TWI636979B - Compound, colorant composition comprising the same, resin composition comprising the same, color filter and display device - Google Patents

Abstract

This specification relates to a compound represented by Chemical Formula 1, a toner composition containing the same, and a resin composition containing the same.

Description

Compound, toner composition containing the same, and tree containing the same Fat composition, color filter and display device

This specification relates to a novel compound, a toner composition containing the same, and a resin composition containing the same.

In recent years, as a light source for a liquid crystal display (LCD), a self-emitting light emitting diode (LED) or an organic light emitting diode (Organic Light Emitting) that neither drives nor liquid crystals has been used. Diode (OLED) element to replace the existing Cold Cathode Fluorescent Lamp (CCFL). If an LED or OLED is used as the light source, since it emits red, green, and blue light by itself, no additional color filter is required.

However, it is not easy to use the light emitted from the LED or OLED light source to match the required color coordinates or adjust. In addition, when a color filter is manufactured by a pigment dispersion method using a developed coloring material, especially a pigment, the method of improving color purity, brightness, and contrast has reached a limit. In addition, in order to reduce the thickness of the color filter, it is necessary to reduce the amount of coloring material used.

In order to overcome the problems and meet the required conditions, it is required to develop novel coloring materials.

[Prior Art Literature]

[Patent Literature]

Korean Published Patent No. 2001-0009058

This specification provides a novel compound, a toner composition containing the same, and a resin composition containing the same.

According to an embodiment of the present specification, a compound represented by the following Chemical Formula 1 is provided.

In the chemical formula 1, at least one of L1 and L2 is ,or The rest are directly bonded, and Ar1 and Ar2 are the same or different from each other, and are each independently 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. Let L1 be ,or In the case where Ar1 is an aryl group substituted with at least one carboxyl group, or an aryl group condensed with a cyclic anhydride, where L2 is ,or In the case where 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 R105 are the same or different from each other, and are each independently hydrogen, deuterium, halogen, hydroxy, sulfo Acid group, sulfonamido group, substituted or unsubstituted alkoxy group, or substituted or unsubstituted alkyl group, R101 to R104 are the same or different from each other, and are each independently directly bonded or substituted Or unsubstituted alkylene, r1 and r2 are integers of 1 to 5, r3 and r4 are integers of 1 to 3, r5 is an integer of 1 to 4, and when r1 to r5 are 2 or more, respectively , The structures in two or more brackets are the same or different from each other, This is a site where N and Ar1 or N and Ar2 in Chemical Formula 1 are connected.

According to another aspect of the present specification, there is provided a toner composition including a compound represented by the chemical formula 1.

According to another aspect of the present specification, a resin composition including the colorant composition is provided.

According to an aspect of the present specification, a color filter including the resin composition is provided.

In addition, according to an aspect of the present specification, a display device including the color filter is provided.

In one aspect of the present specification, the compound represented by Chemical Formula 1 has excellent solubility in a solvent and excellent heat resistance and chemical resistance.

In addition, according to an embodiment of the present specification, the coloring agent composition containing the compound represented by the chemical formula 1 exhibits higher brightness than the case where a conventional pigment is used, and can improve heat resistance and chemical resistance. Furthermore, a coloring resin composition using the same can be used to produce a color filter having excellent heat resistance and chemical resistance.

Hereinafter, this specification will be described in more detail.

According to an aspect of the present specification, there is provided a chemical formula 1 Represented compounds.

In the present specification, examples of the substituent are described below, but the invention is not limited thereto.

The term "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is changed to another substituent. If the substituted position is a position where the hydrogen atom is substituted, that is, a position where the substituent can be substituted, Without limitation, when two or more substituents are substituted, the two or more substituents may be the same as or different from each other.

The term "substituted or unsubstituted" in this specification means substituted or not having any substituents selected from the group consisting of deuterium, halo, nitrile, nitro, and fluorene. Imino, amidino, carbonyl, ester, hydroxyl, sulfonate, sulfonamido, carboxyl, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted Or unsubstituted alkoxy, substituted or unsubstituted aryloxy, substituted or unsubstituted alkylthiooxy, substituted or unsubstituted arylthiooxy, substituted or Unsubstituted alkylsulfonyloxy, substituted or unsubstituted arylsulfonyloxy, substituted or unsubstituted alkenyl, substituted or unsubstituted amine, substituted or unsubstituted One or two or more substituents in the group consisting of a substituted aryl group and a substituted or unsubstituted heterocyclic group.

In this manual, It refers to a site bonded to another substituent or a bonding site.

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

In this specification, the carbon number of the fluorene imino group is not particularly limited, but is preferably 1 to 30 carbon numbers. Specifically, the compound may be a compound having a structure described below, but is not limited thereto.

In the present specification, in the amido group, the nitrogen of the amido group may be substituted with hydrogen, a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, or an aryl group having 6 to 30 carbon atoms. Specifically, although it may be a compound of the following structural formula, it is not limited to this.

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

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

In this specification, the nitrogen of sulfonamide may be substituted by hydrogen, a linear, branched 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 sulfonate group may be represented as -SO ₃ X, and X may be hydrogen or a group element. For example, as the sulfonate group, there is -SO ₃ Na.

In this specification, a carboxyl group means -COOH.

In the present specification, the alkyl group may be a straight chain or a branched chain, and the number of carbons is not particularly limited, but is preferably 1 to 30. Specific examples are: methyl, ethyl, n-propyl, isopropyl Base, n-butyl, isobutyl, third butyl, second butyl, 1-methyl-butyl, 1-ethyl-butyl, n-pentyl, isopentyl, neopentyl, third Amyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, n-heptyl , 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, n-octyl, third octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl , 2,2-dimethylheptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 4-methylhexyl, 5-methylhexyl, etc., but it is not limited herein.

