KR102314483B1 - Compound, polymer, colorant composition, resin composition, color filter and display device - Google Patents

Abstract

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

Description

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

This application claims the benefit of the filing date of Korean Patent Application No. 10-2018-0071745 filed with the Korean Intellectual Property Office on June 22, 2018, the entire contents of which are incorporated herein by reference.

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

Recently, as a light source of a liquid crystal display (LCD), a light emitting diode (LED) or organic light emitting diode (OLED) device that emits light without driving or liquid crystal has been widely used instead of a conventional cold cathode tube (CCFL). When the LED or OLED is used as a light source, a separate color filter is not required because red, green, and blue light is emitted by itself. Accordingly, in order to manufacture thin-film displays and flexible displays, products using secondary light emission, such as LEDs and OLEDs from which color filters are removed, as unit pixels, are being developed and produced.

However, in the case of a display using LEDs and OLEDs as unit pixels, it is difficult to enlarge the area, and it is not easy to match or adjust the required color coordinates using the light emitted from the LED or OLED light source. Therefore, in order to realize a desired color, a light source and an appropriate color filter are required, and a pigment dispersion method using a pigment as a colorant is generally applied.

However, in the case of a pigment dispersion, the pigment not only scatters light because it exists in a particle state, but also rapidly increases the surface area of the pigment due to the refinement of the pigment. There is this.

Therefore, the use of dyes as colorants to achieve high luminance, high contrast ratio and high resolution has been studied. Among them, xanthene dyes are widely used as red colorants. In general, xanthene dyes have a good slope and high absorbance in the range of 500 nm to 550 nm, which is effective for color characteristics. has the disadvantage of having

Korean Patent Publication No. 10-2001-0009058

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

The present specification provides a compound represented by the following formula (1).

[Formula 1]

In Formula 1,

L1 to L4 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted arylene group,

Ar1 and Ar2 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 cycloalkyl group; Or a substituted or unsubstituted aryl group, the following formula 1-A; Or represented by the following formula 1-B,

R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,

r1 and r2 are each 1 to 3,

r3 is 1 to 4,

When r1 is 2 or more, R1 is the same as or different from each other, when r2 is 2 or more, R2 is the same as or different from each other, and when r3 is 2 or more, R3 is the same as or different from each other,

X1 and X2 are the same as or different from each other, and are each represented by the following Formula 1-A or Formula 1-B,

[Formula 1-A]

[Formula 1-B]

In Formula 1-A and Formula 1-B,

The Q1 and Q2 are the same as or different from each other, and each independently O; or NH;

L101 and L102 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted alkylene group; Or a substituted or unsubstituted arylene group,

R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group; Or a substituted or unsubstituted cycloalkyl group,

R106 is any one selected from the following structure and a carboxylic acid group (-COOH),

In the structure,

L201 is a direct bond; or O;

R201 to R203 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 alkenyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group,

r202 is 1 to 3,

r203 is 1 to 5,

When r202 is 2 or more, R202 is the same as or different from each other, and when r203 is 2 or more, R203 is the same as or different from each other,

는 연결되는 부위를 의미하고,

means the part to be connected,

When at least one of Ar1 and Ar2 is represented by Formula 1-A, at least one of X1 and X2 is represented by Formula 1-B,

When at least one of Ar1 and Ar2 is represented by Formula 1-B, at least one of X1 and X2 is represented by Formula 1-A.

According to another exemplary embodiment of the present specification, there is provided a polymer comprising the compound represented by Formula 1 as a monomer.

According to another exemplary embodiment of the present specification, there is provided a color material composition comprising the compound represented by Formula 1 above.

According to another exemplary embodiment of the present specification, there is provided a resin composition comprising the color material composition.

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

In addition, according to an exemplary embodiment of the present specification, there is provided a display device including the color filter.

The compound represented by Formula 1 according to an exemplary embodiment of the present specification has excellent solubility in a solvent, and excellent heat resistance and chemical resistance.

In addition, according to an exemplary embodiment of the present specification, the color material composition including the compound represented by Chemical Formula 1 has a characteristic of having higher luminance compared to the case where the conventional pigment is used.

In addition, according to an exemplary embodiment of the present specification, a color filter having excellent heat resistance and chemical resistance may be manufactured using the color material composition including the compound represented by Formula 1 above.

In addition, according to an exemplary embodiment of the present specification, when a color material composition including the compound represented by Formula 1 is used, there is an effect of reducing costs because it is not necessary to proceed with the dispersion process necessary when applying the existing pigment.

Recently, as a light source of a liquid crystal display (LCD), a light emitting diode (LED) or organic light emitting diode (OLED) device that emits light without driving or liquid crystal has been widely used instead of a conventional cold cathode tube (CCFL). When the LED or OLED is used as a light source, a separate color filter is not required because red, green, and blue light is emitted by itself. Accordingly, in order to manufacture thin-film displays and flexible displays, products using secondary light emission, such as LEDs and OLEDs from which color filters are removed, as unit pixels, are being developed and produced.

However, in the case of a display using LEDs and OLEDs as unit pixels, it is difficult to enlarge the area, and it is not easy to match or adjust the required color coordinates using the light emitted from the LED or OLED light source. Therefore, in order to realize a desired color, a light source and an appropriate color filter are required, and a pigment dispersion method using a pigment as a colorant is generally applied.

However, in the case of a pigment dispersion, the pigment not only scatters light because it exists in a particle state, but also rapidly increases the surface area of the pigment due to the refinement of the pigment. There is this.

Therefore, the use of dyes as colorants to achieve high luminance, high contrast ratio and high resolution has been studied. Among them, xanthene dyes are widely used as red colorants. In general, xanthene dyes have a good slope and high absorbance in the range of 500 nm to 550 nm, so they are effective for color characteristics. It has a disadvantage of having low heat resistance.

