JP2022159104A - Colored photosensitive resin composition, color filter, and member for display device or display device - Google Patents

Abstract

To provide a colored photosensitive resin composition excellent in storage stability and curing reactivity and also excellent in solvent resistance of a cured product.SOLUTION: The colored photosensitive resin composition contains: an alkali-soluble resin which is a copolymer containing a constituent unit (A) derived from an unsaturated carboxylic acid or an anhydride thereof, and a constituent unit (B) derived from an epoxy compound represented by formula (b1); a coloring material; a photopolymerizable compound; a photopolymerization initiator; and a solvent.SELECTED DRAWING: None

Description

TECHNICAL FIELD The present disclosure relates to a colored photosensitive resin composition, a color filter, and a member for a display device or a display device.

A resin composition containing an alkali-soluble resin, a coloring agent (pigment or dye), a photopolymerizable compound, and a photopolymerization initiator is known as a colored photosensitive resin composition used in manufacturing a color filter. .

Patent Document 1 discloses, as the alkali-soluble resin, a copolymer containing methacrylic acid and benzyl methacrylate as constituent monomers. Patent Document 2 discloses, as the alkali-soluble resin, a copolymer containing methacrylic acid and glycidyl methacrylate as constituent monomers. Patent Document 3 discloses, as the alkali-soluble resin, a copolymer containing methacrylic acid and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decyl acrylate as constituent monomers.

JP-A-9-134004 Japanese Unexamined Patent Application Publication No. 2011-237728 Japanese Patent Application Laid-Open No. 2007-333847

However, the colored photosensitive resin composition disclosed in Patent Document 1 has a drawback that the cured product has low solvent resistance. The colored photosensitive resin composition disclosed in Patent Literature 2 has drawbacks such as increased viscosity over time and low stability. Moreover, the solvent resistance of the cured product was not sufficient. Although the colored photosensitive resin composition disclosed in Patent Document 3 is excellent in storage stability, it has poor reactivity with carboxylic acid and requires a curing temperature of 230° C. or higher.

Accordingly, an object of the invention according to the present disclosure is to provide a colored photosensitive resin composition which has excellent storage stability, excellent curing reactivity, and excellent solvent resistance of the cured product. Another object of the invention according to the present disclosure is to provide a color filter formed from the colored photosensitive resin composition having the above properties, and a member for a display device or a display device comprising the color filter. be.

As a result of intensive studies to achieve the above object, the present inventors have found that, as an alkali-soluble resin, a colored photosensitive resin composition using a copolymer containing a specific structural unit has excellent storage stability. It was found that the cured product can be cured even at a relatively low temperature and that the cured product has excellent solvent resistance. The invention according to the present disclosure has been completed based on these findings.

（式中、Ｒ^b1は、水素原子又は炭素数１～７のアルキル基を示す。Ｒ^b2は、ヘテロ原子を含んでいてもよい２価の炭化水素基を示す。Ｒ^b3は、２以上のエポキシ基を有する２価の有機基を示す。）
で表されるエポキシ化合物に由来する構成単位（Ｂ）とを含む共重合体である着色感光性樹脂組成物を提供する。 That is, the present disclosure includes an alkali-soluble resin, a coloring material, a photopolymerizable compound, a photopolymerization initiator, and a solvent,
The alkali-soluble resin is a structural unit (A) derived from an unsaturated carboxylic acid or its anhydride, and the following formula (b1)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a heteroatom ^; Indicates a divalent organic group having an epoxy group.)
To provide a colored photosensitive resin composition that is a copolymer containing a structural unit (B) derived from an epoxy compound represented by:

（式中、Ｒ^b1は、水素原子又は炭素数１～７のアルキル基を示す。Ｒ^b2は、ヘテロ原子を含んでいてもよい２価の炭化水素基を示す。Ｒ^b5は、同一又は異なって、水素原子又は炭素数１～６のアルキル基を示す。Ｒ^b6は、同一又は異なって、単結合又はヘテロ原子を含んでいてもよい２価の炭化水素基を示す。ｎｂ２及びｎｂ３はそれぞれ０以上の整数を示し、ｎｂ２とｎｂ３との和は２以上である。なお、オキシラン環は炭素数１～６のアルキル基を有していてもよい。［］内の２種の基は、必ずしも式（ｂ３）で示される順に並んでいる必要はない。）
で表される化合物、及び下記式（ｂ４）

（式中、Ｒ^b1は、水素原子又は炭素数１～７のアルキル基を示す。Ｒ^b2は、ヘテロ原子を含んでいてもよい２価の炭化水素基を示す。Ｒ^b7は、同一又は異なって、水素原子又は炭素数１～６のアルキル基を示す。Ｒ^b8は環Ｚに結合している基であって、同一又は異なって、単結合又はヘテロ原子を含んでいてもよい２価の炭化水素基を示す。ｍは１～３の整数を示す。環Ｚは炭素数３～２０の脂環式炭化水素環を示す。ｎｂ４は２以上の整数を示す。なお、オキシラン環は炭素数１～６のアルキル基を有していてもよい。また、環ＺはＲ^b7及びＲ^b8以外の基として炭素数１～６のアルキル基を有していてもよい。）
で表される化合物からなる群より選択される少なくとも１つであることが好ましい。 The epoxy compound has the following formula (b3)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a heteroatom; R ^b5 are the same or different; represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R ^b6 is the same or different and represents a single bond or a divalent hydrocarbon group which may contain a hetero atom, nb2 and nb3 are respectively represents an integer of 0 or more, and the sum of nb2 and nb3 is 2 or more, and the oxirane ring may have an alkyl group having 1 to 6 carbon atoms. They do not necessarily have to be arranged in the order shown by formula (b3).)
and a compound represented by the following formula (b4)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a hetero atom; R ^b7 are the same or different; represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R ^b8 is a group bonded to the ring Z, which is the same or different and is a single bond or a divalent group which may contain a heteroatom. represents a hydrocarbon group, m represents an integer of 1 to 3, ring Z represents an alicyclic hydrocarbon ring having 3 to 20 carbon atoms, nb4 represents an integer of 2 or more, and the oxirane ring has a number of carbon atoms. It may have an alkyl group of 1 to 6. Ring Z may also have an alkyl group of 1 to 6 carbon atoms as a group other than R ^b7 and R ^b8 .)
It is preferably at least one selected from the group consisting of compounds represented by.

（式中、Ｒ¹¹は水素原子又は炭素数１～７のアルキル基を示す。Ｒ¹²はヘテロ原子を含んでいてもよい１価の炭化水素基を示す。Ｘはヘテロ原子を示す。）
で表される不飽和カルボン酸誘導体 The copolymer preferably further contains a structural unit (C) derived from at least one compound selected from the group consisting of (c1) to (c4) below.
(c1) styrene optionally substituted with an alkyl group (c2) N-substituted maleimide (c3) N-vinyl compound (c4) the following formula (2)

(In the formula, R ¹¹ represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms, R ¹² represents a monovalent hydrocarbon group which may contain a heteroatom, and X represents a heteroatom.)
An unsaturated carboxylic acid derivative represented by

The copolymer has a content of the structural unit (A) of 2 to 50% by weight, a content of the structural unit (B) of 10 to 98% by weight, and a content of the structural unit (C) based on the total structural units of the copolymer. The content is preferably 0 to 80% by weight.

The colorant may be a pigment and/or dye.

The present disclosure also provides a color filter that is a cured product of the colored photosensitive resin composition.

The present disclosure further provides a member for a display device or a display device comprising the color filter.

ADVANTAGE OF THE INVENTION According to the invention which concerns on this indication, while being excellent in storage stability, it is excellent in curing reactivity, and also the colored photosensitive resin composition which is excellent in the solvent resistance of hardened|cured material is provided. Also provided are a color filter which is a cured product of the colored photosensitive resin composition having the above properties, and a member for a display device or a display device provided with the color filter.

The colored photosensitive resin composition according to the present disclosure is mainly used as a colored pattern forming material, and contains an alkali-soluble resin, a coloring material, a photopolymerizable compound, a photopolymerization initiator, and a solvent.

<Alkali-soluble resin>
In the present disclosure, the alkali-soluble resin includes a structural unit (A) derived from an unsaturated carboxylic acid or an anhydride thereof, and a structural unit (B) derived from an epoxy compound represented by the formula (b1). A copolymer is used. The copolymer may further contain a structural unit (C) derived from at least one compound selected from the group consisting of (c1) to (c4). Further, a structural unit (D) described later may be included as a structural unit other than the structural units (A) to (C).

[Structural unit (A)]
The structural unit (A) can be introduced into the copolymer by polymerizing the unsaturated carboxylic acid or its acid anhydride (a) with the epoxy compound (b) represented by the formula (b1).

The unsaturated carboxylic acid or its acid anhydride (a) is not particularly limited, but examples include α,β-unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid; itaconic acid, maleic acid, fumaric acid, etc. α,β-unsaturated dicarboxylic acid; anhydrides of α,β-unsaturated monocarboxylic acids such as methacrylic anhydride; and anhydrides of α,β-unsaturated dicarboxylic acids such as maleic anhydride and itaconic anhydride. be done. Among these, acrylic acid and methacrylic acid are particularly preferable from the viewpoint of copolymerizability and developability. The unsaturated carboxylic acid or its acid anhydride (a) can be used alone or in combination of two or more.

Although the proportion (content) of the structural unit (A) in the copolymer is not particularly limited, for example, it is preferably 2 to 50% by weight, more preferably 3 to 40%, based on the total structural units constituting the copolymer. % by weight, more preferably 5 to 25% by weight, particularly preferably 10 to 20% by weight. When the ratio of the structural unit (A) is within the above range, the cured product tends to be excellent in solvent resistance. When the ratio of the structural unit (A) is equal to or less than the above upper limit value, excessive development is suppressed, so that solvent resistance tends to be excellent. In the present disclosure, the ratio of structural units to the copolymer is based on the weight of the compound (monomer) used for copolymerization. For example, the ratio of the structural unit (A) in the copolymer refers to the ratio of the amount of the unsaturated carboxylic acid or its acid anhydride (a) to the total amount (100% by weight) of the compounds used for copolymerization. means.

[Constituent unit (B)]
The structural unit (B) can be introduced into the copolymer by polymerizing an epoxy compound (b) represented by the following formula (b1) with an unsaturated carboxylic acid or its acid anhydride (a).

In formula (b1), R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms. R ^b2 represents a divalent hydrocarbon group which may contain a heteroatom. R ^b3 represents a divalent organic group having two or more epoxy groups.

Examples of the alkyl group having 1 to 7 carbon atoms in R ^b1 include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, s-butyl group, pentyl group, hexyl group and heptyl group. . From the viewpoint of copolymerizability and reactivity, R ^b1 is preferably a hydrogen atom, a methyl group, or an ethyl group.

In the optionally heteroatom-containing divalent hydrocarbon group of R ^b2 , the heteroatom may be attached to the end of the hydrocarbon group, or may be interposed between carbon atoms constituting the hydrocarbon group. good. The heteroatom is not particularly limited, but examples include nitrogen atom, oxygen atom, and sulfur atom. R ^b2 may have a substituent.