In this specification, the cycloalkyl group is not particularly limited, but preferably has a carbon number of 3 to 30. Specifically, there are: cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3- Dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-third Butylcyclohexyl, cycloheptyl, cyclooctyl and the like are not limited thereto.

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. Specifically, it can be: methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, third butoxy, second butoxy, n-pentyloxy Base, neopentyloxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy Group, n-decyloxy, benzyloxy, p-methylbenzyloxy and the like, but are not limited thereto.

In this specification, the amine group may be selected from the group consisting of -NH ₂ (amino), alkylamino, N-arylalkylamino, arylamino, N-arylheteroarylamino, and N-alkyl. The number of carbon atoms in the group consisting of a heteroarylamino group and a heteroarylamino group is not particularly limited, but is preferably 1 to 30. Specific examples of the amino group include methylamino group, dimethylamino group, ethylamino group, diethylamino group, phenylamino group, naphthylamino group, biphenylamino group, anthracenylamino group, 9-methyl-anthrylamido, diphenylamino, N-phenylnaphthylamino, xylylamino, N-phenyltolylamino, triphenylamino, etc., but not Limited to this.

In the present specification, the N-alkylarylamino group refers to an amine group in which an alkyl group and an aryl group are substituted on N of the amine group.

In the present specification, the N-arylheteroarylamino group refers to an amine group in which an aryl group and a heteroaryl group are substituted on N of the amine group.

In the present specification, the N-alkylheteroarylamino group refers to an amino group in which an alkyl group and a heteroarylamino group are substituted on N of the amine group.

In this specification, an alkyl group in an alkylamino group, an N-arylalkylamino group, an alkylthiooxy group, an alkylsulfonic acidoxy group, or an N-alkylheteroarylamino group is an alkyl group as described above. The example is described. Specifically, the alkylthiooxy group includes methylthiooxy group, ethylthiooxy group, third butylthiooxy group, hexylthiooxy group, and octylthiooxy group. A sulfonic acid group, an ethyl sulfonic acid group, a propyl sulfonic acid group, a butyl sulfonic acid group, and the like are not limited thereto.

In the present specification, the alkenyl group may be a straight chain or a branched chain, and the number of carbons is not particularly limited, but is preferably 2 to 30. Specific examples are: vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentene Group, 3-methyl-1-butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2, 2-diphenylvinyl-1-yl, 2-phenyl-2- (naphthyl-1-yl) vinyl-1-yl, 2,2-bis (diphenyl-1-yl) vinyl -1-yl, stilbene But not limited thereto.

In this specification, an aryl group may be monocyclic or polycyclic.

In the case where the aryl group is a monocyclic aryl group, the number of carbons is not particularly limited, and preferably 6 to 30 carbons. Specific examples of the monocyclic aryl group include, but are not limited to, phenyl, biphenyl, and bitriphenyl.

In the case where 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, fluorenyl, fluorenyl, But not limited thereto.

In the present specification, an "adjacent" group may refer to a substituent substituted on an atom directly connected to the atom to which the substituent is substituted, a substituent closest to the position of the substituent on the stereostructure, or a substitution on the substituent. Other substituents substituted on a substituted atom. For example, two substituents substituted on the benzene ring at the ortho position and two substituents substituted on the aliphatic ring on the same carbon can be interpreted as "adjacent" groups to each other.

In this specification, the aryl group in the aryloxy group, arylthiooxy group, arylsulfonic acid group, N-arylalkylamino group, N-arylheteroarylamino group, and arylphosphine group is As described for the exemplification of the aryl group. Specifically, aryloxy includes: phenoxy, p-tolyloxy, m-tolyloxy, 3,5-dimethyl-phenoxy, 2,4,6-trimethylphenoxy P-tert-butylphenoxy, 3-biphenyloxy, 4-biphenyloxy, 1-naphthyloxy, 2-naphthyloxy, 4-methyl-1-naphthyloxy 5-methyl-2-naphthyloxy, 1-anthryloxy, 2-anthyloxy, 9-anthryloxy, 1-phenanthryloxy, 3-phenanthryloxy, 9 -Phenanthryloxy and the like, arylthiooxy includes: phenylthio, 2-methylphenylthio, 4- The third butylphenylthiooxy group and the like, and the arylsulfonic acid group include a benzenesulfonic acid group and a p-toluenesulfonic acid group, but are not limited thereto.

Examples of arylamino groups in this specification are: substituted or unsubstituted monoarylamino groups, substituted or unsubstituted diarylamino groups, or substituted or unsubstituted triarylamino groups . The aryl group in the arylamino group may be a monocyclic aryl group or a polycyclic aryl group. The arylamine group containing two or more of the aryl groups may include a monocyclic aryl group, a polycyclic aryl group, or both a monocyclic aryl group and a polycyclic aryl group. For example, the aryl group in the arylamino group may be selected from the exemplification of the aryl group.

In this specification, a heteroaryl group includes one or more atoms other than carbon and heterogeneous atoms. Specifically, the heteroaryl group may include one or more atoms selected from the group consisting of O, N, Se, S, and the like. Atoms in the group. The number of carbons is not particularly limited, but preferably 2 to 30, and the heteroaryl group may be monocyclic or polycyclic. Examples of heterocyclyl are: thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, triazolyl, acryl Pyridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxaline, phthalazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinoline Base, indolyl, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, benzofuranyl, morpholine (phenanthroline) group, thiazolyl group, isoxazolyl group, oxadiazolyl group, thiadiazolyl group, benzothiazolyl group, phenothiazinyl group, and dibenzofuranyl group, but are not limited to these.

