JP2012172003A - Method for producing colored composition, colored composition, color filter, liquid crystal display and organic el display - Google Patents

Abstract

Aggregation of pigments in an obtained colored composition is suppressed, and when a colored pattern is formed using the colored composition, there is no occurrence of unevenness in a washing to drying process, and a forward tapered shape is obtained. Provided is a method for producing a colored composition capable of obtaining a good colored pattern.
A first step of preparing a pigment dispersion by mixing and dispersing (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent, and a pigment dispersion obtained in the first step (B) The oil-soluble pigment aggregation inhibitor containing the block which has a functional group containing a nitrogen atom, and (D) The 2nd process of mixing the organic solvent, The manufacturing method of the coloring composition containing.
[Selection figure] None

Description

  The present invention relates to a method for producing a colored composition, a colored composition, a color filter, a liquid crystal display device, and an organic EL display device.

  Color filters are indispensable components for liquid crystal displays. The liquid crystal display is compact compared to the CRT as a display device, and can save power, and has become more than equivalent in terms of performance due to technological advancement. Therefore, TV screens, personal computer screens, and other display devices It is being replaced by CRT.

In recent years, the development of liquid crystal displays has been expanded from the use of personal computers and monitors having a relatively small screen area to TV applications that require a large screen and high image quality.
In TV applications, higher image quality, that is, improvement in contrast and color purity is required compared to conventional monitor applications. In order to improve contrast, a finer particle size of a colorant (organic pigment or the like) used in a coloring composition used for forming a color filter is required. Moreover, the higher thing is calculated | required as content rate of the coloring agent (organic pigment) which occupies in solid content of this colored photosensitive composition for color purity improvement.

  In response to such demands, a pigment dispersion composition in which a pigment with a finer particle diameter of the pigment is dispersed, and further containing a binder resin, a polymerizable compound, a photopolymerization initiator, and other components are photosensitive coloring. A composition is used, and a color filter is obtained using the composition by a photolithography method or the like.

  When the pigment is refined and the content of the pigment is increased, the storage stability of the pigment dispersion is deteriorated. When the pigment dispersion obtained by refining the pigment is used as a photosensitive coloring composition, the aggregation of the pigment is caused. The resulting color filter may cause foreign matter, contrast may be reduced, color reproducibility may be reduced, and brightness may be reduced. Therefore, improvement of the coloring composition has been demanded.

In order to solve such problems, many dispersants used for preparing pigment dispersions have been proposed (for example, see Patent Documents 1 and 2). A binder resin having pigment dispersion performance has also been proposed (see, for example, Patent Document 3).
However, these techniques are insufficient to prevent the pigment from aggregating when the finely divided pigment particles are made into a photosensitive coloring composition, and further improvement is awaited.

  In addition, the colored pattern obtained by applying the coloring composition on the substrate and performing the steps of exposure and development may cause unevenness on the surface in the washing step to the drying step after development (see, for example, Patent Document 4). .) If unevenness occurs on the surface of the colored pattern, it is not preferable because the inspection process performed thereafter is congested and the production efficiency is lowered.

In addition, in the step of applying a transparent electrode to the obtained color filter, the colored pattern is preferably a forward taper in order to prevent disconnection of the transparent electrode (ITO), but in order to make the colored pattern a forward taper. Has also been proposed (see, for example, Patent Document 5).
However, these technologies have low productivity, and further improvements are desired.

JP 2010-54725 A JP 2010-44243 JP 2001-343517 A JP 2009-180949 A JP 2009-288313 A

In the present invention, the aggregation of the pigment in the obtained colored composition is suppressed, and when forming a colored pattern using the colored composition, there is no occurrence of unevenness in the washing to drying process, and the forward tapered shape It is an object of the present invention to provide a method for producing a colored composition capable of obtaining a good colored pattern.
Furthermore, the present invention provides a colored composition obtained by the production method, a color filter obtained using the colored composition, and provides a liquid crystal display device and an organic EL display device having good electrical characteristics. Is an issue.

Means for solving the above-mentioned problems are as follows.
<1> (A) a pigment, (C) a pigment dispersant, and (D) a first step of mixing and dispersing an organic solvent to prepare a pigment dispersion, and a pigment dispersion obtained in the first step, (B) An oil-soluble pigment aggregation inhibitor containing a block having a functional group containing a nitrogen atom, and (D) a second step of mixing an organic solvent, and a method for producing a colored composition.

<2> The method for producing a colored composition according to <1>, wherein the (A) pigment is a brominated zinc phthalocyanine pigment.
<3> The method for producing a colored composition according to <1> or <2>, wherein (E) a polymerizable compound is further mixed in the second step.

<4> The method for producing a colored composition according to <3>, wherein the polymerizable compound (E) is a polyfunctional acrylic monomer having one or more carboxylic acid groups in the molecule.
<5> The method for producing a colored composition according to any one of <1> to <4>, wherein (F) a photopolymerization initiator is further mixed in the second step.

<6> The method for producing a colored photosensitive composition according to <5>, wherein the (F) photopolymerization initiator is an oxime ester compound.
<7> A colored composition produced by the method for producing a colored composition according to any one of <1> to <6>.

<8> A color filter produced using the colored composition produced by the method for producing a colored composition according to any one of <1> to <6>.
<9> A liquid crystal display device comprising the color filter produced in <8>.
<10> An organic EL display device comprising the color filter produced in <8>.

In the method for producing a colored composition in the present invention, (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent are mixed and dispersed, and after the first step of preparing a pigment dispersion, And a second step of preparing a colored composition by mixing the pigment dispersion obtained in one step, the (B) pigment aggregation inhibitor and an organic solvent.
That is, a pigment and a pigment dispersant are dispersed in the presence of an organic solvent, and after the first step of preparing a pigment dispersion, a pigment aggregation inhibitor having a specific structure and an organic solvent are further added and mixed. A colored composition is manufactured through the process.

In the first step, the pigment is dispersed as primary particles of pigment fine particles by the action of adsorption or the like of the pigment dispersant on the pigment, but various steps such as temperature change such as heating and cooling, mixing with additives, etc. As a result, the pigment dispersant may be detached from the pigment fine particles to cause pigment aggregation. It is considered that the pigment aggregation inhibitor having a specific structure added in the second step further covers the pigment particles adsorbed by the pigment dispersant, thereby forming a protective colloid of the pigment particles and further improving the dispersion stability.
This protective colloid is stable with respect to a photopolymerization initiator and a polymerizable compound, and even if a photopolymerization initiator or a polymerizable compound is added, it is considered that the dispersion stability is not impaired.

  In particular, if a polyfunctional acrylic monomer having one or more carboxylic acid groups in the molecule is used as the polymerizable compound, the dispersion stability of the pigment may be reduced. By adding it later, it is thought that the dispersion stability of the pigment is improved by the interaction between the carboxylic acid group of the polyfunctional acrylic monomer and the block having the functional group containing a nitrogen atom of the pigment dispersion flocculant having a specific structure. .

According to the present invention, the aggregation of the pigment in the obtained colored composition is suppressed, and when the colored pattern is formed using the colored composition, there is no occurrence of unevenness in the water washing to drying process. The manufacturing method of the coloring composition from which the favorable colored pattern of a taper shape is obtained can be provided.
Furthermore, the present invention provides a colored composition obtained by the production method, a color filter obtained using the colored composition, and provides a liquid crystal display device and an organic EL display device having good electrical characteristics. Can do.

Hereinafter, the present invention will be described in detail.
The method for producing a colored composition of the present invention comprises (A) a pigment, (C) a pigment dispersant, and (D) a first step of mixing and dispersing an organic solvent to prepare a pigment dispersion, and a first step. (B) an oil-soluble pigment aggregation inhibitor (hereinafter referred to as “specific aggregation inhibitor” as appropriate) containing a block having a functional group containing a nitrogen atom, and (D) an organic solvent. And a second step of mixing them in this order.

First, the manufacturing method of the coloring composition of this invention is demonstrated.
The method for producing a colored composition of the present invention comprises (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent mixed and dispersed to prepare a pigment dispersion, and a first step And (B) a second step of mixing the pigment aggregation inhibitor and the organic solvent.

In the first step, at least (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent are mixed and dispersed, but if necessary, a pigment derivative, a binder resin, a surfactant, and the like described later are included. You may go out.
In the first step, it can be prepared by mixing and dispersing using various mixers and dispersers.
Before the first step, a kneading step for kneading using (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent may be provided, or the kneading step may be omitted. is there.

  In the kneading step, a mixture of (A) pigment, (C) pigment dispersant and (D) organic solvent is mixed into two rolls, three rolls, a ball mill, a tron mill, a disper, a kneader, a kneader, a homogenizer, a blender, a uniaxial Alternatively, using a kneader such as a twin-screw extruder, the pigment is ground and kneaded while applying a strong shearing force to obtain a kneaded composition. If necessary, a pigment derivative and a binder resin may be added.

The kneaded composition thus obtained is mixed and dispersed in the first step. In the mixed dispersion, the beads are dispersed by further adding (D) an organic solvent, a binder resin, or the like to the kneaded composition of (A) pigment, (C) pigment dispersant, and (D) organic solvent, if necessary. Using a vertical or horizontal sand grinder, pin mill, slit mill, ultrasonic disperser, etc., fine dispersion with beads made of 0.01 to 1 mm particle size glass, zirconia, etc. obtain.
When the kneading step is omitted, in the first step, (A) a pigment, (C) a pigment dispersant, and (D) an organic solvent are added, if necessary, a binder resin, etc., and mixed and dispersed to obtain a pigment. A dispersion is obtained.

The obtained pigment dispersion is preferably filtered through a filter for the purpose of removing foreign substances. If it is conventionally used for the filtration use etc., it can use without being specifically limited. Examples thereof include filters made of polyamide resins such as nylon-6 and nylon-6, 6, polyolefin resins such as polyethylene and polypropylene, fluororesins such as polytetrafluoroethylene, and depth type filters can also be used. Among these materials, polypropylene is preferable. The pore diameter of the filter is preferably 0.1 to 5 μm.
For details on kneading and dispersing, see T.W. C. “Paint Flow and Pigment Dispersion” by Patton (published by John Wiley and Sons, 1964) and the like.

In the second step, the pigment dispersion obtained in the first step, (B) a pigment aggregation inhibitor, and (D) an organic solvent are mixed with a mixer to prepare a colored composition.
In the second step, after mixing the pigment dispersion obtained in the first step with the organic solvent which may be the same as or different from the organic solvent (D), (B) a pigment aggregation inhibitor is added. The pigment dispersion, (B) pigment aggregation inhibitor and (D) organic solvent may be mixed at the same time.
Examples of the mixer used in the second step include a stirrer having a normal stirring blade, and a disper, a homogenizer, a blender, an agitator, a dissolver, and the like are also preferable.

In the second step, an organic solvent is added to the pigment dispersion obtained in the first step to dilute the pigment dispersion, and then (B) a pigment aggregation inhibitor is added and mixed to form a colored composition. A method for preparing the product is also a preferred embodiment.
In the second step, the most preferable embodiment is a method of preparing a colored composition by mixing the pigment dispersion obtained in the first step after the (B) pigment aggregation inhibitor is diluted with an organic solvent. is there.
The organic solvent in the second step may be the same as or different from the organic solvent used in the first step. The kind of organic solvent is mentioned later.
As a manufacturing method of a coloring composition, what is necessary is just to perform a 1st process and a 2nd process sequentially in this order.

  In the second step, it is preferable to further add (E) a polymerizable compound, (F) a photopolymerization initiator, an alkali-soluble resin, other additives, an organic solvent, and the like as necessary.

The colored composition thus obtained is preferably filtered. For filtration, the filters described in Filtration of pigment dispersion can be used.
The obtained colored composition is preferably sealed in a container and stored in a cool and dark place.

