JP2020126093A - Colorant dispersion liquid, dispersion auxiliary resin, photosensitive coloring resin composition and cured substance thereof, color filter, and display device - Google Patents

Abstract

To provide a colorant dispersion liquid the colorant dispersion stability of which is good, and with which it is possible to suppress residue occurrence during development and, furthermore, residue occurrence in a minute hole.SOLUTION: Provided is a colorant dispersion liquid containing a dispersion auxiliary resin which is a copolymer containing an alkyl(meth) acrylate-derived constitutional unit (a-1) having an alkyl group of a C5-15 straight or branched chain, a constitutional unit (a-2) having an acid group, a constitutional unit (a-3) having an ethylenically unsaturated bond in a side chain and a constitutional unit (a-4) having an aromatic group, the acid value of which is 30 mgKOH/g to 100 mgKOH/g inclusive and weight average modular weight is 3000 to 8000 inclusive, a colorant, and a solvent.SELECTED DRAWING: None

Description

The present invention relates to a color material dispersion liquid, a dispersion auxiliary resin, a photosensitive colored resin composition and a cured product thereof, a color filter, and a display device.

In recent years, along with the development of personal computers, especially the development of portable personal computers, the demand for liquid crystal displays has increased. The popularity of mobile displays (cell phones, smartphones, tablet PCs) is increasing, and the liquid crystal display market is expanding. In addition, recently, an organic light-emitting display device such as an organic EL display having high visibility due to self-light emission is also attracting attention as a next-generation image display device. In the performance of these image display devices, further improvement in image quality and reduction in power consumption such as improvement in contrast and color reproducibility are strongly desired.

Color filters are used in these liquid crystal display devices and organic light emitting display devices. For example, in the formation of a color image in a liquid crystal display device, the light that has passed through the color filter is colored as it is into the color of each pixel forming the color filter, and the lights of those colors are combined to form a color image. In this case, as a light source, in addition to a conventional cold cathode tube, a white light emitting organic light emitting element or a white light emitting inorganic light emitting element may be used. Further, in the organic light emitting display device, a color filter is used for color adjustment and the like.
Under such circumstances, there is an increasing demand for color filters to have high brightness and high contrast.

Here, the color filter is generally formed on a transparent substrate, a transparent substrate, a colored layer formed of colored patterns of three primary colors of red, green, and blue, and a transparent substrate on the transparent substrate so as to partition each colored pattern. And the formed light-shielding portion.
As a method for forming a colored layer in a color filter, for example, a colored resin composition obtained by adding a binder resin, a photopolymerizable compound and a photoinitiator to a colorant dispersion liquid in which a colorant is dispersed with a dispersant or the like. After being coated on a glass substrate and dried, it is exposed with a photomask and developed to form a colored pattern, and the pattern is fixed by heating to form a colored layer. These steps are repeated for each color to form a color filter.

In a color filter having a colored layer formed by using a method of dispersing a coloring material with a dispersant or the like, miniaturization of a coloring material such as a pigment has been studied in order to achieve high brightness and high contrast. .. However, since colorant particles such as finely divided pigments are easily aggregated, there is a problem in that dispersibility and dispersion stability are reduced.

Further, in order to realize high brightness of the color filter, there is an increasing demand for increasing the concentration of the color material in the colored layer of the color filter as compared with the related art. By increasing the colorant concentration, the colorant dispersion stability of the colored resin composition tends to deteriorate, and further, the binder component becomes relatively small, and the solubility of the coating film in an alkali developing solution remarkably decreases. Residues are easily generated during development. On the other hand, as the pixels of the color filter (coloring layer) become finer, the circulation of the developing solution to the opening tends to be delayed during development, and the residual residue in the opening where the photosensitive colored resin composition is supposed to be removed gradually increases. Is likely to occur.

Further, a COA (Color Filter On Array) method in which a color filter is formed on the TFT substrate side is drawing attention as an effective method as a measure against color mixing in a high-definition display device. In the COA method, it is necessary to form a colored layer on the TFT substrate and simultaneously form a through hole for conduction in the colored layer. However, in the background described above, it is necessary to simultaneously form a colored layer when patterning the colored layer. It was difficult to form a desired micropore in the colored layer, and it was very difficult to suppress the residue in the micropore.

In Patent Document 1, (A) alkyl (meth)acrylate having an alkyl chain having 5 to 20 carbon atoms, (B) benzyl (meth)acrylate, (C) paracumylphenol or nonylphenol modified with ethylene or propylene oxide (meta). ) Photosensitive coloring containing a copolymer resin obtained by copolymerizing acrylate, (D) (meth)acrylic acid and/or (meth)acrylic acid ester, a photopolymerization initiator, a polymerizable monomer, and a colorant A resin composition is disclosed. According to Patent Document 1, the photosensitive colored resin composition is described as being a photosensitive colored resin composition having excellent pigment dispersion stability and chemical resistance.

JP, 2008-70647, A

However, the technique specifically described in Patent Document 1 is insufficient for suppressing the generation of residues during development, and further for suppressing the generation of residues in micropores.
The present invention has been made in view of the above circumstances, and provides a color material dispersion liquid that has good color material dispersion stability and that can suppress residue generation during development and further residue generation in micropores. With the goal. Another object of the present invention is to provide a dispersion auxiliary resin which has good colorant dispersion stability and is capable of suppressing the generation of residues during development, and further the generation of residues in micropores. And Another object of the present invention is to provide a photosensitive colored resin composition having good colorant dispersion stability and capable of suppressing the generation of residues during development and further the generation of residues in fine pores. Another object of the present invention is to provide a color filter formed using the photosensitive colored resin composition. Another object of the present invention is to provide a display device having excellent display characteristics by using the color filter.

The colorant dispersion according to the present invention is a colorant dispersion containing a colorant, a dispersion auxiliary resin, and a solvent,
The dispersion auxiliary resin comprises a structural unit (a-1) derived from an alkyl (meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms and a structural unit (a-2) having an acidic group. And a structural unit (a-3) having an ethylenically unsaturated bond in the side chain and a structural unit (a-4) having an aromatic group, and having an acid value of 30 mgKOH/g or more and 100 mgKOH/g or less. And a weight average molecular weight of 3,000 or more and 8,000 or less.

The dispersion auxiliary resin according to the present invention comprises a structural unit (a-1) derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms and a structural unit (a having an acidic group. -2), a structural unit (a-3) having an ethylenically unsaturated bond in the side chain, and a structural unit (a-4) having an aromatic group, and an acid value of 30 mgKOH/g or more and 100 mgKOH/ It is a copolymer having a weight average molecular weight of 3,000 or more and 3,000 or less and 8,000 or less.

The photosensitive colored resin composition according to the present invention contains the color material dispersion liquid according to the present invention, a polyfunctional monomer, and a photoinitiator.
The present invention also provides a cured product of the photosensitive colored resin composition according to the present invention.

The color filter according to the present invention is a color filter including at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers is a cured cured resin composition according to the present invention. It is a thing.

A display device according to the present invention has the color filter according to the present invention.

According to the present invention, it is possible to provide a color material dispersion liquid having good color material dispersion stability and capable of suppressing the generation of residues during development and further the generation of residues in fine pores. Further, according to the present invention, there is provided a dispersion auxiliary resin which has good colorant dispersion stability and is capable of suppressing the generation of residues during development and further the generation of residues in micropores. You can Further, according to the present invention, it is possible to provide a photosensitive colored resin composition having good colorant dispersion stability and capable of suppressing the generation of residues during development and further the generation of residues in fine pores. Moreover, according to this invention, the color filter formed using the said photosensitive coloring resin composition can be provided. Further, according to the present invention, it is possible to provide a display device having excellent display characteristics by using the color filter.

FIG. 1 is a schematic diagram showing an example of the color filter of the present invention. FIG. 2 is a schematic view showing an example of the liquid crystal display device of the present invention. FIG. 3 is a schematic view showing an example of the organic light emitting display device of the present invention.

Hereinafter, the color material dispersion liquid, the dispersion auxiliary resin, the photosensitive colored resin composition, the color filter, and the display device according to the present invention will be described in detail in order.
In the present invention, light includes electromagnetic waves having wavelengths in the visible and non-visible regions and further radiation, and the radiation includes, for example, microwaves and electron beams. Specifically, it refers to an electromagnetic wave having a wavelength of 5 μm or less and an electron beam.
In the present invention, (meth)acryloyl represents each of acryloyl and methacryloyl, (meth)acryl represents each of acryl and methacryl, and (meth)acrylate represents each of acrylate and methacrylate.

I. Coloring Material Dispersion The coloring material dispersion according to the present invention comprises a structural unit (a-1) derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms and an acidic group. Containing the structural unit (a-2), the structural unit (a-3) having an ethylenically unsaturated bond in the side chain, and the structural unit (a-4) having an aromatic group, and having an acid value of 30 mgKOH. /G or more and 100 mgKOH/g or less and a color material dispersion liquid containing a dispersion auxiliary resin, which is a copolymer having a weight average molecular weight of 3000 or more and 8000 or less, a coloring material, and a solvent.

The color material dispersion liquid according to the present invention is, as the dispersion auxiliary resin according to the present invention, the specific structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit ( a-4) is used, and since a copolymer having a specific acid value and a specific weight average molecular weight in combination is used, the coloring material dispersion stability is good, and the coloring material dispersion liquid is used for the preparation. The photosensitive colored resin composition can suppress the generation of residues during development, and further, the generation of residues in micropores.
In the dispersion auxiliary resin according to the present invention, at least one of the specific structural unit (a-1), structural unit (a-2), structural unit (a-3), and structural unit (a-4) is missing. If so, residues are likely to be generated during development, and it is particularly difficult to suppress the generation of residues in the micropores. Further, if the acid value is smaller or larger than the specific range, residues are likely to be generated during development, and it is particularly difficult to suppress the generation of residues in the micropores. When the acid value is larger than the above specific range, the dispersion stability of the coloring material tends to deteriorate. Further, if the weight average molecular weight is larger than the above specific range, a residue is likely to be generated during development, and it is particularly difficult to suppress the generation of a residue in the micropores. When the weight average molecular weight is smaller than the above specific range, the dispersion stability of the coloring material deteriorates.
By introducing the structural unit (a-1) derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms into the copolymer, the alkyl chain having the specific size However, it is presumed that the action of the surfactant in the developing solution facilitates the development of the fine pattern, the inside of the fine pores, and the peripheral portion of the fine pores. In addition, the structural unit (a-1) derived from an alkyl (meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms and a structural unit (a having an ethylenically unsaturated bond in the side chain). -3) and the constitutional unit (a-4) having an aromatic group are present between the constitutional unit (a-2) having an acidic group, so that the diffraction pattern of the fine pattern or the peripheral portion of the micropores causes It is presumed that the induced semi-curing is suppressed and the generation of residues is suppressed. Further, the combination of the structural unit (a-3) having an ethylenically unsaturated bond in the side chain and the structural unit (a-4) having an aromatic group is effective in suppressing the generation of residues in the micropores. is there.

The color material dispersion according to the present invention contains at least a color material, a dispersion auxiliary resin according to the present invention, and a solvent, and further contains other components within a range not impairing the effects of the present invention. It is acceptable.
Hereinafter, each component of the color material dispersion liquid according to the present invention will be described in detail in order from the dispersion auxiliary resin of the present invention.

<Dispersion auxiliary resin>
In the present invention, a structural unit (a-1) derived from an alkyl (meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms, as a dispersion auxiliary resin for dispersing the coloring material, An acidic group-containing structural unit (a-2), a side chain having an ethylenically unsaturated bond-containing structural unit (a-3), and an aromatic group-containing structural unit (a-4). A dispersion-assisting resin which is a copolymer having a valence of 30 mgKOH/g or more and 100 mgKOH/g or less and a weight average molecular weight of 3,000 or more and 8,000 or less is used.

