JP4828275B2 - Light-shielding resin composition for color filter and color filter - Google Patents

Description

  The present invention relates to a light-shielding resin composition for a color filter for production of a color filter for use in a liquid crystal display or the like that can form a coating film with a liquid-saving coating device such as a slit coater and the like. This relates to a color filter.

  Color filters are widely used for the purpose of colorization of liquid crystal displays and the like, and are generally used in a form in which pixels of the three primary colors of red, green, and blue are arranged in a mosaic pattern. In order to ensure the contrast of the display image, a method of forming a light-shielding grid (hereinafter referred to as a black matrix) between pixels of the three primary colors of red, green, and blue is used. As a method for producing the black matrix of this color filter, a pigment dispersion method and a vapor deposition method are known. Among them, a light shielding resin composition in which a pigment is dispersed in a photosensitive resin composition (hereinafter referred to as a light shielding resist). A pigment dispersion method is widely used in which a black matrix is produced by photolithography using an ink or a black resist ink. The reason is that a fine image can be accurately formed by photolithography, and the pigment used as the light shielding material is excellent in light resistance, heat resistance and solvent resistance.

  The black dispersion ink for the pigment dispersion method generally contains a pigment, a photosensitive resin, a photopolymerization initiator, and a solvent. Here, the solvent is a main component that functions as a solvent for dissolving the photosensitive resin and the photopolymerization initiator and also functions as a dispersion medium for dispersing the pigment. Furthermore, since the solvent greatly contributes to the coating property (viscoelasticity, spreadability, wettability, smoothness, drying property, etc.) and storage stability of the black resist ink, its selection is very important.

  Therefore, various solvents have been studied and used so far. For example, Patent Document 1 discloses ethers and esters as solvents that can be suitably used for color resist inks. As specific examples, propylene glycol monomethyl ether acetate is disclosed for ethers, and ethyl 3-ethoxypropionate is disclosed for esters. By combining these solvents, flatness in a liquid-saving coating apparatus is disclosed. Is secured. However, the combination of these solvents must simultaneously satisfy the dispersibility of a black pigment having a solid content of 45% or more, and the solubility of an acrylic photosensitive resin having a solid content of 8% or more and a large amount of a photopolymerization initiator. However, there is a problem that the high light-shielding resist ink that is required to have sufficient solubility, pigment dispersibility, and storage stability.

JP 2005-49828 A

  On the other hand, surfactants are widely used as additives for black resist inks. For example, Patent Document 1 discloses a silicone-based surfactant and a fluorine-based surfactant. Since surfactants have a great effect on the application properties of black resist inks, the selection of surfactants is very important in the same way as the choice of solvent. Realization of excellent coating properties has been studied.

  As a problem when applying a resist ink to a glass substrate in a liquid-saving coating apparatus, it is required that the head as a discharge portion is not easily dried and that there is no stickiness after the coating film is dried. For this purpose, the drying speed of the resist ink needs to be within an appropriate range.

  The present invention has been made in view of such drawbacks of the prior art. The flatness of a highly light-shielding resist ink at the time of a liquid-saving coating device, the drying prevention of the discharge unit of the liquid-saving coating device, the coating It aims at providing the light-shielding resin composition for color filters excellent in the drying property of a process board | substrate, solid content solubility, and storage stability, and a color filter formed using this.

  As a result of studies to solve the above problems, the present inventors have found that a light-shielding resin for a color filter used in a coating apparatus in which a combination of a solvent having a specific structure and a surfactant having a specific property is compatible with liquid-saving The present invention was completed by finding it suitable for a composition.

That is, the present invention contains 80 to 90% by weight of a solvent, 8 to 35% by weight of an acrylic photosensitive resin, 45 to 65% by weight of a black pigment, and an HLB value of 8 with respect to the solid content excluding the solvent. 0.003-0.02% by weight of the following silicon surfactant or 0.1-1.0% by weight of a fluorosurfactant having an HLB value of 8 or less and a photopolymerization initiator, In the resin composition having a viscosity of 1.0 to 10.0 mPa · s, 30 to 40 wt.% Of a solvent having a propylene glycol skeleton in the molecule and having one acetoxy group as a first solvent with respect to all solvents. %, Propylene glycol diacetate as the second solvent is 0 to 25% by weight, the solvent as the third solvent is 20 to 50% by weight of the solvent having a 3-ethoxypropionic acid structure, and the fourth solvent has one carbonyl group A color filter light-shielding resin composition characterized by containing the cyclic compound 10 to 30 wt%. Here, the first solvent is propylene glycol monomethyl ether acetate or propylene glycol monoethyl ether acetate.

