Color filter and display device

Abstract

To provide a color filter excellent in light resistance.SOLUTION: A color filter according to the present invention includes pigment and binder, and has chloride ion content of 10 ppm or more and 400 ppm or less.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a color filter and a display device. [Background technology]

[0002] Chloride ions are counter anions with high elimination ability, so when cationic dyes are laked, cationic dyes with chloride ions as counter anions are used as intermediates. For example, as disclosed in Patent Document 1, cationic dyes with chloride ions as counter anions are used as intermediates, and then the chloride ions are replaced with other counter anions. The dyes obtained in this manner are widely used in color filters and the like. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2005-38201 Summary of the Invention [Problem to be solved by the invention]

[0004] However, according to the investigations conducted by the present inventors, it has been found that if a large amount of chloride ions remain in the color filter, the light resistance of the color filter deteriorates.

[0005] Therefore, an object of the present invention is to provide a color filter having excellent light resistance. [Means for solving the problem]

[0006] The present invention includes the following inventions. [1] A color filter containing a pigment and a binder, and having a chloride ion content of 10 ppm or more and 400 ppm or less. [2] The color filter according to [1], wherein the dye comprises a triarylmethane dye, a xanthene dye, a phthalocyanine dye, a diketopyrrolopyrrole dye, or a squarylium dye. [3] The dye is a triarylmethane dye, The color filter according to [2], wherein the triarylmethane dye is at least one selected from the group consisting of compounds represented by formula (TA-1) and compounds represented by formula (TB-1). [ka] [In formula (TA-1), [Y] m- represents an m-valent anion. R t41 ~R t44 and R t141 ~R t144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R t41 and R t42 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t43 and R t44 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t141 and R t142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t143 and R t144 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R t47 ~R t54 and R t147 ~Rt154 each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, or an alkyl group of 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH2- contained in the alkyl group may be replaced with -O- or -CO-, provided that in the alkyl group of 2 to 8 carbon atoms, adjacent -CH2- groups are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. T 1 and T 2 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 1 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k1 and R k2 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. a represents 0 or 1. However, when a is 0, T 1 The nitrogen atom bonded to R k1 Two are bonded together, -N(R k1 )2 (two R k1 may be the same or different, and two R k1 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded). m represents an integer of 1 or greater. When m is 2 or more, the multiple cations contained in formula (TA-1) may be the same as or different from each other. b represents an integer of 1 or greater. The compound represented by formula (TA-1) is neutral in charge.] [ka] [In formula (TB-1), M r+ is a hydrogen ion, a metal ion with r valence, or N + (R 55a )4, representing the four R 55a may be the same or different. R u41 ~R u44 and R u141 ~R u144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R u41 and R u42 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u43 and R u44 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u141 and R u142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u143 and R u144 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R u47 ~R u54 and R u147 ~R u154 are each independently a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, -SO3 - , -SO2-N - -SO2-R f or an alkyl group having 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH2- contained in the alkyl group may be replaced with -O- or -CO-. However, in the alkyl group having 2 to 8 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. T 11 and T 12 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 11 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k11 and R k12 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. c represents 0 or 1. However, when c is 0, T 11 The nitrogen atom bonded to R k11 Two are bonded together, -N(R k11 )2 (two R k11 may be the same or different, and two R k11 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded). k is R u41 ~R u44 , R u47 ~R u54 , R u141 ~R u144 , R u147 ~R u154 , T 11 and T 12 has -SO3 - The number of -SO2-N - -SO2-R f When c is 0, it represents an integer of 1 or more, and when c is 1, it represents an integer of 2 or more. R 55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. R f represents a fluoroalkyl group having 1 to 12 carbon atoms. r represents an integer of 1 or greater. When r is 2 or greater, the multiple anions contained in formula (TB-1) may be the same as or different from one another. However, R u41 ~R u44 , R u47 ~R u54 and T 11 is -SO3 - or -SO2-N - -SO2-R f ] [4] A display device comprising the color filter according to any one of [1] to [3]. [Effects of the Invention]

[0007] According to the present invention, a color filter having excellent light resistance is provided. DETAILED DESCRIPTION OF THE INVENTION

[0008] The color filter according to the present invention is characterized in that it contains a dye and a binder and has a chloride ion content of 10 ppm or more and 400 ppm or less. In the present invention, by controlling the chloride ion content in the color filter to 400 ppm or less, a color filter with excellent light resistance can be obtained.

[0009] <Chloride ion content> Although the specific mechanism is unclear, it is thought that if a color filter contains more than a certain amount of chloride ions, its light resistance (especially its resistance to singlet oxygen) will decrease. Therefore, it is important to control the chloride ion content in the color filter to 400 ppm or less from the perspective of improving the light resistance of the color filter.

[0010] When manufacturing a color filter, chloride ions are mixed in at various steps. The steps in which chloride ions may be mixed in at the time of manufacturing a color filter are exemplified below. (1) When cationic dyes are used as pigments, cationic dyes with chloride ions as counter anions are widely used as intermediates in the process of lake formation. Some of the chloride ions used as counter anions remain in the pigment, causing chloride ions to be included in the color filter. (2) When pigments are used as colorants, they are sometimes atomized using a mixture of salt, water, and a hydrophilic high-boiling organic solvent (e.g., ethylene glycol). Because salt is used, chloride ions may be mixed in during the process of atomizing the pigment. When pigments with residual chloride ions are used as colorants in color filters, chloride ions are contained in the color filters. (3) During the alkaline development step, chloride ions dissolved in the developer are contained in the color filter when the coating film swells, which causes chloride ions to be contained in the resulting color filter. In addition, the use of a solvent or the like can also be a factor in the inclusion of chloride ions in the color filter.

[0011] According to the investigations of the present inventors, in the case of the above (1), the chloride ions remaining in the dye can be reduced by appropriately washing the cationic dye with a washing solution after substituting the chloride ions with other counter anions. In the cleaning step, the temperature of the cleaning liquid is preferably adjusted to be 3° C. or lower, more preferably 4° C. or lower, than the boiling point of the cleaning liquid. Specifically, the temperature of the cleaning liquid is preferably adjusted to be 90° C. or lower, more preferably 70° C. or lower, even more preferably 62° C. or lower, and preferably 10° C. or higher, more preferably 30° C. or higher, even more preferably 50° C. or higher. The washing liquid is preferably water, or an alcohol solvent such as methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, or propylene glycol. The washing liquid is preferably used in an amount of 2 to 30 times, and more preferably 5 to 20 times, the amount of the cationic dye. The contact time (washing time) between the washing liquid and the cationic dye is not particularly limited, but is preferably 1 minute to 3 hours, and more preferably 10 minutes to 2 hours. The mixture of the cleaning liquid and the cationic dye may be subjected to a dispersion treatment, for example, by stirring.

[0012] The washing of cationic dyes after replacing chloride ions with other counter anions is specifically as follows: (A) contacting the cationic dye after substitution of chloride ions with other counter anions with a washing liquid (preferably an alcohol solvent, more preferably methanol) and performing solid-liquid separation; and (B) a step of contacting the cationic dye separated in (A) with a washing liquid (preferably water) adjusted to the above temperature, thereby performing solid-liquid separation; Preferably, the method is carried out by a method comprising: It is desirable to carry out both (A) and (B) at least once, and the number of times (A) to (B) are carried out may be adjusted appropriately depending on the situation, such as carrying out (A) once and then carrying out (B) once; carrying out (A) twice and then carrying out (B) twice; or carrying out (A) once and then carrying out (B) twice.

[0013] As described above, chloride ions may be mixed in at various stages during the process of producing a color filter. Therefore, in the present invention, we focus on the chloride ion content in the final color filter. In other words, it can be said that the chloride ion content in each process up to the production of a color filter (e.g., the chloride ion content in a dye, the chloride ion content in a colored curable resin composition, etc.) is not correlated with the chloride ion content in the color filter specified in the present invention.

[0014] The chloride ion content in the color filter can be measured by TOF-SIMS (Time-of-Flight Secondary Ion Mass Spectrometry). If the chloride ion content in the color filter exceeds 400 ppm, the chloride ion content is too high, and the light resistance of the color filter deteriorates. The chloride ion content in the color filter is preferably 350 ppm or less, more preferably 300 ppm or less, even more preferably 250 ppm or less, and even more preferably 200 ppm or less. Furthermore, from the viewpoint of dye synthesis, the chloride ion content in the color filter is 10 ppm or more, preferably 20 ppm or more, more preferably 50 ppm or more, and even more preferably 100 ppm or more. The specific method for measuring the chloride ion content in the color filter by TOF-SIMS will be described in detail in the Examples section.

[0015] <Color filter> The color filter according to the present invention can be formed from a colored curable resin composition (containing at least a dye and a binder, and preferably containing a dye, a binder, a polymerizable compound, a polymerization initiator, a solvent, and, if necessary, a polymerization initiator aid). Specific methods for producing a color filter will be described later, but since the color filter is formed from a colored curable resin composition, the color filter appropriately contains the components exemplified below (or structures derived from the components exemplified below). In this specification, the compounds exemplified below can be used alone or in combination unless otherwise specified.

[0016] <Dye (A)> The dye contained in the color filter according to the present invention is not particularly limited, and is preferably a triarylmethane dye, a xanthene dye, a phthalocyanine dye, a diketopyrrolopyrrole dye, or a squarylium dye, more preferably a triarylmethane dye, a xanthene dye, or a phthalocyanine dye, still more preferably a triarylmethane dye or a xanthene dye, and particularly preferably a triarylmethane dye. Since chlorine ions have a large effect on light resistance, triarylmethane dyes, xanthene dyes, or phthalocyanine dyes (particularly triarylmethane dyes) are particularly preferred dyes for the color filter of the present invention, and may form salts. When these dyes form salts, it is preferable that a dye containing, as a counter anion, an anion other than chloride ion or a counter cation is used as the main component of the colorant (preferably 50% by mass or more, more preferably 70% by mass or more, and even more preferably 90% by mass or more, based on 100% by mass of the colorant).

[0017] It is preferable that the dye does not form a polymer with any monomer having an ethylenically unsaturated bond, more specifically, it is preferable that the dye does not form a polymer with the monomers (a) to (c) that are raw materials for the resin (B) described later.

[0018] <Triarylmethane dyes> The triarylmethane dye is preferably at least one selected from the group consisting of compounds represented by formula (TA-1) and compounds represented by formula (TB-1), and more preferably a compound represented by formula (TA-1). The compounds represented by formula (TA-1) and formula (TB-1) may be tautomers thereof.

[0019] [ka]

[0020] [In formula (TA-1), [Y] m- represents an m-valent anion. R t41 ~R t44 and R t141 ~R t144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R t41 and R t42may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t43 and R t44 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t141 and R t142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t143 and R t144 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R t47 ~R t54 and R t147 ~R t154 each independently represent a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, or an alkyl group of 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH2- contained in the alkyl group may be replaced with -O- or -CO-, provided that in the alkyl group of 2 to 8 carbon atoms, adjacent -CH2- groups are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. T 1 and T 2 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 1 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k1 and R k2each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. a represents 0 or 1. However, when a is 0, T 1 The nitrogen atom bonded to R k1 Two are bonded together, -N(R k1 )2 (two R k1 may be the same or different, and two R k1 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded). m represents an integer of 1 or greater. When m is 2 or more, the multiple cations contained in formula (TA-1) may be the same as or different from each other. b represents an integer of 1 or greater. The compound represented by formula (TA-1) is neutral in charge.]

