WO2024190447A1

WO2024190447A1 - Coloring composition, film, color filter, solid-state imaging element, and image display device

Info

Publication number: WO2024190447A1
Application number: PCT/JP2024/007661
Authority: WO
Inventors: 和朗榎本; 貴洋大谷
Original assignee: 富士フイルム株式会社
Priority date: 2023-03-15
Filing date: 2024-03-01
Publication date: 2024-09-19

Abstract

This coloring composition comprises: a coloring agent A containing a dye; a polymerization initiator B; a polymerizable compound C; and a compound D that is a salt formed by a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, that has a specific absorbance of 5 or less as represented by formula (Aλ), and that has a weight average molecular weight of 2000 or more. In this film, this color filter, this solid-state imaging element, and this image display device, said coloring composition is used.

Description

Coloring composition, film, color filter, solid-state imaging device, and image display device

The present invention relates to a coloring composition containing a dye. The present invention also relates to a film, a color filter, a solid-state imaging device, and an image display device that use the coloring composition.

In recent years, the popularity of digital cameras and smartphones has led to a large increase in demand for solid-state imaging elements such as complementary metal-oxide semiconductor (CMOS) image sensors. Color filters are used as key devices in displays and optical elements. Color filters usually have pixels of the three primary colors, red, green, and blue, and serve to separate transmitted light into the three primary colors.

The pixels of each color of the color filter are manufactured, for example, by forming a pattern by photolithography using a coloring composition containing a colorant. For example, Patent Document 1 describes the formation of pixels of a color filter by forming a pattern by photolithography using a coloring composition containing an acid dye, a binder resin, a specific ionic compound whose maximum molar absorption coefficient ε in the visible light region is 0 to 3000, and an organic solvent.

JP 2016-133604 A

In general, dyes tend to have lower light resistance than pigments, and there is room for further improvement in the light resistance of films obtained using coloring compositions containing dyes.

As the inventors further investigated the coloring composition described in Patent Document 1, they found that even with this coloring composition, there was room for further improvement in the light resistance of the film obtained after development.

Therefore, an object of the present invention is to provide a coloring composition capable of forming a film having excellent light resistance. Another object of the present invention is to provide a film, a color filter, a solid-state imaging device, and an image display device.

The present invention provides the following:

<1> A colorant A containing a dye;
A polymerization initiator B;
A polymerizable compound C,
A compound D which is a salt of a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, the compound D having a weight average molecular weight of 2000 or more and a specific absorbance of 5 or less and represented by the formula (Aλ),
A coloring composition comprising:
E ¹ = A ¹ / (c ¹ × l ¹ ) ... (Aλ)
In formula (Aλ), E ¹ represents the specific absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
A ¹ represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
^l1 represents the cell length in cm;
^c1 represents the concentration of compound D in the solution, expressed in mg/ml.
<2> The colored composition according to <1>, in which the cationic group contained in the compound d1 is a quaternary ammonium cationic group.
<3> The colored composition according to <1> or <2>, wherein the counter anion d2 is an anion represented by any one of formulas (BZ-1) to (BZ-8).
In formula (BZ-1), R ¹¹¹ represents -SO ₂ -R ²⁰¹ or -CO-R ²⁰¹ , R ¹¹² represents an alkyl group, an aryl group, -SO ₂ -R ²⁰² or -CO-R ²⁰² , R ²⁰¹ and R ²⁰² each independently represent a halogen atom, an alkyl group or an aryl group, and R ¹¹¹ and R ¹¹² may be bonded to form a ring;
In formula (BZ-2), R ¹¹³ represents -SO ₂ -R ²⁰³ or -CO-R ²⁰³ , R ¹¹⁴ and R ¹¹⁵ each independently represent -SO ₂ -R ²⁰⁴ , -CO-R ²⁰⁴ or a cyano group, R ²⁰³ and R ²⁰⁴ each independently represent a halogen atom, an alkyl group or an aryl group, and R ¹¹³ and R ¹¹⁴ or R ¹¹⁵ may be bonded to form a ring;
In formula (BZ-3), R ¹¹⁶ to R ¹¹⁹ each independently represent a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group;
In formula (BZ-4), R ¹²⁰ represents an alkyl group or an aryl group;
In formula (BZ-5), R ¹²¹ represents an alkyl group or an aryl group;
In formula (BZ-6), R ¹²² represents an alkyl group or an aryl group, and R ¹²³ represents a hydrogen atom, an alkyl group, or an aryl group;
In formula (BZ-7), R ¹²⁴ to R ¹²⁹ each independently represent a halogen atom or a halogenated hydrocarbon group;
In formula (BZ-8), R ¹³⁰ to R ¹³⁵ each independently represent a halogen atom or a halogenated hydrocarbon group.
<4> The colored composition according to <1> or <2>, wherein the counter anion d2 is a bis(fluoroalkylsulfonyl)imide anion.
<5> The colored composition according to any one of <1> to <4>, wherein the compound D has a polymerizable group.
<6> The polymerizable group is an ethylenically unsaturated bond-containing group,
The colored composition according to <5>, wherein the compound D has an ethylenically unsaturated bond valence of 0.7 mmol/g or more.
<7> The colored composition according to any one of <1> to <6>, wherein the acid group contained in the compound d1 is a carboxy group.
<8> The colored composition according to any one of <1> to <7>, wherein the acid value of the compound D is 0.20 to 1.20 mmol/g.
<9> The compound d1 is a polymer having a repeating unit d1-1 having an acid group and a repeating unit d1-2 having a cationic group,
In the compound D, the counter anion d2 is coordinated to the cationic group of the repeating unit d1-2 to form a salt,
The colored composition according to any one of <1> to <8>, wherein a ClogP value of a salt structure formed by the repeating unit d1-2 and the counter anion d2 is −10.0 to 0.3.
<10> The coloring composition according to any one of <1> to <9>, wherein the dye includes a dye having a chemical structure including a cation and an anion.
<11> The coloring composition according to any one of <1> to <10>, wherein the dye includes a xanthene dye.
<12> The coloring composition according to any one of <1> to <11>, wherein the dye includes a dye multimer.
<13> The colored composition according to any one of <1> to <12>, wherein the content of the polymerizable compound C in the total solid content of the colored composition is 5 to 30 mass %.
<14> The colored composition according to any one of <1> to <13>, wherein a chloride ion concentration in the colored composition is 100 ppm by mass or less.
<15> A film obtained by using the colored composition according to any one of <1> to <14>.
<16> A color filter having the film according to <15>.
<17> A solid-state imaging device having the film according to <15>.
<18> An image display device having the film according to <15>.

The present invention can provide a coloring composition capable of forming a film with excellent light resistance. The present invention can also provide a film, a color filter, a solid-state imaging device, and an image display device using the coloring composition.

The present invention will be described in detail below.
In this specification, the use of "to" means that the numerical values before and after it are included as the lower limit and upper limit.
In the description of groups (atomic groups) in this specification, when there is no indication of whether they are substituted or unsubstituted, the term encompasses both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl group" encompasses not only alkyl groups that have no substituents (unsubstituted alkyl groups) but also alkyl groups that have substituents (substituted alkyl groups).
In this specification, unless otherwise specified, the term "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light represented by an excimer laser, extreme ultraviolet light (EUV light), X-rays, active rays or radiation such as electron beams.
In this specification, "(meth)acrylate" refers to both or either of acrylate and methacrylate, "(meth)acrylic" refers to both or either of acrylic and methacrylic, and "(meth)acryloyl" refers to both or either of acryloyl and methacryloyl.
In this specification, in the structural formulae, Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.
In this specification, the weight average molecular weight and number average molecular weight are values calculated in terms of polystyrene measured by GPC (gel permeation chromatography).
In this specification, the total solids content refers to the total mass of all components of the composition excluding the solvent.
In this specification, a pigment means a coloring material that is difficult to dissolve in a solvent.
In this specification, a dye means a coloring material that is easily soluble in a solvent.
As used herein, cation refers to a positively charged atom or group of atoms.
As used herein, anion refers to a negatively charged atom or group of atoms.
In this specification, symbols (e.g., A, B, C, and D) added before or after a name are terms used to distinguish components, and do not limit the type, number, or superiority of the components.
In this specification, the term "process" refers not only to an independent process, but also to a process that cannot be clearly distinguished from other processes, as long as the intended effect of the process is achieved.

<Coloring Composition>
The coloring composition of the present invention comprises
A colorant A containing a dye;
A polymerization initiator B;
A polymerizable compound C,
A compound D which is a salt of a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, the compound D having a weight average molecular weight of 2000 or more and a specific absorbance of 5 or less and represented by the formula (Aλ),
The present invention is characterized by comprising:

The coloring composition of the present invention can form a film with excellent light resistance. The detailed reason why such an effect is obtained is unknown, but it is speculated to be due to the following. Since the coloring composition of the present invention contains the above-mentioned compound D, it is speculated that the above-mentioned compound D can promote the formation of dye associations during film formation. In addition, since compound D is a compound with a relatively large molecular weight, it is speculated that compound D can pseudo-crosslink film-forming components such as polymerizable compound C, thereby suppressing the outflow of compound D and dye from the film during development. For this reason, it is speculated that a film with excellent light resistance can be formed by using the coloring composition of the present invention.

Furthermore, with the coloring composition of the present invention, it is also possible to form pixels in which chipping is suppressed. Although the detailed reasons why such an effect is obtained are unclear, it is speculated that since the coloring composition of the present invention contains the above-mentioned compound D, the above-mentioned compound D can pseudo-crosslink film-forming components such as polymerizable compound C during film formation. For this reason, it is speculated that with the coloring composition of the present invention, a strong film can be formed by exposure to light, and as a result, chipping of the film in the exposed areas can be suppressed when the unexposed areas are developed and removed.

The coloring composition of the present invention can be preferably used as a coloring composition for color filters. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter. Examples of the types of pixels in a color filter include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, and yellow pixels. The coloring composition of the present invention can also be preferably used for the pixel configuration described in WO 2019/102887. Each component used in the coloring composition of the present invention will be described below.

<<Colorant A>>
The coloring composition of the present invention contains a colorant A (hereinafter referred to as a colorant). Examples of the colorant include a pigment and a dye. The colorant contained in the coloring composition of the present invention preferably contains a dye.

-dye-
The type of dye is not limited. Known dyes can be used as the dye. Examples of the dye include red dyes, blue dyes, green dyes, cyan dyes, magenta dyes, and yellow dyes. In one embodiment, at least one dye selected from the group consisting of cyan dyes, magenta dyes, and yellow dyes is used.

The dye is preferably a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a pyrazolotriazole dye structure, a dipyrromethene dye structure, an isoindoline dye structure, a thiazole dye structure, a benzimidazolone dye structure, a perinone dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, a diiminium dye structure, a naphthalocyanine dye structure, a rylene dye structure, a dibenzofuranone dye structure, a merocyanine dye structure, a croconium dye structure, and an oxonol dye structure, and It is more preferable that the dye is a compound having a dye structure selected from an arylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a thiazole dye structure, a pyrazolotriazole dye structure, and a dipyrromethene dye structure, and it is even more preferable that the dye is a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, a cyanine dye structure, and a squarylium dye structure, and it is even more preferable that the dye is a compound having a triarylmethane dye structure or a xanthene dye structure, and it is particularly preferable that the dye is a compound having a xanthene dye structure. That is, it is preferable that the dye is a xanthene dye.

The amount of dye dissolved in 100 g of propylene glycol methyl ether acetate at 25°C is preferably 0.01 g or more, more preferably 0.5 g or more, and even more preferably 1 g or more.

The dye used in the present invention is preferably a dye having a chemical structure containing a cation and an anion. Hereinafter, the dye having a chemical structure containing a cation and an anion is also referred to as dye A. The cation of dye A is referred to as "cation AX ⁺ ". The anion of dye A is referred to as "anion AZ ^- ".

In dye A, anion AZ ^- may exist outside the molecule of cation AX ⁺ . "Anion AZ ^- exists outside the molecule of cation AX ⁺ " means that anion AZ ^- is not bonded to cation AX ⁺ via a covalent bond and exists as a structural unit independent of cation AX ⁺ . Examples of the form of dye A as described above include salts. Hereinafter, an anion existing outside the molecule of a cation is also referred to as a counter anion. In dye A, anion AZ ^- is preferably bonded to cation AX ⁺ via a covalent bond. That is, the form of dye A is preferably an intramolecular salt (also referred to as a zwitterion).

Examples of the anion ^AZ- include a fluorine anion, a chlorine anion, a bromine anion, an iodine anion, a cyanide ion, a perchlorate anion, a carboxylate anion, a sulfonate anion, an anion containing a phosphorus atom, an imide anion, a methide anion, a borate anion, and _SbF6- ^. The imide anion, the methide anion, and the borate anion are preferable, the imide anion and the methide anion are more preferable, and the imide anion is even more preferable because of its low nucleophilicity. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. The borate anion includes a tetraarylborate anion, a tetracyanoborate anion, and a tetrafluoroborate anion.

Examples of the type of cation AX ⁺ include a cation having a xanthene dye structure, a cation having a triarylmethane dye structure, a cation having a cyanine dye structure, and a cation having a squarylium dye structure.Cation AX ⁺ is preferably a cation having a xanthene dye structure or a cation having a triarylmethane dye structure, and more preferably a cation having a xanthene dye structure because the effects of the present invention are more likely to be obtained.

An example of a dye having a xanthene dye structure having a cation AX ⁺ is a compound represented by formula (XT-1).

In formula (XT-1), R ^xt1 to R ^xt4 each independently represent a hydrogen atom, an alkyl group or an aryl group, R ^xt5 represents a substituent, m represents an integer of 0 to 5, and Z ^xt represents a counter anion. When Z ^xt is not present, at least one of R ^xt1 to R ^xt5 contains an anion.

The alkyl group and aryl group represented by R ^xt1 to R ^xt4 may have a substituent, such as the groups exemplified as the substituent T described below and polymerizable groups.
Examples of the substituent represented by R ^xt5 include the groups exemplified as the substituent T described below and polymerizable groups.

In formula (XT-1), Z ^xt represents a counter anion. Examples of the counter anion include a fluorine anion, a chlorine anion, a bromine anion, an iodine anion, a cyanide ion, a perchlorate anion, a carboxylate anion, a sulfonate anion, an anion containing a phosphorus atom, an imide anion, a methide anion, a borate anion, SbF ₆ ^- , and the like. The imide anion, the methide anion, and the borate anion are preferred, the imide anion and the methide anion are more preferred, and the imide anion is even more preferred. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. The borate anion is preferably a tetraarylborate anion, a tetracyanoborate anion, a tetrafluoroborate anion, and the like. The molecular weight of the counter anion is preferably 100 to 1000, and more preferably 200 to 500.

In the formula (XT-1), when at least one of R ^xt1 to R ^xt5 contains an anion, the anion may be a carboxylate anion, a sulfonate anion, an anion containing a phosphorus atom, an imide anion, a methide anion, or a borate anion. The imide anion, the methide anion, or the borate anion are preferred, the imide anion and the methide anion are more preferred, and the imide anion is even more preferred. The imide anion is preferably a bis(sulfonyl)imide anion. The methide anion is preferably a tris(sulfonyl)methide anion. Specifically, at least one of R ^xt1 to R ^xt5 is preferably a group containing a partial structure represented by formula (AZ-1) or a group containing a partial structure represented by formula (AZ-2), and more preferably a group containing a partial structure represented by formula (AZ-1).

The wavy lines in the above formula represent bonds to other atoms or atomic groups.

When at least one of R ^xt1 to R ^xt5 contains an anion, it is also preferable that at least one of R ^xt1 to R ^xt5 has a substituent represented by formula (P-1).
In formula (P-1), L ¹ represents a single bond or a divalent linking group, and is preferably a single bond. Examples of the divalent linking group represented by L ¹ include an alkylene group having 1 to 6 carbon atoms, an arylene group having 6 to 12 carbon atoms, -O-, -S-, or a group consisting of a combination thereof. L ² represents -SO ₂ - or -CO-. G represents a carbon atom or a nitrogen atom. n1 represents 2 when G is a carbon atom, and represents 1 when G is a nitrogen atom. R ⁶ represents an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom. When n1 is 2, the two R ⁶ may be the same or different. The number of carbon atoms of the alkyl group containing a fluorine atom represented by R ⁶ is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 3. The number of carbon atoms of the aryl group containing a fluorine atom represented by R ⁶ is preferably 6 to 20, more preferably 6 to 14, and even more preferably 6 to 10. The fluorine atom-containing alkyl group and the fluorine atom-containing aryl group may further have a substituent, such as the substituent T described below or a polymerizable group.

An example of a dye having a cation AX ⁺ of a triarylmethane dye structure is a compound represented by formula (TP-1).

In formula (TP-1), R ^tp1 to R ^tp4 each independently represent a hydrogen atom, an alkyl group, or an aryl group; R ^tp5 represents a hydrogen atom, an alkyl group, an aryl group, or NR ^tp9 R ^tp10 (R ^tp9 and R ^tp10 each independently represent a hydrogen atom, an alkyl group, or an aryl group); R ^tp6 , R ^tp7 , and R ^tp8 each independently represent a substituent;
a, b, and c each independently represent an integer of 0 to 4;
When a, ^{b and c are 2 or more, R tp6s} ^, R ^tp7s and R ^tp8s may be linked to each other to form a ring,
Z ^tp represents a counter anion, and when Z ^tp is not present, at least one of R ^tp1 to R ^tp8 includes an anion.

The alkyl group and aryl group represented by R ^tp1 to R ^tp5 , R ^tp9 and R ^tp10 may have a substituent. Examples of the substituent include the groups exemplified as the substituent T described later and polymerizable groups.
Examples of the substituent represented by R ^tp6 , R ^tp7 and R ^tp8 include the groups exemplified as the substituent T described below and polymerizable groups.

In formula (TP-1), Z ^tp represents a counter anion. When Z ^tp is not present, at least one of R ^tp1 to R ^tp8 contains an anion. Examples of the counter anion include the counter anions described in formula (XT-1) above. In addition, in formula (TP-1), when at least one of R ^tp1 to R ^tp8 contains an anion, examples of the anion include the anions described above.

