JP2020521019A - Colorant compound and coloring composition containing the same - Google Patents

Abstract

The present invention relates to a coloring agent and a coloring composition containing the same. More specifically, the present invention provides a colorant having a novel structure which exhibits excellent color characteristics and heat resistance and can be used for producing a color filter, and a coloring composition containing the same.

Description

[Cross-reference of related applications]
This application claims the benefit of priority based on Korean Patent Application No. 10-2017-0100549 of August 8, 2017 and Korean Patent Application No. 10-2018-0071074 of June 20, 2018, and All the contents disclosed in the document of the Korean patent application are included as part of this specification.

The present invention relates to a colorant compound and a coloring composition containing the same. More specifically, it relates to a colorant compound having a novel structure that exhibits excellent color characteristics and heat resistance, and a coloring composition containing the same.

The color filter is a liquid crystal display device (LCD) and an organic light emitting diode (LCD) and an organic light emitting diode in which each pixel portion showing red (R), green (G), and blue (B) is formed on a transparent substrate such as glass. It is used to realize a color image on a display device such as an (OLED).

The pigments of each pixel applied to such a color filter are made of fine particles in the form of pigments or dyes, but rather than using individual pigments representing red, green and blue, respectively. Often, color materials such as pigments, colorants, etc. that exhibit different colors are appropriately mixed to exhibit red, green, and blue, respectively.

Recently, in the field of liquid crystal displays, demands for large screens and high definition are rapidly increasing, and researches for realizing high-performance color filters corresponding to the demands are intensively conducted.

However, generally known pigment-based color materials have not only poor solubility and dispersibility in the composition, but also reaggregation of particles already dissolved in the composition due to their structural limitations. In most cases, it can be formed of coarse particles and other foreign substances can be formed.

In addition, color filters manufactured from commonly known pigment-type color materials exhibit characteristics such as color purity, color reproducibility, brightness, and contrast ratio at a level that meets the demands for large screens and high definition. Hard to do.

On the other hand, the properties basically required for the color filter include heat resistance and light resistance. However, generally known pigment-based color materials are also limited in their heat resistance and light resistance due to their structural limitations.

The present invention provides a colorant compound of generally unknown structure and a coloring composition comprising the same, in order to overcome the above-indicated limitations.

上記化学式１中、
Ａは、下記化学式２ａまたは２ｂで表され、
Ｒ^１〜Ｒ^６のうち少なくとも１つは、下記化学式３で表され、
Ｒ^１〜Ｒ^６のうち、下記化学式３で表されない残りは、それぞれ、互いに独立して、水素；置換または非置換の炭素数１〜２０のアルキル基；置換または非置換の炭素数１〜２０のアルコキシ基；置換または非置換の炭素数１〜２０のヒドロキシアルキル基；置換または非置換の炭素数６〜３０のアリール基；置換または非置換の炭素数７〜３０のアリールアルキル基；置換または非置換の炭素数７〜３０のアルキルアリール基；または置換または非置換の炭素数２〜３０のヘテロアリール基であり、
[化学式２ａ]

[化学式２ｂ]

上記化学式２ａ中、Ｘ^１は、同一または異なり、水素；置換または非置換の炭素数１〜２０のアルキル基；置換または非置換の炭素数１〜２０のアルコキシ基；置換または非置換の炭素数１〜２０のヒドロキシアルキル基；置換または非置換の炭素数６〜３０のアリール基；置換または非置換の炭素数７〜３０のアリールアルキル基；置換または非置換の炭素数７〜３０のアルキルアリール基；または置換または非置換の炭素数２〜３０のヘテロアリール基であり、
上記化学式２ｂ中、Ｘ^１は、同一または異なり、水素；ハロゲン元素；置換または非置換の炭素数１〜２０のアルキル基；置換または非置換の炭素数１〜２０のアルコキシ基；置換または非置換の炭素数１〜２０のヒドロキシアルキル基；置換または非置換の炭素数６〜３０のアリール基；置換または非置換の炭素数７〜３０のアリールアルキル基；置換または非置換の炭素数７〜３０のアルキルアリール基；または置換または非置換の炭素数２〜３０のヘテロアリール基であり、
[化学式３]

上記化学式３中、
Ｑ^１は、ＯまたはＮＨであり、
Ｑ^２は、直接結合またはＣＯであり、
Ｒ^７は、直接結合または炭素数１〜１２のアルキレン基であり、
Ｂは、１つ以上のヒドロキシ基で置換された炭素数６〜３０のアリール基；または１つ以上のヒドロキシ基で置換された炭素数７〜３０のアルキルアリール基である。 One embodiment of the present invention provides a colorant compound represented by Chemical Formula 1 below.
[Chemical formula 1]

In the above chemical formula 1,
A is represented by the following chemical formula 2a or 2b,
At least one of R ^{1 to} R ⁶ is represented by the following chemical formula 3,
The rest of R ^{1 to} R ⁶ which are not represented by the following chemical formula 3 are, independently of each other, hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted 1 to 20 carbon atom. An alkoxy group; a substituted or unsubstituted hydroxyalkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms; An unsubstituted alkylaryl group having 7 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
[Chemical formula 2a]

[Chemical formula 2b]

In the above chemical formula 2a, X ^{1 s} are the same or different and are hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; a substituted or unsubstituted carbon number 1-20 hydroxyalkyl group; substituted or unsubstituted C6-30 aryl group; substituted or unsubstituted C7-30 arylalkyl group; substituted or unsubstituted C7-30 alkylaryl A group; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
In the above chemical formula 2b, X ¹ is the same or different and is hydrogen; a halogen element; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A C1-C20 hydroxyalkyl group; a substituted or unsubstituted C6-30 aryl group; a substituted or unsubstituted C7-30 arylalkyl group; a substituted or unsubstituted C7-30 Or an substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
[Chemical formula 3]

In the above chemical formula 3,
Q ¹ is O or NH,
Q ² is a direct bond or CO,
R ⁷ is a direct bond or an alkylene group having 1 to 12 carbon atoms,
B is an aryl group having 6 to 30 carbon atoms substituted with one or more hydroxy groups; or an alkylaryl group having 7 to 30 carbon atoms substituted with one or more hydroxy groups.

