JP5573724B2 - Coloring composition, color filter and display element - Google Patents

Description

  The present invention relates to a colored composition, a color filter, and a display element. More specifically, the present invention is suitably used for a color filter such as a transmissive or reflective color liquid crystal display element, a solid-state imaging element, an organic EL display element, and electronic paper. The present invention relates to a colored composition, a color filter including a colored layer formed using the colored composition, and a display element including the color filter.

  In producing a color filter using a colored radiation-sensitive composition, a pigment-dispersed colored radiation-sensitive composition is applied on a substrate and dried, and then the dried coating film is irradiated with radiation in a desired pattern shape. There is known a method (Patent Documents 1 and 2) for obtaining pixels of each color by irradiation (hereinafter referred to as “exposure”) and development. A method of forming a black matrix using a photopolymerizable composition in which carbon black is dispersed (Patent Document 3) is also known. Furthermore, a method for obtaining pixels of each color by an ink jet method using a pigment-dispersed colored thermosetting composition (Patent Document 4) is also known.

  By the way, it is known that it is effective to use a dye as a colorant in order to realize high luminance and high color purity of a display element or high definition of a solid-state imaging element. For example, Patent Document 5 proposes the use of a triarylmethane dye having a specific structure.

JP-A-2-144502 JP-A-3-53201 JP-A-6-35188 JP 2000-310706 A JP 2008-304766 A

However, the triarylmethane dye proposed in Patent Document 5 has insufficient heat resistance, and after passing through a heating (post-baking) step that exceeds 200 ° C., the chromaticity with respect to the pigment The characteristic advantage is lost. From the background as described above, development of a coloring composition having heat resistance required for the production of a color filter is strongly demanded.
Therefore, the subject of this invention is providing the coloring composition excellent in heat resistance. Furthermore, the subject of this invention is providing the display element which comprises the color filter provided with the colored layer which hold | maintains the outstanding chromaticity characteristic, and the said color filter.

  As a result of intensive studies, the present inventors have found that the above problem can be solved by including a basic dye having a specific anion moiety as a colorant.

  That is, the present invention provides a coloring composition containing (A) a compound represented by the following formula (1) (hereinafter also referred to as “specific coloring compound”), (B) a binder resin and (C) a crosslinking agent. It is to provide.

[In the formula (1), X ⁺ represents a cationic chromophore, Z represents an electron withdrawing group, R ⁰ represents an alkyl group, an aryl group, a cycloalkyl group or an alkylaryl group, M represents a nitrogen atom, When a phosphorus atom, a boron atom, an arsenic atom or an antimony atom is shown and a plurality of Z and R ⁰ are present, they may be the same or different. a represents an integer of 1 to 6, b represents an integer of 0 to 5, and a + b is 2, 4 or 6. However, when M is a nitrogen atom, Z has at least one of a cyano group and a halosulfonyl group. ]

  Moreover, this invention provides the color filter provided with the colored layer containing the compound represented by said Formula (1), and the display element which comprises this color filter. Here, the “colored layer” means each color pixel, black matrix, black spacer, etc. used in the color filter.

  Furthermore, this invention provides the coloring agent represented by following formula (12).

[In the formula (12), X ⁺ represents a cationic chromophore. ]

Use of the coloring composition of the present invention containing a specific coloring compound can sufficiently satisfy the heat resistance required for the production of a color filter, so that excellent chromaticity characteristics are maintained even after a high-temperature heating step. A colored layer can be formed.
Therefore, the colored composition of the present invention has various colors including color filters for color liquid crystal display elements, color filters for color separation of solid-state imaging elements, color filters for organic EL display elements, and color filters for electronic paper. It can be used very suitably for producing a filter.

Hereinafter, the present invention will be described in detail.
Coloring composition will be described components of the colored composition of the present invention.
-(A) Specific coloring compound-
The coloring composition of the present invention contains a specific coloring compound, that is, a compound represented by the above formula (1). The specific colored compound is a compound having a maximum molar extinction coefficient in the visible light region (380 nm to 780 nm) of usually 3,000 or more, and is known as a photoacid generator that absorbs ultraviolet rays and generates an acid. Different from fluorophosphoric acid and the like.
In the coloring composition of the present invention, the specific coloring compound can be used alone or in admixture of two or more.

First, (Z _a R ⁰ _b M) ⁻ in the formula (1) will be described.
Z is not particularly limited as long as it is an electron-withdrawing group. For example, Z has a halo group, a monovalent organic group having a halo group, a cyano group, a monovalent organic group having a cyano group, or a nitro group. Examples thereof include a monovalent organic group, a halosulfonyl group, and an alkylsulfonyl group which may have a halo group. When M is a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, Z is a halo group, a monovalent organic group having a halo group, a cyano group, a monovalent organic group having a cyano group, or a nitro group. A monovalent organic group is preferable. On the other hand, when M is a nitrogen atom, Z which M has in addition to the cyano group or halosulfonyl group is preferably a monovalent organic group having a halo group or an alkylsulfonyl group optionally having a halo group. .

  Examples of the halo group include a fluoro group, a chloro group, a bromo group, and an iodo group, and a fluoro group is preferred from the viewpoint of heat resistance.

The monovalent organic group having a halo group is not particularly limited, and examples thereof include a monovalent halogenated hydrocarbon group, and the halogenated hydrocarbon group has a substituent other than a halo group. You may do it.
As the hydrocarbon group constituting the skeleton of the halogenated hydrocarbon group, an alkyl group, a cycloalkyl group, an aryl group, and an alkylaryl group are preferable, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, An aryl group having 6 to 14 carbon atoms and an alkylaryl group having 7 to 20 carbon atoms are more preferable.
The alkyl group may be linear or branched. For example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, secondary butyl group, tertiary butyl group, isobutyl group, amyl group, tertiary group An amyl group, a hexyl group, a heptyl group, an octyl group, an isooctyl group, a tertiary octyl group, 2-ethylhexyl, etc. can be mentioned.
Examples of the cycloalkyl group include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.
Examples of the aryl group include a phenyl group, a naphthyl group, and an anthranyl group.
As an alkylaryl group, the group which the above-mentioned C1-C8 alkyl group substituted to the C6-C14 aryl group can be mentioned, for example.
The halo group in the halogenated hydrocarbon group is preferably a fluoro group. The halo group can replace a part or all of the hydrogen atoms of the hydrocarbon group, but the hydrogen atom of the hydrocarbon group is preferably a halo group, preferably 80 mol% or more, more preferably 90% mol or more, Particularly preferred are those substituted by 100 mol%. Thereby, heat resistance can be improved further.

Although it does not specifically limit as a monovalent organic group which has a cyano group, For example, the monovalent hydrocarbon group substituted by the cyano group is mentioned, A monovalent hydrocarbon group is substitution other than a cyano group. It may have a group. As the monovalent hydrocarbon group, an aryl group is preferable, and a phenyl group is particularly preferable.
Although it does not specifically limit as monovalent organic group which has a nitro group, For example, the monovalent hydrocarbon group substituted by the nitro group is mentioned, Monovalent hydrocarbon group is substitution other than a nitro group. It may have a group. As the monovalent hydrocarbon group, an aryl group is preferable, and a phenyl group is particularly preferable.

The alkylsulfonyl group which may have a halo group is not particularly limited, and an alkylsulfonyl group or a halogenated alkylsulfonyl group can be appropriately selected and used. The alkyl group constituting the skeleton of the alkylsulfonyl group and the halogenated alkylsulfonyl group may be linear or branched, and preferably has 1 to 8 carbon atoms. Specific examples of the alkyl group include the same alkyl groups as those in the halogenated hydrocarbon group.
The halo group in the halogenated alkylsulfonyl group is preferably a fluoro group. The halo group can replace some or all of the hydrogen atoms of the hydrocarbon group, but from the viewpoint of heat resistance, the hydrogen atom of the hydrocarbon group is preferably a halo group, preferably 80 mol% or more, more preferably Those substituted by 90% mol or more, particularly preferably 100 mol% are preferred.

Examples of the halosulfonyl group include an FSO ₂ group, a ClSO ₂ group, a BrSO ₂ group, and an ISO ₂ group, and an FSO ₂ group is preferable.

In the present invention, as Z, when M is a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, a monovalent halogenated hydrocarbon group which may have a substituent other than a halo group or a halo group, A cyano group is preferable, and a fluoro group, a cyano group, a fluorinated alkyl group, a fluorinated aryl group, or a fluorinated alkylaryl group is particularly preferable. A perfluoroalkyl group having 1 to 6 (more preferably 1 to 4) carbon atoms in the fluorinated alkyl group, and a perfluoroaryl group having 6 to 14 (more preferably 6 to 10) carbon atoms in the fluorinated aryl group. However, in the fluorinated alkylaryl group, a perfluoroalkylaryl group having 7 to 20 carbon atoms (more preferably 7 to 16 carbon atoms) is preferable. Specifically, for example, CF ₃ group, CF ₃ CF ₂ group, (CF ₃ ) ₂ CF group, CF ₃ CF ₂ CF ₂ group, CF ₃ CF ₂ CF ₂ CF ₂ group, (CF ₃ ) ₂ CFCF ₂ Group, CF ₃ CF ₂ (CF ₃ ) CF group, (CF ₃ ) ₃ C group, pentafluorophenyl group, phenyl group substituted with CF ₃ group, and the like.
On the other hand, when M is a nitrogen atom, as Z which M has other than a cyano group or a halosulfonyl group, a halogenated alkylsulfonyl group is preferable, and a fluorinated alkylsulfonyl group is particularly preferable. Specifically, for example, CF ₃ SO ₂ group, CF ₃ CF ₂ SO ₂ group, (CF ₃ ) ₂ CFSO ₂ group, CF ₃ CF ₂ CF ₂ SO ₂ group, CF ₃ CF ₂ CF ₂ CF ₂ SO ₂ Group, (CF ₃ ) ₂ CFCF ₂ SO ₂ group, CF ₃ CF ₂ (CF ₃ ) CFSO ₂ group, (CF ₃ ) ₃ CSO ₂ group and the like.

R ⁰ represents an alkyl group, an aryl group, a cycloalkyl group or an alkylaryl group, and a group similar to the alkyl group, aryl group, cycloalkyl group and alkylaryl group in the aforementioned halogenated hydrocarbon group is preferably used. Can be mentioned.

  M represents a nitrogen atom, a phosphorus atom, a boron atom, an arsenic atom or an antimony atom, and from the viewpoint of safety, it is preferably a nitrogen atom, a phosphorus atom or a boron atom. A + b represents 2, 4 or 6, but when M is a nitrogen atom, a + b is 2, and when M is a boron atom, a + b is 4, and M is a phosphorus atom, an arsenic atom or In the case of an antimony atom, a + b is 6.

a represents an integer of 1 to 6, and b represents an integer of 0 to 5. However, when a plurality of Z and R ⁰ are present, they may be the same or different. In the present invention, it is preferable that b = 0, that is, a is 2, 4 or 6.

