigment of the present invention, a color filter having a red pixel having high brightness characteristics can be obtained.

本発明における式1で示される化合物は、湿式粉砕時のジアントラキノン系顔料又はジケトピロロピロール系顔料の結晶成長を抑制する働きをするものである。式1で示される化合物は、ジアントラキノン系顔料又はジケトピロロピロール系顔料に対して0.5〜20重量%、特に2〜15重量%を使用することが好ましい。式1で示される化合物の使用量が上記数値より多いと顔料の耐性を損なうため好ましくない。式1で示される化合物の顔料への添加時期は、湿式粉砕の前であっても湿式粉砕の途中であってもよい。   The compound represented by Formula 1 in the present invention functions to suppress crystal growth of a dianthraquinone pigment or diketopyrrolopyrrole pigment during wet grinding. The compound represented by Formula 1 is preferably used in an amount of 0.5 to 20% by weight, particularly 2 to 15% by weight, based on the dianthraquinone pigment or diketopyrrolopyrrole pigment. If the amount of the compound represented by Formula 1 is more than the above value, the resistance of the pigment is impaired, which is not preferable. The timing of adding the compound represented by Formula 1 to the pigment may be before wet pulverization or during wet pulverization.

本発明におけるジアントラキノン系顔料は下記式2で示される化合物である。
式2
The dianthraquinone pigment in the present invention is a compound represented by the following formula 2.
Formula 2

Figure 2007314681
Figure 2007314681

(但し、式中、Aは、それぞれ独立に、水素原子または置換基を有してもよいアルキル基又は置換基を有してもよいアリール基を表す。) (However, in the formula, each A independently represents a hydrogen atom or an alkyl group which may have a substituent or an aryl group which may have a substituent.)

式2の置換基Aとしてのアルキル基は、炭素数が1〜4のアルキル基が好ましく、このアルキル基の置換基としては、塩素等のハロゲン原子、フェニル基等がある。
式2の置換基Aとしてのアリール基は、フェニル基が好ましく、このアリール基の置換基としては、塩素等のハロゲン原子、炭素数1〜4のアルキル基、フェニル基等がある。
The alkyl group as the substituent A in Formula 2 is preferably an alkyl group having 1 to 4 carbon atoms, and examples of the substituent of the alkyl group include a halogen atom such as chlorine and a phenyl group.
The aryl group as the substituent A in Formula 2 is preferably a phenyl group, and examples of the substituent of the aryl group include a halogen atom such as chlorine, an alkyl group having 1 to 4 carbon atoms, and a phenyl group.

商業的に入手可能なジアントラキノン系顔料としては、C.I.ピグメントレッド89、177等があるが、カラーフィルタ用途としては、その分光特性の点からC.I.ピグメントレッド177が好ましい。   Commercially available dianthraquinone pigments include C.I. I. Pigment Red 89, 177, etc., but as a color filter application, C.I. I. Pigment Red 177 is preferable.

本発明におけるジケトピロロピロール系顔料と下記式3で示される化合物である。
式3
The diketopyrrolopyrrole pigment in the present invention and a compound represented by the following formula 3.
Formula 3

Figure 2007314681
Figure 2007314681

(但し、式中、Bは、それぞれ独立に、水素原子、置換されてもよいアルキル基、置換されてもよいアリール基、シアノ基又はハロゲン原子を表す。) (In the formula, each B independently represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, a cyano group or a halogen atom.)

式3の置換基Bとしてのアルキル基は、炭素数が1〜4のアルキル基が好ましく、このアルキル基の置換基としては、塩素等のハロゲン原子、フェニル基等がある。
式3の置換基Bとしてのアリール基はフェニル基が好ましく、このアリール基の置換基としては、塩素等のハロゲン原子、メチル基、エチル基、t−ブチル基等の炭素数1〜4のアルキル基、フェニル基等がある。
式3の置換基Bとしてのハロゲン原子は塩素が好ましい。
The alkyl group as the substituent B in Formula 3 is preferably an alkyl group having 1 to 4 carbon atoms, and examples of the substituent of the alkyl group include a halogen atom such as chlorine and a phenyl group.
The aryl group as the substituent B in the formula 3 is preferably a phenyl group, and the substituent of the aryl group is a halogen atom such as chlorine, an alkyl having 1 to 4 carbon atoms such as a methyl group, an ethyl group or a t-butyl group. Groups, phenyl groups and the like.
The halogen atom as substituent B in formula 3 is preferably chlorine.

商業的に入手可能なジケトピロロピロール系顔料としては、C.I.ピグメントレッド254、255、264、C.I.ピグメントオレンジ71等があるが、カラーフィルタ用途としては、その分光特性の点からC.I.ピグメントレッド254が好ましい。   Commercially available diketopyrrolopyrrole pigments include C.I. I. Pigment red 254, 255, 264, C.I. I. Pigment Orange 71 and the like, but as a color filter, C.I. I. Pigment Red 254 is preferred.

