TWI486404B - Colored resin composition, color filter, liquid crystal display and organic el display - Google Patents

Description

Colored resin composition, color filter, liquid crystal display device, and organic EL display

The present invention resides in a colored resin composition, a color filter, a liquid crystal display device, and an organic EL display.

In recent years, as a flat panel display, a color liquid crystal display device or an organic electroluminescence (Organic Electro Luminescence) display has been attracting attention, and color filters are used in these displays.

For example, in a color liquid crystal display device, as an example, there is a transmissive liquid crystal display device which is generally constituted by a black matrix and has a plurality of colors (usually red (R), green (G), blue ( B) a color filter substrate composed of a color layer, a transparent electrode, and an alignment layer; a counter electrode substrate including a thin film transistor (TFT element), a pixel electrode, and an alignment layer; and maintaining the two substrates in a predetermined manner The gap is opposed to the liquid crystal layer formed by injecting a liquid crystal material into the gap. Further, there is a reflective liquid crystal display device in which a reflective layer is provided between a substrate of the color filter and a coloring layer.

In principle, an organic EL display has an organic EL element having a structure in which an organic EL light-emitting layer is sandwiched between an anode and a cathode. However, when an organic EL display is used to form an organic EL display capable of color display, the following methods are available: 1) a method of arranging organic EL elements respectively emitting light of three primary colors, (2) combining an organic EL element emitting white light with a color filter layer of three primary colors; and (3) performing blue light emission The organic EL element is combined with a CCM method in which a color conversion layer (CCM layer) that converts blue to green and blue to red, respectively.

(1) The method is self-evident because the organic EL elements of the respective colors are used, so that they are characterized by exhibiting high color reproducibility. Therefore, by placing a color filter on the organic EL element corresponding to each color, it is expected that the color reproducibility is improved or the contrast due to absorption of the reflected light is improved, which is considered to be one of the promising methods.

Further, (2) the combination of the white organic EL and the color filter and the (3) CCM method are only required to use an organic EL element that emits light of the same color, so that the organic EL as in the above (1) mode is not required. In the display, the characteristics of the organic EL elements of the respective colors are made uniform, and the number of steps and materials can be reduced, and the full-color method is also attracting attention in terms of manufacturing cost.

In an organic EL device using a color conversion method in which a color filter, a color conversion filter, and an organic light-emitting device are constituent elements, heat resistance required in a manufacturing process of a color display or weather resistance when used as a display is required. For those who have sex and high-precision images, the color filter made by the pigment dispersion method is the mainstream, and the red, blue or green pigment is finely dispersed in the photosensitive resin solution to a particle diameter of 1 μm or less. After the resultant is applied onto a glass substrate, pixels are formed in a desired pattern by photolithography.

Regarding the color filter, in order to improve the color purity, the chroma, and the light penetration amount, it is known to reduce the content of the color pigment in the image forming material relative to the photosensitive resin in order to increase the light penetration amount, or to borrow A method of forming a thin film of a pixel formed of a material for forming an image into a thin film. However, in the case of using these methods, the chroma of the color filter itself is lowered, the display as a whole becomes white, and the vividness of the color necessary for display is sacrificed. On the contrary, if the coloring pigment content is increased by the priority chroma, the display as a whole becomes dark. In this case, in order to ensure the brightness, it is necessary to increase the amount of light of the backlight, which causes a problem that the power consumption of the display increases.

On the other hand, a method of slightly dispersing the particle diameter of the pigment particles to 1/2 or less of the color wavelength of the pigment is proposed in order to increase the amount of light penetration (Non-Patent Document 1), but the blue pigment and other red colors are used. The green pigment has a shorter wavelength than the color, so it is necessary to further finely disperse in this case, and the cost rise and stability after dispersion become a problem.

On the other hand, color filters using dyes as colorants are still under development. For example, Patent Document 1 discloses a color filter provided with a blue filter layer including CI Acid Blue 83 (triallylamine-based color material) and CI Solvent Blue 67 (copper phthalocyanine-based color material). .

Further, Patent Document 2 discloses a color filter using a polymer containing a polymerizable triphenylmethane dye represented by the following formula.

[Chemical 1]

(At least one of R ₁ in the above formula is a specific polymerizable group containing a carbon-carbon double bond)

Further, Patent Document 3 also discloses a related to a colored resin composition containing a color material represented by a specific structure.

[Previous Technical Literature] [Patent Literature]

Patent Document 1: Japanese Patent Laid-Open Publication No. 2002-14222

Patent Document 2: Japanese Patent Laid-Open Publication No. 2000-162429

Patent Document 3: Japanese Patent Laid-Open Publication No. 2009-235392

[Non-patent literature]

Non-Patent Document 1: Bridge Claw, "Color Materials Association", December 1967, p608

However, the color filter using the dye disclosed in the above document has a problem of insufficient transmittance (brightness) or heat resistance.

SUMMARY OF THE INVENTION An object of the present invention is to provide a colored resin composition which satisfies the heat resistance required in the above-described color display manufacturing step. Further, the object of the invention is to provide a color filter excellent in color purity and transmittance (brightness) of blue pixels, and an organic EL display and a liquid crystal display device having a blue purity, by using such a colored resin composition.

The present inventors have found that the above problems can be solved by using a dye for forming a blue pixel which is a salt of a color filter as a color filter formed of a compound having a specific structure, and completed the present invention.

In other words, the first aspect of the present invention is a colored resin composition (hereinafter referred to as a "first colored resin composition") as shown in the following [1] to [3].

[1] A colored resin composition comprising (A) a dye, (B) a solvent, and (C) a binder resin,

(A) the dye contains a compound represented by the following formula (I),

[Chemical 2]

(In the above formula (I), (Z ₁ ) ^m1 represents an m1 valence disulfonylimide anion; m1 represents an integer of 1 to 4; and R ¹ to R ⁶ each independently represent a hydrogen atom and may have a substitution. An alkyl group having 1 to 8 carbon atoms or an aromatic ring group which may have a substituent; R ¹ to R ⁶ adjacent to each other may be bonded to each other to form a ring, and the ring may have a substituent; and R ⁷ and R ⁸ represent a hydrogen atom or an arbitrary substituent; R ⁷ and R ⁸ may be bonded to each other to form a ring, and the ring may have a substituent; further, the benzene ring in the above formula (I) may further have any substituent; R ¹⁰¹ And R ¹⁰² represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom; ¹⁰¹ and R ¹⁰² may be bonded to each other to form a ring, which may have a substituent; and, in a molecule, a plurality of cations represented by the following formula (I) _CA are contained,

[Chemical 3]

These may be of the same construction or may be of different constructions).

[2] The colored resin composition of the above formula (I), wherein the compound represented by the above formula (I) is a compound represented by the following formula (I-1),

[Chemical 4]

(In the above formula (I-1), R ¹ to R ⁸ , R ¹⁰¹ and R ¹⁰² have the same meanings as defined in the above formula (I); the benzene ring in the above formula (I-1) may further have any a substituent; R ²¹ and R ²² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a carbon number of 3 to 8 which may have a substituent. a cycloalkyl group; further, R ²¹ and R ²² may be bonded to each other to form a ring, and the ring may have a substituent).

[3] The colored resin composition according to the above [2], wherein at least one of R ²¹ and R ²² is a group containing a fluorine atom.

The second aspect of the present invention is the colored resin composition (hereinafter sometimes referred to as "second colored resin composition") shown in the following [4] to [6].

[4] A colored resin composition characterized by comprising (A) a dye, (B) a solvent, and (C) a binder resin,

(A) the dye contains a compound represented by the following formula (II),

[Chemical 5]

(In the above formula (II), (Z ₂ ) ^m2- represents an m2 valence disulfonimide anion; m2 represents an integer of 1 to 4; and R ¹¹ to R ¹⁶ each independently represent a hydrogen atom and an alkyl group which may have a substituent a group or an aromatic ring group which may have a substituent; adjacent R ¹¹ to R ¹⁶ may be bonded to each other to form a ring, and the ring may have a substituent; and R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an arbitrary substituent. R ¹⁷ and R ¹⁸ may be bonded to each other to form a ring, and the ring may have a substituent; further, the benzene ring and the anthracene ring in the above formula (II) may further have any substituent; Containing a plurality of cations represented by the following formula (II) _CA ,

[Chemical 6]

These may be of the same construction or may be of different constructions).

[5] The colored resin composition according to the above [4], wherein the compound represented by the above formula (II) is a compound represented by the following formula (II-1).

[Chemistry 7]

(In the above formula (II-1), R ¹¹ to R ¹⁸ are the same as defined in the above formula (II); and the benzene ring and the anthracene ring in the above formula (II-1) may further have any substituent; ³¹ and R ³² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cycloalkyl group having 3 to 8 carbon atoms which may have a substituent Further, R ³¹ and R ³² may be bonded to each other to form a ring which may have a substituent).

[6] The colored resin composition according to the above [5], wherein at least one of R ³¹ and R ³² is a group containing a fluorine atom.

The third aspect of the present invention is the colored resin composition (hereinafter sometimes referred to as "third colored resin composition") shown in the following [7] to [9].

[7] A colored resin composition characterized by comprising (A) a dye, (B) a solvent, and (C) a binder resin,

(A) the dye contains a compound represented by the following formula (III),

[化8]

(In the formula ^(III),, (Z ₃₎ m3- m3 represents monovalent imide anion, bis sulfonylurea; m3 represents an integer of 1 to 4; Q represents an integer of 1 to 5; R ⁵⁰¹ and R ⁵⁰² each independently represents An aliphatic hydrocarbon group having 1 to 20 carbon atoms having a substituent; R ⁵¹ and R ⁵² each independently represent -O-, -S-, -N-, -Se- or -CR ⁵⁰³ R ⁵⁰⁴ -; R ⁵⁰³ and R ⁵⁰⁴ Each of them independently represents a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms; wherein, in the case where R ⁵¹ and R ⁵² are -CR ⁵⁰³ R ⁵⁰⁴ -, R ⁵⁰³ may be bonded to each other to form a ring, and the ring may have a substituent; the rings Y ¹ and Y ² each independently represent a benzene ring or a naphthalene ring which may have a substituent; wherein the benzene ring and the naphthalene ring in the rings Y ¹ and Y ² do not have a nitro group and a perfluoro group as a substituent) .

[8] The colored resin composition according to the above [7], wherein the compound represented by the above formula (III) is further represented by the following formula (III-1).

[Chemistry 9]

(In the above formula (III-1), q, R ⁵¹ and R ⁵² , R ⁵⁰¹ and R ⁵⁰² and rings Y ¹ and Y ² have the same meanings as defined in the above formula (III); R ⁴¹ and R ⁴² are each independently An alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cycloalkyl group having 3 to 8 carbon atoms which may have a substituent; further, R ⁴¹ and R ⁴² may also be bonded to each other to form a ring which may have a substituent).

[9] The colored resin composition according to the above [8], wherein at least one of R ⁴¹ and R ⁴² is a group containing a fluorine atom.

Further, the fourth aspect of the present invention is the colored resin composition shown in the following [10] to [12] (hereinafter sometimes referred to as "fourth colored resin composition").

[10] A colored resin composition characterized by comprising (A) a dye, (B) a solvent, and (C) a binder resin,

(A) The dye contains a counter ion composed of a cation and an anion, and the molecular weight of the anion is 150 or more and 600 or less, and the pair of ions satisfy the relationship of the following formulas (1) to (3).

[Number 1]

(In the above formula, IP _cation represents the ionization potential (hartree) of the above cation, and the _cation represents the electron affinity (hartree) of the above cation, IP _anion represents the ionization potential (hartree) of the above anion, and EA _anion represents the electron of the _anion described above. Affinity (hartree)).

[11] The colored resin composition according to [10] above, wherein the cation is represented by the following formula (I-2) _CA ,

[化10]

(In the above formula (I-2) _CA , R ⁶¹ to R ⁶⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent; ⁶¹ to R ⁶⁶ may be bonded to each other to form a ring, and the ring may have a substituent; R ⁶⁷ and R ⁶⁸ represent a hydrogen atom or an arbitrary substituent; and R ⁶⁷ and R ⁶⁸ may be bonded to each other to form a ring, and the ring may be Further, the benzene ring in the above formula (I-2) _CA may further have any substituent; R ⁶⁰¹ and R ⁶⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, The alkenyl group having 2 to 6 carbon atoms having a substituent, an aromatic ring group which may have a substituent, or a fluorine atom; and R ⁶⁰¹ and R ⁶⁰² may be bonded to each other to form a ring, and the ring may have a substituent).

[12] The colored resin composition according to [10] above, wherein the cation is represented by the following formula (II-2) _CA.

(In the above formula (II-2) _CA , R ⁷¹ to R ⁷⁶ each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent; adjacent R ⁷¹ to R ⁷⁶ are also mutually The ring may be bonded to form a ring, and the ring may have a substituent; R ⁷⁷ and R ⁷⁸ each independently represent a hydrogen atom or an arbitrary substituent; and R ⁷⁷ and R ⁷⁸ may be bonded to each other to form a ring, and the ring may have a substituent; Further, the benzene ring and the anthracene ring in the above formula (II-2) _CA may further have any substituent.

The colored resin composition represented by the above [1] to [12] may further contain at least one of (D) a polymerizable monomer, (E) a photopolymerization starting component, and a thermal polymerization starting component, and (F) pigment.

Further, the present invention relates to a color filter including a pixel formed using the colored resin composition of the present invention, and a liquid crystal display device and an organic EL display.

In addition, the "coloring resin composition of the present invention" is the "first to fourth colored resin composition" described above.

The general name.

According to the present invention, a color filter excellent in heat resistance required for the color display manufacturing step, color purity of blue pixels, and excellent transmittance can be obtained. By using such a color filter, the light emission of the organic EL display or the backlight of the color filter can be efficiently taken out, and a liquid crystal display device or an organic EL display having both high color reproducibility and high brightness can be provided. . Moreover, the contrast of the liquid crystal display device can also be improved.

Hereinafter, the embodiment of the present invention will be described in detail, but the following is an example of an embodiment of the present invention, and the present invention is not limited to the above.

In the present invention, "(meth)acrylonitrile", "(meth)acrylate" and the like mean "acryloyl fluorenyl group and/or methacryl fluorenyl group", "acrylate" and/or methacrylic acid. For example, "(meth)acrylic acid" means "acrylic acid and/or methacrylic acid".

In addition, the "total solid content" means the total component of the colored resin composition of the present invention other than the solvent component described later.

