TWI300879B - - Google Patents

Description

1300879 玖 发明 发明 发明 发明 发明 发明 发明 发明 1300 1300 1300 1300 1300 1300 1300 1300 1300 1300 1300 1300 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料 颜料Further, the color tone (transparency, contrast) and the pigment-dispersed photoresist composition for the enamel color film excellent in smoothness of the coating film. ~ [Prior Art] The color filter is formed on the surface of a transparent substrate such as glass so that two or more kinds of fine bands (streaks) of different colors are arranged in parallel, or fine cells are arranged in a vertical and horizontal arrangement. The size of the element is a number of 1 to ι〇〇 # m such a fine shape, and the various tones are arranged neatly in a predetermined order. Various methods have been proposed for the production method of the color filter. The color filter is required to have uniformity of film thickness based on high transparency and high precision, and is sensitized by adding a sensitizing agent such as dichromic acid to an aqueous solution of a dyeable natural south molecule such as gelatin or casein. The photolithography method is used to form a pixel pattern, and the alizarin pattern is dyed to a desired color to obtain a color pattern, and the process is repeated three times to form a three-color transparent colored fine pattern, that is, a so-called dyeing method is used. Color filter. In recent years, the increase in the size of the color liquid crystal display panel and the diversification of its use have required improvements in reliability such as heat resistance and light resistance. In response to this requirement, it has replaced the use of the above-mentioned natural polymer to use active energy ray hardening such as ultraviolet rays. A photoresist composition of a resin. In the color material used for the photoresist composition for forming a color filter, the dye having excellent color resistance and heat resistance and light resistance is used instead of the dye having excellent light resistance and heat resistance of 1300879. Ball mill pulverizer, sand mill, etc. Disperser device for knives: recently due to the demand for bright colors and high firmness, and gradually began to use what is called advanced organic pigments. pigment. However, 'these advanced organic pigments are less than the other pigments because of the lack of initial fine dispersion stability, B ^ gentry and stability over time (hereinafter referred to as the material knife 1 ± ) w and w mobility (Requires very close to the fluidity of Newtonian flow), so it is difficult to obtain the vivid color tone originally, and the sedimentation or fluidity caused by agglomeration is reduced, and the smoothness of the coating film is also deteriorated. problem. When the color filter is produced by using the above-described pigment-dispersed photoresist composition, the photoresist composition is applied to a substrate or a substrate having a light-shielding layer having a desired pattern formed thereon, and dried, and then exposed (4). Apparel and fine production;: 2, the system, the benefits require a bright color, more accurate film smoothness, in order to meet the requirements of the higher organic = more fine dispersion, the above dispersion stability Sexuality, the problem is an important research topic that must be solved anyway. Use: In the solution to these problems, in view of the good dispersion of pigments, the improvement of the pigments, although the pigment dispersion effect is more or less changed, it can not solve the above problems. In addition, in the solution of the above-mentioned problem, the I+ machine to carry out the dispersibility of the machine is focused on the division, the mill, the superfine pulverizer, the sand mill, and the like. By using the collision of the media, the pigment can be dispersed, but the obtained dispersion is mixed with 1300879. In order to uniformly adsorb the resin for dispersion on the pigment, the above dispersing machine lacks such ability. .