Examples of heteroarylamino groups in this specification are: substituted or unsubstituted monoheteroarylamine groups, substituted or unsubstituted diheteroarylamine groups, or Substituted or unsubstituted triheteroarylamino. The heteroarylamine group containing two or more of the heteroaryl groups may include a monocyclic heteroaryl group, a polycyclic heteroaryl group, or both a monocyclic heteroaryl group and a polycyclic heteroaryl group. For example, the heteroaryl group in the heteroarylamino group may be selected from the illustrations of the heteroaryl group.

In the present specification, examples of the heteroaryl group in the N-arylheteroarylamino group and the N-alkylheteroarylamino group are as described above.

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 may be selected from the examples of the heteroaryl group.

In this specification, an alkylene group means that there are two bonding positions on an alkyl group, that is, a divalent group. Except that these are each a divalent group, the description of the alkyl group can be applied.

In this specification, cyclic anhydride includes maleic anhydride, fumaric anhydride, glutaric anhydride, and the like, but is not limited thereto.

According to an aspect of the present specification, the chemical formula 1 is represented by any one of the following chemical formulas 1-1 to 1-6.

[Chemical Formula 1-1]

[Chemical Formula 1-6]

In the chemical formulae 1-1 to 1-6, the definitions of R1 to R5, r1 to r5, R101 to R105, Ar1, and Ar2 are the same as those of the chemical formula 1, and R205 are the same or different from each other, and are independently hydrogen and heavy. Hydrogen, halogen, hydroxy, sulfonate, sulfonamido, substituted or unsubstituted alkoxy, or substituted or unsubstituted alkyl, R201 to R204 are the same or different from each other, and are each independently Is a direct bond, or a substituted or unsubstituted alkylene.

According to an embodiment of the present specification, in the chemical formulas 1-3 and 1-4, Ar1 is a substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formulas 1-3 and 1-4, Ar1 is an alkyl group substituted or unsubstituted by an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formulas 1-3 and 1-4, Ar1 is an n-propyl group substituted or unsubstituted with an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formulas 1-3 and 1-4, Ar1 is an n-propyl group substituted with an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formulas 1-5 and 1-6, Ar2 is a substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formulas 1-5 and 1-6, Ar2 is an alkyl group substituted or unsubstituted by an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formulae 1-5 and 1-6, Ar2 is an n-propyl group substituted or unsubstituted with an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formulas 1-5 and 1-6, Ar2 is an n-propyl group substituted with an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L1 is directly bonded, Ar1 is a substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L1 is directly bonded, Ar1 is an amine group, a carboxyl group, or a hydroxy-substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L1 is directly bonded, Ar1 is an n-propyl group substituted or unsubstituted by an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L1 is directly bonded, Ar1 is an n-propyl group substituted with an amino group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L2 is directly bonded, Ar2 is a substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formula 1, L2 is directly In the case of bonding, Ar2 is an amine, carboxyl, or hydroxy-substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L2 is directly bonded, Ar2 is an n-propyl group substituted or unsubstituted with an amine group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, in the chemical formula 1, when L2 is directly bonded, Ar2 is an n-propyl group substituted with an amino group, a carboxyl group, or a hydroxyl group.

According to an embodiment of the present specification, the R1 to R5 are the same or different from each other, and are each independently hydrogen, a sulfonate group, a sulfonamido group, or a substituted or unsubstituted alkyl group.

According to an embodiment of the present specification, the R1 to R5 are the same as or different from each other, and are each independently hydrogen, —SO ₃ Na, alkylsulfonamido, or alkyl.

According to an embodiment of the present specification, the R1 to R5 are the same or different from each other, and are each independently hydrogen, -SO ₃ Na, 2-ethylhexylsulfonamido, methyl, ethyl, n-propyl, Or isopropyl.

According to an embodiment of the present specification, the R105 is hydrogen.

According to an embodiment of the present specification, the R101 to R104 are the same as or different from each other, and are each independently a direct bond or an alkylene group.

According to an embodiment of the present specification, the R101 to R104 are the same or different from each other, and are each independently a direct bond or an alkylene group having 1 to 10 carbon atoms.

According to an embodiment of the present specification, the R101 to R104 are the same as each other or Different, they are each independently a direct bond or a straight propyl group.

According to an embodiment of the present specification, in the chemical formula 1, L1 is ,or In the case where Ar1 is an aryl group substituted with at least one carboxyl group, or an aryl group condensed with a cyclic anhydride, where L2 is ,or In the case of Ar2, Ar2 is an aryl group substituted with at least one carboxyl group or an aryl group condensed with a cyclic anhydride.

According to an embodiment of the present specification, the Ar1 and Ar2 are the same as or different from each other, and are each independently represented by the following Chemical Formula 1-A.

In the chemical formula 1-A, at least one of G1 to G5 is a carboxyl group, and the rest is hydrogen, or adjacent rings are bonded to each other to form maleic anhydride. It is a site | part bonded to L1 or L2 of the said chemical formula 1.

According to an embodiment of the present specification, in the chemical formula 1-A, any one of G1 to G5 is a carboxyl group, and the remaining is hydrogen.

According to an embodiment of the present specification, in the chemical formula 1-A, two of G1 to G5 are carboxyl groups, and the rest are hydrogen.

According to an embodiment of the present specification, in the chemical formula 1-A, any three of G1 to G5 are carboxyl groups, and the rest are hydrogen.

According to an embodiment of the present specification, the Ar1 and Ar2 are the same or different from each other, and are each independently a phenyl group substituted with 1 to 3 carboxyl groups.

According to an aspect of the present specification, the chemical formula 1-A is selected from the following structural formulas.

