Colorant dispersion liquid for color filter, colored resin composition for color filter, color filter and display device

Abstract

The invention provides a colored resin composition for a color filter, which has excellent colorant dispersion stability and can form a colored layer with reduced phase difference and improved contrast. The colored resin composition for the color filter contains a colorant, a dispersant, a binder component and a solvent, wherein the colorant contains a red colorant and a yellow colorant; the yellow colorant contains: at least one anion selected from the group consisting of monoanions, dianions, trianions and tetraanions of specific azo compounds and azo compounds having tautomeric structures thereof; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu, and Mn; with a melamine derivative; the dispersant is a polymer having a specific constituent unit.

Description

[0001] The present application is a divisional application of an application filed on December 26, 2017, with application number 201780076574.9 and invention name “Colorant dispersion for color filter, colored resin composition for color filter, color filter and display device”. Technical Field

[0002] The present invention relates to a colorant dispersion for a color filter, a color resin composition for a color filter, a color filter, and a display device. Background Art

[0003] In recent years, with the development of personal computers, especially portable personal computers, the demand for liquid crystal displays has increased. The popularity of mobile displays (mobile phones, smart phones, tablet PCs) has also increased, and the market for liquid crystal displays is expanding. In addition, organic light-emitting display devices such as organic EL displays that have high visibility through self-luminescence have also attracted attention as the next generation of image display devices. Among the performance of these image display devices, there is a strong desire for further high-definition images and reduced power consumption, such as improved contrast or color reproducibility.

[0004] Most existing display devices are based on the international standard specification of color space, namely sRGB (IEC61966-2-1). However, in order to achieve a closer performance to the real object, starting from the demand for further improvement of color reproduction, the demand for display devices to respond to AdobeRGB, which has a wider color reproduction gamut in the green direction than sRGB, DCI (Digital Cinema Initiatives), and BT (Broadcasting Service Television). 2020, which have a wider color reproduction gamut in the red and green directions, is increasing.

[0005] Here, a color filter used in a liquid crystal display device generally includes a transparent substrate, a coloring layer formed on the transparent substrate and including coloring patterns of three primary colors of red, green, and blue, and a light shielding portion formed on the transparent substrate to partition each coloring pattern.

[0006] As a method for forming such a colored layer, there are known pigment dispersion method, dyeing method, electrodeposition method, printing method, etc. Among them, the pigment dispersion method having average excellent characteristics from the viewpoints of spectral characteristics, durability, pattern shape and precision is most widely used.

[0007] On the other hand, as a problem unique to liquid crystal display devices, there is a problem of viewing angle dependence caused by the refractive index anisotropy of the liquid crystal cell or polarizing plate. This viewing angle dependence problem is a problem in which the color tone or contrast of the image observed changes when the liquid crystal display device is viewed from the front and when it is viewed from an oblique angle. The severity of this viewing angle characteristic problem has increased with the large-screen liquid crystal display devices in recent years.

[0008] In order to improve the viewing angle dependency, a method of assembling a phase difference film into a liquid crystal display device has been widely used in the past. However, since the color filter used in the liquid crystal display device has different phase differences depending on the coloring pattern of each color of the coloring layer, when using the phase difference film, there is a problem that the difference in phase difference of the coloring pattern of each color cannot be compensated, and it is difficult to completely solve the viewing angle dependency problem.

[0009] In particular, since the red colorant is easily crystallized due to its chemical structure, the red coloring layer has a problem of being easily increased in the retardation value in the thickness direction compared to the coloring layers of other colors.

[0010] In addition, in order to expand the color reproduction range using the currently used red colorant, when producing red pixels contained in a red chromaticity area with yellow or blue tones and high color concentration, the contrast or brightness is reduced or the platemaking properties are deteriorated due to the increase in pigment concentration.

[0011] Patent document 1 discloses a color filter, in which a red pigment is used in combination: CI Pigment Red 177 (hereinafter sometimes referred to as PG177); and a pigment (CI Pigment Yellow 150 derivative (Ni complex)) consisting of at least one crystal selected from the group consisting of a 1:1 complex of azobarbituric acid and nickel, its tautomer, and a crystal in which other compounds are inserted into the crystal lattice of at least one of these compounds. However, if this pigment is used to express a deep red color, a very high concentration of the pigment must be used, which has the problem of increasing the phase difference value in the thickness direction, reducing the contrast, and deteriorating the platemaking properties.

[0012] On the other hand, Patent Document 2 describes a metallic azo pigment, which contains a dianion of a specific azo compound and at least Zn 2+ with Ni 2+ The adduct of the metal azo compound and melamine or its derivatives formed by these two metal ions has specific signals and no specific signals in the X-ray diffraction pattern.

[0013] Prior art literature

[0014] Patent Literature

[0015] Patent Document 1: Japanese Patent Application Publication No. 2010-144057

[0016] Patent Document 2: Japanese Patent Application Publication No. 2014-12838 Summary of the invention

[0017] Problems to be solved by the invention

[0018] The object of the present invention is to provide a colorant dispersion liquid for color filters which has excellent colorant dispersion stability and can form a coloring layer with reduced phase difference value and improved contrast; a coloring resin composition for color filters which uses the colorant dispersion liquid for color filters and can form a coloring layer with excellent color reproducibility with reduced phase difference value and improved contrast; a color filter which uses the coloring resin composition for color filters and has reduced phase difference value, improved contrast and excellent color reproducibility; and a display device which reduces phase difference value, improves contrast and has excellent color reproducibility by using the color filter.

[0019] Problem Solving Technology Unit

[0020] The colorant dispersion for color filter of the present invention is a colorant dispersion containing a colorant, a dispersant and a solvent, and is characterized in that:

[0021] The colorant contains a red colorant and a yellow colorant;

[0022] The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of an azo compound represented by the following general formula (A) and an azo compound having a tautomeric structure; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the following general formula (B);

[0023] The above-mentioned dispersant is a polymer having a structural unit represented by the following general formula (I).

[0024] In addition, the colored resin composition for color filter of the present invention is a colored resin composition for color filter containing a colorant, a dispersant, a binder component and a solvent; wherein,

[0025] The colorant contains a red colorant and a yellow colorant;

[0026] The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of an azo compound represented by the following general formula (A) and an azo compound having a tautomeric structure; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the following general formula (B);

[0027] The above-mentioned dispersant is a polymer having a structural unit represented by the following general formula (I).

[0028] [Chemistry 1]

[0029] General formula (A)

[0030]

[0031] (In the general formula (A), R a Each is independently -OH, -NH2, -NH-CN, acylamino, alkylamino or arylamino, R b Each is independently -OH or -NH2.)

[0032] [Chemistry 2]

[0033] General formula (B)

[0034]

[0035] (In the general formula (B), R c are each independently a hydrogen atom or an alkyl group. )

[0036] [Chemistry 3]

[0037]

[0038] (In the general formula (I), R 1 is a hydrogen atom or a methyl group, A is a divalent linking group, R 2 and R 3 Each independently represents a hydrogen atom or a hydrocarbon group optionally containing a hetero atom, R 2 and R 3 Optionally, they are bonded to each other to form a ring structure.

[0039] The color filter of the present invention comprises at least a substrate and a colored layer provided on the substrate, wherein at least one of the colored layers is a colored layer which is a cured product of the colored resin composition for color filter of the present invention.

[0040] The present invention provides a display device, characterized by having the color filter of the present invention.

[0041] Effects of the Invention

[0042] According to the present invention, there can be provided a colorant dispersion for a color filter having excellent colorant dispersion stability and capable of forming a coloring layer that reduces the phase difference value and improves the contrast; a colored resin composition for a color filter that uses the colorant dispersion for a color filter and can form a colored layer that reduces the phase difference value and improves the contrast and has excellent color reproducibility; a color filter that uses the colored resin composition for a color filter and has reduced the phase difference value and improved the contrast and excellent color reproducibility; and a display device that reduces the phase difference value and improves the contrast and has excellent color reproducibility by using the color filter. BRIEF DESCRIPTION OF THE DRAWINGS

[0043] Figure 1 This is a schematic diagram showing an example of the color filter of the present invention.

[0044] Figure 2 This is a schematic diagram showing an example of a display device of the present invention.

[0045] Figure 3 This is a schematic diagram showing another example of the display device of the present invention. DETAILED DESCRIPTION

[0046] Hereinafter, the colorant dispersion for color filter, the colored resin composition for color filter, the color filter, and the display device of the present invention will be described in detail in order.

[0047] It should be noted that in the present invention, light includes electromagnetic waves with wavelengths in the visible and non-visible regions, and further includes radiation, and radiation includes, for example, microwaves and electron beams. Specifically, it refers to electromagnetic waves and electron beams with wavelengths of 5 μσm or less.

[0048] In the present invention, (meth)acrylic acid means each of acrylic acid and methacrylic acid, and (meth)acrylate means each of acrylate and methacrylate.

[0049] In addition, CI Pigment Red is appropriately abbreviated as "PR", CI Pigment Orange is appropriately abbreviated as "PO", and CI Pigment Yellow is appropriately abbreviated as "PY".

[0050] [Colorant dispersion]

[0051] The colorant dispersion for color filter of the present invention contains a colorant, a dispersant and a solvent, and is characterized in that:

[0052] The colorant contains a red colorant and a yellow colorant;

[0053] The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of an azo compound represented by the following general formula (A) and an azo compound having a tautomeric structure; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the following general formula (B);

[0054] The above-mentioned dispersant is a polymer having a structural unit represented by the following general formula (I).

[0055] [Chemistry 4]

[0056] General formula (A)

[0057]

[0058] (In the general formula (A), R a Each is independently -OH, -NH2, -NH-CN, acylamino, alkylamino or arylamino, R b Each is independently -OH or -NH2.)

[0059] [Chemistry 5]

[0060] General formula (B)

[0061]

[0062] (In the general formula (B), R c are each independently a hydrogen atom or an alkyl group. )

[0063] [Chemistry 6]

[0064]

[0065] (In the general formula (I), R 1 is a hydrogen atom or a methyl group, A is a divalent linking group, R 2 and R 3 Each independently represents a hydrogen atom or a hydrocarbon group optionally containing a hetero atom, R 2 and R 3 They are optionally bonded to each other to form a ring structure.)

[0066] The colorant dispersion of the present invention combines the above-mentioned specific colorant and uses a polymer having a structural unit represented by the general formula (I) as a dispersant, so that the colorant dispersion stability is excellent and a colored layer with a reduced retardation value and improved contrast can be formed.

[0067] Since red colorants generally have a ring-shaped planar structure, they are easily crystallized when forming a color layer from a colorant dispersion for a color filter, so the retardation value in the thickness direction of the obtained color layer is likely to be large.

[0068] On the other hand, in the colorant dispersion of the present invention, it is presumed that since the red colorant is used in combination with: a specific yellow colorant containing two or more metal ions; and a specific dispersant which is a polymer having a structural unit represented by general formula (I), the red colorant and the specific yellow colorant containing two or more metal ions interact with each other, and the crystal growth of the red colorant and the yellow colorant can be suppressed and micronized. Moreover, since the red colorant and the yellow colorant are micronized and dispersed by the combination with the above-mentioned dispersant, a colored layer with a reduced phase difference value and improved contrast can be formed.

[0069] In the past, in the case of a colorant in which the metal forming the metal complex of the azo compound represented by the general formula (A) is one, the crystallinity is high and it is difficult to micronize, and it is difficult to improve the contrast. In addition, the phase difference value of the coloring layer obtained by combining with the red colorant tends to be higher. In contrast, in the present invention, a specific yellow colorant containing two or more metal ions relative to the anion of the azo compound represented by the general formula (A) is used. The yellow colorant not only suppresses the crystal growth of the yellow colorant by containing two or more metal ions, but also suppresses the crystal growth of the red colorant. By further combining with the above-mentioned specific dispersant, it is presumed that micronization can be performed in the colorant dispersion.

[0070] In addition, in the present invention, by combining the above-mentioned specific yellow colorant with the red colorant, even if the P / V ratio ((mass of the colorant component in the composition) / (mass of the solid component other than the colorant component in the composition) ratio) is suppressed, red pixels included in the above-mentioned high color concentration red chromaticity area can still be produced.

[0071] It is estimated that the retardation value in the thickness direction of the colored layer is reduced by the synergistic effect of reducing the P / V ratio in the colored layer and suppressing the crystal growth of the red colorant.

[0072] Furthermore, since the total content of the colorant components in the colored resin composition can be suppressed, the content of the binder component can be relatively increased, and platemaking properties can be improved, and a colored layer having further improved adhesion to a substrate can be formed.

[0073] The colorant dispersion of the present invention contains at least a colorant, a dispersant, and a solvent, and may further contain other components within a range that does not impair the effects of the present invention.

[0074] Hereinafter, each component of the colorant dispersion liquid of the present invention will be described in detail one by one.

[0075] [Colorant]

[0076] In the present invention, the colorant is characterized in that the colorant contains a red colorant and a yellow colorant;

[0077] The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of an azo compound represented by the following general formula (A) and azo compounds with tautomeric structures; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the following general formula (B).

[0078] In the present invention, since the above-mentioned specific yellow colorant is used as the yellow colorant, the decrease in brightness can be suppressed when combined with the red colorant. In addition, crystallization can be suppressed and microparticles can be formed. When combined with the specific dispersant described later, the dispersibility is excellent, so the contrast can be improved and the phase difference value can be reduced.

[0079] [Chemistry 7]

[0080] General formula (A)

[0081]

[0082] (In the general formula (A), R a are each independently -OH, -NH2, -NH-CN, acylamino, alkylamino or arylamino, R b Each is independently -OH or -NH2.)

[0083] Examples of the acyl group in the acylamino group in the general formula (A) include alkylcarbonyl, phenylcarbonyl, alkylsulfonyl, phenylsulfonyl; carbamoyl which may be substituted by an alkyl, phenyl or naphthyl group; sulfamoyl which may be substituted by an alkyl, phenyl or naphthyl group; guanidinyl which may be substituted by an alkyl, phenyl or naphthyl group, etc. The above alkyl group preferably has a carbon number of 1 to 6. In addition, the above alkyl group may be substituted by a halogen such as F, Cl, Br, -OH, -CN, -NH2, and / or an alkoxy group having a carbon number of 1 to 6. In addition, the above phenyl and naphthyl groups may be substituted by a halogen such as F, Cl, Br, -OH, -CN, -NH2, -NO2, an alkyl group having a carbon number of 1 to 6, and / or an alkoxy group having a carbon number of 1 to 6.

[0084] The alkyl group in the alkylamino group in the general formula (A) preferably has a carbon number of 1 to 6. The alkyl group may be substituted with a halogen such as F, Cl, Br, -OH, -CN, -NH2, and / or an alkoxy group having a carbon number of 1 to 6.

[0085] Examples of the aryl group in the arylamino group in the general formula (A) include phenyl and naphthyl. These aryl groups may also be substituted by halogens such as F, Cl, Br, -OH, alkyl groups having 1 to 6 carbon atoms, alkoxy groups having 1 to 6 carbon atoms, -NH2, -NO2, and -CN.

[0086] In the azo compound represented by the above general formula (A) and the azo compound having a tautomeric structure thereof, R a , from the viewpoint of a red tone (red taste), each of them is preferably independently -OH, -NH2, -NH-CN or an alkylamino group. a They may be the same or different.

[0087] In the above general formula (A), from the viewpoint of color tone, the two R a More preferably, both are -OH, both are -NH-CN, or one is -OH and the other is -NH-CN, and even more preferably, both are -OH.

[0088] In the azo compound represented by the general formula (A) and the azo compound having a tautomeric structure thereof, R b , from the viewpoint of color tone, it is preferred that both are -OH.

[0089] As at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn, it is preferred to contain at least one metal that becomes a divalent or trivalent cation, more preferably to contain at least one selected from the group consisting of Ni, Cu and Zn, and further preferably to contain at least Ni.

[0090] In addition, it is preferred to contain Ni and at least one metal selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Cu and Mn, and it is further preferred to contain Ni and at least one metal selected from the group consisting of Zn, Cu, Al and Fe, wherein the at least two metals are preferably Ni and Zn, or Ni and Cu.

[0091] In the yellow colorant used in the present invention, the content ratio of at least two kinds of metals may be appropriately adjusted.

[0092] Among them, from the viewpoint of the color tone of the red tone, in the yellow colorant used in the present invention, the content ratio of Ni and at least one metal selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Cu and Mn is preferably contained in a molar ratio of Ni: the other at least one metal in the range of 97:3 to 10:90, and more preferably in a molar ratio of 90:10 to 10:90.

[0093] Among them, from the viewpoint of the red color tone, Ni and Zn are preferably contained in a molar ratio of Ni:Zn of 90:10 to 10:90, and more preferably contained in a molar ratio of 80:20 to 20:80.

[0094] Alternatively, from the viewpoint of a reddish color tone, Ni and Cu are preferably contained at a molar ratio of Ni:Cu of 97:3 to 10:90, and more preferably at a molar ratio of 96:4 to 20:80.

[0095] When the yellow colorant has a red hue, even if the P / V ratio is suppressed, it is easy to produce a red pixel included in the red chromaticity region with high color density.

[0096] The yellow colorant used in the present invention may further contain metal ions different from the above-mentioned specific metal ions. The yellow colorant used in the present invention may optionally contain at least one metal ion selected from the group consisting of Li, Cs, Mg, Na, K, Ca, Sr, Ba and La.

[0097] As a method of containing at least two kinds of metal ions in a yellow colorant, for example, at least two kinds of metal ions are contained in a common lattice; and crystals containing one kind of metal ions in different lattices are condensed. Among them, the case of containing at least two kinds of metal ions in a common lattice is preferred from the perspective of further improving the contrast. It should be noted that whether it is a method of containing at least two kinds of metal ions in a common lattice or a method of containing one kind of metal ions in different lattices can be appropriately judged by using X-ray diffraction method, for example, referring to Japanese Patent Publication No. 2014-12838.

[0098] The yellow colorant used in the present invention further contains a compound represented by the following general formula (B). The yellow colorant used in the present invention contains a metal complex of an anion of an azo compound represented by the above general formula (A) and an azo compound of a tautomeric structure and a specific metal ion, and a composite molecule of a compound represented by the following general formula (B). The bonds between these molecules can be formed by, for example, intermolecular interactions, Lewis acid-base interactions, or coordination bonds. In addition, it can also be a structure such as an inclusion compound in which a guest molecule is incorporated into the lattice constituting the main molecule. Alternatively, it can also be formed: two substances form a common crystal, and the atoms of the second component are located in the regular lattice position of the first component such a mixed substitution crystal.

[0099] [Chemistry 8]

[0100] General formula (B)

[0101]

[0102] (In the general formula (B), R c are each independently a hydrogen atom or an alkyl group. )

[0103] As R c The alkyl group in is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group may be substituted with a -OH group.

[0104] Among them, R c Preferred is a hydrogen atom.

[0105] The content of the compound represented by the general formula (B) is generally 5 mol or more and 300 mol or less, preferably 10 mol or more and 250 mol or less, and more preferably 100 mol or more and 200 mol or less, based on 1 mol of the azo compound represented by the general formula (A) and the azo compound of its tautomeric structure.

[0106] In addition, the yellow colorant used in the present invention may further contain: urea and substituted urea, such as phenyl urea, dodecyl urea, and the like, and condensates thereof with aldehydes, especially formaldehyde; heterocycles, such as barbituric acid, benzimidazolone, benzimidazolone-5-sulfonic acid, 2,3-dihydroxyquinoxaline, 2,3-dihydroxyquinoxaline-6-sulfonic acid, carbazole, carbazole-3,6-disulfonic acid, 2-hydroxyquinoline, 2,4-dihydroxyquinoline, caprolactam, melamine, 6-phenyl-1,3,5-triazine-2,4-diamine, 6-methyl-1,3,5-triazine-2,4-diamine, cyanuric acid, and the like.

[0107] The yellow colorant used in the present invention may further contain water-soluble polymers such as ethylene-propylene oxide block polymers, polyvinyl alcohol, poly(meth)acrylic acid, modified celluloses such as carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, methyl and ethyl hydroxyethyl cellulose, and the like.

[0108] The yellow colorant used in the present invention can be prepared by referring to, for example, Japanese Patent Application Laid-Open No. 2014-12838.

[0109] On the other hand, the red colorant used in the present invention has a P / V (mass of red colorant / mass of solid content other than red colorant) ratio of 0.2, and when the spectral transmittance spectrum of the coating film with a film thickness of 2.5 μm is measured, the transmittance at a wavelength of 520 nm is 20% or less, and the transmittance at a wavelength of 640 nm is 70% or more. The red colorant used in the present invention also includes a colorant indicated as CI Pigment Orange as a slightly yellowish red colorant (an orange colorant with a strong red color).

[0110] It should be noted that in order to coat the red colorant alone for color measurement, a coating solution is prepared by mixing appropriate dispersants, binder components and solvents for the red colorant, applied to a transparent substrate and dried, and cured as needed. As a binder component, a non-curable thermoplastic resin composition can be used, or a photocurable (photosensitive) or thermosetting resin composition can be used, provided that a transparent coating film capable of color measurement can be formed. In addition, in the coloring resin composition of the present invention described later, a coating film containing only a red colorant as a colorant can be formed by using a composition containing only a red colorant as a colorant, and color measurement can be performed. Specifically, for example, the solid components used in the resin composition of Example 1 described later can be set to solid components other than the red colorant.

