JP6690827B2 - Photosensitive resin composition and color filter containing the same - Google Patents

Description

  The present specification relates to a photosensitive resin composition and a color filter including the same.

  In recent years, color filters have been required to have performances characterized by high brightness and high contrast ratio. Further, one of the main purposes of developing a display element is to differentiate display element performance by improving color purity and improve productivity in the manufacturing process.

  Conventionally, since the pigment type used as a color material of a color filter is present in a color photoresist in a particle dispersed state, it has been difficult to adjust the brightness and contrast ratio by adjusting the size and distribution of the pigment particles. In the case of pigment particles, the solubility and dispersibility are poor due to aggregation in the color filter, and large particles that are aggregated cause multiple scattering of light. Such scattering of polarized light has been pointed out as the main factor of reducing the contrast ratio. Efforts are continuing to improve the brightness and contrast ratio by making the pigment ultrafine and stabilizing the dispersion, but the degree of freedom is limited in the selection of color materials to achieve color coordinates for display devices with high color purity. To be done. Further, the improvement of the color purity, brightness and contrast ratio of the color filter by the pigment dispersion method using the already developed color material, especially the pigment has reached the limit. Therefore, it is required to develop a color material or a photosensitive resin composition containing the same in order to improve color reproducibility, brightness and contrast ratio by increasing color purity.

JP, 9-87534, A

  The present invention relates to a photosensitive resin composition and a color filter manufactured using the same.

One embodiment of the present invention comprises a compound represented by the following Chemical Formula 1 and an antioxidant:
The photosensitive resin composition is characterized in that the antioxidant contains at least one group selected from the group consisting of a phosphoric acid ester group and a phosphorous acid ester group, and a hydroxyphenyl group.
[Chemical formula 1]

In chemical formula 1,
L _A and L _B are the same or different from each other, each independently a direct bond; or an alkylene group having 1 to 10 carbon atoms,
R _{A to} R _F are the same or different from each other, and each independently, hydrogen; deuterium; a halogen atom; a nitro group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted 1 carbon atom To alkoxy group; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms Selected from
R _{1 to} R ₆ are the same or different from each other, and each independently, hydrogen; deuterium; a halogen atom; a substituted or unsubstituted linear or branched alkyl group having 1 to 6 carbon atoms; a substituted or unsubstituted It is selected from the group consisting of and _-SO 2 _NR 8 _{R 9,;} sulfonic acid group; a sulfonic acid ester group; _sulfonate; -SO 2 NHR ₇ group alkoxy group having 1 to 6 carbon atoms
R _{7 to} R ₉ are the same or different from each other, and each independently represent a linear or branched alkyl group having 1 to 10 carbon atoms,
X _{1 to} X ₅ are the same or different from each other, and independently, hydrogen; deuterium; anionic group; hydroxy group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number A monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms,
At least one of X _{1 to} X ₅ is an anionic group,
R _AA and R _BB are the same as or different from each other, and each independently, hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms; a halogen atom; a nitro group; a phenoxy group; and from _-SO 2 NR''R'''; carboxy groups; carboxylic acid ester group; carboxylate; alkoxycarbonyl group; a hydroxyl group; a sulfonic acid group; a sulfonic acid ester group; _sulfonate; -SO 2 NHR' Selected from the group
a and b are the same or different from each other, each independently an integer of 0 to 4,
When a and b are 2 or more, the structures in parentheses are the same or different from each other,
R ′, R ″ and R ″ ″ are the same or different from each other and are each independently an alkyl group having 1 to 30 carbon atoms.

  In addition, one embodiment of the present invention provides a photosensitive material manufactured using the photosensitive resin composition and a color filter including the photosensitive material.

  When forming a color filter pattern, the photosensitive resin composition according to an exemplary embodiment of the present invention can reduce sensitivity and increase brightness when a hole is realized in the pattern.

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

  In this specification, when a part is “comprising” a certain constituent element, this does not exclude the other constituent element, and may further include the other constituent element unless otherwise specified. means.

  According to one embodiment of the present specification, there is provided a photosensitive resin composition comprising the compound represented by Formula 1 and the compound represented by Formula 2 or Formula 3.

  In the present specification, the term "substituted or unsubstituted" means deuterium; halogen atom; alkyl group; alkenyl group; alkoxy group; cycloalkyl group; arylalkenyl group; aryl group; aryloxy group; aralkyl group; aralkenyl. Group; alkylamine group; aralkylamine group; arylamine group; heteroaryl group; carbazole group; acryloyl group; acrylate group; ether group; nitrile group; nitro group; hydroxy group; cyano group; N, O, S or P atom It means that it is substituted with one or more substituents selected from the group containing a heteroaryl group containing one or more of them and an anionic group, or does not have any substituents.

  In the present specification, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but may be 1 to 30. Specific examples include, but are not limited to, methyl group, ethyl group, propyl group, isopropyl group, butyl group, t-butyl group, pentyl group, hexyl group, and heptyl group.

  In the present specification, the alkenyl group may be linear or branched, and the carbon number is not particularly limited, but may be 2 to 25. Specific examples thereof may include, but are not limited to, an alkenyl group substituted with an aryl group such as a stilbenyl group and a styrenyl group.

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

  In the present specification, the cycloalkyl group is not particularly limited, but may have 3 to 20 carbon atoms, and particularly may be a cyclopentyl group or a cyclohexyl group.

  In the present specification, examples of the halogen atom include fluorine, chlorine, bromine and iodine.