(Substituent T)
Examples of the substituent T include the following groups: an alkyl group (preferably an alkyl group having 1 to 30 carbon atoms), an alkenyl group (preferably an alkenyl group having 2 to 30 carbon atoms), an alkynyl group (preferably an alkynyl group having 2 to 30 carbon atoms), an aryl group (preferably an aryl group having 6 to 30 carbon atoms), an amino group (preferably an amino group having 0 to 30 carbon atoms), an alkoxy group (preferably an alkoxy group having 1 to 30 carbon atoms), an aryloxy group (preferably an aryloxy group having 6 to 30 carbon atoms), a heteroaryloxy group, and an acyl group (preferably an acyl group having 1 to 30 carbon atoms). An alkoxycarbonyl group (preferably an alkoxycarbonyl group having 2 to 30 carbon atoms), an aryloxycarbonyl group (preferably an aryloxycarbonyl group having 7 to 30 carbon atoms), an acyloxy group (preferably an acyloxy group having 2 to 30 carbon atoms), an acylamino group (preferably an acylamino group having 2 to 30 carbon atoms), an alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 30 carbon atoms), an aryloxycarbonylamino group (preferably an aryloxycarbonylamino group having 7 to 30 carbon atoms). a sulfamoyl group (preferably a sulfamoyl group having 0 to 30 carbon atoms), a carbamoyl group (preferably a carbamoyl group having 1 to 30 carbon atoms), an alkylthio group (preferably an alkylthio group having 1 to 30 carbon atoms), an arylthio group (preferably an arylthio group having 6 to 30 carbon atoms), a heteroarylthio group (preferably a carbon number of 1 to 30), an alkylsulfonyl group (preferably a carbon number of 1 to 30), an arylsulfonyl group (preferably a carbon number of 6 to 30), a heteroarylsulfonyl group (preferably a carbon number of 1 to 30). , alkylsulfinyl group (preferably having 1 to 30 carbon atoms), arylsulfinyl group (preferably having 6 to 30 carbon atoms), heteroarylsulfinyl group (preferably having 1 to 30 carbon atoms), ureido group (preferably having 1 to 30 carbon atoms), hydroxy group, carboxyl group, sulfo group, phosphoric acid group, carboxylic acid amide group, sulfonic acid amide group, imide acid group, mercapto group, halogen atom, cyano group, alkylsulfino group, arylsulfino group, hydrazino group, imino group, heteroaryl group (preferably having 1 to 30 carbon atoms). When these groups are further substitutable groups, they may further have a substituent. Examples of the substituent include the groups explained above as the substituent T, polymerizable groups, and the like.

Examples of polymerizable groups include vinyl groups, allyl groups, (meth)acryloyl groups, and other ethylenically unsaturated bond-containing groups, epoxy groups, and oxetanyl groups.

The dye (preferably dye A) is preferably a compound having a polymerizable group, since this makes it easier to obtain a film with high crosslink density and excellent performance in various areas.

Furthermore, it is also preferable that the dye (preferably dye A) is a dye polymer because this makes it easier to reduce the generation of residues during development. A dye polymer is a dye compound that has two or more dye structures in one molecule, and preferably has three or more dye structures. There is no particular upper limit, but it can be 100 or less. The dye structures in one molecule may be the same dye structure or different dye structures.

The weight average molecular weight (Mw) of the dye polymer is preferably 2,000 to 50,000. The lower limit is more preferably 3,000 or more, and even more preferably 6,000 or more. The upper limit is more preferably 30,000 or less, and even more preferably 20,000 or less.

The structure of the dye multimer includes dye multimers (A) to (D) described in paragraphs 0047 to 0103 of WO 2016/208524. The dye multimer is preferably a dye multimer having a repeating unit represented by formula (A) described below and a dye multimer represented by formula (D) described below. Hereinafter, the dye multimer having a repeating unit represented by formula (A) is also referred to as dye multimer (A). The dye multimer represented by formula (D) is also referred to as dye multimer (D).

The dye multimer (A) preferably contains a repeating unit represented by formula (A). The proportion of the repeating unit represented by formula (A) is preferably 10% by mass or more, more preferably 20% by mass or more, even more preferably 30% by mass or more, and particularly preferably 50% by mass or more, of all repeating units constituting the dye multimer (A). The upper limit may be set to 100% by mass or less, or may be set to 95% by mass or less.
In formula (A), ^X1 represents a trivalent linking group, ^L1 represents a single bond or a divalent linking group, and ^D1 represents a structure derived from a dye compound.

Examples of the trivalent linking group represented by ^X1 in formula (A) include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, and a polystyrene linking group. A poly(meth)acrylic linking group or a polyalkyleneimine linking group is preferable, and a poly(meth)acrylic linking group is more preferable.

^L1 represents a single bond or a divalent linking group. Examples of the divalent linking group represented by ^L1 include an alkylene group having 1 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, a heterocyclic group, -CH=CH-, -O-, -S-, -C(=O)-, -COO-, -NR-, -CONR-, -OCO-, -SO-, -SO ₂ -, and groups formed by linking two or more of these. Here, R represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group.

The number of carbon atoms in the alkylene group is preferably 1 to 30. The upper limit is more preferably 25 or less, and even more preferably 20 or less. The lower limit is more preferably 2 or more, and even more preferably 3 or more. The alkylene group may be linear, branched, or cyclic. The alkylene group may have a substituent or may be unsubstituted. Examples of the substituent include the groups explained in the substituent group T.
The number of carbon atoms in the arylene group is preferably 6 to 20, and more preferably 6 to 12. The arylene group may have a substituent or may be unsubstituted. Examples of the substituent include the groups described in the substituent group T.
The heterocyclic group is preferably a 5-membered or 6-membered ring. The heteroatoms in the heterocyclic group are preferably an oxygen atom, a nitrogen atom, or a sulfur atom. The number of heteroatoms in the heterocyclic group is preferably 1 to 3. The heterocyclic group may have a substituent or may be unsubstituted. Examples of the substituent include the groups explained in the substituent group T.

Examples of the structure derived from a dye compound represented by ^D1 include a residue obtained by removing one or more hydrogen atoms from a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a pyrazolotriazole dye structure, a dipyrromethene dye structure, an isoindoline dye structure, a thiazole dye structure, a benzimidazolone dye structure, a perrinone dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, a diiminium dye structure, a naphthalocyanine dye structure, a rylene dye structure, a dibenzofuranone dye structure, a merocyanine dye structure, a croconium dye structure, and an oxonol dye structure. The structure derived from the dye compound represented by ^D1 is preferably a structure derived from a compound represented by formula (XT-1) or a structure derived from a compound represented by formula (TP-1), and more preferably a structure derived from a compound represented by formula (XT-1).

The dye polymer (A) may contain other repeating units in addition to the repeating unit represented by formula (A). The other repeating units may contain functional groups such as polymerizable groups and acid groups, or may not contain these functional groups. Examples of polymerizable groups include ethylenically unsaturated bond-containing groups such as vinyl groups and (meth)acryloyl groups. Examples of acid groups include carboxyl groups, sulfo groups, and phosphate groups.

The proportion of repeating units having a polymerizable group is preferably 0 to 50% by mass of all repeating units constituting the dye multimer (A). The lower limit is preferably 1% by mass or more, and more preferably 3% by mass or more. The upper limit is preferably 35% by mass or less, and more preferably 30% by mass or less.

The proportion of repeating units having an acid group is preferably 0 to 50% by mass of all repeating units constituting the dye multimer (A). The lower limit is preferably 1% by mass or more, and more preferably 3% by mass or more. The upper limit is preferably 35% by mass or less, and more preferably 30% by mass or less.

The dye multimer (D) is preferably represented by formula (D).
In formula (D), L ⁴ represents a (n+k)-valent linking group, L ⁴¹ and L ⁴² each independently represent a single bond or a divalent linking group, D ⁴ represents a structure derived from a dye compound, P ⁴ represents a substituent; n represents 2 to 15, k represents 0 to 13, and n+k is 2 to 15. The n D ^4s may be different from each other or may be the same. When k is 2 or more, the multiple P ^4s may be different from each other or may be the same.

n is preferably 2 to 14, more preferably 2 to 8, particularly preferably 2 to 7, and even more preferably 2 to 6. k is preferably 1 to 13, more preferably 1 to 10, even more preferably 1 to 8, particularly preferably 1 to 7, and even more preferably 1 to 6.

L ⁴¹ and L ⁴² each independently represent a single bond or a divalent linking group. Examples of the divalent linking group include an alkylene group, an arylene group, -CH═CH-, -O-, -S-, -CO-, -COO-, -NR-, -CONR-, -OCO-, -SO-, -SO ₂ -, and a group formed by linking two or more of these. Here, R each independently represents a hydrogen atom, an alkyl group, or an aryl group. L ⁴² and L ⁴³ each independently represent a group containing -S-, and more preferably -S-.

The (n+k)-valent linking group represented by ^L4 includes a group consisting of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. The (n+k)-valent linking group can include the following structural units or groups consisting of two or more of the following structural units combined together (which may form a ring structure). * in the following formulas represents a bond.

Specific examples of (n+k)-valent linking groups include the linking groups described in paragraph 0084 of WO 2016/208524.

Examples of the structure derived from a dye compound represented by ^D4 include a residue obtained by removing one or more hydrogen atoms from a compound having a dye structure selected from a triarylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squarylium dye structure, a quinophthalone dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a pyrazolotriazole dye structure, a dipyrromethene dye structure, an isoindoline dye structure, a thiazole dye structure, a benzimidazolone dye structure, a perrinone dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, a diiminium dye structure, a naphthalocyanine dye structure, a rylene dye structure, a dibenzofuranone dye structure, a merocyanine dye structure, a croconium dye structure, and an oxonol dye structure. The structure derived from the dye compound represented by ^D4 is preferably a structure derived from a compound represented by formula (XT-1) or a structure derived from a compound represented by formula (TP-1), and more preferably a structure derived from a compound represented by formula (XT-1).

Examples of the substituent represented by ^P4 include an acid group and a polymerizable group. The substituent represented by ^P4 may be a monovalent polymer chain having a repeating unit. The monovalent polymer chain having a repeating unit is preferably a monovalent polymer chain having a repeating unit derived from a vinyl compound. When k is 2 or more, k ^P4s may be the same or different.

- Pigments -
The pigment may be either an inorganic pigment or an organic pigment, but from the standpoint of a wide range of color variations, ease of dispersion, safety, and the like, an organic pigment is preferred.

Organic pigments include phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, azomethine pigments, azomethine pigments, diketopyrrolopyrrole pigments, pyrrolopyrrole pigments, isoindoline pigments, quinophthalone pigments, triarylmethane pigments, xanthene pigments, cyanine pigments, quinoline pigments, and pteridine pigments.

The average primary particle diameter of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, and more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. In this specification, the primary particle diameter of the pigment can be determined from a photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is determined, and the corresponding circle equivalent diameter is calculated as the primary particle diameter of the pigment. In addition, the average primary particle diameter in the present invention is the arithmetic mean value of the primary particle diameters of 400 primary particles of the pigment. Furthermore, the primary particles of the pigment refer to independent particles that are not aggregated.

The crystallite size of the pigment is preferably 0.1 to 50 nm, more preferably 0.5 to 30 nm, and even more preferably 1 to 15 nm. The crystallite size can be determined from the half-width of the diffraction angle peak using an X-ray diffraction device, and is calculated using Scherrer's formula. The crystallite size of the pigment can be adjusted by known methods such as adjusting the manufacturing conditions or pulverizing after manufacturing.

The specific surface area of the pigment is preferably 1 to 300 m ² /g. The lower limit is preferably 10 m ² /g or more, more preferably 30 m ² /g or more. The upper limit is preferably 250 m ² /g or less, more preferably 200 m ² /g or less. The value of the specific surface area can be measured according to DIN 66131: determination of the specific surface area of solids by gas adsorption according to the BET (Brunauer, Emmett and Teller) method.

The amount of pigment dissolved in 100 g of propylene glycol methyl ether acetate at 25°C is preferably less than 0.01 g, more preferably less than 0.005 g, and even more preferably less than 0.001 g.

Pigments include yellow pigments, orange pigments, red pigments, green pigments, purple pigments, blue pigments, etc.

Red pigments include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments, with diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments being preferred, and diketopyrrolopyrrole pigments being more preferred. Specific examples of red pigments include C.I. (Color Index) Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 1 49,150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,269,270,272,279,291,294,295,296,297, etc. In addition, as a red pigment, a compound described in paragraph number 0034 of WO 2022/085485 and a brominated diketopyrrolopyrrole compound described in JP 2020-085947 A can also be used.

As red pigments, C.I. Pigment Red 122, 177, 224, 254, 255, 264, 269, and 272 are preferred, C.I. Pigment Red 254, 264, and 272 are more preferred, and C.I. Pigment Red 254 and 272 are even more preferred.

Green pigments include phthalocyanine pigments and squarylium pigments, and phthalocyanine pigments are preferred. Specific examples of green pigments include C.I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66. In addition, halogenated zinc phthalocyanine pigments having an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule can also be used as a green pigment. Specific examples include the compounds described in WO 2015/118720. In addition, compounds described in paragraph 0029 of WO 2022/085485, aluminum phthalocyanine compounds described in JP 2020-070426 A, and diarylmethane compounds described in JP 2020-504758 A can also be used as green colorants.

As green pigments, C.I. Pigment Green 7, 36, 58, 62, and 63 are preferred, and C.I. Pigment Green 36 and 58 are more preferred.

Orange pigments include diketopyrrolopyrrole pigments and azo pigments, and diketopyrrolopyrrole pigments are preferred. Specific examples of orange pigments include C.I. Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, and 73.

Examples of yellow pigments include azo pigments, azomethine pigments, isoindoline pigments, pteridine pigments, quinophthalone pigments, and perylene pigments, and isoindoline pigments, quinophthalone pigments, and azo pigments are preferred. Specific examples of yellow pigments include C.I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 1 25, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214, 215, 228, 231, 232, 233, 234, 235, 236, etc.

Furthermore, as the yellow pigment, an azobarbituric acid nickel complex having the following structure can also be used.

Purple pigments include dioxazine pigments, quinacridone pigments, perylene pigments, and thioindigo pigments. Specific examples of purple pigments include C.I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.

Examples of blue pigments include phthalocyanine pigments and squarylium pigments, with phthalocyanine pigments being preferred. Specific examples of blue pigments include C.I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, and 88. Aluminum phthalocyanine compounds having phosphorus atoms can also be used as blue pigments. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.

As colorants, triarylmethane dye polymers described in Korean Patent Publication No. 10-2020-0028160, xanthene compounds described in JP 2020-117638 A, phthalocyanine compounds described in WO 2020/174991 A, isoindoline compounds or salts thereof described in JP 2020-160279 A, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069442 A, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069730 A, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069070 A Compounds represented by the formula 1 described in Korean Patent Publication No. 10-2020-0069067, compounds represented by the formula 1 described in Korean Patent Publication No. 10-2020-0069062, halogenated zinc phthalocyanine pigments described in Japanese Patent No. 6809649, isoindoline compounds described in JP-A-2020-180176, phenothiazine compounds described in JP-A-2021-187913, halogenated zinc phthalocyanines described in WO 2022/004261, and halogenated zinc phthalocyanines described in WO 2021/250883 can be used. The other colorant may be a rotaxane, and the dye skeleton may be used in the cyclic structure of the rotaxane, may be used in the rod-shaped structure, or may be used in both structures. Other colorants include quinophthalone compounds represented by formula 1 in Korean Patent Publication No. 10-2020-0030759, polymer dyes described in Korean Patent Publication No. 10-2020-0061793, colorants described in JP-A-2022-029701, isoindoline compounds described in WO 2022/014635, aluminum phthalocyanine compounds described in WO 2022/024926, compounds described in JP-A-2022-045895, compounds described in WO 2022/050051, compounds described in JP-A-2020-090676, compounds described in JP-A-2020-055956, compounds described in JP-A-2021-031681, compounds described in JP-A-2022-056354, and compounds described in U.S. Patent Application Publication No. Compounds described in JP 2021/0355327, compounds described in WO 2022/065357, compounds described in JP 2020-045436, compounds described in Korean Patent Publication No. 10-2021-0146726, compounds described in JP 2018-178039, compounds described in Chinese Patent Application Publication No. 113881244, compounds described in Chinese Patent Application Publication No. 113881245, compounds described in Chinese Patent Application Publication No. 113881246, compounds described in JP 2022-104822, compounds described in JP 2022-096701, compounds described in JP 2020-023652, green pigments described on pages 80 to 84 of the Journal of the Color Materials Association (published in 2022), and the like can also be used.

The content of the colorant in the total solid content of the coloring composition is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more. The upper limit is preferably 80% by mass or less, and more preferably 75% by mass or less.

The dye content in the total solid content of the coloring composition is preferably 5% by mass or more, more preferably 8% by mass or more, even more preferably 10% by mass or more, and particularly preferably 15% by mass or more. The upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, even more preferably 60% by mass or less, even more preferably 50% by mass or less, particularly preferably 40% by mass or less, and most preferably 30% by mass or less. The dye content in the colorant contained in the coloring composition is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, even more preferably 20% by mass or more, and particularly preferably 25% by mass or more. The upper limit can be 100% by mass or less, can be 90% by mass or less, can be 80% by mass or less, can be 70% by mass or less, can be 60% by mass or less, or can be 50% by mass or less.

When the coloring composition of the present invention contains a pigment as a colorant, the content of the pigment is preferably 10 to 1,000 parts by mass per 100 parts by mass of the dye. The lower limit is preferably 100 parts by mass or more, more preferably 150 parts by mass or more, and even more preferably 200 parts by mass or more. The upper limit is preferably 600 parts by mass or less, and more preferably 400 parts by mass or less.

