JP2001033616A - Blue coloring composition for color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a blue coloring composition capable of providing a color filter with high transmittance in blue area and high contrast by making the composition include a specified component. SOLUTION: This blue coloring composition contains C. I. Pigment Red(PR) 122(PR-122). By containing PR-122 in the composition, the transmission curve is shifted to the short wavelength side, compared with the one containing a blue pigment alone, to improve the color purity of a blue image. The mixing ratio of PR-122 is preferably set to 0.1/99.9-30/70 as the weight ratio to the blue pigment (PR-122/blue pigment). As the blue pigment, copper phthalocyanine blue pigment is preferably used. This composition can be prepared as a radiation sensitive composition by dispersing and missing a blue pigment dispersed body of PR-122 and the blue pigment to a solvent together with a radiation sensitive compound, a binder resin, a dispersant, and other additives.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition containing a colorant, and more particularly to a blue coloring composition suitable for producing a color filter used for a liquid crystal display device or a solid-state image pickup device.

[0002]

2. Description of the Related Art Conventionally, in a color display such as a color liquid crystal display device having a liquid crystal and a color filter for controlling the amount of transmitted light and the amount of reflection, components such as a dyeing method, a printing method, and the like are used. A device in which red, blue, and green pixels and a black matrix are formed on a glass substrate by a pigment dispersion method or the like is used.

[0003] In the dyeing method, a natural photosensitive resin such as gelatin or a photosensitive synthetic resin such as amine-modified polyvinyl alcohol is dyed with an acid dye or the like on a glass substrate. A color filter is prepared by coating (Japanese Patent Publication No. 1-52738), but the physical properties of the coating film have problems in reliability such as light resistance, heat resistance and moisture resistance. In the printing method, a color filter is prepared using an ink in which a pigment is dispersed in a thermosetting resin or an ultraviolet-curable resin (Japanese Patent Application Laid-Open Nos. 62-54774 and 63-129303). Publication), there is a problem in the surface smoothness to accurately align the three color filter patterns during printing.

At present, heat resistance required in the manufacturing process of a color display, light resistance when used as a display, and those requiring high-definition images are produced by a pigment dispersion method. It is the mainstream to use color filters, and in the pigment dispersion method, red, blue, or in a negative photosensitive resin solution using a photopolymerizable monomer and a photopolymerization initiator in an alkali-soluble resin. After a green pigment finely dispersed in a particle size of 1 μm or less is applied on a glass substrate, pixels are formed in a desired pattern by photolithography (Japanese Patent Laid-Open No. 2-181704).
JP, JP-A-2-199403, JP-A-4-7
6062, JP-A-5-273411, JP-A-6-184482, JP-A-7-140654 and the like.

[0005] In recent years, color filters have become more sophisticated,
With the demand for power saving and high luminance of the backlight, high transmittance and high contrast of the color filter are required. In addition, from the viewpoint of production, a material having high sensitivity, a wide development latitude, and no sedimentation of a pigment is required.

To meet such demands, conventionally, for the purpose of improving the light transmittance, the content of the coloring pigment with respect to the photosensitive resin in the image forming material is reduced or the image forming material is used. A method of reducing the thickness of a pixel formed has been adopted. However, in these methods, the saturation of the color filter itself is reduced, and the entire display becomes whitish, and the vividness of colors that can be displayed is lost.

In order to improve the light transmittance, a method of finely dispersing pigment particles to a half or less of the coloration wavelength is known (Kiyoshi Hashizume, Journal of the Society of Colorants, December 1967).
Moon, p608), since blue pigments have a shorter coloration wavelength than other red and green pigments, further fine dispersion is required in this case, which raises costs and stabilization after dispersion.

As the blue pigment, copper phthalocyanine blue having α-type, β-type, and ε-type crystal forms is widely used (Color Material Engineering Handbook, edited by Color Material Association, p.
333) When α-type copper phthalocyanine blue is used alone as a blue pigment for a color filter, its coloring power is low, and a large amount of a pigment is mixed with a photosensitive resin in order to obtain a desired chroma. However, there remains a problem in heat discoloration after forming a color filter and adhesion to a glass substrate, and in addition, there is a large amount of transmitted light having a wavelength of 600 nm or more, and the color purity is reduced. is there.

When ε-type copper phthalocyanine blue is used alone as a blue pigment, it is possible to reduce the amount of addition to the photosensitive resin due to its excellent coloring power, but to obtain the desired chroma. When mixing the pigment until
There is a problem in that the light-shielding property at 365 nm, which is the curing wavelength of the photosensitive resin, is increased, the photocuring sensitivity is reduced, and the film peels during development and the pattern flows. In addition, since β-type copper phthalocyanine-based blue is greenish blue, it is desired to use it alone as a blue pigment.
There is a problem that the deviation from the hue increases.

It is also known to use a mixture of copper phthalocyanine blue and a dioxazine violet pigment as a color filter (Japanese Patent Publication No. 6-952).
No. 11, Japanese Patent Application Laid-Open No. Hei 1-200353,
JP-A-37987), any one of the above-mentioned three types of copper phthalocyanine blue, and dioxazine-based violet. C. By using the color mixture with Pigment Violet 23, light transmission of 500 to 550 nm can be suppressed,
Although the color purity can be improved, there is a problem that light transmission in a target blue region of 420 to 500 nm is suppressed, and the brightness of a liquid crystal display is reduced. Further, when a display is formed, the light transmittance of the blue region is 70 to 80 compared to the other color regions due to the polarizing plate.
%, It is required to improve the light transmittance of the blue filter.

[0011]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a blue coloring composition suitable for producing a color filter used for a liquid crystal display device or the like. Another object of the present invention is to provide a blue coloring composition having a high transmittance in a blue region and capable of providing a high-contrast color filter. Another object of the present invention is to provide a radiation-sensitive blue colored composition having high resolution and high sensitivity. It is still another object of the present invention to provide a high-contrast color filter having high transmittance in a blue region.

[0012]

According to the present invention, the following blue coloring composition and color filter are provided, and the present invention achieves the above objects.

