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

WO2025047465A1PCT designated stage expired Publication Date: 2025-03-06FUJIFILM CORP

Patent Information

Application Number
PCT/JP2024/029228
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-08-29
Filing Date
2024-08-19
Publication Date
2025-03-06

Smart Images

  • Figure JPOXMLDOC01-APPB-C000001
    Figure JPOXMLDOC01-APPB-C000001
  • Figure JPOXMLDOC01-APPB-C000002
    Figure JPOXMLDOC01-APPB-C000002
  • Figure JPOXMLDOC01-APPB-C000003
    Figure JPOXMLDOC01-APPB-C000003
Patent Text Reader

Abstract

Provided is a coloring composition comprising a colorant A including a dye, a polymerization initiator B, a polymerizable compound C, a compound d1 having a thermosetting group and a cationic group, and a compound D which is a salt of a counter anion d2 and has a specific absorbance of 5 or less, the thermosetting group of the compound d1 being at least one selected from a cyclic ether group and a methylol group. In this film, this color filter, this solid-state imaging element, and this image display device, said coloring composition is used.
Need to check novelty before this filing date? Find Prior Art

Description

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

[0001] 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 using the coloring composition.

[0002] In recent years, the widespread use of digital cameras and smartphones has led to a significant increase in demand for solid-state imaging devices such as complementary metal-oxide semiconductor (CMOS) image sensors. Color filters are used as key devices in displays and optical elements. Color filters typically have pixels for the three primary colors of red, green, and blue, and serve to separate transmitted light into the three primary colors.

[0003] The pixels of each color of the color filter are manufactured by, for example, forming a pattern by photolithography using a coloring composition containing a colorant. For example, Patent Document 1 describes forming a pattern by photolithography using a coloring composition containing an acid dye, a binder resin, a predetermined ionic compound whose maximum molar absorption coefficient ε in the visible light region is 0 to 3000, and an organic solvent, to form the pixels of the color filter.

[0004] JP 2016-133604 A

[0005] Generally, dyes tend to have lower moist heat resistance than pigments, and there is room for further improvement in the moist heat resistance of films obtained using colored compositions containing dyes.

[0006] The present inventors have further studied the colored composition described in Patent Document 1, and have found that even with this colored composition, there is room for further improvement in the moist heat resistance of the resulting film.

[0007] Therefore, an object of the present invention is to provide a coloring composition capable of forming a film having excellent moist heat 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.

[0008] The present invention provides the following:

[0009] <1> A coloring composition comprising: a colorant A containing a dye; a polymerization initiator B; a polymerizable compound C; and a compound D which is a salt of a compound d1 having a thermosetting group and a cationic group and a counter anion d2 and is represented by the formula (Aλ) and has a specific absorbance of 5 or less, wherein the thermosetting group in the compound d1 is at least one selected from a cyclic ether group and a methylol group; 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, and A 1 represents the absorbance of Compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm, and 1 represents the cell length in cm, and c 1 represents the concentration of compound D in the solution, expressed in mg / ml. <2> The colored composition according to <1>, wherein the cationic group of 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 is -SO 2 -R 201 or -CO-R 201 represents R 112 represents an alkyl group, an aryl group, or —SO 2 -R 202 or -CO-R 202 represents R 201 and R 202 each independently represents a halogen atom, an alkyl group, or an aryl group; R 111 and R 112 may be bonded to form a ring; in formula (BZ-2), R 113 is -SO 2 -R 203 or -CO-R 203 represents R 114 and R 115 are each independently -SO2 -R 204 , -CO-R 204 or a cyano group, R 203 and R 204 each independently represents a halogen atom, an alkyl group, or an aryl group; R 113 And, R 114 or R 115 may be bonded to form a ring; in formula (BZ-3), R 116 ~R 119 each independently represents a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group; 120 represents an alkyl group or an aryl group; 121 represents an alkyl group or an aryl group; 122 represents an alkyl group or an aryl group, R 123 represents a hydrogen atom, an alkyl group, or an aryl group; 124 ~R 129 each independently represents a halogen atom or a halogenated hydrocarbon group; 130 ~R 135 each independently represents a halogen atom or a halogenated hydrocarbon group. <4> The counter anion d2 is an anion represented by formula (BZ-4), and R in formula (BZ-4) 120is an aryl group. <5> The colored composition according to any one of <1> to <4>, wherein the thermosetting group possessed by the compound d1 is an epoxy group or an oxetanyl group. <6> The colored composition according to any one of <1> to <5>, wherein the compound D has an ethylenically unsaturated bond-containing group. <7> The colored composition according to <6>, wherein the ethylenically unsaturated bond valence of the compound D is 0.7 mmol / g or more. <8> The colored composition according to any one of <1> to <7>, wherein the compound d1 has an acid group. <9> The colored composition according to any one of <1> to <8>, wherein the compound d1 is a polymer having a repeating unit d1-1 having a thermosetting group and a repeating unit d1-2 having a cationic group, and the compound D is formed by coordinating the counter anion d2 to the cationic group of the repeating unit d1-2 to form a salt, and the salt structure formed by the repeating unit d1-2 and the counter anion d2 has a ClogP value of −10.0 to 2.0. <10> The colored composition according to any one of <1> to <9>, wherein the dye includes a dye having a chemical structure containing a cation and an anion. <11> A film obtained using the colored composition according to any one of <1> to <10>. <12> A color filter having the film according to <11>. <13> A solid-state imaging device having the film according to <11>. <14> An image display device having the film according to <11>.

[0010] The present invention can provide a colored composition capable of forming a film having excellent moist heat resistance. The present invention can also provide a film, a color filter, a solid-state imaging device, and an image display device using the colored composition.

[0011] The present invention will be described in detail below. In this specification, the term "to" is used to mean that the numerical values ​​before and after the term are included as the lower and upper limits. In the description of groups (atomic groups) in this specification, a term without specifying whether it is substituted or unsubstituted encompasses both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl group" encompasses not only unsubstituted alkyl groups (unsubstituted alkyl groups) but also substituted alkyl groups (substituted alkyl groups). In this specification, unless otherwise specified, "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 typified by excimer lasers, extreme ultraviolet light (EUV light), X-rays, electron beams, and other actinic rays or radiation. As used herein, "(meth)acrylate" refers to either or both of acrylate and methacrylate, "(meth)acrylic" refers to either or both of acrylic and methacrylic, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl. In the structural formulae, "Me" refers to a methyl group, "Et" refers to an ethyl group, "Bu" refers to a butyl group, and "Ph" refers to a phenyl group. As used herein, the weight-average molecular weight and number-average molecular weight are polystyrene-equivalent values ​​measured by GPC (gel permeation chromatography). As used herein, the term "total solids" refers to the total mass of all components of a composition excluding the solvent. As used herein, the term "pigment" refers to a colorant that is poorly soluble in a solvent. As used herein, the term "dye" refers to a colorant that is easily soluble in a solvent. As used herein, the term "cation" refers to a positively charged atom or a positively charged atomic group. In this specification, an anion means a negatively charged atom or a negatively charged atomic group. 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" includes not only an independent process but also a process that cannot be clearly distinguished from other processes as long as the intended effect of the process is achieved.

[0012] <Coloring Composition> The coloring composition of the present invention comprises: a colorant A containing a dye; a polymerization initiator B; a polymerizable compound C; and a compound D which is a salt of a compound d1 having a thermosetting group and a cationic group, and a counter anion d2, and which is represented by formula (Aλ) and has a specific absorbance of 5 or less, wherein the thermosetting group contained in the compound d1 is at least one selected from a cyclic ether group and a methylol group.

[0013] The coloring composition of the present invention can form a film with excellent moist heat resistance. While the detailed reasons for this effect are unclear, it is presumed to be due to the following: The above-mentioned compound D contained in the coloring composition of the present invention is a counter-salt compound, which is a salt of a compound d1 having a thermosetting group and a cationic group and a counter anion d2. That is, compound D has a salt structure formed from a cationic group and a counter anion d2 in addition to a thermosetting group. It is presumed that compound D has a high affinity with dyes and is likely to exist in the vicinity of the dye due to the salt structure. Furthermore, since compound D has at least one thermosetting group selected from a cyclic ether group and a methylol group, it is presumed that compound D can be cured in the vicinity of the dye during film formation. Therefore, it is presumed that the vicinity of the colorant such as the dye can be firmly cured, thereby suppressing the migration of the colorant such as the dye contained in the film due to the influence of heat, humidity, etc. It is presumed that the coloring composition of the present invention was able to form a film with excellent moist heat resistance.

[0014] Furthermore, a film obtained using the coloring composition of the present invention can suppress the migration of a colorant such as a dye contained in the film, and therefore can also suppress the diffusion of the colorant into adjacent films. For example, when pixels are formed using the coloring composition of the present invention, the diffusion of the colorant into adjacent pixels of other colors can be suppressed, and fluctuations in the spectral characteristics of the adjacent pixels of other colors can be suppressed.

[0015] It is also presumed that the above-mentioned compound D can promote the formation of dye associations during film formation. It is also presumed 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, by using the colored composition of the present invention, a film with excellent light resistance can also be formed.

[0016] 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 color filters. Examples of types of pixels in color filters include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, and yellow pixels. The coloring composition of the present invention can also be suitably used for the pixel configuration described in WO 2019 / 102887. Hereinafter, each component used in the coloring composition of the present invention will be described.

[0017] <<Colorant A>> The coloring composition of the present invention contains colorant A (hereinafter referred to as colorant). Examples of the colorant include pigments and dyes. The colorant contained in the coloring composition of the present invention preferably contains a dye.

[0018] -Dye- The type of dye is not limited. Known dyes can be used. Examples of the dye include red dyes, blue dyes, green dyes, cyan dyes, magenta dyes, and yellow dyes. One embodiment uses at least one dye selected from the group consisting of cyan dyes, magenta dyes, and yellow dyes.

[0019] 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 The dye is more 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 thiazole dye structure, a pyrazolotriazole dye structure, and a dipyrromethene dye structure, even more preferably 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, still more preferably a compound having a triarylmethane dye structure or a xanthene dye structure, and particularly preferably a compound having a xanthene dye structure. That is, the dye is preferably a xanthene dye.

[0020] 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.

[0021] 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 will also be referred to as dye A. The cation of dye A will also be referred to as "cation AX + ". The anion of dye A is called "anion AZ - "

[0022] In dye A, the anion AZ - is cation AX + The anion AZ may be present outside the molecule. - is cation AX + The term "exists outside the molecule" refers to the anion AZ - But cation AX + is not covalently bonded to cation AX + The anion AZ in dye A exists as an independent structural unit. An example of the form of dye A is a salt. Hereinafter, the anion present outside the molecule of the cation is also referred to as a counter anion. In dye A, the anion AZ - is cation AX + It is preferable that dye A is bonded to dye A via a covalent bond. That is, dye A is preferably in the form of an inner salt (also called a zwitterion).

[0023] Anion AZ - The types of anions include fluorine anion, chlorine anion, bromine anion, iodine anion, cyanide ion, perchlorate anion, carboxylate anion, sulfonate anion, anions containing phosphorus atoms, imide anion, methide anion, borate anion, SbF 6 - Examples include imide anions, methide anions, and borate anions, with imide anions and methide anions being more preferred, and imide anions being even more preferred due to their 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, a tetrafluoroborate anion, and the like.

[0024] Cation AX + Examples of the types of cations include cations having a xanthene dye structure, cations having a triarylmethane dye structure, cations having a cyanine dye structure, and cations having a squarylium dye structure. +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 this makes it easier to obtain the effects of the present invention more significantly.

[0025] Cation AX of xanthene dye structure + Examples of the dye having the formula (XT-1) include compounds represented by the formula (XT-1).

[0026]

[0027] In formula (XT-1), R xt1 ~R xt4 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R xt5 represents a substituent, m represents an integer of 0 to 5, Z xt represents a counter anion. xt If there is no xt1 ~R xt5 At least one of the groups comprises an anion.

[0028] R xt1 ~R xt4 The alkyl group and aryl group represented by R may have a substituent. Examples of the substituent include the groups listed as the substituent T described below and polymerizable groups. xt5 Examples of the substituent represented by include the groups exemplified below as the substituent T and polymerizable groups.

[0029] 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, and SbF 6 -Examples include imide anions, methide anions, and borate anions, with imide anions and methide anions being more preferred, and imide anions being even more preferred. As imide anions, bis(sulfonyl)imide anions are preferred. As methide anions, tris(sulfonyl)methide anions are preferred. As borate anions, tetraarylborate anions, tetracyanoborate anions, tetrafluoroborate anions, and the like are included. The molecular weight of the counter anion is preferably 100 to 1,000, more preferably 200 to 500.

[0030] In formula (XT-1), R xt1 ~R xt5 When at least one of the groups contains an anion, examples of the anion include a carboxylate anion, a sulfonate anion, an anion containing a phosphorus atom, an imide anion, a methide anion, and a borate anion. 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. Specifically, R xt1 ~R xt5 At least one of the 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).

[0031] The wavy lines in the above formulae represent bonds to other atoms or atomic groups.

[0032] R xt1 ~R xt5 When at least one of R xt1 ~R xt5 It is also preferable that at least one of them 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. 1Examples of the divalent linking group represented by L 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. 2 is -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. 6 may be the same or different. 6 The number of carbon atoms in the alkyl group containing a fluorine atom represented by R is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 3. 6 The number of carbon atoms in the fluorine atom-containing aryl group represented by 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. Examples of the substituent include the substituent T and polymerizable groups described below.

[0033] Cation AX of triarylmethane dye structure + Examples of dyes having the formula (TP-1) include compounds represented by formula (TP-1).

[0034]

[0035] In formula (TP-1), R tp1 ~R tp4 each independently represents a hydrogen atom, an alkyl group, or an aryl group; R tp5 is a hydrogen atom, an alkyl group, an aryl group, or NR tp9 R tp10 (R tp9 and R tp10 represents a hydrogen atom, an alkyl group, or an aryl group, and R tp6 , R tp7 and R tp8 each independently represents 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 t p 6 Comrade, R tp7 Peers and Rtp8 may be linked to each other to form a ring, tp represents a counter anion, and Z tp If there is no tp1 ~R tp8 At least one of the groups comprises an anion.

[0036] R tp1 ~R tp5 , R tp9 and R tp10 The alkyl group and aryl group represented by R may have a substituent. Examples of the substituent include the groups listed as the substituent T described below and polymerizable groups. tp6 , R tp7 and R tp8 Examples of the substituent represented by include the groups exemplified below as the substituent T and polymerizable groups.

[0037] In formula (TP-1), Z tp represents a counter anion. tp If there is no tp1 ~R tp8 At least one of the counter anions includes an anion. Examples of the counter anion include the counter anions described above in formula (XT-1). tp1 ~R tp8 When at least one of the groups contains an anion, the anion may be any of the anions described above.

