JP5924241B2 - Colorant, 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 colorant, a color composition containing the colorant, a color filter including a color layer containing the colorant, 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 of obtaining pixels of each color by an ink jet method using a pigment-dispersed colored resin composition is also known (Patent Document 4).

  By the way, it is known that it is effective to use a dye as a colorant in order to achieve 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. Further, when a dye is used, there is often a problem that the voltage holding ratio of the color filter is deteriorated. From the background as described above, there is a strong demand for the development of a coloring composition suitable for the production of a color filter that can achieve both high heat resistance and good voltage holding ratio.
Therefore, the subject of this invention is providing the coloring composition suitable for formation of the colored layer which can make high heat resistance and favorable voltage retention compatible. Moreover, the subject of this invention is providing the display element which comprises the color filter provided with the colored layer formed from the said coloring composition, and the said color filter.

  In view of this situation, the present inventors have conducted intensive studies, and as a result, use a colorant having a conjugate base of an organic acid having a strong acidity as an anion portion, and the anion having a polymerizable unsaturated group. It has been found that the above problem can be solved.

  That is, this invention provides the coloring composition containing (A) the coloring agent containing the compound represented by following formula (1), (B) binder resin, and (C) crosslinking agent.

[In Formula (1),
X ⁺ represents a cationic chromophore. ;
Z ⁻ represents a conjugate base of an organic acid having a polymerizable unsaturated group and a halo group. ]

  The present invention also provides a color filter comprising a colored layer containing the compound represented by the formula (1), and a display element comprising the color filter. Here, the “colored layer” means each color pixel, black matrix, black spacer, etc. used in the color filter.

  Furthermore, the present invention provides a colorant represented by the formula (1).

  If the colored composition of the present invention is used, a colored layer having both high heat resistance and good voltage holding ratio can be formed. Therefore, the colored composition of the present invention is used for the production of various color filters including color filters for 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.

Hereinafter, the present invention will be described in detail.
Coloring composition will be described in detail components of the colored composition of the present invention.

-(A) Colorant-
The coloring composition of this invention contains the coloring agent containing the compound (henceforth "this coloring agent") represented by (A) following formula (1).

[In Formula (1),
X ⁺ represents a cationic chromophore. ;
Z ⁻ represents a conjugate base of an organic acid having a polymerizable unsaturated group and a halo group. ]

First, Z ⁻ in the formula (1) will be described.
Z ⁻ is not particularly limited as long as it is a conjugate base of an organic acid having a polymerizable unsaturated group and a halo group. Examples of the acid include carboxylic acid (—CO ₂ H), sulfonic acid (—SO ₃ H), imido acid (—CONHCO—), sulfonimide acid (—SO ₂ NHSO ₂ —), oxosulfamic acid (—CONHSO). ₂ -), and the like. In the present invention, sulfonimidic acid (—SO ₂ NHSO ₂ —) and oxosulfamic acid (—CONHSO ₂ —) are preferable among the above acids because they form a conjugate base of an organic acid having a stronger acidity. .
Suitable Z ⁻ in the present invention includes, for example, an anion represented by the following formula (1a-1).

[In Formula (1a-1),
Y ¹ represents a group having a polymerizable unsaturated group. ;
Y ² represents a halogenated hydrocarbon group which may have a halo group or a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom. ]

Y ¹ is not particularly limited as long as it is a group having a polymerizable unsaturated group, but an organic group having a polymerizable unsaturated group is preferred. Examples of the organic group include a chain organic group and a cyclic organic group, and a chain organic group is preferable. In addition, the bond position and the number of bonds of the polymerizable unsaturated group with respect to these organic groups are arbitrary. Moreover, when the said organic group has a substituent other than a polymerizable unsaturated group, the kind, a coupling | bonding position, and the number of coupling | bondings are not restrict | limited. Examples of the polymerizable unsaturated group include a (meth) acryloyl group, a vinyl group, and an allyl group. In the present invention, since the anion has a polymerizable unsaturated group, the polymerizable unsaturated group causes a crosslinking reaction at the time of exposure or post-bake, and the elution of the dye into the liquid crystal is suppressed. The present inventors infer that the voltage holding ratio is high.

Furthermore, as particularly preferred Z ⁻ , anions represented by the following formulas (1a-2) and (1a-3) can be exemplified.

[In Formula (1a-2),
R ¹ represents a (meth) acryloyl group or an allyl group. ;
X ¹ represents —O— or —O— (R ² O) _q — (*) (where R ² represents an alkanediyl group having 2 or 3 carbon atoms, and q represents an integer of 1 to 100). , (*) Indicates a bond with X ² ). ;
X ² represents a substituted or unsubstituted alkanediyl group. ;
Y ² has the same meaning as Y ² in the formula (1a-1). ]

[In Formula (1a-3),
R ³ represents a hydrogen atom or a methyl group. ;
X ³ represents a single bond or a substituted or unsubstituted alkanediyl group. ;
Y ² has the same meaning as Y ² in the formula (1a-1). ]

R ¹ represents a (meth) acryloyl group or an allyl group, but a (meth) acryloyl group can be more preferably used from the viewpoint of easy crosslinking reaction.

R ^{2 according} to X ¹ represents an alkanediyl group having 2 or 3 carbon atoms. Specifically, ethylene group, ethane-1,1-diyl group, propane-1,1-diyl group, propane-1,2-diyl group, propane-1,3-diyl group, propane-2,2- Although a diyl group can be mentioned, an ethylene group and a propane-1,2-diyl group are more preferable from the viewpoint of ease of production.

Q according to X ¹ is an integer of 1 to 100, preferably 1 to 30, more preferably 1 to 10, 1 to 5 are particularly preferred.

The alkanediyl group for X ² is preferably an alkanediyl group having 1 to 10 carbon atoms. Specifically, methylene group, ethylene group, ethane-1,1-diyl group, propane-1,1-diyl group, propane-1,2-diyl group, propane-1,3-diyl group, propane-2 , 2-diyl group, butane-1,2-diyl group, butane-1,3-diyl group, butane-1,4-diyl group, pentane-1,4-diyl group, pentane-1,5-diyl group Hexane-1,5-diyl group, hexane-1,6-diyl group, octane-1,8-diyl group, decane-1,10-diyl group and the like. Of the alkanediyl group is preferable, and an alkanediyl group having 2 to 6 carbon atoms is more preferable.

The alkanediyl group for X ³ is preferably an alkanediyl group having 1 to 10 carbon atoms. Specific examples thereof include the same ones as described above. Among them, an alkanediyl group having 1 to 8 carbon atoms is preferable, and an alkanediyl group having 2 to 6 carbon atoms is more preferable.

As a representative example of Y ^{1 in} the above formula (1a-1), for example, a group represented by the following formula can be given. Note that “*” indicates a bond with N ⁻ .

