Compound, pigment dispersion containing the same, photosensitive resin composition, photosensitive resin layer, and color filter

Abstract

Provided is a compound represented by Chemical Formula 1A or Chemical Formula 1B or a salt thereof, a pigment dispersion containing the same, a photosensitive resin composition, a photosensitive resin layer, and a color filter. In Chemical Formula 1A and Chemical Formula 1B, each substituent is as defined in the specification.[Chemical Formula I][Chemical Formula II]

Description

Technical Field

[0001] This disclosure relates to compounds or salts thereof as pigment synergists, pigment dispersions containing the same, photosensitive resin compositions containing pigment synergists as colorants, photosensitive resin layers as cured products of photosensitive resin compositions, and color filters containing photosensitive resin layers. Background Technology

[0002] Among various displays, liquid crystal displays (LCDs) offer advantages such as lightness, thinness, low cost, low power consumption during operation, and improved adhesion to integrated circuits, and have been more widely used in notebook computers, monitors, and TV screens. An LCD includes: a lower substrate on which a black matrix, color filters, and ITO pixel electrodes are formed; and an upper substrate on which active circuitry including a liquid crystal layer, thin-film transistors, and capacitor layers, as well as ITO pixel electrodes, are formed. Pixels are formed by sequentially stacking multiple color filters, typically composed of the three primary colors such as red (R), green (G), and blue (B), in a predetermined order within a pixel region. A black matrix layer is arranged in a predetermined pattern on a transparent substrate to form boundaries between pixels.

[0003] One method for forming color filters is the pigment dispersion method, which involves a series of repeated processes, such as coating a photopolymerizable composition containing a colorant onto a transparent substrate including a black matrix, exposing the formed pattern, removing unexposed areas with a solvent, and thermally curing it, to provide a colored film. The coloring photosensitive resin composition used to manufacture color filters according to the pigment dispersion method typically includes an alkali-soluble resin, a photopolymerizable monomer, a photopolymerization initiator, an epoxy resin, a solvent, and other additives. The pigment dispersion method is actively used in the manufacture of LCDs such as mobile phones, laptops, monitors, and TVs.

[0004] Image sensors are the components in portable mobile phone cameras or DSCs (digital still cameras) used to capture images, and can be classified into charge-coupled device (CCD) image sensors and complementary metal-oxide-semiconductor (CMOS) image sensors based on manufacturing processes and application methods. Color imaging devices using CCD or CMOS image sensors include color filters, each having a filter segment that mixes red, green, and blue primary colors, and separates the colors. In recent years, the pattern size of color filters installed in color imaging devices has been 2 μm or smaller, which is 1 / 100 to 1 / 200 of the pattern size of conventional color filters used in LCDs. Therefore, improved resolution and reduced pattern stenosis are important factors determining device performance.

[0005] Meanwhile, in color filters made from pigment-based photosensitive resin compositions, there are limitations in brightness and contrast due to pigment particle size. Furthermore, for color imaging devices used in image sensors, smaller particle sizes are required to form fine patterns. To meet these requirements, attempts have been made to prepare photosensitive resin compositions suitable for dyes by introducing dyes that do not form particles instead of pigments, thereby achieving color filters with improved brightness and contrast. However, with respect to dyes, there are concerns about reduced brightness due to their poorer durability, such as lightfastness and heat resistance, compared to pigments. Summary of the Invention

[0006] Technical issues

[0007] One implementation involves providing a novel structural synergist compound or a salt thereof capable of achieving ultra-thin, ultra-fine patterning.

[0008] Another embodiment is to provide a pigment dispersion containing the compound or a salt thereof.

[0009] Another embodiment is to provide a photosensitive resin composition comprising the compound or a salt thereof.

[0010] Another embodiment is to provide a photosensitive resin layer made using a photosensitive resin composition.

[0011] Another implementation is to provide a color filter that includes a photosensitive resin layer.

[0012] Technical solution

[0013] One embodiment provides a compound or a salt thereof represented by chemical formula 1A or chemical formula 1B.

[0014] [Chemical Formula 1A]

[0015] In chemical formula 1A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4. [Chemical Formula 1B]

[0016] In chemical formula 1B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (where R) a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

[0017] Acidic groups can be -SO3 - Carboxyl, phosphate, or phosphonic acid groups.

[0018] In chemical formula 1A, -N(R a )- It can be represented by the chemical formula N.

[0019] [Chemical formula N]

[0020] In the chemical formula N, L 5It is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 It is an acidic group.

[0021] Chemical formula 1A can be represented by chemical formula 2A.

[0022] [Chemical Formula 2A]

[0023] In chemical formula 2A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2 Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4.

[0024] Basic groups can be formed by -NR b R c (where R) b and R c Each is represented independently by a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group, with the chemical formulas B-1, B-2, B-3, B-4, or B-5.

[0025] [Chemical Formula B-1]

[0026] [Chemical formula B-2]

[0027] [Chemical Formula B-3]

[0028] [Chemical Formula B-4]

[0029] [Chemical Formula B-5]

[0030] In chemical formulas B-1 to B-5 R d To R l Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

[0031] In chemical formulas B-3 and B-4, R f To R i Each can be an independent hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

[0032] Chemical formula 1B can be represented by chemical formula 2B.

[0033] [Chemical Formula 2B]

[0034] In chemical formula 2B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (where R) a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

[0035] The compound or its salt can be represented by any one of chemical formulas 3 to 12.

[0036] [Chemical Formula 3]

[0037] [Chemical Formula 4]

[0038] [Chemical Formula 5]

[0039] [Chemical Formula 6]

[0040] [Chemical Formula 7]

[0041] [Chemical Formula 8]

[0042] [Chemical Formula 9]

[0043] [Chemical Formula 10]

[0044] [Chemical Formula 11]

[0045] [Chemical Formula 12]

[0046] Compounds or their salts can be pigment synergists.

[0047] The compound or its salt can be an enhancer for blue pigments.

[0048] Another embodiment provides a pigment dispersion comprising the compound or a salt thereof and a pigment.

[0049] The pigment can be blue pigment.

[0050] The pigments can be blue or purple.

[0051] Pigment dispersions may also contain dispersants, dispersion resins, and solvents.

[0052] Based on the total amount of the pigment dispersion, the pigment dispersion may contain 0.5 wt% to 5 wt% of a compound or its salt, 5 wt% to 20 wt% of pigment, 1 wt% to 5 wt% of dispersant, 3 wt% to 10 wt% of dispersing resin, and the balance being solvent.

[0053] Another embodiment provides a photosensitive resin composition comprising: a compound or a salt thereof and a pigment, said compound or a salt thereof and the pigment serving as colorants, and further comprising a binder resin, a polymerizable compound, a polymerization initiator, and a solvent.

[0054] Another embodiment provides a photosensitive resin layer made using a photosensitive resin composition.

[0055] Another embodiment provides a color filter that includes a photosensitive resin layer.

[0056] Other embodiments of the invention are included in the following detailed description.

[0057] Beneficial effects

[0058] According to one embodiment, the compound or its salt is a blue pigment synergist (pigment dispersant), and ultimately it can realize color resist and CMOS image sensor capable of ultra-thin and ultra-fine patterning. Detailed Implementation

[0059] Embodiments of the invention are described in detail below. However, these are presented by way of example, and the invention is not limited thereto; rather, it is defined only by the scope of the appended claims.

[0060] In this specification, unless otherwise specifically defined, “substitution” means replacing at least one hydrogen atom of a compound or substituent with a halogen atom (F, Cl, Br, or I), a hydroxyl group, a C1 to C20 alkoxy group, a nitro group, a cyano group, an amino group, an imino group, an azide group, an amido group, a hydrazine group, an imine group, a carbonyl group, a carbamoyl group, a thiol group, an ester group, an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C1 to C20 alkyl group, a C2 to C20 alkenyl group, a C2 to C20 alkynyl group, a C6 to C30 aryl group, a C3 to C20 cycloalkyl group, a C3 to C20 cycloalkenyl group, a C3 to C20 cycloalkynyl group, a C2 to C20 heterocyclic alkyl group, a C2 to C20 heterocyclic alkenyl group, a C2 to C20 heterocyclic alkynyl group, or a combination thereof.