[0038] (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 group having 1 to 30 carbon atoms), an alkylsulfonyl group (preferably a group having 1 to 30 carbon atoms), an arylsulfonyl group (preferably a group having 6 to 30 carbon atoms), a heteroarylsulfonyl group (preferably a group having 1 to 30 carbon atoms), , alkylsulfinyl groups (preferably having 1 to 30 carbon atoms), arylsulfinyl groups (preferably having 6 to 30 carbon atoms), heteroarylsulfinyl groups (preferably having 1 to 30 carbon atoms), ureido groups (preferably having 1 to 30 carbon atoms), hydroxy groups, carboxy groups, sulfo groups, phosphate groups, carboxylic acid amide groups, sulfonic acid amide groups, imidic acid groups, mercapto groups, halogen atoms, cyano groups, alkylsulfino groups, arylsulfino groups, hydrazino groups, imino groups, and heteroaryl groups (preferably having 1 to 30 carbon atoms). When these groups can be further substituted, they may further have a substituent.Examples of the substituent include the groups explained above as the substituent T, and polymerizable groups.

[0039] 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.

[0040] 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 aspects.

[0041] Furthermore, the dye (preferably dye A) is preferably a dye multimer because this tends to reduce the generation of residues during development. A dye multimer is a dye compound having 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 set to 100 or less. The dye structures in one molecule may be the same dye structure or different dye structures.

[0042] 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.

[0043] Examples of the structure of the dye multimer include 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, a dye multimer having a repeating unit represented by formula (A) will also be referred to as dye multimer (A). Furthermore, a dye multimer represented by formula (D) will also be referred to as dye multimer (D).

[0044] 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 can be set to 100% by mass or less, or can be set to 95% by mass or less. In formula (A), X 1 represents a trivalent linking group, L 1 represents a single bond or a divalent linking group; D 1 represents a structure derived from a dye compound.

[0045] X in formula (A) 1 Examples of the trivalent linking group represented by are 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 preferred, and a poly(meth)acrylic linking group is more preferred.

[0046] L 1 represents a single bond or a divalent linking group. 1 Examples of the divalent linking group represented by the formula (I) 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-, and -SO 2 - and groups formed by linking two or more of these together, where R represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group.

[0047] 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 described 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- or 6-membered ring. The heteroatom in the heterocyclic group is 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 described in the substituent group T.

[0048] D 1 Examples of the structure derived from a dye compound represented by the formula (I) include a residue in which one or more hydrogen atoms have been removed 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 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. 1 The structure derived from the dye compound represented by formula (XT-1) is preferably a structure derived from the compound represented by formula (XT-1) or a structure derived from the compound represented by formula (TP-1), and more preferably a structure derived from the compound represented by formula (XT-1).

[0049] The dye multimer (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 the polymerizable groups include ethylenically unsaturated bond-containing groups such as vinyl groups and (meth)acryloyl groups. Examples of the acid groups include carboxy groups, sulfo groups, and phosphate groups.

[0050] 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, more preferably 3% by mass or more. The upper limit is preferably 35% by mass or less, more preferably 30% by mass or less.

[0051] 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, more preferably 3% by mass or more. The upper limit is preferably 35% by mass or less, more preferably 30% by mass or less.

[0052] 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 represents a single bond or a divalent linking group; 4 represents a structure derived from a dye compound, and P 4 represents a substituent; n represents 2 to 15, k represents 0 to 13, and n+k is 2 to 15. 4 may be different from each other or may be the same. When k is 2 or more, a plurality of P 4 may be different from each other or may be the same.

[0053] 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.

[0054] L 41 and L 42each independently represents 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—, and —SO 2 - and groups formed by linking two or more of these. Here, each R independently represents a hydrogen atom, an alkyl group, or an aryl group. 42 and L 43 are each preferably independently a group containing —S—, and more preferably —S—.

[0055] L 4 The (n+k)-valent linking group represented by includes groups 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. Examples of the (n+k)-valent linking group 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.

[0056]

[0057] Specific examples of the (n+k)-valent linking group include the linking groups described in paragraph 0084 of WO 2016 / 208524.

[0058] D 4Examples of the structure derived from a dye compound represented by the formula (I) include a residue in which one or more hydrogen atoms have been removed 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 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. 4 The structure derived from the dye compound represented by formula (XT-1) is preferably a structure derived from the compound represented by formula (XT-1) or a structure derived from the compound represented by formula (TP-1), and more preferably a structure derived from the compound represented by formula (XT-1).

[0059] P 4 Examples of the substituent represented by P include an acid group and a polymerizable group. 4 The substituent represented by 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 P 4 may be the same or different.

[0060] - Pigment - The pigment may be either an inorganic pigment or an organic pigment, but from the viewpoints of a wide range of color variations, ease of dispersion, safety, etc., organic pigments are preferred.

[0061] Examples of organic pigments include phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, azomethine pigments, diketopyrrolopyrrole pigments, pyrrolopyrrole pigments, isoindoline pigments, quinophthalone pigments, triarylmethane pigments, xanthene pigments, cyanine pigments, quinoline pigments, and pteridine pigments.

[0062] The average primary particle diameter of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, 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, primary particles of the pigment refer to independent particles that are not aggregated.

[0063] 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 diffractometer and calculated using the Scherrer equation. The crystallite size of the pigment can be adjusted by known methods such as adjusting the production conditions or pulverizing the pigment after production.

[0064] The specific surface area of ​​the pigment is 1 to 300 m 2 / g. The lower limit is 10 m 2 / g or more, and 2 / g or more is more preferable. 2 / g or less, and 2 The value of the specific surface area can be determined according to the BET (Brunauer, Emmett and Teller) method in accordance with DIN 66131: Determination of the specific surface area of ​​solids by gas adsorption.

[0065] 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.

[0066] Examples of pigments include yellow pigments, orange pigments, red pigments, green pigments, purple pigments, and blue pigments.

[0067] Examples of the red pigment include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments, and diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments are preferred, and diketopyrrolopyrrole pigments are more preferred. Specific examples of the red pigment 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, a brominated diketopyrrolopyrrole compound described in JP-A-2020-085947 can also be used.

[0068] As the red pigment, 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.

[0069] Examples of green pigments include phthalocyanine pigments and squarylium pigments, with phthalocyanine pigments being preferred. Specific examples of green pigments include C.I. Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66. Furthermore, a halogenated zinc phthalocyanine pigment 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 per molecule can also be used as a green pigment. Specific examples include the compounds described in WO 2015 / 118720. Furthermore, as green colorants, the compounds described in paragraph 0029 of WO 2022 / 085485, the aluminum phthalocyanine compounds described in JP-A 2020-070426, and the diarylmethane compounds described in JP-A 2020-504758 can also be used.

[0070] As the green pigment, C.I. Pigment Green 7, 36, 58, 62, and 63 are preferred, and C.I. Pigment Green 36 and 58 are more preferred.

[0071] Examples of 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.

[0072] Examples of the yellow pigment include an azo pigment, an azomethine pigment, an isoindoline pigment, a pteridine pigment, a quinophthalone pigment, and a perylene pigment, and is preferably an isoindoline pigment, a quinophthalone pigment, or an azo pigment. Specific examples of the yellow pigment 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, 125, 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.

[0073] As the yellow pigment, an azobarbituric acid nickel complex having the following structure can also be used.

[0074] Examples of purple pigments include dioxazine pigments, quinacridone pigments, perylene pigments, thioindigo pigments, etc. Specific examples of purple pigments include C.I. Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.

[0075] 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. Furthermore, 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.

[0076] 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. 10-2020-0069730 A, Compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069070, compounds represented by formula 1 described in Korean Patent Publication No. 10-2020-0069067, compounds represented by 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 Japanese Patent Application Laid-Open No. 2020-180176, phenothiazine compounds described in Japanese Patent Application Laid-Open No. 2021-187913, halogenated zinc phthalocyanines described in International Publication No. 2022 / 004261, and halogenated zinc phthalocyanines described in International Publication No. halogenated zinc phthalocyanine described in Korean Patent Publication No. 10-2020-0030759, quinophthalone compounds represented by formula 1 in Korean Patent Publication No. 10-2020-0061793, polymeric dyes described in Korean Patent Publication No. 10-2020-0061793, chromatic 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 2022-045895, and WO 2022 / 05005 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, compounds described in US Patent Application Publication No. 2021 / 0355327, compounds described in WO 2022 / 065357, compounds described in JP-A-2020-045436, compounds described in Korean Patent Publication No. 10-2021-0146726, compounds described in JP-A-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 A, compounds described in JP 2022-096701 A, compounds described in JP 2020-023652 A, green pigments described in the Journal of the Japan Color Materials Association (published in 2022) pages 80 to 84, compounds described in JP 2022-143135 A, compounds described in JP 2022-140287 A, compounds described in WO 2022 / 136308, perylene compounds described in Chinese Patent Application Publication No. 113061349, Korean Patent Publication No. 10-2017-0018993 Cyan pigments described in the publication, isoindoline compounds described in JP 2020-180176 A, compounds described in JP 2023-013209 A, compounds described in JP 2023-013166 A, xanthene compounds described in WO 2023 / 286526, compounds described in JP 2021-155746 A, compounds described in JP 2021-155747 A, compounds described in JP 2021-155748 A, compounds described in JP 2021-155749 A, compounds described in WO 2018 / 051876, compounds described in JP 2020-083981 A, compounds described in JP 2023-056463 ​​A, compounds described in JP-T-2023-515473 A can also be used. The colorant may be a rotaxane. In this case, the dye skeleton may be used in the ring structure of the rotaxane, in the rod-like structure, or in both structures.

[0077] 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, and the upper limit is preferably 80% by mass or less, and more preferably 75% by mass or less.

[0078] The content of the dye 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. Furthermore, the content of the dye 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, or can be 90% by mass or less, or can be 80% by mass or less, or can be 70% by mass or less, or can be 60% by mass or less, or can be 50% by mass or less.

[0079] 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 relative to 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, more preferably 400 parts by mass or less.

[0080] <<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 light range is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0081] Examples of the photopolymerization initiator 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.Examples of the photopolymerization initiator include the compounds described in paragraphs 0065 to 0111 of JP-A No. 2014-130173, the compounds described in Japanese Patent No. 6301489, and the compounds described in MATERIAL STAGE 37-60pp, vol. 19, No. peroxide-based photopolymerization initiators described in JP-A-2019-3, 2019, photopolymerization initiators described in WO 2018 / 221177, photopolymerization initiators described in WO 2018 / 110179, photopolymerization initiators described in JP-A-2019-043864, photopolymerization initiators described in JP-A-2019-044030, peroxide-based initiators described in JP-A-2019-167313, aminoacetophenone-based initiators having an oxazolidine group described in JP-A-2020-055992, Oxime-based photopolymerization initiators described in JP-A-0459, polymers described in JP-A-2020-172619, compounds represented by formula 1 described in WO 2020 / 152120, compounds described in JP-A-2021-181406, photopolymerization initiators described in JP-A-2022-013379, compounds represented by formula (1) described in JP-A-2022-015747, fluorine-containing fluorene oxime ester-based photoinitiators described in JP-T-2021-507058, Chinese Patent Application Publication No. 1107643 Initiators described in Patent Publication No. 67, initiators described in JP-T-2022-518535, initiators described in WO 2021 / 175855, compounds described in Taiwan Patent Application Publication No. 202200534, compounds described in JP-A-2022-078550, compounds described in Korean Patent Publication No. 10-2017-0087330, compounds described in WO 2022 / 075452, oxime ester compounds described in Chinese Patent Application Publication No. 110066225, Korean Patent Publication No. 10-2017-0087330, Examples of the photopolymerization initiator include compounds described in WO 2019 / 013112, compounds having a triarylamine or N-arylcarbazole skeleton described in paragraphs 0042 to 0062, oxime ester photopolymerization initiators described in Japanese Patent No. 7219378, photopolymerization initiators described in Korean Patent Publication No. 10-2021-0146174, photopolymerization initiators described in WO 2019 / 013112, and photopolymerization initiators described in JP 2023-033731 A.

[0082] Specific examples of hexaarylbiimidazole compounds include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole.

[0083] Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (all manufactured by IGM Resins B.V.), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF). 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.

[0084] Examples of the oxime compound include the compounds described in paragraph 0142 of WO 2022 / 085485, the compounds described in Japanese Patent No. 5430746, the compounds described in Japanese Patent No. 5647738, the compounds represented by the general formula (1) of JP-A-2021-173858, and the compounds described in paragraphs 0022 to 0024, and the compounds represented by the general formula (1) of JP-A-2021-170089 and the compounds described in paragraphs 0117 to 0120. 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), etc. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04, Irgacure OXE05, Irgacure OXE06, Irgacure OXE07, Irgacure OXE08, Irgacure OXE09, Irgacure OXE10, Irgacure OXE11, Irgacure OXE12, Irgacure OXE13, Irgacure OXE14, Irgacure OXE15, Irgacure OXE16, Irgacure OXE17, Irgacure OXE18, Irgacure OXE19, Irgacure OXE20, Irgacure OXE21, Irgacure OXE22, Irgacure OXE23, Irgacure OXE24, Irgacure OXE25, Irgacure OXE26, Irgacure OXE27, Irgacure OXE28, Irgacure OX OXE04 (all manufactured by BASF), TR-PBG-301, TR-PBG-304, TR-PBG-305, TR-PBG-309, TR-PBG-3054, TR-PBG-3057, TR-PBG-314, TR-PBG-327, TR-PBG-345, TR-PBG-346, TR- Examples of the oxime compound include PBG-358, TR-PBG-365, TR-PBG-380, TR-PBG-610, TR-PBG-A, and TR-PBG-B (all manufactured by TRONLY Corporation), 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, as the oxime compound, a compound that is not colorable or a compound that is highly transparent and does not easily discolor. Commercially available products include ADEKA ARCLES NCI-730, NCI-831, NCI-831E, and NCI-930 (all manufactured by ADEKA Corporation).

[0085] 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 hydroxy group is bonded to a carbazole skeleton, or a compound described in paragraphs 0143 to 0149 of WO 2022 / 085485 can also be used.

[0086] As the photopolymerization initiator, a compound represented by formula (OX-1) can also be used.

[0087] In formula (OX-1), X 1a represents a divalent linking group containing at least one ring selected from the group consisting of an aromatic ring and a heterocyclic ring; 1a represents a hydrogen atom or an acyl group; R 2a represents an alkyl group or an aryl group; R 3a and R 4a each independently represents a hydrogen atom or an alkyl group; Alk 1 and Alk 2 each independently represents an alkyl group; R 3a and R 4a may be bonded to form a ring, Alk 1 and Alk 2 may be bonded to form a ring, and n represents 0 or 1.

[0088] X in formula (OX-1) 1a Examples of the divalent linking group represented by include a divalent aromatic ring group, a divalent heterocyclic group, a divalent group in which two or more aromatic rings are bonded via a single bond or a linking group, a divalent group in which two or more heterocycles are bonded via a single bond or a linking group, and a divalent group in which an aromatic ring and a heterocycle are bonded via a single bond or a linking group. Examples of the linking group that bonds the above-mentioned aromatic rings, heterocyclic groups, or aromatic rings and heterocycles include -CH 2 -, -O-, -CO-, -S-, -NR x - and groups combining these. xrepresents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heterocyclic group.

