JP5523919B2 - Colored composition, colored photosensitive composition, color filter, solid-state imaging device, and liquid crystal display device - Google Patents

Description

  The present invention relates to a colored composition, a colored photosensitive composition containing the colored composition, a color filter having a colored region formed using the colored photosensitive composition, and a solid-state imaging using the color filter. The present invention relates to an element and a liquid crystal display element.

  The color filter contains a colored composition in which an organic pigment or an inorganic pigment is dispersed, a polyfunctional monomer, a polymerization initiator, an alkali-soluble resin, and other components to form a colored photosensitive composition, which is used for photolithography. It is manufactured by forming a colored pattern by a method, an ink jet method or the like.

  In recent years, color filters tend to be used not only for monitors but also for televisions (TVs) in liquid crystal display (LCD) applications. Along with this trend of expanding applications, color filters are required to have high color characteristics in terms of chromaticity and contrast. Similarly, color filters for use in image sensors (solid-state imaging devices) are also required to have high color characteristics such as reduction in color unevenness and improvement in color resolution.

  In response to the above requirements, the pigment contained in the colored photosensitive composition is dispersed in a finer state (good dispersibility), and is dispersed in a stable state (good dispersion stability). Is required. When the dispersibility of the pigment is insufficient, fringes (jagged edges) and surface irregularities occur in the colored pixels formed by the photolithographic method, and there are many undeveloped residues (residues) on the substrate. There arises a problem that the chromaticity and dimensional accuracy of the color filter are lowered and the contrast is remarkably deteriorated. In addition, when the dispersion stability of the pigment is insufficient, in the color filter manufacturing process, in particular, the uniformity of the film thickness in the coating process of the colored photosensitive composition is reduced, or the sensitivity in the exposure process. Or the alkali solubility in the development process is likely to be reduced. Further, when the dispersion stability of the pigment is poor, there is also a problem that the constituent components of the colored photosensitive composition are aggregated with the passage of time, the viscosity is increased, and the pot life is extremely shortened. In order to improve color characteristics such as the contrast of the color filter, it is effective to reduce the particle diameter of the pigment. However, if the particle diameter of the pigment is reduced, the surface area of the pigment particle becomes relatively large. The cohesive force between the two becomes strong, and it is often difficult to achieve both dispersibility and dispersion stability at a high level.

In relation to the above, the following methods are known as the refinement of pigment particles.
In general, the primary particles of the pigment are made fine by a method of kneading a pigment, a water-soluble inorganic salt, or a water-soluble organic solvent that does not substantially dissolve the inorganic salt with a kneader (a salt milling method). Are known. The mixture of the primary particles of the fine pigment obtained by this method is put into water and stirred with a mixer or the like to form a slurry. Next, the slurry is filtered, washed with water, and dried to obtain a fine pigment as a secondary aggregate that is an aggregate of primary particles of the pigment. The dispersion step in a normal disperser such as a sand mill or a ball mill is a step of loosening a secondary aggregate that is an aggregate of primary particles of a pigment to obtain a dispersion close to the primary particles.

The primary particles of the fine pigment can be obtained by the method as described above, but various pigment dispersants have been developed so far in order to improve the dispersibility and dispersion stability of the primary particles. Yes.
For example, for the purpose of obtaining high-definition and high-quality pixels with good alkali developability, a radiation-sensitive composition for color filters containing ω-carboxypolycaprolactone monomethacrylate copolymer as an alkali-soluble resin is proposed. (For example, refer to Patent Document 1).
Also, for the purpose of simultaneously improving the dispersibility of the pigment and the alkali developability, it has a polymer structure of a vinyl compound such as styrene or alkyl (meth) acrylate as a graft chain, and a heterocyclic structure as a side chain. There has been proposed a pigment dispersion characterized by containing a polymer compound contained in (see, for example, Patent Document 2).

JP 2004-287409 A JP 2003-238837 A

  However, even the methods described in Patent Documents 1 and 2 have not been able to meet the increasing demand from the market for color unevenness and contrast. In particular, when a fine pigment is used, it has been desired to achieve higher dispersibility and dispersion stability.

This invention is made | formed in view of said point, and makes it a subject to achieve the following objectives.
That is, the first object of the present invention is that finely divided pigment is stably dispersed in the form of primary particles, has high contrast, small color density unevenness, excellent color characteristics, and few residues during development. The object is to provide a colored composition capable of forming a colored film.
In addition, the second object of the present invention is a colored photosensitive film which can form a colored cured film having excellent coating properties and developability, high contrast, small color density unevenness, excellent color characteristics and few residues during development. It is to provide a sex composition.
Furthermore, a third object of the present invention is to provide a color filter having a colored region with high contrast, small color density unevenness, excellent color characteristics, and little residue during development, a solid-state imaging device equipped with the color filter, and The object is to provide a liquid crystal display element.

Specific means for solving the above problems are as follows.
<1> (A) a polymer compound having a structural unit represented by the following general formula (I) or the following general formula (II) and a structural unit having an acid group, (B) a pigment, (C) an organic A coloring composition comprising a solvent and (D) a dye multimer containing a structural unit represented by the following general formula (A) .

In the general formula (I) and general formula (II), R ^{1 to} R ⁶ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X ¹ and X ² each independently represent —CO—, -C (= O) O-, -CONH-, -OC (= O)-or a phenylene group, L ¹ and L ² are each independently a single bond or an alkylene group having 1 to 4 carbon atoms and -C A group to which (═O) —, —OC (═O) — or —NHC (═O) — is bonded (provided that —C (═O) —, —OC (═O) — or —NHC (═O )-Represents the terminal side, and A ¹ and A ² each independently represents an alkyl group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms substituted with a phenyl group, and m and n each independently represents an integer of 2 to 8, and p and q each independently represents an integer of 1 to 100.

In the general formula (A), X ^A1 and X ^A2 each independently represent a linking group formed by polymerization, and are any one of the above (X-1) to (X-15). In the above (X-1) to (X-15), * represents a site linked to L ^A1 or L ^A2 . L ^A1 and L ^A2 each independently represent a single bond, an alkylene group having 1 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, -CH = CH-, -O-, -S-, -NR-,- C (═O) —, —SO—, —SO ₂ —, or a linking group formed by linking two or more thereof (wherein R represents a hydrogen atom, an alkyl group, or an aryl group). ). m represents an integer of 0 to 3, and n ¹ and n ² each independently represents an integer of 1 to 4. Dye represents a dye residue obtained by removing one to (m + 1) arbitrary hydrogen atoms of the compound represented by the general formula (III-3). Dye and LA ² may be linked by any of a covalent bond, an ionic bond, and a coordination bond. When n ¹ is 2 or more, a plurality of L ^A1 may be the same or different. When n ² is 2 or more, a plurality of L ^A2 may be the same or different.
In the general formula (III-3), R ² and R ⁵ are each independently a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a hydroxyl group, a cyano group, a nitro group, or an alkoxy group. , Aryloxy group, heterocyclic oxy group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, imide group, alkoxycarbonylamino group, sulfonamido group, azo group, alkylthio group, arylthio group, heterocyclic thio group Represents an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, and R ³ and R ⁴ each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a silyl group, a hydroxyl group, A cyano group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, Acyl group, alkoxycarbonyl group, carbamoyl group, anilino group, carbonamido group, ureido group, imide group, alkoxycarbonylamino group, sulfonamido group, azo group, alkylthio group, arylthio group, heterocyclic thio group, alkylsulfonyl group, An arylsulfonyl group, a sulfamoyl group, or a phosphinoylamino group is represented, and R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group. Ma represents a metal atom or a metal compound. X ³ and X ⁴ each independently represent NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group), a nitrogen atom, oxygen Represents an atom or a sulfur atom. Y ¹ and Y ² are each independently NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group), a nitrogen atom, or Represents a carbon atom. R ⁸ and R ⁹ each independently represents an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylamino group, an arylamino group, or a heterocyclic amino group. R ⁸ and Y ¹ may be bonded to each other to form a 5-membered, 6-membered or 7-membered ring, and R ⁹ and Y ² are bonded to each other to form a 5-membered, 6-membered or 7-membered ring. May be formed. X ⁵ represents a group capable of binding to Ma, and a represents 0, 1 or 2.

<2> The colored composition according to <1>, wherein the (D) dye multimer has a weight average molecular weight of 8500 or more and 28000 or less.
<3> The colored composition according to <1> or <2>, in which the content ratio of the structural unit represented by the general formula (A) in the (D) dye multimer is 10% by mass or more.
<4> In the polymer compound (A), the content of the structural unit represented by the general formula (I) or the general formula (II) is 5% by mass or more, from <1> to <3> The coloring composition as described in any one.
< 5 > The colored composition according to any one of <1> to <4>, further comprising (E) a pigment derivative, wherein at least one of the pigment derivatives is a basic pigment derivative It is a thing.
< 6 > The colored composition according to any one of <1> to <5>, wherein the pigment (B) is a phthalocyanine pigment.
< 7 > The colored composition according to any one of <1> to < 6 >, wherein the acid group of the structural unit having an acid group is a carboxylic acid group.

< 8 > A colored photosensitive composition comprising the colored composition according to any one of <1> to < 7 >, (F) a polymerizable compound, and (G) a photopolymerization initiator. It is.
< 9 > A color filter having a colored region formed using the colored photosensitive composition according to < 8 > on a substrate.
< 10 > A solid-state imaging device comprising the color filter according to < 9 >.
< 11 > A liquid crystal display element comprising the color filter according to < 9 >.

According to the present invention, a finely divided pigment is stably dispersed in the form of primary particles, forming a colored film having high contrast, small color density unevenness, excellent color characteristics, and few residues during development. The resulting colored composition can be provided.
In addition, according to the present invention, a colored photosensitive composition that can form a colored cured film having excellent coating properties and developability, high contrast, small color density unevenness, excellent color characteristics, and few residues during development. Can be provided.
Furthermore, according to the present invention, a color filter having a colored region with high contrast, small color density unevenness, excellent color characteristics, and little residue during development, a solid-state imaging device including the color filter, and a liquid crystal display device Can be provided.

  Hereinafter, the colored composition, colored photosensitive composition, color filter, solid-state imaging device, and liquid crystal display device of the present invention will be described in detail.

≪Coloring composition≫
The colored composition of the present invention includes (A) a polymer compound having a structural unit represented by the following general formula (I) or the following general formula (II) and a structural unit having an acid group, and (B) a pigment. (C) An organic solvent and (D) a compound represented by the following general formula (III) contains a dye which is a metal atom or a complex coordinated to a metal compound.

In the above general formula (I) and general formula (II), R ^{1 to} R ⁶ each independently represents a hydrogen atom or a monovalent organic group, and X ¹ and X ² each independently represent —CO—, —C ( ═O) O—, —CONH—, —OC (═O) — or a phenylene group, L ¹ and L ² each independently represent a single bond or a divalent organic linking group, and A ¹ and A ² are Each independently represents a monovalent organic group, m and n each independently represent an integer of 2 to 8, and p and q each independently represents an integer of 1 to 100.

In the general formula (III), R ^{1 to} R ⁶ each independently represent a hydrogen atom or a substituent, and R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group.

  The colored composition of the present invention further contains (E) a pigment derivative, and at least one of the pigment derivatives is preferably a basic pigment derivative.

In the colored composition of the present invention, the mechanism of excellent dispersibility and dispersion stability of the primary particles of the refined pigment is not clear, but is presumed as follows.
(A) The polymer compound includes a structural unit having an acid group (hereinafter sometimes referred to as “acid group-containing structural unit”). This acid group acts as an adsorbing group for the pigment or pigment derivative.
Moreover, (A) the high molecular compound contains the structural unit represented by the general formula (I) or the general formula (II) as a repeating unit. The graft chain portion of this structural unit has a low affinity with the pigment, but since it has a high affinity with the organic solvent, it can take a structure extended to the organic solvent side without being adsorbed on the surface of the pigment. .
In other words, the polymer compound (A) in the present invention has a structure in which the graft chain structure is extended in an organic solvent, and acid groups are efficiently adsorbed to the pigment surface. As a result, the pigment is stabilized in the organic solvent. It is considered that the dispersed state can be maintained.

Contrary to the polymer compound (A) in the present invention, in the case of a polymer compound having a graft chain having a high affinity with the pigment and a low affinity with the solvent, the graft chain is adsorbed on the surface of the pigment. The structure cannot be extended to an organic solvent. Therefore, the polymer compound having such a graft chain has a contracted structure when coexisting with the pigment and the organic solvent, and the adsorption to the pigment surface is not performed efficiently, resulting in the aggregation of the pigment. It is thought that it will end.
For example, in the ω-carboxypolycaprolactone monomethacrylate copolymer described in JP-A No. 2004-287409, the graft chain end group is a highly interactive carboxyl group, so that the graft chain is adsorbed on the pigment surface. Since the structure of the copolymer is in a contracted state, the effect of dispersing the pigment is not sufficiently exhibited.

  The coloring composition of the present invention contains the dye (D) (also referred to as “dipyrromethene dye”), thereby reducing light scattering, thereby increasing the contrast and reducing the color density unevenness. Spectral characteristics can be corrected and color characteristics are excellent. In addition, due to the interaction between the dipyrromethene dye and the pigment, the dipyrromethene dye can be developed together with the pigment during development, thereby forming a colored film with little residue.

Hereinafter, each component which comprises the coloring composition of this invention is demonstrated.
<(A) polymer compound>
The colored composition of the present invention is a polymer compound having at least one structural unit represented by the following general formula (I) or the following general formula (II) and at least one structural unit having an acid group. (Hereinafter sometimes referred to as “specific polymer”).

In the above general formula (I) and general formula (II), R ^{1 to} R ⁶ each independently represents a hydrogen atom or a monovalent organic group, and X ¹ and X ² each independently represent —CO—, —C ( ═O) O—, —CONH—, —OC (═O) — or a phenylene group, L ¹ and L ² each independently represent a single bond or a divalent organic linking group, and A ¹ and A ² are Each independently represents a monovalent organic group, m and n each independently represent an integer of 2 to 8, and p and q each independently represents an integer of 1 to 100.

[Structural unit represented by general formula (I) or general formula (II)]
The structural unit represented by the general formula (I) or the general formula (II) is included as a repeating unit in the polymer compound (A).

In the general formula (I) and the general formula (II), R ^{1 to} R ⁶ each independently represents a hydrogen atom or a monovalent organic group. As the monovalent organic group, a substituted or unsubstituted alkyl group is preferable. As an alkyl group, a C1-C12 alkyl group is preferable, a C1-C8 alkyl group is more preferable, and a C1-C4 alkyl group is especially preferable.
When the alkyl group has a substituent, examples of the substituent include a hydroxy group, an alkoxy group (preferably having 1 to 5 carbon atoms, more preferably 1 to 3 carbon atoms), a methoxy group, an ethoxy group, Examples include a cyclohexyloxy group.
Specific examples of preferred alkyl groups include methyl, ethyl, propyl, n-butyl, i-butyl, t-butyl, n-hexyl, cyclohexyl, 2-hydroxyethyl, A 3-hydroxypropyl group, a 2-hydroxypropyl group, and a 2-methoxyethyl group are exemplified.
R ¹ , R ² , R ⁴ , and R ⁵ are preferably hydrogen atoms, and R ³ and R ⁶ are most preferably hydrogen atoms or methyl groups from the viewpoint of adsorption efficiency on the pigment surface.

In the general formula (I) and general formula (II), X ¹ and X ² are each independently —CO—, —C (═O) O—, —CONH—, —OC (═O) —, or Represents a phenylene group. Among them, —C (═O) O—, —CONH—, and a phenylene group are preferable from the viewpoint of adsorptivity to the pigment, and —C (═O) O— is most preferable.

In the general formula (I) and general formula (II), L ¹ and L ² each independently represents a single bond or a divalent organic linking group. The divalent organic linking group is preferably a substituted or unsubstituted alkylene group or a divalent organic linking group comprising the alkylene group and a hetero atom or a partial structure containing a hetero atom. Here, the alkylene group is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 1 to 8 carbon atoms, and particularly preferably an alkylene group having 1 to 4 carbon atoms. In addition, examples of the hetero atom in the partial structure containing a hetero atom include an oxygen atom, a nitrogen atom, and a sulfur atom, and among them, an oxygen atom and a nitrogen atom are preferable.
Specific examples of preferable alkylene groups include a methylene group, an ethylene group, a propylene group, a trimethylene group, and a tetramethylene group.
When the alkylene group has a substituent, examples of the substituent include a hydroxy group.
The divalent organic linking group includes a heteroatom or a heteroatom selected from —C (═O) —, —OC (═O) —, and —NHC (═O) — at the end of the above alkylene group. A compound having a partial structure and linked to an adjacent oxygen atom via the heteroatom or a partial structure containing a heteroatom is preferable from the viewpoint of adsorptivity to the pigment.

In the general formula (I) and general formula (II), A ¹ and A ² each independently represents a monovalent organic group. As the monovalent organic group, a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group is preferable.
Examples of preferable alkyl groups include linear, branched, and cyclic alkyl groups having 1 to 20 carbon atoms. Specific examples thereof include a methyl group, an ethyl group, a propyl group, Butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, hexadecyl, octadecyl, eicosyl, isopropyl, isobutyl, s-butyl, Examples thereof include t-butyl group, isopentyl group, neopentyl group, 1-methylbutyl group, isohexyl group, 2-ethylhexyl group, 2-methylhexyl group, cyclohexyl group, cyclopentyl group and 2-norbornyl group.

As the substituent of the substituted alkyl group, a monovalent non-metallic atomic group other than hydrogen is used. Preferred examples include halogen atoms (—F, —Br, —Cl, —I), hydroxyl groups, alkoxy groups. Group, aryloxy group, mercapto group, alkylthio group, arylthio group, alkyldithio group, aryldithio group, amino group, N-alkylamino group, N, N-dialkylamino group, N-arylamino group, N, N-diaryl Amino group, N-alkyl-N-arylamino group, acyloxy group, carbamoyloxy group, N-alkylcarbamoyloxy group, N-arylcarbamoyloxy group, N, N-dialkylcarbamoyloxy group, N, N-diarylcarbamoyloxy Group, N-alkyl-N-arylcarbamoyloxy group, alkylsulfoxy , Arylsulfoxy group, acyloxy group, acylthio group, acylamino group, N-alkylacylamino group, N-arylacylamino group, ureido group, N′-alkylureido group, N ′, N′-dialkylureido group, N '-Arylureido group, N', N'-diarylureido group, N'-alkyl-N'-arylureido group, N-alkylureido group, N-arylureido group, N'-alkyl-N-alkylureido group N′-alkyl-N-arylureido group, N ′, N′-dialkyl-N-alkylureido group, N ′, N′-dialkyl-N-arylureido group, N′-aryl-N-alkylureido group N′-aryl-N-arylureido group, N ′, N′-diaryl-N-alkylureido group, N ′, N′-diaryl-N-aryluree Id group, N′-alkyl-N′-aryl-N-alkylureido group, N′-alkyl-N′-aryl-N-arylureido group, alkoxycarbonylamino group, aryloxycarbonylamino group, N-alkyl- N-alkoxycarbonylamino group, N-alkyl-N-aryloxycarbonylamino group, N-aryl-N-alkoxycarbonylamino group, N-aryl-N-aryloxycarbonylamino group, formyl group, acyl group, carboxyl group , Alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, N-alkylcarbamoyl group, N, N-dialkylcarbamoyl group, N-arylcarbamoyl group, N, N-diarylcarbamoyl group, N-alkyl-N-arylcarbamoyl group An alkylsulfinyl group, Arylsulfinyl group, alkylsulfonyl group, arylsulfonyl group, sulfo group (—SO ₃ H) and its conjugate base group (hereinafter referred to as sulfonate group), alkoxysulfonyl group, aryloxysulfonyl group, sulfinamoyl group, N-alkyls Rufinamoyl group, N, N-dialkylsulfinamoyl group, N-arylsulfinamoyl group, N, N-diarylsulfinamoyl group, N-alkyl-N-arylsulfinamoyl group, sulfamoyl group, N-alkyl Sulfamoyl group, N, N-dialkylsulfamoyl group, N-arylsulfamoyl group, N, N-diarylsulfamoyl group, N-alkyl-N-arylsulfamoyl group, phosphono group (—PO ₃ H ₂₎ and its conjugated base group (hereinafter referred to as phosphonato group), Alkyl phosphono group _{(-PO 3 (alkyl) 2)} , diaryl phosphono group _{(-PO 3 (aryl) 2)} , alkyl aryl phosphono group _{(-PO 3 (alkyl) (aryl} )), monoalkyl phosphono group (—PO ₃ H (alkyl)) and its conjugate base group (hereinafter referred to as alkylphosphonate group), monoarylphosphono group (—PO ₃ H (aryl)) and its conjugate base group (hereinafter referred to as arylphosphonate) Group), phosphonooxy group (—OPO ₃ H ₂ ) and its conjugate base group (hereinafter referred to as phosphonatoxy group), dialkylphosphonooxy group (—OPO ₃ (alkyl) ₂ ), diarylphosphonooxy group (— OPO _{3 (aryl) 2),} alkylaryl phosphono group _{(-OPO 3 (alkyl) (aryl} )) Monoalkyl phosphono group _(-OPO 3 H (alkyl)) and its conjugated base group (hereinafter referred to as alkylphosphonato group), monoarylphosphono group _(-OPO 3 H (aryl)) and its conjugate Examples thereof include a base group (hereinafter referred to as an arylphosphonatoxy group), a cyano group, a nitro group, an aryl group, a heteroaryl group, an alkenyl group, an alkynyl group, and a silyl group.
Specific examples of the alkyl group in these substituents include the alkyl groups described above, and these may further have a substituent.
Examples of the substituent include an alkoxy group, aryloxy group, alkylthio group, arylthio group, N, N-dialkylamino group, N, N-diarylamino group, N-alkyl-N-arylamino group, acyloxy group, aryl group, hetero An aryl group, an alkenyl group, an alkynyl group, and a silyl group are preferable from the viewpoint of dispersion stability.

  Specific examples of the aryl group include phenyl, biphenyl, naphthyl, tolyl, xylyl, mesityl, cumenyl, chlorophenyl, bromophenyl, chloromethylphenyl, hydroxyphenyl, methoxyphenyl, ethoxy Phenyl group, phenoxyphenyl group, acetoxyphenyl group, benzoyloxyphenyl group, methylthiophenyl group, phenylthiophenyl group, methylaminophenyl group, dimethylaminophenyl group, acetylaminophenyl group, carboxyphenyl group, methoxycarbonylphenyl group, Ethoxyphenylcarbonyl group, phenoxycarbonylphenyl group, N-phenylcarbamoylphenyl group, phenyl group, cyanophenyl group, sulfophenyl group, sulfonatophenyl group, phosphonophenyl group It can be exemplified phosphonophenyl phenyl group.

In general formula (I) and general formula (II), A ¹ and A ² are linear from 1 to 20 carbon atoms, from 3 to 20 carbon atoms from the viewpoint of dispersion stability and developability. And a cyclic alkyl group having 5 to 20 carbon atoms are preferred, a straight chain having 4 to 15 carbon atoms, a branched chain having 4 to 15 carbon atoms, and 6 to 10 carbon atoms. A cyclic alkyl group having a carbon number of 6 to 10 is more preferable, and a linear alkyl group having 6 to 10 carbon atoms and a branched alkyl group having 6 to 12 carbon atoms are still more preferable.

  In the general formula (I) and general formula (II), m and n each independently represents an integer of 2 to 8. From the viewpoint of dispersion stability and developability, m and n are preferably 4 to 6, and most preferably 5.

  In the general formula (I) and the general formula (II), p and q each independently represents an integer of 1 to 100. Two or more different p and different q may be mixed. p and q are preferably 5 to 60, more preferably 5 to 40, and still more preferably 5 to 20 from the viewpoints of dispersion stability and developability.

The specific polymer in the present invention contains at least one structural unit represented by the general formula (I) or at least one structural unit represented by the general formula (II), or contains the general formula (I). And at least one structural unit represented by the general formula (II). Here, in the said general formula (I) and (II), the following combinations are especially preferable aspects. That is, R ¹ , R ² , R ⁴ , and R ⁵ are preferably hydrogen atoms, and R ³ and R ⁶ are preferably hydrogen atoms or methyl groups. X ¹ and X ² are preferably —C (═O) O—. L ¹ and L ² are each a hetero atom or hetero atom selected from —C (═O) —, —OC (═O) —, and —NHC (═O) — at the terminal of an alkylene group having 1 to 4 carbon atoms. And a divalent organic linking group linked to an adjacent oxygen atom through the heteroatom or a partial structure containing a heteroatom. m and n are preferably 5, and p and q are preferably 5 to 20.

As the specific polymer in the present invention, a polymer containing at least one of the structural units represented by the general formula (I) is preferable from the viewpoint of dispersion stability.
The structural unit represented by the general formula (I) is more preferably a structural unit represented by the following general formula (I) -2.

In the general formula (I) -2, R ^{1 to} R ³ each independently represents a hydrogen atom or a monovalent organic group, La represents an alkylene group having 2 to 10 carbon atoms, and Lb represents —C (═O )-Or -NHC (= O)-, A ¹ represents a monovalent organic group, m represents an integer of 2 to 8, and p represents an integer of 1 to 100.
The monovalent organic group represented by R ^{1 to} R ³ and A ¹ , and details and preferred embodiments of m and p are the same as those in the general formula (I).
La is more preferably an alkylene group having 2 to 8 carbon atoms, and further preferably an alkylene group having 2 to 4 carbon atoms. Specific examples include an ethylene group, a propylene group, a trimethylene group, and a tetramethylene group. When the alkylene group has a substituent, examples of the substituent include a hydroxy group.

