JP2018018079A - Photosensitive resin composition and color filter containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a photosensitive resin composition for a color filter having performance characterized by a high luminance and a high contrast ratio.SOLUTION: A photosensitive resin composition for a color filter comprises a compound with a xanthene structure, and an antioxidant. The antioxidant comprises a hydroxyphenyl group and at least one group selected from the group consisting of phosphate groups and phosphite groups.SELECTED DRAWING: None

Description

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

  In recent years, a color filter has been required to have characteristics characterized by high brightness and high contrast ratio. In addition, one of the main purposes of display element development is to differentiate display element performance by improving color purity and to improve productivity in the manufacturing process.

  Conventionally, a pigment type used as a color material for a color filter is present in a color photoresist in a particle-dispersed state, so that it has been difficult to adjust brightness and contrast ratio by adjusting the size and distribution of pigment particles. In the case of pigment particles, the particles are aggregated in the color filter and have poor solubility and dispersibility, and multiple scattering of light occurs due to large particles that are aggregated. Such scattering of polarized light has been pointed out as a main factor for reducing the contrast ratio. Efforts to improve the brightness and contrast ratio have been continued by making the pigments ultra fine and stable, but the degree of freedom is limited in the selection of color materials to achieve color coordinates for display devices with high color purity. Is done. In addition, the improvement of color purity, brightness and contrast ratio of color filters by the pigment dispersion method using color materials that have been developed, especially pigments, has reached its limit. Therefore, development of a color material for improving color reproducibility, luminance, and contrast ratio by increasing color purity or a photosensitive resin composition containing the same is demanded.

JP-A-9-87534

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

One embodiment of the present invention includes a compound represented by the following chemical formula 1 and an antioxidant,
The antioxidant provides at least one group selected from the group consisting of a phosphate group and a phosphite 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 and are 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 represents hydrogen; deuterium; halogen atom; nitro group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 1 A group consisting of 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; Selected from
R _{1 to} R ₆ are the same as or different from each other, and each independently represents hydrogen; deuterium; a halogen atom; a substituted or unsubstituted C 1-6 linear or branched alkyl group; substituted or unsubstituted Selected from the group consisting of an alkoxy group having 1 to 6 carbon atoms; a sulfonic acid group; a sulfonic acid ester group; a sulfonic acid group; a —SO ₂ NHR ₇ group; and —SO ₂ NR ₈ R ₉ ;
R _{7 to} R ₉ are the same as or different from each other, and are each independently 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 each independently represents hydrogen; deuterium; anionic group; hydroxy group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number Selected from the group consisting of 6-30 monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 1-30 carbon atoms;
At least one of the X _{1 to} X ₅ is an anionic group,
R _AA and R _BB are the same or different from each other, and each independently represents 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 produced using the photosensitive resin composition and a color filter including the same.

  When forming the pattern for color filters, the photosensitive resin composition which concerns on one Embodiment of this invention can reduce a sensitivity and implement | achieve a brightness | luminance, when implement | achieving a hole (hole) in a pattern.

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

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

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

  In this specification, the term “substituted or unsubstituted” refers to 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 is substituted with one or more substituents selected from the group comprising 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, ethyl, propyl, isopropyl, butyl, t-butyl, pentyl, hexyl and heptyl.

  In the present specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but may be 2 to 25. Specific examples 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 in particular, may be a cyclopentyl group or a cyclohexyl group.

  In the present specification, examples of the halogen atom include fluorine, chlorine, bromine or 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. Specifically, examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, and a terphenyl group.

  When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, or may be 10 to 40. Specific examples of the polycyclic aryl group include, but are not limited to, a naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a perylenyl group, a chrycenyl group, and a 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 heteroatom, and the number of carbon atoms is not particularly limited, but may be 1 to 30. Examples of heterocyclic groups include thiophene groups, furanyl groups, pyrrole groups, imidazole groups, thiazole groups, oxazole groups, oxadiazole groups, triazole groups, pyridyl groups, bipyridyl groups, triazinyl groups, acridyl groups, pyridazinyl groups, quinolinyl groups. Group, isoquinolyl group, indole group, carbazole group, benzoxazole group, benzimidazole group, benzothiazole group, benzocarbazole group, benzothiophene group, dibenzothiophene group, benzofuranyl group and dibenzofuranyl group, etc. Is not to be done.

