Coloring composition, coloring cured film and method for producing the same, color filter, display element, light receiving element, and curable composition

Abstract

The subject of the present invention is to provide a coloring composition, a coloring hardened film and a method for preparing the same, a color filter, a display element, a light receiving element and a curable composition. The coloring composition contains: (A) a colorant, (B) a polymer, and (C) a polymerizable compound, wherein at least one selected from the group consisting of (A) a colorant, (B) a polymer and (C) a polymerizable compound has a partial structure represented by formula (1), and at least one selected from the group consisting of (A) a colorant, (B) a polymer and (C) a polymerizable compound has a hydroxyl group. In formula (1), R1 and R2 are each independently an alkyl group having 1 to 4 carbon atoms, L1 is a divalent organic group, and X1 is a divalent linking group having electron-withdrawing properties. n1 and n2 are each independently integers of 0 to 2. "*" represents a bonding bond.

Description

Technical Field

[0001] The present invention relates to a coloring composition, a coloring cured film and a method for producing the same, a color filter, a display element, a light receiving element, and a curable composition. Background Art

[0002] As a method for manufacturing a colored hardened film such as a color filter, inkjet method, electrodeposition method, printing method, photolithography method, etc. are known. Among these, photolithography has become the mainstream in recent years. In the case of using photolithography to manufacture a color filter, for example, the following method can be used: a colored hardening composition is applied to a substrate to form a coating film, and then a photomask having a predetermined opening pattern is exposed, and then developed to dissolve and remove the unexposed portion, thereby forming a pattern (for example, refer to patent document 1). After the pattern is formed, the following operation is usually performed: post-baking at a temperature of 200°C to 250°C for about 30 minutes to 60 minutes, thereby promoting the hardening of the coating film, improving the film hardness or the solvent resistance of the film, etc.

[0003] [Prior art literature]

[0004] [Patent Document]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2-144502 Summary of the invention

[0006] [Problems to be solved by the invention]

[0007] Dyes as colorants contained in the colored cured film are considered to be effective in improving the hue or brightness of displayed images during image display by the color purity of the dye itself or the vividness of its hue, and in improving contrast by reducing coarse particles derived from the pigment.

[0008] However, dyes generally have the problem of poor heat resistance. Therefore, it is difficult to heat a coating formed using a coloring composition containing a dye at a post-baking temperature of 200°C to 250°C. In addition, with the expansion of the use of display elements and the like, studies have been conducted on replacing the existing glass substrate with a flexible plastic substrate as a substrate. However, plastic substrates generally have low heat resistance, so when a coating containing a coloring composition is formed on a plastic substrate and heated at a post-baking temperature of 200°C to 250°C, there is a concern that the plastic substrate may stretch or shrink.

[0009] To address this problem, post-baking at the lowest possible temperature is considered. However, if post-baking is performed at a low temperature, the film will not be fully cured, and there is a concern that problems such as reduced solvent resistance will occur. In addition, curable compositions that are highly sensitive at low temperatures generally tend to have poor storage stability.

[0010] The present invention is made in view of the above-mentioned problems, and one object is to provide a coloring composition having excellent storage stability and low-temperature curing properties, and capable of obtaining a cured film having excellent solvent resistance. In addition, another object of the present invention is to provide a curable composition having excellent storage stability and low-temperature curing properties, and capable of obtaining a cured film having excellent solvent resistance.

[0011] [Technical means to solve the problem]

[0012] In order to solve the above-mentioned problems, according to the present invention, the following colored composition, colored cured film, color filter, display element, light receiving element, method for producing a colored cured film, and curable composition are provided.

[0013] [1] A coloring composition comprising: (A) a coloring agent, (B) a polymer (excluding the coloring agent (A)), and (C) a polymerizable compound (excluding the coloring agent (A) and the polymer (B)), wherein in the coloring composition, at least one selected from the group consisting of the coloring agent (A), the polymer (B) and the polymerizable compound (C) has a partial structure represented by the following formula (1), and at least one selected from the group consisting of the coloring agent (A), the polymer (B) and the polymerizable compound (C) has a hydroxyl group.

[0014] [Chemistry 1]

[0015]

[0016] (In formula (1), R 1 and R 2 are independently an alkyl group having 1 to 4 carbon atoms; L 1 is a divalent organic group; X 1 is a divalent linking group with electron-withdrawing property; n1 and n2 are each independently an integer of 0 to 2; "*" represents a bonding bond).

[0017] [2] A colored cured film formed using the colored composition described in [1].

[0018] [3] A color filter formed using the coloring composition described in [1].

[0019] [4] A display element comprising the colored hardened film described in [2].

[0020] [5] A light receiving element comprising the colored hardened film according to [2].

[0021] [6] A method for producing a colored cured film, comprising: a step of applying the colored composition described in [1] above on a substrate to form a coating film; and a step of removing a solvent from the coating film.

[0022] [7] A curable composition comprising: (B) a polymer (excluding a colorant), and (C) a polymerizable compound (excluding the colorant and the (B) polymer), wherein in the curable composition, at least one selected from the group consisting of the (B) polymer and the (C) polymerizable compound has a partial structure represented by the following formula (1), and at least one selected from the group consisting of the (B) polymer and the (C) polymerizable compound has a hydroxyl group.

[0023] [Effects of the Invention]

[0024] According to the coloring composition of the present invention, at least one selected from the group consisting of (A) coloring agent, (B) polymer and (C) polymerizable compound has a partial structure represented by the formula (1), and at least one selected from the group consisting of (A) coloring agent, (B) polymer and (C) polymerizable compound has a hydroxyl group, thereby, even in the case of post-baking at low temperature, a coloring cured film with excellent solvent resistance can be formed. In addition, the viscosity of the coloring composition of the present invention changes little over time and has good storage stability. Therefore, the coloring composition of the present invention is useful as a material for various color filters such as display elements and light receiving elements.

[0025] In addition, according to the curable composition of the present invention, at least one selected from the group consisting of the polymer (B) and the polymerizable compound (C) has a partial structure represented by the formula (1), and at least one selected from the group consisting of the polymer (B) and the polymerizable compound (C) has a hydroxyl group, thereby, even when post-baking is performed at a low temperature, a cured film with excellent solvent resistance can be formed. In addition, the viscosity of the curable composition of the present invention changes little over time, and the storage stability is good. Therefore, the curable composition of the present invention is useful as a protective film material, a spacer material, or an insulating film material. DETAILED DESCRIPTION

[0026] Hereinafter, matters related to the embodiments are described in detail. Furthermore, in this specification, the numerical range recorded using "to" means that the numerical values ​​recorded before and after "to" are included as the lower limit and the upper limit. The so-called "constituent unit" is a unit that mainly constitutes the main chain structure, and refers to a unit containing at least two or more units in the main chain structure.

[0027] [Coloring composition]

[0028] The coloring composition is a composition for forming a coloring layer such as each color pixel, black matrix, black spacer, etc. used in a color filter. The coloring composition disclosed herein contains: (A) a colorant, (B) a polymer (wherein (A) the colorant is excluded; the same below), and (C) a polymerizable compound (wherein (A) the colorant and (B) the polymer are excluded; the same below). In particular, the coloring composition disclosed herein contains a partial structure represented by the following formula (1) and a hydroxyl group in the same molecule or in different molecules of at least one selected from the group consisting of (A) the colorant, (B) the polymer, and (C) the polymerizable compound. That is, in the coloring composition disclosed herein, at least one selected from the group consisting of (A) the colorant, (B) the polymer, and (C) the polymerizable compound has a partial structure represented by the following formula (1), and at least one selected from the group consisting of (A) the colorant, (B) the polymer, and (C) the polymerizable compound has a hydroxyl group. Furthermore, the partial structure represented by the following formula (1) and the hydroxyl group may exist in the same molecule or in different molecules.

[0029] [Chemistry 2]

[0030]

[0031] (In formula (1), R 1 and R 2 are independently an alkyl group having 1 to 4 carbon atoms; L 1 is a divalent organic group; X 1 is a divalent linking group with electron-withdrawing property; n1 and n2 are each independently an integer of 0 to 2; "*" represents a bonding bond)

[0032] Here, in the coloring composition of the present disclosure, the so-called "containing the partial structure represented by formula (1) and a hydroxyl group in the same molecule or in different molecules of at least one selected from the group consisting of (A) colorant, (B) polymer and (C) polymerizable compound" may be a form in which the partial structure represented by formula (1) and the hydroxyl group are present in the same type of component, or may be a form in which the partial structure represented by formula (1) and the hydroxyl group are present in different types of components. For example, when the (A) colorant has the partial structure represented by formula (1) and a hydroxyl group, a coloring composition containing the partial structure represented by formula (1) and a hydroxyl group can be prepared. Alternatively, when the (A) colorant has the partial structure represented by formula (1) and the (B) polymer has a hydroxyl group, a coloring composition containing the partial structure represented by formula (1) and a hydroxyl group can be prepared.

[0033] In the coloring composition of the present disclosure, from the viewpoint of obtaining a colored cured film with high solvent resistance, the content ratio of the partial structure represented by the formula (1) is preferably 0.5% by mass or more, more preferably 2% by mass or more, and further preferably 5% by mass or more relative to the total amount of all solid components of the coloring composition. In addition, from the viewpoint of making the processability good, the content ratio of the partial structure represented by the formula (1) is preferably 50% by mass or less, more preferably 35% by mass or less, and further preferably 20% by mass or less relative to the total amount of all solid components of the coloring composition.

[0034] In addition, in the coloring composition of the present disclosure, from the viewpoint of obtaining a colored cured film with high solvent resistance, the content ratio of hydroxyl groups is preferably 0.3% by mass or more, more preferably 1% by mass or more, and further preferably 3% by mass or more relative to the total amount of all solid components of the coloring composition. In addition, from the viewpoint of making the processability good, the content ratio of hydroxyl groups is preferably 35% by mass or less, more preferably 25% by mass or less, and further preferably 15% by mass or less relative to the total amount of all solid components of the coloring composition.

[0035] In this specification, the term "solid content" refers to the components other than the (E) solvent contained in the coloring composition. Therefore, the term "total solid content" refers to the components including the (A) colorant, (B) polymer, and (C) polymerizable compound, and other components other than the (A) colorant, (B) polymer, (C) polymerizable compound, and (E) solvent. For example, even if the photopolymerizable compound or additive component (surfactant, etc.) is in a liquid state, these are also included in the solid content.

[0036] (Compound having a partial structure represented by the above formula (1))

[0037] In the formula (1), R 1 and R 2 The alkyl group having 1 to 4 carbon atoms may be linear or branched. From the viewpoint of expelling the reaction product of the partial structure represented by the formula (1) and the hydroxyl group to the outside of the membrane, R 1 and R 2 An alkyl group having 1 to 4 carbon atoms is preferred, and a methyl group or an ethyl group is more preferred.

[0038] From the viewpoint of further improving the reaction efficiency with the hydroxyl group, n1 and n2 are preferably 0 or 1, and more preferably 0.

[0039] X 1As long as it is a divalent linking group with electron-withdrawing property, it is not particularly limited. Here, the so-called "divalent linking group with electron-withdrawing property" refers to a group that removes hydrogen atoms from any position of the electron-withdrawing group to form a new bonding bond. In the case described above, it is believed that electron-withdrawing property is exhibited in a bond different from the new bonding bond. Furthermore, the so-called electron-withdrawing group is a substituent having a Hammett substituent constant σp value of 0.15 or more, and more preferably a substituent having a value of 0.2 or more. Regarding the Hammett substituent constant, it is in accordance with Journal of Medicinal Chemistry (1973, Vol. 16, No. 11, 1207-1216).

[0040] From the viewpoint of efficiently carrying out the reaction with the hydroxyl group at a low temperature, X 1 Preferably, it is selected from the group consisting of a carbonyl group (-CO-), an amide group (-CONR 4 -* 1 ), imide group (-CONR 4 CO-), ester group (-CO-O-* 1 ), sulfonyl (-SO2-), sulfinyl (-SO-), thiocarbonyl (-CS-), and carbonimino (-C(=NH)-) at least one of the group consisting of (wherein R 4 A hydrogen atom or a monovalent hydrocarbon group having 1 to 10 carbon atoms, "* 1 " represents the same as L in the formula (1) 1 Of these, X 1 More preferred is an amide group, a carbonyl group or an ester group, and still more preferred is an amide group or a carbonyl group.

[0041] As L 1 Examples of the divalent organic group include an alkanediyl group having 1 to 20 carbon atoms, and a group having -O-, -CO-, -COO-, -NH-, -CONH-, etc. between carbon-carbon bonds of the alkanediyl group having 1 to 20 carbon atoms.

[0042] The compound having the partial structure represented by the formula (1) (hereinafter, also referred to as the "specific compound") may be a low molecular compound having no repeating unit (hereinafter, also referred to as the "low molecular compound"), or a polymer. In the present specification, the so-called "low molecular compound" is a compound having no molecular weight distribution and preferably having a molecular weight of 1,000 or less. In terms of obtaining a colored film with excellent solvent resistance, the specific compound is preferably a polymer, and specifically, it is preferably a polymer containing a constituent unit (a) having a partial structure represented by the formula (1). When the specific compound is a polymer, the specific compound may be (A) a colorant or (B) a polymer. In addition, the coloring composition may contain (A) a colorant and (B) a polymer as specific compounds.

[0043] The constituent unit (a) only needs to have the partial structure represented by the formula (1), and other partial structures are not particularly limited. In terms of the ease of introducing the partial structure represented by the formula (1) into the side chain of the polymer, the constituent unit (a) is preferably a constituent unit derived from a monomer having an ethylenically unsaturated group (hereinafter also referred to as an "ethylenically unsaturated monomer"), and more preferably a constituent unit derived from at least one of the group consisting of (meth)acrylic monomers, styrene monomers, and maleimide monomers. Among these, the constituent unit (a) is preferably a constituent unit derived from a (meth)acrylic monomer, and particularly preferably a constituent unit represented by the following formula (1-2). Furthermore, in this specification, the so-called "(meth)acrylic acid" is a concept that includes acrylic acid and methacrylic acid.

[0044] [Chemistry 3]

[0045]

[0046] (In formula (1-2), R 3 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 1 , R 2 , L 1 , X 1 , n1 and n2 have the same meanings as in the formula (1)

[0047] In the formula (1-2), R 1 , R 2 , L 1 , X 1 The description of the above formula (1) can be applied to the description of specific examples and preferred examples of n1 and n2.

[0048] R 3 Preferably, L is a hydrogen atom or a methyl group. 1The carbon number is preferably 1 to 10, more preferably 1 to 5, and still more preferably 1 to 3.

[0049] (Hydroxy-containing compounds)

[0050] A compound having a hydroxyl group (hereinafter also referred to as a "hydroxyl-containing compound") only needs to be a compound having at least one hydroxyl group in one molecule. The hydroxyl-containing compound may be a low molecular weight compound or a polymer. In addition, the hydroxyl-containing compound may be the same compound as the specific compound or a different compound. In the case where the hydroxyl-containing compound and the specific compound are the same compound, the compound has a partial structure represented by the formula (1) and a hydroxyl group in one molecule. In the case, the partial structure represented by the formula (1) may also contain a hydroxyl group, but it is preferred that the partial structure represented by the formula (1) and the hydroxyl group exist in different locations (i.e., in different constituent units).

[0051] Here, in the composition of the present disclosure comprising the partial structure represented by the formula (1) and a hydroxyl group, the group “OR 1 " and base "OR 2 " is esterified with a hydroxyl group, thereby forming a cross-linked structure within or between molecules and curing. The ester exchange reaction is a reversible reaction, and the progress of the ester exchange reaction is suppressed when the equilibrium is maintained. Therefore, it is believed that the coloring composition does not cure in a state where the equilibrium is maintained before heating, but stably maintains a mixed state of (A) colorant, (B) polymer and (C) polymerizable compound.

[0052] On the other hand, if the composition is applied and heated to cause equilibrium shift, the radical "OR" in the formula (1) 1 " and base "OR 2 ” and hydroxyl groups. 1 ” or “H-OR 2 " is discharged to the outside of the system and the equilibrium shift occurs, thereby it is considered that a cross-linked structure is formed between the specific compound and the hydroxyl-containing compound, and the composition is cured. In addition, the transesterification reaction can be carried out at a low temperature of, for example, 180°C or less, and the film is cured. It is speculated that by utilizing such a transesterification reaction, according to the coloring composition of the present disclosure, both storage stability and low-temperature curability can be achieved.

[0053] [Chemistry 4]

[0054]

[0055] (Preparation form of coloring composition)

[0056] Regarding the coloring composition of the present disclosure, as long as at least one selected from the group consisting of (A) colorant, (B) polymer and (C) polymerizable compound has a partial structure represented by the formula (1), and at least one selected from the group consisting of (A) colorant, (B) polymer and (C) polymerizable compound has a hydroxyl group, its formulation form is not particularly limited. That is, the specific compound may be any one of (A) colorant, (B) polymer and (C) polymerizable compound, or two or more of these. Similarly, the hydroxyl-containing compound may be any one of (A) colorant, (B) polymer and (C) polymerizable compound, or two or more of these. In addition, at least one of (A) colorant, (B) polymer and (C) polymerizable compound may contain a compound having a partial structure represented by the formula (1) and a hydroxyl group.

