Colorant

Abstract

To provide a colorant enabling improvement of color separation in a resulting color filter, and a colored resin composition containing the colorant.SOLUTION: The foregoing problem is solved by a colorant comprising a compound represented by formula (I), wherein a ratio of the number of groups represented by formula (T-2) to the number of M atoms in the compound represented by formula (I) contained in the colorant is 0.05 or more and 3 or less. [In formula (I), R1 and R2 are independently a hydrogen atom, a hydroxy group, -R13, or -O-R13; when at least one of R1 and R2 represents -R13 or -O-R13, R1 and R2 may be bonded to each other to form a ring; M is Ga or In; rings T1, T2, T3, and T4 are each independently a group represented by formula (T-1) or formula (T-2).]SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a compound, a colorant, a colored resin composition, a color filter, a display device, and a solid-state imaging device. [Background technology]

[0002] Color filters used in displays such as liquid crystal displays, electroluminescent displays, and plasma displays, as well as solid-state imaging devices such as CCD and CMOS sensors, are produced from colored resin compositions. Aluminum phthalocyanine pigments are known as green or cyan colorants for such colored resin compositions. Incidentally, a pigment in which a part of the phthalocyanine is replaced with a naphthalene ring is known from Patent Document 1. However, this pigment is a near-infrared absorbing dye, not a colorant. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Publication No. 2022-123689 Summary of the Invention [Problem to be solved by the invention]

[0004] Aluminum phthalocyanine pigments exhibit a maximum absorption in the red region (610 to 750 nm) and are used in green or cyan color filters. However, it is preferable that green or cyan color filters have a large absorption at a wavelength (hereinafter sometimes referred to as the second absorption wavelength) that is approximately 30 to 80 nm shorter than this maximum absorption wavelength (hereinafter sometimes referred to as the first absorption wavelength) and is close to the maximum absorption wavelength. The closer the absorption at the second absorption wavelength is to the absorption at the first absorption wavelength, the more likely it is that color separation (color purity) in the visible region will be improved and sensor signal noise will be reduced. The present invention has been made in light of the above-mentioned circumstances, and an object of the present invention is to improve the color separation of phthalocyanine colorants (e.g., green or cyan colorants) that exhibit a maximum absorption in the red region (610 to 750 nm). [Means for solving the problem]

[0005] The present invention includes the following inventions. [1] A colorant containing a compound represented by formula (I), A colorant in which the ratio of the number of groups represented by formula (T-2) to the number of M atoms contained in the compound represented by formula (I) in the colorant is 0.05 or more and 3 or less. [ka] [In formula (I), R 1 and R 2 are each independently a hydrogen atom, a hydroxyl group, -R 13 -OR 13 Represents R 1 and R 2 At least one of them is -R 13 -OR 13 When R represents 1 and R 2 may be bonded to each other to form a ring. M represents Ga or In. Ring T 1 , Tamaki T 2 , Tamaki T 3 and Ring T 4 each independently represents a group represented by formula (T-1) or formula (T-2). [ka] (In formula (T-1), R 3 ~R 6 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 142. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. [ka] (In formula (T-2), R 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. R 13 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 13 When a plurality of are present, they may be the same or different. R 14 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 14 When there are multiple, they may be the same or different. [2] The compound represented by formula (I) may contain ring T 1 , Tamaki T 2 , Tamaki T 3 and Ring T 4 The colorant according to [1], which contains at least a compound in which 1 to 3 of the above are groups represented by formula (T-2). [3] A colored resin composition containing the colorant according to [1] or [2] and a resin. [4] The colored resin composition according to [3], further comprising a polymerization initiator and a polymerizable compound. [5] A color filter formed from the colored resin composition according to [3] or [4]. [6] A display device comprising the color filter according to [5]. [7] A solid-state imaging device comprising the color filter according to [5]. [8] A compound represented by formula (II): [ka] [In formula (II), R 1 and R 2 are each independently a hydrogen atom, a hydroxyl group, -R 13 -OR 13 Represents R 1 and R 2 At least one of them is -R 13 -OR 13 When R represents 1 and R 2 may be bonded to each other to form a ring. M represents Ga or In. Ring T 21 , Tamaki T 22 , Tamaki T 23 and Ring T 24 are each independently a group represented by formula (T-1) or formula (T-2), provided that ring T 21 , Tamaki T 22 , Tamaki T 23 and Ring T 24 Among these, 1 to 3 represent a group represented by formula (T-2). [ka] (In formula (T-1), R 3 ~R 6 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. [ka] (In formula (T-2), R 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. R 13 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 13 When a plurality of are present, they may be the same or different. R 14 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 14 When there are multiple, they may be the same or different. [9] A compound represented by formula (III): [ka] [In formula (III), R 31 -R 32 -OR 32 Represents. R 2 is a hydrogen atom, a hydroxyl group, -R 13 -OR 13 Represents. R 31 and R 2 may be bonded to each other to form a ring. M represents Ga or In. Ring T 31 , Tamaki T 32 , Tamaki T 33 and Ring T 34 each independently represents a group represented by formula (T-2). [ka] (In formula (T-2), R 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. R 32 represents an unsaturated chain hydrocarbon-containing hydrocarbon group having 2 to 20 carbon atoms which may have a substituent. R13 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R 14 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 14 When there are multiple, they may be the same or different. [Effects of the Invention]

[0006] The colorant according to the present invention can improve color separation in a color filter formed from a colored resin composition containing the colorant. DETAILED DESCRIPTION OF THE INVENTION

[0007] <<Colorant (A)>> The colorant of the present invention (hereinafter, sometimes referred to as colorant (A)) is a colorant containing a compound represented by formula (I), characterized in that the ratio of the number of groups represented by formula (T-2) to the number of M atoms (Ga or In) contained in the compound represented by formula (I) in the colorant is 0.05 or more and 3 or less. By using such a colorant, in a color filter formed from a colored resin composition containing the colorant, color separation can be improved and color purity can be increased, which makes it easier to reduce sensor signal noise. Furthermore, it becomes easier to adjust the color material composition of a cyan color filter in a green color filter, making it easier to reduce the amount of yellow colorant added. Furthermore, it is also possible to reduce the color difference before and after post-baking.

[0008] [ka] [In formula (I), R 1 and R 2 are each independently a hydrogen atom, a hydroxyl group, -R 13 -OR 13 Represents R 1 and R 2 At least one of them is -R 13 -OR 13 When R represents 1and R 2 may be bonded to each other to form a ring. M represents Ga or In. Ring T 1 , Tamaki T 2 , Tamaki T 3 and Ring T 4 each independently represents a group represented by formula (T-1) or formula (T-2). [ka] (In formula (T-1), R 3 ~R 6 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. [ka] (In formula (T-2), R 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. R 13 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 13 When a plurality of are present, they may be the same or different. R 14 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 14 When there are multiple, they may be the same or different.

[0009] The colorant (A) of the present invention may contain one or more compounds represented by formula (I) as long as the ratio of the number of groups represented by formula (T-2) to the number of M atoms contained in the compound represented by formula (I) in the colorant (A) is 0.05 or more and 3 or less. The ratio of the number of groups represented by formula (T-2) to the number of M atoms is 0.05 to 3, preferably 0.1 to 2.5, more preferably 0.25 to 2.0, even more preferably 0.4 to 2.0, and even more preferably 0.5 to 1.5. By adjusting this ratio within the above range, color filters formed from colored resin compositions containing the compounds can have improved color separation and increased color purity, thereby facilitating reduced sensor signal noise. Furthermore, this makes it easier to adjust the color material composition of green or cyan color filters and reduce the amount of yellow colorant added. Furthermore, it is also possible to reduce the color difference before and after post-baking. The ratio of the number of groups represented by formula (T-2) to the number of M atoms can be determined, for example, by determining in NMR analysis the integral value of the signal corresponding to the hydrogen atom possessed by the group represented by formula (T-1) contained in the colorant (A) and the integral value of the signal corresponding to the hydrogen atom possessed by the group represented by formula (T-2), and calculating the ratio of the number of groups represented by formula (T-2) possessed by one molecule of the compound represented by formula (I).

[0010] In formula (I), ring T 1 , Tamaki T 2 , Tamaki T 3 and Ring T 4 are each independently a group represented by formula (T-1) or formula (T-2). That is, the compound represented by formula (I) is Ring T 1 ~ Tamaki T 4 are all groups represented by formula (T-1) (hereinafter, may be referred to as compound (Ia)); Ring T 1 ~ Tamaki T 4 a compound in which one of the above is a group represented by formula (T-2) and the remaining three are groups represented by formula (T-1) (hereinafter, may be referred to as compound (Ib)); Ring T 1 ~ Tamaki T4 a compound in which any two of the above are groups represented by formula (T-2) and the remaining two are groups represented by formula (T-1) (hereinafter, may be referred to as compound (Icd)); Ring T 1 ~ Tamaki T 4 a compound in which any three of the above are groups represented by formula (T-2) and the remaining one is a group represented by formula (T-1) (hereinafter, this may be referred to as compound (Ie)); Ring T 1 ~ Tamaki T 4 are all groups represented by formula (T-2) (hereinafter, may be referred to as compound (If)). 1 and Ring T 3 is a group represented by formula (T-2), and T 2 and Ring T 4 is a group represented by formula (T-1), a compound in which two groups represented by formula (T-1) and two groups represented by formula (T-2) are arranged on opposite rings (hereinafter, may be referred to as compound (Ic)), 2 and Ring T 3 is a group represented by formula (T-2), and ring T 1 and Ring T 4 is a group represented by formula (T-1), and the compound (hereinafter, sometimes referred to as compound (Id)) may also be a compound in which two groups represented by formula (T-1) and two groups represented by formula (T-2) are arranged on adjacent rings.

[0011] The colorant (A) of the present invention preferably contains a compound represented by the following formula (II) (hereinafter, sometimes referred to as compound (II)). Compound (II) is a compound represented by the following formula (I): 1 , Tamaki T 2 , Tamaki T 3 and Ring T 4 In other words, examples of compound (II) include compound (Ib), compound (Ic), compound (Id), and compound (Ie).

[0012] [ka]

[0013] [In formula (II), R 1 , R 2 , and M are the same as above. Ring T 21 , Tamaki T 22 , Tamaki T 23 and Ring T 24 are each independently a group represented by formula (T-1) or formula (T-2), provided that ring T 21 , Tamaki T 22 , Tamaki T 23 and Ring T 24 Among these, 1 to 3 represent a group represented by formula (T-2). The groups represented by formula (T-1) and formula (T-2) are the same as those described above.]

[0014] The colorant (A) of the present invention preferably contains at least compound (II) (i.e., at least one selected from the group consisting of compound (Ib), compound (Ic), compound (Id), and compound (Ie)), more preferably contains at least one selected from the group consisting of compound (Ib), compound (Ic), and compound (Id), and even more preferably contains at least compound (Ib).

[0015] Furthermore, it is more preferable that the colorant (A) of the present invention further contains a compound represented by the following formula (III) (hereinafter, sometimes referred to as compound (III)). When the colorant (A) contains the highly lipophilic compound (III), the compatibility between the colorant (A) and the resin (B), which will be described later, is improved, and this tends to further improve the color separation of the resulting color filter. [ka] [In formula (III), R 31 -R 32 -OR 32 Represents. R 2 is a hydrogen atom, a hydroxyl group, -R13 -OR 13 Represents. R 31 and R 2 may be bonded to each other to form a ring. M represents Ga or In. Ring T 31 , Tamaki T 32 , Tamaki T 33 and Ring T 34 represents a group represented by formula (T-2). [ka] (In formula (T-2), R 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 , -OR 13 , -SR 13 , -SO2N(R 14 )2, -N(R 14 2. represents a halogen atom or a nitro group. * represents a bond to the pyrrole ring. R 32 represents an unsaturated chain hydrocarbon-containing hydrocarbon group having 2 to 20 carbon atoms which may have a substituent. R 13 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R 14 represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R 14 When there are multiple, they may be the same or different.

[0016] Furthermore, the colorant (A) may contain all of the compounds (Ia), (Ib), (Ic), (Id), (Ie) and (If) (particularly, the compound (III)).

[0017] Next, the present invention will be explained more specifically by taking partial structures of the compound represented by formula (I), the compound represented by formula (II), and the compound represented by formula (III).

[0018] R 13 and R14 The hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may be an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and the aliphatic hydrocarbon group may be saturated or unsaturated, and may be linear or cyclic (alicyclic hydrocarbon group).

[0019] Examples of saturated or unsaturated chain hydrocarbon groups include straight-chain alkyl groups such as methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, and n-icosyl groups; Isopropyl, isobutyl, sec-butyl, tert-butyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1,1,3,3-tetramethylbutyl, 1-methylbutyl, 1-ethylpropyl, 3-methylbutyl, neopentyl, 1,1-dimethylpropyl, 2-methylpentyl, 3-ethylpentyl, 1,3-dimethylbutyl, 2-propylpentyl, 1-ethyl-1,2-dimethylpropyl, 1-methylpentyl, 4-methylpentyl, 4-methyl branched alkyl groups such as 1-methylhexyl, 5-methylhexyl, 2-ethylhexyl, 1-methylhexyl, 1-ethylpentyl, 1-propylbutyl, 3-ethylheptyl, 2,2-dimethylheptyl, 1-methylheptyl, 1-ethylhexyl, 1-propylpentyl, 1-methyloctyl, 1-ethylheptyl, 1-propylhexyl, 1-butylpentyl, 1-methylnonyl, 1-ethyloctyl, 1-propylheptyl, and 1-butylhexyl; Ethenyl group (vinyl group), propenyl group (e.g., 1-propenyl group, 2-propenyl group (allyl group)), 1-methylethenyl group, butenyl group (e.g., 1-butenyl group, 2-butenyl group, 3-butenyl group), 3-methyl-1-butenyl group, 1-methyl-1-butenyl group, 3-methyl-2-butenyl group, 1,3-butadienyl group, 3-methyl-1,2-butadienyl group, 1-(2-propenyl)ethenyl group, 1-(1-methylethenyl)ethenyl group, 1,1-dimethyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, 1-ethyl-2-propenyl group, pentenyl group (e.g., 1-pentenyl group, 2-pentenyl group, 3-pentenyl group), alkenyl groups such as 1-(1,1-dimethylethyl)ethenyl, 1,3-dimethyl-1-butenyl, hexenyl (e.g., 1-hexenyl, 5-hexenyl), heptenyl (e.g., 1-heptenyl, 6-heptenyl), octenyl (e.g., 1-octenyl, 7-octenyl), nonenyl (e.g., 1-nonenyl, 8-nonenyl), decenyl (e.g., 1-decenyl, 9-decenyl), undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, and icocenyl; Ethynyl group, propynyl group (e.g., 1-propynyl group, 2-propynyl group), butynyl group (e.g., 1-butynyl group, 2-butynyl group, 3-butynyl group), pentynyl group (e.g., 2-pentynyl group, 3-pentynyl group, 4-pentynyl group), 1-methyl-3-butynyl group, 1,1-dimethyl-2-propynyl group, hexynyl group (e.g., 2-hexynyl group, 5-hexynyl group), 1-ethyl-3-butynyl group, heptynyl group (e.g., 2-heptynyl group, 6-heptynyl group), alkynyl groups such as 1-ethyl-3-pentynyl group, octynyl group (e.g., 1-octynyl group, 2-octynyl group, 7-octynyl group), nonynyl group (e.g., 2-nonynyl group, 8-nonynyl group), decynyl group (e.g., 2-decynyl group, 9-decynyl group), undecynyl group, dodecynyl group, tridecynyl group, tetradecynyl group, pentadecynyl group, hexadecynyl group, heptadecynyl group, octadecynyl group, nonadecynyl group, and icosinyl group; and the like.

[0020] The saturated chain hydrocarbon group (that is, a straight chain alkyl group, a branched chain alkyl group) preferably has 1 to 10 carbon atoms, more preferably 1 to 7 carbon atoms, and even more preferably 1 to 5 carbon atoms. The unsaturated chain hydrocarbon group (that is, alkenyl group, alkynyl group) preferably has 2 to 15 carbon atoms, more preferably 2 to 10 carbon atoms, further preferably 2 to 8 carbon atoms, and particularly preferably 4 to 8 carbon atoms.

[0021] Examples of saturated or unsaturated alicyclic hydrocarbon groups include a cyclopropyl group, a 1-methylcyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a 1-methylcyclohexyl group, a 2-methylcyclohexyl group, a 3-methylcyclohexyl group, a 4-methylcyclohexyl group, a 1,2-dimethylcyclohexyl group, a 1,3-dimethylcyclohexyl group, a 1,4-dimethylcyclohexyl group, a 2,3-dimethylcyclohexyl group, a 2,4-dimethylcyclohexyl group, a 2,5-dimethylcyclohexyl group, cycloalkyl groups such as a 2,6-dimethylcyclohexyl group, a 3,4-dimethylcyclohexyl group, a 3,5-dimethylcyclohexyl group, a 2,2-dimethylcyclohexyl group, a 3,3-dimethylcyclohexyl group, a 4,4-dimethylcyclohexyl group, a cyclooctyl group, a 2,4,6-trimethylcyclohexyl group, a 2,2,6,6-tetramethylcyclohexyl group, a 3,3,5,5-tetramethylcyclohexyl group, a 4-pentylcyclohexyl group, a 4-octylcyclohexyl group, and a 4-cyclohexylcyclohexyl group; cycloalkenyl groups such as a cyclohexenyl group (e.g., a cyclohex-1-en-1-yl group, a cyclohex-2-en-1-yl group, a cyclohex-3-en-1-yl group), a cycloheptenyl group, and a cyclooctenyl group; saturated or unsaturated polycyclic hydrocarbon groups such as norbornyl group, norbornenyl group, adamantyl group, and bicyclo[2.2.2]octyl group; and the like.

