TW202000796A - Compound, polymer, colorant composition, resin composition, color filter and display device - Google Patents

Abstract

This invention is related to a compound represented by chemical formula 1, a polymer comprising same, a colorant composition, a resin composition, a color filter and a display device. In chemical formula 1, the definition of each substituent is the same as defined in the description of the invention. [chemical formula 1]

Description

Compound, polymer, coloring material composition, resin composition, color filter and display device

This application claims the benefit of the filing date of Korean Patent Application No. 10-2018-0071745 filed with the Korean Patent Office on June 22, 2018, and incorporates all of its contents into this specification. This application claims the benefits of the filing date of Korean Patent Application No. 10-2019-0055682 filed with the Korean Patent Office on May 13, 2019, and incorporates all of its contents into this specification. This specification is about a compound, polymer, coloring material composition, resin composition, color filter and display device.

Recently, as a light source of a liquid crystal display (LCD), a light emitting diode (LED) or an organic light emitting diode (organic light) that self-illuminates neither a driving type nor a liquid crystal type is mostly used emitting diode (OLED) component to replace the existing cold cathode tube (cold cathode fluorescent lamp (cold cathode fluorescent lamp, CCFL)). If the LED or OLED is used as a light source, it will emit red, green, and blue light by itself, so no additional color filter is required. Therefore, in order to produce thin-film displays and flexible displays, etc., products that use self-luminescence such as LEDs and OLEDs with color filters removed are used as unit pixels.

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

However, in the case of a pigment dispersion liquid, there is a disadvantage that the pigment exists in a particle state to scatter light. Not only that, the pigment surface area increases sharply due to the miniaturization of the pigment, and the dispersion stability due to this deteriorates Uneven pigment particles are generated.

Therefore, in order to achieve high brightness, high contrast ratio, and high resolution, the use of dyes as colorants is being studied. Among them, xanthene dyes are mostly used as red colorants. Generally speaking, the gradient slope of dibenzopiperan dyes is good, and the absorbance is high in the range of 500 nm to 550 nm, which is effective for color characteristics. However, due to its higher solubility than pigments, it has the disadvantages of reduced chemical resistance and low heat resistance.

[Problems to be solved by the invention] This specification provides a compound, a polymer, a coloring material composition, a resin composition, a color filter, and a display device.

所述化學式1中， L1～L4彼此相同或不同，分別獨立地為直接鍵結、經取代或未經取代的伸烷基、或者經取代或未經取代的伸芳基， Ar1及Ar2彼此相同或不同，分別獨立地為氫、重氫、經取代或未經取代的烷基、經取代或未經取代的環烷基、或者經取代或未經取代的芳基，或者由下述化學式1-A或下述化學式1-B所表示， R1～R3彼此相同或不同，分別獨立地為氫、重氫、羥基、經取代或未經取代的烷基、經取代或未經取代的環烷基、經取代或未經取代的芳基、或者經取代或未經取代的雜環基， r1及r2分別為1～3的整數， r3為1～4的整數， 當所述r1為2以上時，R1彼此相同或不同，當所述r2為2以上時，R2彼此相同或不同，當所述r3為2以上時，R3彼此相同或不同， X1及X2彼此相同或不同，分別由下述化學式1-A或化學式1-B所表示， [化學式1-A]

[化學式1-B]

所述化學式1-A及化學式1-B中， 所述Q1及Q2彼此相同或不同，分別獨立地為O或NH， L101及L102彼此相同或不同，分別獨立地為直接鍵結、經取代或未經取代的伸烷基、或者經取代或未經取代的伸芳基， R101～R105彼此相同或不同，分別獨立地為氫、重氫、羥基、經取代或未經取代的烷基、或者經取代或未經取代的環烷基， R106為選自下述結構及羧酸基（-COOH）中的任一者，

所述結構中， L201為直接鍵結或者O， R201～R203彼此相同或不同，分別獨立地為氫、重氫、經取代或未經取代的烷基、經取代或未經取代的烯基、經取代或未經取代的芳基、或者經取代或未經取代的雜環基， r202為1～3的整數， r203為1～5的整數， 當所述r202為2以上時，R202彼此相同或不同，當r203為2以上時，R203彼此相同或不同，

是指連結的部位， 於所述Ar1及Ar2中的至少一者由所述化學式1-A所表示的情況下，所述X1及X2中的至少一者由所述化學式1-B所表示， 於所述Ar1及Ar2中的至少一者由所述化學式1-B所表示的情況下，X1及X2中的至少一者由所述化學式1-A所表示。[Means for Solving the Problems] This specification provides a compound represented by the following Chemical Formula 1. [Chemical Formula 1]

In the chemical formula 1, L1 to L4 are the same as or different from each other, and are independently a direct bond, a substituted or unsubstituted alkylene group, or a substituted or unsubstituted alkylene group, and Ar1 and Ar2 are the same as each other Or different, independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted aryl, or by the following chemical formula 1 -A or represented by the following Chemical Formula 1-B, R1 to R3 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, hydroxy, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkane Group, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, r1 and r2 are each an integer of 1 to 3, r3 is an integer of 1 to 4, when the r1 is 2 or more , R1 is the same or different from each other, when the r2 is 2 or more, R2 is the same or different from each other, when the r3 is 2 or more, R3 is the same or different from each other, X1 and X2 are the same or different from each other, respectively by the following Represented by Chemical Formula 1-A or Chemical Formula 1-B, [Chemical Formula 1-A]

[Chemical Formula 1-B]

In the chemical formula 1-A and the chemical formula 1-B, the Q1 and Q2 are the same or different from each other, and are independently O or NH, and the L101 and L102 are the same or different from each other, and are independently directly bonded, substituted, or Unsubstituted alkylene or substituted or unsubstituted arylyl, R101 to R105 are the same or different from each other, and are independently hydrogen, heavy hydrogen, hydroxyl, substituted or unsubstituted alkyl, or Substituted or unsubstituted cycloalkyl, R106 is any one selected from the following structures and carboxylic acid groups (-COOH),

In the above structure, L201 is a direct bond or O, and R201 to R203 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, Substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic group, r202 is an integer of 1 to 3, r203 is an integer of 1 to 5, when the above r202 is 2 or more, R202 is the same as each other Or different, when r203 is 2 or more, R203 is the same as or different from each other,

Refers to the site of connection, in the case where at least one of Ar1 and Ar2 is represented by the chemical formula 1-A, at least one of the X1 and X2 is represented by the chemical formula 1-B, In the case where at least one of Ar1 and Ar2 is represented by the chemical formula 1-B, at least one of X1 and X2 is represented by the chemical formula 1-A.

According to another embodiment of the present specification, there is provided a polymer containing the compound represented by the chemical formula 1 as a monomer.

According to still another embodiment of the present specification, a coloring material composition containing the compound represented by the chemical formula 1 is provided.

According to still another embodiment of the present specification, a resin composition containing the coloring material composition is provided.

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

In addition, according to an embodiment of the present specification, a display device including the color filter is provided. [Effect of invention]

The compound represented by Chemical Formula 1 according to an embodiment of the present specification has excellent solubility in solvents and excellent heat resistance and chemical resistance.

In addition, according to an embodiment of the present specification, the coloring material composition containing the compound represented by the above Chemical Formula 1 has the following characteristics: it has high brightness compared with the case where the existing pigment is used.

Furthermore, according to an embodiment of the present specification, by using a coloring material composition containing the compound represented by the chemical formula 1, a color filter excellent in heat resistance and chemical resistance can be produced.

In addition, according to an embodiment of the present specification, if a coloring material composition containing the compound represented by the above Chemical Formula 1 is used, it is not necessary to perform the dispersion step necessary when applying the existing pigment, so there is an effect of cost saving .

Recently, as a light source of a liquid crystal display (LCD), LED (light emitting diode) or OLED (organic light emitting diode) elements that are neither driving nor liquid crystal are used to replace the existing cold cathode tube (CCFL). ). If the LED or OLED is used as a light source, it will emit red, green, and blue light by itself, so no additional color filter is required. Therefore, in order to produce thin-film displays and flexible displays, etc., products that use self-luminescence such as LEDs and OLEDs with color filters removed are used as unit pixels.

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

However, in the case of a pigment dispersion liquid, there is a disadvantage that the pigment exists in a particle state to scatter light. Not only that, the pigment surface area increases sharply due to the miniaturization of the pigment, and the dispersion stability due to this deteriorates Uneven pigment particles are generated.

Therefore, in order to achieve high brightness, high contrast ratio, and high resolution, the use of dyes as colorants is being studied. Among them, xanthene dyes are mostly used as red colorants. In general, the gradient slope of xanthene dyes is good, and the absorbance is high in the range of 500 nm to 550 nm, which is effective for color characteristics, but it has resistance due to its higher solubility than pigments. It has the disadvantages of reduced chemical properties and low heat resistance.

However, the compound represented by Chemical Formula 1 in the present specification, by containing an antioxidant, of course improves the heat resistance, and by containing a crosslinkable group, it has an effect of suppressing the transfer and dissolution of the weak point as a dye. Therefore, by using a coloring material composition containing the compound represented by Chemical Formula 1 in this specification, a color filter excellent in heat resistance and chemical resistance can be produced.

In addition, if a coloring material composition containing the compound represented by Chemical Formula 1 in this specification is used, it is not necessary to perform the dispersion step necessary when applying the existing pigment, so there is an effect of cost saving.

Hereinafter, this specification will be described in more detail.

The present specification provides a compound represented by the chemical formula 1.

The dibenzopiperan dye represented by the chemical formula 1 has a reactive group represented by the substituent R106 of the chemical formula 1, whereby the dibenzopiperan dyes can interact with each other by free radicals or heat React to each other. In addition, the dibenzopiperan dye represented by the above Chemical Formula 1 can react with the polymerizable compound, alkali-soluble resin and the like contained in the resin composition of the present specification. When a reaction occurs, the dibenzopiperan dye is firmly fixed in the cured film, resulting in improved heat resistance and chemical resistance.

