CN111527075A - Xanthene-based compound and photosensitive resin composition containing the same, photosensitive material, color filter, and display device - Google Patents

Abstract

This specification provides compounds represented by chemical formula 1 and photosensitive resin compositions, photosensitive materials, color filters, and display devices containing the same.

Description

Xanthene-based compound and photosensitive resin composition containing the same, photosensitive material, color filter device, and display device

technical field

This application claims priority to Korean Patent Application No. 10-2018-0039901 filed with the Korean Patent Office on Apr. 05, 2018, the entire contents of which are incorporated in this specification.

This application claims priority to Korean Patent Application No. 10-2018-0135250 filed with the Korean Patent Office on Nov. 06, 2018, the entire contents of which are incorporated herein.

The present specification relates to a xanthene-based compound and a photosensitive resin composition containing the same. Moreover, this specification relates to the photosensitive material manufactured using the said photosensitive resin composition, a color filter, and a display device containing the same.

Background technique

In recent years, color filters have required performances characterized by high brightness and high contrast. In addition, one of the main purposes of display device development is to differentiate the performance of display elements and improve the productivity of the manufacturing process by improving color purity.

Since the types of pigments conventionally used as colorants for color filters exist in a color photoresist in a particle-dispersed state, it is difficult to adjust brightness and contrast by adjusting the size and distribution of pigment particles. In the case of pigment particles, they aggregate within the color filter to reduce solubility and dispersibility, and multiple scattering of light occurs due to the aggregated large particles. Scattering of this polarized light is considered to be the main cause of reduced contrast. Although efforts have been made to improve brightness and contrast through ultra-micronization and dispersion stabilization of pigments, the degree of freedom in the selection of colorants for realizing color coordinates for display devices with high color purity is limited. Furthermore, the pigment dispersion method using the already developed colorants, especially pigments, has reached a limit in improving the color purity, brightness and contrast of the color filters using the same.

Accordingly, there is a need to develop new colorants capable of improving color reproduction, brightness, and contrast by increasing color purity.

SUMMARY OF THE INVENTION

technical issues

The present inventors aim to provide a xanthene-based compound of a novel structure, a photosensitive resin composition including the same, a photosensitive material produced using the same, a color filter, and a display device including the same.

Solution to the problem

One embodiment of the present specification provides a compound represented by the following Chemical Formula 1.

[Chemical formula 1]

In the above Chemical Formula 1,

L1 and L2 are the same or different from each other, each independently a substituted or unsubstituted alkylene group,

R1 and R2 are the same or different from each other, each independently a dianhydride group containing a nitrogen atom,

R3 and R4 are the same or different from each other, each independently a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group,

R5 to R12 are the same or different from each other, each independently selected from hydrogen, deuterium, halogen group, -OH, _-SO3H , _-SO3M , _-SO2NM1M2 , _-SO2NHY , -COOH, substituted or unsubstituted substituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl,

R13 to R17 are the same or different from each other and are each independently hydrogen, deuterium, halogen group, _-OH , ^-SO3- , _-SO3H , _-SO3M , _-SO2NM1M2 , _-SO2NHY , -COOH , anionic group, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl,

The above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and compounds containing an ammonium structure,

The above-mentioned M1, M2 and Y are the same or different from each other, each independently selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, at least one of the above-mentioned R13 to R17 is an anionic group,

X is an anionic group,

a is 0 or 1,

r5 and r6 are integers from 0 to 4, when r5 is 2 or more, R5 is the same or different from each other, and when r6 is 2 or more, R6 is the same or different from each other.

One Embodiment of this specification provides the photosensitive resin composition containing the compound represented by the said Chemical Formula 1, a binder resin, a polyfunctional monomer, a photoinitiator, and a solvent.

One Embodiment of this specification provides the photosensitive material manufactured using the said photosensitive resin composition.

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

One embodiment of the present specification provides a display device including the above-described color filter.

Invention effect

The compound according to one embodiment of the present specification can be used as a colorant in a photosensitive resin composition, and by having solubility in an organic solvent, it is possible to reduce the number of dispersion steps, which is different from the conventional application of pigments that requires a dispersion step. The compounds can be used as colorants in an economical way. In addition, by reducing the fluorescence intensity, the contrast ratio can be improved without adding additional pigments.

In addition, by using the xanthene-based compound according to one embodiment of the present specification as a colorant, color reproduction, brightness, and contrast can be improved.

Description of drawings

FIG. 1 is a graph showing detected fluorescence intensities of substrates fabricated using compounds according to some examples and comparative examples of the present specification.

Figure 2 shows a visual representation of a compound according to an embodiment of the present specification

FIG. 3 shows the transmittance of substrates fabricated using compounds according to some examples and comparative examples of the present specification.

Detailed ways

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

In this specification, when a certain member is referred to as being "on" another member, it includes not only the case where a certain member is in contact with the other member, but also the case where other members exist between the two members.

In the present specification, when it is indicated that a certain part "includes" a certain element, unless otherwise stated, it means that other elements may be further included, not excluded.

According to one embodiment of the present specification, the compound represented by the above-mentioned Chemical Formula 1 is provided.

The present invention has excellent solubility in an organic solvent by including the compound represented by the above-mentioned Chemical Formula 1. Specifically, the above-mentioned Chemical Formula 1 is substituted by the aryl group substituted on the nitrogen of the xanthene structure with the substituent containing sulfur (S), and contains a bulky substitution such as the dianhydride group containing the nitrogen atom base, which can increase the solubility in organic solvents.

In addition, when the aryl group substituted on the nitrogen of the xanthene structure in the above chemical formula 1 is substituted with a substituent containing sulfur (S), the fluorescence intensity decreases compared to the case where the aryl group is substituted with a substituent containing no sulfur (S). , excellent contrast can be obtained without adding additional pigments.

As a result, the solubility is increased, so that the agglomeration between the colorants can be prevented, and the amount of the material required for the dispersion of the colorant can be reduced, so that the economical efficiency can be improved.

In addition, the contrast ratio (CR, Contrast Ratio) can be improved, and it can have excellent heat resistance. In order to reduce the luminescence (fluorescence or phosphorescence) of the molecules, there are methods of reducing the planarity in the molecules or introducing molecules that absorb light. When a molecule that absorbs light is introduced, it is difficult to selectively absorb only light of an emission wavelength because all the light of the molecule that emits light and external light are absorbed. Therefore, a bulky group with a large steric hindrance is introduced in order to reduce the planarity in the molecule.

When a molecule in a ground state absorbs light and becomes an excited state (excited state), when a molecule moves energy in a vibration mode or a rotation mode, non-radiative decay can occur. That is, light emission can be reduced.

The greater the planarity, the more difficult the non-radiative attenuation, thereby increasing the luminous intensity. The introduction of large substituents reduces the plane area, and the non-radiative attenuation can reduce the luminous intensity more. For non-radiative attenuation, long alkyl groups, branched alkyl groups, alkoxy groups, and amine groups can be introduced. However, in the case of an alkyl group, there is a disadvantage that the heat resistance is insufficient.

Moreover, in the case of an alkoxy group (alkoxy) and an amine (amine group), it functions as an electron donating group (electron donating group), and can change the absorption wavelength of the molecule|numerator which absorbs light.

In contrast to this, when a molecule containing sulfur (S) is introduced, the role of an electron-donating group or the like in the molecule that absorbs light is reduced, and heat resistance can be maintained.

When a sulfur atom (sulfur atom), which is larger in atomic size than carbon, nitrogen, and oxygen, is introduced, the energy of the excited molecule moves to the sulfur atom (sulfur atom) having various energy levels, and the various energy levels of the sulfur atom are transferred to the sulfur atom (sulfur atom). Movement between stages, that is, movement according to vibration mode, rotation mode, and non-radiative decay can occur at the same time. Due to such characteristics, the intensity of intramolecular light emission can be reduced when sulfur atoms are introduced.

When a molecule having light emission is applied to a liquid crystal display (LCD), a reduction in contrast ratio (CR, Contrast Ratio) may be caused, which may become a problem of quality degradation. Therefore, various approaches have been taken to try to reduce the luminescence.

Molecules that absorb and emit light are now used in order to suppress the decrease in contrast ratio (CR, Contrast Ratio). However, a decrease in color purity and an increase in colorant usage occurred.

Examples of the substituent of the compound represented by the above-mentioned Chemical Formula 1 are described below, but are not limited thereto.

是指与其它取代基或结合部结合的部位。In this manual,

It refers to a site that binds to other substituents or binding moieties.

The term "substituted or unsubstituted" in this specification means selected from deuterium; halogen; nitrile; nitro; -OH; carbonyl; ester; -COOH; imide; amide ; anionic group; alkoxy; alkyl; cycloalkyl; alkenyl; cycloalkenyl; aralkyl; phosphino; sulfonate; amine; aryl; heteroaryl; silane group; boron group; acryloyl group; acrylate group; ether group; heterocyclic group containing one or more of N, O, S or P atoms and one or more substituents of anionic groups substituted or not any substituent.

In the present specification, the "adjacent" group may mean a substituent substituted on an atom directly connected to the atom substituted by the substituent, a substituent closest to the substituent in a steric structure, or a substituent on the substituent Other substituents substituted on the substituted atom. For example, 2 substituents substituted at the ortho position in a benzene ring and 2 substituents substituted at the same carbon in an aliphatic ring can be interpreted as groups "adjacent" to each other.

In the present specification, adjacent groups may combine to form a "ring", and the above-mentioned ring in the "ring" refers to an aromatic or aliphatic ring. Specifically, the above-mentioned ring may be an aromatic ring, and may be an aryl group or a heteroaryl group. The following description can be applied to the above-mentioned aryl group and heteroaryl group.

In this specification, as examples of the halogen group, there are fluorine, chlorine, bromine or iodine.

In the present specification, the above-mentioned carbonyl group may be represented by -COR, and the above-mentioned R may be hydrogen, deuterium, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, or substituted or unsubstituted aryl group. The number of carbon atoms of the above-mentioned carbonyl group is not particularly limited, but preferably 1 to 30 carbon atoms. Specifically, although it may be a compound of the following structure, it is not limited to this.

In this specification, the above-mentioned ester group may be represented by -COOR, and the above-mentioned R may be hydrogen, deuterium, substituted or unsubstituted alkyl group, substituted or unsubstituted cycloalkyl group, or substituted or unsubstituted aryl group. In the above-mentioned ester group, the oxygen of the ester group may be substituted with a linear, branched or cyclic alkyl group having 1 to 25 carbon atoms, or an aryl group having 6 to 30 carbon atoms. Specifically, although it may be a compound of the following structural formula, it is not limited to this.

In the present specification, the number of carbon atoms of the imide group is not particularly limited, but preferably 1 to 30 carbon atoms. Specifically, although it may be a compound of the following structure, it is not limited to this.

In the present specification, in the amide group, the nitrogen of the amide group may be substituted with hydrogen, a linear, branched or cyclic alkyl group having 1 to 30 carbon atoms, or an aryl group having 6 to 30 carbon atoms. Specifically, although it may be a compound of the following structural formula, it is not limited to this.