The divalent hydrocarbon group which may contain a heteroatom for R ^b2 includes, for example, a straight or branched chain such as a methylene group, a methylmethylene group, a dimethylmethylene group, an ethylene group, a propylene group and a trimethylene group. alkylene group (preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 1 to 6 carbon atoms, and particularly preferably an alkylene group having 1 to 3 carbon atoms); 1,2-cyclopentylene group, 1, Cycloalkylene groups (having 3 to A cycloalkylene group having 12 carbon atoms is preferable, a cycloalkylene group having 4 to 10 carbon atoms is more preferable, and a cycloalkylene group having 5 to 8 carbon atoms is particularly preferable); group (preferably an oxyalkylene group having 1 to 12 carbon atoms, more preferably an oxyalkylene group having 1 to 6 carbon atoms); an alkylene group is preferred, and a thioalkylene group having 1 to 6 carbon atoms is more preferred); 1 to 6 aminoalkylene groups are more preferred); and divalent groups formed by combining two or more of these. Among these, straight-chain alkylene groups having 1 to 3 carbon atoms are preferred, and ethylene groups are more preferred, from the viewpoint of storage stability.

R ^b3 is a divalent organic group having two or more epoxy groups. That is, it is a divalent organic group having at least two epoxy groups. The epoxy group is preferably an epoxy group other than an alicyclic epoxy group. This is because ordinary epoxy groups (epoxy groups other than alicyclic epoxy groups) are more reactive than alicyclic epoxy groups, so that the copolymer of the present disclosure can be cured well even at relatively low temperatures. This is because it leads to exhibiting sexuality. In addition, in the epoxy compound (b) represented by formula (b1), when the epoxy group periphery has a crowded structure, the reactivity of the epoxy group is reduced. Good solvent resistance and curability are achieved by using an epoxy group other than the group. An alicyclic epoxy group means a group composed of two adjacent carbon atoms and an oxygen atom that constitute an alicyclic ring, such as a cyclohexene oxide group. The at least two epoxy groups may be the same or different. R ^3b may have a substituent.

When the divalent organic group in R ^b3 has two or more epoxy groups, the amount of epoxy groups per molecule of the acrylic monomer increases, so curing of the copolymer containing the monomer as a structural unit The crosslink density of the product is increased. For this reason, it is considered that solvent resistance is improved because the formed cured film has a fine structure. The number of epoxy groups possessed by the epoxy compound (b) represented by formula (b1), that is, the number of epoxy groups possessed by the divalent organic group in R ^b3 is preferably, for example, 2 to 10. , more preferably 2-6, more preferably 2-4. By being within the above range, there is a tendency to exhibit good solvent resistance and curability.

Examples of organic groups for R ^b3 include hydrocarbon groups, heterocyclic groups, and groups in which two or more of these are bonded via a single bond or a linking group.

Examples of the hydrocarbon group include linear or branched alkylene groups such as methylene group, methylmethylene group, dimethylmethylene group, ethylene group, propylene group and trimethylene group (e.g., alkylene group having 1 to 12 carbon atoms ); 1,2-cyclopentylene group, monocyclic or polycyclic cycloalkylene group such as 1,2-cyclohexylene group (eg, cycloalkylene group having 3 to 12 carbon atoms); arylene group such as phenylene group mentioned. Examples of the heterocyclic group include, for example, a 5- to 10-membered heterocycloalkylene group and a heteroarylene group containing at least one heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, and a sulfur atom (e.g. , a heterocyclic ring containing an oxygen atom such as a furan ring; a heterocyclic ring containing a nitrogen atom such as a pyrrole ring or a pyridine ring; a group obtained by removing two hydrogen atoms from the structural formula of a heterocyclic ring containing a sulfur atom such as a thiophene ring) is mentioned. Examples of the linking group include heteroatoms such as a nitrogen atom, an oxygen atom, a sulfur atom (e.g., an ether bond (-O-), a thioether bond (-S-), etc.), a carbonyl group (-CO-), an ester A bond (--COO--), an amide bond (--CONH--), a carbonate bond (--OCOO--) and the like can be mentioned.

That is, R ^b3 represents a divalent group in which at least two hydrogen atoms in these organic groups are substituted with epoxy groups.

R ^b3 is preferably a group having two or more epoxy groups and two or more hydrocarbon groups bonded via an oxygen atom-containing linking group (particularly an ether bond). In this case, the two or more hydrocarbon groups other than the epoxy group include a linear or branched alkylene group (especially an alkylene group having 1 to 4 carbon atoms in the main chain), and a substituent such as an alkyl group. A monocyclic or polycyclic cycloalkylene group (particularly, a cycloalkylene group having 5 to 8 carbon atoms) which may have a substituent is preferable, and more preferably an ethylene group, a cyclohexene group, norbornene, which may have a substituent. is the base. The two or more hydrocarbon groups may be the same or different. The number of carbon atoms in the main chain of the alkylene group means the number of the shortest carbon chains among the alkylene groups forming the carbon atom bonded to R ^b2 —O— to the carbon atom bonded to OH.

Examples of the epoxy compound (b) include compounds represented by the following formula (b2).

In formula (b2), R ^b1 is the same as described for R ^b1 in formula (b1) and represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms. R ^b2 is the same as described for R ^b2 in formula (b1) and represents a divalent hydrocarbon group which may contain a heteroatom. R ^b4 is the same or different and represents a divalent hydrocarbon group which has an epoxy group and which may contain a heteroatom. nb1 represents an integer of 2 or more.

The bivalent hydrocarbon group which has an epoxy group and may contain a heteroatom in R ^b4 is a divalent hydrocarbon group which may contain a heteroatom, in which one or more hydrogen atoms are substituted by epoxy groups. means a hydrocarbon group of The epoxy group is preferably an epoxy group other than an alicyclic epoxy group. It may have an R ^4b substituent.

The divalent hydrocarbon group optionally containing a heteroatom for R ^b4 includes, for example, a straight-chain or branched-chain alkylene group (having 1 carbon to 8 alkylene groups are preferred, and alkylene groups having 2 to 4 carbon atoms are more preferred); monocyclic or polycyclic cycloalkylene groups such as 1,2-cyclopentylene groups (cycloalkylene groups having 3 to 12 carbon atoms is preferred, a cycloalkylene group having 4 to 10 carbon atoms is more preferred, and a cycloalkylene group having 5 to 8 carbon atoms is particularly preferred); thioalkylene groups such as thioethylene group and thiopropylene group; aminoalkylene groups such as aminomethylene group, aminoethylene group and aminopropylene group; and divalent groups formed by combining two or more of these groups. That is, R ^b4 represents a group in which at least one hydrogen atom of these divalent hydrocarbon groups which may contain hetero atoms is substituted with an epoxy group.

The divalent hydrocarbon group which may contain a heteroatom, excluding an epoxy group, for R ^b4 includes, among others, a linear or branched alkylene group (particularly, a main chain having 1 to 4 carbon atoms alkylene group), a monocyclic or polycyclic cycloalkylene group optionally having a substituent such as an alkyl group (especially a cycloalkylene group having 5 to 8 carbon atoms) is preferable, more preferably having a substituent ethylene group, cyclohexene group, and norbornene group. Note that R ^b4 in two or more parentheses to which nb1 is attached may be the same or different.

From the viewpoint of storage stability, the epoxy compound (b1) is preferably a compound represented by the following formula (b3) or a compound represented by the following formula (b4). In addition, the said epoxy compound (b1) can be used individually or in combination of 2 or more types.

In formula (b3), R ^b1 is the same as described for R ^b1 in formula (b1) and represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms. R ^b2 is the same as described for R ^b2 in formula (b1) and represents a divalent hydrocarbon group which may contain a heteroatom. R ^b5 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R ^b6 are the same or different and each represents a single bond or a divalent hydrocarbon group which may contain a heteroatom. nb2 and nb3 each represent an integer of 0 or more, and the sum of nb2 and nb3 is 2 or more. The oxirane ring may have an alkyl group having 1 to 6 carbon atoms.

The two groups in [] in the formula do not necessarily have to be arranged in the order shown in formula (b3). That is, the compound represented by the formula (b3) indicates that it has two types of groups (constitutional units) in [] in the formula, nb2 and nb3, respectively, and the arrangement of the groups is represented by the formula The order shown in (b3) may be used, the order may be reversed, the lines may be arranged alternately, or a fixed number may be arranged consecutively. More specifically, a group represented by —C(R ^b5 ) ₂ —C(R ^b5 )(R ^b6 —C ₂ H ₃ O)—, which is one of the two groups in [] (hereinafter referred to as (referred to as “L group”) and a group represented by —C(R ^b5 )(R ^b6 —C ₂ H ₃ O)—C(R ^b5 ) ₂ — (hereinafter referred to as “R group”), It may be -L _nb2 -R _nb3 - as in the above formula (b3), or -R _nb3 -L _nb2 -. Also, when each of nb2 and nb3 is 2 or more, they may be alternately arranged like -LRRRL _... or a fixed number may be consecutively arranged.

In formula (b4), R ^b1 is the same as described for R ^b1 in formula (b1) and represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms. R ^b2 is the same as described for R ^b2 in formula (b1) and represents a divalent hydrocarbon group which may contain a heteroatom. R ^b7 are the same or different and represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R ^b8 is a group bonded to ring Z and is the same or different and represents a single bond or a divalent hydrocarbon group which may contain a heteroatom. m represents an integer of 1-3. Ring Z represents an alicyclic hydrocarbon ring having 3 to 20 carbon atoms. nb4 represents an integer of 2 or more. The oxirane ring may have an alkyl group having 1 to 6 carbon atoms. Ring Z may have an alkyl group having 1 to 6 carbon atoms as a group other than R ^b7 and R ^b8 .

The alkyl group having 1 to 6 carbon atoms in R ^b5 and R ^b7 is not particularly limited, but examples include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, s-butyl group, pentyl group and hexyl. and the like.

The divalent hydrocarbon group optionally containing a heteroatom in R ^b6 and R ^b8 is, for example, methylene group, methylmethylene group, dimethylmethylene group, ethylene group, propylene group, trimethylene group, butylene group, pentylene group, linear or branched alkylene group such as hexylene group (an alkylene group having 1 to 18 carbon atoms is preferable, an alkylene group having 2 to 12 carbon atoms is more preferable, and an alkylene group having 3 to 8 carbon atoms is particularly preferable); 1,2-cyclopentylene group, 1,3-cyclopentylene group, cyclopentylidene group, 1,2-cyclohexylene group, 1,3-cyclohexylene group, 1,4-cyclohexylene group, cyclohexylidene cycloalkylene group (preferably a cycloalkylene group having 3 to 12 carbon atoms, more preferably a cycloalkylene group having 4 to 10 carbon atoms, and particularly preferably a cycloalkylene group having 5 to 8 carbon atoms) such as an oxymethylene group, oxyalkylene group such as oxyethylene group and oxypropylene group (oxyalkylene group having 1 to 12 carbon atoms is preferred, oxyalkylene group having 1 to 6 carbon atoms is more preferred); thiomethylene group, thioethylene group, thiopropylene group and the like thioalkylene group (preferably a thioalkylene group having 1 to 12 carbon atoms, more preferably a thioalkylene group having 1 to 6 carbon atoms); aminoalkylene groups having 1 to 12 carbon atoms are preferred, and aminoalkylene groups having 1 to 6 carbon atoms are more preferred); and divalent groups formed by combining two or more of these.

