KR102594846B1 - Compound, photosensitive resin composition, photoresist, color filter and display device - Google Patents

Abstract

This specification provides compounds, photosensitive resin compositions, photosensitive materials, color filters, and display devices.

Description

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

This specification relates to compounds, photosensitive resin compositions, photosensitive materials, color filters, and display devices.

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

In general, dyes have the advantage of higher permeability compared to pigments. However, it has the disadvantage of lacking heat resistance compared to pigments. In addition, it has the disadvantage of poor chemical resistance due to its good solubility in organic solvents compared to existing pigments.

Japanese Open Document Patent Laid-Open Review 9-87534

This specification provides compounds, photosensitive resin compositions, photosensitive materials, color filters, and display devices.

An exemplary embodiment of the present specification has a structure represented by the following formula (1); Triarylmethane dye monomer represented by the following formula (2); and (meth)acrylic acid monomer.

[Formula 1]

In Formula 1,

means a portion connected to another substituent or bonding group,

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 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 are 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,

[Formula 2]

In Formula 2, R11 to R14 are the same as or different from each other and are each independently a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted alkoxy group, and X1 and X2 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x1 and x2 are integers of 0 to 4, and when x1 and x2 are each 2 or more, the structures in parentheses are the same or different from each other, and A is one of the following formulas A-1 to the following formulas Any one of A-3 is displayed,

[A-1]

[A-2]

[A-3]

In Formula A-1 to Formula A-3,

means a portion connected to another monomer or linkage portion,

means the part connected to A of Formula 2,

Z is N or CR, and R is hydrogen; or a substituted or unsubstituted alkyl group, and R4 to R6 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group, and R15 and R16 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, X is an anionic group, and X3 to X6 are the same or different from each other and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x3 is an integer from 0 to 3, when x3 is 2 or more, are the same or different, x5 is an integer from 0 to 4, if x5 is 2 or more, is a substituted or unsubstituted aryl group.

An exemplary embodiment of the present specification is the compound; binder resin; multifunctional monomer; photoinitiator; and a solvent.

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

One 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 compound according to an exemplary embodiment of the present specification has the advantage of increasing transmittance by using dye instead of pigment. In addition, the compound contains a monomer that acts as an antioxidant as shown in the structure represented by Formula 1, and contains an acid group of (meth)acrylic acid monomer, thereby solving the problem of decreased heat resistance due to the use of dye, improving heat resistance. There are advantages to increasing it.

Hereinafter, this specification will be described in more detail.

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

In this specification, when a part “includes” a certain component, this means that it may further include other components rather than excluding other components, unless specifically stated to the contrary.

In this specification, means a site that is bonded to another substituent or binding portion.

In this specification, means a part connected to another coupling part.

In the present specification, the “connection” of the connected portion may be connected to a single bond or double bond between atoms.

The coupling portion refers to a portion that connects chemical formulas or chemical structures.

In this specification, “monomer” refers to a monomer or unit, and refers to a unit molecule or repeating structure that forms a polymer.

An exemplary embodiment of the present specification has a structure represented by the following formula (1); Triarylmethane dye monomer represented by the following formula (2); and (meth)acrylic acid monomer.

[Formula 1]

In Formula 1,

means a portion connected to another substituent or bonding group,

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 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 are 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,

[Formula 2]

In Formula 2, R11 to R14 are the same as or different from each other and are each independently a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted alkoxy group, and X1 and X2 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x1 and x2 are integers of 0 to 4, and when x1 and x2 are each 2 or more, the structures in parentheses are the same or different from each other, and A is one of the following formulas A-1 to the following formulas Any one of A-3 is displayed,

[A-1]

[A-2]

[A-3]

In Formula A-1 to Formula A-3,

means a portion connected to another monomer or linkage portion,

means the part connected to A of Formula 2,

Z is N or CR, and R is hydrogen; or a substituted or unsubstituted alkyl group, and R4 to R6 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group, and R15 and R16 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, X is an anionic group, and X3 to X6 are the same or different from each other and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x3 is an integer from 0 to 3, when x3 is 2 or more, are the same or different, x5 is an integer from 0 to 4, if x5 is 2 or more, is a substituted or unsubstituted aryl group.

To implement a color filter, a pigment dispersion method using pigment as a colorant is generally applied. However, in the case of a pigment dispersion, not only does the pigment exist in a particle state and scatter light, but the surface area of the pigment rapidly increases due to the miniaturization of the pigment, which reduces dispersion stability and generates non-uniform pigment particles.

On the other hand, the photosensitive resin composition according to an exemplary embodiment of the present specification includes a triarylmethane dye monomer, thereby improving the problem of reduced dispersion stability when pigment is applied. Accordingly, the present invention has the advantage that brightness, contrast, and resolution can be improved when manufacturing a color filter using the photosensitive resin composition by including the triarylmethane dye monomer in the photosensitive resin composition.

In addition, the compound contains a monomer that acts as an antioxidant, as shown in the structure represented by Formula 1, and contains an acid group of (meth)acrylic acid monomer, thereby solving the problem of decreased heat resistance due to use of dye, improving heat resistance. There are advantages to increasing it.

When an antioxidant monomer such as the structure represented by Formula 1 is introduced into the compound, heat resistance can be improved by suppressing side reactants (products with yellowish color characteristics) by the generated radicals.

Improved heat resistance can be obtained both when introducing a phenolic antioxidant having the structure represented by Formula 1 into a polymer compound and when adding it directly to a resin composition as an antioxidant. However, as described in this specification, the polymer compound The effect of improving heat resistance can be achieved with a small amount introduced. This may be to further suppress the influence of radicals because they are introduced into the polymer compound next to the triarylmethane (TAM) dye monomer.