[0061] In this specification, unless otherwise specifically defined, “heterocyclic alkyl,” “heterocyclic alkenyl,” “heterocyclic alkynyl,” and “hemiecyclic alkylene” refer to cyclic compounds of cycloalkyl, cycloalkenyl, cycloalkynyl, and heterocyclic alkylene that include at least one heteroatom of N, O, S, or P.

[0062] In this specification, unless otherwise specifically defined, “(meth)acrylate” means both “acrylate” and “methacrylate”.

[0063] In this specification, unless otherwise specifically defined, the term "combination" refers to a mixture or copolymer.

[0064] Unless otherwise defined, in the chemical formulas of this specification, where a chemical bond is not drawn at a position where it should be given, a hydrogen bond is present.

[0065] In this specification, unless otherwise specifically defined, " "" indicates a point where identical or different atoms or chemical formulas are connected.

[0066] According to one embodiment, a compound or a salt thereof is represented by chemical formula 1A or chemical formula 1B.

[0067] [Chemical Formula 1A]

[0068] In chemical formula 1A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2 Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4. [Chemical Formula 1B]

[0069] In chemical formula 1B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (where R) a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

[0070] Various studies are underway to promote stable dispersion and micronization of pigment dispersions, aiming to achieve a constant particle size by subjecting synthesized pigments to processes such as salt milling. However, as mentioned above, in color filters manufactured from pigment-based photosensitive resin compositions, there are limitations in brightness and contrast due to pigment particle size. Furthermore, for color imaging devices used in image sensors, smaller particle sizes are required to form fine patterns. To meet these requirements, there is a growing demand for photosensitive resin compositions for color filters, which consist of compounds required for finely dispersing pigment particles and preparing dispersions containing pigments that no longer recombine, as well as dispersions containing these compounds.

[0071] In color filters manufactured from pigment-based photosensitive resin compositions, there are limitations in tinting strength due to pigment particle size. Furthermore, for application in image sensors, resin compositions with even smaller particles are required to form fine patterns. Additionally, improvements in the tinting properties of existing materials are needed for application in KrF exposure machines. Against this backdrop, the inventors of this invention, after extensive research, have developed pigment derivatives, namely novel synergists (dispersing agents), enabling the introduction of colorants using these dispersing agents and curing systems suitable for KrF, ultimately providing compositions capable of achieving ultra-thin, ultra-fine patterning.

[0072] Specifically, the compound represented by Formula 1 or its salt has a total of four acidic groups at its ends, which are highly polar groups, and are introduced into specific positions of the compound represented by Formula 1A, while being connected to L 2 The connecting group, that is, the acidic group, is formed by inserting an acidic group into the L... 1 between L2 The linking group represented by L 1 The connecting group is represented by L. 1 The linking group, represented by formula 1A, is connected to an oxygen atom, which forms a direct bond with the phthalocyanine-based core structure, thus achieving the aforementioned effect more effectively. In other words, because the dispersant represented by formula 1A incorporates a highly polar acidic group, it is advantageous in terms of stacking when used with pigments, specifically blue pigments, and dispersants, thus preventing the re-aggregation of the blue pigment and maximizing dispersion stability by reducing the particle size of the blue pigment. Furthermore, even with a structure such as formula 1A, if the L... 1 The presence of connecting groups may be detrimental to heat resistance.

[0073] Furthermore, specifically, the compound represented by Formula 1B or its salt has a total of four basic groups at the end, which are highly polar groups, and are introduced into specific positions of the compound represented by Formula 1B, while being connected to L 1 The linking group, that is, the basic group, is connected to the oxygen atom by a linking group inserted between the basic group and the oxygen atom. The oxygen atom forms a direct bond with the phthalocyanine core structure, which can more effectively achieve the above-mentioned effect. In other words, because the dispersant represented by chemical formula 1B incorporates a highly polar basic group, it is advantageous in terms of stacking when used with pigments, specifically blue pigments, and dispersants. Therefore, it can prevent the re-aggregation of blue pigments and maximize dispersion stability by reducing the particle size of the blue pigment. Furthermore, even with a structure such as chemical formula 1B, if L... 1 Linking groups not listed in the definition may be detrimental to heat resistance.

[0074] For example, the acidic group can be -SO3 - Carboxyl, phosphate, or phosphonic acid groups.

[0075] For example, in chemical formula 1A, -N(R a )- It can be represented by the chemical formula N.

[0076] [Chemical formula N]

[0077] In the chemical formula N, L 5 It is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 It is an acidic group.

[0078] when -N(R a )- When represented by the chemical formula N, since there are multiple sites in the compound according to one embodiment that can introduce acidic groups, good flowability and dispersion stability can be maintained even when the organic pigments described later are finely dispersed, and pigment dispersion aids that facilitate the realization of ultra-thin and ultra-fine patterning can be more easily provided.

[0079] For example, a compound represented by chemical formula 1A or a salt thereof can be represented by chemical formula 2A.

[0080] [Chemical Formula 2A]

[0081] In chemical formula 2A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2 Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4.

[0082] In chemical formula 1A, by specifying as in chemical formula 2A, [the following is done]. -OL 1 -L 2 -R 1The position of the substituent can significantly improve the flowability and dispersion stability of organic pigments, especially blue and / or purple organic pigments.

[0083] For example, a basic group can be formed by... -NR b R c (where R) b and R c Each is represented independently by a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group, with the chemical formulas B-1, B-2, B-3, B-4, or B-5.

[0084] [Chemical Formula B-1]

[0085] [Chemical formula B-2]

[0086] [Chemical Formula B-3]

[0087] [Chemical Formula B-4]

[0088] [Chemical Formula B-5]

[0089] In chemical formulas B-1 to B-5 R d To R l Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

[0090] For example, in chemical formulas B-3 and B-4, R f To R i Each of these can be an independent hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group. In this case, good flowability and dispersion stability can be maintained even when the organic pigments described below are finely dispersed, and pigment dispersion aids that facilitate the realization of ultra-thin and ultra-fine patterning can be more easily provided.

[0091] For example, chemical formula 1B can be represented by chemical formula 2B.

[0092] [Chemical Formula 2B]

[0093] In chemical formula 2B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (where R) a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

[0094] In chemical formula 2B, by specifying as described above, the components are... -L 1 -R 1 The position of the substituent can significantly improve the flowability and dispersion stability of organic pigments, especially blue organic pigments.

[0095] For example, a compound or its salt can be represented by any of the chemical formulas 3 to 12, but is not necessarily limited to them.

[0096] [Chemical Formula 3]

[0097] [Chemical Formula 4]

[0098] [Chemical Formula 5]

[0099] [Chemical Formula 6]

[0100] [Chemical Formula 7]

[0101] [Chemical Formula 8]

[0102] [Chemical Formula 9]

[0103] [Chemical Formula 10]

[0104] [Chemical Formula 11]

[0105] [Chemical Formula 12]

[0106] For example, a compound or its salt can be a pigment synergist, i.e. a pigment dispersing aid.

[0107] For example, the compound or its salt can be a blue pigment synergist, i.e. a blue pigment dispersing aid.

[0108] For example, the compound or its salt can be a synergist for purple pigment, i.e., a dispersant for purple pigment.

[0109] Another embodiment provides a pigment dispersion comprising: a pigment synergist, which is a compound or a salt thereof; and a pigment. In this document, the compound or a salt thereof may be included in an amount from 0.5 wt% to 5 wt% based on the total amount of the pigment dispersion. In this case, dispersion stability can be maximized by minimizing pigment re-aggregation.

[0110] For example, the pigment can be a blue pigment. For example, blue pigments can include phthalocyanine pigments, such as CI Pigment Blue 15:6, CI Pigment Blue 15, CI Pigment Blue 15:1, CI Pigment Blue 15:2, CI Pigment Blue 15:3, CI Pigment Blue 15:4, CI Pigment Blue 15:5, CI Pigment Blue 16, etc., but are not limited to these.