(Structural unit (a-1))
The structural unit (a-1) is a structural unit derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms.
Having a constitutional unit derived from an alkyl(meth)acrylate having a straight-chain or branched-chain alkyl group having 5 or more carbon atoms makes it more compatible with a developing solution, and further improves the constitution of other constitutional units (a-3) and constitutional units ( It is presumed that the semi-curing is easily suppressed by the interaction with a-4), and the residue is suppressed even in the fine pattern and in the fine holes. On the other hand, if the carbon number is too large, the dispersibility of the coloring material tends to be deteriorated. Therefore, among them, a structural unit derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 15 or less carbon atoms is used.

Examples of the alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms used in the structural unit (a-1) include linear or branched pentyl (meth)acrylate and hexyl (meth). ) Acrylate, heptyl (meth)acrylate, octyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, undecyl (meth)acrylate, dodecyl (meth)acrylate, tetradecyl (meth)acrylate and the like.

The alkyl (meth)acrylate having a linear or branched alkyl group having 5 or more and 15 or less carbon atoms, which is used in the structural unit (a-1), has 6 carbon atoms from the viewpoint of improving the residue in the micropores. It is preferably not less than 8 and more preferably not less than 8. On the other hand, as the alkyl (meth)acrylate having a linear or branched alkyl group having 5 or more and 15 or less carbon atoms, which is used in the structural unit (a-1), among others, from the viewpoint of improving the residue in the micropores, Is preferably 14 or less, more preferably 12 or less.
Further, among them, alkyl (meth)acrylate having a linear alkyl group is preferable from the viewpoint of residue in the micropores and photocurability.

(Structural unit (a-2))
The structural unit (a-2) is a structural unit having an acidic group.
Since the dispersion-assisting resin according to the present invention has a structural unit having an acidic group, the dispersibility of the coloring material is improved, and it has a function of imparting solubility to the colored resin composition during development as an alkali-soluble resin. It becomes possible to suppress the residue.
Here, examples of the acidic group include a carboxy group, a sulfonic acid group, a phosphoric acid group, and the like, but the acidic group contained as the structural unit (a-2) is a carboxy group. And from the viewpoint of photocurability.

In the present invention, the constituent unit having an acidic group is preferably a constituent unit derived from a carboxy group-containing ethylenically unsaturated monomer from the viewpoint of dispersion stability and photocurability.
Examples of the carboxy group-containing ethylenically unsaturated monomer include (meth)acrylic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, 2-hydroxyethyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate. Examples thereof include monomers obtained by reacting hydroxyalkyl (meth)acrylate with an acid anhydride such as maleic anhydride, succinic anhydride, and phthalic anhydride, and vinyl monomers having a carboxy group such as vinylbenzoic acid. Among them, the carboxy group-containing ethylenically unsaturated monomer is preferably (meth)acrylic acid from the viewpoint of developability and photocurability.
The constitutional unit derived from an ethylenically unsaturated monomer means a constitutional unit in which the radically polymerizable carbon-carbon double bond of the ethylenically unsaturated monomer is a carbon-carbon single bond.

(Structural unit (a-3))
The structural unit (a-3) is a structural unit having an ethylenically unsaturated bond in its side chain.
Since the dispersion-assisting resin according to the present invention has a structural unit having an ethylenically unsaturated bond in its side chain, it is semi-cured by the interaction with other structural units (a-1) and structural units (a-4). It is presumed that is easily suppressed and the residue of the micropores is suppressed.

The ethylenically unsaturated bond in the side chain is preferably a (meth)acryloyl group, vinyl group, allyl group or the like.
As a method for introducing a constitutional unit having an ethylenically unsaturated bond into a side chain into a copolymer, a conventionally known production method may be appropriately selected and used.
For example, in the copolymer, a structural unit having a carboxy group, a compound having an epoxy group and an ethylenic double bond in the molecule, for example, glycidyl (meth) acrylate, or a structural unit having an isocyanate group, A compound having a hydroxyl group and an ethylenic double bond in the molecule, for example, hydroxyethyl (meth) acrylate is reacted, or a structural unit having a hydroxyl group, a compound having an isocyanate group and an ethylenic double bond in the molecule, For example, 2-isocyanatoethyl (meth)acrylate is reacted, or a structural unit having an epoxy group is reacted with a compound having both a carboxy group and an ethylenic double bond in the molecule, for example, (meth)acrylic acid. Thus, a structural unit having an ethylenically unsaturated bond in its side chain can be used.

(Structural unit (a-4))
The structural unit (a-4) is a structural unit having an aromatic group.
Since the dispersion-assisting resin according to the present invention has a structural unit having an aromatic group, the dispersibility of the color material is improved, and the dispersion-assisting resin is different from other structural units (a-1) and structural units (a-3). It is presumed that the semi-hardening is easily suppressed by the interaction, and the residue of the micropores is suppressed.

The constituent unit having an aromatic group is preferably a constituent unit derived from an aromatic group-containing ethylenically unsaturated monomer from the viewpoint of dispersion stability and pattern forming ability.
Examples of the aromatic group-containing ethylenically unsaturated monomer include benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and styrene. Benzyl (meth)acrylate and styrene are preferable from the viewpoint of having a large effect that the cross-sectional shape of the colored layer and the shape of the micropores after development are maintained even during the heat treatment, and the effect of suppressing the development residue.
For example, in the case of having a phenylene structure in which α,α dimethylbenzyl groups or long-chain alkyl groups having 9 or more carbon atoms are substituted, such as paracumylphenol ethylene oxide-modified acrylate or nonylphenoxy polypropylene glycol acrylate, the residue in the micropores May worsen. Therefore, the constituent unit having an aromatic group is preferably a constituent unit having no α,α dimethylbenzyl group or a long-chain alkyl group having 9 or more carbon atoms as a substituent of the aromatic group.

(Other units)
The dispersion-assisting resin of the present invention may contain other structural units as appropriate within the scope of achieving the object of the present invention.
Examples of the other structural unit include structural units derived from other ethylenically unsaturated monomers.
Examples of the other ethylenically unsaturated monomer include a hydroxyl group-containing ethylenically unsaturated monomer such as 2-hydroxyethyl (meth)acrylate and an alkyl group having 4 or less or 16 or more carbon atoms such as n-butyl (meth)acrylate. Alicyclic group-containing ethylenically unsaturated monomers such as alkyl (meth)acrylate and cyclohexyl (meth)acrylate, epoxy group-containing ethylenically unsaturated monomers such as glycidyl (meth)acrylate, 2-(meth)acryloyloxyethyl Examples thereof include isocyanate group-containing ethylenically unsaturated monomers such as isocyanates and their alkylene oxide adducts.

(Content ratio of constituent units)
The content ratio of the structural unit (a-1) in the copolymer is preferably 4 mol% or more based on all structural units of the copolymer from the viewpoint of improving the residue in the micropores. It is more preferably at least mol%, further preferably at least 7 mol%.
From the viewpoint of photocurability, the content ratio of the structural unit (a-1) in the copolymer is preferably 30 mol% or less, based on the total structural units of the copolymer, and is 27 mol. % Or less, and more preferably 25 mol% or less.

From the viewpoint of developability, the content ratio of the structural unit (a-2) in the copolymer is preferably 25 mol% or more, and 27 mol% or more based on all the structural units of the copolymer. It is more preferable to be present, and it is further preferable to be 30 mol% or more.
Further, the content ratio of the structural unit (a-2) in the copolymer is preferably 50 mol% or less with respect to all the structural units of the copolymer from the viewpoint of dispersion stability and developability. , 47 mol% or less, more preferably 45 mol% or less.

From the viewpoint of dispersion stability and photocurability, the content ratio of the structural unit (a-3) in the copolymer is preferably 25 mol% or more based on all structural units of the copolymer, It is more preferably at least 27 mol%, further preferably at least 28 mol%.
In addition, the content ratio of the structural unit (a-3) in the copolymer is 35 mol% or less based on all the structural units of the copolymer from the viewpoint of dispersion stability and photocurability. The content is preferably 34 mol% or less, more preferably 33 mol% or less.

The content ratio of the structural unit (a-4) in the copolymer is preferably 1 mol% or more based on the total structural units of the copolymer, from the viewpoint of pattern forming ability and dispersion stability. It is more preferably 3 mol% or more, still more preferably 5 mol% or more.
Further, the content ratio of the structural unit (a-4) in the copolymer is 40 mol% or less based on all the structural units of the copolymer from the viewpoint of pattern forming ability and dispersion stability. It is preferably 35 mol% or less, more preferably 30 mol% or less.

Moreover, although the said copolymer may further contain other structural units, the said structural unit (a-1), the said structural unit (a-2), the said structural unit (a-3), and the said structural unit. From the viewpoint of dispersion stability, photocurability, and residues in the micropores, the total content of (a-4) is 65 mol% or more and 100 mol or less with respect to all the constituent units of the copolymer. It is preferably 70 mol% or more and 100 mol or less, more preferably 75 mol% or more and 100 mol or less.
The content ratio of the structural unit in the copolymer can be determined from the charged amount at the time of production. Moreover, the content ratio of the said structural unit can be measured with a nuclear magnetic resonance apparatus (NMR).

The acid value of the copolymer is 30 mgKOH/g or more and 100 mgKOH/g or less.
From the viewpoints of developability and dispersion stability, the acid value of the copolymer is more preferably 35 mgKOH/g or more, and further preferably 40 mgKOH/g or more. On the other hand, the acid value of the copolymer is more preferably 98 mgKOH/g or less, further preferably 95 mgKOH/g or less, from the viewpoints of developability and dispersion stability.
In the present invention, the acid value can be measured according to JIS K0070.

The weight average molecular weight Mw of the copolymer is in the range of 3,000 or more and 8,000 or less. The mass average molecular weight Mw of the copolymer is more preferably 3200 or more, and further preferably 3500 or more, from the viewpoints of dispersion stability, developability, and residues in micropores. On the other hand, the mass average molecular weight Mw of the copolymer is more preferably 7800 or less, and further preferably 7500 or less, from the viewpoints of dispersion stability, developability and TH residue.
In the present invention, the mass average molecular weight Mw is a value measured by GPC (gel permeation chromatography). For the measurement, HLC-8220GPC manufactured by Tosoh Corporation was used, the elution solvent was N-methylpyrrolidone to which 0.01 mol/liter of lithium bromide was added, and the polystyrene standard for calibration curve was Mw: 8×10 ⁵ (F-80 ), Mw: 4×10 ⁵ (F-40), Mw: 2×10 ⁵ (F-20), Mw: 1×10 ⁵ (F-10), Mw: 4×10 ⁴ (F-4), Mw: 2×10 ⁴ (F-2), Mw: 5×10 ³ (A-5000), Mw: 2.5×10 ³ (A-2500), Mw: 1×10 ³ (A-1000), Mw: 5×10 ² (A-500) (manufactured by Tosoh Corporation), and TSK-GEL ALPHA-M×2 (manufactured by Tosoh Corporation) as a measurement column.

The ethylenically unsaturated bond equivalent, which is the weight average molecular weight per 1 mol of ethylenically unsaturated bond of the copolymer, is preferably 780 or more, and preferably 800 or more, from the viewpoint of dispersion stability and photocurability. More preferably, it is more preferably 830 or more. On the other hand, the ethylenically unsaturated bond equivalent, which is the weight average molecular weight per mol of the ethylenically unsaturated bond of the copolymer, is preferably 1300 or less, and preferably 1250 or less from the viewpoint of developability. More preferably, it is 1200 or less.

The ethylenically unsaturated bond equivalent is represented by the following mathematical formula (1).
Formula (1)
Ethylenically unsaturated bond equivalent (g/mol)=W (g)/M (mol)
(In the formula (1), W represents the mass (g) of the copolymer, and M represents the number of moles (mol) of the ethylenic double bond contained in the copolymer W (g).)
The ethylenically unsaturated bond equivalent is determined by measuring the number of ethylenic double bonds contained in 1 g of the copolymer, for example, according to the iodine value test method described in JIS K 0070:1992. It may be calculated.