[0057] As specific aspects of the composition of the coloring composition, for example, the following formulation aspects [1] to [8] can be mentioned.

[0058] [1] A form comprising a polymer having a partial structure represented by the formula (1) and a hydroxyl group as the colorant (A), a polymer having a hydroxyl group and not having the partial structure represented by the formula (1) as the polymer (B), and a compound having a hydroxyl group and not having the partial structure represented by the formula (1) as the polymerizable compound (C).

[0059] [2] A form in which the polymer (B) contains a polymer having a partial structure represented by the formula (1) and a hydroxyl group, and the polymerizable compound (C) contains a compound having a hydroxyl group and not having a partial structure represented by the formula (1). The colorant (A) does not have a partial structure represented by the formula (1) and a hydroxyl group.

[0060] [3] A form comprising a compound having a hydroxyl group and not having a partial structure represented by the formula (1) as (A) a colorant, a polymer having a partial structure represented by the formula (1) and not having a hydroxyl group as (B) a polymer, and a compound having a hydroxyl group and not having a partial structure represented by the formula (1) as (C) a polymerizable compound.

[0061] [4] A form in which the (B) polymer contains a polymer having a partial structure represented by the formula (1) and having no hydroxyl group, and the (C) polymerizable compound contains a compound having a hydroxyl group and having no partial structure represented by the formula (1). The (A) colorant does not have the partial structure represented by the formula (1) and the hydroxyl group.

[0062] [5] A form comprising a polymer having a partial structure represented by the formula (1) and a hydroxyl group as (A) a colorant, a polymer having a partial structure represented by the formula (1) and a hydroxyl group as (B) a polymer, and a compound having a hydroxyl group and not having a partial structure represented by the formula (1) as (C) a polymerizable compound.

[0063] [6] A form in which the colorant (A) contains a polymer having a partial structure represented by the formula (1) and a hydroxyl group, and the polymer (B) contains a polymer having a hydroxyl group and not having a partial structure represented by the formula (1). The polymerizable compound (C) does not have a partial structure represented by the formula (1) and a hydroxyl group.

[0064] [7] A form comprising a polymer having a hydroxyl group and not having a partial structure represented by the formula (1) as (A) a colorant, a polymer having a partial structure represented by the formula (1) and not having a hydroxyl group as (B) a polymer, and a compound having a hydroxyl group and not having a partial structure represented by the formula (1) as (C) a polymerizable compound.

[0065] [8] A form comprising a polymer having a hydroxyl group as the colorant (A), a polymer having a hydroxyl group as the polymer (B), and a compound having a partial structure represented by formula (1) as the polymerizable compound (C). At least one of the colorant (A) and the polymer (B) may further have a partial structure represented by formula (1).

[0066] Hereinafter, each component contained in the coloring composition of the present disclosure and a component contained as necessary will be described in detail.

[0067] <(A) Coloring agent>

[0068] (A) The color or type of the colorant can be appropriately selected according to the purpose. As the (A) colorant, pigments, dyes, quantum dots and natural pigments can be used. In terms of obtaining pixels with high brightness and color purity, the (A) colorant is preferably at least one of a pigment and a dye, and particularly preferably contains a dye. The pigment and dye formulated in the coloring composition are preferably organic. As the (A) colorant, there can be listed: specific compounds, hydroxyl-containing compounds, and other colorants that do not have the partial structure represented by the formula (1) and the hydroxyl group.

[0069] (Regarding specific compounds)

[0070] In one form of the coloring composition disclosed herein, the colorant (A) contains a specific compound. The specific compound as the colorant (A) is not particularly limited as long as it has a partial structure represented by the formula (1). In the case where the specific compound is a polymer, the specific compound as the colorant (A) is preferably a polymer containing a constituent unit (a) and a constituent unit (b) having a pigment structure (hereinafter also referred to as "polymer (A1)") from the aspect that a polymer having a partial structure represented by the formula (1) can be obtained relatively easily using a conventional polymerization method.

[0071] Here, in this manual, so-called " pigment structure " is the partial structure derived from pigment and is chromophore. Pigment structure may also have electric charge. When pigment structure has electric charge, pigment structure may be any form of intramolecular salt and intermolecular salt. Pigment structure may adopt the structure derived from known pigment, and is not particularly limited. Specifically, for example, it may be enumerated: the structure of the pigment derived from the metal complex pigments selected from dipyrromethene pigment, diarylmethane pigment, triarylmethane pigment, xanthene pigment, acridine pigment, anthraquinone pigment, azo pigment, quinoneimine pigment, polymethine pigment (oxanol pigment, merocyanine pigment, arylide pigment, styryl pigment, cyanine pigment, squarylium pigment, crotonium pigment etc.), phthalocyanine pigment, subphthalocyanine pigment and these. Among them, from the viewpoint of color characteristics, it is preferably a structure derived from a pigment selected from the group consisting of triarylmethane pigments, xanthene pigments, anthraquinone pigments, azo pigments, quinone imine pigments, polymethine pigments, subphthalocyanine pigments and phthalocyanine pigments, more preferably a structure derived from a pigment selected from the group consisting of triarylmethane pigments, xanthene pigments, quinone imine pigments and polymethine pigments, and further preferably a structure derived from a pigment selected from the group consisting of triarylmethane pigments, xanthene pigments, quinone imine pigments and cyanine pigments. Furthermore, about a specific pigment that can form a pigment structure, it is recorded in "New Edition Dye Handbook" (Organic Synthetic Chemistry Association; Maruzen, 1970), "Color Index" (British Dyeing Association (The Society of Dyers and Colourists)), "Pigment Handbook" (Okawahara he compiled; Kodansha, 1986), etc.

[0072] The pigment structure can include a cationic part or an anionic part, for example, a salt of a cationic chromophore and a counter anion, a salt of an anionic chromophore and a counter cation can be listed. The counter ion can be an organic ion or an inorganic ion. Here, in this specification, the so-called "cationic chromophore" refers to an atomic group with a positive charge. Furthermore, the atomic group contains a functional group with a positive charge and a functional group with a negative charge, and when these charges are added up and become a positive charge as a whole, it is included in the cationic chromophore. The so-called "anionic chromophore" refers to an atomic group with a negative charge. Furthermore, the atomic group contains a functional group with a positive charge and a functional group with a negative charge, and when these charges are added up and become a negative charge as a whole, it is included in the anionic chromophore. In addition, the pigment structure can also be an electrically neutral chromophore. The so-called "electrically neutral chromophore" is an atomic group that is neither a cationic chromophore nor an anionic chromophore, and refers to an atomic group that does not contain a functional group having a positive charge and a functional group having a negative charge, or even if it contains a functional group having a positive charge and a functional group having a negative charge, the total number of positive charges is the same as the total number of negative charges and the entire group is electrically neutral.

[0073] In terms of being able to relatively easily obtain a polymer having a partial structure represented by the formula (1), the constituent unit (a) is preferably a constituent unit derived from a compound represented by the following formula (a1). Specific examples of the compound represented by the following formula (a1) include compounds represented by the following formulas (a1-1) to (a1-9), etc.

[0074] [Chemistry 5]

[0075]

[0076] (In formula (a1), R 3 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 1 , R 2 , L 1 , X 1 , n1 and n2 have the same meanings as in the formula (1)

[0077] [Chemistry 6]

[0078]

[0079] (In formula (a1-1) to formula (a1-9), R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms)

[0080] In the polymer (A1), the content of the structural unit (a) is preferably 5% by mass or more, more preferably 10% by mass or more, and further preferably 15% by mass or more relative to all the structural units of the polymer (A1) in terms of sufficiently improving the solvent resistance of the cured film. In addition, in terms of maintaining workability and good colorability when preparing a coloring composition, the content of the structural unit (a) is preferably 50% by mass or less, more preferably 45% by mass or less, and further preferably 40% by mass or less relative to all the structural units of the polymer (A1).

[0081] Constituent unit (b) is preferably a constituent unit derived from an ethylenically unsaturated monomer having a pigment structure. In terms of obtaining pixels with high brightness and color purity, the pigment structure possessed by constituent unit (b) is preferably a structure of a dye selected from a group consisting of ionic dyes and nonionic dyes. Here, in this specification, an ionic dye having an acidic group in a chromophore is referred to as an "anionic dye". Anionic dyes are ionic dyes that form salts with acidic groups. Similarly, ionic dyes having a basic group in a chromophore are referred to as "cationic dyes". Cationic dyes are ionic dyes that form salts with basic groups. "Nonionic dyes" are dyes other than cationic dyes and anionic dyes.

[0082] From the aspect of facilitating the introduction of the dye structure into the side chain of the polymer, the structural unit (b) is preferably a structural unit derived from at least one selected from the group consisting of ethylenically unsaturated monomers, (meth) acrylic monomers, styrene monomers, and maleimide monomers. Among these, the structural unit derived from a (meth) acrylic monomer is preferred, and the structural unit represented by the following formula (b1) is particularly preferred.

[0083] [Chemistry 7]

[0084]

[0085] (In formula (b1), R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; L 2 is a single bond or a divalent organic group, Y 1 is a monovalent group having a structure derived from an ionic dye or a nonionic dye)

[0086] In the formula (b1), L 2 The divalent organic group includes an alkanediyl group having 1 to 20 carbon atoms, a group in which the methylene group of an alkanediyl group having 1 to 20 carbon atoms is substituted with -O-, -CO-, -COO-, -NH-, -CONH-, -S-, -O-CO-Ph-CO-O- (Ph is a phenylene group), and the like.

[0087] In Y 1 In, as the structure derived from nonionic dye, for example, the structure derived from the known dyes such as triarylmethane dye, cyanine dye, xanthene dye, anthraquinone dye, azo dye, dipyrromethene dye, quinophthalone dye, coumarin dye, pyrazolone dye, quinoline dye, nitro dye, quinoneimine dye, phthalocyanine dye, squarylium dye can be listed. Among these, from the viewpoint of heat resistance, the structure derived from nonionic dye is preferably the structure derived from triarylmethane dye, cyanine dye, xanthene dye, anthraquinone dye, dipyrromethene dye, squarylium dye or phthalocyanine dye.

[0088] In Y 1 In the formula (b1), specific examples of the structure derived from an ionic dye include a structure comprising a cationic chromophore and a counter anion, and a structure comprising an anionic chromophore and a counter cation. 1 When the pigment structure has a structure including a cationic chromophore and a counter anion, Y 1 The pigment structure is similar to L 2 The bond is formed by the following method: either the cationic chromophore or the counter anion is directly or via a divalent linking group to L 2 In addition, in Y 1 When the pigment structure has a structure including an anionic chromophore and a counter cation, Y 1 The pigment structure is similar to L 2 The bond is formed by the following method: either the anionic chromophore or the counter cation is directly or via a divalent linking group to L 2 Bond.

[0089] As cationic chromophore, for example, triarylmethane chromophore, cyanine chromophore, xanthene chromophore, polymethine chromophore, azo chromophore, diarylmethane chromophore, quinone imine chromophore, anthraquinone chromophore, phthalocyanine chromophore, squarylium chromophore, quinophthalone chromophore, etc. can be listed. Among these, cationic chromophore is preferably triarylmethane chromophore, cyanine chromophore, xanthene chromophore, polymethine chromophore, or azo chromophore, more preferably triarylmethane chromophore or cyanine chromophore. As cationic chromophore, the cation part of the dye classified as CI basic (CIBasic) in the Dye Index (CI; issued by the Society of Dyers and Colourists of the United Kingdom) can also be used.

[0090] In the structure including a cationic chromophore and a counter anion, the counter anion is not particularly limited, and examples thereof include anions described in paragraph 0034 of JP-A-2015-129263. Among these, a sulfonate anion, an imide anion or a carboxylate anion is preferred, an imide anion is more preferred, and a sulfonylimide anion is further preferred.

[0091] As anionic chromophores, for example, triarylmethane chromophores, polymethine chromophores, azo chromophores, diarylmethane chromophores, quinone imine chromophores, anthraquinone chromophores, phthalocyanine chromophores, xanthene chromophores, squarylium chromophores, quinophthalone chromophores, etc. Among these, the anionic chromophores are preferably triarylmethane chromophores, azo chromophores, phthalocyanine chromophores or xanthene chromophores, and more preferably triarylmethane chromophores, azo chromophores, phthalocyanine chromophores or xanthene chromophores having at least one of -SO3- and -CO2-substituents. As anionic chromophores, anionic portions of dyes classified as CI acid in the dye index may also be used.

[0092] In the structure including anionic chromophore and counter cation, the counter cation includes ammonium cation, phosphonium cation, sulfonium cation, iodonium cation and diazonium cation. Among these, the counter cation is preferably an ammonium cation or a phosphonium cation, and more preferably an ammonium cation.

[0093] In the polymer (A1), from the viewpoint of obtaining a colorant showing good coloring properties, the content ratio of the constituent unit (b) relative to all the constituent units possessed by the polymer (A1) is preferably 30% by mass or more, more preferably 40% by mass or more, and further preferably 50% by mass or more. In addition, from the viewpoint of ensuring the developer solubility of the polymer (A1), the content ratio of the constituent unit (b) relative to all the constituent units possessed by the polymer (A1) is preferably 99% by mass or less, more preferably 98% by mass or less, and further preferably 95% by mass or less.

[0094] The polymer (A1) may have only the structural units (a) and (b), but preferably further contains a structural unit (c) which does not have any of the partial structure and the pigment structure represented by the formula (1) from the viewpoint of achieving improved solvent resistance, heat resistance, and dispersibility. The structural unit (c) is preferably a structural unit derived from an ethylenically unsaturated monomer, and more preferably a structural unit derived from at least one selected from the group consisting of (meth)acrylic monomers, styrene monomers, and maleimide monomers.

[0095] Specific examples of monomers forming the constituent unit (c) (hereinafter also referred to as "other monomers") include: alkyl (meth)acrylates, alkenyl (meth)acrylates, aryl (meth)acrylates, hydroxyalkyl (meth)acrylates, alkyl (meth)acrylates containing primary amino groups, alkyl (meth)acrylates containing secondary amino groups, alkyl (meth)acrylates containing tertiary amino groups, (meth)acrylates having alicyclic hydrocarbon groups, aromatic vinyl compounds, (meth)acrylates of polyols, N-substituted maleimides, vinyl ethers, ethylenically unsaturated monomers having oxygen-containing saturated heterocycles, macromonomers having a mono(meth)acryloyl group at the end of the polymer molecular chain, etc. The polymer (A1) may have only one type of constituent unit (c), or may have two or more types.

[0096] By using a monomer having a hydroxyl group (hereinafter also referred to as a "hydroxyl-containing monomer") as another monomer, a polymer having a partial structure represented by the formula (1) and a hydroxyl group and a pigment structure (hereinafter also referred to as a "polymer (A1-1)") can be obtained as the (A) colorant. By using such a polymer (A1-1) as the (A) colorant, a cross-linked structure can be formed between the molecules of the polymer (A1-1), and the dissolution of the colorant from the cured film can be fully suppressed, which is preferred in this respect. Furthermore, the polymer (A1-1) is both a specific compound and a hydroxyl-containing compound. The hydroxyl-containing monomer is preferably an ethylenically unsaturated monomer, more preferably at least one selected from the group consisting of (meth)acrylic monomers, styrene monomers, and maleimide monomers, further preferably at least one selected from the group consisting of (meth)acrylic monomers and styrene monomers, and particularly preferably a (meth)acrylic monomer.

[0097] Specific examples of (meth)acrylic monomers having a hydroxyl group include: hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, and 8-hydroxyoctyl (meth)acrylate; caprolactone-modified monomers such as caprolactone-modified 2-hydroxyethyl (meth)acrylate; oxyalkylene-modified monomers such as diethylene glycol (meth)acrylate and polyethylene glycol (meth)acrylate; and monomers containing primary and secondary hydroxyl groups such as glycerol mono(meth)acrylate.

[0098] 2-Hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-chloro-2-hydroxypropyl (meth)acrylate, a monomer obtained by adding an acid monomer such as (meth)acrylic acid to a glycidyl group of a side chain of glycidyl (meth)acrylate, a monomer obtained by adding a glycidyl group of a side chain of glycidyl (meth)acrylate, a monomer obtained by adding an acid monomer such as (meth)acrylic acid to a glycidyl group of a side chain of glycidyl (meth)acrylate, a monomer obtained by adding an acid monomer such as (meth)acrylic acid to an alicyclic epoxy group of 3,4-epoxycyclohexylmethyl (meth)acrylate A monomer containing a secondary hydroxyl group, such as a monomer obtained by adding a side chain alicyclic epoxy group such as (meth) acrylic acid 3,4-epoxycyclohexylmethyl ester to an acid monomer such as (meth) acrylic acid, a monomer obtained by adding a side chain oxetanyl group such as (meth) acrylic acid (3-ethyl-3-oxetanyl) methoxymethyl ester to an acid monomer such as (meth) acrylic acid, and a monomer obtained by adding a side chain oxetanyl group such as (meth) acrylic acid (3-ethyl-3-oxetanyl) methoxymethyl ester to an acid monomer such as (meth) acrylic acid;

[0099] A tertiary hydroxyl group-containing monomer such as 2,2-dimethyl-2-hydroxyethyl (meth)acrylate, etc. As the hydroxyl group-containing monomer, one kind may be used alone, or two or more kinds may be used in combination.