<<Polymerization initiator B>>
The coloring composition of the present invention contains a polymerization initiator B (hereinafter referred to as a polymerization initiator). The polymerization initiator is preferably a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet to visible regions is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

Photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds, etc. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a hexaarylbiimidazole compound, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, or a 3-aryl substituted coumarin compound, more preferably a compound selected from an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and even more preferably an oxime compound. In addition, examples of the photopolymerization initiator include the compounds described in paragraphs 0065 to 0111 of JP 2014-130173 A, the compounds described in Japanese Patent No. 6301489 A, and the compounds described in MATERIAL STAGE 37 to 60p, vol. 19, No. 3,2019, a photopolymerization initiator described in WO 2018/221177, a photopolymerization initiator described in WO 2018/110179, a photopolymerization initiator described in JP 2019-043864 A, a photopolymerization initiator described in JP 2019-044030 A, a peroxide-based initiator described in JP 2019-167313 A, an aminoacetophenone-based initiator having an oxazolidine group described in JP 2020-055992 A, an oxime-based photopolymerization initiator described in JP 2013-190459 A, a polymer described in JP 2020-172619 A, a compound represented by formula 1 described in WO 2020/152120 A, JP 2021-181406 Compounds described in JP 2022-013379 A, photopolymerization initiators described in JP 2022-015747 A, compounds represented by formula (1) described in JP 2022-015747 A, fluorine-containing fluorene oxime ester photoinitiators described in JP 2021-507058 A, initiators described in China Patent Application Publication No. 110764367, initiators described in JP 2022-518535 A, initiators described in WO 2021/175855, compounds described in Taiwan Patent Application Publication No. 202200534, compounds described in JP 2022-078550 A, compounds described in Korean Patent Publication No. 10-2017-0087330, compounds described in WO 2022/075452, and the like.

Specific examples of hexaarylbiimidazole compounds include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole.

Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (all manufactured by IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure 2959, Irgacure 127 (all manufactured by BASF), etc. Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (all manufactured by IGM Resins B.V.), Irgacure 907, Irgacure 369, Irgacure 369E, Irgacure 379EG (all manufactured by BASF), etc. Commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (all manufactured by IGM Resins B.V.), Irgacure 819, Irgacure TPO (all manufactured by BASF), etc.

Examples of oxime compounds include the compound described in paragraph 0142 of WO 2022/085485, the compound described in Japanese Patent No. 5,430,746, the compound described in Japanese Patent No. 5,647,738, the compound represented by general formula (1) and the compounds described in paragraphs 0022 to 0024 of JP 2021-173858 A, the compound represented by general formula (1) and the compounds described in paragraphs 0117 to 0120 of JP 2021-170089 A, and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), and the like. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-301, TR-PBG-304, and TR-PBG-327 (manufactured by TRONLY), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation, photopolymerization initiator 2 described in JP 2012-014052 A). In addition, it is also preferable to use a compound that is not colorable or a compound that is highly transparent and does not easily discolor as the oxime compound. Commercially available products include Adeka Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

As the photopolymerization initiator, an oxime compound having a fluorene ring, an oxime compound having a skeleton in which at least one benzene ring of a carbazole ring is replaced with a naphthalene ring, an oxime compound having a fluorine atom, an oxime compound having a nitro group, an oxime compound having a benzofuran skeleton, an oxime compound in which a substituent having a hydroxyl group is bonded to a carbazole skeleton, or a compound described in paragraphs 0143 to 0149 of WO 2022/085485 can be used.

Specific examples of oxime compounds that are preferably used in the present invention are shown below, but the present invention is not limited to these.

The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. From the viewpoint of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably 1000 to 300,000, even more preferably 2000 to 300,000, and particularly preferably 5000 to 200,000. The molar absorption coefficient of the compound can be measured using a known method. For example, it is preferable to measure using a spectrophotometer (Varian Cary-5 spectrophotometer) at a concentration of 0.01 g/L using ethyl acetate as a solvent.

As the photopolymerization initiator, a bifunctional or trifunctional or higher functional photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, so good sensitivity can be obtained. In addition, when a compound with an asymmetric structure is used, crystallinity is reduced and solubility in solvents is improved, making it less likely to precipitate over time, and the stability over time of the coloring composition can be improved. Specific examples of bifunctional or trifunctional or higher functional photoradical polymerization initiators include the compounds described in paragraph 0148 of WO 2022/065215.

The content of the polymerization initiator in the total solid content of the coloring composition is preferably 0.1 to 30% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. In the coloring composition of the present invention, only one type of polymerization initiator may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<<Polymerizable compound C>>
The coloring composition of the present invention contains a polymerizable compound C (hereinafter, referred to as a polymerizable compound). Examples of the polymerizable compound include a compound having an ethylenically unsaturated bond-containing group. Examples of the contained group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, etc. The polymerizable compound used in the present invention is preferably a radically polymerizable compound.

The polymerizable compound may be in any chemical form, such as a monomer, prepolymer, or oligomer, but is preferably a monomer. The molecular weight of the polymerizable compound is preferably 100 to 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

The polymerizable compound is preferably a compound containing 3 or more ethylenically unsaturated bond-containing groups, more preferably a compound containing 3 to 15 ethylenically unsaturated bond-containing groups, and even more preferably a compound containing 3 to 6 ethylenically unsaturated bond-containing groups. The polymerizable compound is preferably a 3-15 functional (meth)acrylate compound, and more preferably a 3-6 functional (meth)acrylate compound. Specific examples of the polymerizable compound include the compounds described in paragraphs 0075 to 0083 of WO 2022/065215.

Preferred polymerizable compounds include dipentaerythritol tri(meth)acrylate (commercially available product is KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available product is KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available product is KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available products are KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd., and NK Ester A-DPH-12E; manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds in which the (meth)acryloyl groups are bonded via ethylene glycol and/or propylene glycol residues (e.g., SR454, SR499, commercially available from Sartomer Corporation). Examples of the polymerizable compound include diglycerol EO (ethylene oxide) modified (meth)acrylate (commercially available product is M-460; manufactured by Toagosei Co., Ltd.), pentaerythritol tetraacrylate (NK Ester A-TMMT, manufactured by Shin-Nakamura Chemical Co., Ltd.), 1,6-hexanediol diacrylate (KAYARAD HDDA, manufactured by Nippon Kayaku Co., Ltd.), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.). ), NK Oligo UA-7200 (Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (Kyoeisha Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (all manufactured by Taisei Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (Kyoeisha Chemical Co., Ltd.), etc. can also be used.

The content of the polymerizable compound in the total solid content of the coloring composition is preferably 1 to 35 mass%, and more preferably 5 to 30 mass%. The upper limit is preferably 25 mass% or less, and more preferably 20 mass% or less. The lower limit is preferably 8 mass% or more, and more preferably 10 mass% or more. The coloring composition of the present invention may contain only one type of polymerizable compound, or may contain two or more types. When two or more types of polymerizable compounds are contained, it is preferable that the total amount thereof is within the above range.

<<Compound D>>
The coloring composition of the present invention contains a compound D which is a salt of a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and has a weight average molecular weight of 2000 or more and a specific absorbance of 5 or less and is represented by the formula (Aλ).

E ¹ = A ¹ / (c ¹ × l ¹ ) ... (Aλ)
In formula (Aλ), E ¹ represents the specific absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
A ¹ represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
^l1 represents the cell length in cm;
^c1 represents the concentration of compound D in the solution, expressed in mg/ml.

The specific absorbance of compound D represented by formula (Aλ) is 5 or less, preferably 3 or less, and more preferably 1 or less. The specific absorbance represented by formula (Aλ) is an index showing the degree to which compound D absorbs light in the visible range. The smaller the specific absorbance represented by formula (Aλ), the lower the absorbency of light in the visible range. There is no lower limit to the specific absorbance. When a lower limit is set for the specific absorbance, the specific absorbance represented by formula (Aλ) may be determined to be in the range of 0.001 or more.

The absorbance represented by "A ¹ " in formula (Aλ) is measured by the following method. A measurement sample is prepared using compound D and a solvent in which compound D is sufficiently soluble. When compound D has sufficient solubility in methanol, methanol is used as the solvent. When compound D does not have sufficient solubility in methanol, cyclohexanone is used as the solvent. The absorbance of the measurement sample at 25°C (room temperature) is measured using a cell with an optical path length of 1 cm.

The weight average molecular weight of compound D is 2000 or more, preferably 3000 or more, and more preferably 4000 or more. The upper limit is preferably 1,000,000 or less, more preferably 100,000 or less, and even more preferably 20,000 or less.

The acid value of compound D is preferably 0.10 to 1.50 mmol/g, and from the viewpoint of developability, it is more preferably 0.20 to 1.20 mmol/g.

Compound D may have a polymerizable group. Examples of the polymerizable group include ethylenically unsaturated bond-containing groups such as vinyl groups, allyl groups, and (meth)acryloyl groups, epoxy groups, and oxetanyl groups, and an ethylenically unsaturated bond-containing group is preferable. When compound D has a polymerizable group, compound d1 may have a polymerizable group, and counter anion d2 may have a polymerizable group, but it is preferable that compound d1 has a polymerizable group because this can further improve the curability.

The polymerizable group value of compound D is preferably 0.1 mmol/g or more, more preferably 0.5 mmol/g or more, even more preferably 0.7 mmol/g or more, even more preferably 1.0 mmol/g or more, and particularly preferably 1.5 mmol/g or more. The upper limit is preferably 5.0 mmol/g or less, more preferably 4.0 mmol/g or less, and even more preferably 3.0 mmol/g or less.

When the polymerizable group of compound D is an ethylenically unsaturated bond-containing group, the ethylenically unsaturated bond-containing group value (hereinafter also referred to as C=C value) of compound D is preferably 0.1 mmol/g or more, more preferably 0.5 mmol/g or more, even more preferably 0.7 mmol/g or more, even more preferably 1.0 mmol/g or more, and particularly preferably 1.5 mmol/g or more. The upper limit is preferably 5.0 mmol/g or less, more preferably 4.0 mmol/g or less, and even more preferably 3.0 mmol/g or less.

The polymerizable group value of compound D is a numerical value representing the molar amount of polymerizable groups per 1 g of solid content of compound D. When the polymerizable group value can be calculated from the structural formula of compound D, the value calculated from the structural formula is used. When the polymerizable group value cannot be calculated from the structural formula and can be calculated from the raw materials used in the synthesis of compound D, the value calculated from the raw materials used in the synthesis of compound D is used. When the polymerizable group value of compound D cannot be calculated from the raw materials used in the synthesis of compound D, the value measured using a hydrolysis method is used. Specifically, the component (a) of the polymerizable group site is extracted from compound D by alkali treatment, and its content is measured by high performance liquid chromatography (HPLC), and calculated from the following formula. When the component (a) cannot be extracted from compound D by alkali treatment, the value measured by NMR (nuclear magnetic resonance) is used.
Polymerizable group value of compound D [mmol/g]=(content of component (a) [ppm]/molecular weight of component (a) [g/mol])/(weight of compound D [g]×(solid content of compound D [mass%]/100)×10)

The amount of compound D dissolved in 100 g of 1-methoxy-2-propanol at 25°C is preferably 0.1 g or more, more preferably 0.5 g or more, and even more preferably 1 g or more.

The amount of compound D dissolved in 100 g of cyclohexanone at 25°C is preferably 0.1 g or more, more preferably 0.5 g or more, and even more preferably 1 g or more.

Specific examples of compound D include compounds AP-1 to AP-20 shown in the examples below.

(Compound d1)
In the compound D, the above-mentioned compound d1 which forms a salt with the counter anion d2 is a compound having an acid group and a cationic group.

The weight average molecular weight of compound d1 is preferably 2000 or more, more preferably 3000 or more, and even more preferably 4000 or more. The upper limit is preferably 1,000,000 or less, more preferably 100,000 or less, and even more preferably 20,000 or less.

The acid group possessed by compound d1 may be a carboxy group, a phosphate group, a sulfo group, a phenolic hydroxy group, etc., and a carboxy group is preferred because it can suppress the generation of development residues.

The acid value of compound d1 is preferably 0.10 to 1.50 mmol/g, and more preferably 0.20 to 1.20 mmol/g.

Examples of the cationic group contained in the compound d1 include a quaternary ammonium cationic group, a pyridinium cationic group, and an imidazolium cationic group, and the quaternary ammonium cationic group is preferable. The quaternary ammonium cationic group is preferably a group represented by the formula (Cat-1).

In the formula, R ^cat1 to R ^cat3 each independently represent an alkyl group or an aryl group, and * represents a bond.

The number of carbon atoms in the alkyl group represented by R ^cat1 to R ^cat3 is preferably 1 to 20, more preferably 1 to 10, and further preferably 1 to 5. The alkyl group represented by R ^cat1 to R ^cat3 is preferably linear or branched, and more preferably linear.
The aryl group represented by R ^cat1 to R ^cat3 preferably has 6 to 20 carbon atoms, and more preferably has 6 to 12 carbon atoms.

It is preferable that R ^cat1 to R ^cat3 are each independently an alkyl group. It is preferable that R ^cat1 and R ^cat2 are each independently an alkyl group having 1 to 5 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, even more preferably a methyl group or an ethyl group, and particularly preferably a methyl group. It is preferable that ^{R cat3} is an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, even more preferably an alkyl group having 1 to 3 carbon atoms, even more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

The cationic group value of compound d1 is preferably 0.1 to 3.0 mmol/g, and more preferably 0.2 to 1.5 mmol/g, because this can improve the light resistance of the resulting film.

Compound d1 may have a polymerizable group. Examples of the polymerizable group include ethylenically unsaturated bond-containing groups such as vinyl groups, allyl groups, and (meth)acryloyl groups, epoxy groups, and oxetanyl groups, and the like. An ethylenically unsaturated bond-containing group is preferable.

When compound d1 has a polymerizable group, the polymerizable group value of compound d1 is preferably 0.1 mmol/g or more, more preferably 0.5 mmol/g or more, even more preferably 0.7 mmol/g or more, even more preferably 1.0 mmol/g or more, and particularly preferably 1.5 mmol/g or more. The upper limit is preferably 5.0 mmol/g or less, more preferably 4.0 mmol/g or less, and even more preferably 3.0 mmol/g or less.

When the polymerizable group possessed by compound d1 is an ethylenically unsaturated bond-containing group, the C=C value of compound d1 is preferably 0.1 mmol/g or more, more preferably 0.5 mmol/g or more, even more preferably 0.7 mmol/g or more, even more preferably 1.0 mmol/g or more, and particularly preferably 1.5 mmol/g or more. The upper limit is preferably 5.0 mmol/g or less, more preferably 4.0 mmol/g or less, and even more preferably 3.0 mmol/g or less.

Compound d1 is preferably a polymer having a repeating unit d1-1 having an acid group and a repeating unit d1-2 having a cationic group.

When compound d1 is a polymer having repeating unit d1-1 having an acid group and repeating unit d1-2 having a cationic group, compound D preferably has counter anion d2 coordinated to the cationic group of repeating unit d1-2 to form a salt. In addition, the ClogP value of the salt structure formed by repeating unit d1-2 and counter anion d2 is preferably -10.0 to 0.3, more preferably -5.0 to 0, and even more preferably -3.0 to -1.0, because this can improve the light resistance of the resulting film.

The CLogP value is the calculated value of LogP, which is the common logarithm of the 1-octanol/water partition coefficient P. In this specification, the CLogP value is a value obtained by predictive calculation using ChemDraw Professional ver. 20.1.1.125 (manufactured by PerkinElmer).

Here, when compound D is a polymer having the following structure, the ClogP value of the salt structure formed by the repeating unit d1-2 and the counter anion d2 is the ClogP value of the structure of the portion surrounded by the dashed line in the polymer having the following structure. The ClogP value of the structure of the portion surrounded by the dashed line is −1.24.

Examples of the repeating unit d1-1 having an acid group include a repeating unit represented by formula (d1-1).

In the formula, A ^d10 represents a trivalent linking group, L ^d10 represents a single bond or a divalent linking group, and R ^d10 represents an acid group.

Examples of the trivalent linking group represented by A ^d10 include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, and a polystyrene linking group. A poly(meth)acrylic linking group or a polyalkyleneimine linking group is preferable, and a poly(meth)acrylic linking group is more preferable.

Examples of the divalent linking group represented by L ^d10 include an alkylene group (preferably an alkylene group having 1 to 10 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO ₂ -, -CO-, -O-, -COO-, OCO-, -CONR ^x1 -, -S-, and a group consisting of two or more of these groups. R ^x1 represents a hydrogen atom, an alkyl group, or an aryl group.
The alkylene group and arylene group may have a substituent, such as a hydroxy group, an alkoxy group, an acyl group, or a polymerizable group.

The content of repeating units d1-1 having an acid group in compound d1 is preferably 0.1 to 40% by mass. The upper limit is preferably 35% by mass or less, more preferably 30% by mass or less, even more preferably 20% by mass or less, and even more preferably 10% by mass or less. The lower limit is preferably 1% by mass or more, and more preferably 3% by mass or more.

Examples of the repeating unit d1-2 having a cationic group include a repeating unit represented by formula (d1-2).

In the formula, A ^d20 represents a trivalent linking group, L ^d20 represents a single bond or a divalent linking group, and R ^d20 represents a cationic group.

Examples of the trivalent linking group represented by A ^d20 include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, and a polystyrene linking group. A poly(meth)acrylic linking group or a polyalkyleneimine linking group is preferable, and a poly(meth)acrylic linking group is more preferable.

Examples of the divalent linking group represented by L ^d20 include an alkylene group (preferably an alkylene group having 1 to 10 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO ₂ -, -CO-, -O-, -COO-, OCO-, -CONR ^x2 -, -S-, and a group consisting of two or more of these groups. R ^x2 represents a hydrogen atom, an alkyl group, or an aryl group.
The alkylene group and arylene group may have a substituent, such as a hydroxy group, an alkoxy group, an acyl group, or a polymerizable group.

The content of repeating units d1-2 having a cationic group in compound d1 is preferably 0.1 to 70% by mass. The upper limit is preferably 60% by mass or less, more preferably 55% by mass or less, even more preferably 50% by mass or less, even more preferably 40% by mass or less, and even more preferably 30% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more.

The compound d1 may further include a repeating unit d1-3 having a polymerizable group. Examples of the repeating unit d1-3 having a polymerizable group include a repeating unit represented by formula (d1-3).

In the formula, A ^d30 represents a trivalent linking group, L ^d30 represents a single bond or a divalent linking group, and R ^d30 represents a polymerizable group.

Examples of the trivalent linking group represented by A ^d30 include a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, a polyamide linking group, a polyether linking group, and a polystyrene linking group. A poly(meth)acrylic linking group or a polyalkyleneimine linking group is preferable, and a poly(meth)acrylic linking group is more preferable.

Examples of the divalent linking group represented by L ^d30 include an alkylene group (preferably an alkylene group having 1 to 10 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO ₂ -, -CO-, -O-, -COO-, OCO-, -CONR ^x3 -, -S-, and a group combining two or more of these groups. R ^x3 represents a hydrogen atom, an alkyl group, or an aryl group.
The alkylene group and arylene group may have a substituent, such as a hydroxy group, an alkoxy group, or an acyl group.

When compound d1 contains repeating units d1-3 having a polymerizable group, the content of repeating units d1-3 having a polymerizable group in compound d1 is preferably 1 to 95% by mass. The upper limit is preferably 90% by mass or less, and more preferably 80% by mass or less. The lower limit is preferably 10% by mass or more, more preferably 20% by mass or more, and even more preferably 40% by mass or more.

Compound d1 may further have repeating units other than the above-mentioned units d1-1 to d1-3.

(Counter anion d2)
In compound D, the counter anion d2 that forms a salt with the specific cation described above is an anion having a molecular weight of 50 or more.

The counter anion d2 may be an imide anion, a methide anion, a borate anion, a sulfonate anion, a carboxylate anion, a phosphate anion, or an anion containing a phosphorus atom or an antimony atom, and is preferably an imide anion because it can further improve the light resistance of the resulting film. Furthermore, it is more preferable that the imide anion is a bis(fluoroalkylsulfonyl)imide anion.

The molecular weight of the counter anion d2 is 50 or more, preferably 51 to 900, more preferably 100 to 600, and even more preferably 150 to 400.

The counter anion d2 may have a polymerizable group. Examples of the polymerizable group include an ethylenically unsaturated bond-containing group such as a vinyl group, an allyl group, or a (meth)acryloyl group, an epoxy group, or an oxetanyl group, and the like. An ethylenically unsaturated bond-containing group is preferable.

The counter anion d2 is preferably an anion represented by any one of formulas (BZ-1) to (BZ-8), and is preferably an anion represented by formula (BZ-1) because this can further improve the light resistance of the resulting film.

In formula (BZ-1), R ¹¹¹ represents -SO ₂ -R ²⁰¹ or -CO-R ²⁰¹ , R ¹¹² represents an alkyl group, an aryl group, -SO ₂ -R ²⁰² or -CO-R ²⁰² , R ²⁰¹ and R ²⁰² each independently represent a halogen atom, an alkyl group or an aryl group, and R ¹¹¹ and R ¹¹² may be bonded to form a ring.

The number of carbon atoms in the alkyl group represented by R ^{112 , R 201 and R 202 is preferably 1 to 10, and more preferably 1 to 6. The alkyl group represented by R 112} ^, ^R ²⁰¹ ^and R ²⁰² is preferably an alkyl group having a halogen atom as a substituent, and more preferably an alkyl group having a fluorine atom as a substituent.
The number of carbon atoms in the aryl group represented by R ¹¹² , R ²⁰¹ and R ^{202 is preferably 6 to 20, and more preferably 6 to 12. The aryl group represented by R 112 , R 201 and R 202} ^is ^preferably ^an aryl group having a halogen atom as a substituent, and more preferably an aryl group having a fluorine atom as a substituent.
Examples of the halogen atom represented by R ²⁰¹ and R ²⁰² include a fluorine atom, a chlorine atom and a bromine atom, and a fluorine atom is preferable.
In formula (BZ-1), R ¹¹¹ and R ¹¹² may be bonded to form a ring. The ring thus formed is preferably a 5- or 6-membered ring.

In formula (BZ-1), R ¹¹¹ is preferably —SO ₂ —R ²⁰¹ , and R ¹¹² is preferably —SO ₂ —R ^202. Furthermore, R ²⁰¹ and R ²⁰² are each preferably independently a fluorine atom, an alkyl group having a fluorine atom as a substituent, or an aryl group having a fluorine atom as a substituent, more preferably a fluorine atom or an alkyl group having a fluorine atom as a substituent, and even more preferably an alkyl group having a fluorine atom as a substituent.

In formula (BZ-2), R ¹¹³ represents -SO ₂ -R ²⁰³ or -CO-R ²⁰³ ; R ¹¹⁴ and R ¹¹⁵ each independently represent -SO ₂ -R ²⁰⁴ , -CO-R ²⁰⁴ or a cyano group; R ²⁰³ and R ²⁰⁴ each independently represent a halogen atom, an alkyl group or an aryl group; and R ¹¹³ and R ¹¹⁴ or R ¹¹⁵ may be bonded to form a ring.

The carbon number of the alkyl group represented by R ²⁰³ and R ²⁰⁴ is preferably 1 to 10, and more preferably 1 to 6. The alkyl group represented by R ²⁰³ and R ²⁰⁴ is preferably an alkyl group having a halogen atom as a substituent, and more preferably an alkyl group having a fluorine atom as a substituent.
The number of carbon atoms of the aryl group represented by R ²⁰³ and R ²⁰⁴ is preferably 6 to 20, and more preferably 6 to 12. The aryl group represented by R ²⁰³ and R ²⁰⁴ is preferably an aryl group having a halogen atom as a substituent, and more preferably an aryl group having a fluorine atom as a substituent.
Examples of the halogen atom represented by R ²⁰³ and R ²⁰⁴ include a fluorine atom, a chlorine atom and a bromine atom, and a fluorine atom is preferable.
In formula (BZ-2), R ¹¹³ and R ¹¹⁴ or R ¹¹⁵ may be bonded to form a ring. The ring thus formed is preferably a 5-membered or 6-membered ring.

In formula (BZ-2), R ¹¹³ is preferably -SO ₂ -R ^203. ^{R 114} and R ¹¹⁵ are each preferably independently -SO ₂ -R ²⁰⁴ or -CO-R ²⁰⁴ , more preferably -SO ₂ -R ^204. Furthermore, R ²⁰³ and R ²⁰⁴ are each preferably independently a fluorine atom, an alkyl group having a fluorine atom as a substituent, or an aryl group having a fluorine atom as a substituent, more preferably a fluorine atom or an alkyl group having a fluorine atom as a substituent, and even more preferably an alkyl group having a fluorine atom as a substituent.

In formula (BZ-3), R ¹¹⁶ to R ¹¹⁹ each independently represent a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group. Examples of the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferable. The alkyl group, the aryl group, the alkoxy group, and the aryloxy group may have a substituent or may be unsubstituted. When a substituent is present, it is preferable that the substituent is a halogen atom or an alkyl group substituted with a halogen atom, and it is more preferable that the substituent is a fluorine atom or an alkyl group substituted with a fluorine atom.

In formula (BZ-3), it is preferable that at least one of R to R ¹¹⁹ is a cyano ^group , a fluorine atom, an alkyl group having a fluorine atom as a substituent, an aryl group having a fluorine atom as a substituent, or an aryl group having an alkyl group substituted with a fluorine atom as a substituent, it is more preferable that all ^{of R to R 119} ^are a cyano group, a fluorine atom, an alkyl group having a fluorine atom as a substituent, or an aryl group having a fluorine atom as a substituent, and it is even more preferable that they are fluorine atoms.

In formula (BZ-4), R ¹²⁰ represents an alkyl group or an aryl group. The number of carbon atoms of the alkyl group represented by R ¹²⁰ is preferably 1 to 10, and more preferably 1 to 6. The alkyl group represented by R ¹²⁰ may have a substituent. Examples of the substituent include a halogen atom, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group. The number of carbon atoms of the aryl group represented by R ¹²⁰ is preferably 6 to 20, and more preferably 6 to 12. The aryl group represented by R ¹²⁰ may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group.

In formula (BZ-5), R ¹²¹ represents an alkyl group or an aryl group. The number of carbon atoms of the alkyl group represented by R ¹²¹ is preferably 1 to 10, and more preferably 1 to 6. The alkyl group represented by R ¹²¹ may have a substituent. Examples of the substituent include a halogen atom, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group. The number of carbon atoms of the aryl group represented by R ¹²¹ is preferably 6 to 20, and more preferably 6 to 12. The aryl group represented by R ¹²¹ may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group.

In formula (BZ-6), R ¹²² represents an alkyl group or an aryl group, and R ¹²³ represents a hydrogen atom, an alkyl group, or an aryl group. The number of carbon atoms of the alkyl group represented by R ¹²² and R ¹²³ is preferably 1 to 10, more preferably 1 to 6. The alkyl group represented by R ¹²² and R ¹²³ may have a substituent. Examples of the substituent include a halogen atom, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group. The number of carbon atoms of the aryl group represented by ^{R 122} and R ¹²³ is preferably 6 to 20, more preferably 6 to 12. The aryl group represented by R ¹²² and R ¹²³ may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, and an acyloxy group.

In formula (BZ-7), R ¹²⁴ to R ¹²⁹ each independently represent a halogen atom or a halogenated hydrocarbon group. Examples of the halogen atom represented by R ¹²⁴ to R ¹²⁹ include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferable. The halogenated hydrocarbon group represented by R ¹²⁴ to R ¹²⁹ is preferably an alkyl group having a halogen atom as a substituent, and more preferably an alkyl group having a fluorine atom as a substituent. The number of carbon atoms in the halogenated hydrocarbon group is preferably 1 to 10, and more preferably 1 to 6.

In formula (BZ-8), R ¹³⁰ to R ¹³⁵ each independently represent a halogen atom or a halogenated hydrocarbon group. Examples of the halogen atom represented by R ¹³⁰ to R ¹³⁵ include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferable. The halogenated hydrocarbon group represented by R ¹³⁰ to R ¹³⁵ is preferably an alkyl group having a halogen atom as a substituent, and more preferably an alkyl group having a fluorine atom as a substituent. The number of carbon atoms in the halogenated hydrocarbon group is preferably 1 to 10, and more preferably 1 to 6.

Specific examples of the counter anion d2 include anions having the structures shown below.

Also, SbF ₆ ⁻ , (CF ₃ ) ₃ PF ₃ ⁻ , (C ₂ F ₅ ) ₂ PF ₄ ⁻ , (C ₂ F ₅ ) ₃ PF ₃ ⁻ , [(CF ₃ ) ₂ CF] ₂ PF ₄ ⁻ , [(CF ₃ ) ₂ CF] ₃ PF ₃ , (n-C ₃ F ₇ ) ₂ PF ₄ ^- , (n-C ₃ F ₇ ) ₃ PF ₃ ^- , (n-C ₄ F ₉ ) ₃ PF ₃ ^- , (C ₂ F ₅ )(CF ₃ ) ₂ PF ₃ ⁻ , [(CF ₃ ) ₂ CFCF ₂ ] ₂ PF ₄ ⁻ , [(CF ₃ ) ₂ CFCF ₂ ] ₃ PF ₃ , (n-C ₄ F ₉ ) ₂ PF ₄ ^- , (n-C ₄ F ₉ ) ₃ PF ₃ ^- , (C ₂ F ₄ H) (CF ₃ ) ₂ PF ₃ ^- , (C ₂ F ₃ H ₂ ) ₃ PF ₃ ^- , (C ₂ F ₅ ) (CF ₃ ) ₂ PF ₃ ^- , (CF ₃ ) ₄ B ^- , (CF ₃ ) ₃ BF ^- , (CF ₃ ) ₂ BF ₂ ⁻ , (CF ₃ )BF ₃ ⁻ , (C ₂ F ₅ ) ₄ B ⁻ , (C ₂ F ₅ ) ₃ BF ⁻ , (C ₂ F ₅ )BF ₃ ⁻ , (C ₂ F ₅ ) ₂ BF ₂ ⁻ , (CF ₃ )(C ₂ F ₅ ) ₂ BF ⁻ , (CF ₃ C ₆ H ₄ ) ₄ B ⁻ , (C ₆ F ₅ ) ₂ BF ₂ ^- , (C ₆ F ₅ ) BF ₃ ^- , (C ₆ H ₃ F ₂ ) ₄ B ^- , B(CN)F ₃ ^- , B(CN) ₂ F ₂ ^- , B(CN) ₃ F ^- , (CF ₃ ) ₃ B(CN) ^- , (CF ₃ ) ₂ B(CN) ₂ ^- , (C ₂ F ₅ ) ₃ B(CN) ^- , (C ₂ F ₅ ) ₂ B(CN) ₂ ^- , (n-C ₃ F ₇ ) ₃ B(CN) ^- , (n-C ₄ F ₉ ) ₃ B(CN) ^- , (n-C ₄ F ₉ ) ₂ B(CN) ₂ ⁻ , (n-C ₆ F ₁₃ ) ₃ B(CN) ⁻ , (CHF ₂ ) ₃ B(CN) ⁻ , (CHF ₂ ) ₂ B( CN) ₂ ⁻ , (CH ₂ CF ₃ ) ₃ B(CN) ⁻ , (CH ₂ CF ₃ ) ₂ B(CN) ₂ ⁻ , (CH ₂ C ₂ F ₅ ) ₃ B(CN) ^- , ( _CH2C2F5 ) _2B ( _CN ) _2- _, ₍ _CH2CH2C3F7 ₎ _2B ⁽ _CN ₎ _2- _, (n- _C3F7CH2 ) _2B ⁽ CN ) ₂ ⁻ , (C ₆ H ₅ ) ₃ B(CN) ⁻ , and anions of the following structure are also specific examples.

The content of compound D in the total solid content of the coloring composition is preferably 1 to 60 mass%. The upper limit is preferably 50 mass% or less, and more preferably 40 mass% or less. The lower limit is preferably 3 mass% or more, and more preferably 6 mass% or more. If the content of compound D is within the above range, the effects of the present invention are more pronounced.

The content of compound D is preferably 5 to 1000 parts by mass relative to 100 parts by mass of dye. The upper limit is preferably 600 parts by mass or less, and more preferably 300 parts by mass or less. The lower limit is preferably 10 parts by mass or more, and more preferably 20 parts by mass or more. If the content of compound D is within the above range, the effects of the present invention are more pronounced.

<<Resin>>
The coloring composition of the present invention preferably further contains a resin in addition to the above-mentioned compound D. The resin is blended, for example, for dispersing particles such as pigments in the coloring composition or for use as a binder. Note that a resin used mainly for dispersing particles such as pigments is also called a dispersant. However, such uses of the resin are merely examples, and the resin may be used for purposes other than these uses.

The weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit is preferably 4,000 or more, and more preferably 5,000 or more.

Examples of resins include (meth)acrylic resins, epoxy resins, (meth)acrylamide resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, and siloxane resins. Further, as the resin, there are resins described in paragraphs 0091 to 0099 of WO 2022/065215, block polyisocyanate resins described in JP 2016-222891 A, resins described in JP 2020-122052 A, resins described in JP 2020-111656 A, resins described in JP 2020-139021 A, and structural units having a ring structure in the main chain and side chains described in JP 2017-138503 A and a structural unit having a biphenyl group, the resin described in paragraphs 0199 to 0233 of JP 2020-186373 A, the alkali-soluble resin described in JP 2020-186325 A, the resin represented by formula 1 described in Korean Patent Publication No. 10-2020-0078339 A, the copolymer containing an epoxy group and an acid group described in WO 2022/030445 A, and the compound described in JP 2018-135514 A can also be used.

As the resin, it is preferable to use a resin having an acid group. A resin having an acid group can be used as an alkali-soluble resin. Examples of the acid group include a carboxy group, a phosphate group, a sulfo group, and a phenolic hydroxy group.

The acid value of the resin having acid groups is preferably 30 to 500 mgKOH/g. The lower limit is more preferably 40 mgKOH/g or more, and particularly preferably 50 mgKOH/g or more. The upper limit is more preferably 400 mgKOH/g or less, even more preferably 300 mgKOH/g or less, and particularly preferably 200 mgKOH/g or less. The weight average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. The number average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.

The resin having an acid group preferably contains a repeating unit having an acid group on the side chain, and more preferably contains 5 to 70 mol% of the repeating units having an acid group on the side chain out of all the repeating units of the resin. The upper limit of the content of repeating units having an acid group on the side chain is preferably 50 mol% or less, and more preferably 30 mol% or less. The lower limit of the content of repeating units having an acid group on the side chain is preferably 10 mol% or more, and more preferably 20 mol% or more.

For the resin having an acid group, the description in paragraphs 0558 to 0571 of JP 2012-208494 A (corresponding paragraphs 0685 to 0700 of the specification of US Patent Application Publication No. 2012/0235099) and the description in paragraphs 0076 to 0099 of JP 2012-198408 A can be referred to, and the contents of these are incorporated herein. In addition, a commercially available product can also be used as the resin having an acid group. In addition, there is no particular restriction on the method of introducing an acid group into the resin, but an example of the method is the method described in Japanese Patent No. 6349629 A. Furthermore, as a method of introducing an acid group into a resin, a method of reacting an acid anhydride with a hydroxyl group generated by a ring-opening reaction of an epoxy group to introduce an acid group can also be used.

The coloring composition of the present invention also preferably contains a resin having a basic group. The resin having a basic group is preferably a resin containing a repeating unit having a basic group in the side chain, more preferably a copolymer having a repeating unit having a basic group in the side chain and a repeating unit not having a basic group, and even more preferably a block copolymer having a repeating unit having a basic group in the side chain and a repeating unit not having a basic group. The resin having a basic group can also be used as a dispersant. The amine value of the resin having a basic group is preferably 5 to 300 mgKOH/g. The lower limit is preferably 10 mgKOH/g or more, and more preferably 20 mgKOH/g or more. The upper limit is preferably 200 mgKOH/g or less, and more preferably 100 mgKOH/g or less.

Commercially available resins with basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (all manufactured by BYK-Chemie), Solsperse 11200, 13240, 13650, 13940, 24 000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by Lubrizol Japan), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like. In addition, the resin having a basic group may be a block copolymer (B) described in paragraphs 0063 to 0112 of JP 2014-219665 A, a block copolymer A1 described in paragraphs 0046 to 0076 of JP 2018-156021 A, or a vinyl resin having a basic group described in paragraphs 0150 to 0153 of JP 2019-184763 A, the contents of which are incorporated herein by reference.

It is also preferable that the coloring composition of the present invention contains both a resin having an acid group and a resin having a basic group. According to this embodiment, the storage stability of the coloring composition can be further improved. When a resin having an acid group and a resin having a basic group are used in combination, the content of the resin having a basic group is preferably 20 to 500 parts by mass, more preferably 30 to 300 parts by mass, and even more preferably 50 to 200 parts by mass, per 100 parts by mass of the resin having an acid group.

