WO2020130441A1 - Photosensitive resin composition, photosensitive material, 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

This application claims the benefit of the filing date of Korean Patent Application No. 10-2018-0167497, filed with the Korean Intellectual Property Office on December 21, 2018, the entire contents of which are incorporated herein.

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

Currently, in order to realize 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 is present in a particle state, and not only scatters light, but also causes a sharp increase in the surface area of the pigment due to the miniaturization of the pigment, resulting in uneven pigment particles due to deterioration of dispersion stability. Therefore, in order to achieve high brightness, high contrast ratio and high resolution, which have been recently required, it has been considered to use dyes instead of pigments as colorants in recent years.

In general, dyes have the advantage of high permeability compared to pigments. However, there is a disadvantage that the heat resistance is insufficient compared to the pigment. In addition, it has a disadvantage in that its solubility in organic solvents is poor compared to existing pigments, and thus its chemical resistance is insufficient.

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; Binder resin comprising a structure represented by the formula (1); Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition comprising a solvent.

[Formula 1]

In Chemical Formula 1,

Means a part that is connected to another substituent or bond,

Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,

m is an integer from 0 to 3, and when m is 2 or more, Lm is the same as or different from each other,

L'is a direct bond; Or a substituted or unsubstituted alkylene group,

T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,

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

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

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

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

The photosensitive resin composition according to an exemplary embodiment of the present specification may be used as a color material, and by including a binder resin having a structure represented by Chemical Formula 1, excellent heat resistance properties.

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 the case where one member is in contact with the other member, but also the case where another member is present between the two members.

In the present specification, when a part “includes” a certain component, it means that the component may further include other components, not to exclude other components, unless otherwise stated.

In this specification,

Means a site that is attached to another substituent or linkage.

The coupling part means a part to which chemical formulas are connected according to an exemplary embodiment of the present specification.

An exemplary embodiment of the present specification is a xanthene dye; Binder resin comprising a structure represented by the formula (1); Polyfunctional monomers; Photoinitiators; And it provides a photosensitive resin composition comprising a solvent.

[Formula 1]

In Chemical Formula 1,

Means a part that is connected to another substituent or bond,

Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,

m is an integer from 0 to 3, and when m is 2 or more, Lm is the same as or different from each other,

L'is a direct bond; Or a substituted or unsubstituted alkylene group,

T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,

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

The photosensitive resin composition according to an exemplary embodiment of the present specification includes a binder resin having a structure represented by Chemical Formula 1, thereby preventing radicals from bonding to each other to form a yellowish compound, thereby improving heat resistance. have.

Examples of the substituents of the compounds represented by Formulas 1 and 2 according to the present specification are described below, but are not limited thereto.

The term "substituted or unsubstituted" as used herein refers to deuterium; Halogen group; Nitrile group; Nitro group; -OH; Carbonyl group; Ester groups; -COOH; Imide group; Amide group; Anionic groups; Alkoxy groups; Alkyl groups; Cycloalkyl group; Alkenyl group; Cycloalkenyl group; Arylalkyl group; Phosphine group; Sulfonate groups; Amine group; Aryl group; Heteroaryl group; Silyl group; Boron group; Acryloyl group; Acrylate groups; Ether group; It means that it has been substituted with one or more substituents selected from the group containing heterocyclic groups and anionic groups containing 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 a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but the number of carbon atoms of the alkyl group may be 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 are 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-ox There may be a butyl group and the like, but is not limited to these. In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, particularly preferably a cyclopentyl group or a cyclohexyl group, but is not limited thereto. .

In the present specification, the alkylene group means that there are two binding sites in an alkane. The alkylene group may be straight chain, branched chain or cyclic chain. 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 be 1 to 20 carbon atoms, it may be 1 to 10 carbon atoms.

In the present specification, the cycloalkyl group is not particularly limited, but according to an exemplary embodiment, the number of carbon atoms in the cycloalkyl group is 3 to 30. According to another exemplary embodiment, the cycloalkyl group has 3 to 20 carbon atoms. According to another exemplary embodiment, the cycloalkyl group has 3 to 6 carbon atoms. Specifically, a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, and the like, but is 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 one embodiment, the carbon number of the aryl group is 6 to 30. According to one 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, 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, perylene group, triphenyl group, chrysenyl group, fluorenyl group, and the like, but is not limited thereto.

