TWI709619B - A colorant compound, and a colorant material comprising the same - Google Patents

Abstract

A disclosure of the present invention includes novel colorant compounds having triarylmethane substructure, methods for preparing the same, and colorant materials comprising the same.

Description

Colorant compound and colorant material containing it

This application claims the priority of Korean Patent Application No. 10-2015-0102683 filed on July 20, 2015, and the entire content of the application is incorporated herein by reference for all purposes.

The invention relates to a novel coloring agent compound based on triarylmethane substructure and a preparation method thereof. The present invention also relates to a coloring agent composition for an optical filter containing the compound and a display device equipped with the optical filter.

Optical filters are widely used in various applications, especially in display devices, such as liquid crystal displays (LCD) and organic light emitting displays (OLED). Due to the rapid development of these display technologies, there is a need in the art to further improve filters, especially in terms of brightness, contrast, and color reproducibility.

When forming a filter, a color composition having a colorant material containing a pigment and/or dye is often used. pigment It usually shows better stability to heat and/or environment, but the achievable brightness is often insufficient compared to dyes. On the other hand, when dyes are used as filter colorants, satisfactory filter brightness may be achieved, but their stability, especially thermal stability, and/or contrast are often insufficient.

In particular, dyes with a triarylmethane structure are considered to be good candidates for this filter application. However, its stability, especially thermal stability, is not high enough to withstand one or more high-temperature treatments in filter manufacturing. PCT International Patent Application Publication No. WO 2012/144521 A1 proposes a colorant dispersion liquid, a resin composition for coloring used in a filter, and the use of the coloring resin for use in a filter A filter formed by the composition; and a liquid crystal display device and an organic light emitting display device having the filter. In particular, it discloses the colorant dispersion liquid, which contains a colorant having a dimerized triarylmethane structure of the following chemical formula.

The object of the present invention is to provide a novel compound containing a triarylmethane substructure with excellent thermal stability. Another object is to provide a colorant compound, especially a blue colorant compound, which can withstand the high temperature processing used to make filters in display applications while exhibiting sufficient brightness and/or contrast.

Indeed, the inventors of the present invention have unexpectedly discovered that the compounds of the present invention exhibit excellent thermal stability. It has also been found that the compounds according to the present invention can be advantageously used to form filters with excellent brightness and/or contrast.

In the present invention, "alkyl" should be understood to specifically refer to a linear, branched, or cyclic hydrocarbon group usually having from 1 to 20 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, tertiary butyl, pentyl, neopentyl, hexyl, cyclopropyl, cyclobutyl Group, cyclopentyl, and cyclohexyl. Some or all of the hydrogen atoms of the alkyl group may or may not be replaced by other groups (such as halogen atoms, amine groups, or hydroxyl groups).

In the present invention, "alkoxy" should be understood as specifically referring to a linear, branched, or cyclic hydrocarbon group (Alk-O-) with a single bond bonded to oxygen, and the hydrocarbon group usually has from 1 to 20 Carbon atoms, preferably from 1 to 8 carbon atoms.

In the present invention, "aryl" should be understood to specifically refer to any functional group or substituent derived from an aromatic ring. Specifically, the aryl group may have 6 to 20 carbon atoms (preferably 6 to 12, because it is easy to Synthesized at low cost), in which some or all of the hydrogen atoms of the aryl group may or may not be replaced by other groups, especially halogen atoms, alkyl groups, alkoxy groups, aryl groups, aryloxy groups, thioalkoxy groups, heterocyclic groups , Amino or hydroxyl substitution. The aryl groups are preferably optionally substituted phenyl, naphthyl, anthracenyl and phenanthryl.

In the present invention, "heterocyclic ring" should be understood to specifically refer to a cyclic compound which has at least one heteroatom as a member of one or more of its rings. Common heteroatoms on the ring include sulfur, oxygen, and nitrogen. The heterocycles may be either saturated or unsaturated, aromatic or non-aromatic, and may be three-membered, four-membered, five-membered, six-membered, or seven-membered. These heterocyclic rings can be further fused with one or more other ring systems. Examples of such heterocyclic rings include pyrrolidine, oxolane, thiolane, pyrrole, furan, thiophene, piperidine, ethylene oxide, thiane, pyridine, piperan, pyrazole, imidazole, and Thianans, and their derivatives. These heterocycles can be further substituted with other groups, such as alkyl, alkoxy, aryl, thioalkoxy, amine or aryloxy as defined above.