As the resin, it is also preferable to use a resin having an aromatic carboxy group. In a resin having an aromatic carboxy group, the aromatic carboxy group may be included in the main chain of a repeating unit, or may be included in a side chain of the repeating unit. It is preferable that the aromatic carboxy group is included in the main chain of a repeating unit. In this specification, an aromatic carboxy group refers to a group having a structure in which one or more carboxy groups are bonded to an aromatic ring. In an aromatic carboxy group, the number of carboxy groups bonded to an aromatic ring is preferably 1 to 4, and more preferably 1 to 2. Examples of resins having an aromatic carboxy group include the resins described in paragraphs 0082 to 0107 of WO 2021/166858.

The coloring composition of the present invention preferably contains a resin as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of basic groups. The acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol% or more when the total amount of the acid groups and the basic groups is 100 mol%. The acid group possessed by the acidic dispersant (acidic resin) is preferably a carboxy group. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH/g. The basic dispersant (basic resin) refers to a resin in which the amount of basic groups is greater than the amount of acid groups. The basic dispersant (basic resin) is preferably a resin in which the amount of basic groups is greater than the amount of acid groups when the total amount of the acid groups and the basic groups is 100 mol%. The basic group possessed by the basic dispersant is preferably an amino group.

It is also preferable that the resin used as the dispersant is a graft resin. For details of the graft resin, please refer to the description in paragraphs 0025 to 0094 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

It is also preferable that the resin used as the dispersant is a resin having an aromatic carboxy group. Examples of resins having an aromatic carboxy group include those mentioned above.

The resin used as the dispersant is preferably a polyimine-based dispersant containing nitrogen atoms in at least one of the main chain and side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure having a functional group with a pKa of 14 or less, a side chain with 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and side chain. There are no particular restrictions on the basic nitrogen atom, so long as it is a nitrogen atom that exhibits basicity. For details of polyimine-based dispersants, please refer to the description in paragraphs 0102 to 0166 of JP 2012-255128 A, the contents of which are incorporated herein by reference.

The resin used as the dispersant is preferably one having a structure in which multiple polymer chains are bonded to a core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP2013-043962A.

The resin used as the dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in the side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol % or more of the total repeating units of the resin, more preferably 10 to 80 mol %, and even more preferably 20 to 70 mol %.

As dispersants, resins described in JP 2018-087939 A, block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6,432,077 A, polyethyleneimine having a polyester side chain described in WO 2016/104803 A, block copolymers described in WO 2019/125940 A, block polymers having an acrylamide structural unit described in JP 2020-066687 A, block polymers having an acrylamide structural unit described in JP 2020-066688 A, dispersants described in WO 2016/104803 A, and the like can also be used.

Dispersants are also available as commercially available products, and specific examples include the DISPERBYK series manufactured by BYK Chemie, the SOLSPERSE series manufactured by Lubrizol Nippon, the Efka series manufactured by BASF, and the AJISPER series manufactured by Ajinomoto Fine-Techno Co., Ltd. In addition, the products described in paragraph 0129 of JP 2012-137564 A and the products described in paragraph 0235 of JP 2017-194662 A can also be used as dispersants.

The content of the resin in the total solid content of the coloring composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more.
The content of the resin having an acid group (alkali-soluble resin) in the total solid content of the coloring composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more.
In addition, the content of the resin having an acid group (alkali-soluble resin) in the total amount of resin is preferably 30% by mass or more, more preferably 50% by mass or more, even more preferably 70% by mass or more, and particularly preferably 80% by mass or more, because excellent developability is easily obtained. The upper limit can be 100% by mass, can be 95% by mass, or can be 90% by mass or less. The coloring composition of the present invention may contain only one type of resin, or may contain two or more types. When two or more types of resins are contained, it is preferable that the total amount thereof is within the above range.

<<Compound Having Cyclic Ether Group>>
The coloring composition of the present invention may contain a compound having a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter also referred to as an epoxy compound). Examples of the epoxy compound include compounds having one or more epoxy groups in one molecule, and compounds having two or more epoxy groups are preferred. The epoxy compound is preferably a compound having 1 to 100 epoxy groups in one molecule. The upper limit of the epoxy groups contained in the epoxy compound can be, for example, 10 or less, or 5 or less. The lower limit of the epoxy groups contained in the epoxy compound is preferably 2 or more. Examples of compounds having a cyclic ether group include those described in paragraphs 0034 to 0036 of JP-A-2013-011869, 0147 to 0156 of JP-A-2014-043556, and 0085 to 0092 of JP-A-2014-089408. Compounds described in JP-A-2017-179172, xanthene-type epoxy resins described in JP-A-2021-195421, and xanthene-type epoxy resins described in JP-A-2021-195422 can also be used.

The compound having a cyclic ether group may be a low molecular weight compound (e.g., a molecular weight of less than 2000, or even less than 1000) or a high molecular weight compound (macromolecule) (e.g., a molecular weight of 1000 or more, or in the case of a polymer, a weight average molecular weight of 1000 or more). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the weight average molecular weight is more preferably 10,000 or less, particularly preferably 5,000 or less, and even more preferably 3,000 or less.

Commercially available compounds having a cyclic ether group include, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, epoxy group-containing polymers).

The content of the compound having a cyclic ether group in the total solid content of the coloring composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 15% by mass or less, and more preferably 10% by mass or less. Only one type of compound having a cyclic ether group may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<<Pigment derivatives>>
The coloring composition of the present invention may contain a pigment derivative. Examples of the pigment derivative include a compound having at least one structure selected from the group consisting of a dye structure and a triazine structure, and an acid group or a basic group.

The above dye structures include a quinoline dye structure, a benzimidazolone dye structure, a benzisoindole dye structure, a benzothiazole dye structure, an iminium dye structure, a squarylium dye structure, a croconium dye structure, an oxonol dye structure, a pyrrolopyrrole dye structure, a diketopyrrolopyrrole dye structure, an azo dye structure, an azomethine dye structure, a phthalocyanine dye structure, a naphthalocyanine dye structure, an anthraquinone dye structure, a quinacridone dye structure, a dioxazine dye structure, a perinone dye structure, a perylene dye structure, a thiazineindigo dye structure, a thioindigo dye structure, an isoindoline dye structure, an isoindolinone dye structure, a quinophthalone dye structure, a dithiol dye structure, a triarylmethane dye structure, and a pyrromethene dye structure.

Examples of the acid group possessed by the pigment derivative include a carboxy group, a sulfo group, a phosphate group, a boronic acid group, an imide acid group, and salts thereof. Examples of the atom or atomic group constituting the salt include an alkali metal ion (Li ⁺ , Na ⁺ , K ^+, etc.), an alkaline earth metal ion (Ca ²⁺ , Mg ²⁺ , etc.), an ammonium ion, an imidazolium ion, a pyridinium ion, and a phosphonium ion. Examples of the imide acid group include -SO ₂ NHSO ₂ R ^X1 , -CONHSO ₂ R ^X2 , -CONHCOR ^X3 , and -SO ₂ NHCOR ^X4 , and -SO ₂ NHSO ₂ R ^X1 , -CONHSO ₂ R ^X2 , and -SO ₂ NHCOR ^X4 are more preferable, and -SO ₂ NHSO ₂ R ^X1 or -CONHSO ₂ R ^X2 are even more preferable. R ^X1 to R ^X4 each independently represent an alkyl group or an aryl group. The alkyl group and aryl group represented by R ^X1 to R ^X4 may have a substituent. The substituent is preferably a halogen atom, more preferably a fluorine atom. R ^X1 to R ^X4 each independently represent an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, more preferably an alkyl group containing a fluorine atom. The number of carbon atoms of the alkyl group containing a fluorine atom is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. The number of carbon atoms of the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.

Basic groups contained in pigment derivatives include amino groups, pyridinyl groups and their salts, salts of ammonium groups, and phthalimidomethyl groups. Atoms or atomic groups that constitute the salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.

Examples of the amino group include a group represented by ^{--NR.sub.x11R.sub.x12} and ^a cyclic amino group.

In the group represented by -NR ^x11 R ^x12 , R ^x11 and R ^x12 each independently represent a hydrogen atom, an alkyl group or an aryl group, and are preferably an alkyl group. That is, the amino group is preferably a dialkylamino group. The number of carbon atoms of the alkyl group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be linear, branched, or cyclic, but is preferably linear or branched, and more preferably linear. The alkyl group may have a substituent. Examples of the substituent include the above-mentioned substituent T. The number of carbon atoms of the aryl group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have a substituent. Examples of the substituent include the above-mentioned substituent T.

Cyclic amino groups include pyrrolidine groups, piperidine groups, piperazine groups, and morpholine groups. These groups may further have a substituent.

The pigment derivative may be a pigment derivative having excellent visible transparency (hereinafter, also referred to as a transparent pigment derivative). The maximum molar absorption coefficient (εmax) of the transparent pigment derivative in the wavelength region of 400 to 700 nm is preferably 3000 L·mol ^-1 ·cm ^-1 or less, more preferably 1000 L·mol ^-1 ·cm ^-1 or less, and even more preferably 100 L·mol ^-1 ·cm ^-1 or less. The lower limit of εmax is, for example, 1 L·mol ^-1 ·cm ^-1 or more, and may be 10 L·mol- ¹ ·cm ^-1 or more.

Specific examples of pigment derivatives include the compounds described in the Examples below, the compounds described in paragraph 0124 of WO 2022/085485, the benzimidazolone compounds or salts thereof described in JP 2018-168244 A, and compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent No. 6996282.

When the coloring composition of the present invention contains a pigment derivative, the content of the pigment derivative in the total solid content of the coloring composition is preferably 0.3 to 20 mass%. The lower limit is preferably 0.6 mass% or more, and more preferably 0.9 mass% or more. The upper limit is preferably 15 mass% or less, more preferably 12.5 mass% or less, and even more preferably 10 mass% or less. The content of the pigment derivative is preferably 1 to 30 mass parts relative to 100 mass parts of pigment. The lower limit is preferably 2 mass parts or more, and more preferably 3 mass parts or more. The upper limit is preferably 25 mass parts or less, more preferably 20 mass parts or less, and even more preferably 15 mass parts or less. The coloring composition of the present invention may contain only one type of pigment derivative, or may contain two or more types. When two or more types of pigment derivatives are contained, it is preferable that the total amount thereof is within the above range.

<<Silane coupling agents>>
The coloring composition of the present invention may contain a silane coupling agent. Examples of the silane coupling agent include silane compounds having a hydrolyzable group, and it is preferable that the silane coupling agent is a silane compound having a hydrolyzable group and other functional groups. The hydrolyzable group refers to a substituent that is directly bonded to a silicon atom and can generate a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, and an acyloxy group, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. In addition, examples of functional groups other than the hydrolyzable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group, an isocyanate group, and a phenyl group, and an amino group, a (meth)acryloyl group, and an epoxy group are preferable. Specific examples of the silane coupling agent include the compounds described in paragraph 0177 of International Publication No. 2022/085485 and the compounds described in JP-A-2019-183020. The content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.01 to 15.0% by mass, more preferably 0.05 to 10.0% by mass. The silane coupling agent may be one type or two or more types. In the case of two or more types, it is preferable that the total amount is within the above range.

<<Solvent>>
The coloring composition of the present invention preferably contains a solvent. Examples of the solvent include organic solvents. The type of solvent is not particularly limited as long as the solubility of each component and the coatability of the composition are satisfied. Examples of the organic solvent include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For details of these, reference can be made to paragraph number 0223 of International Publication No. 2015/166779, the contents of which are incorporated herein by reference. In addition, ester-based solvents substituted with a cyclic alkyl group and ketone-based solvents substituted with a cyclic alkyl group can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol dimethyl ether, butyl acetate ... Examples of the ethylene glycol monomethyl ether acetate include 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, gamma butyrolactone, sulfolane, anisole, 1,4-diacetoxybutane, diethylene glycol monoethyl ether acetate, butane-1,3-diyl diacetate, dipropylene glycol methyl ether acetate, diacetone alcohol (also known as diacetone alcohol and 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol. However, there are cases where it is better to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents for environmental reasons, etc. (for example, the amount can be 50 ppm (parts per million) by mass or less, 10 ppm by mass or less, or 1 ppm by mass or less, relative to the total amount of organic solvents).

In the present invention, it is preferable to use an organic solvent with a low metal content. The metal content of the organic solvent is preferably, for example, 10 parts per billion (ppb) by mass or less. If necessary, an organic solvent with a mass ppt (parts per trillion) level may be used, and such an organic solvent is provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

Methods for removing impurities such as metals from organic solvents include, for example, distillation (molecular distillation, thin-film distillation, etc.) and filtration using a filter. The filter used for filtration preferably has a pore size of 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.

The organic solvent may contain isomers (compounds with the same number of atoms but different structures). In addition, the organic solvent may contain only one type of isomer, or multiple types of isomers.

The peroxide content in the organic solvent is preferably 0.8 mmol/L or less, and more preferably substantially free of peroxide.

The content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

Furthermore, from the viewpoint of environmental regulations, it is preferable that the coloring composition of the present invention is substantially free of environmentally regulated substances. In the present invention, substantially free of environmentally regulated substances means that the content of environmentally regulated substances in the coloring composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally regulated substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally regulated substances under the REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, the PRTR (Pollutant Release and Transfer Register) Act, the VOC (Volatile Organic Compounds) regulations, etc., and their usage and handling methods are strictly regulated. These compounds may be used as solvents when producing each component used in the coloring composition, and may be mixed into the coloring composition as a residual solvent. From the viewpoint of human safety and environmental consideration, it is preferable to reduce these substances as much as possible. As a method for reducing the environmentally regulated substances, a method of reducing the environmentally regulated substances by heating or reducing the pressure in the system to a temperature above the boiling point of the environmentally regulated substances and distilling off the environmentally regulated substances from the system can be mentioned. In addition, when distilling off a small amount of environmentally regulated substances, it is useful to perform azeotropy with a solvent having a boiling point equivalent to that of the solvent in question in order to increase efficiency. In addition, when a radically polymerizable compound is contained, a polymerization inhibitor or the like may be added and then distilled off under reduced pressure in order to suppress the radical polymerization reaction from proceeding during distillation under reduced pressure and causing crosslinking between molecules. These distillation methods can be performed at any stage, such as the stage of the raw materials, the stage of the product obtained by reacting the raw materials (for example, a resin solution or a polyfunctional monomer solution after polymerization), or the stage of a colored composition prepared by mixing these compounds.

<<Polymerization inhibitor>>
The coloring composition of the present invention may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.). Among these, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass. The polymerization inhibitor may be one type or two or more types. In the case of two or more types, the total amount is preferably within the above range.

<<Surfactants>>
The coloring composition of the present invention may contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant may be used. The surfactant is preferably a silicone-based surfactant or a fluorine-based surfactant, and more preferably a silicone-based surfactant. For the surfactant, reference may be made to the surfactants described in paragraphs 0238 to 0245 of WO 2015/166779, the contents of which are incorporated herein by reference.

As fluorosurfactants, the compounds described in paragraphs 0167 to 0173 of WO 2022/085485 can be used.

Nonionic surfactants include the compounds described in paragraph 0174 of WO 2022/085485.

Silicone surfactants include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, SF 8419 OIL (all manufactured by Dow Toray Co., Ltd.), TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momen Co., Ltd.). Examples include BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, and BYK-UV3510 (manufactured by BYK-Chemie), etc.

Furthermore, the silicone surfactant may also be a compound having the following structure:

The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, and more preferably 0.005% by mass to 3.0% by mass. The surfactant may be one type or two or more types. When two or more types are used, it is preferable that the total amount is within the above range.

<<Ultraviolet absorbing agent>>
The coloring composition of the present invention may contain an ultraviolet absorber. Examples of ultraviolet absorbers include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, triazine compounds, and dibenzoyl compounds. Specific examples of such compounds include the compounds described in paragraph 0179 of International Publication No. 2022/085485, the reactive triazine ultraviolet absorbers described in JP-A-2021-178918, the ultraviolet absorbers described in JP-A-2022-007884, and the compounds described in Korean Patent Publication No. 10-2022-0014454. The content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass. In the present invention, only one type of ultraviolet absorber may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount is within the above range.

<<Antioxidants>>
The coloring composition of the present invention may contain an antioxidant. Examples of the antioxidant include phenolic compounds, phosphite compounds, and thioether compounds. As the phenolic compound, any phenolic compound known as a phenolic antioxidant may be used. A preferred phenolic compound is a hindered phenolic compound. A compound having a substituent at the site (ortho position) adjacent to the phenolic hydroxy group is preferred. As the aforementioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. In addition, the antioxidant is also preferably a compound having a phenolic group and a phosphite group in the same molecule. In addition, a phosphorus-based antioxidant may also be suitably used as the antioxidant. Examples of phosphorus-based antioxidants include tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-2-yl)oxy]ethyl]amine, and ethylbis(2,4-di-tert-butyl-6-methylphenyl)phosphite. Commercially available antioxidants include, for example, Adeka STAB AO-20, Adeka STAB AO-30, Adeka STAB AO-40, Adeka STAB AO-50, Adeka STAB AO-50F, Adeka STAB AO-60, Adeka STAB AO-60G, Adeka STAB AO-80, and Adeka STAB AO-330 (manufactured by ADEKA Corporation). In addition, the antioxidant may be a compound described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, a compound described in International Publication No. WO 2017/006600, a compound described in International Publication No. WO 2017/164024, or a compound described in Korean Patent Publication No. 10-2019-0059371. The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20 mass%, more preferably 0.3 to 15 mass%. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount is in the above range.

<<Curing accelerator>>
The coloring composition of the present invention may contain a curing accelerator. Examples of the curing accelerator include a thiol compound, a methylol compound, an amine compound, a phosphonium salt compound, an amidine salt compound, an amide compound, a base generator, an isocyanate compound, an alkoxysilane compound, and an onium salt compound. Specific examples of the curing accelerator include the compound described in paragraph 0164 of International Publication No. 2022/085485 and the compound described in JP-A-2021-181406. The content of the curing accelerator in the total solid content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

<<Other ingredients>>
The coloring composition of the present invention may contain, as necessary, a sensitizer, a plasticizer, and other auxiliaries (for example, conductive particles, fillers, defoamers, flame retardants, leveling agents, peeling promoters, fragrances, surface tension regulators, chain transfer agents, etc.). By appropriately incorporating these components, properties such as film properties can be adjusted. As these components, the compounds described in paragraph 0182 of WO 2022/085485 can be used.

The coloring composition of the present invention may contain a metal oxide in order to adjust the refractive index of the resulting film. Examples of the metal oxide include TiO ₂ , ZrO ₂ , Al ₂ O ₃ , and SiO ₂ . The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core may be hollow.

The coloring composition of the present invention may contain a light resistance improver. Examples of the light resistance improver include the compounds described in paragraph 0183 of WO 2022/085485.

It is also preferable that the coloring composition of the present invention is substantially free of terephthalic acid esters. Here, "substantially free" means that the content of terephthalic acid esters in the total amount of the coloring composition is 1000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero.

In view of environmental regulations, the coloring composition of the present invention preferably has a melamine content of 10,000 ppm by mass or less.

The colored composition of the present invention preferably has a free metal content of 100 ppm by mass or less, more preferably 50 ppm by mass or less, and preferably has a free halogen content of 100 ppm by mass or less, more preferably 50 ppm by mass or less.
The chloride ion concentration in the colored composition is preferably 100 ppm by mass or less, and more preferably 50 ppm by mass or less.
Methods for reducing the amount of free metals and halogens in the colored composition include washing with ion-exchanged water, filtration, ultrafiltration, purification with ion-exchange resins, and the like.

From the viewpoint of environmental regulations, the use of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts may be restricted. When the content of the above-mentioned compounds is reduced in the coloring composition of the present invention, the content of perfluoroalkylsulfonic acid (particularly perfluoroalkylsulfonic acid having 6 to 8 carbon atoms in the perfluoroalkyl group) and its salts, and perfluoroalkylcarboxylic acid (particularly perfluoroalkylcarboxylic acid having 6 to 8 carbon atoms in the perfluoroalkyl group) and its salts is preferably in the range of 0.01 ppb to 1,000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb, based on the total solid content of the coloring composition. The coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts. For example, a coloring composition that is substantially free of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts may be selected by using a compound that can be a substitute for perfluoroalkylsulfonic acid and its salts, and a compound that can be a substitute for perfluoroalkylcarboxylic acid and its salts. Examples of compounds that can be a substitute for regulated compounds include compounds that are excluded from the scope of regulation due to the difference in the number of carbon atoms in the perfluoroalkyl group. However, the above content does not prevent the use of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts. The coloring composition of the present invention may contain perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts, within the maximum allowable range.

The water content of the coloring composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably in the range of 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

The coloring composition of the present invention can be used by adjusting the viscosity for the purpose of adjusting the film surface state (flatness, etc.), adjusting the film thickness, etc. The viscosity value can be appropriately selected as needed, but for example, it is preferably 0.3 mPa·s to 50 mPa·s at 25°C, and more preferably 0.5 mPa·s to 20 mPa·s. The viscosity can be measured, for example, using a cone-plate type viscometer with the temperature adjusted to 25°C.

<<Storage container>>
The container for storing the coloring composition is not particularly limited, and a known container can be used. In addition, the container described in paragraph 0187 of WO 2022/085485 can be used as the container.

<Method of preparing coloring composition>
The coloring composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the coloring composition, all the components may be dissolved and/or dispersed in a solvent at the same time to prepare the coloring composition, or, if necessary, each component may be appropriately prepared as two or more solutions or dispersions, which are mixed at the time of use (at the time of application) to prepare the coloring composition.

In addition, it is preferable that the preparation of the coloring composition includes a process for dispersing the pigment. In the process for dispersing the pigment, examples of mechanical forces used to disperse the pigment include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high-speed impellers, sand grinders, flow jet mixers, high-pressure wet atomization, and ultrasonic dispersion. In addition, in the grinding of the pigment in a sand mill (bead mill), it is preferable to use beads with a small diameter, increase the bead packing rate, and perform the process under conditions that increase the grinding efficiency. In addition, it is preferable to remove coarse particles by filtration, centrifugation, or the like after the grinding process. In addition, the process and dispersing machine for dispersing the pigment can be suitably used as described in "Dispersion Technology Encyclopedia, published by Joho Kika Co., Ltd., July 15, 2005" or "Dispersion Technology and Industrial Applications Focused on Suspension (Solid/Liquid Dispersion System) - Comprehensive Data Collection, published by Management Development Center Publishing Department, October 10, 1978", and in paragraph 0022 of JP2015-157893A. In addition, in the process for dispersing the pigment, a salt milling process may be performed to refine the particles. For the materials, equipment, processing conditions, etc. used in the salt milling process, the descriptions in, for example, JP2015-194521A and JP2012-046629A can be referred to.

When preparing the coloring composition, it is preferable to filter the coloring composition with a filter for the purpose of removing foreign matter and reducing defects. Examples of the types of filters and filtration methods used for filtration include the filters and filtration methods described in paragraphs 0196 to 0199 of WO 2022/085485.

<Membrane>
The film of the present invention is a film obtained from the above-mentioned colored composition of the present invention. The film of the present invention can be used for color filters and the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter. Examples of colored pixels include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, and yellow pixels. The film thickness of the film of the present invention can be appropriately adjusted depending on the purpose. For example, the film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

<Color filter>
Next, the color filter of the present invention will be described. The color filter of the present invention has the above-mentioned film of the present invention. More preferably, the film of the present invention is used as a pixel of the color filter. The color filter of the present invention can be used in solid-state imaging devices such as CCDs (charge-coupled devices) and CMOSs (complementary metal-oxide semiconductors), image display devices, and the like.

The thickness of the film of the present invention in the color filter of the present invention can be adjusted appropriately depending on the purpose. The film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

The width of the pixels included in the color filter is preferably 0.5 to 20.0 μm. The lower limit is preferably 1.0 μm or more, and more preferably 2.0 μm or more. The upper limit is preferably 15.0 μm or less, and more preferably 10.0 μm or less. The Young's modulus of the pixels is preferably 0.5 to 20 GPa, and more preferably 2.5 to 15 GPa.

Each pixel included in the color filter preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and even more preferably 15 nm or less. Although the lower limit is not specified, it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, an AFM (atomic force microscope) Dimension 3100 manufactured by Veeco. In addition, the contact angle of water on the pixel can be set to an appropriate preferred value, but is typically in the range of 50 to 110°. The contact angle can be measured using, for example, a contact angle meter CV-DT-A type (manufactured by Kyowa Interface Science Co., Ltd.). In addition, it is preferable that the volume resistance value of the pixel is high. Specifically, the volume resistance value of the pixel is preferably 10 ⁹ Ω·cm or more, more preferably 10 ¹¹ Ω·cm or more. Although the upper limit is not specified, it is preferably 10 ¹⁴ Ω·cm or less, for example. The volume resistance value of the pixel can be measured using, for example, an Ultra High Resistance Meter 5410 (manufactured by Advantest Corporation).

In the color filter, a protective layer may be provided on the surface of the film of the present invention. By providing a protective layer, various functions such as oxygen blocking, low reflection, hydrophilicity/hydrophobicity, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. Methods for forming the protective layer include a method of forming the protective layer by applying a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. The components constituting the protective layer include (meth)acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al ₂ O ₃ , Mo, SiO ₂ , and Si ₂ N ₄ , and may contain two or more of these components. For example, in the case of a protective layer intended for oxygen blocking, the protective layer preferably contains a polyol resin, SiO ₂ , and Si ₂ N _4. In addition, in the case of a protective layer intended for low reflection, the protective layer preferably contains a (meth)acrylic resin and a fluorine resin.

When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet can be used as a method for applying the resin composition. Known organic solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the organic solvent contained in the resin composition. When forming the protective layer by chemical vapor deposition, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used as the chemical vapor deposition method.

The protective layer may contain additives such as organic or inorganic fine particles, absorbents for light of specific wavelengths (e.g., ultraviolet light, near infrared light, etc.), refractive index adjusters, antioxidants, adhesion agents, and surfactants, as necessary. Examples of organic or inorganic fine particles include polymer fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbents can be used as absorbents for light of specific wavelengths. The content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass, and more preferably 1 to 60% by mass, based on the total mass of the protective layer.

The protective layer may also be the one described in paragraphs 0073 to 0092 of JP2017-151176A.

<Manufacturing method of color filter>
Next, the manufacturing method of the color filter using the coloring composition of the present invention will be described. The manufacturing method of the color filter preferably includes a step of forming a coloring composition layer on a support using the coloring composition of the present invention, a step of exposing the coloring composition layer in a pattern, and a step of developing and removing the unexposed part of the coloring composition layer to form a pattern (pixel). If necessary, a step of baking the coloring composition layer (pre-baking step) and a step of baking the developed pattern (pixel) (post-baking step) may be provided.

In the step of forming the coloring composition layer, the coloring composition layer is formed on a support using the coloring composition of the present invention. The support is not particularly limited and can be appropriately selected depending on the application. For example, a glass substrate, a silicon substrate, etc. can be mentioned, and a silicon substrate is preferable. A charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. may be formed on the silicon substrate. A black matrix that isolates each pixel may be formed on the silicon substrate. A base layer may be provided on the silicon substrate to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the substrate surface. The surface contact angle of the base layer is preferably 20 to 70° when measured with diiodomethane. It is also preferable that the surface contact angle is 30 to 80° when measured with water.

　A known method can be used as a method for applying the coloring composition. For example, a dropping method (drop casting); a slit coating method; a spray method; a roll coating method; a rotary coating method (spin coating); a casting coating method; a slit and spin method; a pre-wetting method (for example, a method described in JP-A-2009-145395); various printing methods such as inkjet (for example, on-demand method, piezo method, thermal method), ejection printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing; a transfer method using a mold or the like; and a nanoimprint method. In addition, the application method described in paragraph 0207 of WO 2022/085485 can also be used.

The colored composition layer formed on the support may be dried (prebaked). When a film is produced by a low-temperature process, prebaking may not be performed. When prebaking is performed, the prebaking temperature is preferably 150°C or less, more preferably 120°C or less, and even more preferably 110°C or less. The lower limit can be, for example, 50°C or more, and can also be 80°C or more. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, etc.

Next, the colored composition layer is exposed to light in a pattern (exposure step). For example, the colored composition layer can be exposed to light in a pattern by using a stepper exposure machine or a scanner exposure machine through a mask having a predetermined mask pattern. This allows the exposed parts to be cured.

Radiation (light) that can be used for exposure includes g-rays and i-rays. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm) and ArF rays (wavelength 193 nm), with KrF rays (wavelength 248 nm) being preferred. Long-wave light sources of 300 nm or more can also be used. As light sources, electrodeless ultraviolet lamp systems and hybrid curing of ultraviolet and infrared rays can be used.

In addition, during exposure, light may be applied continuously or in pulses (pulse exposure). Pulse exposure is an exposure method in which light is applied and paused repeatedly in short cycles (e.g., milliseconds or less).

The irradiation amount (exposure amount) is, for example, preferably 0.03 to 2.5 J/cm ² , more preferably 0.05 to 1.0 J/cm ^2. The oxygen concentration during exposure can be appropriately selected, and in addition to being performed under air, for example, exposure may be performed under a low-oxygen atmosphere with an oxygen concentration of 19 volume% or less (e.g., 15 volume%, 5 volume%, or substantially oxygen-free), or under a high-oxygen atmosphere with an oxygen concentration of more than 21 volume% (e.g., 22 volume%, 30 volume%, or 50 volume%). The exposure illuminance can be appropriately set, and can usually be selected from the range of 1000 W/m ² to 100,000 W/m ² (e.g., 5,000 W/m ² , 15,000 W/m ² , or 35,000 W/m ² ). The oxygen concentration and exposure illuminance may be appropriately combined. For example, an oxygen concentration of 10% by volume and an illuminance of 10,000 W/m ² , and an oxygen concentration of 35% by volume and an illuminance of 20,000 W/m ^{2 ,} can be used.

Next, the unexposed parts of the coloring composition layer are developed and removed to form a pattern (pixels). The unexposed parts of the coloring composition layer can be developed and removed using a developer. As a result, the coloring composition layer in the unexposed parts in the exposure step dissolves into the developer, and only the photocured parts remain. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. In addition, to improve residue removal, the process of shaking off the developer every 60 seconds and then supplying new developer may be repeated several times.

The developer may be an organic solvent or an alkaline developer, with an alkaline developer being preferred. The developer and the washing (rinsing) method after development may be as described in paragraph 0214 of WO 2022/085485.

After development and drying, it is preferable to perform additional exposure processing or heating processing (post-baking). Additional exposure processing and post-baking are curing processing after development to complete curing. The heating temperature in post-baking is, for example, preferably 100 to 300°C, more preferably 200 to 270°C. Post-baking can be performed continuously or batchwise using a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater to achieve the above conditions for the developed film. When additional exposure processing is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. In addition, additional exposure processing may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

<Solid-state imaging element>
The solid-state imaging device of the present invention has the above-mentioned film of the present invention. The configuration of the solid-state imaging device is not particularly limited as long as it has the film of the present invention and functions as a solid-state imaging device, and examples thereof include the following configurations.

The substrate has a plurality of photodiodes constituting the light receiving area of a solid-state imaging element (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and a transfer electrode made of polysilicon or the like, a light-shielding film that opens only the light receiving portion of the photodiode on the photodiode and the transfer electrode, a device protection film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire light-shielding film and the light receiving portion of the photodiode, and a color filter on the device protection film. Furthermore, the device protection film may have a light-collecting means (e.g., a microlens, etc.; the same applies below) on the device protection film and below the color filter (the side closer to the substrate), or a light-collecting means on the color filter. The color filter may have a structure in which each colored pixel is embedded in a space partitioned by partitions, for example in a lattice shape. In this case, it is preferable that the partitions have a lower refractive index than each colored pixel. Examples of imaging devices having such a structure include those described in JP 2012-227478 A, JP 2014-179577 A, and WO 2018/043654 A. In addition, as shown in JP 2019-211559 A, an ultraviolet absorbing layer may be provided in the structure of the solid-state imaging element to improve light resistance. The imaging device equipped with the solid-state imaging element of the present invention can be used for digital cameras, electronic devices with imaging functions (such as mobile phones), as well as in-vehicle cameras and surveillance cameras.

<Image display device>
The image display device of the present invention has the above-mentioned film of the present invention. Examples of the image display device include liquid crystal display devices and organic electroluminescence display devices. The definition of the image display device and details of each image display device are described, for example, in "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Junsho Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). The liquid crystal display device is described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There is no particular limitation on the liquid crystal display device to which the present invention can be applied, and the present invention can be applied to various types of liquid crystal display devices described in the above "Next Generation Liquid Crystal Display Technology".

The present invention will be explained in more detail below with reference to examples. The materials, amounts used, ratios, processing contents, processing procedures, etc. shown in the following examples can be modified as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below. Note that in the structural formulas shown below, Me is a methyl group, Et is an ethyl group, and i-Pr is an isopropyl group.

<Synthesis examples of compounds>
(Synthesis Example of Ammonium Monomer 1)
14.3 g of N-(2-(methacryloyloxy)ethyl)-N,N-dimethylbutan-1-aminium chloride and 15 g of water were added to a beaker and mixed. 20.0 g of potassium bis((perfluoroethyl)sulfonyl)amide and 200 g of water were added to a three-neck flask and stirred at room temperature for 30 minutes using a stirring blade and a three-one motor. After confirming that the mixture was completely dissolved, N-(2-(methacryloyloxy)ethyl)-N,N-dimethylbutan-1-aminium chloride prepared separately was added dropwise over 10 minutes. After stirring for 1 hour, 100 mL of butyl acetate was added and stirred for 30 minutes. The mixture was transferred to a separatory funnel and allowed to stand for 5 minutes, after which the lower organic layer was removed and the upper aqueous layer was discarded. The organic layer was returned to the separatory funnel again, 100 mL of water was added and the mixture was shaken. After allowing to stand for 5 minutes, the lower organic layer was transferred to a 500 mL measuring flask. 5 mg of (4-hydroxy-2,2,6,6-tetramethylpiperazin-1-yloxy) radical (OH-TEMPO) was added, and the solvent was distilled off using a rotary evaporator at 10 torr and 40° C. for 1 hour. 0.5 g of the obtained ammonium monomer 1 was weighed out, and after vacuum drying at 130° C. for 2 hours, the residual weight was 99.9%, and the residual butyl acetate measured by gas chromatography was 0.1 mass %. The amount of potassium detected by inductively coupled plasma optical emission spectroscopy (ICP-OES) measurement was 600 ppm. When 1 g of the sample was titrated with a 0.01 N silver nitrate aqueous solution, the amount of residual Cl was 20 ppm. The amount of residual moisture measured by Karl Fischer moisture system was 200 ppm.

(Synthesis Example of Ammonium Monomer 2)
Two beakers were prepared by adding 19.5 g of methacroylcholine chloride and 80 g of water. A three-neck flask was added with 20.0 g of potassium bis((trifluoromethyl)sulfonyl)amide and 200 g of water, and the mixture was stirred at room temperature for 30 minutes using a stirring blade and a three-one motor. After confirming that the mixture was completely dissolved, a separately prepared methacroylcholine chloride aqueous solution was added dropwise over 10 minutes. After stirring for 1 hour, 100 mL of ethyl acetate was added and stirred for 30 minutes. The mixture was transferred to a separatory funnel and allowed to stand for 5 minutes, after which the lower organic layer was removed and the upper aqueous layer was discarded. The organic layer was returned to the previous three-neck flask, and a separately prepared methacroylcholine chloride aqueous solution was added dropwise over 10 minutes while stirring. After stirring for 30 minutes, the mixture was transferred to a separatory funnel and allowed to stand for 5 minutes, after which the lower organic layer was removed and the upper aqueous layer was discarded. The organic layer was returned to the separatory funnel again, 100 mL of water was added, and the mixture was shaken. After standing for 5 minutes, the lower organic layer was transferred to a 500 mL measuring flask. 5 mg of OH-TEMPO was added, and the solvent was distilled off using a rotary evaporator at 20 torr and 40° C. for 1 hour. 0.5 g of the obtained ammonium monomer 2 was weighed out, and the residual weight after vacuum drying at 130° C. for 2 hours was 99.8%, and the residual ethyl acetate measured by gas chromatography was 0.1 mass %. The amount of potassium detected by ICP-OES measurement was 800 ppm. When titration was performed on 1 g of the sample using a 0.01 N silver nitrate aqueous solution, the amount of residual Cl was 35 ppm. The amount of residual moisture measured by Karl Fischer moisture system was 800 ppm.