  The structural unit represented by the general formula (I), (II) or (I) -2 is a monomer represented by the following general formula (i), (ii) or (i) -2, respectively. It is introduced as a repeating unit of the polymer compound by polymerization or copolymerization.

In the general formulas (i), (ii) and (i) -2, R ^{1 to} R ⁶ each independently represent a hydrogen atom or a monovalent organic group, and X ¹ and X ² each independently represent —CO—. , -C (= O) O-, -CONH-, -OC (= O)-or a phenylene group, L ¹ and L ² each independently represent a single bond or a divalent organic linking group, and La represents Represents an alkylene group having 2 to 10 carbon atoms, Lb represents —C (═O) — or —NHC (═O) —, A ¹ and A ² each independently represents a monovalent organic group, m and n each independently represents an integer of 2 to 8, and p and q each independently represents an integer of 1 to 100.
R ^{1 to} R ⁶ , X ¹ and X ² , L ¹ and L ² , A ¹ and A ² , m and n, p and q are the same as those in the general formulas (I), (II) and (I) -2. It is synonymous.

  Preferred specific examples of the monomer represented by the general formula (i), (ii) or (i) -2 [monomer (A-1) to (A-24)] are listed below. The invention is not limited to these examples.

  The specific polymer in the present invention includes at least one of the structural units represented by the general formula (I) or the general formula (II), and may include only one or two or more. But you can.

  In the specific polymer, the content of the structural unit represented by the general formula (I) or the general formula (II) is not particularly limited, but the total structural unit contained in the polymer is 100% by mass. In that case, the structural unit is preferably contained in an amount of 5% by mass or more, more preferably 30% by mass or more, and 40% by mass to 60% by mass in view of achieving both dispersibility and developability of the pigment. More preferably.

[Structural unit having acid group]
The specific polymer in this invention contains the structural unit (acid group containing structural unit) which has an acid group. The acid group of the acid group-containing structural unit serves as an adsorbing group for the pigment or pigment derivative.

  In the acid group-containing structural unit in the present invention, the acid group is preferably an acid group having a pKa of 10 or less. Specific examples of the acid group having a pKa of 10 or less include a sulfonic acid group, a phosphoric acid group, a carboxylic acid group, and a phenol group. Among these, a carboxylic acid group is most preferably used from the viewpoint of achieving both pigment dispersibility and developability.

In the acid group-containing structural unit of the present invention, the acid group may be directly bonded to the main chain of the specific polymer, or may be bonded to the main chain of the specific polymer via a linking chain.
The linking chain linking the main chain and the acid group of the specific polymer is a linking group containing a functional group selected from an aromatic ring, an ether group, an ester group, an amide group, a urea group and / or a urethane group. Is preferred. Since the functional group itself exhibits adsorptivity to the pigment, it is considered that the acid group-containing structural unit has an effect of increasing the adsorptivity to the pigment or the pigment derivative when the functional group is located close to the acid group. .
Here, the main chain of the specific polymer means a site linked by polymerization when the polymer is synthesized. For example, in the case of a polymer obtained by polymerizing a methacrylic acid ester, it means an alkylene site where the methacrylic sites are linked by polymerization. .

Moreover, said coupling group can be used in combination of multiple types of coupling group. For example, an aromatic ring and an ether group, an aromatic ring and an ester group, an aromatic ring and a urea group, an ether group and a urea group, an aromatic ring, an ether group, and a urea group can be used in combination.

  When the coloring composition of the present invention contains titanium black as a pigment, since the titanium black has a nitrogen atom, a hydrogen bonding functional group is preferably used as the linking group of the specific polymer. A group and a urethane group are preferably used.

Moreover, it is preferable to introduce | transduce an aromatic ring as a coupling group used for the acid group containing structural unit in this invention. By having an aromatic ring in the linking chain, the entanglement of the polymer can be reduced due to steric hindrance compared to a normal alkyl chain, etc., and the aromatic ring can easily be directed out of the polymer from the main chain part. Can be improved.
Here, the aromatic ring represents a structure in which atoms having π electrons are arranged in a ring, and includes a ring not containing a hetero atom such as a benzene ring, a naphthalene ring, and an anthracene ring, a pyridine ring, a pyrrole ring, a furan ring, and a carbazole. Various rings such as a ring and a ring containing a hetero atom such as a thiophene ring can be used. Among them, a highly versatile benzene ring, naphthalene ring, and pyridine ring can be preferably used, and a benzene ring can be more preferably used, and has a structure represented by the following formula (2). More preferred.

  In said formula (2), Y represents a coupling group with the principal chain of a specific polymer, and S represents an acidic functional group. R is a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, and may have a substituent. An aryloxy group, a heteroaryloxy group which may have a substituent, an alkyloxycarbonyl group which may have a substituent, an aryloxycarbonyl group which may have a substituent, and a substituent. Represents an optionally substituted alkylamide group, an optionally substituted arylamide group, a halogen group, and a nitro group. N represents an integer of 0 to 4, and m represents an integer of 1 to 5.

In said formula (2), Y represents a coupling group with the principal chain of a specific polymer. The structure of the linking group is not particularly limited, but from the viewpoint of lowering the pKa of the acid group, it is preferable that the benzene ring and the main chain are linked by an electron withdrawing group. It is more preferable that they are connected with each other, more preferably with an ester group.
Although the preferable specific example of Y is shown below, Y is not necessarily limited to these structures. X represents the site | part couple | bonded with the principal chain of a specific polymer, and Z represents the site | part couple | bonded with a benzene ring.

  In the formula (2), R is a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, an alkoxy group which may have a substituent, or a substituent. An aryloxy group which may have a substituent, a heteroaryloxy group which may have a substituent, an alkyloxycarbonyl group which may have a substituent, an aryloxy which may have a substituent A carbonyl group, an optionally substituted alkylamide group, an optionally substituted arylamide group, a halogen group, and a nitro group are represented. From the viewpoint of lowering the pKa of the acid group, it is preferably substituted with a hydrogen atom or an electron withdrawing group, and has a hydrogen atom, an alkyloxycarbonyl group which may have a substituent, or a substituent. Preferably an aryloxycarbonyl group, an optionally substituted alkylamide group, an optionally substituted arylamide group, a halogen group, a nitro group, or a carboxyl group, a hydrogen atom, More preferred are an alkyloxycarbonyl group which may have an aryloxycarbonyl group which may have a substituent.

  The acid group-containing structural unit in the present invention is preferably a structural unit having a carboxylic acid group as an acid group (hereinafter sometimes referred to as “carboxylic acid group-containing structural unit”). More preferably, it is a structural unit having a carboxylic acid group bonded to the main chain of the specific polymer through a linking chain composed of an atomic group having 4 or more atoms excluding hydrogen atoms.

In the carboxylic acid group-containing structural unit, since the carboxylic acid group is bonded to the main chain via a linking chain, the flexibility of the carboxylic acid group portion is increased, and the pigment or the pigment derivative is more efficiently exchanged. It becomes possible to act. In addition, since the carboxylic acid group also functions as a developable group, the developability is improved by increasing the flexibility. In this respect, a longer connecting chain is preferable.
On the other hand, if the linking chain is too long, the number of carboxylic acid group-containing structural units that can be introduced into the polymer decreases, so that the number of carboxylic acid groups that can be introduced into the polymer decreases.
From the above, in the carboxylic acid group-containing structural unit, the connecting chain connecting the main chain and the carboxylic acid group is composed of an atomic group having 4 to 100 atoms excluding hydrogen atoms. More preferably, it is composed of an atomic group having 6 to 60 atoms excluding hydrogen atoms, and more preferably 8 to 20 atoms excluding hydrogen atoms. It consists of individual atomic groups.

  In the carboxylic acid group-containing structural unit, the preferred embodiment of the linking chain that connects the main chain of the specific polymer and the carboxylic acid group is the same as the linking chain in the acid group-containing structural unit described above, and the linking chain Similarly, a plurality of types of linking groups can be used in combination.

As the linking group used in the carboxylic acid group-containing structural unit, it is preferable to introduce an aromatic ring as in the case of the acid group-containing structural unit described above, and the preferred embodiment of the aromatic ring is also the same.
The partial structure of the carboxylic acid group-containing structural unit is more preferably a structure represented by the following formula (1).

  In said formula (1), Y, R, and n are synonymous with the said Formula (2). The carboxylic acid group may be introduced from the benzene ring via a linking group.

  Specific examples of the partial structure represented by the above formula (1) are shown below, but the partial structure is not limited to these specific examples. X represents a binding site with the main chain.

  In the carboxylic acid group-containing structural unit, the connecting chain preferably includes an atomic group having an aromatic ring and having 6 to 60 atoms excluding hydrogen atoms. More preferably, the aromatic ring is a benzene ring, and is a linking chain bonded to the main chain via the benzene ring or by an ester bond.

  In the specific polymer of the present invention, the content of the carboxylic acid group-containing structural unit is preferably 50 mgKOH / g or more from the viewpoint of suppressing the formation of precipitates in the developer when forming the colored region. In order to effectively suppress the formation of secondary aggregates, which are aggregates of primary particles of pigment, or to effectively weaken the cohesive force of secondary aggregates, the content of carboxylic acid group-containing structural units is: 50 mg KOH / g to 200 mg KOH / g.

[Other structural units]
The specific polymer in the present invention is preferably a polymer compound obtained by further copolymerizing a monomer having a functional group capable of adsorbing to the pigment for the purpose of enhancing the adsorptivity to the pigment.
Specific examples of monomers having functional groups that can be adsorbed to pigments other than acid groups include monomers having organic dye structures or heterocyclic structures, monomers having basic nitrogen atoms, and monomers having ionic groups. And so on. Among these, monomers having an organic dye structure or a heterocyclic structure are preferable from the viewpoint of the adsorptive power to the pigment.

  The monomer having an organic dye structure or a heterocyclic structure is preferably one selected from the group consisting of a monomer represented by the following general formula (1), a maleimide, and a maleimide derivative. Among these, a monomer represented by the following general formula (1) is particularly preferable.

In the general formula (1), R ¹ represents a hydrogen atom or an alkyl group, and R ² represents a single bond or a divalent linking group. Y represents —CO—, —C (═O) O—, —CONH—, —OC (═O) — or a phenylene group, and Z represents a group having a nitrogen-containing heterocyclic group.

The alkyl group represented by R ¹ in the general formula (1) is preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, and an alkyl group having 1 to 4 carbon atoms. Particularly preferred.
When the alkyl group represented by R ¹ has a substituent, the substituent is preferably, for example, an alkoxy group such as a hydroxy group, a methoxy group, an ethoxy group, or a cyclohexyloxy group. As this alkoxy group, a C1-C5 thing is preferable and a C1-C3 thing is preferable.

Specific examples of the preferable alkyl group represented by R ¹ in the general formula (1) include, for example, methyl group, ethyl group, propyl group, n-butyl group, i-butyl group, t-butyl group, n -A hexyl group, a cyclohexyl group, 2-hydroxyethyl group, 3-hydroxypropyl group, 2-hydroxypropyl group, 2-methoxyethyl group is mentioned. Among them, R ¹ is most preferably a hydrogen atom or a methyl group.

The divalent linking group represented by R ² in the general formula (1) is preferably an alkylene group or a divalent group containing an alkylene group. The alkylene group is preferably an alkylene group having 1 to 12 carbon atoms, more preferably an alkylene group having 1 to 12 carbon atoms, still more preferably an alkylene group having 1 to 8 carbon atoms, and an alkylene group having 1 to 4 carbon atoms. Particularly preferred.
When this alkylene group has a substituent, examples of the substituent include a hydroxy group.
Specific examples of the preferable alkylene group represented by R ² include a methylene group, an ethylene group, a propylene group, a trimethylene group, and a tetramethylene group.

As the divalent group containing the alkylene group represented by R ² in the general formula (1), two or more of the alkylene groups are linked via a hetero atom (for example, an oxygen atom, a nitrogen atom, or a sulfur atom). It may be a thing.
The divalent group containing an alkylene group represented by R ^2, the end towards which binds to Z in the alkylene group, -O -, - S -, - C (= O) O -, - CONH-, -C (= O) S-, -NHCONH-, -NHC (= O) O-, -NHC (= O) S-, -OC (= O)-, -OCONH-, and -NHCO- A hetero atom selected from or a partial structure containing a hetero atom may be bonded.

As the nitrogen-containing heterocyclic structure constituting the nitrogen-containing heterocyclic group represented by Z in the general formula (1), specifically, for example, a pyridine ring, a pyrazine ring, a pyrimidine ring, a pyrrole ring, an imidazole ring, a triazole Ring, tetrazole ring, indole ring, quinoline ring, acridine ring, phenothiazine ring, phenoxazine ring, acridone ring, anthraquinone ring, benzimidazole structure, benztriazole structure, benzthiazole structure, cyclic amide structure, cyclic urea structure, and cyclic imide The thing which has a structure is mentioned.
These nitrogen-containing heterocyclic structures may have a substituent. Examples of the substituent include an alkyl group, an alkoxy group, a halogen atom, an aliphatic ester group, an aromatic ester group, and an alkoxycarbonyl group. Is mentioned.

The nitrogen-containing heterocyclic group represented by Z is more preferably a group having a nitrogen-containing heterocyclic structure having 6 or more carbon atoms, and a nitrogen-containing heterocyclic ring having 6 to 12 carbon atoms. A group having a structure is particularly preferable.
Specific examples of the nitrogen-containing heterocyclic structure having 6 or more carbon atoms include phenothiazine ring, phenoxazine ring, acridone ring, anthraquinone ring, benzimidazole structure, benztriazole structure, benzthiazole structure, cyclic amide structure, cyclic urea A structure and a cyclic imide structure are preferable, and a structure represented by the following general formula (2), (3) or (4) is particularly preferable.

In the general formula (2), X represents a single bond, an alkylene group (for example, a methylene group, an ethylene group, a propylene group, a trimethylene group, a tetramethylene group, etc.), -O-, -S-, -NRA-, and- Any one selected from the group consisting of C (═O) —. Here, RA represents a hydrogen atom or an alkyl group. When RA represents an alkyl group, the alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, Examples include i-propyl group, n-butyl group, t-butyl group, n-hexyl group, n-octyl group, 2-ethylhexyl group, n-octadecyl group and the like.
Among the above, as X in the general formula (2), a single bond, a methylene group, —O—, or —C (═O) — is preferable, and —C (═O) — is particularly preferable.

In the general formula (4), Y and Z each independently represent -N =, -NH-, -N (RB)-, -S-, or -O-. RB represents an alkyl group, and the alkyl group is preferably an alkyl group having 1 to 18 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, Examples include i-propyl group, n-butyl group, t-butyl group, n-hexyl group, n-octyl group, 2-ethylhexyl group, n-octadecyl group and the like.
Among the above, Y and Z are particularly preferably —N═, —NH—, and —N (RB) —. As a combination of Y and Z, a combination (imidazolyl group) in which one of Y and Z is —N═ and the other is —NH— is preferable.

  In the above general formula (2), (3) or (4), ring A, ring B, ring C and ring D each independently represent an aromatic ring. Examples of the aromatic ring include a benzene ring, naphthalene ring, indene ring, azulene ring, fluorene ring, anthracene ring, pyridine ring, pyrazine ring, pyrimidine ring, pyrrole ring, imidazole ring, indole ring, quinoline ring, acridine ring, Examples include phenothiazine ring, phenoxazine ring, acridone ring, anthraquinone ring, among others, benzene ring, naphthalene ring, anthracene ring, pyridine ring, phenoxazine ring, acridine ring, phenothiazine ring, phenoxazine ring, acridone ring, anthraquinone ring Are preferable, and a benzene ring, a naphthalene ring, and a pyridine ring are particularly preferable.

Specifically, examples of the ring A and ring B in the general formula (2) include a benzene ring, a naphthalene ring, a pyridine ring, and a pyrazine ring.
Examples of the ring C in the general formula (3) include a benzene ring, a naphthalene ring, a pyridine ring, a pyrazine ring, and the like.
Examples of the ring C in the general formula (4) include a benzene ring, a naphthalene ring, a pyridine ring, and a pyrazine ring.
The ring is more preferably a benzene ring or a naphthalene ring from the viewpoint of dispersibility and dispersion stability over time, and in the general formula (2) or (4), a benzene ring is more preferable, and the general formula In (3), a naphthalene ring is more preferable.

  In addition, the maleimide derivative in this invention means the maleimide by which N position was substituted by substituents, such as an alkyl group and an aryl group.

  Hereinafter, preferred specific examples (monomer M-1 to M-33) of the monomer, maleimide, and maleimide derivative represented by the general formula (1) are listed below, but the invention is not limited thereto. Absent.

  The specific polymer in the present invention includes only one structural unit derived from one monomer selected from the group consisting of the monomer represented by the general formula (1), maleimide, and maleimide derivatives. It may contain, and may contain 2 or more types.

In the specific polymer in the present invention, the content of the structural unit derived from one monomer selected from the group consisting of the monomer represented by the general formula (1), maleimide, and maleimide derivatives is: When the total structural unit contained in the specific polymer is 100% by mass, the content is preferably 5% by mass or more, and more preferably 10% by mass to 50% by mass.
That is, in order to effectively suppress the formation of secondary aggregates, which are aggregates of primary particles of the pigment, or to effectively weaken the cohesive force of the secondary aggregates, it is represented by the general formula (1). The content of polymerized units derived from one monomer selected from the group consisting of monomers, maleimides, and maleimide derivatives is preferably 5% by mass or more. Further, from the viewpoint of developability when producing a color filter with a colored photosensitive composition containing a colored composition, the group consisting of the monomer represented by the general formula (1), maleimide, and maleimide derivatives The content of polymerized units derived from one more selected monomer is preferably 50% by mass or less.

  As a monomer having a basic nitrogen atom, (meth) acrylic acid ester, (meth) acrylic acid N, N-dimethylaminoethyl, (meth) acrylic acid N, N-dimethylaminopropyl, (meth) acrylic acid 1 -(N, N-dimethylamino) -1,1-dimethylmethyl, (meth) acrylic acid N, N-dimethylaminohexyl, (meth) acrylic acid N, N-diethylaminoethyl, (meth) acrylic acid N, N -Diisopropylaminoethyl, N, N-di-n-butylaminoethyl (meth) acrylate, N, N-di-i-butylaminoethyl (meth) acrylate, morpholinoethyl (meth) acrylate, (meth) Piperidinoethyl acrylate, 1-pyrrolidinoethyl (meth) acrylate, N, N-methyl-2-pyrrolidyl (meth) acrylate And (meth) acrylamides include N- (N ′, N′-dimethylaminoethyl) acrylamide, N- (N ′, N ′), and the like. -Dimethylaminoethyl) methacrylamide, N- (N ', N'-diethylaminoethyl) acrylamide, N- (N', N'-diethylaminoethyl) methacrylamide, N- (N ', N'-dimethylaminopropyl) Acrylamide, N- (N ′, N′-dimethylaminopropyl) methacrylamide, N- (N ′, N′-diethylaminopropyl) acrylamide, N- (N ′, N′-diethylaminopropyl) methacrylamide, 2- ( N, N-dimethylamino) ethyl (meth) acrylamide, 2- (N, N-diethylamino) ) Ethyl (meth) acrylamide, 3- (N, N-diethylamino) propyl (meth) acrylamide, 3- (N, N-dimethylamino) propyl (meth) acrylamide, 1- (N, N-dimethylamino) -1 , 1-dimethylmethyl (meth) acrylamide and 6- (N, N-diethylamino) hexyl (meth) acrylamide, morpholino (meth) acrylamide, piperidino (meth) acrylamide, N-methyl-2-pyrrolidyl (meth) acrylamide and the like Examples of styrenes include N, N-dimethylaminostyrene, N, N-dimethylaminomethylstyrene, and the like.

  A monomer having any of a urea group, a urethane group, a hydrocarbon group having 4 or more carbon atoms having a coordinating oxygen atom, an alkoxysilyl group, an epoxy group, an isocyanate group, and a hydroxyl group can also be used. Specific examples include monomers having the following structure.

  Examples of the monomer having an ionic group include vinyl monomers having an ionic group (anionic vinyl monomers and cationic vinyl monomers). Examples of the anionic vinyl monomer include alkali metal salts of vinyl monomers having an acidic group, salts with organic amines (eg, tertiary amines such as triethylamine and dimethylaminoethanol), and the like. As the vinyl monomer, the nitrogen-containing vinyl monomer is an alkyl halide (alkyl group: C1-18, halogen atom: chlorine atom, bromine atom or iodine atom); benzyl halide such as benzyl chloride or benzyl bromide; Alkylsulfonic acid esters such as acids (alkyl groups: C1-18); arylsulfonic acid alkyl esters such as benzenesulfonic acid and toluenesulfonic acid (alkyl groups: C1-18); dialkyl sulfates (alkyl groups: C1-4), etc. Quaternized with dialkyldiallylane Such as salt, and the like.

  The monomer having a functional group capable of adsorbing to the pigment can be appropriately selected according to the type of pigment to be dispersed, and these may be used alone or in combination of two or more.

  The specific polymer in the present invention may further contain a structural unit derived from a copolymerizable vinyl monomer as long as the effect is not impaired.

  Although it does not restrict | limit especially as a vinyl monomer which can be used here, For example, (meth) acrylic acid esters, crotonic acid esters, vinyl esters, maleic acid diesters, fumaric acid diesters, itaconic acid diesters, ( Preference is given to meth) acrylamides, vinyl ethers, esters of vinyl alcohol, styrenes, (meth) acrylonitrile and the like. Specific examples of such vinyl monomers include the following compounds. In addition, in this specification, when showing either or both of "acryl and methacryl", it may describe as "(meth) acryl".

  Examples of (meth) acrylic acid esters include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, and n-butyl (meth) acrylate. , Isobutyl (meth) acrylate, t-butyl (meth) acrylate, n-hexyl (meth) acrylate, cyclohexyl (meth) acrylate, t-butylcyclohexyl (meth) acrylate, (meth) acrylic acid 2- Ethylhexyl, t-octyl (meth) acrylate, dodecyl (meth) acrylate, octadecyl (meth) acrylate, acetoxyethyl (meth) acrylate, phenyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-Methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate 2- (2-methoxyethoxy) ethyl (meth) acrylate, 3-phenoxy-2-hydroxypropyl (meth) acrylate, benzyl (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, (meth) acrylic acid Diethylene glycol monoethyl ether, (meth) acrylic acid triethylene glycol monomethyl ether, (meth) acrylic acid triethylene glycol monoethyl ether, (meth) acrylic acid polyethylene glycol monomethyl ether, (meth) acrylic acid polyethylene glycol monoethyl ether, ( Β-phenoxyethoxyethyl (meth) acrylate, nonylphenoxypolyethylene glycol (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclo (meth) acrylate Pentenyloxyethyl, trifluoroethyl (meth) acrylate, octafluoropentyl (meth) acrylate, perfluorooctylethyl (meth) acrylate, dicyclopentanyl (meth) acrylate, tribromophenyl (meth) acrylate , (Meth) acrylic acid tribromophenyloxyethyl, (meth) acrylic acid 2- (acetoacetyloxy) ethyl ester, and the like.

Examples of crotonic acid esters include butyl crotonate and hexyl crotonate.
Examples of vinyl esters include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl methoxyacetate, vinyl benzoate, and the like.
Examples of maleic acid diesters include dimethyl maleate, diethyl maleate, and dibutyl maleate.
Examples of the fumaric acid diesters include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate.
Examples of itaconic acid diesters include dimethyl itaconate, diethyl itaconate, and dibutyl itaconate.

  (Meth) acrylamides include (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N-isopropyl (meth) acrylamide, and Nn-butyl. Acrylic (meth) amide, Nt-butyl (meth) acrylamide, N-cyclohexyl (meth) acrylamide, N- (2-methoxyethyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N -Diethyl (meth) acrylamide, N-phenyl (meth) acrylamide, N-benzyl (meth) acrylamide, (meth) acryloylmorpholine, diacetone acrylamide, etc. are mentioned.

Examples of vinyl ethers include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, and methoxyethyl vinyl ether.
Examples of styrenes include styrene, methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, isopropyl styrene, butyl styrene, hydroxy styrene, methoxy styrene, butoxy styrene, acetoxy styrene, chlorostyrene, dichlorostyrene, bromostyrene, chloromethyl Examples thereof include styrene, hydroxystyrene protected with a group that can be deprotected by an acidic substance (for example, t-Boc and the like), methyl vinylbenzoate, and α-methylstyrene.

  Specific examples of (A) the polymer compound (specific polymer) of the present invention include the following Exemplified Compound 1 to Exemplified Compound 35.

The preferred molecular weight of the specific polymer in the present invention is in the range of 5000 to 100,000 in terms of weight average molecular weight (Mw) and in the range of 2500 to 50000 in terms of number average molecular weight (Mn). More preferably, the weight average molecular weight (Mw) is in the range of 10,000 to 50,000, and the number average molecular weight (Mn) is in the range of 5,000 to 30,000.
In particular, it is most preferable that the weight average molecular weight (Mw) is in the range of 20000 to 40000 and the number average molecular weight (Mn) is in the range of 5000 to 20000.
That is, the weight average molecular weight (Mw) of the specific polymer is 1000 or more from the viewpoint of effectively loosening the secondary aggregate, which is an aggregate of primary particles of the pigment, or effectively reducing reaggregation. It is preferable. Moreover, it is preferable that the weight average molecular weight (Mw) of a specific polymer is 50000 or less from a developable viewpoint at the time of manufacturing a color filter with the colored photosensitive composition containing a coloring composition.

