KR102268234B1 - Compound, colorant composition, photosensitive resin composition, photoresist, color filter, and display device - Google Patents

Abstract

The present specification provides a compound represented by Formula 1, a color material composition, a photosensitive resin composition, a photosensitive material, a color filter, and a display device.

Description

Compound, color material composition, photosensitive resin composition, photosensitive material, color filter and display device {COMPOUND, COLORANT COMPOSITION, PHOTOSENSITIVE RESIN COMPOSITION, PHOTORESIST, COLOR FILTER, AND DISPLAY DEVICE}

The present specification relates to a compound, a color material composition, and a photosensitive resin composition. In addition, the present specification relates to a photosensitive material manufactured using the photosensitive resin composition, a color filter, and a display device including the same.

In recent color filters, performance characterized by high luminance and high contrast ratio is required. In addition, one of the main purposes of the development of the display device is to differentiate the performance of the display device through the improvement of color purity and to improve the productivity in the manufacturing process.

Since the pigment type used as a color material for a color filter is present in the color photoresist in a particle-dispersed state, it is difficult to control the luminance and contrast ratio according to the pigment particle size and distribution control. In the case of pigment particles, they are agglomerated in the color filter, resulting in poor dissolution and dispersibility, and multiple scattering of light occurs due to large aggregated particles. The scattering of such polarized light is pointed out as the main factor for lowering the contrast ratio. Efforts to improve luminance and contrast ratio through ultra-fine pigmentation and dispersion stabilization are continuing, but the degree of freedom in selecting color materials for realizing color coordinates for high-color purity display devices is limited. In addition, the previously developed color material, particularly the pigment dispersion method using a pigment, has reached its limit in improving the color purity, luminance, and contrast ratio of a color filter using the same.

Accordingly, there is a demand for the development of a new color material capable of improving color reproduction, luminance, and contrast ratio by increasing color purity.

Korean Patent Publication No. 2001-0009058

The present inventors intend to provide a compound, a color material composition including the same, a photosensitive resin composition, a photosensitive material, a color filter, and a display device.

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

[Formula 1]

In Formula 1,

R1 and R2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group,

R3 to R9 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; -COR'; -SO ₃ ^- ; -SO ₃ H; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group, or adjacent substituents are bonded to each other to form a ring,

R' is a substituted or unsubstituted aryl group,

wherein M is Na ⁺ ; K ⁺ ; Rb ⁺ ; Cs ⁺ ; Fr ⁺ ; and a compound comprising an ammonium structure,

Wherein M1, M2 and Y are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, M1 and M2 are bonded to each other to form a ring,

X is an anionic group,

a is 0 or 1,

L1 and L2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkylene group,

X1 and X2 are the same as or different from each other, and are each independently -O- or -NR''-;

wherein R'' is hydrogen; Or a substituted or unsubstituted alkyl group,

r3 is an integer of 1 to 5, and when r3 is 2 or more, R3 are the same as or different from each other,

r5 and r6 are integers from 0 to 4, and when r5 is 2 or more, R5 is the same as or different from each other, and when r6 is 2 or more, R6 is the same as or different from each other,

r7 and r8 are integers from 0 to 3, and when r7 is 2 or more, R7 is the same as or different from each other, and when r8 is 2 or more, R8 is the same as or different from each other,

r9 is an integer of 1 to 5, and when r9 is 2 or more, R9 is the same as or different from each other.

An exemplary embodiment of the present specification provides a color material composition comprising the compound represented by Formula 1 above.

An exemplary embodiment of the present specification includes a compound represented by Formula 1; binder resin; polyfunctional monomers; photoinitiators; And it provides a photosensitive resin composition comprising a solvent.

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

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

An exemplary embodiment of the present specification provides a display device including the color filter.

The compound according to an exemplary embodiment of the present specification may be used as a color material in the photosensitive resin composition, and by having solubility in an organic solvent, the dispersion process can be reduced. In an economical way, the compound can be used as a colorant.

In addition, the compound according to an exemplary embodiment of the present specification may be used as a color material to improve color reproduction, luminance, and contrast ratio (CR).

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

In the present specification, when a member is said to be located “on” another member, this includes not only a case in which a member is in contact with another member but also a case in which another member exists between the two members.

In the present specification, when a part "includes" a certain component, it means that other components may be further included rather than excluding other components unless otherwise stated.

An exemplary embodiment of the present specification provides a compound represented by Formula 1 above.

The present invention is excellent in heat resistance by including the compound represented by the formula (1). In addition, since the transmittance is superior to that of the existing color material, brightness can be improved.

In order to reduce the light emission (fluorescence or phosphorescence) of a molecule, there is a method of reducing the planarity within the molecule or introducing a molecule that absorbs the light emission. When a molecule that absorbs light emission is introduced, it is difficult to selectively absorb only the light of the emission wavelength because both the light absorption of the desired light-emitting molecule and the external light are absorbed. Due to this, a bulky group having a large steric hindrance is introduced to reduce planarity in the molecule.

When a molecule in an excited state by absorbing light from the ground state moves energy through a vibration mode or a rotation mode, non-radiative dacay is generated. can happen That is, light emission can be reduced.

The greater the planarity, the more difficult the non-radiative radiation, so the intensity of luminescence increases. As the planar area is reduced by introducing a large bulky group, the intensity of luminescence can be reduced through non-radiative radiation. Long alkyl groups, branched alkyl groups, alkoxy groups, and amine groups can be introduced for non-radiative radiation. However, in the case of alkyl, it has a disadvantage in that it lacks heat resistance. In addition, in the case of alkoxy and amine groups, they act as electron donating groups to change the absorption wavelength of light-absorbing molecules.

In contrast, when a molecule containing a sulfur atom is introduced, the role of an electron donating group in a molecule that absorbs light is reduced, and heat resistance can be maintained.

When a sulfur atom, which is an atom larger than that of carbon, nitrogen, and oxygen, is introduced into Chemical Formula 1, the energy of the excited molecule is transferred to a sulfur atom having various energy levels, and the Non-radiative radiation may occur while moving through various energy levels, that is, moving along a vibration mode and a rotation mode. Due to these properties, when a sulfur atom is introduced into Formula 1, the intensity of light emission in the molecule may be reduced.

When a molecule having light emitting is applied to a display device such as a liquid crystal display (LCD), it may cause a decrease in contrast ratio (CR), resulting in a problem of quality degradation. Therefore, various approaches are being made on a method for reducing luminescence.

Currently, molecules that absorb luminescence are introduced to suppress the decrease in contrast ratio (CR). However, a decrease in color purity and an increase in the amount of color material used are occurring.

However, since the compound represented by Formula 1 according to the present specification includes a sulfur atom, it is possible to reduce the light emission intensity in the molecule, thereby suppressing the decrease in the contrast ratio. In addition, since the compound represented by Formula 1 has solubility in an organic solvent, the dispersion process can be reduced, and unlike the need to go through a dispersion process when applying a conventional pigment, the compound can be used as a colorant in an economical way have.

Examples of the substituents of the compound represented by Formula 1 are described below, but are not limited thereto.

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

refers to a site bonded to another substituent or a bonding group.

