WO2022113756A1

WO2022113756A1 - Coloring composition, cured product, color filter, solid state imaging element, image display device, and compound

Info

Publication number: WO2022113756A1
Application number: PCT/JP2021/041590
Authority: WO
Inventors: 拓也鶴田; 和也尾田; 宏明出井
Original assignee: 富士フイルム株式会社
Priority date: 2020-11-24
Filing date: 2021-11-11
Publication date: 2022-06-02
Also published as: KR20230096017A; JPWO2022113756A1; TW202229465A

Abstract

Provided are: a coloring composition containing a pigment, a compound represented by formula 1, a polymerizable compound, and a polymerization initiator; a cured product from the coloring composition; a color filter, solid state imaging element, and image display device, each provided with the cured product; and a compound represented by formula 1. M represents two hydrogen atoms, or a metal atom to which a counterion or oxygen atom may be bonded; at least one of the aromatic rings A-D is a structure given by formula 2; X1 represents a nitrogen atom or CR1; X2 represents a nitrogen atom or CR2; X3 represents a nitrogen atom or CR3; R1-R3 each independently represent a hydrogen atom, halogen atom, or -O-R4-(NR5R6)n; R4 represents an n + 1-valent linker group; R5 and R6 each independently represent a hydrogen atom or a substituent; and n represents an integer from 1-5.

Description

Coloring compositions, cured products, color filters, solid-state image sensors, image display devices, and compounds.

The present disclosure relates to a coloring composition, a cured product, a color filter, a solid-state image sensor, an image display device, and a compound.

A color filter is an indispensable component of a solid-state image sensor or an image display device.
A color filter usually includes pixels of the three primary colors of red, green, and blue, and plays a role of decomposing transmitted light into the three primary colors.
Each color pixel of the color filter is manufactured by using a coloring composition containing a coloring agent, a polymerizable compound, and a photopolymerization initiator. As a colorant, a phthalocyanine compound and the like are known. As the phthalocyanine compound, for example, those described in Patent Documents 1 to 3 are known.

Patent Document 1: Japanese Patent Application Laid-Open No. 6-328856 Patent Document 2: Japanese Patent Application Laid-Open No. 9-279050 Patent Document 3: Japanese Patent Application Laid-Open No. 2016-124888

An object to be solved by the embodiment according to the present disclosure is to provide a coloring composition excellent in dispersibility of a pigment and spectral characteristics of the obtained film.
Further, a problem to be solved by another embodiment according to the present disclosure is to provide a cured product of the coloring composition, a color filter including the cured product, or a solid-state image sensor or an image display device including the color filter. It is to be.
Further, a problem to be solved by other embodiments according to the present disclosure is to provide a novel compound.

The means for solving the above problems include the following aspects.
<1> A coloring composition containing a pigment, a compound represented by the following formula 1, a polymerizable compound, and a polymerization initiator.

In formulas 1 and 2, M represents two hydrogen atoms or a metal atom to which a counter ion or an oxygen atom may be bonded, and aromatic rings A to D each independently have a substituent. May represent an aromatic ring or a heteroaromatic ring, at least one of the aromatic rings A to D is a structure represented by the formula 2, where X ¹ represents a nitrogen atom or CR ¹ and X ² is a nitrogen atom or CR ² is represented, X ³ represents a nitrogen atom or CR ³ , and R ¹ to R ³ independently represent a hydrogen atom, a halogen atom or -OR ^4- (NR ⁵ R ⁶ ) _n , and R ⁴ Represents an n + 1 valent linking group, R ⁵ and R ⁶ independently represent a hydrogen atom or a substituent, and R ² and R ⁴ , R ⁴ and R ⁵ , and R ⁵ and R ⁶ bond to each other. Each of n independently represents an integer of 1 to 5, and the two carbon-carbon bonds represented by * are common to the nitrogen-containing 5-membered aromatic ring in Equation 1. Representing a carbon-carbon bond, in each of the aromatic rings A to D, the structure represented by the formula 2 is 6 even if R ¹ and R ² are bonded so as to be at the 3rd and 4th positions of the phthalocyanine structure. They may be combined so as to be in the positions of the 5th position and the 5th position.

<2> The coloring composition according to <1>, wherein all of R ¹ to R ³ in the above formula 2 are halogen atoms.
<3> The coloring composition according to <2>, wherein all of R ¹ to R ³ in the above formula 2 are chlorine atoms.
<4> The coloring composition according to any one of <1> to <3>, wherein n in the above formula 2 is 1 and R ⁴ is a linking group represented by the following formula 3.

In formula 3, R ⁷ represents a single bond or a divalent linking group, R ⁸ represents a divalent aliphatic hydrocarbon group, # represents a bond position with an oxygen atom in formula 2, and # # Represents the bond position with the nitrogen atom in Equation 2.

<5> The coloring composition according to any one of <1> to <4>, wherein R ⁵ and R ⁶ in the above formula 2 are independently hydrogen atoms or aliphatic hydrocarbon groups.
<6> The coloring composition according to any one of <1> to <5>, wherein M in the above formula 1 is Cu, Zn, Fe, Mg or Al.
<7> The coloring composition according to <6>, wherein M in the above formula 1 is Cu.
<8> The coloring composition according to any one of <1> to <7>, wherein the pKa of the conjugated acid of the nitrogen atom in the group represented by the above formula 2 is a value exceeding 7.
<9> The coloring composition according to any one of <1> to <8>, wherein the pigment contains a green pigment.
<10> The green pigment is C.I. I. Pigment Green 36, C.I. I. Pigment Green 58, and C.I. I. The coloring composition according to <9>, which comprises at least one selected from the group consisting of Pigment Green 63.
<11> The coloring composition according to <9> or <10>, wherein the pigment further contains a yellow pigment.
<12> The yellow pigment is C.I. I. Pigment Yellow 129, C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 185, C.I. I. Pigment Yellow 213 and C.I. I. The coloring composition according to <11>, which comprises at least one selected from the group consisting of Pigment Yellow 215.
<13> The coloring composition according to any one of <1> to <12>, wherein the content of the compound represented by the above formula 1 is 3% by mass or more with respect to the total solid content of the coloring composition. ..
<14> The content of the compound represented by the above formula 1 is 1 part by mass to 50 parts by mass with respect to 100 parts by mass of the pigment content, whichever is one of <1> to <13>. The coloring composition described.
<15> A cured product obtained by curing the coloring composition according to any one of <1> to <14>.
<16> A color filter comprising the cured product according to <15>.
<17> A solid-state image sensor having the color filter according to <16>.
<18> An image display device having the color filter according to <16>.
<19> A compound represented by the following formula 1.

According to the embodiment according to the present disclosure, there is provided a coloring composition having excellent dispersibility of the pigment and the spectral characteristics of the obtained film.
Further, according to another embodiment according to the present disclosure, there is provided a cured product of the coloring composition, a color filter including the cured product, or a solid-state image sensor or an image display device including the color filter.
Further, according to other embodiments according to the present disclosure, novel compounds are provided.

The contents of the present disclosure will be described in detail below. The description of the constituents described below may be based on the representative embodiments of the present disclosure, but the present disclosure is not limited to such embodiments.
In the present disclosure, "-" indicating a numerical range is used to mean that the numerical values described before and after the numerical range are included as the lower limit value and the upper limit value.
In the numerical range described stepwise in the present disclosure, the upper limit value or the lower limit value described in one numerical range may be replaced with the upper limit value or the lower limit value of the numerical range described in another stepwise description. .. Further, in the numerical range described in the present disclosure, the upper limit value or the lower limit value of the numerical range may be replaced with the value shown in the examples.
Further, in the present disclosure, the amount of each component in the composition is the total amount of the plurality of applicable substances present in the composition when a plurality of the substances corresponding to each component are present in the composition, unless otherwise specified. Means.
Further, in the notation of a group (atomic group) in the present disclosure, the notation that does not describe substitution or non-substitution includes those having no substituent as well as those having a substituent. For example, the "alkyl group" includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
In the present disclosure, "Me" is a methyl group, "Et" is an ethyl group, "Pr" is a propyl group, "Bu" is a butyl group, and "Ph" is a phenyl group, unless otherwise specified. , Represent each.
In the present disclosure, "(meth) acrylic" is a term used in a concept that includes both acrylic and methacrylic, and "(meth) acryloyl" is a term that is used as a concept that includes both acryloyl and methacrylic. be.
Further, in the present disclosure, the term "process" is included in this term not only as an independent process but also as long as the intended purpose of the process is achieved even if it cannot be clearly distinguished from other processes. Is done.
In the present disclosure, the "total solid content" means the total mass of the components excluding the solvent from the total composition of the composition. Further, the "solid content" is a component excluding the solvent as described above, and may be, for example, a solid or a liquid at 25 ° C.

Further, in the present disclosure, "% by mass" and "% by weight" are synonymous, and "parts by mass" and "parts by weight" are synonymous.
Further, in the present disclosure, a combination of two or more preferred embodiments is a more preferred embodiment.
Further, for the weight average molecular weight (Mw) and the number average molecular weight (Mn) in the present disclosure, unless otherwise specified, columns of TSKgel GMHxL, TSKgel G4000HxL, and TSKgel G2000HxL (all trade names manufactured by Toso Co., Ltd.) are used. The molecular weight is detected by the solvent THF (tetratetra) and the differential refractometer by the gel permeation chromatography (GPC) analyzer and converted using polystyrene as the standard substance.
As used herein, the term pigment means a compound that is difficult to dissolve in a solvent.
As used herein, the term dye means a compound that is easily soluble in a solvent.
Hereinafter, the present disclosure will be described in detail.

(Coloring composition)
The coloring composition according to the present disclosure contains a pigment, a compound represented by the following formula 1, a polymerizable compound, and a polymerization initiator.

In recent years, as the number of pixels of an image sensor has increased, the pattern has become finer and thinner. Along with this, the pigment concentration in the coloring composition used for the color filter tends to be relatively increased, and the amounts of the curable component and the developable component tend to be reduced, and the film thickness (thickness of the colored layer). Tends to be reduced.
As a result of detailed studies, the present inventors may not have sufficient dispersibility of the pigment in the coloring composition in the conventional coloring composition containing a pigment, and a large amount of aggregation and precipitation of the pigment may occur. It was also found that the spectral characteristics of the obtained film were not sufficient.
As a result of diligent studies by the present inventors, it has been found that by adopting the above configuration, a colored composition having excellent dispersibility of the pigment and the spectral characteristics of the obtained film can be obtained.
By containing the compound represented by the above formula 1, the phthalocyanine structure in the above formula 1 is coordinated or adsorbed on the pigment, and the side chain structure containing -OR ⁴ -NR ⁵ R ⁶ in the above formula 2 is the pigment. It is presumed that the compound itself represented by the above formula 1 is also colored by the oxygen atom directly bonded to the aromatic ring in the formula 2 while improving the dispersibility of the compound, so that the spectral characteristics are excellent.

<Compound represented by Formula 1>
The coloring composition according to the present disclosure contains a compound represented by the above formula 1.
The compound represented by the above formula 1 is one of the pigment derivatives having a phthalocyanine structure, and it is presumed that the compound is attached to the pigment to improve the dispersibility of the pigment.
Further, the compound represented by the above formula 1 is preferably a compound having absorption in the visible light region (wavelength 400 nm to 700 nm) from the viewpoint of the spectral characteristics of the obtained film.
The compound represented by the above formula 1 can be suitably used as a dispersant for dispersing the pigment.

The metal atom in M of the formula 1 is not particularly limited, but from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, a divalent or higher valent metal atom to which a counterion or an oxygen atom may be bonded may be bonded. It is more preferable that it is a divalent to tetravalent metal atom to which a counterion or an oxygen atom may be bonded, and it is particularly preferable that it is a divalent metal atom.
M in the formula 1 may be two hydrogen atoms, Cu, Zn, Fe, VO or AlX (X represents a halogen atom) from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. It is preferably Cu, Zn, Fe, VO or AlCl, more preferably Zn or Cu, and particularly preferably Cu.

In the formula 1, at least one of the aromatic rings A to D has the structure represented by the above formula 2, and at least of the aromatic rings A to D from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. The two are preferably structures represented by the above formula 2, and it is particularly preferable that all of the aromatic rings A to D are structures represented by the above formula 2.
Further, in the formula 1, in each of the aromatic rings A to D, the structure represented by the formula 2 is at the 6-position even if R ¹ and R ² are bonded so as to be at the 3-position and the 4-position of the phthalocyanine structure. And may be combined so as to be in the 5th position. More specifically, in the structure represented by the formula 2, the 3-position of the phthalocyanine structure is R ¹ , the ⁴ -position is R ² , the 5-position is -OR 4- (NR ⁵ R ⁶ ) _n , and the 6-position is R. The phthalocyanine structure may be bound so as to be ³ , or the 3rd position of the phthalocyanine structure is R3 ^, the ^4th position is -OR4- (NR ⁵ R ⁶ ) _n , the 5th position is ^R2 , and the 6th position is ^R1 . It may be combined so as to be.
Further, when having two or more structures represented by the above formula 2, the directions of the above bonds may be the same or different.

X ¹ in the formula 2 is preferably CR ¹ from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film.
X ² in the formula 2 is preferably CR ² from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film.
X ³ in the formula 2 is preferably CR ³ from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film.
From the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, R ¹ in the formula 2 is preferably a hydrogen atom or a halogen atom, and more preferably a halogen atom.
From the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, R ² in the formula 2 is preferably a halogen atom or ^—OR4 -NR ⁵ R ⁶ and more preferably a halogen atom. preferable. When R ² is −OR ⁴ − (NR ⁵ R ⁶ ) _n , it is preferable that R 2 is combined with R ⁴ to form a ring structure.
Further, R ² and R ⁴ in the formula 2 may be bonded to each other to form a ring structure.
R ³ in the formula 2 is preferably a hydrogen atom or a halogen atom, and more preferably a halogen atom, from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film.
Further, the halogen atoms in R ¹ to R ³ are each independently preferably a fluorine atom, a chlorine atom, or a bromine atom from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, and the chlorine atom. Is more preferable.
Further, from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, it is preferable that all of R ¹ to R ³ in the formula 2 are halogen atoms, and more preferably chlorine atoms.

R ⁴ in the formula 2 is preferably a group having an aromatic ring from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, and is a group in which the oxygen atom and the aromatic ring are directly bonded in the formula 2. It is more preferable to have.
Further, ^R4 in the formula 2 has one or more arylene groups, one or more alkylene groups, and optionally an ether bond, a sulfonamide bond, or an amide from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. It is preferably a group in which one or more arylene groups, one or more alkylene groups, and optionally an ether bond bond are linked, preferably a group in which a bond selected from the group consisting of a bond and an amine bond is linked. Is more preferable, an arylene group-alkylene group, or an arylene group-O-alkylene group is further preferable, and an arylene group-alkylene group is particularly preferable.
The number of carbon atoms (number of carbon atoms) of ^R4 in the formula 2 is preferably 6 to 20 and more preferably 6 to 15 from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. , 6 to 10, more preferably 7 to 9, and particularly preferably 7 to 9.
Further, R ⁴ and R ⁵ in the formula 2 may be bonded to each other to form a ring structure.

Further, ^R4 in the formula 2 is preferably a linking group represented by the following formula 3 from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. In that case, n is preferably 1.

R ⁷ in the formula 3 is a single bond, an arylene group, an aryleneoxy group, an arylene group-SO ₂ NH-, an arylene group-CONH- or from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. -The arylene group-NH- is more preferable, and a single bond, an arylene group or a-arylene group-SO ₂ NH- is more preferable, and an arylene group is particularly preferable. Further, as the arylene group, a phenylene group is preferable.
From the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, R ⁸ in the formula 3 is preferably an alkylene group, more preferably an alkylene group having 1 to 8 carbon atoms, and 1 to 1 to 8 carbon atoms. It is particularly preferable that the alkylene group is 3.

Further, n in the formula 2 is preferably 1 or 2, and particularly preferably 1 from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film, respectively. Further, from the viewpoint of dispersibility, n is preferably 2.
Independently, R ⁵ and R ⁶ in Formula 2 are preferably hydrogen atoms or aliphatic hydrocarbon groups, and are alkyl groups, from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. It is more preferably an alkyl group having 1 to 8 carbon atoms, particularly preferably an alkyl group having 1 to 4 carbon atoms, and most preferably a methyl group or an ethyl group.
Further, R ⁵ and R ⁶ in the formula 2 may be bonded to each other to form a ring structure, and R ⁵ and R ⁶ are preferably bonded to each other to form a 5-membered ring or a 6-membered ring structure. It is more preferred that R ⁵ and R ⁶ combine with each other to form a pyrrolidine ring or piperidine ring structure.

Further, each group of aromatic rings A to D having no structure represented by the formula 2 in the formula 1 and R ¹ to R ⁷ of the formula 2 may further have a substituent, if possible. The substituent is not particularly limited, and a substituent having 0 to 20 carbon atoms is preferable. Examples of the substituent include a halogen atom, a hydroxy group, an amino group, an alkyl group, an aryl group, an acyl group, an alkylaminocarbonyl group, an alkoxycarbonyl group, an alkoxyalkyl group, a carboxyalkyl group, an alkoxycarbonylalkyl group and a halogen atom. Examples thereof include a substituted alkyl group.

The pKa of the conjugate acid of the nitrogen atom in the structure represented by the above formula 2 is preferably a value of more than 7, preferably 9 or more, from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. Is more preferable, and 9 or more and 14 or less are particularly preferable.
Further, in the present disclosure, when the rings A to D are different, or when a plurality of basic groups are present in the formula 2, the highest pKa value is used.
As the pKa of the conjugate acid of the nitrogen atom, Dissociation of Organic Structures by Physical Methods (author: Brown, HC, McDaniel, D.H., Hafliger, O., Nachod, ed. , E. A., Nachod, FC; Academic Press, New York, 1955) and Data for Biochemical Research (author: Dawson, R.M.C. et al; Oxford, 1955) You can refer to the value of. For compounds not described in these documents, the values calculated from the structural formulas using software of ACD / pKa (manufactured by ACD / Labs) shall be used.

Needless to say, the compound represented by the above formula 1 may be a compound having a single structure or a mixture of structural isomers.
For example, the aromatic rings A and B have the same structure represented by the formula 2, the aromatic rings C and D are benzene rings having no substituent, and M is electronically attached to the four nitrogen atoms of the phthalocyanine ring. In the case of equivalent binding, the following three types of structural isomers can be mentioned.