In the present invention, preferable (Z _a R ⁰ _b M) ⁻ includes an anion represented by the following formula (1a), an anion represented by the following formula (1b), an anion represented by the following formula (1c), and the like. Can be mentioned.

[In the formula (1a), R ¹ represents a halogenated hydrocarbon group, P represents a phosphorus atom, Hal represents a halo group, and when a plurality of R ¹ and Hal are present, they may be the same or different. Good. c shows the integer of 0-6. ]

[In Formula (1b), R ² independently represents a halogenated hydrocarbon group, a cyano group, a phenyl group substituted with a nitro group or a cyano group, B represents a boron atom, and Hal represents a halo group. In the case where a plurality of R ² and Hal are present, they may be the same or different. d shows the integer of 0-4. ]

[In the formula (1c), EA independently represents a cyano group, an FSO ₂ group or a fluorinated alkylsulfonyl group. However, at least one of the two EAs represents a cyano group or an FSO ₂ group. ]

The definitions of symbols in formula (1a), formula (1b), and formula (1c) will be described.
R ¹ represents a halogenated hydrocarbon group, and examples of the halogenated hydrocarbon group include the halogenated hydrocarbon groups mentioned in the description of Z above. In the present invention, R ¹ is preferably a fluorinated alkyl group, and more specifically, fluorinated alkyl groups mentioned in the description of Z above are preferable.

R ² independently represents a halogenated hydrocarbon group, a cyano group, a nitro group, or a phenyl group substituted with a cyano group. Examples of the halogenated hydrocarbon group include the halogens mentioned in the description of Z above. A hydrocarbon group can be mentioned. In the present invention, R ² is preferably a fluorinated alkyl group, a fluorinated aryl group, a cyano group, a trifluoromethyl group, or a phenyl group substituted with a fluorine atom, and more specifically, in the description of Z above. The groups mentioned are preferred.

  In formula (1a) and formula (1b), Hal is preferably a fluoro group from the viewpoint of heat resistance of the colorant.

On the other hand, in the formula (1c), EA represents a cyano group, an FSO ₂ group or a fluorinated alkylsulfonyl group. As the fluorinated alkylsulfonyl group, the fluorinated alkylsulfonyl groups mentioned in the description of Z above are preferable. In the formula (1c), it is preferable that two EAs are a cyano group or an FSO ₂ group, or one is an FSO ₂ group and the other is a fluorinated alkylsulfonyl group.

Representative examples of the anion represented by the above formula (1a) include, for example, PF ₆ ⁻ , (CF ₃ ) ₃ PF ₃ ⁻ , (C ₂ F ₅ ) ₂ PF ₄ ⁻ , and (C ₂ F ₅ ) ₃ PF. ^{_{3 -, [(CF 3)}} 2 CF] 2 PF 4 -, [(CF 3) 2 CF] 3 PF 3, (n-C 3 F 7) 2 PF 4 -, (n-C 3 F 7) 3 PF ₃ ⁻ , (nC ₄ F ₉ ) ₃ PF ₃ ⁻ , (C ₂ F ₅ ) (CF ₃ ) ₂ PF ₃ ⁻ , [(CF ₃ ) ₂ CFCF ₂ ] ₂ PF ₄ ⁻ , [(CF _{3 ) 2 CFCF 2] 3 PF 3} -, (n-C 4 F 9) 2 PF 4 -, (n-C 4 F 9) 3 PF 3 -, (C 2 F 4 H) (CF 3) 2 PF 3 ^{_{-, (C 2 F 3 H}} 2) 3 PF 3 - , and the like ^{_{-, (C 2 F 5)}} (CF 3) 2 PF 3. Among ^{_{them, PF 6 -, (C 2}} F 5) 2 PF 4 -, (C 2 F 5) 3 PF 3 -, (n-C 3 F 7) 3 PF 3 -, (n-C 4 F 9) 3 PF ₃ ⁻ , [(CF ₃ ) ₂ CF] ₃ PF ₃ ⁻ , [(CF ₃ ) ₂ CF] ₂ PF ₄ ⁻ , [(CF ₃ ) ₂ CFCF ₂ ] ₃ PF ₃ ⁻ , [(CF ₃ ) ₂ CFCF ₂ ] ₂ PF ₄ ^- is preferred.

Representative examples of the anion represented by the above formula (1b) include, for example, BF ₄ ⁻ , (CF ₃ ) ₄ B ⁻ , (CF ₃ ) ₃ BF ⁻ , (CF ₃ ) ₂ BF ₂ ⁻ , (CF ₃ ) BF ₃ ⁻ , (C ₂ F ₅ ) ₄ B ⁻ , (C ₂ F ₅ ) ₃ BF ⁻ , (C ₂ F ₅ ) BF ₃ ⁻ , (C ₂ F ₅ ) ₂ BF ₂ ⁻ , (CF ₃ ) (C ₂ F ₅ ) ₂ BF ⁻ , (C ₆ F ₅ ) ₄ B ⁻ , [(CF ₃ ) ₂ C ₆ H ₃ ] ₄ B ⁻ , (CF ₃ C ₆ H ₄ ) ₄ B ⁻ , (C ₆ F ₅ ) ₂ BF ₂ ⁻ , (C ₆ F ₅ ) BF ₃ ⁻ , (C ₆ H ₃ F ₂ ) ₄ B ⁻ , B (CN) ₄ ⁻ , B (CN) F ₃ ⁻ , B (CN) ₂ F ₂ ⁻ , B (CN) ₃ F ⁻ , (CF ₃ ) ₃ B (CN) ⁻ , (CF ₃ ) ₂ B (CN) ₂ ⁻ , (C ₂ F ₅ ) ₃ B (CN) ⁻ , (C _{2 F 5) 2 B (CN} ) 2 -, (n-C 3 F 7) 3 B (CN) -, (n-C 4 F 9) 3 B (CN) -, (n-C 4 _{9) 2 B (CN) 2} -, (n-C 6 F 13) 3 B (CN) -, (CHF 2) 3 B (CN) -, (CHF 2) 2 B (CN) 2 -, (CH ₂ CF ₃ ) ₃ B (CN) ⁻ , (CH ₂ CF ₃ ) ₂ B (CN) ₂ ⁻ , (CH ₂ C ₂ F ₅ ) ₃ B (CN) ⁻ , (CH ₂ C ₂ F ₅ ) ₂ B (CN) ₂ ⁻ , (CH ₂ CH ₂ C ₃ F ₇ ) ₂ B (CN) ₂ ⁻ , (n-C ₃ F ₇ CH ₂ ) ₂ B (CN) ₂ ⁻ , (C ₆ H ₅ ) ₃ B (CN) ⁻ , tetrakis (pentafluorophenyl) borate anion and the like. Among them, BF ₄ ⁻ , B (CN) ₃ F ⁻ , (CF ₃ ) ₄ B ⁻ , (C ₆ F ₅ ) ₄ B ⁻ , [(CF ₃ ) ₂ C ₆ H ₃ ] ₄ B ⁻ , tetrakis (penta) Fluorophenyl) borate anion is preferred.

Among the anions represented by the above formula (1c), suitable anions include, for example, [(CN) ₂ N] ⁻ , [(FSO ₂ ) ₂ N] ⁻ , [(FSO ₂ ) N (CF ₃ SO ₂ )] ⁻ , [(FSO ₂ ) N (CF ₃ CF ₂ SO ₂ )] ⁻ , [(FSO ₂ ) N {(CF ₃ ) ₂ CFSO ₂ }] ⁻ , [(FSO ₂ ) N (CF ₃ CF ^{_{2 CF 2 SO 2)] -}} , [(FSO 2) N (CF 3 CF 2 CF 2 CF 2 SO 2)] -, [(FSO 2) N {(CF 3) 2 CFCF 2 SO 2}] -, [(FSO ₂ ) N {CF ₃ CF ₂ (CF ₃ ) CFSO ₂ }] ⁻ , [(FSO ₂ ) N {(CF ₃ ) ₃ CSO ₂ }] ^{− and the} like. Of _{these, [(CN) 2 N]} - it is particularly preferred.

Next, X ⁺ in formula (1) will be described.
X ⁺ is not particularly limited as long as it is a cationic chromophore, that is, a cation that forms a basic colorant as X ⁺ (Z _a R ⁰ _b M) ^−. Methine chromophore, azo chromophore, diarylmethane chromophore, quinone imine chromophore, anthraquinone chromophore, phthalocyanine chromophore, xanthene chromophore, and the like.

  As said triarylmethane type | system | group chromophore, what is represented by following formula (2) is preferable. In addition, although various resonance structures exist in the cation represented by the following formula (2), in this specification, the resonance structure is equivalent to the cation represented by the following formula. Hereinafter, the same applies to cations represented by the respective formulas.

[In the formula (2), Ar represents an arylene group, R ³ and R ⁴ each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and R ⁵ and R ⁶ independently represent each other. Represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a phenyl group, R ⁷ is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, —COOR ′ (R ′ is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms). An alkyl group.) Or a chlorine atom, and R ⁸ and R ¹¹ are each independently a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, or R ⁸ and R ¹¹ are combined together. R ⁹ and R ¹⁰ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms or a chlorine atom, and Y represents a hydrogen atom or a group represented by the following formula (3) Indicates. ]

[In Formula (3), R < ¹² > and R < ¹³ > show a hydrogen atom or a C1-C8 alkyl group mutually independently. ]

As the arylene group in Ar, an arylene group having 6 to 20 carbon atoms (more preferably 6 to 10 carbon atoms) is preferable, and specific examples thereof include a phenylene group, a naphthylene group, a biphenylene group, and an anthrylene group.
R ³ to R ¹¹ according to the above formula (2) (including the 'R in' -COOR), as well as the alkyl group having 1 to 8 carbon atoms for R ¹² and R ¹³ of the above formula (3), said Z Examples thereof include the same groups as the alkyl groups mentioned in the description.

  In the present invention, among the cations represented by the above formula (2), a cation represented by the following formula (4) is particularly preferable from the viewpoint of improving luminance and color purity.

In [Equation ^{(4), R 3, R} 4, R 5, R 6, R 12 and R ^13, R ^3, R ⁴ in the formula (2) and ^{(3), R 5, R} 6, R 12 And R ¹³ . ]

In the above formula (4), R ³ , R ⁴ , R ¹² and R ¹³ are preferably alkyl groups having 1 to 8 carbon atoms (more preferably 1 to 6 carbon atoms), and R ⁵ is preferably carbon atoms. An alkyl group or phenyl group having 1 to 8 (more preferably 1 to 6 carbon atoms) is preferable, and R ⁶ is an alkyl group or hydrogen atom having 1 to 8 carbon atoms (more preferably 1 to 6 carbon atoms). preferable.

  Typical examples of the cation represented by the above formula (2) include cations shown in the following compound group c and compound group d, among which compound c2, compound c3, and compound c4 are preferable.

  As the methine chromophore, those represented by the following formulas (5-1) to (5-3) are preferable.