In the present invention, "halo" should be understood to specifically mean that at least one hydrogen atom of the following chemical group has been replaced by a halogen atom, and the halogen atom is preferably selected from fluorine and chlorine, and more preferably fluorine. If all hydrogen atoms have been replaced by halogen atoms, the halogenated chemical group is fully halogenated. For example, "haloalkyl" includes (per)fluoroalkyl, such as (per)fluoromethyl, ethyl, propyl, isopropyl, butyl, isobutyl, secondary-butyl or tertiary- Butyl; and for example -CF ₃ , -C ₂ F ₅ , heptafluoroisopropyl (-CF(CF ₃ ) ₂ ), hexafluoroisopropyl (-CH(CF ₃ ) ₂ ) or -CF ₂ (CF ₂ ) ₄ CF ₃ .

In the present invention, the "millbase composition" should be The solution specifically refers to an intermediate composition that contains at least a portion of the components to be included in the final composition for forming the filter. The final composition used to form the filter can be formulated by combining the color paste composition with other components. In the present invention, the color paste composition generally contains at least a coloring agent component to be included in the final composition for forming the optical filter.

One aspect of the present invention relates to compounds having the following formula (I):

In the present invention, X is independently an oxygen atom, -NH-, or a sulfur atom. In particular, X is preferably a sulfur atom.

In the present invention, R11 is independently selected from the group consisting of a hydrogen atom, an alkyl group and an aryl group. These alkyl and aryl groups may be substituted by other groups. Preferably, the alkyl groups have 1 to 8 carbon atoms, more preferably 1 to 4 carbon atoms. These alkyl groups may be substituted by one or more halogen atoms (especially by fluorine atoms), or by amine groups. These aryl groups can be substituted by one or more halogen atoms (such as fluorine atoms), those with 1 to 4 carbon atoms Optionally fluorinated alkyl groups, optionally fluorinated alkoxy groups having 1 to 4 carbon atoms, and hydroxyl substitution. Preferably, R11 is independently selected from aryl groups substituted with alkyl or halogen atoms. Specific examples of R11 include halogenated benzene (such as fluorinated benzene and chlorinated benzene), alkyl-substituted benzene, and alkoxy-substituted benzene, but the present invention is not limited thereto.

In the present invention, R21 is independently selected from the group consisting of a hydrogen atom, an alkyl group and an aryl group. These alkyl and aryl groups may be substituted by other groups. Preferably, the alkyl groups have 1 to 8 carbon atoms, more preferably 1 to 4 carbon atoms. These alkyl groups may be substituted by one or more halogen atoms (especially by fluorine atoms), or by amine groups. These aryl groups can be substituted by one or more halogen atoms (such as fluorine atoms), optionally fluorinated alkyl groups having 1 to 4 carbon atoms, or optionally fluorinated alkyl groups having 1 to 4 carbon atoms. Oxy and hydroxy substitution. Preferably, R21 is independently selected from aryl groups substituted with alkyl or halogen atoms. Specific examples of R21 include halogenated benzene (such as fluorinated benzene and chlorinated benzene), alkyl-substituted benzene, and alkoxy-substituted benzene, but the present invention is not limited thereto.

In the present invention, R31, R32, R33, R34, R35, R36, R37, and R38 are each independently selected from the group consisting of hydrogen atom, halogen atom, alkyl group, alkoxy group, cyano group, Nitro, sulfonyl, and hydroxyl. These alkyl groups and alkoxy groups may be substituted by other groups. R34 and R35 can be combined to form -O-, -NH-, -S-, or -SO ² -. It is preferable that R31 to R38 are hydrogen atoms.

In the present invention, R41, R42, R43, and R44 are each independently selected from the group consisting of a hydrogen atom, an alkyl group, and an aryl group. These alkyl and aryl groups may be substituted by other groups. Examples thereof include optionally substituted alkyl groups having 1 to 10 carbon atoms, such as ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, pentyl, hexyl, 2-ethyl Hexyl, 2-methoxyethyl, 2-ethoxyethyl, 2-cyanoethyl, and 2,2,2-trifluoroethyl, but the present invention is not limited thereto. Fluorine-containing groups, especially alkyl or aryl groups substituted with at least one fluorine atom, can be used in the present invention. R41 and R42, or R43 and R44 may be combined together to form a ring structure. This ring structure can contain one or more heteroatoms such as nitrogen, sulfur and oxygen. Examples of the ring include the following structures, but the present invention is not limited to this:

Preferably, R41 to R44 are ethyl groups.