本発明において湿式粉砕に供されるジアントラキノン系顔料又はジケトピロロピロール系顔料は、粒径が1μm以上の粗大な粒子を含む粗製の顔料であっても、平均粒径0.02〜0.2μm程度の一般的に顔料として使用される粒径のものであってもよい。又、ジアントラキノン系顔料とジケトピロロピロール系顔料は混合して湿式粉砕に供してもよい。   Even if the dianthraquinone pigment or diketopyrrolopyrrole pigment used in the present invention for wet grinding is a crude pigment containing coarse particles having a particle size of 1 μm or more, the average particle size is 0.02 to 0.00. It may have a particle size of about 2 μm generally used as a pigment. The dianthraquinone pigment and the diketopyrrolopyrrole pigment may be mixed and used for wet grinding.

本発明において湿式粉砕とは、ジアントラキノン系顔料又はジケトピロロピロール系顔料と式1で示される化合物と共に、水溶性無機塩と水溶性無機塩を実質的に溶解しない水溶性有機溶剤を含む混合物をニーダー等の混練機で機械的に混練した後、水中に投入しハイスピードミキサー等で攪拌してスラリー状とし、次いでこのスラリーを濾過、水洗することにより水溶性無機塩と水溶性有機溶剤を除去する操作である。   In the present invention, wet pulverization means a mixture containing a water-soluble inorganic salt and a water-soluble organic solvent that does not substantially dissolve the water-soluble inorganic salt together with a dianthraquinone pigment or diketopyrrolopyrrole pigment and the compound represented by Formula 1. After mechanically kneading with a kneader or the like, the mixture is poured into water and stirred with a high speed mixer or the like to form a slurry, and then the slurry is filtered and washed with water to remove the water-soluble inorganic salt and the water-soluble organic solvent. The operation to remove.

水溶性無機塩は、破砕助剤として働くものであり、ソルトミリング時に無機塩の硬度の高さを利用して顔料が破砕され、顔料の一次粒子が微細化される。水溶性無機塩は、水に溶解するものであれば特に限定されず、塩化ナトリウム、塩化バリウム、塩化カリウム、硫酸ナトリウム等を用いることができるが、価格の点から塩化ナトリウム(食塩)を用いるのが好ましい。湿式粉砕する際に用いる無機塩の量は、処理効率と生産効率の両面から、顔料の1〜20重量倍、特に3〜10重量倍であることが好ましい。顔料に対する無機塩の量比が大きいほど微細化効率が高いが、1回の顔料の処理量が少なくなるためである。   The water-soluble inorganic salt serves as a crushing aid, and the pigment is crushed using the high hardness of the inorganic salt during salt milling, and the primary particles of the pigment are refined. The water-soluble inorganic salt is not particularly limited as long as it is soluble in water, and sodium chloride, barium chloride, potassium chloride, sodium sulfate, etc. can be used, but sodium chloride (salt) is used from the viewpoint of price. Is preferred. The amount of the inorganic salt used in the wet pulverization is preferably 1 to 20 times by weight, particularly 3 to 10 times by weight of the pigment, from the viewpoint of both processing efficiency and production efficiency. This is because as the amount ratio of the inorganic salt to the pigment is larger, the finer efficiency is higher, but the amount of processing of one pigment is reduced.

水溶性有機溶剤は、顔料、式1で表される化合物および水溶性無機塩を湿潤する働きをするものであり、水に溶解(混和)し、かつ用いる水溶性無機塩を実質的に溶解しないものであれば特に限定されない。但し、湿式粉砕時に温度が上昇し、溶剤が蒸発し易い状態になるため、安全性の点から、沸点120℃以上の高沸点溶剤が好ましい。水溶性有機溶剤としては、例えば、2−メトキシエタノール、2−ブトキシエタノール、2−(イソペンチルオキシ)エタノール、2−(ヘキシルオキシ)エタノール、ジエチレングリコール、ジエチレングリコールモノエチルエーテル、ジエチレングリコールモノブチルエーテル、トリエチレングリコール、トリエチレングリコールモノメチルエーテル、液状のポリエチレングリコール、1−メトキシ−2−プロパノール、1−エトキシ−2−プロパノール、ジプロピレングリコール、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、液状のポリプロピレングリコール等が用いられる。   The water-soluble organic solvent functions to wet the pigment, the compound represented by Formula 1 and the water-soluble inorganic salt, dissolves (mixes) in water, and does not substantially dissolve the water-soluble inorganic salt used. If it is a thing, it will not specifically limit. However, a high boiling point solvent having a boiling point of 120 ° C. or higher is preferable from the viewpoint of safety because the temperature rises during wet pulverization and the solvent easily evaporates. Examples of the water-soluble organic solvent include 2-methoxyethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol. , Triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol, etc. Is used.