The specific polymer in the present invention can be produced by a normal radical polymerization method.
In general, a suspension polymerization method or a solution polymerization method is used. Examples of the solvent used for synthesizing such a specific polymer include ethylene dichloride, cyclohexanone, methyl ethyl ketone, acetone, methanol, ethanol, propanol, butanol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, 2-methoxy. Examples include ethyl acetate, 1-methoxy-2-propanol, 1-methoxy-2-propyl acetate, N, N-dimethylformamide, N, N-dimethylacetamide, dimethyl sulfoxide, toluene, ethyl acetate, methyl lactate, and ethyl lactate. It is done. These solvents may be used alone or in combination of two or more.
In the radical polymerization, a radical polymerization initiator can be used, and a chain transfer agent (for example, 2-mercaptoethanol and dodecyl mercaptan) can be further used.

  In the colored composition of the present invention, the content of the specific polymer is preferably mass: pigment: specific polymer = 1: 0.1 to 1: 2, more preferably 1: 0.2 to 1: 2. 1, more preferably 1: 0.4 to 1: 0.7.

In addition to the specific polymer in the present invention, other polymer compounds may be used at the same time as long as the effects of the present invention are not impaired.
As other polymer compounds, natural resins, modified natural resins, synthetic resins, synthetic resins modified with natural resins, and the like are used.
The natural resin is typically rosin, and the modified natural resin includes rosin derivatives, fiber derivatives, rubber derivatives, protein derivatives and oligomers thereof. Examples of the synthetic resin include an epoxy resin, an acrylic resin, a maleic acid resin, a butyral resin, a polyester resin, a melamine resin, a phenol resin, and a polyurethane resin. Examples of synthetic resins modified with natural resins include rosin-modified maleic acid resins and rosin-modified phenolic resins.
Synthetic resins include polyamidoamine and its salt, polycarboxylic acid and its salt, high molecular weight unsaturated acid ester, polyurethane, polyester, poly (meth) acrylate, (meth) acrylic copolymer, naphthalenesulfonic acid formalin condensate Is mentioned.

<(B) Pigment>
The coloring composition of the present invention contains at least one pigment. As the pigment, conventionally known various inorganic pigments or organic pigments can be appropriately selected and used.

  As the pigment, considering that the colored photosensitive composition containing the colored composition of the present invention is used for forming a colored region of the color filter, and that the region preferably has a high transmittance, Organic pigments are preferred, and those with as small a particle size as possible are preferred.

Considering the handling properties of the colored composition of the present invention and the colored photosensitive composition containing the same, the average primary particle diameter of the pigment is preferably 100 nm or less, more preferably 30 nm or less, and most preferably 5 nm to 25 nm. . When the particle diameter is within the above range, the transmittance is high, the color characteristics are good, and it is effective for forming a color filter with high contrast.
The average primary particle diameter is obtained by observing with a scanning electron microscope (SEM) or a transmission electron microscope (TEM), measuring 100 particle sizes in a portion where particles are not aggregated, and calculating an average value. .

  Examples of the inorganic pigment include metal compounds represented by metal oxides, metal complex salts, and the like. Specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc And metal oxides such as antimony, and composite oxides of the above metals. However, the present invention is not limited to these.

Examples of the organic pigment include:
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,
C. I. 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, 17 , 176,177,179,180,181,182,185,187,188,193,194,199,213,214,
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 ,
C. I. Pigment Green 7, 10, 36, 37,
C. I. Pigment Blue 1, 2, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, 64, 66, 79, 79 Cl substituents changed to OH 80,
C. I. Pigment violet 1, 19, 23, 27, 32, 37, 42,
C. I. Pigment brown 25, 28,
C. I. Pigment Black 1, 7, and the like.
However, the present invention is not limited to these.

  Among the above pigments, phthalocyanine pigments can be suitably used from the viewpoint of a combination of colors suitable for the (D) dipyrromethene dye described later. Specifically, C.I. I. Pigment Blue 15: 1, 15: 3, 15: 6, 16, 22, 60, 66, C.I. I. Pigment green 7, 36, 37, 58, and particularly preferably C.I. I. Pigment blue 15: 6.

These organic pigments can be used alone or in various combinations in order to increase color purity. Specific examples of combinations of organic pigments are shown below.
For example, as a red pigment, an anthraquinone pigment, perylene pigment, diketopyrrolopyrrole pigment alone, or at least one of them, a disazo yellow pigment, an isoindoline yellow pigment, a quinophthalone yellow pigment Alternatively, a perylene red pigment, an anthraquinone red pigment, and a diketopyrrolopyrrole red pigment can be mixed and used.
For example, as an anthraquinone pigment, C.I. I. Pigment Red 177, and perylene pigments include C.I. I. Pigment red 155, C.I. I. Pigment Red 224, and diketopyrrolopyrrole pigments include C.I. I. Pigment Red 254, and C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 139 or C.I. I. Mixing with Pigment Red 177 is preferred. The mass ratio of the red pigment to the other pigment is preferably 100: 5 to 100: 80 from the viewpoint of light transmittance and color purity from 400 nm to 500 nm. Particularly, the mass ratio is optimally in the range of 100: 10 to 100: 65. In the case of a combination of red pigments, it can be adjusted according to the chromaticity.

In addition, as the green pigment, a halogenated phthalocyanine pigment is used alone or in combination with a disazo yellow pigment, a quinophthalone yellow pigment, an azomethine yellow pigment, or an isoindoline yellow pigment. be able to.
For example, C.I. I. Pigment Green 7, 36, 37 and C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 180 or C.I. I. Mixing with Pigment Yellow 185 is preferred. The mass ratio of the green pigment to the yellow pigment is preferably 100: 5 to 100: 200 from the viewpoint of light transmittance of 400 nm to 450 nm and color purity. The mass ratio is particularly preferably in the range of 100: 20 to 100: 150.

  As the blue pigment, a phthalocyanine pigment can be used alone or in combination with a dioxazine purple pigment. As a particularly preferred example, C.I. I. Pigment blue 15: 6 and C.I. I. A mixture with pigment violet 23 can be mentioned. The mass ratio of the blue pigment to the violet pigment is preferably 100: 0 to 100: 100, more preferably 100: 70 or less.

-Finer pigments-
In the present invention, if necessary, a pigment obtained by refining and sizing the above pigment may be used.
In order to make the pigment finer, it is preferable to use a method including a step of mixing a pigment with a water-soluble organic solvent and a water-soluble inorganic salt to prepare a highly viscous liquid composition and grinding it.

In the present invention, it is more preferable to use the following method for refining the pigment.
That is, first, for a mixture (liquid composition) of an organic pigment, a water-soluble organic solvent, and a water-soluble inorganic salt, a two-roll, a three-roll, a ball mill, a tron mill, a disper, a kneader, a kneader, a homogenizer, a blender, a single By applying a strong shearing force by using a kneader such as a screw or twin screw extruder, the pigment in the mixture is ground, and then the mixture is put into water and made into a slurry with a stirrer or the like. Next, this slurry is filtered and washed with water to remove the water-soluble organic solvent and water-soluble inorganic salt, and then dried to obtain a finer pigment.

Examples of the water-soluble organic solvent used for the above-mentioned miniaturization include methanol, ethanol, isopropanol, n-propanol, isobutanol, n-butanol, ethylene glycol, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether. , Propylene glycol, propylene glycolic monomethyl ether acetate and the like.
Also, if it is used in a small amount and adsorbs to the pigment and does not flow into the wastewater, benzene, toluene, xylene, ethylbenzene, chlorobenzene, nitrobenzene, aniline, pyridine, quinoline, tetrahydrofuran, dioxane, ethyl acetate, isopropyl acetate, butyl acetate, Using hexane, heptane, octane, nonane, decane, undecane, dodecane, cyclohexane, methylcyclohesasan, halogenated hydrocarbon, acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, etc. Also good. Moreover, you may mix and use 2 or more types of solvents as needed.
The amount of these water-soluble organic solvents used is preferably in the range of 50% by mass to 300% by mass and more preferably in the range of 100% by mass to 200% by mass with respect to the pigment.

In the present invention, sodium chloride, potassium chloride, calcium chloride, barium chloride, sodium sulfate and the like are used as the water-soluble inorganic salt.
The amount of the water-soluble inorganic salt used is preferably 1 to 50 times the mass of the organic pigment, and a larger amount has a grinding effect, but from the viewpoint of productivity, a more preferred amount is 1 to 10 times the mass. is there.
In order to prevent dissolution of the water-soluble inorganic salt, the water content in the liquid composition to be ground is preferably 1% by mass or less.

In the present invention, when a liquid composition containing a pigment, a water-soluble organic solvent, and a water-soluble inorganic salt is ground, a wet pulverizing apparatus such as the kneader described above may be used. There are no particular restrictions on the operating conditions of this wet pulverizer, but the operating conditions when the apparatus is a kneader are used to rotate the blades in the apparatus in order to effectively proceed grinding with pulverizing media (water-soluble inorganic salt). The number is preferably 10 rpm to 200 rpm, and a relatively large biaxial rotation ratio is preferable because the grinding effect is large. The operation time is preferably 1 to 8 hours in combination with the dry pulverization time, and the internal temperature of the apparatus is preferably 50 ° C to 150 ° C. Further, the water-soluble inorganic salt that is a pulverizing medium preferably has a pulverized particle size of 5 μm to 50 μm, a sharp particle size distribution, and a spherical shape.
The mixture after milling as described above is mixed with warm water at 80 ° C. to dissolve the water-soluble organic solvent and the water-soluble inorganic salts, and then filtered, washed with water, dried in an oven, A pigment can be obtained.

In addition, when the above-described organic pigment is refined, by using a resin that is at least partially soluble in a water-soluble organic solvent in the liquid composition, the surface is coated with the resin. A processed pigment with little aggregation of the pigment can be obtained.
Here, as a resin that is used when obtaining a processed pigment and is at least partially soluble in a water-soluble organic solvent, a known resin used as a pigment dispersant can be used, but in the present invention, It is preferable to use the aforementioned specific polymer (A).

  5 mass%-50 mass% are preferable, as for content of the (B) pigment in the coloring composition of this invention, 10 mass%-30 mass% are more preferable, and 10 mass%-20 mass% are still more preferable.

<(C) Organic solvent>
The coloring composition of the present invention contains at least one organic solvent.
Examples of the organic solvent used in the coloring composition of the present invention include 1-methoxy-2-propyl acetate, 1-methoxy-2-propanol, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, ethyl acetate, butyl acetate, ethyl lactate, and acetone. , Methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, n-propanol, 2-propanol, n-butanol, cyclohexanol, ethylene glycol, diethylene glycol, toluene, xylene and the like.
The amount of the organic solvent added is appropriately selected according to the use of the colored composition, but when used for the preparation of the colored photosensitive composition described later, from the viewpoint of handleability, a solid containing a pigment or the like is used. It can add so that a partial concentration may be 5 mass%-50 mass%.

<(D) dipyrromethene dye>
The colored composition of the present invention is a complex in which a dipyrromethene compound represented by the following general formula (III) is coordinated to a metal atom or a metal compound as a dye (also referred to as “dipyrromethene dye” or “specific complex”). Containing at least one of the following.

  By containing the dipyrromethene dye in the coloring composition of the present invention, a coloring composition having excellent color characteristics and spectral characteristics suitable for forming a color filter can be obtained. Moreover, the color filter produced using the colored photosensitive composition containing the colored composition has less uneven color density and better color characteristics.

[Dipyrromethene compound]
In the present invention, the dipyrromethene compound forming the specific complex is a compound represented by the following general formula (III).

In the general formula (III), R ^{1 to} R ⁶ each independently represents a hydrogen atom or a substituent. R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group.

Specific examples of the substituents represented by R ^{1 to} R ⁶ in the above general formula (III) include the following monovalent groups (hereinafter, the group of monovalent groups listed is collectively referred to as “substituent R”). May be included).
That is, a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom), an alkyl group (preferably a linear, branched or cyclic alkyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms). For example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, t-butyl group, pentyl group, hexyl group, heptyl group, octyl group, 2-ethylhexyl group, dodecyl group, hexadecyl group, cyclopropyl group, A cyclopentyl group, a cyclohexyl group, a 1-norbornyl group, a 1-adamantyl group), an alkenyl group (preferably an alkenyl group having 2 to 48 carbon atoms, more preferably 2 to 18 carbon atoms, such as a vinyl group, an allyl group, 3 -Buten-1-yl group), an aryl group (preferably an aryl group having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, For example, a phenyl group, a naphthyl group), a heterocyclic group (preferably a C1-C32, more preferably a C1-C18 heterocyclic group such as a 2-thienyl group, 4-pyridyl group, 2-furyl group). Group, 2-pyrimidinyl group, 1-pyridyl group, 2-benzothiazolyl group, 1-imidazolyl group, 1-pyrazolyl group, benzotriazol-1-yl group), silyl group (preferably having 3 to 38 carbon atoms, more preferably A silyl group having 3 to 18 carbon atoms such as trimethylsilyl group, triethylsilyl group, tributylsilyl group, t-butyldimethylsilyl group, t-hexyldimethylsilyl group), hydroxyl group, cyano group, nitro group, alkoxy group ( Preferably it is a C1-C48, More preferably, it is a C1-C24 alkoxy group, for example, a methoxy group, an ethoxy group, 1- Toxyl group, 2-butoxy group, isopropoxy group, t-butoxy group, dodecyloxy group, and cycloalkyloxy group, for example, cyclopentyloxy group, cyclohexyloxy group), aryloxy group (preferably carbon number) An aryloxy group having 6 to 48, more preferably 6 to 24 carbon atoms, such as a phenoxy group or 1-naphthoxy group, or a heterocyclic oxy group (preferably having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms). Heterocyclic oxy groups such as 1-phenyltetrazol-5-oxy group and 2-tetrahydropyranyloxy group), silyloxy groups (preferably having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms). For example, trimethylsilyloxy group, t-butyldimethylsilyloxy group, diphenylmethylsilyl group Ruoxy group), acyloxy group (preferably an acyloxy group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, an acetoxy group, a pivaloyloxy group, a benzoyloxy group, a dodecanoyloxy group), an alkoxycarbonyloxy group (Preferably an alkoxycarbonyloxy group having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, or a cycloalkyloxycarbonyloxy group. For example, cyclohexyloxycarbonyloxy group), aryloxycarbonyloxy group (preferably aryloxycarbonyloxy group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, such as phenoxycarbonyloxy group), carbamoyloxy group A carbamoyloxy group having preferably 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as N, N-dimethylcarbamoyloxy group, N-butylcarbamoyloxy group, N-phenylcarbamoyloxy group, N- Ethyl-N-phenylcarbamoyloxy group), a sulfamoyloxy group (preferably a sulfamoyloxy group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as N, N-diethylsulfamoyl group). An oxy group, an N-propylsulfamoyloxy group), an alkylsulfonyloxy group (preferably an alkylsulfonyloxy group having 1 to 38 carbon atoms, more preferably 1 to 24 carbon atoms, such as a methylsulfonyloxy group or hexadecyl group). Sulfonyloxy group, cyclohexylsulfonyloxy group),

  An arylsulfonyloxy group (preferably an arylsulfonyloxy group having 6 to 32 carbon atoms, more preferably an arylsulfonyloxy group having 6 to 24 carbon atoms, such as a phenylsulfonyloxy group), an acyl group (preferably having 1 to 48 carbon atoms, more preferably C1-C24 acyl group, for example, formyl group, acetyl group, pivaloyl group, benzoyl group, tetradecanoyl group, cyclohexanoyl group), alkoxycarbonyl group (preferably C2-C48, more preferably An alkoxycarbonyl group having 2 to 24 carbon atoms, for example, a methoxycarbonyl group, an ethoxycarbonyl group, an octadecyloxycarbonyl group, a cyclohexyloxycarbonyl group, a 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl group), Aryloxycarbonyl group (preferred Or an aryloxycarbonyl group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, such as a phenoxycarbonyl group, and a carbamoyl group (preferably having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms). Carbamoyl group such as carbamoyl group, N, N-diethylcarbamoyl group, N-ethyl-N-octylcarbamoyl group, N, N-dibutylcarbamoyl group, N-propylcarbamoyl group, N-phenylcarbamoyl group, N-methyl N-phenylcarbamoyl group, N, N-dicyclohexylcarbamoyl group), amino group (preferably an amino group having 32 or less carbon atoms, more preferably 24 or less carbon atoms, such as amino group, methylamino group, N, N-dibutylamino group, tetradecylamino group, 2-ethylhexylamino group, cyclohexyl A silamino group), an anilino group (preferably an anilino group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, such as an anilino group and an N-methylanilino group), a heterocyclic amino group (preferably having 1 to 32 carbon atoms, More preferably, it is a heterocyclic amino group having 1-18, for example, 4-pyridylamino group), a carbonamido group (preferably a carbonamide group having 2 to 48 carbon atoms, more preferably 2-24, for example, an acetamide group, Benzamide group, tetradecanamide group, pivaloylamide group, cyclohexaneamide group), ureido group (preferably ureido group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, ureido group, N, N-dimethylureido Group, N-phenylureido group), imide group (preferably having 36 or less carbon atoms, more preferably 2 carbon atoms). 4 or less imide groups, for example, N-succinimide group, N-phthalimide group), alkoxycarbonylamino group (preferably C2-48, more preferably C2-C24 alkoxycarbonylamino group, for example, Methoxycarbonylamino group, ethoxycarbonylamino group, t-butoxycarbonylamino group, octadecyloxycarbonylamino group, cyclohexyloxycarbonylamino group), aryloxycarbonylamino group (preferably having 7 to 32 carbon atoms, more preferably having 7 carbon atoms) An aryloxycarbonylamino group having ˜24, for example, a phenoxycarbonylamino group), a sulfonamide group (preferably a sulfonamide group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, such as a methanesulfonamide group). The Butans Honamide group, benzenesulfonamide group, hexadecanesulfonamide group, cyclohexanesulfonamide group), sulfamoylamino group (preferably sulfamoylamino group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, N, N-dipropylsulfamoylamino group, N-ethyl-N-dodecylsulfamoylamino group), azo group (preferably having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, For example, phenylazo group, 3-pyrazolylazo group),

  An alkylthio group (preferably an alkylthio group having 1 to 48 carbon atoms, more preferably an alkylthio group having 1 to 24 carbon atoms, for example, methylthio group, ethylthio group, octylthio group, cyclohexylthio group), arylthio group (preferably having 6 to 48 carbon atoms). More preferably, it is an arylthio group having 6 to 24 carbon atoms, such as a phenylthio group, and a heterocyclic thio group (preferably having 1 to 32 carbon atoms, more preferably a heterocyclic thio group having 1 to 18 carbon atoms, 2-benzothiazolylthio group, 2-pyridylthio group, 1-phenyltetrazolylthio group), alkylsulfinyl group (preferably an alkylsulfinyl group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, Dodecanesulfinyl group), arylsulfinyl group (preferably having 6 to 32 carbon atoms, more preferably An arylsulfinyl group having 6 to 24 prime atoms, such as a phenylsulfinyl group, an alkylsulfonyl group (preferably an alkylsulfonyl group having 1 to 48 carbon atoms, more preferably an alkylsulfonyl group having 1 to 24 carbon atoms, such as a methylsulfonyl group, ethyl Sulfonyl group, propylsulfonyl group, butylsulfonyl group, isopropylsulfonyl group, 2-ethylhexylsulfonyl group, hexadecylsulfonyl group, octylsulfonyl group, cyclohexylsulfonyl group), arylsulfonyl group (preferably having 6 to 48 carbon atoms, more preferably An arylsulfonyl group having 6 to 24 carbon atoms, for example, a phenylsulfonyl group, 1-naphthylsulfonyl group), a sulfamoyl group (preferably a sulfamoyl group having 32 or less carbon atoms, more preferably 24 or less carbon atoms, Rufamoyl group, N, N-dipropylsulfamoyl group, N-ethyl-N-dodecylsulfamoyl group, N-ethyl-N-phenylsulfamoyl group, N-cyclohexylsulfamoyl group), sulfo group, phosphonyl Groups (preferably phosphonyl groups having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as phenoxyphosphonyl group, octyloxyphosphonyl group, phenylphosphonyl group), phosphinoylamino groups (preferably A phosphinoylamino group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, such as a diethoxyphosphinoylamino group or a dioctyloxyphosphinoylamino group).

  When the above-described monovalent group is a further substitutable group, it may be further substituted with any of the above-described groups. In addition, when it has two or more substituents, those substituents may be the same or different.

In the general formula (III), R ¹ and R ² , R ² and R ³ , R ⁴ and R ⁵ , and R ⁵ and R ⁶ are independently bonded to each other to form a 5-member, 6-member, or 7 A member ring may be formed. In addition, as a ring formed, there exists a saturated ring or an unsaturated ring. Examples of the 5-membered, 6-membered, or 7-membered saturated or unsaturated ring include pyrrole ring, furan ring, thiophene ring, pyrazole ring, imidazole ring, triazole ring, oxazole ring, thiazole ring, pyrrolidine ring, and piperidine. A ring, a cyclopentene ring, a cyclohexene ring, a benzene ring, a pyridine ring, a pyrazine ring, and a pyridazine ring, and a benzene ring and a pyridine ring are preferable.
In addition, when the formed 5-membered, 6-membered, and 7-membered rings are further substitutable groups, they may be substituted with any of the substituents R, and two or more substituents In the case where the substituent is substituted, the substituents may be the same or different.

[Metal atom or metal compound]
In the present invention, the metal atom or metal compound constituting the specific complex may be any metal atom or metal compound capable of forming a complex, and may be any divalent metal atom, divalent metal oxide, A divalent metal hydroxide or a divalent metal chloride is included. For example, Zn, Mg, Si, Sn , Rh, Pt, Pd, Mo, Mn, Pb, Cu, Ni, Co, in addition to Fe, such _{as, AlCl, InCl, FeCl, TiCl} 2, SnCl 2, SiCl 2, GeCl Also included are metal chlorides such as ₂ , metal oxides such as TiO and VO, and metal hydroxides such as Si (OH) ₂ .
Among these, Fe, Zn, Mg, Si, Pt, Pd, Mo, Mn, Cu, Ni, Co, TiO, or from the viewpoint of the stability, spectral characteristics, heat resistance, light resistance, and production suitability of the complex VO is preferred, Fe, Zn, Mg, Si, Pt, Pd, Cu, Ni, Co, or VO is more preferred, and Fe, Zn, Cu, Co, or VO (V = O) is most preferred.

In the complex in which the compound represented by the general formula (III) is coordinated to a metal atom or a metal compound, preferred embodiments are shown below.
That is, in the general formula (III), R ¹ and R ⁶ are each independently a hydrogen atom, alkyl group, alkenyl group, aryl group, heterocyclic group, silyl group, hydroxyl group, cyano group, alkoxy group, aryl. Oxy group, heterocyclic oxy group, acyl group, alkoxycarbonyl group, carbamoyl group, amino group, anilino group, heterocyclic amino group, carbonamido group, ureido group, imide group, alkoxycarbonylamino group, aryloxycarbonylamino group, Represented by a sulfonamido group, an azo group, an alkylthio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group, or a phosphinoylamino group, wherein R ² and R ⁵ are each independently a hydrogen atom, Halogen atom, alkyl group, alkenyl group, aryl group, heterocyclic group, hydroxy Group, cyano group, nitro group, alkoxy group, aryloxy group, heterocyclic oxy group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, imide group, alkoxycarbonylamino group, sulfonamide group, azo group , An alkylthio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, and R ³ and R ⁴ are each independently a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, Aryl group, heterocyclic group, silyl group, hydroxyl group, cyano group, alkoxy group, aryloxy group, heterocyclic oxy group, acyl group, alkoxycarbonyl group, carbamoyl group, anilino group, carbonamido group, ureido group, imide group , Alkoxycarbonylamino group, Hon'amido group, an azo group, an alkylthio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group, represented by a sulfamoyl group, or a phosphinoylamino group, R ⁷ is a hydrogen atom, a halogen atom, an alkyl group And an aryl group or a heterocyclic group, and the metal atom or metal compound is represented by Zn, Mg, Si, Pt, Pd, Mo, Mn, Cu, Ni, Co, TiO, or VO. It is done.

In the complex in which the compound represented by the general formula (III) is coordinated to a metal atom or a metal compound, more preferable embodiments are shown below.
That is, in the general formula (III), R ¹ and R ⁶ are each independently a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a cyano group, an acyl group, an alkoxycarbonyl group, a carbamoyl group, Amino group, heterocyclic amino group, carbonamido group, ureido group, imide group, alkoxycarbonylamino group, aryloxycarbonylamino group, sulfonamido group, azo group, alkylsulfonyl group, arylsulfonyl group, or phosphinoylamino group R ² and R ⁵ are each independently an alkyl group, alkenyl group, aryl group, heterocyclic group, cyano group, nitro group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, imide Group, alkylsulfonyl group, arylsulfonyl group, or sulfamoyl R ³ and R ⁴ are each independently a hydrogen atom, alkyl group, alkenyl group, aryl group, heterocyclic group, cyano group, acyl group, alkoxycarbonyl group, carbamoyl group, carbonamido group, ureido Group, an imide group, an alkoxycarbonylamino group, a sulfonamido group, an alkylthio group, an arylthio group, a heterocyclic thio group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, and R ⁷ is a hydrogen atom, a halogen atom, Examples include an alkyl group, an aryl group, or a heterocyclic group, and a metal atom or metal compound represented by Zn, Mg, Si, Pt, Pd, Cu, Ni, Co, or VO.