唑、噻唑、咪唑和吡唑；6員環，如哌喃、吡啶、嗒

、嘧啶和吡

；以 及稠合環，如苯並呋喃、苯並噻吩、吲哚、咔唑、香豆素、喹啉、異喹啉、吖啶、喹唑啉、和喹喔啉；但本發明不限於此。此類芳香環可以進一步被任何取代基取代。此類取代基的實例包括鹵素原子，如氟原子、氯原子和溴原子，烷基，羧基和胺基，但本發明不限於此。較佳的是，“L”包括具有6至14個碳原子的烴基芳香環。更較佳的是，“L”包括苯基，或萘基，特別是苯基。“L”的具體實例包括以下結構，但本發明並不限於此：

In the present invention, L represents a linking group that connects two or more same or different triarylmethane substructures. L has a valence of "n", which is understood to represent the number of triarylmethane substructures in the molecule. The linking group "L" in the present invention includes at least one aromatic ring. Such aromatic rings may be further substituted with substituents. The nitrogen atom of the amino group of the heterocyclic substructure in the formula (I) can be connected to any atom in the substituent of the aromatic ring of the L or directly connected to the atom constituting the aromatic ring of the L. Examples of aromatic rings include hydrocarbon-based aromatic rings, such as benzene ring, naphthalene ring, tetralin ring, indene ring, fluorene ring, anthracene ring, phenanthrene ring, biphenyl and terphenyl, and heterocyclic aromatic rings, including 5-membered ring such as furan, thiophene, pyrrole,

Azole, thiazole, imidazole and pyrazole; 6-membered ring, such as piperan, pyridine, and

, Pyrimidine and pyridine

; And fused rings, such as benzofuran, benzothiophene, indole, carbazole, coumarin, quinoline, isoquinoline, acridine, quinazoline, and quinoxaline; but the present invention is not limited thereto . Such aromatic ring may be further substituted with any substituent. Examples of such substituents include halogen atoms such as fluorine atoms, chlorine atoms and bromine atoms, alkyl groups, carboxyl groups and amino groups, but the present invention is not limited thereto. Preferably, "L" includes a hydrocarbyl aromatic ring having 6 to 14 carbon atoms. More preferably, "L" includes phenyl, or naphthyl, especially phenyl. Specific examples of "L" include the following structures, but the present invention is not limited thereto:

In the present invention, "n" represents the number of triarylmethane substructures, and because of this, is an integer of 2 or more. "N" is often not more than 4, more preferably not more than 3. When "n" is 2, it is particularly preferable.

In the present invention, "a" represents the valence of the counter anion "An", and as such, is an integer of 1 or more. "A" may be an integer of 1. "A" is preferably an integer of 2 or greater, more preferably 2 or 3, and most preferably 2.

In the present invention, "m" represents the number of cationic moieties, and "b" represents the number of anionic moieties, and because of this, each is an integer of 1 or more. According to the number of cationic triarylmethane substructures ("n") and the valence ("a") of the counter anion, "m" and "b" can be appropriately selected. Among the "n", "m", "a", and "b", the following equation 1: n×m=a×b (Equation 1 )

In the present invention, "An" represents any counter anion. The type of the counter anion is not particularly limited in the present invention, and may be an organic anion, or an inorganic anion. For examples of such counter anions, reference may be made to Japanese Patent Application Publication No. JP 2014-108975 A, the disclosure of which is incorporated herein by reference in its entirety. In the present invention, An ^{a- is} preferably selected from the group consisting of halide ion, borate anion, carboxylate anion, sulfate anion, sulfonate anion, sulfonylimide anion, phosphate anion And any combination thereof. Particularly preferred in the present invention are the anionic compounds containing at least one sulfonate group, especially those containing two or more sulfonate groups. In a specific embodiment of the present invention, the counter anion (An) may include anionic dye or pigment compounds, and these compounds include at least one anionic functional group (such as a carboxylate group, a sulfate group, a phosphate group, and a sulfonate group). ). Examples of dyes and pigments can be found in PCT International Patent Application Publication No. WO 2012/144521 A1 and Japanese Patent Application Publication No. JP 2014-108975 A. Without wishing to be bound by any specific theory, by selecting an anionic dye or pigment compound as the counter anion (An), the thermal stability of the compound of the present invention is believed to be able to be further improved (at least in part due to an increase in its molecular weight).

The compound of the present invention preferably includes a divalent cation having the following formula (II-1) or (II-2):

In the above formulas (II-1) and (II-2), X, R11, R21, R31 to R38, and R41 to R44 each have the same meaning as defined above.