However, the compound represented by Formula 1 of the present specification has an effect of improving heat resistance by including an antioxidant, as well as inhibiting dye migration and dissolution, which are weak points of dyes, by including a crosslinking group. Therefore, a color filter having excellent heat resistance and chemical resistance may be manufactured using the color material composition including the compound represented by Formula 1 of the present specification.

In addition, if the color material composition including the compound represented by Formula 1 of the present specification is used, there is an effect of cost reduction because it is not necessary to proceed with the dispersion process necessary when applying the existing pigment.

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

The present specification provides a compound represented by Formula 1 above.

When the xanthene dye represented by the formula (1) has a reactive group represented by the substituent R106 of the formula (1), the xanthene dyes can react with each other by radicals or heat. In addition, the xanthene dye represented by Formula 1 can react with the polymerizable compound, alkali-soluble resin, etc. contained in the resin composition of the present specification. When the reaction occurs, the xanthene dye is firmly fixed in the cured film, resulting in improved heat resistance and chemical resistance.

Examples of substituents in the present specification are described below, but are not limited thereto.

는 연결되는 부위를 의미한다.In this specification,

means the part to be connected.

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

As used herein, the term "substituted or unsubstituted" refers to deuterium; halogen group; nitrile group; an alkyl group; cycloalkyl group; amine group; silyl group; boron group; phosphine oxide group; aryl group; and one or more substituents selected from the group consisting of a heterocyclic group containing one or more of N, O, S, Se and Si atoms, or is substituted with a substituent to which two or more of the above exemplified substituents are linked, or any It means that it does not have a substituent.

In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 50, more preferably 1 to 30. In addition, it may be 1 to 20, it may be 1 to 10. Specific examples include methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl , isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n -Heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethyl heptyl, 1-ethyl-propyl, 1,1-dimethyl-propyl, isohexyl, 4-methylhexyl, 5-methylhexyl, and the like.

In the present specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 60 carbon atoms, more preferably 3 to 30 carbon atoms. In addition, it may be 3 to 20 days, it may be 3 to 10 days. Specifically, cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3 ,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, and the like, but is not limited thereto.

In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 2 to 40, more preferably 2 to 30. In addition, it may be 2 to 20, 2 to 10. Specifically, vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1- Butenyl, 1,3-butadienyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2-(naphthyl) -1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, stilbenyl group, styrenyl group, and the like, but is not limited thereto.

In the present specification, when the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but preferably 6 to 50 carbon atoms, more preferably 6 to 30 carbon atoms. In addition, it may be 6 to 20 days, it may be 6 to 12 days. Specifically, the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, a quaterphenyl group, and the like, but is not limited thereto.

When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited. It is preferable that it is C10-50, and 10-30 are more preferable. Specifically, the polycyclic aryl group may be a naphthyl group, an anthracenyl group, a phenanthryl group, a pyrenyl group, a perylenyl group, a triphenyl group, a chrysenyl group, a fluorenyl group, and the like, but is not limited thereto.

In the present specification, the amine group is -NH ₂ ; an alkylamine group; N-alkylarylamine group; arylamine group; N-aryl heteroarylamine group; It may be selected from the group consisting of an N-alkylheteroarylamine group and a heteroarylamine group, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples of the amine group include a methylamine group, a dimethylamine group, an ethylamine group, a diethylamine group, a phenylamine group, a naphthylamine group, a biphenylamine group, an anthracenylamine group, and a 9-methyl-anthracenylamine group. , diphenylamine group, N-phenylnaphthylamine group, ditolylamine group, N-phenyltolylamine group, triphenylamine group, N-phenylbiphenylamine group; N-phenylnaphthylamine group; N-biphenylnaphthylamine group; N-naphthylfluorenylamine group; N-phenylphenanthrenylamine group; N-biphenylphenanthrenylamine group; N-phenylfluorenylamine group; N-phenylterphenylamine group; N-phenanthrenylfluorenylamine group; N-biphenylfluorenylamine group, and the like, but is not limited thereto.

In the present specification, the silyl group may be represented by the formula of -SiY1Y2Y3, wherein Y1, Y2 and Y3 are each hydrogen; a substituted or unsubstituted alkyl group; Or it may be a substituted or unsubstituted aryl group. The silyl group specifically includes a trimethylsilyl group (TMS), a triethylsilyl group, a t-butyldimethylsilyl group, a vinyldimethylsilyl group, a propyldimethylsilyl group, a triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group, etc. However, the present invention is not limited thereto.

In the present specification, the boron group may be represented by the formula of -BY4Y5, wherein Y4 and Y5 are each hydrogen; a substituted or unsubstituted alkyl group; Or it may be a substituted or unsubstituted aryl group. Specifically, the boron group includes, but is not limited to, a trimethylboron group, a triethylboron group, a t-butyldimethylboron group, a triphenylboron group, and a phenylboron group.

In the present specification, the heterocyclic group includes at least one of N, O, S, Si and Se as heteroatoms, and the number of carbon atoms is not particularly limited, but preferably has 2 to 60 carbon atoms, more preferably 2 to 30 carbon atoms. do. Also, it may be 2 to 20 days. Examples of the heterocyclic group include a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group, an oxadiazole group, a triazole group, a pyridine group, a bipyridine group, a pyrimidine group, a triazine group, an acridine group. , pyridazine group, pyrazine group, quinoline group, quinazoline group, quinoxaline group, phthalazine group, pteridine group, pyrido pyrimidine group, pyrido pyrazine group ), pyrazino pyrazine, isoquinoline, indole, pyrido indole, indeno pyrimidine (5H-indeno pyrimidine), carbazole, benzoxazole, benzimidazole, Benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuran group, dibenzofuran group, phenanthroline group, thiazolyl group, isoxazolyl group, oxadiazolyl group and thia and a diazolyl group, but is not limited thereto.

In the present specification, the heteroaryl group may be selected from the examples of the heterocyclic group except that it is aromatic, but is not limited thereto.

In the present specification, the alkylene group means that the alkyl group has two bonding positions, that is, a divalent group. Except that each of these groups is a divalent group, the description of the alkyl group described above may be applied.

