KR20170094655A - Compound, colorant composition comprising the same and resin composition comprising the same - Google Patents

Abstract

The present invention relates to a new compound, a coloring composite including the same, and a resin composite including the same. According to an embodiment of the present invention, a color filter is capable of having excellent light stability, providing a blue pixel for the color filter, and satisfying light stability required for a display including the stated color filter.

Description

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

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

In recent years, LEDs, OLEDs, and QDs have been widely used as light sources for liquid crystal displays (LCDs) instead of conventional CCFLs. However, in order to manufacture thin-film displays and flexible displays, display products using a self-emission such as an LED, OLED or QD as a unit pixel have been developed and produced.

However, display using LEDs, OLEDs, and QDs as unit pixels is difficult to maximize, so even when using LEDs, OLEDs, QDs, etc., .

In order to realize a desired color, a light source and an appropriate color filter are required, and a pigment dispersion method using a pigment as a coloring agent is generally applied.

However, in the case of the pigment dispersion, the pigment is present in the form of particles to scatter light, and the surface area of the pigment is rapidly increased due to the fineness of the pigment, and the dispersion stability is deteriorated due to the uneven pigment particle.

Therefore, it is recognized that it has reached a limit that is difficult to satisfy the high quality requirements such as high brightness, high contrast ratio, and high definition which are recently required.

Recently, in order to solve such problems and achieve high brightness, high contrast ratio and high resolution, it has been studied to use dyes instead of pigments as colorants. Many attempts have been made with triarylmethane dyes as blue coloring agents. In general, triarylmethane dyes have an advantage of high transparency at 420 to 450 nm, but they are disadvantageous in that they have poor heat resistance and light resistance when used in a coloring composition for a color filter.

Korean Patent Laid-Open Publication No. 2013-0130976 describes a color filter in which a polymer containing a polymerizable triphenylmethane dye is commonly used. However, the color filter using the dyes described in the above-mentioned documents has a problem that the spectral characteristics are excellent but the light resistance is insufficient.

Therefore, development of a new color material is required to overcome such a problem.

Korean Patent Publication No. 2001-0009058 Korean Patent Publication No. 2013-0130976

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

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

 [Chemical Formula 1]

In Formula 1,

At least one of R 1 to R 4, R 17, and R 18 is a structure represented by the following formula (a), and the others are the same or different and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted aryl group, or adjacent groups are bonded to each other to form a substituted or unsubstituted ring,

R5 to R16 are the same or different and each independently hydrogen; A halogen group; A hydroxy group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,

Z ^- is an anionic group,

(A)

In the above formula (a)

;

; 치환 또는 비치환된 알킬렌기; 또는 치환 또는 비치환된 알케닐렌기이고,Q is - R101C (= O) R102-; -R103OC (-O) R104-; -R105C (-O) OR106-; -R107OC (-O) OR108-;

;

; A substituted or unsubstituted alkylene group; Or a substituted or unsubstituted alkenylene group,

X is a hydroxy group; An amine group; -OCOOR115; -CONR116R117; Or -NR1118COOR119,

T is a substituted or unsubstituted alkyl group,

R101 to R109, R111, R112 and R114 are the same or different and are each independently a direct bond; A substituted or unsubstituted alkylene group; A substituted or unsubstituted cycloalkylene group; Or a substituted or unsubstituted alkenylene group,

R110, R113 and R115 to R119 are the same or different and each independently hydrogen; Or a substituted or unsubstituted alkyl group,

p and q are each an integer of 1 to 4,

2? P + q? 5,

When p and q are each 2 or more, the structures in parentheses of 2 or more are the same or different,

* Is a moiety bonded to formula (1).

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

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

According to one embodiment of the present invention, there is provided a photosensitive material produced using the above resin composition.

According to one embodiment of the present disclosure, there is provided a color filter including the aforementioned photosensitive material.

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

According to one embodiment of the present invention, the colorant composition containing the compound represented by Formula 1 has excellent light resistance and can be used not only as a small amount but also as a main colorant, and can obtain an absorption and transmission spectrum suitable for a desired light source A higher color reproduction ratio, a higher luminance, a higher contrast ratio, and the like can be achieved.

Further, the color filter according to one embodiment of the present invention is excellent in light resistance, can provide the blue pixel of the color filter, and can satisfy the light resistance required for the display including the color filter described above.

In addition, the color filter according to one embodiment of the present invention can provide a blue pixel having excellent light resistance.

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

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

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

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

는 다른 치환기 또는 결합부에 결합되는 부위를 의미한다.As used herein, the term " substituted or unsubstituted " A nitro group; Imide; Amide group; Carbonyl group; An ester group; A hydroxy group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted alkenyl group; A substituted or unsubstituted amine group; A substituted or unsubstituted aryl group; And a substituted or unsubstituted heterocyclic group, or does not have any substituent (s). In the present specification,

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

In the present specification, the halogen group may be a fluoro group, a chloro group, a bromo group, or an iodo group.

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

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

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

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

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

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

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

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

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

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

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

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

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

In the present specification, the phosphine oxide group specifically includes a diphenylphosphine oxide group, dinaphthylphosphine oxide, and the like, but is not limited thereto.

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

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

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

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

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

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

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

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

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

In the present specification, an alkenylene group means that two alkenylene groups have two bonding positions, that is, divalent. The description of the above-mentioned alkenyl group can be applied except that each of these is 2 groups.

In the present specification, in the substituted or unsubstituted ring formed by bonding adjacent groups to each other, the "ring" means a substituted or unsubstituted hydrocarbon ring; Or a substituted or unsubstituted heterocycle.

In the present specification, the hydrocarbon ring may be an aromatic, aliphatic or aromatic and aliphatic condensed ring, and may be selected from the examples of the cycloalkyl group or the aryl group except the univalent hydrocarbon ring.

In this specification, the aromatic ring may be monocyclic or polycyclic and may be selected from the examples of the aryl group except that it is not monovalent.

In the present specification, the hetero ring includes one or more non-carbon atoms and hetero atoms. Specifically, the hetero atom may include one or more atoms selected from the group consisting of O, N, Se, and S, and the like. The heterocyclic ring may be monocyclic or polycyclic, and may be an aromatic, aliphatic or aromatic and aliphatic condensed ring, and examples thereof may be selected from the heteroaryl group or the heterocyclic group except that the monocyclic group is not monovalent.

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

[Formula 1-1]

In Formula 1-1,

The definitions of R 1 to R 4, R 6, R 12 to R 18, and Z ^- are the same as those in Formula 1.

According to one embodiment of the present invention, at least one of R 1 to R 4, R 17, and R 18 in the general formula (1) is a structure represented by the general formula (a), and the others are the same or different and each independently hydrogen; A substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group.

According to one embodiment of the present invention, at least one of R 1 to R 4, R 17, and R 18 in the general formula (1) is a structure represented by the general formula (a), and the others are the same or different and each independently hydrogen; A hydroxyl group, or an alkyl group substituted or unsubstituted with an aryl group substituted or unsubstituted with an alkyl group; Or an aryl group which is substituted or unsubstituted with a halogen group.

According to one embodiment of the present invention, at least one of R 1 to R 4, R 17, and R 18 in the general formula (1) is a structure represented by the general formula (a), and the others are the same or different and each independently hydrogen; A methyl group substituted or unsubstituted with an aryl group substituted or unsubstituted with an alkyl group; An ethyl group substituted or unsubstituted with a hydroxy group; Propyl group; Or a phenyl group substituted or unsubstituted with an alkyl group or a halogen group.

According to one embodiment of the present invention, at least one of R 1 to R 4, R 17, and R 18 in the general formula (1) is a structure represented by the general formula (a), and the others are the same or different and each independently hydrogen; A methyl group substituted or unsubstituted with a phenyl group substituted or unsubstituted with a methyl group; An ethyl group substituted or unsubstituted with a hydroxy group; Propyl group; Or a phenyl group substituted or unsubstituted with a methyl group, an ethyl group, or a fluoro group.

According to one embodiment of the present invention, in the general formula (1), R5 to R16 are the same or different from each other, and each independently hydrogen; A halogen group; Or a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, in the general formula (1), R5 to R16 are the same or different from each other, and each independently hydrogen; A halogen group; Or an alkyl group.

According to one embodiment of the present invention, in the general formula (1), R5 to R16 are the same or different from each other, and each independently hydrogen; A fluoro group; Or a methyl group.

According to one embodiment of the present disclosure, in Formula (a), X is bonded at an ortho position with respect to the bonded position of the phenyl group of Formula (a).

According to one embodiment of the present invention, in the above formula (1), Z ^- is an anionic group, and the anionic group is not particularly limited and includes, for example, those described in U.S. Patent No. 7,939,644, Japanese Patent Publication No. 2006-003080, -01917, Japanese Patent Publication No. 2005-159926, Japanese Patent Publication No. 2007-7028897, Japanese Patent Publication No. 2005-071680, Korean Patent Application Publication No. 2007-7000693, Japanese Patent Publication No. 2005-111696, Japanese Patent Publication No. 2008- The anions described in U.S. Patent No. 249663 can be applied.

Specific examples of the anion include a trifluoromethanesulfonic acid anion, a bis (trifluoromethylsulfonyl) amide anion, a bistrifluoromethanesulfonimide anion, a bisperfluoroethylsulfonimide anion, a tetraphenylborate anion, a tetra (Pentafluorophenyl) borate, tris (trifluoromethanesulfonyl) methide, phosphate ion, nitrate ion, carbonate ion, sulfite ion, halogen group such as bromine group, fluorine group , An iodine group, and a chlorine group.

Also, Z ^- represents boron; Anions including aluminum; Tungsten, molybdenum, silicon and phosphorus, and an oxygen-containing anion. In particular, Z ^- may include an anion of tungstophosphoric acid, an anion of tungstosilicic acid, or an anion of tungsten-based isopoly acid.

According to one embodiment of the present invention, in the general formula (1), Z ^- represents a sulfonimidic acid containing a halogenated hydrocarbon group; Anions including sulfonic acids; halogen; boron; Anions including aluminum; Or an anion containing at least one element selected from the group consisting of tungsten, molybdenum, silicon, and phosphorus and oxygen.

According to one embodiment of the present invention, in Formula (a), Q represents an alkylene group; Or -R103OC (= O) R104-.

According to one embodiment of the present invention, in the formula (a), Q represents an ethylene group; Or -R103OC (= O) R104-.

According to another embodiment of the present invention, R103 and R104 are the same or different and are each independently a direct bond; Or a substituted or unsubstituted alkylene group.

According to another embodiment of the present invention, R103 and R104 are the same or different and are each independently a direct bond; Or an alkylene group.

According to another embodiment of the present invention, R103 and R104 are the same or different and are each independently a direct bond; Or an ethylene group.

According to one embodiment of the present invention, in the formula (a), X is a hydroxyl group; Or -OCOOR115.

According to another embodiment of the present invention, R < 115 > is a substituted or unsubstituted alkyl group.

According to another embodiment of the present invention, R115 is an alkyl group.

According to another embodiment of the present specification, R115 is a t-butyl group.

According to one embodiment of the present invention, in Formula (a), T is a substituted or unsubstituted alkyl group.

According to one embodiment of the present invention, in Formula (a), T is an alkyl group.

According to one embodiment of the present invention, in the above formula (a), T is a t-butyl group.

According to one embodiment of the present invention, the formula (1) may be selected from the following compounds, but is not limited thereto.

In the above compound, Z < ^- > is as described above.

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

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

The colorant composition may further include at least one of a dye and a pigment in addition to the compound represented by the formula (1). For example, the colorant composition may include only the compound represented by the formula (1), but may include the compound represented by the formula (1) and one or more dyes, or the compound represented by the formula (1) , A compound represented by the formula (1), at least one dye, and at least one pigment.

In one embodiment of the present invention, there is provided a resin composition comprising the color material composition.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

According to one embodiment of the present invention, there is provided a photosensitive material produced using the resin composition.

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

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

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

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

According to an embodiment of the present invention, there is provided a color filter including the photosensitive material.

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

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

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

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

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

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

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

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

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

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

Production Example 1. Preparation of Compound A

100 ml of dimethylformamide (DMF) was added to phenylimidazole (3.86 g, 20 mmol), and sodium hydride (1 g, 21 mmol) was slowly added at room temperature and stirred until no hydrogen was generated. Then, benzyl chloride (2.5 g, 20 mmol) was added, and the mixture was stirred at room temperature. After completion of the reaction, distilled water was added and extracted with toluene. The organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified by column (ethyl acetate: hexane 1:40 ratio) to obtain 3.2 g of Compound A in a yield of 56%.

Production Example 2. Preparation of Compound B

50 ml of dimethylformamide (DMF) was added to phenylimidazole (1.93 g, 10 mmol), sodium hydride (0.5 g, 10.5 mmol) was slowly added at room temperature and stirred until no hydrogen was generated. After that, propyl iodide (2.0 g, 12 mmol) was added, and the mixture was stirred at room temperature. After completion of the reaction, distilled water was added and extracted with toluene. The organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified by using a column (ethyl acetate: hexane 1:30 ratio) to obtain 1.6 g of Compound B in a yield of 64%.

Production Example 3. Preparation of Compound C

4,4-difluorobenzophenone (15 g, 69 mmol) and 2-ethylamino ethanol (50 g, 552 mmol) were placed in a flask under a nitrogen atmosphere, and the mixture was refluxed at 150 ° C for 48 hours. After completion of the reaction, distilled water was added, and the mixture was extracted with methylene chloride. The organic layer was dried over sodium sulfate and dried under reduced pressure. Ethyl acetate was added to the obtained product, and the mixture was stirred at room temperature for 2 hours and then filtered to obtain 19 g of an off-white powder C in a yield of 77%.

Production Example 4. Preparation of Compound (D)

After dissolving 3- (3,5-di-t-butyl-4-hydroxyphenyl) propionic acid (9.4 g, 33.74 mmol) in 100 mL of tetrahydrofuran under an atmosphere of nitrogen, Lt; 0 > C. Then, 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide (5.3 g, 84.37 mmol) was added, and after 15 minutes, Compound C (4.1 g, 11.22 mmol) was dissolved in 30 mL of tetrahydrofuran Respectively. After warming and stirring at room temperature for 24 hours, distilled water was added and extracted with methylene chloride. The organic layer was dried over sodium sulfate and dried under reduced pressure. The dried product was dissolved in 200 mL of methylene chloride, and 100 mL of a saturated solution of sodium hydrogencarbonate was added thereto. After stirring, the organic layer was dried over sodium sulfate and dried under reduced pressure. The obtained product was purified by column (ethyl acetate: hexane = 1: 3) to obtain 5.0 g of Compound D in 50.8% yield.

Production Example 5. Preparation of Compound E

Compound D (3.27 g, 3.7 mmol) was dissolved in 40 mL of pyridine and di-t-butyl-dicarbonate (8.13 g, 11.2 mmol) was slowly added. Then, 4-dimethylaminopyridine (0.9 g, 7.4 mmol) was added, and the mixture was stirred at 60 占 폚 for 3 hours. After the reaction, 50 mL of distilled water was added, and the mixture was extracted with methylene chloride. The separated organic layer was dried with sodium sulfate and dried under reduced pressure. The obtained product was purified by column (ethyl acetate: hexane = 1: 5 ratio) to obtain 3.2 g of compound E in a yield of 80%.

Production Example 6. Preparation of Compound F

Except that 3,5-di-t-butyl-4-hydroxybenzoic acid ester (8.4 g, 33.55 mmol) was used in place of 3- (3,5- ), Compound F (5.9 g, 64%) was obtained in the same manner as in Production Example 4.

Preparation 7. Preparation of Compound G

Compound D (1.0 g, 1.14 mmol) was dissolved in 30 mL of toluene under a nitrogen atmosphere. Then phosphorus oxychloride (0.44 g, 2.85 mmol) was added and stirred briefly. Then, Compound A (0.54 g, 1.91 mmol) was added, and the mixture was stirred at 90 to 95 캜 for 5 hours. Subsequently, the reaction mixture was cooled to room temperature, and then 150 mL of toluene and 100 mL of saturated brine were added and stirred for 30 minutes. The organic layer was washed with 100 mL of saturated brine, dried over sodium sulfate, and then dried under reduced pressure. The obtained product was purified by column (methylene chloride: methanol: ethyl acetate = 6: 1: 2) to obtain Compound G in a yield of 0.3 g and 22.3%.

Production Example 8. Preparation of Compound H

Compound G (0.3 g, 0.25 mmol) was dissolved in 20 mL of methanol, followed by bistrifluoromethane sulfonimide (0.07 g, 0.33 mmol) and the mixture was stirred for 2 hours. 100 mL of distilled water was added, and the mixture was stirred for a while. The resulting suspension was filtered to obtain 0.32 g of Compound H in a yield of 92%.

Preparation 9. Preparation of Compound (I)

Compound E (1.0 g, 0.93 mmol) was dissolved in 30 mL of toluene under a nitrogen atmosphere. Then phosphorus oxychloride (0.23 g, 1.39 mmol) was added and stirred briefly. Then, Compound B (0.27 g, 1.14 mmol) was added, and the mixture was stirred at 90 to 95 캜 for 5 hours. Subsequently, the reaction mixture was cooled to room temperature, and then 150 mL of toluene and 100 mL of saturated brine were added and stirred for 30 minutes. The organic layer was washed with 100 mL of saturated brine, dried over sodium sulfate, and then dried under reduced pressure. The obtained product was purified by column (methylene chloride: methanol: ethyl acetate = 6: 1: 2) to obtain Compound (I) in a yield of 0.7 g, 57%.

Production Example 10. Preparation of Compound J

In the same manner as in Production Example 8, except that Compound I was used instead of Compound G, 0.78 g of Compound J was obtained in a yield of 94%.

Preparation Example 11. Preparation of Compound (K)

Compound (F) (1.0 g, 1.2 mmol) was dissolved in 30 mL of toluene under a nitrogen atmosphere. Then phosphorus oxychloride (0.44 g, 1.83 mmol) was added and stirred briefly. Subsequently, Compound A (0.41 g, 1.46 mmol) was added, and the mixture was stirred at 90 to 95 캜 for 5 hours. Subsequently, the reaction mixture was cooled to room temperature, and then 150 mL of toluene and 100 mL of saturated brine were added and stirred for 30 minutes. The organic layer was washed with 100 mL of saturated brine, dried over sodium sulfate, and then dried under reduced pressure. The obtained product was purified by column (methylene chloride: methanol: ethyl acetate = 6: 1: 2) to obtain Compound K in a yield of 0.4 g, 29.2%.

Production Example 12. Preparation of Compound L

In the same manner as in Production Example 8, except that Compound K was used instead of Compound G, Compound L was obtained in a yield of 0.38 g, 78%.

Preparation Example 13. Preparation of Compound (M)

In Example 7 of Korean Patent Publication No. 2012-0014111, except that bistrifluoromethanesulfonimide was used as the anion, 0.8 g of Compound M was obtained. (Yield: 80%)

≪ Preparation and evaluation of colored composition >

Comparative Example 1

A photosensitive blue resin composition was prepared in the following composition.

A blue dye compound was obtained in the same manner as in Production Example 13, except that 0.4% by weight of the compound M was used and the amount of the binder resin (a copolymer having a mass ratio of benzylmethacrylate: N-phenylmaleimide: styrene: methacrylic acid = 55: 9: ), 80.02% by weight of propylene glycol monomethyl ether acetate, 18.0% by weight of propylene glycol monomethyl ether acetate, 0.6% by weight of a leveling agent (TF-1740) and 0.08% by weight of a bonding agent (KRM-503) were mixed uniformly to prepare a blue resin composition.

Example 1

A blue resin composition was prepared in the same manner as in Comparative Example 1 except that 0.4% by weight of Compound H was used instead of 0.4% by weight of Compound M as a blue dye compound.

Example 2

A blue resin composition was prepared in the same composition as in Comparative Example 1, except that 0.4% by weight of Compound J was used instead of 0.4% by weight of Comparative Example Compound M as a blue dye compound.

Substrate manufacturing method

The photosensitive resin composition was spin-coated on glass (5 x 5 cm) and pre-baked at 100 ° C for 100 seconds to form a film.

Experimental example. Light resistance measurement

For measurement of light resistance, the blue resin compositions for color filters prepared in Examples 1 and 2 and Comparative Example 1 were respectively spin coated on a 5 cm x 5 cm glass substrate, pre-baked on a hot plate at 100 ° C for 2 minutes, And then cooled at room temperature for 2 minutes.

After post-bake for 20 minutes in a convection oven at 230 ° C, the color characteristics were confirmed using a spectrophotometer. Subsequently, the substrate was placed in a light resistance tester, Sun test CPS +, and left for 6 hours. After removing the substrate, the color difference was measured in the C light source, and the color difference change rate ΔEab was calculated and shown in Table 1.

compound △ Eab Example 1 H 14.1 Example 2 J 19.3 Comparative Example 1 J 28.4

From the above, it becomes possible to obtain a coloring composition for a color filter having excellent light resistance and a color filter by using the amine dye in which the specific substituent is introduced according to the present invention.

Claims (11)

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

In Formula 1,
At least one of R 1 to R 4, R 17, and R 18 is a structure represented by the following formula (a), and the others are the same or different and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted aryl group, or adjacent groups are bonded to each other to form a substituted or unsubstituted ring,
R5 to R16 are the same or different and each independently hydrogen; A halogen group; A hydroxy group; A substituted or unsubstituted alkoxy group; Or a substituted or unsubstituted alkyl group,
Z ^- is an anionic group,
(A)

In the above formula (a)
Q is - R101C (= O) R102-; -R103OC (-O) R104-; -R105C (-O) OR106-; -R107OC (-O) OR108-;

;

; A substituted or unsubstituted alkylene group; Or a substituted or unsubstituted alkenylene group,
X is a hydroxy group; An amine group; -OCOOR115; -CONR116R117; Or -NR1118COOR119,
T is a substituted or unsubstituted alkyl group,
R101 to R109, R111, R112 and R114 are the same or different and are each independently a direct bond; A substituted or unsubstituted alkylene group; A substituted or unsubstituted cycloalkylene group; Or a substituted or unsubstituted alkenylene group,
R110, R113 and R115 to R119 are the same or different and each independently hydrogen; Or a substituted or unsubstituted alkyl group,
p and q are each an integer of 1 to 4,
2? P + q? 5,
When p and q are each 2 or more, the structures in parentheses of 2 or more are the same or different,
* Is a moiety bonded to formula (1). 2. The compound according to claim 1, wherein X is attached to an ortho position with respect to the bonded position of the phenyl group of formula (a). 2. The compound of claim 1, wherein Z ^- is a sulfonimidic acid comprising a halogenated hydrocarbon group; Anions including sulfonic acids; halogen; boron; Anions including aluminum; Or an anion containing at least one element selected from the group consisting of tungsten, molybdenum, silicon, and phosphorus, and oxygen. The compound according to claim 1, wherein the compound of formula (1) is selected from the following compounds:

A colorant composition comprising a compound according to any one of claims 1 to 4. The colorant composition according to claim 5, further comprising at least one of a dye and a pigment. A compound represented by formula (1) according to claim 1; Binder resin; Multifunctional monomers; Photoinitiators; Antioxidants; And a solvent. The method of claim 7,
Based on the total weight of the solid content in the resin composition
The content of the compound represented by the formula (1) is 0.1 wt% to 30 wt%
The content of the binder resin is 1 wt% to 90 wt%
The content of the photoinitiator is 0.1 wt% to 20 wt%
The content of the antioxidant is 0.001 wt% to 20 wt%
And the content of the polyfunctional monomer is 0.1 wt% to 50 wt%. A photosensitive material produced using the resin composition according to claim 7. A color filter comprising the photosensitive material according to claim 9. A display device comprising a color filter according to claim 10.