[0089] X in formula (OX-1) 1a is preferably a group represented by any one of formulas (X-1) to (X-13), more preferably a group represented by formula (X-1), formula (X-2), formula (X-4), formula (X-6) or formula (X-8), and further preferably a group represented by formula (X-2) or formula (X-6).

[0090] In the formula R X1 ~R X9 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, or a heteroaryl group, and * represents a bond.

[0091] R X1 ~R X9 The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, and more preferably 1 to 10. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, and a heteroaryl group.

[0092] R X1 ~R X9 The number of carbon atoms in the alkenyl group represented by is preferably 2 to 15, and more preferably 2 to 10. The alkenyl group may be linear, branched, or cyclic. The alkenyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, and a heteroaryl group.

[0093] R X1 ~R X9 The number of carbon atoms in the alkynyl group represented by is preferably 2 to 15, and more preferably 2 to 10. The alkynyl group may be linear, branched, or cyclic. The alkynyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, and a heteroaryl group.

[0094] R X1 ~R X9The number of carbon atoms in the aryl group represented by is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heteroaryl group.

[0095] R X1 ~R X9 The heteroaryl group represented by is preferably a 5-membered or 6-membered ring. The heteroatoms contained in the heteroaryl group are preferably oxygen atoms, nitrogen atoms, and sulfur atoms. The number of heteroatoms contained in the heteroaryl group is preferably 1 to 3. The heteroaryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and an aryl group.

[0096] R in formula (OX-1) 1a represents a hydrogen atom or an acyl group, and is preferably an acyl group. 1a The acyl group represented by is —C(O)—R 101a It is preferable that R 101a represents an aryl group or a heteroaryl group, and is preferably an aryl group.

[0097] R 101a The number of carbon atoms in the aryl group represented by R is preferably 6 to 20, and more preferably 6 to 12. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, a heteroaryl group, an alkoxy group, an alkylthio group, an alkylamino group, an aryloxy group, an arylthio group, an arylamino group, and an acyl group. 101a The aryl group represented by is preferably a phenyl group, a methylphenyl group or a naphthyl group, more preferably a methylphenyl group or a naphthyl group.

[0098] R 101aThe heteroaryl group represented by is preferably a 5- or 6-membered ring. The heteroatoms contained in the heteroaryl group are preferably oxygen, nitrogen, or sulfur atoms. The number of heteroatoms contained in the heteroaryl group is preferably 1 to 3. The heteroaryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an alkylthio group, an alkylamino group, an aryloxy group, an arylthio group, an arylamino group, and an acyl group.

[0099] R 101a is also preferably a group represented by any one of the above formulas (X-1) to (X-13). 101a It is also preferable that the groups represented by formulas (X-1) to (X-13) further have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group, an alkoxy group, an alkylthio group, an alkylamino group, an aryloxy group, an arylthio group, an arylamino group, and an acyl group.

[0100] R in formula (OX-1) 2a represents an alkyl group or an aryl group, and is preferably an alkyl group because the reactivity of the generated radical is high. 2a The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, more preferably 1 to 10, even 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, but is preferably an unsubstituted alkyl group. R 2a The alkyl group represented by R is preferably an unsubstituted linear or branched alkyl group, and more preferably an unsubstituted linear alkyl group. 2a The number of carbon atoms in the aryl group represented by is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. The aryl group may have a substituent, but is preferably an unsubstituted aryl group.

[0101] R in formula (OX-1)3a and R 4a R each independently represents a hydrogen atom or an alkyl group, and is preferably a hydrogen atom. 3a and R 4a The number of carbon atoms in the alkyl group represented by is preferably 1 to 15, more preferably 1 to 10, even 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, but is preferably an unsubstituted alkyl group. R 3a and R 4a may be bonded to form a ring. The ring formed is preferably a 5- or 6-membered ring, and more preferably a 5- or 6-membered aliphatic hydrocarbon ring.

[0102] Alk of formula (OX-1) 1 and Alk 2 each independently represents an alkyl group. The number of carbon atoms in the alkyl group is preferably 1 to 15, more preferably 1 to 10, even 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, but is preferably an unsubstituted alkyl group. Alk 1 and Alk 2 may be bonded to form a ring, and preferably form a ring. The ring formed is preferably a 5- or 6-membered ring, more preferably a 5- or 6-membered aliphatic hydrocarbon ring, and more preferably a cyclopentane ring or a cyclohexane ring.

[0103] In formula (OX-1), n ​​represents 0 or 1, and is preferably 0.

[0104] Specific examples of the compound represented by formula (OX-1) include the compounds described in paragraphs 0092 to 0096 of JP-A No. 2012-113104 and the compound described in paragraph 0041 of JP-A No. 2012-189997.

[0105] As the photopolymerization initiator, a compound represented by formula (OX-2) can also be used.

[0106]

[0107] In formula (OX-2), R 1b and R 2b each independently represents a substituent, R 3b ~R 7b each independently represents a hydrogen atom or a substituent, Ar 1b represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent; n represents 0 or 1;

[0108] R 1b and R 2b Examples of the substituent represented by include an alkyl group and an aryl group, and an alkyl group is preferred. The alkyl group preferably has 1 to 15 carbon atoms, and more preferably 1 to 10 carbon atoms. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, an alkenyl group, an alkynyl group, and a heteroaryl group. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms, even more preferably 6 to 10 carbon atoms, and particularly preferably 6 carbon atoms. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heteroaryl group.

[0109] R 3b ~R 7b Examples of the substituent represented by R include a halogen atom, an alkyl group, and an aryl group. Examples of the alkyl group and the aryl group include those described above. 3b ~R 7b is preferably a hydrogen atom.

[0110] Ar 1brepresents an aryl group which may have a substituent or a heteroaryl group which may have a substituent, Ar 1b is preferably an aryl group which may have a substituent. The number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12, still more preferably 6 to 10, and particularly preferably 6. Examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an alkylthio group, an arylthio group, a nitro group, and an acyl group, and an acyl group is preferred. Examples of the acyl group include the acyl groups described above, and -C(O)-R 101a It is preferable that:

[0111] As the photopolymerization initiator, a compound represented by formula (OX-3) can also be used.

[0112]

[0113] In formula (OX-3), Ar 1c represents a (k+m+1)-valent aromatic ring group or a (k+m+1)-valent heterocyclic group; Ar 2c represents a (k+2)-valent aromatic ring group or a (k+2)-valent heterocyclic group; R 1c ~R 3c each independently represents a substituent; 1c is a single bond or CR 11c R 12c represents R 11c and R 12c each independently represents a hydrogen atom, an alkyl group, or an aryl group; 1c Ha-CH 2 represents -, -N-, -O- or -S-; k represents 0 or 1; m represents an integer of 0 to 4; and n represents 0 or 1.

[0114] R 1c and R 2cExamples of the substituent represented by include an alkyl group and an aryl group, and an alkyl group is preferred. The alkyl group preferably has 1 to 15 carbon atoms, and more preferably 1 to 10 carbon atoms. The alkyl group may be linear, branched, or cyclic. The alkyl group may have a substituent. Examples of the substituent include a halogen atom, an aryl group, an alkenyl group, an alkynyl group, and a heteroaryl group. The aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms, even more preferably 6 to 10 carbon atoms, and particularly preferably 6 carbon atoms. The aryl group may have a substituent. Examples of the substituent include a halogen atom, an alkyl group, an alkenyl group, an alkynyl group, and a heteroaryl group. R 2c is preferably an alkyl group having a branched or cyclic structure.

[0115] R 3c Examples of the substituent represented by include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, and an acyl group, and an acyl group is preferred. Examples of the acyl group include the acyl groups described above, and -C(O)-R 101a It is preferable that:

[0116] L 1c is a single bond or CR 11c R 12c represents R 11c and R 12c R each independently represents a hydrogen atom, an alkyl group, or an aryl group. 11c and R 12c The alkyl group and aryl group in R 1c and R 2c When k is 1, L 1c is preferably a single bond.

[0117] X 1c is -CH 2 It represents -, -N-, -O- or -S-, and is preferably -O- or -S-.

[0118] Ar 1crepresents a (k+m+1)-valent aromatic ring group or a (k+m+1)-valent heterocyclic group, and is preferably a (k+m+1)-valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0119] Ar 2c represents a (k+2)-valent aromatic ring group or a (k+2)-valent heterocyclic group, and is preferably a (k+2)-valent aromatic ring group. The aromatic ring group is preferably a benzene ring group or a naphthalene ring group, and more preferably a benzene ring group.

[0120] k represents 0 or 1, and is preferably 0. m represents an integer of 0 to 4, and is preferably 0 or 1, and more preferably 1. n represents 0 or 1, and is preferably 0.

[0121] Specific examples of oxime compounds that can be preferably used in the present invention are shown below, but the present invention is not limited to these.

[0122]

[0123]

[0124]

[0125]

[0126]

[0127] 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, thereby obtaining good sensitivity. Furthermore, when a compound with an asymmetric structure is used, crystallinity is reduced and solubility in solvents and the like is improved, making it less likely to precipitate over time, and improving the stability of the coloring composition over time. Specific examples of bifunctional or trifunctional or higher functional photoradical polymerization initiators include the compounds described in paragraph 0148 of WO 2022 / 065215.

[0128] The content of the polymerization initiator in the total solid content of the colored 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 colored 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, the total amount thereof is preferably within the above range.

[0129] <<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 ethylenically unsaturated bond-containing group include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound used in the present invention is preferably a radically polymerizable compound.

[0130] 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 3,000. The upper limit is more preferably 2,000 or less, and even more preferably 1,500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0131] The polymerizable compound is preferably a compound containing three 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. Furthermore, the polymerizable compound is preferably a trifunctional to 15-functional (meth)acrylate compound, and more preferably a trifunctional to hexafunctional (meth)acrylate compound. Specific examples of the polymerizable compound include the compounds described in paragraphs 0075 to 0083 of WO 2022 / 065215.

[0132] Preferred polymerizable compounds include dipentaerythritol tri(meth)acrylate (commercially available product: KAYARAD D-330, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetra(meth)acrylate (commercially available product: KAYARAD D-320, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available product: KAYARAD D-310, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available products: KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd., and NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds having a structure in which the (meth)acryloyl group is bonded via an ethylene glycol and / or propylene glycol residue (e.g., SR454, SR499, commercially available from Sartomer). Examples of polymerizable compounds include diglycerin EO (ethylene oxide) modified (meth)acrylate (commercially available product: M-460, manufactured by Toagosei Co., Ltd.), pentaerythritol tetraacrylate (NK Ester A-TMMT, manufactured by Shin-Nakamura Chemical Co., Ltd.), and 1,6-hexanediol diacrylate (KAYARAD, manufactured by Nippon Kayaku Co., Ltd.). HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.), dendrimer structure or hyperbranched structure described in JP-A-2023-043479, and the like can also be used.

[0133] The content of the polymerizable compound in the total solid content of the coloring composition is preferably 1 to 35% by mass, and more preferably 5 to 30% by mass. The upper limit is preferably 25% by mass or less, and more preferably 20% by mass or less. The lower limit is preferably 8% by mass or more, and more preferably 10% by 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, the total amount thereof preferably falls within the above range.

[0134] <<Compound D>> The colored composition of the present invention contains a compound D which is a salt of a compound d1 having a thermosetting group and a cationic group, and a counter anion d2, and which is represented by formula (Aλ) and has a specific absorbance of 5 or less. The thermosetting group contained in the compound d1 is at least one selected from a cyclic ether group and a methylol group.

[0135] 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, and A 1 represents the absorbance of Compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm, and 1 represents the cell length in cm, and c 1 represents the concentration of Compound D in solution, expressed in mg / ml.

[0136] 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 absorbance of light in the visible range. There is no lower limit for the specific absorbance. When a lower limit for the specific absorbance is set, the specific absorbance represented by formula (Aλ) may be determined to be 0.001 or more.

[0137] In the formula (Aλ), “A 1The absorbance represented by " 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.

[0138] The weight average molecular weight of compound D is preferably 800 or more, more preferably 2000 or more, even more preferably 2500 or more, still 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, even more preferably 30,000 or less, and even more preferably 20,000 or less.

[0139] The thermosetting group value of compound D is preferably 0.5 mmol / g or more, more preferably 1.0 mmol / g or more, and even more preferably 2.0 mmol / g or more. The upper limit is preferably 7.0 mmol / g or less, more preferably 6.0 mmol / g or less, and even more preferably 5.0 mmol / g or less.

[0140] The thermosetting group value of compound D is a numerical value representing the total molar amount of cyclic ether groups and methylol groups per 1 g of solid content of compound D. When the thermosetting group value can be calculated from the structural formula of compound D, the value calculated from the structural formula is used. When it 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 thermosetting 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. When the component (a) cannot be extracted from compound D by alkali treatment, the value measured by an NMR (nuclear magnetic resonance) method is used.

[0141] Compound D may have an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, an allyl group, and a (meth)acryloyl group. When compound D has an ethylenically unsaturated bond-containing group, compound d1 may have an ethylenically unsaturated bond-containing group, and counter anion d2 may have an ethylenically unsaturated bond-containing group. However, it is preferable that compound d1 has an ethylenically unsaturated bond-containing group, since this can further improve curability.

[0142] When compound D has an ethylenically unsaturated bond-containing group, the ethylenically unsaturated bond-containing group value of compound D is preferably 0.1 mmol / g or more, more preferably 0.3 mmol / g or more, even more preferably 0.7 mmol / g or more, still 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.

[0143] The ethylenically unsaturated bond-containing group value of compound D is a numerical value representing the molar amount of ethylenically unsaturated bond-containing groups per 1 g of solid content of compound D. When the ethylenically unsaturated bond-containing group value can be calculated from the structural formula of compound D, the value calculated from the structural formula is used. When the ethylenically unsaturated bond-containing 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 charged is used. When the ethylenically unsaturated bond-containing 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. When the component (a) cannot be extracted from compound D by alkali treatment, the value measured by an NMR (nuclear magnetic resonance) method is used.

[0144] When compound D has an ethylenically unsaturated bond-containing group, the ratio of the thermally crosslinkable group value to the ethylenically unsaturated bond-containing group value of compound D (thermal crosslinkable group value:ethylenically unsaturated bond-containing group value) is preferably 1:0.1 to 5, more preferably 1:0.3 to 3, and even more preferably 1:0.4 to 2.

[0145] It is also preferable that compound D has an acid group. According to this embodiment, the developability of the colored composition can be improved, and when a pattern is formed by photolithography to form pixels, the generation of development residues can be further suppressed. Examples of the acid group that compound D has include a carboxy group, a phosphate group, a sulfo group, and a phenolic hydroxy group, and a carboxy group is preferred because the generation of development residues can be further suppressed. When compound D has an acid group, it is preferable that compound d1 also has an acid group. The acid value of compound D is preferably 0.10 to 2.50 mmol / g. The upper limit is preferably 2.00 mmol / g or less, and more preferably 1.80 mmol / g or less. The lower limit is preferably 0.20 mmol / g or more, and more preferably 0.30 mmol / g or more.