It is difficult to obtain a fine particle size distribution dispersion, but the pigment dispersion by the high-pressure disperser is caused by the collision of the pigment dispersion liquid with the wall of the disperser (liquid-wall collision), The pigment dispersion liquid is pulverized and dispersed by impact force (liquid-liquid collision), etc., so that it has a problem that uniform dispersibility cannot be imparted to the pigment particles. Particles, in the weakly dispersed part, will produce undispersed particles, which become pigment dispersions with a broad particle size distribution. In addition, if the dispersion force of the fine particles is too strong, excessively pulverized particles will be added to the pigment particles. It is also difficult to uniformly adsorb the θ resin for pigment dispersion, and thus the pigment dispersibility and the low fluidity are not solved. As described above, even if a high-pressure disperser known in the art is used as a pigment disperser, The pigment dispersion is not sufficiently improved in terms of pigment dispersibility and fluidity as described above, and the filtration of the pigment dispersion is used. The film is dispersed with a pigment to form a photoresist composition, and a clear color tone cannot be obtained, and the problem of poor smoothness of the two films still exists. 1300879 [Summary of the Invention] The problem of the composition of the astigmatism of the astigmatism is: Eight scattered objects: for A pigment-dispersed photoresist composition having a sound == very small condition to pulverize the pigment (granules m and the resulting pigment-dispersed photoresist composition have good pigmentation and fluidity, thereby serving Color filter (transparency, contrast) is a color filter that is sharp and has a good smoothness of the coating film. - As a result of intensive studies to solve the above problems, the inventors found that a straight line having a curved portion or a curved portion is used for right use. The hole and the linear hollow member having a diameter larger than the diameter of the sharp hole are formed by the sharpness: the ceremonial machine makes a mixture containing at least a pigment, an organic solvent, and a pigment dispersant as an essential component under pressure. Lower, 卩lG (the flow rate of M_m/see passes through the orifice) and the mixture is allowed to disperse the pigment from the previously discharged mixture remaining in the orifice-pierced hollow member. The present invention has been accomplished by solving the above problems. The present invention relates to a pigment dispersion resist composition for (1)-(iv) color sheet, which contains at least a pigment dispersion, a photopolymerizable compound, and a photopolymerization initiation unit. 1. The pigment dispersion is a high-pressure emulsified product obtained by using a linear aperture having no curved portion or a bent portion and a linear hollow member having a diameter larger than that of the orifice. The pigment is selected from the group consisting of a pigment having a boiling point of 100 to 22 at normal pressure (an ester organic solvent, an ether organic solvent, an ether ester organic solvent, a ketone organic solvent, an aromatic hydrocarbon solvent, and a nitrogen-containing system). a mixture of at least an organic solvent and a pigment dispersant composed of an organic solvent is passed through the orifice at a flow rate of 1300879 100 to 1 000 m/sec under pressure, thereby causing the mixture to be sprayed from the orifice. The dispersion of the pigment is carried out by entering the previously discharged mixed liquid retained in the hollow member. Further, the photopolymerizable compound and the photopolymerization initiator for the pigment-dispersing photoresist composition for the color filter of (1) may be added before or after the pigment dispersion treatment, and may be added as necessary to form a color filter. The photopolymerizable compound of the sheet-like pigment-dispersing photoresist composition and the photopolymerization initiator may be added before or after the pigment dispersion treatment. In other words, the photopolymerizable compound and the photopolymerization initiator may be further contained in the mixture of the pigment, the organic solvent, and the pigment dispersant, and the photopolymerizable compound and the photopolymerization initiator are not added after the pigment is dispersed. The obtained color filter is a pigment-dispersed photoresist composition (either one of a photopolymerizable compound and a photopolymerization initiator is added before the dispersion treatment, and the other is added after the dispersion treatment). Furthermore, the present invention relates to a pigment-dispersing photoresist composition for a color filter (2), and a pigment dispersant containing a basic group in the pigment dispersant according to the above (1). The present invention relates to the pigment-dispersed photoresist composition for a color filter according to the above (1) or (2), wherein the mixed liquid is obtained by premixing with a non-medium type mixing device. Mixture. [Embodiment] The greatest feature of the present invention is that pigment dispersion is carried out by using a high-pressure emulsifier (aperture having a fine diameter and a hollow member having a large diameter and a large diameter). The pigment dispersion in the pigment dispersion resist composition of the color filter is sprayed from the orifice into the sharp diameter hole by the shearing action of the mixture through the orifice, and the mixing of the 1300879 liquid in the form of a jet stream. The shearing force generated between the previously discharged mixed liquid retained in the large hollow member and the retained mixed liquid (due to the speed difference) is performed, and since the mixed liquid is a low-viscosity non-compressed fluid, The generated stress is quickly transmitted to the entire mixture, and a wide range of uniform shearing action occurs in the pigment particles, so that excessive dispersion and very uniform dispersion can be efficiently performed during the time. Moreover, in the dispersion of the pigment, since the diameter of the orifice is very thinner than that of the conventional high-pressure ceremonial machine, even the non-collision type can generate sufficient stress for dispersing the pigment'. The stress to disperse the pigment can be easily controlled by adjusting the pressure of the mixture through the orifice. Therefore, even if the aggregation of the primary particles of the pigment and the breaking strength of the primary particles have respective values depending on the type of the pigment, the pigment dispersion method according to the present invention can uniformly apply the optimum dispersion according to the inherent strength thereof. (The cohesive force of the primary particles (dispersion force <-the breaking strength of the secondary particles), and also due to this feature, prevents excessive-secondary particles even for the generation of high-grade organic pigment particles and undispersed particles. Disperse the 枓 枓 成为 成为 丹 丹 丹 丹 丹 丹 丹 丹 丹 丹 丹 丹 丹 丹 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水 疏水

The poor money m is now known for its re-solubility, household remarks, and excellent properties for dispersal. a move n The inventor discovered the following facts

When the pigment dispersion of 11 1300879 obtained by the pigment dispersion method is used for the pigment dispersion resist composition for a color filter, the pigment dispersibility and fluidity are improved, the smoothness of the coating film is excellent, and the color tone is sharp. The pigment dispersion resist composition for a color filter of the present invention will be described in detail below. For the pigments (colors suitable for coloring images of red, green, blue, zero color, etc.) which can be used in the present invention, C·I· Pigment Red 19, 38, 43 having a vivid color tone and high fastness can be used. , red pigments of 88, 122, 123, 255, 149, 166, 168, 177, 178, 179, 188, 190, 207, 2〇8, 209, 216, 224, 226, 242, 254, 264; CI Pigment Blue 15 : 1 ^ 15 : 3 M5 : 4 M5 : 6 M6 , 22 , 29 , 60 , 64 blue pigments ; C · L pigment Green 7 , 10 , 36 filter color pigments ; c · j · Pigment YeU〇w 24,8,83,93,95,97,108,109,110,117,123,128,137, 138 139, 150, 153, 154, 166, 168, 180, 185 yellow pigment ;C· I· Pigment Vi〇let 19, 23, 29, 3〇, 3 卜, 88 糸 color pigment; c· I· Pigment Orange 31, 38, 40, 43, 61, 71 orange pigment ; black pigments such as carbon black. In the present invention, in order to obtain a red colored image, a green colored image, or a blue colored image, a single pigment may be used, and other pigments may be mixed: for example, in order to obtain a red colored image, a single color may be used. The red pigment can also be used for coloring with a red pigment mixed yellow pigment, a coloring pigment, etc.; in order to obtain a green coloring image, (4) a single color pigment can be used for a green pigment mixed yellow pigment, etc. Toning: 12 1300879 In order to obtain a blue-colored image, it is possible to use a blue pigment-mixed violet pigment or the like for coloring. Further, in order to obtain a more vivid color tone, it is preferable to perform the dome treatment or the salt milling treatment by a conventional method before the high-pressure emulsifier is dispersed. Further, the present invention can be used to obtain a pigment-dispersed pigment dispersant. Further, in the present invention, the testability may also be included in the pigment dispersant. It is a powder, such as those used in the past, so that it can be used without hindering the photosensitivity.