[0111] As a colorimetric transparent coating film containing a dispersant and a binder, for example, a film thickness of 2.0 μm and a transmittance of 95% or more in a spectral transmittance spectrum at 380 to 780 nm can be used as a standard.

[0112] The spectral transmittance spectrum can be measured using a spectrophotometer (for example, a microscope OSP-SP200 manufactured by Olympus) under the C light source conditions.

[0113] The red colorant used in the present invention is not particularly limited, and examples thereof include diketopyrrolopyrrole pigments, naphthol azo pigments or other azo pigments, quinacridone pigments, dioxazine pigments, anthraquinone pigments, perinone pigments, perylene pigments, thioindigo pigments, etc. The red colorant used in the present invention preferably contains at least one selected from the group consisting of diketopyrrolopyrrole pigments, naphthol azo pigments, anthraquinone pigments, and perylene pigments from the viewpoint of suppressing the P / V ratio; and more preferably contains at least one selected from the group consisting of diketopyrrolopyrrole pigments and anthraquinone pigments from the viewpoint of easily forming a color tone with high color concentration and high brightness.

[0114] Examples of the diketopyrrolopyrrole pigment include those represented by the following general formula (1).

[0115] [Chemistry 9]

[0116] General formula (1)

[0117]

[0118] (In general formula (1), A 3 and A 4Each independently represents a hydrogen atom, a methyl group, an ethyl group, a tert-butyl group, a phenyl group, an N,N-dimethylamino group, a trifluoromethyl group, or a cyano group, k and k' each independently represent an integer of 0 to 5, and when k and k' are each an integer of 2 or more, a plurality of A 3 and A 4 They can be the same or different.)

[0119] Specific examples of the diketopyrrolopyrrole pigments include CI Pigment Red 254, CI Pigment Red 255, CI Pigment Red 264, CI Pigment Red 270, CI Pigment Red 272, CI Pigment Orange 71, CI Pigment Orange 73, and a diketopyrrolopyrrole pigment (BrDPP) represented by the following chemical formula (2).

[0120] [Chemistry 10]

[0121] Chemical formula (2)

[0122]

[0123] Examples of the naphthol-based azo pigments include CI Pigment Red 144, CI Pigment Red 166, CI Pigment Red 214, CI Pigment Red 242, CI Pigment Red 21, CI Pigment Red 2, CI Pigment Red 112, CI Pigment Red 114, CI Pigment Red 5, CI Pigment Red 146, CI Pigment Red 170, CI Pigment Orange 38, CI Pigment Red 187, CI Pigment Red 150, and CI Pigment Red 185.

[0124] As other azo pigments, CI Pigment Red 38, CI Pigment Red 41, etc. are mentioned, for example.

[0125] Examples of the anthraquinone pigment include CI Pigment Red 177, CI Pigment Red 168, and CI Pigment Orange 51.

[0126] Examples of the perylene pigments include CI Pigment Red 123, CI Pigment Red 149, CI Pigment Red 178, CI Pigment Red 179, CI Pigment Red 190, and CI Pigment Red 224.

[0127] As the red colorant, from the viewpoint of easily obtaining the effect of the present invention, it is preferred to use one or more red colorants selected from the group consisting of CI Pigment Red 254, CI Pigment Red 264, CI Pigment Red 272, the diketopyrrolopyrrole pigment (BrDPP) represented by the above chemical formula (2), CI Pigment Red 242, CI Pigment Orange 38, CI Pigment Red 177 and CI Pigment Red 179; among them, as the red colorant, a combination of CI Pigment Red 254, the diketopyrrolopyrrole pigment (BrDPP) represented by the above chemical formula (2) and CI Pigment Red 177 is suitable.

[0128] The content ratio when combining CI Pigment Red 254 with the diketopyrrolopyrrole pigment (BrDPP) shown in the above chemical formula (2) and CI Pigment Red 177 can be appropriately adjusted with the required colorant, and there is no particular limitation. With respect to the total amount of 100 parts by mass of the red colorant, CI Pigment Red 254 is preferably 10 parts by mass or more and 80 parts by mass or less, the diketopyrrolopyrrole pigment (BrDPP) shown in the above chemical formula (2) is 10 parts by mass or more and 70 parts by mass or less, and CI Pigment Red 177 is 10 parts by mass or more and 60 parts by mass or less. If it is within the above range, the effect of the above combination is excellent. It should be noted that the content ratio of the red colorant is a preferred ratio when preparing the coloring resin composition described later. Since the coloring agent dispersion liquid can be appropriately mixed and used to manufacture the coloring resin composition, the coloring agent dispersion liquid itself can still be used appropriately even if it is not set to the same content ratio as the coloring resin composition described later.

[0129] In the colorant dispersion of the present invention, a red colorant and the above-mentioned specific yellow colorant are used in combination as colorants, but other colorants exemplified in the coloring resin composition described later may also be used in combination. As other colorants, for example, other yellow colorants, orange colorants not included in the above-mentioned red colorant, etc. are preferably used; among them, from the perspective of color tone, other yellow colorants exemplified in the coloring resin composition described later are preferably used.

[0130] In the colorant dispersion of the present invention, the content ratio of each red colorant and the above-mentioned specific yellow colorant, and the content ratio when other colorants are used, are preferably the same content ratio as that of the coloring resin composition described later. However, since the colorant dispersion can be used by appropriately mixing two or more kinds to produce a coloring resin composition, it can be used appropriately even if it is not the same content ratio as that of the coloring resin composition described later.

[0131] The average primary particle size of the colorant used in the present invention is not particularly limited as long as it can produce the desired color when used as a coloring layer of a color filter, and varies depending on the type of colorant used, but is preferably in the range of 10 nm to 100 nm, more preferably 15 nm to 60 nm. When the average primary particle size of the colorant is in the above range, a display device having a color filter manufactured using the colorant dispersion of the present invention can be a high-contrast and high-quality device.

[0132] The average dispersed particle size of the colorant in the colorant dispersion varies depending on the type of the colorant used, but is preferably in the range of 10 nm to 100 nm, and more preferably in the range of 15 nm to 60 nm.

[0133] The average dispersed particle size of the colorant in the colorant dispersion is the dispersed particle size of the colorant particles dispersed in the dispersion medium containing at least a solvent, and is measured by a laser scattering particle size distribution meter. As the particle size measurement by the laser scattering particle size distribution meter, the colorant dispersion is appropriately diluted to a concentration that can be measured by the laser scattering particle size distribution meter (for example, 1000 times, etc.) using the solvent used in the colorant dispersion, and the laser scattering particle size distribution meter (for example, Nanotrac particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.) is used to measure at 23°C by a dynamic light scattering method. The average distributed particle size here is the volume average particle size.

[0134] In the colorant dispersion of the present invention, the colorant content is not particularly limited. Regarding the colorant content, from the viewpoint of dispersibility and dispersion stability, it is preferably mixed in a ratio of 5 to 80 parts by mass, more preferably 8 to 70 parts by mass, relative to 100 parts by mass of the total solid content in the colorant dispersion.

[0135] In particular, when forming a coating film or colored layer with a high colorant concentration, the colorant is preferably added in a ratio of 30 to 80 parts by mass, more preferably 40 to 75 parts by mass, based on 100 parts by mass of the total solid content in the colorant dispersion.

[0136] <Dispersant>

[0137] In the present invention, a polymer having a structural unit represented by the above general formula (I) is used as a dispersant. The structural unit represented by the above general formula (I) has basicity and functions as an adsorption site for a colorant.

[0138] The colorant dispersion of the present invention uses a polymer having a structural unit represented by the above general formula (I), thereby improving the adsorption performance of the colorant and improving the dispersibility and dispersion stability of the colorant.

[0139] In the general formula (I), A is a divalent linking group. Examples of the divalent linking group of A include an alkylene group having 1 to 10 carbon atoms, an arylene group, a -CONH- group, a -COO- group, an ether group having 1 to 10 carbon atoms (-R'-OR"-: R' and R" are each independently an alkylene group), and combinations thereof.

[0140] Among them, from the viewpoint of dispersibility, A in the general formula (I) is preferably a divalent linking group containing a -CONH- group or a -COO- group.

[0141] R 2 and R 3 In the hydrocarbon group which may contain a hetero atom, examples of the hydrocarbon group include an alkyl group, an aralkyl group, and an aryl group.

[0142] Examples of the alkyl group include methyl, ethyl, propyl, butyl, isopropyl, tert-butyl, 2-ethylhexyl, cyclopentyl, and cyclohexyl. The alkyl group preferably has 1 to 18 carbon atoms, and more preferably is methyl or ethyl.

[0143] Examples of the aralkyl group include benzyl, phenethyl, naphthylmethyl, biphenylmethyl, etc. The aralkyl group preferably has 7 or more and 20 or less carbon atoms, and more preferably 7 or more and 14 or less carbon atoms.

[0144] In addition, examples of the aryl group include phenyl, biphenyl, naphthyl, tolyl, xylyl, etc. The number of carbon atoms in the aryl group is preferably 6 to 24, more preferably 6 to 12. It should be noted that the preferred number of carbon atoms does not include the number of carbon atoms of the substituent.

[0145] The heteroatom-containing hydrocarbon group has a structure in which a carbon atom in the above hydrocarbon group is replaced by a heteroatom. Examples of the heteroatom that the hydrocarbon group may contain include an oxygen atom, a nitrogen atom, a sulfur atom, and a silicon atom.

[0146] Furthermore, the hydrogen atoms in the hydrocarbon group may be substituted by an alkyl group having 1 to 5 carbon atoms, or a halogen atom such as a fluorine atom, a chlorine atom, or a bromine atom.

[0147] What is R 2 and R 3 Bonded to each other to form a ring structure, refers to R 2 With R 3 The ring structure is formed through the nitrogen atom. 2 and R 3 The formed ring structure may contain a hetero atom. The ring structure is not particularly limited, and examples thereof include a pyrrolidine ring, a piperidine ring, and a morpholine ring.

[0148] In the present invention, preferably R2 With R 3 are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a phenyl group, or R 2 With R 3 Bond to form a pyrrolidine ring, a piperidine ring, or a morpholine ring, wherein R2 and R 3 At least one of them is an alkyl group having 1 to 5 carbon atoms, a phenyl group, or R 2 With R 3 Bonding forms pyrrolidine ring, piperidine ring, and morpholine ring.

[0149] Examples of the constituent unit represented by the general formula (I) include (meth)acrylates containing alkyl-substituted amino groups such as dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and diethylaminopropyl (meth)acrylate; and (meth)acrylamides containing alkyl-substituted amino groups such as dimethylaminoethyl (meth)acrylamide and dimethylaminopropyl (meth)acrylamide. Among them, dimethylaminoethyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylamide are preferably used from the viewpoint of improving dispersibility and dispersion stability.

[0150] The structural unit represented by the general formula (I) may contain one kind or two or more kinds of structural units.

[0151] The polymer having the constituent unit represented by the general formula (I) preferably further contains a site having solvent affinity from the viewpoint of improving dispersibility. As the solvent affinity site, it is preferably selected and used appropriately from a monomer having an ethylenically unsaturated bond that can be polymerized with the monomer from which the constituent unit represented by the general formula (I) is derived, and a solvent is combined in a manner having solvent affinity. As a standard, the solvent affinity site is introduced in a manner such that the solubility of the polymer at 23° C. is 50 (g / 100g solvent) or more relative to the solvent used in combination.

[0152] As the polymer used in the present invention, from the viewpoint of improving the dispersibility and dispersion stability of the colorant and the heat resistance of the resin composition, and being able to form a colored layer with high brightness and high contrast, a block copolymer or a graft copolymer is preferred, and a block copolymer is particularly preferred. The following describes in detail a particularly preferred block copolymer.

[0153] (Block Copolymer)

[0154] When the block containing the constituent unit shown in the general formula (I) is set as the A block, in the A block, the constituent unit shown in the general formula (I) has alkalinity and plays a function as an adsorption site for the colorant. On the other hand, the B block without the constituent unit shown in the general formula (I) has a function as a block with solvent affinity. In the present invention, the configuration of each block of the block copolymer is not particularly limited, and can be set to, for example, AB block copolymer, ABA block copolymer, BAB block copolymer, etc. Among them, from the viewpoint of excellent dispersibility, preferably AB block copolymer or ABA block copolymer.

[0155] Examples of the structural unit constituting the B block include monomers having an unsaturated double bond that are copolymerizable with the monomer from which the structural unit represented by the general formula (I) is derived, and among these, the structural unit represented by the following general formula (II) is preferred.

[0156] [Chemistry 11]

[0157]

[0158] (In the general formula (II), A' is a direct bond or a divalent linking group, R 4 is a hydrogen atom or a methyl group, R 5 is a hydrocarbon group, -[CH(R 6 )-CH(R 7 )-O] x -R 8 or -[(CH2) y -O] z -R 8 The monovalent group shown. 6 or R 7 are each independently a hydrogen atom or a methyl group, R 8 A hydrogen atom, a hydrocarbon group, -CHO, -CH2CHO or -CH2COOR 9 The monovalent group shown, R 9 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

[0159] The above hydrocarbon group may have a substituent.

[0160] x represents an integer of 1 to 30 both inclusive, y represents an integer of 1 to 5 both inclusive, and z represents an integer of 1 to 18 both inclusive.

[0161] The divalent linking group A' in the general formula (II) may be the same group as A in the general formula (I). A' is preferably a divalent linking group that is directly bonded, contains a -CONH- group, or a -COO- group from the viewpoint of solubility in an organic solvent. A' is preferably a -COO- group from the viewpoint of heat resistance of the resulting polymer, solubility in propylene glycol monomethyl ether acetate (PGMEA) suitable as a solvent, or a relatively cheap material.

[0162] As R 5 The hydrocarbon group in is preferably an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group.

[0163] The alkyl group having 1 to 18 carbon atoms may be any of linear, branched, and cyclic groups, and examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, 2-ethylhexyl, 2-ethoxyethyl, cyclopentyl, cyclohexyl, bornyl, isobornyl, dicyclopentanyl, dicyclopentenyl, adamantyl, and lower alkyl-substituted adamantyl.

[0164] The alkenyl group having 2 or more and 18 or less carbon atoms may be any of linear, branched, and cyclic. Examples of such alkenyl groups include vinyl, allyl, and propenyl. The position of the double bond of the alkenyl group is not limited, but from the perspective of the reactivity of the resulting polymer, it is preferred that the alkenyl group has a double bond at the end.

[0165] Examples of the substituent of an aliphatic hydrocarbon such as an alkyl group or an alkenyl group include a nitro group and a halogen atom.

[0166] Examples of the aryl group include phenyl, biphenyl, naphthyl, tolyl, and xylyl, and the aryl group may further have a substituent. The number of carbon atoms in the aryl group is preferably 6 or more and 24 or less, and more preferably 6 or more and 12 or less.

[0167] Examples of the aralkyl group include benzyl, phenethyl, naphthylmethyl, biphenylmethyl, and the like, and the aralkyl group may further have a substituent. The aralkyl group preferably has 7 or more and 20 or more carbon atoms, and more preferably 7 or more and 14 or less carbon atoms.

[0168] Examples of the substituent of the aromatic ring such as the aryl group or aralkyl group include, in addition to a linear or branched alkyl group having 1 to 4 carbon atoms, an alkenyl group, a nitro group, a halogen atom, and the like.

[0169] It should be noted that the above preferred number of carbon atoms does not include the number of carbon atoms of the substituent.

[0170] The above R 5In the above, x is an integer of 1 to 30, preferably an integer of 1 to 26, more preferably an integer of 1 to 18, further more preferably an integer of 1 to 4, particularly preferably an integer of 1 to 2; y is an integer of 1 to 5, preferably an integer of 1 to 4, more preferably 2 or 3. z is an integer of 1 to 18, preferably an integer of 1 to 4, more preferably an integer of 1 to 2.

[0171] The above R 8 The hydrocarbon group in can be set to be the same as the above R 5 The groups shown are the same. 8 The hydrocarbon group in is preferably an alkyl group having 1 to 18 carbon atoms from the viewpoint of excellent developability.

[0172] R 9 It is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and may be linear, branched or cyclic.

[0173] In addition, R in the structural unit represented by the above general formula (II) 5 , may be the same as or different from each other.

[0174] As the above R 5 , wherein it is preferably selected so as to be a substance having excellent compatibility with the solvent described later. Specifically, when, for example, the above-mentioned solvent is a glycol ether acetate-based, ether-based, ester-based solvent generally used as a solvent for a color resin composition for a color filter, a methyl group, an ethyl group, an isobutyl group, an n-butyl group, a 2-ethylhexyl group, a benzyl group, or the like is preferably used.

[0175] In addition, among the structural units constituting the B block, the above R 5 From the viewpoint of excellent developability and excellent suppression of developing residue, it is preferred to contain -[CH(R 6 )-CH(R 7 )-O] x -R 8 or -[(CH2) y -O] z -R 8 .

[0176] In addition, the R 5 The block copolymer may be substituted with a substituent such as an alkoxy group, a hydroxyl group, an epoxy group, or an isocyanate group. After the block copolymer is synthesized, the block copolymer may be reacted with a compound having the substituent to add the substituent.

[0177] In the present invention, the glass transition temperature (Tg) of the solvent-affinity block portion of the block copolymer may be appropriately selected. From the viewpoint of heat resistance, the glass transition temperature (Tg) of the solvent-affinity block portion is preferably 80°C or higher, more preferably 100°C or higher.

[0178] The glass transition temperature (Tg) of the solvent-affinity block portion of the present invention can be calculated according to the following formula: The glass transition temperatures of the colorant-affinity block portion and the block copolymer can also be calculated in the same manner.

[0179] 1 / Tg=∑(Xi / Tgi)

[0180] Here, the solvent-affinity block portion is copolymerized by n monomer components from i=1 to n. Xi is the weight percentage of the i-th monomer (∑Xi=1), and Tgi is the glass transition temperature (absolute temperature) of the homopolymer of the i-th monomer. Here, ∑ is the sum of i=1 to n. It should be noted that the value of the homopolymer glass transition temperature (Tgi) of each monomer can be the value of Polymer Handbook (3rd Edition) (J. Brandrup, EH Immergut (Wiley-Interscience, 1989)).

[0181] The number of constituent units constituting the block portion having solvent affinity may be appropriately adjusted within the range in which the dispersibility of the colorant is improved. However, from the viewpoint of effectively acting the solvent affinity portion and the colorant affinity portion to improve the dispersibility of the colorant, the number of constituent units constituting the block portion having solvent affinity is preferably 10 or more and 200 or less, more preferably 10 or more and 100 or less, and even more preferably 10 or more and 70 or less.

[0182] The solvent-affinity block portion may be selected so as to function as a solvent-affinity site, and the repeating unit constituting the solvent-affinity block portion may contain one type or two or more types of repeating units.

[0183] Among them, among the dispersants in the present invention, a polymer having a structure represented by the above general formula (II) and an amine value of 40 mgKOH / g to 120 mgKOH / g is preferably contained from the viewpoint of good dispersibility, no precipitation of foreign matter during coating film formation, and improved brightness and contrast.

[0184] When the amine value is within the above range, the viscosity stability over time or heat resistance is excellent, and the alkali developability and solvent re-solubility are also excellent. In the present invention, the amine value of the dispersant is preferably 80 mgKOH / g or more, and more preferably 90 mgKOH / g or more from the viewpoint of dispersibility and dispersion stability. On the other hand, from the viewpoint of solvent re-solubility, the amine value of the dispersant is preferably 110 mgKOH / g or less, and more preferably 105 mgKOH / g or less.

[0185] The amine value refers to the number of mg of potassium hydroxide equivalent to perchloric acid required to neutralize the amine components contained in 1 g of the sample, and can be measured by the method defined in JIS-K7237. When measured by this method, even if the amino group in the dispersant forms a salt with the organic acid compound, the organic acid compound usually dissociates, so the amine value of the block copolymer itself used as the dispersant can be measured.

[0186] The acid value of the dispersant used in the present invention is preferably 1 mgKOH / g or more in terms of the effect of suppressing the developer residue. Among them, from the viewpoint of a better effect of suppressing the developer residue, the acid value of the dispersant is more preferably 2 mgKOH / g or more. On the other hand, from the viewpoint of dispersibility and dispersion stability, the acid value of the dispersant is preferably 0 mgKOH / g. In addition, from the viewpoint of preventing the deterioration of developer adhesion and the deterioration of solvent re-solubility, the acid value of the dispersant is preferably 18 mgKOH / g or less as the upper limit. Among them, from the viewpoint of improving developer adhesion and solvent re-solubility, the acid value of the dispersant is more preferably 12 mgKOH / g or less, and even more preferably 8 mgKOH / g or less.