(1) C.I. I. A blue coloring composition for a color filter, comprising Pigment Red 122. (2) The blue coloring composition according to the above (1), further comprising a blue pigment. (3) The blue coloring composition according to the above (2), wherein the blue pigment is copper phthalocyanine. (4) The blue colored composition according to (3), wherein the copper phthalocyanine is in an ε-type crystal form. (5) C.I. I. A blue coloring composition for a color filter, wherein the ratio of Pigment Red 122 to the blue pigment is from 0.3: 100 to 20: 100 by weight. (6) The average particle size of the blue pigment is 0.01 to 0.2 μm
The blue coloring composition according to any one of the above (2) to (5), wherein (7) The blue coloring composition according to any one of the above (1) to (6), which contains a radiation-sensitive compound. (8) A color filter comprising a blue image produced from the blue coloring composition according to any one of (1) to (7).

The blue coloring composition of the present invention contains C.I. I. Pigmen
t Red 122 (hereinafter also simply referred to as “PR-122”)
To make the composition contain a blue pigment such as C.I. I. As compared with the case where Pigment Blue 15: 6 is used alone, the transmission curve shifts to the shorter wavelength side, and the color purity of the blue image is improved. PR-122
By changing the proportion of the blue pigment and the blue pigment, various color tones can be obtained. Further, since the pigment is finely dispersed in the composition, a color filter having high transmittance and less scattering by coarse particles can be obtained. Therefore, the radiation-sensitive blue coloring composition of the present invention has high resolution and high sensitivity,
A high-contrast color filter can be created.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the blue coloring composition of the present invention will be described in detail. PR- formulated in the composition of the present invention
As is well known, 122 has the following structure and is commercially available.

[0016]

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Since PR-122 is contained in the composition of the present invention, the transmission curve shifts to the shorter wavelength side as compared with the case where the blue pigment is used alone, as described above. By improving the color purity and changing the ratio of PR-122 to the blue pigment, various color tones can be obtained. The mixing ratio of PR-122 in the composition of the present invention is preferably such that the weight ratio with the blue pigment (PR-122 / blue pigment) is 0.1 from the viewpoint of efficiently producing the above-mentioned combined effect of PR-122. /99.9-30/70,
More preferably, it is 1/99 to 20/80.

Various inorganic and organic pigments are used as the blue pigment to be incorporated in the composition of the present invention. Examples of the organic pigment include C.I. I. Pigment Blue (hereinafter,
P. B. Is displayed. ) 1, p. B. 2, p. B. 9,
P. B. 10, p. B. 14, p. B. 15, p. B.
15: 1, p. B. 15: 2, p. B. 15: 3, p.
B. 15: 4, p. B. 15: 6, p. B. 16, p.
B. 18, p. B. 19, p. B. 24: 1, p. B.
24: x, p. B. 25, p. B. 56, p. B. 6
0, p. B. 61, p. B. 62, p. B. 63, p.
B. 64, p. B. 66 and the like. Among them, a copper phthalocyanine-based blue pigment is preferable. The type of the copper phthalocyanine-based blue pigment is not particularly limited.
Crystals having crystal forms of type, β, γ, and ε are used, and α-type and ε-type, particularly ε-type, are preferable in terms of light resistance and coloring power. Specific examples of the copper phthalocyanine blue used in the present invention include C.I. I. Pigment
Blue 15, C.I. I. Pigment Blue 15: 1, C.I. I. Pi
gment Blue 15: 2, C.I. I. Pigment Blue 15: 3,
C. I. Pigment Blue 15: 4, C.I. I. Pigment Blue
15: 5, C.I. I. Pigment Blue 15: 6, C.I. I. Pi
gment Blue 16, C.I. I. Pigment Blue 17: 1. Among them, the non-crystalline C.I. I. Pigmen
t Blue 15: 1 and C.I. I. Pigment Blue 15: 2 and C.I. I. Pigment Blue 15:
6 is preferably used, and C.I. I. Pigment Blue 15: 6 is preferred.

In order to produce a color filter having a high transmittance and a small scattering by coarse particles from the composition of the present invention, the blue pigment has an average particle size of 0.01 to 0.2 μm.
In particular, the thickness is preferably 0.01 to 0.1 μm.

In the present invention, it is preferable to prepare a blue pigment dispersion of PR-122 and a blue pigment, and blend this dispersion with the composition of the present invention.

The blue pigment dispersion of the composition of the present invention has a PR-122 content of 0.3 to 20 per 100 parts by weight of the blue pigment.
It is preferably in parts by weight. If PR-122 is less than this range, the effect of short-wave shift action on the blue pigment is insufficient.

The blue coloring composition for a color filter of the present invention comprises the above blue pigment dispersion, (a) a radiation-sensitive compound, (b) a binder resin, (c) a dispersant, and (d) other additives. Along with dispersing and mixing in a solvent, a radiation-sensitive composition can be prepared.

As the radiation-sensitive compound (a), conventionally known compounds can be used. For example, the following are mentioned. (1) A compound having at least one ethylene group capable of addition polymerization and having an ethylenically unsaturated group having a boiling point of 100 ° C. or more under normal pressure (radiation polymerizable monomer). (2) a photopolymerization initiator, for example, (a) at least one active halogen compound selected from a halomethyloxadiazole compound, a halomethyl-s-triazine compound, and a 3-aryl-substituted coumarin compound, or (b)
At least one lophine dimer; (A) and (B) may be used in combination.

Examples of the radiation polymerizable monomer include monofunctional acrylates and methacrylates such as polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, and phenoxyethyl (meth) acrylate; polyethylene glycol di (meth) acrylate , Trimethylolethane tri (meth) acrylate, neopentyl glycol di (meth)
Acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, hexanediol (meth) acrylate, trimethylolpropane tri (acryloyloxypropyl) ether, tri (acryloyloxy) Ethyl) isocyanurate, polyfunctional alcohols such as glycerin and trimethylolethane to which ethylene oxide or propylene oxide has been added and then (meth) acrylated, JP-B-48-41708, JP-B-50-6034
Urethane acrylates described in JP-A-51-37193 and JP-A-48-6418.
No. 3, JP-B-49-43191, JP-B 52-304
Polyfunctional acrylates and methacrylates such as polyester acrylates and epoxy acrylates, which are reaction products of epoxy resins and (meth) acrylic acid, described in JP-A-90-90 can be cited. Further, the Journal of the Adhesion Society of Japan, Vol. 20, No. 7, pages 300 to 308 as photocurable monomers and oligomers.