[0021] [ka]

[0022] [In formula (TB-1), M r+ is a hydrogen ion, a metal ion with r valence, or N + (R 55a )4, representing the four R 55a may be the same or different. R u41 ~R u44 and R u141 ~R u144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R u41 and R u42 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u43 and R u44may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u141 and R u142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u143 and R u144 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be replaced with -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R u47 ~R u54 and R u147 ~R u154 are each independently a hydrogen atom, a halogen atom, a nitro group, a hydroxyl group, -SO3 - , -SO2-N - -SO2-R f or an alkyl group having 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH2- contained in the alkyl group may be replaced with -O- or -CO-. However, in the alkyl group having 2 to 8 carbon atoms, adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. T 11 and T 12 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 11 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k11 and R k12each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. c represents 0 or 1. However, when c is 0, T 11 The nitrogen atom bonded to R k11 Two are bonded together, -N(R k11 )2 (two R k11 may be the same or different, and two R k11 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded). k is R u41 ~R u44 , R u47 ~R u54 , R u141 ~R u144 , R u147 ~R u154 , T 11 and T 12 has -SO3 - The number of -SO2-N - -SO2-R f When c is 0, it represents an integer of 1 or more, and when c is 1, it represents an integer of 2 or more. R 55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. R f represents a fluoroalkyl group having 1 to 12 carbon atoms. r represents an integer of 1 or greater. When r is 2 or greater, the multiple anions contained in formula (TB-1) may be the same as or different from one another. However, R u41 ~R u44 , R u47 ~R u54 and T 11 is -SO3 - or -SO2-N - -SO2-R f ]

[0023] In formula (TA-1), [Y] m- represents an m-valent anion. [Y] m- Examples of the anion include polyphosphate anions containing tungsten atoms, specifically, Keggin-type phosphotungstate ions [PW 12 O 40 ] 3- , Dawson-type phosphotungstate ion [P2W 18 O 62 ] 6- , Keggin-type tungstosilicic acid ion [SiW 12 O 40 ] 4- , [P2W 17 O 61 ] 10- , [P2W 15 O 56 ] 12- , [H2P2W 12 O 48 ] 12- , [NaP5W 30 O 110 ] 14- , [SiWO 34 ] 10- , [SiW 10 O 36 ] 8- , [SiW 11 O 39 ] 8- , [W6O 19 ] 2- , [W 10 O 32 ] 4- , [WO4] 2- and mixtures thereof.

[0024] From the viewpoint of improving the light resistance of the color filter, phosphotungstate ions such as Keggin-type phosphotungstate ion and Dawson-type phosphotungstate ion are more preferred, with Keggin-type phosphotungstate ion being particularly preferred. m is an integer of 1 or more, preferably an integer of 2 or more and 20 or less, more preferably an integer of 15 or less, even more preferably an integer of 10 or less, and even more preferably an integer of 5 or less.

[0025] In formula (TB-1), Mr+ is a hydrogen ion, a metal ion with r valence, or N + (R 55a )4, representing the four R 55a may be the same or different. 55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. M r+ is preferably an r-valent metal ion. Examples of the r-valent metal ion include alkali metal ions such as lithium ion, sodium ion, and potassium ion; alkaline earth metal ions such as beryllium ion, magnesium ion, calcium ion, strontium ion, and barium ion; transition metal ions such as titanium ion, zirconium ion, chromium ion, manganese ion, iron ion, cobalt ion, nickel ion, and copper ion; and typical metal ions such as zinc ion, cadmium ion, aluminum ion, indium ion, tin ion, lead ion, and bismuth ion. When (kc-1) is an integer of 2 or more, multiple M r+ may be the same or different. M r+ is preferably an alkali metal ion or an alkaline earth metal ion, more preferably an alkaline earth metal ion.

[0026] In this specification, halogen atoms include fluorine atoms, bromine atoms, and iodine atoms.

[0027] As used herein, R fThe fluoroalkyl group having 1 to 12 carbon atoms and represented by the formula (I) may be either linear or branched. Examples of the fluoroalkyl group having 1 to 12 carbon atoms include a monofluoromethyl group, a difluoromethyl group, a perfluoromethyl group, a monofluoroethyl group, a difluoroethyl group, a trifluoroethyl group, a tetrafluoroethyl group, a perfluoroethyl group, a monofluoropropyl group, a difluoropropyl group, a trifluoropropyl group, a tetrafluoropropyl group, a pentafluoropropyl group, a hexafluoropropyl group, a perfluoropropyl group, a monofluorobutyl group, a difluorobutyl group, a trifluorobutyl group, a tetrafluorobutyl group, a pentafluorobutyl group, a hexafluorobutyl group, a heptafluorobutyl group, an octafluorobutyl group, and a perfluorobutyl group. R f The fluoroalkyl group represented by the formula (I) preferably has 1 to 10 carbon atoms, more preferably 1 to 8 carbon atoms, and even more preferably 1 to 6 carbon atoms.

[0028] R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R 55a , R k1 , R k2 , R k11 and R k12 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may be linear, branched, or cyclic. Examples of the saturated hydrocarbon group having 1 to 20 carbon atoms include alkyl groups having 1 to 20 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, icosyl, isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl. R t41 ~R t44 , Rt141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R 55a , R k1 , R k2 , R k11 and R k12 The saturated hydrocarbon group represented by the formula (I) preferably has 1 to 18 carbon atoms, more preferably 1 to 16 carbon atoms, even more preferably 1 to 14 carbon atoms, even more preferably 1 to 12 carbon atoms, and even more preferably 1 to 10 carbon atoms. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be replaced with -O- or -CO-, provided that adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R k1 , R k2 , R k11 and R k12 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may have a substituent, and the substituent may be at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, and an amino group.

[0029] R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R k1 , R k2 , R k11 and R k12Examples of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) include a phenyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group, an o-xylene group, an m-xylene group, a p-xylene group, a 1-naphthyl group, a 2-naphthyl group, a 1-anthryl group, a 2-anthryl group, and a 9-anthryl group. R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R k1 , R k2 , R k11 and R k12 The aromatic hydrocarbon group represented by the formula (I) preferably has 6 to 13 carbon atoms, more preferably 6 to 12 carbon atoms, and even more preferably 6 to 11 carbon atoms. R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R k1 , R k2 , R k11 and R k12 The aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) may have a substituent. R t41 ~R t44 , R t141 ~R t144 , R k1 , R k2 , R k11 and R k12 The substituent of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) can be at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, and a formyl group. R u41 ~R u44 and R u141 ~R u144 The substituents of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) are halogen atoms, nitro groups, hydroxy groups, formyl groups, -SO3 - and -SO2-N - -SO2-Rf At least one selected from the group consisting of:

[0030] R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R 55a , R k1 ~R k2 and R k11 ~R k12 Examples of the aralkyl group having 7 to 30 carbon atoms represented by the following formula include a benzyl group, a phenethyl group, a naphthylmethyl group, and a 3-phenylpropyl group. R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R 55a , R k1 ~R k2 and R k11 ~R k12 The aralkyl group represented by the following formula (I) preferably has 7 to 25 carbon atoms, more preferably 7 to 20 carbon atoms, and even more preferably 7 to 15 carbon atoms. R t41 ~R t44 , R t141 ~R t144 , R u41 ~R u44 , R u141 ~R u144 , R 55a , R k1 ~R k2 and R k11 ~R k12 The aralkyl group having 7 to 30 carbon atoms represented by the following formula may have a substituent. R t41 ~R t44 , R t141 ~R t144 and R k1 ~R k2Examples of the substituent of the aralkyl group having 7 to 30 carbon atoms represented by the following formula include at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, and a formyl group. R u41 ~R u44 , R u141 ~R u144 , R 55a and R k11 ~R k12 The substituent of the aralkyl group having 7 to 30 carbon atoms represented by the formula (I) is a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO3 - and -SO2-N - -SO2-R f At least one selected from the group consisting of:

[0031] R t47 ~R t54 , R t147 ~R t154 , R u47 ~R u54 and R u147 ~R u154 Examples of the alkyl group having 1 to 8 carbon atoms represented by the formula (I) include those having 1 to 8 carbon atoms among the above-mentioned examples of alkyl groups having 1 to 20 carbon atoms. When the alkyl group has 2 to 8 carbon atoms, -CH2- contained in the alkyl group may be replaced with -O- or -CO-, provided that adjacent -CH2- are not simultaneously replaced with -O-, and the terminal -CH2- is not replaced with -O- or -CO-. R t47 ~R t54 , R t147 ~R t154 , R u47 ~R u54 and R u147 ~R u154 The alkyl group having 1 to 8 carbon atoms represented by the formula (I) may have a substituent, and the substituent may be at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, and an amino group.

[0032] R t41 and Rt42 , R t43 and R t44 , R t141 and R t142 , R t143 and R t144 , R u41 and R u42 , R u43 and R u44 , R u141 and R u142 , and R u143 and R u144 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. The 3- to 10-membered nitrogen-containing heterocycle may be either a monocycle or a condensed ring. Examples of the 3- to 10-membered nitrogen-containing heterocycle include a pyrrolidine ring, a morpholine ring, a piperidine ring, and a piperazine ring.

[0033] T 1 , T 2 , T 11 and T 12 The aromatic hydrocarbon ring having 6 to 14 carbon atoms represented by the formula (I) may be either a single ring or a condensed ring, and examples thereof include a benzene ring, a naphthalene ring, a phenanthrene ring, and an anthracene ring. T 1 , T 2 , T 11 and T 12 The aromatic hydrocarbon ring represented by the formula (I) preferably has 6 to 13 carbon atoms, more preferably 7 to 13 carbon atoms, and even more preferably 8 to 12 carbon atoms. T 1 , T 2 , T 11 and T 12 The aromatic hydrocarbon ring having 6 to 14 carbon atoms represented by the formula (I) may have a substituent. T 1 and T 2 The substituent of the aromatic hydrocarbon ring having 6 to 14 carbon atoms represented by the formula (I) can be at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group and a formyl group. T 12 and T 12 The substituents of the aromatic hydrocarbon ring having 6 to 14 carbon atoms represented by the formula (I) are halogen atoms, nitro groups, hydroxy groups, formyl groups, -SO3- and -SO2-N - -SO2-R f At least one selected from the group consisting of:

[0034] T 1 , T 2 , T 11 and T 12 The 5- to 10-membered aromatic heterocycle represented by the formula (I) may be either a single ring or a condensed ring, and examples thereof include a pyrrole ring, an oxazole ring, a pyrazole ring, an imidazole ring, a thiazole ring, a furan ring, a thiophene ring, a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, an indole ring, a benzimidazole ring, a benzothiazole ring, a quinoline ring, and a benzofuran ring. T 1 , T 2 , T 11 and T 12 The aromatic heterocycle represented by the following formula is preferably 5 to 9-membered, more preferably 5 to 8-membered, even more preferably 5 to 7-membered, and even more preferably 5 to 6-membered. T 1 and T 2 Examples of the substituent of the 5- to 10-membered aromatic heterocycle represented by the formula: T1 , -N(R T2 )(R T3 ), a halogen atom, a nitro group, a hydroxy group, and a formyl group. R T1 represents a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. R T2 and R T3 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. R T1 ~R T3 A specific example of this is R k1 and R k2is the same as: T 11 and T 12 Examples of the substituent of the 5- to 10-membered aromatic heterocycle represented by the formula: T11 a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, -N(R T12 )(R T13 ), halogen atoms, nitro groups, hydroxy groups, formyl groups, -SO3 - and -SO2-N - -SO2-R f At least one selected from the group consisting of: R T11 represents a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. R T12 and R T13 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. R T11 ~R T13 A specific example of this is R k11 and R k12 is the same as: Among them, T 1 and T 2 The substituent of the 5- to 10-membered aromatic heterocycle represented by T1 More preferably, it is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and even more preferably, an aromatic hydrocarbon group having 6 to 14 carbon atoms which has a fluorine atom or a bromine atom. T 11 and T 12 The substituent of the 5- to 10-membered aromatic heterocycle represented by T11More preferably, it is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and even more preferably, an aromatic hydrocarbon group having 6 to 14 carbon atoms which has a fluorine atom or a bromine atom.