In the present specification, the heterocyclic group is a heteroatom as a heterocyclic group containing O, N or S, and the number of carbon atoms is not particularly limited, but has 2 to 30 carbon atoms, and specifically 2 to 20 carbon atoms. Examples of the heterocyclic group include thiophene group, furan group, pyrrol group, imidazole group, thiazole group, oxazole group, oxadiazole group, triazole group, pyridyl group, bipyridyl group, triazine group, acridil 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 Flags, etc., but are not limited to these.

In the present specification, a 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 a straight chain or a branched chain, 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, for example, US Patent No. 7,939,644, Japanese Patent No. 2006-003080, Japanese Patent No. 2006-001917, Japanese Patent No. 2005-159926, Japanese Patent No. 2007-7028897, Japan The negative ions described in Japanese Patent Application No. 2005-071680, Korean Patent Application Publication No. 2007-7000693, Japanese Patent Application No. 2005-111696, Japanese Patent Application No. 2008-249663, and Japanese Patent Application No. 2014-199436 may be applied.

Specific examples of the anionic group include trifluoromethanesulfonic acid anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfimide 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 have an anion by itself, or may exist in the form of a complex with other cations. Therefore, 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 an anion to 0 as many as the number of substituted anionic groups minus one.

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

In one embodiment of the present specification, the xanthene dye is represented by Formula 2 below.

[Formula 2]

In Chemical 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 it 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; -CONReRe'; 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 Rf and 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 combine with each other to form a hetero ring containing a nitrogen atom,

Rf may be the same or different,

At least one of the 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.

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

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

In one 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; -CONReRe'; 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 a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

In one 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; -CONReRe'; 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 a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

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

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

In one embodiment of the present specification, Ra to Rf and 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, Rf may be the same or different.

In one embodiment of the present specification, Ra to Rf and 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 a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may combine with each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.

In one embodiment of the present specification, Ra to Rf and 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 a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, Rc and Rd may combine with each other to form a hetero ring containing a nitrogen atom, and Rf may be the same or different.

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

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

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

In one 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 branched chain alkyl group.

In one 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 one 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 one 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 branched chain alkyl group.

In one 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 one 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 an exemplary embodiment of the present specification, -SO ₂ NRcRd may be represented as -SO ₂ NHY, and Y may be defined by Rc and Rd.

In one 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 a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

In one 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 a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

In one 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 one 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 one 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 an isopropyl group.

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

In one 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 methyl group, -SO ₂ NHY, -SO ₃ ^- and -SO ₃ H is a phenyl group substituted with one or more selected from the group consisting of, Y is as described above.

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

In one embodiment of the present specification, Rx is an anionic group, and the anionic group is a chlorine group (Cl ⁻ ).

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

[Formula A]

In Chemical 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 one 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 one 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 one 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 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 one embodiment of the present specification, Chemical Formula 2 may be represented by 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.

Of the above structures

The meaning of the

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

Of the above structures

The meaning of the

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

In one embodiment of the present specification, Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, Lm is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, Lm is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, Lm is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, Lm is a substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; A substituted or unsubstituted butylene group; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, Lm is an ethylene group; Propylene group; A propylene group substituted with a hydroxy group; Butylene group; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, L'is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In one embodiment of the present specification, L'is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In one embodiment of the present specification, L'is a direct bond; Or a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In one embodiment of the present specification, L'is a direct bond; A substituted or unsubstituted methylene group; A substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; Or a substituted or unsubstituted butylene group.

In one embodiment of the present specification, L'is a direct bond; A methylene group substituted with a methyl group; Ethylene group; Propylene group; Or a butylene group.

In one embodiment of the present specification, m is an integer from 0 to 3.

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

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

In one embodiment of the present specification, m is 2.

In one embodiment of the present specification, m is 3.

In one embodiment of the present specification, T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; A substituted or unsubstituted methyl group; Or a substituted or unsubstituted tert-butyl group.

In one embodiment of the present specification, T1 to T4 are the same as or different from each other, and each independently hydrogen; Methyl group; Or tert-butyl group.

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

In one embodiment of the present specification, T2 is hydrogen.

In one embodiment of the present specification, T3 and T4 are tert-butyl groups.

In one embodiment of the present specification, t2 is an integer from 0 to 2.

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

[Formula 1-A]

In Chemical Formula 1-A,

Means a part that is connected to another substituent or bond,

L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,

L'is a substituted or unsubstituted alkylene group,

T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group, t2 is an integer from 0 to 2, and when t2 is 2, T2 is the same as or different from each other.

In one embodiment of the present specification, L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, L1 to L3 are the same as or different from each other, and each independently a direct bond; A substituted or unsubstituted ethylene group; A substituted or unsubstituted propylene group; A substituted or unsubstituted butylene group; -L'-COO-; Or -OCO-.

In one embodiment of the present specification, L1 to L3 are the same as or different from each other, and each independently a direct bond; Ethylene group; Propylene group; A propylene group substituted with a hydroxy group; Butylene group; -L'-COO-; Or -OCO-.

In Chemical Formula 1-A, L', T1 to T4, and t2 are as defined in Chemical Formula 1.

In one embodiment of the present specification, Chemical Formula 1 may be represented by any one of the following structures, but is not limited thereto.

In one 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 6.

[Formula 4]

[Formula 5]

[Formula 6]

In Chemical Formulas 4 to 6,

Means a part that is 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 and Z1 are the same as or different from each other, and each independently hydrogen; Or a substituted or unsubstituted alkyl group,

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

y2 is an integer of 0 to 3, and when y2 is 2 or more, Y2 is the same or different from each other.

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

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

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

In one embodiment of the present specification, the binder resin including the structure represented by Chemical 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 each is 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 one embodiment of the present specification, R may be an alkyl group substituted with -OH having 1 to 4 carbon atoms.

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

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

In one 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 Chemical Formula 1.

An exemplary embodiment of the present specification, 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 comprising a 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 comprising a residual solvent.

When each component of the photosensitive resin composition satisfies the above range, a photosensitive resin composition excellent in heat resistance can be obtained.

In one embodiment of the present specification, the weight average molecular weight of the binder resin may be 5,000 to 50,000 g/mol. Preferably 5,000 to 20,000 g/mol. More preferably, it may be 9,800 to 11,300 g/mol.

When the binder resin satisfies the range of the weight average molecular weight, it has an appropriate developing time for forming a pattern.

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

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

In one embodiment of the present specification, the photosensitive resin composition further includes one or more selected from the group consisting of pigments and dyes.

In one embodiment of the present specification, the pigment is selected from the group consisting of a phthalocyanine-based, diketopyrrolopyrrole-based, anthraquinone-based, porpyrazine-based, triarylmethane-based, quinophthalone-based, and azo-based.

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

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 colorant composition may include only the compound of Formula 1, but may include the compound of Formula 1 and one or more dyes, 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.

The dyes and pigments are metal-complex-based compounds; Azo-based compounds; Metal azo-based compounds; Quinophthalone-based compounds; Isoindoine-based compounds; Methine-based compounds; Phthalocyanine-based compounds; Metal phthalocyanine-based compounds; Porphyrin-based compounds; Metal porphyrin-based compounds; Tetra aza porphyrin-based compounds; Metal tetra aza porphyrin-based compounds; Cyanine-based compounds; Xanthene-based compounds; Metal dipyrromethane-based compounds; Boron dipyrromethane-based compounds; Metal dipyrromethane-based compounds; Anthraquinone-based compounds; Diketopyrrolopyrrole-based compounds; Triarylmethane-based compounds; And one or more perylene-based compounds.

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

Polyfunctional monomers that impart the mechanical strength of the membrane include unsaturated carboxylic acid esters; Aromatic vinyls; Unsaturated ethers; Unsaturated imides; And 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, and isobutyl ( Meth)acrylate, t-butyl(meth)acrylate, cyclohexyl(meth)acrylate, isobornyl(meth)acrylate, ethylhexyl(meth)acrylate, 2-phenoxyethyl(meth)acrylate, tetra Hydrofuryl (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 CD ethylene 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) )Acrylates, 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 to these.

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 include 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 tetrahydro phthalic anhydride, but are not limited thereto.

The monomer that gives the alkali solubility is not particularly limited as long as it contains an acid group, 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 It is preferable to use one or more, but is not limited to these.

According to an exemplary embodiment of the present specification, the acid value of the binder resin may be 10 to 150 KOH mg / g.

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

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

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

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-hydroxycyclohexylphenylketone, benzoinmethyl ether, benzoinethyl ether, benzoinisobutyl 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.

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 is not limited to this.

The triazine-based 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.

The oxime-based compound is 1,2-octadione,-1-(4-phenylthio)phenyl,-2-(o-benzoyloxime) (Shibagai, Shijii124), ethanone,-1-(9 -Ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(O-acetyloxime) (CG 242), N-1919 (Adeka), and the like.

The photoinitiator may be SPI-03 from Samyang.

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 It may be one or more 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.

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% to 20% by weight based on the total weight of the photosensitive resin composition.

According to the exemplary embodiment of the present specification, the photosensitive resin composition is selected from the group consisting of a photocrosslinking agent, a curing accelerator, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, an adhesion aid, a multithiol agent, and a leveling agent. It further comprises one or two additives.

Specifically, in the present specification, the additive may be a surfactant, a multithiol agent, an antioxidant, or an adhesion aid.

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

The photo-crosslinking agent 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, 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; Florenone-based compounds, such as 9-Florenone, 2-Croro-9-Prorenone, and 2-methyl-9-Florenone; Thioxanthone systems 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-based 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]-quinolinazine-11-one; Chalcone compounds such as 4-diethylamino chalcone and 4-azidebenzalacetophenone; 2-benzoylmethylene, 3-methyl-b-naphthothiazoline; one or more selected from the group consisting of;

The curing accelerator is used to increase curing and mechanical strength, specifically 2-mercaptobenzoimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3 ,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis(3-mercaptopropionate), pentaerythritol-tris(3-mercaptopropionate), 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 aid may be those commonly used in the art, and in one embodiment, the adhesive aid may be KBM-503.

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

As the adhesion promoter used in the present specification, methacryloyloxy propyltrimethoxy silane, methacryloyloxy propyldimethoxy silane, methacryloyloxy propyltriethoxy silane, methacryloyloxy propyldimethoxysilane It can be used by selecting one or more of meta acryloyl silane coupling agents such as, and as the alkyl trimethoxy silane, at least one of octyl trimethoxy silane, dodecyl trimethoxy silane, octadecyl trimethoxy silane, and the like. You can choose and use.

The surfactant is a silicone-based surfactant or a fluorine-based surfactant. Specifically, the silicone-based surfactant is BYK-077, BYK-085, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307 , BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335, BYK-341v344, BYK-345v346, BYK-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. DIC is a fluorine-based surfactant (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 is not limited thereto.

In one embodiment of the present specification, the surfactant is specifically a fluorine-based surfactant, and may be F-554.

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, trimethylphosphate or triethylphosphate; 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 esters, such as hindered phenol-based primary antioxidants; 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, dilaurylthiopropionate, distearylthiopropionate, mercaptobenzothiazole or tetramethylthiuramdisulfide tetrabis[methylene-3-(laurylthio)propionate]methane Secondary antioxidants; Or triphenyl phosphite, tris(nonylphenyl)phosphite, triisodecylphosphite, 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' And phosphite-based secondary antioxidants such as -Diylbisphosphonous acid tetrakis[2,4-bis(1,1-dimethylethyl)phenyl] ester).

In the present specification, the antioxidant may be specifically a hindered phenol-based antioxidant, and may be Songnox-1010 (Songwon Industry).

As the ultraviolet absorber, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxy benzophenone, and the like may be used, but the present invention is not limited thereto. Anything commonly used 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- Methylene bis (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 is not limited to sugar technology These may include those commonly 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. As the dispersant, a compound type, nonionic, anionic or cationic dispersant may be used, and examples thereof include fluorine-based, ester-based, cationic-based, anionic-based, nonionic-based, and amphoteric surfactants. These may be used individually or in combination of two or more.

Specifically, the dispersant is polyalkylene glycol and esters thereof, polyoxyalkylene polyhydric alcohols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, There is 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 the leveling agent of the polymer include polyethyleneimine, polyamideamine, amine and epoxide reaction products, and specific examples of the non-polymeric leveling agent include non-polymer sulfur-containing and non-polymer nitrogen-containing 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, to provide a photosensitive material comprising the photosensitive resin composition.

The photosensitive material containing the photosensitive resin composition contains a binder resin containing a structure represented by Chemical Formula 1 is gas chromatography mass spectrometry (GC/MS), specifically pyrolysis gas chromatography mass spectrometry (Py-GC) /MS) analysis.

In more detail, the photosensitive resin composition of the present specification is coated on a substrate by an appropriate method and cured to form a thin film or patterned photosensitive material.

Although the coating method is not particularly limited, a spray method, a roll coating method, a spin coating method, or the like can be used, and the spin coating method is generally 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 photosensitive resin composition according to the present specification, for example, there is a mercury vapor arc (arc), carbon arc, Xe arc, etc. that emits light having a wavelength of 250 nm to 450 nm, but is not limited thereto.

The photosensitive resin composition according to the present specification is a thin film transistor type liquid crystal display (TFT LCD) pigment dispersion type photosensitive material for manufacturing a color filter, a thin film transistor liquid crystal display device (TFT LCD), or a photosensitive material for forming a black matrix of an organic light emitting diode , Can be used for photoresist for overcoat layer formation, column spacer photoresist, photocurable paint, photocurable ink, photocurable adhesive, printing plate, photosensitive material for printed wiring board, photosensitive material for plasma display panel (PDP), etc. There are no restrictions.

According to the 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 containing a binder resin including a structure represented by Chemical Formula 1. 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 plastic-based plate 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 black pattern on a grid called a black matrix can be arranged between color pixels of a color filter for the purpose of improving contrast. Chrome 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, considering the high cost in the process, high reflectance of chromium, and environmental pollution by chromium waste liquid, a resin black matrix by a pigment dispersion method capable of fine processing can be used.

The black matrix according to the exemplary embodiment of the present specification 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 coloring pigment may be used. In this case, since the coloring pigment having insufficient light-shielding property is mixed, the film strength or adhesion to the substrate decreases even when the amount of the coloring material is relatively increased. It has the advantage of not being.

It provides a display device including a color filter according to the present specification.

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), 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 to specifically describe the present specification. However, the embodiments according to the present specification may be modified in various other 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 fully describe the present specification to those skilled in the art.

<Example>

1. Synthesis Example of Xanthene Dye

[Synthesis Example 1]

To 25 g of N-methyl-2-pyrrolidone [A] 5 g (12.34 mmol, 1 eq), 2,6-dimethylaniline 7.48 g (61.692 mmol, 5 eq) was added and stirred while heating to 150°C. After the addition, the mixture was refluxed for 1 hour and then filtered under reduced pressure. It was dried in a vacuum oven to give [A-1] 3.07 g (yield 43.0%).

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

2. Examples of binder synthesis

[Synthesis Example 2]

40.54 mol% of styrene in reaction vessel, 39.63% of glycidyl methacrylate, 19.30% of methacrylic acid, 3-((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)- 1.53% of 2-hydroxypropyl methacrylate was added, mixed with a solvent, mixed in a nitrogen atmosphere, and heated to 60°C. After that, 10 parts by weight of the thermal polymerization initiator V65 (2,2-Azobis(2,4-dimethylvaleronitrile) was added based on the total weight of the solid content of the binder resin to react for 16 hours to prepare binder resin A. Of the prepared binder resin A The acid value was 71 mgKOH/g and the weight average molecular weight was 11,300 g/mol The prepared binder resin A had the structural unit shown below.

[Synthesis Example 3]

In the reaction vessel, 40.57 mol% of styrene, 39.66% of glycidyl methacrylate, 19.23% of methacrylic acid, and 1.54% of 2-hydroxy-3-(methacryloyloxy)propyl 3,5-di-tert-butyl-4-hydroxybenzoate The mixture was mixed with a solvent, mixed in a nitrogen atmosphere, and heated to 60°C. After that, 10 parts by weight of the thermal polymerization initiator V65 (2,2-Azobis(2,4-dimethylvaleronitrile) was added based on the total weight of the solid content of the binder resin to react for 16 hours to prepare a binder resin B.

The acid value of the prepared binder resin B was 76 mgKOH/g, and the weight average molecular weight was 10,600 g/mol. The produced binder resin B has a structural unit shown below.

[Synthesis Example 4]

40.57 mol% of styrene, 39.66% of glycidyl methacrylate, 19.27% of methacrylic acid, 2,6-di-tert-butyl-4-vinylphenol 1.50% was added to the reaction vessel, mixed with a solvent and mixed in a nitrogen atmosphere. It heated up to 60 degreeC. After that, 10 parts by weight of the thermal polymerization initiator V65 (2,2-Azobis(2,4-dimethylvaleronitrile) was added based on the total weight of the solid content of the binder resin to react for 16 hours to prepare a binder resin C.

The acid value of the prepared binder resin C was 75 mgKOH/g, and the weight average molecular weight was 9,800. The prepared binder resin C has a structural unit shown below.

[Synthesis Example 5]

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

The acid value of the prepared binder resin D was 125 mgKOH/g, and the weight average molecular weight was 8,100. The prepared binder resin D has a structural unit shown below.

[Preparation of photosensitive resin composition]

[Production of Photosensitive Resin Composition Comparative Example 1]

The composition shown in Table 1 below was mixed to prepare a photosensitive resin composition of Comparative Example 1.

	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 D	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 F-554 (fluorine-based surfactant)	0.05
	PE-01 (Mutithiol)	0.06
	Songnox-1010 (Hindered phenolic antioxidant)	0.14
	KBM-503 (adhesive aid)	0.20

[Production of Photosensitive Resin Composition Comparative Example 2]

The composition shown in Table 2 below was mixed to prepare a photosensitive resin composition of Comparative Example 2.

	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 D	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 F-554 (fluorine-based surfactant)	0.12
	PE-01 (Mutithiol)	0.13
	KBM-503 (adhesive aid)	0.20

[Production of Photosensitive Resin Composition Examples 1 to 3]

The photosensitive resin compositions of Examples 1 to 3 were prepared by applying a binder resin as described in Table 3 below in the same amount as described in Table 1 above.

	Example 1	Example 2	Example 3
Binder resin	A	B	C

<Experimental Example>

[Material production]

The photosensitive resin compositions prepared by Examples 1 to 3 and Comparative Examples 1 and 2 were spin coated on glass (5 cm X 5 cm) and preheated at 110° C. for 70 seconds to form a film. After exposing the film to an energy of 40 mJ/cm 2 under a high pressure mercury lamp using a photomask, the pattern was developed using an aqueous solution of KOH alkali and washed with distilled water. After distilled water was removed, heat treatment was performed at 230°C for 20 minutes to obtain a color pattern.

[Heat resistance evaluation]

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

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

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

[Calculation formula 1]

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

A small ΔEab value means that there is little color change, indicating excellent heat resistance.

	△Eab (heat resistance)
Comparative Example 1	6.37
Comparative Example 2	8.79
Example 1	2.59
Example 2	2.48
Example 3	2.15

According to Table 4, the ΔEab values of Examples 1 to 3 were small compared to Comparative Examples 1 to 2, and it was confirmed that the heat resistance of the photosensitive resin composition according to the present specification was excellent.

Claims (9)

1. Xanthene dyes; Binder resin comprising a structure represented by the formula (1); Polyfunctional monomers; Photoinitiators; And a photosensitive resin composition comprising a solvent:

   [Formula 1]

   

   In Chemical Formula 1,

   

   Means a part that is connected to another substituent or bond,

   Lm is a substituted or unsubstituted alkylene group; -L'-COO-; Or -OCO-,

   m is an integer from 0 to 3, and when m is 2 or more, Lm is the same as or different from each other,

   L'is a direct bond; Or a substituted or unsubstituted alkylene group,

   T1 to T4 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,

   t2 is an integer from 0 to 2, and when t2 is 2, T2 is the same or different from each other.
2. The method according to claim 1, wherein the xanthene dye is a photosensitive resin composition represented by the following formula (2):

   [Formula 2]

   

   In Chemical 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 it 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; -CONReRe'; 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 Rf and 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 combine with each other to form a hetero ring containing a nitrogen atom,

   Rf may be the same or different,

   At least one of the 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.
3. 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 comprising a structure represented by Formula 1;

   1 to 40% by weight of the polyfunctional monomer;

   0.1 to 10% by weight of the photoinitiator; And

   Photosensitive resin composition containing the remainder of the solvent.
4. The method according to claim 1, The weight average molecular weight of the binder resin is 5,000 to 50,000 g / mol photosensitive resin composition.
5. The method according to claim 1, The photosensitive resin composition is a photosensitive resin composition further comprises at least one selected from the group consisting of pigments and dyes.
6. The photosensitive resin composition of claim 5, wherein the pigment is selected from the group consisting of a phthalocyanine-based, diketopyrrolopyrrole-based, anthraquinone-based, porpyrazine-based, triarylmethane-based, quinophthalone-based and azo-based.
7. A photosensitive material comprising the photosensitive resin composition according to any one of claims 1 to 6.
8. Color filter comprising a photosensitive material according to claim 7.
9. Display device comprising a color filter according to claim 8.