The so-called C.I., refers to the color index.

The colored resin composition of the present invention is characterized in that it contains (A) a dye, (B) a solvent, and (C) a binder resin, and the dye (A) is any one of the following (a) to (d).

Either of them is particularly excellent in heat resistance as compared with a conventional dye compound.

(a) A compound represented by the following formula (I) (hereinafter sometimes referred to as "compound (I)").

[化12]

(In the above formula (I), (Z ₁ ) ^m1 represents an m1 valence disulfonimide anion.

M1 represents an integer of 1 to 4.

R ¹ to R ⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ¹ to R ⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ⁷ and R ⁸ represent a hydrogen atom or an arbitrary substituent.

R ⁷ and R ⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring in the above formula (I) may further have any substituent.

R ¹⁰¹ and R ¹⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom .

R ¹⁰¹ and R ¹⁰² may be bonded to each other to form a ring, and the ring may have a substituent.

Further, in the case where a molecule contains a plurality of cations represented by the following formula (I) _CA ,

[Chemistry 13]

These may be of the same construction or may be of different constructions. )

(b) A compound represented by the following formula (II) (hereinafter sometimes referred to as "compound (II)").

[Chemistry 14]

(In the above formula (II), (Z ₂ ) ^m2- represents an m2 valence disulfonimide anion.

M2 represents an integer of 1 to 4.

R ¹¹ to R ¹⁶ each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ¹¹ to R ¹⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an arbitrary substituent.

R ¹⁷ and R ¹⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring and the anthracene ring in the above formula (II) may further have any substituent.

Further, in the case where a molecule contains a plurality of cations represented by _{CA of} the following formula (II),

[化15]

These may be of the same construction or may be of different constructions. )

(c) A compound represented by the following formula (III) (hereinafter sometimes referred to as "compound (III)").

[Chemistry 16]

(In the formula ^(III),, (Z ₃₎ m3- represents two sulfonylurea imide anion of valence m3.

M3 represents an integer of 1 to 4.

q represents an integer from 1 to 5.

R ⁵⁰¹ and R ⁵⁰² each independently represent an aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

R ⁵¹ and R ⁵² each independently represent -O-, -S-, -N-, -Se- or -CR ⁵⁰³ R ⁵⁰⁴ -.

R ⁵⁰³ and R ⁵⁰⁴ each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms.

In the case where R ⁵¹ and R ⁵² are -CR ⁵⁰³ R ⁵⁰⁴ -, R ⁵⁰³ may be bonded to each other to form a ring, and the ring may have a substituent.

The rings Y ¹ and Y ² each independently represent a benzene ring or a naphthalene ring which may have a substituent.

Wherein the benzene ring and the naphthalene ring in the rings Y ¹ and Y ² do not have a nitro group and a perfluoro group as a substituent)

(d) The dye contains the following compound (hereinafter sometimes referred to as "compound (IV)"): it contains a counter ion composed of a cation and an anion, and the molecular weight of the anion is 150 or more and 600 or less, and the counter ion satisfies the following The relationship between the formulas (1) to (3).

[Number 2]

(In the above formula, IP _cation represents the ionization potential (hartree) of the above cation, and the _cation represents the electron affinity (hartree) of the above cation, IP _anion represents the ionization potential (hartree) of the above anion, and EA _anion represents the electron of the _anion described above. Affinity (hartree)).

The colored resin composition of the present invention contains (A) a dye, (B) a solvent, and (C) a binder resin, preferably further contains (D) a polymerizable monomer, (E) a photopolymerization starting component, and/or a thermal polymerization. The starting component, (F) pigment, and further containing other components as needed.

<(A) Dyes>

First, the (A) dye contained in the colored resin composition of the present invention will be described.

[Structural features]

The structural features of the compounds represented by the above formulas (I) to (III) are as follows.

The compound represented by the above formulas (I) to (III) contained in the dye (A) in the present invention forms a counter ion.

Among the dyes forming ions, the properties of the cations and anions affect physical properties, especially heat resistance. The reason for this is that the reactivity of the cation having a heavy charge and the anion is higher than that of the neutral molecule, respectively.

Therefore, it is estimated that the heat resistance of the dye can be improved by lowering the reactivity of the cation and the anion. That is, it is considered that, in the cation and the anion, the reactivity is lowered by delocalizing the electric charge, and the heat resistance is improved.

In the present invention, a disulfonimide anion is used as an anion.

The disulfonimide anion is easy to manufacture because the ion species is a sulfonamide group. Also, since the negative charge is delocalized, the anion is relatively stable. Further, it is preferred that the disulfonamide has a fluorine-containing substituent. In this case, it is considered that the anion is pulled toward the fluorine-containing substituent side, whereby the charge is dispersed throughout the molecule to have a more stable structure.

Further, the anions in the present invention have no absorption in the visible region. Therefore, the influence on the transmittance (brightness) is small.

According to the above, the color filter obtained by using the colored resin composition of the present invention has both transmittance (brightness) and heat resistance.

[Compound represented by formula (I)]

First, the compound represented by the above formula (I) will be described.

The first colored resin composition of the present invention contains a compound represented by the following formula (I) as the dye (A).

The compound represented by the following formula (I) is preferred in terms of excellent heat resistance, particularly in blue purity and transmittance.

[化17]

(In the above formula (I), (Z ₁ ) ^m1 represents an m1 valence disulfonimide anion.

M1 represents an integer of 1 to 4.

R ¹ to R ⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ¹ to R ⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ⁷ and R ⁸ represent a hydrogen atom or an arbitrary substituent.

R ⁷ and R ⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring in the above formula (I) may further have any substituent.

R ¹⁰¹ and R ¹⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom .

R ¹⁰¹ and R ¹⁰² may be bonded to each other to form a ring, and the ring may have a substituent.

Further, in the case where a molecule contains a plurality of cations represented by the following formula (I) _CA ,

[化18]

These may be of the same construction or may be of different constructions. )

(About R ¹ to R ⁶ )

R ¹ to R ⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent.

The alkyl group in R ¹ to R ⁶ may, for example, be a linear, branched or cyclic alkyl group, and the carbon number thereof is usually 1 or more and usually 8 or less, preferably 5 or less. Specific examples thereof include a methyl group, an ethyl group, a n-propyl group, a 2-propyl group, a n-butyl group, an isobutyl group, a tert-butyl group, and a cyclohexyl group.

Examples of the aromatic ring group in R ¹ to R ⁶ include an aromatic hydrocarbon ring group and an aromatic heterocyclic group.

The aromatic hydrocarbon ring group may be a monocyclic ring or a condensed ring, and is not particularly limited as long as the number of carbon atoms forming the ring is 5 to 18, and examples thereof include a benzene ring having one free valence ring and a naphthalene ring. Anthracycline, phenanthrene ring, anthracene ring, fused tetraphenyl ring, anthracene ring, benzofluorene ring, Ring, extended triphenyl ring, ethane naphthalene ring, fluoranthene ring, anthracene ring and the like.

Further, the aromatic heterocyclic group may be a monocyclic ring or a condensed ring, and is not particularly limited as long as the number of carbon atoms forming the ring is from 3 to 10, and examples thereof include a furan ring having one free valence and benzene. a furan ring, a thiophene ring, a benzothiophene ring, a pyrrole ring, a pyrazole ring, an imidazole ring, Diazole ring, anthracene ring, indazole ring, pyrroloimidazole ring, pyrrolopyrazole ring, pyrrolopyrrole ring, thienopyrrole ring, thienothiophene ring, furopyrrole ring, furanfuran ring, thiophene Furan ring, benzopyrene Oxazole ring, benzisothiazole ring, benzimidazole ring, pyridine ring, pyridyl Ring, 嗒 Ring, pyrimidine ring, three Ring, quinoline ring, isoquinoline ring, Porphyrin ring, quinolin Porphyrin ring, pyridine ring, A pyridine ring, a quinazoline ring, a quinazolinone ring, an anthracene ring or the like.

Adjacent R ¹ to R ⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the ring may be a ring crosslinked by a hetero atom, and specific examples thereof include the following structures.

[Chemistry 19]

From the viewpoint of chemical stability, R ¹ to R ⁶ are each independently a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or a phenyl group which may have a substituent, or an adjacent R ¹ ～R ^{6 is} connected to each other to form a ring. In terms of improving the heat resistance of the dye and the heat resistance of the obtained color filter, it is more preferably an alkyl group having 1 to 8 carbon atoms which may have a substituent or a phenyl group which may have a substituent.

In the case where R ¹ to R ⁶ are an alkyl group having 1 to 8 carbon atoms which may have a substituent, it is presumed that the charge in the cation is dispersed by superconjugation, and the cation becomes stable.

Further, when R ¹ to R ⁶ are a phenyl group which may have a substituent, the charge in the cation is dispersed due to the extension of the conjugated system, and the cation becomes stable. As a result, it is considered that the cation becomes stable, and the heat resistance of the obtained color filter becomes more excellent.

Examples of the alkyl group, the aromatic ring group, and the ring formed by the ring-bonding in R ¹ to R ⁶ may be the following (Substituent Group W).

(Substituent group W)

a fluorine atom, a chlorine atom, an alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, a phenyl group, a group, a tolyl group, a naphthyl group, a cyano group, an ethoxy group, an alkylcarbonyloxy group having 2 to 9 carbon atoms, a sulfonylamino group, a sulfonylalkylamino group having 2 to 9 carbon atoms, and a carbon number of 2 to a dialkylaminoethyl group, a trifluoromethyl group, a carbon number of 1, which is bonded to an alkylcarbonyl group, a phenethyl group, a hydroxyethyl group, an ethyl fluorenylamino group, and an alkyl group having 1 to 4 carbon atoms; ～8-trialkylsulfanyl group, nitro group, and alkylthio group having 1 to 8 carbon atoms.

Here, the alkyl group, the aromatic ring group and the ring formed by linking each other in R ¹ to R ⁶ may have a substituent, and preferably an alkyl group having 1 to 8 carbon atoms and an alkoxy group having 2 to 8 carbon atoms. A cyano group, a cyano group, an ethoxy group, an alkylcarboxy group having 2 to 8 carbon atoms, a sulfonylamino group, a sulfonylalkylamino group having 2 to 8 carbon atoms, and a fluorine atom.

(About R ⁷ and R ⁸ )

R ⁷ and R ⁸ represent a hydrogen atom or an arbitrary substituent. Examples of the optional substituent include a halogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, and the like.

If the benzene ring in the formula (I) is bonded to the ortho position relative to the bond to the carbon atom at the center of the triaryl methine structure, the planarity of the molecule is hindered, and the compound is blocked. The case where the color purity is lowered. Therefore, it is preferred that the substituent has no substituent or is substituted with a halogen atom or an alkyl group having 1 to 8 carbon atoms.

Further, in terms of a small steric hindrance, the alkyl group having 1 to 8 carbon atoms is more preferably an alkyl group having 1 to 4 carbon atoms.

Further, R ⁷ and R ⁸ may be bonded to each other to form a ring, and the ring may have a substituent. Examples of the substituent include those disclosed in the above (Substituent Group W).

In the case where R ⁷ and R ⁸ are bonded to each other to form a ring, these may also be rings crosslinked by a hetero atom.

Examples of the structure of the connecting portion between R ⁷ and R ⁸ include the following. The configuration of the linking moieties may have a substituent.

[Chemistry 20]

In the case where the obtained color filter is blue, in terms of high luminance, it is preferred that R ⁷ and R ⁸ are not connected to each other to form a ring.

Further, in the case where the obtained color filters are purple, and in terms of high brightness, it is preferable to form a ring by being connected to each other.

(About R ¹⁰¹ and R ¹⁰² )

R ¹⁰¹ and R ¹⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom .

Examples of the alkyl group and the aromatic ring group include the above (for R ¹ to R ⁶ ).

Examples of the alkenyl group include those having a carbon number of usually 2 or more and usually 6 or less. Specific examples thereof include a vinyl group, an allyl group, and a 1-butenyl group.

Further, R ¹⁰¹ and R ^{102 are} bonded to each other to form a ring portion, and the benzene ring bonded to R ¹⁰¹ and R ^{102 is} twisted with respect to a plane composed of an sp 2 carbon atom located at the center of the triaryl methane structure and an adjacent benzene ring. Since it has a positional relationship, it has a blue absorption, and the color filter characteristic of the colored resin composition using the color filter is improved, and the contrast of the blue display member is easily improved, which is preferable in this respect.

Examples of the structure of the connection portion between R ¹⁰¹ and R ¹⁰² include the following.

[Chem. 21]

The structure of the linking portion of R ¹⁰¹ and R ¹⁰² may have a substituent.

Examples of the substituent include those disclosed in the above (Substituent Group W).

Further, the benzene ring in the above formula (I) may further have any substituent. That is, the substituents other than those explicitly disclosed in the formula (I) may be contained within the range not impairing the effects of the present invention, but in terms of ease of production, it is preferred that the formula (I) is not specifically disclosed. Substituent.

Examples of such a substituent include the substituents disclosed in the above (Substituent Group W).

[About the compound represented by the formula (I-1)]

The compound represented by the above formula (I) is preferably a compound represented by the following formula (I-1).

[化22]

(In the above formula (I-1), R ¹ to R ⁸ , R ¹⁰¹ and R ¹⁰² have the same meanings as defined in the above formula (I).

The benzene ring in the above formula (I-1) may further have any substituent.

R ²¹ and R ²² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cyclohexane having 3 to 8 carbon atoms which may have a substituent base.

Further, R ²¹ and R ²² may be bonded to each other to form a ring, and the ring may have a substituent)

(About R ²¹ and R ²² )

R ²¹ and R ²² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cyclohexane having 3 to 8 carbon atoms which may have a substituent base.

Further, R ²¹ and R ²² may be bonded to each other to form a ring, and the ring may further have a substituent.

Examples of the substituent which may be contained in the ring formed by the alkyl group, the alkenyl group, the cycloalkyl group and the ring-bonded groups in R ²¹ and R ²² include those disclosed in the above (Substituent Group W).

Wherein, as the substituent of the alkyl group, the alkenyl group or the cycloalkyl group in R ²¹ and R ²² , the charge of the anion is more delocalized, and the heat resistance of the dye is preferably improved to have fluorine. The atom acts as a substituent.

Among them, R ²¹ and R ²² are preferably a fluorine atom-containing group, and particularly preferably a carbon number of 1 to 8 perfluoroalkyl group, in terms of dispersing the charge of the anion and stabilizing the anion.