[In the formulas (5-1) to (5-3), R ³¹ represents a hydrogen atom or a halo group, and R ³² , R ³³ , R ³⁴ and R ³⁵ are each independently an alkyl group having 1 to 6 carbon atoms. R ³⁶ represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, G represents —CH═CH—, —CH═CH—NR ³⁷ — (R ³⁷ represents a hydrogen atom or 1 to 6 carbon atoms; shows the alkyl group), - CH = N-NR 37 - (R 37 has the same meaning as defined above) or -N = N-NR ³⁷ - shows the (R ³⁷ is as defined above), R ^a is A substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group is shown. ]
As R ^a , groups represented by the following formulas (5a) to (5g) are preferable.

[In the formulas (5a) to (5g), R ³⁸ and R ⁴⁵ each independently represent an alkyl group having 1 to 6 carbon atoms, and R ³⁹ represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. , R ⁴⁰ , R ⁴² , R ⁴³ and R ⁴⁴ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R ⁴¹ and R ⁴⁶ each independently represent a hydrogen atom, a halo group or a carbon number of 1 -6 alkoxy group, a substituted or unsubstituted C1-C6 alkyl group, a nitro group, a hydroxyl group, or a cyano group. ]

  Examples of the substituent for the alkyl group include a halo group, a cyano group, and a hydroxyl group.

Typical examples of the cations represented by the above formulas (5-1) to (5-3) include cations shown in the following compound group e.

  As the azo chromophore, those represented by the following formulas (6-1) to (6-6) are preferable.

[In the formulas (6-1) to (6-6), R ⁵¹ , R ⁵² , R ⁵³ , R ⁵⁴ , R ⁵⁵ and R ⁵⁷ are each independently a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. R ⁵⁶ and R ⁶⁰ each independently represent a hydrogen atom, a halo group, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a nitro group, a hydroxyl group or a cyano group, and R ⁵⁸ represents represents an alkyl group having 1 to 6 carbon atoms, R ⁵⁹ represents a group forming a quaternary ammonium, R ^b is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group. ]

Examples of the _{^{R 59, -NR 61 C ma H}} 2ma N + R 62 R 63 R 64 (ma is an integer from 1 to 5, R ⁶¹ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R ⁶² , R ⁶³ and R ⁶⁴ each independently represent an alkyl group having 1 to 6 carbon atoms), _{—COC ma} H _2ma N ⁺ R ⁶² R ⁶³ R ⁶⁴ (ma, R ⁶² , R ⁶³ and R ⁶⁴ are the same as the above. a is), synonymous with ^{_{- C ma H 2ma N + (}} NH 2) R 74 R 75 (ma are as defined above, R ⁷⁴ and R ⁷⁵ represents an alkyl group having 1 to 6 carbon atoms independently of one another Or a group represented by the following formula (6-i) or (6-ii).

[In the formulas (6-i) and (6-ii), R ⁶¹ and ma are as defined above. ]

R ^b is preferably a group represented by the following formulas (6a) to (6e) or a substituted or unsubstituted phenyl group.

[In the formulas (6a) to (6d), R ⁶⁵ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a phenyl group or a benzyl group, and R ⁶⁶ represents a hydrogen atom or a substituted or unsubstituted carbon atom having 1 to 6 carbon atoms. R ⁶⁷ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group, R ⁶⁸ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and R ⁶⁹ represents a hydrogen atom or a carbon group. indicates the number 1-6 alkyl group, R ⁷⁰ to R ⁷³ individually represent a hydrogen atom, a halo group, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a nitro group, a hydroxyl group or a cyano Indicates a group. ]

Examples of the substituent for the alkyl group include a halo group, a hydroxyl group, a cyano group, and a —CONH ₂ group. Examples of the substituent for the phenyl group include a halo group, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a hydroxyl group, a cyano group, and a nitro group.

  Representative examples of the cations represented by the above formulas (6-1) to (6-6) include cations shown in the following compound group f or compound group g.

  As the diaryl chromophore, those represented by the following formula (7-1) or (7-2) are preferable.

[In the formulas (7-1) and (7-2), R ⁸¹ , R ⁸² , R ⁸³ , R ⁸⁴ , R ⁸⁶ , R ⁸⁷ , R ⁸⁸ and R ⁸⁹ are each independently alkyl having 1 to 6 carbon atoms. R ⁸⁵ , R ⁹⁰ and R ⁹¹ each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. ]

  Representative examples of the cations represented by the above formulas (7-1) to (7-2) include cations shown in the following compound group h.

  As the quinoneimine chromophore, those represented by the following formulas (8-1) to (8-3) are preferable.

In [Equation (8-1) ~ (8-3), R 101, R 102, R 103, R 104, R 105, R 106, R 108, R 109, R 110, R 111, R 114, R 115 , R ^116, R ¹¹⁷ and R ¹¹⁸ is a hydrogen atom independently of one another, substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a phenyl group or a benzyl group, R ¹⁰⁷ And R ¹¹³ each independently represents an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms, and R ¹¹² represents —NR ¹¹⁹ R ¹²⁰ (where R ¹¹⁹ and R ¹²⁰ are independently substituted or non-substituted). A substituted alkyl group having 1 to 6 carbon atoms), a hydroxyl group, a nitro group or a cyano group, and Q represents an oxygen atom or a sulfur atom. ]

  Examples of the substituent for the alkyl group include a halo group, a hydroxyl group, and a cyano group.

  Representative examples of the cations represented by the above formulas (8-1) to (8-3) include cations shown in the following compound group i.

  As said anthraquinone chromophore, what is represented by following formula (9-1) or (9-2) is preferable.

[In the formulas (9-1) and (9-2), R ¹³¹ , R ¹³⁵ and R ¹³⁶ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted group. R ¹³² , R ¹³³ , R ¹³⁴ , R ¹³⁸ , R ¹³⁹ and R ¹⁴⁰ each independently represent an alkyl group having 1 to 6 carbon atoms, and R ¹³⁷ represents a methylene group or a substituted or unsubstituted group. An alkylene group is shown. ]

  Examples of the substituent for the alkyl group or phenyl group include an alkyl group having 1 to 6 carbon atoms, a halo group, a hydroxyl group, and a cyano group. Examples of the alkylene group include C2-C4 alkylene groups such as an ethylene group, trimethylene group, propylene group, and tetramethylene group. Examples of the substituent of the alkylene group include a hydroxyl group, a cyano group, and a nitro group. Can be mentioned.

  Representative examples of the cation represented by the above formula (9-1) or (9-2) include cations shown in the following compound group j.

  As said phthalocyanine type chromophore, what is represented by following formula (10) is preferable.

[In Formula (10), CuPc represents a copper phthalocyanine residue, and T represents a group represented by the following Formula (10a) or (10b). ]

[In the formulas (10a) and (10b), R ¹⁵¹ , R ¹⁵² , R ¹⁵³ , R ¹⁵⁴ , R ¹⁵⁵ , R ¹⁵⁶ , R ¹⁵⁷ and R ¹⁵⁸ are each independently a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. Or a phenyl group is shown, p shows the integer of 2-8 mutually independently, mb shows the integer of 1-5 mutually independently. ]

  Representative examples of the cation represented by the above formula (10) include cations shown in the following compound group k.

  As said xanthene type chromophore, what is represented by following formula (11) is preferable.

[In Formula (11), R ^{161 to} R ¹⁶⁴ independently represent a hydrogen atom or a phenyl group, and the phenyl group is a halo group, an alkyl group having 1 to 8 carbon atoms, a hydroxyl group, or 1 to 6 carbon atoms. And may be substituted with —SO ₃ ⁻ , —SO ₃ H, —SO ₃ R ¹⁶⁶ or —SO ₂ N (R ¹⁶⁷ ) R ¹⁶⁸ . R ¹⁶⁵ represents —SO ₃ ⁻ , —SO ₃ H, —SO ₃ R ¹⁶⁶ or —SO ₂ N (R ¹⁶⁷ ) R ^168, and when a plurality of R ¹⁶⁵ are present, they may be the same or different. R ¹⁶⁶ represents an alkyl group having 1 to 8 carbon atoms, R ¹⁶⁷ and R ¹⁶⁸ independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and the alkyl group represents a halo group or a carbon number It may be substituted with 1 to 6 alkoxy groups. mc shows the integer of 0-5. ]

  Among the cations represented by the above formula (11), a cation represented by the following formula (11a) is particularly preferable.

[In the formula (11a), R ¹⁶⁹ independently represents a hydrogen atom, —SO ₃ ⁻ , —SO ₃ H, —SO ₃ R ¹⁶⁶ or —SO ₂ NHR ¹⁶⁷ , and R ¹⁶⁵ , R ¹⁶⁶ and R ¹⁶⁷ has the same ^meaning as described above. ]

  Representative examples of the cation represented by the above formula (11a) include cations shown in the following compound group m.

Other examples of the cationic chromophore represented by X ⁺ include cations shown in the following compound group n.

Although the specific coloring compound can be produced by a known method, for example, as disclosed in JP-T-2007-503477, etc., it can be produced by a salt exchange reaction. In this case, a salt of an anion represented by (Z _a R ⁰ _b M) ⁻ is required. As the salt, a commercially available product may be used, and a known method, for example, Japanese Translation of PCT International Publication No. 2004-533473. May be synthesized with reference to Japanese Laid-Open Patent Publication No. 2006-517546.

For example, when X ⁺ is a triarylmethane-based chromophore, the specific coloring compound exhibits blue to red when dissolved in an organic solvent. Therefore, the specific coloring compound is used alone or appropriately mixed with other coloring agents. By doing so, for example, it can be applied to a colored composition for forming a blue pixel, a red pixel, and a black colored layer.
As other colorants, colors and materials can be appropriately selected according to applications. Specifically, any of pigments, dyes and natural pigments can be used. However, since the color layer constituting the color filter is required to have high color purity, luminance, contrast, light shielding properties, etc. It is preferable to use a dye.

  The pigment may be either an organic pigment or an inorganic pigment, and examples of the organic pigment include compounds classified as pigments in the color index (CI; issued by The Society of Dyers and Colorists). . Specific examples include those with the following color index (CI) names.

