KR20170139936A - Compound, colorant composition comprising the same and resin composition comprising the same - Google Patents

Abstract

The present invention relates to a compound represented by chemical formula 1, a colorant composition containing the same, and a resin composition containing the same. According to an embodiment of the present invention, the compound represented by chemical formula 1 shows excellent solubility to solvents as well as heat resistance and chemical resistance.

Description

TECHNICAL FIELD [0001] The present invention relates to a coloring material composition, a coloring material composition containing the same, and a resin composition containing the same. BACKGROUND ART [0002]

The present invention relates to a novel compound, a colorant composition containing the same, and a resin composition containing the same.

BACKGROUND ART [0002] In recent years, LEDs or OLED devices which do not drive liquid crystal but perform self-luminescence instead of conventional CCFL have been widely used as a light source of a liquid crystal display (LCD). When an LED or an OLED is used as a light source, red, green, and blue light is emitted by itself, so that a separate color filter is not required.

However, it is generally not easy to adjust or adjust the required color coordinates using light emitted from an LED or OLED light source. In addition, the method of improving the color purity, luminance and contrast ratio in the production of a color filter using a pigment dispersion method using already developed color materials, in particular, a pigment has reached a limit. In addition, in order to make the color filter thinner, the use amount of the color material should be reduced.

Development of a new color material is required to overcome such a problem and satisfy the requirement.

Korean Patent Publication No. 2001-0009058

The present invention provides a novel compound, a colorant composition containing the same, and a resin composition containing the same.

According to one embodiment of the present invention, there is provided a compound represented by the following formula (1).

[Chemical Formula 1]

In Formula 1,

; 또는

이며, 나머지는 직접결합이고,At least one of L1 and L2 is

; or

And the remainder is a direct bond,

Ar1 and Ar2 are the same or different and each independently represents a substituted or unsubstituted alkyl group; An aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,

; 또는

인 경우, Ar1은 적어도 하나의 카르복시기로 치환된 아릴기; 또는 고리형 무수물로 축합된 아릴기이고,If L1

; or

, Ar1 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,

; 또는

인 경우, Ar2는 적어도 하나의 카르복시기로 치환된 아릴기; 또는 고리형 무수물로 축합된 아릴기이며,The L2

; or

, Ar2 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,

R1 to R5 and R103 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A halogen group; A hydroxy group; Sulfonic acid base; A sulfonamide group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,

R101, R102, R014 and R105 are the same or different and are each independently a direct bond; Or a substituted or unsubstituted alkylene group,

r1 and r2 are each an integer of 1 to 5,

r3 and r4 are each an integer of 1 to 3,

r5 is an integer of 1 to 4,

When r1 to r5 are each 2 or more, the structures in parentheses of 2 or more are the same or different,

는 상기 화학식 1의 N 및 Ar1; 또는 N 및 Ar2를 연결하는 부위이다.

Are N and Ar1 of the above formula (1); Or a site connecting N and Ar2.

According to another embodiment of the present invention, there is provided a colorant composition comprising the compound represented by Formula 1 above.

According to another embodiment of the present invention, there is provided a resin composition comprising the color material composition.

According to one embodiment of the present invention, there is provided a color filter comprising the above-mentioned resin composition.

Further, according to an embodiment of the present invention, there is provided a display device including the color filter described above.

The compound represented by formula (1) according to one embodiment of the present invention is excellent in solubility in solvents, and is excellent in heat resistance and chemical resistance.

In addition, according to one embodiment of the present invention, the colorant composition containing the compound represented by Formula 1 can exhibit high brightness and improved heat resistance and chemical resistance as compared with the conventional pigment. It is possible to manufacture a color filter excellent in heat resistance and chemical resistance by using the colored resin composition used.

Hereinafter, the present specification will be described in more detail.

According to one embodiment of the present invention, there is provided a compound represented by the above formula (1).

Examples of substituents in the present specification are described below, but are not limited thereto.

The term "substituted" means that the hydrogen atom bonded to the carbon atom of the compound is replaced with another substituent, and the substituted position is not limited as long as the substituent is a substitutable position, , Two or more substituents may be the same as or different from each other.

As used herein, the term " substituted or unsubstituted " A halogen group; A nitrile group; A nitro group; Imide; Amide group; Carbonyl group; An ester group; A hydroxy group; Sulfonic acid base; A sulfonamide group; A carboxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryloxy group; A substituted or unsubstituted alkylthio group; A substituted or unsubstituted arylthio group; A substituted or unsubstituted alkylsulfoxy group; A substituted or unsubstituted arylsulfoxy group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted amine group substituted or unsubstituted aryl group; And a substituted or unsubstituted heterocyclic group, or does not have any substituent (s).

는 다른 치환기 또는 결합부에 결합되는 부위를 의미한다.In the present specification,

Quot; refers to a moiety bonded to another substituent or bond.

In the present specification, the halogen group may be fluorine, chlorine, bromine or iodine.

In the present specification, the number of carbon atoms in the imide group is not particularly limited, but is preferably 1 to 30 carbon atoms. Specifically, it may be a compound having the following structure, but is not limited thereto.

In the present specification, the amide group may be substituted with nitrogen of the amide group by hydrogen, a straight chain, branched chain or cyclic alkyl group of 1 to 30 carbon atoms or an aryl group of 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the carbon number of the carbonyl group is not particularly limited, but is preferably 1 to 30 carbon atoms. Specifically, it may be a compound having the following structure, but is not limited thereto.

In the present specification, the ester group may be substituted with an ester group oxygen in a straight chain, branched chain or cyclic alkyl group having 1 to 25 carbon atoms or an aryl group having 6 to 30 carbon atoms. Specifically, it may be a compound of the following structural formula, but is not limited thereto.

In the present specification, the nitrogen of the sulfonic acid amide may be substituted with hydrogen, a straight chain, branched chain or cyclic alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 30 carbon atoms.