In this specification, examples of the substituent will be described below, but it is not limited thereto.

是指連結的部位。In this manual,

Refers to the connected parts.

The term "substitution" refers to the change of a compound’s hydrogen atom bonded to a carbon atom into another substituent. If the substituted position is a position where a hydrogen atom is substituted, that is, a position where the substituent can be substituted, then Without limitation, when two or more are substituted, two or more substituents may be the same or different from each other.

In this specification, the term "substituted or unsubstituted" means selected from the group consisting of heavy hydrogen, halogen, nitrile, alkyl, cycloalkyl, amine, silane, boron, phosphine oxide , An aryl group, and one or more substituents in the group consisting of one or more heterocyclic groups containing N atom, O atom, S atom, Se atom, and Si atom, or exemplified by The substituents in which two or more of the substituents are connected are substituted, or do not have any substituents.

In this specification, the alkyl group may be a straight chain or a branched chain, and the number of carbons is not particularly limited, but it is preferably 1-50, and more preferably 1-30. In addition, it may be 1-20 or 1-10. Specific examples are: methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, third butyl, second butyl, 1-methyl-butyl, 1-ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, third pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl Yl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl , N-octyl, third octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethyl-propyl Group, 1,1-dimethyl-propyl group, isohexyl group, 4-methylhexyl group, 5-methylhexyl group, etc., but it is not limited to these.

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

In the present specification, the alkenyl group may be a straight chain or a branched chain, and the carbon number is not particularly limited, but it is preferably 2 to 40, and more preferably 2 to 30. In addition, it can be 2-20, 2-10. Specifically: vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl Alkenyl, 3-methyl-1-butenyl, 1,3-butadienyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-di Phenylvinyl-1-yl, 2-phenyl-2-(naphthyl-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1- Group, stilbene group, styrene group, etc., but not limited to these.

In the present specification, when the aryl group is a monocyclic aryl group, the number of carbons is not particularly limited, but the number of carbons is preferably 6 to 50, and more preferably 6 to 30. In addition, it may be 6 to 20 or 6 to 12. Specifically, the monocyclic aryl group may be phenyl, biphenyl, bitriphenyl, bitetraphenyl, etc., but it is not limited thereto.

In the case where the aryl group is a polycyclic aryl group, the number of carbons is not particularly limited, but the number of carbons is preferably 10 to 50, and more preferably 10 to 30. Specifically, the polycyclic aryl group may be naphthyl, anthracenyl, phenanthrenyl, pyrenyl, perylene, triphenyl, benzyl, fluorenyl, etc., but is not limited thereto.

In this specification, the amine group may be selected from -NH ₂ , alkylamine group, N-alkylarylamino group, arylamine group, N-arylheteroarylamine group, N-alkylheteroarylamine In the group consisting of a group and a heteroarylamine group, the number of carbons is not particularly limited, but it is preferably 1-30. Specific examples of the amino group include: methylamino group, dimethylamino group, ethylamino group, diethylamino group, phenylamino group, naphthylamino group, biphenylamino group, anthrylamino group, 9-methyl-anthracenylamino, diphenylamino, N-phenylnaphthylamino, xylylamino, N-phenyltolylamino, triphenylamino, N-phenyl Biphenylamino, N-phenylnaphthylamino, N-biphenylnaphthylamino, N-naphthylfluorenylamino, N-phenylphenanthrylamino, N-biphenylphenanthryl Amino groups, N-phenylfluorenylamino groups, N-phenylbitriphenylamino groups, N-phenanthrenylfluorenylamino groups, N-biphenylfluorenylamino groups, etc., but not limited to these.

In the present specification, the silane group may be represented by the chemical formula of -SiY1Y2Y3, and Y1, Y2, and Y3 may be hydrogen, substituted or unsubstituted alkyl groups, or substituted or unsubstituted aryl groups, respectively. Specifically, the silane group includes: trimethylsilyl (Trimethylsilyl, TMS), triethylsilyl, tributyldimethylsilyl, vinyldimethylsilyl, propyldimethyl Silyl, triphenylsilyl, diphenylsilyl, phenylsilyl, etc., but not limited to these.

In the present specification, the boron group may be represented by the chemical formula of -BY4Y5, and Y4 and Y5 may be hydrogen, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group, respectively. Specifically, the boron group includes: trimethylboryl, triethylboryl, third butyldimethylboryl, triphenylboryl, phenylboryl, etc., but is not limited to this some.

In the present specification, the heterocyclic group contains one or more of N, O, S, Si, and Se as a hetero atom, and the number of carbons is not particularly limited, but the number of carbons is preferably 2 to 60, and more preferably 2 to 30. Furthermore, it can be 2-20. Examples of heterocyclic groups are: thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl, oxazolyl, oxadiazolyl, triazolyl, pyridyl, bipyridyl, pyrimidinyl, triazinyl, acryl Pyridinyl, pyridazinyl, pyrazinyl, quinolinyl, quinazolinyl, quinoxalinyl, phthalazine (phthalazine), pteridine, pyrido pyrimidine, pyrido Pyridino pyrazine group, pyrazino pyrazine group, isoquinolinyl group, indolyl group, pyrido indole group (pyrido indole) group, indenopyrimidine (5H-indeno pyrimidine) group, carbazine Oxazolyl, benzoxazolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, benzofuranyl, dibenzofuranyl, morpholine ( phenanthroline) group, thiazolyl group, isoxazolyl group, oxadiazolyl group, thiadiazolyl group, etc., but not limited to these.

In this specification, if it is excluded as aromatic, the heteroaryl group may be selected from the examples of the heterocyclic group, but it is not limited to these.

In the present specification, alkylene refers to a group having two bonding positions on the alkyl group, that is, a divalent group. If it is excluded as a divalent group, the description of the alkyl group can be applied to each of these groups.

In the present specification, the arylene group refers to a group having two bonding positions on the aryl group, that is, a divalent group. If excluded as a divalent group, the description of the aryl group can be applied to each of these groups.

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

In an embodiment of the present specification, L1 to L4 are the same as or different from each other, and are independently a direct bond, a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, or a hydrocarbon group having 6 to 30 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L1 to L4 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted alkylene having 1 to 20 carbon atoms, or having 6 to 20 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L1 to L4 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted alkylene having 1 to 10 carbon atoms, or having 6 to 12 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L1 to L4 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted methylene, substituted or unsubstituted ethylidene, or substituted Or unsubstituted propyl.

In an embodiment of the present specification, L1 to L4 are the same as or different from each other, and each independently represents a direct bond, methylene group, ethylidene group, or propylidene group.

In an embodiment of the present specification, L1 to L4 are direct bonding.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or substituted Or an unsubstituted aryl group, or is represented by the following Chemical Formula 1-A or the following Chemical Formula 1-B.

In an embodiment of the present specification, Ar1 and Ar2 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and a substituted group having 3 to 30 carbon atoms. Or an unsubstituted cycloalkyl group, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or represented by the following Chemical Formula 1-A or the following Chemical Formula 1-B.

In one embodiment of the present specification, Ar1 and Ar2 are the same or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl having 1 to 20 carbons, and substituted with 3 to 20 carbons. Or an unsubstituted cycloalkyl group, or a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or represented by the following Chemical Formula 1-A or the following Chemical Formula 1-B.

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

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

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

In an embodiment of the present specification, Ar1 is methyl or ethyl substituted or unsubstituted by phenyl, ethyl, propyl, isopropyl, or phenyl substituted by hydroxy, or by the following chemical formula 1 -A or the following chemical formula 1-B.

In an embodiment of the present specification, Ar2 is methyl, ethyl, propyl, isopropyl, or phenyl substituted or unsubstituted by phenyl, or by the following chemical formula 1-A or the following chemical formula 1 -B said.

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

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

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

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

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

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

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

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

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

In one embodiment of this specification, r1 is 3.

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

In one embodiment of this specification, r2 is 3.

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

In one embodiment of this specification, r3 is 4.

[化學式1-B]

所述化學式1-A及化學式1-B中， 所述Q1及Q2彼此相同或不同，分別獨立地為O或NH。In an embodiment of the present specification, X1 and X2 are the same as or different from each other, and are respectively represented by the following Chemical Formula 1-A or Chemical Formula 1-B. [Chemical Formula 1-A]

[Chemical Formula 1-B]

In the chemical formula 1-A and the chemical formula 1-B, the Q1 and Q2 are the same as or different from each other, and are each independently O or NH.

In an embodiment of the present specification, Q1 and Q2 are 0, respectively.

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

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

In an embodiment of the present specification, L101 and L102 are the same or different from each other, and are independently directly bonded, substituted or unsubstituted alkylene having 1 to 30 carbon atoms, or having 6 to 30 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L101 and L102 are the same as or different from each other, and are independently a direct bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a hydrocarbon group having 6 to 20 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L101 and L102 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted alkylene having 1 to 10 carbon atoms, or having 6 to 12 carbon atoms. Substituted or unsubstituted arylene groups.

In an embodiment of the present specification, L101 and L102 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted methylene, or substituted or unsubstituted ethylidene.

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

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

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

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

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

In an embodiment of the present specification, R101 to R105 are the same as or different from each other, and are independently hydrogen, hydroxyl, or substituted or unsubstituted third butyl.

In one embodiment of the present specification, R101 to R105 are the same as or different from each other, and are independently hydrogen, hydroxyl, or third butyl.

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

In an embodiment of the present specification, R102 and R104 are the same as or different from each other, and are independently substituted or unsubstituted third butyl.

In an embodiment of the present specification, R102 and R104 are the third butyl group.

所述結構中， L201為直接鍵結、或者O。In one embodiment of the present specification, R106 is any one selected from the following structures and carboxylic acid groups (-COOH).