In the present invention, R51, R52, R53, and R54 are each independently selected from the group consisting of: hydrogen atom, halogen atom Cyano, alkyl, alkoxy, cyano, nitro, sulfonyl, and hydroxyl. These alkyl and aryl groups may be substituted by other groups. Examples thereof include optionally substituted alkyl groups having 1 to 10 carbon atoms, such as ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, pentyl, hexyl, 2-ethyl Hexyl, 2-methoxyethyl, 2-ethoxyethyl, 2-cyanoethyl, and 2,2,2-trifluoroethyl, but the present invention is not limited thereto.

Another aspect of the invention relates to methods of preparing the compounds of the invention. Such methods include reacting the compound having the following formula (III) with the compound having the following formula (IV):

In the formulas (III) and (IV), X, L, R11, R21, R31 to R38, R41 to R44, and "n" each have the same meaning as defined above. If necessary, the desired counter anion can be introduced.

For additional details of the method of preparing the compound, the following examples can be referred to.

The compound of the present invention is advantageously used as a blue colorant, It is optionally used in combination with at least one additional dye or pigment. Therefore, another aspect of the present invention provides a colorant material comprising a compound according to the present invention, and optionally at least another dye or pigment. Examples of dyes and pigments can be found in PCT International Patent Application Publication No. WO 2012/144521 A1 and Japanese Patent Application Publication No. JP 2014-108975 A, respectively, which are incorporated herein by reference in their entireties. In particular, the compound of the present invention can be used as a colorant material in combination with blue pigments (such as ε-type copper phthalocyanine particles) or purple pigments (such as pigment violet (PV)-23), which optionally contains at least one sulfur Acid radical.

The compound of the present invention can be suitably used for the formation of an optical filter. Therefore, yet another aspect of the present invention relates to a composition for forming an optical filter, the composition comprising the compound or colorant material according to the present invention. The composition optionally includes at least one component selected from the group consisting of: pigments, dyes, binders, dispersing aids or dispersants, polymerizable monomers, solvents, inhibitors, polymerization initiators, and Any combination of them.

Further details of the above components, including pigments, dyes, binders, dispersing aids/dispersants, polymerizable monomers, solvents, inhibitors, and initiators, can be found, for example, in WO 2012/144521, JP 2014-108975 A, And found in the disclosure of PCT International Patent Application Publication No. WO 2013/050431, which disclosure is incorporated herein by reference in its entirety.

In the present invention, the composition used to form the filter can be It is a color paste composition used for filters. The colorant composition preferably includes: (A) a colorant material; (B) a solvent; and (C) a binder, wherein the colorant material (A) contains the compound of the present invention or the colorant material of the present invention .

The present invention also relates to a filter comprising the compound or colorant material of the present invention. Such filters can be prepared by a photolithography method, especially by the following steps: combining the colorant composition according to the present invention with other additional components to form a composition for forming a filter, and The composition for forming the filter is applied on the substrate, dried, exposed, and developed. These filters can be suitable for preparing display devices, such as liquid crystal display devices, light-emitting display devices, or solid-state image sensing devices, such as charge coupled devices (CCD) and the like.

The present invention therefore also relates to the use of the compound of the present invention as a colorant (preferably as a blue colorant), and to the use of the compound or colorant material of the present invention for the preparation of filters (and in particular for forming filters The blue part of the film).

Yet another aspect of the present invention relates to compounds having the following formula (III):

In this formula (III), X, L, R11, R21, and "n" each have the same meaning as defined above.

If any patent cases or patents incorporated herein by reference The disclosure content of the application and the publication conflicts with the description of the application to the extent that the terminology may be unclear, the description should take precedence.

The following examples are intended to describe the invention in more detail without intending to limit it.

[Example] Example 1-1: Preparation of Compound 1

Α,α'-dibromo-ρ-xylene (5g, 18.65mmol) and o-toluidine (4.2g, 39.18mmol) were dissolved in 250ml of acetone and stirred at 50°C. After the reaction was completed, extraction was performed by adding 100 ml of H ₂ O and 100 ml of DCM. The organic layer was dried with MgSO ₄ and filtered. After concentration under reduced pressure, the residue was subjected to SiO ₂ column treatment (Hex:EA=40:1) to obtain compound 1.