  Here, the first solvent has a propylene glycol skeleton, or the boiling point at normal pressure of the first solvent is 140 to 180 ° C., and the boiling point at normal pressure of the third solvent is 160 to 190 ° C. When the temperature of the fourth solvent satisfies at least one of the boiling points of 160 ° C. to 190 ° C. at a normal pressure of the fourth solvent, a better light-shielding resin composition for a color filter is obtained.

Moreover, this invention is a color filter which has the cured film of said light-shielding resin composition for color filters.
Hereinafter, the present invention will be described in detail.

  The light-shielding resin composition for a color filter of the present invention (hereinafter also referred to as a light-shielding resin composition) contains 80 to 90% by weight of a solvent and 10 to 20% by weight of a solid content excluding the solvent. Here, the solid content excluding the solvent is a component remaining after curing, and includes a liquid substance such as a monomer or a liquid surfactant.

  The light-shielding resin composition of the present invention has a viscosity at ordinary temperature (25 ° C.) of 1.0 to 10.0 mPa · s, preferably 2.0 to 7.0 mPa · s, more preferably 3.0 to 6.0 mPa. -S. If the viscosity is out of the above range, it is difficult to apply with a certain film thickness because the viscosity is too high or too low, and defects such as streaks, unevenness, chatter and repellency will occur on the coated surface. It is easy and good applicability cannot be obtained. The viscosity may be measured with a commercially available viscometer, but it is suitable to use a rotary viscometer such as a B-type viscometer or an E-type viscometer.

  The light-shielding resin composition for a color filter of the present invention contains 80 to 90% by weight of a solvent, and more preferably contains 82 to 86% by weight of a solvent in order to obtain a viscosity in the above range.

  The light-shielding resin composition for a color filter of the present invention contains a first solvent, a third solvent, and a fourth solvent as a solvent, but preferably also contains a second solvent.

The first solvent is a solvent having one acetoxy group (CH ₃ COO—) in the molecule. This first solvent is preferably a solvent having a propylene glycol skeleton represented by —OCH ₂ CH (CH ₃ ) O—. Here, the oxygen atom of the propylene glycol skeleton can be a part of the ester bond of the acetoxy group, but an ether bond or the like may be formed by condensation between the propylene glycol skeletons or condensation with other alcohols. Alternatively, it may be bonded to a hydrogen atom and exist as a terminal hydroxyl group. The first solvent preferably has a boiling point of 140 ° C. to 180 ° C. at normal pressure.

  Examples of the first solvent include alkyl acetate, aryl acetate, aralkyl acetate, ethylene glycol monoalkyl ether acetate, diethylene glycol monoalkyl ether acetate, propylene glycol monoalkyl ether acetate, dipropylene glycol monoalkyl ether acetate, alkoxybutyl acetate, alkyl Examples include acetates of monohydric alcohols such as alkoxybutyl acetate, but propylene glycol monoalkyl ether acetate, dipropylene glycol monoalkyl ether acetate and the like are preferable because they have a propylene glycol skeleton.

  The second solvent is propylene glycol diacetate.

The third solvent is a solvent having a 3-ethoxypropionic acid structure represented by CH ₃ CH ₂ OCH ₂ CH ₂ —COO— in the molecule. Here, the solvent having a 3-ethoxypropionic acid structure is preferably a compound represented by CH ₃ CH ₂ OCH ₂ CH ₂ —COO—R. Here, R is preferably an alkyl group having 1 to 5 carbon atoms. The third solvent preferably has a boiling point of 160 ° C. to 190 ° C. at normal pressure.

  Examples of the third solvent include methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, propyl 3-ethoxypropionate, and butyl 3-ethoxypropionate, and ethyl 3-ethoxypropionate is preferred.

  The fourth solvent is a solvent composed of an alicyclic compound having a carbonyl group (C═O) in the molecule. Preferably, it is a C4-C7 alicyclic carbonyl group containing compound. The fourth solvent preferably has a boiling point of 160 ° C. to 190 ° C. at normal pressure.