The copolymer used as the dispersion assisting resin in the color material dispersion liquid may be used alone or in combination of two or more kinds, and the content thereof is not particularly limited.
From the viewpoint of dispersion stability, the content of the dispersion-assisting resin is preferably 20 parts by mass or more and 60 parts by mass or less, and 30 parts by mass or more and 50 parts by mass or less with respect to 100 parts by mass of the coloring material described later. More preferably.
From the viewpoint of dispersion stability and pattern formation, the copolymer used as a dispersion auxiliary resin is preferably 0.5% by mass or more and 10% by mass or less with respect to the total solid content in the color material dispersion liquid, It is preferably in the range of 2% by mass or more and 8% by mass or less.
In addition, the solid content is everything except a solvent, and includes a liquid polyfunctional monomer and the like.

<Color material>
In the present invention, the coloring material is not particularly limited as long as it can produce a desired color when the colored layer is formed, and various organic pigments, inorganic pigments, dispersible dyes, and salt-forming compounds of dyes. Etc. can be used alone or in combination of two or more. Among them, organic pigments are preferably used because they have high color developability and high heat resistance. As the organic pigment, for example, a compound classified into Pigment in the color index (CI; issued by The Society of Dyers and Colorists), specifically, the following color index (C.I. .) The numbered ones can be mentioned.

C. I. Pigment Yellow 1, 3, 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, 168, 175, 185, and C.I. I. Pigment Yellow 150 derivative pigment;
C. I. Pigment Orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73;
C. I. Pigment Violet 1, 19, 23, 29, 32, 36, 38;
C. I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 48:1, 48:2, 48:3, 48:4, 49:1, 49:2, 50:1, 52:1, 53:1, 57, 57: 1, 57:2, 58:2, 58:4, 60:1, 63:1, 63:2, 64:1, 81:1, 83, 88, 90:1, 97, 101, 102, 104, 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149, 150, 151, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193, 194, 202, 206, 207, 208, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265, 272;
C. I. Pigment Blue 15, 15:3, 15:4, 15:6, 60;
C. I. Pigment Green 7, 36, 58, 59;
C. I. Pigment Brown 23, 25;
C. I. Pigment Black 1, 7.

Further, specific examples of the inorganic pigment include titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, yellow lead, zinc yellow, red iron oxide (red iron oxide (III)), cadmium red, ultramarine blue, dark blue, and oxidation. Examples include chrome green, cobalt green, amber, titanium black, synthetic iron black, carbon black and the like.

For example, in the case of forming the pattern of the light shielding layer on the substrate of the color filter by using the color material dispersion liquid of the present invention as the photosensitive coloring resin composition described later, a black pigment having a high light shielding property is mixed in the ink. .. As the black pigment having a high light shielding property, for example, an inorganic pigment such as carbon black or ferrosoferric oxide, or an organic pigment such as cyanine black can be used.

Examples of the dispersible dye include dyes that are dispersible by adding various substituents to the dye or by using in combination with a solvent having a low solubility.
The salt-forming compound of the dye refers to a compound in which the dye forms a salt with a counter ion, for example, a salt-forming compound of a basic dye and an acid, a salt-forming compound of an acid dye and a base, and soluble in a solvent. A lake pigment insolubilized in a solvent by using a known lake formation (chlorination) method is also included.
In the present invention, it is possible to improve the dispersibility and dispersion stability of the coloring material by using a coloring material containing at least one selected from dyes and salt-forming compounds of the dye and the dispersant of the present invention in combination. You can

The dye can be appropriately selected from conventionally known dyes. Examples of such dyes include azo dyes, metal complex salt azo dyes, anthraquinone dyes, triphenylmethane dyes, xanthene dyes, cyanine dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, and phthalocyanine dyes.
As a guide, if the amount of the dye dissolved in 10 g of the solvent (or mixed solvent) is 10 mg or less, it can be determined that the dye can be dispersed in the solvent (or mixed solvent).

Among them, the coloring material is at least one selected from the group consisting of diketopyrrolopyrrole pigments, quinophthalone pigments, copper phthalocyanine pigments, zinc phthalocyanine pigments, quinophthalone dyes, coumarin dyes, cyanine dyes, and salt-forming compounds of these dyes. When it is contained, the effect of suppressing sublimation or precipitation of the coloring material due to the use of the dispersant is high, and a colored layer having high brightness can be formed, which is preferable. In addition, it is preferable that the colorant contains at least one selected from the group consisting of diketopyrrolopyrrole pigment, quinophthalone pigment, copper phthalocyanine pigment, zinc phthalocyanine pigment, and quinophthalone dye.

Examples of the diketopyrrolopyrrole pigment include C.I. I. Pigment Red 254, 255, 264, 272, 291, and a diketopyrrolopyrrole pigment represented by the following general formula (i), among which C.I. I. Pigment Red 254, 272, 291, and at least one selected from diketopyrrolopyrrole pigments in which R ²¹ and R ²² in the following general formula (i) are each a 4-bromophenyl group.

(In the general formula (i), R ²¹ and R ²² are each independently a 4-chlorophenyl group or a 4-bromophenyl group.)

Examples of quinophthalone pigments include C.I. I. Pigment Yellow 138 and the like.
Examples of the copper phthalocyanine pigment include C.I. I. Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:5, 15:6, C.I. I. Pigment Green 7, 36 and the like, among which C.I. I. Pigment Blue 15:6 is preferable.
Examples of the zinc phthalocyanine pigment include C.I. I. Pigment Green 58, 59 and the like.
Examples of the quinophthalone dye include C.I. I. Disperse Yellow 54, 64, 67, 134, 149, 160, C.I. I. Solvent Yellow 114, 157 and the like, among which C.I. I. Disperse Yellow 54 is preferred.

The average primary particle diameter of the coloring material used in the present invention is not particularly limited as long as it can produce a desired color when it is used as a colored layer, and it varies depending on the type of the coloring material used. The thickness is preferably in the range of -100 nm, more preferably 15-60 nm. When the average primary particle diameter of the color material is in the above range, it is possible to make a display device having a color filter manufactured using the color material dispersion liquid of the present invention have high contrast and high quality. it can.

The average dispersed particle diameter of the color material in the color material dispersion liquid varies depending on the type of the color material used, but is preferably in the range of 10 to 100 nm, and more preferably in the range of 15 to 60 nm. preferable.
The average dispersed particle diameter of the coloring material in the coloring material dispersion liquid is the dispersed particle diameter of the coloring material particles dispersed in a dispersion medium containing at least a solvent, and is measured by a laser light scattering particle size distribution meter. Is. The particle size can be measured by a laser light scattering particle size distribution meter by appropriately diluting the color material dispersion liquid with a solvent used for the color material dispersion liquid to a concentration that can be measured by the laser light scattering particle size distribution meter (for example, 1000 times). And the like) and a laser light scattering particle size distribution meter (for example, Nanotrac particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.) can be used to measure at 23° C. by a dynamic light scattering method. The average distribution particle size here is a volume average particle size.

The coloring material used in the present invention can be produced by a known method such as a recrystallization method or a solvent salt milling method. Further, a commercially available coloring material may be used after being subjected to a fine processing.

In the color material dispersion liquid according to the present invention, the content of the color material is not particularly limited. From the viewpoint of dispersibility and dispersion stability, the content of the coloring material is 5% by mass or more and 80% by mass or less, and more preferably 8% by mass or more and 70% by mass or less, based on the total solid content in the coloring material dispersion liquid. It is preferable to mix them in a ratio of.
When forming a coating film or a coloring layer having a particularly high coloring material concentration, 30 mass% or more and 80 mass parts or less, and more preferably 40 mass% or more and 75 mass% or less of the total solid content in the coloring material dispersion liquid. It is preferable to blend in the following proportions.

<Solvent>
The solvent used in the present invention is not particularly limited as long as it is an organic solvent that does not react with each component in the color material dispersion liquid and can dissolve or disperse these components. The solvent may be used alone or in combination of two or more kinds.
Specific examples of the solvent include alcohol solvents such as methyl alcohol, ethyl alcohol, N-propyl alcohol, i-propyl alcohol, methoxy alcohol, and ethoxy alcohol; carbitol solvents such as methoxyethoxyethanol and ethoxyethoxyethanol; Ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl methoxypropionate, ethyl ethoxypropionate, ethyl lactate, methyl hydroxypropionate, ethyl hydroxypropionate, n-butyl acetate, isobutyl acetate, isobutyl butyrate, n-butyl butyrate, Ester-based solvents such as ethyl lactate and cyclohexanol acetate; ketone-based solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone and 2-heptanone; methoxyethyl acetate, propylene glycol monomethyl ether acetate, 3-methoxy-3-methyl-1 -Glycol ether acetate-based solvents such as butyl acetate, 3-methoxybutyl acetate, ethoxyethyl acetate; carbitol acetate-based solvents such as methoxyethoxyethyl acetate, ethoxyethoxyethyl acetate, butyl carbitol acetate (BCA); propylene glycol diacetate Diacetates such as 1,3-butylene glycol diacetate; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether, dipropylene glycol Glycol ether solvent such as dimethyl ether; aprotic amide solvent such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone; lactone solvent such as γ-butyrolactone; cyclic ether solvent such as tetrahydrofuran Unsaturated solvents such as benzene, toluene, xylene and naphthalene; saturated hydrocarbon solvents such as N-heptane, N-hexane and N-octane; organic solvents such as aromatic hydrocarbons such as toluene and xylene Is mentioned. Among these solvents, glycol ether acetate-based solvent, carbitol acetate-based solvent, glycol ether-based solvent and ester-based solvent are preferably used from the viewpoint of solubility of other components. Among them, as the solvent used in the present invention, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, Also, it is preferable that it is at least one selected from the group consisting of 3-methoxybutyl acetate from the viewpoint of solubility of other components and coating suitability.

The colorant dispersion according to the present invention preferably contains the above-mentioned solvent in the range of 55% by mass or more and 95% by mass or less with respect to the total amount of the coloring material dispersion containing the solvent. It is preferably in the range of 65% by mass or more and 90% by mass or less, and more preferably in the range of 70% by mass or more and 88% by mass or less. If the amount of the solvent is too small, the viscosity increases and the dispersibility tends to decrease. Further, if the amount of the solvent is too large, the concentration of the coloring material decreases, and it may be difficult to achieve the target chromaticity coordinates.

<Dispersant>
The color material dispersion liquid according to the present invention may further contain a dispersant different from the dispersion auxiliary resin in terms of color material dispersibility and color material dispersion stability.
In the present invention, the dispersant can be appropriately selected and used from conventionally known dispersants. As the dispersant, for example, a cationic, anionic, nonionic, amphoteric, silicone, fluorine-based surfactant or the like can be used. Among the surfactants, the polymer dispersant is preferable because it can be dispersed uniformly and finely.

Examples of the polymer dispersant include (co)polymers of unsaturated carboxylic acid ester such as polyacrylic acid ester; (partial) amine salt of (co)polymer of unsaturated carboxylic acid such as polyacrylic acid, (Partial) ammonium salt and (partial) alkylamine salt; (Co)polymer of hydroxyl group-containing unsaturated carboxylic acid ester such as hydroxyl group-containing polyacrylic acid ester and modified products thereof; polyurethanes; unsaturated polyamides; polysiloxane Long-chain polyaminoamide phosphates; polyethyleneimine derivatives (amides obtained by the reaction of poly(lower alkyleneimine) and polyester containing a free carboxy group and their bases); polyallylamine derivatives (polyallylamine and free carboxy) A reaction product obtained by reacting one or more compounds selected from three compounds of a group-containing polyester, polyamide or ester and an amide co-condensate (polyester amide).

As the polymer dispersant, among others, a polymer dispersant having an amine value, which contains a nitrogen atom in the main chain or a side chain, from the viewpoint that the colorant can be preferably dispersed and the dispersion stability is good, is preferable. Among them, a polymer dispersant composed of a polymer containing a repeating unit having a tertiary amine is preferable from the viewpoints of good dispersibility, no precipitation of foreign matter during coating film formation, and improvement of brightness and contrast.
Above all, it is preferable to further contain a dispersant which is a polymer having a structural unit represented by the following general formula (I) from the viewpoint that the main chain skeleton is less likely to be thermally decomposed and the heat resistance is high.