Example 1-2: Preparation of Compound 2

Potassium thiocyanate (3.37 g, 34.76 mmol) was dissolved in 300 ml of acetone, and the temperature was cooled to 0°C. Benzyl chloride (3.67ml, 31.6mmol) was added dropwise. The mixture was stirred at room temperature for 1.5 hours, and then cooled to 0°C again. Compound 1 (10 g, 31.6 mmol) dissolved in 30 ml of acetone was added dropwise. It was stirred at room temperature for 2 hours. After the reaction was completed, 200 ml of H ₂ O was added. Add 200 ml of EA and extract twice. The organic layer was dried with MgSO ₄ and filtered. After concentration under reduced pressure, compound 2 was obtained.

Example 1-3: Preparation of Compound 3

Compound 2 (15 g, 23.33 mmol) was dissolved in 150 ml of 2N NaOH, and refluxing continued for 15 hours. After the reaction was completed, the temperature was cooled to room temperature. After adding 150 ml of DCM, extraction was performed twice. The organic layer was dried with MgSO ₄ and filtered. After concentration under reduced pressure, compound 3 was obtained.

Example 1-4: Preparation of Compound 4

Compound 3 (5 g, 11.5 mmol), 2-chloroacetophenone (1.78 g, 11.5 mmol), and sodium bicarbonate (2.41 g, 28.75 mmol) were dissolved in 100 ml of ACN, and the temperature was increased to 60°C. After stirring continued for 3 hours, the temperature was cooled to room temperature. After adding 100 ml of DCM and 200 ml of H ₂ O, extraction was performed. The organic layer was dried with MgSO ₄ and filtered. After concentration under reduced pressure, the residue was subjected to SiO ₂ column treatment (Hex:EA=40:1) to obtain compound 4.

Example 1-5: Preparation of Compound 5

Compound 4 (7g, 11.02mmol) and 4,4'-bis(diethylamino)benzophenone (3.93g, 12.12mmol) were dissolved in 150ml of toluene (anh.), and POCl ₃ (5.13ml, 55.1mmol). The temperature was raised to 100°C, and stirring was completed for 15 hours. After the reaction was completed, the temperature was cooled to room temperature. The temperature was further cooled to 4°C in an ice bath, and 10 ml of IPA was slowly added dropwise for quenching. Slowly add 50 ml of H ₂ O, add 100 ml of DCM, and extract three times. The organic layer was dried with MgSO ₄ and filtered. After concentration under reduced pressure, the residue was subjected to SiO ₂ column (DCM:EA:MeOH=5:5:1) to obtain compound 5.

Example 1-6: Preparation of Compound 6

Compound 5 (5g, 3.78mmol) and bis(trifluoromethane)sulfonylimide lithium salt (2.71g, 9.46mmol) were dissolved in 100ml of MeOH, and stirred at room temperature for 2 hours. 500 ml of H ₂ O was slowly added dropwise to the mixture under stirring. The produced solid was filtered and washed with 50 ml of H ₂ O three times to obtain compound 6.

Example 2 (comparative): Preparation of compound 7

According to the production example 1 of WO 2012/144521 A2, the following compound 7 was synthesized.

Example 3: Preparation of colorant paste 1

8g of compound 6 obtained from Examples 1-6, and 92g of propylene glycol monomethyl ether acetate (PGMEA) were introduced into a bead mill, and zirconia beads (size: 0.05-2mm) were used for grinding at 40°C for 4 to 6 hours to obtain colorant paste 1.

Example 4 (comparative): Preparation of colorant paste 2

8g of compound 7 obtained from Example 2 and 92g of PGMEA were introduced into a bead mill, and zirconia beads (size: 0.05-2mm) were used to grind at 40°C for 4 to 6 hours to obtain colorant paste 2 .

Performance Testing

(1) Preparation of thin film for brightness and contrast measurement: The colorant paste is coated on a glass substrate (EAGLE-XG fusion glass, available from Corning) by spin coating (200-300rpm, 15 seconds) (Corning) to form a film about 2 microns thick and pre-baked at 90°C for 90 seconds. Thereafter, the film was subjected to post-baking at 230°C for 20 minutes.

(2) Measurement of brightness: Spectrometry was performed on the film by using an Otsuka Photal MCPD 3000 colorimeter to obtain x and y color coordinates (x, y) and brightness (Y).

(3) Measurement of contrast: After this post-baking process, the contrast is measured with a contrast tester Tsubosaka CT-1 (30,000:1).