Next, Y ^{2 according to} Formula (1a-1), Formula (1a-2), and Formula (1a-3) will be described. Y ² represents a halogenated hydrocarbon group which may have a halo group or a linking group containing an atom other than a carbon atom, a hydrogen atom or a halogen atom. Examples of the halo group include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the hydrocarbon group constituting the skeleton of the halogenated hydrocarbon group include (1) an aliphatic hydrocarbon group, (2) an alicyclic hydrocarbon group, and (3) an alicyclic hydrocarbon group as a substituent. Aliphatic hydrocarbon group (hereinafter referred to as “alicyclic hydrocarbon-substituted aliphatic hydrocarbon group”), (4) aromatic hydrocarbon group, and (5) aromatic having an aliphatic hydrocarbon group as a substituent. Hydrocarbon group (hereinafter referred to as “aliphatic hydrocarbon-substituted aromatic hydrocarbon group”), (6) aliphatic hydrocarbon group having an aromatic hydrocarbon group as a substituent (hereinafter referred to as “aromatic hydrocarbon-substituted fatty acid”). For example, a group hydrocarbon group). The hydrocarbon group constituting the skeleton of the halogenated hydrocarbon group is preferably the following characteristic group from the viewpoint of solubility in an organic solvent.

  That is, the (1) aliphatic hydrocarbon group is preferably an alkyl group, and the alkyl group may be linear or branched. As carbon number of an alkyl group, it is preferable that it is 1-20, and it is especially preferable that it is 1-8. Moreover, as said (2) alicyclic hydrocarbon group, an alicyclic saturated hydrocarbon group is preferable, As that carbon number, it is preferable that it is 3-20, and it is especially preferable that it is 3-12. The (3) alicyclic hydrocarbon-substituted aliphatic hydrocarbon group is preferably an alicyclic saturated hydrocarbon-substituted alkyl group, and the total carbon number is preferably 4 to 20, particularly 6 It is preferably ~ 14. Moreover, as said (4) aromatic hydrocarbon group, a C6-C14 (preferably C6-C10) aromatic hydrocarbon group is preferable, and a phenyl group is especially preferable. The (5) aliphatic hydrocarbon-substituted aromatic hydrocarbon group is preferably an alkyl-substituted phenyl group, and the total number of carbon atoms is preferably 7 to 30, particularly 7 to 20. preferable. Moreover, as said (6) aromatic-hydrocarbon substituted aliphatic hydrocarbon group, an aralkyl group is preferable, As the total carbon number, it is preferable that it is 7-30, and it is especially preferable that it is 7-20. In addition, the alkyl group in this specification may be linear or branched.

  Of these, the hydrocarbon group constituting the skeleton of the halogenated hydrocarbon group includes (1) an aliphatic hydrocarbon group, (3) an alicyclic hydrocarbon-substituted aliphatic hydrocarbon group, and (4) an aromatic carbon group. A hydrogen group (5) an aliphatic hydrocarbon-substituted aromatic hydrocarbon group or (6) an aromatic hydrocarbon-substituted aliphatic hydrocarbon group is preferred, an alkyl group, an alicyclic saturated hydrocarbon-substituted alkyl group, a phenyl group, an alkyl-substituted group A phenyl group and an aralkyl group are more preferable, and an alkyl group is particularly preferable.

Further, the halogen in the halo group and the halogenated hydrocarbon group in Y ² is preferably a fluorine atom from the viewpoint of the heat resistance of the colorant. By selecting a fluorine atom as a substituent, the anion portion of the colorant becomes a conjugate base of an organic acid having a higher acidity, so that a salt with a stronger ionic bond is formed and heat resistance is increased. Conceivable.

In Y ² , examples of the linking group containing an atom other than a carbon atom, a hydrogen atom, and a halogen atom include —O—, —S—, —CO—, —COO—, —CONH—, —SO ₂ — and the like. Can be mentioned. And the carbon number in paragraph [0034] means the total carbon number of the part except the carbon atom which comprises this coupling group.

In the present invention, from the viewpoint of the heat resistance of the colorant, Y ² is preferably a group represented by the following formula (1-1) or (1-2), and particularly a conjugate of an organic acid having higher acidity. A group represented by the following formula (1-1) which forms a base is preferable.

[In Formula (1-1),
R ²³ is a hydrogen atom, a fluorine atom, an alkyl group, a fluorinated alkyl group, an alicyclic hydrocarbon group, an alkoxy group, a fluorinated alkoxy group, R ²⁴ COOR ²⁵ — or R ²⁴ COOR ²⁵ CFH— (R ²⁴ is an alkyl group) A group, an alicyclic hydrocarbon group, a heteroaryl group or a substituted or unsubstituted aryl group, and R ²⁵ represents an alkanediyl group. ;
n represents an integer of 0 or more. ;
“*” Indicates a bond. ]

[In Formula (1-2),
R ^{18 to} R ²² each independently represent a hydrogen atom, a fluorine atom, a hydroxyl group, an alkyl group, a fluorinated alkyl group or an alkoxy group. ;
“*” Indicates a bond. ;
However, at least one of R ^{18 to} R ²² is a fluorine atom or a fluorinated alkyl group. ]

In the formula (1-1), R ²³ is preferably a fluorine atom, a fluorinated alkyl group, an alicyclic hydrocarbon group, a fluorinated alkoxy group, R ²⁴ COOR ²⁵ — or R ²⁴ COOR ²⁵ CFH—, particularly fluorine. An atom, an alicyclic hydrocarbon group, a perfluoroalkoxy group, R ²⁴ COOCH ₂ CH ₂ — or R ²⁴ COOCH ₂ CH ₂ CFH— is preferable.
R ²⁴ represents an alkyl group, an alicyclic hydrocarbon group, a heteroaryl group or a substituted or unsubstituted aryl group, and the alkyl group may be linear or branched, and the alkyl group has 1 to 12 carbon atoms. (More preferably, 1 to 8). The alicyclic hydrocarbon group may be a 2-4 ring bridged alicyclic hydrocarbon group, and the alicyclic hydrocarbon group preferably has 3-20 carbon atoms (more preferably 3-12). The heteroaryl group is preferably a group composed of a 5- to 10-membered aromatic heterocycle containing one or more heteroatoms selected from a nitrogen atom, an oxygen atom and a sulfur atom. As the aryl group, an aryl group having 6 to 14 carbon atoms (more preferably 6 to 10 carbon atoms) is preferable, and a phenyl group is particularly preferable. In addition, as a substituent, a C1-C6 alkyl group, a C1-C6 alkoxy group, a halogen atom, or a trifluoromethyl group is mentioned, for example, The position and number of a substituent are arbitrary, Substitution In the case of having two or more groups, the substituents may be the same or different.
R ²⁵ represents an alkanediyl group, but an alkanediyl group having 1 to 6 carbon atoms is preferred, and an ethylene group is particularly preferred from the viewpoint of ease of production.
In addition, 10 is preferable and the upper limit of n is more preferable.
In formula (1-2), it is preferable that at least three of R ^{18 to} R ²² are a fluorine atom or a fluorinated alkyl group.

Specific examples of Y ² represented by the above formula (1a-1), formula (1a-2), and formula (1a-3) include groups represented by the following formulas. Note that “*” indicates a bond with SO ₂ .

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 ⁻ , and examples thereof include triarylmethane chromophore, methine chromophore, azo Examples include chromophores, diarylmethane chromophores, quinoneimine chromophores, anthraquinone chromophores, phthalocyanine chromophores, and xanthene chromophores.

  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 (2).

