KR20170132589A - Compound, colorant composition comprising the same and resin composition comprising the same - Google Patents

Abstract

The present invention relates to a compound represented by chemical formula 1, a colorant composition comprising the same and a resin composition comprising the same. According to one aspect of the present invention, the compound can act as a dye, thereby being used as a color filter material.

Description

TECHNICAL FIELD The present invention relates to a coloring material composition, a coloring material composition containing the same, and a resin composition containing the same. BACKGROUND OF THE INVENTION 1. Field of the Invention [0001]

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

Recently, color filters are required to have high brightness and high contrast ratio. One of the main objectives of the display device development is to differentiate display device performance by improving color purity and to improve productivity in a manufacturing process.

Conventionally, a pigment type used as a coloring material of a color filter is present in a color photoresist in a particle dispersion state, and thus it has been difficult to control the luminance and contrast ratio according to the size and distribution of the pigment particles. In the case of pigment particles, multiple scattering of light occurs due to large particles that are aggregated in the color filter and are poorly soluble and dispersible. The scattering of the polarized light is regarded as a main factor for lowering the contrast ratio. Efforts have been made to improve the brightness and contrast ratio through ultrafiltration and stabilization of the pigment, but the degree of freedom in selecting a coloring material for implementing a color coordinate system for a high color purity display device is limited. In addition, the pigment dispersion method using the color materials, especially the pigments, already developed has reached a limit to improve the color purity, brightness and contrast ratio of the color filter using the pigment dispersion.

Accordingly, development of a new color material capable of improving color purity, luminance, and contrast ratio has been demanded.

Korean Unexamined Patent Publication No. 2001-0139606

The present specification aims to provide a compound, a colorant composition containing the same, and a resin composition containing the same.

An embodiment of the present invention provides a compound represented by the following formula (1).

[Chemical Formula 1]

In Formula 1,

Y1 and Y2 are each independently a direct bond; Or CQ1Q2,

Two or more adjacent groups of Q1, Q2 and R6 to R13 may be bonded to each other to form at least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 30 carbon atoms,

Each of Q1, Q2, R1 to R5, and R6 to R13, which does not form a ring with adjacent groups, is independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms.

Another embodiment of the present invention provides a colorant composition comprising the compound represented by Formula 1 above.

Another embodiment of the present invention provides a resin composition comprising the color material composition.

The compound according to one embodiment of the present disclosure can act as a dye and therefore can be used as a color filter material.

The resin composition containing the compound according to one embodiment of the present specification is excellent in color characteristics, heat resistance and solvent resistance.

In addition, the resin composition containing the compound according to one embodiment of the present invention plays a role of preventing re-agglomeration and foreign matter generation of the atomized pigment, so that the contrast ratio is improved when applied to a color filter.

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

An embodiment of the present invention provides a compound represented by the above formula (1). Wherein at least one of the substituents R6 to R13 is a nitro group. The nitro group can act as an electron attractant throughout the compound.

Examples of substituents herein are described below, but are not limited thereto.

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

As used herein, the term " substituted or unsubstituted " A halogen group; An alkyl group; An alkenyl group; An alkoxy group; A cycloalkyl group; Silyl group; Aralkyl groups; An aralkenyl group; An ester group; A carbonyl group; An aryl group; An aryloxy group; An alkyloxy group; An alkylsulfoxy group; Arylsulfoxy group; Boron group; An alkylamine group; An aralkylamine group; An arylamine group; A heteroaryl group; Carbazole group; Acryloyl group; Acrylate groups; Ether group; A nitrile group; A nitro group; A hydroxy group; A cyano group, and a heterocyclic group containing at least one of N, O, S, or P atoms, or wherein at least two of the substituents exemplified above are substituted with a substituent to which they are linked, Quot; means < / RTI > For example, the "substituent group to which two or more substituents are connected" may be a biphenyl group. That is, the biphenyl group may be an aryl group, and may be interpreted as a substituent in which two phenyl groups are connected.

In the present specification, examples of the halogen group include fluorine, chlorine, bromine or iodine.