In the complex in which the compound represented by the general formula (III) is coordinated to a metal atom or a metal compound, particularly preferred embodiments are shown below.
That is, in the general formula (III), R ¹ and R ⁶ are each independently a hydrogen atom, alkyl group, aryl group, heterocyclic group, amino group, heterocyclic amino group, carbonamido group, ureido group, imide. Group, an alkoxycarbonylamino group, a sulfonamido group, an azo group, an alkylsulfonyl group, an arylsulfonyl group, or a phosphinoylamino group, and R ² and R ⁵ are each independently an alkyl group, an aryl group, a hetero It is represented by a cyclic group, a cyano group, an acyl group, an alkoxycarbonyl group, a carbamoyl group, an alkylsulfonyl group, or an arylsulfonyl group, and R ³ and R ⁴ are each independently a hydrogen atom, an alkyl group, an aryl group, or hetero Represented by a cyclic group, and R ⁷ is represented by a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group, a metal atom or a metal compound Are represented by Zn, Cu, Co, or VO.

In particular, in the general formula (III), it is preferable that R ³ and R ⁴ are each a phenyl group from the viewpoint of excellent fastness.
In the general formula (III), R ² and / or R ⁵ is preferably a 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl group from the viewpoint of excellent solvent solubility. .

[Specific examples of specific complexes]
(Compound represented by formula (III-1))
One preferred example of the dipyrromethene dye in the present invention is a compound represented by the following general formula (III-1).

In the general formula (III-1), R ^{1 to} R ⁶ each independently represents a hydrogen atom or a substituent. R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group. Ma represents a metal atom or a metal compound, X ¹ represents a group capable of binding to Ma, and X ² represents a group necessary for neutralizing the charge of Ma. X ¹ and X ² may be bonded to each other to form a 5-membered, 6-membered or 7-membered ring together with Ma. In addition, the compound represented by the said general formula (III-1) contains a tautomer.

R < ¹ > -R < ⁶ > in the said general formula (III-1) is synonymous with R < ¹ > -R < ⁶ > in the said general formula (III), and its preferable aspect is also the same.
Ma in the general formula (III-1) represents a metal atom or a metal compound, and is synonymous with the metal atom or metal compound constituting the specific complex described above, and its preferred range is also the same.
R ⁷ in the general formula (III-1) has the same meaning as R ⁷ in the general formula (III), and the preferred embodiments are also the same.

X ¹ in the general formula (III-1) may be any group as long as it is a group capable of binding to Ma, such as water, alcohols (for example, methanol, ethanol, propanol) and the like, and “metal chelate” [ 1] Groups derived from the compounds described in Takeichi Sakaguchi and Keihei Ueno (1995 Nanedou), [2] (1996), [3] (1997), and the like.

X ^{2 in the} general formula (III-1) represents a group necessary for neutralizing the charge of Ma, and examples thereof include a halogen atom, a hydroxyl group, a carboxylic acid group, a phosphoric acid group, and a sulfonic acid group. .

X ¹ and X ² in the general formula (III-1) may be bonded to each other to form a 5-membered, 6-membered, or 7-membered ring together with Ma. The 5-membered, 6-membered and 7-membered rings formed may be saturated or unsaturated. The 5-membered, 6-membered, and 7-membered rings are heterocycles having at least one atom selected from a nitrogen atom, an oxygen atom, and a sulfur atom, which may be composed of only carbon and hydrogen atoms. There may be.

(Compound represented by formula (III-2))
One preferred example of the dipyrromethene dye in the present invention is a compound represented by the following general formula (III-2).

In the general formula (III-2), R ^{1 to} R ⁶ and R ^{8 to} R ¹³ each independently represent a hydrogen atom or a substituent. R ⁷ and R ¹⁴ each independently represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group. Ma represents a metal atom or a metal compound. In addition, the compound represented by the said general formula (III-2) contains a tautomer.

R < ¹ > -R < ⁶ > in the said general formula (III-2) is synonymous with R < ¹ > -R < ⁶ > in the said general formula (III), and its preferable aspect is also the same.
The substituent represented by R ^{8 to} R ¹³ in the general formula (III-2) has the same meaning as the substituent represented by R ^{1 to} R ⁶ of the compound represented by the general formula (III). The preferred embodiments are also the same. When the substituent represented by R ^{8 to} R ¹³ of the compound represented by the general formula (III-2) is a further substitutable group, it is substituted with any of the substituents R described above. In the case where it is substituted with two or more substituents, these substituents may be the same or different.

R ⁷ in the general formula (III-2) has the same meaning as R ⁷ in the general formula (III), and the preferred embodiments are also the same.
R ¹⁴ in the general formula (III-2) represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group, and a preferable range of R ^{14 is} the same as the preferable range of R ^7. . When R ¹⁴ is a further substitutable group, it may be substituted with any of the aforementioned substituents R, and when it is substituted with two or more substituents, those substituents are They may be the same or different.

  Ma in the general formula (III-2) represents a metal or a metal compound, and is synonymous with the metal atom or metal compound constituting the specific complex described above, and its preferred range is also the same.

In the general formula (III-2), R ⁸ and R ⁹ , R ⁹ and R ¹⁰ , R ¹¹ and R ¹² , R ¹² and R ¹³ are bonded to each other, and are 5, 6 or 7 members. A saturated ring or an unsaturated ring may be formed. The saturated or unsaturated ring formed is synonymous with the saturated or unsaturated ring formed by R ¹ and R ² , R ² and R ³ , R ⁴ and R ⁵ , and R ⁵ and R ⁶ . The preferred examples are also the same.

(Compound represented by formula (III-3))
One preferred example of the dipyrromethene dye in the present invention is a compound represented by the following general formula (III-3).

In the general formula (III-3), R ^{2 to} R ⁵ each independently represents a hydrogen atom or a substituent. R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group or a heterocyclic group. Ma represents a metal atom or a metal compound. X ³ and X ⁴ are each independently NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group or an arylsulfonyl group), a nitrogen atom, an oxygen atom Or represents a sulfur atom. Y ¹ and Y ² are each independently NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group or an arylsulfonyl group), a nitrogen atom or a carbon atom. Represents. R ⁸ and R ⁹ each independently represents an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylamino group, an arylamino group or a heterocyclic amino group. R ⁸ and Y ¹ may be bonded to each other to form a 5-, 6-, or 7-membered ring, and R ⁹ and Y ² are bonded to each other to form a 5-, 6-, or 7-membered ring. The ring may be formed. X ⁵ represents a group capable of binding to Ma, and a represents 0, 1 or 2. In addition, the compound represented by the said general formula (III-3) contains a tautomer.

In the general formula ^{(III-3), R 2} ~R 5, and ^{R 7, R} 1 to R ⁶ in the general formula (III), and has the same meaning as ^{R 7,} preferred embodiments are also the same.
In the general formula (III-3), Ma represents a metal or a metal compound, and is synonymous with the metal atom or metal compound constituting the specific complex described above, and the preferred range thereof is also the same.

In the general formula (III-3), R ⁸ and R ⁹ are each independently an alkyl group (preferably a linear, branched, or cyclic alkyl group having 1 to 36 carbon atoms, more preferably 1 to 12 carbon atoms). For example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, t-butyl group, hexyl group, 2-ethylhexyl group, dodecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, 1- An adamantyl group), an alkenyl group (preferably an alkenyl group having 2 to 24 carbon atoms, more preferably 2 to 12 carbon atoms, such as vinyl group, allyl group, 3-buten-1-yl group), aryl group (preferably carbon An aryl group having 6 to 36, more preferably 6 to 18, for example, a phenyl group or a naphthyl group, or a heterocyclic group (preferably having 1 to 24 carbon atoms, more preferably Is a 1-12 heterocyclic group, for example, 2-thienyl group, 4-pyridyl group, 2-furyl group, 2-pyrimidinyl group, 1-pyridyl group, 2-benzothiazolyl group, 1-imidazolyl group, 1-pyrazolyl Group, benzotriazol-1-yl group), alkoxy group (preferably an alkoxy group having 1 to 36 carbon atoms, more preferably 1 to 18 carbon atoms such as methoxy group, ethoxy group, propyloxy group, butoxy group, hexyloxy Group, 2-ethylhexyloxy group, dodecyloxy group, cyclohexyloxy group), aryloxy group (preferably an aryloxy group having 6 to 24 carbon atoms, more preferably 1 to 18 carbon atoms, such as a phenoxy group or a naphthyloxy group). An alkylamino group (preferably an alkylamino group having 1 to 36 carbon atoms, more preferably 1 to 18 carbon atoms, For example, methylamino group, ethylamino group, propylamino group, butylamino group, hexylamino group, 2-ethylhexylamino group, isopropylamino group, t-butylamino group, t-octylamino group, cyclohexylamino group, N, N-diethylamino group, N, N-dipropylamino group, N, N-dibutylamino group, N-methyl-N-ethylamino group), arylamino group (preferably 6 to 36 carbon atoms, more preferably 6 to 6 carbon atoms) 18 arylamino groups, for example, phenylamino group, naphthylamino group, N, N-diphenylamino group, N-ethyl-N-phenylamino group), or heterocyclic amino group (preferably having 1 to 24 carbon atoms, More preferably, it is a 1-12 heterocyclic amino group, for example, 2-aminopyrrole group, 3-aminopyrazole group, 2-amino Nopirijin group, a 3-aminopyridine group).

In the general formula (III-3), an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylamino group, an arylamino group, or a heterocyclic ring represented by R ⁸ and R ⁹ When the amino group is a further substitutable group, it may be substituted with any of the above substituents R, and when it is substituted with two or more substituents, these substituents are They may be the same or different.

In the general formula (III-3), X ³ and X ⁴ each independently represent NR, a nitrogen atom, an oxygen atom, or a sulfur atom, and R represents a hydrogen atom, an alkyl group (preferably having a carbon number of 1 to 36, more preferably 1-12 linear, branched, or cyclic alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, hexyl, 2-ethylhexyl group, dodecyl group, cyclopropyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group), alkenyl group (preferably an alkenyl group having 2 to 24 carbon atoms, more preferably 2 to 12 carbon atoms, for example, vinyl group , An allyl group, 3-buten-1-yl group), an aryl group (preferably an aryl group having 6 to 36 carbon atoms, more preferably 6 to 18 carbon atoms such as a phenyl group, Phthalyl group), a heterocyclic group (preferably a heterocyclic group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms such as 2-thienyl group, 4-pyridyl group, 2-furyl group, 2-pyrimidinyl group, 1-pyridyl group, 2-benzothiazolyl group, 1-imidazolyl group, 1-pyrazolyl group, benzotriazol-1-yl group), acyl group (preferably having 1 to 24 carbon atoms, more preferably 2 to 18 acyl groups) For example, an acetyl group, a pivaloyl group, a 2-ethylhexyl group, a benzoyl group, a cyclohexanoyl group), an alkylsulfonyl group (preferably an alkylsulfonyl group having 1 to 24 carbon atoms, more preferably 1 to 18 carbon atoms, such as methyl Sulfonyl group, ethylsulfonyl group, isopropylsulfonyl group, cyclohexylsulfonyl group), arylsulfonyl group (preferably Or an arylsulfonyl group having 6 to 24 carbon atoms, more preferably 6 to 18 carbon atoms, such as a phenylsulfonyl group or a naphthylsulfonyl group.
The alkyl group, alkenyl group, aryl group, heterocyclic group, acyl group, alkylsulfonyl group, and arylsulfonyl group of R may be further substituted with any of the substituents R, and may be a plurality of substituents. When substituted, these substituents may be the same or different.

In the general formula (III-3), Y ¹ and Y ² each independently represent NR, a nitrogen atom, or a carbon atom, where R has the same meaning as R in X ³ and X ⁴ .

In the general formula (III-3), R ⁸ and Y ¹ are bonded to each other, and together with R ⁸ , Y ¹ and the carbon atom, a 5-membered ring (for example, cyclopentane, pyrrolidine, tetrahydrofuran, dioxolane, tetrahydrothiophene, Pyrrole, furan, thiophene, indole, benzofuran, benzothiophene), 6-membered ring (eg, cyclohexane, piperidine, piperazine, morpholine, tetrahydropyran, dioxane, pentamethylene sulfide, dithiane, benzene, piperidine, piperazine, pyridazine, quinoline, quinazoline Or a 7-membered ring (eg, cycloheptane, hexamethyleneimine).

In the general formula (III-3), R ⁹ and Y ² are bonded to each other, and together with R ⁹ , Y ² and the carbon atom, a 5-membered ring (for example, cyclopentane, pyrrolidine, tetrahydrofuran, dioxolane, tetrahydrothiophene, Pyrrole, furan, thiophene, indole, benzofuran, benzothiophene), 6-membered ring (eg, cyclohexane, piperidine, piperazine, morpholine, tetrahydropyran, dioxane, pentamethylene sulfide, dithiane, benzene, piperidine, piperazine, pyridazine, quinoline, quinazoline Or a 7-membered ring (eg, cycloheptane, hexamethyleneimine).

In the general formula (III-3), when the 5-membered, 6-membered, and 7-membered rings formed by combining R ⁸ and Y ¹ and R ⁹ and Y ² are further substitutable rings May be substituted with the group described in any of the substituents R, and when substituted with two or more substituents, these substituents may be the same or different. Also good.

In General Formula (III-3), X ⁵ represents a group capable of binding to Ma, and examples thereof include the same groups as X ¹ in General Formula (III-1). a represents 0, 1, or 2.

Preferred embodiments of the compound represented by the general formula (III-3) are shown below.
That is, R ^{2 to} R ⁵ , R ⁷ , and Ma are each a preferred embodiment of a complex containing a compound represented by the general formula (III) and a metal atom or a metal compound, and X ³ represents NR (R Is a hydrogen atom, an alkyl group), a nitrogen atom, or an oxygen atom, X ⁴ is NRa (Ra is a hydrogen atom, an alkyl group, a heterocyclic group), or an oxygen atom, and Y ¹ is NRc (Rc is a hydrogen atom) Or an alkyl group), a nitrogen atom, or a carbon atom, Y ² is a nitrogen atom or a carbon atom, X ⁵ is a group bonded through an oxygen atom, and R ⁸ and R ⁹ are each independently Represents an alkyl group, an aryl group, a heterocyclic group, an alkoxy group, or an alkylamino group, or R ⁸ and Y ¹ are bonded to each other to form a 5-membered or 6-membered ring, and R ⁹ and Y ² Combine with each other to form a 5- or 6-membered ring a is the aspect represented by 0 or 1.

The more preferable aspect of the compound represented by the said general formula (III-3) is shown below.
That is, R ^{2 to} R ⁵ , R ⁷ and Ma are each a preferred embodiment of a complex containing a compound represented by the general formula (III) and a metal atom or a metal compound, and X ³ and X ⁴ are oxygen An atom, Y ¹ is NH, Y ² is a nitrogen atom, X ⁵ is a group bonded through an oxygen atom, and R ⁸ and R ⁹ are each independently an alkyl group, an aryl group, Represents a heterocyclic group, an alkoxy group, or an alkylamino group, or R ⁸ and Y ¹ are bonded to each other to form a 5-membered or 6-membered ring, and R ⁹ and Y ² are bonded to each other to form a 5-membered, A is a mode in which a 6-membered ring is represented by 0 or 1.

  Although the specific example of the specific complex in this invention is shown below, this invention is not limited to these.

  Specific complexes in the present invention are disclosed in U.S. Pat. Nos. 4,774,339, 5,433,896, JP-A-2001-240761, 2002-155052, JP-A-3614586, Aust. J. et al. Chem, 1965, 11, 1835-1845, J. Am. H. Boger et al, Heteroatom Chemistry, Vol. 1, No. 1 5,389 (1990) and the like.

(Dye multimer)
(D) The dipyrromethene dye is preferably a dye multimer (hereinafter also simply referred to as “pigment multimer”) having a large number of dye skeletons represented by the general formula (III) in one molecule. By being a dye multimer, dyes are developed together in an unexposed area, so that it is less likely to remain on the substrate than when the dye is a monomer, and the residue is further reduced.

  Examples of the dye multimer include a dye multimer comprising at least one of structural units represented by the general formula (A), the general formula (B), and the general formula (C) described later, or a general described later. A dye multimer represented by the formula (D) and a dye multimer containing a dye monomer represented by the general formula (AM) described later as a polymerization component are preferable.

[Structural Unit Represented by General Formula (A)]
Details of the structural unit represented by the following general formula (A) will be described.

In the general formula (A), X ^A1 and X ^A2 each independently represent a linking group formed by polymerization, and L ^A1 and L ^A2 each independently represent a single bond or a divalent linking group. m represents an integer of 0 to 3, and n ¹ and n ² each independently represents an integer of 1 to 4. Dye represents a dye residue obtained by removing one to (m + 1) arbitrary hydrogen atoms of a dipyrromethene metal complex compound composed of the dipyrromethene compound represented by the general formula (III) and a metal or a metal compound. Dye and LA ² may be linked by any of a covalent bond, an ionic bond, and a coordination bond. When n ¹ is 2 or more, a plurality of L ^A1 may be the same or different. When n ² is 2 or more, a plurality of L ^A2 may be the same or different.

In the general formula (A), X ^A1 and X ^A2 each independently represent a linking group formed by polymerization. That is, it refers to a portion that forms a repeating unit corresponding to the main chain formed by the polymerization reaction. In addition, the site | part between two * becomes a repeating unit. ^Examples of X ^A1 and X ^A2 include a linking group formed by polymerizing a substituted or unsubstituted unsaturated ethylene group, a linking group formed by ring-opening polymerization of a cyclic ether, and preferably unsaturated. It is a linking group formed by polymerizing an ethylene group. Specific examples include the following linking groups, but the present invention is not limited thereto.
In addition, in the following (X-1) to (X-15), * represents a site linked to ^LA1 or ^LA2 .

In the general formula (A), L ^A1 and L ^A2 each independently represent a single bond or a divalent linking group. In the case where L ^A1 and L ^A2 represent a divalent linking group, the divalent linking group includes a substituted or unsubstituted linear, branched or cyclic alkylene group having 1 to 30 carbon atoms (for example, a methylene group, an ethylene group). , Trimethylene group, propylene group, butylene group, etc.), substituted or unsubstituted arylene group having 6 to 30 carbon atoms (eg, phenylene group, naphthalene group, etc.), substituted or unsubstituted heterocyclic linking group, —CH ₂ ═ CH ₂ —, —O—, —S—, —NR—, —C (═O) —, —SO—, —SO ₂ —, a linking group represented by the following general formula (La), the following general formula ( Lb), a linking group represented by the following general formula (Lc), and the like, and a linking group formed by linking two or more of these [for example, —N (R) C (═O )-, -OC (= O)-, -C (= O) N (R)-, C (= O) O-. Here, each R independently represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. ]. The divalent linking group represented by L ^A1 and L ^A2 is not limited in any way as long as the effects of the present invention can be achieved.

In the general formula (Lb) and the general formula (Lc), R ² represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. In the general formula (La), general formula (Lb), and general formula (Lc), R ³ represents a hydrogen atom or a substituent, k represents an integer of 0 to 4, and * represents the general formula (A). It represents the position at which the group bonds to ^{X A1} and ^{X A2} in, and ** represents a position bonded with Dye in formula (a).

  In the general formula (A), Dye preferably has n hydrogen atoms removed from the dipyrromethene metal complex compound represented by the general formula (III-1) or (III-3) described above. It is a pigment residue.

  Although the specific example of the structural unit represented by the said general formula (A) is shown below, this invention is not limited to these.

[Structural unit represented by formula (B)]
Next, the structural unit represented by the following general formula (B) will be described in detail.

In the general formula (B), X ^B1 and X ^B2 each independently represent a linking group formed by polymerization, L ^B1 and L ^B2 each independently represent a single bond or a divalent linking group, and A Represents a group capable of ionic bonding or coordination bonding with Dye. m represents an integer of 0 to 3, and n ¹ and n ² each independently represents an integer of 1 to 4. Dye is a dye residue having a group capable of ionic bond or coordinate bond with A in an arbitrary substituent of a dipyrromethene metal complex compound composed of the dipyrromethene compound represented by the above general formula (III) and a metal or a metal compound. Represents a group. Dye and the L ^B2, covalent bonding, ionic bonding, and may be linked at any coordination bonds. When n ¹ is 2 or more, a plurality of L ^B1 may be the same or different. If n ² is 2 or more, L ^B2 that existing in plural numbers may be different even in the same.

In the general formula (B), X ^B1 , X ^B2 , L ^B1 , L ^B2 , m, n ¹ and n ² are X ^A1 , X ^A2 , L ^A2 , L ^A2 , m in the general formula (A), respectively. , N ¹ and n ² , and preferred embodiments are also the same.
In the general formula (B), Dye is preferably an ionic bond with A on an arbitrary substituent of the dipyrromethene-based metal complex compound represented by the general formula (III-1) or the general formula (III-3). This is a dye residue having a group capable of coordinating bonding.

The group represented by A in the general formula (B) may be any group capable of ionic bonding or coordination bonding with Dye, and the group capable of ionic bonding may be either an anionic group or a cationic group. Good. The anionic group is preferably an anionic group having a pKa of 12 or less, such as a carboxyl group, a phospho group, a sulfo group, an acylsulfonamide group, or a sulfonimide group, more preferably a pKa of 7 or less, still more preferably 5 or less. The anionic group may form an ionic bond or a coordinate bond with Ma or a heterocyclic group in Dye, but more preferably an ionic bond with Ma.
Specific examples of preferred anionic groups are shown below, but the present invention is not limited thereto. In the anionic groups shown below, R each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. Moreover, * represents the position couple ^| bonded with ^LB1 in the said general formula (B).

  Examples of the cationic group represented by A in the general formula (B) include a substituted or unsubstituted onium cation (for example, a substituted or unsubstituted ammonium group, pyridinium group, imidazolium group, sulfonium group, phosphonium group, etc. ) Is preferable, and a substituted ammonium group is particularly preferable.

  Specific examples of the structural unit represented by the general formula (B) are shown below, but the present invention is not limited thereto.

[Structural unit represented by formula (C)]
Next, the structural unit represented by the following general formula (C) will be described in detail.

In the general formula (C), L ^C1 represents a single bond or a divalent linking group, and n represents an integer of 1 to 4. Dye represents a dye residue obtained by removing two arbitrary hydrogen atoms from a dipyrromethene metal complex compound composed of the dipyrromethene compound represented by the general formula (III) and a metal or a metal compound. Dye is preferably a dye residue obtained by removing two arbitrary hydrogen atoms from the dipyrromethene-based metal complex compound represented by the general formula (III-1) or (III-3).

In the general formula (C), the divalent linking group represented by L ^C1 is a substituted or unsubstituted linear, branched or cyclic alkylene group having 1 to 30 carbon atoms (for example, a methylene group, an ethylene group, trimethylene group, propylene group, butylene group), a substituted or unsubstituted arylene group (e.g. having 6 to 30 carbon atoms, a phenylene group, naphthalene group), a substituted or unsubstituted heterocyclic linking group, -CH 2 ₌ CH _{2 -, - O -, -} S -, - NR -, - C (= O) -, - SO -, - SO 2 -, and the linking group formed by linking two or more of these (e.g., -N (R) C (= O)-, -OC (= O)-, -C (= O) N (R)-, -C (= O) O-, -N (R) C (= O ) N (R)-, etc., wherein each R is independently a hydrogen atom, an alkyl group, an aryl group, or Represents a heterocyclic group).

Specific examples suitable for the divalent linking group represented by L ^C1 in the general formula (C) are described below, but L ^C1 in the present invention is not limited thereto. In the specific examples shown below, * represents a position where Dye is bonded to the general formula (C).

  Although the specific example of the structural unit represented by the said general formula (C) is shown below, this invention is not limited to these.

[Copolymerization component]
The dye multimer in the present invention may be formed by multiplying at least one of the structural units represented by the general formula (A), the general formula (B), and the general formula (C). It may be multiplied together with the structural unit. Specific examples preferable as other structural units are shown below, but the present invention is not limited thereto.

[Dye Multimer Represented by General Formula (D)]
Next, the dye multimer represented by the following general formula (D) will be described in detail.

In the general formula (D), L ^D1 represents an m-valent linking group, m represents an integer of 2 to 100, and Dye represents a dipyrromethene compound represented by the general formula (III) and a metal or metal compound. A dipyrromethene-based metal complex compound comprising: Dye represents a dye residue obtained by removing one arbitrary hydrogen atom of a dipyrromethene-based metal complex compound composed of the dipyrromethene-based compound represented by the general formula (III) and a metal or a metal compound. Dye is preferably a pigment residue obtained by removing one arbitrary hydrogen atom of the dipyrromethene-based metal complex compound represented by the general formula (III-1) or (III-3).

In the general formula (D), m is preferably 2 to 80, more preferably 2 to 40, and particularly preferably 2 to 10.
In the general formula (D), when m is 2, examples of the divalent linking group represented by L ^D1 include the substituents described for L ^C1 in the general formula (C). The example is the same.
In the general formula (D), when m is 3 or more, examples of the m-valent linking group represented by L ^D1 include a substituted or unsubstituted arylene group (1,3,5-phenylene group, 1, 2,4-phenylene group, 1,4,5,8-naphthalene group, etc.), a heterocyclic linking group (for example, 1,3,5-triazine group etc.), an alkylene linking group, etc. Examples thereof include a linking group formed by substituting a divalent linking group.

  Specific examples of the dye multimer represented by the general formula (D) are shown below, but the present invention is not limited thereto.

  In Table 1 below, preferred examples of the dye multimer in the present invention are shown by clearly indicating the structural unit (the structural unit) and the copolymerization ratio, and the weight average molecular weight and the degree of dispersion.

The dye multimer in the present invention preferably contains at least one structural unit represented by the general formula (A), the general formula (B), or the general formula (C). It is preferable that at least 1 type of the structural unit represented by Formula (A) is included.
Furthermore, it is preferable that the structural unit represented by the general formula (A) is formed by using a dye monomer represented by the following general formula (AM) as a polymerization component.

[Dye monomer represented by general formula (AM)]
Below, the detail is demonstrated about the pigment | dye monomer represented by the following general formula (AM).

In the general formula (AM), R ¹ represents a hydrogen atom, a halogen atom, an alkyl group, or an aryl group. L ¹ is —N (R ² ) C (═O) —, —OC (═O) —, —C (═O) N (R ² ) —, —C (═O) O—, A group represented by (La), a group represented by the following general formula (Lb), or a group represented by the following general formula (Lc) (wherein R ² represents a hydrogen atom, an alkyl group, an aryl Represents a group or a heterocyclic group). L ² represents a divalent linking group. m and n each independently represents 0 or 1. Dye is a pigment residue obtained by removing one hydrogen atom from the dipyrromethene metal complex compound represented by the general formula (III-1), or a dipyrromethene metal represented by the general formula (III-3). It represents a dye residue in which one hydrogen atom of a substituent of any one of R ^{2 to} R ⁵ , R ^{7 to} R ⁹ , X ⁵ , Y ¹ , and Y ² of the complex compound is removed.

In the general formula (Lb) and the general formula (Lc), R ² represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. In the general formula (La), general formula (Lb), and general formula (Lc), R ³ represents a hydrogen atom or a substituent, k represents an integer of 0 to 4, and * represents the general formula ( In (AM), -C (R ¹ ) = CH ₂ represents a position bonded to the group, and ** represents a position bonded to L ² or Dye (when n = 0) in the general formula (AM).

That is, the dye monomer represented by the general formula (AM) is added to the dipyrromethene metal complex compound represented by the general formula (III-1) or the general formula (III-3) to-(L ² ) N- (L ¹ ) m—C (R ¹ ) ═A compound in which a polymerizable group represented by CH ₂ is introduced. When both m and n are 0, a —C (R ¹ ) ═CH ₂ group is directly introduced into the dipyrromethene metal complex compound. Here, L ¹ , L ² and R ¹ have the same meaning as in the general formula (AM).

In the dipyrromethene-based metal complex compound represented by the general formula (III-1), the site into which the polymerizable group is introduced is not particularly limited, but in terms of synthesis compatibility, the general formula (III-1) ) Is preferably introduced into any ^one of R ^{1 to} R ⁶ , and the polymerizable group is introduced into any one of R ¹ , R ³ , R ⁴ and R ^6. It is more preferable that the polymerizable group is introduced into any ^one of R ¹ and R ⁶ .

In the dipyrromethene-based metal complex compound represented by the general formula (III-3), the site where the polymerizable group is introduced is R ^{2 to} R ⁵ or R ^{7 to} R in the general formula (III-3). ⁹ , X ⁵ , Y ¹ , and Y ² . Among these substituents, the polymerizable group is preferably introduced into any one of R ^{2 to} R ⁵ , R ⁸ , R ⁹ and X ^{5 from} the viewpoint of synthesis compatibility, and R ³ , R ⁴ it is more preferable that the polymerizable group into any one of R ⁸ and R ⁹ are introduced, that the polymerizable group into any one of R ⁸ and R ⁹ are introduced more preferred.

In the general formula (AM), R ¹ represents a hydrogen atom, a halogen atom, an alkyl group, or an aryl group. When R ¹ is an alkyl group or an aryl group, it may be unsubstituted or substituted.

When R ¹ is an alkyl group, a substituted or unsubstituted linear, branched or cyclic alkyl group having 1 to 36 carbon atoms, more preferably 1 to 6 carbon atoms is preferable. Examples of the alkyl group include methyl group, ethyl group, propyl group, butyl group, octyl group, isopropyl group, cyclohexyl group and the like.
When R ¹ is an aryl group, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, more preferably 6 to 14 carbon atoms, and still more preferably 6 to 12 carbon atoms is preferable. Examples of the aryl group include a phenyl group and a naphthyl group.

When R ¹ is a substituted alkyl group or a substituted aryl group, the substituent is a halogen atom (eg, fluorine, chlorine, bromine, iodine), an alkyl group (preferably having 1 to 24 carbon atoms, more preferably 1 to 1 carbon atoms). 12 alkyl groups, for example, methyl, ethyl, propyl, butyl, isopropyl, t-butyl, 2-ethylhexyl, dodecyl, cyclopropyl, cyclopentyl, cyclohexyl, adamantyl), aryl groups (preferably having 6 to 24 carbon atoms, more Preferably it is a C6-C12 aryl group, for example, phenyl, naphthyl), a heterocyclic group (preferably C1-C24, more preferably a C1-C12 heterocyclic group, for example, 2-thienyl. 4-pyridyl, 2-furyl, 2-pyrimidinyl, 1-pyridyl, 2-benzothiazolyl, 1-imidazoli , 1-pyrazolyl, benzotriazol-1-yl), silyl group (preferably a silyl group having 3 to 24 carbon atoms, more preferably 3 to 12 carbon atoms, such as trimethylsilyl, triethylsilyl, tributylsilyl, t- (Butyldimethylsilyl, t-hexyldimethylsilyl), hydroxyl group, cyano group, nitro group, sulfonic acid group, phosphonic acid group, carboxyl group, alkoxy group (preferably having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms) And more preferably an alkoxy group having 1 to 6 carbon atoms such as methoxy, ethoxy, 1-butoxy, 2-butoxy, isopropoxy, t-butoxy, dodecyloxy, cycloalkyloxy group such as cyclopentyloxy, cyclohexyl Oxy), an aryloxy group (preferably having 6 to 24 carbon atoms) More preferably, it is an aryloxy group having 6 to 12 carbon atoms, such as phenoxy or 1-naphthoxy, and a heterocyclic oxy group (preferably having 1 to 24 carbon atoms, more preferably a heterocyclic oxy group having 1 to 12 carbon atoms). , For example, 1-phenyltetrazol-5-oxy, 2-tetrahydropyranyloxy), a silyloxy group (preferably a silyloxy group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, for example, trimethylsilyloxy, t -Butyldimethylsilyloxy, diphenylmethylsilyloxy), an acyloxy group (preferably an acyloxy group having 2 to 24 carbon atoms, more preferably 2 to 12 carbon atoms, such as acetoxy, pivaloyloxy, benzoyloxy, dodecanoyloxy), Alkoxycarbonyloxy group (preferably having 2 carbon atoms) 24, more preferably an alkoxycarbonyloxy group having 2 to 12 carbon atoms, more preferably 2 to 6 carbon atoms, such as ethoxycarbonyloxy, t-butoxycarbonyloxy), cycloalkyloxycarbonyloxy (for example, cyclohexyloxycarbonyl) Oxy)), aryloxycarbonyloxy group (preferably aryloxycarbonyloxy group having 7 to 24 carbon atoms, more preferably 7 to 12 carbon atoms, such as phenoxycarbonyloxy), carbamoyloxy group (preferably having 1 carbon atom) To 24, more preferably a carbamoyloxy group having 1 to 12 carbon atoms, still more preferably 1 to 6 carbon atoms, such as N, N-dimethylcarbamoyloxy, N-butylcarbamoyloxy, N-phenylcarbamoyloxy, N- Ethyl-N- Phenylcarbamoyloxy), a sulfamoyloxy group (preferably a sulfamoyloxy group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, still more preferably 1 to 6 carbon atoms, for example, N, N- Diethylsulfamoyloxy, N-propylsulfamoyloxy), an alkylsulfonyloxy group (preferably an alkylsulfonyloxy group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, still more preferably 1 to 6 carbon atoms). And, for example, methylsulfonyloxy, hexadecylsulfonyloxy, cyclohexylsulfonyloxy), arylsulfonyloxy groups (preferably arylsulfonyloxy groups having 6 to 24 carbon atoms, more preferably 6 to 12 carbon atoms, such as phenylsulfonyl Oxy), an acyl group (preferably having 1 to 2 carbon atoms) , More preferably an acyl group having 1 to 12 carbon atoms, for example, formyl, acetyl, pivaloyl, benzoyl, tetradecanoyl, cyclohexanoyl)

An alkoxycarbonyl group (preferably an alkoxycarbonyl group having 2 to 24 carbon atoms, more preferably 2 to 12 carbon atoms, still more preferably 2 to 6 carbon atoms, such as methoxycarbonyl, ethoxycarbonyl, octadecyloxycarbonyl, cyclohexyloxycarbonyl ), An aryloxycarbonyl group (preferably an aryloxycarbonyl group having 7 to 24 carbon atoms, more preferably an aryloxycarbonyl group having 7 to 12 carbon atoms, such as phenoxycarbonyl), a carbamoyl group (preferably having 1 to 24 carbon atoms, more preferably A carbamoyl group having 1 to 12 carbon atoms such as carbamoyl, N, N-diethylcarbamoyl, N-ethyl-N-octylcarbamoyl, N, N-dibutylcarbamoyl, N-propylcarbamoyl, N-phenylcarbamoyl, N-methyl − -Phenylcarbamoyl, N, N-dicyclohexylcarbamoyl), an amino group (preferably an amino group having 24 or less carbon atoms, more preferably 12 or less carbon atoms, such as amino, methylamino, N, N-dibutylamino, Tetradecylamino, 2-ethylhexylamino, cyclohexylamino), anilino group (preferably an anilino group having 6 to 24 carbon atoms, more preferably 6 to 12 carbon atoms, such as anilino, N-methylanilino), heterocyclic amino A group (preferably a C1-C24, more preferably a C1-C12 heterocyclic amino group such as 4-pyridylamino), a carbonamido group (preferably C2-C24, more preferably C2 ~ 12 carbonamido groups such as acetamide, benzamide, tetradecanamide, (Roylamide, cyclohexaneamide), ureido group (preferably a ureido group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, such as ureido, N, N-dimethylureido, N-phenylureido), imide group ( Preferably, it is an imide group having 20 or less carbon atoms, more preferably 12 or less carbon atoms, for example, N-succinimide, N-phthalimide), alkoxycarbonylamino group (preferably having 2 to 24 carbon atoms, more preferably 2 carbon atoms). -12 alkoxycarbonylamino group, for example, methoxycarbonylamino, ethoxycarbonylamino, t-butoxycarbonylamino, octadecyloxycarbonylamino, cyclohexyloxycarbonylamino), aryloxycarbonylamino group (preferably having 7 to 24 carbon atoms, Better Preferably, it is an aryloxycarbonylamino group having 7 to 12 carbon atoms, such as phenoxycarbonylamino), a sulfonamide group (preferably a sulfonamide group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, Methanesulfonamide, butanesulfonamide, benzenesulfonamide, hexadecanesulfonamide, cyclohexanesulfonamide), sulfamoylamino group (preferably having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms). And, for example, N, N-dipropylsulfamoylamino, N-ethyl-N-dodecylsulfamoylamino), an azo group (preferably an azo group having 1 to 24 carbon atoms, more preferably 1 to 24 carbon atoms). For example, phenylazo, 3-pyrazolylazo), alkylthio group (preferably Or an alkylthio group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms such as methylthio, ethylthio, octylthio, cyclohexylthio), an arylthio group (preferably having 6 to 24 carbon atoms, more preferably 6 carbon atoms). An arylthio group having ˜12, for example, phenylthio), a heterocyclic thio group (preferably a heterocyclic thio group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, such as 2-benzothiazolylthio, 2 -Pyridylthio, 1-phenyltetrazolylthio), an alkylsulfinyl group (preferably an alkylsulfinyl group having 1 to 24 carbon atoms, more preferably an alkylsulfinyl group having 1 to 12 carbon atoms, for example, dodecanesulfinyl),

An arylsulfinyl group (preferably an arylsulfinyl group having 6 to 24 carbon atoms, more preferably an arylsulfinyl group having 6 to 12 carbon atoms, for example, phenylsulfinyl), an alkylsulfonyl group (preferably having 1 to 24 carbon atoms, more preferably 1 carbon atom) -12 alkylsulfonyl groups such as methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, isopropylsulfonyl, 2-ethylhexylsulfonyl, hexadecylsulfonyl, octylsulfonyl, cyclohexylsulfonyl), arylsulfonyl groups (preferably having 6 carbon atoms) To 24, more preferably an arylsulfonyl group having 6 to 12 carbon atoms, for example, phenylsulfonyl, 1-naphthylsulfonyl), sulfamoyl group (preferably having 24 or less carbon atoms, more preferably carbon 16 or less sulfamoyl groups, for example, sulfamoyl, N, N-dipropylsulfamoyl, N-ethyl-N-dodecylsulfamoyl, N-ethyl-N-phenylsulfamoyl, N-cyclohexylsulfamoyl), A sulfo group, a phosphonyl group (preferably a phosphonyl group having 1 to 24 carbon atoms, more preferably a phosphonyl group having 1 to 12 carbon atoms, such as phenoxyphosphonyl, octyloxyphosphonyl, phenylphosphonyl), a phosphinoylamino group (preferably Is a phosphinoylamino group having 1 to 24 carbon atoms, more preferably 1 to 12 carbon atoms, and examples thereof include diethoxyphosphinoylamino and dioctyloxyphosphinoylamino).

  Among the above substituents, halogen atom, alkyl group, aryl group, hydroxyl group, sulfonic acid group, phosphonic acid group, carboxylic acid group, alkoxy group, aryloxy group, alkoxycarbonyloxy group, cycloalkylcarbonyloxy group, aryl Oxycarbonyloxy group, carbamoyloxy group, sulfamoyloxy group, alkylsulfonyloxy group, arylsulfonyloxy group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, carbonamido group, imide group, sulfonamido group , Sulfamoylamino group, sulfamoyl group are preferable, alkyl group, aryl group, hydroxyl group, sulfonic acid group, phosphonic acid group, carboxylic acid group, alkoxy group, aryloxy group, alkoxycarbonyloxy , Aryloxycarbonyloxy group, carbamoyloxy group, sulfamoyloxy group, alkylsulfonyloxy group, arylsulfonyloxy group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, carbonamido group, sulfonamido group, A sulfamoylamino group and a sulfamoyl group are more preferable, and a hydroxyl group, a sulfonic acid group, a phosphonic acid group, a carboxylic acid group, an alkoxy group, an aryloxy group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, a carbamoyloxy group, a sulfo group. More preferred are a famoyloxy group, an alkylsulfonyloxy group, an arylsulfonyloxy group, an acyl group, an alkoxycarbonyl group, and an aryloxycarbonyl group. Group, a carboxylic acid group, an alkoxy group, an alkoxycarbonyl group, a carbamoyloxy group, a sulfamoylamino group, an alkylsulfonyloxy group, an acyl group, an alkoxycarbonyl group is particularly preferred.

  Among the particularly preferred substituents, a sulfonic acid group, a carboxylic acid group, an alkoxy group, an alkoxycarbonyloxy group, an alkylsulfonyloxy group, and an alkoxycarbonyl group are more preferable, and a sulfonic acid group, a carboxylic acid group, an alkoxy group, and an alkoxycarbonyl group. A group is more preferable, and a sulfonic acid group, a carboxylic acid group, and an alkoxy group are particularly preferable.

R ¹ is preferably a hydrogen atom, an alkyl group or an aryl group, particularly preferably a hydrogen atom or an alkyl group.

When the substituents of the substituted alkyl group and the substituted aryl group of R ¹ are further substitutable groups, they may be substituted with the substituents described above, and may be substituted with two or more substituents. The substituents may be the same or different.

In the general formula (AM), L ¹ represents —N (R ² ) C (═O) —, —OC (═O) —, —C (═O) N (R ² ) —, —C (= O) represents O—, a group represented by the general formula (La), a group represented by the general formula (Lb), or a group represented by the general formula (Lc). Here, R ² represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group.
When R ² is an alkyl group, an aryl group, or a heterocyclic group, specific examples include the alkyl group, aryl group, and heterocyclic group described in the substituted alkyl group and the substituted aryl group in R ¹ . The preferred embodiments are also the same.
The alkyl group, aryl group, and heterocyclic group as R ² may be substituted with the substituent described in R ¹ , and when they are substituted with two or more substituents, The substituents may be the same or different.

Below, in the general formula (AM), a group represented by the general formula (La) for ^{L 1,} the group represented by the general formula (Lb), and a group represented by formula (Lc) Will be described in detail.

In the general formula (Lb) and the general formula (Lc), R ² represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. In the general formula (La), general formula (Lb), and general formula (Lc), R ³ represents a hydrogen atom or a substituent, k represents an integer of 0 to 4, and * represents the general formula (AM ) Represents a position to bond with —C (R ¹ ) ═CH ₂ group, and ** represents a position to bond with L ² or Dye (when n = 0) in the general formula (AM).

R ² in the general formula (Lb) and the general formula (Lc) has the same meaning as R ² described for L ¹ in the general formula (AM), and the preferred embodiments are also the same.

R ³ represents a hydrogen atom or a substituent, and examples of the substituent represented by R ³ include the substituents described for the substituted alkyl group and substituted aryl group of R ¹ , and preferred embodiments are also the same. It is. k represents 0, 1, 2, 3, 4; When k is 2, 3, or 4, R ³ may be the same or different.
When the substituent of R ³ is a further substitutable group, it may be substituted with the substituent described in R ¹ , or may be substituted with two or more substituents. These substituents may be the same or different.

As L ¹ , from the viewpoint of synthesis, —N (R ² ) C (═O) —, —OC (═O) —, —C (═O) N (R ² ) —, —C (= O) O- are preferable, -OC (= O) -, - C (= O) N (R 2) -, - C (= O) O- , more preferably, -C (= O) N ( R 2 )-And -C (= O) O- are more preferable.

Next, L ² in the general formula (AM) will be described.
L ² represents a divalent linking group that links L ¹ or —C (R ¹ ) ═CH ₂ group (when m = 0) and Dye.
The L ² is preferably an alkylene group, an aralkylene group, an arylene group, —O—, —C (═O) —, —OC (═O) —, OC (═O) O—, —OSO ₂ —. ^{, -OC (= O) N (} R 50) -, - N (R 50) -, - N (R 50) C (= O) -, - N (R 50) C (= O) O -, - ^{N (R 50) C (=} O) N (R 51) -, - N (R 50) SO 2 -, - N (R 50) SO 2 N (R 51) -, - S -, - S-S _{-, - SO -, - SO} 2 -, - SO 2 N (R 50) -, - SO 2 O- and the like. In addition, a plurality of the divalent linking groups may be bonded to form a new divalent linking group.

R ⁵⁰ and R ⁵¹ each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group. Examples of the alkyl group, aryl group, and heterocyclic group of R ⁵⁰ and R ⁵¹ include the alkyl group, aryl group, and heterocyclic group described above for the substituent of R ¹ , and preferred embodiments are also the same. The alkyl group, aryl group, and heterocyclic group of R ⁵⁰ and R ⁵¹ may be substituted with the substituents described for the substituent of R ¹ , or may be substituted with two or more substituents. These substituents may be the same or different.

When L ² is an alkylene group, an aralkylene group, or an arylene group, it may be unsubstituted or substituted, and when it is substituted, it is substituted with the substituent described for the substituent of R ^1. When it is substituted with two or more substituents, these substituents may be the same or different.
When L ² is an alkylene group, an aralkylene group, or an arylene group, an alkylene group having 1 to 12 carbon atoms, an aralkylene group having 6 to 18 carbon atoms, or an arylene group having 6 to 18 carbon atoms is preferable. An alkylene group having 8 to 8 carbon atoms, an aralkylene group having 6 to 16 carbon atoms, and an arylene group having 6 to 12 carbon atoms are more preferable, and an alkylene group having 1 to 6 carbon atoms and an aralkylene group having 6 to 12 carbon atoms are still more preferable.

As the combination of L ¹ and L ² , L ¹ is —N (R ² ) C (═O) —, —OC (═O) —, —C (═O) N (R ² ) —, — C (= O) O-, L ² is an alkylene group having 1 to 12 carbon atoms, an aralkylene group having 6 to 18 carbon atoms, an arylene group having 6 to 18 carbon atoms, an alkylthioether having 2 to 18 carbon atoms, a carbon number Preferred are an alkylcarbonamide group having 2 to 18 carbon atoms and an alkylaminocarbonyl group having 2 to 18 carbon atoms. More preferably, L ¹ is —OC (═O) —, —C (═O) N (R ² ) —, —C (═O) O—, and L ² is an alkylene group having 1 to 8 carbon atoms, Embodiments of an aralkylene group having 6 to 16 carbon atoms, an arylene group having 6 to 12 carbon atoms, an alkylthioether having 2 to 12 carbon atoms, an alkylcarbonamide group having 2 to 12 carbon atoms, and an alkylaminocarbonyl group having 2 to 12 carbon atoms More preferably, L ¹ is —C (═O) N (R ² ) — or —C (═O) O—, L ² is an alkylene group having 1 to 6 carbon atoms, or 6 to 12 carbon atoms. Are an aralkylene group, an alkylthioether having 2 to 6 carbon atoms, an alkylcarbonamide group having 2 to 6 carbon atoms, and an alkylaminocarbonyl group having 2 to 6 carbon atoms.

Below, in the general formula ^{(AM), - (L 2} ) n- (L 1) m-C (R 1) = examples of the polymerizable group represented by CH _2. However, the present invention is not limited to these.

  Specific examples of the dye monomer represented by the general formula (AM) are shown below. However, the present invention is not limited to these.

The dye monomer represented by the general formula (AM) contained as a polymerization component in the dye multimer in the present invention may be one kind or two or more kinds.
Further, when the dye multimer in the present invention contains another ethylenically unsaturated bond monomer to be described later as a copolymerization component, the monomer may contain only one type, or two or more types. May be included. In addition, other monomers that may be further included as desired as a copolymerization component may include only one type, or two or more types when this is included as a copolymerization component. Also good.

  The dye multimer in the present invention can form a structural unit represented by the general formula (A), the general formula (B), and the general formula (C) or a structural unit represented by the general formula (A). What contains 100 mass% of pigment monomers represented by general formula (AM) which is a preferable monomer by mass ratio (mass%), that is, the general formula (A), the general formula (B), and the general A multimer obtained by polymerizing only the structural unit represented by the formula (C) may be used. From the viewpoint of the film thickness, the structural unit represented by the general formula (A), the general formula (B), and the general formula (C) may be included in a mass ratio (mass%) of 10% by mass to 100% by mass. Preferably, it is more preferably 20% by mass to 100% by mass, and further preferably 30% by mass to 100% by mass.

[A single monomer having a terminal ethylenically unsaturated bond and having a structure different from that of a dye monomer capable of constituting a structural unit represented by general formula (A), general formula (B), or general formula (C) body〕
The dye multimer in the present invention has a terminal ethylenically unsaturated bond as a copolymerization component, and constitutes structural units represented by the general formula (A), the general formula (B), and the general formula (C). The possible dye monomer may contain a monomer having a different structure (sometimes referred to as “another ethylenically unsaturated bond monomer”).
That is, the dye multimer in the present invention includes a dye monomer capable of forming a structural unit represented by the general formula (A), the general formula (B), and the general formula (C), or the general formula (AM). A copolymer containing a dye monomer represented by the formula (1) and another ethylenically unsaturated bond monomer having a different structure may be used. At this time, the copolymer may contain only one kind of the specific dye monomer in the present invention, or may contain two or more kinds, and the other ethylenically unsaturated bond monomer, 1 type may be included and 2 or more types may be included.

The other ethylenically unsaturated bond monomer is a compound having an ethylenically unsaturated bond at least at a terminal portion, and is represented by the general formula (A), the general formula (B), and the general formula (C). There is no particular limitation as long as it is a monomer having a different structure from the dye monomer capable of forming the structural unit represented or the dye monomer represented by the general formula (AM).
When applying the dye multimer in the present invention to a colored curable composition, from the viewpoint of improving the color pattern forming property, other ethylenically unsaturated bond monomers are added to the terminal ethylenically unsaturated bond, A monomer having an alkali-soluble group is preferable.

Examples of the other ethylenically unsaturated bond monomer having an alkali-soluble group include a vinyl monomer having a carboxyl group and a vinyl monomer having a sulfonic acid group.
Examples of the vinyl monomer having a carboxyl group include (meth) acrylic acid, vinyl benzoic acid, maleic acid, maleic acid monoalkyl ester, fumaric acid, itaconic acid, crotonic acid, cinnamic acid, and acrylic acid dimer. Further, addition reaction product of a monomer having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate and a cyclic anhydride such as maleic anhydride, phthalic anhydride, or cyclohexanedicarboxylic anhydride, ω-carboxy-polycaprolactone Mono (meth) acrylates can also be used. Moreover, you may use anhydride containing monomers, such as maleic anhydride, itaconic anhydride, and citraconic anhydride, as a precursor of a carboxyl group. Of these, (meth) acrylic acid is particularly preferred from the viewpoints of copolymerizability, cost, solubility, and the like.

  Examples of the vinyl monomer having a sulfonic acid group include 2-acrylamido-2-methylpropanesulfonic acid, and examples of the vinyl monomer having a phosphoric acid group include phosphoric acid mono (2-acryloyloxyethyl ester) and phosphoric acid mono (1-methyl-2-acryloyloxyethyl ester) and the like.

  The dye multimer in the present invention preferably contains a repeating unit derived from a vinyl monomer having an alkali-soluble group as described above. By including such a repeating unit, when the dye multimer in the present invention is applied to a colored curable composition, the development removability of an unexposed portion is excellent.