Specific examples of the compound represented by the above formula 1 include, but are not limited to, the compounds shown below.
In the following specific example, when at least one of the aromatic rings A to D has a structure represented by the formula 2, all structural isomers that may be generated by the bonding direction of the structure represented by the formula 2 are also included. ..
Further, Me represents a methyl group, Et represents an ethyl group, and Ph represents a phenyl group.

Compounds A-1 to A-15 are compounds in which the aromatic rings A to D of the formula 1 have a structure represented by the formula 2-A, and may contain structural isomers. Further, n other than compound A-13 is 1, and n of compound A-13 is 2.

Compound A-16 is a compound having a structure in which aromatic rings A to D of the formula 1-A (where M in the formula 1 is Cu) are represented by the formula 2-B, and contains structural isomers. May be good.

Compounds A-17 to A-20 are compounds in which the aromatic rings A to D of the formula 1 have a structure represented by the formula 2-A, and may contain structural isomers. Further, n of the compounds A-17 to A-20 is 1.

Compound A-21 is a compound having a structure in which aromatic rings A to D of the formula 1-A (where M in the formula 1 is Cu) are represented by the formula 2-C, and contains structural isomers. May be good.

Compound A-22 is a compound having a structure in which aromatic rings A to D of the formula 1-A (where M in the formula 1 is Cu) are represented by the formula 2-D, and contains structural isomers. May be good.

Compound A-23 is a compound having a structure in which the aromatic rings A to D of the formula 1-A (where M in the formula 1 is Cu) are represented by the formula 2-E, and contains structural isomers. May be good.

The compounds A-24 to A-26 have a structure in which the aromatic rings A to D of the formula 1-A (where M in the formula 1 is Cu) are represented by the formula 2-F and the formula 2-G. It is a compound having a structure in the following molar ratio, and may contain a structural isomer.

The pKa of compounds A-1 to A-26 is as shown in Table 1 below.

The coloring composition according to the present disclosure may contain one kind of the compound represented by the above formula 1 alone, or may contain two or more kinds.
The content of the compound represented by the above formula 1 is preferably 1% by mass or more with respect to the total solid content of the coloring composition from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. It is more preferably 3% by mass or more, further preferably 3% by mass to 40% by mass, and particularly preferably 5% by mass to 30% by mass.
The content of the compound represented by the above formula 1 is 1% by mass to 50% by mass with respect to 100 parts by mass of the pigment contained in the coloring composition from the viewpoint of the dispersibility of the pigment and the spectral characteristics of the obtained film. It is preferably by mass%, more preferably 10% by mass to 30% by mass.

The method for producing the compound represented by the formula 1 is not particularly limited, and the compound may be produced by a known method or by referring to a known method. For example, a known method for synthesizing a phthalocyanine ring compound, a known method for modifying a phthalocyanine ring, or the like can be used.
Further, if necessary, the obtained compound represented by the formula 1 may be subjected to a known treatment such as a purification treatment.

<Pigment>
The coloring composition according to the present disclosure contains a pigment. However, the compound represented by the formula 1 is excluded.
The pigment may be either an inorganic pigment or an organic pigment, but is preferably an organic pigment. Further, as the pigment, an inorganic pigment or a material in which a part of the organic-inorganic pigment is replaced with an organic chromophore can also be used. By replacing inorganic pigments and organic-inorganic pigments with organic chromophores, hue design can be facilitated.
The coloring composition according to the present disclosure can be preferably used as a coloring composition for forming colored pixels in a color filter. Examples of the colored pixel include a red pixel, a green pixel, a blue pixel, a magenta color pixel, a cyan color pixel, a yellow color pixel and the like. Among them, green pixels are preferably mentioned.
Examples of the pigment used for these colored pixels include green pigment, yellow pigment, red pigment, orange pigment, blue pigment, purple pigment and the like.
Further, the coloring composition according to the present disclosure may contain a white pigment, a black pigment, or the like.

The average primary particle size of the pigment is preferably 1 nm to 200 nm. The lower limit is more preferably 5 nm or more, further preferably 10 nm or more. The upper limit is more preferably 180 nm or less, further preferably 150 nm or less, and particularly preferably 100 nm or less. When the average primary particle size of the pigment is in the above range, the dispersion stability of the pigment in the coloring composition is good. In the present disclosure, the primary particle size of the pigment can be obtained from an image photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is obtained, and the corresponding circle-equivalent diameter is calculated as the primary particle diameter of the pigment. Further, the average primary particle diameter in the present disclosure is an arithmetic average value of the primary particle diameter for the primary particles of 400 pigments. Further, the primary particles of the pigment refer to independent particles without aggregation.

The amount of the pigment dissolved in 100 g of propylene glycol methyl ether acetate at 25 ° C. is preferably less than 0.01 g, more preferably less than 0.005 g, and even more preferably less than 0.001 g.

Organic pigments include phthalocyanine pigments, dioxazine pigments, quinacridone pigments, anthraquinone pigments, perylene pigments, azo pigments, diketopyrrolopyrrole pigments, pyrolopyrrole pigments, isoindrin pigments, quinophthalone pigments, triarylmethane pigments, xanthene pigments and methine pigments. , Kinolin pigments and the like.
Specific examples of the organic pigment include those shown below.

Color Index (CI) Pigment Yellow 1,2,3,4,5,6,10,11,12,13,14,15,16,17,18,20,24,31,32,34, 35,35: 1,36,36: 1,37,37: 1,40,42,43,53,55,60,61,62,63,65,73,74,77,81,83,86, 93,94,95,97,98,100,101,104,106,108,109,110,113,114,115,116,117,118,119,120,123,125,126,127,128, 129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174 175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,215,228,231,232 (methine type), 233 (quinoline type), 234 ( (Aminoketone type), 235 (Aminoketone type), 236 (Aminoketone type), etc. (above, yellow pigment),
C. I. Pigment Orange 2,5,13,16,17: 1,31,34,36,38,43,46,48,49,51,52,55,59,60,61,62,64,71,73, etc. (The above is the orange pigment),
C. I. Pigment Red 1,2,3,4,5,6,7,9,10,14,17,22,23,31,38,41,48: 1,48: 2,48: 3,48: 4, 49,49: 1,49: 2,52: 1,52: 2,53: 1,57: 1,60: 1,63: 1,66,67,81: 1,81: 2,81: 3, 83,88,90,105,112,119,122,123,144,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184 185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,270,272,279,294 (xanthene system) , Organo Ultramarine, Blush Red), 295 (monoazo type), 296 (diazo type), 297 (aminoketone type), etc. (above, red pigment),
C. I. Pigment Green 7,10,36,37,58,59,62,63,64 (phthalocyanine type), 65 (phthalocyanine type), 66 (phthalocyanine type), etc. (above, green pigment),
C. I. Pigment Violet 1,19,23,27,32,37,42,60 (triarylmethane type), 61 (xanthene type), etc. (above, purple pigment),
C. I. Pigment Blue 1,2,15,15: 1,15: 2,15: 3,15: 4,15: 6,16,22,29,60,64,66,79,80,87 (monoazo system), 88 (methine-based) and the like (above, blue pigment).

Further, the coloring composition according to the present disclosure preferably contains a green pigment as a pigment, and more preferably contains a green pigment and a yellow pigment, from the viewpoint of further exerting the effect in the present disclosure.
Further, the pigment preferably contains a phthalocyanine pigment, and more preferably contains a green phthalocyanine pigment, from the viewpoint of sensitivity and spectral characteristics.
Further, the green pigment is used in terms of sensitivity and spectral characteristics. I. Pigment Green 36, C.I. I. Pigment Green 58, and C.I. I. It is preferable to include at least one selected from the group consisting of Pigment Green 63, and C.I. I. Pigment Green 36 and C.I. I. It is more preferable to include at least one selected from the group consisting of Pigment Green 58, and C.I. I. It is particularly preferred to include Pigment Green 36.
Further, the yellow pigment is used in terms of sensitivity and spectral characteristics. I. Pigment Yellow 129, C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 185, C.I. I. Pigment Yellow 213 and C.I. I. It is preferable to contain at least one selected from the group consisting of Pigment Yellow 215, and C.I. I. Pigment Yellow 129, C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 150 and C.I. I. It is more preferable to include at least one selected from the group consisting of Pigment Yellow 185.

As the green pigment, known ones can be used. For example, phthalocyanine compounds such as Color Index (CI) Pigment Green 7, 10, 36, 37, 58, 59, 62, 63 can be mentioned.
Further, as a green pigment, a halogen having an average of 10 to 14 halogen atoms in one molecule, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms. Zinc phthalocyanine compounds can also be used. As specific examples, the compound described in International Publication No. 2015/118720, the compound described in Chinese Patent Application Publication No. 1069090227, the phthalocyanine compound having a phosphate ester as a ligand, and the like can also be used.
Further, as the green pigment, the green pigment described in JP-A-2019-8014 or JP-A-2018-180023 may be used.
Among them, the green pigment easily forms a film having spectral characteristics suitable for green pixels, and therefore, C.I. I. Pigment Green 58 and C.I. I. It preferably contains at least one compound selected from the group consisting of Pigment Green 36, C.I. I. It is more preferable to include Pigment Green 58.

The green pigment may be used alone or in combination of two or more.
The content of the green pigment in the total solid content of the coloring composition is preferably 10% by mass to 80% by mass. The lower limit is more preferably 15% by mass or more, and particularly preferably 20% by mass or more. The upper limit is more preferably 70% by mass or less, and particularly preferably 60% by mass or less.

Examples of the yellow pigment include azo compounds, quinophthalone compounds, isoindolinone compounds, isoindoline compounds, anthraquinone compounds and the like. Of these, an isoindoline compound is preferable because it is easy to form a film having spectral characteristics suitable for green pixels.

As the yellow pigment, the color index (CI) Pigment Yellow (hereinafter, also simply referred to as “PY”) 1,2,3,4,5,6,10,11,12,13,14,15, 16,17,18,20,24,31,32,34,35,35: 1,36,36: 1,37,37: 1,40,42,43,53,55,60,61,62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118,119,120,123,125,126,127,128,129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166 167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,215,228 ( Examples thereof include the direct-coupled quinophthalone dimer described in International Publication No. 2013/098836), 231,232 (methine / polymethine system), and the like.

Further, as the yellow pigment, the pigment described in JP-A-2017-201003 and the pigment described in JP-A-2017-197719 can be used. Further, as the yellow pigment, at least one anion selected from the group consisting of an azo compound represented by the following formula (Y) and an azo compound having a telecommunication structure thereof, two or more kinds of metal ions, and a melamine compound. A metal azo pigment containing the above can also be used.

In formula (Y), ^RY1 and ^RY2 independently represent -OH or -NR ^Y5 ^RY6 , and ^RY3 and ^RY4 independently represent = O or = NR ^Y7 , respectively, ^RY5 to R. ^Y7 independently represents a hydrogen atom or an alkyl group.
The number of carbon atoms of the alkyl group represented by ^RY5 to ^RY7 is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 4. The alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably linear. The alkyl group may have a substituent. Preferred examples of the substituent include a halogen atom, a hydroxy group, an alkoxy group, a cyano group and an amino group.

The above-mentioned metal azo pigments are described in paragraphs 0011 to 0062, 0137-0276 of JP-A-2017-171912, paragraphs 0010 to 0062, 0138-0295, JP-A-2017-171914 of JP-A-2017-171913, and JP-A-2017-171914. The description of paragraphs 0011 to 0062, 0139 to 0190, paragraphs 0010 to 0065, 0142 to 0222 of JP-A-2017-171915 can be referred to, and these contents are incorporated in the present specification.

Further, as the yellow pigment, a quinophthalone dimer represented by the following formula (Q) can also be preferably used. Further, the quinophthalone dimer described in Japanese Patent No. 6443711 and the quinophthalone dimer described in JP-A-2020-033521 can also be preferably used.

In the formula (Q), X ₁ to X ₁₆ independently represent a hydrogen atom or a halogen atom, and Z represents an alkylene group having 1 to 3 carbon atoms.

Examples of the yellow pigment include JP-A-2018-203798, JP-A-2018-62578, Patent No. 6432077, Patent No. 6432076, JP-A-2018-155881, JP-A-2018-11757, and JP-A. 2018-40835, 2017-197640, 2016-145282, 2014-85565, 2014-21139, 2013-209614, 2013- 209435, 2013-181015, 2013-61622, 2013-54339, 2013-32486, 2012-226110, 2008-74987 Japanese Patent Application Laid-Open No. 2008-81565, Japanese Patent Application Laid-Open No. 2008-47986, Japanese Patent Application Laid-Open No. 2008-794985, Japanese Patent Application Laid-Open No. 2008-50420, Japanese Patent Application Laid-Open No. 2008-31281, or JP-A-48-32765 The quinophthalone pigments described in the publication can also be preferably used.

Further, as the yellow pigment, the quinophthalone compound described in paragraphs 0011 to 0034 of JP2013-54339, the quinophthalone compound described in paragraphs 0013 to 0058 of JP2014-26228, and JP-A-2019-8014. The yellow pigment described, the quinophthalone compound described in Japanese Patent No. 6607427, the compound described in Korean Publication No. 10-2014-0034963, the compound described in JP-A-2017-095706, Taiwan Patent Application Publication No. 201920495. The compound described in Japanese Patent Publication No. 6607427, the compound described in Japanese Patent No. 6607427, and the like can also be used.
Further, as the yellow pigment, the compound described in JP-A-2018-62644 can also be used. In addition, this compound can also be used as a pigment derivative.
Further, as described in Japanese Patent Application Laid-Open No. 2018-155881, C.I. I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.

As the red pigment, a diketopyrrolopyrrole compound in which at least one bromine atom is substituted in the structure described in JP-A-2017-201384, a diketopyrrolopyrrole compound described in paragraphs 0016 to 0022 of Patent No. 6248838, internationally. The diketopyrrolopyrrole compound described in Publication No. 2012/102399, the diketopyrrolopyrrole compound described in International Publication No. 2012/117956, the naphthol azo compound described in JP-A-2012-229344, Japanese Patent No. 6516119. , The red pigment described in Japanese Patent No. 6525101, and the like can also be used. Further, as the red pigment, a compound having a structure in which an aromatic ring group having an oxygen atom, a sulfur atom or a nitrogen atom bonded to the aromatic ring is bonded to a diketopyrrolopyrrole skeleton can also be used. can.

Further, as the blue pigment, an aluminum phthalocyanine compound having a phosphorus atom can also be used. Specific examples thereof include the compounds described in paragraphs 0022 to 0030 of JP2012-247591A and paragraphs 0047 of JP2011-157478A.

White pigments include titanium oxide, strontium titanate, barium titanate, zinc oxide, magnesium oxide, zirconium oxide, aluminum oxide, barium sulfate, silica, talc, mica, aluminum hydroxide, calcium silicate, aluminum silicate, hollow. Examples include resin particles and zinc sulfide. The white pigment is preferably particles having a titanium atom, and more preferably titanium oxide. Further, the white pigment is preferably particles having a refractive index of 2.10 or more with respect to light having a wavelength of 589 nm. The above-mentioned refractive index is preferably 2.10 to 3.00, and more preferably 2.50 to 2.75.

Further, as the white pigment, titanium oxide described in "Titanium Oxide Physical Properties and Applied Technology, by Manabu Kiyono, pp. 13-45, published on June 25, 1991, published by Gihodo Publishing" can also be used.

The white pigment is not limited to a single inorganic substance, but particles compounded with other materials may be used. For example, particles having pores or other materials inside, particles in which a large number of inorganic particles are attached to core particles, core particles composed of core particles composed of polymer particles, and core and shell composite particles composed of a shell layer composed of inorganic nanoparticles are used. Is preferable. As the core and shell composite particles composed of the core particles composed of the polymer particles and the shell layer composed of the inorganic nanoparticles, for example, the description in paragraphs 0012 to 0042 of JP2015-047520 can be referred to. The contents are incorporated herein.

Hollow inorganic particles can also be used as the white pigment. Hollow inorganic particles are inorganic particles having a structure having cavities inside, and refer to inorganic particles having cavities surrounded by an outer shell. Examples of the hollow inorganic particles include the hollow inorganic particles described in JP-A-2011-075786, International Publication No. 2013/06621, JP-A-2015-164881, and the like, and the contents thereof are incorporated in the present specification. Is done.

The black pigment is not particularly limited, and known ones can be used. For example, carbon black, titanium black, graphite and the like can be mentioned, with carbon black and titanium black being preferable, and titanium black being more preferable. Titanium black is black particles containing a titanium atom, and low-order titanium oxide or titanium oxynitride is preferable. Titanium black can modify the surface as needed for the purpose of improving dispersibility and suppressing cohesion. For example, it is possible to coat the surface of titanium black with silicon oxide, titanium oxide, germanium oxide, aluminum oxide, magnesium oxide, or zirconium oxide. Further, it is also possible to treat with a water-repellent substance as shown in Japanese Patent Application Laid-Open No. 2007-302836. Examples of the black pigment include Color Index (CI) Pigment Black 1, 7 and the like. Titanium black preferably has a small primary particle size and an average primary particle size of each particle. Specifically, it is preferable that the average primary particle size is 10 to 45 nm. Titanium black can also be used as a dispersion. For example, a dispersion containing titanium black particles and silica particles and having a content ratio of Si atoms and Ti atoms in the dispersion adjusted to be in the range of 0.20 to 0.50 can be mentioned. Regarding the above dispersion, the description in paragraphs 0020 to 0105 of JP2012-169556A can be referred to, and the contents thereof are incorporated in the present specification. Examples of commercially available titanium black products include titanium black 10S, 12S, 13R, 13M, 13M-C, 13RN, 13M-T (trade name: manufactured by Mitsubishi Materials Corporation), Tilac D (Tilack) D (trade name: manufactured by Mitsubishi Materials Corporation). Product name: Ako Kasei Co., Ltd.) and the like.

Further, as the pigment used in the present disclosure, a pigment having an X-ray diffraction pattern by a specific CuKα ray is preferably mentioned. Specifically, for example, the phthalocyanine pigment described in Japanese Patent No. 6561862, the diketopyrrolopyrrole pigment described in Japanese Patent No. 6413872, and the azo pigment described in Japanese Patent No. 6281345 (CI Pigment Red269). And so on.

The coloring composition according to the present disclosure may contain one kind of pigment alone or two or more kinds of pigments.
The content of the pigment is preferably 30% by mass or more, preferably 35% by mass or more, with respect to the total solid content in the coloring composition, from the viewpoints of developing residue inhibitory property, dispersion liquid stability, and adhesion. It is more preferably 40% by mass or more, and particularly preferably 45% by mass or more. Further, the upper limit is preferably 80% by mass or less.