In the structural formula, It is a site | part bonded to L1 or L2 of the said chemical formula 1.

According to an embodiment of the present specification, the chemical formula 1 is selected from the following compounds.

In the compound, X is -SO ₃ Na or -SO ₂ NHR ', and R' is a linear or branched alkyl group having 1 to 20 carbon atoms.

The compound represented by the said Chemical Formula 1 can be manufactured with reference to the manufacturing example mentioned later as a reference.

According to an aspect of the present specification, a toner composition including a compound represented by the chemical formula 1 is provided.

The colorant composition may further include at least one of a dye and a pigment in addition to the compound represented by the chemical formula 1. For example, the colorant composition may include only the compound represented by the chemical formula 1, but may also include the compound represented by the chemical formula 1 and one or more dyes, or include the compound represented by the chemical formula 1 and one kind The above pigments may include the compound represented by Chemical Formula 1, one or more dyes, and one or more pigments. In one embodiment of the present specification, a resin composition including the colorant composition is provided.

According to an aspect of the present specification, the dye is one or more dyes selected from the group consisting of xanthene dye, cyanine dye, and azaporphyrin dye, and the pigment is a blue pigment or a purple pigment.

The xanthracene dye, cyanine dye, and azaporphyrin dye are not particularly limited as long as they are used in this technical field.

The blue pigment is not limited as long as it is used in the technical field, and it may include a copper phthalocyanine blue pigment. As an example of the copper phthalocyanine-based blue pigment, a color index (published by the Society of Dyers and Colourists) classified as a pigment is described. 组合。 The compound. Specific examples include C.I. Color Index Pigment Blue 1, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 60, and the like.

If the purple pigment is a user in this technical field, it is not limited, and the CI Purple Pigment (Color Index) classified as a pigment in the color index (published by The Society of Dyers and Colourists) can be listed. Pigment Violet) 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, 50, etc.

In an embodiment of the present specification, the resin composition may further include a binder resin, a polyfunctional monomer, an antioxidant, a photoinitiator, and a solvent.

The binder resin is not particularly limited as long as it exhibits physical properties such as strength and developability of a film produced from a resin composition.

The binder resin may be a copolymer resin of a polyfunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility, and may further include a binder commonly used in the technical field.

The polyfunctional monomer that imparts mechanical strength to the film may be any one or more of unsaturated carboxylic acid esters, aromatic vinyls, unsaturated ethers, unsaturated sulfonimines, and acid anhydrides.

Specific examples of the unsaturated carboxylic acid esters can be selected from the group consisting of benzyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, (methyl) ) Butyl acrylate, dimethylaminoethyl (meth) acrylate, isobutyl (meth) acrylate, tertiary butyl (meth) acrylate, cyclohexyl (meth) acrylate, (meth) Isobornyl acrylate, ethylhexyl (meth) acrylate, (meth) acrylic acid 2- Phenoxyethyl ester, tetrahydrofurfuryl (meth) acrylate, hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxy-3-chloropropyl (meth) acrylate 4-hydroxybutyl (meth) acrylate, octyl octyloxy-2-hydroxypropyl (meth) acrylate, glycerol (meth) acrylate, 2-methoxy (meth) acrylate Ethyl ester, 3-methoxybutyl (meth) acrylate, ethoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxytripropylene glycol ( (Meth) acrylate, poly (ethylene glycol) methyl ether (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, p-nonylphenoxy polyethylene glycol (meth) acrylate Ester, p-nonylphenoxy polypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) acrylate, 1,1,1,3,3 3,6-hexafluoroisopropyl ester, octafluoropentyl (meth) acrylate, heptafluorodecyl (meth) acrylate, tribromophenyl (meth) acrylate, α-hydroxymethyl methacrylate, α -Ethyl hydroxymethacrylate, α-hydroxypropyl methacrylate, and α-hydroxy Butyl methacrylate, but is not limited to only the plurality.

Specific examples of the aromatic vinyl monomers include free styrene, α-methylstyrene, (o-, m-, p-)-vinyltoluene, (o-, m-, p-)-methoxybenzene The group consisting of ethylene and (ortho, meta, p) -chlorostyrene is not limited to these.

Specific examples of the unsaturated ethers may be selected from the group consisting of vinyl methyl ether, vinyl ether, and allyl glycidyl ether, but are not limited to these.

Specific examples of the unsaturated fluorene imines can be selected from N-phenylcis butylene diimide, N- (4-chlorophenyl) cis butylene diimide, and N- (4-hydroxybenzene Butyl) The group consisting of diamidine and N-cyclohexyl maleimide diimide is not limited to these.

The acid anhydride includes maleic anhydride, methyl maleic anhydride, tetrahydrophthalic anhydride, and the like, but is not limited to these.

The monomer that imparts alkali solubility is not particularly limited as long as it contains an acid group. For example, a monomer selected from (meth) acrylic acid, butenoic acid, itaconic acid, maleic acid, Butenedioic acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, phthalic acid mono-2-((meth) acryloxy) ethyl ester, succinic acid mono One or more members of the group consisting of 2-((meth) acryloxy) ethyl ester and ω-carboxy polycaprolactone mono (meth) acrylate are not limited to these.

According to an embodiment of the present specification, the adhesive resin has an acid value of 50 KOH mg / g to 130 KOH mg / g and a weight average molecular weight of 1,000 to 50,000.

The polyfunctional monomer is a monomer that functions to form a photoresist image by light, and specifically may be selected from the group consisting of propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, new Pentylene glycol diacrylate, 6-hexanediol diacrylate, 1,6-hexanediol acrylate tetraethylene glycol methacrylate, bisphenoxyethanol diacrylate, trihydroxyethyl isocyanurate Ester trimethacrylate, trimethylpropane trimethacrylate, diphenyl pentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, and dipentaerythritol hexamethacrylate One or a mixture of two or more in a group.