[0187] In the dispersant used in the present invention, the acid value of the block copolymer before forming the salt is preferably 1 mgKOH / g or more, more preferably 2 mgKOH / g or more. This is because the inhibitory effect of the developer residue is improved. On the other hand, the acid value of the block copolymer before forming the salt is preferably 0 mgKOH / g from the viewpoint of dispersibility and dispersion stability. In addition, the upper limit of the acid value of the block copolymer before forming the salt is preferably 18 mgKOH / g or less, more preferably 12 mgKOH / g or less, and further more preferably 8 mgKOH / g or less. This is because the developer adhesion and solvent resolubility become good.

[0188] In addition, in the present invention, the glass transition temperature of the dispersant is preferably 30°C or more from the viewpoint of improving the development adhesion. That is, the dispersant, regardless of whether it is a block copolymer before forming a salt or a salt-type block copolymer, preferably has a glass transition temperature of 30°C or more. If the glass transition temperature of the dispersant is low, especially when it is close to the developer temperature (usually around 23°C), there is a possibility that the development adhesion will decrease. This is presumed to be because if the glass transition temperature is close to the developer temperature, the movement of the dispersant during development becomes larger, resulting in a deterioration in the development adhesion. By having a glass transition temperature of 30°C or more, it is presumed that the molecular movement of the dispersant during development is suppressed, thereby suppressing the reduction in the development adhesion.

[0189] The glass transition temperature of the dispersant is preferably 32° C. or higher, more preferably 35° C. or higher, from the viewpoint of development adhesion. On the other hand, from the viewpoint of operability during use such as easy accurate weighing, it is preferably 200° C. or lower.

[0190] The glass transition temperature of the dispersant of the present invention can be determined by measuring with differential scanning calorimetry (DSC) in accordance with JIS K7121.

[0191] If the colorant concentration is increased and the dispersant content is increased, the colored resin layer is easily peeled off from the base substrate during development because the amount of binder is relatively reduced. The dispersant contains a B block having a constituent unit derived from a carboxyl group-containing monomer and has the above-mentioned specific acid value and glass transition temperature, so the development adhesion is improved. It is estimated that if the acid value is too high, although the developability is excellent, it is easy to peel off during development because the polarity is too high.

[0192] As described above, in the present invention, from the viewpoints of excellent colorant dispersion stability and improved contrast, and suppressing the generation of development residues when prepared as a colored resin composition, excellent solvent resolubility, and high development adhesion, the above-mentioned dispersant is preferably a polymer containing a structure represented by the above-mentioned general formula (I) and an amine value of 40 mgKOH / g or more and 120 mgKOH / g or less, and an acid value of 1 mgKOH / g or more and 18 mgKOH / g or less, and a glass transition temperature of 30°C or more.

[0193] As the above-mentioned carboxyl-containing monomer, a monomer that can be copolymerized with a monomer having a constituent unit shown in the general formula (I) and that contains an unsaturated double bond and a carboxyl group can be used. As such a monomer, for example (meth) acrylic acid, vinyl benzoic acid, maleic acid, maleic acid monoalkyl esters, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, acrylic acid dimer, etc. can be cited. In addition, the addition reaction product of a monomer having a hydroxyl group such as (meth) 2-hydroxyethyl acrylate and a cyclic acid anhydride such as maleic anhydride or phthalic anhydride, cyclohexane dicarboxylic anhydride, ω-carboxyl-polycaprolactone mono(meth)acrylate, etc. can also be utilized. In addition, anhydride-containing monomers such as maleic anhydride, itaconic anhydride, citraconic anhydride, etc. can also be used as a precursor of a carboxyl group. Among them, from the perspectives of copolymerizability, cost, solubility, glass transition temperature, etc., (meth) acrylic acid is particularly preferred.

[0194] The content ratio of the constituent units derived from the carboxyl group-containing monomer in the block copolymer before salt formation is not particularly limited and can be appropriately set so that the acid value of the block copolymer becomes within the range of the above-mentioned specific acid value. It is preferably 0.05 mass % to 4.5 mass %, more preferably 0.07 mass % to 3.7 mass %, relative to the total mass of the total constituent units of the block copolymer.

[0195] When the content ratio of the structural unit derived from the carboxyl group-containing monomer is at least the above lower limit, the effect of suppressing development residue is expressed, and when it is at most the above upper limit, deterioration of development adhesion and deterioration of solvent re-dissolution can be prevented.

[0196] In addition, the structural unit derived from the carboxyl group-containing monomer only needs to have the above-mentioned specific acid value, and may contain 1 type, or may contain 2 or more types of structural units.

[0197] In addition, from the viewpoint of making the glass transition temperature of the dispersant used in the present invention above a specific value and improving the developing adhesion, it is preferred that the monomers whose homopolymer glass transition temperature (Tgi) is 10°C or above account for 75% by mass or more, more preferably 85% by mass or more, in total in the B block.

[0198] In the block copolymer, the ratio m / n of the number of units m of the constituent units of the A block to the number of units n of the constituent units of the B block is preferably in the range of 0.05 to 1.5, and is more preferably in the range of 0.1 to 1.0 from the viewpoint of the dispersibility and dispersion stability of the colorant.

[0199] The weight average molecular weight Mw of the block copolymer is not particularly limited, but is preferably 1,000 to 20,000, more preferably 2,000 to 15,000, and even more preferably 3,000 to 12,000, from the viewpoint of improving the dispersibility and dispersion stability of the colorant.

[0200] Here, the weight average molecular weight (Mw) is determined by gel permeation chromatography (GPC) in terms of standard polystyrene. It should be noted that the above conditions are also applied to the macromonomer, salt-type block copolymer, and graft copolymer serving as the raw material of the block copolymer.

[0201] The method for producing the above-mentioned block copolymer is not particularly limited. Block copolymers can be produced by known methods, preferably by living polymerization. This is because it is not easy to cause chain transfer or deactivation, and copolymers with uniform molecular weight can be produced, and dispersibility can be improved. As living polymerization methods, living anionic polymerization methods such as living free radical polymerization, group transfer polymerization, and living cationic polymerization methods can be cited. By these methods, monomers are polymerized in sequence to produce copolymers. For example, A block is first produced, and then A block and the constituent units constituting B block are polymerized, thereby block copolymers can be produced. In addition, in the above-mentioned production method, the polymerization order of A block and B block can also be reversed. In addition, A block and B block can also be produced separately, and then A block and B block are coupled.

[0202] Specific examples of such a block copolymer having a block portion containing a structural unit represented by the general formula (I) and a block portion having solvent affinity include block copolymers described in Japanese Patent No. 4911253.

[0203] In the present invention, from the viewpoint of the dispersibility or dispersion stability of the colorant, it is also preferred to use as a dispersant a substance obtained by forming a salt with an organic acid compound or a halogenated hydrocarbon with at least a part of the amino groups in the polymer containing the structural unit represented by the above general formula (I) (hereinafter, such a polymer may be referred to as a salt-type polymer).

[0204] Among them, from the viewpoint of excellent dispersibility and dispersion stability of the colorant, the polymer containing the repeating unit having a tertiary amine is preferably a block copolymer, and the organic acid compound is an acidic organic phosphorus compound such as phenylphosphonic acid or phenylphosphinic acid. As a specific example of the organic acid compound used as such a dispersant, the organic acid compounds recorded in Japanese Patent Laid-Open Gazette No. 2012-236882 can be cited as preferred examples.

[0205] In addition, as the halogenated hydrocarbon, from the viewpoint of excellent dispersibility and dispersion stability of the colorant, at least one of allyl halides such as allyl bromide and benzyl chloride and aralkyl halides is preferred.

[0206] In the colorant dispersion of the present invention, at least one polymer having a structural unit represented by the general formula (I) is used as a dispersant, and its content is appropriately selected according to the type of colorant used and the solid content concentration in the color resin composition for color filter described below.

[0207] The content of the dispersant is preferably 3 parts by mass or more and 45 parts by mass or less, more preferably 5 parts by mass or more and 35 parts by mass or less, based on 100 parts by mass of the total solid content in the colorant dispersion from the viewpoint of dispersibility and dispersion stability.

[0208] In particular, when forming a coating film or a colored layer with a high colorant concentration, the content of the dispersant is preferably 3 parts by mass or more and 25 parts by mass or less, and more preferably 5 parts by mass or more and 20 parts by mass or less, relative to 100 parts by mass of the total solid content in the colorant dispersion.

[0209] It should be noted that in the present invention, the solid content refers to everything other than the above-mentioned solvent, and also includes monomers dissolved in the solvent.

[0210] <Solvent>

[0211] The solvent used in the present invention is not particularly limited as long as it is an organic solvent that does not react with the components in the colorant dispersion and can dissolve or disperse them. The solvent may be used alone or in combination of two or more.

[0212] Specific examples of the solvent include alcohol solvents such as methanol, ethanol, isopropanol, and methoxy alcohol; carbitol solvents such as methoxyethoxyethanol and ethoxyethoxyethanol; ester solvents such as ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, ethyl lactate, methyl hydroxypropionate, ethyl hydroxypropionate, n-butyl acetate, isobutyl acetate, n-butyl butyrate, and cyclohexanol acetate; ketone solvents such as acetone, methyl ethyl ketone, cyclohexanone, and 2-heptanone; glycol ether acetate solvents such as methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1-butyl acetate, 3-methoxybutyl acetate, and ethoxyethyl acetate; methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, and ethoxyethoxyethyl acetate. Carbitol acetate solvents such as acetate and butyl carbitol acetate (BCA); diacetates such as propylene glycol diacetate and 1,3-butanediol diacetate; glycol ether solvents such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol ethyl methyl ether, propylene glycol monomethyl ether, and dipropylene glycol dimethyl ether; aprotic amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone; lactone solvents such as γ-butyrolactone; cyclic ether solvents such as tetrahydrofuran; unsaturated hydrocarbon solvents such as benzene, toluene, xylene, and naphthalene; saturated hydrocarbon solvents such as N-heptane, N-hexane, and N-octane; aromatic hydrocarbons such as toluene and xylene, and other organic solvents. Among these solvents, glycol ether acetate solvents, carbitol acetate solvents, glycol ether solvents, and ester solvents are more suitable from the viewpoint of solubility of other components. Among them, as the solvent used in the present invention, from the viewpoint of solubility of other components and coating suitability, it is preferred to select one or more from the group consisting of propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 2-methoxyethyl acetate, propylene glycol monomethyl ether, diethylene glycol ethyl methyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl lactate, methyl 2-hydroxypropionate, and 3-methoxybutyl acetate.

[0213] In addition, from the viewpoint of developability, solvent re-dissolution, and the like, it is also preferred to use a mixed solvent containing two or more solvents.

[0214] When a mixed solvent is used, the above-mentioned glycol ether acetate solvent is preferably used as the first solvent for reasons of high safety, moderate volatility, moderate solubility and good dispersibility. Among them, 2-methoxyethyl acetate or propylene glycol monomethyl ether acetate having a boiling point (referring to the boiling point under atmospheric pressure, the same applies hereinafter) of less than 150° C. is more preferred, and propylene glycol monomethyl ether acetate (PGMEA) is particularly preferred.

[0215] As the second solvent (solvent other than the first solvent), a solvent having an alcoholic hydroxyl group or a solvent having a boiling point of 150° C. or higher is preferred. The second solvent may be used alone or in combination of two or more.

[0216] When a solvent having an alcoholic hydroxyl group is used as the second solvent, dispersibility becomes good and solvent re-dissolution properties tend to become good.

[0217] Examples of solvents having alcoholic hydroxyl groups include the above-mentioned alcohol solvents, the above-mentioned carbitol solvents, and the above-mentioned glycol ether solvents. Specific examples include propylene glycol monomethyl ether (boiling point 121° C.), 3-methoxy-3-methyl-1-butanol (boiling point 174° C.), and the like.

[0218] When a mixed solvent is used, the content of the solvent having an alcoholic hydroxyl group is preferably 10% by mass or less, more preferably 5% by mass or less, and further more preferably 2% by mass or less in the total solvent. In addition, it is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and further more preferably 1% by mass or more.

[0219] When the content is within the above range, the solubility of the dispersant is likely to be improved, and since dissolution of the dispersant in the first solvent is not inhibited, dispersion stability is likely to be improved.

[0220] When the first solvent has a boiling point of less than 150° C., if a solvent having a boiling point of 150° C. or higher is used as the second solvent, uneven drying and generation of foreign matter are less likely to occur, and solvent resolubility is also likely to be improved.

[0221] Examples of solvents having a boiling point of 150°C or higher include diethylene glycol ethyl methyl ether (boiling point 179°C), 3-methoxy-3-methyl-1-butyl acetate (boiling point 188°C), diethylene glycol ethyl methyl ether (boiling point 179°C), and 3-methoxybutyl acetate (boiling point 172°C).

[0222] When a mixed solvent is used, the content of the solvent having a boiling point of 150° C. or higher is preferably 40% by mass or less, more preferably 30% by mass or less, and preferably 3% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more in the total solvent.

[0223] When the amount is within the above range, uneven drying is unlikely to occur, and the drying time is not excessively long, so that productivity is likely to be good.

[0224] The boiling point of the above-mentioned "solvent having a boiling point of 150° C. or higher" is preferably 240° C. or lower, particularly preferably 200° C. or lower, from the viewpoint of not taking too long a drying time.

[0225] In the colorant dispersion of the present invention, the above solvent is usually preferably in the range of 55 mass % or more and 95 mass % or less, preferably in the range of 65 mass % or more and 90 mass % or less, and more preferably in the range of 70 mass % or more and 88 mass % or less, relative to the total amount of the colorant dispersion containing the solvent. If the solvent is too little, the viscosity increases and the dispersibility is easily reduced. In addition, if the solvent is too much, the colorant concentration is reduced and it is difficult to achieve the target chromaticity coordinates.

[0226] <Other ingredients>

[0227] The colorant dispersion of the present invention may further contain a dispersion aid resin and other components as needed without impairing the effects of the present invention.

[0228] Examples of the dispersion auxiliary resin include the alkali-soluble resins exemplified in the color filter color resin composition described below. The alkali-soluble resins provide steric hindrance to prevent the colorant particles from contacting each other, thereby stabilizing the dispersion and reducing the amount of the dispersant.

[0229] Examples of other components include surfactants for improving wettability, silane coupling agents for improving adhesion, defoamers, shrinkage inhibitors, antioxidants, anti-aggregating agents, and ultraviolet absorbers.

[0230] The colorant dispersion of the present invention is used as a preparatory preparation for modulating the color resin composition for color filter described later. That is, the so-called colorant dispersion is a relatively high colorant dispersion of P / V (colorant component mass in the composition) / (solid component mass other than the colorant component in the composition) prepared in the previous stage of modulating the color resin composition for color filter described later. Specifically, the ratio of (colorant component mass in the composition) / (solid component mass other than the colorant component in the composition) is usually 1.0 or more. By mixing the colorant dispersion with each component described later, a color resin composition for color filter with excellent dispersibility can be modulated.

[0231] [Method for producing colorant dispersion]

[0232] In the present invention, the method for producing the colorant dispersion is not particularly limited as long as it is a method in which the colorant is dispersed in a solvent using the dispersant. However, from the viewpoint of excellent dispersibility and dispersion stability of the colorant, it is preferably any of the following two production methods.

[0233] That is, the first method for producing a colorant dispersion of the present invention comprises: a step of preparing the above-mentioned dispersant; and a step of dispersing the colorant in a solvent in the presence of the above-mentioned dispersant. In the solvent in the presence of the above-mentioned dispersant, two or more colorants may be co-dispersed, or one or more colorants may be dispersed or co-dispersed and then two or more colorant dispersions may be mixed, thereby obtaining the colorant dispersion of the present invention.

[0234] In addition, the second method for producing a colorant dispersion of the present invention when using a dispersant that is a salt-type block copolymer comprises: mixing a solvent, the block copolymer, the organic acid compound, the halogenated hydrocarbon and the colorant, and dispersing the colorant while forming a salt with at least a part of the terminal nitrogen site of the constituent unit represented by the general formula (I) and the organic acid compound and the halogenated hydrocarbon. In the case of dispersing the colorant while forming a salt, two or more colorants may be co-dispersed, or one or more colorants may be dispersed or co-dispersed and then two or more colorant dispersions may be mixed, thereby obtaining the colorant dispersion of the present invention.

[0235] In the first production method and the second production method, the colorant can be dispersed using a conventionally known disperser.

[0236] Specific examples of the disperser include roller mills such as double roll mills and triple roll mills, ball mills such as ball mills and vibration ball mills, bead mills such as paint conditioners, continuous disc bead mills, and continuous annular bead mills. Regarding the preferred dispersion conditions of the bead mill, the diameter of the beads used is preferably 0.03 mm or more and 3.0 mm or less, and more preferably 0.05 mm or more and 2.0 mm or less.

[0237] [Coloring resin composition for color filter]

[0238] The color resin composition for color filter of the present invention contains a colorant, a dispersant, a binder component, and a solvent, and is characterized in that:

[0239] The colorant contains a red colorant and a yellow colorant;

[0240] The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of the azo compound represented by the general formula (A) and azo compounds of tautomeric structures; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the general formula (B);

[0241] The above-mentioned dispersant is a polymer having a structural unit represented by the above-mentioned general formula (I).

[0242] The colored resin composition for color filter of the present invention has excellent colorant dispersion stability similar to the colorant dispersion of the present invention, and can form a colored layer having a reduced retardation value, high brightness, high contrast, and excellent color reproducibility as described in the section of the colorant dispersion of the present invention.

[0243] The color resin composition for color filter of the present invention contains at least a colorant, a dispersant, a binder component and a solvent, and may further contain other components within the range that does not impair the effect of the present invention. The components contained in the color resin composition for color filter of the present invention are described below, but the red colorant, the above-mentioned specific yellow colorant, the dispersant and the solvent, which are essential components of the colorant, are the same as those described in the colorant dispersion of the present invention, so the description is omitted here.

[0244] <Colorant>

[0245] The colorant in the colored resin composition for color filter of the present invention contains a red colorant and the above-mentioned specific yellow colorant as essential components, but other colorants may be used in combination in order to adjust the color tone.

[0246] The material that can develop the desired color when forming the coloring layer of the color filter is not particularly limited, and various organic pigments, inorganic pigments, and dispersible dyes can be used alone or in a mixture of two or more. Among them, organic pigments are preferably used because of their high color development and high heat resistance. As organic pigments, for example, compounds classified as pigments in the color index (CI; issued by The Society of Dyers and Colourists) can be cited, and specifically, materials with the following color index (CI) numbers can be cited.

[0247] In addition, as the above-mentioned dye that can be dispersed, various substituents can be given to the dye or a known lake (salt-making) method can be used to insolubilize the solvent, thereby the dye that can be dispersed, or the dye that can be dispersed by combining a solvent with low solubility. By using this kind of dye that can be dispersed in combination with the above-mentioned dispersant, the dispersibility and dispersion stability of the dye can be improved.

[0248] As the dye that can be dispersed, it can be appropriately selected from existing known dyes. As such dyes, for example, azo dyes, metal complex azo dyes, anthraquinone dyes, triphenylmethane dyes, xanthene dyes, cyanine dyes, naphthoquinone dyes, quinone imine dyes, methine dyes, phthalocyanine dyes etc. can be mentioned.

[0249] It should be noted that, as a standard, if the amount of the dye dissolved is 10 mg or less relative to 10 g of the solvent (or mixed solvent), it can be determined that the dye is dispersible in the solvent (or mixed solvent).

[0250] As other coloring agents, it is preferable to use other yellow coloring agents and orange coloring agents not included in the above-mentioned red coloring agents.

[0251] Examples of other coloring agents include the following, but are not limited to these.

[0252] As other yellow coloring agents, CI Pigment Yellow 1, 3, 11, 12, 13, 14, 15, 16, 17, 20, 24, 31, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 167, 168, 175, 180 and 185 can be mentioned.

[0253] In the colored resin composition for color filter of the present invention, the content ratio of the red colorant relative to the entire colorant may be appropriately adjusted according to the desired chromaticity, and is not particularly limited.

[0254] Among them, from the viewpoint of reducing the phase difference value and at the same time broadening the color reproducibility and improving the contrast, the red colorant is preferably contained in an amount of 35 mass % to 99 mass % based on the total amount of the colorant, more preferably 40 mass % to 98 mass %, and even more preferably 45 mass % to 97 mass %.

[0255] In addition, from the viewpoint of reducing the phase difference value and at the same time broadening the color reproducibility and improving the contrast, the total content of the yellow colorant is preferably 1 mass % to 65 mass % relative to the total amount of the colorant, more preferably 2 mass % to 60 mass % or less, and even more preferably 3 mass % to 55 mass % or less.

[0256] In the coloring resin composition for color filters of the present invention, the total content of at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of the azo compound represented by the above general formula (A) and the azo compound of its tautomeric structure, and ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn, and the compound represented by the above general formula (B) (the above-mentioned specific yellow colorant) is appropriately adjusted according to the desired chromaticity and is not particularly limited. Among them, from the viewpoint of reducing the phase difference value and at the same time widening the color reproducibility and improving the contrast, the total content of the above-mentioned specific yellow colorant is preferably 10% by mass or more and 100% by mass or less, more preferably 15% by mass or more and 100% by mass or less, further more preferably 20% by mass or more and 100% by mass or less, and further more preferably 25% by mass or more and 100% by mass or less, relative to the total amount of the yellow colorant.

