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

Abstract

The present invention provides a coloring composition containing: 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 an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and which has a specific absorbance represented by formula (A lambda) of 5 or less and a weight-average molecular weight of 2000 or more. Also provided are a film, a color filter, a solid-state imaging element, and an image display device using the coloring composition.

Description

Technical Field

[0001] The present invention relates to a coloring composition containing a dye and also to a film, a color filter, a solid-state imaging element, and an image display device using the coloring composition. Background Art

[0002] In recent years, with the widespread use of digital cameras and smartphones, demand for solid-state imaging devices such as complementary metal oxide semiconductor (CMOS) image sensors has increased significantly. Color filters are used as core components in displays and optical components. Color filters typically have pixels for the three primary colors of red, green, and blue, and they function to decompose transmitted light into these three primary colors.

[0003] Each color pixel of a color filter is manufactured, for example, by patterning a coloring composition containing a colorant using photolithography. For example, Patent Document 1 describes a process for forming color filter pixels by patterning a coloring composition containing an acid dye, a binder resin, a predetermined ionic compound having a maximum molar absorption coefficient ε in the visible light region of 0 or more and 3000 or less, and an organic solvent using photolithography.

[0004] Previous technical literature

[0005] Patent Literature

[0006] Patent Document 1: Japanese Patent Application Laid-Open No. 2016-133604 Summary of the Invention

[0007] Technical issues to be solved by the invention

[0008] Generally, dyes tend to have lower light resistance than pigments, and there is room for further improvement in the light resistance of films obtained using coloring compositions containing dyes.

[0009] The present inventors have studied the coloring composition described in Patent Document 1 and have found that even with this coloring composition, there is room for further improvement in the light resistance of the film obtained after development.

[0010] Therefore, an object of the present invention is to provide a colored composition capable of forming a film having excellent light resistance. Another object of the present invention is to provide a film, a color filter, a solid-state imaging element, and an image display device.

[0011] Means for solving technical problems

[0012] The present invention provides the following.

[0013] <1> A coloring composition comprising:

[0014] Colorant A comprising a dye;

[0015] Polymerization initiator B;

[0016] polymerizable compound C; and

[0017] Compound D, which is a salt of compound d1 having an acidic group and a cationic group and a counter anion d2 having a molecular weight of 50 or greater, and has a specific absorbance represented by formula (Aλ) of 5 or less and a weight-average molecular weight of 2000 or greater;

[0018] E 1 =A 1 / (c 1 ×l 1 )……(Aλ)

[0019] In formula (Aλ), E1 represents the specific absorbance of compound D at the maximum absorption wavelength in the range of 400 to 700 nm.

[0020] A 1 It represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm.

[0021] l 1 Indicates the slot length in cm.

[0022] c 1 The concentration of compound D in the solution is expressed in mg / ml.

[0023] <2> like <1> The coloring composition, wherein

[0024] The cationic group contained in the compound d1 is a quaternary ammonium cationic group.

[0025] <3> like <1> or <2> The coloring composition, wherein

[0026] The counter anion d2 is an anion represented by any of the formulas (BZ-1) to (BZ-8);

[0027] [Chemical Formula 1]

[0028]

[0029] In formula (BZ-1), R 111 Represents -SO2-R 201 or-CO-R 201 , R 112 Represents alkyl, aryl, -SO2-R 202 or-CO-R 202 , R 201 and R 202Each independently represents a halogen atom, an alkyl group or an aryl group, R 111 With R 112 can bond to form a ring,

[0030] In formula (BZ-2), R 113 Represents -SO2-R 203 or-CO-R 203 , R 114 and R 115 Each independently represents -SO2-R 204 、-CO-R 204 or cyano, R 203 and R 204 Each independently represents a halogen atom, an alkyl group or an aryl group, R 113 With R 114 or R 115 can bond to form a ring,

[0031] 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,

[0032] In formula (BZ-4), R 120 represents an alkyl group or an aryl group,

[0033] In formula (BZ-5), R 121 represents an alkyl group or an aryl group,

[0034] In formula (BZ-6), R 122 represents an alkyl or aryl group, R 123 represents a hydrogen atom, an alkyl group or an aryl group,

[0035] In formula (BZ-7), R 124 ~R 129 Each independently represents a halogen atom or a halogenated hydrocarbon group,

[0036] In formula (BZ-8), R 130 ~R 135 Each independently represents a halogen atom or a halogenated hydrocarbon group.

[0037] <4> like <1> or <2> The coloring composition, wherein

[0038] The counter anion d2 is a bis(fluoroalkylsulfonyl)imide anion.

[0039] <5> like <1> to <4> The colored composition according to any one of claims , wherein

[0040] The compound D has a polymerizable group.

[0041] <6> like <5> The coloring composition, wherein

[0042] The above-mentioned polymerizable group is a group containing an ethylenically unsaturated bond,

[0043] The ethylenically unsaturated bond value of the compound D is 0.7 mmol / g or more.

[0044] <7> like <1> to <6> The colored composition according to any one of claims , wherein

[0045] The acid group of the compound d1 is a carboxyl group.

[0046] <8> like <1> to <7> The colored composition according to any one of claims , wherein

[0047] The acid value of the compound D is 0.20 to 1.20 mmol / g.

[0048] <9> like <1> to <8> The colored composition according to any one of claims , wherein

[0049] The compound d1 is a polymer comprising a repeating unit d1-1 having an acid group and a repeating unit d1-2 having a cationic group.

[0050] In the compound D, the counter anion d2 is coordinated to the cationic group of the repeating unit d1-2 to form a salt.

[0051] The ClogP value of the salt structure formed by the repeating unit d1-2 and the counter anion d2 is -10.0 to 0.3.

[0052] <10> like <1> to <9> The colored composition according to any one of claims , wherein

[0053] The dyes mentioned above include dyes having a chemical structure containing cations and anions.

[0054] <11> like <1> to <10> The colored composition according to any one of claims , wherein

[0055] The above dyes include xanthene dyes.

[0056] <12> like <1> to <11> The colored composition according to any one of claims , wherein

[0057] The above-mentioned dyes include dye polymers.

[0058] <13> like <1> to <12> The colored composition according to any one of claims , wherein

[0059] The content of the polymerizable compound C in the total solid content of the colored composition is 5 to 30% by mass.

[0060] <14> like <1> to <13> The colored composition according to any one of claims , wherein

[0061] The chloride ion concentration in the above-mentioned coloring composition is 100 ppm by mass or less.

[0062] <15> A membrane which is used <1> to <14> obtained by the coloring composition described in any one of the above.

[0063] <16> A color filter having <15> The membrane.

[0064] <17> A solid-state imaging element having <15> The membrane.

[0065] <18> An image display device having <15> The membrane.

[0066] Effects of the Invention

[0067] The present invention can provide a coloring composition capable of forming a film having excellent light resistance. Furthermore, the present invention can provide a film, a color filter, a solid-state imaging element, and an image display device using the coloring composition. DETAILED DESCRIPTION

[0068] Hereinafter, the contents of the present invention will be described in detail.

[0069] In this specification, “to” is used to mean that the numerical values ​​described before and after it are included as the lower limit and the upper limit.

[0070] In the notation of groups (atomic groups) in this specification, the notation not indicating whether or not substituted encompasses both groups (atomic groups) without substitution and groups (atomic groups) with substitution. For example, "alkyl" encompasses not only alkyl groups without substitution (unsubstituted alkyl groups) but also alkyl groups with substitution (substituted alkyl groups).

[0071] In this specification, "exposure" includes not only exposure using light, but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified. Examples of light used for exposure include actinic rays or radiation such as the bright line spectrum of a mercury lamp, far ultraviolet rays typified by excimer lasers, extreme ultraviolet rays (EUV light), X-rays, and electron beams.

[0072] In this specification, “(meth)acrylate” means both or either acrylate and methacrylate, “(meth)acrylic acid” means both or either acrylic acid and methacrylic acid, and “(meth)acryloyl” means both or either acryloyl and methacryloyl.

[0073] In the present specification, in the structural formula, Me represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group.

[0074] In this specification, the weight average molecular weight and the number average molecular weight are polystyrene-equivalent values ​​measured by GPC (gel permeation chromatography).

[0075] In this specification, the total solid content refers to the total mass of the components excluding the solvent from all the components of the composition.

[0076] In this specification, a pigment refers to a colorant that is not easily soluble in a solvent.

[0077] In this specification, a dye refers to a colorant that is easily soluble in a solvent.

[0078] In this specification, a cation refers to an atom having a positive charge or an atomic group having a positive charge.

[0079] In this specification, an anion refers to an atom having a negative charge or an atomic group having a negative charge.

[0080] In this specification, the symbols before or after the name (such as A, B, C, and D, etc.) are used to distinguish the components and do not limit the type of components, the number of components, or the quality of the components.

[0081] In this specification, the term "step" includes not only independent steps but also steps that cannot be clearly distinguished from other steps as long as the expected effect of the step is achieved.

[0082] <Coloring Composition>

[0083] The coloring composition of the present invention is characterized by containing:

[0084] Colorant A comprising a dye;

[0085] Polymerization initiator B;

[0086] polymerizable compound C; and

[0087] Compound D is a salt of compound d1 having an acidic group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and has a specific absorbance represented by formula (Aλ) of 5 or less and a weight average molecular weight of 2000 or more.

[0088] The coloring composition of the present invention can form a film with excellent light resistance. The detailed reason for this effect is not clear, but it is speculated as follows. It is speculated that since the coloring composition of the present invention contains the above-mentioned compound D, the above-mentioned compound D can promote the association formation of the dye during film formation. In addition, it is speculated that since compound D is a relatively large molecular weight compound, the film-forming components such as the polymerizable compound C are pseudo-crosslinked by compound D, which can suppress the outflow of compound D or dye from the film during development. Therefore, it is speculated that by using the coloring composition of the present invention, a film with excellent light resistance can be formed.

[0089] Furthermore, the colored composition of the present invention can also form pixels with suppressed loss. The detailed reason for this effect is unclear, but it is speculated that the colored composition of the present invention contains the compound D, which allows the polymerizable compound C and other film-forming components to be pseudo-crosslinked by the compound D during film formation. Therefore, it is speculated that the reason is that the colored composition of the present invention can form a strong film by exposure, and as a result, when the unexposed area is removed by development, the film loss in the exposed area can be suppressed.

[0090] The coloring composition of the present invention can be preferably used as a coloring composition for a color filter. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter. As the types of pixels in the color filter, red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, etc. can be listed. The coloring composition of the present invention can also be preferably used for the pixel structure described in International Publication No. 2019 / 102887. Below, the various components used in the coloring composition of the present invention are described.

[0091] Colorant A

[0092] The coloring composition of the present invention contains a colorant A (hereinafter referred to as a colorant). Examples of the colorant include pigments and dyes. The colorant contained in the coloring composition of the present invention preferably contains a dye.

[0093] -dye-

[0094] The type of dye is not limited. As the dye, known dyes can be used. Examples include red dyes, blue dyes, green dyes, cyan dyes, magenta dyes, and yellow dyes. As one embodiment, at least one selected from cyan dyes, magenta dyes, and yellow dyes can be used.

[0095] The dye is preferably a dye having a structure selected from the group consisting of a triarylmethane dye structure, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squaric acid dye structure, a quinoline yellow dye structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a pyrazolotriazole dye structure, a methylene dipyrrole 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 diimine dye structure, a naphthalocyanine dye structure, a pyrene dye structure, a dibenzofuranone dye structure, a merocyanine dye structure, a cretonic acid dye structure, and an oxonol dye structure. The compound having a structure of a triarylmethane dye, a xanthene dye structure, an anthraquinone dye structure, a cyanine dye structure, a squaryl dye structure, a quinoline yellow structure, a phthalocyanine dye structure, a subphthalocyanine dye structure, an azo dye structure, a thiazole dye structure, a pyrazolotriazole dye structure, and a methylenedipyrrole dye structure is more preferred. A compound having a structure of a triarylmethane dye, a xanthene dye structure, a cyanine dye structure, and a squaryl dye structure is further preferred. A compound having a triarylmethane dye structure or a xanthene dye structure is further preferred. A compound having a xanthene dye structure is particularly preferred. That is, the dye is preferably a xanthene dye.

[0096] The amount of the 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.

[0097] 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 anion is also referred to as dye A. In addition, the cation of dye A is referred to as "cation AX". + ”. And, the anion of dye A is called “anion AZ - ”.

[0098] In dye A, anion AZ can exist in the presence of cation AX + The anion AZ exists outside the cation AX. + "Extramolecular" means that the anion AZ and the cation AX + Not bonded by covalent bonds but as a bond with the cation AX + The state in which the dye exists as an independent structural unit. As the form of the dye A mentioned above, for example, salt can be cited. Hereinafter, the anion existing outside the molecule of the cation is also referred to as the counter anion. In the dye A, the anion AZ is preferably + The dye A is preferably bonded via a covalent bond. That is, the dye A is preferably in the form of an intramolecular salt (also referred to as a zwitterion).

[0099] As anion AZ - The types of anions include fluoride anions, chloride anions, bromide anions, iodide anions, cyanide anions, perchlorate anions, carboxylate anions, sulfonate anions, anions containing phosphorus atoms, imide anions, methylated anions, borate anions, SbF 6- etc., preferably imide anions, methylated anions and borate anions, more preferably imide anions and methylated anions, and further preferably imide anions due to their low nucleophilicity. As imide anions, bis(sulfonyl)imide anions are preferred. As methylated anions, tris(sulfonyl)methylated anions are preferred. As borate anions, tetraarylborate anions, tetracyanoborate anions, tetrafluoroborate anions, etc. can be mentioned.

[0100] As cation AX + The types of cations include, for example, cations having a xanthene pigment structure, cations having a triarylmethane pigment structure, cations having a cyanine pigment structure, and cations having a squarylium pigment structure. + A cation having a xanthene dye structure or a cation having a triarylmethane dye structure is preferred, and a cation having a xanthene dye structure is more preferred because the effects of the present invention are more readily achieved.

[0101] As a cationic AX with a xanthene pigment structure + Examples of dyes include compounds represented by formula (XT-1).

[0102] [Chemical Formula 2]

[0103]

[0104] 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 from 0 to 5, Z xt In the absence of Z xt In the case of R xt1 ~R xt5 At least one of them contains an anion.

[0105] R xt1 ~R xt4 The alkyl group and aryl group represented may have a substituent. Examples of the substituent include the groups listed below for the substituent T and polymerizable groups.

[0106] As R xt5Examples of the substituents represented include the groups exemplified in the substituent T described later and polymerizable groups.

[0107] In formula (XT-1), Z xt The counter anion includes fluoride anion, chloride anion, bromide anion, iodide anion, cyanide ion, perchlorate anion, carboxylate anion, sulfonate anion, anion containing phosphorus atom, imide anion, methylated anion, borate anion, SbF6 - etc., preferably imide anions, methylated anions and borate anions, more preferably imide anions and methylated anions, further preferably imide anions. As imide anions, bis(sulfonyl)imide anions are preferred. As methylated anions, tris(sulfonyl)methylated anions are preferred. As borate anions, tetraarylborate anions, tetracyanoborate anions, tetrafluoroborate anions, etc. can be cited. The molecular weight of the counter anion is preferably 100 to 1000, more preferably 200 to 500.

[0108] In formula (XT-1), in R xt1 ~R xt5 When at least one of the anions contains an anion, examples of the anion include carboxylic acid anions, sulfonic acid anions, anions containing phosphorus atoms, imide anions, methide anions, and borate anions, preferably imide anions, methide anions, and borate anions, more preferably imide anions and methide anions, and even more preferably imide anions. As the imide anion, preferably a bis(sulfonyl)imide anion. As the methylated anion, preferably a tris(sulfonyl)methylated anion. Specifically, R xt1 ~R xt5 At least one of them is preferably a group containing the partial structure represented by formula (AZ-1) or a group containing the partial structure represented by formula (AZ-2), and more preferably a group containing the partial structure represented by formula (AZ-1).

[0109] [Chemical Formula 3]

[0110]

[0111] The wavy lines in the above formulae represent bonds to other atoms or atomic groups.

[0112] Also preferably in R xt1 ~R xt5 When at least one of the R xt1 ~R xt5 At least one of them has a substituent represented by formula (P-1).

[0113] [Chemical Formula 4]

[0114]

[0115] In formula (P-1), L 1 represents a single bond or a divalent linking group, preferably a single bond. 1 Examples of the divalent linking group represented by include an alkylene group having 1 to 6 carbon atoms, an arylene group having 6 to 12 carbon atoms, -O-, -S-, or a combination thereof. 2 represents -SO2- 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. 6 represents an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom. 6 They may be the same or different. 6 The number of carbon atoms in the fluorine-containing alkyl group represented by 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-containing aryl group is preferably 6 to 20, more preferably 6 to 14, and even more preferably 6 to 10. The fluorine-containing alkyl group and the fluorine-containing aryl group may further have a substituent. Examples of the substituent include the substituent T described below and a polymerizable group.

[0116] As a cation AX having a triarylmethane pigment structure + Examples of the dye include compounds represented by formula (TP-1).

[0117] [Chemical Formula 5]

[0118]

[0119] In formula (TP-1), R tp1 ~R tp4 Each independently represents a hydrogen atom, an alkyl group or an aryl group, R tp5 represents a hydrogen atom, an alkyl group, an aryl group, or NR tp9 R tp10 (R tp9 and R tp10 represents a hydrogen atom, an alkyl group or an aryl group), R tp6 、R tp7 and R tp8 Each independently represents a substituent,

[0120] a, b and c each independently represent an integer of 0 to 4,

[0121] When a, b and c are 2 or more, R t p 6 Each other, Rtp7 Each other and R tp8 They can be connected to each other to form a ring.

[0122] Z tp Indicates the counter anion, in Z tp In the absence of R tp1 ~R tp8 At least one of them contains an anion.

[0123] R tp1 ~R tp5 、R tp9 and R tp10 The alkyl group and aryl group represented may have a substituent. Examples of the substituent include the groups listed below for the substituent T and polymerizable groups.

[0124] About R tp6 、R tp7 and R tp8 Examples of the substituents represented include the groups exemplified in the substituent T described later and polymerizable groups.

[0125] In formula (TP-1), Z tp In the absence of Z tp In the case of R tp1 ~R tp8 At least one of the anions contains an anion. As the counter anion, the counter anion described in the above formula (XT-1) can be cited. Also, in formula (TP-1), in R tp1 ~R tp8 When at least one of the compounds contains an anion, examples of the anion include the anions listed above.

[0126] (Substituent T)

[0127] As the substituent T, the following groups can be mentioned. 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, 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 heteroarylthio group having 1 to 30 carbon atoms), an alkylsulfonyl group (preferably a carbon atom having 1 to 30 carbon atoms), an arylsulfonyl group (preferably a carbon atom having 6 to 30 carbon atoms), and a heteroarylsulfonyl group (preferably a carbon atom having 1 to 30 carbon atoms). , alkylsulfinyl group (preferably carbon atoms 1 to 30), arylsulfinyl group (preferably carbon atoms 6 to 30), heteroarylsulfinyl group (preferably carbon atoms 1 to 30), urea group (preferably carbon atoms 1 to 30), hydroxyl group, carboxyl group, sulfo group, phosphoric acid group, carboxylic acid amide group, sulfonic acid amide group, imido acid group, mercapto group, halogen atom, cyano group, alkylsulfinyl group, arylsulfinyl group, hydrazine group, imino group, heteroaryl group (preferably carbon atoms 1 to 30). When these groups are further substituted groups, they may further have a substituent. As the substituent, the groups described as the substituent T above, polymerizable groups, etc. can be listed.