  Examples of the fourth solvent include 2-heptanone, 3-heptanone, cyclopentanone, cyclohexanone and the like, and cyclohexanone is preferable.

  The reason why a structure having an acetoxy group is selected as the first solvent is that a boiling point and a solubility parameter suitable for the resin composition can be obtained, and a variation in structure can be obtained by selecting monovalent and dihydric alcohols as raw materials. And relatively inexpensive and economical. Moreover, the reason why the structure having a propylene glycol skeleton is preferable is that, in addition to the above reasons, there is little concern about adverse environmental effects.

  The reason why propylene glycol diacetate is selected as the second solvent is not only excellent in dispersibility of the black pigment in the resin composition, but also has a high boiling point of 190 ° C. at normal pressure. In order to prevent the head, which is the resist ink discharge portion, from being easily dried, it is effective for continuous coating on the substrate.

  The reason why a solvent having a 3-ethoxypropionic acid structure in the molecule is selected as the third solvent is that the boiling point at normal pressure is 170 ° C., and the head is the resist ink ejection part in the liquid-saving coating device. Not only that, it is effective to reduce drying unevenness by adjusting the drying speed of the coating film within an appropriate range.

  The reason why a structure having a carbonyl group is selected as the fourth solvent lies in the high solubility of the solid content. In the light-shielding resin composition, the proportion of the black pigment in the solid content in the resin composition increases in proportion to the high light-shielding property, so that the photosensitivity of the photopolymerization initiator in photolithography is proportional to the decrease. As a result, the ability to form a lattice pattern also decreases. In order to ensure the ability to form a lattice pattern, it is generally necessary to increase the proportion of the photopolymerization initiator having a low solvent solubility in the solid content, so a solvent having a high solid content solubility is included in the composition. Must be included. In the high light-shielding resin composition, a large amount of dispersibility of a black pigment having a solid content of 45% or more, an acrylic photosensitive resin having a solid content of 8% or more, and a photopolymerization initiator having a solid content of 5% or more. Although it is desired that the solid content is contained, ethyl 3-ethoxypropionate used in a liquid-saving coating apparatus cannot sufficiently dissolve these, and therefore a highly soluble solvent containing a carbonyl group is used. It is mentioned that it is essential.

  The boiling point of the solvent is preferably within a certain range, and the range may be different for the first solvent, the second solvent, the third solvent, and the fourth solvent. In addition, although the above-mentioned range is preferable for the boiling range of a solvent, it does not prevent that each solvent is a mixed solvent consisting of a plurality of compounds. The boiling point range is closely related to the drying property of the coating film, and when the boiling point is outside the above range, the drying property is too high or too low, and it is difficult to obtain good coatability. The reason why the first solvent, the second solvent, the third solvent, and the fourth solvent preferably have different boiling points is that the drying speed of the coating film is adjusted within an appropriate range to reduce drying unevenness. It is in.

  Examples of specific solvents satisfying the above boiling point include butyl acetate (126 ° C.), ethylene glycol monomethyl ether acetate (145 ° C.), ethylene glycol monoethyl ether acetate (156 ° C.), propylene glycol monomethyl as the first solvent. Examples include ether acetate (146 ° C.), propylene glycol monoethyl ether acetate (158 ° C.), 3-methoxybutyl acetate (171 ° C.), cyclohexanol acetate (173 ° C.) and the like, and ethylene glycol diacetate (186) as the second solvent. ° C), propylene glycol diacetate (190 ° C), 1,3-butylene glycol diacetate (232 ° C) and the like, but are not limited thereto.

The content of each solvent in the entire solvent, the first solvent is 30-40 wt%, the second solvent is 0-25 wt%, the third solvent of 20 to 50 wt%, the fourth solvent is 10 to 30 wt% And the second solvent may not be contained. Preferably, the first solvent is 30 to 40% by weight, the second solvent is 5 to 20% by weight, the third solvent is 35 to 45% by weight, and the fourth solvent is 10 to 30% by weight. The content of each solvent in the total solvent of the first solvent to the fourth solvent is 70 to 100% by weight, preferably 80 to 100% by weight. In the case of less than 100% by weight, other solvents can be used as long as the effects of the present invention are not impaired.

Examples of other solvents include ester solvents, ether solvents, alcohol solvents, ketone solvents, aliphatic solvents, aromatic solvents, nitrogen-containing solvents, sulfur-containing solvents, and the like. Of these, ester solvents, ether solvents, and alcohol solvents are preferred. These may be used alone or in combination of two or more. Moreover, it is preferable that the boiling point in the normal pressure of another solvent is 120-240 degreeC, and it is preferable that the value of a solubility parameter is 8.0-11.0 (cal / cm < ² >) ^0.5 . Other solvents can be used to finely adjust the coating properties and storage stability of the light-shielding resin composition.

  In the light-shielding resin composition of the present invention, the reason why a plurality of solvents are used in combination is that the applicability and storage stability of the resin composition are easily adjusted to a better result than when only one kind of solvent is used. Is easily obtained. Furthermore, by selecting a structure having one acetoxy group as the first solvent and a structure having two acetoxy groups as the second solvent, the coating properties and storage stability of the color filter resin composition are extremely good. It becomes.

  The light-shielding resin composition for a color filter of the present invention contains a solid content excluding a solvent. The solid content includes a black pigment, a photosensitive resin, a surfactant, a photopolymerization initiator, and the like as a colorant.

  As the surfactant, 0.003 to 0.02% by weight of a silicon surfactant having an HLB value of 8 or less, or 0.1 to 1.0% by weight of a fluorosurfactant having an HLB value of 8 or less. To do. Here, a surfactant having an HLB value of 6 or less, which is an index of hydrophilic / lipophilic balance, is mainly used as an antifoaming agent or a w / o emulsion emulsifier because of its high lipophilicity. Is used as an applicator for improving the light-shielding resin composition, and good results can be obtained particularly in combination with the first solvent, the second solvent, the third solvent and the fourth solvent. The structure of the surfactant includes a silicone type and a fluorine type, but is not particularly limited as long as the HLB value is 8 or less, and a known surfactant can be used. The content of the surfactant is 0.003 to 0.01% by weight in the case of a silicon-based surfactant and 0.1 to 0 in the case of a fluorine-based surfactant in consideration of the balance between effect and economic efficiency. It is preferably 5% by weight.

  Specific examples of the silicon surfactant include SH3749, SH3772M, SH3773M, SH3775M, SS-2803, and SS-2805, which are copolymers of dimethylsilicone and polyoxyalkylene (all trade names, manufactured by Toray Dow Corning) ), FZ-2122 and FZ-2123 (both trade names, manufactured by Toray Dow Corning), which are copolymers of dimethylsiloxane and polyoxyalkylene. However, it is not limited to these as long as the HLB value is 8 or less.

  Specific examples of the fluorosurfactant include Megafac (trade name) F-470 having a perfluoroalkyl group, Fluorinert (trade name) FC-430 (manufactured by Dainippon Ink & Chemicals, Inc.), and the like. However, it is not limited to these as long as the HLB value is 8 or less.

  As a black pigment, there is a colorant composed of a single pigment or a plurality of pigments and dyes. In the present invention, at least a part of the colorant, which is a pigment and exhibits black color or light shielding property as a whole, is called a black pigment. As the black pigment, known pigments, dyes, and the like can be used. In particular, an organic pigment is preferably used, and carbon black is more preferable. These should just be selected according to the target light-shielding property, and the 1 type (s) or 2 or more types can be used together. The blending amount of the black pigment may be determined in accordance with the intended saturation of each primary color, but is 45 to 60% by weight in the solid content of the light-shielding resin composition.

  The acrylic photosensitive resin is selected from at least one of an acrylic photopolymerizable resin, a photopolymerizable monomer or a photopolymerizable oligomer, as long as it becomes a resin in a cured state, In an uncured state, it may contain only components that are not resinated, such as monomers and oligomers. As the acrylic photosensitive resin, any of known photopolymerizable resins, photopolymerizable monomers and photopolymerizable oligomers having one or more (meth) acrylate groups can be preferably used. For example, trimethylolpropane tri ( (Meth) acrylates such as (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, bisphenol A type epoxy di (meth) acrylate, bisphenol F type epoxy di (meth) acrylate, bisphenol Examples include (meth) acrylic acid epoxy esters such as fluorene type epoxy di (meth) acrylate. In addition, the main chain or side chain of vinyl resin ((meth) acrylic acid (co) polymer, maleic acid (co) polymer etc.), polyester resin, polyamide resin, polyimide resin, polyurethane resin, polyether resin ( Examples thereof include resins introduced with a (meth) acryloyl group. These may be used alone or in combination of two or more. These photosensitive resins preferably have an alkali-soluble functional group such as a carboxyl group or a phenolic hydroxyl group in the structure for the purpose of enhancing alkali developability. Among these acrylic photosensitive resins, bisphenolfluorene-type epoxy di (meth) acrylate obtained by reacting (meth) acrylic acid with bisphenolfluorene-type diepoxy or an acid adduct thereof is preferable. The blending amount of these acrylic photosensitive resins is 8 to 35% by weight, preferably 10 to 35% by weight, based on the solid content of the light-shielding resin composition for color filters.