[0111] For example, along with blue pigment, pigments may also include purple pigment. For example, purple pigments may include, for example, CI pigment purple 1, CI pigment purple 19, CI pigment purple 23, CI pigment purple 27, CI pigment purple 29, CI pigment purple 30, CI pigment purple 32, CI pigment purple 37, CI pigment purple 40, CI pigment purple 42, CI pigment purple 50, etc.

[0112] For example, in addition to blue and purple pigments, pigments can also include green, red, and yellow pigments, and can also include, for example, isoindoline pigments such as CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58, CI Pigment Green 59, CI Pigment Red 254, CI Pigment Red 255, CI Pigment Red 264, CI Pigment Red 270, CI Pigment Red 272, CI Pigment Red 177, CI Pigment Red 89, CI Pigment Yellow 185, CI Pigment Yellow 139, etc., quinoline ketone pigments such as CI Pigment Yellow 138, etc., and nickel complex pigments such as CI Pigment Yellow 150, etc., but they are not limited to these.

[0113] For example, the pigment can be an organic pigment, and this organic pigment can be a micronized organic pigment. The micronized organic pigment can be a salt-milled organic pigment. Specifically, to improve the transmittance and contrast of color filters or inkjet printing, it is desirable to micronize the organic pigment. Furthermore, it is more desirable to use a kneader or a kneading device that rotates each of its three stirring blades while simultaneously revolving around a central point to salt-mill the organic pigment, thereby reducing the primary particle size of the organic pigment. In this case, it is desirable to use organic pigment obtained by salt milling using a kneading device that rotates each of its three stirring blades while simultaneously revolving around a central point. Salt milling can be performed in this way to make the primary particle size of the pigment smaller and more uniform.

[0114] Based on the total amount of the pigment dispersion, the pigment can be included in amounts ranging from 5 wt% to 20 wt%. In this case, the interaction between the pigment synergist and the pigment becomes optimal, and dispersion stability can be maximized by minimizing pigment reaggregation.

[0115] For example, pigment dispersions may also include dispersants, dispersing resins, and solvents.

[0116] For example, polymeric pigment dispersants commonly used in printing inks, coatings, pigment-dispersing resist compositions for color filters, inkjet printing inks, etc., can be used as dispersants, and their type can be appropriately selected according to the type of organic pigment used together or the type of organic solvent described later. Specifically, the dispersant helps the pigment to be uniformly dispersed in the dispersion, and any of nonionic, anionic, or cationic dispersants can be used. More specifically, polyalkylene glycols or their esters, polyoxyethylene, polyol ester epoxy alkyl adducts, alcohol epoxy alkyl adducts, sulfonates, sulfonates, carboxylic esters, carboxylates, alkylamide epoxy alkyl adducts, alkylamines, quaternary ammonium, etc., can be used, and these can be used alone or in mixtures of two or more types.

[0117] Based on the total amount of the pigment dispersion, the dispersant can be included in an amount of 1 wt% to 5 wt%. If the amount of dispersant is less than 1 wt%, the pigment dispersibility may be reduced, and if it exceeds 20 wt%, there may be concerns such as reduced developability.

[0118] For example, as a dispersion resin, an acrylic resin containing carboxyl groups can be used, which can improve the stability of the pigment dispersion and also improve the patterning ability of the pixels.

[0119] Based on the total amount of pigment dispersion, the dispersing resin may be included in an amount of 3 wt% to 10 wt%.

[0120] As a solvent, ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, etc. can be used, and among them, propylene glycol methyl ether acetate is preferred.

[0121] Taking into account the solubility of the dispersion resin, pigment dispersibility, coatability, etc., based on the total amount of pigment dispersion, it is desirable to include these solvents in the balance, for example, 60 wt% to 90 wt%.

[0122] Another embodiment provides a photosensitive resin composition further comprising a colorant, a binder resin, a polymerizable compound, a polymerization initiator, and a solvent. Hereinafter, the colorant includes pigment synergists and pigments.

[0123] Adhesive resins may include acrylic resins.

[0124] Acrylic resin is a copolymer of a first olefinic unsaturated monomer and a second olefinic unsaturated monomer that can be copolymerized therewith, and is a resin comprising at least one acryloyl repeating unit.

[0125] The first olefinic unsaturated monomer can be an olefinic unsaturated monomer comprising at least one carboxyl group, and examples of such monomer can include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and combinations thereof.

[0126] Based on the total amount of acrylic binder resin, the first olefinic unsaturated monomer may be included in an amount of 5 wt% to 50 wt%, for example, 10 wt% to 40 wt%.

[0127] The second olefinic unsaturated monomer can be an aromatic vinyl compound, such as styrene, α-methylstyrene, vinyltoluene, vinyl benzyl methyl ether, etc.; an unsaturated carboxylic acid ester compound, such as methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxybutyl methacrylate, benzyl methacrylate, cyclohexyl methacrylate, phenyl methacrylate, etc.; an unsaturated aminoalkyl carboxylic acid ester compound, such as 2-aminoethyl methacrylate, 2-dimethylaminoethyl methacrylate, etc.; a carboxylic acid vinyl ester compound, such as vinyl acetate, vinyl benzoate, etc.; an unsaturated glycidyl carboxylic acid ester compound, such as glycidyl methacrylate, etc.; an ethylene cyanide compound, such as methacrylonitrile, etc.; an unsaturated amide compound, such as methacrylamide, etc.; etc., and these can be used alone or in mixtures of two or more.

[0128] Specific examples of acrylic resins may be (meth)acrylic acid / benzyl methacrylate copolymers, (meth)acrylic acid / benzyl methacrylate copolymers, (meth)acrylic acid / benzyl methacrylate / styrene copolymers, (meth)acrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymers, (meth)acrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymers, etc., but are not limited thereto, and these may be used alone or in mixtures of two or more.

[0129] Adhesive resins may include epoxy adhesive resins.

[0130] The heat resistance of adhesive resins can be improved by further including epoxy adhesive resins. Epoxy adhesive resins may include, for example, phenolic varnish epoxy resins, tetramethyl biphenylepoxy resins, bisphenol A type epoxy resins, bisphenol F type epoxy resins, alicyclic epoxy resins, or combinations thereof, but are not limited thereto.

[0131] Furthermore, adhesive resins, including epoxy-based adhesive resins, ensure the dispersion stability of colorants such as pigments, which will be described later, and at the same time help to form pixels of the desired resolution in the developing process.

[0132] Based on the total amount of adhesive resin, epoxy adhesive resin can be included in amounts from 1 wt% to 10 wt%, for example, from 5 wt% to 10 wt%. Including epoxy adhesive resin within this range can significantly improve thickness retention and chemical resistance.

[0133] The epoxy equivalent weight of epoxy adhesive resins can be from 150 g / eq to 200 g / eq. Including epoxy adhesive resins with epoxy equivalent weights within this range in the adhesive resin composition has a beneficial effect on improving the curing degree of the formed pattern and fixing the colorant within the structure in which the pattern is formed.

[0134] The binder resin can be dissolved in a solvent, described later, in the form of a solid content, to form a photosensitive resin composition. In this case, based on the total amount of binder resin solution dissolved in the solvent, the solid content of binder resin can be from about 0.1 wt% to 30 wt%, for example, from 20 wt% to 30 wt%.

[0135] Furthermore, based on the total amount of the photosensitive resin composition, a binder resin may be included in an amount from 0.1 wt% to 20 wt%, specifically from 0.5 wt% to 15 wt%, for example from 1 wt% to 10 wt%. The inclusion of a binder resin within this range improves developability and crosslinking during filter manufacturing, thereby achieving excellent surface smoothness.

[0136] The polymerizable compound can be a photopolymerizable compound, and for example, a photopolymerizable compound can be a monofunctional or polyfunctional ester of (meth)acrylic acid having at least one olefinically unsaturated double bond.