C. I. Pigment yellow 12, C.I. I. Pigment yellow 13, C.I. I. Pigment yellow 14, C.I. I. Pigment yellow 17, C.I. I. Pigment yellow 20, C.I. I. Pigment yellow 24, C.I. I. Pigment yellow 31, C.I. I. Pigment yellow 55, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 93, C.I. I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 153, C.I. I. Pigment yellow 154, C.I. I. Pigment yellow 155, C.I. I. Pigment yellow 166, C.I. I. Pigment yellow 168, C.I. I. Pigment yellow 180, C.I. I. Pigment yellow 211;

C. I. Pigment orange 5, C.I. I. Pigment orange 13, C.I. I. Pigment orange 14, C.I. I. Pigment orange 24, C.I. I. Pigment orange 34, C.I. I. Pigment orange 36, C.I. I. Pigment orange 38, C.I. I. Pigment orange 40, C.I. I. Pigment orange 43, C.I. I. Pigment orange 46, C.I. I. Pigment orange 49, C.I. I. Pigment orange 61, C.I. I. Pigment orange 64, C.I. I. Pigment orange 68, C.I. I. Pigment orange 70, C.I. I. Pigment orange 71, C.I. I. Pigment orange 72, C.I. I. Pigment orange 73, C.I. I. Pigment orange 74;

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

C. I. Pigment violet 1, C.I. I. Pigment violet 19, C.I. I. Pigment violet 23, C.I. I. Pigment violet 29, C.I. I. Pigment violet 32, C.I. I. Pigment violet 36, C.I. I. Pigment violet 38;
C. I. Pigment blue 1, C.I. I. Pigment blue 15, C.I. I. Pigment blue 15: 3, C.I. I. Pigment blue 15: 4, C.I. I. Pigment blue 15: 6, C.I. I. Pigment blue 60, C.I. I. Pigment blue 80;
C. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. Pigment green 58;
C. I. Pigment brown 23, C.I. I. Pigment brown 25;
C. I. Pigment black 1, C.I. I. Pigment Black 7.

  Examples of the inorganic pigment include, for example, titanium oxide, barium sulfate, calcium carbonate, zinc white, lead sulfate, yellow lead, zinc yellow, red bean curd (red iron oxide (III)), cadmium red, ultramarine blue, bitumen, and chromium oxide. Examples include green, cobalt green, amber, titanium black, synthetic iron black, and carbon black.

  In the present invention, the pigment can be used after being purified by a recrystallization method, a reprecipitation method, a solvent washing method, a sublimation method, a vacuum heating method, or a combination thereof. Moreover, the pigment surface may be used by modifying the particle surface with a resin if desired. Examples of the resin that modifies the particle surface of the pigment include vehicle resins described in JP-A No. 2001-108817, and various commercially available resins for dispersing pigments. As a resin coating method on the carbon black surface, for example, methods described in JP-A-9-71733, JP-A-9-95625, JP-A-9-124969 and the like can be employed. The organic pigment is preferably used by refining primary particles by so-called salt milling. As a salt milling method, for example, a method disclosed in Japanese Patent Application Laid-Open No. 08-179111 can be employed.

  In addition, the dye can be appropriately selected from various oil-soluble dyes, direct dyes, acid dyes, metal complex dyes, and the like. For example, the following color index (CI) names are attached. Can be mentioned.

C. I. Solvent Yellow 4, C.I. I. Solvent Yellow 14, C.I. I. Solvent Yellow 15, C.I. I. Solvent Yellow 24, C.I. I. Solvent Yellow 82, C.I. I. Solvent Yellow 88, C.I. I. Solvent Yellow 94, C.I. I. Solvent Yellow 98, C.I. I. Solvent Yellow 162, C.I. I. Solvent yellow 179;
C. I. Solvent Red 45, C.I. I. Solvent red 49;
C. I. Solvent Orange 2, C.I. I. Solvent Orange 7, C.I. I. Solvent Orange 11, C.I. I. Solvent Orange 15, C.I. I. Solvent Orange 26, C.I. I. Solvent orange 56;
C. I. Solvent Blue 35, C.I. I. Solvent Blue 37, C.I. I. Solvent Blue 59, C.I. I. Solvent blue 67;

C. I. Acid Yellow 17, C.I. I. Acid Yellow 29, C.I. I. Acid Yellow 40, C.I. I. Acid Yellow 76;
C. I. Acid Red 91, C.I. I. Acid Red 92, C.I. I. Acid Red 97, C.I. I. Acid Red 114, C.I. I. Acid Red 138, C.I. I. Acid Red 151;
C. I. Acid Orange 51, C.I. I. Acid Orange 63;
C. I. Acid Blue 80, C.I. I. Acid Blue 83, C.I. I. Acid Blue 90;
C. I. Acid Green 9, C.I. I. Acid Green 16, C.I. I. Acid Green 25, C.I. I. Acid Green 27.

  In the present invention, other colorants can be used alone or in admixture of two or more.

  The total content of the specific coloring compound and other colorant used in some cases is usually in the solid content of the coloring composition from the viewpoint of forming a pixel having high brightness and excellent color purity, or a black matrix having excellent light shielding properties. It is 5-70 mass%, Preferably it is 5-60 mass%. Solid content here is components other than the solvent mentioned later.

  In the present invention, if desired, it can be used together with a dispersant and a dispersion aid. As the dispersing agent, for example, an appropriate dispersing agent such as a cationic type, an anionic type, or a nonionic type can be used, and a polymer dispersing agent is preferable. Specifically, urethane dispersant, polyethyleneimine dispersant, polyoxyethylene alkyl ether dispersant, polyoxyethylene alkylphenyl ether dispersant, polyethylene glycol diester dispersant, sorbitan fatty acid ester dispersant, polyester Examples thereof include an acrylic dispersant and an acrylic dispersant.

Such dispersants are commercially available. For example, acrylic dispersants such as Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324 (above, BYK Corporation (BYK)) And Dispersbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above, manufactured by BYK Chemy (BYK)), Solsperse 76500 (Lubrisol Co., Ltd.) ), Polyethylene imine-based dispersant, Solsperse 24000 (manufactured by Lubrizol Co., Ltd.), polyester-based dispersant, Azisper PB821, Jisupa PB822, Adisper PB880, mention may be made of Ajisper PB881 (Ajinomoto Fine-Techno Co., Ltd.), and the like.
Examples of the dispersion aid include pigment derivatives, and specific examples include copper phthalocyanine, diketopyrrolopyrrole, and sulfonic acid derivatives of quinophthalone. The contents of the dispersant and the dispersion aid can be appropriately determined within a range that does not impair the object of the present invention.

-(B) Binder resin-
Although it does not specifically limit as binder resin in this invention, It is preferable that it is resin which has acidic functional groups, such as a carboxyl group and a phenolic hydroxyl group. Among them, a polymer having a carboxyl group (hereinafter referred to as “carboxyl group-containing polymer”) is preferable. For example, an ethylenically unsaturated monomer having one or more carboxyl groups (hereinafter referred to as “unsaturated monomer”). (B1) ") and other copolymerizable ethylenically unsaturated monomers (hereinafter referred to as" unsaturated monomer (b2) ").

Examples of the unsaturated monomer (b1) include (meth) acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2- (meth) acryloyloxyethyl], ω-carboxypolycaprolactone mono (meta ) Acrylate, p-vinylbenzoic acid and the like.
These unsaturated monomers (b1) can be used alone or in admixture of two or more.

Moreover, as said unsaturated monomer (b2), for example,
N-substituted maleimides such as N-phenylmaleimide and N-cyclohexylmaleimide;
Aromatic vinyl compounds such as styrene, α-methylstyrene, p-hydroxystyrene, p-hydroxy-α-methylstyrene, p-vinylbenzylglycidyl ether, acenaphthylene;

Methyl (meth) acrylate, n-butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, allyl (meth) acrylate, benzyl (meth) acrylate, polyethylene glycol (n = 2 -10) methyl ether (meth) acrylate, polypropylene glycol (n = 2 to 10) methyl ether (meth) acrylate, polyethylene glycol (n = 2 to 10) mono (meth) acrylate, polypropylene glycol (n = 2 to 10) ) Mono (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl (meth) acrylate, dicyclopentenyl (meth) acrylate, Glyce Mono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, ethylene oxide modified (meth) acrylate of paracumylphenol, glycidyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 3-[(meta ) (Meth) acrylic acid esters such as acryloyloxymethyl] oxetane, 3-[(meth) acryloyloxymethyl] -3-ethyloxetane;

Vinyl ethers such as cyclohexyl vinyl ether, isobornyl vinyl ether, tricyclo [5.2.1.0 ^2,6 ] decan-8-yl vinyl ether, pentacyclopentadecanyl vinyl ether, 3- (vinyloxymethyl) -3-ethyloxetane ;
Examples thereof include a macromonomer having a mono (meth) acryloyl group at the end of a polymer molecular chain such as polystyrene, polymethyl (meth) acrylate, poly-n-butyl (meth) acrylate, and polysiloxane.
These unsaturated monomers (b2) can be used alone or in admixture of two or more.

  In the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2), the copolymerization ratio of the unsaturated monomer (b1) in the copolymer is preferably 5 to 50% by mass. More preferably, it is 10 to 40% by mass. By copolymerizing the unsaturated monomer (b1) in such a range, a colored composition excellent in alkali developability and storage stability can be obtained.

  Specific examples of the copolymer of the unsaturated monomer (b1) and the unsaturated monomer (b2) include, for example, JP-A-7-140654, JP-A-8-259876, and JP-A-10-31308. Copolymers disclosed in JP-A-10, JP-A-10-300902, JP-A-11-174224, JP-A-11-258415, JP-A-2000-56118, JP-A-2004-101728, etc. Can be mentioned.

  In the present invention, for example, JP-A-5-19467, JP-A-6-230212, JP-A-7-207211, JP-A-9-325494, JP-A-11-140144, As disclosed in Kaikai 2008-181095 and the like, a carboxyl group-containing polymer having a polymerizable unsaturated bond such as a (meth) acryloyl group in the side chain can also be used as a binder resin.

  The binder resin in the present invention has a polystyrene-equivalent weight average molecular weight (Mw) measured by GPC (elution solvent: tetrahydrofuran) of usually 1,000 to 100,000, preferably 3,000 to 50,000. If Mw is too small, the remaining film rate of the resulting film may be reduced, pattern shape, heat resistance, etc. may be impaired, and electrical characteristics may be deteriorated. On the other hand, if Mw is too large, resolution may be reduced. In addition, the pattern shape may be damaged, and dry foreign matter may be easily generated during application by the slit nozzle method.

  The ratio (Mw / Mn) of the weight average molecular weight of the binder resin in the present invention to the polystyrene-equivalent number average molecular weight (Mn) measured by GPC (elution solvent: tetrahydrofuran) is preferably 1.0 to 5. 0, more preferably 1.0 to 3.0.

  The binder resin in the present invention can be produced by a known method. For example, it is disclosed in Japanese Patent Application Laid-Open No. 2003-222717, Japanese Patent Application Laid-Open No. 2006-259680, International Publication No. 07/029871, etc. The structure, Mw, and Mw / Mn can be controlled by the method.

  In this invention, binder resin can be used individually or in mixture of 2 or more types.

  In the present invention, the content of the binder resin is usually 10 to 1,000 parts by mass, preferably 20 to 500 parts by mass with respect to a total of 100 parts by mass of the specific coloring compound and other colorants used in some cases. is there. If the content of the binder resin is too small, for example, the alkali developability may be decreased, or the storage stability of the resulting colored composition may be decreased. On the other hand, if the content is too large, the colorant concentration is relatively high. Therefore, it may be difficult to achieve the target color density as a thin film.