[0128] Examples of the polymerizable group include groups containing an ethylenically unsaturated bond such as a vinyl group, an allyl group, and a (meth)acryloyl group, an epoxy group, and an oxetanyl group.

[0129] The dye (preferably the dye A) is preferably a compound having a polymerizable group because a film having a high crosslinking density and excellent various properties can be easily obtained.

[0130] Also, from the viewpoint of easily reducing the generation of residues at the time of development, the dye (preferably, the dye A) is also preferably a pigment multimer. The pigment multimer refers to a pigment compound having 2 or more pigment structures in one molecule, and preferably has 3 or more pigment structures. The upper limit is not particularly limited, and can be set to 100 or less. The pigment structures present in one molecule can be the same pigment structure, or can be different pigment structures.

[0131] The weight average molecular weight (Mw) of the pigment multimer is preferably 2000 to 50000. The lower limit is more preferably 3000 or more, and further preferably 6000 or more. The upper limit is more preferably 30000 or less, and further preferably 20000 or less.

[0132] As the structure of the pigment multimer, the pigment multimers (A) to (D) described in paragraphs 0047 to 0103 of International Publication No. 2016 / 208524 can be exemplified. As the pigment multimer, a pigment multimer having a repeating unit represented by the following formula (A) and a pigment multimer represented by the following formula (D) are preferable. Hereinafter, the pigment multimer having a repeating unit represented by the formula (A) is also referred to as the pigment multimer (A). Also, the pigment multimer represented by the formula (D) is also referred to as the pigment multimer (D).

[0133] The pigment multimer (A) preferably contains a repeating unit represented by the formula (A). The proportion of the repeating unit represented by the formula (A) is preferably 10% by mass or more of all the repeating units constituting the pigment multimer (A), more preferably 20% by mass or more, further preferably 30% by mass or more, and particularly preferably 50% by mass or more. The upper limit can be set to 100% by mass or less, or can be set to 95% by mass or less.

[0134] [Chemical Formula 6]

[0135]

[0136] In the formula (A), X 1 represents a trivalent linking group, L 1 represents a single bond or a divalent linking group, and D 1 represents a structure derived from a pigment compound.

[0137] As the trivalent linking group represented by X 1 in the formula (A), a poly(meth)acrylic acid-based linking group, a polyalkylene imine-based linking group, a polyester-based linking group, a polyurethane-based linking group, a polyurea-based linking group, a polyamide-based linking group, a polyether-based linking group, a polystyrene-based linking group, or the like can be exemplified, and a poly(meth)acrylic acid-based linking group or a polyalkylene imine-based linking group is preferable, and a poly(meth)acrylic acid-based linking group is more preferable.

[0138] L1 represents a single bond or a divalent linking group. 1 Examples of the divalent linking group include alkylene groups having 1 to 30 carbon atoms, arylene groups having 6 to 30 carbon atoms, heterocyclic groups, -CH=CH-, -O-, -S-, -C(=O)-, -COO-, -NR-, -CONR-, -OCO-, -SO-, -SO2-, and groups formed by linking two or more of these. Here, R represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group.

[0139] 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 or may not be substituted. Examples of the substituents include those described in Group T of Substituents.

[0140] The number of carbon atoms in the arylene group is preferably 6 to 20, more preferably 6 to 12. The arylene group may be substituted or unsubstituted. Examples of the substituent include the groups described in the substituent group T.

[0141] The heterocyclic group is preferably a 5-membered ring or a 6-membered ring. The heteroatom contained in the heterocyclic group is preferably an oxygen atom, a nitrogen atom, or a sulfur atom. The number of heteroatoms contained in the heterocyclic group is preferably 1 to 3. The heterocyclic group may be substituted or unsubstituted. Examples of the substituent include the groups described in Group T for substituents.

[0142] As D 1 Examples of the structure derived from a pigment compound include residues obtained by removing one or more hydrogen atoms from a compound having a pigment structure selected from a triarylmethane pigment structure, a xanthene pigment structure, anthraquinone pigment structure, a cyanine pigment structure, a squaric acid pigment structure, a quinoline yellow pigment structure, a phthalocyanine pigment structure, a subphthalocyanine pigment structure, an azo pigment structure, a pyrazolotriazole pigment structure, a methylenedipyrrole pigment structure, an isoindoline pigment structure, a thiazole pigment structure, a benzimidazolone pigment structure, a perinone pigment structure, a pyrrolopyrrole pigment structure, a diketopyrrolopyrrole pigment structure, a diimine pigment structure, a naphthalocyanine pigment structure, a pyrene pigment structure, a dibenzofuranone pigment structure, a merocyanine pigment structure, a cretonic acid pigment structure, and an oxonol pigment structure. 1 The structure derived from the dye compound 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).

[0143] Pigment polymer (A) can also contain other repeating units except containing the represented repeating unit of formula (A).Other repeating units can contain functional groups such as polymerizable group or acid group, also can not contain these functional groups.As polymerizable group, can enumerate the group etc. containing ethylenic unsaturated bond such as vinyl, (meth) acryloyl group.As acid group, can enumerate carboxyl, sulfo group, phosphate group.

[0144] The ratio 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.

[0145] The ratio 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.

[0146] The dye multimer (D) is preferably represented by formula (D).

[0147] [Chemical Formula 7]

[0148]

[0149] In formula (D), L 4 represents an (n+k) valent linking group, L 41 and L 42 Each independently represents a single bond or a divalent linking group, D 4 Indicates the structure derived from the pigment compound, P 4 represents a substituent; n represents 2 to 15, k represents 0 to 13, and n+k represents 2 to 15. n D 4 They can be different or the same. When k is greater than 2, multiple P 4 They can be different from each other or the same.

[0150] 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.

[0151] L 41 and L 42Each independently represents a single bond or a divalent linking group. Examples of divalent linking groups include alkylene, arylene, -CH=CH-, -O-, -S-, -CO-, -COO-, -NR-, -CONR-, -OCO-, -SO-, -SO2-, and groups formed by linking two or more of these. Here, R each independently represents a hydrogen atom, an alkyl group, or an aryl group. L 42 and L 43 Each independently is preferably a group containing -S-, more preferably -S-.

[0152] As L 4 The (n+k)-valent linking group represented includes a group composed 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 composed of two or more of the following structural units combined (which may also form a ring structure). In the following formulae, * represents a bond.

[0153] [Chemical Formula 8]

[0154]

[0155] Specific examples of the (n+k)-valent linking group include the linking groups described in paragraph 0084 of International Publication No. 2016 / 208524.

[0156] As D 4 Examples of the structure derived from a pigment compound include residues obtained by removing one or more hydrogen atoms from a compound having a pigment structure selected from a triarylmethane pigment structure, a xanthene pigment structure, anthraquinone pigment structure, a cyanine pigment structure, a squaric acid pigment structure, a quinoline yellow pigment structure, a phthalocyanine pigment structure, a subphthalocyanine pigment structure, an azo pigment structure, a pyrazolotriazole pigment structure, a methylenedipyrrole pigment structure, an isoindoline pigment structure, a thiazole pigment structure, a benzimidazolone pigment structure, a perinone pigment structure, a pyrrolopyrrole pigment structure, a diketopyrrolopyrrole pigment structure, a diimine pigment structure, a naphthalocyanine pigment structure, a pyrene pigment structure, a dibenzofuranone pigment structure, a merocyanine pigment structure, a cretonic acid pigment structure, and an oxonol pigment structure. 4 The structure derived from the dye compound 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).

[0157] As P 4 The substituent represented by may include an acid group, a polymerizable group, and the like. 4The 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 It can be the same or different.

[0158] -pigment-

[0159] The pigment may be either an inorganic pigment or an organic pigment, but is preferably an organic pigment from the viewpoints of the amount of color change, ease of dispersion, safety, and the like.

[0160] Examples of organic pigments include phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, azomethine pigments, azomethine pigments, diketopyrrolopyrrole pigments, pyrrolopyrrole pigments, isoindoline pigments, quinoline yellow pigments, triarylmethane pigments, xanthene pigments, cyanine pigments, quinoline pigments, and pteridine-based pigments.

[0161] The average primary particle size 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 further preferably 100 nm or less. In addition, in this specification, the primary particle size of the pigment can be obtained by observing the primary particles of the pigment with a transmission electron microscope and based on the obtained photographs. Specifically, the projected area of ​​the primary particles of the pigment is obtained, and the corresponding circle equivalent diameter is calculated as the primary particle size of the pigment. In addition, the average primary particle size in the present invention is set to the arithmetic mean of the primary particle sizes of 400 primary particles of the pigment. In addition, the primary particles of the pigment refer to independent particles that are not agglomerated.

[0162] 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 using an X-ray diffraction apparatus and the half-value width of the peak of the diffraction angle, and can be calculated using the Scherrer equation. The crystallite size of the pigment can be adjusted by known methods such as adjusting the production conditions and pulverizing after production.

[0163] The specific surface area of ​​the pigment is preferably 1 to 300 m 2 / g. The lower limit is preferably 10m 2 / g or more, more preferably 30m 2 / g or more. The upper limit is preferably 250m 2 / g or less, more preferably 200m 2The specific surface area value can be measured 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.

[0164] The amount of the 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 further preferably less than 0.001 g.

[0165] Examples of the pigment include yellow pigments, orange pigments, red pigments, green pigments, violet pigments, and blue pigments.

[0166] Examples of red pigments include diketopyrrolopyrrole pigments, anthraquinone pigments, azo pigments, naphthol pigments, azomethine pigments, xanthene pigments, quinacridone pigments, perylene pigments, and thioindigo pigments. Preferred are diketopyrrolopyrrole pigments, anthraquinone pigments, and azo pigments, and more preferred are diketopyrrolopyrrole pigments. Specific examples of red pigments include CI (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, and 144. , 146, 149, 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. Furthermore, as the red pigment, the compound described in paragraph 0034 of International Publication No. 2022 / 085485 and the brominated diketopyrrolopyrrole compound described in Japanese Patent Application Laid-Open No. 2020-085947 can also be used.

[0167] The red pigment is preferably CI Pigment Red 122, 177, 224, 254, 255, 264, 269, or 272, more preferably CI Pigment Red 254, 264, or 272, and still more preferably CI Pigment Red 254 or 272.

[0168] As green pigments, phthalocyanine pigments, square acid pigments, etc. can be listed, preferably phthalocyanine pigments. As specific examples of green pigments, CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, 66, etc. can be listed. In addition, as green pigments, zinc phthalocyanine pigments with an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule can also be used. As specific examples, the compounds described in International Publication No. 2015 / 118720 can be listed. In addition, as green colorants, compounds described in paragraph 0029 of International Publication No. 2022 / 085485, aluminum phthalocyanine compounds described in Japanese Patent Application Publication No. 2020-070426, and diarylmethane compounds described in Japanese Patent Application Publication No. 2020-504758 can also be used.

[0169] As the green pigment, CI Pigment Green 7, 36, 58, 62, and 63 are preferred, and CI Pigment Green 36 and 58 are more preferred.

[0170] Examples of orange pigments include diketopyrrolopyrrole pigments and azo pigments, with diketopyrrolopyrrole pigments being preferred. Specific examples of orange pigments include CI 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.

[0171] Examples of the yellow pigment include azo pigments, azomethine pigments, isoindoline pigments, pteridine pigments, quinoline yellow pigments, and perylene pigments. Preferred are isoindoline pigments, quinoline yellow pigments, and azo pigments. Specific examples of yellow pigments include CI 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.

[0172] Furthermore, as a yellow pigment, an azobarbituric acid nickel complex having the following structure can also be used.

[0173] [Chemical Formula 9]

[0174]

[0175] Examples of the violet pigment include dioxazine pigments, quinacridone pigments, perylene pigments, and thioindigo pigments. Specific examples of the violet pigment include CI Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.

[0176] Examples of blue pigments include phthalocyanine pigments and squarylium pigments, with phthalocyanine pigments being preferred. Specific examples of blue pigments include CI 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 containing phosphorus atoms can also be used as blue pigments. Specific examples include the compounds described in paragraphs 0022 to 0030 of Japanese Patent Application Laid-Open No. 2012-247591 and paragraph 0047 of Japanese Patent Application Laid-Open No. 2011-157478.

[0177] As the colorant, a triarylmethane dye polymer described in Korean Patent Publication No. 10-2020-0028160, a xanthene compound described in Japanese Patent Application Laid-Open No. 2020-117638, a phthalocyanine compound described in International Publication No. 2020 / 174991, an isoindoline compound described in Japanese Patent Application Laid-Open No. 2020-160279 or a salt thereof, a compound represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069442, a compound represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069730, a compound represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069 The compound represented by Formula 1 described in Publication No. 070, the compound represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069067, the compound represented by Formula 1 described in Korean Patent Publication No. 10-2020-0069062, the zinc phthalocyanine halide pigment described in Japanese Patent No. 6809649, the isoindoline compound described in Japanese Patent Publication No. 2020-180176, the phenothiazine compound described in Japanese Patent Publication No. 2021-187913, the zinc phthalocyanine halide described in International Publication No. 2022 / 004261, and the zinc phthalocyanine halide described in International Publication No. 2021 / 250883. Other colorants can be rotaxanes, and the pigment skeleton can be used for the cyclic structure of the rotaxane, the rod-shaped structure, or both structures.As other colorants, quinoline yellow compounds represented by formula 1 in Korean Patent Publication No. 10-2020-0030759, polymer dyes described in Korean Patent Publication No. 10-2020-0061793, colorants described in Japanese Patent Application Laid-Open No. 2022-029701, isoindoline compounds described in International Publication No. 2022 / 014635, and aluminum phthalide compounds described in International Publication No. 2022 / 024926 can also be used. A blue compound, a compound described in Japanese Patent Application Laid-Open No. 2022-045895, a compound described in International Publication No. 2022 / 050051, a compound described in Japanese Patent Application Laid-Open No. 2020-090676, a compound described in Japanese Patent Application Laid-Open No. 2020-055956, a compound described in Japanese Patent Application Laid-Open No. 2021-031681, a compound described in Japanese Patent Application Laid-Open No. 2022-056354, a compound described in U.S. Patent Application Please disclose the compounds described in the specification of No. 2021 / 0355327, the compounds described in International Publication No. 2022 / 065357, the compounds described in Japanese Patent Application Publication No. 2020-045436, the compounds described in Korean Patent Application Publication No. 10-2021-0146726, the compounds described in Japanese Patent Application Publication No. 2018-178039, and the compounds described in the specification of Chinese Patent Application Publication No. 113881244. , compounds described in the specification of Chinese Patent Publication No. 113881245, compounds described in the specification of Chinese Patent Publication No. 113881246, compounds described in Japanese Patent Publication No. 2022-104822, compounds described in Japanese Patent Publication No. 2022-096701, compounds described in Japanese Patent Publication No. 2020-023652, green pigments described on pages 80 to 84 of the Color Material Association Journal (published in 2022), etc.

[0178] The content of the colorant in the total solid content of the colored composition is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more. The upper limit is preferably 80% by mass or less, and more preferably 75% by mass or less.

[0179] The content of the dye in the total solid components of the colored composition is preferably 5% by mass or more, more preferably 8% by mass or more, further 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, further preferably 60% by mass or less, still further preferably 50% by mass, and particularly preferably 40% by mass or less, most preferably 30% by mass or less. Also, the content of the dye in the coloring agent contained in the colored composition is preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 15% by mass or more, still further preferably 20% by mass or more, and particularly preferably 25% by mass or more. The upper limit can be 100% by mass or less, 90% by mass or less, 80% by mass or less, 70% by mass or less, 60% by mass or less, or 50% by mass or less.

[0180] In the case where the colored composition of the present application contains a pigment as the coloring agent, the content of the pigment is preferably 10 to 1000 parts by mass per 100 parts by mass of the dye. The lower limit is preferably 100 parts by mass or more, more preferably 150 parts by mass or more, and further preferably 200 parts by mass or more. The upper limit is preferably 600 parts by mass or less, and more preferably 400 parts by mass or less.

[0181] Polymerization Initiator B

[0182] The colored composition of the present application contains a polymerization initiator B (hereinafter, referred to as a polymerization initiator). The polymerization initiator is preferably a photopolymerization initiator. There is no particular limitation on the photopolymerization initiator, and it can be appropriately selected from publicly known photopolymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet region to the visible region is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0183] 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, sulfur 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 benzyldimethylketal 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 diphenylketone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, and a 3-aryl-substituted coumarin compound. More preferred are compounds selected from the group consisting of oxime compounds, α-hydroxyketone compounds, α-aminoketone compounds, and acylphosphine compounds, and even more preferred are oxime compounds.In addition, examples of the photopolymerization initiator include compounds described in paragraphs 0065 to 0111 of Japanese Patent Application Publication No. 2014-130173, compounds described in Japanese Patent Application No. 6301489, peroxide-based photopolymerization initiators described in MATERIAL STAGE 37 to 60 p, vol. 19, No. 3, 2019, photopolymerization initiators described in International Publication No. 2018 / 221177, photopolymerization initiators described in International Publication No. 2018 / 110179, photopolymerization initiators described in Japanese Patent Application Publication No. 2019-043864, and compounds described in Japanese Patent Application Publication No. 2019-044030. Photopolymerization initiator, peroxide initiator described in Japanese Patent Application Laid-Open No. 2019-167313, aminoacetophenone initiator having an oxazolidinyl group described in Japanese Patent Application Laid-Open No. 2020-055992, oxime photopolymerization initiator described in Japanese Patent Application Laid-Open No. 2013-190459, polymer described in Japanese Patent Application Laid-Open No. 2020-172619, International Publication No. 2020 / 152120 The compound represented by formula 1 described in JP-A-2021-181406, the photopolymerization initiator described in JP-A-2022-013379, the compound represented by formula (1) described in JP-A-2022-015747, the fluorine-containing fluorene oxime ester photoinitiator described in JP-A-2021-507058, the Chinese Patent Application Publication No. 11076 The initiators described in the specification of No. 4367, the initiators described in JP-A-2022-518535, the initiators described in International Publication No. 2021 / 175855, the compounds described in JP-A-2022-078550, the compounds described in Korean Patent Publication No. 10-2017-0087330, the compounds described in International Publication No. 2022 / 075452, etc.

[0184] In addition, as the photopolymerization initiator, compounds described in Taiwan Patent Application Publication No. 202200534 can also be mentioned.

[0185] Specific examples of the hexaarylbiimidazole compound include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-bisimidazole and the like.

[0186] Examples of commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, and Omnirad 127 (all manufactured by IGM Resins BV), and Irgacure 184, Irgacure 1173, Irgacure 2959, and Irgacure 127 (all manufactured by BASF). Examples of commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, and Omnirad 379EG (all manufactured by IGM Resins B.V.), and Irgacure 907, Irgacure 369, Irgacure 369E, and Irgacure 379EG (all manufactured by BASF). Examples of commercially available acylphosphine compounds include Omnirad 819 and Omnirad TPO (both manufactured by IGM Resins BV), Irgacure 819 and Irgacure TPO (both manufactured by BASF), and the like.