  As the photopolymerization initiator, any known photopolymerization initiator can be preferably used. For example, acetophenones, benzophenones, benzoin ethers, α-aminoalkylphenones, oxime esters, triazines, Examples thereof include organic peroxides, thioxanthones, phosphorus compounds, and biimidazoles. These may be selected as appropriate according to the exposure sensitivity of the color filter resin composition, and may be used alone or in combination of two or more. Although the compounding quantity of these photoinitiators is not specifically limited, It is preferable that it is 3 to 15 weight% in solid content of the light-shielding resin composition for color filters, and it is 5 to 12 weight% Is more preferable.

  In the light-shielding resin composition for a color filter of the present invention, a dispersant can be blended for the purpose of stably dispersing a colorant such as a pigment. Here, the dispersant is not particularly limited as long as it is commercially available as a dispersant, a dispersion accelerator, or the like, or an equivalent product thereof. Molecular dispersants, nonionic polymer dispersants and the like can be mentioned, and cationic polymer dispersants disclosed in JP-A-9-169821 are particularly preferable. Although the compounding quantity of these dispersing agents is not specifically limited, It is preferable that it is 3-23 weight% in the solid content of a resin composition, and it is more preferable that it is 4-20 weight%. Further, the blending amount of the dispersant is preferably 10 to 100% by weight, more preferably 12 to 40% by weight with respect to the colorant from the viewpoint of dispersion stability. High viscosity substances such as resins generally have an action of stabilizing the dispersion, but those not having the ability to promote dispersion are not treated as dispersants. However, it is not limited to use for the purpose of stabilizing dispersion.

  A non-photosensitive resin (binder resin) may be added to the light-shielding resin composition for color filters of the present invention for the purpose of improving light resistance, heat resistance, solvent resistance, dispersion stability, developability, and the like. it can. Non-photosensitive resins include vinyl resins ((meth) acrylic acid (co) polymers, maleic acid (co) polymers, etc.), polyester resins, polyamide resins, polyimide resins, polyurethane resins, polyether resins, epoxy resins. Have alkali-soluble functional groups such as carboxyl groups and phenolic hydroxyl groups in the structure, have alkali developability, and have reactive functional groups such as glycidyl groups and isocyanate groups. Those having thermosetting properties are preferred. These may be used alone or in combination of two or more. The blending amount of these non-photosensitive resins is not particularly limited, but is preferably 0 to 20% by weight and more preferably 1 to 10% by weight in the solid content of the light-shielding resin composition. preferable.

  If necessary, additives such as a silane coupling agent, a viscosity modifier, a wetting agent, an antifoaming agent, and an antioxidant can be added to the light-shielding resin composition for color filters of the present invention. Although the compounding quantity of these additives is not specifically limited, It is preferable that it is 0-5 weight% in solid content of a resin composition, and it is more preferable that it is 0-2 weight%.

  The production method of the light-shielding resin composition for a color filter of the present invention is not particularly limited, but a black pigment dispersion in which a colorant such as a pigment is dispersed in a solvent (preferably using a dispersant) is prepared in advance. A method of producing a light-shielding resin composition by blending a photosensitive resin, a photopolymerization initiator, and other components added as necessary is advantageous. In addition, there is a method for producing a light-shielding resin composition for a color filter by dispersing a coloring material in a photosensitive composition in which a photosensitive resin or the like is dissolved in a solvent, but the former is in terms of stability of the resin composition. This method is preferred.

  As a method for producing a black pigment dispersion, a known method can be used, and examples thereof include a dispersion treatment using a kneader, an attritor, a roll mill, a bead mill, a paint shaker, a disperser, and the like. The method for producing the dispersion is not particularly limited.

  The light-shielding resin composition for color filters of the present invention can be applied to a substrate or the like and cured by light irradiation, heating, or the like to obtain a cured product. As a method for applying the light-shielding resin composition, a known method can be used. For example, a spin coater, a bar coater, a slit coater, etc. can be used, but a liquid-saving coating device such as a slit coater can be used. Application is preferred. Moreover, after application | coating, it is preferable to dry using a hotplate, a vacuum dryer, etc. However, the coating and drying methods are not limited to the above.

  A known method can be used for curing by light irradiation, for example, light irradiation using a xenon lamp, a halogen lamp, a tungsten lamp, an ultrahigh pressure mercury lamp, a high pressure mercury lamp, a medium pressure mercury lamp, a low pressure mercury lamp or the like as a light source. it can. When such light irradiation is performed, image exposure can be performed using a photomask or the like, and an image can be formed on the substrate by processing with a developer. The developer is not particularly limited as long as it is a developer that dissolves an unexposed part and does not dissolve an exposed part, but is preferably an alkaline aqueous solution containing various additives. Here, as the alkali component of the developer, for example, alkali metal carbonate, alkali metal hydroxide, quaternary ammonium hydroxide, etc., as additives, for example, organic solvents, surfactants, Examples include antifoaming agents and fungicides. As a developing method, a known method can be used, and examples thereof include immersion development, spray development, brush development, and ultrasonic development. The method of light irradiation and development is not particularly limited.

Furthermore, in order to increase the strength of the cured film, it is preferable to perform heat curing after light irradiation. As a method of heat curing, a known method can be used, and examples thereof include, but are not limited to, heating and baking with a hot plate, a hot air oven, and the like.
Although there is no restriction | limiting in particular about the curing conditions of the light-shielding resin composition, in order to prevent discoloration and discoloration of the formed cured film, it is 1000 mJ / cm ² or less for light irradiation, and 270 ° C. or less for heating within 1 hour. It is preferable to do.

  In addition, as a method for producing a color filter using a cured film of a light-shielding resin composition, a black matrix is formed on a substrate using a light-shielding resin composition, then pixels of each color are formed, and further, A known method such as forming a protective film thereon can be used.

  Since the light-shielding resin composition for a color filter in the present invention is used in combination with a solvent having a specific structure and a surfactant having a specific property, the flatness at the time of a liquid-saving coating apparatus, and the liquid-saving compatibility It is extremely useful in that it is excellent in drying prevention of the discharge part of the coating apparatus, drying property of the coated substrate, solid content solubility, and storage stability. In addition, the color filter formed using this light-shielding resin composition is extremely useful in terms of enabling the production of high-quality color liquid crystal displays and the like because of its low surface roughness and excellent film thickness uniformity. is there.

  Hereinafter, the present invention will be described specifically by way of examples. In the following, “part” means part by weight.

Example 1
Black pigment dispersion (20.2% by weight of black pigment, 2.5% by weight of cationic polymer dispersant, 7.5% by weight of alkali developing photosensitive resin having a bisphenolfluorene type epoxy diacrylate structure, propylene glycol monomethyl ether Acetate: composed of 69.8% by weight) In 39.3 parts, a 56.5% by weight propylene glycol monomethyl ether acetate solution of an alkali-developable photosensitive resin having a bisphenolfluorene type epoxy diacrylate structure (Nippon Steel) (Product name: V-259ME manufactured by Kagaku Co., Ltd., solvent included in the first solvent) 2.8 parts, 1.7 parts pentaerythritol tetraacrylate, 0.6 parts oxime ester photopolymerization initiator, triazine photopolymerization started 0.3 parts of an agent, 0.1 part of an acetophenone photopolymerization initiator, propylene 4.9 parts of recalled monomethyl ether acetate (first solvent: PGMEA), 16.8 parts of propylene glycol diacetate (second solvent: PGDA), 16.8 parts of ethyl 3-ethoxypropionate (third solvent: EP), 16.8 parts of cyclohexanone (fourth solvent: ANON), 0.005 part of a silicone surfactant SH3775M having an HLB value of 6, and 0.2 part of a silane coupling agent having an isocyanate group are mixed and stirred sufficiently to block light. Resin composition (black resist ink) was prepared. The obtained black resist ink had a solid content of 16% by weight, and its viscosity was 3.3 mPa · s. This black resist ink was excellent in solid content solubility, and its viscosity was hardly changed even when left at room temperature for 1 week, and its storage stability was good. The solvent composition of the black resist ink was 40% by weight of the first solvent, 20% by weight of the second solvent, 20% by weight of the third solvent, and 20% by weight of the fourth solvent.

The above black resist ink was applied onto a 5-inch square glass substrate having a thickness of 0.7 mm using a slit coater to prepare a test piece. At this time, the coating film thickness was controlled by adjusting the liquid feeding pressure, the distance between the glass substrate and the coating head, and the coating speed so that the film thickness of the manufactured color filter was 1.2 μm. When this test piece was dried on a hot plate at 70 ° C. for 2 minutes and the coated surface was observed using a sodium lamp, no defects such as streaks, unevenness, chatter, repelling, haze, and foreign matter were observed, and the coating was satisfactory. It was in a state.
Next, the test piece was covered with a photomask and exposed to ultraviolet light at 80 mJ / cm ² to photocur the exposed portion, and then the test piece was treated with an alkali developer to develop the exposed portion. Finally, the test piece was baked in a hot air oven at 230 ° C. for 20 minutes to produce a model color filter. Further, the measured values of the film thickness at five locations (center portion + four corners) in the test piece were 1.16 m minimum value and 1.24 μm maximum value, and the film thickness was excellent. Moreover, when the drying property after drying at 70 ° C. (stickiness of the substrate surface: tack) was evaluated, it was good with no tack. In addition, when the head which is the discharge part of this coating apparatus was left to stand at 23 ° C. to 25 ° C. for 5 minutes and then coated in the same manner, a good coated surface equivalent to that before being left was obtained.

Examples 2-15
The amount of the black pigment dispersion, the first solvent, the second solvent, the third solvent, the fourth solvent, and the type and amount of the surfactant in Example 1 were changed as shown in Table 1, and black resist ink and model color were changed. I made a filter. In all cases, the flatness of the black resist ink during liquid-saving coating equipment, the drying prevention of the discharge part of the liquid-saving coating equipment, the dryness of the coated substrate, the solid content solubility, and the storage stability are good. A high-quality model color filter was obtained.

Comparative Examples 3-8
The black pigment dispersion, the first solvent, the second solvent, the third solvent, the fourth solvent, and the surfactant of Example 1 were changed as shown in Table 1 to produce a black resist ink and a model color filter. Compared with the Examples, the flatness of the black resist ink in the liquid-saving coating device, the drying prevention of the discharge part of the liquid-saving coating device, the drying property of the coated substrate, and the solid content dissolution And the storage stability was poor, and the performance of the model color filter was insufficient.
Table 2 summarizes the evaluation results of the model color filter. In addition, Comparative Examples 1-2 is a missing number.

Claims (3)

Silicon-based surfactant containing 80 to 90% by weight of solvent, 8 to 35% by weight of acrylic photosensitive resin, 45 to 65% by weight of black pigment, and HLB value of 8 or less based on the solid content excluding the solvent 0.003-0.02% by weight of an agent or 0.1-1.0% by weight of a fluorosurfactant having an HLB value of 8 or less and a photopolymerization initiator, and a viscosity at room temperature is 1.0- In the resin composition of 10.0 mPa · s, 30 to 40% by weight of propylene glycol monomethyl ether acetate or propylene glycol monoethyl ether acetate as the first solvent and propylene glycol diacetate as the second solvent with respect to all the solvents From 0 to 25% by weight, 20 to 50% by weight of a solvent having a 3-ethoxypropionic acid structure in the molecule as the third solvent, and carbonyl as the fourth solvent A light-shielding resin composition for a color filter, comprising 10 to 30% by weight of an alicyclic compound having one group.
The boiling point at normal pressure of the first solvent is 140 to 180 ° C, the boiling point at normal pressure of the third solvent is 160 ° C to 190 ° C, and the boiling point at normal pressure of the fourth solvent is 160 ° C to 190 ° C. The light-shielding resin composition for a color filter according to claim 1. A color filter having a cured film of the light-shielding resin composition for a color filter according to claim 1.