Next, each component which comprises a coloring composition is demonstrated.
The colored product of the present invention comprises (A) a pigment, (B) an oil-soluble pigment aggregation inhibitor (specific aggregation inhibitor) containing a block having a functional group containing a nitrogen atom, (C) a pigment dispersant, and (D ) Contains at least an organic solvent. Further, if necessary, (E) a polymerizable compound, (F) a photopolymerization initiator, an alkali-soluble resin, and other additives may be included.

<(A) Pigment>
(A) The pigment may be an inorganic pigment or an organic pigment, but it is preferable to use a pigment having a particle size as small as possible from the viewpoint of high transmittance. The average primary particle diameter is preferably 0.01 μm to 0.1 μm, more preferably 0.01 μm to 0.05 μm.

  In the colored composition of the present invention, by using a coating resin described later, even when the pigment size is small, dispersibility and dispersion stability are improved, so that a colored pixel having excellent color purity is formed. Yes.

  Furthermore, in the present invention, among the pigments contained in the coloring composition, the proportion of the pigment having a primary particle size of less than 0.02 μm is less than 10% in the total amount of the pigment, and the primary particle size is The proportion of the pigment exceeding 0.08 μm is preferably less than 5% in the total amount of the pigment.

When the ratio of the pigment having a primary particle diameter of less than 0.02 μm is less than 10%, the heat resistance and chromaticity change can be prevented, and the ratio of the pigment having a primary particle diameter exceeding 0.08 μm is 5 By being less than%, the contrast is good, the temporal stability of the coloring composition is good, and further foreign matter failure can be prevented.
The proportion of the pigment having a primary particle size of less than 0.02 μm is more preferably less than 5% from the viewpoints of heat resistance and chromaticity change prevention.
The proportion of the pigment having a primary particle diameter exceeding 0.08 μm is preferably less than 3% from the viewpoint of improving contrast.

  The primary particle diameter of the pigment can be measured using a TEM (transmission electron microscope). That is, the TEM photograph is subjected to image analysis to examine the particle size distribution. For example, the particle size distribution can be grasped by measuring the total number of particles in the observation sample at 3 to 100,000 times and the number of pigment particles less than 0.02 μm and more than 0.08 μm. More specifically, the pigment powder is observed with a transmission electron microscope at 3 to 100,000 times, photographed, the major axis of 1000 primary particles is measured, less than 0.02 μm, and more than 0.08 μm Calculate the percentage of primary particles. This operation is performed for a total of three locations by changing the location of the pigment powder, and the results are averaged.

  (A) Examples of inorganic pigments that can be used as pigments include metal compounds represented by carbon black, metal oxides, metal complex salts, and the like. Specifically, iron, cobalt, aluminum, cadmium, lead, copper And metal oxides such as titanium, magnesium, chromium, zinc, and antimony, and composite oxides of the above metals.

Examples of the organic pigment include:
C. I. Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48: 1, 48: 2, 48: 3, 48: 4, 49, 49: 1, 49: 2, 52: 1, 52: 2, 53: 1, 57: 1, 60: 1, 63: 1, 66, 67, 81: 1, 81: 2, 81: 3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 149, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 270, 272, 279,

  C. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 17 4, 175, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214

C. I. Pigment Orange 2, 5, 13, 16, 17: 1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73,
C. I. Pigment Green 7, 10, 36, 37, 58
C. I. Pigment Blue 1, 2, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, 64, 66, 79, 79 Cl substituent was changed to OH Stuff, 80,
C. I. Pigment Violet 1, 19, 23, 27, 32, 37, 42,
C. I. Pigment Brown 25, 28 and the like.

Among these, the pigments that can be preferably used include the following. However, the present invention is not limited to these.
C. I. Pigment Yellow 11, 24, 108, 109, 110, 138, 139, 150, 151, 154, 167, 180, 185,
C. I. Pigment Orange 36, 71,
C. I. Pigment Red 122, 150, 171, 175, 177, 209, 224, 242, 254, 255, 264,
C. I. Pigment Violet 19, 23, 32,
C. I. Pigment Blue 15: 1, 15: 3, 15: 6, 16, 22, 60, 66,
C. I. Pigment Green 7, 36, 37, 58

These organic pigments can be used alone or in various combinations in order to increase color purity. Specific examples of combinations are shown below.
For example, as the pigment for the red layer, a red pigment alone, a mixture of two or more red pigments, or a pigment obtained by mixing a red pigment and a yellow pigment is used.
Examples of the red pigment include the various types of Pigment Red. Preferably, the anthraquinone red pigment includes C.I. I. Pigment Red 177, and perylene red pigments include C.I. I. Pigment red 155, C.I. I. Pigment Red 224, and condensed condensed red pigments include C.I. I. Pigment Red 242, and diketopyrrolopyrrole red pigments include C.I. I. And CI Pigment Red 254.

As the pigment for the red layer, C.I. I. Pigment red 254 and C.I. I. Pigment yellow 139 or C.I. I. Mixing with Pigment Red 177 is preferred.
The mass ratio of the red pigment to the yellow pigment is preferably 100: 5 to 100: 80. If it is 100: 4 or less, it may be difficult to suppress the light transmittance from 400 nm to 500 nm, and the color purity may not be improved. Further, when the ratio is 100: 81 or more, the coloring power may decrease. Particularly, the mass ratio is optimally in the range of 100: 10 to 100: 65. In addition, in the case of the combination of red pigments, it can adjust according to chromaticity.

In addition, examples of the green pigment include the above-mentioned various Pigment Greens, and preferably C.I. I. Pigment green 7, 36, 37, 58.
As the pigment for the green layer, a halogenated phthalocyanine pigment can be used alone or in combination with a disazo yellow pigment, a quinophthalone yellow pigment, an azomethine yellow pigment or an isoindoline yellow pigment. For example, C.I. I. Pigment Green 7, 36, 37, 58 and C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 180 or C.I. I. Mixing with Pigment Yellow 185 is preferred.
The mass ratio of the green pigment to the yellow pigment is preferably 100: 5 to 100: 150 from the viewpoint of obtaining sufficient color purity and suppressing deviation from the NTSC target hue. The mass ratio is particularly preferably in the range of 100: 30 to 100: 120.

Further, examples of the blue pigment include the above-mentioned various Pigment Blues. C.I. which is a phthalocyanine pigment is preferable. I. Pigment blue 15: 6.
As the pigment for the blue layer, a phthalocyanine pigment can be used alone, or a mixture thereof with a dioxazine purple pigment can be used. For example, C.I. I. Pigment blue 15: 6 and C.I. I. Mixing with pigment violet 23 is preferred. The mass ratio of the blue pigment and the purple pigment is preferably 100: 0 to 100: 50, more preferably 100: 5 to 100: 30.

The colored composition of the present invention is suitable for a brominated zinc phthalocyanine pigment as a pigment. Brominated zinc phthalocyanine is usually difficult to disperse, but by applying the method for producing a colored composition of the present invention, dispersion stability is improved and a color filter with high brightness can be obtained.
A specific example of the brominated zinc phthalocyanine pigment is Pigment Green 58.

In the present invention, it is also preferable to use a pigment coated with a coating resin. Even in a pigment made finer by coating the pigment with a coating resin, the formation of secondary aggregates is suppressed, and the coated pigment with improved dispersibility that can be dispersed in the state of primary particles is dispersed. It is more preferable to use a coating pigment excellent in dispersion stability in which primary particles are stably maintained.
As the coating resin, a polymer compound having a heterocyclic ring in the side chain is particularly preferable as an example of the polymer compound having an adsorptive group to the pigment. Examples of such a polymer compound include paragraph numbers [0029] to [0030] in JP-A-2008-83089, paragraph numbers [0044] to [0047] in JP-A-2009-62457, and JP-A-2009-. Those disclosed in paragraph Nos. [0025] to [0078] of U.S. Pat.
Further, regarding the method of coating the pigment, it is more preferable to use a treatment method described in paragraphs [0025] to [0078] of JP-A-2009-144269 and a polymer compound.

  Moreover, the pigment refined | miniaturized by salt milling can also be used suitably as a pigment used for this invention. Salt milling is a mixture of (i) an organic pigment and (ii) a water-soluble inorganic salt with a small amount of (iii) a water-soluble organic solvent as a wetting agent, and kneaded with a kneader or the like. Is put into water and stirred with a high speed mixer or the like to form a slurry. Next, the slurry is filtered, washed with water, and dried if necessary to refine the pigment. In addition, when using it disperse | distributing to an oil-based varnish, it is also possible to disperse | distribute the process pigment (it is called a filter cake) before drying to an oil-based varnish, removing water by the method generally called flushing.

In the present invention, in addition to the (A) pigment, a dye may be used as a colorant.
There is no restriction | limiting in particular as dye which can be used as a coloring agent, The well-known dye conventionally used as a color filter use can be used. For example, Japanese Patent Application Laid-Open No. 64-90403, Japanese Patent Application Laid-Open No. 64-91102, Japanese Patent Application Laid-Open No. 1-94301, Japanese Patent Application Laid-Open No. 6-11614, No. 2592207, US Pat. No. 4,808,501. Specification, US Pat. No. 5,667,920, US Pat. No. 5,059,500, JP-A-5-333207, JP-A-6-35183, JP-A-6-51115 JP-A-6-194828, JP-A-8-21599, JP-A-4-249549, JP-A-10-123316, JP-A-11-302283, JP-A-7-286107, JP 2001-4823, JP-A-8-15522, JP-A-8-29771, JP-A-8-146215, JP-A-11-3434. 7, JP-A-8-62416, JP-A-2002-14220, JP-A-2002-14221, JP-A-2002-14222, JP-A-2002-14223, JP-A-8-302224 JP-A-8-73758, JP-A-8-179120, JP-A-8-151531, and the like.

  The chemical structure includes pyrazole azo, anilino azo, triphenyl methane, anthraquinone, anthrapyridone, benzylidene, oxonol, pyrazolotriazole azo, pyridone azo, cyanine, phenothiazine, pyrrolopyrazole azomethine, A dye such as xanthene, phthalocyanine, benzopyran, or indigo can be used.

As content of the (A) pigment in the coloring composition of this invention, 10 parts-50 parts are preferable in conversion of mass with respect to 100 parts of total solids of a coloring composition, and it is more preferably 15 parts-40 parts. preferable. By being in this range, the obtained colored layer has a sufficient hue and can exhibit good developability.
In the present invention, the “total solid content” refers to the total mass of all components excluding the organic solvent from the colored composition.

<(B) Oil-soluble pigment aggregation inhibitor (specific aggregation inhibitor) containing a block having a functional group containing a nitrogen atom>
The specific aggregation inhibitor in the present invention is an oil-soluble pigment aggregation inhibitor containing a block having a functional group containing a nitrogen atom.
In order to impart oil solubility to the specific aggregation inhibitor, the specific aggregation inhibitor preferably has an a block having no quaternary ammonium base and / or amino group, and has a functional group containing a nitrogen atom. The block is preferably a b block having a quaternary ammonium base and / or amino group in the side chain. An ab block copolymer and / or an aba block copolymer consisting of these a blocks and b blocks are preferred. Hereinafter, these will be described in more detail.

The “oil-soluble” indicated by (B) the pigment aggregation inhibitor of the present invention means that it dissolves in an organic solvent. Specifically, (B) 1 g of pigment aggregation inhibitor is added to propylene glycol methyl ether acetate. In addition to a mixed solvent of 50 g and 50 g of propylene glycol methyl ether, the mixture is stirred at 23 ° C., and if it is transparent after 10 minutes, it is judged as oil-soluble.
The method for imparting oil solubility to the specific aggregation inhibitor is not limited to the above-described method having an a block, but may be other methods.

The quaternary ammonium base in the b block is preferably —N ⁺ R ³¹ R ³² R ³³ · Z ⁻ (wherein R ³¹ R ³² and R ³³ are each independently a hydrogen atom or an optionally substituted cyclic group). Or a chain-like hydrocarbon group, two or more of R ³¹ , R ³² and R ³³ may be bonded to each other to form a cyclic structure, and Z ⁻ represents a counter anion). The quaternary ammonium base represented. The quaternary ammonium base may be directly bonded to the main chain, but may be bonded to the main chain via a divalent linking group.

As the cyclic structure formed by combining two or more of R ³¹ , R ^32, and R ³³ in —N ⁺ R ³¹ R ³² R ³³ · Z ^— , for example, a 5- to 7-membered nitrogen-containing heterocyclic ring Examples thereof include a single ring or a condensed ring formed by condensing two of these. The nitrogen-containing heterocycle preferably has no aromaticity, more preferably a saturated ring. Specific examples include the following.

(In the above formula, R represents any group of R ³¹ , R ³² and R ^33. These cyclic structures may further have a substituent.)

More preferred as ^{R 31, R 32} and ^{R 33} in ^{-N + R 31 R 32 R 33} , each independently, optionally substituted alkyl group having 1 to 3 carbon atoms, or a substituent It is a phenyl group which may have, or a benzyl group which may have a substituent.

  As the b block having a quaternary ammonium base, those containing a partial structure represented by the following general formula (I) are preferable.

(In general formula (I), R ¹ , R ² and R ³ each independently represent a hydrogen atom or an optionally substituted cyclic or chain hydrocarbon group. R ¹ , R ² and R ³ Two or more of them may be bonded to each other to form a cyclic structure, R ⁴ represents a hydrogen atom or a methyl group, X ¹ represents a divalent linking group, and Z ⁻ represents a pair Represents an anion.)

In the general formula (I), the hydrocarbon groups represented by R ¹ , R ² and R ³ are each independently a substituent having an alkyl group having 1 to 10 carbon atoms or an aromatic group having 6 to 20 carbon atoms. Is preferred. Specific examples include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a benzyl group, and a phenyl group. Of these, a methyl group, an ethyl group, a propyl group, and a benzyl group are preferable.

In the general formula (I), examples of the divalent linking group X ¹ include an alkylene group having 1 to 10 carbon atoms, an arylene group, —CONH—R ¹¹ —, —COO—R ¹² — (provided that R ¹¹ and R ¹² is each independently a direct bond, an alkylene group having 1 to 10 carbon atoms, or an ether group having 1 to 10 carbon atoms (—R ¹³ —O—R ¹⁴ —: R ¹³ and R ¹⁴ are each independently Represents an alkylene group), and the like, and is preferably —COO—R ¹² —.

Further, Z ⁻ of the counter anion includes Cl ⁻ , Br ⁻ , I ⁻ , ClO ₄ ⁻ , BF ₄ ⁻ , CH ₃ COO ⁻ , PF ₆ ^{− and the} like.
When the b block has an amino group, the amino group is preferably a tertiary amino group, specifically, —NR ¹⁵ R ¹⁶ (wherein R ¹⁵ and R ¹⁶ each independently have a substituent). A cyclic or chain alkyl group which may be substituted, an allyl group which may have a substituent, or an aralkyl group which may have a substituent. Examples of the repeating unit having such a structure include a structure represented by the following general formula (II).

(In general formula (II), R ⁵ and R ⁶ have the same meanings as R ⁵ and R ⁶ described above, B represents an alkylene group having 1 or more carbon atoms, and R ⁷ represents a hydrogen atom or a methyl group.)
Among them, R ⁵ and R ⁶ are preferably a methyl group, B is preferably a methylene group or an ethylene group, and R ⁷ is preferably a methyl group. Examples of such repeating units include structures represented by the following structural formula.

Two or more kinds of the partial structures containing the specific quaternary ammonium base and / or amino group described above may be contained in one b block. In that case, two or more quaternary ammonium bases and / or amino group-containing partial structures may be contained in the b block in any form of random copolymerization or block copolymerization.
Moreover, the partial structure which does not contain this quaternary ammonium base and / or amino group may be contained in b block, As an example of this partial structure, it is derived from the below-mentioned (meth) acrylic acid ester monomer. Examples include partial structures. The content of such a quaternary ammonium base and / or partial structure not containing an amino group in the b block is preferably 0 to 50% by mass, more preferably 0 to 20% by mass. Most preferably, the amino group-free partial structure is not contained in the b block.

  Examples of the a block constituting the block copolymer that is a specific aggregation inhibitor include styrene monomers such as styrene and α-methylstyrene; methyl (meth) acrylate, ethyl (meth) acrylate, and (meth) acrylic. Propyl acid, isopropyl (meth) acrylate, butyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, glycidyl (meth) acrylate, benzyl (meth) acrylate, hydroxyethyl (meth) (Meth) acrylate monomers such as acrylate, glycidyl ethyl acrylate, polyethylene glycol (meth) acrylate, polypropylene glycol (meth) acrylate; (meth) acrylate monomers such as (meth) acrylic chloride; vinyl acetate System monomers; allyl glycidyl ether, polymer structure obtained by copolymerizing comonomers including glycidyl ether monomers such as crotonic acid glycidyl ether.

  Among them, the a block includes a polyalkylene glycol (meth) acrylate such as polyethylene glycol (meth) acrylate and polypropylene glycol (meth) acrylate as a copolymerization component (that is, includes a partial structure derived from polyalkylene glycol (meth) acrylate). ) Having a partial structure is preferable because it has a moderate aggregation preventing effect and contributes to the stabilization of the dispersion. Particularly, a block having a partial structure represented by the following general formula (III) is preferable.

(In general formula (III), p represents an integer of 1 to 5, and R ⁸ represents a hydrogen atom or a methyl group.)

As for the partial structure represented by general formula (III), it is especially preferable that 5-40 mol% is contained in a block.
In addition, the a block is derived from a (meth) acrylic acid ester monomer represented by the following general formula (IV), particularly in terms of improving the familiarity with the nonpolar part of the solvent by imparting appropriate hydrophobicity. It is preferable that the partial structure is included.

(In general formula (IV), R ⁹ represents a hydrogen atom or a methyl group. R ¹⁰ may have a cyclic or chain alkyl group which may have a substituent, or a substituent. Represents an allyl group or an aralkyl group which may have a substituent.)
R ¹⁰ is preferably a cyclic group from the viewpoint of high affinity with the pigment and good compatibility.

Two or more types of the partial structure derived from the (meth) acrylic acid ester monomer may be contained in one a block. The a block may further contain a partial structure other than these. When a partial structure derived from two or more kinds of monomers is present in a block that does not contain a quaternary ammonium base, each partial structure is contained in either form of random copolymerization or block copolymerization in the a block. May be.
When the a block contains a partial structure other than the partial structure derived from the (meth) acrylic acid ester monomer, the content in the a block of the partial structure other than the (meth) acrylic acid ester monomer is preferably Is 0 to 99 mass%, more preferably 0 to 85 mass%.

The specific aggregation inhibitor is an ab block or aba block copolymer type polymer compound composed of such a block and b block, and such a block copolymer is, for example, an anion living It is prepared by a living polymerization method such as a polymerization method, a cationic living polymerization method, or a radical living polymerization method.
The amine value of 1 g of the solid content of the specific aggregation inhibitor is usually about 1 to 300 mgKOH / g, but the preferred range differs depending on whether or not the b block has a quaternary ammonium base.

  That is, when the b block has a quaternary ammonium base in the ab block copolymer and the aba block copolymer of the specific aggregation inhibitor, the amount of the quaternary ammonium base in 1 g of the copolymer Is preferably 0.1 to 10 mmol. Within this range, it is possible to combine good heat resistance and dispersibility. In such a block copolymer, an amino group generated in the production process may be contained, and its amine value is usually about 1 to 100 mgKOH / g, preferably 1 to 50 mgKOH per 1 g of the copolymer. / G, more preferably 1 to 30 mg KOH / g.

When the b block does not contain a quaternary ammonium base, the amine value of the copolymer is usually about 50 to 300 mgKOH / g, and preferably 50 to 200 mgKOH / g, per gram. The method for measuring the amine value is as described above.
The acid value of the block copolymer depends on the presence and type of the acid group that is the basis of the acid value, but is generally preferably lower, usually 100 mgKOH / g or less, and its molecular weight is GPC. The measured polystyrene average weight average molecular weight (Mw) is usually in the range of 1000 or more and 100,000 or less. When the molecular weight of the block copolymer is too small, the dispersion stability is lowered, and when it is too large, the developability and the resolution tend to be lowered.

In the present invention, a commercially available acrylic block copolymer having the same structure as that described above can also be used as the specific aggregation inhibitor.
Examples of commercially available specific aggregation inhibitors include DISPERBYK2000, DISPERBYK2001, DISPERBYK LPN6919, DISPERBYK LPN2116, DISPERBYK LPN21324 and the like manufactured by BYK Chemie.

Two or more specific aggregation inhibitors may be used.
The content of the specific aggregation inhibitor used in the second step is preferably from 0.1% to 50%, more preferably from 3% to 20%, based on mass with respect to (A) the pigment. By using in this range, the dispersibility stability of the colored composition is improved. If the amount is less than this range, it is difficult to obtain the effect of improving dispersibility.
In addition, the pigment concentration at the end of the addition of the specific aggregation inhibitor in the second step is preferably 10% or less, more preferably 7% or less, based on the mass. Within this range, a stable colored composition can be obtained without causing an increase in viscosity due to interaction between pigment particles.

<(C) Pigment dispersant>
The colored composition of the present invention contains a pigment dispersant, and the pigment dispersant is used in the first step in the method for producing the colored composition of the present invention.
The pigment dispersant in the present invention may be the same as or different from the specific aggregation inhibitor, and any dispersant can be used.

  Examples of the pigment dispersant include known pigment dispersants and surfactants. Specifically, for example, organosiloxane polymer KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), (meth) acrylic acid-based (co) polymers. Cationic surfactants such as Polyflow No. 75, No. 90, No. 95 (manufactured by Kyoeisha Chemical Industry Co., Ltd.), W001 (manufactured by Yusho Co., Ltd.); polyoxyethylene lauryl ether, polyoxyethylene stearyl Nonionic surfactants such as ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester; W004, W005, W017 Anion series such as quotient) Surfactant: EFKA-46, EFKA-47, EFKA-47EA, EFKA polymer 100, EFKA polymer 400, EFKA polymer 401, EFKA polymer 450 (all manufactured by Ciba Specialty Chemicals), Disperse Aid 6, Disperse Polymer dispersing agents such as Aid 8, Disperse Aid 15, Disperse Aid 9100 (all manufactured by San Nopco);

Solsperse 3000, 5000, 9000, 12000, 13240, 13940, 17000, 24000, 26000, 28000 and other Solsperse dispersants (manufactured by Nippon Lubrizol Co., Ltd.); Adeka Pluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P84, F87, P94, L101, P103, F108, L121, Asahi Denka Co., Ltd. and Isonet S-20 (Sanyo Kasei Co., Ltd.), Disperbyk 101, 103, 106, 108, 109, 111, 112, 116, 130, 140, 142, 161, 162, 163, 164, 166, 167, 170, 171, 174, 176, 180, 182, 2150 (Big Chemie Co., Ltd.) Company-made) . In addition, an oligomer or polymer having a polar group at the molecular end or side chain, such as an acrylic copolymer.

Two or more pigment dispersants may be used. When two or more types of pigment dispersants are used, two or more types of specific aggregation inhibitors may be used, or one or more types of specific aggregation inhibitors and one or more types of pigment dispersants having a structure different from that of the specific aggregation inhibitor may be used. Two or more pigment dispersants having a structure different from that of the specific aggregation inhibitor may be used.
The content of the pigment dispersant used in the first step is preferably 20% to 100%, more preferably 30% to 70%, based on mass, with respect to the pigment (A). By using in this range, the dispersibility stability of the colored composition is improved.
In the case where an oil-soluble pigment aggregation inhibitor containing a block having a functional group containing a nitrogen atom is used as the pigment dispersant in the first step, the block having a functional group containing a nitrogen atom among the pigment dispersant. The amount of the pigment dispersant corresponding to the oil-soluble pigment aggregation inhibitor containing is preferably 60% or less, more preferably 50% or less, based on the weight of the pigment (A). Within this range, a stable colored composition can be obtained without causing an increase in viscosity due to interaction between pigment particles.
Further, when an oil-soluble pigment aggregation inhibitor containing a block having a functional group containing a nitrogen atom is used as the pigment dispersant, the functional group containing a nitrogen atom is preferably a nonionic functional group. A tertiary amine is more preferable.

  If necessary, a pigment derivative may be added in the first step. The pigment derivative is one of polymer compounds used for coating the pigment. By adsorbing a pigment derivative having a part having affinity with a specific dispersant or a polar group to the pigment surface and using this as an adsorption point of the pigment dispersant, the pigment is dispersed as fine particles in the coloring composition. The re-aggregation can be prevented, and it is effective for constructing a color filter having high contrast and excellent transparency.

  Specifically, the pigment derivative is a compound in which an organic pigment is used as a base skeleton, and an acidic group, a basic group, or an aromatic group is introduced into a side chain as a substituent. Specific examples of organic pigments include quinacridone pigments, phthalocyanine pigments, azo pigments, quinophthalone pigments, isoindoline pigments, isoindolinone pigments, quinoline pigments, diketopyrrolopyrrole pigments, and benzoimidazolone pigments. Is mentioned. In general, light yellow aromatic polycyclic compounds such as naphthalene series, anthraquinone series, triazine series and quinoline series which are not called pigments are also included. Examples of the dye derivative include JP-A-11-49974, JP-A-11-189732, JP-A-10-245501, JP-A-2006-265528, JP-A-8-295810, and JP-A-11. -199796, JP-A-2005-234478, JP-A-2003-240938, JP-A-2001-356210, etc. can be used.

  The content of the pigment derivative in the pigment dispersion is preferably 1% to 30%, more preferably 3% to 20%, based on the mass of the pigment (A). When the content is within the above range, the dispersion can be favorably performed while the viscosity is kept low, the dispersion stability after dispersion can be improved, and the color characteristics with high transmittance can be obtained. When producing a filter, it can be configured to have high contrast with good color characteristics.

<(D) Organic solvent>
The coloring composition of the present invention contains an organic solvent. The organic solvent used in the first step and the organic solvent used in the second step in the method for producing the colored composition of the present invention may be the same or different.
The organic solvent (D) used in the present invention is preferably an organic solvent having a boiling point of 110 ° C. or higher and 200 ° C. or lower from the viewpoints of coating properties of the colored composition, suppression of nozzle clogging during coating, and solvent removal properties during colored layer preparation.

  Examples of the organic solvent that can be used in the present invention include esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, and alkyl. Esters, methyl lactate, ethyl lactate, methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, and methyl 3-oxypropionate, 3 -3-oxypropionic acid alkyl esters such as ethyl oxypropionate (for example, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, etc.), 2- Oki 2-oxypropionic acid alkyl esters such as methyl propionate, ethyl 2-oxypropionate, propyl 2-oxypropionate (for example, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate) Methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, methyl 2-oxy-2-methylpropionate, ethyl 2-oxy-2-methylpropionate, methyl 2-methoxy-2-methylpropionate, 2- Ethyl ethoxy-2-methylpropionate), and methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, 1,3-butane Diol diacetate, etc.

  Ethers such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, 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, diethylene glycol diethyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, propylene glycol n-propyl ether acetate, propylene glycol di Cetate, propylene glycol n-butyl ether acetate, propylene glycol phenyl ether, propylene glycol phenyl ether acetate, dipropylene glycol monomethyl ether acetate, dipropylene glycol n-propyl ether acetate, dipropylene glycol n-butyl ether acetate, tripropylene glycol mono n- Butyl ether, tripropylene glycol methyl ether acetate, etc .;

Ketones such as acetone, methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone;
Alcohols such as ethanol, isopropyl alcohol, propylene glycol methyl ether, propylene glycol mono n-propyl ether, propylene glycol mono n-butyl ether,
Aromatic hydrocarbons such as toluene and xylene are exemplified.

  Among these, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol acetate, Propylene glycol methyl ether, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate and the like are suitable.

Two or more organic solvents may be used in combination, in addition to being used alone.
The content of the organic solvent (D) in the colored composition of the present invention is appropriately selected according to the purpose, but from the viewpoint of dispersibility, in the first step, the solid content concentration of the colored composition is 10% by mass to 30%. It is preferable that it is the range used as mass%.
In addition, the content of the organic solvent (D) in the colored composition at the time when the second step is completed is appropriately selected depending on the purpose, but from the viewpoint of handleability such as applicability, The solid content concentration is preferably in the range of 10% by mass to 20% by mass.

<(E) Polymerizable compound>
The colored composition in the present invention preferably contains (E) a polymerizable compound.
In the manufacturing method of the coloring composition of this invention, it is preferable to add a polymeric compound at a 2nd process, and it can mix and can prepare a coloring composition and can provide radiation curability to a coloring composition. .
As the polymerizable compound, a compound having at least one addition-polymerizable ethylenically unsaturated group and having a boiling point of 100 ° C. or higher at normal pressure is preferable.

Examples of the compound having at least one addition-polymerizable ethylenically unsaturated group and having a boiling point of 100 ° C. or higher at normal pressure include, for example, polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, Monofunctional acrylates and methacrylates such as 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 (acryloyloxyethyl) isocyanurate, polyfunctional alcohols such as glycerin and trimethylolethane, and the addition of ethylene oxide and propylene oxide followed by (meth) acrylate conversion, poly (pentaerythritol or dipentaerythritol poly ( (Meth) acrylate, urethane acrylates described in JP-B-48-41708, JP-B-50-6034, JP-A-51-37193, JP-A-48-64183, JP-B-49-43191 Polyfunctional acrylates and methacrylates such as polyester acrylates described in JP-B-52-30490 and epoxy acrylates which are reaction products of epoxy resins and (meth) acrylic acid can be mentioned.
Furthermore, the Japan Adhesion Association Vol. 20, No. 7, pages 300 to 308, those introduced as photocurable monomers and oligomers can also be used.

  In addition, a compound which has been (meth) acrylated after adding ethylene oxide or propylene oxide to the polyfunctional alcohol described in JP-A-10-62986 as general formulas (1) and (2) together with specific examples thereof. Can be used as a polymerizable compound.

  Among these, as the polymerizable compound, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, and a structure in which these (meth) acryloyl groups are interposed via ethylene glycol and propylene glycol residues are preferable. These oligomer types can also be used.

Examples of the polymerizable compound include urethane acrylates described in JP-B-48-41708, JP-A-51-37193, JP-B-2-32293, and JP-B-2-16765, Also suitable are urethane compounds having an ethylene oxide-based skeleton described in 58-49860, JP-B 56-17654, JP-B 62-39417, and JP-B 62-39418. Further, as polymerizable compounds, addition polymerizable compounds having an amino structure or a sulfide structure in the molecule described in JP-A-63-277653, JP-A-63-260909, and JP-A-1-105238 are exemplified. By using it, it is possible to obtain a curable composition having an extremely excellent photosensitive speed.
Commercially available polymerizable compounds include urethane oligomers UAS-10, UAB-140 (manufactured by Sanyo Kokusaku Pulp Co., Ltd.), UA-7200 "(manufactured by Shin-Nakamura Chemical Co., Ltd., DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA- 306H, UA-306T, UA-306I, AH-600, T-600, AI-600 (manufactured by Kyoeisha) and the like.

Moreover, as a polymeric compound, the polyfunctional acrylic monomer which has one or more carboxylic acid groups in a molecule | numerator is especially suitable for the coloring composition of this invention. By including a polyfunctional acrylic monomer having one or more carboxylic acid groups in the molecule as the polymerizable compound (E), the sensitivity of the colored composition is improved, and the pattern forming property in development is improved. Moreover, it is possible to prevent the pattern surface from being uneven in the washing step to the drying step after development.
As the polyfunctional acrylic monomer having one or more carboxylic acid groups in the molecule, one or more carboxylic acid groups may be present in the molecule, and two or more ethylenically unsaturated groups capable of addition polymerization are present in the molecule. I just need it. Particularly preferred are polyfunctional acrylic monomers having one or more carboxylic acid groups and three or more addition-polymerizable ethylenically unsaturated groups in the molecule.
As a commercial item of the polyfunctional acrylic monomer which has one or more carboxylic acid groups in the molecule | numerator which has these structures, TO-756 which is carboxylic acid group containing trifunctional acrylate made from Toagosei Co., Ltd., M- 510 and carboxylic acid group-containing pentafunctional acrylates TO-1382, M-520, TO-2349, Shinnakamura Scientific Co., Ltd. carboxylic acid-containing trifunctional acrylates CBX-0, CBX-1N, and the like.

A polymeric compound may be used individually by 1 type, and may be used in combination of 2 or more type.
The content of the polymerizable compound in the colored composition is preferably 5% to 70%, more preferably 10% to 40%, in terms of mass, with respect to the total solid content in terms of mass.
When the content of the polymerizable compound is within the above range, a sufficient curing reaction proceeds.

<(F) Photopolymerization initiator>
The colored composition in the present invention preferably contains (F) a photopolymerization initiator.
In the method for producing a colored composition of the present invention, it is preferable to add a photopolymerization initiator in the second step, and mixing to prepare a colored composition to impart radiation curability to the colored composition. it can.
The photopolymerization initiator is a compound that is decomposed by light or heat to initiate and accelerate the polymerization of the polymerizable compound (E), and preferably has absorption in a wavelength region of 300 to 500 nm.
Specifically, for example, organic halogenated compounds, oxydiazole compounds, carbonyl compounds, ketal compounds, benzoin compounds, organic peroxide compounds, azo compounds, coumarin compounds, azide compounds, metallocene compounds, organic boric acid compounds, disulfonic acids Examples include compounds, oxime ester compounds, onium salt compounds, acylphosphine (oxide) compounds, and hexaarylbiimidazole compounds, and oxime ester compounds are particularly preferable from the viewpoints of sensitivity and pattern formability.
More specifically, for example, polymerization initiators described in paragraph numbers [0081] to [0100] and [0101] to [0139] of JP-A-2006-78749 can be mentioned.

  As a suitable oxime ester compound, a known compound known as a photopolymerization initiator of a photosensitive composition for use in electronic parts can be used. For example, JP-A-57-116047, JP-A-61-24558, JP-A-62-2201859, JP-A-62-286961, JP-A-7-278214, JP-A-2000-80068, JP-A-2001-233842, Special Tables. 2004-534797, JP 2002-538241, JP 2004-359639, JP 2005-97141, JP 2005-220097, WO 2005-080337A1, JP 2002-518732, JP 2001-235858, JP 2005-227525, etc. These compounds can be selected from the compounds described in each of the above publications.

  In addition, since the oxime ester compound has a small absorption in the region of 380 nm to 480 nm and has a small coloration, particularly yellow coloration, an image having high color purity when used in a color filter for a liquid crystal display device which is the main use of the present invention. Is obtained. In addition, when used in a color separation color filter for a solid-state image pickup device, which is another application, a color signal with high resolution can be obtained, so that a solid-state image pickup device with high resolution is obtained.

  In the present invention, among oxime ester compounds, 2- (O-benzoyloxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione, 1- (O-acetyloxime) -1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone is preferred.

  The oxime compound in the present invention is preferably a compound represented by the following formula (3).

  (In formula (3), R and X each independently represent a monovalent substituent, A represents a divalent organic group, Ar represents an aryl group, and n is an integer of 0 to 5.)

  R, X, A, Ar, and n in Formula (3) have the same meanings as R, X, A, Ar, and n in Formula (2), respectively, and preferred examples are also the same.

  Preferred examples of the oxime ester compound are shown below.

(Alkali-soluble resin)
If necessary, the colored composition of the present invention preferably contains one or more alkali-soluble resins. The alkali-soluble resin is preferably added in the second step, but may be added in the first step.
The alkali-soluble resin is a linear organic polymer, and promotes at least one alkali-solubility in a molecule (preferably a molecule having an acrylic copolymer or a styrene copolymer as a main chain). It can be suitably selected from alkali-soluble resins having a group (for example, carboxyl group, phosphoric acid group, sulfonic acid group, hydroxyl group, etc.).

  More preferable as the alkali-soluble resin is a polymer having a carboxylic acid in the side chain, for example, JP-A-59-44615, JP-B-54-34327, JP-B-58-12777, JP-B-54- No. 25957, JP-A-59-53836, JP-A-59-71048, methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, Acrylics such as crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, etc., acidic cellulose derivatives having a carboxylic acid in the side chain, and polymers having a hydroxyl group added with an acid anhydride The thing of a system copolymer is mentioned.

  The acid value is preferably in the range of 20 mgKOH / g to 200 mgKOH / g, preferably 30 mgKOH / g to 180 mgKOH / g, more preferably 50 mgKOH / g to 150 mgKOH / g.

As the alkali-soluble resin used in the present invention, a copolymer of (meth) acrylic acid and another monomer copolymerizable therewith is particularly suitable.
Examples of other monomers copolymerizable with (meth) acrylic acid include alkyl (meth) acrylates, aryl (meth) acrylates, and vinyl compounds. Here, the hydrogen atom of the alkyl group and the aryl group may be substituted with a substituent.
As the alkyl (meth) acrylate and aryl (meth) acrylate, CH ₂ ═C (R) (COOR ′) [wherein R represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R ′ represents carbon. An alkyl group having 1 to 8 carbon atoms or an aralkyl group having 6 to 12 carbon atoms is represented. Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate , Octyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate, tolyl (meth) acrylate, naphthyl (meth) acrylate, cyclohexyl (meth) acrylate, hydroxyalkyl (meth) acrylate (alkyl is 1 to 3 carbon atoms) 8 alkyl group), hydroxyglycidyl methacrylate, tetrahydrofurfuryl methacrylate and the like.

As the vinyl _compounds, CH ^{2 = CR} 31 ^{R 32 [wherein, R 31} represents a hydrogen atom or an alkyl group of 1 to 5 carbon ^{atoms, R 32} represents an aromatic hydrocarbon ring having 6 to 10 carbon atoms. Specific examples include styrene, α-methylstyrene, vinyl toluene, acrylonitrile, vinyl acetate, N-vinyl pyrrolidone, polystyrene macromonomer, polymethyl methacrylate macromonomer, and the like.

The other copolymerizable monomers as described above can be used singly or in combination of two or more.
Of the above, benzyl (meth) acrylate / (meth) acrylic acid copolymers and multi-component copolymers composed of benzyl (meth) acrylate / (meth) acrylic acid / other monomers are particularly suitable.

A resin having a polyoxyalkylene group in the molecular side chain is also preferable as the alkali-soluble resin.
As the polyoxyalkylene group, a polyoxyethylene group, a polyoxypropylene group, a polytetramethylene glycol chain, or a combination thereof can be used, and the end of these chains is a hydrogen atom or a linear or branched alkyl group. is there.
1-20 are preferable and, as for the repeating unit of a polyoxyethylene group and a polyoxypropylene group, 2-12 are more preferable.
Examples of the acrylic copolymer having a polyoxyalkylene group in the side chain include polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, poly (ethylene glycol-propylene glycol) mono (meth) acrylate, and the like. A compound in which these terminal OH groups are alkyl-blocked, for example, methoxypolyethylene glycol mono (meth) acrylate, ethoxypolypropylene glycol mono (meth) acrylate, methoxypoly (ethylene glycol-propylene glycol) mono (meth) acrylate, etc. as a copolymerization component The acrylic copolymer containing is preferable.

As already described, the alkali-soluble resin has an acid value in the range of 20 mgKOH / g to 200 mgKOH / g. When the acid value is 200 mgKOH / g or less, it is possible to prevent the alkali-soluble resin from being excessively soluble in alkali and narrowing the appropriate development range (development latitude). On the other hand, if it is 20 mgKOH / g or more, the solubility in alkali is unlikely to be reduced, so that it is possible to prevent the development time from being prolonged.
In addition, the weight average molecular weight Mw (polystyrene conversion value measured by GPC method) of the alkali-soluble resin is used to realize a viscosity range in which the colored composition can be easily used in a process such as coating, and to secure film strength. Furthermore, it is preferable that it is 2,000-100,000, More preferably, it is 3,000-50,000.

Moreover, in order to improve the crosslinking efficiency of the coloring composition which can be used for this invention, it is preferable to use the alkali-soluble resin which has a polymeric group. This alkali-soluble resin having a polymerizable group may be used alone or in combination with an alkali-soluble resin having no polymerizable group.
As the alkali-soluble resin having a polymerizable group, a polymer containing an aryl group, a (meth) acryl group, an aryloxyalkyl group or the like in the side chain is useful. Such an alkali-soluble resin having a polymerizable double bond is preferable because it can be developed with an alkaline developer and further has photocurability and thermosetting properties. Among them, a resin having an aryl group as a side chain polymerizable group is more preferable because the coloring composition has high curability and high thermal decomposition resistance.
Hereinafter, suitable examples of the alkali-soluble resin containing a polymerizable group will be shown, but in one molecule, an alkali-soluble group such as a COOH group and an OH group, and a polymerizable double bond (carbon-carbon unsaturated bond). Are not limited to those shown below.

That is,
(1) By reacting an isocyanate group and an OH group in advance, leaving one unreacted isocyanate group and reacting with a compound containing at least one (meth) acryloyl group and an acrylic resin containing a carboxyl group Urethane-modified polymerizable double bond-containing acrylic resin obtained (2) Contains unsaturated group obtained by reaction of acrylic resin containing carboxyl group and compound having both epoxy group and polymerizable double bond in molecule Acrylic resin (3) Acid pendant type epoxy acrylate resin (4) A polymerizable double bond-containing acrylic resin obtained by reacting an acrylic resin containing an OH group with a dibasic acid anhydride having a polymerizable double bond.
Among the above, the resins (1) and (2) are particularly preferable.

As a specific example, a copolymer of an OH group, for example, 2-hydroxyethyl acrylate, a COOH group, for example, methacrylic acid, and a monomer such as an acrylic or vinyl compound copolymerizable therewith. A compound obtained by reacting a compound with an epoxy ring having reactivity with an OH group and a compound having a polymerizable double bond (for example, a compound such as glycidyl acrylate) can be used. In the reaction with the OH group, in addition to the epoxy ring, a compound having an acid anhydride, an isocyanate group, or an acryloyl group can also be used.
Further, a compound obtained by reacting an unsaturated carboxylic acid such as acrylic acid with a compound having an epoxy ring described in JP-A-6-102669 and JP-A-6-1938 is saturated or unsaturated polybasic. A reaction product obtained by reacting an acid anhydride can also be used.

  Examples of the compound having both an alkali solubilizing group such as a COOH group and a polymerizable double bond include, for example, Dainar NR series (manufactured by Mitsubishi Rayon Co., Ltd.); Photomer 6173 (COOH group-containing Polyanethane acrylic oligomer, Diamond Shamrock Co., Ltd.). Ltd.); Biscote R-264, KS resist 106 (both manufactured by Osaka Organic Chemical Industry Co., Ltd.); Cyclomer P series, Plaxel CF200 series (both manufactured by Daicel Chemical Industries, Ltd.); Ebecryl 3800 (Daicel Cytech) Etc.).

  The content of the alkali-soluble resin in the colored composition is preferably in the range of 3% to 50%, more preferably 5% to 30%, based on the total solid content of the colored composition.

In addition to the above components, various known additives can be used in the colored composition of the present invention depending on the purpose. These additives are preferably added in the second step.
Hereinafter, such additives will be described.

(Sensitizer)
It is preferable that a sensitizer is further added to the colored composition of the present invention from the viewpoint of improving sensitivity. Exposure to a wavelength that can be absorbed by the sensitizer accelerates the radical generation reaction of the photopolymerization initiator and the polymerization reaction of the ethylenically unsaturated compound.
Examples of such a sensitizer include a known spectral sensitizer or dye, or a dye or pigment that absorbs light and interacts with a photopolymerization initiator.

Preferred sensitizers that can be used in the present invention include spectral sensitizing dyes or dyes exemplified below.
A styryl dye described in JP-B-37-13034; a cationic dye described in JP-A-62-143044; a quinoxalinium salt described in JP-B-59-24147; described in JP-A-64-33104 A new methylene blue compound; anthraquinones described in JP-A No. 64-56767; benzoxanthene dyes described in JP-A No. 2-1714; acridines described in JP-A Nos. 2-226148 and 2-226149 Pyryllium salts described in JP-B-40-28499; Cyanines described in JP-B-46-42363; Benzofuran dyes described in JP-A-2-63053; JP-A-2-85858, JP-A-2-216154 Conjugated ketone dyes disclosed in Japanese Patent Publication No. 57-10605; Azocinnamylidene derivatives described in Japanese Patent No. 0321; cyanine dyes described in Japanese Patent Laid-Open No. 1-287105; Japanese Patent Laid-Open Nos. 62-31844, 62-31848, 62-1443043 Xanthene dyes described above; aminostyryl ketone described in JP-B-59-28325; dye described in JP-A-2-17943; merocyanine dye described in JP-A-2-244050; described in JP-B-59-28326 Merocyanine dyes described in JP-A-59-89303; merocyanine dyes described in JP-A-8-129257; benzopyran dyes described in JP-A-8-334897.

Other preferred embodiments of the sensitizing dye include dyes belonging to the following compound group and having a maximum absorption wavelength at 350 to 450 nm.
For example, polynuclear aromatics (eg, pyrene, perylene, triphenylene), xanthenes (eg, fluorescein, eosin, erythrosine, rhodamine B, rose bengal), cyanines (eg, thiacarbocyanine, oxacarbocyanine), merocyanine (Eg, merocyanine, carbomerocyanine), thiazines (eg, thionine, methylene blue, toluidine blue), acridines (eg, acridine orange, chloroflavin, acriflavine), anthraquinones (eg, anthraquinone), squalium (eg, , Squalium).

  The content of the sensitizer is preferably 0.01 parts to 10 parts, more preferably 0.1 parts to 5 parts, particularly preferably 0 with respect to 100 parts of the solid content of the coloring composition. 3 parts to 2 parts. Within this range, it is possible to obtain a colored composition having no color, high sensitivity, and good pattern formation.

(Resin other than alkali-soluble resin)
The colored composition of the present invention may contain a resin other than the alkali-soluble resin described above for the purpose of improving film properties and imparting development properties. Here, examples of the resin other than the alkali-soluble resin include polymer compounds such as epoxy resins, pigment coating resins, and polymer dispersants.
The epoxy resin in these resins is described in detail below.

In preparation of the coloring composition, it is preferable to add the following epoxy resin in addition to the alkali-soluble resin. Examples of the epoxy resin include compounds having two or more epoxy rings in the molecule, such as bisphenol A type, cresol novolak type, biphenyl type, and alicyclic epoxy compound.
For example, as bisphenol A type, Epototo YD-115, YD-118T, YD-127, YD-128, YD-134, YD-8125, YD-7011R, ZX-1059, YDF-8170, YDF-170 and the like ( As described above, manufactured by Toto Kasei Co., Ltd.), Denacol EX-1101, EX-1102, EX-1103 and the like (manufactured by Nagase ChemteX Corporation), Plaxel GL-61, GL-62, G101, G102 (and above, Daicel Chemical Industries, Ltd.) and the like, and bisphenol F type and bisphenol S type epoxy resins similar to these can also be used.
Epoxy acrylates such as Ebecryl 3700, 3701, and 600 (manufactured by Daicel Cytec Co., Ltd.) can also be used.

  Examples of the cresol novolak type include Epototo YDPN-638, YDPN-701, YDPN-702, YDPN-703, YDPN-704, etc. (above, manufactured by Toto Kasei Co., Ltd.), Denacol EM-125, etc. (above, manufactured by Nagase ChemteX) As the biphenyl type, 3,5,3 ′, 5′-tetramethyl-4,4′-diglycidylbiphenyl and the like, and as the alicyclic epoxy compound, ceroxide 2021, 2081, 2083, 2085, Epolide GT-301 GT-302, GT-401, GT-403, EHPE-3150 (manufactured by Daicel Chemical Industries, Ltd.), Santo Tote ST-3000, ST-4000, ST-5080, ST-5100, etc. Manufactured by Co., Ltd.), Epiclon 430, 673, 695, 85 S, the 4032 (manufactured by DIC (Ltd.)), and the like.

  1,1,2,2-tetrakis (p-glycidyloxyphenyl) ethane, tris (p-glycidyloxyphenyl) methane, triglycidyltris (hydroxyethyl) isocyanurate, o-phthalic acid diglycidyl ester, terephthalic acid Diglycidyl ester, amine type epoxy resins such as Epototo YH-434 and YH-434L, and glycidyl ester obtained by modifying dimer acid in the skeleton of bisphenol A type epoxy resin can also be used.

Among these, “molecular weight / number of epoxy rings” is preferably 100 or more, and more preferably 130 to 500. If the “molecular weight / number of epoxy rings” is small, the curability is high, the shrinkage at the time of curing is large, and if it is too large, the curability is insufficient, the reliability is poor, and the flatness is deteriorated.
Specific preferred compounds satisfying this condition include Epototo YD-115, 118T, 127, YDF-170, YDPN-638, YDPN-701, Plaxel GL-61, GL-62, 3, 5, 3 ′, 5 Examples include '-tetramethyl-4,4' diglycidyl biphenyl, ceroxide 2021, 2081, epolide GT-302, GT-403, and EHPE-3150.

  The addition amount in the case of using an epoxy resin is preferably in the range of 0.1% by mass to 30% by mass, more preferably 0.5% by mass to 20% by mass with respect to the total solid content of the colored composition. Preferably, 1% by mass to 10% by mass is most preferable. When the addition amount is within this range, sufficient exposure sensitivity can be obtained without hindering photopolymerization, and since it has thermal polymerization, it is possible to impart high heat resistance and chemical resistance, and further, coloring composition The storage stability of things can also be maintained.

(Surfactant)
When the pigment concentration is increased, the thixotropy of the coating solution is generally increased, and therefore, unevenness of the film thickness is likely to occur after the colored composition is applied or transferred onto the substrate. In particular, in the formation of the colored layer by the slit coating method, it is important that the coating liquid for forming the colored layer is leveled before drying to form a coating film having a uniform thickness. For this reason, it is preferable to contain an appropriate surfactant in the coloring composition. Preferred examples of the surfactant include surfactants disclosed in JP-A Nos. 2003-337424 and 11-133600.
Nonionic surfactants, fluorosurfactants, silicone surfactants, and the like are added as surfactants for improving coating properties.

  Nonionic surfactants include, for example, polyoxyethylene glycols, polyoxypropylene glycols, polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl esters, polyoxypropylene alkyl ethers. Nonionic surfactants such as polyoxypropylene alkyl aryl ethers, polyoxypropylene alkyl esters, sorbitan alkyl esters and monoglyceride alkyl esters are preferred.

  Specifically, polyoxyalkylene glycols such as polyoxyethylene glycol and polyoxypropylene glycol; polyoxyalkylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxypropylene stearyl ether and polyoxyethylene oleyl ether; polyoxy Polyoxyethylene aryl ethers such as ethylene octyl phenyl ether, polyoxyethylene polystyryl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene-propylene polystyryl ether, polyoxyethylene nonylphenyl ether; polyoxyethylene dilaurate , Polyoxyalkylene dialkyl esters such as polyoxyethylene distearate, sorbitan fatty acids Ester, there is nonionic surfactants such as polyoxyalkylene sorbitan fatty acid esters.

  Specific examples of these include, for example, the Adeka Pluronic series, the Adecanol series, the Tetronic series (above, manufactured by ADEKA Corporation), the Emulgen series, the Leodol series (above, produced by Kao Corporation), the Eleminor series, the Noni series, Pole series, Octapole series, Dodecapol series, New Pole series (above, Sanyo Kasei Co., Ltd.), Pionein series (above, Takemoto Yushi Co., Ltd.), Nissan Nonion series (above, NOF Corporation) Etc.). These commercially available products can be used as appropriate. A preferable HLB value is 8 to 20, more preferably 10 to 17.

As the fluorosurfactant, a compound having a fluoroalkyl or fluoroalkylene group in at least one of the terminal, main chain and side chain can be suitably used.
Specific commercial products include, for example, Megafax F142D, F172, F173, F176, F176, F177, F183, 780, 781, R30, R08 (above, manufactured by DIC Corporation), Florard FC-135, FC-170C, FC-430, FC-431 (above, manufactured by Sumitomo 3M), Surflon S-112, S-113, S-131, S-141, S-145, S-382, SC-101, SC-102, SC-103, SC-104, SC-105, SC-105, SC-106 (above, manufactured by Asahi Glass Co., Ltd.), Ftop EF351, 352, 801, 802 (above, manufactured by JEMCO Corporation).

  Examples of the silicone-based surfactant include Toray Silicone DC3PA, DC7PA, SH11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH-190, SH-193, SZ-6032, SF- 8428, DC-57, DC-190 (above, manufactured by Toray Dow Corning Silicone Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, TSF-4442 ( As mentioned above, Momentive Performance Materials Japan, etc.) can be mentioned.

  These surfactants are preferably used in an amount of 5 parts by mass or less, more preferably 2 parts by mass or less, with respect to 100 parts by mass of the coating solution for forming the colored layer. When the amount of the surfactant exceeds 5 parts by mass, surface roughness due to coating and drying tends to occur, and smoothness tends to deteriorate.

  In order to promote alkali solubility of the uncured part and further improve the developability of the colored composition, an organic carboxylic acid, preferably a low molecular weight organic carboxylic acid having a molecular weight of 1000 or less, may be added. it can. Specifically, for example, aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethyl acetic acid, enanthic acid, caprylic acid; oxalic acid, malonic acid, succinic acid, Aliphatic dicarboxylic acids such as glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid, citraconic acid; Aliphatic tricarboxylic acids such as tricarballylic acid, aconitic acid, camphoric acid; aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemelitic acid, mesitylene acid; phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, Aromatic polycarboxylic acids such as trimesic acid, melophanoic acid, pyromellitic acid; phenylacetic acid Others such as phenoxyacetic acid, methoxyphenoxyacetic acid, hydroatropic acid, hydrocinnamic acid, mandelic acid, phenylsuccinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamylidene acetic acid, coumaric acid, umberic acid Carboxylic acid is mentioned.

(Alkoxysilane compound)
In the coloring composition of the present invention, an alkoxysilane compound, especially a silane coupling agent can be used from the viewpoint of improving adhesion to the substrate.
The silane coupling agent preferably has an alkoxysilyl group as a hydrolyzable group that can be chemically bonded to an inorganic material, and (meth) acryloyl or phenyl that exhibits affinity by interacting or forming a bond with an organic resin. Epoxysilane is preferable, and (meth) acryloylpropyltrimethoxysilane is more preferable among them.
The amount of addition in the case of using a silane coupling agent is preferably in the range of 0.2% by mass to 5.0% by mass with respect to the total solid content in the colored composition of the present invention, and 0.5% by mass. % To 3.0% by mass is more preferable.

(Co-sensitizer)
The coloring composition of the present invention preferably contains a co-sensitizer if desired. In the present invention, the co-sensitizer has functions such as further improving the sensitivity of the sensitizing dye and initiator to actinic radiation or suppressing polymerization inhibition of the polymerizable compound (ethylenically unsaturated compound) by oxygen.
Examples of such cosensitizers include amines such as M.I. R. Sander et al., “Journal of Polymer Society”, Vol. 10, 3173 (1972), Japanese Patent Publication No. 44-20189, Japanese Patent Publication No. 51-82102, Japanese Patent Publication No. 52-134692, Japanese Patent Publication No. 59-138205. No. 60-84305, JP-A 62-18537, JP-A 64-33104, Research Disclosure 33825, and the like. Specific examples include triethanolamine. P-dimethylaminobenzoic acid ethyl ester, p-formyldimethylaniline, p-methylthiodimethylaniline and the like.

  Another example of the co-sensitizer includes sulfides such as disulfide compounds disclosed in JP-A-56-75643, and specifically includes 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2 -Mercaptobenzimidazole, 2-mercapto-4 (3H) -quinazoline, β-mercaptonaphthalene and the like.

  Other examples of the co-sensitizer include amino acid compounds (eg, N-phenylglycine), organometallic compounds described in JP-B-48-42965 (eg, tributyltin acetate), JP-B 55- Examples include a hydrogen donor described in Japanese Patent No. 34414, a sulfur compound (eg, trithiane) described in Japanese Patent Laid-Open No. 6-308727, and the like.

  The content of these co-sensitizers is preferably in the range of 0.1% by mass to 30% by mass with respect to the total solid content of the colored composition from the viewpoint of improving the curing rate due to the balance between polymerization growth rate and chain transfer. The range of 1% by mass to 25% by mass is more preferable, and the range of 1.5% by mass to 20% by mass is still more preferable.

(Polymerization inhibitor)
In the present invention, it is desirable to add a small amount of a thermal polymerization inhibitor in order to prevent unnecessary thermal polymerization of the ethylenically unsaturated compound polymerizable during the production or storage of the colored composition.
Examples of the thermal polymerization inhibitor that can be used in the present invention include hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butylcatechol, benzoquinone, 4,4′-thiobis (3-methyl-6). -T-butylphenol), 2,2'-methylenebis (4-methyl-6-t-butylphenol), N-nitrosophenylhydroxyamine primary cerium salt, phenoxazine, phenothiazine and the like.

  The addition amount of the thermal polymerization inhibitor is preferably 0.01% by mass to 5% by mass with respect to the colored composition. If necessary, higher fatty acid derivatives such as behenic acid and behenic acid amide can be added to prevent polymerization inhibition due to oxygen and can be unevenly distributed on the surface of the photosensitive layer during the drying process after coating. . The addition amount of the higher fatty acid derivative is preferably 0.5% by mass to 10% by mass of the colored composition.

(Plasticizer)
Furthermore, in this invention, in order to improve the physical property of a coloring composition, you may add an inorganic filler, a plasticizer, etc.
Examples of the plasticizer include dioctyl phthalate, didodecyl phthalate, triethylene glycol dicaprylate, dimethyl glycol phthalate, tricresyl phosphate, dioctyl adipate, dibutyl sebacate, triacetyl glycerin, and the like. 10 mass% or less can be added with respect to the total mass with resin.
The colored composition of the present invention containing the above components is a colored pattern that prevents aggregation of the pigment, does not cause unevenness in the water washing to drying process, and does not cause disconnection in the ITO application process. Can be obtained.

(Color filter and manufacturing method thereof)
The color filter of the present invention is provided with a substrate and a colored region comprising a colored composition containing the (E) polymerizable compound of the present invention and (F) a photopolymerization initiator and imparted photosensitivity on the substrate. It is configured. The colored region on the substrate is composed of colored layers of, for example, red, green, and blue that form each pixel of the color filter.

The method for producing a color filter of the present invention is formed by a colored layer forming step (A) in which the colored composition imparted with the above-described photosensitivity is applied on a support to form a colored layer, and the step (A). An exposure step (B) for forming a latent image by pattern-like exposure to the colored layer, and a development step (C) for developing the colored layer on which the latent image has been formed to form a pattern. Have.
Moreover, in the manufacturing method of the color filter of this invention, the aspect which further provided the process (D) which heat-processes with respect to the coloring pattern obtained at the process (C) is preferable.
Hereinafter, the manufacturing method of the color filter of the present invention will be described more specifically.

-Process (A)-
In the method for producing a color filter of the present invention, first, the above-described coloring composition imparted with the photosensitivity of the present invention is applied onto a support by spin coating, slit coating, casting coating, roll coating, bar coating, inkjet, etc. The coating layer is applied to form a colored layer, and then the colored layer is dried by heating (prebaking) or vacuum drying.

  Examples of the support include soda glass, alkali-free glass, borosilicate glass, quartz glass, silicon substrate, and resin substrate used in liquid crystal display devices. Further, an undercoat layer may be provided on these supports, if necessary, in order to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the surface.

Examples of the pre-baking condition include a condition of heating at 70 ° C. to 130 ° C. for about 0.5 minutes to 15 minutes using a hot plate or an oven.
Further, the thickness of the colored layer is appropriately selected according to the purpose. In the color filter for liquid crystal display devices, the range of 0.2 μm to 5.0 μm is preferable, and the range of 1.0 μm to 4.0 μm is more preferable. In addition, the thickness of a colored layer is a film thickness after drying.

-Process (B)-
Subsequently, in the color filter of the present invention, pattern-like exposure is performed on the colored layer formed on the support. As light or radiation applicable to exposure, g-line, h-line, i-line and various laser beams are preferable, and i-line is particularly preferable. When using the i-line to the irradiation light is ^preferably irradiated at an exposure dose of ^{5mJ / cm 2 ~500mJ / cm 2} .

  In addition, as other exposure light sources, ultra-high pressure, high pressure, medium pressure, and low pressure mercury lamps, chemical lamps, carbon arc lamps, xenon lamps, metal halide lamps, various laser light sources, and the like can be used.

~ Exposure process using laser light source ~
In the exposure method using a laser light source, the irradiation light is preferably an ultraviolet laser having a wavelength range of 300 nm to 410 nm, and more preferably a wavelength of 300 nm to 360 nm. Specifically, the Nd: YAG laser third harmonic (355 nm), which is a relatively inexpensive solid output, and the excimer laser XeCl (308 nm), XeF (353 nm) can be suitably used. . The pattern exposure, from the viewpoint of ^{productivity,} preferably in the range of ^{1mJ / cm 2 ~100mJ / cm 2} , the range of 1mJ / cm ² ~50mJ / cm 2 is more preferable.

  There are no particular restrictions on the exposure apparatus, but commercially available devices such as Callisto (buoy technology), EGIS (buoy technology), and DF2200G (Dainippon Screen) can be used. In addition, devices other than those described above are also preferably used.

-Step (C)-
Subsequently, the colored layer after exposure is developed with a developer. Thereby, a colored pattern can be formed. As long as the developing solution dissolves the uncured portion of the colored layer and does not dissolve the cured portion, a combination of various organic solvents or an alkaline aqueous solution can be used. When the developer is an alkaline aqueous solution, the alkali concentration is preferably adjusted to pH 10-13. Examples of the alkaline aqueous solution include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium oxalate, sodium metasuccinate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethyl. Examples include alkaline aqueous solutions such as ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo- [5,4,0] -7-undecene.
The development time is preferably 30 seconds to 300 seconds, more preferably 30 seconds to 120 seconds. The development temperature is preferably 20 ° C to 40 ° C, more preferably 23 ° C.
Development can be performed by a paddle method, a shower method, a spray method, or the like.
Moreover, after developing using alkaline aqueous solution, it is preferable to wash | clean with water.

  In the method for producing a color filter of the present invention, it is particularly preferable to perform post-exposure by ultraviolet irradiation on a colored pattern (pixel) formed using a colored composition.

-Process (D)-
It is preferable to further heat-treat the colored pattern after development or the colored pattern subjected to post-exposure by ultraviolet irradiation as described above. By heating the formed color pattern (so-called post-bake process), the color pattern can be further cured. This heat treatment can be performed by, for example, a hot plate, various heaters, an oven, or the like.
As temperature in the case of heat processing, it is preferable that it is 100 to 300 degreeC, More preferably, it is 150 to 250 degreeC. The heating time is preferably about 10 minutes to 120 minutes.

The colored pattern thus obtained constitutes a pixel in the color filter. In manufacturing a color filter having a plurality of hue pixels, the above-described step (A), step (B), step (C), and step (D) may be repeated according to the desired number of colors.
In addition, whenever formation, exposure, and development of a single color layer are completed (for each color), the step (D) may be performed, or formation, exposure, and formation of all colored layers having a desired number of colors. After the development is completed, the step (D) may be performed collectively.

  Since the color filter obtained by the method for producing a color filter of the present invention (the color filter of the present invention) uses the coloring composition of the present invention, it is excellent in hue and contrast. When used in a liquid crystal display device or the like, it is possible to display an image excellent in spectral characteristics and contrast while achieving a good hue.

<Liquid crystal display device>
The liquid crystal display device of the present invention includes the above-described color filter of the present invention. For the definition of liquid crystal display devices and details of each display device, refer to, for example, “Electronic Display Devices (Akio Sasaki, published by Kogyo Kenkyukai 1990)”, “Display Devices (written by Junaki Ibuki, Sangyo Tosho) Issued in 1989). The liquid crystal display device is described in, for example, “Next-generation liquid crystal display technology (edited by Tatsuo Uchida, published by Kogyo Kenkyukai 1994)”. The liquid crystal display device to which the present invention can be applied is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the “next generation liquid crystal display technology”.

  The color filter of the present invention is particularly effective for a color TFT liquid crystal display device. The color TFT liquid crystal display device is described in, for example, “Color TFT liquid crystal display (issued in 1996 by Kyoritsu Publishing Co., Ltd.)”. Furthermore, the present invention is applied to a liquid crystal display device with a wide viewing angle such as a lateral electric field driving method such as IPS, a pixel division method such as MVA, STN, TN, VA, OCS, FFS, and R-OCB. it can. The color filter of the present invention can also be used for a COA (Color-filter On Array) system.

  When the color filter of the present invention is used in a liquid crystal display device, a high contrast can be realized when combined with a conventionally known three-wavelength tube of a cold cathode tube, but further, red, green and blue LED light sources (RGB-LED). By using as a backlight, a liquid crystal display device having high luminance and high color purity and good color reproducibility can be provided.

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

(Preparation of green pigment zinc halide phthalocyanine dispersion (1))
-Synthesis of zinc halide phthalocyanine pigments-
Zinc phthalocyanine was produced from phthalodinitrile and zinc chloride.
Halogenation was performed by mixing 3.1 parts of sulfuryl chloride, 3.7 parts of anhydrous aluminum chloride, 0.46 parts of sodium chloride and 1 part of zinc phthalocyanine at 40 ° C., and dropping 2.2 parts of bromine. The mixture was reacted at 80 ° C. for 15 hours, and then the reaction mixture was poured into water to precipitate a partially brominated zinc phthalocyanine crude pigment. The aqueous slurry was filtered, washed with hot water at 80 ° C., and dried at 90 ° C. to obtain 2.6 parts of a purified partially brominated zinc phthalocyanine crude pigment.

1 part of this partially brominated zinc phthalocyanine crude pigment, 7 parts of crushed sodium chloride, 1.6 parts of diethylene glycol and 0.09 part of xylene were charged into a double arm kneader and kneaded at 100 ° C. for 6 hours. After kneading, it was taken out into 100 parts of water at 80 ° C., stirred for 1 hour, and then filtered, washed with hot water, dried and ground to obtain a partially brominated zinc phthalocyanine pigment.
The resulting partially brominated zinc phthalocyanine pigment is from halogen content analysis by mass spectrometry, the average composition in _{ZnPcBr 10 C l4 H 2 (Pc} ; phthalocyanine), those containing an average of 10 bromine atoms per molecule there were.
The average primary particle size measured with a transmission electron microscope (JEM-2010, manufactured by JEOL Ltd.) was 0.065 μm.

(Adjustment of G pigment dispersion 1)
In a high-speed disperser “TSC-6H” manufactured by Igarashi Machinery Co., Ltd., charged with zirconia beads having a diameter of 0.5 mm, 10.0 parts of the partially brominated zinc phthalocyanine pigment (hereinafter referred to as PG58) obtained above, C.I. I. 5 parts (average particle diameter 60 nm) of Pigment Yellow 150 (hereinafter referred to as PY150), 11.8 parts of an acrylic dispersant “BYK-LPN6919” manufactured by Big Chemie, propylene glycol 1-monomethyl ether 2-acetate (hereinafter referred to as “PYC 150”) (Referred to as PGMEA) 73.3 parts were charged and stirred at 2000 rpm for 8 hours to prepare G pigment dispersion 1 composed of PG58 and PY150.

The acrylic dispersant “BYK-LPN6919 (solid content: 60% by mass)” manufactured by BYK-Chemie Co., Ltd. is a tertiary amine which is a repeating unit represented by the following formula (i) as a block having a functional group containing a nitrogen atom. It is a methacrylic acid AB block copolymer containing a repeating unit represented by the following formula (ii) as a block having a structure and oil solubility, and is a compound included in the (B) pigment aggregation inhibitor of the present invention. is there. The pigment aggregation inhibitor has an amine value of 121 mgKOH / g and an acid value of 1 mgKOH / g or less.
Of the repeating units contained in the block having a functional group containing a nitrogen atom, about 100 mol% is a repeating unit represented by the following formula (i), and among the repeating units contained in the block exhibiting oil solubility, The content rate of the repeating unit represented by following formula (ii) was 11 mol%.
Note that BYK-LPN6919 had a solubility in a mixed solvent of 50 g of propylene glycol methyl ether acetate and 50 g of propylene glycol methyl ether at 23 ° C. of 1 g or more, and showed good oil solubility.

(Adjustment of G pigment dispersion 2)
In the preparation of G pigment dispersion 1, C.I. I. Pigment Yellow 150 is C.I. I. G pigment dispersion 2 was prepared in the same manner as G pigment dispersion 1, except that it was changed to CI Pigment Yellow 138 (referred to as PY138) (average particle diameter 60 nm).

(Adjustment of G pigment dispersion 3)
In preparation of G pigment dispersion 1, 10.0 parts of PG58 pigment, and C.I. I. G pigment dispersion 3 was prepared in the same manner as G pigment dispersion 1, except that Pigment Yellow 150 was changed to 15.0 parts of PG58 pigment.

(Adjustment of G pigment dispersion 4)
In the preparation of G pigment dispersion 1, G pigment dispersion 4 was prepared in the same manner as in Example 1 except that 1.7 parts of an acrylic dispersant “BYK-2001” manufactured by Big Chemie Co. was further added as a pigment aggregation inhibitor. Adjusted.

[Example 1]
(Adjustment of coloring composition-second step)
The following composition was stirred at 200 rpm using a stirrer having three propeller-type stirring blades and stirred for 30 minutes until all the materials became uniform and transparent. Pigment aggregation inhibitor 1 0.67 parts Organic solvent 1: 25.50 parts Organic solvent 2: 25.25 parts Alkali-soluble resin: Binder 1 2.86 parts Polymerizable compound: TO-2349 3.57 parts Surfactant: Megafac F-554 (manufactured by DIC) 1.50 parts Photopolymerization initiator: Photopolymerization initiator 1 0.45 parts Chain transfer agent: Thiol compound 1 0.21 parts

While adding 40 parts of the G pigment dispersion 1 prepared in the first step at 150 rpm using a stirrer having three propeller-type stirring blades, the transparent liquid 1 prepared above was gradually added, and the addition was completed. The green colored composition of Example 1 was prepared by stirring for 30 minutes.
G pigment dispersion 1 40 parts Clear liquid 1 60 parts

[Examples 2 to 13, Comparative Examples 1 to 3]
In the preparation of the coloring composition of Example 1, the types and amounts of G pigment dispersion 1, pigment aggregation inhibitor 1, polymerizable compound, surfactant, and photopolymerization initiator 1 were changed as shown in Table 1, respectively. Other than that was carried out similarly to adjustment of the coloring composition of Example 1, and obtained the coloring composition of Examples 2-12 and Comparative Examples 1-3.

Example 14
(Adjustment of coloring composition-second step)
Using the stirrer having the following composition and three propeller type stirring blades, stirring was performed at 200 rpm and stirring was performed for 30 minutes until all materials were uniform and transparent. Organic solvent 1: 25.50 parts Organic Solvent 2: 25.25 parts Alkali-soluble resin: Binder 1 2.86 parts Polymerizable compound: TO-2349 3.57 parts Surfactant: Megafax F-554 (manufactured by DIC) 1.50 parts Photopolymerization initiator : Initiator 1 0.45 parts chain transfer agent: thiol compound 1 0.21 parts G pigment dispersion 1 40 parts

While stirring the colored composition at 150 rpm using a stirrer having three propeller-type stirring blades, the pigment aggregation inhibitor 1 was gradually added, and the mixture was stirred for 30 minutes from the end of the addition. A green coloring composition was prepared.
99.34 parts of the above colored composition liquid 0.67 parts of pigment aggregation inhibitor 1

[Comparative Example 4]
In the G pigment dispersion 4, the viscosity of the liquid stored after 10 days at 25 ° C. exceeded 100 mPa · s, and was not usable as a pigment dispersion.

[Comparative Example 5]
Using the pigment dispersion obtained in the same manner as the preparation of the G pigment dispersion 1, except that Solsperse 32000 (comb polymer) is added instead of the pigment aggregation inhibitor 1 in the preparation of the G pigment dispersion 1. Otherwise, a colored composition was prepared in the same manner as in Example 1.

[Comparative Example 6]
A green colored composition was prepared in the same manner as in Example 1 except that the pigment aggregation inhibitor 1 was not added and the pigment dispersion obtained in the same manner as in the preparation of the G pigment dispersion 1 was used.

Each component used in the examples and comparative examples is as follows.
Pigment aggregation inhibitor 1: disperBYK2001 (byk)
The block having a functional group containing a nitrogen atom is a repeating unit represented by the following structure, and is a block copolymer containing a repeating unit represented by methacrylic acid as a block exhibiting oil solubility. DisperBYK2001 has a solubility in a mixed solvent of 50 g of propylene glycol methyl ether acetate and 50 g of propylene glycol methyl ether at 23 ° C. of 1 g or more, exhibits good oil solubility, and prevents (B) pigment aggregation in the present invention. It is a compound included in the agent.

Pigment aggregation inhibitor 2: disperBYK2000 (manufactured by BYK)
The block having a functional group containing a nitrogen atom is a block copolymer containing a group represented by the following structure in a repeating unit and a repeating unit represented by methacrylic acid as an oil-soluble block. DisperBYK2001 has a solubility in a mixed solvent of 50 g of propylene glycol methyl ether acetate and 50 g of propylene glycol methyl ether at 23 ° C. of 1 g or more, exhibits good oil solubility, and prevents (B) pigment aggregation in the present invention. It is a compound included in the agent.

Pigment aggregation inhibitor 3: disperBYK-LPN21116 (manufactured by BYK)
It is a block copolymer including a block having a functional group containing a nitrogen atom and a repeating unit represented by methacrylic acid as a block exhibiting oil solubility. The solubility at 23 ° C. in a mixed solvent of 50 g of propylene glycol methyl ether acetate and 50 g of propylene glycol methyl ether is 1 g or more, shows good oil solubility, and is included in the (B) pigment aggregation inhibitor of the present invention. A compound. The amine value is 29 mg KOH / g.

Pigment aggregation inhibitor 4: disperBYK-LPN21324 (manufactured by BYK)
It is a block copolymer containing a block having a functional group containing a nitrogen atom and a repeating unit represented by methacrylic acid as a block having solvophilicity. The solubility at 23 ° C. in a mixed solvent of 50 g of propylene glycol methyl ether acetate and 50 g of propylene glycol methyl ether is 1 g or more, shows good oil solubility, and is included in the (B) pigment aggregation inhibitor of the present invention. A compound.

Polymerizable compound: TO-2349 (manufactured by Toagosei Co., Ltd.)
Structure: carboxylic acid group-containing pentafunctional acrylate (acid value 67 mgKOH / g)
Polymerizable compound: M-510 (manufactured by Toagosei Co., Ltd.)
Structure: carboxylic acid group-containing trifunctional acrylate (acid value 100 mgKOH / g)
Polymerizable compound: M-520 (manufactured by Toagosei Co., Ltd.)
Structure: carboxylic acid group-containing pentafunctional acrylate (acid value 30 mgKOH / g)
Polymerizable compound: DPHA dipentaerythritol hexaacrylate (manufactured by Nippon Kayaku, Kayarat DPHA)
Photopolymerization initiator 1: structure shown below

Photopolymerization initiator 2: OXE-02 (manufactured by BASF Corporation)

Photopolymerization initiator 3: OXE-01 (manufactured by BASF Corporation)

Photopolymerization initiator 4: Irgacure 369 (manufactured by BASF Corporation)
2-Benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1
Photopolymerization initiator 5: diethylthioxanthone alkali-soluble resin: binder 1 benzyl methacrylate / methacrylic acid (70:30 mol%) copolymer (Mw = 12000) 30% PGMEA solution alkali-soluble resin: binder 2 allyl methacrylate / methacrylic acid ( 80:20 mol%) Copolymer (Mw = 30000) 30% PGMEA solution Organic solvent 1: Ethyl 3-ethoxypropionate Organic solvent 2: Propylene glycol monomethyl ether acetate Chain transfer agent: Thiol compound 1 N-phenyl mercaptobenzimidazole Chain transfer agent: thiol compound 2 Karenz MTBD1 (Showa Denko KK)

(Production of color filter)
Each of the colored compositions (color resist solutions) prepared in Examples 1 to 12 and Comparative Examples 1 to 3 was applied on a 550 mm × 650 mm glass substrate (1737, manufactured by Corning) using a slit die. s, coating gap of 100 μm, coating flow rate of 1.3 ml / s, vacuum drying at ultimate pressure of 0.5 Torr in a vacuum drying chamber and then drying in an oven at 80 ° C. for 120 seconds (pre-baking) A coating film (colored layer) having a thickness of 2.0 μm was obtained. (Colored layer formation process)
Then, the colored layer was exposed to 40 mJ / cm ² (illuminance 35 mW / cm ² ) proximity using a super high pressure mercury lamp at a gap of 200 μm between the mask and the colored layer using a stripe pattern with a mask size of 20 μm (exposure process). .
The exposed coating film is sprayed in a shower form for 40 seconds with a 1% aqueous solution of alkali developer CDK-1 (manufactured by Fuji Film Electronics Materials Co., Ltd.), and pure water is sprayed in a shower form for 60 seconds. Washed away (development process). Thereafter, the water adhering to the surface of the color filter was blown off using an air knife and dried. (Air knife process)
Next, the coating film that has been exposed and developed as described above is heated in an oven at 230 ° C. for 40 minutes (post-baking) to form a color pattern for forming a color filter on the glass substrate, and the color filter A substrate (color filter) was produced.

The following evaluation was performed using each coloring composition of Examples 1-12 and Comparative Examples 1-3.
(Evaluation of pigment aggregate)
Using the solution after heating the obtained colored composition for 3 days at 40 ° C., the substrate produced according to the procedure for producing the color filter was observed with an optical microscope (500 times) to determine the number of aggregated foreign matters. evaluated. Based on the following criteria, ◯ to Δ are evaluated as having no practical problem.
-Evaluation criteria-
○: Less than 5 aggregated foreign substances are generated.
Δ: A small number of aggregated foreign matters (5 to less than 20 in one visual field region) was generated.
X: Many agglomerated foreign matters (20 or more and less than 100 in one visual field region) were generated.

(Evaluation of reflowability)
Using the obtained colored composition, the substrate produced according to the procedure for producing the color filter was cleaved, the cross-sectional shape of the pixel was observed with SEM (15000 times), and the shape of the edge portion of the pixel was evaluated. Based on the following criteria, ◯ to Δ are evaluated as having no practical problem.
Evaluation criteria A: The shape is a forward tapered (trapezoidal) shape, and the angle of the edge portion of the pixel is less than 60 °.
(Triangle | delta): The shape is a forward taper (trapezoid) shape, and the angle of the edge part of a pixel is 60 degrees-90 degrees.
X: The shape is a reverse taper (reverse trapezoid) trapezoid, and the angle of the edge portion of the pixel exceeds 90 °.

(Evaluation of water unevenness)
The substrate produced according to the procedure for producing the color filter was observed using an optical microscope (500 times) except that the obtained colored composition was used until the end of the air knife process. The shading unevenness observed on the pixel was evaluated. Based on the following criteria, ◯ to Δ are evaluated as having no practical problem.
Evaluation criteria ○: No shading unevenness is observed on the pixel surface.
Δ: Slight unevenness is observed on the pixel surface.
X: A clear shading unevenness is observed on the pixel surface.

  Table 2 shows the following. The colored composition obtained by the method for producing a colored composition of the present invention can suppress aggregation of the pigment, does not cause unevenness in the washing and drying steps, and can provide a favorable colored pattern with a forward taper shape. Recognize.

Claims (10)

(A) a pigment, (C) a pigment dispersant, and (D) a first step of preparing a pigment dispersion by mixing and dispersing an organic solvent;
A second step of mixing the pigment dispersion obtained in the first step, (B) an oil-soluble pigment aggregation inhibitor containing a block having a functional group containing a nitrogen atom, and (D) an organic solvent;
The manufacturing method of the coloring composition containing this.   The method for producing a colored composition according to claim 1, wherein the pigment (A) is a brominated zinc phthalocyanine pigment.   Furthermore, the manufacturing method of the coloring composition of Claim 1 or Claim 2 which mixes (E) polymeric compound at a 2nd process.   The method for producing a colored composition according to claim 3, wherein the polymerizable compound (E) is a polyfunctional acrylic monomer having one or more carboxylic acid groups in the molecule.   Furthermore, the manufacturing method of the coloring composition of any one of Claims 1-4 which mixes a photoinitiator (F) at a 2nd process.   The method for producing a colored photosensitive composition according to claim 5, wherein the photopolymerization initiator (F) is an oxime ester compound.   The coloring composition manufactured by the manufacturing method of the coloring composition of any one of Claims 1-6.   The color filter produced using the coloring composition manufactured by the manufacturing method of the coloring composition of any one of Claims 1-6.   A liquid crystal display device comprising the color filter produced in claim 8.   An organic EL display device comprising the color filter produced in claim 8.