In the present specification, the phosphino group refers to an alkylphosphino group or an arylphosphino group, and the above-mentioned alkylphosphino group refers to a phosphino group substituted with an alkyl group. The number of carbon atoms of the above-mentioned alkylphosphino group is not particularly limited, but 1 to 20 are preferable. As examples of the above-mentioned alkylphosphino group, there are dimethylphosphino, diethylphosphino, di-n-propylphosphino, diisopropylphosphino, di-n-butylphosphino, di-sec-butylphosphino, Di-tert-butylphosphino, diisobutylphosphino, tert-butylisopropylphosphino, di-n-hexylphosphino, di-n-octylphosphino, di-n-methylphosphino, etc., but not limited thereto. The above-mentioned arylphosphino group means a phosphino group substituted with an aryl group. The number of carbon atoms of the above-mentioned arylphosphino group is not particularly limited, but preferably 6 to 30. Examples of the above-mentioned arylphosphino group include diphenylphosphino, dibenzylphosphino, methylphenylphosphino, benzylhexylphosphino, bistrimethylsilylphosphino and the like, but are not limited thereto. here.

In the present specification, the anionic group has a chemical bond with the structure of Chemical Formula 1, and the above-mentioned chemical bond may refer to an ionic bond. The above-mentioned anionic group is not particularly limited, and for example, US Patent No. 7,939,644, JP 2006-003080, JP 2006-001917, JP 2005-159926, JP 2007 can be applied. -7028897, Japanese Patent Laid-Open No. 2005-071680, Korean Application Laid-Open No. 2007-7000693, Japanese Patent Laid-Open No. 2005-111696, Japanese Patent Laid-Open No. 2008-249663, Japanese Patent Laid-Open No. 2014-199436 anion.

Specific examples of the above-mentioned anionic groups include trifluoromethanesulfonate anion, bis(trifluoromethylsulfonyl)amide anion, bistrifluoromethanesulfonimide anion, bisperfluoroethylsulfonimide anion, Phenyl borate anion, tetrakis (4-fluorophenyl) borate, tetrakis (pentafluorophenyl) borate, tris (trifluoromethanesulfonyl) methide, SO ₃ ^- , CO ₂ ^- , SO ₂ N ^- SO ₂ CF ₃ , SO ₂ N ^- SO ₂ CF ₂ CF ₃ , halogen groups such as fluorine groups, iodine groups, chlorine groups, etc., but not limited thereto.

In the present specification, the anionic group itself may have an anion, or may exist in the form of a complex with other cations. Therefore, depending on the number of substituted anionic groups, the total molecular charge of the compounds of the present invention may vary. For example, when the above Chemical Formula 1 includes an ammonium structure, since one of the above-mentioned ammonium structures has a cation, the total charge of the molecule can have an anion ranging from a value obtained by subtracting 1 from the number of substituted anionic groups to value of 0.

In this specification, the above-mentioned alkoxy group may be linear or branched, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30, specifically 1 to 20, and more specifically 1 to 10.

In this specification, the above-mentioned alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but preferably 1 to 60. According to one embodiment, the above-mentioned alkyl group has 1 to 30 carbon atoms. According to another embodiment, the above-mentioned alkyl group has 1 to 20 carbon atoms. According to another embodiment, the above-mentioned alkyl group has 1 to 10 carbon atoms. Specific examples of the alkyl group include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl and the like, But it is not limited to this. In the present specification, the cycloalkyl group is not particularly limited, but a cycloalkyl group having 3 to 30 carbon atoms is preferable, and a cyclopentyl group and a cyclohexyl group are particularly preferable, but not limited thereto.

In the present specification, the cycloalkyl group is not particularly limited, but is preferably a cycloalkyl group having 3 to 60 carbon atoms, and according to one embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another embodiment, the above-mentioned cycloalkyl group has 3 to 20 carbon atoms. According to another embodiment, the above-mentioned cycloalkyl group has 3 to 6 carbon atoms. Specifically, although there are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, etc., it is not limited to these.

In this specification, the above-mentioned alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but preferably 2 to 60. According to one embodiment, the above-mentioned alkyl group has 2 to 30 carbon atoms. According to another embodiment, the above-mentioned alkyl group has 2 to 20 carbon atoms. According to another embodiment, the above-mentioned alkyl group has 2 to 10 carbon atoms. Specific examples of the alkenyl group are preferably alkenyl groups substituted with aryl groups such as stilbenyl and styrenyl, but are not limited thereto.

In the present specification, the cycloalkenyl group is not particularly limited, but is preferably a cycloalkenyl group having 3 to 60 carbon atoms, and according to one embodiment, the cycloalkyl group has 3 to 30 carbon atoms. According to another embodiment, the above-mentioned cycloalkyl group has 3 to 20 carbon atoms. According to another embodiment, the above-mentioned cycloalkyl group has 3 to 6 carbon atoms. As an example of a cycloalkenyl group, a cyclopentenyl group and a cyclohexenyl group are preferable, but it is not limited to these.

基、芴基等，但并不限定于此。In the present specification, the aryl group is not particularly limited, but is preferably an aryl group having 6 to 60 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group. According to one embodiment, the above-mentioned aryl group has 6 to 30 carbon atoms. According to one embodiment, the above-mentioned aryl group has 6 to 20 carbon atoms. As for the above-mentioned aryl group, as a monocyclic aryl group, a phenyl group, a biphenyl group, a terphenyl group, or the like may be used, but it is not limited thereto. As the above-mentioned polycyclic aryl group, naphthyl, anthracenyl, indenyl, phenanthryl, pyrenyl, perylene, triphenyl,

group, fluorene group, etc., but not limited to this.

In this specification, the fluorenyl group may be substituted, and two substituents may be combined with each other to form a spiro structure.

等螺芴基、

(9,9-二甲基芴基)和

(9,9-二苯基芴基)等被取代的芴基。但并不限定于此。When the above-mentioned fluorenyl group is substituted, it can be

such as spirofluorenyl,

(9,9-dimethylfluorenyl) and

(9,9-diphenylfluorenyl) and other substituted fluorenyl groups. But it is not limited to this.

In the present specification, specifically, the aryl moiety of the aralkyl group may have 6 to 30 carbon atoms, and the alkyl moiety may have 1 to 30 carbon atoms. As specific examples, there are benzyl, p-methylbenzyl, m-methylbenzyl, p-ethylbenzyl, m-ethylbenzyl, 3,5-dimethylbenzyl, α-methylbenzyl, α , α-dimethylbenzyl, α,α-methylphenylbenzyl, 1-naphthylbenzyl, 2-naphthylbenzyl, p-fluorobenzyl, 3,5-difluorobenzyl, α, α-Bistrifluoromethylbenzyl, p-methoxybenzyl, m-methoxybenzyl, α-phenoxybenzyl, α-benzyloxybenzyl, naphthylmethyl, naphthylethyl, Naphthylisopropyl, pyrrolylmethyl, pyrrolylethyl, aminobenzyl, nitrobenzyl, cyanobenzyl, 1-hydroxy-2-phenylisopropyl, 1-chloro-2-phenyl isopropyl and the like, but not limited to this.

唑基、

二唑基、三唑基、吡啶基、联吡啶基、三嗪基、吖啶基、哒嗪基、喹啉基、异喹啉基、吲哚基、咔唑基、苯并

唑基、苯并咪唑基、苯并噻唑基、苯并咔唑基、苯并噻吩基、二苯并噻吩基、苯并呋喃基、二苯并呋喃基等，但不仅限于此。In the present specification, the above-mentioned heterocyclic group is a heterocyclic group containing O, N or S as a hetero atom, and the number of carbon atoms is not particularly limited, but the number of carbon atoms is 2 to 30, specifically, the number of carbon atoms is 2 to 20 . As examples of heterocyclic groups, there are thienyl, furyl, pyrrolyl, imidazolyl, thiazolyl,

azolyl,

oxadiazolyl, triazolyl, pyridyl, bipyridyl, triazinyl, acridinyl, pyridazinyl, quinolinyl, isoquinolinyl, indolyl, carbazolyl, benzoyl

azolyl, benzimidazolyl, benzothiazolyl, benzocarbazolyl, benzothienyl, dibenzothienyl, benzofuranyl, dibenzofuranyl, etc., but not limited thereto.

In this specification, the heteroaryl group is an aromatic group, and other than that, the above-mentioned description about the heterocyclic group can be applied.

In the present specification, the silyl group may be represented by the chemical formula -SiZ1Z2Z3, and each of the above-mentioned Z1, Z2 and Z3 may be hydrogen, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. The above-mentioned silyl groups specifically include trimethylsilyl (TMS), triethylsilyl, tert-butyldimethylsilyl, vinyldimethylsilyl, propyldimethylsilyl, A triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group, etc., are not limited thereto.

Alkyl sulfoxy)，有甲基磺酰基、乙基磺酰基、丙基磺酰基、丁基磺酰基等，但并不限定于此。上述烷基磺酰基中的烷基可以适用上述关于烷基的说明。In this specification, as alkylsulfonyl (

Alkyl sulfoxy), there are methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl and the like, but not limited thereto. As for the alkyl group in the above-mentioned alkylsulfonyl group, the above description about the alkyl group can be applied.

In the present specification, the boron group may be represented by the chemical formula of -BW4W5, and each of the above W4 and W5 may be hydrogen, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group. The above-mentioned boron group specifically includes trimethylboronyl, triethylboronyl, t-butyldimethylboronyl, triphenylboronyl, phenylboronyl and the like, but is not limited thereto.

In this specification, an acryl group means a photopolymerizable unsaturated group, for example, a (meth)acryloyl group is mentioned, but it is not limited to this.

In this specification, an acrylate group means a photopolymerizable unsaturated group, for example, a (meth)acrylate group is mentioned, but it is not limited to this.

In this specification, a "(meth)acryloyl group" means at least one selected from the group consisting of an acryloyl group and a methacryloyl group. The notation of "(meth)acrylate" also has the same meaning.

In this specification, the ether group may be represented by -COR. The above R is a substituted or unsubstituted alkyl group. The above-mentioned alkyl group can be applied to the description of the above-mentioned alkyl group.

In this specification, the sulfonate/salt group may be an alkyl sulfonate/salt group or an arylsulfonate/salt group. The above-mentioned description about the alkyl group can be applied to the above-mentioned "alkyl group", and the above-mentioned description about the aryl group can be applied to the above-mentioned "aryl group".

In this specification, the amine group can be selected from -NH ₂ , alkylamine group, N-alkylarylamine group, arylamine group, N-arylheteroarylamine group, N-alkylheteroarylamine group group and heteroarylamine group, the number of carbon atoms is not particularly limited, but preferably 1 to 30. Specific examples of the amino group include methylamino, dimethylamino, ethylamino, diethylamino, phenylamino, naphthylamino, biphenylamino, and anthracenylamino. , 9-methyl-anthracenylamino, diphenylamino, N-phenylnaphthylamino, xylylamino, N-phenyltolylamino, triphenylamino, N-benzene Biphenylamino, N-phenylnaphthylamino, N-biphenylnaphthylamino, N-naphthylfluorenylamino, N-phenylphenanthrenylamino, N-biphenylphenanthrene amino, N-phenylfluorenylamino, N-phenylterphenylamino, N-phenanthrenylfluorenylamino, N-biphenylfluorenylamino, etc., but not limited thereto.

In the present specification, the number of carbon atoms of the nitrogen atom-containing dianhydride group is not particularly limited, but may be 4 to 30, specifically 4 to 20, and more specifically 4 to 15.