More specifically, the anion in the compound represented by the above formula (I-1), that is, an anion represented by the following formula (I-1) _A (hereinafter sometimes referred to as "formula (I-1)" Further, the anion ") in the compound is preferably a compound represented by the following formula (I'-1) _A.

[化23]

[Chem. 24]

(In the above formula (I'-1)A, n and n' each independently represent an integer of 1 to 8.)

n and n' are an integer of 1 to 8, preferably an integer of 1 to 4.

n and n' may be the same or different.

Specific examples of the sulfonium imine anion in the case where n is the same as n' include bis(trifluoromethanesulfonyl) imide or bis(pentafluorobutanesulfonate).

Specific examples of the sulfonium imine anion which is different from n and n' include: pentafluoroethanesulfonate, trifluoromethanesulfonate, fluorobutanesulfonate Fluoromethanesulfonimide and the like.

Among the above, bis(pentafluoroethanesulfonate) quinone imine of n=n'=2 is particularly preferable because the anion becomes the most stable.

On the other hand, R ²¹ and R ²² may be bonded to each other to form a ring.

In the case of forming a ring, the group formed by linking R ²¹ and R ^{22 is} preferably a fluoroalkyl group having 2 to 12 carbon atoms.

In other words, the anion in the compound represented by the above formula (I-1) is preferably an anion represented by the following formula (I'-2) _A.

[化25]

(in the above formula (I'-2) _A , n" represents an integer of 2 to 12).

n" is preferably 2 to 8, and more preferably 3, in terms of good heat resistance.

The smaller the number of n", the smaller the effect of steric repulsion, the stronger the interaction can be. That is, it can be inferred that the smaller the n", the greater the interaction between the anion and the cation becomes, and the dye becomes stable and the dye is stable. Increased heat resistance.

Further, the compound represented by the above formula (I) may form a dimer or a trimer by, for example, R ¹ to R ⁶ and R ¹⁰¹ and R ¹⁰² .

(molecular weight)

The molecular weight of the compound represented by the above formula (I) in the present invention is usually 570 or more, preferably 840 or more, and usually 2,600 or less.

When it is in the above range, it is preferable in terms of good solubility in a solvent and ease of production.

(resolve resolution)

The compound represented by the above formula (I) can be synthesized, for example, according to the method disclosed in J. Chem. Soc., Perkin Trans. 1998, 2, 297., International Publication No. 2006/120205, and International Publication No. 2009/107734.

Preferred specific examples of the compound represented by the formula (I) in the present invention are shown below, but the present invention is not limited thereto.

Specific examples of the compound represented by the formula (I) [Chem. 26]

[化27]

[化28]

(content)

The first colored resin composition of the present invention is preferably 1% by weight or more, more preferably 3% by weight or more, particularly preferably 5% by weight or more, and preferably 50% by weight or less, and more preferably total solids. The compound represented by the formula (I) is contained in a proportion of 40% by weight or less, particularly preferably 30% by weight or less.

When it is at most the above upper limit, the hardenability of the coating film is not easily lowered, and the film strength is sufficient, which is preferable. Moreover, when it is more than the above lower limit, the coloring power is sufficient, so that the chromaticity of the desired concentration is easily obtained, and the film thickness is not easily increased, which is preferable.

In the first colored resin composition of the present invention, the dye (A) may contain only one kind of the compound (i), and may contain two or more kinds.

Further, one or two or more kinds of other dyes may be contained. Further, the content of all (A) dyes in the first colored resin composition is preferably 1% by weight or more, or preferably 30% by weight or less, based on the composition.

Further, in the first colored resin composition of the present invention, the content of the compound (I) is preferably 30% by weight or more based on the solid content of all the (A) dyes.

[About the compound represented by formula (II)]

The second colored resin composition of the present invention contains a compound represented by the following formula (II), and the color filter obtained therefrom is excellent in heat resistance and has a high transmittance, and is preferable in this respect.

[化29]

(In the above formula (II), (Z ₂ ) ^m2- represents an m2 valence disulfonimide anion.

M2 represents an integer of 1 to 4.

R ¹¹ to R ¹⁶ each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ¹¹ to R ¹⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an arbitrary substituent.

R ¹⁷ and R ¹⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring and the anthracene ring in the above formula (II) may further have any substituent.

Further, in the case where a molecule contains a plurality of cations represented by _{CA of} the following formula (II),

[化30]

These may be of the same construction or may be of different constructions. )

(About R ¹¹ to R ¹⁶ )

R ¹¹ to R ¹⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent.

The alkyl group having 1 to 8 carbon atoms and the aromatic ring group are the same as those disclosed in the above (for R ¹ to R ⁶ ). The preferred aspect is also the same.

Further, R ¹¹ to R ¹⁶ adjacent to each other, that is, R ¹¹ and ¹² , R ¹³ and R ^{14 ,} and R ¹⁵ and R ¹⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

In the case where adjacent R ¹¹ to R ¹⁶ are bonded to each other to form a ring, these may be rings which are crosslinked by a hetero atom. Specific examples of the ring are the same as those disclosed in the above (for R ¹ to R ⁶ ). The preferred aspect is also the same.

(About R ¹⁷ and R ¹⁸ )

R ¹⁷ and R ¹⁸ represent a hydrogen atom or an arbitrary substituent. Examples of the optional substituent include those disclosed in the above (for R ⁷ and R ⁸ ).

If the benzene ring in the formula (II) is bonded to the ortho position relative to the bond to the carbon atom at the center of the triaryl methine structure, the planarity of the molecule is hindered, and the compound is blocked. The case where the color purity is lowered. Therefore, it is preferred that the substituent has no substituent or is substituted with a halogen atom or an alkyl group having 1 to 4 carbon atoms.

Further, R ¹⁷ and R ¹⁸ may be bonded to each other to form a ring, and the ring may have a substituent. As the substituent, those disclosed in the above (Substituent Group W) can be mentioned.

In the case where R ¹⁷ and R ¹⁸ are bonded to each other to form a ring, these may be rings which are cross-linked by a hetero atom, and specific examples thereof are the same as those disclosed in the above (for R ⁷ and R ⁸ ).

In the case where the obtained color filter is purple, in terms of high brightness, it is preferred that R ⁷ and R ⁸ are not connected to each other to form a ring.

Further, in the case where the obtained color filters are red, in terms of high brightness, it is preferable to form a ring by being connected to each other.

In the present invention, in view of excellent heat resistance of the obtained color filter, it is particularly preferred that at least one of R ¹¹ to R ¹⁸ is an alkyl group having 1 to 8 carbon atoms substituted by a fluorine atom.

It is presumed that the reason is that the cation becomes more stable by the intramolecular electrostatic interaction between the fluorine atom and the positively charged region in the molecule. The fluorine atom, which is a base having a higher anion property, is locally adsorbed to the electrons of the bonded carbon to form a carbon atom having only a positive charge, and thus is contrary to the prediction of cation instability.

Further, the benzene ring and the anthracene ring in the formula (II) may further have a substituent. That is, the substituents other than those explicitly disclosed in the formula (II) may be contained within the range not impairing the effects of the present invention, but in terms of ease of production, it is preferred that the formula (II) is not specifically disclosed. Substituent.

Examples of such a substituent include the substituents disclosed in the above (Substituent Group W).

Further, the compound represented by the above formula (II) may form a dimer or a trimer by, for example, developing a linking group from R ¹¹ to R ¹⁸ .

[About the compound represented by formula (II-1)]

Among the compounds represented by the above formula (II), a compound represented by the following formula (II-1) is preferred.

[化31]

(In the above formula (II-1), R ¹¹ to R ¹⁸ are the same as defined in the above formula (II).

The benzene ring and the anthracene ring in the above formula (II-1) may further have any substituent.

R ³¹ and R ³² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cyclohexane having 3 to 8 carbon atoms which may have a substituent. base.

Further, R ³¹ and R ³² may be bonded to each other to form a ring, and the ring may have a substituent).

(About R ³¹ and R ³² )

R ³¹ and R ³² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cyclohexane having 3 to 8 carbon atoms which may have a substituent. base.

Further, R ³¹ and R ³² may be bonded to each other to form a ring, and the ring may have a substituent.

R ³¹ and R ³² are the same as R ²¹ and R ²² in the above formula (I-1), and preferred embodiments are also the same.

In other words, the anion in the compound represented by the above formula (II-1) is preferably an anion represented by the above formula (I'-1) _A or (I'-2) _A.

(resolve resolution)

The compound represented by the above formula (II) can be synthesized, for example, according to the method disclosed in J. Chem. Soc., Perkin Trans. 1998, 2, 297., International Publication No. 2006/120205, and International Publication No. 2009/107734.

(molecular weight)

The molecular weight of the compound represented by the above formula (II) in the present invention is usually 600 or more, preferably 750 or more, and usually 2,800 or less.

When it is in the above range, it is preferable in terms of good solubility in a solvent and ease of production.

Preferred specific examples of the compound represented by the formula (II) in the present invention are shown below, but the present invention is not limited thereto.

Specific examples of the compound represented by the formula (II) [化32]

[化33]

(content)

The second colored resin composition of the present invention is preferably 1% by weight or more, more preferably 3% by weight or more, particularly preferably 5% by weight or more, and preferably 50% by weight or less, and more preferably total solids. The compound represented by the formula (II) is contained in a proportion of 40% by weight or less, particularly preferably 30% by weight or less.

When it is at most the above upper limit, the hardenability of the coating film is not easily lowered, and the film strength is sufficient, which is preferable. Moreover, when it is more than the above lower limit, the coloring power is sufficient, so that the chromaticity of the desired concentration is easily obtained, and the film thickness is not easily increased, which is preferable.

Further, in the second colored resin composition of the present invention, the (A) dye may contain only one type of the compound (II), and may contain two or more types.

Further, one or two or more kinds of other dyes may be contained, and the content of all (A) dyes in the second colored resin composition is preferably 1% by weight or more, or preferably 30% by weight or less, based on the composition.

Further, in the second colored resin composition of the present invention, the content of the compound (II) is preferably 30% by weight or more based on the solid content of all the (A) dyes.

<About the compound represented by the formula (III)>

The third colored resin composition of the present invention contains a compound represented by the following formula (III) as the dye (A).

The compound represented by the following formula (III) is preferred in terms of excellent heat resistance and transmittance of the obtained color filter.

[化34]

(In the formula ^(III),, (Z ₃₎ m3- represents two sulfonylurea imide anion of valence m3.

M3 represents an integer of 1 to 4.

q represents an integer from 1 to 5.

R ⁵⁰¹ and R ⁵⁰² each independently represent an aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

R ⁵¹ and R ⁵² each independently represent -O-, -S-, -N-, -Se- or -CR ⁵⁰³ R ⁵⁰⁴ -.

R ⁵⁰³ and R ⁵⁰⁴ each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms.

In the case where R ⁵¹ and R ⁵² are -CR ⁵⁰³ R ⁵⁰⁴ -, R ⁵⁰³ may be bonded to each other to form a ring, and the ring may have a substituent.

The rings Y ¹ and Y ² each independently represent a benzene ring or a naphthalene ring which may have a substituent.

Among them, the benzene ring and the naphthalene ring in the rings Y ¹ and Y ² do not have a nitro group and a perfluoro group as a substituent. )

(about q)

q represents an integer of 1 to 5, and particularly preferably 1 to 3 in terms of good heat resistance of the dye.

(About R ⁵⁰¹ and R ⁵⁰² )

R ⁵⁰¹ and R ⁵⁰² each independently represent an aliphatic hydrocarbon group having 1 to 20 carbon atoms which may have a substituent.

Examples of the aliphatic hydrocarbon group include a methyl group, an ethyl group, a vinyl group, an ethynyl group, a propyl group, an isopropyl group, an isopropenyl group, a 1-propenyl group, a 2-propenyl group, a 2-propynyl group, and a butyl group. Base, isobutyl, t-butyl, tert-butyl, 2-butenyl, 1,3-butadienyl, pentyl, isopentyl, neopentyl, third amyl, 1-methyl Pentyl, 2-methylpentyl, 2-penten-4-ynyl, hexyl, isohexyl, 5-methylhexyl, heptyl, octyl and the like.

Further, examples of the substituent which the aliphatic hydrocarbon group may have include a phenyl group, an o-tolyl group, a m-tolyl group, a p-tolyl group, and a xylyl group. An aromatic hydrocarbon group such as isopropylidene, m-isopropylphenyl or p-cumyl; methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, Alkoxy groups such as a second butoxy group, a third butoxy group, a pentyloxy group, a phenoxy group, a benzyloxy group; a halogen group such as a fluorine group, a chlorine group, a bromine group or an iodine group; and further, a carboxyl group and a nitrate Base, cyano group, etc.

R ⁵⁰¹ and R ⁵⁰² are each preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms.

^Examples of the substituent which R ⁵⁰¹ and R ⁵⁰² may have include those disclosed in the above (Substituent Group W).

(About R ⁵¹ and R ⁵² )

R ⁵¹ and R ⁵² each independently represent -O-, -S-, -N-, -Se- or -CR ⁵⁰³ R ⁵⁰⁴ -.

R ⁵⁰³ and R ⁵⁰⁴ each independently represent a hydrogen atom or an aliphatic hydrocarbon group having 1 to 6 carbon atoms.

In the case where R ⁵¹ and R ⁵² are -CR ⁵⁰³ R ⁵⁰⁴ -, R ⁵⁰³ may be bonded to each other to form a ring.

The structure of the connection portion between R ⁵¹ and R ⁵² is, for example, the following, but the present invention is not limited to these.

[化35]

Further, the ring which the aliphatic hydrocarbon group in R ⁵⁰³ and R ⁵⁰⁴ are bonded to each other may have a substituent, and those disclosed in the above (Substituent Group W) may be mentioned.

(about ring Y ¹ and Y ² )

The rings Y ¹ and Y ² each independently represent a benzene ring or a naphthalene ring which may have a substituent.

Among them, the benzene ring and the naphthalene ring in the rings Y ¹ and Y ² may have a substituent, and the nitro group and the perfluoroalkyl group are excluded.

The reason is that when a nitro group or a perfluoroalkyl group is used as a substituent, the compound represented by the above formula (III) easily forms aggregates in the composition or film, whereby the brightness of the obtained color filter is liable to decrease. .

Further, the reason is that the nitro group or the perfluoroalkyl group easily accepts electrons from the peripheral molecules, whereby the compound represented by the above formula (III) is liable to be decomposed, and the heat resistance of the color filter obtained by using the color filter is likely to be lowered.