[0257] In addition, in the color resin composition for color filters of the present invention, the colorant may further contain a red colorant and other colorants other than the yellow colorant within a range that does not impair the effects of the present invention, and the total content of the red colorant and the yellow colorant is preferably 60% by mass or more and 100% by mass or less, more preferably 70% by mass or more and 100% by mass or less, and even more preferably 80% by mass or more and 100% by mass or less relative to the total amount of the colorant.

[0258] <Binder ingredients>

[0259] The color resin composition for color filter of the present invention contains a binder component for film-forming properties and adhesion to the coated surface. In order to give sufficient hardness to the coating film, it is preferably contained a curable binder component. There is no particular limitation on the curable binder component, and the curable binder component known to form the color layer of the color filter can be appropriately used.

[0260] As the curable adhesive component, for example, a substance containing the following components can be used: a photocurable adhesive component containing a photocurable resin that can be polymerized and cured by visible light, ultraviolet light, electron beams, etc.; a thermosetting adhesive component containing a thermosetting resin that can be polymerized and cured by heating.

[0261] When a photolithography process is used to form the colored layer, a photosensitive adhesive component having alkali developability is preferably used. In addition to the photosensitive adhesive component, a thermosetting adhesive component may be further used.

[0262] As the photosensitive adhesive component, there can be mentioned positive photosensitive adhesive components and negative photosensitive adhesive components. As the positive photosensitive adhesive component, there can be mentioned a system containing an alkali-soluble resin and an o-quinonediazide group-containing compound as a photosensitivity imparting component.

[0263] On the other hand, as the negative-type photosensitive binder component, a system containing at least an alkali-soluble resin, a polyfunctional monomer, and a photoinitiator is preferably used.

[0264] In the colored resin composition for color filters of the present invention, a negative photosensitive binder component is preferred from the viewpoint of being able to easily form a pattern by photolithography using an existing process.

[0265] Hereinafter, the alkali-soluble resin, the multifunctional monomer, and the photoinitiator constituting the negative photosensitive binder component will be specifically described.

[0266] (Alkali soluble resin)

[0267] The alkali-soluble resin of the present invention has an acidic group and can function as a binder resin. The alkali-soluble resin can be appropriately selected from resins soluble in an alkali developer used for pattern formation.

[0268] In the present invention, the alkali-soluble resin may have an acid value of 40 mgKOH / g or more.

[0269] The preferred alkali-soluble resin in the present invention is a resin having an acidic group, usually a carboxyl group, and specifically includes: acrylic resins such as acrylic copolymers having a carboxyl group and styrene-acrylic copolymers having a carboxyl group, epoxy (meth) acrylate resins having a carboxyl group, etc. Among them, it is particularly preferred to have a carboxyl group in the side chain and further have a photopolymerizable functional group such as an ethylenically unsaturated group in the side chain. This is because by containing a photopolymerizable functional group, the film strength of the formed cured film can be improved. In addition, acrylic resins such as these acrylic copolymers and styrene-acrylic copolymers, and epoxy acrylate resins can also be mixed and used in two or more kinds.

[0270] Acrylic resins such as acrylic copolymers having a structural unit having a carboxyl group and styrene-acrylic copolymers having a carboxyl group are (co)polymers obtained by (co)polymerizing a carboxyl-containing ethylenically unsaturated monomer and, if necessary, other copolymerizable monomers by a known method.

[0271] As the ethylenically unsaturated monomer containing a carboxyl group, for example (meth) acrylic acid, vinyl benzoic acid, maleic acid, maleic acid monoalkyl ester, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, acrylic acid dimer, etc. can be mentioned. In addition, the addition reaction product of the monomer having a hydroxyl group such as (meth) 2-hydroxyethyl acrylate and the cyclic acid anhydride such as maleic anhydride or phthalic anhydride, cyclohexane dicarboxylic anhydride, ω-carboxyl-polycaprolactone mono(meth) acrylate, etc. can also be utilized. In addition, the anhydride-containing monomers such as maleic anhydride, itaconic anhydride, citraconic anhydride can also be used as the precursor of the carboxyl group. Among them, from the viewpoints of copolymerizability, cost, solubility, glass transition temperature, etc., (meth) acrylic acid is particularly preferred.

[0272] Regarding the alkali-soluble resin, it is preferred to further have a hydrocarbon ring from the viewpoint of excellent adhesion of the coloring layer. By having a hydrocarbon ring as a bulky group in the alkali-soluble resin, shrinkage during curing is suppressed, peeling from the substrate is alleviated, and adhesion to the substrate is improved. In addition, the present inventors have found that by using an alkali-soluble resin having a hydrocarbon ring, the solvent resistance of the resulting coloring layer can be suppressed, especially the swelling of the coloring layer can be suppressed. The role of this has not yet been clarified, but it is speculated that by containing a bulky hydrocarbon ring in the coloring layer, the molecular motion in the coloring layer can be suppressed, resulting in a higher coating strength and suppression of swelling caused by the solvent.

[0273] Examples of such hydrocarbon rings include aliphatic hydrocarbon rings optionally having substituents, aromatic hydrocarbon rings optionally having substituents, and combinations thereof. The hydrocarbon rings optionally have substituents such as alkyl groups, carbonyl groups, carboxyl groups, oxycarbonyl groups, acylamino groups, hydroxyl groups, nitro groups, amino groups, and halogen atoms.

[0274] The hydrocarbon ring may be contained as a monovalent group or may be contained as a divalent or higher-valent group.

[0275] Specific examples of hydrocarbon rings include aliphatic hydrocarbon rings such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, norbornane, tricyclo[5.2.1.0(2,6)]decane (dicyclopentane), and adamantane; aromatic hydrocarbon rings such as benzene, naphthalene, anthracene, phenanthrene, and fluorene; chain polycyclic rings such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, and stilbene; or cardol structure (9,9-diarylfluorene) and the like.

[0276] As the hydrocarbon ring, from the viewpoint of improving the heat resistance and adhesion of the colored layer and improving the brightness of the obtained colored layer, it is preferred that the hydrocarbon ring contains an aliphatic hydrocarbon ring.

[0277] In addition, from the viewpoint of improving the curability of the colored layer and improving the solvent resistance ((NMP swelling inhibition property), it is particularly preferred to contain the above-mentioned Cardol structure.

[0278] The alkali-soluble resin also preferably has a cross-linked hydrocarbon ring which is an aliphatic hydrocarbon ring having a structure in which two or more rings share two or more atoms.

[0279] Specific examples of the crosslinked hydrocarbon ring include norbornane, isobornane, adamantane, tricyclo[5.2.1.0(2,6)]decane, tricyclo[5.2.1.0(2,6)]decene, tricyclopentene, tricyclopentane, tricyclopentadiene, and dicyclopentadiene; and groups in which a part of these groups is substituted with a substituent.

[0280] Examples of the substituent include an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, a hydroxyl group, a carbonyl group, a nitro group, an amino group, and a halogen atom.

[0281] The number of carbon atoms in the crosslinked hydrocarbon ring is preferably 5 or more, particularly preferably 7 or more, from the viewpoint of compatibility with other materials and solubility in an alkali developer, and preferably 12 or less, particularly preferably 10 or less, to the upper limit.

[0282] In addition, the alkali-soluble resin preferably has a maleimide structure represented by the following general formula (III).

[0283] [Chemistry 12]

[0284] General formula (III)

[0285]

[0286] [In the general formula (III), R M is an optionally substituted hydrocarbon ring.]

[0287] When the alkali-soluble resin has a maleimide structure represented by the general formula (III), since it has a nitrogen atom in the hydrocarbon ring, it has excellent compatibility with the alkaline dispersant which is a polymer having a constituent unit represented by the general formula (I) above, and the development speed is fast, thereby improving the effect of suppressing development residue.

[0288] R of the general formula (III) M In the above, specific examples of the optionally substituted hydrocarbon ring include the same specific examples of the hydrocarbon ring described above.

[0289] Examples thereof include aliphatic hydrocarbon rings such as cyclopentyl, cyclohexyl and cyclooctyl, aromatic hydrocarbon rings such as phenyl, methylphenyl, ethylphenyl, dimethylphenyl, diethylphenyl, methoxyphenyl, benzyl, hydroxyphenyl and naphthyl, and groups in which a part of these groups is substituted with a substituent.

[0290] In the alkali-soluble resin used in the present invention, in addition to the structural unit having a carboxyl group, it is preferable to use an acrylic copolymer having a structural unit having a hydrocarbon ring, from the viewpoint that the amount of each structural unit can be easily adjusted and the function of the structural unit can be easily improved by increasing the amount of the structural unit having the hydrocarbon ring.

[0291] The acrylic copolymer including the structural unit having a carboxyl group and the above-mentioned hydrocarbon ring can be produced by using an ethylenically unsaturated monomer having a hydrocarbon ring as the above-mentioned “other copolymerizable monomer”.

[0292] Examples of the ethylenically unsaturated monomer having a hydrocarbon ring include cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, isobornyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and styrene. From the viewpoint of achieving a greater effect of maintaining the cross-sectional shape of the colored layer after development during a heat treatment, it is preferred to use at least one selected from the group consisting of cyclohexyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, benzyl (meth)acrylate, and styrene.

[0293] In addition, the alkali-soluble resin used in the present invention preferably has an olefinic double bond in the side chain. In the case of having an olefinic double bond, in the curing process of the resin composition during color filter manufacturing, the alkali-soluble resins can form crosslinking bonds with each other or with a multifunctional monomer. The film strength of the cured film is further improved, the development resistance is improved, and the thermal shrinkage of the cured film is suppressed, and the adhesion between the cured film and the substrate becomes excellent.

[0294] The method for introducing olefinic double bonds into the alkali-soluble resin can be appropriately selected from the conventionally known methods. For example, a method of introducing olefinic double bonds into the side chain by adding a compound having both an epoxy group and an olefinic double bond in the molecule, such as glycidyl (meth)acrylate, to the carboxyl group of the alkali-soluble resin; a method of introducing olefinic double bonds into the side chain by introducing a constituent unit having a hydroxyl group into the copolymer in advance and then adding a compound having an isocyanate group and an olefinic double bond in the molecule.

[0295] The alkali-soluble resin of the present invention may further contain other structural units such as structural units having ester groups, such as methyl (meth)acrylate and ethyl (meth)acrylate. The structural unit having an ester group functions not only as a component that suppresses the alkali solubility of the coloring resin composition for color filters, but also as a component that improves the solubility in solvents and the solvent resolubility.

[0296] The alkali-soluble resin of the present invention is preferably an acrylic resin such as an acrylic copolymer and a styrene-acrylic copolymer having a structural unit having a carboxyl group and a structural unit having a hydrocarbon ring, and more preferably an acrylic resin such as an acrylic copolymer and a styrene-acrylic copolymer having a structural unit having a carboxyl group, a structural unit having a hydrocarbon ring, and a structural unit having an olefinic double bond.

[0297] The alkali-soluble resin can be prepared to have desired properties by appropriately adjusting the charge amount of each constituent unit.

[0298] The amount of the carboxyl-containing ethylenically unsaturated monomers charged is preferably 5% by mass or more, more preferably 10% by mass or more, relative to the total amount of monomers, from the viewpoint of obtaining a good pattern. On the other hand, from the viewpoints of suppressing the film roughness of the pattern surface after development, the amount of the carboxyl-containing ethylenically unsaturated monomers charged is preferably 50% by mass or less, more preferably 40% by mass or less, relative to the total amount of monomers.

[0299] If the proportion of the carboxyl-containing ethylenically unsaturated monomer is above the above lower limit, the resulting coating film has sufficient solubility in an alkaline developer. In addition, if the proportion of the carboxyl-containing ethylenically unsaturated monomer is below the above upper limit, during development with an alkaline developer, the formed pattern is less likely to fall off the substrate and the film on the pattern surface tends to be rough.

[0300] In addition, in acrylic resins such as acrylic copolymers and styrene-acrylic copolymers having structural units having ethylenic double bonds, which can be more preferably used as alkali-soluble resins, the content of the compound having both an epoxy group and an ethylenic double bond is preferably 10% by mass to 95% by mass, more preferably 15% by mass to 90% by mass, relative to the charge amount of the carboxyl-containing ethylenically unsaturated monomer.

[0301] The preferred weight average molecular weight (Mw) of the carboxyl group-containing copolymer is preferably in the range of 1,000 to 50,000, more preferably 3,000 to 20,000. When it is less than 1,000, the binder function after curing may be significantly reduced, and when it exceeds 50,000, it may be difficult to form a pattern during development with an alkaline developer.

[0302] The weight average molecular weight (Mw) of the carboxyl group-containing copolymer can be measured by Shodex GPC System-21H using polystyrene as a standard substance and THF as an eluent.

[0303] The epoxy (meth)acrylate resin having a carboxyl group is not particularly limited, but an epoxy (meth)acrylate compound obtained by reacting a reaction product of an epoxy compound and an unsaturated group-containing monocarboxylic acid with an acid anhydride is suitable.

[0304] The epoxy compound, the unsaturated group-containing monocarboxylic acid and the acid anhydride can be appropriately selected from known ones and used. The epoxy (meth)acrylate resin having a carboxyl group may be used alone or in combination of two or more.

[0305] From the viewpoint of the developability (solubility) in the alkaline aqueous solution used in the developer, the alkali-soluble resin is preferably a resin having an acid value of 50 mgKOH / g or more. From the viewpoint of the developability (solubility) in the alkaline aqueous solution used in the developer and the viewpoint of the adhesion to the substrate, the acid value of the alkali-soluble resin is preferably 70 mgKOH / g or more and 300 mgKOH / g or less, and preferably 80 mgKOH / g or more and 280 mgKOH / g or less.

[0306] In addition, in this invention, the acid value can be measured according to JIS K 0070.

[0307] The ethylenic unsaturated bond equivalent when the side chain of the alkali-soluble resin has an ethylenic unsaturated group is preferably in the range of 100 to 2000, and particularly preferably in the range of 140 to 1500, from the viewpoint of obtaining the effect of improving the film strength of the cured film, improving the development resistance, and excellent adhesion to the substrate. If the ethylenic unsaturated bond equivalent is 2000 or less, the development resistance and adhesion are excellent. In addition, if it is 100 or more, since the proportion of other structural units such as the structural unit having a carboxyl group and the structural unit having a hydrocarbon ring can be relatively increased, the developability and heat resistance are excellent.

[0308] Here, the ethylenically unsaturated bond equivalent refers to the weight average molecular weight per 1 mol of the ethylenically unsaturated bonds in the alkali-soluble resin, and is represented by the following mathematical formula (1).

[0309] Mathematical formula (1)

[0310] Ethylenically unsaturated bond equivalent (g / mol) = W (g) / M (m0l)

[0311] (In mathematical formula (1), W represents the mass (g) of the alkali-soluble resin, and M represents the number of moles (mol) of olefinic double bonds contained in the alkali-soluble resin W (g).)

[0312] The ethylenically unsaturated bond equivalent can be calculated by measuring the number of ethylenic double bonds contained per gram of the alkali-soluble resin in accordance with the test method for iodine value described in JIS K 0070:1992, for example.

[0313] The alkali-soluble resin used in the coloring resin composition for color filters may be used alone or in combination of two or more, and its content is not particularly limited. The alkali-soluble resin is preferably 5% by mass or more and 60% by mass or less, more preferably 10% by mass or more and 40% by mass or less, relative to the total solid content of the coloring resin composition for color filters. If the content of the alkali-soluble resin is above the lower limit, sufficient alkali developability is easily obtained. In addition, if the content of the alkali-soluble resin is below the upper limit, it is easy to suppress film roughness and pattern shedding during development.

[0314] (Multifunctional monomer)

[0315] The polyfunctional monomer used in the color resin composition for color filters is not particularly limited as long as it is a substance that can be polymerized using the above-mentioned photoinitiator. Generally, a compound having two or more ethylenically unsaturated double bonds is preferably used, and a polyfunctional (meth)acrylate having two or more acryloyl groups or methacryloyl groups is particularly preferred.

[0316] As such a polyfunctional (meth)acrylate, it is possible to appropriately select and use it from conventionally known ones, and specific examples thereof include those described in JP-A-2013-029832.

[0317] These multifunctional (meth)acrylates may be used alone or in combination of two or more. In addition, when the color resin composition for color filter of the present invention is required to have excellent photocurability (high sensitivity), the multifunctional monomer preferably has three (trifunctional) or more polymerizable double bonds, preferably poly (meth)acrylates of trivalent or more polyols, and their dicarboxylic acid modified products, specifically, preferably: trimethylolpropane tri (meth)acrylate, pentaerythritol tri (meth)acrylate, succinic acid modified product of pentaerythritol tri (meth)acrylate, pentaerythritol tetra (meth)acrylate, dipentaerythritol tetra (meth)acrylate, dipentaerythritol penta (meth)acrylate, succinic acid modified product of dipentaerythritol penta (meth)acrylate, dipentaerythritol hexa (meth)acrylate, etc.

[0318] The content of the polyfunctional monomer used in the color resin composition for color filters is not particularly limited, and the polyfunctional monomer is preferably in the range of 5% by mass or more and 60% by mass or less, more preferably 10% by mass or more and 40% by mass or less, relative to the total solid content of the color resin composition for color filters. If the content of the polyfunctional monomer is above the lower limit, photocuring is sufficiently advanced and the elution of the exposed part during development can be suppressed. In addition, if the content of the polyfunctional monomer is below the upper limit, alkali developability is sufficient.

[0319] (Photoinitiator)

[0320] There is no restriction|limiting in particular as an initiator used for the color resin composition for color filters of this invention, From various existing initiators, it can use 1 type or use 2 or more types in combination.

[0321] Examples of the initiator include aromatic ketones, benzoin ethers, halomethyl oxadiazole compounds, α-aminoketones, bisimidazoles, N,N-dimethylaminobenzophenone, halomethyl-s-triazine compounds, thioxanthone, and the like. Specific examples of the initiator include aromatic ketones such as benzophenone, 4,4'-bisdiethylaminobenzophenone, and 4-methoxy-4'-dimethylaminobenzophenone, benzoin ethers such as benzoin methyl ether, benzoins such as ethylbenzoin, bisimidazoles such as 2-(o-chlorophenyl)-4,5-phenylimidazole dimer, halomethyl oxadiazole compounds such as 2-trichloromethyl-5-(p-methoxyphenyl)-1,3,4-oxadiazole, and 2-trichloromethyl-5-(p-methoxyphenyl)-1,3,4-oxadiazole. -(4-butoxy-naphthalen-1-yl)-4,6-bis-trichloromethyl-s-triazine and other halomethyl-s-triazine compounds, 2,2-dimethoxy-1,2-diphenylethane-1-one, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinoacetone, 1,2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1,1-hydroxy-cyclohexyl-phenyl ketone, benzyl, benzoylbenzoic acid, Benzoylbenzoic acid methyl ester, 4-benzoyl-4'-methyl diphenyl sulfide, benzyl methyl ketal, dimethylaminobenzoate, isopentyl p-dimethylaminobenzoate, 2-n-butoxyethyl-4-dimethylaminobenzoate, 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 4-benzoyl-methyl diphenyl sulfide, 1-hydroxy-cyclohexyl-phenyl ketone, 2-benzyl- 2-(Dimethylamino)-1-[4-(4-morpholinyl)phenyl]-1-butanone, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]-1-butanone, α-dimethoxy-α-phenylacetophenone, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone, and the like.

[0322] Among them, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone, 4,4'-bis(diethylamino)benzophenone, and diethylthioxanthone are preferably used. From the viewpoint of adjusting sensitivity, suppressing water bleeding, and improving development resistance, a combination of an α-aminoacetophenone-based initiator such as 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one and a thioxanthone-based initiator such as diethylthioxanthone is more preferred.

[0323] When an α-aminoacetophenone-based initiator and a thioxanthone-based initiator are used, their total content is preferably 5% by mass or more and 15% by mass or less relative to the total solid content of the colored resin composition. If the initiator amount is 15% by mass or less, it is preferred because the sublimation products in the manufacturing process are reduced. If the initiator amount is 5% by mass or more, the development resistance such as water bleeding is improved.

[0324] In the present invention, from the viewpoint of improving sensitivity, the initiator preferably contains an oxime ester photoinitiator. By using an oxime ester photoinitiator, it is easy to suppress the line width deviation within the surface when forming a fine line pattern. Furthermore, by using an oxime ester photoinitiator, there is a tendency for the effect of improving developability and suppressing the occurrence of water seepage to become higher. It should be noted that the so-called water seepage refers to the phenomenon that if a component that improves alkali developability is used, traces such as water seepage are produced after alkali development and washing with pure water. This kind of water seepage disappears after post-baking, so it is not a problem for the product, but after development, when the appearance of the pattern surface is inspected, it will be detected as uneven abnormality, resulting in the problem of being unable to distinguish between normal products and abnormal products. Therefore, if the inspection sensitivity of the inspection device is reduced during the appearance inspection, the yield of the final color filter product will be reduced, which becomes a problem.