(Synthesis Example of Ammonium Monomer 3)
Two beakers were prepared by adding 32.1 g of methacroylcholine chloride and 80 g of water and mixing them. 20.0 g of sodium p-toluenesulfonate and 200 g of water were added to a three-neck flask, and the mixture was stirred at room temperature for 30 minutes using a stirring blade and a three-one motor. After confirming that the mixture was completely dissolved, a separately prepared methacroylcholine chloride aqueous solution was added dropwise over 10 minutes. After stirring for 1 hour, 100 mL of dichloromethane was added and stirred for 30 minutes. The mixture was transferred to a separatory funnel and left to stand for 5 minutes, after which the lower organic layer was removed and the upper aqueous layer was discarded. The organic layer was returned to the previous three-neck flask, and a separately prepared methacroylcholine chloride aqueous solution was added dropwise over 10 minutes while stirring. After stirring for 30 minutes, the mixture was transferred to a separatory funnel and left to stand for 5 minutes, after which the lower organic layer was removed and the upper aqueous layer was discarded. The organic layer was returned to the separatory funnel again, and 100 mL of water was added and shaken. After standing for 5 minutes, the lower organic layer was transferred to a 500 mL measuring flask. 5 mg of OH-TEMPO was added, and the solvent was distilled off using a rotary evaporator at 10 torr and 40°C for 1 hour. 0.5 g of the obtained ammonium monomer 3 was weighed out, and the residual weight after vacuum drying at 130°C for 2 hours was 99.9%. The amount of sodium detected by ICP-OES measurement was 500 ppm. When titration was performed on 1 g of the sample using a 0.01 N silver nitrate aqueous solution, the amount of residual Cl was 30 ppm. The amount of residual moisture measured by Karl Fischer moisture system was 100 ppm.

(Synthesis Example of Ammonium Monomer 4)
In a three-neck flask, 29.1 g of n-butyl p-toluenesulfonate, 60 g of 1-methoxy-2-propanol, and 5 mg of OH-TEMPO were added, and the mixture was stirred at room temperature for 5 minutes using a stirring blade and a three-one motor. Then, 20 g of 2-(dimethylamino)ethyl methacrylate was added dropwise over 5 minutes. The reaction was completed by raising the temperature to 100°C and heating and stirring for 5 hours. The end of the reaction was confirmed by the disappearance of the peaks of the raw materials n-butyl p-toluenesulfonate and 2-(dimethylamino)ethyl methacrylate in NMR. 0.5 g of the obtained ammonium monomer 4 solution was measured and vacuum dried at 110°C for 2 hours, after which the remaining weight was 45.1%.

(Synthesis Example of Compound AP-1)
26.7 g of 1-methoxy-2-propanol was added to a three-neck flask, a stirring blade, a nitrogen inlet tube, a cooling tube, and a thermometer were set, nitrogen was flowed at 20 mL/min, and the mixture was heated and stirred at 200 rpm so that the internal temperature reached 80°C. A solution containing 10.6 g of ammonium monomer 1, 9.6 g of light ester HO-MS (N) (manufactured by Kyoeisha Chemical Co., Ltd.), 2.7 g of methyl methacrylate, 0.67 g of 1-dodecanethiol, 0.38 g of V-601 (manufactured by Fujifilm Wako Pure Chemical Co., Ltd.), and 26.7 g of 1-methoxy-2-propanol was added dropwise over 2 hours. After heating and stirring at 80°C for 2 hours, the mixture was heated to 90°C and further heated and stirred for 2 hours. After cooling to room temperature, the mixture was stirred in air for 5 minutes. 3.7 g of 4-hydroxybutyl acrylate glycidyl ether (4HBAGE), 0.058 g of 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO), 1.5 g of Farmin DM2098 (manufactured by Kao Chemical Co., Ltd.), and 11.5 g of 1-methoxy-2-propanol were added, and the mixture was heated and stirred at 90° C. for 40 hours to obtain a solution containing compound AP-1. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 0.87 mmol/g, and the residual weight after measuring 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 30.2%. The concentration was adjusted to 0.030 g/mL using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer with a viscometer constant of 0.005 (manufactured by Shibata Scientific Co., Ltd.) was 2.00 cSt. The dynamic viscosity was measured in the same manner using 1-methoxy-2-propanol as a solvent and found to be 1.63 cSt. The weight average molecular weight was measured using GPC (eluent: hexafluoro-2-propanol, column: Tosoh TSKgel Super AW3000, and molecular weight standard: polyethylene glycol) and found to be 8,000.

(Synthesis Example of Compound AP-2)
22.0 g of 1-methoxy-2-propanol was added to a three-neck flask, a stirring blade, a nitrogen inlet tube, a cooling tube, and a thermometer were set, nitrogen was flowed at 20 mL/min, and the mixture was heated and stirred at 200 rpm so that the internal temperature reached 80°C. A solution containing 4.4 g of ammonium monomer 2, 3.8 g of methacrylic acid, 9.8 g of benzyl methacrylate, 1.11 g of 1-dodecanethiol (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.), 0.63 g of V-601 (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.), and 22.0 g of 1-methoxy-2-propanol was added dropwise over 2 hours. After heating and stirring at 80°C for 2 hours, the mixture was heated to 90°C and further heated and stirred for 2 hours. After cooling to room temperature, the mixture was stirred in air for 5 minutes. 3.8 g of 4HBAGE (manufactured by Mitsubishi Chemical Corporation), 0.05 g of TEMPO, 0.48 g of Farmin DM2098 (manufactured by Kao Chemical Corporation), and 11.5 g of 1-methoxy-2-propanol were added, and the mixture was heated and stirred at 90° C. for 40 hours to obtain a solution containing compound AP-2. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 1.16 mmol/g, and the residual weight after weighing out 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 30.5%. The concentration was adjusted to 0.030 g/mL using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer (manufactured by Shibata Scientific Co., Ltd.) with a viscometer constant of 0.005 was 1.92 cSt. When similarly measured with 1-methoxy-2-propanol solvent, the kinetic viscosity was 1.63 cSt. The weight average molecular weight measured by GPC (eluent: hexafluoro-2-propanol, column: Tosoh TSKgel Super AW3000, and molecular weight standard: polyethylene glycol) was 4,000.

(Synthesis Example of Compound AP-3)
A solution containing compound AP-3 was obtained by synthesizing in the same manner as compound AP-2, except that the amount of monomers was changed. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 1.14 mmol/g, and the residual weight after weighing out 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 30.1%. The concentration was adjusted to 0.030 g/mL using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer (manufactured by Shibata Scientific Co., Ltd.) with a viscometer constant of 0.005 was 1.97 cSt. When similarly measured with 1-methoxy-2-propanol solvent, the kinetic viscosity was 1.63 cSt. The weight average molecular weight measured using GPC (eluent hexafluoro-2-propanol, column Tosoh TSKgel Super AW3000, and polyethylene glycol as molecular weight standard) was 7000.

(Synthesis Example of Compound AP-4)
A solution containing compound AP-4 was obtained by synthesizing in the same manner as compound AP-2, except that the monomer type and amount were changed. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 0.46 mmol/g, and the residual weight after weighing out 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 30.8%. The concentration was adjusted to 0.030 g/mL using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer (manufactured by Shibata Scientific Co., Ltd.) with a viscometer constant of 0.005 was 2.18 cSt. When similarly measured with 1-methoxy-2-propanol solvent, the kinetic viscosity was 1.63 cSt. The weight average molecular weight measured using GPC (eluent hexafluoro-2-propanol, column Tosoh TSKgel Super AW3000, and polyethylene glycol as molecular weight standard) was 20,000.

(Synthesis Example of Compound AP-5)
A solution containing compound AP-5 was obtained by synthesizing in the same manner as compound AP-2, except that the monomer type and amount were changed. As the ammonium monomer, ammonium monomer 3 was used. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 1.12 mmol/g, and the residual weight after weighing out 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 30.8%. The concentration was adjusted to 0.030 g/mL using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer (manufactured by Shibata Scientific Co., Ltd.) with a viscometer constant of 0.005 was 2.10 cSt. When similarly measured with 1-methoxy-2-propanol solvent, the kinetic viscosity was 1.63 cSt. The weight average molecular weight measured using GPC (eluent hexafluoro-2-propanol, column Tosoh TSKgel Super AW3000, and polyethylene glycol as molecular weight standard) was 16,000.

(Synthesis Examples of Compounds AP-6 to AP-21 and BP-1)
Compounds AP-6 to AP-20 and BP-1 were synthesized in the same manner as above.

The structures of compounds AP-1 to AP-21 and BP-1 are as follows. In the structural formulas shown below, the numbers attached to the main chain are mass ratios, and the numbers attached to the side chains are the number of repeating units.

(Synthesis Example of Compound AP-22)
A solution containing compound AP-22 was obtained by synthesizing in the same manner as compound AP-2, except that the amount of monomers was changed. As the ammonium monomer, ammonium monomer 3 was used. The acid value calculated by titrating 0.5 g of the above solution with a 1N KOH aqueous solution was 0.53 mmol/g, and the residual weight after weighing out 0.5 g of the above solution and vacuum drying at 130° C. for 2 hours was 29.8%. The concentration was adjusted to 0.030 g/ml using 1-methoxy-2-propanol, and the kinetic viscosity measured with an Ubbelohde viscometer (manufactured by Shibata Scientific Co., Ltd.) with a viscometer constant of 0.005 was 1.97 cSt. The kinetic viscosity of the 1-methoxy-2-propanol solvent was measured in the same manner, and was 1.63 cSt. The weight average molecular weight measured using GPC (eluent hexafluoro-2-propanol, column Tosoh TSKgel Super AW3000, and polyethylene glycol as molecular weight standard) was 7000.

The specific absorbance of each compound, represented by the following formula (Aλ), was less than 5. The specific absorbance of each compound was measured using 1-methoxy-2-propanol as a solvent.
Compounds AP-1 to AP-22 are salts of a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and have a weight average molecular weight of 2000 or more and a specific absorbance represented by the following formula (Aλ) of 5 or less. Compound BP-1 is a comparative compound.

E ¹ = A ¹ / (c ¹ × l ¹ ) ... (Aλ)
E ¹ : Specific absorbance of the compound at the maximum absorption wavelength in the wavelength range of 400 to 700 nm A ¹ : Absorbance of the compound at the maximum absorption wavelength in the wavelength range of 400 to 700 nm l ¹ : Cell length in cm ¹ : Concentration of a compound in solution, expressed in mg/ml

The weight average molecular weight, C=C value (ethylenically unsaturated bond-containing group value), acid value, and ClogP value of the portion surrounded by the dotted line of each compound are shown in the table below. The ClogP value of the portion surrounded by the dotted line was calculated based on the monomer structure before polymerization. The cationic group value of the portion corresponding to compound d1 constituting compound D is also shown in the table below.

<Preparation of Dispersion>
After mixing the raw materials shown in the table below, 230 parts by mass of zirconia beads with a diameter of 0.3 mm were added and dispersed for 5 hours using a paint shaker. The zirconia beads were then separated by filtration to obtain a dispersion. The solid content concentration (mass%) of the dispersion and the pigment concentration (mass%) of the dispersion are also shown in the table.

Details of the materials indicated by the abbreviations in the above table are as follows:
(Pigment)
PG-1: C.I. Pigment Blue 15:6
PG-2: C.I. Pigment Red 254
PG-3: C.I. Pigment Yellow 139
PG-4: C.I. Pigment Yellow 150
PG-5: C.I. Pigment Violet 23
PG-6: C.I. Pigment Green 36

(Derivatives)
PS-1: BYK-SYNERGIST 2100 (BYK)
PS-2: BYK-SYNERGIST 2105 (BYK)
PS-3 to PS-9: Compounds having the following structures

(Dispersant)
D-1: DISPERBYK-161 (manufactured by BYK-Chemie)
D-2: 30% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number added to the main chain is the molar ratio. The weight average molecular weight of the resin is 11,000)
D-3: 30% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number attached to the main chain is the molar ratio, and the number attached to the side chain is the number of repeating units. The weight average molecular weight of the resin is 7000.)
D-4: 30% by weight solution of Plysurf A215C (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) in propylene glycol monomethyl ether acetate

(solvent)
S-1: Propylene glycol monomethyl ether acetate (PGMEA)
S-3: 1-methoxy-2-propanol (PGME)

<Production of Colored Composition>
The raw materials other than the solvent shown in the table below were mixed with 0.0007 parts by mass of a polymerization inhibitor (p-methoxyphenol) and 0.05 parts by mass of a silicone surfactant (Shin-Etsu Chemical Co., Ltd., KF-6000), and then the solvent shown in the table below was added so that the solid content concentration became 12% by mass, thereby obtaining a colored composition. Note that in the table, the blending amounts of the materials other than the solvent are parts by mass in terms of solid content, and the solvent ratio is a mass ratio.

Details of the materials indicated by the abbreviations in the table above are as follows:

(Dispersion)
Dispersions 1 to 9: Dispersions 1 to 9 described above

(Dye solution)
A-1: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (xanthene dye, weight average molecular weight: 7000, m: 3, n: 3)

A-2: A cyclohexanone solution (solids concentration: 12.3% by mass) of a dye having the following structure (xanthene dye, molecular weight: 704.24).

A-3: A cyclohexanone solution (solids concentration: 12.3% by mass) of a dye having the following structure (xanthene dye, weight average molecular weight: 10,000).

A-4: A cyclohexanone solution (solids concentration: 12.3% by mass) of a dye having the following structure (xanthene dye, molecular weight: 1,115.28).

A-5: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (molecular weight: 1,165.32)

A-6: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (molecular weight: 774.97)

A-7: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (molecular weight: 410.52)

A-8: C.I. Acid Red 289 (xanthene dye, molecular weight: 676.73) in cyclohexanone (solids concentration: 12.3% by weight)

A-9: A cyclohexanone solution (solids concentration: 12.3% by mass) of a colored polymer having the following structure (xanthene dye, weight average molecular weight: 9000)

A-10: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (molecular weight: 324.42)

A-11: A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (molecular weight: 374.33).

A-20: Cyclohexanone solution of Acid Green 27 (solid content: 12.3% by mass)
A-21: Cyclohexanone solution of Acid Yellow 23 (solid content: 12.3% by mass)
A-22: Cyclohexanone solution of Solvent Blue 25 (solid content: 12.3% by mass)
A-23: Cyclohexanone solution of Acid Red 52 (solid content: 12.3% by mass)
A-24: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)
A-25: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)
A-26: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)
A-27: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)
A-28: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)
A-29: A cyclohexanone solution of a dye having the following structure (solid content: 12.3% by mass)

(Specific Compound)
AP-1 to AP-22: The above-mentioned compounds AP-1 to AP-22
BP-1: The above-mentioned compound BP-1

(resin)
P-1: 30% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number added to the main chain is the molar ratio of the repeating unit. The weight average molecular weight of the resin is 11,000.)
P-2: 40% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number added to the main chain is the molar ratio of the repeating unit. The weight average molecular weight of the resin is 11,000.)
P-3: 30% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number attached to the main chain is the molar ratio of the repeating unit, and the number attached to the side chain is the number of repeating units. The weight average molecular weight of the resin is 11,000.)
P-4: 40% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the number added to the main chain is the molar ratio of the repeating unit. The weight average molecular weight of the resin is 11,000.)

(Polymerizable compound)
M-1: KAYARAD DPHA (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, Nippon Kayaku Co., Ltd.)
M-2 and M-3: Compounds having the following structures

(Photopolymerization initiator)
I-1 to I-8: Compounds having the following structures

(Additives)
E-1: Compound having the following structure (ultraviolet absorber)
E-2: Compound having the following structure (weight average molecular weight 3500, compound having a cyclic ether group)
E-3: Compound having the following structure (weight average molecular weight 2300, compound having a cyclic ether group)
E-4: Compound having the following structure (silane coupling agent)
E-5: Compound having the following structure (silane coupling agent)
E-6: Compound having the following structure (silane coupling agent)
E-7: Compound having the following structure (antioxidant)
E-8: Lithium bis(trifluoromethanesulfonyl)imide E-9: Sodium p-toluenesulfonate E-10: Compound having the following structure (multifunctional thiol compound)
E-11: Compound having the following structure (multifunctional thiol compound)

<Performance evaluation>
<<Evaluation of Examples 1 to 69 and Comparative Examples 1 to 3>>
(Evaluation of Light Fastness)
Each colored composition was applied onto a glass substrate by spin coating, and heat-treated (pre-baked) at 120°C for 120 seconds using a hot plate. The obtained coating film was exposed to light through a mask with a 1.0 μm square dot pattern using an i-line stepper exposure device FPA-3000i5+ (Canon Inc.). Specifically, the coating film was irradiated with light having a wavelength of 365 nm at an exposure dose of 1000 mJ/ ^cm2 . The glass substrate on which the exposed coating film was formed was placed on the horizontal rotating table of a spin-shower developer (DW-30 type, Chemitronics Co., Ltd.), and then paddle development was performed at 23°C for 60 seconds using a 60% diluted solution of CD-2000 (FUJIFILM Electronic Materials Co., Ltd.) to form a colored pattern. The glass substrate on which the colored pattern was formed was fixed to a horizontal rotating table by a vacuum chuck method, and then the silicon wafer was rotated at a rotation speed of 50 rpm using a rotating device, while pure water was supplied from a spray nozzle in the form of a shower from above the center of rotation to perform a rinsing treatment, and then spray-dried. A heat treatment (post-bake) was performed for 300 seconds using a hot plate at 200°C to form a colored pattern (pixel) with a thickness of 0.6 μm.
The obtained pixels were measured for light transmittance (transmittance) in the wavelength range of 400 to 700 nm using MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the pixels prepared above were irradiated with light of 100,000 Lux for 2000 hours using a light resistance tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.) (total irradiation amount: 200 million Luxhr). The transmittance of the pixels after light irradiation was measured, and the light resistance was evaluated according to the following criteria.
-Evaluation criteria-
A: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 98% or more of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
B: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 94% or more and less than 98% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
C: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 90% or more and less than 94% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
D: The integrated value of the transmittance of the colored pixel at wavelengths of 400 to 700 nm after light irradiation is less than 90% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.