In the present specification, an alkylene group refers to a group having two bonding sites on an alkane. The above-mentioned alkylene group may be linear, branched or cyclic. The number of carbon atoms of the alkylene group is not particularly limited, for example, the number of carbon atoms is 1 to 30, specifically 1 to 20, and more specifically 1 to 10.

In the present specification, a heteroalkylene group refers to a group having two binding sites on an alkane containing O, N or S as a heteroatom. The above-mentioned heteroalkylene group may be linear, branched or cyclic. The number of carbon atoms of the heteroalkylene group is not particularly limited, for example, the number of carbon atoms is 2 to 30, specifically, the number of carbon atoms is 2 to 20, and more specifically, the number of carbon atoms is 2 to 10.

In the present specification, an arylene group refers to a group having two bonding positions on an aryl group, that is, a divalent group. Except that they are each a divalent group, the above-mentioned description of the aryl group can be applied.

In the present specification, a heteroarylene group refers to a group having two binding sites on a heteroaryl group, that is, a divalent group. Except that they are each a divalent group, the above description of the heteroaryl group can be applied.

In one Embodiment of this specification, the said L1 and L2 are the same as or different from each other, and are each independently a substituted or unsubstituted linear or branched alkylene group.

In one embodiment of the present specification, L1 and L2 of the above-mentioned Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted linear or branched alkylene group having 1 to 30 carbon atoms.

In one embodiment of the present specification, L1 and L2 in the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted linear or branched alkylene group having 1 to 20 carbon atoms.

According to one embodiment of the present specification, L1 and L2 of the above-mentioned Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted linear or branched alkylene group having 1 to 10 carbon atoms.

In one embodiment of the present specification, L1 and L2 of the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted methylene group, a substituted or unsubstituted ethylene group, and a substituted or unsubstituted propylene group , or substituted or unsubstituted butylene.

In one embodiment of the present specification, L1 and L2 in the above Chemical Formula 1 are the same or different from each other, and are each independently a methylene group, an ethylene group, a propylene group, or a butylene group.

In one embodiment of the present specification, R1 and R2 in the above Chemical Formula 1 are the same or different from each other, and are each independently a nitrogen atom-containing dianhydride group having 4 to 30 carbon atoms.

In one embodiment of the present specification, R1 and R2 in the above Chemical Formula 1 are the same or different from each other, and are each independently a nitrogen atom-containing dianhydride group having 4 to 20 carbon atoms.

In one embodiment of the present specification, R1 and R2 in the above Chemical Formula 1 are the same or different from each other, and are each independently a nitrogen atom-containing dianhydride group having 4 to 15 carbon atoms.

In one Embodiment of this specification, the said nitrogen atom-containing dianhydride group may be represented by any one of the following substituents.

表示与上述化学式1连接的部位，Among the above substituents,

represents the site connected to the above chemical formula 1,

X1, X2 and Y1 to Y3 are the same or different from each other and are each independently hydrogen, deuterium, halogen group, nitro, -OH, -SO ₃ H, -COOH, phosphino group, anionic group, substituted or unsubstituted The alkyl group, or the substituted or unsubstituted aryl group, or the adjacent groups are combined to form a substituted or unsubstituted ring.

In one embodiment of the present specification, the above-mentioned X1 and X2 may combine with each other to form a substituted or unsubstituted ring.

In one embodiment of the present specification, the aforementioned X1 and X2 may combine with each other to form a substituted or unsubstituted benzene ring, or a substituted or unsubstituted naphthalene ring.

In one embodiment of the present specification, the above X1 and X2 may be combined with each other to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, or substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY naphthalene ring, the above M and Y are the same as defined in the above chemical formula 1.

In one embodiment of the present specification, the above X1 and X2 may be combined with each other to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, or substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY the naphthalene ring, the above-mentioned M is selected from hydrogen, Na, K, Rb, Cs, Fr, and compounds containing an ammonium structure, and the above-mentioned Y is a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, the above X1 and X2 may be combined with each other to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, or substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY the naphthalene ring, the above-mentioned M is selected from hydrogen, Na, K, Rb, Cs, Fr, and a compound containing an ammonium structure, and the above-mentioned Y is a substituted or unsubstituted n-hexyl group.

In one embodiment of the present specification, the above X1 and X2 may be combined with each other to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, or substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY the naphthalene ring, the above-mentioned M is selected from hydrogen, Na, K, Rb, Cs, Fr, and a compound containing an ammonium structure, and the above-mentioned Y is an n-hexyl group substituted by an ethyl group.

In one embodiment of the present specification, the above-mentioned Y1 and Y2 and Y2 and Y3 may combine to form a substituted or unsubstituted ring.

In one embodiment of the present specification, the above-mentioned Y1 and Y2 and Y2 and Y3 may combine to form a substituted or unsubstituted benzene ring.

In one embodiment of the present specification, the above-mentioned Y1 and Y2, and Y2 and Y3 may combine to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, and the above-mentioned M and Y are as defined in the above chemical formula 1. same.

In one embodiment of the present specification, the above-mentioned Y1 and Y2, and Y2 and Y3 may combine to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, and the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and a compound containing an ammonium structure, wherein Y is a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, the above-mentioned Y1 and Y2, and Y2 and Y3 may combine to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, and the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and compounds containing an ammonium structure, wherein Y is a substituted or unsubstituted n-hexyl group.

In one embodiment of the present specification, the above-mentioned Y1 and Y2, and Y2 and Y3 may combine to form a benzene ring substituted or unsubstituted by -SO ₃ M or -SO ₂ NHY, and the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and a compound containing an ammonium structure, wherein Y is an n-hexyl group substituted with an ethyl group.

In one Embodiment of this specification, the said nitrogen atom-containing dianhydride group may be represented by any one of the following substituents.

表示与上述化学式1连接的部位，X3至X5和Y4彼此相同或不同，各自独立地为氢、氘、卤素基团、硝基、-OH、-SO₃H、-SO₃M、-SO₂NHY、-COOH、膦基、阴离子性基团、取代或未取代的烷基、或者取代或未取代的芳基，上述M和Y与上述化学式1中的定义相同，x3为0至4的整数，x4、x5和y4为0至6的整数。Among the above substituents,

Represents a site connected to the above Chemical Formula 1, X3 to X5 and Y4 are the same or different from each other, each independently hydrogen, deuterium, halogen group, nitro, -OH, -SO ₃ H, -SO ₃ M, -SO ₂ NHY, -COOH, phosphino group, anionic group, substituted or unsubstituted alkyl group, or substituted or unsubstituted aryl group, the above M and Y are the same as defined in the above Chemical Formula 1, x3 is an integer from 0 to 4 , x4, x5 and y4 are integers from 0 to 6.

表示与上述化学式1连接的部位，X3至X5和Y4彼此相同或不同，各自独立地为氢、-SO₃M、或-SO₂NHY，上述M和Y与上述化学式1中的定义相同，x3为0至4的整数，x4、x5和y4为0至6的整数。Among the above substituents,

Represents a site connected to the above chemical formula 1, X3 to X5 and Y4 are the same or different from each other, each independently hydrogen, -SO ₃ M, or -SO ₂ NHY, the above M and Y are the same as defined in the above chemical formula 1, x3 is an integer from 0 to 4, and x4, x5 and y4 are integers from 0 to 6.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted alkyl group having 6 to 30 carbon atoms. Substituted aryl.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted alkyl group having 6 to 20 carbon atoms. Substituted aryl.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkyl group having 6 to 20 carbon atoms. Substituted aryl.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a substituted or unsubstituted methyl group or a substituted or unsubstituted phenyl group.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a methyl group, a methyl group substituted with a halogen group, or a phenyl group.

In one embodiment of the present specification, R3 and R4 in the above Chemical Formula 1 are the same or different from each other, and are each independently a methyl group, a trifluoromethyl group (—CF ₃ ), or a phenyl group.

In one embodiment of the present specification, R5 to R12 in the above chemical formula 1 are the same or different from each other, and are each independently selected from hydrogen, deuterium, halogen group, nitro group, hydroxyl group, -COR, -COOR, imide group, amide group group, anionic group, substituted or unsubstituted alkoxy group with 1 to 30 carbon atoms, substituted or unsubstituted alkyl group with 1 to 30 carbon atoms, substituted or unsubstituted with 3 to 30 carbon atoms Cycloalkyl, substituted or unsubstituted alkenyl having 2 to 30 carbon atoms, substituted or unsubstituted cycloalkenyl having 3 to 30 carbon atoms, substituted or unsubstituted sulfonate group, 1 to 3 carbon atoms A substituted or unsubstituted amine group of 30, a substituted or unsubstituted aryl group of 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms,

The above R is hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms. base.

In one embodiment of the present specification, R5 to R12 of the above chemical formula 1 are the same or different from each other, and are each independently selected from hydrogen, deuterium, halogen group, -OH, -SO ₃ H, -SO ₃ M, -SO ₂ NM1M2 , -SO ₂ NHY, -COOH, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted aryl , and a substituted or unsubstituted heteroaryl group, the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and a compound comprising an ammonium structure, the above-mentioned M1, M2 and Y are the same or different from each other, each independently is selected from substituted or unsubstituted alkyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl.

In one embodiment of the present specification, R5 to R12 in the above chemical formula 1 are the same or different from each other, each independently hydrogen, -SO ₂ NHY, or a substituted or unsubstituted alkyl group, and the above Y is a substituted or unsubstituted alkyl group .

In one embodiment of the present specification, R5 to R12 in the above Chemical Formula 1 are the same or different from each other, each independently hydrogen, -SO ₂ NHY, or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and Y is A substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

In one embodiment of the present specification, R5 to R12 in the above Chemical Formula 1 are the same or different from each other, each independently represents hydrogen, -SO ₂ NHY, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and the above Y is A substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

In one embodiment of the present specification, R5 to R12 in the above Chemical Formula 1 are the same or different from each other, each independently represents hydrogen, -SO ₂ NHY, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and the above Y is A substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

In one embodiment of the present specification, R5 to R12 in the above chemical formula 1 are the same or different from each other, each independently hydrogen, -SO ₂ NHY, or a substituted or unsubstituted methyl group, and the above Y is 1 to 10 carbon atoms. carbon substituted or unsubstituted hexyl.

In one embodiment of the present specification, R5 to R12 in the above chemical formula 1 are the same or different from each other, each independently hydrogen, -SO ₂ NHY, or a methyl group substituted or unsubstituted by a halogen group, and the above Y is an ethyl group Substituted or unsubstituted hexyl.

In one embodiment of the present specification, R5 to R12 in the above chemical formula 1 are the same or different from each other, each independently hydrogen, -SO ₂ NHY, or trifluoromethyl (-CF ₃ ), and the above Y is substituted by an ethyl group hexyl.

In one embodiment of the present specification, R5 in the above Chemical Formula 1 is hydrogen or trifluoromethyl.

In one embodiment of the present specification, R6 in the above Chemical Formula 1 is hydrogen, -SO ₂ NHY, or a trifluoromethyl group, and the above Y is a hexyl group substituted with an ethyl group.

In one embodiment of the present specification, R7 in the above Chemical Formula 1 is hydrogen.