湿式粉砕時には、微細化された顔料を乾燥する際の強い凝集を防止し、容易に透明樹脂に分散できるようにするため、樹脂を併用することができる。湿式粉砕時に樹脂を併用することにより、柔らかい粉体顔料を得ることができる。湿式粉砕時に併用できる樹脂としては、室温において固体で、水不溶性で、かつ上記有機溶剤に少なくとも一部可溶であるものが好ましく、天然樹脂、変性天然樹脂、合成樹脂、天然樹脂で変性された合成樹脂等が用いられる。天然樹脂としてはロジンが代表的で、変性天然樹脂としてはロジン誘導体、繊維素誘導体、ゴム誘導体、タンパク誘導体およびそれらのオリゴマーが用いられる。合成樹脂としては、エポキシ樹脂、アクリル樹脂、マレイン酸樹脂、ブチラール樹脂、ポリエステル樹脂、メラミン樹脂、フェノール樹脂、ポリウレタン樹脂、ポリアマイド樹脂等が挙げられる。天然樹脂で変性された合成樹脂としてはロジン変性マレイン酸樹脂、ロジン変性フェノール樹脂等が挙げられる。樹脂の使用量は、顔料に対して5〜100重量%の範囲であることが好ましい。   At the time of wet pulverization, a resin can be used in combination in order to prevent strong aggregation at the time of drying the finely divided pigment so that it can be easily dispersed in the transparent resin. A soft powder pigment can be obtained by using a resin together during wet pulverization. The resin that can be used in combination with wet pulverization is preferably a solid that is solid at room temperature, water-insoluble, and at least partially soluble in the organic solvent, and is modified with a natural resin, a modified natural resin, a synthetic resin, or a natural resin. A synthetic resin or the like is used. As the natural resin, rosin is typical, and as the modified natural resin, rosin derivatives, fiber derivatives, rubber derivatives, protein derivatives and oligomers thereof are used. Examples of the synthetic resin include epoxy resin, acrylic resin, maleic acid resin, butyral resin, polyester resin, melamine resin, phenol resin, polyurethane resin, and polyamide resin. Examples of synthetic resins modified with natural resins include rosin-modified maleic acid resins and rosin-modified phenolic resins. The amount of the resin used is preferably in the range of 5 to 100% by weight with respect to the pigment.

湿式粉砕時には、上記樹脂の他に、顔料分散助剤、可塑剤等の添加剤あるいは一般に体質顔料として用いられている炭酸カルシウム、硫酸バリウム、シリカ等の無機顔料を併用してもよい。また、色相を調整するために他の顔料と混合して処理を行ってもよい。   At the time of wet pulverization, in addition to the above resins, additives such as pigment dispersion aids and plasticizers, or inorganic pigments such as calcium carbonate, barium sulfate and silica generally used as extender pigments may be used in combination. Moreover, in order to adjust a hue, you may mix and process with another pigment.

本発明の顔料組成物は各種ビヒクルからなる顔料担体に分散することにより顔料分散体となる。顔料の顔料担体への分散には、三本ロールミル、二本ロールミル、サンドミル、ニーダー等の各種分散手段を使用できる。また、これらの分散を良好とするために、適宜、各種界面活性剤、色素誘導体等の分散助剤を添加できる。   The pigment composition of the present invention becomes a pigment dispersion by being dispersed in a pigment carrier comprising various vehicles. Various dispersing means such as a three-roll mill, a two-roll mill, a sand mill, and a kneader can be used for dispersing the pigment on the pigment carrier. Moreover, in order to make these dispersion | distribution favorable, dispersion | distribution adjuvants, such as various surfactant and a pigment derivative, can be added suitably.

本発明において、顔料分散体を構成する顔料担体の例としてはインキ用、塗料用又は着色プラスチック用ビヒクルがある。
オフセットインキ用ビヒクルの例としては、ロジン変性フェノール樹脂、石油樹脂、アルキド樹脂、またはこれらの乾性油変性樹脂等20〜50重量%と、アマニ油、桐油、大豆油等の乾性油0〜30重量%、n−パラフィン、イソパラフィン、アロマテック、ナフテン、α−オレフィン等の溶剤10〜60重量%からなるものが挙げられる。
In the present invention, examples of the pigment carrier constituting the pigment dispersion include a vehicle for ink, a paint, or a colored plastic.
Examples of vehicles for offset ink include rosin-modified phenolic resin, petroleum resin, alkyd resin, or 20 to 50% by weight of these drying oil-modified resins, and 0 to 30% by weight of drying oil such as linseed oil, tung oil, soybean oil, etc. %, N-paraffin, isoparaffin, aromatech, naphthene, α-olefin, and the like.

グラビアインキ用ビヒクルの例としては、ガムロジン、ウッドロジン、トール油ロジン、ライムロジン、ロジンエステル、マレイン酸樹脂、ポリアミド樹脂、ビニル樹脂、ニトロセルロース、酢酸セルロース、エチルセルロース、塩化ゴム、環化ゴム、エチレン−酢酸ビニル共重合樹脂、ポリウレタン樹脂、ポリエステル樹脂、アルキド樹脂、アクリル樹脂、ギルソナイト、ダンマル、セラック等またはこれらの混合物、あるいは上記樹脂またはこれらの混合物を水溶化した水溶性樹脂、またはエマルション樹脂10〜50重量%と炭化水素、アルコール、ケトン、エーテルアルコール、エーテル、エステル、水等の溶剤30〜80重量%からなるものが挙げられる。   Examples of gravure ink vehicles include gum rosin, wood rosin, tall oil rosin, lime rosin, rosin ester, maleic acid resin, polyamide resin, vinyl resin, nitrocellulose, cellulose acetate, ethyl cellulose, chlorinated rubber, cyclized rubber, ethylene-acetic acid Vinyl copolymer resin, polyurethane resin, polyester resin, alkyd resin, acrylic resin, gilsonite, dammar, shellac, etc., or a mixture thereof, or a water-soluble resin obtained by water-solubilizing the above resin or a mixture thereof, or an emulsion resin of 10 to 50 weights And 30 to 80% by weight of a solvent such as hydrocarbon, alcohol, ketone, ether alcohol, ether, ester or water.