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 50. 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 alkenyl group may be straight-chain or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 40. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, Butenyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, (Diphenyl-1-yl) vinyl-1-yl, stilbenyl, stilenyl, and the like.

In the present specification, the 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 20 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 the present specification, the cycloalkyl group is not particularly limited, but may have 3 to 20 carbon atoms, and in particular, it may be a cyclopentyl group or a cyclohexyl group.

In the present specification, the aralkyl group specifically includes an aryl moiety having 6 to 49 carbon atoms, and an alkyl moiety having 1 to 44 carbon atoms, although the description of aryl described later may be applied. Specific examples include benzyl, p-methylbenzyl, m-methylbenzyl, p-ethylbenzyl, m-ethylbenzyl, 3,5-dimethylbenzyl, Group, an?,? -Methylphenylbenzyl group, a 1-naphthylbenzyl group, a 2-naphthylbenzyl group, a p-fluorobenzyl group, a 3,5-difluorobenzyl group, , p-methoxybenzyl group, m-methoxybenzyl group,? -phenoxybenzyl group,? -benzyloxybenzyl group, naphthylmethyl group, naphthylethyl group, naphthylisopropyl group, pyrrolylmethyl group, But are not limited to, an ethyl group, an aminobenzyl group, a nitrobenzyl group, a cyanobenzyl group, a 1-hydroxy-2-phenylisopropyl group, a 1-chloro-2-phenylisopropyl group and the like.

In the present specification, the aryl moiety of the aralkenyl group may be an explanation of the aryl moiety described below, and the alkenyl moiety may be the description of the alkenyl moiety described above.

In the present specification, the number of carbon atoms of the ester group is not particularly limited, but is preferably 1 to 50 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 50 carbon atoms. Specifically, it may be a compound having the following structure, but is not limited thereto.

In the present specification, when the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but is preferably 6 to 25 carbon atoms. Specific examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, a terphenyl group, and the like.

When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited. And preferably has 10 to 24 carbon atoms. Specific examples of the polycyclic aryl group include naphthyl, anthracenyl, phenanthryl, pyrenyl, perylenyl, klychenyl, fluorenyl, and the like.

In the present specification, the fluorenyl group may be substituted, and adjacent substituents may be bonded to each other to form a ring.

,

,

및

등이 될 수 있으나, 이에 한정되는 것은 아니다.When the fluorenyl group is substituted,

,

,

And

And the like, but the present invention is not limited thereto.

In the present specification, the heteroaryl group includes at least one non-carbon atom and at least one hetero atom. 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 number of carbon atoms of the heteroaryl group is not particularly limited, but is preferably 2 to 60 carbon atoms. Examples of the heteroaryl group include a thiophene group, a furane group, a furyl group, an imidazole group, a thiazole group, an oxazole group, an oxadiazole group, a triazole group, a pyridyl group, a bipyridyl group, a pyrimidyl group, A pyridazinyl group, a pyrazinopyrazinyl group, an isoquinoline group, an isoquinolinyl group, an isoquinolinyl group, an isoquinolinyl group, an isoquinolinyl group, an isoquinolyl group, A benzothiazole group, a benzothiophene group, a dibenzothiophene group, a benzofuranyl group, a phenanthroline group, a thiazolyl group, a thiazolyl group, a thiazolyl group, An isoxazolyl group, an oxadiazolyl group, a thiadiazolyl group, a benzothiazolyl group, a phenothiazinyl group, and a dibenzofuranyl group, but is not limited thereto.

In this specification, the description of the aryl group except for the case where the aromatic hydrocarbon ring is not monovalent can be applied.

In this specification, the description of a heteroaryl group can be applied except that the hetero ring is not a monovalent group.

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 at the ortho position in the benzene ring and two substituents substituted at the same carbon in the aliphatic ring may be interpreted as "adjacent" groups to each other.

In the present specification, the adjacent groups bonded to each other to form a ring means that adjacent groups are bonded to each other to form a 5-membered to 8-membered hydrocarbon ring or a 5-to 8-membered heterocyclic ring as described above , Monocyclic or polycyclic, and may be aliphatic, aromatic, or condensed forms thereof, but is not limited thereto.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, at least one of R6 to R13 is a nitro group, and at least two adjacent groups of R6 to R13 are bonded to each other At least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 30 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms, at least one of R 6 to R 13 is a nitro group, and at least two adjacent groups of R 6 to R 13 are bonded to each other At least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 20 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 15 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 15 carbon atoms, at least one of R 6 to R 13 is a nitro group, and at least two adjacent groups of R 6 to R 13 are bonded to each other At least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 15 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 15 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; And at least one of R6 to R13 is a nitro group, and at least two adjacent groups of R6 to R13 are bonded to each other to form at least one substituted or unsubstituted monocyclic ring of 6 to 10 carbon atoms Aromatic hydrocarbon rings; Or a substituted or unsubstituted monocyclic hetero ring having 2 to 10 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; And at least one of R6 to R13 is a nitro group, and at least two adjacent groups of R6 to R13 are bonded to each other to form at least one substituted or unsubstituted monocyclic ring of 6 to 10 carbon atoms To form an aromatic hydrocarbon ring.

According to one embodiment of the present invention, the compound represented by Formula 1 is represented by Formula 2 or 3 below.

(2)

(3)

In the general formulas (2) and (3)

Y1, Y2, R1 to R13 are as defined in formula (1)

R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; And a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms,

At least one of R6 'to R9' in the above formula (2) and at least one of R10 'to R13' in the above formula (3) is a nitro group.

In the general formulas (2) and (3), R1 to R13 each independently represent hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, and at least two adjacent groups of R 6 to R 13 are bonded to each other to form a ring structure having at least one substituted or unsubstituted C6 to 30 A monocyclic or polycyclic aromatic hydrocarbon ring; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 30 carbon atoms; and R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; And a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, and at least one of R6 'to R13' is a nitro group.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms, and at least two adjacent groups of R 6 to R 13 are bonded to each other to form a ring structure containing at least one or more substituted or unsubstituted C6- A monocyclic or polycyclic aromatic hydrocarbon ring; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 20 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 15 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 15 carbon atoms, and at least two adjacent groups of R 6 to R 13 are bonded to each other to form a ring structure containing at least one or more substituted or unsubstituted 6 to 15 A monocyclic or polycyclic aromatic hydrocarbon ring; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 15 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; And a hydroxy group, and at least two adjacent groups of R6 to R13 are bonded to each other to form at least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 15 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 15 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; And a hydroxy group, and at least two adjacent groups of R6 to R13 are bonded to each other to form at least one substituted or unsubstituted monocyclic aromatic hydrocarbon ring having 6 to 10 carbon atoms; Or a substituted or unsubstituted monocyclic hetero ring having 2 to 10 carbon atoms.

According to one embodiment of the present disclosure, R 1 to R 13 are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; And a hydroxy group, and at least two adjacent groups of R6 to R13 are bonded to each other to form at least one substituted or unsubstituted monocyclic aromatic hydrocarbon ring of 6 to 10 carbon atoms.

According to one embodiment of the present disclosure, R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 15 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 15 carbon atoms, and at least one of R6 'to R13' is a nitro group.

According to one embodiment of the present disclosure, R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; And a substituted or unsubstituted monocyclic aryl group having 6 to 10 carbon atoms; And a substituted or unsubstituted monocyclic heteroaryl group having 2 to 10 carbon atoms, and at least one of R6 'to R13' is a nitro group.

According to one embodiment of the present disclosure, R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; And a nitro group, and at least one of R6 'to R13' is a nitro group.

According to one embodiment of the present invention, the compound represented by Formula 1 may provide a compound represented by Formula 4 below.

[Chemical Formula 4]

In Formula 4,

R1 to R5, R14, R15 and R6 'to R15' are the same as described above.

According to one embodiment of the present invention, in the above formula (1), at least one of R6 to R9 is a halogen element.

According to one embodiment of the present disclosure, in the above Chemical Formulas 2 and 3, at least one of R9 'and R13' is a nitro group.

According to one embodiment of the present invention, the compound represented by Formula 1 provides a compound represented by any one of the following compounds.

Another embodiment of the present disclosure provides a colorant composition comprising a compound according to one embodiment of the present disclosure.

The colorant composition may further include at least one of a dye and a pigment in addition to the compound of the formula (1). For example, the colorant composition may contain only a compound according to one embodiment of the present invention. However, it is also possible to use a compound according to one embodiment of the present invention and one or more pigments, Or one or more dyes 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; 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.

In 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 tetramethacrylate, pentaerythritol tetramethacrylate and dipentaerythritol hexamethacrylate. 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 may be selected from the group consisting of an acetophenone compound, a nonimidazole compound, a triazine compound, It may be at least one selected.

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 member selected from the group consisting of ethyl acetate, 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.

In one embodiment of the present invention, the content of the compound of Formula 1 is 5 wt% to 60 wt% based on the total weight of the solid content of the resin composition, and the content of the binder resin is 1 wt% to 60 wt% %, The content of the initiator is 0.1 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.

In one embodiment of the present invention, the resin composition is a resin composition comprising a compound selected from the group consisting of a photo-crosslinking agent, a curing accelerator, an adhesion promoter, a surfactant, an antioxidant, a thermal polymerization inhibitor, an ultraviolet absorber, an antioxidant, Or two or more additives.

In 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; Such as thiourea such as diaryldisulfide, dilaurylthiopropionate, distearyl thiopropionate, mercaptobenzothiazole, or tetramethylthiuram disulfide tetrabis [methylene-3- (laurylthio) propionate] Secondary antioxidant; Bis (2,4-ditbutylphenyl) pentaerythritol diphosphite) or (1, 2-dibutylphenyl) pentaerythritol phosphite, , 1,1'-biphenyl) -4,4'-diylbisphosphonic acid tetrakis [2,4-bis (1,1-dimethylethyl) phenyl] Based secondary antioxidants such as 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.

In one embodiment of the present invention, there is provided a photosensitive material made of 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.

In one embodiment of the present invention, a color filter including the photosensitive material is provided.

The color filter can be produced using a resin composition containing the compound of formula (1). 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.

In another embodiment, the color filter may further comprise 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.

Synthesis Example 1

Scheme 1

10 g (50.459 mmol) of 2,3-naphthalenedicarboxylic anhydride (A-1) was added to 30 ml of HNO3, and the reaction solution was gradually warmed and stirred at 95 ° C for 2 hours. The reaction solution was cooled to room temperature and precipitated in water. The precipitate was filtered under reduced pressure and dried in a convection oven at 80 占 폚 for one day to obtain A-2. The above A-2 was placed in 50 ml of Acetic anhydride, and the temperature was raised to 150 캜 and stirred for 2 hours. The reaction mixture was cooled to room temperature, filtered under reduced pressure, and washed with a small amount of water to obtain 8.3 g (34.132 mmol) of the above A-3. The yield was 67.64%.

Synthesis Example 2

Scheme 2

3 g (18.963 mmol) of 8-aminoquinaldine (A-4) and 2.809 g (18.963 mmol) of phthalic anhydride (A-5) were added to 3 g of benzoic acid and 3 g of methyl benzoate and the mixture was gradually heated and stirred at 180 ° C. for 5 hours. The reaction was cooled to room temperature and precipitated in 100 ml of MeOH. The precipitate was filtered off under reduced pressure and washed with MeOH. After drying for one day at 80 ° C in a convection oven, 4.67 g (16.198 mmol) of A-6 was obtained and the yield was 85.4%.

Synthesis Example 3

Scheme 3

1.687 g (6.937 mmol) of A-3 and 2 g (6.937 mmol) of A-6 were added to 3 g of Benzoic acid and 3 g of methyl benzoate, and the mixture was gradually heated and stirred at 200 ° C. for 3 hours. The reaction was cooled to room temperature and precipitated in 100 ml of MeOH. The precipitate was filtered off under reduced pressure and washed with MeOH. And dried in a convection oven at 80 캜 for one day to obtain 12.422 g (4.717 mmol) of the product according to the above reaction scheme 3. The yield was 68.0%.

Synthesis Example 4

Scheme 4

The result of the reaction scheme 4 was synthesized in the same manner as in the reaction schemes 2 and 3.

Synthesis Example 5

Scheme 5

The result of the reaction scheme 5 was synthesized in the same manner as in the reaction schemes 2 and 3.

Synthesis Example 6

Scheme 6

The result of the reaction scheme 6 was synthesized in the same manner as in the reaction schemes 2 and 3.

Synthesis Example 7

Scheme 7

The result of the reaction scheme 7 was synthesized in the same manner as in the reaction schemes 2 and 3.

Synthesis Example 8

Scheme 8

The result of the reaction scheme 8 was synthesized in the same manner as in the reaction schemes 2 and 3.

Specific examples in which any one of R10 'to R15' in the formula 3 of the present application is a nitro group was synthesized in the same manner as in the synthesis examples 3 to 8.

Synthesis Example 9

Scheme 9

5 g (20.562 mmol) of the above A-3 and 3.253 g (20.562 mmol) of 8-Aminoquinaldine (A-4) were added to 5 g of Benzoic acid and 10 g of methyl benzoate and the temperature was gradually raised and stirred at 180 ° C. for 5 hours. The reaction was cooled to room temperature and precipitated in 150 ml of MeOH. The precipitate was filtered off under reduced pressure and washed with MeOH. And dried in a convection oven at 80 占 폚 for one day to obtain 7.094 g (18.505 mmol) of the A-17, and the yield was 90.0%.

Synthesis Example 10

Scheme 10

5 g (13.043 mmol) of the above A-17 and 1.932 g (13.043 mmol) of phthalic anhydride (A-5) were added to 5 g of benzoic acid and 10 g of methyl benzoate and the mixture was gradually heated and stirred at 200 ° C. for 3 hours. The reaction was cooled to room temperature and precipitated in 150 ml of MeOH. The precipitate was filtered off under reduced pressure and washed with MeOH. Dried overnight at 80 ° C in a convection oven to give 5.022 g (9.781 mmol) of the product according to Scheme 10, with a yield of 74.97%.

Synthesis Example 11

Scheme 11

 The reaction scheme 11 was synthesized in the same manner as in Reaction Scheme 9 and Reaction Scheme 10.

Synthesis Example 12

Scheme 12

 The synthesis of the compound of Reaction Scheme 12 was carried out in the same manner as in Reaction Scheme 9 and Reaction Scheme 10.

Synthesis Example 13

Scheme 13

 The result of the reaction scheme 13 was synthesized in the same manner as in the reaction schemes 9 and 10.

Specific examples in which any one of R6 'to R9', R14 and R15 in the formula 2 of the present application is a nitro group was synthesized in the same manner as in the synthesis examples 10 to 13.

Example 1

5.554 g of the product of Synthesis Example 3, a copolymer of benzyl methacrylate and methacrylic acid (having a molar ratio of 70:30, an acid value of 113 KOH mg / g, a weight average molecular weight of 20,000 as measured by GPC, a molecular weight distribution , 10.376 g of a solid content (SC) of 25% and a solvent PGMEA), 2.018 g of I-369 (BASF) as a photoinitiator, 12.443 g of DPHA (Japanese explosive) as a photopolymerizable compound, 12.443 g of a propylene glycol monomethyl ether Acetate) and 1.016 g of DIC F-475 as an additive were mixed to prepare a compound.

Example 2

Except that 5.554 g of the product of Synthesis Example 4 was used instead of Synthesis Example 3 of Example 1 above.

Example 3

Except that 5.554 g of the product of Synthesis Example 5 was used instead of Synthesis Example 3 of Example 1 above.

Example 4

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 6 was used instead of the product of Synthesis Example 3 of Example 1 above.

Example 5

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 7 was used instead of the product of Synthesis Example 3 of Example 1 above.

Example 6

Except that 5.554 g of the product of Synthesis Example 8 was used instead of Synthesis Example 3 of Example 1 above.

Example 7

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 10 was used instead of Synthesis Example 3 of Example 1 above.

Example 8

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 11 was used instead of the product of Synthesis Example 3 of Example 1 above.