  In the dye multimer in the present invention, the content of the repeating unit derived from the vinyl monomer having an alkali-soluble group is preferably 50 mgKOH / g or more, particularly preferably 50 mgKOH / g to 200 mgKOH / g. That is, in terms of suppressing the formation of precipitates in the developer, the content of the repeating unit derived from the vinyl monomer having an alkali-soluble group is preferably 50 mgKOH / g or more. When the colored curable composition is constituted by using both the dye multimer and the pigment in the present invention, the formation of secondary aggregates, which are aggregates of primary particles of the pigment, is effectively suppressed, or secondary aggregation is performed. In order to effectively weaken the cohesive strength of the aggregate, the content of the repeating unit derived from the vinyl monomer having an alkali-soluble group is preferably 50 mgKOH / g to 200 mgKOH / g.

  The vinyl monomer that can be used in the copolymerization with the dye monomer in the present invention is not particularly limited. For example, (meth) acrylic acid esters, crotonic acid esters, vinyl esters, maleic acid diesters, fumarate Acid diesters, itaconic acid diesters, (meth) acrylamides, vinyl ethers, esters of vinyl alcohol, styrenes, (meth) acrylonitrile and the like are preferable. Specific examples of such vinyl monomers include the following compounds. In addition, in this specification, when showing either or both of "acryl and methacryl", it may describe as "(meth) acryl".

  Examples of (meth) acrylic acid esters include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, and n-butyl (meth) acrylate. , Isobutyl (meth) acrylate, t-butyl (meth) acrylate, n-hexyl (meth) acrylate, cyclohexyl (meth) acrylate, t-butylcyclohexyl (meth) acrylate, (meth) acrylic acid 2- Ethylhexyl, t-octyl (meth) acrylate, dodecyl (meth) acrylate, octadecyl (meth) acrylate, acetoxyethyl (meth) acrylate, phenyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-Methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate 2- (2-methoxyethoxy) ethyl (meth) acrylate, 3-phenoxy-2-hydroxypropyl (meth) acrylate, benzyl (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, (meth) acrylic acid Diethylene glycol monoethyl ether, (meth) acrylic acid triethylene glycol monomethyl ether, (meth) acrylic acid triethylene glycol monoethyl ether, (meth) acrylic acid polyethylene glycol monomethyl ether, (meth) acrylic acid polyethylene glycol monoethyl ether, ( Β-phenoxyethoxyethyl (meth) acrylate, nonylphenoxypolyethylene glycol (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclo (meth) acrylate Pentenyloxyethyl, trifluoroethyl (meth) acrylate, octafluoropentyl (meth) acrylate, perfluorooctylethyl (meth) acrylate, dicyclopentanyl (meth) acrylate, tribromophenyl (meth) acrylate And (meth) acrylic acid tribromophenyloxyethyl.

Examples of crotonic acid esters include butyl crotonate and hexyl crotonate.
Examples of vinyl esters include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl methoxyacetate, vinyl benzoate, and the like.
Examples of maleic acid diesters include dimethyl maleate, diethyl maleate, and dibutyl maleate.
Examples of the fumaric acid diesters include dimethyl fumarate, diethyl fumarate, and dibutyl fumarate.
Examples of itaconic acid diesters include dimethyl itaconate, diethyl itaconate, and dibutyl itaconate.

  (Meth) acrylamides include (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N-isopropyl (meth) acrylamide, and Nn-butyl. Acrylic (meth) amide, Nt-butyl (meth) acrylamide, N-cyclohexyl (meth) acrylamide, N- (2-methoxyethyl) (meth) acrylamide, N, N-dimethyl (meth) acrylamide, N, N -Diethyl (meth) acrylamide, N-phenyl (meth) acrylamide, N-benzyl (meth) acrylamide, (meth) acryloylmorpholine, diacetone acrylamide, etc. are mentioned.

Examples of vinyl ethers include methyl vinyl ether, butyl vinyl ether, hexyl vinyl ether, and methoxyethyl vinyl ether.
Examples of styrenes include styrene, methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, isopropyl styrene, butyl styrene, hydroxy styrene, methoxy styrene, butoxy styrene, acetoxy styrene, chlorostyrene, dichlorostyrene, bromostyrene, chloromethyl Examples thereof include styrene, hydroxystyrene protected with a group that can be deprotected by an acidic substance (for example, t-Boc and the like), methyl vinylbenzoate, and α-methylstyrene.

  Specific examples of the other ethylenically unsaturated bond monomers that can be used in the present invention are shown below, but the present invention is not limited thereto.

  Although the specific example of the pigment | dye multimer in this invention is shown in the following Table 2 and Table 3, this invention is not limited to these. In Tables 2 and 3, the number of the monomer a corresponds to a specific example of the dye monomer represented by the general formula (AM), and the number of the monomer b is This corresponds to the specific example of the ethylenically unsaturated bond monomer described above.

  The coloring composition of the present invention may contain one or more dyes other than the dipyrromethene dye as long as the effects of the present invention are not impaired.

  In the present invention, when two or more kinds of the dipyrromethene dyes are combined, or when two or more kinds of the dipyrromethene dyes and other dyes are combined, a mixed system in which at least two dyes having different absorption characteristics are combined. It can be suitably used as (mixture), and a primary color system hue can be suitably configured.

  Examples of the absorption characteristics include a maximum absorption wavelength. In this case, for example, a combination of dyes having different maximum absorption wavelengths by 50 nm to 250 nm is preferable, and a combination of dyes having different 50 nm to 200 nm is more preferable. Examples of such a preferred dye combination include a combination of Varifast Yellow 1101 and Compound III-A described above (mass ratio 2: 3), a combination of Compound III-90 described above and Direct Green 27 (mass). Ratio 2: 3), a combination of Modern Violet 40 and Compound III-92 described above (mass ratio 1: 2), and the like.

  The molar extinction coefficient of the dye is preferably as high as possible from the viewpoint of the film thickness when the color filter is formed. The maximum absorption wavelength λmax is preferably 500 nm to 600 nm, more preferably 530 nm to 570 nm, from the viewpoint of improving color purity. The maximum absorption wavelength and molar extinction coefficient are measured with a spectrophotometer UV-2400PC (manufactured by Shimadzu Corporation). However, from the viewpoint of solubility, the molar extinction coefficient should not be too high.

The dye content (total amount of the dipyrromethene dye and other dyes) in the colored composition of the present invention varies depending on the dye, but is within the range of 10 to 90% by mass in the colored photosensitive composition of the present invention. Thus, it is preferable that the coloring composition contains a dye. The content of the dye is the coloring of the present invention from the viewpoint of further suppressing thermal sag associated with the heat treatment of the cured pattern after patterning (after exposure / development, etc.) and further improving the adhesion of the cured pattern to the substrate. In the photosensitive composition, the range of 40 to 90% by mass is more preferable, the range of 50 to 80% by mass is more preferable, and the range of 55 to 70% by mass is particularly preferable.
When mixing two or more dyes to adjust the color, the amount of dye added in the smallest amount is at least 10% or more when the total amount of dye is 100% in terms of hue. preferable.

<(E) Pigment derivative>
The coloring composition of the present invention can contain a pigment derivative. The pigment derivative in the present invention, which will be described in detail later, is a compound in which an acidic group, a basic group, or an aromatic group is introduced as a substituent in the side chain of the organic pigment.
In the present invention, (A) a pigment derivative having a portion having an affinity for a specific polymer (polymer dispersant) is adsorbed on the surface of the pigment, and this is used as an adsorption point of the specific polymer, whereby the pigment is obtained. It can be dispersed as fine particles in the coloring composition, and re-aggregation can be prevented. That is, the pigment derivative has an effect of promoting adsorption of a polymer dispersant such as the specific polymer in the present invention by modifying the pigment surface.

  Since the specific polymer in the present invention has an acid group, by using a basic pigment derivative having a basic group as a pigment derivative, the dispersibility of the pigment is further improved, and a fine pigment can be effectively used. Can be dispersed. And by using the coloring composition containing a basic pigment derivative, it is possible to form a color filter with further reduced color density unevenness and excellent color characteristics.

  The pigment derivative in the present invention is specifically a compound in which an organic pigment is used as a base skeleton and an acidic group, a basic group, or an aromatic group is introduced as a substituent in the side chain. Specific examples of organic pigments serving as a base skeleton include quinacridone pigments, phthalocyanine pigments, azo pigments, quinophthalone pigments, isoindoline pigments, isoindolinone pigments, quinoline pigments, diketopyrrolopyrrole pigments, benzoic pigments. Examples include imidazolone pigments. In addition, the host skeleton also includes light yellow aromatic polycyclic compounds such as naphthalene-based, anthraquinone-based, triazine-based, and quinoline-based compounds that are not generally called pigments.

  Examples of the pigment derivative in the present invention include JP-A-11-49974, JP-A-11-189732, JP-A-10-245501, JP-A-2006-265528, JP-A-8-295810, and JP-A-11. -199796 gazette, 2005-234478 gazette, 2003-240938 gazette, 2001-356210 gazette, etc. can be used.

  When a pigment derivative is used in the colored composition of the present invention, the amount used is preferably in the range of 1% by mass to 80% by mass with respect to the pigment, and in the range of 3% by mass to 65% by mass. It is more preferable that it is in the range of 5% by mass to 50% by mass. When the content is within this range, the pigment can be favorably dispersed while keeping the viscosity low, and the dispersion stability after dispersion can be improved. By applying this colored composition to the production of a color filter, a color filter having high transmittance, excellent color characteristics, and high contrast can be obtained.

<Other ingredients>
Various known additives such as a surfactant, an antioxidant, a pH adjuster, an aggregation inhibitor and the like can be blended in the colored composition of the present invention as necessary.

-Preparation method of coloring composition-
The colored composition of the present invention can be prepared through a mixing and dispersing step of mixing and dispersing using various mixers and dispersers. The mixing and dispersing step preferably comprises kneading and dispersing followed by fine dispersion treatment, but kneading and dispersing can be omitted.

Specifically, the coloring composition of the present invention includes, for example, (A) a specific polymer, (B) a pigment, and (C) an organic solvent, a vertical or horizontal sand grinder, a pin mill, a slit mill, an ultrasonic dispersion. It can be obtained by carrying out fine dispersion treatment with beads made of glass, zirconia or the like having a particle diameter of 0.01 mm to 1 mm using a machine.
While applying fine shearing with beads, applying a strong shearing force using a two-roll, three-roll, ball mill, tron mill, disper, kneader, kneader, homogenizer, blender, single or twin screw extruder, etc. It is also possible to perform a kneading and dispersing process.
For details on kneading and dispersing, see T.W. C. “Paint Flow and Pigment Dispersion” by Patton (published by John Wiley and Sons, 1964) and the like, and the method described herein can also be applied to the present invention.

≪Colored photosensitive composition≫
Next, the colored photosensitive composition of the present invention will be described.
The colored photosensitive composition of the present invention comprises the colored composition of the present invention, (F) a polymerizable compound, and (G) a photopolymerization initiator.

The colored photosensitive composition of the present invention can be suitably used for forming colored pixels such as color filters used in liquid crystal display devices (LCDs) and solid-state imaging devices (for example, CCDs, CMOSs, etc.). In particular, it can be suitably used for forming color filters for solid-state imaging devices such as CCDs and CMOSs.
The colored photosensitive composition of the present invention is particularly suitable for formation of a color filter for a solid-state imaging device in which a colored pattern is formed in a thin film with a very small size and a good rectangular cross-sectional profile is required.

When the pixel pattern size (the side length of the pixel pattern viewed from the substrate normal direction) constituting the color filter is 2 μm or less (for example, 0.5 to 2.0 μm), the amount of the colorant increases or the line As a result of poor width sensitivity and a narrow DOF margin, pattern formability is likely to be impaired. This is particularly noticeable when the pixel pattern size is 1.0 to 1.7 μm (further 1.2 to 1.5 μm). In addition, in the case of a thin film having a thickness of 1 μm or less, the amount of components that contribute to photolithographic properties excluding the colorant in the film is relatively reduced, and the amount of other components is further reduced by the increase in the amount of colorant. Sensitivity is increased and the pattern is easily peeled off in the low exposure area. In this case, heat sagging is likely to occur when heat treatment such as post-baking is performed. These are particularly remarkable when the film thickness is 0.005 μm to 0.9 μm (further 0.1 μm to 0.7 μm).
On the other hand, if the colored photosensitive composition of the present invention is used, a color filter having an excellent cross-sectional profile can be produced even with the pixel pattern size of 2 μm or less as described above.

  The colored photosensitive composition of the present invention preferably contains a polymerization initiator that generates radicals and acids in order to increase the speed of the curing reaction, and is essential when forming pixels by the photolithography method. Further, the colored photosensitive composition can contain a binder, a surfactant, and other additives.

<(F) Polymerizable compound>
The polymerizable compound is polymerized or cross-linked, for example, by exposure to UV light of 400 nm or less or heat to insolubilize the colored photosensitive composition in an alkali developer, thereby distinguishing the exposed portion from the unexposed portion in the photolithography method. Patterning can be performed.

  Specifically, the polymerizable compound is selected from compounds having at least one terminal ethylenically unsaturated bond, preferably two or more. Such a compound group is widely known in the industrial field, and these can be used without particular limitation in the present invention. These may be in any of chemical forms such as monomers, prepolymers (ie, dimers or trimers), oligomers, and mixtures thereof, and (co) polymers thereof. The polymeric compound in this invention may be used individually by 1 type, and may use 2 or more types together.

Examples of monomers and their (co) polymers include unsaturated carboxylic acids (eg, acrylic acid, methacrylic acid, itaconic acid, crotonic acid, isocrotonic acid, maleic acid, etc.), esters thereof, amides, and these (Co) polymers, preferably esters of unsaturated carboxylic acids and aliphatic polyhydric alcohol compounds, amides of unsaturated carboxylic acids and aliphatic polyhydric amine compounds, and their (co) It is a polymer. Also, addition reaction products of monofunctional or polyfunctional isocyanates or epoxies with unsaturated carboxylic acid esters or amides having a nucleophilic substituent such as hydroxyl group, amino group, mercapto group, monofunctional or polyfunctional. A dehydration condensation reaction product with a functional carboxylic acid is also preferably used. Further, an addition reaction product of an unsaturated carboxylic acid ester or amide having an electrophilic substituent such as an isocyanate group or an epoxy group with a monofunctional or polyfunctional alcohol, amine or thiol, and further a halogen group A substitution reaction product of an unsaturated carboxylic acid ester or amide having a detachable substituent such as a tosyloxy group and a monofunctional or polyfunctional alcohol, amine or thiol is also suitable. As another example, it is also possible to use a group of compounds substituted with unsaturated phosphonic acid, styrene, vinyl ether or the like instead of the unsaturated carboxylic acid.
As these specific compounds, the compounds described in paragraph numbers 0095 to 0108 of JP-A-2009-288705 can also be suitably used in the present invention.

The polymerizable compound is also preferably a compound having at least one addition-polymerizable ethylene group as a polymerizable monomer and having an ethylenically unsaturated group having a boiling point of 100 ° C. or higher under normal pressure. Examples include monofunctional acrylates and methacrylates such as polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, and phenoxyethyl (meth) acrylate; polyethylene glycol di (meth) acrylate, trimethylolethanetri ( (Meth) acrylate, neopentyl glycol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, hexanediol ( (Meth) acrylate, trimethylolpropane tri (acryloyloxypropyl) ether, tri (acryloyloxyethyl) iso Polyfunctional alcohols such as nurate, glycerin and trimethylolethane added with ethylene oxide or propylene oxide and then (meth) acrylated, JP-B-48-41708, JP-B-50-6034, JP-A-51- Urethane acrylates as described in JP-B-37193, polyester acrylates described in JP-B-48-64183, JP-B-49-43191, JP-B-52-30490, epoxy Mention may be made of polyfunctional acrylates and methacrylates such as epoxy acrylates and the like, which are reaction products of a resin and (meth) acrylic acid, and mixtures thereof.
Among the above, an acrylic compound having 3 or more acryloyl groups in the molecule is particularly preferable.

  Examples of the compound having a boiling point of 100 ° C. or higher under normal pressure and having at least one addition-polymerizable ethylenically unsaturated group include paragraph numbers 0254 to 0257 and JP-A No. 2009-295 in JP-A-2008-292970. The compounds described in paragraphs 0054 to 0068 of JP-13206 are also suitable examples.

  In addition to the above, radically polymerizable monomers represented by the following general formulas (MO-1) to (MO-5) can also be suitably used.

In the general formulas (MO-1) to (MO-5), R, T, and Z each represent the following substituent or linking group, and n represents an integer of 0 to 14. In the following R, T, and Z, m represents an integer of 1-8. A plurality of R and T present in one molecule may be the same or different. In the formula, when T is an oxyalkylene group, the terminal on the carbon atom side is bonded to R.

  Specific examples of the radical polymerizable monomers represented by the above general formulas (MO-1) to (MO-5) include compounds described in paragraph numbers 0248 to 0251 of JP-A-2007-26979. Can also be suitably used.

  The content of the polymerizable compound in the colored photosensitive composition is preferably 0.1% by mass to 90% by mass, and 1.0% by mass to 80% by mass with respect to the solid content in the colored photosensitive composition. More preferably, 2.0 mass%-70 mass% are especially preferable.

<(G) Photopolymerization initiator>
The photopolymerization initiator is not particularly limited as long as it has the ability to initiate polymerization of the polymerizable compound, and can be appropriately selected from known photopolymerization initiators. Characteristics, initiation efficiency, absorption wavelength, availability, You may choose from the viewpoint of cost. The photopolymerization initiator preferably contains at least one component having a molecular extinction coefficient of at least about 50 within a wavelength range of 300 to 800 nm (more preferably 330 to 500 nm).

  Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (eg, compounds having a triazine skeleton, compounds having an oxadiazole skeleton), acylphosphine compounds such as acylphosphine oxide, hexaarylbiimidazoles, oxime derivatives, and the like. Oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, ketoxime ethers, aminoacetophenone compounds, hydroxyacetophenones, and the like.

  Examples of the halogenated hydrocarbon compound having a triazine skeleton include those described in Wakabayashi et al., Bull. Chem. Soc. Japan, 42, 2924 (1969), British Patent No. 1388492, Japanese Patent Laid-Open No. 53-133428, German Patent No. 3333724, F.R. C. J. Schaefer et al. Org. Chem. 29, 1527 (1964), JP-A-62-258241, JP-A-5-281728, JP-A-5-34920, and U.S. Pat. No. 4,221,976. .

  Examples of the compound described in US Pat. No. 4,221,976 include a compound having an oxadiazole skeleton, specifically, for example, 2-trichloromethyl-5-phenyl-1,3,4. -Oxadiazole, 2-trichloromethyl-5- (4-chlorophenyl) -1,3,4-oxadiazole, 2-trichloromethyl-5- (1-naphthyl) -1,3,4-oxadiazole 2-trichloromethyl-5- (2-naphthyl) -1,3,4-oxadiazole, 2-tribromomethyl-5-phenyl-1,3,4-oxadiazole, 2-tribromomethyl- 5- (2-naphthyl) -1,3,4-oxadiazole; 2-trichloromethyl-5-styryl-1,3,4-oxadiazole, 2-trichloromethyl-5- 4-chlorostyryl) -1,3,4-oxadiazole, 2-trichloromethyl-5- (4-methoxystyryl) -1,3,4-oxadiazole, 2-trichloromethyl-5- (1- Naphthyl) -1,3,4-oxadiazole, 2-trichloromethyl-5- (4-n-butoxystyryl) -1,3,4-oxadiazole, 2-tripromomethyl-5-styryl-1 3,4-oxadiazole and the like.

  As the photopolymerization initiator in the present invention, an oxime compound such as an oxime derivative is preferably used from the viewpoints of sensitivity, temporal stability, and coloring during post-heating. Examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutane-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, 2 -Acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3- (4-toluenesulfonyloxy) iminobutan-2-one, and 2-ethoxycarbonyloxy And imino-1-phenylpropan-1-one.

Examples of oxime ester compounds include J.M. C. S. Perkin II (1979) pp. 1653-1660, J. MoI. C. S. Perkin II (1979) pp. 156-162, and Journal of Photopolymer Science and Technology (1995) pp. Examples thereof include compounds described in 202-232, compounds described in JP-A Nos. 2000-66385, 2000-80068, JP-T 2004-534797, and JP-A 2006-342166.
IRGACURE-OXE01 (manufactured by Ciba Japan) and IRGACURE-OXE02 (manufactured by Ciba Japan) are also preferably used as commercial products.
Preferably, the cyclic oxime compounds described in JP2007-231000A and JP2007-322744A can also be preferably used.
Most preferably, the oxime compound which has a specific substituent shown by Unexamined-Japanese-Patent No. 2007-267979 and the oxime compound which has a thioaryl group shown by Unexamined-Japanese-Patent No. 2009-191061 are mentioned.
Specifically, the oxime polymerization initiator is preferably a compound represented by the following formula (C-1). The oxime compound is a mixture of the (E) isomer and the (Z) isomer, regardless of whether the oxime N—O bond is an (E) oxime compound or a (Z) oxime compound. There may be.

In the above formula (C-1), R and B each independently represent a monovalent substituent, A represents a divalent organic group, and Ar represents an aryl group.
The monovalent substituent represented by R is preferably a monovalent nonmetallic atomic group.
Examples of the monovalent nonmetallic atomic group include an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heterocyclic group, an alkylthiocarbonyl group, and an arylthiocarbonyl group. Moreover, these groups may have one or more substituents. Moreover, the substituent mentioned above may be further substituted by another substituent.
Examples of the substituent include a halogen atom, an aryloxy group, an alkoxycarbonyl group or an aryloxycarbonyl group, an acyloxy group, an acyl group, an alkyl group, and an aryl group.

  As the alkyl group which may have a substituent, an alkyl group having 1 to 30 carbon atoms is preferable, and specifically, a methyl group, an ethyl group, a propyl group, a butyl group, a hexyl group, an octyl group, a decyl group. , Dodecyl group, octadecyl group, isopropyl group, isobutyl group, sec-butyl group, t-butyl group, 1-ethylpentyl group, cyclopentyl group, cyclohexyl group, trifluoromethyl group, 2-ethylhexyl group, phenacyl group, 1- Naphthoylmethyl group, 2-naphthoylmethyl group, 4-methylsulfanylphenacyl group, 4-phenylsulfanylphenacyl group, 4-dimethylaminophenacyl group, 4-cyanophenacyl group, 4-methylphenacyl group, 2- Methylphenacyl group, 3-fluorophenacyl group, 3-trifluoromethylphenacyl group, and , 3 Nitorofenashiru group can be exemplified.

  The aryl group which may have a substituent is preferably an aryl group having 6 to 30 carbon atoms, specifically, a phenyl group, a biphenyl group, a 1-naphthyl group, a 2-naphthyl group, or a 9-anthryl group. 9-phenanthryl group, 1-pyrenyl group, 5-naphthacenyl group, 1-indenyl group, 2-azurenyl group, 9-fluorenyl group, terphenyl group, quarterphenyl group, o-, m- and p-tolyl group, Xylyl group, o-, m- and p-cumenyl group, mesityl group, pentarenyl group, binaphthalenyl group, tarnaphthalenyl group, quarternaphthalenyl group, heptaenyl group, biphenylenyl group, indacenyl group, fluoranthenyl group, acenaphthylenyl group, ASEAN Trirenyl group, phenalenyl group, fluorenyl group, anthryl group, bianthracenyl group, ter Nthracenyl group, quarteranthracenyl group, anthraquinolyl group, phenanthryl group, triphenylenyl group, pyrenyl group, chrysenyl group, naphthacenyl group, preadenyl group, picenyl group, perylenyl group, pentaphenyl group, pentacenyl group, tetraphenylenyl group, Examples include a hexaphenyl group, a hexacenyl group, a rubicenyl group, a coronenyl group, a trinaphthylenyl group, a heptaphenyl group, a heptacenyl group, a pyranthrenyl group, and an ovalenyl group.

  The acyl group which may have a substituent is preferably an acyl group having 2 to 20 carbon atoms, specifically, an acetyl group, a propanoyl group, a butanoyl group, a trifluoroacetyl group, a pentanoyl group, a benzoyl group, 1-naphthoyl group, 2-naphthoyl group, 4-methylsulfanylbenzoyl group, 4-phenylsulfanylbenzoyl group, 4-dimethylaminobenzoyl group, 4-diethylaminobenzoyl group, 2-chlorobenzoyl group, 2-methylbenzoyl group, 2 -Methoxybenzoyl group, 2-butoxybenzoyl group, 3-chlorobenzoyl group, 3-trifluoromethylbenzoyl group, 3-cyanobenzoyl group, 3-nitrobenzoyl group, 4-fluorobenzoyl group, 4-cyanobenzoyl group, and And 4-methoxybenzoyl group.

  The alkoxycarbonyl group which may have a substituent is preferably an alkoxycarbonyl group having 2 to 20 carbon atoms, specifically, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, a butoxycarbonyl group, or a hexyloxy group. Examples thereof include a carbonyl group, an octyloxycarbonyl group, a decyloxycarbonyl group, an octadecyloxycarbonyl group, and a trifluoromethyloxycarbonyl group.

  Specific examples of the aryloxycarbonyl group which may have a substituent include phenoxycarbonyl group, 1-naphthyloxycarbonyl group, 2-naphthyloxycarbonyl group, 4-methylsulfanylphenyloxycarbonyl group, 4-phenylsulfanyl. Phenyloxycarbonyl group, 4-dimethylaminophenyloxycarbonyl group, 4-diethylaminophenyloxycarbonyl group, 2-chlorophenyloxycarbonyl group, 2-methylphenyloxycarbonyl group, 2-methoxyphenyloxycarbonyl group, 2-butoxyphenyloxy Carbonyl group, 3-chlorophenyloxycarbonyl group, 3-trifluoromethylphenyloxycarbonyl group, 3-cyanophenyloxycarbonyl group, 3-nitrophenyloxycarbonyl , 4-fluorophenyl oxycarbonyl group, 4-cyanophenyl oxycarbonyl group, and a 4-methoxy phenyloxy carbonyl group can be exemplified.