In the above structure, L201 is a direct bond, or O.

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

In one embodiment of this specification, L201 is O.

In an embodiment of the present specification, R201 to R203 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted A substituted aryl group, or a substituted or unsubstituted heterocyclic group.

In an embodiment of the present specification, R201 to R203 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl having 1 to 30 carbons, and substituted having 2 to 30 carbons. Or an unsubstituted alkenyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms.

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

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

In one embodiment of the present specification, R201 to R203 are the same as or different from each other, and are independently hydrogen, substituted or unsubstituted methyl, or substituted or unsubstituted ethylidene.

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

In an embodiment of the present specification, R201 is methyl-substituted ethylidene.

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

In one embodiment of the present specification, R203 is hydrogen or methyl.

In an embodiment of the present specification, r202 is an integer of 1 to 3, r203 is an integer of 1 to 5, when the above r202 is 2 or more, R202 is the same or different, and when r203 is 2 or more, R203 is the same Or different.

In an embodiment of the present specification, when at least one of Ar1 and Ar2 is represented by the chemical formula 1-A, at least one of the X1 and X2 is represented by the chemical formula 1-B As shown, in the case where at least one of Ar1 and Ar2 is represented by the chemical formula 1-B, at least one of X1 and X2 is represented by the chemical formula 1-A.

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

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

In an embodiment of the present specification, the Ar1 and Ar2 are the same or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, Or in the case of a substituted or unsubstituted aryl group, at least one of the X1 and X2 is represented by the chemical formula 1-A, and the X1 and X2 are not represented by the chemical formula 1-A The other one is represented by the chemical formula 1-B.

In an embodiment of the present specification, the Ar1 and Ar2 are the same or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, Or in the case of a substituted or unsubstituted aryl group, at least one of X1 and X2 is represented by the chemical formula 1-B, and the X1 and X2 are not represented by the chemical formula 1-B The other one is represented by the chemical formula 1-A.

所述化學式1-1中， L1～L4、Ar1、Ar2、R1～R3、r1～r3、X1及X2如所述化學式1中所定義般。In an embodiment of the present specification, the chemical formula 1 may be represented by the following chemical formula 1-1. [Chemical Formula 1-1]

In the chemical formula 1-1, L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, X1 and X2 are as defined in the chemical formula 1.

所述化學式2中， 有關於L1～L4、Ar1、Ar2、R1～R3、r1～r3、Q1、Q2、L101、L102、及R101～R106的定義與所述化學式1中定義的相同。In an embodiment of the present specification, the chemical formula 1 can be represented by the following chemical formula 2. [Chemical Formula 2]

In the chemical formula 2, the definitions of L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, Q2, L101, L102, and R101 to R106 are the same as those defined in the chemical formula 1.

所述化學式3中， 有關於L1～L4、Ar1、Ar2、R1～R3、r1～r3、Q1、L101、及R101～R105的定義與所述化學式1中定義的相同。In an embodiment of the present specification, the chemical formula 1 can be represented by the chemical formula 3 below. [Chemical Formula 3]

In the chemical formula 3, the definitions of L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, L101, and R101 to R105 are the same as those defined in the chemical formula 1.

According to an example, in the chemical formula 3, at least one of Ar1 and Ar2 can be represented by the chemical formula 1-B.

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

An embodiment of the present specification provides a polymer containing the compound represented by Chemical Formula 1 as a single body.

The "monomer" refers to a substance used as a unit when a polymer compound is produced by a chemical reaction.

The polymer refers to a compound obtained by polymerizing the monomer, and refers to a polymer compound.

In an embodiment of the present specification, the polymer may contain other monomers in addition to the compound represented by Chemical Formula 1 as a monomer. For example, the monomer contained in the binder resin described below and/or the polyfunctional monomer described below may be further contained as a single unit.

In an embodiment of the present specification, the weight-average molecular weight of the polymer containing the compound represented by Chemical Formula 1 as a single body may be 5,000 g/mol to 30,000 g/mol.

The weight average molecular weight refers to a molecular weight that is not uniform, and one of the average molecular weights using the molecular weight of a polymer substance as a reference is obtained by averaging the molecular weights of component molecular species of a polymer compound having a molecular weight distribution in weight fraction value.

The weight average molecular weight can be determined by gel permeation chromatography (Gel Permeation Chromatography, GPC) analysis.

An embodiment of the present specification provides a coloring material composition containing the compound represented by the chemical formula 1.

In an embodiment of the present specification, the coloring material composition further contains at least one of dyes and pigments.

That is, in addition to the compound represented by the chemical formula 1, the coloring material composition may further contain at least one of dyes and pigments. For example, the coloring material composition may contain only the compound represented by the chemical formula 1, but may also contain the compound represented by the chemical formula 1 and one or more dyes, or may contain the compound represented by the chemical formula 1. The compound and one or more pigments, or contain the compound represented by the above Chemical Formula 1, one or more dyes and one or more pigments.

According to an embodiment of the present specification, the dye is at least one dye selected from the group consisting of dibenzopiperan dye, cyanine dye, anthraquinone dye, and azaporphyrin dye, and the pigment is a blue pigment or Purple paint.

The dibenzopiperan dye, cyanine dye, anthraquinone dye, and azaporphyrin dye are not particularly limited as long as they are used in the technical field.

The blue pigment is not limited as long as it is used in the technical field, and it may contain a copper phthalocyanine-based blue pigment. As an example of the copper phthalocyanine-based blue pigment, a compound classified as a pigment in a color index (published by The Society of Dyers and Colourists) can be cited. Specific examples include C.I. Blue Pigment (Color Index Pigment Blue) 1, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 60, and the like.

The purple pigments are not limited as long as they are used in the technical field, and may be listed as CIs classified as pigments in the color index (published by The Society of Dyers and Colourists) Purple Index (Color Index Pigment Violet) 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, 50, etc.

An embodiment of the present specification provides a resin composition containing the coloring material composition.

An embodiment of the present specification provides a resin composition containing the compound represented by the above Chemical Formula 1, a binder resin, a polyfunctional monomer, a photoinitiator, and a solvent.

In an embodiment of the present specification, the resin composition may further contain additives.

The additive may be any one selected from the group consisting of leveling agents and adhesion aids.

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

As the binder resin, a copolymerization resin of a multifunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility can be used, and a binder generally used in this technical field can be further included.

The polyfunctional monomer that imparts mechanical strength to the film may be any one or more of unsaturated carboxylic acid esters, aromatic vinyls, unsaturated ethers, unsaturated amide imines, and acid anhydrides.

Specific examples of the unsaturated carboxylic acid esters can be selected from the group consisting of benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, (methyl ) Butyl acrylate, dimethylaminoethyl (meth) acrylate, isobutyl (meth) acrylate, third butyl (meth) acrylate, cyclohexyl (meth) acrylate, (meth) Isobornyl acrylate, ethylhexyl (meth)acrylate, 2-phenoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, hydroxyethyl (meth)acrylate, (A Group) 2-hydroxypropyl acrylate, 2-hydroxy-3-chloropropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, acetyloctyloxy (meth)acrylate- 2-hydroxypropyl ester, glycerin (meth)acrylate, 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, ethoxydiethylene Alcohol (meth)acrylate, methoxytriethylene glycol (meth)acrylate, methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methyl ether (meth)acrylate, benzene Oxydiethylene glycol (meth)acrylate, p-nonylphenoxy polyethylene glycol (meth)acrylate, p-nonylphenoxy polypropylene glycol (meth)acrylate, (meth)acrylic acid Glycidyl ester, tetrafluoropropyl (meth)acrylate, (meth)acrylic acid-1,1,1,3,3,3-hexafluoroisopropyl ester, octafluoropentyl (meth)acrylate, (meth Group) Heptafluorodecyl acrylate, tribromophenyl (meth) acrylate, methyl o-hydroxymethacrylate, ethyl o-hydroxymethacrylate, propyl o-hydroxymethacrylate and butyl o-hydroxymethacrylate , But not limited to these.

Specific examples of the aromatic vinyl monomers can be selected from styrene, o-methylstyrene, (o, m, p)-vinyltoluene, (o, m, p)-methoxystyrene And (o-, m-, p)-chlorostyrene group, but not limited to these.

Specific examples of the unsaturated ethers can be selected from the group consisting of vinyl methyl ether, vinyl ether and allyl glycidyl ether, but it is not limited to these.

Specific examples of the unsaturated amide imines can be selected from N-phenyl maleimide diimide, N-(4-chlorophenyl) maleimide diimide, N-(4-hydroxybenzene Group) maleic diimide and N-cyclohexyl maleic diimide, but not limited to these groups.

The acid anhydride includes maleic anhydride, methyl maleic anhydride, tetrahydrophthalic anhydride, etc., but it is not limited to these.

The monomer which imparts alkali solubility is not particularly limited if it contains an acid group. For example, it is preferably selected from (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, and fumaric acid. Diacid, monomethyl maleic acid, 5-norbornene-2-carboxylic acid, phthalic acid mono-2-((meth)acryloyloxy) ethyl ester, succinic acid mono- More than one of the group consisting of 2-((meth)acryloyloxy)ethyl ester and o-carboxy polycaprolactone mono(meth)acrylate, but it is not limited to these.

According to an embodiment of the present specification, the acid value of the binder resin is 50 KOHmg/g to 130 KOHmg/g, and the weight average molecular weight is 1,000 g/mol to 50,000 g/mol.

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

In an embodiment of the present specification, the binder resin may be benzyl methacrylate: N-phenyl maleimide: styrene: methacrylic acid=55:9:11: 25 copolymer.

The multifunctional monomer is a monomer that exerts a function of forming a photoresist image by light, and specifically may be selected from propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl di Alcohol diacrylate, 6-hexanediol diacrylate, 1,6-hexanediol acrylate tetraethylene glycol methacrylate, diphenoxyethanol diacrylate, trihydroxyethyl isocyanurate Trimethacrylate, trimethylpropane trimethacrylate, diphenyl pentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, dipentaerythritol hexamethacrylate, methacrylic acid shrink One or a mixture of two or more of the group consisting of glyceride and epoxycyclohexyl methacrylate.