(Evaluation of Sensitivity (Exposure Sensitivity))
Each coloring composition was applied onto a silicon wafer by spin coating, and then dried (prebaked) using a hot plate at 100° C. for 120 seconds to form a composition layer having a thickness of 0.60 μm.
Next, this composition layer was exposed to light having a wavelength of 365 nm at a specific exposure amount using an i-line stepper exposure system FPA-3000i5+ (manufactured by Canon Corporation) through a mask pattern in which square unmasked portions with sides of 1.0 μm were arranged in an area of 4 mm × 3 mm.
Next, the silicon wafer on which the exposed composition layer had been formed was placed on the horizontal rotation table of a spin-shower developer (DW-30 model, manufactured by Chemitronics Corporation) and paddle-developed for 60 seconds at 23° C. using a developer (CD-2000, manufactured by FUJIFILM Electronic Materials Co., Ltd.). Next, while rotating the silicon wafer at a rotation speed of 50 rpm, pure water was supplied in the form of a shower from a spray nozzle from above the center of rotation to perform a rinsing treatment, and then the wafer was spray-dried to form a pattern (pixels).
The obtained pattern was observed while changing the specific exposure dose, and the minimum exposure dose at which a square pattern with a side length of 1.0 μm was resolved was determined and evaluated according to the following evaluation criteria. The smaller the minimum exposure dose, the better the exposure sensitivity of the composition.
-Evaluation criteria-
A: The minimum exposure amount was less than 100 mJ/cm ² .
B: The minimum exposure amount was 100 or more and less than 200 mJ/cm ² .
C: The minimum exposure amount was 200 or more and less than 500 mJ/cm ² .
D: The minimum exposure amount was 500 or more and less than 1000 mJ/cm ² .
E: The minimum exposure amount was 1000 mJ/cm ² or more.

(Evaluation of developability)
CT-4000L (FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer by spin coating so that the thickness after post-baking was 0.1 μm, and heated at 220 ° C. for 300 seconds using a hot plate to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Each coloring composition was applied by spin coating so that the thickness after post-baking was 0.6 μm, and then heated at 100 ° C. for 2 minutes using a hot plate. The obtained coating film was exposed through a mask with a dot pattern of 1.0 μm square using an i-line stepper exposure device FPA-3000i5 + (Canon Inc.). Specifically, the coating film was irradiated with light having a wavelength of 365 nm at an exposure dose of 1000 mJ / cm ² . The silicon wafer on which the exposed coating film was formed was placed on the horizontal rotating table of a spin-shower developer (DW-30 type, Chemitronics Co., Ltd.), and then paddle development was performed for 60 seconds at 23 ° C. using a 60% diluted solution of CD-2000 (FUJIFILM Electronic Materials Co., Ltd.) to form a colored pattern on the silicon wafer. The silicon wafer on which the colored pattern was formed was fixed to the horizontal rotating table by a vacuum chuck method, and then, while rotating the silicon wafer at a rotation speed of 50 rpm using a rotating device, pure water was supplied from a spray nozzle in the form of a shower from above the center of rotation to perform a rinse treatment, and then spray-dried. A colored pattern (pixel) was formed by performing a heat treatment (post-bake) for 300 seconds using a hot plate at 200 ° C. The silicon wafer on which the pixels were formed was observed using a scanning electron microscope (SEM) (magnification: 10,000 times), and the developability was evaluated according to the following evaluation criteria.
-Evaluation criteria-
A: No residue was observed outside the color pattern formation area (unexposed area).
B: A very small amount of residue was observed outside the color pattern formation area (unexposed area), but it was not of any practical problem.
C: A small amount of residue was observed outside the color pattern formation area (unexposed area), but it was not of a practical problem.
D: Significant residue was observed outside the color pattern forming area (unexposed area).

(Evaluation of storage stability)
The initial viscosity (V0) of each coloring composition was measured using "RE-85L" manufactured by Toki Sangyo Co., Ltd. Next, each coloring composition was left to stand at 45°C for 7 days, and then the viscosity (V1) was measured. The viscosity increase rate (%) of the coloring composition after standing was calculated based on the following formula, and the storage stability was evaluated. The smaller the viscosity increase rate (%), the better the storage stability. The viscosity of the coloring composition was measured at a temperature adjusted to 25°C.
Viscosity increase rate (%) = [(viscosity after standing (V1) - initial viscosity (V0)) / initial viscosity (V0
) × 100.”

(Evaluation of chipping)
The cross-sections of the pixels (colored patterns) prepared for the evaluation of developability were observed at a magnification of 40,000 times using a transmission electron microscope, the incidence of pixel voids (number of pixels with voids inside/number of observed pixels) was determined, and chipping was evaluated according to the following criteria. The incidence of voids was calculated by randomly selecting 20 cross-sections and observing the presence or absence of voids in 10 pixels for each cross-section, thereby observing the boundaries at a total of 200 locations.
Occurrence rate = number of pixels with voids inside / number of pixels observed - Evaluation criteria -
5: The occurrence rate of voids was 0.
4: The rate of occurrence of voids was greater than 0 and equal to or less than 0.1. 3: The rate of occurrence of voids was greater than 0.1 and equal to or less than 0.2. 2: The rate of occurrence of voids was greater than 0.2 and equal to or less than 0.5. 1: The rate of occurrence of voids was greater than 0.5 and equal to or less than 1.0.

<<Evaluation of Examples 301 to 310 and Comparative Examples 301 to 303>>
(Sensitivity Evaluation)
CT-4000L (FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer by spin coating so that the thickness after post-baking was 0.1 μm, and the wafer was heated at 220° C. for 300 seconds using a hot plate to form an undercoat layer, thereby obtaining a silicon wafer (support) with an undercoat layer. Each coloring composition was applied using a spin coater, and then heated (pre-baked) at 100° C. for 120 seconds using a hot plate to obtain a coating film with a film thickness of 0.45 μm. Next, the coating film was exposed to light (KrF line) with a wavelength of 248 nm through a patterned mask (0.5 μm×0.5 μm) using a KrF scanner exposure machine under conditions of an illuminance of 35,000 W/m ² and an exposure dose of 20 mJ/cm ² . Next, the exposed coating film was subjected to shower development using a 0.3 mass % aqueous solution of tetramethylammonium hydroxide (TMAH) as a developer at 23° C. for 60 seconds, followed by rinsing with pure water by spin shower and post-baking at 230° C. for 2 minutes to form a colored pattern (pixels).
The exposure amount was changed in increments of 10 mJ/cm ² up to 200 mJ/cm ² , and the exposure amount capable of forming a pixel having a line width of 0.7 μm was examined, and the sensitivity was evaluated based on the following evaluation criteria.
-Evaluation criteria-
A: The exposure amount was 60 mJ/ ^cm2 or less.
B: The exposure amount was more than 60 mJ/cm ² and 100 mJ/cm ² or less.
C: The exposure amount was more than 100 mJ/cm ² and 150 mJ/cm ² or less.
D: The exposure amount was more than 150 mJ/ ^cm2 and 200 mJ/cm2 ^or less.
E: The exposure amount was 200 mJ/cm ² or more.

(Evaluation of Adhesion and Developability)
Pixels (patterns) were formed in the same manner as in the evaluation of sensitivity, except that the exposure dose was set to 100 mJ/ ^cm2 . The obtained pixels were observed at a magnification of 20,000 times using a scanning electron microscope (S-4800H, manufactured by Hitachi High-Technologies Corporation). The number of peeled pixels out of the total number of pixels (1071 × 1071) formed in a partial region of the observed image was counted, and the adhesion was evaluated based on the following evaluation criteria.
-Evaluation criteria-
A: The number of peeled pixels was 10 or less.
B: The number of peeled pixels was more than 10 and 20 or less.
C: The number of peeled pixels was more than 20 and 50 or less.
D: The number of peeled pixels was more than 50 and 200 or less.
E: The number of peeled pixels was more than 200.

Further, the developability of the images obtained by the scanning electron microscope was evaluated based on the following evaluation criteria.
-Evaluation criteria-
A: The linearity of the pixels was excellent, and there was very little residue between the pixels.
B: The linearity of the pixels was excellent, and there was little residue between the pixels.
C: The linearity of the pixels was slightly poor, but there was little residue between the pixels.
D: The linearity of the pixels was poor, and there was a lot of residue between the pixels.
E: There was too much residue, so pixels were not formed and the gap between the pixels could not be confirmed.

(Evaluation of Light Fastness)
Each colored composition was applied onto a glass substrate by spin coating, and then heat-treated (pre-baked) at 120° C. for 120 seconds using a hot plate. The obtained coating film was exposed by irradiating light (KrF line) having a wavelength of 248 nm through a mask (0.5 μm×0.5 μm) having a pattern, using a KrF scanner exposure machine, under conditions of an illuminance of 35,000 W/m ² and an exposure dose of 100 mJ/cm ^2. The glass substrate on which the exposed coating film was formed was placed on the horizontal rotating table of a spin-shower developer (DW-30 type, Chemitronics Corporation), and then paddle development was performed for 60 seconds at 23° C. using a 60% diluted solution of CD-2000 (FUJIFILM Electronic Materials Co., Ltd.), to form a colored pattern on the glass substrate. The glass substrate on which the colored pattern was formed was fixed to a horizontal rotating table by a vacuum chuck method, and then the silicon wafer was rotated at a rotation speed of 50 rpm using a rotating device, while pure water was showered from a spray nozzle from above the center of rotation to perform a rinsing treatment, and then spray-dried. A heat treatment (post-bake) was performed for 300 seconds using a hot plate at 200°C to form a colored pattern (pixel) with a thickness of 0.45 μm.
The obtained pixels were measured for light transmittance (transmittance) in the wavelength range of 400 to 700 nm using MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the pixels prepared above were irradiated with light of 100,000 Lux for 2000 hours using a light resistance tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.) (total irradiation amount: 200 million Luxhr). The transmittance of the pixels after light irradiation was measured, and the light resistance was evaluated according to the following criteria.
-Evaluation criteria-
A: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 98% or more of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
B: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 94% or more and less than 98% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
C: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is 90% or more and less than 94% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.
D: The integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm after light irradiation is less than 90% of the integrated value of the transmittance of the pixel at wavelengths of 400 to 700 nm before light irradiation.

As shown in the table above, the examples had better light resistance ratings than the comparative examples.

<Examples 501 to 510>
The Green composition was applied onto a silicon wafer by spin coating so that the film thickness after film formation was 1.0 μm. Then, a hot plate was used to heat the composition at 100° C. for 2 minutes. Then, an i-line stepper exposure device FPA-3000i5+ (manufactured by Canon Inc.) was used to expose the composition through a mask with a 2 μm square dot pattern at 1,000 mJ/cm ^2. Then, a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) was used to perform paddle development at 23° C. for 60 seconds. Then, the composition was rinsed with a spin shower and further washed with pure water. Then, a hot plate was used to heat the composition at 200° C. for 5 minutes on the silicon wafer to form a pattern of the Green composition. Similarly, the Red composition and the Blue composition were sequentially patterned to form red, green, and blue colored patterns (Bayer patterns). In Examples 501 to 510, the colored compositions prepared in Examples 1 to 10 were used as the Blue composition. Examples 501 to 510 correspond to examples in which the coloring compositions prepared in Examples 1 to 10 were used as the Blue composition. The Green and Red compositions used in Examples 501 to 510 will be described later. The Bayer pattern is a repeated pattern of a 2×2 array of color filter elements having one red element, two green elements, and one blue element, as disclosed in U.S. Pat. No. 3,971,065. The obtained color filter was incorporated into a solid-state imaging device according to a known method. By using the coloring compositions prepared in Examples 1 to 10, a solid-state imaging device having suitable image recognition function and light resistance was obtained.

The Green and Red compositions used in Examples 501 to 510 are as follows:

[Green composition]
The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a Green composition.
Green pigment dispersion: 73.7 parts by mass Resin 4 (40 mass% PGMEA solution): 0.3 parts by mass Polymerizable compound 1: 1.2 parts by mass Photopolymerization initiator 1: 0.6 parts by mass Surfactant 1 : 4.2 parts by mass Ultraviolet absorber 1: 0.5 parts by mass PGMEA: 19.5 parts by mass

[Red composition]
The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Corporation) to prepare a Red composition.
Red pigment dispersion: 51.7 parts by weight Resin 4 (40% by weight PGMEA solution): 0.6 parts by weight Polymerizable compound 4: 0.6 parts by weight Photopolymerization initiator 1: 0.3 parts by weight Surfactant 1: 4.2 parts by weight PGMEA: 42.6 parts by weight

The raw materials used for the Green composition and the Red composition are as follows.
Green pigment dispersion A mixture of 6.4 parts by mass of C.I. Pigment Green 36, 5.3 parts by mass of C.I. Pigment Yellow 150, 5.2 parts by mass of dispersant (DISPERBYK-161, BYK-Chemie), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, a dispersion treatment was performed using a high-pressure disperser NANO-3000-10 (Japan BEE Co., Ltd.) with a pressure reducing mechanism at a flow rate of 500 g/min under a pressure of 2000 kg/cm ^2. This dispersion treatment was repeated 10 times to obtain a Green pigment dispersion.
Red pigment dispersion A mixture of 9.6 parts by mass of C.I. Pigment Red 254, 4.3 parts by mass of C.I. Pigment Yellow 139, 6.8 parts by mass of dispersant (DISPERBYK-161, BYK Chemie), and 79.3 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, a dispersion treatment was performed using a high-pressure disperser NANO-3000-10 (Japan BEE Co., Ltd.) with a pressure reducing mechanism at a flow rate of 500 g/min under a pressure of 2,000 kg/cm3. This dispersion treatment was repeated 10 times to obtain a red pigment dispersion.

Polymerizable compound 1: KAYARAD DPHA (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, Nippon Kayaku Co., Ltd.)
Polymerizable compound 4: a compound having the following structure
Resin 4: Resin having the following structure (the numbers added to the main chain are the molar ratios of the repeating units. The weight average molecular weight of the resin is 11,000, and the acid value is 70 mgKOH/g.)
Photopolymerization initiator 1: Irgacure OXE01 (BASF)
Surfactant 1: 1% by mass PGMEA solution of the following mixture (weight average molecular weight 14,000): In the following formula, the units of % (62% and 38%) indicating the proportion of repeating units are % by mass.
Ultraviolet absorber 1 (UV-503, manufactured by Daito Chemical Co., Ltd.)

The same effect can be obtained by replacing some or all of the resins, polymerizable compounds, photopolymerization initiators, and solvents used in the coloring compositions of the examples with the materials described in this specification.

Claims

A colorant A containing a dye;
A polymerization initiator B;
A polymerizable compound C,
A compound D which is a salt of a compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, the compound D having a weight average molecular weight of 2000 or more and a specific absorbance of 5 or less and represented by the formula (Aλ),
A coloring composition comprising:
E 1 = A 1 / (c 1 × l 1 ) ... (Aλ)
In formula (Aλ), E 1 represents the specific absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
A 1 represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm;
l1 represents the cell length in cm;
c1 represents the concentration of compound D in the solution, expressed in mg/ml.
The coloring composition according to claim 1, wherein the cationic group possessed by the compound d1 is a quaternary ammonium cationic group.
The colored composition according to claim 1 or 2, wherein the counter anion d2 is an anion represented by any one of formulas (BZ-1) to (BZ-8):
In formula (BZ-1), R 111 represents -SO 2 -R 201 or -CO-R 201 , R 112 represents an alkyl group, an aryl group, -SO 2 -R 202 or -CO-R 202 , R 201 and R 202 each independently represent a halogen atom, an alkyl group or an aryl group, and R 111 and R 112 may be bonded to form a ring;
In formula (BZ-2), R 113 represents -SO 2 -R 203 or -CO-R 203 , R 114 and R 115 each independently represent -SO 2 -R 204 , -CO-R 204 or a cyano group, R 203 and R 204 each independently represent a halogen atom, an alkyl group or an aryl group, and R 113 and R 114 or R 115 may be bonded to form a ring;
In formula (BZ-3), R 116 to R 119 each independently represent a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group;
In formula (BZ-4), R 120 represents an alkyl group or an aryl group;
In formula (BZ-5), R 121 represents an alkyl group or an aryl group;
In formula (BZ-6), R 122 represents an alkyl group or an aryl group, and R 123 represents a hydrogen atom, an alkyl group, or an aryl group;
In formula (BZ-7), R 124 to R 129 each independently represent a halogen atom or a halogenated hydrocarbon group;
In formula (BZ-8), R 130 to R 135 each independently represent a halogen atom or a halogenated hydrocarbon group.
The coloring composition according to claim 1 or 2, wherein the counter anion d2 is a bis(fluoroalkylsulfonyl)imide anion.
The coloring composition according to claim 1 or 2, wherein compound D has a polymerizable group.
the polymerizable group is an ethylenically unsaturated bond-containing group,
The colored composition according to claim 5 , wherein the compound D has an ethylenically unsaturated bond valence of 0.7 mmol/g or more.
The coloring composition according to claim 1 or 2, wherein the acid group possessed by compound d1 is a carboxy group.
The coloring composition according to claim 1 or 2, wherein the acid value of compound D is 0.20 to 1.20 mmol/g.
The compound d1 is a polymer having a repeating unit d1-1 having an acid group and a repeating unit d1-2 having a cationic group,
In the compound D, the counter anion d2 is coordinated to the cationic group of the repeating unit d1-2 to form a salt,
The colored composition according to claim 1 or 2, wherein the salt structure formed by the repeating unit d1-2 and the counter anion d2 has a ClogP value of −10.0 to 0.3.
The coloring composition according to claim 1 or 2, wherein the dye includes a dye having a chemical structure including a cation and an anion.
The coloring composition according to claim 1 or 2, wherein the dye comprises a xanthene dye.
The coloring composition according to claim 1 or 2, wherein the dye comprises a dye multimer.
The coloring composition according to claim 1 or 2, wherein the content of the polymerizable compound C in the total solid content of the coloring composition is 5 to 30 mass %.
The coloring composition according to claim 1 or 2, wherein the chloride ion concentration in the coloring composition is 100 ppm by mass or less.
A film obtained using the coloring composition according to claim 1 or 2.
A color filter having the film according to claim 15.
A solid-state imaging device having the film according to claim 15.
An image display device having the film according to claim 15.