[0100] With respect to the group "OR" possessed by the partial structure represented by the formula (1), 1 " and base "OR 2In terms of the excellent reactivity of ", the hydroxyl-containing monomer used in the synthesis of the polymer (A1-1) is preferably a monomer having a primary alcoholic hydroxyl group and / or a secondary alcoholic hydroxyl group in the polymer side chain. Among them, the hydroxyl-containing monomer is preferably at least one selected from the group consisting of a monomer containing a primary hydroxyl group, a monomer containing a primary hydroxyl group and a secondary hydroxyl group, and a monomer containing a secondary hydroxyl group. As the monomer containing a primary hydroxyl group, hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, and 8-hydroxyoctyl (meth)acrylate are particularly preferred. As the monomer containing a primary hydroxyl group and a secondary hydroxyl group, glycerol mono(meth)acrylate is particularly preferred. As the monomer containing a secondary hydroxyl group, p-(meth)acrylate is particularly preferred. A monomer obtained by adding an acid monomer such as (meth)acrylic acid to a glycidyl group on a side chain of an acid glycidyl ester, a monomer obtained by adding a glycidyl group on a side chain of an acid monomer such as (meth)acrylic acid to a glycidyl group on a side chain of an acid monomer such as (meth)acrylic acid, a monomer obtained by adding an alicyclic epoxy group on a side chain of 3,4-epoxycyclohexylmethyl (meth)acrylate to an acid monomer such as (meth)acrylic acid, a monomer obtained by adding an alicyclic epoxy group on a side chain of 3,4-epoxycyclohexylmethyl (meth)acrylate to an acid monomer such as (meth)acrylic acid, a monomer obtained by adding an oxetanyl group on a side chain of (3-ethyl-3-oxetanyl)methoxymethyl (meth)acrylate to an acid monomer such as (meth)acrylic acid, and a monomer obtained by adding an oxetanyl group on a side chain of (3-ethyl-3-oxetanyl)methoxymethyl (meth)acrylate to an acid monomer such as (meth)acrylic acid.

[0101] As a method for obtaining the polymer (A1-1), in addition to the method of using the above-mentioned hydroxyl-containing monomers, specific group-containing monomers, and monomers having a pigment structure in raw monomers and polymerizing them (method [1a]), the following methods [2a] to [4a] can also be listed.

[0102] Method [2a]: A method in which an epoxy group-containing monomer (or a carboxyl group-containing monomer), a specific group-containing monomer, and a monomer having a pigment structure are used in raw monomers and polymerized to obtain a polymer having an epoxy group in a side chain, and then the polymer is reacted with a carboxyl group-containing compound (or an epoxy group-containing compound) to introduce a hydroxyl group (more specifically, a secondary hydroxyl group) in the side chain.

[0103] Method [3a]: A method of polymerizing raw material monomers containing a monomer containing a specific group and a monomer having a pigment structure using a polymerization initiator having a hydroxyl group (e.g., 2,2'-azobis(2-methyl-N-(2-hydroxyethyl)propionamide) etc.).

[0104] Method [4a]: A method in which a raw material monomer containing a monomer having a specific group and a monomer having a pigment structure is polymerized using a chain transfer agent containing a hydroxyl group (e.g., monoethanolamine thioglycolate, 2,3-dihydroxy-1,4-butanedithiol, etc.).

[0105] Among these, according to methods [1a] and [2a], a polymer having a hydroxyl group in the side chain can be obtained. In addition, according to methods [3a] and [4a], a polymer having a hydroxyl group at the end of the main chain can be obtained. Here, in this specification, the term "having a hydroxyl group at the end of the main chain" means forming a bond with a structural unit that does not form a bond with an adjacent structural unit in the main chain structure.

[0106] In method [2a], the monomer containing an epoxy group is preferably a (meth)acrylic monomer, for example, a (meth)acrylic monomer containing an oxetane group such as glycidyl (meth)acrylate; a (meth)acrylic monomer containing an alicyclic epoxy group such as 3,4-epoxycyclohexylmethyl (meth)acrylate; a (meth)acrylic monomer containing an oxetane group such as (3-ethyl-3-oxetane)methoxymethyl (meth)acrylate, etc. As the carboxyl group-containing compound, a compound having a carboxyl group and an ethylenically unsaturated bond is preferred, a (meth)acrylic compound is more preferred, and (meth)acrylic acid is particularly preferred. In terms of the ease of adjusting the amount of hydroxyl groups possessed by the polymer and the relatively simple acquisition of a hydroxyl group-containing polymer, the polymer (A1-1) is preferably a polymer having a hydroxyl group at least in the side chain.

[0107] In polymer (A1-1), from the viewpoint of obtaining a colored cured film with high solvent resistance, the content ratio of the constituent unit having a hydroxyl group is preferably 0.5% by mass or more, more preferably 1% by mass or more, and further preferably 5% by mass or more relative to all the constituent units possessed by the polymer (A1-1). In addition, from the viewpoint of achieving good storage stability, the content ratio of the constituent unit having a hydroxyl group is preferably 50% by mass or less, more preferably 45% by mass or less, and further preferably 40% by mass or less relative to all the constituent units possessed by the polymer (A1-1).

[0108] Furthermore, the method for obtaining the polymer (A1) is not particularly limited. The polymer (A1) can be produced using the monomers described above by, for example, free radical polymerization, anionic polymerization, cationic polymerization, living free radical polymerization, living anionic polymerization, living cationic polymerization, etc. In addition, when the polymer (A1-1) is produced by the method [2a] described above, the reaction of the epoxy group-containing monomer and the carboxyl group-containing compound can be carried out according to a known method, for example, in a solution.

[0109] (Regarding hydroxyl-containing compounds)

[0110] In one form of the coloring composition disclosed herein, the (A) colorant includes a hydroxyl-containing compound. The hydroxyl-containing compound as the (A) colorant may be a low molecular compound or a polymer. In the case of using a low molecular compound having a hydroxyl group as the (A) colorant, the low molecular compound is preferably a dye (hereinafter also referred to as "hydroxyl-containing dye (A2-1)") in terms of obtaining a colored cured film with high brightness and color purity. The hydroxyl-containing dye (A2-1) may be any one of a nonionic dye and an ionic dye, and in the case of an ionic dye, may be any one of an anionic dye and a cationic dye.

[0111] The number of hydroxyl groups in the hydroxyl-containing dye (A2-1) is preferably 1 to 10, more preferably 2 to 8, from the viewpoint of achieving both solvent resistance and storage stability.

[0112] As the hydroxyl-containing dye (A2-1), for example, the hydroxyl-containing dye described in Japanese Patent Laid-Open No. 2013-173850 Gazette, International Publication No. 2014 / 192973 Handbook, etc. can be cited. In addition, the exemplified known dyes can be used as raw materials and manufactured using known methods. The hydroxyl-containing dye (A2-1) can be used alone or in combination of two or more.

[0113] When a polymer having a hydroxyl group is used as the colorant (A), as the polymer, in addition to the polymer (A1-1), a polymer having a hydroxyl group and a pigment structure and not having a partial structure represented by the formula (1) (hereinafter also referred to as "hydroxyl-containing polymer (A2-2)") can be listed. The hydroxyl-containing polymer (A2-2) only needs to have a hydroxyl group and a pigment structure, and the position of the hydroxyl group is not particularly limited. That is, the hydroxyl-containing polymer (A2-2) may have a hydroxyl group in the side chain, may have a hydroxyl group at the end of the main chain, or may have a hydroxyl group at both the side chain and the end of the main chain. As a method for obtaining the hydroxyl-containing polymer (A2-2), a method of polymerization without using a monomer containing a specific group can be listed among the methods [1a] to [4a] described in the polymer (A1-1). Furthermore, when producing the hydroxyl-containing polymer (A2-2), only one of these methods may be used, or two or more methods may be combined. The polymer (A2-2) is preferably a polymer having a hydroxyl group at least in a side chain, because the amount of the hydroxyl group can be easily adjusted and a hydroxyl-containing polymer can be obtained relatively easily.

[0114] In polymer (A2-2), from the viewpoint of obtaining a colored cured film with high solvent resistance, the content ratio of the structural unit having a hydroxyl group is preferably 0.5% by mass or more, more preferably 1% by mass or more, further preferably 3% by mass or more, and further preferably 5% by mass or more relative to all the structural units possessed by the polymer (A2-2). In addition, from the viewpoint of obtaining good colorability, the content ratio of the structural unit having a hydroxyl group is preferably 70% by mass or less, more preferably 60% by mass or less, and further preferably 50% by mass or less relative to all the structural units possessed by the polymer (A2-2).

[0115] When the colorant (A) is a polymer, the weight average molecular weight (Mw) of the polymer measured by gel permeation chromatography (GPC) is preferably 1,000 to 100,000. Mw is preferably 3,000 or more. In addition, Mw is preferably 50,000 or less. If Mw is 1,000 or more, the pattern shape is good, which is preferred in this respect. If it is 100,000 or less, the resolution time will not be too long, which is preferred from the perspective of ensuring processability. In addition, when the colorant (A) is a polymer, the ratio (Mw / Mn) of the Mw of the polymer to the number average molecular weight (Mn) is preferably 1.0 to 5.0, and more preferably 1.0 to 3.0.

[0116] (Other colorants)

[0117] The coloring composition may contain only at least one of a specific compound and a hydroxyl group-containing compound as the coloring agent (A), but may also use a coloring agent (hereinafter also referred to as "other coloring agent") that does not have any of the partial structure represented by the formula (1) and the hydroxyl group as the coloring agent (A). In addition, when at least one component selected from the group consisting of the polymer (B) and the polymerizable compound (C) contains the partial structure represented by the formula (1) and the hydroxyl group, the coloring composition may contain only the other coloring agent as the coloring agent (A).

[0118] There is no particular limitation on other colorants, and the color or type can be appropriately selected according to the purpose. As other colorants, pigments, dyes, quantum dots and natural pigments can be used. In the case where the coloring composition of the present disclosure is used to form pixels of various colors constituting a color filter, in terms of obtaining pixels with high brightness and color purity, the other colorants are preferably at least one selected from the group consisting of pigments and dyes, and more preferably at least one selected from the group consisting of organic pigments and organic dyes.

[0119] Examples of organic pigments include compounds classified as pigments in the Colour Index (CI; published by The Society of Dyers and Colourists, UK), that is, compounds to which the following Colour Index (CI) names are given. The following organic pigments can be preferably used.

[0120] CI Pigment Red 166, CI Pigment Red 177, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 254, CI Pigment Red 264, CI Pigment Red 279 and other red pigments;

[0121] Green pigments such as CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58, CI Pigment Green 59;

[0122] CI Pigment Blue 15:6, CI Pigment Blue 16, CI Pigment Blue 79, CI Pigment Blue 80, CI Pigment Blue 60 and other blue pigments;

[0123] Yellow pigments such as CI Pigment Yellow 83, CI Pigment Yellow 129, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 179, CI Pigment Yellow 180, CI Pigment Yellow 185, CI Pigment Yellow 211, CI Pigment Yellow 215, CI Pigment Yellow 231;

[0124] Orange pigments such as CI Pigment Orange 38; violet pigments such as CI Pigment Violet 19, CI Pigment Violet 23, and CI Pigment Violet 29; and black pigments such as lactam-based black pigments and perylene-based black pigments.

[0125] Furthermore, as the organic pigment, in addition to the above-mentioned pigments, a brominated diketopyrrolopyrrole pigment represented by formula (Ic) in JP-A-2011-523433 may be used.

[0126] Examples of the inorganic pigment include carbon black, titanium black, etc. Examples of the inorganic pigment include lake pigments described in Japanese Patent Laid-Open No. 2001-081348, Japanese Patent Laid-Open No. 2010-026334, Japanese Patent Laid-Open No. 2010-237384, Japanese Patent Laid-Open No. 2010-237569, Japanese Patent Laid-Open No. 2011-006602, Japanese Patent Laid-Open No. 2011-145346, etc.

[0127] Furthermore, when using pigment, the pigment can also be refined by recrystallization, reprecipitation, solvent cleaning, sublimation, vacuum heating or a combination thereof. In addition, the particle surface of the pigment can be modified by resin as needed. In addition, when using organic pigment, the primary particles can be micronized by so-called salt milling. As a method for salt milling, for example, the method described in Japanese Patent Laid-Open No. 08-179111 can be adopted.

[0128] Dye is not particularly limited, for example, in addition to being able to use the compound that is classified as dye (Dye) in the dye index, also known dye can be used. As such dye, the known dyes exemplified can be enumerated. Among them, from the viewpoint of heat resistance, preferably triarylmethane dyes, cyanine dyes, xanthene dyes, anthraquinone dyes, dipyrromethene dyes, squarylium dyes and phthalocyanine dyes.

[0129] The dye may include a cationic part and an anionic part. As such a dye, for example, a salt of a cationic chromophore and a counter anion, or a salt of an anionic chromophore and a counter cation may be cited. The above description may be applied to the examples of cationic chromophore, counter anion, anionic chromophore and counter cation.

[0130] If necessary, the coloring composition of the present disclosure may also be formulated with (A) coloring agent and dispersant. In addition, the coloring composition may also contain a dispersant and a dispersing aid. As the dispersant and the dispersing aid, known substances can be used. Specifically, as a dispersant, for example, a carbamate dispersant, a polyethyleneimine dispersant, a polyoxyethylene alkyl ether dispersant, a polyoxyethylene alkylphenyl ether dispersant, a polyethylene glycol diester dispersant, a sorbitan fatty acid ester dispersant, a polyester dispersant, an acrylic dispersant, etc. can be listed; as a dispersing aid, for example, a pigment derivative can be listed.

[0131] Specific examples of the dispersant include alkaline dispersants such as Solsperse 11200, Solsperse 13240, Solsperse 13650, Solsperse 13940, Solsperse 16000, Solsperse 17000, Solsperse 18000, Solsperse 20000, Solsperse 24000SG, Solsperse 24000GR, Solsperse 28000, Solsperse 31845, Solsperse 32000, Solsperse 32500, Solsperse 325 50. Solsperse 32600, Solsperse 33000, Solsperse 34750, Solsperse 35100, Solsperse 35200, Solsperse 37500, Solsperse 38500, Solsperse 3900 0, Solsperse 56000, Solsperse 71000, Solsperse 76400, Solsperse 76500, Solsperse X300, Solsperse 9000, Solsperse J200 (all manufactured by Lubrizol Corporation),DISPERBYK-108, DISPERBYK-109, DISPERBYK-112, DISPERBYK-116, DISPERBYK-130, DISPERBYK-161, DISPERBYK-162, DISPERBYK-163, DISPERBYK-164, DISPERBYK-166, DISPERBYK-167, DISPERBYK-168, DISPERBYK-182, DISPERBYK-183, DISPERBYK-184, DISPERBYK-185, DISPERBYK-186, DISPERBYK-187, DISPERBYK-188, DISPERBYK-189, DISPERBYK-190, DISPERBYK-191, DISPERBYK-192, DISPERBYK-193, DISPERBYK-194, DISPERBYK-196, DISPERBYK-197, DISPERBYK-198, DISPERBYK-199, DISPERBYK-200, DISPERBYK-201, DISPERBYK-202, DISPERBYK-203, DISPERBYK-204, DISPERBYK-205, DISPERBYK-206, DISPERBYK-207, DISPERBYK-208, DISPERBYK-209, DISPERBYK-210, DISPERBYK-211 DISPERBYK-183, DISPERBYK-184, DISPERBYK-185, DISPERBYK-2000, DISPERBYK-2008, DISPERBYK-2009, DISPERBYK-2022, DISPERBYK-2050, DISPERBYK-2150, DISPERBYK-2155, DISPERBYK-2163, DISPERBYK-2164, BYK-9077 (above, BYK Chemical Chemie), Ajisper PB821, PB822, PB823, PB824, PB827 (all manufactured by Ajinomoto Fine-Techno), etc.

[0132] Examples of the acidic dispersant include Solsperse 3000, Solsperse 21000, Solsperse 26000, Solsperse 36600, Solsperse 41000, Solsperse 41090, Solsperse 43000, Solsperse 44000, Solsperse 46000, Solsperse 47000, Solsperse 48000, Solsperse 49000, Solsperse 50000, Solsperse 51000, Solsperse 52000, Solsperse 53000, Solsperse 54000, Solsperse 55000, Solsperse 56000, Solsperse 57000, Solsperse 58000, Solsperse 59000, Solsperse 60000, Solsperse 61000, Solsperse 62000, Solsperse 63000, Solsperse 64000, Solsperse 65000, Solsperse 66000, Solsperse 67000, Solsperse 68000, Solsperse 69000, Solsperse 70000, Solsperse 71000, Solsperse 72000, Solsperse 73000, Solsperse 74000, Solsperse 75000, Solsperse se)55000 (above, manufactured by Lubrizol), DISPERBYK-102, DISPERBYK-111, DISPERBYK-170, DISPERBYK-171, DISPERBYK-174, DISPERBYK-2096, BYK-P104, BYK-P104S, BYK-P105, BYK-220S (above, manufactured by BYK Chemie), etc. The dispersant may be used alone or in combination of two or more.