The photoinitiator is not particularly limited as long as it is an initiator that generates free radicals to trigger cross-linking. For example, the photoinitiator may be selected from acetophenone-based compounds, biimidazole-based compounds, and triazine-based compounds. And one or more of the group consisting of oxime-based compounds.

The acetophenone compounds include 2-hydroxy-2-methyl-1-phenylpropane-1-one and 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropane-1 -Ketone, 4- (2-hydroxyethoxy) -phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexylphenyl ketone, benzoin methyl ether, benzoin ether, benzoin isobutyl ether, Benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl- (4-methylthio) phenyl-2-morpholinyl-1-propane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) -butane-1-one, 2- (4-bromo-benzyl) -2-dimethylamino -1- (4-morpholinylphenyl) -butane-1-one or 2-methyl-1- [4- (methylthio) phenyl)]-2-morpholinylpropane-1-one It is not limited to this.

The biimidazole-based compounds include 2,2-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl) -4 , 4 ', 5,5'-tetra (3,4,5-trimethoxyphenyl) -1,2'-biimidazole, 2,2'-bis (2,3-dichlorophenyl) -4 , 4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl) -4,4,5,5'-tetraphenyl-1,2'-biimidazole, etc., It is not limited to this.

The triazine compound includes 3- {4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} propanoic acid, 3- {4- [2,4- Bis (trichloromethyl) -mesytriazin-6-yl] phenylthio} propanoic acid 1,1,1,3,3,3-hexafluoroisopropyl ester, 2- {4- [2,4- Bis (trichloromethyl) -mesytriazin-6-yl] phenylthio} ethyl acetate, 2- {4- [2,4-bis (trichloromethyl) -mesytriazin-6-yl] Phenylthio} 2-epoxyethyl acetate, 2- {4- [2,4-bis (trichloromethyl) -mesatriazin-6-yl] phenylthio} cyclohexyl acetate, 2- {4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} benzyl acetate Ester, 3- {chloro-4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} propanoic acid, 3- {4- [2,4-bis (tri (Chloromethyl) -mesytriazine-6-yl] phenylthio} propanamide, 2,4-bis (trichloromethyl) -6-p-methoxystyryl-mesytriazine, 2,4 -Bis (trichloromethyl) -6- (1-p-dimethylaminophenyl) -1,3-butadienyl-triazine, 2-trichloromethyl-4-amino-6 -P-methoxystyryl-s-triazine and the like are not limited thereto.

The oxime-based compound is 1,2-octanedione-1- (4-phenylthio) phenyl-2- (o-benzoyl oxime) (Ciba-Geigy), CGI124 ), Ethyl ketone-1- (9-ethyl) -6- (2-methylbenzylidene-3-yl) -1- (O-acetamidooxime) (CGI242), N-1919 (Ai ADEKA, etc.) is not limited to this.

The solvent may be one or more 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 ether , Chloroform, dichloromethane, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethylene, hexane , Heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, tertiary butanol, 2-ethoxypropanol, 2-methoxy Propanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ether acetate, 3-methoxybutyl acetate, 3-ethoxypropionic acid Ethyl ester, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether are not limited thereto.

According to an embodiment of the present specification, the solid content in the resin composition is Based on the total weight of the body composition, the content of the colorant composition is 5 to 90% by weight, the content of the binder resin is 1 to 30% by weight, and the content of the antioxidant is 0.001%. % To 20% by weight, the content of the photoinitiator is 0.1% to 20% by weight, and the content of the polyfunctional monomer is 0.1% to 50% by weight.

The total weight of the solid content refers to the total of the total weight of components other than the solvent in the resin composition. The solid content and the basis weight percentage of each component based on the solid content can be measured by a common analysis means used in the art such as liquid chromatography or gas chromatography.

According to an embodiment of the present specification, the resin composition additionally includes a member selected from the group consisting of a photocrosslinking sensitizer, a hardening accelerator, an antioxidant, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, One or two or more additives in a group consisting of a dispersant and a leveling agent.

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

As the photocrosslinking sensitizer, one or more members selected from the group consisting of benzophenone, 4,4-bis (dimethylamino) benzophenone, 4,4- Bis (diethylamino) benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoyl benzoate, 3,3-dimethyl- Benzophenone compounds such as 4-methoxybenzophenone, 3,3,4,4-tetrakis (third butylperoxycarbonyl) benzophenone; 9-fluorenone, 2-chloro-9 -Fluorenone compounds such as fluorenone, 2-methyl-9-fluorenone; thia anthrone, 2,4-diethylthiazine Anthrone, 2-chlorothiaxanthone, 1-chloro-4-propyloxythioxanthone, isopropylthioanthrone, diisothioxanthone and other thioanthrone compounds; Xanthones such as xanthone and 2-methylxanthone; anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, third butyl anthraquinone, 2,6-di Anthraquinone compounds such as chloro-9,10-anthraquinone; 9-phenylacridine, 1,7-bis (9-acridyl) heptane, 1,5-bis (9-acridylpentane) Acridine compounds such as 1,3-bis (9-acridyl) propane; benzyl, 1,7,7-trimethyl-bicyclo [2,2,1] heptane-2,3-dione , 9,10-phenanthrenequinone and other dicarbonyl compounds; 2,4,6-trimethylbenzylidene diphenylphosphine oxide, bis (2,6-dimethoxybenzylidene) -2,4 Phosphine oxide-based compounds such as 4-trimethylpentylphosphine oxide; methyl-4- (dimethylamino) benzoate, ethyl-4- (dimethylamino) benzoate, Paraben compounds such as 2-n-butoxyethyl-4- (dimethylamino) benzoate; 2,5-bis (4-diethylaminobenzylidene) cyclopentanone Amines such as 2,6-bis (4-diethylaminobenzylidene) cyclohexanone, 2,6-bis (4-diethylaminobenzylidene) -4-methyl-cyclopentanone Kizen Agent; 3,3-carbonylvinyl-7- (diethylamino) coumarin, 3- (2-benzothiazolyl) -7- (diethylamino) coumarin, 3-benzene Formamyl-7- (diethylamino) coumarin, 3-benzyl-7-methoxy-coumarin, 10,10-carbonylbis [1,1,7,7-tetra Coumarin compounds such as methyl-2,3,6,7-tetrahydro-1H, 5H, 11H-C1] -benzopyrano [6,7,8-ij] -quinazin-11-one ; Chalcone compounds such as 4-diethylaminochalcone, 4-azidobenzylideneacetophenone; 2-benzylidenemethylene, 3-methyl-b-naphthothiazoline .