In the present specification, the arylene group means that the aryl group has two bonding positions, that is, a divalent group. Except that each of these is a divalent group, the description of the aryl group described above may be applied.

In an exemplary embodiment of the present specification, L1 to L4 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group.

In an exemplary embodiment of the present specification, L1 to L4 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; or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

In an exemplary embodiment of the present specification, L1 to L4 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; or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms.

In an exemplary embodiment of the present specification, L1 to L4 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; or a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

In an exemplary embodiment of the present specification, L1 to L4 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 an exemplary embodiment of the present specification, L1 to L4 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, L1 to L4 are a direct bond.

In an exemplary embodiment of the present specification, Ar1 and Ar2 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 cycloalkyl group; Or a substituted or unsubstituted aryl group, Formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 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 cycloalkyl group having 3 to 30 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or the following formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 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 cycloalkyl group having 3 to 20 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or the following formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms; Or a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, or the following formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and each independently a substituted or unsubstituted methyl group; a substituted or unsubstituted ethyl group; a substituted or unsubstituted propyl group; Or a substituted or unsubstituted phenyl group, Formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and each independently a methyl group unsubstituted or substituted with a phenyl group; ethyl group; a propyl group unsubstituted or substituted with a hydroxy group; isopropyl group; Or a phenyl group, Formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 is a methyl group unsubstituted or substituted with a phenyl group; ethyl group; an ethyl group substituted with a hydroxyl group; Profile group; isopropyl group; Or a phenyl group, Formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar2 is a methyl group unsubstituted or substituted with a phenyl group; ethyl group; Profile group; isopropyl group; Or a phenyl group, Formula 1-A; Or represented by the following formula 1-B.

In an exemplary embodiment of the present specification, Ar1 and Ar2 are methyl groups substituted with a phenyl group.

In an exemplary embodiment of the present specification, R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.

In an exemplary embodiment of the present specification, R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R3 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms; a substituted or unsubstituted aryl group having 6 to 12 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R1 to R3 are hydrogen.

In an exemplary embodiment of the present specification, r1 and r2 are each 1 to 3, r3 is 1 to 4, and when r1 is 2 or more, R1 is the same as or different from each other, and when r2 is 2 or more, R2 is are the same as or different from each other, and when r3 is 2 or more, R3 is the same as or different from each other.

In an exemplary embodiment of the present specification, r1 is 1 to 3.

In an exemplary embodiment of the present specification, r1 is 3.

In one embodiment of the present specification, r2 is 1 to 3.

In one embodiment of the present specification, r2 is 3.

In one embodiment of the present specification, r3 is 1 to 4.

In one embodiment of the present specification, r3 is 4.

In an exemplary embodiment of the present specification, X1 and X2 are the same as or different from each other and are respectively represented by the following Formula 1-A or Formula 1-B.

[Formula 1-A]

[Formula 1-B]

In Formula 1-A and Formula 1-B,

The Q1 and Q2 are the same as or different from each other, and each independently O; or NH.

In the exemplary embodiment of the present specification, Q1 and Q2 are O.

In an exemplary embodiment of the present specification, Q1 and Q2 are NH.

In one embodiment of the present specification, L101 and L102 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group.

In one embodiment of the present specification, L101 and L102 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; or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms.

In one embodiment of the present specification, L101 and L102 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; or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms.

In one embodiment of the present specification, L101 and L102 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; or a substituted or unsubstituted arylene group having 6 to 12 carbon atoms.

In one embodiment of the present specification, L101 and L102 are the same as or different from each other, and each independently a direct bond; a substituted or unsubstituted methylene group; or a substituted or unsubstituted ethylene group.

In one embodiment of the present specification, L101 and L102 are the same as or different from each other, and each independently a direct bond; methylene group; or an ethylene group.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; or a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; or a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; hydroxyl group; or a substituted or unsubstituted tert-butyl group.

In an exemplary embodiment of the present specification, R101 to R105 are the same as or different from each other, and each independently hydrogen; hydroxyl group; or a tert-butyl group.

In an exemplary embodiment of the present specification, R103 is a hydroxyl group.

In an exemplary embodiment of the present specification, R102 and R104 are the same as or different from each other, and each independently represents a substituted or unsubstituted tert-butyl group.

In an exemplary embodiment of the present specification, R102 and R104 are tert-butyl groups.

In an exemplary embodiment of the present specification, R106 is any one selected from the following structure and a carboxylic acid group (-COOH).

In the structure,

L201 is a direct bond; or O.

In one embodiment of the present specification, L201 is a direct bond.

In the exemplary embodiment of the present specification, L201 is O.

In an exemplary embodiment of the present specification, R201 to R203 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 alkenyl group; a substituted or unsubstituted aryl group; Or a substituted or unsubstituted heterocyclic group.

In an exemplary embodiment of the present specification, R201 to R203 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 alkenyl group having 2 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms.

In an exemplary embodiment of the present specification, R201 to R203 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 alkenyl group having 2 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R201 to R203 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms; a substituted or unsubstituted aryl group having 6 to 12 carbon atoms; Or a substituted or unsubstituted heterocyclic group having 2 to 20 carbon atoms.

In an exemplary embodiment of the present specification, R201 to R203 are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted methyl group; or a substituted or unsubstituted ethylene group.

In an exemplary embodiment of the present specification, R201 to R203 are the same as or different from each other, and each independently hydrogen; methyl group; or an ethylene group.

In an exemplary embodiment of the present specification, R201 is an ethylene group substituted with a methyl group.

In an exemplary embodiment of the present specification, R202 is hydrogen.

In an exemplary embodiment of the present specification, R203 is hydrogen; or a methyl group.

In an exemplary embodiment of the present specification, r202 is 1 to 3, r203 is 1 to 5, and when r202 is 2 or more, R202 is the same as or different from each other, and when r203 is 2 or more, R203 is the same as or different from each other do.