[0133] The content ratio of the colorant (A) can be appropriately selected according to the purpose, etc. From the perspective of forming pixels with high brightness and excellent color purity, or from the perspective of forming a black matrix with excellent light-shielding properties, the content ratio of the colorant (A) is preferably 5% to 70% by mass relative to the total amount of all solid components of the coloring composition. The content ratio of the colorant (A) is more preferably 8% by mass or more, more preferably 10% by mass or more, and particularly preferably 12% by mass or more relative to the total amount of all solid components of the coloring composition. In addition, the content ratio of the colorant (A) is more preferably 60% by mass or less, more preferably 55% by mass or less, and particularly preferably 45% by mass or less relative to the total amount of all solid components of the coloring composition.

[0134] The content ratio of the dye in the (A) colorant is preferably set to 5% by mass or more relative to the total amount of the (A) colorant. Generally, due to the poor heat resistance of the dye, it is difficult to heat the coating film at a post-baking temperature of more than 200°C when using a coloring composition containing a dye to form a cured film. In contrast, the coloring composition disclosed in the present invention can form a cured film with excellent solvent resistance even if it is post-baked at a temperature of less than 200°C, preferably less than 180°C. Therefore, the coloring composition disclosed in the present invention can increase the content ratio of the dye and can be suitably used in the production of various color filters. From the perspective of obtaining a colored cured film with high brightness and color purity, the content ratio of the dye is more preferably 10% by mass or more relative to the total amount of the (A) colorant, and further preferably 20% by mass or more, and particularly preferably 30% by mass or more.

[0135] <(B) Polymer>

[0136] The (B) polymer is contained in the coloring composition for the purpose of dispersing, dyeing or impregnating the (A) coloring agent, or as a binder resin. In the case of obtaining a coloring composition for forming an alkali-developable hardened film, it is preferred that the (B) polymer be an alkali-soluble polymer. Furthermore, the (B) polymer is different from a polymer such as a dye resin as the (A) coloring agent in that it does not have a pigment structure.

[0137] In the case where (B) polymer is an alkali-soluble polymer, (B) polymer is not particularly limited as long as it is soluble in alkaline solution, and is preferably a polymer having acidic functional groups such as carboxyl, phenolic hydroxyl, etc. Among these, (B) polymer is preferably a polymer having a carboxyl group (hereinafter, also referred to as "carboxyl-containing polymer"). As a carboxyl-containing polymer, for example, copolymers of ethylene unsaturated monomers (hereinafter, also referred to as "unsaturated monomers (b1)") having more than one carboxyl group and ethylene unsaturated monomers (hereinafter, also referred to as "unsaturated monomers (b2)") copolymerizable with unsaturated monomers (b1) can be listed.

[0138] Examples of the unsaturated monomer (b1) include (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid mono-[2-(meth)acryloyloxyethyl] ester, ω-carboxy polycaprolactone mono(meth)acrylate, p-vinylbenzoic acid, 2-(meth)acryloyloxyethyl-2-hydroxyethyl phthalate, etc. The carboxyl group-containing polymer may have only one type of structural unit derived from the unsaturated monomer (b1), or may have two or more types in combination.

[0139] In the copolymer, the content of the constituent units derived from the unsaturated monomer (b1) is preferably 5% by mass or more, and more preferably 8% by mass or more, relative to all the constituent units of the polymer (B), in order to obtain a colored cured film having excellent alkali developability. In addition, in order to improve the solubility in solvents, the content of the constituent units derived from the unsaturated monomer (b1) is preferably 30% by mass or less, and more preferably 20% by mass or less, relative to all the constituent units of the copolymer.

[0140] The unsaturated monomer (b2) can be appropriately selected according to the application, etc., and is not particularly limited. When synthesizing the polymer (B), by using an ethylenically unsaturated monomer having a partial structure represented by the formula (1) (hereinafter also referred to as a "monomer containing a specific group") as the unsaturated monomer (b2), a specific compound can be obtained as the polymer (B). In addition, by using an ethylenically unsaturated monomer having a hydroxyl group as the unsaturated monomer (b2), a hydroxyl-containing compound can be obtained as the polymer (B).

[0141] (Regarding specific compounds)

[0142] In one embodiment of the coloring composition of the present disclosure, the polymer (B) contains a specific compound. In terms of facilitating the synthesis of a polymer having a partial structure represented by the formula (1) in a side chain, the specific compound as the polymer (B) is preferably a polymer having a constituent unit (a) (hereinafter also referred to as "polymer (B1)"). The description of the colorant (A) can be applied to the examples and preferred examples of monomers containing a specific group used to have a constituent unit (a).

[0143] In the polymer (B1), the content of the structural unit (a) is preferably 2% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more relative to all the structural units of the polymer (B1) in terms of sufficiently improving the solvent resistance of the cured film. In addition, in terms of maintaining the storage stability of the colored composition, the content of the structural unit (a) is preferably 80% by mass or less, more preferably 70% by mass or less, and further preferably 60% by mass or less relative to all the structural units of the polymer (B1).

[0144] When synthesizing polymer (B1), by using a hydroxyl-containing monomer as an unsaturated monomer (b2), a polymer having a partial structure represented by the formula (1) and a hydroxyl group (hereinafter also referred to as "polymer (B1-1)") can be obtained as polymer (B). By making the coloring composition contain polymer (B1-1), a cross-linked structure is formed between polymers (B1-1), and a cured film with better solvent resistance can be obtained, which is suitable in this respect. Furthermore, polymer (B1-1) is both a specific compound and a hydroxyl-containing compound. Regarding the examples and preferred examples of hydroxyl-containing monomers used in the synthesis of polymer (B1), the description of colorant (A) can be applied.

[0145] As a method for obtaining the polymer (B1-1), in addition to the method of using a hydroxyl group-containing monomer and a specific group-containing monomer as raw material monomers and polymerizing them (method [1b]), the following methods [2b] to [4b] can also be mentioned.

[0146] Method [2b]: A method in which an epoxy-containing monomer (or a carboxyl-containing monomer) and a specific group-containing monomer are used in raw monomers and polymerized to obtain a polymer having an epoxy group in the side chain, and then the polymer is reacted with a carboxyl-containing compound (or an epoxy-containing compound) to introduce a hydroxyl group (more specifically, a secondary hydroxyl group) in the side chain.

[0147] Method [3b]: A method of polymerizing raw material monomers containing a monomer having a specific group using a polymerization initiator having a hydroxyl group (eg, 2,2'-azobis(2-methyl-N-(2-hydroxyethyl)propionamide)).

[0148] Method [4b]: A method in which a raw material monomer containing a monomer having a specific group is polymerized using a chain transfer agent containing a hydroxyl group (for example, monoethanolamine thioglycolate, 2,3-dihydroxy-1,4-butanedithiol, etc.).

[0149] In addition, the description of the method [2a] can be applied to the specific examples of the epoxy group-containing monomer and the carboxyl group-containing compound used in the method [2b]. From the perspective of easily adjusting the amount of hydroxyl groups in the polymer and relatively easily obtaining a hydroxyl-containing polymer, the polymer (B1-1) is preferably a polymer having a hydroxyl group at least in the side chain.

[0150] As the unsaturated monomer (b2) used in synthesizing the polymer (B1), in addition to the above monomers, there can be mentioned: N-substituted maleimides such as N-alkylmaleimide, N-phenylmaleimide, N-cyclohexylmaleimide, and N-benzylmaleimide; aromatic vinyl compounds such as styrene, α-methylstyrene, p-vinylbenzyl glycidyl ether, and acenaphthylene;

[0151] Methyl (meth)acrylate, n-butyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-methoxyethyl (meth)acrylate, allyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ] (meth)acrylates such as decane-8-yl ester, dicyclopentenyl (meth)acrylate, glycidyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 3-〔(meth)acryloyloxymethyl〕oxetane, 3-〔(meth)acryloyloxymethyl〕-3-ethyloxetane;

[0152] Cyclohexyl vinyl ether, isobornyl vinyl ether, tricyclic [5.2.1.0 2,6 ] vinyl ethers such as decane-8-yl vinyl ether, pentacyclopentadecyl vinyl ether, 3-(vinyloxymethyl)-3-ethyloxetane;

[0153] Macromonomers having a mono(meth)acryloyl group at the end of the polymer molecular chain, such as polystyrene, polymethyl(meth)acrylate, polyn-butyl(meth)acrylate, and polysiloxane, etc. The (B) polymer may have only one type of structural unit derived from the unsaturated monomer (b2), or may have two or more types in combination.

[0154] (Regarding hydroxyl-containing compounds)

[0155] In one form of the coloring composition of the present disclosure, the (B) polymer contains a hydroxyl group-containing compound. When a polymer having a hydroxyl group is used as the (B) polymer, as the polymer, in addition to the polymer (B1-1), a polymer having a hydroxyl group and not having a partial structure represented by the formula (1) (hereinafter also referred to as "hydroxyl-containing polymer (B2)") can be listed. The hydroxyl-containing polymer (B2) may have a hydroxyl group in a side chain, may have a hydroxyl group at the end of the main chain, or may have a hydroxyl group at both the side chain and the end of the main chain. Among these, the hydroxyl-containing polymer (B2) is preferably a polymer having a hydroxyl group at least in a side chain from the aspect of easily adjusting the amount of hydroxyl groups and the aspect of being able to obtain a hydroxyl-containing polymer relatively easily. As a method for obtaining a hydroxyl-containing polymer (B2), a method of polymerizing without using a monomer containing a specific group in the methods [1b] to [4b] described in the polymer (B1-1) can be listed. Regarding the examples and preferred examples of the hydroxyl-containing monomer used in the synthesis of the polymer (B2), the description of the colorant (A) can be applied. When producing the hydroxyl-containing polymer (B2), only one of the methods [1b] to [4b] may be used, or two or more of them may be used in combination.

[0156] In each of polymer (B1-1) and polymer (B2), from the viewpoint of obtaining a colored cured film with high solvent resistance, the content ratio of the structural unit having a hydroxyl group is preferably 2% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more relative to all the structural units possessed by polymer (B1-1) or polymer (B2). In addition, from the viewpoint of achieving good storage stability, the content ratio of the structural unit having a hydroxyl group is preferably 70% by mass or less, more preferably 65% ​​by mass or less, and further preferably 60% by mass or less relative to all the structural units possessed by polymer (B1-1) or polymer (B2).

[0157] (Other polymers)

[0158] The coloring composition may contain only at least one of the specific compound and the hydroxyl group-containing compound as the (B) polymer, or may use in combination a polymer that does not have any of the partial structure represented by the formula (1) and the hydroxyl group (hereinafter also referred to as "other polymer") as the (B) polymer. In addition, when the specific compound and the hydroxyl group-containing compound are contained as at least one selected from the group consisting of the (A) colorant and the (C) polymerizable compound, the coloring composition may contain only the other polymer as the (B) polymer.

[0159] Other polymers are not particularly limited and can be suitably selected according to purposes. As the specific example of other polymers, for example, can be enumerated: the copolymer disclosed in Japanese Patent Laid-Open No. 7-140654 Gazette, Japanese Patent Laid-Open No. 8-259876 Gazette, Japanese Patent Laid-Open No. 10-31308 Gazette, Japanese Patent Laid-Open No. 10-300922 Gazette, Japanese Patent Laid-Open No. 11-174224 Gazette, Japanese Patent Laid-Open No. 11-258415 Gazette, Japanese Patent Laid-Open No. 2000-56118 Gazette, Japanese Patent Laid-Open No. 2004-101728 Gazette etc. In addition, as the (B) polymer, a carboxyl group-containing polymer having a polymerizable unsaturated bond (for example, a carbon-carbon double bond in a (meth)acryloyl group) in a side chain may be used, as disclosed in, for example, Japanese Patent Laid-Open No. 5-19467, Japanese Patent Laid-Open No. 6-230212, Japanese Patent Laid-Open No. 7-207211, Japanese Patent Laid-Open No. 9-325494, Japanese Patent Laid-Open No. 11-140144, Japanese Patent Laid-Open No. 2008-181095, etc.

[0160] (B) polymer can be produced by known methods such as free radical polymerization, anionic polymerization, cationic polymerization, living radical polymerization, living anionic polymerization, living cationic polymerization, etc. In addition, for example, the structure or Mw and Mw / Mn can be controlled by methods disclosed in Japanese Patent Laid-Open No. 2003-222717 Gazette, Japanese Patent Laid-Open No. 2006-259680 Gazette, International Publication No. 07 / 029871 Handbook, etc. Furthermore, as (B) polymer, one kind can be used alone or two or more kinds can be mixed and used.

[0161] For (B) polymer, the weight average molecular weight (Mw) of polystyrene conversion measured by gel permeation chromatography (GPC) with tetrahydrofuran as the elution solvent is preferably 1,000 to 100,000. Mw is preferably 3,000 or more. In addition, Mw is preferably 50,000 or less. If Mw is 1,000 or more, the pattern shape can be made good, which is preferred in this respect. If it is 100,000 or less, the resolution time will not be too long, which is preferred from the perspective of ensuring processability.

[0162] The ratio (Mw / Mn) of the polymer (B) Mw to the number average molecular weight (Mn) is preferably 1.0 to 5.0, more preferably 1.0 to 3.0. Mn is a polystyrene conversion value measured by GPC using tetrahydrofuran as the elution solvent.

[0163] In the coloring composition, the content of the (B) polymer is generally 10 to 1,000 parts by mass relative to 100 parts by mass of the (A) colorant. If the content of the (B) polymer is within the above range, appropriate alkali developability in the coating film forming process, sufficient storage stability as a product of the coloring composition, and sufficient color concentration for the required film thickness as a color filter can be ensured. The content of the (B) polymer is preferably 20 parts by mass or more, and more preferably 30 parts by mass or more, relative to 100 parts by mass of the (A) colorant. In addition, the content of the (B) polymer is preferably 500 parts by mass or less, and more preferably 300 parts by mass or less, relative to 100 parts by mass of the (A) colorant.

[0164] <(C) Polymerizable compound>

[0165] (C) polymerizable compound is a compound having preferably two or more polymerizable groups, and is a low molecular weight compound that functions as a crosslinking agent. Furthermore, (C) polymerizable compound is different from (A) colorant in that it does not have a pigment structure, and is different from (B) polymer in that it does not have a molecular weight distribution. That is, compounds having a polymerizable group and a pigment structure are classified as (A) colorants. Polymers having a polymerizable group and not having a pigment structure are classified as (B) polymers. The molecular weight of the (C) polymerizable compound is preferably 1,000 or less, and more preferably 800 or less.

[0166] Examples of polymerizable groups include ethylenically unsaturated groups, oxacyclopropyl groups, oxetanyl groups, and N-alkoxymethylamino groups. Among these, the polymerizable compound (C) is preferably a compound having two or more (meth)acryloyl groups, or a compound having two or more N-alkoxymethylamino groups, and is particularly preferably a compound having two or more (meth)acryloyl groups. The number of polymerizable groups in one molecule of the (C) superimposable compound is preferably 2 to 10, and more preferably 2 to 8.

[0167] (Regarding hydroxyl-containing compounds)

[0168] In one embodiment of the coloring composition of the present disclosure, the polymerizable compound (C) includes a hydroxyl group-containing compound (hereinafter, also referred to as a "hydroxyl group-containing crosslinking agent (C1)"). By using a hydroxyl group-containing crosslinking agent (C1), it is possible to introduce a crosslinking agent that is relatively simple to the group "-OR" in the formula (1). 1 " and base "-OR 2 " and the content of the hydroxyl group in the coloring composition can be easily adjusted, which is preferred.

[0169] From the viewpoint of achieving both solvent resistance and storage stability, the number of hydroxyl groups in one molecule of the hydroxyl-containing crosslinking agent (C1) is preferably 1 to 8, more preferably 1 to 6, and still more preferably 1 to 4. In addition, from the viewpoint of high reactivity to heat and light, the hydroxyl-containing crosslinking agent (C1) is particularly preferably a compound having two or more (meth)acryloyl groups.