-(C) Crosslinking agent-
In the present invention, (C) a crosslinking agent refers to a compound having two or more polymerizable groups. Examples of the polymerizable group include an ethylenically unsaturated group, an oxiranyl group, an oxetanyl group, and an N-alkoxymethylamino group. In the present invention, (C) the crosslinking agent is preferably a compound having two or more (meth) acryloyl groups or a compound having two or more N-alkoxymethylamino groups, and particularly two or more (meth). It is preferable to use a compound having an acryloyl group in combination with a compound having two or more N-alkoxymethylamino groups.

  Specific examples of the compound having two or more (meth) acryloyl groups include a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound and (meth) acrylic acid, a caprolactone-modified polyfunctional ( (Meth) acrylate, alkylene oxide-modified polyfunctional (meth) acrylate, hydroxyl-functional (meth) acrylate and polyfunctional isocyanate obtained by reacting with polyfunctional isocyanate, hydroxyl-functional (meth) acrylate and acid The polyfunctional (meth) acrylate which has a carboxyl group obtained by making an anhydride react can be mentioned.

  Here, examples of the aliphatic polyhydroxy compound include divalent aliphatic polyhydroxy compounds such as ethylene glycol, propylene glycol, polyethylene glycol, and polypropylene glycol, glycerin, trimethylolpropane, pentaerythritol, and dipentaerythritol. Mention may be made of trivalent or higher aliphatic polyhydroxy compounds. Examples of the (meth) acrylate having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, and glycerol diester. A methacrylate etc. can be mentioned. Examples of the polyfunctional isocyanate include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, and isophorone diisocyanate. Examples of acid anhydrides include succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride, dibasic acid anhydrides such as hexahydrophthalic anhydride, pyromellitic anhydride, biphenyltetracarboxylic acid. Examples thereof include dianhydrides and tetrabasic acid dianhydrides such as benzophenone tetracarboxylic dianhydride.

  Examples of the caprolactone-modified polyfunctional (meth) acrylate include compounds described in paragraphs [0015] to [0018] of JP-A No. 11-44955. Examples of the alkylene oxide-modified polyfunctional (meth) acrylate include ethylene oxide of bisphenol A and / or propylene oxide modified di (meth) acrylate, ethylene oxide of isocyanuric acid and / or propylene oxide modified tri (meth) acrylate, tri Ethylene oxide and / or propylene oxide modified tri (meth) acrylate of methylolpropane, ethylene oxide and / or propylene oxide modified tri (meth) acrylate of pentaerythritol, ethylene oxide and / or propylene oxide modified tetra (meth) acrylate of pentaerythritol Dipentaerythritol ethylene oxide and / or propylene oxide modified penta (meth) acrylate, di It can be mentioned pointer ethylene oxide erythritol and / or propylene oxide-modified hexa (meth) acrylate.

  Examples of the compound having two or more N-alkoxymethylamino groups include compounds having a melamine structure, a benzoguanamine structure, and a urea structure. The melamine structure and the benzoguanamine structure refer to a chemical structure having one or more triazine rings or phenyl-substituted triazine rings as a basic skeleton, and is a concept including melamine, benzoguanamine or a condensate thereof. Specific examples of the compound having two or more N-alkoxymethylamino groups include N, N, N ′, N ′, N ″, N ″ -hexa (alkoxymethyl) melamine, N, N, N ′. , N′-tetra (alkoxymethyl) benzoguanamine, N, N, N ′, N′-tetra (alkoxymethyl) glycoluril and the like.

Of these polyfunctional monomers, polyfunctional (meth) acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds with (meth) acrylic acid, polyfunctional (meth) acrylates modified with caprolactone, Polyfunctional urethane (meth) acrylate, polyfunctional (meth) acrylate having a carboxyl group, N, N, N ′, N ′, N ″, N ″ -hexa (alkoxymethyl) melamine, N, N, N ′ N'-tetra (alkoxymethyl) benzoguanamine is preferred. Among the polyfunctional (meth) acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds with (meth) acrylic acid, trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipenta Among polyfunctional (meth) acrylates having a carboxyl group, erythritol hexaacrylate is obtained by reacting pentaerythritol triacrylate and succinic anhydride, and reacting dipentaerythritol pentaacrylate and succinic anhydride. The compound is particularly preferable in that the strength of the colored layer is high, the surface smoothness of the colored layer is excellent, and background stains and film residues are hardly generated on the unexposed substrate and the light shielding layer.
In the present invention, the crosslinking agent (C) can be used alone or in admixture of two or more.

  In the present invention, the content of the (C) crosslinking agent is preferably 10 to 1,000 parts by mass, particularly preferably 20 to 500 parts by mass with respect to 100 parts by mass of the (B) binder resin. In this case, if the content of the polyfunctional monomer is too small, sufficient curability may not be obtained. On the other hand, if the content of the polyfunctional monomer is too large, when the color composition of the present invention is imparted with alkali developability, the alkali developability is lowered, and on the unexposed portion of the substrate or the light shielding layer. There is a tendency that dirt, film residue, etc. are likely to occur.

-(D) Photopolymerization initiator-
The coloring composition of the present invention can contain (D) a photopolymerization initiator. Thereby, radiation sensitivity can be provided to a coloring composition. The (D) photopolymerization initiator used in the present invention generates an active species capable of initiating the polymerization of the above (C) crosslinking agent by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, and X-ray. A compound.

  Examples of such photopolymerization initiators include thioxanthone compounds, acetophenone compounds, biimidazole compounds, triazine compounds, O-acyloxime compounds, onium salt compounds, benzoin compounds, benzophenone compounds, α -A diketone type compound, a polynuclear quinone type compound, a diazo type compound, an imide sulfonate type compound etc. can be mentioned.

  In this invention, a photoinitiator can be used individually or in mixture of 2 or more types. The photopolymerization initiator is preferably at least one selected from the group consisting of thioxanthone compounds, acetophenone compounds, biimidazole compounds, triazine compounds, and O-acyloxime compounds.

  Among preferred photopolymerization initiators in the present invention, specific examples of thioxanthone compounds include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-dichlorothioxanthone, 2 , 4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone and the like.

  Specific examples of the acetophenone compound include 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4 -Morpholinophenyl) butan-1-one, 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one, and the like.

  Specific examples of the biimidazole compound include 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetraphenyl-1,2′-biimidazole, 2,2 ′. -Bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4,6-trichlorophenyl) -4, Examples thereof include 4 ′, 5,5′-tetraphenyl-1,2′-biimidazole.

  In addition, when using a biimidazole-type compound as a photoinitiator, it is preferable at the point which can improve a sensitivity to use a hydrogen donor together. The “hydrogen donor” as used herein means a compound that can donate a hydrogen atom to a radical generated from a biimidazole compound by exposure. Examples of the hydrogen donor include mercaptan-based hydrogen donors such as 2-mercaptobenzothiazole and 2-mercaptobenzoxazole, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, and the like. And an amine-based hydrogen donor. In the present invention, hydrogen donors can be used alone or in admixture of two or more. However, one or more mercaptan hydrogen donors and one or more amine hydrogen donors are used in combination. It is preferable that the sensitivity can be further improved.

  Specific examples of the triazine compound include 2,4,6-tris (trichloromethyl) -s-triazine, 2-methyl-4,6-bis (trichloromethyl) -s-triazine, 2- [2 -(5-methylfuran-2-yl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (furan-2-yl) ethenyl] -4,6-bis (trichloro Methyl) -s-triazine, 2- [2- (4-diethylamino-2-methylphenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- [2- (3,4-dimethoxy) Phenyl) ethenyl] -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4- Triazine-based compounds having a halomethyl group such as xystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-n-butoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine Can be mentioned.

  Specific examples of the O-acyloxime compound include 1,2-octanedione, 1- [4- (phenylthio) phenyl]-, 2- (O-benzoyloxime), ethanone and 1- [9-ethyl. -6- (2-methylbenzoyl) -9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- (2-methyl-4-tetrahydrofuranylmethoxy) Benzoyl) -9H-carbazol-3-yl]-, 1- (O-acetyloxime), ethanone, 1- [9-ethyl-6- {2-methyl-4- (2,2-dimethyl-1,3) -Dioxolanyl) methoxybenzoyl} -9H-carbazol-3-yl]-, 1- (O-acetyloxime) and the like.

  In this invention, when using photoinitiators other than biimidazole type compounds, such as an acetophenone type compound, a sensitizer can also be used together. Examples of such a sensitizer include 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 4-diethylaminoacetophenone, 4-dimethylaminopropiophenone, and 4-dimethyl. Ethyl aminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2,5-bis (4-diethylaminobenzal) cyclohexanone, 7-diethylamino-3- (4-diethylaminobenzoyl) coumarin, 4- (diethylamino) chalcone, etc. Can be mentioned.

  In this invention, 0.01-120 mass parts is preferable with respect to 100 mass parts of (C) crosslinking agents, and, as for content of a photoinitiator, 1-100 mass parts is especially preferable. In this case, if the content of the photopolymerization initiator is too small, curing by exposure may be insufficient. On the other hand, if the content is too large, the formed colored layer tends to be detached from the substrate during development.

-(E) Solvent-
The colored composition of the present invention contains the above components (A) to (C) and other components that are optionally added, but is usually prepared as a liquid composition by blending a solvent.
As said solvent, (A)-(C) component which comprises a coloring composition, and another component are disperse | distributed or melt | dissolved, and it does not react with these components, but suitably has appropriate volatility. You can choose to use.

As such a solvent, for example,
Ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol mono-n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n- Butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, di Propylene glycol mono Chirueteru, dipropylene glycol mono -n- propyl ether, dipropylene glycol mono -n- butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl (poly) alkylene glycol monoalkyl ethers such as ether;

Lactic acid alkyl esters such as methyl lactate and ethyl lactate;
(Cyclo) alkyl alcohols such as methanol, ethanol, propanol, butanol, isopropanol, isobutanol, t-butanol, octanol, 2-ethylhexanol, cyclohexanol;
Keto alcohols such as diacetone alcohol;

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

Diacetates such as propylene glycol diacetate, 1,3-butylene glycol diacetate, 1,6-hexanediol diacetate;
Alkoxycarboxylic esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, 3-methyl-3-methoxybutylpropionate ;
Ethyl acetate, n-propyl acetate, i-propyl acetate, n-butyl acetate, i-butyl acetate, n-amyl formate, i-amyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, i-butyric acid Other esters such as -propyl, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, ethyl 2-oxobutanoate;
Aromatic hydrocarbons such as toluene and xylene;
Examples include amides or lactams such as N, N-dimethylformamide, N, N-dimethylacetamide, and N-methylpyrrolidone.

Among these solvents, from the viewpoint of solubility, pigment dispersibility, coatability, etc., propylene glycol monomethyl ether, propylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1,3-butylene glycol diacetate, 1,6-hexanediol diacetate, ethyl lactate, 3-methoxypropionic acid Ethyl, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methoxybutyl Pioneto acetate n- butyl acetate i- butyl, formic acid n- amyl acetate, i- amyl, n- butyl propionate, ethyl butyrate, i- propyl butyrate n- butyl, ethyl pyruvate and the like are preferable.
In this invention, a solvent can be used individually or in mixture of 2 or more types.