The heterocyclic group which may have a substituent is preferably an aromatic or aliphatic heterocyclic ring containing a nitrogen atom, an oxygen atom, a sulfur atom or a phosphorus atom.
Specifically, thienyl group, benzo [b] thienyl group, naphtho [2,3-b] thienyl group, thiantenyl group, furyl group, pyranyl group, isobenzofuranyl group, chromenyl group, xanthenyl group, phenoxathiyl Nyl group, 2H-pyrrolyl group, pyrrolyl group, imidazolyl group, pyrazolyl group, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, indolizinyl group, isoindolyl group, 3H-indolyl group, indolyl group, 1H-indazolyl group, purinyl group 4H-quinolidinyl group, isoquinolyl group, quinolyl group, phthalazinyl group, naphthyridinyl group, quinoxanilyl group, quinazolinyl group, cinnolinyl group, pteridinyl group, 4aH-carbazolyl group, carbazolyl group, β-carbolinyl group, phenanthridinyl group, acridinyl Group Midinyl group, phenanthrolinyl group, phenazinyl group, phenalsadinyl group, isothiazolyl group, phenothiazinyl group, isoxazolyl group, furazanyl group, phenoxazinyl group, isochromanyl group, chromanyl group, pyrrolidinyl group, pyrrolinyl group, imidazolidinyl group, imidazolinyl group, pyrazolidinyl group, pyrazolidinyl group Examples include a group, pyrazolinyl group, piperidyl group, piperazinyl group, indolinyl group, isoindolinyl group, quinuclidinyl group, morpholinyl group, and thioxanthryl group.

  Specific examples of the alkylthiocarbonyl group which may have a substituent include a methylthiocarbonyl group, a propylthiocarbonyl group, a butylthiocarbonyl group, a hexylthiocarbonyl group, an octylthiocarbonyl group, a decylthiocarbonyl group, and an octadecylthiocarbonyl group. Examples thereof include a group and a trifluoromethylthiocarbonyl group.

  Specific examples of the arylthiocarbonyl group which may have a substituent include a 1-naphthylthiocarbonyl group, a 2-naphthylthiocarbonyl group, a 4-methylsulfanylphenylthiocarbonyl group, and a 4-phenylsulfanylphenylthiocarbonyl group. 4-dimethylaminophenylthiocarbonyl group, 4-diethylaminophenylthiocarbonyl group, 2-chlorophenylthiocarbonyl group, 2-methylphenylthiocarbonyl group, 2-methoxyphenylthiocarbonyl group, 2-butoxyphenylthiocarbonyl group, 3 -Chlorophenylthiocarbonyl group, 3-trifluoromethylphenylthiocarbonyl group, 3-cyanophenylthiocarbonyl group, 3-nitrophenylthiocarbonyl group, 4-fluorophenylthiocarbonyl group, 4-cyanophenyl Two thiocarbonyl group, and a and a 4-methoxyphenylthiocarbonyl group.

  The monovalent substituent represented by B represents an aryl group, a heterocyclic group, an arylcarbonyl group, or a heterocyclic carbonyl group. These groups may have one or more substituents. Examples of the substituent include the above-described substituents. Moreover, the substituent mentioned above may be further substituted by another substituent.

Of these, the structures shown below are particularly preferred.
In the following structure, Y, X, and n have the same meanings as Y, X, and n in formula (C-2) described later, and preferred examples are also the same.

Examples of the divalent organic group represented by A include an alkylene group having 1 to 12 carbon atoms, a cyclohexylene group, and an alkynylene group. These groups may have one or more substituents. Examples of the substituent include the above-described substituents. Moreover, the substituent mentioned above may be further substituted by another substituent.
Among them, A is an alkylene substituted with an unsubstituted alkylene group or an alkyl group (for example, a methyl group, an ethyl group, a tert-butyl group, or a dodecyl group) from the viewpoint of increasing sensitivity and suppressing coloration due to heating. Group, alkylene group substituted with alkenyl group (for example, vinyl group, allyl group), aryl group (for example, phenyl group, p-tolyl group, xylyl group, cumenyl group, naphthyl group, anthryl group, phenanthryl group, styryl group) An alkylene group substituted with

The aryl group represented by Ar is preferably an aryl group having 6 to 30 carbon atoms and may have a substituent. Examples of the substituent include the same substituents as those introduced into the substituted aryl group mentioned above as specific examples of the aryl group which may have a substituent.
Among these, a substituted or unsubstituted phenyl group is preferable from the viewpoint of increasing sensitivity and suppressing coloring due to heating.

  In the formula (C-1), it is preferable in terms of sensitivity that the structure of “SAr” formed by Ar and adjacent S is the following structure. Me represents a methyl group, and Et represents an ethyl group.

  The oxime compound is preferably a compound represented by the following formula (C-2).

In formula (C-2), R and X each independently represent a monovalent substituent, A and Y each independently represent a divalent organic group, Ar represents an aryl group, and n represents 0 to 5 Is an integer.
R, A, and Ar in formula (C-2) have the same meanings as R, A, and Ar in formula (C-1), and preferred examples thereof are also the same.

  Examples of the monovalent substituent represented by X include an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, an acyl group, an alkoxycarbonyl group, an amino group, a heterocyclic group, and a halogen atom. These groups may have one or more substituents. Examples of the substituent include the above-described substituents. Moreover, the substituent mentioned above may be further substituted by another substituent.

Among these, X is preferably an alkyl group from the viewpoints of solvent solubility and improvement in absorption efficiency in the long wavelength region.
Moreover, n in a formula (C-2) represents the integer of 0-5, and the integer of 0-2 is preferable.

  Examples of the divalent organic group represented by Y include the structures shown below. In the groups shown below, “*” represents a bonding position between Y and an adjacent carbon atom in the formula (C-2).

  Among these, from the viewpoint of increasing sensitivity, the following structures are preferable.

  Furthermore, the oxime compound is preferably a compound represented by the following formula (C-3).

In formula (C-3), R and X each independently represent a monovalent substituent, A represents a divalent organic group, Ar represents an aryl group, and n is an integer of 0 to 5.
R, X, A, Ar, and n in Formula (C-3) have the same meanings as R, X, A, Ar, and n in Formula (C-2), respectively, and preferred examples are also the same. is there.

  Specific examples (C-4) to (C-13) of oxime compounds that can be suitably used are shown below, but the present invention is not limited thereto.

  The oxime compound preferably has a maximum absorption wavelength in the wavelength region of 350 nm to 500 nm, more preferably has an absorption wavelength in the wavelength region of 360 nm to 480 nm, and particularly preferably has a high absorbance at 365 nm and 455 nm. .

The molar extinction coefficient at 365 nm or 405 nm of the oxime compound is preferably from 3,000 to 300,000, more preferably from 5,000 to 300,000, more preferably from 10,000 to 200,000, from the viewpoint of sensitivity. It is particularly preferred that
A known method can be used for the molar extinction coefficient of the compound. Specifically, for example, 0.01 g of an ultraviolet-visible spectrophotometer (Varian Inc., Carry-5 spctrophotometer) is used with an ethyl acetate solvent. It is preferable to measure at a concentration of / L.

  Further, as photopolymerization initiators other than the above, acridine derivatives (for example, 9-phenylacridine, 1,7-bis (9,9′-acridinyl) heptane, N-phenylglycine, etc.), polyhalogen compounds (for example, four Carbon bromide, phenyltribromomethylsulfone, phenyltrichloromethylketone, etc.), coumarins (for example, 3- (2-benzofuroyl) -7-diethylaminocoumarin, 3- (2-benzofuroyl) -7- (1-pyrrolidinyl) Coumarin, 3-benzoyl-7-diethylaminocoumarin, 3- (2-methoxybenzoyl) -7-diethylaminocoumarin, 3- (4-dimethylaminobenzoyl) -7-diethylaminocoumarin, 3,3′-carbonylbis (5 7-di-n-propoxycoumarin), 3,3′-carbonyl (7-diethylaminocoumarin), 3-benzoyl-7-methoxycoumarin, 3- (2-furoyl) -7-diethylaminocoumarin, 3- (4-diethylaminocinnamoyl) -7-diethylaminocoumarin, 7-methoxy-3 -(3-pyridylcarbonyl) coumarin, 3-benzoyl-5,7-dipropoxycoumarin, 7-benzotriazol-2-ylcoumarin, JP-A-5-19475, JP-A-7-271028, JP 2002-363206, JP-A 2002-363207, JP-A 2002-363208, JP-A 2002-363209, etc.), acylphosphine oxides (for example, bis (2,4 , 6-Trimethylbenzoyl) -phenylphosphine Side, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphenylphosphine oxide, Lucirin TPO, etc.), metallocenes (for example, bis (η5-2,4-cyclopentadien-1-yl)- Bis (2,6-difluoro-3- (1H-pyrrol-1-yl) -phenyl) titanium, η5-cyclopentadienyl-η6-cumenyl-iron (1 +)-hexafluorophosphate (1-), etc.) Examples thereof include compounds described in JP-A Nos. 53-133428, 57-1819, 57-6096, and US Pat. No. 3,615,455.

  Examples of the ketone compound that can be used as a photopolymerization initiator include benzophenone, 2-methylbenzophenone, 3-methylbenzophenone, 4-methylbenzophenone, 4-methoxybenzophenone, 2-chlorobenzophenone, 4-chlorobenzophenone, 4-bromobenzophenone. 2-carboxybenzophenone, 2-ethoxycarbonylbenzolphenone, benzophenonetetracarboxylic acid or tetramethyl ester thereof, 4,4′-bis (dialkylamino) benzophenone, 4,4′-bis (dimethylamino) benzophenone, 4, 4'-bisdicyclohexylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 4,4'-bis (dihydroxyethylamino) benzophenone, 4-methoxy-4'-di Tylaminobenzophenone, 4,4′-dimethoxybenzophenone, 4-dimethylaminobenzophenone, 4-dimethylaminoacetophenone, benzyl, anthraquinone, 2-t-butylanthraquinone, 2-methylanthraquinone, phenanthraquinone, xanthone, thioxanthone, 2 -Chloro-thioxanthone, 2,4-diethylthioxanthone, fluorenone, 2-benzyl-dimethylamino-1- (4-morpholinophenyl) -1-butanone, 2-methyl-1- [4- (methylthio) phenyl] -2 -Morpholino-1-propanone, 2-hydroxy-2-methyl- [4- (1-methylvinyl) phenyl] propanol oligomer, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin propyl ether Le, benzoin isopropyl ether, benzoin phenyl ether, benzyl dimethyl ketal, acridone, chloro acridone, N- methyl acridone, N- butyl acridone, N- butyl - such as chloro acrylic pyrrolidone.

The photopolymerization initiator is preferably a compound selected from the group consisting of oxime compounds, aminoacetophenone compounds, and acylphosphine compounds. Specific examples include aminoacetophenone initiators described in JP-A-10-291969, acylphosphine oxide initiators described in Japanese Patent No. 4225898, and the oxime initiators described above. Furthermore, compounds described in JP-A No. 2001-233842 can also be used as the oxime initiator.
As an aminoacetophenone initiator, commercially available products IRGACURE-907, IRGACURE-369, and IRGACURE-379 (all manufactured by Ciba Japan) can be used. As the acylphosphine initiator, commercially available products such as IRGACURE-819 and DAROCUR-TPO (both manufactured by Ciba Japan) can be used.

In the colored photosensitive composition of this invention, you may use together said various photoinitiator.
As content in the coloring photosensitive composition of a photoinitiator, 0.1-10.0 mass% is preferable with respect to the total solid of this composition, More preferably, it is 0.5-5.0. % By mass. The content of the photopolymerization initiator in the colored photosensitive composition is preferably 0.01 to 50% by mass, more preferably 0.5 to 30% by mass, based on the solid content of the polymerizable compound. 20% by mass is particularly preferred. When the content of the photopolymerization initiator is within the above range, the polymerization reaction can proceed well to form a film with good strength.

<Binder>
It is preferable to contain a binder in the colored photosensitive composition. The binder is not particularly limited as long as it is alkali-soluble, but is preferably selected from the viewpoints of heat resistance, developability, availability, and the like.

The alkali-soluble binder is preferably a linear organic polymer, soluble in an organic solvent, and developable with a weak alkaline aqueous solution. Examples of such a linear organic polymer include the polymers described in paragraphs 0227 to 0234 of JP-A-2008-292970.
The content of the binder in the colored photosensitive composition is preferably 0.1% by mass to 50% by mass, more preferably 0.1% by mass to 40% by mass with respect to the total solid content in the colored photosensitive composition. Preferably, 0.1 mass%-30 mass% is especially preferable.

<Crosslinking agent>
It is also preferable to add a crosslinking agent to the colored photosensitive composition. The crosslinking agent is not particularly limited as long as it can cure the film by a crosslinking reaction. For example, paragraphs 0237 to 0253 of JP-A-2008-292970. The crosslinking agent as described in above.
When it contains a crosslinking agent, it is preferably 1 to 70% by mass, more preferably 5 to 50% by mass, and particularly preferably 7 to 30% by mass with respect to the total solid content (mass) of the colored photosensitive composition. When the content is within the above range, it is possible to maintain a sufficient degree of curing and elution of unexposed areas. If the crosslinking agent is insufficient, the degree of cure of the exposed area may be insufficient, and if the crosslinking agent is excessive, the elution property of the unexposed area may be significantly reduced.

<Solvent>
In preparing the colored photosensitive composition of the present invention, a solvent can generally be contained. The solvent used is not particularly limited as long as it satisfies the solubility of each component of the composition and the applicability of the colored photosensitive composition, but particularly considers the solubility, applicability, and safety of the binder. Is preferably selected.
Examples of the solvent include a solvent described in paragraph 0272 of JP-A-2008-292970. Among them, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol Acetate, propylene glycol methyl ether, propylene glycol methyl ether acetate and the like are more preferable.

  It is also preferable to mix two or more kinds of these organic solvents from the viewpoints of solubility of the ultraviolet absorber and the alkali-soluble resin, improvement of the coated surface, and the like. In this case, particularly preferably, the above-mentioned methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl It is a mixed solution composed of two or more selected from carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether, and propylene glycol methyl ether acetate.

<Surfactant>
Various surfactants may be added to the colored photosensitive composition of the present invention from the viewpoint of further improving coatability. 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.

In particular, since the colored photosensitive composition of the present invention contains a fluorosurfactant, the liquid properties (particularly fluidity) when prepared as a coating liquid are further improved, so that the coating thickness is uniform. And the liquid-saving property can be further improved.
That is, in the case of forming a film using a coating liquid to which a colored photosensitive composition containing a fluorosurfactant is applied, by reducing the interfacial tension between the coating surface and the coating liquid, The wettability is improved, and the coating property to the coated surface is improved. For this reason, even when a thin film of about several μm is formed with a small amount of liquid, it is effective in that it is possible to more suitably form a film having a uniform thickness with small thickness unevenness.

  The fluorine content in the fluorosurfactant 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 coating film thickness and liquid-saving properties, and has good solubility in the colored photosensitive composition.

  Examples of the fluorosurfactant include Megafac F171, F172, F173, F176, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780, F780, F781 (above DIC Corporation), Florard FC430, FC431, FC171 (above, Sumitomo 3M Limited), Surflon S-382, SC-101, Same SC-103, Same SC-104, Same SC-105, Same SC1068, Same SC-381, Same SC-383, Same S393, Same KH-40 (above, manufactured by Asahi Glass Co., Ltd.), Solsperse 20000 (Geneca Corporation) Manufactured) and the like.

  Specific examples of nonionic surfactants include polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, polyethylene glycol dilaurate, polyethylene glycol dilaurate. Stearate, sorbitan fatty acid ester (Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2, Tetronic 304, 701, 704, 901, 904, 150R1, etc. manufactured by BASF) and the like.

  Specific examples of the cationic surfactant include phthalocyanine derivatives (trade name: EFKA-745, manufactured by Morishita Sangyo Co., Ltd.), organosiloxane polymer KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), (meth) acrylic acid ( Co) polymer polyflow no. 75, no. 90, no. 95 (manufactured by Kyoeisha Yushi Chemical Co., Ltd.) and W001 (manufactured by Yusho Co., Ltd.).

  Specific examples of the anionic surfactant include W004, W005, W017 (manufactured by Yusho Co., Ltd.) and the like.

  Examples of silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, manufactured by Toray Dow Corning Co., Ltd., TSF-4440, TSF-4300, manufactured by Momentive Performance Materials, Inc. TSF-4445, TSF-4460, TSF-4451, Shin-Etsu Silicone KP341, BYK323 BYK323, BYK330, etc. are mentioned.

Surfactant can be used individually or in combination of 2 or more types.
The content of the surfactant is preferably 0.001% by mass to 10% by mass and more preferably 0.01% by mass to 5% by mass with respect to the total solid content of the colored photosensitive composition. preferable.

<Polymerization inhibitor>
In the colored photosensitive composition of the present invention, it is desirable to add a small amount of a polymerization inhibitor in order to prevent unnecessary thermal polymerization of the polymerizable compound during the production or storage of the colored photosensitive composition. .

Examples of the polymerization inhibitor that can be used in the present invention include hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,4′-thiobis (3-methyl-6- t-butylphenol), 2,2′-methylenebis (4-methyl-6-tert-butylphenol), N-nitrosophenylhydroxyamine primary cerium salt and the like.
The addition amount of the polymerization inhibitor is preferably about 0.005% by mass to about 5% by mass with respect to the total mass of the colored photosensitive composition.

<Various additives>
The colored photosensitive composition of the present invention may contain various additives such as fillers, polymer compounds other than those mentioned above, adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents and the like as necessary. Can do. Examples of these include additives described in paragraphs 0274 to 0276 of JP-A-2008-292970.

-Preparation method of colored photosensitive composition-
In preparing the colored photosensitive composition of the present invention, the above-described components may be blended together, or may be blended sequentially after each component is dissolved in a solvent. In addition, there are no particular restrictions on the charging order and working conditions when blending. A composition may be prepared by dissolving all the components in a solvent at the same time. If necessary, each component is appropriately made into two or more solutions, and these solutions are mixed at the time of use (at the time of application). And may be prepared as a colored photosensitive composition.
The colored photosensitive composition prepared as described above is preferably used after being filtered off using a filter having a pore diameter of about 0.01 to 3.0 μm, more preferably about 0.05 to 0.5 μm. It can also be used.

≪Color filter≫
The color filter of the present invention is characterized by having a colored region formed on the substrate using the colored photosensitive composition of the present invention.
Here, the coloring region includes both a three-color or four-color coloring pattern (pixel portion) and a black matrix.

  The color filter using the colored composition of the present invention can solve the problem that the colored region (pixel portion) becomes turbid under high temperature and high humidity, and the colored region (pixel portion) becomes turbid at the time of producing the color filter. These problems are considered to occur as fine pigment particles in the filter agglomerate and grow as crystals, and are more likely to occur as the primary particles of the pigment are finer. In the colored composition of the present invention, since (A) the polymer compound is strongly adsorbed to the fine pigment, aggregation of the pigment particles is effectively suppressed even in the colored region (pixel portion). It is considered that the problem that the colored region (pixel portion) becomes cloudy can be suppressed, and a colored region (pixel portion) having excellent contrast can be formed.

Hereinafter, the color filter of the present invention will be described in detail through its manufacturing method.
A method of forming a color filter by a photolithography method using the colored photosensitive composition of the present invention includes a coating step of coating a colored photosensitive composition on a support to form a coated film, An exposure step of exposing through a mask, and a development step of developing and removing the uncured portion of the coating film with a developer after exposure.

<Application process>
First, the substrate used in the coating process will be described.
As a substrate used for the color filter of the present invention, for example, alkali-free glass, soda glass, Pyrex (registered trademark) glass, quartz glass used for liquid crystal display elements and the like, and those obtained by attaching a transparent conductive film to these, And a photoelectric conversion element substrate used for a solid-state imaging device or the like, for example, a silicone substrate or a plastic substrate.
On these substrates, a black matrix for isolating each pixel may be formed, or a transparent resin layer may be provided for promoting adhesion.
The plastic substrate preferably has a gas barrier layer and / or a solvent resistant layer on its surface.

In addition, a driving substrate (hereinafter referred to as “TFT type liquid crystal driving substrate”) on which a thin film transistor (TFT) of a thin film transistor (TFT) type color liquid crystal display device is disposed is used. In addition, it is possible to produce a color filter by forming a colored pattern using the colored photosensitive composition of the present invention.
Examples of the substrate in the TFT type liquid crystal driving substrate include glass, silicone, polycarbonate, polyester, aromatic polyamide, polyamideimide, and polyimide. These substrates may be subjected to appropriate pretreatment such as chemical treatment with a silane coupling agent or the like, plasma treatment, ion plating, sputtering, gas phase reaction method, vacuum deposition, etc., if desired. For example, a substrate in which a passivation film such as a silicon nitride film is formed on the surface of the TFT liquid crystal driving substrate can be used.

In the coating step, the method for applying the colored photosensitive composition of the present invention to the substrate is not particularly limited, but a method using a slit nozzle such as a slit-and-spin method or a spinless coating method (hereinafter, Slit nozzle coating method) is preferable.
In the slit nozzle coating method, the slit-and-spin coating method and the spinless coating method have different conditions depending on the size of the coated substrate. For example, a fifth generation glass substrate (1100 mm × 1250 mm) is coated by the spinless coating method. In this case, the discharge amount of the colored photosensitive composition from the slit nozzle is usually 500 μl / second to 2000 μl / second, preferably 800 μl / second to 1500 μl / second, and the coating speed is usually 50 mm / second. ˜300 mm / second, preferably 100 mm / second to 200 mm / second.
Further, the solid content of the colored photosensitive composition used in the coating step is usually 10% to 20%, preferably 13% to 18%.

  When forming the coating film by the coloring photosensitive composition of this invention on a board | substrate, as thickness (after prebaking process) of this coating film, it is generally 0.3 micrometer-5.0 micrometers, Preferably 0.5 micrometer-4 0.0 μm, most desirably 0.5 μm to 3.0 μm. In the case of a color filter for a solid-state imaging device, the thickness of the coating film (after pre-baking treatment) is preferably in the range of 0.5 μm to 5.0 μm.

In the coating process, usually, a pre-bake treatment is performed after coating. If necessary, vacuum treatment can be performed before pre-baking.
The vacuum drying conditions are such that the degree of vacuum is usually about 0.1 to 1.0 torr, preferably about 0.2 to 0.5 torr.
The pre-bake treatment is performed in a temperature range of 50 ° C. to 140 ° C., preferably about 70 ° C. to 110 ° C. using a hot plate, an oven, etc., and can be performed under conditions of 10 seconds to 300 seconds. Note that high-frequency treatment or the like may be used in combination with the pre-bake treatment. The high frequency treatment can be used alone.

<Exposure process>
In the exposure step, the coating film made of the colored photosensitive composition formed as described above is exposed through a predetermined mask pattern. The radiation used for exposure is particularly preferably ultraviolet rays such as g-line, h-line, i-line, and j-line.
In manufacturing a color filter for a liquid crystal display device, exposure using mainly h-line and i-line is preferably used by a proximity exposure machine and a mirror projection exposure machine. When manufacturing a color filter for a solid-state imaging device, it is preferable to mainly use i-line in a stepper exposure machine.
When manufacturing a color filter using a TFT type liquid crystal driving substrate, the photomask used has a through hole or a U-shaped depression in addition to a pattern for forming a pixel (colored pattern). The thing in which the pattern for forming is provided is used.

<Development process>
In the development step, the uncured portion of the coating film after exposure is eluted in the developer, and only the cured portion remains on the substrate. The development temperature is usually 20 ° C. to 30 ° C., and the development time is 20 seconds to 90 seconds. Any developer can be used as long as it dissolves the coating film of the colored photosensitive composition in the uncured portion while not dissolving the cured portion. Specifically, a combination of various organic solvents or an alkaline aqueous solution can be used.

Examples of the organic solvent used for development include the solvents described above that can be used when preparing the colored photosensitive composition of the present invention.
Examples of the alkaline aqueous solution include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, sodium oxalate, sodium metasuccinate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide. , Tetraethylammonium hydroxide, choline, pyrrole, piperidine, alkaline compounds such as 1,8-diazabicyclo- [5,4,0] -7-undecene, in a concentration of 0.001% by mass to 10% by mass, preferably 0 An alkaline aqueous solution dissolved so as to be 0.01 mass% to 1 mass% can be mentioned.
An appropriate amount of a water-soluble organic solvent such as methanol or ethanol, a surfactant, or the like can be added to the alkaline aqueous solution.

  The development method may be any of a dip method, a shower method, a spray method, and the like, and may be combined with a swing method, a spin method, an ultrasonic method, or the like. It is also possible to prevent development unevenness by previously moistening the surface to be developed with water or the like before touching the developer. It is also possible to develop with the substrate tilted. Paddle development is also used when manufacturing a color filter for a solid-state imaging device.

<Post-curing process>
In the present invention, it is preferable to carry out a post-curing step of further curing the obtained pattern after the step of forming the pattern by the development described above. The post-curing step is performed by heating and / or exposure (ultraviolet irradiation), but the obtained pattern is further cured to prevent dissolution of the pattern in the pattern forming step of the next color, or the obtained color filter. The solvent resistance of the pixel can be improved. The post-curing step is preferably performed by ultraviolet irradiation.

  The post-curing step by heat treatment (post-heating, post-baking) is performed after rinsing treatment that removes excess developer and drying. Rinse treatment is usually performed with pure water, but to save liquid, pure water is used in the final cleaning, and used pure water is used in the initial stage of cleaning. You may use the method of using ultrasonic irradiation together.