<Polymerizable compound>
The coloring composition according to the present disclosure contains a polymerizable compound. As the polymerizable compound, a known compound that can be crosslinked by radicals, acids or heat can be used. In the present disclosure, the polymerizable compound is preferably, for example, a compound having an ethylenically unsaturated group. Examples of the ethylenically unsaturated group include a vinyl group, a (meth) allyl group, and a (meth) acryloyl group. The polymerizable compound used in the present disclosure is preferably a radically polymerizable compound.

The polymerizable compound may be in any chemical form such as a monomer, a prepolymer or an oligomer, but a monomer is preferable. The molecular weight of the polymerizable compound is preferably 100 to 3,000. The upper limit is more preferably 2,000 or less, and even more preferably 1,500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

The polymerizable compound is preferably a compound containing 3 or more ethylenically unsaturated groups, more preferably a compound containing 3 to 15 ethylenically unsaturated groups, and more preferably 3 ethylenically unsaturated groups. It is more preferable that the compound contains up to 6 compounds. Further, the polymerizable compound is preferably a trifunctional to 15-functional (meth) acrylate compound, and more preferably a trifunctional to 6-functional (meth) acrylate compound. Specific examples of the polymerizable compound include paragraphs 095 to 0108 of JP2009-288705, paragraphs 0227 of JP2013-029760, paragraphs 0254 to 0257 of JP2008-292970, and paragraphs 0254 to 0257 of JP2013-229970. Examples thereof include the compounds described in paragraphs 0034 to 0038 of Japanese Patent Application Laid-Open No. 253224, paragraphs 0477 of Japanese Patent Application Laid-Open No. 2012-208494, Japanese Patent Application Laid-Open No. 2017-048367, Japanese Patent No. 6057891 and Japanese Patent Application Laid-Open No. 6031807. The contents of are incorporated herein by reference.

As the polymerizable compound, dipentaerythritol triacrylate (commercially available KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.) and dipentaerythritol tetraacrylate (commercially available KAYARAD D-320; Nippon Kayaku Co., Ltd.) ), Dipentaerythritol penta (meth) acrylate (commercially available KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), Dipentaerythritol hexa (meth) acrylate (commercially available KAYARAD DPHA; Nippon Kayaku) NK ester A-DPH-12E manufactured by Shin-Nakamura Chemical Industry Co., Ltd., and a structure in which these (meth) acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues. Compounds (eg, SR454, SR499, commercially available from Sartmer) are preferred. As the polymerizable compound, diglycerin EO (ethylene oxide) modified (meth) acrylate (commercially available M-460; manufactured by Toa Synthetic Co., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.), NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (Toa Synthetic Co., Ltd.) ), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), Light Acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.), etc. Can also be used.

Examples of the polymerizable compound include trimethylolpropane tri (meth) acrylate, trimethylolpropane propyleneoxy-modified tri (meth) acrylate, trimethylolpropane ethyleneoxy-modified tri (meth) acrylate, and isocyanuric acid ethyleneoxy-modified tri (meth) acrylate. It is also preferable to use a trifunctional (meth) acrylate compound such as pentaerythritol tri (meth) acrylate. Commercially available trifunctional (meth) acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, and M-305. , M-303, M-452, M-450 (manufactured by Toagosei Co., Ltd.), NK ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A -TMM-3LM-N, A-TMPT, TMPT (manufactured by Shin Nakamura Chemical Industry Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.) And so on.

As the polymerizable compound, a polymerizable compound having an acid group can also be used. By using a polymerizable compound having an acid group, the colored composition in the unexposed portion can be easily removed during development, and the generation of development residue can be suppressed. Examples of the acid group include a carboxy group, a sulfo group, a phosphoric acid group and the like, and a carboxy group is preferable. Examples of commercially available products of the polymerizable compound having an acid group include Aronix M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.). The preferable acid value of the polymerizable compound having an acid group is 0.1 mgKOH / g to 40 mgKOH / g, and more preferably 5 mgKOH / g to 30 mgKOH / g. When the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the solubility in a developing solution is good, and when the acid value is 40 mgKOH / g or less, it is advantageous in production and handling.

As the polymerizable compound, a polymerizable compound having a caprolactone structure can also be used. The polymerizable compound having a caprolactone structure is commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series, and examples thereof include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.

As the polymerizable compound, a polymerizable compound having an alkyleneoxy group can also be used. As the polymerizable compound having an alkyleneoxy group, a polymerizable compound having an ethyleneoxy group and / or a propyleneoxy group is preferable, a polymerizable compound having an ethyleneoxy group is more preferable, and 3 to 3 having 4 to 20 ethyleneoxy groups. A hexafunctional (meth) acrylate compound is more preferred. Commercially available products of the polymerizable compound having an alkyleneoxy group include SR-494, which is a tetrafunctional (meth) acrylate having four ethyleneoxy groups manufactured by Sartmer, and a trifunctional (meth) having three isobutyleneoxy groups. Examples thereof include KAYARAD TPA-330, which is an acrylate.

As the polymerizable compound, a polymerizable compound having a fluorene skeleton can also be used. Examples of commercially available products of the polymerizable compound having a fluorene skeleton include Ogsol EA-0200 and EA-0300 (manufactured by Osaka Gas Chemical Co., Ltd., a (meth) acrylate monomer having a fluorene skeleton).

As the polymerizable compound, it is also preferable to use a compound that does not substantially contain an environmentally restrictive substance such as toluene. Examples of commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

Examples of the polymerizable compound include urethane acrylates described in Japanese Patent Publication No. 48-041708, Japanese Patent Application Laid-Open No. 51-037193, Japanese Patent Publication No. 02-0322293, and Japanese Patent Application Laid-Open No. 02-016765, and Japanese Patent Application Laid-Open No. 58- Urethane compounds having an ethylene oxide-based skeleton described in Japanese Patent Publication No. 049860, Japanese Patent Publication No. 56-017654, Japanese Patent Publication No. 62-039417, Japanese Patent Publication No. 62-039418, Japanese Patent Application Laid-Open No. 63-277653, Japanese Patent Application Laid-Open No. It is also preferable to use a polymerizable compound having an amino structure or a sulfide structure in the molecule described in JP-A-63-260909 and JP-A No. 01-105238. The polymerizable compounds include UA-7200 (manufactured by Shin Nakamura Chemical Industry Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, and AH-600. , T-600, AI-600, LINK-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) and the like can also be used.

When the coloring composition according to the present disclosure contains a polymerizable compound, the content of the polymerizable compound in the total solid content of the coloring composition is preferably 0.1% by mass to 50% by mass. The lower limit is more preferably 0.5% by mass or more, further preferably 1% by mass or more. The upper limit is more preferably 45% by mass or less, further preferably 40% by mass or less.

Further, the total content of the polymerizable compound and the resin in the total solid content of the coloring composition is preferably 10% by mass to 65% by mass from the viewpoint of curability, developability and film forming property. The lower limit is more preferably 15% by mass or more, further preferably 20% by mass or more, and particularly preferably 30% by mass or more. The upper limit is more preferably 60% by mass or less, further preferably 50% by mass or less, and particularly preferably 40% by mass or less. Further, it is preferable that the resin is contained in an amount of 30 parts by mass to 300 parts by mass with respect to 100 parts by mass of the polymerizable compound. The lower limit is more preferably 50 parts by mass or more, and particularly preferably 80 parts by mass or more. The upper limit is more preferably 250 parts by mass or less, and particularly preferably 200 parts by mass or less.

In the coloring composition according to the present disclosure, only one type of polymerizable compound may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Polymer initiator>
The coloring composition according to the present disclosure contains a polymerization initiator.
The polymerization initiator may be either a photopolymerization initiator or a thermal polymerization initiator, but a photopolymerization initiator is preferable from the viewpoint of imparting photosensitivity.
Further, the coloring composition according to the present disclosure is preferably a photosensitive coloring composition, and more preferably a negative type photosensitive coloring composition.
The polymerization initiator is not particularly limited and may be appropriately selected from known polymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet region to the visible light region is preferable. The photopolymerization initiator is preferably a photoradical polymerization initiator.

Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, and thio compounds. , Ketone compounds, aromatic onium salts, α-hydroxyketone compounds, α-aminoketone compounds and the like. From the viewpoint of exposure sensitivity, the photopolymerization initiator is a trihalomethyltriazine compound, a benzyldimethylketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, or a triarylimidazole. It is preferably a compound selected from the group consisting of a dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound and a 3-aryl substituted coumarin compound, preferably an oxime. A compound selected from the group consisting of a compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound is more preferable, and an oxime compound, that is, an oxime-based photopolymerization initiator is further preferable. Further, as the photopolymerization initiator, the compound described in paragraphs 0065 to 0111 of JP-A-2014-130173 and JP-A-6301489, MATERIAL STAGE 37-60p, vol. 19, No. 3, 2019 Peroxide-based Photopolymerization Initiator, International Publication No. 2018/221177, Photopolymerization Initiator, International Publication No. 2018/110179, Photopolymerization Initiator, JP-A-2019-043864. The photopolymerization initiator described in JP-A-2019-044030, the organic peroxide described in JP-A-2019-167313, and JP-A-2020-055992. Compounds are mentioned and this content is incorporated herein.

Commercially available α-hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (above, IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure27, Irgacure29. (Manufactured by the company) and the like. Commercially available α-aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (above, IGM Resins BV), Irgacure 907, Irgacure 369, Irgacure 369, Irger Made) and so on. Examples of commercially available acylphosphine compounds include Omnirad 819, Omnirad TPO (above, manufactured by IGM Resins BV), Irgacure 819, and Irgacure TPO (above, manufactured by BASF).

Examples of the oxime compound include the compound described in JP-A-2001-233842, the compound described in JP-A-2000-080068, the compound described in JP-A-2006-342166, and J. Am. C. S. The compound according to Perkin II (1979, pp. 1653-1660), J. Mol. C. S. The compound described in Perkin II (1979, pp. 156-162), the compound described in Journal of Photopolisr Science and Technology (1995, pp. 202-232), the compound described in JP-A-2000-066385, the compound described in JP-A-2000-066385. Compounds described in JP-A-2000-080068, compounds described in JP-A-2004-534977, compounds described in JP-A-2006-342166, compounds described in JP-A-2017-109766, Patent No. 6065596, the compound described in International Publication No. 2015/152153, the compound described in International Publication No. 2017/051680, the compound described in JP-A-2017-198865, the compound described in International Publication No. 2017/164127. No. 0025 to 0038, Compounds described in International Publication No. 2013/167515, Compounds described in JP-A-2019-200226, Compounds described in JP-A-2013-190459, Korean Published Patents. Examples thereof include the compounds described in Japanese Patent Publication No. 10-2016-0109444. Specific examples of the oxime compound include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, and the like. 2-acetoxyimino-1-phenylpropane-1-one, 2-benzoyloxyimino-1-phenylpropane-1-one, 3- (4-toluenesulfonyloxy) iminobutane-2-one, and 2-ethoxycarbonyloxy Examples thereof include imino-1-phenylpropane-1-one. Commercially available products include Irgacure OXE01, Irgacure OXE02, Irgacure OXE03, Irgacure OXE04 (above, manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Powerful Electronics New Materials Co., Ltd.), ADEKA PTOMER N-1919 (Co., Ltd.). Examples thereof include a photopolymerization initiator 2) manufactured by ADEKA and described in JP2012-014552A. Further, as the oxime compound, it is also preferable to use a compound having no coloring property or a compound having high transparency and difficult to discolor. Examples of commercially available products include ADEKA ARCLUS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

As the photopolymerization initiator, an oxime compound having a fluorene ring can also be used. Specific examples of the oxime compound having a fluorene ring include the compounds described in JP-A-2014-137466.

As the photopolymerization initiator, an oxime compound having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring can also be used. Specific examples of such an oxime compound include the compounds described in International Publication No. 2013/083505.

As the photopolymerization initiator, an oxime compound having a fluorine atom can also be used. Specific examples of the oxime compound having a fluorine atom are described in the compounds described in JP-A-2010-262028, compounds 24, 36-40 described in JP-A-2014-500852, and JP-A-2013-164471. Compound (C-3) and the like can be mentioned.

As the photopolymerization initiator, an oxime compound having a nitro group can be used. The oxime compound having a nitro group is also preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP2013-114249A and paragraphs 0008-0012 and 0070-0079 of JP-A-2014-137466, Patent No. Examples thereof include the compound described in paragraphs 0007 to 0025 of Japanese Patent Publication No. 4223071, ADEKA ARCLUS NCI-831 (manufactured by ADEKA Corporation).

As the photopolymerization initiator, an oxime compound having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 described in International Publication No. 2015/036910.

As the photopolymerization initiator, an oxime compound in which a substituent having a hydroxy group is bonded to the carbazole skeleton can also be used. Examples of such a photopolymerization initiator include the compounds described in International Publication No. 2019/088055.

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

The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 nm to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 nm to 480 nm. Further, the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1,000 to 300,000, and more preferably 2,000 to 300,000 from the viewpoint of sensitivity. Is more preferable, and 5,000 to 200,000 is particularly preferable. The molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure at a concentration of 0.01 g / L using ethyl acetate with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).

As the photopolymerization initiator, a bifunctional or trifunctional or higher photoradical polymerization initiator may be used. By using such a photoradical polymerization initiator, two or more radicals are generated from one molecule of the photoradical polymerization initiator, so that good sensitivity can be obtained. Further, when a compound having an asymmetric structure is used, the crystallinity is lowered, the solubility in a solvent or the like is improved, the precipitation is less likely to occur with time, and the stability of the colored composition with time can be improved. .. Specific examples of the bifunctional or trifunctional or higher functional photo-radical polymerization initiators include Japanese Patent Publication No. 2010-527339, Japanese Patent Publication No. 2011-524436, International Publication No. 2015/004565, and Japanese Patent Publication No. 2016-532675. Dimerics of oxime compounds described in paragraphs 0407 to 0412, paragraphs 0039 to 0055 of International Publication No. 2017/033680, compounds (E) and compounds (G) described in JP-A-2013-522445. , Cmpd1-7 described in International Publication No. 2016/034943, oxime esters photoinitiator described in paragraph 0007 of JP-A-2017-523465, paragraph 0020- of JP-A-2017-167399. Photoinitiator described in 0033, photopolymerization initiator (A) described in paragraphs 0017 to 0026 of JP-A-2017-151342, oxime ester photoinitiator described in Japanese Patent No. 6469669. And so on.

The content of the polymerization initiator in the total solid content of the coloring composition is preferably 0.1% by mass to 30% by mass. The lower limit is more preferably 0.5% by mass or more, and particularly preferably 1% by mass or more. The upper limit is more preferably 20% by mass or less, and particularly preferably 15% by mass or less. In the coloring composition according to the present disclosure, only one kind of polymerization initiator may be used, or two or more kinds may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Resin>
The coloring composition according to the present disclosure preferably contains a resin. The resin is blended, for example, for the purpose of dispersing particles such as pigments in a coloring composition and for the purpose of a binder (that is, a binder polymer). A resin mainly used for dispersing particles such as pigments is also referred to as a dispersant. However, such use of the resin is an example, and it can be used for purposes other than such use. Further, it is presumed that the compound represented by the above formula 1 acts as a dispersant as described above.

The weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000. The upper limit is more preferably 1,000,000 or less, and particularly preferably 500,000 or less. The lower limit is more preferably 4,000 or more, and particularly preferably 5,000 or more.

Examples of the resin include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, and polyamideimide resin. , Polyolefin resin, cyclic olefin resin, polyester resin, styrene resin and the like. One of these resins may be used alone, or two or more thereof may be mixed and used. Further, the resin described in paragraphs 0041 to 0060 of JP-A-2017-206689, the resin described in paragraphs 0022-0071 of JP-A-2018-010856, the resin described in JP-A-2017-057256, and JP-A. The resin described in JP-A-2017-032685, the resin described in JP-A-2017-075248, the resin described in JP-A-2017-066240, and the polymer described in JP-A-2010-11656 may also be used. can.

The coloring composition according to the present disclosure preferably contains a resin having an acid group as the resin. According to this aspect, the developability of the coloring composition can be improved, pixels having excellent rectangularity can be easily formed, and the amino group and the nitrogen atom of the phthalocyanine ring in the compound represented by the above formula 1 can be easily formed. By interacting with, it functions suitably as a dispersant and is more excellent in dispersibility of the pigment. Examples of the acid group include a carboxy group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group and the like, and a carboxy group is preferable. The resin having an acid group can be used, for example, as an alkali-soluble resin.

The resin having an acid group preferably contains a repeating unit having an acid group in the side chain, and more preferably contains 5 mol% to 70 mol% of the repeating units having an acid group in the side chain in all the repeating units of the resin. .. The upper limit of the content of the repeating unit having an acid group in the side chain is preferably 50 mol% or less, more preferably 30 mol% or less. The lower limit of the content of the repeating unit having an acid group in the side chain is preferably 10 mol% or more, more preferably 20 mol% or more.

The resin having an acid group consists of a group consisting of a compound represented by the following formula (ED1) and a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimers"). It is also preferred to include repeating units derived from monomer components containing at least one selected monomer.

In the formula (ED1), R ¹ and R ² each independently represent a hydrocarbon group having 1 to 25 carbon atoms which may have a hydrogen atom or a substituent.

In the formula (ED2), R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms. For the details of the formula (ED2), the description in JP-A-2010-168539 can be referred to, and the contents thereof are incorporated in the present specification.

As a specific example of the ether dimer, for example, the description in paragraph 0317 of JP2013-209760A can be referred to, and this content is incorporated in the present specification.

The resin used in the present disclosure preferably contains a repeating unit derived from the compound represented by the following formula (X).

In formula (X), R ₁ represents a hydrogen atom or a methyl group, R ₂ represents an alkylene group having 2 to 10 carbon atoms, and R ₃ represents a hydrogen atom or a benzene ring having 1 to 20 carbon atoms. Represents the alkyl group of. n represents an integer from 1 to 15.

Regarding the resin having an acid group, the description in paragraphs 0558 to 0571 of JP2012-208494A (paragraphs 0685 to 0700 of the corresponding US Patent Application Publication No. 2012/0235099), JP2012-198408A. The description of paragraphs 0076 to 0999, the description of the alkali-soluble resin in JP-A-2017-173787, and the description of the alkali-soluble resin in JP-A-2020-122052 can be referred to, and these contents are incorporated in the present specification. Further, as the resin having an acid group, a commercially available product can also be used.

