TW200839313A - Color filter, liquid crystal display device using the same, organic pigment dispersions used in them, jet ink for color filter, coloring photosensitive resin composition and photosensitive transfer material - Google Patents

Abstract

This invention provides a color filter that performs high contrast, when it is used in a display device which shows a high color description power with color shading surppressed and is capable of maintaining excellent displaying characteristics for a long time, as well as organic pigment dispersions used therein. Also provided are an ink jet ink containing the said excellent organic pigment dispersions, a coloring photosensitive resin composition, a photosensitive resin transfer material as well as a color filter and a display device using the said color filter. The pixels of at least one color of the said color filter comprise pigment particles having 40 nm or less of an average size and at least 1% of all pigment particles have 50 nm or more of particle size.

Description

200839313 IX. The present invention relates to a color filter, a liquid crystal display device having the same, and an organic pigment dispersion used therein, an inkjet ink for a color filter, and a colored photosensitive resin. A composition and a photosensitive resin transfer material. [Prior Art] One of the nanotechnology technologies, which is to refine the particles to a range of 10 to 10 nm, is advancing. The use of nano-effects to achieve unprecedented new features.

In the field of related organic pigments, applications of the above-mentioned nanotechnology such as paints, printing inks, toners for electronic photocopying, inkjet inks, color filters, and the like are advancing. In particular, pigments for color filters and inkjet inks have been adopted for high performance in the most advanced technology fields, and their results are highly anticipated. In the hope that the color filter has a thin layer, the high pixelation of the digital camera and the high sensitivity of the CCD sensor are also under control. In recent years, color filters have been used as coloring materials with organic pigments, and their thickness is greatly affected by the particle size of organic pigments. The above problems cannot be solved if the non-nano-sized and monodisperse stable organic pigment particles are used. A novel method of manufacturing a color filter using ink jet technology with high design freedom and low cost has been discussed. However, there are no pigment particles that can be used for full performance. The refinement of the organic particles is generally carried out using a dispersion machine such as a roll mill, a ball mill, or an attritor (refer to Non-Patent Document 1). In addition, recently, gas phase methods, liquid phase methods, and laser melting methods have been studied. Among them, the liquid phase method has attracted attention because of the simple and high-productivity organic particle production method (refer to Patent Document 200839313, 1 and 2). Recently, there has been a good solvent solution for mixed pigments and a poor solvent solution. The development of a method for depositing particles (Patent Document 3). In order to use the pigment particles, high contrast of color filters is obtained. Patent Document 1 Japanese Laid-Open Patent Publication No. Hei 6-79 No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Evaluation and Dispersibility Evaluation of Dispersing Agents·Technical Information Association 1999 [Disclosure] Problems to be Solved by the Invention Color filters are not only highly contrast-implemented, but also maintain excellent display performance for long-term use in display devices. Requirements.

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a color filter which exhibits high contrast, exhibits high color rendering power for display, and which suppresses color spots, and which can maintain excellent display performance for a long time and an organic pigment dispersion used therein. And an ink jet ink for color filter containing the excellent organic pigment dispersion, a coloring photosensitive resin composition, a photosensitive resin transfer material, and a color filter used therein and a liquid crystal display device having the same for purpose. Means for Solving the Problems The above object of the present invention is achieved by the following means. (1) A shirt color filter is characterized in that the average particle diameter of the pigment particles contained in at least the pixels of the color filter is 4 〇 ηηη or less, and the number of particles having a particle diameter of 5 Onm or more accounts for all the pigments. Above the particles. 200839313 (2) The color filter of (1), wherein the particle diameter distribution of the pigment particles contained in the pixel has two or more maximal enthalpies. (3) The color filter of (1) or (2), wherein the particle size distribution of the pigment particles contained in the pixel is extremely large in the particle diameter of 30 nm or less. (4) The color filter according to any one of (1) to (3), wherein among the particle diameters of the pigment particles contained in the pixel, the number of particles of 50 nm or more accounts for 5% or more of the total pigment particles. (5) An organic pigment dispersion characterized by:

The organic pigment block is mechanically pulverized by the pigment nanoparticle (a), and the organic pigment solution in which the organic pigment has been dissolved in a good solvent, and a solvent mixture which is compatible with the good solvent but which is a poor solvent for the organic pigment The pigmented nanoparticle (b) precipitated. (6) The organic pigment dispersion according to (5), wherein the pigment nanoparticle (b) is contained in an amount of 1% by mass or more based on the total of the pigment particles. (7) The organic pigment dispersion according to (5) or (6), wherein the pigment nanoparticle (b) is contained in an amount of 3% by mass or more and 95% by mass or less based on the total of the pigment particles. (8) The organic pigment dispersion according to any one of (5) to (7), wherein the pigment particles of (a) and (b) have an average particle diameter of 40 nm or less and a particle diameter of 5 Onm or more. The proportion of the particles is 1% or more of the total pigment particles. (9) The organic pigment dispersion according to any one of (5) to (8), wherein the pigment nanoparticle (b) is a powder obtained by once removing a solvent, and then dispersing the powder to obtain a nanoparticle. (10) The organic pigment dispersion according to any one of (5) to (9), wherein the pigment nanoparticle (b) is obtained by coexistence of a polymer compound 200839313 having a mass average molecular weight of 1 〇〇〇 or more. Rice particles. (1) The organic pigment dispersion according to any one of (5) to (10), wherein the polymer compound having a mass average molecular weight of 100 or more is a compound of the following general formula (1): [wherein R1 a linking group of the (m + n) valence, an R 2 form bond or a divalent linking group; A 1 having a basic group selected from an acidic group, having a nitrogen atom, a urea group, an amine ester group, having a coordinating oxygen a monovalent organic group having a group of atoms, a hydrocarbon group having 4 or more carbon atoms, an alkoxyalkyl group, an epoxy group, an isocyanate group, and a group of a hydroxyl group, or an organic dye group which may have a substituent or a hetero group The monovalent organic group of the ring; only η A1 may be the same or different; m is 1 to 8, η is 2 to 9, m + n is 3 to 10; P1 is a polymer compound residue]. (12) The organic pigment dispersion according to any one of (5) to (11), which is used for a color filter having any color of β-blue, green, and red. (13) An inkjet ink for a color filter, which is characterized in that it is composed of an organic pigment dispersion according to any one of (5) to (12). (14) A colored photosensitive resin composition comprising the organic pigment dispersion according to any one of (5) to (12), a binder, and a monomer or oligomer. (15) A photosensitive resin transfer material characterized in that a coloring photosensitive resin composition having (14) is provided on a temporary support. (16) A color filter characterized in that at least one of the R pixel, the G pixel, and the 2008 image 200839313 contains the organic pigment dispersion of any one of (5) to (12). (17) A color filter characterized by using the inkjet ink of (13), the colored photosensitive resin composition of (14), and the photosensitive resin transfer material of (15) Made one by one. (18) A liquid crystal display device comprising the color filter of (15) or (16). Effect of the invention

The color filter of the present invention exhibits high contrast and exhibits high color rendering power when used in a liquid crystal display device, and its vivid image quality can be maintained for a long time, thereby achieving an excellent effect that the color spot can be suppressed. Further, by using the organic pigment dispersion of the present invention, and the ink jet ink, the colored photosensitive resin composition, and the photosensitive resin transfer material for the color filter containing the same, the above-described excellent color filter can be mass-produced with high efficiency. sheet. [Embodiment] Hereinafter, the present invention will be described in detail. In a preferred embodiment of the color filter of the present invention, the average particle diameter of the pigment particles contained in the pixels of at least one color is 40 nm or less, and the ratio of the number of particles having a particle diameter of 5 Onm or more accounts for 1 of all the pigment particles. %the above. In this case, as another embodiment, a high-performance color filter may be obtained by including the pigment nanoparticle (a) and the pigment nanoparticle (b) which will be described later, but a color filter is used for the display device. The temple can maintain excellent performance for a long time, balance the required performance, and cope with the high contrast demand of the day, so that the average particle size of the pigment particles is preferably below 40 nm, below 30 nm. Better. The lower limit of the average particle diameter of the above pigment particles is not particularly limited to -9-200839313, and is usually 5 n m or more. In all of the pixels of the R pixel, the g pixel, and the B pixel of the color filter of the present invention, the pigment particles contained therein are preferably those having an average particle diameter and a particle diameter of 50 nm or more. The pigment particles preferably have a maximum particle size of 2 or more in a particle size distribution in which the number of particles on the vertical axis and the particle diameter (ball equivalent diameter) on the horizontal axis. Further, in the above particle size distribution, the minimum maximum lanthanum is preferably 30 nm or less, more preferably 25 nm or less, and particularly preferably 20 nm or less.

As described above, in the color filter of the present embodiment, the pigment particles contained in at least one pixel are present in a proportion of particles having a particle diameter of 5 Onm or more, and 1% or more of all the pigment particles are present, and more preferably 5% or more, 10 More than % is better. The upper limit of the above ratio is not particularly limited and is usually less than 50%. Regarding the particle size of the organic particles, there is a method of expressing the average size of the group by measuring the number of calculations. The commonly used method has a mode diameter indicating the maximum 値 of the distribution, a median diameter corresponding to the median of the integral distribution curve, Various average diameters (quantity average, length average, area average, mass average, volume average, etc.), etc., in the present invention, unless specifically stated, the average particle diameter refers to the number average particle diameter (?n). The pigment particles may be either a crystalline particle or an amorphous particle, or a mixture or a solid solution thereof. A mixture of two or more types of organic particles and a solid solution of a so-called core-shell type particle in which a layer of another substance is uniformly formed on the surface of the particle is also applicable. In the present invention, unless otherwise stated, the index indicating the monodispersity of the particles is the ratio of the volume average particle diameter (Μν) to the number average particle diameter (?η) (Μν/Μη). The monodispersity of the pigment particles (primary particles), that is, Μν/Μη is preferably 1.0 to 2.0, more preferably 1.0 to 1.8, and particularly preferably 1.0 to 1.5. -10- 200839313 The method for measuring the particle size of organic particles includes microscopic method, mass method, light scattering method, light shielding method, electric resistance method, acoustic method, and dynamic light scattering method. Microscopic method and dynamic light scattering method are particularly preferable. Microscopes for microscopy include, for example, scanning electron microscopes, transmission electron microscopes, and the like. The apparatus for measuring the particle size by the dynamic light scattering method is, for example, Nanotrac UPA-EX150 manufactured by Nikkiso Co., Ltd., and dynamic light scattering photometer DLS-7000 system manufactured by Otsuka Electronics Co., Ltd. (J et al. Organic pigment dispersion of the sheet. The organic pigment dispersion of the invention contains a pigment dispersion of the pigment nanoparticle (a) and the pigment nanoparticle (b). In the present invention, the "pigment dispersion" is used to mean that the pigment particles are dispersed in the medium, A liquid composition or a solid composition comprising a pigment dispersion, an inkjet ink, a pigment dispersion photoresist, a photosensitive transfer material having a pigment, and a pixel portion of a color filter. * Organic pigments are not limited to being classified by hue. There are, for example, flower compound compounds, lysine compound pigments, anthrone compound pigments, quinophthalone oxime compound pigments, quinone compounds, pigment fc Δt ^ heart, h entrone (anthanthr〇ne):物 颜 二 二 并 化合物 化合物 化合物 化合物 化合物 颜料 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 四 化合物 化合物 化合物 化合物 化合物 化合物 化合物 化合物 化合物 : : : : : : : : : : : : : : : : , triaryldiketone ring (four) (four) compound (four) material u "material pigment, (four) compound Yan Xiao, different (four) 咐 _:: blue compound pigment, iso, anthraquinone pigment, isopyrrolidone compound pigment,: 1 shellfish, a mixture of pymetrozine compounds, temples, etc. -11- 200839313 wherein _ ketone oxime compound pigment, diketo ring oxime oxime compound pigment, diterpene compound pigment, indigo compound pigment or azo The compound pigment is preferably a 'diketone ring compound compound pigment, a diterpene compound pigment, and a phthalocyanine compound pigment. · In the process of the present invention, 'two or more organic pigments or organic-pigment solid solution can be combined It can also be used in combination with a usual dye. Pigmented nanoparticle (a) (hereinafter also referred to as "pulverized pigment nanoparticle") is a mechanically pulverized organic pigment block to nanometer. Particles of size. Here, the organic pigment block refers to a pigment solid material having a diameter of 1 μm or more in the case of sphere conversion. The pulverized nanoparticle may be dispersed in the medium or in a separated state of the solid powder. In the present invention, "nanoparticles" refers to nanoparticles of nanometer size, or "particles".

The pulverized pigment nanoparticle can be produced by a usual method. Specific manufacturing means are, for example, a ball mill, a bead mill, a roller exerciser, a colloid honing machine, a disperser, a homogenizer, an ultrasonic disperser, and the like. Among these dispersing machines, bead mills which can be used for the production of fine dispersions using finer dispersion media are, for example, horizontal DYN〇-MILL (manufactured by SHINMARU ENTERPRISES) and Ultra Visco Mill (for example). AIMEX company, SPIKE MILL (manufactured by Inoue Co., Ltd.); vertical Drais Mill (manufactured by Draiswerke Co., Ltd.), SandMill (manufactured by KANPE Home Coatings Co., Ltd.), etc. The dispersion medium used for the dispersion is, for example, a ceramic or steel dispersion medium such as zirconia or alumina. Among these, a dispersion medium made of cerium oxide excellent in abrasion resistance is particularly preferable. -12- 200839313 In addition, while heating the pigment and the solid resin, the mixture of the water-soluble inorganic salt such as pigment and salt is wetted with a small amount of an aqueous solution by a method of vigorously mixing the two-roller and the closed k-smelting machine. After vigorous mixing, the inorganic salt and solvent are removed by washing, and the so-called salt training method of the fine pigment is dried. The pigment nanoparticle (b) (hereinafter referred to as "growth pigment nanoparticle") is an organic pigment solution in which an organic pigment is dissolved in a good solvent, and is compatible with the above good solvent, but is a poor solvent for the organic pigment. The solvent of the solvent (hereinafter referred to as "poor solvent") is precipitated as a nanoparticle. The combination of the poor solvent and the good solvent must be such that the solubility of the organic pigment differs by a large amount, and it is necessary to appropriately select the organic pigment to make this step possible.

The poor solvent is not particularly limited, and the solubility of the organic pigment is preferably 0.02% by mass or less, and more preferably 0.01% by mass or less. There is no particular lower limit for the solubility of the organic pigment in the poor solvent, and it is considered that the organic pigment generally used is 0.000001% by mass or more. This solubility may also be based on the solubility when dissolved in the presence of an acid or a base. The compatibility or uniformity of the good solvent with the poor solvent is preferably 30% by mass or more, and more preferably 50% by mass or more, based on the amount of the solvent dissolved in the poor solvent. Examples of the poor solvent include an aqueous solvent (for example, water, or hydrochloric acid, aqueous sodium hydroxide), an alcohol compound solvent, a ketone compound solvent, an ether compound solvent, an aromatic solvent, a carbon disulfide solvent, an aliphatic solvent, a nitrile solvent, and a halogen compound. a solvent, an ester compound solvent, an ionic liquid, a mixed solvent thereof, or the like, preferably an aqueous solvent, an alcohol compound solvent, a ketone compound-13-200839313 solvent, an ether compound solvent, an ester compound solvent or a mixture thereof, an aqueous liquid, The alcohol compound solvent or ester compound solvent is more preferable. The alcohol compound solvent is, for example, methanol, ethanol, isopropanol, n-propanol, 1-methoxy-2-propanol or the like. The ketone compound solvent is, for example, acetone, methyl ethyl ketone,

Methyl isobutyl ketone, cyclohexanone. The solvent of the ether compound is, for example, dimethyl ether, diethyl ether, tetrahydrofuran or the like. The aromatic compound solvent is, for example, benzene, toluene or the like. The aliphatic compound solvent is, for example, hexane or the like. The nitrile compound solvent is, for example, acetonitrile or the like. The halogen compound solvent is, for example, dichloromethane, trichloroethylene or the like. The ester compound solvent is, for example, ethyl acetate, ethyl lactate, 2-(1-methoxy)propyl acetate or the like. The ionic liquid is, for example, a salt of 1 - butyl - 3 - methionazole and a salt of PF6 _. When the organic particles are precipitated, the conditions of the poor solvent are not particularly limited, and the range from atmospheric pressure to subcritical and supercritical conditions can be selected. The temperature is preferably -30 to 100 ° C under normal pressure, more preferably -10 to 60 ° C, and particularly preferably 0 to 30 ° C. If the good solvent can dissolve the organic pigment used, it is not particularly limited as long as it is compatible with the above-mentioned poor solvent or can be uniformly mixed. The solubility of the organic pigment in the good solvent is preferably 0.2% by mass or more based on the organic pigment, and more preferably 0.5% by mass or more. There is no particular upper limit for the solubility of the organic pigment in a good solvent, and it is considered that the organic pigment generally used is 50% by mass or less. This solubility may also be based on the solubility when dissolved in the presence of an acid or a base. The preferred range of compatibility or uniform mixing of the poor solvent with the good solvent is as described above. The good solvent is, for example, an aqueous solvent (for example, water, or hydrochloric acid, aqueous sodium hydroxide), an alcohol compound solvent, a guanamine compound solvent, a ketone compound solvent, an ether compound solvent, an aromatic solvent, a carbon disulfide solvent, an aliphatic solvent, a nitrile. Compound solvent, hydrazine compound solvent, halogen compound-14-200839313 Solvent, ester compound solvent, ionic liquid, mixed solvent thereof, etc., as aqueous solvent, alcohol compound solvent, ketone compound solvent, ether compound solvent, hydrazine compound solvent An ester compound solvent, a guanamine compound solvent or a mixture thereof, preferably an aqueous liquid, an alcohol compound solvent, an ester compound solvent, an yttrium compound solvent or a guanamine compound solvent, an aqueous solvent, an yttrium compound solvent or a guanamine compound. The solvent is better.

The solvent of the compound is, for example, dimethyl sulfoxide, diethyl hydrazine, hexamethylene sulfonium, cyclazone, and the like. The guanamine compound solvent is, for example, N,N-dimethylformamide, 1-methyl-2-pyrrolidone, 2-pyrrolidone, 1,3-dimethyl-2-imidazolidinone, 2-pyrrolidone, Ε-caprolactam, formamide, N-methylformamide, acetamide, hydrazine-methylacetamide, hydrazine, hydrazine-dimethylacetamide, hydrazine-methyl propylamine, Trimethylamine hexamethylphosphate and the like. The concentration of the organic pigment solution in which the organic pigment is dissolved in the good solvent is preferably in the range of the saturated concentration of the organic pigment in the good solvent to the range of 1 / 1 〇 〇 in the case of dissolution. The preparation conditions of the organic pigment solution are not particularly limited, and a range from atmospheric pressure to subcritical and supercritical may be selected. The temperature under normal pressure is preferably -10 to 150 t: -5 to 130 ° C is more preferable, and 0 to 100 ° C is particularly preferable. Specific examples of the good solvent are the same as those exemplified as the poor solvent, but the same as the good solvent and the poor solvent, and the relationship between the organic pigment and the organic solvent used, if it is a good solvent The solubility in the poor solvent may be sufficiently higher than the solubility in the solvent, for example, more preferably 0.5% by mass or more, more preferably 0.5% by mass or more. There is no special upper limit for the difference in solubility between the good solvent and the poor solvent. Considering that the organic pigment generally used is -15-200839313 50% by mass or less. When the organic pigment is uniformly dissolved in a good solvent, it can be dissolved under acidic conditions or dissolved under alkaline conditions. In general, a pigment having a base which is dissociable under alkaline is preferably dissolved in an alkaline state, and a pigment having a nitrogen atom in which a proton is easily added in the presence of a base which is not dissociable under an alkali is It is preferred to dissolve under acidic conditions. It is only dissolved under acidic conditions or dissolved under alkaline conditions. Not only the solubility of the pigment, but also the characteristics of the color filter can be considered.

The quinacridone compound pigment, the diketocyclopyrrole compound pigment, the disazo condensate compound pigment, and the like are easily dissolved under alkaline conditions, and the indigo compound pigment is easily dissolved under acidic conditions. The base used in the alkaline dissolution is an inorganic base such as lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide or barium hydroxide, or a trialkylamine, diazabicycloundecene (DBU) or a metal. An organic base such as an alcoholate is preferably an inorganic test. The amount of the base is such that the amount of the pigment can be uniformly dissolved, and is not particularly limited. The inorganic base is preferably 1.0 to 30 mol equivalents of the organic pigment, more preferably 1.0 to 25 mol equivalents, and more preferably 1.0 to 20 mol equivalents. The organic base is preferably 1. 〇~1 有机 of the organic pigment, more preferably 5.0 to 100 moles, and particularly preferably 20 to 100 moles. The acid used in the dissolution under acidic conditions is an inorganic acid such as sulfuric acid, hydrochloric acid or phosphoric acid or an organic acid such as acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid or trifluoromethanesulfonic acid, preferably an inorganic acid. Especially preferred is sulfuric acid. The amount of the acid is such that the amount of the organic pigment can be uniformly dissolved, and there is no particular limitation, but many of them are used in an excess amount of alkali. Whether it is an inorganic acid or an organic acid, it is preferably 3 to 500 mole equivalents of the pigment of -16-200839313, more preferably 10 to 500 moles, and particularly preferably 30 to 200 moles. When a base or an acid is mixed with an organic solvent and used as a good solvent for an organic pigment, a solvent having a high solubility to a base or an acid such as a water or a lower alcohol may be added to the organic solvent in order to completely dissolve the alkali or the acid. The amount of the water and the lower alcohol is preferably 50% by mass or less based on the total amount of the organic pigment solution, and more preferably 30% by mass or less. Specifically, water, methanol, ethanol, n-propanol, and isopropyl can be used.

Alcohol, butanol, etc. The viscosity of the organic pigment solution is preferably 0.5 to 80. OmPa, more preferably 1 · 0 to 50.0 mPa · s. The pH difference between the organic pigment solution and the poor solvent is preferably 5 or more, more preferably 7 or more, and even more preferably 10 or more.