Also, (meth) acrylate compounds represented by the following general formulas (1) and (2) described in JP-A-10-62986 can be used as the radiation-sensitive monomer.

[0026]

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(Wherein B is each independently — (CH ₂ C
H ₂ O) - and _{- - (CH 2 CH (CH} 3) O) represent either; is X, each independently, represent one of an acryloyl group, a methacryloyl group and a hydrogen atom, moreover formula (1) Wherein the total of the acryloyl group and the methacryloyl group is 5 or 6, and that in the formula (2) is 3 or 4; n each independently represents an integer of 0 to 6; The sum of n is from 3 to 24; m is each independently an integer from 0 to 6, and the sum of each m is from 2 to 1
6)

These radiation-polymerizable monomers including oligomers are desirable as long as the composition of the present invention can form an adhesive coating film by exposure to radiation as long as the object and effects of the present invention are not impaired. Can be used in the ratio of
The amount used is preferably from 5 to 90% by weight, more preferably from 10 to 50% by weight, based on the total solid content of the composition of the present invention.

(2) The photoinitiator (a) as an active halogen compound such as halomethyloxadiazole or halomethyl-s-triazine is represented by the following general formula I described in JP-B-57-6096. -Halomethyl-5-vinyl-1,3,4-oxadiazole compound.

[0030]

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Wherein W is a substituted or unsubstituted aryl group, X is a hydrogen atom, an alkyl group or an aryl group, Y is a fluorine atom, a chlorine atom or a bromine atom, and n is 1 to
Specific examples of the compound include 2-trichloromethyl-5-
Styryl-1,3,4-oxadiazole, 2-trichloromethyl-5- (p-cyanostyryl) -1,3,4
-Oxadiazole, 2-trichloromethyl-5- (p
-Methoxystyryl) -1,3,4-oxadiazole and the like. Examples of the photopolymerization initiator of the halomethyl-s-triazine-based compound include vinyl-halomethyl- represented by the following general formula II described in JP-B-59-1281.
s-Triazine compound, 2- (naphtho-1) represented by the following general formula III described in JP-A-53-133428.
-Yl) -4,6-bis-halomethyl-s-triazine compounds and 4- (p-aminophenyl) -2,6-di-halomethyl-s-triazine compounds represented by the following general formula IV.

[0032]

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(In the above formula II, Q ₃ represents Br or Cl;
P is _{-CQ 3, -NH 2, -NHR,} -N (R) 2, -O
R (where R is a phenyl or alkyl group), W
Is an optionally substituted aromatic or heterocyclic nucleus or the following general formula
This is indicated by IIA. In the following formula IIA, Z is -O-
Or -S-)

[0034]

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(In the above general formula III, X represents Br and Cl, m and n are integers of 0 to 3, and R is the following general formula III.
A group represented by A. R ₁ is H or OR (R is an alkyl, cycloalkyl, alkenyl, aryl group);
R ₂ represents Cl, Br, an alkyl group, an alkenyl group, an aryl group or an alkoxy group)

[0036]

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(In the above general formula IV, R ₁ and R ₂ represent H, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group or a group represented by the following general formulas IVA and IVB, and R ₃ and R ₄
Represents H, a halogen atom, an alkyl group or an alkoxy group, X represents Cl or Br, and m and n are 0, 1 or 2.)

[0038]

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(In the above general formulas IVA and IVB, R ₅ , R ₆ , R
₇ is an alkyl group, a substituted alkyl group, an aryl group,
(Representing a substituted aryl group) Examples of the substituted alkyl group and the substituted aryl group include a phenyl group.

R ₁ and R ₂ may form a heterocycle composed of a nonmetal atom together with the nitrogen atom bonded thereto, and in this case, examples of the heterocycle include those shown below.

[0041]

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Specific examples of the general formula II include 2,4-
Bis (trichloromethyl) -6-p-methoxystyryl-s-triazine, 2,4-bis (trichloromethyl)
-6- (1-p-dimethylaminophenyl-1,3-butadienyl) -s-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine and the like.

As a specific example of the general formula III, 2-
(Naphth-1-yl) -4,6-bis-trichloromethyl-s-triazine, 2- (4-methoxy-naphth-1
-Yl) -4,6-bis-trichloromethyl-s-triazine, 2- (4-ethoxy-naphth-1-yl)-
4,6-bis-trichloromethyl-s-triazine, 2
-(4-butoxy-naphth-1-yl) -4,6-bis-trichloromethyl-s-triazine, 2- [4- (2
-Methoxyethyl) -naphth-1-yl] -4,6-bis-trichloromethyl-s-triazine, 2- [4-
(2-ethoxyethyl) -naphth-1-yl] -4,6
-Bis-trichloromethyl-s-triazine, 2- [4
-(2-butoxyethyl) -naphth-1-yl] -4,
6-bis-trichloromethyl-s-triazine, 2-
(2-methoxy-naphth-1-yl) -4,6-bis-
Trichloromethyl-s-triazine, 2- (6-methoxy-5-methyl-naphth-2-yl) -4,6-bis-
Trichloromethyl-s-triazine, 2- (6-methoxy-naphth-2-yl) -4,6-bis-trichloromethyl-s-triazine, 2- (5-methoxy-naphtho-
1-yl) -4,6-bis-trichloromethyl-s-triazine, 2- (4,7-dimethoxy-naphth-1-yl) -4,6-bis-trichloromethyl-s-triazine, 2- ( 6-ethoxy-naphth-2-yl) -4,6
-Bis-trichloromethyl-s-triazine, 2-
(4,5-dimethoxy-naphth-1-yl) -4,6-
Bis-trichloromethyl-s-triazine and the like can be mentioned.