[0146] When compound D has an acid group, the ratio of the thermally crosslinkable group value to the acid value of compound D (thermal crosslinkable group value:acid value) is preferably 1:0.1 to 3, more preferably 1:0.2 to 2, and even more preferably 1:0.3 to 1.

[0147] 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.

[0148] 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.

[0149] Specific examples of Compound D include Compounds AP-1 to AP-27 shown in the Examples below.

[0150] (Compound d1) In the compound D, the compound d1 that forms a salt with the counter anion d2 is a compound d1 having a thermosetting group and a cationic group.

[0151] The thermosetting group is at least one selected from a cyclic ether group and a methylol group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The epoxy group may be an alicyclic epoxy group. The alicyclic epoxy group refers to a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are condensed. The thermosetting group is preferably a cyclic ether group, more preferably an epoxy group or an oxetanyl group, and even more preferably an oxetanyl group because this can improve the storage stability of the colored composition.

[0152] The weight-average molecular weight of compound d1 is preferably 800 or more, more preferably 2000 or more, even more preferably 2500 or more, still 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, still more preferably 30,000 or less, and even more preferably 20,000 or less.

[0153] Examples of the cationic group contained in compound d1 include a quaternary ammonium cationic group, a pyridinium cationic group, and an imidazolium cationic group, and the quaternary ammonium cationic group is preferred. The quaternary ammonium cationic group is preferably a group represented by formula (Cat-1).

[0154] In the formula, R cat1 ~R cat3 each independently represents an alkyl group or an aryl group, and * represents a bond.

[0155] R cat1 ~R cat3 The number of carbon atoms in the alkyl group represented by R is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5. cat1 ~R cat3The alkyl group represented by R is preferably linear or branched, and more preferably linear. cat1 ~R cat3 The aryl group represented by the formula (I) preferably has 6 to 20 carbon atoms, and more preferably has 6 to 12 carbon atoms.

[0156] R cat1 ~R cat3 are preferably each independently an alkyl group. cat1 and R cat2 are each independently preferably an alkyl group having 1 to 5 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, further preferably a methyl group or an ethyl group, and particularly preferably a methyl group. cat3 is preferably 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, still more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0157] The cationic group value of compound d1 is preferably 0.01 to 3.00 mmol / g. The upper limit is preferably 2.00 mmol / g or less, more preferably 1.50 mmol / g or less, and even more preferably 1.00 mmol / g or less. The lower limit is preferably 0.05 mmol / g or more, and more preferably 0.08 mmol / g or more.

[0158] The ratio of the thermally crosslinkable group value to the cationic group value of compound d1 is preferably thermally crosslinkable group value:cationic group value=1:0.01 to 2, more preferably 1:0.05 to 1, and even more preferably 1:0.1 to 0.5.

[0159] It is also preferable that compound d1 has an acid group. According to this embodiment, the developability of the coloring composition can be improved, and when a pixel is formed by pattern formation using a photolithography method, the generation of development residues can be further suppressed. Examples of the acid group that compound d1 has include a carboxy group, a phosphate group, a sulfo group, and a phenolic hydroxy group, and a carboxy group is preferred because the generation of development residues can be further suppressed.

[0160] The acid value of compound d1 is preferably 0.10 to 2.50 mmol / g. The upper limit is preferably 2.00 mmol / g or less, more preferably 1.80 mmol / g or less. The lower limit is preferably 0.20 mmol / g or more, more preferably 0.30 mmol / g or more.

[0161] Compound d1 may have an ethylenically unsaturated bond-containing group. According to this embodiment, it is possible to increase the remaining property of compound d1 in the coloring composition, and to further improve the moist heat resistance and light fastness of the obtained film. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, an allyl group, and a (meth)acryloyl group.

[0162] When compound d1 has an ethylenically unsaturated bond-containing group, the ethylenically unsaturated bond-containing group value of compound d1 is preferably 0.1 mmol / g or more, more preferably 0.3 mmol / g or more, even more preferably 0.7 mmol / g or more, still 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.

[0163] The compound d1 is preferably a polymer having a repeating unit d1-1 having a thermosetting group and a repeating unit d1-2 having a cationic group.

[0164] When compound d1 is a polymer having repeating unit d1-1 having a thermosetting group and repeating unit d1-2 having a cationic group, compound D preferably has a salt formed by coordination of counter anion d2 to the cationic group of repeating unit d1-2. The ClogP value of the salt structure formed by repeating unit d1-2 and counter anion d2 is preferably −10.0 to 2.0, more preferably −5.0 to 1.0, and even more preferably −3.0 to 0.0, because this can further improve the moist heat resistance and light fastness of the resulting film.

[0165] The CLogP value is a 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).

[0166] 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 enclosed by the dashed line in the polymer having the following structure. The ClogP value of the structure of the portion enclosed by the dashed line is −1.24.

[0167] Examples of the repeating unit d1-1 having a thermosetting group include a repeating unit represented by formula (d1-1).

[0168] In the formula, A d10 represents a trivalent linking group, L d10 represents a single bond or a divalent linking group, R d10 represents a thermosetting group.

[0169] A d10Examples of the trivalent linking group represented by the formula (I) 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, a polystyrene linking group, and a polyphenylmethane linking group. A poly(meth)acrylic linking group, a polyether linking group, a polyphenylmethane linking group, or a polyalkyleneimine linking group is preferred, and a poly(meth)acrylic linking group is more preferred.

[0170] L d10 Examples of the divalent linking group represented by 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 groups combining two or more of these groups. x1 represents a hydrogen atom, an alkyl group, or an aryl group. The alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group, an alkoxy group, and an acyl group.

[0171] R d10 The thermosetting group represented by is a cyclic ether group or a methylol group, preferably a cyclic ether group, more preferably an epoxy group or an oxetanyl group, and even more preferably an oxetanyl group.

[0172] The content of repeating units d1-1 having a thermosetting group in compound d1 is preferably 10 to 90% by mass. The upper limit is preferably 80% by mass or less, and more preferably 70% by mass or less. The lower limit is preferably 20% by mass or more, and more preferably 30% by mass or more.

[0173] Examples of the repeating unit d1-2 having a cationic group include a repeating unit represented by formula (d1-2).

[0174] In the formula, A d20 represents a trivalent linking group, L d20represents a single bond or a divalent linking group, R d20 represents a cationic group.

[0175] A d20 Examples of the trivalent linking group represented by the formula (I) 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, a polystyrene linking group, and a polyphenylmethane linking group. A poly(meth)acrylic linking group, a polyether linking group, a polyphenylmethane linking group, or a polyalkyleneimine linking group is preferred, and a poly(meth)acrylic linking group is more preferred.

[0176] L d20 Examples of the divalent linking group represented by 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 groups combining two or more of these groups. x2 represents a hydrogen atom, an alkyl group, or an aryl group. The alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group, an alkoxy group, and an acyl group.

[0177] R d20 Examples of the cationic group represented by include the cationic groups described above, and the preferred ranges are also the same.

[0178] 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, still 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 still more preferably 10% by mass or more.

[0179] Compound d1 may further contain a repeating unit d1-3 having an ethylenically unsaturated bond-containing group. Examples of the repeating unit d1-3 having an ethylenically unsaturated bond-containing group include a repeating unit represented by formula (d1-3).

[0180] In the formula, A d30 represents a trivalent linking group, L d30 represents a single bond or a divalent linking group, R d30 represents an ethylenically unsaturated bond-containing group.

[0181] A d30 Examples of the trivalent linking group represented by the formula (I) 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, a polystyrene linking group, and a polyphenylmethane linking group. A poly(meth)acrylic linking group, a polyether linking group, a polyphenylmethane linking group, or a polyalkyleneimine linking group is preferred, and a poly(meth)acrylic linking group is more preferred.

[0182] L d30 Examples of the divalent linking group represented by 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 groups combining two or more of these groups. x3 represents a hydrogen atom, an alkyl group, or an aryl group. The alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group, an alkoxy group, and an acyl group.

[0183] R d30 Examples of the ethylenically unsaturated bond-containing group represented by include the groups mentioned above.

[0184] When compound d1 contains repeating units d1-3 having an ethylenically unsaturated bond-containing group, the content of repeating units d1-3 having an ethylenically unsaturated bond-containing 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.

[0185] Compound d1 may further contain a repeating unit d1-4 having an acid group. Examples of the repeating unit d1-4 having an acid group include a repeating unit represented by formula (d1-4).

[0186] In the formula, A d40 represents a trivalent linking group, L d40 represents a single bond or a divalent linking group, R d40 represents an acid group.

[0187] A d40 Examples of the trivalent linking group represented by the formula (I) 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, a polystyrene linking group, and a polyphenylmethane linking group. A poly(meth)acrylic linking group, a polyether linking group, a polyphenylmethane linking group, or a polyalkyleneimine linking group is preferred, and a poly(meth)acrylic linking group is more preferred.

[0188] L d40 Examples of the divalent linking group represented by 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 x4 -, -S-, and groups combining two or more of these groups. x4represents a hydrogen atom, an alkyl group, or an aryl group. The alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group, an alkoxy group, and an acyl group.

[0189] R d40 Examples of the acid group represented by include the groups mentioned above.

[0190] When compound d1 contains repeating units d1-4 having an acid group, the content of repeating units d1-4 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.

[0191] The compound d1 may further have a repeating unit other than the repeating units d1-1 to d1-4 described above.

[0192] (Counter Anion d2) In compound D, examples of the counter anion d2 that forms a salt with the specific cation include an imide anion, a methide anion, a borate anion, a sulfonate anion, a carboxylate anion, a phosphate anion, and an anion containing a phosphorus atom or an antimony atom. An imide anion, a methide anion, a borate anion, or a sulfonate anion is preferred, an imide anion or a sulfonate anion is more preferred, and a sulfonate anion is even more preferred.

[0193] The molecular weight of the counter anion d2 is preferably 50 or more, more preferably 51 to 900, more preferably 100 to 600, and even more preferably 150 to 400.

[0194] The counter anion d2 may have an ethylenically unsaturated bond-containing group, such as a vinyl group, an allyl group, or a (meth)acryloyl group.

[0195] 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-4) because this can further improve the moist heat resistance of the resulting film.

[0196] In formula (BZ-1), R 111 is -SO 2 -R 201 or -CO-R 201 represents R 112 represents an alkyl group, an aryl group, or —SO 2 -R 202 or -CO-R 202 represents R 201 and R 202 each independently represents a halogen atom, an alkyl group, or an aryl group; R 111 and R 112 may be bonded to form a ring.

[0197] R 112 , R 201 and R 202 The alkyl group represented by R preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. 112 , R 201 and R 202 The alkyl group represented by R 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. 112 , R 201 and R 202 The aryl group represented by R preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. 112 , R 201 and R 202 The aryl group represented by R 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. 201 and R 202 Examples of the halogen atom represented by R include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferred. 111 and R 112may be bonded to form a ring. The ring formed is preferably a 5-membered or 6-membered ring.

[0198] R in formula (BZ-1) 111 Ha-SO 2 -R 201 So, R 112 Ha-SO 2 -R 202 It is preferable that R 201 and R 202 are each independently preferably 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 further preferably an alkyl group having a fluorine atom as a substituent.

[0199] In formula (BZ-2), R 113 is -SO 2 -R 203 or -CO-R 203 represents R 114 and R 115 are each independently -SO 2 -R 204 , -CO-R 204 or a cyano group, R 203 and R 204 each independently represents a halogen atom, an alkyl group, or an aryl group; R 113 And, R 114 or R 115 may be bonded to form a ring.

[0200] R 203 and R 204 The alkyl group represented by R preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. 203 and R 204 The alkyl group represented by R 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. 203 and R 204 The aryl group represented by R preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. 203 and R 204The aryl group represented by R 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. 203 and R 204 Examples of the halogen atom represented by R include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferred. 113 And, R 114 or R 115 may be bonded to form a ring. The ring formed is preferably a 5-membered or 6-membered ring.

[0201] In formula (BZ-2), R 113 is -SO 2 -R 203 It is preferable that R 114 and R 115 are each independently -SO 2 -R 204 or -CO-R 204 is preferably —SO 2 -R 204 It is more preferable that R 203 and R 204 are each independently preferably 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 further preferably an alkyl group having a fluorine atom as a substituent.

[0202] In formula (BZ-3), R 116 ~R 119 each independently represents a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group. Examples of halogen atoms include a fluorine atom, a chlorine atom, and a bromine atom, with a fluorine atom being preferred. The alkyl group, aryl group, alkoxy group, and aryloxy group may have a substituent or may be unsubstituted. When a substituent is present, it is preferably a halogen atom or an alkyl group substituted with a halogen atom, and more preferably a fluorine atom or an alkyl group substituted with a fluorine atom.

[0203] In formula (BZ-3), R 116 ~R 119 at least one of R is preferably 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, 116 ~R 119 It is more preferable that all of the groups are cyano groups, fluorine atoms, alkyl groups having a fluorine atom as a substituent, or aryl groups having a fluorine atom as a substituent, and it is even more preferable that all of the groups are fluorine atoms.

[0204] In formula (BZ-4), R 120 represents an alkyl group or an aryl group. 120 The alkyl group represented by R preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. 120 The alkyl group represented by 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. 120 The aryl group represented by R preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. 120 The aryl group represented by 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. 120 is preferably an aryl group.

[0205] In formula (BZ-5), R 121 represents an alkyl group or an aryl group. 121 The alkyl group represented by R preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. 121 The alkyl group represented by 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. 121 The aryl group represented by R preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. 121The aryl group represented by may have a substituent, such as a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, or an acyloxy group.

[0206] In formula (BZ-6), R 122 represents an alkyl group or an aryl group, R 123 represents a hydrogen atom, an alkyl group, or an aryl group. 122 and R 123 The alkyl group represented by R preferably has 1 to 10 carbon atoms, more preferably 1 to 6 carbon atoms. 122 and R 123 The alkyl group represented by 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. 122 and R 123 The aryl group represented by R preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. 122 and R 123 The aryl group represented by may have a substituent, such as a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, an acyl group, or an acyloxy group.

[0207] In formula (BZ-7), R 124 ~R 129 R each independently represents a halogen atom or a halogenated hydrocarbon group. 124 ~R 129 Examples of the halogen atom represented by R include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferred. 124 ~R 129 The halogenated hydrocarbon group represented by is preferably an alkyl group having a halogen atom as a substituent, 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, more preferably 1 to 6.

[0208] In formula (BZ-8), R 130 ~R 135 R each independently represents a halogen atom or a halogenated hydrocarbon group. 130 ~R135 Examples of the halogen atom represented by R include a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is preferred. 130 ~R 135 The halogenated hydrocarbon group represented by is preferably an alkyl group having a halogen atom as a substituent, 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, more preferably 1 to 6.