[0137] Photopolymerizable compounds can undergo full polymerization during exposure in the patterning process due to the olefinic unsaturated double bonds, resulting in patterns with excellent heat resistance, light resistance, and chemical resistance.

[0138] Specific examples of photopolymerizable compounds include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, etc. Tetramethylol tetraacrylate, pentaerythritol hexamethylol acrylate, dipentaerythritol dimethylol acrylate, dipentaerythritol trimethylol acrylate, dipentaerythritol pentamethylol acrylate, dipentaerythritol hexamethylol acrylate, bisphenol A epoxy (meth) acrylate, ethylene glycol monomethyl ether (meth) acrylate, trimethylolpropane trimethylol acrylate, trimethylolpropane trimethylol acrylate, phosphate trimethylolpropoxyethyl ester, phenolic epoxy (meth) acrylate, etc.

[0139] Commercially available examples of photopolymerizable compounds include the following. Monofunctional (meth)acrylates may include Aronix M-101. ® M-111 ® M-114 ® (Toagosei Chemistry Industry Co., Ltd.); KAYARAD TC-110S ® TC-120S ® (Nippon Kayaku Co., Ltd.); V-158 ® V-2311 ® (Osaka Organic Chemical Ind., Ltd.), etc. Examples of bifunctional (meth)acrylates may include Aronix M-210. ® M-240 ® M-6200 ® (Toagosei Chemistry Industry Co., Ltd.), KAYARAD HDDA ® HX-220 ® R-604 ® (NipponKayaku Co., Ltd.), V-260 ® V-312 ® V-335 HP ® (Osaka Organic Chemical Ind., Ltd.), etc. Examples of trifunctional (meth)acrylates may include Aronix M-309. ® M-400 ®M-405 ® M-450 ® M-7100 ® M-8030 ® M-8060 ® (Toagosei Chemistry Industry Co., Ltd.), KAYARAD TMPTA ® DPCA-20 ® DPCA-30 ® DPCA-60 ® DPCA-120 ® (Nippon Kayaku Co., Ltd.), V-295 ® V-300 ® V-360 ® V-GPT ® V-3PA ® V-400 ® (Osaka Yuki Kayaku Kogyo Co. Ltd.), etc. These can be used alone or in mixtures of two or more.

[0140] To impart better developability, photopolymerizable compounds can be treated with acid anhydrides.

[0141] Based on the total amount of the photosensitive resin composition, a photopolymerizable compound may be included in amounts from 0.1 wt% to 10 wt%, specifically from 1 wt% to 10 wt%, for example from 3 wt% to 7 wt%. If a photopolymerizable compound is included within the above range, sufficient curing occurs during exposure in the patterning process, resulting in excellent reliability and excellent developability in alkaline developers.

[0142] The polymerization initiator can be a photopolymerization initiator, and for example, the photopolymerization initiator can be a photopolymerization initiator commonly used in photosensitive resin compositions, such as acetophenone compounds, benzophenone compounds, thioxanone compounds, benzoin compounds, triazine compounds, oxime compounds, etc.

[0143] Examples of acetophenone compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylacetophenone, p-tert-butyltrichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinylprop-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-but-1-one, etc.

[0144] Examples of benzophenone compounds include benzoyl benzoate, benzoyl benzoate methyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, etc.

[0145] Examples of thioxanthone compounds include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chlorothioxanthone, etc.

[0146] Examples of benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, etc.

[0147] Examples of triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(3',4'-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, and 2-(p-tolyl)-4,6-bis(trichloromethyl)-s- Triazine, 2-biphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphthol-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphthol-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2,4-bis(trichloromethyl)-6-helianyl-s-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-triazine, etc.

[0148] Examples of oxime compounds include O-acyloxime compounds, 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]ethyl ketone, O-ethoxycarbonyl-α-oxoamine-1-phenylprop-1-one, etc. Specific examples of O-acyl oxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-but-1-one, 1-(4-phenylhydrothiophenyl)-butane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylhydrothiophenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylhydrothiophenyl)-octane-1-one oxime-O-acetate, and 1-(4-phenylhydrothiophenyl)-but-1-one oxime-O-acetate.

[0149] In addition to these compounds, photopolymerization initiators can also include carbazole compounds, diketone compounds, sulfonium borate compounds, diazo compounds, imidazole compounds, biimidazole compounds, fluorene compounds, etc.

[0150] Photopolymerization initiators can be used in conjunction with photosensitizers, which are excited by absorbing light and then transferring their energy to induce a chemical reaction.

[0151] Examples of photosensitizers include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetra-3-mercaptopropionate, and dipentaerythritol tetra-3-mercaptopropionate.

[0152] Based on the total amount of the photosensitive resin composition, a photopolymerization initiator may be included in an amount of 0.1 wt% to 5 wt%, for example, 1 wt% to 3 wt%. If a photopolymerization initiator is included within this range, excellent reliability can be ensured due to sufficient curing during exposure in the patterning process; the pattern can have excellent resolution and close contact characteristics, as well as excellent heat resistance, light resistance, and chemical resistance; and transmittance degradation due to unreacted initiator can be prevented.

[0153] Solvents can be substances that are compatible with colorants, adhesive resins, polymerizable compounds, and polymerization initiators but do not react.

[0154] Examples of solvents include: alcohols, such as methanol and ethanol; ethers, such as dichloroethyl ether, n-butyl ether, diisopentyl ether, methyl phenyl ether, tetrahydrofuran, etc.; glycol ethers, such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether; celecoxal acetate, such as methyl celecoxal acetate, ethyl celecoxal acetate, and diethyl celecoxal acetate; and carbitol, such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, etc. Propylene glycol alkyl ether acetates, such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate; aromatic hydrocarbons, such as toluene and xylene; ketones, such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl n-propyl ketone, methyl n-butyl ketone, methyl n-pentanone, 2-heptanone; saturated aliphatic monocarboxylic acid alkyl esters, such as ethyl acetate, n-butyl acetate, and isobutyl acetate; lactic acid esters, such as methyl lactate and ethyl lactate; oxyacetic acid alkyl esters, such as methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate; alkoxyacetic acid alkyl esters, such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, and ethyl ethoxyacetate; 3-oxypropionic acid alkyl esters. Alkyl esters (3-hydroxypropionic acid esters), such as methyl 3-oxypropionate, ethyl 3-oxypropionate, etc.; alkyl 3-alkoxypropionates, such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, etc.; alkyl 2-oxypropionates, such as methyl 2-oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate, etc.; alkyl 2-alkoxypropionates, such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, etc. Methyl propionate, etc.; 2-oxo-2-methylpropionates, such as methyl 2-oxo-2-methylpropionate, ethyl 2-oxo-2-methylpropionate, etc.; alkyl esters of monooxo-2-methylalkyl propionates, such as methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, etc.; esters, such as 2-hydroxyethylpropionate, 2-hydroxy-2-methylethylpropionate, hydroxyethyl acetate, 2-hydroxy-3-methylmethylbutyrate, etc.; keto esters, such as ethyl pyruvate, etc. In addition, high-boiling-point solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformaniline, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caprylic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl celazine, etc. can also be used.

[0155] Considering compatibility and reactivity, the solvent can be propylene glycol monomethyl ether acetate (PGMEA), n-butyl acetate (n-BA), ethylene glycol dimethyl ether, or a combination thereof.

[0156] Based on the total amount of the photosensitive resin composition, the solvent may be included in the balance, for example, 40 wt% to 90 wt%, or for example, 45 wt% to 70 wt%. Including the solvent within this range improves the coatability of the photosensitive resin composition and results in a coated film with excellent flatness.

[0157] To prevent stains or spots during the coating process, improve leveling properties, and prevent residues due to undeveloped material, the photosensitive resin composition may also contain one or more additives selected from malonic acid, 3-amino-1,2-propanediol, coupling agents containing vinyl or (meth)acryloyloxy groups, leveling agents, surfactants, and free radical polymerization initiators.

[0158] The additives can be easily adjusted according to the desired physical properties.