[0022] The saturated or unsaturated alicyclic hydrocarbon group preferably has 3 to 10 carbon atoms.

[0023] Examples of aromatic hydrocarbon groups include a phenyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, a 2-ethylphenyl group, a 3-ethylphenyl group, a 4-ethylphenyl group, a 2,3-dimethylphenyl group, a 2,4-dimethylphenyl group, a 2,5-dimethylphenyl group, a 2,6-dimethylphenyl group, a 3,4-dimethylphenyl group, a 3,5-dimethylphenyl group, a 4-vinylphenyl group, an o-isopropylphenyl group, an m-isopropylphenyl group, a p-isopropylphenyl group, an o-tert-butylphenyl group, an m-tert-butylphenyl group, a p-tert-butylphenyl group, a 3,5-di(tert-butyl)phenyl group, a 3,5-di(tert-butyl)-4-methylphenyl group, Examples of such groups include a 4-n-butylphenyl group, a 4-pentylphenyl group, a 2,6-bis(1-methylethyl)phenyl group, a 2,4,6-tris(1-methylethyl)phenyl group, a 4-cyclohexylphenyl group, a 2,4,6-trimethylphenyl group, a 4-octylphenyl group, a 4-(1,1,3,3-tetramethylbutyl)phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 6-methyl-2-naphthyl group, a 5,6,7,8-tetrahydro-1-naphthyl group, a 5,6,7,8-tetrahydro-2-naphthyl group, a fluorenyl group, a phenanthryl group, an anthryl group, a 2-dodecylphenyl group, a 3-dodecylphenyl group, a 4-dodecylphenyl group, a perylenyl group, a chrysenyl group, and a pyrenyl group.

[0024] The aromatic hydrocarbon group preferably has 6 to 20 carbon atoms, more preferably 6 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0025] R 13 and R 14 The hydrocarbon group represented by the formula (I) may be a group obtained by combining the above-mentioned hydrocarbon groups (for example, an aromatic hydrocarbon group and at least one of a chain hydrocarbon group, an alicyclic hydrocarbon group, and an aromatic hydrocarbon group) as long as the total number of carbon atoms is 20 or less, aralkyl groups such as a benzyl group, a (2-methylphenyl)methyl group, a (3-methylphenyl)methyl group, a (4-methylphenyl)methyl group, a (2-ethylphenyl)methyl group, a (3-ethylphenyl)methyl group, a (4-ethylphenyl)methyl group, a (2-(tert-butyl)phenyl)methyl group, a (3-(tert-butyl)phenyl)methyl group, a (4-(tert-butyl)phenyl)methyl group, a (3,5-dimethylphenyl)methyl group, a 1-phenylethyl group, a 1-methyl-1-phenylethyl group, a 1,1-diphenylethyl group, a (1-naphthyl)methyl group, and a (2-naphthyl)methyl group; arylalkenyl groups such as a 1-phenylethenyl group, a 2-phenylethenyl group (phenylvinyl group), a 2,2-diphenylethenyl group, and a 2-phenyl-2-(1-naphthyl)ethenyl group; arylalkynyl groups such as a phenylethynyl group and a 3-phenyl-2-propynyl group; a phenyl group to which one or more phenyl groups are bonded, such as a biphenylyl group or a terphenylyl group; Examples include a cyclohexylmethylphenyl group, a benzylphenyl group, and a (dimethyl(phenyl)methyl)phenyl group. These preferably have 7 to 18 carbon atoms, and more preferably 7 to 15 carbon atoms.

[0026] R 13 and R 14 The hydrocarbon group represented by the formula (I) may be a group combining the hydrocarbon groups listed above (for example, a chain hydrocarbon group and an alicyclic hydrocarbon group), such as an alkyl group to which one or more alicyclic hydrocarbon groups are bonded, such as a cyclopropylmethyl group, a cyclopropylethyl group, a cyclobutylmethyl group, a cyclobutylethyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group, a (2-methylcyclohexyl)methyl group, a cyclohexylethyl group, or an adamantylmethyl group. The number of carbon atoms in these groups is preferably 4 to 15, and more preferably 4 to 10.

[0027] R 32The unsaturated chain-containing hydrocarbon group having 2 to 20 carbon atoms, represented by the formula (I), is a hydrocarbon group having an unsaturated chain hydrocarbon group, and is a group having 2 to 20 carbon atoms. Examples of the unsaturated chain-containing hydrocarbon group include alkenyl groups, alkynyl groups, arylalkenyl groups, and arylalkynyl groups, and specific examples of each group are as described above, as are preferred embodiments thereof.

[0028] R 13 and R 14 and a hydrocarbon group having 1 to 20 carbon atoms represented by the formula: 32 The unsaturated chain hydrocarbon-containing hydrocarbon group having 2 to 20 carbon atoms, represented by the following formula, may have a substituent. Examples of the substituent include a heterocyclic group which may have a substituent, a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 etc. where R a1 and R a2 R each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms. a1 and R a2 The hydrocarbon group having 1 to 20 carbon atoms represented by R 13 and R 14 Examples include the same hydrocarbon groups having 1 to 20 carbon atoms as those represented by the following formula:

[0029] The heterocyclic group constituting the substituent may be monocyclic or polycyclic, and is preferably a heterocyclic ring containing a heteroatom as a ring component, such as a nitrogen atom, an oxygen atom, or a sulfur atom.

[0030] Examples of heterocycles containing only nitrogen atoms as heteroatoms include monocyclic saturated heterocycles such as aziridine, azetidine, pyrrolidine, piperidine, and piperazine; monocyclic unsaturated heterocycles such as 5-membered unsaturated heterocycles such as pyrrole, pyrazole, imidazole, 1,2,3-triazole, and 1,2,4-triazole, and 6-membered unsaturated heterocycles such as pyridine, pyridazine, pyrimidine, pyrazine, and 1,3,5-triazine; fused bicyclic heterocycles such as indazole, indoline, isoindoline, isoindoline-1,3-dione, indole, indolizine, benzimidazole, quinoline, isoquinoline, quinoxaline, quinazoline, cinnoline, phthalazine, naphthyridine, purine, pteridine, benzopyrazole, and benzopiperidine; and fused tricyclic heterocycles such as carbazole, acridine, and phenazine. Examples of heterocycles containing only oxygen atoms as heteroatoms include monocyclic saturated heterocycles such as oxirane, oxetane, tetrahydrofuran, tetrahydropyran, 1,3-dioxane, and 1,4-dioxane; monocyclic unsaturated heterocycles such as 5-membered unsaturated heterocycles such as furan, and 6-membered unsaturated heterocycles such as 2H-pyran and 4H-pyran; lactone heterocycles such as α-acetolactone, β-propiolactone, γ-butyrolactone, and δ-valerolactone; bicyclic saturated heterocycles such as 1,4-dioxaspiro[4.5]decane and 1,4-dioxaspiro[4.5]nonane; fused bicyclic heterocycles such as 1-benzofuran, benzopyran, benzodioxole, chroman, and isochroman; and fused tricyclic heterocycles such as xanthene and dibenzofuran. Examples of heterocycles containing only sulfur atoms as heteroatoms include monocyclic saturated heterocycles such as 5-membered saturated heterocycles such as dithiolane, and 6-membered saturated heterocycles such as thiane and 1,3-dithiane; monocyclic unsaturated heterocycles such as 5-membered unsaturated heterocycles such as thiophene, and 6-membered unsaturated heterocycles such as 4H-thiopyran; benzothiopyrans such as benzotetrahydrothiopyran, fused bicyclic heterocycles such as benzothiophene; and fused tricyclic heterocycles such as thianthrene and dibenzothiophene. Examples of heterocycles containing a nitrogen atom and an oxygen atom as heteroatoms include monocyclic saturated heterocycles such as morpholine, 2-pyrrolidone, and 2-piperidone; monocyclic unsaturated heterocycles such as oxazole and isoxazole; fused bicyclic heterocycles such as benzoxazole, benzisoxazole, benzoxazine, benzodioxane, and benzimidazoline; and fused tricyclic heterocycles such as phenoxazine. Examples of heterocycles containing a nitrogen atom or a sulfur atom as a heteroatom include monocyclic unsaturated heterocycles such as thiazole; fused bicyclic heterocycles such as benzothiazole; and fused tricyclic heterocycles such as phenothiazine.

[0031] The bonding position of the heterocycle is the position where any hydrogen atom contained in each ring is eliminated.

[0032] The heterocyclic group preferably has 2 to 30 carbon atoms, more preferably 3 to 22 carbon atoms, and even more preferably 3 to 20 carbon atoms.

[0033] The heterocyclic group may have a substituent, and examples of the substituent include a halogen atom, a nitro group, a cyano group, -OR a1 , -CO2R a1 , -SR a1 , -SO2R a1 , -SO3R a1 , -SO2NR a1 R a2 and -NR a1 R a2 (However, R a1 and R a2 is the same as above).

[0034] R 3 ~R 12 Halogen atoms represented by R 13 and R 14 a halogen atom as a substituent of a hydrocarbon group having 1 to 20 carbon atoms represented by the formula: 32 Examples of the halogen atom as a substituent of the unsaturated chain-containing hydrocarbon group having 2 to 20 carbon atoms represented by the following formula (I) and the halogen atom as a substituent of the heterocyclic group include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0035] R 1 and R 2 At least one of them is -R 13 -OR 13 When R represents 1 and R 2 may be bonded to each other to form a ring. 1 and R 2 Examples of the ring formed by bonding together include groups represented by formulae (cy1) to (cy6).

[0036] [ka] [In the formula, R 15 ~R 20 represent, independently of each other, a hydrogen atom or a hydrocarbon group having 1 to 8 carbon atoms which may have a substituent. * represents a bond.]

[0037] R 15 ~R 20 Examples of the hydrocarbon group having 1 to 8 carbon atoms and optionally having a substituent represented by the formula: 13 and R 14 Among the groups explained as the hydrocarbon group having 1 to 20 carbon atoms which may have a substituent represented by the following formula, groups having 1 to 8 carbon atoms in the hydrocarbon group are exemplified.

[0038] R 15 ~R 20 are preferably, independently of one another, a hydrogen atom, an optionally substituted alkyl group having 1 to 8 carbon atoms, or an optionally substituted alkenyl group having 1 to 8 carbon atoms.

[0039] Also, R 31 and R 2 may be bonded to each other to form a ring. 31 and R 2 Examples of the ring formed by bonding together include groups represented by the above formula (cy1), formula (cy2), formula (cy4), and formula (cy5), and R 19 and / or R20 is an alkenyl group having 1 to 8 carbon atoms or an alkynyl group having 1 to 8 carbon atoms.

[0040] R 1 and R 2 -R expressed as 13 and -OR 13 R in 13 As for Preferred are aromatic hydrocarbon groups having 6 to 20 carbon atoms which may have a substituent, saturated aliphatic hydrocarbon groups having 2 to 20 carbon atoms which may have a substituent (i.e., linear alkyl groups, branched alkyl groups, or cycloalkyl groups), unsaturated aliphatic hydrocarbon groups having 2 to 20 carbon atoms which may have a substituent (i.e., alkenyl groups, alkynyl groups, or unsaturated alicyclic hydrocarbon groups), arylalkenyl groups having 8 to 20 carbon atoms which may have a substituent, and arylalkynyl groups having 8 to 20 carbon atoms which may have a substituent, More preferred are aromatic hydrocarbon groups having 6 to 20 carbon atoms which may have a substituent, aliphatic unsaturated hydrocarbon groups having 2 to 20 carbon atoms which may have a substituent (i.e., alkenyl groups, alkynyl groups, or unsaturated alicyclic hydrocarbon groups), arylalkenyl groups having 8 to 20 carbon atoms which may have a substituent, and arylalkynyl groups having 8 to 20 carbon atoms which may have a substituent, An aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, or an alkynyl group having 2 to 20 carbon atoms which may have a substituent is more preferred. An optionally substituted alkenyl group having 2 to 10 carbon atoms, or an optionally substituted alkynyl group having 2 to 10 carbon atoms is even more preferred, An optionally substituted alkenyl group having 4 to 8 carbon atoms or an optionally substituted alkynyl group having 4 to 8 carbon atoms is particularly preferred.

[0041] R 31 -R expressed as 32 and -OR 32 R in 32 As for an optionally substituted alkenyl group having 2 to 20 carbon atoms, an optionally substituted alkynyl group having 2 to 20 carbon atoms, an optionally substituted arylalkenyl group having 8 to 20 carbon atoms, or an optionally substituted arylalkynyl group having 8 to 20 carbon atoms, is preferred; an optionally substituted alkenyl group having 2 to 10 carbon atoms, an optionally substituted alkynyl group having 2 to 10 carbon atoms, an optionally substituted arylalkenyl group having 8 to 12 carbon atoms, or an optionally substituted arylalkynyl group having 8 to 12 carbon atoms, is more preferred; an optionally substituted alkenyl group having 2 to 10 carbon atoms, or an optionally substituted alkynyl group having 2 to 10 carbon atoms, is more preferred; An alkenyl group having 4 to 8 carbon atoms which may have a substituent, or an alkynyl group having 4 to 8 carbon atoms which may have a substituent, is particularly preferred.

[0042] R 1 As for -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a linear or branched alkyl group having 2 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, an alkynyl group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent. In particular, R 1 As for -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 R 32 (i.e., an unsaturated chain hydrocarbon-containing hydrocarbon group having 2 to 20 carbon atoms which may have a substituent), and specifically, -R 13 -OR 13 (Especially -OR 13 ) wherein R13 is more preferably an alkenyl group having 2 to 20 carbon atoms which may have a substituent, an alkynyl group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent, -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is a C2 to C10 alkenyl group which may have a substituent, a C2 to C10 alkynyl group which may have a substituent, a C8 to C12 arylalkenyl group which may have a substituent, or a C8 to C12 arylalkynyl group which may have a substituent, -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is an alkenyl group having 2 to 10 carbon atoms which may have a substituent, or an alkynyl group having 2 to 10 carbon atoms which may have a substituent, and -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 In a particularly preferred embodiment, R is an alkenyl group having 4 to 8 carbon atoms which may have a substituent, or an alkynyl group having 4 to 8 carbon atoms which may have a substituent.

[0043] R 31 As for -R 32 -OR 32 (Especially -OR 32 ) wherein R 32 is preferably an alkenyl group having 2 to 20 carbon atoms which may have a substituent, an alkynyl group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent, -R 32 -OR 32 (Especially -OR 32) wherein R 32 is more preferably an alkenyl group having 2 to 10 carbon atoms which may have a substituent, an alkynyl group having 2 to 10 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 12 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 12 carbon atoms which may have a substituent, -R 32 -OR 32 (Especially -OR 32 ) wherein R 32 is an alkenyl group having 2 to 10 carbon atoms which may have a substituent, or an alkynyl group having 2 to 10 carbon atoms which may have a substituent, and -R 32 -OR 32 (Especially -OR 32 ) wherein R 32 In a particularly preferred embodiment, R is an alkenyl group having 4 to 8 carbon atoms which may have a substituent, or an alkynyl group having 4 to 8 carbon atoms which may have a substituent.

[0044] R 2 As for -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, a linear or branched alkyl group having 2 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, an alkynyl group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent. In particular, R 2 As for -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is preferably a group containing an unsaturated chain hydrocarbon group or an aromatic hydrocarbon group which may have a substituent, and specifically, -R 13 -OR13 (Especially -OR 13 ) wherein R 13 is more preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, an alkynyl group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent, -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 10 carbon atoms which may have a substituent, an alkynyl group having 2 to 10 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 12 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 12 carbon atoms which may have a substituent, -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 is an alkenyl group having 2 to 10 carbon atoms which may have a substituent, or an alkynyl group having 2 to 10 carbon atoms which may have a substituent, -R 13 -OR 13 (Especially -OR 13 ) wherein R 13 In a particularly preferred embodiment, R is an alkenyl group having 4 to 8 carbon atoms which may have a substituent, or an alkynyl group having 4 to 8 carbon atoms which may have a substituent.

[0045] R 3 ~R 12 -R expressed as 13 and -OR 13 R in 13is preferably a linear or branched alkyl group having 1 to 10 carbon atoms or an aromatic hydrocarbon group having 6 to 12 carbon atoms, more preferably a linear or branched alkyl group having 1 to 5 carbon atoms or an aromatic hydrocarbon group having 6 to 10 carbon atoms, and even more preferably a linear or branched alkyl group having 1 to 5 carbon atoms.

[0046] -SR 13 R in 13 As the alkyl group, a linear or branched alkyl group having 1 to 10 carbon atoms or an aromatic hydrocarbon group having 6 to 12 carbon atoms is preferred, and a linear or branched alkyl group having 1 to 4 carbon atoms or an aromatic hydrocarbon group having 6 to 10 carbon atoms is more preferred.

[0047] R 14 is preferably a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, and more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, or an aromatic hydrocarbon group having 6 to 10 carbon atoms.

[0048] R a1 and R a2 are each independently preferably a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, and more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, or an aromatic hydrocarbon group having 6 to 10 carbon atoms.

[0049] R in formula (T-1) 3 ~R 6 are, independently of each other, a hydrogen atom, -R 13 or a halogen atom, more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, still more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, an aromatic hydrocarbon group having 6 to 10 carbon atoms, or a halogen atom, and particularly preferably a hydrogen atom, a tert-butyl group, a phenyl group, a fluorine atom, a chlorine atom, or a bromine atom.

[0050] Among them, R 3 ~R 6 are each independently a hydrogen atom or a halogen atom; R 4 or R 5 Ga-R 13 (preferably a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, more preferably a linear or branched alkyl group having 1 to 4 carbon atoms) or a halogen atom, and the remainder is a hydrogen atom; R 4 and R 5 Ga-R 13 (preferably a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, more preferably a linear or branched alkyl group having 1 to 4 carbon atoms) or a halogen atom, and the remainder are hydrogen atoms;

[0051] Examples of the group represented by formula (T-1) include groups represented by formulae (t1-1) to (t1-11), and among these, groups represented by formulae (t1-1) to (t1-9) are preferred, where n represents an integer of 1 to 3, and * represents a bond to the pyrrole ring.

[0052] [ka]

[0053] R in formula (T-2) 7 ~R 12 are, independently of each other, a hydrogen atom, -R 13 or a halogen atom, more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, still more preferably a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, an aromatic hydrocarbon group having 6 to 10 carbon atoms, or a halogen atom, and particularly preferably a hydrogen atom, a tert-butyl group, a phenyl group, a fluorine atom, a chlorine atom, or a bromine atom.

[0054] Among them, R 7 ~R 12are each independently a hydrogen atom or a halogen atom; R 10 or R 11 Ga-R 13 (preferably a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, more preferably a linear or branched alkyl group having 1 to 4 carbon atoms) or a halogen atom, and the remainder is a hydrogen atom; R 10 and R 11 Ga-R 13 (preferably a linear or branched alkyl group having 1 to 10 carbon atoms, or an aromatic hydrocarbon group having 6 to 12 carbon atoms, more preferably a linear or branched alkyl group having 1 to 4 carbon atoms) or a halogen atom, and the remainder are hydrogen atoms;

[0055] Examples of the group represented by formula (T-2) include groups represented by formulae (t2-1) to (t2-11), and among these, groups represented by formulae (t2-1) to (t2-9) are preferred, where m represents an integer of 1 to 5, and * represents a bond to the pyrrole ring.

[0056] [ka]

[0057] When the compound represented by formula (I) has multiple groups represented by formula (T-1), the multiple groups represented by formula (T-1) may be the same or different, but preferably they are the same. The same applies to the compound represented by formula (II). Furthermore, when the colorant (A) contains two or more compounds represented by formula (I), the groups represented by formula (T-1) among the compounds may be the same or different, but preferably they are the same. When the compound represented by formula (I) has a plurality of groups represented by formula (T-2), the groups represented by the plurality of formulas (T-2) may be the same or different, but are preferably the same. The same applies to the compound represented by formula (II) and the compound represented by formula (III). When the colorant contains two or more compounds represented by formula (I), the groups represented by formula (T-2) among the compounds may be the same or different, but are preferably the same.

[0058] The compound represented by formula (I) is preferably a compound represented by the following formula (Ii): The compound represented by formula (II) is preferably a compound represented by the following formula (Ii): 1a , Tamaki T 2a , Tamaki T 3a and Ring T 4a It is preferable that one to three of the rings are compounds represented by formula (T-2a). 1a , Tamaki T 2a , Tamaki T 3a and Ring T 4a All of the above are represented by formula (T-2a), and R 21 is preferably a compound representing an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent.

[0059] [ka] [In formula (Ii), R 1a -R 21 -OR 21 represents R 21represents an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, an aliphatic saturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent. R 2a -R 22 -OR 22 represents R 22 represents an aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, an aliphatic saturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, an aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 20 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 20 carbon atoms which may have a substituent. Ring T 1a , Tamaki T 2a , Tamaki T 3a and Ring T 4a each independently represents a group represented by formula (T-1a) or formula (T-2a).

[0060] [ka] [In formula (T-1a), R 3a ~R 6a represent, independently of each other, a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom. * represents a bond to the pyrrole ring.]

[0061] [ka] [In formula (T-2a), R 7a ~R 12a represent, independently of each other, a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom. * represents a bond to the pyrrole ring.]

[0062] R21 ~R 22 Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms represented by the formula R include the groups described above as the aromatic hydrocarbon group. 21 and R 22 The aromatic hydrocarbon group represented by the formula (I) preferably has 6 to 15 carbon atoms, more preferably 6 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0063] R 21 ~R 22 Examples of the aliphatic saturated hydrocarbon group having 2 to 20 carbon atoms and represented by the formula R include the groups explained above as the linear alkyl group, branched alkyl group, and cycloalkyl group. 21 and R 22 The aliphatic saturated hydrocarbon group represented by the formula (I) preferably has 2 to 15 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 2 to 7 carbon atoms.

[0064] R 21 ~R 22 Examples of the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms and represented by the formula R include the alkenyl group, alkynyl group, and unsaturated alicyclic hydrocarbon group described above. 21 and R 22 The aliphatic unsaturated hydrocarbon group represented by the formula (I) preferably has 2 to 15 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 4 to 8 carbon atoms.

[0065] R 21 ~R 22 Examples of the arylalkenyl group having 8 to 20 carbon atoms and the arylalkynyl group having 8 to 20 carbon atoms represented by the following formula include the groups described above as the arylalkenyl group and the arylalkynyl group. These groups preferably have 7 to 18 carbon atoms, and more preferably 7 to 15 carbon atoms.

[0066] R 21 ~R 22Examples of the substituent that may be possessed by the aromatic hydrocarbon group having 6 to 20 carbon atoms, the aliphatic saturated hydrocarbon group having 2 to 20 carbon atoms, the aliphatic unsaturated hydrocarbon group having 2 to 20 carbon atoms, the arylalkenyl group having 8 to 20 carbon atoms, and the arylalkynyl group having 8 to 20 carbon atoms, represented by the formula (I), include R 13 and R 14 Examples thereof include the groups described above as the substituents that the hydrocarbon group having 1 to 20 carbon atoms and represented by the following formula may have.

[0067] R 3a ~R 12a Examples of the alkyl group having 1 to 10 carbon atoms represented by the formula include groups having 1 to 10 carbon atoms among the groups explained above as the linear alkyl group and branched alkyl group.

[0068] R 3a ~R 12a Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms represented by the formula include groups having 6 to 12 carbon atoms among the groups explained above as the aromatic hydrocarbon group.

[0069] R 3a ~R 12a Examples of the halogen atom represented by the formula (I) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and among these, a fluorine atom, a chlorine atom, and a bromine atom are preferred.

[0070] R 1a As for -R 21 -OR 21 (Especially -OR 21 ) wherein R 21 is preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, a linear or branched alkyl group having 2 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 15 carbon atoms, an alkynyl group having 2 to 15 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 18 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 18 carbon atoms which may have a substituent, -R 21 -OR 21 (Especially -OR 21) wherein R 21 is more preferably an alkenyl group having 2 to 15 carbon atoms which may have a substituent, an alkynyl group having 2 to 15 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 18 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 18 carbon atoms which may have a substituent, -R 21 -OR 21 (Especially -OR 21 ) wherein R 21 is a C2 to C10 alkenyl group which may have a substituent, a C2 to C10 alkynyl group which may have a substituent, a C8 to C15 arylalkenyl group which may have a substituent, or a C8 to C15 arylalkynyl group which may have a substituent, It is particularly preferably any of the groups represented by formulae (i-1) to (i-22) and (ii-1) to (ii-22) described below. Also, -R 21 -OR 21 (Especially -OR 21 ) wherein R 21 is also a preferred embodiment in which the alkyl group is an alkenyl group having 2 to 10 carbon atoms (particularly 4 to 8) which may have a substituent, or an alkynyl group having 2 to 10 carbon atoms (particularly 4 to 8) which may have a substituent.

[0071] R 2a As for -R 22 -OR 22 (Especially -OR 22 ) wherein R 22 is preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, a linear or branched alkyl group having 2 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 15 carbon atoms which may have a substituent, an alkynyl group having 2 to 15 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 18 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 18 carbon atoms which may have a substituent, -R 22 -OR 22 (Especially -OR22 ) wherein R 22 is more preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 15 carbon atoms which may have a substituent, an alkynyl group having 2 to 15 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 18 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 18 carbon atoms which may have a substituent, -R 22 -OR 22 (Especially -OR 22 ) wherein R 22 is an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 10 carbon atoms which may have a substituent, an alkynyl group having 2 to 10 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 15 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 15 carbon atoms which may have a substituent, Particularly preferred is any of the groups represented by formulae (i-1) to (i-22), (ii-1) to (ii-22), and (iii-1) to (iii-2) described below. Also, -R 22 -OR 22 (Especially -OR 22 ) wherein R 22 is also a preferred embodiment in which is an alkenyl group having 2 to 10 carbon atoms (particularly 4 to 8) or an alkynyl group having 2 to 10 carbon atoms (particularly 4 to 8) which may have a substituent.

[0072] In particular, R 1a -OR 21 If R 2a As for -R 22 wherein said R 22 is an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent; or -OR 22 wherein said R 22is preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, an alkenyl group having 2 to 15 carbon atoms which may have a substituent, an alkynyl group having 2 to 15 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 18 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 18 carbon atoms which may have a substituent; -OR 22 wherein said R 22 is more preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 10 carbon atoms which may have a substituent, an alkynyl group having 2 to 10 carbon atoms which may have a substituent, an arylalkenyl group having 8 to 15 carbon atoms which may have a substituent, or an arylalkynyl group having 8 to 15 carbon atoms which may have a substituent.

[0073] Also, R 1a Ga-R 21 If R 2a As for -R 22 wherein said R 22 is preferably an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent.

[0074] R 3a ~R 12a are each independently preferably a hydrogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, or a halogen atom, and more preferably a hydrogen atom, a tert-butyl group, a fluorine atom, a chlorine atom, or a bromine atom.

[0075] Among these, the group represented by formula (T-1a) is R 3a ~R 6a are each independently a hydrogen atom or a halogen atom; R 4a or R 5a is an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, and the remainder is a hydrogen atom; 4a and R 5ais an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, and the remainder are hydrogen atoms; It is more preferable that the group is any one of the groups represented by the above formulas (t1-1) to (t1-11), It is more preferably any of the groups represented by the above formulas (t1-1) to (t1-9).

[0076] In addition, examples of the group represented by formula (T-2a) include: R 7a ~R 12a are each independently a hydrogen atom or a halogen atom; R 10a or R 11a is an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, and the remainder is a hydrogen atom; 10a and R 11a is an alkyl group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 12 carbon atoms, or a halogen atom, and the remainder are hydrogen atoms; It is more preferable that the group is any one of the groups represented by the above formulas (t2-1) to (t2-11), It is more preferably any of the groups represented by the above formulas (t2-1) to (t2-9).

[0077] Specific examples of the compound represented by formula (I) include: In the compounds represented by the following formulae (Ia-1) to (Ia-11), (Ib-1) to (Ib-22), (Ic-1) to (Ic-22), (Id-1) to (Id-22), (Ie-1) to (Ie-22), and (If-1) to (If-6), R 1 , R 2 and compounds in which M represents a group shown in Nos. 1 to 176 in Tables 1 and 2. In the formula, n represents an integer of 1 to 3.

[0078] [ka]

[0079]

change

[0080]

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[0081]

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[0082]

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[0083]

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[0084]

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[0085]

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[0086]

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[0087]

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[0088]

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[0089]

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[0090] [ka]

[0091] [ka]

[0092] [ka]

[0093] [Table 1]

[0094] [Table 2]

[0095] In Tables 1 and 2, i-1 to i-22 represent groups represented by the following formulae (i-1) to (i-22), respectively, ii-1 to ii-22 represent groups represented by the following formulae (ii-1) to (ii-22), respectively, and iii-1 to iii-2 represent groups represented by the following formulae (iii-1) to (iii-2). In the following formulae, * indicates a bond to the phosphorus atom.

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] The colorant of the present invention has excellent color separation properties, is excellent in terms of ease of adjusting the colorant composition of a green or cyan color filter, and is also excellent in terms of heat resistance. The color separation properties, ease of adjusting the colorant composition, and heat resistance of the colorant of the present invention can be evaluated by forming a color filter (hereinafter referred to as a color filter for evaluation) using the compound represented by formula (I) in the colorant of the present invention alone without combining it with other dyes, and observing the spectrum and heat resistance of this color filter.

[0100] In the evaluation color filter, the color separation property is determined by the method described in the Examples below, and Abs(λ max-35 ) / Abs(λ max ) where Abs(λ max ) indicates the absorbance at the maximum absorption wavelength, and Abs(λ max-35 ) is the maximum absorption wavelength λ max The maximum absorption wavelength (λ max )" means the wavelength with the greatest absorbance when there are two or more maximum absorption wavelengths. The color separation of the evaluation color filter is preferably 0.67 or more, more preferably 0.69 or more, and even more preferably 0.70 or more. The higher the color separation (the closer to 1), the higher the color purity and the less signal noise in the sensor, making this a preferable characteristic of the color filter. The upper limit of the color separation is preferably 1.00 or less, and may be 0.90 or less or 0.80 or less.

[0101] In the evaluation color filter, the ease of adjusting the color material composition was determined by the method described in the Examples below, and Abs(λ 450 ) / Abs(λ max ) (where, Abs(λ 450 ) indicates absorbance at a wavelength of 450 nm, and Abs(λ max ) is the maximum absorption wavelength λ max(The absorbance at 1000 nm is shown.) The short wavelength absorption intensity ratio of the color filter for evaluation is preferably 0.01 or more, more preferably 0.03 or more, and even more preferably 0.05 or more. The higher the short wavelength absorption intensity ratio, the less yellow colorant can be added when producing a green color filter, which is preferable in terms of the spectral characteristics of the color filter. The upper limit of the short wavelength absorption intensity ratio is not particularly limited, but may be, for example, 0.20 or less.

[0102] The heat resistance of the evaluation color filter is evaluated by the absorbance retention rate at the maximum absorption wavelength before and after heating for 10 minutes at 260° C. The absorbance retention rate of the evaluation color filter is, for example, 85 to 100%, preferably 90 to 100%, more preferably 95 to 100%, and particularly preferably 97 to 100%.

[0103] The colorant of the present invention preferably has a hue that is easy to use as a colorant for a green or cyan color filter. For example, the colorant of the present invention has a maximum absorption wavelength (λ) of absorbance at a wavelength (λ) of 500 nm, 600 nm, or 730 nm in a color filter for evaluation. max ) to the absorbance at (Abs(λ 500 ) / Abs(λ max ), Abs(λ 600 ) / Abs(λ max ), Abs(λ 730 ) / Abs(λ max ) are determined according to the method in the Examples described below, and their values ​​are preferably as follows:

[0104] Abs(λ 500 ) / Abs(λ max ) is, for example, 0.00 to 0.10, preferably 0.00 to 0.08, more preferably 0.00 to 0.05, and particularly preferably 0.00 to 0.03. 500 ) / Abs(λ max ) is smaller, the colorant of the present invention can be more easily used as a colorant for producing a green or cyan color filter.

[0105] Abs(λ600 ) / Abs(λ max ) is, for example, 0.00 to 0.50, preferably 0.10 to 0.40, and more preferably 0.15 to 0.30. 600 ) / Abs(λ max When the chromaticity of the colorant of the present invention is within this range, it becomes easy to use the colorant as a colorant for producing a green or cyan color filter.

[0106] Abs(λ 730 ) / Abs(λ max ) is, for example, 0.00 to 0.95, preferably 0.10 to 0.95, and more preferably 0.20 to 0.95. 730 ) / Abs(λ max When the chromaticity of the colorant of the present invention is within this range, it becomes easy to use the colorant as a colorant for producing a green or cyan color filter.

[0107] The maximum absorption wavelength (λ max ) (however, when there are two or more maximum absorption wavelengths, it means the wavelength with the greatest absorbance) is, for example, in the range of 650 to 730 nm, preferably in the range of 670 to 720 nm, and more preferably in the range of 680 to 710 nm. max When the saturation coefficient (S) is within this range, the colorant of the present invention can be easily used as a colorant for producing a green or cyan color filter.

[0108] The colorant of the present invention can be produced, for example, by the following method: That is, a gallium halide or an indium halide is reacted appropriately with a compound represented by formula (t1a) and / or a compound represented by formula (t2a) to synthesize a compound represented by formula (I') (hereinafter, sometimes referred to as compound (I')), and then the resulting compound (I') is reacted appropriately with a compound represented by formula (p1), thereby synthesizing a compound represented by formula (I) (hereinafter, compound (I)).

[0109] [ka] [In the formula, M, R 1 ~R 12 and Ring T 1 ~ Tamaki T 4 has the same meaning as above. X represents a halogen atom.

[0110] Examples of the halogen atom represented by X include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, with a chlorine atom being preferred.

[0111] Alternatively, compound (I) can be synthesized by appropriately reacting a gallium halide or an indium halide, urea, and a compound represented by formula (t1b) and / or a compound represented by formula (t2b) to synthesize compound (I'), and then appropriately reacting the obtained compound (I') with a compound represented by formula (p1).

[0112] [ka] [In the formula, M, R 1 ~R 12 , Tamaki T 1 ~ Tamaki T 4 and X have the same meanings as above.]

[0113] In the above synthesis method, by using only the compound represented by formula (t1a) or by using only the compound represented by formula (t1b), it is possible to obtain a ring T 1 ~ Tamaki T 4 On the other hand, in the above synthesis method, by using only the compound represented by formula (t2a) or by using only the compound represented by formula (t2b), it is possible to synthesize a compound (i.e., compound (Ia)) in which all of the rings T 1 ~ Tamaki T 4are all groups represented by formula (T-2) (i.e., compound (If)). In the above synthesis method, a mixture of compound (Ia), compound (Ib), compound (Ic), compound (Id), compound (Ie), and compound (If) can be synthesized by using a compound represented by formula (t1a) and a compound represented by formula (t2a), or a compound represented by formula (t1b) and a compound represented by formula (t2b). By adjusting the usage ratio of the compound represented by formula (t1a) and the compound represented by formula (t2a), or the usage ratio of the compound represented by formula (t1b) and the compound represented by formula (t2b), the ratio of the number of groups represented by formula (T-2) to the number of M atoms contained in the compound represented by formula (I) in the colorant (A) can be adjusted.

[0114] The content of compound (I) in colorant (A) may be, for example, 20 to 100% by mass of the total amount of colorant (A). However, it is preferably contained within a range that does not impair the effect of color separation property of compound (I) and ease of adjusting the color material composition, and is, for example, 40 to 100% by mass, more preferably 70 to 100% by mass, and particularly preferably 90 to 100% by mass.

[0115] The colorant (A) of the present invention may further contain a colorant other than the compound represented by formula (I) (hereinafter, sometimes referred to as "other colorant" or "colorant (A2)"). The other colorant (colorant (A2)) may be either a dye or a pigment.

[0116] Examples of dyes include compounds classified as compounds having a hue other than pigments in the Color Index (published by The Society of Dyers and Colourists) and known dyes described in Dyeing Notes (Shikisensha).

[0117] Examples of dyes include azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, thiazole dyes, oxazine dyes, quinophthalone dyes, anthraquinone dyes, naphthoquinone dyes, quinoneimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, and phthalocyanine dyes. Of these, organic solvent-soluble dyes are preferred.

[0118] Specific examples of dyes include CI Solvent Yellow 4 (hereinafter, the term CI Solvent Yellow will be omitted and only the numbers will be used. The same applies to the other dyes.), 14, 15, 23, 24, 25, 38, 62, 63, 68, 79, 81, 82, 83, 89, 94, 98, 99, 117, 162, 163, 167, and 189; CI Solvent Red 24, 45, 49, 90, 91, 111, 118, 119, 122, 124, 125, 127, 130, 132, 143, 145, 146, 150, 151, 155, 160, 168, 169, 172, 175, 181, 207, 218, 222, 227, 230, 245, 247; CI Solvent Orange 2, 7, 11, 15, 26, 41, 54, 56, 77, 86, 99; CI Solvent Violet 11, 13, 14, 26, 31, 36, 37, 38, 45, 47, 48, 51, 59, 60; CI Solvent Blue 4, 5, 14, 18, 35, 36, 37, 38, 44, 45, 58, 59, 59:1, 63, 67, 68, 69, 70, 78, 79, 83, 90, 94, 97, 98, 100, 101, 102, 104, 105, 111, 112, 122, 128, 132, 136, 139; CI solvent dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35; CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251; CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 33, 34, 35, 37, 40, 42, 44, 50, 51, 52, 57, 66, 73, 76, 80, 87, 88, 91, 92, 94, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 177, 178, 180, 181, 182, 183, 184, 185, 186, 187, 188, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 23 82, 183, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 289, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 388, 394, 401, 412, 417, 418, 422, 426; CI Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 149, 162, 169, 173; CI Acid Violet 6B, 7, 9, 15, 16, 17, 19, 21, 23, 24, 25, 30, 34, 38, 49, 72, 102; CI Acid Blue 1, 3, 5, 7, 9, 11, 13, 15, 17, 18, 22, 23, 24, 25, 26, 27, 29, 34, 38, 40, 41, 42, 43, 45, 48, 51, 54, 59, 60, 62, 70, 72, 74, 75, 78, 80, 82, 83, 86, 87, 88, 90, 90:1, 91, 92, 93, 93:1, 96, 99, 100, 102, 103, 104, 108, 109, 110, 112, 113, 117, 119, 120, 123 , 126, 127, 129, 130, 131, 138, 140, 142, 143, 147, 150, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 210, 213, 229, 234, 236, 242, 243, 249, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324:1, 335, 340; CI Acid dyes such as CI Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109; CI Direct Yellow 2, 4, 28, 33, 34, 35, 38, 39, 43, 44, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 132, 136, 138, 141; CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; CI Direct Orange 26, 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; CI Direct Blue 1, 2, 3, 6, 8, 15, 22, 25, 28, 29, 40, 41, 42, 47, 52, 55, 57, 71, 76, 77, 78, 80, 81, 84, 85, 86, 87, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 120, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 165, 166 6, 167, 168, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 195, 196, 198, 199, 200, 201, 202, 203, 207, 209, 210, 212, 213, 214, 222, 225, 226, 228, 229, 236, 237, 238, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; CI Direct Dyes, such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 79, 82; CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse dyes such as CI Disperse Blue 1, 14, 56, 60, etc. CI Basic Red 1, 9, 10; CI Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, 81, 83, 88, 89; CI Basic Violet 2; CI Basic dyes, such as CI Basic Green 1; CI Reactive Yellow 2, 76, 116; CI Reactive Orange 16; CI Reactive dyes, such as CI Reactive Red 36; CI Mordant Yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; CI Mordant Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 27, 29, 30, 32, 33, 36, 37, 38, 39, 41, 42, 43, 45, 46, 48, 52, 53, 56, 62, 63, 71, 74, 76, 78, 85, 86, 88, 90, 94, 95; CI Mordant Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; CI Mordant Violet 1, 1:1, 2, 3, 4, 5, 6, 7, 8, 10, 11, 14, 15, 16, 17, 18, 19, 21, 22, 23, 24, 27, 28, 30, 31, 32, 33, 36, 37, 39, 40, 41, 44, 45, 47, 48, 49, 53, 58; CI Mordant Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, 84; CI Mordant dyes, such as CI Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53; Examples include CI Vat dyes such as CI Vat Green 1; These dyes may be one type of dye or a plurality of dyes for each color, or dyes of each color may be combined.

[0119] Examples of pigments include those classified as pigments in the Color Index (published by The Society of Dyers and Colourists). Examples of pigments classified as pigments include yellow pigments such as CI Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 128, 129, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 185, 194, 214, and 231; Orange pigments such as CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73; Red pigments such as CI Pigment Red 9, 97, 105, 122, 144, 166, 168, 176, 177, 180, 190, 192, 209, 215, 216, 224, 242, 246, 254, 255, 264, 265, 266, 268, 269, 273, 291; Blue pigments such as CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60; Violet pigments such as CI Pigment Violet 1, 19, 23, 32, 36, 38; Green pigments such as CI Pigment Green 7, 36, 58, 59, 62, 63; Brown pigments such as CI Pigment Brown 23 and 25; Black pigments such as CI Pigment Black 1 and 7; One or more of these pigments may be used for each color, or pigments of each color may be combined.

[0120] The pigment as colorant (A2) and the above-described compound (I) may be subjected to, as necessary, rosin treatment, surface treatment using a pigment derivative having an acidic or basic group introduced therein, grafting treatment onto the pigment surface using a polymer compound, atomization treatment using sulfuric acid atomization, washing treatment using an organic solvent or water to remove impurities, or treatment to remove ionic impurities using an ion exchange method. The particle sizes of the pigment and compound (I) are preferably substantially uniform. By adding a pigment dispersant and dispersing the pigment and compound (I), a pigment dispersion in which the pigment and compound (I) are uniformly dispersed in the pigment dispersant solution can be obtained. The pigment and compound (I) may be dispersed individually or in a mixture of two or more types.

[0121] Examples of pigment dispersants include surfactants, which may be cationic, anionic, nonionic, or amphoteric. Specific examples include polyester, polyamine, and acrylic surfactants. These pigment dispersants may be used alone or in combination of two or more. Examples of pigment dispersants by trade name include KP (manufactured by Shin-Etsu Chemical Co., Ltd.), FLOWRENE (manufactured by Kyoeisha Chemical Co., Ltd.), Solsperse (registered trademark) (manufactured by Zeneca Corporation), EFKA (registered trademark) (manufactured by BASF), AJISPER (registered trademark) (manufactured by Ajinomoto Fine-Techno Co., Ltd.), Disperbyk (registered trademark), and BYK (registered trademark) (manufactured by BYK-Chemie).

[0122] When a pigment dispersant is used, the amount used is preferably 10 parts by mass or more and 200 parts by mass or less, more preferably 15 parts by mass or more and 180 parts by mass or less, and even more preferably 20 parts by mass or more and 160 parts by mass or less, relative to 100 parts by mass of the total of the pigment and Compound (I). When the amount of the pigment dispersant used is within the above range, a pigment dispersion in a more uniformly dispersed state tends to be obtained.

[0123] The content of the yellow colorant (i.e., yellow dye and yellow pigment) as the colorant (A2) in the colorant (A) is preferably 0 to 50 mass %, preferably 10 to 40 mass %, more preferably 20 to 35 mass %, of the total amount of the colorant (A).

[0124] The content of the colorant other than the yellow colorant (A2) in the colorant (A) (for example, a green colorant such as a green dye or a green pigment) is preferably 0 to 50 mass %, preferably 5 to 40 mass %, and more preferably 10 to 30 mass %, of the total amount of the colorant (A).

[0125] <<Colored resin composition>> The present invention encompasses a colored resin composition containing a colorant (A) containing the above-mentioned compound (I) and a resin (hereinafter, sometimes referred to as resin (B)). The colored resin composition of the present invention preferably further contains a polymerizable compound (hereinafter, may be referred to as polymerizable compound (C)) and a polymerization initiator (hereinafter, may be referred to as polymerization initiator (D)). The colored resin composition of the present invention preferably further contains a solvent (hereinafter, may be referred to as solvent (E)). The colored resin composition of the present invention may contain a leveling agent (hereinafter, may be referred to as leveling agent (F)). In this specification, the compounds exemplified as each component can be used alone or in combination, unless otherwise specified.

[0126] The colorant (A) contained in the colored resin composition is the same as the colorant described above, and the preferred embodiments thereof are also the same.

[0127] The content of the colorant (A) or the content of the compound (I) is preferably 0.5 to 80 mass%, more preferably 2 to 70 mass%, even more preferably 8 to 55 mass%, and particularly preferably 10 to 40 mass%, of the total amount of solids in the colored resin composition. When the content of the colorant (A) or the compound (I) is within the above range, it becomes easier to obtain the desired spectrum and color density. In this specification, the term "total amount of solids" refers to the total amount of components excluding the solvent from the colored resin composition of the present invention. The total amount of solids and the content of each component relative to the total amount of solids can be measured by known analytical means such as liquid chromatography or gas chromatography.

[0128] <Resin (B)> Resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of resin (B) include the following resins [K1] to [K6], and it is preferably at least one selected from resins [K1] to [K6]. Resin [K1]: a copolymer having structural units derived from at least one monomer (a) (hereinafter sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and structural units derived from a monomer (b) (hereinafter sometimes referred to as "(b)") having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond; Resin [K2]: a copolymer having structural units derived from (a), structural units derived from (b), and structural units derived from a monomer (c) copolymerizable with (a) (however, different from (a) and (b)) (hereinafter, sometimes referred to as "(c)"); Resin [K3]: a copolymer having structural units derived from (a) and structural units derived from (c); Resin [K4]: a copolymer having a structural unit derived from (a) to which (b) has been added and a structural unit derived from (c), and which contains a structural unit derived from (a) to which (b) has not been added; Resin [K4']: a copolymer having a structural unit derived from (a) to which (b) has been added and a structural unit derived from (c), but not containing a structural unit derived from (a) to which (b) has not been added; Resin [K5]: a copolymer having structural units derived from (b) to which (a) has been added and structural units derived from (c) (which may contain, but preferably does not contain, structural units derived from (b) to which (a) has not been added); Resin [K6]: A copolymer having a structural unit obtained by adding the (a) to a structural unit derived from the (b) and further adding a carboxylic acid anhydride, and a structural unit derived from the (c).

[0129] Specific examples of (a) include unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, o-, m-, and p-vinylbenzoic acid; Unsaturated dicarboxylic acids such as maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-vinylphthalic acid, 4-vinylphthalic acid, 3,4,5,6-tetrahydrophthalic acid, 1,2,3,6-tetrahydrophthalic acid, dimethyltetrahydrophthalic acid, and 1,4-cyclohexenedicarboxylic acid; bicyclounsaturated compounds containing a carboxy group, such as methyl-5-norbornene-2,3-dicarboxylic acid, 5-carboxybicyclo[2.2.1]hept-2-ene, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene, 5-carboxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-carboxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-carboxy-6-methylbicyclo[2.2.1]hept-2-ene, and 5-carboxy-6-ethylbicyclo[2.2.1]hept-2-ene; unsaturated dicarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, itaconic anhydride, 3-vinylphthalic anhydride, 4-vinylphthalic anhydride, 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride; Unsaturated mono[(meth)acryloyloxyalkyl] esters of divalent or higher polyvalent carboxylic acids, such as mono[2-(meth)acryloyloxyethyl] succinate and mono[2-(meth)acryloyloxyethyl] phthalate; Examples include unsaturated acrylates containing a hydroxy group and a carboxy group in the same molecule, such as α-(hydroxymethyl)acrylic acid. Among these, acrylic acid, methacrylic acid, maleic anhydride, etc. are preferred from the viewpoint of copolymerization reactivity and solubility of the resulting resin in an alkaline aqueous solution.

[0130] (b) refers to, for example, a polymerizable compound having a cyclic ether structure having 2 to 4 carbon atoms (for example, at least one selected from the group consisting of an oxirane ring, an oxetane ring, and a tetrahydrofuran ring) and an ethylenically unsaturated bond. (b) is preferably a monomer having a cyclic ether having 2 to 4 carbon atoms and a (meth)acryloyloxy group. In this specification, "(meth)acrylic acid" refers to at least one selected from the group consisting of acrylic acid and methacrylic acid. The terms "(meth)acryloyl" and "(meth)acrylate" also have the same meaning.

[0131] Examples of (b) include a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b1)"), a monomer (b2) having an oxetanyl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b2)"), and a monomer (b3) having a tetrahydrofuryl group and an ethylenically unsaturated bond (hereinafter sometimes referred to as "(b3)").

[0132] Examples of (b1) include a monomer (b1-1) (hereinafter sometimes referred to as "(b1-1)") having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized, and a monomer (b1-2) (hereinafter sometimes referred to as "(b1-2)") having a structure in which an alicyclic unsaturated hydrocarbon has been epoxidized.

[0133] Examples of (b1-1) include glycidyl (meth)acrylate, β-methylglycidyl (meth)acrylate, β-ethylglycidyl (meth)acrylate, glycidyl vinyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether, p-vinylbenzyl glycidyl ether, α-methyl-o-vinylbenzyl glycidyl ether, α-methyl-m-vinylbenzyl glycidyl ether, α-methyl-p-vinylbenzyl glycidyl ether, 2,3-bis(glycidyl Examples of such styrene include 2,4-bis(glycidyloxymethyl)styrene, 2,5-bis(glycidyloxymethyl)styrene, 2,6-bis(glycidyloxymethyl)styrene, 2,3,4-tris(glycidyloxymethyl)styrene, 2,3,5-tris(glycidyloxymethyl)styrene, 2,3,6-tris(glycidyloxymethyl)styrene, 3,4,5-tris(glycidyloxymethyl)styrene, and 2,4,6-tris(glycidyloxymethyl)styrene.

[0134] Examples of (b1-2) include vinylcyclohexene monoxide, 1,2-epoxy-4-vinylcyclohexane (e.g., Celloxide 2000; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer A400; manufactured by Daicel Corporation), 3,4-epoxycyclohexylmethyl (meth)acrylate (e.g., Cyclomer M100; manufactured by Daicel Corporation), compounds represented by formula (BI), and compounds represented by formula (BII).

[0135] [ka]

[0136] [In formula (BI) and formula (BII), R e and R f represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and the hydrogen atom contained in the alkyl group may be substituted with a hydroxy group. X e and X fis a single bond, *-R g -, *-R g -O-, *-R g -S- or *-R g represents -NH-. R g represents an alkanediyl group having 1 to 6 carbon atoms. * represents a bond to O.]

[0137] Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group. Examples of alkyl groups in which a hydrogen atom is substituted with a hydroxy group include a hydroxymethyl group, a 1-hydroxyethyl group, a 2-hydroxyethyl group, a 1-hydroxypropyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, a 1-hydroxy-1-methylethyl group, a 2-hydroxy-1-methylethyl group, a 1-hydroxybutyl group, a 2-hydroxybutyl group, a 3-hydroxybutyl group, and a 4-hydroxybutyl group. R e and R f Preferred examples of the alkyl group include a hydrogen atom, a methyl group, a hydroxymethyl group, a 1-hydroxyethyl group, and a 2-hydroxyethyl group, and more preferred examples include a hydrogen atom and a methyl group.

[0138] Examples of the alkanediyl group include a methylene group, an ethylene group, a propane-1,2-diyl group, a propane-1,3-diyl group, a butane-1,4-diyl group, a pentane-1,5-diyl group, and a hexane-1,6-diyl group. X e and X f Preferred examples of the group include a single bond, a methylene group, an ethylene group, *-CH2-O-, and *-CH2CH2-O-, and more preferred examples include a single bond and *-CH2CH2-O- (* represents a bond to O).

[0139] Examples of compounds represented by formula (BI) include compounds represented by any of formulas (BI-1) to (BI-15). Among these, compounds represented by formula (BI-1), (BI-3), (BII-5), (BI-7), (BI-9) or (BI-11) to (BI-15) are preferred, and compounds represented by formula (BI-1), (BI-7), (BI-9) or (BI-15) are more preferred.

[0140] [ka]

[0141] Examples of the compound represented by formula (BII) include compounds represented by any of formulas (BII-1) to (BII-15). Among these, compounds represented by formula (BII-1), (BII-3), (BII-5), (BII-7), (BII-9) or (BII-11) to (BII-15) are preferred, and compounds represented by formula (BII-1), (BII-7), (BII-9) or (BII-15) are more preferred.

[0142] [ka]

[0143] The compound represented by formula (BI) and the compound represented by formula (BII) may be used alone or in combination of two or more. When the compound represented by formula (BI) and the compound represented by formula (BII) are used in combination, the content ratio thereof [compound represented by formula (BI) : compound represented by formula (BII)] is preferably 5:95 to 95:5, more preferably 20:80 to 80:20 on a molar basis.

[0144] As (b2), a monomer having an oxetanyl group and a (meth)acryloyloxy group is more preferred. Examples of (b2) include 3-methyl-3-methacryloyloxymethyloxetane, 3-methyl-3-acryloyloxymethyloxetane, 3-ethyl-3-methacryloyloxymethyloxetane, 3-ethyl-3-acryloyloxymethyloxetane, 3-methyl-3-methacryloyloxyethyloxetane, 3-methyl-3-acryloyloxyethyloxetane, 3-ethyl-3-methacryloyloxyethyloxetane, 3-ethyl-3-acryloyloxyethyloxetane, and the like.

[0145] As (b3), a monomer having a tetrahydrofuryl group and a (meth)acryloyloxy group is more preferred. Specific examples of (b3) include tetrahydrofurfuryl acrylate (for example, Viscoat V#150, manufactured by Osaka Organic Chemical Industry Co., Ltd.) and tetrahydrofurfuryl methacrylate.

[0146] As (b), (b1) is preferable in that it can further increase the reliability of the heat resistance, chemical resistance, etc. of the obtained color filter. Furthermore, (b1-2) is more preferable in that the storage stability of the colored resin composition is excellent.

[0147] Examples of (c) include (meth)acrylic acid ester monomers, unsaturated carboxylic acid esters such as unsaturated dicarboxylic acid esters, and vinyl monomers having an unsaturated aliphatic hydrocarbon ring, an unsaturated heterocyclic ring, or an aromatic ring. Examples of the (meth)acrylic acid ester monomer include (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group, such as methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and cyclopentyl (meth)acrylate; (meth)acrylic acid esters having a linear or branched aliphatic unsaturated hydrocarbon group, such as allyl (meth)acrylate and propargyl (meth)acrylate; Cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, such as decan-8-yl (meth)acrylate (commonly known in the technical field as "dicyclopentanyl (meth)acrylate" and sometimes called "tricyclodecyl (meth)acrylate"), isobornyl (meth)acrylate, and adamantyl (meth)acrylate; Tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters having a cyclic unsaturated aliphatic hydrocarbon group, such as decene-8-yl (meth)acrylate (commonly known as "dicyclopentenyl (meth)acrylate" in the technical field), and dicyclopentanyloxyethyl (meth)acrylate; (meth)acrylic acid esters having an aromatic ring, such as phenyl (meth)acrylate, naphthyl (meth)acrylate, benzyl (meth)acrylate, and phenoxybenzyl (meth)acrylate; Examples thereof include hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate. Examples of the unsaturated dicarboxylic acid ester include dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate.

[0148] Among these unsaturated carboxylic acid esters, C esters such as methyl methacrylate and 2-ethylhexyl acrylate are 1-10 Alkyl (meth)acrylate; Tricyclo[5.2.1.0 2,6 ] (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, such as decan-8-yl (meth)acrylate; Tricyclo[5.2.1.0 2,6](meth)acrylic acid esters having a cyclic unsaturated aliphatic hydrocarbon group, such as decene-8-yl(meth)acrylate; Preferred are (meth)acrylic acid esters having an aromatic ring, such as benzyl (meth)acrylate and phenoxybenzyl (meth)acrylate.

[0149] Vinyl monomers having an unsaturated aliphatic hydrocarbon ring include bicyclo[2.2.1]hept-2-ene (also called 2-norbornene), 5-methylbicyclo[2.2.1]hept-2-ene, 5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxybicyclo[2.2.1]hept-2-ene, 5-hydroxymethylbicyclo[2.2.1]hept-2-ene, 5-(2'-hydroxy ethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene, 5-ethoxybicyclo[2.2.1]hept-2-ene, 5,6-dihydroxybicyclo[2.2.1]hept-2-ene, 5,6-di(hydroxymethyl)bicyclo[2.2.1]hept-2-ene, 5,6-di(2'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5,6- Dimethoxybicyclo[2.2.1]hept-2-ene, 5,6-diethoxybicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-methylbicyclo[2.2.1]hept-2-ene, 5-hydroxy-5-ethylbicyclo[2.2.1]hept-2-ene, 5-hydroxymethyl-5-methylbicyclo[2.2.1]hept-2-ene, 5-tert-butoxycarbonylbicyclo[2.2.1 ]hept-2-ene, 5-cyclohexyloxycarbonylbicyclo[2.2.1]hept-2-ene, 5-phenoxycarbonylbicyclo[2.2.1]hept-2-ene, 5,6-bis(tert-butoxycarbonyl)bicyclo[2.2.1]hept-2-ene, 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene, and other bicyclounsaturated compounds. Examples of vinyl monomers having an unsaturated heterocycle include dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide, N-benzylmaleimide, N-succinimidyl-3-maleimidobenzoate, N-succinimidyl-4-maleimidobutyrate, N-succinimidyl-6-maleimidocaproate, N-succinimidyl-3-maleimidopropionate, and N-(9-acridinyl)maleimide. Examples of vinyl monomers having an aromatic ring include styrene-based monomers such as styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, and p-methoxystyrene. Other vinyl monomers include nitrile group-containing monomers such as acrylonitrile and methacrylonitrile; Halogen atom-containing monomers such as vinyl chloride and vinylidene chloride; Examples include acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. Among these vinyl monomers, from the viewpoints of copolymerization reactivity and heat resistance, styrene-based monomers such as styrene and vinyltoluene, dicarbonyl imide derivatives such as N-phenylmaleimide, N-cyclohexylmaleimide and N-benzylmaleimide, and bicyclounsaturated compounds such as bicyclo[2.2.1]hept-2-ene (also called 2-norbornene) are preferred.

[0150] The structural unit obtained by adding (b) to a structural unit derived from (a) refers to a unit formed by adding (b) to a structural unit derived from (a) that constitutes the main chain of the copolymer, and has a pendant unsaturated group derived from (b). In this structural unit, (a) may be any of the above-mentioned examples, and (b) may also be any of the above-mentioned examples. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred.

[0151] The structural unit obtained by adding (a) to a structural unit derived from (b) refers to a unit formed by adding (a) to a structural unit derived from (b) that constitutes the main chain of the copolymer, and has a pendant unsaturated group derived from (a). In this structural unit, (b) may be any of the above-mentioned examples, and (a) may also be any of the above-mentioned examples. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred.

[0152] A structural unit obtained by adding (a) to a structural unit derived from (b) and then further adding a carboxylic acid anhydride refers to a structural unit in which (a) is added to a structural unit derived from (b) constituting the main chain of the copolymer, resulting in the formation of a hydroxyl group, to which a carboxylic acid anhydride is attached through half-esterification. This structural unit has a pendant carboxy group derived from the carboxylic acid anhydride and a pendant unsaturated group derived from (a). In this structural unit, (b) may be any of the above-mentioned examples, and (a) may also be any of the above-mentioned examples. As (b), a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond is preferred, and a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized is more preferred. As (a), an unsaturated monocarboxylic acid such as (meth)acrylic acid is preferred. Examples of carboxylic acid anhydrides include saturated aliphatic polycarboxylic acid anhydrides such as malonic anhydride, succinic anhydride, glutaric anhydride, and adipic anhydride; unsaturated aliphatic polycarboxylic acid anhydrides such as maleic anhydride, citraconic anhydride, and itaconic anhydride; aromatic polycarboxylic acid anhydrides such as 3-vinylphthalic anhydride and 4-vinylphthalic anhydride; and alicyclic polycarboxylic acid anhydrides such as 3,4,5,6-tetrahydrophthalic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, dimethyltetrahydrophthalic anhydride, and 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride.

[0153] In the resin [K1], the ratio of the structural units derived therefrom is among all the structural units constituting the resin [K1], Structural units derived from (a); 2 to 60 mol% Structural units derived from (b); 40 to 98 mol% It is preferably that, Structural units derived from (a); 10 to 50 mol% Structural units derived from (b); 50 to 90 mol% It is more preferably that. Moreover, it is preferable that the structural units derived from (c) are substantially not contained. The total of the structural units derived from (a) and the structural units derived from (b) is, among all the structural units constituting the resin [K1], for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol%. When the ratio of the structural units of the resin [K1] is within the above range, the storage stability of the colored resin composition, the developability when forming a colored pattern, and the solvent resistance of the resulting color filter tend to be excellent.

[0154] The resin [K1] can be produced, for example, by referring to the method described in the document "Experimental Methods of Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, issued on March 1, 1972) and the cited documents described in the said document.

[0155] Specifically, a method can be exemplified in which predetermined amounts of (a) and (b), a polymerization initiator, a solvent, etc. are placed in a reaction vessel, and the atmosphere is deoxygenated, for example by replacing oxygen with nitrogen, followed by heating and keeping the temperature while stirring. The polymerization initiator, solvent, etc. used here are not particularly limited, and those commonly used in the relevant field can be used. For example, polymerization initiators include azo compounds (2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), etc.) and organic peroxides (benzoyl peroxide, etc.), and the solvent can be any solvent that dissolves each monomer, such as the solvent described below as the solvent (E) for the colored resin composition of the present invention.

[0156] The obtained copolymer may be used as a solution after the reaction as it is, or may be used as a concentrated or diluted solution, or may be used as a solid (powder) extracted by a method such as reprecipitation. In particular, by using the solvent contained in the colored resin composition of the present invention as a solvent during this polymerization, the solution after the reaction can be used as it is for preparing the colored resin composition of the present invention, and therefore the manufacturing process of the colored resin composition of the present invention can be simplified.

[0157] In the resin [K2], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 1 to 70 mol% Structural units derived from (b): 1 to 60 mol% Structural units derived from (c): 20 to 95 mol% Preferably, Structural units derived from (a): 3 to 50 mol% Structural units derived from (b): 3 to 40 mol% Structural units derived from (c): 30 to 90 mol% It is more preferable that Structural units derived from (a): 5 to 40 mol% Structural units derived from (b): 5 to 30 mol% Structural units derived from (c): 40 to 80 mol% It is even more preferred that: The total of the structural units derived from (a), the structural units derived from (b), and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all the structural units constituting the resin [K2]. When the ratio of the structural units of the resin [K2] is within the above range, the colored resin composition tends to have excellent storage stability, developability when forming a colored pattern, and the obtained color filter tends to have excellent solvent resistance, heat resistance, and mechanical strength.

[0158] In the resin [K2], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid. (b) is preferably a monomer (b1) having an oxiranyl group and an ethylenically unsaturated bond, and more preferably a monomer (b1-2) having an epoxidized alicyclic unsaturated hydrocarbon. (c) is preferably a (meth)acrylic acid ester having a cyclic unsaturated aliphatic hydrocarbon group, a (meth)acrylic acid ester having an aromatic ring, or a dicarbonyl imide derivative.

[0159] Resin [K2] can be produced, for example, in the same manner as described above for producing resin [K1].

[0160] In the resin [K3], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 60 mol% Structural units derived from (c): 40 to 98 mol% Preferably, Structural units derived from (a): 10 to 50 mol% Structural units derived from (c): 50 to 90 mol% It is more preferable that Structural units derived from (a): 35 to 45 mol% Structural units derived from (c): 55 to 65 mol% It is even more preferable that: It is also preferable that the polymer contains substantially no structural units derived from (b). The total of the structural units derived from (a) and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all structural units constituting the resin [K3].

[0161] In the resin [K3], (a) is preferably an unsaturated monocarboxylic acid such as (meth)acrylic acid, and (c) is preferably a (meth)acrylic acid ester having an aromatic ring. Resin [K3] can be produced, for example, in the same manner as described above for producing resin [K1].

[0162] In the resin [K4], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a) (without addition of (b)): 1 to 60 mol% Structural units in which (b) is added to structural units derived from (a): 1 to 50 mol% Structural units derived from (c): 30 to 90 mol% Preferably, Structural units derived from (a) (without addition of (b)): 5 to 50 mol% Structural units in which (b) is added to structural units derived from (a): 5 to 40 mol% Structural units derived from (c): 35 to 80 mol% It is more preferable that Structural units derived from (a) (without addition of (b)): 10 to 40 mol% Structural units in which (b) is added to structural units derived from (a): 10 to 25 mol% Structural units derived from (c): 40 to 75 mol% It is even more preferable that: The total of the structural units derived from (a) (without the addition of (b)), the structural units derived from (a) with the addition of (b), and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all the structural units constituting the resin [K4].

[0163] The structural unit derived from (a) (without the addition of (b)) is preferably a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. The structural unit obtained by adding (b) to a structural unit derived from (a) is preferably a structural unit obtained by adding a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group, (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, (meth)acrylic acid esters having an aromatic ring, bicyclounsaturated compounds, and styrene-based monomers, more preferably two or more. When (c) has two types of structural units derived from (c), it is preferable that two types are selected from unsaturated carboxylic acid esters such as (meth)acrylic acid esters, (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, and (meth)acrylic acid esters having an aromatic ring, and that two or more types are selected from bicyclounsaturated compounds and vinyl monomers such as styrene-based monomers.

[0164] Resin [K4] can be produced by obtaining a copolymer of (a) and (c), and then adding the cyclic ether having 2 to 4 carbon atoms contained in (b) to the carboxylic acid and / or carboxylic acid anhydride contained in (a). First, a copolymer of (a) and (c) is produced in the same manner as described for the production of resin [K1]. In this case, the ratio of the structural units derived from each is preferably the same as that described for resin [K3].

[0165] Next, a part of the carboxylic acid and / or carboxylic acid anhydride derived from (a) in the copolymer is reacted with a cyclic ether having 2 to 4 carbon atoms contained in (b). Following the production of the copolymer of (a) and (c), the atmosphere in the flask is replaced with air from nitrogen, and (b), a reaction catalyst for the reaction of a carboxylic acid or a carboxylic acid anhydride with a cyclic ether (e.g., tris(dimethylaminomethyl)phenol, etc.), a polymerization inhibitor (e.g., hydroquinone, etc.), etc. are placed in the flask, and the mixture is reacted, for example, at 60 to 130°C for 1 to 10 hours to produce the resin [K4]. The amount of (b) used is preferably 5 to 80 mol, more preferably 10 to 75 mol, per 100 mol of (a). By using this range, the storage stability of the colored resin composition, the developability when forming a pattern, and the balance of the solvent resistance, heat resistance, mechanical strength, and sensitivity of the resulting pattern tend to be good. The amount of the reaction catalyst used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c).The amount of the polymerization inhibitor used is preferably 0.001 to 5 parts by mass per 100 parts by mass of the total of (a), (b), and (c). The reaction conditions such as the charging method, reaction temperature and time can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc. As with the polymerization conditions, the charging method and reaction temperature can be appropriately adjusted in consideration of the production equipment, the amount of heat generated by the polymerization, etc.

[0166] In the resin [K4'], the ratio of the structural units derived from each of these is as follows, among all the structural units constituting the resin [K4']: Structural units in which (b) is added to structural units derived from (a): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% Preferably, Structural units obtained by adding (b) to structural units derived from (a): 15 to 90 mol% Structural units derived from (c): 10 to 85 mol% It is more preferable that Structural units obtained by adding (b) to structural units derived from (a): 20 to 80 mol% Structural units derived from (c): 20 to 80 mol% It is even more preferred that: Furthermore, structural units derived from (a) to which (b) is not added are not substantially included. The total of the structural units obtained by adding (b) to the structural units derived from (a) and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all the structural units constituting the resin [K4'].

[0167] The structural unit obtained by adding (b) to a structural unit derived from (a) is preferably a structural unit obtained by adding a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon is epoxidized to a structural unit derived from an unsaturated monocarboxylic acid such as (meth)acrylic acid. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, more preferably two or more selected from these. The resin [K4'] may be produced by referring to the production method of the resin [K4] described above, and the amount of (b) used is preferably 100 mol per 100 mol of (a).

[0168] In resin [K5], the ratio of structural units derived from each of these is as follows among all structural units constituting resin [K5]: Structural units derived from (b) (without (a) added): 0 to 30 mol% Structural units in which (a) is added to structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% It is preferred that Structural units derived from (b) (without (a) added): 0 to 10 mol% Structural units obtained by adding (a) to structural units derived from (b): 15 to 90 mol% Structural units derived from (c): 10 to 85 mol% It is more preferable that Structural units derived from (b) (without (a) added): 0 to 5 mol% Structural units in which (a) is added to structural units derived from (b): 20 to 80 mol% Structural units derived from (c): 20 to 80 mol% It is even more preferable that: The total of the structural units derived from (b) (without (a) added), the structural units derived from (b) with (a) added, and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all the structural units constituting the resin [K5].

[0169] The structural unit derived from (b) (without (a) added) is preferably a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized. The structural unit in which (a) has been added to a structural unit derived from (b) is preferably a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched aliphatic unsaturated hydrocarbon has been epoxidized. The structural unit derived from (c) is preferably one or more selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, more preferably two or more selected from these.

[0170] Resin [K5] is obtained in the first step by the same method as in the production of resin [K1] described above, to obtain a copolymer of (b) and (c). As in the above, the obtained copolymer may be used as a solution after the reaction as is, a concentrated or diluted solution, or a solid (powder) obtained by a method such as reprecipitation. The ratios of the structural units derived from (b) and (c) to the total number of moles of all structural units constituting the copolymer are as follows: Structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% Preferably, Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0171] Furthermore, under the same conditions as in the production method of resin [K4] or resin [K4'], resin [K5] can be obtained by reacting a cyclic ether derived from (b) contained in a copolymer of (b) and (c) with a carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used to react with the copolymer is preferably 5 to 100 moles per 100 moles of (b). Because the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) used in resin [K5], and (b1-1) is more preferred.

[0172] In the resin [K6], the ratio of structural units derived from each of these is as follows: Structural units derived from (b) (without (a) added): 0 to 30 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 20 to 85 mol% Structural units obtained by adding (a) to structural units derived from (b) and then adding a carboxylic acid anhydride thereto: 2 to 40 mol% Structural units derived from (c): 10 to 60 mol% Preferably, Structural units derived from (b) (without (a) added): 0 to 10 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 40 to 80 mol% a structural unit obtained by adding (a) to a structural unit derived from (b) and then adding a carboxylic acid anhydride thereto; 3 to 30 mol% Structural units derived from (c): 15 to 50 mol% It is more preferable that Structural units derived from (b) (without (a) added): 0 to 5 mol% Structural units in which (a) is added to structural units derived from (b) (no carboxylic acid anhydride is added); 50 to 70 mol% Structural units obtained by adding (a) to structural units derived from (b) and then adding a carboxylic acid anhydride thereto: 5 to 20 mol% Structural units derived from (c): 20 to 40 mol% It is even more preferred that:

[0173] The total of the structural units derived from (b) (to which (a) is not added), the structural units in which (a) is added to the structural units derived from (b) (to which carboxylic acid anhydride is not added), the structural units in which (a) is added to the structural units derived from (b) and then a carboxylic acid anhydride is added, and the structural units derived from (c) is, for example, 90 mol% or more, preferably 95 mol% or more, more preferably 98 mol% or more, and particularly preferably 100 mol% of all the structural units constituting the resin [K6].

[0174] As the structural unit derived from (b) (without (a) added), a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched-chain aliphatic unsaturated hydrocarbon has been epoxidized is preferred. As the structural unit in which (a) has been added to a structural unit derived from (b) (without carboxylic acid anhydride added), a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched-chain aliphatic unsaturated hydrocarbon has been epoxidized is preferred. As the structural unit in which (a) has been added to a structural unit derived from (b) and a carboxylic acid anhydride has been further added, a structural unit in which an unsaturated monocarboxylic acid such as (meth)acrylic acid has been added to a structural unit derived from a monomer (b1-1) having a structure in which a linear or branched-chain aliphatic unsaturated hydrocarbon has been epoxidized is preferred, The structural unit derived from (c) is preferably one or more types selected from (meth)acrylic acid esters having a linear or branched aliphatic saturated hydrocarbon group and (meth)acrylic acid esters having a cyclic saturated hydrocarbon group, and more preferably two or more types.

[0175] Resin [K6] is obtained in the first step by the same method as in the production of resin [K1] described above, to obtain a copolymer of (b) and (c). As in the above, the obtained copolymer may be used as a solution after the reaction as is, a concentrated or diluted solution, or a solid (powder) obtained by a method such as reprecipitation. The ratios of the structural units derived from (b) and (c) to the total number of moles of all structural units constituting the copolymer are as follows: Structural units derived from (b): 5 to 95 mol% Structural units derived from (c): 5 to 95 mol% Preferably, Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0176] Furthermore, under the same conditions as in the production of resin [K4], the cyclic ether derived from (b) contained in the copolymer of (b) and (c) is reacted with the carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used is preferably 80 to 100 moles per 100 moles of (b).

[0177] The hydroxy group generated by the reaction of the cyclic ether with the carboxylic acid or carboxylic acid anhydride contained in (a) is reacted with the carboxylic acid anhydride. The amount of carboxylic acid anhydride used is preferably 0.05 to 1 mol, more preferably 0.10 to 0.8 mol, and even more preferably 0.13 to 0.7 mol, relative to 1 mol of (a) used (in other words, 1 mol of hydroxy groups generated by the use of (a)).

[0178] Specific examples of the resin (B) include 3,4-epoxycyclohexylmethyl (meth)acrylate / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2.6 ] Decyl acrylate / (meth)acrylic acid copolymer and other resins [K1]; Glycidyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, glycidyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / N-cyclohexylmaleimide / tricyclo[5.2.1.0 2,6 ]decene-8-yl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / (meth)acrylic acid / benzyl (meth)acrylate copolymer, 3,4-epoxytricyclo[5.2.1.0 2,6] Decyl acrylate / (meth)acrylic acid / phenoxybenzyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, and other resins [K2]; Resins such as benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer [K3]; Resins such as a resin in which glycidyl (meth)acrylate is added to some of the carboxylic acid groups of a benzyl (meth)acrylate / (meth)acrylic acid copolymer, a resin in which glycidyl (meth)acrylate is added to some of the carboxylic acid groups of a tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, a resin in which glycidyl (meth)acrylate is added to some of the carboxylic acid groups of a tricyclodecyl (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, a resin in which glycidyl (meth)acrylate is added to some of the carboxylic acid groups of a norbornene / vinyltoluene / (meth)acrylic acid copolymer, and a resin in which glycidyl (meth)acrylate is added to some of the carboxylic acid groups of a norbornene / styrene / (meth)acrylic acid copolymer [K4]; Resins such as a resin obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / (meth)acrylic acid with glycidyl (meth)acrylate, and a resin obtained by reacting a copolymer of tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid with glycidyl (meth)acrylate [K4']; Resins such as resins obtained by reacting tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymers with (meth)acrylic acid, and resins obtained by reacting tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate copolymers with (meth)acrylic acid [K5]; Examples of such resins include a resin obtained by reacting a copolymer of tricyclodecyl (meth)acrylate and glycidyl (meth)acrylate with (meth)acrylic acid and then reacting the resulting resin with tetrahydrophthalic anhydride, a resin obtained by reacting a copolymer of 2-ethylhexyl (meth)acrylate, tricyclodecyl (meth)acrylate and glycidyl (meth)acrylate with (meth)acrylic acid and then reacting the resulting resin with succinic anhydride, and a resin obtained by reacting a copolymer of methyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, tricyclodecyl (meth)acrylate and glycidyl (meth)acrylate with (meth)acrylic acid and then reacting the resulting resin with succinic anhydride [K6].

[0179] Resin (B) is preferably a copolymer (resin [K1] or resin [K2]) containing a structural unit derived from at least one selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and a structural unit having a cyclic ether structure having 2 to 4 carbon atoms and an ethylenically unsaturated bond, and more preferably resin [K2].

[0180] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 3,000 to 100,000, more preferably 5,000 to 50,000, and even more preferably 5,000 to 30,000. When the molecular weight is within the above range, the hardness of the color filter is improved, the residual film rate is high, the solubility of the unexposed areas in the developer is good, and the resolution of the colored pattern tends to be improved. The polydispersity of the resin (B) [weight average molecular weight (Mw) / number average molecular weight (Mn)] is preferably 1.1-6, and more preferably 1.2-4.

[0181] The acid value of the resin (B) is preferably 20 to 170 mg-KOH / g, more preferably 25 to 150 mg-KOH / g, and even more preferably 30 to 135 mg-KOH / g, calculated as solid content. The acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the resin (B), and can be determined, for example, by titration with an aqueous potassium hydroxide solution.

[0182] The content of resin (B) is preferably 2 to 65 mass%, more preferably 5 to 60 mass%, and even more preferably 10 to 55 mass%, based on the total amount of solids in the colored resin composition. When the content of resin (B) is within the above range, a colored pattern can be formed, and the resolution and residual film rate of the colored pattern tend to be improved.

[0183] <Polymerizable compound (C)> The polymerizable compound (C) is a compound that can be polymerized by active radicals and / or acids generated from the polymerization initiator (D), and examples thereof include compounds having a polymerizable ethylenically unsaturated bond, and are preferably (meth)acrylic acid ester compounds.

[0184] Examples of the polymerizable compound having one ethylenically unsaturated bond include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, and the above-mentioned monomers (a), (b), and (c).

[0185] Examples of polymerizable compounds having two ethylenically unsaturated bonds include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate.

[0186] Among these, the polymerizable compound (C) is preferably a polymerizable compound having three or more ethylenically unsaturated bonds. Examples of such polymerizable compounds include trimethylolpropane tri(meth)acrylate, pentaerythritol poly(meth)acrylate (e.g., pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate), dipentaerythritol poly(meth)acrylate (e.g., dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate), tripentaerythritol poly(meth)acrylate (e.g., tri(meth)acrylate ... pentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate), tetrapentaerythritol poly(meth)acrylates (e.g., tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate), tris(2-(meth)acryloyloxyethyl)isocyanurate, alkoxylated pentaerythritol poly(meth)acrylates (e.g., ethoxylated pentaerythritol tri(meth)acrylate, ethoxylated pentaerythritol tri(meth)acrylate), alkoxylated dipentaerythritol tetra(meth)acrylate, propoxylated pentaerythritol tri(meth)acrylate, propoxylated pentaerythritol tetra(meth)acrylate), alkoxylated dipentaerythritol poly(meth)acrylates (e.g., ethoxylated dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol penta(meth)acrylate, propoxylated dipentaerythritol caprolactone-modified pentaerythritol poly(meth)acrylates (for example, caprolactone-modified pentaerythritol tri(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate), caprolactone-modified dipentaerythritol poly(meth)acrylates (for example, caprolactone-modified dipentaerythritol penta(meth)acrylate, caprolactone-modified dipentaerythritol hexa(meth)acrylate), and the like. Among these, it is preferable to include at least one selected from the group consisting of trimethylolpropane tri(meth)acrylate and dipentaerythritol poly(meth)acrylate, and it is more preferable to include at least one selected from the group consisting of trimethylolpropane triacrylate and dipentaerythritol polyacrylate.

[0187] The weight average molecular weight of the polymerizable compound (C) is preferably 50 or more and 4,000 or less, more preferably 70 or more and 3,500 or less, even more preferably 100 or more and 3,000 or less, still more preferably 150 or more and 2,900 or less, and particularly preferably 250 or more and 1,500 or less.

[0188] The content of the polymerizable compound (C) may be, for example, 1% by mass or more and 99% by mass or less, preferably 5% by mass or more and 90% by mass or less, more preferably 7% by mass or more and 70% by mass or less, and even more preferably 10% by mass or more and 50% by mass or less, relative to the total amount of solids in the colored resin composition.

[0189] <Polymerization initiator (D)> The polymerization initiator (D) may be any compound that can generate active radicals, acids, etc. by the action of light or heat and initiate polymerization.

[0190] Examples of the polymerization initiator (D) include O-acyloxime compounds, alkylphenone compounds, biimidazole compounds, triazine compounds, and acylphosphine oxide compounds.

[0191] The O-acyloxime compound is a compound having a partial structure represented by formula (d-1): In the formula, * represents a bond.

[0192] [ka]

[0193] Examples of the O-acyloxime compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethylphenyl)-2-methylbenzoyl]ethan-1-imine, N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethylphenyl) ...

[0033] N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-imine, N-benzoyloxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]-3-cyclopentylpropan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and the like. Commercially available products such as Irgacure OXE01 (N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine), Irgacure OXE02 (N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine) (all manufactured by BASF), N-1919 (manufactured by ADEKA), and TR-PBG327 (N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine) (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) may also be used.Among them, the O-acyloxime compounds include N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, and N-benzoyloxy- At least one selected from the group consisting of 1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine is preferred, with N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, and N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine being more preferred. These O-acyloxime compounds tend to produce color filters with high brightness.

[0194] The alkylphenone compound is a compound having a partial structure represented by formula (d-2) or a partial structure represented by formula (d-3). In these partial structures, the benzene ring may have a substituent. In the formula, * represents a bond.

[0195] [ka]

[0196] Examples of compounds having a partial structure represented by formula (d-2) include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4-morpholinyl)phenyl]butan-1-one, etc. Commercially available products such as Irgacure 369, 907, and 379 (all manufactured by BASF) may also be used.

[0197] Examples of compounds having a partial structure represented by formula (d-3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1-[4-(2-hydroxyethoxy)phenyl]propan-1-one, 1-hydroxycyclohexyl phenyl ketone, oligomers of 2-hydroxy-2-methyl-1-(4-isopropenylphenyl)propan-1-one, α,α-diethoxyacetophenone, and benzyl dimethyl ketal. In terms of sensitivity, the alkylphenone compound is preferably a compound having a partial structure represented by formula (d-2).

[0198] Examples of the triazine compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, and 2,4-bis(trichloromethyl)-6-[ 2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

[0199] Examples of the acylphosphine oxide compound include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, etc. Commercially available products such as Irgacure (registered trademark) 819 (manufactured by BASF) may also be used.

[0200] Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (see, for example, JP-A-6-75372 and JP-A-6-75373), 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, ... Examples of suitable biimidazole compounds include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole (see, for example, JP-B No. 48-38403 and JP-A No. 62-174204), and biimidazole compounds in which the phenyl groups at the 4,4',5,5'-positions are substituted with carboalkoxy groups (see, for example, JP-A No. 7-10913). Among these, compounds represented by the following formula and mixtures thereof are preferred:

[0201] [ka]

[0202] Further examples of the polymerization initiator (D) include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, and 2,4,6-trimethylbenzophenone; quinone compounds such as 9,10-phenanthrenequinone, 2-ethylanthraquinone, and camphorquinone; 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, and titanocene compounds. These are preferably used in combination with the polymerization initiator aid (D1) (particularly an amine compound) described below.

[0203] Examples of the polymerization initiator that generates an acid include onium salts such as 4-hydroxyphenyldimethylsulfonium p-toluenesulfonate, 4-hydroxyphenyldimethylsulfonium hexafluoroantimonate, 4-acetoxyphenyldimethylsulfonium p-toluenesulfonate, 4-acetoxyphenylmethylbenzylsulfonium hexafluoroantimonate, triphenylsulfonium p-toluenesulfonate, triphenylsulfonium hexafluoroantimonate, diphenyliodonium p-toluenesulfonate, and diphenyliodonium hexafluoroantimonate; nitrobenzyl tosylates; and benzoin tosylates.

[0204] The polymerization initiator (D) is preferably a polymerization initiator containing at least one selected from the group consisting of an alkylphenone compound, a triazine compound, an acylphosphine oxide compound, an O-acyloxime compound, and a biimidazole compound, more preferably a polymerization initiator containing an O-acyloxime compound and / or a biimidazole compound, and even more preferably a polymerization initiator containing an O-acyloxime compound.

[0205] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of the total amount of the resin (B) and the polymerizable compound (C). When the content of the polymerization initiator (D) is within the above range, sensitivity tends to be increased and exposure time tends to be shortened, thereby improving productivity of the color filter.

[0206] <Polymerization initiator aid (D1)> The polymerization initiation aid (D1) is a compound or sensitizer used to promote the polymerization of the polymerizable compound (C) whose polymerization has been initiated by the polymerization initiator (D). When the polymerization initiation aid (D1) is contained, it is usually used in combination with the polymerization initiator (D).

[0207] Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0208] Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N,N-dimethyl-p-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and 4,4'-bis(ethylmethylamino)benzophenone, and preferably 4,4'-bis(diethylamino)benzophenone. Alternatively, commercially available amine compounds such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may be used.

[0209] Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, 9,10-dibutoxyanthracene, and 2-ethyl-9,10-dibutoxyanthracene.

[0210] Examples of thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0211] Examples of the carboxylic acid compound include phenylsulfanylacetic acid, methylphenylsulfanylacetic acid, ethylphenylsulfanylacetic acid, methylethylphenylsulfanylacetic acid, dimethylphenylsulfanylacetic acid, methoxyphenylsulfanylacetic acid, dimethoxyphenylsulfanylacetic acid, chlorophenylsulfanylacetic acid, dichlorophenylsulfanylacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

[0212] When these polymerization initiation aids (D1) are used, the content thereof is preferably 0.1 parts by mass or more and 30 parts by mass or less, more preferably 1 part by mass or more and 20 parts by mass or less, relative to 100 parts by mass of the total amount of all resins (B) and polymerizable compounds (C) contained in the colored resin composition.

[0213] <Solvent (E)> The solvent (E) is not particularly limited, and any solvent commonly used in the relevant field can be used. Examples of the solvent (E) include ester solvents (solvents containing -COO- in the molecule but not -O-), ether solvents (solvents containing -O- in the molecule but not -COO-), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- in the molecule but not -COO-), alcohol solvents (solvents containing OH in the molecule but not -O-, -CO-, or -COO-), aromatic hydrocarbon solvents, amide solvents, dimethyl sulfoxide, etc. Two or more of these solvents may be used in combination.

[0214] Examples of the ester solvent include methyl lactate, ethyl lactate, butyl lactate, methyl 2-hydroxyisobutanoate, ethyl acetate, n-butyl acetate, isobutyl acetate, pentyl formate, isopentyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, cyclohexanol acetate, and γ-butyrolactone.

[0215] Examples of the ether solvent include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, tetrahydrofuran, tetrahydropyran, 1,4-dioxane, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, anisole, phenetole, and methylanisole.

[0216] Ether ester solvents include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-methoxy-2-methylpropionate, and 2-ethoxy-2-methylpropionate. ethyl acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, and dipropylene glycol methyl ether acetate.

[0217] Examples of ketone solvents include 4-hydroxy-4-methyl-2-pentanone, acetone, 2-butanone, 2-heptanone, 3-heptanone, 4-heptanone, 4-methyl-2-pentanone, cyclopentanone, cyclohexanone, and isophorone.

[0218] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0219] Examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0220] Examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0221] As the solvent (E), propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate and cyclohexanone are preferred, and propylene glycol monomethyl ether acetate and propylene glycol monomethyl ether are more preferred.

[0222] When the solvent (E) is contained, the content of the solvent (E) is usually 99.99% by mass or less, preferably 40% by mass or more and 99% by mass or less, more preferably 50% by mass or more and 97% by mass or less, even more preferably 70% by mass or more and 96% by mass or less, and even more preferably 73% by mass or more and 95% by mass or less, based on the total amount of the colored resin composition. In other words, the total amount of solids in the colored resin composition is usually 0.01% by mass or more, preferably 1% by mass or more and 60% by mass or less, more preferably 3% by mass or more and 50% by mass or less, even more preferably 4% by mass or more and 30% by mass or less, and even more preferably 5% by mass or more and 27% by mass or less. When the content of the solvent (E) is within the above range, the flatness during application is good, and when a color filter is formed, the color density is not insufficient, so the display characteristics tend to be good.

[0223] <Leveling Agent (F)> Examples of the leveling agent (F) include silicone surfactants, fluorine surfactants, and silicone surfactants containing fluorine atoms, which may have a polymerizable group in the side chain.

[0224] Examples of silicone surfactants include surfactants having a siloxane bond in the molecule, such as polyether-modified silicone oils. Specific examples include Toray Silicone DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, and SH8400 (trade names: manufactured by Dow Corning Toray Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, and KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), and TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan, LLC).

[0225] Examples of fluorine-based surfactants include surfactants having a fluorocarbon chain in the molecule, such as Fluorad (registered trademark) FC430 and FC431 (manufactured by Sumitomo 3M Limited), Megafac (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, and RS-718-K (manufactured by DIC Corporation), F-Top (registered trademark) EF301, EF303, EF351, and EF352 (manufactured by Mitsubishi Materials Electronic Chemicals Co., Ltd.), Surflon (registered trademark) S381, S382, SC101, and SC105 (manufactured by AGC Corporation), and E5844 (manufactured by Daikin Fine Chemical Research Institute, Ltd.).

[0226] Examples of silicone surfactants having fluorine atoms include surfactants having a siloxane bond and a fluorocarbon chain in the molecule, such as Megafac (registered trademark) R08, BL20, F475, F477, and F443 (manufactured by DIC Corporation).

[0227] When the leveling agent (F) is contained, the content of the leveling agent (F) is preferably 0.0005% by mass or more and 1% by mass or less, more preferably 0.001% by mass or more and 0.5% by mass or less, and even more preferably 0.005% by mass or more and 0.1% by mass or less, relative to the total amount of the colored resin composition. Note that this content does not include the content of the pigment dispersant. When the content of the leveling agent (F) is within the above range, the flatness of the color filter can be improved.

[0228] <Other ingredients> The colored resin composition may contain additives known in the art, such as fillers, other polymer compounds, adhesion promoters, quenchers, antioxidants, light stabilizers, and chain transfer agents, as needed.

[0229] <Method of producing colored resin composition> The colored resin composition can be prepared by mixing the colorant (A), the resin (B), and optionally the polymerizable compound (C), the polymerization initiator (D), the polymerization initiator aid (D1), the solvent (E), the leveling agent (F), and other components. Mixing can be carried out using known or conventional equipment and conditions. The colorant (A) may be mixed in advance with part or all of the solvent (E) and dispersed using a bead mill or the like until the average particle size is about 0.2 μm or less, and used as a colorant-containing liquid. In this case, it is preferable to use it as a colorant-containing liquid. In this case, the dispersant and part or all of the resin (B) may be blended as necessary. The remaining components are mixed with the colorant-containing liquid obtained in this manner to achieve the desired concentration, thereby preparing the desired colored resin composition. When a dye is contained as the colorant (A), the dye may be dissolved in advance in part or all of the solvent (E) to prepare a solution, which is then preferably filtered through a filter having a pore size of about 0.01 to 1 μm.

[0230] <Color filter> Methods for producing a colored pattern of a color filter from the colored resin composition of the present invention include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. The photolithography is a method in which the colored resin composition is applied to a substrate, dried to form a composition layer, and then exposed to light through a photomask and developed. In the photolithography, a colored coating film, which is a cured product of the composition layer, can be formed by not using a photomask during exposure and / or not developing.

[0231] The film thickness of the color filter (cured film) is, for example, 30 μm or less, preferably 20 μm or less, more preferably 6 μm or less, even more preferably 3 μm or less, still more preferably 1.5 μm or less, particularly preferably 0.5 μm or less, and preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0232] The substrate may be a glass plate such as quartz glass, borosilicate glass, alumina silicate glass, or silica-coated soda lime glass; a resin plate such as polycarbonate, polymethyl methacrylate, or polyethylene terephthalate; silicon; or a substrate having a thin film of aluminum, silver, or a silver / copper / palladium alloy formed thereon. A separate color filter layer, a resin layer, a transistor, a circuit, or the like may be formed on these substrates. Alternatively, a silicon substrate treated with HMDS may be used.

[0233] Formation of each color pixel by photolithography can be carried out using known or conventional equipment and conditions. For example, it can be produced as follows. First, a colored resin composition is applied to a substrate, and then the composition is dried by heating and drying (pre-baking) and / or drying under reduced pressure to remove volatile components such as solvents and obtain a smooth composition layer. Examples of application methods include spin coating, slit coating, and slit and spin coating. When drying by heating, the temperature is preferably 30 to 120°C, more preferably 50 to 110°C. The heating time is preferably 10 seconds to 60 minutes, more preferably 30 seconds to 30 minutes. When drying under reduced pressure, it is preferably carried out under a pressure of 50 to 150 Pa and at a temperature of 20 to 25°C. The film thickness of the composition layer is not particularly limited and may be appropriately selected depending on the film thickness of the desired color filter.

[0234] Next, the composition layer is exposed through a photomask to form a desired color pattern. The pattern on the photomask is not particularly limited, and a pattern appropriate for the intended application is used. The light source used for exposure is preferably a light source that emits light with a wavelength of 250 to 450 nm. For example, light less than 250 nm may be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, or 365 nm may be selectively extracted using a bandpass filter that extracts these wavelength ranges. Specific examples include mercury lamps, light-emitting diodes, metal halide lamps, and halogen lamps. It is preferable to use a reduction projection exposure device or proximity exposure device such as a mask aligner or stepper, as this allows for uniform irradiation of the entire exposure surface with parallel light and allows for accurate alignment of the photomask and substrate.

[0235] A colored pattern is formed on the substrate by bringing the exposed composition layer into contact with a developer and developing it. The unexposed portions of the composition layer are dissolved and removed by development. The developer is preferably an aqueous solution of an alkaline compound such as potassium hydroxide, sodium bicarbonate, sodium carbonate, or tetramethylammonium hydroxide. The concentration of these alkaline compounds in the aqueous solution is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass. The developer may also contain a surfactant. The development method may be any of a puddle method, a dipping method, a spray method, or the like. Furthermore, the substrate may be tilted at any angle during development. After development, it is preferable to wash with water.

[0236] Furthermore, it is preferable to post-bake the obtained colored pattern. The post-bake temperature is preferably 80 to 250° C., more preferably 100 to 245° C. The post-bake time is preferably 1 to 120 minutes, more preferably 2 to 30 minutes.

[0237] The colored patterns and colored coating films thus obtained are useful as color filters, and the color filters are useful as color filters used in display devices (e.g., liquid crystal display devices, organic EL devices, etc.), electronic paper, solid-state imaging devices, etc. [Example]

[0238] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to the following examples, and can of course be practiced with appropriate modifications within the scope of the above and below-described aims, all of which are included within the technical scope of the present invention. In the following, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass."

[0239] In the following examples, the structures of the compounds were confirmed by mass spectrometry (MALDI-TOF MS; JEOL JMS-S3000) and / or SEM-EDX measurement (SEM: HeliosG4UX (FEI), EDX: Ultim Max (Oxford Instruments)).

[0240] In the following examples, the ratio of the number of groups represented by formula (T-2) to the number of M (Ga or In) atoms is: 1 The carbon number was determined by H-NMR (400 MHz). 1 The measurement conditions for H-NMR (400 MHz) are as follows. Measurement device: Varian 400-MR Measurement solvent: deuterated dimethyl sulfoxide Sample concentration: 10 mg / 0.6 mL Measurement temperature: room temperature Pulse angle: 45 degrees Delay time: 3.5 seconds Number of times accumulated: 1024 Measurement standard: Chemical shift value of proton based on (CH3)2SO in deuterated dimethyl sulfoxide: 2.5 ppm

[0241] the number of hydrogen atoms in the group represented by formula (T-1) is N1, 1 the sum of integral values ​​of signals derived from hydrogen atoms of the group represented by formula (T-1) contained in colorant (A) calculated from the H-NMR spectrum is defined as S1, and the number of hydrogen atoms of the group represented by formula (T-2) is defined as N2; 1 The sum of the integral values ​​of the signals derived from the hydrogen atoms of the groups represented by formula (T-2) contained in colorant (A), calculated from the H-NMR spectrum, was designated as S2, and the ratio of the number of groups represented by formula (T-2) to the number of M (Ga or In) atoms was calculated based on the following formula (1): Formula (1): Ratio of the number of groups represented by formula (T-2) to the number of M (Ga or In) atoms ={[(S2 / N2) / [(S1 / N1)+(S2 / N2)]}*4 The integral value of each signal was calculated using automatic integration by analytical software (Delta, manufactured by JEOL) after the integration range was set so as to include all peaks belonging to each signal.

[0242] The polystyrene-equivalent weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured by GPC under the following conditions. Apparatus: HLC-8120GPC (Tosoh Corporation) Column: TSK-GELG2000HXL Column temperature: 40℃ Solvent: tetrahydrofuran Flow rate: 1.0mL / min Solid concentration of the analytical sample: 0.001 to 0.01% by mass Injection volume: 50μL Detector: RI Calibration standard materials: TSK STANDARD POLYSTYRENE F-40, F-4, F-288, A-2500, A-500 (manufactured by Tosoh Corporation) The ratio of the weight average molecular weight and the number average molecular weight (Mw / Mn) calculated in terms of polystyrene obtained above was taken as the dispersity.

[0243] Colorant Synthesis Example 1 (Example) <Synthesis of intermediate mixture (1-1)> Under a nitrogen atmosphere, 1.0 part of gallium chloride (manufactured by Tokyo Chemical Industry Co., Ltd.), 1.6 parts of phthalonitrile (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.76 parts of 2,3-dicyanonaphthalene (manufactured by Tokyo Chemical Industry Co., Ltd.), 3.5 parts of 1,8-diazabicyclo[5.4.0]-7-undecene (manufactured by Tokyo Chemical Industry Co., Ltd.), and 7 parts of 1-pentanol (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed at room temperature, heated to 140°C, and stirred for 16 hours. After the reaction solution was cooled to room temperature, 35 parts of ethyl acetate was added and stirred for 30 minutes. The resulting precipitate was collected as a residue by suction filtration and washed with 35 parts of ethyl acetate. The resulting residue and 35 parts of ion-exchanged water were mixed at room temperature, stirred for 30 minutes, and then washed with 35 parts of ion-exchanged water. The resulting residue was dried under reduced pressure at 60°C to obtain 2.5 parts of intermediate mixture (1-1). The obtained intermediate mixture (1-1) was subjected to mass spectrometry, and it was confirmed that the mixture was a mixture of six types of compounds represented by formulas (1-1-a) to (1-1-f).

[0244] [ka]

[0245] (mass spectrometry) <Identification of Compound (1-1-a)> Ionization mode = MALDI-TOF - : m / z=[M] - 616 Exact Mass: 616 <Identification of Compound (1-1-b)> Ionization mode = MALDI-TOF - : m / z=[M] - 666 Exact Mass: 666 <Identification of compound (1-1-c)> Ionization mode = MALDI-TOF - : m / z=[M] - 716 Exact Mass: 716 <Identification of compound (1-1-d)> Ionization mode = MALDI-TOF -: m / z=[M] - 716 Exact Mass: 716 <Identification of Compound (1-1-e)> Ionization mode = MALDI-TOF - : m / z=[M] - 766 Exact Mass: 766 <Identification of compound (1-1-f)> Ionization mode = MALDI-TOF - : m / z=[M-Cl+O] - 797 Exact Mass: 797

[0246] <Preparation of Compound (1-2)> A compound represented by the following formula (1-2) (hereinafter, compound (1-2)) was obtained in the same manner as in the synthesis of the compound represented by formula (8) described in Example 4 of WO 2022 / 024926.

[0247] [ka]

[0248] <Synthesis of Colorant (1)> 2.0 parts of intermediate mixture (1-1), 0.67 parts of compound (1-2), and 10 parts of propylene glycol monomethyl ether acetate (Tokyo Chemical Industry Co., Ltd.) were mixed at room temperature, heated to 150°C, and stirred for 14 hours. After the reaction solution was cooled to room temperature, 50 parts of ethyl acetate was added and stirred for 30 minutes. The resulting precipitate was collected as a residue by suction filtration and washed with 50 parts of ethyl acetate. The resulting residue was mixed with 50 parts of ethyl acetate at room temperature, stirred for 30 minutes, and then washed with 50 parts of ethyl acetate. The resulting residue was dried under reduced pressure at 60°C to obtain 1.6 parts of a mixture of compounds represented by formulas (1-a) to (1-f) (hereinafter referred to as colorant (1)). Mass spectrometry of the resulting mixture (colorant (1)) confirmed that the mixture was a mixture of six types of compounds represented by formulas (1-a) to (1-f). Furthermore, the resulting mixture (colorant (1)) 1H-NMR measurement revealed that S1 / N1 = 3.0 and S2 / N2 = 1.0, and the ratio of the number of groups represented by formula (T-2) to the number of Ga atoms in colorant (1) was calculated to be 1.0.

[0249] [ka]

[0250] (mass spectrometry) <Identification of Compound (1-a)> Ionization mode MALDI-TOF - : m / z=[M] - 782 Exact Mass: 782 <Identification of compound (1-b)> Ionization mode MALDI-TOF - : m / z=[M] - 832 Exact Mass: 832 <Identification of compound (1-c)> Ionization mode MALDI-TOF - : m / z=[M] - 882 Exact Mass: 882 <Identification of compound (1-d)> Ionization mode MALDI-TOF - : m / z=[M] - 882 Exact Mass: 882 <Identification of compound (1-e)> Ionization mode MALDI-TOF - : m / z=[M] - 932 Exact Mass: 932 <Identification of compound (1-f)> Ionization mode MALDI-TOF - : m / z=[M] - 982 Exact Mass: 982

[0251] Reference colorant synthesis example 1 <Preparation of Reference Intermediate Mixture (1x)> Under a nitrogen atmosphere, 18 parts of aluminum chloride (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 44 parts of phthalic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 20 parts of 2,3-naphthalenedicarboxylic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.), 180 parts of urea (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.41 parts of hexaammonium heptamolybdate tetrahydrate (manufactured by Kanto Chemical Co., Inc.), and 320 parts of sulfolane (manufactured by Tokyo Chemical Industry Co., Ltd.) were mixed at room temperature, heated to 230°C, and stirred for 18 hours. The reaction solution was cooled to 60°C, and 1600 parts of ion-exchanged water was added. The resulting precipitate was collected as a residue by suction filtration and washed with 320 parts of ion-exchanged water. The resulting residue was washed with 320 parts of 1 M hydrochloric acid and 320 parts of ion-exchanged water, and then further washed with 320 parts of 1 M aqueous sodium hydroxide solution and 320 parts of ion-exchanged water. The obtained solid matter and 320 parts of acetone were mixed at room temperature, heated to 50°C, and stirred for 30 minutes. After the reaction solution was cooled to room temperature, the solid matter was collected by suction filtration, washed with 320 parts of acetone, and then dried under reduced pressure while heating at 60°C to obtain 64 parts of reference intermediate mixture (1x). Mass spectrometry was performed on the obtained reference intermediate mixture (1x), and it was confirmed that the mixture was a mixture of six types of compounds represented by formulas (1-1-ax) to (1-1-fx).

[0252] [ka]

[0253] (mass spectrometry) <Identification of compound (1-1-ax)> Ionization mode MALDI-TOF - : m / z=[M] - 574 Exact Mass: 574 <Identification of compound (1-1-bx)> Ionization mode MALDI-TOF - : m / z=[M] - 624 Exact Mass: 624 <Identification of compound (1-1-cx)> Ionization mode MALDI-TOF - : m / z=[M] - 674 Exact Mass: 674 <Identification of compound (1-1-dx)> Ionization mode MALDI-TOF - : m / z=[M] - 674 Exact Mass: 674 <Identification of compound (1-1-ex)> Ionization mode MALDI-TOF - : m / z=[M] - 724 Exact Mass: 724 <Identification of compound (1-1-fx)> Ionization mode MALDI-TOF - : m / z=[M] - 774 Exact Mass: 774

[0254] <Preparation of reference colorant (1x)> 55 parts of the reference intermediate mixture (1x), 20 parts of compound (1-2), and 280 parts of propylene glycol monomethyl ether acetate (Tokyo Chemical Industry Co., Ltd.) were mixed at room temperature, heated to 150°C, and stirred for 14 hours. After cooling the reaction solution to room temperature, 1,400 parts of ethyl acetate was added. The resulting precipitate was collected as a residue by suction filtration and washed with 1,400 parts of ethyl acetate. The resulting solid was mixed with 690 parts of ethyl acetate at room temperature and stirred, and then the solid was recovered by suction filtration, washed with 690 parts of ethyl acetate, and dried under reduced pressure at 60°C to obtain 65 parts of a mixture of compounds represented by formulas (1-ax) to (1-fx) (reference colorant (1x)). Mass spectrometry was performed on the resulting reference mixture (reference colorant (1x)), confirming that the mixture was a mixture of six compounds represented by formulas (1-ax) to (1-fx). Furthermore, the resulting reference mixture (reference colorant (1x)) 1H-NMR measurement revealed that S1 / N1 = 3.2 and S2 / N2 = 0.87, and the ratio of the number of groups represented by formula (T-2) to the number of Al atoms in the reference colorant (1x) was calculated to be 0.86.

[0255] [ka]

[0256] (mass spectrometry) <Identification of compound (1-ax)> Ionization mode MALDI-TOF - : m / z=[M] - 740 Exact Mass: 740 <Identification of compound (1-bx)> Ionization mode MALDI-TOF - : m / z=[M] - 790 Exact Mass: 790 <Identification of compound (1-cx)> Ionization mode MALDI-TOF - : m / z=[M] - 840 Exact Mass: 840 <Identification of compound (1-dx)> Ionization mode MALDI-TOF - : m / z=[M] - 840 Exact Mass: 840 <Identification of compound (1-ex)> Ionization mode MALDI-TOF - : m / z=[M] - 890 Exact Mass: 890 <Identification of compound (1-fx)> Ionization mode MALDI-TOF - : m / z=[M] - 940 Exact Mass: 940

[0257] Resin synthesis example 1 <Preparation of Resin (B-1)> A suitable amount of nitrogen was passed into a flask equipped with a reflux condenser, a dropping funnel, and a stirrer to replace the atmosphere with nitrogen, and 340 parts of propylene glycol monomethyl ether acetate was added and heated to 80°C with stirring. Next, 57 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution of 54 parts of a mixture of decan-9-yl acrylate (1:1 molar ratio), 239 parts of benzyl methacrylate, and 73 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 40 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 197 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the dropwise addition of the initiator solution was completed, the mixture was kept at 80°C for 3 hours and then cooled to room temperature, yielding a copolymer (resin (B-1)) solution with a viscosity of 127 mPa·s measured with a Brookfield viscometer (23°C) and a solids content of 37.0%. The weight-average molecular weight Mw of the resulting copolymer was 9.4×10 3 The resin (B-1) had the following structural units: a polydispersity of 1.89, and an acid value calculated as solid content of 114 mg-KOH / g.

[0258] [ka]

[0259] Dispersion preparation example 1 Five parts of colorant (1), three parts of dispersant (BYKLPN-6919 manufactured by BYK) (solids content equivalent), three parts of resin (B-1) (solids content equivalent), and 89 parts of propylene glycol monomethyl ether acetate were mixed, to which 300 parts of 0.2 μm zirconia beads were added, and the mixture was shaken for 0.5 hours using a paint conditioner (LAU). The zirconia beads were then removed by filtration to obtain dispersion (A-1).

[0260] Comparative dispersion preparation example 1 A reference dispersion (1x) was obtained in the same manner as in Dispersion Preparation Example 1, except that colorant (1) was changed to reference colorant (1x).

[0261] Preparation Example 1 of Colored Resin Composition Colored resin composition 1 was obtained by mixing the following components. Dispersion (A-1) 415 parts Resin (B-1) (solid content equivalent) 48 parts Polymerizable compound (C-1): Dipentaerythritol polyacrylate: Trade name A-9550: Manufactured by Shin-Nakamura Chemical Co., Ltd. 20 parts Polymerizable compound (C-2): Trimethylolpropane triacrylate: Trade name A-TMPT: Manufactured by Shin-Nakamura Chemical Co., Ltd. 20 parts Polymerization initiator (D): N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine: Trade name PBG-327: O-acyloxime compound; Manufactured by Changzhou Strong Electronic New Materials Co., Ltd. 5 parts Solvent (E): Propylene glycol monomethyl ether acetate 645 parts Leveling agent (F): Polyether-modified silicone oil: Trade name Toray Silicone SH8400: Manufactured by Toray Dow Corning Co., Ltd. 0.1 parts

[0262] Reference colored resin composition preparation example 1 Reference colored resin composition 1 was obtained in the same manner as in colored resin composition 1, except that the dispersion (A-1) was changed to the reference dispersion (1x).

[0263] Paint film formation example 1, reference paint film formation example 1 Colored resin composition 1 (in the case of Coating Film Formation Example 1) or reference colored resin composition 1 (in the case of Reference Coating Film Formation Example 1) was applied by spin coating onto a 5 cm square glass substrate (Eagle 2000; manufactured by Corning Incorporated), and then prebaked at 100 ° C. for 2 minutes to obtain a coating film. Thereafter, the prebaked coating film was post-baked at 230 ° C. for 5 minutes. When the film thickness was measured, the film thickness of the coating film in Coating Film Formation Example 1 was 800 nm, and the film thickness of the coating film in Reference Coating Film Formation Example 1 was 640 nm.

[0264] (1) Heat resistance test (absorbance retention rate) The post-baked coating film was heated in an oven under atmospheric conditions at 260°C for 10 minutes. The absorbance retention rate was measured for each coating film before and after heating using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation) in a wavelength range of 380 nm to 780 nm at 1 nm intervals. Here, the absorbance retention rate is a numerical value calculated using the following formula, and a higher absorbance retention rate indicates better heat resistance. Furthermore, if the heat resistance of the coating film is good, it can be said that a color filter made from the same colored resin composition also has excellent heat resistance. The results are shown in Table 3. Absorbance retention rate (%) = (absorbance at the maximum absorption wavelength of the coating film after heating (if there are two or more maximum absorption wavelengths, the wavelength with the greatest absorbance)) / (absorbance at the maximum absorption wavelength of the coating film before heating (if there are two or more maximum absorption wavelengths, the wavelength with the greatest absorbance)) x 100

[0265] [Table 3]

[0266] (2) Spectral evaluation The post-baked coating film was subjected to spectral measurement in the wavelength range of 380 nm to 780 nm at 1 nm intervals using a colorimeter (OSP-SP-200; manufactured by Olympus Corporation). The maximum absorption wavelength λ in the obtained spectral data was max The absorbance at the wavelength (when there are two or more maximum absorption wavelengths, the wavelength at which the absorbance is greatest) was normalized to 2.0 to eliminate film thickness dependency. max is 695 nm, and the λ of the coating film in Reference Coating Film Formation Example 1 max was 680 nm.

[0267] (2.1) Color separation Based on the normalized spectral data described above, the absorbance at the maximum absorption wavelength was calculated as Abs(λ max )(=2.0), maximum absorption wavelength λ max The absorbance on the 35 nm short wave side is Abs(λ max-35 ) and calculated the respective values, and the color separation was calculated based on the following formula. Color separation = Abs(λ max-35 ) / Abs(λ max ) The results are shown in Table 4. The closer this value is to 1, the easier it is to improve color separation (color purity) in the visible region, reducing sensor signal noise and providing desirable color filter properties.

[0268] [Table 4]

[0269] (2.2) Short wavelength absorption intensity ratio Based on the normalized spectral data described above, the absorbance at the maximum absorption wavelength was calculated as Abs(λ max ) (=2.0), and the absorbance at a wavelength of 450 nm is Abs(λ 450 ) and the short wavelength absorption intensity ratio was calculated based on the following formula: Short wavelength absorption intensity ratio = Abs(λ 450 ) / Abs(λ max ) The result of the short wavelength side absorption intensity ratio was 0.08 in Coating Film Formation Example 1. Therefore, the colorant used in Coating Film Formation Example 1 can moderately absorb light in the blue region, making it easy to adjust the color material composition of a green color filter or a cyan color filter, and particularly in the production of a green color filter, it is possible to reduce the amount of yellow colorant that has blue light absorption properties added, which is preferable in terms of the spectral characteristics of the color filter. (2.3) Color characteristics Based on the normalized spectral data described above, the absorbance Abs (λ max ) (=2.0) and the absorbance at a wavelength of 500 nm (Abs(λ 500 )) and absorbance at a wavelength of 600 nm (Abs(λ 600 )) and absorbance at a wavelength of 730 nm (Abs(λ 730 )) were calculated, and color characteristics 1 to 3 were determined based on the following formulas. Color property 1 = Abs(λ 500 ) / Abs(λ max ) Color property 2 = Abs(λ600 ) / Abs(λ max ) Color property 3 = Abs(λ 730 ) / Abs(λ max ) In Coating Film Formation Example 1, the results were Color Property 1: 0.03, Color Property 2: 0.17, and Color Property 3: 0.68. Therefore, it is clear that the colorant used in Coating Film Formation Example 1 is suitable as a colorant for producing green or cyan color filters.

Claims

1. A colorant comprising a compound represented by formula (I), A colorant in which the ratio of the number of groups represented by formula (T-2) to the number of M atoms contained in the compound represented by formula (I) in the colorant is 0.05 or more and 3 or less. 【Chemical 1】 [In formula (I), R １ and R ２ are each independently a hydrogen atom, a hydroxy group, -R １３ Or -O-R １３ Represents R １ and R ２ At least one of the following is -R １３ Or -O-R １３ When R represents １ and R ２ may be bonded to each other to form a ring. M represents Ga or In. Ring T １ , ring T ２ , ring T ３ and Ring T ４ each independently represents a group represented by formula (T-1) or formula (T-2). 【Chemistry 2】 (In formula (T-1), R ３ ~R ６ are each independently a hydrogen atom, -R １３ , -O-R １３ , -S-R １３ , -SO ２ N (R １４ ) ２ , -N(R １４ ) ２ , a halogen atom, or a nitro group. * represents a bond to the pyrrole ring. 【Chemistry 3】 (In formula (T-2), R ７ ~R １２ are each independently a hydrogen atom, -R １３ , -O-R １３ , -S-R １３ , -SO ２ N (R １４ ) ２ , -N(R １４ ) ２ , a halogen atom, or a nitro group. * represents a bond to the pyrrole ring. R １３ represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, R １３ When a plurality of are present, they may be the same or different. R １４ represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, R １４ When there are a plurality of groups, they may be the same or different.

2. The compound represented by formula (I) may be a compound represented by ring T １ , ring T ２ , ring T ３ and Ring T ４ The colorant according to claim 1, comprising at least a compound in which one to three of the above are groups represented by formula (T-2).

3. A colored resin composition comprising the colorant according to claim 1 or 2 and a resin.

4. The colored resin composition according to claim 3, further comprising a polymerization initiator and a polymerizable compound.

5. A color filter formed from the colored resin composition according to claim 4.

6. A display device comprising the color filter according to claim 5 .

7. A solid-state imaging device comprising the color filter according to claim 5 .

8. A compound represented by formula (II): 【Chemistry 4】 [In formula (II), R １ and R ２ are each independently a hydrogen atom, a hydroxy group, -R １３ Or -O-R １３ Represents R １ and R ２ At least one of them is -R １３ Or -O-R １３ When R represents １ and R ２ may be bonded to each other to form a ring. M represents Ga or In. Ring T ２１ , ring T ２２ , ring T ２３ and Ring T ２４ each independently represents a group represented by formula (T-1) or formula (T-2), provided that ring T ２１ , ring T ２２ , ring T ２３ and Ring T ２４ Among these, 1 to 3 represent a group represented by formula (T-2). 【Chemistry 5】 (In formula (T-1), R ３ ~R ６ are each independently a hydrogen atom, -R １３ , -O-R １３ , -S-R １３ , -SO ２ N (R １４ ) ２ , -N(R １４ ) ２ , a halogen atom, or a nitro group. * represents a bond to the pyrrole ring. 【Chemistry 6】 (In formula (T-2), R ７ ~R １２ are each independently a hydrogen atom, -R １３ , -O-R １３ , -S-R １３ , -SO ２ N (R １４ ) ２ , -N(R １４ ) ２ , a halogen atom, or a nitro group. * represents a bond to the pyrrole ring. R １３ represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, R １３ When a plurality of are present, they may be the same or different. R １４ represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, R １４ When there are a plurality of groups, they may be the same or different.

9. A compound represented by formula (III): 【Chemistry 7】 [In formula (III), R ３１ is -R ３２ Or -O-R ３２ Represents. R ２ represents a hydrogen atom, a hydroxy group, -R １３ Or -O-R １３ Represents. R ３１ and R ２ may be bonded to each other to form a ring. M represents Ga or In. Ring T ３１ , ring T ３２ , ring T ３３ and Ring T ３４ each independently represents a group represented by formula (T-2). 【Chemistry 8】 (In formula (T-2), R ７ ~R １２ are each independently a hydrogen atom, -R １３ , -O-R １３ , -S-R １３ , -SO ２ N (R １４ ) ２ , -N(R １４ ) ２ , a halogen atom, or a nitro group. * represents a bond to the pyrrole ring. R ３２ represents an unsaturated chain hydrocarbon-containing hydrocarbon group having 2 to 20 carbon atoms which may have a substituent. R １３ represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. R １４ represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, R １４ When there are a plurality of groups, they may be the same or different.

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