  In the present specification, an alkylene group means an alkane having two bonding positions. The alkylene group may be a straight chain, a branched chain or a cyclic chain. Although carbon number of an alkylene group is not specifically limited, 2-25 may be sufficient.

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

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

  In the present specification, adjacent groups bonded to each other to form a substituted or unsubstituted ring means a substituted or unsubstituted aliphatic hydrocarbon ring; a substituted or unsubstituted aromatic hydrocarbon ring; It is meant to form an unsubstituted aliphatic heterocycle; a substituted or unsubstituted aromatic heterocycle; or a condensed ring thereof.

  In the present specification, an aliphatic hydrocarbon ring means a ring that is not aromatic and consists 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, it is not limited to these.

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

  In this specification, an aliphatic heterocyclic ring means an aliphatic ring containing one or more heteroatoms. Specifically, examples of the aliphatic heterocycle include oxirane, tetrahydrofuran, 1,4-dioxane, pyrrolidine, piperidine, morpholine, oxepane, azocaine, thiocane, and the like. However, it is not limited to these.

  In the present specification, the aromatic heterocycle means an aromatic ring containing one or more heteroatoms. 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 heterocyclic ring and aromatic heterocyclic ring 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 and are 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 represents hydrogen; deuterium; halogen atom; nitro group; 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; and a substituted or unsubstituted monocyclic group having 1 to 30 carbon atoms; Selected from the group consisting of polycyclic heteroaryl groups.

In one embodiment, R _{A to} 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 represents hydrogen; deuterium; substituted or unsubstituted linear or branched alkyl having 1 to 6 carbon atoms. Selected from the group consisting of a group, a sulfonic acid group, a sulfonic acid group, a —SO ₂ NHR ₇ group; 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 represents hydrogen; deuterium; substituted or unsubstituted linear or branched alkyl having 1 to 6 carbon atoms. Selected from the group consisting of groups and sulfonate groups.

In one embodiment of the present specification, X _{1 to} X ₅ are the same or different from each other, and each independently represents hydrogen; deuterium; an anionic group; a hydroxy group; a substituted or unsubstituted alkyl having 1 to 30 carbon atoms. Selected from the group consisting of: 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 ⁺ ; _{a to} R _e each independently represents a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; 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 group may itself have an anion or may exist in the form of a complex compound together with other cations. Therefore, depending on the number of substituted anionic groups, the sum of charges of the entire molecule of the compound represented by Chemical Formula 1 may be different. Since one amine group of the compound in the present invention has a cation, the sum of charges of the whole molecule is a value from an anion obtained by subtracting 1 from the number of substituted anionic groups 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 and are 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 are each independently 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 are t-butyl groups.

  According to one embodiment of the present specification, the antioxidant may include at least one group selected from the group consisting of a phosphate group and a phosphite group, and a hydroxyphenyl group.

  The antioxidant may be included 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, and more specifically 0.1 to 5 parts by weight. May be.

In one embodiment of the present specification, the antioxidant may be represented by the following Formula 2 and Formula 3.
[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 a film produced from the resin composition.

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

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

  The polyfunctional monomer imparting mechanical strength of the film is any selected from the group comprising unsaturated carboxylic acid esters; aromatic vinyls; unsaturated ethers; unsaturated imides; and acid anhydrides There 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, and 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-nonylphenoxypolyethylene glycol (meth) acrylate, p-nonylphenoxypolypropylene glycol (meth) acrylate, glycidyl ( (Meth) acrylate, tetrafluoropropyl (meth) acrylate, 1,1,1,3,3,3-hexafluo 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 from the group consisting of, but not limited to.