[0170] In the case where the coloring composition of the present disclosure contains only a hydroxyl-containing crosslinking agent (C1) as a hydroxyl-containing compound, the hydroxyl value of the hydroxyl-containing crosslinking agent (C1) is preferably 10 mgKOH / g to 500 mgKOH / g. By setting the hydroxyl value of the hydroxyl-containing crosslinking agent (C1) to a value within the range, the following effects, namely, the effect of improving the solvent resistance of the colored cured film obtained using the coloring composition of the present disclosure and the effect of the storage stability of the colored composition can be well balanced, which is preferred in this respect. From the viewpoint of solvent resistance, the hydroxyl value of the hydroxyl-containing crosslinking agent (C1) is more preferably 25 mgKOH / g or more, and more preferably 50 mgKOH / g or more. In addition, from the viewpoint of storage stability, the hydroxyl value of the hydroxyl-containing crosslinking agent (C1) is more preferably 400 mgKOH / g or less, and more preferably 300 mgKOH / g or less. In this specification, the term "hydroxyl value" refers to the number of mg of potassium hydroxide (KOH) required to neutralize 1 g of the solid content of the hydroxyl-containing crosslinking agent (C1).

[0171] The hydroxyl-containing crosslinking agent (C1) is preferably a multifunctional (meth)acrylate obtained by reacting a trivalent or higher aliphatic polyhydroxy compound with (meth)acrylic acid, and specific examples thereof include pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol di(meth)acrylate, trimethylolpropane di(meth)acrylate, dipentaerythritol polyacrylate, etc. Among these, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, and dipentaerythritol polyacrylate are particularly preferred in terms of increasing the crosslinking density between or within molecules and further improving the curability of the film even by low-temperature calcination. Furthermore, as the hydroxyl-containing crosslinking agent (C1), one type may be used alone, or two or more types may be used in combination.

[0172] (Other polymerizable compounds)

[0173] The coloring composition may contain only a hydroxyl group-containing compound as the (C) polymerizable compound, or may use in combination a polymerizable compound that does not have any of the partial structure represented by the formula (1) and the hydroxyl group (hereinafter also referred to as "other polymerizable compound") as the (C) polymerizable compound. In addition, when the coloring composition of the present disclosure contains a specific compound and a hydroxyl group-containing compound as at least one selected from the group consisting of (A) a colorant and (B) a polymer, the coloring composition may contain only other polymerizable compounds as the (C) polymerizable compound.

[0174] Specific examples of other polymerizable compounds include compounds having two or more (meth)acryloyl groups: polyfunctional (meth)acrylates obtained by reacting a trivalent or higher aliphatic polyhydroxy compound with (meth)acrylic acid, caprolactone-modified polyfunctional (meth)acrylates, alkylene oxide-modified polyfunctional (meth)acrylates, polyfunctional urethane (meth)acrylates obtained by reacting a (meth)acrylate having a hydroxyl group with a polyfunctional isocyanate, and polyfunctional (meth)acrylates having a carboxyl group obtained by reacting a (meth)acrylate having a hydroxyl group with an acid anhydride.

[0175] Examples of compounds having two or more N-alkoxymethylamino groups include compounds having a melamine structure, a benzoguanamine structure, and a urea structure. Furthermore, the so-called melamine structure and benzoguanamine structure refer to chemical structures having one or more triazine rings or phenyl-substituted triazine rings as basic skeletons, and are concepts that also include melamine, benzoguanamine, or condensates thereof. Specific examples of compounds having two or more N-alkoxymethylamino groups include N,N,N',N',N",N"-hexa(alkoxymethyl)melamine, N,N,N',N'-tetra(alkoxymethyl)benzoguanamine, N,N,N',N'-tetra(alkoxymethyl)glycoluril, and the like.

[0176] Among them, as other polymerizable compounds, polyfunctional (meth)acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds with (meth)acrylic acid, polyfunctional (meth)acrylates modified with caprolactone, polyfunctional urethane (meth)acrylates, polyfunctional (meth)acrylates having carboxyl groups, N,N,N',N',N",N"-hexa(alkoxymethyl)melamine, and N,N,N',N'-tetra(alkoxymethyl)benzoguanamine are preferred, and polyfunctional (meth)acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds with (meth)acrylic acid, polyfunctional urethane (meth)acrylates, and polyfunctional (meth)acrylates having carboxyl groups are more preferred. As other polymerizable compounds, one type may be used alone or two or more types may be used in combination.

[0177] The content of the (C) polymerizable compound in the coloring composition is preferably 10 parts by mass or more, and more preferably 20 parts by mass or more, relative to 100 parts by mass of the (A) colorant. In addition, the content of the (C) polymerizable compound is preferably 1,000 parts by mass or less, and more preferably 500 parts by mass or less, relative to 100 parts by mass of the (A) colorant. If the content ratio of the (C) polymerizable compound is within the range, sufficient curability and sufficient alkali developability as a colored cured film can be ensured, and the generation of stains, film residues, etc. on the substrate of the unexposed portion or on the light-shielding layer can be sufficiently suppressed, which is preferred in this respect.

[0178] The coloring composition of the present disclosure may contain various components as needed in addition to (A) the coloring agent, (B) the polymer, and (C) the polymerizable compound. Other components that may be contained in the coloring composition of the present disclosure will be described below.

[0179] <(D) Photopolymerization initiator>

[0180] (D) Photopolymerization initiator is a compound that generates active species that can initiate polymerization of (C) polymerizable compound by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray, etc. As such photopolymerization initiator, thioxanthone compounds, acetophenone compounds, biimidazole compounds, triazine compounds, O-acyl oxime initiators, onium salt compounds, benzoin compounds, benzophenone compounds, α-diketone compounds, polynuclear quinone compounds, diazo compounds, imide sulfonate compounds, etc. Among these, (D) photopolymerization initiator preferably includes oxime initiators in terms of being able to fully generate free radicals and being able to fully perform film curing. As oxime initiators, O-acyl oxime initiators can be preferably used.

[0181] Specific examples of O-acyl oxime initiators include 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(O-benzoyl oxime), ethyl ketone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazole-3-yl]-, 1-(O-acetyl oxime), ethyl ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydrofuranylmethoxybenzoyl)-9H-carbazole-3-yl]-, 1-(O -acetyl oxime), ethyl ketone, 1-〔9-ethyl-6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl)methoxybenzoyl}-9H-carbazole-3-yl〕-, 1-(O-acetyl oxime), 1,2-propanedione, 3-cyclohexyl-1-〔4-(phenylthio)phenyl〕-, 1-(O-acetyl oxime) (a compound represented by the following formula (D-1)), a compound represented by the following formula (D-2), etc.

[0182] [Chemistry 8]

[0183]

[0184] As the O-acyl oxime initiator, commercially available products such as NCI-831, NCI-930 (above, manufactured by ADEKA Co., Ltd.), PBG-3057 (above, manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.), and Irgacure OXE03 (above, manufactured by BASF Japan Co., Ltd.) can also be used.

[0185] As the O-acyl oxime initiator, compounds represented by the following formula (d-10), formula (d-11), and formula (d-12) can also be preferably used.

[0186] [Chemistry 9]

[0187]

[0188] (In formula (d-10), X 1 and X 2 are independently a single bond or -CO-; wherein X 1 and X 2 At least one of them is -CO-; R 1 is an alkyl group having 2 to 6 carbon atoms, R 2 is an alkyl group having 4 to 10 carbon atoms; R 4 is a monovalent organic group having a hydrocarbon ring or a heterocyclic ring; R 3 and R 5 are each independently an alkyl group having 1 to 6 carbon atoms or a phenyl group)

[0189] [Chemistry 10]

[0190]

[0191] (In formula (d-11) and formula (d-12), X 3 is a single bond or an alkanediyl group having 1 to 5 carbon atoms, X 4 -O-, -S- or -NR 10 -(where R 10 is a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms); X 5 and X 6 are independently a single bond or -CO-, R 6 and R 7 are independently a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group, R 8 and R 9 are each independently a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, or a substituted or unsubstituted heterocyclic group having 3 to 20 carbon atoms; R11 and R 12 are each independently a hydrogen atom or a monovalent substituent)

[0192] In the formula (d-10), R 1 Preferably it is ethyl or propyl. 2 It may be linear or branched, but is preferably linear. 4 It is preferably a group in which a hydrocarbon ring or a heterocyclic ring is bonded to a carbon atom of an oxime ester group via a divalent linking group. The divalent linking group is preferably at least one selected from the group consisting of an alkanediyl group having 1 to 4 carbon atoms, -S-, -O- and -CO-, and more preferably a methylene group, an ethylene group, -S- or -O-. The hydrocarbon ring is preferably a cyclopentane ring or a cyclohexane ring, and the heterocyclic ring is preferably a dioxolane ring or a pyrimidine ring.

[0193] In the formula (d-11) and the formula (d-12), R 6 , R 7 , R 8 or R 9 When there is a substituent, examples of the substituent include a halogen atom, a nitro group, a hydroxyl group, a carboxyl group, a sulfonic acid group, an amino group, and a cyano group. 11 and R 12 The substituents include a halogen atom, a nitro group, a hydroxyl group, a carboxyl group, a sulfonic acid group, an amino group and a cyano group, and a group in which at least one hydrogen atom of an alkyl group, a cycloalkyl group, a cycloalkylalkyl group or an alkylcycloalkyl group is substituted with a halogen atom, a nitro group, a hydroxyl group, a carboxyl group, a sulfonic acid group, an amino group or a cyano group.

[0194] As the O-acyl oxime initiator, at least one selected from the group consisting of acyl oxime compounds having a diphenyl sulfide skeleton, acyl oxime compounds having a carbazole skeleton, and acyl oxime compounds having a fluorene skeleton can be preferably used in terms of making the contrast ratio of the cured film better. The O-acyl oxime initiator is more preferably at least one selected from the group consisting of acyl oxime compounds having a diphenyl sulfide skeleton and acyl oxime compounds having a fluorene skeleton.

[0195] The content ratio of (D) photopolymerization initiator is preferably 0.01 parts by mass or more, and more preferably 1 part by mass or more, relative to 100 parts by mass of (C) polymerizable compound. In addition, the content ratio of (D) photopolymerization initiator is preferably 120 parts by mass or less, and more preferably 100 parts by mass or less, relative to 100 parts by mass of (C) polymerizable compound. If the content of (D) photopolymerization initiator is within the range, sufficient curing of the coating film brought about by an appropriate exposure amount and sufficient alkali developability as a coloring composition can be ensured, and the generation of stains and film residues on the substrate of the unexposed part or the light-shielding layer can be fully suppressed. In addition, the reduction in brightness of the coating film caused by the yellowing of the polymerization initiator during post-baking can be fully suppressed. (D) Photopolymerization initiator can be used alone or in combination of two or more.

[0196] <(E) Solvent>

[0197] The coloring composition of the present disclosure is prepared as a liquid composition by mixing (E) a solvent. As the (E) solvent, a solvent that disperses or dissolves each component (A), component (B), component (C) or other components constituting the coloring composition, does not react with these components, and has moderate volatility can be preferably used.

[0198] Specific examples of the (E) solvent include (poly)alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, and tripropylene glycol monoethyl ether;

[0199] Alkyl lactates such as methyl lactate and ethyl lactate; alkyl alcohols having a straight chain, branched or cyclic structure such as methanol, ethanol, propanol, butanol, isopropanol, isobutanol, tert-butanol, octanol, 2-ethylhexanol and cyclohexanol; keto alcohols such as diacetone alcohol;

[0200] (Poly)alkylene glycol monoalkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetate, 3-methoxybutyl acetate, 3-methyl-3-methoxybutyl acetate; ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone;

[0201] Diacetates such as propylene glycol diacetate, 1,3-butylene glycol diacetate, and 1,6-hexanediol diacetate;

[0202] Alkoxy carboxylates such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, and 3-methyl-3-methoxybutyl propionate;

[0203] Ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-pentyl formate, isopentyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-oxobutyrate and other esters; aromatic hydrocarbons such as toluene and xylene;

[0204] Amides or lactams such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, etc.

[0205] Among these, the (E) solvent is preferably at least one selected from the group consisting of propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1,3-butanediol diacetate, 1,6-hexanediol diacetate, ethyl lactate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methoxybutyl propionate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, isopropyl butyrate, n-butyl butyrate, and ethyl pyruvate. In addition, (E) The solvent may be used alone or in combination of two or more.

[0206] The coloring composition disclosed in the present invention contains at least one solvent selected from the group consisting of primary alcohols and secondary alcohols (hereinafter also referred to as "specific alcohols") within a range below a specified amount, so that the storage stability of the coloring composition is good, which is preferred in this respect. In order to achieve low-temperature calcination, the specific alcohol is preferably a solvent with a boiling point of 150°C or less. As preferred examples of specific alcohols, primary alcohols include methanol, ethanol, propane-1-ol, butane-1-ol, and pentane-1-ol; secondary alcohols include propane-2-ol, butane-2-ol, pentane-2-ol, and hexane-2-ol. Among these, primary alcohols are preferred in terms of obtaining a coloring composition with excellent storage stability.

[0207] Furthermore, in the coloring composition of the present disclosure, crosslinking is formed during film formation by an ester exchange reaction. Since the ester exchange reaction is a reversible reaction, by making a specific alcohol present in the coloring composition, the balance is maintained and the progress of the ester exchange reaction is suppressed. It is believed that the storage stability of the coloring composition can be improved.

[0208] In the coloring composition of the present disclosure, from the viewpoint of maintaining the dispersibility of the colorant (A), the content ratio of the specific alcohol is preferably 10% by mass or less, more preferably 8% by mass or less, and further preferably 7% by mass or less relative to the total amount of the solvent (E) contained in the coloring composition. In addition, in order to obtain an improvement in storage stability, the content ratio of the specific alcohol is preferably more than 0% by mass, more preferably 0.01% by mass or more, further preferably 0.5% by mass or more, and further preferably 1% by mass or more. Furthermore, as the specific alcohol, one type may be used alone or two or more types may be used in combination.

[0209] <(F) Additives>

[0210] In addition, the coloring composition may contain various additives other than those described above as needed. As additives, for example, fillers such as glass and alumina; polymer compounds such as polyvinyl alcohol and poly (fluoroalkyl acrylate); surfactants such as fluorine-based surfactants and silicon-based surfactants; adhesion promoters; antioxidants; ultraviolet absorbers; multifunctional thiols; metal chelate compounds such as zirconium compounds, titanium compounds, and aluminum compounds, etc. The proportion of these can be appropriately set according to the type of each additive within the range that does not impair the effects of the present disclosure.

[0211] In the coloring composition of the present disclosure, the content ratio of the specific compound and the hydroxyl-containing compound can be appropriately set according to the formulation of the specific compound and the hydroxyl-containing compound so that the content of the partial structure represented by the formula (1) and the content of the hydroxyl group are respectively within appropriate ranges.

[0212] <Preparation of Coloring Composition>

[0213] The coloring composition disclosed in the present invention can be prepared by a suitable method. As its preparation method, for example, the method disclosed in Japanese Patent Laid-Open No. 2008-58642, Japanese Patent Laid-Open No. 2010-132874, etc. can be cited. In the case of using both dyes and pigments as (A) colorants, the following method can be adopted: as disclosed in Japanese Patent Laid-Open No. 2010-132874, after the dye solution is passed through the first filter, the dye solution passed through the first filter is mixed with a separately prepared pigment dispersion, and the obtained coloring composition is passed through a second filter, thereby preparing. In addition, the following method can also be adopted: dissolving the dye, the (B) polymer and the (C) polymerizable compound, and other components used as needed in a solvent, passing the obtained solution through the first filter, mixing the solution passed through the first filter with a separately prepared pigment dispersion, and passing the obtained coloring composition through a second filter, thereby preparing. Alternatively, the dye solution may be passed through a first filter, and then the dye solution passed through the first filter is mixed and dissolved with the (B) polymer and (C) polymerizable compound, and other components used as required, and the obtained solution is passed through a second filter, and then the solution passed through the second filter is mixed with a separately prepared pigment dispersion, and the obtained coloring composition is passed through a third filter to prepare the coloring composition.

[0214] [Color filter and method for manufacturing the same]

[0215] The color filter disclosed herein includes a colored layer formed using the colored composition.

[0216] As a method for manufacturing a color filter, first, a light-shielding layer (black matrix) is formed on the surface of a substrate in a manner that divides the parts that form pixels as needed. Then, after applying a green coloring composition (liquid composition) on the substrate, it is dried under reduced pressure or pre-baked to evaporate the solvent to form a coating (film forming process). Then, after the coating is exposed through a photomask (exposure process), an alkaline developer is used for development (development process). At this time, in the case of a positive type, the exposed portion of the coating is dissolved and removed, and in the case of a negative type, the unexposed portion of the coating is dissolved and removed. Thereafter, a pixel array is formed by post-baking (heating process), and the pixel array is arranged with a green pixel pattern in a specified arrangement.

[0217] Then, using each coloring composition of red or blue, each coloring composition is coated, dried, exposed, developed and post-baked in the same manner as described above, and a red pixel array and a blue pixel array are sequentially formed on the same substrate. Thus, a color filter having a pixel array of the three primary colors of green, red and blue is obtained on the substrate. Among them, the order in which the pixels of each color are formed is not limited to the order described. The black matrix can be formed by setting a metal film of chromium or the like formed by sputtering or evaporation to a desired pattern using a photolithography method. In addition, a coloring composition in which a black colorant is dispersed can also be used and formed in the same manner as the pixel is formed.