[0209] Specific examples of the counter anion d2 include anions having the structures shown below.

[0210] 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 (C) - ,(CF 3 ) 2 B (C) 2 - ,(C 2 F 5 ) 3 B (C) - ,(C 2 F 5 ) 2 B (C) 2 - ,(n-C 3 F 7 ) 3 B (C) - ,(n-C 4 F 9 ) 3 B (C) - ,(n-C 4 F 9 ) 2 B (C) 2 - ,(n-C 6 F 13 ) 3B (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) - , (CH 2 C 2 F 5 ) 2 B (CN) 2 - , (CH 2 CH 2 C 3 F 7 ) 2 B (CN) 2 - , (n-C 3 F 7 CH 2 ) 2 B (CN) 2 - , (C 6 H 5 ) 3 B (CN) - and anions of the following structures are also specific examples:

[0211] The content of compound D in the total solid content of the coloring composition is preferably 1 to 60% by mass. The upper limit is preferably 50% by mass or less, and more preferably 40% by mass or less. The lower limit is preferably 3% by mass or more, and more preferably 6% by mass or more. When the content of compound D is within the above range, the effects of the present invention are more significantly exhibited.

[0212] The content of compound D is preferably 5 to 1,000 parts by mass relative to 100 parts by mass of the 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. When the content of compound D is within the above range, the effects of the present invention are more significantly exhibited.

[0213] <<Resin>> The coloring composition of the present invention preferably further contains a resin in addition to the above-described compound D. The resin is blended, for example, for the purpose of 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 also be used for purposes other than these uses.

[0214] 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.

[0215] 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, examples of the resin include the resins described in paragraphs 0091 to 0099 of WO 2022 / 065215, the blocked polyisocyanate resins described in JP 2016-222891 A, the resins described in JP 2020-122052 A, the resins described in JP 2020-111656 A, the resins described in JP 2020-139021 A, the resins described in JP 2017-138503 A containing a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain, and the resins described in paragraphs 0199 to 0199 of JP 2020-186373 A. 0233, 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, the copolymer containing an epoxy group and an acid group described in WO 2022 / 030445, the resin described in JP 2018-135514 A, the copolymer described in JP 2020-041046 A, the resin described in JP 2023-033156 A, the resin described in JP 2023-030386 A, and the resin described in JP 2023-027753 A can also be used.

[0216] The resin preferably has an acid group. The 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.

[0217] 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.

[0218] The resin having an acid group preferably contains a repeating unit having an acid group on a side chain, and more preferably contains 5 to 70 mol% of the repeating units having an acid group on a side chain based on all repeating units of the resin. The upper limit of the content of repeating units having an acid group on a side chain is preferably 50 mol% or less, more preferably 30 mol% or less. The lower limit of the content of repeating units having an acid group on a side chain is preferably 10 mol% or more, more preferably 20 mol% or more.

[0219] For resins having acid groups, please refer to the descriptions in paragraphs

[0558] to

[0571] of JP 2012-208494 A (corresponding to paragraphs

[0685] to

[0700] of U.S. Patent Application Publication No. 2012 / 0235099 A) and paragraphs

[0076] to

[0099] of JP 2012-198408 A, the contents of which are incorporated herein by reference. Alternatively, commercially available resins having acid groups can be used. There are no particular limitations on the method for introducing acid groups into the resin, and examples include the method described in Japanese Patent No. 6,349,629 A. Furthermore, examples of methods for introducing acid groups into the resin include a method in which an acid anhydride is reacted with a hydroxy group generated by a ring-opening reaction of an epoxy group to introduce the acid group.

[0220] 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 a side chain, more preferably a copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing a basic group, and even more preferably a block copolymer having a repeating unit having a basic group in a side chain and a repeating unit not containing 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, more preferably 20 mgKOH / g or more. The upper limit is preferably 200 mgKOH / g or less, more preferably 100 mgKOH / g or less.

[0221] Commercially available resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, and BYK-LPN6919 (all manufactured by BYK-Chemie), and Solsperse 11. 200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by Lubrizol Japan Corporation), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like. In addition, the resin having a basic group may be the block copolymer (B) described in paragraphs 0063 to 0112 of JP-A-2014-219665, the block copolymer A1 described in paragraphs 0046 to 0076 of JP-A-2018-156021, or the vinyl resin having a basic group described in paragraphs 0150 to 0153 of JP-A-2019-184763, the contents of which are incorporated herein by reference.

[0222] The coloring composition of the present invention also preferably contains 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.

[0223] It is also preferable to use a resin having an aromatic carboxy group as the resin. In a resin having an aromatic carboxy group, the aromatic carboxy group may be contained in the main chain of the repeating unit or may be contained in a side chain of the repeating unit. It is preferable that the aromatic carboxy group is contained in the main chain of the 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 the aromatic carboxy group, the number of carboxy groups bonded to the 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.

[0224] As the resin, it is also preferable to use a resin having a crosslinkable group. Examples of the crosslinkable group include a (meth)acryloyl group, an epoxy group, and an oxetanyl group. When a resin having a crosslinkable group is used, the content of the resin having a crosslinkable group in the resin contained in the coloring composition is preferably 30% by mass or more, more preferably 50% by mass or more, and even more preferably 70% by mass or more.

[0225] 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 term "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 acid groups and basic groups is taken as 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. Furthermore, the term "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 acid groups and basic groups is taken as 100 mol%. The basic group possessed by the basic dispersant is preferably an amino group.

[0226] The resin used as the dispersant is preferably 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.

[0227] The resin used as the dispersant is preferably a resin having an aromatic carboxy group, such as those mentioned above.

[0228] The resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure containing a functional group with a pKa of 14 or less and a side chain having 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain. There are no particular restrictions on the basic nitrogen atom, as long as it is a nitrogen atom that exhibits basicity. For details about 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.

[0229] The resin used as a dispersant is preferably a resin 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 JP-A-2013-043962.

[0230] The resin used as a dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in a side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in a side chain is preferably 10 mol % or more, more preferably 10 to 80 mol %, and even more preferably 20 to 70 mol %, of all repeating units of the resin.

[0231] As the dispersant, the resin described in JP 2018-087939 A, the block copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent No. 6432077 A, polyethyleneimine having a polyester side chain described in WO 2016 / 104803, 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, and the like can also be used.

[0232] Dispersants are also commercially available, and specific examples thereof include the DISPERBYK series manufactured by BYK-Chemie, the SOLSPERSE series manufactured by Lubrizol Japan, 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.

[0233] 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, or can be 1% by mass or more, or can be 2% by mass or more. Furthermore, 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, or can be 1% by mass or more, or can be 2% by mass or more. Furthermore, 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, 95% by mass, or 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 in the above range.

[0234] <<Compound Having a 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 epoxy group may be an alicyclic epoxy group. The alicyclic epoxy group refers to a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are condensed. 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 number of epoxy groups contained in the epoxy compound can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups contained in the epoxy compound is preferably 2 or more.

[0235] Examples of compounds having a cyclic ether group include the compounds 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, and the compounds described in JP-A-2017-179172, the xanthene epoxy resins described in JP-A-2021-195421, and the xanthene epoxy resins described in JP-A-2021-195422 can be used.

[0236] The compound having a cyclic ether group may be a low molecular weight compound (for example, a molecular weight of less than 2000, or even less than 1000) or a high molecular weight compound (macromolecule) (for example, a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more). The weight average molecular weight of the compound having a cyclic ether group is preferably 200 to 100,000, and more preferably 500 to 50,000. The upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

[0237] Commercially available examples of compounds having a cyclic ether group include 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).

[0238] 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 in the above range.

[0239] <<Pigment Derivative>> 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.

[0240] Examples of the dye structure 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.

[0241] 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 imidic acid group, and salts thereof. Examples of the atom or atomic group constituting the salt include an alkali metal ion (Li + , Na + , K. + etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ Examples of the imide acid group include an ammonium ion, an imidazolium ion, a pyridinium ion, and a phosphonium ion. 2 NHSO 2 R X1 , -CONHSO 2 R X2 , -CONHCOR X3 or -SO 2 NHCOR X4 is preferred, and —SO 2 NHSO 2 R X1 , -CONHSO 2 R X2 , or -SO 2 NHCOR X4 is more preferred, and —SO 2 NHSO 2 R X1 or -CONHSO 2 R X2 is more preferred. X1 ~R X4 R each independently represents an alkyl group or an aryl group. X1 ~R X4 The alkyl group and aryl group represented by R may have a substituent. The substituent is preferably a halogen atom, more preferably a fluorine atom. X1 ~R X4 are each independently preferably an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, and more preferably an alkyl group containing a fluorine atom. The number of carbon atoms in 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 in the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.

[0242] Examples of basic groups possessed by the pigment derivative include amino groups, pyridinyl groups and their salts, ammonium salts, and phthalimidomethyl groups. Examples of atoms or atomic groups that constitute the salts include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.

[0243] The amino group is —NR x11 R x12 and a cyclic amino group.

[0244] -NR x11 R x12 In the group represented by x11 and R x12 are each independently 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 alkyl group preferably has 1 to 10 carbon atoms, 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 substituent T described above. The aryl group preferably has 6 to 30 carbon atoms, 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 substituent T described above.

[0245] Examples of the cyclic amino group include a pyrrolidine group, a piperidine group, a piperazine group, a morpholine group, etc. These groups may further have a substituent.

[0246] 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 range of 400 to 700 nm is 3000 L mol -1 ・cm -1 It is preferable that the concentration is 1000 L mol or less. -1 ・cm -1 More preferably, it is 100 L mol or less. -1 ・cm -1The lower limit of εmax is, for example, 1 L mol -1 ・cm -1 or more, and 10 L mol -1 ・cm -1 More than that is fine.

[0247] 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, compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent No. 6996282, compounds described in JP 2019-172968 A, and compounds described in the specification of Chinese Patent Application Publication No. 115124889.

[0248] 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% by mass. The lower limit is preferably 0.6% by mass or more, and more preferably 0.9% by mass or more. The upper limit is preferably 15% by mass or less, more preferably 12.5% ​​by mass or less, and even more preferably 10% by mass or less. The content of the pigment derivative is preferably 1 to 30 parts by mass per 100 parts by mass of the pigment. The lower limit is preferably 2 parts by mass or more, and more preferably 3 parts by mass or more. The upper limit is preferably 25 parts by mass or less, more preferably 20 parts by mass or less, and even more preferably 15 parts by mass 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, the total amount thereof preferably falls within the above range.

[0249] <<Silane Coupling Agent>> 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 preferably silane compounds 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 form 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 preferred. 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 preferred. Specific examples of the silane coupling agent include the compound described in paragraph 0177 of WO 2022 / 085485 and the compound described in JP 2019-183020 A. The content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.01 to 15% by mass, more preferably 0.05 to 10% by mass. Only one type of silane coupling agent may be used, or two or more types may be used. In the case of two or more types, it is preferable that the total amount is within the above range.

[0250] <<Solvent>> The coloring composition of the present invention preferably contains a solvent. Examples of the solvent include organic solvents. The type of solvent is basically not particularly limited as long as the solubility of each component and the coatability of the composition are satisfied. Examples of organic solvents include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For details of these, please refer to paragraph 0223 of WO 2015 / 166779, the contents of which are incorporated herein by reference. Furthermore, 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 ... Examples of suitable 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, 4-hydroxy-4-methyl-2-pentanone), 2-methoxypropyl acetate, 2-methoxy-1-propanol, and isopropyl alcohol.However, it may be preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents for environmental reasons (for example, the amount may be 50 ppm by mass (parts per million) or less, 10 ppm by mass or less, or 1 ppm by mass or less, relative to the total amount of organic solvents).

[0251] The metal content of the organic solvent is preferably low. 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 having a metal content of ppt (parts per trillion) by mass may be used, and such an organic solvent is provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

[0252] 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 pore size of the filter used for filtration is preferably 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.

[0253] The organic solvent may contain isomers (compounds having the same number of atoms but different structures). The organic solvent may contain only one type of isomer or multiple types of isomers.

[0254] The organic solvent preferably has a peroxide content of 0.8 mmol / L or less, and more preferably contains substantially no peroxide.

[0255] The content of the solvent in the coloring composition is preferably from 10 to 95% by mass, more preferably from 20 to 90% by mass, and even more preferably from 30 to 90% by mass.

[0256] From the viewpoint of environmental regulations, it is preferable that the colored composition of the present invention is substantially free of environmentally restricted substances. In the present invention, "substantially free of environmentally restricted substances" means that the content of environmentally restricted substances in the colored composition is 50 mass ppm or less, preferably 30 mass ppm or less, more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less. Examples of environmentally restricted substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally restricted 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 amounts 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 considerations, it is preferable to reduce these substances as much as possible. Examples of methods for reducing environmentally restricted substances include a method in which the system is heated or depressurized to a temperature above the boiling point of the environmentally restricted substance, thereby distilling off the environmentally restricted substance from the system. Furthermore, 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. Furthermore, when a radically polymerizable compound is contained, a polymerization inhibitor or the like may be added before distillation under reduced pressure to prevent intermolecular crosslinking due to the progress of a radical polymerization reaction during distillation under reduced pressure. These distillation methods can be used at any stage, such as the stage of raw materials, the stage of a 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.

[0257] <<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 mass%. The polymerization inhibitor may be used alone or in combination with two or more types. In the case of two or more types, the total amount preferably falls within the above-mentioned range.

[0258] <<Surfactant>> 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 can 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 can be made to the surfactants described in paragraphs 0238 to 0245 of WO 2015 / 166779, the contents of which are incorporated herein by reference.

[0259] As the fluorine-based surfactant, compounds described in paragraphs 0167 to 0173 of WO 2022 / 085485 can be used.

[0260] Examples of nonionic surfactants include the compounds described in paragraph 0174 of WO 2022 / 085485.

[0261] Silicone surfactants include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, and SF 8419. OIL (all manufactured by Dow Toray Industries, Inc.), TSF-4300, TSF-4445, TSF-4460, TSF-4452 (all manufactured by Momentive Performance Materials), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (all manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (all manufactured by BYK-Chemie).

[0262] Furthermore, the silicone surfactant may also be a compound having the following structure:

[0263] The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5% by mass, more preferably 0.005% by mass to 3% 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 in the above range.

[0264] <<UV Absorber>> The coloring composition of the present invention may contain an UV absorber. Examples of UV 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 compound described in paragraph 0179 of WO 2022 / 085485, the reactive triazine UV absorber described in JP 2021-178918 A, the UV absorber described in JP 2022-007884 A, the compound described in Korean Patent Publication No. 10-2022-0014454, and the compound described in JP 2023-013321 A can also be used. The content of the UV absorber in the total solids 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, the ultraviolet absorber may be used alone or in combination of two or more kinds. When two or more kinds are used, it is preferable that the total amount is in the above range.