The compound according to the present specification includes both the structure represented by Formula 1 and the (meth)acrylic acid monomer. On the other hand, when the phenol-based antioxidant monomer is added directly to the photosensitive resin composition, the phenol-based antioxidant monomer generally exists in a form in which two or more of the phenol-based antioxidant monomers are combined. This is because when structural analysis is performed by liquid chromatography (HPLC), there is a large difference in molecular weight. Therefore, as in an exemplary embodiment of the present specification, the structure represented by Formula 1 is included in the compound and the resin composition as an antioxidant. Cases where this occurs can be classified by the method of structural analysis using liquid chromatography.

Examples of substituents of the above compounds are described below, but are not limited thereto.

As used herein, 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 group; Alkoxy group; Alkyl group; Cycloalkyl group; alkenyl group; methylidene group; Cycloalkenyl group; Arylalkyl group; phosphine group; sulfonate group; Amine group; Aryl group; heteroaryl group; silyl group; boron group; Acryloyl group; Acrylate group; ether group; It means that it is 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 this specification, examples of halogen groups include fluorine, chlorine, bromine, or iodine.

In the present specification, the alkyl group may be straight chain 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 embodiment, the carbon number of the alkyl group is 1 to 20. According to another embodiment, the carbon number of the alkyl group is 1 to 10. Specific examples of alkyl groups 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, and n-oxyl group. A cycloalkyl group is included, but is not limited to these. In the present specification, a cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and a cyclopentyl group or cyclohexyl group is particularly preferred, but is not limited to these. .

In this specification, an alkylene group means that an alkane has two bonding positions. The alkylene group may be straight chain, branched chain, or ring chain. The number of carbon atoms of the alkylene group is not particularly limited, but may have, for example, 1 to 30 carbon atoms. Additionally, it may have 1 to 20 carbon atoms, and may have 1 to 10 carbon atoms.

In this specification, an alkenylene group means that an alkene has two bonding positions. The number of carbon atoms of the alkenylene group is not particularly limited, but may be 1 to 30, 1 to 20, or 1 to 10. Specifically, it includes an ethenylene group, a propenylene group, and a butadienylene group, but is not limited thereto.

In the present specification, the cycloalkyl group is not particularly limited, but according to one embodiment, the carbon number of the cycloalkyl group is 3 to 30. According to another embodiment, the carbon number of the cycloalkyl group is 3 to 20. According to another embodiment, the carbon number of the cycloalkyl group is 3 to 6. Specifically, it includes cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, etc., but is not limited thereto.

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

In the present specification, the heterocyclic group is a heterocyclic group containing O, N, or S as a heteroatom, and the number of carbon atoms is not particularly limited, but has 2 to 30 carbon atoms, specifically 2 to 20 carbon atoms. Examples of 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, and 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 There are others, but it is not limited to these.

In the present specification, the description regarding the heterocyclic group described above may be applied, except that the heteroaryl group is aromatic.

In the present specification, the alkoxy group may be straight chain 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 this specification, the methylidene group is It can be displayed as .

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 examples include U.S. Patent No. 7,939,644, Japanese Patent Laid-Open No. 2006-003080, Japanese Patent Laid-Open No. 2006-001917, Japanese Patent Laid-Open No. 2005-159926, Japanese Patent Laid-Open No. 2007-7028897, Japanese Patent Laid-Open No. Anions described in Japanese Patent Application Laid-Open No. 2005-071680, Korean Application Laid-Open No. 2007-7000693, Japanese Patent Laid-open No. 2005-111696, Japanese Patent Laid-open No. 2008-249663, and Japanese Patent Laid-open No. 2014-199436 can 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, tritrifluoromethanesulfonylmethide, SO ₃ ^- , CO ₂ ^- , SO ₂ N ^- SO ₂ CF ₃ , SO ₂ N ^- SO ₂ CF ₂ CF ₃ and halogen groups, such as fluorine groups, iodine groups, and chlorine groups, but are not limited thereto.

In the present specification, an anionic group may have an anion itself, or may exist in the form of a complex with another cation. Therefore, depending on the number of substituted anionic groups, the total charge of the entire molecule of the compound of the present invention may change. Since the compound of the present invention has a cation in one amine group, the sum of the charges of the entire molecule can range from an anion equal to the number of substituted anionic groups minus 1 to 0.

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

An exemplary embodiment of the present specification has a structure represented by the following formula (1); Triarylmethane dye monomer represented by the following formula (2); and (meth)acrylic acid monomer.

[Formula 1]

In Formula 1,

means a portion connected to another substituent or bonding group,

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 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 are 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.

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; Substituted or unsubstituted propylene group; 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 it is 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 it is 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 it is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In one embodiment of the present specification, L' is a direct bond; Substituted or unsubstituted methylene group; Substituted or unsubstituted ethylene group; 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 it is 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 an exemplary embodiment of the present specification, T1 to T4 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

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

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

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

In an exemplary embodiment of the present specification, T1 to T4 are the same or different from each other, and are each independently hydrogen; methyl group; Or it is a tert-butyl group.

In one embodiment of the present specification, T1 is hydrogen; Or it is 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 an exemplary embodiment of the present specification, Formula 1 may be represented by the following Formula 1-1.

[Formula 1-1]

In Formula 1-1,

means a portion connected to another substituent or bonding group,

L1 to L3 are the same or different from each other and are each independently directly bonded; 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 are each independently hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group, t2 is an integer of 0 to 2, and when t2 is 2, T2 are the same or different.

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

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

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

In an exemplary embodiment of the present specification, L1 to L3 are the same or different from each other, and are each independently directly bonded; Substituted or unsubstituted ethylene group; Substituted or unsubstituted propylene group; Substituted or unsubstituted butylene group; -L'-COO-; Or -OCO-.

In an exemplary embodiment of the present specification, L1 to L3 are the same or different from each other, and are each independently directly bonded; ethylene group; propylene group; A propylene group substituted with a hydroxy group; butylene group; -L'-COO-; Or -OCO-.