Example 9

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 12 was used instead of the product of Synthesis Example 3 of Example 1 above.

Example 10

A compound was prepared in the same manner except that 5.554 g of the product of Synthesis Example 13 was used instead of the product of Synthesis Example 3 of Example 1 above.

Comparative Example 1

A compound was prepared in the same manner except that the compound represented by the following formula (5) was used instead of the compound obtained in the above Synthesis Example 3 of Example 1.

Formula 5

Board Fabrication

The compounds prepared in Examples 1 and 2 and Comparative Example 1 were spin-coated on glass (5 × 5 cm) and pre-baked at 100 ° C. for 100 seconds to form a film. The distance between the substrate on which the film was formed and the photo mask was set at 250 mu m and the entire surface of the substrate was irradiated with an exposure dose of 40 mJ / cm < ² >

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

Heat resistance evaluation

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

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

ΔE (L *, a *, b *) = {(ΔL *) 2+ (Δa *) 2+ (Δb *) 2} 1/2

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

Generally, when a value of DELTA Eab < 3 is given, it can be said that it is a coloring material excellent in heat resistance.

The results of the heat resistance measurement of the compound according to one embodiment of the present application and Comparative Example 1 are shown in Table 1 below. In addition, as shown in Table 1, the compound according to one embodiment of the present application exhibited a color change (DELTA Eab) of 3 or less, similar to Comparative Example 1 (currently commercialized product).

? Eab (PB-PrB) Example 1 0.87 Example 2 1.20 Example 3 0.14 Example 4 0.15 Example 5 0.62 Example 6 0.42 Example 7 0.35 Example 8 1.23 Example 9 0.39 Example 10 0.40 Comparative Example 1 0.29

Claims (14)

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

In Formula 1,
Y1 and Y2 are each independently a direct bond; Or CQ1Q2,
Two or more adjacent groups of Q1, Q2 and R6 to R13 may be bonded to each other to form at least one substituted or unsubstituted monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms; Or a substituted or unsubstituted monocyclic or polycyclic heterocyclic ring having 2 to 30 carbon atoms,
Each of Q1, Q2, R1 to R5, and R6 to R13, which does not form a ring with adjacent groups, is independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms. The method according to claim 1,
Wherein the compound represented by Formula 1 is represented by Formula 2 or 3:
(2)

(3)

In the general formulas (2) and (3)
Y1, Y2, R1 to R13 are as defined in formula (1)
R14, R15 and R6 'to R15' are each independently hydrogen; heavy hydrogen; A halogen group; A nitro group; A hydroxy group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted C1 to C30 alkoxy group; And a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms,
At least one of R6 'to R9' in the above formula (2) and at least one of R10 'to R13' in the above formula (3) is a nitro group. The method according to claim 1,
Wherein the compound represented by Formula 1 is represented by Formula 4:
[Chemical Formula 4]

In Formula 4,
R1 to R5, R14, R15 and R6 'to R15' are the same as defined in claim 2. The method according to claim 1,
Lt; RTI ID = 0.0 &gt; R6-R13 &lt; / RTI &gt; is a nitro group. The method according to claim 1,
And at least one of R6 to R9 is a halogen atom. The method of claim 2,
And at least one of R9 'and R13' is a nitro group. The method according to claim 1,
The compound represented by Formula 1 is represented by any one of the following compounds:

. A colorant composition comprising a compound according to any one of claims 1 to 7. The colorant composition according to claim 8, further comprising at least one of a dye and a pigment. A compound according to any one of claims 1 to 7; Binder resin; Multifunctional monomers; Photoinitiators; And a solvent. The method of claim 10,
The content of the compound is 5 wt% to 60 wt% based on the total weight of solid components in the resin composition,
The content of the binder resin is 1 wt% to 60 wt%
The content of the polyfunctional monomer is 0.1 wt% to 50 wt%
Wherein the content of the initiator is 0.1 wt% to 20 wt%. A photosensitive material produced by using the resin composition according to claim 10. A color filter comprising the photosensitive material of claim 12. A display device comprising the color filter of claim 13.