(4) Preparation of thin film for heat resistance measurement: The colorant paste is coated on a glass substrate (EAGLE-XG fused glass, available from Corning) by spin coating (200-300rpm, for 15 seconds) ) Obtain) to form a film about 2 microns thick and pre-baked at 90°C for 90 seconds. Then, the film was exposed to light irradiation (UV irradiation) having an intensity of 40 mJ/cm ² for 2 seconds, and then developed with a KOH solution. Thereafter, the film was subjected to post-baking at 230°C for 20 minutes.

(5) Heat resistance test: the film obtained from (4) is introduced into an oven and baked at a temperature of 240° C. for 40 min. weight Re-baking at a temperature of 240°C lasts more than two times for 40 minutes. Measure △Y, △x, △y, and △E*ab by comparing the corresponding values before and after each baking at 240°C for 40 minutes.

As shown above, the compound according to the present invention exhibited greatly improved heat resistance (ΔE*ab) over the comparative compound. In addition, the compound according to the present invention shows a higher brightness and contrast than the comparative compound then.

Claims (13)

A compound having the following formula (I),

Wherein X is independently an oxygen atom, -NH-, or a sulfur atom; R11 is independently selected from the group consisting of a hydrogen atom, an alkyl group that may be substituted, and an aryl group that may be substituted; R21 is independently selected from a hydrogen atom , the alkyl group may be substituted, and may be substituted by the group consisting of _{aryl; R31, R32, R 33,} R 34, R 35, R 36, R 37, and R ₃₈ are each independently selected from the group consisting of the following Composition group: hydrogen atom, halogen atom, optionally substituted alkyl group, optionally substituted alkoxy group, cyano group, nitro group, sulfonyl group, and hydroxyl group; R ₄₁ , R ₄₂ , R ₄₃ , and R ₄₄ are each independently selected from the group consisting of a hydrogen atom, an alkyl group that may be substituted, and an aryl group that may be substituted, wherein R ₄₁ and R ₄₂ , or R ₄₃ and R ₄₄ each may be combined together to form a ring structure; L is an "n"-valent linking group containing at least one aromatic ring; An is a counteranion; and n is an integer of 2 or greater; m is an integer of 1 or greater; a is an integer of 1 or greater; And b is an integer of 1 or greater; its prerequisite is to satisfy the following equation: n×m=a×b (equation 1) . The compound of claim 1, wherein L includes phenyl. The compound of claim 1, which contains a divalent cation having the following formula (II-1) or (II-2):

Wherein X, R11, R21, R31, R32, R ₃₃ to R ₃₈ , and R ₄₁ to R ₄₄ each have the same meaning as in claim 1; and R ₅₁ , R ₅₂ , R ₅₃ and R ₅₄ are each independently It is selected from the group consisting of hydrogen atom, halogen atom, alkyl group which may be substituted, alkoxy group which may be substituted, cyano group, nitro group, sulfonyl group, and hydroxyl group. The compound according to any one of claims 1 to 3, wherein X is a sulfur atom. The compound according to any one of claims 1 to 3, wherein R11 is an aryl group which may be substituted. The compound according to any one of claims 1 to 3, wherein R21 is an aryl group which may be substituted. The compound of any one of claims 1 to 3, wherein An ^{a- is} selected from the group consisting of halide, borate anion, carboxylate anion, sulfate anion, sulfonate anion, sulfonylimide Anion, phosphate anion, and any combination thereof. The compound according to any one of claims 1 to 3, wherein An ^a- is an anionic compound containing at least one sulfonate group. A method for preparing a compound according to any one of claims 1 to 8, the method comprising reacting a compound having the following formula (III) with a compound having the following formula (IV):

Wherein X, L, R11, R21, R31, R32, R ₃₃ to R ₃₈ , R ₄₁ to R ₄₄ , and n each have the same meaning as in claim 1. A coloring agent material comprising a compound as claimed in any one of claims 1 to 8, and optionally at least another dye or pigment. A composition for forming a filter, wherein the composition comprises the compound of any one of claims 1 to 8 or the coloring agent material of claim 10, and optionally at least one selected from the following The components of the group: pigments, dyes, binders, dispersing aids or dispersants, polymerizable monomers, solvents, inhibitors, polymerization initiators, and any combination thereof. A color paste composition for an optical filter, wherein the color paste composition comprises: (A) a colorant material; (B) a solvent; and (C) a binder, wherein the colorant material (A) contains as requested The compound of any one of items 1 to 8 or the coloring agent material of item 10 as claimed. A use of the compound according to any one of claims 1 to 8 or the coloring agent material according to claim 10 for preparing a filter of a display device.