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

According to an exemplary embodiment of the present specification, Formula 1 may be a structure that forms a polymerized portion from any one of the following formulas, but is not limited thereto.

In one embodiment of the present specification, the triarylmethane dye monomer is represented by the following formula (2).

[Formula 2]

In Formula 2,

R11 to R14 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted alkoxy group, and X1 and X2 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x1 and x2 are integers of 0 to 4, and when x1 and x2 are each 2 or more, the structures in parentheses are the same or different from each other, and A is one of the following formulas A-1 to the following formulas Any one of A-3 is displayed,

[A-1]

[A-2]

[A-3]

In Formula A-1 to Formula A-3,

means a portion connected to another monomer or linkage portion,

means the part connected to A of Formula 2,

Z is N or CR, and R is hydrogen; or a substituted or unsubstituted alkyl group, and R4 to R6 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; or a substituted or unsubstituted alkyl group, and R15 and R16 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group, X is an anionic group, and X3 to X6 are the same or different from each other and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, x3 is an integer from 0 to 3, when x3 is 2 or more, are the same or different, x5 is an integer from 0 to 4, if x5 is 2 or more, is a substituted or unsubstituted aryl group.

In an exemplary embodiment of the present specification, R11 to R14 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group; Or it is a substituted or unsubstituted aryl group.

In an exemplary embodiment of the present specification, R11 to R14 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R11 to R14 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R11 to R14 are the same as or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In an exemplary embodiment of the present specification, R11 to R14 are the same as or different from each other, and each independently represents a substituted or unsubstituted methyl group; Substituted or unsubstituted ethyl group; Substituted or unsubstituted propyl group; Or a substituted or unsubstituted phenyl group.

In an exemplary embodiment of the present specification, R11 to R14 are the same or different from each other, and are each independently a methyl group; ethyl group; An ethyl group substituted with an alkoxy group; isopropyl group; n-propyl group; phenyl group; Or it is a phenyl group substituted with a methyl group.

In one embodiment of the present specification, Z is N.

In one embodiment of the present specification, Z is CR.

In one embodiment of the present specification, R is hydrogen; Or it is a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, R is hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, R is hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, R is hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

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

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, R4 to R6 are the same as or different from each other, and each independently represents a substituted or unsubstituted methyl group.

In one embodiment of the present specification, R4 to R6 are methyl groups.

In an exemplary embodiment of the present specification, R15 and R16 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; Substituted or unsubstituted alkyl group; Or it is a substituted or unsubstituted aryl group.

In an exemplary embodiment of the present specification, R15 and R16 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R15 and R16 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R15 and R16 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or it is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In an exemplary embodiment of the present specification, R15 is a substituted or unsubstituted ethyl group.

In one embodiment of the present specification, R15 is an ethyl group.

In one embodiment of the present specification, R16 is a substituted or unsubstituted phenyl group.

In one embodiment of the present specification, R16 is a phenyl group substituted or unsubstituted with a halogen group.

In an exemplary embodiment of the present specification, R16 is a phenyl group unsubstituted or substituted with fluorine.

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

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; halogen group; Or it is a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; halogen group; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; halogen group; Or it is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; halogen group; Or it is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; halogen group; Or a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, X1 and X2 are the same or different from each other, and are each independently hydrogen; fluorine; Goat; Or it is a methyl group.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or it is a substituted or unsubstituted alkyl group.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or it is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or it is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or a substituted or unsubstituted methyl group.

In an exemplary embodiment of the present specification, X3 to X6 are the same as or different from each other, and are each independently hydrogen; -COOH; Or it is a methyl group.

In one embodiment of the present specification, B is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

In one embodiment of the present specification, B is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms.

In one embodiment of the present specification, B is a substituted or unsubstituted aryl group having 6 to 12 carbon atoms.

In one embodiment of the present specification, B is a substituted or unsubstituted phenyl group.

In one embodiment of the present specification, B is a phenyl group.

In an exemplary embodiment of the present specification, Formula 2 may be represented by Formula 2-1 to Formula 2-3.

[Formula 2-1]

[Formula 2-2]

[Formula 2-3]

In Formula 2-1 to Formula 2-3,

R11 to R16, R4 to R6, X1 to X6, x1 to x6, Z, X and B are as defined in Formula 2 above.

In an exemplary embodiment of the present specification, Formula 2-1 may be expressed as the following Formula 2-1-1.

[Formula 2-1-1]

In the above formula 2-1-1,

R11 to R14, R4, X1 to X4, x1 to x4, Z and X are as defined in Formula 2 above.

In one embodiment of the present specification, Chemical Formula 2-2 may be expressed as Chemical Formula 2-2-1 below.

[Formula 2-2-1]

In the above formula 2-2-1,

R11 to R14, R5, X1, X2, X5, x1, x2, x5, X and B are as defined in Formula 2 above.

In an exemplary embodiment of the present specification, Chemical Formula 2-3 may be expressed as Chemical Formula 2-3-1 below.

[Formula 2-3-1]

In the above formula 2-3-1,

R11 to R16, R6, X1, X2, X6, x1, x2, x6 and X are as defined in Formula 2 above.

In an exemplary embodiment of the present specification, Formula 2 may be represented by any one of the following structures, but is not limited thereto.

In the above structure, X is as defined above.

In one embodiment of the present specification, the (meth)acrylic acid monomer may be represented by the following formula (3).

[Formula 3]

In Formula 3,

Y1 is hydrogen; -COOH; Substituted or unsubstituted alkyl group; Or a substituted or unsubstituted alkoxy group,

Y2 to Y4 are the same as or different from each other, and are each independently hydrogen; Or a substituted or unsubstituted alkyl group,

M1 and M2 are the same or different from each other and are each independently directly bonded; Substituted or unsubstituted alkylene group; Substituted or unsubstituted alkenylene group; or -COO-,

m2 is an integer from 0 to 3, and when m2 is 2 or more, M2 is the same or different.