[0159] The coupling agent can be a silane coupling agent, and examples of silane coupling agents include trimethoxysilylbenzoic acid, γ-methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanate propyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, β-(epoxycyclohexyl)ethyltrimethoxysilane, etc., and these can be used alone or in mixtures of two or more.

[0160] Based on 100 parts by weight of the photosensitive resin composition, the silane coupling agent can be used specifically in an amount from 0.01 parts by weight to 1 part by weight.

[0161] In addition, if desired, the photosensitive resin composition for color filters may also contain surfactants, such as fluorinated surfactants.

[0162] Examples of fluorinated surfactants include, but are not limited to, DIC's F-482, F-484, and F-478.

[0163] Based on the total amount of the photosensitive resin composition, it is desirable to include a surfactant in an amount of 0.01 wt% to 5 wt%, and more preferably 0.01 wt% to 2 wt%. Exceeding this range is undesirable as it may cause problems with the generation of foreign matter after development.

[0164] In addition, within the limits that do not impair physical properties, a certain amount of other additives, such as antioxidants and stabilizers, may be added to the photosensitive resin composition.

[0165] Another embodiment provides a photosensitive resin layer manufactured using a photosensitive resin composition. For example, the photosensitive resin layer may be a cured layer obtained by curing the photosensitive resin composition.

[0166] Another embodiment provides a color filter that includes a photosensitive resin layer.

[0167] Another implementation provides a display device including a color filter, such as an LCD, CIS, etc.

[0168] Invention Model

[0169] The invention will now be described in more detail with reference to embodiments. However, the following embodiments are merely preferred embodiments of the invention, and the invention is not limited to these embodiments.

[0170] (Preparation of pigment dispersing aids)

[0171] (Preparation Example 1: Synthesis of a compound represented by chemical formula 3)

[0172] (Reaction 1)

[0173] 548 mg (3.80 mmol, 1.0 eq) of compound 1a and 1.53 g (6.84 mmol, 1.8 eq) of compound 1b were dissolved together with 1.58 g (11.4 mmol, 3.0 eq) of K₂CO₃ in 10 mL of N,N-dimethylformamide (DMF), and stirred overnight at room temperature. After removing the solvent under reduced pressure, the residue was dissolved in chloroform and washed four times with distilled water. The organic layer was passed through MgSO₄, concentrated, and purified by column chromatography to give 913 mg (3.19 mmol) of compound 1c (yield 84%).

[0174] The analytical results for compound 1c are as follows.

[0175] MALDI-TOF MS: 287.13 m / z

[0176] (Reaction 2)

[0177] 2.86 g (10.0 mmol, 4.0 eq) of compound 1c was dissolved in 7.50 mL of n-pentanol with 248 mg (2.50 mmol, 1.0 eq) of cuprous chloride (CuCl), and the mixture was heated to 90°C and stirred for 5 minutes. 1.90 g (12.5 mmol, 5.0 eq) of 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) was added to the reaction mixture, and the reaction temperature was raised to 140°C and stirred overnight. After cooling the reaction mixture to room temperature, 32.0 mL of methanol was added to dilute it. 32.0 mL of brine was added to produce a precipitate, which was then separated by vacuum filtration. The obtained solid was washed several times with distilled water and dried overnight in a vacuum oven, yielding 2.94 g (2.43 mmol) of compound 1d (97% yield).

[0178] The analytical results of compound 1d are as follows.

[0179] MALDI-TOF MS: 1208.46 m / z

[0180] (Reaction 3)

[0181] 2.94 g (2.43 mmol, 1.0 eq) of compound 1d was dissolved in 10.0 mL of ethanol and 1.0 mL of THF, and 10.0 mL of 1 N NaOH aqueous solution was added. The mixture was then heated to 80°C and stirred under reflux overnight. After removing the ethanol under reduced pressure, 10.0 mL of 1 N HCl (solvent: 1,4-dioxane) was added to the reaction mixture. After stirring at room temperature for 2 hours, the solvent was removed under reduced pressure. 10 wt% brine was added to the residue, and the resulting solid was separated by filtration under reduced pressure. This was washed several times with distilled water and then dried overnight in a vacuum oven to give 2.42 g (2.21 mmol) of the compound represented by Formula 3 (yield 91%).

[0182] The analytical results for the compound represented by chemical formula 3 are as follows.

[0183] MALDI-TOF MS: 1096.33 m / z

[0184] (Preparation Example 2: Synthesis of the compound represented by chemical formula 4)

[0185] (Reaction 4)

[0186] 1.73 g (10.0 mmol, 1.0 eq) of compound 2a and 2.64 g (15.0 mmol, 1.5 eq) of compound 2b were dissolved together with 2.76 g (20.0 mmol, 2.0 eq) of K₂CO₃ in 20.0 mL of dimethyl sulfoxide (DMSO), and then heated to 80°C and stirred overnight. After observing the disappearance of compound 2a by thin-layer chromatography (TLC), 200 mL of distilled water was added and extracted with ethyl acetate (2 x 80 mL). The organic layer was passed through MgSO₄ and concentrated to give 1.45 g (4.80 mmol) of compound 2c (yield 48%), which could be used in the next step without further purification.

[0187] The analytical results for compound 2c are as follows.

[0188] MALDI-TOF MS: 303.13 m / z

[0189] (Reaction 5)

[0190] Compound 2d was synthesized in the same manner as compound 1d, except that compound 2c was used instead of compound 1c.

[0191] The analytical results of compound 2d are as follows.

[0192] MALDI-TOF MS: 1272.44 m / z

[0193] (Reaction 6)

[0194] The compound represented by chemical formula 4 was synthesized in the same manner as the compound represented by chemical formula 3, except that compound 2d was used instead of compound 1d.

[0195] The analytical results of the compound represented by chemical formula 4 are as follows.

[0196] MALDI-TOF MS: 1048.19 m / z

[0197] (Preparation Example 3: Synthesis of the compound represented by chemical formula 5)

[0198] (Reaction 7)

[0199] Compound 3b was synthesized in the same manner as compound 2c, except that compound 3a was used instead of compound 2b.

[0200] The analytical results for compound 3b are as follows.

[0201] MALDI-TOF MS: 335.13 m / z

[0202] (Reaction 8)

[0203] 5.00 g (15.0 mmol, 1.0 eq) of compound 3b was dissolved in 50 mL of methanol / dichloromethane (v / v = 1 / 1), and then 284 mg (1.50 mmol, 10 mol%) of p-toluenesulfonic acid monohydrate was added and the mixture was stirred overnight at 50°C. After removing the solvent under reduced pressure, 2.84 g (11.4 mmol) of compound 3c (76% yield) was obtained by column chromatography.

[0204] The analytical results for compound 3c are as follows.

[0205] MALDI-TOF MS: 251.07 m / z

[0206] (Reaction 9)

[0207] 2.84 g (11.4 mmol, 1.0 eq) of compound 3c and 1.53 g (12.5 mmol, 1.1 eq) of compound 3d were added together with 500 mg (12.5 mmol, 1.0 eq) of NaOH into 5.0 mL of isopropanol and stirred at 80°C for 3 hours. After cooling to room temperature, the solid was separated by vacuum filtration to give 3.99 g (10.1 mmol) of compound 3e (yield 89%).

[0208] The analytical results for compound 3e are as follows.

[0209] MALDI-TOF MS: 373.08 m / z

[0210] (Reaction 10)

[0211] The substance represented by chemical formula 5 was synthesized in the same manner as that of compound 2d, except that compound 3e was used instead of compound 1c.

[0212] The analytical results for the compound represented by chemical formula 5 are as follows.

[0213] MALDI-TOF MS: 1552.24 m / z

[0214] (Preparation Example 4: Synthesis of a compound represented by chemical formula 6)

[0215] (Reaction 11)

[0216] Compound 4b was synthesized in the same manner as compound 2c, except that compound 4a was used instead of compound 2b.

[0217] The analytical results for compound 4b are as follows.