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

The method for introducing the acidic functional group into the resin is not particularly limited, and examples thereof include the method described in Japanese Patent No. 6349629.
Further, as a method for introducing an acidic functional group into the resin, in a dispersant (particularly a dispersant having an ethylenically unsaturated group) or an alkali-soluble resin, an acid anhydride is added to the hydroxy group generated by the ring opening reaction of the epoxy group. There is also a method of introducing an acid group by reacting with.

In the present disclosure, it is preferable to use a resin having a basic group as the resin. According to this aspect, the developability of the coloring composition can be improved, and it is easy to form pixels having excellent rectangularity. Examples of the basic group include an amino group and a heteroaryl group having a nitrogen atom, and an amino group is preferable, and a tertiary amino group is more preferable. A resin having a basic group can be used, for example, as an alkali-soluble resin.

The amine value of the resin having an amino group as a basic group is preferably 30 mgKOH / g to 200 mgKOH / g. The lower limit is more preferably 40 mgKOH / g or more, and particularly preferably 50 mgKOH / g or more. The upper limit is more preferably 250 mgKOH / g or less, further preferably 200 mgKOH / g or less, and particularly preferably 150 mgKOH / g or less. The weight average molecular weight (Mw) of the resin having an amino group is preferably 5,000 to 100,000. The number average molecular weight (Mn) of the resin having an amino group is preferably 1,000 to 20,000.

The coloring composition according to the present disclosure may also contain a resin as a dispersant. Examples of the dispersant include an acidic dispersant (acidic resin) and a basic dispersant (basic resin). Here, the acidic dispersant (acidic resin) represents a resin in which the amount of acid groups is larger than the amount of basic groups. The acid dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol% or more when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%, and is substantially acid. A resin consisting only of a group is more preferable. The acid group of the acidic dispersant (acidic resin) is preferably a carboxy group. The acid value of the acidic dispersant (acidic resin) is preferably 40 mgKOH / g to 105 mgKOH / g, more preferably 50 mgKOH / g to 105 mgKOH / g, and even more preferably 60 mgKOH / g to 105 mgKOH / g. Further, the basic dispersant (basic resin) represents a resin in which the amount of basic groups is larger than the amount of acid groups. The basic dispersant (basic resin) is preferably a resin in which the amount of basic groups exceeds 50 mol% when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%. The basic group of the basic dispersant is preferably an amino group.

The resin used as a dispersant preferably contains a repeating unit having an acid group. Since the resin used as the dispersant contains a repeating unit having an acid group, it is possible to further suppress the generation of development residue when forming a pattern by a photolithography method.

It is also preferable that the resin used as the dispersant is a graft resin. For details of the graft resin, the description in paragraphs 0025 to 0094 of JP2012-255128A can be referred to, and the contents thereof are incorporated in the present specification.

It is also preferable that the resin used as the dispersant is a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain. The polyimine-based dispersant has a main chain having a partial structure having a functional group of pKa14 or less and a side chain having 40 to 10,000 atoms, and basic nitrogen is contained in at least one of the main chain and the side chain. A resin having an atom is preferable. The basic nitrogen atom is not particularly limited as long as it is a nitrogen atom exhibiting basicity. Regarding the polyimine-based dispersant, the description in paragraphs 0102 to 0166 of JP2012-255128A can be referred to, and the content thereof is incorporated in the present specification.

It is also preferable that the resin used as the dispersant is a resin having a structure in which a plurality of polymer chains are bonded to the core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of the dendrimer include the polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP2013-043962.

Further, the resin having an acid group (alkali-soluble resin) described above can also be used as a dispersant.

Further, the resin used as the dispersant is preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in the side chain. The content of the repeating unit having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol% or more, more preferably 10 mol% to 80 mol%, and 20 mol% in all the repeating units of the resin. It is more preferably mol% to 70 mol%.

Further, as the dispersant, a resin having an aromatic carboxy group (hereinafter, “resin B”) is preferably mentioned.
In the resin B, the aromatic carboxy group may be contained in the main chain of the repeating unit or may be contained in the side chain of the repeating unit. The aromatic carboxy group is preferably contained in the backbone of the repeating unit because of its excellent developability and color loss. Details are unknown, but it is speculated that the presence of aromatic carboxy groups near the backbone will further improve these properties. In addition, in this specification, an aromatic carboxyl group is a group having a structure in which one or more carboxyl groups are bonded to an aromatic ring. Among the aromatic carboxy groups, the number of carboxy groups bonded to the aromatic ring is preferably 1 to 4, and more preferably 1 to 2.

The resin B used in the present disclosure is preferably a resin containing at least one repeating unit selected from the repeating unit represented by the formula (b-1) and the repeating unit represented by the formula (b-10). ..

In formula (b-1), Ar ¹ represents a group containing an aromatic carboxyl group, L ¹ represents -COO- or -CONH-, and L ² represents a divalent linking group.
In formula (b-10), Ar ¹⁰ represents a group containing an aromatic carboxyl group, L ¹¹ represents -COO- or -CONH-, L ¹² represents a trivalent linking group, and P ¹⁰ represents a polymer. Represents a chain.

First, the equation (b-1) will be described. Examples of the group containing an aromatic carboxy group represented by Ar ¹ in the formula (b-1) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like. Examples of the aromatic tricarboxylic acid anhydride and the aromatic tetracarboxylic acid anhydride include compounds having the following structures.

In the above formula, Q ¹ is represented by a single bond, -O-, -CO-, -COOCH ₂ CH ₂ OCO-, -SO _2- , -C (CF ₃ ) _2- , and the following formula (Q-1). Represents a group to be used or a group represented by the following formula (Q-2).

Specific examples of the aromatic tricarboxylic acid anhydride include benzenetricarboxylic acid anhydride (1,2,3-benzenetricarboxylic acid anhydride, trimellitic acid anhydride [1,2,4-benzenetricarboxylic acid anhydride], etc.). , Naphthalenetricarboxylic acid anhydride (1,2,4-naphthalentricarboxylic acid anhydride, 1,4,5-naphthalentricarboxylic acid anhydride, 2,3,6-naphthalentricarboxylic acid anhydride, 1,2,8-naphthalene Tricarboxylic acid anhydride, etc.), 3,4,4'-benzophenone tricarboxylic acid anhydride, 3,4,4'-biphenyl ether tricarboxylic acid anhydride, 3,4,4'-biphenyl tricarboxylic acid anhydride, 2,3 , 2'-biphenyltricarboxylic acid anhydride, 3,4,4'-biphenylmethanetricarboxylic acid anhydride, or 3,4,4'-biphenylsulfonatetricarboxylic acid anhydride. Specific examples of aromatic tetracarboxylic acid anhydrides include pyromellitic dianhydride, ethylene glycol dianhydride trimellitic acid ester, propylene glycol dianhydride trimellitic acid ester, butylene glycol dianhydride trimellitic acid ester, 3,3. ', 4,4'-benzophenone tetracarboxylic acid dianhydride, 3,3', 4,4'-biphenylsulfone tetracarboxylic acid dianhydride, 1,4,5,8-naphthalenetetracarboxylic acid dianhydride, 2,3,6,7-naphthalenetetracarboxylic acid dianhydride, 3,3', 4,4'-biphenyl ether tetracarboxylic acid dianhydride, 3,3', 4,4'-dimethyldiphenylsilane tetracarboxylic Acid dianhydride, 3,3', 4,4'-tetraphenylsilane tetracarboxylic acid dianhydride, 1,2,3,4-frantetracarboxylic acid dianhydride, 4,4'-bis (3, 4-Dicarboxyphenoxy) diphenylsulfide dianhydride, 4,4'-bis (3,4-dicarboxyphenoxy) diphenylsulfone dianhydride, 4,4'-bis (3,4-dicarboxyphenoxy) diphenylpropane Dianhydride, 3,3', 4,4'-perfluoroisopropyridendiphthalic acid dianhydride, 3,3', 4,4'-biphenyltetracarboxylic acid dianhydride, bis (phthalic acid) phenylphosphine Oxide dianhydride, p-phenylene-bis (triphenylphthalic acid) dianhydride, m-phenylene-bis (triphenylphthalic acid) dianhydride, bis (triphenylphthalic acid) -4,4'-diphenyl ether dianhydride Anhydride, bis (triphenylphthalic acid) -4,4'-diphenylmethane dianhydride, 9,9-bis (3,4-dicarboxyphenyl) fluorene hydride, 9,9-bis [4- (3) , 4-Dicarboxyphenoxy) phenyl] fluoren dianhydride, 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinate dianhydride, or 3,4-dicarboxy-1, Examples thereof include 2,3,4-tetrahydro-6-methyl-1-naphthalene succinic hydride and the like.

Specific examples of the group containing an aromatic carboxyl group represented by Ar ¹ include a group represented by the formula (Ar-1), a group represented by the formula (Ar-2), and a group represented by the formula (Ar-3). Examples include the group.

In the formula (Ar-1), n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.
In the formula (Ar-2), n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.
In the formula (Ar-3), n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and preferably 1. More preferred. However, at least one of n3 and n4 is an integer of 1 or more.
In the formula (Ac-3), Q ¹ is a single bond, -O-, -CO-, -COOCH ₂ CH ₂ OCO-, -SO _2- , -C (CF ₃ ) _2- , the above formula (Q-). It represents a group represented by 1) or a group represented by the above formula (Q-2).

In the formula (b-1), L ¹ represents -COO- or -CONH-, and preferably -COO-.

The divalent linking group represented by L ² in the formula (b-1) includes an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and these. A group that combines two or more of the above can be mentioned. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and even more preferably 1 to 15 carbon atoms. The alkylene group may be linear, branched, or cyclic. The arylene group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 10 carbon atoms. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxy group and the like. The divalent linking group represented by L ² is preferably a group represented by —OL ^2a —O—. L ^2a is an alkylene group; an arylene group; a group in which an alkylene group and an arylene group are combined; at least one selected from an alkylene group and an arylene group, and —O—, —CO—, —COO—, —OCO—, Examples thereof include a group in combination with at least one selected from the group consisting of -NH- and -S-. The alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and even more preferably 1 to 15 carbon atoms. The alkylene group may be linear, branched or cyclic. The alkylene group and the arylene group may have a substituent. Examples of the substituent include a hydroxy group and the like.

Next, the equation (b-10) will be described. The group containing the aromatic carboxy group represented by Ar ¹⁰ in the formula (b-10) has the same meaning as Ar ¹ in the formula (b-1), and the preferred range is also the same.

In the formula (b-10), L ¹¹ represents -COO- or -CONH-, and preferably -COO-.

The trivalent linking group represented by L ¹² in the formula (b-10) includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and two of these. A group that combines species or more can be mentioned. Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The number of carbon atoms of the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15. The aliphatic hydrocarbon group may be linear, branched or cyclic. The number of carbon atoms of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10. The hydrocarbon group may have a substituent. Examples of the substituent include a hydroxy group and the like. The trivalent linking group represented by L ¹² is preferably a group represented by the following formula (L12-1), and more preferably a group represented by the formula (L12-2).

L ^12a and L ^12b each independently represent a trivalent linking group, X ¹ represents S, * 1 represents the bonding position with L 11 in the formula (b-10), and * 2 represents the bonding position with L ¹¹ in the formula (b-10). ^-10 ) represents the bonding position with P10.

The trivalent linking group represented by L ^12a and L ^12b is a group consisting of a hydrocarbon group; a hydrocarbon group and -O-, -CO-, -COO-, -OCO-, -NH- and -S-. A group that is a combination of at least one selected from the above can be mentioned.

In formula (b-10), P ¹⁰ represents a polymer chain. The polymer chain represented by P ¹⁰ preferably has at least one repeating unit selected from poly (meth) acrylic repeating units, polyether repeating units, polyester repeating units and polyol repeating units. The weight average molecular weight of the polymer chain P ¹⁰ is preferably 500 to 20,000. The lower limit is more preferably 500 or more, and particularly preferably 1,000 or more. The upper limit is more preferably 10,000 or less, further preferably 5,000 or less, and particularly preferably 3,000 or less. When the weight average molecular weight of P ¹⁰ is in the above range, the dispersibility of the pigment in the composition is good. When the resin B is a resin having a repeating unit represented by the formula (b-10), the resin B is preferably used as a dispersant.

In the formula (b-10), the polymer chain represented by P ¹⁰ is preferably a polymer chain containing a repeating unit represented by the following formulas (P-1) to (P-5), and is preferably a polymer chain. It is more preferable that the polymer chain contains the repeating unit represented by 5).

In the above formula, ^RP1 and ^RP2 each represent an alkylene group. As the alkylene group represented by ^RP1 and ^RP2 , a linear or branched alkylene group having 1 to 20 carbon atoms is preferable, and a linear or branched alkylene group having 2 to 16 carbon atoms is more preferable. , A linear or branched alkylene group having 3 to 12 carbon atoms is more preferable.
In the above formula, ^RP3 represents a hydrogen atom or a methyl group.
In the above formula, ^LP1 represents a single bond or an arylene group, and ^LP2 represents a single bond or a divalent linking group. L ^P1 is preferably a single bond. The divalent linking group represented by L ^P2 includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, and -SO-. Examples thereof include -SO _2- , -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and a group composed of a combination of two or more of these.
^RP4 represents a hydrogen atom or a substituent. Substituents include hydroxy group, carboxy group, alkyl group, aryl group, heteroaryl group, alkoxy group, aryloxy group, heteroaryloxy group, alkylthioether group, arylthioether group, heteroarylthioether group and (meth) acryloyl. Examples thereof include a group, an oxetanyl group, a blocked isocyanate group and the like. The blocked isocyanate group in the present disclosure is a group capable of generating an isocyanate group by heat, and for example, a group in which a blocking agent and an isocyanate group are reacted to protect the isocyanate group can be preferably exemplified. Examples of the blocking agent include oxime compounds, lactam compounds, phenol compounds, alcohol compounds, amine compounds, active methylene compounds, pyrazole compounds, mercaptan compounds, imidazole compounds, imide compounds and the like. Examples of the blocking agent include the compounds described in paragraphs 0115 to 0117 of JP-A-2017-06793, the contents of which are incorporated herein by reference. Further, the blocked isocyanate group is preferably a group capable of generating an isocyanate group by heat of 90 ° C to 260 ° C.

The polymer chain represented by P ¹⁰ has at least one group (hereinafter, also referred to as “functional group A”) selected from the group consisting of a (meth) acryloyl group, an oxetanyl group, a blocked isocyanate group and a t-butyl group. Is preferable. It is more preferable that the functional group A is at least one selected from the group consisting of a (meth) acryloyl group, an oxetanyl group and a blocked isocyanate group. When the polymer chain contains a functional group A, it is easy to form a film having excellent solvent resistance. In particular, the above effect is remarkable when at least one group selected from a (meth) acryloyl group, an oxetanyl group and a blocked isocyanate group is contained. When the functional group A has a t-butyl group, it is preferable to include a compound having an epoxy group or an oxetanyl group in the composition. When the functional group A has a blocked isocyanate group, it is preferable to include a compound having a hydroxy group in the composition.

Further, the polymer chain represented by P ¹⁰ is more preferably a polymer chain having a repeating unit containing the functional group A in the side chain. Further, the proportion of the repeating unit containing the functional group A in the side chain in all the repeating units constituting P ¹⁰ is preferably 5% by mass or more, more preferably 10% by mass or more, and 20 It is more preferably mass% or more. The upper limit can be 100% by mass, preferably 90% by mass or less, and more preferably 60% by mass or less.

It is also preferable that the polymer chain represented by P ¹⁰ has a repeating unit containing an acid group. Examples of the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group. According to this aspect, the dispersibility of the pigment in the composition can be further improved. Furthermore, the developability can be further improved. The ratio of the repeating unit containing an acid group is preferably 1% by mass to 30% by mass, more preferably 2% by mass to 20% by mass, and further preferably 3% by mass to 10% by mass. ..

Resin B can be produced by reacting at least one acid anhydride selected from the group consisting of aromatic tetracarboxylic acid anhydride and aromatic tricarboxylic acid anhydride with a hydroxy group-containing compound. Examples of the aromatic tetracarboxylic acid anhydride and the aromatic tricarboxylic acid anhydride include those described above. The hydroxy group-containing compound is not particularly limited as long as it has a hydroxy group in the molecule, but is preferably a polyol having two or more hydroxy groups in the molecule. Further, as the hydroxy group-containing compound, it is also preferable to use a compound having two hydroxy groups and one thiol group in the molecule. Compounds having two hydroxy groups and one thiol group in the molecule include, for example, 1-mercapto-1,1-methanediol, 1-mercapto-1,1-ethanediol, 3-mercapto-1,2-. Propanediol (thioglycerin), 2-mercapto-1,2-propanediol, 2-mercapto-2-methyl-1,3-propanediol, 2-mercapto-2-ethyl-1,3-propanediol, 1- Examples thereof include mercapto-2,2-propanediol, 2-mercaptoethyl-2-methyl-1,3-propanediol, 2-mercaptoethyl-2-ethyl-1,3-propanediol and the like. Examples of other hydroxy group-containing compounds include the compounds described in paragraphs 0083 to 095 of JP-A-2018-101039, the contents of which are incorporated in the present specification.

The molar ratio (acid anhydride group / hydroxy group) of the acid anhydride group in the acid anhydride and the hydroxy group in the hydroxy group-containing compound is preferably 0.5 to 1.5.

Further, the resin containing the repeating unit represented by the above-mentioned formula (b-10) can be synthesized by the methods shown in the following synthesis methods (1) and (2).

[Synthesis method (1)]
A polymerizable monomer having an ethylenically unsaturated group is radically polymerized in the presence of a hydroxy group-containing thiol compound (preferably a compound having two hydroxy groups and one thiol group in the molecule) to form 2 in one terminal region. A vinyl polymer having two hydroxy groups was synthesized, and the synthesized vinyl polymer was combined with one or more aromatic acid anhydrides selected from the group consisting of aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides. A method of reacting and producing.

[Synthesis method (2)]
One or more aromatics selected from the group consisting of hydroxy group-containing compounds (preferably compounds having two hydroxy groups and one thiol group in the molecule) and aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides. A method for producing a polymerizable monomer having an ethylenically unsaturated group by radical polymerization in the presence of the obtained reactant after reacting with an acid anhydride. In the synthesis method (2), a polymerizable monomer having a hydroxy group may be radically polymerized, and then a compound having an isocyanate group (for example, a compound having an isocyanate group and the above-mentioned functional group A) may be reacted. .. This allows the functional group A to be introduced into the polymer chain ^P10 .

Further, the resin B can also be synthesized according to the method described in paragraphs 0120 to 0138 of JP-A-2018-101039.

The weight average molecular weight of the resin B is preferably 2,000 to 35,000. The upper limit is more preferably 25,000 or less, further preferably 20,000 or less, and particularly preferably 15,000 or less. The lower limit is more preferably 4,000 or more, further preferably 6,000 or more, and particularly preferably 7,000 or more. When the weight average molecular weight of the resin B is in the above range, the effect in the present disclosure can be obtained more remarkably. In addition, the storage stability of the coloring composition can be improved.

Dispersants are also available as commercial products, and specific examples thereof include DISPERBYK series manufactured by BYK Chemie (for example, DISPERBYK-111, 161 etc.) and Solsparse series manufactured by Japan Lubrizol Co., Ltd. (for example, DISPERBYK-111, 161 etc.). For example, Solsparse 76500) and the like. Further, the pigment dispersants described in paragraphs 0041 to 0130 of JP2014-130338A can also be used, and the contents thereof are incorporated in the present specification. The resin described as the dispersant can also be used for purposes other than the dispersant. For example, it can also be used as a binder.
Further, the dispersant described in International Publication No. 2016/10403 can also be used. Further, the resin described in International Publication No. 2019/125940 can also be used. Further, the block copolymer described in JP-A-2020-06667 can also be used. Further, the block copolymer described in JP-A-2020-066688 can also be used.

In the coloring composition according to the present disclosure, only one kind of resin may be used, or two or more kinds of resins may be used in combination. When two or more types are used in combination, the total amount thereof is preferably in the following range.
The content of the resin is preferably 5% by mass to 40% by mass, preferably 10% by mass, based on the total solid content of the coloring composition from the viewpoint of suppressing development residue, stability of dispersion liquid, and adhesion. It is more preferably% to 30% by mass, and particularly preferably 10% by mass to 25% by mass.
Further, the content of the resin used as the dispersant is preferably smaller than the content of the compound represented by the above formula 1.

<Pigment derivative>
The coloring composition according to the present disclosure may contain a pigment derivative (hereinafter, also simply referred to as “pigment derivative” or “derivative”) other than the compound represented by the formula 1.
Examples of the pigment derivative include compounds having a structure in which a part of the chromophore is replaced with an acid group or a basic group. The chromogens constituting the pigment derivative include quinoline skeleton, benzoimidazolone skeleton, diketopyrrolopyrrole skeleton, azo skeleton, phthalocyanine skeleton, anthracinone skeleton, quinacridone skeleton, dioxazine skeleton, perinone skeleton, perylene skeleton, thioindigo skeleton, and iso. Indoline skeleton, isoindolinone skeleton, quinophthalone skeleton, slene skeleton, metal complex skeleton, etc. Preferably, the azo skeleton and the benzoimidazolone skeleton are more preferable. Examples of the acid group include a sulfo group, a carboxy group, a phosphoric acid group and salts thereof. The atoms or atomic groups that make up the salt include alkali metal ions (Li ⁺ , Na ⁺ , K ⁺ , etc.), alkaline earth metal ions (Ca ²⁺ , Mg ²⁺ , etc.), ammonium ions, imidazolium ions, and pyridiniums. Ions, phosphonium ions and the like can be mentioned. Examples of the basic group include an amino group, a pyridinyl group and a salt thereof, a salt of an ammonium group, and a phthalimidemethyl group. Examples of the atom or atomic group constituting the salt include hydroxide ion, halogen ion, carboxylate ion, sulfonic acid ion, and phenoxide ion.

As the pigment derivative, a pigment derivative having excellent visible transparency (hereinafter, also referred to as a transparent pigment derivative) can be used. The maximum molar extinction coefficient (εmax) of the transparent pigment derivative in the wavelength region of 400 nm to 700 nm is preferably 3,000 L · mol ^-1 · cm ^-1 or less, and 1,000 L · mol ^-1 · cm ^-1 . It is more preferably 100 L · mol ^-1 · cm ^-1 or less, and further preferably 100 L · mol -1 · cm -1 or less. The lower limit of εmax is, for example, 1 L · mol ^-1 · cm ^-1 or more, and may be 10 L · mol ^-1 · cm ^-1 or more.

Specific examples of the pigment derivative include Japanese Patent Application Laid-Open No. 56-118462, Japanese Patent Application Laid-Open No. 63-264674, Japanese Patent Application Laid-Open No. 01-217077, Japanese Patent Application Laid-Open No. 03-009961, and Japanese Patent Application Laid-Open No. 03-026767. Japanese Patent Application Laid-Open No. 03-153780, Japanese Patent Application Laid-Open No. 03-405662, Japanese Patent Application Laid-Open No. 04-285646, Japanese Patent Application Laid-Open No. 06-145546, Japanese Patent Application Laid-Open No. 06-212088, Japanese Patent Application Laid-Open No. 06-240158, Japanese Patent Application Laid-Open No. 10-030063, JP-A-10-195326, International Publication No. 2011/024896, Paragraphs 0083-0098, International Publication No. 2012/102399, Paragraphs 0063-0094, International Publication No. 2017/038252, Paragraph 882 , Paragraph 0171 of JP-A-2015-151530, Paragraphs 0162 to 0183 of JP-A-2011-52065, JP-A-2003-081972, Japanese Patent No. 5299151, JP-A-2015-172732, JP-A-2014. Examples thereof include the compounds described in JP-A-1999308, JP-A-2014-085562, JP-A-2014-035351, JP-A-2008-081565, and JP-A-2019-109512.

The coloring composition according to the present disclosure may contain one kind of pigment derivative other than the compound represented by the formula 1 alone, or may contain two or more kinds.
The content of the pigment derivative other than the compound represented by the formula 1 is preferably 1 part by mass to 30 parts by mass, and more preferably 3 parts by mass to 20 parts by mass with respect to 100 parts by mass of the pigment. As the pigment derivative other than the compound represented by the formula 1, only one kind may be used, or two or more kinds may be used in combination. When two or more types are used, it is preferable that the total amount thereof is within the above range.
Further, in the coloring composition according to the present disclosure, the content of the pigment derivative other than the compound represented by the formula 1 is preferably smaller than the content of the compound represented by the formula 1.

<Compound having a cyclic ether group>
The coloring composition according to the present disclosure can contain a compound having a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The compound having a cyclic ether group is preferably a compound having an epoxy group. Examples of the compound having an epoxy group include a compound having one or more epoxy groups in one molecule, and a compound having two or more epoxy groups is preferable. It is preferable to have 1 to 100 epoxy groups in one molecule. The upper limit of the epoxy group may be, for example, 10 or less, or 5 or less. The lower limit of the epoxy group is preferably two or more. Examples of the compound having an epoxy group are described in paragraphs 0034 to 0036 of JP2013-011869A, paragraphs 0147 to 0156 of JP-A-2014-0435556, and paragraphs 0083 to 0092 of JP-A-2014-089408. Compounds, compounds described in JP-A-2017-179172 can also be used. These contents are incorporated herein.

The compound having an epoxy group may be a low molecular weight compound (for example, a molecular weight of less than 2,000, further, a molecular weight of less than 1,000), or a polymer compound (for example, a polymer having a molecular weight of 1,000 or more and a polymer). Has a weight average molecular weight of 1,000 or more). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the weight average molecular weight is more preferably 10,000 or less, particularly preferably 5,000 or less, and most preferably 3,000 or less.

As the compound having an epoxy group, an epoxy resin can be preferably used. Examples of the epoxy resin include an epoxy resin which is a glycidyl etherified product of a phenol compound, an epoxy resin which is a glycidyl etherified product of various novolak resins, an alicyclic epoxy resin, an aliphatic epoxy resin, a heterocyclic epoxy resin, and a glycidyl ester type. Epoxy resin, glycidylamine-based epoxy resin, glycidylated epoxy resin of halogenated phenols, condensate of silicon compound having an epoxy group and other silicon compounds, polymerizable unsaturated compound having an epoxy group and other Examples thereof include a copolymer with another polymerizable unsaturated compound. The epoxy equivalent of the epoxy resin is preferably 310 g / eq to 3,300 g / eq, more preferably 310 g / eq to 1,700 g / eq, and more preferably 310 g / eq to 1,000 g / eq. Is more preferable.

Commercially available products of compounds having a cyclic ether group include, for example, EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G. -0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, G-01758 (all manufactured by NOF CORPORATION, epoxy group-containing polymer) and the like can be mentioned.

When the coloring composition according to the present disclosure contains a compound having a cyclic ether group, the content of the compound having a cyclic ether group in the total solid content of the coloring composition is 0.1% by mass to 20% by mass. Is preferable. The lower limit is more preferably 0.5% by mass or more, and particularly preferably 1% by mass or more. The upper limit is more preferably 15% by mass or less, and particularly preferably 10% by mass or less. In the coloring composition according to the present disclosure, only one compound having a cyclic ether group may be used, or two or more compounds may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Silane coupling agent>
The coloring composition according to the present disclosure may contain a silane coupling agent. According to this aspect, the adhesion of the obtained membrane to the support can be further improved. In the present disclosure, the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups. Further, the hydrolyzable group refers to a substituent that is directly linked to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group and the like, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of the functional group other than the hydrolyzable group include a vinyl group, a (meth) allyl group, a (meth) acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group and an isocyanate group. , A phenyl group and the like, preferably an amino group, a (meth) acryloyl group and an epoxy group. Specific examples of the silane coupling agent include N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N-β-aminoethyl-γ-amino. Propyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N-β-minoethyl-γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-602), γ -Aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), γ-aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-903), 3-methacryloxypropyl Methyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-502), 3-methacryloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-503) and the like. Specific examples of the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP2009-242604A. The contents of are incorporated herein by reference.

When the coloring composition according to the present disclosure contains a silane coupling agent, the content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.1% by mass to 5% by mass. The upper limit is more preferably 3% by mass or less, and particularly preferably 2% by mass or less. The lower limit is more preferably 0.5% by mass or more, and particularly preferably 1% by mass or more. In the coloring composition according to the present disclosure, only one kind of silane coupling agent may be used, or two or more kinds may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Solvent>
The coloring composition according to the present disclosure preferably contains a solvent.
As the solvent, an organic solvent is preferably mentioned.
Examples of the organic solvent include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, hydrocarbon-based solvents and the like. For these details, paragraph 0223 of International Publication No. 2015/166779 can be referred to, the contents of which are incorporated herein by reference. Further, an ester solvent substituted with a cyclic alkyl group and a ketone solvent substituted with a cyclic alkyl group can also be preferably used. Specific examples of the organic solvent include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2 -Heptanone, cyclohexanone, cyclohexyl acetate, cyclopentanone, ethylcarbitol acetate, butylcarbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N, N-dimethylpropanamide, 3-butoxy-N , N-dimethylpropaneamide and the like. However, aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as organic solvents may need to be reduced for environmental reasons (for example, 50 parts by mass (parts) with respect to the total amount of organic solvent. Per millision) or less, 10 mass ppm or less, or 1 mass ppm or less).

In the present disclosure, it is preferable to use an organic solvent having a low metal content, and the metal content of the organic solvent is preferably, for example, 10 mass ppb (parts per billion) or less. If necessary, an organic solvent at the mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by, for example, Toyo Synthetic Co., Ltd. (The Chemical Daily, November 13, 2015).

Examples of the method for removing impurities such as metals from the organic solvent include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter. The filter pore diameter of the filter used for filtration is preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene or nylon.

The organic solvent may contain isomers (compounds having the same number of atoms but different structures). Further, only one kind of isomer may be contained, or a plurality of kinds may be contained.

In the present disclosure, the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of peroxide.

The content of the organic solvent in the coloring composition is preferably 10% by mass to 95% by mass, more preferably 20% by mass to 90% by mass, and preferably 30% by mass to 90% by mass. More preferred.

Further, it is preferable that the coloring composition according to the present disclosure does not substantially contain an environmentally regulated substance from the viewpoint of environmental regulations. In the present disclosure, substantially free of the environmentally regulated substance means that the content of the environmentally regulated substance in the coloring composition is 50 mass ppm or less, and is preferably 30 mass ppm or less. It is more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less. Examples of the environmentally regulated substance include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These are REACH (Registration Assessment and Restriction of Chemicals) rules, PRTR (Pollutant Release and Transfer Register) method, VOC (Volatile and Transfer Registor) method, VOC (Volatile Organic Compounds), and VOC (Volatile Organic Compounds). The method is strictly regulated. These compounds may be used as a solvent in producing each component used in the coloring composition according to the present disclosure, and may be mixed in the coloring composition as a residual solvent. From the viewpoint of human safety and consideration for the environment, it is preferable to reduce these substances as much as possible. As a method for reducing the environmentally regulated substance, there is a method of heating or depressurizing the inside of the system to raise the boiling point of the environmentally regulated substance or higher and distilling off the environmentally regulated substance from the system to reduce the amount. Further, when distilling off a small amount of an environmentally regulated substance, it is also useful to azeotrope with a solvent having a boiling point equivalent to that of the solvent in order to improve efficiency. When a compound having radical polymerization property is contained, a polymerization inhibitor or the like is added and distilled under reduced pressure in order to prevent the radical polymerization reaction from proceeding and cross-linking between molecules during distillation under reduced pressure. You may. These distillation methods include a raw material stage, a product obtained by reacting the raw materials (for example, a resin solution after polymerization or a polyfunctional monomer solution), or a colored composition stage prepared by mixing these compounds. It is possible at any stage of.

From the viewpoint of environmental regulation, the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be restricted. In the coloring composition according to the present disclosure, when the content of the above-mentioned compound is reduced, the perfluoroalkyl sulfonic acid (particularly the perfluoroalkyl sulfonic acid having 6 to 8 carbon atoms in the perfluoroalkyl group), a salt thereof, and a salt thereof, and The content of the perfluoroalkylcarboxylic acid (particularly the perfluoroalkylcarboxylic acid having 6 to 8 carbon atoms in the perfluoroalkyl group) and its salt is 0.01 ppb to 1, with respect to the total solid content of the coloring composition. It is preferably in the range of 000 ppb, more preferably in the range of 0.05 ppb to 500 ppb, and even more preferably in the range of 0.1 ppb to 300 ppb. The coloring composition according to the present disclosure may be substantially free of perfluoroalkylsulfonic acid and salts thereof, as well as perfluoroalkylcarboxylic acid and salts thereof. For example, by using a compound that can substitute for perfluoroalkylsulfonic acid and its salt, and a compound that can substitute for perfluoroalkylcarboxylic acid and its salt, perfluoroalkylsulfonic acid and its salt, and perfluoroalkylcarboxylic acid can be used. And a coloring composition that is substantially free of salts thereof may be selected. Examples of compounds that can substitute for the regulated compound include compounds excluded from the regulation due to the difference in the number of carbon atoms of the perfluoroalkyl group. However, the above-mentioned contents do not prevent the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt. The coloring composition according to the present disclosure may contain a perfluoroalkyl sulfonic acid and a salt thereof, and a perfluoroalkyl carboxylic acid and a salt thereof within the maximum allowable range.

<Polymerization inhibitor>
The coloring composition according to the present disclosure may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), and the like. Examples thereof include 2,2'-methylenebis (4-methyl-6-t-butylphenol) and N-nitrosophenylhydroxyamine salts (ammonium salt, first cerium salt, etc.). Of these, p-methoxyphenol is preferable. The content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001% by mass to 5% by mass.

<Surfactant>
The coloring composition according to the present disclosure may contain a surfactant. As the surfactant, various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicone-based surfactant can be used. As for the surfactant, the surfactant described in paragraphs 0238 to 0245 of International Publication No. 2015/166779 is mentioned, and the content thereof is incorporated in the present specification.

In the present disclosure, the surfactant is preferably a fluorine-based surfactant. By containing a fluorine-based surfactant in the coloring composition, the liquid characteristics (particularly, fluidity) can be further improved, and the liquid saving property can be further improved. It is also possible to form a film having a small thickness unevenness.

The fluorine content in the fluorine-based surfactant is preferably 3% by mass to 40% by mass, more preferably 5% by mass to 30% by mass, and particularly preferably 7% by mass to 25% by mass. A fluorine-based surfactant having a fluorine content within this range is effective in terms of uniformity of the thickness of the coating film and liquid saving, and has good solubility in the coloring composition.

Examples of the fluorine-based surfactant include the surfactants described in paragraphs 0060 to 0064 of JP-A-2014-014318 (corresponding paragraphs 0060-0064 of International Publication No. 2014/017669) and the like, JP-A-2011-132503. The surfactants described in paragraphs 0117 to 0132 of the publication are mentioned and their contents are incorporated herein by reference. Commercially available products of fluorine-based surfactants include, for example, Megafax F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144. , F-437, F-475, F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-560. , F-561, F-565, F-563, F-568, F-575, F-780, EXP, MFS-330, R-41, R-41-LM, R-01, R-40, R -40-LM, R-43, RS-43, TF-1956, RS-90, R-94, RS-72-K, DS-21 (all manufactured by DIC Co., Ltd.), Fluorard FC430, FC431, FC171 (The above is manufactured by Sumitomo 3M Co., Ltd.), Surfron S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, KH- 40 (above, manufactured by AGC Co., Ltd.), PolyFox PF636, PF656, PF6320, PF6520, PF7002 (above, manufactured by OMNOVA), Fluorent 710FM, 610FM, 601AD, 601ADH2, 602A, 215M, 245F (above, Co., Ltd.) NEOS Made) and the like.

Further, the fluorine-based surfactant has a molecular structure having a functional group containing a fluorine atom, and an acrylic compound in which a portion of the functional group containing a fluorine atom is cut off and the fluorine atom volatilizes when heat is applied. Can be suitably used. Examples of such a fluorine-based surfactant include the Megafuck DS series manufactured by DIC Corporation (The Chemical Daily (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)), for example, Megafuck. DS-21 can be mentioned.

Further, as the fluorine-based surfactant, it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound. For such a fluorine-based surfactant, the description in JP-A-2016-216602 can be referred to, and the content thereof is incorporated in the present specification.

A block polymer can also be used as the fluorine-based surfactant. For example, the compounds described in JP-A-2011-089090 can be mentioned. The fluorine-based surfactant has a repeating unit derived from a (meth) acrylate compound having a fluorine atom and 2 or more (preferably 5 or more) alkyleneoxy groups (preferably ethyleneoxy groups and propyleneoxy groups) (meth). A fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used. Further, the fluorine-containing surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as the fluorine-based surfactants used in the present disclosure.