In one embodiment of the present specification, Y1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; Or it is a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms.

In one embodiment of the present specification, Y1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; Or it is a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms.

In one embodiment of the present specification, Y1 is hydrogen; -COOH; A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; Or it is a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms.

In one embodiment of the present specification, Y1 is hydrogen; -COOH; Or it may be any one of the structures below.

In one embodiment of the present specification, Y1 is hydrogen.

In one embodiment of the present specification, Y2 to Y4 are hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, Y2 to Y4 are hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, Y2 to Y4 are hydrogen; Or it is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, Y2 to Y4 are hydrogen; Or a substituted or unsubstituted methyl group.

In one embodiment of the present specification, Y2 to Y4 are hydrogen; Or it is a methyl group.

In one embodiment of the present specification, Y2 is hydrogen; Or it is a methyl group.

In one embodiment of the present specification, Y3 and Y4 are hydrogen.

In an exemplary embodiment of the present specification, M1 and M2 are the same or different from each other and are each independently directly bonded; A substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 30 carbon atoms; Or -COO-.

In an exemplary embodiment of the present specification, M1 and M2 are the same or different from each other and are each independently directly bonded; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 20 carbon atoms; Or -COO-.

In an exemplary embodiment of the present specification, M1 and M2 are the same or different from each other and are each independently directly bonded; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 10 carbon atoms; Or -COO-.

In one embodiment of the present specification, M1 is a direct bond; Or it is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms.

In one embodiment of the present specification, M1 is a direct bond; Or it is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.

In one embodiment of the present specification, M1 is a direct bond; Or it is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms.

In one embodiment of the present specification, M1 is a direct bond; Or a substituted or unsubstituted ethylene group.

In one embodiment of the present specification, M1 is a direct bond; Or it is an ethylene group.

In one embodiment of the present specification, M2 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 30 carbon atoms; Or -COO-.

In one embodiment of the present specification, M2 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 20 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 20 carbon atoms; Or -COO-.

In one embodiment of the present specification, M2 is a direct bond; A substituted or unsubstituted alkylene group having 1 to 10 carbon atoms; A substituted or unsubstituted alkenylene group having 1 to 10 carbon atoms; Or -COO-.

In one embodiment of the present specification, M2 is a direct bond; Substituted or unsubstituted methylene group; Substituted or unsubstituted ethylene group; Substituted or unsubstituted butylene group; Substituted or unsubstituted pentylene group; Substituted or unsubstituted ethenylene group; Substituted or unsubstituted butadienylene group; Or -COO-.

In one embodiment of the present specification, M2 is a direct bond; methylene group; Ethylene group substituted or unsubstituted with methylidene group; Butylene group substituted or unsubstituted with a methyl group; pentylene group; Substituted or unsubstituted ethenylene group; Butadienylene group; Or -COO-.

In one embodiment of the present specification, M2 is a direct bond.

In one embodiment of the present specification, m2 is 0.

In one embodiment of the present specification, m2 is 1.

In one embodiment of the present specification, m2 is 2.

In one embodiment of the present specification, m2 is 3.

In an exemplary embodiment of the present specification, the structure represented by Formula 3 may be represented by any one of the following structures, but is not limited thereto.

In one embodiment of the present specification, the compound is 1 to 50% by weight of the structure represented by Formula 1, 1 to 95% by weight of the triarylmethane dye monomer represented by Formula 2, and It contains 1 to 50% by weight of (meth)acrylic acid monomer.

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

In one embodiment of the present specification, the weight average molecular weight of the compound is 5,000 to 50,000 g/mol. Preferably, the weight average molecular weight may be 15,000 to 30,000 g/mol.

When the compound satisfies the weight average molecular weight range, the pattern for the color filter desired in this specification can be well formed.

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

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

In an exemplary embodiment of the present specification, the number average molecular weight of the compound may be 7,000 to 16,000 g/mol. Preferably, the number average molecular weight may be 8,000 to 15,000 g/mol. When the compound satisfies the range of number average molecular weight, the pattern for the color filter desired in this specification can be well formed.

The number average molecular weight refers to the average molecular weight obtained by averaging the molecular weights of the component molecular species of a polymer compound having a molecular weight distribution by number fraction or mole fraction.

The number average molecular weight can be measured through High Performance Liquid Chromatography (HPLC) analysis.

In an exemplary embodiment of the present specification, the weight ratio of the structure represented by Formula 1: the triarylmethane monomer represented by Formula 2: the (meth)acrylic acid monomer is 5:0.1:1 to 9:1:4. You can.

An exemplary embodiment of the present specification is the compound; binder resin; multifunctional monomer; photoinitiator; and a solvent.

In one embodiment of the present specification, the photosensitive resin composition may further include 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 have any one of the structures below, but is not limited thereto.

In the above structure, R' and R'' are the same or different from each other and are each independently hydrogen; or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms,

X' and X'' are the same or different from each other and are each directly bonded; -Rz-; -Rz-O-; -Rz-S-; or -Rz-NH-, where Rz is a substituted or unsubstituted alkanediyl group having 1 to 6 carbon atoms.

In an exemplary embodiment of the present specification, R' and R'' may be the same or different from each other and may each independently be an alkyl group substituted with -OH having 1 to 4 carbon atoms.

In an exemplary 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 of 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 an exemplary embodiment of the present specification, the photosensitive resin composition may further include a binder resin commonly used in the art in addition to the binder resin. In an exemplary embodiment of the present specification, the compound may further include one or more structures represented by any of the following formulas 4 to 6.