[0265] <<Antioxidant>> The coloring composition of the present invention may contain an antioxidant. Examples of antioxidants include phenolic compounds, phosphite ester compounds, and thioether compounds. As the phenolic compound, any phenolic compound known as a phenolic antioxidant can be used. Preferred phenolic compounds include hindered phenolic compounds. Compounds having a substituent at the site adjacent to the phenolic hydroxy group (ortho position) are preferred. As the substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. Furthermore, as the antioxidant, a compound having a phenol group and a phosphite ester group in the same molecule is also preferred. Furthermore, as the antioxidant, a phosphorus-based antioxidant can also be suitably used. 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, ADK STAB AO-20, ADK STAB AO-30, ADK STAB AO-40, ADK STAB AO-50, ADK STAB AO-50F, ADK STAB AO-60, ADK STAB AO-60G, ADK STAB AO-80, and ADK STAB AO-330 (manufactured by ADEKA Corporation). Examples of the antioxidant include the compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, the compounds described in WO 2017 / 006600, the compounds described in WO 2017 / 164024, and the compounds 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.

[0266] <<Curing Accelerator>> The coloring composition of the present invention may contain a curing accelerator. Examples of the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidine salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, and onium salt compounds. Specific examples of the curing accelerator include the compounds described in paragraph 0164 of WO 2022 / 085485, the compounds described in JP 2021-181406 A, and the thiol compounds described in JP 2020-109068 A. The content of the curing accelerator in the total solids content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

[0267] <<Other Components>> The coloring composition of the present invention may contain, as necessary, a sensitizer, a plasticizer, and other auxiliaries (for example, conductive particles, fillers, antifoaming agents, flame retardants, leveling agents, peeling promoters, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately incorporating these components, properties such as film physical properties can be adjusted. As these components, the compounds described in paragraph 0182 of WO 2022 / 085485 can be used.

[0268] 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 , 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.

[0269] 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.

[0270] It is also preferable that the coloring composition of the present invention is substantially free of terephthalic acid ester. Here, "substantially free of" means that the content of terephthalic acid ester 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.

[0271] In view of environmental regulations, the colored composition of the present invention preferably has a melamine content of 10,000 ppm by mass or less.

[0272] The coloring 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. The free halogen content is preferably 100 ppm by mass or less, more preferably 50 ppm by mass or less. The chloride ion concentration in the coloring composition is preferably 100 ppm by mass or less, more preferably 50 ppm by mass or less. Examples of methods for reducing free metals and halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with an ion-exchange resin.

[0273] From the viewpoint of environmental regulations, the use of perfluoroalkyl sulfonic acids and their salts, and perfluoroalkyl carboxylic acids and their salts may be restricted. In the colored composition of the present invention, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkyl sulfonic acids (particularly perfluoroalkyl sulfonic acids having a perfluoroalkyl group of 6 to 8 carbon atoms) and their salts, and perfluoroalkyl carboxylic acids (particularly perfluoroalkyl carboxylic acids having a perfluoroalkyl group of 6 to 8 carbon atoms) and their 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, relative to the total solids content of the colored composition. The colored composition of the present invention may be substantially free of perfluoroalkyl sulfonic acids and their salts, and perfluoroalkyl carboxylic acids and their salts. For example, by using a compound that can replace perfluoroalkyl sulfonic acid and its salt, and a compound that can replace perfluoroalkyl carboxylic acid and its salt, a coloring composition that is substantially free of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be selected. Examples of compounds that can replace regulated compounds include compounds that are exempt from regulation due to the difference in the number of carbon atoms in the perfluoroalkyl group. However, the above content does not preclude the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt. The coloring composition of the present invention may contain perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt within the maximum allowable range.

[0274] The water content of the colored composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably 0.1 to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0275] The colored 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, and more preferably 0.5 mPa·s to 20 mPa·s at 25°C. The viscosity can be measured, for example, using a cone-plate type viscometer, with the temperature adjusted to 25°C.

[0276] <<Storage Container>> The container for storing the coloring composition is not particularly limited, and any known container can be used. In addition, the container described in paragraph 0187 of WO 2022 / 085485 can be used as the storage container.

[0277] <Method for preparing colored composition> The colored composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the colored composition, all components may be simultaneously dissolved and / or dispersed in a solvent to prepare the colored composition, or, if necessary, each component may be prepared as two or more appropriate solutions or dispersions, which may be mixed at the time of use (at the time of application) to prepare the colored composition.

[0278] Furthermore, the preparation of the coloring composition preferably includes a process for dispersing the pigment. In the process for dispersing the pigment, mechanical forces used to disperse the pigment include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include a bead mill, a sand mill, a roll mill, a ball mill, a paint shaker, a microfluidizer, a high-speed impeller, a sand grinder, a flow jet mixer, high-pressure wet atomization, and ultrasonic dispersion. Furthermore, when grinding the pigment in a sand mill (bead mill), it is preferable to use small-diameter beads, increase the bead packing ratio, or otherwise increase the grinding efficiency under such conditions. Furthermore, it is preferable to remove coarse particles after the grinding process by filtration, centrifugation, or the like. In addition, the process and disperser for dispersing pigments can be suitably used, for example, the process and disperser described in "Dispersion Technology Encyclopedia," published by Joho Kiko Co., Ltd., July 15, 2005, or "Dispersion Technology and Industrial Applications Focused on Suspension (Solid / Liquid Dispersion System) - Comprehensive Data Collection," published by the Management Development Center Publishing Department, October 10, 1978, or paragraph 0022 of JP-A No. 2015-157893. In addition, in the process for dispersing pigments, particle refinement may be performed in a salt milling step. The materials, equipment, processing conditions, etc. used in the salt milling step can be found in, for example, JP-A Nos. 2015-194521 and 2012-046629.

[0279] In preparing the colored composition, it is preferable to filter the colored composition with a filter for the purpose of removing foreign matter, reducing defects, etc. Examples of the type of filter and filtration method used for filtration include the filters and filtration methods described in paragraphs 0196 to 0199 of WO 2022 / 085485.

[0280] <Film> The film of the present invention is a film obtained from the coloring composition of the present invention described above. The film of the present invention can be used for color filters, etc. 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.

[0281] <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, etc.

[0282] In the color filter of the present invention, the film thickness of the film of the present invention can be appropriately adjusted 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.

[0283] 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.

[0284] It is preferable that each pixel included in the color filter 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. There is no specified lower limit, but it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, a Veeco Dimension 3100 AFM (atomic force microscope). 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 Type A (Kyowa Interface Science Co., Ltd.). It is also preferable that the volume resistance of the pixel is high. Specifically, the volume resistance of the pixel is 10 9 It is preferable that the resistance is Ω·cm or more, and 10 11 It is more preferable that the resistivity is Ω·cm or more. 14 The volume resistance of the pixel can be measured using, for example, an Ultra High Resistance Meter 5410 (manufactured by Advantest Corporation).

[0285] 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 can be imparted, such as oxygen blocking, low reflectivity, hydrophilicity / hydrophobicity, and blocking of light of specific wavelengths (ultraviolet rays, near-infrared rays, etc.). 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 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. 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, fluororesin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al 2 O 3 , Mo, SiO 2 , Si 2 N 4 For example, in the case of a protective layer intended to block oxygen, the protective layer may contain a polyol resin and SiO 2 and Si 2 N 4 In the case of a protective layer intended to reduce reflection, the protective layer preferably contains a (meth)acrylic resin and a fluorine resin.

[0286] When forming a protective layer by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet printing can be used as the 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.

[0287] The protective layer may contain additives such as organic or inorganic fine particles, absorbers for light of specific wavelengths (e.g., ultraviolet light, near-infrared light, etc.), refractive index adjusters, antioxidants, adhesives, and surfactants, as needed. Examples of organic or inorganic fine particles include polymeric 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 absorbers for light of specific wavelengths can be used. 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, of the total mass of the protective layer.

[0288] In addition, as the protective layer, the protective layers described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.

[0289] <Method for producing a color filter> Next, a method for producing a color filter using the colored composition of the present invention will be described. The method for producing a color filter preferably includes a step of forming a colored composition layer on a support using the colored composition of the present invention, a step of patternwise exposing the colored composition layer, and a step of developing and removing the unexposed areas of the colored composition layer to form a pattern (pixels). If necessary, a step of baking the colored composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.

[0290] In the step of forming a coloring composition layer, a 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. Examples include a glass substrate and a silicon substrate, with a silicon substrate being preferred. The silicon substrate may also be formed with a charge-coupled device (CCD), a complementary metal-oxide semiconductor (CMOS), a transparent conductive film, or the like. A black matrix is ​​sometimes formed on the silicon substrate to isolate each pixel. The silicon substrate may also be provided with a base layer to improve adhesion with an 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 preferably 30 to 80° when measured with water.

[0291] As the coating method of the coloring composition, known methods can be used. 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); inkjet (for example, an on-demand method, a piezo method, a thermal method), various printing methods such as nozzle jet printing, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing; a transfer method using a mold or the like; a nanoimprint method, etc. can be mentioned. In addition, the coating method described in paragraph 0207 of WO 2022 / 085485 can also be used.

[0292] 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 lower, more preferably 120°C or lower, and even more preferably 110°C or lower. The lower limit can be, for example, 50°C or higher, or can also be 80°C or higher. 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, or the like.

[0293] Next, the coloring composition layer is exposed to light in a pattern (exposure step). For example, the coloring composition layer can be exposed to light in a pattern by using a stepper exposure machine, a scanner exposure machine, or the like, through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0294] Examples of radiation (light) that can be used for exposure include 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 the light source, an electrodeless ultraviolet lamp system or a hybrid curing method using ultraviolet and infrared rays can be used.

[0295] The exposure may be performed by continuous irradiation with light or by pulsed irradiation (pulse exposure), which is an exposure method in which light irradiation and pauses are repeated in short cycles (for example, milliseconds or less).

[0296] The irradiation amount (exposure amount) is, for example, 0.03 to 2.5 J / cm 2 is preferred, and 0.05 to 1.0 J / cm 2 The oxygen concentration during exposure can be appropriately selected. In addition to being performed in the atmosphere, exposure may be performed in a low-oxygen atmosphere with an oxygen concentration of 19% by volume or less (e.g., 15% by volume, 5% by volume, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration of more than 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). The exposure illuminance can be appropriately set, and is usually 1000 W / m 2 ~100000W / m 2 (For example, 5000 W / m 2 , 15000W / m 2 , or 35,000 W / m 2The 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 , oxygen concentration 35% by volume, illuminance 20,000 W / m 2 etc.

[0297] Next, the unexposed portions of the coloring composition layer are developed and removed to form a pattern (pixels). The unexposed portions of the coloring composition layer can be developed and removed using a developer. As a result, the unexposed portions of the coloring composition layer in the exposure step are dissolved into the developer, leaving only the photocured portions. 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 removability, the process of shaking off the developer every 60 seconds and then supplying fresh developer may be repeated several times.

[0298] Examples of the developer include organic solvents and alkaline developers, and alkaline developers are preferably used. Regarding the developer and the washing (rinsing) method after development, the developer and washing method described in paragraph 0214 of WO 2022 / 085485 can be used.

[0299] After development and drying, it is preferable to perform additional exposure treatment or heating treatment (post-baking). The additional exposure treatment or post-baking is a post-development curing treatment to ensure 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, convection oven (hot air circulation dryer), or high-frequency heater to achieve the above conditions for the developed film. When additional exposure treatment is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. The additional exposure treatment may also be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0300] <Solid-state imaging device> The solid-state imaging device of the present invention has the above-described 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, but examples thereof include the following configurations.

[0301] The substrate includes a plurality of photodiodes constituting a light-receiving area of ​​a solid-state imaging device (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal-oxide semiconductor) image sensor) and transfer electrodes made of polysilicon or the like. A light-shielding film is formed on the photodiodes and transfer electrodes, with only the light-receiving portions of the photodiodes exposed. A device protection film made of silicon nitride or the like is formed on the light-shielding film so as to cover the entire light-shielding film and the light-receiving portions of the photodiodes. A color filter is also provided on the device protection film. Furthermore, the device protection film may include a light-collecting means (e.g., a microlens, etc.; the same applies hereinafter) below the color filter (on the side closer to the substrate), or on the color filter. The color filter may have a structure in which each color pixel is embedded in a space partitioned by partition walls, for example, in a grid pattern. In this case, the partition walls preferably have a lower refractive index than the color pixels. 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. Furthermore, as shown in JP 2019-211559 A, an ultraviolet absorbing layer may be provided within the structure of the solid-state imaging element to improve light resistance. An 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.

[0302] <Image Display Device> The image display device of the present invention has the above-described film of the present invention. Examples of image display devices include liquid crystal display devices and organic electroluminescence display devices. Definitions of image display devices 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 Nobuaki Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). Liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There are no particular limitations 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-mentioned "Next Generation Liquid Crystal Display Technology."

[0303] The present invention will be explained in more detail below with reference to examples. The materials, amounts used, ratios, treatment details, treatment procedures, etc. shown in the following examples can be changed 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. In the structural formulas shown below, Me is a methyl group, Et is an ethyl group, i-Pr is an isopropyl group, and Ph is a phenyl group.

[0304] <Synthesis Examples of Compounds> (Synthesis Example of Compound AP-1) 107.0 g of propylene glycol monomethyl ether acetate (PGMEA) was added to a three-necked flask, and a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer were appropriately installed via a Y-shaped tube, and nitrogen was flowed at 20 mL / min. While heating in a water bath so that the internal temperature reached 70°C, stirring was performed at 200 rpm using a three-one motor. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. To this was added dropwise over 2 hours a solution of 14.9 g of ammonium monomer 1 having the following structure, 18.0 g of tetrahydrofuran-2-yl methacrylate, 14.3 g of Light Ester HO-250(N) (Kyoeisha Chemical Co., Ltd.), 44.6 g of OXE-30 (Osaka Organic Chemical Industry Ltd.), 107.0 g of PGMEA, and 4.3 g of V-65 (Fujifilm Wako Pure Chemical Industries, Ltd., 2,2'-azobis(2,4-dimethylvaleronitrile), polymerization initiator). After completion of the addition, the mixture was heated and stirred at 70°C for 2 hours, then heated to 75°C and further heated and stirred for 2 hours. After cooling to room temperature, the nitrogen introduction was stopped and the mixture was stirred under atmospheric pressure for 5 minutes. Next, 15.5 g of Karenz AOI (manufactured by Resonac Corporation), 0.1 g of 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO), 0.2 g of Neostan U-600 (manufactured by Nitto Kasei Co., Ltd.), and 13.0 g of PGMEA were added while paying attention to heat generation, and the reaction was carried out at 70°C for 12 hours. The progress of the reaction was confirmed using NMR (nuclear magnetic resonance analysis). Next, 0.3 g of bis(trifluoromethanesulfonyl)imide (manufactured by Tokyo Chemical Industry Co., Ltd.) and 10.6 g of methanol were added, and the reaction was carried out at 50°C for 4 hours. After that, 0.1 g of triethylamine and 12.0 g of PGMEA were added to obtain a solution containing compound AP-1. The acid value calculated by titrating 0.5 g of the above solution with 0.1 N KOH aqueous solution was 1.1 mmol / g, and the residual weight was 30.2% after weighing out 0.5 g of the above solution and drying it in vacuum at 130° C. for 2 hours. The weight average molecular weight of compound AP-1 measured using GPC (eluent: hexafluoro-2-propanol, column: TSKgel Super AW3000 (manufactured by Tosoh Corporation), and molecular weight standard: polyethylene glycol) was 10,000.