As a specific example of the general formula IV, 4- [p-
N, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [o-methyl-pN, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [p-N, N-di (chloroethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [o -Methyl-
p-N, N-di (chloroethyl) aminophenyl]-
2,6-di (trichloromethyl) -s-triazine, 4
-(P-N-chloroethylaminophenyl) -2,6-
Di (trichloromethyl) -s-triazine, 4- (p-
N-ethoxycarbonylmethylaminophenyl) -2,
6-di (trichloromethyl) -s-triazine, 4-
[P-N, N-di (phenyl) aminophenyl] -2,
6-di (trichloromethyl) -s-triazine, 4-
(P-N-chloroethylcarbonylaminophenyl)-
2,6-di (trichloromethyl) -s-triazine, 4
-[PN- (p-methoxyphenyl) carbonylaminophenyl] 2,6-di (trichloromethyl) -s-triazine, 4- [mN, N-di (ethoxycarbonylmethyl) aminophenyl] -2 , 6-Di (trichloromethyl) -s-triazine, 4- [m-bromo-p-N,
N-di (ethoxycarbonylmethyl) aminophenyl]
-2,6-di (trichloromethyl) -s-triazine,
4- [m-chloro-p-N, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [m-fluoro-p-
N, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [o-bromo-pN, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [o-chloro-p
-N, N-di (ethoxycarbonylmethyl) aminophenyl-2,6-di (trichloromethyl) -s-triazine, 4- [o-fluoro-pN, N-di (ethoxycarbonylmethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [o-bromo-p
-N, N-di (chloroethyl) aminophenyl] -2,
6-di (trichloromethyl) -s-triazine, 4-
[O-chloro-pN, N-di (chloroethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine,

4- [o-fluoro-pN, N-di (chloroethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [m-bromo-p-
N, N-di (chloroethyl) aminophenyl] -2,6
-Di (trichloromethyl) -s-triazine, 4- [m
-Chloro-p-N, N-di (chloroethyl) aminophenyl] -2,6-di (trichloromethyl) -s-triazine, 4- [m-fluoro-p-N, N-di (chloroethyl) aminophenyl ] -2,6-di (trichloromethyl) -s-triazine, 4- (m-bromo-p-N-ethoxycarbonylmethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (M-chloro-p-N-ethoxycarbonylmethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (m-fluoro-p-N-ethoxycarbonylmethylaminophenyl) -2, 6-di (trichloromethyl) -s-triazine, 4- (o-bromo-p-N-ethoxycarbonylmethylaminophenyl) -2,6-di (trichloromethyl) s-triazine, 4- (o-chloro-p-N-ethoxycarbonylmethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (o-fluoro-p-N-ethoxycarbonylmethyl Aminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (m-bromo-p-N-chloroethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, -(M-chloro-p-N
-Chloroethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (m-fluoro-p
-N-chloroethylaminophenyl) -2,6-di (trichloromethyl) -s-triazine, 4- (o-bromo-p-N-chloroethylaminophenyl) -2,6-di (trichloromethyl)- s-triazine, 4- (o-chloro-p-N-chloroethylaminophenyl) -2,6
-Di (trichloromethyl) -s-triazine, 4- (o
-Fluoro-p-N-chloroethylaminophenyl)-
2,6-di (trichloromethyl) -s-triazine, and the like.

The following sensitizers can be used in combination with these initiators. Specific examples thereof include benzoin, benzoin methyl ether, benzoin, 9-fluorenone,
2-chloro-9-fluorenone, 2-methyl-9-fluorenone, 9-anthrone, 2-bromo-9-anthrone, 2-ethyl-9-anthrone, 9,10-anthraquinone, 2-ethyl-9,10- Anthraquinone, 2-
t-butyl-9,10-anthraquinone, 2,6-dichloro-9,10-anthraquinone, xanthone, 2-methylxanthone, 2-methoxyxanthone, 2-methoxyxanthone, thioxanthone, benzyl, dibenzalacetone, p- (Dimethylamino) phenylstyryl ketone, p- (dimethylamino) phenyl-p-methylstyryl ketone, benzophenone, p- (dimethylamino) benzophenone (or Michler's ketone), p-
(Diethylamino) benzophenone, benzoanthrone and the like and benzothiazole compounds described in JP-B-51-48516 are exemplified.

The 3-aryl-substituted coumarin compounds are as follows:
It is a compound represented by the general formula V. R₈Is hydrogen atom, charcoal
Alkyl having 1 to 8 alkyl groups and 6 to 10 carbon atoms
Group (preferably a hydrogen atom, a methyl group, an ethyl group,
Pill group, butyl group)₉Is a hydrogen atom, having 1 to 8 carbon atoms
Alkyl groups, aryl groups having 6 to 10 carbon atoms,
A group represented by the general formula VA (preferably a methyl group, ethyl
Group, propyl group, butyl group, group represented by the general formula VA,
Preferably a group represented by the general formula VA). R _Ten, R
₁₁Represents a hydrogen atom and an alkyl group having 1 to 8 carbon atoms, respectively.
(E.g., methyl, ethyl, propyl, butyl,
Octyl group), haloalkyl group having 1 to 8 carbon atoms (eg,
Chloromethyl group, fluoromethyl group, trifluoromethyl
Group), an alkoxy group having 1 to 8 carbon atoms (for example,
Xy, ethoxy, butoxy), which may be substituted
An aryl group having 6 to 10 carbon atoms (for example, a phenyl group),
An amino group, -N (R₁₆) (R₁₇), Halogens (eg, C
1, Br, F). Preferably a hydrogen atom, methyl
Group, ethyl group, methoxy group, phenyl group, -N (R₁₆)
(R₁₇), Cl.