[0035] Q 1 and Q 11 Examples of the divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms contained in the linking group represented by the formula: include cyclohexane, cyclopentane, norbornane, bicyclo[2.2.2]octane, tricyclo[5.2.1.0]octane, and cyclohexane. 2,6 ]Examples include decane and adamantane, where two hydrogen atoms become bonds. Q 1 and Q 11 Examples of the divalent aromatic hydrocarbon group having 6 to 20 carbon atoms contained in the linking group represented by the formula (I) include rings in which two hydrogen atoms become bonds, such as a benzene ring, a naphthalene ring, an anthracene ring, a phenanthrene ring, a biphenyl ring, and a diphenylmethylene ring, a phenylenebismethylene group, and a dimethylmethylenebisphenylene group. These groups are preferably bonded to an alkyl group having 1 to 8 carbon atoms, more preferably to an alkyl group having 1 to 4 carbon atoms, and even more preferably to a methyl group or an ethyl group. Q 1 and Q 11 The linking group represented by the formula (I) preferably has 5 to 20 carbon atoms, more preferably 7 to 20 carbon atoms, even more preferably 9 to 20 carbon atoms, even more preferably 11 to 20 carbon atoms, even more preferably 13 to 20 carbon atoms, and particularly preferably 15 to 20 carbon atoms. Q 1 and Q 11 The linking group represented by the formula (I) may have a substituent, and the substituent may be at least one selected from the group consisting of an alkoxy group, a halogen atom, a hydroxy group, a formyl group, and an amino group. The alkoxy group preferably has 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, and even more preferably 1 to 3 carbon atoms.

[0036] Q 1 and Q 11Examples of the linking group represented by the formula (Q-1) include groups represented by the formula (Q-28).

[0037] [ka]

[0038] [ka]

[0039] In formula (TA-1), a represents 0 or 1. When a=0, *-N(R k1 )-* part is *-N(R k1 )2. The Two R's k1 are each independently preferably a saturated hydrocarbon group of 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group of 6 to 14 carbon atoms which may have a substituent, more preferably a saturated hydrocarbon group of 1 to 15 carbon atoms which may have a substituent or an aromatic hydrocarbon group of 6 to 13 carbon atoms which may have a substituent, even more preferably a saturated hydrocarbon group of 1 to 10 carbon atoms which may have a substituent or an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, and even more preferably a saturated hydrocarbon group of 1 to 5 carbon atoms which may have a substituent or an aromatic hydrocarbon group of 6 to 11 carbon atoms which may have a substituent. When a=1, *-N(R k1 )-Q 1 -N(R k2 )-* part is *-N(R k1 )-Q 1 -N(R k2 )-*. R k1 and R k2 may be the same or different, but are preferably the same. R k1 and R k2is preferably a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, more preferably a hydrogen atom or a saturated hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, even more preferably a hydrogen atom or a saturated hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, and even more preferably a hydrogen atom.

[0040] In formula (TA-1), b represents an integer of 1 or more, preferably an integer of 1 to 5, and more preferably an integer of 1 or 2. The total number of cations ((1+a)×m) and the total number of anions (b×m) are the same, and the compound represented by formula (TA-1) is neutral in charge.

[0041] When m is 2 or more, the multiple cations contained in formula (TA-1) may be the same as or different from one another. Specifically, the multiple cations contained in formula (TA-1) refer to cations represented by formula (TA-k).

[0042] [ka]

[0043] [In formula (TA-k), R t41 ~R t44 , R t141 ~R t144 , R t47 ~R t54 , R t147 ~R t154 , T 1 , T 2 , Q 1 , R k1 , R k2 and a are the same as above]

[0044] When r is 2 or more, the multiple anions contained in formula (TB-1) may be the same as or different from one another. Specifically, the multiple anions contained in formula (TB-1) refer to anions represented by formula (TB-a).

[0045] [ka]

[0046] [In formula (TB-a), R u41 ~R u44 , R u141 ~R u144 , R u47 ~R u54 , R u147 ~R u154 , T 11 , T 12 , Q 11 , R k11 , R k12 , c and R f is the same as above]

[0047] Preferred embodiments of the compound represented by formula (TA-1) are as follows:

[0048] [ka]

[0049] In formula (TA-1), [Y] m- As for [PW 12 O 40 ] 3- is preferred. R t41 ~R t42 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R t41 ~R t42 Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R t43 ~R t44 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R t43 ~R t44 Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R t141 ~R t142 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R t141 ~R t142 Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R t143 ~R t144 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R t143 ~R t144Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R t47 ~R t54 and R t147 ~R t154 are preferably each independently a hydrogen atom. T 1 and T 2 are each more preferably independently a thiazole ring which may have a substituent or a naphthalene ring which may have a substituent, and R T1 A thiazole ring or a naphthalene ring having the following formula is more preferred. Q 1 is preferably a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, more preferably a group represented by formulas (Q-1) to (Q-28), still more preferably a group represented by formulas (Q-17) to (Q-28), still more preferably a group represented by formulas (Q-17) to (Q-23), and particularly preferably a group represented by formula (Q-19). R k1 and R k2are each independently preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 14 carbon atoms which may have a substituent; more preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 15 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent; more preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 10 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may have a substituent; even more preferably a hydrogen atom, a linear or branched aliphatic hydrocarbon group of 1 to 8 carbon atoms which may have a substituent, or a phenyl group which may have a substituent; and even more preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, a tolyl group, a xylene group, or a phenyl group. When a=1, R k1 and R k2 are particularly preferably each independently a hydrogen atom. When a=0, R k1 is particularly preferably a methyl group, an ethyl group, or a propyl group, or a tolyl group, a xylene group, or a phenyl group.

[0050] Preferred embodiments of the compound represented by formula (TB-1) are as follows:

[0051] [ka]

[0052] In formula (TB-1), M r+ is preferably a divalent metal ion, more preferably an alkaline earth metal ion, and even more preferably a barium ion (Ba 2+ ) R u41 ~R u42 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R u41 ~R u42Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R u43 ~R u44 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R u43 ~R u44 Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R u141 ~R u142 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R u141 ~R u142Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R u143 ~R u144 are preferably each independently a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent or an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, and more preferably R u143 ~R u144 Among these, one is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group or a xylene group which may have a substituent, even more preferably a phenyl group or a xylene group). R u47 ~R u54 and R u147 ~R u154 are preferably each independently a hydrogen atom. T 11 and T 12 are each more preferably independently a thiazole ring which may have a substituent or a naphthalene ring which may have a substituent, and R T11 A thiazole ring or a naphthalene ring having the following formula is more preferred. Q 11is preferably a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent, more preferably a group represented by formulas (Q-1) to (Q-28), still more preferably a group represented by formulas (Q-17) to (Q-28), still more preferably a group represented by formulas (Q-17) to (Q-23), and particularly preferably a group represented by formula (Q-19). R k11 and R k12 are each independently preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 14 carbon atoms which may have a substituent; more preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 15 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent; more preferably a hydrogen atom, a saturated hydrocarbon group of 1 to 10 carbon atoms which may have a substituent, or an aromatic hydrocarbon group of 6 to 10 carbon atoms which may have a substituent; even more preferably a hydrogen atom, a linear or branched aliphatic hydrocarbon group of 1 to 8 carbon atoms which may have a substituent, or a phenyl group which may have a substituent; and even more preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, a tolyl group, a xylene group, or a phenyl group. When c=1, R k11 and R k12 are particularly preferably each independently a hydrogen atom. When c=0, R k11 is particularly preferably a methyl group, an ethyl group, or a propyl group, or a tolyl group, a xylene group, or a phenyl group.

[0053] The compound represented by formula (TA-1) is preferably a compound represented by formula (TA-2) in which a=0.

[0054] [ka]

[0055] [In formula (TA-2), [Y] m- , R t41 ~R t44 , Rt47 ~R t54 , T 1 , R k1 , b and m are the same as above.]

[0056] The compound represented by formula (TA-1) is preferably a compound represented by formula (TA-3) where a=1.

[0057] [ka]

[0058] [In formula (TA-3), [Y] m- , R t41 ~R t44 , R t47 ~R t54 , R t141 ~R t144 , R t147 ~R t154 , T 1 , R k1 , T 2 , R k2 , Q 1 , b, and m are the same as above.]

[0059] The compound represented by formula (TB-1) is preferably a compound represented by formula (TB-2) in which c=0.

[0060] [ka]

[0061] [In formula (TB-2), M r+ , R u41 ~R u44 , R u47 ~R u54 , T 11 , R k11 , k and r are the same as above.]

[0062] The compound represented by formula (TB-1) is preferably a compound represented by formula (TB-3) where c=1.

[0063] [ka]

[0064] [In formula (TB-3), M r+ , R u41 ~R u44 , R u47 ~R u54 , R u141 ~R u44 , R u147 ~R u154 , T 11 , R k11 , Q 11 , T 12 , R k12 , k and r are the same as above.]

[0065] When a=0 in formula (TA-1) and when c=0 in formula (TB-1), *-T 1 -N(R k1 )2 and *-T 11 -N(R k11 )2 are each independently preferably a ring represented by formula (T) (* represents a bond).

[0066] [ka]

[0067] [In formula (T), L a is a sulfur atom, an oxygen atom, or -NR 57 - represents. R 45 , R 46 and R 56 each independently represents a hydrogen atom, an optionally substituted saturated hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 14 carbon atoms, or an optionally substituted aralkyl group having 7 to 30 carbon atoms; R 45 and R 46 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. R 57is an alkyl group having 1 to 8 carbon atoms which may have a substituent. * indicates the bond position with the carbocation.

[0068] R 45 , R 46 and R 56 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may be linear, branched, or cyclic. Examples of the saturated hydrocarbon group having 1 to 20 carbon atoms include alkyl groups having 1 to 20 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, icosyl, isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl. R 45 , R 46 and R 56 The saturated hydrocarbon group represented by the formula (I) preferably has 1 to 15 carbon atoms, more preferably 1 to 10 carbon atoms, and even more preferably 1 to 5 carbon atoms. R 45 , R 46 and R 56 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may have a substituent, and the substituent may be at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, and an amino group.

[0069] R 45 , R 46 and R 56 Examples of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 1-anthryl group, a 2-anthryl group, and a 9-anthryl group. R 45 , R 46 and R 56The aromatic hydrocarbon group represented by the formula (I) preferably has 6 to 14 carbon atoms, more preferably 6 to 13 carbon atoms, even more preferably 6 to 12 carbon atoms, even more preferably 6 to 11 carbon atoms, and even more preferably 6 to 10 carbon atoms. R 45 , R 46 and R 56 The aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) may have a substituent. R in formula (TA-2) 45 , R 46 and R 56 The substituent of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) can be at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, and a formyl group. R in formula (TB-2) 45 , R 46 and R 56 The substituents of the aromatic hydrocarbon group having 6 to 14 carbon atoms represented by the formula (I) are halogen atoms, nitro groups, hydroxy groups, formyl groups, -SO3 - and -SO2-N - -SO2-R f At least one selected from the group consisting of:

[0070] R 45 , R 46 and R 56 Examples of the aralkyl group having 7 to 30 carbon atoms represented by the following formula include a benzyl group, a phenethyl group, a naphthylmethyl group, and a 3-phenylpropyl group. R 45 , R 46 and R 56 The aralkyl group represented by the following formula (I) preferably has 7 to 25 carbon atoms, more preferably 7 to 20 carbon atoms, and even more preferably 7 to 15 carbon atoms. R 45 , R 46 and R 56 The aralkyl group having 7 to 30 carbon atoms represented by the following formula may have a substituent. R in formula (TA-2) 45 , R 46 and R 56Examples of the substituent of the aralkyl group having 7 to 30 carbon atoms represented by the following formula include at least one selected from the group consisting of a halogen atom, a nitro group, a hydroxy group, and a formyl group. R in formula (TB-2) 45 , R 46 and R 56 The substituent of the aralkyl group having 7 to 30 carbon atoms represented by the formula (I) is a halogen atom, a nitro group, a hydroxy group, a formyl group, -SO3 - and -SO2-N - -SO2-R f At least one selected from the group consisting of:

[0071] R 57 Examples of the alkyl group having 1 to 8 carbon atoms represented by the formula (I) include those having 1 to 8 carbon atoms among the above-mentioned examples of alkyl groups having 1 to 20 carbon atoms. R 57 The alkyl group having 1 to 8 carbon atoms represented by the formula (I) may have a substituent, and the substituent may be at least one selected from the group consisting of a halogen atom, a hydroxy group, a formyl group, and an amino group.

[0072] R 45 and R 46 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. The 3- to 10-membered nitrogen-containing heterocycle may be either a monocycle or a condensed ring. Examples of the 3- to 10-membered nitrogen-containing heterocycle include a pyrrolidine ring, a morpholine ring, a piperidine ring, and a piperazine ring.