[0305] (Synthesis Example of Compound AP-2) 58.2 g of cyclohexanone was added to a three-necked flask, and a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer were appropriately installed via a Y-shaped tube. Nitrogen was flowed at 20 mL / min. The mixture was heated in a water bath so that the internal temperature reached 70°C, and stirred at 200 rpm using a Three-One motor. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. A solution containing 5.7 g of ammonium monomer 2 having the following structure, 5.7 g of methacrylic acid (manufactured by Mitsubishi Gas Chemical Company, Inc.), 8.2 g of Light Ester HO-250(N) (manufactured by Kyoeisha Chemical Co., Ltd.), 28.3 g of OXE-30 (manufactured by Osaka Organic Chemical Industry Co., Ltd.), 58.2 g of cyclohexanone, and 4.5 g of V-65 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added dropwise to the flask over 2 hours. The mixture was heated and stirred at 70°C for 2 hours, then heated to 75°C and heated and stirred for an additional 2 hours. After cooling to room temperature, the nitrogen introduction was stopped and the mixture was stirred in the atmosphere for 5 minutes. Subsequently, 8.9 g of Karenz AOI (manufactured by Resonac Corporation), 0.06 g of TEMPO, 0.09 g of Neostan U-600 (manufactured by Nitto Kasei Co., Ltd.), and 19.9 g of cyclohexanone were added while paying attention to heat generation, and the mixture was reacted at 50°C for 3 hours, then heated to 80°C and reacted for 20 hours to obtain a solution containing compound AP-2. The progress of the reaction was confirmed using NMR. 0.5 g of the above solution was weighed and dried in vacuum at 130°C for 2 hours, after which the residual weight was 30.9%, and the acid value calculated by titrating 0.5 g of the above solution with 0.1 N KOH aqueous solution was 1.1 mmol / g. The weight average molecular weight of compound AP-2 measured by GPC (using hexafluoro-2-propanol as an eluent, a TSKgel Super AW3000 column (manufactured by Tosoh Corporation), and polyethylene glycol as a molecular weight standard) was 5,000.

[0306] (Synthesis Example of Compound AP-3) 20.8 g of 2-butanone was added to a three-necked flask, and a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer were appropriately installed via a Y-shaped tube. Nitrogen was flowed at 20 mL / min. The flask was heated in a water bath so that the internal temperature reached 70°C, while stirring was performed at 200 rpm using a Three-One motor. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. A solution containing 0.9 g of ammonium monomer 3 having the following structure, 3.7 g of tetrahydro-2H-pyran-2-yl methacrylate, 2.7 g of Light Ester HO-250(N) (Kyoeisha Chemical Co., Ltd.), 10.3 g of OXE-30 (Osaka Organic Chemical Industry Co., Ltd.), 20.8 g of 2-butanone, and 1.0 g of V-65 (Fujifilm Wako Pure Chemical Industries, Ltd.) was added dropwise to the flask over 2 hours. The mixture was heated and stirred at 70°C for 2 hours, then heated to 75°C and heated and stirred for an additional 2 hours. After cooling to room temperature, the nitrogen introduction was stopped and the mixture was stirred in the atmosphere for 5 minutes. Next, 2.9 g of Karenz AOI (manufactured by Resonac Corporation), 0.02 g of TEMPO, 0.03 g of tetrakis(2,4-pentanedionato)zirconium(IV), and 2.3 g of 2-butanone were added while paying attention to heat generation, and the mixture was reacted at 70°C for 12 hours. The progress of the reaction was confirmed using NMR. Next, 0.04 g of p-toluenesulfonic acid hydrate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 2.0 g of ethanol were added, and the mixture was reacted at 50°C for 4 hours. After that, 0.02 g of triethylamine and 2.4 g of 2-butanone were added to obtain a solution containing compound AP-3. 0.5 g of the solution was weighed out and vacuum-dried at 130°C for 2 hours, after which the residual weight was 30.8%, and the acid value calculated by titrating 0.5 g of the solution with a 0.1 N KOH aqueous solution was 1.1 mmol / g. The weight-average molecular weight of compound AP-3 measured using GPC (eluent: hexafluoro-2-propanol, column: TSKgel Super AW3000 (manufactured by Tosoh Corporation), and molecular weight standard: polyethylene glycol) was 8,000.

[0307] (Synthesis Example of Compound AP-4) 105.4 g of 2-butanone was added to a three-necked flask, and a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer were appropriately installed via a Y-shaped tube. Nitrogen was flowed at 20 mL / min. The flask was heated in a water bath so that the internal temperature reached 70°C, while stirring was performed at 200 rpm using a Three-One motor. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. A solution containing 14.8 g of ammonium monomer 4 having the following structure, 16.1 g of tetrahydrofuran-2-yl methacrylate, 14.2 g of Light Ester HO-250(N) (Kyoeisha Chemical Co., Ltd.), 45.3 g of OXE-30 (Osaka Organic Chemical Industry Co., Ltd.), 105.4 g of 2-butanone, and 4.3 g of V-65 (Fujifilm Wako Pure Chemical Industries, Ltd.) was added dropwise to the flask over 2 hours. The mixture was heated and stirred at 70°C for 2 hours, then heated to 75°C and heated and stirred for an additional 2 hours. After cooling to room temperature, the nitrogen introduction was stopped and the mixture was stirred in the atmosphere for 5 minutes. Subsequently, 15.4 g of Karenz AOI (manufactured by Resonac Corporation), 0.11 g of TEMPO, 0.15 g of tetrakis(2,4-pentanedionato)zirconium(IV), and 13.0 g of 2-butanone were added while paying attention to heat generation, and the mixture was reacted at 70°C for 12 hours. The progress of the reaction was confirmed using NMR. Subsequently, 0.20 g of p-toluenesulfonic acid hydrate (manufactured by Tokyo Chemical Industry Co., Ltd.) and 9.5 g of ethanol were added, and the mixture was reacted at 50°C for 4 hours. Then, 0.10 g of triethylamine and 12.7 g of 2-butanone were added to obtain a solution containing compound AP-4. 0.5 g of the solution was weighed out and vacuum-dried at 130°C for 2 hours, after which the residual weight was 31.1%, and the acid value calculated by titrating 0.5 g of the solution with a 0.1 N KOH aqueous solution was 1.0 mmol / g. The weight-average molecular weight of Compound AP-4 measured using GPC (eluent: hexafluoro-2-propanol, column: TSKgel Super AW3000 (manufactured by Tosoh Corporation), and molecular weight standard: polyethylene glycol) was 12,000.

[0308] (Synthesis Example of Compounds AP-5 to AP-23) Compounds AP-5 to AP-23 were synthesized in the same manner as above.

[0309] (Synthesis Example of Compound AP-24) 5.0 g of EHPE3150 (manufactured by Daicel Corporation) and 7.4 g of 1-methoxy-2-propanol were added to a three-necked flask, and a stirring blade, a condenser, and a thermometer were installed. The flask was then heated using a water bath until the internal temperature reached 50°C. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. The mixture was stirred at 200 rpm for 2 hours using a Three-One motor to dissolve the mixture. After cooling to room temperature, 0.60 g of 2-(dimethylamino)ethyl methacrylate, 0.40 g of acrylic acid, and 7.4 g of 1-methoxy-2-propanol were added, and the mixture was heated and stirred at 60°C for 4 hours. The reaction was monitored using HPLC (high performance liquid chromatography). After cooling to room temperature, 0.79 g of p-toluenesulfonic acid hydrate (manufactured by Tokyo Chemical Industry Co., Ltd.) was added to obtain a solution containing Compound AP-24. The reaction amounts of 2-(dimethylamino)ethyl methacrylate and acrylic acid were estimated from the reduction amounts calculated by HPLC, and the composition ratio of AP-24 was calculated. 0.5 g of the above solution was weighed out and vacuum-dried at 130°C for 2 hours, after which the residual weight was 32.0%. The weight-average molecular weight of compound AP-24 measured using GPC (eluent: hexafluoro-2-propanol, column: TSKgel Super AW3000 (Tosoh Corporation), and molecular weight standard: polyethylene glycol) was 2900.

[0310] (Synthesis Example of Compounds AP-25 and AP-26) Compounds AP-25 and AP-26 were synthesized in the same manner as above.

[0311] (Synthesis Example of Compound AP-27) 47.3 g of 1-methoxy-2-propanol was added to a three-necked flask, and a stirring blade, nitrogen inlet tube, condenser, and thermometer were appropriately installed via a Y-shaped tube. Nitrogen was flowed at 20 mL / min. The flask was heated in a water bath to an internal temperature of 70°C, while stirring was performed at 200 rpm using a Three-One motor. A calcium chloride tube filled with calcium chloride as a desiccant was installed in the condenser. A solution containing 6.0 g of ammonium monomer 5 having the following structure, 34.0 g of OXE-30 (manufactured by Osaka Organic Chemical Industry Co., Ltd.), 47.3 g of 1-methoxy-2-propanol, and 2.5 g of V-65 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added dropwise to the flask over 2 hours. After heating and stirring at 70°C for 2 hours, the temperature was increased to 75°C and the flask was heated and stirred for an additional 2 hours. After cooling to room temperature, the nitrogen introduction was stopped and the mixture was stirred in the atmosphere for 5 minutes to obtain a solution containing compound AP-27. 0.5 g of the solution was weighed out and vacuum-dried at 130°C for 2 hours, after which the residual weight was 30.1%. The weight-average molecular weight of compound AP-27 measured using GPC (using hexafluoro-2-propanol as an eluent, a TSKgel Super AW3000 (Tosoh Corporation) column, and polyethylene glycol as a molecular weight standard) was 6,000.

[0312] (Synthesis Example of Compound BP-1) Compound BP-1 was synthesized in the same manner as above.

[0313] <Regarding Compounds AP-1 to AP-27 and BP-1>

[0314] Compounds AP-1 to AP-27 and BP-1 are compounds having the structures shown below: In the structural formulas below, the numerical values ​​added to the main chains are molar ratios.

[0315] The specific absorbance of each compound, represented by the following formula (Aλ), was 5 or less. The specific absorbance of each compound was measured using 1-methoxy-2-propanol as a solvent. Compounds AP-1 to AP-27 are compounds D, which are salts of compound d1, which has a thermosetting group and a cationic group, wherein the thermosetting group is at least one selected from a cyclic ether group and a methylol group, and counter anion d2, and which have a specific absorbance of 5 or less, represented by formula (Aλ). Compound BP-1 is a comparative compound.

[0316] 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 1 : Cell length expressed in cm 1 : concentration of the compound in solution, expressed in mg / ml

[0317] The acid value, C=C value (ethylenically unsaturated bond-containing group value), thermosetting group value, weight average molecular weight (Mw), and ClogP value of the salt structure formed by a repeating unit having a cationic group and a counter anion of each compound are shown in the table below. The thermal crosslinking group value is the content of epoxy groups, oxetanyl groups, and methylol groups. The ClogP value was calculated based on the monomer structure before polymerization. The cationic group value at the site corresponding to compound d1 constituting compound D is also shown in the table below.

[0318] <Preparation of Dispersion> After mixing the raw materials selected according to the table below, 230 parts by mass of zirconia beads with a diameter of 0.3 mm were added, and the mixture was dispersed for 5 hours using a paint shaker. The zirconia beads were then separated by filtration to obtain a dispersion. The table below also lists the solids concentration (mass%) of the dispersion and the pigment concentration (mass%) of the dispersion. The solids content of the dispersion is the dispersant excluding the pigment, derivative, and solvent.

[0319]

[0320] The details of the materials indicated by the abbreviations in the table above are as follows: (Pigments) 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

[0321] (Derivatives) PS-1: BYK-SYNERGIST 2100 (BYK Corporation) PS-2: BYK-SYNERGIST 2105 (BYK Corporation) PS-3 to PS-9: Compounds with the following structures

[0322] (Dispersant) DS-1: DISPERBYK-161 (manufactured by BYK-Chemie) DS-2: 30% by mass PGMEA solution of a resin having the following structure (the number added to the main chain is the molar ratio of the structural unit. The weight-average molecular weight of the resin is 11,000.) DS-3: 30% by mass PGMEA 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 constituent units. The weight-average molecular weight of the resin is 7,000.) DS-4: 30% by mass PGMEA solution of Plysurf A215C (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)

[0323] (Solvent) S-1: Propylene glycol monomethyl ether acetate (PGMEA) S-3: 1-methoxy-2-propanol (PGME)

[0324] <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 (KF-6000, manufactured by Shin-Etsu Chemical Co., Ltd.), and then the solvent shown in the table below was added so that the solids concentration was 12% by mass, thereby obtaining a colored composition. In the table, the solvent ratio is a weight ratio, and the blending amount of components other than the solvent is expressed in parts by mass in terms of solids content.

[0325]

[0326]

[0327] Details of the materials indicated by the abbreviations in the table above are as follows:

[0328] (Dispersion) Dispersion 1 to 9: Dispersion 1 to 9 described above

[0329] (Dye solution) A-1: ​​A cyclohexanone solution (solid content: 12.3% by mass) of a dye having the following structure (weight average molecular weight: 7000, m: 3, n: 3) A-2: A cyclohexanone solution (solid content: 12.3% by mass) of a dye (molecular weight: 704.24) having the following structure: A-3: A cyclohexanone solution (solid content: 12.3% by mass) of a dye (weight average molecular weight: 10,000) having the following structure: A-4: A cyclohexanone solution (solid content: 12.3% by mass) of a dye (molecular weight: 1115.28) having the following structure: A-5: A cyclohexanone solution (solid content: 12.3% by mass) of a dye (molecular weight: 1165.32) having the following structure: A-6: A cyclohexanone solution (solid content: 12.3% by mass) of a dye (molecular weight: 774.97) having the following structure: 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) cyclohexanone solution (solid content: 12.3% by mass) A-9: Dye having the following structure (weight average molecular weight: 9000) cyclohexanone solution (solid content: 12.3% by mass) 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-12: Cyclohexanone solution of Acid Green 27 (solid content concentration: 12.3% by mass) A-13: Cyclohexanone solution of Acid Yellow 23 (solid content concentration: 12.3% by mass) A-14: Cyclohexanone solution of Solvent Blue 25 (solid content concentration: 12.3% by mass) A-15: Cyclohexanone solution of Acid Red 52 (solid content concentration: 12.3% by mass) A-16 to A-21: Cyclohexanone solutions of dyes having the following structures (solid content concentration: 12.3% by mass)

[0330] (Specific Compounds) AP-1 to AP-27: Compounds AP-1 to AP-27 described above BP-1: Compound BP-1 described above

[0331] (Resins) P-1: 30% by mass PGMEA solution of a resin having the following structure (the numbers added to the main chain are the molar ratios of the structural units. The weight-average molecular weight of the resin is 11,000). P-2: 40% by mass PGMEA solution of a resin having the following structure (the numbers added to the main chain are the molar ratios of the structural units. The weight-average molecular weight of the resin is 11,000). P-3: 30% by mass PGMEA solution of a resin having the following structure (the numbers added to the main chain are the molar ratios of the structural units, and the numbers added to the side chains are the numbers of structural units. The weight-average molecular weight of the resin is 11,000). P-4: 40% by mass PGMEA solution of a resin having the following structure (the numbers added to the main chain are the molar ratios of the structural units. The weight-average molecular weight of the resin is 11,000).