[0187] Examples of the oxime compound include the compound described in paragraph 0142 of International Publication No. 2022 / 085485, the compound described in Japanese Patent No. 5430746, the compound described in Japanese Patent No. 5647738, the compound represented by the general formula (1) or the compound described in paragraphs 0022 to 0024 of Japanese Patent Application Laid-Open No. 2021-173858, the compound represented by the general formula (1) or the compound described in paragraphs 0117 to 0120 of Japanese Patent Application Laid-Open No. 2021-170089, and the like. Specific examples of oxime compounds include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3-(4-toluenesulfonyloxy)iminobutane-2-one, 2-ethoxycarbonyloxyimino-1-phenylpropane-1-one, and 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetoxime). Examples of commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, and Irgacure OXE04 (all manufactured by BASF), TR-PBG-301, TR-PBG-304, and TR-PBG-327 (manufactured by TRONLY), and Adeka Optomer N-1919 (manufactured by ADEKA CORPORATION, a photopolymerization initiator 2 described in Japanese Patent Application Publication No. 2012-014052). Furthermore, as the oxime compound, it is also preferred to use a non-coloring compound or a compound that is highly transparent and does not easily discolor. Examples of commercially available products include ADEKA ARKLS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA CORPORATION).

[0188] As photopolymerization initiators, oxime compounds having a fluorene ring, oxime compounds having a skeleton in which at least one benzene ring in a carbazole ring is converted into a naphthalene ring, oxime compounds having a fluorine atom, oxime compounds having a nitro group, oxime compounds having a benzofuran skeleton, oxime compounds having a substituent having a hydroxyl group bonded to a carbazole skeleton, and compounds described in paragraphs 0143 to 0149 of International Publication No. 2022 / 085485 can also be used.

[0189] Specific examples of the oxime compound preferably used in the present invention are shown below, but the present invention is not limited thereto.

[0190] [Chemical Formula 10]

[0191]

[0192] [Chemical Formula 11]

[0193]

[0194] [Chemical Formula 12]

[0195]

[0196] The oxime compound is preferably a compound having an absorption wavelength maximum in the range of 350 to 500 nm, and more preferably a compound having an absorption wavelength maximum in the range of 360 to 480 nm. Also, from the viewpoint of sensitivity, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1000 to 300000, further preferably 2000 to 300000, and particularly preferably 5000 to 200000. The molar absorption coefficient of the compound can be measured using a publicly known method. For example, it is preferably measured by a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian) using ethyl acetate solvent at a concentration of 0.01 g / L.

[0197] As the photopolymerization initiator, a photoradical polymerization initiator having 2 or more functions or 3 or more functions can be used. By using such a photoradical polymerization initiator, 2 or more radicals are generated from 1 molecule of the photoradical polymerization initiator, and thus good sensitivity can be obtained. Also, in the case of using a compound having an asymmetric structure, the crystallinity decreases and the solubility to solvents and the like improves, and thus the colored composition becomes less likely to precipitate over time, and the stability over time of the colored composition can be improved. As specific examples of the photoradical polymerization initiator having 2 or more functions or 3 or more functions, the compounds described in paragraph 0148 of International Publication No. 2022 / 065215 can be given.

[0198] 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 application, the polymerization initiator can be used in only one kind, or two or more kinds can be used. In the case of using two or more kinds, the total amount of them is preferably within the above range.

[0199] Polymerizable Compound C

[0200] The colored composition of the present invention contains a polymerizable compound C (hereinafter referred to as a polymerizable compound). Examples of the polymerizable compound include compounds having a group containing an ethylenically unsaturated bond. Examples of the group containing an ethylenically unsaturated bond include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound used in the present invention is preferably a free radical polymerizable compound.

[0201] The polymerizable compound can be any chemical form, such as a monomer, prepolymer, or oligomer, but is preferably a monomer. The molecular weight of the polymerizable compound is preferably 100 to 3000. The upper limit is more preferably 2000 or less, and even more preferably 1500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0202] 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. In addition, the polymerizable compound is preferably a 3-15-functional (meth)acrylate compound, more preferably a 3-6-functional (meth)acrylate compound. Specific examples of the polymerizable compound include the compounds described in paragraphs 0075 to 0083 of International Publication No. 2022 / 065215.

[0203] Preferred polymerizable compounds include dipentatriol tri(meth)acrylate (commercially available as KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.), dipentatriol tetra(meth)acrylate (commercially available as KAYARAD D-320; manufactured by Nippon Kayaku Co., Ltd.), dipentatriol penta(meth)acrylate (commercially available as KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentatriol hexa(meth)acrylate (commercially available as 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 these (meth)acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues (for example, SARTOMER Company, Inc., SR454 and SR499 are commercially available. In addition, as polymerizable compounds, diglycerol EO (ethylene oxide) modified (meth)acrylate (commercially available product, M-460; manufactured by TOAGOSEI), pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., NKESTER A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), ARONIX TO-2349 (manufactured by TOAGOSEI CO., LTD.), NKOLIGO UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), and DPHA-60H (manufactured by Nippon Kayaku Co., Ltd.) can also be used. 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 (all manufactured by TAISEI FINE CHEMICAL CO., LTD.), LIGHT ACRYLATE POB-A0 (manufactured by KYOEISHA CHEMICAL CO., LTD.), etc.

[0204] The content of the polymerizable compound in the total solids content of the coloring composition is preferably 1 to 35% by mass, more preferably 5 to 30% by mass. The upper limit is preferably 25% by mass or less, more preferably 20% by mass or less. The lower limit is preferably 8% by mass or more, more preferably 10% by mass or more. The coloring composition of the present invention may contain only one polymerizable compound or two or more. When containing two or more polymerizable compounds, their total amount is preferably within the above range.

[0205] Compound D

[0206] The colored composition of the present invention contains compound D, which is a salt of compound d1 having an acid group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and has a specific absorbance represented by formula (Aλ) of 5 or less and a weight average molecular weight of 2000 or more.

[0207] E 1 =A 1 / (c 1 ×l 1 )……(Aλ)

[0208] In formula (Aλ), E 1 It represents the specific absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm.

[0209] A 1 It represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 to 700 nm.

[0210] l 1 Indicates the slot length in cm.

[0211] c 1 The concentration of compound D in the solution is expressed in mg / ml.

[0212] The specific absorbance represented by the formula (Aλ) of compound D is 5 or less, preferably 3 or less, and more preferably 1 or less. The specific absorbance represented by the formula (Aλ) is an indicator of the degree of absorption of light in the visible region of compound D. The smaller the specific absorbance represented by the formula (Aλ), the lower the absorbance of light in the visible region. There is no restriction on the lower limit of the specific absorbance. When setting the lower limit of the specific absorbance, the specific absorbance represented by the formula (Aλ) can be determined within a range of 0.001 or more.

[0213] 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 above-mentioned measurement sample at 25°C (room temperature) is measured using a cell with an optical path length of 1 cm.

[0214] The weight average molecular weight of compound D is 2000 or more, preferably 3000 or more, more preferably 4000 or more. The upper limit is preferably 1,000,000 or less, more preferably 100,000 or less, and even more preferably 20,000 or less.

[0215] The acid value of compound D is preferably 0.10 to 1.50 mmol / g, and more preferably 0.20 to 1.20 mmol / g from the viewpoint of developability.

[0216] Compound D can have a polymerizable group. As a polymerizable group, groups containing ethylenically unsaturated bonds such as vinyl, allyl, (meth) acryloyl, epoxy, oxetane etc. can be listed, preferably groups containing ethylenically unsaturated bonds. In the case where compound D has a polymerizable group, compound d1 can have a polymerizable group, although counter anion d2 can have a polymerizable group, from the reason that can further improve curability, it is preferred that compound d1 has a polymerizable group.

[0217] The polymerizable group value of compound D is preferably 0.1 mmol / g or more, more preferably 0.5 mmol / g or more, further preferably 0.7 mmol / g or more, further 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 further preferably 3.0 mmol / g or less.

[0218] When the polymerizable group possessed by compound D is a group containing an ethylenically unsaturated bond, the group value containing an ethylenically unsaturated bond of compound D (hereinafter also referred to as C=C value) is preferably 0.1 mmol / g or more, more preferably 0.5 mmol / g or more, further preferably 0.7 mmol / g or more, further 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.

[0219] The polymerizable group value of compound D is the numerical value of the molar amount of the polymerizable group of each 1g solid component of compound D. In the case where the polymerizable group value can be calculated from the structural formula of compound D, the value calculated by the structural formula is used. Also, in the case where it can not be calculated from the structural formula and can be calculated from the raw materials used in the synthesis of compound D, the value calculated by the raw materials added is used. Also, with respect to the polymerizable group value of compound D, for the case where it cannot be calculated from the raw materials used to synthesize compound D, the value measured by hydrolysis is used. Specifically, the component (a) of the polymerizable group site is extracted from compound D by alkali treatment, and its content is measured by high performance liquid chromatography (HPLC), and calculated by the following formula. Also, in the case where the above-mentioned component (a) cannot be extracted from compound D by alkali treatment, the value measured by NMR method (nuclear magnetic resonance) is used.

[0220] Polymerization base value of compound D [mmol / g] = (content of component (a) [ppm] / molecular weight of component (a) [g / mol]) / (weighed value of compound D [g] × (solid content concentration of compound D [mass %] / 100) × 10)

[0221] 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.

[0222] 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.

[0223] Specific examples of compound D include compounds AP-1 to AP-20 described in the Examples below.

[0224] (Compound d1)

[0225] Among compound D, the compound d1 described above that forms a salt with the counter anion d2 is a compound having an acid group and a cationic group.

[0226] The weight average molecular weight of compound d1 is preferably 2000 or more, more preferably 3000 or more, and even more preferably 4000 or more. The upper limit is preferably 1,000,000 or less, more preferably 100,000 or less, and even more preferably 20,000 or less.

[0227] Examples of the acid group possessed by compound d1 include a carboxyl group, a phosphoric acid group, a sulfonic acid group, and a phenolic hydroxyl group. A carboxyl group is preferred because it can suppress the generation of development residues.

[0228] The acid value of the compound d1 is preferably 0.10 to 1.50 mmol / g, more preferably 0.20 to 1.20 mmol / g.

[0229] As the cationic group possessed by the compound d1, a quaternary ammonium cation group, a pyridinium cationic group, and an imidazolium cationic group can be exemplified, and a quaternary ammonium cation group is preferred. As the quaternary ammonium cation group, a group represented by formula (Cat-1) is preferred.

[0230] [Chemical Formula 13]

[0231]

[0232] In the formula, R cat1 ~R cat3 respectively independently represent an alkyl group or an aryl group, and * represents a bonding bond.

[0233] R cat1 ~R cat3 The number of carbon atoms of the alkyl group represented by R cat1 ~R cat3 The alkyl group represented by R

[0234] R cat1 ~R cat3 The number of carbon atoms of the aryl group represented by R

[0235] R cat1 ~R cat3 respectively independently are preferably an alkyl group. R cat1 and R cat2 respectively independently are 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. R cat3 is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, further preferably an alkyl group having 1 to 3 carbon atoms, and more further preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0236] The cationic group value of the compound d1 is preferably 0.1 to 3.0 mmol / g, and more preferably 0.2 to 1.5 mmol / g from the viewpoint of being able to improve the light resistance of the obtained film.

[0237] The compound d1 can have a polymerizable group. As the polymerizable group, a group containing an ethylenic unsaturated bond such as a vinyl group, an allyl group, a (meth)acryloyl group, an epoxy group, an oxetanyl group, and the like can be exemplified, and a group containing an ethylenic unsaturated bond is preferred.

[0238] When compound d1 has a polymerizable group, the polymerizable group value of compound d1 is preferably 0.1 mmol / g or greater, more preferably 0.5 mmol / g or greater, even more preferably 0.7 mmol / g or greater, even more preferably 1.0 mmol / g or greater, and particularly preferably 1.5 mmol / g or greater. 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.

[0239] When the polymerizable group of compound d1 is an ethylenically unsaturated bond-containing group, the C=C value of compound d1 is preferably 0.1 mmol / g or greater, more preferably 0.5 mmol / g or greater, even more preferably 0.7 mmol / g or greater, even more preferably 1.0 mmol / g or greater, and particularly preferably 1.5 mmol / g or greater. 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.

[0240] The compound d1 preferably includes a polymer having a repeating unit d1-1 (containing an acid group) and a repeating unit d1-2 (containing a cationic group).

[0241] When compound d1 is a polymer comprising repeating units d1-1 having an acid group and repeating units d1-2 having a cationic group, the counteranion d2 in compound D is preferably coordinated to the cationic group of the repeating unit d1-2 to form a salt. Furthermore, because the light resistance of the resulting film can be improved, the ClogP value of the salt structure formed by the repeating unit d1-2 and the counteranion d2 is preferably -10.0 to 0.3, more preferably -5.0 to 0, and even more preferably -3.0 to -1.0.

[0242] 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 Co., Ltd.).

[0243] Here, when compound D is a polymer having the following structure, the ClogP value of the salt structure formed by the repeating unit d1-2 and the counter anion d2 is the ClogP value of the structure of the portion encircled by the dashed circle of the polymer having the following structure. The ClogP value of the structure of the portion encircled by the dashed circle is -1.24.

[0244] [Chemical Formula 14]

[0245]

[0246] Examples of the repeating unit d1-1 having an acid group include repeating units represented by formula (d1-1).

[0247] [Chemical Formula 15]

[0248]

[0249] Where A d10 represents a trivalent linking group, L d10 represents a single bond or a divalent connecting group, R d10 Indicates an acid group.

[0250] As A d10 Examples of the trivalent linking group include poly(meth)acrylic acid linking groups, polyalkyleneimine linking groups, polyester linking groups, polyurethane linking groups, polyurea linking groups, polyamide linking groups, polyether linking groups, and polystyrene linking groups. Preferably, the group is a poly(meth)acrylic acid linking group or a polyalkyleneimine linking group, and more preferably, the group is a poly(meth)acrylic acid linking group.

[0251] As L d10 Examples of the divalent linking group represented by include alkylene (preferably an alkylene group having 1 to 10 carbon atoms), arylene (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, OCO-, -CONR x1 -, -S-, and a group formed by combining two or more of these groups. x1 represents a hydrogen atom, an alkyl group or an aryl group.

[0252] The above-mentioned alkylene group and arylene group may have a substituent, and examples of the substituent include a hydroxyl group, an alkoxy group, an acyl group, and a polymerizable group.

[0253] The content of repeating units d1-1 having an acid group in compound d1 is preferably 0.1 to 40% by mass. The upper limit is preferably 35% by mass or less, more preferably 30% by mass or less, even more preferably 20% by mass or less, and even more preferably 10% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 3% by mass or more.

[0254] Examples of the repeating unit d1-2 having a cationic group include repeating units represented by formula (d1-2).

[0255] [Chemical Formula 16]

[0256]

[0257] Where A d20represents a trivalent linking group, L d20 represents a single bond or a divalent connecting group, R d20 represents a cationic group.

[0258] As A d20 Examples of the trivalent linking group include poly(meth)acrylic acid linking groups, polyalkyleneimine linking groups, polyester linking groups, polyurethane linking groups, polyurea linking groups, polyamide linking groups, polyether linking groups, and polystyrene linking groups. Preferably, the group is a poly(meth)acrylic acid linking group or a polyalkyleneimine linking group, and more preferably, the group is a poly(meth)acrylic acid linking group.

[0259] As L d20 Examples of the divalent linking group represented by include alkylene (preferably an alkylene group having 1 to 10 carbon atoms), arylene (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, OCO-, -CONR x2 -, -S-, and a group formed by combining two or more of these groups. x2 represents a hydrogen atom, an alkyl group or an aryl group.

[0260] The above-mentioned alkylene group and arylene group may have a substituent, and examples of the substituent include a hydroxyl group, an alkoxy group, an acyl group, and a polymerizable group.

[0261] The content of the repeating unit d1-2 having a cationic group in compound d1 is preferably 0.1 to 70% by mass. The upper limit is preferably 60% by mass or less, more preferably 55% by mass or less, even more preferably 50% by mass or less, even more preferably 40% by mass or less, and even more preferably 30% by mass or less. The lower limit is preferably 1% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more.

[0262] Compound d1 may further contain a repeating unit d1-3 having a polymerizable group. Examples of the repeating unit d1-3 having a polymerizable group include repeating units represented by formula (d1-3).

[0263] [Chemical Formula 17]

[0264]

[0265] Where A d30 represents a trivalent linking group, L d30 represents a single bond or a divalent connecting group, R d30 Represents a polymerizing group.

[0266] As A d30As the trivalent linking group, 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, or the like can be exemplified, and a poly(meth)acrylic linking group or a polyalkyleneimine linking group is preferred, and a poly(meth)acrylic linking group is more preferred.

[0267] As L d30 As the divalent linking group, 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-, -SO2-, -CO-, -O-, -COO-, OCO-, -CONR x3 -, -S-, and a group formed by combining two or more of these groups can be exemplified. R x3 represents a hydrogen atom, an alkyl group, or an aryl group.

[0268] The above alkylene group and arylene group can have a substituent. As the substituent, a hydroxyl group, an alkoxy group, an acyl group, or the like can be exemplified.

[0269] In the case where the compound d1 contains the repeating unit d1-3 having a polymerizable group, the content of the repeating unit d1-3 having a polymerizable group in the compound d1 is preferably 1 to 95% by mass. The upper limit is preferably 90% by mass or less, 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 further preferably 40% by mass or more.

[0270] The compound d1 can further have a repeating unit other than the above units d1-1 to d1-3.

[0271] (Counter anion d2)

[0272] In the compound D, the counter anion d2 which forms a salt with the above specific cation is an anion having a molecular weight of 50 or more.

[0273] As the counter anion d2, an imide anion, a methanide anion, a borate anion, a sulfonic acid anion, a carboxylic acid anion, a phosphoric acid anion, an anion containing a phosphorus atom or an antimony atom, or the like can be exemplified, and from the viewpoint of further improving the light resistance of the obtained film, an imide anion is preferred. Furthermore, the imide anion is further preferably a bis(fluoroalkylsulfonyl)imide anion.

[0274] The counter anion d2 has a molecular weight of 50 or more, preferably 51 to 900, more preferably 100 to 600, and further preferably 150 to 400.

[0275] The counter anion d2 may have a polymerizable group. Examples of the polymerizable group include groups containing an ethylenically unsaturated bond such as a vinyl group, an allyl group, and a (meth)acryloyl group, an epoxy group, and an oxetane group. Groups containing an ethylenically unsaturated bond are preferred.

[0276] The counter anion d2 is preferably an anion represented by any of formulae (BZ-1) to (BZ-8), and is preferably an anion represented by formula (BZ-1) because it can further improve the light resistance of the obtained film.

[0277] [Chemical Formula 18]

[0278]

[0279] In formula (BZ-1), R 111 Represents -SO2-R 201 or-CO-R 201 , R 112 Represents alkyl, aryl, -SO2-R 202 or-CO-R 202 , R 201 and R 202 Each independently represents a halogen atom, an alkyl group or an aryl group, R 111 With R 112 They may be bonded to form a ring.

[0280] R 112 、R 201 and R 202 The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6. 112 、R 201 and R 202 The alkyl group represented 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.

[0281] R 112 、R 201 and R 202 The number of carbon atoms of the aryl group represented by is preferably 6 to 20, more preferably 6 to 12. 112 、R 201 and R 202 The aryl group represented 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.

[0282] As R 201 and R 202 Examples of the halogen atom represented by include a fluorine atom, a chlorine atom and a bromine atom, and a fluorine atom is preferred.

[0283] In formula (BZ-1), R 111 With R112 They may be bonded to form a ring, and the formed ring is preferably a 5-membered ring or a 6-membered ring.

[0284] R of the preferred formula (BZ-1) 111 -SO2-R 201 And R 112 -SO2-R 202 . And, R 201 and R 202 Each independently preferably is 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 still more preferably an alkyl group having a fluorine atom as a substituent.