The weight average molecular weight of the above compound is preferably 3,000 to 50,000, for example, 14,000. Among the above compounds,% indicating the ratio of the repeating unit is mol%.

Further, as the fluorine-based surfactant, a fluorine-containing polymer having an ethylenically unsaturated bond group in the side chain can also be used. Specific examples include the compounds described in paragraphs 0050 to 0090 and paragraphs 0289 to 0295 of JP2010-164965, for example, Megafuck RS-101, RS-102, RS-718K, RS manufactured by DIC Corporation. -72-K and the like can be mentioned. Further, as the fluorine-based surfactant, the compounds described in paragraphs 0015 to 0158 of JP-A-2015-117327 can also be used. Further, a fluorine atom-containing acrylic resin having an adamantane skeleton and an ethylenic double bond described in JP-A-2020-008634 can also be used.
It is also preferable from the viewpoint of environmental regulation to use the surfactant described in International Publication No. 2020/088544 as a substitute for the surfactant having a perfluoroalkyl group having 6 or more carbon atoms.
It is also preferable to use a fluorine-containing imide salt compound represented by the formula (fi-1) as a surfactant.

In the formula (fi-1), m represents 1 or 2, n represents an integer of 1 to 4, α represents 1 or 2, and X ^{α +} represents an α-valent metal ion, a primary ammonium ion, and the first. Represents a secondary ammonium ion, a tertiary ammonium ^ion , a quaternary ammonium ion or NH ₄₊ .

Examples of the nonionic surfactant include glycerol, trimethylolpropane, trimethylolethane, their ethoxylates and propoxylates (eg, glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, and the like. Polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (BASF) , Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsparse 20000 (manufactured by Nippon Lubrizol Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (Fuji Film Japanese) Kojunyaku Co., Ltd.), Pionin D-6112, D-6112-W, D-6315 (Takemoto Yushi Co., Ltd.), Orfin E1010, Surfinol 104, 400, 440 (Nissin Chemical Industry Co., Ltd.) ) And so on.

Examples of the silicone-based surfactant include Torre Silicone DC3PA, Torre Silicone SH7PA, Torre Silicone DC11PA, Torre Silicone SH21PA, Torre Silicone SH28PA, Torre Silicone SH29PA, Torre Silicone SH30PA, Torre Silicone SH8400 (all, Toray Dow Corning Co., Ltd.). ), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (above, manufactured by Momentive Performance Materials), KP-341, KF-6001, KF-6002 (above, Examples thereof include Shin-Etsu Chemical Industry Co., Ltd.), BYK307, BYK323, BYK330 (all manufactured by Big Chemie) and the like.
Further, as the silicone-based surfactant, a compound having the following structure can also be used.

The content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% by mass to 3.0% by mass. In the coloring composition according to the present disclosure, only one type of surfactant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<UV absorber>
The coloring composition according to the present disclosure may contain an ultraviolet absorber. As the ultraviolet absorber, a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound and the like can be used. For details of these, the compounds described in paragraphs 0052 to 0072 of JP2012-208374A, paragraphs 0317 to 0334 of JP2013-066814, and paragraphs 0061 to 0080 of JP2016-162946 can be used. These contents are incorporated herein by reference. Examples of commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Kagaku Co., Ltd.). Examples of the benzotriazole compound include the MYUA series (The Chemical Daily, February 1, 2016) manufactured by Miyoshi Oil & Fat Co., Ltd. Further, as the ultraviolet absorber, the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used.

The content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01% by mass to 10% by mass, more preferably 0.01% by mass to 5% by mass. In the coloring composition according to the present disclosure, only one kind of ultraviolet absorber may be used, or two or more kinds may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Antioxidant>
The coloring composition according to the present disclosure may contain an antioxidant. Examples of the antioxidant include a phenol compound, a phosphite ester compound, a thioether compound and the like. As the phenol compound, any phenol compound known as a phenolic antioxidant can be used. Preferred phenolic compounds include hindered phenolic compounds. A compound having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group is preferable. As the above-mentioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferable. Further, as the antioxidant, a compound having a phenol group and a phosphite ester group in the same molecule is also preferable. Further, as the antioxidant, a phosphorus-based antioxidant can also be preferably used. As a phosphorus-based antioxidant, Tris [2-[[2,4,8,10-tetrakis (1,1-dimethylethyl) dibenzo [d, f] [1,3,2] dioxaphosphepine-6] -Il] Oxy] Ethyl] amine, Tris [2-[(4,6,9,11-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosphepin-2-yl] ) Oxy] ethyl] amine, ethylbis phosphite (2,4-di-tert-butyl-6-methylphenyl) and the like. Commercially available products of antioxidants include, for example, Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, and Adekastab AO-80. , ADEKA STAB AO-330 (above, manufactured by ADEKA Corporation) and the like. Further, as the antioxidant, the compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, the compounds described in Japanese Patent No. 10-2019-0059371, and the like can also be used.

The content of the antioxidant in the total solid content of the coloring composition is preferably 0.01% by mass to 20% by mass, more preferably 0.3% by mass to 15% by mass. In the coloring composition according to the present disclosure, only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

<Other ingredients>
The coloring composition according to the present disclosure is, if necessary, a sensitizer, a curing accelerator, a filler, a thermosetting accelerator, a plasticizer and other auxiliary agents (for example, conductive particles, a filler, a defoaming agent). , Flame retardant, leveling agent, peeling accelerator, fragrance, surface tension modifier, chain transfer agent, etc.) may be contained. By appropriately containing these components, properties such as film physical characteristics can be adjusted. These components are described in, for example, paragraphs 0183 and later of JP2012-003225A (paragraph 0237 of the corresponding US Patent Application Publication No. 2013/0034812), paragraphs 0101 to JP-A-2008-250074. The descriptions of 0104, 0107 to 0109, etc. can be taken into consideration, and these contents are incorporated in the present specification. In addition, the coloring composition according to the present disclosure may contain a latent antioxidant, if necessary. The latent antioxidant is a compound whose site that functions as an antioxidant is protected by a protecting group and is heated at 100 ° C to 250 ° C or at 80 ° C to 200 ° C in the presence of an acid / base catalyst. Examples thereof include compounds in which the protecting group is desorbed by heating and the compound functions as an antioxidant. Examples of the latent antioxidant include compounds described in International Publication No. 2014/021023, International Publication No. 2017/030005, and JP-A-2017-008219. Examples of commercially available products of latent antioxidants include ADEKA ARKULS GPA-5001 (manufactured by ADEKA Corporation). Further, as described in Japanese Patent Application Laid-Open No. 2018-155881, C.I. I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.

The coloring composition according to the present disclosure may contain a metal oxide in order to adjust the refractive index of the obtained film. Examples of the metal oxide include TiO ₂ , ZrO ₂ , Al ₂ O ₃ , SiO ₂ and the like. The primary particle size of the metal oxide is preferably 1 nm to 100 nm, more preferably 3 nm to 70 nm, and particularly preferably 5 nm to 50 nm. The metal oxide may have a core-shell structure. Further, in this case, the core portion may be hollow.

Further, the coloring composition according to the present disclosure may contain a light resistance improving agent. Examples of the light resistance improving agent include the compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, the compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, and paragraphs of JP-A-2017-129774. The compounds described in 0036 to 0037 and 0049 to 0052, the compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, and paragraphs 0036 to 0037 and 0051-0054 of JP-A-2017-122803. The compound described, the compound described in paragraphs 0025 to 0039 of International Publication No. 2017/164127, the compound described in paragraphs 0034 to 0047 of JP-A-2017-186546, paragraphs 0019 to 0041 of JP-A-2015-025116. , The compounds described in paragraphs 0101 to 0125 of JP2012-145604, the compounds described in paragraphs 0018 to 0021 of JP2012-103475A, paragraphs 0015 to JP-A-2011-257591. The compound described in 0018, the compound described in paragraphs 0017 to 0021 of JP-A-2011-191483, the compound described in paragraphs 0108 to 0116 of JP-A-2011-145668, paragraph 0103 of JP-A-2011-253174. Examples thereof include the compounds described in 0153.

The coloring composition according to the present disclosure preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less, and further preferably 10 ppm or less, which is not bonded or coordinated with a pigment or the like. It is preferable, and it is particularly preferable that it is not substantially contained. According to this aspect, stabilization of pigment dispersibility (agglomeration suppression), improvement of spectral characteristics due to improvement of dispersibility, stabilization of curable components, suppression of conductivity fluctuation due to elution of metal atoms / metal ions, and display. Effects such as improvement of characteristics can be expected. Further, JP-A-2012-153796, JP-A-2000-34585, JP-A-2005-2005, JP-A-08-043620, JP-A-2004-145878, JP-A-2014-119487, Described in JP-A-2010-083979, JP-A-2017-090930, JP-A-2018-025612, JP-A-2018-025797, JP-A-2017-155228, JP-A-2018-036521 and the like. The effect is obtained. Examples of the types of free metals include Na, K, Ca, Sc, Ti, Mn, Cu, Zn, Fe, Cr, Co, Mg, Al, Sn, Zr, Ga, Ge, Ag, Au, Pt, and the like. Examples thereof include Cs, Ni, Cd, Pb and Bi. Further, the coloring composition according to the present disclosure preferably has a free halogen content of 100 ppm or less, more preferably 50 ppm or less, and 10 ppm or less, which is not bonded or coordinated with a pigment or the like. Is more preferable, and it is particularly preferable that the substance is not substantially contained. Examples of the halogen include F, Cl, Br, I and their anions. Examples of the method for reducing free metals and halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with an ion-exchange resin.

Further, the coloring composition according to the present disclosure may contain a dye. As the dye, a Kochi dye can be used, and for example, the methine dye described in JP-A-2019-73695, the methine dye described in JP-A-2019-073696, and the methine dye described in JP-A-2019-73697. Examples of the methine dye of the above, the methine dye described in JP-A-2019-73698, and the like.
The coloring composition according to the present disclosure may also use a dye multimer. The dye multimer is preferably a dye that is used by dissolving it in a solvent. Further, the dye multimer may form particles. When the dye multimer is a particle, it is usually used in a state of being dispersed in a solvent. The dye multimer in the particle state can be obtained, for example, by emulsion polymerization, and the compounds and production methods described in JP-A-2015-214682 are specific examples. The dye multimer has two or more dye structures in one molecule, and preferably has three or more dye structures. The upper limit is not particularly limited, but may be 100 or less. The plurality of dye structures contained in one molecule may have the same dye structure or may have different dye structures. The weight average molecular weight (Mw) of the dye multimer is preferably 2,000 to 50,000. The lower limit is more preferably 3,000 or more, and even more preferably 6,000 or more. The upper limit is more preferably 30,000 or less, further preferably 20,000 or less. The dye multimer is described in JP-A-2011-213925, JP-A-2013-041097, JP-A-2015-028144, JP-A-2015-030742, International Publication No. 2016/031442, and the like. Compounds can also be used.
The content of the dye is preferably less than the content of the pigment.
As the coloring composition according to the present disclosure, the dyes described in JP-T 2020-504758 can be used. Further, the phthalocyanine compound described in International Publication No. 2020/071486 can be used. Further, the phthalocyanine compound described in International Publication No. 2020/071470 can be used. Further, the squarylium dye described in JP-A-2020-075959 can be used. Further, the anthraquinone compound described in Korean Patent No. 10-2019-0140741 can be used. Further, the anthraquinone compound described in Korean Patent Publication No. 10-2019-0140744 can be used. Further, the copper complex described in Korean Patent No. 10-2019-0135217 can be used. Further, the colorant described in JP-A-2020-07695 can be used. Further, the compound described in International Publication No. 2020/002106 can be used as a pigment, a dye, or a pigment derivative. Further, the azo compound described in JP-A-2020-09394 can be used. Further, the colorant described in JP-A-2020-083982 can be used. Further, the compound described in the formula (I) of International Publication No. 2020/105346 can be used. Further, the compounds shown in Special Table 2020-571791 can be used. Further, the triarylmethane polymer described in Korean Patent No. 10-2020-0028160 can be used. Further, the xanthene compound described in JP-A-2020-117638 can be used.

It is also preferred that the coloring composition according to the present disclosure is substantially free of terephthalic acid esters.
The coloring composition according to the present disclosure may contain an aromatic group-containing phosphonium salt described in JP-A-2020-079833.
The coloring composition according to the present disclosure may contain a low temperature dissociation type block polyisocyanate and a dissociation catalyst described in JP-A-2016-222891.
The coloring composition according to the present disclosure may contain the ultraviolet absorber described in International Publication No. 2020/137819.
The coloring composition according to the present disclosure may contain the ethylene compound described in JP-A-2019-014707.

The water content of the coloring composition according to the present disclosure is preferably 3% by mass or less, more preferably 0.01% by mass to 1.5% by mass, and 0.1% by mass to 1.0% by mass. % Is particularly preferable. The water content can be measured by the Karl Fischer method.

The coloring composition according to the present disclosure can be used by adjusting the viscosity for the purpose of adjusting the film surface (flatness, etc.), adjusting the film thickness, and the like. The viscosity value can be appropriately selected as needed, but for example, at 23 ° C., 0.3 mPa · s to 50 mPa · s is preferable, and 0.5 mPa · s to 20 mPa · s is more preferable. As a method for measuring the viscosity, for example, a viscometer RE85L (rotor: 1 ° 34'× R24, measuring range 0.6 to 1,200 mPa · s) manufactured by Toki Sangyo Co., Ltd. is used, and the temperature is adjusted to 23 ° C. Can be measured in the state of being applied.

When the coloring composition according to the present disclosure is used as a color filter for a liquid crystal display device, the voltage retention rate of the liquid crystal display element provided with the color filter is preferably 70% or more, more preferably 90% or more. preferable. Known means for obtaining a high voltage holding ratio can be appropriately incorporated, and typical means include the use of a high-purity material (for example, reduction of ionic impurities) and control of the amount of acid groups in the composition. Can be mentioned. The voltage retention rate can be measured by, for example, the method described in paragraph 0243 of JP2011-008004A, paragraphs 0123 to 0129 of JP2012-224847A.

<Accommodation container>
The container for containing the colored composition according to the present disclosure is not particularly limited, and a known container can be used. In addition, as a storage container, a multi-layer bottle having a container inner wall made of 6 types and 6 layers of resin and a bottle having 6 types of resin having a 7-layer structure for the purpose of suppressing impurities from being mixed into raw materials or coloring compositions. It is also preferable to use. Examples of such a container include the container described in Japanese Patent Application Laid-Open No. 2015-123351. Further, the inner wall of the storage container is preferably made of glass or stainless steel for the purpose of preventing metal elution from the inner wall of the container, improving the storage stability of the composition, and suppressing the deterioration of the components. The storage conditions of the coloring composition according to the present disclosure are not particularly limited, and conventionally known methods can be used. Further, the method described in JP-A-2016-180058 can also be used.

<Preparation method of coloring composition>
The coloring composition according to the present disclosure can be prepared by mixing the above-mentioned components. In preparing the coloring composition, all the components may be dissolved and / or dispersed in a solvent at the same time to prepare a coloring composition, or each component may be appropriately used as two or more solutions or dispersions, if necessary. Then, these may be mixed at the time of use (at the time of application) to prepare a coloring composition.

It is also preferable to include a process of dispersing the pigment when preparing the coloring composition. In the process of dispersing the pigment, the mechanical force used for dispersing the pigment includes compression, squeezing, impact, shearing, cavitation and the like. Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high speed impellers, sand grinders, flow jet mixers, high pressure wet atomization, ultrasonic dispersion and the like. Further, in the pulverization of the pigment in the sand mill (bead mill), it is preferable to use beads having a small diameter and to perform the treatment under the condition that the pulverization efficiency is increased by increasing the filling rate of the beads. Further, it is preferable to remove coarse particles by filtration, centrifugation or the like after the pulverization treatment. In addition, the process and disperser for dispersing pigments are "Dispersion Technology Taizen, published by Information Organization Co., Ltd., July 15, 2005" and "Dispersion technology and industrial application centered on suspension (solid / liquid dispersion system)". The process and disperser described in paragraph 0022 of Japanese Patent Application Laid-Open No. 2015-157893, "Practice of General Materials, Published by Management Development Center Publishing Department, October 10, 1978" can be preferably used. Further, in the process of dispersing the pigment, the particles may be miniaturized in the salt milling step. For the materials, equipment, processing conditions, etc. used in the salt milling step, for example, the descriptions in JP-A-2015-194521 and JP-A-2012-046629 can be referred to.

In preparing the coloring composition, it is preferable to filter the coloring composition with a filter for the purpose of removing foreign substances and reducing defects. As the filter, any filter that has been conventionally used for filtration or the like can be used without particular limitation. For example, a fluororesin such as polytetrafluoroethylene (PTFE), a polyamide resin such as nylon (for example, nylon-6, nylon-6,6), and a polyolefin resin such as polyethylene and polypropylene (PP) (high density, ultrahigh molecular weight). A filter using a material such as (including a polyolefin resin) can be mentioned. Among these materials, polypropylene (including high-density polypropylene) and nylon are preferable.

The pore diameter of the filter is preferably 0.01 μm to 7.0 μm, more preferably 0.01 μm to 3.0 μm, and even more preferably 0.05 μm to 0.5 μm. If the pore diameter of the filter is within the above range, fine foreign matter can be removed more reliably. For the hole diameter value of the filter, the nominal value of the filter manufacturer can be referred to. As the filter, various filters provided by Nippon Pole Co., Ltd. (DFA4201NIEY, etc.), Advantech Toyo Co., Ltd., Nippon Entegris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), KITZ Microfilter Co., Ltd., etc. can be used.

It is also preferable to use a fiber-like filter medium as the filter. Examples of the fiber-like filter medium include polypropylene fiber, nylon fiber, glass fiber and the like. Examples of commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.) and SHPX type series (SHPX003, etc.) manufactured by Roki Techno Co., Ltd.

When using a filter, different filters (for example, a first filter and a second filter) may be combined. At that time, the filtration with each filter may be performed only once or twice or more. Further, filters having different pore diameters may be combined within the above-mentioned range. Further, the filtration with the first filter may be performed only on the dispersion liquid, and after mixing the other components, the filtration may be performed with the second filter.

(Cursed product)
The cured product according to the present disclosure is a cured product obtained by curing the coloring composition according to the present disclosure.
Further, it may be dried before curing to remove at least a part of the solvent contained in the coloring composition, and then cured to form a cured product.
The cured product according to the present disclosure can be suitably used for a color filter or the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter, and more specifically, it can be preferably used as a red colored layer (red pixel) of a color filter.
The cured product according to the present disclosure is preferably a film-like cured product, and the film thickness thereof can be appropriately adjusted according to the intended purpose. For example, the film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, still more preferably 0.3 μm or more.