From the viewpoint of storage stability, R ^b6 is preferably a linear or branched alkylene group having 1 to 18 carbon atoms, more preferably a linear or branched alkylene group having 3 to 8 carbon atoms. . Moreover, R ^b8 is preferably a single bond from the viewpoint of storage stability.

The alicyclic hydrocarbon ring having 3 to 20 carbon atoms in the ring Z includes, for example, a 3 to 20 membered (preferably 3 to 15 3- to 20-membered (preferably 3- to 15-membered, particularly preferably 5- to 10-membered) cycloalkane ring; cyclopropene ring, cyclobutene ring, cyclopentene ring, cyclohexene ring, etc.; monocyclic alicyclic hydrocarbon ring such as cycloalkene ring; adamantane ring; norbornane ring, norbornene ring, bornane ring, isobornane ring, tricyclo[5.2.1.0 ^2,6 ]decane ring, tetracyclo[4. 4.0.1 ^2,5 . 1 ^7,10 ] ring containing norbornane ring or norbornene ring such as dodecane ring; perhydroindene ring, decalin ring (perhydronaphthalene ring), perhydrofluorene ring (tricyclo[7.4.0.0 ^3,8 ] tridecane ring), a ring in which a polycyclic aromatic condensed ring is hydrogenated (preferably a completely hydrogenated ring) such as a perhydroanthracene ring; tricyclo[4.2.2.1 ^2,5 ]undecane ring, etc. A 2- to 6-ring bridged cyclic hydrocarbon ring such as a 2-, 3-, or 4-ring bridged hydrocarbon ring (e.g., a bridged hydrocarbon ring having 6 to 20 carbon atoms), etc. mentioned. Among these, from the viewpoint of storage stability, a 5- to 12-membered cycloalkane ring or norbornane ring is preferred.

nb2 and nb3 are integers of 0 or more. The sum of nb2 and nb3 is not particularly limited as long as it is 2 or more. is 3.

nb4 is not particularly limited as long as it is an integer of 2 or more; is. Although m is not particularly limited as long as it is an integer of 1 to 3, it is preferably 1, for example.

In the compound represented by the formula (b3) and the compound represented by the formula (b4), the alkyl group having 1 to 6 carbon atoms which the oxirane ring may have is not particularly limited. 6 alkyl groups. Examples of the alkyl group include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, s-butyl group, pentyl group and hexyl group.

Examples of the alkyl group having 1 to 6 carbon atoms which the ring Z may have include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a s-butyl group, a pentyl group and a hexyl group. etc.

In the compound represented by formula (b3) and the compound represented by formula (b4), a hydrocarbon chain having a certain number of carbon atoms is preferably present between the main chain of the polyethylene oxide group and the epoxy group. . That is, in the compound represented by formula (b3), R ^b6 is a linear or branched alkylene group having 1 to 18 carbon atoms (more preferably 3 to 8 carbon atoms), so that storage stability is improved. become good. Further, in the compound represented by the formula (b4), the ring Z is a 5- to 12-membered cycloalkane ring or norbornane ring, so that storage stability is improved. This is because if the hydrocarbon chain between the main chain of the polyethylene oxide group and the epoxy group is the above, the structure around the epoxy group will be crowded, and the reactivity will decrease, resulting in improved storage stability. it is conceivable that. On the other hand, said compounds have the characteristic that they cure even at relatively low temperatures during the curing stage.

Specific examples of the compound represented by formula (b3) include compounds represented by formula (b3-1) and compounds represented by formula (b3-2) below.

Specific examples of the compound represented by formula (b4) include a compound represented by the following formula (b4-1), a compound represented by formula (b4-2), and a compound represented by formula (b4-3) The compound represented by is mentioned.

The proportion (content) of the structural unit (B) in the copolymer is not particularly limited, but it is preferably 10 to 98% by weight, more preferably 50 to 95% by weight, and still more preferably 50 to 95% by weight of the total structural units. is 70 to 92% by weight, particularly preferably 80 to 90% by weight. When the ratio of the structural unit (B) is at least the above lower limit, the amount of epoxy groups contained in the copolymer is suitable for curing, so that the copolymer can be cured even at a relatively low temperature, and the cured product has a crosslinked structure. Since it becomes dense, it tends to be excellent in solvent resistance. When the ratio of the structural unit (B) is equal to or less than the above upper limit, the hydroxyl groups contained in the copolymer are in an appropriate amount, and the solvent resistance tends to be particularly excellent against highly polar solvents. In addition, since the copolymer is hydrophilic, it tends to be excellent in developability (development speed is high and residue is small).

[Constituent unit (C)]
The structural unit (C) includes styrene (c1) optionally substituted with an alkyl group, N-substituted maleimide (c2), N-vinyl compound (c3), and an unsaturated carboxylic acid represented by the formula (2). It is a structural unit derived from at least one compound selected from the group consisting of acid derivatives (c4). The structural unit (C) has the function of imparting hardness to the cured product (cured film), the function of facilitating the copolymerization reaction, the function of increasing solubility in solvents, the function of increasing adhesion to substrates, etc. .

The structural unit (C) comprises at least one compound selected from the group consisting of the above (c1) to (c4), an unsaturated carboxylic acid or its anhydride (a) and an epoxy represented by the above formula (b1) It can be introduced into the copolymer by polymerizing with the compound.

(Styrene (c1))
The alkyl group in styrene (c1) which may be substituted with an alkyl group is not particularly limited, and examples thereof include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group, hexyl group, and the like. and an alkyl group having 1 to 7 carbon atoms. Among these, an alkyl group having 1 to 4 carbon atoms such as a methyl group or an ethyl group is preferable, and a methyl group is more preferable. The alkyl group may be bonded to either the vinyl group of styrene or the benzene ring.

Representative examples of styrene (c1) optionally substituted with an alkyl group include styrene, α-methylstyrene, vinyltoluene (o-vinyltoluene, m-vinyltoluene, p-vinyltoluene) and the like. Among them, styrene is preferred. The styrene (c1) optionally substituted with an alkyl group can be used alone or in combination of two or more.

(N-substituted maleimide (c2))
Examples of the N-substituted maleimide (c2) include compounds represented by the following formula (3).

In formula (3), R ²¹ represents a monovalent organic group.

Examples of the monovalent organic group include a hydrocarbon group and a heterocyclic group. Examples of hydrocarbon groups include alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, butyl group, and hexyl group (eg, alkyl groups having 1 to 6 carbon atoms); cyclopentyl group, cyclohexyl group, Cycloalkyl groups such as cyclooctyl group, adamantyl group and norbornyl group; aryl groups such as phenyl group; aralkyl groups such as benzyl group; Examples of heterocyclic groups include 5- to 10-membered heterocycloalkyl groups and heteroaryl groups containing at least one heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, and a sulfur atom. .

The N-substituted maleimide (c2) is not particularly limited, but examples include N-alkylmaleimides such as N-methylmaleimide, N-ethylmaleimide and N-propylmaleimide; N-cyclopentylmaleimide, N-cyclohexylmaleimide, N-cyclo N-cycloalkylmaleimides such as octylmaleimide, N-adamantylmaleimide and N-norbornylmaleimide; N-arylmaleimides such as N-phenylmaleimide; and N-aralkylmaleimides such as N-benzylmaleimide. Among them, N-cyclohexylmaleimide is preferred. The N-substituted maleimide (c2) can be used alone or in combination of two or more.

(N-vinyl compound (c3))
The N-vinyl compound (c3) is not particularly limited, but examples include N-vinylformamide, N-vinylacetamide, N-vinylisopropylamide, N-vinyl-N-methylacetamide, N-vinylpyrrolidone, N-vinylcarbazole. , N-vinylpiperidone, N-vinylcaprolactam and the like. The N-vinyl compound (c3) can be used alone or in combination of two or more.

(Unsaturated carboxylic acid derivative (c4))
The unsaturated carboxylic acid derivative (c4) can be represented by the following formula (2).

In formula (2), R ¹¹ represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms. R ¹² represents a monovalent hydrocarbon group which may contain a heteroatom. X represents a heteroatom.

Examples of the alkyl group having 1 to 7 carbon atoms for R ¹¹ include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group and hexyl group. R ¹¹ is particularly preferably a hydrogen atom or a methyl group.

The monovalent hydrocarbon group optionally containing a heteroatom for R ¹² includes, for example, an alkyl group, a heteroalkyl group, an alkenyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, and two or more of these. Linked groups are included. Note that the carbon atom in R ¹² is bonded to X.

Examples of the alkyl group include methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, s-butyl group, hexyl group, octyl group, decyl group, dodecyl group, isodecyl group, lauryl group and stearyl group. and an alkyl group having 1 to 23 carbon atoms such as a group.

Examples of the heteroalkyl group include -(R ¹³ -O)p-R ¹⁴ group (wherein R ¹³ is an alkylene group having 1 to 12 carbon atoms, R ¹⁴ is a hydrogen atom or a p is an integer of 1 or more), -R ¹⁵ -NR ¹⁶ R ¹⁷ group (wherein R ¹⁵ is an alkylene group having 1 to 12 carbon atoms, R ¹⁶ and R ¹⁷ are , which are the same or different and each represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.).

Examples of the alkenyl group include alkenyl groups having 2 to 23 carbon atoms such as allyl group, 3-butenyl group and 5-hexenyl group.

Examples of the cycloalkyl group include cycloalkyl groups having 3 to 12 carbon atoms such as cyclopentyl group, cyclohexyl group, cyclooctyl group, adamantyl group and norbornyl group.

Examples of the heterocycloalkyl group include groups containing a cyclic ether structure such as an oxetane ring, an oxolane ring, an oxane ring, and an oxepane ring (eg, a 3- or more-membered cyclic ether-containing group).

Examples of the aryl group include aryl groups having 6 to 12 carbon atoms such as phenyl group and naphthyl group.

Heteroatoms for X include, for example, a nitrogen atom, an oxygen atom, and a sulfur atom.