R₁₂Has 6 to 16 carbon atoms which may be substituted
Aryl groups such as phenyl, naphthyl, tolyl
Group, cumyl group). As a substituent, an amino group, -N
(R ₁₆) (R₁₇), An alkyl group having 1 to 8 carbon atoms (eg,
Methyl, ethyl, propyl, butyl, octyl
A haloalkyl group having 1 to 8 carbon atoms (for example,
Romethyl, fluoromethyl, trifluoromethyl, etc.
), An alkoxy group having 1 to 8 carbon atoms (eg, methoxy
Group, ethoxy group, butoxy group), hydroxy group, cyano
Group, halogen (eg, -Cl, -Br, -F).
It is. R₁₃, R₁₄, R₁₆, R₁₇Are hydrogen atom and charcoal, respectively.
An alkyl group having 1 to 8 prime numbers (eg, a methyl group, an ethyl group
Group, propyl group, butyl group, octyl group). R₁₃
And R₁₄And R₁₆And R₁₇Are also bonded to each other
Heterocycles (e.g., piperidine, piperazine,
Ruphorin ring, pyrazole ring, diazole ring, triazo
Or a benzotriazole ring). R
_FifteenIs a hydrogen atom, an alkyl group having 1 to 8 carbon atoms (for example,
Tyl, ethyl, propyl, butyl, octyl
Group), an alkoxy group having 1 to 8 carbon atoms (for example, methoxy
Group, ethoxy group, butoxy group), an optionally substituted carbon
6-10 aryl groups (for example, phenyl group),
Group, -N (R₁₆) (R₁₇), Halogens (eg Cl,
Br, F). Zb is = 0, = S or = C (R
₁₈) (R₁₉). Preferably, = O, = S, = C (C
N)_TwoAnd particularly preferably 好 ま し く O. R₁₈, R₁₉
Represents a cyano group, -COOR₂₀, -COR_{twenty one}To
Represent. R₂₀, R_{twenty one}Is an alkyl having 1 to 8 carbon atoms.
(Such as methyl, ethyl, propyl, butyl
Group, octyl group), haloalkyl group having 1 to 8 carbon atoms
(For example, chloromethyl, fluoromethyl, trifluoromethyl
Methyl group), which may have 6 to 10 carbon atoms
Represents an aryl group (for example, a phenyl group).

A particularly preferred 3-aryl-substituted coumarin compound is represented by the following general formula VI: {(s-triazine-2)
-Yl) amino} -3-arylcoumarin compounds.

[0050]

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The (2) (b) lophine dimer means 2,4,5-triphenylimidazolyl dimer composed of two lophine residues, and its basic structure is shown below.

[0052]

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Specific examples thereof include 2- (o-chlorophenyl) -4,5-diphenylimidazolyl dimer,
-(O-fluorophenyl) -4,5-diphenylimidazolyl dimer, 2- (o-methoxyphenyl) -4,
5-diphenylimidazolyl dimer, 2- (p-methoxyphenyl) -4,5-diphenylimidazolyl dimer, 2- (p-dimethoxyphenyl) -4,5-diphenylimidazolyl dimer, 2- (2 , 4-Dimethoxyphenyl) -4,5-diphenylimidazolyl dimer, 2
-(P-methylmercaptophenyl) -4,5-diphenylimidazolyl dimer and the like.

In the present invention, other known initiators can be used in addition to the above initiators. For example, U.S. Pat.
Bicinal polykettle aldonyl compounds disclosed in US Pat. No. 2,367,660.
Α-carbonyl compounds disclosed in US Pat. No. 2,448,670, and US Pat. No. 2,448,670.
Acyloin ethers disclosed in US Pat.
Α-hydrocarbon-substituted aromatic acyloin compounds disclosed in U.S. Pat. No. 2,722,512;
U.S. Pat. Nos. 3,046,127 and 2,951,
No. 758, a polynuclear quinone compound disclosed in U.S. Pat. No. 3,549,367, and a combination of triallylimidazole dimer / p-aminophenyl ketone disclosed in JP-B-51-48516. The disclosed benzothiazole-based compound / trihalomethyl-s-triazine-based compound and the like can be used.

Further, photopolymerization initiators represented by the following formulas (I) to (VI) described in JP-A-11-38613 can also be used in the composition of the present invention.

[0056]

Embedded image

(In the above general formula, when a plurality of R _{1 s} are present, each independently represents a hydrogen atom, a hydroxy group,
R ₂ and R ₃ each independently represent a hydrogen atom or an alkoxy group having 1 to 3 carbon atoms, and one of R ₂ and R ₃ is an alkoxy group; R ₄ represents a hydrogen atom, an alkyl group or an alkoxy group having 1 to 3 carbon atoms; R ₅ and R ₆ each independently represent an alkyl group having 1 to 3 carbon atoms; R ₇ represents a hydrogen atom , A hydroxy group, an alkyl group having 1 to 3 carbon atoms or an alkoxy group;

[0058]

Embedded image

Wherein m is an integer of 1 to 3 and n is an integer of 1 to 4)

In the above general formulas (I) to (IV),
As the kill group, a methyl group, an ethyl group, n- or i-
And a propyl group. As an alkoxy group
Is a methoxy group, an ethoxy group, an n- or i-propoxy group
And the like. R ₁Is preferably a hydrogen atom
Good. R_TwoAnd R_ThreeIs preferably an ethoxy group.
R_FourIs preferably a methyl group. R_FiveAnd R₆As
Is preferably an ethyl group. R₇Is a hydroxy group
preferable. As a preferred specific example of the above photopolymerization initiator
The following formulas (1) to (6) may be mentioned.
Wear.

[0061]

Embedded image

Of these, photopolymerization initiators represented by formulas (I) to (IV) are preferred. These can be used alone or in combination of two or more.

Further, a photopolymerization initiator represented by the following general formula (I) described in JP-A-10-69079 can also be used in the present invention.

[0064]

Embedded image

(In the above general formula (I), n is 1 or 2, and when n is 1, Ar ₁ represents a phenyl group, a chlorine atom, a bromine atom, a hydroxy group, —SR ⁹ , —R ¹⁰ , −
^{OR 10, -SR 10, -SO 2} R 10, -S- phenyl, -
Represents a phenyl group substituted with O- phenyl or morpholino group (R ¹⁰ represents an alkyl group having 1 to 9 carbon atoms), R ⁹ represents a hydrogen atom, carbons which may atoms have a substituent 1 To 12 alkyl groups, alkenyl groups having 3 to 6 carbon atoms, cyclohexyl group, phenylalkyl group,
Phenyl hydroxyalkyl group, which may have a substituent phenyl group, a tolyl group, -CH ₂ -CH ₂ OH, -C
_{H 2 CH 2 -OOC-CH =} CH 2, -CH 2 -COOR 11
(R ₁₁ represents an alkyl group having 1 to 9 carbon atoms), -C
H ₂ CH ₂ —COOR ₁₂ (R ₁₂ represents an alkyl group having 1 to 4 carbon atoms), or a group represented by the following formula,

[0066]