The compound represented by the above formula (III) may be a dimer or a trimer formed by linking a linking group with R ⁵¹ , R ⁵² , R ⁵⁰¹ and R ⁵⁰² .

Further, in the compound represented by the above formula (III), a cis-trans isomer may be present in the cation moiety, and any of the isomers may be used.

[About the compound represented by formula (III-1)]

The compound represented by the above formula (III) is preferably a compound represented by the following formula (III-1).

[化36]

(In the above formula (III-1), q, R ⁵¹ and R ⁵² , R ⁵⁰¹ and R ⁵⁰² and rings Y ¹ and Y ² have the same meanings as defined in the above formula (III).

R ⁴¹ and R ⁴² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cycloalkane having 3 to 8 carbon atoms which may have a substituent. base.

Further, R ⁴¹ and R ⁴² may be bonded to each other to form a ring, and the ring may have a substituent. )

(About R ⁴¹ and R ⁴² )

R ⁴¹ and R ⁴² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cycloalkane having 3 to 8 carbon atoms which may have a substituent. base.

Further, R ⁴¹ and R ⁴² may be bonded to each other to form a ring, and the ring may have a substituent.

R ⁴¹ and R ⁴² are the same as R ²¹ and R ²² in the above formula (I-1), and preferred ^embodiments are also the same.

In other words, R ⁴¹ and R ⁴² are preferably a fluorine atom-containing group, and particularly preferably a carbon number of 1 to 8 perfluoroalkyl group, from the viewpoint of dispersing the charge of the anion and stabilizing the anion.

In other words, the anion in the compound represented by the above formula (III-1) is preferably an anion represented by the above formula (I'-1) _A or (I'-2) _A.

(resolve resolution)

The compound represented by the above formula (III) can be synthesized, for example, according to the method disclosed in J. Chem. Soc., Perkin Trans. 1998, 2, 297., International Publication No. 2006/120205, and International Publication No. 2009/107734.

(molecular weight)

The molecular weight of the compound represented by the above formula (III) in the present invention is usually 550 or more, preferably 600 or more, and usually 2,100 or less.

When it is in the above range, it is preferable in terms of good solubility in a solvent and ease of production.

Preferred specific examples of the compound represented by the formula (III) in the present invention are shown below, but the present invention is not limited thereto.

Specific examples of the compound represented by the formula (III) [化37]

(content)

The third colored resin composition of the present invention preferably contains 1% by weight or more, more preferably 3% by weight or more, particularly preferably 5% by weight or more, and preferably 50% by weight or less, more preferably, based on the total solid content. The compound represented by the formula (III) is 40% by weight or less, particularly preferably 30% by weight or less.

When it is at most the above upper limit, the hardenability of the coating film is not easily lowered, and the film strength is sufficient, which is preferable. Moreover, when it is more than the above lower limit, the coloring power is sufficient, so that the chromaticity of the desired concentration is easily obtained, and the film thickness is not easily increased, which is preferable.

Further, the third colored resin composition of the present invention may contain only one kind of the compound (III) as the dye (A), and may contain two or more kinds.

Further, one or two or more kinds of other dyes may be contained, and the content of all (A) dyes in the third colored resin composition is preferably 1% by weight or more, or preferably 30% by weight or less, based on the composition.

Further, in the third colored resin composition of the present invention, the content of the compound (III) is preferably 30% by weight or more based on the solid content of all the (A) dyes.

[The fourth aspect of (A) dye]

The dye (A) contained in the fourth colored resin composition of the present invention contains a counter ion composed of a cation and an anion, and the molecular weight of the anion is 150 or more and 600 or less, and the counter ion satisfies the following formula (1) to Compound (IV) in the relationship of formula (3).

[Number 3]

(In the above formula, IP _cation represents the ionization potential (hartree) of the above cation, and the _cation represents the electron affinity (hartree) of the above cation, IP _anion represents the ionization potential (hartree) of the above anion, and EA _anion represents the electron of the _anion described above. Affinity (hartree)

The reason why the heat resistance is particularly excellent by the above configuration is presumed as follows.

Formula (2) represents the degree of localization of electrons in the cation in the ion, and Formula (3) represents the degree of localization of electrons in the anion in the ion.

In the case of ions, the degree of localization of electrons of anions and cations is similar to each other, and the interaction between anions and cations becomes stronger. That is, the formula (1) represents the difference in the degree of localization of the anion and the cation, meaning that the degree of localization is closer to each other.

Further, even if the degree of localization of the anion and the cation is similar to each other, if the anion is large, the optimum bonding with the cation is difficult, and it is difficult to improve the heat resistance. Therefore, the molecular weight of the anion is set to 150 or more and 600 or less.

When the compound (IV) of the present invention is formed, the molecular weight of the anion is preferably 150 or more and 600 or less, and may be appropriately selected from known materials in a manner satisfying the above (1) to (3).

In the present invention, the ionization potential and the electron affinity are optimized by molecular structure at the calculation level of HF/6-31G(D), and the highest occupied molecular orbital (HOMO, Highest Occupied Molecular Orbital) and the lowest unoccupied molecule are obtained. The energy of the LUMO (Lowest Unoccupied Molecular Orbital) is used as ionization potential (hartree) and electron affinity (hartree), respectively.

Further, when the ionization potential and the electron affinity are calculated, the cation and the anion are separately calculated.

As the cation, for example, those satisfying the above formula (3) are selected from the dyes disclosed in "Industrial Dyes-Chemistry, Properties, Applications- (Wiley-VCH, 2003, Klaus Hunger)".

More specifically, it may be exemplified by having triarylmethanes, cyanines, and styryl groups. A compound of a class such as a Chromophore can be appropriately selected depending on the desired color.

The candidate for the anion may be selected from the above formula (2) and having a molecular weight of 150 or more and 600 or less in such a manner that the relationship with the cation satisfies the formula (1).

The molecular weight of the anion is usually 150 or more, preferably 200 or more, more preferably 250 or more, and usually 600 or less, preferably 500 or less.

If it is in the above range, it is preferable in terms of obtaining the effect of the present invention satisfactorily.

Further, the molecular weight of the compound (IV) in the present invention is preferably 570 or more, more preferably 600 or more, and usually 3,000 or less.

When it is in the above range, it is preferable in terms of good solubility in a solvent and ease of production.

Further, the compound (IV) is preferably a compound represented by the following formula (I-2) _CA or (II-2) _CA.

[化38]

(In the above formula (I-2) _CA , R ⁶¹ to R ⁶⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ⁶¹ to R ⁶⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ⁶⁷ and R ⁶⁸ represent a hydrogen atom or an arbitrary substituent.

R ⁶⁷ and R ⁶⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring in the above formula (I-2) _CA may further have any substituent.

R ⁶⁰¹ and R ⁶⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom. .

R ⁶⁰¹ and R ⁶⁰² may also be bonded to each other to form a ring, and the ring may have a substituent. )

[39]

(In the above formula (II-2) _CA , R ⁷¹ to R ⁷⁶ each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent.

Adjacent R ⁷¹ to R ⁷⁶ may be bonded to each other to form a ring, and the ring may have a substituent.

R ⁷⁷ and R ⁷⁸ each independently represent a hydrogen atom or an arbitrary substituent.

R ⁷⁷ and R ⁷⁸ may be bonded to each other to form a ring, and the ring may have a substituent.

Further, the benzene ring and the anthracene ring in the above formula (II-2) _CA may further have any substituent. )

The aspect of the compound represented by the above formula (I-2) _CA and (II-2) _CA and the cation in [the compound represented by the formula (I)] and [the compound represented by the formula (II)] The cations are identical in appearance. The preferred aspect is also the same.

Namely, R ¹ to R ⁶ , R ⁶⁷ and R ⁶⁸ and R ⁷ of the cations in R ⁶¹ to R ⁶⁶ and [the compound represented by the formula (I)] in the compound represented by the above formula (I-2) _CA. And R ⁸ , R ⁶⁰¹ and R ⁶⁰² are the same as those of R ¹⁰¹ and R ¹⁰² , respectively.

Further, R ¹¹ to R ¹⁶ , R ⁷⁷ and R ⁷⁸ and R ¹⁷ in the cation of R ⁷¹ to R ⁷⁶ and the compound represented by the formula (II) in the compound represented by the above formula (II-2) _CA. The aspects of R ¹⁸ are the same.

In the present invention, among the compounds represented by the above formula (I) and the compound represented by the above formula (II), it is preferred to further satisfy the relationship of the above formulas (1) to (3).

(content)

The fourth colored resin composition of the present invention preferably contains 1% by weight or more, more preferably 3% by weight or more, particularly preferably 5% by weight or more, and preferably 50% by weight or less, more preferably in total solids. The compound (IV) is 40% by weight or less, particularly preferably 30% by weight or less.

When it is at most the above upper limit, the hardenability of the coating film is not easily lowered, and the film strength is sufficient, which is preferable. Moreover, when it is more than the above lower limit, the coloring power is sufficient, so that the chromaticity of the desired concentration is easily obtained, and the film thickness is not easily increased, which is preferable.

Further, the fourth colored resin composition of the present invention may contain only one kind of the compound (IV) as the dye (A), and may contain two or more kinds.

Further, one or two or more kinds of other dyes may be contained, and the content of all (A) dyes in the first colored resin composition is preferably 1% by weight or more, or preferably 30% by weight or less, based on the composition.

Further, in the fourth colored resin composition of the present invention, the content of the compound (IV) is preferably 30% by weight or more based on the solid content of all the (A) dyes.

[(C) Adhesive resin]

(C) The adhesive resin is preferably different depending on the curing means of the colored resin composition.

In the case where the colored resin composition of the present invention is a photopolymerizable resin composition, as the (C) adhesive resin, for example, Japanese Patent Laid-Open No. Hei 7-207211, Japanese Patent Laid-Open No. Hei 8-259876, and Japanese Patent No. Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Among the polymer compounds disclosed in the publications, etc., preferred are the following (C-1) to (C-5) resins.

(C-1): for a copolymer of an epoxy group-containing (meth) acrylate and another radical polymerizable monomer, an unsaturated monobasic acid is added to at least a part of the epoxy group of the copolymer. An alkali-soluble resin obtained by adding a polybasic acid anhydride to at least a part of a hydroxyl group formed by the addition reaction (hereinafter sometimes referred to as "resin (C-1)")

(C-2): a linear alkali-soluble resin (C-2) having a carboxyl group (hereinafter sometimes referred to as "resin (C-2)")

(C-3): a resin obtained by adding an epoxy group-containing unsaturated compound to the carboxyl group of the above resin (C-2) (hereinafter sometimes referred to as "resin (C-3)")

(C-4): (meth)acrylic resin (hereinafter sometimes referred to as "resin (C-4)")

(C-5): epoxy acrylate resin containing a carboxyl group (hereinafter sometimes referred to as "resin (C-5))

Among them, a resin (C-1) is particularly preferred, and the resin will be described below.

In addition, the resin (C-2) to (C-5) may be dissolved in an alkaline developing solution to have a solubility to the extent that the target development treatment is performed, and the Japanese Patent Laid-Open No. 2009-025813 The same is disclosed in the bulletin as the same item. The preferred aspect is also the same.

(C-1): for a copolymer of an epoxy group-containing (meth) acrylate and another radical polymerizable monomer, an unsaturated monobasic acid is added to at least a part of the epoxy group of the copolymer a resin obtained by adding a polybasic acid anhydride to at least a part of a hydroxyl group formed by the addition reaction

One of the special resins of the resin (C-1) is 5 to 90 mol% of the epoxy group-containing (meth)acrylate and 10 to 95 mol% of the other radical polymerizable monomer. a copolymer obtained by adding an unsaturated monobasic acid to 10 to 100 mol% of an epoxy group of the copolymer, or 10 to 100 mol of a hydroxyl group formed by the addition reaction. The alkali-soluble resin obtained by adding the polyanhydride to the ear%.

As the epoxy group-containing (meth) acrylate, for example, (meth)acrylic acid propyl acrylate, (meth)acrylic acid-3,4-butyl butyl acrylate, (meth)acrylic acid (3) , 4-epoxycyclohexyl)methyl ester, (meth)acrylic acid-4-hydroxybutyl ester glycidyl ether, and the like. Among them, preferred is glycidyl (meth)acrylate. These epoxy group-containing (meth) acrylates may be used alone or in combination of two or more.

The other radical polymerizable monomer which is copolymerized with the epoxy group-containing (meth) acrylate is not particularly limited as long as it does not impair the effects of the present invention, and examples thereof include a vinyl aromatic group. a diene, a (meth) acrylate, a (meth) acrylamide, a vinyl compound, an unsaturated dicarboxylic acid diester, a mono-n-butylene diimine, etc., particularly preferably A mono(meth)acrylate having a structure represented by the following formula (7).

The repeating unit derived from the mono(meth)acrylate having the structure represented by the following formula (7) is preferably 5 to 90 mol% in the repeating unit derived from "other radical polymerizable monomer". Further preferably, it contains 10 to 70 mol%, and particularly preferably 15 to 50 mol%.

[化40]

In the above formula (7), R ⁸⁹ represents a hydrogen atom or a methyl group, and R ⁹⁰ represents a structure represented by the following formula (8).

[化41]

In the above formula (8), R ⁹¹ to R ⁹⁸ each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. Further, R ⁹⁶ and R ⁹⁸ may be bonded to each other to form a ring.

The ring formed by linking R ⁹⁶ and R ^{98 is} preferably an aliphatic ring, either saturated or unsaturated, and more preferably has a carbon number of 5-6.

Among them, the structure represented by the formula (8) is particularly preferably represented by the following structural formula (8a), (8b) or (8c).

[化42]

Further, the mono(meth)acrylate having the structure represented by the above formula (8) may be used alone or in combination of two or more.

The "other radical polymerizable monomer" other than the mono(meth)acrylate having the structure represented by the above formula (8), in terms of improving the heat resistance and strength of the colored resin composition, Examples thereof include styrene, n-butyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl (meth)acrylate, and (meth)acrylic acid [草(上)+伯] Ester, adamantyl (meth) acrylate, benzyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, N-phenyl maleimide, N-cyclohexyl cis-butene Diterpenoid.

The content of the repeating unit derived from at least one selected from the above group of monomers is preferably from 1 to 70 mol%, more preferably from 3 to 50 mol%.

Further, in the copolymerization reaction of the epoxy group-containing (meth) acrylate with the above other radical polymerizable monomer, a known solution polymerization method can be applied.