The hardening accelerator is used for improving hardening and mechanical strength. Specifically, one or more members selected from the group consisting of 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, and 2- Mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3- Mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate), pentaerythritol-tetra (2-mercaptoacetate), pentaerythritol-tri (2-mercaptoacetate), trimethylolpropane-tri ( 2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropionate).

The adhesion promoter used in this specification can be selected from methacryloxypropyltrimethoxysilane, methacryloxypropyldimethoxysilane, methacryloxypropyltriethoxy One or more methacrylfluorenylsilane coupling agents such as methacrylsilane, methacryloxypropyldimethoxysilane, and the like are used. As the alkyltrimethoxysilane, octyltrimethoxysilane, deca One or more types of dialkyltrimethoxysilane, octadecyltrimethoxysilane, and the like are used.

The surfactant is a silicone-based surfactant or a fluorine-based surfactant. Specifically, the silicone-based surfactant can be used: BYK-077, BYK-085, BYK-Chemie, 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-348, BYK-354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK-390, etc., fluorine-based surfactants can be used: F-114, F-177, F-410, F-410 from Dainippon Ink & Chemicals 411, F-450, F-493, F-494, F-443, F-444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F-486, F-487, F-172D, MCF-350SF, TF-1025SF, TF- 1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc. are not limited thereto.

The antioxidant may be one or more selected from the group consisting of a hindered phenol-based antioxidant, an amine-based antioxidant, a sulfur-based antioxidant, and a phosphine-based antioxidant, but is not limited thereto.

Specific examples of the antioxidant include phosphoric acid-based heat stabilizers such as phosphoric acid, trimethyl phosphate, and triethyl phosphate; 2,6-di-third-butyl-p-cresol, and octadecane 3- (4-hydroxy-3,5-di-tert-butylphenyl) propionate, tetrabis [methylene-3- (3,5-di-tert-butyl-4-hydroxy) Phenyl) propionate] methane, 1,3,5-trimethyl-2,4,6-tris (3,5-di-third-butyl-4-hydroxybenzyl) benzene, 3,5- Diethyl tertiary butyl-4-hydroxybenzyl phosphite, 2,2-thiobis (4-methyl-6-third butylphenol), 2,6-g, t-butyl Phenol 4,4'-butylene-bis (3-methyl-6-third butylphenol), 4,4'-thiobis (3-methyl-6-third butylphenol) or bis [ 3,3-bis- (4'-hydroxy-3'-tert-butylphenyl) butanoic acid] glycol ester (Bis [3,3-bis- (4'-hydroxy-3'-tert-butylphenyl) Hindered phenol such as butanoicacid] glycol ester) is a primary antioxidant; phenyl-α-naphthylamine, phenyl-β-naphthylamine, N, N'-diphenyl-p-phenylenediamine Or amine secondary antioxidants such as N, N'-di-β-naphthyl-p-phenylenediamine; dilauryl disulfide, dilaurylthiopropionate, distearylsulfide Thio-based secondary antioxidants such as propionate, mercaptobenzothiazole or tetramethylthiuram disulfide tetrabis [methylene-3- (laurylthio) propionate] methane; or Triphenylphosphite, tris (nonylphenyl) phosphite, triisodecylphosphite, bis (2,4-dibutylphenyl) pentaerythritol diphosphite (Bis (2,4- ditbutylphenyl) Pentaerythritol Diphosphite) or (1,1'-biphenyl) -4,4'-diylbisphosphinic acid tetra [2,4-bis (1,1-dimethylethyl) phenyl] ester ((1 Phosphite-based secondary antioxidants such as, 1'-Biphenyl) -4,4'-Diylbisphosphonous acid tetrakis [2,4-bis (1,1-dimethylethyl) phenyl] ester).

The ultraviolet absorber can be used: 2- (3-third butyl-5-methyl-2-hydroxyphenyl) -5-chloro-benzotriazole, alkoxybenzophenone, etc., but It is not limited to this, and can be generally used by users in the art.

The thermal polymerization inhibitor may include, for example, one or more members selected from the group consisting of p-anisole, hydroquinone, pyrocatechol, and tert-butylcatechol. (t-butyl catechol), N-nitrosophenylhydroxylamine ammonium salt, N-nitrosophenylhydroxylamine aluminum salt, p-methoxyphenol, di-third-butyl-p-cresol, o-benzene Triphenol, benzoquinone, 4,4-thiobis (3-methyl-6-third butylphenol), 2,2-methylenebis (4-methyl-6-third butylphenol) , 2-mercaptoimidazole, and phenothiazine, but are not limited to these, and may include those generally known in the technical field.