In one embodiment of the present specification, R8 in the above Chemical Formula 1 is hydrogen.

In one embodiment of the present specification, R9 in the above Chemical Formula 1 is hydrogen.

In one embodiment of the present specification, R10 in the above Chemical Formula 1 is hydrogen.

In one embodiment of the present specification, R11 in the above Chemical Formula 1 is hydrogen.

In one embodiment of the present specification, R12 in the above Chemical Formula 1 is hydrogen.

In addition, in one embodiment of the present specification, R13 to R17 are the same or different from each other, and are each independently hydrogen, deuterium, halogen group, -OH, -SO ₃ ^- , -SO ₃ H, -SO ₃ M, -SO ₂ NM1M2, -SO ₂ NHY, -COOH, anionic group, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl , the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and a compound containing an ammonium structure, the above-mentioned M1, M2 and Y are the same or different from each other, and are independently selected from substituted or unsubstituted alkyl groups , a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, at least one of the above R13 to R17 is an anionic group.

In one embodiment of this specification, R13 to R17 are the same or different from each other, each independently hydrogen, -SO ₃ ^- , -SO ₃ M or -SO ₂ NHY, the above M and Y are the same as defined above, the above At least one of R13 to R17 is an anionic group.

In one embodiment of this specification, R13 to R17 are the same or different from each other, each independently hydrogen, -SO ₃ ^- , -SO ₃ M, or -SO ₂ NHY, the above M and Y are the same as defined above, At least one of the above R13 to R17 is -SO ₃ ^- .

In one embodiment of this specification, R13 is -SO ₃ ^- .

In one embodiment of the present specification, R4 is hydrogen.

In one embodiment of this specification, R15 is hydrogen, -SO ₃ M or -SO ₂ NHY, and the above-mentioned M and Y are as defined above.

In one embodiment of the present specification, R16 is hydrogen.

In one embodiment of the present specification, R17 is hydrogen.

In one embodiment of the present specification, X is an anionic group.

In one embodiment of this specification, X is selected from anions of compounds containing at least one element selected from tungsten, molybdenum, silicon and phosphorus and oxygen; triflate anions; bis(trifluoromethanesulfonic acid) acyl)amide anion; bistrifluoromethanesulfonimide anion; bisperfluoroethylsulfonimide anion; tetraphenylborate anion; tetrakis(4-fluorophenyl)borate; tetrakis(pentafluorobenzene) group) borate; tris(trifluoromethanesulfonyl) methide; and compounds in the halogen group.

In one embodiment of the present specification, X may be SO ₃ ⁻ .

In addition, in one embodiment of this specification, r5 and r6 are integers of 0 to 4, when r5 is 2 or more, R5 is the same or different from each other, and when r6 is 2 or more, R6 is the same or different from each other.

In one embodiment of the present specification, r5 and r6 are integers of 0 to 3, when r5 is 2 or more, R5 is the same or different from each other, and when r6 is 2 or more, R6 is the same or different from each other.

In one embodiment of the present specification, r5 and r6 are integers from 0 to 2, when r5 is 2 or more, R5 is the same or different from each other, and when r6 is 2, R6 is the same or different from each other.

In one embodiment of this specification, r5 and r6 are 0 or 1.

In one embodiment of the present specification, r5 and r6 are 0.

In one embodiment of this specification, r5 and r6 are 1.

In one embodiment of the present specification, the above-mentioned Chemical Formula 1 can be represented by the following structure, the following structure represents an isomer of the above-mentioned Chemical Formula 1, and the above-mentioned Chemical Formula 1 represents a representative structure. Isomers refer to molecules that have the same molecular formula but have different physical/chemical properties from each other.

In the above structure, L1, L2, R1 to R17, X, a, r5 and r6 are the same as defined in Chemical Formula 1 above.

The description of the above-mentioned isomers can be applied to all the structures of the xanthene-based dyes described in this specification.

In one embodiment of the present specification, the above -SO ₃ M may represent -SO ₃ ^- and M ion bonding or salt bonding.

In one embodiment of the present specification, the above-mentioned M is selected from Na ⁺ , K ⁺ , Rb ⁺ , Cs ⁺ , Fr ⁺ , and a compound containing an ammonium structure, and the above-mentioned compound containing an ammonium structure may be represented by the following chemical formula A or by A unit represented by the following chemical formula B.

[Chemical formula A]

[Chemical formula B]

In the above chemical formula A,

Ra to Rd are the same or different from each other, each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl, -L ₁ -NHCO-R, or -L ₂ -OCO-R, or two of Ra to Rd are combined with each other to form a substituted or unsubstituted ring, wherein R is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl, the above L ₁ and L ₂ are substituted or unsubstituted alkylene,

In the above chemical formula B,

Rb to Rd are the same or different from each other and are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl, or Rb Two of Rd combine with each other to form a substituted or unsubstituted ring, Z is a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, -L ₃ -NHCO-, or -L ₄ -OCO -, the above-mentioned L ₃ and L ₄ are substituted or unsubstituted alkylene groups, Re to Rg are the same or different from each other, and are each independently hydrogen, or substituted or unsubstituted alkyl groups.

According to an embodiment of the present specification, in the above chemical formula A, Ra to Rd are the same or different from each other, and are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, Substituted or unsubstituted alkenyl group, substituted or unsubstituted aryl group with 6 to 30 carbon atoms, substituted or unsubstituted aralkyl group with 6 to 30 carbon atoms, -L ₁ -NHCO-R, or -L ₂ -OCO-R, or two of Ra to Rd are combined with each other to form a substituted or unsubstituted ring, wherein R is hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkyl group having 6 to 6 carbon atoms A substituted or unsubstituted aryl group of 30, or a substituted or unsubstituted aralkyl group of 6 to 30 carbon atoms, the above-mentioned L ₁ and L ₂ are a substituted or unsubstituted alkylene group of 1 to 30 carbon atoms,

In the above chemical formula B, Rb to Rd are the same as or different from each other, and each independently is hydrogen, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 30 carbon atoms, A substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms, or two of Rb to Rd are combined with each other to form a substituted or unsubstituted ring , Z is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, -L ₃ -NHCO-, or -L ₄ -OCO-, The above-mentioned L ₃ and L ₄ are substituted or unsubstituted alkylene groups having 1 to 30 carbon atoms, Re to Rg are the same or different from each other, and are each independently hydrogen, or substituted or unsubstituted alkylene groups having 1 to 30 carbon atoms alkyl.

According to an embodiment of the present specification, in the above chemical formula A, Ra to Rd are the same as or different from each other, and are each independently hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. Substituted or unsubstituted alkenyl group, substituted or unsubstituted aryl group with 6 to 20 carbon atoms, substituted or unsubstituted aralkyl group with 6 to 20 carbon atoms, -L ₁ -NHCO-R, or -L ₂ -OCO-R, or two of Ra to Rd are combined with each other to form a substituted or unsubstituted ring, and the above R is hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkyl group having 6 to 20 carbon atoms, and a substituted or unsubstituted ring. A substituted or unsubstituted aryl group of 20, or a substituted or unsubstituted aralkyl group of 6 to 20 carbon atoms, the above-mentioned L ₁ and L ₂ are a substituted or unsubstituted alkylene group of 1 to 20 carbon atoms,

In the above chemical formula B, Rb to Rd are the same as or different from each other, and each independently is hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms, A substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted aralkyl group having 6 to 20 carbon atoms, or 2 of Rb to Rd are combined with each other to form a substituted or unsubstituted ring , Z is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, -L ₃ -NHCO-, or -L ₄ -OCO-, The above-mentioned L ₃ and L ₄ are substituted or unsubstituted alkylene groups having 1 to 20 carbon atoms, Re to Rg are the same or different from each other, and are each independently hydrogen, or substituted or unsubstituted alkylene groups having 1 to 20 carbon atoms alkyl.

In one Embodiment of this specification, the said unit means the repeating structure which a monomer is contained in a polymer, and the said unit can be contained in the main chain in a polymer, and a polymer may be comprised.

In one embodiment of the present specification, the compound containing the unit represented by the above-mentioned Chemical Formula B may be a polymer.

When the compound containing the unit represented by the above chemical formula B is a polymer, the unit represented by the above chemical formula B may be contained in the range of 1 to 500.

In one embodiment of the present specification, the weight average molecular weight of the compound including the unit represented by the chemical formula B may be 1,000 to 10,000, preferably 3,000 to 8,000, and more preferably 5,000 to 7,000.

According to an embodiment of the present specification, the terminal of the compound including the unit represented by the above Chemical Formula B may be hydrogen, a halogen group, or a substituted or unsubstituted alkyl group.

In one embodiment of the present specification, the above-mentioned Chemical Formula 1 can be represented by the following Chemical Formula 2.

[Chemical formula 2]

In the above Chemical Formula 2,

L1, L2, R1 to R17, X, a, r5 and r6 are the same as defined in Chemical Formula 1 above.

In one embodiment of the present specification, the above-mentioned Chemical Formula 1 can be represented by the following Chemical Formula 3.

[Chemical formula 3]

In the above Chemical Formula 3,

L1, L2, R1 to R17, X, a, r5 and r6 are the same as defined in Chemical Formula 1 above.

In one embodiment of the present specification, the above-mentioned Chemical Formula 1 can be represented by the following Chemical Formula 4.

[Chemical formula 4]

In the above Chemical Formula 4,

L1, L2, R1 to R17, X, a, r5 and r6 are the same as defined in Chemical Formula 1 above.

In one embodiment of the present specification, the nitrogen atom-containing dianhydride group of the above Chemical Formula 1 may be a compound represented by any one of the following substituents.

表示与上述化学式1连接的部位，Among the above substituents,

represents the site connected to the above chemical formula 1,

X1, X2, Y1 to Y3 are the same or different from each other, each independently hydrogen, deuterium, halogen group, nitro group, -OH, -SO ₃ H, -COOH, phosphino group, anionic group, substituted or unsubstituted Alkyl groups, or substituted or unsubstituted aryl groups, or adjacent groups may combine to form substituted or unsubstituted rings.

In one embodiment of the present specification, the compound represented by the above Chemical Formula 1 may be represented by any one of the following Chemical Formulas.

In the above chemical formula, M and Y are the same as defined in the above chemical formula 1.

In one embodiment of the present specification, the substituent in the ring of the above-mentioned chemical formula whose substitution position is not specified means an arbitrary moiety that can be substituted on the carbon contained in the ring.

中，

表示在被-CF₃取代的苯环中，除了被-SCH₃取代的碳以外，可以在其余碳中的任意一个上被取代，具体而言，可以由下述4个结构表示。exist

middle,

Indicates that in the benzene ring substituted by -CF ₃ , except for the carbon substituted by -SCH ₃ , any of the remaining carbons may be substituted, and specifically, it can be represented by the following four structures.

中，

表示在被-SO₂NHY取代的萘环中，可以在包含于萘的碳中的任意一个上被取代，具体而言，可以由下述6个结构表示。As another example, in

middle,

It shows that the naphthalene ring substituted with -SO ₂ NHY may be substituted at any one of the carbons included in naphthalene, and specifically, it can be represented by the following six structures.

In the above six structures, Y is the same as defined above.

Moreover, according to one Embodiment of this specification, the coloring material composition containing the said compound can be provided.