  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, it is not limited to these.

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

  The monomer that imparts alkali solubility is not particularly limited as long as it contains an acid group. For example, (meth) acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethylmaleic acid, 5-norbornene -2-carboxylic acid, mono-2-((meth) acryloyloxy) ethyl phthalate, mono-2-((meth) acryloyloxy) ethyl succinate, ω-carboxypolycaprolactone mono (meth) acrylate Although it is preferable to use 1 or more types selected, it is not limited to these.

  According to an 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. 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 radicals by light and causes crosslinking. For example, the photoinitiator is selected from the group consisting of acetophenone compounds, biimidazole compounds, triazine compounds, and oxime compounds. 1 or more types may be sufficient.

  The acetophenone compounds include 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-hydroxycyclohexyl phenylketone, 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 are not limited thereto.

  The triazine 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 and the like Yes, it is not limited to this.

  The oxime compounds include 1,2-octadione, -1- (4-phenylthio) phenyl, -2- (o-benzoyloxime) (CGI-124, manufactured by Ciba-Geigy Corporation), ethanone, -1- (9-ethyl) ) -6- (2-methylbenzoyl-3-yl)-, 1- (O-acetyloxime) (CGI-242), N-1919 (manufactured by Adeka) and the like, but are not limited thereto.

  The solvent is acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether. , Diethylene glycol methyl ethyl ether, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethene, hexane, heptane, octane, cyclohexane, Benzene, toluene, xylene, methanol, ethanol, isopropanol Propanol, butanol, t-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, ethyl 3 -One or more selected from the group consisting of ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether and dipropylene glycol monomethyl ether, but are 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 binder resin content is 1 to 60 parts by weight,
The content of the photoinitiator is 0.1 to 20 parts by weight,
Content of the said polyfunctional monomer is 0.1 weight part-50 weight part.

  The total weight of the solid content means the sum of the total weights of components other than the solvent in the resin composition. The weight part standard based on the solid content and the solid content of each component can be measured by general 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.

  Both the dye and the pigment play a role of absorbing a wavelength in a desired range so that a color appears, and are classified into a dye and a pigment according to the solubility in a solvent. Dyes can refer to those that are highly soluble in the solvent and easily dissolve, and pigments can refer to those that are relatively low in solubility and not easily soluble.

  The dye may be at least one selected from the group including an anthraquinone dye, a tetraazaporphyrin dye, and a triarylmethane dye.

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.

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

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

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

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

  The blue pigment is a blue organic pigment. 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 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-described blue pigment raked with a rake agent. The rake agent is not particularly limited. For example, phosphotungstic acid, phosphomolybdic acid, phosphotungstic molybdic acid, tannic acid, lauric acid, 3,4,5-trihydroxybenzoic acid, ferricyanide, 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. And CI Pigment Blue 78.

In one embodiment of the present specification, the photosensitive resin composition further includes a dispersant, and the dispersant includes 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 Chemical Formula 11 and Chemical Formula 12,
R ₃₀₁ and R ₄₀₁ are the same or different from each other, and each independently represents 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 represents hydrogen; an alkyl group having 1 to 30 carbon atoms; an aryl group having 6 to 30 carbon atoms; or 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 — [(CH ₂ ) _y1 —O] _z — (CH ₂ ) _y2 —,
R _{311 to} R ₃₁₄ are the same or different from each other, and each independently represents 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, and are 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 two or more are linking groups to be 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 to 20 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 includes 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 solids in the resin composition.

  The photocrosslinking sensitizer includes benzophenone, 4,4-bis (dimethylamino) benzophenone, 4,4-bis (diethylamino) benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoylbenzoate, 3, Benzophenone 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 compounds such as fluorenone; thioxanthone compounds such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propyloxythioxanthone, isopropylthioxanthone, diisopropylthioxanthone; Xanthone compounds such as nthone 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), 1,3-bis (9-acridinyl) propane; Dicarbonyl compounds such as 7-trimethyl-bicyclo [2,2,1] heptane-2,3-dione, 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-carboni 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 compounds; chalcone compounds such as 4-diethylaminochalcone and 4-azidobenzalacetophenone; 2-benzoylmethylene, 3-methyl-β-naphthothiazoline; .

  The curing accelerator is used to increase curing and mechanical strength, and specifically includes 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.

  As the adhesion promoter used in the present specification, a methacryloylsilane coupling agent such as methacryloyloxypropyltrimethoxysilane, methacryloyloxypropyldimethoxysilane, methacryloyloxypropyltriethoxysilane, methacryloyloxypropyldimethoxysilane, etc. One or more selected from octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane, or the like may be used as the alkyltrimethoxysilane.

  The surfactant is a silicon-based surfactant or a fluorine-based surfactant. Specifically, examples of the silicon-based surfactant include BYK-077, BYK-085, BYK-300 manufactured by BYK-Chemie. 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 fluorosurfactant, 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 the present invention is not limited to this. Not.

  The antioxidant may be one or more selected from the group consisting of a hindered phenol antioxidant, an amine antioxidant, a thio antioxidant, and a phosphine antioxidant. Although it is good, it is 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-tert-butylphenyl) propionate, tetrabis [methylene-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] methane, 1,3,5-trimethyl-2, 4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene, 3,5-di-tert-butyl-4-hydroxybenzyl phosphite diethyl ester, 2,2-thiobis (4- Methyl-6-tert-butylphenol), 2,6-di-tert-butylphenol 4,4'-butylidene-bis (3-methyl-6-tert-butylphenol) 4,4'-thiobis (3-methyl-6-tert-butylphenol) or bis [3,3-bis- (4'-hydroxy-3'-tertiary-butylphenyl) butanoic acid] glycol ester Hindered phenolic primary antioxidants such as (Bis [3,3-bis- (4′-hydroxy-3′-tert-butylphenyl) butanoicacid] glycol ester); phenyl-α-naphthylamine, phenyl Amine-based 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 Thio (Thio) secondary antioxidants 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'-diylbisphosphonous acid tetrakis) [2,4-Bis (1,1-dimethylethyl) phenyl] ester ((1,1′-Biphenyl) -4,4′-Diylbisphosphonoacid acid tetra is [2,4-bis (1,1-dimethylethyl) phenyl] ester phosphite secondary antioxidant such as) and the like.

  As the ultraviolet absorber, 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-benzotriazole, alkoxybenzophenone, or the like may be used, but 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, and 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 may include one or more selected from the group consisting of, but not limited to, commonly known in the art It may include a shall.

  The dispersant can be used in a method of internally adding to the pigment in a form in which the pigment is surface-treated in advance, or a method of externally adding to the pigment. As the dispersant, a compound type, nonionic, anionic or cationic dispersant can be used, and examples thereof include fluorine-based, ester-based, cationic-based, anionic-based, non-ionic, and amphoteric surfactants. It is done. These may be used alone or in combination of two or more.

  Specifically, the dispersant includes polyalkylene glycol and its ester, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonate ester, sulfonate, carboxylate ester, carboxyl There is at least one selected from the group consisting of acid salts, alkylamido alkylene oxide adducts and alkylamines, but is not limited thereto.

  The leveling agent may be polymeric or non-polymeric. Specific examples of polymeric leveling agents include polyethyleneimine, polyamidoamines, reaction products of amines and epoxides, and specific examples of nonpolymeric leveling agents include non-polymer sulfur-containing and non-polymers. Any 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-based dye, and the antioxidant is a phosphate ester. Provided is a photosensitive resin composition comprising at least one group selected from the group consisting of a group and a phosphite group and a hydroxyphenyl group.
[Chemical formula 15]

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

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

  The coating method is not particularly limited, and a spray method, a roll coating method, a spin coating method, or the like may be used. In general, a spin coating method is widely used. Moreover, after forming a coating film, you may remove a part of residual solvent 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. It is not limited to.

  The resin composition according to the present specification is a pigment dispersion type photosensitive material for manufacturing a thin film transistor liquid crystal display (TFT LCD) color filter, a thin film transistor liquid crystal display (TFT LCD) or a black matrix forming photosensitive material for an organic light emitting diode, an overcoat layer Used for forming photosensitive material, 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 application is not particularly limited.

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

  The color filter includes the photosensitive resin composition described above. The photosensitive resin composition is applied onto a substrate to form a coating film, and the coating film is exposed, developed, and cured to form a color filter.

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

  The substrate may be a glass plate, a silicon wafer, and a plastic substrate 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 contrast. Chrome may be used as the black matrix material. In this case, a method may be used in which chromium is vapor-deposited over the entire glass substrate and an etching process is performed to form a pattern. However, in consideration of high costs in the process, high reflectivity of chromium, and environmental contamination due to chromium waste liquid, a resin black matrix by a pigment dispersion method capable of fine processing may be used.

The black matrix according to an 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 carbon black and a color pigment may be used in combination. At this time, since a color pigment having insufficient light shielding properties is mixed, the amount of the coloring material is relatively Even if this increases, there is an advantage that the strength of the film or the adhesion to the substrate does not decrease.
According to the present specification, a display apparatus 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), and a liquid crystal display (LCD). 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) may be sufficient.

  Hereinafter, the present specification will be described in detail with reference to examples. However, the examples according to the present specification may be modified in various other forms, and the scope of the present specification should not be construed to be limited to the examples described below. The examples herein are provided to provide a more thorough explanation of the specification to those having average knowledge in the art.

Synthesis of Compound In order to produce a photosensitive resin composition according to one embodiment of the present specification, Compound 1 was generated according to Reaction Formula 1 as shown below.
[Reaction Formula 1]

A-1 5 g (8.710 mmol), B-1 8.233 g (34.838 mmol), and K ₂ CO ₃ 4.815 g (34.5838 mmol) were placed in NMP 100 ml and stirred at 95 ° C. for 12 hours. Next, the solvent was removed under reduced pressure, and 200 ml of water was added to the precipitate and 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. (Eluent-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 measurement result of ¹ H-NMR of the compound 1 is as follows.
¹ H NMR (500 MHz, DMSO, ppm): 8.03 (m, 11H), 7.69-7.18 (m, 10H), 699-6.95 (t, 1H), 6.80- 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 shown in Reaction Scheme 2, 1.43 g (2.732 mmol) of C-1; 2.99 g (9.490 mmol) of B-1; 1.31 g (9.490 mmol) of K ₂ CO ₃ were placed in 20 ml of NMP, The mixture was stirred at 95 ° C. for 12 hours. Next, the solvent was removed under reduced pressure, and 200 ml of water was added to the precipitate and 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. (Eluent-MC: MeOH)

As a result, 21.622 g (1.912 mmol) of the compound was obtained, and the yield was 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 placed in 20 ml of NMP, and 95 Stir at 12 ° C. for 12 hours. Next, the solvent was removed under reduced pressure, and 200 ml of water was added to the precipitate and 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. (Eluent-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 a ratio as 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 substrate on which the film was formed and the photomask was 300 μm, and an exposure amount of 30 mJ / cm ² was applied to the entire surface of the substrate using an exposure machine.

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

Experimental Example 1 Measurement of luminance The color characteristics of the produced substrate were confirmed using a spectrophotometer, and the luminance values are shown in [Table 2] below.

Experimental Example 2. Measurement of heat resistance After the color characteristics of the fabricated substrate were confirmed using a spectrophotometer, and further heat-treated for 1 hour at 230 ° C. convection oven, the color characteristics were confirmed and ΔEab value was obtained. Obtained and shown in [Table 2] below.