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

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

The acetophenone-based compounds are: 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropane- 1-ketone, 4-(2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl phenyl ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether , Benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthio)phenyl-2-morpholinyl-1-propane-1-one , 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-butane-1-one, 2-(4-bromo-benzyl-2-dimethylamino -1-(4-morpholinylphenyl)-butane-1-one or 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinylpropane-1-one etc. , Not limited to these.

The biimidazole-based compounds are: 2,2-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 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, etc. , Not limited to these.

The triazine compounds are: 3-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}propionic acid, 1,1,1,3,3 ,3-Hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}propionate, ethyl-2-{4 -[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-bis( Trichloromethyl)-s-triazine-6-yl]phenylthio}acetate, cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl ]Phenylthio}acetate, benzyl-2-{4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}acetate, 3-{chloro -4-[2,4-bis(trichloromethyl)-s-triazine-6-yl]phenylthio}propionic acid, 3-{4-[2,4-bis(trichloromethyl)-all Triazin-6-yl]phenylthio) propylamide, 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s-triazine, 2,4-bis(trichloromethyl Group)-6-(1-p-dimethylaminophenyl)-1,3-butadienyl-s-triazine, 2-trichloromethyl-4-amino-6-p-methoxybenzene Vinyl-s-triazine and the like are not limited to these.

The oxime compounds are: 1,2-octanedione-1-(4-phenylthio)phenyl-2-(o-benzoyl oxime) (Ciba-Geigy), CGI124), ethyl ketone-1-(9-ethyl)-6-(2-methylbenzyl-3-yl)-1-(O-acetyl oxime) (CGI242), N-1919 ( ADEKA (ADEKA), etc., are not limited to these.

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

The solvent may be one or more selected from the group consisting of 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, dichloromethane, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethylene, Hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, third butanol, 2-ethoxypropanol, 2-methyl Oxypropanol, 3-methoxybutanol, diacetone alcohol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol diethyl ether acetate, 3-methoxybutyl acetate, 3 -Ethyl ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether and dipropylene glycol monomethyl ether, but not limited to this .

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

In an embodiment of the present specification, based on the total weight of the resin composition, the content of the compound represented by the chemical formula 1 is 0.1% to 60% by weight, and the content of the binder resin is 1 % By weight to 60% by weight, the content of the photoinitiator is 0.1% by weight to 20% by weight, the content of the multifunctional monomer is 0.1% by weight to 50% by weight, and the content of the solvent is 10% by weight %～80wt%.

Based on the total weight of the resin composition, the resin composition may further contain the leveling agent 0.01% to 20% by weight and the adhesion aid 0.01% to 20% by weight.

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

The total weight of the solid component refers to the total weight of components other than the solvent in the resin composition. The solid content and the weight% basis of each component based on the solid content can be measured by a general analysis method used in the art such as liquid chromatography or gas chromatography.

According to an embodiment of the present specification, the resin composition additionally includes a photo-crosslinking sensitizer, a hardening accelerator, an antioxidant, an adhesion promoter, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, and One or more additives in the group consisting of dispersants.

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

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

The leveling agent may be polymeric or non-polymeric. Specific examples of the polymer leveling agent include polyethyleneimine, polyamidoamine, the reaction product of amine and epoxide, and specific examples of the non-polymer leveling agent include non-polymer sulfur-containing Compounds and non-polymer nitrogen-containing compounds are not limited thereto, and can be used by users in the art.

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

The adhesion aid is not particularly limited, and can be generally used by users in the technical field.

In an embodiment of the present specification, the adhesion aid may be KBM-503.

The photocrosslinking sensitizer may use one or more selected from the group consisting of benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4- Bis(diethylamino)benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoyl benzoate, 3,3-dimethyl- Benzophenone-based compounds such as 4-methoxybenzophenone, 3,3,4,4-tetrakis (third butyl carbonyl peroxide) benzophenone; 9-fluorenone, 2-chloro-9 -Fluorenone compounds such as fluorenone, 2-methyl-9-fluorenone; thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4- Thioxanthone-based compounds such as propyloxythioxanthone, isopropylthioxanthone, and diisopropylthioxanthone; xanthenes such as xanthone, 2-methylxanthone Ketone compounds; anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, tert-butylanthraquinone, 2,6-dichloro-9,10-anthraquinone and other anthraquinone compounds; 9-benzene Acridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane), 1,3-bis(9-acridinyl)propane, etc. Series compounds; dicarbonyl compounds such as benzoyl, 1,7,7-trimethyl-bicyclo[2,2,1]heptane-2,3-dione, 9,10-phenanthrenequinone; 2,4, 6-trimethylbenzyl diphenylphosphine oxide, bis(2,6-dimethoxybenzyl)-2,4,4-trimethylpentylphosphine oxide and other phosphine oxide compounds; Methyl-4-(dimethylamino)benzoate, ethyl-4-(dimethylamino)benzoate, 2-n-butoxyethyl-4-(dimethylamine Group) Benzoate compounds such as benzoate; 2,5-bis(4-diethylaminobenzylidene) cyclopentanone, 2,6-bis(4-diethylaminobenzylidene) Groups) cyclohexanone, 2,6-bis(4-diethylaminobenzylidene)-4-methyl-cyclopentanone and other amine synergists; 3,3-carbonylvinyl-7-( Diethylamino) coumarin, 3-(2-benzothiazolyl)-7-(diethylamino) coumarin, 3-benzyl-7-(diethylamino) Coumarin, 3-Benzoyl-7-methoxy-coumarin, 10,10-carbonylbis[1,1,7,7-tetramethyl-2,3,6,7-tetrahydro -1H,5H,11H-C1]-benzopyrano[6,7,8-ij]-quinazin-11-one and other coumarin compounds; 4-diethylaminochalcone, 4 -Chalcone compounds such as azidobenzylidene acetophenone; 2-benzyl methylene, 3-methyl-b-naphthothiazoline.

The hardening accelerator is used to improve hardening and mechanical strength, and specifically, one or more kinds selected from the group consisting of 2-mercaptobenzimidazole, 2-mercaptobenzithiazole, and 2 -Mercaptobenzoxazole, 2,5-dimercapto-1,3,4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis(3-mercaptopropionate) , Pentaerythritol-tris(3-mercaptopropionate), pentaerythritol-tetra(2-mercaptoacetate), pentaerythritol-tris(2-mercaptoacetate), trimethylolpropane-tris(2-mercaptoacetate) Ester) and trimethylolpropane-tris(3-mercaptopropionate).

The adhesion promoter used in this specification can be selected from methacryloxypropyltrimethoxysilane, methacryloxypropyldimethoxysilane, methacryloxypropyl Use more than one kind of methacryl silane coupling agent such as triethoxy silane, methacryl oxypropyl dimethoxy silane, etc. Alkyl trimethoxy silane can be used from octyl trimethoxy silane , Dodecyl trimethoxy silane, octadecyl trimethoxy silane and more than one kind to use.

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

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

Specific examples of the antioxidant include phosphoric acid-based thermal stabilizers such as phosphoric acid, trimethyl phosphate or triethyl phosphate; 2,6-di-third-butyl-p-cresol, octadecyl -3-(4-hydroxy-3,5-di-tert-butylphenyl) propionate, tetrabis[methylene-3-(3,5-di-tert-butyl-4-hydroxybenzene Group) propionate) methane, 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, 3,5-di Dibutyl-4-hydroxybenzyl diphosphite, 2,2-thiobis(4-methyl-6-tert-butylphenol), 2,6-di-tert-butylphenol, 4 ,4'-butylene-bis(3-methyl-6-tert-butylphenol), 4,4'-thiobis(3-methyl-6-tert-butylphenol) or bis[3, 3-bis-(4'-hydroxy-3'-tert-butylphenyl)butanoic acid]diol ester (Bis[3,3-bis-(4'-hydroxy-3'-tert-butylphenyl)butanoic acid ] Hindered phenol such as glycol ester) is a primary antioxidant; phenyl-o-naphthylamine, phenyl-o-naphthylamine, N,N'-diphenyl-p-phenylenediamine or N, Amine-type secondary antioxidants such as N'-di-o-naphthyl-p-phenylenediamine; dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercapto Thio secondary antioxidants such as benzothiazole or tetramethylthiuram disulfide tetrabis[methylene-3-(laurylthio)propionate]methane; or triphenylphosphite Ester, tris(nonylphenyl) phosphite, triisodecyl phosphite, bis(2,4-dibutylphenyl) pentaerythritol diphosphite (Bis(2,4-dibutylphenyl)Pentaerythritol Diphosphite) Or (1,1'-biphenyl)-4,4'-diylbisphosphonic acid tetra[2,4-bis(1,1-dimethylethyl)phenyl] ester ((1,1' -Biphenyl)-4,4'-Diylbisphosphonous acid tetrakis[2,4-bis(1,1-dimethylethyl)phenyl] ester) and other phosphite-based secondary antioxidants.

The ultraviolet absorber can be used: 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxybenzophenone, etc., but It is not limited to these, and it can be generally used by users in the art.

As the thermal polymerization inhibitor, for example, one or more selected from the group consisting of p-anisole, hydroquinone, catechol (pyrocatechol), and tert-butyl catechol may be included. (T-butyl catechol), N-nitrosophenylhydroxylamine ammonium salt, N-nitrosophenylhydroxylamine aluminum salt, p-methoxyphenol, di-third butyl-p-cresol, o-benzene Triphenol, benzoquinone, 4,4-thiobis(3-methyl-6-tert-butylphenol), 2,2-methylenebis(4-methyl-6-tert-butylphenol) 2, 2-mercaptoimidazole and phenothiazine (phenothiazine), but not limited to these, may include those generally known in the technical field.