  Although content of a solvent is not specifically limited, From viewpoints of the applicability | paintability of a coloring composition obtained, stability, etc., the total density | concentration of each component remove | excluding the solvent from the said coloring composition is 5-50. An amount of mass% is preferred, and an amount of 10 to 40 mass% is particularly preferred.

-Additives-
The coloring composition of this invention can also contain a various additive as needed.
Examples of additives include fillers such as glass and alumina; polymer compounds such as polyvinyl alcohol and poly (fluoroalkyl acrylates); surfactants such as fluorosurfactants and silicon surfactants; vinyl Trimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxy Silane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyl Dimethoxysilane, 3-chloropropi Adhesion promoters such as trimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane; 2,2-thiobis (4-methyl-6-tert-butylphenol), 2,6-di- Antioxidants such as t-butylphenol; UV absorbers such as 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole and alkoxybenzophenones; Aggregation such as sodium polyacrylate Inhibitor: malonic acid, adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, 3-amino-1,2 -Propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanedio Residue improving agents such as succinic acid; development of succinic acid mono [2- (meth) acryloyloxyethyl], phthalic acid mono [2- (meth) acryloyloxyethyl], ω-carboxypolycaprolactone mono (meth) acrylate, etc. And a siloxane oligomer having a reactive functional group disclosed in Japanese Patent Application Laid-Open No. 2008-2242078 and the like.

  The coloring composition of the present invention can be prepared by an appropriate method, and examples of the preparation method include methods disclosed in JP 2008-58642 A, JP 2010-132874 A, and the like. be able to. When using a pigment as the other colorant together with the specific color compound, as disclosed in JP 2010-132874 A, after passing the dye solution containing the specific color compound through the first filter, The dye solution that has passed through the filter is preferably mixed with a separately prepared pigment dispersion or the like, and the resulting colored composition is passed through a second filter. In addition, the dye containing the specific coloring compound, the components (B) to (C), and the component (D) and the additive component, if necessary, are dissolved in the solvent (E). Also preferred is a method of preparing a solution obtained by passing the first filter after passing through the first filter and mixing with a separately prepared pigment dispersion and passing the resulting colored composition through the second filter. Moreover, after letting the dye solution containing a specific coloring compound pass through the first filter, the dye solution that has passed through the first filter, the components (B) to (C), and, if necessary, the components (D) to (D) (E) Component and additive component were mixed and dissolved, and the resulting solution was passed through a second filter, and the solution that passed through the second filter was further mixed with a separately prepared pigment dispersion. A method of preparing the colored composition by passing it through a third filter is also preferred.

Color filter and production method thereof The color filter of the present invention comprises a colored layer containing a specific coloring compound.

  As a method for producing a color filter, first, the following method may be mentioned. First, a light shielding layer (black matrix) is formed on the surface of the substrate so as to divide a portion where pixels are formed, if necessary. Next, for example, after applying a liquid composition of a blue radiation-sensitive composition containing a specific coloring compound on this substrate, pre-baking is performed to evaporate the solvent, thereby forming a coating film. Subsequently, after exposing this coating film through a photomask, it develops using an alkali developing solution, and the unexposed part of a coating film is dissolved and removed. Thereafter, post-baking is performed to form a pixel array in which blue pixel patterns are arranged in a predetermined arrangement.

  Next, each colored radiation-sensitive composition of green or red is used, and each colored radiation-sensitive composition is applied, pre-baked, exposed, developed, and post-baked in the same manner as described above, so that a green pixel array and red color are obtained. Are sequentially formed on the same substrate. Thereby, a color filter in which pixel arrays of the three primary colors of red, green and blue are arranged on the substrate is obtained. However, in the present invention, the order of forming pixels of each color is not limited to the above.

  A black matrix can be formed by forming a metal thin film such as chromium formed by sputtering or vapor deposition into a desired pattern using a photolithography method. Using the radiation-sensitive composition, it can be formed in the same manner as in the case of forming the pixel. The colored composition of the present invention can also be suitably used for forming such black tricks.

Examples of the substrate used when forming the color filter include glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamideimide, and polyimide.
In addition, 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.

  When the colored radiation-sensitive composition is applied to the substrate, an appropriate coating method such as a spray method, a roll coating method, a spin coating method (spin coating method), a slit die coating method, or a bar coating method may be employed. In particular, it is preferable to employ a spin coating method or a slit die coating method.

  Pre-baking is usually performed by combining vacuum drying and heat drying. The drying under reduced pressure is usually performed until the pressure reaches 50 to 200 Pa. Moreover, the conditions of heat drying are 70-110 degreeC normally for about 1 to 10 minutes.

  The coating thickness is usually 0.6 to 8.0 μm, preferably 1.2 to 5.0 μm, as the film thickness after drying.

  Examples of radiation light sources used in forming pixels and / or black matrices include xenon lamps, halogen lamps, tungsten lamps, high pressure mercury lamps, ultrahigh pressure mercury lamps, metal halide lamps, medium pressure mercury lamps, and low pressure mercury lamps. Examples of the light source include a laser light source such as an argon ion laser, a YAG laser, a XeCl excimer laser, and a nitrogen laser. Radiation having a wavelength in the range of 190 to 450 nm is preferable.

Exposure of the radiation is generally preferred 10~10,000J / m ^2.
Examples of the alkali developer include sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline, 1,8-diazabicyclo- [5.4.0] -7-undecene, 1, An aqueous solution such as 5-diazabicyclo- [4.3.0] -5-nonene is preferred.

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 developer. In addition, it is usually washed with water after alkali development.
As a development processing method, a shower development method, a spray development method, a dip (immersion) development method, a paddle (liquid accumulation) development method, or the like can be applied. The development conditions are preferably 5 to 300 seconds at room temperature.

The post-baking conditions are usually 120 to 280 ° C. for about 10 to 60 minutes, but from the viewpoint of heat resistance of the present colorant, the post-baking temperature is preferably 240 ° C. or less, particularly preferably 230 ° C. or less. is there.
The film thickness of the pixel thus formed is usually 0.5 to 5.0 μm, preferably 1.0 to 3.0 μm.

  Further, as a second method for producing a color filter, a method of obtaining pixels of each color by an ink jet method disclosed in JP-A-7-318723 and JP-A-2000-310706 can be employed. . In this method, first, a partition having a light shielding function is formed on the surface of the substrate. Next, for example, a liquid composition of a blue coloring composition containing a specific coloring compound is discharged into the formed partition wall by an inkjet apparatus, and then prebaked to evaporate the solvent. Next, the coating film is exposed as necessary, and then cured by post-baking to form a blue pixel pattern.

  Subsequently, using each coloring composition of green or red, a green pixel pattern and a red pixel pattern are sequentially formed on the same substrate in the same manner as described above. Thereby, a color filter in which pixel patterns of the three primary colors of red, green and blue are arranged on the substrate is obtained. However, in the present invention, the order of forming the pixels of each color is not limited to the above.

In addition, the partition has not only a light shielding function but also a function for preventing the color composition of each color discharged in the section from being mixed, so that the film is a film compared to the black matrix used in the first method described above. Thick. Therefore, a partition is normally formed using a black radiation sensitive composition.
The substrate used when forming the color filter, the light source of radiation, and the pre-baking and post-baking methods and conditions are the same as in the first method described above. In this way, the film thickness of the pixel formed by the ink jet method is approximately the same as the height of the partition wall.

A protective film is formed on the pixel pattern thus obtained as necessary, and then a transparent conductive film is formed by sputtering. After forming the transparent conductive film, a spacer can be further formed to form a color filter. The spacer is usually formed using a radiation-sensitive composition, but may be a light-shielding spacer (black spacer). In this case, a colored radiation-sensitive composition in which a black colorant is dispersed is used, but the colored composition of the present invention can also be suitably used for forming such a black spacer.
Since the color filter of the present invention thus obtained has extremely high luminance and color purity, it is extremely useful for color liquid crystal display elements, color image pickup tube elements, color sensors, organic EL display elements, electronic paper, and the like.

Display element The display element of the present invention comprises the color filter of the present invention. Examples of the display element include a color liquid crystal display element, an organic EL display element, and electronic paper.
A color liquid crystal display device including the color filter of the present invention can have an appropriate structure. For example, the color filter is formed on a substrate different from the driving substrate on which the thin film transistor (TFT) is arranged, and the driving substrate and the substrate on which the color filter is formed are opposed to each other with a liquid crystal layer interposed therebetween. In addition, a substrate in which a color filter is formed on the surface of a driving substrate on which a thin film transistor (TFT) is disposed, and a substrate in which an ITO (indium oxide doped with tin) electrode is formed are a liquid crystal layer. It is also possible to adopt a structure that faces each other via the The latter structure has the advantage that the aperture ratio can be remarkably improved, and a bright and high-definition liquid crystal display element can be obtained.

  The color liquid crystal display device including the color filter of the present invention may include a backlight unit using a white LED as a light source in addition to a cold cathode fluorescent lamp (CCFL). As the white LED, for example, a white LED that obtains white light using a red LED, a green LED, and a blue LED having independent spectra, a white LED that obtains white light by mixing colors by combining the red LED, the green LED, and the blue LED, White LED that obtains white light by color mixing by combining blue LED, red LED and green phosphor, White LED that obtains white light by color mixing by combining blue LED, red light emitting phosphor and green light emitting phosphor, Blue LED and YAG system White LED that obtains white light by mixing phosphors, white LED that obtains white light by mixing blue LED, orange light emitting phosphor and green light emitting phosphor, UV LED, red light emitting phosphor, green light emitting phosphor and blue A white LED that obtains white light by mixing colors by combining light emitting phosphors can be exemplified.

  The color liquid crystal display device having the color filter of the present invention includes a TN (Twisted Nematic) type, an STN (Super Twisted Nematic) type, an IPS (In-Plane Switching) type, a VA (Vertical Alignment) type, and an OCB (Optical Optical). An appropriate liquid crystal mode such as a birefringence type can be applied.

  Moreover, the organic EL display element provided with the color filter of the present invention can take an appropriate structure, and examples thereof include a structure disclosed in JP-A-11-307242.

  In addition, the electronic paper including the color filter of the present invention can adopt an appropriate structure, and examples thereof include a structure disclosed in Japanese Patent Application Laid-Open No. 2007-41169.

  Hereinafter, the embodiment of the present invention will be described more specifically with reference to examples. However, the present invention is not limited to the following examples.