The unsaturated carboxylic acid derivative (c4) represented by formula (2) is not particularly limited, and examples thereof include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, butyl (Meth)acrylates having an alkyl group such as (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate; N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylamino Ethyl (meth) acrylate, N,N-diisopropylaminoethyl (meth) acrylate having an alkylamino group, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxy Hydroxyl group-containing (meth)acrylates such as butyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate, methoxydiethylene glycol (meth)acrylate, ethoxydiethyleneglycol (meth)acrylate, isooctyloxydiethyleneglycol (meth)acrylate, phenoxytriethylene glycol (Meth) acrylates, polyalkylene glycol (meth) acrylates such as methoxytriethylene glycol (meth) acrylate, methoxy polyethylene glycol (meth) acrylate, etc. (meth) acrylates having a heteroalkyl group; alkenyls such as allyl (meth) acrylate (meth)acrylates having a group; cyclohexyl (meth)acrylate, 1-adamantyl (meth)acrylate, isobornyl (meth)acrylate, tricyclo[5,2,1,0 ^2,6 ]decan-8-ol (meth)acrylate (Meth) acrylate having a monocyclic or polycyclic cycloalkyl group such as; glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate, 2-ethylglycidyl (meth) acrylate, 2-glycidyloxyethyl (meth) Acrylate, 3-glycidyloxypropyl (meth)acrylate, (meth)acrylate having an epoxy group (oxiranyl group) such as glycidyloxyphenyl (meth)acrylate, oxetanyl (meth)acrylate, 3-methyl-3-oxetanyl (meth) Acrylate, 3-ethyl-3-oxetanyl (meth)acrylate, (3-methyl-3-oxetanyl)methyl (meth)acrylate, (3-ethyl-3-oxetanyl)methyl (meth)acrylate, 2-(3-methyl-3-oxetanyl)ethyl (meth)acrylate, 2-(3-ethyl-3-oxetanyl)ethyl (Meth)acrylate, 2-[(3-methyl-3-oxetanyl)methyloxy]ethyl (meth)acrylate, 2-[(3-ethyl-3-oxetanyl)methyloxy]ethyl (meth)acrylate, 3-[ (3-Methyl-3-oxetanyl) methyloxy] propyl (meth) acrylate, 3-[(3-ethyl-3-oxetanyl) methyloxy] propyl (meth) acrylate and other (meth) acrylates having an oxetanyl group, tetrahydro (Meth)acrylates having an oxolanyl group such as furfuryl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 2-(3,4-epoxycyclohexyl) Contains alicyclic epoxy groups such as ethyl (meth)acrylate, 2-(3,4-epoxycyclohexylmethyloxy)ethyl (meth)acrylate, 3-(3,4-epoxycyclohexylmethyloxy)propyl (meth)acrylate (Meth) acrylate having a heterocycloalkyl group (e.g., a cyclic ether-containing group having a 3-membered ring or more) such as (meth) acrylate; (meth) having an aryl group such as phenyl (meth) acrylate and benzyl (meth) acrylate Acrylates; 3-(meth)acryloxypropylmethyldimethoxysilane, 3-(meth)acryloxypropyltrimethoxysilane, 3-(meth)acryloxypropylmethyldiethoxysilane, 3-(meth)acryloxypropyltriethoxysilane , 8-(meth)acryloxyoctyltrimethoxysilane and other alkoxysilyl group-containing (meth)acrylates. The unsaturated carboxylic acid derivative (c4) represented by formula (2) can be used alone or in combination of two or more. Among them, methyl (meth)acrylate is preferred.

The proportion (content) of the structural unit (C) in the copolymer is not particularly limited, but it is preferably 0 to 80% by weight, more preferably 1 to 60% by weight, and still more preferably 1 to 60% by weight of the total structural units. is 5-40% by weight, particularly preferably 10-30% by weight, most preferably 15-25% by weight. When the proportion of the structural unit (C) is 1% by weight or more (especially 5% by weight or more), the function of imparting hardness to the cured product (cured film), the function of facilitating the copolymerization reaction, and the solvent The function of increasing the solubility of , the function of increasing the adhesion to the base material, etc. are effectively exhibited. If the ratio of the structural unit (C) is equal to or less than the above upper limit, the ratio of the structural units (A) and (B) is relatively increased, so that the functions of the structural units (A) and (B) are effective. expressed.

[Constituent unit (D)]
The copolymer of the present disclosure may contain a structural unit (D) other than the structural units (A) to (C). Examples of structural units (D) include structural units derived from (meth)acrylamide and (meth)acrylonitrile.

When the copolymer of the present disclosure contains the structural unit (A) and the structural unit (B) but does not contain the structural unit (C), the total amount of the structural unit (A) and the structural unit (B) is the total structural unit It is preferably 90% by weight or more, more preferably 95% by weight or more, still more preferably 99% by weight or more, and may be substantially 100% by weight. Further, when the copolymer of the present disclosure contains the structural unit (A), the structural unit (B) and the structural unit (C), the total amount of the structural units (A) to (C) is It is preferably 90% by weight or more, more preferably 95% by weight or more, still more preferably 99% by weight or more, and may be substantially 100% by weight.

Although the weight average molecular weight (Mw) of the copolymer is not particularly limited, it is preferably 6000 to 60000, more preferably 7000 to 30000, even more preferably 8000 to 20000, and particularly preferably 8500 to 15000. The molecular weight distribution (ratio of weight average molecular weight to number average molecular weight: Mw/Mn) of the copolymer is not particularly limited, but is preferably 6.0 or less (eg, 1.5 to 6.0). , more preferably 2.0 to 5.0, more preferably 3.0 to 4.0. The weight average molecular weight (Mw) and number average molecular weight (Mn) can be measured, for example, by GPC using polystyrene as a standard substance, and are preferably those measured by the method used in the Examples.

The copolymer of the present disclosure functions as a binder resin for the colored photosensitive resin composition of the present disclosure.

<Method for producing copolymer>
The copolymer in the present disclosure includes an unsaturated carboxylic acid or an anhydride thereof (a), an epoxy compound (b) represented by the formula (b1), and, if necessary, (c1) to (c4) It can be produced by subjecting at least one compound selected from the group consisting of and a compound corresponding to the structural unit (D) to copolymerization. Hereinafter, compounds that can be introduced into copolymers such as unsaturated carboxylic acids or their anhydrides (a) may be collectively referred to as "monomers".

In the method for producing a copolymer of the present disclosure, copolymerization may be performed in the presence of a polymerization initiator. As the polymerization initiator, conventional or known radical polymerization initiators can be used, for example, 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), 2 ,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile), dimethyl-2,2′-azobis(2-methylpropionate), diethyl-2,2′-azobis(2-methylpropionate azo compounds such as dibutyl-2,2′-azobis(2-methylpropionate), benzoyl peroxide, lauroyl peroxide, t-butylperoxypivalate, 1,1-bis(t-butylperoxy)cyclohexane, etc. organic peroxides, hydrogen peroxide and the like. When a peroxide is used as a radical polymerization initiator, it may be combined with a reducing agent to form a redox initiator. Among these, azo compounds are preferred, and 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), dimethyl-2,2'-azobis(2-methylpropionate ) is more preferred.

The amount of the polymerization initiator to be used is not particularly limited as long as it does not interfere with a smooth copolymerization reaction. is 5 to 15 parts by weight.

The copolymerization reaction of the present disclosure can be carried out by conventional methods used for producing acrylic polymers and styrenic polymers, such as solution polymerization, bulk polymerization, suspension polymerization, bulk-suspension polymerization, and emulsion polymerization. . The monomers and the polymerization initiator may be supplied to the reaction system all at once, or may be partially or wholly added dropwise to the reaction system. For example, a method of polymerizing by dropping a solution obtained by dissolving a polymerization initiator in a polymerization solvent into a monomer or a mixture of a monomer and a polymerization solvent maintained at a constant temperature, or A method of polymerizing by dropping a solution obtained by dissolving the agent in a polymerization solvent into a polymerization solvent maintained at a constant temperature (dropping polymerization method) can be employed.

The copolymer of the present disclosure is preferably obtained by subjecting it to a copolymerization reaction in a polymerization solvent. The polymerization solvent can be appropriately selected depending on the monomer composition and the like. Propylene glycol mono- or dialkyl ether, tripropylene glycol mono- or dialkyl ether, 1,3-propanediol mono- or dialkyl ether, 1,3-butanediol mono- or dialkyl ether, 1,4-butanediol mono- or dialkyl ether, glycerin mono , chain ethers such as glycol ethers such as di- or trialkyl ethers; cyclic ethers such as tetrahydrofuran and dioxane), esters (methyl acetate, ethyl acetate, butyl acetate, isoamyl acetate, ethyl lactate, methyl 3-methoxypropionate , ethyl 3-ethoxypropionate, C _5-6 cycloalkanediol mono- or diacetate, C _5-6 cycloalkane dimethanol mono- or diacetate and other carboxylic acid esters; ethylene glycol monoalkyl ether acetate, ethylene glycol mono- or diacetate, diethylene glycol monoalkyl ether acetate, diethylene glycol mono or diacetate, propylene glycol monoalkyl ether acetate, propylene glycol mono or diacetate, dipropylene glycol monoalkyl ether acetate, dipropylene glycol mono or diacetate, 1,3-propane diol monoalkyl ether acetate, 1,3-propanediol mono or diacetate, 1,3-butanediol monoalkyl ether acetate, 1,3-butanediol mono or diacetate, 1,4-butanediol monoalkyl ether acetate, 1,4-butanediol mono- or diacetate, glycerin mono-, di- or triacetate, glycerin mono- or di-C _1-4 alkyl ether di- or monoacetate, tripropylene glycol monoalkyl ether acetate, tripropylene glycol mono- or diacetate, etc. glycol acetates or glycol ether acetates), ketones (acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, 3,5,5-trimethyl-2-cyclohexene 1-one, etc.), amides (N,N-dimethylacetamide, N,N-dimethylformamide, etc.), sulfoxides (dimethylsulfoxide, etc.), alcohols (methanol, ethanol, propanol, C _5-6 cycloalkanediols, C _5-6 cycloalkane dimethanol, etc.), hydrocarbons (aromatic hydrocarbons such as benzene, toluene and xylene, aliphatic hydrocarbons such as hexane, alicyclic hydrocarbons such as cyclohexane, etc.), mixed solvents of these mentioned.

The reaction temperature in the polymerization reaction can be appropriately selected according to the type and composition of the monomers, and is not particularly limited, but is preferably 30 to 150°C, for example.

The reaction solution containing the copolymer obtained by the above method can be purified by precipitation or reprecipitation, if necessary. The solvent used for precipitation or reprecipitation may be either an organic solvent or water, or a mixed solvent thereof. Examples of organic solvents include hydrocarbons (alicyclic hydrocarbons such as pentane, hexane, heptane and octane; alicyclic hydrocarbons such as cyclohexane and methylcyclohexane; aromatic hydrocarbons such as benzene, toluene and xylene), halogenated Hydrocarbons (halogenated aliphatic hydrocarbons such as methylene chloride, chloroform, and carbon tetrachloride; halogenated aromatic hydrocarbons such as chlorobenzene and dichlorobenzene, etc.), nitro compounds (nitromethane, nitroethane, etc.), nitriles (acetonitrile, benzonitrile) etc.), ethers (chain ethers such as diethyl ether, diisopropyl ether, dimethoxyethane; cyclic ethers such as tetrahydrofuran and dioxane), ketones (acetone, methyl ethyl ketone, diisobutyl ketone, etc.), esters (ethyl acetate, butyl acetate, etc.), carbonates (dimethyl carbonate, diethyl carbonate, ethylene carbonate, propylene carbonate, etc.), alcohols (methanol, ethanol, propanol, isopropyl alcohol, butanol, etc.), carboxylic acids (acetic acid, etc.), mixed solvents containing these solvents, and the like.

<Color material>
In the present disclosure, the coloring material (coloring agent) may be any material as long as it has coloring properties, and the color and material can be appropriately selected according to the application such as a color filter. Specifically, any of pigments, dyes, and natural dyes can be used as the colorant. is preferred.

The pigment may be either an organic pigment or an inorganic pigment, and examples of the organic pigment include compounds classified as pigments in the Color Index (C.I.; published by The Society of Dyers and Colorists). . Specifically, the following color index (C.I.) names can be mentioned.

C. I. Pigment Yellow 1, C.I. I. Pigment Yellow 3, C.I. I. Pigment Yellow 12, C.I. I. Pigment Yellow 13, C.I. I. Pigment Yellow 14, C.I. I. Pigment Yellow 16, C.I. I. Pigment Yellow 17, C.I. I. Pigment Yellow 20, C.I. I. Pigment Yellow 24, C.I. I. Pigment Yellow 31, C.I. I. Pigment Yellow 55, C.I. I. Pigment Yellow 83, C.I. I. Pigment Yellow 86, C.I. I. Pigment Yellow 93, C.I. I. Pigment Yellow 94, C.I. I. Pigment Yellow 109, C.I. I. Pigment Yellow 110, C.I. I. Pigment Yellow 117, C.I. I. Pigment Yellow 125, C.I. I. Pigment Yellow 137, C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 147, C.I. I. Pigment Yellow 148, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 153, C.I. I. Pigment Yellow 154, C.I. I. Pigment Yellow 155, C.I. I. Pigment Yellow 166, C.I. I. Pigment Yellow 168, C.I. I. Pigment Yellow 180, C.I. I. Pigment Yellow 194, C.I. I. Pigment Yellow 211, C.I. I. a yellow pigment such as Pigment Yellow 214;

C. I. Pigment Orange 5, C.I. I. Pigment Orange 13, C.I. I. Pigment Orange 14, C.I. I. Pigment Orange 24, C.I. I. Pigment Orange 31, C.I. I. Pigment Orange 34, C.I. I. Pigment Orange 36, C.I. I. Pigment Orange 38, C.I. I. Pigment Orange 40, C.I. I. Pigment Orange 42, C.I. I. Pigment Orange 43, C.I. I. Pigment Orange 46, C.I. I. Pigment Orange 49, C.I. I. Pigment Orange 51, C.I. I. Pigment Orange 55, C.I. I. Pigment Orange 59, C.I. I. Pigment Orange 61, C.I. I. Pigment Orange 64, C.I. I. Pigment Orange 65, C.I. I. Pigment Orange 68, C.I. I. Pigment Orange 70, C.I. I. Pigment Orange 71, C.I. I. Pigment Orange 72, C.I. I. Pigment Orange 73, C.I. I. an orange pigment such as Pigment Orange 74;

C. I. Pigment Red 1, C.I. I. Pigment Red 2, C.I. I. Pigment Red 5, C.I. I. Pigment Red 9, C.I. I. Pigment Red 17, C.I. I. Pigment Red 31, C.I. I. Pigment Red 32, C.I. I. Pigment Red 41, C.I. I. Pigment Red 97, C.I. I. Pigment Red 105, C.I. I. Pigment Red 122, C.I. I. Pigment Red 123, C.I. I. Pigment Red 144, C.I. I. Pigment Red 149, C.I. I. Pigment Red 166, C.I. I. Pigment Red 168, C.I. I. Pigment Red 170, C.I. I. Pigment Red 171, C.I. I. Pigment Red 175, C.I. I. Pigment Red 176, C.I. I. Pigment Red 177, C.I. I. Pigment Red 178, C.I. I. Pigment Red 179, C.I. I. Pigment Red 180, C.I. I. Pigment Red 185, C.I. I. Pigment Red 187, C.I. I. Pigment Red 192, C.I. I. Pigment Red 202, C.I. I. Pigment Red 206, C.I. I. Pigment Red 207, C.I. I. Pigment Red 209, C.I. I. Pigment Red 214, C.I. I. Pigment Red 215, C.I. I. Pigment Red 216, C.I. I. Pigment Red 220, C.I. I. Pigment Red 221, C.I. I. Pigment Red 224, C.I. I. Pigment Red 242, C.I. I. Pigment Red 243, C.I. I. Pigment Red 254, C.I. I. Pigment Red 255, C.I. I. Pigment Red 262, C.I. I. Pigment Red 264, C.I. I. Pigment Red 265, C.I. I. red pigments such as Pigment Red 272;

C. I. Pigment Violet 1, C.I. I. Pigment Violet 19, C.I. I. Pigment Violet 23, C.I. I. Pigment Violet 29, C.I. I. Pigment Violet 32, C.I. I. Pigment Violet 36, C.I. I. Violet color pigments such as Pigment Violet 38.

C. I. Pigment Blue 15, C.I. I. Pigment Blue 15:3, C.I. I. Pigment Blue 15:4, C.I. I. Pigment Blue 15:6, C.I. I. Pigment Blue 60, C.I. I. a blue pigment such as Pigment Blue 80;

C. I. Pigment Green 7, C.I. I. Pigment Green 36, C.I. I. Green pigments such as Pigment Green 58;

C. I. Pigment Brown 23, C.I. I. Brown pigments such as Pigment Brown 25.

C. I. Pigment Black 1, C.I. I. black pigments such as Pigment Black 7;

Examples of inorganic pigments include titanium oxide, barium sulfate, calcium carbonate, zinc oxide, lead sulfate, yellow lead, zinc yellow, red iron oxide (III), cadmium red, ultramarine blue, Prussian blue, and chromium oxide. Examples include green, cobalt green, amber, titanium black, synthetic iron black, carbon black, and the like.

In the present disclosure, pigments may also be purified for use by recrystallization, reprecipitation, solvent washing, sublimation, vacuum heating, or combinations thereof. Moreover, the pigment may be used after modifying the particle surface with a resin.

In addition, the dye can be appropriately selected from various oil-soluble dyes, direct dyes, acid dyes, metal complex dyes, etc. For example, the following color index (CI) names are attached. I can list what is being done.

C. I. Solvent Yellow 4, C.I. I. Solvent Yellow 14, C.I. I. Solvent Yellow 15, C.I. I. Solvent Yellow 24, C.I. I. Solvent Yellow 82, C.I. I. Solvent Yellow 88, C.I. I. Solvent Yellow 94, C.I. I. Solvent Yellow 98, C.I. I. Solvent Yellow 162, C.I. I. Solvent Yellow 179, C.I. I. Acid Yellow 17, C.I. I. Acid Yellow 29, C.I. I. Acid Yellow 40, C.I. I. Yellow dyes such as Acid Yellow 76;

C. I. Solvent Orange 2, C.I. I. Solvent Orange 7, C.I. I. Solvent Orange 11, C.I. I. Solvent Orange 15, C.I. I. Solvent Orange 26, C.I. I. Solvent Orange 56, C.I. I. Acid Orange 51, C.I. I. Orange dyes such as Acid Orange 63.

C. I. Solvent Red 45, C.I. I. Solvent Red 49, C.I. I. Acid Red 91, C.I. I. Acid Red 92, C.I. I. Acid Red 97, C.I. I. Acid Red 114, C.I. I. Acid Red 138, C.I. I. red dyes such as Acid Red 151;

C. I. Solvent Blue 35, C.I. I. Solvent Blue 37, C.I. I. Solvent Blue 59, C.I. I. Solvent Blue 67, C.I. I. Acid Blue 80, C.I. I. Acid Blue 83, C.I. I. a blue dye such as Acid Blue 90;

C. I. acid green 9, C.I. I. Acid Green 16, C.I. I. Acid Green 25, C.I. I. A green dye such as Acid Green 27;

In the present disclosure, the colorant can be used alone or in combination of two or more.

The content of the coloring material is usually, for example, 1 to 30% by weight, preferably 3 to 15% by weight, based on the solid content of the colored photosensitive resin composition. Here, the term "solid content" refers to components other than the solvent, which will be described later.

When a pigment is used as a colorant in the present disclosure, it can be used together with a pigment dispersant and a pigment dispersing aid, if desired. Examples of the pigment dispersant include cationic, anionic, nonionic, and amphoteric dispersants (surfactants); acrylic copolymers, polyesters, polyurethanes, polyethyleneimine, polyallylamine, and other polymer dispersants. can be mentioned.

Commercially available pigment dispersants can be used, for example, acrylic copolymers such as Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116 (manufactured by BYK Chemie (BYK)), polyester , Ajisper PB821, Ajisper PB822, Ajisper PB880 (manufactured by Ajinomoto Fine-Techno Co., Ltd.), polyurethane as Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above, BYK Chemie (BYK ) company), Solsperse 76500 (manufactured by Lubrizol Corp.), and Solsperse 24000 (manufactured by Lubrizol Corp.) as polyethyleneimine.

These pigment dispersants can be used alone or in combination of two or more. The content of the pigment dispersant is not particularly limited. weight part. When the content of the pigment dispersant is within the above range, it is preferable because a uniformly dispersed pigment dispersion liquid tends to be obtained.

Examples of the pigment dispersing aid include pigment derivatives, and specific examples include copper phthalocyanine, diketopyrrolopyrrole, sulfonic acid derivatives of quinophthalone, and the like. The content of the pigment dispersing aid can be appropriately determined within a range that does not hinder the object of the invention according to the present disclosure.

<Photopolymerizable compound>
Examples of the photopolymerizable compound of the present disclosure include, but are not limited to, polyfunctional vinyl compounds, polyfunctional thiol compounds, and polyfunctional epoxy compounds.

The polyfunctional vinyl compound is not particularly limited as long as it is a compound having two or more vinyl groups. Examples include di(meth)acrylates of alkylene glycol such as ethylene glycol and propylene glycol; polyalkylenes such as polyethylene glycol and polypropylene glycol; Glycol di(meth)acrylate; Di(meth)acrylate of both hydroxyl-terminated polymers such as both hydroxy-terminated polybutadiene, both hydroxy-terminated polyisoprene, and both hydroxy-terminated polycaprylactone; glycerin, 1,2,4,-butane Poly(meth)acrylates of trihydric or higher polyhydric alcohols such as triols, trimethylolalkanes, tetramethylolalkanes, pentaerythritol and dipentaerythritol; poly(meth)acrylates of polyalkylene glycol adducts of trihydric or higher polyhydric alcohols Acrylates; poly(meth)acrylates of cyclic polyols such as 1,4-cyclohexanediol and 1,4-benzenediol; polyester (meth)acrylates, epoxy (meth)acrylates, urethane (meth)acrylates, silicone resins (meth) Oligo(meth)acrylates such as acrylates and the like are included. Among these, polyfunctional (meth)acrylates having two or more (meth)acryloyl groups are preferred. A polyfunctional vinyl compound can be used individually or in combination of 2 or more types.

The polyfunctional thiol compound is not particularly limited as long as it is a compound having two or more thiol groups. Thioglycolate, ethylene glycol bisthioglycolate, ethylene glycol bisthiopropionate, trimethylolpropane tristhioglycolate, trimethylolpropane tristhiopropionate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol Tetrakisthioglycolate, pentaerythritol tetrakisthiopropionate, tris(2-hydroxyethyl)isocyanurate trimercaptopropionate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, 2- (N,N-dibutylamino)-4,6-dimercapto-s-triazine, tetraethylene glycol bis-3-mercaptopropionate, trimethylolpropane tris-3-mercaptopropionate, tris(3-mercaptopropynyloxyethyl) isocyanurate, pentaerythritol tetrakis 3-mercaptopropionate, dipentaerythritol tetrakis 3-mercaptopropionate, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercapto Kabutobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, pentaerythritol tetrakis(3-mercaptobutyrate) and the like. A polyfunctional thiol compound can be used individually or in combination of 2 or more types.

The polyfunctional epoxy compound is not particularly limited as long as it is a compound having two or more epoxy groups. , aliphatic polyhydric alcohols, etc.) and epichlorohydrin (e.g., (poly)C _2-4 alkylene glycols such as ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, etc.) diglycidyl ether; diglycidyl ether of polyhydric phenols such as resorcinol and hydroquinone; diglycidyl ether of alicyclic polyhydric alcohols such as cyclohexanediol, cyclohexanedimethanol and hydrogenated bisphenols; -Dihydroxybiphenyl, bis(hydroxyphenyl)alkanes such as bisphenol A, etc.) or diglycidyl ethers of their C _2-3 alkylene oxide adducts), novolak type epoxy resins (phenol novolak type or cresol novolak type epoxy resins, etc.) etc.], glycidyl ester-type epoxy compounds, alicyclic epoxy compounds (or cycloaliphatic epoxy resins), heterocyclic epoxy resins (triglycidyl isocyanurate (TGIC), hydantoin-type epoxy resins, etc.), glycidylamine-type epoxy compounds [ Reaction products of amines and epichlorohydrin, for example, N-glycidyl aromatic amines {tetraglycidyldiaminodiphenylmethane (TGDDM), triglycidylaminophenol (TGPAP, TGMAP, etc.), diglycidylaniline (DGA), diglycidyltoluidine (DGT ), tetraglycidylxylylenediamine (TGMXA, etc.), etc.}, N-glycidyl alicyclic amines (tetraglycidylbisaminocyclohexane, etc.)] and the like. A polyfunctional epoxy compound can be used individually or in combination of 2 or more types.

A photopolymerizable compound can be used individually or in mixture of 2 or more types. The content of the photopolymerizable compound is not particularly limited. ~40 parts by weight. The content of the photopolymerizable compound is not particularly limited, but is preferably 10 to 800 parts by weight, more preferably 50 to 500 parts by weight, and still more preferably 200 to 300 parts by weight with respect to 100 parts by weight of the coloring material. weight part. When the content of the photopolymerizable compound is within the above range, sufficient curing occurs and good adhesion is obtained.

<Photoinitiator>
In the present disclosure, the photopolymerization initiator is not particularly limited, but includes a radical photopolymerization initiator and a cationic photopolymerization initiator.

A photoradical polymerization initiator is a compound that generates radicals upon irradiation with light and initiates a curing reaction (radical polymerization) of a photopolymerizable compound contained in a colored photosensitive resin composition. A photoradical polymerization initiator can be used individually or in mixture of 2 or more types.

Examples of photoradical polymerization initiators include thioxanthone-based compounds, acetophenone-based compounds, biimidazole-based compounds, triazine-based compounds, oxime-based compounds, onium salt-based compounds, benzoin-based compounds, benzophenone-based compounds, α-diketone-based compounds, Examples include polynuclear quinone compounds, diazo compounds, imidosulfonate compounds, anthracene compounds, and the like.

Examples of the thioxanthone compounds include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, and 2,4-diisopropyl thioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone and the like.

Examples of the acetophenone compounds include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl ]-2-methylpropan-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1 -(4-morpholinophenyl)butan-1-one, 2-(2-methylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(3-methylbenzyl)-2-dimethyl Amino-1-(4-morpholinophenyl)-butanone, 2-(4-methylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-ethylbenzyl)-2-dimethyl Amino-1-(4-morpholinophenyl)-butanone, 2-(2-propylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-butylbenzyl)-2-dimethyl Amino-1-(4-morpholinophenyl)-butanone, 2-(2,3-dimethylbenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2,4-dimethylbenzyl) -2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-chlorobenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-bromobenzyl) -2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(3-chlorobenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(4-chlorobenzyl) -2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(3-bromobenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(4-bromobenzyl) -2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-methoxybenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(3-methoxybenzyl) -2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(4-methoxybenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butano 2-(2-methyl-4-methoxybenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-(2-methyl-4-bromobenzyl)-2-dimethylamino-1 -(4-morpholinophenyl)-butanone, 2-(2-bromo-4-methoxybenzyl)-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2-hydroxy-2-methyl-1-[ Examples include oligomers of 4-(1-methylvinyl)phenyl]propan-1-one.

Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)- 4,4′,5,5′-tetraphenylbiimidazole, 2,2′-bis(2-chlorophenyl)-4,4′,5,5′-tetraphenylbiimidazole, 2,2′-bis(2 -chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(dialkoxyphenyl) Biimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, phenyl group at 4,4'5,5'-position is carboalkoxy and imidazole compounds substituted with groups.

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

Examples of the oxime compound include O-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one.

Examples of the benzoin compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

Examples of the benzophenone-based compounds include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3',4,4'-tetra(tert-butyl per oxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone and the like.

Examples of the anthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. .

The photocationic polymerization initiator is a compound that generates an acid by irradiation with light and initiates a curing reaction (cationic polymerization) of the photopolymerizable compound contained in the colored photosensitive resin composition, and a cation that absorbs light. part and an anion part that is a source of acid generation. A photocation polymerization initiator can be used individually or in combination of 2 or more types.

Examples of photocationic polymerization initiators include diazonium salt compounds, iodonium salt compounds, sulfonium salt compounds, phosphonium salt compounds, selenium salt compounds, oxonium salt compounds, ammonium salt compounds, bromine salt compounds, and the like. can be mentioned.

Examples of the anion portion of the photocationic polymerization initiator include [(Y) _s B(Phf) _4-s ] ⁻ (wherein Y represents a phenyl group or a biphenylyl group. Phf represents at least one hydrogen atom a phenyl group substituted with at least one selected from a perfluoroalkyl group, a perfluoroalkoxy group, and a halogen atom, where s is an integer of 0 to 3), BF ₄ ⁻ , [(Rf) _k PF _6-k ] ⁻ (Rf: an alkyl group in which 80% or more of the hydrogen atoms are substituted with fluorine atoms, k: an integer of 0 to 5), AsF ₆ ⁻ , SbF ₆ ⁻ , SbF ₅ OH ⁻ and the like. can.

Examples of photocationic polymerization initiators include (4-hydroxyphenyl)methylbenzylsulfonium tetrakis(pentafluorophenyl)borate, 4-(4-biphenylylthio)phenyl-4-biphenylylphenylsulfonium tetrakis(pentafluorophenyl) borate, 4-(phenylthio)phenyldiphenylsulfonium phenyltris(pentafluorophenyl)borate, [4-(4-biphenylylthio)phenyl]-4-biphenylylphenylsulfonium phenyltris(pentafluorophenyl)borate, diphenyl[4 -(phenylthio)phenyl]sulfonium tris(pentafluoroethyl)trifluorophosphate, diphenyl[4-(phenylthio)phenyl]sulfonium tetrakis(pentafluorophenyl)borate, diphenyl[4-(phenylthio)phenyl]sulfonium hexafluorophosphate, 4 -(4-biphenylylthio)phenyl-4-biphenylylphenylsulfonium tris(pentafluoroethyl)trifluorophosphate, bis[4-(diphenylsulfonio)phenyl]sulfide phenyltris(pentafluorophenyl)borate, [4- (2-thioxanthonylthio)phenyl]phenyl-2-thioxanthonylsulfonium phenyltris(pentafluorophenyl)borate, 4-(phenylthio)phenyldiphenylsulfonium hexafluoroantimonate and the like.

Examples of photocationic polymerization initiators include trade names “Cyracure UVI-6970”, “Cyracure UVI-6974”, “Cyracure UVI-6990”, “Cyracure UVI-950” (manufactured by Union Carbide, USA), and “Irgacure250”. , “Irgacure 261”, “Irgacure 264” (manufactured by BASF), “CG-24-61” (manufactured by Ciba-Geigy), “Optomer SP-150”, “Optomer SP-151”, “Optomer SP-170”, "Optomer SP-171" (manufactured by ADEKA Corporation), "DAICAT II" (manufactured by Daicel Corporation), "UVAC1590", "UVAC1591" (manufactured by Daicel Cytec Co., Ltd.), "CI- 2064", "CI-2639", "CI-2624", "CI-2481", "CI-2734", "CI-2855", "CI-2823", "CI-2758", "CIT-1682" (manufactured by Nippon Soda Co., Ltd.), "PI-2074" (manufactured by Rhodia, tetrakis (pentafluorophenyl) borate toluyl cumyl iodonium salt), "FFC509" (manufactured by 3M), "BBI-102", "BBI-101", "BBI-103", "MPI-103", "TPS-103", "MDS-103", "DTS-103", "NAT-103", "NDS-103" (above, Midori Kagaku Co., Ltd.), "CD-1010", "CD-1011", "CD-1012" (manufactured by Sartomer, USA), "CPI-100P", "CPI-101A" (manufactured by Sun-Apro (manufactured by Co., Ltd.) can be used.

The content of the photopolymerization initiator (the total amount when containing two or more) is, for example, 0.1 to 100 parts by weight of the photopolymerizable compound (total amount) contained in the colored photosensitive resin composition. 10 parts by weight, preferably 0.5 to 5 parts by weight, more preferably 1 to 3 parts by weight. If the content of the photopolymerization initiator is less than the above range, the curability tends to decrease. On the other hand, when the content of the photopolymerization initiator exceeds the above range, the cured product tends to be easily colored.

<Solvent>
Examples of solvents include ethers (diethyl ether; ethylene glycol mono- or dialkyl ether, diethylene glycol mono- or dialkyl ether, propylene glycol mono- or dialkyl ether, propylene glycol mono- or diaryl ether, dipropylene glycol mono- or dialkyl ether, tripropylene glycol mono or glycol ethers such as dialkyl ether, 1,3-propanediol mono- or di-alkyl ether, 1,3-butanediol mono- or di-alkyl ether, 1,4-butanediol mono- or di-alkyl ether, glycerin mono-, di- or tri-alkyl ether chain ethers such as tetrahydrofuran, cyclic ethers such as dioxane), esters (methyl acetate, ethyl acetate, butyl acetate, isoamyl acetate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, C _5- Carboxylic acid esters such as ₆ -cycloalkanediol mono- or diacetate, C _5-6 cycloalkanedimethanol mono- or diacetate; or diacetate, propylene glycol monoalkyl ether acetate, propylene glycol mono or diacetate, dipropylene glycol monoalkyl ether acetate, dipropylene glycol mono or diacetate, 1,3-propanediol monoalkyl ether acetate, 1,3-propane diol mono- or diacetate, 1,3-butanediol mono-alkyl ether acetate, 1,3-butanediol mono- or diacetate, 1,4-butanediol mono-alkyl ether acetate, 1,4-butanediol mono- or diacetate, Glycerol acetates or glycol ether acetates such as glycerin mono-, di- or triacetate, glycerin mono- or di-C _1-4 alkyl ether di- or monoacetate, tripropylene glycol monoalkyl ether acetate, tripropylene glycol mono- or diacetate, etc.), Ketones (acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, 3,5,5-trimethyl-2-cyclohexene-1-one, etc.) and the like. . These solvents may be used alone or in combination of two or more.

In addition to the above components, the colored photosensitive resin composition of the present disclosure includes, for example, resins such as novolak resins, phenol resins, imide resins, and carboxy group-containing resins, curing agents, curing accelerators, additives (fillers, foaming agents, flame retardants, antioxidants, UV absorbers, coloring agents, stress reducing agents, flexibility imparting agents, waxes, resins, cross-linking agents, halogen trapping agents, leveling agents, wetting agents, etc.) You can stay.

The content of the alkali-soluble resin in the colored photosensitive resin composition of the present disclosure is not particularly limited, but is preferably 5 to 80% by weight, more preferably 5 to 70% by weight, more preferably 10 to 60% by weight. , more preferably 15 to 50% by weight, particularly preferably 20 to 40% by weight.

The content of the alkali-soluble resin in the colored photosensitive resin composition of the present disclosure is not particularly limited. ~90% by weight, more preferably 50 to 85% by weight, still more preferably 50 to 80% by weight, particularly preferably 60 to 75% by weight. Here, the "solid content" is, for example, a component other than the solvent that the colored photosensitive resin composition may contain.

The content of the photopolymerizable compound in the colored photosensitive resin composition of the present disclosure is not particularly limited. %, more preferably 5 to 20% by weight, particularly preferably 5 to 15% by weight.

The content of the photopolymerizable compound in the colored photosensitive resin composition of the present disclosure is not particularly limited, but the solid content of the colored photosensitive resin composition is, for example, preferably 3 to 60% by weight, more preferably 5 to 50% by weight, more preferably 10 to 40% by weight, still more preferably 15 to 30% by weight, particularly preferably 15 to 25% by weight.

As a method for preparing the colored photosensitive resin composition of the present disclosure, for example, in a solvent, if necessary, a pigment dispersant is used together to disperse a coloring material such as a pigment to prepare a coloring material dispersion. Separately, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and if necessary, other additives are dissolved in a solvent, mixed with the colorant dispersion, and if necessary, a solvent is added. methods and the like. The colored photosensitive resin composition of the present disclosure is usually enclosed in a container for distribution and storage. The colored photosensitive resin composition of the present disclosure has excellent storage stability during distribution and storage.

<Color filter>
A color filter according to the present disclosure includes a colored pattern formed from the colored photosensitive resin composition. That is, the color filter according to the present disclosure is a cured product of the colored photosensitive resin composition. A color filter can be produced, for example, through a step of forming a colored pattern on a substrate using the colored photosensitive resin composition, and a step of post-baking the colored pattern.

As a method for forming a color filter pattern using the colored photosensitive resin composition of the present disclosure, for example, the colored photosensitive resin composition of the present disclosure is applied to a substrate or another substrate by a conventional coating means such as a spin coater. A method of coating the resin layer, removing a volatile component such as a solvent to form a colored layer, exposing the colored layer through a photomask, and developing the layer may be used.

Examples of the substrate include flat surface substrates such as glass substrates, silicon substrates, polycarbonate substrates, polyester substrates, aromatic polyamide substrates, polyamideimide substrates, polyimide substrates, Al substrates, and GaAs substrates. These substrates may be subjected to pretreatment such as chemical treatment with chemicals such as silane coupling agents, plasma treatment, ion plating treatment, sputtering treatment, vapor phase reaction treatment, vacuum deposition treatment, and the like.

The thickness of the colored layer after drying is, for example, 0.6 to 8 μm, preferably 1 to 5 μm.

The radiation source used for exposure includes, for example, a xenon lamp, a halogen lamp, a tungsten lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, a metal halide lamp, a medium-pressure mercury lamp, a low-pressure mercury lamp, an argon ion laser, a YAG laser, Laser light sources such as XeCl excimer lasers and nitrogen lasers can be used. The wavelength of the radiation is preferably in the range 190-450 nm. The exposure dose of radiation is generally preferably 10 to 10,000 J/m ² .

Alkaline developers used for development include, for example, sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo-[5.4.0]-7-undecene, 1, Aqueous solutions such as 5-diazabicyclo-[4.3.0]-5-nonene are preferred.

Post-baking conditions are generally 120 to 280° C. for about 10 to 60 minutes. The film thickness of the pixel thus formed is usually 0.5 to 5 μm, preferably 1 to 3 μm.

According to the colored photosensitive resin composition of the present disclosure, a colored pattern having excellent curing reactivity and sufficient solvent resistance can be obtained.

<Display device member or display device>
A member for a display device or a display device of the present disclosure includes the color filter. Examples of the display device member include a color liquid crystal display element. Further, examples of the display device include a color liquid crystal display device. The structure of the color liquid crystal display element or the color liquid crystal display is not particularly limited, and an appropriate structure can be employed.

It should be noted that each aspect disclosed in this specification may be combined with any other feature disclosed in this specification. Also, each configuration and combination thereof in each embodiment is an example, and configuration additions, omissions, and other changes are possible as appropriate without departing from the gist of the present invention. This disclosure is not limited by the embodiments, but only by the scope of the claims.

EXAMPLES The present invention will be described in more detail below based on examples, but the present invention is not limited to these examples. Also, the weight average molecular weight (polystyrene equivalent) and molecular weight dispersity (weight average molecular weight Mw/number average molecular weight Mn) of the copolymer were measured with the following equipment.
Apparatus: Detector: RID-20A (Shimadzu Corporation)
Pump: LC-20AD (Shimadzu Corporation)
System controller: CBM-20Alite (Shimadzu Corporation)
Degasser: DGU-20A3 (Shimadzu Corporation)
Auto injector: SIL-20A HT (Shimadzu Corporation)
Column: Shodex KF-806L (Showa Denko)
Eluent: THF (tetrahydrofuran) 0.8 ml/min
Temperature: Oven: 40°C, RI: 40°C
Detector: RI

[Synthesis Example 1/Preparation of Monomer B1]
(First step)
While maintaining a solution of 213 g of 1,2-epoxy-9-decene and 60 g of 2-hydroxyethyl methacrylate at 38° C., 18 g of ethyl acetate solution containing 1.9 g of boron trifluoride diethyl ether complex was added. The mixture was added dropwise over 2 hours and stirred for 3 hours. After that, 250 g of ethyl acetate and 220 g of water were added and stirred, and then the organic layer was recovered. The organic layer was 526g. The concentrations of 2-hydroxyethyl methacrylate and ethyl acetate contained in the organic layer were determined by gas chromatography to be 0.9% by weight and 48.3% by weight, respectively. The remaining 50.8% by weight of the component was regarded as a 1,2-epoxy-9-decene adduct (crude product) of 2-hydroxyethyl methacrylate and used in the next step. The average addition number of 1,2-epoxy-9-decene of the adduct was 3.0 by ¹ H-NMR.

(Second step)
28% by weight of 143 g of a solution obtained by dissolving 140 mg of methoquinone in 200 g of the 1,2-epoxy-9-decene adduct of 2-hydroxyethyl methacrylate (crude product) obtained in the first step. A solution of peracetic acid in ethyl acetate was added over 2 hours while maintaining the internal temperature below 50°C. After that, the mixture was stirred at 55° C. for 7 hours. After confirming the disappearance of the raw material (1,2-epoxy-9-decene adduct of 2-hydroxyethyl methacrylate) by NMR, it was cooled to room temperature, washed once with 340 g of water, and the aqueous layer was separated. Thereafter, the organic layer was washed by adding 120 g of a 10% by weight aqueous sodium hydroxide solution, then the aqueous layer was separated, and the organic layer was washed twice with water to separate the aqueous layer. Thereafter, low boiling point components such as the solvent were removed by an evaporator under the conditions of 40° C., 10 mmHg, and 2 hours to obtain 70 g of the desired monomer B1. The yield was 80%. The yield was calculated from the amount of monomer B1 actually obtained with respect to the theoretical yield calculated from the amount of raw material (2-hydroxyethyl methacrylate) used.

[Synthesis Example 2/Preparation of Monomer B2]
(First step)
A solution of 200 g of 1,2-epoxy-4-vinylcyclohexane and 70 g of 2-hydroxyethyl methacrylate was kept at 38° C. while containing 1.9 g of boron trifluoride diethyl ether complex in 18 g of ethyl acetate solution. was added dropwise over 2 hours and stirred for 3 hours. After that, 252 g of ethyl acetate and 224 g of water were added and stirred, and then the organic layer was recovered. The organic layer was 524g. The concentrations of 2-hydroxyethyl methacrylate and ethyl acetate contained in the organic layer by gas chromatography were 1.2% by weight and 47.8% by weight, respectively. The remaining 51% by weight of the component was used in the next step as a 1,2-epoxy-4-vinylcyclohexane adduct (crude product) of 2-hydroxyethyl methacrylate. The average addition number of 1,2-epoxy-4-vinylcyclohexane of the above adduct was 3.0 by ¹ H-NMR.

(Second step)
182 g of 28 wt. A solution of peracetic acid in ethyl acetate was added over 2 hours while maintaining the internal temperature below 50°C. After that, the mixture was stirred at 55° C. for 7 hours. After confirming disappearance of the raw material (1,2-epoxy-4-vinylcyclohexane adduct of 2-hydroxyethyl methacrylate) by NMR, the mixture was cooled to room temperature, washed once with 400 g of water, and the aqueous layer was separated. Thereafter, the organic layer was washed with 132 g of a 10% by weight aqueous sodium hydroxide solution, then the aqueous layer was separated, and the organic layer was washed twice with water to separate the aqueous layer. Thereafter, low boiling point components such as the solvent were removed by an evaporator under conditions of 40° C., 10 mmHg, and 2 hours to obtain 94.0 g of the desired monomer B2. The yield was 84%. The yield was calculated from the amount of monomer B2 actually obtained with respect to the theoretical yield calculated from the amount of raw material (2-hydroxyethyl methacrylate) used.

[Production Example 1]
An appropriate amount of nitrogen is passed into a 1 L flask equipped with a reflux condenser, a dropping funnel, and a stirrer to create a nitrogen atmosphere, and 150 parts by weight of propylene glycol monomethyl ether acetate is placed in the flask and heated to 80° C. while stirring. did. After that, a solution of 10 parts by weight of 2,2'-azobis(2,4-dimethylvaleronitrile) dissolved in 40 parts by weight of propylene glycol monomethyl ether acetate and 15 parts by weight as a monomer were placed in the flask. A solution obtained by dissolving acrylic acid (AA) and 85 parts by weight of monomer B1 in 10 parts by weight of propylene glycol monomethyl ether acetate was added dropwise over about 4 hours using a dropping pump. After the dropwise addition was completed, the mixture was kept at the same temperature for 4 hours and then cooled to room temperature to obtain a copolymer solution having a solid content of 35.7% by weight. The resulting copolymer had a weight average molecular weight Mw of 10,500 and a molecular weight dispersity of 3.25.

[Production Example 2]
Except for using 15 parts by weight of acrylic acid (AA) and 85 parts by weight of monomer B2 as monomers, the same operation as in Production Example 1 was performed to obtain a copolymer solution having a solid content of 35.1% by weight. rice field. The resulting copolymer had a weight average molecular weight Mw of 10,300 and a molecular weight dispersity of 3.56.

[Production Example 3]
The same operation as in Production Example 1 was carried out except that 15 parts by weight of acrylic acid (AA), 65 parts by weight of monomer B2, and 20 parts by weight of styrene (ST) were used as monomers. A 1% by weight copolymer solution was obtained. The resulting copolymer had a weight average molecular weight Mw of 8,800 and a molecular weight dispersity of 3.18.

[Production Example 4]
The same operation as in Production Example 1 was performed except that 15 parts by weight of acrylic acid (AA), 65 parts by weight of monomer B2, and 20 parts by weight of methyl methacrylate (MMA) were used as monomers. A 34.8% by weight copolymer solution was obtained. The resulting copolymer had a weight average molecular weight Mw of 9,700 and a molecular weight dispersity of 3.10.

[Production Example 5]
The same operation as in Production Example 1 was performed except that 15 parts by weight of acrylic acid (AA), 65 parts by weight of monomer B2, and 20 parts by weight of N-cyclohexylmaleimide were used as monomers, and the solid content was 35. A 2% by weight copolymer solution was obtained. The resulting copolymer had a weight average molecular weight Mw of 9,400 and a molecular weight dispersity of 3.20.

[Production Example 6]
A suitable amount of nitrogen was passed into a 1 L flask equipped with a reflux condenser, a dropping funnel and a stirrer to create a nitrogen atmosphere, 150 parts by weight of propylene glycol monomethyl ether acetate was added, and the flask was heated to 65° C. while stirring. Then, a solution of 10 parts by weight of 2,2'-azobis(2,4-dimethylvaleronitrile) dissolved in 40 parts by weight of propylene glycol monomethyl ether acetate and 15 parts by weight of acrylic as a monomer were placed in the flask. A solution of acid (AA), 65 parts by weight of glycidyl methacrylate (GMA), and 10 parts by weight of methyl methacrylate (MMA) dissolved in 10 parts by weight of propylene glycol monomethyl ether acetate was added for about 4 hours using a dropping pump. dripped over. After completion of dropping, the temperature was maintained for about 4 hours and then cooled to room temperature to obtain a copolymer solution having a solid content of 34.5% by weight. The resulting copolymer had a weight average molecular weight Mw of 8,000 and a molecular weight dispersity of 1.90.

[Production Example 7]
Production example except that 15 parts by weight of acrylic acid (AA), 65 parts by weight of 3,4-epoxycyclohexylmethyl methacrylate (Cycromer M100), and 10 parts by weight of methyl methacrylate (MMA) were used as monomers 6 to obtain a copolymer solution having a solid content of 33.8% by weight. The resulting copolymer had a weight average molecular weight Mw of 8,200 and a molecular weight dispersity of 1.91.

[Production Example 8]
15 parts by weight of acrylic acid (AA), 65 parts by weight of 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decane-9-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 2,6 ]decan-9-yl acrylate as monomers A mixture of cyclo[5.2.1.0 ^2,6 ]decane-8-yl acrylate (monomer B3) was carried out in the same manner as in Preparation Example 6, except that 10 parts by weight of methyl methacrylate (MMA) was used. A copolymer solution having a solid content of 35.1% by weight was obtained. The resulting copolymer had a weight average molecular weight Mw of 9,300 and a molecular weight dispersity of 2.04.

Table 1 shows the copolymer composition, the weight average molecular weight of the copolymer, and the degree of dispersion in Production Examples 1 to 8.

[Example 1]
Pigment C.I. I. 7.7 g of Pigment Red 254, 3.1 g of DISPERBYK-2000 as a dispersing agent, and 36.0 g of MMPGAC as a solvent were each weighed into a container, and 45 g of zirconia beads with a diameter of 1.0 mm were added, and the container was covered. This was shaken on a paint shaker for 3 hours. After 3 hours, the pigment dispersion and zirconia beads were separated, 45 g of 0.5 mm zirconia beads were added, and the mixture was shaken on a paint shaker for another 3 hours. Thereafter, the pigment dispersion liquid and the zirconia beads were separated, 45 g of 0.3 mm zirconia beads were added, and after further shaking with a paint shaker for 3 hours, the zirconia beads were separated to obtain a pigment dispersion liquid. To 4.68 g of the resulting pigment dispersion, 8.09 g of the copolymer-containing solution obtained in Production Example 1 as the alkali-soluble resin and 2.25 g of DPHA as the photopolymerizable compound were added. , 0.20 g of 1-hydroxycyclohexylphenyl ketone as a photopolymerization initiator, and 18.8 g of MMPGAC as a solvent were each weighed into a container and stirred for 30 minutes to prepare a colored photosensitive resin composition 1.

[Example 2]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 2 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 2. prepared.

[Example 3]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 3 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 3. prepared.

[Example 4]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 4 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 4. prepared.

[Example 5]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 5 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 5. prepared.

[Comparative Example 1]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 6 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 6. prepared.

[Comparative Example 2]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 7 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 7. prepared.

[Comparative Example 3]
As the alkali-soluble resin, except that 8.09 g of the copolymer obtained in Production Example 8 above was used as the copolymer-containing solution, the same operation as in Example 1 was performed to obtain a colored photosensitive resin composition 8. prepared.

Table 2 shows the compositions of the colored photosensitive resin compositions of Examples and Comparative Examples.

<Evaluation test>
The following evaluation tests were performed using each colored photosensitive resin composition obtained in Examples and Comparative Examples. Table 3 shows the results.

(1) Storage Stability Test The colored photosensitive resin compositions obtained in Examples and Comparative Examples were stored in an oven at 40° C. for one week. The viscosity immediately after polymerization and the viscosity after storage at 23° C. for one week were measured. The viscosity increase rate was calculated by the following formula. The viscosity (unit: mPa·s) is measured using a viscometer (trade name “LVDV2T”, manufactured by Brookfield) under the conditions of 60 revolutions and 23°C.
P: Viscosity immediately after polymerization, Q: Viscosity after storage at 40° C. for 1 week Viscosity increase rate={(Q/P)×100}−100

(2) Solvent resistance test-1
The colored photosensitive resin compositions obtained in Examples and Comparative Examples were applied to a glass plate with a spin coater, and then cured by heating at 150° C. for 30 minutes to prepare test pieces. The thickness of the coating film after curing was 4 μm.

One drop each of γ-butyrolactone (γ-BL) and N-methylpyrrolidone (NMP) was dropped on the test piece and left for 10 minutes. After that, wash with water, if there is no change at all in the place where the solvent was dropped, ◎, if the solvent remains slightly, but it seems to disappear when wiped off, ○, if the solvent remains and does not disappear even if it is wiped off When the color was completely discolored, it was rated as x.

(3) Solvent resistance test-2
The solvent resistance test of the cured product was conducted in the same manner as the solvent resistance test-1 except that the curing temperature was changed to 230° C. in the preparation of the test piece.

The colored photosensitive resin compositions of Examples 1 to 5 were less likely to thicken even at 23° C. and had good storage stability. Furthermore, even at a curing temperature of 150°C, good solvent resistance was exhibited as well as at 230°C. On the other hand, it was found that the colored photosensitive resin compositions of Comparative Examples 1 and 2 had poor storage stability, as can be understood from the fact that they thickened at 23°C. In addition, the colored photosensitive resin composition of Comparative Example 3 has good storage stability by using the monomer B3 (E-DCPA), but does not sufficiently cure when the curing temperature is lowered from 230 ° C. to 150 ° C. Therefore, it was found that the solvent resistance decreased.

The components used in Production Examples, Examples and Comparative Examples are described below.
Monomer B1: Refer to Synthesis Example 1 Monomer B2: Refer to Synthesis Example 2 GMA: Glycidyl methacrylate (manufactured by NOF Corporation)
Cychromer M100: 3,4-epoxycyclohexylmethyl methacrylate (manufactured by Daicel Co., Ltd.)
Monomer B3: 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decan-9-yl acrylate and 3,4-epoxytricyclo[5.2.1.0 ^2,6 ]decane- 8-yl acrylate mixture (trade name “E-DCPA”, manufactured by Daicel Corporation)
ST: Styrene (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.)
MMA: methyl methacrylate (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.)
CHMI: N-cyclohexylmaleimide (manufactured by Nippon Shokubai Co., Ltd.)
MMPGAC: propylene glycol monomethyl ether acetate (manufactured by Daicel Corporation)
PR 254: C.I. I. Pigment Red 254 (manufactured by Tokyo Chemical Industry Co., Ltd.)
DISPERBYK-2000: amine value 4 mgKOH/g, non-volatile content 40% (manufactured by BYK-Chemie Japan)
DHPA: dipentaerythritol hexaacrylate (trade name “KAYARAD DPHA”; manufactured by Nippon Kayaku Co., Ltd.)
1-hydroxycyclohexyl phenyl ketone (manufactured by FUJIFILM Wako Pure Chemical Industries, Ltd.)

Claims (7)

Contains an alkali-soluble resin, a coloring material, a photopolymerizable compound, a photopolymerization initiator, and a solvent,
The alkali-soluble resin is a structural unit (A) derived from an unsaturated carboxylic acid or its anhydride, and the following formula (b1)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a heteroatom ^; Indicates a divalent organic group having an epoxy group.)
A colored photosensitive resin composition which is a copolymer containing a structural unit (B) derived from an epoxy compound represented by: The epoxy compound is represented by the following formula (b3)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a heteroatom; R ^b5 are the same or different; represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R ^b6 is the same or different and represents a single bond or a divalent hydrocarbon group which may contain a hetero atom, nb2 and nb3 are respectively It represents an integer of 0 or more, and the sum of nb2 and nb3 is 2 or more.The oxirane ring may have an alkyl group having 1 to 6 carbon atoms.The two groups in [] are not necessarily represented by the formula They do not have to be arranged in the order indicated by (b3).)
and a compound represented by the following formula (b4)

(In the formula, R ^b1 represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms; R ^b2 represents a divalent hydrocarbon group which may contain a hetero atom; R ^b7 are the same or different; represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R ^b8 is a group bonded to the ring Z, which is the same or different and is a single bond or a divalent group which may contain a heteroatom. represents a hydrocarbon group, m represents an integer of 1 to 3, ring Z represents an alicyclic hydrocarbon ring having 3 to 20 carbon atoms, nb4 represents an integer of 2 or more, and the oxirane ring has 1 to 1 carbon atoms. It may have an alkyl group of 6. The ring Z may have an alkyl group having 1 to 6 carbon atoms as a group other than R ^b7 and R ^b8 .)
The colored photosensitive resin composition according to claim 1, which is at least one selected from the group consisting of compounds represented by: The colored photosensitive resin composition according to claim 1 or 2, wherein the copolymer further comprises a structural unit (C) derived from at least one compound selected from the group consisting of the following (c1) to (c4) thing.
(c1) styrene optionally substituted with an alkyl group (c2) N-substituted maleimide (c3) N-vinyl compound (c4) the following formula (2)

(In the formula, R ¹¹ represents a hydrogen atom or an alkyl group having 1 to 7 carbon atoms, R ¹² represents a monovalent hydrocarbon group which may contain a heteroatom, and X represents a heteroatom.)
An unsaturated carboxylic acid derivative represented by The content of the structural unit (A) based on the total structural units of the copolymer is 2 to 50% by weight, the content of the structural unit (B) is 10 to 98% by weight, and the content of the structural unit (C) is 0 to 4. The colored photosensitive resin composition according to claim 3, which is 80% by weight. The colored photosensitive resin composition according to any one of claims 1 to 4, wherein the coloring material is a pigment and/or dye. A color filter which is a cured product of the colored photosensitive resin composition according to any one of claims 1 to 5. A member for a display device or a display device comprising the color filter according to claim 6 .