The said colorant composition may contain at least 1 sort(s) of a dye and a pigment in addition to the compound of the said chemical formula 1. For example, the colorant composition may contain only the compound of the above chemical formula 1, but may also contain the compound of the above chemical formula 1 and one or more dyes, or the compound of the above chemical formula 1 and one or more kinds of pigments, or the above chemical formula 1 compound, 1 or more dyes, and 1 or more pigments.

According to one Embodiment of this specification, the photosensitive resin composition containing the said coloring material composition can be provided.

According to one embodiment of the present specification, the photosensitive resin composition may further contain the compound represented by the above Chemical Formula 1, a binder resin, a polyfunctional monomer, a photopolymerization initiator, and a solvent.

The said binder resin will not be specifically limited if it can show physical properties, such as the intensity|strength and developability of the film manufactured from the photosensitive resin composition.

The above-mentioned binder resin may be a copolymer resin of a multifunctional monomer imparting mechanical strength and a monomer imparting alkali solubility, and may also include a binder generally used in this technical field.

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 imides, and acid anhydrides.

Specific examples of the above-mentioned unsaturated carboxylic acid esters can be selected from benzyl (meth)acrylate, methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, (methyl)acrylate ) dimethylaminoethyl acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, (meth)acrylic acid Ethylhexyl, 2-phenoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate , 2-hydroxy-3-chloropropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, acyl octyloxy-2-hydroxypropyl (meth)acrylate, glycerol (meth)acrylate ester, 2-methoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, ethoxyethylene glycol (meth)acrylate, methoxytriethylene glycol (methyl) base) acrylate, methoxytripropylene glycol (meth)acrylate, poly(ethylene glycol) methyl ether (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, p-nonylbenzene Oxypolyethylene glycol (meth)acrylate, p-nonylphenoxy polypropylene glycol (meth)acrylate, glycidyl (meth)acrylate, tetrafluoropropyl (meth)acrylate, (meth)acrylate base) 1,1,1,3,3,3-hexafluoroisopropyl acrylate, octafluoropentyl (meth)acrylate, heptadecafluorodecyl (meth)acrylate, tribromophenyl (methyl) (α-hydroxymeth)acrylate, methyl (α-hydroxymeth)acrylate, ethyl (α-hydroxymeth)acrylate, propyl (α-hydroxymeth)acrylate and butyl (α-hydroxymeth)acrylate, but Not limited to this.

Specific examples of the above-mentioned aromatic vinyls include styrene, α-methylstyrene, (o, m, p)-vinyltoluene, (o, m, p)-methoxystyrene, and (o, m, p)-chlorostyrene, but not limited thereto.

Specific examples of the above-mentioned unsaturated ethers include, but are not limited to, vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether.

Specific examples of the above-mentioned unsaturated imides include N-phenylmaleimide, N-(4-chlorophenyl)maleimide, N-(4-hydroxyphenyl)maleimide, and N-(4-hydroxyphenyl)maleimide. lyimide, and N-cyclohexylmaleimide, but not limited thereto.

As said acid anhydride, although there exist maleic anhydride, methylmaleic anhydride, tetrahydrophthalic anhydride, etc., it is not limited to these.

The above-mentioned alkali-solubility-imparting monomer is not particularly limited as long as it contains an acid group. For example, it is preferable to use a monomer selected from the group consisting of (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, and monomethylmaleic acid. , 5-norbornene-2-carboxylic acid, mono(2-((meth)acryloyloxy)ethyl phthalate, mono-2-((meth)acryloyloxy)ethyl At least one of succinate and ω-carboxypolycaprolactone mono(meth)acrylate, but not limited to this.

According to one embodiment of the present specification, the acid value of the binder resin is 50 to 130 KOHmg/g, and the weight average molecular weight is 1000 to 50000.

The above-mentioned polyfunctional monomer is a monomer that functions to form a photoresist image by light, and specifically, may be selected from the group consisting of propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, new Pentylene glycol diacrylate, 6-hexanediol diacrylate, 1,6-hexanediol acrylate, tetraethylene glycol methacrylate, bisphenoxyethanol diacrylate, trihydroxyethyl isocyanurate one of acid ester trimethacrylate, trimethylpropane trimethacrylate, diphenylpentaerythritol hexaacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate and dipentaerythritol hexamethacrylate one or a mixture of two or more.

The above-mentioned photopolymerization initiator is not particularly limited as long as it is an initiator that triggers crosslinking by generating radicals with light, and may be selected from, for example, acetophenone-based compounds, biimidazole-based compounds, triazine-based compounds, and oxime-based compounds more than one of them.

The above-mentioned acetophenone compounds include 2-hydroxy-2-methyl-1-phenylpropan-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, benzene Atoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthio)phenyl-2-morpholino -1-Propan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, 2-(4-bromo-benzyl- 2-Dimethylamino-1-(4-morpholinophenyl)-butan-1-one or 2-methyl-1-[4-(methylthio)phenyl]-2-morpholine Substituted propan-1-one, etc., but not limited thereto.

Examples of the above-mentioned biimidazole-based compound include 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. , but not limited to this.

The above triazine compounds include 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid, 1,1,1,3,3,3 - Hexafluoroisopropyl-3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionate, ethyl 2-{4-[2 ,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}acetate, 2-epoxyethyl-2-{4-[2,4-bis(trichloromethane) base)-s-triazin-6-yl]phenylthio}acetate, cyclohexyl-2-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio yl}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-triazine- 6-yl]phenylthio}propionamide, 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s-triazine, 2,4-bis(trichloromethyl)-6 -(1-p-Dimethylaminophenyl)-1,3,-butadiene-s-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine etc., but not limited to this.

The above-mentioned oxime compounds include 1-(4-phenylthio)phenyl-1,2-octanedione-2-(o-benzoyl oxime) (CIBA-GEIGY, CGI 124), 1-(9- Ethyl)-6-(2-methylbenzoyl-3-yl)-ethanone-1-(O-acetyloxime) (CGI 242), N-1919 (ADECA), etc., but not limited to this.

烷、乙二醇二甲醚、乙二醇二乙醚、丙二醇二甲醚、丙二醇二乙醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇甲基乙基醚、氯仿、二氯甲烷、1,2-二氯乙烷、1,1,1-三氯乙烷、1,1,2-三氯乙烷、1,1,2-三氯乙烯、己烷、庚烷、辛烷、环己烷、苯、甲苯、二甲苯、甲醇、乙醇、异丙醇、丙醇、丁醇、叔丁醇、2-乙氧基丙醇、2-甲氧基丙醇、3-甲氧基丁醇、环己酮、环戊酮、丙二醇甲醚乙酸酯、丙二醇乙醚乙酸酯、3-甲氧基丁基乙酸酯、3-乙氧基丙酸乙酯、乙基溶纤剂醋酸酯、甲基溶纤剂醋酸酯、乙酸丁酯、丙二醇单甲醚以及二丙二醇单甲醚中的一种以上，但不仅限于此。The above-mentioned solvent can be selected from acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-di

Alkane, 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 Alkane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, tert-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxybutyl acetate, 3-ethoxy ethyl propionate, One or more of ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether and dipropylene glycol monomethyl ether, but not limited thereto.

In one embodiment of the present specification, based on the total weight of the photosensitive resin composition, the content of the compound represented by the chemical formula 1 is 5% by weight to 60% by weight, and the content of the binder resin is 1% by weight. to 60% by weight, the content of the above-mentioned photopolymerization initiator is 0.1% to 20% by weight, the content of the above-mentioned polyfunctional monomer is 0.1% to 50% by weight, and the content of the above-mentioned solvent is 10% to 80% by weight .

According to one embodiment of the present specification, based on the total weight of the solid content in the photosensitive resin composition, the content of the compound represented by the chemical formula 1 is 5 to 60 wt %, and the content of the binder resin is 5 to 60 wt %. The content of the above-mentioned photopolymerization initiator is 0.1 to 20% by weight, and the content of the above-mentioned polyfunctional monomer is 0.1 to 50% by weight.

Specifically, in the above-mentioned photosensitive resin composition, based on the total weight of the solid content in the above-mentioned photosensitive resin composition, the content of the compound represented by the above-mentioned chemical formula 1 is 5% by weight to 50% by weight, and the above-mentioned adhesion The content of the agent resin is 1 to 50% by weight, the content of the above-mentioned photopolymerization initiator is 0.1 to 10% by weight, and the content of the above-mentioned polyfunctional monomer is 0.1 to 45% by weight.

The total weight of the said solid content means the sum total of the total weight of the components other than a solvent in a resin composition. The basis of the weight % based on the solid content and the solid content of each component can be measured by general analytical means used in this field, such as liquid chromatography or gas chromatography.

According to one Embodiment of this specification, the said photosensitive resin composition may further contain an additive.

In one Embodiment of this specification, based on the total weight of the said photosensitive resin composition, you may further contain an additive in 0.1 weight% - 20weight%.

According to another embodiment of this specification, based on the total weight of the solid content in the said photosensitive resin composition, content of the said additive is 0.1 weight% - 20 weight%.

Specifically, based on the total weight of the solid content in the said photosensitive resin composition, content of the said additive is 0.1 weight% to 10 weight%.

According to one embodiment of the present specification, the photosensitive resin composition further comprises a photocrosslinking sensitizer, a curing accelerator, an antioxidant, an adhesion accelerator, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, One or more additives in dispersant and leveling agent.

According to one Embodiment of this specification, content of the said additive is 0.1 weight% to 20 weight% based on the total weight of the solid content in the said photosensitive resin composition.

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

According to one Embodiment of this specification, content of the said additive is 0.1 weight% to 20 weight% based on the total weight of the solid content in the said photosensitive resin composition.

The above-mentioned photocrosslinking sensitizer can be selected from benzophenone, 4,4-bis(dimethylamino)benzophenone, 4,4-bis(diethylamino)benzophenone, 2,4-bis(diethylamino)benzophenone, 4,6-trimethylaminobenzophenone, methyl o-benzoylbenzoate, 3,3-dimethyl-4-methoxybenzophenone, 3,3,4,4-tetra( Benzophenone-based compounds such as tert-butylperoxycarbonyl) benzophenone; Fluorenone-based compounds such as 9-fluorenone, 2-chloro-9-fluorenone, 2-methyl-9-fluorenone; thioxanthene Ketone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propoxythioxanthone, isopropylthioxanthone, diisopropylthioxanthone and other thioxanthone Ketone-based compounds; xanthone-based compounds such as xanthone and 2-methylxanthone; anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, tert-butylanthraquinone, 2,6-di Anthraquinone-based compounds such as chloro-9,10-anthraquinone; 9-phenylacridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinylpentane) , 1,3-bis(9-acridinyl)propane and other acridine-based compounds; benzil, 1,7,7-trimethyl-bicyclo[2,2,1]heptane-2,3- Diketone, 9,10-phenanthrenequinone and other dicarbonyl compounds; 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4 ,4-trimethylpentyl phosphine oxide and other phosphine oxide compounds; 4-(dimethylamino) benzoic acid methyl ester, 4-(dimethylamino) ethyl benzoate, 2-n-butoxyethyl - Benzoate-based compounds such as 4-(dimethylamino)benzoate; 2,5-bis(4-diethylaminobenzylidene)cyclopentanone, 2,6-bis(4-bis Amino synergists such as ethylaminobenzylidene) cyclohexanone, 2,6-bis(4-diethylaminobenzylidene)-4-methyl-cyclopentanone; 3,3-carbonylvinyl- 7-(Diethylamino)coumarin, 3-(2-benzothiazolyl)-7-(diethylamino)coumarin, 3-benzoyl-7-(diethylamino)incense Famarin, 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-azide Chalcone compounds such as benzylidene acetophenone; one or more of 2-benzoylmethylene and 3-methyl-b-naphthothiazoline.