The dispersant can be used in the following method: a method of internally adding to the pigment or a method of externally adding to the pigment in a state where the pigment is surface-treated in advance. As the dispersant, a compound-type, nonionic, anionic, or cationic dispersant can be used, and examples thereof include fluorine-based, ester-based, cationic, anionic, nonionic, and amphoteric surfactants. These can be used individually or in combination of 2 or more types.

Specifically, the dispersant is selected from polyalkylene glycol and its ester, polyoxyalkylene polyol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonate, sulfonate , Carboxylates, carboxylates, alkyl amide amine alkylene oxide adducts, and alkyl amines, but not limited thereto.

The leveling agent may be polymeric or non-polymeric. Specific examples of the polymer leveling agent include polyethyleneimine, polyamidoamine, the reaction product of amine and epoxide, and specific examples of the non-polymer leveling agent include non-polymer sulfur-containing Compounds and non-polymer nitrogen-containing compounds are not limited thereto, and can be used by users in the art.

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

In an embodiment of the present specification, the color filter can be manufactured using a resin composition containing the coloring material composition.

In one embodiment of the present specification, the resin composition may be coated on a substrate to form a coating film, and a photosensitive material in the form of a thin film or pattern may be formed by exposing, developing, and curing the coating film. The color filter is formed by containing the photosensitive material.

The coating method is not particularly limited, and a spray method, a roll coating method, a spin coating method, etc. can be used, and a spin coating method is generally widely used. In addition, after forming the coating film, a part of the residual solvent may be removed under reduced pressure, as the case may be.

Examples of light sources used to harden the resin composition of this specification include mercury vapor arcs (arc), carbon arcs, Xe arcs, etc. that emit light with a wavelength of 250 nm to 450 nm, but they are not necessarily limited thereto.

The resin composition of this specification can be used for thin film transistor liquid crystal display (Thin Film Transistor-Liquid Crystal Display, TFT LCD) color filter manufacturing pigment dispersion type photosensitive material, thin film transistor liquid crystal display (TFT LCD) or organic Photosensitive material for forming black matrix of light emitting diode, photosensitive material for forming overcoat layer, photosensitive material for columnar spacers, photocurable paint, photocurable ink, photocurable adhesive, printing plate, printed wiring board In photosensitive materials, Plasma Display Panel (PDP) photosensitive materials, etc., there are no particular restrictions on their uses.

The resin composition according to an embodiment of the present specification is excellent in heat resistance and has little color change due to heat treatment. When manufacturing a color filter, even if a curing process is used, it can provide high color reproducibility, high brightness, and high contrast ratio Color filter.

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

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

According to another embodiment, the color filter may further include an outer coating.

Between the color pixels of the color filter, for the purpose of improving contrast, a grid-like black pattern called a black matrix may be arranged. The material of the black matrix can use chromium. In this case, a method may be used in which chromium is vapor-deposited on the entire glass substrate and a pattern is formed by etching treatment. However, in consideration of the high cost in steps, the high reflectance of chromium, and the environmental pollution caused by chromium waste liquid, a resin black matrix using a pigment dispersion method capable of fine processing can be used.

The black matrix may use black pigment or black dye as the coloring material. For example, carbon black can be used alone, or carbon black can be used in combination with a coloring pigment. In this case, the coloring pigment with insufficient light-shielding properties is mixed, so that it has the following advantages: even if the amount of the coloring material increases relatively, the strength of the film or the substrate The adhesion will not decrease.

A display device including the color filter of this specification is provided.

The display device may be a Plasma Display Panel (PDP), Light Emitting Diode (LED), Organic Light Emitting Diode (OLED), Liquid Crystal Display (Liquid Crystal Display, LCD), Thin Film Transistor-Liquid Crystal Display (LCD-TFT) and cathode ray tube (Cathode Ray Tube, CRT). [Example]

The following describes the specification in detail with examples. The following embodiments are intended to explain this specification, and the scope of this specification includes the scope described in the following patent application scope, and its substitutions and changes, and is not limited to the scope of the embodiments.

向100 mL的單頸（1-neck）圓底燒瓶中投入化合物A-1（苯磺酸二氯磺酸基螢光素（Benzenesulfonate Dichlorosulfofluorescein））（3 g、7.40 mmol、1 eq）、化合物A-2（2-(乙基胺基)乙醇（2-(Ethylamino)ethanol））（5.28 g、59.22 mmol、8 eq）、去離子水（DI-water）50 g後，於100℃下攪拌。其後，進行一夜（overnight，12小時）反應。利用1M鹽酸溶液（HCl Solution）淬滅（quenching）而使反應終止，添加氯化鈉（sodium chloride，NaCl）使反應產物析出。將所生成的沈澱物於減壓下過濾後，在80℃的烘箱（Oven）中乾燥。乾燥後，為了除去生成物中的NaCl，使其溶解於二甲基甲醯胺（Dimethylformamide，DMF）中並過濾後，利用二乙醚（diethyl ether）淬滅（quenching）並於減壓下過濾濾液後，使其乾燥，獲得化合物A（2.88 g、5.64 mmol、76%）。 離子化模式：大氣壓化學遊離（Atmospheric Pressure Chemical Ionization，APCI）+：m/z=511[M+H]+、精確分子量（Exact Mass）：510.18<Production Example><Production Example 1>-Production of Compound 1-1 Production of [Compound A]

Into a 100 mL single-neck round bottom flask, compound A-1 (Benzenesulfonate Dichlorosulfofluorescein) (3 g, 7.40 mmol, 1 eq), compound A -2(2-(Ethylamino)ethanol) (5.28 g, 59.22 mmol, 8 eq), deionized water (DI-water) 50 g, stirred at 100°C. Thereafter, the reaction was carried out overnight (12 hours). The reaction was terminated by quenching with 1M hydrochloric acid solution (HCl Solution), and sodium chloride (NaCl) was added to precipitate the reaction product. After filtering the generated precipitate under reduced pressure, it was dried in an oven (Oven) at 80°C. After drying, in order to remove NaCl in the product, it was dissolved in Dimethylformamide (DMF) and filtered, quenched with diethyl ether (diethyl ether) and filtered under reduced pressure After that, it was dried to obtain compound A (2.88 g, 5.64 mmol, 76%). Ionization mode: Atmospheric Pressure Chemical Ionization (APCI)+: m/z=511[M+H]+, Exact Mass: 510.18

向二氯甲烷（Dichloromethane）75 g中加入3,5-二-第三丁基-4-羥基苯甲酸（3,5-Di-tert-butyl-4-hydroxybenzoic acid）化合物A-3（1.91 g、7.63 mmol、3 eq）進行攪拌。設置冰浴（Ice bath）為0℃，其後添加N-(3-二甲基胺基丙基)-N’-乙基碳二醯亞胺鹽酸鹽（N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride）（EDC-HCl）（1.462 g、7.63 mmol、3 eq），攪拌15分鐘。添加少量的二甲基甲醯胺、4-二甲基胺基吡啶（4-Dimethyl aminopyridine）（DMAP）（0.244 g、2 mmol），投入化合物A（1.3 g、2.545 mmol、1 eq）後，於0℃下反應2小時，並於常溫下反應一夜（overnight）。追加添加蒸餾水150 ml、二氯甲烷70 ml進行萃取，使MgSO₄ 在有機層中經過而除去水分，於減壓下除去溶媒。其後，利用管柱層析法而使析出物分離（溶離液（Eluent）為DMC（二氯甲烷（dichloromethane））：MeOH（甲醇（Metanol））=10：1）。結果，獲得化合物B（1.36 g、1.396 mmol），產率為54.8%。 離子化模式：APCI+：m/z=743[M+H]+、精確分子量：742Production of [Compound B]

To 75 g of dichloromethane was added 3,5-Di-tert-butyl-4-hydroxybenzoic acid compound A-3 (1.91 g , 7.63 mmol, 3 eq) stirring. Set the ice bath to 0°C, and then add N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (N-(3-Dimethylaminopropyl)- N'-ethylcarbodiimide hydrochloride) (EDC-HCl) (1.462 g, 7.63 mmol, 3 eq), stirring for 15 minutes. After adding a small amount of dimethylformamide and 4-Dimethylaminopyridine (DMAP) (0.244 g, 2 mmol), after adding compound A (1.3 g, 2.545 mmol, 1 eq), The reaction was carried out at 0°C for 2 hours, and at room temperature overnight. 150 ml of distilled water and 70 ml of dichloromethane were additionally added for extraction, MgSO ₄ was passed through the organic layer to remove water, and the solvent was removed under reduced pressure. After that, the precipitate was separated by column chromatography (the eluent (Eluent) was DMC (dichloromethane): MeOH (methanol (Metanol))=10:1). As a result, compound B (1.36 g, 1.396 mmol) was obtained with a yield of 54.8%. Ionization mode: APCI+: m/z=743[M+H]+, precise molecular weight: 742

使化合物B（1.485 g、2.0 mmol）溶解於氯仿（Chloroform）（40 ml）中，添加D-MAP（0.487 g、2.0 mmol）。添加甲基丙烯酸2-羥基乙酯（2-Hydroxyethyl Methacrylate）（0.488 ml，4.0 mmol），並於CHCl₃ （10 ml）中滴加（dropping）N-(3-二甲基胺基丙基)-N’-乙基碳二醯亞胺（N-(3-Dimethylaminopropyl)-N’-ethylcarbodiimide，EDC）（1.15 g，6.0 mmol），於常溫下反應72小時。進行氫氣（H₂ O）淬滅後，移至分液漏斗（separatory funnel），利用CHCl₃ （氯仿）萃取水層。有機層分離，利用鹽水（brine）沖洗（washing），並利用Na₂ SO₄ 乾燥。利用快速二氧化矽管柱層析法（Flash silica column chromatography）（CH₂ Cl₂ （二氯甲烷）：MeOH（甲醇（Methanol））=9：1）進行精製，獲得化合物1-1（0.991 g、1.68 mmol、56%）。 離子化模式：APCI+：m/z=855[M+H]+、精確分子量：854[Production of Compound 1-1]

Compound B (1.485 g, 2.0 mmol) was dissolved in chloroform (Chloroform) (40 ml), and D-MAP (0.487 g, 2.0 mmol) was added. Add 2-Hydroxyethyl Methacrylate (0.488 ml, 4.0 mmol) and drop N-(3-dimethylaminopropyl) in CHCl ₃ (10 ml) -N'-ethylcarbodiimide (N-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide (EDC) (1.15 g, 6.0 mmol), reacted at room temperature for 72 hours. After quenching with hydrogen (H ₂ O), it was transferred to a separatory funnel and the aqueous layer was extracted with CHCl ₃ (chloroform). The organic layer was separated, washed with brine, and dried with Na ₂ SO ₄ . It was purified by Flash silica column chromatography (CH ₂ Cl ₂ (dichloromethane): MeOH (methanol) = 9:1) to obtain compound 1-1 (0.991 g , 1.68 mmol, 56%). Ionization mode: APCI+: m/z=855[M+H]+, precise molecular weight: 854

加入3-(3,5-二-第三丁基-4-羥基苯基)丙酸（3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propanoic acid）的化合物A-4（2.12 g、7.63 mmol、3 eq）、N-(3-二甲基胺基丙基)-N’-乙基碳二醯亞胺鹽酸鹽（EDC-HCl）（1.462 g、7.63 mmol、3 eq）、二甲基甲醯胺、4-二甲基胺基吡啶（DMAP）（0.244 g、2 mmol）、化合物A（1.3 g、2.545 mmol、1 eq），以與製造例1-2相同的方式進行製造，獲得化合物C（1.15 g、1.49 mmol），產率為58.5%。 離子化模式：APCI+：m/z=771[M+H]+、精確分子量：770<Production Example 2>-Production of Compound 1-4 Production of [Compound C]

Compound A-4 (3-(3,5-Di-tert-butyl-4-hydroxyphenyl)propanoic acid) added with 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoic acid ( 2.12 g, 7.63 mmol, 3 eq), N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDC-HCl) (1.462 g, 7.63 mmol, 3 eq), dimethylformamide, 4-dimethylaminopyridine (DMAP) (0.244 g, 2 mmol), compound A (1.3 g, 2.545 mmol, 1 eq), as in Production Example 1-2 Was manufactured in the same manner as above to obtain compound C (1.15 g, 1.49 mmol) with a yield of 58.5%. Ionization mode: APCI+: m/z=771[M+H]+, accurate molecular weight: 770

添加化合物C（1.0 g、1.30 mmol）、D-MAP（0.487 g、2.0 mmol）、甲基丙烯酸2-羥基乙酯（0.317 ml、2.6 mmol）、EDC（N-(3-二甲基胺基丙基)-N’-乙基碳二醯亞胺）(1.15 g、6.0 mmol），藉由與化合物1-1的製造相同的方法進行製造，獲得0.84 g（產率73.0%）的化合物1-4。 離子化模式：APCI+：m/z=883[M+H]+、精確分子量：882[Production of Compound 1-4]

Add compound C (1.0 g, 1.30 mmol), D-MAP (0.487 g, 2.0 mmol), 2-hydroxyethyl methacrylate (0.317 ml, 2.6 mmol), EDC (N-(3-dimethylamino) Propyl)-N'-ethylcarbodiimide) (1.15 g, 6.0 mmol) was produced by the same method as the production of compound 1-1, and 0.84 g (yield 73.0%) of compound 1 was obtained -4. Ionization mode: APCI+: m/z=883[M+H]+, accurate molecular weight: 882

加入化合物A-1（苯磺酸二氯磺酸基螢光素）（3 g、7.40 mmol、1 eq）及二乙醇胺（Diethanolamine）（3.89 g、37 mmol、5 eq），藉由與化合物A的製造相同的方法進行製造，獲得3.2 g（產率79.8%）的化合物D。<Production Example 3>-Production of Compound 1-6 Production of [Compound D]

Add compound A-1 (benzenesulfonic acid dichlorosulfonyl fluorescein) (3 g, 7.40 mmol, 1 eq) and diethanolamine (Diethanolamine) (3.89 g, 37 mmol, 5 eq) by combining with compound A The same method was used to manufacture, and 3.2 g (79.8% yield) of compound D was obtained.

加入3,5-二-第三丁基-4-羥基苯甲酸（3,5-Di-tert-butyl-4-hydroxybenzoic acid）的化合物A-3（2.54 g、10.16 mmol、4 eq）及化合物D（1.38 g、2.54 mmol、1 eq），以與化合物B的製造相同的方式進行製造，獲得1.21 g（產率47.3%）的化合物E。 離子化模式：APCI+：m/z=1007[M+H]+、精確分子量：1006Production of [Compound E]

Compound A-3 (2.54 g, 10.16 mmol, 4 eq) and compound added with 3,5-Di-tert-butyl-4-hydroxybenzoic acid (3,5-Di-tert-butyl-4-hydroxybenzoic acid) D (1.38 g, 2.54 mmol, 1 eq) was produced in the same manner as the production of compound B to obtain 1.21 g (yield 47.3%) of compound E. Ionization mode: APCI+: m/z=1007[M+H]+, accurate molecular weight: 1006

加入化合物E（1.0 g、0.99 mmol、1 eq）、甲基丙烯酸2-羥基乙酯（0.36 ml、3 mmol、3 eq），藉由與化合物1-1的製造相同的方法進行製造，獲得0.8 g（產率65.7%）的化合物1-6。 離子化模式：APCI+：m/z=1231[M+H]+、精確分子量：1230[Production of Compound 1-6]

Compound E (1.0 g, 0.99 mmol, 1 eq) and 2-hydroxyethyl methacrylate (0.36 ml, 3 mmol, 3 eq) were added, and it was produced by the same method as the production of Compound 1-1 to obtain 0.8 g (65.7% yield) of compound 1-6. Ionization mode: APCI+: m/z=1231[M+H]+, precise molecular weight: 1230

將化合物B（1 g、1.34 mmol、1 eq）溶解於二氯甲烷50 ml中後，加入氫氧化鈉（0.05 g、1.34 mmol、1 eq）及苄基三甲基銨（Benzyltrimethyl ammonium）0.02 g，於常溫下攪拌30分鐘後，加入1-氯-2,3-乙氧基丙烷（1-chloro-2,3-epoxypropane）（0.25 g、2.68 mmol、2 eq），於40℃下攪拌20小時。攪拌後，將反應產物利用鹽酸水溶液進行淬滅後，移至分液漏斗（separatory funnel）中，水層用CHCl₃ （氯仿）萃取。有機層分離，利用鹽水沖洗，並利用Na₂ SO₄ 乾燥。於減壓乾燥後，利用快速二氧化矽管柱層析法（CH₂ Cl₂ （二氯甲烷）：MeOH（甲醇）=9：1）對有機層進行精製，獲得化合物2-1（0.65 g、0.81 mmol、60.7%）。 離子化模式：APCI+：m/z=799[M+H]+、精確分子量：798<Production Example 4>-Production of Compound 2-1

After dissolving compound B (1 g, 1.34 mmol, 1 eq) in dichloromethane 50 ml, sodium hydroxide (0.05 g, 1.34 mmol, 1 eq) and benzyltrimethyl ammonium (0.02 g) were added After stirring at room temperature for 30 minutes, 1-chloro-2,3-ethoxypropane (1-chloro-2,3-epoxypropane) (0.25 g, 2.68 mmol, 2 eq) was added and stirred at 40°C for 20 hour. After stirring, the reaction product was quenched with aqueous hydrochloric acid solution, then transferred to a separatory funnel (separatory funnel), and the aqueous layer was extracted with CHCl ₃ (chloroform). The organic layer was separated, washed with brine, and dried with Na ₂ SO ₄ . After drying under reduced pressure, the organic layer was purified by flash silica column chromatography (CH ₂ Cl ₂ (dichloromethane): MeOH (methanol) = 9:1) to obtain compound 2-1 (0.65 g , 0.81 mmol, 60.7%). Ionization mode: APCI+: m/z=799[M+H]+, precise molecular weight: 798

將化合物B（1 g、1.34 mmol、1 eq）溶解於二氯甲烷50 ml中後，加入氫氧化鈉（0.05 g、1.34 mmol、1 eq）及苄基三甲基銨0.02 g，於常溫（25℃）下攪拌30分鐘後，加入3-(氯甲基)-3-甲基氧雜環丁烷（3-(chloromethyl)-3-methy1oxetane）（0.32 g、2.68 mmol、2 eq），於40℃下攪拌20小時。攪拌後，將反應產物利用鹽酸水溶液進行淬滅後，移至分液漏斗（separatory funnel）中，水層用CHCl₃ （氯仿）萃取。有機層分離，利用鹽水沖洗，並利用Na₂ SO₄ 乾燥。於減壓乾燥後，利用快速二氧化矽管柱層析法（CH₂ Cl₂ （二氯甲烷）：MeOH（甲醇）=9：1）對有機層進行精製，獲得化合物3-1（0.62 g、0.75 mmol、55.9%）。 離子化模式：APCI+：m/z=828[M+H]+、精確分子量：827<Production Example 5>-Production of Compound 3-1