[In Formula (2),
Ar represents a substituted or unsubstituted aromatic hydrocarbon group. ;
R ^{4 to} R ⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, a phenyl group, or a group having an ethylenically unsaturated bond. ;
R ⁸ to R ¹⁵ is a hydrogen atom, an alkyl group, -COOR '(R' represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.) Or a halo group having 1 to 8 carbon atoms. ;
Y ³ represents a hydrogen atom or a group represented by the following formula (3). ]

[In Formula (3), R ¹⁶ and R ¹⁷ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, a phenyl group, or an ethylenically unsaturated bond. The group which has is shown. ]

The aromatic hydrocarbon group in Ar is preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms (more preferably 6 to 10 carbon atoms), specifically, a phenylene group, a naphthylene group, a biphenylene group, or an anthrylene group. And so on. Examples of the substituent include an alkyl group having 1 to 6 carbon atoms, and the position and number of the substituent are arbitrary, and when having two or more substituents, the substituents may be the same or different. .
Examples of the alkyl group having 1 to 8 carbon atoms in R ^{4 to} R ¹⁷ (including R ′ of —COOR ′ in R ^{8 to} R ¹⁷ ) include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, Examples thereof include tributyl, isobutyl, amyl, tertiary amyl, hexyl, heptyl, octyl, isooctyl, tertiary octyl, 2-ethylhexyl and the like.

  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 ⁴ to R ⁷ and R ¹⁶ to R ¹⁷ have the same meanings as R ⁴ to R ⁷ and R ¹⁶ to R ¹⁷ in the formula (2) and (3). ]

In the above formula (4), R ⁴ , R ⁵ , R ¹⁶ and R ¹⁷ are preferably an alkyl group having 1 to 8 carbon atoms (more preferably 1 to 6 carbon atoms), and R ⁶ is preferably a carbon number. An alkyl group or phenyl group having 1 to 8 (more preferably 1 to 6 carbon atoms) is preferable, and R ⁷ is an alkyl group or hydrogen atom having 1 to 8 carbon atoms (more preferably 1 to 6 carbon atoms). preferable.

  Representative examples of the cation represented by the above formula (2) include a cation represented by the following formula.

  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 halogen atom. ;
R ³² , R ³³ , R ³⁴ and R ³⁵ each independently represent 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 an alkyl group having 1 to 6 carbon atoms), —CH═N—NR ³⁷ — (R ³⁷ represents Or —N═N—NR ³⁷ — (R ³⁷ has the same meaning as described above). ;
R ^a represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group. ]

As R ^a , groups represented by the following formulas (5a) to (5g) are preferable.

[In Formula (5a)-(5g),
R ³⁸ and R ⁴⁵ each independently represent an alkyl group having 1 to 6 carbon atoms. ;
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. ;
R ⁴¹ and R ⁴⁶ each independently represent a hydrogen atom, a halogen atom, an alkoxy group having 1 to 6 carbon atoms, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a nitro group, a hydroxyl group, or a cyano group. . ]

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

  Representative examples of the cations represented by the above formulas (5-1) to (5-3) include cations represented by the following formulas.

  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 each independently represent a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms. ;
R ⁵⁶ and R ⁶⁰ each independently represent a hydrogen atom, a halogen atom, 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. ;
R ⁵⁸ represents an alkyl group having 1 to 6 carbon atoms. ;
R ⁵⁹ represents a group forming a quaternary ammonium. ;
R ^b represents a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group. ]

As R ⁵⁹ , —NR ⁶¹ C _m H _2m N ⁺ R ⁶² R ⁶³ R ⁶⁴ (m is an integer of 1 to 5, R ⁶¹ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; ⁶² , R ⁶³ and R ⁶⁴ each independently represent an alkyl group having 1 to 6 carbon atoms), —COC _m H _2m N ⁺ R ⁶² R ⁶³ R ⁶⁴ (m, R ⁶² , R ⁶³ and R ⁶⁴ are the same as the above. synonymous is), and ^{_{- C m H 2m N + (}} NH 2) is R ⁷⁴ R ⁷⁵ (m 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 m 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 Formula (6a)-(6d),
R ⁶⁵ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a phenyl group or a benzyl group. ;
R ⁶⁶ represents a hydrogen atom or a substituted or unsubstituted alkyl group 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. ;
R ⁶⁹ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. ;
R ⁷⁰ to R ⁷³ represents independently of one another, a hydrogen atom, a halogen atom, 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. ]

Examples of the substituent for the alkyl group include a halogen atom, a hydroxyl group, a cyano group, and a —CONH ₂ group. Examples of the substituent for the phenyl group include a halogen atom, 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 represented by the following formulas.

  As said diarylmethane type | system | group chromophore, what is represented by a following formula (7-1) or (7-2) is 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 each independently represent an alkyl group 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 represented by the following formulas.

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

[In the formulas (8-1) to (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 are independently of one another , A hydrogen atom, a 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. ;
^R107 and ^R113 each independently represent an alkyl group having 1 to 6 carbon atoms or an aryl group having 6 to 20 carbon atoms. ;
R ¹¹² represents —NR ¹¹⁹ R ¹²⁰ (R ¹¹⁹ and R ¹²⁰ each independently represents a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms), a hydroxyl group, a nitro group, or a cyano group. ;
Q represents an oxygen atom or a sulfur atom. ]

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

  Representative examples of the cations represented by the above formulas (8-1) to (8-3) include cations represented by the following formulas.

  As said anthraquinone type 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 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted phenyl 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. ;
^R137 represents a methylene group or a substituted or unsubstituted alkanediyl group having 2 to 20 carbon atoms. ]

  Examples of the substituent for the alkyl group or phenyl group include an alkyl group having 1 to 6 carbon atoms, a halogen atom, a hydroxyl group, and a cyano group. In addition, examples of the substituent of the alkanediyl group having 2 to 20 carbon atoms include a hydroxyl group, a cyano group, and a nitro group.

  As a representative example of the cation represented by the above formula (9-1) or (9-2), for example, a cation represented by the following formula can be given.

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

[In Formula (10),
CuPc represents a copper phthalocyanine residue. ;
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 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group. ;
p shows the integer of 2-8 mutually independently. ;
m is as defined above. ]

  Representative examples of the cation represented by the above formula (10) include a cation represented by the following formula.