[0325] From the viewpoint of reducing contamination of the color resin composition for color filters and contamination of the device caused by decomposition products, the oxime ester-based photoinitiator preferably has an aromatic ring, more preferably has a condensed ring containing an aromatic ring, and still more preferably has a condensed ring containing a benzene ring and a heterocyclic ring.

[0326] As the oxime ester photoinitiator, it can be appropriately selected from the oxime ester photoinitiators described in 1,2-octanedione-1-[4-(phenylthio)-, 2-(o-benzoyl oxime)], ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(o-acetyl oxime), JP-A-2000-80068, JP-A-2001-233842, JP-T-2010-527339, JP-T-2010-527338, JP-T-2013-041153, etc. As commercially available products, Irgacure OXE-02 (manufactured by BASF), ADEKA ARKLS NCI-831 (manufactured by ADEKA), TR-PBG-304 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.), ADEKA ARKLS NCI-930 (manufactured by ADEKA), TR-PBG-345, TR-PBG-3057 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.), Irgacure OXE-01 (manufactured by BASF), TR-PBG-365 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) having a carbazole skeleton can be used. From the perspective of brightness, it is particularly preferred to use an oxime ester photoinitiator having a diphenyl sulfide skeleton or a fluorene skeleton. In addition, from the perspective of higher sensitivity, it is preferred to use an oxime ester photoinitiator having a carbazole skeleton.

[0327] In addition, from the viewpoint of easy improvement of brightness and development resistance and high effect of inhibiting water seepage, it is preferred to use two or more oxime ester photoinitiators in combination. From the viewpoint of high brightness and high heat resistance, it is particularly preferred to use two oxime ester photoinitiators with a diphenyl sulfide skeleton in combination, or to use an oxime ester photoinitiator with a diphenyl sulfide skeleton and an oxime ester photoinitiator with a fluorene skeleton in combination. In addition, from the viewpoint of excellent sensitivity and effect of inhibiting water seepage, it is preferred to use an oxime ester photoinitiator with a carbazole skeleton, an oxime ester photoinitiator with a fluorene skeleton or an oxime ester photoinitiator with diphenyl sulfide in combination.

[0328] In addition, from the perspective of inhibiting water permeation and improving sensitivity, it is preferred to use an oxime ester photoinitiator in combination with a photoinitiator having a tertiary amine structure. This is because the photoinitiator having a tertiary amine structure has a tertiary amine structure as an oxygen quencher in the molecule, so the free radicals generated by the initiator are not easily deactivated by oxygen, which can improve sensitivity. As commercially available products of the above-mentioned photoinitiator having a tertiary amine structure, for example, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one (for example, Irgacure 907, manufactured by BASF), 2-benzyl-2-(dimethylamino)-1-(4-morpholinophenyl)-1-butanone (for example, Irgacure 369, manufactured by BASF), 4,4'-bis(diethylamino)benzophenone (for example, HicureABP, manufactured by Kawaguchi Pharmaceuticals), etc. can be cited.

[0329] In addition, from the perspective of sensitivity adjustment, suppression of water bleeding, and improvement of development resistance, it is preferred to combine a thioxanthone-based initiator with an oxime ester-based photoinitiator; from the perspective of brightness, improvement of development resistance, easy adjustment of sensitivity, high effect of suppressing the occurrence of water bleeding, and improvement of development resistance, it is preferred to combine two or more oxime ester-based photoinitiators with a thioxanthone-based initiator.

[0330] The content of the photoinitiator used in the color resin composition for color filter of the present invention is usually 0.01 parts by mass or more and 100 parts by mass or less, preferably 5 parts by mass or more and 60 parts by mass or less, relative to 100 parts by mass of the above-mentioned multifunctional monomer. If this content is above the above lower limit, photocuring is sufficiently advanced and the elution of the exposed part during development is suppressed; on the other hand, if it is below the above upper limit, the yellowing property of the obtained color layer is weakened and the reduction in brightness can be suppressed.

[0331] In addition, as the photoinitiator used in the color resin composition for color filters of the present invention, the total content of two or more oxime ester photoinitiators is preferably in the range of 0.1 mass % to 12.0 mass % and more preferably in the range of 1.0 mass % to 8.0 mass % relative to the total solid content of the color resin composition for color filters from the viewpoint of fully exerting the combined effect of these photoinitiators.

[0332] Regarding the binder component used in the color resin composition for color filter of the present invention, their total content is preferably 35% by mass or more and 97% by mass or less, more preferably 40% by mass or more and 96% by mass or less relative to the total solid content of the color resin composition for color filter. If it is above the above lower limit, a colored layer with excellent hardness and adhesion to the substrate can be obtained. In addition, if it is below the above upper limit, the developability is excellent, and the occurrence of micro-wrinkles caused by heat shrinkage can also be suppressed.

[0333] <Optional Added Ingredients>

[0334] The colored resin composition for color filters may optionally contain various additives.

[0335] Examples of the additives include, in addition to the antioxidant, mercapto compounds, polymerization inhibitors, chain transfer agents, leveling agents, plasticizers, surfactants, defoaming agents, silane coupling agents, ultraviolet absorbers, and adhesion promoters.

[0336] The color resin composition for color filter of the present invention preferably further contains an antioxidant from the viewpoint of improving heat resistance, inhibiting fading of the colorant, and improving brightness. In addition, from the viewpoint of improving the adhesion of the SiN substrate, the color resin composition for color filter of the present invention preferably further contains an antioxidant.

[0337] The antioxidant may be appropriately selected from known antioxidants. Specific examples of the antioxidant include hindered phenol antioxidants, amine antioxidants, phosphorus antioxidants, sulfur antioxidants, hydrazine antioxidants, etc. From the viewpoint of heat resistance, hindered phenol antioxidants are preferably used.

[0338] The hindered phenol antioxidant refers to an antioxidant containing at least one phenol structure and having a structure in which at least one of the 2-position and 6-position of the hydroxyl group based on the phenol structure is substituted with 4 or more carbon atoms.

[0339] Specific examples of hindered phenol antioxidants include butylated hydroxytoluene (BHT), pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 1010, manufactured by BASF), 1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate (trade name: Irganox 3114, manufactured by BASF), 2,4,6-tris(4-hydroxy-3,5-di-tert-butylbenzyl)mesitylene (trade name: Irganox 1330, manufactured by BASF), 6-(4-hydroxy-3,5-di-tert-butylphenylamino)-2,4-bis(octylthio)-1,3,5-triazine (trade name: Irganox 565, manufactured by BASF), 2,2'-thiodiethyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate] (trade name: Irganox 1035, manufactured by BASF), 1,2-bis[3-(4-hydroxy-3,5-di-tert-butylphenyl) propionyl] hydrazine (trade name: Irganox MD1024, manufactured by BASF), octyl 3-(4-hydroxy-3,5-diisopropylphenyl) propionate (trade name: Irganox 1135, manufactured by BASF), 4,6-bis(octylthiomethyl)-o-cresol (trade name: Irganox 1520L, manufactured by BASF), N,N'-hexamethylenebis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionamide] (trade name: Irganox 1098, manufactured by BASF), 1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: Irganox 259, manufactured by BASF), 1-dimethyl-2-[(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy]ethyl]2,4,8,10-tetraoxaspiro[5.5] Undecane (trade name: ADK STABAO-80, manufactured by ADEKA), bis(3-tert-butyl-4-hydroxy-5-methylphenylpropionic acid)ethylenebis(oxyethylene) (trade name: Irganox 245, manufactured by BASF), 1,3,5-tris[[4-(1,1-dimethylethyl)-3-hydroxy-2,6-dimethylphenyl]methyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (trade name: Irganox 1790, manufactured by BASF), 2,2'-methylenebis(6-tert-butyl-4-methylphenol) (trade name: SUMILIZER MDP-S, manufactured by Sumitomo Chemical), 6,6'-thiobis(2-tert-butyl-4-methylphenol) (trade name: Irganox 1081, manufactured by BASF), 3,5-di-tert-butyl-4-hydroxybenzylsulfonic acid diester (trade name: Irgamod 195, manufactured by BASF), 2-tert-butyl-4-methyl-6-(2-hydroxy-3-tert-butyl-5-methylbenzyl)phenyl acrylate (trade name: SUMILIZER GM, manufactured by Sumitomo Chemical), 4,4'-thiobis(6-tert-butyl-m-cresol) (trade name: SUMILIZER WX-R, manufactured by Sumitomo Chemical), 6,6'-di-tert-butyl-4,4'-butylene di-m-cresol (trade name: ADEKASTAB AO-40, manufactured by ADEKA), etc. Other oligomer and polymer compounds having a hindered phenol structure may also be used. .

[0340] Among them, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX 1010, manufactured by BASF) is preferred from the viewpoint of heat resistance and light resistance.

[0341] In addition, from the viewpoint of being able to form a colored layer that reduces the phase difference value and improves the brightness and contrast, a hindered phenol-based antioxidant having a molecular weight of 1000 or less and a molecular weight of 280 or less per phenolic hydroxyl group is preferred, and a hindered phenol-based antioxidant having a molecular weight of 500 or less and a molecular weight of 200 or less per phenolic hydroxyl group is more preferred. It is presumed that such an antioxidant has high fluidity and a large number of active points per unit weight, so it is easy to obtain the above-mentioned effect by suppressing the aggregation of the colorant caused by the rapid curing shrinkage during exposure or post-baking, or suppressing the yellowing of the resin, etc., by capturing free radicals. As such an antioxidant, for example, 6,6'-di-tert-butyl-4,4'-butylene-m-cresol (trade name: ADEKASTAB AO-40, manufactured by ADEKA) and the like can be cited.

[0342] In addition, in the present invention, from the viewpoint of being able to form a coloring layer that reduces the phase difference value and improves the contrast at the same time, it is preferred to use a latent antioxidant as an antioxidant. If a latent antioxidant is used, it is presumed that the free radical capture effect becomes higher, especially during post-baking, so that the aggregation of the colorant caused by the rapid curing shrinkage during post-baking is suppressed, thereby making it easy to obtain the above effect. The so-called latent antioxidant in the present invention is a compound having a protective group that can be detached by heating and exhibiting an antioxidant function by the detachment of the protective group. Among them, it is preferred that the protective group be easily detached by heating at or above 150°C. For example, the latent antioxidant described in International Patent Publication No. 2014 / 021023 can be cited.

[0343] As the latent antioxidant suitable for use in the present invention, there can be mentioned a latent hindered phenolic antioxidant in which the phenolic hydroxyl group of the hindered phenolic antioxidant is protected by a protective group that can be detached by heating. As the latent hindered phenolic antioxidant, there can be mentioned the reaction product of the phenolic hydroxyl group of the hindered phenolic antioxidant with an acid anhydride, an acyl chloride, a Boc-type reagent, an alkyl halide, a silyl chloride, or an allyl ether compound. As the latent hindered phenolic antioxidant, among them, it is suitable to use a structure in which the hydrogen of the phenolic group of the hindered phenolic antioxidant is replaced by a carbamate protective group such as a tert-butoxycarbonyl group. As specific examples, the following chemical formulas (a) to (c) can be mentioned, but are not limited to these.

[0344] [Chemistry 13]

[0345] Chemical formula (a)

[0346]

[0347] Chemical formula (b)

[0348]

[0349] Chemistry (c)

[0350]

[0351] The preparation method of the above-mentioned latent antioxidant is not particularly limited, and for example, the phenolic compound produced by the method described in each of the gazettes of Japanese Patent Publication No. 57-111375, Japanese Patent Publication No. 3-173843, Japanese Patent Publication No. 6-128195, Japanese Patent Publication No. 7-206771, Japanese Patent Publication No. 7-252191, and Japanese Patent Publication No. 2004-501128 can be obtained by reacting anhydride, acyl chloride, Boc reagent, alkyl halide, silyl chloride, allyl ether compound, etc. In addition, commercially available products can also be used.

[0352] In the color resin composition for color filter of the present invention, it is preferred that the color resin composition contains the above-mentioned oxime ester-based photoinitiator and an antioxidant in combination from the viewpoint of improving brightness by a synergistic effect.

[0353] As the content of the antioxidant, the antioxidant is preferably 0.05 parts by mass or more and 10.00 parts by mass or less, and more preferably 0.10 parts by mass or more and 5.00 parts by mass or less, relative to 100 parts by mass of the total solid content in the colored resin composition. If it is above the lower limit, the heat resistance and light resistance are excellent. On the other hand, if it is below the upper limit, the colored resin composition of the present invention can be made into a highly sensitive photosensitive resin composition.

[0354] When an antioxidant is used in combination with the above-mentioned oxime ester photoinitiator, the content of the antioxidant is preferably 1 part by mass or more and 250 parts by mass or less, more preferably 3 parts by mass or more and 80 parts by mass or less, and even more preferably 5 parts by mass or more and 45 parts by mass or less, relative to 100 parts by mass of the total amount of the above-mentioned oxime ester photoinitiator. If it is within the above range, the effect of the above combination is excellent.

[0355] The colored resin composition for color filter of the present invention preferably further contains a mercapto compound from the viewpoint of enhancing the effect of suppressing the occurrence of water bleeding.

[0356] In addition, in the color resin composition for color filters of the present invention, as a photosensitive color resin composition, if the above-mentioned oxime ester photoinitiator and the mercapto compound are contained in combination, it is preferred from the viewpoint of improving the development resistance, the viewpoint of further improving the effect of suppressing the occurrence of water bleeding, and the viewpoint of further improving the linearity when forming a fine line pattern, or improving the ability to form a fine line pattern according to the design of the mask line width. It should be noted that the so-called "improved linearity" means that the end of the color layer formed in the development step after applying the color composition has few unevenness and is formed in a straight line or a nearly straight line.

[0357] The mercapto compound can function as a chain transfer agent and has the property of receiving a free radical from a slow-reacting free radical to accelerate the reaction and improve the curing property.

[0358] Examples of the mercapto compound include 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, 2-mercapto-5-methoxybenzothiazole, 2-mercapto-5-methoxybenzimidazole, 3-mercaptopropionic acid, methyl 3-mercaptopropionate, ethyl 3-mercaptopropionate, octyl 3-mercaptopropionate, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), and tetraethylene glycol bis(3-mercaptopropionate).

[0359] As the mercapto compound, one or more kinds may be used alone or in combination. Among them, from the viewpoint of increasing the crosslinking density and improving the water staining suppression effect, it is preferred to use one or more kinds selected from the group consisting of polyfunctional mercapto compounds having two or more mercapto groups in one molecule.

[0360] In addition, from the perspective of being able to maintain a good water staining inhibition effect even after long-term storage, a secondary thiol compound having a secondary thiol group in which the carbon atom to which the thiol group is bonded is a secondary carbon atom is preferred, and a polyfunctional secondary thiol compound having two or more such secondary thiol groups in one molecule is more preferred.

[0361] The content of the mercapto compound used in the color resin composition for color filters is not particularly limited, but from the viewpoint of fully exerting the above-mentioned effect, the mercapto compound is preferably in the range of 0.2 mass % to 7 mass %, more preferably 0.5 mass % to 5 mass %, relative to the total solid content of the color resin composition for color filters.

[0362] In addition, in the color resin composition for color filter of the present invention, from the viewpoint of being able to form a colored layer that reduces the phase difference value and improves the contrast at the same time, it is preferred to further contain an ultraviolet absorber. The effect of improving these characteristics can be inferred to be due to the suppression of the colorant aggregation caused by the rapid curing shrinkage in the exposure process. The ultraviolet absorber can be appropriately selected from existing known substances. As specific examples of ultraviolet absorbers, for example, benzotriazole compounds, benzophenone compounds, triazine compounds, etc. can be cited. Among them, from the viewpoint of being able to form a colored layer that reduces the phase difference value and improves the contrast at the same time, benzotriazole compounds are preferably used.

[0363] Examples of the benzotriazole compound include 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole, a mixture of octyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate and 2-ethylhexyl-3-[3-tert-butyl-4-hydroxy-5-(5-chloro-2H-benzotriazol-2-yl)phenyl]propionate, 2-[2-hydroxy-3,5-bis(α,α-dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3-tert-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2 -(3,5-di-tert-amyl-2-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-tert-octylphenyl)benzotriazole, 5% of 2-methoxy-1-methylethyl acetate and 95% of phenylpropionic acid, 3-(2H-benzotriazol-2-yl)-(1,1-dimethylethyl)-4-hydroxy, C7-9 side chain and straight chain alkyl ester compounds, 2-(2H-benzotriazol-2-yl)-4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1-phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol, etc., but are not limited to these.

[0364] Examples of commercially available products include "TINUVIN P", "TINUVIN PS", "TINUVIN 109", "TINUVIN 234", "TINUVIN 326", "TINUVIN 328", "TINUVIN 329", "TINUVIN 384-2", "TINUVIN 900", "TINUVIN 928", "TINUVIN 99-2", and "TINUVIN 1130" manufactured by BASF.

[0365] As the benzotriazole compound, a benzotriazole compound represented by the following general formula (IV) is preferred from the viewpoint of being able to form a colored layer having a reduced retardation value and improved contrast.

[0366] [Chemistry 14]

[0367] General formula (IV)

[0368]

[0369] (In the general formula (IV), R 11 and R 12 Each independently represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may be substituted with a phenyl group, and X represents a hydrogen atom or a chlorine atom.

[0370] In the general formula (IV), R 12Preferably, R 11 Preferred is a hydrogen atom, a tert-butyl group, a tert-amyl group, or an α,α-dimethylbenzyl group.

[0371] The content of the ultraviolet absorber used in the coloring resin composition for color filters is not particularly limited, and the ultraviolet absorber is preferably 0.05 mass parts or more and 10.00 mass parts or less, and more preferably 0.10 mass parts or more and 5.00 mass parts or less, relative to 100 mass parts of the total solid content in the coloring resin composition. If it is above the lower limit, the heat resistance and light resistance are excellent. On the other hand, if it is below the upper limit, the coloring resin composition of the present invention can be made into a highly sensitive photosensitive resin composition.

[0372] In the color resin composition for color filter of the present invention, it is preferred that the color resin composition contains the above-mentioned oxime ester photoinitiator and an ultraviolet absorber in combination, from the viewpoint of improving brightness by a synergistic effect.

[0373] When a UV absorber is used in combination with the above-mentioned oxime ester photoinitiator, the content of the UV absorber is preferably 1 part by mass or more and 250 parts by mass or less, more preferably 3 parts by mass or more and 80 parts by mass or less, and even more preferably 5 parts by mass or more and 45 parts by mass or less, relative to 100 parts by mass of the total amount of the above-mentioned oxime ester photoinitiator. If it is within the above range, the effect of the above combination is excellent.

[0374] Moreover, as a specific example of a surfactant and a plasticizer, what is described in Unexamined-Japanese-Patent No. 2013-029832 is mentioned, for example.

[0375] Examples of the silane coupling agent include KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-903, KBE-903, KBM573, KBM-403, KBE-402, KBE-403, KBM-303, KBM-802, KBM-803, KBE-9007, and X-12-967C (manufactured by Shin-Etsu Silicon Co., Ltd.). Among them, from the viewpoint of adhesion to SiN substrates, KBM-502, KBM-503, KBE-502, KBE-503, and KBM-5103 having a methacrylic group or an acrylic group are preferred.

[0376] The content of the silane coupling agent is preferably 0.05 parts by mass or more and 10.0 parts by mass or less, and more preferably 0.1 parts by mass or more and 5.0 parts by mass or less, relative to 100 parts by mass of the total solid content in the colored resin composition. If it is above the lower limit and below the upper limit, the adhesion of SiN is excellent.

[0377] <Blending Ratio of Each Component in the Colored Resin Composition for Color Filter>

[0378] About the total content of colorant, relative to the total solid content of the coloring resin composition for color filter, it is preferably deployed in a ratio of 3% by mass or more and 65% by mass or less, more preferably 4% by mass or more and 60% by mass or less. If it is above the above lower limit, the coloring layer when the coloring resin composition for color filter is applied to a predetermined film thickness (usually 1.0 μm or more and 5.0 μm or less) has sufficient concentration. In addition, if it is below the above upper limit, the storage stability is excellent, and a coloring layer with sufficient hardness and adhesion to the substrate can be obtained. Especially in the case of forming a coloring layer with a high concentration of colorant, about the content of colorant, relative to the total solid content of the coloring resin composition for color filter, it is preferably deployed in a ratio of 15% by mass or more and 65% by mass or less, more preferably 25% by mass or more and 60% by mass or less.

[0379] In addition, as the content of the dispersant, if the colorant can be uniformly dispersed, there is no particular limitation, for example, relative to the total solid content of the color resin composition for color filters, 1% by mass or more and 40% by mass or less can be used. In addition, relative to the total solid content of the color resin composition for color filters, it is preferably deployed at a ratio of 2% by mass or more and 30% by mass or less, and particularly preferably deployed at a ratio of 3% by mass or more and 25% by mass or less. If it is above the above lower limit, the dispersibility and dispersion stability of the colorant are excellent, and the storage stability of the color resin composition for color filters is excellent. In addition, if it is below the above upper limit, the developability becomes good. Especially in the case of forming a coloring layer with a high colorant concentration, with respect to the content of the dispersant, relative to the total solid content of the color resin composition for color filters, it is preferably deployed at a ratio of 2% by mass or more and 25% by mass or less, more preferably 3% by mass or more and 20% by mass or less.