In the present invention, the copolymer of the epoxy group-containing (meth) acrylate and the other radical polymerizable monomer is preferably a repeating unit derived from an epoxy group-containing (meth) acrylate. 5 to 90 mol%, and 10 to 95 mol% of the repeating unit derived from other radical polymerizable monomers, and more preferably 20 to 80 mol% of the former and 80 to 20 mol% of the latter. The composition is particularly preferably composed of 30 to 70 mol% of the former and 70 to 30 mol% of the latter.

When it is in the above range, the amount of addition of the polymerizable component and the alkali-soluble component to be described later is sufficient, and the heat resistance or the strength of the film is sufficient, which is preferable.

The unsaturated monobasic acid (polymerizable component) and the polybasic acid anhydride (alkali soluble component) are further reacted with the epoxy group of the epoxy group-containing copolymer synthesized as described above.

Here, as the unsaturated monobasic acid to be added to the epoxy group, a known one can be used, and examples thereof include an unsaturated carboxylic acid having an ethylenically unsaturated double bond.

Specific examples thereof include (meth)acrylic acid, crotonic acid, o-, m-, p-vinylbenzoic acid, α-position halogenated alkyl group, alkoxy group, halogen atom, nitro group, or cyanide. A monocarboxylic acid such as a (meth)acrylic acid substituted with a group or the like. Among them, (meth)acrylic acid is preferred. These may be used alone or in combination of two or more.

By adding such a component, the adhesive resin used in the present invention can be imparted with polymerizability.

The unsaturated monobasic acid is usually added in an amount of 10 to 100 mol%, preferably 30 to 100 mol%, more preferably 50 to 100 mol%, of the epoxy group of the above copolymer. . When it is in the above range, the colored resin composition is excellent in stability over time, which is preferable. Further, as a method of adding an unsaturated monobasic acid to the epoxy group of the copolymer, a known method can be employed.

Further, as a polybasic acid anhydride which is added to a hydroxyl group formed when an unsaturated monobasic acid is added to an epoxy group of a copolymer, a known one can be used.

For example, a dibasic acid anhydride such as maleic anhydride, succinic anhydride, itaconic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride or chloric anhydride; A trivalent or higher anhydride such as tricarboxylic anhydride, pyromellitic anhydride, diphenylketone tetracarboxylic anhydride or biphenyltetracarboxylic anhydride. Among them, succinic anhydride and tetrahydrophthalic anhydride are preferred. These polybasic acid anhydrides may be used alone or in combination of two or more.

By adding such a component, the binder resin used in the present invention can be rendered alkali-soluble.

The polybasic acid anhydride is usually added in an amount of 10 to 100 mol%, preferably 20 to 90 mol%, of a hydroxyl group formed by adding an unsaturated monobasic acid to the epoxy group of the copolymer. More preferably, it is a 30% to 80% molar addition.

When it is in the above range, the residual film ratio and solubility at the time of development are sufficient, which is preferable.

Further, as a method of adding a polybasic acid anhydride to the hydroxyl group, a known method can be employed.

Further, in order to enhance the photosensitivity, after the addition of the polybasic acid anhydride, a glycidyl (meth)acrylate or a glycidyl ether compound having a polymerizable unsaturated group may be added to a part of the generated carboxyl group. The structure of such a resin is disclosed, for example, in Japanese Laid-Open Patent Publication No. Hei 8-297366 or Japanese Patent Laid-Open No. 2001-89533.

The weight average molecular weight (Mw) in terms of polystyrene measured by a gel permeation chromatography (GPC, Gel Permeation Chromatography) is preferably 3,000 to 100,000, particularly preferably 5,000 to 50,000. . When it is in the above range, it is preferable in terms of heat resistance, film strength, and further solubility in a developing solution.

Further, as a standard of the molecular weight distribution, the weight average molecular weight (Mw) / the number average molecular weight (Mn) is preferably from 2.0 to 5.0.

Further, the acid value of the binder resin (C-1) is usually from 10 to 200 mg-KOH/g, preferably from 15 to 150 mg-KOH/g, and more preferably from 25 to 100 mg-KOH/g. If the acid value is too low, the solubility in the developer may be lowered. On the other hand, if it is too high, film roughness may occur.

The content of the (C) binder resin in the colored resin composition is usually from 0.1 to 80% by weight, preferably from 1 to 60% by weight, based on the total solids.

When it is in the above range, the adhesion to the substrate is good, and the permeability of the developer to the exposed portion is moderate, and the surface smoothness or sensitivity of the pixel is good, which is preferable in this respect.

[(B) Solvent]

The colored resin composition of the present invention contains (B) a solvent as an essential component. The solvent has a function of dissolving or dispersing each component contained in the colored resin composition to adjust the viscosity.

As the solvent (B), any component constituting the colored resin composition may be dissolved or dispersed, and it is preferred to select a boiling point of 100 to 200 °C. More preferably, it has a boiling point of 120 to 170 °C.

As such a solvent, the following are mentioned, for example.

Ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol a diol such as alcohol monoethyl ether, methoxymethylpentanol, propylene glycol monoethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, 3-methyl-3-methoxybutanol or tripropylene glycol monomethyl ether Monoalkyl ethers; ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether Glycol dialkyl ethers; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate Ester, methoxybutyl acetate, 3-methoxybutyl acetate, methoxypentyl acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate a glycol alkyl ether acetate such as ester, dipropylene glycol monomethyl ether acetate or 3-methyl-3-methoxybutyl acetate; diethyl ether, dipropyl ether, diisopropyl ether, Dipentyl ether, ethyl isobutyl ether Ethers such as dihexyl ether; acetone, methyl ethyl ketone, methyl amyl ketone, methyl isopropyl ketone, methyl isoamyl ketone, diisopropyl ketone, diisobutyl ketone, Ketones such as isobutyl ketone, cyclohexanone, ethyl amyl ketone, methyl butyl ketone, methyl hexyl ketone, methyl decyl ketone; ethanol, propanol, butanol, hexanol, ring Mono- or polyhydric alcohols such as hexanol, ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, glycerol; n-pentane, n-octane, diisobutylene, n-hexane, hexene, isoprene Aliphatic hydrocarbons such as dipentene and dodecane; alicyclic hydrocarbons such as cyclohexane, methylcyclohexane, methylcyclohexene, and dicyclohexyl; benzene, toluene, xylene, Aromatic hydrocarbons such as cumene; amyl formate, ethyl formate, ethyl acetate, butyl acetate, propyl acetate, amyl acetate, methyl isobutyrate, ethylene glycol acetate, propionic acid Ethyl ester, propyl propionate, butyl butyrate, isobutyl butyrate, methyl isobutyrate, ethyl octanoate, butyl hard acid, ethyl benzoate, methyl 3-ethoxypropionate, 3 -ethyl ethoxypropionate Chain of methyl 3-methoxypropionate, ethyl 3-methoxypropionate, propyl 3-methoxypropionate, butyl 3-methoxypropionate, γ-butyrolactone Or cyclic esters; alkoxycarboxylic acids such as 3-methoxypropionic acid or 3-ethoxypropionic acid; halogenated hydrocarbons such as chlorobutane and chloropentane; methoxymethylpentane An ether ketone such as a ketone; a nitrile such as acetonitrile or benzonitrile; and a commercially available solvent corresponding to the above, including mineral spirits, Barsol #2, Apco #18 solvent, Apco thinner, Socal solvent No.1 and No.2, Solvesso#150, Shell TS28 solvent, carbitol, ethyl carbitol, butyl carbitol, methyl cellosolve, ethyl cellosolve, ethyl cellosolve B An acid ester, a methyl cellosolve acetate, a Diglyme (all trade names), and the like.

These solvents may be used alone or in combination of two or more.

Among the above solvents, the diol monoalkyl ethers are preferred in terms of the solubility of the above (A) dye of the present invention. Among them, propylene glycol monomethyl ether is particularly preferable in terms of solubility of various constituent components in the composition.

Further, for example, when the pigment (F) described later is contained as an optional component, the balance between coatability and surface tension is preferable, and the solubility of the constituent components in the composition is relatively high, and it is more preferable to further mix. A glycol alkyl ether acetate is used as a solvent. Further, in the pigment-containing composition, the diol monoalkyl ether has a high polarity and tends to aggregate the pigment, and the viscosity of the colored resin composition is increased to lower the storage stability. Therefore, the amount of the diol monoalkyl ethers used is not excessive, and the ratio of the diol monoalkyl ethers in the solvent (B) is preferably from 5 to 50% by weight, more preferably from 5 to 30% by weight. .

Moreover, from the viewpoint of the suitability of the slit coating method corresponding to the recent large substrate or the like, it is also preferred to use a solvent having a boiling point of 150 ° C or higher. In this case, the content of the high boiling point solvent is preferably from 3 to 50% by weight, more preferably from 5 to 40% by weight, particularly preferably from 5 to 30% by weight, based on the total of the solvent (B). When the amount of the high-boiling solvent is too small, for example, the dye component at the tip of the slit nozzle is precipitated and solidified to cause foreign matter defects, and if the amount is too large, the drying speed of the composition is slow, and the color filter described later may be caused. Problems such as poor tempo of the vacuum drying process in the manufacturing step, or pre-baked stitches.

Further, the solvent having a boiling point of 150 ° C or higher may be a glycol alkyl ether acetate or a glycol alkyl ether. In this case, a solvent having a boiling point of 150 ° C or higher may not be further contained.

The colored resin composition of the present invention can also be produced by a color filter using an inkjet method, and in the production of a color filter by an inkjet method, since the ink ejected from the nozzle is several to several tens of pL, it is very small. Therefore, there is a tendency for the solvent to evaporate and the ink to be concentrated and dried before being sprayed around the nozzle opening or before being sprayed into the pixel bank. In order to avoid this tendency, the boiling point of the solvent is preferably higher. Specifically, the solvent (B) preferably contains a solvent having a boiling point of 180 ° C or higher. Particularly preferred is a solvent having a boiling point of 200 ° C or higher, particularly a boiling point of 220 ° C or higher. Further, the high boiling point solvent having a boiling point of 180 ° C or higher is preferably 50% by weight or more of the solvent (B). When the ratio of such a high boiling point solvent is less than 50% by weight, the effect of preventing evaporation of the solvent from the ink droplets is not sufficiently exhibited.

In the colored resin composition of the present invention, the content of the solvent (B) is not particularly limited, and the upper limit is usually set to 99% by weight. When the content of the solvent (B) in the composition exceeds 99% by weight, the concentration of each component other than the solvent (B) is too small to be suitable for forming a coating film. On the other hand, the lower limit of the content of the solvent (B) is usually 75% by weight, preferably 80% by weight, and more preferably 82% by weight in view of viscosity or the like suitable for coating.

[(D) Polymerizable monomer]

The colored resin composition of the present invention preferably contains (D) a polymerizable monomer.

(D) The polymerizable monomer is not particularly limited as long as it is a polymerizable low molecular compound, and is preferably a compound capable of undergoing addition polymerization having at least one ethylenic double bond (hereinafter sometimes referred to as "ethylenic compound"). ).

The ethylenic compound is a compound having an ethylenic double bond which is hardened by addition polymerization in the case where the colored resin composition of the present invention is irradiated with active light rays by the action of a photopolymerization starting component to be described later. Further, the (D) polymerizable single system in the present invention means a concept opposite to a so-called high molecular substance, and includes a dimer, a trimer, and an oligomer in addition to the narrowly defined monomer.

(D) Examples of the ethylenic compound in the polymerizable monomer include unsaturated carboxylic acids such as (meth)acrylic acid; esters of monohydroxy compounds with unsaturated carboxylic acids; aliphatic polyhydroxy compounds and unsaturated carboxylic acids; An acid ester; an ester of an aromatic polyhydroxy compound and an unsaturated carboxylic acid; obtained by esterification reaction of an unsaturated carboxylic acid with a polyvalent carboxylic acid, a polyhydroxy compound such as the above aliphatic polyhydroxy compound or an aromatic polyhydroxy compound; An ester; an ethylenic compound having an urethane skeleton obtained by reacting a polyisocyanate compound with a hydroxy compound containing a (meth) acrylonitrile group.

Examples of the ester of the aliphatic polyhydroxy compound and the unsaturated carboxylic acid include ethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, and trimethylolpropane tris(methyl). Acrylate, trimethylolethane tri(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(a) (meth) acrylate such as acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, glycerol (meth) acrylate or the like. Further, it is possible to replace the (meth)acrylic acid moiety of the (meth) acrylate with the itaconic acid ester of the itaconic acid moiety, the butenoic acid ester of the butenoic acid moiety, or replace it with a cis. a maleic acid moiety maleate or the like.

Examples of the ester of the aromatic polyhydroxy compound and the unsaturated carboxylic acid include hydroquinone di(meth)acrylate, resorcinol di(meth)acrylate, and pyrogallol tris(methyl). ) Acrylate and the like.

The ester obtained by esterification of an unsaturated carboxylic acid with a polyvalent carboxylic acid and a polyvalent hydroxy compound may be a single substance or a mixture. Typical examples include condensates of (meth)acrylic acid, phthalic acid and ethylene glycol; condensates of (meth)acrylic acid, maleic acid and diethylene glycol; (methyl) a condensate of acrylic acid, terephthalic acid and pentaerythritol; a condensate of (meth)acrylic acid, adipic acid, butanediol and glycerin, and the like.

Examples of the ethylenic acid group having a urethane skeleton obtained by reacting a polyisocyanate compound with a hydroxy compound containing a (meth) acrylonitrile group include hexamethylene diisocyanate and trimethyl hexamethylene. An aliphatic diisocyanate such as a diisocyanate; an alicyclic diisocyanate such as cyclohexane diisocyanate or isophorone diisocyanate; an aromatic diisocyanate such as toluene diisocyanate or diphenylmethane diisocyanate; and (meth)acrylic acid- A reaction product of a (meth)acrylonyl group-containing hydroxy compound such as 2-hydroxyethyl ester or 3-hydroxy[1,1,1-tris(meth)acryloxymethyl]propane.

Further, examples of the ethylenic compound used in the present invention include (meth)acrylamides such as ethyl bis(meth)acrylamide; and allylic phthalate such as diallyl phthalate; An ester; a vinyl group-containing compound such as divinyl phthalate.

Among these, an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid is preferred, a (meth) acrylate of pentaerythritol or dipentaerythritol is more preferred, and dipentaerythritol hexa (meth) acrylate is particularly preferred.