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

[In Formula (11),
R ¹⁷¹ , R ¹⁷² , R ¹⁷³ and R ¹⁷⁴ are each independently a hydrogen atom, —R ¹⁷⁸ or an aromatic hydrocarbon group having 6 to 10 carbon atoms (provided that the hydrogen atom contained in the aromatic hydrocarbon group) Is a halogen atom, —R ¹⁷⁸ , —OH, —OR ¹⁷⁸ , —SO ₃ H, —SO ₃ M, —CO ₂ H, —CO ₂ R ¹⁷⁸ , —SO ₃ R ¹⁷⁸ , —SO ₂ NHR ¹⁷⁹ or — SO ₂ NR ¹⁷⁹ R ¹⁸⁰ may be substituted). ;
R ¹⁷⁵ and R ¹⁷⁶ each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. ;
R ¹⁷⁷ represents —SO ₃ H, —SO ₃ M, —CO ₂ H, —CO ₂ R ¹⁷⁸ , —SO ₃ R ¹⁷⁸ , —SO ₂ NHR ¹⁷⁹ or —SO ₂ NR ¹⁷⁹ R ¹⁸⁰ . ;
r represents an integer of 0 to 5, and when r is an integer of 2 or more, a plurality of R ¹⁷⁷ may be the same or different. ;
R ¹⁷⁸ represents a saturated hydrocarbon group having 1 to 10 carbon atoms (however, the hydrogen atom contained in the saturated hydrocarbon group may be substituted with a halogen atom, and the methylene group contained in the saturated hydrocarbon group is , An oxygen atom, a carbonyl group, or —NR ¹⁷⁸ — may be substituted). ;
R ¹⁷⁹ and R ¹⁸⁰ independently represent a chain alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, or —Z, or R ¹⁷⁹ and R ¹⁸⁰ are bonded to each other. Or a substituted or unsubstituted heterocyclic group having 1 to 10 carbon atoms formed. However, the hydrogen atom contained in the alkyl group and cycloalkyl group may be substituted with a hydroxyl group, a halogen atom, -Z, -CH = CH ₂ or -CH = CHR ¹⁷⁸ , and the alkyl group and cycloalkyl The methylene group contained in the group may be substituted with an oxygen atom, a carbonyl group or —NR ¹⁷⁸ —, and the hydrogen atom contained in the heterocyclic group is substituted with —R ¹⁷⁸ , —OH or —Z. May be. ;
M represents a sodium atom or a potassium atom. ;
Z represents an aromatic hydrocarbon group having 6 to 10 carbon atoms or an aromatic heterocyclic group having 5 to 10 carbon atoms. However, the hydrogen atom contained in the aromatic hydrocarbon group and aromatic heterocyclic group is —OH, R ¹⁷⁸ , —OR ¹⁷⁸ , —NO ₂ , —CH═CH ₂ , —CH═CHR ¹⁷⁸ or a halogen atom. May be substituted. ]

The saturated hydrocarbon group for R ¹⁷⁸ may be linear, branched or cyclic and may have a bridge structure as long as it has 1 to 10 carbon atoms. Specifically, in addition to the same alkyl group as R ⁴ in the above formula (2), nonyl group, decanyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, and tricyclodecanyl group may be mentioned. it can. Examples of the group in which the methylene group contained in the saturated hydrocarbon group is substituted with an oxygen atom include a methoxypropyl group, an ethoxypropyl group, a 2-ethylhexyloxypropyl group, and a methoxyhexyl group.

Examples of the substituted or unsubstituted heterocyclic group having 1 to 10 carbon atoms formed by combining R ¹⁷⁹ and R ¹⁸⁰ with each other include pyrrole, pyridine, indole, isoindole, quinoline, isoquinoline, carbazole, phenanthridine, and acridine , Furan, pyran, isobenzofuran, isochromene, xanthene, thiophene, thianthrene, phenoxathiin, fanothiazine and the like. Examples of the substituent in the heterocyclic group include a halo group, a hydroxyl group, an alkoxy group, an amino group, and an alkyl group. Examples of the aromatic heterocyclic group having 5 to 10 carbon atoms in Z include a furyl group, a thienyl group, a pyridyl group, a pyrrolyl group, an oxazolyl group, an isoxazol group, a thiazolyl group, an isothiazolyl group, an imidazolyl group, a pyrazolyl group, and a pyrimidyl group. Can be mentioned.

Examples of the aromatic hydrocarbon group in R ¹⁷¹ , R ¹⁷² , R ¹⁷³ , R ¹⁷⁴ and Z include a phenyl group and a naphthyl group.
^Examples of —SO ₃ R ¹⁷⁸ in R ¹⁷¹ , R ¹⁷² , R ¹⁷³ , R ¹⁷⁴ and R ¹⁷⁷ include a methanesulfonyl group, an ethanesulfonyl group, a hexanesulfonyl group, and a decanesulfonyl group. Examples of —CO ₂ R ¹⁷⁸ include a methyloxycarbonyl group, an ethyloxycarbonyl group, a propyloxycarbonyl group, an isopropyloxycarbonyl group, a butyloxycarbonyl group, a cyclohexyloxycarbonyl group, and a methoxypropyloxycarbonyl group. Furthermore, -SO ₂ NHR ^179, as the R ^179, R ¹⁸⁰ in -SO ₂ NR ¹⁷⁹ R ^180, branched alkyl groups having 6 to 8 carbon atoms, alicyclic hydrocarbon group having 5 to 7 carbon atoms An allyl group, an aralkyl group having 8 to 10 carbon atoms, a hydroxyl group-containing alkyl group having 2 to 8 carbon atoms, an alkoxy group-containing alkyl group having 2 to 8 carbon atoms, and an aryl group are preferable.

  Representative examples of the cation represented by the above formula (11) include a cation represented by the following formula.

  Other cationic chromophores include, for example, cations represented by the following formula.

  Although this coloring agent can be manufactured by a well-known method, it can be manufactured by the method similar to the Example of Unexamined-Japanese-Patent No. 2003-206415, for example. When producing this coloring agent by salt exchange reaction like the Example of Unexamined-Japanese-Patent No. 2003-206415, although the salt of the anion represented by the said Formula (1a-1) is required, as this salt, A commercially available product may be used, or a known method, for example, a method synthesized by referring to the method described in Example 1 of JP 2011-133844 A may be used. The colorant thus obtained is soluble in various organic solvents including ketones such as cyclohexanone and has excellent heat resistance.

This coloring agent can be used individually or in mixture of 2 or more types.
For example, when X ⁺ is a triarylmethane chromophore, this colorant exhibits blue to red color when dissolved in an organic solvent. Therefore, the colorant can be used alone or mixed with other colorants as appropriate. By using it, for example, it can be applied to a colored composition for forming a blue pixel, a red pixel, and a black colored layer.

The coloring composition of this invention can contain another coloring agent further as a coloring agent with this coloring agent. Other colorants are not particularly limited, and colors and materials can be appropriately selected according to the application.
As other colorants, pigments other than the present colorant, dyes other than the present colorant, and natural pigments can be used. In the sense of obtaining pixels with high brightness and color purity, organic pigments are used. Organic dyes are preferred.

  Examples of the organic pigment include compounds classified as pigments in the color index (CI; issued by The Society of Dyer's and Colorists), that is, the color index (CI) name as shown below. Can be mentioned.

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 61, C.I. I. Pigment yellow 61: 1, C.I. I. Pigment yellow 62, C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 93, C.I. I. Pigment yellow 100, C.I. I. Pigment yellow 104, C.I. I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment yellow 133, 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 169, C.I. I. Pigment yellow 180, C.I. I. Pigment yellow 183, C.I. I. Pigment yellow 191, C.I. I. Pigment yellow 191: 1, C.I. I. Pigment yellow 206, C.I. I. Pigment yellow 209, C.I. I. Pigment yellow 209: 1, C.I. I. Pigment yellow 211, C.I. I. Pigment yellow 212;