  In the present specification, the aryl group may be a monocyclic aryl group or a polycyclic aryl group.

  When the aryl group is a monocyclic aryl group, the carbon number is not particularly limited, but may be 6 to 40. Specific examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, a terphenyl group, and the like.

  When the aryl group is a polycyclic aryl group, the carbon number is not particularly limited and may be 10 to 40. Specific examples of the polycyclic aryl group include, but are not limited to, a naphthyl group, anthryl group, phenanthryl group, pyrenyl group, perylenyl group, chrysenyl group and fluorenyl group.

When the fluorenyl group is substituted,
Spirofluorenyl groups, such as
(9,9-dimethylfluorenyl group), and
It can be a substituted fluorenyl group such as (9,9-diphenylfluorenyl group). However, it is not limited to this.

  In the present specification, the heteroaryl group is an aromatic heterocyclic group containing O, N, S or P as a hetero atom, and the carbon number is not particularly limited, but may be 1 to 30. Examples of the heterocyclic group include thiophene group, furanyl group, pyrrole group, imidazole group, thiazole group, oxazole group, oxadiazole group, triazole group, pyridyl group, bipyridyl group, triazinyl group, acridyl group, pyridazinyl group, quinolinyl group. Group, isoquinolyl group, indole group, carbazole group, benzoxazole group, benzimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group and dibenzofuranyl group, but not limited to these It is not something that will be done.

  In the present specification, an alkylene group means an alkane having two bonding positions. The alkylene group may be linear, branched or cyclic. Although the carbon number of the alkylene group is not particularly limited, it may be 2 to 25.

  In the present specification, the description regarding the aryl group can be applied, except that the arylene group is a divalent substituent.

  In the present specification, the description on the heteroaryl group can be applied, except that the heteroarylene group is a divalent substituent.

  In this specification, adjacent groups are bonded to each other to form a substituted or unsubstituted ring, which means that a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic hydrocarbon ring; a substituted or unsubstituted aromatic hydrocarbon ring; It means forming an unsubstituted aliphatic heterocycle; a substituted or unsubstituted aromatic heterocycle; or a condensed ring thereof.

  In the present specification, the aliphatic hydrocarbon ring means a ring which is not aromatic and which is composed of only carbon and hydrogen atoms.

  Specifically, examples of the aliphatic hydrocarbon ring include cyclopropane, cyclobutane, cyclobutene, cyclopentane, cyclopentene, cyclohexane, cyclohexene, 1,4-cyclohexadiene, cycloheptane, cycloheptene, cyclooctane and cyclooctene. However, the present invention is not limited to these.

  In the present specification, the aromatic hydrocarbon ring means an aromatic ring composed only of carbon and hydrogen atoms. In the present specification, specifically, examples of the aromatic hydrocarbon ring include phenyl group, naphthyl group, anthracenyl group, benzene, naphthalene, anthracene, phenanthrene, perylene, fluoranthene, triphenylene, phenalene, pyrene, tetracene and chrysene. , Pentacene, fluorene, indene, acenaphthylene, benzofluorene, spirofluorene and the like, but are not limited thereto.

  In the present specification, an aliphatic heterocycle means an aliphatic ring containing at least one hetero atom. Specifically, examples of the aliphatic heterocycle include oxirane, tetrahydrofuran, 1,4-dioxane, pyrrolidine, piperidine, morpholine, oxepane, azocaine, thiocaine and the like. However, the present invention is not limited to these.

  In the present specification, the aromatic heterocycle means an aromatic ring containing at least one hetero atom. Specifically, examples of the aromatic heterocycle include pyridine, pyrrole, pyrimidine, pyridazine, furan, thiophene, imidazole, pyrazole, oxazole, isoxazole, thiazole, isothiazole, triazole, oxadiazole, thiadiazole, dithiazole, Tetrazole, pyran, thiopyran, diazine, oxazine, thiazine, dioxin, triazine, tetrazine, isoquinoline, quinoline, quinol, quinazoline, quinoxaline, naphthyridine, acridine, phenanthridine, diazanaphthalene, triazaindene, indole, indolizine, benzo Thiazole, benzoxazole, benzimidazole, benzothiophene, benzofuran, dibenzothiophene, dibenzofuran, carbazole, benzo Carbazole, dibenzo carbazole, phenazine, imidazopyridine, phenoxazine, phenanthridine, indolocarbazole, there are such indeno carbazole, but is not limited thereto.

  In the present specification, the aliphatic hydrocarbon ring, aromatic hydrocarbon ring, aliphatic heterocycle and aromatic heterocycle may be monocyclic or polycyclic.

In one embodiment of the present specification, L _A and L _B are the same or different from each other, each independently a direct bond; or an alkylene group having 1 to 10 carbon atoms.

In one embodiment, L _A and L _B are each a propylene group.

In one embodiment of the present specification, R _{A to} R _F are the same or different from each other, and each independently, hydrogen; deuterium; a halogen atom; a nitro group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. A substituted or unsubstituted C1-C30 alkoxy group; a substituted or unsubstituted C6-C30 monocyclic or polycyclic aryl group; and a substituted or unsubstituted C1-C30 monocycle or It is selected from the group consisting of polycyclic heteroaryl groups.

In one embodiment, R _A -R _F are hydrogen.

According to one embodiment of the present specification, R _{1 to} R ₆ are the same or different from each other, and each independently, hydrogen; deuterium; a substituted or unsubstituted C 1-6 linear or branched alkyl group. group, a sulfonic acid group, a sulfonic acid _base, -SO 2 NHR ₇ group; selected from the group consisting of and _-SO 2 _NR 8 _{R 9,}
R _{7 to} R ₉ are the same or different from each other and are each independently a linear or branched alkyl group having 1 to 10 carbon atoms.

According to one embodiment of the present specification, R _{1 to} R ₆ are the same or different from each other, and each independently, hydrogen; deuterium; a substituted or unsubstituted C 1-6 linear or branched alkyl group. A group and a sulfonate group.

In one embodiment of the present specification, X _{1 to} X ₅ are the same or different from each other, and each independently, hydrogen; deuterium; anionic group; hydroxy group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. A group; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms, At least one of X _{1 to} X ₅ is an anionic group.

In one embodiment herein, the anionic _{^{group, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - Z +, -CO 2 H, -O 2 - Z +, -CO 2 At least one selected from the group consisting of R _a , —SO ₃ R _b and —SO ₃ NR _c R _d , Z ⁺ represents N (R _e ) ₄ ⁺ , Na ⁺ or K ⁺ , and R _a to R _e are each independently substituted or unsubstituted straight C1-30 or branched chain alkyl group; a substituted or unsubstituted single ring having from 6 to 30 carbon atoms or polycyclic aryl group; And at least one selected from the group consisting of a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms.

According to another embodiment herein, the anionic group, -SO ₃ ^- or _-SO ³ - may be a Na ^+.

  The anionic groups may themselves have anions or may be present in the form of complex compounds with other cations. Therefore, the sum of the charges of the entire molecule of the compound represented by Chemical Formula 1 may differ depending on the number of the substituted anionic groups. Since the compound of the present invention has a cation in one amine group, the sum of charges of the entire molecule is calculated by subtracting 1 from the number of substituted anionic groups, that is, a value from anion to 0. Can have.

  In one embodiment of the present specification, R ′, R ″ and R ″ ″ are the same or different from each other and are each independently an alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, L _{1 to} L ₄ are the same or different from each other, each independently a direct bond; or an alkylene group having 1 to 10 carbon atoms.

In one embodiment, L _{1 to} L ₄ are each an ethylene group.

In one _embodiment, R 1 to R ₄ are each 2.

In one embodiment of the present specification, R _{1 to} R ₄ are the same or different from each other, and each independently are hydrogen; deuterium; or an alkyl group having 1 to 30 carbon atoms.

In one embodiment, R _{1 to} R ₄ are the same or different from each other and are each independently hydrogen; or a linear or branched alkyl group having 1 to 10 carbon atoms.

In one _embodiment, R 1 to R ₄ is a t- butyl group.

  According to one embodiment of the present specification, the antioxidant may include at least one group selected from the group consisting of a phosphoric acid ester group and a phosphorous acid ester group, and a hydroxyphenyl group.

  The antioxidant may be contained in an amount of 0.05 to 10 parts by weight, more specifically 0.1 to 5 parts by weight, based on the total weight of the solid content of the photosensitive resin composition. You may

In one embodiment of the present specification, the antioxidant may be represented by Formula 2 and Formula 3 below.
[Chemical formula 2]
[Chemical formula 3]

  In one embodiment of the present specification, the photosensitive resin composition may further include a binder resin, a polyfunctional monomer, a photoinitiator, and a solvent.

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

  The binder resin may be a copolymer resin of a polyfunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility, and may further include a binder generally used in this technical field. .

  In one embodiment, the binder resin may be an acrylic binder resin.

  The polyfunctional monomer that imparts mechanical strength to the membrane is any selected from the group including unsaturated carboxylic acid esters; aromatic vinyls; unsaturated ethers; unsaturated imides; and acid anhydrides. It may be one or more.

  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, tetrahydrofurfuryl (meth) acrylate, hydroxyethyl (meth) acrylate , 2-hydroxypropyl (meth) acrylate, 2-hydroxy-3-chloropropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, acyloctyloxy-2- Droxypropyl (meth) acrylate, glycerol (meth) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxytri Propylene glycol (meth) acrylate, poly (ethylene glycol) methyl ether (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, p-nonylphenoxy polyethylene glycol (meth) acrylate, p-nonylphenoxy polypropylene glycol (meth) acrylate, glycidyl ( (Meth) acrylate, tetrafluoropropyl (meth) acrylate, 1,1,1,3,3,3-hexafluor Isopropyl (meth) acrylate, octafluoropentyl (meth) acrylate, heptadecafluorodecyl (meth) acrylate, tribromophenyl (meth) acrylate, methyl α-hydroxymethyl acrylate, ethyl α-hydroxymethyl acrylate, propyl α-hydroxymethyl It may be selected from the group consisting of acrylate and butyl α-hydroxymethyl acrylate, but is not limited thereto.

  Specific examples of the aromatic vinyl monomers include styrene, α-methylstyrene, (o, m, p) -vinyltoluene, (o, m, p) -methoxystyrene, and (o, m, p). ) -Chlorostyrene may be selected, 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 may be selected from the group consisting of N-phenylmaleimide, N- (4-chlorophenyl) maleimide, N- (4-hydroxyphenyl) maleimide, and N-cyclohexylmaleimide. However, the present invention is not limited to these.

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

  The alkali-solubility-imparting monomer is not particularly limited as long as it contains an acid group, and examples thereof include (meth) acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethylmaleic acid and 5-norbornene. -2-carboxylic acid, mono-2-((meth) acryloyloxy) ethyl phthalate, mono-2-((meth) acryloyloxy) ethyl succinate, ω-carboxypolycaprolactone mono (meth) acrylate It is preferable to use at least one selected, but it is not limited thereto.

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

  The polyfunctional monomer is a monomer that plays a role of forming a photoresist image by light, and specifically, propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol diacrylate, 6- Hexanediol diacrylate, 1,6-hexanediol acrylate tetraethylene glycol methacrylate, bisphenoxyethyl alcohol diacrylate, trishydroxyethyl isocyanurate trimethacrylate, trimethylpropane trimethacrylate, diphenylpentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol. Tetramethacrylate and dipentaerythritol hex May be one or a mixture of two or more selected from the group consisting of methacrylates.

  The photoinitiator is not particularly limited as long as it is an initiator that generates a radical by light and causes crosslinking, for example, selected from the group consisting of acetophenone compounds, biimidazole compounds, triazine compounds, and oxime compounds. One or more types may be used.

  The acetophenone-based compound may be 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- (2- Hydroxyethoxy) -phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexylphenyl ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-Methyl- (4-methylthio) phenyl-2-morpholino-1-propan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, 2- ( 4-Bromobenzyl-2-dimethylamino-1- 4-morpholinophenyl) - butan-1-like-one or 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino-1-one may, but is not limited thereto.

  Examples of the biimidazole compound include 2,2-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole and 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' -Tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl) -4,4,5,5'-tetraphenyl-1,2'-biimidazole and the like, 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-triazine -6-yl] phenylthio} acetate, 2-epoxyethyl-2- {4- [2,4-bis (trichloromethyl) -s-triazin-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-triazin-6-yl] phenylthio} propionic acid, 3- {4 -[2,4-bis (trichloromethyl) -s-triazin-6-yl] phenylthio} propionamide, 2,4-bis (trichloromethyl) -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. Yes, but not limited to this.

  The oxime-based compound is 1,2-octadione, -1- (4-phenylthio) phenyl, -2- (o-benzoyloxime) (CGI-124, manufactured by Ciba-Geigy), ethanone, -1- (9-ethyl). ) -6- (2-Methylbenzoyl-3-yl)-, 1- (O-acetyloxime) (CGI-242), N-1919 (manufactured by ADEKA CORPORATION) and the like, but 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-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3 -Ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, one or more selected from the group consisting of propylene glycol monomethyl ether and dipropylene glycol monomethyl ether, but not limited thereto is not.

In one embodiment of the present specification, the content of the compound represented by Chemical Formula 1 is 0.1 to 50 parts by weight based on the total weight of the solid content in the photosensitive resin composition.
The content of the compound represented by Chemical Formula 2 is 0.01 to 10 parts by weight,
The content of the binder resin is 1 to 60 parts by weight,
The content of the photoinitiator is 0.1 to 20 parts by weight,
The content of the polyfunctional monomer is 0.1 to 50 parts by weight.

  The total weight of the solid content means the sum of the total weight of components other than the solvent in the resin composition. The solid content and parts by weight based on the solid content of each component can be measured by common analytical means used in the art such as liquid chromatography or gas chromatography.

  In one embodiment of the present specification, the photosensitive resin composition may further include at least one of a dye and a pigment.

  The dyes and pigments each play a role of absorbing a wavelength in a desired range so that a color appears, and are classified into dyes and pigments depending on the solubility in a solvent. A dye may refer to one that has a high solubility in a solvent and is easily dissolved, and a pigment may refer to one that has a relatively low solubility and does not readily dissolve.

  Further, the dye may be at least one selected from the group including anthraquinone dyes, tetraazaporphyrin dyes and triarylmethane dyes.

In addition, the anthraquinone dye may be represented by the following chemical formula 4.
[Chemical formula 4]
In the chemical formula 4,
R ₁₁ and R ₁₂ are each independently at least one selected from the group consisting of an amino group, an alkylamino group, a dialkylamino group, a phenylamino group and a diphenylamino group.

Further, according to an embodiment of the present specification, the anthraquinone dye may be any one selected from the following compounds.

Further, according to one embodiment of the present specification, the tetraazaporphyrin-based dye may be selected from the following compounds.

In addition, according to an embodiment of the present specification, the triarylmethane-based dye may be any one selected from the following compounds.

  Moreover, in one embodiment of the present specification, the pigment is a blue pigment.

  The blue pigment is a blue organic pigment and is, for example, C.I. I. Pigment Blue 15, C.I. I. Pigment Blue 15: 3, C.I. I. Pigment Blue 15: 4, C.I. I. Pigment Blue 15: 6, C.I. I. Pigment Blue 60 or the like may be included.

  In one embodiment, the pigment may include a copper phthalocyanine-based pigment.

  The blue dye is a blue dye, and may include, for example, a methyl dye, an anthraquinone dye, an azo dye, a triarylmethane dye, a phthalocyanine dye, and the like.

  In addition, the blue pigment is a blue lake pigment, and may include, for example, the above blue pigment laked with a laker. The laking agent is not particularly limited, and examples thereof include phosphotungstic acid, phosphomolybdic acid, phosphotungstic molybdic acid, tannic acid, lauric acid, 3,4,5-trihydroxybenzoic acid, ferricyanide, and ferrocyanide. Etc. may be used.

  Specific examples of blue lake pigments include C.I. I. Pigment Blue 1, C.I. I. Pigment Blue 1: 2, C.I. I. Pigment Blue 2, C.I. I. Pigment Blue 3, C.I. I. Pigment Blue 8, C.I. I. Pigment Blue 9, C.I. I. Pigment Blue 10, C.I. I. Pigment Blue 12, C.I. I. Pigment Blue 14, C.I. I. Pigment Blue 17: 1, C.I. I. Pigment Blue 18, C.I. I. Pigment Blue 19, C.I. I. Pigment Blue 24, C.I. I. Pigment Blue 24: 1, C.I. I. Pigment Blue 53, C.I. I. Pigment Blue 56, C.I. I. Pigment Blue 56: 1, C.I. I. Pigment Blue 61, C.I. I. Pigment Blue 61: 1, C.I. I. Pigment Blue 62, C.I. I. Pigment Blue 63, C.I. I. Pigment Blue 78 and the like.

In one embodiment of the present specification, the photosensitive resin composition further includes a dispersant, and the dispersant is a polymer including a repeating unit represented by the following chemical formula 11 or a repeating unit represented by the chemical formula 12. May be included.
[Chemical formula 11]
[Chemical formula 12]
In Formula 11 and Formula 12,
R ₃₀₁ and R ₄₀₁ are the same or different from each other, each independently a hydrogen; or an alkyl group having 1 to 10 carbon atoms,
R _<302> , R _<303> , R _<402> and R _<403> are the same or different from each other, and each independently, hydrogen; an alkyl group having 1 to 30 carbon atoms; an aryl group having 6 to 30 carbon atoms; It may be a heteroaryl group,
R ₃₀₂ and R ₃₀₃ or R ₄₀₂ and R ₄₀₃ are bonded to each other to form a substituted or unsubstituted ring,
Ar ₃ and Ar ₄ are the same or different from each other and are each independently a direct bond; an alkylene group having 1 to 10 carbon atoms;-[CH (R ₃₁₁ ) -CH (R ₃₁₂ ) -O] _x -CH (R ₃₁₃₎ -CH _{(R 314)} - or _- a divalent linking group _{represented, - [(CH 2) y1} -O] z - (CH 2) y2
R _{311 to} R ₃₁₄ are the same or different from each other, each independently hydrogen; or an alkyl group having 1 to 10 carbon atoms,
x is an integer of 1 to 18, and when x is 2 or more, the structures in parentheses are the same or different from each other,
y1 and y2 are the same or different from each other, each independently an integer of 1 to 5,
z is an integer of 1 to 18, and when z is 2 or more, the structures in parentheses are the same or different from each other,
Q is any one selected from the group consisting of a direct bond; an alkylene group having 1 to 10 carbon atoms; an arylene group having 6 to 30 carbon atoms; -CONH-; -COO-; and an ether group having 1 to 10 carbon atoms. One or more linking groups are linked.

  In one embodiment, the dispersant may be included in an amount of 0.5 to 50 parts by weight based on the total weight of solids in the resin composition.

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

  According to one embodiment of the present specification, the content of the antioxidant is 0.1 parts by weight to 20 parts by weight based on the total weight of the solid content in the resin composition.

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

  According to one embodiment of the present specification, the content of the additive is 0.1 to 20 parts by weight based on the total weight of the solid content in the resin composition.

  The photocrosslinking sensitizer is benzophenone, 4,4-bis (dimethylamino) benzophenone, 4,4-bis (diethylamino) benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoylbenzoate, 3,4. Benzophenone-based compounds such as 3-dimethyl-4-methoxybenzophenone and 3,3,4,4-tetra (t-butylperoxycarbonyl) benzophenone; 9-fluorenone, 2-chloro-9-fluorenone, 2-methyl-9- Fluorenone-based compounds such as fluorenone; thioxanthone-based compounds such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propyloxythioxanthone, isopropylthioxanthone and diisopropylthioxanthone; Xanthone compounds such as montone and 2-methylxanthone; anthraquinone compounds such as anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, t-butylanthraquinone and 2,6-dichloro-9,10-anthraquinone; 9-phenylacridine Acridine compounds such as 1,7-bis (9-acridinyl) heptane, 1,5-bis (9-acridinylpentane), and 1,3-bis (9-acridinyl) propane; benzyl, 1,7, Dicarbonyl compounds such as 7-trimethyl-bicyclo [2,2,1] heptane-2,3-dione and 9,10-phenanthrenequinone; 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,6- Dimethoxybenzoyl) -2,4,4-trimethylpentylpho Phosphine oxide compounds such as fin oxide; benzoate compounds such as methyl-4- (dimethylamino) benzoate, ethyl-4- (dimethylamino) benzoate, 2-n-butoxyethyl-4- (dimethylamino) benzoate; 2 , 5-bis (4-diethylaminobenzal) cyclopentanone, 2,6-bis (4-diethylaminobenzal) cyclohexanone, 2,6-bis (4-diethylaminobenzal) -4-methyl-cyclopentanone, etc. 3,3-carbonylvinyl-7- (diethylamino) coumarin, 3- (2-benzothiazolyl) -7- (diethylamino) coumarin, 3-benzoyl-7- (diethylamino) coumarin, 3-benzoyl-7. -Methoxy-coumarin, 10,10-carbonyl Such as rubis [1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H, 5H, 11H-C1] -benzopyrano [6,7,8-ij] -quinolizin-11-one. One or more selected from the group consisting of coumarin-based compounds; chalcone compounds such as 4-diethylaminochalcone and 4-azidobenzalacetophenone; 2-benzoylmethylene, 3-methyl-β-naphthothiazoline; .

  The curing accelerator is used to enhance curing and mechanical strength, and specifically, 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3. , 4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3-mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate), pentaerythritol-tetrakis (2-). Mercaptoacetate), pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropionate). It may be used one or more kinds.

  Examples of the adhesion promoter used in the present specification include methacryloyloxypropyltrimethoxysilane, methacryloyloxypropyldimethoxysilane, methacryloyloxypropyltriethoxysilane, methacryloyloxypropyldimethoxysilane and other methacryloylsilane coupling agents. One or more selected from the group may be used, and as the alkyltrimethoxysilane, one or more selected from octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane and the like may be used.

  The surfactant is a silicon-based surfactant or a fluorine-based surfactant, and specifically, as the silicon-based surfactant, BYK-077, BYK-085, BYK-300 manufactured by BYK-Chemie is used. , 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. may be used, and as the fluorine-based surfactant, F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F manufactured by IC (Dainippon Ink and Chemicals, Inc.) -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 are not limited thereto. Not.

  The antioxidant may be one or more selected from the group consisting of hindered phenol antioxidants, amine antioxidants, thio antioxidants and phosphine antioxidants. Good, but not limited to this.

  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-hydroxybenzyl) 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 (Hindered phenol) primary antioxidants such as (Bis [3,3-bis- (4'-hydroxy-3'-tert-butylphenyl) butanoicacid] glycol ester); phenyl-α-naphthylamine, phenyl -Amine secondary antioxidants such as -β-naphthylamine, N, N'-diphenyl-p-phenylenediamine or N, N'-di-β-naphthyl-p-phenylenediamine; dilauryl disulfide, dilaurylthio Propionate, distearyl thiopropionate , A thio-based secondary antioxidant such as mercaptobenzothiazole or tetramethylthiuram disulfide tetrabis [methylene-3- (laurylthio) propionate] methane; or triphenyl phosphite, tris (nonylphenyl) phosphite, tri Isodecyl phosphite, bis (2,4-dibutylphenyl) pentaerythritol diphosphite (Bis (2,4-dibutylphenyl) Pentaerythritol Diphosphite or (1,1'-biphenyl) -4,4'-diylbisphosphonic acid tetrakis) [2,4-bis (1,1-dimethylethyl) phenyl] ester ((1,1'-Biphenyl) -4,4'-Diylbisphosphonous acid tetra is [2,4-bis (1,1-dimethylethyl) phenyl] ester phosphite secondary antioxidant such as) and the like.

  The UV absorber may be 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-benzotriazole, alkoxybenzophenone, or the like, and is not limited thereto. Any of those commonly used in the industry can be used.

  Examples of the thermal polymerization inhibitor include p-anisole, hydroquinone, pyrocatechol, t-butylcatechol, N-nitrosophenylhydroxyamine ammonium salt, N-nitrosophenylhydroxyamine 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 phenothiazine, but is not limited thereto and is generally known in the art. It may include a shall.

  The dispersant can be used by a method of internally adding to the pigment in a form of surface-treating the pigment in advance or an external method of adding to the pigment. As the dispersant, a compound type, nonionic, anionic or cationic dispersant can be used, and examples thereof include a fluorine type, an ester type, a cationic type, an anionic type, a nonionic type and an amphoteric surfactant. To be These may be used alone or in combination of two or more.

  Specifically, as the dispersant, polyalkylene glycol and its ester, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonic acid salt, carboxylic acid ester, carvone. There is one or more selected from the group consisting of acid salts, alkylamido alkylene oxide adducts and alkyl amines, but is not limited thereto.

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

One embodiment of the present specification includes a compound represented by the following Chemical Formula 15, an antioxidant, a dye, and a dispersant, wherein the dye is a triarylmethane dye, and the antioxidant is a phosphoric ester. Provided is a photosensitive resin composition containing a hydroxyphenyl group and at least one group selected from the group consisting of a group and a phosphite group.
[Chemical Formula 15]

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

  More specifically, there is provided a thin film or patterned photosensitive material in which the resin composition according to one embodiment of the present invention is applied onto a substrate by an appropriate method.

  The coating method is not particularly limited, but a spray method, a roll coating method, a spin coating method, or the like may be used, and the spin coating method is generally widely used. Further, after forming the coating film, the residual solvent may be partially removed under reduced pressure depending on the case.

  Examples of the light source for curing the resin composition according to the present specification include a mercury vapor arc (arc), a carbon arc, and a xenon (Xe) arc that emit light having a wavelength of 250 nm to 450 nm. Not limited to.

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

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

  The color filter contains the above-mentioned photosensitive resin composition. A color filter can be formed by applying the photosensitive resin composition onto a substrate to form a coating film, and exposing, developing and curing the coating film.

  The resin composition according to an embodiment of the present specification can provide a color filter for reducing sensitivity when realizing holes in a pattern and realizing high brightness.

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

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

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

  A grid-like black pattern called a black matrix may be arranged between the color pixels of the color filter in order to improve the contrast. Chromium may be used as the material of the black matrix. In this case, a method may be used in which chromium is deposited on the entire glass substrate and an etching process is performed to form a pattern. However, in consideration of the high cost in the process, the high reflectance of chromium, and the environmental pollution due to the waste liquid of chromium, a resin black matrix by a pigment dispersion method capable of fine processing may be used.

The black matrix according to the embodiment of the present specification may use a black pigment or a black dye as a coloring material. For example, carbon black may be used alone or may be used as a mixture of carbon black and a coloring pigment. In this case, since the coloring pigment having insufficient light shielding property is mixed, the amount of the coloring material is relatively large. There is an advantage that the strength of the film or the adhesiveness to the substrate does not decrease even if the value increases.
According to the present specification, a display device including a color filter 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), a liquid crystal display device, and a liquid crystal display device (LCD). It may be any one of a liquid crystal display device (Thin Film Transistor-Liquid Crystal Display, LCD-TFT) and a cathode ray tube (Cathode Ray Tube, CRT).

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

Synthesis of Compound In order to manufacture the photosensitive resin composition according to one embodiment of the present specification, Compound 1 was produced by the following reaction scheme 1.
[Reaction formula 1]

_{A-1 5g (8.710mmol),} B-1 8.233g (34.838mmol), placed in a K 2 CO 3 4.815g of (34.5838mmol) NMP100ml, and stirred for 12 hours at 95 ° C.. Next, the solvent was removed under reduced pressure, 200 ml of water was added to the precipitate, and the mixture was stirred for 1 hour. The precipitate was filtered under reduced pressure and dried at 80 ° C for 12 hours. Next, the dried precipitate was separated by column chromatography. (Element-MC: MeOH)

  As a result, 16 g (3.322 mmol) of the compound was obtained, and the yield was 72%.

The results are as follows.
Ionization mode =: APCI +: m / z = 949 [M + H] +, Exact Mass: 948

The results of ¹ H-NMR measurement of Compound 1 are as follows.
¹ H NMR (500 MHz, DMSO, ppm): 8.03 (m, 11 H), 7.69 to 7.18 (m, 10 H), 6.99 to 6.95 (t, 1 H), 6.80 to. 6.01 (dd, 1H), 5.93 to 5.85 (dd, 1H), 4.06 to 3.79 (m, 4H), 3.72 to 3.60 (m, 4H), 2. 17-1.70 (m, 16H)

[Reaction formula 2]

As in Reaction Scheme 2, 1.43 g (2.732 mmol) of C-1, 2.99 g (9.490 mmol) of B-1 and 1.31 g (9.490 mmol) of K ₂ CO ₃ were added to 20 ml of NMP, The mixture was stirred at 95 ° C for 12 hours. Next, the solvent was removed under reduced pressure, 200 ml of water was added to the precipitate, and the mixture was stirred for 1 hour. The precipitate was filtered under reduced pressure and dried at 80 ° C for 12 hours. Next, the dried precipitate was separated by column chromatography. (Element-MC: MeOH)

As a result, 21.622 g (1.912 mmol) of the compound was obtained, and the yield is 70%.
Ionization mode =: APCI +: m / z = 977 [M + H] +, Exact Mass: 976

[Reaction formula 3]

As shown in Reaction Scheme 3, 1.608 g (2.732 mmol) of D-1, 2.99 g (9.490 mmol) of B-1 and 1.31 g (9.490 mmol) of K ₂ CO ₃ were added to 20 ml of NMP to obtain 95. The mixture was stirred at ° C for 12 hours. Next, the solvent was removed under reduced pressure, 200 ml of water was added to the precipitate, and the mixture was stirred for 1 hour. The precipitate was filtered under reduced pressure and dried at 80 ° C for 12 hours. Next, the dried precipitate was separated by column chromatography. (Element-MC: MeOH)

As a result, 31.526 g (1.622 mmol) of the compound was obtained, and the yield was 59%.
Ionization mode =: APCI +: m / z = 963 [M + H] +, Exact Mass: 962

Experimental Examples Examples 1 to 4 and Comparative Examples 1 to 3 were produced at the ratios shown in Table 1 below. The dosage unit for each configuration is grams (g).

Production of Substrate The produced photosensitive resin composition was spin-coated on glass (5 × 5 cm) and pre-baked at 110 ° C. for 70 seconds to form a film. The distance between the film-formed substrate and the photomask was 300 μm, and the entire surface of the substrate was irradiated with an exposure dose of 30 mJ / cm ² using an exposure machine.

  Next, the exposed substrate was developed with a developing solution (KOH, 0.04%) for 55 seconds, and post-heat treatment (post bake) was performed at 230 ° C. for 20 minutes to prepare a substrate.

Experimental example 1. Measurement of Luminance The color characteristics of the above-prepared substrate were confirmed using a spectrophotometer, and the luminance values are shown in [Table 2] below.

Experimental example 2. Measurement of heat resistance The color characteristics of the above-prepared substrate were confirmed by using a spectrophotometer and further heat-treated at 230 ° C. in a convection oven for 1 hour, and then the color characteristics were confirmed to obtain a ΔEab value. It was determined and shown in the following [Table 2].

  As shown in Table 2, when a color filter was manufactured using the photosensitive resin compositions of Examples 1 to 4 containing both the compound represented by Formula 1 and the antioxidant, the brightness and It was found that the heat resistance was improved.