[0073] In formula (T), L a is preferably a sulfur atom. R 45 ~R 46Among these, it is preferred that one of them is a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent (preferably an alkyl group having 1 to 20 carbon atoms which may have a substituent, more preferably an alkyl group having 1 to 10 carbon atoms which may have a substituent, even more preferably a methyl group or an ethyl group), and the other is an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent (preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, more preferably a phenyl group which may have a substituent, even more preferably a phenyl group, a tolyl group or a xylene group). R 56 is preferably an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, more preferably an aromatic hydrocarbon group having 6 to 8 carbon atoms which may have a substituent, even more preferably a phenyl group which may have a substituent, and even more preferably a phenyl group which has a fluorine atom or a bromine atom.

[0074] The triarylmethane dye is preferably a compound represented by formula (TA-I-1), a compound represented by formula (TA-I-2), a compound represented by formula (TB-I-1), or a compound represented by formula (TB-I-2). In addition, in formula (TB-I-1), two "-SO3 -2 " indicates that each anion has -SO3 as a substituent. - and -SO3 in each anion - The sum of the numbers of -SO3 in the two anions is 2 (i.e., - This means that the total number of In formula (TB-I-2), four "-SO3 -2 " indicates that the anion has -SO3 as a substituent. - and -SO3 in the anion - This means that the total number of

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[0079] <Xanthene dye> Xanthene dyes are dyes containing compounds with a xanthene skeleton in the molecule. Examples of xanthene dyes include CI Acid Red 51 (hereinafter, the term CI Acid Red will be omitted and only the number will be used. The same applies to other dyes.), 52, 87, 92, 94, 289, 388, CI Acid Violet 9, 30, 102, CI Basic Red 1 (Rhodamine 6G), 2, 3, 4, 8, CI Basic Red 10, 11, CI Basic Violet 10 (Rhodamine B), 11, CI Solvent Red 218, CI Mordant Red 27, CI Reactive Red 36 (Rose Bengal B), sulforhodamine G, the xanthene dyes described in JP 2010-32999 A and the xanthene dyes described in JP 4492760 A, and the like. Xanthene dyes that are soluble in organic solvents are preferred.

[0080] The xanthene dye is preferably a compound represented by formula (XA-1): The compound represented by formula (XA-1) may be a tautomer thereof.

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[0082] [In formula (XA-1), R x1 ~R x4are each independently a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or *-R x12 -Si(R x13 ) 3 (wherein * indicates the bonding position to the nitrogen atom), or R x1 and R x2 may be taken together to form a ring containing the nitrogen atom, R x3 and R x4 and may be taken together to form a ring containing a nitrogen atom. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be -O-, -CO- or -NR x11 However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- groups are not simultaneously replaced with -O-, and the terminal -CH2- group is not replaced with -O- or -CO-. R x5 -OH, -SO3 - , -SO3H, -SO3 - Z + , -CO2H, -CO2 - Z + , -CO2R x8 , -SO3R x8 or -SO2NR x9 R x10 Represents. R x6 ~R x7 each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R x8 represents a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a halogen atom. R x9 and R x10 each independently represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R x9 and R x10 may be taken together to form a ring containing the nitrogen atom. R x11 represents a hydrogen atom, a monovalent saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. R x12 represents an alkanediyl group having 1 to 10 carbon atoms, and -CH2- contained in the alkanediyl group is not selected from -O-, -CO-, -NR x8 It may be substituted by -, -OCO-, -COO-, -OCONH-, -CONH- or -NHCO-. R x13 represents a hydrogen atom, a hydroxy group, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and a plurality of R x13 may be the same or different. Z + is N + (R x11 )4, Na + or K + represents the four R's x11 may be the same or different. X represents a halogen atom. b represents 0 or 1. m represents an integer of 0 to 5, and when m is 2 or more, a plurality of R x5 may be the same or different. However, in the formula (XA-1), -SO3 in the form of an ion - If present, there is one.]

[0083] The halogen atom represented by X includes a fluorine atom, a bromine atom and an iodine atom.

[0084] R x1 ~R x4 Examples of the aromatic hydrocarbon group having 6 to 10 carbon atoms represented by the formula include a phenyl group, a tolyl group, a xylyl group, a mesityl group, a propylphenyl group, and a butylphenyl group. R x1 ~R x4 The aromatic hydrocarbon group having 6 to 10 carbon atoms represented by the formula (I) may have a substituent, and the substituent may be a halogen atom, -R x8 , -OH, -OR x8 , -SO3 - , -SO3H, -SO3 - Z + , -CO2H, -CO2R x8 , -SRx8 , -SO2R x8 , -SO3R x8 or -SO2NR x9 R x10 Among these, -SO3 - , -SO3H, -SO3 - Z + and -SO2NR x9 R x10 is preferred, -SO3 - Z + and -SO2NR x9 R x10 In this case, -SO3 - Z + As for -SO3 - N + (R x11 )4 is preferred. R x8 represents a saturated hydrocarbon group having 1 to 20 carbon atoms which may be substituted with a halogen atom. R x9 and R x10 each independently represents a hydrogen atom or a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, and R x9 and R x10 and may be taken together to form a ring containing a nitrogen atom. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH2- contained in the saturated hydrocarbon group may be -O-, -CO-, -NH- or -NR x8 However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- groups are not simultaneously replaced with -O-, and the terminal -CH2- group is not replaced with -O- or -CO-. Z + is N + (R x11 )4, Na + or K + represents the four R's x11 may be the same or different. + is preferably N + (R x11 ) 4. + (R x11 )4 is the four R x11Among the four R, at least two are preferably monovalent saturated hydrocarbon groups having 5 to 20 carbon atoms. x11 The total number of carbon atoms is preferably 20 to 80, and more preferably 20 to 60.

[0085] R x1 ~R x4 , R x8 ~R x11 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may be linear, branched, or cyclic, and examples thereof include alkyl groups having 1 to 20 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, hexadecyl, icosyl, isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl groups; and alicyclic saturated hydrocarbon groups having 3 to 20 carbon atoms, such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl groups. R x1 ~R x4 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may have a substituent, and examples of the substituent include an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, a halogen atom, and a carboxy group. Examples of the aromatic hydrocarbon group having 6 to 10 carbon atoms as a substituent include R x1 ~R x4 Examples include the same aromatic hydrocarbon groups having 6 to 10 carbon atoms as those represented by the following formula: R x8 Examples of the halogen atom that the saturated hydrocarbon group having 1 to 20 carbon atoms and represented by the following formula (I) has as a substituent include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. R x9 and R x10 The saturated hydrocarbon group having 1 to 20 carbon atoms represented by the formula (I) may have a substituent, and examples of the substituent include a hydroxy group and a halogen atom.

[0086] -OR x8Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, a 2-ethylhexyloxy group, and an icosyloxy group. -CO2R x8 Examples of the alkoxycarbonyl group include a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a tert-butoxycarbonyl group, a hexyloxycarbonyl group, and an icosyloxycarbonyl group. -SR x8 Examples of the sulfanyl group include a methylsulfanyl group, an ethylsulfanyl group, a butylsulfanyl group, a hexylsulfanyl group, a decylsulfanyl group, and an icosylsulfanyl group. -SO2R x8 Examples of the sulfonyl group include a methylsulfonyl group, an ethylsulfonyl group, a butylsulfonyl group, a hexylsulfonyl group, a decylsulfonyl group, and an icosylsulfonyl group. -SO3R x8 Examples of the sulfonyl group include a methoxysulfonyl group, an ethoxysulfonyl group, a propoxysulfonyl group, a tert-butoxysulfonyl group, a hexyloxysulfonyl group, and an icosyloxysulfonyl group. -SO2NR x9 R x10 These include: sulfamoyl group; N-Methylsulfamoyl group, N-ethylsulfamoyl group, N-propylsulfamoyl group, N-isopropylsulfamoyl group, N-butylsulfamoyl group, N-isobutylsulfamoyl group, N-sec-butylsulfamoyl group, N-tert-butylsulfamoyl group, N-pentylsulfamoyl group, N-(1-ethylpropyl)sulfamoyl group, N-(1,1-dimethylpropyl)sulfamoyl group, N-(1,2-dimethylpropyl)sulfamoyl group, N-(2,2-dimethylpropyl)sulfamoyl group, N-(1-methylbutyl)sulfamoyl group, N-(2-methylbutyl)sulfamoyl group N-1-substituted sulfamoyl groups such as a sulfamoyl group, an N-(3-methylbutyl)sulfamoyl group, an N-cyclopentylsulfamoyl group, an N-hexylsulfamoyl group, an N-(1,3-dimethylbutyl)sulfamoyl group, an N-(3,3-dimethylbutyl)sulfamoyl group, an N-heptylsulfamoyl group, an N-(1-methylhexyl)sulfamoyl group, an N-(1,4-dimethylpentyl)sulfamoyl group, an N-octylsulfamoyl group, an N-(2-ethylhexyl)sulfamoyl group, an N-(1,5-dimethyl)hexylsulfamoyl group, and an N-(1,1,2,2-tetramethylbutyl)sulfamoyl group; N,N-disubstituted sulfamoyl groups such as N,N-dimethylsulfamoyl group, N,N-ethylmethylsulfamoyl group, N,N-diethylsulfamoyl group, N,N-propylmethylsulfamoyl group, N,N-isopropylmethylsulfamoyl group, N,N-tert-butylmethylsulfamoyl group, N,N-butylethylsulfamoyl group, N,N-bis(1-methylpropyl)sulfamoyl group and N,N-heptylmethylsulfamoyl group.

[0087] R x1 and R x2 , R x3 and R x4 , R x9 and R x10 Examples of the ring formed by combining with are as follows:

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[0089] R x6 ~R x7 Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula: x1 ~R x4 Among the alkyl groups exemplified as saturated hydrocarbon groups having 1 to 20 carbon atoms represented by the following formula, those having 1 to 6 carbon atoms are exemplified.

[0090] R x11 Examples of the aralkyl group having 7 to 10 carbon atoms represented by the following formula include a benzyl group, a phenylethyl group, and a phenylbutyl group.

[0091] R x12 Examples of the alkanediyl group having 1 to 10 carbon atoms represented by the formula (I) include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, an isopropylene group, an isobutylene group, a 2-methyltrimethylene group, an isopentylene group, an isohexylene group, an isooctylene group, a 2-ethylhexylene group, etc. Among these, an alkanediyl group having 1 to 6 carbon atoms is preferred, and an alkanediyl group having 1 to 4 carbon atoms is more preferred.

[0092] R x13 Examples of the alkyl group having 1 to 4 carbon atoms represented by the formula include a methyl group, an ethyl group, a propyl group, and a butyl group. R x13 Examples of the alkoxy group having 1 to 4 carbon atoms represented by the formula (I) include a methoxy group, an ethoxy group, a propoxy group, and a t-butoxy group. R x13 is preferably a methyl group, an ethyl group, a methoxy group, or an ethoxy group, and more preferably a methoxy group or an ethoxy group.

[0093] R x5 is preferably -CO2H, -CO2 - Z + , -CO2R x8 , -SO3 - , -SO3 - Z+ , -SO3H or SO2NHR x9 and more preferably SO3 - , -SO3 - Z + , -SO3H or SO2NHR x9 is. m is preferably 1 to 4, and more preferably 1 or 2.

[0094] In formula (XA-1), R x1 ~R x4 are preferably each independently a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a carboxy group, an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, or *-R x12 -Si(R x13 ) 3 (wherein * indicates the bonding position to the nitrogen atom), or R x1 and R x2 may be taken together to form a ring containing the nitrogen atom, R x3 and R x4 may be taken together to form a ring containing the nitrogen atom. R x5 is preferably -SO3 - , -SO3H, -SO3 - Z + or -SO2NHR x10 Represents. R x6 and R x7 is preferably a hydrogen atom.

[0095] The compound represented by formula (XA-1) is preferably a compound represented by formula (XA-2). The compound represented by formula (XA-2) may be a tautomer thereof.

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[0097] [In formula (XA-2), R x31 and Rx32 are each independently a saturated hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or *-R x12 -Si(R x13 )3 (in the formula, * indicates the bonding position to the nitrogen atom), and when the saturated hydrocarbon group has 2 to 10 carbon atoms, -CH2- contained in the saturated hydrocarbon group is -O-, -CO- or -NR x11 However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH2- groups are not simultaneously replaced with -O-, and the terminal -CH2- group is not replaced with -O- or -CO-. R x33 and R x34 each independently represents an alkyl group having 1 to 4 carbon atoms, an alkylsulfanyl group having 1 to 4 carbon atoms, or an alkylsulfonyl group having 1 to 4 carbon atoms. R x31 and R x33 may be taken together to form a ring containing the nitrogen atom, R x32 and R x34 may be taken together to form a ring containing the nitrogen atom. p and q each independently represent an integer of 0 to 5, and when p is 2 or more, a plurality of R x33 may be the same or different, and when q is 2 or more, multiple R x34 may be the same or different. R x11 ~R x13 is the same as above.]

[0098] R x31 and R x32 The saturated hydrocarbon group having 1 to 10 carbon atoms represented by the formula (I) may be linear, branched, or cyclic, and examples thereof include alkyl groups having 1 to 10 carbon atoms, such as a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, isopropyl group, isobutyl group, isopentyl group, neopentyl group, and 2-ethylhexyl group; and alicyclic saturated hydrocarbon groups having 3 to 10 carbon atoms, such as a cyclopropyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, and cyclooctyl group. Rx31 and R x32 The saturated hydrocarbon group having 1 to 10 carbon atoms represented by the formula (I) may have a substituent, and examples of the substituent include an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, a halogen atom, and a carboxy group. R x31 and R x32 The aromatic hydrocarbon group having 6 to 10 carbon atoms as the substituent of R x1 ~R x4 Examples of the aromatic hydrocarbon group include those having 6 to 10 carbon atoms and represented by the following formula: and a phenyl group is preferred. R x31 and R x32 The aromatic hydrocarbon group having 6 to 10 carbon atoms which is the substituent of the above may have a substituent, and examples of the substituent include an alkyl group having 1 to 3 carbon atoms such as a methyl group, an ethyl group, or a propyl group, or an alkoxy group having 1 to 3 carbon atoms such as a methoxy group, an ethoxy group, or a propoxy group. R x31 and R x32 are preferably each independently a saturated hydrocarbon group having 1 to 3 carbon atoms which may have a carboxy group.

[0099] R x33 and R x34 Examples of the alkyl group having 1 to 4 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group. R x33 and R x34 Examples of the alkylsulfanyl group having 1 to 4 carbon atoms represented by the formula (I) include a methylsulfanyl group, an ethylsulfanyl group, a propylsulfanyl group, a butylsulfanyl group, and an isopropylsulfanyl group. R x33 and R x34 Examples of the alkylsulfonyl group having 1 to 4 carbon atoms represented by the formula (I) include a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, a butylsulfonyl group, and an isopropylsulfonyl group. R x33and R x34 is preferably an alkyl group having 1 to 4 carbon atoms, and more preferably a methyl group.

[0100] p and q are preferably integers of 0 to 2, and more preferably 0 or 1.

[0101] Examples of the compound (XA-1) include compounds represented by formulas (1-1) to (1-42). The compound (XA-1) is preferably a compound represented by formulas (1-24) to (1-42), more preferably a compound represented by formulas (1-24) to (1-33), and even more preferably a compound represented by formula (1-32) (a compound represented by formula (1a-1)). Note that R 40 represents a saturated hydrocarbon group having 1 to 20 carbon atoms, preferably a branched alkyl group having 6 to 12 carbon atoms, more preferably a 2-ethylhexyl group. 26 represents a saturated hydrocarbon group having 1 to 20 carbon atoms.

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[0109] The dye may be used as a dispersion in a colored curable resin composition or a color filter. The dispersant may be the same as the pigment dispersant described below, and the amount of the dispersant used may be the same as the amount of the pigment dispersant used below.

[0110] <Other dyes> The dye may include a colorant (hereinafter, sometimes referred to as colorant (A2)) different from the above-mentioned triarylmethane dye or xanthene dye.

[0111] The colorant (A2) may be either a dye or a pigment.

[0112] 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).

[0113] As the dye, for example, azo dyes, cyanine dyes, thiazole dyes, oxazine dyes, phthalocyanine 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, etc. may be used, and known dyes are used for each of these.

[0114] 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), 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 117, 162, 163, 167, and 189; CI Solvent Red 45, 49, 111, 125, 130, 143, 145, 146, 150, 151, 155, 168, 169, 172, 175, 181, 207, 222, 227, 230, 245, 247; CI Solvent Orange 2, 7, 11, 15, 26, 56, 77, 86; 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, 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, and 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, 57, 66, 73, 76, 80, 88, 91, 95, 97, 98, 103, 106, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 155, 158, 160, 172, 176, 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, 236, 237, 238, 240, 241, 242, 243, 245, 24 83, 195, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, ​​383, 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, 169, 173; CI Acid Violet 6B, 7, 15, 16, 17, 19, 21, 23, 24, 25, 34, 38, 49, 72; 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, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 1 23, 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, 256, 259, 267, 269, 278, 280, 285, 290, 296, 315, 324, 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, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 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, 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, 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, 77, 79, 82; CI Disperse Yellow 51, 54, 76; CI Disperse Violet 26, 27; CI Disperse dyes such as CI Disperse Blue 1, 14, 56, and 60, 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 Red 9; 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, 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, and 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.

[0115] Examples of pigments include those classified as pigments in the Color Index (published by The Society of Dyers and Colourists), and the following pigments can be mentioned as examples.

[0116] Green pigment: CI Pigment Green 7, 36, 58, etc. Yellow pigments: 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, etc. Orange pigments: CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, 71, 73, etc. Red pigments: CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 209, 215, 216, 224, 242, 254, 255, 264, 265, etc. Blue pigments: CI Pigment Blue 15, 15:3, 15:4, 15:6, 60, etc. Purple pigments: CI Pigment Violet 1, 19, 23, 29, 32, 36, 38, etc. One or more of these pigments may be used for each color, or pigments of each color may be combined.

[0117] The pigment may be subjected to, as necessary, rosin treatment, surface treatment using a pigment derivative or the like into which an acidic or basic group has been introduced, grafting treatment onto the pigment surface with a polymer compound or the like, atomization treatment using a sulfuric acid atomization method or the like, washing treatment with an organic solvent or water to remove impurities, or treatment to remove ionic impurities using an ion exchange method or the like. The particle size of the pigment is preferably approximately uniform. By adding a pigment dispersant and performing a dispersion treatment, the pigment can be made into a pigment dispersion in which the pigment is uniformly dispersed in the pigment dispersant solution. The pigments may be dispersed individually, or multiple types may be mixed and dispersed.

[0118] 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).

[0119] 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 pigment. 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 when two or more pigments are used.

[0120] The content of the dye in the colored resin composition is preferably 0.5 to 80 mass%, more preferably 1 to 70 mass%, and even more preferably 2 to 55 mass%, based on the total amount of solids. When the content of the colorant (A) is within the above range, it becomes easier to obtain the desired spectrum and color density.

[0121] <Resin (B) (binder)> The resin (B) is not particularly limited, but is preferably an alkali-soluble resin. Examples of the resin (B) include the following resins [K1] to [K6]. Resin [K1]: a copolymer of at least one member (a) (hereinafter sometimes referred to as "(a)") selected from the group consisting of unsaturated carboxylic acids and unsaturated carboxylic acid anhydrides, and 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 of (a), (b), and a monomer (c) copolymerizable with (a) (but different from (a) and (b)) (hereinafter sometimes referred to as "(c)"); Resin [K3]; copolymer of (a) and (c); Resin [K4]: A resin obtained by reacting a copolymer of (a) and (c) with (b); Resin [K5]: a resin obtained by reacting a copolymer of (b) and (c) with (a); Resin [K6]: A resin obtained by reacting a copolymer of (b) and (c) with (a) and then reacting it with a polycarboxylic acid and / or a carboxylic acid anhydride.

[0122] 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.

[0123] (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.

[0124] 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)").

[0125] 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.

[0126] 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.

[0127] 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 (R1), and compounds represented by formula (R2).

[0128] [ka]

[0129] [In formula (R1) and formula (R2), R ra and R rb 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 ra and X rb is a single bond, *-R rc -, *-R rc -O-, *-R rc -S- or *-R rc represents -NH-. R rc represents an alkanediyl group having 1 to 6 carbon atoms. * represents a bond to O.]

[0130] 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. Rra and R rb 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.

[0131] 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 ra and X rb 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).

[0132] Examples of compounds represented by formula (R1) include compounds represented by any of formulas (R1-1) to (R1-15). Among these, compounds represented by formula (R1-1), (R1-3), (R1-5), (R1-7), (R1-9), or (R1-11) to (R1-15) are preferred, and compounds represented by formula (R1-1), (R1-7), (R1-9), or (R1-15) are more preferred.

[0133] [ka]

[0134] [ka]

[0135] Compounds represented by formula (R2) include compounds represented by any of formulas (R2-1) to (R2-15). Among these, compounds represented by formula (R2-1), (R2-3), (R2-5), (R2-7), (R2-9), or (R2-11) to (R2-15) are preferred, and compounds represented by formula (R2-1), (R2-7), (R2-9), or (R2-15) are more preferred.

[0136] [ka]

[0137] [ka]

[0138] Compounds represented by formula (R2) include compounds represented by any of formulas (R2-1) to (R2-15). Among these, compounds represented by formula (R2-1), (R2-3), (R2-5), (R2-7), (R2-9), or (R2-11) to (R2-15) are preferred, and compounds represented by formula (R2-1), (R2-7), (R2-9), or (R2-15) are more preferred.

[0139] 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.

[0140] 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.

[0141] As (b), (b1) is preferred in that it can further increase the reliability of the obtained color filter in terms of heat resistance, chemical resistance, etc. Furthermore, (b1-2) is more preferred in that it provides excellent storage stability to the colored curable resin composition.

[0142] Examples of (c) include 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, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0] 2,6 ]decan-8-yl(meth)acrylate (commonly known in the art as "dicyclopentanyl(meth)acrylate" and sometimes as "tricyclodecyl(meth)acrylate"), tricyclo[5.2.1.0 2,6 (meth)acrylic acid esters such as ]decen-8-yl (meth)acrylate (commonly known as "dicyclopentenyl (meth)acrylate" in the technical field), dicyclopentanyloxyethyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, allyl (meth)acrylate, propargyl (meth)acrylate, phenyl (meth)acrylate, naphthyl (meth)acrylate, and benzyl (meth)acrylate; hydroxy group-containing (meth)acrylic acid esters such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; dicarboxylic acid diesters such as diethyl maleate, diethyl fumarate, and diethyl itaconate; Bicyclo[2.2.1]hept-2-ene, 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'-hydroxyethyl)bicyclo[2.2.1]hept-2-ene, 5-methoxybicyclo[2.2.1]hept-2-ene Bicyclo[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 bicyclounsaturated compounds such as 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, and 5,6-bis(cyclohexyloxycarbonyl)bicyclo[2.2.1]hept-2-ene; 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 include styrene, α-methylstyrene, m-methylstyrene, p-methylstyrene, vinyltoluene, p-methoxystyrene, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, vinyl acetate, 1,3-butadiene, isoprene, and 2,3-dimethyl-1,3-butadiene. As (c), from the viewpoint of copolymerization reactivity and heat resistance, hydroxyl group-containing (meth)acrylic acid esters or dicarbonyl imide derivatives are preferred, and 2-hydroxyethyl (meth)acrylate or N-cyclohexylmaleimide is more preferred.

[0143] In the resin [K1], 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 (b): 40 to 98 mol% It is preferred that Structural units derived from (a): 10 to 50 mol% Structural units derived from (b): 50 to 90 mol% It is more preferable that: When the ratio of the structural units of the resin [K1] is within the above range, the colored curable resin composition tends to have excellent storage stability, developability when forming a colored pattern, and solvent resistance of the resulting color filter.

[0144] Resin [K1] can be produced, for example, by the method described in the literature "Experimental Methods of Polymer Synthesis" (written by Takayuki Otsu, published by Kagaku Dojin Co., Ltd., 1st edition, 1st printing, published March 1, 1972) and by reference to the references described in said literature.

[0145] Specifically, a method can be exemplified in which predetermined amounts of (a) and (b), a polymerization initiator, a solvent, and the like 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, and the like 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 (E) described below.

[0146] The resulting copolymer may be used as a solution after the reaction as is, or may be a concentrated or diluted solution, or may be extracted as a solid (powder) by a method such as reprecipitation. In particular, by using the solvent contained in the colored curable resin composition as the solvent during the polymerization, the solution after the reaction can be used as is for preparing the colored curable resin composition, thereby simplifying the production process of the colored curable resin composition.

[0147] In the resin [K2], the ratio of the structural units derived from each of these is as follows: Structural units derived from (a): 2 to 45 mol% Structural units derived from (b): 2 to 95 mol% Structural units derived from (c): 1 to 65 mol% It is preferred that Structural units derived from (a): 5 to 40 mol% Structural units derived from (b): 5 to 80 mol% Structural units derived from (c): 5 to 60 mol% It is more preferable that: When the ratio of the structural units of the resin [K2] is within the above range, the colored curable 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.

[0148] Resin [K2] can be produced, for example, in the same manner as described above for producing resin [K1].

[0149] 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% It is preferred that Structural units derived from (a): 10 to 50 mol% Structural units derived from (c): 50 to 90 mol% It is more preferable that: Resin [K3] can be produced, for example, in the same manner as described above for producing resin [K1].

[0150] 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].

[0151] 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 curable 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. Because the reactivity of cyclic ethers is high and unreacted (b) is unlikely to remain, (b1) is preferred as (b) used in resin [K4], and (b1-1) is more preferred. 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.

[0152] 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% It is preferred that Structural units derived from (b): 10 to 90 mol% Structural units derived from (c): 10 to 90 mol% It is more preferable that:

[0153] Furthermore, under the same conditions as in the production method of resin [K4], resin [K5] can be obtained by reacting the cyclic ether derived from (b) contained in the copolymer of (b) and (c) with the carboxylic acid or carboxylic anhydride contained in (a). The amount of (a) used to react with the copolymer is preferably 5 to 80 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.

[0154] Resin [K6] is a resin obtained by further reacting resin [K5] with a carboxylic acid anhydride. The hydroxyl group generated by the reaction of a cyclic ether with a carboxylic acid or a carboxylic acid anhydride is reacted with the carboxylic acid anhydride. Examples of the carboxylic acid anhydride include 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, 5,6-dicarboxybicyclo[2.2.1]hept-2-ene anhydride, etc. The amount of the carboxylic acid anhydride used is preferably 0.5 to 1 mole per mole of the amount of (a) used.

[0155] 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 resin [K1]; 3,4-epoxytricyclo[5.2.1.0 2,6 ] Decyl acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer, 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 / 2-hydroxyethyl (meth)acrylate copolymer, 3-methyl-3-(meth)acryloyloxymethyloxetane / (meth)acrylic acid / styrene copolymer, etc. [K2]; benzyl (meth)acrylate / (meth)acrylic acid copolymer, styrene / (meth)acrylic acid copolymer, etc. [K3]; resins obtained by adding glycidyl (meth)acrylate to benzyl (meth)acrylate / (meth)acrylic acid copolymer, resins obtained by adding glycidyl (meth)acrylate to tricyclodecyl (meth)acrylate / styrene / (meth)acrylic acid copolymer, tricyclodecyl Resins such as resins obtained by adding glycidyl (meth)acrylate to a (meth)acrylate / benzyl (meth)acrylate / (meth)acrylic acid copolymer [K4]; resins obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid, resins such as resins obtained by reacting a tricyclodecyl (meth)acrylate / styrene / glycidyl (meth)acrylate copolymer with (meth)acrylic acid [K5]; and resins such as resins obtained by reacting a tricyclodecyl (meth)acrylate / glycidyl (meth)acrylate copolymer with (meth)acrylic acid and further reacting tetrahydrophthalic anhydride with the resin [K6]. Among these, resin (B) is preferably resin [K1] or resin [K2], and more preferably resin [K2].

[0156] The polystyrene-equivalent weight average molecular weight of resin (B) is preferably 500 to 100,000, more preferably 600 to 50,000, and even more preferably 700 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.

[0157] 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.

[0158] The acid value of the resin (B) is preferably 50 to 170 mg-KOH / g, more preferably 60 to 150 mg-KOH / g, and even more preferably 70 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.

[0159] The content of resin (B) is preferably 7 to 80 mass % relative to the total amount of solids, more preferably 13 to 75 mass %, even more preferably 17 to 70 mass %, and even more preferably 17 to 55 mass %. 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.

[0160] <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.

[0161] Among them, 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 tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol octa(meth)acrylate, tripentaerythritol hepta(meth)acrylate, tetrapentaerythritol deca(meth)acrylate, tetrapentaerythritol nona(meth)acrylate, tri(meth)acrylate, tetra ... Examples of the acrylate copolymer include 2-(2-(meth)acryloyloxyethyl)isocyanurate, ethylene glycol-modified pentaerythritol tetra(meth)acrylate, ethylene glycol-modified dipentaerythritol hexa(meth)acrylate, propylene glycol-modified pentaerythritol tetra(meth)acrylate, propylene glycol-modified dipentaerythritol hexa(meth)acrylate, caprolactone-modified pentaerythritol tetra(meth)acrylate, and caprolactone-modified dipentaerythritol hexa(meth)acrylate. Of these, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate are preferred, with dipentaerythritol hexa(meth)acrylate being more preferred.

[0162] The weight average molecular weight of the polymerizable compound (C) is preferably 150 or more and 2,900 or less, more preferably 250 or more and 1,500 or less.

[0163] The content of the polymerizable compound (C) is preferably 7 to 65 mass %, more preferably 13 to 60 mass %, and even more preferably 17 to 55 mass %, based on the total amount of solids. When the content of the polymerizable compound (C) is within the above range, the residual film rate during color pattern formation and the chemical resistance of the color filter tend to be improved.

[0164] <Polymerization initiator (D)> The polymerization initiator (D) is not particularly limited as long as it is a compound that can generate active radicals, acids, etc. by the action of light or heat and initiate polymerization, and known polymerization initiators can be used. Examples of polymerization initiators that generate active radicals include alkylphenone compounds, triazine compounds, acylphosphine oxide compounds, O-acyloxime compounds, and biimidazole compounds.

[0165] The O-acyloxime compound is a compound having a partial structure represented by formula (d1): Hereinafter, * represents a bond.

[0166] [ka]

[0167] 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-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethan-1-imine, N- Examples thereof include 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-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, and 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one. Commercially available products such as Irgacure OXE01, OXE02, and OXE03 (all manufactured by BASF), N-1919 (manufactured by ADEKA), PBG-314, PBG-317, PBG-326, PBG-327, and PBG-329 (all manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) may also be used.Among them, O-acyloxime compounds include N-acetyloxy-1-[4-(2-hydroxyethyloxy)phenylsulfanylphenyl]propan-1-one-2-imine, N-acetyloxy-1-(4-phenylsulfanylphenyl)-3-cyclohexylpropan-1-one-2-imine, 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one, N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, At least one selected from the group consisting of N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine and N-benzoyloxy-1-(4-phenylsulfanylphenyl)-3-cyclopentylpropan-1-one-2-imine is preferred, with 2-[(acetyloxy)imino]-3-cyclohexyl-1-[4-(phenylsulfanyl)phenyl]propan-1-one and N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine being more preferred. These O-acyloxime compounds tend to produce color filters with high brightness.

[0168] The alkylphenone compound is a compound having a partial structure represented by formula (d2) or (d3). In these partial structures, the benzene ring may have a substituent.

[0169] [ka]

[0170] Examples of compounds having a partial structure represented by formula (d2) 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.

[0171] Examples of compounds having a partial structure represented by formula (d3) 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 (d2).

[0172] 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.

[0173] 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.

[0174] 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) 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-48-38403 and JP-A-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-7-10913).

[0175] 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) (especially amines) described below.

[0176] 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.

[0177] 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, and more preferably a polymerization initiator containing an alkylphenone compound.

[0178] The content of the polymerization initiator (D) is preferably 0.1 to 30 parts by mass, and 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.

[0179] <Polymerization initiator aid (D1)> The polymerization initiation aid (D1) is a compound or sensitizer used to promote the polymerization of a polymerizable compound whose polymerization has been initiated by a polymerization initiator. When the polymerization initiation aid (D1) is contained, it is usually used in combination with the polymerization initiator (D). Examples of the polymerization initiation aid (D1) include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

[0180] 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, among which 4,4'-bis(diethylamino)benzophenone is preferred. Commercially available products such as EAB-F (manufactured by Hodogaya Chemical Co., Ltd.) may also be used.

[0181] 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.

[0182] Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

[0183] 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.

[0184] The polymerization initiation aid (D1) is preferably a thioxanthone compound, more preferably 2,4-diethylthioxanthone.

[0185] When these polymerization initiation aids (D1) are used, the content thereof 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 amount of the polymerization initiation aid (D1) is within this range, a colored pattern can be formed with even higher sensitivity, and the productivity of the color filter tends to improve.

[0186] <Solvent (E)> The solvent (E) is not particularly limited, and a solvent commonly used in the art can be used. Examples thereof include ester solvents (solvents containing -COO- but not -O- in the molecule), ether solvents (solvents containing -O- but not -COO- in the molecule), ether ester solvents (solvents containing -COO- and -O- in the molecule), ketone solvents (solvents containing -CO- but not -COO- in the molecule), alcohol solvents (solvents containing OH in the molecule but not -O-, -CO-, or -COO-), aromatic hydrocarbon solvents, amide solvents, and dimethyl sulfoxide.

[0187] Examples of ester solvents 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.

[0188] 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.

[0189] 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, methyl 2-ethoxy ... Examples of the alkyl ether acetate include ethyl 2-methoxy-2-methylpropionate, 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, and diethylene glycol monobutyl ether acetate.

[0190] 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.

[0191] Examples of alcohol solvents include methanol, ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, propylene glycol, and glycerin.

[0192] Aromatic hydrocarbon solvents include benzene, toluene, xylene, and mesitylene.

[0193] Amide solvents include N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

[0194] The solvent is preferably one or more selected from the group consisting of ether solvents, ether ester solvents, amide solvents, and ketone solvents, more preferably includes an ether solvent, an ether ester solvent, and a ketone solvent, and further preferably includes diethylene glycol methyl ethyl ether, propylene glycol monomethyl ether acetate, and diacetone alcohol.

[0195] Among the above solvents, from the viewpoints of coatability and drying property, organic solvents having a boiling point at 1 atm of 120° C. or more and 180° C. or less are preferred. Preferred solvents are propylene glycol monomethyl ether acetate, ethyl lactate, propylene glycol monomethyl ether, ethyl 3-ethoxypropionate, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, 4-hydroxy-4-methyl-2-pentanone, and N,N-dimethylformamide, and more preferred are propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, ethyl lactate, and ethyl 3-ethoxypropionate.

[0196] The content of the solvent (E) is preferably 70 to 95 mass%, more preferably 75 to 92 mass%, based on the total amount of the colored curable resin composition. In other words, the solid content of the colored curable resin composition is preferably 5 to 30 mass%, more preferably 8 to 25 mass%. When the content of the solvent (E) is within the above range, the flatness during application is good, and the color density is not insufficient when a color filter is formed, so that the display characteristics tend to be good.

[0197] <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. Examples of silicone surfactants include surfactants having a siloxane bond in the molecule, such as 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).

[0198] Examples of the fluorine-based surfactant 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 (formerly Asahi Glass Co., Ltd.)), and E5844 (manufactured by Daikin Fine Chemicals Research Institute, Ltd.).

[0199] Examples of the silicone surfactant having a fluorine atom 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).

[0200] The content of the leveling agent (F) is preferably 0.001 to 0.2 mass%, more preferably 0.002 to 0.1 mass%, and even more preferably 0.005 to 0.05 mass%, relative to the total amount of the colored curable resin composition. 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.

[0201] <Other ingredients> The colored curable resin composition may contain additives known in the technical field, such as fillers, other polymer compounds, adhesion promoters, antioxidants, light stabilizers, and chain transfer agents, as needed.

[0202] <Method for producing colored curable resin composition> The colored curable resin composition can be prepared, for example, by mixing the dye (A), the resin (B), and, if necessary, the polymerizable compound (C), the polymerization initiator (D), the solvent (E), the leveling agent (F), the polymerization initiation aid (D1), and other components. The dye (A) may be contained in advance in a pigment dispersion liquid, and the remaining components are mixed with the pigment dispersion liquid to give a predetermined concentration, thereby preparing the desired colored curable resin composition. When a dye is contained, the dye may be dissolved in advance in part or all of the solvent (E) to prepare a solution, which is preferably filtered through a filter having a pore size of about 0.01 to 1 μm. The colored curable resin composition after mixing is preferably filtered through a filter with a pore size of about 0.01 to 10 μm.

[0203] <Color filter> Methods for producing a colored pattern of a color filter from a colored curable resin composition include photolithography, inkjet printing, and printing. Among these, photolithography is preferred. The photolithography method involves applying the colored curable resin composition to a substrate, drying it to form a composition layer, and then exposing and developing the composition layer through a photomask. In the photolithography method, 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 the composition. The colored pattern or colored coating film thus formed is the color filter of the present invention.

[0204] The film thickness of the color filter (colored coating 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.

[0205] 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.

[0206] The 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, the colored curable resin composition is applied onto a substrate, and then dried by heating (pre-baking) and / or drying under reduced pressure to remove volatile components such as solvents, thereby obtaining a smooth composition layer. Examples of the coating method include spin coating, slit coating, and slit and spin coating. The temperature when drying by heating 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 is performed under reduced pressure, it is preferably performed under a pressure of 50 to 150 Pa at a temperature of 20 to 25° C. The thickness of the composition layer is not particularly limited and may be appropriately selected depending on the thickness of the desired color filter.

[0207] The composition layer is then exposed to light 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 use 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 350 nm may be cut using a filter that cuts this wavelength range, or light around 436 nm, 408 nm, and 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 apparatus or proximity exposure apparatus such as a mask aligner and a stepper, since it is possible to uniformly irradiate the entire exposure surface with parallel light and to accurately align the photomask and substrate.

[0208] 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.

[0209] 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.

[0210] 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]

[0211] The present invention will be described in more detail below with reference to examples. However, the present invention is not limited to the following examples, and can be practiced with appropriate modifications within the scope of the spirit described above and below, all of which are within the technical scope of the present invention. In the following, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass." The tap water used below meets the WHO drinking water quality guidelines of a chlorine concentration of 5 mg / L or less (5 ppm or less) and also meets the standard for Osaka City, Osaka Prefecture, of a chlorine concentration of 0.1 to 1 mg / L (0.1 to 1 ppm).

[0212] [Comparative Synthesis Example 1] The following reaction was carried out under a nitrogen atmosphere. 8.0 parts of the compound represented by formula (TA-II-1) and 396.0 parts of methanol were added to a flask equipped with a condenser and a stirrer, and the mixture was stirred at room temperature for 30 minutes to prepare a blue solution. Next, 396.0 parts of tap water was added to the blue solution, and the mixture was stirred at room temperature for an additional 30 minutes to obtain a reaction solution. 53 parts of tap water was placed in a beaker, and 11.8 parts of Keggin type phosphotungstic acid (manufactured by Aldrich) and 53 parts of methanol were further added to the tap water, and the mixture was mixed at room temperature in an air atmosphere to prepare a phosphotungstic acid solution. The resulting phosphotungstic acid solution was added dropwise to the previously prepared reaction solution over 1 hour. After stirring at room temperature for an additional 30 minutes, the mixture was filtered to obtain a blue solid. The resulting blue solid was poured into 200.0 parts of methanol, dispersed for 1 hour, and then filtered. This procedure was repeated twice. The blue solid obtained by this procedure was poured into 200.0 parts of tap water, dispersed for 1 hour, and then filtered. This procedure was repeated twice. The blue solid obtained by this procedure was dried at 60°C under reduced pressure to obtain 17.1 parts of the compound represented by formula (TA-I-1). Yield: 94%

[0213] [ka]

[0214] [ka]

[0215] [Comparative Synthesis Example 2] The following reaction was carried out under a nitrogen atmosphere. 4 parts of the compound represented by formula (TA-II-2) and 26.7 parts of methanol were placed in a flask equipped with a condenser and a stirrer, and the mixture was stirred at room temperature for 30 minutes to prepare a blue solution. A flask equipped with a condenser and a stirrer was charged with 17.8 parts of water, and then 6.2 parts of phosphotungstic acid hydrate (Keggin-type phosphotungstic acid; manufactured by Sigma-Aldrich Corporation) was added to the water. The mixture was mixed at room temperature under an air atmosphere to prepare a phosphotungstic acid solution. The blue solution prepared previously and 53.4 parts of methanol used for washing were added dropwise to the resulting phosphotungstic acid solution. After stirring for 4 hours while heating to 55°C in an oil bath, the mixture was cooled to room temperature. The reaction mixture was distilled to obtain a crude product. 40 parts of ion-exchanged water was added to the resulting crude product to form a suspension, which was then filtered and washed sequentially with 50 parts of ion-exchanged water and 10 parts of methanol. The resulting crude product was poured into 80 parts of methanol and dispersed for 1 hour, then filtered and washed with 50 parts of methanol. The blue solid obtained by this procedure was dried under reduced pressure at 60°C to obtain 7.51 parts of the compound represented by formula (TA-I-2).

[0216] [ka]

[0217] [ka]

[0218] [Synthesis Example 1] The blue solid obtained in Comparative Synthesis Example 1 was added to 200.0 parts of methanol and dispersed for 1 hour, followed by filtration. The blue solid obtained by this operation was added to 200.0 parts of tap water and dispersed at 60°C for 1 hour, followed by filtration. The blue solid obtained by this operation was dried under reduced pressure at 60°C to obtain 16.8 parts of the compound represented by formula (TA-I-1). Yield: 92%

[0219] [Synthesis Example 2] The blue solid obtained in Comparative Synthesis Example 1 was poured into 200.0 parts of methanol, dispersed for 1 hour, and then filtered. This procedure was repeated twice. The blue solid obtained by this procedure was poured into 200.0 parts of tap water, dispersed at 60°C for 1 hour, and then filtered. This procedure was repeated twice. The blue solid obtained by this procedure was dried under reduced pressure at 60°C, yielding 16.4 parts of the compound represented by formula (TA-I-1). Yield: 90%

[0220] [Synthesis Example 3] The blue solid obtained in Comparative Synthesis Example 2 was added to 100.0 parts of methanol and dispersed for 1 hour, followed by filtration. The blue solid obtained by this operation was added to 100.0 parts of ion-exchanged water and dispersed at 60°C for 1 hour, followed by filtration. This operation was repeated again, and the blue solid obtained by this operation was dried under reduced pressure at 60°C to obtain 6.8 parts of the compound represented by formula (TA-I-2). Yield: 91%

[0221] [Synthesis Example 4] Preparation of compound represented by formula (1a-1) A compound represented by the following formula (1a-1) was produced by the method described in Synthesis Example 2 of JP 2016-176075 A.

[0222] [ka]

[0223] [Resin synthesis example 1] A flask equipped with a reflux condenser, a dropping funnel, and a stirrer was purged with nitrogen, and 280 parts of propylene glycol monomethyl ether acetate was placed in the flask and heated to 80°C with stirring. Next, 38 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 289 parts of a mixture of decan-9-yl acrylate (content ratio 1:1 by molar ratio) and 125 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 33 parts of 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 235 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition was complete, the mixture was held at 80°C for 4 hours and then cooled to room temperature to obtain a copolymer (resin (B-1)) solution with a solids content of 35.1% and a viscosity of 125 mPa·s measured with a Brookfield viscometer (23°C). The weight-average molecular weight (Mw) of the resulting copolymer was 9.2×10 3 The molecular weight distribution (Mw / Mn) was 2.08, and the acid value (solid content equivalent) was 77 mg-KOH / g. Resin (B-1) has the following structural units.

[0224] [ka]

[0225] The weight average molecular weight (Mw) and number average molecular weight (Mn) of the resin were measured using a GPC method under the following conditions. Equipment: K2479 (Shimadzu Corporation) Column: SHIMADZU Shim-pack GPC-80M Column temperature: 40°C Solvent: THF (tetrahydrofuran) Test solution concentration: 25mg / mL (solvent: THF) Flow rate; 1.0mL / min 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 calculated in terms of polystyrene obtained above was taken as the dispersity (Mw / Mn).

[0226] [Resin synthesis example 2] 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 141 parts of ethyl lactate and 178 parts of propylene glycol monomethyl ether acetate were added and heated to 85°C with stirring. Next, 38 parts of acrylic acid and 3,4-epoxytricyclo[5.2.1.0] were added. 2,6 ]decan-8-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 A mixed solution of 25 parts of a mixture of decan-9-yl acrylate (content ratio 1:1 by molar ratio), 137 parts of N-cyclohexylmaleimide, 50 parts of 2-hydroxyethyl methacrylate, and 338 parts of propylene glycol monomethyl ether acetate was added dropwise over 5 hours. Meanwhile, a solution of 5 parts of 2,2-azobisisobutyronitrile dissolved in 88 parts of propylene glycol monomethyl ether acetate was added dropwise over 6 hours. After the addition was completed, the mixture was kept at 85°C for 4 hours and then cooled to room temperature to obtain a copolymer (resin (B-2)) solution with a viscosity of 23 mPa·s measured with a Brookfield viscometer (23°C) and a solids content of 25.6%. The weight-average molecular weight Mw of the resulting copolymer was 8.0×10 3 The resin (B-2) had the following structural units: a polydispersity of 2.1, and an acid value calculated as solid content of 109 mg-KOH / g.

[0227] [ka]

[0228] [Resin Synthesis Example 3] A 1-L flask equipped with a reflux condenser, a dropping funnel, and a stirrer was purged with nitrogen in an appropriate amount, and 371 parts of 1-methoxy-2-propyl acetate was added, followed by heating to 85°C with stirring. Next, 54 parts of acrylic acid, 3,4-epoxytricyclo[5.2.1.0] 2,6 A mixed solution of 225 parts of a mixture of decane-8 and / or 9-yl acrylate, 81 parts of vinyl toluene (isomer mixture), and 80 parts of 1-methoxy-2-propyl acetate was added dropwise over 4 hours. Meanwhile, a solution of 30 parts of the polymerization initiator 2,2-azobis(2,4-dimethylvaleronitrile) dissolved in 160 parts of 1-methoxy-2-propyl acetate was added dropwise over 5 hours. After the dropwise addition of the initiator solution was completed, the mixture was maintained at the same temperature for 4 hours and then cooled to room temperature to obtain a copolymer (Resin (B-3)) with a Brookfield viscosity (23°C) of 246 mPa·s, a solids content of 37.5 wt%, and a solution acid value of 43 mg-KOH / g. The weight-average molecular weight (Mw) of the resulting copolymer was 10,600, and the polydispersity was 2.01.

[0229] [ka]

[0230] <Preparation of Dispersion Liquid (A-1)> 14 parts of the compound (TA-I-1) obtained in Synthesis Example 1, 2 parts of a dispersant (BYK BYKLPN-6919; propylene glycol monomethyl ether acetate 60% solution), 6 parts of resin (B-1) (solid content equivalent), 74 parts of propylene glycol monomethyl ether acetate, 4 parts of diacetone alcohol, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (LAU). The zirconia beads were then removed by filtration to produce a dispersion (A-1) of the compound (TA-I-1) obtained in Synthesis Example 1.

[0231] <Preparation of Dispersion (A-2) to Dispersion (A-3)> Dispersion (A-2) was produced in the same manner as dispersion (A-1), except that compound (TA-I-1) obtained in Synthesis Example 1 was replaced with compound (TA-I-1) obtained in Synthesis Example 2. Dispersion (A-3) was produced in the same manner as dispersion (A-1), except that compound (TA-I-1) obtained in Synthesis Example 1 was replaced with compound (TA-I-1) obtained in Comparative Synthesis Example 1.

[0232] <Preparation of Dispersion Liquid (A-4)> 10 parts of the compound (TA-I-2) obtained in Synthesis Example 3, 4 parts of an acrylic dispersant, 3 parts of the resin (B-3) (solid content equivalent), 83 parts of propylene glycol monomethyl ether acetate, and 300 parts of 0.2 mm zirconia beads were mixed, and the resulting mixture was shaken for 3 hours using a paint conditioner (manufactured by LAU). The zirconia beads were then removed by filtration to produce a dispersion (A-4) of the compound (TA-I-2) obtained in Synthesis Example 3.

[0233] <Preparation of Dispersion Liquid (A-5)> Dispersion (A-5) was produced in the same manner as dispersion (A-4), except that compound (TA-I-2) obtained in Synthesis Example 3 was replaced with compound (1a-1) obtained in Synthesis Example 4.

[0234] <Preparation of Colored Curable Resin Composition 1> (A) Colorant: Dispersion (A-1) 360 parts (B) Resin: Resin (B-2) (solid content equivalent) 50 parts (C) Polymerizable compound: Dipentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: Irgacure (registered trademark) 907 11 parts (D1) Polymerization initiator aid: 2,4-diethylthioxanthone (KAYACURE (registered trademark) DETX-S; manufactured by Nippon Kayaku Co., Ltd.) 4 parts (E) Solvent: propylene glycol monomethyl ether acetate 817 parts (E) Solvent: 29 parts ethyl lactate (F) Leveling agent: 0.2 parts of polyether-modified silicone oil (Toray Silicone SH8400: manufactured by Toray Dow Corning Co., Ltd.) was mixed in to obtain a colored curable resin composition 1.

[0235] <Preparation of Colored Curable Resin Composition 2 and Comparative Colored Curable Resin Composition 1> Colored curable resin composition 2 was obtained in the same manner as colored curable resin composition 1, except that dispersion (A-1) was changed to dispersion (A-2). Comparative colored curable resin composition 1 was obtained in the same manner as for colored curable resin composition 1, except that dispersion (A-1) was changed to dispersion (A-3).

[0236] <Preparation of Colored Curable Resin Composition 3> (A) Colorant: Dispersion (A-4) 538 parts (B) Resin: Resin (B-2) (solid content equivalent) 53 parts (C) Polymerizable compound: Dipentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: Irgacure (registered trademark) 907 11 parts (D1) Polymerization initiator aid: 2,4-diethylthioxanthone (KAYACURE (registered trademark) DETX-S; manufactured by Nippon Kayaku Co., Ltd.) 4 parts (E) Solvent: 722 parts of propylene glycol monomethyl ether acetate (E) Solvent: 31 parts ethyl lactate (F) Leveling agent: 0.2 parts of fluorine-based surfactant (Megafac (registered trademark) F554; manufactured by DIC Corporation) The above components were mixed to obtain a colored curable resin composition 3.

[0237] <Preparation of Comparative Colored Curable Resin Composition 2> Comparative colored curable resin composition 2 was obtained in the same manner as colored curable resin composition 3, except that dispersion (A-4) was changed to dispersion (A-5).

[0238] <Preparation of Colored Curable Resin Composition 4> (A) Colorant: Dispersion (A-2) 271 parts (A) Colorant: Colorant (formula (1a-1)) 4 parts (B) Resin: Resin (B-2) (solid content equivalent) 55 parts (C) Polymerizable compound: Dipentaerythritol hexaacrylate (KAYARAD (registered trademark) DPHA; manufactured by Nippon Kayaku Co., Ltd.) 50 parts (D) Polymerization initiator: Irgacure (registered trademark) 907 11 parts (D1) Polymerization initiator aid: 2,4-diethylthioxanthone (KAYACURE (registered trademark) DETX-S; manufactured by Nippon Kayaku Co., Ltd.) 4 parts (E) Solvent: 782 parts of propylene glycol monomethyl ether acetate (E) Solvent: 32 parts ethyl lactate (E) Solvent: Diacetone alcohol 13 parts (F) Leveling agent: 0.1 part of fluorine-based surfactant (Megafac (registered trademark) F554; manufactured by DIC Corporation) The above components were mixed to obtain a colored curable resin composition 4.

[0239] <Preparation of Comparative Colored Curable Resin Composition 3> Comparative colored curable resin composition 3 was obtained in the same manner as colored curable resin composition 4, except that dispersion (A-2) was changed to dispersion (A-3).

[0240] <Production of color filters> The colored curable resin composition 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 3 minutes to obtain a colored composition layer. After cooling, the substrate on which the colored composition layer was formed was exposed to 60 mJ / cm 2 under atmospheric conditions using an exposure machine (TME-150RSK; manufactured by Topcon Corporation) with a distance of 100 μm between the substrate and a quartz glass photomask. 2The composition layer was irradiated with light at an exposure dose (365 nm standard) of 1000 kJ / cm2. The colored curable resin composition layer after light irradiation was immersed and developed in an aqueous developer containing 0.12% of a nonionic surfactant and 0.04% of potassium hydroxide at 24°C for 60 seconds, washed with water, and then post-baked in an oven at 230°C for 20 minutes, thereby obtaining color filter (colored coating film) 1. Color filters 2 to 4 were obtained in the same manner as for color filter 1, except that colored curable resin composition 1 was changed to colored curable resin compositions 2 to 4. Comparative color filters 1 to 3 were obtained in the same manner as color filter 1, except that colored curable resin composition 1 was changed to comparative colored curable resin compositions 1 to 3.

[0241] <Measurement of chloride ion content in color filters> The chloride ion content and the total ion content of the color filter were measured using TOF-SIMS (PHI TRIFT V nanoTOF manufactured by ULVAC-PHI). The measurement method is as follows. For each measurement, the chloride ion intensity detected by TOF-SIMS was normalized by the total ion intensity, and the value was calculated as the chloride ion content (ppm) in the color filter. Measurement by TOF-SIMS was carried out three times, and the average value of the chloride ion content (ppm) in the color filter obtained from the three measurements was taken as the chloride ion content (ppm) in the color filter.

[0242] [Sample preparation] The surface of a sample (color filter) cut into a 1 cm square was cleaned using GCIB (gas cluster ion beam) before measurement. [Measurement conditions] Measurement mode: Negative Ion source: Au 3+ Acceleration voltage (Aperture Position): 30 kV / 200 μm Bunch: Yes Raster size: 100 μm Accumulation time: 5 minutes [GCIB] Ion species: Ar Acceleration voltage: 20 kV / 5 nA Sputter time: 15 seconds Raster size: 2000 μm

[0243] <Lightfastness evaluation> An ultraviolet-cutting filter (COLORED OPTICAL GLASS L38; manufactured by Hoya Co., Ltd.; cuts light below 380 nm) was placed on top of the obtained color filter, and the upper surface was irradiated with xenon lamp light using a light resistance tester (Suntest CPS+; manufactured by Toyo Seiki Co., Ltd.) for 48 hours. The chromaticity was measured before and after irradiation, and the color difference ΔE was calculated from the measured values ​​using the method described in JIS Z 8730:2009 (7. Calculation method for color difference). * ab was calculated and the results are shown in Table 1. ΔE * The smaller the ab, the smaller the color change and the better the light resistance.

[0244] [Table 1]

[0245] As shown in Table 1, it can be seen that, compared with the comparative color filters 1 to 3, color filters 1 to 4, in which the chloride ion content in the color filter was controlled to 400 ppm or less, had good light resistance.

[0246] The light resistance (ΔE * The difference between a and b is 1 to 2, which is a technically significant difference. In the present invention, the color filter is irradiated with xenon lamp light for 48 hours, and the color difference ΔE *However, this evaluation is merely a basic one, and products often require stricter illuminance and exposure time. In other words, the lightfastness (ΔE * Even if the difference between a and b is only 1 or 2, it actually has a large effect on the product lifespan, so the lightfastness (ΔE * The difference between a) and b) is of great technical importance.

Claims

1. A color filter comprising a dye and a binder, wherein the dye comprises a triarylmethane dye or a xanthene dye, and the chloride ion content is 10 ppm or more and 400 ppm or less.

2. the dye is a triarylmethane dye, 2. The color filter according to claim 1, wherein the triarylmethane dye is at least one selected from the group consisting of compounds represented by formula (TA-1) and compounds represented by formula (TB-1). 【Chemistry 1】 [In formula (TA-1), [Y] m- represents an m-valent anion. R t41 ~R t44 and R t141 ~R t144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R t41 and R t42 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t43 and R t44 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t141 and R t142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R t143 and R t144 and may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH 2 - may be replaced by -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH 2 - is not simultaneously replaced by -O-, and the terminal -CH 2 - does not replace -O- or -CO-. R t47 ~R t54 and R t147 ~R t154 each independently represents a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, or an alkyl group having 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH 2 - may be replaced by -O- or -CO-. However, in the alkyl group having 2 to 8 carbon atoms, adjacent -CH 2 - is not simultaneously replaced by -O-, and the terminal -CH 2 - does not replace -O- or -CO-. T 1 and T 2 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 1 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k1 and R k2 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. a represents 0 or 1. However, when a is 0, T 1 The nitrogen atom bonded to R k1 Two bonds form -N(R k1 ) 2 (Two R k1 may be the same or different, and two R k1 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are attached). m represents an integer of 1 or more. When m is 2 or more, the multiple cations contained in formula (TA-1) may be the same or different. b represents an integer of 1 or greater. The compound represented by formula (TA-1) is neutral in charge.] 【Chemistry 2】 [In formula (TB-1), M r+ is a hydrogen ion, a metal ion with r valence, or N + (R 55a ) 4 represents the four R 55a may be the same or different. R u41 ~R u44 and R u141 ~R u144 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent, or R u41 and R u42 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u43 and R u44 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u141 and R u142 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded, and R u143 and R u144 and may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are bonded. When the saturated hydrocarbon group has 2 to 20 carbon atoms, -CH 2 - may be replaced by -O- or -CO-. However, in the saturated hydrocarbon group having 2 to 20 carbon atoms, adjacent -CH 2 - is not simultaneously replaced by -O-, and the terminal -CH 2 - does not replace -O- or -CO-. R u47 ~R u54 and R u147 ~R u154 are each independently a hydrogen atom, a halogen atom, a nitro group, a hydroxy group, or —SO 3 - , -SO 2 -N - -SO 2 -R f or an alkyl group having 1 to 8 carbon atoms which may have a substituent, and when the alkyl group has 2 to 8 carbon atoms, -CH 2 - may be replaced by -O- or -CO-. However, in the alkyl group having 2 to 8 carbon atoms, adjacent —CH 2 - is not simultaneously replaced by -O-, and the terminal -CH 2 - does not replace -O- or -CO-. T 11 and T 12 each independently represents an aromatic hydrocarbon ring having 6 to 14 carbon atoms which may have a substituent, or an aromatic heterocyclic ring having 5 to 10 members which may have a substituent. Q 11 represents a linking group containing a divalent alicyclic saturated hydrocarbon group having 3 to 20 carbon atoms which may have a substituent, or a linking group containing a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms which may have a substituent. R k11 and R k12 each independently represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group having 6 to 14 carbon atoms which may have a substituent, or an aralkyl group having 7 to 30 carbon atoms which may have a substituent. c represents 0 or 1. However, when c is 0, T 11 The nitrogen atom bonded to R k11 Two bonds form -N(R k11 ) 2 (Two R k11 may be the same or different, and two R k11 may be bonded to form a 3- to 10-membered nitrogen-containing heterocycle together with the nitrogen atom to which they are attached). k is R u41 ~R u44 , R u47 ~R u54 , R u141 ~R u144 , R u147 ~R u154 , T 11 and T 12 has -SO 3 - The number of -SO 2 -N - -SO 2 -R f When c is 0, it represents an integer of 1 or more, and when c is 1, it represents an integer of 2 or more. R 55a represents a hydrogen atom, a saturated hydrocarbon group having 1 to 20 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. R f represents a fluoroalkyl group having 1 to 12 carbon atoms. r represents an integer of 1 or more. When r is 2 or greater, the multiple anions contained in formula (TB-1) may be the same or different. However, R u41 ~R u44 , R u47 ~R u54 and T 11 is -SO 3 - or -SO 2 -N - -SO 2 -R f has at least one of the following.

3. A display device comprising the color filter according to claim 1 or 2.

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