塗料用ビヒクルの例としては、アクリル樹脂、アルキド樹脂、エポキシ樹脂、塩化ゴム、塩化ビニル、合成樹脂エマルション、シリコン樹脂、フッ素樹脂、ポリウレタン樹脂、ポリエステル樹脂、メラミン樹脂、ユリア樹脂等またはこれらの混合物、あるいは上記樹脂またはこれらの混合物を水溶化した水溶性樹脂、またはエマルション樹脂20〜80重量%と炭化水素、アルコール、ケトン、エーテルアルコール、エーテル、エステル、水等の溶剤10〜60重量%からなるものが挙げられる。   Examples of paint vehicles include acrylic resins, alkyd resins, epoxy resins, chlorinated rubber, vinyl chloride, synthetic resin emulsions, silicone resins, fluororesins, polyurethane resins, polyester resins, melamine resins, urea resins, etc., or mixtures thereof. Alternatively, a water-soluble resin obtained by water-solubilizing the above resin or a mixture thereof, or emulsion resin 20 to 80% by weight and a solvent such as hydrocarbon, alcohol, ketone, ether alcohol, ether, ester, water or the like 10 to 60% by weight Is mentioned.

プラスチック用ビヒクルの例としては、ポリエチレン、ポリプロピレン、ポリブタジエン、エチレン系アイオノマー、ポリ塩化ビニル、ポリ塩化ビニリデン、ABS樹脂、アクリル樹脂、メタクリル樹脂、ポリビニルアルコール、セルロース系プラスチック、エポキシ樹脂、ポリエステル樹脂、フェノール樹脂、ユリア樹脂、メラミン樹脂、ポリウレタン樹脂、シリコン樹脂、ポリアミド樹脂、ポリスチレン、ポリアセタール、ポリカーボネート、ポリフェニレンエーテル、ポリフェニレンサルファイト、ポリスルホン、ポリエーテルイミド、ポリエーテルケトン、さらにはこれらの複合物等が挙げられる。   Examples of plastic vehicles include polyethylene, polypropylene, polybutadiene, ethylene ionomer, polyvinyl chloride, polyvinylidene chloride, ABS resin, acrylic resin, methacrylic resin, polyvinyl alcohol, cellulose plastic, epoxy resin, polyester resin, phenol resin. , Urea resin, melamine resin, polyurethane resin, silicone resin, polyamide resin, polystyrene, polyacetal, polycarbonate, polyphenylene ether, polyphenylene sulfite, polysulfone, polyether imide, polyether ketone, and composites thereof.

水系カラー用ビヒクルの例としては、ノニオン系、アニオン系、カチオン系の界面活性剤、あるいはスルホン酸アミド系、ヒドロキシステアリン酸系、ε−カプロラクタム系の高分子分散剤から選ばれる少なくとも1種と、グリセリン、エチレングリコール、トリエチレングリコール、プロピレングリコール、ペンタエリストール等の多価アルコール、水、必要によりアミン、防腐剤、消泡剤等の助剤からなるものが挙げられる。   Examples of water-based color vehicles include at least one selected from nonionic, anionic, and cationic surfactants, or sulfonic acid amide, hydroxystearic acid, and ε-caprolactam polymer dispersants; Examples thereof include polyhydric alcohols such as glycerin, ethylene glycol, triethylene glycol, propylene glycol, and pentaerythritol, water, and if necessary, auxiliary agents such as amines, preservatives, and antifoaming agents.

カラーフィルタ用インキは透明樹脂もしくはその前駆体をビヒクルとする。透明樹脂は、可視光領域の400〜700nmの全波長領域において透過率が80%以上、好ましくは95%以上の樹脂である。透明樹脂としては、熱硬化性樹脂、熱可塑性樹脂、感光性樹脂があり、透明樹脂の前駆体としては、放射線照射により硬化して樹脂と同様の塗膜を形成するモノマー、オリゴマー等があり、これらを単独または2種以上混合して用いることができる。紫外線照射によりレジストインキとした顔料分散体の硬化を行うときには、光開始剤等が用いられる。しかしながら、カラーフィルタの製造における後の工程において、高温加熱の処理が行われるため、加熱処理においても耐性のよい樹脂を用いることが必要とされる。また、後の工程において種々の溶剤や薬品による処理も行われるため、形成された画像の耐溶剤性や耐薬品性も必要とされる。顔料組成物と透明樹脂とは、固形分重量比において、1:4〜10:1の割合で配合される。   The color filter ink uses a transparent resin or a precursor thereof as a vehicle. The transparent resin is a resin having a transmittance of 80% or more, preferably 95% or more in the entire wavelength region of 400 to 700 nm in the visible light region. The transparent resin includes a thermosetting resin, a thermoplastic resin, and a photosensitive resin, and the precursor of the transparent resin includes a monomer, an oligomer, and the like that are cured by radiation irradiation to form a coating film similar to the resin. These can be used alone or in admixture of two or more. A photoinitiator or the like is used for curing the pigment dispersion obtained as a resist ink by ultraviolet irradiation. However, since a high-temperature heating process is performed in a later process in the production of the color filter, it is necessary to use a resin having good resistance even in the heating process. In addition, since processing with various solvents and chemicals is also performed in a later process, the solvent resistance and chemical resistance of the formed image are also required. A pigment composition and transparent resin are mix | blended in the ratio of 1: 4-10: 1 in solid content weight ratio.

カラーフィルタ用レジストに用いられる熱硬化性樹脂や熱可塑性樹脂としては、例えば, ブチラール樹脂、スチレンーマレイン酸共重合体、塩素化ポリエチレン、塩素化ポリプロピレン、ポリ塩化ビニル、塩化ビニルー酢酸ビニル共重合体、ポリ酢酸ビニル、ポリウレタン系樹脂、フェノール樹脂、ポリエステル樹脂、アクリル系樹脂、アルキッド樹脂、スチレン樹脂、ポリアミド樹脂、ゴム系樹脂、環化ゴム、エポキシ樹脂、セルロース類、ポリブタジエン、ポリイミド樹脂、ベンゾグアナミン樹脂、メラミン樹脂、尿素樹脂等が挙げられる。   Examples of thermosetting resins and thermoplastic resins used in color filter resists include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, and vinyl chloride-vinyl acetate copolymer. , Polyvinyl acetate, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, epoxy resin, celluloses, polybutadiene, polyimide resin, benzoguanamine resin, A melamine resin, a urea resin, etc. are mentioned.

カラーフィルタ用レジストインキに配合される感光性樹脂としては、水酸基、カルボキシル基、アミノ基等の反応性の置換基を有する線状高分子にイソシアネート基、アルデヒド基、エポキシ基等を介して、(メタ)アクリル化合物、ケイヒ酸等の光架橋性基を導入した樹脂が用いられる。また、スチレン−無水マレイン酸共重合物やα−オレフィン−無水マレイン酸共重合物等の酸無水物を含む線状高分子をヒドロキシアルキル(メタ)アクリレート等の水酸基を有する(メタ)アクリル化合物によりハーフエステル化した重合物も用いられる。   The photosensitive resin blended in the color filter resist ink includes a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, and an amino group via an isocyanate group, an aldehyde group, an epoxy group, and the like ( A resin into which a photocrosslinkable group such as a (meth) acrylic compound or cinnamic acid is introduced is used. Further, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is converted into a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. Half-esterified polymers can also be used.

カラーフィルタ用レジストインキとして使用される放射線照射により硬化して樹脂と同様の塗膜を形成するモノマー、オリゴマーとしては、2−ヒドロキシエチル(メタ)アクリレート、2−ヒドロキシプロピル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、ポリエチレングリコールジ(メタ)アクリレート、ペンタエリスリトールトリ(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレート、トリシクロデカニル(メタ)アクリレート、ジペンタエリスリトールヘキサ(メタ)アクリレートのカプロラクトン付加物のヘキサ(メタ)アクリレート等の各種アクリル酸エステルおよびメタクリル酸エステル、アクリル酸、メタクリル酸、(メタ)アクリルアミド、N-ヒドロキシメチル(メタ)アクリルアミド、スチレン、酢酸ビニル、アクリロニトリル、メラミン(メタ)アクリレート、エポキシ(メタ)アクリレートプレポリマー等が挙げられる。   Monomers and oligomers that are cured by irradiation with radiation used as color filter resist inks to form a coating film similar to a resin include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, cyclohexyl ( Caprolactone adduct of (meth) acrylate, polyethylene glycol di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tricyclodecanyl (meth) acrylate, dipentaerythritol hexa (meth) acrylate Acrylic esters and methacrylic esters such as hexa (meth) acrylate, acrylic acid, methacrylic acid, (meth) acrylamide, N-hydroxymethyl (meth) acrylic Bromide, styrene, vinyl acetate, acrylonitrile, melamine (meth) acrylate, epoxy (meth) acrylate prepolymer, and the like.

カラーフィルタ用レジストインキに配合される光開始剤としては、4−フェノキシジクロロアセトフェノン、4−t−ブチル−ジクロロアセトフェノン、ジエトキシアセトフェノン、1−(4−イソプロピルフェニル)−2−ヒドロキシ−2−メチルプロパン−1オン、1−ヒドロキシシクロヘキシルフェニルケトン、2−ベンジル−2−ジメチルアミノ−1−(4−モルフォリノフェニル)−ブタン−1−オン等のアセトフェノン系光開始剤、、ベンゾイン、ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソプロピルエーテル、ベンジルジメチルケタール等のベンゾイン系、ベンゾフェノン系光開始剤、ベンゾフェノン、ベンゾイル安息香酸、ベンゾイル安息香酸メチル、4−フェニルベンゾフェノン、ヒドロキシベンゾフェノン、アクリル化ベンゾフェノン、4−ベンゾイル−4’−メチルジフェニルサルファイド等のベンゾフェノン系光開始剤、チオキサンソン、2−クロルチオキサンソン、2−メチルチオキサンソン、イソプロピルチオキサンソン、2,4−ジイソプロピルチオキサンソン等のチオキサンソン系光開始剤、2,4,6−トリクロロ−s−トリアジン、2−フェニル−4,6−ビス(トリクロロメチル)−s−トリアジン、2−(p−メトキシフェニル)−4,6−ビス(トリクロロメチル)−s−トリアジン、2−(p−トリル)−4,6−ビス(トリクロロメチル)−s−トリアジン、2−ピペニル−−4,6−ビス(トリクロロメチル)−s−トリアジン、2,4−−ビス(トリクロロメチル)−6−スチリルs−トリアジン、2−(ナフト−1−イル)−4,6−ビス(トリクロロメチル)−s−トリアジン、2−(4−メトキシ−ナフト−1−イル)−4,6−ビス(トリクロロメチル)−s−トリアジン、2,4−トリクロロメチル−(ピペロニル)−6−トリアジン、2,4−トリクロロメチル(4’−メトキシスチリル)−6−トリアジン等のトリアジン系光開始剤およびカルバゾール系光開始剤、イミダゾール系光開始剤等の化合物が用いられる。    As photoinitiators to be blended in resist inks for color filters, 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methyl Acetophenone photoinitiators such as propan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, benzoin, benzoin methyl ether Benzoin ethyl ether, benzoin isopropyl ether, benzyl dimethyl ketal, benzoin, benzophenone photoinitiator, benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxy Benzophenone photoinitiators such as nzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthio Thioxanthone photoinitiators such as xanthone, 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4 , 6-Bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2-piphenyl-4,6-bis (trichloromethyl)- s-triazine, 2,4-bis (trichloromethyl) -6-styryl s-triazine 2- (naphth-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxy-naphth-1-yl) -4,6-bis (trichloromethyl) -s- Triazine photoinitiators such as triazine, 2,4-trichloromethyl- (piperonyl) -6-triazine, 2,4-trichloromethyl (4′-methoxystyryl) -6-triazine, and carbazole photoinitiators, imidazole A compound such as a photoinitiator is used.