Claims (16)

A compound represented by the following chemical formula 1,
Including antioxidants,
The antioxidant is a compound represented by Chemical Formula 3 or a hydroxyphenyl group-containing photosensitive resin composition.
[Chemical formula 1]
In chemical formula 1,
L _A and L _B are the same or different from each other, each independently a direct bond; or an alkylene group having 1 to 10 carbon atoms,
R _{A to} R _F are the same or different from each other, and each independently, hydrogen; deuterium; a halogen atom; a nitro group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted 1 carbon atom To alkoxy group; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms Selected from
R _{1 to} R ₆ are the same or different from each other, each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C 1-6 straight-chain or branched-chain alkyl group,
X ₁ to X _5, equal to or different from each other, each independently, hydrogen, deuterium, anionic _{groups; -CO 2 R a; -SO 3} R b; -SO 3 NR c R d; hydroxy group; a substituted Or an unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and a substituted or unsubstituted monocyclic or polycyclic group having 1 to 30 carbon atoms Selected from the group consisting of heteroaryl groups of
At least one of X _{1 to} X ₅ is at least one selected from the group consisting of an anionic group, —CO ₂ R _a , —SO ₃ R _b, and —SO ₃ NR _c R _d ,
R _{a to} R _d are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or non-substituted. At least one selected from the group consisting of a substituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms,
R _AA and R _BB are the same as or different from each other, and each independently, hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; A substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms; a halogen atom; a nitro group; a phenoxy group; and from _-SO 2 NR''R'''; carboxy groups; carboxylic acid ester group; carboxylate; alkoxycarbonyl group; a hydroxyl group; a sulfonic acid group; a sulfonic acid ester group; _sulfonate; -SO 2 NHR' Selected from the group
a and b are the same or different from each other, each independently an integer of 0 to 4,
When a and b are 2 or more, the structures in parentheses are the same or different from each other,
R ′, R ″ and R ″ ″ are the same or different from each other and are each independently an alkyl group having 1 to 30 carbon atoms.
[Chemical formula 3]
  The photosensitive resin composition according to claim 1, wherein the antioxidant is contained in an amount of 0.05 to 10 parts by weight based on the total weight of the solid content of the photosensitive resin composition. The anionic ^{_{groups, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - Z +, -CO 2 H, and _-O ² - is at least one selected from the group consisting of ^{Z +} ,
Z ⁺ represents N (R _e ) ₄ ⁺ , Na ⁺ or K ⁺ ,
R _{a to} R _e are the same or different from each other, and each independently, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms. And a photosensitive resin composition according to claim 1, which is at least one selected from the group consisting of a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 1 to 30 carbon atoms. The antioxidant is a compound represented by the following Chemical Formula 2, the photosensitive resin composition of claim 1.
[Chemical formula 2]
Binder resin,
A polyfunctional monomer,
A photoinitiator,
The photosensitive resin composition according to claim 1, further comprising a solvent. The content of the compound represented by Chemical Formula 1 is 0.1 to 50 parts by weight based on the total weight of solids in the photosensitive resin composition.
The content of the binder resin is 1 to 60 parts by weight,
The content of the photoinitiator is 0.1 to 20 parts by weight,
The photosensitive resin composition according to claim 5, wherein the content of the polyfunctional monomer is 0.1 to 50 parts by weight.   The photosensitive resin composition according to claim 5, further comprising at least one of a dye and a pigment.   The photosensitive resin composition according to claim 7, wherein the dye is at least one selected from the group including anthraquinone dyes, tetraazaporphyrin dyes and triarylmethane dyes. The photosensitive resin composition according to claim 8, wherein the anthraquinone dye is represented by the following chemical formula 4.
[Chemical formula 4]
In the chemical formula 4,
R ₁₁ and R ₁₂ are each independently at least one selected from the group consisting of an amino group, an alkylamino group, a dialkylamino group, a phenylamino group and a diphenylamino group. The photosensitive resin composition according to claim 8, wherein the anthraquinone dye is any one selected from the following compounds.
The photosensitive resin composition according to claim 8, wherein the tetraazaporphyrin-based dye is any one selected from the following compounds.
The photosensitive resin composition according to claim 8, wherein the triarylmethane-based dye is any one selected from the following compounds (wherein z ⁻ is a counter anion).
. Further comprising a dispersant,
The photosensitive resin composition according to claim 7, wherein the dispersant comprises a polymer containing a repeating unit represented by the following chemical formula 11 or a repeating unit represented by the chemical formula 12.
[Chemical formula 11]
[Chemical formula 12]
In Formula 11 and Formula 12,
R ₃₀₁ and R ₄₀₁ are the same or different from each other, each independently a hydrogen; or an alkyl group having 1 to 10 carbon atoms,
R _<302> , R _<303> , R _<402> and R _<403> are the same or different from each other, and each independently, hydrogen; an alkyl group having 1 to 30 carbon atoms; an aryl group having 6 to 30 carbon atoms; A heteroaryl group,
Ar ₃ and Ar ₄ are the same or different from each other and are each independently a direct bond; an alkylene group having 1 to 10 carbon atoms;-[CH (R ₃₁₁ ) -CH (R ₃₁₂ ) -O] _x -CH (R ₃₁₃₎ -CH _{(R 314)} - or _- a divalent linking group _{represented, - [(CH 2) y} -O] z - (CH 2) y
R _{311 to} R ₃₁₄ are the same or different from each other, each independently hydrogen; or an alkyl group having 1 to 10 carbon atoms,
x is an integer of 1 to 18, and when x is 2 or more, the structures in parentheses are the same or different from each other,
y is an integer of 1 to 5,
z is an integer of 1 to 18, and when z is 2 or more, the structures in parentheses are the same or different from each other,
Q is any one selected from the group consisting of a direct bond; an alkylene group having 1 to 10 carbon atoms; an arylene group having 6 to 30 carbon atoms; -CONH-; -COO-; and an ether group having 1 to 10 carbon atoms. One or more linking groups are linked.   A photosensitive material produced by using the photosensitive resin composition according to claim 1.   A color filter comprising the photosensitive material according to claim 14.   A display device comprising the color filter according to claim 15.