[Formula 4]

[Formula 5]

[Formula 6]

In Formulas 4 to 6,

means a portion connected to another substituent or bonding group,

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

X11, X12, Y11, Y12 and Z1 are the same or different from each other and are each independently hydrogen; Or a substituted or unsubstituted alkyl group,

x12 is an integer from 0 to 5, and when x12 is 2 or more,

y12 is an integer from 0 to 3, and when y12 is 2 or more, Y12 is the same as or different from each other.

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

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

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

In an exemplary embodiment of the present specification, the photosensitive resin composition may further include one or more types of pigment and dye.

For example, the photosensitive resin composition may include only the above-described compounds, but may also include the compounds and one or more dyes, or the compounds and one or more pigments, or the compounds, one or more dyes, and one or more pigments. It may also include .

The dyes and pigments include metal-complex compounds; Azo-based compounds; Metal azo series compounds; Quinophthalone-based compounds; Isoindoline (isoindoine) series compounds; Methine-based compounds; Phthalocyanine series compounds; Metal phthalocyanine series compounds; Porphyrin-based compounds; Metal porphyrin-based compounds; Tetra aza porphyrin series compounds; Metal tetra aza porphyrin series compounds; Cyanine-based compounds; Xanthene-based compounds; Metal dipyromethane series compounds; boron dipyrromethane series compounds; Metal dipyrromethane series compounds; Anthraquinone series compounds; diketopyrrolopyrrole series compounds; triarylmethane series compounds; And one or more types may be selected from the group consisting of perylene-based compounds.

The binder resin may be a copolymer resin of a multifunctional monomer that provides mechanical strength to the membrane and a monomer that provides alkali solubility, and may further include a binder commonly used in the art.

Polyfunctional monomers that provide mechanical strength to the membrane include unsaturated carboxylic acid esters; aromatic vinyls; unsaturated ethers; unsaturated imides; and an acid anhydride.

Specific examples of the unsaturated carboxylic acid esters include benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, isobutyl ( Meth)acrylate, t-butyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, ethylhexyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, tetra Hydroperpril (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 ) 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 ) 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 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 to these.

Specific examples of the unsaturated imides include N-phenyl maleimide, N-(4-chlorophenyl) maleimide, N-(4-hydroxyphenyl) maleimide, and N-cyclohexyl maleimide. It may be possible, but it is not limited to these.

The acid anhydrides include maleic anhydride, methyl maleic anhydride, and tetrahydrophthalic anhydride, but are not limited to these.

The monomer that imparts 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, and ω-carboxy polycaprolactone mono(meth)acrylate. It is preferable to use more than one type, but it is not limited to these.

In one embodiment of the present specification, the binder resin may be a copolymer of methacrylic acid, glycidyl methacrylic acid, and styrene.

Specifically, the binder resin may be a copolymer having contents of methacrylic acid, glycidyl methacrylic acid, and styrene of 13, 52, and 35% by weight, respectively, based on the total weight of the binder resin.

In one embodiment of the present specification, the binder resin may be a copolymer of cyclohexyl methacrylate, methacrylate, and methacrylic acid.

Specifically, the binder resin may be a copolymer containing 45, 30, and 25 wt% of cyclohexyl methacrylate, methacrylate, and methacrylic acid, respectively, based on the total weight of the binder resin.

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 0.1N potassium hydroxide (KOH) methanol solution.

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

The acetophenone-based compound is 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexylphenyl ketone, benzoinmethyl ether, benzoinethyl ether, 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, etc., but is not limited thereto.

The biimidazole-based compounds include 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-triazin-6-yl]phenylthio}propionic acid, 1,1,1,3,3,3- Hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate, ethyl-2-{4-[2,4 -bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine-6 -yl]phenylthio}acetate, cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, benzyl-2-{4-[ 2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 3-{chloro-4-[2,4-bis(trichloromethyl)-s-triazine-6 -yl]phenylthio}propionic acid, 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionamide, 2,4-bis(trichloromethyl) 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, etc., but is not limited thereto.

The oxime-based compounds include 1,2-octadione, -1-(4-phenylthio)phenyl, -2-(o-benzoyloxime) (CibaGeigy, SI 124), ethanone, -1-(9) -Ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(O-acetyloxime) (CGI 242), N-1919 (Adeka), etc., but are not limited thereto.

The solvent is acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether. , Propylene glycol diethyl ether, Diethylene glycol dimethyl ether, Diethylene glycol diethyl ether, Diethylene glycol methyl ethyl ether, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1 ,1,2-trichloroethane, 1,1,2-trichloroethene, hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, t-butanol, 2 -Ethoxy propanol, 2-methoxy propanol, 3-methoxy butanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxyprop. It may be one or more selected from the group consisting of cypionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether, but is not limited thereto.

In one embodiment of the present specification, the solvent may be a 1:1 mixture of propylene glycol monomethyl ether acetate and diacetone alcohol.

In one embodiment of the present specification, based on the total weight of solids in the photosensitive resin composition, the content of the compound is 1 to 50% by weight, the content of the binder resin is 5 to 40% by weight, and the content of the multifunctional monomer is The content is 5 to 40% by weight, and the content of the photoinitiator is 0.1 to 20% by weight.

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

The total weight of the solid content means the sum of the total weight of components excluding the solvent in the photosensitive resin composition. Solid content and weight percent based on the solid content of each component can be measured by general analysis methods used in the industry, such as liquid chromatography or gas chromatography.

In one embodiment of the present specification, the content of the photoinitiator may preferably be 1 to 20% by weight based on the total weight of solids in the photosensitive resin composition.

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

An exemplary embodiment of the present specification provides a photosensitive resin composition further comprising one or more selected from the group consisting of a leveling agent, an antioxidant, an adhesive aid, and a surfactant.

According to an exemplary embodiment of the present specification, the photosensitive resin composition is selected from the group consisting of a photocrosslinking sensitizer, a curing accelerator, an adhesion accelerator, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, an adhesive aid, an antioxidant, and a leveling agent. It additionally contains 1 or 2 or more additives.

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.

The adhesive aid may be those commonly used in the art, and in one embodiment, the adhesive aid may be KBM-503.

The photocrosslinking sensitizer is benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, and methyl-o-benzoyl. Benzophenone-based compounds such as benzoate, 3,3-dimethyl-4-methoxybenzophenone, and 3,3,4,4-tetra(t-butylperoxycarbonyl)benzophenone; florenone-based compounds such as 9-florenone, 2-chloro-9-florenone, and 2-methyl-9-florenone; Thioxanthone series such as thioxanthone, 2,4-diethyl thioxanthone, 2-chloro thioxanthone, 1-chloro-4-propyloxy thioxanthone, isopropyl thioxanthone, and diisopropyl thioxanthone compound; xanthone-based compounds such as xanthone and 2-methylxanthone; Anthraquinone-based compounds such as anthraquinone, 2-methyl anthraquinone, 2-ethyl anthraquinone, t-butyl anthraquinone, and 2,6-dichloro-9,10-anthraquinone; 9-phenylacridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), 1,3-bis(9-acridinyl)propane, etc. acridine-based compounds; dicarbonyl compounds such as benzyl, 1,7,7-trimethyl-bicyclo[2,2,1]heptane-2,3-dione, and 9,10-phenanthrenequinone; Phosphine oxide-based compounds such as 2,4,6-trimethylbenzoyl diphenylphosphine oxide and bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentyl phosphine oxide; Benzoate-based compounds such as methyl-4-(dimethylamino)benzoate, ethyl-4-(dimethylamino)benzoate, and 2-n-butoxyethyl-4-(dimethylamino)benzoate; 2,5-bis(4-diethylaminobenzal)cyclopentanone, 2,6-bis(4-diethylaminobenzal)cyclohexanone, 2,6-bis(4-diethylaminobenzal)-4- Amino synergists such as methyl-cyclopentanone; 3,3-carbonylvinyl-7-(diethylamino)coumarin, 3-(2-benzothiazolyl)-7-(diethylamino)coumarin, 3-benzoyl-7-(diethylamino)coumarin, 3 -benzoyl-7-methoxy-coumarin, 10,10-carbonylbis[1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-C1]-benzo Coumarin-based compounds such as pyrano[6,7,8-ij]-quinolizin-11-one; Chalcone compounds such as 4-diethylamino chalcone and 4-azidbenzalacetophenone; One or more types selected from the group consisting of 2-benzoylmethylene, 3-methyl-b-naphthothiazoline, may be used.

The curing accelerator is used to increase curing and mechanical strength, specifically 2-mercaptobenzoimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, and 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.

Adhesion accelerators used in this specification include methacryloyloxy propyltrimethoxy silane, methacryloyloxy propyldimethoxy silane, methacryloyloxy propyltriethoxy silane, and methacryloyloxy propyldimethoxy silane. One or more types of methacryloyl silane coupling agents may be selected and used, and as alkyl trimethoxy silane, one or more types from octyltrimethoxy silane, dodecyltrimethoxy silane, octadecyltrimethoxy silane, etc. You can select and use it.

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 manufactured by BYK-Chemie. , 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 the fluorine-based surfactant is 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-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. can be used, but are not limited to these.

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

Specific examples of the antioxidant include phosphoric acid-based heat 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-hydroxybenzyl phosphite 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 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. Systemic secondary antioxidants; Thio acids such as dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercaptobenzothiazole, or tetramethylthiuram disulfide tetrabis[methylene-3-(laurylthio)propionate]methane. Systemic 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 secondary antioxidants such as diylbisphosphonous acid tetrakis[2,4-bis(1,1-dimethylethyl)phenyl] ester) can be mentioned.

In one embodiment of the present specification, the antioxidant may be a phenol-based antioxidant and may be Songnox1010.

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

The thermal polymerization inhibitors include, for example, p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, N-nitrosophenylhydroxyamine ammonium salt, and N-nitrosophenylhydroxyamine. Amine aluminum salt, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-thiobis(3-methyl-6-t-butylphenol), 2,2- It may include, but is not limited to, one or more selected from the group consisting of methylenebis (4-methyl-6-t-butylphenol), 2-mercaptoimidazole, and phenothiazine, and is not limited to these. It may include things that are generally known in the field.

The dispersant can be used by adding it internally to the pigment in the form of surface treatment of the pigment in advance, or by externally adding it to the pigment. The dispersant may be a compound type, nonionic, anionic, or cationic dispersant, and includes fluorine-based, ester-based, cationic, anionic, nonionic, and amphoteric surfactants. These may be used individually or in combination of two or more types.

Specifically, the dispersant is polyalkylene glycol and its esters, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonate, carboxylic acid ester, carboxylic acid salt, There is at least one selected from the group consisting of alkylamide alkylene oxide adducts and alkylamines, but it 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. Compounds include, but are not limited to, all those commonly used in the art can be used.

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

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

The application method is not particularly limited, but spray method, roll coating method, spin coating method, etc. can be used, and spin coating method is generally widely used. Additionally, after forming the coating film, in some cases, some residual solvent may be removed under reduced pressure.

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

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

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

The color filter can be manufactured using the photosensitive resin composition. A color filter can 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, or a plastic 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 embodiment, the color filter may further include an overcoat layer.

A grid-like black pattern called a black matrix can be placed between the color pixels of a color filter to improve 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 can be used. However, considering the high cost of the process, the high reflectivity of chrome, and environmental pollution caused by chrome waste liquid, a resin black matrix using a pigment dispersion method that allows microprocessing can be used.