唑、2,5-二巯基-1,3,4-噻二唑、2-巯基-4,6-二甲基氨基吡啶、季戊四醇-四(3-巯基丙酸酯)、季戊四醇-三(3-巯基丙酸酯)、季戊四醇-四(2-巯基乙酸酯)、季戊四醇-三(2-巯基乙酸酯)、三羟甲基丙烷-三(2-巯基乙酸酯)、以及三羟甲基丙烷-三(3-巯基丙酸酯)中的1种以上。The above-mentioned curing accelerator is used for curing and improving mechanical strength, and specifically, can be selected from the group consisting of 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzo

azole, 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 trihydroxy One or more of methylpropane-tris(3-mercaptopropionate).

As the adhesion promoter used in the present specification, one selected from the group consisting of methacryloxypropyltrimethoxysilane, methacryloxypropyldimethoxysilane, and methacryloxypropyl can be used. One or more kinds of methacryloyl silane coupling agents such as triethoxysilane, methacryloyloxypropyldimethoxysilane, etc. As the alkyltrimethoxysilane, one selected from the group consisting of octyltrimethoxysilane can be used. 1 or more types of silane, dodecyltrimethoxysilane, octadecyltrimethoxysilane, and the like.

The above-mentioned surfactant is a silicon-based surfactant or a fluorine-based surfactant. Specifically, as the silicon-based surfactant, BYK-077, BYK-085, BYK-300, BYK-301, and BYK from BYK-Chemie can be used. -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., As the fluorine-based surfactant, F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F- 444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F-486, F-487, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF- 1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc., but not limited thereto.

The antioxidant may be at least one selected from the group consisting of hindered phenol-based (Hindered phenol) antioxidants, amine-based antioxidants, sulfur-based antioxidants, and phosphine-based antioxidants, but is not limited thereto.

Specific examples of the above-mentioned antioxidants include phosphoric acid-based heat stabilizers such as phosphoric acid, trimethyl phosphate or triethyl phosphate; such as 2,6-di-tert-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 Diethyl phosphite, 2,2-thiobis(4-methyl-6-tert-butylphenol), 2,6-g,t-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]glycol ester (Bis[3,3-bis-(4'-hydroxy-3'-tert-butylphenyl)butanoicacid]glycol ester) and other hindered phenol (Hinder ed phenol) system Antioxidants; such as phenyl-α-naphthylamine, phenyl-β-naphthylamine, N,N'-diphenyl-p-phenylenediamine, or N,N'-di-β-naphthyl-p-phenylenediamine Amine-based auxiliary antioxidants; dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercaptobenzothiazole or tetramethylthiuram disulfide Sulfur-based auxiliary antioxidants such as methyl-3-(laurylthio)propionate]methane; or triphenyl phosphite, tris(nonylphenyl) phosphite, triisodecyl phosphite, bis (2,4-Dibutylphenyl) Pentaerythritol Diphosphite (Bis(2,4-ditbutylphenyl) Pentaeryt hritol Diphosphite) or (1,1'-biphenyl)-4,4'-diyldiphosphite (1,1'-Biphenyl)-4,4'-Diylbisphosphonous acid tetrakis[2,4-bis(1, 1-dimethylethyl)phenyl]ester) and other phosphites are auxiliary antioxidants.

As the above-mentioned ultraviolet absorber, 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chloro-benzotriazole, alkoxybenzophenone, etc. can be used, but not Limited to this, any materials commonly used in the art can be used.

As the above-mentioned thermal polymerization inhibitor, for example, one selected from the group consisting of p-anisole, hydroquinone, pyrocatechol, t-butyl catechol, and N-nitrosophenylhydroxylamine ammonium can be included. Salt, N-nitrosophenylhydroxylamine aluminum salt, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-thiobis(3-methyl-6 - 1 or more of, but not limited to, 2,2-methylenebis(4-methyl-6-tert-butylphenol), 2-mercaptoimidazole, and phenothiazine Here, a thermal polymerization inhibitor generally known in this technical field may be contained.

The said dispersing agent can be used by the method of adding inside a pigment in the form which surface-treated a pigment in advance, or the method of adding it externally to a pigment. As said dispersing agent, a compound type, nonionic, anionic or cationic dispersing agent can be used, and a fluorine-based, ester-based, cationic, anionic, nonionic, amphoteric surfactant, etc. are mentioned. These can be used individually or in combination of two or more.

Specifically, the above-mentioned dispersing agent is selected from the group consisting of polyalkylene glycols and their esters, polyoxyalkylene polyols, ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonates, sulfonates, One or more of carboxylate, carboxylate, alkylamide alkylene oxide adduct, and alkylamine, but not limited to this.

The above-mentioned leveling agent may be polymerizable or non-polymerizable. Specific examples of polymerizable leveling agents include polyethyleneimine, polyamide-amine, and reaction products of amines and epoxides, and specific examples of non-polymerizable leveling agents include non-polymeric Sulfur compounds and non-polymeric nitrogen-containing compounds, but not limited thereto, and leveling agents commonly used in this field can be used.

According to one Embodiment of this specification, the photosensitive material manufactured using the said photosensitive resin composition is provided.

In more detail, the photosensitive resin composition of this specification is apply|coated to a base material by a suitable method, and it hardens, and the photosensitive material of a film or pattern form is formed.

It does not specifically limit as said coating method, A spray method, a roll coating method, a spin coating method, etc. can be used, Generally, a spin coating method is widely used. In addition, after the coating film is formed, a part of the residual solvent may be removed under reduced pressure as the case may be.

Examples of light sources for curing the photosensitive resin composition according to the present specification include, but are not limited to, mercury vapor arcs (arcs), carbon arcs, and Xe arcs that emit light having a wavelength of 250 to 450 nm.

The photosensitive resin composition according to the present specification can be used for a pigment-dispersed photosensitive material for the production of color filters for thin film transistor liquid crystal display devices (TFT LCD), and for black matrix formation for thin film transistor liquid crystal display devices (TFT LCD) or organic light emitting diodes Photosensitive material, photosensitive material for overcoat layer formation, photosensitive material for column spacer, photocurable paint, photocurable ink, photocurable adhesive, printing plate, photosensitive material for printed wiring board, plasma display panel (PDP) ) is a photosensitive material, etc., but its use is not particularly limited.

According to one embodiment of the present specification, there is provided a color filter including the above-described photosensitive material.

The said color filter can be manufactured using the photosensitive resin composition containing the compound represented by the said chemical formula 1. A color filter can be formed by applying the above-mentioned photosensitive resin composition on a substrate to form a coating film, and exposing, developing and curing the above-mentioned coating film.

The photosensitive resin composition according to an embodiment of the present specification is excellent in heat resistance, and has little color change due to heat treatment, and thus can provide high color reproduction rate and high brightness and contrast even after a curing process when manufacturing a color filter color filter.

The above-mentioned substrate may be a glass plate, a silicon wafer, or a plate with a plastic base such as polyethersulfone (PES) and polycarbonate (PC), and the types thereof are not particularly limited.

Specifically, the photosensitive resin composition according to one embodiment of the present specification can be spin-coated on glass (5×5 cm ² ) and prebake at 100° C. for 100 seconds. form a film. The distance between the substrate on which the film was formed and the photomask was set to 250 μm, and the entire surface of the substrate was irradiated with an exposure amount of 40 mJ/cm ² using an exposure machine. Then, the exposed substrate is developed in a developing solution (potassium hydroxide (KOH), 0.05%) for 60 seconds, and a substrate can be produced by postbake treatment at 230° C. for 20 minutes.

The said heat resistance evaluation can be measured by the method mentioned later, and the transmittance spectrum of the visible light region in the range of 380 nm to 780 nm is acquired by the spectrometer of the board|substrate manufactured by the said one Embodiment. In addition, the prebake substrate was further subjected to postbake treatment at 230° C. for 20 minutes, and transmittance spectra were obtained in the same equipment and measurement range.

The above-mentioned spectrometer may be a spectrometer from MCPD-Otsuka Corporation, but is not limited to this.

Using the transmittance spectrum obtained above and the C light source backlight, and using the obtained values E(L*, a*, b*), the color change (hereinafter referred to as ΔEab) was calculated. A small ΔEab value indicates that the color is excellent in heat resistance. When it has a value of ΔEab<3, it can be used as a coloring material for color filters, and it can be said that it is a coloring material excellent in heat resistance. Specifically, the formula for calculating ΔEab is as follows.

[Calculation formula 1]

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

The said contrast can be measured by the method mentioned later. The substrate produced according to the above-mentioned substrate production method is placed between two polarizers by using a contrast measuring instrument, and the brightness when the two polarizers are horizontal and the brightness when the two polarizers are orthogonal is measured. Contrast is calculated using the above formula 2.

[Calculation formula 2]

Contrast = brightness when 2 polarizers are horizontal / brightness when 2 polarizers are vertical

The above-mentioned contrast measuring instrument may be CT-1, a measuring instrument of ZOENTECH, but is not limited to this.

Regarding the fluorescence intensity of the color filter according to an embodiment of the present specification, the above-mentioned substrate can be set to an excitation wavelength of 545 nm at room temperature (25° C.) using an FS-2 fluorescence measuring device from Sinco, Inc., The fluorescence intensity was measured by setting the emission wavelength to 560 nm to 720 nm.

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

According to another embodiment, the above-described color filter may further include an overcoat layer.

For the purpose of improving the contrast ratio, a lattice-like black pattern called a black matrix may be arranged between the color pixels of the color filter. As the material of the black matrix, chrome can be used. At this time, the method of vapor-depositing chromium on the whole glass substrate, and forming a pattern by an etching process can be utilized. However, considering the high cost in the process, the high reflectivity of chromium, and the environmental pollution caused by the chromium waste liquid, a resin black matrix obtained by a pigment dispersion method capable of microprocessing can be used.

The above-mentioned black matrix may use a black pigment or a black dye as a colorant. For example, carbon black can be used alone, or carbon black and a coloring pigment can be used in combination. In this case, since the coloring pigment with insufficient light-shielding property is mixed, even if the amount of the coloring material is relatively increased, the strength of the film will not be reduced or the resistance to the film will be reduced. Advantages of substrate adhesion.

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

The above-mentioned display device can be a plasma display (PDP), light emitting diode (Light Emitting Diode, LED), organic light emitting element (Organic Light Emitting Diode, OLED), liquid crystal display (Liquid Crystal Display, LCD), thin film Any of a transistor liquid crystal display device (Thin FIlm Transistor-Liquid Crystal Display, LCD-TFT) and a cathode ray tube (Cathode Ray Tube, CRT).

way of implementing the invention

<Example>

<Synthesis Examples of Compounds>

Synthesis Example 1: Synthesis of Compound 1

Synthesis of Intermediate 1

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), 5g (12.34mmol) of A-1, 10.31g (74.03mmol) of B-1 and 80g of N-methyl-2-pyrrolidone (NMP) were added , N-Methyl-2-pyrrolidone) for stirring. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

Then, the obtained precipitate was filtered and washed under reduced pressure, and dried in a vacuum oven at 60° C. for 12 hours, whereby 7 g (11.46 mmol) of Intermediate 1 was obtained.