Specific examples thereof include a polyester-based polymer pigment dispersant, a test-based polymer pigment dispersant, a urethane-based polymer pigment dispersant, a pigment derivative, a cationic surfactant, and a nonionic surfactant. Ion system interface activity (4). These pigment dispersants can be used singly or in combination of two or more types. Among them, based on the viewpoint of obtaining good pigment dispersibility, it is preferred that the pigment dispersant contains an inorganic dispersant. The pigment dispersing agent containing a basic group is exemplified by an amine group of (1) a polyamine compound (for example, polyallylamine, polyvinylamine, polyethylene polyimine or the like). Or a reaction product obtained by reacting at least one of the group consisting of a polyester having a free tempering group, a polyamidamine, and a polyester decylamine; (2) N,N-dimethylamino group a reaction product obtained by reacting a low molecular amine compound such as propylamine with a polyester having a free sulfhydryl group; / (3) an isocyanate group of a polyisocyanate compound and an alcohol such as methoxypolyethyl alcohol or Polyester 13 having a hydroxyl group such as caprolactone polyester, etc. 1300879 100 mass, if the pigment is used, the amount of the pigment dispersant used in the present invention is usually 1 to 200 parts by mass, preferably 1 part by mass or less. 1 to 60 parts by mass. When the amount of the powder used is less than 1 part by mass, the pigment dispersibility is low, and if it exceeds 200 parts by mass, the development property is lowered. Further, the organic solvent usable in the present invention contains an ester-based organic solvent having a boiling point of 1 〇〇 to 22 {rc at normal pressure (1. 〇 13 x l 2 kPa), (4) an organic solvent, an ether ester-based organic solvent, At least one of a ketone organic solvent, an aromatic furnace solvent, and a nitrogen-containing organic solvent is preferable, and the organic solvent is mainly contained. Specific examples thereof include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol isopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, and propylene glycol. An ether-based organic solvent such as monomethyl ether, propylene glycol monoethyl ether, monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether or diethylene glycol decyl ether; ethylene glycol monoterpene ether acetate _ , an ether ester organic solvent such as ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate; methyl isobutyl ketone, cyclohexyl a ketone, 2-heptanone, 5-butyrolactone, etc., an organic solvent; 2 methyl propyl propionate, ethyl 2-propyl propyl propionate, 2-ethyl 3-methyl methacrylate 3-methyl-3-methoxybutylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, 3-ethoxy A vinegar-based organic solvent such as ethyl propyl propionate, ethyl ethoxyacetate, ethyl hydroxyacetate, orthoformic acid; an aromatic hydrocarbon solvent such as benzene or xylene; N-methyl D-Bilo Ketone, N, N - II The hydrazinocarbamide, n, n-dimethyl ethane acetamide, a nitrogen-containing organic solvent, and the like. These organic solvents may be used singly or in combination of two or more. Further, the organic solvent may be an organic solvent (e.g., an alcohol or the like) which dissolves or disperses the pigment dispersant in a range in which the performance of the color-dispersing photoresist composition of the color filter is not lowered. Further, the organic solvent in the pigment dispersion resist composition of the color filter is selected from the viewpoint of solubility, pigment dispersibility, and coatability, and is selected from an ether-based organic solvent having a boiling point of 100 to 220X: (4) an organic solvent or an ether. (4) At least one of the group consisting of the organic solvent, the oxime-based organic solvent, and the nitrogen-containing organic solvent is contained in an organic solvent in an amount of 5 g% by mass, particularly preferably 7 g% by mass or more. The above-mentioned boiling point of 100 to 22 generations of organic solvents, vinegar-based organic solvents, "organic solvents, (4) organic solvents, and nitrogen-containing organic solvents, based on solubility, pigment dispersibility, coating properties, etc., Ethylene glycol..., diethylene glycol methyl ethyl acetate, ethylene glycol monomethyl acetate, propylene-fermented early (10) acetate, propylene glycol monoethyl acetate -, cyclohexanone, 2 - gypsum, 2 : Ethyl propionate, ethyl 3-methyl-3-methoxybutyl propionate methoxy methoxypropionate, hydrazine; methyl mercapto methyl ester, n-amyl formate, better It is propylene glycol monoacetate acetate. A system containing two organic solvents containing a plurality of boiling point boots, when the pre-baking is carried out, 'the organic solvent cannot be sufficiently evaporated = it will remain in the dried coating film, and the X which causes the heat resistance of the dried coating film to be lowered contains many The Buddha's point is not full. The system of organic solvents of C, which is ..., is uniformly coated and has its own smearing. The photopolymerizable compound which can be utilized in the present invention is a monomer or oligomer having a photopolymerizable unsaturated bond of -1 m, in a fraction of 16 1300879.

Examples of the monomer having a photopolymerizable unsaturated bond in the sub-group include methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, acrylic acid butyl acrylate, and butyl acrylate. Acrylic acid alkyl acrylate or alkyl acrylate; benzyl methacrylate An alkoxyalkyl methacrylate such as an ester or a butoxyethyl acrylate or an acrylic acid-based calcined base, methyl acrylate N, N-dimethylaminoethyl vinegar, acrylic acid N, N - alkyl methacrylate or aminoalkyl acrylate such as dimethylaminoethyl ester; polyalkylene glycol alkyl ether such as diethylene glycol diethyl ether, triethylene glycol butyl ether or dipropylene glycol methyl ether Methacrylate or acrylate; six hexa

a methacrylate or acrylate of a polyalkylene glycol aryl ether such as a diol phenyl ether; isobornyl methacrylate or isobornyl acrylate; glycerol methacrylic acid or glycerol acrylate; methyl propylene The acid 2 is a monomer having two or more photopolymerizable unsaturated bonds in the molecule, such as 2-ethyl or ethyl 2-hydroxyethyl acrylate, and bisphenol A dimethacrylate. 4-butylene glycol dimethacrylate methacrylate, 1,3-butane diacetate methacrylate methacrylate, diethylene glycol dimethacrylate, glycerol dimethacrylate, new Pentyl glycol dimethacrylate, polyethylene glycol dimethyl propyl phthalate, poly propylene monomethyl acrylate, tetraethylene glycol dimethyl acrylate 'trimethylol propane Trimethacrylate, pentaerythritol trimethyl acrylate S, pentaerythritol tetramethylpropionic acid g, dipentaerythritol tetramethacrylate, dipentaerythritol hexamethacrylate, dipentaerythritol pentamethyl acrylate Ester, bisphenol A diacrylate, 1,4-butanediol diacrylate, hydrazine, 3 Diol diacrylate, diethylene glycol diacrylate, glycerol II 17 1300879 Propylene θ "曰, neopentyl glycol diacrylate, polyethylene glycol dimethyl vinegar, polypropylene glycol dipropylene vinegar, four Ethylene glycol diacrylic acid: dilute acid propane diacrylate vinegar, pentaerythritol triacrylate vinegar, pentaerythritol four: formula A, dipentaerythritol == a propanol vinegar, dipentaerythritol six, vinegar% penta acrylate, etc. These photopolymerizable compounds can be used in combination of two or more kinds. The photopolymerization initiator which can be utilized in the present invention is as long as possible, and may, for example, be abbreviated, ruthenium, osmium, tetraethyl-4,4, di- or 4-methoxy- 4,-Dimethylaminobiphenylene, stupid:, D-Diethyl: benzophenone, benzoin, benzoin methyl ether, stupid iso-di, m-ketone , "-hydroxyisobutylphenol, thioxanthone, chlorinated _, 1 - said cycloethyl benzene _, tributyl butyl fine, 1 - gas enthalpy, 2, Guang Er gas, 3 - gas _2-Methyl-, 2-ethyl- _ '41 醌, 1,2-benzopyrene, 1,4-diindenyl hydrazine, 2-phenylene-based, triazine-based photopolymerization initiator, etc. These photopolymerization initiators may be used singly or in combination of two or more. Further, in the pigment dispersion resist composition for a color filter of the present invention, generally, there are three resins for developmental modification, which can be used for production. At the time of the color filter, it is like a developing solution used in a processing process (especially for an animated imaging liquid). A resinous alkali-soluble resin, in particular, an alkali-soluble resin having a carboxyl group can be used. Alkali-soluble resin having carboxyl group For example, a buffer-containing unsaturated monomer such as ethyl acrylate monoacrylate may be used, and it may be selected from styrene, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, and C 1300879 enoate. Propyl ester, allyl methacrylate, benzyl acrylate, benzyl methacrylate, glycerol monoacrylic acid, glycerol methacrylate, n-phenyl maleimide, polystyrene A copolymer obtained by copolymerization of at least one of a group of a methyl methacrylate macromonomer and a polyester pigment-dispersed photoresist composition of the present invention may be suitably used as necessary. a thermal polymerization inhibitor, a pigment derivative, a pigment dispersing aid for suppressing a dark reaction such as hydroquinone, benzotriene, a tertiary butyl phthalene, or the like, and (4) a money coupling agent for improving the adhesion to a substrate or Various additives such as a titanic acid vinegar coupling agent, an ultraviolet absorber, and an antioxidant. Next, the pigment dispersion resist composition for a color filter of the present invention is obtained by using a material constituting the pigment dispersion resist composition for the color filter. Manufacturer The method of the present invention is a high-pressure liquid composed of a specific structure described later, and a mixture of a pigment, a pigment dispersant, and an organic solvent in a necessary month (hereinafter also referred to as a mixed liquid). In order to produce a pigment dispersion, first, the method will be described. In addition, the above-mentioned "Pigment Dispersion" is a mixture of at least a shoulder pigment: a pigment dispersant and an organic solvent. In the south, the dispersion obtained by the pigmentation process of the pigmentation machine can be used as a pigment. The second component contains a pigment, a pigment dispersant, and an organically soluble pigment. The high-expansion emulsifier is used for pigment dispersion treatment. In the form of a powder-dispersed photoresist group 1300879 obtained by adding a material for dispersing a color filter to a color filter, the dispersed resist group of the mixed liquid of the present invention The pigment dispersion-dispersed composition for color filter to be filtered is described as a preferred embodiment of the present invention, and the invention is not limited thereto. In other words, the pigment dispersion obtained by treating the mixed liquid obtained by mixing the other materials constituting the color filter for constituting the coloring matter with the high-pressure emulsifier is further required, and the coloring sheet is dispersed with the pigment. The material required for the photoresist composition to obtain a material-dispersed photoresist composition is also a color filter for the color filter of the present invention. The pigment-dispersing photoresist composition for a color filter, for example, may be a photopolymerizable compound and a photopolymerizable initiator which are required to constitute a desired component of the pigment-dispersing photoresist composition for a color-coded sheet, and are contained in the above-mentioned mixed solution. The pigment dispersion is carried out, and the product of the photopolymerizable compound and the photopolymerizable initiator is not added after the dispersion of the material, and the photopolymerizable compound and the photopolymerizable initiator are included in the above. The pigment dispersion is carried out in the mixed solution, and the other obtained is further added after the pigment is dispersed. In the pigment dispersing machine used for finely dispersing the pigment of the pigment dispersion of the present invention, for example, the high pressure of the pressurizing portion, the reaming hole, and the hollow member in parallel may be used as shown in FIG. Emulsifier. The still-pressure emulsifier having the configuration shown in Fig. 1 ® 2 is a preferred embodiment of the present invention, but the present invention is not limited thereto. In Fig. 1, the mixed solution stored in the mixed solution tank 1 as a dispersion-treated object is pressurized by the high-pressure pump 2, and then introduced into the dispersion chamber 3, and the processed knife-system is introduced into the storage tank 4. Examples of the above-described dispersion chamber 3 are those shown in Fig. 2. 20 1300879 The dispersing chamber of the high-pressure emulsifier of Fig. 2 is provided with a necessary structure for dispersing the three pigments of the mixed liquid injection port 7, the orifice 8 and the hollow member 9, and further includes a back pressure valve 10 and a dispersion discharge port u. In this apparatus, the mixture introduced into the mixed liquid injection port 7 by the pressure pump 2 (not shown) is passed through the orifice 8 under pressure. Further, the high-speed jet of the mixed liquid generated by the orifices 8 is ejected into the hollow member 9, and the mixed liquid is sheared due to the difference in speed from the previously mixed liquid mixture retained in the hollow member 9. Being dispersed. In order to generate a high-speed jet, the present compact emulsifier uses fine orifices in the above-mentioned orifices, and the diameter of the orifices has a diameter of about OU· OU·5 mm from the viewpoint of productivity and efficiency of the apparatus. The shape is preferably a straight shape which is not easily worn by a bent portion or a bent portion. Further, examples of the material for forming the acute hole include a diamond such as sintered diamond or single crystal diamond, a ceramic material such as alumina, yttria, and corundum, and a metal such as steel, iron, or titanium, among which It is better to use a high hardness material that is not easily worn. In order to obtain a uniform, fine pigment dispersion, the speed of the mixture passing through the orifice must be adjusted so that the mixture in the orifice and in the hollow member is subjected to the optimum stress, and the passage speed of the mixture can be utilized as an orifice. The diameter, the viscosity of the mixture, and the pressurization conditions are adjusted. Usually, when the mixed liquid passes through a linear orifice having no bent portion or meandering portion, it is set to a pressurization condition of 5 X 103 to 3 · 2 X l 〇 5 kPa, and the mixed liquid speed is 100 to 1 000 m/sec (more Suitably 400~700m/sec) is preferred. Further, in order to make the high-speed jet of the mixed liquid generated by the orifices into the hollow member of the spray 21 1300879, it is preferable that the high-speed jet can be linearly flowed into a cylindrical shape. Further, in the present invention, the hollow member may be formed by combining a plurality of units having a seal. Further, in order to generate a uniform flow in the hollow member and to generate a moderate speed difference between the mixed δ liquid and the shear stress, the diameter of the hollow hole: the diameter of the hollow structure is set to 1:2 to 5Q, more preferably 1:5~1G, and has; It is desirable to avoid high-speed jets to make a strong force against the opposite side of the hollow member. Further, the material of the hollow member is preferably not easily worn, and a ceramic material such as yttrium alumina, oxidized hammer, and corundum, or a metal such as stainless steel, iron, or titanium can be used. In the high-pressure emulsifier used in the present invention, in order to discharge the treated dispersion, it is only necessary to provide a discharge port in a certain portion of the hollow member, for example, a row may be arranged on the wall of the hollow member opposite to the orifice. The method of outlet (not shown), the method of providing a discharge port in the vicinity of the orifice side of a hollow member, FIG. 2). As shown in Fig. 2, when the mixed liquid is discharged from the dispersion discharge port 11 of the orifice 8 side, 'the direction of the high-speed jet flowing through the center portion of the hollow member and the mixture toward the dispersion discharge port ii The flow direction is opposite, the effect of the shearing is improved, and it is advantageous to disperse the high-grade organic solvent having the strong secondary particle aggregating power used in the present invention. Further, when the mixed liquid is discharged from the discharge port of the orifice 8 side, it is necessary to have a structure in which the injected mixed liquid can be discharged without being dispersed. For example, it is preferable to provide a back pressure valve to the hollow member. By applying a back pressure valve to the hollow 22 1300879 member to apply the pressure of the hollow member (referred to as back pressure), the flow rate of the mixture in the hollow member can be controlled and the dispersion force caused by the generation of minute bubbles can be prevented. The back pressure varies depending on the dispersion conditions and the boiling point of the organic solvent, but the effect is low if it is lower than lxl 〇 3 kPa, and the effect is not increased even if it is higher than 1 〇 4 kPa. The number of dispersions (through the number of orifices) in the high emulsifier of the present invention is one time or more (in the figure! The dispersion discharged from the dispersion outlet is stored in the storage tank 4 +, but may also be The mixture may be returned to the mixed solution tank to form a circulation structure, and may be appropriately selected depending on the pigment used and the dispersion conditions, and the particle diameter, particle size distribution, and the like of the pigment particles of the pigment dispersion required. / hereinafter, an example of a preferred production method for obtaining a filter and a color-dispersing composition for a color filter using the above-mentioned mixed solution and the above-mentioned high-plastic emulsifier (the structure of the structure shown in Fig. 2 in the dispersion chamber 3) is obtained. To explain.

«I. First, a mixture containing a pigment, a ruthenium solvent, and a pigment dispersant: before being dispersed by a pressure emulsifier, premixing is performed by a non-shell type disperser such as a high speed mixer or a high speed uniform machine. That is, the mixed liquid, the use, and the mixed liquid obtained by the premixing treatment by the non-丨 type dispersing machine are preferably adjusted to have a suitable viscosity, for example, IPa · s or less. This ruler/see liquid is boosted by a high-pressure pump, and the high-speed jet of sec is passed through a straight ▲-shaped orifice without a curved portion and a flow portion, and the jet of the same nozzle is back-pressured to X 1〇4 core. Preferably, the control is such that the high-speed jet is sprayed with a hollow member having a velocity of 23 1300879 against the wall facing the sharp lining. The production of the pigment dispersion is preferably carried out at 40 to 70 ° C. From the viewpoint of the wettability of the pigment and the organic solvent, the temperature is preferably on the high temperature side. However, when an organic solvent having a boiling point of 1〇0 to 22 (TC) is used, there is a concern that the fire is generated during the production, so 70 Therefore, it is preferable to carry out the fine dispersion of the pigment in a short time, without the mixing of the dispersing grooves, the medium, and the like, to obtain particles which are not excessively dispersed, the particle size distribution is concentrated, and the pigment dispersing agent is adsorbed to the fine pigment. Further, the fine dispersion of the pigment is based on the consideration of the vivid color tone of the pigment dispersion, and the average particle diameter is less than i 5 〇 nm. The dispersed enamel is guided from the dispersion discharge port to the groove. In this way The pigment dispersion obtained by dispersing the pigment may be further subjected to centrifugal separation treatment and subsequent treatment by a filter treatment to remove coarse particles. The photopolymerizable compound and light are added to the pigment dispersion which is dispersed by the above production method. The polymerization initiator and the organic solvent, the modifier resin, and various additives added as needed are then stirred and mixed. The pigment dispersion obtained by the composition of the mixture and the manufacturing method described above is subjected to uniform control of the shear force. The pigment is dispersed without excessively pulverized particles and undispersed particles, so that the pigment is uniformly dispersed until it becomes fine-sub- or near-primary particles, and the finely dispersed pigment particles do not agglomerate over time. Therefore, the dispersion stability and fluidity are extremely excellent. Above the knife, the filter and the color film of the present invention are dispersed in a photoresist composition (1) without mixing of a dispersion groove or a medium; 24 1300879 has two f: The pigment dispersion sword of the 隼r test base is adsorbed on the particles of the full coffee m) cloth (more The average particle diameter is not (8). The storage stability is improved by the improvement of the pigment dispersibility. 4) By re-solubility, pigment dispersibility, flow 'has a visible residue; catching, the result is not (5) The transparency and the silver 铋 BB aa I are good, and the color tone can be vivid, and the smoothness of the coating film is also good. [Embodiment]: Next, the present invention will be more specifically described based on the examples, and is not limited to such implementation. In the example, the injury and "%" in the present embodiment indicate "mass portion" and "% by mass", respectively. 1 ·; Adjustment of pigment dispersion with color film 1~1) Pigment dispersion for color filter Example j~6 to the table! According to the method of mixing, the organic solvent is mixed with the dispersant containing the test substance to prepare the varnish, and the pigment is further added to the pre-dispersion by the high-pressure machine, and then dispersed by the high-pressure emulsifier shown in Fig. 2 with the following = Thereafter, the particles were removed by filtration using a wave plate filter of 3, and the coarse particles were removed to obtain a pigment dispersion for coloring and coloring. The pigment dispersants A to F, the acrylic resin, and the organic solvent having the base I and the base are as follows. Moreover, the materials and dispersion conditions used are as follows. <Materials> Pigment dispersant containing basic base 25 !3〇〇879 Product name, manufactured by Abecia

(6) Pigment dispersant containing a basic group F Acrylic resin containing a basic group: Disperbyk-2001 (trade name, manufactured by Bico Chemical Co., Ltd.) Acrylic soluble resin Acrylic resin: benzyl methacrylate-methacrylic acid Copolymer (weight average molecular weight: 20000, acid value 1 〇〇) organic solvent

Propylene glycol monomethyl ether acetate (PMAC) <Dispersion conditions of high-pressure emulsifier>, Dispersion pressure: 2X 105kPa Pre-dispersed dispersion Flow rate: 6〇〇m/sec Sharp hole diameter: 0. 15mm

Hollow member shape diameter: lmm Back pressure: 7000 kPa Manufacturing temperature: 50 ° C Number of reflows: 5 times 1 to 2) Pigment dispersion for color filter Comparative Example 1 For a PMAC 771 part, a pigment dispersant containing a basic group was added. h, 12 parts of acrylic resin were mixed to prepare a varnish, and further added C. I. Pigment Yellow 150 155 parts were pre-dispersed by a high-speed mixer, and then ground and dispersed by a wet circulating mill for 10 hours, and then, 3 # pp The wave plate filter was filtered to remove coarse particles to obtain a pigment dispersion for color filter Comparative Example 1. 27 1300879 3 ) Pigment Dispersion for Color Paste Comparative Example 2, Adding a pigment dispersant containing a basic group to a PMAC 786 part and adding 12 parts of the acrylic resin, mixing it to prepare a varnish, and further adding c·I·pigment red 254 155 parts were pre-dispersed by a high-speed mixer, and then ground and dispersed in a wet cycle mill for 10 hours, and then filtered by a 3"p wave plate k filter to remove coarse particles to obtain a pigment dispersion for color filters. Example 2.

1 4) Pigment Dispersion for Color Filter Comparative Example 3, Adding a pigment dispersant A 62 containing a basic group to P771 771 parts and mixing 12 parts of an acrylic resin to prepare a varnish, and further adding C·I·pigment sheet 15 〇 155 parts were pre-dispersed by a high-speed mixer, and then dispersed in a high-pressure disperser using a nano-maxa (manufactured by Nano Mesa) under the following conditions, and then filtered using a 3 V pp wave plate filter. The coarse particles were removed to obtain a pigment dispersion for color filter Comparative Example 3. Further, the dispersion conditions are as follows. <Dispersion conditions>

Treatment pressure: 5xl 〇 7Pa Number of treatments: 5 times 1 to 5) Pigment dispersion for color filter Comparative Example 4 For PMAC 786 parts, add 47 parts of pigment dispersant containing basic group, 12 parts of acrylic acid tree The mixture was mixed to prepare a varnish, and further, 155 parts of CI Pigment Red 254 was added and pre-dispersed by a high-speed stirrer, and then dispersed using a nano-male (manufactured by Nano Mesa 51) as a high-pressure disperser under the following conditions. Filtration was carried out by a 3&quot;p wave plate filter to remove the coarse particles in 28 1300 879 to obtain a pigment dispersion for color filter Comparative Example 4. Further, the dispersion conditions are as follows. <Dispersion conditions> Treatment pressure: 5 X 107Pa Number of treatments: 5 times 2·Pigment dispersion resist composition for color filter Examples 1 to 6 and Comparative Examples 1 to 4 For Examples 1 to 6 and Comparative Example 4 For each of the color filter pigments, 43 parts of the pigment dispersion, 6 parts of the acrylic resin, 2.8 of the dipentaerythritol hexaacrylate, the photopolymerization initiator 9·9 parts, and the PMAC 46·5 parts were mixed, and the obtained Example 1 was obtained. 6. The color filter of Comparative Examples 1 to 4 was a pigment dispersion resist composition. 3. Pigment Dispersion (Example 7), Pigment Dispersion Photoresist Composition for Color Filter (Example 7) (The pigment dispersion of Example 7 is also the pigment dispersion resist composition for enamel film of Example 7 For the PMAC 786 injury, add 47 parts of the pigment dispersant ε containing the test group and 12 parts of the acrylic resin, and mix it to prepare a varnish. Further, add 155 parts of C. I·Pigment Red 254 to pre-disperse with a high-speed mixer. Next, 60 parts of acrylic resin, 28 parts of dipentaerythritol hexamethylene citrate, 9 parts of photopolymerization initiator, and 465 parts of PMAC were added to the pre-dispersion of 4 3 parts, and the pressure emulsification shown in FIG. 2 was carried out. After the machine was dispersed under the following conditions, the coarse particles were removed by filtration using a 3 #ρρ wave plate filter, and the pigment dispersion of Example 7 was also obtained. The color filter of Example 7 was also composed of 29 1300879 astigmatism. Things. <Dispersion conditions of high-pressure emulsifier> Dispersion pressure: 2x 105kPa Pre-dispersed dispersion flow rate: 600m/sec. Angular hole diameter: 0. 15mm Hollow member shape diameter: 1 mm Back pressure: 7000kPa

Manufacturing temperature: 5 (TC number of reflows: 5 times 4 · Comparative Example 5 1 - 3) Pigment-dispersed photoresist composition for color filter Comparative Example 5 Same as modulation of Comparative Example 2 with pigment dispersion for enamel color, for PMAC 786 parts of a pigment dispersant e containing a basic group was added, and a propylene mill was used for 10 hours of grinding and dispersion. After that, 60 parts of a propionate resin, dipentaerythritol: 9 parts of a starter, 465 parts of PMAC, and 12 parts of a resin, were mixed to prepare a varnish, and further added c. 颜料. Pigment Red 254 155 parts with a high speed mixer After pre-dispersion, 'add 438 parts to the dispersion in a wet cycle

Comparative Example 5 of the bulk. 5. Evaluation method, and the pigment dispersion for Example 7 and the comparative example was evaluated for the pigment dispersion of the pigment of Example 6 and Comparative Example 1 to 4 by the pigment dispersion 30 1300879 photoresist composition. . For the pigment dispersions of Examples 1 to 6 and Comparative Examples], the pigment dispersions of Examples 4 to 4 and the color filters of Comparative Example 5 were used for eight.

^ ^ ^ The neck-and-split photoresist composition was evaluated by measuring the viscosity at 25 ° C using an R-type viscometer. s or less s or more A: viscosity is 3. OX l (T2Pa · c : viscosity is 3. 0xl (T2Pa · m stability)

For the pigment dispersion of Example 6, Comparative Example 4, and the pigment dispersion resist composition for the color filter of Example 7 and Comparative Example 5, the reduction of the diaphragm muscle was carried out using the r-type viscometer, and the ☆ batch was stored for 7 days. The viscosity of the muscle was evaluated by its rate of increase. A: 1 · 5 times or less B: 1 · 5 to 2 times c: more than 2 times the effect of the device. The pigment dispersions of Examples 1 to 6 and Comparative Examples 1 to 4 and Example 7 In the color filter of Comparative Example 5, the pigment-dispersed photoresist composition was evaluated by using a 3" ΡΡ wave plate transition fasting to increase the pressure when it was filtered. A: No pressure riser C: Pressure riser selected: The color filter of each of the color filters of Examples 1 to 7 and Comparative Examples 1 to 5 was applied onto a glass substrate for a color filter by spin coating, and dried at 100 31 1300 879 '°°c. After 3 minutes, a red coating film was obtained. Secondly, each of the unexposed coatings was exposed to a high-pressure mercury lamp through a reticle with an exposure of 3 〇〇mJ/cm 2 of ultraviolet light, and then baked at 230 ° C for 20 minutes. Bake to obtain a coating film. Then, the substrate on which the coating film is formed is placed between the two deflecting plates, and the brightness (vertical brightness) when the deflection axis of the deflecting plate is parallel is perpendicular to the deflection axis (vertical brightness) ) ratio (brightness ratio = parallel brightness / vertical brightness) is measured and used as a comparison Coating film smoothness Each of the color filters of Examples 1 to 7 and Comparative Example 5 was applied onto a glass substrate for a color filter by spin coating, and then the coating film was observed with a microscope. The state of the surface was evaluated. A: No appearance of coarse particles was observed C: Confirmation of occurrence of coarse particles Table 1 Dispersion for discoloration tablets Example 1 Example 2 Example 3 Example 4 Example 5 Example T咼-grade organic pigments [I·Pigment Yellow 150 15.5 — I — — — cl Pigment Blue 15 : 06 — 15.5 I — — — CI Pigment Red 177 —15.5 — — — CI 顾红红254 — — — 15.5 15.5 — CI Pigment Red 207 One-to-one — 15.5 Pigment Dispersant Containing Basic Base A: (Sols Pass 24000GR) 6.2 — B : (Sols Pass 17000) — 3.9 — — — — C : (Disperbyk- 161) _ — 3.1 — — — D : (EFKA-46) — — — 3.9 — — E : (Sols Pass 20000) — — — — 4.7 — F : (Disperbyk-2001) — — — — — 3.9 Solvent PMAC 77.1 79.4 80.2 79.4 78.6 79.4 — Solubility Acrylic resin 1.2 1.2 1.2 1.2 1.2 1.2 Total 100.0 100.0 100.0 100.0 100.0 100.0 m 32 1300879 Table 2

Face 1 _!|1 _3 ‘ mmi2 face! 13 face J4 mm\5 t lion! 12 t_4 Qing J6 pigment dispersion fluidity AAA κ AAAAAA stability by time ACBAAAAAA filter ACC 』 k AAACCA photoresist composition contrast 1400 1000 1100 ' m 900 873 850 720 775 760 coating Smoothness ACC" κ AAACCA Table 3 Evaluation Comparative Example 5 Example 7 Pigment Dispersion Resistive Composition Fluidity AA Time Stability AA Filterability CA Contrast 720 860 Film Smoothness CA Industrial Applicability As described above, The pigment dispersion for a color filter of the present invention is finely pulverized (the particle size distribution is also concentrated) in a state in which excessive dispersion is rarely generated, so that the pigment dispersibility and fluidity are good, and as a result, In the color filter for a color filter, the pigment dispersion resist composition for a color filter can form a color image excellent in color tone (transparency, contrast) and smoothness of a coating film. BRIEF DESCRIPTION OF THE DRAWINGS (I) Schematic portion Fig. 1 is a schematic view showing an example of a high-pressure emulsion 33 1300879 machine used in the production of the dispersion of the present invention. Fig. 2 is a schematic view showing an example of a dispersion chamber of a high-pressure emulsifier used in the production of the dispersion of the present invention. (2) Component symbol

1 Mixing tank 2 High pressure pump 3 Dispersing chamber 4 Storage tank 5 Mixed liquid 6 Dispersion 7 Mixed liquid injection port 8 Sharp hole 9 Hollow member 10 Back pressure valve 11 Dispersion discharge port 34

Claims (1)

1300879 ΊδΓΤττδ—- 月月日修(更)本本,专利 patent scope: 1. A method for producing a pigment-dispersed photoresist composition for color filters, which is used for producing at least a pigment dispersion, a photopolymerizable compound, and A pigment dispersion resist composition for a color filter of a photopolymerization initiator; characterized in that the pigment dispersion is produced by using a linear shape having no bend or a bent portion under the condition of "sweet" A high-pressure emulsifier having a sharp hole and a linear hollow member which is connected to the sharp hole and has a larger diameter than the sharp hole, so that the pigment is contained, and the boiling point is 1 〇〇 22 22 a mixture of at least one organic solvent and a pigment dispersant of a solvent, an ether-based organic solvent, an ether ester-based organic solvent, a ketone-based organic solvent, an aromatic hydrocarbon solvent, and a nitrogen-containing organic solvent After passing through the orifice at a flow rate of 100 to 100 〇m/sec under pressure, the mixture is sprayed from the orifice into the previously discharged mixture retained in the hollow member. Dispersion of the material; the pigment dispersant contains a basic group, and is at least one selected from the group consisting of the following components: (1) the amine group of the polyamine compound and/or the imine group and the optional φ a reaction product obtained by reacting at least a mixture of a carboxyl group-containing polyester, a polyamidamine, and a polyester decylamine, (2) a reaction product obtained by reacting a low molecular amine compound with a polyester having a free carboxyl group; (3) The isocyanate group of the polyisocyanate compound is sequentially ordered and the alcohol or the polyester having one hydroxyl group, the compound having 2 to 3 isocyanate-reactive functional groups, and the isocyanate-reactive functional group and the third-order 35 1300879 A reaction product obtained by reacting an aliphatic or heterocyclic hydrocarbon of an amine group; (4) a reaction product obtained by adding a polyether chain to a low molecular amine compound; (5) a compound having an isocyanate group and having a reaction product obtained by reacting an amine-based compound; (6) reacting a ruthenium polyepoxide with a linear polymer having a free carboxyl group and an organic amine compound having a 2-stage amine group a reaction product to be obtained; (7) a reaction product obtained by reacting a polycarbonate compound having a functional group reactive with an amine group at a single terminal with a polyamine compound; and (8) from a mercapto acrylate or C a copolymer of at least one of phthalic acid esters, at least one of a basic group-containing polymerizable monomer, and at least one of other polymerizable monomers. 2. Color filter as in claim 1 A method for producing a pigment dispersion-dispersing composition for a sheet, wherein the pigment dispersant is a pigment dispersant containing at least one selected from the group consisting of: (1) a poly(lower alkylene) a reaction product obtained by reacting an imide with a polyester having a free carboxyl group; (2) a reaction product obtained by reacting a low molecular amine compound with a polyester having a free carboxyl group; (3) an isocyanate group of a polyisocyanate compound And a compound having 1 mercapto group, a compound having 2 to 3 isocyanate reactive groups, and an aliphatic or heterocyclic hydrocarbon having an isocyanate-reactive functional group and a tertiary amino group The resulting reaction product of the reaction; (4) a low molecular weight polyether adduct of an amine compound; ^ and 13008794 (5) comprising Hay propionic acid resin substrate of inspection. 3. The method for producing a pigment-dispersed photoresist composition for a color filter according to the first or second aspect of the invention, wherein the mixed liquid is a mixed liquid obtained by premixing a non-media type mixing device. Pick up, circle: like the next page 37