  After the rinse treatment, draining and drying are performed, and then a heat treatment of about 200 ° C. to 250 ° C. is usually performed. In this heat treatment (post-bake), the coating film after development is continuously or batch-treated using a heating means such as a hot plate, a convection oven (hot air circulation dryer) or a high-frequency heater so as to satisfy the above conditions. It can be done with a formula. The heat treatment time is preferably 30 seconds to 30000 seconds, and more preferably 60 seconds to 1000 seconds.

Exposure post-curing step by (post-exposure) (ultraviolet irradiation step), the pattern after the development step, ultraviolet exposure amount in the previous term exposure step [mJ / cm ^2] of 10 times or more of the irradiation light amount [mJ / cm ^2] It is desirable to irradiate light (UV light). The irradiation amount of the UV light is preferably 12 to 200 times, more preferably 15 to 100 times the exposure amount in the previous exposure step.

  The post-exposure can be performed with g-line, h-line, i-line, KrF, ArF, UV light, electron beam, X-ray, etc., but g-line, h-line, i-line, UV light is preferable, and UV is particularly preferable. Light is preferred. When performing irradiation with UV light (UV cure), it is preferable to carry out at a low temperature of 20 ° C. or more and 50 ° C. or less (preferably 25 ° C. or more and 40 ° C. or less). The wavelength of the UV light preferably includes a wavelength in the range of 200 to 300 nm. As the light source, for example, a high pressure mercury lamp, a low pressure mercury lamp, or the like can be used. The irradiation time is 10 to 180 seconds, preferably 20 to 120 seconds, and more preferably 30 to 60 seconds.

As a light source for irradiating UV light, for example, an ultrahigh pressure mercury lamp, a high pressure mercury lamp, a low pressure mercury lamp, a DEEP UV lamp, or the like can be used. Among them, the irradiated ultraviolet light includes light having a wavelength of 275 nm or less, and the irradiation illuminance [mW / cm ² ] of the light having a wavelength of 275 nm or less is 5% or more with respect to the integrated irradiation illuminance of all the wavelength light in the ultraviolet light. The thing which can irradiate the light which is is preferable. By setting the irradiation illuminance of light having a wavelength of 275 nm or less in ultraviolet light to 5% or more, the effect of suppressing color transfer between colored pixels and the upper and lower layers and the effect of improving light resistance can be more effectively enhanced. From this point, it is preferable to use a light source different from the light source such as the bright line such as i-line used in the exposure process, specifically, a high pressure mercury lamp, a low pressure mercury lamp or the like. Among these, for the same reason as described above, 7% or more is preferable with respect to the integrated irradiation illuminance of all wavelength light in ultraviolet light. Moreover, the upper limit of the irradiation illuminance of light having a wavelength of 275 nm or less is preferably 25% or less.

The integrated irradiation illuminance is a curve with the illuminance for each spectral wavelength (radiant energy passing through a unit area per unit time; [mW / m ² ]) as the vertical axis and the wavelength [nm] of light as the horizontal axis. When drawn, it means the sum (area) of the illuminance of each wavelength light included in the irradiation light.

The integrated irradiation illuminance in the ultraviolet light irradiated in the post-curing step is preferably 200 mW / cm ² or more. When the integrated irradiation illuminance is 200 mW / cm ² or more, the effect of suppressing color transfer between colored pixels and the upper and lower layers and the effect of improving light resistance can be more effectively enhanced. Among them, preferred is ^{250~2000mW / cm 2, 300~1000mW / cm} 2 is more preferable.

  In the post-curing step, post-exposure and post-heating may be used together. In this case, either may be performed first, but it is preferable to perform post-exposure prior to post-heating. This is because curing is promoted by post-exposure, thereby suppressing deformation of the shape due to heat sagging and soaking of the pattern seen in the post-heating process.

The colored pattern thus obtained constitutes a pixel in the color filter. In the production of a color filter having pixels of a plurality of hues, a color filter configured in a desired number of hues by repeating the pattern formation step (and post-curing step if necessary) according to the desired number of colors. Can be produced.
Since the color filter of the present invention has high contrast, small color density unevenness, and good color characteristics, it can be suitably used for a solid-state imaging device or a liquid crystal display device.

As the application of the colored photosensitive composition of the present invention, the description has mainly focused on the application of the color pattern of the color filter, but also for the formation of a black matrix that isolates the color pattern (pixels) constituting the color filter. Can be applied.
The black matrix on the substrate is a colored photosensitive composition containing a black pigment processed pigment such as carbon black or titanium black, and is subjected to coating, exposure, and development steps. It can be formed by baking.

≪Solid-state imaging device and liquid crystal display device≫
The solid-state imaging device and the liquid crystal display device of the present invention are provided with the color filter of the present invention. More specifically, for example, the solid-state imaging device of the present invention can be obtained by forming a color filter on the light receiving device. Further, for example, by forming an alignment film on the inner surface side of the color filter, facing the electrode substrate, and filling the gap with liquid crystal and sealing, a panel which is the liquid crystal display element of the present invention is obtained.

  EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples unless it exceeds the gist thereof. Unless otherwise specified, “part” and “%” are based on mass.

<Production Example 1>
-Synthesis of pigment derivatives (I), (II), and (III)-
The pigment derivative (I) represented by the following structural formula was synthesized using the method described in paragraph 0056 of JP-A-2003-253078. In the following structural formula, CuPc represents a copper phthalocyanine residue.

  The pigment derivative (II) represented by the following structural formula was synthesized using the method described in paragraphs 0114 to 0117 of JP-A-2003-96056.

  As the pigment derivative (III), the method described in paragraph 0055 of JP-A-2005-2186 is used. I. A sulfonic acid group-containing derivative of Pigment Blue 15: 3 was synthesized.

<Production Example 2>
-(A) Synthesis of polymer compound-
(Synthesis of specific resin 1)
Into a 500 mL three-necked flask, 600.0 g of ε-caprolactone and 22.8 g of 2-ethyl-1-hexanol were introduced, and dissolved by stirring while blowing nitrogen. Monobutyltin oxide 0.1g was added and it heated at 100 degreeC. After 8 hours, it was cooled to 80 ° C. after confirming disappearance of the raw material by ¹ H-NMR. After adding 0.1 g of 2,6-di-t-butyl-4-methylphenol, 27.2 g of 2-methacryloyloxyethyl isocyanate was added. After 5 hours, the disappearance of the raw material was confirmed by ¹ H-NMR, and then cooled to room temperature, to obtain 200 g of a solid precursor M1 represented by the following structural formula. In the following structural formula, n is 30. Being M1 was confirmed by ¹ H-NMR, IR, and mass spectrometry.

Precursor M1 (50.0 g), 4-vinylbenzoic acid (50.0 g), dodecyl mercaptan (2.3 g) and propylene glycol monomethyl ether acetate (PGMEA) (233.3 g) were introduced into a nitrogen-substituted three-necked flask and a stirrer (Shinto Kagaku). The mixture was stirred with a three-one motor (Co., Ltd.) and heated to 75 ° C. while flowing nitrogen into the flask. To this, 0.2 g of 2,2-azobis (2-methylpropionic acid) dimethyl (“V-601” manufactured by Wako Pure Chemical Industries, Ltd.) was added, and the mixture was heated and stirred at 75 ° C. for 2 hours. Two hours later, 0.2 g of V-601 was further added, and after 3 hours of heating and stirring, a 30% solution of the specific resin 1 represented by the following structural formula was obtained. The compound represented by the following structural formula was confirmed by ¹ H-NMR, IR, and mass spectrometry. In the following structural formulas, x and y represent the content (% by mass) of each structural unit in the specific resin, and specific numerical values (resin composition ratio) are shown in Table 4 below. Table 4 below shows the mass average molecular weight of the resin.

(Synthesis of specific resins 2 and 3)
Specific resins 2 and 3 represented by the above structural formula were synthesized by a synthesis method similar to the synthesis method of specific resin 1. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 4)
In the synthesis method of the specific resin 1, the specific resin 4 represented by the following structural formula was synthesized in the same manner as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid was changed to monoethyl methacrylate phthalate. . The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 5)
In the synthesis method of the specific resin 1, the specific resin 1 except that the ratio of 2-ethyl-1-hexanol and ε-caprolactone in the synthesis method of M1 was changed and 4-vinylbenzoic acid was changed to monoethyl methacrylate phthalate. The specific resin 5 represented by the following structural formula was synthesized in the same manner as in the above synthesis method. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 6)
In the synthesis method of the specific resin 1, the specific resin 6 represented by the following structural formula was synthesized in the same manner as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid was changed to methacrylic acid. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 7)
The synthesis method of the specific resin 1 is the same as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid is replaced with a reaction mixture of BLEMMER PE-90 (Nippon Yushi Co., Ltd.) and phthalic anhydride. Thus, a specific resin 7 represented by the following structural formula was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 8)
In the synthesis method of the specific resin 1, 2-ethyl-1-hexanol in the synthesis method of M1 is changed to 2-ethylhexanoic acid, the reaction temperature is changed to 160 ° C., and 4-vinylbenzoic acid is converted to monoethyl methacrylate phthalate. A specific resin 8 represented by the following structural formula was synthesized in the same manner as in the synthesis method of the specific resin 1 except that The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 9)
In the method for synthesizing the specific resin 1, the following structure is obtained in the same manner as the method for synthesizing the specific resin 1 except that 4-vinylbenzoic acid is replaced with a reaction mixture of 4-hydroxybenzoic acid and methacryloyloxy 2-ethyl isocyanate. A specific resin 9 represented by the formula was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 10)
In the method for synthesizing the specific resin 1, the following structure is obtained in the same manner as the method for synthesizing the specific resin 1 except that 4-vinylbenzoic acid is replaced with a reaction mixture of 4-aminobenzoic acid and methacryloyloxy 2-ethyl isocyanate. The specific resin 10 represented by the formula was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 11)
In the method for synthesizing the specific resin 1, the specific formula represented by the following structural formula is the same as the method for synthesizing the specific resin 1 except that 4-vinylbenzoic acid is replaced with Phosmer M (manufactured by Unichemical Co., Ltd.). Resin 11 was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 12)
In the synthesis method of the specific resin 1, the specific resin 12 represented by the following structural formula was synthesized in the same manner as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid was changed to monoethyl methacrylate succinate. . The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of Comparative Resin 13)
Comparative resin represented by the following structural formula in the same manner as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid was changed to ethylene glycol monoacetoacetate monomethacrylate in the synthesis method of the specific resin 1 13 was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of specific resin 14)
In the synthesis method of the specific resin 1, except that 4-vinylbenzoic acid was replaced with succinic acid monoethyl methacrylate and ethylene glycol monoacetoacetate monomethacrylate, the following structure was obtained. A specific resin 14 represented by the formula was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of Comparative Resin 1)
In the synthesis method of the specific resin 1, a comparative resin 1 represented by the following structural formula was synthesized in the same manner as the synthesis method of the specific resin 1 except that 4-vinylbenzoic acid was changed to 2-diethylaminoethyl methacrylate . . The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

(Synthesis of Comparative Resin 2)
In the synthesis method of the specific resin 1, 4-vinylbenzoic acid was replaced with ethylene glycol monoacetoacetate monomethacrylate, and M1 was replaced with a precursor M2 represented by the following structural formula. Similarly, a comparative resin 2 represented by the following structural formula was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

The above M2 was synthesized by the following method.
Into a 500 mL three-necked flask, 50.7 g of PGMEA was introduced and stirred at 75 ° C. while blowing nitrogen. Thereto, methyl methacrylate 200 g, 2-mercaptopropanol 2.60 g, 2,2-azobis (2-methylpropionic acid) dimethyl (“V-601” manufactured by Wako Pure Chemical Industries, Ltd.) 0.38 g, PGMEA 101. A solution in which 3 g was mixed was dropped over 2 hours. After dropping, the mixture was stirred for 2 hours, and then stirred at 90 ° C. for 2 hours. Then, after cooling to 80 ° C. and adding 0.1 g of 2,6-dit-butyl-4-methylphenol, 5.4 g of 2-methacryloyloxyethyl isocyanate and 5.4 g of PGMEA were added. After 5 hours, the disappearance of the raw material was confirmed by ¹ H-NMR, and then cooled to room temperature, to obtain 416 g (50% PGMEA solution) of a solid precursor M2 represented by the above structural formula. M2 was confirmed by ¹ H-NMR, IR, and mass spectrometry.

(Synthesis of Comparative Resin 3)
In the synthesis method of the specific resin 1, M1 is changed to M2, and 4-vinylbenzoic acid is changed to monoethyl methacrylate phthalate. Comparative resin 3 was synthesized. The structure of the compound was confirmed by ¹ H-NMR, IR, and mass spectrometry. Table 4 below shows the composition ratio and mass average molecular weight of the resin.

<Production Example 3>
-Preparation of pigment dispersion-
(Pigment dispersion 1-1)
Ingredients having the following composition were mixed, and the rotational speed was 3000 r.p. using a homogenizer. p. m. For 3 hours to prepare a mixed solution containing the pigment and the specific resin.
Pigment Blue 15: 6 95 parts Pigment derivative (I) 10 parts Specific resin 1 (30% solution) 125 parts Propylene glycol monomethyl ether acetate 750 parts

  Subsequently, the mixed solution obtained above was further treated for 6 hours with a bead disperser disperse mat (manufactured by GETZMANN) using 0.3 mmφ zirconia beads to obtain a pigment dispersion. The viscosity is shown in Table 5 below. The viscosity was measured using an E-type rotational viscometer (manufactured by Toki Sangyo Co., Ltd.). The smaller the viscosity, the higher the dispersibility.

(Pigment dispersions 1-2 to 1-25 and 2-1 to 2-7)
In preparing the pigment dispersion 1-1, the pigment dispersion 1-2 was changed in the same manner as the pigment dispersion 1-1 except that the pigments, resins, and pigment derivatives used were changed to those shown in Table 5 below. ˜1-25 and 2-1 to 2-7 were obtained. The viscosity is shown in Table 5 below.

< Reference Example 1>
-Production of color filters for solid-state image sensors-
(Preparation of colored photosensitive composition)
The components having the following composition were mixed and stirred to prepare a colored photosensitive composition.
-Pigment dispersion 1-1 1000 parts-Dipentaerythritol penta-hexaacrylate (photopolymerizable compound) 80 parts-1-Phenyl-1,2-propanedione-2- (o-ethoxycarbonyl) oxime (photopolymerization started) Agent) 30 parts Dye 1 represented by the following structural formula 100 parts 1-methoxy-2-propyl acetate (solvent) 300 parts

(Preparation of resist solution for undercoat layer)
Components of the following composition were mixed and dissolved to prepare an undercoat layer resist solution.
Propylene glycol monomethyl ether acetate 19.20 parts (PGMEA, solvent)
-36.67 parts of ethyl lactate-30.51 parts of resin (40% PGMEA solution of benzyl methacrylate / methacrylic acid / copolymer (molar ratio = 70/30))
-Compound containing ethylenically unsaturated double bond 12.20 parts (dipentaerythritol hexaacrylate)
・ Polymerization inhibitor (p-methoxyphenol) 0.0061 part ・ Fluorosurfactant (manufactured by DIC Corporation, MegaFuck F-475) 0.83 part ・ Photopolymerization initiator (trihalomethyltriazine photopolymerization) Initiator) 0.586 parts (manufactured by Midori Chemical Co., Ltd. TAZ-107)

(Production of silicon substrate with undercoat layer)
A 6 inch silicon wafer was heat-treated in an oven at 200 ° C. for 30 minutes. Next, the undercoat layer resist solution is applied onto the silicon wafer so that the dry film thickness is 1.5 μm, and further dried by heating in an oven at 220 ° C. for 1 hour to form an undercoat layer. A silicon wafer substrate was obtained.

(Formation of colored pattern for solid-state image sensor)
A coater / developer (act-8 manufactured by Tokyo Electron Co., Ltd.) having a spin coating function so that the dry thickness of the colored layer is 0.7 μm on the undercoat layer of the silicon wafer with the undercoat layer obtained above. A colored photosensitive composition was applied.
Next, this colored coated substrate was subjected to heat treatment (pre-baking) for 120 seconds using a hot plate at 100 ° C., and then using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.) at a wavelength of 365 nm. The pattern was exposed at an exposure dose of 500 mJ / cm ² through an Island pattern mask with a 1.5 μm square. Thereafter, the silicon wafer on which the colored layer after exposure is formed is placed on a horizontal rotary table of a spin shower developing machine (DW-30 type, manufactured by Chemitronics), and CD-2000 (Fuji Film Electronics). After the paddle development was performed at 23 ° C. for 60 seconds using Materials Co., Ltd., the silicon wafer was fixed to the horizontal rotary table by a vacuum chuck method, and the silicon wafer was rotated at a rotation speed of 50 r. p. m. Then, pure water was supplied from the upper part of the rotation center in the form of a shower through a spray nozzle and rinsed, and then spray-dried to obtain a wafer substrate with colored pixels.

[Evaluation item]
i) Residue (developability)
The presence or absence of residue in the area (unexposed area) where light was not irradiated in the exposure process was observed with an SEM. The evaluation criteria are as follows. The evaluation results are shown in Table 5 below.
-Evaluation criteria-
A: No residue was observed at all in the unexposed area.
Δ: A slight residue was confirmed in the unexposed area, but it was practically unproblematic.
X: Residue was remarkably confirmed in the unexposed part.

ii) Color unevenness The luminance distribution was analyzed by the following method, and the color unevenness was evaluated based on the ratio of the pixels whose deviation from the average is within ± 5% to the total number of pixels.
First, the coloring photosensitive composition was apply | coated on the undercoat layer of the silicon wafer with undercoat layer, and the coating film was formed. Then, heat treatment (pre-baking) was performed for 120 seconds using a hot plate at 100 ° C. so that the dry film thickness of the coating film became 0.7 μm.

With respect to the monochromatic colored cured film thus obtained, the colored cured film surface was irradiated with light from the optical microscope side, and the reflection state was observed with an optical microscope provided with a digital camera with a magnification of 1000 times. The digital camera installed in the optical microscope is equipped with a CCD with 1.28 million pixels and photographed the surface of the colored cured film in a reflective state. The photographed image was stored as digitally converted data (digital image) in an 8-bit bitmap format. The colored cured film surface was photographed for 20 arbitrarily selected regions.
In addition, the digitally converted data was stored by digitizing the captured image as a density distribution of 256 gradations from 0 to 255 for each of the three primary colors of RGB.

  Next, the stored digital image was divided into a lattice shape so that one lattice size corresponds to 2 μm square on the actual substrate, and the luminance in one partition was averaged.

  For all the sections in each region, an arbitrary luminance and the average luminance of all adjacent sections adjacent to it were measured. A zone whose difference from the average brightness of the adjacent zone is 5 or more is recognized as a significant zone, and the average total number of significant zones in all regions and the average total zone of significant zones in all regions are compared to the total number of zones in each zone. The percentage of

The evaluation criteria are as follows. The evaluation results are shown in Table 5 below.
-Evaluation criteria-
○: Deviation from the average is less than 2% Δ: Deviation from the average is 2% or more and less than 5% ×: Deviation from the average is 5% or more

<Examples 4, 5, Reference Examples 2, 3, 6-16, 18-25, Comparative Examples 1-7 , 17 >
Reference Example 1, except for changing to those described pigment dispersions and dyes in Table 5 in the same manner as in Reference Example 1, Example described in Table 5, Reference Examples, and Comparative Examples of the solid-state imaging device A color filter was prepared. Subsequently, it evaluated similarly to the reference example 1. The evaluation results are shown in Table 5 below.
In Table 5, dyes 2 and 3 are compounds represented by the following structural formula, dye 4 is Acid Red 87, and dye 5 is Acid Red 92. P21 and P28 are specific examples of the dye multimers described above.

As shown in Table 5 above, it is clear that the pigment dispersion using the specific resin in the present invention has a low viscosity and excellent pigment dispersibility. Consequently, it can be said that the coloring composition of the present invention has a low viscosity and is excellent in dispersibility of the pigment.
Moreover, it is clear that the color filter for a solid-state imaging device produced using the colored photosensitive composition of the present invention has good developability and small color unevenness.

It will now be described by way of example in color filter for forming a to prepare a wearing color photosensitive composition of the liquid crystal display device applications.
The colored photosensitive composition prepared in Reference Example 1 was applied onto a glass substrate, and the residue (developability) and color unevenness were evaluated in the same manner as in Reference Example 1. As a result, it was found that the colored region has good developability and color unevenness is reduced.

From the above examination results, the colored composition of Reference Example 1 exhibits high pigment dispersibility. Using this colored composition, a colored photosensitive composition having small color unevenness, good color characteristics, and high developability. It is clear that things can be obtained.

Claims (11)

(A) a polymer compound having a structural unit represented by the following general formula (I) or the following general formula (II) and a structural unit having an acid group,
(B) a pigment,
(C) an organic solvent, and
(D) a dye multimer comprising a structural unit represented by the following general formula (A) ,
The coloring composition characterized by containing.

[In General Formula (I) and General Formula (II), R ^{1 to} R ⁶ each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and X ¹ and X ² are each independently —CO—, -C (= O) O-, -CONH-, -OC (= O)-or a phenylene group, L ¹ and L ² are each independently a single bond or an alkylene group having 1 to 4 carbon atoms and -C A group to which (═O) —, —OC (═O) — or —NHC (═O) — is bonded (provided that —C (═O) —, —OC (═O) — or —NHC (═O )-Represents the terminal side, and A ¹ and A ² each independently represents an alkyl group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms substituted with a phenyl group, and m and n each independently represents an integer of 2 to 8, and p and q each independently represents an integer of 1 to 100. ]

[In General Formula (A), X ^A1 and X ^A2 each independently represent a linking group formed by polymerization, and are any of the following (X-1) to (X-15). In the following (X-1) to (X-15), * represents a site linked to L ^A1 or L ^A2 .
L ^A1 and L ^A2 each independently represent a single bond, an alkylene group having 1 to 30 carbon atoms, an arylene group having 6 to 30 carbon atoms, -CH = CH-, -O-, -S-, -NR-,- C (═O) —, —SO—, —SO ₂ —, or a linking group formed by linking two or more thereof (wherein R represents a hydrogen atom, an alkyl group, or an aryl group). ).
m represents an integer of 0 to 3, and n ¹ and n ² each independently represents an integer of 1 to 4.
Dye represents a dye residue obtained by removing one to (m + 1) arbitrary hydrogen atoms of a compound represented by the following general formula (III-3). Dye and LA ² may be linked by any of a covalent bond, an ionic bond, and a coordination bond.
When n ¹ is 2 or more, a plurality of L ^A1 may be the same or different. When n ² is 2 or more, a plurality of L ^A2 may be the same or different.


In general formula (III-3), R ² and R ⁵ are each independently a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a hydroxyl group, a cyano group, a nitro group, an alkoxy group, Aryloxy group, heterocyclic oxy group, acyl group, alkoxycarbonyl group, aryloxycarbonyl group, carbamoyl group, imide group, alkoxycarbonylamino group, sulfonamido group, azo group, alkylthio group, arylthio group, heterocyclic thio group, Represents an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group, wherein R ³ and R ⁴ each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, a silyl group, a hydroxyl group, or a cyano group. Group, alkoxy group, aryloxy group, heterocyclic oxy group, Group, alkoxycarbonyl group, carbamoyl group, anilino group, carbonamido group, ureido group, imide group, alkoxycarbonylamino group, sulfonamido group, azo group, alkylthio group, arylthio group, heterocyclic thio group, alkylsulfonyl group, An arylsulfonyl group, a sulfamoyl group, or a phosphinoylamino group is represented, and R ⁷ represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, or a heterocyclic group.
Ma represents a metal atom or a metal compound.
X ³ and X ⁴ each independently represent NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group), a nitrogen atom, oxygen Represents an atom or a sulfur atom.
Y ¹ and Y ² are each independently NR (R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an acyl group, an alkylsulfonyl group, or an arylsulfonyl group), a nitrogen atom, or Represents a carbon atom.
R ⁸ and R ⁹ each independently represents an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylamino group, an arylamino group, or a heterocyclic amino group. R ⁸ and Y ¹ may be bonded to each other to form a 5-membered, 6-membered or 7-membered ring, and R ⁹ and Y ² are bonded to each other to form a 5-membered, 6-membered or 7-membered ring. May be formed.
X ⁵ represents a group capable of binding to Ma, and a represents 0, 1 or 2. ] The colored composition according to claim 1, wherein the (D) dye multimer has a weight average molecular weight of 8500 or more and 28000 or less. The colored composition according to claim 1 or 2, wherein the (D) dye multimer has a content ratio of the structural unit represented by the general formula (A) of 10% by mass or more. The content of the structural unit represented by the general formula (I) or the general formula (II) in the (A) polymer compound is 5% by mass or more, and any one of claims 1 to 3. The coloring composition according to item. The coloring composition according to any one of claims 1 to 4, further comprising (E) a pigment derivative, wherein at least one of the pigment derivatives is a basic pigment derivative. The colored composition according to claim 1, wherein the pigment (B) is a phthalocyanine pigment. The colored composition according to any one of claims 1 to 6 , wherein the acid group of the structural unit having an acid group is a carboxylic acid group. A colored photosensitive composition comprising the colored composition according to claim 1 , (F) a polymerizable compound, and (G) a photopolymerization initiator. A color filter comprising a colored region formed using the colored photosensitive composition according to claim 8 on a substrate. A solid-state imaging device comprising the color filter according to claim 9 . A liquid crystal display element comprising the color filter according to claim 9 .