Embedded image

When n is 2, Ar₁Is phenylene-T
-Phenylene group (T is -O-, -S- or -CH_Two−
R)¹, R^TwoCan be the same or different
K, -COOR¹²(R¹²Is as defined above)
An alkyl group having 1 to 8 carbon atoms which may be
Represents a phenylalkyl group of the formulas 7 to 9,¹And R^TwoIs
May be bonded to represent an alkylene group having 4 to 6 carbon atoms,
X is a morpholino group, -N (R^Four) (R^Five), -OR⁶if
Or -O-Si (R⁷) (R⁸)_TwoAnd R^Four, R ^FiveIs the same
Alkyl having 1 to 12 carbon atoms
Group, -OR^TenAn alkyl group having 2 to 4 carbon atoms substituted with
Or an allyl group;^FourAnd R^FiveCombine to form-
O-, -NH- or -N (R^Ten)-
May represent a good alkylene group having 4 to 5 carbon atoms,
R⁶Represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms,
Ryl group or phenylalkyl group having 7 to 9 carbon atoms
Represents, R⁷And R⁸May be the same or different, and
Represents an alkyl group of 1 to 4 or a phenyl group)

The amount of the photopolymerization initiator used is usually 0.01 to 50% by weight, preferably 1 to 2% by weight, based on the solid content of the monomer.
0% by weight. If the amount of the initiator is less than 0.01% by weight, the polymerization hardly proceeds, and if it exceeds 50% by weight, the polymerization rate increases but the molecular weight decreases and the film strength decreases.

An alkali-soluble resin can be used as the binder resin (b) blended in the blue coloring composition for a color filter of the present invention. As these alkali-soluble binder resins, those which are linear organic high molecular polymers, which are soluble in an organic solvent and can be developed with a weak alkaline aqueous solution are preferable. As such a linear organic high molecular polymer, a polymer having a carboxylic acid in a side chain, for example, JP-A-59-4
4615, JP-B-54-34327, JP-B-58-
No. 12577, JP-B No. 54-25957, JP-A-Sho 59
Methacrylic acid copolymers, acrylic acid copolymers, itaconic acid copolymers, crotonic acid copolymers as described in JP-A-53836 and JP-A-59-71048.
There are maleic acid copolymers, partially esterified maleic acid copolymers and the like, and similarly, there are acidic cellulose derivatives having a carboxylic acid in the side chain. In addition, those obtained by adding an acid anhydride to a polymer having a hydroxyl group are also useful. Among these, a benzyl (meth) acrylate / (meth) acrylic acid copolymer and a multi-component copolymer with benzyl (meth) acrylate / (meth) acrylic acid / and other monomers are particularly preferable. Other useful water-soluble polymers include 2-hydroxyethyl methacrylate, polyvinylpyrrolidone, polyethylene oxide, and polyvinyl alcohol. In order to increase the strength of the cured film, alcohol-soluble nylon or 2,2-bis-
Polyethers of (4-hydroxyphenyl) -propane and epichlorohydrin are also useful.

Further, 2-hydroxypropyl (meth) acrylate / polystyrene macromonomer / benzyl methacrylate /
Methacrylic acid copolymer, 2-hydroxy-3-phenoxypropyl acrylate / polymethyl methacrylate macromonomer / benzyl methacrylate / methacrylic acid copolymer, 2-hydroxyethyl methacrylate / polystyrene macromonomer / methyl methacrylate / methacrylic acid copolymer Polymers include 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer.

(B) The binder resin is preferably blended in an amount of 10 to 90 parts by weight, more preferably 30 to 70 parts by weight, per 100 parts by weight of the total solids.

A dispersant (c) can be added to the composition of the present invention in order to improve the dispersibility of the pigment. As these (c) dispersants, many types of dispersants are used. For example, phthalocyanine derivatives (commercially available products E
FKA-745 (manufactured by Morishita Sangyo)); organosiloxane polymer KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), (meth) acrylic acid (co) polymer polyflow No. 75, No. 90,
Cationic surfactants such as No. 95 (manufactured by Kyoeisha Yushi Kagaku Kogyo) and W001 (manufactured by Yusho); polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether; Polyoxyethylene nonyl phenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate,
Nonionic surfactants such as sorbitan fatty acid esters;
F-top EF301, EF303, EF352 (manufactured by Shin-Akita Kasei), Megafac F171, F172, F17
3 (manufactured by Dainippon Ink), Florad FC430, FC4
31 (Sumitomo 3M), Asahi Guard AG710,
Surflon S382, SC-101, SC-102, S
C-103, SC-104, SC-105, SC-10
Fluorinated surfactants such as 68 (manufactured by Asahi Glass);
Anionic surfactants such as W005 and W017 (manufactured by Yusho); EFKA-46, EFKA-47, EFKA-47
EA, EFKA polymer 100, EFKA polymer 40
0, EFKA polymer 401, EFKA polymer 450
Polymer dispersants such as Disperse Aid 6, Disperse Aid 8, Disperse Aid 15, Disperse Aid 9100 (manufactured by San Nopco); Solsperse 3000, 5000, 9000, 1200
0, 13240, 13940, 17000, 2000
And various Solsperse dispersants such as 0, 24000, 26000 and 28000 (manufactured by Zeneca Corporation); and other isonet S-20 (manufactured by Sanyo Chemical).

Further, the graft copolymer (A) having a specific acid amide group-containing monomer and a quaternary ammonium salt monomer residue in the main chain described in JP-A-10-254133 has a fine dispersion of pigment. By using this, the pigment can be finely dispersed without using much energy or time, and the dispersed pigment can aggregate or settle with time. Thus, a composition having good dispersion stability over a long period of time can be obtained, and can be preferably incorporated as a dispersant into the composition of the present invention.

These dispersants may be used alone or in combination of two or more. Such a dispersant is generally used in an amount of 0.1 to 50 parts by weight based on 100 parts by weight of the pigment.

The composition of the present invention may optionally contain (d)
Other various additives, for example, a filler, a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber, and an anti-agglomeration agent can be added.

As specific examples of these (d) additives,
Fillers such as glass and alumina; polyvinyl alcohol,
High molecular compounds other than the binder polymer (A), such as polyacrylic acid, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate;
Cationic or anionic surfactants; vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- ( 2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane,
3-glycidoxypropylmethyldimethoxysilane, 2
-Promotion of adhesion of (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, etc. Agent; 2,2
-Antioxidants such as -thiobis (4-methyl-6-t-butylphenol) and 2,6-di-t-butylphenol: 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5- UV absorbers such as chlorobenzotriazole and alkoxybenzophenone; and aggregation inhibitors such as sodium polyacrylate.