[0285] In formula (BZ-2), R 113 Represents -SO2-R 203 or-CO-R 203 , R 114 and R 115 Each independently represents -SO2-R 204 、-CO-R 204 or cyano, R 203 and R 204 Each independently represents a halogen atom, an alkyl group or an aryl group, R 113 With R 114 or R 115 They may be bonded to form a ring.

[0286] R 203 and R 204 The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6. 203 and R 204 The alkyl group represented 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.

[0287] R 203 and R 204 The number of carbon atoms of the aryl group represented by is preferably 6 to 20, more preferably 6 to 12. 203 and R 204 The aryl group represented 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.

[0288] As R 203 and R 204 Examples of the halogen atom represented by include a fluorine atom, a chlorine atom and a bromine atom, and a fluorine atom is preferred.

[0289] In formula (BZ-2), R 113 With R 114 or R 115They may be bonded to form a ring, and the formed ring is preferably a 5-membered ring or a 6-membered ring.

[0290] In formula (BZ-2), R 113 Preferably -SO2-R 203 . R 114 and R 115 Each independently preferably is -SO2-R 204 or-CO-R 204 , more preferably -SO2-R 204 . And, R 203 and R 204 Each independently preferably represents 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 still more preferably an alkyl group having a fluorine atom as a substituent.

[0291] 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 the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom, preferably a fluorine atom. The alkyl group, aryl group, alkoxy group, and aryloxy group may or may not have a substituent. When having a substituent, a halogen atom or an alkyl group substituted with a halogen atom is preferred, and a fluorine atom or an alkyl group substituted with a fluorine atom is more preferred.

[0292] In formula (BZ-3), R 116 ~R 119 At least one of them is a cyano group, a fluorine atom, an alkyl group having a fluorine atom as a substituent, an aryl group having a fluorine atom as a substituent, or an aryl group having an alkyl group substituted by a fluorine atom as a substituent, and more preferably R 116 ~R 119 All of them are cyano groups, fluorine atoms, alkyl groups having fluorine atoms as substituents, or aryl groups having fluorine atoms as substituents, and fluorine atoms are more preferred.

[0293] In formula (BZ-4), R 120 R represents an alkyl group or an aryl group. 120 The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6. 120 The alkyl group represented by R 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 number of carbon atoms of the aryl group represented by is preferably 6 to 20, more preferably 6 to 12. 120 The aryl group represented by the formula (a) may have a substituent, and 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.

[0294] In formula (BZ-5), R 121 R represents an alkyl group or an aryl group. 121 The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6. 121 The alkyl group represented by R 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 number of carbon atoms of the aryl group represented by is preferably 6 to 20, more preferably 6 to 12. 121 The aryl group represented by the formula (a) may have a substituent, and 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.

[0295] In formula (BZ-6), R 122 represents an alkyl or aryl group, R 123 represents a hydrogen atom, an alkyl group or an aryl group. 122 and R 123 The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6. 122 and R 123 The alkyl group represented by R 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 number of carbon atoms of the aryl group represented by is preferably 6 to 20, more preferably 6 to 12. 122 and R 123 The aryl group represented by the formula (a) may have a substituent, and 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.

[0296] In formula (BZ-7), R 124 ~R 129 Each independently represents a halogen atom or a halogenated hydrocarbon group. 124 ~R 129 Examples of the halogen atom represented by include fluorine atom, chlorine atom and bromine atom, and fluorine atom is preferred. 124 ~R 129 The halogenated hydrocarbon group represented 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.

[0297] In formula (BZ-8), R 130 ~R 135 Each independently represents a halogen atom or a halogenated hydrocarbon group. 130 ~R 135 Examples of the halogen atom represented by include fluorine atom, chlorine atom and bromine atom, and fluorine atom is preferred.130 ~R 135 The halogenated hydrocarbon group represented 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.

[0298] Specific examples of the counter anion d2 include anions having the following structures.

[0299] [Chemical Formula 19]

[0300]

[0301] [Chemical Formula 20]

[0302]

[0303] Moreover, SbF6 - 、(CF3)3PF3 - 、(C2F5)2PF4 - 、(C2F5)3PF3 - 、[(CF3)2CF]2PF4 - , [(CF3)2CF]3PF3, (n-C3F7)2PF4 - 、(n-C3F7)3PF3 - 、(n-C4F9)3PF3 - 、(C2F5)(CF3)2PF3 - 、[(CF3)2CFCF2]2PF4 - , [(CF3)2CFCF2]3PF3, (n-C4F9)2PF4 - 、(n-C4F9)3PF3 - 、(C2F4H)(CF3)2PF3 - 、(C2F3H2)3PF3 - 、(C2F5)(CF3)2PF3 - 、(CF3)4B - 、(CF3)3BF - 、(CF3)2BF2 - 、(CF3)BF3 - 、(C2F5)4B - 、(C2F5)3BF - 、(C2F5)BF3 - 、(C2F5)2BF2 - 、(CF3)(C2F5)2BF - 、(CF3C6H4)4B - 、(C6F5)2BF2- 、(C6F5)BF3 - 、(C6H3F2)4B - 、B(CN)F3 - 、B(CN)2F2 - 、B(CN)3F - 、(CF3)3B(CN) - 、(CF3)2B(CN)2 - 、(C2F5)3B(CN) - 、(C2F5)2B(CN)2 - 、(n-C3F7)3B(CN) - 、(n-C4F9)3B(CN) - 、(n-C4F9)2B(CN)2 - 、(n-C6F 13 )3B(CN) - 、(CHF2)3B(CN) - 、(CHF2)2B(CN)2 - 、(CH2CF3)3B(CN) - 、(CH2CF3)2B(CN)2 - 、(CH2C2F5)3B(CN) - 、(CH2C2F5)2B(CN)2 - 、(CH2CH2C3F7)2B(CN)2 - 、(n-C3F7CH2)2B(CN)2 - 、(C6H5)3B(CN) - And anions of the following structures can also be given as specific examples.

[0304] [Chemical Formula 21]

[0305]

[0306] [Chemical Formula 22]

[0307]

[0308] [Chemical Formula 23]

[0309]

[0310] The content of Compound D in the total solids content of the coloring composition is preferably 1 to 60% by mass. The upper limit is preferably 50% by mass or less, more preferably 40% by mass or less. The lower limit is preferably 3% by mass or more, more preferably 6% by mass or more. When the content of Compound D is within this range, the effects of the present invention are more significantly exerted.

[0311] The content of the compound D is preferably 5 to 1000 parts by mass relative to 100 parts by mass of the dye. The upper limit is preferably 600 parts by mass or less, more preferably 300 parts by mass or less. The lower limit is preferably 10 parts by mass or more, more preferably 20 parts by mass or more. As long as the content of the compound D is within the above range, the effects of the present application are more remarkably exerted.

[0312] Resin

[0313] The coloring composition of the present application preferably further contains a resin in addition to the above-mentioned compound D. The resin is used, for example, for the purpose of dispersing particles such as pigments in the coloring composition or for the purpose of a binder. In addition, the resin that is mainly used for dispersing particles such as pigments is also referred to as a dispersant. However, such a use of the resin is an example, and the resin can also be used for purposes other than this.

[0314] The weight average molecular weight (Mw) of the resin is preferably 3000 to 2000000. The upper limit is preferably 1000000 or less, more preferably 500000 or less. The lower limit is preferably 4000 or more, more preferably 5000 or more.

[0315] As the resin, for example, (meth)acrylic resin, epoxy resin, (meth)acrylamide resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenyl resin, polyarylene ether phosphine oxide resin, polyimide resin, polyamide-imide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, silicone resin, and the like can be exemplified. Furthermore, as the resin, the resin described in paragraphs 0091 to 0099 of International Publication No. 2022 / 065215, the blocked polyisocyanate resin described in Japanese Patent Application Publication No. 2016-222891, the resin described in Japanese Patent Application Publication No. 2020-122052, the resin described in Japanese Patent Application Publication No. 2020-111656, the resin described in Japanese Patent Application Publication No. 2020-139021, the resin described in Japanese Patent Application Publication No. 2017-138503 containing a structural unit having a ring structure on a main chain and a structural unit having a biphenyl group on a side chain, the resin described in paragraphs 0199 to 0233 of Japanese Patent Application Publication No. 2020-186373, the alkali-soluble resin described in Japanese Patent Application Publication No. 2020-186325, 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 International Publication No. 2022 / 030445, and the compound described in Japanese Patent Application Publication No. 2018-135514 can also be used.

[0316] As the resin, a resin having an acid group is preferably used. A resin having an acid group can be used as an alkali-soluble resin. Examples of the acid group include a carboxyl group, a phosphoric acid group, a sulfonic acid group, and a phenolic hydroxyl group.

[0317] The acid value of the resin having an acid group is preferably 30 to 500 mgKOH / g. The lower limit is more preferably 40 mgKOH / g or higher, and particularly preferably 50 mgKOH / g or higher. The upper limit is more preferably 400 mgKOH / g or lower, further preferably 300 mgKOH / g or lower, and particularly preferably 200 mgKOH / g or lower. The weight average molecular weight (Mw) of the resin having an acid group is preferably 5,000 to 100,000, and more preferably 5,000 to 50,000. Furthermore, the number average molecular weight (Mn) of the resin having an acid group is preferably 1,000 to 20,000.

[0318] The resin having an acid group preferably contains repeating units having an acid group in the side chain, and more preferably contains 5 to 70 mol% of repeating units having an acid group in the side chain among all the repeating units of the resin. The upper limit of the content of repeating units having an acid group in the 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 in the side chain is preferably 10 mol% or more, more preferably 20 mol% or more.

[0319] Regarding the resin having an acid group, reference can be made to paragraphs 0558 to 0571 of Japanese Patent Application Publication No. 2012-208494 (paragraphs 0685 to 0700 of the corresponding U.S. Patent Application Publication No. 2012 / 0235099), and paragraphs 0076 to 0099 of Japanese Patent Application Publication No. 2012-198408, which are incorporated herein by reference. Furthermore, commercially available products can also be used as the resin having an acid group. Furthermore, there are no particular restrictions on the method for introducing an acid group into the resin, and for example, the method described in Japanese Patent Publication No. 6349629 can be cited. Furthermore, as a method for introducing an acid group into the resin, a method for introducing an acid group by reacting an acid anhydride with a hydroxyl group generated in a ring-opening reaction of an epoxy group can also be cited.

[0320] 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 repeating units having a basic group on the side chain, more preferably a copolymer having repeating units having a basic group on the side chain and repeating units not containing a basic group, and further preferably a capped copolymer having repeating units having a basic group on the side chain and repeating units 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.

[0321] Examples of commercially available resins having a basic group include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (all manufactured by BYK Chemie), SO LSPERSE 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 38500, 39000, 53095, 56000, 7100 (all manufactured by The Lubrizol Corporation), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), etc. In addition, the resin having a basic group can also use the end-capped copolymer (B) described in paragraphs 0063 to 0112 of Japanese Patent Application Publication No. 2014-219665, the end-capped copolymer A1 described in paragraphs 0046 to 0076 of Japanese Patent Application Publication No. 2018-156021, and the vinyl resin having a basic group described in paragraphs 0150 to 0153 of Japanese Patent Application Publication No. 2019-184763, and these contents are incorporated into this specification.

[0322] The coloring composition of the present invention preferably further contains a resin having an acid group and a resin having a basic group. This embodiment can further improve the storage stability of the coloring composition. When using both a resin having an acid group and a resin having a basic group, 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.

[0323] As the resin, it is also preferred to use a resin having an aromatic carboxyl group. In the resin having an aromatic carboxyl group, the aromatic carboxyl group may be contained in the main chain of the repeating unit or in the side chain of the repeating unit. The aromatic carboxyl group is preferably contained in the main chain of the repeating unit. In addition, in this specification, the aromatic carboxyl group refers to a group in which one or more carboxyl groups are bonded to an aromatic ring. Among the aromatic carboxyl groups, the number of carboxyl groups bonded to the aromatic ring is preferably 1 to 4, more preferably 1 to 2. As the resin having an aromatic carboxyl group, the resins described in paragraphs 0082 to 0107 of International Publication No. 2021 / 166858 can be cited.

[0324] The coloring composition of the present invention preferably contains a resin as a dispersant. Examples of the dispersant include acidic dispersants (acidic resins) and alkaline dispersants (alkaline resins). Here, the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of base groups. As the acidic dispersant (acidic resin), it is preferred that the amount of acid groups is 70 mol% or more when the total amount of the amount of acid groups and the amount of base groups is set to 100 mol%. The acid group possessed by the acidic dispersant (acidic resin) is preferably a carboxyl group. The acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH / g. Furthermore, the alkaline dispersant (alkaline resin) refers to a resin in which the amount of base groups is greater than the amount of acid groups. As the alkaline dispersant (alkaline resin), it is preferred that the amount of base groups exceeds 50 mol% when the total amount of the amount of acid groups and the amount of base groups is set to 100 mol%. The base group possessed by the alkaline dispersant is preferably an amino group.

[0325] The resin used as the dispersant is preferably a grafted resin. For details of the grafted resin, reference can be made to paragraphs 0025 to 0094 of JP-A-2012-255128, the contents of which are incorporated herein.

[0326] The resin used as the dispersant is preferably a resin having an aromatic carboxyl group. Examples of the resin having an aromatic carboxyl group include the resins listed above.

[0327] The resin used as a dispersant is also preferably a polyimide dispersant containing a nitrogen atom in at least one of the main chain and the side chain. As a polyimide dispersant, a resin having a main chain and a side chain and having a basic nitrogen atom in at least one of the main chain and the side chain is preferably a resin, wherein the main chain contains a partial structure having a functional group with a pKa of 14 or less, and the number of atoms in the side chain is 40 to 10,000. The basic nitrogen atom is not particularly limited as long as it is a nitrogen atom that exhibits basicity. For polyimide dispersants, reference can be made to paragraphs 0102 to 0166 of Japanese Patent Application Publication No. 2012-255128, which is incorporated into this specification.

[0328] The resin used as a dispersant is preferably a resin having a structure in which multiple polymer chains are bonded to a core. Examples of such resins include dendritic polymers (including star polymers). Specific examples of dendritic polymers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP-A-2013-043962.

[0329] The resin used as the dispersant is also preferably a resin containing repeating units having a group containing an ethylenically unsaturated bond in its side chain. The content of repeating units having a group containing an ethylenically unsaturated bond in its 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 in the resin.

[0330] As the dispersant, the resin described in Japanese Patent Application Laid-Open No. 2018-087939, the end-blocked copolymers (EB-1) to (EB-9) described in paragraphs 0219 to 0221 of Japanese Patent Application No. 6432077, the polyethyleneimine having a polyester side chain described in International Publication No. 2016 / 104803, the end-blocked copolymer described in International Publication No. 2019 / 125940, the end-blocked polymer having an acrylamide structural unit described in Japanese Patent Application Laid-Open No. 2020-066687, the end-blocked polymer having an acrylamide structural unit described in Japanese Patent Application Laid-Open No. 2020-066688, the dispersant described in International Publication No. 2016 / 104803, etc. can also be used.

[0331] Dispersants are also commercially available, and specific examples thereof include the DISPERBYK series manufactured by BYK-Chemie GmbH, the SOLSPERSE series manufactured by Lubrizol Japan Limited, the Efka series manufactured by BASF, and the AJISPER series manufactured by Ajinomoto Fine-Techno Co., Inc. Furthermore, the products described in paragraph 0129 of Japanese Patent Application Laid-Open No. 2012-137564 and the products described in paragraph 0235 of Japanese Patent Application Laid-Open No. 2017-194662 can also be used as dispersants.

[0332] The resin content in the total solids content of the colored composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more.

[0333] Furthermore, the content of the resin having an acid group (alkali-soluble resin) in the total solid content of the colored composition is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 35% by mass or less, and even more preferably 30% by mass or less. The lower limit can be 0% by mass or more, 1% by mass or more, or 2% by mass or more.

[0334] Furthermore, from the perspective of easily obtaining excellent developability, the content of the resin having an acid group (alkali-soluble resin) in the total amount of the resin is preferably 30% by mass or more, more preferably 50% by mass or more, further preferably 70% by mass or more, and particularly preferably 80% by mass or more. 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 resin or two or more. When containing two or more resins, their total amount is preferably within the above range.

[0335] Compounds having cyclic ether groups

[0336] The coloring composition of the present invention can contain a compound having a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetane group. The compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter, also referred to as an epoxy compound). Examples of the epoxy compound include compounds having one or more epoxy groups in one molecule, preferably compounds having two or more epoxy groups. The epoxy compound is preferably a compound having 1 to 100 epoxy groups in one molecule. The upper limit of the epoxy group contained in the epoxy compound can be set to, for example, 10 or less, or can be set to 5 or less. The lower limit of the epoxy group contained in the epoxy compound is preferably 2 or more. As the compound having a cyclic ether group, the compounds described in paragraphs 0034 to 0036 of JP-A-2013-011869, paragraphs 0147 to 0156 of JP-A-2014-043556, paragraphs 0085 to 0092 of JP-A-2014-089408, the compounds described in JP-A-2017-179172, the xanthene-type epoxy resins described in JP-A-2021-195421, and the xanthene-type epoxy resins described in JP-A-2021-195422 can also be used.

[0337] The compound having a cyclic ether group may be a low molecular weight compound (e.g., a molecular weight of less than 2000, or more preferably, a molecular weight of less than 1000) or a macromolecule (e.g., a molecular weight of 1000 or more, or a weight average molecular weight of 1000 or more in the case of a polymer). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the weight average molecular weight is more preferably 10,000 or less, particularly preferably 5,000 or less, and even more preferably 3,000 or less.

[0338] Commercially available products of compounds having a cyclic ether group include, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by DIC Corporation, and are epoxy group-containing polymers).

[0339] The content of the compound having a cyclic ether group in the total solids content of the coloring composition is preferably 0.1 to 20% by mass. The lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more. The upper limit is preferably 15% by mass or less, more preferably 10% by mass or less. The compound having a cyclic ether group may be used alone or in combination of two or more. When two or more compounds are used, their combined amount is preferably within the above range.

[0340] Pigment Derivatives

[0341] The coloring composition of the present invention may contain a pigment derivative. Examples of the pigment derivative include compounds having at least one structure selected from a pigment structure and a triazine structure, and an acid group or a basic group.

[0342] Examples of the pigment structure include a quinoline pigment structure, a benzimidazolone pigment structure, a benzisoindole pigment structure, a benzothiazole pigment structure, an iminium pigment structure, a squaric acid pigment structure, a cretonic acid pigment structure, an oxonol pigment structure, a pyrrolopyrrole pigment structure, a diketopyrrolopyrrole pigment structure, an azo pigment structure, an azomethine pigment structure, a phthalocyanine pigment structure, a naphthalocyanine pigment structure, an anthraquinone pigment structure, a quinacridone pigment structure, a dioxazine pigment structure, a peroxycyclic pigment structure, a perylene pigment structure, a thiazine indigo pigment structure, a thioindigo pigment structure, an isoindoline pigment structure, an isoindolinone pigment structure, a quinoline yellow pigment structure, a dithiol pigment structure, a triarylmethane pigment structure, and a pyrromethene pigment structure.

[0343] Examples of the acid groups possessed by the pigment derivatives include carboxyl groups, sulfonic groups, phosphoric acid groups, boric acid groups, imidic acid groups, and salts thereof. Examples of the atoms or atomic groups constituting the salts include alkali metal ions (Li + 、Na + , K + etc.), alkaline earth metal ions (Ca 2+ Mg 2+ etc.), ammonium ion, imidazolium ion, pyridinium ion, phosphonium ion, etc. As the imidic acid group, preferably -SO2NHSO2R X1 、-CONHSO2R X2 、-CONHCOR X3 or-SO2NHCOR X4 , more preferably -SO2NHSO2R X1 、-CONHSO2R X2 or-SO2NHCOR X4 , further preferably -SO2NHSO2R X1 or -CONHSO2R X2 . R X1 ~R X4 R and R are independently an alkyl group or an aryl group. X1 ~R X4 The alkyl group and aryl group represented by R may have a substituent. As a substituent, a halogen atom is preferred, and a fluorine atom is more preferred. X1 ~R X4 Each of the fluorine-containing alkyl groups and the fluorine-containing aryl groups is preferably independently a fluorine-containing alkyl group or a fluorine-containing aryl group, and more preferably a fluorine-containing alkyl group. The fluorine-containing alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and even more preferably 1 to 3 carbon atoms. The fluorine-containing aryl group preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 carbon atoms.

[0344] Examples of the base group possessed by the pigment derivative include amino, pyridyl and its salts, ammonium salts, and phthalimidomethyl groups. Examples of the atom or atomic group constituting the salt include hydroxide ions, halogen ions, carboxylic acid ions, sulfonic acid ions, and phenoxide ions.

[0345] Examples of the amino group include -NR x11 R x12 The group represented by and the cyclic amino group.

[0346] In-NR x11 R x12 In the group represented by x11 and R x12Each independently represents a hydrogen atom, an alkyl group, or an aryl group, preferably an alkyl group. That is, the amino group is preferably a dialkylamino group. The number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3. The alkyl group may be any of linear, branched, or cyclic, preferably linear or branched, and even more preferably linear. The alkyl group may have a substituent. Examples of the substituent include the substituent T described above. The number of carbon atoms in the aryl group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12. The aryl group may have a substituent. Examples of the substituent include the substituent T described above.

[0347] Examples of the cyclic amino group include pyrrolidinyl, piperidinyl, piperazinyl, and morpholinyl groups. These groups may further have a substituent.

[0348] Pigment derivatives with excellent visible transparency (hereinafter also referred to as transparent pigment derivatives) can also be used. The maximum value (εmax) of the molar absorption coefficient of the transparent pigment derivative in the wavelength range of 400 to 700 nm is preferably 3000 L·mol -1 cm -1 Below, more preferably 1000 L·mol -1 cm -1 Below, more preferably 100 L·mol -1 cm -1 Below. The lower limit of εmax is, for example, 1 L·mol -1 cm -1 Above, can also be 10L·mol -1 cm -1 above.

[0349] Specific examples of pigment derivatives include the compounds described in the Examples described below, the compounds described in paragraph 0124 of International Publication No. 2022 / 085485, the benzimidazolone compounds or salts thereof described in Japanese Patent Application Laid-Open No. 2018-168244, and the compounds having an isoindoline skeleton described in general formula (1) of Japanese Patent No. 6996282.

[0350] When the coloring composition of the present invention contains a pigment derivative, the content of the pigment derivative in the total solid content of the coloring composition is preferably 0.3 to 20 mass%. The lower limit is preferably 0.6 mass% or more, more preferably 0.9 mass% or more. The upper limit is preferably 15 mass% or less, more preferably 12.5 mass% or less, and even more preferably 10 mass% or less. In addition, the content of the pigment derivative is preferably 1 to 30 mass parts relative to 100 mass parts of pigment. The lower limit is preferably 2 mass parts or more, more preferably 3 mass parts or more. The upper limit is preferably 25 mass parts or less, more preferably 20 mass parts or less, and even more preferably 15 mass parts or less. The coloring composition of the present invention may contain only one pigment derivative or two or more. When containing two or more pigment derivatives, their total amount is preferably within the above range.

[0351] Silane coupling agent

[0352] 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, preferably silane compounds having a hydrolyzable group and functional groups other than the hydrolyzable group. A hydrolyzable group refers to a substituent that directly bonds to a silicon atom and can produce a siloxane bond through at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include halogen atoms, alkoxy groups, acyloxy groups, and the like, preferably alkoxy groups. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Furthermore, examples of functional groups other than the hydrolyzable group include vinyl groups, (meth)allyl groups, (meth)acryloyl groups, mercapto groups, epoxy groups, oxetane groups, amino groups, urea groups, thioether groups, isocyanate groups, phenyl groups, and the like, preferably amino groups, (meth)acryloyl groups, and epoxy groups. Specific examples of silane coupling agents include the compounds described in paragraph 0177 of International Publication No. 2022 / 085485 and the compounds described in Japanese Patent Application Laid-Open No. 2019-183020. The content of the silane coupling agent in the total solids content of the coloring composition is preferably 0.01 to 15.0% by mass, more preferably 0.05 to 10.0% by mass. The silane coupling agent may be present in a single species or in two or more species. In the case of two or more species, the total amount is preferably within the above range.

[0353] Solvent

[0354] The coloring composition of the present invention preferably contains a solvent. Examples of the solvent include organic solvents. The type of solvent is generally not particularly limited as long as it satisfies the solubility of the components and the coating properties of the composition. Examples of organic solvents include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents. For details, please refer to paragraph 0223 of International Publication No. 2015 / 166779, which is incorporated herein. Cyclic alkyl-substituted ester solvents and cyclic alkyl-substituted ketone solvents are also preferably used. Specific examples of the organic solvent include polyethylene glycol monomethyl ether, methylene chloride, 3-ethoxymethyl propionate, 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 the present invention include alcohol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropionamide, 3-butoxy-N,N-dimethylpropionamide, propylene glycol diacetate, 3-methoxybutanol, methyl ethyl ketone, γ-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, for environmental reasons, it may be preferable to reduce the amount of aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) used as organic solvents (for example, the amount can be reduced to 50 mass ppm (parts per million) or less, 10 mass ppm or less, or even 1 mass ppm or less relative to the total amount of the organic solvent).

[0355] In the present invention, it is preferred to use an organic solvent with a low metal content. For example, the metal content of the organic solvent is preferably 10 parts per billion (ppb) or less. Organic solvents with a ppt (parts per trillion) mass content can be used as needed. These organic solvents are provided, for example, by Toyo Gosei Co., Ltd. (Chemical Industry Daily, November 13, 2015).

[0356] Examples of methods for removing impurities such as metals from organic solvents include distillation (molecular distillation or thin film distillation) or 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 is preferably made of polytetrafluoroethylene, polyethylene, or nylon.

[0357] The organic solvent may contain isomers (compounds having the same number of atoms but different structures), and may contain only one isomer or multiple isomers.

[0358] The peroxide content in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially no peroxide is contained.

[0359] The content of the solvent in the colored composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.

[0360] Furthermore, from the perspective of environmental regulation, the coloring composition of the present invention preferably contains substantially no environmentally regulated substances. Furthermore, in the present invention, “substantially no environmentally regulated substances” means that the content of environmentally regulated substances in the coloring composition is 50 ppm by mass or less, preferably 30 ppm by mass or less, more preferably 10 ppm by mass or less, and particularly preferably 1 ppm by mass or less. Examples of environmentally regulated substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These are registered as environmentally regulated substances based on REACH (Registration Evaluation Authorization and Restriction of Chemicals) regulations, PRTR (Pollutant Release and Transfer Register) laws, and VOC (Volatile Organic Compounds) regulations, and their usage and handling methods are strictly regulated. These compounds are sometimes used as solvents when manufacturing the various components used in the coloring composition, and sometimes are mixed into the coloring composition as residual solvents. From the perspective of human safety and environmental considerations, it is preferable to reduce these substances as much as possible. As a method for reducing environmental control substances, it is possible to cite a method in which the system interior is heated and decompressed to a temperature above the boiling point of the environmental control substances, the environmental control substances are distilled from the system interior and reduced. Furthermore, in the case of distilling a small amount of environmental control substances, it is also useful to azeotrope with a solvent having the same boiling point as the solvent in order to improve efficiency. Furthermore, in the case of containing a compound with free radical polymerizability, a polymerization inhibitor etc. can be added to carry out reduced pressure distillation to suppress free radical polymerization reaction in reduced pressure distillation and cause crosslinking between molecules. These distillation methods can be carried out in any one of the stages of the raw material stage, the stage of the product (such as the resin solution or the multifunctional monomer solution after polymerization) of which the raw materials are reacted, or the stage of the coloring composition made by mixing these compounds.

[0361] Polymerization Inhibitors

[0362] The coloring composition of the present invention may contain a polymerization inhibitor. Examples of polymerization inhibitors 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-tert-butylphenol), and N-nitrosophenylhydroxylamine salts (ammonium salts, first cerium salts, etc.). Among them, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solids content of the coloring composition is preferably 0.0001 to 5% by mass. The polymerization inhibitor may be present in a single species or in two or more species. In the case of two or more species, the total amount is preferably within the above range.

[0363] Surfactants

[0364] The coloring composition of the present invention may contain a surfactant. Examples of surfactants include fluorochemical surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants. The surfactant is preferably a silicone surfactant or a fluorochemical surfactant, and more preferably a silicone surfactant. For surfactants, reference may be made to the surfactants described in paragraphs 0238 to 0245 of International Publication No. 2015 / 166779, which are incorporated herein by reference.

[0365] As the fluorine-based surfactant, the compounds described in paragraphs 0167 to 0173 of International Publication No. 2022 / 085485 can be used.

[0366] Examples of the nonionic surfactant include compounds described in paragraph 0174 of International Publication No. 2022 / 085485.

[0367] Examples of the silicone surfactant include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, and SF 84190II (all manufactured by Dow Toray Co., Ltd.), TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momentive Performance Materials Inc.), KP-341, KF-6000, KF-6001, KF-6002, and KF-6003 (all manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, and BYK-UV3510 (all manufactured by BYK Chemie GmbH).

[0368] Furthermore, compounds having the following structures can also be used as silicone surfactants.

[0369] [Chemical Formula 24]

[0370]

[0371] The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% to 5.0% by mass, more preferably 0.005% to 3.0% by mass. The surfactant may be a single surfactant or two or more surfactants. When two or more surfactants are present, the total amount is preferably within the above range.

[0372] Ultraviolet absorbers

[0373] The colored composition of the present application can contain an ultraviolet absorber. As the ultraviolet absorber, a conjugated diene compound, an amino diene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyl triazine compound, an indole compound, a triazine compound, a dibenzoyl compound, and the like can be exemplified. As specific examples of such compounds, the compounds described in paragraph 0179 of International Publication No. 2022 / 085485, the reactive triazine ultraviolet absorber described in Japanese Patent Application Publication No. 2021-178918, the ultraviolet absorber described in Japanese Patent Application Publication No. 2022-007884, and the compound described in Korean Patent Publication No. 10-2022-0014454 can also be used. The content of the ultraviolet absorber in the total solid components of the colored composition is preferably 0.01 to 10% by mass, and more preferably 0.01 to 5% by mass. In the present application, the ultraviolet absorber can be used in only one kind, or two or more kinds can be used. In the case of using two or more kinds, the total amount is preferably within the above range.

[0374] Antioxidants

[0375] The coloring composition of the present invention can contain an antioxidant. Examples of the antioxidant include phenolic compounds, phosphite compounds, and thioether compounds. As the phenolic compound, any phenolic compound known as a phenolic antioxidant can be used. Preferred phenolic compounds include hindered phenolic compounds. Preferably, the compound has a substituent at a position adjacent to the phenolic hydroxyl group (ortho position). As the substituent, preferably, it is a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms. Furthermore, the antioxidant is preferably a compound having a phenolic group and a phosphite group in the same molecule. Furthermore, the antioxidant can also preferably use a phosphorus antioxidant. Examples of the phosphorus antioxidant include tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphin-6-yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetrakis-tert-butyldibenzo[d,f][1,3,2]dioxaphosphin-2-yl)oxy]ethyl]amine, and ethylbis(2,4-di-tert-butyl-6-methylphenyl)phosphite. Commercially available antioxidants include, for example, Adekastab AO-20, Adekastab A0-30, Adekastab A0-40, Adekastab A0-50, Adekastab A0-50F, Adekastab A0-60, Adekastab A0-60G, Adekastab A0-80, and Adekastab A0-330 (all manufactured by ADEKA CORPORATION). Furthermore, antioxidants include compounds described in paragraphs 0023 to 0048 of Patent No. 6268967, compounds described in International Publication No. 2017 / 006600, compounds described in International Publication No. 2017 / 164024, and 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% by mass, more preferably 0.3 to 15% by mass. One antioxidant may be used alone, or two or more antioxidants may be used. When two or more antioxidants are used, the total amount is preferably within the above range.

[0376] Curing accelerator

[0377] The coloring composition of the present invention may contain a curing accelerator. Examples of curing accelerators include thiol compounds, hydroxymethyl compounds, amine compounds, phosphonium salt compounds, amidine salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, onium salt compounds, and the like. Specific examples of curing accelerators include the compounds described in paragraph 0164 of International Publication No. 2022 / 085485 and the compounds described in Japanese Patent Application Laid-Open No. 2021-181406. The content of the curing accelerator in the total solid content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.

[0378] Other ingredients

[0379] The coloring composition of the present invention may further contain a sensitizer, a plasticizer, and other auxiliary agents (e.g., conductive particles, fillers, defoamers, flame retardants, leveling agents, release accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.) as needed. By appropriately incorporating these ingredients, properties such as the physical properties of the film can be adjusted. These ingredients can use the compounds described in paragraph 0182 of International Publication No. 2022 / 085485.

[0380] To adjust the refractive index of the resulting film, the coloring composition of the present invention may contain a metal oxide. Examples of the metal oxide include TiO2, ZrO2, Al2O3, and SiO2. 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.

[0381] The colored composition of the present invention may contain a light resistance improving agent. Examples of the light resistance improving agent include the compounds described in paragraph 0183 of International Publication No. 2022 / 085485.

[0382] The colored composition of the present invention preferably contains substantially no terephthalate. Here, “substantially no terephthalate” means that the content of terephthalate is 1000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero, based on the total amount of the colored composition.

[0383] From the viewpoint of environmental regulation, the melamine content of the colored composition of the present invention is preferably 10,000 ppm by mass or less.

[0384] The free metal content of the coloring composition of the present invention is preferably 100 mass ppm or less, more preferably 50 mass ppm or less. Furthermore, the free halogen content is preferably 100 mass ppm or less, more preferably 50 mass ppm or less.

[0385] Furthermore, the chloride ion concentration in the colored composition is preferably 100 ppm by mass or less, and more preferably 50 ppm by mass or less.

[0386] Examples of methods for reducing the amount of free metals or halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with an ion-exchange resin.

[0387] From the perspective of environmental regulation, the use of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts is sometimes regulated. In the coloring composition of the present invention, when the content of the above-mentioned compounds is reduced, the content of perfluoroalkylsulfonic acid (especially perfluoroalkylsulfonic acid having a perfluoroalkyl group with 6 to 8 carbon atoms) and its salts, and perfluoroalkylcarboxylic acid (especially perfluoroalkylcarboxylic acid having a perfluoroalkyl group with 6 to 8 carbon atoms) and its salts is preferably in the range of 0.01 ppb to 1,000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb, relative to the total solid content of the coloring composition. The coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts. For example, a coloring composition substantially free of perfluoroalkylsulfonic acid and its salts, and perfluoroalkylcarboxylic acid and its salts can be selected by using a compound that can replace perfluoroalkylsulfonic acid and its salts, and a compound that can replace perfluoroalkylcarboxylic acid and its salts. Examples of compounds that can replace regulated compounds include compounds that are excluded from regulation due to differences in the number of carbon atoms in their perfluoroalkyl groups. However, the above does not preclude the use of perfluoroalkylsulfonic acids and their salts, and perfluoroalkylcarboxylic acids and their salts. The coloring composition of the present invention may contain perfluoroalkylsulfonic acids and their salts, and perfluoroalkylcarboxylic acids and their salts within the maximum permissible range.

[0388] 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.

[0389] The coloring composition of the present invention can be used with adjusted viscosity for purposes such as adjusting the film surface shape (flatness, etc.) and film thickness. The viscosity value can be appropriately selected as needed, but is preferably 0.3 mPa·s to 50 mPa·s at 25°C, and more preferably 0.5 mPa·s to 20 mPa·s. The viscosity can be measured, for example, using a cone-plate viscometer at 25°C.

[0390] Storage Container

[0391] The container for storing the coloring composition is not particularly limited, and a known container can be used. In addition, the container described in paragraph 0187 of International Publication No. 2022 / 085485 can be used.

[0392] <Method for Preparing Coloring Composition>

[0393] The coloring composition of the present invention can be prepared by mixing the above components. When preparing the coloring composition, all components can be dissolved and / or dispersed in a solvent at the same time to prepare the coloring composition. Alternatively, each component can be appropriately prepared as two or more solutions or dispersions as needed, and these can be mixed at the time of use (during application) to prepare the coloring composition.

[0394] Furthermore, when preparing the coloring composition, it is preferred to include a process for dispersing the pigment. As the mechanical force used for dispersing the pigment in the process for dispersing the pigment, compression, extrusion, impact, shearing, cavitation, etc. can be cited. As specific examples of these processes, bead milling, sand milling, roller milling, ball milling, paint stirring, micro jet, high-speed impeller, sand mixing, jet mixing, high-pressure wet micronization, ultrasonic dispersion, etc. can be cited. Furthermore, in the pulverization of the pigment in sand mixing (bead milling), it is preferred to process under conditions that improve the pulverization efficiency by using beads with a small diameter, increasing the filling rate of the beads, etc. Furthermore, it is preferred that coarse particles be removed by filtration, centrifugation, etc. after the pulverization process. Furthermore, the pigment dispersion process and the dispersing machine can preferably use the process and the dispersing machine described in "Complete Collection of Dispersion Technology, JOHOKIKO CO., LTD., July 15, 2005" or "A Practical Comprehensive Data Collection of Dispersion Technology and Industrial Applications Focusing on Suspension (Solid / Liquid Dispersion System), Business Development Center Publishing Department, October 10, 1978", or in paragraph 0022 of Japanese Patent Application Publication No. 2015-157893. Furthermore, in the pigment dispersion process, the particles can be miniaturized by a salt grinding process. For example, the materials, equipment, and processing conditions used in the salt grinding process can be referenced to the records of Japanese Patent Application Publication No. 2015-194521 and Japanese Patent Application Publication No. 2012-046629.

[0395] When preparing a colored composition, it is preferably filtered through a filter to remove foreign matter, reduce defects, etc. Examples of the type of filter used for filtration and the filtration method include the filters and filtration methods described in paragraphs 0196 to 0199 of International Publication No. 2022 / 085485.

[0396] <Film>

[0397] The film of the present invention is a film obtained by the coloring composition of the present invention. The film of the present invention can be used for color filters, etc. Specifically, it can be preferably used as a coloring layer (pixel) of a color filter. As colored pixels, red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, etc. can be listed. The film thickness of the film of the present invention can be appropriately adjusted according to the purpose. For example, the film thickness is preferably less than 20 μm, more preferably less than 10 μm, and more preferably less than 5 μm. The lower limit of the film thickness is preferably more than 0.1 μm, more preferably more than 0.2 μm, and more preferably more than 0.3 μm.

[0398] <Color Filter>

[0399] Next, the color filter of the present invention will be described. The color filter of the present invention comprises the film of the present invention described above. 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) or CMOSs ​​(complementary metal oxide semiconductors), image display devices, and the like.

[0400] In the color filter of the present invention, the film thickness of the present invention can be appropriately adjusted depending on the intended 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.

[0401] The width of the pixels contained in the color filter is preferably 0.5 to 20.0 μm. The lower limit is preferably 1.0 μm or greater, more preferably 2.0 μm or greater. The upper limit is preferably 15.0 μm or less, more preferably 10.0 μm or less. Furthermore, the Young's modulus of the pixels is preferably 0.5 to 20 GPa, more preferably 2.5 to 15 GPa.

[0402] Each pixel contained in the color filter preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less. There is no regulation on the lower limit, but for example, it is preferably 0.1 nm or more. The surface roughness of the pixel can be measured, for example, using AFM (atomic force microscope) Dimension3100 manufactured by Veeco. In addition, the water contact angle on the pixel can be appropriately set to a preferred value, but is typically in the range of 50 to 110°. The contact angle can be measured, for example, using a contact angle meter CV-DT·A type (manufactured by Kyowa Interface Science Co., LTD.). In addition, the volume resistance value of the pixel is preferably high. Specifically, the volume resistance value of the pixel is preferably 10 9 Ω·cm or more, more preferably 10 11Ω·cm or more. The upper limit is not specified, but for example, 10 14 Ω·cm or less. The volume resistance value of the pixel can be measured, for example, using an ultrahigh resistance meter 5410 (manufactured by Advantest Corporation).

[0403] In the color filter, a protective layer can also be provided on the surface of the film of the present application. By providing the protective layer, various effects such as oxidation resistance, low reflectivity, hydrophilic / hydrophobic properties, shielding of specific wavelengths of light (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, more preferably 0.1 to 5 μm. As the method of forming the protective layer, methods in which a resin composition dissolved in an organic solvent is applied, chemical vapor deposition methods, methods in which a formed resin is attached with an adhesive, etc. can be cited. As the components constituting the protective layer, (meth)acrylic resins, ene-thiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenyl resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamide-imide resins, polyolefin resins, cyclic olefin resins, polyester resins, styrene resins, polyol resins, polyvinylidene chloride resins, melamine resins, urethane resins, aromatic polyamide resins, polyamide resins, alkyd resins, epoxy resins, modified silicone resins, fluorine resins, polyacrylonitrile resins, cellulose resins, Si, C, W, AI2O3, Mo, SiO2, Si2N4, etc. can be contained, and two or more of these components can be contained. For example, in the case of a protective layer for oxidation resistance, the protective layer preferably contains a polyol resin, SiO2, and Si2N4. Also, in the case of a protective layer for low reflectivity, the protective layer preferably contains a (meth)acrylic resin and a fluorine resin.

[0404] In the case of forming the protective layer by applying a resin composition, as the method of applying the resin composition, publicly known methods such as spin coating, casting, screen printing, inkjet, etc. can be used. As the organic solvent contained in the resin composition, publicly known organic solvents (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used. In the case of forming the protective layer by a chemical vapor deposition method, publicly known chemical vapor deposition methods (thermal chemical vapor deposition method, plasma chemical vapor deposition method, photochemical vapor deposition method) can be used.

[0405] As needed, the protective layer may also contain additives such as organic / inorganic microparticles, absorbents of light of a specific wavelength (e.g., ultraviolet rays, near infrared rays, etc.), refractive index regulators, antioxidants, adhesives, surfactants, etc. As examples of organic / inorganic particles, for example, polymer microparticles (e.g., silicone resin microparticles, polystyrene microparticles, melamine resin microparticles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silicon dioxide, calcium carbonate, barium sulfate, etc. can be cited. Known absorbents can be used as absorbents of light of a specific wavelength. The content of these additives can be appropriately adjusted, and is preferably 0.1 to 70% by mass relative to the total mass of the protective layer, and more preferably 1 to 60% by mass.

[0406] Furthermore, as the protective layer, the protective layer described in paragraphs 0073 to 0092 of Japanese Patent Application Laid-Open No. 2017-151176 can also be used.

[0407] <Method for Manufacturing Color Filter>

[0408] Next, the method for producing a color filter using the coloring composition of the present invention will be described. The method for producing a color filter preferably includes a step of forming a coloring composition layer on a support using the coloring composition of the present invention, a step of exposing the coloring composition layer in a pattern, and a step of developing and removing the unexposed portion of the coloring composition layer to form a pattern (pixel). If necessary, a step of baking the coloring composition layer (pre-baking step) and a step of baking the developed pattern (pixel) (post-baking step) may also be provided.

[0409] In the process of forming a colored composition layer, a colored composition layer is formed on a support using the colored composition of the present invention. The support is not particularly limited and can be appropriately selected according to the intended use. For example, a glass substrate, a silicon substrate, etc. can be listed, preferably a silicon substrate. In addition, a charge coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. can also be formed on the silicon substrate. In addition, a black matrix is ​​sometimes formed on the silicon substrate to isolate each pixel. In addition, in order to improve the adhesion with the upper layer, prevent the diffusion of substances, or flatten the surface of the substrate, a base layer can be provided on the silicon substrate. When measured with diiodomethane, the surface contact angle of the base layer is preferably 20 to 70°. When measured with water, it is preferably 30 to 80°.

[0410] As a method for applying the coloring composition, known methods can be used. Examples include drop casting, slit coating, spraying, roll coating, spin coating, cast coating, slit spin coating, pre-wetting methods (e.g., methods described in Japanese Patent Application Laid-Open No. 2009-145395), various printing methods such as ejection printing such as inkjet (e.g., drop-on-demand, piezoelectric, thermal), nozzle jetting, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing, transfer printing using a mold, etc., and nanoimprinting. Furthermore, the coating method described in paragraph 0207 of International Publication No. 2022 / 085485 can also be used.

[0411] The colored composition layer formed on the support can be dried (prebaked). When the film is manufactured by a low-temperature process, prebaking is not required. When prebaking is performed, the prebaking temperature is preferably 150°C or less, more preferably 120°C or less, and further preferably 110°C or less. The lower limit can be set to 50°C or more, and can also be set to 80°C or more. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and further preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0412] Next, the colored composition layer is exposed in a pattern (exposure step). For example, a stepper, scanner, or the like is used to expose the colored composition layer through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0413] As radiation (light) that can be used during exposure, g-rays, i-rays, etc. can be listed. In addition, light with a wavelength of 300nm or less (preferably light with a wavelength of 180 to 300nm) can also be used. As light with a wavelength of 300nm or less, KrF rays (wavelength 248nm), ArF rays (wavelength 193nm), etc. can be listed, preferably KrF rays (wavelength 248nm). In addition, a long-wave light source of 300nm or more can also be used. As a light source, an electrodeless ultraviolet lamp system or a mixed curing of ultraviolet rays and infrared rays can be used.

[0414] Furthermore, during exposure, light can be irradiated continuously or pulsed (pulse exposure). Pulse exposure is an exposure method in which light is irradiated and paused repeatedly in a short (e.g., milliseconds or less) cycle to perform exposure.

[0415] The irradiation dose (exposure dose) is preferably, for example, 0.03 to 2.5 J / cm 2 , more preferably 0.05 to 1.0 J / cm 2The oxygen concentration during exposure can be appropriately selected. In addition to exposure under the atmosphere, exposure can be performed in a low-oxygen environment 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 environment with an oxygen concentration greater than 21% by volume (e.g., 22% by volume, 30% by volume, or 50% by volume). Furthermore, the exposure illuminance can be appropriately set, typically from 1000 W / m 2 ~100000W / m 2 (For example, 5000W / m 2 、15000W / m 2 or 35000W / m 2 The oxygen concentration and exposure illuminance can be appropriately combined, for example, the oxygen concentration can be set to 10% by volume and the illuminance can be set to 10000 W / m 2 , oxygen concentration 35% by volume and illumination 20,000 W / m 2 wait.

[0416] Next, the unexposed portions of the colored composition layer are removed by development to form a pattern (pixels). The unexposed portions of the colored composition layer can be removed by development using a developer. As a result, the unexposed portions of the colored composition layer during the exposure step are dissolved in the developer, leaving only the photocured portions. The developer temperature is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. Furthermore, to improve residue removability, the process of discarding the developer and supplying fresh developer every 60 seconds can be repeated multiple times.

[0417] The developer may be an organic solvent, an alkali developer, or the like, and an alkali developer is preferably used. The developer and the cleaning (rinsing) method after development may be those described in paragraph 0214 of International Publication No. 2022 / 085485.

[0418] After development, it is preferred to perform additional exposure treatment and heating treatment (post-baking) after drying. Additional exposure treatment and post-baking are curing treatments after development to completely cure it. The heating temperature in the post-baking is preferably 100 to 300°C, more preferably 200 to 270°C, for example. The developed film can be post-baked in a continuous or intermittent manner using a heating mechanism such as a hot plate or a convection oven (hot air circulation dryer), a high-frequency heater, etc. in a manner such that the above conditions are achieved. In the case of performing additional exposure treatment, the light used for exposure is preferably light with a wavelength of 400nm or less. In addition, the additional exposure treatment can be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0419] <Solid-state imaging device>

[0420] The solid-state imaging device of the present invention includes the film of the present invention. The structure of the solid-state imaging device is not particularly limited as long as it includes the film of the present invention and functions as a solid-state imaging device. Examples thereof include the following structures.

[0421] Its structure is as follows: a substrate has a plurality of photodiodes and a transfer electrode composed of polysilicon, etc., which constitute the light-receiving area of ​​a solid-state imaging element (CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.); a light-shielding film that opens only the light-receiving portion of the photodiode is provided on the photodiode and the transfer electrode; a device protection film composed of silicon nitride, etc., formed in a manner covering the entire surface of the light-shielding film and the light-receiving portion of the photodiode is provided on the light-shielding film; and a color filter is provided on the device protection film. In addition, it can be a structure in which a focusing mechanism (for example, a microlens, etc., the same applies hereinafter) is provided on the device protection film and on the lower side of the color filter (the side close to the substrate) or a structure in which a focusing mechanism is provided on the color filter. In addition, the color filter can also have a structure in which each colored pixel is embedded in a space separated by a partition wall, for example, in a grid shape. In this case, the partition wall preferably has a low refractive index relative to each colored pixel. As examples of imaging devices having such a structure, devices described in Japanese Patent Application Publication No. 2012-227478, Japanese Patent Application Publication No. 2014-179577, and International Publication No. 2018 / 043654 can be cited. In addition, as shown in Japanese Patent Application Publication No. 2019-211559, an ultraviolet absorption layer can also be provided in the structure of the solid-state imaging element to improve light resistance. In addition to being able to be used as a digital camera or an electronic device with a camera function (mobile phone, etc.), the imaging device having the solid-state imaging element of the present invention can also be used as a driving recorder or a surveillance camera.

[0422] <Image Display Device>

[0423] The image display device of the present invention has the above-mentioned film of the present invention. As the image display device, a liquid crystal display device or an organic electroluminescent display device can be listed. The definition of the image display device or the details of each image display device are recorded in, for example, "Electronic Display Device (written by Akio Sasaki, Kogyo Chosakai Publishing Co., Ltd., published in 1990)", "Display Device (written by Junsho Ibuki, Sangyo Tosho Publishing Co., Ltd., published in 1989)" and the like. In addition, regarding the liquid crystal display device, it is recorded in, for example, "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Publishing Co., Ltd., published in 1994)". There is no particular limitation on the liquid crystal display device to which the present invention can be applied, for example, it can be applied to liquid crystal display devices of various types described in the above-mentioned "Next Generation Liquid Crystal Display Technology".

[0424] Example

[0425] Below, enumerate embodiment and the present invention is further specifically described.As long as the material, usage amount, ratio, processing content, processing sequence etc. shown in the following examples do not depart from the purpose of the present invention, then can suitably be changed.Therefore, the scope of the present invention is not limited to the specific example shown below.In addition, in the structural formula shown below, Me is methyl, Et is ethyl, and i-Pr is isopropyl.

[0426] <Synthesis Example of Compound>

[0427] (Synthesis Example of Ammonium Monomer 1)

[0428] To a beaker was added 14.3 g of N-(2-(methacryloyloxy)ethyl)-N,N-dimethylbutane-1- ammonium chloride and 15 g of water was mixed. To a three-necked flask was added 20.0 g of potassium bis((perfluoroethyl)sulfonyl)amide and 200 g of water was stirred at room temperature for 30 minutes using a stir blade and a three-in-one motor. After confirming complete dissolution, the other prepared N-(2-(methacryloyloxy)ethyl)-N,N-dimethylbutane-1- ammonium chloride was added dropwise over 10 minutes. After stirring for 1 hour, 100 mL of butyl acetate was added and stirred for 30 minutes. Transferred to a separatory funnel, after standing for 5 minutes, the lower organic layer was extracted and the upper aqueous layer was discarded. The organic layer was returned to the separatory funnel again, 100 mL of water was added and shaken. After standing for 5 minutes, the lower organic layer was transferred to a 500 mL volumetric flask. 5 mg of (4-hydroxy-2,2,6,6-tetramethylpiperazin-1-oxyl) free radical (OH-TEMPO) was added and the solvent was distilled using a rotary evaporator at 10 torr at 40°C for 1 hour. The obtained ammonium monomer 1 was weighed at 0.5 g, and after vacuum drying at 130°C for 2 hours, the residual weight was 99.9%, and the residual butyl acetate was 0.1 mass% as measured by gas chromatography. The amount of potassium was detected by inductively coupled plasma optical emission spectrometry (ICP-OES) measurement to be 600 ppm. For a sample of 1 g, titration was performed using a 0.01 N silver nitrate aqueous solution, and as a result, the residual Cl amount was 20 ppm. The residual moisture amount was measured in a Karl Fischer moisture system to be 200 ppm.

[0429] (Synthetic example of ammonium monomer 2)

[0430] Two solutions were prepared by adding 19.5 g of methacryloylcholine chloride and 80 g of water in a beaker and mixing. To a three-necked flask was added 20.0 g of potassium bis((trifluoromethyl)sulfonyl)amide and 200 g of water, and stirred for 30 minutes at room temperature using a stirring blade and a three-in-one motor. After confirming complete dissolution, the separately prepared aqueous solution of methacryloylcholine chloride was added dropwise over 10 minutes. After stirring for 1 hour, 100 mL of ethyl acetate was added, and stirred for 30 minutes. Transferred to a separatory funnel, after standing for 5 minutes, the lower organic layer was extracted, and the upper aqueous layer was discarded. The organic layer was returned to the three-necked flask, and the separately prepared aqueous solution of methacryloylcholine chloride was added dropwise over 10 minutes while stirring. After stirring for 30 minutes, it was transferred to a separatory funnel, after standing for 5 minutes, the lower organic layer was extracted, and the upper aqueous layer was discarded. The organic layer was again returned to the separatory funnel, 100 mL of water was added, and shaken. After standing for 5 minutes, the lower organic layer was transferred to a 500 mL volumetric flask. 5 mg of OH-TEMPO was added, and the solvent was distilled using a rotary evaporator at 20 torr at 40°C for 1 hour. The obtained ammonium monomer 2 was weighed at 0.5 g, and after vacuum drying at 130°C for 2 hours, the residual weight was 99.8%, and the residual ethyl acetate was 0.1 mass% as determined by gas chromatography. The amount of potassium was 800 ppm as determined by ICP-OES measurement. The residual Cl amount was 35 ppm as a result of titration using a 0.01 N silver nitrate aqueous solution for 1 g of the sample. The residual moisture amount was 800 ppm as determined in a Karl Fischer moisture system.

[0431] (Synthesis Example of Ammonium Monomer 3)

[0432] Two solutions were prepared by adding 32.1g of methacryloylcholine salt and 80g of water to a beaker and mixing them. 20.0g of sodium p-toluenesulfonate and 200g of water were added to a three-necked flask and stirred at room temperature for 30 minutes using a stirring blade and a three-in-one motor. After confirming complete dissolution, a separately prepared aqueous solution of methacryloylcholine chloride was added dropwise over 10 minutes. After stirring for 1 hour, 100mL of dichloromethane was added and stirred for 30 minutes. The solution was transferred to a separatory funnel and allowed to stand for 5 minutes. The lower organic layer was extracted and the upper aqueous layer was discarded. The organic layer was returned to the three-necked flask and, while stirring, the separately prepared aqueous solution of methacryloylcholine chloride was added dropwise over 10 minutes. After stirring for 30 minutes, the solution was transferred to a separatory funnel and allowed to stand for 5 minutes. The lower organic layer was extracted and the upper aqueous layer was discarded. The organic layer was returned to the separatory funnel, 100mL of water was added, and the mixture was shaken. After standing for 5 minutes, the lower organic layer was transferred to a 500 mL volumetric flask. 5 mg of OH-TEMPO was added, and the solvent was distilled off using a rotary evaporator at 10 torr and 40°C for 1 hour. 0.5 g of the obtained ammonium monomer 3 was measured and vacuum-dried at 130°C for 2 hours. The residual weight was 99.9%. The sodium content detected by ICP-OES was 500 ppm. 1 g of the sample was titrated using a 0.01 N silver nitrate aqueous solution, and the residual Cl content was 30 ppm. The residual moisture content measured by the Karl Fischer moisture system was 100 ppm.

[0433] (Synthesis Example of Ammonium Monomer 4)

[0434] 29.1 g of n-butyl p-toluenesulfonate, 60 g of 1-methoxy-2-propanol, and 5 mg of OH-TEMPO were added to a three-necked flask and stirred at room temperature for 5 minutes using a stirring blade and a three-in-one motor. Next, 20 g of 2-(dimethylamino)ethyl methacrylate was added dropwise over 5 minutes. The temperature was raised to 100°C and heated with stirring for 5 hours to complete the reaction. NMR confirmed that the peaks of n-butyl p-toluenesulfonate and 2-(dimethylamino)ethyl methacrylate, the raw materials, disappeared at the end of the reaction. 0.5 g of the obtained ammonium monomer 4 solution was measured and vacuum-dried at 110°C for 2 hours. The residual weight was 45.1%.

[0435] [Chemical Formula 25]

[0436]

[0437] (Synthesis Example of Compound AP-1)

[0438] 26.7 g of 1-methoxy-2-propanol was added to a three-necked flask. A stirring blade, nitrogen inlet tube, cooling tube, and thermometer were installed, and nitrogen was flowed at 20 mL / min. Heat and stirring were performed at 200 rpm until the internal temperature reached 80°C. A solution containing 10.6 g of ammonium monomer 1, 9.6 g of Light Ester HO-MS(N) (manufactured by Kyoeisha Chemical Co., Ltd.), 2.7 g of methyl methacrylate, 0.67 g of 1-dodecanethiol, 0.38 g of V-601 (manufactured by Fujifilm WakoPure Chemical Corporation), and 26.7 g of 1-methoxy-2-propanol was added dropwise over 2 hours. After heating and stirring at 80°C for 2 hours, the mixture was heated to 90°C and further heated and stirred for 2 hours. After cooling to room temperature, the mixture was stirred under atmospheric pressure for 5 minutes. 3.7 g of 4-hydroxypropyl glycidyl acrylate (4HBAGE), 0.058 g of 2,2,6,6-tetramethylpiperidin-1-oxide (TEMPO), 1.5 g of FARMAN DM2098 (manufactured by Kao Corporation), and 11.5 g of 1-methoxy-2-propanol were added, and the mixture was heated and stirred at 90°C for 40 hours to obtain a solution containing compound AP-1. 0.5 g of this solution was titrated with 1N aqueous KOH, and the acid value was calculated to be 0.87 mmol / g. 0.5 g of this solution was weighed and vacuum-dried at 130°C for 2 hours, resulting in a residual weight of 30.2%. The concentration was adjusted to 0.030 g / mL using 1-methoxy-2-propanol, and the dynamic viscosity, measured using a Ubbelohde viscometer with a viscometer constant of 0.005 (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD), was 2.00 cSt. The same measurement using 1-methoxy-2-propanol solvent revealed a dynamic viscosity of 1.63 cSt. The weight average molecular weight measured using GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, molecular weight standard: polyethylene glycol) was 8,000.

[0439] (Synthesis Example of Compound AP-2)

[0440] 22.0 g of 1-methoxy-2-propanol was added to a three-necked flask. A stirring blade, nitrogen inlet tube, cooling tube, and thermometer were installed, and nitrogen was flowed at 20 mL / min. Heat and stirring were performed at 200 rpm until the internal temperature reached 80°C. A solution containing 4.4 g of ammonium monomer 2, 3.8 g of methacrylic acid, 9.8 g of benzyl methacrylate, 1.11 g of 1-dodecanethiol (manufactured by FUJIFILM Wako Pure Chemical Corporation), 0.63 g of V-601 (manufactured by FUJIFILM Wako Pure Chemical Corporation), and 22.0 g of 1-methoxy-2-propanol was added dropwise over 2 hours. After heating and stirring at 80°C for 2 hours, the mixture was heated to 90°C and further heated and stirred for 2 hours. After cooling to room temperature, the mixture was stirred under atmospheric pressure for 5 minutes. 3.8 g of 4HBAGE (manufactured by Mitsubishi Chemical Corporation), 0.05 g of TEMPO, 0.48 g of Firmin DM2098 (manufactured by Kao Corporation), and 11.5 g of 1-methoxy-2-propanol were added, and the mixture was heated and stirred at 90°C for 40 hours to obtain a solution containing compound AP-2. 0.5 g of this solution was titrated with 1N aqueous KOH solution, and the acid value was calculated to be 1.16 mmol / g. 0.5 g of this solution was weighed and vacuum-dried at 130°C for 2 hours, resulting in a residual weight of 30.5%. The concentration was adjusted to 0.030 g / mL using 1-methoxy-2-propanol. The dynamic viscosity, measured using a Ubbelohde viscometer with a viscometer constant of 0.005 (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD), was 1.92 cSt. A similar measurement using 1-methoxy-2-propanol as a solvent revealed a dynamic viscosity of 1.63 cSt. The weight average molecular weight measured by GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, polyethylene glycol as a molecular weight standard) was 4,000.

[0441] (Synthesis Example of Compound AP-3)

[0442] A solution containing compound AP-3 was obtained by changing the monomer amount, etc. from compound AP-2, and otherwise in the same manner. The acid value calculated from the titration of 0.5 g of the above solution with 1 N aqueous KOH was 1.14 mmol / g, and the residual weight after the vacuum drying of 0.5 g of the above solution at 130°C for 2 hours was 30.1%. The dynamic viscosity measured with an Ubbelohde viscometer (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD) with a constant of 0.005 was 1.97 cSt using 1-methoxy-2-propanol solvent adjusted to a concentration of 0.030 g / mL. The same measurement was performed using 1-methoxy-2-propanol solvent, and as a result, the dynamic viscosity was 1.63 cSt. The weight average molecular weight measured with GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, and polyethylene glycol was used as a molecular weight standard) was 7000.

[0443] (Synthetic Example of Compound AP-4)

[0444] A solution containing compound AP-4 was obtained by changing the monomer kind and amount, etc. from compound AP-2, and otherwise in the same manner. The acid value calculated from the titration of 0.5 g of the above solution with 1 N aqueous KOH was 0.46 mmol / g, and the residual weight after the vacuum drying of 0.5 g of the above solution at 130°C for 2 hours was 30.8%. The dynamic viscosity measured with an Ubbelohde viscometer (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD) with a constant of 0.005 was 2.18 cSt using 1-methoxy-2-propanol solvent adjusted to a concentration of 0.030 g / mL. The same measurement was performed using 1-methoxy-2-propanol solvent, and as a result, the dynamic viscosity was 1.63 cSt. The weight average molecular weight measured with GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, and polyethylene glycol was used as a molecular weight standard) was 20000.

[0445] (Synthetic Example of Compound AP-5)

[0446] A solution containing compound AP-5 was synthesized in the same manner as compound AP-2, except that the monomer type and amount were changed. Ammonium monomer 3 was used as the ammonium monomer. 0.5 g of the above solution was titrated with a 1N KOH aqueous solution, and the acid value was calculated to be 1.12 mmol / g. 0.5 g of the above solution was measured and vacuum-dried at 130°C for 2 hours, resulting in a residual weight of 30.8%. 1-methoxy-2-propanol was used to adjust the concentration to 0.030 g / mL, and the dynamic viscosity measured using a Ubbelohde viscometer with a viscometer constant of 0.005 (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD) was 2.10 cSt. The same measurement was performed using 1-methoxy-2-propanol as a solvent, and the result was a dynamic viscosity of 1.63 cSt. The weight average molecular weight measured by GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, polyethylene glycol as a molecular weight standard) was 16,000.

[0447] (Synthesis Example of Compounds AP-6 to AP-21 and BP-1)

[0448] Compounds AP-6 to AP-20 and BP-1 were synthesized by the same method as above.

[0449] The structures of compounds AP-1 to AP-21 and BP-1 are as follows: In the structural formulae shown below, the numerical values ​​attached to the main chain are mass ratios, and the numerical values ​​attached to the side chains are the number of repeating units.

[0450] (Synthesis Example of Compound AP-22)

[0451] A solution containing compound AP-22 was synthesized in the same manner as compound AP-2, except that the monomer amount was changed. Ammonium monomer 3 was used as the ammonium monomer. 0.5 g of the above solution was titrated with a 1N KOH aqueous solution, and the acid value was calculated to be 0.53 mmol / g. 0.5 g of the above solution was measured and vacuum-dried at 130°C for 2 hours, resulting in a residual weight of 29.8%. 1-methoxy-2-propanol was used to adjust the concentration to 0.030 g / ml, and the dynamic viscosity, measured using a Ubbelohde viscometer with a viscometer constant of 0.005 (manufactured by SIBATA SCIENTIFIC TECHNOLOGY LTD), was 1.97 cSt. The same measurement using 1-methoxy-2-propanol as a solvent revealed a dynamic viscosity of 1.63 cSt. The weight average molecular weight measured by GPC (eluent: hexafluoro-2-propanol, column: TOSOH TSKgel Super AW3000, polyethylene glycol as a molecular weight standard) was 7,000.

[0452] 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.

[0453] Compounds AP-1 to AP-22 are salts of compound d1 having an acidic group and a cationic group and a counter anion d2 having a molecular weight of 50 or greater. They are represented by the following formula (Aλ) and have a specific absorbance of 5 or less and a weight-average molecular weight of 2000 or greater. Compound BP-1 is a comparative compound.

[0454] E 1 =A 1 / (c 1 ×l 1 )……(Aλ)

[0455] E 1 : Specific absorbance of the compound at the maximum absorption wavelength in the wavelength range of 400 to 700 nm

[0456] A 1 : Absorbance of the compound at the maximum absorption wavelength in the wavelength range of 400 to 700 nm

[0457] l 1 : Slot length in cm

[0458] c 1 : The concentration of the compound in the solution expressed in mg / ml

[0459] The weight-average molecular weight, C=C value (value of groups containing ethylenically unsaturated bonds), acid value, and ClogP value of the site surrounded by the dotted line for each compound are collectively reported in the following table. The ClogP value of the site surrounded by the dotted line was calculated based on the monomer structure before polymerization. The cationic group value of the site corresponding to compound d1 constituting compound D is also reported in the following table.

[0460] [Chemical Formula 26]

[0461]

[0462] [Chemical Formula 27]

[0463]

[0464] [Chemical Formula 28]

[0465]

[0466] [Chemical Formula 29]

[0467]

[0468] [Chemical formula 30]

[0469]

[0470] [Chemical Formula 31]

[0471]

[0472] [Chemical Formula 32]

[0473]

[0474] [Chemical Formula 33]

[0475]

[0476] [Table 1]

[0477]

[0478] <Preparation of Dispersion>

[0479] After mixing the raw materials listed in the table below, 230 parts by mass of 0.3 mm diameter zirconia beads were added and dispersed using a paint shaker for 5 hours. The zirconia beads were then separated by filtration to obtain a dispersion. The table also lists the solids concentration (mass %) and pigment concentration (mass %) of the dispersion.

[0480] [Table 2]

[0481]

[0482] The details of the materials represented by abbreviations in the above table are as follows.

[0483] (pigment)

[0484] PG-1:CI Pigment Blue 15:6

[0485] PG-2: CI Pigment Red 254

[0486] PG-3: CI Pigment Yellow 139

[0487] PG-4: CI Pigment Yellow 150

[0488] PG-5: CI Pigment Violet 23

[0489] PG-6: CI Pigment Green 36

[0490] (derivative)

[0491] PS-1: BYK-SYNERGIST 2100 (BYK)

[0492] PS-2: BYK-SYNERGIST 2105 (BYK)

[0493] PS-3~PS-9: Compounds with the following structures

[0494] [Chemical Formula 34]

[0495]

[0496] [Chemical Formula 35]

[0497]

[0498] (Dispersant)

[0499] D-1: DISPERBYK-161 (manufactured by BYK-Chemie GmbH)

[0500] D-2: 30% by mass propylene glycol monomethyl ether acetate solution of the resin of the following structure (the values ​​indicated on the main chain are molar ratios. The weight average molecular weight of the resin is 11,000)

[0501] [Chemical Formula 36]

[0502]

[0503] D-3: A 30% by mass propylene glycol monomethyl ether acetate solution of a resin having the following structure (the values ​​indicated on the main chain are molar ratios, and the values ​​indicated on the side chains are the number of repeating units. The weight average molecular weight of the resin is 7000).

[0504] [Chemical Formula 37]

[0505]

[0506] D-4: 30% by mass propylene glycol monomethyl ether acetate solution of Plysurf A215C (manufactured by DKS Co. Ltd.)

[0507] (Solvent)

[0508] S-1: Propylene glycol monomethyl ether acetate (PGMEA)

[0509] S-3: 1-methoxy-2-propanol (PGME)

[0510] <Manufacturing of Coloring Composition>

[0511] After mixing the raw materials other than the solvent listed in the table below, 0.0007 parts by mass of a polymerization inhibitor (p-methoxyphenol), and 0.05 parts by mass of a silicone surfactant (Shin-Etsu Chemical Co., Ltd., KF-6000), the solvent listed in the table below was added to a solids concentration of 12% to obtain a colored composition. In the table, the amounts other than the solvent are expressed in parts by mass based on the solids content, and the solvent ratio is expressed as a mass ratio.

[0512] [Table 3]

[0513]

[0514] [Table 4]

[0515]

[0516] [Table 5]

[0517]

[0518] [Table 6]

[0519]

[0520] [Table 7]

[0521]

[0522] [Table 8]

[0523]

[0524] [Table 9]

[0525]

[0526] [Table 10]

[0527]

[0528] [Table 11]

[0529]

[0530] [Table 12]

[0531]

[0532] [Table 13]

[0533]

[0534] [Table 14]

[0535]

[0536] The details of the materials represented by abbreviations in the above table are as follows.

[0537] (Dispersion)

[0538] Dispersions 1 to 9: Dispersions 1 to 9 mentioned above

[0539] (dye solution)

[0540] A-1: Cyclohexanone solution of a dye having the following structure (xanthene dye, weight average molecular weight: 7000, m: 3, n: 3) (solid content concentration: 12.3% by mass)

[0541] [Chemical Formula 38]

[0542]

[0543] A-2: Cyclohexanone solution of a dye having the following structure (xanthene dye, molecular weight: 704.24) (solid content concentration: 12.3% by mass)

[0544] [Chemical Formula 39]

[0545]

[0546] A-3: Cyclohexanone solution of a dye having the following structure (xanthene dye, weight average molecular weight: 10,000) (solid content concentration: 12.3% by mass)

[0547] [Chemical Formula 40]

[0548]

[0549] A-4: Cyclohexanone solution of a dye having the following structure (xanthene dye, molecular weight: 1,115.28) (solid content concentration: 12.3% by mass)

[0550] [Chemical Formula 41]

[0551]

[0552] A-5: Cyclohexanone solution of a dye (molecular weight: 1,165.32) having the following structure (solid content concentration: 12.3% by mass)

[0553] [Chemical Formula 42]

[0554]

[0555] A-6: Cyclohexanone solution of a dye (molecular weight: 774.97) having the following structure (solid content concentration: 12.3% by mass)

[0556] [Chemical Formula 43]

[0557]

[0558] A-7: Cyclohexanone solution of a dye (molecular weight: 410.52) having the following structure (solid content concentration: 12.3% by mass)

[0559] [Chemical Formula 44]

[0560]

[0561] A-8: CI Acid Red 289 (xanthene dye, molecular weight: 676.73) in cyclohexanone solution (solid content concentration: 12.3% by mass)

[0562] A-9: Cyclohexanone solution (solid content concentration: 12.3% by mass) of a colored polymer (xanthene dye, weight average molecular weight: 9000) having the following structure

[0563] [Chemical Formula 45]

[0564]

[0565] A-10: Cyclohexanone solution of a dye (molecular weight: 324.42) having the following structure (solid content concentration: 12.3% by mass)

[0566] [Chemical Formula 46]

[0567]

[0568] A-11: Cyclohexanone solution (solid content concentration: 12.3% by mass) of a dye having the following structure (molecular weight: 374.33)

[0569] [Chemical Formula 47]

[0570]

[0571] A-20: Acid Green 27 in cyclohexanone solution (solid content concentration: 12.3% by mass)

[0572] A-21: Acid yellow 23 in cyclohexanone solution (solid content concentration: 12.3% by mass)

[0573] A-22: Solvent Blue 25 cyclohexanone solution (solid content concentration: 12.3% by mass)

[0574] A-23: Acid Red 52 in cyclohexanone solution (solid content concentration: 12.3% by mass)

[0575] A-24: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0576] [Chemical Formula 48]

[0577]

[0578] A-25: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0579] [Chemical Formula 49]

[0580]

[0581] A-26: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0582] [Chemical Formula 50]

[0583]

[0584] A-27: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0585] A-28: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0586] A-29: Cyclohexanone solution of a dye of the following structure (solid content concentration: 12.3 mass%)

[0587] [Chemical Formula 51]

[0588]

[0589] (Specific Compounds)

[0590] AP-1 to AP-22: Compounds AP-1 to AP-22 described above

[0591] BP-1: Compound BP-1 described above

[0592] (Resin)

[0593] P-1: 30 mass% propylene glycol monomethyl ether acetate solution of a resin of the following structure (Note that the numerical values attached to the main chain are molar ratios of repeating units. The weight average molecular weight of the resin is 11000.)

[0594] [Chemical Formula 52]

[0595]

[0596] P-2: A 40% by mass propylene glycol monomethyl ether acetate solution of the resin having the following structure (the numerical values ​​indicated on the main chain are the molar ratios of the repeating units. The weight average molecular weight of the resin is 11,000.)

[0597] [Chemical Formula 53]

[0598]

[0599] P-3: A 30% by mass propylene glycol monomethyl ether acetate solution of the resin having the following structure (the numerical values ​​indicated on the main chain are the molar ratios of repeating units, and the numerical values ​​indicated on the side chains are the number of repeating units. The weight-average molecular weight of the resin is 11,000).

[0600] [Chemical Formula 54]

[0601]

[0602] P-4: A 40% by mass propylene glycol monomethyl ether acetate solution of the resin having the following structure (the numerical values ​​indicated on the main chain are the molar ratios of the repeating units. The weight average molecular weight of the resin is 11,000.)

[0603] [Chemical Formula 55]

[0604]

[0605] (Polymerizable compound)

[0606] M-1: KAYARAD DPHA (a mixture of dipentatriol hexaacrylate and dipentatriol pentaacrylate, Nippon Kayaku Co., Ltd.)

[0607] M-2, M-3: Compounds with the following structures

[0608] [Chemical Formula 56]

[0609]

[0610] (Photopolymerization initiator)

[0611] I-1 to I-8: Compounds with the following structures

[0612] [Chemical Formula 57]

[0613]

[0614] (additive)

[0615] E-1: Compound with the following structure (ultraviolet absorber)

[0616] E-2: Compound having the following structure (weight average molecular weight 3500, compound having a cyclic ether group)

[0617] E-3: Compound having the following structure (weight average molecular weight 2300, compound having a cyclic ether group)

[0618] E-4: Compound of the following structure (silane coupling agent)

[0619] E-5: Compound of the following structure (silane coupling agent)

[0620] E-6: Compound of the following structure (silane coupling agent)

[0621] E-7: Compound with the following structure (antioxidant)

[0622] E-8: Lithium bis(trifluoromethanesulfonyl)imide

[0623] E-9: Sodium p-toluenesulfonate

[0624] E-10: Compound having the following structure (polyfunctional thiol compound)

[0625] E-11: Compound having the following structure (polyfunctional thiol compound)

[0626] [Chemical Formula 58]

[0627]

[0628] <Performance Evaluation>

[0629] Evaluation of Examples 1 to 69 and Comparative Examples 1 to 3

[0630] (Evaluation of light resistance)

[0631] Each coloring composition was applied to a glass substrate by spin coating and heated (prebaked) at 120°C for 120 seconds using a hot plate. The obtained coating film was exposed through a mask with a 1.0 μm square dot pattern using an i-ray stepper exposure device FPA-3000i5+ (Canon Inc.). Specifically, the exposure was performed at 1000 mJ / cm 2The coating film was irradiated with light of a wavelength of 365 nm with an exposure dose of 100 nm. The glass substrate on which the exposed coating film was formed was placed on a horizontal rotating table of a spin / spray developer (DW-30 model, CHEMITRONICS CO., Ltd.), and then, using a 60% dilution of CD-2000 (FUJIFILM Electronic Materials Co., Ltd.), a spin immersion development was performed at 23°C for 60 seconds to form a colored pattern. The glass substrate on which the colored pattern was formed was fixed on a horizontal rotating table by a vacuum suction cup method, and then, while the silicon wafer was rotated at a speed of 50 rpm using a rotating device, pure water was supplied in a spray form from a spray nozzle above the center of rotation, and after rinsing, spray drying was performed. A colored pattern (pixel) with a thickness of 0.6 μm was formed by heating the substrate for 300 seconds using a hot plate at 200°C (post-baking).

[0632] The transmittance (transmittance) of the resulting pixels within a wavelength range of 400 to 700 nm was measured using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the pixels produced above were irradiated with 100,000 Lux of light for 2,000 hours using a light resistance tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.) (total exposure: 200 million Lux-hr). The transmittance of the pixels after light irradiation was measured, and light resistance was evaluated according to the following criteria.

[0633] -Evaluation Criteria-

[0634] A: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 98% or more of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0635] B: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 94% or more and less than 98% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0636] C: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 90% or more and less than 94% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0637] D: The cumulative value of the transmittance of the colored pixel at a wavelength of 400 to 700 nm after light irradiation is less than 90% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0638] (Evaluation of Sensitivity (Exposure Sensitivity))

[0639] Each coloring composition was applied onto a silicon wafer by spin coating, and dried (prebaked) at 100° C. for 120 seconds using a hot plate to form a composition layer having a thickness of 0.60 μm.

[0640] Next, the composition layer was exposed to light of 365 nm wavelength at a specific exposure dose using an i-ray stepper FPA-3000i5+ (manufactured by Canon Inc.) through a mask pattern in which square non-masked areas of 1.0 μm each were arranged in an area of ​​4 mm×3 mm.

[0641] Next, the silicon wafer with the exposed composition layer formed thereon was placed on a horizontal turntable of a spin / spray developer (DW-30, manufactured by Chemitronics Co., Ltd.) and subjected to spin immersion development at 23°C for 60 seconds using a developer (CD-2000, manufactured by Fujifilm Electronic Materials Co., Ltd.). Subsequently, while the silicon wafer was rotated at 50 rpm, pure water was supplied in a shower from a nozzle above the center of rotation for rinsing, followed by spray drying to form a pattern (pixels).

[0642] The obtained patterns were observed while changing the specific exposure dose, and the minimum exposure dose required to analyze a 1.0 μm square pattern was determined and evaluated according to the following evaluation criteria. It can be said that the smaller the minimum exposure dose, the better the exposure sensitivity of the composition.

[0643] -Evaluation Criteria-

[0644] A: The above minimum exposure is less than 100mJ / cm 2 .

[0645] B: The above minimum exposure is 100 or more and less than 200 mJ / cm 2 .

[0646] C: The above minimum exposure is 200 or more and less than 500 mJ / cm 2 .

[0647] D: The minimum exposure is 500 or more and less than 1000 mJ / cm 2 .

[0648] E: The minimum exposure dose is 1000mJ / cm 2 above.

[0649] (Evaluation of Developability)

[0650] CT-4000L (FUJIFILM Electronic Materials Co., Ltd.) was applied to an 8-inch (20.32cm) silicon wafer by spin coating so that the thickness after post-baking was 0.1 μm, and a base coat was formed by heating at 220°C for 300 seconds using a hot plate, thereby obtaining a silicon wafer (support) with a base coat. Each coloring composition was applied by spin coating so that the thickness after post-baking was 0.6 μm, and then heated at 100°C for 2 minutes using a hot plate. The obtained coating film was exposed through a mask with a 1.0 μm square dot pattern using an i-ray stepper exposure device FPA-3000i5+ (Canon Inc.). Specifically, the exposure was performed at 1000 mJ / cm 2 The coating film was irradiated with light of a wavelength of 365nm using an exposure amount of 100 nm. The silicon wafer on which the exposed coating film was formed was placed on a horizontal rotating table of a spin / spray developer (DW-30 model, CHEMITRONICSCO., Ltd.), and then, a 60% dilution of CD-2000 (FUJIFILM Electronic Materials Co., Ltd.) was used to perform spin immersion development at 23°C for 60 seconds, thereby forming a colored pattern on the silicon wafer. The silicon wafer on which the colored pattern was formed was fixed on a horizontal rotating table by a vacuum suction cup method, and then, while the silicon wafer was rotated at a speed of 50 rpm using a rotating device, pure water was supplied in a spray form from a spray nozzle above the center of rotation, and after rinsing, spray drying was performed. A heating treatment (post-baking) was performed using a hot plate at 200°C for 300 seconds to form a colored pattern (pixel). The silicon wafer on which the pixels were formed was observed using a scanning electron microscope (SEM) (magnification: 10,000 times), and the developability was evaluated according to the following evaluation criteria.

[0651] -Evaluation Criteria-

[0652] A: No residue was observed at all outside the colored pattern formation region (unexposed portion).

[0653] B: Residue was slightly observed outside the formation region of the colored pattern (unexposed portion), but it was not a problem in practical use.

[0654] C: Residue was slightly observed outside the formation area of ​​the colored pattern (unexposed area), but it was not a problem in practical use.

[0655] D: Residue was significantly observed outside the formation region of the colored pattern (unexposed portion).

[0656] (Evaluation of storage stability)

[0657] The initial viscosity (V0) of each coloring composition was measured using "RE-85L" manufactured by TOKI SANGYO CO., LTD. Next, each coloring composition was allowed to stand for 7 days at 45°C, and then its viscosity (V1) was measured. The viscosity increase rate (%) of the coloring composition after standing was calculated using the following formula to evaluate storage stability. A smaller value for the viscosity increase rate (%) indicates better storage stability. The viscosity of the coloring composition was measured at 25°C.

[0658] Viscosity increase rate (%) = [(viscosity after standing (V1) - initial viscosity (V0)) / initial viscosity (V0)] × 100

[0659] (Evaluation of defects)

[0660] For the pixels (colored patterns) produced for the evaluation of developability, cross-sections of the pixels were observed at 40,000x magnification using a transmission electron microscope. The pixel void (pore) rate (number of pixels with voids inside the pixel / number of observed pixels) was calculated and defects were evaluated according to the following criteria. Furthermore, the presence of voids in 10 pixels of the cross-section at 20 randomly selected locations was observed for each cross-section, resulting in a total of 200 boundary observations to calculate the void rate.

[0661] Generation rate = number of pixels with gaps generated inside the pixel / number of pixels observed

[0662] -Evaluation Criteria-

[0663] 5: The void generation rate is 0.

[0664] 4: The void generation rate is greater than 0 and less than 0.1

[0665] 3: The void generation rate is greater than 0.1 and less than 0.2

[0666] 2: The void generation rate is greater than 0.2 and less than 0.5

[0667] 1: The void generation rate is greater than 0.5 and less than 1.0

[0668] Evaluation of Examples 301 to 310 and Comparative Examples 301 to 303

[0669] (Evaluation of sensitivity)

[0670] CT-4000L (FUJIFILM Eoectronic Materials Co., Ltd.) was applied to an 8-inch (20.32 cm) silicon wafer by spin coating to a thickness of 0.1 μm after post-baking, and heated at 220°C for 300 seconds using a hot plate to form a primer layer, thereby obtaining a silicon wafer with a primer layer (support). Each coloring composition was applied using a spin coater, and then heated at 100°C for 120 seconds using a hot plate (pre-baking) to obtain a coating film with a thickness of 0.45 μm. Subsequently, a KrF scanner exposure machine was used to expose the film through a patterned mask (0.5 μm × 0.5 μm) at an illumination of 35,000 W / m 2 , exposure 20mJ / cm 2 The coating film was exposed to light (KrF radiation) at a wavelength of 248 nm under the following conditions. The exposed coating film was then spray-developed at 23°C for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH) as a developer. The film was then rinsed with pure water by spin / spraying and post-baked at 230°C for 2 minutes to form a colored pattern (pixels).

[0671] The exposure was changed by 10 mJ / cm 2 Until reaching 200mJ / cm 2 The exposure dose capable of forming a pixel with a line width of 0.7 μm was confirmed, and the sensitivity was evaluated according to the following evaluation criteria.

[0672] -Evaluation Criteria-

[0673] A: The above exposure is 60mJ / cm 2 the following.

[0674] B: The above exposure exceeds 60mJ / cm 2 and 100mJ / cm 2 the following.

[0675] C: The above exposure exceeds 100mJ / cm 2 and 150mJ / cm 2 the following.

[0676] D: The above exposure exceeds 150mJ / cm 2 and 200mJ / cm 2 the following.

[0677] E: The above exposure is 200mJ / cm 2 above.

[0678] (Evaluation of Adhesion and Developability)

[0679] The exposure was set to 100 mJ / cm 2 , except that, pixels (patterns) were formed in the same manner as for the sensitivity evaluation. The obtained pixels were observed using a scanning electron microscope (S-4800H, manufactured by Hitachi High-Tech Corporation.) at a magnification of 20,000 times. The number of pixels that peeled off was measured from the total number of pixels formed in a part of the observed image (1071 × 1071), and the adhesion was evaluated according to the following evaluation criteria.

[0680] -Evaluation Criteria-

[0681] A: The number of peeled pixels is 10 or less.

[0682] B: The number of peeled pixels is more than 10 and 20 or less.

[0683] C: The number of peeled pixels is more than 20 and 50 or less.

[0684] D: The number of peeled pixels is more than 50 and 200 or less.

[0685] E: The number of peeled pixels exceeds 200.

[0686] In addition, the developability of the images obtained by a scanning electron microscope was evaluated according to the following evaluation criteria.

[0687] -Evaluation Criteria-

[0688] A: The pixel linearity is very good, and there is very little residue between pixels.

[0689] B: The pixel linearity is excellent, and there is little residue between pixels.

[0690] C: The pixel linearity is slightly poor, but there is little residue between pixels.

[0691] D: The linearity of pixels is poor, and there are many residues between pixels.

[0692] E: Pixels are not formed due to excessive residue, and the distance between pixels cannot be identified.

[0693] (Evaluation of light resistance)

[0694] Each coloring composition was applied to a glass substrate by spin coating and then heated (prebaked) at 120°C for 120 seconds using a hot plate. A KrF scanning exposure machine was used through a patterned mask (0.5 μm × 0.5 μm) at an illumination of 35,000 W / m 2 , exposure 100mJ / cm 2The obtained coating film was exposed to light (KrF radiation) with a wavelength of 248 nm under the conditions of . The glass substrate with the exposed coating film was placed on the horizontal rotating table of a spin / spray developer (DW-30 model, CHEMITRONICSCO., Ltd.), and then, using a 60% dilution of CD-2000 (FUJIFILM Eleetronic Materials Co., Ltd.), the spin immersion development was performed at 23°C for 60 seconds, thereby forming a colored pattern on the glass substrate. The glass substrate with the colored pattern was fixed to the horizontal rotating table by a vacuum chuck method, and then, while the silicon wafer was rotated at a speed of 50 rpm using a rotating device, pure water was supplied in a spray form from a spray nozzle above the rotation center for rinsing, and then spray drying was performed. By heating for 300 seconds using a hot plate at 200°C (post-baking), a colored pattern (pixel) with a thickness of 0.45 μ was formed.

[0695] The resulting pixels were measured for light transmittance (transmittance) within a wavelength range of 400 to 700 nm using an MCPD-3000 manufactured by Otsuka Electronics Co., Ltd. Next, the pixels produced above were irradiated with 100,000 Lux of light for 2,000 hours using a light resistance tester (Super Xenon Weather Meter SX75, manufactured by Suga Test Instruments Co., Ltd.) (total exposure: 200 million Lux-hr). The transmittance of the pixels after light irradiation was measured, and light resistance was evaluated according to the following criteria.

[0696] -Evaluation Criteria-

[0697] A: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 98% or more of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0698] B: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 94% or more and less than 98% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0699] C: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is 90% or more and less than 94% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0700] D: The cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm after light irradiation is less than 90% of the cumulative value of the transmittance of the pixel at a wavelength of 400 to 700 nm before light irradiation.

[0701] [Table 15]

[0702]

[0703] [Table 16]

[0704]

[0705] [Table 17]

[0706]

[0707] As shown in the above table, the examples were evaluated as having better light resistance than the comparative examples.

[0708] <Example 501 to Example 510>

[0709] The Green composition was applied to a silicon wafer by spin coating to a film thickness of 1.0 μm. The film was then heated at 100°C for 2 minutes using a hot plate. An i-ray stepper exposure apparatus FPA-3000i5+ (manufactured by Canon Inc.) was then used at a rate of 1,000 mJ / cm 2 Exposure was performed through a mask with a 2 μm square dot pattern. Next, a 0.3 mass % tetramethylammonium hydroxide (TMAH) aqueous solution was used to perform spin immersion development at 23°C for 60 seconds. Then, it was rinsed by spin / spray and further washed with pure water. Next, the Green composition was patterned on the silicon wafer by heating at 200°C for 5 minutes using a hot plate. Similarly, the Red composition and the Blue composition were patterned in sequence to form red, green and blue coloring patterns (Bayer patterns). In Examples 501 to 510, the coloring compositions prepared in Examples 1 to 10, respectively, were used as the Blue composition. The examples of using the coloring compositions prepared in Examples 1 to 10, respectively, as the Blue composition correspond to Examples 501 to 510, respectively. The Green composition and the Red composition used in Examples 501 to 510 will be described later. As disclosed in U.S. Patent No. 3,971,065, the Bayer pattern refers to a pattern in which a 2×2 array of color filter elements, each containing one red element, two green elements, and one blue element, is repeated. The resulting color filter is incorporated into a solid-state imaging element according to a known method. By using the coloring compositions prepared in Examples 1 to 10, a solid-state imaging element having excellent image recognition performance and light resistance can be obtained.

[0710] The Green composition and the Red composition used in Examples 501 to 510 were as follows.

[0711] [Green composition]

[0712] The following ingredients were mixed and stirred, and then filtered with a nylon filter (manufactured by NIHON PALL LTD.) having a pore size of 0.45 μm to prepare a Green composition.

[0713] Green pigment dispersion liquid: 73.7 parts by mass

[0714] Resin 4 (40 mass% PGMEA solution): 0.3 parts by mass

[0715] Polymerizable compound 1: 1.2 parts by mass

[0716] Photopolymerization initiator 1: 0.6 parts by mass

[0717] Surfactant 1: 4.2 parts by mass

[0718] Ultraviolet absorber 1: 0.5 parts by mass

[0719] PGMEA: 19.5 parts by mass

[0720] [Red composition]

[0721] The following ingredients were mixed and stirred, and then filtered with a nylon filter (manufactured by NIHON PALL LTD.) having a pore size of 0.45 μm to prepare a Red composition.

[0722] Red pigment dispersion liquid: 51.7 parts by mass

[0723] Resin 4 (40 mass% PGMEA solution): 0.6 parts by mass

[0724] Polymerizable compound 4: 0.6 parts by mass

[0725] Photopolymerization initiator 1: 0.3 parts by mass

[0726] Surfactant 1: 4.2 parts by mass

[0727] PGMEA: 42.6 parts by mass

[0728] The raw materials used in the Green composition and the Red composition were as follows.

[0729] • Green pigment dispersion liquid

[0730] A mixture consisting of 6.4 parts by mass of CI Pigment Green 36, 5.3 parts by mass of CI Pigment Yellow 150, 5.2 parts by mass of a dispersant (DISPERBYK-161, BYK Chemie GmbH), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads with a diameter of 0.3 mm) to prepare a pigment dispersion. The dispersion was then further prepared at 2000 kg / cm using a high-pressure disperser NANO-3000-10 (Nippon BEE Co., Ltd.) equipped with a pressure reducing mechanism. 2 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of . This dispersion treatment was repeated 10 times to obtain a Green pigment dispersion.

[0731] Red pigment dispersion

[0732] A mixture consisting of 9.6 parts by mass of CI Pigment Red 254, 4.3 parts by mass of CI Pigment Yellow 139, 6.8 parts by mass of a dispersant (DISPERBYK-161, BYK-Chemie GmbH), and 79.3 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (0.3 mm diameter zirconia beads) to prepare a pigment dispersion. This dispersion was then further performed using a high-pressure disperser NANO-3000-10 (Nippon Bee Chemical Co., Ltd.) equipped with a pressure reducing mechanism, at a flow rate of 500 g / min under a pressure of 2,000 kg / cm³. This dispersion process was repeated 10 times to obtain a red pigment dispersion.

[0733] Polymerizable compound 1: KAYARAD DPHA (a mixture of dipentatriol hexaacrylate and dipentatriol pentaacrylate, Nippon Kayaku Co., Ltd.)

[0734] Polymerizable compound 4: a compound having the following structure

[0735] [Chemical Formula 59]

[0736]

[0737] Resin 4: Resin having the following structure (Numerical values ​​attached to the main chain are the molar ratios of repeating units. The weight average molecular weight of the resin is 11,000, and the acid value is 70 mgKOH / g.)

[0738] [Chemical Formula 60]

[0739]

[0740] Photopolymerization initiator 1: Irgacure OXE01 (BASF)

[0741] Surfactant 1: 1 mass % PGMEA solution of the following mixture (weight average molecular weight 14000): In the following formula, the unit of % (62% and 38%) representing the ratio of the repeating unit is mass %.

[0742] [Chemical Formula 61]

[0743]

[0744] Ultraviolet absorber 1: (UV-503, manufactured by DAITO CHEMICAL CO., LTD.)

[0745] Even if part or all of the resin, polymerizable compound, photopolymerization initiator, and solvent used in the colored composition of the example are replaced with the materials described in this specification, the same effects can be obtained.

Claims

1. A coloring composition comprising: Colorant A comprising a dye; Polymerization initiator B; polymerizable compound C; and Compound D, which is a salt of compound d1 having an acidic group and a cationic group and a counter anion d2 having a molecular weight of 50 or more, and has a specific absorbance represented by formula (Aλ) of 5 or less and a weight-average molecular weight of 2000 or more, E 1 =A 1 / (c 1 ×l 1 ) (Al) In formula (Aλ), E 1 It represents the specific absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 nm to 700 nm. A 1 It represents the absorbance of compound D at the maximum absorption wavelength in the wavelength range of 400 nm to 700 nm. l 1 Indicates the slot length in cm. c 1 The concentration of compound D in the solution is expressed in mg / ml.

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

3. The coloring composition according to claim 1 or 2, wherein The counter anion d2 is an anion represented by any of the formulas (BZ-1) to (BZ-8), In formula (BZ-1), R 111 Represents -SO2-R 201 or-CO-R 201 , R 112 Represents alkyl, aryl, -SO2-R 202 or-CO-R 202 , R 201 and R 202 Each independently represents a halogen atom, an alkyl group or an aryl group, R 111 With R 112 are optionally bonded to form a ring, In formula (BZ-2), R 113 Represents -SO2-R 203 or-CO-R 203 , R 114 and R 115 Each independently represents -SO2-R 204 、-CO-R 204 or cyano, R 203 and R 204 Each independently represents a halogen atom, an alkyl group or an aryl group, R 113 With R 114 or R 115 are optionally 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, In formula (BZ-4), R 120 represents an alkyl group or an aryl group, In formula (BZ-5), R 121 represents an alkyl group or an aryl group, In formula (BZ-6), R 122 represents an alkyl or aryl group, R 123 represents a hydrogen atom, an alkyl group or an aryl group, In formula (BZ-7), R 124 ~R 129 Each independently represents a halogen atom or a halogenated hydrocarbon group, In formula (BZ-8), R 130 ~R 135 Each independently represents a halogen atom or a halogenated hydrocarbon group.

4. The coloring composition according to claim 1 or 2, wherein The counter anion d2 is a bis(fluoroalkylsulfonyl)imide anion.

5. The coloring composition according to claim 1 or 2, wherein The compound D has a polymerizable group.

6. The coloring composition according to claim 5, wherein The polymerizable group is a group containing an ethylenically unsaturated bond, The ethylenically unsaturated bond value of the compound D is 0.7 mmol / g or more.

7. The coloring composition according to claim 1 or 2, wherein The acid group of the compound d1 is a carboxyl group.

8. The coloring composition according to claim 1 or 2, wherein The acid value of the compound D is 0.20 mmol / g to 1.20 mmol / g.

9. The coloring composition according to claim 1 or 2, wherein The compound d1 is a polymer comprising a repeating unit d1-1 having an acid group and a repeating unit d1-2 having a cationic group. In the compound D, the counter anion d2 is coordinated to the cationic group of the repeating unit d1-2 to form a salt. The ClogP value of the salt structure formed by the repeating unit d1-2 and the counter anion d2 is -10.0 to 0.

3.

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

11. The coloring composition according to claim 1 or 2, wherein The dye comprises a xanthene dye.

12. The coloring composition according to claim 1 or 2, wherein The dye comprises a dye polymer.

13. The coloring composition according to claim 1 or 2, wherein The content of the polymerizable compound C in the total solid content of the colored composition is 5% by mass to 30% by mass.

14. The coloring composition according to claim 1 or 2, wherein The chloride ion concentration in the coloring composition is 100 mass ppm or less. 15 . A film obtained using the colored composition according to claim 1 . A color filter comprising the film according to claim 15 . A solid-state imaging element comprising the film according to claim 15 .

18. An image display device comprising the film according to claim 15.

Images