(Color filter)
Next, the color filter according to the present disclosure will be described. The color filter according to the present disclosure includes the cured product according to the present disclosure described above. More preferably, the pixel of the color filter has a cured film according to the present disclosure. The color filter according to the present disclosure can be used for a solid-state image pickup device such as a CCD (charge-coupled device) or CMOS (complementary metal oxide semiconductor), an image display device, or the like.

In the color filter according to the present disclosure, the film thickness according to the present disclosure can be appropriately adjusted according to the purpose. The film thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, still more preferably 0.3 μm or more.

The color filter according to the present disclosure preferably has a pixel width of 0.5 μm to 20.0 μm. The lower limit is more preferably 1.0 μm or more, and particularly preferably 2.0 μm or more. The upper limit is more preferably 15.0 μm or less, and particularly preferably 10.0 μm or less. The Young's modulus of the pixel is preferably 0.5 GPa to 20 GPa, more preferably 2.5 GPa to 15 GPa.

It is preferable that each pixel included in the color filter according to the present disclosure has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less. The lower limit is not specified, but it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured using, for example, an AFM (atomic force microscope) Measurement 3100 manufactured by Veeco. Further, the contact angle of water on the pixel can be appropriately set to a preferable value, but is typically in the range of 50 ° to 110 °. The contact angle can be measured using, for example, a contact angle meter CV-DT · A type (manufactured by Kyowa Interface Science Co., Ltd.). Further, it is preferable that the volume resistance value of the pixel is high. Specifically, the volume resistance value of the pixel is preferably ^{109 Ω · cm or more, and more preferably 10 11} ^Ω · cm or more. The upper limit is not specified, but it is preferably 10 ¹⁴ Ω · cm or less, for example. The volume resistance value of the pixel can be measured using, for example, an ultra-high resistance meter 5410 (manufactured by Advantest).

Further, the color filter according to the present disclosure may be provided with a protective layer on the surface of the film according to the present disclosure. By providing the protective layer, various functions such as oxygen blocking, low reflection, prohydrophobicity, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 μm to 10 μm, more preferably 0.1 μm to 5 μm. Examples of the method for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent to form the protective layer, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. The components constituting the protective layer include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, and polyimide. Resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine Examples thereof include resins, polycarbonate resins, polyacrylonitrile resins, cellulose resins, Si, C, W, Al ₂ O ₃ , Mo, SiO ₂ , Si ₂ N ₄ , and the like, and two or more of these components may be contained. For example, in the case of a protective layer for the purpose of blocking oxygen, it is preferable that the protective layer contains a polyol resin, SiO ₂ , and Si ₂ N ₄ . Further, in the case of a protective layer for the purpose of reducing reflection, it is preferable that the protective layer contains a (meth) acrylic resin and a fluororesin.

When the resin composition is applied to form the protective layer, a known method such as a spin coating method, a casting method, a screen printing method, or an inkjet method can be used as the application method of the resin composition. As the organic solvent contained in the resin composition, a known organic solvent (for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used. When the protective layer is formed by the chemical vapor deposition method, the known chemical vapor deposition method (thermochemical vapor deposition method, plasma chemical vapor deposition method, photochemical vapor deposition method) is used as the chemical vapor deposition method. Can be used.

As necessary, the protective layer is added with organic particles, inorganic particles, an absorber for light of a specific wavelength (for example, ultraviolet rays, near infrared rays, etc.), a refractive index adjusting agent, an antioxidant, an adhesive, a surfactant, and the like. It may contain an agent. Examples of organic particles and inorganic particles include, for example, polymer particles (eg, silicone resin particles, polystyrene particles, melamine resin particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, oxynitride. Examples thereof include titanium, magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate and the like. As the absorber of light having a specific wavelength, a known absorber can be used. The content of these additives can be adjusted as appropriate, but is preferably 0.1% by mass to 70% by mass, more preferably 1% by mass to 60% by mass, based on the total mass of the protective layer.

Further, as the protective layer, the protective layer described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.

The color filter may have a base layer. The base layer can also be formed, for example, by using a composition obtained by removing a colorant such as a pigment from the above-mentioned coloring composition according to the present disclosure. The surface contact angle of the base layer is preferably 20 ° to 70 ° when measured with diiodomethane. Further, it is preferably 30 ° to 80 ° when measured with water. When the surface contact angle of the base layer is within the above range, the coating property of the coloring composition is good. The surface contact angle of the base layer can be adjusted by, for example, adding a surfactant.

<Manufacturing method of color filter>
Next, a method for manufacturing a color filter using the coloring composition according to the present disclosure will be described. The method for producing a color filter includes a step of forming a coloring composition layer on a support using the coloring composition according to the present disclosure described above, and a pattern on the coloring composition layer by a photolithography method or a dry etching method. It can be manufactured through the forming process. Since the coloring composition according to the present disclosure can also suppress the generation of development residues, it is particularly effective in the case of producing a color filter by forming a pattern on the coloring composition layer by a photolithography method.

-Photolithography method-
First, a case where a pattern is formed by a photolithography method to manufacture a color filter will be described. This production method includes a step of forming a colored composition layer on a support using the colored composition according to the present disclosure, a step of exposing the colored composition layer in a pattern, and an unexposed portion of the colored composition layer. It is preferable to include a step of developing and removing the above to form a pattern (pixel). If necessary, a step of baking the colored composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.

In the step of forming the coloring composition layer, the coloring composition layer according to the present disclosure is used to form the coloring composition layer on the support. The support is not particularly limited and may be appropriately selected depending on the intended use. Examples thereof include a glass substrate and a silicon substrate, and a silicon substrate is preferable. Further, a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, or the like may be formed on the silicon substrate. Further, a black matrix that separates each pixel may be formed on the silicon substrate. Further, the silicon substrate may be provided with a base layer for improving the adhesion with the upper layer, preventing the diffusion of substances, or flattening the surface of the substrate. The underlayer may be formed by using a composition obtained by removing the coloring agent from the coloring composition described in the present specification, a composition containing the resin, the polymerizable compound, the surfactant and the like described in the present specification, and the like. good.

As a method for applying the coloring composition, a known method can be used. For example, a drop method (drop cast); a slit coat method; a spray method; a roll coat method; a rotary coating method (spin coating); a cast coating method; a slit and spin method; a pre-wet method (for example, JP-A-2009-145395). Methods described in the publication); Inkjet (for example, on-demand method, piezo method, thermal method), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc. Various printing methods; transfer method using a mold or the like; nano-imprint method and the like can be mentioned. The method of application in inkjet is not particularly limited, and is, for example, the method shown in "Expandable / usable inkjet-infinite possibilities seen in patents-, published in February 2005, Sumi Betechno Research" (especially from page 115). Page 133), JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325, and the like. Can be mentioned. Further, regarding the method of applying the coloring composition, the description of International Publication No. 2017/030174 and International Publication No. 2017/018419 can be referred to, and these contents are incorporated in the present specification.

The colored composition layer formed on the support may be dried (prebaked). When the membrane is manufactured by a low temperature process, prebaking may not be performed. When prebaking is performed, the prebake temperature is preferably 150 ° C. or lower, more preferably 120 ° C. or lower, still more preferably 110 ° C. or lower. The lower limit can be, for example, 50 ° C. or higher, or 80 ° C. or higher. The prebake time is preferably 10 seconds to 300 seconds, more preferably 40 seconds to 250 seconds, still more preferably 80 seconds to 220 seconds. Pre-baking can be performed on a hot plate, an oven, or the like.

<< Exposure process >>
Next, the colored composition layer is exposed in a pattern (exposure step). For example, the colored composition layer can be exposed in a pattern by exposing the colored composition layer through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. As a result, the exposed portion can be cured.

Examples of radiation (light) that can be used for exposure include g-line and i-line. Further, light having a wavelength of 300 nm or less (preferably light having a wavelength of 180 nm to 300 nm) can also be used. Examples of the light having a wavelength of 300 nm or less include KrF line (wavelength 248 nm), ArF line (wavelength 193 nm) and the like, and KrF line (wavelength 248 nm) is preferable. Further, a long wave light source having a diameter of 300 nm or more can also be used.

Further, at the time of exposure, light may be continuously irradiated for exposure, or pulsed irradiation may be performed for exposure (pulse exposure). The pulse exposure is an exposure method of a method in which light irradiation and pause are repeated in a cycle of a short time (for example, a millisecond level or less).

The irradiation amount (exposure amount) is, for example, preferably 0.03 J / cm ² to 2.5 J / cm ² , and more preferably 0.05 J / cm ² to 1.0 J / cm ² . The oxygen concentration at the time of exposure can be appropriately selected, and in addition to the operation in the atmosphere, for example, in a low oxygen atmosphere having an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially). It may be exposed in an oxygen-free environment), or may be exposed in a high oxygen atmosphere (for example, 22% by volume, 30% by volume, or 50% by volume) in which the oxygen concentration exceeds 21% by volume. The exposure illuminance can be appropriately set, preferably 1,000 W / m ² to 100,000 W / m ² (for example, 5,000 W / m ² , 15,000 W / m ² , or 35, It can be selected from the range of 000 W / m ² ). The oxygen concentration and the exposure illuminance may be appropriately combined with each other, and for example, the illuminance may be 10,000 W / m ² when the oxygen concentration is 10% by volume, the illuminance may be 20,000 W / m ² when the oxygen concentration is 35% by volume, and the like.

Next, the unexposed portion of the coloring composition layer is developed and removed to form a pattern (pixel). The development and removal of the unexposed portion of the coloring composition layer can be performed using a developing solution. As a result, the colored composition layer of the unexposed portion in the exposure step is eluted in the developing solution, and only the photocured portion remains. As the developing solution, an organic alkaline developing solution that does not cause damage to the underlying element or circuit is preferable. The temperature of the developer is preferably, for example, 20 ° C to 30 ° C. The development time is preferably 20 seconds to 180 seconds. Further, in order to improve the residue removability, the steps of shaking off the developer every 60 seconds and supplying a new developer may be repeated several times.

Examples of the developing solution include organic solvents and alkaline developing solutions, and alkaline developing solutions are preferably used. As the alkaline developer, an alkaline aqueous solution (alkaline developer) obtained by diluting an alkaline agent with pure water is preferable. Examples of the alkaline agent include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide. , Ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo [5.4.0] -7-undecene and other organic substances. Examples thereof include alkaline compounds and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate and sodium metasilicate. As the alkaline agent, a compound having a large molecular weight is preferable in terms of environment and safety. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001% by mass to 10% by mass, more preferably 0.01% by mass to 1% by mass. Further, the developer may further contain a surfactant. Examples of the surfactant include the above-mentioned surfactants, and nonionic surfactants are preferable. From the viewpoint of convenience of transfer and storage, the developer may be once produced as a concentrated solution and diluted to a concentration required for use. The dilution ratio is not particularly limited, but can be set in the range of, for example, 1.5 to 100 times. It is also preferable to wash (rinse) with pure water after development. Further, it is preferable that the rinsing is performed by supplying the rinsing liquid to the developed colored composition layer while rotating the support on which the developed colored composition layer is formed. It is also preferable to move the nozzle for discharging the rinse liquid from the central portion of the support to the peripheral edge of the support. At this time, when moving the nozzle from the central portion of the support to the peripheral portion, the nozzle may be moved while gradually reducing the moving speed. By rinsing in this way, in-plane variation of the rinse can be suppressed. Further, the same effect can be obtained by gradually reducing the rotation speed of the support while moving the nozzle from the central portion of the support to the peripheral portion.

It is preferable to perform additional exposure treatment or heat treatment (post-baking) after development and drying. Additional exposure processing and post-baking are post-development curing treatments to complete the curing. The heating temperature in the post-bake is, for example, preferably 100 ° C to 240 ° C, more preferably 200 to 240 ° C. Post-baking can be performed on the developed film in a continuous or batch manner using a heating means such as a hot plate, a convection oven (hot air circulation type dryer), or a high frequency heater so as to meet the above conditions. .. When the additional exposure process is performed, the light used for the exposure is preferably light having a wavelength of 400 nm or less. Further, the additional exposure process may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

-Dry etching method-
Next, a case where a pattern is formed by a dry etching method to manufacture a color filter will be described. The pattern formation by the dry etching method is a step of forming a colored composition layer on a support using the colored composition according to the present disclosure and curing the entire colored composition layer to form a cured product layer. A step of forming a photoresist layer on the cured product layer, a step of exposing the photoresist layer in a pattern and then developing to form a resist pattern, and a step of using this resist pattern as a mask for the cured product layer. It is preferable to include a step of dry etching using an etching gas. In forming the photoresist layer, it is preferable to further perform a prebaking treatment. In particular, as a process for forming the photoresist layer, it is desirable to carry out a heat treatment after exposure and a heat treatment (post-baking treatment) after development. Regarding the pattern formation by the dry etching method, the description in paragraphs 0010 to 0067 of JP2013-064993 can be referred to, and this content is incorporated in the present specification.

(Solid image sensor)
The solid-state image sensor according to the present disclosure preferably has the cured product according to the present disclosure and preferably has the color filter according to the present disclosure described above. The configuration of the solid-state image pickup device according to the present disclosure is not particularly limited as long as it includes the film according to the present disclosure and functions as a solid-state image pickup device, and examples thereof include the following configurations.

On the substrate, there are a plurality of photodiodes constituting the light receiving area of a solid-state image sensor (CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.) and a transfer electrode made of polysilicon or the like. A device protective film made of silicon nitride or the like formed on the photodiode and the transfer electrode so as to have a light-shielding film in which only the light-receiving part of the photodiode is open, and to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode on the light-shielding film. And has a color filter on the device protective film. Further, a configuration having a condensing means (for example, a microlens or the like; the same applies hereinafter) on the device protective film under the color filter (near the substrate), a configuration having a condensing means on the color filter, and the like. There may be. Further, the color filter may have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern. In this case, the partition wall preferably has a lower refractive index than each colored pixel. Examples of the image pickup apparatus having such a structure are described in JP-A-2012-227478, JP-A-2014-179757, International Publication No. 2018/043654, and US Patent Application Publication No. 2018/0040656. Equipment is mentioned. The image pickup device provided with the solid-state image pickup device according to the present disclosure can be used not only for digital cameras and electronic devices having an image pickup function (mobile phones and the like), but also for in-vehicle cameras and surveillance cameras.
Further, as described in Japanese Patent Application Laid-Open No. 2019-21159, the solid-state image sensor according to the present disclosure is provided with an ultraviolet absorbing layer (UV cut filter) in the structure of the solid-state image sensor to withstand light of a color filter. The sex may be improved.

(Image display device)
The image display device according to the present disclosure preferably has the cured product according to the present disclosure and preferably has the color filter according to the present disclosure described above. Examples of the image display device include a liquid crystal display device and an organic electroluminescence display device. For details on the definition of image display devices and the details of each image display device, see, for example, "Electronic Display Devices (Akio Sasaki, Kogyo Chosakai Co., Ltd., published in 1990)", "Display Devices (Junaki Ibuki, Industrial Books). Co., Ltd. (issued in 1989) ”. Further, the liquid crystal display device is described in, for example, "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Co., Ltd., published in 1994)". The liquid crystal display device to which the present disclosure is applicable is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the above-mentioned "next-generation liquid crystal display technology".

(Compound represented by Formula 1)
The compound according to the present disclosure is a compound represented by the following formula 1.
The compound represented by the following formula 1 can be suitably used as a dispersant for dispersing the pigment.

The preferred embodiment of the compound represented by the formula 1 in the compound according to the present disclosure is the same as the preferred embodiment of the compound represented by the above-mentioned formula 1.

Hereinafter, the present disclosure will be described in detail by way of examples, but the present disclosure is not limited thereto.
In this embodiment, "%" and "part" mean "% by mass" and "part by mass", respectively, unless otherwise specified. In the polymer compound, the molecular weight is the weight average molecular weight (Mw), and the ratio of the constituent units is the molar percentage, except for those specified specifically.
The weight average molecular weight (Mw) is a value measured as a polystyrene-equivalent value by a gel permeation chromatography (GPC) method.
Further, A-1 to A-23, which are the compounds represented by the formula 1 used in the examples, are the same compounds as the above-mentioned A-1 to A-23, respectively.

<Synthesis Example 1: Synthesis of Compound A-2>
Compound A-2 was synthesized according to the following scheme.

17.0 parts by mass of tetrachlorophthalonitrile, 10.7 parts by mass of 4-hydroxybenzylamine, 9.50 parts by mass of lithium carbonate, and 127.5 parts by mass of dimethyl sulfoxide (DMSO) were mixed and stirred. After stirring, the temperature was raised to 60 ° C. and the mixture was heated and stirred for 6 hours. After confirming the completion of the reaction, 170 parts by mass of cold water and 340 parts by mass of ethyl acetate were added to the reaction solution, and the organic layer was taken out by a liquid separation operation. The 1N (= 1 mol / L) sodium hydroxide aqueous solution was washed with 170 parts by mass and the saturated saline solution was washed with 170 parts by mass, the organic layer was dried over sodium sulfate, and then the solvent was distilled off under reduced pressure. By performing column chromatography, 12.0 parts by mass of a pale yellow liquid (A-2a) was obtained. NMR proton ratio ¹ H-NMR (deuterium DMSO (dimethyl sulfoxide)): δ = 7.29 (d, 2H), 6.96 (d, 2H), 3.31 (s, 2H), 2.12 ( s, 6H).
4.80 parts by mass of compound (A-2a) and 48.0 parts by mass of 1-pentanol were mixed and stirred. After stirring, the mixture was heated under reflux to remove azeotropic water. After cooling the reactor, 1.70 parts by mass of anhydrous copper (II) chloride and 9.60 parts by mass of diazabicycloundecene (DBU) were added. The temperature of the reactor was raised and the mixture was heated under reflux for 2 hours. After completion of the reaction, the mixture was cooled and 192 parts by mass of a mixed solvent of acetonitrile: water = 90:10 was added. The precipitated crystals were separated by filtration and washed with 30 parts by mass of acetonitrile. The obtained crystals were air-dried at 50 ° C. for 12 hours to obtain 3.5 parts by mass of compound (A-2). A molecular weight of 1,578.95 was observed at the main peak by MALDI-MS (Matrix Assisted Laser Desorption / Ionization-Mass Spectrometry) and identified as compound A-2.