<Synthesis and Evaluation of Specific Colored Compound>
1. Synthesis synthesis example 1 of specific coloring compound

Into the screw tube into which the stirrer is charged, C.I. I. Basic Blue 7 (Cl compounds c2 of the compounds c ^- salt) 1.4 g (2.72 mmol), tetrafluoroborate potassium (manufactured by Wako Pure Chemical Industries, Ltd.) 0.768 g (4.08 mmol), chloroform 20mL and water 10mL And stirred at room temperature for 7 hours. After separating and removing the aqueous layer, the organic layer was washed twice with water, concentrated under reduced pressure, and the obtained solid was dried under reduced pressure to obtain 1.70 g of a dark blue solid (yield 80.2%). This is designated Compound A. The ¹ H-NMR (solvent: deuterated chloroform) spectrum of Compound A was as follows and was confirmed to be the target compound.

¹ H-NMR: δ 7.95 (d, 1H), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.05 (brs, 1H), 3.58 (q, 10H) , 1.58 (s, 1H), 1.49 (t, 3H), 1.31 (t, 12H)

Synthesis example 2
A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that lithium hexafluorophosphate (manufactured by Wako Pure Chemical Industries, Ltd.) was used instead of potassium tetrafluoroborate in Synthesis Example 1, and ¹ H-NMR (solvent: Deuterated chloroform) was confirmed to be the target compound. This is designated Compound B. The ¹ H-NMR spectrum of Compound B is as follows.

¹ H-NMR: δ 8.08 (d, 1H), 7.05-7.62 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.38 (brs, 1H), 3.55 (q, 10H) , 1.63 (s, 1H), 1.49 (t, 3H), 1.31 (t, 12H)

Synthesis example 3
A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that tetrakis (pentafluorobenzene) borate potassium (manufactured by Wako Pure Chemical Industries, Ltd.) was used in place of tetrafluoroborate potassium in Synthesis Example 1, and ¹ H-NMR (Solvent: deuterated chloroform) was confirmed to be the target compound by measurement. This is designated Compound C. The ¹ H-NMR spectrum of Compound C is as follows.

¹ H-NMR: δ 7.95 (d, 1H), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.05 (brs, 1H), 3.58 (q, 10H) , 1.58 (s, 1H), 1.49 (t, 3H), 1.31 (t, 12H)

Synthesis example 4
A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that K [BF (CN) ₃ ] was used instead of potassium tetrafluoroborate in Synthesis Example 1, and ¹ H-NMR (solvent: deuterated chloroform) was synthesized. ) Measurement confirmed that the compound was the target compound. This is designated Compound D. The ¹ H-NMR spectrum of Compound D is as follows.

¹ H-NMR: δ 7.95 (d, 1H), 7.06-7.60 (m, 8H), 6.75 (brs, 3H), 6.68 (d, 2H), 6.13 (brs, 1H), 3.58 (q, 10H) , 1.58 (s, 1H), 1.49 (t, 3H), 1.31 (t, 12H)

Synthesis example 5
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. Basic Blue 11 (Cl compounds c4 of the compounds c ^- salt) except for using, in the same manner as in Synthesis Example 1 to synthesize a specific coloring compound, ¹ H-NMR: by (solvent deuterated chloroform) Measurement The target compound was confirmed.

Synthesis Example 6
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. Basic Violet 16 (Cl compounds e2 of the compounds e ^- salt) except for using, in the same manner as in Synthesis Example 1 to synthesize a specific coloring compound, ¹ H-NMR: by (solvent deuterated chloroform) Measurement The target compound was confirmed.

Synthesis example 7
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that Basic Blue 41 (methane sulfate of compound f13 of compound group f above) was used, and ¹ H-NMR (solvent: deuterated chloroform) was measured. The target compound was confirmed.

Synthesis example 8
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. Basic Blue 3 (Cl compounds i4 of the compounds i ^- salt) except for using, in the same manner as in Synthesis Example 1 to synthesize a specific coloring compound, ¹ H-NMR: by (solvent deuterated chloroform) Measurement The target compound was confirmed.

Synthesis Example 9
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. Basic Blue 22 (Cl compounds j1 of the compounds j ^- salt) except for using, in the same manner as in Synthesis Example 1 to synthesize a specific coloring compound, ¹ H-NMR: by (solvent deuterated chloroform) Measurement The target compound was confirmed.

Example 1
A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that sodium dicyanamide (manufactured by Wako Pure Chemical Industries, Ltd.) was used instead of potassium tetrafluoroborate in Synthesis Example 1, and ¹ H-NMR (solvent: deuterium) Chloroform) was confirmed to be the target compound. This is designated Compound E. The ¹ H-NMR spectrum of Compound E is as follows.

¹ H-NMR: δ 7.95 (d, 1H), 6.98-7.65 (m, 7H), 6.76 (brs, 4H), 6.69 (d, 1H), 5.96 (brs, 1H), 3.56 (q, 10H) , 1.50 (t, 3H), 1.30 (t, 12H)

Example 2
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that basic blue 3 was replaced by dicyanamide sodium instead of tetrafluoroborate potassium, and ¹ H-NMR (solvent: deuterated chloroform) was measured. As a result, it was confirmed to be the target compound.

Example 3
In Synthesis Example 1, C.I. I. Instead of Basic Blue 7, C.I. I. A specific colored compound was synthesized in the same manner as in Synthesis Example 1 except that basic blue 22 was replaced by sodium dicyanamide instead of potassium tetrafluoroborate, and ¹ H-NMR (solvent: deuterated chloroform) measurement As a result, it was confirmed to be the target compound.

2. Evaluation of Specific Colored Compound Compound A obtained in Synthesis Example 1 was dissolved in cyclohexanone by 10% by mass or more, and the solution exhibited a blue color. All of the specific colored compounds obtained in Synthesis Examples 2 to 9 and Examples 1 to 3 were dissolved in cyclohexanone by 10% by mass or more.
In addition, the 5% mass reduction temperatures based on the thermogravimetric-differential thermal simultaneous measurement analysis of the specific coloring compounds obtained in Synthesis Examples 1 to 9 and Examples 1 to 3 were all 250 ° C. or higher. On the other hand, C.I. I. Basic Blue 7, C.I. I. Basic Blue 11, C.I. I. Basic Violet 16, C.I. I. Basic Blue 41, C.I. I. Basic Blue 3 and C.I. I. The 5% mass loss temperature based on the thermogravimetric-differential thermal simultaneous measurement analysis of Basic Blue 22 was all less than 200 ° C.

<Preparation of pigment dispersion>
Preparation Example 1
As a coloring agent, C.I. I. 15 parts by weight of Pigment Blue 15: 6, 12.5 parts by weight of BYK-LPN21116 (produced by BYK) as a dispersant (solid content concentration = 40% by weight), 72.5 parts by weight of propylene glycol monomethyl ether acetate as a solvent The pigment dispersion (A-1) was prepared by processing with a bead mill.

Preparation Example 2
As a coloring agent, C.I. I. Pigment Blue 15: 6 instead of C.I. I. A pigment dispersion (A-2) was prepared in the same manner as in Preparation Example 1, except that CI Pigment Violet 23 was used.

<Preparation of dye solution>
Preparation Example 3
A dye solution A was prepared by mixing 5 parts by mass of Compound A as a colorant and 95 parts by mass of propylene glycol monomethyl ether acetate as a solvent.

Preparation Example 4
A dye solution B was prepared by mixing 5 parts by mass of Compound B as a colorant and 95 parts by mass of propylene glycol monomethyl ether acetate as a solvent.

Preparation Example 5
A dye solution C was prepared by mixing 5 parts by mass of Compound C as a colorant and 95 parts by mass of propylene glycol monomethyl ether acetate as a solvent.

Preparation Example 6
A dye solution D was prepared by mixing 5 parts by mass of Compound D as a colorant and 95 parts by mass of propylene glycol monomethyl ether acetate as a solvent.

Adjustment example 7
A dye solution E was prepared by mixing 5 parts by mass of Compound E as a colorant and 95 parts by mass of propylene glycol monomethyl ether acetate as a solvent.

Adjustment example 8
As a coloring agent, C.I. I. A dye solution F was prepared by mixing 5 parts by mass of Basic Blue 7 and 95 parts by mass of propylene glycol monomethyl ether as a solvent.

<Synthesis of binder resin>
A flask equipped with a condenser and a stirrer was charged with 100 parts by mass of propylene glycol monomethyl ether acetate and purged with nitrogen. Heat to 80 ° C., and at the same temperature, 100 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, 5 parts by mass of benzyl methacrylate, 15 parts by mass of 2-hydroxyethyl methacrylate, 2-ethylhexyl methacrylate 23 parts by mass, 12 parts by mass of N-phenylmaleimide, 15 parts by mass of succinic acid mono (2-acryloyloxyethyl) and 6 parts by mass of 2,2′-azobis (2,4-dimethylvaleronitrile) The solution was added dropwise over a period of time and polymerized for 2 hours while maintaining this temperature. Thereafter, the temperature of the reaction solution was raised to 100 ° C. and further polymerized for 1 hour to obtain a binder resin solution (solid content concentration = 33% by mass). The obtained binder resin was Mw = 12,200 and Mn = 6,500. This binder resin is referred to as “binder resin (B1)”.

<Preparation and evaluation of coloring composition>
Example 4
13.6 parts by mass of pigment dispersion (A-1), 27.2 parts by mass of dye solution A, 18.1 parts by mass of binder resin (B1) solution as a binder resin, and M-402 manufactured by Toagosei Co., Ltd. as a crosslinking agent (Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 5.5 parts by mass and MW-30 manufactured by Sanwa Chemical Co., Ltd. (N, N, N ′, N ′, N ″, N ″ -hexa) (Methoxymethyl) melamine as a main component, weight average polymerization degree 1.3) 2.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1- as a photopolymerization initiator ON (manufactured by Ciba Specialty Chemicals, Inc., trade name IRGACURE 369) 2.2 parts by mass, 0 as a fluorine-based surfactant Megafac F-554 2 parts by weight, and a mixture of propylene glycol monomethyl ether acetate as a solvent, a solid content concentration of 20 mass% of the coloring composition (CR1) was prepared.

The coloring composition (CR1) was applied on a glass substrate using a spin coater, and then pre-baked on an 80 ° C. hot plate for 10 minutes to form a coating film. Three coating films having different film thicknesses were formed by the same operation while changing the rotation speed of the spin coater.
Next, after cooling these substrates to room temperature, a high-pressure mercury lamp is used, and a radiation containing each wavelength of 365 nm, 405 nm, and 436 nm is applied to each coating film without using a photomask at an exposure dose of 2,000 J / m ² . And exposed. Then, for these substrates, by a developer consisting of 0.04 wt% aqueous potassium hydroxide 23 ° C. for ejecting a developing pressure 1 kgf / cm ² (nozzle diameter 1 mm), it was 90 seconds shower development . Thereafter, this substrate was washed with ultrapure water, air-dried, and then post-baked in a clean oven at 230 ° C. for 30 minutes to form a cured film for evaluation.