When the organic pigment solution and the poor solvent are mixed, the two may be mixed with any one of them, and it is preferred to mix the organic pigment solution in a poor solvent, and the poor solvent is preferably in a state of stirring. The stirring speed is preferably 100 to 100 rpm, more preferably 150 to 8000 rpm, and particularly preferably 200 to 6000 rpm. Pumps can be used when adding, or not. It may be added in the liquid or added in the liquid, and it is preferably added in the liquid. It is preferred that the supply pipe is continuously supplied to the liquid by means of a pump. The inner diameter of the supply pipe is preferably 0.1 to 200 mm, more preferably 0.2 to 100 mm. The rate of supply to the liquid by the supply pipe is preferably from 1 to 100 ml/nnn, more preferably from 5 to 5,000 ml/min. When the organic pigment solution and the poor solvent are mixed, the particle size of the produced organic nanoparticle can be determined by adjusting the Reynolds numerical control. Here, the Reynolds number is the number of non-causes of the flow state of the fluid, as shown in the following equation. -17- 200839313

Re= p UL/ β · •• Numerical formula (1) In the formula (1), Re table Reynolds number, P table organic pigment solution density [kg/m3], U table organic pigment solution and bad solvent meet Relative speed [m/s], the equivalent diameter of the flow path or the supply port when the organic pigment solution of L is in contact with the poor solvent [m], // the viscosity coefficient [Pa · s] of the organic pigment solution. The equivalent diameter L refers to the diameter of the opening and the flow path of the pipe with respect to the shape of any of the cut surfaces, assuming the diameter of the pipe. The equivalent diameter L is when the pipe cross-sectional area is A, the wetted edge length (circumference) of the pipe, or the outer circumference of the flow path is p. #§ The following formula (2). L = 4 A/p · ••Formula (2) It is preferable to inject an organic pigment solution into a poor solvent by a pipe to form particles, and the diameter of the pipe is the same as the diameter of the pipe when the pipe is used. For example, changing the opening diameter of the liquid supply port can adjust the equivalent diameter. The diameter L is not particularly limited, and is synonymous with a preferred inner diameter of, for example, the above-described supply port. When a good solvent solution of an organic pigment meets a poor solvent, the relative velocity U is defined as the relative velocity in the vertical direction of the face where the two meet. ^1 That is, for example, when a good solvent solution of an organic pigment is injected into a stationary poor solvent and mixed, the rate of injection from the supply port is equal to the relative velocity U. The relative speed U is not particularly limited, and is preferably, for example, 〇5 to 100 m/s, and more preferably 1.0 to 50 m/s. The density P of the organic pigment solution depends on the type of the material selected, and the material suitable for the method of the present invention is, for example, 0.8 to 2. Okg/m3. The viscosity coefficient / z of the organic pigment solution is also dependent on the material used, the ambient temperature, etc., and the preferred range is the same as the preferred viscosity of the above organic pigment solution. * -18- 200839313 The smaller the Reynolds number (Re), the easier it is to form laminar flow. The larger the heavier, the easier it is to form turbulent flow. For example, in order to control the particle diameter of the organic nanoparticle, the Reynolds number can be adjusted to 60 or more, more preferably 100 or more, and particularly preferably 150 or more. There is no special upper limit for the Reynolds number, and it is preferred to adjust to a range of, for example, 100,000 or less to obtain good organic nanoparticles. Alternatively, the average particle diameter of the nanoparticles may be below 60 nm by the high Reynolds number. At this time, it is generally possible to control the organic nanoparticles to have a smaller particle diameter by increasing the Reynolds number within the above range. The mixing ratio of the organic pigment solution to the poor solvent (good solvent/poor solvent ratio in the organic fine particle precipitation) is preferably 1/50 to 2/3 by volume, more preferably 1/40 to 1/2, 1/20. ~3/8 is especially good. When the organic fine particles are precipitated, the concentration of the pigmented nanoparticles (b) in the dispersion is not particularly limited, and is preferably 10 to 4000 mg of the organic solvent based on 1000 ml of the solvent, more preferably 20 to 30000 mg, and particularly preferably 50 to 25,000 mg. When the pigment nanoparticle is produced, the preparation scale is not particularly limited, and the mixing amount of the poor solvent is preferably from 10 to 2000 L, and the modulation scale of 50 to 1,000 L is better.

When the precipitated growth pigment nanoparticle is precipitated, it is preferred to contain a dispersant. The step of dispersing the dispersant is not particularly limited, and it is preferred to add a dispersing agent to both the organic pigment solution and the poor solvent. It is also preferred to add the dispersant solution to the pigment nanoparticle when it is formed in a system different from the above two liquids. It is also preferred to use a pigment particle which is first treated with a dispersing agent. Surface treatment may also be applied to promote adsorption of the dispersant to the pigment particles. The dispersing agent has (1) rapid adsorption to the surface of the precipitated pigment to form fine nanoparticles, and (2) prevention of re-aggregation of these particles. As the dispersant, for example, an anionic, cationic, diionic, non-ionic -19-200839313 or a low molecular or polymeric dispersant of a pigment derivative can be used. The molecular weight of the polymer dispersant is not particularly limited, and the molecular weight is preferably 1,000 to 2,000,000, more preferably 5,000 to 1,000,000, more preferably 10,000 to 500,000, and more preferably 10,000 to 1,00,000. good. The polymer dispersing agent specifically includes polyvinylpyrrolidone, polyvinyl alcohol, polyvinyl methyl ether, polyethylene oxide, polyethylene glycol, polypropylene glycol, polypropylene decylamine, vinyl alcohol-vinyl acetate copolymer, polyvinyl alcohol-part Formaldehyde, polyvinyl alcohol-partial butyral, polyvinylpyrrolidone-vinyl acetate copolymer, polyethylene oxide/propylene oxide block copolymer, polyacrylate, polyethylene sulfate, poly (4-vinylpyridine) salt, polyamine, polyallylamine salt, condensed naphthalenesulfonate, cellulose derivative, starch derivative, and the like. Further, natural polymers such as alginate, gelatin, albumin, casein, gum arabic, tragacanth, and lignosulfonate can also be used. Among them, polyvinylpyrrolidone is preferred. These high molecular weights may be used alone or in combination of two or more. These dispersants can be used singly or in combination. The dispersing agent used for the dispersion of the pigments is described in detail on pages 29 to 46 of "Pigment Dispersion Stabilization and Surface Treatment Technology and Evaluation" (Chemical Information Association, issued in December, 2001). Anionic dispersant (anionic surfactant) has N-fluorenyl-n-J-based taurate, fatty acid salt, alkyl sulfate salt, alkylbenzenesulfonate, alkylnaphthalenesulfonate A dialkyl sulfosuccinate, an alkyl phosphate, a naphthalenesulfonic acid famarin condensate, a polyoxyethylene alkyl sulfate salt, and the like. Among them, ruthenium-N-Itc-based bovine ore salt is preferred. The Ν-branched base-based bovine ore salt is preferably described in the specification of Japanese Patent Laid-Open No. Hei 3-27 3 067. These anionic dispersants may be used alone or in combination of two or more. The cationic dispersant (cationic surfactant) comprises a quaternary salt, a -20-200839313 alkoxylated polyamine, an aliphatic amine polyglycol ether, an aliphatic amine, a diamine derived from an aliphatic amine and an aliphatic alcohol. And polyamines, imidazolines derived from fatty acids, and salts of these cationic materials. These cationic dispersants may be used alone or in combination of two or more. The two-ionic dispersing agent is a dispersing agent having both an anionic group portion contained in the anionic dispersing agent molecule and a cationic group portion in the cationic dispersing agent molecule. Nonionic dispersing agents (nonionic surfactants) are polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene esters, sorbitan esters, polyoxyethylene sorbes Alkyd fatty acid ester, polyoxyethylene alkylamine, glyceryl fatty acid ester, and the like. Among them, polyoxyethylene alkyl aryl ether is preferred. These nonionic dispersing agents can be used singly or in combination of two or more. The pigment derivative type dispersant is derived from an organic pigment as a parent material, a pigment derivative type dispersant prepared by chemically modifying a parent material structure, or a pigment derivative obtained by pigmentation reaction of a chemically modified pigment precursor. Type dispersant. For example, a sugar-containing pigment derivative type dispersant, an acridine group-containing pigment derivative type dispersant, a naphthalene or anthracene derivative pigment derivative type dispersant, and a functional group having a methylene group attached to a pigment mother structure Base pigment derivative type dispersant, chemically modified pigment mother structure of polymer, pigment derivative type dispersant having sulfonic acid group, pigment derivative type dispersant having sulfonamide group, pigment derivative having ether group A form-type dispersing agent or a pigment derivative-type dispersing agent having a mercapto group, a decanoic acid group or a carboguanamine group. The dispersant is preferably a pigment dispersant containing an amine group. Here, the amine group includes a primary amino group, a secondary amino group, and a tertiary amino group, and the number of amine groups may be one or plural. The pigment-based pigment derivative-introduced compound having an amine group-introduced is also a polymerized compound having a monomer having an amine group as a polymerization component. For example, JP-A-2000-239554, JP-A-2003-96329, JP-A-200-313, pp. Compounds and the like described in paragraphs 0047 to 0113 of the specification No. 14 and paragraphs 001 8 to 00 33 of the International Publication No. WO2006/1 21017, but are not limited thereto. The content of the dispersant is preferably from 0.1 to 1000 parts by mass, more preferably from 1 to 500 parts by mass, more preferably from 5 to 20 parts by mass, per 100 parts by mass of the pigment, in order to further improve the uniform dispersibility and storage stability of the pigment nanoparticle. good. When the amount is less than 0.1 part by mass, the dispersion stability of the pigment nanoparticle may not increase. The dispersing agents may be used singly or in combination of plural kinds. The growth pigment nanoparticle is classified into a solvent which reduces or removes the dispersion contained in the precipitated particles after the precipitation of the pigment nanoparticle (hereinafter, this step is also referred to as "concentration/removal step"). Thereby, it is possible to produce a nanoparticle concentrate liquid and a powder suitable for a color filter coating liquid, an inkjet ink, and an industrial scale. The concentration and removal step is not particularly limited, and for example, an aspect in which an extraction solvent is added to the pigment nanoparticle dispersion and the extraction solvent phase is concentrated to extract the pigment nanoparticle, and filtered into a concentrated nanoparticle by a filter or the like. 'After centrifuging and sedimenting the pigmented nanoparticles to concentrate, de-salting and concentrating by ultrafiltration, using a spray-dried state, vacuum-drying to sublimate the solvent, heating or depressurizing The solvent is dried and concentrated, and the like is combined. The preferred aspect is a state in which the solvent is concentrated and concentrated, and the solvent is dried and concentrated by heating or decompression using a spray-dried state. kind. The extraction solvent for concentrated extraction is not particularly limited, and preferably, it is substantially immiscible with the dispersion solvent (for example, aqueous solvent) of the pigment nanoparticle dispersion of -22-200839313 (substantially non-mixed in the present invention) The compatibility is low, and the amount of dissolution is preferably 50% by mass or less, more preferably 30% by mass or less; the amount of the solvent is not particularly limited, and the solubility of the solvent is usually 1% by mass or more, and the mixture is allowed to stand after mixing to form an interface. Solvent. The extraction solvent is preferably a solvent which forms a pigmented nanoparticle which can be redispersed in an extraction solvent (a floc which can be redispersed without a high shear force such as kneading or high-speed stirring). In this state, there is no change in the particle size, and it is not possible to form a solid agglomerate. It is preferable to wet the target pigment nanoparticle by the extraction solvent and to remove the dispersing solvent such as water more easily than filtration. The extraction solvent is preferably an ester compound solvent, an alcohol compound solvent, an aromatic compound solvent or an aliphatic compound solvent, and an ester compound solvent, an aromatic compound solvent or an aliphatic compound solvent is more preferable, and an ester compound solvent is particularly preferable. The ester compound solvent is, for example, 2-(1-methoxy)propyl acetate, ethyl acetate, ethyl lactate or the like. The alcohol compound solvent is, for example, n-butanol, isobutanol or the like. The aromatic compound solvent is, for example, benzene, toluene, xylene or the like. The aliphatic compound solvent is, for example, n-hexane, cyclohexane or the like. The extraction solvent may also be a pure solvent of the above-mentioned preferred solvent or a mixed solvent of a plurality of solvents. The amount of the extraction solvent is not particularly limited as long as it can extract the pigment nanoparticle, and it is preferable to concentrate the extraction in a smaller amount than the pigment nanoparticle dispersion. When the pigment nanoparticle dispersion is 1 00 in terms of volume ratio, the extraction solvent to be added is preferably 1 to 1 0 0, more preferably 1 0 to 9 0, and particularly preferably 2 0 to 8 0. If too much is too concentrated, it takes time, too little, the extraction is insufficient, and the nanoparticles are left in the dispersion solvent. After the extraction solvent is added, it is preferred to sufficiently mix it with the dispersion by stirring and mixing. Stirring and mixing can be carried out by a general method. The temperature at which the extraction solvent is added and mixed is not particularly limited, and is preferably 1 to 100 ° C, more preferably 5 to 60 ° C. Extraction solvent -23- 200839313 Addition, mixing Any device can be used if the steps are well implemented. For example, a separatory funnel type device can be used. When ultrafiltration is employed, a method such as desalting/concentrating of a silver halide emulsion can be used. It is known that R e s e a r c h D i s c 1 〇 s u r e N 〇 . 1 0 2 0 8 (1 9 7 2), N 〇 . 1 3 122 (1 975) and Ν〇 · 1 6 35 1 (1 977). Important operating conditions: Pressure difference and flow rate can be determined by reference to the characteristic curve of the "Powder Utilization Technical Manual", "Study on the Use of Membrane" (1 97 8), ρ· 27 5, and the target pigment nanoparticle dispersion. In order to deal with the aggregation of particles, it is necessary to find the optimum conditions. The solvent which is lost through the membrane is supplemented by a constant volume type in which the solvent is continuously added and a batch type in which the batch is continuously added, and it is preferable to use a constant volume type in which the desalting treatment time is relatively short. The solvent thus replenished is a pure water obtained by ion exchange or distillation, and may be mixed as a dispersant or a poor solvent of a dispersant in pure water or directly as a pigment nanoparticle dispersion. The ultrafiltration membrane is made up of Asahi Kasei (shares), DAICEL Chemical (shares), TOR A Υ (shares), and Jidong Electric (shares), which are assembled into modules, such as flat type, cylindrical type, hollow fiber type, and hollow fiber type. The seller or the like is preferably a spiral type or a hollow type from the viewpoint of the total area of the film and the detergency. The fraction of the fraction of the valve which is a component which can be passed through the membrane must be determined by the molecular weight of the dispersant to be used, preferably 5,000 or more and 50,000 or less, more preferably 5,000 or more and more preferably 15,000 or less. The filtering device can be, for example, a pressurized filtering device. Preferred filters include nano filters, ultrafilters, and the like. It is preferred to remove the residual dispersion solvent by filtration and concentrate the pigment nanoparticle in the concentrated extract to concentrate the nanoparticle liquid. Freeze drying is not particularly limited and any general method can be employed. For example, direct refrigerant expansion method, repeated freezing method, heat medium circulation method, triple heat exchange method, -24-200839313 indirect heating and freezing method, and preferably direct refrigerant expansion method, indirect heating and freezing method, and more preferably indirect Heating and freezing. Either method is preferably carried out by pre-freezing and then drying and freezing. There are no special restrictions on the pre-freezing conditions, except that the samples to be dried and frozen are not frozen. Indirect heating and freezing method includes small freeze dryer, FTS freeze dryer, LYOVAC freeze dryer, experimental freeze dryer, freeze dryer for research, triple heat exchange vacuum freeze dryer, MONOCOOLING freeze dryer, HULL The freeze dryer is preferably a small freeze-dried β® machine, an experimental freeze dryer, a freeze dryer for research, a MONOCOOLING type freeze dryer, and more preferably a small freeze dryer or a MONO COOLING type freeze dryer. The freeze-drying temperature is not particularly limited and may be, for example, -190 to -4 ° C, more preferably -120 to -20 ° C, and particularly preferably -80 to -60 ° C. The freeze-drying pressure is not particularly limited and may be appropriately selected by the manufacturer, and may be, for example, 0.1 to 35 Pa, preferably 1 to 15 Pa, more preferably about 5 to 10 Pa. The freeze-drying time is, for example, 2 to 48 hours, preferably 6 to 36 hours, and more preferably 16 to 26 hours. Of course, these conditions can be appropriately selected by the industry. As for the freeze-drying method, for example, the preparation manual of the preparation machine: preparation machinery technology (shares), the local library, ρ·120-129 (September 2000); vacuum manual: Japanese vacuum technology (shares), OHM , p.328- 3 3 1 (1992); Freeze and Dry Research Society: Iito Takaji, No.15, p.82 (1 965), etc. Any device can be used if the centrifuge is capable of causing the pigment nanoparticles to settle. For example, the general-purpose device has a function of attaching a sputum function (a function of discharging the liquid to the outside of the system during the rotation), a continuous centrifugal separator that continuously discharges the solid matter, and the like. -25-

200839313 Centrifugal separation conditions are preferably 50~1 0000 by centrifugal force (the table is applied by gravity to accelerate the centrifugal acceleration of dry times), preferably 100~8000 15 0~6000. The temperature at the time of centrifugation depends on the dispersion or the like, preferably -1 0 to 80 ° C, more preferably -5 to 70 ° C, and particularly preferably 0 to 60 ° C. If the solvent is evaporated under reduced pressure, there is no special restriction. For example, a vacuum dryer and a rotary pump can be used to stir the liquid while heating the pressure reducing device. The liquid can be continuously dried by passing through a tube for heating and decompressing. The drying temperature under heating and decompression is preferably 30 to 230 ° C, and particularly preferably 35 to 200 ° C 40 to 180 ° C. The pressure at the time of decompression is preferably from 1 〇〇 to i 〇〇〇〇〇 pa 300 to 90000 Pa, and particularly preferably from 500 to 80000 Pa. It can also be dried according to the following conditions. For example, a dryer using a hot air, a belt dryer, a belt dryer, a stirring dryer, a dryer, a spray dryer, a gas flow dryer, etc., using a heat transfer machine, a drum dryer, and a multi-tube drying The machine and the cylinder are dry and can also be used according to the composition of the solvent, such as a freeze dryer or an infrared dryer, from a powder that is suitable for drying directly from the dispersion to use a spray dryer (for example, Okawara Chemical Co., Ltd. COC-12). A fluidized layer dryer (for example, Nara Machinery Manufacturing Co., Ltd. MSD-100) is particularly preferred. For the drying means for producing a plurality of pigment powders having a small amount of residual solvent, it is possible to use, for example, a cylinder-dried pigment dispersion to completely dry the powder in a drum dryer until the drying conditions are such that the solvent evaporates, and There is no special limitation on the range in which the pigment and the material are not degraded. In order to increase the drying speed, decompression, mixing, and segmentation are combined according to the type of dryer. If the degree is better, the solvent type, for example, the device for general drying is better, preferably, the dryer, the drying layer of the flowing layer, and the like. The system of stocks (shares) (shares) can also be pre-concentrated. Powders, etc. : -26- 200839313 There is no particular limitation on the reduction or removal of the solvent. It is better to reduce the solvent sample to remove more than 50% by mass of the total solvent. It is preferable to remove the solvent to remove more than 80% of the total solvent, and it is more preferable to remove 90% by mass or more. The solvent concentration is reduced by the concentration and removal steps, and the water content in the remaining dispersion is not particularly limited, and is preferably 0.01 to 3 mass%, preferably 0.01 to 1 mass. In this case, the solvent component is removed by, for example, the above drying method, and the pigment particle powder is preferably used. For example, the solid content is preferably 50 to 100 mass%, more preferably 70 to 100% by mass. The concentration and removal steps can be carried out plural times, for example, preferably before and after the addition of the third solvent. The growth pigment nanoparticle is preferably obtained by redispersing the organic particles in the state of the concentration/removal step. Concentrated organic particles will agglomerate in the above manner. As a result, it can be quickly filtered, and separation or the like is considered to be agglomerated. At this time, in order to obtain a good dispersion state again, it is preferable to obtain the above-mentioned pigment fine particles in a flocculated state. Here, the floc refers to a collection of weakly agglomerated (soft agglomerated) particles which can be redispersed. This allows the pigment particles to be flocculated. For example, the fine particles precipitated from the aqueous mixed solution can be quickly separated from the solute by filtration or the like. Then, the separated (soft aggregate) is re-dispersed with an organic solvent suitable for producing a color filter to efficiently obtain an organic solvent-based pigment dispersion composition (non-aqueous component). In other words, when the mixed solvent of the good solvent and the poor solvent is water, it can be replaced with a third solvent composed of an organic solvent with high efficiency, and the medium (continuous phase) is replaced. The average particle diameter of the floc is not particularly limited, and in view of the above, it is preferably from 0.5 to 500/m, and more preferably 5 to l/zm. In the present invention, the amount of the mass % is included: % is more nanometer '% of the amount of condensed recovery. If the machine is condensed, it can be dispersed and filtered by a solvent. Any solvent which is different from the above-mentioned good solvent (first solvent) and the above-mentioned poor solvent (second solvent) is collectively referred to as "third solvent". Only the redispersion of the particles in the above agglomerated state is usually insufficient. Such a strong agglomerated organic particle (in the present invention, the aggregated organic particle means that the organic particles such as aggregates are aggregated by a secondary force, and the primary particle is a nanometer size or agglomerated nanoparticle), so that the aggregated organic particle liquid When the polymer compound having a mass average molecular weight of 1,000 or more is contained, for example, the organic particles can be well redispersed (in the present invention, the organic particle liquid is agglomerated, and the liquid contains agglomerated organic particles, and if it contains aggregated organic particles, it can be a dispersion liquid. , concentrate, paste, slurry, etc.). More specifically, the above polymer compound is used, and fine dispersion (preparation of uniform and minute particle size) and dispersion stability (preparation of uniform and fine particle diameter for a long period of time) are exhibited when a mixture of a good solvent and a poor solvent is precipitated. The solute can be maintained after the solute is replaced by an organic solvent suitable for a color filter, and the color filter can be made to have high performance. The above polymer compound interacts with the coloring property of the organic pigment particles without hindering the optical characteristics of the color filter, etc., and can achieve high performance in color filters and liquid crystal display devices. The above polymer compound is preferably the following general formula (1). General formula (1) (a1 - RV1, wherein A1 in the above general formula (1) has a group selected from an acidic group, a basic group having a nitrogen atom, a urea group, an amine ester group, a group having a coordinating oxygen atom, a monovalent organic group having a hydrocarbon group having 4 or more carbon atoms, an alkoxyalkyl group, an epoxy group, an isocyanate group, and a group of a hydroxyl group, or an organic dye having a substituent -28-200839313 constituting or containing a heterocyclic ring The valent group A1 may be the same or different. Specifically, A 1 is not particularly limited, and the above-mentioned "monovalent organic group having an acidic group" has, for example, a carboxyl group, a sulfonic acid group, a monosulfate group, or a phosphate group. a monovalent organic group such as a monophosphate group or a boric acid group. The above "monovalent organic group having a basic group having a nitrogen atom" has, for example, a monovalent organic group having an amine group (-NH2) and a substituted imine group. a monovalent organic group of the group (-NHR8, -NR9R1Q) (wherein R8, R9 and R10 are each independently, an alkyl group having 1 or more and 20 or less carbon atoms, or an aryl group or a carbon atom having 6 or more and 20 or less carbon atoms) An aralkyl group having a number of 7 or more and 30 or less, a monovalent organic group having a mercapto group of the following general formula (ai) [1] In the general formula (al), Ral and Ra2 are each independently, and an alkyl group having 1 or more and 20 or less carbon atoms, an aryl group having 6 or more and 20 or less carbon atoms, or an aralkyl group having 7 or more and 30 or less carbon atoms] a monovalent organic group having a fluorenyl group of the following general formula U2). [In general formula (& 2), Ra3 and Ra4 each independently have an alkyl group having 1 or more and 20 or less carbon atoms, and 6 or more carbon atoms; An aryl group of 20 or less or an aralkyl group having 7 or more and 30 or less carbon atoms].