As used herein, the term "substituted or unsubstituted" refers to deuterium; halogen group; nitrile group; nitro group; hydroxyl group; carbonyl group; ester group; carboxyl group; imid; amide group; anionic group; alkoxy group; an alkyl group; cycloalkyl group; alkenyl group; cycloalkenyl group; sulfonate group; amine group; aryl group; heteroaryl group; silyl group; an alkyl sulfoxy group; arylsulfoxy group; boron group; acryloyl group; acrylate group; ether group; It means that it is substituted with one or more substituents selected from the group comprising a heterocyclic group and an anionic group containing at least one of N, O, S or P atoms or does not have any substituents.

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

In the present specification, the term “ring” refers to an aromatic or aliphatic ring in that adjacent substituents may combine with each other to form a “ring”. When the ring is an aromatic ring, the ring may be an aryl group or a heteroaryl group. The aryl group and the heteroaryl group may be described below. In addition, the ring may be a ring containing an anhydride.

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

In the present specification, the anionic group has a chemical bond with the structure of Formula 1, and the anionic group is not particularly limited, for example, US Patent No. 7,939,644, Japanese Patent Application Laid-Open No. 2006-003080, Japanese Patent Application Laid-Open No. 2006-001917, Japanese Patent Application Laid-Open No. 2005-159926, Japanese Patent Application Laid-Open No. 2007-7028897, Japanese Patent Application Laid-Open No. 2005-071680, Korean Patent Application Laid-Open No. 2007-7000693, Japanese Patent Laid-Open No. 2005-111696, Japanese Patent Application Laid-Open No. 2008-249663 Anions described in Japanese Patent Application Publication No. 2014-199436 can be applied. According to an example, the anionic group may be a compound anion containing oxygen and at least one element selected from the group consisting of tungsten, molybdenum, silicon and phosphorus, a sulfonate anion, a borate anion, or a carbon anion. Specific examples of the anionic group include trifluoromethanesulfonic acid anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfonimide anion, tetraphenylborate anion, tetra kiss (4-fluorophenyl) borate, tetrakis (pentafluorophenyl) borate, tristrifluoromethanesulfonylmethide, SO ₃ ^- , CO ₂ ^- , SO ₂ N ^- SO ₂ CF ₃ , SO ₂ N ^- SO ₂ CF ₂ CF ₃ , a halogen group such as a fluorine group, an iodine group, a chlorine group, and the like, but is not limited thereto.

In the present specification, the anionic group may have an anion itself, or may exist in the form of a complex compound with other cations. Accordingly, the sum of the total charges of the compound molecules of the present invention may vary depending on the number of substituted anionic groups. Since the compound of the present invention has a cation in one amine group, the sum of the total charges of the molecule may have a value ranging from an anion to 0 as much as a value obtained by subtracting 1 from the number of substituted anionic groups.

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 60. According to an exemplary embodiment, the number of carbon atoms in the alkyl group is 1 to 30. According to another exemplary embodiment, the alkyl group has 1 to 20 carbon atoms. According to another exemplary embodiment, the alkyl group has 1 to 10 carbon atoms. Specific examples of the alkyl group include a methyl group, an ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, tert-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-ox tyl group, and the like, but is not limited thereto.

In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 60 carbon atoms, and according to an exemplary embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another exemplary embodiment, the carbon number of the cycloalkyl group is 3 to 20. According to another exemplary embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Specifically, there are a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, and the like, but is not limited thereto.

In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 60. According to an exemplary embodiment, the number of carbon atoms in the alkyl group is 2 to 30. According to another exemplary embodiment, the alkyl group has 2 to 20 carbon atoms. According to another exemplary embodiment, the alkyl group has 2 to 10 carbon atoms. Specific examples of the alkenyl group include, but are not limited to, an alkenyl group substituted with an aryl group such as a stylbenyl group or a styrenyl group.

In the present specification, the cycloalkenyl group is not particularly limited, but preferably has 3 to 60 carbon atoms, and according to an exemplary embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another exemplary embodiment, the carbon number of the cycloalkyl group is 3 to 20. According to another exemplary embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Examples of the cycloalkenyl group include, but are not limited to, a cyclopentenylene group and a cyclohexenylene group.

In the present specification, the aryl group is not particularly limited, but preferably has 6 to 60 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group. According to an exemplary embodiment, the carbon number of the aryl group is 6 to 30. According to an exemplary embodiment, the carbon number of the aryl group is 6 to 20. The aryl group may be a monocyclic aryl group such as a phenyl group, a biphenyl group, or a terphenyl group, but is not limited thereto. The polycyclic aryl group may be a naphthyl group, anthracenyl group, indenyl group, phenanthrenyl group, pyrenyl group, perylenyl group, triphenyl group, chrysenyl group, fluorenyl group, etc., but is not limited thereto.

In the present specification, the fluorenyl group may be substituted, and two substituents may be bonded to each other to form a spiro structure.

In the present specification, the heterocyclic group is a heterocyclic group containing O, N or S as a heteroatom, and the number of carbon atoms is not particularly limited, but has 2 to 30 carbon atoms, specifically 2 to 20 carbon atoms. Examples of the heterocyclic group include a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group, an oxadiazole group, a triazole group, a pyridyl group, a bipyridyl group, a triazine group, an acridyl group, a pyridazine group , quinolinyl group, isoquinoline group, indole group, carbazole group, benzooxazole group, benzoimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group, dibenzofuran group and the like, but is not limited thereto.

In the present specification, the description of the above-mentioned heterocyclic group may be applied except that the heteroaryl group is aromatic.

In the present specification, the arylalkyl group refers to an alkyl group substituted with an aryl group, and the above description may be applied to the description of the aryl group and the alkyl group, respectively.

In the present specification, the acryloyl group means a photopolymerizable unsaturated group, for example, may include a (meth)acryloyl group, but is not limited thereto.

In the present specification, the acrylate group refers to a photopolymerizable unsaturated group, for example, a (meth)acrylate group, but is not limited thereto.

In this specification, "(meth)acryloyl" represents at least 1 sort(s) chosen from the group which consists of acryloyl and methacryloyl. The notation of '(meth)acrylate' has the same meaning.

In an exemplary embodiment of the present specification, R1 and R2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, R1 and R2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R1 and R2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R1 and R2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, R1 and R2 are the same as or different from each other, and each independently represents a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, R1 and R2 are methyl groups.

In an exemplary embodiment of the present specification, R3 to R9 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; -COR'; -SO ₃ ^- ; -SO ₃ H; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; Or a substituted or unsubstituted alkyl group, or adjacent substituents are bonded to each other to form a ring.

In an exemplary embodiment of the present specification, R3 is hydrogen; heavy hydrogen; Or -COOH, or adjacent R3 bonds to each other to form a ring.

In an exemplary embodiment of the present specification, R3 is hydrogen; heavy hydrogen; Or -COOH, or adjacent R3 is bonded to each other to form a ring including a dianhydride group containing an oxygen atom.

In an exemplary embodiment of the present specification, R3 is hydrogen.

In an exemplary embodiment of the present specification, R3 is -COOH.

In an exemplary embodiment of the present specification, R3 is combined with each other to form a ring including a dianhydride group including an oxygen atom.

In an exemplary embodiment of the present specification, R4 is hydrogen; heavy hydrogen; or -COR'.

In an exemplary embodiment of the present specification, R4 is hydrogen.

In an exemplary embodiment of the present specification, R4 is -COR'.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted aryl group.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted phenyl group.

In an exemplary embodiment of the present specification, R' is a phenyl group substituted with -COOH.

In an exemplary embodiment of the present specification, R' is a substituted or unsubstituted phthalic anhydride.

In an exemplary embodiment of the present specification, R' is phthalic anhydride.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, R5 is hydrogen; heavy hydrogen; or a methyl group.

In an exemplary embodiment of the present specification, R5 is hydrogen.

In an exemplary embodiment of the present specification, R5 is a methyl group.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, R6 is hydrogen; heavy hydrogen; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a methyl group.

In an exemplary embodiment of the present specification, R6 is hydrogen.

In an exemplary embodiment of the present specification, R6 is -SO ₃ M.

In an exemplary embodiment of the present specification, R6 is -SO ₂ NM1M2.

In one embodiment of the present specification, R6 is -SO ₂ NHY.

In an exemplary embodiment of the present specification, R6 is a methyl group.

In an exemplary embodiment of the present specification, M is Na ⁺ ; K ⁺ ; Rb ⁺ ; Cs ⁺ ; Fr ⁺ ; and a compound comprising an ammonium structure.

In one embodiment of the present specification, the compound including the ammonium structure may be a compound including a unit represented by the following formula (A) or represented by the following formula (B).

[Formula A]

[Formula B]

In the formula A,

Ra to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted arylalkyl group; -L-NHCO-R; or -L-OCO-R, or two of Ra to Rd combine with each other to form a substituted or unsubstituted ring, wherein R is hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted arylalkyl group, wherein L is a substituted or unsubstituted alkylene group,

In Formula B,

Rb to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted arylalkyl group, or two of Rb to Rd are bonded to each other to form a substituted or unsubstituted ring, and Z is a substituted or unsubstituted alkylene group; a substituted or unsubstituted arylene group; -L-NHCO-; or -L-OCO-, wherein L is a substituted or unsubstituted alkylene group, Re to Rg are the same as or different from each other, and each independently hydrogen; or a substituted or unsubstituted alkyl group.

According to an exemplary embodiment of the present specification, in Formula A, Ra to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkenyl group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted arylalkyl group having 6 to 30 carbon atoms; -L-NHCO-R; or -L-OCO-R, or two of Ra to Rd combine with each other to form a substituted or unsubstituted ring, wherein R is hydrogen; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted arylalkyl group having 6 to 30 carbon atoms, wherein L is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms,

In Formula B, Rb to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkenyl group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted arylalkyl group having 6 to 30 carbon atoms, or two of Rb to Rd are bonded to each other to form a substituted or unsubstituted ring, and Z is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; -L-NHCO-; or -L-OCO-, wherein L is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, Re to Rg are the same as or different from each other, and each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

According to an exemplary embodiment of the present specification, in Formula A, Ra to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; a substituted or unsubstituted arylalkyl group having 6 to 20 carbon atoms; -L-NHCO-R; or -L-OCO-R, or two of Ra to Rd combine with each other to form a substituted or unsubstituted ring, wherein R is hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted arylalkyl group having 6 to 20 carbon atoms, wherein L is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms,

In Formula B, Rb to Rd are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; or a substituted or unsubstituted arylalkyl group having 6 to 20 carbon atoms, or two of Rb to Rd are bonded to each other to form a substituted or unsubstituted ring, and Z is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; a substituted or unsubstituted arylene group having 6 to 20 carbon atoms; -L-NHCO-; or -L-OCO-, wherein L is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, Re to Rg are the same as or different from each other, and each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, the "unit" refers to a repeating structure in which a monomer is included in a polymer, and the unit may be included in a main chain in the polymer to constitute a polymer.

In an exemplary embodiment of the present specification, the compound including the unit represented by Formula B may be a polymer.

When the compound including the unit represented by Formula B is a polymer, the number of units represented by Formula B may be included in the range of 1 to 500.

In an exemplary embodiment of the present specification, the weight average molecular weight of the compound including the unit represented by Formula B may be from 1000 to 10000, preferably from 3,000 to 8,000, and more preferably from 5,000 to 7,000.

According to an exemplary embodiment of the present specification, the terminal of the compound including the unit represented by Formula B is hydrogen; halogen group; Or it may be a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, M is Na ⁺ .

In an exemplary embodiment of the present specification, R7 and R8 are the same as or different from each other, and each independently hydrogen; or deuterium.

In an exemplary embodiment of the present specification, R7 and R8 are hydrogen.

In an exemplary embodiment of the present specification, R9 is hydrogen; heavy hydrogen; -SO ₃ ^- ; -SO ₂ NM1M2; or -SO ₂ NHY.

In an exemplary embodiment of the present specification, R9 is hydrogen.

In an exemplary embodiment of the present specification, R9 is -SO ₃ ^- .

In an exemplary embodiment of the present specification, R9 is -SO ₂ NM1M2.

In one embodiment of the present specification, R9 is -SO ₂ NHY.

In an exemplary embodiment of the present specification, M1 and M2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group, or combine with each other to form a ring.

In an exemplary embodiment of the present specification, M1 and M2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or combine with each other to form an aliphatic ring.

In an exemplary embodiment of the present specification, M1 and M2 are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or combine with each other to form an aliphatic ring.

In an exemplary embodiment of the present specification, M1 and M2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or combine with each other to form an aliphatic ring having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, M1 and M2 are the same as or different from each other, and each independently represent a substituted or unsubstituted ethyl group, or combine with each other to form an aliphatic ring having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, M1 and M2 are ethyl groups, or combine with each other to form an aliphatic ring having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, M1 and M2 are ethyl groups.

In an exemplary embodiment of the present specification, M1 and M2 are bonded to each other to form an aliphatic ring having 5 carbon atoms.

The aliphatic ring having 5 carbon atoms may be represented as follows.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkylene group.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and each independently represents a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and each independently represents a substituted or unsubstituted propylene group.

In an exemplary embodiment of the present specification, L1 and L2 are the same as or different from each other, and are each independently a propylene group.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other, and each independently represents -O- or -NR''-, wherein R'' is hydrogen; or a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other, and each independently represents -O- or -NR''-, wherein R'' is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other, and each independently represents -O- or -NR''-, wherein R'' is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other, and each independently represents -O- or -NR''-, wherein R'' is hydrogen; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other, and each independently represents -O- or -NR''-, and R'' is hydrogen.

In an exemplary embodiment of the present specification, X1 and X2 are -O-.

In an exemplary embodiment of the present specification, X1 and X2 are -NR''-, and R'' is hydrogen.

In an exemplary embodiment of the present specification, r3 is an integer of 1 to 5, and when r3 is 2 or more, R3 is the same as or different from each other.

In an exemplary embodiment of the present specification, r5 and r6 are integers from 0 to 4, and when r5 is 2 or more, R5 is the same as or different from each other, and when r6 is 2 or more, R6 is the same as or different from each other.

In an exemplary embodiment of the present specification, r7 and r8 are integers from 0 to 3, and when r7 is 2 or more, R7 is the same as or different from each other, and when r8 is 2 or more, R8 is the same as or different from each other.

In an exemplary embodiment of the present specification, r9 is an integer of 1 to 5, and when r9 is 2 or more, R9 is the same as or different from each other.

In an exemplary embodiment of the present specification, X is an anionic group.

In an exemplary embodiment of the present specification, X may be a compound anion comprising at least one element selected from the group consisting of tungsten, molybdenum, silicon and phosphorus and oxygen, a sulfonate anion, a borate anion, or a carbon anion.

In an exemplary embodiment of the present specification, X is a trifluoromethanesulfonic acid anion, bis(trifluoromethylsulfonyl)imide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfonimide anion, tetra It may be selected from the group consisting of a phenylborate anion, tetrakis(4-fluorophenyl)borate, tetrakis(pentafluorophenyl)borate, tristrifluoromethanesulfonylmethide and a halogen group.

In one embodiment of the present specification, X may be a bistrifluorometalsulfonimide anion.

In one embodiment of the present specification, a is 0 or 1.

In one embodiment of the present specification, a is 0.

In one embodiment of the present specification, a is 1.

In the exemplary embodiment of the present specification, Chemical Formula 1 may be represented by the following structures, and the following structures represent isomers of Chemical Formula 1, and Chemical Formula 1 represents a representative structure. Isomer means molecules having the same molecular formula but different physical/chemical properties.

In the above structures, the definition of the substituent is as described above.

The description of the isomer may be applied to all of the structures represented by Formula 1 described herein.

In another exemplary embodiment of the present specification, Formula 1 may be represented by Formula 2 below.

[Formula 2]

In Formula 2,

R1 to R9, X, a, L1, L2, X1, X2, and r3 to r9 are as defined in Formula 1 above.

In the exemplary embodiment of the present specification, Chemical Formula 2 may be represented by the following Chemical Formula 2-1.

[Formula 2-1]

In Formula 2-1,

R1 to R3, R5 to R9, X, a, L1, L2, X1, X2, r3 and r5 to r9 are as defined in Formula 1 above,

R41 is hydrogen; heavy hydrogen; -COOH; An anionic group or adjacent substituents combine with each other to form a ring,

r41 is an integer of 1 to 5, and when r41 is 2 or more, the structures of R41 are the same as or different from each other.

In the exemplary embodiment of the present specification, Chemical Formula 2 may be represented by the following Chemical Formula 2-2.

[Formula 2-2]

In Formula 2-2,

R1, R2, R4, R5 to R9, X, a, L1, L2, X1, X2, and r5 to r9 are as defined in Formula 1 above.

In an exemplary embodiment of the present specification, Chemical Formula 2 may be represented by the following Chemical Formula 2-3.

[Formula 2-3]

R1, R2, R5 to R9, X, a, L1, L2, X1, X2, and r5 to r9 are as defined in Formula 1 above.

In the exemplary embodiment of the present specification, Chemical Formula 1 may be represented by Chemical Formula 3 below.

[Formula 3]

In Formula 3,

R1 to R8, X, a, L1, L2, X1, X2 and r3 to r8 are as defined in Formula 1 above,

Y' is hydrogen; -SO ₃ ^- ; -SO ₃ H; -SO ₃ M; -SO ₂ NM1M2; or -SO ₂ NHY,

M, M1, M2 and Y are as defined in Formula 1 above,

R10 is hydrogen; or deuterium,

r10 is an integer from 0 to 4, and when r10 is 2 or more, R10 is the same as or different from each other.

According to another exemplary embodiment of the present specification, Chemical Formula 1 may be represented by any one of the following structures, but is not necessarily limited thereto.

In the above structure, M is as defined in Formula 1 above.

An exemplary embodiment of the present specification provides a color material composition comprising the compound.

In one embodiment of the present specification, the color material composition may further include at least one or more of a dye and a pigment.

As an example, the color material composition may further include at least one of a dye and a pigment in addition to the compound of Formula 1 above. For example, the color material composition may include only the compound of Formula 1, but includes the compound of Formula 1 and one or more dyes, or includes the compound of Formula 1 and one or more pigments, or the compound of Formula 1 , one or more dyes and one or more pigments.

In an exemplary embodiment of the present specification, the pigment and dye are metal prephthalocyanine-based pigment (dye), metal phthalocyanine-based pigment (dye), triarylmethane-based pigment (dye), xanthene-based pigment (dye), azo-based pigment (dye), metal azo pigment (dye), quinacridone pigment (dye), dioxazine pigment (dye), anthraquinone pigment (dye), quinophthalone pigment (dye), isoindoline pigment ( Dye), diketopyrrolopyrrole pigment (dye), (aza) porphyrin pigment (dye), cyanine pigment (dye), perylene pigment (dye), isoindolinone pigment (dye), perinone pigment ( dye), at least one pigment (dye) selected from the group consisting of a dianthraquinoline pigment (dye) and an anthrapyrimidine pigment (dye).

The "pigment (dye)" means a pigment or a dye.

According to an exemplary embodiment of the present specification, a photosensitive resin composition including the color material composition may be provided.

According to an exemplary embodiment of the present specification, the photosensitive resin composition may include a compound represented by Formula 1; binder resin; polyfunctional monomers; photoinitiators; and solvents.

In an exemplary embodiment of the present specification, the photosensitive resin composition may include a compound represented by Formula 1; binder resin; polyfunctional monomers; photoinitiators; additive; and solvents.

In an exemplary embodiment of the present specification, the photosensitive resin composition may include a compound represented by Formula 1; binder resin; polyfunctional monomers; photoinitiators; Surfactants; and solvents.

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 the photosensitive resin composition.

The binder resin may use a copolymer resin of a polyfunctional monomer imparting mechanical strength and a monomer imparting alkali solubility, and may further include a binder generally used in the art.

The polyfunctional monomer imparting the mechanical strength of the membrane is an unsaturated carboxylic acid ester; aromatic vinyls; unsaturated ethers; unsaturated imides; and an acid anhydride.

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 (meth) acrylate, 2-phenoxyethyl (meth) acrylate, tetra Hydropuffril (meth) acrylate, hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxy-3-chloropropyl (meth) acrylate, 4-hydroxybutyl ( Meth) acrylate, acyloctyloxy-2-hydroxypropyl (meth) acrylate, glycerol (meth) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethoxy Cydiethylene glycol (meth)acrylate, methoxytriethylene glycol (meth)acrylate, methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methyl ether (meth)acrylate, phenoxydiethylene glycol (meth) ) acrylate, p-nonylphenoxypolyethylene glycol (meth)acrylate, p-nonylphenoxypolypropylene glycol (meth)acrylate, glycidyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, 1,1,1,3,3,3-hexafluoroisopropyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, tribromophenyl (meth) ) acrylate, methyl α-hydroxymethyl acrylate, ethyl α-hydroxymethyl acrylate, propyl α-hydroxymethyl acrylate and butyl α-hydroxymethyl acrylate, but only It is not limited.

Specific examples of the aromatic vinyl include styrene, α-methylstyrene, (o,m,p)-vinyl toluene, (o,m,p)-methoxy styrene, and (o,m,p)-chloro styrene. It may be selected from the group consisting of, but is not limited thereto.

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

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

Examples of the acid anhydride include, but are not limited to, maleic anhydride, methyl maleic anhydride, tetrahydrophthalic anhydride, and the like.

The monomer imparting alkali solubility is not particularly limited as long as it contains an acid group, and for example, (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, mono -2-((meth)acryloyloxy)ethyl phthalate, mono-2-((meth)acryloyloxy)ethyl succinate, ω-carboxy polycaprolactone mono(meth)acrylate selected from the group consisting of It is preferable to use one or more types, but is not limited thereto.

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

In an exemplary embodiment of the present specification, the acid value of the binder resin may be 100 to 120 KOH mg/g.

The acid value of the binder resin can be measured by titration with a methanol solution of potassium hydroxide (KOH) having a concentration of 0.1N.

The weight average molecular weight of the binder resin may be 10,000 to 30,000 g/mol.

In an exemplary embodiment of the present specification, the weight average molecular weight may be measured by gel permeation chromatography (GPC), but is not limited thereto.

In an exemplary embodiment of the present specification, the binder resin may be a copolymer of benzyl methacrylate and methacrylic acid. Specifically, the binder resin may be a copolymer having a molar ratio of each of benzyl methacrylate and methacrylic acid of 70:30.

The polyfunctional monomer is a monomer that forms a photoresist image by light, specifically 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, trishydroxyethyl isocyanurate trimethacrylate, trimethyl 1 selected from the group consisting of propane trimethacrylate, diphenylpentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, and dipentaerythritol hexamethacrylate species or a mixture of two or more species.

Specifically, the polyfunctional monomer may be DPHA (dipentaerythritol hexa acrylate, Japanese Chemicals).

The photoinitiator is not particularly limited as long as it is an initiator that triggers crosslinking by generating radicals by light, for example, selected from the group consisting of acetophenone-based compounds, biimidazole-based compounds, triazine-based compounds, and oxime-based compounds. There may be more than one type.

Specifically, the photoinitiator may be I-369 (BASF).

The acetophenone-based compound is 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexylphenyl ketone, benzoinmethyl ether, benzoinethyl ether, benzoin isobutyl ether, benzoin Butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthio)phenyl-2-morpholino-1-propan-1-one, 2-benzyl-2-dimethylamino -1-(4-morpholinophenyl)-butan-1-one, 2-(4-bromo-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one or 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, and the like.

As the biimidazole-based compound, 2,2-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl biimidazole, 2,2'-bis(o-chlorophenyl)-4 ,4',5,5'-tetrakis (3,4,5-trimethoxyphenyl)-1,2'-biimidazole, 2,2'-bis (2,3-dichlorophenyl)-4, 4',5,5'-tetraphenyl biimidazole, 2,2'-bis(o-chlorophenyl)-4,4,5,5'-tetraphenyl-1,2'-biimidazole, etc. , but not limited thereto.

The triazine-based compound is 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 1,1,1,3,3,3- Hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate, ethyl-2-{4-[2,4 -bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine-6 -yl]phenylthio}acetate, cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, benzyl-2-{4-[ 2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 3-{chloro-4-[2,4-bis(trichloromethyl)-s-triazine-6 -yl]phenylthio}propionic acid, 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionamide, 2,4-bis(trichloro methyl)-6-p-methoxystyryl-s-triazine, 2,4-bis(trichloromethyl)-6-(1-p-dimethylaminophenyl)-1,3,-butadienyl-s -triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine, and the like, but are not limited thereto.

The oxime-based compound is 1,2-octadione, -1- (4-phenylthio) phenyl, -2- (o-benzoyloxime) (Ciba Geigisa, SI 124), ethanone, -1- (9 -ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(O-acetyloxime) (CGI 242), N-1919 (Adecas), and the like, but is not limited thereto.

The solvent is 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 ,1,2-trichloroethane, 1,1,2-trichloroethene, hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, t-butanol, 2 -Ethoxy propanol, 2-methoxy propanol, 3-methoxy butanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxy It may be at least one selected from the group consisting of propionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether, but is not limited thereto.

Specifically, the solvent may be polypropylene glycol monomethyl ether acetate.

According to an exemplary embodiment of the present specification, the photosensitive resin composition is based on the total weight of the photosensitive resin composition, 5 to 60% by weight of the compound represented by Formula 1, 1 to 60% by weight of the binder resin, the polyfunctionality It may include 0.1 to 50% by weight of the monomer, 0.1 to 20% by weight of the photoinitiator, and 10 to 80% by weight of the solvent.

According to an exemplary embodiment of the present specification, based on the total weight of the solid content in the photosensitive resin composition, the content of the compound represented by Formula 1 is 5% to 60% by weight, and the content of the binder resin is 1% by weight to 60 wt%, the content of the photoinitiator 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 photosensitive resin composition. The solid content and the basis of weight % based on the solid content of each component may be measured by general analytical means used in the art, such as liquid chromatography or gas chromatography.

According to an exemplary embodiment of the present specification, the photosensitive resin composition may further include an antioxidant.

According to an exemplary embodiment of the present specification, the content of the antioxidant is 0.1 wt% to 20 wt% based on the total weight of the solid content in the photosensitive resin composition.

According to an exemplary embodiment of the present specification, the photosensitive resin composition comprises one or two or more additives selected from the group consisting of a photocrosslinking sensitizer, a curing accelerator, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersing agent, and a leveling agent. additionally include

Specifically, the additive may be a surfactant, and more specifically, may be F-475 (DIC Corporation).

According to an exemplary embodiment of the present specification, the photosensitive resin composition is based on the total weight of the photosensitive resin composition, 5 to 60% by weight of the compound represented by Formula 1, 1 to 60% by weight of the binder resin, the polyfunctionality It may include 0.1 to 50% by weight of the monomer, 0.1 to 20% by weight of the photoinitiator, 10 to 80% by weight of the solvent, and 0.1 to 20% by weight of the additive.

According to an exemplary embodiment of the present specification, the content of the additive is 0.1 wt% to 20 wt% based on the total weight of solids in the photosensitive resin composition.

The photocrosslinking sensitizer is benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoyl benzophenone compounds such as benzoate, 3,3-dimethyl-4-methoxybenzophenone, and 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; fluorenone compounds such as 9-fluorenone, 2-chloro-9-prorenone, and 2-methyl-9-fluorenone; Thioxanthone type, such as thioxanthone, 2,4-diethyl thioxanthone, 2-chloro thioxanthone, 1-chloro-4-propyloxy thioxanthone, isopropyl thioxanthone, diisopropyl thioxanthone compound; xanthone-based 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-phenylacridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), 1,3-bis(9-acridinyl)propane, etc. 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 compounds such as 2,4,6-trimethylbenzoyl diphenylphosphine oxide and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentyl phosphine oxide; benzoate compounds such as methyl-4-(dimethylamino)benzoate, ethyl-4-(dimethylamino)benzoate, and 2-n-butoxyethyl-4-(dimethylamino)benzoate; 2,5-bis(4-diethylaminobenzal)cyclopentanone, 2,6-bis(4-diethylaminobenzal)cyclohexanone, 2,6-bis(4-diethylaminobenzal)-4- amino synergists such as methyl-cyclopentanone; 3,3-carbonylvinyl-7-(diethylamino)coumarin, 3-(2-benzothiazolyl)-7-(diethylamino)coumarin, 3-benzoyl-7-(diethylamino)coumarin, 3 -benzoyl-7-methoxy-coumarin, 10,10-carbonylbis[1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-C1]-benzo coumarin-based compounds such as pyrano[6,7,8-ij]-quinolizin-11-one; chalcone compounds such as 4-diethylamino chalcone and 4-azidebenzalacetophenone; At least one selected from the group consisting of 2-benzoylmethylene and 3-methyl-b-naphthothiazoline may be used.

The curing accelerator is used to increase curing and mechanical strength, and specifically, 2-mercaptobenzoimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzooxazole, 2,5-dimercapto-1,3 ,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3-mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate), pentaerythritol Erythritol-tetrakis(2-mercaptoacetate), pentaerythritol-tris(2-mercaptoacetate), trimethylolpropane-tris(2-mercaptoacetate), and trimethylolpropane-tris(3-mercaptopropio) nate) may be used at least one selected from the group consisting of.

The adhesion promoter used herein includes methacryloyloxy propyltrimethoxy silane, methacryloyloxy propyldimethoxy silane, methacryloyloxy propyltriethoxy silane, and methacryloyloxy propyldimethoxysilane. It is possible to select and use at least one type of methacryloyl silane coupling agent such as, and at least one type of octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane, etc. as the alkyl trimethoxysilane. You can choose to use it.

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

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

Specific examples of the antioxidant include phosphoric acid-based thermal stabilizers such as phosphoric acid, trimethyl phosphate or triethyl phosphate; 2,6-di-t-butyl-p-cresol, octadecyl-3-(4-hydroxy-3,5-di-t-butylphenyl)propionate, tetrabis[methylene-3-(3, 5-di-t-butyl-4-hydroxyphenyl)propionate]methane, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxy benzyl)benzene, 3,5-di-t-butyl-4-hydroxybenzylphosphite diethyl ester, 2,2-thiobis(4-methyl-6-t-butylphenol), 2,6-g, t-Butylphenol 4,4'-butylidene-bis(3-methyl-6-t-butylphenol), 4,4'-thiobis(3-methyl-6-t-butylphenol) or bis[3 ,3-bis-(4'-hydroxy-3'-tert-butylphenyl)butanoic acid]glycol ester (Bis[3,3-bis-(4'-hydroxy-3'-tert-butylphenyl)butanoicacid]glycol ester), such as a hindered phenol-based primary antioxidant; amines such as phenyl-α-naphthylamine, phenyl-β-naphthylamine, N,N′-diphenyl-p-phenylenediamine or N,N′-di-β-naphthyl-p-phenylenediamine secondary antioxidants; Thio such as dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercaptobenzothiazole or tetramethylthiuram disulfide tetrabis[methylene-3-(laurylthio)propionate]methane secondary antioxidants; or triphenyl phosphite, tris (nonylphenyl) phosphite, triisodecyl phosphite, bis (2,4-dibutylphenyl) pentaerythritol diphosphite (Bis (2,4-ditbutylphenyl) Pentaerythritol Diphosphite or (1, 1'-biphenyl) -4,4'-diylbisphosphonoic acid tetrakis [2,4-bis (1,1-dimethylethyl) phenyl] ester ((1,1'-Biphenyl) -4,4' -Diylbisphosphonous acid tetrakis[2,4-bis(1,1-dimethylethyl)phenyl] ester) may be mentioned as a phosphite-based secondary antioxidant.

As the ultraviolet absorber, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxy benzophenone, etc. may be used, but the present invention is not limited thereto. All commonly used ones can be used.

Examples of the thermal polymerization inhibitor include p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, N-nitrosophenylhydroxyamine ammonium salt, N-nitrosophenylhydroxy Amine aluminum salt, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-thiobis(3-methyl-6-t-butylphenol), 2,2- Methylenebis (4-methyl-6-t-butylphenol), 2-mercaptoimidazole and may include one or more selected from the group consisting of phenothiazine (phenothiazine), but is not limited thereto. may include those generally known in the art.

The dispersant may be used as a method of internally adding the pigment to the pigment in the form of surface treatment in advance, or a method of externally adding the pigment to the pigment. As the dispersant, a compound type, nonionic, anionic or cationic dispersant may be used, and fluorine-based, ester-based, cationic, anionic, nonionic, and amphoteric surfactants may be mentioned. These may be used individually or in combination of 2 or more types.

Specifically, the dispersant is polyalkylene glycol and its esters, polyoxyalkylene polyhydric alcohols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylate esters, carboxylates, There is at least one selected from the group consisting of an alkylamide alkylene oxide adduct and an alkylamine, but is not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of the polymeric leveling agent include polyethyleneimine, polyamideamine, and reaction products of amines and epoxides, and specific examples of the nonpolymeric leveling agent include non-polymeric sulfur-containing and non-polymeric nitrogen-containing The compounds include, but are not limited to, those commonly used in the art may be used.

According to an exemplary embodiment of the present specification, there is provided a photosensitive material prepared using the photosensitive resin composition.

More specifically, the photosensitive resin composition of the present specification is applied on a substrate by an appropriate method and cured to form a thin film or patterned photosensitive material.

The coating method is not particularly limited, but a spray method, a roll coating method, a spin coating method, etc. may be used, and in general, a spin coating method is widely used. In addition, after forming the coating film, in some cases, the residual solvent may be partially removed under reduced pressure.

As a light source for curing the resin composition according to the present specification, for example, a mercury vapor arc emitting light having a wavelength of 250 nm to 450 nm, a carbon arc, an Xe arc, etc., but is not necessarily limited thereto.

The resin composition according to the present specification is a pigment-dispersed photosensitive material for manufacturing a thin film transistor liquid crystal display (TFT LCD) color filter, a thin film transistor liquid crystal display (TFT LCD) or a photosensitive material for forming a black matrix of an organic light emitting diode, Photosensitive material for forming overcoat layer, column spacer photosensitive material, photocurable paint, photocurable ink, photocurable adhesive, printing plate, photosensitive material for printed wiring board, photosensitive material for plasma display panel (PDP), etc. does not specifically put

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

The color filter may be manufactured using a resin composition including the compound represented by Formula 1 above. A color filter may be formed by coating the resin composition on a substrate to form a coating film, and exposing, developing and curing the coating film.

The photosensitive resin composition according to an exemplary embodiment of the present specification has excellent heat resistance, and there is little change in color due to heat treatment. can

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

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

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

A grid-like black pattern called a black matrix may be disposed between the color pixels of the color filter for the purpose of improving contrast. Chromium can be used as the material of the black matrix. In this case, a method of depositing chromium on the entire glass substrate and forming a pattern by etching may be used. However, in consideration of the high cost in the process, the high reflectivity of chromium, and environmental pollution caused by the chromium waste solution, a resin black matrix by a pigment dispersion method capable of fine processing may be used.

The black matrix may use a black pigment or a black dye as a color material. For example, carbon black alone or a mixture of carbon black and a colored pigment can be used. At this time, since a colored pigment lacking in light-shielding property is mixed, the strength of the film or adhesion to the substrate decreases even if the amount of the color material is relatively increased. There are advantages to not being.

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

The display device includes a plasma display panel (PDP), a light emitting diode (LED), an organic light emitting diode (OLED), a liquid crystal display (LCD), and a thin film transistor. It may be any one of a liquid crystal display device (Thin FIlm Transistor-Liquid Crystal Display, LCD-TFT) and a cathode ray tube (CRT).

Hereinafter, examples will be given to describe the present specification in detail. However, the embodiments according to the present specification may be modified in various other forms, and the scope of the present specification is not to be construed as being limited to the embodiments described below. The embodiments of the present specification are provided to more completely explain the present specification to those of ordinary skill in the art.

<Example>

<Synthesis Example of Colorant Compound>

Preparation Example 1. Preparation of Compound 1

In NMP 230g, B-1 23.47g (38.42mmol), A-1 21.36g (153.68mmol), NaI 23.04g (153.68mmol), K ₂ CO ₃ 21.24g (153.68mmol) into, 95 ℃ for 15 hours at stirred. The reactant was cooled to room temperature, put in DI-Water, stirred for 1 hour, and the precipitate was filtered and washed under reduced pressure, and dried at 80° C. for 12 hours to obtain B-2. B-2 was used in the next reaction without separation.

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

Ionization mode= : APCI +: m/ z=1075[M+H], Exact Mass: 1074

Preparation Example 2. Preparation of compound 2

In NMP 230g, B-1 23.47g (38.42mmol), A-1 21.36g (153.68mmol), NaI 23.04g (153.68mmol), K ₂ CO ₃ 21.24g (153.68mmol) into, 95 ℃ for 15 hours at stirred. The reactant was cooled to room temperature, put in DI-Water, stirred for 1 hour, and the precipitate was filtered and washed under reduced pressure, and dried at 80° C. for 12 hours to obtain B-2. B-2 was used in the next reaction without separation.

B-2 and A-2 8.09g (38.42mmol) were added to 700g of pyridine, and the mixture was stirred at room temperature for 24 hours. The reaction was put into DI-Water and stirred for 1 hour. The precipitate was filtered and washed under reduced pressure, and dried at 80° C. for 12 hours. Then, the dried precipitate was subjected to column chromatography to obtain Compound 2.

Ionization mode= : APCI +: m/ z=901[M+H], Exact Mass: 900

Preparation Example 3. Preparation of compound 3

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

Ionization mode= : APCI +: m/ z=1073 [M+H]+, Exact Mass: 1072

Preparation Example 4. Preparation of compound 4

Compound 4 was obtained in the same manner as in Preparation Example 2, except that B-3 was used instead of B-2.

Ionization mode= : APCI +: m/ z=899 [M+H]+, Exact Mass: 898

Preparation 5. Preparation of compound 5

1 g (0.93 mmol) of Compound 1 was added to 100 ml of MeOH and 15 ml of a 2M NaOH solution, and reacted at 50° C. for an hour. Then, a small amount of 35% HCl was added to neutralize. Then, the solvent was removed under reduced pressure. After extraction with methylene chloride (MC), the organic layer was passed through _{MgSO 4 .} The solvent was removed under reduced pressure to obtain compound 5.

Ionization mode= : APCI +: m/ z= 1111 [M+H]+, Exact Mass: 1110

Preparation Example 6. Preparation of compound 6

In Preparation Example 5, compound 6 was obtained in the same manner except that compound 2 was used instead of compound 1.

Ionization mode= : APCI +: m/ z= 919 [M+H]+, Exact Mass: 918

Preparation Example 7. Preparation of compound 7

In Preparation Example 5, compound 7 was obtained in the same manner except that compound 3 was used instead of compound 1.

Ionization mode= : APCI +: m/ z= 1109 [M+H]+, Exact Mass: 1108

Preparation 8. Preparation of compound 8

In Preparation Example 5, Compound 8 was obtained in the same manner as in Preparation Example 5, except that Compound 4 was used instead of Compound 1.

Ionization mode= : APCI +: m/ z= 917 [M+H]+, Exact Mass: 916

Preparation 9. Preparation of compound 9

In Preparation Example 1, compound 9 was obtained in the same manner as in Preparation Example 1, except that compound B-4 was used instead of B-2.

Ionization mode= : APCI +: m/ z= 1155 [M+2H-Na]+, Exact Mass: 1176

Preparation 10. Preparation of compound 10

Compound 10 was obtained in the same manner as in Preparation Example 1, except that A-3 was used instead of A-2.

Ionization mode= : APCI +: m/ z=1111 [M+H]+, Exact Mass: 1110

Preparation 11. Preparation of compound 11

Compound 11 was obtained in the same manner as in Preparation Example 1, except that B-5 was used instead of B-2.

Ionization mode= : APCI +: m/ z=1266 [M+H]+, Exact Mass: 1265

Preparation 12. Preparation of compound 12

Compound 12 was obtained in the same manner as in Preparation Example 1, except that B-6 was used instead of B-2.

Ionization mode= : APCI +: m/ z= 1142 [M-Anion]+

-: m/z = 280 [M-cation]-

Comparative compound 1.

In 100 ml of methylene chloride, 3 g (4.53 mmol) of Comparative Intermediate 1 and 2.29 g (22.63 mmol) of triethylamine were added and stirred. Comparative Intermediate 2 1.18 g (11.325 mmol) was slowly added to the reaction solution. It was reacted overnight at room temperature, and quenched in H ₂ O. Then, the solvent was removed under reduced pressure, and Comparative Compound 1 was obtained through column chromatography.

Ionization mode= : APCI +: m/ z=797[M+H]+, Exact Mass: 796

Comparative compound 2.

3 g (4.41 mmol) of Comparative Intermediate 3 and 1.24 g (22.03 mmol) of KOH were added to 100 g of EtOH and stirred. It was refluxed for 20 hours. After cooling to room temperature, the solvent was removed under reduced pressure. Then H ₂ O was added and stirred, and acetone (AcOH) was added. It was extracted using methylene chloride, and the organic layer _{was passed through MgSO 4} and the solvent was removed under reduced pressure. Comparative compound 2 was obtained through column chromatography.

Ionization mode= : APCI +: m/ z=717[M+H]+, Exact Mass: 716

<Production Example of the photosensitive resin composition>

Example 1

5.554 g of compound 1, a copolymer of benzyl methacrylate and methacrylic acid as a binder resin (molar ratio 70:30, acid value 113 KOH mg/g, weight average molecular weight measured by gel permeation chromatography (GPC) 20,000 g/ mol, molecular weight distribution (PDI) 2.0 g, solid content (SC) 25%, solvent polypropylene glycol monomethyl ether acetate (PGMEA) included) 10.376 g, photoinitiator I-369 (BASF) 2.018 g, polyfunctional monomer Photosensitive resin composition 1 was prepared by mixing 12.443 g of DPHA (Nippon Chemicals), 68.593 g of solvent PGMEA (polypropylene glycol monomethyl ether acetate), and 1.016 g of DIC's F-475 as a surfactant additive.

Examples 2 to 12

In Example 1, compound 1 was changed to compounds 2 to 18, and photosensitive resin compositions 2 to 12 were prepared in the same composition except for that.

Comparative Example 1

5.554 g of Comparative Compound 1, a copolymer of benzyl methacrylate and methacrylic acid as a binder resin (molar ratio 70:30, acid value is 113 KOH mg/g, weight average molecular weight measured by gel permeation chromatography (GPC) 20,000g /mol, molecular weight distribution (PDI) 2.0 g, solid content (SC) 25%, solvent polypropylene glycol monomethyl ether acetate (PGMEA) included) 10.376 g, photoinitiator I-369 (BASF) 2.018 g, polyfunctional monomer The photosensitive resin composition of Comparative Example 1 was prepared by mixing 12.443 g of DPHA (Nippon Chemicals), 68.593 g of solvent PGMEA (polypropylene glycol monomethyl ether acetate), and DIC's F-475, 1.016 g as a surfactant additive. .