[0380] In addition, the content of the solvent can be appropriately set within a range that allows the colored layer to be formed with good precision. Relative to the total amount of the colored resin composition for color filters containing the solvent, it is usually preferably within a range of 55% by mass or more and 95% by mass or less, and more preferably within a range of 65% by mass or more and 88% by mass or less. By setting the content of the above solvent within the above range, a composition with excellent coating properties can be prepared.

[0381] In the color resin composition for color filter of the present invention, the P / V ratio ((mass of the colorant component in the composition) / (mass of the solid component other than the colorant component in the composition) ratio) is preferably 0.1 or more, more preferably 0.2 or more from the viewpoint of degassing or thermal shrinkage; on the other hand, from the viewpoint of excellent suppression of phase difference and excellent manufacturing convenience, that is, excellent solvent re-solubility, development residue, development adhesion, development resistance, and effect of suppressing water bleeding, it is preferably 0.8 or less, more preferably 0.7 or less; from the viewpoint of development residue and development adhesion, it is more preferably 0.6 or less.

[0382] <Cured film of colored resin composition for color filter>

[0383] It is preferable that the colored resin composition for color filters can form a cured film having chromaticity coordinates in the range of x=0.550 to 0.700 and y=0.290 to 0.450 in the XYZ colorimetric system of JIS Z8701 measured using a C light source.

[0384] Among them, from the viewpoint of improving color reproducibility, it is preferred that a cured film having chromaticity coordinates in the XYZ colorimetric system of JIS Z 8701 obtained by colorimetry using a C light source be formed within the range of x = 0.570 to 0.693, y = 0.300 to 0.426, more preferably a cured film having chromaticity coordinates in the range of x = 0.600 to 0.690, y = 0.300 to 0.348, and even more preferably a cured film having chromaticity coordinates in the range of x = 0.630 to 0.690, y = 0.300 to 0.329.

[0385] In the cured film of the color resin composition for color filters, the film thickness is preferably 2.8 μm or less, and the chromaticity coordinates in the XYZ colorimetric system of JIS Z8701 obtained by colorimetry using a C light source in a single pixel can show a color space in the range of x=0.570 to 0.693, y=0.300 to 0.426, and a stimulation value Y of 9.0 ≤ Y, and more preferably a color space in the range of x=0.600 to 0.690, y=0.300 to 0.348, and a stimulation value Y of 9.5 ≤ Y. It should be noted that the film thickness of the cured film here refers to the film thickness after the color resin composition for color filters is applied and dried, and then the polyfunctional monomer is cured by exposure, and then post-baked in a clean oven at 230° C. for 30 minutes.

[0386] As a good blending ratio or combination for a color space in which the chromaticity coordinates in the XYZ colorimetric system of JIS Z8701 obtained by colorimetry using a C light source with a film thickness of 2.8 μm or less and x=0.570 to 0.693, y=0.300 to 0.426 and the stimulus value Y is in the range of 9.0≤Y, the red colorant is preferably 45.0 mass% to 98.0 mass% and the specific yellow colorant is preferably 2.0 mass% to 55.0 mass% with respect to the total amount of the colorant; more preferably, the red colorant is 50.0 mass% to 95.0 mass% and the specific yellow colorant is 5.0 mass% to 50.0 mass%; and particularly preferably, the red colorant is 55.0 mass% to 90.0 mass% and the specific yellow colorant is 10.0 mass% to 45.0 mass%.

[0387] <Method for producing a colored resin composition for color filter>

[0388] The method for producing the color filter colored resin composition of the present invention is not particularly limited, and it can be obtained, for example, by adding an alkali-soluble resin, a multifunctional monomer, a photoinitiator, and other components as required to the colorant dispersion of the present invention, and mixing them using a known mixing unit. Alternatively, it can be obtained by preparing colorant dispersions of each colorant using the above-mentioned dispersant, and mixing each colorant dispersion, a binder component, and other components as required using a known mixing unit.

[0389] [Color Filter]

[0390] The color filter of the present invention comprises at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers has a colored layer which is a cured product of the colored resin composition for color filter of the present invention.

[0391] Such a color filter of the present invention will be described with reference to the drawings. Figure 1 Schematic cross-sectional view showing an example of the color filter of the present invention. Figure 1 The color filter 10 of the present invention includes a substrate 1 , a light shielding portion 2 , and a coloring layer 3 .

[0392] (Coloring layer)

[0393] Among the colored layers used in the color filter of the present invention, at least one is a cured product of the colored resin composition for color filter of the present invention, that is, a colored layer formed by curing the colored resin composition.

[0394] The colored layer is usually formed in the opening of the light shielding portion on the substrate described later, and is usually composed of colored patterns of three or more colors.

[0395] The arrangement of the coloring layer is not particularly limited, and may be a general arrangement such as a stripe type, a mosaic type, a triangle type, a 4-pixel arrangement type, etc. The width and area of ​​the coloring layer may be arbitrarily set.

[0396] The thickness of the colored layer is appropriately controlled by adjusting the coating method, the solid content concentration of the colored resin composition for color filters, the viscosity, and the like, and is usually preferably in the range of 1 μm or more and 5 μm or less.

[0397] This colored layer can be formed, for example, by the following method.

[0398] First, the color resin composition for color filter of the present invention is applied onto a substrate described below to form a wet coating film by using a coating means such as spray coating, dip coating, bar coating, roll coating, spin coating, and die coating. Among them, spin coating and die coating are preferably used.

[0399] Next, after the wet coating is dried using a hot plate or oven, it is exposed through a mask of a predetermined pattern to allow the alkali-soluble resin and the multifunctional monomer to undergo a photopolymerization reaction to form a cured coating. As the light source used for exposure, ultraviolet rays, electron beams, etc. such as low-pressure mercury lamps, high-pressure mercury lamps, and metal halide lamps can be cited. The exposure amount is appropriately adjusted according to the light source used, the thickness of the coating, etc.

[0400] In addition, after the exposure, a heat treatment may be performed to promote the polymerization reaction. The heating conditions are appropriately selected according to the mixing ratio of each component in the color resin composition for color filter used, the thickness of the coating film, and the like.

[0401] Next, a developing solution is used to perform a developing process, and a coating film is formed according to a desired pattern by dissolving and removing the unexposed portion. A solution obtained by dissolving an alkali in water or a water-soluble solvent is generally used as a developing solution. A surfactant or the like may also be added in an appropriate amount to this alkali solution. In addition, a general method may be used as a developing method.

[0402] After the development treatment, the developer is usually washed and the cured coating of the color filter colored resin composition is dried to form a colored layer. In addition, after the development treatment, a heat treatment may be performed to fully cure the coating. The heating conditions are not particularly limited and can be appropriately selected in accordance with the purpose of the coating.

[0403] (shading part)

[0404] The light shielding portion in the color filter of the present invention is a light shielding portion formed in a pattern on a substrate described later, and can be the same as the light shielding portion used as the light shielding portion in a general color filter.

[0405] There is no particular limitation on the pattern shape of the light-shielding portion, and shapes such as stripes and matrices can be cited. The light-shielding portion can be a metal film of chromium or the like formed by sputtering, vacuum evaporation, or the like. Alternatively, the light-shielding portion can also be a resin layer containing light-shielding particles such as carbon particles, metal oxides, inorganic pigments, and organic pigments in a resin binder. In the case of a resin layer containing light-shielding particles, there are methods of patterning by development using a photosensitive resist, a method of patterning using an inkjet ink containing light-shielding particles, and a method of thermally transferring a photosensitive resist.

[0406] The film thickness of the light shielding portion is set to about 0.2 μm to about 0.4 μm in the case of a metal thin film, and is set to about 0.5 μm to about 2 μm in the case of a black pigment dispersed or dissolved in a binder resin.

[0407] (Substrate)

[0408] As the substrate, a transparent substrate described later, a silicon substrate, or a substrate on which a thin film of aluminum, silver, or a silver / copper / palladium alloy is formed is used. Other color filter layers, resin layers, transistors such as TFTs, circuits, etc. may also be formed on these substrates.

[0409] The transparent substrate in the color filter of the present invention is not particularly limited as long as it is a substrate that is transparent to visible light, and a transparent substrate generally used in color filters can be used. Specifically, it can be a non-flexible transparent rigid material such as quartz glass, alkali-free glass, and synthetic quartz plate; or a flexible transparent flexible material such as a transparent resin film, an optical resin plate, and flexible glass.

[0410] The thickness of the transparent substrate is not particularly limited, and a substrate having a thickness of, for example, about 100 μm or more and 1 mm or less can be used depending on the application of the color filter of the present invention.

[0411] It should be noted that the color filter of the present invention can form, in addition to the above-mentioned substrate, light shielding portion and coloring layer, for example, a top coat layer, a transparent electrode layer, and further an alignment film, alignment protrusions, columnar spacers, etc.

[0412] [Display device]

[0413] The display device of the present invention is characterized in that it has the color filter of the present invention. The structure of the display device in the present invention is not particularly limited, and can be appropriately selected from existing known display devices, such as liquid crystal display devices, organic light-emitting display devices, etc. Since various display defects such as the disorder of the orientation of liquid crystal caused by the electrical characteristics of green pixels and the aging phenomenon caused by the threshold deviation of the switch (speeding) can be suppressed even in a liquid crystal display device of the transverse electric field mode, the liquid crystal display device is suitable for selection in the present invention.

[0414] <Liquid Crystal Display Device>

[0415] The liquid crystal display device of the present invention is characterized by comprising the color filter of the present invention, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate.

[0416] Such a liquid crystal display device of the present invention will be described with reference to the drawings. Figure 2 1 is a schematic diagram showing an example of a display device of the present invention, and 2 is a schematic diagram showing an example of a liquid crystal display device. Figure 2 As illustrated, the liquid crystal display device 40 of the present invention includes a color filter 10 , a counter substrate 20 including a TFT array substrate and the like, and a liquid crystal layer 30 formed between the color filter 10 and the counter substrate 20 .

[0417] It should be noted that the liquid crystal display device of the present invention is not limited to this Figure 2 The structure shown can be made into a structure known as a liquid crystal display device generally using a color filter.

[0418] The driving method of the liquid crystal display device of the present invention is not particularly limited, and a driving method used in a general liquid crystal display device can be adopted. As such a driving method, for example, a TN method, an IPS method, an OCB method, and an MVA method can be cited. In the present invention, any of these methods can be suitably used.

[0419] In addition, the counter substrate can be appropriately selected according to the driving method of the liquid crystal display device of the present invention.

[0420] As a method for forming the liquid crystal layer, a method generally used as a method for producing a liquid crystal cell can be used, and examples thereof include a vacuum injection method and a liquid crystal dropping method.

[0421] <Organic Light Emitting Display Device>

[0422] The organic light emitting display device of the present invention is characterized by comprising: the color filter of the present invention and an organic light emitting body.

[0423] The organic light emitting display device of the present invention will be described with reference to the accompanying drawings. Figure 3 1 is a schematic diagram showing another example of a display device of the present invention, and 2 is a schematic diagram showing an example of an organic light emitting display device. Figure 3 As shown, the organic light emitting display device 100 of the present invention comprises a color filter 10 and an organic light emitting body 80. Between the color filter 10 and the organic light emitting body 80, an organic protective layer 50 and an inorganic oxide film 60 may also be provided.

[0424] As a stacking method of the organic light emitting body 80, for example, a method of sequentially forming a transparent anode 71, a hole injection layer 72, a hole transport layer 73, a light emitting layer 74, an electron injection layer 75 and a cathode 76 on the upper surface of the color filter; a method of bonding the organic light emitting body 80 formed on another substrate to the inorganic oxide film 60, etc. The transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, the cathode 76 and other components in the organic light emitting body 80 can be appropriately known. The organic light emitting display device 100 manufactured in this way can also be applied to, for example, an organic EL display of a passive driving method or an organic EL display of an active driving method.

[0425] It should be noted that the organic light emitting display device of the present invention is not limited to Figure 3 The structure shown can be made into a structure known as an organic light emitting display device generally using a color filter.

[0426] [Example]

[0427] The present invention will be described in detail below with reference to Examples, but the present invention is not limited to these descriptions.

[0428] The acid value of the block copolymer before forming a salt is determined by a method in accordance with the method described in JIS K0070.

[0429] The amine value of the block copolymer before forming a salt is determined by a method according to the method described in JIS K 7237.

[0430] The weight average molecular weight (Mw) of the block copolymer before forming a salt is determined as a standard polystyrene conversion value by GPC (gel permeation chromatography) according to the measurement method of the present invention described above.

[0431] The glass transition temperatures (Tg) of the block copolymers before and after salt formation were measured by a method according to JIS K 7121 using differential scanning calorimetry (DSC) (EXSTARDSC 7020 manufactured by SII NANOTECHNOLOGY Co., Ltd.).

[0432] (Production Example 1 Preparation of Azo Derivative 1)

[0433] Into 550 g of distilled water, introduce 23.1 g of diazobarbituric acid and 19.2 g of barbituric acid. Next, use potassium hydroxide aqueous solution to adjust to azobarbituric acid (0.3 mol), and mix with 750 g of distilled water. Add 5 g of 30% hydrochloric acid by dropwise addition. Thereafter, introduce 38.7 g of melamine. Next, 0.57 mol of nickel chloride solution and 0.03 mol of cupric chloride solution are mixed and added, and stirred at a temperature of 80°C for 8 hours. The pigment is separated by filtration, washed, dried at 120°C, and ground in a mortar to obtain Azo derivative 1 (azo pigment with Ni:Cu=95:5 (molar ratio)).

[0434] (Production Example 2 Preparation of Azo Derivative 2)

[0435] In Preparation Example 1, except that 0.39 mol of nickel chloride solution and 0.21 mol of zinc chloride solution were used instead of 0.57 mol of nickel chloride solution and 0.03 mol of copper chloride solution, the same procedure as in Preparation Example 1 was followed to obtain Azo derivative 2 (azo pigment with Ni:Zn=65:35 (molar ratio)).

[0436] (Production Example 3 Preparation of Azo Derivative 3)

[0437] In Preparation Example 1, except that 0.42 mol of nickel chloride solution and 0.18 mol of copper chloride solution were used instead of 0.57 mol of nickel chloride solution and 0.03 mol of copper chloride solution, the same procedure as in Preparation Example 1 was followed to obtain Azo derivative 3 (azo pigment with Ni:Cu=70:30 (molar ratio)).

[0438] (Production Example 4 Preparation of Azo Derivative 4)

[0439] In Preparation Example 1, except that 0.21 mol of nickel chloride solution and 0.39 mol of zinc chloride solution were used instead of 0.57 mol of nickel chloride solution and 0.03 mol of copper chloride solution, the same procedure as in Preparation Example 1 was followed to obtain Azo derivative 4 (azo pigment with Ni:Zn=35:65 (molar ratio)).

[0440] (Synthesis Example 1: Preparation of Dispersant a)

[0441] In a 500 mL round-bottom four-necked separable flask equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, 250 parts by mass of THF and 0.6 parts by mass of lithium chloride were added to fully replace the flask with nitrogen. After the reaction flask was cooled to -60°C, 4.9 parts by mass of butyl lithium (15% by mass hexane solution), 1.1 parts by mass of diisopropylamine, and 1.0 parts by mass of methyl isobutyrate were injected using a syringe. 3.3 parts by mass of 1-ethoxyethyl methacrylate (EEMA), 18.2 parts by mass of 2-hydroxyethyl methacrylate (HEMA), 4.2 parts by mass of 2-ethylhexyl methacrylate (EHMA), 7.0 parts by mass of n-butyl methacrylate (BMA), 24.7 parts by mass of benzyl methacrylate (BzMA), and 13.3 parts by mass of methyl methacrylate (MMA) were added dropwise over 60 minutes using an addition funnel. After 30 minutes, 30.8 parts by mass of dimethylaminoethyl methacrylate (DMMA), a monomer for block A, was added dropwise for 20 minutes. After reacting for 30 minutes, 1.5 parts by mass of methanol was added to stop the reaction. The obtained precursor block copolymer THF solution was refined by reprecipitation in hexane, filtration, and vacuum drying, and diluted with PGMEA to prepare a 30% by mass solution of solid content. 32.5 parts by mass of water were added, the temperature was raised to 100°C and reacted for 7 hours to deprotect the constituent units from EEMA and to prepare constituent units from methacrylic acid (MAA). The obtained block copolymer PGMEA solution was refined by reprecipitation in hexane, filtration, and vacuum drying to obtain a block copolymer A-1 (acid value 12 mgKOH / g, Tg44°C) containing a constituent unit represented by general formula (I) and a B block containing a constituent unit from a carboxyl-containing monomer and having solvophilicity. The block copolymer A-1 thus obtained was confirmed by GPC (gel permeation chromatography), and as a result, the weight average molecular weight Mw was 8100. In addition, the amine value was 110 mgKOH / g.

[0442] In a 100 mL round-bottom flask, 29.35 parts by mass of block copolymer A-1 was dissolved in 29.35 parts by mass of PGMEA, 1.59 parts by mass of phenylphosphonic acid (manufactured by Tokyo Chemical Industry) was added (0.1 mol of phenylphosphonic acid per 1 mol of DMMA unit of block copolymer A-1), and stirred at a reaction temperature of 30° C. for 20 hours to obtain a salt-type block copolymer A-1 (dispersant a) solution. The amine value after salt formation was specifically calculated as shown below.

[0443] 1 g of a solution obtained by mixing 9 parts by mass of the salt type block copolymer A-1 (solid after reprecipitation) and 91 parts by mass of chloroform-D1NMR was placed in an NMR sample tube, and the NMR was measured using a nuclear magnetic resonance apparatus (FT NMR, JNM-AL400 manufactured by JEOL Ltd.) at room temperature and with an accumulation frequency of 10,000.3 C-NMR spectrum. The ratio of the number of amino groups forming salts to the total number of amino groups was calculated from the ratio of the integrated value of the carbon atom peak adjacent to the nitrogen atom that did not form a salt in the terminal nitrogen site (amino group) in the obtained spectral data, and it was confirmed that it was the same as the theoretical salt formation ratio (all the two acidic groups of phenylphosphonic acid formed salts with the terminal nitrogen site of DMMA of block copolymer A-1).

[0444] The amine value (22 mgKOH / g) of 0.20 mole parts of DMMA units was subtracted from the amine value (110 mgKOH / g) before the salt formation, and the amine value after the salt formation was calculated to be 88 mgKOH / g. The acid value of the block copolymer A-1 after the salt formation was the same as that of the block copolymer A-1 before the salt formation. The acid value, amine value and Tg of the block copolymer A-1 before and after the salt formation are shown in Table 1.

[0445] (Synthesis Examples 2 to 4: Preparation of Dispersants b to d)

[0446] In Synthesis Example 1, except for changing the contents shown in Table 1, the rest was carried out in the same manner as in Synthesis Example 1 to synthesize pre-salt block copolymers A-2 to A-4 and salt-type block copolymers A-2 (dispersant b) to A-4 (dispersant d) solutions. It should be noted that 1-ethoxyethyl methacrylate (EEMA) was used in 2.8 parts by mass in Synthesis Example 2, 2.2 parts by mass in Synthesis Example 3, and 1.1 parts by mass in Synthesis Example 4. The acid value, amine value, and Tg of the obtained block copolymers before and after salt formation are shown in Table 1.

[0447] (Synthesis Example 5: Preparation of Dispersant e)

[0448] A 500 mL four-necked separable flask was dried under reduced pressure and then replaced with Ar (argon).

[0449] Under Ar gas flow, add dehydrated THF 100g, methyltrimethylsilyldimethylketene acetal 2.0g, tetrabutylammonium-3-chlorobenzoate (TBACB) 1M acetonitrile solution 0.15ml, mesitylene 0.2g. Use a dropping funnel to drip 2-ethylhexyl methacrylate (EHMA) 13.4 mass parts, n-butyl methacrylate (BMA) 14.3 mass parts, benzyl methacrylate (BzMA) 9.9 mass parts, methyl methacrylate (MMA) 35.7 mass parts for 45 minutes. Since the reaction is heated during the reaction, the temperature is kept less than 40 ° C by ice cooling. After 1 hour, 26.7 mass parts of dimethylaminoethyl methacrylate (DMMA) were added dropwise for 15 minutes. After 1 hour of reaction, 5g of methanol was added to stop the reaction. The solvent was removed under reduced pressure to obtain block copolymer A-5. The weight average molecular weight determined by GPC measurement (NMP LiBr 10 mM) was 8,350, and the amine value was 95 mgKOH / g.

[0450] In a 100 mL round-bottom flask, 29.35 parts by mass of block copolymer A-5 was dissolved in 29.35 parts by mass of PGMEA, 3.17 parts by mass of phenylphosphonic acid (PPA, manufactured by Tokyo Chemical Industry) was added (0.20 moles of phenylphosphonic acid per 1 mole of DMMA unit of block copolymer A-5), and stirred at a reaction temperature of 30°C for 20 hours to obtain a salt-type block copolymer A-5 (dispersant e) solution. The amine value after salt formation was calculated in the same manner as in Synthesis Example 1. The acid value, amine value and Tg of the obtained block copolymer before and after salt formation are shown in Table 1.