(Synthesis Example 2: Synthesis of Compounds A-1 and A-3 to A-26)
Compounds A-1 and A-3 to A-23 were prepared in the same manner as in Synthesis Example 1, except that the raw materials used were changed to the corresponding compounds.

<Preparation of dispersions G1 to G53 and comparative dispersions g1 to g3>
After mixing each component shown in Table 2 or Table 3 in the amount shown in Table 2 or Table 3 below, zirconia beads having a diameter of 0.3 mm are added and dispersed for 5 hours using a paint shaker. , Beads were separated by filtration to prepare dispersions G1 to G53 and comparative dispersions g1 to g3, respectively.

<Dispersity evaluation: Viscosity>
Using an E-type viscometer, the viscosity of the dispersion at 25 ° C. was measured under the condition of a rotation speed of 1,000 rpm (revolutions per minute), and evaluated according to the following criteria.
A: 1 mPa · s or more and 15 mPa · s or less B: More than 15 mPa · s and 30 mPa · s or less C: More than 30 mPa · s

For those described as "Yes" in the column of presence / absence of kneading and polishing treatment shown in Table 2 or Table 3, a colorant that had been kneaded and polished by the following method was used.

<Kneading and polishing treatment conditions>
5.3 parts by mass of pigment, 74.7 parts by mass of grinding agent and 14 parts by mass of binder were added to Laboplast Mill (manufactured by Toyo Seiki Seisakusho Co., Ltd.) to bring the temperature of the kneaded product in the apparatus to 70 ° C. The temperature was controlled so as to be, and the mixture was kneaded for 2 hours. As the pigment, the material described in the column of the type of green pigment described in Table 2 or Table 3 or the material described in the column of yellow pigment described in Table 2 or Table 3 was used. As the grinding agent, neutral anhydrous Glauber's salt E (average particle size (50% diameter based on volume (D ₅₀ )) = 20 μm, manufactured by Mitajiri Chemical Industry Co., Ltd.) was used. Diethylene glycol was used as the binder. The kneaded product after kneading and polishing was washed with 10,000 parts by mass of water at 24 ° C. to remove the grinding agent and the binder, and treated in a heating oven at 80 ° C. for 24 hours.

The details of the abbreviations shown in Tables 2 and 3 other than those described above are shown below.
<Green pigment (G pigment)>
PG36: C.I. I. Pigment Green 36, a green pigment having a phthalocyanine ring structure PG58: C.I. I. Pigment Green 58, a green pigment with a phthalocyanine ring structure

<Yellow pigment (Y pigment)>
PY129: C.I. I. Pigment Yellow 129
PY139: C.I. I. Pigment Yellow 139
PY150: C.I. I. Pigment Yellow 150
PY185: C.I. I. Pigment Yellow 185
PY215: C.I. I. Pigment Yellow 215
Y1: The following compound Y2: The following compound

<Pigment derivatives other than the compound represented by the formula 1>
a-1 to a-4: The following compounds

<Dispersant>
D1: Resin with the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Weight average molecular weight (Mw) = 24,000)
D2: Resin having the following structure (Mw = 11,000, the numerical value added to the main chain is the molar ratio).
D3: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw = 17,000)
D4: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw = 9,000)
D5: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw = 16,000)
D6: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw = 10,000)
D7: Block polymer EB-1 described in Japanese Patent No. 6432077
D8: Resin having the following structure (Mw = 11,000, the numerical value added to the main chain is the molar ratio).
D9: DISPERBYK-142 (manufactured by BYK Chemie)
D10: Resin having the following structure (the numerical value added to the main chain is the molar ratio. Mw = 6,000)
D11: Resin having the following structure (the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Mw = 7,500).

<Solvent>
S1: Propylene glycol monomethyl ether acetate (PGMEA)
S2: Cyclohexanone S3: Butyl acetate S4: Ethyl lactate (EL)
S5: Propylene glycol monomethyl ether (PGME)
S6: Cyclopentanone

<Polymerization inhibitor>
H1: p-methoxyphenol

(Examples 1 to 74 and Comparative Examples 1 to 3)
<Preparation of coloring composition>
Each raw material shown in Tables 4 to 7 was mixed to prepare a coloring composition.

<Dispersity evaluation: Viscosity>
The viscosity of the colored composition at 25 ° C. was measured using an E-type viscometer under the condition of a rotation speed of 1,000 rpm, and evaluated according to the following criteria.
A: 1 mPa · s or more and 15 mPa · s or less B: More than 15 mPa · s and 30 mPa · s or less C: More than 30 mPa · s

<Evaluation of spectral characteristics>
Each coloring composition was spin-coated on a glass substrate so that the film thickness after post-baking was 0.6 μm, dried on a hot plate at 100 ° C. for 120 seconds, and then further 300 using a hot plate at 200 ° C. A film was formed by heat treatment (post-baking) for 2 seconds. A glass substrate on which a film was formed was subjected to an ultraviolet-visible near-infrared spectrophotometer U-4100 (manufactured by Hitachi High-Technologies Corporation) (ref. (Reference); glass substrate) with a wavelength of 300 nm to 1,000 nm. The light transmittance in the range was measured. The spectral characteristics were evaluated using the transmittance ratio T calculated from the following formula. The lower the value of the transmittance ratio T, the better the spectroscopy.
T = (Tmin / Tmax) x 100 (%)
Tmax: Maximum transmittance at wavelengths of 500 nm to 600 nm Tmin: Minimum transmittance at wavelengths of 620 nm to 730 nm [evaluation criteria]
A: T <10
B: 10 ≦ T <20
C: 20≤T <30
D: 30 ≤ T

<Evaluation test for heat resistance and diffusivity>
Evaluation of photolithography except that each green composition obtained above is exposed on an 8-inch (203.2 mm) glass wafer with an undercoat layer through a mask having a 5.0 μm square pattern. Similar to the test, a 5 μm square pattern (green pixel) was formed.
Next, the blue composition 1 and the red composition 1 are used on the glass wafer on which the green pixels are formed, and the blue color is formed on the missing portion of the green pixels on the silicon wafer by the same method as the photolithography evaluation test. Pattern (blue pixel) and red pattern (red pixel) were formed, respectively. For these red pixels and blue pixels, the transmittance (spectroscopy 1) in the wavelength range of 400 nm to 700 nm was measured using a microscopic system (LVmicro V, manufactured by Lambda Vision Co., Ltd.).
Then, the glass wafer on which the green pixel, the blue pixel and the red pixel were formed was heated at 260 ° C. for 5 minutes using a hot plate in an air atmosphere, and then the microscopic system (LVmicro V, Lambdavision) was applied to the blue pixel and the red pixel. The transmittance (spectroscopic 2) in the wavelength range of 400 nm to 700 nm was measured using (manufactured by Co., Ltd.).
The maximum value of the amount of change in the transmittance was obtained using the spectra 1 and 2 of the blue pixels and the red pixels, and the color mixing was evaluated according to the following criteria.
The transmittance was measured 5 times for each sample, and the average value of the results of 3 times excluding the maximum value and the minimum value was adopted. Further, the maximum value of the change amount of the transmittance means the change amount of the red pixel or the blue pixel before and after heating at the wavelength where the change amount of the transmittance is the largest in the wavelength range of 400 to 700 nm.
A: The maximum value of the change in transmittance is less than 3%.
B: The maximum value of the change in transmittance is 3% or more and less than 4%.
C: The maximum value of the change in transmittance is 4% or more and less than 5%.
D: The maximum value of the change in transmittance is 5% or more.

The details of the abbreviations shown in Tables 4 to 7 other than those described above are shown below.
<Binder polymer>
D1 to D3 and D8: D1 to D3 and D8 described above as dispersants, respectively.

<Polymerizable compound>
M1 to M3: The following compounds M4: Succinic acid-modified dipentaerythritol hexaacrylate (acid value: 67 mgKOH / g)
M5 and M6: The following compounds

<Photopolymerization initiator>
F1 to F6: The following compounds

<Surfactant>
W1: A compound having the following structure (Mw = 14,000, the value of% indicating the ratio of repeating units is mol%, a fluorine-based surfactant)
W2: KF-6001, manufactured by Shin-Etsu Chemical Co., Ltd., both-terminal carbinol-modified polydimethylsiloxane, hydroxyl value 62 mgKOH / g

<UV absorber>
UV1 and UV2: The following compounds

<Antioxidant>
I1: The following compounds

<Epoxy compound>
G1: EHPE3150, manufactured by Daicel Corporation, 1,2-epoxy-4- (2-oxylanyl) cyclohexane adduct of 2,2-bis (hydroxymethyl) -1-butanol.

As shown in Tables 4 to 7, the coloring compositions of Examples were superior in dispersibility of pigments and spectral characteristics of the obtained film as compared with the coloring compositions of Comparative Examples.
Further, as shown in Tables 4 to 7, the coloring compositions of Examples were excellent in heat-resistant diffusivity.
Further, in Example 1, the same result can be obtained even if the surfactant is removed. Further, in Example 1, the same result can be obtained even if the polymerization inhibitor is removed.

(Example 201: Fabrication of solid-state image sensor)
The colored composition of Example 1 was applied onto a silicon wafer by a spin coating method so that the film thickness after film formation was 0.4 μm. Then, using a hot plate, it was heated at 100 ° C. for 2 minutes. Next, using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.), exposure was performed at 1,000 mJ / cm ² via a mask with a 1.0 μm square dot pattern. Then, paddle development was performed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it was rinsed with a spin shower and then washed with pure water. Next, a pattern formed by curing the coloring composition of Example 1 was formed on a silicon wafer by heating at 200 ° C. for 5 minutes using a hot plate. Similarly, the following Red composition and the following Blue composition were sequentially patterned to form red, green and blue coloring patterns (Bayer patterns).
The Bayer pattern is a red element, two green elements, and one blue element as disclosed in US Pat. No. 3,971,065. ) It is a pattern in which a 2 × 2 array of color filter elements having an element is repeated.
The obtained color filter was incorporated into a solid-state image sensor according to a known method. It was confirmed that no matter which of the coloring compositions prepared in the examples was used, the solid-state image sensor was excellent in adhesion in the cured film, and a solid-state image sensor having suitable image recognition ability was obtained.

The Red composition and Blue composition used in Example 201 are as follows.

-Red composition-
The following components were mixed, stirred, and then filtered through a nylon filter (manufactured by Nippon Pole Co., Ltd.) having a pore size of 0.45 μm to prepare a Red composition.
Red pigment dispersion: 51.7 parts by mass Resin 4 (40% by mass PGMEA solution): 0.6 parts by mass Polymerizable compound 4: 0.6 parts by mass Photopolymerization initiator 1: 0.3 parts by mass Surfactant 1 : 4.2 parts by mass PGMEA: 42.6 parts by mass

-Blue composition-
The following components were mixed, stirred, and then filtered through a nylon filter (manufactured by Nippon Pole Co., Ltd.) having a pore size of 0.45 μm to prepare a Blue composition.
Blue pigment dispersion: 44.9 parts by mass Resin 4 (40% by mass PGMEA solution): 2.1 parts by mass Polymerizable compound 1: 1.5 parts by mass Polymerizable compound 4: 0.7 parts by mass Photopolymerization initiator 1 : 0.8 parts by mass Surface active agent 1: 4.2 parts by mass PGMEA: 45.8 parts by mass

The raw materials used for the Red composition and the Blue composition are as follows.

-Red pigment dispersion liquid C. I. Pigment Red 254 in 9.6 parts by mass, C.I. I. A mixture consisting of 4.3 parts by mass of Pigment Yellow 139, 6.8 parts by mass of a dispersant (DISPERBYK-161, manufactured by BYK Chemie), and 79.3 parts by mass of PGMEA is mixed with a bead mill (zirconia beads 0.3 mm diameter). ) Was mixed and dispersed for 3 hours to prepare a pigment dispersion. After that, a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to carry out a dispersion treatment at a flow rate of 500 g / min under a pressure of 2,000 kg / cm ³ . This dispersion treatment was repeated 10 times to obtain a Red pigment dispersion liquid.

-Blue pigment dispersion liquid C. I. Pigment Blue 15: 6 in 9.7 parts by mass, C.I. I. A mixture consisting of 2.4 parts by mass of Pigment Violet 23, 5.5 parts of dispersant (DISPERBYK-161, manufactured by BYK Chemie) and 82.4 parts of PGMEA was prepared by a bead mill (zirconia beads 0.3 mm diameter). A pigment dispersion was prepared by time mixing and dispersion. After that, a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to carry out a dispersion treatment at a flow rate of 500 g / min under a pressure of 2,000 kg / cm ³ . This dispersion treatment was repeated 10 times to obtain a Blue pigment dispersion liquid.

Polymerizable compound 1: KAYARAD DPHA (mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, manufactured by Nippon Kayaku Co., Ltd.)
Polymerizable compound 4: The following structure

-Resin 4: The following structure (acid value: 70 mgKOH / g, Mw = 11,000, the ratio in each structural unit is a molar ratio).

-Photopolymerization initiator 1: IRGACURE-OXE01 (1- [4- (phenylthio) phenyl] -1,2-octanedione-2- (O-benzoyloxime), manufactured by BASF)

Surfactant 1: 1 mass% PGMEA solution of the following mixture (Mw = 14,000). In the following formula, the unit of% (62% and 38%) indicating the ratio of the constituent units is mass%.

The disclosure of Japanese Patent Application No. 2020-194656 filed November 24, 2020 is incorporated herein by reference in its entirety.
All documents, patent applications, and technical standards described herein are to the same extent as if the individual documents, patent applications, and technical standards were specifically and individually stated to be incorporated by reference. Is incorporated herein by reference.

Claims

Pigment,
The compound represented by the following formula 1,
Polymerizable compounds and
A coloring composition containing a polymerization initiator.

In formulas 1 and 2, M represents two hydrogen atoms or a metal atom to which a counter ion or an oxygen atom may be bonded, and aromatic rings A to D each independently have a substituent. May represent an aromatic ring or a heteroaromatic ring, at least one of the aromatic rings A to D is a structure represented by the formula 2, where X 1 represents a nitrogen atom or CR 1 and X 2 is a nitrogen atom or CR 2 is represented, X 3 represents a nitrogen atom or CR 3 , and R 1 to R 3 independently represent a hydrogen atom, a halogen atom or -OR 4- (NR 5 R 6 ) n , and R 4 Represents an n + 1 valent linking group, R 5 and R 6 independently represent a hydrogen atom or a substituent, and R 2 and R 4 , R 4 and R 5 , and R 5 and R 6 bond to each other. Each of n independently represents an integer of 1 to 5, and the two carbon-carbon bonds represented by * are common to the nitrogen-containing 5-membered aromatic ring in Equation 1. Representing a carbon-carbon bond, in each of the aromatic rings A to D, the structure represented by the formula 2 is 6 even if R 1 and R 2 are bonded so as to be at the 3rd and 4th positions of the phthalocyanine structure. They may be combined so as to be in the positions of the 5th position and the 5th position.
The coloring composition according to claim 1, wherein all of R 1 to R 3 in the above formula 2 are halogen atoms.
The coloring composition according to claim 2, wherein all of R 1 to R 3 in the above formula 2 are chlorine atoms.
The coloring composition according to any one of claims 1 to 3, wherein n in the formula 2 is 1 and R 4 is a linking group represented by the following formula 3.

In formula 3, R 7 represents a single bond or a divalent linking group, R 8 represents a divalent aliphatic hydrocarbon group, # represents a bond position with an oxygen atom in formula 2, and # represents. # Represents the bond position with the nitrogen atom in Equation 2.
The coloring composition according to any one of claims 1 to 4, wherein R 5 and R 6 in the above formula 2 are independently hydrogen atoms or aliphatic hydrocarbon groups.
The coloring composition according to any one of claims 1 to 5, wherein M in the above formula 1 is Cu, Zn, Fe, VO or AlCl.
The coloring composition according to claim 6, wherein M in the above formula 1 is Cu.
The coloring composition according to any one of claims 1 to 7, wherein the pKa of the conjugated acid of the nitrogen atom in the group represented by the above formula 2 is a value exceeding 7.
The coloring composition according to any one of claims 1 to 8, wherein the pigment contains a green pigment.
The green pigment is C.I. I. Pigment Green 36, C.I. I. Pigment Green 58 and C.I. I. The coloring composition according to claim 9, which comprises at least one selected from the group consisting of Pigment Green 63.
The coloring composition according to claim 9 or 10, wherein the pigment further contains a yellow pigment.
The yellow pigment is C.I. I. Pigment Yellow 129, C.I. I. Pigment Yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 185, C.I. I. Pigment Yellow 213 and C.I. I. The coloring composition according to claim 11, which comprises at least one selected from the group consisting of Pigment Yellow 215.
The coloring composition according to any one of claims 1 to 12, wherein the content of the compound represented by the above formula 1 is 3% by mass or more with respect to the total solid content of the coloring composition.
The coloring according to any one of claims 1 to 13, wherein the content of the compound represented by the formula 1 is 1 part by mass to 50 parts by mass with respect to 100 parts by mass of the pigment content. Composition.
A cured product obtained by curing the coloring composition according to any one of claims 1 to 14.
A color filter comprising the cured product according to claim 15.
A solid-state image sensor having the color filter according to claim 16.
An image display device having the color filter according to claim 16.
A compound represented by the following formula 1.

In formulas 1 and 2, M represents two hydrogen atoms or a metal atom to which a counter ion or an oxygen atom may be bonded, and aromatic rings A to D each independently have a substituent. May represent an aromatic ring or a heteroaromatic ring, at least one of the aromatic rings A to D is a structure represented by the formula 2, where X 1 represents a nitrogen atom or CR 1 and X 2 is a nitrogen atom or CR 2 is represented, X 3 represents a nitrogen atom or CR 3 , and R 1 to R 3 independently represent a hydrogen atom, a halogen atom or -OR 4- (NR 5 R 6 ) n , and R 4 Represents an n + 1 valent linking group, R 5 and R 6 independently represent a hydrogen atom or a substituent, and R 2 and R 4 , R 4 and R 5 , and R 5 and R 6 bond to each other. Each of n independently represents an integer of 1 to 5, and the two carbon-carbon bonds represented by * are common to the nitrogen-containing 5-membered aromatic ring in Equation 1. Representing a carbon-carbon bond, in each of the aromatic rings A to D, the structure represented by the formula 2 is 6 even if R 1 and R 2 are bonded so as to be at the 3rd and 4th positions of the phthalocyanine structure. They may be combined so as to be in the positions of the 5th position and the 5th position.