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 48: 1, C.I. I. Pigment red 48: 2, C.I. I. Pigment red 48: 3, C.I. I. Pigment red 48: 4, C.I. I. Pigment red 48: 5, C.I. I. Pigment red 49, C.I. I. Pigment red 49: 1, C.I. I. Pigment red 49: 2, C.I. I. Pigment red 49: 3, C.I. I. Pigment red 52: 1, C.I. I. Pigment red 52: 2, C.I. I. Pigment red 53: 1, C.I. I. Pigment red 54, C.I. I. Pigment red 57: 1, C.I. I. Pigment red 58, C.I. I. Pigment red 58: 1, C.I. I. Pigment red 58: 2, C.I. I. Pigment red 58: 3, C.I. I. Pigment red 58: 4, C.I. I. Pigment red 60: 1, C.I. I. Pigment red 63, C.I. I. Pigment red 63: 1, C.I. I. Pigment red 63: 2, C.I. I. Pigment red 63: 3, C.I. I. Pigment red 64: 1, C.I. I. Pigment red 68, C.I. I. Pigment red 81, C.I. I. Pigment red 81: 1, 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 200, 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 237, C.I. I. Pigment red 239, C.I. I. Pigment red 242, C.I. I. Pigment red 243, C.I. I. Pigment red 247, 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 2, C.I. I. Pigment violet 3, C.I. I. Pigment violet 3: 1, C.I. I. Pigment violet 3: 3, C.I. I. Pigment violet 19, C.I. I. Pigment violet 23, C.I. I. Pigment violet 27, 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. I. Pigment violet 39;
C. I. Pigment blue 1, C.I. I. Pigment blue 2, C.I. I. Pigment blue 3, C.I. I. Pigment blue 9, C.I. I. Pigment blue 10, C.I. I. Pigment blue 14, 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 17: 1, C.I. I. Pigment blue 24, C.I. I. Pigment blue 24: 1, C.I. I. Pigment blue 56, C.I. I. Pigment blue 60, C.I. I. Pigment blue 61, C.I. I. Pigment blue 62, C.I. I. Pigment blue 80;
C. I. Pigment green 1, C.I. I. Pigment green 4, C.I. 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.

  In the present invention, when a pigment is used as another colorant, the pigment may 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 the present invention, when a pigment is used as another colorant, a known dispersant and dispersion aid can be further contained. Known dispersants include, for example, urethane dispersants, polyethylene imine dispersants, polyoxyethylene alkyl ether dispersants, polyoxyethylene alkyl phenyl ether dispersants, polyethylene glycol diester dispersants, sorbitan fatty acid ester dispersants. A dispersant, a polyester-based dispersant, an acrylic-based dispersant and the like, and examples of the dispersion aid include a pigment derivative and the like.

  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 the like as a urethane-based dispersant, Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above, manufactured by Big Chemie (BYK)), Solsperse 76500 (Lubrisol) Etc.) as a polyethyleneimine-based dispersant, Solsperse 24000 (manufactured by Lubrizol Co., Ltd.), etc. as a polyester-based dispersant. B821, Adisper PB822, Adisper PB880, Adisper PB881 (or more, Ajinomoto Fine-Techno Co., Ltd.), and the like, can be mentioned, respectively.

  Specific examples of the pigment derivative include copper phthalocyanine, diketopyrrolopyrrole, sulfonic acid derivatives of quinophthalone, and the like.

  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.
In the present invention, when X ⁺ is a methine chromophore, a coloring composition for forming a green pixel is obtained by using the coloring agent and another green coloring agent in combination, or the coloring agent and another red coloring agent are used. It is preferable to use a coloring agent in combination to form a coloring composition for forming a red pixel. In this case, the green colorant as the other colorant is preferably a green organic pigment. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. At least one selected from the group consisting of CI Pigment Green 58 is preferred. I. Pigment Green 58 is preferable. As the red colorant as the other colorant, a red organic pigment is preferable. I. Pigment red 242, C.I. I. Pigment red 254, C.I. I. At least one selected from the group consisting of CI Pigment Red 264 is preferred.
In addition, when X ⁺ is an azo chromophore or a quinoneimine chromophore, is this coloring agent used in combination with another blue coloring agent or other purple coloring agent to form a coloring composition for forming a blue pixel? It is preferable to use the present colorant in combination with another colorant for red to form a color composition for forming a red pixel. In this case, the blue colorant as the other colorant is preferably a blue organic pigment. I. Pigment Blue 15: 6 is preferable. The purple colorant as the other colorant is preferably a purple organic pigment. I. Pigment Violet 23 is preferable.
Further, when X ⁺ is a diarylmethane chromophore, the coloring agent and another colorant in green are used in combination to form a coloring composition for forming a green pixel, or the coloring agent and another colorant in red Is preferably used as a coloring composition for forming a red pixel. In this case, the green colorant as the other colorant is preferably a green organic pigment. I. Pigment green 7, C.I. I. Pigment green 36, C.I. I. At least one selected from the group consisting of CI Pigment Green 58 is preferred. I. Pigment Green 58 is preferable. As the red colorant as the other colorant, a red organic pigment is preferable. I. Pigment red 242, C.I. I. Pigment red 254, C.I. I. At least one selected from the group consisting of CI Pigment Red 264 is preferred.
In addition, when X ⁺ is an anthraquinone chromophore or xanthene chromophore, a coloring composition for forming a blue pixel may be formed by using the present coloring agent and other blue coloring agent or other purple coloring agent in combination. Is preferred. In this case, the blue colorant as the other colorant is preferably a blue organic pigment. I. Pigment Blue 15: 6 is preferable. The purple colorant as the other colorant is preferably a purple organic pigment. I. Pigment Violet 23 is preferable.
The content ratio of the present colorant in this paragraph varies depending on the required chromaticity characteristics, but is usually 10 to 99% by mass, more preferably 30 to 95% by mass, and still more preferably 50 to 50% in all colorants. 90% by mass.

  (A) The content ratio of the colorant is usually 5 to 70% by mass in the solid content of the coloring composition, preferably from the point of forming a pixel having high luminance and excellent color purity, or a black matrix having excellent light shielding properties. 5 to 60% by mass. Solid content here is components other than the solvent mentioned later.

-(B) Binder resin-
Although it does not specifically limit as (B) 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 also 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”). And a copolymer of another copolymerizable ethylenically unsaturated monomer (hereinafter also 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 (degree of polymerization 2 -10) methyl ether (meth) acrylate, polypropylene glycol (degree of polymerization 2 to 10) methyl ether (meth) acrylate, polyethylene glycol (degree of polymerization 2 to 10) mono (meth) acrylate, polypropylene glycol (degree of polymerization 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 Glycerol mono (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, ethylene oxide modified (meth) acrylate of paracumylphenol, glycidyl (meth) acrylate, 3,4-epoxycyclohexylmethyl (meth) acrylate, 3-[( (Meth) acrylic acid esters such as (meth) 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-reduced weight average molecular weight (Mw) measured by gel permeation chromatography (hereinafter abbreviated as GPC) (elution solvent: tetrahydrofuran), usually from 1,000 to 100,000. Preferably it is 3,000-50,000. 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.

  Further, the ratio (Mw / Mn) of the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the binder resin in the present invention is preferably 1.0 to 5.0, more preferably 1.0 to 3. .0. In addition, Mn here says the number average molecular weight of polystyrene conversion measured by GPC (elution solvent: tetrahydrofuran).

  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 this invention, content of binder resin is 10-1,000 mass parts normally with respect to 100 mass parts of (A) coloring agents, Preferably it is 20-500 mass parts. 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.