(In the general formula (I), R ¹ is a hydrogen atom or a methyl group, A is a divalent linking group, and R ² and R ³ are each independently a hydrogen atom or a hydrocarbon which may contain a hetero atom. Represents a group, and R ² and R ³ may combine with each other to form a ring structure.)

The structural unit represented by the general formula (I) has basicity and functions as an adsorption site for the coloring material.
In the general formula (I), A is a divalent linking group. Examples of the divalent linking group include an alkylene group having 1 to 10 carbon atoms, an arylene group, a -CONH- group, a -COO- group, and an ether group having 1 to 10 carbon atoms (-R'-OR"-. : R'and R" are each independently an alkylene group) or a combination thereof.
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.

Examples of the hydrocarbon group in the hydrocarbon group which may contain a hetero atom in R ² and R ³ include an alkyl group, an aralkyl group and an aryl group.
Examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, a tert-butyl group, a 2-ethylhexyl group, a cyclopentyl group, a cyclohexyl group, and the like, and the number of carbon atoms of the alkyl group is 1 to 18 are preferable, and a methyl group or an ethyl group is more preferable.
Examples of the aralkyl group include a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group and the like. The number of carbon atoms in the aralkyl group is preferably 7 to 20, and more preferably 7 to 14.
Examples of the aryl group include phenyl group, biphenyl group, naphthyl group, tolyl group, xylyl group and the like. The aryl group preferably has 6 to 24 carbon atoms, and more preferably has 6 to 12 carbon atoms. The preferred number of carbon atoms does not include the number of carbon atoms of the substituent.
The hydrocarbon group containing a hetero atom has a structure in which a carbon atom in the hydrocarbon group is replaced with a hetero atom. Examples of the hetero atom that may be contained in the hydrocarbon group include an oxygen atom, a nitrogen atom, a sulfur atom and a silicon atom.
Further, the hydrogen atom in the hydrocarbon group may be substituted with an alkyl group having 1 to 5 carbon atoms, a halogen atom such as a fluorine atom, a chlorine atom, or a bromine atom.

That R ² and R ³ bond to each other to form a ring structure means that R ² and R ³ form a ring structure via a nitrogen atom. A hetero atom may be contained in the ring structure formed by R ² and R ³ . The ring structure is not particularly limited, and examples thereof include a pyrrolidine ring, a piperidine ring, and a morpholine ring.

Examples of the monomer that derives the structural unit represented by the general formula (I) include dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, diethylaminoethyl (meth)acrylate, and diethylaminopropyl (meth)acrylate. Examples thereof include alkyl group-substituted amino group-containing (meth)acrylates, and alkyl group-substituted amino group-containing (meth)acrylamides such as dimethylaminoethyl (meth)acrylamide and dimethylaminopropyl (meth)acrylamide. Among them, dimethylaminoethyl(meth)acrylate, diethylaminoethyl(meth)acrylate, and dimethylaminopropyl(meth)acrylamide can be preferably used from the viewpoint of improving dispersibility and dispersion stability.
The constitutional unit represented by the general formula (I) may be composed of one type or may include two or more types of constitutional units.

Further, the dispersant can be used particularly preferably by forming a salt of the constitutional unit represented by the general formula (I) with the salt-forming agent below in an arbitrary ratio.

Examples of the polymer having a structural unit represented by the general formula (I) include WO 2011/108495, JP 2013-054200 A, JP 2010-237608 A, JP 2011-75661 A. , A block copolymer having a structure described in WO2016/104493, and a graft copolymer have improved dispersibility and dispersion stability of a coloring material and heat resistance of a resin composition, and have high brightness and high contrast. It is preferable in that a colored layer can be formed.
Further, examples of commercially available products of the polymer having the structural unit represented by the general formula (I) include BYK-LPN6919 and the like.

(Salt forming agent)
A preferred dispersant of the present disclosure is a polymer in which at least a part of the nitrogen moiety of the structural unit represented by the general formula (I) forms a salt (hereinafter, may be referred to as salt modification).
In the present disclosure, a salt forming agent is used to form a salt at the nitrogen moiety of the structural unit represented by the general formula (I), so that the dispersant is strongly adsorbed to the coloring material that is also forming a salt. By doing so, the dispersibility and dispersion stability of the coloring material are improved. As the salt forming agent, acidic organic phosphorus compounds, organic sulfonic acid compounds, quaternizing agents, and the like described in WO2011/108495, JP2013-054200A, and WO2016/104493 can be preferably used.

As the dispersant used in the present invention, from the viewpoint of dispersion stability and pattern formation, an A block containing the structural unit represented by the general formula (I) and a structural unit represented by the following general formula (B1). And a B block containing at least one selected from the structural units represented by the following general formula (B2) are preferred.

(In the general formula (B1), A ¹ is a divalent linking group, R ¹¹ is a divalent, trivalent or tetravalent aliphatic hydrocarbon group optionally containing an oxygen atom or a carbon atom, and R ¹⁰ and R ¹² are Each independently represent a hydrogen atom or a methyl group, and n is 1, 2 or 3.)

(In general formula (B2), A ² is a divalent linking group, A ³ and A ⁴ are each independently a divalent, trivalent or tetravalent linking group, and R ¹³ is at least one selected from an oxygen atom and a nitrogen atom. A divalent hydrocarbon group which may contain R ¹⁴ , R ¹⁶ , R ¹⁸ and R ¹⁹ each independently represents a divalent aliphatic hydrocarbon group which may contain an oxygen atom, R ¹⁰ and R ^{19. 15} and R ¹⁷ each independently represent a hydrogen atom or a methyl group, n ¹ represents 0, ¹ , 2 or 3, n ² represents 0 or 1, n ³ represents 0, 1 or 2, and n ¹ +n ² Is 1, 2 or 3 and n ¹ +n ² +n ³ is 1, 2 or 3. m ¹ is 1, 2 or 3, m ² is 0, 1 or 2, and m ¹ +m ² is 1 , 2 or 3.)

The divalent linking group for A ¹ of the general formula (B1) and A ² , A ³ and A ⁴ of the general formula (B2), and the trivalent or tetravalent linking group for A ³ and A ⁴ are: For example, it represents an aliphatic hydrocarbon group, an aromatic group, a -CONH- group, a -COO- group, or a combination thereof, and O (oxygen atom), S (sulfur atom), N (nitrogen atom) in the carbon chain. May be contained and may have a substituent. The tetravalent linking group may be a carbon atom.
The aliphatic hydrocarbon group for A ¹ , A ² , A ³ and A ⁴ may be linear, branched or cyclic, saturated or unsaturated, may have a substituent, and may have a carbon chain. Hetero atoms such as O, S and N may be contained therein. For example, the carbon chain may contain an ether group, a thioether group, a carbonyl group, an oxycarbonyl group, an amide group or the like. Further, examples of the substituent include a halogen atom, an alkoxy group, a phenoxy group and the like.
The aromatic group in A ¹ , A ² , A ³ and A ⁴ includes a monocyclic or polycyclic aromatic group, which may have a substituent and is a heterocyclic ring containing O, S and N. It may be. Examples of the aromatic group include groups containing a benzene ring and a naphthalene ring, and among them, groups containing a benzene ring are preferable. Examples of the substituent are the same as above.
The combination of the aliphatic hydrocarbon group and the aromatic group in A ¹ , A ² , A ³ and A ⁴ is a structure in which the aliphatic hydrocarbon group and the aromatic group are directly bonded, or the aliphatic hydrocarbon Examples thereof include a structure in which a group and the aromatic group are linked by a linking group containing a hetero atom such as the ether group.
As the divalent linking group for A ¹ of the general formula (B1) and A ² of the general formula (B2), among others, a divalent group containing a —COO— group and an alkylene group having 1 to 10 carbon atoms. Is preferable, and a divalent linking group which is a combination of a —COO— group and an alkylene group having 1 to 10 carbon atoms is more preferable. As the divalent linking group for A ³ and A ⁴ in the general formula (B2), among them, an alkylene group having 1 to 10 carbon atoms is preferable. The alkylene group in A ¹ of the general formula (B1) and A ² , A ³ and A ⁴ in the general formula (B2) may be linear, branched or cyclic, but may be linear. The shape is preferred. Further, the alkylene group may have a substituent and may contain a hetero atom such as O, S or N in the carbon chain.
As the trivalent linking group for A ³ and A ⁴ in the general formula (B2), among others, the remaining atomic group obtained by removing 3 hydrogen atoms from an aliphatic saturated hydrocarbon having 1 to 10 carbon atoms is preferable, The remaining atomic group obtained by removing 3 hydrogen atoms from an aliphatic saturated hydrocarbon having 1 to 5 carbon atoms is more preferable. These aliphatic saturated hydrocarbon groups may have a substituent and may contain a hetero atom such as O, S or N in the carbon chain.
The tetravalent linking group for A ³ and A ⁴ in the general formula (B2) includes, among others, the remaining atomic group or carbon atom obtained by removing 4 hydrogen atoms from an aliphatic saturated hydrocarbon having 1 to 10 carbon atoms. Is preferable, and the remaining atomic group or carbon atom obtained by removing 4 hydrogen atoms from an aliphatic saturated hydrocarbon having 1 to 5 carbon atoms is more preferable. These aliphatic saturated hydrocarbon groups may have a substituent and may contain a hetero atom such as O, S or N in the carbon chain.

The divalent hydrocarbon group which may contain at least one selected from oxygen atom and nitrogen atom in R ¹³ of the general formula (B2) is either an aliphatic hydrocarbon group or an aromatic hydrocarbon group. May be, for example, a linear, branched or cyclic alkylene group and alkenylene group which may contain at least one selected from oxygen atom and nitrogen atom, an arylene group, and a combination thereof, and in the carbon chain. , -CONH- group, -COO- group, ether group and the like may be contained.

Examples of the divalent aliphatic hydrocarbon group which may contain an oxygen atom in R ¹¹ of the general formula (B1) and R ¹⁴ , R ¹⁶ , R ¹⁸ and R ¹⁹ in the general formula (B2) include , A linear, branched or cyclic alkylene group and an alkenylene group may be mentioned, and an ether group or the like may be contained in the carbon chain. Of these, an alkylene group having 1 to 10 carbon atoms which may contain an oxygen atom is preferable.
Incidentally, in the above case ^{where R 14,} R ^{16, R 18} or ^{R 19} there are a plurality in the general formula (B2), a plurality of ^{R 14,} a plurality of ^{R 16,} a plurality of ^{R 18} and a plurality of ^{R 19} are each It may be the same or different.
The trivalent or tetravalent aliphatic hydrocarbon group which may contain an oxygen atom in R ¹¹ of the general formula (B1) is, for example, a linear, branched or cyclic saturated aliphatic hydrocarbon or a fatty acid. The remaining aliphatic hydrocarbon group or carbon atom obtained by removing 3 or 4 hydrogen atoms from the group unsaturated hydrocarbon may be mentioned, and an ether group or the like may be contained in the carbon chain. Among them, the remaining aliphatic saturated hydrocarbon group or carbon obtained by removing 3 or 4 hydrogen atoms from a linear, branched or cyclic aliphatic saturated hydrocarbon having 1 to 10 carbon atoms which may contain an oxygen atom. Atoms are preferred.

As R ¹⁰ and R ¹² of the general formula (B1) and R ¹⁰ , R ¹⁵ and R ¹⁷ of the general formula (B2), among them, reactivity is high, film strength is improved, and brightness and brightness of the coloring layer are improved. Hydrogen atoms are preferred from the viewpoint of improving the crack resistance of the ITO film.
In addition, when there are a plurality of R ¹² in the general formula (B1) and when there are a plurality of R ¹⁵ or R ^{17 in the} general formula (B2), a plurality of R ¹² , a plurality of R ¹⁵ and a plurality of R ¹⁵ are contained. R ¹⁷ may be the same or different.

In the general formula (B2), n ¹ +n ² >n from the viewpoint that the hydroxyl value of the dispersant tends to be appropriate, the solvent resolubility and the development adhesiveness, and the brightness and the crack resistance of the ITO film. ³ is preferable, and m ¹ >m ² is preferable.

The number of (meth)acryloyl groups having a side chain of at least one selected from the structural unit represented by the general formula (B1) and the structural unit represented by the general formula (B2) is not particularly limited. From the viewpoint of improving the crack resistance of the ITO film, it is preferably 2 or more, while from the viewpoint of dispersion stability, it is preferably 6 or less, and more preferably 3 or less. It may be one or two.
An A block containing a structural unit represented by the general formula (I), at least one selected from a structural unit represented by the following general formula (B1) and a structural unit represented by the following general formula (B2). As the block copolymer containing B block, the block copolymer described in WO2018/159458 can be preferably used.

In the color material dispersion liquid according to the present invention, the content of the dispersant is appropriately selected according to the type of color material used, the solid content concentration in the photosensitive colored resin composition described later, and the like.
The content of the dispersant is preferably 3% by mass or more and 45% by mass or less and more preferably 5% by mass or more and 35% by mass or less with respect to the total solid content in the color material dispersion liquid. preferable. When it is at least the above lower limit value, the dispersibility and dispersion stability of the coloring material are excellent, and the storage stability of the photosensitive colored resin composition is excellent. Further, if it is at most the above upper limit, the developability will be good.
In particular, when forming a coating film or a coloring layer having a high coloring material concentration, the content of the dispersant is 3% by mass or more and 25% by mass or less based on the total solid content in the coloring material dispersion liquid. It is more preferable to add 5% by mass or more and 20% by mass or less.

<Other ingredients>
The color material dispersion liquid according to the present invention may further contain other components, if necessary, as long as the effects of the present invention are not impaired.
Other components include, for example, a surfactant for improving wettability, a silane coupling agent for improving adhesion, an antifoaming agent, an anti-cratering agent, an antioxidant, an anti-agglomeration agent, an ultraviolet absorber and the like. Can be mentioned.

The color material dispersion liquid according to the present invention is used as a preliminary preparation for preparing a photosensitive colored resin composition described later. That is, the coloring material dispersion liquid is prepared in advance in a step before preparing a photosensitive coloring resin composition described later, (mass of coloring material component in composition)/(solid content other than coloring material component in composition) It is a color material dispersion liquid having a high ratio (partial mass). Specifically, the ratio (mass of coloring material component in composition)/(mass of solid content other than coloring material component in composition) ratio is usually 1.0 or more. By mixing the color material dispersion liquid and each of the components described below, the color material dispersion stability is good, and the generation of residues during development, and further the generation of residues in fine pores, can be suppressed. Can be prepared.

<Method for producing color material dispersion>
In the present invention, the method for producing a colorant dispersion may be a method in which the colorant is a dispersion aid resin, and a dispersant which may further contain, to obtain a colorant dispersion dispersed in a solvent. There is no particular limitation.
For example, the method for producing a color material dispersion liquid according to the present invention, a step of preparing the dispersion auxiliary resin, a step of preparing the color material, a step of preparing the dispersant, if necessary, in a solvent, And a step of dispersing the coloring material in the presence of the dispersion auxiliary resin and, if necessary, a dispersant. Two or more coloring materials may be co-dispersed in a solvent in the presence of the dispersion-assisting resin and, if necessary, a dispersant, or two or more coloring materials may be dispersed or co-dispersed. You may obtain the color material dispersion liquid of this invention by mixing the above color material dispersion liquid.

In the above manufacturing method, the coloring material can be dispersed using a conventionally known disperser.
Specific examples of the disperser include roll mills such as two rolls and three rolls, ball mills such as ball mills and vibration ball mills, paint conditioners, bead mills such as continuous disc type bead mills and continuous annular type bead mills. As a preferable dispersion condition of the bead mill, the bead diameter to be used is preferably 0.03 to 3.0 mm, more preferably 0.05 to 2.0 mm.

Specifically, it is possible to perform preliminary dispersion with 2.0 mm zirconia beads having a relatively large bead diameter, and further perform main dispersion with 0.1 mm zirconia beads having a relatively small bead diameter. After dispersion, it is preferable to filter with a filter of 0.5 to 2 μm.

II. Photosensitive Colored Resin Composition The photosensitive colored resin composition according to the present invention is characterized by containing the coloring material dispersion liquid according to the present invention, a polyfunctional monomer, and a photoinitiator.
The photosensitive coloring resin composition of the present invention, by using the color material dispersion liquid of the present invention, has good color material dispersion stability and suppresses residue generation during development, and further suppresses residue generation in micropores. It is possible.
The photosensitive colored resin composition according to the present invention suppresses the generation of development residues, and has an advantage that it is easy to simultaneously form desired micropores in the colored layer when patterning the colored layer.
Since the photosensitive colored resin composition of the present invention easily forms desired fine pores in the colored layer, for example, in order to form a reflective color filter or a COA (Color Filter On Array) type color filter, a TFT is used. It is also suitable for forming a colored layer on a substrate and at the same time forming a through hole for conduction in the colored layer.

Further, the photosensitive colored resin composition according to the present invention is, as the dispersion assisting resin according to the present invention, the specific structural unit (a-1), structural unit (a-2), structural unit (a-3), And a structural unit (a-4), and since a copolymer having a specific acid value and a specific weight average molecular weight in combination is used, a unit between the photomask during exposure and the coating film of the colored resin composition. It has been found that the rate of change of the pattern line width per gap (for example, 10 μm) tends to be constant at a small value. Such a photosensitive colored resin composition according to the present invention has an in-plane line width of the colored layer by appropriately designing and changing the gap between the photomask and the coating film of the colored resin composition during exposure appropriately. It is possible to form a pattern having a desired width while suppressing the variation of. In such a photosensitive colored resin composition according to the present invention, in the process in which the gap between the photomask and the coating film of the colored resin composition at the time of exposure is, for example, 100 μm to 400 μm, the gap may be appropriately changed by design. Thereby, the size of the pattern can be controlled as desired while suppressing the variation of the in-plane line width of the colored layer.

The photosensitive colored resin composition of the present invention contains at least a coloring material, the dispersion auxiliary resin of the present invention, a solvent, a polyfunctional monomer, and a photoinitiator, and impairs the effects of the present invention. It may further contain a dispersant and other components as long as it does not exist.
In the photosensitive colored resin composition of the present invention, the alkali-soluble resin may be the dispersion-assisting resin of the present invention, and may not contain other alkali-soluble resin.
Hereinafter, each component contained in the photosensitive colored resin composition of the present invention will be described, but the dispersion auxiliary resin, color material, dispersant and solvent of the present invention have been described in the color material dispersion liquid of the present invention. Since it is the same as the one described above, the description thereof is omitted here.

<Polyfunctional monomer>
The polyfunctional monomer used in the photosensitive colored resin composition is not particularly limited as long as it can be polymerized by the photoinitiator described below, and a compound having two or more ethylenically unsaturated double bonds is usually used. It is preferably a polyfunctional (meth)acrylate which is used and particularly has two or more acryloyl groups or methacryloyl groups.
Such a polyfunctional (meth)acrylate may be appropriately selected from conventionally known ones and used. Specific examples thereof include those described in JP 2013-029832 A.

These polyfunctional (meth)acrylates may be used alone or in combination of two or more. When the photosensitive colored resin composition of the present invention is required to have excellent photocurability (high sensitivity), the polyfunctional monomer has three or more polymerizable double bonds (trifunctional). Are preferred, and poly(meth)acrylates of trihydric or higher polyhydric alcohols and their dicarboxylic acid modified products are preferred. Specifically, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth) are preferred. Acrylate, succinic acid modified product of pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol penta(meth)acrylate A succinic acid modified product, dipentaerythritol hexa(meth)acrylate and the like are preferable.
The content of the polyfunctional monomer used in the photosensitive colored resin composition is not particularly limited, but the polyfunctional monomer is preferably 5% by mass or more and 60% by mass or less with respect to the total solid content of the photosensitive colored resin composition. Hereafter, it is more preferably in the range of 10% by mass or more and 40% by mass or less. If the content of the polyfunctional monomer is less than the above lower limit value, the photo-curing does not proceed sufficiently and the exposed portion may be eluted during development. May decrease.

<Photoinitiator>
The photoinitiator used in the photosensitive colored resin composition of the present invention is not particularly limited, and from the conventionally known various initiators, one kind or a combination of two or more kinds can be used.
Examples of the photoinitiator include aromatic ketones, benzoin ethers, halomethyloxadiazole compounds, α-aminoketones, biimidazoles, N,N-dimethylaminobenzophenones, halomethyl-S-triazine compounds, and thioxanthone. be able to. Specific examples of the photoinitiator include aromatic ketones such as benzophenone, 4,4′-bisdiethylaminobenzophenone and 4-methoxy-4′-dimethylaminobenzophenone, benzoin ethers such as benzoin methyl ether, and ethylbenzoin. Benzoin, biimidazoles such as 2-(o-chlorophenyl)-4,5-phenylimidazole dimer, 2-trichloromethyl-5-(p-methoxystyryl)-1,3,4-oxadiazole and the like Halomethyl-oxadiazole compounds, halomethyl-S-triazine compounds such as 2-(4-butoxy-naphth-1-yl)-4,6-bis-trichloromethyl-S-triazine, 2,2-dimethoxy-1 ,2-diphenylethan-1-one, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropanone, 1,2-benzyl-2-dimethylamino-1-(4-morpholinophenyl )-Butanone-1,1-hydroxy-cyclohexyl-phenyl ketone, benzyl, benzoylbenzoic acid, methyl benzoylbenzoate, 4-benzoyl-4'-methyldiphenyl sulfide, benzylmethyl ketal, dimethylaminobenzoate, p-dimethylaminobenzoic acid Isoamyl acid, 2-n-butoxyethyl-4-dimethylaminobenzoate, 2-chlorothioxanthone, 2,4-diethylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 4-benzoyl-methyldiphenyl 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- Examples include [4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone.
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. Further, combining an α-aminoacetophenone initiator such as 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one with a thioxanthone initiator such as diethylthioxanthone is highly sensitive. It is preferable in terms of adjustment, suppressing water stain and improving development resistance.
When the α-aminoacetophenone initiator and the thioxanthone initiator are used, their total content is preferably 5% by mass to 15% by mass based on the total solid content of the colored resin composition. When the amount of the initiator is 15% by mass or less, sublimates in the manufacturing process are reduced, which is preferable. When the amount of the initiator is 5% by mass or more, the development resistance such as water stain is improved.

In the present invention, it is preferable that the photoinitiator contains an oxime ester-based photoinitiator from the viewpoint that sensitivity can be improved. Further, by using the oxime ester-based photoinitiator, it is easy to suppress variations in the line width in the plane when forming the fine line pattern. Furthermore, the use of the oxime ester-based photoinitiator tends to improve the residual film rate and enhance the effect of suppressing the generation of water stains. The term "water stain" means that, when a component that enhances alkali developability is used, a trace of water stain is generated after rinsing with pure water after alkali development. Such a water stain disappears after post-baking, so there is no problem as a product, but there is a problem that it is not possible to distinguish between a normal product and an abnormal product because it is detected as an irregularity abnormality in the appearance inspection of the patterning surface after development. Occurs. Therefore, if the inspection sensitivity of the inspection device is lowered in the appearance inspection, the yield of the final color filter product will be reduced, resulting in a problem.
As the oxime ester-based photoinitiator, those having an aromatic ring are preferable, and those having a condensed ring containing an aromatic ring are more preferable, from the viewpoint of reducing contamination of the colored resin composition due to decomposition products and contamination of the device. It is more preferable to have a condensed ring containing a benzene ring and a hetero ring.
Examples of the oxime ester photoinitiator include 1,2-octadion-1-[4-(phenylthio)-, 2-(o-benzoyloxime)], ethanone, 1-[9-ethyl-6-(2-methyl Benzoyl)-9H-carbazol-3-yl]-,1-(o-acetyloxime), JP 2000-80068 A, JP 2001-233842 A, JP 2010-527339, JP 2010-527338, It can be appropriately selected from the oxime ester-based photoinitiators described in JP2013-041153A and the like. As commercially available products, Irgacure OXE-01, Adeka Arcules NCI-930 having a diphenyl sulfide skeleton, TR-PBG-345, TR-PBG-304 having a carbazole skeleton, TR-PBG-365 having a fluorene skeleton, diphenyl sulfide skeleton TR-PBG-3057 (above, manufactured by Changzhou Power Electronics Co., Ltd.) or the like may be used. In particular, it is preferable to use an oxime ester photoinitiator having a diphenyl sulfide skeleton or a fluorene skeleton from the viewpoint of brightness. Further, it is preferable to use an oxime ester photoinitiator having a carbazole skeleton from the viewpoint of high sensitivity.
Further, it is preferable to use two or more kinds of oxime ester-based photoinitiators in combination because the luminance and the residual film rate are easily improved and the effect of suppressing the generation of water stain is high. In particular, the use of two kinds of oxime ester-based photoinitiators having a diphenyl sulfide skeleton or the combined use of an oxime ester-based photoinitiator having a diphenylsulfide skeleton and an oxime ester-based photoinitiator having a fluorene skeleton has high brightness and heat resistance. It is preferable because it has high properties. Further, it is preferable to use an oxime ester photoinitiator having a carbazole skeleton and an oxime ester photoinitiator having a fluorene skeleton or an oxime ester photoinitiator having diphenyl sulfide in combination in terms of excellent sensitivity and brightness.