The dispersant may be used by a method of internally adding to the pigment in a form where the pigment is surface-treated in advance, or a method of externally adding to the pigment. The dispersant may be a compound type, nonionic, anionic or cationic dispersant, and examples thereof include fluorine-based, ester-based, cationic, anionic, non-ionic, and amphoteric surfactants. These can be used individually or in combination of 2 or more types.

Specifically, the dispersant is selected from polyalkylene glycols and esters thereof, polyoxygen Alkyl polyols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonates, sulfonates, carboxylic acid esters, carboxylates, alkylamine alkylene oxide adducts, and alkylene oxides One or more of the group consisting of amines is not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of the polymerizable leveling agent include polyethyleneimine, polyamine, reaction products of amines and epoxides, and specific examples of the non-polymeric leveling agent include non-polymeric sulfur-containing compounds and non-polymeric leveling agents. The polymer nitrogen-containing compound is not limited to this, and it can be used by users generally in the technical field.

According to an aspect of the present specification, a color filter including the resin composition is provided.

The color filter can be manufactured using a resin composition containing the colorant 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, and a spray method, a roll coating method, a spin coating method, or the like can be used, and a spin coating method is generally widely used. In addition, after the coating film is formed, a part of the residual solvent can be removed under reduced pressure as appropriate.

The light source for hardening the resin composition of the present specification includes, for example, mercury vapor arc (arc), carbon arc, Xe arc, and the like, which emit light having a wavelength of 250 nm to 450 nm, but is not necessarily limited thereto.

The resin composition of this specification can be used for pigment-dispersed photosensitive materials for thin-film transistor liquid crystal display (TFT LCD) color filter manufacturing, and thin-film transistor liquid crystal display devices. (TFT LCD) or photosensitive material for forming a black matrix of an organic light emitting diode, a photosensitive material for forming an overcoat layer, a columnar spacer photosensitive material, a photocurable paint, a photocurable ink, a photocurable adhesive, The use of the photosensitive material for printing plates, printed wiring boards, and photosensitive materials for plasma display panels (PDP) is not particularly limited.

The resin composition according to an embodiment of the present specification is excellent in heat resistance, and has little color change due to heat treatment. Even through a curing process during manufacturing of a color filter, the color reproduction rate is high, and high brightness and contrast can be provided. Color filters.

The substrate may be a glass plate, a silicon wafer, and a plastic substrate plate such as polyethersulfone (PES), polycarbonate (PC), or the like, and the type 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 aspect, the color filter may further include an overcoat layer.

Between the color pixels of the color filter, for the purpose of improving the contrast, a grid-like black pattern called a black matrix can be arranged. The material of the black matrix can use chromium. In this case, a method can be used in which chromium is deposited on the entire glass substrate and a pattern is formed by an etching process. However, in consideration of the high cost in steps, the high reflectance of chromium, and environmental pollution caused by chromium waste liquid, a resin black matrix using a pigment dispersion method capable of fine processing can be used.

The black matrix according to an embodiment of the present specification may use a black pigment or a black dye as a colorant. For example, carbon black can be used alone, or The color pigments are mixed for use. In this case, since the coloring pigments having insufficient light-shielding properties are mixed, there is an advantage that even if the amount of the colorant is relatively increased, the strength of the film or the adhesion to the substrate will not decrease.

A display device including the color filter of the present specification is provided.

The display device may be a plasma display panel (PDP), a light emitting diode (Light Emitting Diode, LED), an organic light emitting element (Organic Light Emitting Diode, OLED), or a liquid crystal display device (Liquid Crystal Display, LCD), Thin Film Transistor-Liquid Crystal Display (LCD-TFT), and Cathode Ray Tube (CRT).

Hereinafter, the present specification will be described in detail with examples. The following examples are intended to explain the present specification, and the scope of the present specification includes the scope described in the scope of the following patent application and its substitutions and changes, and is not limited to the scope of the embodiments.

Manufacturing example

Production Example 1. Production of Compound 1

11.59 g of B-1 (15.23 mmol) and 2.5 g of A-1 (15.23 mmol) were put into 700 g of pyridine and stirred at room temperature for 24 hours. The reaction was stirred in Deionized Water (DI-Water) for 1 hour. The precipitate was filtered and washed under reduced pressure, and dried at 80 ° C. for 12 hours. Thereafter, Compound 1 was obtained by column chromatography on the dried precipitate.

Ionization mode =: Atmospheric Pressure Chemical Ionization (APCI) +: m / z = 928 [M + H] +, Exact Mass: 927

Production Example 2. Production of Compound 2

In Production Example 1, except that C-1 was used instead of B-1, production was performed in the same manner to obtain compound 2.

Ionization mode =: APCI +: m / z = 984 [M + H] +, accurate mass: 983

Production Example 3. Production of Compound 3

In Production Example 1, except that D-1 was used instead of B-1, production was carried out in the same manner to obtain compound 3.

Ionization mode =: APCI +: m / z = 1040 [M + H] +, accurate mass: 1039

Production Example 4. Production of Compound 4

In Production Example 1, except that E-1 was used instead of B-1, production was carried out in the same manner to obtain compound 4.

Ionization mode =: APCI +: m / z = 1012 [M + H] +, accurate mass: 1011

Production Example 5. Production of Compound 5

In Production Example 1, except that F-1 was used instead of B-1, production was performed in the same manner to obtain compound 5.

Ionization mode =: APCI +: m / z = 1096 [M + H] +, accurate mass: 1095

Production Example 6. Production of Compound 6

In Production Example 1, except that G-1 was used instead of B-1, production was performed in the same manner to obtain compound 6.