Ionization mode APCI+: m/z=611 [M+H], Exact Mass: 610

Synthesis of Compound 1

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.5 g (2.46 mmol) of Intermediate 1, 2.958 g (9.82 mmol) of C-1, 1.358 g (9.82 mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes. The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 1.3 g (1.358 mmol) of Compound 1.

Ionization mode APCI+: m/z=957 [M+H], Exact Mass: 956

Synthesis Example 2: Synthesis of Compound 2

Synthesis of Intermediate 2

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), 5g (12.34mmol) of A-1, 14.90g (74.03mmol) of B-2 and 80g of N-methyl-2-pyrrolidone (NMP) were added , N-Methyl-2-pyrrolidone) for stirring. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

Then, the precipitate was filtered under reduced pressure, washed with water, and dried in a vacuum oven at 60°C for 12 hours, whereby 7.2 g (9.80 mmol) of Intermediate 2 was obtained.

Ionization mode APCI+: m/z=735 [M+H], Exact Mass: 734

Synthesis of Compound 2

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.808 g (2.46 mmol) of Intermediate 2, 2.958 g (9.82 mmol) of C-1, 1.358 g (9.82 mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

Then, the obtained precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 1 g (0.925 mmol) of compound 2.

Ionization mode APCI+: m/z=1081 [M+H], Exact Mass: 1081

Synthesis Example 3: Synthesis of Compound 3

Synthesis of Intermediate 3

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), 5g (12.34mmol) of A-1, 10.31g (74.03mmol) of B-3 and 80g of N-methyl-2-pyrrolidone (NMP) were added , N-Methyl-2-pyrrolidone) for stirring. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

Then, the precipitate was filtered under reduced pressure, washed with water, and dried in a vacuum oven at 60°C for 12 hours to obtain 6.8 g (11.130 mmol) of Intermediate 3.

Ionization mode APCI+: m/z=611 [M+H], Exact Mass: 610

Synthesis of Compound 3

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.502 g (2.46 mmol) of Intermediate 3, 2.958 g (9.82 mmol) of C-1, 1.358 g (9.82 mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

Then, the precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 1.4 g (1.463 mmol) of compound 3.

Ionization mode APCI+: m/z=957 [M+H], Exact Mass: 956

Synthesis Example 4: Synthesis of Compound 4

Synthesis of Intermediate 4

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), 5g (12.34mmol) of A-1, 10.31g (74.03mmol) of B-41 and 80g of N-methyl-2-pyrrolidone ( NMP, N-Methyl-2-pyrrolidone) was stirred. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

Then, the precipitate was filtered under reduced pressure, washed with water, and dried in a vacuum oven at 60°C for 12 hours to obtain 6.5 g (10.64 mmol) of Intermediate 4.

Ionization mode APCI+: m/z=611{M+H], Exact Mass: 610 Synthesis of compound 4

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.502 g (2.46 mmol) of Intermediate 4, 2.958 g (9.82 mmol) of C-1, 1.358 g (9.82 mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 1.7 g (1.776 mmol) of compound 4.

Ionization mode APCI+: m/z=957 [M+H], Exact Mass: 956

Synthesis Example 5: Synthesis of Compound 5

Synthesis of Intermediate 5

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), add 5g (12.34mmol) of A-1, 14.30g (74.03mmol) of B-5 and 80g of N-methyl-2-pyrrolidone ( NMP, N-Methyl-2-pyrrolidone) was stirred. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

Then, the precipitate was filtered under reduced pressure, washed with water, and dried in a vacuum oven at 60°C for 12 hours to obtain 7.2 g (10.02 mmol) of Intermediate 5.

Ionization mode APCI+: m/z=719 [M+H], Exact Mass: 718

Synthesis of compound 5

In a 100ml double neck round bottom flask (RBF, Round Bottom Flask), 1.768g (2.46mmol) of Intermediate 5, 2.958g (9.82mmol) of C-1, 1.358g (9.82mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 2.1 g (1.972 mmol) of compound 5.

Ionization mode APCI+: m/z=1065 [M+H], Exact Mass: 1064

Synthesis Example 6: Synthesis of Compound 6

Synthesis of Intermediate 6

In a 250ml double neck round bottom flask (RBF, Round Bottom Flask), 5g (12.34mmol) of A-1, 15.33g (74.03mmol) of B-6 and 80g of N-methyl-2-pyrrolidone ( NMP, N-Methyl-2-pyrrolidone) was stirred. The temperature was raised to 150° C. and the mixture was stirred for 4 hours. After cooling the reaction solution to normal temperature, 800 ml of 1M hydrochloric acid (HCl) was added and the mixture was stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, and dried in a vacuum oven at 60°C for 12 hours to obtain 7.4 g (9.91 mmol) of Intermediate 6.

Ionization mode APCI+: m/z=747 [M+H], Exact Mass: 746

Synthesis of compound 6

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.837 g (2.46 mmol) of Intermediate 6, 2.958 g (9.82 mmol) of C-1, 1.358 g (9.82 mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60°C for 12 hours to obtain 2.5 g (2.287 mmol) of compound 6.

Ionization mode APCI+: m/z=1093 [M+H], Exact Mass: 1092 Synthesis Example 7: Synthesis of Compound 7

In the production of the above-mentioned compound 1, the compound 7 was obtained by the same method except that C-1 was changed to C-2.

Ionization mode APCI+: m/z=985 [M+H], Exact Mass: 984

Synthesis Example 8: Synthesis of Compound 8

In the production of the above-mentioned compound 2, the compound 8 was obtained by the same method except that C-1 was changed to C-2.

Ionization mode APCI+: m/z=1109 [M+H], Exact Mass: 1108

Synthesis Example 9: Synthesis of Compound 9

Compound 9 was obtained by the same method except that C-1 was changed to C-2 in the production of the above-mentioned compound 3.

Ionization mode APCI+: m/z=985 [M+H], Exact Mass: 984

Synthesis Example 10: Synthesis of Compound 10

The compound 10 was obtained by the same method except having changed C-1 to C-2 in the manufacture of the said compound 4.

Ionization mode APCI+: m/z=985 [M+H], Exact Mass: 984

Synthesis Example 11: Synthesis of Compound 11

Compound 11 was obtained by the same method except that C-1 was changed to C-2 in the production of the above-mentioned compound 5.

Ionization mode APCI+: m/z=1093 [M+H], Exact Mass: 1092

Synthesis Example 12: Synthesis of Compound 12

Compound 12 was obtained by the same method except that C-1 was changed to C-2 in the production of the above-mentioned compound 6.

Ionization mode APCI+: m/z=1121 [M+H], Exact Mass: 1120

Synthesis Examples 13 to 18: Synthesis of Compounds 13 to 18

In the production of Compounds 1 to 6, except that C-1 was changed to C-3, Compounds 13 to 18 shown below were obtained by the same method.

Compound 13: ionization mode APCI+: m/z=1085 [M+H], Exact Mass: 1084

Compound 14: ionization mode APCI+: m/z=1209 [M+H], Exact Mass: 1208

Compound 15: ionization mode APCI+: m/z=1085 [M+H], Exact Mass: 1084

Compound 16: Ionization mode APCI+: m/z=11085 [M+H], Exact Mass: 1084

Compound 17: ionization mode APCI+: m/z=1193 [M+H], Exact Mass: 1192

Compound 18: ionization mode APCI+: m/z=1221 [M+H], Exact Mass: 1220

Compare compound 1.

In a 100ml double neck round bottom flask (RBF, Round Bottom Flask), 1.414g (2.46mmol) of S1, 1.21g (9.82mmol) of bromopropane, 1.358g (9.82mmol) of potassium carbonate ( K ₂ CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a vacuum oven at 60° C. for 12 hours, whereby Comparative Compound 1 was obtained.

Ionization mode APCI+: m/z=659 [M+H], Exact Mass: 658

Compare compound 2

In a 100 ml double neck round bottom flask (RBF, Round Bottom Flask), 1.4234 g (2.46 mmol) of S2, 3.094 g (9.82 mmol) of C- ₂ , 1.358 g (9.82 mmol) of potassium carbonate (K CO ₃ ) was added to 30 g of N-methyl-2-pyrrolidone (NMP, N-Methyl-2-pyrrolidone) and stirred. The temperature was raised to 100° C. and stirred for 6 hours. After cooling the reaction solution to normal temperature, 500 ml of distilled water (DI-Water) was added and stirred for 30 minutes.

The precipitate was filtered under reduced pressure, washed with water, separated by column chromatography, and dried in a 60° C. vacuum oven for 12 hours to obtain Comparative Compound 2.

Ionization mode APCI+: m/z=953 [M+H], Exact Mass: 952

Compare compound 3

In Synthesis Example 1, Comparative Compound 3 was synthesized by the same method as in the synthesis of Intermediate 1, using S3 and S4 instead of A-1 and B-1.

Compare compound 4

In 50 g of 98% sulfuric acid at 10°C, 3 g (4.553 mmol) of Comparative Compound 1 was added and dissolved. Then, 0.807 g (4.553 mmol) of N-hydroxymethylphthalimide was added, the temperature was raised to 45° C., and the mixture was stirred for 2 hours. The reaction solution was added to 500 g of water to precipitate crystals, and the precipitate was filtered under reduced pressure to obtain Comparative Compound 4.

Example 1

5.554 g of compound 1, 10.376 g of a copolymer of benzyl methacrylate and methacrylic acid as a binder resin (molar ratio 70:30, acid value 113 KOH mg/g) were analyzed by gel permeation chromatography (GPC). ) measured weight average molecular weight 20000g/mol, molecular weight distribution (PDI) 2.0g, solid content (S.C) 25%, including solvent polypropylene glycol monomethyl ether acetate (PGMEA)), 2.018g of photopolymerization initiator I-369 (BASF Corporation), 12.443 g of DPHA (Nihon Kayaku) as a multifunctional monomer, 68.593 g of solvent PGMEA (polypropylene glycol monomethyl ether acetate), and 1.016 g of surfactant as an additive The photosensitive resin composition 1 was produced by mixing with F-475 from DIC Corporation.

Examples 2 to 18

In Example 1, except having changed Compound 1 to Compounds 2 to 18, photosensitive resin compositions 2 to 18 were produced with the same composition, respectively.

Comparative Example 1

5.554 g of the comparative compound 1, 10.376 g of a copolymer of benzyl methacrylate and methacrylic acid (molar ratio 70:30, acid value 113 KOH mg/g as a binder resin, were subjected to gel permeation chromatography ( GPC) measured weight average molecular weight 20000g/mol, molecular weight distribution (PDI) 2.0g, solid content (S.C) 25%, including solvent polypropylene glycol monomethyl ether acetate (PGMEA)), 2.018g as photopolymerization initiator I-369 (BASF Corporation), 12.443 g of DPHA (Nihon Kayaku) as a multifunctional monomer, 68.593 g of solvent PGMEA (polypropylene glycol monomethyl ether acetate), and 1.016 g of surface as an additive The photosensitive resin composition of the comparative example 1 was manufactured by mixing F-475 of the active agent DIC company.