  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 dihydrate. 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 polyfunctional (meth) acrylate modified with alkylene oxide include di (meth) acrylate modified with at least one selected from ethylene oxide adduct of bisphenol A and propylene oxide adduct of bisphenol A, ethylene of isocyanuric acid At least one selected from tri (meth) acrylate modified with at least one selected from an oxide adduct and a propylene oxide adduct of isocyanuric acid, an ethylene oxide adduct of trimethylolpropane and a propylene oxide adduct of trimethylolpropane Selected from tri (meth) acrylates modified with, ethylene oxide adduct of pentaerythritol and propylene oxide adduct of pentaerythritol Also, tetra (meth) acrylate modified with at least one selected from tri (meth) acrylate modified with one kind, ethylene oxide adduct of pentaerythritol and propylene oxide adduct of pentaerythritol, ethylene oxide of dipentaerythritol At least one selected from penta (meth) acrylate modified with at least one selected from an adduct and a propylene oxide adduct of dipentaerythritol, an ethylene oxide adduct of dipentaerythritol, and a propylene oxide adduct of dipentaerythritol And hexa (meth) acrylate modified by the above.

  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.

Among these crosslinking agents, polyfunctional (meth) acrylates obtained by reacting trivalent or higher aliphatic polyhydroxy compounds with (meth) acrylic acid, polyfunctional (meth) acrylates modified with caprolactone, polyfunctional urethanes ( (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, and particularly preferably 20 to 500 parts by mass with respect to 100 parts by mass of the (A) colorant. In this case, if the content of the crosslinking agent is too small, sufficient curability may not be obtained. On the other hand, if the content of the crosslinking agent is too large, when the coloring composition of the present invention is imparted with alkali developability, the alkali developability is deteriorated, and the soil or film on the unexposed portion of the substrate or on the light shielding layer is deteriorated. There is a tendency for the rest to occur easily.

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

  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 compound, a polynuclear quinone compound, a diazo compound, an imide sulfonate compound, an onium salt 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. As commercially available O-acyloxime compounds, NCI-831, NCI-930 (manufactured by ADEKA Corporation) and the like can also be used.

  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.

-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, The quantity from which the total density | concentration of each component except the solvent of the coloring composition becomes 5-50 mass% is preferable, and the quantity used as 10-40 mass% More preferred. By setting it as such an aspect, the coloring agent dispersion liquid with favorable dispersibility and stability and the coloring composition with favorable applicability | paintability can be obtained.

-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. When the coloring agent is a dye, it is disclosed in, for example, JP-A-2008-58642, JP-A-2010-132874, and the like. Can be prepared by any method. When both the present colorant, which is a dye, and a pigment are used as the colorant, as disclosed in Japanese Patent Application Laid-Open No. 2010-132874, the dye solution containing the present colorant is passed through the first filter. The dye solution that has passed through the first filter can be mixed with a separately prepared pigment dispersion or the like, and the resulting colored composition can be passed through a second filter. In addition, after dissolving the dye containing the present colorant, the above components (B) to (C), and other components used as necessary in a solvent, the obtained solution is passed through the first filter Alternatively, a method may be employed in which the solution that has passed through the first filter is mixed with a separately prepared pigment dispersion, and the resulting colored composition is passed through a second filter. Moreover, after passing the dye solution containing this coloring agent etc. through a 1st filter, the dye solution which passed the 1st filter, said (B)-(C) component, and the other used as needed The components are mixed and dissolved, the resulting solution is passed through the second filter, the solution that has passed through the second filter is further mixed with a separately prepared pigment dispersion, and the resulting colored composition is mixed with the third filter. A method of preparing by passing through a filter can also be employed.

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

  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, a blue liquid-sensitive composition of the radiation-sensitive composition of the present invention containing the coloring agent is applied on the substrate, and then prebaked to evaporate the solvent to form 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.

  Subsequently, using each radiation sensitive coloring composition of green or red, application of each radiation sensitive coloring composition, pre-baking, exposure, development, and post-baking are performed in the same manner as described above to obtain a green pixel array and red color. 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. In the first method for producing a color filter, any one or more of the blue, green, and red pixel arrays may be a colored layer formed using the colored composition of the present invention.

  The 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 coloring composition, it can be formed in the same manner as in the case of forming the pixel. The coloring composition of the present invention can also be suitably used for forming such a black matrix.

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 applying the radiation-sensitive coloring composition 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 μm, preferably 1.2 to 5 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 thereof include a light source, a laser light source such as an argon ion laser, a YAG laser, a XeCl excimer laser, and a nitrogen laser. An ultraviolet LED can also be used as the exposure light source. The wavelength is preferably radiation in the range of 190 to 450 nm.

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

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 μm, preferably 1 to 3 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 blue liquid composition of the thermosetting coloring composition of the present invention containing the coloring agent is ejected by an ink jet 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.

  Next, using the green or red thermosetting coloring composition, 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 pixels of each color is not limited to the above. In the second method for producing a color filter, any one or more of the blue, green, and red pixel arrays may be a colored layer formed using the colored composition of the present invention.

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. Thus, the film thickness of the pixel formed by the inkjet method is about 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 radiation-sensitive colored 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.
The color liquid crystal display element provided with the color filter of the present invention may be a transmissive type or a reflective type, and 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 is opposed to each other. 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 by color mixing by combining a red LED, a green LED, and a blue LED, a white LED that obtains white light by color mixing by combining a blue LED, a red LED, and a green phosphor, and a blue LED White LED that obtains white light by mixing colors, red LED and green light emitting phosphor, white LED that obtains white light by mixing colors of blue LED and YAG phosphor, blue LED, orange light emitting phosphor and green light emitting fluorescence A white LED that obtains white light by color mixing by combining the body, a white LED that obtains white light by color mixing by combining an ultraviolet LED, a red light emitting phosphor, a green light emitting phosphor, and a blue light emitting phosphor 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 the Colorant>
1. Synthesis of this colorant

Synthesis example 1
Thionyl chloride (12 mmol) was dissolved in 10 mL of DMF, cooled at 0 ° C., and potassium 3-sulfopropyl methacrylate (10 mmol) was added in portions. After reacting for 5 hours, the reaction solution was concentrated, and acetone was added thereto to remove the salt produced by filtration, and the filtrate was concentrated to obtain a compound represented by the following formula (A1). The resulting compound is referred to as Intermediate 1.

Synthesis example 2
Trifluoromethanesulfonamide (20.1 mmol) manufactured by Tokyo Chemical Industry Co., Ltd. was dissolved in 30 mL of methylene chloride, and the internal temperature was cooled to 5 ° C. or lower. Triethylamine (50.4 mmol) manufactured by Wako Pure Chemical Industries, Ltd. was added dropwise so that the internal temperature did not exceed 10 ° C., and Intermediate 1 (20.1 mmol) was added at 10 ° C. or less after completion of the addition. After stirring at 5 ° C. or lower for 1 hour, the mixture was further stirred at room temperature for 5 hours, and 100 mL of water was added to the reaction solution for extraction. The separated organic layer was washed with water, dehydrated with magnesium sulfate, and the organic layer was concentrated under reduced pressure using an evaporator to obtain a compound represented by the following formula (A2). The resulting compound is referred to as Intermediate 2.