[0218] MALDI-TOF MS: 316.16 m / z

[0219] (Reaction 12)

[0220] 1.51 g (4.80 mmol, 1.0 eq) of compound 4b was dissolved in 9.60 mL of a solution of trifluoroacetic acid (TFA) and dichloromethane (DCM) v / v = 1 / 1, and then stirred at room temperature for 1 hour. After the disappearance of compound 4b was observed by monitoring the reaction by thin-layer chromatography (TLC), all volatile components were removed under reduced pressure to give 1.58 g (4.79 mmol) of compound 4c (yield 99%), which could be used for the next reaction without further purification.

[0221] The analytical results for compound 4c are as follows.

[0222] MALDI-TOF MS: 216.11 m / z

[0223] (Reaction 13)

[0224] 8.76 g (26.6 mmol, 1.0 eq) of compound 4c and 32.5 g (266 mmol, 10.0 eq) of compound 3d were added together with 3.19 g (79.8 mmol, 3.0 eq) of NaOH into 65.0 mL of acetone and stirred overnight at 80°C. After cooling to room temperature, the solids were separated by vacuum filtration to obtain compound 4d.

[0225] The analytical results of compound 4d are as follows.

[0226] MALDI-TOF MS: 460.11 m / z

[0227] (Reaction 14)

[0228] The substance represented by chemical formula 6 was synthesized in the same manner as that of compound 2d, except that compound 4d was used instead of compound 1c.

[0229] The analytical results for the compound represented by chemical formula 6 are as follows.

[0230] MALDI-TOF MS: 1900.38 m / z

[0231] (Preparation Example 5: Synthesis of a compound represented by chemical formula 7)

[0232] (Reaction 15)

[0233] 8.76 g (26.6 mmol, 1.0 eq) of compound 4c and 19.3 g (106 mmol, 4.0 eq) of compound 5a were added to 3.19 g (79.8 mmol, 3.0 eq) of K₂CO₃ in 65.0 mL of acetone and stirred overnight at 80°C. After removing the acetone under reduced pressure, the solution was extracted with ethyl acetate (2 x 100 mL) with 200 mL of distilled water added. The organic layer was passed through MgSO₄, concentrated, and purified by column chromatography to give 5.30 g (12.8 mmol) of compound 5d (yield 48%).

[0234] The analytical results of compound 5d are as follows.

[0235] MALDI-TOF MS: 416.21 m / z

[0236] (Reaction 16)

[0237] The substance represented by compound 5c was synthesized in the same manner as that of compound 2d, except that compound 5b was used instead of compound 1c.

[0238] The analytical results for compound 5c are as follows.

[0239] MALDI-TOF MS: 1724.77 m / z

[0240] (Reaction 17)

[0241] The compound represented by chemical formula 7 was synthesized in the same manner as the compound represented by chemical formula 3, except that compound 5c was used instead of compound 1d.

[0242] The analytical results for the compound represented by chemical formula 7 are as follows.

[0243] MALDI-TOF MS: 1612.65 m / z

[0244] (Preparation Example 6: Synthesis of a compound represented by chemical formula 8)

[0245] (Reaction 31)

[0246] Compound 1a (10.0 mmol, 1.0 eq) and compound 1b (15.0 mmol, 1.5 eq) were added together with K₂CO₃ (20.0 mmol, 2.0 eq) into dimethyl sulfoxide (DMSO), and then heated to 80°C and stirred overnight. After the disappearance of compound 1a was observed by thin-layer chromatography (TLC), distilled water was added and the mixture was extracted with ethyl acetate. The organic layer was passed through MgSO₄ and concentrated to give compound 1c, which could be used in the next step without further purification.

[0247] (Reaction 32)

[0248] Compound 1c (10.0 mmol, 4.0 eq) was dissolved together with cuprous chloride (CuCl) (2.50 mmol, 1.0 eq) in n-pentanol, and then heated to 90°C and stirred for 5 minutes. 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) (12.5 mmol, 5.0 eq) was added to the reaction mixture, the temperature was raised to 140°C, and the mixture was stirred overnight. After cooling the reaction mixture to room temperature, methanol was added to dilute it. Brine was added to produce a precipitate, which was then separated by vacuum filtration. The obtained solid was washed several times with distilled water and then dried overnight in a vacuum oven, yielding compound 1d.

[0249] (Reaction 33)

[0250] Compound 1d (2.43 mmol, 1.0 eq) was dissolved in a solution of trifluoroacetic acid (TFA) and dichloromethane (DCM) in a v / v = 1 / 1 mixture, and then stirred at room temperature for 1 hour. All volatile components were removed under reduced pressure to give the compound represented by chemical formula 8.

[0251] The analytical results for the compound represented by chemical formula 8 are as follows.

[0252] MALDI-TOF MS: 1036.48 m / z

[0253] (Preparation Example 7: Synthesis of the compound represented by chemical formula 9)

[0254] (Reaction 34)

[0255] Compound 2b was synthesized in the same manner as compound 1c in reaction 31, except that compound 2a was used instead of compound 1b in reaction 31.

[0256] (Reaction 35)

[0257] The compound represented by chemical formula 9 was synthesized in the same manner as the synthesis of compound 1d in reaction 32, except that compound 2b was used instead of compound 1c in reaction 32.

[0258] The analytical results for the compound represented by chemical formula 9 are as follows.

[0259] MALDI-TOF MS: 1148.60 m / z

[0260] (Preparation Example 8: Synthesis of the compound represented by chemical formula 10)

[0261] (Reaction 36)

[0262] Compound 3b was synthesized in the same manner as compound 1c in reaction 31, except that compound 3a was used instead of compound 1b in reaction 31.

[0263] (Reaction 37)

[0264] The compound represented by chemical formula 10 was synthesized in the same manner as the synthesis of compound 1d in reaction 32, except that compound 3b was used instead of compound 1c in reaction 32.

[0265] The analytical results of the compound represented by chemical formula 10 are as follows.

[0266] MALDI-TOF MS: 1556.50 m / z

[0267] (Preparation Example 9: Synthesis of the compound represented by chemical formula 11)

[0268] (Reaction 38)

[0269] Compound 1c (10.0 mmol, 1.0 eq) was dissolved in a solution of trifluoroacetic acid (TFA) and dichloromethane (DCM) at a v / v = 1 / 1 ratio, and then stirred at room temperature for 1 hour. All volatile components were removed under reduced pressure to give compound 4a.

[0270] (Reaction 39)

[0271] Compound 4a (15.0 mmol, 1.5 eq) and compound 4b (10.0 mmol, 1.0 eq) were dissolved together with triethylamine (30.0 mmol, 3.0 eq) in 1,4-dioxane, and then heated to 90°C and stirred overnight. After observing the disappearance of compound 4b by thin-layer chromatography (TLC), distilled water was added and the mixture was extracted with ethyl acetate. The organic layer was passed through MgSO4, concentrated, and purified by column chromatography to give compound 4c.

[0272] (Reaction 40)

[0273] The compound represented by chemical formula 11 was synthesized in the same manner as the synthesis of compound 1d in reaction 32, except that compound 4c was used instead of compound 1c in reaction 32.

[0274] The analytical results of the compound represented by chemical formula 11 are as follows.

[0275] MALDI-TOF MS: 1921.13 m / z

[0276] (Preparation Example 10: Synthesis of a compound represented by chemical formula 12)

[0277] (Reaction 41)

[0278] Compound 1c (20.0 mmol, 2.0 eq) and compound 4c (20.0 mmol, 2.0 eq) were dissolved together with cuprous chloride (CuCl) (10.0 mmol, 1.0 eq) in n-pentanol, and then heated to 90°C and stirred for 5 minutes. 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) (50.0 mmol, 5.0 eq) was added to the reaction mixture, the temperature was raised to 140°C, and the mixture was stirred overnight. After cooling the reaction mixture to room temperature, methanol was added for dilution. Brine was added to form a precipitate, which was then separated by vacuum filtration. The resulting solid was washed several times with distilled water and then dried overnight in a vacuum oven to give compound 5a.