[0332] (Polymerizable Compounds) 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 structure

[0333] (Photopolymerization initiators) I-1 to I-5: Compounds having the following structures

[0334] (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)

[0335] (Solvents) S-1: Propylene glycol monomethyl ether acetate (PGMEA) S-2: Cyclohexanone S-3: 1-methoxy-2-propanol (PGME) S-4: Cyclopentanone

[0336] <Performance Evaluation> (Evaluation of Developability) CT-4000L (manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer using a spin coater so that the thickness after post-baking would be 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 with an undercoat layer. Each coloring composition was applied onto the undercoat layer of the silicon wafer by spin coating, and then subjected to a heat treatment (pre-baking) at 120°C for 120 seconds using a hot plate. The obtained coating film was exposed to light (KrF rays) with a wavelength of 248 nm through a patterned mask (0.5 μm x 0.5 μm) using a KrF scanner exposure machine at an illuminance of 35,000 W / m 2 , exposure dose 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 model, Chemitronics Corporation), and then puddle development was performed for 60 seconds at 23°C using a 60% diluted solution of CD-2000 (Fujifilm Electronic Materials Co., Ltd.), forming a colored pattern on the glass substrate. The glass substrate on which the colored pattern was formed was fixed to the horizontal rotating table using a vacuum chuck. Next, while rotating the glass substrate at 50 rpm using a rotation device, pure water was supplied in shower form from a spray nozzle from above the center of rotation to perform a rinse treatment, and then spray-dried. A heat treatment (post-bake) was performed for 300 seconds using a hot plate at 200°C, forming a colored pattern (pixel) with a thickness of 0.45 μm. The developability of the image obtained by scanning electron microscope was evaluated based on the following evaluation criteria. The evaluation results are shown in the table below. -Evaluation criteria- 5: Pixel linearity was very good, and there was very little residue between pixels. 4: Pixel linearity was excellent, and there was little residue between pixels. 3: Pixel linearity was slightly poor, but there was little residue between pixels. 2: Pixel linearity was poor, and there was a lot of residue between pixels. 1: There was so much residue that pixels were not formed, and it was not possible to see the gap between pixels.

[0337] (Evaluation of moist heat resistance) Each colored composition was applied onto a glass substrate by spin coating, and then subjected to a heat treatment (pre-baking) at 120°C for 120 seconds using a hot plate. The obtained coating film was exposed to light (KrF line) with a wavelength of 248 nm through a patterned mask (0.5 µm x 0.5 µm) using a KrF scanner exposure machine at an illuminance of 35,000 W / m 2 , exposure dose 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 model, Chemitronics Corporation), and then puddle development was performed for 60 seconds at 23°C using a 60% diluted solution of CD-2000 (Fujifilm Electronic Materials Co., Ltd.), forming a colored pattern on the glass substrate. The glass substrate on which the colored pattern was formed was fixed to the horizontal rotating table using a vacuum chuck. Next, while rotating the glass substrate at 50 rpm using a rotation device, pure water was supplied in a shower from a spray nozzle from above the center of rotation to perform a rinse 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 light transmittance (transmittance) of the resulting pixels was measured in the range of 400 to 700 nm using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, a humidity and heat resistance test was conducted in which the pixels prepared above were left to stand for 1,000 hours under high temperature and humidity conditions of 85°C and 85% humidity. The transmittance of the pixels after the humidity and heat resistance test was measured, and the maximum change in transmittance was determined. The humidity and heat resistance was evaluated using the following evaluation criteria. Transmittance measurements were performed 10 times for each sample, and the average of the eight results excluding the maximum and minimum values ​​was used. The maximum change in transmittance refers to the change in the wavelength range of 400 to 700 nm at which the transmittance of the pixel before and after the humidity resistance test was greatest. -Evaluation Criteria- 5: The maximum change in transmittance is 3% or less. 4: The maximum change in transmittance is more than 3% but not more than 5%. 3: The maximum change in transmittance is more than 5% but not more than 7%. 2: The maximum change in transmittance is more than 7% but not more than 10%. 1: The maximum change in transmittance is more than 10%.

[0338] (Evaluation of Lightfastness) For pixels obtained by the same method as in the evaluation of moist heat resistance described above, the light transmittance (transmittance) in the wavelength range of 400 to 700 nm was measured using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the pixels prepared above were irradiated with 100,000 Lux light for 2,000 hours using a light fastness tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.) (total irradiation amount: 200 million Lux hr). The transmittance of the pixels after light irradiation was measured, and the light fastness was evaluated according to the following evaluation criteria. -Evaluation Criteria- 5: 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. 4: 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. 3: 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. 2: 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.

[0339] (Evaluation of Diffusibility) A 3 μm square pattern (green pixel) was formed on an 8-inch (203.2 mm) glass wafer with an undercoat layer using the Green composition described below, in the same manner as in the evaluation of developability, except that exposure was performed through a mask having a 3.0 μm square pattern. Next, on the glass wafer on which the green pixel had been formed, a red pattern (red pixel) and a blue pattern (blue pixel) were formed in the gaps of the green pixel on the glass wafer using the Red composition and Blue composition described below, respectively, in the same manner as in the evaluation of developability. Each coloring composition was used as the Blue composition. The transmittance (spectral spectrum 1) of the blue pixel, red pixel, and green pixel was measured in the wavelength range of 400 to 700 nm using a microscope system (LVmicro V, manufactured by LambdaVision Co., Ltd.). The glass wafer on which the green, blue, and red pixels were formed was then heated at 260°C for 5 minutes using a hot plate in an air atmosphere, and the transmittance (spectrum 2) of the blue, red, and green pixels was measured in a wavelength range of 400 to 700 nm using a microscope system (LVmicro V, manufactured by LambdaVision, Inc.). The maximum change in transmittance was determined using spectrum 1 and spectrum 2 for the blue, red, and green pixels, and the diffusivity was evaluated according to the following evaluation criteria. The transmittance measurement was performed 10 times for each sample, and the average of the eight results excluding the maximum and minimum values ​​was used. The maximum change in transmittance refers to the change at the wavelength at which the change in transmittance of the red or blue pixel in a wavelength range of 400 to 700 nm was greatest before and after heating. In Examples 46 and 47, the colored compositions of Examples 46 and 47, respectively, were used instead of the Red composition, and the colored composition of Example 1 was used as the Blue composition. In Examples 48 and 49, the colored compositions of Examples 48 and 49 were used instead of the Green composition, and the colored composition of Example 1 was used as the Blue composition. -Evaluation criteria- 5: The maximum amount of change in transmittance is less than 2%. 4: The maximum amount of change in transmittance is 2% or more and less than 3%. 3: The maximum amount of change in transmittance is 3% or more and less than 4%. 2: The maximum amount of change in transmittance is 4% or more and less than 5%. 1: The maximum amount of change in transmittance is 5% or more.

[0340] (Evaluation of storage stability) The initial viscosity (V0) of each colored composition was measured using "RE-85L" manufactured by Toki Sangyo Co., Ltd. Next, each colored composition was left to stand at 45°C for 7 days, and then the viscosity (V1) was measured. The viscosity increase rate (%) of each colored composition after standing was calculated based on the following formula, and storage stability was evaluated. The smaller the viscosity increase rate (%), the better the storage stability. The viscosity of the colored composition was measured in a state where the temperature was adjusted to 25°C. Viscosity increase rate (%) = [(viscosity after standing (V1) - initial viscosity (V0)) / initial viscosity (V0)] × 100 - Evaluation criteria - 5: The viscosity increase rate is 3% or less. 4: The viscosity increase rate is more than 3% and 5% or less. 3: The viscosity increase rate is more than 5% and 10% or less. 2: The viscosity increase rate is more than 10% and 20% or less. 1: The viscosity increase rate is more than 20%.

[0341]

[0342]

[0343] As shown in the above table, the Examples had better moist heat resistance than the Comparative Examples.

[0344] Examples 501 to 510 The Green composition was applied to a silicon wafer by spin coating so that the film thickness after formation would be 1.0 μm. Then, the wafer was heated at 100° C. for 2 minutes using a hot plate. Next, an i-line stepper exposure system FPA-3000i5+ (Canon Inc.) was used to apply 1,000 mJ / cm 2The wafer was exposed to light at 1000 K through a mask with a 2 μm square dot pattern. Next, puddle development was performed using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) at 23°C for 60 seconds. The wafer was then rinsed with a spin shower and further washed with pure water. The green composition was then patterned on the silicon wafer by heating at 200°C for 5 minutes using a hot plate. Similarly, the red composition and 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 colored compositions prepared in Examples 1 to 10 were used as the blue composition. The green composition and red composition used in Examples 501 to 510 will be described later. The Bayer pattern is a repeating pattern of a 2 x 2 array of color filter elements, each 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 colored compositions prepared in Examples 1 to 10, solid-state imaging devices having suitable image recognition functions were obtained.

[0345] The Green and Red compositions used in the evaluation of diffusibility and in Examples 501 to 510 are as follows:

[0346] [Green composition] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to prepare a green composition: Green pigment dispersion: 73.7 parts by mass Resin 4 (40% by 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 UV absorber 1: 0.5 parts by mass PGMEA: 19.5 parts by mass

[0347] [Red composition] The following components were mixed and stirred, and then filtered through a nylon filter (manufactured by Nippon Pall Co., Ltd.) with a pore size of 0.45 μm to prepare a red composition: Red pigment dispersion: 51.7 parts by mass Resin 4 (40% by mass PGMEA solution): 0.6 parts by mass Polymerizable compound 4: 0.6 parts by mass Photopolymerization initiator 1: 0.3 parts by mass Surfactant 1: 4.2 parts by mass PGMEA: 42.6 parts by mass

[0348] The raw materials used for the Green composition and the Red composition are as follows. Green pigment dispersion A mixture consisting 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 a 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, the mixture was further mixed at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (Japan BEE Co., Ltd.) equipped with a pressure reducing mechanism. 2 Dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 kJ / cm. This dispersion treatment was repeated 10 times to obtain a Green pigment dispersion. Red pigment dispersion A mixture consisting 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 a 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 high-pressure disperser equipped with a pressure reducing mechanism, NANO-3000-10 (Japan BEE Co., Ltd.), was used to mix and disperse the mixture at a pressure of 2000 kg / cm. 2 This dispersion treatment was repeated 10 times to obtain a red pigment dispersion liquid.

[0349] 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 attached to the main chain indicate the molar ratio of 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 mass % PGMEA solution of the following mixture (weight average molecular weight 14,000): In the following formulas, 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.)

[0350] The same effects can be obtained even if part or all of the resins, polymerizable compounds, photopolymerization initiators and solvents used in the colored compositions of the examples are replaced with materials described in this specification.

Claims

1. A coloring composition comprising: a colorant A containing a dye; a polymerization initiator B; a polymerizable compound C; and a compound D which is a salt of a compound d1 having a thermosetting group and a cationic group and a counter anion d2 and has a specific absorbance represented by the formula (Aλ) of 5 or less, wherein the thermosetting group of the compound d1 is at least one selected from a cyclic ether group and a methylol group; 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, 1 represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm, 1 represents the cell length in cm, 1 represents the concentration of compound D in solution, expressed in mg / ml.

2. The coloring composition according to claim 1, wherein the cationic group possessed by the compound d1 is a quaternary ammonium cationic group.

3. 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 is -SO 2 -R 201 or -CO-R 201 represents R 112 represents an alkyl group, an aryl group, or -SO 2 -R 202 or -CO-R 202 represents R 201 and R 202 each independently represents a halogen atom, an alkyl group, or an aryl group; R 111 and R 112 may be bonded to form a ring; in formula (BZ-2), R 113 is -SO 2 -R 203 or -CO-R 203 represents R 114 and R 115 Each independently represents -SO 2 -R 204 , -CO-R 204 or a cyano group; R 203 and R 204 each independently represents a halogen atom, an alkyl group, or an aryl group; R 113 And, R 114 Or R 115 may be bonded to form a ring; In formula (BZ-3), R 116 ~R 119 each independently represents a halogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, or a cyano group; 120 represents an alkyl group or an aryl group; 121 represents an alkyl group or an aryl group; 122 represents an alkyl group or an aryl group; R 123 represents a hydrogen atom, an alkyl group, or an aryl group; 124 ~R 129 each independently represents a halogen atom or a halogenated hydrocarbon group; 130 ~R 135 each independently represents a halogen atom or a halogenated hydrocarbon group.

4. The counter anion d2 is an anion represented by formula (BZ-4), and R in formula (BZ-4) 120 The coloring composition according to claim 3 , wherein is an aryl group.

5. A colored composition according to claim 1 or 2, wherein the thermosetting group possessed by compound d1 is an epoxy group or an oxetanyl group.

6. The coloring composition according to claim 1 or 2, wherein the compound D has an ethylenically unsaturated bond-containing group.

7. The coloring composition according to claim 6, wherein the ethylenically unsaturated bond valence of the compound D is 0.7 mmol / g or more.

8. The coloring composition according to claim 1 or 2, wherein the compound d1 has an acid group.

9. The colored composition according to claim 1 or 2, wherein the compound d1 is a polymer having a repeating unit d1-1 having a thermosetting group and a repeating unit d1-2 having a cationic group, the compound D is formed by coordinating the counter anion d2 to the cationic group of the repeating unit d1-2 to form a salt, and the ClogP value of the salt structure formed by the repeating unit d1-2 and the counter anion d2 is -10.0 to 2.

0.

10. The coloring composition according to claim 1 or 2, wherein the dye comprises a dye having a chemical structure including a cation and an anion.

11. A film obtained by using the coloring composition according to claim 1 or 2.

12. A color filter comprising the film according to claim 11.

13. A solid-state imaging device having the film according to claim 11.

14. An image display device comprising the film according to claim 11.

Citation Information

Patent Citations

  • Coloring composition for color filters, and color filter

    JP2015018208A

  • Coloring composition, colored cured film, color filter, display element and light receiving-element

    JP2017206689A

  • Color filter coloring composition and color filter

    JP2018013668A

  • Coloring composition for color filter and color filter

    JP2019044001A

  • Thermosetting composition

    JP2020037621A

Cited By

  • Photosensitive composition, film, optical filter, solid-state imaging element, and image display device

    WO2026197064A1