In the exemplary embodiment of the present specification, when at least one of Ar1 and Ar2 is represented by Formula 1-A, at least one of X1 and X2 is represented by Formula 1-B, and at least one of Ar1 and Ar2 When one is represented by Formula 1-B, at least one of X1 and X2 is represented by Formula 1-A.

In the exemplary embodiment of the present specification, when Ar1 is represented by Formula 1-A, at least one of X1 and X2 is represented by Formula 1-B.

In the exemplary embodiment of the present specification, when Ar2 is represented by Formula 1-B, at least one of X1 and X2 is represented by Formula 1-A.

In an exemplary embodiment of the present specification, Ar1 and Ar2 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 cycloalkyl group; Or, in the case of a substituted or unsubstituted aryl group, at least one of X1 and X2 is represented by Formula 1-A, and the remainder not represented by Formula 1-A among X1 and X2 is represented by Formula 1-B do.

In an exemplary embodiment of the present specification, Ar1 and Ar2 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 cycloalkyl group; or in the case of a substituted or unsubstituted aryl group, at least one of X1 and X2 is represented by Formula 1-B, and the remainder of X1 and X2 not represented by Formula 1-B is represented by Formula 1-A do.

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

[Formula 1-1]

In Formula 1-1,

L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, X1 and X2 are as defined in Formula 1 above.

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

[Formula 2]

In Formula 2,

Definitions of L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, Q2, L101, L102, and R101 to R106 are the same as those defined in Formula 1 above.

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

[Formula 3]

In Formula 3,

Definitions for L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, L101, and R101 to R105 are the same as those defined in Formula 1 above.

In one example, at least one of Ar1 and Ar2 in Formula 3 may be represented by Formula 1-B.

In an exemplary embodiment of the present specification, the compound represented by Formula 1 is any one selected from the following compounds.

An exemplary embodiment of the present specification provides a polymer comprising the compound represented by Formula 1 as a monomer.

The monomer refers to a substance that becomes a unit when making a polymer compound through a chemical reaction.

The polymer refers to a compound made by polymerizing the monomer, and refers to a high molecular compound.

In an exemplary embodiment of the present specification, the polymer may further include other monomers in addition to including the compound represented by Formula 1 as a monomer. For example, it may further include a monomer and/or a polyfunctional monomer included in the following binder resin as a monomer.

In an exemplary embodiment of the present specification, the weight average molecular weight of the polymer including the compound represented by Formula 1 as a monomer may be 5,000 g/mol to 30,000 g/mol.

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

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

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

In one embodiment of the present specification, the color material composition further includes at least one of a dye and a pigment.

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

According to an exemplary embodiment of the present specification, the dye is at least one dye selected from a xanthene dye, a cyanine dye, an anthraquinone dye, and an azaporphyrin dye, and the pigment is a blue pigment or a purple pigment.

The xanthene dye, cyanine dye, anthraquinone dye, and azaporphyrin dye are not particularly limited as long as they are used in the art.

The blue pigment is not limited as long as it is used in the art, and among them, a copper phthalocyanine-based blue pigment may be included. Examples of the copper phthalocyanine-based blue pigment include compounds classified as pigments in the Color Index (published by The Society of Dyers and Colorists). Specific examples include C.I. and Color Index Pigment Blue 1, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60, and the like.

The purple pigment is not limited as long as it is used in the art, and C.I. and Color Index Pigment Violet 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, 50, and the like.

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

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

In one embodiment of the present specification, the resin composition may further include an additive.

The additive is a leveling agent; And it may be any one selected from the group consisting of an adhesive aid.

The binder resin is not particularly limited as long as it can exhibit physical properties such as strength and developability of a film made of the resin composition.

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

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

Specific examples of the unsaturated carboxylic acid esters include benzyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, isobutyl ( meth) acrylate, t-butyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, ethylhexyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, tetra Hydropuffril (meth) acrylate, hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxy-3-chloropropyl (meth) acrylate, 4-hydroxybutyl ( Meth) acrylate, acyloctyloxy-2-hydroxypropyl (meth) acrylate, glycerol (meth) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethoxy Cydiethylene glycol (meth)acrylate, methoxytriethylene glycol (meth)acrylate, methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methyl ether (meth)acrylate, phenoxydiethylene glycol (meth) ) acrylate, p-nonylphenoxypolyethylene glycol (meth)acrylate, p-nonylphenoxypolypropylene glycol (meth)acrylate, glycidyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, 1,1,1,3,3,3-hexafluoroisopropyl (meth)acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, tribromophenyl (meth) ) acrylate, methyl o-hydroxymethyl acrylate, ethyl o-hydroxymethyl acrylate, propyl o-hydroxymethyl acrylate and butyl o-hydroxymethyl acrylate, but only It is not limited.

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

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

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

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

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

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

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

In an exemplary embodiment of the present specification, the binder resin may be a copolymer having a mass ratio of benzyl methacrylate; N-phenylmaleimide; styrene; methacrylic acid = 55:9:11:25.

The polyfunctional monomer is a monomer that forms a photoresist image by light, specifically propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol di Acrylate, 6-hexanediol diacrylate, 1,6-hexanediol acrylate tetraethylene glycol methacrylate, bisphenoxy ethyl alcohol diacrylate, trishydroxyethyl isocyanurate trimethacrylate, trimethyl Propane trimethacrylate, diphenylpentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate and dipentaerythritol hexamethacrylate, glycidyl methacrylate , may be one or a mixture of two or more selected from the group consisting of epoxycyclohexyl methacrylate.

In an exemplary embodiment of the present specification, the polyfunctional monomer is dipentaerythritol hexaacrylate.

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

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

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

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

The oxime-based compound is 1,2-octadione-1-(4-phenylthio)phenyl-2-(o-benzoyloxime) (Ciba Geigisa, CGI 124), ethanone-1-(9-ethyl) -6-(2-methylbenzoyl-3-yl)-1-(O-acetyloxime) (CGI242), N-1919 (Adecasa), and the like, but is not limited thereto.

In one embodiment of the present specification, the photoinitiator may be PBG-3057.

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, diacetone alcohol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl It may be at least one selected from the group consisting of 3-ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether and dipropylene glycol monomethyl ether, but is limited thereto no.

In one embodiment of the present specification, the solvent may be diacetone alcohol.

In an exemplary embodiment of the present specification, the content of the compound represented by Formula 1 is 0.1 wt% to 60 wt% based on the total weight of the resin composition, and the content of the binder resin is 1 wt% to 60 wt%, and , The content of the photoinitiator is 0.1 wt% to 20 wt%, the content of the polyfunctional monomer is 0.1 wt% to 50 wt%, and the content of the solvent is 10 wt% to 80 wt%.

The resin composition may further include 0.01 wt% to 20 wt% of the leveling agent and 0.01 wt% to 20 wt% of the adhesive aid based on the total weight of the resin composition.

According to an exemplary embodiment of the present specification, based on the total weight of the solid content in the resin composition, the content of the compound represented by Formula 1 is 0.5 wt% to 90 wt%, and the content of the binder resin is 1 wt% to 50 wt%, the content of the photoinitiator is 0.1 wt% to 20 wt%, the content of the polyfunctional monomer is 0.1 wt% to 50 wt%.

The total weight of the solid content means the sum of the total weight of the components excluding the solvent in the resin composition. The solid content and the basis of weight % based on the solid content of each component may be measured by general analytical means used in the art, such as liquid chromatography or gas chromatography.

According to an exemplary embodiment of the present specification, the resin composition is selected from the group consisting of a photocrosslinking sensitizer, a curing accelerator, an antioxidant, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, and a dispersing agent 1 or 2 or more additives. additionally include

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

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

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

In one embodiment of the present specification, the leveling agent may be F-554.

The adhesive aid is not particularly limited, and all those commonly used in the art may be used.

In one embodiment of the present specification, the adhesive agent may be KBM-503.

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

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

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

The surfactant is a silicone-based surfactant or a fluorine-based surfactant, and specifically, the silicone-based surfactant is BYK-Chemie's BYK-077, BYK-085, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307 , BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335, BYK-341v344, BYK-345v346, BYK-348, BYK -354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK-390, etc. can be used. (DaiNippon Ink & Chemicals) F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F-445, F-446 , F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F -486, F-487, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1116SF , TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc. may be used, but is not limited thereto.

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

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

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

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

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

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

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

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

In an exemplary embodiment of the present specification, the color filter may be manufactured using a resin composition including the color material composition.

In an exemplary embodiment of the present specification, the resin composition is applied on a substrate to form a coating film, and a thin film or patterned photosensitive material is formed by exposing, developing and curing the coating film, including the photosensitive material A color filter may be formed.

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

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

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

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

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

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

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

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

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

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

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

Hereinafter, the present specification will be described in detail with reference to Examples. The following examples are for explaining the present specification, and the scope of the present specification includes the ranges described in the following claims, and substitutions and changes thereof, and is not limited to the scope of the examples.

<Production Example>

<Preparation Example 1> - Preparation of compound 1-1

Preparation of [Compound A]

[A-1] (Benzenesulfonate Dichlorosulfofluorescein)(3g, 7.40mmol, 1eq), [A-2](2-(Ethylamino)ethanol)(5.28g, 59.22mmol, 8eq), DI in a 100mL 1-neck round-bottom flask -After adding 50 g of water, it was stirred at 100 °C. Afterwards, the reaction was carried out overnight (12 hours). The reaction was terminated by quenching in 1M HCl solution, and sodium chloride (NaCl) was added to precipitate the reaction product. The resulting precipitate was filtered under reduced pressure and dried in an oven at 80°C. After drying, to remove NaCl between the products, it was dissolved in DMF (dimethylformamide) and filtered, and the filtrate was quenched with diethyl ether, filtered under reduced pressure, and dried to obtain compound A (2.88 g, 5.64 mmol, 76%). ) was obtained.

Ionization mode: APCI +:m/z = 511 [M+H]+, Exact Mass: 510.18

Preparation of [Compound B]

3,5-Di-tert-butyl-4-hydrobenzoic acid [Compound A-3] (1.91 g, 7.63 mmol, 3eq) was added to 75 g of dichloromethane and stirred. An ice bath was installed to bring the temperature to 0 °C, and then N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC-HCl) (1.462 g, 7.63 mmol, 3eq) was added and stirred for 15 minutes. A small amount of dimethylformamide, 4-dimethyl aminopyridine (DMAP) (0.244 g, 2 mmol) was added, and compound [A] (1.3 g. 2.545 mmol, 1 eq) was added, followed by reaction at 0° C. for 2 hours, and overnight at room temperature. It was reacted overnight. 150ml of distilled water and 70ml of Dichloromethane were further added for extraction, and the organic layer _{was passed through MgSO 4} to remove moisture and the solvent was removed under reduced pressure. Then, the precipitate was separated through column chromatography (Eluent MC (dichlorimethane): MeOH (Metanol) = 10:1). As a result, Compound B (1.36 g, 1.396 mmol) was obtained, and the yield was 54.8%.

Ionization mode: APCI +:m/z = 743 [M+H]+, Exact Mass: 742

[Preparation of compound 1-1]

Compound B (1.485 g, 2.0 mmol) was dissolved in Chloroform (40 ml) and D-MAP (0.487 g, 2.0 mmol) was added. 2-Hydroxyethyl Methacrylate (0.488 ml, 4.0 mmol) was added, and EDC (N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide) (1.15 g, 6.0 mmol) in CHCl ₃ (10 ml) was dropped to 72 at room temperature. time was reacted. After H ₂ O quenching, it was transferred to a seperatory funnel and the aqueous layer was _{extracted with CHCl 3} (Chloroform). The organic layer was separated, washed with brine, and dried _{over Na 2} SO _{4 .} Purification by flash silica column chromatography (CH2Cl2(dichloromethane):MeOH(Methanol)=9:1) gave compound 1-1 (0.991 g, 1.68 mmol, 56%).