After dissolving compound B (1 g, 1.34 mmol, 1 eq) in dichloromethane 50 ml, sodium hydroxide (0.05 g, 1.34 mmol, 1 eq) and benzyltrimethylammonium 0.02 g were added at room temperature ( After stirring at 25°C for 30 minutes, 3-(chloromethyl)-3-methyloxetane (3-(chloromethyl)-3-methy1oxetane) (0.32 g, 2.68 mmol, 2 eq) was added to Stir at 40°C for 20 hours. After stirring, the reaction product was quenched with aqueous hydrochloric acid solution, then transferred to a separatory funnel (separatory funnel), and the aqueous layer was extracted with CHCl ₃ (chloroform). The organic layer was separated, washed with brine, and dried with Na ₂ SO ₄ . After drying under reduced pressure, the organic layer was purified by flash silica column chromatography (CH ₂ Cl ₂ (dichloromethane): MeOH (methanol) = 9:1) to obtain compound 3-1 (0.62 g , 0.75 mmol, 55.9%). Ionization mode: APCI+: m/z=828[M+H]+, precise molecular weight: 827

將化合物B（1 g、1.34 mmol、1 eq）溶解於二氯甲烷50 ml中後，加入氫氧化鈉（0.05 g、1.34 mmol、1 eq）及苄基三甲基銨0.02 g，於常溫下攪拌30分鐘後，加入2-氯乙酸（2-chloroacetic acid）（0.25 g、2.68 mmol、2 eq），於40℃下攪拌20小時。攪拌後，利用鹽酸水溶液將反應產物淬滅後，移至分液漏斗（separatory funnel）中，水層用CHCl₃ （氯仿）萃取。有機層分離，利用鹽水沖洗，並利用Na₂ SO₄ 乾燥。於減壓乾燥後，利用快速二氧化矽管柱層析法（CH₂ Cl₂ （二氯甲烷）：MeOH（甲醇）=9：1）對有機層進行精製，獲得化合物4-1（0.54 g、0.67 mmol、50.1%）。 離子化模式：APCI+：m/z=801[M+H]+、精確分子量：800<Production Example 6>-Production of Compound 4-1

After dissolving Compound B (1 g, 1.34 mmol, 1 eq) in 50 ml of methylene chloride, sodium hydroxide (0.05 g, 1.34 mmol, 1 eq) and benzyltrimethylammonium 0.02 g were added at room temperature After stirring for 30 minutes, 2-chloroacetic acid (0.25 g, 2.68 mmol, 2 eq) was added and stirred at 40°C for 20 hours. After stirring, the reaction product was quenched with an aqueous hydrochloric acid solution, then transferred to a separatory funnel (separatory funnel), and the aqueous layer was extracted with CHCl ₃ (chloroform). The organic layer was separated, washed with brine, and dried with Na ₂ SO ₄ . After drying under reduced pressure, the organic layer was purified by flash silica column chromatography (CH ₂ Cl ₂ (dichloromethane): MeOH (methanol) = 9:1) to obtain compound 4-1 (0.54 g , 0.67 mmol, 50.1%). Ionization mode: APCI+: m/z=801[M+H]+, accurate molecular weight: 800

使用玫瑰紅（Rhodamine）B作為比較例1的化合物。<Comparative Example> Production of the compound of Comparative Example 1

As the compound of Comparative Example 1, Rhodamine B was used.

向100 mL的單頸圓底燒瓶中投入化合物A-1（苯磺酸二氯磺酸基螢光素）（3 g、7.40 mmol、1 eq）、2,6-二甲基苯胺（2,6-dimethylaniline）（7.18 g、59.22 mmol、8 eq）、20 g的NMP後，於150℃下攪拌4小時。利用薄層層析法（thin-layer chromatography，TLC）（二氯甲烷：甲醇（Methyl alcohol）=15：1）進行確認後，將反應溶液冷卻至常溫，之後利用1M的HCl溶液300 ml淬滅（quenching）而使反應終止，添加氯化鈉（NaCl）使反應產物析出。將所生成的沈澱物於減壓下過濾後，在80℃的烘箱（Oven）中乾燥。乾燥後，為了除去生成物中的NaCl，使其溶解於二甲基甲醯胺（DMF）中並過濾後，利用二乙醚淬滅（quenching）並於減壓下過濾濾液後，使其乾燥，獲得化合物的比較例2-1（3.23 g、5.64 mmol、76%）。 離子化模式：APCI+：m/z=575[M+H]+、精確分子量：514.19

向100 mL的單頸圓底燒瓶中投入化合物的比較例2-1（3 g、5.22 mmol、1 eq）、K₂ CO₃ （2.885 g、20.88 mmol、4 eq）、50 g的NMP後，於常溫下攪拌10分鐘。加入2-((3-碘丙基)胺甲醯基)苯甲酸（2-((3-iodopropyl)carbamoyl)benzoic acid）（6.955 g、20.88 mmol、4 eq），於95℃下攪拌12小時。於減壓下除去溶媒後，添加水120 ml，之後在冰水浴（Ice water bath）中攪拌1小時。於減壓下過濾析出物後，在80℃的烘箱（Oven）中乾燥。乾燥後，向乙酸乙酯（Ethyl Acetate）100 ml中加入析出物，攪拌後過濾。除去2-((3-碘丙基)胺甲醯基)苯甲酸，於減壓下除去溶媒後，使析出物溶解於MeOH中，在重力狀態下過濾，獲得化合物的比較例2（4.113 g、4.17 mmol、80%）。 離子化模式：APCI+：m/z=985[M+H]+、精確分子量：984.34Production of the compound of Comparative Example 2

Into a 100 mL single-necked round bottom flask, put compound A-1 (benzenesulfonic acid dichlorosulfonyl fluorescein) (3 g, 7.40 mmol, 1 eq), 2,6-dimethylaniline (2, 6-dimethylaniline) (7.18 g, 59.22 mmol, 8 eq), 20 g of NMP, and stirred at 150°C for 4 hours. After confirmation by thin-layer chromatography (TLC) (dichloromethane: methanol (Methyl alcohol) = 15:1), the reaction solution was cooled to normal temperature, and then quenched with 300 ml of 1M HCl solution. (Quenching) to terminate the reaction, adding sodium chloride (NaCl) to precipitate the reaction product. After filtering the generated precipitate under reduced pressure, it was dried in an oven (Oven) at 80°C. After drying, in order to remove NaCl in the product, it was dissolved in dimethylformamide (DMF) and filtered, and then quenched with diethyl ether (quenching) and the filtrate was filtered under reduced pressure and dried, Comparative Example 2-1 (3.23 g, 5.64 mmol, 76%) of the compound was obtained. Ionization mode: APCI+: m/z=575[M+H]+, precise molecular weight: 514.19

After putting the compound of Comparative Example 2-1 (3 g, 5.22 mmol, 1 eq), K ₂ CO ₃ (2.885 g, 20.88 mmol, 4 eq) and 50 g of NMP into a 100 mL single-necked round bottom flask, Stir at room temperature for 10 minutes. Add 2-((3-iodopropyl)carbamoyl)benzoic acid (2-((3-iodopropyl)carbamoyl)benzoic acid) (6.955 g, 20.88 mmol, 4 eq) and stir at 95°C for 12 hours . After removing the solvent under reduced pressure, 120 ml of water was added, and then stirred in an ice water bath for 1 hour. After filtering the precipitate under reduced pressure, it was dried in an oven (Oven) at 80°C. After drying, the precipitate was added to 100 ml of ethyl acetate (Ethyl Acetate), stirred and filtered. After removing 2-((3-iodopropyl)aminecarboxamide)benzoic acid and removing the solvent under reduced pressure, the precipitate was dissolved in MeOH and filtered under gravity to obtain Comparative Example 2 (4.113 g of the compound) , 4.17 mmol, 80%). Ionization mode: APCI+: m/z=985[M+H]+, accurate molecular weight: 984.34

向100 mL的單頸圓底燒瓶中投入化合物A-1（苯磺酸二氯磺酸基螢光素）（3 g、7.40 mmol、1 eq）、2,6-二甲基苯胺（7.18 g、59.22 mmol、8 eq）、20 g的NMP後，於150℃下攪拌4小時。利用TLC（二氯甲烷：甲醇（Methyl alcohol）=15：1）進行確認後，將反應溶液冷卻至常溫，之後利用1M的HCl溶液300 ml淬滅（quenching）而使反應終止，添加氯化鈉（NaCl）使反應產物析出。將所生成的沈澱物於減壓下過濾後，在80℃的烘箱（Oven）中乾燥。乾燥後，為了除去生成物中的NaCl，使其溶解於二甲基甲醯胺（DMF）中並過濾後，利用二乙醚淬滅（quenching）並於減壓下過濾濾液後，使其乾燥，獲得化合物的比較例2-1（3.23 g、5.64 mmol、76%）。 離子化模式：APCI+：m/z=575[M+H]+、精確分子量：514.19

向100 mL的單頸圓底燒瓶中投入化合物的比較例2-1（3 g、5.22 mmol、1 eq）、K₂ CO₃ （2.885 g、20.88 mmol、4 eq）、50 g的NMP後，於常溫下攪拌10分鐘。加入2-((3-碘丙氧基)羰基)苯甲酸（2-((3-iodopropoxy)carbonyl)benzoic acid）（6.976 g、20.88 mmol、4 eq），於95℃下攪拌12小時。於減壓下除去溶媒後，添加水120 ml，之後在冰水浴中攪拌1小時。於減壓下過濾析出物後，在80℃的烘箱（Oven）中乾燥。乾燥後，向乙酸乙酯100 ml中加入析出物，攪拌後過濾。除去2-((3-碘丙氧基)羰基)苯甲酸，於減壓下除去溶媒後，使析出物溶解於MeOH中，在重力狀態下過濾，獲得化合物的比較例3（4.379 g、4.43 mmol、85%）。 離子化模式：APCI+：m/z=987[M+H]+、精確分子量：986.31Production of the compound of Comparative Example 3