Ionization mode =: APCI +: m / z = 1096 [M + H] +, accurate mass: 1095

Production Example 7. Production of Compound 7

In the manufacturing example 1, except that A-2 ( ) Instead of A-1 (Compound 7).

Production Example 8. Production of Compound 8

In the manufacturing example 2, except that A-2 ( ) Instead of A-1 (Compound 8).

Production Example 9. Production of Compound 9

In the manufacturing example 3, except that A-2 ( ) Instead of A-1 (Compound 9).

Production Example 10. Production of Compound 10

In the manufacturing example 4, except that A-2 ( ) Instead of A-1 (Compound 10).

Production Example 11. Production of Compound 11

In the manufacturing example 5, except that A-2 ( ) Instead of A-1 (Compound 11).

Production Example 12. Production of Compound 12

In Manufacturing Example 6, except that A-2 ( ) Instead of A-1 (Compound 12).

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

Examples

A colorant composition was prepared at the ratio shown in Table 1 below. The input unit of the compound is gram (g).

Substrate production

The compound prepared by the above-mentioned synthesis was spin-coated on glass (5 cm × 5 cm), and prebake was performed at 100 ° C. for 100 seconds to form a film. The interval between the film-formed substrate and a photo mask was set to 250 μm, and the entire surface of the substrate was irradiated with an exposure machine at an exposure amount of 40 mJ / cm ² .

Thereafter, the exposed substrate was developed in a developing solution (KOH, 0.05%) for 60 seconds, and post-bake was performed at 230 ° C for 20 minutes to prepare a substrate.

Evaluation of heat resistance

A spectroscope (MCPD, Otsuka Co., Ltd.) was used for a prebake substrate produced under the general conditions described above to obtain a transmittance spectrum in a visible light range of 380 nm to 780 nm. In addition, a prebake substrate was post-bake at 230 ° C for 20 minutes, and a transmittance spectrum was obtained with the same equipment and measurement range.

Using the obtained transmittance spectrum and the C light source backlight, ΔEab was calculated using the obtained values E (L *, a *, b *), and is shown in Table 2 below.

△ E (L *, a *, b *) = ((△ L *) 2+ (△ a *) 2+ (△ b *) 2} 1/2

A small value of ΔE means that the color heat resistance is excellent.

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

Claims (11)

A compound represented by the following chemical formula 1:

In the above Chemical Formula 1, at least one of L1 and L2 is

,or

, The rest are directly bonded, Ar1 and Ar2 are the same or different from each other, and are independently substituted or unsubstituted alkyl, aryl substituted with at least one carboxyl group, or aryl group condensed with cyclic anhydride. State L1 as

,or

In the case of, Ar1 is an aryl group substituted with at least one carboxyl group, or an aryl group condensed with a cyclic anhydride, where L2 is

,or

In the case of Ar2, 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 R105 are the same or different from each other, and are independently hydrogen, heavy hydrogen, halogen, hydroxyl, sulfonate Acid salt group, sulfonamide group, substituted or unsubstituted alkoxy group, or substituted or unsubstituted alkyl group, R101 to R104 are the same as or different from each other, and are each independently directly bonded or substituted Or unsubstituted alkylene, r1 and r2 are integers from 1 to 5, r3 and r4 are integers from 1 to 3, r5 is an integer from 1 to 4, when r1 to r5 are 2 or more, respectively , The structures in more than two brackets are the same or different from each other,

It is a part that connects N and Ar1, or N and Ar2 of the above Chemical Formula 1. The compound according to item 1 of the patent application scope, wherein the chemical formula 1 is represented by any one of the following chemical formulas 1-1 to 1-6: [Chemical formula 1-1]

[Chemical Formula 1-6]

In the chemical formulas 1-1 to 1-6, the definitions of R1 to R5, r1 to r5, R101 to R105, Ar1 and Ar2 are the same as the chemical formula 1, R205 are the same as or different from each other, and are independently hydrogen and heavy Hydrogen, halogen, hydroxyl, sulfonate, sulfonamide, substituted or unsubstituted alkoxy, or substituted or unsubstituted alkyl, R201 to R204 are the same as or different from each other, and are independently It is directly bonded, or substituted or unsubstituted alkylene. The compound according to item 1 of the patent application scope, wherein the Ar1 and Ar2 are the same as or different from each other, and are each independently represented by the following chemical formula 1-A:

In the above Chemical Formula 1-A, at least one of G1 to G5 is a carboxyl group, and the rest is hydrogen, or adjacent rings are bonded to each other to form maleic anhydride,

It is a site bonded to L1 or L2 of the above Chemical Formula 1. The compound according to item 1 of the patent application scope, wherein the Ar1 and Ar2 are the same as or different from each other, and each independently is a phenyl group substituted with 1 to 3 carboxyl groups. The compound according to item 1 of the patent application scope, wherein the chemical formula 1 is selected from the following compounds:

In the compound, X is -SO ₃ Na or -SO ₂ NHR', and R'is a linear or branched alkyl group having 1 to 20 carbon atoms. A coloring agent composition comprising the compound as described in any one of claims 1 to 5 The coloring agent composition as described in Item 6 of the patent application scope further includes at least one of dyes and pigments. The coloring agent composition as described in Item 7 of the patent application range, wherein the dye is one or more dyes selected from the group consisting of xanthene dyes, cyanine dyes and azaporphyrin dyes, and the pigments are blue pigments Or purple paint. A resin composition comprising the compound represented by Chemical Formula 1 as described in item 1 of the patent application scope, a binder resin, a polyfunctional monomer, a photoinitiator, an antioxidant, and a solvent. A color filter comprising the resin composition as described in item 9 of the patent application scope. A display device including the color filter as described in item 10 of the patent application scope.