[0451] (Synthesis Example 6: Preparation of Dispersant f)

[0452] In Synthesis Example 5, except that 3.80 parts by mass of benzyl chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) was used instead of phenylphosphonic acid (0.3 mol of benzyl chloride per 1 mol of DMMA unit of block copolymer A-5), the rest was carried out in the same manner as in Synthesis Example 5 to synthesize a salt-type block copolymer A-6 (dispersant f) solution. The acid value, amine value and Tg of the obtained block copolymer before and after salt formation are shown in Table 1.

[0453] (Synthesis Example 7: Preparation of Dispersant g)

[0454] In Synthesis Example 5, 13.4 parts by mass of 2-ethylhexyl methacrylate (EHMA), 14.3 parts by mass of n-butyl methacrylate (BMA), 9.9 parts by mass of benzyl methacrylate (BzMA), and 35.7 parts by mass of methyl methacrylate (MMA) were replaced with 7.6 parts by mass of n-butyl methacrylate (BMA), 32.9 parts by mass of methyl methacrylate (MMA), and 39.9 parts by mass of PME-1000 (methoxypolyethylene glycol monomethacrylate (polyethylene glycol chain repetition number n≈23), trade name BLEMMERPME-1000, manufactured by NOF Corporation), and 26.7 parts by mass of dimethylaminoethyl methacrylate (DMMA) was replaced with 19.6 parts by mass. The same method as in Synthesis Example 5 was used to obtain a block copolymer A-7 before salt formation and a solution of a salt-type block copolymer A-7 (dispersant g). The ammonia value after salt formation was calculated in the same manner as in Synthesis Example 1. Table 1 shows the acid value, amine value and Tg of the obtained block copolymer before and after salt formation.

[0455] [Table 1]

[0456] Table i

[0457]

[0458] (Synthesis Example 8: Preparation of Alkali-Soluble Resin A Solution)

[0459] A mixture of 40 parts by mass of BzMA, 15 parts by mass of MMA, 25 parts by mass of MAA and 3 parts by mass of AIBN was added dropwise to a polymerization tank charged with 150 parts by mass of PGMEA under a nitrogen flow at 100°C for 3 hours. After the addition was completed, the mixture was further heated at 100°C for 3 hours to obtain a polymer solution. The weight average molecular weight of this polymer solution was 7,000.

[0460] Then, to the obtained polymer solution, 20 parts by mass of glycidyl methacrylate (GMA), 0.2 parts by mass of triethylamine and 0.05 parts by mass of p-methoxyphenol were added, heated at 110°C for 10 hours, and air was bubbled into the reaction solution. The obtained alkali-soluble resin A is a resin having a side chain with an olefinic double bond introduced into the main chain formed by the copolymerization of BzMA, MMA and MAA using GMA, and the solid content is 42.6% by mass, the acid value is 74mgKOH / g, and the weight-average molecular weight is 12000. Using polystyrene as a standard substance, the weight-average molecular weight is determined using Shodex GPCSystem-21H using THF as an eluent. In addition, the determination method of the acid value is determined based on JIS K 0070.

[0461] (Synthesis Example 9: Preparation of Alkali-Soluble Resin B Solution)

[0462] In Synthesis Example 8, except that 20 parts by mass of styrene and 20 parts by mass of N-phenylmaleimide (Tokyo Chemical Industry Co., Ltd.) were used instead of 40 parts by mass of BzMA as a comonomer species during polymerization, the same method as Synthesis Example 8 was used to obtain an alkali-soluble resin B solution. The solid content was 42.6% by mass, the acid value was 74 mgKOH / g, and the weight average molecular weight was 12,000.

[0463] (Synthesis Example 10: Synthesis of Potential Antioxidant (Compound a))

[0464] Mix 0.01 mol of the phenol compound shown in the following chemical formula (3), 0.05 mol of di-tert-butyl dicarbonate and 30 g of pyridine, add 0.025 mol of 4-dimethylaminopyridine at room temperature under a nitrogen environment, and stir at 60°C for 3 hours. After cooling to room temperature, inject the reaction solution into 150 g of ion exchange water, and add 200 g of chloroform to separate the oil and water. After drying the organic layer with anhydrous sodium sulfate, distill off the solvent, and add 100 g of methanol to the residue for crystallization. The obtained white powdery crystals are dried under reduced pressure at 60°C for 3 hours to obtain a potential antioxidant (compound a) shown in the above chemical formula (a). It should be noted that the structure of the obtained potential antioxidant was confirmed by IR and NMR.

[0465] [Chemistry 15]

[0466] [Chemical formula 3]

[0467]

[0468] (Example 1)

[0469] (1) Preparation of Colorant Dispersion Liquid R1

[0470] 6.23 parts by mass of the dispersant a solution of Synthesis Example 1 as a dispersant, 2.57 parts by mass of a diketopyrrolopyrrole pigment represented by the following chemical formula (2) (BrDPP, trade name IrgaphorRED S 3621CF, manufactured by BASF) as a red colorant, 3.86 parts by mass of CI Pigment Red 254 (trade name Hostaperm Red D2B-COF LV3781, manufactured by CLARIANT), 2.08 parts by mass of CI Pigment Red 177 (trade name Cromophtal Red A2B, manufactured by BASF), 24.49 parts by mass of the Azo derivative obtained in Preparation Example 2 as a yellow colorant, 14.59 parts by mass of the alkali-soluble resin A solution obtained in Synthesis Example 8, and PGMEA were mixed. 66.12 parts by mass of zirconia beads with a particle size of 2.0 mm and 100 parts by mass of zirconia beads were placed in a mayonnaise bottle and shaken for 1 hour using a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as preliminary grinding. Then, the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added, and the mixture was dispersed for 4 hours using the paint shaker as formal grinding to obtain colorant dispersion R1.

[0471] [Chemistry 16]

[0472] [Chemical formula 2]

[0473]

[0474] (2) Production of Colored Resin Composition R1 for Color Filter

[0475] 11.29 parts by mass of the colorant dispersion R1 obtained in the above (1), 1.90 parts by mass of the alkali-soluble resin A solution obtained in Synthesis Example 8, 0.60 parts by mass of a multifunctional monomer (trade name ARONIX M-403, manufactured by Toagosei Co., Ltd.), 0.09 parts by mass of 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropane-1-one (photoinitiator: trade name Irgacure 907 (IRG 907), manufactured by BASF), 0.04 parts by mass of 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 (photoinitiator: trade name Irgacure 369 (IRG369), manufactured by BASF), ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(o-acetyl oxime) (photoinitiator: trade name ADEKA A coloring resin composition R1 for color filters was obtained by adding 0.02 parts by mass of ARCSNCI-831 (NCI831, manufactured by ADEKA), 0.07 parts by mass of a fluorine-based surfactant (trade name MEGAFEC F559, manufactured by DIC Corporation), 0.07 parts by mass of a silane coupling agent (trade name KBM-503, manufactured by Shin-Etsu Silicone), 0.05 parts by mass of a mercapto compound (pentaerythritol tetrakis (3-mercaptobutyrate)), 5.85 parts by mass of PGMEA, and 3.92 parts by mass of 3-methoxy-3-methyl-1-butyl acetate.

[0476] (3) Formation of Colored Layer

[0477] The colored resin composition R1 obtained in (2) was applied on a 100 mm×100 mm glass substrate (NHTECHNO GLASS Co., Ltd., “NA35”) with a thickness of 0.7 mm using a spin coater, dried on a hot plate at 80° C. for 3 minutes, and irradiated with an ultra-high pressure mercury lamp at 60 mJ / cm 2 The film thickness was adjusted so that the film thickness after curing would be 2.10 μm, thereby forming a colored layer R1.

[0478] (Examples 2 to 11, Comparative Example 1)

[0479] (1) Production of Colorant Dispersions R2 to R9 and RC1

[0480] In Examples 2 to 6 and Comparative Example 1, the same procedure as in Example 1 (1) was followed, except that the dispersant a solution was replaced as shown in Table 2, the type and amount of the dispersant used were changed to the same parts by mass of the solid content, and the amount of PGMEA was adjusted so that the total amount was 100 parts by mass, to obtain colorant dispersions R2 to R6.

[0481] In Examples 7 to 9, the same procedure as in Example 3 (1) was followed except that the type and amount of the colorant used were changed as shown in Table 2, respectively, to obtain colorant dispersions R7 to R9.

[0482] In addition, in Comparative Example 1, except that the dispersant a solution was replaced in Example 1 (1) as shown in Table 2, the type and amount of the dispersant used were changed to the same mass parts of the solid content, and the amount of PGMEA was adjusted so that the total amount was 100 mass parts, and the type and amount of the colorant were changed, the rest was carried out in the same manner as in Example 1 (1), thereby obtaining a colorant dispersion RC1.

[0483] (2) Production of Colored Resin Compositions R2 to R11 and RC1 for Color Filters

[0484] In Examples 2 to 9 and Comparative Example 1, the same procedure as in Example 1 (2) was performed except that the colorant dispersion R1 in Example 1 (2) was replaced with the colorant dispersions R2 to R9 and RC1 as shown in Table 2, and the amount of the alkali-soluble resin was adjusted so that the film thickness became 2.10 μm and the P / V ratio became the values ​​shown in Table 2, respectively. Colored resin compositions R2 to R9 and RC1 for color filters were obtained.

[0485] In Example 10, the same procedure as in Example 3 (2) was performed except that the alkali-soluble resin A solution in Example 3 was replaced with the alkali-soluble resin B solution obtained in Synthesis Example 9, and 0.03 parts by mass of an antioxidant (trade name: IRGANOX 1010 (1010), manufactured by BASF) was added to obtain a color filter colored resin composition R10.

[0486] In Example 11, as shown in Table 2, in Example 10, the same method as in Example 10 (2) was used, except that 0.04 mass parts of oxime ester photoinitiators (trade name TR-PBG-365 (PBG365), manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) were used instead of 0.04 mass parts of IRG369 for the photoinitiator, and 0.02 mass parts of oxime ester photoinitiators (trade name TR-PBG-3057 (PBG3057), manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) were used instead of 0.02 mass parts of NCI831. The color resin composition R11 for color filters was obtained.

[0487] (3) Formation of Colored Layer

[0488] In Example 1 (3), the same procedure as in Example 1 (3) was carried out except that the colored resin compositions R2 to R11 and RC1 were used instead of the colored resin composition R1, thereby obtaining colored layers R2 to R11 and RC1.

[0489] [Table 2]

[0490]

[0491] Here, the abbreviations in the table are as follows.

[0492] Y150 derivative: CI Pigment Yellow 150 derivative (Ni complex) (trade name: LEVASCREEN YELLOWG01, manufactured by LANXESS Co., Ltd.);

[0493] Byk-161: trade name Disperbyk-161 (urethane dispersant, solid content 30% by mass, manufactured by BYK Chemie);

[0494] Solvent A: propylene glycol monomethyl ether acetate (PGMEA);

[0495] Solvent B: 3-methoxy-3-methyl-1-butyl acetate.

[0496] (Examples 12 to 23)

[0497] (1) Production of Colorant Dispersions R12 to R23

[0498] In Examples 12 to 23, the same procedure as in Example 3 (1) was followed except that the type and amount of the colorant were changed as shown in Table 3 and the amount of PGMEA was adjusted to a total of 100 parts by mass, thereby obtaining colorant dispersions R12 to R23.

[0499] (2) Production of Colored Resin Compositions R12 to R23 for Color Filters

[0500] The same procedure as in Example 11 (2) was followed, except that the colorant dispersions R12 to R23 were used instead of the colorant dispersion R3 in Example 11 (2), and the amount of the alkali-soluble resin was adjusted so that the P / V ratio became the values ​​shown in Table 3 so as to make the film thickness 2.50 μm, thereby obtaining color resin compositions R12 to R23 for color filters.

[0501] (3) Formation of Colored Layer

[0502] In Example 11 (3), the same procedure as in Example 11 (3) was carried out except that the colored resin compositions R12 to R23 were used instead of the colored resin composition R11, thereby obtaining colored layers R12 to R23.

[0503] (Comparative Examples 2 to 7)

[0504] (1) Production of Colorant Dispersions RC2 to RC7

[0505] In Comparative Examples 2 to 7, the same procedure as in Example 1 (1) was followed, except that the dispersant a solution was replaced as shown in Table 3 in Example 1, the type and amount of the dispersant used were changed to the same parts by mass of the solid content, the type and amount of the colorant were changed as shown in Table 3, and the amount of PGMEA was adjusted so that the total amount was 100 parts by mass, thereby obtaining colorant dispersions RC2 to RC7.

[0506] (2) Production of Colored Resin Compositions RC2 to RC7 for Color Filters

[0507] The same procedure as in Example 11 (2) was followed, except that the colorant dispersion R3 in Example 11 (2) was replaced by the above-mentioned colorant dispersions RC2 to RC7, and the amount of the alkali-soluble resin was adjusted so that the above-mentioned P / V ratio became the values ​​shown in Table 3 in order to make the film thickness 2.50 μm, thereby obtaining color resin compositions RC2 to RC7 for color filters.

[0508] (3) Formation of Colored Layer

[0509] In Example 11 (3), the same procedure as in Example 11 (3) was carried out except that the colored resin compositions RC2 to RC7 were used instead of the colored resin composition R11, thereby obtaining colored layers RC2 to RC7.

[0510] [Table 3]

[0511]

[0512] R264: CI Pigment Red 264 (trade name: Irgazin Red L 4010HD, manufactured by BASF);

[0513] R242: CI Pigment Red 242 (trade name: Novoperm Scarlet 4RF, manufactured by CLARIANT);

[0514] O38: CI Pigment Orange 38 (trade name: Novoperm Red HF, manufactured by CLARIANT); CI Pigment Orange 38 has a P / V (mass of red colorant / mass of solid content other than red colorant) ratio of 0.2, and when the spectral transmittance spectrum of a 2.5 μm coating film is measured, the transmittance at a wavelength of 520 nm is 20% or less, and the transmittance at a wavelength of 640 nm is 70% or more, which corresponds to the red colorant of the present invention.

[0515] R177: CI Pigment Red 177 (trade name: Cromophtal Red A2B, manufactured by BASF);

[0516] R179: CI Pigment Red 179 (trade name: Paliogen Maroon L 3980, manufactured by BASF Dispersions & Pigments Asia Pacific);

[0517] R272: CI Pigment Red 272 (trade name: Irgazin Flame Red K 3800, manufactured by BASF);

[0518] Y150 derivative: CI Pigment Yellow 150 derivative (Ni complex) (trade name: LEVASCREEN YELLOWG01, manufactured by LANXESS Co., Ltd.);

[0519] Byk-161: trade name Disperbyk·161 (urethane dispersant, solid content 30% by mass, manufactured by BYK Chemie);

[0520] 6919: Trade name: Disperbyk-LPN6919 (a polymer having a structural unit represented by the general formula (I), an amine value of 120 mgKOH / g, a solid content of 60% by mass, manufactured by BYK Chemie).

[0521] (Manufacturing of Examples 24 to 41)

[0522] (1) Production of Colorant Dispersions R24 to R41

[0523] In Examples 24 to 41, the same procedure as in Example 3 (1) was followed except that the type and amount of the colorant were changed as shown in Table 4 and the amount of PGMEA was adjusted so that the total amount was 100 parts by mass, thereby obtaining colorant dispersions R24 to R41.

[0524] (2) Production of Colored Resin Compositions R24 to R41 for Color Filters

[0525] The same procedure as in Example 11 (2) was followed, except that the colorant dispersions R24 to R41 were used instead of the colorant dispersion R3 in Example 11 (2), and the amount of the alkali-soluble resin was adjusted so that the P / V ratio became the values ​​shown in Table 4 so as to make the film thickness 2.80 μm, thereby obtaining color resin compositions R24 to R41 for color filters.

[0526] (3) Formation of Colored Layer

[0527] In Example 11 (3), the same procedure as in Example 11 (3) was carried out except that the colored resin compositions R24 to R41 were used instead of the colored resin composition R11, thereby obtaining colored layers R24 to R41.

[0528] [Table 4]

[0529]

[0530] (Example 42)

[0531] (1) Production of colorant dispersion

[0532] 6.23 parts by mass of the dispersant C solution of Synthesis Example 3 as a dispersant, 13.0 parts by mass of the diketopyrrolopyrrole pigment represented by the above chemical formula (2) (BrDPP, trade name Irgaphor RED S3621CF, manufactured by BASF) as a colorant, 14.59 parts by mass of the alkali-soluble resin A solution obtained in Synthesis Example 8, 66.20 parts by mass of PGMEA, and 100 parts by mass of zirconia beads with a particle size of 2.0 mm were placed in a mayonnaise bottle and shaken for 1 hour using a paint shaker (manufactured by Asada Iron Works Co., Ltd.) as preliminary pulverization. Subsequently, the zirconia beads with a particle size of 2.0 mm were taken out, and 200 parts by mass of zirconia beads with a particle size of 0.1 mm were added, and the mixture was dispersed for 4 hours using the paint shaker as final pulverization to obtain a red colorant dispersion r1.

[0533] A red colorant dispersion r2 was obtained in the same manner as in the red colorant dispersion r1, except that 13.0 parts by mass of CI Pigment Red 254 (trade name: Hostaperm Red D2B-COF LV3781, manufactured by CLARIANT) was used as a colorant instead of 13.0 parts by mass of the diketopyrrolopyrrole pigment (BrDPP) represented by the chemical formula (2) in the red colorant dispersion r1.

[0534] A red colorant dispersion r3 was obtained in the same manner as in the red colorant dispersion r1, except that 13.0 parts by mass of CI Pigment Red 177 (trade name: Paliogen Red L 4045, manufactured by BASF) was used as a colorant instead of 13.0 parts by mass of the diketopyrrolopyrrole pigment (BrDPP) represented by the chemical formula (2) as a colorant.

[0535] Yellow colorant dispersion y was obtained in the same manner as in the red colorant dispersion r1 except that 213.0 parts by mass of an Azo derivative was used as a colorant instead of 13.0 parts by mass of the diketopyrrolopyrrole pigment (BrDPP) represented by the chemical formula (2) in the red colorant dispersion r1.

[0536] (2) Production of Colored Resin Composition R42 for Color Filter

[0537] 1.65 parts by mass of the red colorant dispersion r1 obtained in (1), 3.57 parts by mass of the red colorant dispersion r2, 1.92 parts by mass of the red colorant dispersion r3, 4.15 parts by mass of the yellow colorant dispersion y, 1.90 parts by mass of the alkali-soluble resin A solution obtained in Synthesis Example 8, and a polyfunctional monomer (trade name ARONIX M-403, manufactured by Toagosei Co., Ltd.) 0.60 mass parts, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropane-1-one (photoinitiator: trade name Irgacure 907, manufactured by BASF) 0.09 mass parts, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 (photoinitiator: trade name Irgacure 369, manufactured by BASF) 0.04 mass parts, ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(o-acetyl oxime) (photoinitiator: trade name ADEKA ARCS NCI-831, manufactured by ADEKA) 0.02 mass parts, a fluorine-based surfactant (trade name MEGAFEC F559, manufactured by DIC Corporation), 0.07 mass parts, a silane coupling agent (trade name KBM-503, manufactured by Shin-Etsu Silicone), 0.05 mass parts of a mercapto compound (pentaerythritol tetrakis (3-mercaptobutyrate)), 5.85 mass parts of PGMEA, and 3.92 mass parts of 3-methoxy-3-methyl-1-butyl acetate were added to obtain a color resin composition R42 for color filters.

[0538] (3) Formation of Colored Layer

[0539] In Example 1 (3), a colored layer R42 was obtained in the same manner as in Example 1 (3), except that the colored resin composition R42 was used instead of the colored resin composition R1.

[0540] The obtained colored resin composition R42 for color filters had the same composition as the colored resin composition R3 for color filters of Example 3, and the evaluation results of the colored resin composition R42 for color filters and the colored layer R42 were the same as the evaluation results of the colored resin composition R3 for color filters and the colored layer R3.

[0541] (Examples 43 to 48)

[0542] (1) Production of Colorant Dispersion Liquid R47

[0543] In Example 47, the same procedure as in Example 1 (1) was performed except that the dispersant a solution was replaced with the dispersant g solution as shown in Table 5, the solid content was changed to the same parts by mass, and the amount of PGMEA was adjusted so that the total amount became 100 parts by mass, thereby obtaining a colorant dispersion R47.

[0544] (2) Production of Colored Resin Compositions R43 to R48 for Color Filters

[0545] In Example 43, the alkali-soluble resin B solution obtained in Synthesis Example 9 was used instead of the alkali-soluble resin A solution in Example 3, and as shown in Table 5, 0.02 parts by mass of an oxime ester photoinitiator (trade name Irgacure OXE 01 (OXE01), manufactured by BASF) was used instead of 0.04 parts by mass of IRG369, and 0.04 parts by mass of an oxime ester photoinitiator (trade name Irgacure OXE 02 (OXE02), manufactured by BASF) was used instead of 0.02 parts by mass of NCI831. The same procedures as in (2) of Example 3 were used to obtain a coloring resin composition R43 for color filters.

[0546] In Example 44, the same procedure as in Example 11 (2) was performed except that 0.03 parts by mass of an antioxidant (trade name: IRGANOX 1010 (1010), manufactured by BASF) was used instead of 0.03 parts by mass of an antioxidant (trade name: ADEKA STAB AO-40 (AO-40), manufactured by ADEKA) to obtain a color filter colored resin composition R44.

[0547] In Example 45, the same procedure as in Example 11 (2) was carried out except that 0.03 parts by mass of the latent antioxidant (compound a) of Synthesis Example 10 was used instead of 0.03 parts by mass of the antioxidant (trade name IRGANOX 1010 (1010), manufactured by BASF) in Example 11, thereby obtaining a color resin composition R45 for color filters.

[0548] In Example 46, the same procedure as in Example 11 (2) was performed except that 0.03 parts by mass of an ultraviolet absorber (benzotriazole compound, trade name TINUVIN 329, manufactured by BASF) was added instead of 0.03 parts by mass of the antioxidant (trade name IRGANOX 1010 (1010), manufactured by BASF) in Example 11, thereby obtaining a color resin composition R46 for color filters.

[0549] In Example 47, except having used the colorant dispersion liquid R47 instead of the colorant dispersion liquid R3 in Example 3, it carried out similarly to (2) of Example 3, and obtained the color resin composition R47 for color filters.

[0550] In Example 48, the same procedure as in (2) of Example 43 was performed except that the colorant dispersion liquid R47 was used instead of the colorant dispersion liquid R3 in Example 43, and 0.03 parts by mass of an antioxidant (trade name ADEKA STAB AO-40 (AO-40), manufactured by ADEKA) and 0.03 parts by mass of an ultraviolet absorber (benzotriazole compound, trade name TINUVIN 329, manufactured by BASF) were added to obtain a color resin composition R48 for color filters.

[0551] (3) Formation of Colored Layer

[0552] In Example 1 (3), the same procedure as in Example 1 (3) was carried out except that the colored resin compositions R43 to R48 were used instead of the colored resin composition R1, thereby obtaining colored layers R43 to R48.

[0553] [Table 5]

[0554] Table 5

[0555]

[0556] [Evaluation method]

[0557] <Evaluation of dispersibility of colorant dispersion>

[0558] The viscosity of the colorant dispersions obtained in Examples and Comparative Examples was measured immediately after preparation and after storage at 25°C for 30 days, and the viscosity change rate was calculated from the viscosity before and after storage to evaluate the viscosity stability. The viscosity was measured using a vibration viscometer at 25.0±0.5°C. The results are shown in Tables 2 to 5.

[0559] (Viscosity stability evaluation criteria)

[0560] A: The viscosity change rate before and after storage is less than 10%;

[0561] B: The viscosity change rate before and after storage is 10% or more and less than 15%;

[0562] C: The viscosity change rate before and after storage is 15% or more and less than 25%;

[0563] D: The viscosity change rate before and after storage is 25% or more.

[0564] Here, this is a value when the colorant is set to 13% by mass based on the total mass of the solvent contained in the colorant dispersion.

[0565] When the evaluation result is C, the colorant dispersion liquid can be used in practice, but when the evaluation result is B, the colorant dispersion liquid is better, and when the evaluation result is A, the colorant dispersion liquid is excellent in dispersion stability.

[0566] <Optical performance evaluation, contrast evaluation>

[0567] The contrast, chromaticity (x, y), and brightness (Y) of the colored layers obtained in Examples and Comparative Examples were measured using a spectral characteristics measuring apparatus LCF-1500M manufactured by Otsuka Electronics and a contrast measuring apparatus CT-1B manufactured by Tsubosaka Electric.

[0568] (Contrast Rating Criteria)

[0569] .Values ​​when x is set to 0.570 to 0.600 under C light source

[0570] AA: more than 10,000;

[0571] A: 8000~10000;

[0572] B: 6000~7999;

[0573] C: Less than 6000.

[0574] .Values ​​when x is set to 0.607 to 0.630 under C light source

[0575] AA: more than 9000;

[0576] A: 7000~9000;

[0577] B: 5000~6999;

[0578] C: Less than 5000.

[0579] .Values ​​when x is set to 0.650 to 0.693 under C light source

[0580] AA: more than 8000;

[0581] A: 6000~8000;

[0582] B: 4000~5999:

[0583] C: Less than 4000.

[0584] <Evaluation of Phase Difference>

[0585] The phase difference of the colored layer is measured by the retardation (Rth) in the thickness direction calculated by the following formula. The retardation (Rth) is measured using a phase difference measuring device (Axoscan™ Mueller Matrix Polarimeter manufactured by AXOMETRICS). The measurement wavelength of the red colored layer is measured at 620 nm and 665 nm.

[0586] Rth=((Nx+Ny) / 2-Nz)d

[0587] Nx: refractive index in the slow axis direction in the plane;

[0588] Ny: refractive index in the fast axis direction in the plane;

[0589] Nz: refractive index in the thickness direction;

[0590] d: film thickness (nm).

[0591] <Evaluation of Solvent Resolubility>

[0592] The front end of a glass substrate with a width of 0.5 cm and a length of 10 cm was immersed in the color resin composition for color filters obtained in the examples and comparative examples, and applied to a 1 cm long portion of the glass substrate. The pulled glass substrate was placed in a constant temperature and humidity machine with the glass surface horizontal, and dried at a temperature of 23°C, a humidity of 80% RH, and for 10 minutes. Next, the glass substrate with the dried coating film attached was immersed in PGMEA for 15 seconds. The redissolution state of the dried coating film at this time was visually judged and evaluated.

[0593] (Evaluation criteria for solvent resolubility)

[0594] AA: The coating is completely dissolved in less than 8 seconds.

[0595] A: The dry coating is completely dissolved;

[0596] B: Flakes of dried coating are produced in the solvent, and the solution is colored;

[0597] C: No flakes of dried coating film were produced in the solvent, and the solution was not colored.

[0598] When the evaluation criteria are AA, A, or B, the solvent resolubility is evaluated to be good and the composition can be used practically without any problem. When the evaluation result is A or further AA, the effect is more excellent.

[0599] <Development Residue Evaluation>

[0600] The coloring resin composition for color filter obtained in the example and the comparative example was applied on a glass substrate (NH TECHNO GLASS (co., Ltd., "NA35") having a thickness of 0.7 mm and a size of 100 mm × 100 mm, respectively, using a spin coater, and then dried at 60° C. for 3 minutes using a hot plate to form a coloring layer having a thickness of 2.5 μm. The glass plate having the coloring layer formed thereon was subjected to shower development for 60 seconds using a 0.05 mass % potassium hydroxide aqueous solution as an alkaline developer. After visually observing the unexposed portion (50 mm × 50 mm) of the glass substrate after the coloring layer was formed, it was thoroughly wiped with a lens cleaning cloth containing ethanol (Toray Industries, Inc., trade name TORAYSEE MK cleaning cloth), and the degree of coloring of the lens cleaning cloth was visually observed.

[0601] (Development residue evaluation criteria)

[0602] AA: Even when the same evaluation was performed using a colored layer having a thickness of 3.5 μm, no development residue was visually confirmed, and the lens cleaning cloth was completely free of coloration;

[0603] A: No developer residue was visually confirmed, and the lens cleaning cloth was completely uncolored.

[0604] B: No development residue was visually observed, but slight coloration of the lens cleaning cloth was observed;

[0605] C: Slight development residue was visually confirmed, and coloring of the lens cleaning cloth was confirmed;

[0606] D: Development residue was visually confirmed, and coloring of the lens cleaning cloth was confirmed.

[0607] If the evaluation criteria are AA, A, B, or C, the device can be used practically, but if the evaluation result is B, further A, and further AA, the effect is more excellent.

[0608] <Development Resistance Evaluation>

[0609] The color filter colored resin compositions obtained in Examples and Comparative Examples were applied to a 0.7 mm thick glass substrate (NH TECHNO GLASS Co., Ltd., "NA35") using a spin coater. After drying on a hot plate at 80°C for 3 minutes, the color filter was irradiated with an ultra-high pressure mercury lamp at 40 mJ / cm 2 The film thickness at this time is measured and set as T1 (μm). Thereafter, shower development is performed using a 0.05 mass % potassium hydroxide aqueous solution as an alkaline developer. The film thickness after development is measured and set as T2 (μm). T2 / T1×100 (%) is calculated.

[0610] (Development resistance evaluation criteria)

[0611] AA: above 98%;

[0612] A: 95% or more and less than 98%;

[0613] B: 90% or more and less than 95%;

[0614] C: Less than 90%.

[0615] If the evaluation criteria are AA, A, and B, the device can be used practically, but if the evaluation result is A and further AA, the effect is more excellent.

[0616] <Water penetration evaluation>

[0617] The coloring resin composition for color filter obtained in the examples and comparative examples was applied on a glass substrate (NHTECHNOGLASS Co., Ltd., "NA35") using a spin coater and then baked to form a coloring layer with a thickness of 1.6 μm. The coating was then dried at 60° C. for 3 minutes using a hot plate and irradiated on the entire surface with 60 mJ / cm2 using an ultra-high pressure mercury lamp without a photomask. 2 The glass substrate was exposed to ultraviolet light, thereby forming a colored layer on the glass substrate. Then, 0.05 wt% potassium (KOH) was used as a developer for rotary development, and after contacting with the developer for 60 seconds, it was washed with pure water for development. After the washed substrate was rotated for 10 seconds and centrifuged to remove water, the contact angle of pure water was immediately measured as follows to evaluate water permeation.

[0618] The contact angle of pure water was measured by dropping 1.0 μL of pure water onto the surface of the colored layer immediately after centrifugation to measure the static contact angle 10 seconds after the droplet landed using the θ / 2 method. The measurement was performed using a contact angle meter DM 500 manufactured by Kyowa Interface Science Co., Ltd.

[0619] (Water penetration evaluation criteria)

[0620] AA: contact angle above 80 degrees;

[0621] A: The contact angle is more than 75 degrees and less than 80 degrees;

[0622] B: The contact angle is more than 65 degrees and less than 75 degrees;

[0623] C: The contact angle is more than 50 degrees and less than 65 degrees;

[0624] D: The contact angle is less than 50 degrees.

[0625] If the water infiltration evaluation criteria are AA, A or B, practical use can be made. However, if the evaluation result is A and further AA, the effect is even more excellent.

[0626] <SiN Adhesion Evaluation>

[0627] The colored resin compositions for color filters obtained in each example and comparative example were respectively coated on a SiN substrate (manufactured by Foresight Co., Ltd.) using a spin coater, dried on a hot plate at 80 °C for 3 minutes, irradiated with ultraviolet rays of 60 mJ / cm 2 using an ultra-high pressure mercury lamp, and then post-baked in a clean oven at 230 °C for 30 minutes, thereby adjusting the film thickness so that the cured film thickness became 2.10 μm to form a colored layer.

[0628] For the obtained colored layer, a cross-cut adhesion test (cross-cut test) according to JIS K 5600-5-6 was performed. After repeating the peeling operation using tape 5 times, the presence or absence of peeling of the coating film was observed and evaluated according to the following evaluation criteria.

[0629] (SiN Adhesion Evaluation Criteria)

[0630] AA: No peeling is observed in any of the grids;

[0631] A: Although there is slight peeling of the coating film at the intersection of the cross-cut, the occupied area of the peeling is less than 5%;

[0632] B: The coating film peels off along the scribed lines at the intersection. The occupied area of the peeling is 5% or more and less than 15%;

[0633] C: The coating film peels off locally and overall along the scribed lines. The occupied area of the peeling is 15% or more and less than 35%.

[0634] [Result Summary]

[0635] As can be seen from the results in the table, the colorant dispersions of Examples 1 to 41 and 47, in which the above-mentioned specific yellow colorant is combined with the red colorant and further a dispersant belonging to a polymer having a structural unit represented by the general formula (I), have good viscosity stability. On the other hand, it is clear that the colorant dispersion of Comparative Example 1, in which the existing yellow colorant and a carbamate-based dispersant are combined with the red colorant, has poor viscosity stability. In addition, it is clear that even the colorant dispersion of Comparative Example 2, in which the above-mentioned specific yellow colorant is combined with the red colorant and a carbamate-based dispersant is combined, has poor viscosity stability.

[0636] In addition, the colorant dispersions of Comparative Examples 3 to 7, in which a red colorant was combined with a conventional yellow colorant, showed poor viscosity stability even when a dispersant that was a polymer having a structural unit represented by the general formula (I) was used.

[0637] In addition, it was found that the coloring resin compositions for color filters of Examples 1 to 48, which combined the above-mentioned specific yellow coloring agent with the red coloring agent and further combined a dispersant belonging to a polymer having a structural unit represented by the general formula (I), had good coloring agent dispersion stability, and the phase difference value of the coloring layer using the coloring resin composition was reduced and the contrast was excellent. In addition, it was found that the coloring layers using the coloring resin compositions of Examples 1 to 48 had excellent adhesion to SiN, and among them, the coloring layers using the coloring resin compositions of Examples 11, 44, 45, 46, and 48 had excellent adhesion to SiN. In addition, the adhesion to SiN of Example 10 was A, which was close to AA, and was good.

[0638] On the other hand, in Comparative Examples 1 and 3 to 7 in which a colorant different from that of the Example was combined, the contrast difference and the phase difference were all larger than those of the Example having the same chromaticity coordinates (x, y).

[0639] In addition, even in Comparative Example 2 in which the above-mentioned specific yellow colorant is combined with the red colorant and the urethane dispersant is combined, the contrast difference and the phase difference value are larger than those of the examples having the same chromaticity coordinates (x, y).

[0640] Moreover, in Comparative Examples 1 and 3 to 7, the P / V ratio of the colored resin composition tends to be larger than that of the Examples having the same chromaticity coordinates (x, y), and the adhesion to SiN is also inferior.

[0641] In addition, in Comparative Example 1, compared with Examples having the same chromaticity coordinates (x, y), the solvent resolubility, suppression of development residue, development resistance, and water bleeding were also inferior.

[0642] It is clear that in the examples in which both the maleimide structure and the styrene structure having a hydrocarbon ring are contained as the alkali-soluble resin and an antioxidant is added, a colored layer with suppressed development residue and improved brightness is formed.

[0643] In addition, it is clear that when two oxime ester photoinitiators and an antioxidant are used in combination, a colored layer with improved development resistance and brightness is formed. Among them, from the viewpoint of excellent brightness, it is preferred to use an oxime ester photoinitiator having a fluorene skeleton and an oxime ester photoinitiator having diphenyl sulfide in combination; from the viewpoint of a higher water bleed inhibition effect, it is preferred to use an oxime ester photoinitiator having a carbazole skeleton and an oxime ester photoinitiator having diphenyl sulfide in combination.

[0644] In Example 44, a hindered phenol antioxidant having a molecular weight of 500 or less and a molecular weight of 200 or less per phenolic hydroxyl group was used, and a colored layer with reduced retardation and improved brightness was formed. In Example 44, a contrast ratio A close to AA was obtained, and a colored layer with improved contrast was obtained.

[0645] In Example 45 using a latent antioxidant, the phase difference value was reduced, the contrast was A close to AA, and the colored layer with improved contrast was obtained.

[0646] In Example 46 using an ultraviolet absorber, a colored layer was obtained in which the retardation value was reduced, the contrast was A close to AA, and the contrast was also improved.

[0647] In Example 48, an oxime ester photoinitiator having a carbazole skeleton and an oxime ester photoinitiator having diphenyl sulfide were used in combination, and a hindered phenol antioxidant having a molecular weight of 500 or less and a molecular weight of 200 or less per phenolic hydroxyl group and an ultraviolet absorber were used in combination. A colored layer with reduced retardation, improved brightness, and improved water bleeding inhibition effect was formed. In Example 48, a colored layer with a contrast ratio of A close to AA and improved contrast was obtained.

[0648] Explanation of symbols

[0649] 1 substrate;

[0650] 2 light shielding part;

[0651] 3 coloring layer;

[0652] 10 color filters;

[0653] 20 opposing substrate;

[0654] 30 liquid crystal layer;

[0655] 40 liquid crystal display device;

[0656] 50 organic protective layer;

[0657] 60 inorganic oxide film;

[0658] 71 transparent anode;

[0659] 72 hole injection layer;

[0660] 73 hole transport layer;

[0661] 74 luminous layer;

[0662] 75 electron injection layer;

[0663] 76 cathode;

[0664] 80 organic light emitting bodies;

[0665] 100 Organic light emitting display device.

Claims

1. A coloring resin composition for a color filter, comprising a colorant, a dispersant, a binder component and a solvent, wherein: The colorant contains a red colorant and a yellow colorant; The yellow colorant contains: at least one anion selected from the group consisting of mono-, di-, tri- and tetra-anions of an azo compound represented by the following general formula (A) and an azo compound having a tautomeric structure; ions of at least two metals selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Ni, Cu and Mn; and a compound represented by the following general formula (B); The dispersant is a polymer having a constituent unit represented by the following general formula (I); The colored resin composition for color filter further contains an antioxidant; General formula (A) In the general formula (A), R a Each is independently -OH, -NH2, -NH-CN, acylamino, alkylamino or arylamino, R b Each independently is -OH or -NH2; General formula (B) In the general formula (B), R c are each independently a hydrogen atom or an alkyl group; In the general formula (I), R 1 is a hydrogen atom or a methyl group, A is a divalent linking group, R 2 and R 3 Each independently represents a hydrogen atom or a hydrocarbon group optionally containing a hetero atom, R 2 and R 3 They are optionally bonded to each other to form a ring structure.

2. The colored resin composition for color filter according to claim 1, wherein The red colorant contains at least one selected from the group consisting of diketopyrrolopyrrole pigments, naphthol azo pigments, anthraquinone pigments, and perylene pigments.

3. The colored resin composition for color filter according to claim 1 or 2, wherein The at least two metals in the yellow colorant include Ni and at least one metal selected from the group consisting of Cd, Co, Al, Cr, Sn, Pb, Zn, Fe, Cu, and Mn.

4. The colored resin composition for color filter according to claim 1 or 2, wherein At least two metals in the yellow colorant are Ni and Zn, or Ni and Cu.

5. The colored resin composition for color filter according to claim 1 or 2, wherein The binder component contains an alkali-soluble resin, a multifunctional monomer and a photoinitiator. The photoinitiator is an oxime initiator.

6. The colored resin composition for color filter according to claim 1 or 2, which can form a cured film having chromaticity coordinates in the range of x=0.550 to 0.700 and y=0.290 to 0.450 in the XYZ colorimetric system of JIS Z8701 measured using light source C.

7. The colored resin composition for color filter according to claim 1 or 2, wherein The antioxidant contains at least one of a hindered phenol antioxidant and a latent hindered phenol antioxidant.

8. The colored resin composition for color filter according to claim 1 or 2, wherein The antioxidant contains a hindered phenol antioxidant having a molecular weight of 1,000 or less and a molecular weight of 280 equivalents or less per phenolic hydroxyl group. 9 . The colored resin composition for color filter according to claim 1 , further comprising an ultraviolet absorber. 10 . The colored resin composition for color filter according to claim 1 , further comprising an ultraviolet absorber, wherein the ultraviolet absorber is a benzotriazole compound, a benzophenone compound, or a triazine compound.

11. The colored resin composition for color filter according to claim 1 or 2, wherein The binder component contains an alkali-soluble resin, a multifunctional monomer and a photoinitiator. The photoinitiator contains two oxime initiators.

12. The colored resin composition for color filter according to claim 1 or 2, wherein The solvent includes a glycol ether acetate-based solvent as a first solvent and a solvent having an alcoholic hydroxyl group as a second solvent.

13. The colored resin composition for color filter according to claim 1 or 2, wherein The interaction between the red colorant and the yellow colorant suppresses crystal growth of the red colorant and the yellow colorant.

14. The colored resin composition for color filter according to claim 1 or 2, wherein The red colorant is contained in an amount of 40% by mass or more and 98% by mass or less, and the yellow colorant is contained in an amount of 2% by mass or more and 60% by mass or less, based on the total amount of the colorant.

15. The colored resin composition for color filter according to claim 1 or 2, wherein The red colorant is one or more selected from the group consisting of CI Pigment Red 254, CI Pigment Red 264, CI Pigment Red 272, a diketopyrrolopyrrole pigment represented by the following chemical formula (2), CI Pigment Red 242, CI Pigment Orange 38, CI Pigment Red 177, and CI Pigment Red 179. Chemical formula (2) 16. The colored resin composition for color filter according to claim 15, wherein The red colorant is a combination of CI Pigment Red 254, the diketopyrrolopyrrole pigment represented by the above chemical formula (2), namely, BrDPP, and CI Pigment Red 177.

17. A color filter comprising at least a substrate and a coloring layer provided on the substrate, wherein: At least one of the colored layers is a cured product of the colored resin composition for color filter according to any one of claims 1 to 16.

18. A display device, characterized in that: A color filter according to claim 17 is provided.

Images