Further, it is preferable to use the oxime ester photoinitiator in combination with the photoinitiator having a tertiary amine structure, from the viewpoints of suppressing water stain and improving the sensitivity. Since the photoinitiator having a tertiary amine structure has a tertiary amine structure which is an oxygen quencher in the molecule, the radicals generated from the initiator are hard to be deactivated by oxygen and the sensitivity can be improved. is there. Examples of commercially available photoinitiators having a tertiary amine structure include 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 (eg Irgacure 369, BASF), 4,4′-bis(diethylamino)benzophenone (eg Highcure ABP, Kawaguchi Yakuhin) and the like.
Further, it is preferable to combine a thioxanthone-based initiator with an oxime ester-based photoinitiator from the viewpoints of sensitivity adjustment, suppression of water stain, and improvement of development resistance. It is preferable to combine an initiator in that the brightness and the residual film rate are improved, the sensitivity is easily adjusted, the effect of suppressing the generation of water stain is high, and the development resistance is improved.

The content of the photoinitiator used in the photosensitive colored resin composition 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, with respect to 100 parts by mass of the polyfunctional monomer. It is 60 parts by mass or less. When the content is at least the above lower limit, the photocuring is sufficiently advanced to prevent the exposed portion from being eluted during development, while when it is at most the above upper limit, the yellowing of the obtained colored layer becomes weak and the brightness is low. It is possible to suppress the decrease.
As the photoinitiator used in the photosensitive colored resin composition of the present invention, the total content of two or more oxime ester photoinitiators is 0. From 1 mass% to 12.0 mass%, more preferably from 1.0 mass% to 8.0 mass%, from the viewpoint of sufficiently exhibiting the combined effect of these photoinitiators. ..

<Alkali-soluble resin>
In the present invention, the alkali-soluble resin can have an acid value of 40 mgKOH/g or more as a standard.
As the alkali-soluble resin in the present invention, the dispersion auxiliary resin of the present invention can be preferably used.
As the alkali-soluble resin in the photosensitive colored resin composition of the present invention, the dispersion-assisting resin of the present invention is 10 parts by mass or more and 100 parts by mass or more with respect to 100 parts by mass of the total solid content of the alkali-soluble resin, from the viewpoint of developability and pattern formation. It is preferably not more than 25 parts by mass, more preferably not less than 25 parts by mass and not more than 100 parts by mass.

When another alkali-soluble resin different from the dispersion-assisting resin of the present invention is used as the alkali-soluble resin in the present invention, it has an acid value of 40 mgKOH/g or more, acts as a binder resin, and is used when forming a pattern. It can be appropriately selected and used from those soluble in an alkali developing solution.
As the other alkali-soluble resin, a conventionally known alkali-soluble resin can be appropriately selected and used, and for example, the alkali-soluble resin described in WO2016/104493 can be appropriately selected and used.

The alkali-soluble resin used in the photosensitive colored resin composition may be used alone or in combination of two or more, and the content thereof is not particularly limited, but the photosensitive colored resin may be used. 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 based on the total solid content of the composition. When the content of the alkali-soluble resin is at least the above lower limit, sufficient alkali developability can be obtained, and when the content of the alkali-soluble resin is at most the above upper limit, film roughness and pattern chipping during development will occur. Can be suppressed.

The total content of the binder components (alkali-soluble resin (dispersion auxiliary resin), polyfunctional monomer, photoinitiator) used in the photosensitive colored resin composition of the present invention is the solid content of the photosensitive colored resin composition. The total amount is preferably 35% by mass or more and 97% by mass or less, and more preferably 40% by mass or more and 96% by mass or less. When it is at least the above lower limit, a colored layer excellent in hardness and adhesion to the substrate can be obtained. When it is at most the above upper limit, the developability will be excellent and the generation of minute wrinkles due to heat shrinkage will be suppressed.

<Antioxidant>
The photosensitive colored resin composition of the present invention preferably further contains an antioxidant from the viewpoint of improving the effect of suppressing the generation of residues in the micropores. Although it may reduce the pattern curability although it can improve the residue in the micropores by containing an antioxidant, the photosensitive colored resin composition of the present invention contains the dispersion auxiliary resin of the present disclosure, The effect of suppressing the generation of residues in the micropores can be improved by the synergistic effect of the dispersion assisting resin of the present disclosure and the antioxidant without impairing the pattern curability. Further, it is preferable to further contain an antioxidant from the viewpoint that the heat resistance is improved, the fading of the coloring material is suppressed, and the brightness is improved. The antioxidant may be appropriately selected from conventionally known ones. Specific examples of the antioxidant include, for example, hindered phenol-based antioxidants, amine-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, hydrazine-based antioxidants, etc. From the viewpoint, it is preferable to use a hindered phenolic antioxidant. It may be a latent antioxidant as described in WO 2014/021023.

As the hindered phenol-based antioxidant, for example, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX1010, 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), 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), diethyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate ( Trade name: Irgamod 195, manufactured by BASF), 6,6′-di-t-butyl-4,4′-butylidene di-m-cresol (trade name: ADEKA STAB AO-40, manufactured by ADEKA) and the like. Among them, pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] (trade name: IRGANOX1010, manufactured by BASF) from the viewpoints of heat resistance, light resistance and resolution. 6,6'-di-t-butyl-4,4'-butylidene di-m-cresol (trade name: ADEKA STAB AO-40, manufactured by ADEKA) is preferable.

When the photosensitive colored resin composition of the present invention contains the oxime ester-based photoinitiator in combination with an antioxidant, it has a synergistic effect of improving the luminance, improving the residual film rate, and forming a fine line pattern. When forming, it is preferable because the linearity is further improved and the ability to form a fine line pattern as designed for the mask line width is improved.

The amount of the antioxidant to be added is preferably 0.1 parts by mass to 10.0 parts by mass, and 0.5 parts by mass with respect to 100 parts by mass of the total solid content in the colored resin composition. More preferably, it is from 5.0 parts by mass to 5.0 parts by mass. When it is at least the above lower limit, the heat resistance and the light resistance are excellent. On the other hand, if it is at most the above upper limit, the colored resin composition of the present invention can be made into a highly sensitive photosensitive resin composition.

When an antioxidant is used in combination with the oxime ester photoinitiator, the amount of the antioxidant added is 1 part by mass of the antioxidant based on 100 parts by mass of the total amount of the oxime ester photoinitiator. Is more preferably 250 parts by mass, more preferably 3 parts by mass to 80 parts by mass, still more preferably 5 parts by mass to 45 parts by mass. Within the above range, the effects of the above combination are excellent.

<Optional additive components>
The photosensitive colored resin composition of the present invention may contain various additives in addition to the antioxidant, if necessary.
Examples of the additive include a polymerization terminator, a chain transfer agent, a leveling agent, a plasticizer, a surfactant, an antifoaming agent, a silane coupling agent, an ultraviolet absorber, an adhesion promoter, and the like.
Specific examples of the surfactant and the plasticizer include those described in JP2013-029832A.

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, X-12-967C (manufactured by Shin-Etsu Silicone Co., Ltd.) and the like. Among them, KBM-502, KBM-503, KBE-502, KBE-503, and KBM-5103 having a methacrylic group and an acrylic group are preferable from the viewpoint of adhesion of the SiN substrate.

The content of the silane coupling agent is preferably 0.05 parts by mass or more and 10.0 parts by mass or less with respect to 100 parts by mass of the total solid content in the photosensitive colored resin composition. More preferably 0.1 part by mass or more and 5.0 parts by mass or less. When it is at least the above lower limit and at most the above upper limit, excellent substrate adhesion is achieved.

<Blending ratio of each component in the photosensitive colored resin composition>
The total content of the color materials may be 3% by mass or more and 65% by mass or less, more preferably 4% by mass or more and 60% by mass or less, based on the total solid content of the photosensitive colored resin composition. preferable. When it is at least the above lower limit, the colored layer has a sufficient color density when the photosensitive colored resin composition is applied to a predetermined film thickness (usually 1.0 to 5.0 μm). Further, when it is at most the above upper limit value, it is possible to obtain a colored layer which is excellent in storage stability and has sufficient hardness and adhesion to a substrate. When forming a coloring layer having a particularly high coloring material concentration, the content of the coloring material is 15% by mass or more and 65% by mass or less, and more preferably 25% by mass with respect to the total solid content of the photosensitive coloring resin composition. % Or more and 60% by mass or less is preferable.
The content of the dispersant used as necessary is not particularly limited as long as it can uniformly disperse the coloring material, but for example, the solid content of the photosensitive coloring resin composition. It can be used in a proportion of 1% by mass or more and 40% by mass or less based on the total amount. Further, it is preferably mixed in a proportion of 2% by mass or more and 30% by mass or less, and particularly preferably 3% by mass or more and 25% by mass or less, based on the total solid content of the photosensitive colored resin composition. When it is at least the above lower limit value, the dispersibility and dispersion stability of the coloring material are excellent, and the storage stability of the photosensitive colored resin composition is excellent. Further, if it is at most the above upper limit, the developability will be good. Particularly when a colored layer having a high coloring material concentration is formed, the content of the dispersant is 2% by mass or more and 25% by mass or less, and more preferably 3% by mass with respect to the total solid content of the photosensitive colored resin composition. % Or more and 20 mass% or less is preferable. In the case of a salt-type block copolymer, the mass of the dispersant is the total mass of the block copolymer before salt formation and the organic acid compound.
Moreover, the content of the solvent may be appropriately set within a range in which the colored layer can be accurately formed. Usually, it is preferably in the range of 55% by mass or more and 95% by mass or less, and particularly in the range of 65% by mass or more and 88% by mass or less with respect to the total amount of the photosensitive colored resin composition containing the solvent. Is more preferable. When the content of the solvent is within the above range, the coatability can be improved.

<Method for producing photosensitive colored resin composition>
The method for producing the photosensitive colored resin composition of the present invention is not particularly limited, and, for example, a polyfunctional monomer, a photoinitiator, and, if necessary, the above-mentioned It can be obtained by adding an alkali-soluble resin containing a dispersion assisting resin and other components and mixing them using a known mixing means.

III. Cured Product The cured product of the present invention is a cured product of the photosensitive colored resin composition of the present invention.
The cured product according to the present invention can be obtained by forming a coating film of the photosensitive colored resin composition according to the present invention, drying the coating film, exposing, and optionally developing. .. As the method of forming a coating film, exposing, and developing, for example, the same method as that used in forming a colored layer included in the color filter according to the present invention described later can be used.
Further, the cured product according to the present invention has good dispersibility of the coloring material, and the residue during development, and further, the generation of residues in the micropores is suppressed, and is used as the coloring layer of the color filter. It is preferably used.

IV. Color filter The color filter according to the present invention is a color filter including at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers is the photosensitive colored resin composition according to the present invention. It is a cured product.

Such a color filter according to the present invention will be described with reference to the drawings. FIG. 1 is a schematic sectional view showing an example of the color filter of the present invention. According to FIG. 1, the color filter 10 of the present invention has a substrate 1, a light shielding portion 2, and a colored layer 3.

<Color layer>
At least one of the colored layers used in the color filter of the present invention is a colored layer that is a cured product of the photosensitive colored resin composition of the present invention.
The colored layer is usually formed in the opening of the light-shielding portion on the substrate, which will be described later, and is usually composed of three or more colored patterns.
The arrangement of the colored layers is not particularly limited, and may be a general arrangement such as a stripe type, a mosaic type, a triangle type, and a 4-pixel arrangement type. Further, the width, area and the like of the colored layer can be set arbitrarily.
The thickness of the colored layer is appropriately controlled by adjusting the coating method, the solid content concentration and viscosity of the photosensitive colored resin composition, etc., but is usually preferably in the range of 1 to 5 μm.

The colored layer can be formed, for example, by the following method.
First, the above-mentioned photosensitive colored resin composition of the present invention is applied onto a substrate described later by using an application means such as a spray coating method, a dip coating method, a bar coating method, a roll coating method, a spin coating method, a die coating method. Then, a wet coating film is formed. Among them, the spin coating method and the die coating method can be preferably used.
Then, the wet coating film is dried using a hot plate or an oven, and then exposed through a mask having a predetermined pattern, and the alkali-soluble resin and polyfunctional monomer are photopolymerized and cured. Use as a coating film. Examples of the light source used for exposure include ultraviolet rays such as a low pressure mercury lamp, a high pressure mercury lamp, and a metal halide lamp, an electron beam, and the like. The exposure amount is appropriately adjusted depending on the light source used, the thickness of the coating film, and the like.
In addition, heat treatment may be performed after the exposure to accelerate the polymerization reaction. The heating conditions are appropriately selected depending on the blending ratio of each component in the photosensitive colored resin composition used, the thickness of the coating film, and the like.

Next, a developing solution is used for developing treatment to dissolve and remove the unexposed portion to form a coating film in a desired pattern. As the developer, a solution prepared by dissolving an alkali in water or a water-soluble solvent is usually used. An appropriate amount of a surfactant or the like may be added to this alkaline solution. A general method can be adopted as the developing method.
After the development treatment, the colored layer is usually formed by washing the developing solution and drying the cured coating film of the photosensitive colored resin composition. In addition, after the development treatment, a heat treatment may be performed to sufficiently cure the coating film. The heating condition is not particularly limited and is appropriately selected depending on the application of the coating film.

<Light-shielding part>
The light-shielding portion in the color filter of the present invention is formed in a pattern on the substrate described later, and can be the same as that used as a light-shielding portion in a general color filter.
The pattern shape of the light shielding portion is not particularly limited, and examples thereof include a stripe shape and a matrix shape. The light-shielding portion may be a thin metal film of chromium or the like formed by a sputtering method, a vacuum deposition method, or the like. Alternatively, the light shielding portion may be a resin layer in which light shielding particles such as carbon fine particles, metal oxides, inorganic pigments and organic pigments are contained in a resin binder. In the case of a resin layer containing light-shielding particles, there are a method of patterning by development using a photosensitive resist, a method of patterning using an inkjet ink containing light-shielding particles, a method of thermally transferring a photosensitive resist, etc. is there.

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

<Substrate>
As the substrate, a transparent substrate, a silicon substrate, or a transparent substrate or a silicon substrate on which an aluminum, silver, silver/copper/palladium alloy thin film or the like is formed is used as the substrate. Other color filter layers, resin layers, transistors such as TFTs, circuits, and the like may be formed on these substrates.
The transparent substrate in the color filter of the present invention is not particularly limited as long as it is a base material transparent to visible light, and a transparent substrate used for general color filters can be used. Specifically, inflexible transparent rigid materials such as quartz glass, non-alkali glass, and synthetic quartz plates, or transparent transparent flexible materials such as transparent resin films, optical resin plates, and flexible glass. There are materials.
Although the thickness of the transparent substrate is not particularly limited, for example, a thickness of about 100 μm to 1 mm can be used depending on the application of the color filter of the present invention.
The color filter of the present invention may have an overcoat layer, a transparent electrode layer, an alignment film, a columnar spacer, etc. formed thereon, in addition to the substrate, the light-shielding portion, and the colored layer.

V. Display Device A display device according to the present invention includes the color filter according to the present invention. In the present invention, the configuration of the display device is not particularly limited and can be appropriately selected from conventionally known display devices, and examples thereof include a liquid crystal display device and an organic light emitting display device.

[Liquid crystal display]
Examples of the liquid crystal display device of the present invention include a liquid crystal display device having the above-described color filter according to the present invention, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate. ..
Such a liquid crystal display device of the present invention will be described with reference to the drawings. FIG. 2 is a schematic view showing an example of the liquid crystal display device of the present invention. As illustrated in FIG. 2, a liquid crystal display device 40 of the present invention includes a color filter 10, a counter substrate 20 having a TFT array substrate and the like, and a liquid crystal layer formed between the color filter 10 and the counter substrate 20. 30 and 30.
The liquid crystal display device of the present invention is not limited to the structure shown in FIG. 2 and may have a known structure as a liquid crystal display device that generally uses a color filter.

The drive system of the liquid crystal display device of the present invention is not particularly limited, and a drive system generally used for liquid crystal display devices can be adopted. Examples of such a driving method include a TN method, an IPS method, an OCB method, and an MVA method. In the present invention, any of these methods can be preferably used.
The counter substrate can be appropriately selected and used according to the driving method of the liquid crystal display device of the present invention.
Further, as the liquid crystal forming the liquid crystal layer, various liquid crystals having different dielectric anisotropy and a mixture thereof can be used according to the driving system of the liquid crystal display device of the present invention.

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. After forming the liquid crystal layer by the above method, the enclosed liquid crystal can be aligned by gradually cooling the liquid crystal cell to room temperature.

[Organic light emitting display]
Examples of the organic light emitting display device of the present invention include an organic light emitting display device having the color filter of the present invention described above and an organic light emitting body.
Such an organic light emitting display device of the present invention will be described with reference to the drawings. FIG. 3 is a schematic view showing an example of the organic light emitting display device of the present invention. As illustrated in FIG. 3, an organic light emitting display device 100 of the present invention includes a color filter 10 and an organic light emitting body 80. The organic protective layer 50 and the inorganic oxide film 60 may be provided between the color filter 10 and the organic light emitting body 80.

As a method for laminating the organic light emitting body 80, for example, 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 are sequentially formed on the upper surface of a color filter. Examples include a method and a method in which the organic light emitting body 80 formed on another substrate is attached to the inorganic oxide film 60. As the transparent anode 71, the hole injecting layer 72, the hole transporting layer 73, the light emitting layer 74, the electron injecting layer 75, the cathode 76, and other configurations in the organic light emitting body 80, known ones can be appropriately used. The organic light-emitting display device 100 manufactured in this way is applicable to, for example, a passive drive type organic EL display and an active drive type organic EL display.
The organic light emitting display device of the present invention is not limited to the structure shown in FIG. 3, and may have a known structure as an organic light emitting display device in which a color filter is generally used.

Hereinafter, the present invention will be specifically described with reference to examples. These descriptions do not limit the present invention.
The acid value of the dispersion auxiliary resin was determined by a method according to the method described in JIS K0070:1992.
The amine value of the block copolymer of the dispersant was determined by a method according to the method described in JIS K 7237:1995.
The weight average molecular weight (Mw) of the dispersion auxiliary resin and the block copolymer used as the dispersant was determined as a standard polystyrene conversion value by GPC (gel permeation chromatography) according to the above-described measurement method of the present invention.

(Synthesis Example 1: Synthesis of Dispersant Block Copolymer A-1')
250 parts by mass of THF and 0.6 parts by mass of lithium chloride were added to a 500 mL round-bottom 4-neck separable flask equipped with a cooling tube, an addition funnel, a nitrogen inlet, a mechanical stirrer, and a digital thermometer, and the nitrogen was sufficiently replaced. It was After cooling the reaction flask 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 part by mass of methyl isobutyrate were injected using a syringe. Methyl methacrylate (MMA) 35.8 parts by mass, n-butyl methacrylate (BMA) 8.0 parts by mass, polyethylene methacrylate (n=20, PEGMA) 37.3 parts by mass, addition funnel Was added dropwise over 60 minutes. After 30 minutes, 18.9 parts by mass of dimethylaminoethyl methacrylate (DMMA), which is a monomer for A block, was added dropwise over 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 reprecipitated in hexane, purified by filtration and vacuum drying, and diluted with PGMEA to give a solution having a solid content of 30% by mass.
The obtained block copolymer A-1″ PGMEA solution was reprecipitated in hexane, and purified by filtration and vacuum drying. The purified block copolymer A-1″ was again dissolved in 200 parts by mass of PGMEA, and 2 -Isocyanatoethyl methacrylate (trade name: Karenz MOI, Showa Denko) 6.0 parts by mass, dibutyl tin (trade name: Neostan U-100, Nitto Kasei Co., Ltd.) 0.008 parts by mass, and added to 80 After the temperature is raised to 0° C., the mixture is reacted for 2 hours and has an A block containing the structural unit represented by the general formula (I) and a B block containing the structural unit represented by the general formula (B1). A block copolymer A-1' solution (solid content 40 mass%) was obtained.
The obtained block copolymer A-1′ had an amine value of 75 mg/KOH and a weight average molecular weight of 7,500.

(Example 1)
(1) Synthesis of Dispersion Auxiliary Resin 1 A polymerization tank was charged with 300 parts by mass of PGMEA and heated to 100° C. under a nitrogen atmosphere, and then 21.8 parts by mass (0.124 mol equivalent) of benzyl methacrylate (BzMA), Methacrylic acid (MAA) 26.9 parts by mass (0.373 molar equivalent), n-octyl acrylate (NOAA) 21.8 parts by mass (0.118 molar equivalent) and Perbutyl O (NOF Corporation) 1.4. 10 parts by mass of a chain transfer agent (n-dodecyl mercaptan) were continuously added dropwise over 1.5 hours. Thereafter, the reaction was continued while maintaining 100° C., and 2 hours after the dropping of the main chain-forming mixture was completed, 0.1 part by mass of p-methoxyphenol was added as a polymerization inhibitor to terminate the polymerization.
Next, while blowing air, 29.2 parts by mass (0.205 mol equivalent) of glycidyl methacrylate (GMA) as an epoxy group-containing compound was added and the temperature was raised to 110° C., then 0.8 parts by mass of triethylamine. Was added to carry out an addition reaction at 110° C. for 15 hours to obtain a dispersion assisting resin 1 solution (weight average molecular weight (Mw) 5100, acid value 75 mgKOH/g, solid content 40 mass %).

(2) Production of Color Material Dispersion Liquid R1 2.71 parts by mass of the block copolymer A-1′ solution (solid content 40 mass %) of Synthesis Example 1 was used as a dispersant, and C.I. I. Pigment Red 291 (PR291) 5.5 parts by mass, Dispersion Auxiliary Resin 1 Solution 5.28 parts by mass, PGMEA 24.64 parts by mass, particle size 2.0 mm, zirconia beads 35 parts by mass in a mayonnaise bottle, and reserve. As crushing, shake with a paint shaker (manufactured by Asada Iron Works Co., Ltd.) for 1 hour, then take out zirconia beads having a particle diameter of 2.0 mm, add 70 parts by mass of zirconia beads having a particle diameter of 0.1 mm, and similarly use the same. Disintegration was performed for 6 hours with a paint shaker to obtain a color material dispersion liquid R1.

(3) Production of Photosensitive Colored Resin Composition R1 53.37 parts by mass of the color material dispersion liquid R1 obtained in (2) above, polyfunctional monomer (trade name Aronix M-403, manufactured by Toagosei Co., Ltd.) ) Is 3.79 parts by mass, an oxime ester-based initiator (manufactured by Changzhou Power Electronics Co., Ltd., "TR-PBG-3057") is 0.95 parts by mass as a photoinitiator, and a phenolic antioxidant is an antioxidant. A 5% PGMEA solution (phenolic antioxidant: ADEKA STAB AO-40, manufactured by ADEKA) 5.69 parts by mass, 3-methacryloxypropyltrimethoxysilane (trade name: KBM503, manufactured by Shin-Etsu Chemical Co., Ltd.) were used. 32 parts by mass, 0.32 parts by mass of Megafac F-559 (manufactured by DIC) 5% PEGMEA solution, and 27.3 parts by mass of PGMEA as a solvent were added, and then mixed until uniform to give a photosensitive colored resin composition. The product R1 was obtained.

(Examples 2 to 18)
(1) Synthesis of Dispersion Auxiliary Resins 2 to 18 In the synthesis of the dispersion auxiliary resin 1 of Example 1, the monomer used in the copolymer was changed to Example 1 except that the monomers were changed to molar equivalents to those shown in Table 1. In the same manner, dispersion assisting resin 2 solution to dispersion assisting resin 18 solution were obtained.
(2) Production of Color Material Dispersion Liquids R2 to R18 In the production of the color material dispersion liquid 1 of Example 1, except that the dispersion auxiliary resin 2 solution to the dispersion auxiliary resin 18 solution were used instead of the dispersion auxiliary resin 1 solution. In the same manner as in Example 1, color material dispersions R2 to R18 of Examples 2 to 18 were manufactured.
(3) Production of photosensitive resin compositions R2 to R18 In the production of the photosensitive resin composition 1 of Example 1, except that the color material dispersion liquids R2 to R18 were used instead of the color material dispersion liquid R1. In the same manner as in Example 1, the photosensitive resin compositions R2 to R18 of Examples 2 to 18 were manufactured.

(Comparative Examples 1 to 11)
(1) Synthesis of Comparative Dispersion Auxiliary Resins C1 to C11 In the synthesis of the dispersion auxiliary resin 1 of Example 1, Example 1 was used except that the monomers used in the copolymer were changed to the molar equivalents of the monomers shown in Table 1. In the same manner as above, Comparative Dispersion Auxiliary Resin C1 Solution to Comparative Dispersion Auxiliary Resin C11 Solution were obtained.
(2) Production of Comparative Color Material Dispersion Liquids C1 to C11 In the production of the color material dispersion liquid R1 of Example 1, the comparative dispersion auxiliary resin C1 solution to the comparative dispersion auxiliary resin C11 solution is used instead of the dispersion auxiliary resin 1 solution. Comparative color material dispersions C1 to C11 of Comparative Examples 1 to 11 were produced in the same manner as in Example 1 except that the above was used.
(3) Production of Comparative Photosensitive Resin Compositions C1 to C11 In the production of the photosensitive resin composition 1 of Example 1, except that the comparative color material dispersion liquids C1 to C11 were used instead of the color material dispersion liquid R1. In the same manner as in Example 1, the photosensitive resin compositions C1 to C11 of Comparative Examples 1 to 11 were produced.

(Example 19)
(1) Production of Color Material Dispersion Liquid G19 In the production of the color material dispersion liquid R1 of Example 1, C.I. I. Pigment Red 291 (PR291) was used in place of 5.5 parts by mass of C.I. I. Pigment Green 58 (PG58) was used in the same manner as Colorant Dispersion Liquid R1 except that 5.5 parts by mass of Pigment Green 58 was used to obtain Colorant Dispersion Liquid G19.

(2) Production of Photosensitive Colored Resin Composition G19 In the production of the photosensitive resin composition 1 of Example 1, except that the color material dispersion liquid G19 was used in place of the color material dispersion liquid R1, Similarly, the photosensitive resin composition G19 of Example 19 was manufactured.

[Evaluation method]
<Dispersion stability evaluation of color material dispersion>
With respect to each of the color material dispersions obtained in Examples and Comparative Examples, the viscosity was measured immediately after preparation and after storage at 25° C. for 30 days, the change in viscosity before and after storage was calculated, and the viscosity stability was evaluated. A viscous viscometer was used for the viscosity measurement, and the viscosity at 25.0±0.5° C. was measured.
(Viscosity stability evaluation standard)
A: Change in viscosity before and after storage is 0 mPa·s or more and less than 0.5 mPa·s B: Change in viscosity before and after storage is 0.5 mPa·s or more and less than 1.0 mPa·s C: Change in viscosity before and after storage is 1 0.0 mPa·s or more and less than 3.0 mPa·s D: Change in viscosity before and after storage is 3.0 mPa·s or more However, 13% by mass of the coloring material is used with respect to the total mass of the coloring material dispersion liquid including the solvent. It is the value when it was done.

<Evaluation of photosensitive colored resin composition>
The photosensitive colored resin composition obtained in each Example and each Comparative Example was coated on a glass substrate ("NH35" manufactured by NH Techno Glass Co., Ltd., "NA35") using a spin coater to form a cured coating film having a thickness of 3 After coating so as to have a thickness of 0.0 μm, it was dried at 80° C. for 3 minutes using a hot plate to form a coating film on a glass substrate. This coating film was exposed to 40 mJ/cm ² of ultraviolet light using a super-high pressure mercury lamp through a pattern photomask (chrome mask) in which a 20 μm×20 μm chrome mask was placed in the center of an independent fine wire with an opening size of 90 μm×300 μm. By exposing, a post-exposure coating film was formed on the glass substrate. Then, a 0.05 wt% potassium hydroxide aqueous solution is spin-developed as a developing solution, the developing solution is subjected to an indirect solution in the developing solution for 60 seconds, and then washed with pure water to perform a development treatment, and a coating film having an independent fine line pattern having fine pores. Got Then, post-baking was performed in a clean oven at 230° C. for 25 minutes to form an independent fine line pattern colored layer having micropores. The following evaluation was performed on the obtained colored layer.
The colored layer was observed with an optical microscope, and the development residue inside the micropores was evaluated according to the following evaluation criteria.
[Development residue inside micro holes]
A: Coloring was not observed inside the micropores formed in the colored layer by observation with an optical microscope, and no transparent material was observed at the periphery of the micropores B: Inside micropores formed in the colored layer by observation with the optical microscope No coloring is observed, but some transparent material is observed at the peripheral edge of the micropore. C: Coloring is not observed inside the micropore formed in the colored layer by observation with an optical microscope, but the peripheral edge of the micropore is colored. Residue is observed D: Colored residue is observed inside the micropores formed in the colored layer by observation with an optical microscope.

[Summary of results]
It contains the structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit (a-4) of the present disclosure, and has an acid value of 30 mgKOH. /G or more and 100 mgKOH/g or less, and a coloring material dispersion liquid containing a dispersion auxiliary resin, which is a copolymer having a weight average molecular weight of 3000 or more and 8000 or less, a coloring material, and a solvent, Examples 1 to 19 Revealed that the dispersion stability of the coloring material is good and the generation of residues in the micropores during development can be suppressed.
On the other hand, a coloring material dispersion liquid containing a dispersion auxiliary resin having a constitutional unit derived from an alkyl(meth)acrylate having an alkyl group having 18 carbon atoms and not containing the constitutional unit (a-1) of the present disclosure was used. In Comparative Example 1, the color material dispersibility was poor. Further, in Comparative Example 2 in which the coloring material dispersion liquid containing the dispersion auxiliary resin not containing the structural unit (a-1) of the present disclosure was used, it was not possible to suppress the generation of residues in the micropores during development. .. Comparative Example Using a Coloring Material Dispersion Liquid Containing a Dispersion Auxiliary Resin Having a Constitutional Unit Derived from an Alkyl (Meth)acrylate Having an Alkyl Group of 4 Carbons, Not Containing the Structural Unit (a-1) Even with No. 3, the generation of the residue could not be suppressed. It contains the structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit (a-4) of the present disclosure, but has an acid value of Even in Comparative Example 4 in which the coloring material dispersion liquid containing the dispersion auxiliary resin lower than the specific value was used, the generation of the residue could not be suppressed. It contains the structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit (a-4) of the present disclosure, but has an acid value of In Comparative Example 5 using the coloring material dispersion liquid containing the dispersion auxiliary resin higher than the specific value, the coloring material dispersibility was poor and the effect of suppressing the generation of the residue was low. In Comparative Example 6 using the color material dispersion liquid containing the dispersion auxiliary resin that does not include the structural unit (a-4) of the present disclosure, the generation of the residue could not be suppressed.
In Comparative Example 9 using the color material dispersion liquid containing the dispersion auxiliary resin that does not include the structural unit (a-3) of the present disclosure, the color material dispersion stability and the residue generation suppressing effect were low. ..
It contains the structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit (a-4) of the present disclosure, but has a weight average molecular weight. Is less than a specific value, the coloring material dispersion stability is poor, and in Comparative Example 11 in which the weight average molecular weight is greater than a specific value, the coloring material dispersion stability is poor and the amount of fine particles during development is small. The generation of residues in the holes could not be suppressed.

1 Substrate 2 Light-shielding part 3 Colored layer 10 Color filter 20 Counter substrate 30 Liquid crystal layer 40 Liquid crystal display device 50 Organic protective layer 60 Inorganic oxide film 71 Transparent anode 72 Hole injection layer 73 Hole transport layer 74 Light emitting layer 75 Electron injection layer 76 Cathode 80 Organic light emitter 100 Organic light emitting display device

Claims (12)

A structural unit (a-1) derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms, a structural unit (a-2) having an acidic group, and ethylene in the side chain. Containing a structural unit (a-3) having a polyunsaturated bond and a structural unit (a-4) having an aromatic group, an acid value of 30 mgKOH/g or more and 100 mgKOH/g or less, and a weight average molecular weight of 3,000. A coloring material dispersion liquid containing a dispersion assisting resin which is a copolymer of 8,000 or less, a coloring material, and a solvent. The coloring material dispersion liquid according to claim 1, wherein an ethylenically unsaturated bond equivalent, which is a weight average molecular weight per 1 mol of ethylenically unsaturated bond of the copolymer, is 780 or more and 1300 or less. The coloring material according to claim 1, wherein the content ratio of the structural unit (a-1) in the copolymer is 4 mol% or more and 30 mol% or less with respect to all the structural units of the copolymer. Dispersion. The coloring material dispersion liquid according to claim 1, further comprising a dispersant which is a polymer having a structural unit represented by the following general formula (I).
(In the general formula (I), R ¹ is a hydrogen atom or a methyl group, A is a divalent linking group, and R ² and R ³ are each independently a hydrogen atom or a hydrocarbon which may contain a hetero atom. Represents a group, and R ² and R ³ may combine with each other to form a ring structure.) The coloring material dispersion liquid according to any one of claims 1 to 4, wherein the content of the dispersion auxiliary resin is 20 parts by mass or more and 60 parts by mass or less with respect to 100 parts by mass of the coloring material. A structural unit (a-1) derived from an alkyl(meth)acrylate having a linear or branched alkyl group having 5 to 15 carbon atoms, a structural unit (a-2) having an acidic group, and ethylene in the side chain. Containing a structural unit (a-3) having a polyunsaturated bond and a structural unit (a-4) having an aromatic group, an acid value of 30 mgKOH/g or more and 100 mgKOH/g or less, and a weight average molecular weight of 3,000. A dispersion-assisting resin, which is a copolymer of 8,000 or more. The dispersion-assisting resin according to claim 6, wherein the copolymer has an ethylenically unsaturated bond equivalent, which is a weight average molecular weight per mol of ethylenically unsaturated bonds of the copolymer, of 790 or more and 1300 or less. The dispersion aid according to claim 6 or 7, wherein the content ratio of the structural unit (a-1) in the copolymer is 4 mol% or more and 30 mol% or less with respect to all the structural units of the copolymer. resin. A photosensitive colored resin composition containing the color material dispersion liquid according to any one of claims 1 to 5, a polyfunctional monomer, and a photoinitiator. A cured product of the photosensitive colored resin composition according to claim 9. A color filter comprising at least a substrate and a colored layer provided on the substrate, wherein at least one of the colored layers is a cured product of the photosensitive colored resin composition according to claim 10. A display device comprising the color filter according to claim 11.