Further, the ethylenic compound may also be a monomer having an acid value. As the monomer having an acid value, for example, an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid, it is preferred to react a non-aromatic carboxylic anhydride with an unreacted hydroxyl group of the aliphatic polyhydroxy compound to have an acid group. A functional monomer, particularly preferably an aliphatic polyhydroxy compound in the ester, is pentaerythritol and/or dipentaerythritol.

These monomers may be used singly, but a mixture of two or more kinds may be used because it is difficult to obtain a single compound.

Further, as the (D) polymerizable monomer, a polyfunctional monomer having no acid group and a polyfunctional monomer having an acid group may be used in combination as needed.

The preferred acid value of the polyfunctional monomer having an acid group is 0.1 to 40 mg-KOH/g, particularly preferably 5 to 30 mg-KOH/g.

If it is in the above range, the development and dissolution characteristics are not easily lowered, and the production or handling is easy. Further, the photopolymerization performance is not easily lowered, and the surface smoothness of the pixel is good, and the curability is good, which is preferable.

In the present invention, a more preferable polyfunctional monomer having an acid group is, for example, a mixture containing dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, and dipentaerythritol pentaacrylate succinate as a main component. The polyfunctional monomer can also be used in combination with other polyfunctional monomers.

In the colored resin composition of the present invention, the content of the (D) polymerizable monomer is usually 1% by weight or more, preferably 5% by weight or more, more preferably 10% by weight or more, based on the total solid content, and usually It is 80% by weight or less, preferably 70% by weight or less, more preferably 50% by weight or less, and particularly preferably 40% by weight or less.

Further, the ratio of the (D) polymerizable monomer to the dye (A) is usually 1% by weight or more, preferably 5% by weight or more, more preferably 10% by weight or more, particularly preferably 20% by weight or more, and more preferably It is usually 200% by weight or less, preferably 100% by weight or less, and more preferably 80% by weight or less.

When it is in the above range, the photohardening is moderate, and it is difficult to cause poor adhesion during development, and the cross section after development is less likely to have an inverted conical shape, and it is less likely to cause peeling and peeling failure due to a decrease in solubility, which is preferable.

[(E) Photopolymerization starting component and/or thermal polymerization starting component]

The colored resin composition of the present invention preferably contains (E) a photopolymerization starting component and/or a thermal polymerization starting component for the purpose of curing the coating film. However, the method of hardening may also not depend on the initiator.

In particular, in the case where the colored resin composition of the present invention contains a resin having an ethylenic double bond as the component (C) or contains an ethylenic compound as the component (D), it is preferred to contain a light having direct absorption or a light absorption. A photopolymerization starting component which causes a decomposition reaction or a hydrogen abstraction reaction to produce a function of polymerizing living radicals and/or a thermal polymerization starting component which generates a living active radical by heat. In addition, the component (E) which is a photopolymerization starting component in the present invention refers to a photopolymerization initiator (hereinafter also referred to as "(E1) component arbitrarily") and a polymerization accelerator (hereinafter also referred to arbitrarily A mixture of an additive such as "(E2) component") and a sensitizing dye (hereinafter referred to as "(E3) component").

(photopolymerization starting component)

The photopolymerization starting component which can be contained in the colored resin composition of the present invention is usually a mixture of (E1) photopolymerization initiator, and optionally (E2) polymerization accelerator and (E3) sensitizing dye. It is used in the form of a component which directly absorbs light or undergoes light sensitization to cause a decomposition reaction or a hydrogen abstraction reaction, and produces a function of polymerizing active radicals.

The (E1) photopolymerization initiator which is a photopolymerization-initiating component, for example, is disclosed in Japanese Laid-Open Patent Publication No. Sho 59-152396, and Japanese Patent Laid-Open Publication No. 61-151197. The hexaarylbiimidazole derivative disclosed in each of the publications of Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. Halogenated methylation as disclosed in Japanese Laid-Open Patent Publication No. Hei 10-39503 Diazole derivatives, halogenated methyl groups - all three Free derivatives such as N-aryl-α-amino acids such as N-phenylglycine, N-aryl-α-amino acid salts, and N-aryl-α-amino acid esters The base active agent, the α-aminoalkylphenone derivative, and the oxime ester derivative disclosed in JP-A-2000-80068.

Specifically, for example, a photopolymerization initiator disclosed in International Publication No. WO 2009/107734 or the like can be mentioned.

Among these (E1) photopolymerization initiators, α-aminoalkylphenone derivatives, oxime ester derivatives, biimidazole derivatives, acetophenone derivatives, and 9-oxygen are more preferred. sulfur Derivatives.

Further, examples of the oxime ester-derived derivatives include 1,2-octanedione, 1-[4-(phenylthio)phenyl]-, 2-(o-benzhydrylhydrazine), and ethyl ketone. , 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl], 1-(o-ethylindenyl) and the like.

In addition, benzoin alkyl ethers and anthracene derivatives; 2-methyl-(4'-methylthiophenyl)-2- Acetophenone derivatives such as phenyl-1-propanone, 2-ethyl-9-oxosulfur 2,4-diethyl-9-oxosulfur 9-oxosulfur Derivatives, benzoate derivatives, acridine derivatives, brown Derivatives, anthrone derivatives, and the like.

Among the photopolymerization initiators, α-aminoalkylphenone derivatives, 9-oxosulfuric acid are more preferred. Derivatives, oxime ester derivatives. Particularly preferred are oxime ester derivatives.

Examples of the (E2) polymerization accelerator to be used, for example, N,N-dialkylaminobenzoic acid alkyl esters such as N,N-dimethylaminobenzoic acid ethyl ester; 2-mercapto Benzothiazole, 2-mercaptobenzophenone a mercapto compound having a heterocyclic ring such as an azole or a 2-mercaptobenzimidazole; or a mercapto compound such as an aliphatic polyfunctional mercapto compound.

These (E1) photopolymerization initiators and (E2) polymerization accelerators may be used alone or in combination of two or more.

Moreover, (E3) sensitizing dye is used for the purpose of improving induction sensitivity as needed. The sensitizing dye is used in accordance with the wavelength of the image-exposure light source. For example, the dibenzopyrazine disclosed in Japanese Laid-Open Patent Publication No. Hei-4-221958 A coumarin dye having a heterocyclic ring disclosed in each of the publications of Japanese Laid-Open Patent Publication No. Hei No. Hei. No. Hei. A 3-keto coumarin dye disclosed in each of the publications of Japanese Laid-Open Patent Publication No. Hei No. Hei 5-289335, and the pyrromethylene-based dye disclosed in Japanese Laid-Open Patent Publication No. Hei 6-19240, and the like. Japanese Laid-Open Patent Publication No. Sho. No. Sho. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Patent Laid-Open No. Sho 58-15503, Japanese Patent Laid-Open No. Sho 60-88005, Japanese Patent Laid-Open No. SHO 59-56403, Japanese Patent Laid-Open No. Hei No. 2-69, and Japanese Patent Laid-Open No. 57- Japanese Patent No. 168088, Japanese Patent JP Hei 5-107761, Japanese Patent Laid-Open Publication No. 5-210240, each of Japanese Patent Publication Laid-Open Patent Publication No. 4-288818 discloses the like of the dye having the dialkylamino benzene skeleton and the like.

(E3) The sensitizing dye may be used alone or in combination of two or more.

In the colored resin composition of the present invention, the content of the (E) photopolymerization starting component is usually 0.1% by weight or more, preferably 0.2% by weight or more, and more preferably 0.5% by weight or more, based on the total solid content. It is usually 40% by weight or less, preferably 30% by weight or less, and more preferably 20% by weight or less.

If it is in the above range, the sensitivity to the exposure light is good, and the solubility of the unexposed portion for development is good, which is preferable in this respect.

(thermal polymerization starting component)

Specific examples of the thermal polymerization starting component which may be contained in the colored resin composition of the present invention include an azo compound, an organic peroxide, and hydrogen peroxide. Among these, an azo compound can be suitably used. More specifically, for example, a thermal polymerization starting component disclosed in International Publication No. 2009/107734 or the like can be used.

These thermal polymerization starting components may be used alone or in combination of two or more.

[Other optional ingredients]

The colored resin composition of the present invention may contain, in addition to the above components, a surfactant, an organic carboxylic acid, and/or an organic carboxylic anhydride, a thermosetting compound, a plasticizer, a heat-resistant polymerization agent, a storage stabilizer, and a surface protective agent. , adhesion enhancer, development improver, etc. Further, in the case of containing the pigment (F) described later, a dispersing agent or a dispersing aid may be contained. As the optional components, for example, various compounds disclosed in JP-A-2007-113000 can be used.

<(F) pigment>

The colored resin composition of the present invention can also be used for the purpose of improving the heat resistance of the obtained color filter, and the (F) pigment is contained within a range that does not impair the effects of the present invention.

As the (F) pigment, for example, in the case of forming a pixel of a color filter or the like, a pigment of various colors such as blue or purple can be used. Moreover, examples of the chemical structure include a phthalocyanine system, a quinacridone system, a benzimidazolone system, and Organic pigments such as linden, indanthrene, and lanthanide. In addition, various inorganic pigments and the like can also be used. Hereinafter, specific examples of the pigments that can be used are indicated by pigment numbers.

As the blue pigment, for example, CI Pigment Blue 1, 1, 2, 9, 14, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 17, 19 , 25, 27, 28, 29, 33, 35, 36, 56, 56: 1, 60, 61, 61: 1, 62, 63, 66, 67, 68, 71, 72, 73, 74, 75, 76 , 78, 79, etc.

Among these, a blue copper phthalocyanine pigment is preferable, and as the copper phthalocyanine pigment, CI Pigment Blue 15, 15:1, 15:2, 15:3, 15:4, 15 is preferable. :6, etc., and then CI Pigment Blue 15:6.

Therefore, in the case where the colored resin composition of the present invention contains a blue pigment, it is preferably 80% by weight or more, particularly preferably 90% by weight or more, and particularly preferably 95 to 100% by weight based on the total content of the blue pigment. For CIPigment Blue 15:6.

Examples of the violet pigment include CI Pigment Violet 1, 1:1, 2, 2:2, 3, 3:1, 3:3, 5, 5:1, 14, 15, 16, 19, 23, 25, 27, 29, 31, 32, 37, 39, 42, 44, 47, 49, 50, etc.

Among these, it is preferably purple Pigment, as the second The pigment is preferably CI Pigment Violet 19, 23 or the like, and further preferably CI Pigment Violet 23.

Therefore, in the case where the colored resin composition of the present invention contains a violet pigment, it is preferably 80% by weight or more, particularly preferably 90% by weight or more, and particularly preferably 95 to 100% by weight based on the total content of the violet pigment. Pigment Violet 23.

These may be used alone or in combination of two or more kinds in any combination and in any ratio.

The (F) pigment used in the colored resin composition of the present invention preferably has a smaller average primary particle diameter in terms of forming a pixel having a higher contrast ratio, and specifically, the average primary particle diameter is preferably 40. Below nm, more preferably below 35 nm.

Particularly, in the case of the blue copper phthalocyanine pigment, the average primary particle diameter is preferably 40 nm or less, more preferably 35 nm or less, and still more preferably 20 to 30 nm.

Again, about two The average primary particle diameter of the pigment is preferably 40 nm or less, more preferably 25 to 35 nm. In terms of the fact that the pigment is less likely to aggregate in the colored resin composition, it is preferred that the average primary particle diameter is not too small.

In addition, the average primary particle diameter of the (F) pigment here is measured and calculated by the following method.

First, the (F) pigment was ultrasonically dispersed in chloroform, dropped onto a screen to which a rubber film was attached, dried, and observed by a transmission electron microscope (TEM, Transmission Electron Microscopy) to obtain a pigment. The first particle image. According to this image, the particle diameter of each pigment particle is set to an approximate area circle diameter of a circle of the same area, and the particle diameter is determined for each of a plurality of pigment particles (usually about 200 to 300).

Using the value of the obtained primary particle diameter, the average value of the number was calculated by the following formula, and the average particle diameter was determined.

Particle size of each pigment particle: X ₁ , X ₂ , X ₃ , X ₄ , ...., X _i , ... X _m

[Number 4]

{quantity}

In the present invention, in the case of containing the (F) pigment, the content of the pigment in the colored resin composition is usually 80% by weight or less, preferably 50% by weight or less, based on the total solid content.

Further, the content of 100 parts by weight of the dye (A) is usually 2,000 parts by weight or less, preferably 1,000 parts by weight or less.

When it is set to the above range, it is preferable not to have a large influence on the transmittance of the compounds (I) to (IV) and to improve the heat resistance more easily.

[Dispersant]

In the case where the colored resin composition of the present invention contains (F) a pigment, it is preferred to further contain a dispersing agent.

The dispersing agent in the present invention is not particularly limited as long as the pigment can be dispersed and kept stable.

For example, a cationic, anionic, nonionic or amphoteric dispersing agent can be used, and a polymer dispersing agent is preferred. Specific examples thereof include a block copolymer, a polyurethane, a polyester, an alkylammonium salt or a phosphate salt of a polymer copolymer, a cationic comb-type graft polymer, and the like. Among these dispersants, a block copolymer, a polyurethane, and a cationic comb graft polymer are preferred. Particularly preferred is a block copolymer, and among them, a block copolymer composed of a solvophilic A block and a B block having a functional group containing a nitrogen atom is preferred.

Specifically, examples of the B block having a functional group containing a nitrogen atom include a unit structure having a quaternary ammonium salt group and/or an amine group in a side chain, and on the other hand, a solvophilic A block. A unit structure which does not have a quaternary ammonium salt group and an amine group is mentioned.

The B block constituting the acrylic block copolymer is a site having a unit structure having a quaternary ammonium salt group and/or an amine group and having a pigment adsorption function.

Further, in the case where the related B block has a quaternary ammonium salt group, the quaternary ammonium salt group may be directly bonded to the main chain, or may be bonded to the main chain via a divalent linking group.

As such a block copolymer, for example, those disclosed in Japanese Laid-Open Patent Publication No. 2009-025813 can be cited.

Further, the colored resin composition of the present invention may contain a dispersing agent other than the above. As another dispersing agent, for example, those disclosed in Japanese Laid-Open Patent Publication No. 2006-343648 can be cited.

In the case where the colored resin composition of the present invention contains (F) a pigment as the dye (A), it is preferred that the content of the dispersant in the total solid content is from 2 to 1000% by weight based on the total content of the (F) pigment. It is preferably used in a range of 5 to 500% by weight, particularly preferably 10 to 250% by weight.