上記光開始剤は、単独あるいは2種以上混合して用いるが、増感剤として、α−アシロキシムエステル、アシルフォスフィンオキサイド、メチルフェニルグリオキシレート、ベンジル、9,10−フェナンスレンキノン、カンファーキノン、エチルアンスラキノン、4,4’−ジエチルイソフタロフェノン、3,3’,4,4’−テトラ(t−ブチルパーオキシカルボニル)ベンゾフェノン、4,4’−ジエチルアミノベンゾフェノン等の化合物を併用することもできる。   The photoinitiator may be used alone or in combination of two or more. As a sensitizer, α-acyloxime ester, acylphosphine oxide, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, Combined use of compounds such as camphorquinone, ethylanthraquinone, 4,4'-diethylisophthalophenone, 3,3 ', 4,4'-tetra (t-butylperoxycarbonyl) benzophenone, 4,4'-diethylaminobenzophenone You can also

カラーフィルタ用レジストインキに使用される溶剤としては、例えばシクロヘキサノン、エチルセロソルブアセテート、ブチルセロソルブアセテート、1−メトキシ−2−プロピルアセテート、ジエチレングリコールジメチルエーテル、エチルベンゼン、エチレングリコールジエチルエーテル、キシレン、エチルセロソルブ、メチル−nアミルケトン、プロピレングリコールモノメチルエーテルトルエン、メチルエチルケトン、酢酸エチル、メタノール、エタノール、イソプロピルアルコール、ブタノール、イソブチルケトン、石油系溶剤等が挙げられ、これらを単独もしくは混合して用いる。   Examples of the solvent used in the resist ink for color filter include cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, 1-methoxy-2-propyl acetate, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol diethyl ether, xylene, ethyl cellosolve, and methyl-n. Examples include amyl ketone, propylene glycol monomethyl ether toluene, methyl ethyl ketone, ethyl acetate, methanol, ethanol, isopropyl alcohol, butanol, isobutyl ketone, and petroleum solvents. These are used alone or in combination.

以下、本発明を実施例に基づいて説明する。なお、例中、部とは重量部を、%とは重量%をそれぞれ示す。顔料の一次粒子径は、透過型電子顕微鏡で観察して測定し、比表面積はBET法で測定した。実施例に先立ち、実施例で用いた式1で示される化合物を表1に示す。また比較として用いた特開2001−220520号公報の実施例に記載されている色素誘導体を表2に示す。   Hereinafter, the present invention will be described based on examples. In addition, in an example, a part shows a weight part and% shows weight%, respectively. The primary particle diameter of the pigment was measured by observation with a transmission electron microscope, and the specific surface area was measured by the BET method. Prior to Examples, Table 1 shows compounds represented by Formula 1 used in Examples. Further, Table 2 shows dye derivatives described in Examples of JP-A No. 2001-220520 used as a comparison.

Figure 2007314681
Figure 2007314681

Figure 2007314681
Figure 2007314681

(アクリル樹脂の合成)反応容器にシクロヘキサノン800部を入れ、容器に窒素ガスを注入しながら100℃に加熱して、同温度で下記モノマーおよび熱重合開始剤の混合物を1時間かけて滴下して重合反応を行った。
スチレン 60.0部メタクリル酸 60.0部メタクリル酸メチル 65.0部メタクリル酸ブチル 65.0部アゾビスイソブチロニトリル 10.0部滴下後さらに100℃で3時間反応させた後、アゾビスイソブチロニトリル2.0部をシクロヘキサノン50部で溶解させたものを添加し、さらに100℃で1時間反応を続けて樹脂溶液を合成した。室温まで冷却した後、樹脂溶液約2gをサンプリングして180℃、20分加熱乾燥して不揮発分を測定し、先に合成した樹脂溶液に不揮発分が20%となるようにシクロヘキサノンを添加してアクリル樹脂溶液を調製した。
(Synthesis of acrylic resin) Put 800 parts of cyclohexanone in a reaction vessel, heat to 100 ° C while injecting nitrogen gas into the vessel, and drop the mixture of the following monomers and thermal polymerization initiator at the same temperature over 1 hour. A polymerization reaction was performed.
Styrene 60.0 parts Methacrylic acid 60.0 parts Methyl methacrylate 65.0 parts Butyl methacrylate 65.0 parts Azobisisobutyronitrile 10.0 parts After dropping and further reacting at 100 ° C for 3 hours, azobis A solution prepared by dissolving 2.0 parts of isobutyronitrile in 50 parts of cyclohexanone was added, and the reaction was further continued at 100 ° C. for 1 hour to synthesize a resin solution. After cooling to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180 ° C. for 20 minutes to measure the nonvolatile content, and cyclohexanone was added to the previously synthesized resin solution so that the nonvolatile content was 20%. An acrylic resin solution was prepared.

DPP顔料(チバスペシャルティケミカルズ社製「イルガジンDPP REDBO」、C.I.Pigment RED254)144部、化合物(a)16部、塩化ナトリウム1600部、およびジエチレングリコール190部をステンレス製1ガロンニーダー(井上製作所社製)に仕込み、60℃で10時間混練した。つぎにこの混合物を3リットルの温水に投入し、約80℃に加熱しながらハイスピードミキサーで約1時間攪拌してスラリー状とし、濾過、水洗をくりかえして塩化ナトリウムおよび溶剤を除いた後、80℃で1昼夜乾燥し、156.0部のカラーフィルタ用顔料(一次粒子径30〜40nm、比表面積88m2/g)を得た。   144 parts of DPP pigment (“Irgazine DPP REDBO”, CI Pigment RED254, manufactured by Ciba Specialty Chemicals), 16 parts of compound (a), 1600 parts of sodium chloride, and 190 parts of diethylene glycol are made of 1 gallon kneader made of stainless steel (Inoue Manufacturing Co., Ltd.) And kneaded at 60 ° C. for 10 hours. Next, the mixture is poured into 3 liters of warm water, stirred at a high speed mixer for about 1 hour while being heated to about 80 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and solvent, and then 80 After drying for 1 day at 0 ° C., 156.0 parts of a pigment for a color filter (primary particle size 30 to 40 nm, specific surface area 88 m 2 / g) was obtained.

DPP顔料をジアミノジアントラキノン顔料チバスペシャルティケミカルズ社製「クロモフタルレッドA2B」(C.I.Pigment RED177)に、化合物(a)を化合物(b)に代えた以外は、実施例1と同様の操作を行い158.1部のカラーフィルタ用顔料(一次粒子径30〜40nm、比表面積92m2/g)を得た。   The same procedure as in Example 1 except that the DPP pigment was changed to “chromophthaled red A2B” (CI Pigment RED177) manufactured by Ciba Specialty Chemicals and the compound (a) was replaced with the compound (b). And 158.1 parts of a pigment for a color filter (primary particle diameter of 30 to 40 nm, specific surface area of 92 m2 / g) was obtained.

化合物(a)を化合物(c)に代えた以外は、実施例1と同様の操作を行い156.5部のカラーフィルタ用顔料(一次粒子径30〜40nm、比表面積89m2/g)を得た。   The same operation as in Example 1 was carried out except that the compound (a) was replaced with the compound (c) to obtain 156.5 parts of a color filter pigment (primary particle size of 30 to 40 nm, specific surface area of 89 m <2> / g). .

DPP顔料の量を144部から136部に代え、化合物(a)16部を化合物(d)24部に代えた以外は、実施例1と同様の操作を行い156.0部のカラーフィルタ用顔料(一次粒子径20〜30nm、比表面積95m2/g)を得た。   156.0 parts of a pigment for a color filter were prepared in the same manner as in Example 1 except that the amount of DPP pigment was changed from 144 parts to 136 parts and 16 parts of compound (a) was changed to 24 parts of compound (d). (Primary particle diameter of 20 to 30 nm, specific surface area of 95 m2 / g) was obtained.

[比較例1]化合物(a)を除いた以外は、実施例1と同様の操作を行い149.0部の処理顔料(一次粒子径40〜50nm、比表面積81m2/g)を得た。 [Comparative Example 1] Except for the removal of the compound (a), the same operation as in Example 1 was carried out to obtain 149.0 parts of treated pigment (primary particle size 40-50 nm, specific surface area 81 m2 / g).

[比較例2]化合物(b)を除いた以外は、実施例2と同様の操作を行い149.0部の処理顔料(一次粒子径60〜80nm、比表面積65m2/g)を得た。 [Comparative Example 2] Except for the removal of the compound (b), the same operation as in Example 2 was carried out to obtain 149.0 parts of treated pigment (primary particle diameter 60-80 nm, specific surface area 65 m2 / g).

[比較例3]化合物(a)を化合物(e)に代えた以外は、実施例1と同様の操作を行い151.2部の処理顔料(一次粒子径30〜40nm、比表面積85m2/g)を得た。 [Comparative Example 3] 151.2 parts of treated pigment (primary particle size 30 to 40 nm, specific surface area 85 m2 / g) was carried out in the same manner as in Example 1 except that the compound (a) was replaced with the compound (e). Got.

[比較例4]化合物(a)を化合物(f)に代えた以外は、実施例1と同様の操作を行い152.0部の処理顔料(一次粒子径30〜40nm、比表面積87m2/g)を得た。 [Comparative Example 4] 152.0 parts of treated pigment (primary particle size 30 to 40 nm, specific surface area 87 m2 / g) was carried out in the same manner as in Example 1 except that the compound (a) was replaced with the compound (f). Got.

実施例および比較例で得られた顔料を含む下記組成の混合物を均一に撹拌混合した後、1μmのフィルタで濾過してアルカリ現像型感光性着色組成物を作製した。
顔料 4.5部 上記アクリル樹脂溶液 24.0部 トリメチロールプロパントリアクリレート 5.4部 (新中村化学社製「NKエステルATMPT」)
光開始剤(チバガイギー社製「イルガキュアー907」) 0.3部
増感剤(保土ヶ谷化学社製「EAB−F」) 0.2部
シクロヘキサノン 65.1部
Mixtures having the following compositions containing the pigments obtained in Examples and Comparative Examples were uniformly stirred and mixed, and then filtered through a 1 μm filter to prepare an alkali developing type photosensitive coloring composition.
Pigment 4.5 parts Acrylic resin solution 24.0 parts Trimethylolpropane triacrylate 5.4 parts ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.)
Photoinitiator ("Irgacure 907" manufactured by Ciba Geigy) 0.3 parts
Sensitizer (Hoabaya Chemical "EAB-F") 0.2 parts
65.1 parts cyclohexanone

得られた感光性着色組成物を用いて、下記の方法で透明基板上に色材層を形成し、色材層の色度を評価した。結果を表3に示す。100mm×100mm、1.1mm厚のガラス基板上に、得られた感光性着色組成物をスピンコーターを用いて塗布し、塗布基板を得た。次に、70℃で20分乾燥後、超高圧水銀ランプを用いて、積算光量150mJで紫外線露光を行った。露光後230℃で1時間加熱して放冷後、顕微分光光度計(オリンパス光学社製「OSP−SP100」)を用いてC光源での色度(Y,x,y)を測定した。スピンコーターの回転数を変えてこの操作を繰り返し色度のxが0.6となるように膜厚を調整した基板のYの値で明度を比較した。   Using the obtained photosensitive coloring composition, a color material layer was formed on a transparent substrate by the following method, and the chromaticity of the color material layer was evaluated. The results are shown in Table 3. The obtained photosensitive coloring composition was applied on a 100 mm × 100 mm, 1.1 mm thick glass substrate using a spin coater to obtain a coated substrate. Next, after drying at 70 ° C. for 20 minutes, ultraviolet exposure was performed with an integrated light amount of 150 mJ using an ultrahigh pressure mercury lamp. After exposure, the mixture was heated at 230 ° C. for 1 hour and allowed to cool, and then the chromaticity (Y, x, y) with a C light source was measured using a microspectrophotometer (“OSP-SP100” manufactured by Olympus Optical Co., Ltd.). This operation was repeated by changing the number of rotations of the spin coater, and the brightness was compared with the Y value of the substrate whose film thickness was adjusted so that x of chromaticity was 0.6.

実施例1〜4の顔料を用いた感光性着色組成物塗布基板は比較例1〜4のそれに比べて高いY値を示し、明度に優れていた。   The photosensitive coloring composition application | coating board | substrate using the pigment of Examples 1-4 showed high Y value compared with that of Comparative Examples 1-4, and was excellent in the brightness.

Figure 2007314681
Figure 2007314681

Claims (4)

ジアントラキノン系顔料又はジケトピロロピロール系顔料を下記式1で示される化合物の存在下に湿式粉砕することを特徴とする顔料組成物の製造方法。
式1
Figure 2007314681
(但し、式中、QはNH(CH)nNR又は水酸基を表し、RはNH(CH)nNRを表し、R、Rは炭素数1〜4のアルキル基又はRとRが一体となって新たな窒素原子又は酸素原子を含んでもよい5員環構造又は6員環構造を表し、nは1〜4の整数を表す。)
A method for producing a pigment composition, comprising wet pulverizing a dianthraquinone pigment or diketopyrrolopyrrole pigment in the presence of a compound represented by the following formula 1.
Formula 1
Figure 2007314681
(In the formula, Q represents NH (CH 2 ) nNR 1 R 2 or a hydroxyl group, R represents NH (CH 2 ) nNR 1 R 2 , and R 1 and R 2 are alkyl groups having 1 to 4 carbon atoms. Alternatively, R 1 and R 2 are combined to represent a 5-membered or 6-membered ring structure that may contain a new nitrogen atom or oxygen atom, and n represents an integer of 1 to 4.)
顔料組成物が、カラーフィルタ用途である請求項1記載の製造方法。 The production method according to claim 1, wherein the pigment composition is used for a color filter. 請求項1又は2記載の製造方法により得られた顔料組成物。 A pigment composition obtained by the production method according to claim 1 or 2. 請求項3記載の顔料組成物と顔料担体とからなる顔料分散体。
A pigment dispersion comprising the pigment composition according to claim 3 and a pigment carrier.
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