In the present specification, the sulfonic acid group may be represented as -SO ₃ X, and X may be hydrogen or a Group 1 element. For example, the sulfato group is -SO ₃ Na.

In the present specification, the carboxy group means -COOH.

In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec- N-pentyl, 3-dimethylbutyl, 2-ethylbutyl, heptyl, n-hexyl, Cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethyl Heptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl and the like.

In the present specification, the cycloalkyl group is not particularly limited, but is preferably a group having 3 to 30 carbon atoms. Specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, But are not limited to, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, isobutyl, sec-butyl, It is not.

In the present specification, the alkoxy group may be linear, branched or cyclic. The number of carbon atoms of the alkoxy group is not particularly limited, but is preferably 1 to 30 carbon atoms. Specific examples include methoxy, ethoxy, n-propoxy, isopropoxy, i-propyloxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, N-hexyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, But is not limited thereto.

In this specification, the amine group is -NH ₂ ; An alkylamine group; N-arylalkylamine groups; An arylamine group; An N-arylheteroarylamine group; An N-alkylheteroarylamine group, and a heteroarylamine group, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples of the amine group include methylamine, dimethylamine, ethylamine, diethylamine, phenylamine, naphthylamine, biphenylamine, anthracenylamine, 9-methyl- , A diphenylamine group, an N-phenylnaphthylamine group, a ditolylamine group, an N-phenyltolylamine group, and a triphenylamine group, but are not limited thereto.

In the present specification, the N-alkylarylamine amine group means an amine group in which N in the amine group is substituted with an alkyl group and an aryl group.

In the present specification, the N-arylheteroarylamine group means an amine group in which N in the amine group is substituted with an aryl group and a heteroaryl group.

In the present specification, the N-alkylheteroarylamine group means an amine group in which N in the amine group is substituted with an alkyl group and a heteroarylamine group.

In the present specification, the alkyl group in the alkylamine group, the N-arylalkylamine group, the alkylthio group, the alkylsulfoxy group and the N-alkylheteroarylamine group is the same as the alkyl group described above. Specific examples of the alkyloxy group include a methylthio group, an ethylthio group, a tert-butylthio group, a hexylthio group and an octylthio group. Examples of the alkylsulfoxy group include a mesyl group, an ethylsulfoxy group, a propylsulfoxy group, And the like, but the present invention is not limited thereto.

In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 30. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, Butenyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, (Diphenyl-1-yl) vinyl-1-yl, stilbenyl, stilenyl, and the like.

In the present specification, the aryl group may be monocyclic or polycyclic.

When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but is preferably 6 to 30 carbon atoms. Specific examples of the monocyclic aryl group include a phenyl group, a biphenyl group, a terphenyl group, and the like, but are not limited thereto.

When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited. And preferably 10 to 30 carbon atoms. Specific examples of the polycyclic aryl group include naphthyl, anthracenyl, phenanthryl, pyrenyl, perylenyl, klychenyl, fluorenyl, and the like.

As used herein, the term "adjacent" means that the substituent is a substituent substituted on an atom directly connected to the substituted atom, a substituent stereostructically closest to the substituent, or another substituent substituted on the substituted atom . For example, two substituents substituted in the benzene ring to the ortho position and two substituents substituted on the same carbon in the aliphatic ring may be interpreted as "adjacent" groups to each other.

In the present specification, the aryl group in the aryloxy group, the arylthioxy group, the arylsulfoxy group, the N-arylalkylamine group, the N-arylheteroarylamine group, and the arylphosphine group is the same as the aforementioned aryl group. Specific examples of the aryloxy group include a phenoxy group, a p-tolyloxy group, a m-tolyloxy group, a 3,5-dimethyl-phenoxy group, a 2,4,6- trimethylphenoxy group, a p- Naphthyloxy group, 4-methyl-1-naphthyloxy group, 5-methyl-2-naphthyloxy group, 1-anthryloxy group , 2-anthryloxy group, 9-anthryloxy group, 1-phenanthryloxy group, 3-phenanthryloxy group and 9-phenanthryloxy group and the arylthioxy group includes phenylthio group, 2- Methylphenylthio group, 4-tert-butylphenylthio group and the like, and examples of the arylsulfoxy group include a benzene sulfoxide group and a p-toluenesulfoxy group. However, the present invention is not limited thereto.

In the present specification, examples of the arylamine group include a substituted or unsubstituted monoarylamine group, a substituted or unsubstituted diarylamine group, or a substituted or unsubstituted triarylamine group. The aryl group in the arylamine group may be a monocyclic aryl group or a polycyclic aryl group. The arylamine group having at least two aryl groups may contain a monocyclic aryl group, a polycyclic aryl group, or a monocyclic aryl group and a polycyclic aryl group at the same time. For example, the aryl group in the arylamine group may be selected from the examples of the aryl group described above.

In this specification, the heteroaryl group in the present specification includes one or more non-carbon atoms and hetero atoms, and specifically, the hetero atom may be an atom selected from the group consisting of O, N, Se and S, . The number of carbon atoms is not particularly limited, but is preferably 2 to 30 carbon atoms, and the heteroaryl group may be monocyclic or polycyclic. Examples of the heterocyclic group include a thiophene group, a furanyl group, a pyrrolyl group, an imidazolyl group, a thiazolyl group, an oxazolyl group, an oxadiazolyl group, a pyridyl group, a bipyridyl group, a pyrimidyl group, A substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted heterocyclic group, , An isoquinolinyl group, an indolyl group, a carbazolyl group, a benzoxazolyl group, a benzimidazolyl group, a benzothiazolyl group, a benzocarbazolyl group, a benzothiophene group, a dibenzothiophene group, a benzofuranyl group, But are not limited to, phenanthroline, thiazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, benzothiazolyl, phenothiazyl and dibenzofuranyl groups.

In the present specification, examples of the heteroarylamine group include a substituted or unsubstituted monoheteroarylamine group, a substituted or unsubstituted diheteroarylamine group, or a substituted or unsubstituted triheteroarylamine group. The heteroarylamine group having two or more heteroaryl groups may include a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a monocyclic heteroaryl group and a polycyclic heteroaryl group at the same time. For example, the heteroaryl group in the heteroarylamine group may be selected from the examples of the above-mentioned heteroaryl group.

In the present specification, examples of the heteroaryl group in the N-arylheteroarylamine group and the N-alkylheteroarylamine group are the same as the examples of the above-mentioned heteroaryl group.

In the present specification, the heterocyclic group may be monocyclic or polycyclic, and may be an aromatic, aliphatic or aromatic and aliphatic condensed ring, and examples thereof may be selected from the above heteroaryl groups.

In the present specification, an alkylene group means that the alkyl group has two bonding positions, i.e., divalent. The description of the above-mentioned alkyl groups can be applied, except that they are each 2 groups.

In the present specification, the cyclic anhydride includes, but is not limited to, maleic anhydride, fumaric anhydride, and glutaric anhydride.

According to one embodiment of the present invention, the formula (1) is represented by any one of the following formulas (1-1) to (1-4).

[Formula 1-1]

[Formula 1-2]

[Formula 1-3]

[Formula 1-4]

In Formulas 1-1 through 1-4,

The definitions of R1 to R5, r1 to r5, R101 to R105, Ar1 and Ar2 are the same as those of the above formula (1)

R203 is hydrogen; heavy hydrogen; A halogen group; A hydroxy group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,

R201, R202, R204 and R205 are the same or different and are each independently a direct bond; Or a substituted or unsubstituted alkylene group.

According to one embodiment of the present invention, the formula (1) is represented by any one of the following formulas (1-5) to (1-12).

[Formula 1-5]

[Chemical Formula 1-6]

[Chemical Formula 1-7]

[Chemical Formula 1-8]

[Chemical Formula 1-9]

[Chemical Formula 1-10]

[Formula 1-11]

[Formula 1-12]

In the above formulas (1-5) to (1-12)

The definitions of R1 to R5, r1 to r5, R101 to R105, Ar1, Ar2 and R201 to R205 are as described above.

According to one embodiment of the present invention, in formulas 1-5 to 1-8, Ar1 is a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, in formulas 1-5 to 1-8, Ar1 is an alkyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in Formulas 1-5 to 1-8, Ar1 is an n-propyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in formulas 1-5 to 1-8, Ar1 is an n-propyl group substituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in the above formulas 1-9 to 1-12, Ar2 is a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, in the general formulas 1-9 to 1-12, Ar2 is an alkyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in the general formulas 1-9 to 1-12, Ar2 is an n-propyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in the above formulas 1-9 to 1-12, Ar2 is an n-propyl group substituted with an amino group, a carboxyl group or a hydroxyl group.

According to one embodiment of the present invention, when L 1 is a direct bond in the general formula (1), Ar 1 is a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, when L 1 is a direct bond in the general formula (1), Ar 1 is an alkyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, when L 1 is a direct bond in the general formula (1), Ar 1 is an n-propyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxyl group.

According to one embodiment of the present invention, in the above formula (1), when L1 is a direct bond, Ar1 is an n-propyl group substituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, when L2 is a direct bond in the general formula (1), Ar2 is a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, in the above formula (1), when L2 is a direct bond, Ar2 is an alkyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, when L2 is a direct bond in the general formula (1), Ar2 is an n-propyl group substituted or unsubstituted with an amino group, a carboxyl group or a hydroxy group.

According to one embodiment of the present invention, in the above formula (1), when L2 is a direct bond, Ar2 is an n-propyl group substituted with an amino group, a carboxyl group or a hydroxyl group.

According to one embodiment of the present disclosure, R1 to R5 are the same or different from each other, and each independently hydrogen; Sulfonic acid base; A sulfonamide group; Or a substituted or unsubstituted alkyl group.

According to one embodiment of the present disclosure, R1 to R5 are the same or different from each other, and each independently hydrogen; -SO ₃ Na; An alkylsulfonamide group; Or an alkyl group.

According to one embodiment of the present disclosure, R1 to R5 are the same or different from each other, and each independently hydrogen; -SO ₃ Na; 2-ethylhexylsulfonamide group; Methyl group; An ethyl group; n-propyl group; Or an isopropyl group.

According to one embodiment of the present disclosure, R103 is hydrogen.

According to one embodiment of the present invention, R101, R102, R104 and R105 are the same or different and are each independently a direct bond; Or an alkylene group.

According to one embodiment of the present invention, R101, R102, R104 and R105 are the same or different and are each independently a direct bond; Or an alkylene group having 1 to 10 carbon atoms.

According to one embodiment of the present invention, R101, R102, R104 and R105 are the same or different and are each independently a direct bond; Or an n-propylene group.

; 또는

인 경우, Ar1은 적어도 하나의 카르복시기로 치환된 아릴기; 또는 고리형 무수물로 축합된 아릴기이고,According to one embodiment of the present invention, in the formula 1, L1 is

; or

, Ar1 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,

; 또는

인 경우, Ar2는 적어도 하나의 카르복시기로 치환된 아릴기; 또는 고리형 무수물로 축합된 아릴기이다.The L2

; or

, Ar2 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride.

According to one embodiment of the present invention, Ar1 and Ar2 are the same or different and are each independently represented by the following formula (1-A).

[Chemical Formula 1-A]

In the above formula (1-A)

At least one of G1 to G5 is a carboxyl group and the other is hydrogen or adjacent rings are bonded to each other to form maleic anhydride,

는 상기 화학식 1의 L1 또는 L2에 결합되는 부위이다.

Is a moiety bonded to L 1 or L 2 in Formula 1 above.

According to one embodiment of the present invention, in Formula 1-A, any one of G1 to G5 is a carboxyl group, and the remainder is hydrogen.

According to one embodiment of the present invention, in the above formula (1-A), two of G1 to G5 are carboxyl groups and the remainder are hydrogen.

According to one embodiment of the present invention, in the general formula (1-A), any three of G1 to G5 are a carboxyl group and the remainder is hydrogen.

According to one embodiment of the present invention, Ar1 and Ar2 are the same or different and each independently a phenyl group substituted by 1 to 3 carboxyl groups.

According to one embodiment of the present invention, the formula (1-A) is selected from the following formulas.

In the above formula,

는 상기 화학식 1의 L1 또는 L2에 결합되는 부위이다.

Is a moiety bonded to L 1 or L 2 in Formula 1 above.

According to one embodiment of the present disclosure, Formula 1 is selected from the following compounds.

이다.In this compound, R is

to be.

The compound represented by the formula (1) can be prepared by referring to the following Production Examples.

According to one embodiment of the present invention, there is provided a colorant composition comprising the compound represented by Formula 1 above.

The colorant composition may further include at least one of a dye and a pigment in addition to the compound represented by the formula (1). For example, the colorant composition may include only the compound represented by the formula (1), but may include the compound represented by the formula (1) and one or more dyes, or the compound represented by the formula (1) , A compound represented by the formula (1), at least one dye, and at least one pigment. In one embodiment of the present invention, there is provided a resin composition comprising the color material composition.

According to one embodiment of the present disclosure, the dye is at least one dye selected from xanthene dyes, cyanine dyes, anthraquinone dyes and azapphyrin dyes, wherein the pigment is a blue pigment or a purple pigment.

The xanthene dyes, cyanine dyes, anthraquinone dyes and azapphyrin dyes are not particularly limited if they are used in the art.

The blue pigment is not limited as long as it is used in the art, and among them, a copper phthalocyanine blue pigment may be included. Examples of the copper phthalocyanine-based blue pigment include compounds classified in pigment index (published by The Society of Dyers and Colourists) as pigments. Specific examples include C.I. 15: 2, 15: 3, 15: 4, 15: 6, 16, 60, and the like.

The purple pigments are not limited as far as they are used in the art, and are not limited to the C.I. pigments classified in pigments in the color index (The Society of Dyers and Colourists). (Color Index Pigment Violet) 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, 50 and the like.

In one embodiment of the present invention, the resin composition comprises a binder resin; Multifunctional monomers; Antioxidants; Photoinitiators; And a solvent.

The binder resin is not particularly limited as long as it can exhibit physical properties such as strength and developability of a film made of a resin composition.

The binder resin may be a copolymer resin of a monomer having a multifunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility. The binder resin may further include a binder generally used in the art.

The multifunctional monomer which imparts the mechanical strength of the film is an unsaturated carboxylic acid ester; Aromatic vinyls; Unsaturated ethers; Unsaturated imides; And acid anhydrides.

Specific examples of the unsaturated carboxylic acid esters include benzyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, isobutyl (Meth) acrylate, t-butyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, ethylhexyl Hydroxypropyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxyethyl (meth) acrylate, 2-hydroxypropyl (Meth) acrylate, 3-methoxybutyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, CDI ethylene glycol (Meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxytripropylene glycol (meth) acrylate, poly (ethylene glycol) methyl ether (meth) acrylate, p-nonylphenoxypolypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) , 1,3,3,3-hexafluoroisopropyl (meth) acrylate, octafluoropentyl (meth) acrylate, heptadecafluorodecyl (meth) acrylate, tribromophenyl (meth) , Methyl? -Hydroxymethyl acrylate, ethyl? -Hydroxymethyl acrylate, propyl? -Hydroxymethyl acrylate and butyl? -Hydroxymethyl acrylate However, it not limited thereto.

Specific examples of the aromatic vinyl monomers include aromatic vinyl monomers such as styrene,? -Methylstyrene, (o, m, p) -vinyltoluene, (o, m, p) -methoxystyrene, Styrene, but are not limited thereto.

Specific examples of the unsaturated ethers include, but are not limited to, vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether.

Specific examples of the unsaturated imide are selected from the group consisting of N-phenylmaleimide, N- (4-chlorophenyl) maleimide, N- (4-hydroxyphenyl) maleimide and N-cyclohexylmaleimide But is not limited to these.

Examples of the acid anhydride include maleic anhydride, methylmaleic anhydride, and tetrahydrophthalic anhydride, but are not limited thereto.

The alkali-solubilizing monomer is not particularly limited as long as it contains an acid group, and examples thereof include (meth) acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene- (Meth) acryloyloxy) ethyl phthalate, mono-2 - ((meth) acryloyloxy) ethyl phthalate, mono- But it is not limited to these.

According to one embodiment of the present invention, the acid value of the binder resin is 50 to 130 KOH mg / g and the weight average molecular weight is 1,000 to 50,000.

The multifunctional monomer is a monomer that functions to form a photoresist phase by light. Specific examples thereof include propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol di Acrylate, 6-hexanediol diacrylate, 1,6-hexanediol acrylate, tetraethylene glycol methacrylate, bisphenoxy ethyl alcohol diacrylate, trishydroxy ethylisocyanurate trimethacrylate, trimethyl 1, 2 or 3 groups selected from the group consisting of propane trimethacrylate, diphenyl pentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate and dipentaerythritol hexa methacrylate. Species or a mixture of two or more species.

The photoinitiator is not particularly limited as long as it is an initiator that generates radicals by light to induce crosslinking. For example, the photoinitiator is selected from the group consisting of an acetophenone compound, a nonimidazole compound, a triazine compound, and a oxime compound Or more.

The acetophenone compound may be at least one selected from the group consisting of 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- (4-isopropylphenyl) (2-hydroxyethoxy) -phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl phenyl ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, Butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl- (4-methylthio) phenyl- (4-morpholinophenyl) -butan-1-one, or 2- (4-bromo-benzyl-2-dimethylamino- 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane-1-one, and the like.

Examples of the biimidazole-based compounds include 2,2-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis , 4 ', 5,5'-tetrakis (3,4,5-trimethoxyphenyl) -1,2'-biimidazole, 2,2'-bis (2,3-dichlorophenyl) 4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl) -4,4,5,5'-tetraphenyl-1,2'-biimidazole and the like , But is not limited thereto.

The triazine-based compound may be at least one selected from the group consisting of 3- {4- [2,4-bis (trichloromethyl) -s-triazin-6-yl] phenylthio} propionic acid, 1,1,1,3,3,3- (Trichloromethyl) -s-triazine-6-yl] phenylthio} propionate, ethyl 2- {4- [2,4 Bis (trichloromethyl) -s-triazin-6-yl] phenylthio} acetate, 2- epoxyethyl-2- {4- [ Yl] phenylthio} acetate, benzyl-2- {4- [2- (4-fluorophenyl) (Trichloromethyl) -s-triazine-6-yl] phenylthio} acetate, 3- {chloro-4- [ (Phenylthio) propionic acid, 2,4- bis (trichloromethyl) -s-triazine-6-yl] Methyl) -6- p-methoxystyryl-s-triazine, 2,4-bis (trichloromethyl) -6- (1-p-di Methylaminophenyl) -1,3-butadienyl-s-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine, and the like .

The oxime-based compound may be at least one selected from the group consisting of 1,2-octadione, -1- (4-phenylthio) phenyl, 2- (o-benzoyloxime) (Ciba Geigy, Shisei 124), ethanone, -Ethyl) -6- (2-methylbenzoyl-3-yl) -, 1- (O-acetyloxime) (Cajoo 242), N-1919 (Adeca), and the like.

The solvent is selected from the group consisting of acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, 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, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1 Cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, t-butanol, 2-ethylhexanoate, 2-trichloroethane, 1,1,2-trichloroethane, hexane, heptane, Methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl It may be at least one selected from the group consisting of citrate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether and dipropylene glycol monomethyl ether. But is not limited thereto.

According to one embodiment of the present invention, the content of the colorant composition is 5 wt% to 90 wt%, the content of the binder resin is 1 wt% to 30 wt% based on the total weight of the solid content in the resin composition , The content of the antioxidant is 0.001 to 20 wt%, the content of the photoinitiator is 0.1 to 20 wt%, and the content of the polyfunctional monomer is 0.1 to 50 wt%.

The total weight of the solid content means the sum of the total weight of the components excluding the solvent in the resin composition. The standard of weight percentage based on solid content and solid content of each component can be measured by general analytical means used in the art such as liquid chromatography or gas chromatography.

According to one embodiment of the present invention, the resin composition is one or more than one selected from the group consisting of a photo-crosslinking sensitizer, a curing accelerator, an antioxidant, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, Further comprising an additive.

According to one embodiment of the present invention, the content of the additive is 0.1% by weight to 20% by weight based on the total weight of the solid content in the resin composition.

The photo-crosslinking sensitizer may be at least one selected from the group consisting of benzophenone, 4,4-bis (dimethylamino) benzophenone, 4,4-bis (diethylamino) benzophenone, 2,4,6-trimethylaminobenzophenone, Benzoate compounds such as benzoate, 3,3-dimethyl-4-methoxybenzophenone, and 3,3,4,4-tetra (t-butylperoxycarbonyl) benzophenone; Fluorene-based compounds such as 9-fluorenone, 2-chloro-9-proprenone and 2-methyl-9-fluorenone; Thioxanthone systems such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propyloxytioxanthone, isopropylthioxanthone and diisopropylthioxanthone compound; Xanthone compounds such as xanthone and 2-methylxanthone; Anthraquinone compounds such as anthraquinone, 2-methyl anthraquinone, 2-ethyl anthraquinone, t-butyl anthraquinone, and 2,6-dichloro-9,10-anthraquinone; (9-acridinylpentane), 1,3-bis (9-acridinyl) propane, and the like Acridine-based compounds; Dicarbonyl compounds such as benzyl, 1,7,7-trimethyl-bicyclo [2,2,1] heptane-2,3-dione, and 9,10-phenanthrenequinone; Phosphine oxide-based compounds such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide and bis (2,6-dimethoxybenzoyl) -2,4,4-trimethylpentylphosphine oxide; Benzoate-based compounds such as methyl-4- (dimethylamino) benzoate, ethyl-4- (dimethylamino) benzoate and 2-n-butoxyethyl-4- (dimethylamino) benzoate; (4-diethylaminobenzal) cyclopentanone, 2,6-bis (4-diethylaminobenzal) cyclohexanone, 2,6-bis Amino-synergists such as methyl-cyclopentanone; (Diethylamino) coumarin, 3- (2-benzothiazolyl) -7- (diethylamino) coumarin, 3-benzoyl- -Benzoyl-7-methoxy-coumarin, 10,10-carbonylbis [1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H, 5H, 11H- Pyran o [6,7,8-ij] -quinolizine-11-one; Chalcone compounds such as 4-diethylaminokalone and 4-azidobenzalacetophenone; 2-benzoylmethylene, 3-methyl-b-naphthothiazoline, and the like.

As the curing accelerator, curing and mechanical strength are used, and specifically, 2-mercaptobenzoimidazole, 2-mercaptobenzothiazole, 2- mercaptobenzoxazole, 2,5-dimercapto-1,3 , 4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3-mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate) (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropionate) Nate) may be used.