[0279] (Reaction 42)

[0280] The compound represented by chemical formula 12 was synthesized in the same manner as the synthesis of the substance of chemical formula 8 corresponding to reaction formula 33, except that compound 5a was used instead of compound 1d in reaction formula 33.

[0281] The analytical results for the compound represented by chemical formula 12 are as follows.

[0282] MALDI-TOF MS: 1478.81 m / z

[0283] (Comparative Preparation Example 1: Synthesis of a compound represented by chemical formula C-1)

[0284] (Reaction 18)

[0285] Compound 6b was synthesized in the same manner as compound 2c, except that compound 6a was used instead of compound 2b.

[0286] The analytical results for compound 6b are as follows.

[0287] MALDI-TOF MS: 279.07 m / z

[0288] (Reaction 19)

[0289] The substance represented by compound 6c was synthesized in the same manner as compound 2d, except that compound 6b was used instead of compound 1c.

[0290] The analytical results for compound 6c are as follows.

[0291] MALDI-TOF MS: 1176.21 m / z

[0292] (Reaction 20)

[0293] The compound represented by chemical formula C-1 was synthesized in the same manner as the compound represented by chemical formula 3, except that compound 6c was used instead of compound 1d.

[0294] The analytical results of the compound represented by chemical formula C-1 are as follows.

[0295] MALDI-TOF MS: 1120.14 m / z

[0296] (Comparative Preparation Example 2: Synthesis of a compound represented by chemical formula C-2)

[0297] (Reaction 21)

[0298] 1.73 g (10.0 mmol, 1.0 eq) of compound 2a and 2.94 g (15.0 mmol, 1.5 eq) of compound 7a were dissolved together with 2.76 g (20.0 mmol, 2.0 eq) of K₂CO₃ in 20.0 mL of dimethyl sulfoxide (DMSO), and then heated to 80°C and stirred overnight. After the reaction was monitored by thin-layer chromatography (TLC) and compound 2a was observed to disappear, 200 mL of 1 N HCl aqueous solution was added and extracted with ethyl acetate (2 x 80 mL). The organic layer was passed through MgSO₄ and concentrated to give 1.44 g (4.80 mmol) of compound 7b (yield 48%), which could be used in the next step without further purification.

[0299] The analytical results for compound 7b are as follows.

[0300] MALDI-TOF MS: 301.02 m / z

[0301] (Reaction 22) Chemical formula C-2 The compound represented by the chemical formula C-2 was synthesized in the same manner as the synthesis of compound 2d, except that compound 7b was used instead of compound 1c.

[0302] The analytical results of the compound represented by the chemical formula C-2 are as follows.

[0303] MALDI-TOF MS: 1176.21 m / z

[0304] (Comparative Preparation Example 3: Synthesis of a compound represented by chemical formula C-3)

[0305] (Reaction 23)

[0306] Compound 6b was synthesized in the same manner as compound 1c in reaction 31, except that compound 6a was used instead of compound 1b in reaction 31.

[0307] (Reaction 24)

[0308] The compound represented by chemical formula C-3 was synthesized in the same manner as the synthesis of compound 1d in reaction 32, except that compound 6b was used instead of compound 1c in reaction 32.

[0309] The analytical results for the compound represented by the chemical formula C-3 are as follows.

[0310] MALDI-TOF MS: 1100.46 m / z

[0311] (Preparation of pigment dispersions)

[0312] (Example 1)

[0313] A pigment dispersion was prepared by mixing 1.5 wt% of the pigment dispersing aid of Preparation Example 1, 11 wt% of blue pigment (pigment blue 15:6), 4 wt% of dispersant, 4.5 wt% of dispersing resin and 79 wt% of solvent.

[0314] (Example 2)

[0315] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Preparation Example 2 was used instead of the pigment dispersing agent of Preparation Example 1.

[0316] (Example 3)

[0317] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Preparation Example 3 was used instead of the pigment dispersing agent of Preparation Example 1.

[0318] (Example 4)

[0319] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Preparation Example 4 was used instead of the pigment dispersing agent of Preparation Example 1.

[0320] (Example 5)

[0321] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Preparation Example 5 was used instead of the pigment dispersing agent of Preparation Example 1.

[0322] (Example 6)

[0323] A pigment dispersion was prepared by mixing 1.5 wt% of the pigment dispersing aid of Preparation Example 6, 11 wt% of blue pigment (pigment blue 15:6), 4 wt% of dispersant, 4.5 wt% of dispersing resin and 79 wt% of solvent.

[0324] (Example 7)

[0325] The same procedures as in Example 6 were performed, except that the pigment dispersing agent of Preparation Example 7 was used instead of the pigment dispersing agent of Preparation Example 6.

[0326] (Example 8)

[0327] The same procedures as in Example 6 were performed, except that the pigment dispersing agent of Preparation Example 8 was used instead of the pigment dispersing agent of Preparation Example 6.

[0328] (Example 9)

[0329] The same procedures as in Example 6 were performed, except that the pigment dispersing agent of Preparation Example 9 was used instead of the pigment dispersing agent of Preparation Example 6.

[0330] (Example 10)

[0331] The same procedures as in Example 6 were performed, except that the pigment dispersing agent of Preparation Example 10 was used instead of the pigment dispersing agent of Preparation Example 6.

[0332] (Comparative Example 1)

[0333] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Comparative Preparation Example 1 was used instead of the pigment dispersing agent of Preparation Example 1.

[0334] (Comparative Example 2)

[0335] The same procedures as in Example 1 were performed, except that the pigment dispersing agent of Comparative Preparation Example 2 was used instead of the pigment dispersing agent of Preparation Example 1.

[0336] (Comparative Example 3)

[0337] The same procedures as in Example 6 were performed, except that the pigment dispersing agent of Comparative Preparation Example 3 was used instead of the pigment dispersing agent of Preparation Example 6.

[0338] (Preparation of photosensitive resin composition)

[0339] (Example 1-1)

[0340] A photosensitive resin composition was prepared by mixing 2 wt% of a binder resin (RY92-M10, Showa Denko Co., Ltd.), 2 wt% of a polymerizable monomer (DPHA, Nippon Kayaku Co., Ltd.), 0.5 wt% of a polymerization initiator (SPI-03, Samyang Corporation), 6 wt% of a purple pigment (Pigment Violet 23, Sanyo Co., Ltd.), 6 wt% of the pigment dispersion of Example 1, 0.02 wt% of a silane coupling agent (KBM-503, Shin-Etsu Chemical Co., Ltd.), and 83.48 wt% of a solvent (PGMEA, Daicel Corporation).

[0341] (Example 2-1)

[0342] Perform the same procedures as in Example 1-1, except that the pigment dispersion of Example 2 is used instead of the pigment dispersion of Example 1.

[0343] (Example 3-1)

[0344] Perform the same procedures as in Examples 1-1, except that the pigment dispersion of Example 3 is used instead of the pigment dispersion of Example 1.

[0345] (Example 4-1)

[0346] Perform the same procedures as in Examples 1-1, except that the pigment dispersion of Example 4 is used instead of the pigment dispersion of Example 1.

[0347] (Example 5-1)

[0348] Perform the same procedures as in Examples 1-1, except that the pigment dispersion of Example 5 is used instead of the pigment dispersion of Example 1.

[0349] (Example 6-1)

[0350] A photosensitive resin composition was prepared by mixing 2 wt% of a binder resin (RY92-M10, Showa Denko Co., Ltd.), 2 wt% of a polymerizable monomer (DPHA, Nippon Kayaku Co., Ltd.), 0.5 wt% of a polymerization initiator (SPI-03, Samyang Corporation), 6 wt% of a purple pigment (Pigment Violet 23, Sanyo Co., Ltd.), 6 wt% of the pigment dispersion of Example 6, 0.02 wt% of a silane coupling agent (KBM-503, Shin-Etsu Chemical Co., Ltd.), and 83.48 wt% of a solvent (PGMEA, Daicel Corporation).

[0351] (Example 7-1)

[0352] Perform the same process as in Example 6-1, except that the pigment dispersion of Example 7 is used instead of the pigment dispersion of Example 6.

[0353] (Example 8-1)

[0354] Perform the same process as in Example 6-1, except that the pigment dispersion of Example 8 is used instead of the pigment dispersion of Example 6.

[0355] (Example 9-1)

[0356] Perform the same process as in Example 6-1, except that the pigment dispersion of Example 9 is used instead of the pigment dispersion of Example 6.

[0357] (Example 10-1)

[0358] Perform the same procedures as in Example 6-1, except that the pigment dispersion of Example 10 is used instead of the pigment dispersion of Example 6.

[0359] (Comparative Example 1-1)

[0360] Perform the same procedures as in Examples 1-1, except that the pigment dispersion of Comparative Example 1 is used instead of the pigment dispersion of Example 1.

[0361] (Comparative Example 2-1)

[0362] Perform the same procedures as in Examples 1-1, except that the pigment dispersion of Comparative Example 2 is used instead of the pigment dispersion of Example 1.

[0363] (Comparative Example 3-1)

[0364] Perform the same procedures as in Example 6-1, except that the pigment dispersion of Comparative Example 3 is used instead of the pigment dispersion of Example 6.

[0365] (evaluate)

[0366] Particle size evaluation

[0367] Using a Dynamic Light Scattering (ELS-Z, Otsuka) analytical instrument, the particle size of each pigment dispersion in Examples 1-1 to 10-1 and Comparative Examples 1-1 to 3-1 was measured for the photosensitive resin compositions, and the D90 results are shown in Tables 1 and 2 below.

[0368] [Table 1]

[0369] [Table 2]

[0370] As can be confirmed from Tables 1 and 2, the compound according to one embodiment is a pigment synergist (pigment dispersing aid) and can significantly improve dispersion stability by preventing aggregation between pigments used together.

[0371] Evaluation of spectral properties and heat resistance

[0372] The photosensitive resin compositions according to Examples 1-1 to 10-1 and Comparative Examples 1-1 to 3-1 were spin-coated three times onto glass specimens (10 x 10 cm) to a thickness between 0.3 μm and 0.5 μm, and then pre-baked on a hot plate at 100°C for 3 minutes. Subsequently, they were exposed to UV light at 200 mJ / cm². 2 Exposure was performed, followed by post-baking on a hot plate at 230°C for 5 minutes. The spectra of three completed samples were measured using a colorimeter (MPCD-1, Otsuka), and the thickness was measured using a contact thickness measuring device (Tencor P-16). The transmittance values ​​corresponding to each wavelength at a thickness of 0.35 μm were calculated from the measurement results, as shown in Tables 3 and 4 below. The better the tinting strength of the blue filter composition, the lower the transmittance at a wavelength of 610 nm based on the same thickness. Furthermore, the manufactured samples were baked on a hot plate at 230°C for 10 minutes. The color values ​​before and after baking were measured using a colorimeter, and the color change index was calculated using the following [Equation 1]. The values ​​are shown in Tables 3 and 4 below.

[0373] [Equation 1] = {( ) 2 +( ) 2 +( ) 2} x 1 / 2( The smaller the value, the better the heat resistance.

[0374] [Table 3]

[0375] [Table 4]

[0376] As can be confirmed from Tables 3 and 4, the compound according to one embodiment is a pigment synergist (pigment dispersing aid) and can ensure excellent heat resistance without reducing the coloring power of the composition.

[0377] This invention is not limited to the embodiments described above, but can be manufactured in many different forms, and those skilled in the art will understand that it can be implemented in other specific forms without changing the technical spirit or essential characteristics of the invention. Therefore, it should be understood that the above embodiments are exemplary and not restrictive in all respects.

Claims

1. A compound or a salt thereof represented by chemical formula 1A or chemical formula 1B: [Chemical Formula 1A] In chemical formula 1A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - ,in, R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2 Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4. [Chemical Formula 1B] In chemical formula 1B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - , where R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (where R) a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

2. The compound or a salt thereof according to claim 1, wherein... The acidic group is -SO3 - Carboxyl, phosphate, or phosphonic acid groups.

3. The compound or a salt thereof according to claim 1, wherein... In chemical formula 1A, -N(R a )- Represented by the chemical formula N: [Chemical formula N] In the chemical formula N, L 5 It is a substituted or unsubstituted C1 to C10 alkylene group, and R 5 It is an acidic group.

4. The compound or a salt thereof according to claim 1, wherein... Chemical formula 1A is represented by chemical formula 2A: [Chemical Formula 2A] In chemical formula 2A, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 For substituted or unsubstituted C1 to C20 alkylene groups, amide groups ( -C(=O)NR a - ,in, R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl) or -N(R a )- (where R) a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group). L 2 Single bond, substituted or unsubstituted C1 to C20 alkylene, ether group ( -O- ), -N(R a )- (where R) a It can be a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 arylene group, or a combination thereof. R 1 It is an acidic group, and n1 to n4 are each an independent integer from 1 to 4.

5. The compound or a salt thereof according to claim 1, wherein... The basic group is represented by the following: -NR b R c (in, R b and R c Each of the following is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group: chemical formula B-1, chemical formula B-2, chemical formula B-3, chemical formula B-4, or chemical formula B-5. [Chemical Formula B-1] [Chemical formula B-2] [Chemical Formula B-3] [Chemical Formula B-4] [Chemical Formula B-5] In chemical formulas B-1 to B-5 R d To R l Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

6. The compound or a salt thereof according to claim 5, wherein... In chemical formulas B-3 and B-4 R f To R i Each is independently a hydrogen atom or a substituted or unsubstituted C1 to C20 alkyl group.

7. The compound or a salt thereof according to claim 1, wherein... Chemical formula 1B is represented by chemical formula 2B: [Chemical Formula 2B] In chemical formula 2B, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, Mg or Zr, L 1 Single bond, substituted or unsubstituted C1 to C20 alkylene, amide group ( -C(=O)NR a - ,in, R a (Hydrogen atom or substituted or unsubstituted C1 to C10 alkyl group) -N(R a )- (in, R a It is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 arylene group. R 1 It is a basic group, and n1 to n4 are each an independent integer from 1 to 4.

8. The compound or a salt thereof according to claim 1, wherein... The compound or a salt thereof is represented by any one of chemical formulas 3 to 12: [Chemical Formula 3] [Chemical Formula 4] [Chemical Formula 5] [Chemical Formula 6] [Chemical Formula 7] [Chemical Formula 8] [Chemical Formula 9] [Chemical Formula 10] [Chemical Formula 11] [Chemical Formula 12] 。 9. The compound or a salt thereof according to claim 1, wherein... The compound or its salt is a pigment synergist.

10. The compound or a salt thereof according to claim 9, wherein... The compound or its salt is a blue pigment synergist.

11. A pigment dispersion comprising the compound or a salt thereof as described in any one of claims 1 to 10, and a pigment.

12. The pigment dispersion according to claim 11, wherein... The pigment is a blue pigment.

13. The pigment dispersion according to claim 12, wherein... The pigment also includes purple pigment.

14. The pigment dispersion according to claim 11, wherein... The pigment dispersion also includes a dispersant, a dispersing resin, and a solvent.

15. The pigment dispersion according to claim 14, wherein... Based on the total amount of the pigment dispersion, the pigment dispersion contains 0.5 wt% to 5 wt% of the compound or a salt thereof; The pigment, ranging from 5 wt% to 20 wt%. The dispersant is 1 wt% to 5 wt% of the amount mentioned above; 3 wt% to 10 wt% of the dispersion resin; and The remainder of the solvent.

16. A photosensitive resin composition comprising... The compound or its salt as described in any one of claims 1 to 10, and the pigment, wherein the compound or its salt and the pigment are used as colorants, and It also includes adhesive resins, polymerizable compounds, polymerization initiators, and solvents.

17. A photosensitive resin layer manufactured using the photosensitive resin composition of claim 16.

18. A color filter comprising the photosensitive resin layer of claim 17.

Images