TW201736521A - Compound, colorant composition comprising the same, resin composition comprising the same, color filter and display device - Google Patents

Abstract

The present specification relates to a novel compound, a colorant composition including the same, a resin composition including the same, a color filter and a display device.

Description

Compound, color composition containing the same, resin composition containing the same, color filter, and display device

This application claims the priority of Korean Patent Application Nos. 10-2016-0002608 and 10-2016-0015696, which were filed on January 8, 2016 and February 11, 2016 in Korea Intellectual Property Office. The entire contents of the application are incorporated herein by reference.

The present invention relates to a novel compound, a color former composition comprising the novel compound, and a resin composition comprising the novel compound.

In recent years, a light-emitting diode (LED) or an organic light-emitting diode (OLED) device has been frequently used in place of a conventional cold cathode fluorescent lamp (CCFL) as a light source of a liquid crystal display (LCD), or The OLED device is not self-illuminating by being driven by liquid crystal. When an LED or OLED is used as the light source, a separate color filter is not required because red, green, and blue light are emitted autonomously.

However, it is generally not easy to determine or adjust the desired color coordinates by using light emitted from an LED or OLED source. Further, when a color filter is manufactured by using a pigment dispersion method using a developed color material, particularly a pigment, the method of improving color purity, brightness, and contrast ratio has reached the upper limit.

In order to solve these problems and achieve high brightness, high contrast ratio, and high resolution, it has been reviewed in recent years to use dyes instead of pigments as colorants. Among them, triarylmethane dyes are often tried as blue colorants. In general, triarylmethane dyes have high transmittance at wavelengths from 420 nm to 450 nm and are therefore effective for color characteristics, but are attributed to high solubility by soluble specific pigments and heat resistance to heat resistance of pigments. Low properties cause a decrease in chemical resistance, and the dye is used restrictively in a color filter.

[Citation List] [Patent Document] Korean Patent Application First Publication No. 2001-0009058 Korean Patent Application First Publication No. 2013-0130976

[ Technical Problem ] The present invention provides a novel compound, a color former composition comprising the novel compound, and a resin composition comprising the novel compound. [ Technical Solutions ]

An exemplary embodiment of the present invention provides a compound represented by the following Chemical Formula 1. [Chemical Formula 1]

In Chemical Formula 1, Y1 is N or CR9, Y2 is N or CR10, Y3 is N or CR11, Y4 is N or CR12, Y5 is N or CR13 and Y6 is N or CR14, and at least one of Y1 to Y6 is At least one of N, R1 to R6 is a structure represented by the following chemical formula a, and the others are the same or different from each other, and are each independently hydrogen; -R(C=O)R'; -RO(C=O) R';-ROR'; Substituted or unsubstituted alkyl; substituted or unsubstituted alkenyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted aryl; or crosslinkable group, or R1 And R2; R3 and R4; and at least one of R5 and R6 may be combined with each other to form a substituted or unsubstituted ring, R9 to R14 and G1 to G8 are the same or different from each other, and are each independently hydrogen; ; a hydroxy group; a substituted or unsubstituted alkoxy group; or a substituted or unsubstituted alkyl group, R' and R'' are the same or different from each other, and are each independently a direct bond; substituted or unsubstituted An alkyl group; or a substituted or unsubstituted extended aryl group, R' and R''' are the same or different from each other, and are each independently hydrogen; a substituted or unsubstituted alkyl group; substituted or not a substituted alkenyl group; or a substituted or unsubstituted aryl group, Z ^- is an anionic group, [Chemical Formula a] In the chemical formula a, Q is - R101C(=O)R102-; -R103OC(=O)R104-; -R105C(=O)OR106-;-R107OC(=O)OR108-; ; ;-SOOR115-;-SOR116-;-SR117-; substituted or unsubstituted alkylene; or substituted or unsubstituted alkylene, X is hydroxy; amine; -OCOOR118; -CONR119R120; -NR121COOR122, T is a substituted or unsubstituted alkyl group, R101 to R109, R111, R112 and R114 to R117 are the same or different from each other, and are each independently a direct bond; a substituted or unsubstituted alkylene group; a substituted or unsubstituted cycloalkyl group; or a substituted or unsubstituted alkenyl group, R110, R113 and R118 to R112 are the same or different from each other, and are each independently hydrogen; or substituted or unsubstituted The alkyl group, p and q are each an integer of 1 to 4, 2 ≤ p+q ≤ 5, and when p and q are each 2 or more, two or more than two structures in parentheses are the same or different from each other, And * is a moiety attached to N of Chemical Formula 1.

Another exemplary embodiment of the present invention provides a polymer compound comprising a monomer derived from a compound represented by Chemical Formula 1.

Still another exemplary embodiment of the present invention provides a color former composition comprising the compound represented by Chemical Formula 1.

Still another exemplary embodiment of the present invention provides a color former composition comprising a polymer compound.

Still another exemplary embodiment of the present invention provides a resin composition comprising a colorant composition.

An exemplary embodiment of the present invention provides a photosensitive material prepared by using the above resin composition.

An exemplary embodiment of the present invention provides a color filter comprising the above resin composition.

Further, an exemplary embodiment of the present invention provides a display device including the above color filter. [ Advantageous effect ]

The compound represented by Chemical Formula 1 according to an exemplary embodiment of the present invention has excellent solvent solubility and excellent chemical resistance.

Further, according to an exemplary embodiment of the present invention, the color composition containing the compound represented by Chemical Formula 1 may exhibit higher brightness than in the case where the existing pigment is used, and the triaryl group may be modified by introducing a crosslinkable group. Methane dyes have weak chemical resistance. Further, a color filter having excellent chemical resistance can be produced by using a coloring resin composition using the compound represented by Chemical Formula 1.

According to an exemplary embodiment of the present invention, the coloring composition comprising the compound represented by Chemical Formula 1 has excellent heat resistance and light resistance, and can be added not only in a small amount but also as a main coloring agent, and can be suitably obtained. The absorption and transmission spectra of the target source are used to achieve much higher color gamut, high brightness, high contrast ratio, and the like.

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

An exemplary embodiment of the present invention provides a compound represented by Chemical Formula 1.

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

The term "substituted" means that the hydrogen atom bonded to the carbon atom of the compound is changed to another substituent, and the position to be substituted is not limited as long as the position is a position at which the hydrogen atom is substituted, that is, the substituent may be subjected to Wherein the substitution, and when two or more than two are substituted, the two or more substituents may be the same or different from each other.

In the present invention, the term "substituted or unsubstituted" means substituted by one or two or more substituents selected from the group consisting of: hydrazine; halo; nitrile; nitro醯iminoamino; guanamine; carbonyl; ester; hydroxy; substituted or unsubstituted alkyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted alkoxy; Substituted or unsubstituted aryloxy; substituted or unsubstituted alkylthiol; substituted or unsubstituted aryl thiol; substituted or unsubstituted alkyl thiooxy; Substituted or unsubstituted arylthio group; substituted or unsubstituted alkenyl group; substituted or unsubstituted decyl group; substituted or unsubstituted boron group; substituted or unsubstituted amine a substituted or unsubstituted arylphosphino group; a substituted or unsubstituted phosphinyl group; a substituted or unsubstituted aryl group; and a substituted or unsubstituted heterocyclic group, or Substituted by two or more of the substituents exemplified above, or none On behalf of the group. For example, "a substituent attached to two or more substituents" may be a biphenyl group. That is, the biphenyl group may also be an aryl group and may be interpreted as a substituent attached to two phenyl groups.

In the present invention, It means a bond or a bond moiety to another substituent.

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

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

In the present invention, for the guanamine group, the nitrogen in the guanamine group may be substituted by: hydrogen; a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms; or 6 to 30 An aryl group of carbon atoms. Specifically, the guanamine group may be a compound having the following structural formula, but is not limited thereto.

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

In the present invention, for the ester group, the oxygen in the ester group may be substituted by a straight chain, a branched chain or a cycloalkyl group having 1 to 25 carbon atoms; or having 6 to 30 carbon atoms. Aryl. Specifically, the ester group may be a compound having the following structural formula, but is not limited thereto.

In the present invention, the alkyl group may be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably from 1 to 30. Specific examples thereof include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, t-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, third amyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl Benzyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl , n-octyl, trioctyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-decyl, 2,2-dimethylheptyl, 1-ethyl-propyl Base, 1,1-dimethyl-propyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl and the like, but are not limited thereto.

In the present invention, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and specific examples thereof include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a 3-methylcyclopentyl group, and 2 ,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4 - tert-butylcyclohexyl, cycloheptyl, cyclooctyl and the like, but are not limited thereto.

In the present invention, 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 from 1 to 30. Specific examples thereof include a methoxy group, an ethoxy group, a n-propoxy group, an isopropoxy group, an i-propyloxy group, a n-butoxy group, an isobutoxy group, and a third butoxy group. , second butoxy, n-pentyloxy, neopentyloxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutoxy, 2-ethylbutoxy, n-octyloxy, N-decyloxy, n-decyloxy, benzyloxy, p-methylbenzyloxy and the like, but are not limited thereto.

In the present invention, the amine group may be selected from the group consisting of -NH ₂ , a monoalkylamino group, a dialkylamino group, an N-alkylarylamino group, a monoarylamine group, and a second group. An arylamino group, an N-arylheteroarylamino group, an N-alkylheteroarylamino group, a monoheteroarylamino group, and a diheteroarylamino group, and the number of carbon atoms thereof is not particularly limited, but It is preferably from 1 to 30. Specific examples of the amine group include a methylamino group, a dimethylamino group, an ethylamino group, a diethylamino group, an anilino group, a naphthylamino group, a benzidine group, a decylamino group, a 9-methyl-nonylamino group, and a diphenylamine group. Base, N-phenylnaphthylamino, xylylamino, N-phenyltolylamino, triphenylamine, and the like, but are not limited thereto.

In the present invention, the N-alkylarylamine group means an amine group in which an alkyl group and an aryl group are substituted with an N of an amine group.

In the present invention, the N-arylheteroarylamino group means an amine group in which an aryl group and a heteroaryl group are substituted with an N of an amine group.

In the present invention, the N-alkylheteroarylamino group means an amine group in which an alkyl group and a heteroaryl group are substituted with an N of an amine group.

In the present invention, a monoalkylamine group, a dialkylamino group, an N-arylalkylamino group, an alkylthiol group, an alkylthio group, and an alkyl group in an N-alkylheteroarylamino group The base is the same as the above alkyl group. Specifically, examples of the alkylthiol group include a methylthiol group, an ethylthiol group, a tert-butylthiol group, a hexylthiol group, an octylthiol group, and the like, and an alkyl group. Examples of the thiooxy group include a methylsulfonyl group, an ethylthiooxy group, a propylthio group, a butylthio group, and the like, but the examples are not limited thereto.

In the present invention, the alkenyl group may be linear or branched, and the number of carbon atoms thereof is not particularly limited, but is preferably from 2 to 30. Specific examples thereof include a vinyl group, a 1-propenyl group, an isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, a 1-pentenyl group, a 2-pentenyl group, and a 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, fluorenyl, styryl and the like, but are not limited thereto.

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

When the aryl group is a monocyclic aryl group, the number of carbon atoms thereof is not particularly limited, but is preferably from 6 to 30. 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 thereof is not particularly limited, but is preferably from 10 to 30. Specific examples of the polycyclic aryl group include a naphthyl group, an anthracenyl group, a phenanthryl group, a pyrenyl group, a perylenyl group, a chrysenyl group, Fluoryl group and the like, but are not limited thereto.

In the present invention, an "adjacent" group may mean a substituent which is directly bonded to an atom in which a corresponding substituent is substituted, a substituent which is spatially closest to the corresponding substituent, or another Substituents in which the corresponding substituent is substituted with an atom substituted. For example, two substituents substituted at the ortho position in the phenyl ring and two substituents substituted with the same carbon in the alicyclic ring may be interpreted as "adjacent" groups to each other.

In the present invention, an aryloxy group, an arylthiol group, an arylthio group, a monoarylamine group, a diarylamine group, an N-arylalkylamino group, an N-arylheteroarylamine The aryl group in the group and the arylphosphino group is the same as the above aryl group. Specifically, examples of the aryloxy group include a phenoxy group, a p-tolyloxy group, an m-tolyloxy group, a 3,5-dimethyl-phenoxy group, a 2,4,6-trimethylphenoxy group, and a pair. Third butyl phenoxy, 3-biphenoxy, 4-biphenoxy, 1-naphthyloxy, 2-naphthyloxy, 4-methyl-1-naphthyloxy, 5-methyl- 2-naphthyloxy, 1-decyloxy, 2-decyloxy, 9-decyloxy, 1-phenanthryloxy, 3-phenanthryloxy, 9-phenanthryloxy and the like; arylthiol Examples of the group include a phenylthiol group, a 2-methylphenylthiol group, a 4-tert-butylphenylthiol group, and the like; and examples of the arylthio group include a phenylthio group, P-tolyloxy group and the like, but the examples are not limited thereto.

In the present invention, a heteroaryl group contains one or more of atoms other than carbon, that is, a hetero atom, and specifically, a hetero atom may contain one or more atoms consisting of O, N, Se, S, and the like. The atoms selected from the group formed. The number of carbon atoms is not particularly limited, but is preferably from 2 to 30, and the heteroaryl group may be monocyclic or polycyclic. Examples of the heterocyclic group include thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, pyridyl, dipyridyl, pyrimidinyl, triazinyl, triazolyl, acridine , pyridazinyl, pyrazinyl, quinolyl, quinazolinyl, quinoxalinyl, pyridazinyl, pyridopyrimidinyl, pyridopyrazinyl, pyrazinopyrazinyl, isoquinolinyl , mercapto, carbazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzoxazolyl, benzothienyl, dibenzothiophenyl, benzofuranyl, morpholinyl (Porphyrin), thiazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, benzothiazolyl, phenothiazinyl, dibenzofuranyl and the like, but are not limited thereto.

In the present invention, examples of the heteroaryl group, the diheteroarylamino group, the N-arylheteroarylamino group, and the heteroaryl group in the N-alkylheteroarylamino group are the same as the above heteroaryl group. The examples are the same.

In the present invention, the heterocyclic group may be monocyclic or polycyclic, and may be an aromatic ring, an alicyclic ring or a fused ring of an aromatic ring and an alicyclic ring, and may be selected from a heteroaryl group.

In the present invention, alkylene means that there are two bonding sites in the alkyl group, that is, a divalent group. The above description regarding the aryl group can be applied except that the alkylene group is each a divalent group.

In the present invention, a cycloalkyl group means that two bonding sites exist in the cycloalkyl group, that is, a divalent group. The above description regarding the cycloalkyl group can be applied except that each of the cycloalkyl groups is a divalent group.

In the present invention, an extended aryl group means that two bonding sites exist in the aryl group, that is, a divalent group. The above description regarding the aryl group can be applied except that the exoaryl groups are each a divalent group.

In the present invention, the heteroaryl group means that two bonding sites exist in the heteroaryl group, that is, a divalent group. In addition to the fact that these groups are each a divalent group, the above description regarding the heteroaryl group can be applied.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, one of Y1 to Y6 is N.

According to an exemplary embodiment of the present invention, Chemical Formula 1 is represented by any one of Chemical Formula 1-1 to Chemical Formula 1-6 below. [Chemical Formula 1-1] [Chemical Formula 1-2] [Chemical Formula 1-3] [Chemical Formula 1-4] [Chemical Formula 1-5] [Chemical Formula 1-6]

In Chemical Formula 1-1 to 1-6 Chemical formula, R1 to R6, R9 to R14, G1 to G8, and Z ^- R1 to R6, R9 to R14, G1 to G8, and the Chemical Formula 1 as defined in Z ^- the same as defined above.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, at least one of R1 to R6 is a structure represented by Chemical Formula a, and the others are the same or different from each other, and are each independently hydrogen; -ROR';- RO(C=O)R'; A substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted aryl group; or a crosslinkable group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, at least one of R1 to R6 is a structure represented by Chemical Formula a, and the others are the same or different from each other, and are each independently hydrogen; -ROR';- RO(C=O)R'; An unsubstituted or hydroxy-substituted alkyl group; a cycloalkyl group; an alkenyl group; an unsubstituted or alkyl-substituted aryl group; or a crosslinkable group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, at least one of R1 to R6 is a structure represented by Chemical Formula a, and the others are the same or different from each other, and are each independently hydrogen; -ROR';- RO(C=O)R'; Unsubstituted or hydroxy substituted ethyl; n-propyl; n-butyl; vinyl; cyclohexyl; unsubstituted or alkyl substituted phenyl; or crosslinkable group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, at least one of R1 to R6 is a structure represented by Chemical Formula a, and the others are the same or different from each other, and are each independently hydrogen; -ROR';- RO(C=O)R'; Unsubstituted or hydroxy-substituted ethyl; n-propyl; n-butyl; vinyl; cyclohexyl; unsubstituted or substituted by one or more groups selected from methyl and ethyl groups Substituted phenyl; or crosslinkable group.

According to another exemplary embodiment of the present invention, R and R'' are the same or different from each other, and are each independently a substituted or unsubstituted alkylene group; or a substituted or unsubstituted extended aryl group.

According to still another exemplary embodiment of the present invention, R and R'' are the same or different from each other, and are each independently an alkylene group; or an aryl group.

According to still another exemplary embodiment of the present invention, R and R'' are the same or different from each other, and are each independently an ethyl group; or a phenyl group.

According to still another exemplary embodiment of the present invention, R and R''' are the same or different from each other, and are each independently hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; Substituted or unsubstituted aryl.

According to other exemplary embodiments of the present invention, R and R''' are the same or different from each other, and are each independently hydrogen; alkyl; alkenyl; or aryl.

According to still another exemplary embodiment of the present invention, R and R'" are identical or different from each other, and are each independently hydrogen; a third butyl group; a vinyl group; or a phenyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R1 and R2; R3 and R4; and at least one of R5 and R6 are combined with each other to form a substituted or unsubstituted ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R1 and R2 may be combined with each other to form a substituted or unsubstituted ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R1 and R2 may be combined with each other to form a substituted or unsubstituted heterocyclic ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R1 and R2 may be combined with each other to form a ring having the following structure, but the ring is not limited thereto.

The structure may contain additional substituents.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R3 and R4 may be combined with each other to form a substituted or unsubstituted ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R3 and R4 may be combined with each other to form a substituted or unsubstituted heterocyclic ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R3 and R4 may be combined with each other to form a ring having the following structure, but the ring is not limited thereto.

The structure may contain additional substituents.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R5 and R6 may be combined with each other to form a substituted or unsubstituted ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R5 and R6 may be combined with each other to form a substituted or unsubstituted heterocyclic ring.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R5 and R6 may be combined with each other to form a ring having the following structure, but the ring is not limited thereto.

The structure may contain additional substituents.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R9 to R14 and G1 to G8 are the same or different from each other, and are each independently hydrogen; or a substituted or unsubstituted alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R7 to R14 and G1 to G8 are the same or different from each other, and are each independently hydrogen; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, R7 to R14 and G1 to G8 are the same or different from each other, and are each independently hydrogen; or a methyl group.

According to an exemplary embodiment of the present invention, the crosslinkable group is a structure represented by any one of Chemical Formulas 2 to 5 below. [Chemical Formula 2] [Chemical Formula 3] [Chemical Formula 4] [Chemical Formula 5]

In Chemical Formula 2 to Chemical Formula 5, R201 to R203 are the same or different from each other, and are each independently hydrogen; or a substituted or unsubstituted alkyl group, R204 to R207 are the same or different from each other, and are each independently a direct bond; O; NR208; substituted or unsubstituted alkylene; or substituted or unsubstituted cycloalkyl, R208 is hydrogen; or substituted or unsubstituted alkyl, r, s, t, and u Each is 1 or 2, and when r, s, t, and u are each 2, the two structures in parentheses are the same or different from each other, and * is a portion connected to Chemical Formula 1.

According to an exemplary embodiment of the present invention, in Chemical Formula 2, R201 is hydrogen; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 2, R201 is hydrogen; or a methyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 2, R204 is a direct bond; O; NR208; an alkyl group; or a cycloalkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 2, R204 is a direct bond; O; NR208; an ethyl group; or a cyclohexyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 3, R205 is a direct bond; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 3, R205 is a direct bond; or a methylene group.

According to an exemplary embodiment of the present invention, in Chemical Formula 4, R202 is hydrogen; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 4, R202 is hydrogen; or an ethyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 4, R206 is a direct bond; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 4, R206 is a direct bond; or a methylene group.

According to an exemplary embodiment of the present invention, in Chemical Formula 5, R203 is hydrogen; and an alkyl group having 1 to 4 carbon atoms.

According to an exemplary embodiment of the present invention, in Chemical Formula 5, R207 is a direct bond; or an alkyl group.

According to an exemplary embodiment of the present invention, in Chemical Formula 5, R207 is a direct bond; or a methylene group.

According to an exemplary embodiment of the invention, R208 is hydrogen; or an alkyl group having 1 to 4 carbon atoms.

According to an exemplary embodiment of the present invention, in the chemical formula a, X is bonded to an ortho position relative to a position in which T is bonded to the phenyl group of the chemical formula a.

According to an exemplary embodiment of the present invention, in the chemical formula 1, Z ^- is an anionic group, and the anionic group is not particularly limited, and, for example, US Patent No. 7,939,644, Japanese Patent Application Laid-Open No. 2006- 003080, No. 2006-001917, No. 2005-159926, No. 2007-7028897 and No. 2005-071680, Korean Patent Application Laid-Open No. 2007-7000693, and Japanese Patent Application Laid-Open No. 2005-111696 And the anionic groups described in No. 2008-249663 are applicable.

Specific examples of the anion include an anion of trifluoromethanesulfonate, an anion of bis(trifluoromethylsulfonyl)guanamine, a bistrifluoromethanesulfonimide anion, and a diperfluoroethylsulfonimide anion ( Bisperfluoroethylsulfonimide anion), tetraphenylboronic acid anion, tetrakis(4-fluorophenyl)boronic acid, tetrakis(pentafluorophenyl)boronic acid, tristrifluoromethanesulfonylmethide, phosphate ion, nitrate ion, carbonate ion, Sulfite ion, halo group (e.g., bromo, fluoro, iodo, chloro) and the like.

Further, Z ^- means boron; an anion comprising aluminum; or an anion comprising an element selected from the group consisting of oxygen and one or more of tungsten, molybdenum, niobium and phosphorus. Specifically, Z ^- may include an anion of tungstophosphoric acid, an anion of tungstosilicic acid or an anion of a tungsten-like polyacid.

According to an exemplary embodiment of the present invention, in Chemical Formula 1, Z ^- is a sulfonium imidic acid containing a halogenated hydrocarbon group; an anion containing a sulfonic acid; a halogen; boron; an anion containing aluminum; or containing oxygen and one or more An anion of an element selected from the group consisting of tungsten, molybdenum, niobium, and phosphorus.

According to an exemplary embodiment of the present invention, in the chemical formula a, Q is -R101C(=O)R102-; or -R103OC(=O)R104-.

According to another exemplary embodiment of the present invention, R101 to R104 are the same or different from each other, and are each independently a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; .

According to still another exemplary embodiment of the present invention, R101 to R104 are the same or different from each other, and are each independently a direct bond; an alkyl group; or a cycloalkyl group.

According to still another exemplary embodiment of the present invention, R101 to R104 are the same or different from each other, and are each independently a direct bond; a methylene group; an ethyl group; a propyl group; or a cyclohexyl group.

According to an exemplary embodiment of the present invention, in the chemical formula a, X is a hydroxyl group; -OCOOR118; or -NR121COOR122.

According to another exemplary embodiment of the present invention, R118, R121, and R122 are the same or different from each other, and are each independently hydrogen; or an alkyl group.

According to still another exemplary embodiment of the present invention, R118, R121, and R122 are the same or different from each other, and are each independently hydrogen; or a third butyl group.

According to still another exemplary embodiment of the present invention, R118 is hydrogen; or an alkyl group.

According to still another exemplary embodiment of the present invention, R118 is hydrogen; or a third butyl group.

According to an exemplary embodiment of the present invention, in the chemical formula a, T is a substituted or unsubstituted alkyl group.

According to an exemplary embodiment of the present invention, in the chemical formula a, T is an alkyl group.

According to an exemplary embodiment of the invention, in the chemical formula a, T is a third butyl group.

According to an exemplary embodiment of the present invention, Chemical Formula 1 may be selected from the following compounds, but is not limited thereto.

The compound represented by Chemical Formula 1 can be produced by referring to the preparation examples described below.

An exemplary embodiment of the present invention provides a color former composition comprising the compound represented by Chemical Formula 1.

Another exemplary embodiment of the present invention provides a polymer compound comprising a monomer derived from a compound represented by Chemical Formula 1.

In the present invention, "monomer" means a structure in which a compound is contained in a polymer by a polymerization reaction in the form of a divalent or more divalent group.

An exemplary embodiment of the present invention provides a color former composition comprising a polymer compound.

The colorant composition may further contain at least one of a dye and a pigment, in addition to the compound or polymer compound represented by Chemical Formula 1. For example, the colorant composition may include only the compound represented by Chemical Formula 1, but may include the compound represented by Chemical Formula 1 and one or more dyes, or may include the compound represented by Chemical Formula 1 and one or more pigments, or A compound represented by Chemical Formula 1, one or more dyes, and one or more pigments may also be contained.

An exemplary embodiment of the present invention provides a resin composition comprising a colorant composition.

In an exemplary embodiment of the present invention, the resin composition may further comprise: a binder resin; a polyfunctional monomer; an antioxidant; a photoinitiator; and a solvent.

The binder resin is not particularly limited as long as the binder resin can exhibit physical properties (such as strength and developability) of the film produced by using the resin composition.

As the binder resin, a copolymer resin which imparts mechanical strength to a polyfunctional monomer and a monomer which imparts alkali solubility can be used, and may further contain a binder which is generally used in the art.

The polyfunctional monomer imparting mechanical strength to the film may be any one or more of an unsaturated carboxylic acid ester, an aromatic ethylene, an unsaturated ether, an unsaturated quinone imide, and an acid anhydride.

Specific examples of the unsaturated carboxylic acid ester may be selected from the group consisting of 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 (meth) acrylate, 2-phenoxyethyl (meth) acrylate Meth)acrylate), tetrahydrofurfuryl (meth)acrylate, hydroxyethyl(meth)acrylate,2-hydroxypropyl (meth)acrylate (meth)acrylate), 2-hydroxy-3-chloropropyl (meth)acrylate (2-hydroxy-3-chloropropyl ( Meth)acrylate), 4-hydroxybutyl(meth)acrylate, acyloctyloxy-2-hydroxypropyl(meth) Acrylate), glycerol (meth)acrylate, 2-methoxyethyl(meth)acrylate, 3-methoxy(meth)acrylate 3-methoxybutyl (meth)acrylate, ethoxydiethylene glycol (meth)acrylate, methoxytriethylene glycol (meth)acrylate), methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methylether (meth) Acrylate), phenoxydiethylene glycol (meth)acrylate, p-nonylphenoxypolyethylene glycol (meth)acrylate , p-nonylphenoxy polypropylene glycol (meth) acrylate (p-nonylphenox) Ypolypropylene glycol (meth)acrylate), glycidyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, (meth)acrylic acid 1,1, 1,1,1,3,3,3-hexafluoroisopropyl (meth)acrylate, octafluoropentyl (meth)acrylate, Heptadecyl fluorodecyl (meth) acrylate, tribromophenyl (meth) acrylate, methyl α-hydroxymethyl acrylate , ethyl α-hydroxymethyl acrylate, propyl α-hydroxymethyl acrylate, and butyl α-hydroxymethyl acrylate, but Not limited to this.

Specific examples of the aromatic vinyl monomer may be selected from the group consisting of styrene, α-methylstyrene, (o-, m-, p-)-vinyltoluene, (o-, m-, p-)- Methoxystyrene and (o-, m-, p-)-chlorostyrene, but are not limited thereto.

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

Specific examples of the unsaturated quinone imine may be selected from the group consisting of N-phenyl maleimide, N-(4-chlorophenyl)butylene oxide. N-(4-chlorophenyl) maleimide, N-(4-hydroxyphenyl) maleimide, and N-cyclohexyl-n-butylene N-cyclohexyl maleimide, but is not limited thereto.

Examples of the acid anhydride include anhydrous hydrolyzate (anhydrous maleic acid anhydride), anhydrous hydroxyl maleic acid anhydride, tetrahydrophthalic acid anhydride, and the like, but Not limited to this.

The monomer which imparts alkali solubility is not particularly limited as long as the monomer contains an acid group, and it is preferred to use one or more selected from the group consisting of: (meth)acrylic acid, crotonic acid , itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, Mono-2-((meth)acryloyloxy)ethyl phthalate, succinic acid mono-2-((meth) propylene oxime) Ethyl ethyl ester (mono-2-((meth)acryloyloxy)ethyl succinate) and ω-carboxy polycaprolactone mono(meth)acrylate, but the monomer is not limited this.

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

The polyfunctional monomer is a monomer for forming a photoresist phase by light, and in particular, the polyfunctional monomer may be one or both selected from the group consisting of: Mixture: propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol diacrylate, 6-hexanediol 6-hexanediol diacrylate, 1,6-hexanediol acrylate, tetraethylene glycol methacrylate, bisphenoxyethanol diacrylate (bisphenoxy ethyl alcohol diacrylate), trishydroxyethyl isocyanurate trimethacrylate, trimethyl propane trimethacrylate, diphenyl pentaerythritol hexaacrylate Diphenylpentaerythritol hexaacrylate), pentaerythritol trimethyl propylene Pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, and dipentaerythritol hexamethacrylate.

The photoinitiator is not particularly limited as long as the photoinitiator is an initiator which generates a radical by light to initiate crosslinking, but may be one selected from the group consisting of or Many: For example, acetophenone compounds, biimidazole compounds, triazine compounds, and terpenoids.

Examples of the acetophenone compound include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1 -ketone, 4-(2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl phenyl ketone, benzoin methyl ether, benzoin ethyl ether ( Benzoin ethyl ether), benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methyl Thio)phenyl-2-N-morpholinyl-1-propan-1-one, 2-benzyl-2-dimethylamino-1-(4-(N-morpholinyl)phenyl) -but-1-one, 2-(4-bromo-benzyl-2-dimethylamino-1-(4-(N-morpholinyl)phenyl)-butan-1-one, 2-methyl The group is 1-[4-(methylthio)phenyl]-2-(N-morpholinyl)propan-1-one and a similar acetophenone-based compound, but is not limited thereto.

Examples of biimidazole compounds include 2,2-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(o-chlorophenyl)-4 , 4',5,5'-tetrakis(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 and the like Biimidazole compounds, but are not limited thereto.

Examples of the triazine compound include 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 1,1,1,3,3. ,3-hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate, ethyl-2-{ 4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-double (trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine- 6-yl]phenylthio}acetate, benzyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate , 3-{chloro-4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 3-{4-[2,4-double (three Chloromethyl)-s-triazin-6-yl]phenylthio}propanamine, 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s-triazine, 2 ,4-bis(trichloromethyl)-6-(1-p-dimethylaminophenyl)-1,3,-butadienyl-s-triazine, 2-trichloromethyl-4-amine The group is a 6-p-methoxystyryl-s-triazine and a triazine-like compound, and is not limited thereto.

Examples of terpenoids include 1,2-octanedione-1-(4-phenylthio)phenyl-2-(o-benzamide) (CIBA-GEIGY Corp., CGI 124), Ethyl-1-(9-ethyl)-6-(2-methylbenzimid-3-yl)-1-(O-acetyl) (CGI 242), N-1919 (Adeka Corporation) and similar terpenoids, and are not limited thereto.

The solvent may be one or more selected from the group consisting of acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl 赛路苏, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol ether, propylene glycol dimethyl ether, propylene glycol ethyl ether, diethylene glycol dimethyl ether, diethylene glycol ether, diethylene glycol Ethyl 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, tert-butanol, 2-ethoxypropanol, 2-methyl Oxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol diethyl ether acetate, 3-methoxybutyl acetate, 3-ethoxypropionic acid Ethyl ester, ethyl glycol ethyl acetate, methyl glycol ethyl acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether, but are not limited thereto.

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

The total weight of the solid content means the sum of the total weights of the components other than the solvent in the resin composition. The basis weight of the solid content and the solid content of each component can be determined by a general analytical means (such as liquid chromatography or gas chromatography) used in the art. Measurement.

According to an exemplary embodiment of the present invention, the resin composition additionally includes one or two or more than two additives selected from the group consisting of: a photocrosslinking sensitizer, a curing accelerator, Antioxidants, adhesion promoters, surfactants, thermal polymerization inhibitors, UV absorbers, dispersants, and leveling agents.

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

One or more selected from the group consisting of: a benzophenone-based compound such as benzophenone, 4,4- may be used. Bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzamide Benzoate, 3,3-dimethyl-4-methoxybenzophenone, and 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; anthrone (a fluorenone-based compound), such as 9-fluorenone, 2-chloro-9-fluorenone, and 2-methyl-9-fluorenone; a thioxanthone-based compound, such as thioxanthone , 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propoxythioxanthone, isopropylthioxanthone, and diisopropylthioxanthone; a xanthone-based compound, such as xanthonone and 2-methylxionone; an anthraquinone-based compound, such as anthraquinone, 2-methylindole, 2-ethyl Anthraquinone, tert-butyl hydrazine and 2,6-dichloro-9,10-fluorene; acridine compounds (an Acridine-based compound, such as 9-phenyl acridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), and 1,3-double ( 9-Aridinyl)propane; a dicarbonyl compound such as benzyl, 1,7,7-trimethyl-bicyclo[2,2,1]hept-2,3-dione and 9 , 10,10-penanthrenequinone; a phosphine oxide-based compound, such as 2,4,6-trimethylbenzimidyl diphenylphosphine oxide and bis (2, 6-Dimethoxybenzylidene)-2,4,4-trimethylpentylphosphine oxide; a benzoate-based compound such as methyl-4-(dimethylamino) Benzoate, ethyl-4-(dimethylamino)benzoate and 2-n-butoxyethyl-4-(dimethylamino)benzoate; amine synergist (an Amino synergist), such as 2,5-bis(4-diethylaminobenzylidene)cyclopentanone, 2,6-bis(4-diethylaminobenzylidene)cyclohexanone, and 2,6 - bis(4-diethylaminobenzylidene)-4-methyl-cyclopentanone; coumarine compounds such as 3,3-carbonylvinyl-7-(diethylamino) Coumarin, 3-(2-benzothiazolyl)-7-(two Amino) coumarin, 3-benzylidene-7-(diethylamino)coumarin, 3-benzylidene-7-methoxy-coumarin and 10,10-carbonyl double [ 1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-C1]-benzopiperacino[6,7,8-ij]-quinolizine- 11-ketone; chalcone compounds such as 4-diethyl benzylchalcone and 4-azidebenzalacetophenone; and 2-benzylidene benzylidene And 3-methyl-b-naphthylthiazoline.

A curing accelerator is used in order to increase the curing strength and mechanical strength, and in particular, one or more selected from the group consisting of 2-mercaptobenzimidazole and 2-mercaptobenzothiazole may be used. 2-mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis(3-mercaptopropionate) , pentaerythritol-tris(3-mercaptopropionate), pentaerythritol-tetrakis(2-mercaptoacetate), pentaerythritol-tris(2-mercaptoacetate), trimethylolpropane-tris(2-mercaptoacetate) Ester) and trimethylolpropane-tris(3-mercaptopropionate).

As the adhesion promoter used in the present invention, a methacrylonitrile decane coupling agent such as methacryloxypropyltrimethoxydecane or methacryloxypropyldimethoxydecane can be selected and used. One or more of methacryloxypropyltriethoxydecane and methacryloxypropyldimethoxydecane, and as alkyltrimethoxydecane, optionally and using xin One or more of trimethoxy decane, dodecyltrimethoxy decane, octadecyltrimethoxy decane, and similar decane.

The surfactant is an anthrone-based surfactant or a fluorine-based surfactant, and specifically, as an anthrone-based surfactant, a BYK-077, a BYK-085, a BYK-300, a 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, and the like, manufactured by BYK-Chemie Co., Ltd.; As the fluorine-based surfactant, F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F-445, F can be used. -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, T F-1442 and the like, which are manufactured by Dainippon Ink & Chemicals (DIC), but the surfactant is not limited thereto.

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

Specific examples of the antioxidant include a phosphoric acid-based heat stabilizer such as phosphoric acid, trimethyl phosphate or triethyl phosphate; a hindered phenol-based primary antioxidant such as 2,6-di-t-butyl-p-cresol, octadecyl group -3-(4-hydroxy-3,5-di-t-butylphenyl)propionate, tetra-bis[methylene-3-(3,5-di-t-butyl-4-hydroxyphenyl) Propionate]methane, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, 3,5-di third Diethyl butyl-4-hydroxybenzyl phosphite, 2,2-thiobis(4-methyl-6-tert-butylphenol), 2,6-g, tert-butylphenol 4,4 '-Butyl-bis(3-methyl-6-tert-butylphenol), 4,4'-thiobis(3-methyl-6-tert-butylphenol) or bis[3,3-dual (4'-hydroxy-3'-t-butylphenyl)butyric acid] glycol ester; amine secondary antioxidant such as phenyl-α-naphthylamine, phenyl-β-naphthylamine, N , N'-diphenyl-p-phenylenediamine or N,N'-di-β-naphthyl p-phenylenediamine; sulfur secondary antioxidants such as dilauryl disulfide, dilauryl thiopropionate , distearyl thiopropionate, mercaptobenzothiazole or tetramethyl bis thiocarbazone disulfide tetramethylene [methylene-3-( a quinone thio)propionate methane; or a phosphite secondary antioxidant such as triphenyl phosphite, tris(nonylphenyl) phosphite, triisodecyl phosphite, bis (2, 4-dibutylphenyl)pentaerythritol diphosphite or (1,1'-biphenyl)-4,4'-diylbisphosphinic acid tetra[2,4-bis(1,1-dimethyl Ethyl)phenyl] ester.

As the UV absorber, 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxybenzophenone, and the like can be used, but The UV absorber is not limited thereto, and a UV absorber generally used in the art can be used.

Examples of the thermal polymerization inhibitor may include one or more selected from the group consisting of: p-anisole, hydroquinone, catechol, tert-butylcatechol, N-Asia Nitrophenylhydroxylamine ammonium salt, N-nitrosophenylhydroxylamine aluminum salt, p-methoxyphenol, di-tert-butyl-p-cresol, pyrrogarole, benzoquinone, 4 , 4-thiobis(3-methyl-6-tert-butylphenol), 2,2-methylenebis(4-methyl-6-tert-butylphenol), 2-mercaptoimidazole, and thiophene The azine, but is not limited thereto, and may include a thermal polymerization inhibitor generally known in the art.

The dispersing agent can be used in the method of adding the inside of the dispersing agent to the pigment (in the form of subjecting the pigment to the surface treatment in advance) or the method of externally adding the dispersing agent to the pigment. As the dispersing agent, a composite dispersing agent, a nonionic dispersing agent, an anionic dispersing agent or a cationic dispersing agent can be used, and examples of the dispersing agent include a fluorine-based surfactant, an ester surfactant, a cationic surfactant, and an anion. Surfactants, amphoteric surfactants, and the like. These dispersants may be used singly or in combination of two or more thereof.

Specific examples of the dispersing agent include one or more selected from the group consisting of polyalkylene glycols and esters thereof, polyalkylene oxide polyols, ester alkylene oxide adducts, and alcohol alkylene oxides. Adducts, ester sulfonates, sulfonates, carboxylates, carboxylates, alkylguanamine alkylene oxide adducts, and alkylamines, but are not limited thereto.

The leveling agent can be polymeric or non-polymeric. Specific examples of the polymerization leveling agent include polyethyleneimine, polyamine amine, and a reaction product of an amine and an epoxide, and specific examples of the non-polymerization leveling agent include a non-polymeric sulfur-containing compound and a non-polymerized nitrogen-containing compound, but The examples are not limited thereto, and a leveling agent generally used in the art can be used.

An exemplary embodiment of the present invention provides a photosensitive material prepared by using a resin composition.

More specifically, the resin composition of the present invention is coated on a substrate material by a suitable method to form a photosensitive material in the form of a film or a pattern.

The coating method is not particularly limited, but a spray coating method, a roll coating method, a spin coating method, and the like can be used, and in general, a spin coating method is widely used. Further, a coating film is formed, and then, in some cases, the residual solvent may be partially removed under reduced pressure.

Examples of the light source for curing the resin composition according to the present invention include a mercury vapor arc, a carbon arc, a Xe arc, and the like, which are in the range of 250 nm to 450 nm. Light is emitted at the wavelength, but is not always limited to this.

The resin composition according to the present invention can be used in the following: a pigment dispersion type photosensitive material for producing a color filter of a thin film transistor liquid crystal display (TFT LCD), for forming a thin film transistor liquid crystal Photosensitive material of a black matrix of a display (TFT LCD) or an organic light emitting diode, a photosensitive material for forming an overcoat layer, a column spacer photosensitive material, and light Curable coatings, photocurable inks, photocurable adhesives, printing plates, photosensitive materials for printed circuit boards, photosensitive materials for plasma display panels (PDP), and the like, and Its use is not subject to specific restrictions.

An exemplary embodiment of the present invention provides a color filter including a photosensitive material.

The color filter can be manufactured by using a resin composition containing a colorant composition. The color filter can be formed by coating a resin composition on a substrate to form a coating film, and exposing, developing, and curing the coating film.

The resin composition according to an exemplary embodiment of the present invention has excellent heat resistance, and thus may have a slight color change due to heat treatment, and thus, when a color filter is manufactured, even by a curing process, the resin composition Color filters with high color gamut, high brightness, and high contrast ratio are still available.

The substrate may be a glass plate, a tantalum wafer, and a plastic base material such as a polyethersulfone (PES) and a polycarbonate (PC) plate, 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 exemplary embodiment, the color filter may further include an overcoat layer.

A lattice-like black pattern called a black matrix can be placed between the color pixels of the color filter for the purpose of improving contrast. Chromium can be used as a material for a black matrix. In this case, a method of depositing chromium on the entire glass substrate and patterning by etching treatment may be used. However, in view of the high cost in the process, the high reflectivity of chromium, and the environmental pollution caused by the chromium waste water, the resin black matrix can be used by a pigment dispersion method which can perform fine treatment.

The black matrix according to an exemplary embodiment of the present invention may use a black pigment or a black dye as a colorant. For example, carbon black may be used alone, or a mixture of carbon black and color pigment may be used, and in this case, since color pigments having insufficient light-shielding properties are mixed, there are advantages in that the strength of the film or the adhesion to the substrate It does not decrease even if the amount of the colorant is relatively increased.

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

The display device can be any of the following: a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED), a liquid crystal display (liquid crystal) Display; LCD), thin film transistor-liquid crystal display (LCD-TFT), and cathode ray tube (CRT).

Hereinafter, the present invention will be described in detail with reference to examples. The following examples are provided to describe the invention, and the scope of the invention includes the scope of the following claims and their substitutions and modifications, and is not limited to the scope of the examples.

Preparation Example 1. Preparation of Compound A

5 ml of acetic acid, 5 ml of dichloromethane and 1.64 g (1.2 equivalents) of cyclohexanone were placed in 2 g (1 equivalent) of 8-aminoquinoline, and the resulting mixture was stirred for 30 minutes. Slowly add 3.5 grams of NaBH(OAC) _{3 to it} . After reacting at normal temperature for 16 hours, the obtained product was washed several times with water, and then extracted with MC. The extract was dried under reduced pressure, and then purified with a column (ethyl acetate:hexane = 1:10) to afford 2.48 g (yield 85.4%) of Compound A as a pale yellow oil.

Preparation Example 2. Preparation of Compound B

The preparation was carried out in the same manner as in Preparation Example 1, except that 5-aminoisoquinoline was used instead of 8-aminoquinoline. (Compound B: 2.25 g, yield: 71.7%)

Preparation Example 3. Preparation of Compound C

4,4-Difluorobenzophenone (15 g, 1 eq.) and 2-ethylaminoethanol (31.1 g, 5 eq.) were placed in a flask under a nitrogen atmosphere, and the resulting mixture was heated at 160 ° C. Reflux for 48 hours. After the reaction was terminated, distilled water was added thereto, extracted with dichloromethane, and the organic layer was dried over sodium sulfate and dried under reduced pressure. Ethyl acetate was placed in the obtained product, and the obtained product was stirred at room temperature for 2 hr, and then filtered to obtain 21 g of pale yellow compound C (yield: 86%).

Preparation Example 4. Preparation of Compound D

3-(3,5-Di-t-butyl-4-hydroxyphenyl)propionic acid (9.6 g, 3 equivalents) was dissolved in 70 ml of tetrahydrofuran under nitrogen atmosphere, and then placed in an ice bath, and the obtained The solution was cooled to 0 °C. Thereafter, 1-ethyl-3(3-dimethylaminopropyl)carbodiimide (5.30 g, 2.4 equivalent) was added thereto, and the resulting mixture was stirred for about 15 minutes, and then 4-dimethyl was added thereto. Aminopyridine (0.56 g, 0.4 equivalent). After 15 minutes, 4.10 g (1 equivalent) of Compound C was dissolved in 30 ml of tetrahydrofuran, and the resulting solution was slowly added thereto. After the mixture was stirred for 24 hours, extraction was carried out with dichloromethane, and the extract was dried under reduced pressure. The obtained product was purified with a column (ethyl acetate:hexane = 1:3) to give 4.51 g (yield: 44.7%) of Compound D. After purification of the column, when 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionic acid is still present, 3-(3,5- is washed with NaHCO ₃ solution (pH 10 to pH 11). Di-tert-butyl-4-hydroxyphenyl)propanoic acid was extracted with dichloromethane, and the extract was dried under reduced pressure.

Preparation Example 5. Preparation of Compound E

In addition to 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionic acid (1.5 equivalents) instead of 3-(3,5-di-t-butyl-4-hydroxyphenyl)propanoic acid ( Preparation was carried out in the same manner as in Preparation Example 4 except for 3 equivalents (Compound E: 2.9 g, yield: 40.8%).

Preparation Example 6. Preparation of Compound F

Compound D (2.0 g, 1.0 eq.) was dissolved in 10 ml of pyridine, and then di-tert-butyl-carbonate (1.49 g, 3.0 eq.) was slowly added thereto. 4-Dimethylaminopyridine (0.6 g, 2.0 equivalent) was added thereto for 15 minutes, and the resulting mixture was stirred at 60 ° C for 3 hours. After the reaction was terminated, distilled water was added thereto, and extraction was carried out with dichloromethane. The separated organic layer was dried over sodium sulfate and then dried under reduced pressure. The obtained product was purified with a column (ethyl acetate:hexane = 1:1) to afford 2.09 g of Compound F (yield: 85%).

Preparation Example 7. Preparation of Compound G

The same procedure as in Preparation Example 4 was carried out except that 3,5-di-t-butyl-4-hydroxybenzoic acid was used instead of 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionic acid. Preparation (Compound G: 5.75 g, yield: 62%).

Preparation Example 8. Preparation of Compound H

The preparation was carried out in the same manner as in Preparation Example 6 except that Compound G was used instead of Compound D (Compound H: 2 g, yield: 80%).

Preparation Example 9. Preparation of Compound I-1

1.0 g (1 equivalent) of Compound D was completely dissolved in chloroform. Under a nitrogen atmosphere, 0.52 g (3.0 equivalent) of phosphonium chloride was added thereto, the resulting mixture was stirred for about 30 minutes, and then 0.38 g (1.5 equivalents) of Compound A was dissolved in chloroform, and the resulting solution was slowly added thereto. After reacting at 60 ° C for 16 hours, the reaction was quenched with distilled water and extracted with dichloromethane. The pressure was reduced to remove the solvent, and then the residue was subjected to column purification at a ratio of dichloromethane:ethyl acetate = 1:1 to remove the precursor. Purification was carried out with a column (dichloromethane:methanol:ethyl acetate = 6:1:2) to afford 0.13 g of Compound Compound I (yield: 10.2%).

After dissolving 0.13 g of the compound I in methanol, 1.5 equivalent (0.05 g) of bistrifluoromethanesulfonimide (BMI) was added thereto, and the resulting mixture was stirred at normal temperature, and then filtered by adding distilled water thereto. The precipitated blue powder obtained 0.12 g of a blue powdery compound I-1 (yield: 79%).

Preparation Example 10. Preparation of Compound J-1

0.7 g (1 equivalent) of Compound F was completely dissolved in chloroform. 0.15 g (1.5 equivalents) of phosphonium chloride was added thereto under a nitrogen atmosphere, the resulting mixture was stirred for 2 hours, and then 1.4 g (1.3 equivalent) of Compound A was dissolved in chloroform, and the resulting solution was slowly added thereto. After reacting at 60 ° C for 2 hours, the reaction was quenched with distilled water and extracted with dichloromethane. The pressure was reduced to remove the solvent, and then the residue was subjected to column purification at a ratio of dichloromethane:ethyl acetate = 1:1 to remove the precursor, and then by dichloromethane:methanol:ethyl acetate The ratio of =6:1:2 was changed to change the composition to purify the obtained product to obtain 0.1 g of Compound J (yield 12%).

After 0.1 g of Compound J was dissolved in methanol, 1.5 equivalent (0.03 g) of bistrifluoromethanesulfonimide (BMI) was added thereto, and the resulting mixture was stirred at normal temperature, and then filtered to precipitate by adding distilled water thereto. The blue powder obtained 0.09 g of compound J-1 (yield 75.9%).

Preparation Example 11. Preparation of Compound K-1

The preparation was carried out in the same manner as in Preparation Example 9 except that Compound G was used instead of Compound D (Compound K-1: 0.85 g, yield: 86.4%).

Preparation Example 12. Preparation of Compound L-1

Prepared in the same manner as in Preparation Example 9 except that Compound H was used instead of Compound D (Compound L-1: 0.09 g, yield: 83%).

Preparation Example 13. Preparation of Compound M-1

Prepared in the same manner as in Preparation Example 9 except that Compound B was used instead of Compound A (Compound M-1: 0.15 g, yield: 74%).

Preparation Example 14. Preparation of Compound N-1

Prepared in the same manner as in Preparation Example 11 except that Compound B was used instead of Compound A (Compound N-1: 0.15 g, yield: 74%).

Preparation Example 15. Preparation of Compound O-1

Prepared in the same manner as in Preparation Example 9 except that Compound E was used instead of Compound D (Compound O-1: 0.25 g, yield: 81%).

Preparation Example 16. Preparation of Compound P

Compound X was prepared by the method of Synthesis Example 1 of Korean Patent Application Laid-Open No. 10-2015-0009447. Thereafter, 0.20 g (1 equivalent) of Compound I was completely dissolved in 10 g of dimethylformamide, and 0.09 g (1.5 equivalents) of Compound X was added thereto. The resulting mixture was stirred at 55 ° C for 3 hours, and then cooled to room temperature, and 1,000 g of distilled water was added dropwise while stirring for 1 hour, and then the resulting mixture was filtered under reduced pressure to obtain 0.22 g of Compound P (yield 88%). .

Preparation Example 17. Preparation of Compound Q-1

1) Preparation of Compound Y

3.0 g (1 equivalent) of Compound C was dissolved in 15 ml of dichloromethane. The temperature was cooled to 0 ° C by using an ice bath, and then 2.13 g (2.5 equivalents) of triethylamine was added dropwise thereto little by little. After about 20 minutes, 2.73 g (2.3 equivalents) of benzamidine chloride was slowly added thereto. The resulting mixture was allowed to react for 5 hours. The reaction was quenched with EtOAc (EtOAc) (EtOAc)

2) Preparation of Compound Q-1

The preparation was carried out in the same manner as in Preparation Example 9 except that Compound Y was used instead of Compound D (Compound Q-1: 0.27 g, yield: 74%).

Preparation Example 18. Preparation of Compound R-1

1) Preparation of Compound Z

3-(3,5-Di-t-butyl-4-hydroxyphenyl)propionic acid (3.64 g, 3 equivalents) was dissolved in 30 ml of tetrahydrofuran under a nitrogen atmosphere, and then an ice bath was installed. 2.39 g (3 equivalents) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide was added to the reactor, the resulting mixture was stirred for about 15 minutes, and then 0.3 g (0.6 g) was added thereto. Equivalent) 4-dimethylaminopyridine. After 15 minutes, 1.0 g (1 equivalent) of 4,4'-bis(methylamino)benzophenone was dissolved in 10 ml of tetrahydrofuran, and the resulting solution was slowly added thereto. After the mixture was stirred for 24 hours, extraction was carried out with dichloromethane, and the extract was dried under reduced pressure. The obtained product was purified with a column (ethyl acetate:hexane = 1:3) to afford 1.01 g (yield 32.0%) of Compound Z. After purification of the column, when 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionic acid is still present, 3-(3,5- is washed with NaHCO ₃ solution (pH 10 to pH 11). Di-tert-butyl-4-hydroxyphenyl)propanoic acid was extracted with dichloromethane, and the extract was dried under reduced pressure.

2) Preparation of compound R-1

Prepared in the same manner as in Preparation Example 9 except that Compound Z was used instead of Compound D (Compound R-1: 0.18 g, yield: 79.6%).

Preparation Example 19. Preparation of Compound b

50 ml of dimethylformamide (DMF) was added to 3.75 g (0.026 mol, 1 equivalent) of 8-aminoquinoline, and 17.97 g (0.13 mol, 5) was slowly added thereto at room temperature. Equivalent) K ₂ CO ₃ , and the resulting mixture was then stirred for 30 minutes. Thereafter, 7.86 g (0.065 mol, 2.5 equivalents) of allyl bromide was added thereto, and the resulting mixture was stirred at room temperature for 4 hours. After the reaction was terminated, distilled water was added thereto, extracted with ether, and the organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified with a column (ethyl acetate:hexane = 1:100 to 1:80) to afford compound b (1.2 g, yield 27%).

Preparation Example 20. Preparation of Compound c

30 ml of dichloromethane was added to 3.03 g (0.021 mol, 1 equivalent) of 8-aminoquinoline, and 2.73 g (0.027 mol, 1.3 equivalent) of triethylamine was slowly added thereto at room temperature. Thereafter, 4.8 g (0.056 mol, 2.7 equivalent) of methacrylic acid was added thereto, and the resulting mixture was stirred at normal temperature for 16 hours.

After the reaction was terminated, distilled water was added thereto, extracted with dichloromethane, and the organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified by a column (ethyl acetate:hexane = 1:10 to 1:15) to afford compound c (0.5 g, yield 11%).

Preparation Example 21. Preparation of Compound h

30 ml of dichloromethane was added to 2.5 g (0.004 mol, 1 equivalent) of compound E. 0.53 g (0.0053 mol, 1.3 equivalents) of triethylamine was slowly added thereto at room temperature. Thereafter, 0.77 g (0.009 mol, 2.2 equivalent) of methacrylic acid was added thereto, and the resulting mixture was stirred at normal temperature for 16 hours. After the reaction was terminated, distilled water was added thereto, extracted with dichloromethane, and the organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified by a column (ethyl acetate:hexane = 1:5) to afford compound h (1.9 g, yield 68%).

Preparation Example 22. Preparation of Compound i

4.31 g (0.005 mol, 1 equivalent) of Compound D was dissolved in 40 ml of pyridine, and then 2.68 g (0.012 mol, 2.5 equivalents) of di-t-butyl dicarbonate was slowly added thereto. After 15 minutes, 1.20 grams (0.01 moles, 2 equivalents) of 4-dimethylaminopyridine was added thereto. After reacting at 60 ° C for 3 hours, extraction was carried out with dichloromethane and the pressure was reduced to remove the solvent, and then the residue was purified by a column (dichloromethane: ethyl acetate = 10:1) to obtain compound i. (3.87 g, yield 73%).

Preparation Example 23. Preparation of Compound j and Compound j-1

1.5 g (0.002 mol, 1 equivalent) of compound h was completely dissolved in chloroform. 0.44 g (0.003 mol, 1.3 equivalent) of phosphonium chloride was added thereto under a nitrogen atmosphere, and the resulting mixture was stirred for 30 minutes, and then 0.59 g (0.0026 mol, 1.3 equivalent) of Compound A was dissolved in chloroform, and The resulting solution was slowly added thereto. After reacting at 60 ° C for 2 hours, the reaction was quenched with distilled water and extracted with dichloromethane. The pressure was reduced to remove the solvent, and then the residue was subjected to column purification at a ratio of dichloromethane:ethyl acetate = 1:1 to remove the precursor, and then by dichloromethane:methanol:ethyl acetate The ratio of =6:1:2 was changed to adjust the composition to obtain the compound j (1.0 g, yield 49%). Thereafter, 1.0 g (0.001 mol, 1 equivalent) of Compound J was dissolved in 30 ml of methanol, and then 0.46 g (0.0016 mol, 1.5 equivalent) of bistrifluoromethanesulfonimide (BMI) was added thereto. And the resulting mixture was stirred at normal temperature. Filtration of a blue powder which was precipitated by adding distilled water thereto gave Compound j-1 (1.1 g, yield: 87%).

Preparation Example 24. Preparation of Compound k and Compound k-1

Preparation was carried out in the same manner as in Preparation Example 23 except that Compound D was used instead of Compound H and Compound b was used instead of Compound A, whereby Compound k (0.52 g, yield 28%) was obtained and Compound K-1 (0.56 g) was obtained. , yield 87%).

Preparation Example 25. Preparation of Compound 1 and Compound 1-1

The preparation was carried out in the same manner as in Preparation Example 23 except that the compound D was used instead of the compound h and the compound c was used instead of the compound A, whereby the compound 1 (0.8 g, yield 42%) and the compound l-1 (0.82 g, Yield 83%). Preparation Example 26. Preparation of Compound m and Compound m-1

Preparation was carried out in the same manner as in Preparation Example 23 except that the compound i was used instead of the compound h and the compound c was used instead of the compound A, whereby the compound m (0.61 g, yield 33%) and the compound m-1 (0.62 g, Yield 85%).

Preparation Example 27. Preparation of Compound n and Compound n-1

Preparation was carried out in the same manner as in Preparation Example 23 except that Compound B was used instead of Compound A, whereby Compound n (0.45 g, yield 22%) and Compound n-1 (0.50 g, yield 88%) were obtained.

Preparation Example 28. Preparation of Compound o

An anion was prepared in the same manner as in the synthesis example 1 of Korean Patent Application Laid-Open No. 2015-0009447. 0.5 g (0.0005 mol, 1 equivalent) of compound j-1 was completely dissolved in 10 g of dimethylformamide. 0.27 g (0.0008 mol, 1.5 equivalents) of an anion was added thereto. The resulting mixture was stirred at 55 ° C for 3 hours and then cooled to room temperature. The mixture was added dropwise to 1,000 g of distilled water while stirring for 1 hour, and then the resulting mixture was filtered under reduced pressure to give compound o (0.45 g, yield 69%).

Preparation Example 29. Preparation of Comparative Example Compound 1

Comparative Example Compound 1 (0.8 g, yield 80%) was obtained in the same manner as in Example 7 of Korean Patent Application Laid-Open No. 2012-0014111, except that bis(trifluoromethanesulfonimide) was used as the anion. [Preparation and Evaluation of Colorant Composition] Comparative Example 1-1

The photosensitive blue resin composition was prepared as the following composition.

By stirring 0.04 parts by weight of Comparative Example Compound prepared by using blue dye compound in Preparation Example 29, 8.0 parts by weight of a binder resin (benzyl methacrylate: N-phenylbutylene dioxime) Imine: styrene: methacrylic acid mass ratio = 55:9:11:25 copolymer), 1.9 parts by weight of propylene glycol monomethyl ether acetate and 0.06 part by weight of leveling agent (TF-1740) and An adhesion aid (KRM-503) was used to uniformly mix to prepare a photosensitive blue resin composition. Example 1-1

The preparation was carried out in the same manner as in Comparative Example 1-1 except that the compound I-1 was used instead of the compound 1. Example 1-2

The preparation was carried out in the same manner as in Comparative Example 1-1 except that the compound J-1 was used instead of the compound 1. Example 1-3

The preparation was carried out in the same manner as in Comparative Example 1-1, except that the compound K-1 was used instead of the compound 1. Example 1-4

The preparation was carried out in the same manner as in Comparative Example 1-1 except that the compound L-1 was used instead of the compound 1. Example 1-5

The preparation was carried out in the same manner as in Comparative Example 1-1 except that the compound M-1 was used instead of the compound 1. Example 1-6

The preparation was carried out in the same manner as in Comparative Example 1-1 except that the compound N-1 was used instead of the comparative example compound 1. Method for manufacturing a substrate

The photosensitive resin composition was spin-coated on glass (5 cm × 5 cm), and pre-heat treated (prebaked) at 100 ° C for 100 seconds to form a film. Heat resistance measurement

In order to measure the heat resistance, the blue resin compositions for color filters prepared in Examples 1-1 to 1-6 and Comparative Example 1-1 were each spin-coated at a size of 5 cm × 5 cm. On the glass substrate, preheating (prebaking) was performed on a hot plate at 100 ° C for 2 minutes, and then the glass substrate was cooled at normal temperature for 2 minutes. Thereafter, post-heat treatment (post-baking) was carried out in a convection oven at 230 ° C for 20 minutes, and the color characteristics were confirmed by using a spectrophotometer, and heat treatment was additionally performed at 230 ° C for 1 hour in a convection oven, and then confirmed again. The color characteristics, and the ΔEab* value of the substrate produced by using the resin compositions prepared in Examples 1-1 to 1-4 and Comparative Example 1-1 were obtained and the results are shown in Table 1 below. [Table 1]

When the color photosensitive resin compositions of Examples 1-1 to 1-4 and Comparative Example 1-1 were compared with each other, Examples 1-1 to 1-4 exhibited excellent heat resistance results. Light resistance measurement

The test substrate was fabricated in the same order as in the heat resistance test and post-baked at 230 ° C for 20 minutes, and then the color difference was measured under a C light source. Thereafter, the measured substrate was placed in a light resistance tester Sun test CPS+ and allowed to stand for 6 hours. Thereafter, the color difference was measured under a C light source, and the color difference change rate ΔEab* was calculated, and the results are shown in Table 2. [Table 2]

According to the above results, a coloring matter composition for a color filter and a color filter having excellent heat resistance and light resistance can be obtained by using the coloring matter of the present invention in which a specific substituent is introduced. Comparative example 2-1

The photosensitive blue resin composition was prepared as the following composition.

A comparative example compound prepared by using a blue dye compound, 20.78% by weight of a binder resin (benzyl methacrylate: N-phenyl maleimide:) was prepared by stirring 0.85 wt%: Styrene: mass ratio of methacrylic acid = 55:9:11:25 copolymer), 20.46% by weight of dipentaerythritol hexaacrylate (as acrylic monomer), 56.57 wt% of propylene glycol monomethyl ether acetate, 0.68 by weight A photosensitive blue resin composition was prepared by uniformly mixing the % photopolymerization initiator (PBG-3142) and 0.66 wt% of a leveling agent (TF-1740) and an adhesion aid (KRM-503). Example 2-1

A blue resin composition having the same composition as that of Comparative Example 1 was prepared except that the compound j-1 was used instead of the comparative example compound 1 as the blue dye compound in Comparative Example 2-1. Example 2-2

A blue resin composition having the same composition as that of Comparative Example 1 was prepared except that the compound n-1 was used instead of the comparative example compound 1 as the blue dye compound in Comparative Example 2-1. Method for manufacturing a substrate

The photosensitive resin composition was spin-coated on glass (5 cm × 5 cm), and pre-heat treated (prebaked) at 100 ° C for 100 seconds to form a film. The exposure is used to radiate an exposure of 40 mJ/cm 2 on which the exposure radiation is applied over the entire surface of the substrate on which the film is formed.

The exposed substrate was developed in a developing solution (KOH, 0.05%) for 60 seconds, and post-heat treatment (post-baking) was performed at 230 ° C for 20 minutes, thereby obtaining a color pattern. Chemical resistance assessment

The substrate was fabricated by the above method, and cut into a size of 1 cm × 5 cm, and then two substrates cut into 1 cm × 5 cm were immersed in 16 g of N-methyl-2-pyrrolidone solvent, and then Additional baking was carried out at 80 ° C for 40 minutes in a convection oven. The substrate block was taken out, and the absorbance of the solvent was measured, and the results are shown in Table 3 below. [table 3]

According to the above results, by using a color former composition containing the compound represented by Chemical Formula 1 according to an exemplary embodiment of the present invention, a color composition for a color filter having excellent chemical resistance can be obtained and Color filter.

no

no

no

Claims (11)

A compound represented by the following Chemical Formula 1: [Chemical Formula 1] In Chemical Formula 1, Y1 is N or CR9, Y2 is N or CR10, Y3 is N or CR11, Y4 is N or CR12, Y5 is N or CR13 and Y6 is N or CR14, and at least one of Y1 to Y6 is At least one of N, R1 to R6 is a structure represented by the following chemical formula a, and the others are the same or different from each other, and are each independently hydrogen; -R(C=O)R'; -RO(C=O) R';-ROR'; Substituted or unsubstituted alkyl; substituted or unsubstituted alkenyl; substituted or unsubstituted cycloalkyl; substituted or unsubstituted aryl; or crosslinkable group, or R1 and R2; R3 and R4; and at least one of R5 and R6 are optionally combined with each other to form a substituted or unsubstituted ring, and R9 to R14 and G1 to G8 are the same or different from each other, and are each independently hydrogen; Halo; hydroxy; substituted or unsubstituted alkoxy; or substituted or unsubstituted alkyl, R' and R'' are the same or different from each other, and are each independently a direct bond; substituted or not Substituted alkylene; or substituted or unsubstituted extended aryl, R' and R''' are the same or different from each other, and are each independently hydrogen; substituted or unsubstituted alkyl; substituted Or an unsubstituted alkenyl group; or a substituted or unsubstituted aryl group, Z ^- is an anionic group, [Chemical Formula a] In the chemical formula a, Q is - R101C(=O)R102-; -R103OC(=O)R104-; -R105C(=O)OR106-;-R107OC(=O)OR108-; ; ;-SOOR115-;-SOR116-;-SR117-; substituted or unsubstituted alkylene; or substituted or unsubstituted alkylene, X is hydroxy; amine; -OCOOR118; -CONR119R120; -NR121COOR122, T is a substituted or unsubstituted alkyl group, R101 to R109, R111, R112 and R114 to R117 are the same or different from each other, and are each independently a direct bond; a substituted or unsubstituted alkylene group; a substituted or unsubstituted cycloalkyl group; or a substituted or unsubstituted alkenyl group, R110, R113 and R118 to R112 are the same or different from each other, and are each independently hydrogen; or substituted or unsubstituted The alkyl group, p and q are each an integer of 1 to 4, 2 ≤ p+q ≤ 5, and when p and q are each 2 or more, two or more than two structures in parentheses are the same or different from each other, And * is a moiety attached to N of Chemical Formula 1. The compound according to claim 1, wherein the crosslinkable group is a structure represented by any one of the following Chemical Formulas 2 to 5: [Chemical Formula 2] [Chemical Formula 3] [Chemical Formula 4] [Chemical Formula 5] In Chemical Formula 2 to Chemical Formula 5, R201 to R203 are the same or different from each other, and are each independently hydrogen; or a substituted or unsubstituted alkyl group, R204 to R207 are the same or different from each other, and are each independently a direct bond; O; NR208; substituted or unsubstituted alkylene; or substituted or unsubstituted cycloalkyl, R208 is hydrogen; or substituted or unsubstituted alkyl, r, s, t, and u Each is 1 or 2, and when r, s, t, and u are each 2, the structures in parentheses are the same or different from each other, and * is a moiety attached to Chemical Formula 1. The compound of claim 1, wherein the X bond is bonded to the ortho position relative to the position at which the T is bonded to the phenyl group of the formula a. The compound of claim 1, wherein Z ^- is a sulfonium imidate containing a halogenated hydrocarbon group; an anion containing a sulfonic acid; a halogen; boron; an anion containing aluminum; or containing oxygen and one or more An anion of a selected element of the group consisting of molybdenum, rhenium, and phosphorus. The compound of claim 1, wherein the chemical formula 1 is selected from the group consisting of: . A coloring agent composition comprising the compound according to any one of claims 1 to 5. The coloring agent composition according to claim 6, further comprising: at least one of a dye and a pigment. The coloring agent composition according to claim 7, wherein the dye is one selected from the group consisting of a xanthene dye, a cyanine dye, and an azaporphyrin dye. Or a plurality of dyes, and the pigment is a blue pigment or a violet pigment. A resin composition comprising: the compound represented by Chemical Formula 1 according to Item 1 of the patent application; a binder resin; a polyfunctional monomer; a photoinitiator; an antioxidant; and a solvent. A color filter comprising the resin composition as described in claim 9 of the patent application. A display device comprising the color filter of claim 10 of the patent application.