The black matrix according to an exemplary embodiment of the present specification may use black pigment or black dye as a colorant. For example, carbon black can be used alone or a mixture of carbon black and a coloring pigment can be used. In this case, since a coloring pigment with poor light blocking properties is mixed, the strength of the film or adhesion to the substrate decreases even if the amount of coloring material is relatively increased. There is an advantage to not doing this.

One 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 either a liquid crystal display (Thin Film Transistor-Liquid Crystal Display, LCD-TFT) or a cathode ray tube (CRT).

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

<Example>

<Examples of synthesis of compounds>

[Synthesis of triarylmethane polymer compounds]

Triarylmethane dye monomers represented by Chemical Formula I and Chemical Formula II were supplied and used from KISCO.

The structures of the triarylmethane dye monomers represented by Formula (I) and Formula (II) are respectively as follows.

[Formula I]

[Formula II]

<Synthesis Example 1>

A reflux condenser was installed in a 50 mL flask, and under a nitrogen atmosphere, 30, 20, and 30 acrylic acid, 3, 5-di-tert-butyl-4-hydroxybenzyl methacrylate, and the dye represented by the formula (I) were added, respectively, based on the total weight of the compounds. After adding 50% by weight, it was mixed with a 1:1 mixture of solvent propylene glycol monomethyl ether acetate and diacetone alcohol, and the temperature was raised to 60°C. Afterwards, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer, and the polymerization reaction was completed by refluxing for 16 hours.

Triarylmethane dye polymer Compound A with a number average molecular weight of 12,306 g/mol and a dispersion degree of 1.98 was obtained. The produced polymer compound A has the structural units shown below.

<Synthesis Example 2>

A reflux cooler was installed in a 50 mL flask, and under nitrogen atmosphere, acrylic acid, 2,6-di-tert-butyl-4-vinylphenol, and the dye represented by the formula (I) were added at 20, 5, and 75% respectively based on the total weight of the compounds. After being added in weight percent, it was mixed with a 1:1 mixture of the solvent propylene glycol monomethyl ether acetate and diacetone alcohol, and the temperature was raised to 60°C. Afterwards, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer, and the polymerization reaction was completed by refluxing for 16 hours.

Triarylmethane dye polymer compound B with a number average molecular weight of 14,306 g/mol and a dispersion degree of 1.88 was obtained. The produced polymer compound B has the structural units shown below.

<Synthesis Example 3>

A reflux cooler was installed in a 50 mL flask, and under nitrogen atmosphere, acrylic acid, 2,6-di-tert-butyl-4-vinylphenol, and the dye represented by the formula (I) were added at 15, 10, and 75% respectively, based on the total weight of the compounds. After being added in weight percent, it was mixed with a 1:1 mixture of the solvent propylene glycol monomethyl ether acetate and diacetone alcohol, and the temperature was raised to 60°C. Afterwards, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer, and the polymerization reaction was completed by refluxing for 16 hours.

Triarylmethane dye polymer Compound C with a number average molecular weight of 11,337 g/mol and a dispersion degree of 1.72 was obtained. The prepared polymer compound C has the same structural units as the polymer compound B.

<Synthesis Example 4>

A reflux cooler was installed in a 50 mL flask, and under a nitrogen atmosphere, acrylic acid, 2-hydroxy-3-(methacryloyloxy)propyl 3,5-di-tert-butyl-4-hydroxybenzoate, and the dye represented by Formula II were added to the total number of compounds. It was added at 25, 15, and 60% by weight, respectively, and then mixed with a 1:1 mixture of solvent propylene glycol monomethyl ether acetate and diacetone alcohol and heated to 60°C. Afterwards, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer and refluxed for 16 hours to complete the polymerization reaction.

Triarylmethane dye polymer Compound D with a number average molecular weight of 8,753 g/mol and a dispersion degree of 2.05 was obtained. The produced polymer compound D has the structural units shown below.

<Synthesis Example 5>

A reflux cooler was installed in a 50 mL flask, and under nitrogen atmosphere, 25 and 75% by weight of acrylic acid and the dye represented by Formula II above were added, respectively, based on the total weight of the compound. Then, solvents propylene glycol monomethyl ether acetate and diacetone alcohol were added. It was mixed with a 1:1 mixture and the temperature was raised to 60°C. Afterwards, 10 parts by weight of thermal polymerization initiator V-65 (2,2-Azobis(2,4-dimethylvaleronitrile)) was added based on the total weight of the polymer, and the polymerization reaction was completed by refluxing for 16 hours.

Triarylmethane dye polymer Compound E with a number average molecular weight of 20,178 g/mol and a dispersion degree of 1.69 was obtained. The produced polymer compound E has the structural units shown below.

[Preparation of photosensitive resin composition Example 1]

Based on 100 parts by weight of the total weight of the photosensitive resin composition, 24.32 parts by weight of the polymer compound A, 5.86 parts by weight of binder resin A, 17.88 parts by weight of binder resin B, 13.28 parts by weight of polyfunctional monomer dipentaerythritol hexaacrylate, and leveling agent F -554 0.6 parts by weight, adhesive aid KBM-503 0.07 parts by weight, phenolic antioxidant Songnox1010 0.88 parts by weight, photoinitiator SPI-03 0.87 parts by weight, solvent propylene glycol monomethyl ether acetate 22.87 parts by weight, diacetone alcohol 13.37 parts by mixing. The photosensitive resin composition of Example 1 was prepared.

Binder Resin A is a copolymer with contents of methacrylic acid, glycidyl methacrylic acid, and styrene of 13, 52, and 35% by weight, respectively, based on the total weight of Binder Resin A.

Binder Resin B is a copolymer containing 45, 30, and 25% by weight of cyclohexyl methacrylate, methacrylate, and methacrylic acid, respectively, based on the total weight of Binder Resin B.

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

Photosensitive resin compositions The photosensitive resin compositions of Examples 2 to 4 and Comparative Example 1 were prepared in the same manner as Example 1, except that the polymer compounds shown in Table 1 below were used instead of Compound A of Example 1.

division Example 2 Example 3 Example 4 Comparative Example 1 polymer compounds B C D E

[Preparation of photosensitive resin composition comparative example 2]

The photosensitive resin composition of Comparative Example 2 was prepared in the same manner as in Comparative Example 1, except that the phenol-based antioxidant Songnox1010 was changed to 0.95 parts by weight and the leveling agent was changed to 0.53 parts by weight of F-554.

Experiment example

[Substrate production]

The photosensitive resin compositions prepared in Examples 1 to 4 and Comparative Examples 1 and 2 were spin-coated on glass (5cm After the film was exposed to an energy of 40 mJ/cm2 under a high-pressure mercury lamp using a photomask, the pattern was developed using an aqueous KOH alkaline solution and washed with distilled water. After removing distilled water, postbake was performed at 240°C for 20 minutes to obtain a color pattern.

[Heat resistance evaluation]

An absorption spectrum in the wavelength range of 380 to 780 nm was obtained using a spectrometer (MCPD, Otsuka Co., Ltd.) for the post-heat-treated (Postbake once) substrate manufactured under the above conditions.

In addition, the post-heat treatment substrate (Postbake once) was additionally treated at 240°C for 60 minutes to obtain a transmittance spectrum using the same equipment and the same measurement range.

Using the values L*, a*, and b* obtained from the absorption spectrum obtained using the C light source as a backlight, △Eab (heat resistance) was calculated by the following equation 1 and is shown in Table 2 below.

[Calculation Formula 1]

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

A small △Eab value means little color change, indicating excellent heat resistance.

Comparative Example 1 Comparative example 2 Example 1 Example 2 Example 3 Example 4 △Eab (heat resistance) 3.05 2.37 1.58 1.39 1.69 1.20

According to Table 2, the △Eab (heat resistance) values of Examples 1 to 4 are lower than those of Comparative Examples 1 and 2, and by using a compound according to an embodiment of the present specification, a photosensitive resin composition and color filter with excellent heat resistance are obtained. It was confirmed that it is possible to obtain.

Claims (11)

A structure represented by the following formula (1); Triarylmethane dye monomer represented by the following formula (2); and (meth)acrylic acid monomers:
[Formula 1]

In Formula 1,
means a portion connected to another substituent or bonding group,
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 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 are 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,
[Formula 2]

In Formula 2,
R11 to R14 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted alkoxy group,
X1 and X2 are the same or different from each other and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,
x1 and x2 are integers from 0 to 4, and when x1 and x2 are each 2 or more, the structures in parentheses are the same or different from each other,
A is represented by any one of the following formulas A-1 to formula A-3,
[A-1]

[A-2]

[A-3]

In Formula A-1 to Formula A-3,
means a portion connected to another monomer or linkage portion,
means the part connected to A of Formula 2,
Z is N or CR,
R is hydrogen; Or a substituted or unsubstituted alkyl group,
R4 to R6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; Or a substituted or unsubstituted alkyl group,
R15 and R16 are the same or different from each other and are each independently hydrogen; heavy hydrogen; Substituted or unsubstituted alkyl group; Or a substituted or unsubstituted aryl group,
X is an anionic group,
X3 to X6 are the same as or different from each other, and are each independently hydrogen; heavy hydrogen; halogen group; hydroxyl group; -COOH; Substituted or unsubstituted alkoxy group; Substituted or unsubstituted alkyl group; Substituted or unsubstituted cycloalkyl group; Substituted or unsubstituted aryl group; Or a substituted or unsubstituted heteroaryl group,
x3 is an integer from 0 to 3, and if x3 is 2 or more,
x4 is an integer from 0 to 10, and when x4 is 2 or more,
x5 is an integer from 0 to 4, and when x5 is 2 or more,
x6 is an integer from 0 to 4, and when x6 is 2 or more,
B is a substituted or unsubstituted aryl group. The compound according to claim 1, wherein the (meth)acrylic acid monomer is represented by the following formula (3):
[Formula 3]

In Formula 3,
Y1 is hydrogen; -COOH; Substituted or unsubstituted alkyl group; Or a substituted or unsubstituted alkoxy group,
Y2 to Y4 are the same as or different from each other, and are each independently hydrogen; Or a substituted or unsubstituted alkyl group,
M1 and M2 are the same or different from each other and are each independently directly bonded; Substituted or unsubstituted alkylene group; Substituted or unsubstituted alkenylene group; or -COO-,
m2 is an integer from 0 to 3, and when m2 is 2 or more, M2 is the same or different. The method of claim 1, based on the total weight of the compound, 1 to 50% by weight of the structure represented by Formula 1, 1 to 95% by weight of the triarylmethane dye monomer represented by Formula 2, and 1 to 95% by weight of (meth)acrylic acid monomer. A compound comprising 50% by weight. The compound according to claim 1, wherein the compound has a number average molecular weight of 7,000 to 16,000 g/mol. The compound of any one of claims 1 to 4; binder resin; multifunctional monomer; photoinitiator; A photosensitive resin composition comprising a solvent. The photosensitive resin composition of claim 5, wherein the photosensitive resin composition further includes at least one of a pigment and a dye. The method of claim 5, based on the total weight of solids in the photosensitive resin composition,
The content of the compound is 1 to 50% by weight,
The content of the binder resin is 5 to 40% by weight,
The content of the multifunctional monomer is 5 to 40% by weight.
A photosensitive resin composition in which the content of the photoinitiator is 0.1 to 20% by weight. The photosensitive resin composition according to claim 5, further comprising one or more selected from the group consisting of a leveling agent, an antioxidant, an adhesive aid, and a surfactant. A photosensitive material comprising the photosensitive resin composition according to claim 5. A color filter containing the photosensitive material according to claim 9. A display device including a color filter according to claim 10.