Ra3—N

The above-mentioned "monovalent organic group having a urea group" is, for example, 411 (: (111111) (wherein 1115 represents a hydrogen atom, an alkyl group having 1 or more and 20 or less carbon atoms, an aryl group having 6 or more and 20 or less carbon atoms or The above-mentioned "arylene group having an aminoester group" has, for example, -NHCOOR16'-OCONHR17 (wherein R16 and R17 each independently have 1 or more carbon atoms and -29) - 200839313 An alkyl group of 20 or less, an aryl group having 6 or more and 20 or less carbon atoms, an aralkyl group having 7 or more and 30 or less carbon atoms, or the like. The above "having a group having a group having a coordinating oxygen atom" The valent organic group is, for example, a group having a acetyl hydrazine ligand, a group having a cyclic ether, etc. The above-mentioned "monovalent organic group having a hydrocarbon group having 4 or more carbon atoms" has, for example, an alkyl group having 4 or more carbon atoms. (eg octyl, twelfth, etc.), carbonogen

An aryl group having 6 or more sub-numbers (e.g., a phenyl group or a naphthyl group), an aralkyl group having 7 or more carbon atoms (e.g., a benzyl group), and the like. At this time, there is no upper limit on the number of carbon atoms, but 30 or less is preferable. The above "monovalent organic group having an alkoxyalkyl group" has, for example, a group having a trimethoxyalkyl group, a triethoxyalkyl group or the like. The above "monovalent organic group having an epoxy group" has, for example, a group having a glycidyl group. The above-mentioned "organic group having an isocyanate group", for example, a 3-isocyanate propyl group, etc. The above "monovalent organic group having a hydroxyl group" is, for example, a 3-hydroxypropyl group. The above A 1 is preferably a monovalent organic group having an acidic group, a basic group having a nitrogen atom, a urea group or a hydrocarbon group having 4 or more carbon atoms. The above organic dye structure or hetero ring is not particularly limited, and more specifically, for example, an indigo compound, an insoluble azo compound, an azo precipitant compound, an anthraquinone compound, a quinophthalone compound, a diterpene compound, and a diketone group. A cyclopyrrole compound, an anthracene pyridine compound, an anthrone compound, an indanthrone compound, a yellow ketone compound, an anthrone compound, an anthraquinone compound, a thioindigo compound, or the like. Heterocycles are, for example, thiophene, furan, oxime, pyrrole, pyr-30-200839313 porphyrin, pyrrolidine, dioxazole, pyrazole, pyrazoline, pyrazolidine, imidazole, oxazole, thiazole, oxadiazole, Triazole, thiadiazole, piperazine, pyridine, piperazine, dioxane, porphyrin, hydrazine, pyrimidine, pipe trap, triple trap, trithiane, isoporphyrin, isoindolinone, benzo Imidazolone, amber imine, quinone, phthalimide, hydantion, D sputum, quinoline, π sit, acridine, acridone oxime and the like.

The above-mentioned organic dye structure or heterocyclic ring may have a substituent T having, for example, an alkyl group having 1 to 20 carbon atoms such as a methyl group or an ethyl group, and an aromatic group having 6 to 16 carbon atoms such as a phenyl group or a naphthyl group. a fluorenyl group having 1 to 6 carbon atoms such as a methoxy group, an alkoxy group having 1 to 6 carbon atoms such as a methoxy group or an ethoxy group, a halogen atom such as chlorine or bromine, a methoxycarbonyl group or an ethoxycarbonyl group. Alkoxycarbonyl group having 2 to 7 carbon atoms such as cyclohexyloxycarbonyl group, carbonate group such as cyano group or tertiary butyl carbonate, hydroxyl group, amine group, carboxyl group, sulfonamide group, N-sulfonylamino group, etc. . The above A1 can be expressed by the following general formula (4).

In the above general formula (4), the B 1 table is selected from the group consisting of an acidic group, a basic group having a nitrogen atom, a urea group, an amine ester group, a group having a coordinating oxygen atom, and a carbon number of 4 or more. a hydrocarbon group, an alkoxyalkyl group, an epoxy group, an isocyanate group, and a hydroxyl group, or an organic dye structure or a hetero ring which may have a substituent, an R18 form bond or an a-valent organic or inorganic linking group. a 1 Tables 1 to 5, a 1 b 1 may be the same or different. The preferred aspect of the general formula (4) is synonymous with the above-mentioned Αι. R18 form key or al + link base, al table 1~5. Linking group R18 -31- 200839313 having 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms and 〇~20 sulfur atoms, may be unsubstituted Or more substituents. R18 is preferably an organic linking group. Specific examples of R 1 8 include, for example, the following structural unit or a combination of the structural units. Further, the linking group R18 may have the above-mentioned substituent butyl. -ill--Κ- 9 〇-S-一S— ό 6 (t-1) (t-2) (t-3) (t-4) (t-5) (t-6) (t-7 ) (t-8) (t-9) (t-10)(t-11) (t-12) CM 4) (t-15) --6=g--6^g- -6=6- (t-20) (t-21) (t-22) (t-23) (t-24) -Cs(5—(t-25) (t-26)

(t-27) (t-28) (t-29) (t-30) (t-31) (t-32) (t-33) (t-34) The R1 table in the above general formula (1) ( m + n) The linkage of the price. m + n satisfies 3 to 10. The (m + n) valent linking group of the above R1 is composed of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. The group may be unsubstituted or substituted. R 1 is preferably an organic linking group. Specific examples of R1 include the above-mentioned (t-l) to (t-34) groups or a combination thereof -32-200839313 (which may also form a ring structure). When the above-mentioned linking group R1 has a substituent, the substituent has the above-mentioned substituent T. R2 form key or 2 price link base. R2 is a group consisting of ι~100 carbon atoms, 0~10 nitrogen atoms, 0~50 oxygen atoms: [~200 hydrogen atoms and 〇~2〇 sulfur atoms may be unsubstituted or substituted base. Specific examples of R2 include the groups of the above-mentioned groups 3 to 5, 7 to 18, 22 to 26, 32, 34 or a combination thereof. R2 is preferably a sulfur atom at a position to which R1 is bonded. When the above R2 has a substituent, the substituent has the above substituent T.

In the above general formula (1), m is 1 to 8. 111 is preferably 1 to 5, more preferably 1 to 3, and particularly preferably 1 to 2. η Table 2~9. m is preferably 2 to 8, 2 to 7 is better, and 3 to 6 is especially preferred. In the above general formula (1), the polymer compound group (polymer skeleton) of the P1 group can be appropriately selected from a usual polymer or the like. Among the polymers, the polymer skeleton is selected from a polymer or copolymer selected from a vinyl monomer, an ester compound polymer, an ether compound polymer, an amine ester compound polymer, a guanamine compound polymer, and an epoxy compound. a polymer, a polyoxymethylene polymer, and a modified substance thereof, or a copolymer [including, for example, a copolymer of a polyether/polyurethane copolymer, a polymer of a polyether/vinyl monomer, etc. (may be a random copolymer, At least one of the group of the block copolymer and the graft copolymer is preferably selected from the group consisting of a polymer or a copolymer of a vinyl monomer, an ester compound polymer, an ether compound polymer, and an amine ester compound polymer. At least one of these groups of modifiers or copolymers is more preferred, and a polymer or copolymer of a vinyl monomer is particularly preferred. The above polymer is preferably soluble in an organic solvent. In the case of using a pigment dispersant, the affinity with the dispersion medium is weak, and the adsorption layer required for dispersion stabilization cannot be ensured. P1 is preferably a sulfur atom at a position to which R1 is bonded. Among the polymer compounds represented by the above general formula (1), those of the following general formula (2) are more preferred. (a2^^S^—R3^S-R-P2) General formula (2)

In the above general formula (2), A2 is synonymous with Αι in the above general formula (1), and its specific preferred embodiment is also the same. A2 may have a substituent such as the above substituent τ. In the above general formula (2), R3 represents a (x + y) valent linking group. R3 is synonymous with Ri, and the preferred range is the same. At this time, R3 is a linkage of (x + y) valence, wherein χ値 and its preferred range are the same as η of general formula (1), y 値 and its preferred range are the same as m, x + y and The preferred range is the same as m + n. The linking group of the R3 table is preferably an organic linking group, and more preferably, for example, the following. The invention is not limited to these. -34- 200839313 Ο (r-1) — ch2 - ch2- c- ο- ch2, h3c-ci< o II , CH2 - 〇- ci - GH2- c h2—, C H2- 0 c- CH 2— C H2—II 2 2 o (r-2) o II •CH2 — C-0-CH2, H3C-CH2 il -c-ch2" 丨2—0«H2- 2 II 2 o (r-3) _

(r a 4) (r a 5) O II CH2 — CH2 — NH- Ο 〇 CH2, H3C-CHf 0 II _ GH2— CH2 - 〇- 〇- ch2, h3c-ch^ (r-6) i?

〆C H2 — o- c- NH- CH2_ CH2· , ch2—oc-mh-ch2-ch2- 2 II 2 2o 〇(I _ ch2_ o- c- o- ch2 — ch2— , CH2_0 − g-〇- CH2-CH2— O

Ch2-ch2-0丫 *^丫0 •CH2-CH2〆 ^*丫 N, CH2 - CH2_ 〇 (r a 7) 〇 II CH2- CH2 - N- c- 0- CH2 - CH2—i?

〇γΝγ〇 f? —ch2-ch2-o—c-n-ch2-ch2〆 Y,ch2-ch2-n-c-o-ch2—ch2

H o

H (r-8) /CH2, CH〇

, CH 2, CHs X>, ‘ a, ch, CH 2 o o (r-9) /CH2

』WCH2 -35 200839313 ο

(r a 10) a ch2_GH2- -CH2-CHfj^〇-CH2, CH2h-CHfChV Ο Ο (Ml) ϊί Γ •CH2 - G- 0_CHXCH2~〇(i-CH2_ • CH2-反- 〇' CH2 CH2^ 〇-c- CH2- o (Bu 12) — CH2 - CH2—NH-C-〇CH> Ch2 〇 4”nH-ch2-CH2· — CH2 - CH2- NH1-〇-CHr", CH2-〇_ C-NH - CH2-〇V 2 U 11

(r-13) -ch2 a ch2,o

o -ch2-ch2-o-c o

C-〇-CH2—CHo C-〇^CH2^CH2" ,ch2-ch2-〇,|9 0 〇0_CH2-GH2-C-0~CH^CH2^(r-15) -CHf ch2, fG% - CH2 a _ch2-ch2' (r-16)

5? i? CH2-CH2-C-〇-CH2, ^ch2-〇«H2-gh2_ CHrC^CH2-〇-C-CH2-CH2-/U, O CH2-CH2-C-0-CH2 CH2-〇 -C-CH2-CH2- il CH2-CH2-C-〇-CH2, /CH2—<

II (r-17) o o

II II Q -CH2 - OOCH2, -ch -rr, /CH^C^CH2-〇-C-CH2-CH2 〇〇~CH2, /CH2_〇 / 2 π -CH2 a Γ 0~cHr^CH2-O言CH2— 0 » In the above, 'r-ι, (r-2), (r-io), (r-11), from the viewpoint of the difficulty in the synthesis of raw materials and the solubility of various solvents. The basis of (r-16), -36- 200839313 (r-17) is preferred. When the above R3 has a substituent, the substituent has the above substituent τ. In the above general formula (2), R4 and R5 are each a separate form key or a divalent linking group. The "divalent linking group" in the above R4 and R5 may have a substituent, and a linear, branched or cyclic alkyl group, an aryl group or an aralkyl group, _〇_, -s_, -C ( = 〇)·, -N(R19)-, -so-, -S〇2-, _C〇2- or -N(R2°)S〇2- or group

A divalent group formed by combining these two or more groups is preferred (the above R19 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms). Among them, an organic linking group is preferred. The above R4 is a linear or branched alkyl or aryl group, -〇_, -C(= 〇)-, -N(R19)·, -S〇2-, -C〇2- or - N(R2°)S〇2- or a combination of 2 or more of these groups is a better 'straight bond or branched extension or aryl,-0-, -C (= 0) The 2-valent group formed by -, -N(R19)- or -CCh- or a combination of 2 or more is particularly preferable. The above R5 is a single bond, a straight chain or a branched alkyl group, an extended aryl group, -〇_, -C(= 〇)-, -N(R19)-, -S〇2-, -C〇2 - or · Ν (Ι 12 °) 3 〇 2 - or a combination of 2 or more of these groups to form a divalent group is more preferred, linear or branched alkyl, aryl, -0-, -C ( The valence group of = 〇)-, -N(R19)-, -C〇2- or a combination of 2 or more is particularly preferred. When the above R4 and R5 have a substituent, the substituent has the above substituent T. In the general formula (2), the polymer skeleton of the P2 form may be appropriately selected from usual polymers. The preferred aspect of the polymer is synonymous with P1 of the above general formula (1). In the above polymer compound of the general formula (2), R3 is the above specific example -37-200839313 (rl), (r-2), (bl〇), (Bu), (r_16) or (Γ_π), R4 is a single bond, a straight chain or a branched alkyl group or an aryl group _〇·, _c(= 〇)·, -N(R19)- or -C〇2· or a combination of 2 or more a divalent organic group, R5 is a single bond, a vinyl group, a propylene group or a linking group represented by the following general formula (s_a) or (sb), a polymer or copolymer of a P2 vinyl monomer, and an ester compound polymerization. The polymer compound, the ether compound polymer, the amine vinegar polymer or the modified product thereof is preferably a polymer compound of y system 1 to 2 and X system 3 to 6. Among the following groups, r21 represents a hydrogen atom or a methyl group, 1 Table 1 or 2

(s - a) II I) . CH2-CH-C-〇~CH2-CH-CH2-〇~C-{CH2^- r21 oh 0 CH2"~CH~

II C—O — CH2-CH plant (s-b) The above polymer compound has a mass average molecular weight of 1,000 or more, a mass average molecular weight of preferably 3,000 to 1,000, preferably 5,000 to 80,000, and more preferably 7,000 to 60000. When the mass average molecular weight is in the above range, the effect of introducing a plurality of functional groups at the end of the polymer is sufficiently exhibited, and excellent properties such as adsorptivity, cell formation property, and interface activity on the solid surface can be exhibited, and good dispersibility and dispersion stability can be achieved. Unless otherwise stated, the molecular weight in the present invention means the mass average molecular weight. The molecular weight is determined by chromatography, viscosity method, light scattering method, sedimentation rate method, etc., unless otherwise stated, the present invention is a polystyrene-converted mass average measured by gel permeation chromatography (carrier: tetrahydrofuran). Molecular weight. Specific examples of the compound of the general formula (1) are as follows. However, the present invention is not limited to these 〇 -38- 200839313 (C-1) ο ho2g

Co2ch3 (n=5, πτ=1) a CH2 — CH2—C—〇-CH; m \ — CH2-CH2-C-〇-CH2 ^cCCH2~0< 〕-CH2, /CH2-〇” ^CHg CH2 -0~ ch2_o-c-ch2-ch2-o 纪-GHg — CHg~ R3= f? -ch2 — ch2-oo- ch2, 〆ch2-oc- ch2-ch2- (G-3) H02C^Y^&quot ;S ho2c (n=5, m=1)

—ch2-ch2- c· o- ch2, one CH2—CH2-C- o- CH^ V 〇co2gh2ch2oh C〇2CH2CH2CH2CH3 ,ch2-o ,CHi ch2-oc-ch2-ch2- ch2 - 0-jin-ch2 - Ch2-(C-4) ho2c H〇2C>J^s. -R3- -s^rn • co2ch3. moo (n=5, nFl) R"= 11 ti a CH2_CH2— 0- 〇- CHz, ^〆03⁄4一〇-6"*CH2_CH2_i? yCHf", CH2-〇-C-CH2-CH2--GH2-CH2-C-〇_CH2, /CH2-. " -ch2-ch2~ c- 0- OH^ ^ch2~o-c-ch2-ch2- o o IIo (G-5)

Ch2—ch2—c-o-ch2. ch2—ch2-c-o-ci< o

II II ch2 — ch2-c-o-ch2, CH〆

Co2ch2ch2oh co2ch2ch2ch2ch3 ch2-〇 ch2-o-c-ch2-ch2-o II - ch2-o- c- ch2-ch2-vch2-o-c-ch2-ch2-o

R3=

II -ch2-ch2-co-ch2 — -----^_ch2-oc~ch2-ch2 o 〆丄· II /CHJ CH2-CH2-C-0-CH2, c/CH2_0 ch2 — ch2— c- o - CHr, ch2- o- c- ch2- ch2 ch2-oc-ch2—ch2-o o IIo -39- 200839313 -ch2-ch2-co-ch2, .CH:

〇C ij CHfO-C-CHfCHjr CG-7) ch2 — 〇- c- CH2—CH2 —CH2-CH2-C-〇CH2, /CHW * 11 -CH2-CH21-〇CHr, CH2-〇·斤- CH2-CH2-

Co2ch3 0 0 (n=5, m=1) R3= ?? i? (C-8) •ch2-ch2-co-ch2 •CH2 — CH2 — CO-CHfo ch2 — ch2—c-och2 /CH; ch2 -o ch2-oc-ch2-ch2·o ch2-o*c-ch2-ch2-ch2-oc-ch2~ch2-· ho3s (c-9) (C-10) *R3* J Π (n-5 , m=1) co2ch3

Ch2-ch2 - c- o- CH2, c〆 ch2-o CH2—CH2-C-O-CH2 o i? i? ch2- ch2- c- o- C H2, c〆 gh2-. - c-ch2-ch2-CH[,CH2-〇-C-CH2—CH2-0 ch2-〇-c-ch2-ch2-o or 1 O^^Y^S- -R3- I co2ch3 (n=5 , in—1)

II ?? CH2—CH2 — C-〇- CH2, ch2 — oc- ch^— ch2-0 ^οη2—o~c-ch2—CH2~ CH2-CH2-C-〇-CH2, /CH2-〇 ^ / ~ch2-oc-ch2—ch2— -CH2—CH2- C- O- CH2o —R3 —nf co2ch2ch2oh o (n=5, m=1) 40- 200839313

If ch2— ch2~c~ b- ch2 .CHo —CH2-CH2-〇〇-CH2, /CH2 — 〇· -〇H2-CH2-C-〇~CH^ ^ o 1 co2ch3 o ch2-oc-ch2- Ch2-o o If CH2-〇-C-CH2 — CH2 - ch2-oc-ch2-ch2-o (n=5, iri=l) I? (C-12)

C〇2CH2CH2CH2CH3 (n=5, nnFl) 'C-CH2~C, CH2-〇-g-CH2-CH2 —ch2 — ch2- c- o- ch2, 〆ch2- o- c- ch2- ch2- Ο fl .CH2 " CH2-CH2-C-〇-CH2, /CH2-o' 〇CH2—CH2-C~〇-CH^ ^CH2-0-C-CH2~CH2— IIo co2ch2ch2oh (C-13)

CH2-CH2-C-〇-CH2 o 〇tl -ch2- ch2- c- o- ch2, 〆ch2-o- c- ch2 — ch2- 〜1 -R3- -s^r 〇8 1 n co2ch3 Cn= 5, m=1) II /CH: CH2-CHS- G_ 0_ CH2, / CH2-. ^CH2-〇-C-CH2-CH2·o ch2-o-c-ch2-ch2-o (C-14) Ύo (n=5, m=1) R3—

CH2 — CHfC-O-CH: ch2-ch2-c-o-ch; 0

o II ch2-ch2—co-ch2, /CH〆—O "CH il ,ch2-o- c- ch2 — ch2-, CH2-〇-g-CH2 - CH2- oc-ch2-ch2-o co2ch2ch2oh C02CH2CH2CH2CH3 M -41- 200839313 (C-15) ho2o^^Y^s- ho2c (n=3r in-^t) (C-16) H02C^Y^S ho2c (C-17) •CH2-CH2-C- 〇-CH2, /CH2-〇-C-CH2—CH2--C*> C〇2〇H3 m

• CH2_ CH2 — c-o- CHf O ch2- o- c- ch2- ch2-o

II oo II u -CH2 -CH2 — G-〇- CH2,〆CHg 一〇· C- CH2 一-CH2- CH2— c- 0 CH2, c〆CH2-〇- -ch2- ch2- C- 〇· CHr&quot ;^ch2~ o- c- ch2- ch2-o o CH2—\ , CHf CH2-〇-C-CH2-CH2-o -R3- co2ch3(n=5, m=1) (x:y=9: 1)

Co2ch3 (C-19)

.R3_.s^s/^ co2ch2ch2oh 1 C02CH2CH2CH2CH3 (C-20)

Co2ch3_ h2-\ ch2-oc-ch2-ch2— '—CH2-CH2-C-〇-CH2^ ^CH2~〇-C-CH2~CI tl CH2-CH2-〇〇-CH2, /CH2-〇* ch2 —ch2—therapy-o-chJ"",ch2-o-jin-ch2-ch2 oi? I! _CH2-CH2-C-〇-CH2, n/CH2-〇-i>CH2-CH2..οηΓ

Ch2-o- c-ch2-ch2--CH2-CH2 - C-〇~CH2, c/CH2-CT * » _ ch2— ch2- c- 0 Cl·^, CH2-〇卞ch2- ch2—oo - Ch2-ch2-ooch2, I! '一Λ.ch2-oc-ch2-ch2- H ^CHo-OC-CHo-CHo- •CH2-CH2-C-0-CH2, /CH2-〇» •ch2 — ch2 -co-chJ"",ch2-o-och2-ch2—O 0 -42- 200839313 (C-21) -ch2-ch2-co-ch; li

'R3- 〇' ' ...〆ch2 - oc-ch2—ch2· U /CH2 -CH2_ CH2— c- 〇-CH2, /CH2- o -ch2—CH2- CO- CHf ~ ch2- o- c- ch2- Ch2o o ch2-oc-ch2*-ch2-o C02CH2CH2〇H co2ch2ch2ch2ch3 (G-22)

Ch2 - ch2—co· ch2, ch2- ch2- c- oo co2ch3 (n=5, mf=1) -ch2- ch2-c- o- CH2\ li o !! -CH2— o~ c~ ch2~ ch2 -, ch2 - o - brother - ch2-ch2 o 'ch2-oc-ch2 — ch2 — o ^ch2-o , 〇Hn c: (C-23) -cm 〈π=5, ϊπ=1 ) oo II II -ch2 - ch2- c- o- CH2, ch2 - o- c- ch2—ch2-, CH2-〇-j^CH2-CH2_-c-ch2--ch2-ch2-co-co ch2 - oc-ch2— Ch2:o • R3- co2ch2ch2oh co2ch2ch2ch2ch3 oo II li -ch2— ch2— co~ch2ch2~〇-c_ch2~ch2~*"c,, (C-24)

Co2ch3· II /CH2 CH2-ch2 - c- o- CH2, c〆 CH2-. Ch2-c-o-ch^o ch2-o-o-ch2-ch2-0 ch2-o-c-ch2-ch2-o -43- 200839313 (C-25)

;c^ch3 (n=5P m=1) -CH2-CH2—C-〇-CH2, c/CH2-〇, 〇-CH2-CH2-〇-〇-CHi^ ""CH2~〇-C -CH2-CH2— o

O

If -ch2 — ch2-c-o-ch2, 〆 ch2- o o ch2 - ch2-, ch2- o~c-ch2-ch2- (C-26) ··

Co2ch2ch2oh co2ch2ch2ch2ch3 (n=5, m=1)

Ch2-ch2-co- o W II a ch2—ch2-co-ch2, 〆ch2-oc-ch2-ch2-H/CHr", CH2-〇-C-CH2-〇V ch2 - ch2 - C-〇- CH2, c<^CH2-〇··

Ito CH2-O-C-OH2-CH2- o m (C-27)

CO2CH3J m r3= mu —CH2-CH2-C-〇-CH2, /CH2— o “c_ch2-ch2- f? /CH wide, CH2-OKHs—CH2- one CH2-CH2-C-〇_CH2, /CH2 -0 " -CH2~CH2-C-〇-CH^ ""'CHa-OC-CHg-CHa*· 〇〇〇(G-28)

:ch2ch2oh co2ch2ch2ch2ch3 〇〇R^= UU —CH2 - CH2 - CO-CHa'c^CHz-OC-CHz - CH2- Π /CH 广,CH2 - oc-ch2 - ch2-CH2-CH2 Ο 〇-CH2 /CH2- O ^ ch2- ch2- c- o- ch^ ^ ch2- o~ c- ch2- ch2— O 0 (n=5, m=1) •44- ?i200839313 (¢5-29)

-ch2-ch2-co-ch; -CH2-CH2-CO-CH: O CH2 — ch2—co, oh2, CH2-0, ch2 “o-^-ch2 - ch2, oo II ch2-oc-ch2- Ch2-o_ c- ch2—ch2-0 HV 0 _ (n=5f m=l) -r3--s* C〇2〇H3-

CH2~CH2—C-〇-〇H2\ ^CH2' 0 (n=5t m=1) co2ch2ch2oh co2ch2ch2ch2ch3 ch2 — ch2— c-〇_ch2, /CHf ch2 - o-c_ch2-ch2- .ch2-o- loH 2~CH2-, ch2- o- c- ch2-ch2-o (C-31) _ H, j〇_ o^s- _r3_ peak · n co2ch3

CH2-CH2-C-〇-〇I2, C/CH2 - O' i? i? i? CH2-CH2-C-*〇-CHr 〇CH2-CH2-C~〇-CH2^c^CH2-〇- C-CH2-CH2-CH^^CH2-〇-C-CH2-CH2-0 ch2-oc-ch2-ch2-o (n=5, m=l) f? o II -ch2-ch2-co-ch2 , /CHf - ch2- o II _c-ch2—ch2- (C-32) -CH2-CH2 — C-0-CH2, /CH2—o* ch2- ch2—co-cnf, ch2-oc-ch2-ch2 . ch2— o-c_ch2 — ch2- 〇

o (n=5, m=1) co2ch2ch2oh co2ch2ch2ch2ch3 m -45- 200839313 (C-33) -CH2 — CH2 — C- 0- CH2, 〆 C h2- 〇 c- ch2- CH2

Cl

Cl Cl N- , ch2 ch2-oc~ch2-ch2- -CH2- GHz- C- O- CH2 CH2- o- c- ch2- ch2—oon ,CH2-CH2-〇〇- CH2,zCH2 — 0〆- R3--s co2ch3_ m (n=4. 5, hf1.5) (C-34) Cl, I Ci

Cl Ό

Ο O II II 〇 a ch2- ch2- c- 0- ch2, 〆ch2- o- c- ch2- ch2- H /CHf", CH2-〇-C-CH2- •CH2-CH2-C-〇, CH2 , /CH2-〇,· R3= -ch2- 12 w ^"2, 广〆0n2 ^ CH2-CO-CHf, ch2-o-och2-ch2. o (n=4.5, iTFl.5) co2ch2ch2oh co2ch2ch2ch2ch3 m (C-35)

Co2ch3. i? -ch2-ch2-CO-CH2, ch2—o two c-CH2-ch2--ch2—ch2~ c- o- ch"" ch2- o- c- ch2- ch2-o o (C -36)

II II -ch2- ch2- c- o- ch2^ ^ ch2- o- c- ch2- ch2- •ch2— ch2 - c- o- CHf ～ch2 - o- c- ch2- ch2- o o

(n=2. 5, m=l. 5) -R3-

1S"T co2ch2ch2oh co2ch2ch2ch2ch3 The polymer compound of the above general formula U) or (2) can be synthesized, for example, by the following methods. 46-200839313 i. a polymer introduced into a terminal end with a functional group selected from a carboxyl group, a hydroxyl group, an amine group, etc., and an acid halide having a complex functional group (A1 or A2 in the above general formula), or a complex functional group (described above) A halogenated alkyl group of A1 or A2) in the general formula, or an isocyanate having a complex functional group (A1 or A2 in the above general formula) is used as a polymer reaction method. 2. A method in which a polymer having a carbon-carbon double bond introduced into a terminal is reacted with a thiol-containing Michael having a complex functional group (A1 or A2 in the above general formula).

3. A method of reacting a polymer having a carbon-carbon double bond at its end with a thiol having a complex functional group (A1 or A2 in the above general formula) in the presence of a radical generating agent. 4. A method in which a polymer having a plurality of thiols introduced into a terminal and a functional group having a carbon-carbon double bond (A1 or A2 in the above general formula) are reacted in the presence of a radical generating agent. 5. A method of radical polymerization of a vinyl monomer using a thiol having a complex functional group (A1 or A2 in the above general formula) as a chain transfer agent. Among them, 2, 3, 4, and 5 are preferred because of ease of synthesis, 3, 4, and 5 are preferred, and 5 is preferred. For the methods, refer to the contents of paragraphs 0184 to 0216 of the specification of the Japanese Patent Application No. 2006-129714. The polymer compound having an acidic group having the molecular weight of 10,000 or more may also be a polymer compound having an acidic group (hereinafter referred to as "polymer compound containing an acidic group"), and the polymer compound preferably has a carboxyl group and contains It is more preferable that (A) at least one of repeating units derived from a compound having a carboxyl group and (b) at least one of repeating units derived from a compound having a carboxylate group. -47- 200839313 The above (A) repeating unit derived from a compound having a carboxyl group is preferably the following general formula (I), preferably derived from acrylic acid or methacrylic acid; the above (B) is derived from having a carboxylate The repeating unit of the compound is preferably the following general formula (II), and the following general formula (IV) is preferred, and is derived from benzyl acrylate, benzyl methacrylate, phenylethyl acrylate, methyl. It is especially preferred that acrylic acid phenethyl ester, 3-phenylpropyl acrylate or 3-phenylpropyl methacrylate is preferred. ·· General (π

General formula (III) general formula (丨丨)

C- I R 6 general formula (IV)

General formula (V) tir~ K11 wherein Ri is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. R2 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. R3 is based on the following general formula (in). 1^4 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a hydroxyl group, a hydroxyalkyl group having 1 to 5 carbon atoms or an aryl group having 6 to 20 carbon atoms. R5 and R6 each have a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.丨表丨~5 number. R7 represents a hydrogen atom or a fluorenyl group having 1 to 5 carbon atoms. R8 is based on the following general formula (v). R9 is a aryl group having a carbon number of 2 to 5 or a carbon number of 6 to 2 0. R1G and Rh represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. j Table 1 to 5 number. (A) a repeating unit derived from a compound having a carboxyl group, and a polymerization ratio of a repeating unit derived from a compound having a carboxylate group described above (B) -48 to 200839313 is a ratio of repeating units (A) to all repeating units 3 to 40% is better, and 5 to 35% is better.

The polymer compound may be water-soluble or oil-soluble, or may be water-soluble and oil-soluble. The method of adding the polymer compound may be a solution dissolved in an aqueous solvent or an organic glutinous agent, or may be a solid or a combination thereof. The method of adding the solution dissolved in the solvent is, for example, a method of adding the organic particle liquid in a state of being dissolved in a solvent similar to the liquid of the agglomerated organic particle to dissolve in a solvent which is compatible with the solvent of the agglomerated organic particle liquid but different The method of adding the state. When the solution is dissolved in a solvent, the concentration of the polymer compound is not particularly limited, and is preferably 1 to 70% by mass, more preferably 2 to 65% by mass, and particularly preferably 3 to 60% by mass. The addition of the polymer compound may be carried out at or before the precipitation of the pigment nanoparticle, at or after concentration, or after the concentration of the organic particles after concentration, and at any time after the completion of the steps, Added multiple times. In the production method of the present invention, the polymer compound having a mass average molecular weight of 100 Å or more can be contained in the composition as a binder to be described later, and is preferably added after the concentration of the organic fine particles is concentrated, for example, after the fine dispersion of the aggregated organic particles. . The amount of the polymer compound to be added is preferably 0.1 to 1000 parts by mass, more preferably 5 to 500 parts by mass, even more preferably 10 to 300 parts by mass, based on 1 part by mass of the pigment. A polymer compound having a molecular weight of 1 000 or more includes, for example, polyvinylpyrrolidone, polyvinyl alcohol, polyvinyl methyl ether, special 200839313 polyepoxyethylene glycol, polyethylene glycol, polypropylene glycol, polyacrylamide, Polyethoxylate-vinyl acetate copolymer, polyvinyl alcohol·partal formal, polyvinyl alcohol-partial butyralate, polypyrrolidone-vinyl acetate copolymer, polyethylene oxide/propylene oxide copolymer , polyamine, cellulose derivatives, starch derivatives, and the like. In addition, natural polymers such as alginate, gelatin, albumin, casein, gum arabic, tragacanth, and lignosulfonate can also be used. The polymer compound having an acidic group is polyvinyl sulfate, condensed naphthalenesulfonic acid or the like.

The polymer compound having a mercapto group is, for example, a polyacrylic acid, a polymethacrylic acid, a cellulose derivative having a carboxyl group in a side chain, or the like. A copolymer containing at least one of (A) a repeating unit derived from a compound having a carboxyl group and (B) a repeating unit derived from a compound having a carboxylate group, as disclosed in JP-A-59-44615 Japanese Patent Publication No. Sho 54-34327, Japanese Patent Publication No. Sho 58-12577, Japanese Patent Publication No. Sho 54-25957, Japanese Patent Laid-Open Publication No. SHO-59-53 A methacrylic acid copolymer, an acrylic copolymer, an itaconic acid copolymer, a crotonic acid copolymer, a cis succinic acid copolymer, a partially esterified maleic acid copolymer, or the like. Particularly preferred are acrylic acid-acrylic acid acrylate copolymers, methyl propylene acid-acrylate copolymers, and acrylic acid-methyl propylene copolymer copolymers as described in the specification of U.S. Patent No. 4 1 3 9 3 1 1 . , a methyl propylene acid-methacrylate copolymer, acrylic or methacrylic acid, acrylate or methacrylate, a multicomponent copolymer with other vinyl compounds. The vinyl compound is, for example, #乙七烯 or substituted styrene (e.g., ethylene methyl naphthalene, acrylamide, methyl propylene, preferably benzene, ethylene ethylbenzene), vinyl naphthalene or substituted vinyl decylamine, acrylonitrile, Methyl acrylonitrile, etc. -50-83839313 The polymer compound having a molecular weight of 1,000 or more may be used alone or in combination of two or more. The compound having a molecular weight of less than 1,000 may be used. It is preferable to grow the pigment nanoparticle by precipitating the pigment nanoparticle and then containing the third solvent. The type of the third solvent is not particularly limited, but an organic solvent is preferred, and for example, an ester compound solvent, an alcohol compound solvent, an aromatic solvent, an aliphatic solvent, or a ketone compound solvent is preferred, and an ester compound solvent or a ketone compound solvent is particularly preferable. good.

The ester compound solvent is, for example, 2-(1-methoxy)propyl acetate, ethyl acetate, ethyl lactate or the like. The alcohol compound solvent is, for example, methanol, ethanol, n-butanol, isobutanol or the like. The aromatic compound solvent is, for example, benzene, toluene, xylene or the like. The aliphatic compound solvent is, for example, n-hexane, cyclohexane or the like. The ketone compound solvent is, for example, methyl ethyl ketone, acetone, cyclohexanone or the like. Among them, ethyl lactate, ethyl acetate, acetone, and ethanol are preferred, and ethyl lactate is more preferred. These can be used alone or in combination of two or more. The addition of the third solvent is not particularly limited after the precipitation of the pigment nanoparticle, and it is preferably added after the concentration and removal steps. In order to produce a pigment dispersion composition as described later, it is preferred to add a third solvent after the first concentration/removal step, and to reduce or remove the solvent by the second concentration/removal step. Further, a binder and/or a solvent may be added to prepare a desired pigment dispersion composition. The amount of the third solvent to be added is not particularly limited, and is preferably 100 to 30000 parts by mass, and more preferably 500 to 10,000 parts by mass, based on 100 parts by mass of the pigment nanoparticles. The organic pigment dispersion of the present invention contains the pulverized pigment prepared as described above, 51·200839313 nanoparticle U) and the growth pigment nanoparticle (b). There is no special limitation on the mixed form of the two. The composition of each of the pigment nanoparticles can be individually produced and mixed, or mixed with a powder. The mixing ratio of the two is not particularly limited, and the growth of the pigment nanoparticle (b) is preferably 1% by mass or more based on the total amount of the two particles, and more preferably 3 to 9.55% by mass.

In the organic pigment dispersion of the present invention, the average particle diameter of all the pigment particles of the pigment nanoparticles (a) and (b) is 40 nm or less, and the number of particles having a particle diameter of 50 nm or more accounts for 1% or more of all the pigment particles. Good, more than 5% is better, and more than 10% is better. The upper limit of the above ratio is not particularly limited and is usually 50% or less. In this case, the average particle diameter is preferably 30 nm or less, and the lower limit of the average particle diameter is not particularly limited, and is usually 5 nm or more. When the particle size distribution of all the above pigment particles is measured, it is preferable to have a maximum of 2 or more. The minimum maximum 値 of the particle diameter distribution is preferably 30 nm or less, more preferably 25 nm or less, and particularly preferably 20 nm or less. For example, a color filter of a preferred embodiment can be obtained by forming at least one of an R pixel, a G pixel, and a B pixel of a color filter using an organic pigment dispersion having a particle size distribution as described above. Here, in the above organic pigment dispersion, the average particle diameter of the pigment particles, the monodispersity, and the preferred range thereof are determined synonymously with those of the color filter of the preferred embodiment described above. The concentration of the pigment nanoparticles U) and (b) in the organic pigment dispersion is appropriately set according to the purpose, preferably 2 to 30% by mass based on the total amount of the organic material dispersion, and 4 to 20% by mass. Good, 5~15% by mass is especially good. The pigment nanoparticle can be used, for example, in a state of being dispersed in a medium liquid. -52- 200839313 The above medium liquid disperses the medium portion of the pigment when the coating refers to a liquid state, and contains a part of the coating film (adhesive agent) and a dissolved and diluted component (organic solvent) in a liquid state. The binder used to form the nanoparticles and the binder used for the re-dispersion may be the same or different. When it is dispersed in the above-mentioned vehicle liquid, the amount of the binder and the dissolved diluent component is appropriately determined depending on the type of the organic pigment, etc., and the total amount of the dispersion composition is preferably 1 to 30% by mass, and 3 to 20% by mass of the binder. More preferably, 5 to 15% by mass is particularly preferred. The dissolved diluent component is preferably 5 to 80% by mass, more preferably 1 to 70% by mass.

In the above-mentioned concentrated and extracted nanoparticle liquid, as described above, it is possible to rapidly filter, and the pigment nanoparticle is preferably agglomerated by concentration, and is preferably agglomerated by centrifugation or drying. The method of redispersing such aggregated nanoparticles can be, for example, an ultrasonic dispersion method or a method of applying physical energy. The ultrasonic irradiation device to be used is preferably a function of applying an ultrasonic wave of 10 kHz or more, such as an ultrasonic homogenizer or an ultrasonic cleaner. In the case of ultrasonic irradiation, if the liquid temperature rises, the nanoparticles are heated and agglomerated (reference pigment dispersion technology - surface treatment and dispersant use method and dispersion evaluation, Technical Information Association 1 999), and the liquid temperature is 1 to 100 ° C. Good, 5~60°C is better. The temperature control method includes control of the temperature of the dispersion liquid, temperature control of the temperature control layer for temperature control of the dispersion liquid, and the like. The dispersing machine used for the application of the physical energy to disperse and concentrate the pigment nanoparticle is not particularly limited, and there are, for example, a kneading machine, a roller stretching machine, an attritor, a super kneading machine, a dissolver, a homomixer, a sand mill, and the like. . Suitable methods include a high pressure dispersion method and a dispersion method using fine beads. The colored photosensitive resin composition of the present invention contains the above-mentioned organic pigments, a monomer, an oligomer, and a binder. The organic pigment dispersion containing the pigment nanoparticles u) and (b) has been described in detail above, and in the colored photosensitive resin composition, the total content of the pigment nanoparticles (a) and (b) is based on the total solid content. (In the present invention, the total solid content means a total of the components other than the organic solvent), preferably 3 to 90% by mass, more preferably 20 to 80% by mass, still more preferably 25 to 60% by mass. If the amount is too much, the dispersion will be increased.

There will be problems in the fitness. If it is too small, the tinting strength is insufficient. The particle having a coloring function is preferably 0. 1 μm or less, more preferably 0· 〇 8 μm or less. For color adjustment, it can also be used in combination with usual pigments. The monomer or oligomer is preferably one having two or more ethylenically unsaturated double bonds and capable of undergoing addition polymerization by light irradiation. It has at least one addition-polymerizable ethylenically unsaturated group in the molecule, and has a boiling point of 1 〇 (TC or higher). Examples thereof include dipentaerythritol hexa(meth) acrylate and polyethylene glycol. Monofunctional acrylates such as mono(meth)acrylate, polypropylene glycol mono(meth)acrylate and phenoxyethyl (meth)acrylate, monofunctional (meth)acrylate 〆polyethylene glycol di(methyl) Acrylate, polypropylene glycol di(meth)acrylate, trimethylolethane triacrylate, trimethylolpropane tri(meth)acrylate, trimethylolpropane diacrylate, neopentyl glycol Di(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, dipentaerythritol Penta(meth)acrylate, hexanediol di(meth)acrylate, trimethylolpropane tris(propylene oxypropyl)ether, tris(propylene oxyethyl)isocyanate, tris(propylene oxy oxyethylene) Base) cyanurate, tris(meth)acrylate; trishydroxyl A polyfunctional acrylate such as a propane or a glycerin, which is added with ethylene oxide or propylene oxide, and a polyfunctional methacrylate such as an esterified (meth)acrylic acid-54-200839313. The (meth) acrylated compound obtained by adding a polyfunctional alcohol to ethylene oxide or propylene oxide, as described in the general formulas (1) and (2) of JP-A-10-5886. "(Meth)acrylate" means acrylate and methacrylate, and "(meth)acrylic" means acrylic acid and methacrylic acid.

There are urethane acrylates described in Japanese Patent Publication No. Sho 48-41708, Japanese Patent Publication No. SHO-50-6034 Polyester acrylates described in Japanese Patent Publication No. Sho 49-43, No. 1-9, and Japanese Patent Publication No. 5 2-3 0490; polyfunctional acrylics such as epoxy acrylates such as epoxy resin and (meth)acrylic acid Ester, methacrylate. Among these are trimethylolpropane tri(meth)acrylate, neopentyltetrakis(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and dipentaerythritol five (a) Acrylate is preferred.

Further, the material B" described in Japanese Laid-Open Patent Publication No. Hei No. Hei. The polymerizable oligomer is preferably a polymer having a molecular weight of 200 to 1,000, and may be used singly or in combination of two or more. The content is generally 5 to 50% by mass of the total solid content of the ink jet ink for the color calender sheet, and more preferably 10 to 40% by mass. If the amount is too high, the imaging performance is difficult to control and becomes a problem of manufacturing suitability. If it is too small, the hardening power will be insufficient when exposed. The binder is preferably an acid base, and may be added when the color filter is prepared by using an ink jet ink or a colored photosensitive resin composition.

200839313 When the above pigment nanoparticle dispersion composition is formed, it is preferable to add it at a sub-time. It is also possible to add a binder to the organic pigment and the organic pigment solution to form a pigment nanoparticle. Or in another system, it is also preferable when the pigment nanoparticle is formed. The binder is preferably a carboxyl group- or carboxylate-soluble polymer having a side chain. The methyl group described in JP-A-59-446 1 5 54-34327, JP-A-5-8 1577, No. 5, pp. Acrylic copolymer, acrylic copolymer, crotonic acid copolymer, maleic acid copolymer, partial copolymer, and the like. And a side chain having a carboxyl group, a carboxylate, etc. 5 and a polymer having a hydroxyl group as a cyclic acid anhydride. The methyl ester and (meth)acrylic acid described in the specification of U.S. Patent No. 4,1 39,39 1 and The binder of the other monomeric polypolarity group may be used singly or in combination with the usual form of the composition, and the amount of the pigment nanoparticle is generally 10 to 200 parts by mass, and 25 to 100 mass i is for the crosslinking. The efficiency is also useful in the case where a side chain has a polymerizable resin or a thermosetting resin. For example, when these compounds contain a COOH group, an OH group, a money, and a carbon-carbon unsaturated bond, they are not limited to the following. a sheep such as 2-hydroxyethyl acrylate and a propylene-based or vinyl compound which can be copolymerized with such a COOH group, having an epoxy ring reactive with a 0H group and forming a pigment nanoparticle solution and used The addition of a solvent or the addition of a binder solution, such as an acid base, can be used, and the public is also known as a succinyl acid copolymer, an esterified maleic acid: cellulose. Derivative, additive. Especially preferred: (meth)acrylic acid benzene polymer. These have 100 parts by mass of the film-forming polymer oxime, and the t part is more preferable. a group, and a UV-curable polymerizable group: a base or the like, an alkali-soluble group, a base group, etc., may be a copolymerized carbon-carbon unsaturated bond of a monomer such as methyl methacrylate and the like - 56- 200839313 For example, a compound obtained by reacting glycidyl acrylate or the like. In addition to the epoxy ring, a compound having an isocyanate group or a propylene group can be used in addition to the epoxy ring. Further, a compound obtained by reacting a compound having an epoxy ring with an unsaturated carboxylic acid such as acrylic acid, which is obtained by reacting a saturated or unsaturated polybasic acid anhydride, which is disclosed in Japanese Patent Application Laid-Open No. Hei. A compound having both an alkali-soluble group and a carbon-carbon-unsaturated group such as DIANAL NR series (manufactured by Mitsubishi Rayon Co., Ltd.), Photomer

6173 (Polyurethane acrylic oligomer containing C00H; manufactured by Diamond Shamrock Co. Ltd.), Viscoat R-264, KS Resist 106 (all manufactured by Osaka Organic Chemical Industry Co., Ltd.), Cyclomer P series, PRAXEL CF200 series (all are DAICEL Chemical Industry Co., Ltd., Ebecryl 3 800 (DAICEL UCB Co., Ltd.), etc. Further, an organic high molecular polymer having a water-soluble atomic group in one of the side chains may be used as the binder resin. The above-mentioned binder resin is a linear organic polymer having a compatibility with a monomer, and is an organic solvent and an alkali-soluble (preferably a developer which can be imaged by a weak aqueous solution). The above-mentioned alkali-soluble resin may be a polymer having a carboxylic acid in a side chain, for example, JP-A-59-446-15, JP-A-54-34327, JP-A-5-8 1577, and JP-A 54-25957. Methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid described in JP-A-59-5 3 836, JP-A-59-9-7 048 Copolymers, partially esterified maleic acid copolymers, and the like, as well as acidic cellulose derivatives having a carboxylic acid in the side chain. As the alkali-soluble resin, other polymers having a hydroxyl group are also useful as an acid anhydride addition. Specifically, among these, the distance between the (meth)acryl-57-200839313 lipid layers is 200 μm, and the exposure is performed at a exposure amount of 100 mJ/cm 2 . The mask shape is a lattice shape, and the radius of curvature of the boundary portion between the pixel and the light-shielding partition wall on the light-shielding partition side convex portion is //. 6 // m. Next, triethanolamine-based imaging solution (containing 30% triethanolamine, trade name: T-PD2, Fujifilm (stock), diluted 12 times with pure water (with 1 part of T-PD2 and 1 1 part pure) The liquid mixture was mixed with liquid at a temperature of 3 ° C for 50 seconds to remove the thermoplastic resin layer and the intermediate layer (oxygen barrier layer) by a flat nozzle pressure of 0.04 MPa. Followed by sodium carbonate imaging solution (containing 0.38 mol / liter of sodium bicarbonate, 0.47 mol / liter of sodium carbonate, 5% of dibutyl naphthalene sulfonate, anionic surfactant, defoamer, Stabilizer, trade name: T-CD 1, Fujifilm (stock) system 'diluted 5 times liquid with pure water), at 29 T: 30 seconds with a cone nozzle pressure 0.1 5MPa showering the light-shielding resin layer Patterned off the painting wall (shading wall pattern). Followed by a detergent (trade name T-SD3 (Fuji film (manufactured)) diluted with pure water 1 〇 liquid) at 33 ° C for 20 seconds with a cone nozzle pressure of 0.02MPa and sprinkled with nylon hair The residue was removed by brushing to obtain a wall having a light-shielding property. Thereafter, the substrate was subjected to post-exposure of 500 mJ/cm 2 from the resin layer side with an ultrahigh pressure mercury lamp, followed by heat treatment at 240 ° C for 50 minutes. (Mall plasma water repellent treatment) Then, the plasma water repellent treatment was carried out in the following manner. The above substrate having a light-shielding wall was formed, and a plasma coupling water repellent treatment was carried out under the following conditions using a cathode coupling type parallel plate type plasma processing apparatus. -83- 200839313 The low fluidity of the coating liquid prevents the occurrence of spotting, and prevents the film thickness uniformity and liquid-saving property from deteriorating. These polar group-containing binder polymers may be used singly or in the form of a composition for use in a usual film-forming polymer, and the amount is usually 10 to 200 with respect to 100 parts by mass of the pigment nanoparticle. The parts by mass are preferably 25 to 100 parts by mass. · When the scale binder is a polymer compound, the number of acidic groups in the polymer compound is not particularly limited. When the number of repeating units contained in one molecule is 100, the repeating unit having an acidic group is 5 to 100. Good, 10 ~ 100 is better. (1) a repeating unit derived from a compound having a carboxyl group, and a polymerization ratio of the above repeating unit derived from a compound having a carboxylate group (2) is preferably a molar percentage of the repeating unit (1) of 5 to 40. The repeating unit (2) is preferably 40 to 90, and the repeating unit other than the repeating unit (1) or (2) is preferably 25 or less. The molecular weight of the alkali-soluble binder polymer compound having an acidic group is preferably from 3000 to 1,000,000, more preferably from 4,000 to 200,000, and more preferably from 5,000 to 80,000. The polymer compound having a mass average molecular weight of 1,000 or more is also suitable. The content thereof is generally 15 to 50% by mass based on the total solid content of the coloring photosensitive resin composition, and preferably 20 to 45% by mass. If the amount is too large, the viscosity of the composition is too high, and there is a problem in manufacturing suitability. If it is too small, there is a problem in the formation of a coating film. A photopolymerization initiator or a photopolymerization initiator (in the present invention, a photopolymerization initiator refers to a combination of a plurality of compounds which exhibits a polymerization initiator function as a photopolymerization initiator), and has an ortho position disclosed in the specification of U.S. Patent No. 2,367,660. a polyketal (methinal polyketaldony) compound, a sulfonium ether compound described in the specification of U.S. Patent No. 2,448,828, U.S. Patent No. -59-200839313

The α-hydrocarbon-substituted aromatic oxime compound described in the specification of 27 225 1 2, the specification of U.S. Patent No. 3,046, 1 27 and the polynuclear ruthenium compound described in the specification of No. 295 1 75 8 , US Patent No. 35493 67 a combination of a triaryl imidazole dimer and a p-amino ketone as described in the specification, a benzothiazole compound and a trihalomethyl-s-tri-trap compound described in Japanese Patent Publication No. Sho-51-485-1, US Patent No. The trihalomethyl tri-till compound described in the specification of 4,239,850, the trihalomethyloxadiazole compound described in the specification of U.S. Patent No. 4,1,297, and the like. Trihalomethyl-s-three tillage, trihalomethyloxadiazole and triaryl imidazole dimer are particularly preferred. Further, the "polymerization initiator C" described in JP-A No. 1 1 - 1 33600, the 1-phenyl-1,2-propanedione-2-(o-ethoxycarbonyl) oxime, 0 - benzamidine-4'-(benzoxyl) benzamidine, 2,4,6-trimethylcarbonyldiphenylphosphine oxide, hexafluorophosphoryltrialkylphenyl rust salt, and the like. These photopolymerization initiators or photopolymerization initiators may be used singly or in combination of two or more kinds, and it is preferred to use two or more kinds thereof. The use of at least two kinds of photopolymerization initiators shows that the display spots in the characteristics are particularly reduced. The content of the photopolymerization initiator or the photopolymerization initiator in the total solid content of the coloring photosensitive resin composition is generally 0.5 to 20% by mass, more preferably 1 to 15% by mass. If the amount is too high, the sensitivity is too high to control. If it is too low, the exposure sensitivity is too low. The radiation that can be used for exposure is preferably ultraviolet rays such as g-line or i-line. The irradiation amount is preferably 5 to 1 500 mJ/cm 2 , more preferably 1 〇 l l 〇〇〇 mj/cm 2 , and particularly preferably 10 to 500 mJ/cm 2 . In the colored photosensitive resin composition of the present invention, an organic solvent other than the above components may be used. The organic solvent is not particularly limited, and there are esters such as ethyl acetate-60-200839313 ethyl ester, n-butyl acetate, isobutyl acetate, amyl formate 'isoamyl acetate, isobutyl acetate, butyl propionate-butyric acid Propyl ester, ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl glycolate, ethyl hydroxyacetate, butyl glycolate, methyl methoxyacetate, methoxyacetic acid Ethyl ester, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, etc.; 3-A Methyl oxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, 2 -propyl hydroxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate Ester, methyl 2-oxo-2-propionic acid, ethyl 2-oxo-2-propionic acid, methyl 2-methoxy-2-methoxypropionate, 2-ethoxy-2-methylpropane Ethyl acetate, methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl ethyl acetate, B Ethyl acetate, methyl 2-ketobutyrate, ethyl 2-ketobutyrate, etc.; ethers such as diglyme, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, A Luce acetate, cecetaxel acetate, 0^ diethylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, etc.; ketones such as methyl ethyl ketone, methyl isobutyl ketone, cyclohexyl A ketone, cyclohexanol, 2-heptanone, 3-heptanone or the like; an aromatic hydrocarbon such as toluene, xylene or the like. Among these solvents, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, ethyl lactate, butyl acetate, methyl 3-methoxypropionate, 2 Preferably, heptanone, cyclohexanone, carbitol acetate, tetracarbitol acetate, propylene glycol methyl ether acetate or the like is used as the solvent in the present invention. These solvents may be used alone or in combination of two or more. -61- 200839313 If necessary, a solvent having a boiling point of 180 ° to 250 ° C can be used. These high boiling solvents are exemplified below. Diethylene glycol monobutyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether, 3,5,5-trimethyl-2-cyclohexen-1-one, butyl lactate, dipropylene glycol monomethyl ether Acid ester, propylene glycol monomethyl ether acetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate n-propyl ether acetate, diethylene glycol diethyl ether, 2-ethylhexyl acetate, 3-methoxy acetate -3-methylbutyl ester, r-butyrolactone, tripropylene glycol methyl ethyl acetate, dipropylene glycol n-butyl acetate, propylene glycol phenyl ether acetate, 1,3-butanediol diethyl Acid ester. The content of the solvent is preferably from 10 to 95% by mass based on the total amount of the coloring photosensitive resin composition. Conventional color filters have high color purity, and each pixel has a rich color, and the uneven film thickness of the pixels directly appears as a problem of color spots. Therefore, the film thickness variation directly affecting the pixel must be improved. The color filter of the present invention preferably has a suitable surfactant for the colored photosensitive resin composition from the viewpoint of controlling the uniform film thickness and effectively preventing the color unevenness caused by the film thickness. The above-mentioned surfactants are disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. The content of the surfactant is preferably 5% by mass or less based on the total amount of the resin composition. The colored photosensitive resin composition of the present invention is preferably a thermal polymerization inhibitor. The thermal polymerization inhibitors are hydroquinone, hydroquinone monomethyl ether, p-methoxyphenol, di(tertiary butyl) to formic acid, gallnut quinone, tertiary catechol, diphenyl ketone, 4, 4,- Sulfur bis(3-methyl-6-tertiary butyl phenol), 2,2'-methylenebis(4-methyl-6-tertiary butyl phenol), -62-200839313 2-indole benzimidazole, morphine trap Wait. The content of the thermal polymerization inhibitor is preferably 1% by mass or less based on the total amount of the photosensitive resin composition. In the colored photosensitive resin composition of the present invention, a coloring agent (dye or pigment) may be additionally added in addition to the above-mentioned coloring agent (pigment). When the coloring agent is used as a pigment, it is preferably uniformly dispersed in the coloring photosensitive resin composition. For this reason, the particle diameter is preferably 0.1 M or less, more preferably 0.08 /z m or less.

In particular, the coloring material described in Japanese Laid-Open Patent Publication No. Hei. No. 2005-36 1447 [0068] to [0072] Pigment, the coloring agent described in JP-A-2005- 1 7 5 2 1 [0080] to [00 8 8]. The content of the auxiliary dye or pigment is preferably 5% by mass or less based on the total amount of the coloring photosensitive resin composition. The colored photosensitive resin composition of the present invention may contain an ultraviolet absorber if necessary. The ultraviolet absorbing agent is a compound described in JP-A-5-72724, and a salicylate-based, a diphenylketone-based, a benzotriazole-based, a cyanoacrylate-based, a nickel chelate-based, a hindered amine-based, etc. . Specifically, there are phenyl ruthenate, 4-tris-butylphenyl phthalate, 2,4-di(tertiary) phenyl _3', 5'-di(tris)-4'-hydroxybenzoic acid, and willow Acid 4-tris-butylphenyl ester, 2,4-dihydroxydiphenyl ketone, 2-hydroxy-4-methoxydiphenyl ketone, 2-hydroxy-4-n-octyloxydiphenyl ketone, 2-( 2'-hydroxy-5'-tolyl)benzotriazole, 2-(2, hydroxy-3'-tertiary butyl-5'-tolyl)-5-chlorobenzotriazole, ethyl-2- Cyan-3, 3-diphenyl acrylate, 2,2'-hydroxy-4-methoxydiphenyl ketone, nickel dibutyl dithiocarbamate, bis (2,2,6,6-tetra Methyl-4-pyridine) sebacate, 4-tris-butylphenyl phthalate, phenyl salicylate, 4-hydroxy-2,2,6,6,-tetramethylpyridinium condensate, succinic acid bis( 2,2,6,6-tetramethyl-4-acridinyl)ester, 2-[2-hydroxy-3,5-(α,α-xylylenemethyl)benzene- 63- 200839313 base]-2H- Benzotriazole, 7-{[4-chloro-6-(diethylamino)-5-trit-2-yl]aminopyr-3-phenylincin and the like. The content of the ultraviolet absorber is preferably 5% by mass or less based on the total amount of the resin composition. In the colored photosensitive resin composition of the present invention, the above-mentioned additives may be contained in the above-mentioned "adhesive aid" or other additives as described in JP-A No. 11-3163600. The colored photosensitive resin composition of the present invention can be appropriately adjusted in composition as an inkjet ink for a color filter. At this time, it is preferable to control the ink temperature so that the viscosity is within ±5 %. The viscosity at the time of injection is 5 to 25 mPa · s is better ' 8 to 2 2 m P a · s is better, 1 0 to 2 0 m P a · s is better (in the present invention, unless specifically stated, the viscosity is 25 ° C time 値). The viscosity can be adjusted by adjusting the type and amount of the components contained in the ink, in addition to the above-described setting of the injection temperature. The above viscosity can be measured by a general device such as a cone-and-plate type rotational viscometer or an E-type viscometer. From the viewpoint of improving the flatness of the pixel, the surface tension of the ink at the time of ejection is preferably 15 to 40 mN/m (the surface tension is 23 ° C unless otherwise stated in the present invention). 20~35mN/m is better, and 25~30mN/m is especially good. The surface tension can be adjusted by the addition of the surfactant and the type of the solvent. The surface tension can be, for example, a conventional analyzer such as a surface tension measuring device (CBVP-Z manufactured by Kyowa Interface Science Co., Ltd.) or a fully automatic balanced electronic surface tension meter ESB-V (manufactured by Kyowa Scientific Co., Ltd.). Method determination. The ink filter of the color filter of the present invention can be used for printing inkjet ink, continuous-charged ink, by means of electric field control, using a piezoelectric element intermittent jet-64-200839313 ink printing method, using the ink to heat the ink Various methods such as a method of foaming intermittent spraying. The ink jet method for forming each pixel can be used, a method of thermally hardening the ink, a method of hardening the ink, and a method of forming a transparent image receiving layer on the substrate and then dropping the ink.

The ink jet head (hereinafter simply referred to as "nozzle") can be used in a conventional type, and can be used in a continuous type or a drop type. Among the drop-by-drip type, it is preferable that the heat-sensitive head is based on a discharge valve as described in Japanese Patent Application Laid-Open No. Hei 9-323420. The pressure sensitive head can be used, for example, in the nozzles described in European Patent No. A277,703, European Patent No. A278,590, and the like. The nozzle is preferably a temperature control function and a controllable tube temperature. The injection temperature is set such that the viscosity at the time of injection can be 5 to 25 mPa·s, and it is preferable to control the ink temperature so that the viscosity is within ±5 %. The driving frequency is preferably 1 to 500 kHz when operating. After each pixel is formed, a heating step of a heat treatment (so-called baking treatment) can be provided. That is, in an electric furnace, a dryer, or the like, a base plate having a layer of the light-collecting light is heated, or is irradiated with an infrared lamp. The heating temperature and time depend on the composition of the photosensitive concentrated composition and the layer thickness formed. Generally, from the viewpoints of sufficient solvent resistance, alkali resistance, and absorption of ultraviolet rays, from about 2 Torr to about 25 ° C. Heating for about 10 minutes to about 120 minutes is preferred. The pattern shape of the color filter thus formed is not particularly limited, and may be, for example, a stripe shape of a black matrix or a lattice or a triangle. In the present invention, it is preferable to form a partition wall before the pixel forming step of the ink jet ink for use in the color filter, and to provide a method of producing the ink in the portion surrounded by the partition wall. This wall can be used for anything. When making a color filter, •65-200839313 is preferably a black matrix function light-shielding partition (hereinafter referred to as “wall”). The partition can be made of the same material and method as the conventional color filter using a black matrix. There is a black matrix as described in paragraphs [0 021] to [0074] of JP-A-2005-3861, and paragraphs [0012] to [0021] of JP-A-2004-24 0039, JP-A-2006-17980 [ The black matrix for inkjet or the like described in paragraphs [0009] to [0044] of JP-A-2006-108. When the coating film is formed by using the above colored photosensitive resin composition, the thickness thereof can be appropriately determined, and preferably 〇 5 to 5.0 / zm, more preferably 1.0 to 3.0 / zm. A coating film using the colored photosensitive resin composition is obtained by polymerizing an oligomer contained therein to obtain a polymer film of a colored photosensitive resin composition, and a color filter having the same can be produced (color filter production is as follows) After the narrative). The photopolymerization initiator or the photopolymerization initiator can be acted upon by light to polymerize the polymerizable monomer or the polymerizable oligomer. The coating film can be formed by coating and drying a colored photosensitive resin composition by a usual coating method. In the present invention, it is preferred to apply a slit-shaped nozzle which is slit by a liquid discharge portion. In particular, Japanese Laid-Open Patent Publication No. 2004-8985, No. 2004- 1 7043, JP-A-2003- 170098, JP-A-2003-161647, JP-A-2003-107767, Both the slit nozzle and the slit coater described in JP-A-2001-310147, JP-A-2001-310147 are applicable. The method of applying a colored photosensitive resin composition to a substrate is preferred because it can be applied to a coating film having a uniform and high precision of 1 to 3/zm, and can be widely used for producing a color filter. However, in recent years, with the increase in the size and mass production of liquid crystal display devices, the manufacturing efficiency and manufacturing cost are higher, and the slit coating which is more suitable for coating large-area substrates than spin coating has been gradually adopted. Production of color filters. Slot coating is also superior to spin coating from the viewpoint of saving the coating liquid, and a uniform coating film can be obtained with a small amount of coating liquid. The slit coating system maintains a slit (gap) having a width of several tens of micrometers at the tip end, and the coating head having a length corresponding to the coating width of the rectangular substrate is tens to hundreds of micrometers from the substrate, so that the substrate and the coating head are interposed between the substrate and the coating head. With a certain relative speed, from the slit

A coating method in which a coating liquid is applied to a substrate at a specific discharge amount. The slit coating has (1) the coating liquid loss is less than the spin coating, (2) the cleaning treatment is simple because of the absence of the coating liquid, and (3) the splash coating liquid is no longer mixed into the coating film, (4) The time required for no rotation start and stop, the wet film time is shortened, and (5) it is easy to apply to a large substrate. Due to these advantages, the slit coating is suitable for the production of a color filter for a large-screen liquid crystal display device, and it is expected to be an advantageous coating method in reducing the amount of coating liquid. Since the slit coating can form a coating film which is much larger than the spin coating, a certain relative speed must be maintained between the coater and the object to be coated when the coating liquid is discharged from the slit opening having a large width. For this reason, the coating liquid for the slit coating method has a demand for good fluidity. In the slit coating, the conditions of the coating liquid supplied from the slit of the coating head to the substrate are kept constant for the entire coating width. If the fluidity and viscoelastic properties of the coating liquid are insufficient, the coating is easy to be applied. It is difficult to apply a coating thickness in the coating width direction, and there is a problem that the coating film is not uniformly applied. Because of this, in order to obtain a uniform and non-spotted coating film, there have been many attempts to improve the fluidity and viscoelastic properties of the coating liquid. However, there is a proposal to reduce the molecular weight of the polymer-67-200839313 as described above, and to select a solvent having a superior solvent solubility, to select various solvents for controlling the evaporation rate, and to use a surfactant or the like, but none of them can sufficiently improve the above-mentioned problem.

The photosensitive resin transfer material of the present invention is preferably formed by using a photosensitive resin transfer material described in JP-A No. 5-7 27-24, that is, an integral film. The structural example of the integrated film has a structure in which a temporary support/thermoplastic resin layer/intermediate layer/photosensitive resin layer/protective film is sequentially laminated. The photosensitive resin transfer material of the present invention is preferably one having a coloring photosensitive resin composition as the photosensitive resin layer. In the photosensitive resin transfer material of the present invention, the temporary support body must be flexible, and there is no significant deformation, shrinkage or elongation under pressure or pressure and heating. Such a temporary support is, for example, a polyethylene terephthalate film, a cellulose triacetate film, a polystyrene film, a polycarbonate film or the like, and particularly preferably a biaxially oriented polyethylene terephthalate film. The component for the thermoplastic resin layer is preferably an organic polymer material as described in JP-A-5-7728, which is selected from the domain of the Vicat method (specifically, the softness of the American material testing method ASTM D 1 23 5). Point measurement method) An organic polymer material having a soft point of about 8 〇 ° C or less is particularly preferable. Specifically, a polyolefin such as polyethylene or polypropylene, such as an ethylene copolymer of ethylene and vinyl acetate or an alkali compound thereof, ethylene and an acrylate or an alkali compound thereof, polyvinyl chloride, such as vinyl chloride and vinyl acetate, and a vinyl chloride copolymer of an alkali compound, a polydichloroethylene ethylene, a copolymer of dichloroethylene ethylene, a polystyrene, a styrene copolymer such as styrene and (meth) acrylate or an alkali compound thereof, a polyethylene toluene, such as (Ethylene toluene copolymer of vinyl toluene with (meth) acrylate or its alkali compound, (meth) acrylate-68-200839313 ester, butyl (meth) acrylate and vinyl acetate (meth) acrylate An organic polymer such as a polyamide resin such as a copolymer, a vinyl acetate copolymer, a nylon, a copolymerized nylon, an N-alkoxymethylated nylon or an N-dimethylamine-based nylon. The photosensitive resin transfer material of the present invention is preferably an intermediate layer when the plurality of coating layers are applied and when the coating is applied after the coating. The "separation layer" described in Japanese Laid-Open Patent Publication No. Hei 5-72724 is preferably an oxygen barrier film having an oxygen barrier function. At this time, the exposure sensitivity is increased, the time load of the exposure machine is reduced, and the productivity is improved.

The oxygen barrier film is preferably one which is low in oxygen permeability, dispersed or dissolved in water or an aqueous alkali solution, and may be appropriately selected from conventional materials. Particularly preferred among these are the combination of polyvinyl alcohol and vinylpyrrolidone. In order to prevent contamination or damage during storage, it is preferred to provide a thin protective film on the photosensitive resin layer. The protective film may be composed of a material similar to or similar to the temporary support, but must be easily peeled off from the photosensitive resin layer. Suitable protective film materials are, for example, polyoxynized paper, polyolefin or polytetrafluoroethylene sheets. In the photosensitive resin transfer material of the present invention, a coating liquid (coating liquid for a thermoplastic resin layer) in which an additive of a thermoplastic resin layer is dissolved may be applied to a temporary support, and a thermoplastic resin layer is dried and then coated on the thermoplastic resin layer. The intermediate layer material solution in which the solvent composition of the thermoplastic resin layer is dissolved is dried, and then a solvent which does not dissolve the intermediate layer is applied and dried to obtain a photosensitive resin layer. The preparation may be such that a sheet having a thermoplastic resin layer and an intermediate layer on the temporary support is provided, and a sheet of a photosensitive resin layer is provided on the protective film, and the intermediate layer and the photosensitive resin layer are brought into contact with each other, or A sheet having a thermoplastic resin layer on the temporary support is prepared, and a sheet of the photosensitive resin layer and the intermediate layer is provided on the protective film, and the thermoplastic resin layer and the intermediate layer are brought into contact with each other. The photosensitive resin layer of the photosensitive resin transfer material of the present invention has a film thickness of 1.0 to 5.0 // m preferably 1.0 to 4·0 /Z m, more preferably 1 〇 to 3 〇 μ m. Although there is no particular limitation, the preferred film thickness of the other layers is generally 15 to 100/m in the temporary support, thermoplastic resin layer 2 to 30/zm, intermediate layer 〇5 to 3.0 #m, protective film 4 to 40/ Zm is better. The above production method can be carried out by a usual coating apparatus, and in the present invention, it is preferable to use a slit-shaped nozzle (slit coating machine) described by SU. A preferred embodiment of the slit coater is as described above. The color filter of the present invention can be used as a high-contrast product. In the present invention, the ratio of the polarization axis between the polarizing plates of the two polarizing plates and the vertical light transmission is compared (refer to "The 7th Color Optical Conference, 1990, 512". The color shows 10.4" color filters for TFT-LCD, Ueki, Xiaoguan, Fuyong, Shanzhong, etc.).

The comparison of color filters also means that the difference between light and dark when combined with liquid crystals is a very important performance in replacing CRTs with liquid crystal displays. The contrast of the color filter of the present invention is preferably 3,000 or more in a single color, more preferably 5,000 or more, and particularly preferably 7,000 or more. A color filter having an R pixel, a G pixel, and a B pixel, and a black matrix if necessary is preferably 3,000 or more, more preferably 5,000 or more, and more preferably 6,000 or more. The invention is characterized by such high contrast. When the color filter of the present invention is used in a television, the chromaticity of each of the red (R), green (G), and blue (B) colors of the F 10 light source is the same as that in the following table (hereinafter referred to as "in the present invention" The difference (ΔE) of the target chromaticity ") is preferably within 5, more preferably within 3, and even more preferably within 2. -70- 200839313 X y YR 0.656 0.336 21.4 G 0.293 0.634 52.1 B 0.146 0.088 6.90 In the present invention, the chromaticity is measured by a microscopic spectrophotometer (manufactured by OLYMPUS Optics Co., Ltd., OSP 00 or 200), and the field of view is from the F10 source. The result of 2 degrees is calculated as xyY値 of the xyz color system. The difference from the target chromaticity is expressed by the color difference of the La*b* color system. The liquid crystal display device having the color filter of the present invention uses the superior color filter of the present invention, and has excellent writing power such as blackness, and is also suitable for a large-screen liquid crystal display device such as a notebook computer display or a television monitor. Wait. Example

Hereinafter, the present invention will be described in more detail by way of examples, but the invention is not limited thereto. (Examples and Comparative Example 1) <Pigment Dispersion Composition A > 28% of sodium methoxide added to dimethyl sulfoxide (manufactured by Wako Pure Chemical Co., Ltd.), 28% methanol solution, 75.0 ml, pigment cI Pigment Red 254 (Irgaphor Red BT-CF, trade name, Vapart Chemical Co., Ltd.) 5〇g and polyvinylpyrrolidone (K-30' trade name, manufactured by Wako Pure Chemical Co., Ltd.) 9〇〇g, prepared pigment liquid A (density : 1.0kg/m3). The pigment liquid a was measured for viscosity by Viscomate VM-10A-L (trade name, -71-200839313 CBC Materials Co., Ltd.), and as a result, the viscosity of the pigment liquid a at a liquid temperature of 25.0 ° C was 1 8 _ 〇 m P a · s. Further, 2000 ml of 20 ml of water containing 1 m ο 1 /1 hydrochloric acid (manufactured by Wako Pure Chemical Co., Ltd.) was prepared as a poor solvent. Then, the temperature was controlled at 25 ° C, and it was used in 2000 ml of poor solvent water stirred at 5 rpm with GK · 0 2 2 2 -1 L type L am ο nd Stirrer (trade name, manufactured by Fujisawa Pharmaceutical Co., Ltd.). The NP-KX-500 type large-capacity pulse-free PUMP (trade name, manufactured by Nippon Precision Chemical Co., Ltd.) was used to inject the pigment liquid a. The infusion pipe diameter and the supply port diameter of the solution A were 〇8 mm, and the supply port was placed in a poor solvent, and injected at a flow rate of 100 ml/min to form an organic pigment particle-modulated pigment dispersion A. The number average particle diameter Μη and the monodispersity (MWMn) of the pigment nanoparticles in the pigment dispersion A were measured using a Nanotrack UPA-EX150 (trade name: manufactured by Nikkiso Co., Ltd.). The results are shown in Table 1-1 below. The pigment dispersion liquid A prepared by the above procedure was concentrated at 5,000 rpm for 9 minutes using a H-112 type centrifugal filter made of Kokusan Co., Ltd. and a P89C type filter cloth made of Canvas Co., Ltd., and the recovered pigment nanometer was recovered. Particle concentrate paste. (4) The pigment content in the paste was measured by a 845 3 spectrophotometer manufactured by Agilent Co., Ltd., and was 17.2% by mass. Next, a pigment dispersant A 0.1 g, methacrylic acid/methacrylic acid benzophenone synthesized by the publication of JP-A No. 2000-2395 54 was added to the above-mentioned pigment nanoparticle-concentrating paste 13.8 g and ethyl lactate 50. Occ. An ester copolymer (mole ratio 28/7 2, mass average amount 30,000, 40% acetic acid 1-methoxy-2-propyl ester solution) of 5.94 g of a solution was stirred at 1500 rpm for 60 minutes using a dissolver. Then, ethyl acetate 25.0 cc was added, and the dispersion was further stirred with a dissolver at 500 rpm for 1 Torr. -72- 200839313 The obtained dispersion was filtered with Sumitomo Electric FINE POLYMER _ FP-010 filter to obtain a paste-like concentrated pigment liquid A (nano pigment concentration 3 2 · 2% by mass). . Your face dispersant A)

COCH3 ! 3 NHCOCH-N=N

CONH

CONH<CH2)3N(C2Hs)2 CONHiCH^NCCjHs^

Using the above paste-like concentrated pigment liquid A, a pigment dispersion composition A of the following composition was prepared. The paste-like concentrated pigment liquid A 20.0 g 1,3-butanediol diacetate 44.3 g The pigment dispersion composition A of the above composition was oxidized by a diameter of 6565 mm using MOTOR MILL M-5 0 (manufactured by EIGER JAPAN Co., Ltd.). The beads were dispersed at a rate of 9 m/s per week for a few hours. <Pigment Dispersion Composition B &gt; In the production of the pigment dispersion composition A, the methacrylic acid/methacrylic acid methyl methacrylate copolymer is an equivalent mass of the polymer compound C-1 exemplified in the general formula (1} of the present invention. The pigment dispersion composition B containing the growth pigment nanoparticle is completely produced in the same manner as the substitution. [Pigment dispersion composition c&gt; The product of the product is divided into the preparation of the composition B, and the preparation of the paste-like concentrated pigment liquid {乍iJ yuan The same procedure was carried out except that the filter was used instead of the filter, and the liquid before concentration was transferred to a shaped flask, and dried under reduced pressure at 7 〇π for 1 hour to obtain a dry powder of the pigment nanoparticle (Nai-73-200839313). The pigment concentration of the pigment was 45.3 mass%. Using the above powder C, the pigment dispersion composition C of the following composition was prepared. The above powder C 14.2 g 1,3-butanediol diacetate 50.lg &lt; pigment dispersion composition Material D&gt; A pigment dispersion composition D of the following composition was prepared as follows: 6.43 g 64.0 g 0.6 g

Pigment (Pigment Red 254)

Sodium Chloride Pigment Dispersant A Methacrylic Acid / Benzyl Methacrylate Copolymer * 5.94g * Mo Er ratio 28/72, mass average molecular weight 30,000, 40% 1-methoxy-2-propyl acetate solution 1 , 3-butanediol diacetate solution fed with sodium chloride, pigment (Pigment Red 25 4) powder, methacrylic acid / benzyl methacrylate copolymer to double wrist kneading machine at 80 ° C was kneaded for 10 hours, and after taking out the mixture, it was taken out, placed in 700 parts of a 1% hydrochloric acid aqueous solution at 80 ° C, and stirred for 1 hour. After filtration, washing with warm water, drying, and pulverization, 1 g of the pulverized material was 1,3. 2.4 g of butanediol diacetate was added and mixed. The above pigment composition was subjected to dispersion treatment at a peripheral speed of 9 m/s for 1 hour using MOTOR MILL M-50 (manufactured by EIGER JAPAN Co., Ltd.) using an oxidized pin having a diameter of 6565 mm to obtain a pigment dispersion composition d. &lt;Pigment Dispersion Composition E, F&gt; Pigment used in the production of pigment dispersion compositions C and D (: 1. Pigment Red 254 was changed to CI· Pigment Red 177 (Cromophtal Red - 74-200839313 A2B, trade name, The pigment dispersion compositions E and F were produced in the same manner except for the steam barts (manufacturing). &lt;Pigment dispersion composition G~J&gt; Pigment used in the preparation of pigment dispersion compositions A to D CI Pigment Red 2 54 The pigment dispersion compositions G to J were produced in the same manner as in the case of CL Pigment Green 36 (Rionol Green 6YK, trade name, manufactured by Toyo IKK Co., Ltd.). &lt;Pigment dispersion composition K, L&gt; mm Preparation of pigment dispersion composition The pigments used in the production of E and F, CI Pigment Red 177, were changed to CI Pigment Yellow 150 (Bayplast Yellow 5GN 01, trade name, manufactured by BAYER) to produce pigment dispersion compositions K and L. Composition M&gt; Dissolved Pigment CI Pigment Violet 23 (Hostaperm Violet RL-NF, trade name, manufactured by Clariant Co., Ltd.) 7 g, polyvinylpyrrolidone (manufactured by K.K., K-30, molecular weight 40,000) 1 2 g After heating to 85 ° C, ww methane sulfonic acid 140 ml to obtain a pigment solution Μ. The viscosity is measured by VISCOMATE VM-10A-L (trade name, manufactured by CBC Materials), and the viscosity of the pigment solution at a liquid temperature of 85.0 ° C is 17.3 mPa·s. Another 10 ml of 1 mol/1 sodium hydroxide solution (manufactured by Wako Pure Chemical Co., Ltd.) was prepared as a poor solvent. Here, the temperature was controlled at 85 ° C, and the GK-0222- 1 0 type Lamond Stirred was used. In the case of 1000 ml of water of a poor solvent which was stirred at 500 rpm, the pigment solution was injected with NP-KX-500 type large-capacity pulse-free PUMP (trade name, manufactured by Nippon Precision Chemical Co., Ltd.). Pigment-75- 200839313 The flow path and supply diameter of the infusion tube of solution 〇 is 8 mm, the supply port is placed in a poor solvent, and the organic pigment particles are formed by injecting l〇〇m b at a flow rate of 100 ml/min to prepare pigment dispersion. Liquid helium. The pigment nanoparticle in the pigment dispersion was measured for the number average particle diameter Μη and the monodispersity (Mv/Mn) using a Nanotrack UP ΕΧ-ΕΧ 15 0 (trade name, manufactured by Nikkiso Co., Ltd.). The results are shown in Table 1-1 below. The pigment dispersion liquid was transferred into a pear-shaped flask, and dried under reduced pressure at 70 ° C for 1.5 hours in an evaporator to obtain a pigment nanoparticle dry powder (concentration of 55.4% by mass). Next, a solution of the above pigment dispersant A O.lg in 50.0 cc of ethyl lactate was added to the pigment nanoparticle powder Μ 1 4.5 g, and the mixture was stirred at 15 ° rpm for 80 minutes in a dissolver to obtain a pigment dispersion composition. . &lt;Production of Pigment Dispersion Composition&gt; Pigment C.I. Pigment Violet 23 7.0 g Polyvinylpyrrolidone (manufactured by Wako Pure Chemical Co., Ltd., K30, molecular weight 40,000)

Ethyl lactate 12g 5 0·Occ According to the above composition, the above pigment dispersant A, pigment (Pigment Violet 23) powder, polyvinylpyrrole @ _ 6g, methyl group are put into the diethylene glycol monobutyl ether acetate solution. Acrylic/benzyl methacrylate copolymer, stirred to obtain a mixture. Subsequently, zirconia beads having a diameter of 0.65 mm were dispersed by a MOTOR MILL M-50 (manufactured by EIGER JAPAN Co., Ltd.) at a peripheral speed of 9 m/s for 9 hours. &lt;Class Dispersion Composition 〇&gt; CI Pigment Green -76- 200839313 36 used in the production of pigment dispersion composition Use CI Pigment Blue 15 : 6 (Ri〇nol Green ES, trade name, manufactured by Toyo Ink ( The pigment dispersion composition 〇〇&lt;Pigment dispersion composition p&gt; is produced in the same manner as in the production of the pigment). The CI· Pigment Violet 23 used for the production of the pigment dispersion composition N is replaced by cI Pigment Blue 15: 6 The pigment dispersion composition p. &lt;Pigment Dispersion Composition AA &gt; In the preparation of the pigment dispersion composition A, when the pigment dispersion liquid A is prepared, the flow path and the supply diameter of the infusion pipe for the pigment solution A are 〇.5 mm, and the injection flow rate is 200 ml. The pigment dispersion composition AA was completely produced in the same manner as /min. &lt;Pigment Dispersion Composition D+, F + &gt; In the production of the pigment dispersion compositions D and F, the pigment dispersion composition D+ was produced in the same manner except that the treatment time of MOTOR MILL was changed from 1 hour to 4 hours.

-77- 200839313

Average particle size of pigment dispersion (nm) Monodispersity (Mv/Mn) A 35 1.3 1 B 33 1.33 C 3 3 1.32 D 48 1.5 6 E 37 1.35 F 46 1.53 G 36 1.35 ' H 3 0 1.36 I 31 1.35 J 44 1.62 K 40 1.33 L 49 1.60 M 35 1.32 N 5 1 1.44 〇3 9 1.30 P 4 9 1.45 AA 22 1.32 D + 37 1.61 F + 36 1.58 -78- 200839313 &lt;Color filter made with inkjet ink And a liquid crystal display device &gt; [Production of photosensitive transfer material] A thermoplastic resin layer of the following formula Η 1 was applied to a polyethylene terephthalate film temporary support having a thickness of 7 5 / zm using a slit nozzle. Apply the solution and dry it. Next, the coating liquid for the intermediate layer of the following formulation Ρ 1 was applied and dried. Further, the light-shielding resin composition Κ1 having the following composition is applied and dried, and a thermoplastic resin layer having a dry film thickness of 1 5 // m, an intermediate layer having a dry film thickness of i. 6 /zm, and drying are applied to the temporary support. The light-shielding resin layer having a film thickness of 2.4/m was pressed together with a protective film (polypropylene film having a thickness of 12/zm). In this manner, a photosensitive resin transfer material in which a temporary support, a thermoplastic resin layer, an intermediate layer (oxygen barrier film), and a light-shielding resin layer are integrated is prepared, and the sample name is a photosensitive resin transfer material K1. [Coating liquid for thermoplastic resin layer: Formulation H1] • Methanol 11 · 1 part by mass

• Propylene glycol monomethyl ether acetate 6 · 4 parts by mass by DAICEL Chemical Co., MMPG-Ac (the same raw materials are used below) • Methyl ethyl ketone 52.4 parts by mass • Methyl methacrylate / 2-ethyl acrylate Hexyl ester / benzyl methacrylate / methacrylic acid copolymer (copolymerization ratio (mole ratio) = 5 5 / 1 1.7 / 4.5/28.8, molecular weight 100,000 'Tg and 7 (TC) 5. 83 parts by mass • Styrene/acrylic acid copolymer (copolymerization ratio (mole ratio) = 63/37, molecular weight 10,000, Tg and 10 CTC) 3.6 parts by mass • 2,2-bis[4-(methacrylofluoreneoxypolyethoxy) Phenyl]propane (Xin Nakamura Chemical - 79-200839313 Industrial Co., Ltd.) 9.1 parts by mass • Interfacial surfactant 1 0.54 parts by mass................... .................................... *Interfacial surfactant KMEGAFAC F-7 80-P (Greater Japan The composition of the ink chemical _) system)) is • C6F13CH2CH2〇C〇CH = CH2 : 40 parts by mass,

H(〇CH(CH3)CH2)7〇C〇CH = CH2 ·· 55 parts by mass and H(〇CH2CH2)7〇C〇CH = CH2: 5 parts by mass of copolymer (molecular weight million) 30 parts by mass • 70 parts by mass of methyl ethyl ketone [coating solution for intermediate layer (oxygen barrier layer): P1] • 32.2 parts by mass of polyvinyl alcohol (PVA205 (alkalinization rate = 88%), manufactured by KURARAY Co., Ltd.) • Polyethylene Pyrrolidone 1 4 · 9 parts by mass (PVP, K-30; manufactured by ISP JAPAN Co., Ltd.) • 429 parts by mass of methanol • 524 parts by mass of distilled water [resin composition K1] K pigment dispersion ι (carbon black) 3 parts by mass -80- 200839313 7.3 parts by mass 34 parts by mass 8.6 parts by mass 14 parts by mass 5.8 parts by mass propylene glycol monomethyl ether acetate methyl ethyl ketone cyclohexanone binder 1 DPHA liquid polymerization initiator A (2,4-double ( Trichloromethyl)-6-[4,-(N,N-bisethoxycarbonylmethyl)amine-3'-bromophenyl]-s-triad) 0.22 parts by mass

0.002 parts by mass of the intercalating agent 1 0.0 5 8 parts by mass of the resin composition K1 which is light-shielding, firstly weigh the K pigment dispersion, propylene glycol monomethyl ether acetate, at a temperature of 24 ° C (± 2 ° C) Mixing at 150 rpm for 10 minutes, followed by weighing methyl ethyl ketone, cyclohexanone, binder 1, morphine, DPHA solution, polymerization initiator A, surfactant 1 at a temperature of 25 ° C (± 2 °C) was added in order, and stirred at a temperature of 4 (TC (±2 ° C) at 150 rpm for 30 minutes. &lt;K pigment dispersion 1 &gt; • Carbon black (manufactured by Degussa, trade name Nipex35) 13·1 Heavy weight • The above pigment dispersant A 0 · 6 5 parts by mass • Polymer 1 (benzyl methacrylate / methacrylic acid = 72/28 molar ratio of random copolymer, molecular weight 37,000) 6.72 quality • Propylene glycol monomethyl ether acetate 79.53 parts by mass -81 200839313 *Composition of binder 1 • Polymer 1 (benzyl methacrylate / methacrylic acid = 78/2 2 molar ratio of random copolymer, Molecular weight 40,000) 27 parts by mass • Propylene glycol monomethyl ether acetate 73 parts by mass * DPHA liquid composition

• Dipentaerythritol hexaacrylate (containing 5 〇 Oppm polymerization inhibitor MEHQ, manufactured by Nippon Chemical Co., Ltd., trade name: KAYARAD DPHA) 76 parts by mass • propylene glycol monomethyl ether acetate 24 parts by mass [with Formation of the light-shielding wall] The alkali-free glass substrate is sprayed with a glass detergent solution adjusted to 25 °C for 20 seconds while being washed with a nylon wool rotating brush. After washing with pure water, the decane coupling solution is used. (N- /3 -(Aminoethyl)-r-aminopropyltrimethoxyoxane 0.3% by mass aqueous solution, trade name: KBM603, manufactured by Shin-Etsu Chemical Co., Ltd.), rinsed for 20 seconds, and rinsed with pure water net. The substrate was heated at 100 ° C for 2 minutes with a substrate preheating device. After the protective film of the photosensitive resin transfer material K1 was peeled off, a laminator (manufactured by Hitachi Industrial Co., Ltd.) was used at a rubber roller temperature of 13 ° C, a linear pressure of 100 N/cm, and a conveying speed of 2.2 m/min. The substrate was laminated on the above-mentioned substrate heated at 1 ° C for 2 minutes. After peeling off the temporary support body, the photomask is set up in a state in which the substrate and the photomask (the quartz mask having the image pattern) are vertically erected by a proximity type exposure machine (manufactured by Hitachi High-Tech Electronics Co., Ltd.) having an ultrahigh pressure mercury lamp. The distance between the surface and the thermoplastic tree-82-200839313 was 200 μm, and the exposure was performed at a exposure amount of 100 mJ/cm 2 . The mask shape is a lattice shape, and the radius of curvature of the boundary portion between the pixel and the light-shielding partition wall on the light-shielding partition side convex portion is //. 6 // m. Next, triethanolamine-based imaging solution (containing 30% triethanolamine, trade name: T-PD2, Fujifilm (stock), diluted 12 times with pure water (with 1 part of T-PD2 and 1 1 part pure) The liquid mixture was mixed with liquid at a temperature of 3 ° C for 50 seconds to remove the thermoplastic resin layer and the intermediate layer (oxygen barrier layer) by a flat nozzle pressure of 0.04 MPa. Followed by sodium carbonate imaging solution (containing 0.38 mol / liter of sodium bicarbonate, 0.47 mol / liter of sodium carbonate, 5% of dibutyl naphthalene sulfonate, anionic surfactant, defoamer, Stabilizer, trade name: T-CD 1, Fujifilm (stock) system 'diluted 5 times liquid with pure water), at 29 T: 30 seconds with a cone nozzle pressure 0.1 5MPa showering the light-shielding resin layer Patterned off the painting wall (shading wall pattern). Followed by a detergent (trade name T-SD3 (Fuji film (manufactured)) diluted with pure water 1 〇 liquid) at 33 ° C for 20 seconds with a cone nozzle pressure of 0.02MPa and sprinkled with nylon hair The residue was removed by brushing to obtain a wall having a light-shielding property. Thereafter, the substrate was subjected to post-exposure of 500 mJ/cm 2 from the resin layer side with an ultrahigh pressure mercury lamp, followed by heat treatment at 240 ° C for 50 minutes. (Mall plasma water repellent treatment) Then, the plasma water repellent treatment was carried out in the following manner. The above substrate having a light-shielding wall was formed, and a plasma coupling water repellent treatment was carried out under the following conditions using a cathode coupling type parallel plate type plasma processing apparatus. -83- 200839313 Gas used cf4 Gas flow rate 80sccm Pressure 40Pa RF power 50W Processing time 3 0 s e c [Modulation of inkjet ink for color filter] The inkjet ink for color filter is prepared according to the following formula.

-84- 200839313

Η_Ι撇oo 〇oo VO ο ο o ο ο 〇 § ρ 0.005 CNl 90% 〇Ο ο ο o οο νο ο ο Ρ § ρ 0.005 CNI ο 〇Ο ο οο o ο οο 〇Ρ § ρ 0.005 wn Cs 100% 〇Ο οο ο o ο οο 〇ρ § ρ 0.005 v〇CO 100% s 〇Ο ο οο νο o ο ο 〇 § ρ 0.005 in CN 90% CO 〇ο οο νο ο o ο ο 〇 ρ § ρ 0.005 csi 90% cs 〇〇ο ο ο o ο ο 〇 § ρ 0.005 m cs 90% 2 ο ο ο ο oo ο ο 〇 § ρ 0.005 V〇CN ο Composition content (mass parts) ) Pigment Dispersion Composition A (PR. 254) Pigment Dispersion Composition ΑΑ (PR.254) Pigment Dispersion Composition Β (PR. 254) Pigment Dispersion Composition C (PR. 254) Pigment Dispersion Composition ϋ (PR. 254 ) Pigment dispersion composition D+ (PR.254) Pigment dispersion composition: Ε (PR. 177) Pigment dispersion composition F (PR. 117) Pigment dispersion composition F+ (PR117) Polymer dispersant (SQLSPERSE20000 manufactured by AVECIA) £ Q &lt; ί S distill ng dinghy 11 Β 氍S 璧Q plex 3 S s ^ % _ 1| morphine trap 1,3-butanediol diacetate all pigment particles Ratio of growth pigment particles (% by mass) - ςοο丨200839313 i 醻0,1 VOVO ο 〇〇〇〇CO O cn O pr-H ο cs § p 0.005 csi 100% ν〇ο 〇〇〇cn ο oop Ύ — is § p 0.005 ν〇C&lt;1 100% ϋ 〇〇oo cn o 〇pi' is ο vd o 0.005 VO CSI 51% CO ο 〇〇〇CO 〇o 〇pt—4 o § o 0.005 VO Oi 51% Csl ϋ 〇〇CO Ο 〇o 〇cn pt—H o § p 0.005 CSI 51% δ 〇Ο 〇oo mopt—H § o 0.005 VO CSI ο Component content (parts by mass) Pigment dispersion composition G (PG36 ) Pigment dispersion composition Η (PG36) Pigment dispersion composition I (PG36) Pigment dispersion composition J (PG36) Pigment dispersion composition K (PY 150) Pigment dispersion composition L (PY 150) Polymer dispersant (AVECIA company S〇LSPERSE20000) The above polymer 1 _ QQ ssw ng Mm installed, | l US distillation s 璧 QE &lt; III ^ s ^ ru 遂 B morphine 1,3-butanediol diacetate Ratio of the growth pigment particles in all pigment particles (% by mass) 200839313

Table lB Component content (parts by mass) Β1 Β2 Β3 Β4 Pigment dispersion composition M (RV. 23) 0 4 0 4 Pigment dispersion composition N (PV23) 4 0 4 0 Pigment dispersion composition 〇(Ρ.Β 15:6) 0 0 71 71 Pigment dispersion composition Ρ (Ρ·Β·15:6) 71 71 0 0 Polymer dispersant (SOLSPERSE20000 manufactured by AVECIA) 1.0 1.0 1.0 1.0 Dipentaerythritol hexaacrylate (曰本化药(股), trade name KAYARADDPHA) 6.0 6.0 6.0 6.0 acetylenic alcohol modified dipentaerythritol triacrylate (Nippon Chemical Co., Ltd., KAYARADD330) 4.0 4.0 4.0 4.0 morphine trap 0.005 0.005 0.005 0.005 1,3-butanediol diacetate 25 25 25 25 Ratio of pigment particles in all pigment particles - mass%) 0% 4% 96% 100%

The mixing of the components in the above-mentioned Tables 1 - R, 1 - G, and 1 - B is carried out by first mixing the pigment and the polymer dispersant into one part of the solvent, and stirring the mixture to obtain a pigment dispersion liquid by a three-roll mill and a bead mill. Further, other components are added to the remaining solvent, stirred and dispersed to obtain a monomer solution. Then, the pigment dispersion or the pigment dispersion composition was added in a small amount to the monomer solution, and the dissolver was sufficiently stirred to prepare an ink jet ink for the color filter. _ [Formation of Pixels] First, the above-described R ink 1, G ink 1, and B ink 1 are used to fabricate a color filter 101. In this case, SE-128 manufactured by Dim at ix Co., Ltd. was used as the inkjet head, and Apollo II manufactured by DimaUx Co., Ltd. was used as the discharge control device. Equipped with an inkjet head on the automatic two-dimensional mobile platform (Junhejing mechanism KS2 1 1 -200), the platform is moved while the discharge control device simultaneously discharges a certain amount of ink to the gap between the above fabrics. Here, the above-mentioned three-color inks are each filled on the heads fixed to the XY stage -87-200839313, and the discharge control device independently controls the three heads to spray the respective inks to a specific position. The drip system is used to discharge the ink composition to the desired concentration, and is dried by heating on a hot plate at 100 ° C for 2 minutes, and then baked in an oven at 230 ° C for 30 minutes to harden the partition wall and the pixel. Filter. [Production of Liquid Crystal Display Device] A liquid crystal display device was produced using the color filter 100 manufactured above, and the display characteristics were evaluated.

(Formation of ITO electrode) The glass substrate on which the color filter is formed is placed in a sputtering apparatus, and 1 300 A thick ITO (indium tin oxide) is vacuum-deposited at 1 ° C, and annealed at 240 ° C. The ITO was crystallized for 90 minutes to form an ITO transparent electrode. (Formation of spacer) 1 A spacer was formed on the IT0 transparent electrode fabricated as described above in the spacer formation method as described in Example 1 of JP-A-2004-240335. (Formation of Protrusion for Liquid Crystal Alignment Control) The liquid crystal alignment control projection is formed on the IT0 transparent electrode on which the above-mentioned spacer is formed by using the following coating liquid for a positive photosensitive resin layer. Exposure, imaging and baking are as follows. The proximity exposure machine (Hitachi Hi-Tech Electronic Engineering Co., Ltd.) is arranged to make the specific mask and the surface of the photosensitive resin layer 100/m apart, and the reticle is irradiated with an energy of 150 m/cm 2 by an ultra-high pressure mercury lamp. exposure. Subsequently, a 2.38% aqueous solution of tetramethylammonium hydroxide was sprayed onto the substrate at 33 ° C for 30 seconds to develop the image by a shower apparatus. By removing the unnecessary portion (exposure portion) of the photosensitive resin layer in this manner, a liquid crystal alignment control protrusion formed of a photosensitive resin layer patterned to have a desired shape of -88 to 200839313 is formed on the color filter side substrate. A substrate for a liquid crystal display device. Then, the liquid crystal display device substrate on which the liquid crystal alignment control projections were formed was baked at 30 ° C for 30 minutes to form a cured liquid crystal alignment control projection on the liquid crystal display device substrate. &lt;coating liquid formulation for positive photosensitive resin layer&gt; • positive photoresist liquid (FH-2413F manufactured by Fujifilm Electronic Materials Co., Ltd.) 53.3 parts by mass

• Methyl ethyl ketone 46.7 parts by mass • MEGAFAC F-7 8 0F (manufactured by Dainippon Ink Chemicals Co., Ltd.) 0.04 parts by mass (completed of liquid crystal display device) Set on the substrate for liquid crystal display device as described above醯imine alignment film. Then, the epoxy resin sealant is printed at a position corresponding to the outer frame of the black matrix disposed around the pixel group of the color filter, and the liquid crystal for MVA mold is dropped, and bonded to the opposite substrate, and then heat-treated as a bonded substrate. The sealant hardens. The liquid crystal element thus obtained was attached to both sides of a polarizing plate HLC2-25 18 made of Sanritz. Next, a backlight of a three-wavelength cold cathode tube light source (FWL18EX-N manufactured by Toshiba LIGHTEC Co., Ltd.) is disposed on the back surface of the liquid crystal element provided with the above polarizing plate to form a liquid crystal display device 101. The R ink 1 for producing the liquid crystal display device 101 is changed to the liquid crystal display devices 102 to 108 just like the liquid crystal display device 101 except that the R inks 2 to 8 are changed. -89-

200839313 The liquid-printing device 1 of the liquid crystal display device 1 is changed to be completely the same as the liquid crystal display device, and the B-printed ink 1 of the liquid crystal display liquid crystal display device 1 is changed to be completely the same as the liquid crystal display device. Production of liquid crystal display liquid crystal display device 1 之1 R ink 1, G ink changed to R ink 4, G ink 4, B ink 3 production liquid crystal changed to R ink 6, G ink 6, B printing The details of the color filter used to make the liquid crystal display device of the ink 1 and the evaluation results are shown in Tables 1 - 5 to 1 - 8. &lt;Evaluation of Ink and Liquid Crystal Display Devices&gt; [Measurement of Ink and Light Resistance] Inkjet Ink, R Ink 1~8, G Ink 1~6, B Ratio and Light Resistance are determined as follows . The applied ink was applied to each of the glass substrates to a thickness sample. The backlight unit is provided with a three-wavelength cold cathode LIGHTEC (FWL18EX-N) FWL18EX-N) for the diffusion plate, and (3 &amp; The amount of transmitted light in the vertical direction, with the ratio of the seventh color optical conference for the year, shows the 512-color TFT-LCD color filter, and the color brightness meter for the measurement of the wood, the small mark, and the Fuyong color (TOPCON) The setting position of the light-making plate, sample, and color brightness meter is 'distance from the polarizing plate. The diameter of 1 to 1 mm is set at 40 to 60 mm, so that the light transmitted through it is irradiated to the light of the radiant set at 65 mm and is set at 100 mm. The polarizing plate 'is provided with G inks 2 to 6 to the devices 109 to 1 13. B inks 2 to 4 to the devices 114 to 116. 1. B ink 1 display device 1 1 7 , display device 118. Ink, the pair of inks 1 to 4 are made up to 2 m to produce a tube light source (Toshiba is used in two polarizing plates i, and the polarization ratio is measured (refer to "1990 size 10.4", Yamauchi, etc.). BM-5) p 2 pieces bias [backlight 13mm at 20mm cylinder, PJ sample, so that the transparency at 400mm -90-200839313 color brightness measurement Determination of the angle is set to a color luminance meter 2 .. light amount of the backlight is set based, without setting state of the sample, at the time the two polarizing plates disposed parallel nylon Kou Prism brightness of 1 280cd / m2.

The sample was irradiated with a high-pressure mercury lamp of 90 mW/cm 2 for 24 hours, and the color difference before and after the irradiation was measured to be an indicator of light resistance. In the present invention, the chromaticity is measured by a microspectrophotometer (manufactured by OLYMPUS Optics Co., Ltd.; OSP 100 or 200). The result of calculating the field of view of the F10 light source is 2 degrees, and is represented by xyY 値 of the xyz color system. The difference in chromaticity is represented by the color difference of the La color system. The smaller the color difference, the better. The results are shown in Table 1-2 to 1-4. The particle diameter of the pigment particles contained in each ink was diluted with ion-exchanged water to a pigment concentration of 1 to 5 % by weight, and was measured by DLS-7000 manufactured by Otsuka Electronics Co., Ltd. The obtained particle size distribution is plotted on the horizontal axis with a particle diameter of 2 nm, and the vertical axis is the number of particles (the ratio of the total number of pigment particles (%)), and the particle diameter at the time of maximum enthalpy, the number of maximum enthalpy, and the particle diameter of 50 nm are obtained. The ratio (%) of the total number of the pigment particles in the above particles is as shown in Tables 1-2a to l-4a. [Test of Display Characteristics of Liquid Crystal Display Device] The display characteristics of each liquid crystal display device produced are (1) illuminance after continuous display, (2) description power of a specific color, and (3) color spot when a specific color is displayed in a single color. Have any other opinions to evaluate. (1) The illuminance after continuous display is such that the produced liquid crystal display device is continuously displayed for 1000 hours, and the measurement angle is set by using an illuminometer UV-M10-S [ORC (manufactured by the company)] at 400 mm from the liquid crystal display device screen in the dark room. 2. The illuminance of the specific color light (the illuminance at the time of red light when red light is used), the relative enthalpy before and after the test of each of the examples and the comparative examples (the illuminance after the test/the illuminance before the test) - 91-200839313 The average of the numbers is evaluated by 10. And the contrast data of the pigment dispersion composition is shown in Table 1 -. (2) Descriptive power of specific color, (3) Monochrome display evaluation of specific 隹 position evaluation, the following grading evaluation, take 10 people (2) description of each color 5: Describe excellent 4: Describe no problem (good) 3: Describe slightly incomplete (ordinary) 2: Descriptive is insufficient (slightly poor) mm — 1 : Color reproduction is bad (very bad) (3) Red spot 5: Full No stains 4: Negative color spots (good) 3: Slight stains (normal) 2: Spots are visible (slightly poor) 1 : Spots are noticeably visible (very poor) 1 0 1~1 0 8 red Comment 13 for green evaluation (table comparison evaluation (Table 1-7)., blue and gray evaluation (table evaluation items (1) ~ (3) is the liquid crystal display device (Table 1-5), liquid crystal display device 1 〇1, i 〇9 ~ ] 1-6) 'Liquid crystal display device 1 114 114 to 116 for blue liquid crystal display device 1 〇 1, 1 1 7 , 1 1 8 for red, green U) 'Results Expressed as an average. [Table 1-2] Light resistance (color difference) Ink pigment dispersion composition b ratio* comparison -92- 200839313

R1 D + F 0 4200 4.6 R2 A + F 90 9600 2.2 R3 B + F 90 9900 2.0 R4 C + F 90 9 800 2.1 R5 B + E 100 11200 2.3 R6 C + E 100 1 0500 2.4 R7 D + + F + 0 8.500 3.1 R8 AA + F 90 1 2500 2.1 * b ratio: ratio of growth pigment nanoparticle (b) in all pigment particles (% by mass) [Table 1-3] Ink pigment dispersion composition b ratio versus light resistance (color difference) G1 J + L 0 4200 3.8 G2 G + L 51 9600 2.0 G3 H + L 51 9900 1.9 G4 I + L 51 9 800 2.0 G5 H + K 100 9 800 2.1 G6 I + K 100 9900 2.2 -93- 200839313

[Table 1-4] Ink pigment dispersion composition b ratio Comparison Light resistance (color difference) B 1 N + P 0 4 200 4.8 B2 M + P 4 9600 2.1 B3 N + 0 96 9900 2.2 B4 M +〇 100 9800 2.3

[Table 1 - 2 a ] Continued Table 1 -: 2 Ink pigment dispersion average particle diameter Maximum number of 50 50 nm or more Composition (nm) Particle ratio (%) R1 D + F 48 1 37 R2 A + F 41 2 4 R3 B + F 36 2 23 R4 C + F 35 2 3 R5 B + E 35 1 0 R6 C + E 34 1 0 R7 D + + F + 38 1 3 1 R8 AA + F 25 2 4 •94- 200839313

[Table l-3a] Continued Table 1-3 Ink pigment dispersion composition Average particle diameter (nm) Maximum number of particles 50 nm or more particle ratio (%) G1 J + L 46 1 42 G2 G + L 4 2 2 11 G3 H + L 3 9 2 9 G4 I + L 39 2 10 G5 H + K 35 1 0 G6 I + K 34 1 0

[Table l-4a] Continued Table 1-4 Ink pigment dispersion composition Average particle diameter (nm) Maximum number of particles 50 nm or more Particle ratio (%) B1 N + P 50 1 42 B2 M + P 48 2 38 B3 N +〇41 2 1 B4 M +〇39 1 0 -95- 200839313 [Table 1 - 5 ] R light evaluation

The display device uses the ink RGB illuminance ratio (%) to evaluate the descriptive force spot 101 R1 G1 Β 1 110 2.0 1.5 102 R2 // // 101 4.7 4.6 103 R3 11 // 102 4.8 5.0 104 R4 !! η 101 4.7 4.8 105 R5 If η 104 4.5 1.9 106 R6 11 η 105 4.9 2.5 107 R7 η η 104 4.2 4.0 108 R8 η // 101 5.0 4.9

[Table 1 - 6 ] G-light evaluation display device uses ink RGB to evaluate illuminance ratio (%) Describe power spot 101 R1 G1 B1 108 1.3 1.9 109 // G2 // 102 4.9 4.8 110 // G3 // 102 4.9 4.9 1 1 1 // G4 // 101 5.0 4.8 112 // G5 // 109 5.0 2.4 113 // G6 // 111 4.9 2.1 -96_ 200839313

[Table 1-7] B-light evaluation display device uses ink to evaluate RGB illuminance ratio (%) Descriptive power spot 101 R1 Gi B1 109 1.5 1.2 114 // // B2 102 4.6 4.7 115 η η Β 3 102 4.8 4.8 116 If // Β 4 107 4.9 2.1 [Table 1-8] Gray light evaluation display device uses ink to evaluate RGB illuminance ratio (%) Descriptive power spot 101 R1 Gl B1 107 1.8 1.5 117 R4 G4 B3 102 5.0 5.0 118 R6 G6 B4 106 5.0 1.9 From the above results, the ink containing the growth pigment nanoparticle (b) exhibits a high contrast (refer to Tables 1-2 to 1-4 for inks R2 to 6, 8, G2 to 6, B2 to 4) ). -97-200839313 It is also known that the ink of the present invention which uses the pulverized pigment nanoparticle U) and the pigmented nanoparticle (b) to produce a liquid crystal display device exhibits excellent display performance and realizes long-term display suitability and descriptive power. And the control of the color spots (refer to the display devices 102 to 104, 108 to 111, Π 4, 115, and 117 in Tables 1-5 to 8), and the display performance with good balance can be achieved.

In particular, B-printed ink, although the content of the growth pigment nanoparticle (b) is only slightly, the display performance of the contrast and liquid crystal display device is greatly improved (ink B2). It is also known that the pigment crystal nanoparticles having a degree of drying can exhibit the above-mentioned excellent effects (inks R4, G4, B2). In the ink R7 comprising only the pulverized pigment, the pigment particles having an average particle diameter of 40 nm or less and the particle number ratio of 50 nm or more are 1% or more of the inks R3, R4, R7, R8, G3, and G4. The presentation is sufficiently contrasted, and the display characteristics are also balanced and excellent in performance (display devices 103, 104, 107, 108, 1 10, 1 1 1). Further, the average particle diameter is 30 nm or less, the particle size distribution has 2 maximal enthalpy, and the ink R8 having a particle number ratio of 50 nm or more and the number of particles of 1% or more and the liquid crystal display device 108 using the same are more contrast and description. High performance in terms of force. (Examples and Comparative Example 2) &lt;Production of color filter and liquid crystal display device using colored photosensitive resin composition> [Formation of black (K) image] The alkali-free glass substrate was washed with a UV cleaning device After that, use a detergent to scrub and wash it with ultrapure water. The substrate was stabilized by a heat treatment at 12 ° for 3 minutes. After cooling the substrate to a temperature of 23 ° C, the glass was slit-nozzle-98-200839313 by a flat nozzle at a pressure of 80. 4 MPa was sprayed to obtain a patterned image. Subsequently, ultra-pure water was sprayed at 9.8 MPa using an ultra-high pressure washing nozzle to remove the residue, and a black (K) image K was obtained, followed by heat treatment at 220 ° C for 30 minutes. &lt;κ pigment dispersion 2&gt; • Carbon black (trade name: Nipex 35, manufactured by Degussa Japan Co., Ltd.) 1 3 . 1 part by mass • Dispersant (Compound 2 below) 0.65 parts by mass • Benzo methacrylate Ester/methacrylic acid = 72/28 molar ratio

Random copolymer, molecular weight 37,000 6.72 parts by mass • Propylene glycol monomethyl ether acetate 79.53 parts by mass Η

[Preparation of Pigment Dispersion Composition] The 1,3-butanediol diacetate used in the pigment dispersion compositions C to F, I to L and Μ~Ρ prepared in Example 1 was changed to propylene glycol monomethyl ether acetate. The pigment dispersion compositions C2 to F2, 12 to L2, and M2 to Ρ2 were produced in the same manner as the ester. [Formation of Red (R) Pixels] The coloring photosensitive resin composition ' having the composition of the following Table 2-2' is formed in the substrate on which the above image is formed by the step of forming the above-described black image. Heat treated pixel R. The film thickness of the photosensitive resin layer and the pigment-100-200839313 substrate coating machine (manufactured by FAS ASIA, trade name: ^111-1600) were coated with the colored photosensitive resin of the composition shown in Table 2-1 below. Composition K2. Then, VCD (Vacuum Drying Apparatus, manufactured by Tokyo Ohka Kogyo Co., Ltd.) was used to dry a part of the solvent for 3 seconds until the coating had no fluidity, and then prebaked at 10 ° C for 3 minutes to obtain a film thickness of 2.4 /zm. The colored photosensitive resin composition layer K2 is colored. The procedure for preparing the colored photosensitive resin composition K2 is the same as that of the previous resin composition K1. [table 2-1 ]

25 parts by mass, 8.0 parts by mass, 5 parts by mass, 9.1 parts by mass, 0.002 parts by mass, 4.2 parts by mass, 0.16 parts by mass, 0.044 parts by mass, of K pigment dispersion 2, propylene glycol monomethyl ether acetate, methyl ethyl ketone binder 1, hydroquinone monomethyl ether DPHA liquid polymerization initiator A surfactant 1 has a proximity exposure machine of ultrahigh pressure mercury lamp (made by Hitachi High-Tech Electronic Engineering Co., Ltd.) in the state of erecting a substrate and a reticle (a quartz exposure reticle with an image pattern) 'The distance between the exposure mask surface and the photosensitive resin layer was set to 200/zm', and the exposure amount was 300 m:F/cm2. Next, pure water is sprayed by a shower head to uniformly wet the surface of the photosensitive resin layer K1, and then a KOH-based developing solution (KOH, containing a nonionic surfactant, trade name: CDK-1, Fujifilm electronic material ( The stock system) is at 23. 〇 -99- 200839313 The amount of application is as follows. Further, the preparation procedure of the colored photosensitive resin composition is the same as that of the above-mentioned colored photosensitive resin composition K2. Photosensitive resin film thickness U m) 1.80 Pigment coating amount (g/m2) 1.13 CPIR 254 Coating amount (g/m2) 1.08 CPIR 177 Coating amount (g/m2) 0.12 [Table 2-2] Coloring sensitivity Resin composition R21 m R Pigment dispersion V 4 5.5 parts by mass propylene glycol monomethyl ether acetate 7.6 parts by mass methyl ethyl ketone 35 parts by mass of binder 2 0.7 parts by mass DPHA liquid 4.3 parts by mass of polymerization initiator B 0.1 2 mass Part of the polymerization initiator A 0.0 5 parts by mass of morpholidine 0.01 1 part by mass of the surfactant 2 0.0 6 parts by mass &lt;R pigment dispersion V&gt; • Pigment dispersion composition D 90 parts by mass • Pigment dispersion composition F 1 0 mass &lt;Interacting Agent 2 &gt; • The following compound 1 30 parts by mass - 101 - 200839313 • Methyl ethyl ketone 70 parts by mass of compound 1 - (CH2 - CH) 4 〇 - (CH2 - CH) X - (CH2—CH)y—o=c 〇=c 0=〒

OCH2CH2CnF2n+1 0(P0)7H 0(E0)7H

X 5 5 y 2, Mw = 3 3 9 4 〇 &gt; Mw / Mn = 2. 5 5 P 〇 : propylene oxide, EO : ethylene oxide) &lt; polymerization initiator B &gt; • 2-trichloro A-(p-styrenestyryl)·1,3,4-oxadiazole [Formation of green (G) pixels] The colored photosensitive resin composition having the composition of Table 2-3 below was used to form the above In the step of black (Κ) image, the heat-treated pixel G is formed on the substrate on which the image Κ and the pixel R are formed. The film thickness of the photosensitive resin layer i# and the amount of the pigment applied were as follows. The procedure for preparing the coloring photosensitive resin composition is the same as that of the coloring photosensitive resin composition K2. Photosensitive resin film thickness (# m) 1.75 Pigment coating amount (g/m2) 2.10 CPIG 36 Coating amount (g/m2) 1.47 CPIY 150 Coating amount (g/m2) 0.63 -102- 200839313 [Table 2 3] Coloring photosensitive resin composition G21 G pigment dispersion W 43 parts by mass propylene glycol monomethyl ether acetate 29 parts by mass methyl ethyl ketone 26 parts by mass cyclohexanone 1.3 parts by mass of binder 1 2.5 parts by mass DPHA liquid 3.5 Part by mass of polymerization initiator B 0.12 parts by mass of polymerization initiator A 0.05 parts by mass of morphine trap 0.01 part by mass of surfactant 2 0.07 parts by mass

&lt;G Pigment Dispersion W&gt; • Pigment Dispersion Composition 70 parts by mass • Pigment Dispersion Composition L 30 parts by mass [Formation of Blue (B) Pixel] The composition of the colored photosensitive resin using the composition of Tables 2-4 below In the step of forming a black (K) image as described above, the heat-treated pixel B is formed on the substrate on which the image K, the pixel R, and the pixel G are formed, and the target color filter A is obtained. The film thickness of the photosensitive resin layer and the amount of the pigment applied are as follows. Further, the procedure for preparing the colored photosensitive resin composition is the same as that of the above-mentioned colored photosensitive resin -103-200839313. Photosensitive resin film thickness (# m) 1.60 Pigment coating amount (g/m2) 0.75 CPIB 15 : 6 Coating amount (g/m2) 0.705 CPIV 23 Coating amount (g/m2) 0.045 [Table 2-4] Coloring photosensitive resin composition B21 B Pigment dispersion X 23.6 parts by mass of propylene glycol monomethyl ether acetate 2 8 parts by mass of methyl ethyl ketone 26 parts by mass of binder 3 1 7 parts by mass of DPHA solution 4.0 parts by mass of polymerization initiator B 0.17 parts by mass of the morphine 0.02 parts by mass of the surfactant 2 0.06 parts by mass &lt;B pigment dispersion x&gt; • 1 page dispersion composition N 9 4 parts by mass • Pigment dispersion composition p 6 parts by mass &lt; binder 3 &gt;# $-based benzyl acrylate / methacrylic acid / methyl methacrylate = 36/22/42 molar ratio of random copolymer, molecular weight 38,000 27 parts by mass of mercapto-methyl ether acetate 73 quality Part-104- A 200839313 A color filter 20 1 is fabricated as above. On the other hand, the pigment dispersion composition used was changed to the following Table 2-5, and color filters 202 and 203 were produced for each. [Table 2-5]

R coloring photosensitive resin G coloring photosensitive resin B coloring photosensitive resin device (pigment dispersion composition) b ratio (pigment dispersion composition) b ratio (pigment dispersion composition) b ratio 201 R21 G21 B21 (D + F) (J + L) (N + P) 0% 0% 0% 202 R22 G22 B22 (C + F) (I + L) (M + P) 90% 70% 6% 203 R23 G23 B23 (C + E) (I + K) (M + 0) 100% 100% 100% [Production and evaluation of liquid crystal display device] Liquid crystal display devices 201, 20 2, and 203 were produced using color filters 201, 202, and 203, and display characteristics were evaluated. . (Formation of ITO electrode) The glass substrate on which the color filter is formed is placed on a sputtering apparatus, and after vacuum evaporation of 1 300 A thick ITO (indium tin oxide) at 100-105-200839313 ° C, at 240 The ITO was crystallized by annealing at °C for 90 minutes to form an IT0 transparent electrode. (Formation of a spacer) A spacer was formed on the IT0 transparent electrode formed as described above in the same manner as the spacer formation method described in Example 1 of JP-A-2004-2403. The liquid crystal alignment control projection was formed on the IT0 transparent electrode formed as described above by using the following coating liquid for a positive photosensitive resin layer. The only exposure, development and baking steps are as follows.

A proximity exposure machine (manufactured by Hitachi High-Tech Electronics Co., Ltd.) was placed so that the specific photomask was spaced from the surface of the photosensitive resin layer by 100/zm, and the photomask was irradiated with an energy of 150 ml/cm 2 by an ultrahigh pressure mercury lamp for adjacent exposure. Subsequently, a 2.38% aqueous solution of tetramethylammonium hydroxide was sprayed onto the substrate at 30 ° C for 30 seconds to develop the image by a shower apparatus. By removing the unnecessary portion (exposure portion) of the photosensitive resin layer, the liquid crystal display device having the liquid crystal alignment control protrusion formed by patterning the photosensitive resin layer having a desired shape on the color filter side substrate is used. Substrate. Then, the substrate for a liquid crystal display device in which the liquid crystal alignment control projections were formed was baked at 230 ° C for 30 minutes to form a cured liquid crystal alignment control projection on the substrate for a liquid crystal display device. &lt;Forming liquid formulation for positive photosensitive resin layer&gt; • Positive photoresist (FH-2413F manufactured by Fujifilm Electronic Materials Co., Ltd.) 5 3.3 parts by mass • 46.7 parts by mass of methyl ethyl ketone • MEGAFAC F- 7 80F (made by Dainippon Ink Chemical Industry Co., Ltd.) 0.04 parts by mass -106- 200839313 (Production of liquid crystal display device) Polyimine alignment is provided on the substrate for liquid crystal display device as described above.

Then, the epoxy resin sealant is printed at a position corresponding to the outer frame of the black matrix disposed around the pixel group of the color filter, and the liquid crystal for the VA VA mold is dropped, and bonded to the opposite substrate, and then bonded to the substrate. The heat treatment hardens the sealant. The liquid crystal element thus obtained was attached to both sides of a polarizing plate HLC2-2518 made of Sanritz. Next, a backlight of a three-wavelength cold cathode tube light source (FWL18EX-N manufactured by Toshiba LIGHTEC Co., Ltd.) is disposed on the back surface of the liquid crystal element provided with the polarizing plate to form a liquid crystal display device. With respect to the manufactured liquid crystal display devices 201, 202, and 203, (1) illuminance ratio, (2) descriptive power, and (3) color unevenness were evaluated as in the first embodiment. As a result, the liquid crystal display device 201 has (1) illuminance ratio, (2) description power, and (3) color difference, and the liquid crystal display device 203 has (1) illuminance ratio and (3) color difference. On the other hand, in the liquid crystal display device 202, (1) illuminance ratio, (2) drawing power, and (3) color spots are good. As a result, when the color filter is produced using the colored photosensitive resin composition, the organic pigment dispersion of the present invention can exhibit a balance between high display characteristics and high display durability. (Examples and Comparative Example 3) When the colored photosensitive resin composition K1 was produced in Example 1, the resin composition K1 was changed to the coloring photosensitive resins R2 1 , G2 1 and B 2 1 of Example 2, The photosensitive resin transfer materials R301, G301, and B301 were produced in the same manner as in the production of the photosensitive transfer material κ1. -107-200839313 [Formation of black (κ) image] The patterning off-screen portion (light-shielding partition wall pattern) was obtained by using the photosensitive resin transfer material Κ1 as in the method of Example 1. [Formation of Red (R) Pixels] The heat-treated red (R) pixel R is obtained by the same procedure as the above-described photosensitive resin transfer material Κ1 using the above-described photosensitive resin transfer material R301'. The exposure amount was 40 mJ/cm2, and the imaging of the sodium carbonate-based developing solution was 35 seconds at 35 °C. The film thickness of the photosensitive resin layer and the coating amount of the pigment (C.I.P.R. 254 and C.I.P.R. 177) are as follows. Photosensitive resin film thickness (μ m) 2.00 Pigment coating amount (g/m2) 1.00 CIPR 254 Coating amount (g/m2) 0.90 CIPR 177 Coating amount (g/m2) 〇.1〇 Then brush as above The substrate having the image K and the pixel R is formed, and after being washed with pure water, it is sent to the substrate preheating device without using the decane coupling liquid. [Formation of Green (G) Pixels] Ρ Φ The heat-treated green (G) pixel G is obtained by the same procedure as the above-described photosensitive resin transfer material R 3 0 1 using the above-mentioned photosensitive resin transfer material G 3 0 1 . The exposure amount was 40 m / cm 2 'The imaging of the sodium carbonate-based developing solution was at 34 ° C for 45 seconds. The film thickness of the photosensitive resin layer and the coating amount of the pigment (C I p. G. 36 and C.I.P.Y. 150) are as follows. Photosensitive resin film thickness U m) 2.00 Pigment coating amount (g/m2) 1.90 ' CIPG 36 Coating amount (g/m2) ! &gt;24 CIPY 150 Coating amount (g/m2) 0 6 8 -108- 200839313 The substrate on which the image Κ, the pixel R and the pixel G are formed is washed with a brush as described above, and after washing with pure water, the substrate is preheated without using a decane coupling liquid. [Formation of Blue (B) Pixel] m Μ The heat-treated blue (B) pixel B is obtained by the same procedure as the above-described photosensitive resin transfer material R301 using the above-mentioned photosensitive resin transfer material B 301. The exposure amount is only 30 m]/cm2, and the imaging system of the sodium carbonate-based developing solution is 40 seconds at 36 °C. The film thickness of the photosensitive resin layer and the coating amount of the pigment (C.lp b. 15:6 and C.I.P.V. 23) were as follows. Photosensitive resin film thickness (# m) 2.00 Pigment coating amount (g/m2) 0.76 CIPB 15 : 6 Coating amount (g/m2) 0.70 CIPV 23 Coating amount (g/m2) 0.06 Baking at 240 ° C The substrate having the pixel R, the pixel G, the pixel Β, and the image 形成 is formed, and the color filter 301 is obtained. With respect to the method of producing the color filter 30 1 described above, the colored photosensitive resins R-21, G-21, and Β-21 for producing the photosensitive resin transfer materials R301, G301, and 301 are each changed to R- 22. G-22 and Β-22 A color filter 302 is produced, and each of them is changed to R-23, G-23, and Β-23 to form a color filter 303. The liquid crystal display devices 301, 302, and 303 which were produced by using the color filters as in the first embodiment to fabricate the liquid crystal display devices 301, 302, and 303 ° were evaluated as in Example 1-109-200839313 (1) illuminance ratio, ( 2) Descriptive power, (3) stain. As a result, the liquid crystal display device 301 has (1) illuminance ratio, (2) description power, and (3) color difference, and the liquid crystal display device 303 has (1) illuminance ratio and (3) color difference. On the other hand, in the liquid crystal display device 302, (1) illuminance ratio, (2) drawing power, and (3) color spots are good. As a result, when the color filter is produced using the photosensitive resin transfer material, the organic pigment dispersion of the present invention can exhibit a balance between high display characteristics and high display durability. [Notes on the list] None. [Main component symbol description] No 0 Μ -110-

Claims (1)

200839313 X. Patent Application Range: 1. A color filter characterized in that the average particle diameter of pigment particles contained in at least one color pixel of the color filter is 40 nm or less and the particle diameter is 50 nm or more. It accounts for more than 1% of all pigment particles. 2. The color filter of claim 1, wherein the particle size distribution of the pigment particles contained in the pixel is two or more maximal. 3. A color filter according to claim 1 or 2, wherein the particle size distribution of the pigment particles contained in the pixel is extremely large at a particle diameter of 30 nm or less. 4. The color filter according to any one of claims 1 to 3, wherein among the pigment particles contained in the pixel, the number of particles having a particle diameter of 50 nm or more accounts for 5% or more of all the pigment particles. '5·- an organic pigment dispersion characterized by a mechanically pulverized pigment nanoparticle (a) containing an organic pigment block, and an organic pigment solution in which the organic pigment has been dissolved in a good solvent, and a good solvent The pigment nanoparticle (b) precipitated by mixing the solvent in which the organic pigment is a poor solvent. 6. The organic pigment dispersion according to claim 5, which contains the pigment nanoparticle (b) in an amount of 1% by mass or more based on all the pigment particles. The organic pigment dispersion according to claim 5 or 6, which contains the pigment nanoparticle (b) in an amount of 3% by mass or more and 95% by mass or less based on the total of the pigment particles. 8. The organic pigment dispersion of any one of claims 5 to 7 wherein the pigment nanoparticles U) and (b) have an average particle diameter of 4 nm or less and a particle diameter of 50 nm or more. The proportion of the particles accounts for more than 1% of the total -111-200839313 pigment particles. The organic pigment dispersion according to any one of claims 5 to 8, wherein the pigment nanoparticle (b) is a powder obtained by once removing the solvent component and redispersing the powder. The organic pigment dispersion according to any one of the items 5 to 9 wherein the pigment nanoparticle (b) is a nanoparticle obtained by coexistence of a polymer compound having a mass average molecular weight or more. Ni 1 1. The organic pigment dispersion according to any one of claims 5 to 10, wherein the polymer compound having a mass average molecular weight of 100 or more is a compound of the following general formula (1): (a ^r^r^r^ - General (1 [wherein R1 represents a linking group of (m + n) valence, R 2 form bond or a divalent linking group; A1 has a basic group selected from an acidic group, has a nitrogen atom, a urea group, an amine ester group, and has a complex a monovalent organic group of a group of a group of a terminal oxygen atom, a hydrocarbon group having 4 or more carbon atoms, an alkoxyalkyl group, an epoxy group, an isocyanate group, and a hydroxyl group, or an organic dye structure which may have a substituent Or a monovalent organic group containing a heterocyclic ring; only n A1 may be the same or different; m is the number of Tables 1 to 8, n is 2 to 9, m + n is 3 to 10; P1 is a polymer compound residue base]. The organic pigment dispersion according to any one of claims 5 to 11, which is used for a color filter having any one of blue, green and red. An inkjet ink for a color filter, which is characterized in that it is composed of an organic pigment dispersion according to any one of items 5 to 12 of the above-mentioned patent application No. 112-200839313. A colored photosensitive resin composition characterized by containing an organic pigment dispersion, a binder, and a monomer or oligomer according to any one of claims 5 to 12. A photosensitive resin transfer material characterized by being a layer having an organic pigment dispersion as disclosed in claim 14 of the patent application. A color filter characterized in that at least one of the R pixel, the G pixel, and the B image contains the organic pigment dispersion according to any one of claims 5 to 12. A color filter characterized by using the ink jet ink of claim 13 of the patent application, the colored photosensitive tree composition of claim 14 of the patent application, and the patent claim 15 It is produced by any of the photosensitive resin transfer materials. A liquid crystal display device characterized by comprising a color filter according to the first or sixth aspect of the patent application. Item of fats and fats 15 -113- 200839313 VII. Designated representative map: (1) The representative representative of the case is: None. (2) A brief description of the symbol of the representative figure: Μ . 8. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: