KR102216766B1 - Photosensitive resin composition, photoresist, color filter and display device - Google Patents

Abstract

The present specification provides a photosensitive resin composition, a photosensitive material, a color filter, and a display device.

Description

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

The present specification relates to a photosensitive resin composition, a photosensitive material, a color filter, and a display device.

Currently, in order to implement a color filter, a pigment dispersion method using a pigment as a colorant is generally applied. However, in the case of a pigment dispersion, the pigment exists in the form of particles and not only scatters light, but also increases the surface area of the pigment rapidly due to refinement of the pigment, resulting in deterioration of dispersion stability, resulting in non-uniform pigment particles. Therefore, in order to achieve high luminance, high contrast ratio, and high resolution, which are recently required, it has been studied to use dyes instead of pigments as colorants.

In general, dyes have an advantage of high transmittance compared to pigments. However, there is a disadvantage of insufficient heat resistance compared to the pigment. In addition, it has a disadvantage of lacking chemical resistance because it has good solubility in organic solvents compared to existing pigments.

Japanese Published Documents Special Publication Hei 9-87534

The present specification provides a photosensitive resin composition, a photosensitive material, a color filter, and a display device.

An exemplary embodiment of the present specification is a xanthene dye; A binder resin including a structure represented by the following Chemical Formula 1; Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition containing a solvent.

[Formula 1]

In Formula 1,

는 다른 치환기 또는 결합부에 연결되는 부분을 의미하고,

Means a moiety connected to another substituent or bond,

X'is O or NH,

L1 and L2 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group; -C(=O)-; Or -L'-O(C=O)-,

L'is a substituted or unsubstituted alkylene group,

T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; Or a substituted or unsubstituted alkyl group,

t2 is an integer from 0 to 4, and when t2 is 2 or more, T2 is the same as or different from each other,

t3 is an integer from 0 to 5, and when t3 is 2 or more, T3 is the same as or different from each other.

An exemplary embodiment of the present specification provides a photosensitive material manufactured 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.

Since the photosensitive resin composition according to an exemplary embodiment of the present specification includes a binder resin having a structure represented by Formula 2, it has an advantage of excellent chemical resistance of migrating and elution.

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

In the present specification, when a member is positioned “on” another member, this includes not only a case where a member is in contact with another member, but also a case where 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.

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

Means a site bonded to another substituent or a bonding portion.

In the present specification, the "derived unit" refers to a unit molecule or a repeating structure forming a polymer.

An exemplary embodiment of the present specification is a xanthene dye; A binder resin including a structure represented by the following Chemical Formula 1; Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition containing a solvent.

[Formula 1]

In Formula 1,

는 다른 치환기 또는 결합부에 연결되는 부분을 의미하고,

Means a moiety connected to another substituent or bond,

X'is O or NH,

L1 and L2 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group; -C(=O)-; Or -L'-O(C=O)-,

L'is a substituted or unsubstituted alkylene group,

T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; Or a substituted or unsubstituted alkyl group,

t2 is an integer from 0 to 4, and when t2 is 2 or more, T2 is the same as or different from each other,

t3 is an integer from 0 to 5, and when t3 is 2 or more, T3 is the same as or different from each other.

The photosensitive resin composition according to an exemplary embodiment of the present specification includes a binder resin including a structure represented by Formula 1, so that the structure represented by Formula 1 accelerates a radical reaction when the exposure process proceeds. The degree of curing of the film can be increased by increasing the degree of polymerization of the binder resin and the polyfunctional monomer in the photosensitive resin composition. As the curing degree of the film increases, the color filter manufactured using the photosensitive resin composition according to the present specification improves heat resistance and chemical resistance.

Examples of the substituents of the structure, dye, or compound represented by the formula of the present specification are described below, but are not limited thereto.

In the present specification, the term "substituted or unsubstituted" refers to deuterium; Halogen group; Nitrile group; Nitro group; -OH; Carbonyl group; Ester group; -COOH; Imide group; Amide group; Anionic groups; Alkoxy group; Alkyl group; Cycloalkyl group; Alkenyl group; Cycloalkenyl group; Arylalkyl group; Phosphine group; Sulfonate group; Amine group; Aryl group; Heteroaryl group; Silyl group; Boron group; (Meth)acryloyl group; (Meth)acrylate group; Ether group; It means that it is substituted with one or more substituents selected from the group containing a heterocyclic group and an anionic group including one or more of N, O, S, or P atoms, or does not have any substituents.

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 the alkyl group may have 1 to 30 carbon atoms. 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 methyl group, 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-oxy And the like, but are not limited to these.

In the present specification, the cycloalkyl group is not particularly limited, but it is preferably 3 to 30 carbon atoms, and particularly, a cyclopentyl group and a cyclohexyl group are preferred, but are not limited thereto.

In the present specification, the alkylene group means that the alkane has two bonding sites. The alkylene group may be linear, branched or cyclic. The number of carbon atoms of the alkylene group is not particularly limited, but may be, for example, 1 to 30 carbon atoms. In addition, it may have 1 to 20 carbon atoms, and may have 1 to 10 carbon atoms.

In the present specification, the alkylene group may be an alkanediyl group, and the alkanediyl group may be described with respect to the alkylene group.

In the present specification, the cycloalkyl group is not particularly limited, but according to an exemplary embodiment, the number of carbon atoms of the cycloalkyl group is 3 to 30. According to another exemplary embodiment, the number of carbon atoms 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 are not limited thereto.

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

In the present specification, the heterocyclic group is a heterocyclic group including O, N or S as a hetero atom, and may be aromatic or aliphatic. The number of carbon atoms of the heterocyclic group is not particularly limited, but has 2 to 30 carbon atoms, specifically 2 to 20 carbon atoms. Examples of heterocyclic groups include thiophene group, furan group, pyrrole group, imidazole group, thiazole group, oxazole group, oxadiazole group, triazole group, pyridyl group, bipyridyl group, triazine group, acridyl group, pyridazine group , Quinolinyl group, isoquinoline group, indole group, carbazole group, benzoxazole group, benzoimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group, dibenzofuran And the like, but are not limited to these.

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

In the present specification, the alkoxy group may be linear or branched, and the number of carbon atoms is not particularly limited, but may be 1 to 30, specifically 1 to 20, and more specifically 1 to 10.

In the present specification, the anionic group has a chemical bond with the structure of Formula 1, and the chemical bond may mean an ionic bond. The anionic group is not particularly limited, and for example, U.S. Patent No. 7,939,644, Japanese Patent Application No. 2006-003080, Japanese Patent Application No. 2006-001917, Japanese Patent Application No. 2005-159926, Japanese Patent Application No. 2007-7028897, Japan Anions described in Japanese Patent Application Publication No. 2005-071680, Korean Application Publication No. 2007-7000693, Japanese Patent Application Publication No. 2005-111696, Japanese Patent Application Publication No. 2008-249663, and Japanese Patent Application Publication No. 2014-199436 may be applied.

Specific examples of the anionic group include trifluoromethanesulfonic acid anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfonimide anion, tetraphenylborate anion, tetrakis (4-fluorophenyl) borate, tetrakis (pentafluorophenyl) borate, tris trifluoromethane sulfonyl nilme suited _{^{to, SO 3 -, CO 2 -}} , SO 2 N - SO 2 CF 3, SO 2 N ^- SO ₂ CF ₂ CF _3, but include a halogen group such as fluorine group, an iodo group, a chlorine group, it is not limited thereto.

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

In this specification, "(meth)acrylic acid" represents at least one selected from the group consisting of acrylic acid and methacrylic acid. The notation of'(meth)acrylic acid' has the same meaning.

In an exemplary embodiment of the present specification, the binder resin including the structure represented by Formula 1 further includes a unit derived from an unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms.

The unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms may be any one of the following structures, but is not limited thereto.

In the above structure, R is hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms,

X3 and X4 are the same as or different from each other, and are each a direct bond; -Rz-; -Rz-O-; -Rz-S-; Or -Rz-NH-, and Rz is a substituted or unsubstituted alkanediyl group having 1 to 6 carbon atoms.

In the exemplary embodiment of the present specification, R may be an alkyl group substituted with -OH having 1 to 4 carbon atoms.

In the exemplary embodiment of the present specification, the photosensitive resin composition may further include a binder resin including a unit derived from an unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms.

The above description may be applied to the unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms.

In the exemplary embodiment of the present specification, the photosensitive resin composition may further include a binder resin generally used in the art in addition to the binder resin including the structure represented by Formula 1 above.

In an exemplary embodiment of the present specification, the xanthene dye is represented by the following formula (2).

[Formula 2]

In Formula 2,

R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryl group; And is selected from the group consisting of a substituted or unsubstituted heteroaryl group,

R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO ₃ ^-; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COOH; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; -SO ₂ NRcRd; -CONRe; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,

Z ⁺ represents ⁺ N(Rf) ₄ , Na ⁺ or K ⁺ ,

Ra to Re are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,

Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom,

Rf can be the same or different,

At least one of R7 to R11 is -SO ₃ ^- ; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; Or -SO ₂ NRcRd; ego,

R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,

Q1 and Q2 are the same as or different from each other, and are each independently a direct bond; Or a substituted or unsubstituted alkylene group,

Rx is an anionic group or an ammonium structure,

a is 0 or 1.

In an exemplary embodiment of the present specification, R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R6 are hydrogen; Or a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, R1 to R6 are hydrogen; Or a methyl group.

In the exemplary embodiment of the present specification, R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO ₃ ^-; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COOH; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; -SO ₂ NRcRd; -CONRe; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; A substituted or unsubstituted aryl group having 6 to 30 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

In the exemplary embodiment of the present specification, R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO ₃ ^-; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COOH; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; -SO ₂ NRcRd; -CONRe; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

In the exemplary embodiment of the present specification, R7 to R11 are the same as or different from each other, and each independently hydrogen; -SO ₃ ^-; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; And -SO ₂ NRcRd.

In the exemplary embodiment of the present specification, R7 to R11 are the same as or different from each other, and each independently hydrogen; -SO ₃ ^-; -SO ₃ H; -COO ^-; -COO ^- Z ⁺ ; And -COORa.

In the exemplary embodiment of the present specification, Z ⁺ is ⁺ N(Rf) ₄ , Na ⁺ or K ⁺ .

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

In the exemplary embodiment of the present specification, Ra to Re 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 aryl group having 6 to 30 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms, Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.

In the exemplary embodiment of the present specification, Ra to Re 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 aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.

In the exemplary embodiment of the present specification, Ra to Re are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted aryl group having 6 to 20 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.

In the exemplary embodiment of the present specification, Ra is a substituted or unsubstituted methyl group.

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

In the exemplary embodiment of the present specification, Rc and Rd 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 the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 3 to 20 carbon atoms.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or it is a C3-C20 linear or branched alkyl group.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a branched chain alkyl group having 3 to 20 carbon atoms.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or it is a C1-C10 linear or branched alkyl group.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a branched chain alkyl group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted 2-ethylhexyl group.

In the exemplary embodiment of the present specification, Rc and Rd are the same as or different from each other, and each independently hydrogen; Or 2-ethylhexyl group.

In the exemplary embodiment of the present specification, -SO ₂ NRcRd may be represented by -SO ₂ NY, and Y may be applied to the definitions of Rc and Rd.

In the exemplary embodiment of the present specification, R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy 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; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

In the exemplary embodiment of the present specification, R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy 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; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

In the exemplary embodiment of the present specification, R12 to R15 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; And it is selected from the group consisting of a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In the exemplary embodiment of the present specification, R12 and R14 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted ethyl group; Or a substituted or unsubstituted propyl group.

In the exemplary embodiment of the present specification, R12 and R14 are the same as or different from each other, and each independently hydrogen; Ethyl group; n-propyl group; Or isopropyl group.

In the exemplary embodiment of the present specification, R13 and R15 are the same as or different from each other, and each independently a substituted or unsubstituted ethyl group; Or a substituted or unsubstituted phenyl group.

In the exemplary embodiment of the present specification, R13 and R15 are the same as or different from each other, and each independently an ethyl group; Or a phenyl group substituted with one or more selected from the group consisting of a methyl group, -SO ₂ NHY, -SO ₃ ^- and -SO ₃ H, and Y is as described above.

In the exemplary embodiment of the present specification, Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In the exemplary embodiment of the present specification, Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In the exemplary embodiment of the present specification, Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, Q1 and Q2 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; Or a substituted or unsubstituted propylene group.

In the exemplary embodiment of the present specification, Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Methylene group; Ethylene group; Or a propylene group.

In an exemplary embodiment of the present specification, Rx is an anionic group or an ammonium structure.

In one embodiment of the present disclosure, Rx is an anionic group, said anionic group is a chlorine group (Cl ^-) it is.

In the exemplary embodiment of the present specification, Rx is an ammonium structure, and the ammonium structure may be represented by Formula A below.

[Formula A]

In the formula A,

A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group.

In the exemplary embodiment of the present specification, A1 to A4 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.

In the exemplary embodiment of the present specification, A1 to A4 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 the exemplary embodiment of the present specification, A1 to A4 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms.

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

In an exemplary embodiment of the present specification, a is 0.

In an exemplary embodiment of the present specification, a is 1.

In the exemplary embodiment of the present specification, Formula 2 may be any one of the following structures.

In the above structure, Y is a branched alkyl group having 3 to 20 carbon atoms. Specifically, Y is a 2-ethylhexyl group.

로 표시된 것의 의미는

의 페닐기에 포함되는 탄소 중 메틸기로 치환된 부분을 제외한 탄소 중 어느 하나에 -SO₂NHY가 치환될 수 있는 것을 의미한다. Among the above structures

The meaning of what is marked with

It means that -SO ₂ NHY can be substituted on any one of carbons excluding a portion substituted with a methyl group among carbons included in the phenyl group of.

로 표시된 것의 의미는

의 페닐기에 포함되는 탄소 중 메틸기로 치환된 부분을 제외한 탄소 중 어느 하나에 -SO₃ ^-가 치환될 수 있는 것을 의미한다. Among the above structures

The meaning of what is marked with

It means that -SO ₃ ^- can be substituted on any one of carbons excluding a portion substituted with a methyl group among carbons included in the phenyl group of.

In an exemplary embodiment of the present specification, X'is O.

In an exemplary embodiment of the present specification, X'is NH.

In an exemplary embodiment of the present specification, L1 is a direct bond; A substituted or unsubstituted alkylene group; Or -C(=O)-.

In an exemplary embodiment of the present specification, L1 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; Or -C(=O)-.

In an exemplary embodiment of the present specification, L1 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; Or -C(=O)-.

In an exemplary embodiment of the present specification, L1 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; Or -C(=O)-.

In an exemplary embodiment of the present specification, L1 is a direct bond.

In the exemplary embodiment of the present specification, L1 is a substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; Or a substituted or unsubstituted propylene group.

In an exemplary embodiment of the present specification, L1 is a methylene group; Ethylene group; Or a propylene group.

In an exemplary embodiment of the present specification, L1 is -C(=O)-.

In an exemplary embodiment of the present specification, L2 is a direct bond; -C(=O)-; Or -L'-O(C=O)-.

In an exemplary embodiment of the present specification, L2 is a direct bond.

In an exemplary embodiment of the present specification, L2 is -C(=O)-.

In an exemplary embodiment of the present specification, L2 is -L'-O(C=O)-.

In the exemplary embodiment of the present specification, L'is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In the exemplary embodiment of the present specification, L'is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In the exemplary embodiment of the present specification, L'is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, L'is a substituted or unsubstituted methylene group.

In an exemplary embodiment of the present specification, L'is a methylene group.

In the exemplary embodiment of the present specification, T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In the exemplary embodiment of the present specification, T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In the exemplary embodiment of the present specification, T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; It is a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, T1 is hydrogen; Or a methyl group.

In an exemplary embodiment of the present specification, T2 is hydrogen.

In an exemplary embodiment of the present specification, T3 is hydrogen; Hydroxy group; Or it is a methyl group substituted with an amine group.

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

[Formula 3]

In Chemical Formula 3,

는 다른 치환기 또는 결합부에 연결되는 부분을 의미하고,

Means a moiety connected to another substituent or bond,

X', L1, L2, T1 to T3, t2 and t3 are as defined in Chemical Formula 1.

In the exemplary embodiment of the present specification, Formula 1 may be represented by any one of the following structures, but is not limited thereto. Formula 1 is to form a portion that is polymerized from any one of the following structures.

In the exemplary embodiment of the present specification, the binder resin may further include one or more structures represented by any one of the following Chemical Formulas 4 to 7.

[Formula 4]

[Formula 5]

[Formula 6]

[Formula 7]

In Formulas 4 to 7,

는 다른 치환기 또는 결합부에 연결되는 부분을 의미하고,

Means a moiety connected to another substituent or bond,

L41, L51, L52 and L61 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group,

X1, X2, Y1, Y2, Z1 and Z2 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted cycloalkyl group; Or a substituted or unsubstituted aryl group,

x2 is an integer of 0 to 5, and when x2 is 2 or more, X2 is the same as or different from each other.

In the exemplary embodiment of the present specification, L41, L51, L52, and L61 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In the exemplary embodiment of the present specification, L41, L51, L52, and L61 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In the exemplary embodiment of the present specification, L41, L51, L52, and L61 are the same as or different from each other, and each independently a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In the exemplary embodiment of the present specification, L41, L51, L52, and L61 are the same as or different from each other, and each independently a substituted or unsubstituted methylene group.

In the exemplary embodiment of the present specification, L41, L51, L52, and L61 are the same as or different from each other, and each independently a methylene group.

In the exemplary embodiment of the present specification, X1, X2, Y1, Y2, Z1, and Z2 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 cycloalkyl group having 3 to 30 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

In the exemplary embodiment of the present specification, X1, X2, Y1, Y2, Z1, and Z2 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 cycloalkyl group having 3 to 20 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.

In the exemplary embodiment of the present specification, X1, X2, Y1, Y2, Z1, and Z2 are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; A substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In the exemplary embodiment of the present specification, X1 and Y1 are substituted or unsubstituted methyl groups.

In an exemplary embodiment of the present specification, X1 and Y1 are methyl groups.

In an exemplary embodiment of the present specification, X2 is hydrogen.

In the exemplary embodiment of the present specification, Y2 is a substituted or unsubstituted cyclohexyl group; Or a substituted or unsubstituted phenyl group.

In an exemplary embodiment of the present specification, Y2 is a cyclohexyl group; Or a phenyl group.

In the exemplary embodiment of the present specification, Z1 is a substituted or unsubstituted phenyl group.

In an exemplary embodiment of the present specification, Z1 is a phenyl group.

In the exemplary embodiment of the present specification, Z2 is a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, Z2 is a methyl group.

In the exemplary embodiment of the present specification, Formula 4 may be represented by the following structure, but is not limited thereto.

In the exemplary embodiment of the present specification, Formula 5 may be represented by the following structure, but is not limited thereto.

In the exemplary embodiment of the present specification, Formula 6 may be represented by the following structure, but is not limited thereto.

In the exemplary embodiment of the present specification, Formula 7 may be represented by the following structure, but is not limited thereto.

In the exemplary embodiment of the present specification, the binder resin may be a copolymer including a structure selected from at least one of the structures represented by Chemical Formula 1 and Chemical Formulas 4 to 7.

An exemplary embodiment of the present specification is, based on the total weight of the photosensitive resin composition, the xanthene dye 0.1% to 30% by weight; 1% to 40% by weight of a binder resin including the structure represented by Formula 1; 1% to 40% by weight of the polyfunctional monomer; 0.1% to 10% by weight of the photoinitiator; And it provides a photosensitive resin composition containing the remainder of the solvent.

When each component of the photosensitive resin composition satisfies the above range, it is possible to obtain a photosensitive resin composition for a color filter excellent in heat resistance and chemical resistance.

In the exemplary embodiment of the present specification, the weight average molecular weight of the binder resin is 5,000 to 30,000 g/mol. It may be preferably 5,000 to 20,000 g/mol.

When the binder resin satisfies the range of the weight average molecular weight, a color filter film having excellent heat resistance and chemical resistance can be obtained.

The weight average molecular weight is one of average molecular weights whose molecular weight is not uniform and the molecular weight of a certain polymer material is used as a reference, and is a value obtained by averaging the molecular weights of component molecular species of a polymer compound having a molecular weight distribution by weight fraction.

The weight average molecular weight can be measured through Gel Permeation Chromatography (GPC) analysis.

In the exemplary embodiment of the present specification, the photosensitive resin composition may further include one selected from the group consisting of pigments and dyes.

That is, the photosensitive resin composition may further include at least one of dyes and pigments in addition to the compound of Formula 1 above. For example, the photosensitive resin composition may include only the compound of Formula 1, but includes the compound of Formula 1 and at least one dye, the compound of Formula 1 and at least one pigment, or It may also contain compounds, one or more dyes and one or more pigments.

The dye may be an anthraquinone-based, azaporphyrin-based, azo-based, triarylmethine-based, phthalocyanine-based, or dipyrrolopyrrole-based dye, but is not limited thereto.

The pigment may be a copper phthalocyanine-based blue pigment or a purple pigment (Pigment violet 23), but is not limited thereto. Specifically, the pigment may be C.I Pigment Blue 15:6.

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

Polyfunctional monomers that impart mechanical strength of the film include unsaturated carboxylic acid esters; Aromatic vinyls; Unsaturated ethers; Unsaturated imides; And it may be any one or more of an acid anhydride.

Specific examples of the unsaturated carboxylic acid esters are 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 Hydrofurpril (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 these It is not limited.

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

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

The monomer imparting alkali solubility is not particularly limited as long as it includes an acid group, and examples include (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, but is not limited to these.

In the exemplary embodiment of the present specification, the multifunctional monomer may be dipentaerythritol pentaacrylate.

According to the exemplary embodiment of the present specification, the acid value of the binder resin may be 70 to 120 KOH mg/g.

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

The photoinitiator is not particularly limited as long as it is an initiator that generates a radical by light to trigger crosslinking, but is, for example, selected from the group consisting of an acetophenone compound, a biimidazole compound, a triazine compound, and an oxime compound. It may be one or more.

The acetophenone 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, benzoin methyl ether, benzoin ethyl 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, but is not limited thereto.

The biimidazole-based compound is 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. , Is not limited thereto.

The triazine compound is 3-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}propionic acid, 1,1,1,3,3,3- Hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}propionate, ethyl-2-{4-[2,4 -Bis(trichloromethyl)-s-triazine-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-triazine-6-yl]phenylthio}acetate, benzyl-2-{4-[ 2,4-bis(trichloromethyl)-s-triazine-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-triazine-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 compound is 1,2-octadione,-1-(4-phenylthio)phenyl,-2-(o-benzoyloxime) (Shibagagi Co., Ltd., Shijii124), ethanol,-1-(9 -Ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(O-acetyloxime)(CGI 242), N-1919 (Adeca), and the like, but are not limited thereto.

The photoinitiator may be Samyang's SPI-03.

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 monomethyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxy Propionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol may be one or more selected from the group consisting of monomethyl ether, but is not limited thereto.

In the exemplary embodiment of the present specification, the solvent may be propylene glycol monomethyl ether acetate and/or 3-methoxybutyl acetate.

In an exemplary embodiment of the present specification, based on the total weight of solids in the photosensitive resin composition, the content of the xanthene dye is 0.1 to 30% by weight, and the content of the binder resin including the structure represented by Formula 1 Is 1 to 40% by weight, and the content of the photoinitiator is 0.1 to 10% by weight.

When each component included in the photosensitive resin composition satisfies the above range based on the total weight of the solid content in the photosensitive resin composition, there is an effect of excellent heat resistance and chemical resistance.

The total weight of the solid content means the sum of the total weight of components excluding the solvent in the photosensitive resin composition. The basis of the solid content and the weight percent based on the solid content of each component can be measured by a general analysis 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 is a group consisting of an antioxidant, an adhesion aid, a photo-crosslinking sensitizer, a curing accelerator, an adhesion accelerator, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, an adhesion aid, a dispersant, and a leveling agent. It further comprises one or two or more additives selected from.

In the exemplary embodiment of the present specification, the additive may be specifically selected from the group consisting of antioxidants, surfactants, and adhesion aids.

In addition, the photosensitive resin composition may further include a multi-thiol agent.

According to an exemplary embodiment of the present specification, the content of the additive is 0.1% by weight to 20% by weight 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, and diisopropyl thioxanthone 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-phenylacridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), 1,3-bis(9-acridinyl)propane, etc. Acridine 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 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), penta Erythritol-tetrakis (2-mercaptoacetate), pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropio) Nate) can be used one or more selected from the group consisting of.

The adhesive aids generally used in the art may be used, and in an exemplary embodiment, the adhesive aids may be KBM-503.

The multithiol agent generally used in the art may be used, and in one embodiment, the multithiol agent may be PE-01.

Examples of the adhesion promoter include methacryloyloxy propyltrimethoxy silane, methacryloyloxy propyldimethoxy silane, methacryloyloxy propyltriethoxy silane, and methacryloyloxy propyldimethoxysilane. One or more of the loyl silane coupling agents can be selected and used, and one or more of octyltrimethoxy silane, dodecyltrimethoxy silane, octadecyltrimethoxy silane, etc. can be selected and used as the alkyl trimethoxy silane. have.

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, and as a fluorine-based surfactant, DIC (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-554, 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 are not limited thereto.

In the exemplary embodiment of the present specification, the surfactant may be a fluorine-based surfactant, and specifically, may be F-554 manufactured by DIC.

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-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 diethylester, 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 Hindered phenol-based primary antioxidants such as ester); 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 dilauryldisulfide, dilaurylthiopropionate, distearylthiopropionate, 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' -Phosphite-based secondary antioxidants such as -Diylbisphosphonous acid tetrakis[2,4-bis(1,1-dimethylethyl)phenyl] ester).

In the exemplary embodiment of the present specification, the antioxidant may be a hindered phenolic antioxidant, and specifically Songnox-1010 of Songwon Industries.

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, and N-nitrosophenylhydroxy. Amine aluminum salt, p-methoxyphenol, di-t-butyl-p-cresol, pyrogarol, benzoquinone, 4,4-thiobis(3-methyl-6-t-butylphenol), 2,2- Methylenebis (4-methyl-6-t-butylphenol), 2-mercaptoimidazole and phenothiazine (phenothiazine) may include one or more selected from the group consisting of, but is not limited to these, and the technology It may include those generally known in the field.

The dispersant may be used as a method of adding the pigment inside to the pigment in the form of surface treatment in advance, or adding it to the pigment outside. Compound type, nonionic, anionic or cationic dispersants can be used as the dispersant, and fluorine-based, ester-based, cationic, anionic, nonionic, amphoteric surfactants and the like can be used. These may be used individually or in combination of two or more.

Specifically, the dispersant is polyalkylene glycol and its ester, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonic acid salt, carboxylic acid ester, carboxylate, There may be at least one selected from the group consisting of alkylamide alkylene oxide adducts and alkylamines, but is not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of polymeric leveling agents include polyethyleneimine, polyamideamine, and reaction products of amines and epoxides, and specific examples of non-polymeric leveling agents include non-polymeric sulfur-containing and non-polymeric nitrogen-containing Including a compound, but is not limited thereto, all those generally used in the art may be used.

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

In more detail, the photosensitive resin composition of the present specification is applied and cured on a substrate in an appropriate manner to form a photosensitive material in the form of a thin film or pattern.

The coating method is not particularly limited, but a spray method, a roll coating method, a spin coating method, or the like may be used, and generally, a spin coating method is widely used. Further, after forming the coating film, a part of the residual solvent can be removed under reduced pressure in some cases.

Light sources for curing the photosensitive resin composition according to the present specification include, for example, a mercury vapor arc, a carbon arc, and an Xe arc that emit light having a wavelength of 250 nm to 450 nm, but are not limited thereto.

The photosensitive resin composition according to the present specification is a pigment dispersion 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 a thin film transistor liquid crystal display (TFT LCD) or an organic light emitting diode. , Photosensitive material for overcoat layer formation, 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. There is no particular limitation.

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

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

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 thereof is not particularly limited.

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

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

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

The black matrix may use a black pigment or black dye as a color material. For example, carbon black may be used alone or a mixture of carbon black and a colored pigment may be used.At this time, since a colored pigment having insufficient light-shielding property is mixed, the strength of the film or adhesion to the substrate decreases even if the amount of the color material increases. There is an advantage that does not work.

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

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 (Thin Film Transistor- Liquid Crystal Display, LCD-TFT) and a cathode ray tube (CRT).

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

<Example>

1. Synthesis Example of Xanthene Dye

[Synthesis Example 1]

[A] 5g (12.34mmol, 1eq), 2,6-dimethylaniline 7.48g (61.692mmol, 5eq) was added to 25g of N-methyl-2-pyrrolidone, and the mixture was stirred while raising the temperature to 150°C. After reaction at 150° C. for 4 hours, the mixture was cooled to room temperature, and then slowly added to 500 mL of 1M HCl aqueous solution. After the addition, the mixture was stirred for 1 hour, and the precipitate was filtered under reduced pressure. The filtrate was put in a MeOH solvent, refluxed at 60° C. for 1 hour, and filtered under reduced pressure. It was dried in a vacuum oven to give 3.07g (yield 43.0%) of [A-1].

Ionization mode: APCI +:m/z = 574 [M+H]+, Exact Mass: 574

2. Example of binder synthesis

[Synthesis Example 2]

51.75 mol% of benzyl methacrylate, 8.63 mol% of N-phenylmaleimide, 10.35 mol% of styrene, and 29.28 mol% of methacrylic acid were added to the reaction vessel, mixed with a solvent, mixed in a nitrogen atmosphere, and the temperature was raised to 60°C. Then, 10 parts by weight of the thermal polymerization initiator V65 (2,2-Azobis (2,4-dimethylvaleronitrile) based on the total weight of the binder resin solid content was added and reacted for 16 hours to prepare a binder resin A.

The prepared binder resin A had an acid value of 125 mgKOH/g and a weight average molecular weight of 8,200. The produced binder resin A has a structural unit shown below.

[Synthesis Example 3]

In the reaction vessel, 17.7 mol% of methacrylic acid, 42.9 mol% of glycidyl methacrylate, and 39.4 mol% of styrene were added, and the mixture was mixed in a nitrogen atmosphere and the temperature was raised to 60°C. It was prepared in the same manner as in Synthesis Example 2 to prepare a binder resin B.

The prepared binder resin B had an acid value of 85 mgKOH/g and a weight average molecular weight of 10,700.

The produced binder resin B has a structural unit shown below.

[Synthesis Example 4]

Styrene 36.49 mol%, glycidyl methacrylate 39.62 mol%, methacrylate 18.80 mol%, and benzophenone methacrylate 5.10 mol% were added and prepared in the same manner as in Synthesis Example 2 to prepare a binder resin C.

The prepared binder resin C had an acid value of 88 mgKOH/g and a weight average molecular weight of 8,300.

The produced binder resin C has a structural unit shown below.

[Synthesis Example 5]

29.87 mol% of styrene, 40.00 mol% of glycidyl methacrylate, 20.02 mol% of methacrylate, and 10.12 mol% of benzophenone methacrylate were added and prepared in the same manner as in Synthesis Example 2 to prepare a binder resin D.

The prepared binder resin D had an acid value of 88 mgKOH/g and a weight average molecular weight of 9,200.

The prepared binder resin D has the same structural unit as the binder resin C.

[Synthesis Example 6]

Styrene 36.49 mol%, glycidyl methacrylate 36.92 mol%, methacrylate 18.80 mol%, and N-(4-benzoylphenyl)methacrylamide 5.10 mol% were added and prepared in the same manner as in Synthesis Example 2 to prepare a binder resin E. Was prepared.

The prepared binder resin E had an acid value of 78 mgKOH/g and a weight average molecular weight of 7,900.

The produced binder resin E has a structural unit shown below.

[Synthesis Example 7]

Styrene 36.49 mol%, cyclohexyl methacrylate 36.92 mol%, methacrylate 18.80 mol%, and benzophenone methacrylate 5.10 mol% were added and prepared in the same manner as in Synthesis Example 2 to prepare a binder resin F.

The prepared binder resin F had an acid value of 82 mgKOH/g and a weight average molecular weight of 8,500.

The produced binder resin F has a structural unit shown below.

[Production of photosensitive resin composition]

[Comparative Example 1]

A photosensitive resin composition of Comparative Example 1 was prepared by mixing the compositions shown in Table 1 below.

ingredient weight% (A) Xanthene dye A-1 0.50 (B) copper phthalocyanine pigment C.I Pigment Blue 15:6 3.05 (C) Binder resin Binder A 3.50 (D) polyfunctional monomer Dipentaerythritol pentaacrylate 7.00 (E) photoinitiator Samyang's SPI-03 1.30 (F) solvent Propylene glycol monomethyl ether acetate 67.6 3-Methoxy butyl acetate 16.6 (G) additive DIC's F-554 (fluorine-based surfactant) 0.05 PE-01 (Mutithiol) 0.06 Songwon Industries Songnox-1010 (hindered phenolic antioxidant) 0.14 KBM-503 (Adhesive Aid) 0.20

[Preparation of photosensitive resin composition Comparative Examples 2 to 4 and Examples 1 to 4]

As described in Table 2 below, the photosensitive resin compositions of Comparative Examples 2 to 4 and Examples 1 to 4 were prepared with the same components and contents as those described in Table 1, except for applying the type and content of the binder resin and the photoinitiator.

Binder resin Photoinitiator (% by weight) Comparative Example 2 B SPI-03(1.30) - Comparative Example 3 A SPI-03(1.00) Benzophenone methacrylate (0.30) Comparative Example 4 A SPI-03(1.00) N-(4-benzoylphenyl)methacrylamide(0.30) Example 1 C SPI-03(1.30) - Example 2 D SPI-03(1.30) - Example 3 E SPI-03(1.30) - Example 4 F SPI-03(1.30) -

<Experimental Example>

[Substrate production]

The photosensitive resin compositions prepared according to Examples 1 to 4 and Comparative Examples 1 to 4 were spin-coated on glass (5cm X 5cm) and preheated at 110°C for 70 seconds to form a film. After exposing the film to energy of 40 mJ/cm 2 under a high pressure mercury lamp using a photomask, the pattern was developed using an aqueous KOH alkali solution and washed with distilled water. After removing the distilled water, it was subjected to post heat treatment at 230° C. for 20 minutes to obtain a color pattern.

[Heat resistance evaluation]

The post-heat-treated substrate prepared under the above-described conditions was subjected to an absorption spectrum in a wavelength range of 380 to 780 nm using a spectrometer (MCPD, Otsuka Corporation).

The post-heat-treated substrate was additionally treated at 230°C for 120 minutes to obtain a transmittance spectrum in the same measuring range with the same equipment.

Using the values L*, a*, and b* obtained from the absorption spectrum obtained by using the C light source as a backlight, ΔEab (heat resistance) was calculated by the following formula 1 and shown in Table 3 below.

[Calculation 1]

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

A small ΔEab value indicates that the color change is small, indicating excellent heat resistance.

[Chemical resistance evaluation]

The substrate, which had been subjected to post-heat treatment up to once, was cut into 1cm X 5cm, and the absorption spectrum in the wavelength range of 380 to 780nm was measured using a spectrometer (MCPD, Otsuka).

After obtaining the spectrum, it was immersed in 16 g of N-methyl-2-pyrrolidone solvent, allowed to stand at room temperature for 10 minutes, and washed clean with distilled water. The transmittance spectrum was obtained in the same measuring range with the same equipment.

ΔEab (chemical resistance) was shown in Table 3 below by applying the above [Calculation Formula 1] as a spectrum before and after immersion.

A small ΔEab value indicates that there is little color change, indicating excellent chemical resistance.

△Eab (heat resistance) △Eab (chemical resistance) Comparative Example 1 3.86 4.65 Comparative Example 2 3.05 2.05 Comparative Example 3 3.54 3.97 Comparative Example 4 2.98 3.87 Example 1 1.78 0.97 Example 2 1.54 1.18 Example 3 1.35 0.85 Example 4 1.95 1.58

According to Table 3, compared to Comparative Examples 1 to 4, the ΔEab value of Examples 1 to 4 was small, and a color filter was obtained using a photosensitive resin composition having excellent heat resistance and chemical resistance according to an exemplary embodiment of the present specification. It was confirmed that it is possible.

Claims (9)

Xanthene dyes; A binder resin including a structure represented by the following Chemical Formula 1; Polyfunctional monomers; Photoinitiators; And a photosensitive resin composition containing a solvent:
[Formula 1]

In Formula 1,

Means a moiety connected to another substituent or bond,
X'is O or NH,
L1 and L2 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group; -C(=O)-; Or -L'-O(C=O)-,
L'is a substituted or unsubstituted alkylene group,
T1 to T3 are the same as or different from each other, and each independently hydrogen; Hydroxy group; Or a substituted or unsubstituted alkyl group,
t2 is an integer from 0 to 4, and when t2 is 2 or more, T2 is the same as or different from each other,
t3 is an integer from 0 to 5, and when t3 is 2 or more, T3 is the same as or different from each other. The photosensitive resin composition of claim 1, wherein the binder resin including the structure represented by Formula 1 further comprises a unit derived from an unsaturated compound having a cyclic ether structure having 2 to 4 carbon atoms. The photosensitive resin composition of claim 1, wherein the xanthene dye is represented by the following Formula 2:
[Formula 2]

In Formula 2,
R1 to R6 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Halogen group; Nitro group; A substituted or unsubstituted alkyl group; A substituted or unsubstituted alkoxy group; A substituted or unsubstituted aryl group; And is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
R7 to R11 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; -OH; -SO ₃ ^-; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COOH; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; -SO ₂ NRcRd; -CONRe; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
Z ⁺ represents ⁺ N(Rf) ₄ , Na ⁺ or K ⁺ ,
Ra to Re are the same as or different from each other, and each independently hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
Rc and Rd may be bonded to each other to form a hetero ring containing a nitrogen atom,
Rf can be the same or different,
At least one of R7 to R11 is -SO ₃ ^- ; -SO ₃ H; -SO ₃ ^- Z ^+; -COO ^-; -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; Or -SO ₂ NRcRd; ego,
R12 to R15 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group; A substituted or unsubstituted aryl group; And it is selected from the group consisting of a substituted or unsubstituted heteroaryl group,
Q1 and Q2 are the same as or different from each other, and each independently a direct bond; Or a substituted or unsubstituted alkylene group,
Rx is an anionic group or an ammonium structure,
a is 0 or 1. The method according to claim 1, based on the total weight of the photosensitive resin composition,
0.1% to 30% by weight of the xanthene dye;
1% to 40% by weight of a binder resin including the structure represented by Formula 1;
1% to 40% by weight of the polyfunctional monomer;
0.1% to 10% by weight of the photoinitiator; And
The photosensitive resin composition containing the remainder of the solvent. The photosensitive resin composition of claim 1, wherein the binder resin has a weight average molecular weight of 5,000 to 30,000 g/mol. The photosensitive resin composition of claim 1, wherein the photosensitive resin composition further comprises one selected from the group consisting of pigments and dyes. A photosensitive material manufactured using the photosensitive resin composition according to any one of claims 1 to 6. A color filter comprising the photosensitive material according to claim 7. A display device comprising the color filter according to claim 8.