Comparative Examples 2 to 4

In the said comparative example 1, except having changed the comparative compound 1 to the comparative compounds 2-4, respectively, the photosensitive resin composition of the comparative examples 2-4 was produced by the same composition.

<Experimental example>

Substrate production

The photosensitive resin compositions according to the above-mentioned Examples 1 to 18 and Comparative Examples 1 to 4 were used for substrate production, respectively. Specifically, the photosensitive resin compositions according to the above-mentioned Examples 1 to 18 and Comparative Examples 1 to 4 were spin-coated on glass (5×5 cm ² ), and subjected to a prebake treatment at 100° C. for 100 seconds. (prebake) to form a film.

The distance between the substrate on which the film was formed and the photomask was set to 250 μm, and the entire surface of the substrate was irradiated with an exposure amount of 40 mJ/cm ² using an exposure machine. Then, the exposed substrate was developed in a developing solution (potassium hydroxide (KOH), 0.05%) for 60 seconds, and a post-bake treatment (post bake) was performed at 230° C. for 20 minutes to prepare a substrate.

Heat resistance evaluation

The transmittance spectrum of the visible light region in the range of 380 nm to 780 nm was obtained by using a spectrometer (MCPD-Otsuka Corporation) for the substrate produced by the above-mentioned substrate production method. Further, the prebake substrate was further subjected to post bake treatment at 230° C. for 20 minutes, and transmittance spectra were obtained in the same equipment and measurement range.

Using the obtained transmittance spectrum and the C light source backlight, and using the obtained values E(L*, a*, b*), the color change (hereinafter referred to as ΔEab) was calculated, as shown in Table 1 below.

A small ΔEab value indicates that the color is excellent in heat resistance.

When it has a value of ΔEab<3, it can be used as a coloring matter for color filters, and it can be said that it is a coloring material excellent in heat resistance. Specifically, the formula for calculating ΔEab is as follows.

[Calculation formula 1]

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

[Table 1]

ΔEab (post-bake treatment-pre-bake treatment) Example 1 1.28 Example 2 1.27 Example 3 0.85 Example 4 1.36 Example 5 1.75 Example 6 0.94 Example 7 1.45 Example 8 1.39 Example 9 1.12 Example 10 1.47 Example 11 1.68 Example 12 1.27 Example 13 0.97 Example 14 1.54 Example 15 1.98 Example 16 1.76 Example 17 1.64 Example 18 1.44

Referring to Table 1 above, it was confirmed that the color pattern substrates formed using the photosensitive resin compositions of Examples 1 to 18 of the present invention had a difference (ΔEab) of transmission spectra after post-baking treatment and post-baking treatment of less than 3, indicating high color stability. And very little and excellent heat resistance.

Contrast measurement

The substrate produced according to the above-mentioned substrate production method was placed between the two polarizers using a contrast measuring instrument (CT-1, ZOENTECH Company), and the brightness when the two polarizers were horizontal and the positive values of the two polarizers were measured. The luminance at the time of intersection was measured, and the contrast ratio was calculated by the following formula 2.

[Calculation formula 2]

Contrast = brightness when 2 polarizers are horizontal / brightness when 2 polarizers are vertical

The contrast ratio calculated according to the above-mentioned calculation formula 2 was calculated by the following calculation formula 3, and the contrast improvement rate was calculated and described in the following Table 2.

[Calculation formula 3]

Contrast improvement rate=(Contrast of Example - Contrast of Comparative Example 1, 2 or 4)/Contrast of Comparative Example 1, 2 or 4*100)

[Table 2]

Referring to Table 2 above, it was confirmed that the contrast ratios of Examples 1 to 18 described above were improved by 220.47% to 532.38% compared to Comparative Example 1 described above. In addition, it was confirmed that the contrast ratios of the above-mentioned Examples 1 to 18 were improved by 136.48% to 329.57% compared with the above-mentioned Comparative Example 2. In addition, it was confirmed that the contrast ratios of the above-mentioned Examples 1 to 18 were improved by 197.83% to 510.43% compared with the above-mentioned Comparative Example 4.

Fluorescence intensity measurement

For the substrate produced according to the above-mentioned substrate production method, the excitation wavelength (excitation wavelength) was set to 545 nm, and the emission wavelength (emission wavelength) was set to 560 nm to 720 nm under normal temperature (25° C.) using the FS-2 fluorescence measuring device of Sinco Corporation. The fluorescence intensity was measured and shown in Figure 1.

1 , it was confirmed that the fluorescence intensity of Examples 6, 7 and 12 according to an embodiment of the present specification was lower than that of Comparative Examples 1 and 2, and excellent contrast was obtained without adding an additional dye.

Transmission evaluation

The transmittance spectrum of the visible light region in the range of 380 nm to 780 nm was obtained with respect to the substrate prepared according to the above-mentioned substrate preparation method by postbake treatment at 230° C. for 20 minutes using a spectrometer (MCPD-Otsuka Corporation). .

In particular, in the case of a blue color filter, in the visual x, visual y, and visual z, when the maximum transmittance is high at 380 nm to 480 nm, more excellent brightness can be exhibited.

FIG. 2 shows visual x, visual y, and visual z.

[table 3]

Transmittance % (maximum transmittance % at 380nm～480nm) Example 1 95.756 Example 7 92.906 Example 13 95.721 Comparative Example 3 88.528

Referring to the above-mentioned Table 3, it can be seen that, compared with the above-mentioned Comparative Example 3, the above-mentioned Examples 1, 7, and 13 have higher maximum transmittances at 380 nm to 480 nm.

3 , it was confirmed that Examples 1, 7, and 13 according to an embodiment of the present specification had higher transmittances at 380 nm to 480 nm than Comparative Example 3, and were able to exhibit more excellent brightness in the blue color filter.

Claims (14)

1. A compound represented by the following chemical formula 1:

chemical formula 1

In the chemical formula 1, the first and second organic solvents,

l1 and L2, which are identical to or different from each other, are each independently a substituted or unsubstituted alkylene group,

r1 and R2, which may be the same or different from each other, are each independently a dianhydride group containing a nitrogen atom,

r3 and R4, which are the same or different from each other, are each independently a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group,

r5 to R12, equal to or different from each other, are each independently selected from hydrogen, deuterium, a halogen group, -OH, -SO₃H、-SO₃M、-SO₂NM1M2、-SO₂NHY, -COOH, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl,

r13 to R17, equal to or different from each other, are each independently hydrogen, deuterium, a halogen group, -OH, -SO₃ ^-、-SO₃H、-SO₃M、-SO₂NM1M2、-SO₂NHY, -COOH, anionic group, substituted or unsubstituted alkyl, substituted or unsubstitutedA substituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl,

m is selected from Na⁺、K⁺、Rb⁺、Cs⁺、Fr⁺And a compound comprising an ammonium structure,

m1, M2 and Y, which are the same or different from each other, are each independently selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group,

at least one of the R13 to R17 is an anionic group,

x is an anionic group, and X is an anionic group,

a is 0 or 1, and a is,

r5 and R6 are integers of 0 to 4, and when R5 is 2 or more, R5 are the same as or different from each other, and when R6 is 2 or more, R6 are the same as or different from each other.

2. The compound according to claim 1, wherein X is selected from anions of compounds containing oxygen and at least one element selected from tungsten, molybdenum, silicon, and phosphorus; a triflate anion; bis (trifluoromethylsulfonyl) amide anion; bis (trifluoromethanesulfonyl) imide anion; bis-perfluoroethylsulfonimide anion; tetraphenylborate anion; tetrakis (4-fluorophenyl) borate; tetrakis (pentafluorophenyl) borate; tris (trifluoromethanesulfonyl) methide; and a halogen group.

3. The compound of claim 1, wherein said M is selected from Na⁺、K⁺、Rb⁺、Cs⁺、Fr⁺And a compound comprising an ammonium structure,

the compound including an ammonium structure includes a unit represented by the following chemical formula a or represented by the following chemical formula B:

chemical formula A

Chemical formula B

In the chemical formula A, the compound represented by the formula A,

ra to Rd, equal to or different from each other, are each independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted aralkyl, -L₁-NHCO-R, or-L₂-OCO-R, or 2 of Ra to Rd, in combination with each other, form a substituted or unsubstituted ring,

r is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl,

said L₁And L₂Is a substituted or unsubstituted alkylene group, and is,

in the chemical formula B, the compound represented by the formula,

rb to Rd, which are the same as or different from each other, are each independently hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group, or 2 of Rb to Rd are combined with each other to form a substituted or unsubstituted ring,

z is a substituted or unsubstituted alkylene, substituted or unsubstituted arylene, -L₃-NHCO-, or-L₄-OCO-，

Said L₃And L₄Is a substituted or unsubstituted alkylene group, and is,

re to Rg are the same or different from each other, and are each independently hydrogen, or substituted or unsubstituted alkyl.

4. The compound according to claim 1, wherein the chemical formula 1 is represented by the following chemical formula 2:

chemical formula 2

In the chemical formula 2,

l1, L2, R1 to R17, X, a, R5 and R6 are the same as defined in said chemical formula 1.

5. The compound according to claim 1, wherein the chemical formula 1 is represented by the following chemical formula 3:

chemical formula 3

In the chemical formula 3, the first and second organic solvents,

l1, L2, R1 to R17, X, a, R5 and R6 are the same as defined in said chemical formula 1.

6. The compound according to claim 1, wherein the chemical formula 1 is represented by the following chemical formula 4:

chemical formula 4

In the chemical formula 4, the first and second organic solvents,

l1, L2, R1 to R17, X, a, R5 and R6 are the same as defined in said chemical formula 1.

7. The compound of claim 1, wherein the dianhydride group containing a nitrogen atom is represented by any of the following substituents:

among the substituents mentioned above, the group of the substituted,

represents a site linked to the chemical formula 1,

x1, X2 and Y1 to Y3, which are identical to or different from one another, are each independently hydrogen, deuterium, a halogen group, nitro, -OH, -SO₃H. -COOH, phosphino, anionic group, substituted or unsubstituted alkyl groupOr substituted or unsubstituted aryl, or adjacent groups combine to form a substituted or unsubstituted ring.

8. The compound according to claim 1, wherein the compound represented by the chemical formula 1 is represented by any one of the following chemical formulae:

in the chemical formula, the compound represented by the formula,

m and Y are the same as defined in said chemical formula 1.

9. A photosensitive resin composition comprising the compound according to any one of claims 1 to 8, a binder resin, a polyfunctional monomer, a photopolymerization initiator, and a solvent.

10. The photosensitive resin composition according to claim 9, wherein the content of the compound represented by chemical formula 1 is 5 to 60% by weight based on the total weight of solid components in the photosensitive resin composition,

the content of the binder resin is 1 to 60% by weight,

the photopolymerization initiator is contained in an amount of 0.1 to 20 wt%,

the content of the polyfunctional monomer is 0.1 to 50% by weight.

11. The photosensitive resin composition according to claim 9, further comprising an additive.

12. A photosensitive material produced using the resin composition according to claim 9.

13. A color filter comprising the photosensitive material of claim 12.

14. A display device comprising the color filter of claim 13.

Images