Comparative Example 2.

5.554 g of Comparative Compound 2, a copolymer of benzyl methacrylate and methacrylic acid as a binder resin (molar ratio 70:30, acid value is 113 KOH mg/g, weight average molecular weight measured by gel permeation chromatography (GPC) 20,000g /mol, molecular weight distribution (PDI) 2.0 g, solid content (SC) 25%, solvent polypropylene glycol monomethyl ether acetate (PGMEA) included) 10.376 g, photoinitiator I-369 (BASF) 2.018 g, polyfunctional monomer A photosensitive resin composition of Comparative Example 2 was prepared by mixing 12.443 g of DPHA (Nippon Chemicals), 68.593 g of solvent PGMEA (polypropylene glycol monomethyl ether acetate), and DIC F-475, 1.016 g as a surfactant additive. .

<Experimental example>

Substrate fabrication

The photosensitive resin compositions according to Examples 1 to 12 and Comparative Examples 1 and 2 were respectively used to prepare the substrate. Specifically, the photosensitive resin compositions according to Examples 1 to 12 and Comparative Examples 1 and 2 were ^{spin coated on a glass substrate (5 X 5 cm 2} ), and prebake was performed at 100° C. for 100 seconds. carried out to form a film.

The distance between the substrate on which the film was formed and the photomask was set to 250 μm, and an exposure ^{amount of 40 mJ/cm 2} was irradiated to the entire surface of the substrate using an exposure machine. Thereafter, the exposed substrate was developed in a developer (potassium hydroxide (KOH), 0.05%) for 60 seconds, followed by postbake at 230° C. for 20 minutes to prepare a substrate.

Contrast ratio measurement

Using a contrast ratio meter (CT-1, ZOENTECH, Inc.) for the substrate manufactured according to the above substrate manufacturing method, put the manufactured substrate between the two polarizing plates, and the luminance when the two polarizing plates are horizontal and the two polarizing plates By measuring the luminance when the orthogonal, the contrast ratio was calculated by the following formula (1).

[Formula 1]

Contrast ratio = luminance when two polarizers are horizontal / luminance when two polarizers are vertical

The contrast ratio calculated by Equation 1 was calculated using Equation 2 below to calculate the contrast ratio improvement rate, and is shown in Table 1 below.

[Formula 2]

Contrast ratio improvement rate = (Example contrast ratio-Comparative example 1 or 2 contrast ratio) / (Comparative example 1 or 2 contrast ratio * 100)

Contrast improvement rate (%) Comparative Example 1 standard Comparative Example 2 standard Example 1 310 305 Example 2 305 301 Example 3 316 307 Example 4 284 300 Example 5 297 311 Example 6 304 297 Example 7 321 289 Example 8 317 297 Example 9 298 303 Example 10 287 284 Example 11 293 300 Example 12 294 295

Referring to Table 1, it was confirmed that the contrast ratio of Examples 1 to 12 was improved by 287% to 321% compared to Comparative Example 1. In addition, compared to Comparative Example 2, it was confirmed that the contrast ratio of Examples 1 to 12 was improved by 284% to 311%.

Claims (12)

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

In Formula 1,
R1 and R2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group,
R3 to R9 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; -COR'; -SO ₃ ^- ; -SO ₃ H; -SO ₃ M; -SO ₂ NM1M2; -SO ₂ NHY; or a substituted or unsubstituted alkyl group, or adjacent substituents are bonded to each other to form a ring,
R' is a substituted or unsubstituted aryl group,
wherein M is Na ⁺ ; K ⁺ ; Rb ⁺ ; Cs ⁺ ; Fr ⁺ ; and a compound comprising an ammonium structure,
Wherein M1, M2 and Y are the same as or different from each other, and each independently a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group, M1 and M2 are bonded to each other to form a ring,
X is an anionic group,
a is 0 or 1,
L1 and L2 are the same as or different from each other, and are each independently a substituted or unsubstituted alkylene group,
X1 and X2 are the same as or different from each other and are each independently -O- or -NR''-,
wherein R'' is hydrogen; Or a substituted or unsubstituted alkyl group,
r3 is an integer of 1 to 5, and when r3 is 2 or more, R3 are the same as or different from each other,
r5 and r6 are integers from 0 to 4, and when r5 is 2 or more, R5 is the same as or different from each other, and when r6 is 2 or more, R6 is the same as or different from each other,
r7 and r8 are integers from 0 to 3, and when r7 is 2 or more, R7 is the same as or different from each other, and when r8 is 2 or more, R8 is the same as or different from each other,
r9 is an integer of 1 to 5, and when r9 is 2 or more, R9 is the same as or different from each other. The method according to claim 1, wherein Chemical Formula 1 is a compound represented by the following Chemical Formula 2:
[Formula 2]

In Formula 2,
R1 to R9, X, a, L1, L2, X1, X2, and r3 to r9 are as defined in Formula 1 above. The method according to claim 1, wherein Chemical Formula 1 is a compound represented by the following Chemical Formula 3:
[Formula 3]

In Formula 3,
R1 to R8, X, a, L1, L2, X1, X2 and r3 to r8 are as defined in Formula 1 above,
Y' is hydrogen; -SO ₃ ^- ; -SO ₃ H; -SO ₃ M; -SO ₂ NM1M2; or -SO ₂ NHY,
M, M1, M2 and Y are as defined in Formula 1 above,
R10 is hydrogen; or deuterium,
r10 is an integer from 0 to 4, and when r10 is 2 or more, R10 is the same as or different from each other. The method according to claim 1, wherein the compound represented by Formula 1 is a compound represented by any one of the following structures:

In the above structure, M is as defined in Formula 1 above. A color material composition comprising the compound according to any one of claims 1 to 4. The color material composition of claim 5, further comprising at least one of a dye and a pigment. The method according to claim 6, wherein the pigment and dye is a metal prephthalocyanine-based pigment (dye), a metal phthalocyanine-based pigment (dye), a triarylmethane-based pigment (dye), a xanthene-based pigment (dye), azo-based pigment (dye), Metal azo pigment (dye), quinacridone pigment (dye), dioxazine pigment (dye), anthraquinone pigment (dye), quinophthalone pigment (dye), isoindoline pigment (dye), dike Topyrrolopyrrole pigment (dye), (aza) porphyrin pigment (dye), cyanine pigment (dye), perylene pigment (dye), isoindolinone pigment (dye), perinone pigment (dye), dian A color material composition that is at least one pigment or dye selected from the group consisting of traquinoline pigments (dyes) and anthrapyrimidine pigments (dyes). The compound of any one of claims 1 to 4; binder resin; polyfunctional monomers; photoinitiators; And a photosensitive resin composition comprising a solvent. The method according to claim 8, wherein the content of the compound represented by Formula 1 based on the total weight of the solid content in the photosensitive resin composition is 5% to 60% by weight,
The content of the binder resin is 1% to 60% by weight,
The content of the photoinitiator is 0.1 wt% to 20 wt%,
The content of the polyfunctional monomer is 0.1% to 50% by weight of the photosensitive resin composition. A photosensitive material manufactured using the photosensitive resin composition according to claim 8 . A color filter comprising the photosensitive material according to claim 10 . A display device comprising the color filter according to claim 11 .