Ionization mode: APCI +:m/z = 855 [M+H]+, Exact Mass: 854

<Preparation Example 2> - Preparation of compound 1-4

Preparation of [Compound C]

Compound A-4 of 3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propanoic acid (2.12g, 7.63mmol, 3eq), N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC- HCl) (1.462g, 7.63mmol, 3eq), Dimethylformamide, 4-Dimethyl aminopyridine (DMAP) (0.244g, 2mmol) and Compound A (1.3g. 2.545mmol, 1eq) were added and prepared in the same manner as in Preparation Example 1. C (1.15 g, 1.49 mmol) was obtained and the yield was 58.5%.

Ionization mode: APCI +:m/z = 771 [M+H]+, Exact Mass: 770

[Preparation of compound 1-4]

Compound C (1.0 g, 1.30 mmol), D-MAP (0.487 g, 2.0 mmol), 2-Hydroxyethyl Methacrylate (0.317 ml, 2.6 mmol), EDC(N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide) (1.15) g, 6.0 mmol) was added to prepare 0.84 g (yield 73.0%) of compound 1-4 in the same manner as in the preparation of compound 1-1.

Ionization mode: APCI +:m/z = 883 [M+H]+, Exact Mass: 882

<Preparation Example 3> - Preparation of compound 1-6

Preparation of [Compound D]

Compound A-1 (Benzenesulfonate Dichlorosulfofluorescein) (3g, 7.40mmol, 1eq) and Diethanolamine (3.89g, 37mmol, 5eq) were added and prepared in the same manner as in the preparation of Compound A to obtain Compound D, 3.2g (yield 79.8%) .

Preparation of [Compound E]

3,5-Di-tert-butyl-4-hydrobenzoic acid compound A-3 (2.54g, 10.16mmol, 4eq) and compound D (1.38g, 2.54mmol, 1eq) were added and prepared as in the preparation of compound B. Compound E, 1.21 g (yield 47.3%) was obtained.

Ionization mode: APCI +:m/z = 1007 [M+H]+, Exact Mass: 1006

Preparation of [Compound 1-6]

Compound E (1.0 g, 0.99 mmol, 1eq) and 2-Hydroxyethyl Methacrylate (0.36 ml, 3 mmol, 3eq) were added and prepared in the same manner as in Compound 1-1 to obtain 0.8 g of Compound 1-6 (yield 65.7%) ) was obtained.

Ionization mode: APCI +:m/z = 1231 [M+H]+, Exact Mass: 1230

<Preparation Example 4> - Preparation of compound 2-1

Compound B (1g, 1.34mmol, 1eq) was dissolved in 50ml of Dichloromethane, sodium hydroxide (0.05g, 1.34mmol, 1eq) and 0.02g of Benzyltrimethyl ammonium were added, stirred at room temperature for 30 minutes, and 1-chloro-2,3-epoxypropane ( 0.25 g, 2.68 mmol, 2eq) was added and stirred at 40° C. for 20 hours. After stirring, the reactant was quenched with an aqueous hydrochloric acid solution, transferred to a seperatory funnel, and the aqueous layer was _{extracted with CHCl 3} (Chloroform). The organic layer was separated, washed with brine, and dried _{over Na 2} SO _{4 .} The organic layer was dried under reduced pressure _{and purified by flash silica column chromatography (CH 2} Cl ₂ (dichloromethane):MeOH(Metanol)=9:1) to obtain compound 2-1 (0.65 g, 0.81 mmol, 60.7%).

Ionization mode: APCI +:m/z = 799 [M+H]+, Exact Mass: 798

<Preparation Example 5> - Preparation of compound 3-1

Compound B (1g, 1.34mmol, 1eq) was dissolved in 50ml of Dichloromethane, sodium hydroxide (0.05g, 1.34mmol, 1eq) and 0.02g of Benzyltrimethyl ammonium were added thereto, stirred at room temperature (25℃) for 30 minutes, and then 3-(chloromethyl)- 3-methyloxetane (0.32g, 2.68mmol, 2eq) was added and stirred at 40°C for 20 hours. After stirring, the reactant was quenched with an aqueous hydrochloric acid solution, transferred to a seperatory funnel, and the aqueous layer was _{extracted with CHCl 3} (Chloroform). The organic layer was separated, washed with brine, and dried _{over Na 2} SO _{4 .} The organic layer was dried under reduced pressure _{and purified by flash silica column chromatography (CH 2} Cl ₂ (dichloromethane):MeOH(Metanol)=9:1) to obtain compound 3-1 (0.62 g, 0.75 mmol, 55.9%).

Ionization mode: APCI +:m/z = 828 [M+H]+, Exact Mass: 827

<Preparation Example 6> - Preparation of compound 4-1

Compound B (1g, 1.34mmol, 1eq) was dissolved in 50ml of dichloromethane, sodium hydroxide (0.05g, 1.34mmol, 1eq) and 0.02g of Benzyltrimethyl ammonium were added, stirred at room temperature for 30 minutes, and then 2-chloroacetic acid (0.25g, 2.68mmol) , 2eq) and stirred at 40 °C for 20 hours. After stirring, the reactant was quenched with an aqueous hydrochloric acid solution, transferred to a seperatory funnel, and the aqueous layer was _{extracted with CHCl 3} (Chloroform). The organic layer was separated, washed with brine, and dried _{over Na 2} SO _{4 .} The organic layer was dried under reduced pressure _{and purified by flash silica column chromatography (CH 2} Cl ₂ (dichloromethane):MeOH(Metanol)=9:1) to obtain compound 4-1 (0.54 g, 0.67 mmol, 50.1%).

Ionization mode: APCI +:m/z = 801 [M+H]+, Exact Mass: 800

<Comparative example>

Comparative Example Compound 1.

As Comparative Example Compound 1, rhodamine B was used.

Preparation of the compound of Comparative Example 2.

[A-1] (Benzenesulfonate Dichlorosulfofluorescein) (3g, 7.40mmol, 1eq), 2,6-dimethylaniline (7.18g, 59.22mmol, 8eq), NMP 20g was added to a 100mL 1-neck round-bottom flask, and then Stirred for 4 hours. After confirming by TLC (Dichloromethane: Methyl alcohol = 15:1), the reaction solution was cooled to room temperature, quenched in 300 ml of 1M HCl solution to terminate the reaction, and sodium chloride (NaCl) was added to precipitate the reaction. The resulting precipitate was filtered under reduced pressure and dried in an oven at 80°C. After drying, in order to remove NaCl between the products, it was dissolved in DMF (dimethylformamide) and filtered, and the filtrate was quenched with diethyl ether, filtered under reduced pressure, and dried to obtain Comparative Example 2-1 (3.23 g, 5.64 mmol). , 76%) was obtained.

Ionization mode: APCI +:m/z = 575 [M+H]+, Exact Mass: 514.19

[Comparative Example 2-1] (3g, 5.22mmol, 1eq), K ₂ CO ₃ (2.885g, 20.88mmol, 4eq) NMP 50g was added to a 100mL 1-neck round-bottom flask, followed by stirring at room temperature for 10 minutes. . 2-((3-iodopropyl)carbamoyl)benzoic acid (6.955g, 20.88mmol, 4eq) was added and stirred at 95°C for 12 hours. After removing the solvent under reduced pressure, 120 ml of water was added and stirred in an ice water bath for 1 hour. The precipitate was filtered under reduced pressure and dried in an oven at 80°C. After drying, the precipitate was added to 100 ml of ethyl acetate, stirred, and then filtered. After removing 2-((3-iodopropyl)carbamoyl)benzoic acid and removing the solvent under reduced pressure, the precipitate was dissolved in MeOH and filtered under gravity to obtain Comparative Example 2 (4.113 g, 4.17 mmol, 80%).

Ionization mode: APCI +:m/z = 985 [M+H]+, Exact Mass: 984.34

Preparation of the compound of Comparative Example 3.

[A-1] (Benzenesulfonate Dichlorosulfofluorescein) (3g, 7.40mmol, 1eq), 2,6-dimethylaniline (7.18g, 59.22mmol, 8eq), NMP 20g was added to a 100mL 1-neck round-bottom flask, and then Stirred for 4 hours. After confirming by TLC (Dichloromethane: Methyl alcohol = 15:1), the reaction solution was cooled to room temperature, quenched in 300 ml of 1M HCl solution to terminate the reaction, and sodium chloride (NaCl) was added to precipitate the reaction. The resulting precipitate was filtered under reduced pressure and dried in an oven at 80°C. After drying, in order to remove NaCl between the products, it was dissolved in DMF (dimethylformamide) and filtered, and the filtrate was quenched with diethyl ether, filtered under reduced pressure, and dried to obtain Comparative Example 2-1 (3.23 g, 5.64 mmol). , 76%) was obtained.

Ionization mode: APCI +:m/z = 575 [M+H]+, Exact Mass: 514.19

[Comparative Example 2-1] (3g, 5.22mmol, 1eq), K ₂ CO ₃ (2.885g, 20.88mmol, 4eq) NMP 50g was added to a 100mL 1-neck round-bottom flask, followed by stirring at room temperature for 10 minutes. . 2-((3-iodopropoxy)carbonyl)benzoic acid (6.976g, 20.88mmol, 4eq) was added and stirred at 95°C for 12 hours. After removing the solvent under reduced pressure, 120 ml of water was added and stirred in an ice water bath for 1 hour. The precipitate was filtered under reduced pressure and dried in an oven at 80°C. After drying, the precipitate was added to 100 ml of Ethyl Acetate, stirred and filtered. After removing 2-((3-iodopropoxy)carbonyl)benzoic acid and removing the solvent under reduced pressure, the precipitate was dissolved in MeOH and filtered under gravity to obtain Comparative Example 3 (4.379 g, 4.43 mmol, 85%).

Ionization mode: APCI +:m/z = 987 [M+H]+, Exact Mass: 986.31

<Example>

<Preparation of resin composition Example 1>

Based on 100 parts by weight of the total weight of the resin composition, 0.85 parts by weight of the compound 1-1, 20.78 parts by weight of Binder A as a binder resin, 20.46 parts by weight of dipentaerythritol hexaacrylate as a polyfunctional monomer, and 0.68 parts by weight of photoinitiator PBG-3057 Part, 0.6 parts by weight of leveling agent F-554, 0.06 parts by weight of adhesion aid KBM-503, and 56.57 parts by weight of solvent diacetone alcohol (DAA, Diacetonealcohol) were mixed to prepare a resin composition Example 1.

The binder A is a copolymer having a mass ratio of benzyl methacrylate; N-phenylmaleimide; styrene; methacrylic acid = 55:9:11:25.

<Preparation of resin composition Examples 2 to 6>

Resin composition Examples 2 to 6 were prepared in the same manner as in Resin Composition Example 1, except that Compound 1-1 of Resin Composition Example 1 was changed to the compound shown in Table 1 below.

Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 compound 1-1 1-4 1-6 2-1 3-1 4-1

<Preparation of resin composition Comparative Examples 1 to 3>

Resin composition Comparative Examples 1 to 3 were prepared in the same manner as in Resin Composition Example 1 except that the compound of the resin composition Example 1 was changed to the compound shown in Table 2 below.

Comparative Example 1 Comparative Example 2 Comparative Example 3 compound Rhodamine B

<Experimental example>

Substrate fabrication

The resin compositions prepared in Comparative Examples 1 to 3 and Examples 1 to 6 were spin-coated on glass (5cm X 5cm) and prebake was performed at 100° C. for 100 seconds to form a film. After the pre-heat treatment, the substrate was manufactured by post-bake treatment at 230° C. for 20 minutes.

Heat resistance evaluation

An absorption spectrum in a wavelength range of 380 to 780 nm was obtained by using a spectrometer (MCPD, Otsuka Co.) for the post-bake substrate prepared under the above conditions.

In addition, the transmittance spectrum was obtained in the same measurement range as the same equipment by additionally processing the post heat treatment substrate (post bake once) at 230° C. for 60 minutes.

ΔEab was calculated by Equation 1 below 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.

[Formula 1]

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

A small ΔEab value means less color change, indicating excellent heat resistance.

Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 △Eab 62.4 13.4 8.82 2.08 6.49 5.01 3.58 4.23 6.02

According to Table 3, it was confirmed that the ΔEab values of Examples 1 to 6 were smaller than the ΔEab values of Comparative Examples 1 to 3. Accordingly, it was confirmed that it is possible to obtain a color filter and a coloring composition for a color filter having excellent heat resistance by using the xanthene-based dye, which is a compound represented by the above formula (1) in which a specific substituent and a crosslinkable group according to the present specification are introduced.

Chemical resistance evaluation

A substrate was fabricated by the above method, cut to 1 cm Х 5 cm, immersed in 16 g of N-methyl-2-pyrrolidone solvent, 2 pieces cut to 1 cm Х 5 cm, and then baked in a convection oven at 80° C. for 40 minutes. was carried out. The absorbance of the solvent from which the substrate piece was taken out was measured, and the absorbance and improvement rates (%) of Examples 1 to 6 compared to Comparative Example 1 are described in Table 3 below.

division absorbance Improvement compared to Comparative Example 1 (%) Comparative Example 1 1.523 - Comparative Example 2 1.102 27.6% Comparative Example 3 0.988 35.1% Example 1 0.562 63.1% Example 2 0.377 75.2% Example 3 0.785 48.5% Example 4 0.269 82.3% Example 5 0.355 76.7% Example 6 0.211 86.1%

According to Table 3, it was confirmed that the absorbance of Examples 1 to 6 was smaller than the absorbance of Comparative Examples 1 to 3. The lower the absorbance, the better the chemical resistance. Accordingly, it was confirmed that a coloring composition for a color filter having improved chemical resistance by a solvent can be obtained by using the xanthene-based dye, which is a compound represented by Formula 1 in which a specific substituent and a crosslinkable group according to the present specification are introduced.

Claims (13)

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

In Formula 1,
L1 to L4 are the same as or different from each other, and each independently a direct bond; or an unsubstituted C 1 to C 10 alkylene group,
Ar1 and Ar2 are the same as or different from each other, and are each independently an alkyl group having 1 to 10 carbon atoms substituted or unsubstituted with an aryl group having 6 to 12 carbon atoms or a hydroxy group, or Formula 1-A; Or represented by the following formula 1-B,
R1 to R3 are the same as or different from each other, and each independently hydrogen; or deuterium,
r1 and r2 are each 1 to 3,
r3 is 1 to 4,
When r1 is 2 or more, R1 is the same as or different from each other, when r2 is 2 or more, R2 is the same as or different from each other, and when r3 is 2 or more, R3 is the same as or different from each other,
X1 and X2 are the same as or different from each other, and are each independently represented by Formula 1-A or Formula 1-B,
[Formula 1-A]

[Formula 1-B]

In Formula 1-A and Formula 1-B,
The Q1 and Q2 are the same as or different from each other, and each independently O; or NH;
L101 and L102 are the same as or different from each other, and are each independently a direct bond; or an unsubstituted C 1 to C 10 alkylene group,
R101 to R105 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; hydroxyl group; Or an unsubstituted C 1 to C 10 alkyl group,
R106 is any one selected from the following structure and a carboxylic acid group (-COOH),

In the structure,
L201 is a direct bond; or O;
R201 to R203 are the same as or different from each other, and each independently hydrogen; heavy hydrogen; an unsubstituted C1-C10 alkyl group; an alkenyl group having 2 to 10 carbon atoms substituted with an alkyl group having 1 to 10 carbon atoms; or an aryl group having 6 to 12 carbon atoms substituted with at least one selected from the group consisting of an alkyl group having 1 to 10 carbon atoms and a hydroxyl group,
r202 is 1 to 3,
r203 is 1 to 5,
When r202 is 2 or more, R202 is the same as or different from each other, and when r203 is 2 or more, R203 is the same as or different from each other,

means the part to be connected,
When at least one of Ar1 and Ar2 is represented by Formula 1-A, at least one of X1 and X2 is represented by Formula 1-B,
When at least one of Ar1 and Ar2 is represented by Formula 1-B, at least one of X1 and X2 is represented by Formula 1-A. The compound according to claim 1, wherein Formula 1 is represented by Formula 2 below:
[Formula 2]

In Formula 2,
Definitions of L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, Q2, L101, L102, and R101 to R106 are the same as those defined in Formula 1 above. The method according to claim 1, wherein L1 to L4 are the same as or different from each other, and each independently a direct bond; unsubstituted methylene group; unsubstituted ethylene group; or an unsubstituted propylene group. The compound of claim 1, wherein R103 is a hydroxy group. The compound of claim 1, wherein R102 and R104 are unsubstituted tert-butyl groups. The compound according to claim 1, wherein the compound represented by Formula 1 is any one selected from the following compounds:

. A polymer comprising the compound according to any one of claims 1 to 6 as a monomer. A color material composition comprising the compound according to any one of claims 1 to 6. The color material composition of claim 8, further comprising at least one of a dye and a pigment. The colorant composition according to claim 9, wherein the dye is one or more dyes selected from xanthene dyes, cyanine dyes, anthraquinone dyes and azaporphyrin dyes, and azo metal complexes, and the pigment is a blue pigment or a purple pigment. a compound according to any one of claims 1 to 6; binder resin; polyfunctional monomers; photoinitiators; And a resin composition comprising a solvent. A color filter comprising the resin composition according to claim 11 . A display device comprising the color filter according to claim 12 .