By setting it within the above range, it is preferable to ensure good pigment dispersibility without affecting the heat resistance of the compounds (I) to (IV), and to further improve the dispersion stability of the pigment.

[Preparation method of colored resin composition]

In the present invention, the colored resin composition can be produced by a suitable method, for example, by mixing the above (A) dye and (C) binder resin with (B) a solvent and optionally any optional component.

Further, as a method for producing the (F) pigment as the dye (A), a method of preparing the solvent in the presence of a dispersing agent and optionally a dispersing aid in the presence of a dispersing agent may be mentioned. The (A) dye containing the (F) pigment may be used together with a part of the (C) adhesive resin, for example, a paint shaker, a sand mill, a ball mill, a roll mill, a stone mill, a jet mill, a homogenizer, or the like. The mixture was mixed and dispersed while being pulverized to prepare a colored dispersion. To the colored dispersion, (A) a dye, (C) a binder resin, and optionally (D) a polymerizable monomer, (E) a photopolymerization starting component, and/or a thermal polymerization starting component are added and mixed.

[Application of colored resin composition]

The colored resin composition of the present invention is usually in a state in which all constituent components are dissolved or dispersed in a solvent. Such a colored resin composition is supplied onto a substrate to form a constituent member such as a color filter, a liquid crystal display device, or an organic EL display.

Hereinafter, as an application example of the colored resin composition of the present invention, an application as a pixel of a color filter, and a liquid crystal display device (panel) and an organic EL display using the same will be described.

<Color Filter>

The color filter of the present invention has pixels formed of the colored resin composition of the present invention.

Hereinafter, a method of forming the color filter of the present invention will be described.

The pixels of the color filter can be formed by various methods. Here, the case where the photopolymerizable coloring resin composition is formed by photolithography will be described as an example, but the production method is not limited thereto.

First, a black matrix is formed on the surface of the substrate as needed to form a portion of the pixel, and the colored resin composition of the present invention is applied onto the substrate, and then prebaked to evaporate the solvent to form a coating film. Then, after exposing the coating film to the mask, the image is developed using an alkali developing solution, and the unexposed portion of the coating film is dissolved and removed, and then post-baking is performed, whereby each pixel of red, green, and blue can be formed. Pattern, make color filters.

The substrate to be used for forming the pixel is not particularly limited as long as it is transparent and has moderate strength, and examples thereof include a polyester resin, a polyolefin resin, a polycarbonate resin, an acrylic resin, and a thermoplastic resin. Resin sheet, epoxy resin, thermosetting resin, various glasses, and the like.

Further, the substrate may be subjected to an appropriate pretreatment such as a film formation treatment such as a decane coupling agent or an urethane resin, a surface treatment such as a corona discharge treatment or an ozone treatment, as necessary.

When the colored resin composition is applied onto a substrate, a spinning method, a wire bar method, a flow coating method, a slit and a spin method, a die coating method, a roll coating method, a spray coating method, or the like can be given. Among them, a slit and a spin method, and a die coating method are preferable.

The thickness of the coating film is usually 0.2 to 20 μm, preferably 0.5 to 10 μm, particularly preferably 0.8 to 5.0 μm, in terms of film thickness after drying.

If it is in the above range, the gap adjustment in the pattern development or liquid crystal unitization step is easy, and it is easy to express the desired color, which is preferable in this respect.

As the radiation used for the exposure, for example, visible light, ultraviolet light, far ultraviolet light, electron beam, X-ray or the like can be used, and radiation having a wavelength in the range of 190 to 450 nm is preferable.

The light source used for exposure of the image to use radiation having a wavelength of 190 to 450 nm is not particularly limited, and examples thereof include a xenon lamp, a halogen lamp, a tungsten lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, and a medium voltage. Mercury lamps, low-pressure mercury lamps, carbon arcs, fluorescent lamps and other light sources; argon ion lasers, YAG lasers, excimer lasers, nitrogen lasers, cadmium-cadmium lasers, semiconductor lasers and other laser sources. An optical filter can also be used in the case of illuminating light of a specific wavelength.

The amount of exposure of the radiation is preferably from 10 to 10,000 J/m ² .

Further, as the alkali developing solution, for example, sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, sodium citrate, potassium citrate or sodium metasilicate is preferable. , inorganic sodium basic compounds such as sodium phosphate, potassium phosphate, sodium hydrogen phosphate, potassium hydrogen phosphate, sodium dihydrogen phosphate, potassium dihydrogen phosphate, ammonium hydroxide; mono-‧ di- or tri-ethanolamine, mono-‧ ‧ or tri-methylamine, mono-‧ di- or tri-ethylamine, mono- or di-isopropylamine, n-butylamine, mono-‧ di-‧ or tri-isopropanolamine An aqueous solution of an organic basic compound such as ethyleneimine, ethylene diimine, tetramethylammonium hydroxide (TMAH) or choline.

In the above alkali developing solution, for example, a water-soluble organic solvent such as isopropyl alcohol, benzyl alcohol, ethyl cellosolve, butyl cellosolve, phenyl cellosolve, propylene glycol or diacetone alcohol, or a surfactant may be added in an appropriate amount. Further, after alkali development, water washing is usually carried out.

As the development treatment method, any one of a immersion development method, a spray development method, a brush development method, and an ultrasonic development method can be used. The development conditions are preferably carried out at room temperature (23 ° C) for 5 to 300 seconds.

The conditions of the development treatment are not particularly limited, and the development temperature is usually 10 ° C or higher, preferably 15 ° C or higher, more preferably 20 ° C or higher, and usually 50 ° C or lower, preferably 45 ° C or lower, and further preferably The range below 40 ° C.

The developing method may be any one of a dipping development method, a spray development method, a brush development method, and an ultrasonic development method.

In the case where the color filter produced in this manner is used in a liquid crystal display device, a transparent electrode such as indium tin oxide (ITO) is formed on the image in this state, and is used as a color display or a liquid crystal display device. In order to improve surface smoothness or durability, a top coat of polyimide or polyimide may be provided on the image as needed. Further, in some applications such as a planar alignment type driving method (In-Plane Switching mode), a transparent electrode may not be formed. Further, in the vertical alignment type driving method (MVA (Multi-domain Vertical Alignment) mode), ribs may be formed in some cases. Further, a column structure (light spacer) obtained by photolithography may be formed instead of the bead-scattering spacer.

<Liquid crystal display device>

The liquid crystal display device of the present invention uses the above-described color filter of the present invention. The type or configuration of the liquid crystal display device of the present invention is not particularly limited, and the color filter of the present invention can be assembled in a usual manner.

For example, the liquid crystal display device of the present invention can be formed by the method disclosed in the "Liquid Crystal Device Handbook" (Japanese Journal of Industrial Press, issued on September 29, 1989, and the Japanese Society for the Promotion of Science, No. 142).

<Organic EL display>

In the case of producing an organic EL display including the color filter of the present invention, for example, as shown in FIG. 1, a blue color filter having blue pixels 20 formed on the transparent support substrate 10 by the colored resin composition of the present invention is formed. The organic light-emitting body 500 is laminated on the light sheet via the organic protective layer 30 and the inorganic oxide film 40, whereby the multi-color organic EL element 100 is produced.

As a method of laminating the organic light-emitting body 500, a transparent anode 50, a hole injection layer 51, a hole transport layer 52, a light-emitting layer 53, an electron injection layer 54, and a cathode 55 are sequentially formed on the color filter. The method or the method of bonding the organic light-emitting body 500 formed on another substrate to the inorganic oxide film 40, or the like. The organic EL element 100 thus produced can be applied to an organic EL display of a passive driving type, and can also be applied to an organic EL display of an active driving type.

[Examples]

Hereinafter, the present invention will be more specifically described by way of Synthesis Examples, Examples and Comparative Examples, and the present invention is not limited to the following examples as long as the scope of the invention is not exceeded.

[1] (C) Synthesis of adhesive resin (Refer to Synthesis Example 1: Synthesis of Adhesive Resin a)

To 145 parts by weight of propylene glycol monomethyl ether acetate, the mixture was stirred while being purged with nitrogen, and the temperature was raised to 120 °C. 20 parts by weight of styrene, 57 parts of glycidyl methacrylate, and 82 parts by weight of monoacrylate FA-513M (manufactured by Hitachi Chemical Co., Ltd.) having a tricyclodecane skeleton were added dropwise thereto, and further stirring was continued at 120 ° C. hour. Then, the inside of the reaction vessel was replaced with air, and 0.7 parts by weight of tris(dimethylaminomethyl)phenol and 0.12 parts by weight of hydroquinone were added to 27 parts by weight of acrylic acid, and the reaction was continued at 120 ° C for 6 hours. Thereafter, 52 parts by weight of tetrahydrophthalic anhydride (THPA) and 0.7 parts by weight of triethylamine were added, and the mixture was reacted at 120 ° C for 3.5 hours. The weight average molecular weight Mw of the binder resin a thus obtained by GPC was about 15,000 in terms of polystyrene, and the acid value was 78 mgKOH/g. The structure of the binder resin a is as follows (the polymer compound containing the following four repeating units).

[化43]

[2] (A) Synthesis of dye (Synthesis Example 1) [化44]

Compound 1 (6.0 g, 25 mmol: synthesized by the method disclosed in International Publication No. 2008/003604), Compound 2 (6.4 ml, 50 mmol: purchased from Tokyo Chemical Co., Ltd.), potassium carbonate (6.9 g, 50 mmol), A mixture of N-methyl-2-pyrrolidone (25 ml) was stirred with heating at 110 to 125 ° C for 4 hours. After cooling to room temperature, water was added, and the mixture was extracted with toluene. The toluene layer was washed with dilute hydrochloric acid and saturated brine, and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave 9.2 g of a pale brown oil. This was dissolved in ethanol (40 ml), and a solution of sodium hydroxide (2 g, 52.3 mmol) in water (25 ml) was added, and the mixture was stirred at 85 ° C for 1 hour. The mixture was cooled, extracted with toluene, and the toluene layer was washed with saturated brine and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure and purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to afford compound 3 (5.95 g, yield 94%).

[化45]

Compound 4 (1.47 g, 4.34 mmol: synthesized by the method disclosed in International Publication No. 2009/107734), Compound 3 (1.1 g, 4.34 mmol), toluene (30 ml), phosphorus oxychloride (0.6 ml) After the mixture was heated under reflux for 4 hours, it was cooled to room temperature, water was added, and the mixture was extracted with chloroform. The chloroform layer was concentrated under reduced pressure, and purified by a silica gel column chromatography (developing solvent: chloroform/methanol = 15/1 to 10/1), and the obtained solid was washed with hexane to obtain compound 5 (1.32 g). , yield 50%).

[Chem. 46]

A mixture of the compound 5 (8.9 g, 14.6 mmol), the compound 6 (4.2 g, 14.6 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.) and methanol (50 ml) was stirred at 50 ° C for 1.5 hours, and then concentrated under reduced pressure. Washing with methanol/water = 1/2 gave Compound D1 (11.5 g, yield: 92.3%).

(Synthesis Example 2) [化47]

A mixture of the compound 5 (4.27 g, 7.0 mmol), the compound 7 (2.32 g, 7.0 mmol: manufactured by Tokyo Chemical Co., Ltd.) and methanol (200 ml) was stirred at 50 ° C for 1.5 hours, and concentrated under reduced pressure to give a solid. Washing with methanol/water = 1/2 gave Compound D2 (5.42 g, yield 89%).

(Synthesis Example 3) [48]

A mixture of the compound 5 (427 mg, 0.7 mmol), the compound 8 (161 mg, 0.7 mmol: EtOAc), and methanol (30 ml) was stirred at 50 ° C for 1.5 hours, and concentrated under reduced pressure. The water was washed to obtain Compound D3 (480 mg, yield: 87.7%).

(Synthesis Example 4) [化49]

Reaction 6: Compound 9 (2.56 g, 23.9 mmol), compound 10 (1,1,1-trifluoro-4-iodo)butane (TC1, 12.5 g, 52.5 mmol), potassium carbonate (7.25 g, 52.5 mmol) After a mixture of N-methyl-2-pyrrolidone (50 ml) was stirred at 100 ° C for 5 hours, cooled to room temperature and diluted with ethyl acetate. The mother liquid was washed twice with water and then concentrated under reduced pressure. The oil was dissolved in toluene, washed with water three times, and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure, and purified by silica gel column chromatography (manufactured by Kanto Chemical Co., Ltd., 60N, 200 g, hexane/ethyl acetate = 20/1 to 15/1) to obtain compound 10 ( 6.91 g, yield 88%).

Reaction 7: To a mixture of the compound 11 (25 g) and toluene (100 ml), sulfonium chloride (14 ml) was added, and the mixture was stirred at 80 ° C for 1 hour, and concentrated under reduced pressure to give chlorobenzene. In a separate vessel, a mixture of anhydrous aluminum chloride (20.4 g) and 1,2-dichloroethane (100 ml) was cooled in an ice bath, and 1,2-dichloroethane (50 ml of hydrazine chloride) was added dropwise. ) solution. After stirring for 15 minutes, the compound 10 (21.1 g) was added dropwise, adjusted to room temperature, and poured into ice water. The mixture was adjusted to a pH of 10 or more with a 4N aqueous sodium hydroxide solution, and extracted with chloroform. The chloroform layer was washed with a 1 N aqueous sodium hydroxide solution, and filtered through celite to remove insoluble materials. The obtained product was washed with saturated brine, dried over anhydrous sodium sulfate and evaporated. The residue was purified by a silica gel column chromatography (yield: 800 g, hexane/ethyl acetate = 4/1), and the obtained crystals were washed with hexane to obtain Compound A (14.6 g).

Reaction 8: Phosphorus oxychloride (1.4 ml) was added to a mixture of the compound A (3.38 g), the compound 12 (1.71 g) and toluene (15 ml), and the mixture was stirred at 120 ° C for 2 hours. After cooling to room temperature, 1N hydrochloric acid was added and stirred for 15 minutes, and extracted with chloroform. The chloroform layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure and purified by silica gel column chromatography (chloroform/methanol = 15/1 to 10/1 to 7/1), and the obtained solid was washed with hexane to obtain compound 13 (3.21 g).

Reaction 9: Compound 13 (1.06 g) and Acid Blue 80 (0.70 g) were dissolved in methanol, and then concentrated under reduced pressure. The obtained solid was washed with a mixture solvent of methanol/water (1/2) to give Compound D4 (1.34 g).

(Synthesis Example 5)

[化51]

Compound 14 (397 mg, 0.6 mmol: synthesized by the method disclosed in International Publication No. 2009/107734), a mixture of Compound 6 (172 mg, 0.6 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.), methanol (30 ml) at 50 ° C After stirring for 1.5 hours, it was concentrated under reduced pressure, and the obtained solid was washed with methanol/water = 1/2 to afford Compound D5 (410 mg, yield: 75.3%).

(Synthesis Example 6) [化52]

Compound 14 (397 mg, 0.6 mmol: synthesized by the method disclosed in International Publication No. 2009/107734), a mixture of Compound 7 (200 mg, 0.6 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.), methanol (30 ml) at 50 ° C After stirring for 1.5 hours, it was concentrated under reduced pressure, and the obtained solid was washed with methanol/water = 1/2 to afford compound D6 (450 mg, yield 81.6%).

(Synthesis Example 7) [化53]

Reaction 10: A solution of the compound 17 (10 g) in N,N-dimethylformamide (100 ml) was cooled in an ice bath, sodium hydride (60%, 4.3 g) was added, and after stirring for a while, a small amount was added successively. Compound 18 (6.5 g). After stirring at room temperature for 5 hours, water was added thereto, extracted with dichloromethane, and purified by a silica gel column chromatography to obtain Compound B (3.1 g).

[54]

Reaction 11: Phosphorus oxychloride (1.8 ml) was added to a mixture of Compound B (5.61 g), Compound 19 (2.65 g), toluene (15 ml), and stirred at 115 ° C for 2 hours. After returning to room temperature, saturated brine (30 ml) was added and extracted twice with chloroform. It was purified by a silica gel column chromatography (300 g, chloroform/methanol = 1/0/0/1/7/1), and the obtained solid was washed with hexane to obtain compound 20 (9.23 g).

Reaction 12: A mixture of compound 20 (5.00 g), acid blue 80 (2.56 g), and methanol (50 ml) was stirred at 40 ° C for 1 hour, then concentrated under reduced pressure. The solid was washed with methanol/water = 1/3 (200 ml) and washed again with methanol/water = 1/3 (200 ml) to give Compound D7 (5.90 g).

(Synthesis Example 8) [化55]

Compound 14 (397 mg, 0.6 mmol: synthesized by the method disclosed in International Publication No. 2009/107734), a mixture of acid Blue 80 (200 mg, 0.6 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.), methanol (30 ml) at 50 After stirring at ° C for 1.5 hours, it was concentrated under reduced pressure, and the obtained solid was washed with methanol/water = 1/2 to give Compound D8 (450 mg, yield 81.6%).

[Synthesis Example and Example of Compound represented by Formula (IV)]

(Synthesis Example 9) [化56]

A mixture of Compound 20 (5 g, 9.25 mmol: manufactured by Iwahara Biochemical Research Institute), Compound 8 (2.13 g, 9.25 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.), and methanol (40 ml) was stirred at 50 ° C for 1.5 hours, and then decompressed. After concentration, the obtained solid was washed with methanol / water = 1/3 to give Compound D9 (4.98 g, yield 86.7%).

(Synthesis Example 10) [化57]

A mixture of Compound 20 (3.21 g, 5.9 mmol: manufactured by Linyuan Biochemical Research Institute), Compound 6 (1.70 g, 5.9 mmol: manufactured by Tokyo Chemical Industry Co., Ltd.), and methanol (200 ml) was stirred at 50 ° C for 1.5 hours, and then decompressed. After concentration, the obtained solid was washed with methanol / water = 1/2 to yield Compound D10 (3.91 g, yield 95%).

(Synthesis Example 11) [化58]

A mixture of Compound 20 (5.41 g, 10 mmol: manufactured by Hayashiwa Biochem Research Institute), Compound 7 (3.31 g, 10 mmol, manufactured by Tokyo Chemical Industry Co., Ltd.), methanol (200 ml) was stirred at 50 ° C for 1.5 hours, and then decompressed. After concentration, the obtained solid was washed with methanol / water = 1/2 to afford Compound D11 (6.6 g, yield 94%).

[3] Determination of ionization potential and electron affinity

With respect to the compound synthesized above, the molecular structure was optimized at the calculation level of HF/6-31G (D), and the energy of the obtained HOMO and LUMO was taken as the ionization potential and the electron affinity, respectively.

The measurement results are summarized in Table 1.

*1: In Table 1, the ○ in the formula (1) to (3) means "equal" to the range of each formula, and × means "not equivalent" to the range of each formula.

*2: In the above Table 1, the ○ in the column of the molecular weight means "equivalent" in the range of the molecular weight of 150 to 600, and × means "not equivalent" in the range of the molecular weight of 150 to 600.

[4] Preparation of Colored Resin Composition (Examples 1 to 6 and Comparative Examples 1 to 3)

Table 2 shows the dyes (A) used in Examples 1 to 6 and Comparative Examples 1 to 3.

Each of the above dyes and other components were mixed at the ratios shown in Table 3 to prepare a colored resin composition. When mixing, the mixture was stirred for 1 hour or more until the dye was sufficiently dissolved, and finally, the foreign matter was removed by filtration through a 5 μm bobbin type filter.

[5] Evaluation of spectral characteristics and heat resistance

The colored resin composition was applied to a glass substrate cut into 5 cm square by a spin coating method so that the dried film thickness was 1.8 μm, dried under reduced pressure, and then preliminarily dried at 80 ° C on a hot plate. Bake for 3 minutes. Thereafter, after the entire surface exposure was performed at an exposure amount of 60 mJ/cm ^{2 ,} the spectral transmittance was measured by a spectrophotometer U-3310 (manufactured by Hitachi, Ltd.), and the chromaticity (C light source) and luminance in the xyz color system were calculated. . The results are summarized in Table 4.

Then, the substrate was calcined at 230 ° C for 30 minutes in a clean oven, and the spectral transmittance was measured in the same manner as above, and the color difference (ΔE*ab) of the chromaticity before calcination, that is, the heat resistance was shown in the following table. 4 in.

As shown in Table 4, the pixel formed using the colored resin composition of the present invention did not have a large decrease in luminance, and the heat resistance was drastically improved.

The present invention has been described in detail with reference to the specific embodiments of the invention. The present application is based on Japanese Patent Application No. 2010-142748, filed on Jun. 23, 2011, the content of

10. . . Transparent support substrate

20. . . Blue pixel

30. . . Organic protective layer

40. . . Inorganic oxide film

50. . . Transparent anode

52. . . Hole transport layer

51. . . Hole injection layer

53. . . Luminous layer

54. . . Electron injection layer

55. . . cathode

100. . . Organic EL element

500. . . Organic illuminant

Fig. 1 is a schematic cross-sectional view showing an example of an organic EL device having a color filter of the present invention.

10. . . Transparent support substrate

20. . . Blue pixel

30. . . Organic protective layer

40. . . Inorganic oxide film

50. . . Transparent anode

52. . . Hole transport layer

51. . . Hole injection layer

53. . . Luminous layer

54. . . Electron injection layer

55. . . cathode

100. . . Organic EL element

500. . . Organic illuminant

Claims (23)

A colored resin composition comprising (A) a dye, (B) a solvent, and (C) a binder resin, wherein the dye (A) contains a compound represented by the following formula (I): (In the above formula (I), (Z ₁ ) ^m1 represents an m1 valence disulfonylimide anion; m1 represents an integer of 1 to 4; and R ¹ to R ⁶ each independently represent a hydrogen atom and may have a substitution. An alkyl group having 1 to 8 carbon atoms or an aromatic ring group which may have a substituent; R ¹ to R ⁶ adjacent to each other may be bonded to each other to form a ring, and the ring may have a substituent; and R ⁷ and R ⁸ represent a hydrogen atom or an arbitrary substituent; R ⁷ and R ⁸ may be bonded to each other to form a ring, and the ring may have a substituent; further, the benzene ring in the above formula (I) may further have any substituent; R ¹⁰¹ and R ¹⁰² represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, an aromatic ring group which may have a substituent, or a fluorine atom; R ¹⁰¹ And R ¹⁰² may be bonded to each other to form a ring, which may have a substituent; and, in a molecule, a plurality of cations represented by the following formula (I) _CA are contained, These may be of the same construction or may be of different constructions). The colored resin composition of the first aspect of the invention, wherein the above R ⁸ is an alkyl group having 1 to 8 carbon atoms which may have a substituent. The colored resin composition of claim 1 or 2, wherein the R ⁷ -based hydrogen atom. A colored resin composition according to claim 1 or 2, wherein R ¹⁰¹ and R ^{102 are} bonded to each other to form a part of a ring. The colored resin composition of the first or second aspect of the invention, wherein the compound represented by the above formula (I) is a compound represented by the following formula (I-1): (In the above formula (I-1), R ¹ to R ⁸ , R ¹⁰¹ and R ¹⁰² have the same meanings as defined in the above formula (I); the benzene ring in the above formula (I-1) may further have any a substituent; R ²¹ and R ²² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a carbon number of 3 to 8 which may have a substituent. a cycloalkyl group; further, R ²¹ and R ²² may be bonded to each other to form a ring, and the ring may have a substituent). The colored resin composition of claim 5, wherein at least one of R ²¹ and R ²² is a group containing a fluorine atom. The colored resin composition of the first or second aspect of the invention, wherein the compound represented by the above formula (I) is contained in a ratio of 1% by weight or more based on the total solid content. A colored resin composition comprising (A) a dye, (B) a solvent, and (C) a binder resin, wherein the dye (A) contains a compound represented by the following formula (II): (In the above formula (II), (Z ₂ ) ^m2- represents an m2 valence disulfonimide anion; m2 represents an integer of 1 to 4; and R ¹¹ to R ¹⁶ each independently represent a hydrogen atom and an alkyl group which may have a substituent a group or an aromatic ring group which may have a substituent; adjacent R ¹¹ to R ¹⁶ may be bonded to each other to form a ring, and the ring may have a substituent; and R ¹⁷ and R ¹⁸ each independently represent a hydrogen atom or an arbitrary substituent. And R ¹⁷ and R ¹⁸ may be bonded to each other to form a ring, and the ring may have a substituent; further, the benzene ring and the anthracene ring in the above formula (II) may further have any substituent; and, in one molecule Containing a plurality of cations represented by the following formula (II) _CA , These may be of the same construction or may be of different constructions). The colored resin composition of the eighth aspect of the invention, wherein the compound represented by the above formula (II) is a compound represented by the following formula (II-1), (In the above formula (II-1), R ¹¹ to R ¹⁸ are the same as defined in the above formula (II); the benzene ring and the anthracene ring in the above formula (II-1) may further have any substituent; ³¹ and R ³² each independently represent an alkyl group having 1 to 8 carbon atoms which may have a substituent, an alkenyl group having 2 to 6 carbon atoms which may have a substituent, or a cycloalkyl group having 3 to 8 carbon atoms which may have a substituent Further, R ³¹ and R ³² may be bonded to each other to form a ring which may have a substituent). The colored resin composition of claim 9, wherein at least one of R ³¹ and R ³² is a group containing a fluorine atom. A colored resin composition comprising (A) a dye, (B) a solvent, and (C) a binder resin, wherein the dye (A) contains a counter ion composed of a cation and an anion, the molecular weight of the anion being 150 or more and 600 or less, and The pair of ions satisfy the relationship of the following formulas (1) to (3): (In the above formula, IP _cation represents the ionization potential (hartree) of the above cation, and the _cation represents the electron affinity (hartree) of the above cation, IP _anion represents the ionization potential (hartree) of the above anion, and EA _anion represents the electron of the _anion described above. Affinity (hartree)). The colored resin composition of claim 11, wherein the cation is represented by the following formula (I-2) _CA : (In the above formula (I-2) _CA , R ⁶¹ to R ⁶⁶ each independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, or an aromatic ring group which may have a substituent; adjacent R ⁶¹ to R ⁶⁶ may be bonded to each other to form a ring, and the ring may have a substituent; R ⁶⁷ and R ⁶⁸ represent a hydrogen atom or an arbitrary substituent; and R ⁶⁷ and R ⁶⁸ may be bonded to each other to form a ring, and the ring may have Further, the benzene ring in the above formula (I-2) _CA may further have any substituent; R ⁶⁰¹ and R ⁶⁰² represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms which may have a substituent, and may have The alkenyl group having 2 to 6 carbon atoms of the substituent, an aromatic ring group which may have a substituent, or a fluorine atom; and R ⁶⁰¹ and R ⁶⁰² may be bonded to each other to form a ring, and the ring may have a substituent). The colored resin composition of claim 11, wherein the cation is represented by the following formula (II-2) _CA : (In the above formula (II-2) _CA , R ⁷¹ to R ⁷⁶ each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aromatic ring group which may have a substituent; adjacent R ⁷¹ to R ⁷⁶ are also mutually The ring may be bonded to form a ring, and the ring may have a substituent; R ⁷⁷ and R ⁷⁸ each independently represent a hydrogen atom or an arbitrary substituent; and R ⁷⁷ and R ⁷⁸ may be bonded to each other to form a ring, and the ring may have a substituent; The benzene ring and the anthracene ring in the above formula (II-2) _CA may further have any substituent). The colored resin composition according to any one of claims 1 to 8, wherein the solvent (B) contains propylene glycol monomethyl ether. The colored resin composition according to any one of claims 1, 8 and 11, wherein the (C) binder resin has an acid value of 15 to 150 mg-KOH/g. The colored resin composition according to any one of claims 1 to 8, wherein (C) the binder resin is the following resin (C-1); (C-1): for an epoxy group ( Methyl acrylate and other free radicals a copolymer of a polymerizable monomer, a resin obtained by adding an unsaturated monobasic acid to at least a part of an epoxy group of the copolymer, or at least a part of a hydroxyl group formed by the addition reaction An alkali-soluble resin obtained from a polybasic acid anhydride. The colored resin composition according to any one of claims 1, 8 and 11, which further comprises (D) a polymerizable monomer. The colored resin composition according to any one of claims 1, 8 and 11, which further comprises at least one of (E) a photopolymerization starting component and a thermal polymerization starting component. The colored resin composition according to any one of claims 1, 8 and 11, which further comprises (F) a pigment. A color filter comprising the colored resin composition according to any one of claims 1 to 19. A color filter having a pixel formed using the colored resin composition of any one of claims 1 to 19. A liquid crystal display device having the color filter of claim 21 of the patent application. An organic EL display having a color filter of claim 21 of the patent application.