Into a 100 mL single-necked round-bottom flask, put compound A-1 (benzenesulfonic acid dichlorosulfonyl fluorescein) (3 g, 7.40 mmol, 1 eq), 2,6-dimethylaniline (7.18 g , 59.22 mmol, 8 eq), 20 g of NMP, and stirred at 150°C for 4 hours. After confirmation by TLC (dichloromethane: methanol (Methyl alcohol) = 15:1), the reaction solution was cooled to room temperature, and then quenched with 300 ml of 1M HCl solution to quench the reaction, and sodium chloride was added (NaCl) precipitates the reaction product. After filtering the generated precipitate under reduced pressure, it was dried in an oven (Oven) at 80°C. After drying, in order to remove NaCl in the product, it was dissolved in dimethylformamide (DMF) and filtered, and then quenched with diethyl ether (quenching) and the filtrate was filtered under reduced pressure and dried, Comparative Example 2-1 (3.23 g, 5.64 mmol, 76%) of the compound was obtained. Ionization mode: APCI+: m/z=575[M+H]+, precise molecular weight: 514.19

After putting the compound of Comparative Example 2-1 (3 g, 5.22 mmol, 1 eq), K ₂ CO ₃ (2.885 g, 20.88 mmol, 4 eq) and 50 g of NMP into a 100 mL single-necked round bottom flask, Stir at room temperature for 10 minutes. Add 2-((3-iodopropoxy)carbonyl)benzoic acid (2-((3-iodopropoxy)carbonyl)benzoic acid) (6.976 g, 20.88 mmol, 4 eq), and stir at 95°C for 12 hours. After removing the solvent under reduced pressure, 120 ml of water was added, and then stirred in an ice water bath for 1 hour. After filtering the precipitate under reduced pressure, it was dried in an oven (Oven) at 80°C. After drying, the precipitate was added to 100 ml of ethyl acetate, stirred and filtered. After removing 2-((3-iodopropoxy)carbonyl)benzoic acid and removing the solvent under reduced pressure, the precipitate was dissolved in MeOH and filtered under gravity to obtain Comparative Example 3 (4.379 g, 4.43) of the compound mmol, 85%). Ionization mode: APCI+: m/z=987[M+H]+, precise molecular weight: 986.31

<Example> <Manufacture of Example 1 of resin composition> Based on 100 parts by weight of the total weight of the resin composition, 0.85 parts by weight of the compound 1-1, 20.78 parts by weight of binder A as a binder resin, and 20.46 parts of acrylic monomer as a multifunctional monomer Dipentaerythritol hexaacrylate, 0.68 parts by weight of photoinitiator PBG-3057, 0.6 parts by weight of leveling agent F-554, 0.06 parts by weight of adhesion aid KBM-503, 56.57 parts by weight of solvent diacetone Alcohol (Diacetonealcohol, DAA) was mixed to produce a resin composition in Example 1. The adhesive A is a copolymer with a mass ratio of benzyl methacrylate: N-phenylmaleimide: styrene: methacrylic acid = 55:9:11:25.

<Manufacture of Example 2 to Example 6 of resin composition> Except that the compound 1-1 of Example 1 of the resin composition was changed to the compound described in Table 1 below, the production of the resin composition was carried out by the same method as Example 1 of the resin composition Example 2 to Example 6.

[Table 1]

<Manufacture of Comparative Examples 1 to 3 of Resin Composition> Except that the compound of Example 1 of the resin composition was changed to the compound described in Table 2 below, Comparative Example 1 to Comparative Example of producing a resin composition by the same method as Example 1 of the resin composition 3.

[Table 2]

<Experimental example> Substrate production The resin compositions produced by the above Comparative Examples 1 to 3 and Example 1 to Example 6 were spin-coated on glass (5 cm×5 cm) and subjected to a heat treatment before 100 seconds at 100°C ( Prebake) to form a film. After the pre-heat treatment, post-bake was performed at 230°C for 20 minutes to produce a substrate.

Evaluation of heat resistance For a post-bake (primary) substrate manufactured under the aforementioned conditions, an absorption spectrum in the wavelength range of 380 nm to 780 nm was obtained using a spectroscope (MCPD, Otsuka Corporation). In addition, the post-heat-treated substrate (Post bake, once) was additionally treated at 230° C. for 60 minutes, and the transmittance spectrum was obtained with the same equipment and the same measurement range. Using the values L*, a*, and b* obtained in the absorption spectrum obtained by using the C light source as the backlight, ΔEab was calculated by the following calculation formula 1, which is shown in Table 3 below.

[Formula 1] ΔEab (L*, a*, b*) = {(ΔL*) ² + (Δa*) ² + (Δb*) ² } ^1/2 A small value of ΔEab means a small color change, indicating heat resistance Excellent.

[table 3]

According to the above Table 3, it is confirmed that the ΔEab values of Examples 1 to 6 are smaller than the ΔEab values of Comparative Examples 1 to 3. From this, it was confirmed that a color filter having excellent heat resistance can be obtained by using the dibenzopiperan-based pigment, which is a compound represented by the chemical formula 1 and introduced with a specific substituent and a crosslinkable group in this specification. Coloring composition and color filter.

Evaluation of chemical resistance The substrate was produced by the above-mentioned substrate production method, and after being cut into 1 cm×5 cm, two pieces of the substrate cut into 1 cm×5 cm were immersed in N-methyl-2-pyrrolidone (N- methyl-2-pyrrolidone) in 16 g of solvent, followed by a 40-minute additional baking in a convection oven at 80°C. The absorbance of the solvent from which the substrate sheet was taken out was measured, and the absorbance and the improvement rate (%) of Examples 1 to 6 compared with Comparative Example 1 are described in Table 4 below.

[Table 4]

From Table 3, it was confirmed that the absorbances of Examples 1 to 6 are smaller than those of Comparative Examples 1 to 3. The smaller the absorbance, the better the chemical resistance. From this, it can be confirmed that by using the dibenzopiperan-based pigment which is a compound represented by the above Chemical Formula 1 which introduces a specific substituent and a crosslinkable group in this specification, improved solvent-based resistance can be obtained Coloring composition for chemical color filters.

no

no

Claims (13)

A compound represented by the following chemical formula 1: [Chemical formula 1]

In the chemical formula 1, L1 to L4 are the same as or different from each other, and are independently a direct bond, a substituted or unsubstituted alkylene group, or a substituted or unsubstituted alkylene group, and Ar1 and Ar2 are the same as each other Or different, independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, or substituted or unsubstituted aryl; or by the following chemical formula 1 -A or represented by the following Chemical Formula 1-B, R1 to R3 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, hydroxy, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkane Group, substituted or unsubstituted aryl group, or substituted or unsubstituted heterocyclic group, r1 and r2 are each an integer of 1 to 3, r3 is an integer of 1 to 4, when the r1 is 2 or more , R1 is the same or different from each other; when the r2 is 2 or more, R2 is the same or different; when the r3 is 2 or more, R3 is the same or different, X1 and X2 are the same or different from each other, respectively by the following Represented by Chemical Formula 1-A or the following Chemical Formula 1-B, [Chemical Formula 1-A]

[Chemical Formula 1-B]

In the chemical formula 1-A and the chemical formula 1-B, the Q1 and Q2 are the same as or different from each other, and are independently O or NH, and the L101 and L102 are the same or different from each other, and are independently the direct bonding and the warp Substituted or unsubstituted alkylene groups, or substituted or unsubstituted aryl groups, R101 to R105 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, hydroxy, substituted or unsubstituted alkyl groups , Or substituted or unsubstituted cycloalkyl, R106 is any one selected from the following structures and carboxylic acid groups (-COOH),

In the above structure, L201 is a direct bond or O, and R201 to R203 are the same as or different from each other, and are independently hydrogen, heavy hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, Substituted or unsubstituted aryl, or substituted or unsubstituted heterocyclic group, r202 is an integer of 1 to 3, r203 is an integer of 1 to 5, when the above r202 is 2 or more, R202 is the same as each other Or different; when the r203 is 2 or more, R203 are the same or different from each other,

Refers to a site of connection, in the case where at least one of the Ar1 and the Ar2 is represented by the chemical formula 1-A, at least one of the X1 and the X2 is represented by the chemical formula 1- Represented by B, in the case where at least one of the Ar1 and the Ar2 is represented by the chemical formula 1-B, at least one of the X1 and the X2 is represented by the chemical formula 1-A Said. The compound as described in item 1 of the patent application, wherein the chemical formula 1 is represented by the following chemical formula 2: [Chemical formula 2]

In the chemical formula 2, the definitions of L1 to L4, Ar1, Ar2, R1 to R3, r1 to r3, Q1, Q2, L101, L102, and R101 to R106 are the same as those defined in the chemical formula 1. The compound according to item 1 of the patent application scope, wherein the L1 to the L4 are the same as or different from each other, and are independently directly bonded, substituted or unsubstituted methylene, substituted or unsubstituted Extended ethyl, or substituted or unsubstituted extended propyl. The compound according to item 1 of the patent application scope, wherein the R103 is a hydroxyl group. The compound according to item 1 of the patent application scope, wherein the R102 and the R104 are the same as or different from each other, and are independently substituted or unsubstituted third butyl. The compound according to item 1 of the patent application scope, wherein the compound represented by the chemical formula 1 is any one selected from the following compounds:

. A polymer containing the compound as described in any one of claims 1 to 6 as a monomer. A coloring material composition containing the compound as described in any one of items 1 to 6 of the patent application scope. The coloring material composition as described in Item 8 of the patent application scope further contains at least one of dyes and pigments. The coloring material composition as described in item 9 of the patent application scope, wherein the dye is selected from the group consisting of dibenzopiperan dye, cyanine dye, anthraquinone dye, azaporphyrin dye, and azo metal complex compound More than one kind of dye, the pigment is a blue pigment or a purple pigment. A resin composition comprising: the compound as described in any one of claims 1 to 6; a binder resin; a polyfunctional monomer; a photoinitiator; and a solvent. A color filter containing the resin composition as described in item 11 of the patent application scope. A display device includes a color filter as described in item 12 of the patent application scope.