Further, another embodiment of the present invention provides a coloring composition containing the colorant compound, a binder resin, a polymerizable compound, and a photopolymerization initiator.

The colorant compound provided in one embodiment of the present invention has a structure containing a specific group of molecules, which is different from generally known compounds, to meet the demands for large screen and high definition. The characteristics such as color purity, color reproducibility, brightness, and light-dark ratio can be expressed at a certain level, and basic performances such as heat resistance and light resistance can be excellently expressed.

A coloring composition provided in another embodiment of the present invention includes the colorant compound, and when a color filter is manufactured using the same, color characteristics such as color reproducibility, heat resistance, light resistance, etc. are all satisfied. An excellent high-resolution color filter can be manufactured in a large area.

The present invention is embodied in a colorant compound and a coloring composition containing the same. Advantages and features of the present invention, and methods of achieving them, will become apparent with reference to the embodiments described in detail below. However, the present invention is not limited to the embodiments disclosed below and is embodied in various forms different from each other, and the present embodiment merely makes the disclosure of the present invention complete. The present invention is provided for completely informing a person having ordinary knowledge in the technical field to which the present invention belongs, and the present invention is defined only by the scope of the claims.

Hereinafter, prior to detailed description of the embodiments of the present invention, expressions, terms and the like used in the present specification will be defined.

は、他の置換基に連結される結合を意味する。 First, in this specification,

Means a bond linked to another substituent.

In the present specification, the term “substituted or unsubstituted” includes deuterium; halogen group; nitrile group; nitro group; hydroxy group; carbonyl group; ester group; imido group; amino group; phosphine oxide group; alkoxy group; Aryloxy group; alkylthioxy group; arylthioxy group; alkylsulfoxy group; arylsulfoxy group; silyl group; boron group; alkyl group; cycloalkyl group; alkenyl group; aryl group; aralkyl group; aralkenyl group; alkylaryl A group; an alkylamine group; an aralkylamine group; a heteroarylamine group; an arylamine group; an arylphosphine group; or 1 selected from the group consisting of a heterocyclic group containing at least one of N, O, and S atoms. It means that it is substituted or unsubstituted with one or more substituents, or is substituted or unsubstituted in which two or more substituents among the exemplified substituents are linked. For example, the “substituent in which two or more substituents are linked” may be a biphenyl group. That is, the biphenyl group can be an aryl group, and can be interpreted as a substituent in which two phenyl groups are linked.

In the present specification, the aryl group may be a monocyclic aryl group having 6 to 30 carbon atoms, or 6 to 20 carbon atoms, or 6 to 12 carbon atoms, or a polycyclic aryl group. The monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited thereto. The polycyclic aryl group may be, but is not limited to, a naphthyl group, anthracenyl group, phenanthryl group, pyrenyl group, perylenyl group, chrysenyl group, fluorenyl group, and the like.

In the present specification, the alkyl group may be a straight chain or branched chain alkyl group having 1 to 20 carbon atoms, or 1 to 10 carbon atoms, or 1 to 5 carbon atoms. Specific examples of the alkyl group include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl and n-. Pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl , 1-methylhexyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1- Examples include, but are not limited to, dimethylpropyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, and the like.

In the present specification, for the arylalkyl group and the aryl group in the alkylaryl group, the above description on the aryl group can be applied. In the present specification, the description of the alkyl group described above can be applied to the arylalkyl group and the alkyl group in the alkylaryl group.

Hereinafter, embodiments of the present invention will be described in detail based on the expressions, terms, etc. defined above.

Colorant compound

Structure of Colorant Compound and Consequent Advantages The colorant compound according to one embodiment of the present invention is based on 1) quinophthalone or a derivative compound thereof, but 2) a skeleton on which the specific substituent is substituted. It has an introduced novel structure.

１）上記化学式１中、Ａは、下記化学式２ａまたは２ｂで表される。 Specifically, the colorant compound according to one embodiment of the present invention is represented by the following Chemical Formula 1.
[Chemical formula 1]

1) In the above chemical formula 1, A is represented by the following chemical formula 2a or 2b.

[化学式２ｂ]

上記化学式２ａ中、Ｘ^１は、同一または異なり、水素；置換または非置換の炭素数１〜２０のアルキル基；置換または非置換の炭素数１〜２０のアルコキシ基；置換または非置換の炭素数１〜２０のヒドロキシアルキル基；置換または非置換の炭素数６〜３０のアリール基；置換または非置換の炭素数７〜３０のアリールアルキル基；置換または非置換の炭素数７〜３０のアルキルアリール基；または置換または非置換の炭素数２〜３０のヘテロアリール基であり、
上記化学式２ｂ中、Ｘ^１は、同一または異なり、水素；ハロゲン元素；置換または非置換の炭素数１〜２０のアルキル基；置換または非置換の炭素数１〜２０のアルコキシ基；置換または非置換の炭素数１〜２０のヒドロキシアルキル基；置換または非置換の炭素数６〜３０のアリール基；置換または非置換の炭素数７〜３０のアリールアルキル基；置換または非置換の炭素数７〜３０のアルキルアリール基；または置換または非置換の炭素数２〜３０のヘテロアリール基であり、
以下、便宜上、前記'キノフタロン（Ｑｕｉｎｏｐｈｔｈａｌｏｎｅ）またはその誘導体化合物'を、'キノフタロン（Ｑｕｉｎｏｐｈｔｈａｌｏｎｅ）系化合物'と称する。 This means that the colorant compound according to an embodiment of the present invention develops yellow color based on quinophthalone or its derivative compound.
[Chemical formula 2a]

[Chemical formula 2b]

In the above chemical formula 2a, X ^{1 s} are the same or different and are hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; a substituted or unsubstituted carbon number 1-20 hydroxyalkyl group; substituted or unsubstituted C6-30 aryl group; substituted or unsubstituted C7-30 arylalkyl group; substituted or unsubstituted C7-30 alkylaryl A group; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
In the above chemical formula 2b, X ¹ is the same or different and is hydrogen; a halogen element; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A C1-C20 hydroxyalkyl group; a substituted or unsubstituted C6-30 aryl group; a substituted or unsubstituted C7-30 arylalkyl group; a substituted or unsubstituted C7-30 Or an substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
Hereinafter, for the sake of convenience, the “quinophthalone or its derivative compound” is referred to as a “quinophthalone compound”.

2) On the other hand, in Formula ^1, at least one of R 1 to R ⁶ is represented by the following Chemical Formula ^3, of R 1 to R ^6, the rest not represented by the following Chemical Formula 3, respectively, independently of each other , Hydrogen; substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; substituted or unsubstituted hydroxyalkyl group having 1 to 20 carbon atoms; substituted or unsubstituted A C6 to C30 aryl group; a substituted or unsubstituted C7 to C30 arylalkyl group; a substituted or unsubstituted C7 to C30 alkylaryl group; or a substituted or unsubstituted C2 to C2 30 heteroaryl groups.

上記化学式３中、Ｑ^１は、ＯまたはＮＨであり、Ｑ^２は、直接結合またはＣＯであり、Ｒ^７は、直接結合または炭素数１〜１２のアルキレン基であり、Ｂは、１つ以上のヒドロキシ基で置換された炭素数６〜３０のアリール基；または１つ以上のヒドロキシ基で置換された炭素数７〜３０のアルキルアリール基である。 This means that the colorant compound according to an embodiment of the present invention has a substituent represented by the following Chemical Formula 3 introduced into at least one position of the quinophthalone compound.
[Chemical formula 3]

In the above chemical formula 3, Q ¹ is O or NH, Q ² is a direct bond or CO, R ⁷ is a direct bond or an alkylene group having 1 to 12 carbon atoms, and B is one or more. An aryl group having 6 to 30 carbon atoms substituted with a hydroxy group; or an alkylaryl group having 7 to 30 carbon atoms substituted with one or more hydroxy groups.

In this connection, the colorant compound according to one embodiment of the present invention comprises i) a hydrophilic moiety, Q ¹ , Q ² (in the case of CO), and B, while at the same time ii) a substitution having a high molecular weight. The group (Chemical formula 3) is introduced, and the characteristics such as solubility and heat resistance are improved as compared with the case where such a substituent is not introduced.

i) Specifically, during the production of the color filter composition, it is common to add an additive such as a dispersant in order to improve the dispersibility of the colorant compound in the composition.

However, the colorant compound according to an exemplary embodiment of the present invention may have a hydrophilic moiety such as Q ¹ , Q ² (in the case of CO), and a substituent containing B (Chemical Formula 3). The dispersibility in the composition can be improved as compared with the case where no substituent is introduced. Such an effect can be more effectively exhibited when the hydrophilic solvent is included in the composition.

Accordingly, unlike the general case, when a composition containing a colorant compound according to an embodiment of the present invention is manufactured, the amount of additives such as a dispersant is reduced or not used at all, and the colorant compounds are not used at all. Reaggregation and foreign matter generation can be suppressed.

Furthermore, a color filter embodied on the basis of such a composition has an absorption spectrum and a transmission spectrum of the color filter properly combined with a spectrum of a light source, so that the characteristics such as color purity, brightness, and contrast ratio are all excellent. Can be expressed.

ii) Meanwhile, the colorant compound according to one embodiment of the present invention is prepared by introducing a substituent (Chemical Formula 3) containing an aryl group having 6 to 30 carbon atoms or an alkylaryl group having 7 to 30 carbon atoms. The molecular weight can be increased compared to the case where such a substituent is not introduced.

Accordingly, the colorant compound according to an embodiment of the present invention may be manufactured as a composition having improved heat resistance based on the increased molecular weight of the colorant compound.

Furthermore, a color filter embodied on the basis of such a composition is capable of exhibiting stable display performance without causing a rapid change in color purity, brightness, light-dark ratio, etc. in the heat treatment process for realizing it. You can

In short, the colorant compound according to one embodiment of the present invention is 1) to realize a yellow color based on the quinophthalone compound, and 2) to introduce a substituent represented by the following chemical formula 3. By doing so, the solubility is improved as compared with the case where it is not, and the characteristics such as color purity, color reproducibility, light-dark ratio, and heat resistance are all excellently exhibited.

Such advantages and features, and the manner in which they are achieved, will be apparent with reference to the embodiments described in detail below.

Example of Colorant Compound Hereinafter, the colorant compound according to one embodiment of the present invention will be briefly described based on the embodiments described in detail below. However, as described above, the following description is merely an example, and the present invention is defined by the scope of the claims.

A compound contained in a general pigment does not have a bulky substituent and is often insoluble in a solvent. Therefore, a general pigment is dispersed in a particle state without being dissolved in a solvent, and has a broad spectrum including not only an absorption spectrum specific to the compound molecule but also a new absorption spectrum generated by the intermolecular attractive force of the compound. It will absorb the area.

To solve these problems, a bulky substituent is introduced into the colorant compound of Formula 1 in an embodiment of the present invention.

上記化学式４中、Ｒ^ａ、Ｒ^ｂ、Ｒ^ｃ、Ｒ^ｄ、およびＲ^ｅのうちいずれか１つ以上はヒドロキシ基（−ＯＨ）であり、残りは互いに独立して、水素、炭素数１〜２０の直鎖アルキル基、または炭素数３〜２０の分枝鎖アルキル基である。 Specifically, according to an embodiment of the present invention, in formulas 2a and 2b, X ¹ may be the same and may be hydrogen. In addition, according to an embodiment of the present invention, B in the above Chemical Formula 3 may be represented by the following Chemical Formula 4.
[Chemical formula 4]

In the chemical formula 4, any one or more of R ^a , R ^b , R ^c , R ^d , and R ^e is a hydroxy group (—OH), and the rest are, independently of each other, hydrogen and a carbon number of 1 to 1. It is a linear alkyl group having 20 or a branched chain alkyl group having 3 to 20 carbon atoms.

When the formula (4), which is such a bulky substituent, is introduced into the colorant compound of formula (1), the solubility in a solvent can be improved as compared with the case where such a substituent is not introduced. ..

Therefore, the improved solubility contributes to reducing the generation of a new absorption spectrum due to the intermolecular attraction of the colorant compound of the above chemical formula 1, and to exhibit excellent color purity, color reproducibility, brightness, and contrast ratio. it can.

In addition, the improved solubility may be necessary to improve the processability of the color pattern instead of significantly reducing the amount of the material (for example, a dispersant) required for dispersing the colorant compound of Formula 1 above. It can also contribute to the input of materials.

In particular, when the chemical formula 4 of the bulky substituent has a hindered structure in which a hydroxy group is located between two branched chain alkyl groups different from each other, a radical that decomposes a molecule (radical) And, singlet oxygen can react with the hindered structure, and the stability of the chromophore can be improved as compared with the case where such structure is not introduced.

Specifically, according to one embodiment of the present invention, in the above Chemical Formula 4, R ^c may be a hydroxy group, and R ^a and R ^e may each be hydrogen. R ^b and R ^d may each independently be a branched chain alkyl group having 3 to 20 carbon atoms, specifically 3 to 10 carbon atoms, and more specifically 3 to 6 carbon atoms.

More specifically, each of R ^b and R ^{d in} the chemical formula 4 is a branched alkyl group having 4 carbon atoms, and in such a case, the chemical formula 4 is located at R ⁶ in the chemical formula 1 and R ^{1 to} R ⁵ of each can be hydrogen.

As an example related to such a case, the compound represented by Chemical Formula 1 may be any one selected from the group consisting of the following, but is not limited thereto.

The colorant compound of Chemical Formula 1 may be manufactured using various methods generally known in the art, including the manufacturing examples described below. Therefore, the method for producing the colorant compound of Chemical Formula 1 is not particularly limited.

Coloring Composition According to another embodiment of the present invention, there is provided a coloring composition including the colorant compound of Chemical Formula 1.

Here, the detailed description and specific examples of the colorant compound of Chemical Formula 1 are as described above. Therefore, the composition containing the colorant compound of Chemical Formula 1 will be described in detail below, but the description overlapping with the above description will be omitted.

The colorant compound is about 10% by weight or more, or about 15% by weight or more, or about 20% by weight or more, based on 100% by weight of solid contents contained in the coloring composition. It may be included up to about 50% by weight, or up to about 40% by weight, or up to about 30% by weight. If the content of the colorant compound is too low, the color purity may be lowered, and if it is too high, the curing reaction of the resin composition may not be successful, and from such a viewpoint, it is included in such a range. Preferably.

The colorant compound of Formula 1 may be used alone or in admixture of two or more when manufacturing the coloring composition according to an embodiment of the present invention.

Further, the coloring composition of the present invention may optionally further contain other known coloring agent compounds in addition to the coloring agent compound of the above chemical formula 1 as necessary.

For example, the coloring composition of the present invention may include at least one of a dye (Dye) and a pigment (Pigment) in addition to the colorant compound represented by Chemical Formula 1. Specifically, each of the dye (Dye) and the pigment (Pigment) may include at least one compound exhibiting any one color of yellow, red, and green.

More specifically, in the case of the compound exhibiting the yellow color, a metal-complex compound, an azo compound, a quinophthalone compound, an isoindoline compound, and a styryl compound. One or more compounds selected from the group including styryl)-based compounds can be included.

In the case of the compound showing a red color, a metal-complex compound, an azo compound, a xanthene compound, a diketopyrrolopyrrole compound, an anthraquinone compound. , And one or more compounds selected from the group including Parylene-based compounds.

In the case of the compound showing a green color, it may include at least one compound selected from the group including a metal-complex compound, a triarylmethane compound, and an anthraquinone compound. You can

In the case of the pigment, a group of yellow pigments including PY129, PY138, PY139, PY150, and PY185; PR48, PR48:1, PR48:2, PR48:3, PR48:4, PR177, PR179, PR207, PR254, PR255, PR264. And a red pigment group including PR269; and at least one selected from the group consisting of a green pigment group including PG7, PG36, PG58, and PG59.

Furthermore, the coloring composition according to an embodiment of the present invention may further include a binder resin, a polymerizable compound, and a photoinitiator.

The polymer resin is not particularly limited, and those generally used in the technical field to which the present invention belongs can be used. For example, an alkali-soluble resin can be used.

As a specific example, a (meth)acrylic resin, an acrylamide resin, a novolac resin, or the like can be used as the alkali-soluble resin. For example, the weight average molecular weight (Mw) is 3,000 to 150,000 g/ What is mol can be used, but this invention is not limited to this.

The content of the polymer resin is about 3% by weight or more, about 5% by weight or more, or about 10% by weight or more, and about 30% by weight based on 100% by weight of the solid content contained in the coloring composition. % Or less, or about 20% by weight, or about 15% by weight or less, but the present invention is not limited thereto.

The polymerizable compound is not particularly limited, and those generally used in the technical field to which the present invention belongs can be used. For example, a photopolymerizable compound having an ethylenically unsaturated group can be used. The compound having an ethylenically unsaturated group may be an acrylate compound.

More specific examples include pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, ethylene glycol di(meth)acrylate, One or more compounds selected from polyethylene glycol di(meth)acrylate and the like can be used, but the present invention is not limited thereto.

The content of the polymerizable compound is about 30% by weight or more, about 40% by weight or more, or about 50% by weight or more, and about 80% by weight based on 100% by weight of the solid content contained in the coloring composition. % Or less, or about 70% by weight, or about 60% by weight or less, but the present invention is not limited thereto.

The photoinitiator, that is, the photopolymerization initiator is not particularly limited, and those generally used in the technical field to which the present invention belongs can be used. For example, 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine, 2,4-trichloromethyl-(4'-methoxystyryl)-6-triazine, 2,4-trichloromethyl-(fipronil). One or more compounds selected from 6-triazine, 1-hydroxycyclohexyl phenyl ketone, 4-(2-hydroxyethoxy)-phenyl(2-hydroxy)propyl ketone, benzophenone, 2,4,6-trimethylaminobenzophenone, etc. Can be used, but is not limited thereto.

The content of the photopolymerization initiator may be about 0.1 to about 10% by weight based on 100% by weight of the solid content contained in the coloring composition, but the present invention is not limited thereto. is not.

The coloring composition of the present invention may further contain a solvent in order to improve the coatability and workability.

For example, as the solvent, methyl ethyl ketone, methyl cellosolve, ethyl cellosolve, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, One or more compounds selected from butyl acetate, dipropylene glycol monomethyl ether and the like can be used, but the present invention is not limited thereto.

The content of the solvent is not particularly limited as it can be adjusted in consideration of coating properties and workability, but is, for example, about 50 to about 100 parts by weight based on 100 parts by weight of the solid content contained in the coloring composition. It may be included at 500 parts by weight.

On the other hand, the coloring composition, in addition to the above-mentioned components, a curing accelerator, a thermal polymerization inhibitor, a dispersant, an antioxidant, an ultraviolet absorber, a leveling agent, a photosensitizer, a plasticizer, an adhesion promoter, and a filling agent. Agents, or additives such as surfactants that may be included in conventional coloring compositions for color filters.

Examples of the curing accelerator include 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-4,6-dimethyl. Aminopyridine, pentaerythritol tetrakis (3-mercaptopropionate), pentaerythritol tris (3-mercaptopropionate), pentaerythritol tetrakis (2-mercaptoacetate), pentaerythritol tris (2-mercaptoacetate), trimethylolpropane Selected from the group consisting of tris(2-mercaptoacetate), trimethylolpropane tris(3-mercaptopropionate), trimethylolethane tris(2-mercaptoacetate), and trimethylolethane tris(3-mercaptopropionate). However, the present invention is not limited thereto, and may include those generally known in the technical field to which the present invention belongs.

Color Filter The colorant compound represented by Chemical Formula 1 can be used to manufacture a color filter by a method generally known in the technical field of the present invention, for example, a printing method or a photolithography method.

In this regard, in yet another embodiment of the present invention, there is provided a color filter including the colorant compound.

For example, according to the photolithography method, the coloring composition is applied on the transparent substrate by a method such as spray coating, spin coating, slit coating, roll coating, and dipping. An exposure process is selectively performed on the coating film through a mask having a predetermined pattern. Meanwhile, the pre-exposure heat treatment (pre bake) and/or the post-exposure heat treatment (post bake) process may be further performed. After the exposure, the colored composition is developed to form a desired photoresist pattern. The developed substrate may be washed and dried to obtain a color filter having a photoresist pattern of a desired shape.

As described above, the color filter manufactured using the colorant compound can achieve 1) yellow color by the colorant compound (Formula 1) being based on a quinophthalone compound. 2) Introducing a huge (Bulky) substituent (Chemical formula 3) improves the solubility compared to the case where it is not, and all the characteristics such as color purity, color reproducibility, contrast ratio, and heat resistance are excellent. Can be expressed in.

Especially when the huge substituent has a hindered structure in which a hydroxy group is located between two different branched alkyl groups, radicals and singlet oxygen that decompose the molecule Can react with the hindered structure to improve the stability of the chromophore as compared with the case where such a structure is not introduced.

Therefore, by using the coloring composition of the present invention, a highly reliable and high resolution color filter can be manufactured.

Hereinafter, the operation and effects of the present invention will be described in more detail through specific examples of the present invention. However, as described above, such an embodiment is presented only as an exemplification of the present invention and does not determine the scope of rights of the present invention.

<Examples Related to Synthesis of Colorant Compound>

５００ｍｌ体積の１口丸底フラスコ（１−ｎｅｃｋ ＲＢＦ）に、中間体１３０ｇ（１８８．４５ｍｍｏｌ）と中間体１−Ａ２７．９３ｇ（１８８．４５ｍｍｏｌ）、Ｂｅｎｚｏｉｃ ａｃｉｄ６０ｇ、およびＭｅｔｈｙｌ ｂｅｎｚｏａｔｅ２００ｇを投入し、１８０℃で１０時間攪拌した。以降、溶液を常温で制御した後、ＭｅＯＨ ２０００ｍｌに添加し攪拌した。この過程で生成される析出物を減圧下でろ過した後、ＭｅＯＨで水洗し、８０℃の真空オーブンで２４時間乾燥させて、中間体Ａを得た。この時、得られた中間体Ａの分子量は、ＭＳ分析を通じて２８９ｇ／ｍｏｌであることが確認された。 Production Example 1. Synthesis of intermediate A

Into a 1-neck round bottom flask (1-neck RBF) having a volume of 500 ml, 130 g (188.45 mmol) of intermediate, 27.93 g (188.45 mmol) of intermediate 1-A, 60 g of Benzoic acid, and 200 g of methyl benzoate were charged, and the temperature was 180°C. It was stirred for 10 hours. Thereafter, the solution was controlled at room temperature, then added to 2000 ml of MeOH and stirred. The precipitate formed in this process was filtered under reduced pressure, washed with MeOH, and dried in a vacuum oven at 80° C. for 24 hours to obtain intermediate A. At this time, the molecular weight of the obtained intermediate A was confirmed to be 289 g/mol through MS analysis.

Production example 2. Synthesis of compound 1

A 2-neck round bottom flask (2-neck RBF) having a volume of 100 ml was charged with 30 ml of nitrobenzene (Nitrobenzene) and 3.89 g (15.56 mmol) of the intermediate 1-B and stirred. Thereafter, 5.55 g (46.67 mmol) of SOCl ₂ was gradually added dropwise, and after reacting at 95° C. for 2 hours, nitrogen was blown for 30 minutes to remove residual SOCl ₂ and HCl. Thereafter, after controlling the solution at room temperature, 3 g (10.37 mmol) of intermediate A and 3.15 g (31.11 mmol) of triethylamine were added and reacted at 90° C. for 3 hours. Thereafter, the solution was added to Diethyl Ether and stirred. The precipitate generated in this process was filtered under reduced pressure, washed with water with Diethyl Ether, and then separated and purified by column chromatography to obtain Compound 1. At this time, the molecular weight of the obtained compound 1 was confirmed to be 521 g/mol through MS analysis.

Production example 3. Synthesis of Compound 2 Compound 2 was produced in the same manner as in the remaining Example 1 except that Intermediate 1-C was used instead of Intermediate 1-B.

Production Example 4. Synthesis of Intermediate B Intermediate B was produced in the same manner as in Preparation Example 1, except that Intermediate 1-D was used instead of Intermediate 1-A.

Production Example 5. Synthesis of Compound 3 Compound 3 was produced in the same manner as in the rest, except that Intermediate B was used instead of Intermediate A in Production Example 2.

Production Example 6. Synthesis of Compound 4 Compound 4 was produced in the same manner as in Preparation Example 3 except that Intermediate B was used instead of Intermediate A.

Production Example 7. Synthesis of Intermediate C Intermediate C was produced in the same manner as in Preparation Example 1, except that Intermediate 1-E was used instead of Intermediate 1-A.

Production Example 8. Synthesis of Compound 4 Compound 5 was produced in the same manner as the rest, except that Intermediate C was used instead of Intermediate A in Production Example 2.

Production Example 9. Synthesis of Compound 5 Compound 6 was produced in the same manner as in the rest, except that Intermediate C was used instead of Intermediate A in Production Example 3.

５００ｍｌ体積の２口丸底フラスコ（２−ｎｅｃｋ ＲＢＦ）に、Ｍｅｔｈｙｌｅｎｅ ｃｈｌｏｒｉｄｅ ２５０ｍｌおよび中間体２ ３０ｇ（１８９．６３ｍｍｏｌ）を投入し、攪拌した。以降、Ｔｒｉｅｔｈｙｌａｍｉｎｅ ５７．５６７ｇ（５６８．９０ｍｍｏｌ）を徐々に滴下し、常温で３０分間攪拌した。その後、中間体１−Ｆ ５０．９７ｇ（１８９．６３ｍｍｏｌ）を徐々に滴下し、４５℃で３時間反応させた。そこにＤＩ−Ｗａｔｅｒ ５００ｍｌを添加した後、層分離により形成される有機層はＭｇＳＯ_４を通過させて水分を除去した後、溶媒を減圧下で除去し、カラムクロマトグラフィーにより分離精製して、中間体Ｄを得た。この時、得られた中間体Ｄの分子量は、ＭＳ分析を通じて３９０ｇ／ｍｏｌであることが確認された。 Production Example 10. Synthesis of intermediate D

To a 2-neck round bottom flask (2-neck RBF) having a volume of 500 ml, 250 ml of methylene chloride and 30 g (189.63 mmol) of intermediate 2 were charged and stirred. After that, 57.567 g (568.90 mmol) of Triethylamine was gradually added dropwise, and the mixture was stirred at room temperature for 30 minutes. Then, 50.97 g (189.63 mmol) of Intermediate 1-F was gradually added dropwise, and the mixture was reacted at 45° C. for 3 hours. DI-Water (500 ml) was added thereto, and the organic layer formed by layer separation was passed through MgSO ₄ to remove water, and then the solvent was removed under reduced pressure, followed by separation and purification by column chromatography to obtain an intermediate product. Body D is obtained. At this time, the molecular weight of the obtained intermediate D was confirmed to be 390 g/mol through MS analysis.

Production Example 11. Synthesis of Intermediate E Intermediate E was produced in the same manner as in Preparation Example 10, except that Intermediate 1-G was used instead of Intermediate 1-F.

１００ｍｌ体積の１口丸底フラスコ（１−ｎｅｃｋ ＲＢＦ）に、Ｂｅｎｚｏｉｃ ａｃｉｄ ５ｇ、Ｍｅｔｈｙｌ ｂｅｎｚｏａｔｅ ２０ｍｌに中間体Ｄ ３ｇ（７．６６ｍｍｏｌ）、および中間体１−Ａ １．１５ｇ（７．７４ｍｍｏｌ）を入れて攪拌した。１８０℃で１０時間反応後、温度を常温に制御した。以降、溶液をＭｅＯＨ ２００ｍｌに添加して攪拌し、この過程での析出物を減圧下でろ過し、カラムクロマトグラフィーにより分離精製して、化合物７を得た。この時、得られた化合物７の分子量は、ＭＳ分析を通じて５２０ｇ／ｍｏｌであることが確認された。 Production Example 12. Synthesis of compound 7

A 1-neck round bottom flask (1-neck RBF) having a volume of 100 ml was charged with 5 g of Benzoic acid, 20 ml of methyl benzoate, 3 g (7.66 mmol) of intermediate D, and 1.15 g (7.74 mmol) of intermediate 1-A. And stirred. After reacting at 180°C for 10 hours, the temperature was controlled to room temperature. Thereafter, the solution was added to 200 ml of MeOH and stirred, and the precipitate in this process was filtered under reduced pressure and separated and purified by column chromatography to obtain compound 7. At this time, the molecular weight of the obtained compound 7 was confirmed to be 520 g/mol through MS analysis.

Production Example 13. Synthesis of Compound 8 Compound 8 was produced in the same manner as the rest, except that the following Intermediate E was used in place of Intermediate D in Production Example 12.

Production Example 14. Synthesis of Compound 9 Compound 9 was produced in the same manner as in Preparation Example 12, except that the following Intermediate 1-D was used instead of Intermediate 1-A.

Production Example 15. Synthesis of Compound 10 Compound 10 was produced in the same manner as in Preparation Example 13, except that the following Intermediate 1-D was used instead of Intermediate 1-A.

Production Example 16. Synthesis of Compound 11 Compound 11 was produced in the same manner as in the rest except that Intermediate 1-E was used instead of Intermediate 1-A in Production Example 12.

Production Example 17. Synthesis of Compound 12 Compound 12 was produced in the same manner as in Preparation Example 13 except that Intermediate 1-D was used instead of Intermediate 1-A.

製造例１０で中間体２および中間体１−Ｆの代わりにそれぞれ中間体１および中間体１−Ｈを用い、同じ合成方法により中間体Ｆを合成した。この時、得られた中間体Ｆの分子量は、ＭＳ分析を通じて３７７ｇ／ｍｏｌであることが確認された。 Production Example 18. Synthesis of compound intermediate F

Intermediate F was synthesized by the same synthetic method by using Intermediate 1 and Intermediate 1-H in place of Intermediate 2 and Intermediate 1-F in Production Example 10. At this time, the molecular weight of the obtained intermediate F was confirmed to be 377 g/mol through MS analysis.

製造例１２で中間体Ｄの代わりに中間体Ｆを使用し、同様の方法で化合物１３を合成した。この時、得られた化合物１３の分子量は、ＭＳ分析を通じて５０７ｇ／ｍｏｌであることが確認された。 Production Example 19. Synthesis of compound 13

The compound 13 was synthesize|combined by the same method using the intermediate F instead of the intermediate D in manufacture example 12. At this time, the molecular weight of the obtained compound 13 was confirmed to be 507 g/mol through MS analysis.

Production Example 20. Synthesis of compound 14

Compound 14 was synthesized by the same synthetic method using Intermediate F and Intermediate 1-D instead of Intermediate D and Intermediate 1-A in Preparation Example 12. At this time, the molecular weight of the obtained compound 14 was confirmed to be 557 g/mol through MS analysis.

Comparative Example Compound 1
PY138 (manufactured by BASF, Pliotol (registered trademark) Yellow L 0960 HD) was used as Comparative Example compound 1.

<Examples of manufacturing colored compositions>

Example 1
Colorant compound 1 5.554 g, copolymer of benzyl methacrylate and methacrylic acid as binder resin (molar ratio 70:30, acid value 113 KOH mg/g, weight average molecular weight 20,000 g/mol measured by GPC, molecular weight Distribution (PDI) 2.0, solid content (SC) 25%, including solvent PGMEA 10.376 g, DPHA (dipentaerythritol hexaacrylate) (manufactured by Nippon Kayaku Co., Ltd.) 12.443 g as a polymerizable compound, photopolymerization initiator As an additive, I-369 (manufactured by BASF) 2.018 g, F-475 (manufactured by DIC) 1.013 g as an additive, and a solvent PGMEA (Propylene Glycol Momethyl Ether Acetate) 68.593 g are mixed to give a total of 100 g of coloring. A composition was produced.

Examples 2-14
A coloring composition was produced in the same manner as in Example 1 except that 5.554 g of each of the colorant compounds 2 to 14 was used instead of 5.554 g of the colorant compound 1.

Comparative Example 1
A coloring composition was produced in the same manner as in Example 1 except that 5.554 g of Comparative Example compound 1 was used in place of 5.554 g of Colorant compound 1.

<Experimental example>

Evaluation of Heat Resistance and Light Transmittance With respect to each of the coloring compositions of Examples 1 to 14 and Comparative Example 1, heat resistance and light transmittance were evaluated.

Specifically, each of the coloring compositions of Examples 1 to 14 and Comparative Example 1 was spin-coated on a glass substrate 5×5 cm, and pre-baked at 100° C. for 100 seconds. , PrB) to form a film. The distance between the substrate on which the film was formed and the photomask was 300 μm, and the entire surface of the substrate was irradiated with an exposure dose of 40 mJ/cm ² using an exposure machine.

The exposed substrate was developed with a developing solution (KOH, 0.05%) for 60 seconds, and post-heat treatment (post bake, PB) was performed at 230° C. for 20 minutes to obtain a substrate on which a color pattern was formed.

For evaluation of light transmittance and heat resistance, a substrate in a state of being pre-heated (pre bake, prB) was analyzed by using a spectroscope (manufactured by MCPD Otsuka Electronics Co., Ltd.) in a visible range of 380 nm to 780 nm The absorption spectrum in the light region was obtained. In addition, a transmittance spectrum was obtained for a substrate that had been subjected to post heat treatment (postbaking, PB) with the same equipment and measurement range.

Further, ΔEab was calculated by the following formula 1 using the absorption spectra obtained in the pre-heat treatment and the post-heat treatment and the value E (L*, a*, b*) obtained using the C light source backlight. The results are shown in Table 1. By the way, in Table 1, the smaller the ΔE value is, the more excellent the color heat resistance is (heat resistance evaluation), and when ΔE<3 value, it can be used as a color filter dye (light transmittance evaluation). ..

[Formula 1] ΔEab(L*, a*, b*)={(ΔL*) ² +(Δa*) ² +(Δb*) ² } ^1/2

From Table 1, it was confirmed that the colorant compound of Comparative Example 1 was a commercial material having a color change (ΔEab) of 0.31.

Along with this, each colorant compound applied in Examples 1 to 12 also has a color change (ΔEab) of less than 3, and is excellent in color heat resistance to the extent that it can reach a level similar to that of the colorant compound of Comparative Example 1. It was confirmed that the dye can be used as a color filter dye.

Solubility Evaluation The solubility of each colorant compound of Examples 1 to 14 and Comparative Example 1 was evaluated.

Specifically, each colorant compound was dissolved in PGMEA (Propylene Glycol Monomethyl Ether Acetate) at 25° C. to evaluate the solubility, and the results are shown in Table 2.

However, in Table 2, the solubility of 3% or more is represented by O, the solubility of less than 3% by 1% or more is represented by Δ, and the solubility of less than 1% is represented by X.

From Table 2, the colorant compound of Comparative Example 1 has a solubility of less than 1%, while the colorant compounds of Examples 1 to 12 have a solubility of at least 1% or more and a range of 3% or more can be achieved. Was confirmed.

In comparison with the above-mentioned results, each colorant compound of Examples 1 to 12 is different from Comparative Example 1 in that a hydroxy group is present between two different branched chain alkyl groups. It was confirmed that the compound has a bulky substituent having a hindered structure in which is located, and thus exhibits high solubility.

The high solubility of each colorant compound of Examples 1 to 14 reduces the generation of a new absorption spectrum due to the intermolecular attractive force of the colorant compound, resulting in excellent color purity, color reproducibility, brightness, and contrast ratio. Can contribute to expression.

Furthermore, each of the colorant compounds of Examples 1 to 14 has a hindered structure in which a hydroxy group is located between two branched chain alkyl groups different from each other, and therefore, a radical that decomposes the molecule (radial) and Singlet oxygen can react with the hindered structure, and the stability of the chromophore can be improved as compared with the case where such a structure is not introduced.

Claims (17)

A colorant compound represented by the following chemical formula 1:
[Chemical formula 1]

In the above chemical formula 1,
A is represented by the following chemical formula 2a or 2b,
At least one of R ^{1 to} R ⁶ is represented by the following chemical formula 3,
The rest of R ^{1 to} R ⁶ which are not represented by the following chemical formula 3 are, independently of each other, hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted 1 to 20 carbon atom. An alkoxy group; a substituted or unsubstituted hydroxyalkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms; An unsubstituted alkylaryl group having 7 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
[Chemical formula 2a]

[Chemical formula 2b]

In the above chemical formula 2a, X ¹ is the same or different and is hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; a substituted or unsubstituted carbon number 1-20 hydroxyalkyl group; substituted or unsubstituted aryl group having 6 to 30 carbon atoms; substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms; substituted or unsubstituted alkylaryl having 7 to 30 carbon atoms Or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
In the above chemical formula 2b, X ¹ is the same or different and is hydrogen; a halogen element; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A C1-C20 hydroxyalkyl group; a substituted or unsubstituted C6-C30 aryl group; a substituted or unsubstituted C7-C30 arylalkyl group; a substituted or unsubstituted C7-30 An alkylaryl group of: or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms,
[Chemical formula 3]

In the above chemical formula 3,
Q ¹ is O or NH,
Q ² is a direct bond or CO,
R ⁷ is a direct bond or an alkylene group having 1 to 12 carbon atoms,
B is an aryl group having 6 to 30 carbon atoms substituted with one or more hydroxy groups; or an alkylaryl group having 7 to 30 carbon atoms substituted with one or more hydroxy groups. The colorant compound according to claim 1, wherein B in Chemical Formula 3 is represented by Chemical Formula 4 below:
[Chemical formula 4]

In the above chemical formula 4,
Any one or more of R ^a , R ^b , R ^c , R ^d , and R ^e is a hydroxy group (—OH), and the rest are, independently of each other, hydrogen and linear alkyl having 1 to 20 carbon atoms. Or a branched alkyl group having 3 to 20 carbon atoms. R ^a and R ^e of the chemical formula 4 are each hydrogen, R ^c is a hydroxy group, and R ^b and R ^d are each independently a branched chain alkyl group having 3 to 20 carbon atoms. The colorant compound according to 2. The colorant compound according to claim 3, wherein R ^b and R ^{d in} the chemical formula 4 are each a branched alkyl group having 4 carbon atoms. The colorant compound according to claim 2, wherein R ^{6 in} Chemical Formula 1 is represented by Chemical Formula 4. The colorant compound according to claim 5, wherein R ^{1 to} R ^{5 in the} chemical formula 1 are each hydrogen. The colorant compound according to claim 6, wherein the compound represented by Chemical Formula 1 is any one selected from the group consisting of:

A coloring composition comprising the colorant compound according to claim 1. The coloring composition according to claim 8, further comprising at least one of a dye (Dye) and a pigment (Pigment). The coloring composition according to claim 9, wherein each of the dye (Dye) and the pigment (Pigment) contains one or more kinds of compounds exhibiting any one color of yellow, red, and green. The compound showing yellow is a group including a metal-complex compound, an azo compound, a quinophthalone compound, an isoindoline compound, and a styryl compound. The coloring composition according to claim 10, comprising one or more compounds selected from. The compound showing a red color is a metal-complex compound, an azo compound, a xanthene compound, a diketopyrrolopyrrole compound, an anthraquinone compound, The coloring composition according to claim 10, which comprises one or more compounds selected from the group comprising and a Parylene-based compound. The compound exhibiting a green color includes at least one compound selected from the group including a metal-complex compound, a triarylmethane compound, and an anthraquinone compound. The coloring composition according to claim 10. The pigment is a group of yellow pigments including PY129, PY138, PY139, PY150, and PY185; PR48, PR48:1, PR48:2, PR48:3, PR48:4, PR177, PR179, PR207, PR254, PR255, PR264 and The coloring composition according to claim 9, comprising at least one selected from the group consisting of a red pigment group containing PR269; and a green pigment group containing PG7, PG36, PG58, and PG59. The coloring composition according to any one of claims 8 to 14, which further comprises a binder resin, a polyfunctional monomer, a photoinitiator, and a solvent. A color filter comprising the coloring composition according to claim 8. A display device comprising the color filter according to claim 16.