Examples of the adhesion promoter used in the present invention include methacryloyloxypropyltrimethoxysilane, methacryloyloxypropyldimethoxysilane, methacryloyloxypropyltriethoxysilane, methacryloyloxypropyldimethoxysilane , And at least one selected from the group consisting of octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane and the like as the alkyltrimethoxysilane can be used. You can choose to use it.

Specifically, the silicone surfactant is BYK-077, BYK-085, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307 , BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335, BYK-341v344, BYK-345v346, BYK-370, BYK-370, BYK-380, and BYK-390 may be used as the fluorine-based surfactant, and DIC F-444, F-444, F-441, F-450, F-493, F-494, F-443, F-444, F-445 and F-446 of Dai Nippon Ink & , F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F- TF-1116SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1025SF, TF- , TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, and the like.

The antioxidant may be at least one selected from the group consisting of a hindered phenol antioxidant, an amine antioxidant, a thio antioxidant, and a phosphine antioxidant, but is not limited thereto.

Specific examples of the antioxidant include phosphoric acid type heat stabilizers such as phosphoric acid, trimethyl phosphate or triethyl phosphate; Butyl-p-cresol, octadecyl-3- (4-hydroxy-3,5-di-t- butylphenyl) propionate, tetrabis [methylene- Butyl-4-hydroxyphenyl) propionate] methane, 1,3,5-trimethyl-2,4,6-tris (3,5-di- 4-hydroxybenzylphosphite diethyl ester, 2,2-thiobis (4-methyl-6-t-butylphenol), 2,6-g, (3-methyl-6-t-butylphenol), 4,4'-thiobis (3-methyl- (4'-hydroxy-3'-tert-butylphenyl) butanoic acid] glycol ester (Bis [3,3- Hindered phenol-based primary antioxidants such as esters; Amines such as phenyl-? -Naphthylamine, phenyl-? -Naphthylamine, N, N'-diphenyl-p-phenylenediamine or N, N'-di-naphthyl- Secondary antioxidant; Thio such as dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercaptobenzothiazole, or tetramethyl thiuram disulfide tetrabis [methylene-3- (laurylthio) propionate] Secondary antioxidant; (2,4-ditbutylphenyl) pentaerythritol diphosphite or (1, 2,4-dibutylphenyl) pentaerythritol diphosphite or bis (2,4-dibutylphenyl) (1,1'-biphenyl) -4,4'-diisopropylphosphonic acid tetrakis [2,4-bis (1,1-dimethylethyl) phenyl] -Diylbisphosphonous acid tetrakis [2,4-bis (1,1-dimethylethyl) phenyl] ester).

As the ultraviolet absorber, 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-benzotriazole and alkoxybenzophenone may be used. Anything that is commonly used can be used.

Examples of the thermal polymerization inhibitor include p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, N-nitrosophenylhydroxyamine ammonium salt, N-nitrosophenylhydroxy (3-methyl-6-t-butylphenol), 2,2-dimethyl-2-pyrrolidone, But are not limited to, methylene bis (4-methyl-6-t-butylphenol), 2-mercaptoimidazole, and phenothiazine, And may include those generally known in the art.

The dispersant may be used either in a manner of internally adding to the pigment in the form of surface-treating the pigment in advance, or in a method of externally adding the pigment. As the dispersing agent, compound type, nonionic, anionic or cationic dispersing agent can be used, and examples thereof include fluorine, ester, cationic, anionic, nonionic, amphoteric surfactants and the like. These may be used individually or in combination of two or more.

Specifically, the dispersing agent is selected from the group consisting of polyalkylene glycols and esters thereof, polyoxyalkylene polyhydric alcohols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, Alkyl amide alkylene oxide adducts, and alkyl amines, but are not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of the polymeric leveling agent include polyethyleneimine, polyamide amine, reaction products of amine and epoxide, and specific examples of the non-polymeric leveling agent include non-polymer sulfur-containing and non-polymer nitrogen- But are not limited to, compounds commonly used in the art may all be used.

According to one embodiment of the present invention, there is provided a color filter comprising the resin composition.

The color filter can be produced by using the resin composition containing the color material composition. The resin composition is coated on a substrate to form a coating film, and the coating film is exposed, developed, and cured to form a color filter.

The coating method is not particularly limited, but a spray method, a roll coating method, a spin coating method, or the like can be used, and generally, a spin coating method is widely used. After the coating film is formed, a part of the residual solvent may be removed under reduced pressure as occasion demands.

Examples of the light source for curing the resin composition according to the present invention include, but are not limited to, a mercury vapor arc, a carbon arc, and an Xe arc that emits light having a wavelength of 250 nm to 450 nm.

The resin composition according to the present invention can be used as a pigment dispersing type photosensitive material for manufacturing a thin film transistor liquid crystal display (TFT LCD) color filter, a photosensitive material for forming a black matrix of an organic light emitting diode or a thin film transistor liquid crystal display (TFT LCD) And can be used for a photosensitive material for overcoat layer formation, a column spacer photosensitive material, a photocurable coating material, a photocurable ink, a photocurable adhesive, a printing plate, a photosensitive material for a printing wiring board and a photosensitive material for a plasma display panel (PDP) Is not specifically set.

The resin composition according to one embodiment of the present invention can provide a color filter having a high color reproducibility and a high luminance and a high contrast ratio even when the color filter is cured during the production of the color filter due to its excellent heat resistance, have.

The substrate may be a glass plate, a silicon wafer, a plate of a plastic substrate such as polyethersulfone (PES), polycarbonate (PC), or the like, and the kind thereof is not particularly limited.

The color filter may include a red pattern, a green pattern, a blue pattern, and a black matrix.

According to another embodiment, the color filter may further include an overcoat layer.

Between the color pixels of the color filter, a lattice-shaped black pattern called a black matrix can be arranged for the purpose of improving the contrast. As the material of the black matrix, chromium can be used. In this case, a method of depositing chromium on the entire glass substrate and forming a pattern by an etching process can be used. However, in consideration of high cost in the process, high reflectivity of chrome, and environmental pollution caused by a chromium waste liquid, a resin black matrix by a pigment dispersion method capable of fine processing can be used.

The black matrix according to one embodiment of the present invention can use a black pigment or a black dye as a coloring material. For example, carbon black may be used alone, or a mixture of carbon black and a color pigment may be used. In this case, since the color pigment having insufficient light shielding property is mixed, the strength of the film or the adhesion to the substrate is lowered There is an advantage not to be.

A display device including the color filter according to the present invention is provided.

The display device may be a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED), a liquid crystal display (LCD) A liquid crystal display (LCD), and a cathode ray tube (CRT).

Hereinafter, the present invention will be described in detail with reference to examples. The following examples are intended to illustrate the present disclosure and the scope of the present disclosure includes the scope of the following claims and their substitutions and modifications, which are not intended to limit the scope of the embodiments.

Manufacturing example

Production Example 1. Preparation of Compound 1

Into the B-1 19.92g (38.42mmol), A-1 21.36g (153.68mmol), NaI 23.04g (153.68mmol), K 2 CO 3 21.24g (153.68mmol) in NMP 230g, at 95 ℃ for 15 hours Lt; / RTI > The reaction mixture was cooled to room temperature, added to DI-Water and stirred for 1 hour. The precipitate was filtered off and washed with water under reduced pressure, and dried at 80 DEG C for 12 hours to obtain B-2. B-2 was used in the next reaction without separation.

24.27 g (115.26 mmol) of B-2 and A-2 were added to 700 g of pyridine, and the mixture was stirred at room temperature for 24 hours. The reaction was placed in DI-Water and stirred for 1 h. The precipitate was filtered and washed under reduced pressure, and dried at 80 DEG C for 12 hours. Thereafter, the dried precipitate was subjected to column chromatography to obtain Compound 1.

Ionization mode =: APCI +: m / z = 983 [M + H] +, Exact Mass: 982

Production Example 2. Preparation of Compound 2

Compound 2 was obtained in the same manner as in Preparation Example 1 except that C-1 was used instead of B-1 and C-2 was used instead of B-2.

Ionization mode =: APCI +: m / z = 1039 [M + H] +, Exact Mass: 1038

Production Example 3. Preparation of Compound 3

Compound 3 was obtained in the same manner as in Preparation Example 1 except that D-1 was used instead of B-1, and D-2 was used instead of B-2.

Ionization mode =: APCI +: m / z = 1095 [M + H] +, Exact Mass: 1094

Production Example 4. Preparation of Compound 4

Compound 4 was obtained in the same manner as in Preparation Example 1 except that E-1 was used instead of B-1 and E-2 was used instead of B-2.

Ionization mode =: APCI +: m / z = 1151 [M + H] +, Exact Mass: 1150

Production Example 5. Preparation of Compound 5

Compound 5 was obtained in the same manner as in Preparation Example 1 except that F-1 was used instead of B-1, and F-2 was used instead of B-2.

Ionization mode =: APCI +: m / z = 1067 [M + H] +, Exact Mass: 1066

Production Example 6. Preparation of Compound 6

 26 g (38.42 mmol) of Acid Red 289, 21.36 g (153.68 mmol) of A-1, 23.04 g (153.68 mmol) of NaI and 21.24 g (153.68 mmol) of K 2 CO 3 were placed in 230 g of NMP, Stir for 15 hours. The reaction mixture was cooled to room temperature, put in EA and stirred for 1 hour. The precipitate was filtered under reduced pressure and dried at 80 DEG C for 12 hours to obtain G-2 having the above structure as the main compound. G-2 was used in the next reaction without separation.

24.27 g (115.26 mmol) of G-2 and A-2 were added to 700 g of pyridine, and the mixture was stirred at room temperature for 24 hours. The reaction was placed in DI-Water and stirred for 1 h. The precipitate was filtered and washed under reduced pressure, and dried at 80 DEG C for 12 hours. Thereafter, the dried precipitate was subjected to column chromatography to obtain Compound 6 having the above structure as a main compound.

Preparation 7. Preparation of Compound 7

를 사용한 것을 제외하고는 동일하게 제조하여,

(화합물 7)을 제조하였다.Instead of B-2 in Production Example 1

Was used in place of < RTI ID = 0.0 >

(Compound 7).

Production Example 8. Preparation of Compound 8

를 사용한 것을 제외하고는 동일하게 제조하여,

(화합물 8) 을 제조하였다.Instead of C-2 in Production Example 2

Was used in place of < RTI ID = 0.0 >

(Compound 8).

Production Example 9. Preparation of Compound 9

를 사용한 것을 제외하고는 동일하게 제조하여,

(화합물 9)를 제조하였다.Instead of D-2 in Production Example 3

Was used in place of < RTI ID = 0.0 >

(Compound 9).

Preparation 10. Preparation of Compound 10

를 사용한 것을 제외하고는 동일하게 제조하여

(화합물 10)을 제조하였다.Instead of E-2 in Production Example 4

Was prepared in the same manner except that

(Compound 10).

Production Example 11. Preparation of Compound 11

를 사용한 것을 제외하고는 동일하게 제조하여

(화합물 11)을 제조하였다.Instead of F-2 in Production Example 5

Was prepared in the same manner except that

(Compound 11).

Preparation 12. Preparation of Compound 12

를 사용한 것을 제외하고는 동일하게 제조하여,

(화합물 12)를 제조하였다.In Production Example 6, instead of G-2

Was used in place of < RTI ID = 0.0 >

(Compound 12).

Comparative compound 1

Comparative compound 2

The comparative compound 1 is Basic blue 7 and the comparative compound 2 is rhodamine 6G.

Example

The colorant compositions were prepared in the same ratios as in Table 1 below. The dosage unit of the compound is gram (g).

Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Comparative Example 1 Comparative Example 2 Compound 1 5.554 - - - - - - - Compound 2 - 5.554 - - - - - - Compound 3 - - 5.554 - - - - - Compound 4 - - - 5.554 - - - - Compound 5 - - - - 5.554 - - - Compound 6 - - - - - 5.554 - - Comparative compound 1 - - - - - - 5.554 - Comparative compound 2 - - - - - - - 5.554 Binder resin (g) 10.376 Photoinitiator (g) 2.018 Additive (g) 1.016 The multifunctional monomer (g) 12.443 Solvent (g) 68.593 Total content (g) 100 Binder resin: Copolymer of benzyl methacrylate and methacrylic acid (molar ratio 70:30, acid value 113 KOH mg / g, weight average molecular weight 20,000 as measured by GPC, molecular weight distribution (PDI) 2.0, solids content 25% , Solvent PGMEA)
Photoinitiator: I-369 (BASF)
Multifunctional monomer: DPHA (Japanese explosive)
Solvent: PGMEA (Propylene Glycol Mnomethyl Ether Acetate)
Additive: DIC F-475
* Evaluation after insoluble ingredient filter

Board Fabrication

The compound prepared by the above synthesis was spin-coated on glass (5 x 5 cm) and pre-baked at 100 ° C for 100 seconds to form a film. The distance between the substrate on which the film was formed and the photo mask was set at 250 mu m and the entire surface of the substrate was irradiated with an exposure dose of 40 mJ / cm < ² >

Subsequently, the exposed substrate was developed in a developer (KOH, 0.05%) for 60 seconds and post baked at 230 캜 for 20 minutes to prepare a substrate.

Heat resistance evaluation

A prebake substrate manufactured under the above conditions was subjected to spectral analysis using a spectroscope (MCPD-Otsuka) to obtain a transmittance spectrum in a visible light range of 380 nm to 780 nm. In addition, the prebake substrate was further post baked at 230 ° C for 20 minutes to obtain the transmittance spectrum in the same equipment and measurement range.

The obtained transmittance spectrum and the C light source backlight are used and ΔEab is calculated by using the obtained value E (L *, a *, b *) and shown in Table 2 below.

? E (L *, a *, b *) = {(? L *) 2+ (? A *) 2+

The smaller ΔE value means that the color heat resistance is excellent.

Table 2 shows the heat resistance measurement results of the substrates prepared in Examples 1 to 6 and the substrates prepared in Comparative Examples 1 and 2. As shown in Table 2, it was confirmed that the substrates produced by Examples 1 to 6 had less color change (ΔEab) than Comparative Examples 1 and 2.

? Eab (PB-PrB) Example 1 2.87 Example 2 1.94 Example 3 2.69 Example 4 3.21 Example 5 3.16 Example 6 3.57 Comparative Example 1 27.48 Comparative Example 2 24.54

Claims (11)

A compound represented by the following formula (1):
[Chemical Formula 1]

In Formula 1,
At least one of L1 and L2 is

; or

And the remainder is a direct bond,
Ar1 and Ar2 are the same or different and each independently represents a substituted or unsubstituted alkyl group; An aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,
If L1

; or

, Ar1 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,
The L2

; or

, Ar2 is an aryl group substituted with at least one carboxyl group; Or an aryl group condensed with a cyclic anhydride,
R1 to R5 and R103 are the same or different from each other, and each independently hydrogen; heavy hydrogen; A halogen group; A hydroxy group; Sulfonic acid base; A sulfonamide group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,
R101, R102, R014 and R105 are the same or different and are each independently a direct bond; Or a substituted or unsubstituted alkylene group,
r1 and r2 are each an integer of 1 to 5,
r3 and r4 are each an integer of 1 to 3,
r5 is an integer of 1 to 4,
When r1 to r5 are each 2 or more, the structures in parentheses of 2 or more are the same or different,

Are N and Ar1 of the above formula (1); Or a site connecting N and Ar2. The compound according to claim 1, wherein the formula (1) is represented by any one of the following formulas (1-1) to (1-8)
[Formula 1-1]

[Formula 1-2]

[Formula 1-3]

[Formula 1-4]

In Formulas 1-1 through 1-4,
The definitions of R1 to R5, r1 to r5, R101 to R105, Ar1 and Ar2 are the same as those of the above formula (1)
R203 is hydrogen; heavy hydrogen; A halogen group; A hydroxy group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,
R201, R202, R204 and R205 are the same or different and are each independently a direct bond; Or a substituted or unsubstituted alkylene group. 2. The compound according to claim 1, wherein Ar1 and Ar2 are the same or different and each independently represent the following formula 1-A:
[Chemical Formula 1-A]

In the above formula (1-A)
At least one of G1 to G5 is a carboxyl group and the other is hydrogen or adjacent rings are bonded to each other to form maleic anhydride,

Is a moiety bonded to L 1 or L 2 in Formula 1 above. 2. The compound according to claim 1, wherein Ar1 and Ar2 are the same or different and each independently is a phenyl group substituted with 1 to 3 carboxyl groups. The compound according to claim 1, wherein the compound of formula (1) is selected from the following compounds:

In this compound, R is

to be. A colorant composition comprising a compound according to any one of claims 1 to 5. The colorant composition according to claim 6, further comprising at least one of a dye and a pigment. [Claim 9] The method according to claim 7, wherein the dye is at least one dye selected from xanthene dyes, cyanine dyes, anthraquinone dyes and azapphyrin dyes,
Wherein the pigment is a blue pigment or a purple pigment. A compound represented by formula (1) according to claim 1; Binder resin; Multifunctional monomers; Photoinitiators; Antioxidants; And a solvent. A color filter comprising the resin composition according to claim 9. A display device comprising a color filter according to claim 10.