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

Claims (19)

A compound represented by the following chemical formula 1,
An antioxidant and
The said antioxidant is a photosensitive resin composition containing the at least 1 group selected from the group which consists of a phosphate ester group and a phosphite 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 and are 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 represents hydrogen; deuterium; halogen atom; nitro group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 1 A group consisting of 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; Selected from
R _{1 to} R ₆ are the same as or different from each other, and each independently represents hydrogen; deuterium; a halogen atom; a substituted or unsubstituted C 1-6 linear or branched alkyl group; substituted or unsubstituted Selected from the group consisting of an alkoxy group having 1 to 6 carbon atoms; a sulfonic acid group; a sulfonic acid ester group; a sulfonic acid group; a —SO ₂ NHR ₇ group; and —SO ₂ NR ₈ R ₉ ;
R _{7 to} R ₉ are the same as or different from each other, and are each independently 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 each independently represents hydrogen; deuterium; anionic group; hydroxy group; substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number Selected from the group consisting of 6-30 monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 1-30 carbon atoms;
At least one of the X _{1 to} X ₅ is an anionic group,
R _AA and R _BB are the same or different from each other, and each independently represents 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.   The said antioxidant is a photosensitive resin composition of Claim 1 contained 0.05-10 weight part on the basis of the total weight of the solid content of the said photosensitive resin composition. The anionic ^{_{groups, -OH, -SO 3 -, -SO}} 3 H, -SO 3 - Z +, -CO 2 H, -O 2 - Z +, -CO 2 R a, -SO 3 R b and at least one selected from the group consisting of -SO ₃ NR _c R _d,
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 represents 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 substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 1 to 30 carbon atoms. 2. The photosensitive resin composition according to claim 1, wherein the antioxidant is any one selected from compounds represented by Chemical Formula 2 and Chemical Formula 3 below.
[Chemical formula 2]
[Chemical formula 3]
A binder resin,
A multifunctional monomer;
A photoinitiator;
The photosensitive resin composition according to claim 1, further comprising a solvent. Based on the total weight of the solid content in the photosensitive resin composition, the content of the compound represented by Chemical Formula 1 is 0.1 to 50 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 photosensitive resin composition of Claim 5 whose content of the said polyfunctional monomer is 0.1 weight part-50 weight part.   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 comprising an anthraquinone dye, a tetraazaporphyrin dye, and a triarylmethane dye. 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 dye is any one selected from the following compounds.
. Further comprising a dispersant;
The photosensitive resin composition according to claim 7, wherein the dispersant includes a polymer including 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 Chemical Formula 11 and Chemical Formula 12,
R ₃₀₁ and R ₄₀₁ are the same or different from each other, and each independently represents 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 represents hydrogen; an alkyl group having 1 to 30 carbon atoms; an aryl group having 6 to 30 carbon atoms; or 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 — [(CH ₂ ) _y —O] _z — (CH ₂ ) _y —,
R _{311 to} R ₃₁₄ are the same or different from each other, and each independently represents 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 two or more are linking groups to be linked. A compound represented by the following chemical formula 15;
An antioxidant,
Dyes,
A dispersant,
The dye is a triarylmethane dye,
The antioxidant is a photosensitive resin composition containing at least one group selected from the group consisting of a phosphate group and a phosphite group, and a hydroxyphenyl group.
[Chemical formula 15]
In the chemical formula 15, the definitions of R _{1 to} R ₆ , R _{A to} R _F , R _AA , R _BB and X _{1 to} X ₅ are the same as those in claim 1. The photosensitive resin composition according to claim 14, wherein the triarylmethane dye is any one selected from the following compounds.
. The photosensitive resin composition according to claim 14, wherein the dispersant includes 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 Chemical Formula 11 and Chemical Formula 12,
The definitions of R ₃₀₁ , R ₃₀₂ , R ₃₀₃ , R ₄₀₁ , Ar ₃ , Ar ₄ , R _{311 to} R ₃₁₄ , x, y, z, and Q are the same as in claim 12.   The photosensitive material manufactured using the photosensitive resin composition of any one of Claim 1 to 16.   A color filter comprising the photosensitive material according to claim 17.   A display device comprising the color filter according to claim 18.