In order to promote the alkali solubility of the non-irradiated portion to further improve the developability of the composition of the present invention, the composition of the present invention may contain an organic carboxylic acid, preferably having a molecular weight of 1,000 or less. Can be added. Specifically, for example, aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethylacetic acid, enanthic acid, and caprylic acid; oxalic acid, malonic acid, succinic acid, and glutaric acid Aliphatic dicarboxylic acids such as acids, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid and citraconic acid; Aliphatic tricarboxylic acids such as carballylic acid, aconitic acid, and camphoronic acid; aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemelitic acid, and mesitylene acid; phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, trimesin Aromatic polycarboxylic acids such as acid, melophanic acid and pyromellitic acid; phenylacetic acid, Doroatoropa acid, hydrocinnamic acid, mandelic acid, phenyl succinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamylidene acetic acid, coumaric acid, other carboxylic acids such as umbellic acid.

In addition to the above, it is preferable to further add a thermal polymerization inhibitor to the blue coloring composition for a color filter of the present invention, for example, hydroquinone, p-methoxyphenol, di-t-butyl-p -Cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,
4'-thiobis (3-methyl-6-t-butylphenol), 2,2'-methylenebis (4-methyl-6-t-
Butylphenol) and 2-mercaptobenzimidazole are useful.

Solvents used in preparing the composition of the present invention include esters such as ethyl acetate and acetic acid-n.
-Butyl, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl oxyacetate, ethyl oxyacetate, ethyl oxyacetate, Methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate,

Alkyl 3-oxypropionates such as methyl 3-hydroxypropionate and ethyl 3-oxypropionate; methyl 3-methoxypropionate;
Ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 2-
Methyl oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, 2-ethoxy Ethyl propionate, methyl 2-oxy-2-methylpropionate, 2-
Ethyl oxy-2-methylpropionate, methyl 2-methoxy-2-methylpropionate, 2-ethoxy-2-
Ethyl methyl propionate,

Methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate; ethers such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether; Ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether,

Propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, propylene glycol propyl ether acetate, etc .; ketones, for example, methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, etc .; aromatic hydrocarbons, for example, toluene, xylesi etc. Is mentioned.

Of these, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimeter ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl Carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether acetate and the like are preferably used. These solvents may be used alone or in combination of two or more.

The composition of the present invention comprises a blue pigment and PR-1.
22: (a) a radiation-sensitive compound, (b) a binder resin,
It can be prepared by mixing (c) a dispersant, (d) other additives with a solvent, and mixing and dispersing the mixture using various mixers and dispersers. Conventionally known mixers and dispersers can be used. For example,
Examples thereof include a homogenizer, a kneader, a ball mill, a two or three roll mill, a paint shaker, a sand grinder, and a sand mill such as a dyno mill.

As a preferable preparation method, first, a solvent is added to the pigment and the binder resin and uniformly mixed, and then kneaded with heating using two or two rolls, if necessary, so that the pigment and the binder resin are sufficiently mixed. There is a method of blending and obtaining a uniform colored body. Next, a solvent is added to the obtained colored body, and if necessary, a dispersant and various additives are added. Dispersion is performed using a ball mill or various sand mills using glass beads as a dispersion media, for example, a Dyno mill. At this time, a smaller dispersion can be obtained as the diameter of the glass beads is smaller. At this time, a dispersion result with good reproducibility can be obtained by controlling the temperature of the dispersion liquid to be constant.

The dispersion thus obtained can remove coarse particles by centrifugation or decantation, if necessary. The size of the pigment particles in the dispersion thus obtained is preferably 1 μm or less. More preferably, it is desirable to be 0.01-0.2 micrometers. The colored dispersion thus obtained is mixed with (a) a radiation-sensitive compound, and the blue coloring composition for a color filter of the present invention is prepared as a radiation-sensitive composition.

The composition of the present invention is applied to a substrate by a coating method such as spin coating, casting coating, roll coating or the like to form a radiation-sensitive composition layer, which is exposed through a predetermined mask pattern, and developed. By developing with a liquid, a colored pattern is formed. The radiation used at this time
Particularly, ultraviolet rays such as g-line and i-line are preferably used. In the present invention, radiation is a broad concept including visible light, ultraviolet light, far ultraviolet light, X-rays, and the like.

As the substrate, for example, soda glass, pyrex glass, quartz glass used for a liquid crystal display device or the like and a transparent conductive film adhered thereto, or a photoelectric conversion device substrate used for a solid-state imaging device or the like, for example, silicon Substrates and the like can be mentioned. These substrates are generally formed with black stripes for isolating each pixel.

Any developer can be used as long as it can dissolve the unirradiated radiation-sensitive composition but does not dissolve the irradiated part. Specifically, a combination of various organic solvents or an alkaline aqueous solution can be used. Examples of the organic solvent include the above-mentioned solvents used when preparing the composition of the present invention.

Examples of the alkali include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium silicate, sodium metasilicate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide , An alkaline compound such as choline, pyrrole, piperidine, 1,8-diazabicyclo- [5.4.0] -7-undecene at a concentration of 0.001 to 0.001.
An alkaline aqueous solution dissolved to be 10% by weight, preferably 0.01 to 1% by weight is used. When a developer composed of such an alkaline aqueous solution is used, it is generally washed with water after development.

[0091]

EXAMPLES The present invention will be specifically described below with reference to examples, but the scope of the present invention is not limited by the examples. In Examples and Comparative Examples, parts and% are based on weight unless otherwise specified.