Synthesis example 3
In a three-necked flask, C.I. I. Basic Blue 7 (2.70 mmol) and 300 mL of water were charged, heated to 80 ° C. with stirring, and stirred until dissolved. Then, the solution which melt | dissolved the intermediate body 2 (5.40 mmol) in water 10mL was added, and it heated at the same temperature for 1 hour. The reaction solution was allowed to reach room temperature and then allowed to stand at −15 ° C. for 12 hours. Thereafter, the temperature was returned to room temperature, and the supernatant was removed by decantation. The residue was washed by pouring 100 mL of ice water. The same operation was repeated three times. The obtained solid was dried under reduced pressure at 60 ° C. to obtain 450 mg of a dark blue solid.
It was confirmed by ¹ H-NMR spectrum (solvent: deuterated chloroform) that the obtained compound was a compound represented by the following formula (A3). Let the obtained compound be dye (A-1).

Synthesis example 4
A compound represented by the following formula (A4) was obtained in the same manner as in Synthesis Example 2 except that methacrylic acid chloride was used instead of Intermediate 1. The resulting compound is referred to as Intermediate 3.

Synthesis example 5
A colorant was synthesized in the same manner as in Synthesis Example 3 except that Intermediate 3 was used instead of Intermediate 2. It was confirmed by ¹ H-NMR spectrum (solvent: deuterated chloroform) that the obtained compound was a compound represented by the following formula (A5). Let the obtained compound be dye (A-2).

Synthesis Example 6
In Synthesis Example 3, C.I. I. C. which is a methine basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Violet 16 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-3).

Synthesis example 7
In Synthesis Example 3, C.I. I. C. which is a methine basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Red 13 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-4).

Synthesis Example 8
In Synthesis Example 3, C.I. I. C. which is a methine basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Yellow 21 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-5).

Synthesis Example 9
In Synthesis Example 3, C.I. I. C. is an azo basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Blue 41 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-6).

Synthesis Example 10
In Synthesis Example 3, C.I. I. C. is an azo basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Yellow 25 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-7).

Synthesis Example 11
In Synthesis Example 3, C.I. I. C. is an azo basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Orange 24 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-8).

Synthesis Example 12
In Synthesis Example 3, C.I. I. C. which is a diarylmethane basic dye instead of Basic Blue 7 I. A colorant was synthesized in the same manner except that Basic Yellow 2 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-9).

Synthesis Example 13
In Synthesis Example 3, C.I. I. C. is a quinoneimine basic dye instead of basic blue 7. I. A colorant was synthesized in the same manner except that Basic Blue 3 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-10).

Synthesis Example 14
In Synthesis Example 3, C.I. I. C. is a quinoneimine basic dye instead of basic blue 7. I. A colorant was synthesized in the same manner except that Basic Red 2 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-11).

Synthesis Example 15
In Synthesis Example 3, C.I. I. C. which is an anthraquinone basic dye instead of basic blue 7 I. A colorant was synthesized in the same manner except that Basic Blue 22 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-12).

Synthesis Example 16
In Synthesis Example 3, C.I. I. In place of Basic Blue 7, C.I. is a xanthene basic dye. I. A colorant was synthesized in the same manner except that Basic Violet 11: 1 was used. ¹ H-NMR spectrum (solvent: deuterated chloroform) was confirmed to be the target compound. Let the obtained compound be dye (A-13).

2. Evaluation of the present colorant The dyes (A-1) to (A-13) obtained in the above synthesis examples were all dissolved in cyclohexanone by 10% by mass or more.
Moreover, all the 5% mass reduction | decrease temperature based on the thermogravimetric-differential-thermal simultaneous measurement analysis of dye (A-1)-(A-13) was 250 degreeC or more. On the other hand, C.I. I. Basic Blue 7, C.I. I. Basic Violet 16, C.I. I. Basic Red 13, C.I. I. Basic Yellow 21, C.I. I. Basic Blue 41, C.I. I. Basic Yellow 25, C.I. I. Basic Orange 24, C.I. I. Basic Yellow 2, C.I. I. Basic Blue 3, C.I. I. Basic Red 2, C.I. I. Basic Blue 22 and C.I. I. The 5% mass loss temperature of Basic Violet 11: 1 based on the thermogravimetric-differential thermal simultaneous measurement analysis was less than 200 ° C. It can be said that the higher the 5% mass reduction temperature based on the thermogravimetric-differential heat simultaneous measurement analysis, the higher the heat resistance of the colorant.

<Preparation of pigment dispersion>
Preparation Example 1
As a coloring agent, C.I. I. 15 parts by mass of Pigment Violet 23, 12.5 parts by mass of BYK-LPN21116 (manufactured by BYK) as a dispersant (solid content concentration 40% by mass), and 72.5 parts by mass of propylene glycol monomethyl ether acetate as a solvent Then, a pigment dispersion (a-1) was prepared by treatment with a bead mill.

<Preparation of dye solution>
Preparation Example 2
A dye solution (A-1) was prepared by mixing 15 parts by weight of the dye (A-1) and 85 parts by weight of cyclohexanone.

Preparation Example 3
In Preparation Example 2, a dye solution (A-2) was prepared in the same manner as Preparation Example 2, except that the dye (A-2) was used in place of the dye (A-1).

Preparation Example 4
In Preparation Example 2, C.I. I. A dye solution (A-3) was prepared in the same manner as in Preparation Example 2, except that Basic Blue 7 was used.

Preparation Example 5
In Preparation Example 2, a dye solution (A-4) was prepared in the same manner as Preparation Example 2, except that the dye (A-4) was used instead of the dye (A-1).

Preparation Example 6
In Preparation Example 2, a dye solution (A-5) was prepared in the same manner as Preparation Example 2, except that the dye (A-6) was used in place of the dye (A-1).

Preparation Example 7
In Preparation Example 2, a dye solution (A-6) was prepared in the same manner as Preparation Example 2, except that the dye (A-11) was used instead of the dye (A-1).

Preparation Example 8
In Preparation Example 2, a dye solution (A-7) was prepared in the same manner as Preparation Example 2, except that the dye (A-13) was used instead of the dye (A-1).

<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 had Mw of 12,200 and Mn of 6,500. This binder resin is referred to as “binder resin (B1)”.

<Evaluation of voltage holding ratio>
Example 1
7.2 parts by mass of the dye solution (A-1), 9.9 parts by mass of the binder resin (B1) solution as the binder resin, and M-402 manufactured by Toagosei Co., Ltd. (dipentaerythritol hexaacrylate and dipentaerythritol pentane as the crosslinking agent) Acrylate mixture) 15.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one (product name, manufactured by Ciba Specialty Chemicals, Inc.) as a photopolymerization initiator IRGACURE 369) 1.8 parts by mass, NCI-930 (manufactured by ADEKA) 0.1 part by weight, 0.2% by mass of MegaFac F-554 (manufactured by DIC Corporation) as a fluorosurfactant, and ethyl lactate as a solvent Were mixed to prepare a colored composition (CR1) having a solid content concentration of 20% by mass.