  Using the color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.), the chromaticity coordinate value (x, y) and the stimulus value in the CIE color system with a C light source and a 2-degree visual field for the three cured films obtained. (Y) was measured. Moreover, the film thickness of the obtained cured film was measured using the alpha step IQ made from KLA-Tencor. From the measurement results, the chromaticity coordinate value x, the stimulus value (Y), and the film thickness at the chromaticity coordinate value y = 0.080 were obtained. The evaluation results are shown in Table 1. The larger the stimulus value (Y), the higher the light transmittance (brightness), and the thinner the film thickness, the higher the coloring power.

  A substrate on which a cured film is formed is sandwiched between two deflecting plates, and the front deflecting plate is rotated while irradiating with a fluorescent lamp (wavelength range of 380 to 780 nm) from the back side, and a luminance meter LS-100 (Minolta Co., Ltd.) is rotated. The maximum value and the minimum value of the light intensity transmitted through (made by)) were measured. And about each cured film, the value which remove | divided the maximum value by the minimum value was made into the contrast ratio. From the measurement result, the contrast ratio at the chromaticity coordinate value y = 0.080 was obtained. The evaluation results are shown in Table 1.

Example 5
15.5 parts by mass of pigment dispersion (A-1), 22.3 parts by mass of dye solution B, 16.1 parts by mass of binder resin (B1) solution as binder resin, and M-402 manufactured by Toagosei Co., Ltd. as a crosslinking agent (Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 5.5 parts by mass and MW-30 manufactured by Sanwa Chemical Co., Ltd. (N, N, N ′, N ′, N ″, N ″ -hexa) (Methoxymethyl) melamine as a main component, weight average polymerization degree 1.3) 2.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1- as a photopolymerization initiator ON (manufactured by Ciba Specialty Chemicals, Inc., trade name IRGACURE 369) 2.2 parts by mass, 0 as a fluorine-based surfactant Megafac F-554 2 parts by weight, and a mixture of propylene glycol monomethyl ether acetate as a solvent, a solid content concentration of 20 mass% of the coloring composition (CR2) was prepared.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR2) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

Example 6
16.2 parts by mass of pigment dispersion (A-1), 21.3 parts by mass of dye solution C, 16.1 parts by mass of binder resin (B1) solution as a binder resin, and M-402 manufactured by Toagosei Co., Ltd. as a crosslinking agent (Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 5.5 parts by mass and MW-30 manufactured by Sanwa Chemical Co., Ltd. (N, N, N ′, N ′, N ″, N ″ -hexa) (Methoxymethyl) melamine as a main component, weight average polymerization degree 1.3) 2.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1- as a photopolymerization initiator ON (manufactured by Ciba Specialty Chemicals, Inc., trade name IRGACURE 369) 2.2 parts by mass, 0 as a fluorine-based surfactant Megafac F-554 2 parts by weight, and a mixture of propylene glycol monomethyl ether acetate as a solvent, a solid content concentration of 20 mass% of the coloring composition (CR3) was prepared.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR3) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

Example 7
15.5 parts by mass of pigment dispersion (A-1), 23.2 parts by mass of dye solution D, 16.1 parts by mass of binder resin (B1) solution as binder resin, and M-402 manufactured by Toagosei Co., Ltd. as a crosslinking agent (Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 5.5 parts by mass and MW-30 manufactured by Sanwa Chemical Co., Ltd. (N, N, N ′, N ′, N ″, N ″ -hexa) (Methoxymethyl) melamine as a main component, weight average polymerization degree 1.3) 2.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1- as a photopolymerization initiator ON (manufactured by Ciba Specialty Chemicals, Inc., trade name IRGACURE 369) 2.2 parts by mass, 0 as a fluorine-based surfactant Megafac F-554 2 parts by weight, and a mixture of propylene glycol monomethyl ether acetate as a solvent, a solid content concentration of 20 mass% of the coloring composition (CR4) was prepared.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR4) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

Example 8
13.6 parts by mass of pigment dispersion (A-1), 25.2 parts by mass of dye solution E, 18.1 parts by mass of binder resin (B1) solution as a binder resin, and M-402 manufactured by Toagosei Co., Ltd. as a crosslinking agent (Mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 5.5 parts by mass and MW-30 manufactured by Sanwa Chemical Co., Ltd. (N, N, N ′, N ′, N ″, N ″ -hexa) (Methoxymethyl) melamine as a main component, weight average polymerization degree 1.3) 2.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1- as a photopolymerization initiator ON (manufactured by Ciba Specialty Chemicals, Inc., trade name IRGACURE 369) 2.2 parts by mass, 0 as a fluorine-based surfactant Megafac F-554 2 parts by weight, and a mixture of propylene glycol monomethyl ether acetate as a solvent, a solid content concentration of 20 mass% of the coloring composition (CR5) was prepared.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR5) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

Comparative Example 1
18.1 parts by mass of the pigment dispersion (A-1), 4.5 parts by mass of the pigment dispersion (A-2), 16.1 parts by mass of the binder resin (B1) solution as the binder resin, and Toagosei Co., Ltd. as the crosslinking agent 5.5 parts by mass of M-402 and 2.4 parts by mass of MW-30 manufactured by Sanwa Chemical Co., Ltd., 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) as a photopolymerization initiator Butan-1-one (trade name: IRGACURE 369, manufactured by Ciba Specialty Chemicals, Inc.) 2.2 parts by weight, DIC Corporation Megafac F-554 as a fluorine-based surfactant, 0.2 parts by weight, and solvent Propylene glycol monomethyl ether acetate was mixed to prepare a colored composition (CR6) having a solid content concentration of 20% by mass.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR6) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

Comparative Example 2
18.1 parts by mass of the pigment dispersion (A-1), 24.2 parts by mass of the dye solution F, 16.1 parts by mass of the binder resin (B1) solution as the binder resin, and M-402 manufactured by Toagosei Co., Ltd. as the crosslinking agent 5.5 parts by mass and 2.4 parts by mass of MW-30 manufactured by Sanwa Chemical Co., Ltd., 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-as a photopolymerization initiator ON (Ciba Specialty Chemicals Co., Ltd., trade name IRGACURE 369) 2.2 parts by mass, DIC Corporation Megafac F-554 0.2 parts by mass as a fluorosurfactant, and propylene glycol monomethyl ether as a solvent Acetate was mixed to prepare a colored composition (CR7) having a solid content of 20% by mass.
Evaluation was performed in the same manner as in Example 4 except that the colored composition (CR7) was used instead of the colored composition (CR1). The evaluation results are shown in Table 1.

  In Table 1, “B15: 6” means C.I. I. Pigment Blue 15: 6, “V23” means C.I. I. Pigment Violet 23, “BB-7” is C.I. I. Each means Basic Blue 7.

Claims (7)

(A) the following formula (1) ;

[In Formula (1),
X ⁺ represents a cationic chromophore selected from a triarylmethane chromophore, an azo chromophore, a diarylmethane chromophore, a quinoneimine chromophore, an anthraquinone chromophore, and a xanthene chromophore;
Z represents an electron withdrawing group;
R ⁰ represents an alkyl group, an aryl group, a cycloalkyl group or an alkylaryl group,
M represents a nitrogen atom, a phosphorus atom, a boron atom, an arsenic atom or an antimony atom.
However, when there are a plurality of Z and R ⁰ , they may be the same or different.
a represents an integer of 1 to 6,
b represents an integer of 0 to 5;
a + b is 2, 4 or 6.
However, when M is a nitrogen atom, Z has at least one of a cyano group and a halosulfonyl group. ]
A compound represented by
(B) a binder resin, and
(C) Crosslinking agent
[However, the compound represented by the formula (1) is represented by the following formula (i);

(Formula (i) in R ₁ to R ₆ each independently represent a hydrogen atom, it represents a C1-C30 alkyl group, a phenyl group or a benzyl group, at least one is an alkyl group of C1-C30 .R ₇ ~ R ₂₀ each independently represent a hydrogen atom, a halogen atom, the X ₁ to X ₅ of representing. anion alkyl group C1-C6, fluorine atom, is a hydrogen atom or an alkyl group of C1-C6, at least One is a fluorophenylborate anion substituted with a fluorine atom.)
Except for the colorant compound represented by   Z has a halo group, a monovalent organic group having a halo group, a cyano group, a monovalent organic group having a cyano group, a monovalent organic group having a nitro group, a halosulfonyl group, and a halo group. The coloring composition according to claim 1, which is a good alkylsulfonyl group. The (Z _a R ⁰ _b M) ⁻ is an anion represented by the following formula (1a), an anion represented by the following formula (1b), or an anion represented by the following formula (1c). The coloring composition as described.

[In the formula (1a), R ¹ represents a halogenated hydrocarbon group, P represents a phosphorus atom, Hal represents a halo group, and when a plurality of R ¹ and Hal are present, they may be the same or different. Good. c shows the integer of 0-6. ]

[In the formula (1b), R ² represents a halogenated hydrocarbon group, a cyano group, a nitro group or a phenyl group substituted with a cyano group, B represents a boron atom, Hal represents a halo group, R ² , When a plurality of Hal are present, they may be the same or different. d shows the integer of 0-4. ]

[In the formula (1c), EA independently represents a cyano group, an FSO ₂ group or a fluorinated alkylsulfonyl group. However, at least one of the two EAs represents a cyano group or an FSO ₂ group. ] The coloring composition according to claim 3, wherein, in the formula (1a), the R ¹ is a fluorinated alkyl group and the Hal is a fluoro group. The coloring according to claim 3, wherein, in the formula (1b), the R ² is a phenyl group substituted with a fluorinated alkyl group, a cyano group, a trifluoromethyl group, or a fluoro group, and the Hal is a fluoro group. Composition. Following formula (1) ;

[In Formula (1),
X ⁺ represents a cationic chromophore selected from a triarylmethane chromophore, an azo chromophore, a diarylmethane chromophore, a quinoneimine chromophore, an anthraquinone chromophore, and a xanthene chromophore;
Z represents an electron withdrawing group;
R ⁰ represents an alkyl group, an aryl group, a cycloalkyl group or an alkylaryl group,
M represents a nitrogen atom, a phosphorus atom, a boron atom, an arsenic atom or an antimony atom.
However, when there are a plurality of Z and R ⁰ , they may be the same or different.
a represents an integer of 1 to 6,
b represents an integer of 0 to 5;
a + b is 2, 4 or 6.
However, when M is a nitrogen atom, Z has at least one of a cyano group and a halosulfonyl group. ]
A color filter comprising a colored layer containing a compound represented by the formula [However, the compound represented by the formula (1) is represented by the following formula (i);

(Formula (i) in R ₁ to R ₆ each independently represent a hydrogen atom, it represents a C1-C30 alkyl group, a phenyl group or a benzyl group, at least one is an alkyl group of C1-C30 .R ₇ ~ R ₂₀ each independently represents a hydrogen atom, a halogen atom, or a C1-C6 alkyl group, and X _{1 to} X _{5 in the} anion moiety are a fluorine atom, a hydrogen atom, or a C1-C6 alkyl group, One is a fluorophenylborate anion substituted with a fluorine atom.)
Except for the colorant compound represented by   A display device comprising the color filter according to claim 6.