[0218] Examples of the substrate used for forming the color filter include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, etc. If necessary, these substrates may be subjected to appropriate pretreatment such as chemical treatment using a silane coupling agent, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum evaporation, etc.

[0219] When the coloring composition is applied to the substrate, a suitable coating method such as a spray method, a roller coating method, a spin coating method (spin coating method), a slit die coating method (slit coating method), a rod coating method, etc. can be used. Among these, in particular, in terms of obtaining a coating with a uniform film thickness, it is preferred to use a spin coating method and a slit die coating method. After coating, reduced pressure drying is performed to form a coating on the substrate. Reduced pressure drying is usually carried out at room temperature for 1 minute to 15 minutes, preferably 1 minute to 10 minutes, and is usually carried out at a pressure of 50Pa to 200Pa. The formation of the coating can be carried out by a heating treatment (pre-baking) at a temperature lower than the post-baking temperature. The coating thickness is usually 0.6μm to 8μm, preferably 1.2μm to 5μm, based on the film thickness after drying.

[0220] As the light source of radiation used for exposure, for example, there can be listed: xenon lamp, halogen lamp, tungsten lamp, high pressure mercury lamp, ultra-high pressure mercury lamp, metal halide lamp, medium pressure mercury lamp, low pressure mercury lamp and other lamp light sources or argon ion laser, yttrium aluminum garnet (Yttrium-Aluminum-Garnet, YAG) laser, XeCl excimer laser, nitrogen laser and other laser light sources. Ultraviolet light emitting diode (Light-Emitting Diode, LED) can also be used as the exposure light source. Preferably, the radiation has a wavelength in the range of 190nm to 450nm, and more preferably, the radiation has a wavelength in the range of 300nm to 450nm. The exposure amount of the radiation is usually preferably 10J / m 2 ~10,000J / m 2 The radiation exposure is more preferably 100 J / m 2More than 200 J / m 2 In addition, the radiation exposure is more preferably 5,000 J / m 2 Below, more preferably 2,000 J / m 2 the following.

[0221] As the alkaline developer, for example, aqueous solutions of sodium carbonate, sodium bicarbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0]-7-undecene, 1,5-diazabicyclo-[4.3.0]-5-nonene, etc. are preferred. An appropriate amount of a water-soluble organic solvent or a surfactant such as methanol or ethanol may be added to the alkaline developer. Furthermore, water washing is usually performed after alkali development. As the development treatment method, the following may be applied: a shower development method, a spray development method, an immersion (dip) development method, a puddle (puddle) development method, etc. The development conditions are preferably performed at room temperature for 5 seconds to 300 seconds.

[0222] Post-baking is performed by heating the patterned coating at 70°C to 230°C. Considering the curability or solvent resistance, the improvement of adhesion to the substrate, the suppression of color shift, and the protection of the substrate, the post-baking temperature can be set at a heating temperature of, for example, 70°C to 120°C, 120°C to 180°C, 180°C to 240°C, etc., depending on the application. At this time, in order to make the group "OR 1 " and base "OR 2 " The ester exchange reaction between at least one of the hydroxyl-containing compounds and the OH group of the hydroxyl-containing compound is fully carried out, and a temperature higher than the boiling point of the alcohols contained in the coloring composition can also be set as the heating temperature during post-baking. The heating time during post-baking can be appropriately set according to the heating temperature, for example, at a low temperature of 70°C to 120°C, it is usually 5 minutes to 120 minutes, preferably 30 minutes to 100 minutes. The film thickness of the colored cured film (i.e., pixel) formed on the substrate is usually 0.5μm to 5μm, preferably 1.0μm to 3μm.

[0223] After forming a protective film as needed on the pixel pattern thus obtained, a transparent conductive film is formed by sputtering. After forming the transparent conductive film, a spacer can also be formed to make a color filter. Usually, a transparent photosensitive resin composition is used to form the spacer, but a spacer with light-shielding properties (black spacer) can also be made. In the case, a photosensitive coloring composition dispersed with a black colorant is used. The coloring composition disclosed in the present invention can also be suitably used to form the black spacer.

[0224] The coloring composition disclosed herein can also be suitably used to form any coloring cured film such as each color pixel, black matrix, black spacer, etc. used in color filters. The color filter thus formed has high brightness and color purity, and is particularly useful for color liquid crystal display elements, solid-state imaging elements, color sensors, organic electroluminescence (EL) display elements, electronic paper, etc.

[0225] [Display components]

[0226] The display element disclosed herein includes the color filter disclosed herein. Examples of the display element include a color liquid crystal display element, an organic EL display element, and electronic paper.

[0227] In addition to a cold cathode fluorescent lamp (CCFL), a color liquid crystal display element including the color filter disclosed herein may also include a backlight unit using a white LED as a light source. Examples of white LEDs include: a white LED that combines a red LED, a green LED, and a blue LED and obtains white light by color mixing; a white LED that combines a blue LED, a red LED, and a green phosphor and obtains white light by color mixing; a white LED that combines a blue LED, a red light-emitting phosphor, and a green light-emitting phosphor and obtains white light by color mixing; a white LED that obtains white light by color mixing a blue LED and a YAG-based phosphor; a white LED that combines a blue LED, an orange light-emitting phosphor, and a green light-emitting phosphor and obtains white light by color mixing; a white LED that combines an ultraviolet LED, a red light-emitting phosphor, a green light-emitting phosphor, and a blue light-emitting phosphor and obtains white light by color mixing, etc.

[0228] The organic EL display element including the color filter of the present disclosure may adopt a suitable structure, for example, the structure disclosed in Japanese Patent Laid-Open No. 11-307242. In addition, the electronic paper including the color filter of the present disclosure may adopt a structure disclosed in Japanese Patent Laid-Open No. 2007-41169.

[0229] [Light receiving element]

[0230] The light receiving element of the present disclosure includes a colored cured film formed using the colored composition. The light receiving element of the present disclosure can adopt a suitable structure, for example, the colored cured film is set as a color filter constituting a solid imaging element, and combined with a photodiode, thereby constituting an imaging element such as a solid imaging element. In addition, the cured film of the present disclosure can be used as an infrared light transmission filter and combined with a photodiode to constitute a pixel for infrared light detection.

[0231] [Curing composition]

[0232] The curable composition of the present disclosure contains the polymer (B) and the polymerizable compound (C). In particular, in the curable composition of the present disclosure, at least one selected from the group consisting of the polymer (B) and the polymerizable compound (C) has a partial structure represented by the formula (1), and at least one selected from the group consisting of the polymer (B) and the polymerizable compound (C) has a hydroxyl group. Furthermore, the partial structure represented by the formula (1) and the hydroxyl group may exist in the same molecule or in different molecules.

[0233] The curable composition disclosed herein is a composition for forming a cured film. As a cured film, there can be listed: various color pixels used in display elements or light receiving elements, interlayer insulating films, planarization films, banks (isolation walls) for defining the area where the light emitting layer is formed, black matrices, spacers, protective films, etc. As display elements, for example, color liquid crystal display elements, organic EL elements, electronic paper, etc. can be listed, and as light receiving elements, for example, charge coupled devices (CCD) image sensors, complementary metal oxide semiconductors (CMOS) image sensors, etc. can be listed.

[0234] [Example]

[0235] Hereinafter, the present invention will be specifically described by way of examples, but the present invention is not limited to these examples. Furthermore, the "parts" and "%" in the examples and comparative examples are based on mass unless otherwise specified. In the present example, the weight average molecular weight (Mw) of the polymer is measured by GPC. The compounds used in the present example and their abbreviations are shown below.

[0236] (Crosslinking monomer)

[0237] [Chemistry 11]

[0238]

[0239] (Other monomers)

[0240] [Chemistry 12]

[0241]

[0242] (Dye monomer)

[0243] Dye Monomer I is a compound having a structural formula in which the anion site of the raw material monomer of Dye Polymer XIV described in paragraph 0434 of Japanese Patent No. 5377595, which is a known structure, is replaced with a bis(trifluoromethanesulfonyl)imide anion. Dye Monomer II to Dye Monomer XI are compounds represented by the structural formulas shown below.

[0244] [Chemistry 13]

[0245]

[0246] (dye)

[0247] [Chemistry 14]

[0248]

[0249] [Chemistry 15]

[0250]

[0251] [Chemistry 16]

[0252]

[0253] [Chemistry 17]

[0254]

[0255] [Chemistry 18]

[0256]

[0257] [Chemistry 19]

[0258]

[0259] (Dyes containing hydroxyl groups)

[0260] [Chemistry 20]

[0261]

[0262] [Chemistry 21]

[0263]

[0264] (Photopolymerization Initiator)

[0265] [Chemistry 22]

[0266]

[0267] (Polymerizable compound)

[0268] [Chemistry 23]

[0269]

[0270] C-2A: A compound represented by the formula (C-2) having a hydroxyl value of 60 mgKOH / g to 100 mgKOH / g

[0271] C-2B: A compound represented by the above formula (C-2) and having a hydroxyl value of 100 mgKOH / g to 140 mgKOH / g

[0272] 1. Synthesis of dye resin

[0273] [Synthesis example 1-1]

[0274] In a reaction vessel equipped with a cooling tube, 8.70 g of dye monomer I, 1.41 g of methacrylic acid (MA), 2.25 g of 2-[[[[[2-methyl-1-oxo-2-propenyl]oxy]ethyl]amino]carbonyl]-1,3-diethyl malonate (manufactured by Showa Denko K.K., trade name "Karenz MOI-DEM", hereinafter referred to as "Compound (M-1)"), 1.97 g of 2-hydroxyethyl methacrylate (HEMA), and 0.42 g of 2-ethylhexyl-3-mercapto propionate (EHMP) were added and dissolved in 25.4 g of propylene glycol monomethyl ether acetate (PGMEA) and 59.2 g of n-butanol. The solution was heated to 75° C. while stirring under a nitrogen gas stream. At the same temperature, 0.42 g of 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (manufactured by Wako Pure Chemical Industries, Ltd., trade name "V-70", hereinafter referred to as "V-70") was added while stirring, and stirring was continued for 3 hours. Thereafter, 0.42 g of V-70 was further added, and stirring was continued for 3 hours. Subsequently, after the reaction solution was cooled to room temperature, 60 g of PGMEA was added to prepare a uniform solution, and the solution was added dropwise to 1.1 L of hexane. The generated precipitate was filtered out and washed with hexane. The obtained solid was dried under reduced pressure at 50°C to obtain 15.30 g of a polymer (referred to as "polymer (A-1)"). Regarding the obtained polymer (A-1), GPC confirmed that the Mw was 19,000 and the Mn was 9,800.

[0275] [Synthesis Examples 1-2 to 1-10, Synthesis Examples 1-12 to 1-22, and Comparative Synthesis Examples 1-1 to 1-4]

[0276] Except for changing the type and amount of the monomers used as shown in Table 1 below, the same operation as in Synthesis Example 1-1 was performed to synthesize polymers (A-2) to (A-10), polymers (A-12) to (A-22), and polymers (AR-1) to (AR-4), respectively. In Table 1, "-" indicates that the corresponding components were not formulated (the same applies to the following tables).

[0277] [Synthesis Example 1-11]

[0278] In a reaction vessel equipped with a cooling tube, 8.70 g of dye monomer I, 1.41 g of MA, 2.25 g of compound (M-1), 1.97 g of glycerol monomethacrylate (GLM), and 0.42 g of thioglycolic acid-monoethanolamine (TG-MEA) were added and dissolved in 25.4 g of PGMEA and 59.2 g of n-butanol. The solution was heated to 75°C while stirring under a nitrogen stream. At the same temperature, 0.42 g of 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)propionamide] (manufactured by Wako Pure Chemical Industries, Ltd., a water-soluble free radical initiator, trade name "VA-086", hereinafter also referred to as "VA-086") was added while stirring, and stirring was continued for 3 hours. Thereafter, 0.42 g of VA-086 was further added, and stirring was continued for 3 hours. Then, after the reaction solution was cooled to room temperature, 60 g of PGMEA was added to prepare a uniform solution, and the solution was added dropwise to 1.1 L of hexane. The generated precipitate was filtered and washed with hexane. The obtained solid was dried under reduced pressure at 50°C to obtain 15.30 g of a polymer (hereinafter referred to as "polymer (A-11)"). Regarding the obtained polymer (A-11), Mw was confirmed to be 19,300 and Mn was 10,000 by GPC.

[0279] [Table 1]

[0280]

[0281] [Synthesis Example 1-23]

[0282] In a reaction vessel equipped with a cooling tube, 8.45 g of triethylamine salt of (vinylphenyl) trifluoromethanesulfonyl imide acid (set as "acidic monomer I"), 1.41 g of MA, 2.25 g of compound (M-1), 1.97 g of HEMA, and 0.42 g of pentaerythritol tetrakis (3-mercapto propionate) (PEMP) were added and dissolved in 25.40 g of cyclohexanone (CHN) and 59.20 g of n-butanol. Under a nitrogen gas stream, the solution was heated to 75 ° C while stirring. At the same temperature, 0.84 g of V-70 was added while stirring, and stirring was continued for 4 hours. Then, after the reaction solution was cooled to room temperature, 60 g of acetone was added to make a uniform solution, and the solution was added dropwise to 1.1 L of hexane. The generated precipitate was filtered and washed with hexane. The obtained solid was dried under reduced pressure at 50°C to obtain 15.01 g of an anionic group-containing polymer represented by the following structural formula (hereinafter referred to as "polymer (A-23-1)"). GPC confirmed that the obtained polymer (A-23-1) had an Mw of 11,100 and an Mn of 6,900.

[0283] [Chemistry 24]

[0284]

[0285] 2.0 g of the synthesized polymer (A-23-1) was dissolved in 40 mL of acetone. Secondly, as shown in the following process, relative to the molar number of the constituent units derived from triethylamine salt of trifluoromethanesulfonyl imide acid calculated according to the copolymerization ratio of the polymer (A-23-1), an equivalent molar amount of CI Basic Red (Basic Red) 12 (basic dye I) was added, and stirred at room temperature for 1 hour. Thereafter, the reaction solution was concentrated under reduced pressure to obtain a residue, and 200 mL of ion exchange water was added to the obtained residue, and the generated precipitate was filtered and washed with water. At 50 ° C, the obtained solid was dried under reduced pressure to obtain 2.61 g of a polymer represented by the following structural formula (set to "polymer (A-23)").

[0286] [Chemistry 25]

[0287]

[0288] [Synthesis Example 1-24, Synthesis Example 1-25]

[0289] Except for changing the type of the basic dye used as shown in Table 2 below, the same operation as in Synthesis Example 1-23 was carried out to synthesize a polymer (A-24) and a polymer (A-25), respectively.

[0290] [Synthesis example 1-26]

[0291] In a reaction vessel equipped with a cooling tube, 8.45 g of methacryloylpropyltrimethylammonium chloride (basic monomer I), 1.41 g of MA, 2.25 g of compound (M-1), 1.97 g of HEMA, and 0.42 g of PEMP were dissolved in 25.0 g of CHN and 60.0 g of n-butanol. Under a nitrogen stream, the solution was heated to 75°C while stirring. At the same temperature, 0.80 g of V-70 was added while stirring, and stirring was continued for 4 hours. Then, after the reaction solution was cooled to room temperature, 60.0 g of acetone was added to make a uniform solution, and the solution was added dropwise to 1.10 L of hexane. The precipitate generated was filtered and washed with hexane. The obtained solid was dried under reduced pressure at 50°C to obtain 15.11 g of a cationic polymer represented by the following structural formula (set to "polymer (A-26-1)"). The obtained polymer (A-26-1) was confirmed to have Mw of 10,500 and Mn of 7,000 by GPC.

[0292] [Chemistry 26]

[0293]

[0294] 2.00g of the synthesized polymer (A-26-1) is dissolved in 40.0mL of acetone. Secondly, as shown in the following process, relative to the molar number of the constituent units derived from the ammonium salt calculated according to the copolymerization ratio of the polymer (A-26-1), the equivalent molar amount of CI acid blue (Acid Blue) 93 (acid dye I) is added, and stirred at room temperature for 1 hour. Thereafter, the reaction solution is concentrated under reduced pressure to obtain a residue, and for the obtained residue, 200mL of ion exchange water is added, the precipitate generated is filtered and washed with water. At 50°C, the obtained solid is dried under reduced pressure to obtain 2.62g of the pigment polymer represented by the following structural formula (set to "polymer (A-26)"). About the obtained polymer (A-26), it is confirmed by GPC that Mw is 12,600 and Mn is 7,500.

[0295] [Chemistry 27]

[0296]

[0297] [Synthesis Example 1-27]

[0298] Except for changing the cationic monomer to dimethylaminoethyl methacrylate (referred to as "basic monomer II"), the same operation as in Synthesis Example 1-26 was performed, thereby obtaining 15.02 g of a cationic group-containing polymer represented by the following structural formula (referred to as "polymer (A-27-1)"). Regarding the obtained polymer (A-27-1), it was confirmed by GPC that Mw was 11,400 and Mn was 6,800. Subsequently, using polymer (A-27-1), the same operation as in Synthesis Example 1-26 was performed, thereby obtaining a pigment polymer of polymer (A-27-1) and CI acid blue (Acid Blue) 93 (acid dye I) (referred to as "polymer (A-27)").

[0299] [Chemistry 28]

[0300]

[0301] [Synthesis Example 1-28]

[0302] Except for changing the cationic monomer to N,N-dimethylaminomethylstyrene (referred to as "basic monomer III"), the same operation as in Synthesis Example 1-26 was performed to obtain 15.07 g of a cationic group-containing polymer represented by the following structural formula (referred to as "polymer (A-28-1)"). Regarding the obtained polymer (A-28-1), it was confirmed by GPC that Mw was 11,300 and Mn was 7,100. Subsequently, using polymer (A-28-1), the same operation as in Synthesis Example 1-26 was performed to obtain a pigment polymer of polymer (A-28-1) and CI acid blue (Acid Blue) 93 (acid dye I) (referred to as "polymer (A-28)").

[0303] [Chemistry 29]

[0304]

[0305] [Synthesis Example 1-29]

[0306] Except for changing the cationic monomer to N-vinylpyrrolidone (referred to as "basic monomer IV"), the same operation as in Synthesis Example 1-26 was performed, thereby obtaining 15.03 g of a cationic group-containing polymer represented by the following structural formula (referred to as "polymer (A-29-1)"). Regarding the obtained polymer (A-29-1), it was confirmed by GPC that Mw was 12,100 and Mn was 7,400. Subsequently, using polymer (A-29-1), the same operation as in Synthesis Example 1-26 was performed, thereby obtaining a pigment polymer of polymer (A-29-1) and CI acid blue (Acid Blue) 93 (acid dye I) (referred to as "polymer (A-29)").

[0307] [Chemistry 30]

[0308]

[0309] [Synthesis Example 1-30]

[0310] Except for using CI Acid Red (Acid Red) 289 (acid dye II) as the acid dye, the same operation as that of Synthesis Example 1-26 was performed to obtain a pigment polymer of polymer (A-26-1) and CI Acid Red (Acid Red) 289 (acid dye II) (referred to as "polymer (A-30)").

[0311] [Table 2]

[0312]

[0313] In Table 2, the abbreviations of the compounds are as follows.

[0314] Acidic monomer I: p-(vinylphenyl) trifluoromethanesulfonyl imide acid triethylamine salt

[0315] Basic monomer I: Methacryloylpropyltrimethylammonium chloride

[0316] Basic monomer II: dimethylaminoethyl methacrylate

[0317] Basic monomer III: N,N-dimethylaminomethylstyrene

[0318] Basic monomer IV: N-vinyl pyrrolidone

[0319] 2. Synthesis of binder resin

[0320] [Synthesis example 2-1]

[0321] In a reaction container, 28.0 g of compound (M-1), 24.5 g of 2-hydroxyethyl methacrylate (HEMA), 7.0 g of N-cyclohexyl maleimide (CHMI), 3.5 g of styrene (styrene, ST), 7.0 g of methacrylic acid (MA), and 4.92 g of 2,2'-azobis(2,4-dimethylvaleronitrile) were measured and dissolved in 40 g of propylene glycol monomethyl ether acetate and 90 g of n-butanol. Under a nitrogen gas stream, the reaction solution was heated to 75 ° C while stirring, and stirring was continued for 5 hours. After the reaction solution was cooled to room temperature, 200 g of a polymer solution having a solid content concentration of 35% by mass was recovered. Regarding the obtained polymer (set to "polymer (B-1)"), it was confirmed by GPC measurement that Mw was 16,000 and Mn was 7,000.

[0322] [Synthesis Example 2-2 to Synthesis Example 2-7, Synthesis Example 2-9 to Synthesis Example 2-17 and Comparative Synthesis Example 2-1 to Comparative Synthesis Example 2-5]

[0323] Except for changing the type and amount of monomers used as shown in Table 3 below, the same operation as in Synthesis Example 2-1 was carried out to synthesize polymers (B-2) to (B-7), polymers (B-9) to (B-17), and polymers (BR-1) to (BR-5), respectively.

[0324] [Synthesis example 2-8]

[0325] In a reaction container, 28.0 g of compound (M-1), 24.5 g of glycerinmonomethacrylate (GLM), 7.0 g of N-cyclohexylmaleimide (CHMI), 3.5 g of styrene (ST), 7.0 g of methacrylic acid (MA), 4.60 g of 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)propionamide] (manufactured by Wako Pure Chemical Industries, Ltd., a water-soluble free radical initiator, trade name "VA-086"), were measured and dissolved in 40 g of propylene glycol monomethyl ether acetate and 90 g of n-butanol. Under a nitrogen gas stream, the reaction solution was heated to 75°C while stirring, and stirring was continued for 5 hours. After the reaction solution was cooled to room temperature, 200 g of a polymer solution having a solid content concentration of 35% by mass was recovered. The obtained polymer (hereinafter referred to as "polymer (B-8)") was confirmed to have Mw of 15,200 and Mn of 6,800 by GPC measurement.

[0326] [Table 3]

[0327]

[0328] [Synthesis example 2-18]

[0329] In a reaction container, 32.0 g of glycidyl methacrylate (GMA), 10.9 g of styrene (ST), 27.1 g of butyl methacrylate (BMA), and 7.0 g of 2,2'-azobis(2,4-dimethylvaleronitrile) were weighed and dissolved in 130 g of propylene glycol monomethyl ether acetate. Under a nitrogen stream, the reaction solution was heated to 75°C while stirring, and stirring was continued for 3 hours. Thereafter, the temperature of the reaction solution was raised to 100°C, and polymerization was performed for 1 hour to obtain 200 g of a polymer solution. After the polymer solution was cooled to room temperature, it was switched to an air stream, and 16.5 g of acrylic acid (AA) and 2.2 g of tetrabutylammonium bromide (TBAB) were added thereto, and a heating reaction was performed at 105°C for 10 hours. Then, 22.6 g of tetrahydrophthalic anhydride and 33 g of propylene glycol monomethyl ether acetate were added, and the mixture was reacted at 105° C. for 3 hours. After the reaction solution was cooled to room temperature, 270 g of a polymer solution having a solid content concentration of 40% by mass was recovered. The obtained polymer (referred to as “polymer (B-18)”) had a Mw of 11,700 and a Mn of 6,700.

[0330] [Synthesis example 2-19]

[0331] In a reaction container, 19.4 g of compound (M-1), 26.4 g of methacrylic acid (MA), 24.2 g of butyl methacrylate (BMA), and 7.0 g of 2,2'-azobis(2,4-dimethylvaleronitrile) were weighed and dissolved in 100 g of propylene glycol monomethyl ether acetate and 30 g of n-butanol. Under a nitrogen gas stream, the reaction solution was heated to 75°C while stirring, and stirring was continued for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90°C, and polymerization was performed for 1 hour to obtain 200 g of a polymer solution. After cooling to room temperature, the mixture was switched to an air stream, 27.0 g of methyl methacrylate [(3,4-epoxycyclohexane)-1-yl] methyl ester and 1.9 g of tetrabutylammonium bromide (TBAB) were added thereto, and the reaction was heated at 105°C for 10 hours. After the reaction solution was cooled to room temperature, 240 g of a polymer solution having a solid content concentration of 40% by mass was recovered. The obtained polymer (referred to as "polymer (B-19)") had an Mw of 11,900 and an Mn of 6,600.

[0332] [Synthesis example 2-20]

[0333] In a flask including a cooling tube and a stirrer, 3 parts by mass of 2,2'-azobisisobutyronitrile and 200 parts by mass of propylene glycol monomethyl ether acetate were placed. In the flask, 12 parts by mass of N-cyclohexylmaleimide (CHMI), 10 parts by mass of styrene, 20 parts by mass of methacrylic acid (MA), 15 parts by mass of 2-hydroxyethyl methacrylate (HEMA), 29 parts by mass of 2-ethylhexyl methacrylate (2-ethylhexyl methacrylate, EHMA), 14 parts by mass of benzyl methacrylate (benzylmethacrylate, BzMA), and 5 parts by mass of pentaerythritol tetrakis (3-mercaptopropionate) (manufactured by Sakai Chemical Industry Co., Ltd.) were placed, and nitrogen replacement was performed. Thereafter, stirring was performed slowly, the temperature of the reaction solution was raised to 80°C, and the temperature was maintained for 3 hours to perform polymerization. Thereafter, the temperature of the reaction solution was raised to 100° C. and polymerization was performed for 1 hour to obtain a binder resin solution containing 33.3% by mass of a binder resin (hereinafter referred to as “polymer (BA-1)”). The polymer (BA-1) had an Mw of 9,700 and an Mn of 5,700.

[0334] [Synthesis example 2-21]

[0335] A polymer (B-20) having a Mw of 16,000 and a Mn of 7,000 was synthesized by the same operation as in Synthesis Example 2-1 except that ethanol was used instead of n-butanol.

[0336] 3. Synthesis of hydroxyl-containing dyes

[0337] [Synthesis example 3-1]

[0338] Using dye A1, 1 equivalent of succinic anhydride was stirred at room temperature in a pyridine solvent in the presence of a catalytic amount of dimethylaminopyridine, and then the solvent was distilled off after solvent distillation, water washing, and dehydration to obtain a terminal carboxylic acid body. Subsequently, in a dichloromethane solvent, 1.2 equivalents of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were used to stir 1 equivalent of tris(hydroxymethyl)aminomethane at room temperature, and then the solvent was distilled off after water washing and dehydration to obtain dye A3.

[0339] [Synthesis example 3-2]

[0340] The target dye A4 was obtained by the same method as in Synthesis Example 3-1 except that the dye in which the anion of the dye A2 was changed to an iodine anion was used instead of the dye A1.

[0341] [Synthesis example 3-3]

[0342] The target dye C was obtained by the same method as in Synthesis Example 3-1 except that the dye described in paragraph 0003 of JP-A-2004-506775 was used instead of the dye A1.

[0343] [Synthesis Example 3-4]

[0344] The target dye E was obtained by the same method as in Synthesis Example 3-1 except that the compound [2] described in Chinese Patent CN102786459 was used instead of the dye A1.

[0345] The dye A1 can be synthesized by a known method, and the dye D can be synthesized by a known method with reference to Japanese Patent No. 2812624.

[0346] 4. Preparation of Colorant Dispersion

[0347] [Preparation Example 4-1]

[0348] 13 parts by mass of CI Pigment Green 58 as a colorant, 11.8 parts by mass of BYK-LPN21116 (manufactured by BYK Chemie, solid content concentration of 40.0% by mass) as a dispersant in terms of solution, 13.0 parts by mass of a polymer (BA-1) as a binder resin in terms of a polymer solution (solid content concentration of 33.3% by mass), and a mixed solution containing 55.0 parts by mass of propylene glycol methyl ether acetate and 8 parts by mass of propylene glycol monomethyl ether as a solvent were mixed and dispersed using a bead mill for 12 hours to prepare a colorant dispersion (MB-G-1).

[0349] [Preparation Example 4-2]

[0350] A colorant dispersion (MB-G-2) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Green 59.

[0351] [Preparation Example 4-3]

[0352] A colorant dispersion (MB-G-3) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Green 7.

[0353] [Preparation Example 4-4]

[0354] A colorant dispersion (MB-Y-1) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Yellow 138.

[0355] [Preparation Example 4-5]

[0356] A colorant dispersion (MB-Y-2) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Yellow 139.

[0357] [Preparation Examples 4-6]

[0358] A colorant dispersion (MB-Y-3) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Yellow 185.

[0359] [Preparation Example 4-7]

[0360] A colorant dispersion (MB-R-1) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Red 177.

[0361] [Preparation Example 4-8]

[0362] A colorant dispersion (MB-B-1) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to CI Pigment Blue 15:6.

[0363] [Preparation Example 4-9]

[0364] A colorant dispersion (MB-Bk-1) was prepared in the same manner as in Preparation Example 4-1 except that 7 parts by mass of CI Pigment Blue 60 and 6 parts by mass of CI Pigment Violet 29 were used as colorants.

[0365] [Preparation Example 4-10]

[0366] A colorant dispersion (MB-Bk-2) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to a lactam pigment (Irgaphor Black S0100 CF manufactured by BASF).

[0367] [Preparation Example 4-11]

[0368] A colorant dispersion (MB-Bk-3) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to a perylene pigment (Lumogen Black FK4280 manufactured by BASF).

[0369] [Preparation Example 4-12]

[0370] A colorant dispersion (MB-Bk-4) was obtained in the same manner as in Preparation Example 4-1 except that the type of the colorant was changed to carbon black (TPX1227R manufactured by Cabot Corporation).

[0371] 5. Preparation and evaluation of coloring composition〔1〕

[0372] [Example 1-1]

[0373] (1) Preparation of coloring composition

[0374] 5.7 parts by mass of the polymer (A-1) obtained in Synthesis Example 1-1, 0.7 parts by mass of Valifast Orange 32 (produced by Orient Chemical Industry), 11.7 parts by mass of a colorant dispersion (MB-Y-2), 5.6 parts by mass of a polymer (BA-1) as a binder resin in terms of a polymer solution (solid content concentration: 33.3% by mass), 3.2 parts by mass of dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate as (C) a polymerizable compound, and oxime-based initiator as (D) a photopolymerization initiator. (D-1) 1.0 mass parts, Megafac F-554 (manufactured by DIC Corporation) as a fluorine-based surfactant was mixed, and methoxybutyl acetate was added in an amount equivalent to 10 mass% of the total solvent so that the solid content concentration of the final composition became 15.0 mass%, n-butanol was added in an amount equivalent to 5 mass% of the total solvent, diacetone alcohol was added in an amount equivalent to 20 mass% of the total solvent, and propylene glycol monomethyl ether acetate was further added in an amount equivalent to the remaining amount of the solvent to prepare a coloring composition (G1-1).

[0375] (2) Evaluation

[0376] The colored composition (G1-1) was evaluated according to the following (i) and (ii).

[0377] (i) Evaluation of solvent resistance

[0378] The coloring composition (G1-1) was applied to a soda glass substrate having a SiO2 film formed on the surface for preventing sodium ion elution using a spin coater, and then dried under reduced pressure at room temperature to form a coating film having a film thickness of 2.5 μm.

[0379] Then, a high pressure mercury lamp was used with a photomask at 600 J / m 2 The coating film was exposed to radiation with wavelengths of 365 nm, 405 nm and 436 nm. Then, the substrate was exposed to radiation with a developing pressure of 1 kgf / cm 2(Nozzle diameter 1mm) spray a developer containing 0.04% by mass of potassium hydroxide aqueous solution at 23°C, thereby performing spray development for 60 seconds. Thereafter, the substrate is cleaned with ultrapure water and air-dried, and then further baked in a clean oven at 150°C for 30 minutes, thereby forming a long strip pattern on the substrate. For the long strip pattern, a color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) is used to measure the chromaticity coordinate values ​​(x, y) and stimulus values ​​(Y) in the International Commission on Illumination (CIE) color system with C light source and 2-degree field of view.

[0380] Next, for the long strip pattern immersed in a mixed solvent of diethylene glycol methyl ethyl ether / ethylene glycol monobutyl ether = 50 / 50 (mass ratio) for 5 minutes, a color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) was used to measure the chromaticity coordinate value (x, y) and stimulus value (Y) in the CIE color system with C light source and 2-degree field of view. The color change before and after immersion, i.e., ΔE*ab, was calculated. The evaluation criteria are as follows.

[0381] (Evaluation Criteria)

[0382] ◎: ΔE*ab value is 3.0 or less

[0383] ○: The value of ΔE*ab is greater than 3.0 and less than 7.0

[0384] △: The value of ΔE*ab is greater than 7.0 and less than 15.0

[0385] ×: ΔE*ab value is greater than 15.0

[0386] Regarding the evaluation results, in Example 1-1, the solvent resistance was "◎".

[0387] (ii) Evaluation of storage stability

[0388] The viscosity Vo of the coloring composition (G1-1) just after preparation was measured using an E-type viscometer (manufactured by Tokyo Keiki). Next, the coloring composition (G1-1) was filled in a light-shielding glass container, and after standing at 25°C for 14 days in a sealed state, the viscosity was measured again using an E-type viscometer (manufactured by Tokyo Keiki). The increase rate ΔV[%] (=((Va-Vo) / Vo)×100) of the viscosity Va after 14 days of storage relative to the viscosity Vo just after preparation was calculated, and the storage stability was evaluated based on the increase rate ΔV. The evaluation criteria are as follows.

[0389] (Evaluation Criteria)

[0390] ○: Increase rate ΔV is less than 5%

[0391] △: Increase rate ΔV is 5% or more and less than 10%

[0392] ×: Increase rate ΔV is 10% or more

[0393] Regarding the evaluation results, in Example 1-1, the storage stability was "○".

[0394] [Example 1-2 to Example 1-30 and Comparative Example 1-1 to Comparative Example 1-4]

[0395] In Example 1-1, the types of colorants and other components were changed so that the chromaticity coordinate values ​​(x, y) in the CIE color system under the C light source showed the values ​​of Table 4 below. In the same manner as in Example 1-1, coloring compositions (G1-2) to (G1-30) and coloring compositions (G1-1R) to (G1-4R) were prepared. For the obtained coloring compositions (G1-2) to (G1-30) and (G1-1R) to (G1-4R), solvent resistance and storage stability were evaluated in the same manner as in Example 1-1. The results are shown in Table 4 below.

[0396]

[0397] In Table 4, the abbreviations of the compounds are as follows (the same applies to the following Tables 5 to 9).

[0398] Q-1: Valifast Orange 3209

[0399] C-1: dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate (manufactured by Toagosei Co., Ltd., trade name Aronix M-402)

[0400] D-1: Oxime initiator (compound represented by the formula (D-1))

[0401] E1: Methoxybutyl acetate

[0402] E2: Propylene glycol monomethyl ether acetate

[0403] E3: n-Butanol

[0404] E4: Diacetone alcohol

[0405] E5: Cyclohexanone

[0406] F-1: Megafac F-554 (manufactured by DIC Corporation)

[0407] 6. Preparation and evaluation of coloring compositions〔2〕

[0408] [Example 2-1]

[0409] (1) Preparation of coloring composition

[0410] 28.5 parts by mass of the colorant dispersion (MB-G-1), 29.1 parts by mass of the colorant dispersion (MB-Y-1), 2.7 parts by mass of the polymer (B-3) as a binder resin in terms of the polymer solution (solid content concentration of 35% by mass), 4.2 parts by mass of dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate as (C) a polymerizable compound, 0.5 parts by mass of an oxime initiator (D-1) as (D) a photopolymerization initiator, and 0.03 parts by mass of Megafac F-554 (manufactured by DIC Corporation) as a fluorine-based surfactant were mixed, and methoxybutyl acetate in an amount corresponding to 10% by mass of the total solvent amount was added so that the solid content concentration of the final composition became 15.0% by mass, n-butanol in an amount corresponding to 5% by mass of the total solvent amount was added, and propylene glycol monomethyl ether acetate in an amount corresponding to the remaining solvent amount was further added to prepare a coloring composition (G2-1).

[0411] (2) Evaluation

[0412] The solvent resistance and storage stability of the colored composition (G2-1) were evaluated in the same manner as in Example 1-1. The results are shown in Table 5 below.

[0413] [Example 2-2 to Example 2-27 and Comparative Example 2-1 to Comparative Example 2-5]

[0414] In Example 2-1, the types of colorants and other components were changed so that the chromaticity coordinate values ​​(x, y) in the CIE color system under the C light source showed the values ​​shown in Table 5 below. In the same manner as in Example 2-1, coloring compositions (G2-2) to (G2-27) and coloring compositions (G2-1R) to (G2-5R) were prepared. The solvent resistance and storage stability of the obtained coloring compositions were evaluated in the same manner as in Example 1-1. The results are shown in Table 5 below.

[0415]

[0416] [Example 2-28 to Example 2-31 and Comparative Example 2-6 to Comparative Example 2-9]

[0417] The coloring composition (G2-4) and the coloring composition (G2-3R) were evaluated for solvent resistance in the same manner as in Example 1-1, except that the temperature in the clean oven during post-baking was changed as described in Table 6 below. The results are described in Table 6 below.

[0418] [Example 2-32]

[0419] In Example 2-1, the types of colorants and other components were changed so that the chromaticity coordinate values ​​(x, y) in the CIE color system under the C light source showed the values ​​of Table 6 below. A coloring composition (G2-4A) was prepared in the same manner as in Example 2-1. The obtained coloring composition (G2-4A) was evaluated for solvent resistance in the same manner as in Example 1-1, except that the temperature in the clean oven during post-baking was changed to 85°C. The results are described in Table 6 below.

[0420]

[0421] 7. Preparation and evaluation of coloring compositions〔3〕

[0422] [Example 3-1]

[0423] (1) Preparation of coloring composition

[0424] 3.4 parts by mass of dye A1, 0.7 parts by mass of Valifast Orange 3209 (manufactured by Orient Chemical Industry), 11.7 parts by mass of colorant dispersion (MB-Y-2), 7.9 parts by mass of polymer (B-13) as a binder resin in terms of a polymer solution (solid content concentration: 35% by mass), 3.2 parts by mass of dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate as (C) a polymerizable compound, 1.0 parts by mass of an oxime initiator (D-1) as a photopolymerization initiator, and 1.0 parts by mass of a fluorine-based surfactant. The mixture was mixed with 0.03 parts by mass of Megafac F-554 (manufactured by DIC Corporation), 10% by mass of methoxybutyl acetate was added in an amount equivalent to the total amount of the solvent so that the solid content concentration of the final composition became 15.0% by mass, 5% by mass of n-butanol was added in an amount equivalent to the total amount of the solvent, 20% by mass of diacetone alcohol was added in an amount equivalent to the total amount of the solvent, and propylene glycol monomethyl ether acetate was further added in an amount equivalent to the remaining amount of the solvent to prepare a coloring composition (G3-1).

[0425] (2) Evaluation

[0426] The solvent resistance and storage stability of the colored composition (G3-1) were evaluated in the same manner as in Example 1-1. The results are shown in Table 7 below.

[0427] [Example 3-2 to Example 3-13 and Comparative Example 3-1 to Comparative Example 3-5]

[0428] In Example 3-1, the types of colorants and other components were changed so that the chromaticity coordinate values ​​(x, y) in the CIE color system under the C light source were as shown in Table 7 below. In the same manner as in Example 3-1, coloring compositions (G3-2) to (G3-13) and coloring compositions (G3-1R) to (G3-5R) were prepared. For the obtained coloring compositions (G3-2) to (G3-13) and coloring compositions (G3-1R) to (G3-5R), solvent resistance and storage stability were evaluated in the same manner as in Example 1-1. The results are shown in Table 7 below.

[0429]

[0430] 8. Preparation and evaluation of coloring compositions〔4〕

[0431] [Example 4-1]

[0432] (1) Preparation of coloring composition

[0433] 30.9 parts by mass of dye IX, 24.2 parts by mass of colorant dispersion (MB-Y-1), 6.5 parts by mass of polymer (B-12) as a binder resin in terms of a polymer solution (solid content concentration: 35% by mass), 3.9 parts by mass of dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate having a hydroxyl value of 100 mgKOH / g to 140 mgKOH / g as a polymerizable compound (C), 0.8 parts by mass of an oxime initiator (D-1) as a photopolymerization initiator (D), and 0.6 parts by mass of a fluorine-based surfactant (C) as a photopolymerization initiator. The mixture was mixed with 0.03 parts by mass of Megafac F-554 (manufactured by DIC Corporation), 10% by mass of methoxybutyl acetate was added in an amount equivalent to the total solvent amount so that the solid content concentration of the final composition became 15.0% by mass, 5% by mass of n-butanol was added in an amount equivalent to the total solvent amount, 40% by mass of cyclohexanone was added in an amount equivalent to the total solvent amount, and propylene glycol monomethyl ether acetate was further added in an amount equivalent to the remaining amount of the solvent to prepare a coloring composition (G4-1).

[0434] (2) Evaluation

[0435] The solvent resistance and storage stability of the colored composition (G4-1) were evaluated in the same manner as in Example 1-1. The results are shown in Table 8 below.

[0436] [Example 4-2 to Example 4-11]

[0437] In Example 4-1, the types of colorants and other components were changed so that the chromaticity coordinate values ​​(x, y) in the CIE color system under the C light source were as shown in Table 8 below, and the same method as in Example 4-1 was used to prepare coloring compositions (G4-2) to (G4-11). For the obtained coloring compositions (G4-2) to (G4-11), the solvent resistance and storage stability were evaluated in the same manner as in Example 1-1. The results are shown in Table 8 below.

[0438]

[0439] In Table 8, the abbreviations of the compounds are as follows.

[0440] C-2A: Dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate (hydroxyl value: 60 mgKOH / g to 100 mgKOH / g)

[0441] C-2B: dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate (hydroxyl value: 100 mgKOH / g to 140 mgKOH / g)

[0442] 9. Preparation and evaluation of coloring compositions〔5〕

[0443] [Example 5-1]

[0444] (1) Preparation of coloring composition

[0445] 16.0 parts by mass of the colorant dispersion (MB-Bk-1), 1.4 parts by mass of the colorant dispersion (MB-Bk-4), 25.2 parts by mass of the polymer (B-1) as a binder resin in terms of a polymer solution (solid content concentration of 35% by mass), 3.9 parts by mass of dipentaerythritol pentaacrylate / dipentaerythritol hexaacrylate as (C) a polymerizable compound, 1.9 parts by mass of an oxime initiator (D-1) as (D) a photopolymerization initiator, and 0.2 parts by mass of Megafac RS-72-K (manufactured by DIC Corporation) as a fluorine-based surfactant were mixed, and methoxybutyl acetate in an amount corresponding to 10% by mass of the total solvent amount was added so that the solid content concentration of the final composition became 30.0% by mass, n-butanol in an amount corresponding to 5% by mass of the total solvent amount was added, and propylene glycol monomethyl ether acetate in an amount corresponding to the remaining solvent amount was further added to prepare a coloring composition (Bk5-1).

[0446] (2) Evaluation

[0447] The solvent resistance of the colored composition (Bk5-1) was evaluated according to the following (i). In addition, the storage stability was evaluated in the same manner as in Example 1-1. The results are shown in Table 9 below.

[0448] (i) Evaluation of solvent resistance

[0449] The coloring composition (Bk5-1) was applied to a soda glass substrate having a SiO2 film formed on the surface for preventing sodium ion elution using a spin coater, and then dried under reduced pressure at room temperature to form a coating film having a film thickness of 10 μm.

[0450] Then, a high pressure mercury lamp was used with a photomask at 600 J / m 2 The coating film was exposed to radiation having wavelengths of 365 nm, 405 nm and 436 nm. 2 A developer containing a 0.04 mass % potassium hydroxide aqueous solution at 23° C. (nozzle diameter 1 mm) was sprayed to perform spray development for 60 seconds. Thereafter, the substrate was cleaned with ultrapure water and air-dried, and then post-baked in a clean oven at 85° C. for 60 minutes, thereby forming a line pattern with a width of 3 μm to 50 μm (in units of 1 μm) and a length of 1 mm on the substrate.

[0451] Next, the formed line pattern was immersed in a mixed solvent of propylene glycol monomethyl ether / propylene glycol monomethyl ether acetate = 50 / 50 (mass ratio) for 5 minutes, and the line pattern was observed using an optical microscope. The line pattern after immersion was observed. The solvent resistance was evaluated based on the minimum line width in the remaining pattern after immersion.

[0452] (Evaluation Criteria)

[0453] ◎: Minimum line width is 5μm or less

[0454] ○: Minimum line width is 6 μm or more and 10 μm or less

[0455] △: Minimum line width is 11μm or more and 30μm or less

[0456] ×: Minimum line width is 31μm or more

[0457] Regarding the evaluation results, in Example 5-1, the solvent resistance was "○".

[0458] [Example 5-2 to Example 5-6 and Comparative Example 5-1 to Comparative Example 5-6]

[0459] In Example 5-1, except that the types, mass parts, solvents, and solid content concentrations of the coloring agents and other components were changed as shown in Table 9 below, coloring compositions (Bk5-2) to (Bk5-6) and coloring compositions (Bk5-1R) to (Bk5-6R) were prepared in the same manner as in Example 5-1. For the obtained coloring compositions (Bk5-2) to (Bk5-4), (Bk5-6), (Bk5-2R) to (Bk5-4R), and (Bk5-6R), solvent resistance and storage stability were evaluated in the same manner as in Example 5-1, except that the film thickness of the coating film in the solvent resistance evaluation was changed to 1 μm. The results are shown in Table 9 below.

[0460]

[0461] In Table 9, the abbreviations of the compounds are as follows.

[0462] E6: Ethanol

[0463] F-2: Megafac RS-72-K (manufactured by DIC Corporation)

[0464] The above results show that the curable composition containing the partial structure represented by the formula (1) and a hydroxyl group in the same molecule or in different molecules among the (A) colorant, the (B) polymer, and the (C) polymerizable compound has little change in viscosity over time and is excellent in storage stability, and can produce a cured film with excellent solvent resistance even when the post-baking temperature is low.

Claims

1. A coloring composition comprising: A coloring agent, B polymer, and C polymerizable compound, wherein the B polymer excludes the A coloring agent, and the C polymerizable compound excludes the A coloring agent and the B polymer, wherein in the coloring composition, At least one selected from the group consisting of the A colorant, the B polymer, and the C polymerizable compound has a structure represented by the following formula 1, At least one selected from the group consisting of the colorant A, the polymer B, and the polymerizable compound C has a hydroxyl group, In formula 1, R 1 and R 2 are independently an alkyl group having 1 to 4 carbon atoms; 1 is a divalent organic group; X 1 is a divalent linking group with electron-withdrawing property; n1 and n2 are each independently an integer of 0 to 2; ” indicates a bonding bond. 2 . The coloring composition according to claim 1 , wherein at least one of the A colorant and the B polymer contains a polymer including a structural unit a having a structure represented by the formula 1. 3 . 3 . The coloring composition according to claim 2 , wherein the structural unit a is a structural unit derived from at least one selected from the group consisting of (meth)acrylic monomers, styrene monomers, and maleimide monomers.

4. The coloring composition according to claim 2 or 3, wherein the structural unit a is a structural unit represented by the following formula 1-2, In formula 1-2, R 3 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R 1 , R 2 , L 1 , X 1 , n1 and n2 have the same meanings as in Formula 1. 5 . The coloring composition according to claim 2 , comprising a polymer A1 as the A coloring agent, wherein the polymer A1 includes the structural unit a and a structural unit b having a pigment structure. 6 . The coloring composition according to claim 5 , wherein the structural unit b has a structure including a cationic chromophore and a counter anion or a structure including an anionic chromophore and a counter cation as the pigment structure. 7 . The colored composition according to claim 5 , wherein the polymer A1 further contains a structural unit having a hydroxyl group. 8 . The coloring composition according to claim 7 , wherein the structural unit having a hydroxyl group is a structural unit derived from a monomer having an ethylenically unsaturated group. 9 . The colored composition according to claim 2 , comprising an alkali-soluble polymer having the structural unit a as the B polymer. 10 . The colored composition according to claim 9 , wherein the alkali-soluble polymer further contains a structural unit having a hydroxyl group. 11 . The colored composition according to claim 10 , wherein the structural unit having a hydroxyl group is a structural unit derived from a monomer having an ethylenically unsaturated group. 12 . The coloring composition according to claim 9 , comprising a coloring agent having a hydroxyl group as the A coloring agent. 13 . The colored composition according to claim 1 , comprising, as the B polymer, a polymer including a structural unit having a hydroxyl group. 14 . The colored composition according to claim 13 , wherein the structural unit having a hydroxyl group is a structural unit derived from a monomer having an ethylenically unsaturated group. 15 . The colored composition according to claim 1 , comprising, as the C polymerizable compound, a compound having a hydroxyl group and two or more polymerizable groups.

16. The colored composition according to any one of claims 1 to 3, wherein the X 1 It is a group having at least one electron-withdrawing group selected from the group consisting of a carbonyl group, an amide group, an imide group, an ester group, a sulfonyl group, a sulfinyl group, a thiocarbonyl group, and a carbonimino group. 17 . The colored composition according to claim 1 , wherein a content of the alcohol is more than 0% by mass and 10% by mass or less relative to a total amount of the solvent contained in the colored composition.

18. The colored composition according to any one of claims 1 to 3, wherein the A colorant contains a dye, and The content ratio of the dye is 5 mass % or more based on the total amount of the A colorant. 19 . A colored cured film formed using the colored composition according to claim 1 . 20 . A color filter formed using the colored composition according to claim 1 .

21. A display element comprising the colored hardened film according to claim 19.

22. A light receiving element comprising the colored hardened film according to claim 19.

23. A method for manufacturing a colored hardened film, comprising: A step of applying the coloring composition according to any one of claims 1 to 18 on a substrate to form a coating film; as well as A step of removing the solvent contained in the coating film.

24. The method for producing a colored hardened film according to claim 23, further comprising: A step of exposing the coating film to light; as well as A step of developing the exposed coating film.

25. A curable composition comprising: a polymer (B) and a polymerizable compound (C), wherein the polymer (B) excludes a colorant, and the polymerizable compound (C) excludes the colorant and the polymer (B), wherein in the curable composition, At least one selected from the group consisting of the B polymer and the C polymerizable compound has a structure represented by the following formula 1, At least one selected from the group consisting of the polymer B and the polymerizable compound C has a hydroxyl group, In formula 1, R 1 and R 2 are independently an alkyl group having 1 to 4 carbon atoms; 1 is a divalent organic group; X 1 is a divalent linking group with electron-withdrawing property; n1 and n2 are each independently an integer of 0 to 2; ” indicates a bonding bond.

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