The resulting colored composition (CR1) is spin-coated on a soda glass substrate on which a SiO ₂ film for preventing elution of sodium ions is formed on the surface and an ITO (indium-tin oxide alloy) electrode is deposited in a predetermined shape. Then, prebaking was performed for 1 minute on a hot plate at 100 ° C. to form a film having a thickness of 2.0 μm. Next, the film was exposed at an exposure amount of 700 J / m ² without using a photomask. Thereafter, the substrate is immersed in a developer composed of a 0.04 mass% potassium hydroxide aqueous solution at 23 ° C. for 1 minute, developed, washed with ultrapure water, air-dried, and further post-treated at 230 ° C. for 30 minutes. Baking was performed to cure the coating, thereby forming a permanent cured film. Next, the substrate on which this pixel is formed and the substrate on which ITO electrodes are simply deposited in a predetermined shape are bonded together with a sealing agent mixed with 1.8 mm glass beads, and then liquid crystal made by Merck (MLC6608) is injected. A liquid crystal cell was produced. Next, the liquid crystal cell was placed in a constant temperature layer at 60 ° C., and the voltage holding ratio of the liquid crystal cell was measured by a liquid crystal voltage holding ratio measuring system (VHR-1A type, manufactured by Toyo Technica Co., Ltd.). The applied voltage at this time was a square wave of 5.5 V, and the measurement frequency was 60 Hz. Here, the voltage holding ratio is a value determined by (liquid crystal cell potential difference after 16.7 milliseconds / voltage applied at 0 milliseconds). If the voltage holding ratio of the liquid crystal cell is 90% or less, it means that the liquid crystal cell cannot hold the applied voltage at a predetermined level for a time of 16.7 milliseconds, and the liquid crystal cannot be sufficiently aligned. There is a risk of causing "burn-in". The results are shown in Table 1.

Examples 2 to 6 and Comparative Example 1
Colored compositions (CR2) to (CR7) were prepared in the same manner as in Example 1 except that the type of the dye solution was changed as shown in Table 1 in Example 1.
Next, a liquid crystal cell was produced in the same manner as in Example 1, and the voltage holding ratio was measured. The results are shown in Table 1.

<Evaluation of chromaticity characteristics and contrast>
Example 7
13.5 parts by mass of the pigment dispersion (a-1), 7.2 parts by mass of the dye solution (A-1), 9.9 parts by mass of the binder resin (B1) solution as the binder resin, and manufactured by Toagosei Co., Ltd. as the crosslinking agent M-402 (mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate) 15.4 parts by mass, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1 as a photopolymerization initiator -ON (made by Ciba Specialty Chemicals Co., Ltd., trade name IRGACURE 369) 1.8 parts by mass, NCI-930 (made by ADEKA) 0.1 parts by weight, Megafac F-554 (DIC stock) as a fluorosurfactant 0.2 parts by mass) and ethyl lactate as a solvent are mixed to form a colored composition (CR8 with a solid content concentration of 20% by mass) It was prepared.

The coloring composition (CR8) 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, shower development was performed for 90 seconds on these substrates by discharging a developer composed of a 0.04 mass% potassium hydroxide aqueous solution at 23 ° C. at a development pressure of 1 kgf / cm ² (nozzle diameter: 1 mm). . 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.

Evaluation of Chromaticity Characteristics For the three cured films obtained, a color analyzer (MCPD2000 manufactured by Otsuka Electronics Co., Ltd.) was used to measure the chromaticity coordinate values (x, y) and the stimulus value (Y) were 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 2. It can be said that the higher the stimulus value (Y), the higher the luminance, and the thinner the film thickness, the greater the coloring power of the colorant.

Contrast evaluation 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 the luminance meter LS-100 ( The maximum value and the minimum value of the light intensity transmitted by Minolta Co., Ltd. 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 2.

Example 8, Comparative Example 2
In Example 7, coloring compositions (CR9) to (CR10) were prepared in the same manner as in Example 7 except that the types and amounts of the pigment dispersion and the dye solution were changed as shown in Table 2. The obtained colored compositions (CR9) to (CR10) were evaluated in the same manner as in Example 7. The evaluation results are shown in Table 2.

Claims (9)

(A) A colored composition containing a compound represented by the following formula (1), (B) a binder resin, and (C) a crosslinking agent. :

[In Formula (1),
X ⁺ represents a cationic chromophore selected from a methine chromophore, an azo chromophore, a quinoneimine chromophore, and a xanthene chromophore . ;
Z ⁻ represents a conjugate base of sulfonimidic acid or oxosulfamic acid having a (meth) acryloyl group, a vinyl group or an allyl group and a halogenated hydrocarbon group . ] The colored composition according to claim 1, wherein Z ⁻ is an anion represented by the following formula (1a-1).

[In Formula (1a-1),
Y ¹ represents a group having a (meth) acryloyl group, a vinyl group or an allyl group . ;
Y ² represents a halogenation hydrocarbon group. ] The colored composition according to claim 2, wherein Y ¹ is a chain organic group having a (meth) acryloyl group, a vinyl group, or an allyl group . Wherein Z ^- is an anion represented by any one of the following formulas (1a-2) or formula (1a-3), colored composition according to any one of claims 1-3.

[In Formula (1a-2),
R ¹ represents a (meth) acryloyl group or an allyl group. ;
X ¹ represents —O— or —O— (R ² O) _q — (*) (where R ² represents an alkanediyl group having 2 or 3 carbon atoms, and q represents an integer of 1 to 100). , (*) Indicates a bond with X ² ). ;
X ² represents a substituted or unsubstituted alkanediyl group. ;
Y ² has the same meaning as Y ² in the formula (1a-1). ]

[In Formula (1a-3),
R ³ represents a hydrogen atom or a methyl group. ;
X ³ represents a single bond or a substituted or unsubstituted alkanediyl group. ;
Y ² has the same meaning as Y ² in the formula (1a-1). ] Wherein Y ² is a full Tsu hydrocarbon group, colored composition according to any one of claims 2-4. The Y ² is a group represented by the following formula (1-1) or a group represented by the following formula (1-2), according to any one of claims 2 to 5. Coloring composition.

[In Formula (1-1),
R ²³ represents a hydrogen atom, a fluorine atom, an alkyl group, a fluorinated alkyl group or an alicyclic hydrocarbon group . ;
n represents an integer of 0 or more. ;
“*” Indicates a bond. ]

[In Formula (1-2),
R ^{18 to} R ²² each independently represent a hydrogen atom, a fluorine atom, a hydroxyl group, an alkyl group or a fluorinated alkyl group . ;
“*” Indicates a bond. ;
However, at least one of R ^{18 to} R ²² is a fluorine atom or a fluorinated alkyl group. ] A color filter comprising a colored layer containing a compound represented by the following formula (1).

[In Formula (1),
X ⁺ represents a cationic chromophore selected from a methine chromophore, an azo chromophore, a quinone imine chromophore, and a xanthene chromophore . ;
Z ⁻ represents an anion represented by the following formula (1a-1). ]

[In Formula (1a-1),
Y ¹ represents a chain organic group having a (meth) acryloyl group, a vinyl group or an allyl group . ;
Y ² represents a halogenation hydrocarbon group. ]   A display element comprising the color filter according to claim 7. A colorant represented by the following formula (1).

[In Formula (1),
X ⁺ represents a cationic chromophore selected from a methine chromophore, an azo chromophore, a quinoneimine chromophore, and a xanthene chromophore . ;
Z ⁻ represents an anion represented by the following formula (1a-1). ]

[In Formula (1a-1),
Y ¹ represents a chain organic group having a (meth) acryloyl group, a vinyl group or an allyl group . ;
Y ² represents a halogenation hydrocarbon group. ]