Example 1 ・ 95 parts of blue pigment (PB-15: 6 ε-type copper-fucyanine) ・ 5 parts of PR-122 (quinacridone pigment) ・ 100 parts of benzyl methacrylate / methacrylic acid (70/30 molar ratio) 140 parts of cyclobexanone and 160 parts of propylene glycol monomethyl ether acetate were kneaded with a two-roll mill. After pulverizing the obtained kneaded material, propylene glycol monomethyl ether acetate was added so that the pigment concentration became 15%, and Disper Aid 163 (a pigment dispersant manufactured by BYK Chemie) was added as a pigment dispersant by 20% to the pigment. The dispersion was carried out with a Peas mill (Dynomill: disperser manufactured by Zinmar Enterprises). Centrifugal transmission type particle size analyzer CAP
When measured with A-700 (Horiba Seisakusho), the average value was 0.
07 μm. The following radiation-sensitive composition was prepared using the obtained dispersion, and applied to a glass substrate for a color filter to a thickness of 1.2 μm. Irradiation was performed at an exposure of 100 mj / cm ² through a mask using a 2.5 kW ultrahigh pressure mercury lamp. 4 with 0.25% aqueous sodium carbonate
Developed at 25 ° C. for 0 seconds. After post-baking at 230 ° C. for 30 minutes, chromaticity, development latitude,
The image roughness and the edge profile were evaluated. The results are shown in Table 2.

Radiation-sensitive composition 300 parts of the above dispersion (pigment concentration 14%) 30 parts of pentaerythritol tetraacrylate 30 parts of 4- [o-bromo-pN, N-di (ethoxydicarbonyl) 0.5 Part Aminophenyl] 2,6-di (trichloromethyl) -S-triazine ・ Irgacure 907 0.5 part ・ Hydroquinone monomethyl ether 0.01 part ・ Propylene glycol monomethyl ether acetate 100 parts

Evaluation method and evaluation criteria (1) Chromaticity: Chromaticity meter MCPD-1000 (manufactured by Otsuka Electronics)
And displayed according to the CIE (International Commission on Illumination) XYZ display method. The larger the Z value, the higher the color purity as blue. The larger the Y value, the greater (bright) the brightness. (2) Development latitude: The line width change of 25 μ was measured, and the following three grades were evaluated. ：: Developing time width giving a line width variation of 10% is 40 seconds or more △: Developing time width giving a line width variation of 10% is 30 or more and less than 40 seconds ×: Line width variation 10 %: Less than 30 seconds (3) Image Roughness: The degree of surface roughness of the image area during the development time at which the negative / positive line width of 25 μm is reproduced to 1/1 is SE.
It was evaluated by M observation. ○: No surface roughness observed ×: Surface roughness clearly observed

The transmittance in the wavelength range of 400 to 700 nm was measured using the chromaticity meter MCPD-1000.
The transmittance curve is shown in FIG.

Comparative Example 1 A radiation-sensitive composition was prepared in the same manner as in Example 1 except that the pigment was changed to a blue pigment alone (PB-15: 6) as shown in Table 1. evaluated. The results are shown in Table 2, and the transmittance curve is shown in FIG. Development latitude,
The image roughness and the edge profile were the same as those in Example 1, but as described above, the wavelength of the highest transmittance of the transmittance curve was 20 nm longer than that in Example 1.

From the transmission curve of FIG. 1, the PB-1 of Comparative Example 1 was obtained.
Compared with the case of using 5: 6 alone, when the PR-122 of Example 1 was used in combination, the wavelength of the highest transmittance in the transmittance curve was 460.
It can be seen that the wavelength is shifted to the shorter wave side by 20 nm compared to 480 nm in the case of the single wave. The values of the transmittance at the peak position were the same. Further, from the results shown in Table 2, the chromaticity was higher than that of the blue pigment of Comparative Example 1 alone.
When PR-122 of Example 1 is used in combination, it can be seen that the Z value is large and the color purity as blue is high. Further, in each of Example 1 and Comparative Example 1, it is clear that the developing latitude is wide, the image roughness is small, the edge profile is a forward taper, and excellent performance is obtained.

Comparative Example 2 An experiment was carried out in the same manner as in Example 1 except that the proportions of PB-15: 6 and PR-122 were changed as shown in Table 1.
The results are shown in Table 2. The blue component decreased (decreased Z value) and could not be used for the intended purpose.

Comparative Example 3 As a comparison, the same procedure as in Example 1 was carried out except that PR-122 was used alone. Table 2 shows the chromaticity data.

Example 2 An experiment was carried out in the same manner as in Example 1 except that the proportions of PB-15: 6 and PR-122 were changed as shown in Table 1.
The results are shown in Table 2. From these results, as in Example 1, the Z value was large, the color purity as blue was high, the development latitude was wide, the image roughness was small, the edge profile was a forward taper, and excellent performance was obtained. it is obvious.

[0101]

[Table 1]

[0102]

[Table 2]

[0103]

The blue coloring composition for a color filter of the present invention has a high resolution and a high sensitivity, has a high transmittance in a blue region, and can produce a high-contrast color filter. In the blue coloring composition of the present invention, the pigment is dispersed in the form of fine particles, and the dispersion stability of the dispersed pigment over time is improved. Therefore, the composition of the present invention is suitable for producing a color filter used for a liquid crystal display device or the like. Further, the color filter of the present invention has high transmittance in the blue region and high contrast.

[Brief description of the drawings]

FIG. 1 is a graph showing transmittance curves of films prepared in Example 1 and Comparative Example 1.

 ────────────────────────────────────────────────── ─── Continued on the front page (72) Inventor Akira Ushimaru 4,000 Kawajiri, Yoshida-cho, Haibara-gun, Shizuoka Prefecture F-term in Fujifilm Orin Co., Ltd. BA45 BA47 BB02 BB14 BB42 BB46 4H056 DD01 DD04 DD05 EA13 FA01 FA07

Claims (8)

[Claims] Claims: 1. I. A blue coloring composition for a color filter, comprising Pigment Red 122. 2. The blue coloring composition according to claim 1, further comprising a blue pigment. 3. The blue coloring composition according to claim 2, wherein the blue pigment is a copper phthalocyanine pigment. 4. The blue coloring composition according to claim 3, wherein the copper phthalocyanine pigment is in an ε-type crystal form. 5. The method according to claim 5, I. The blue coloring composition for a color filter according to any one of claims 1 to 4, wherein the ratio of Pigment Red 122 to the blue pigment is from 0.3: 100 to 20: 100 by weight. 6. The blue pigment has an average particle size of 0.01 to
6. The structure according to claim 2, wherein the thickness is in a range of 0.2 [mu] m.
A blue coloring composition according to any one of the above. 7. The blue coloring composition according to claim 1, further comprising a radiation-sensitive compound. 8. A color filter comprising a blue image produced from the blue coloring composition according to claim 1. Description: