JP2005234045A - Color resin composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a color resin composition which prevents clogging in a slit head, a nozzle head or the like. <P>SOLUTION: In the color resin composition containing a colorant, a resin component and a solvent, the solvent contains 10 to 40 mass% of a high boiling point (180 to 250°C) solvent. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a resin composition particularly useful for producing a color filter, which does not cause clogging even in a narrow gap and does not generate solid matter on a coating film.

  As a method for producing a color filter, a method of forming an image of a photocurable colored resin composition by a photolithography method is currently in widespread use. In the photolithographic method, the substrate tends to increase in size from the viewpoint of increasing the size of the screen and reducing the manufacturing cost, and the application of the photocurable composition on the substrate is generally from spin coating to slit coating. It is becoming.

  On the other hand, the coating method of the photocurable colored resin composition on the substrate is excellent in spin coating because it can uniformly and accurately apply a thin film of 1 to 3 μm, and is widely used for the production of color filters. Has been. However, in recent years, with the increase in size and mass production of liquid crystal display devices, slit coating suitable for coating a substrate that is wider and larger in area than spin coating has been used in order to increase manufacturing efficiency and manufacturing cost. It has come to be adopted in the production of. From the viewpoint of liquid-saving properties, slit coating is superior to spin coating, and a uniform coating film can be obtained with a smaller amount of coating liquid.

  In slit coating, a coating head having a slit (gap) with a width of several tens of microns at the tip and a length corresponding to the coating width of a rectangular substrate is maintained with a clearance (gap) with the substrate of several tens to several hundreds of microns. However, this is a coating method in which the substrate and the coating head have a constant relative speed, and the coating liquid supplied from the slits is coated on the substrate with a predetermined discharge amount. This slit coating is (1) less liquid loss compared to spin coating, (2) cleaning process is reduced because there is no flying of the coating liquid, and (3) the scattered liquid components are applied to the coating film again. There is an advantage that there is no mixing, (4) the tact time can be shortened because there is no start-up stop time of rotation, and (5) application to a large substrate is easy. From these advantages, slit coating is suitable for producing a color filter for a large-screen liquid crystal display device, and is expected to be an advantageous coating method for reducing the amount of coating liquid.

  Since slit coating forms a coating film with a much larger area than spin coating, it is necessary to maintain a certain relative speed between the coater and the object to be coated when discharging the coating liquid from the wide slit exit. is there. For this reason, good fluidity is required for the coating liquid used in the slit coating method. In addition, the slit coating is particularly required to keep the conditions of the coating solution supplied to the substrate from the slit of the coating head constant over the entire coating width. Insufficient liquid properties such as fluidity and viscoelastic properties of the coating liquid tend to cause coating unevenness, making it difficult to keep the coating thickness constant in the coating width direction and obtaining a uniform coating film. The problem of not being able to occur.

  For these reasons, many attempts have been made to improve the fluidity and viscoelastic properties of the coating solution in order to obtain a uniform coating film without unevenness. However, as mentioned above, the molecular weight of the polymer is reduced, a polymer with excellent solubility in the solvent is selected, various solvents are selected to control the evaporation rate, and a surfactant is used. Means have been proposed, but none were sufficient to improve the above problems.

On the other hand, in recent years, with the widespread use of TVs (plasma displays) with large display screens, development of a color filter manufacturing method based on the inkjet method has been promoted for practical use in that it is not desired to reduce the pixel size. (See Patent Documents 1 and 2).
However, in both the inkjet method and the slit coating, the tip of the nozzle and the tip of the coating head from which the coating solution of the colored resin composition is discharged have a narrow gap of about 10 to 30 μm. In some cases, clogging is likely to occur. That is, the coating liquid dries at the tip of the nozzle or the slit head due to evaporation of the solvent, clogs the eyes, or a dry lump is mixed into the coating liquid and exists as a foreign substance in the form of a coating film. For this reason, there has been a problem that the discharge amount is reduced or becomes unstable, resulting in color unevenness between pixels.
JP-A 63-235901 JP 4-123005 A

  Accordingly, an object of the present invention is to provide a resin composition particularly useful for a color filter which does not cause clogging even in a narrow gap and does not generate a solid on a coating film.

In view of such a situation, the present inventor has intensively researched and found that the above-mentioned problems can be solved by using a specific amount of a specific high-boiling solvent, and has completed the present invention.
That is, the present invention provides the following.

  <1> A colored resin composition containing a colorant, a resin component, and a solvent, wherein the solvent contains 10 to 40% by mass of a high-boiling solvent having a boiling point of 180 ° C. to 250 ° C. Composition.

  <2> The colored resin composition according to <1>, wherein the high boiling point solvent does not have a hydroxyl group in the molecule.

<3> The colored resin composition according to <1> or <2>, wherein the high-boiling solvent having a boiling point of 180 ° C. to 250 ° C. is one or more selected from the following (1) to (8): .
(1) Dipropylene glycol monomethyl ether acetate (2) Dipropylene glycol n-propyl ether acetate (3) Dipropylene glycol n-butyl ether acetate (4) Butyl lactate (5) 3,5,5-trimethyl-2-cyclo Xen-1-one (6) Propylene glycol phenyl ether acetate (7) Tripropylene glycol methyl ether acetate (8) 3-methoxy-3-methylbutyl acetate

  <4> The colored resin composition according to <1>, <2>, or <3>, wherein the resin component is a photocurable component.

 <5> The colored resin composition according to any one of <1> to <4>, wherein the colorant is pigment fine particles.

  The resin composition of the present invention is a resin composition particularly useful for producing a color filter, which does not cause clogging even in a narrow gap and does not generate a solid on a coating film.

  The resin composition of the present invention is a colored resin composition containing a colorant, a resin component, and a solvent, wherein the solvent contains 10 to 40% by mass of a high boiling point solvent having a boiling point of 180 ° C. to 250 ° C. Features.

[Colorant]
The colorant that can be used in the present invention is not particularly limited, and various conventionally known dyes and pigments can be used singly or in combination. In addition, since problems such as clogging are likely to occur when a pigment is generally used, the effect of the present invention becomes more apparent when a pigment is used.

  As the pigment that can be used in the composition of the present invention, conventionally known various inorganic pigments or organic pigments can be used. Further, considering that it is preferable to have a high transmittance, whether it is an inorganic pigment or an organic pigment, it is preferable to use a fine one as much as possible, and considering the handling properties, the average particle diameter of the pigment is 0.01 μm to 0.1 μm is preferable, and 0.01 μm to 0.05 μm is more preferable. Examples of the inorganic pigment include metal compounds represented by metal oxides, metal complex salts, and the like. Specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc And metal oxides such as antimony, and composite oxides of the above metals.

As the organic pigment, for example,
CI Pigment Yellow 11, 24, 31, 53, 83, 93, 99, 108, 109, 110, 138, 139, 147, 150, 151, 154, 155, 167, 180, 185, 199,;
CI Pigment Orange 36, 38, 43, 71;
CI Pigment Red 81, 105, 122, 149, 150, 155, 171, 175, 176, 177,209, 220, 224, 242, 254, 255, 264, 270;
CI pigment violet 19, 23, 32, 39;
CI Pigment Blue 1, 2, 15, 15: 1, 15: 3, 15: 6, 16, 22, 60, 66;
CI Pigment Green 7, 36, 37;
CI Pigment Brown 25, 28;
CI pigment black 1, 7;
Examples thereof include carbon black.

  In the present invention, those having a basic N atom in the structural formula of the pigment can be preferably used. These pigments having a basic N atom exhibit good dispersibility in the composition of the present invention. Although the cause is not fully elucidated, it is presumed that the good affinity between the photosensitive polymerization component and the pigment has an influence.

  Examples of pigments that can be preferably used in the present invention include the following. However, the present invention is not limited to these.

CI Pigment Yellow 11, 24, 108, 109, 110, 138, 139, 150, 151, 154, 167, 180, 185,
CI Pigment Orange 36, 71,
CI Pigment Red 122, 150, 171, 175, 177, 209, 224, 242, 254, 255, 264,
CI Pigment Violet 19, 23, 32,
CI Pigment Blue 15: 1, 15: 3, 15: 6, 16, 22, 60, 66,
CI Pigment Black 1

  These organic pigments can be used alone or in various combinations in order to increase color purity. Specific examples of the above combinations are shown below. For example, as a red pigment, an anthraquinone pigment, a perylene pigment, a diketopyrrolopyrrole pigment alone or at least one of them, a disazo yellow pigment, an isoindoline yellow pigment, a quinophthalone yellow pigment or a perylene red pigment , Etc. can be used. For example, as an anthraquinone pigment, C.I. I. Pigment red 177, and perylene pigments include C.I. I. Pigment red 155, C.I. I. Pigment Red 224, and diketopyrrolopyrrole pigments include C.I. I. Pigment red 254, and C.I. I. Mixing with Pigment Yellow 139 is preferred. The mass ratio of the red pigment to the yellow pigment is preferably 100: 5 to 100: 50. If it is less than 100: 4, it may be difficult to suppress the light transmittance from 400 nm to 500 nm, and the color purity may not be improved. When the ratio is 100: 51 or more, the dominant wavelength is shorter than the short wavelength, and the deviation from the NTSC target hue may be large. In particular, the mass ratio is optimally in the range of 100: 10 to 100: 30. In the case of a combination of red pigments, it can be adjusted in accordance with the chromaticity.

  As the green pigment, a halogenated phthalocyanine pigment can be used alone, or a mixture thereof with a disazo yellow pigment, a quinophthalone yellow pigment, an azomethine yellow pigment or an isoindoline yellow pigment can be used. For example, C.I. I. Pigment Green 7, 36, 37 and C.I. I. Pigment yellow 83, C.I. I. Pigment yellow 138, C.I. I. Pigment yellow 139, C.I. I. Pigment yellow 150, C.I. I. Pigment yellow 180 or C.I. I. Mixing with Pigment Yellow 185 is preferred. The mass ratio of the green pigment to the yellow pigment is preferably 100: 5 to 100: 150. If the mass ratio is less than 100: 5, it may be difficult to suppress the light transmittance of 400 nm to 450 nm, and the color purity may not be improved. When the ratio exceeds 100: 150, the dominant wavelength becomes longer and the deviation from the NTSC target hue may increase. The mass ratio is particularly preferably in the range of 100: 30 to 100: 120.

  As the blue pigment, a phthalocyanine pigment can be used alone, or a mixture thereof with a dioxazine purple pigment can be used. For example, C.I. I. Pigment blue 15: 6 and C.I. I. Mixing with pigment violet 23 is preferred. The mass ratio of the blue pigment to the violet pigment is preferably 100: 0 to 100: 30, more preferably 100: 10 or less.

  Further, as the pigment for the black matrix, carbon, titanium carbon, iron oxide, titanium oxide alone or a mixture thereof is used, and a combination of carbon and titanium carbon is preferable. The mass ratio of carbon to titanium carbon is preferably in the range of 100: 0 to 100: 60. If it is 100: 61 or more, the dispersion stability may decrease.

In the present invention, when the colorant is a dye, it is uniformly dissolved in the composition to obtain a photocurable colored resin composition.
The dye that can be used as the colorant constituting the composition of the present invention is not particularly limited, and conventionally known dyes for color filters can be used. For example, Japanese Patent Application Laid-Open No. 64-90403, Japanese Patent Application Laid-Open No. 64-91102, Japanese Patent Application Laid-Open No. 1-94301, Japanese Patent Application Laid-Open No. 6-11614, No. 2592207, US Pat. No. 4,808,501. Specification, US Pat. No. 5,667,920, US Pat. No. 5,059,500, JP-A-5-333207, JP-A-6-35183, JP-A-6-51115 JP-A-6-194828, JP-A-8-21599, JP-A-4-249549, JP-A-10-123316, JP-A-11-302283, JP-A-7-286107, JP 2001-4823, JP-A-8-15522, JP-A-8-29771, JP-A-8-146215, JP-A-11-3434. 7, JP-A-8-62416, JP-A-2002-14220, JP-A-2002-14221, JP-A-2002-14222, JP-A-2002-14223, JP-A-8-302224 The dyes disclosed in JP-A-8-73758, JP-A-8-179120, JP-A-8-151531, and the like can be used.

  The chemical structure includes pyrazole azo, anilino azo, triphenyl methane, anthraquinone, anthrapyridone, benzylidene, oxonol, pyrazolotriazole azo, pyridone azo, cyanine, phenothiazine, pyrrolopyrazole azomethine, Xanthene-based, phthalocyanine-based, benzopyran-based and indigo-based dyes can be used.

In the case of a resist system that performs water or alkali development, an acid dye and / or a derivative thereof may be suitably used from the viewpoint of completely removing the binder and / or dye in the light non-irradiated part by development.
In addition, a direct dye, a basic dye, a mordant dye, an acid mordant dye, an azoic dye, a disperse dye, an oil-soluble dye, a food dye, and / or a derivative thereof can be usefully used.

The acidic dye is not particularly limited as long as it has an acidic group such as sulfonic acid or carboxylic acid, but is soluble in an organic solvent or a developer, salt-forming with a basic compound, absorbance, other in the composition. It is selected in consideration of all the required performances such as interaction with the components, light resistance and heat resistance.
Although the specific example of the said acidic dye is given to the following, it is not limited to these. For example,
acid alizarin violet N; acid black 1, 2, 24, 48; acid blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 45, 62, 70, 74, 80, 83, 86 , 87, 90, 92, 103, 112, 113, 120, 129, 138, 147, 158, 171, 182, 192, 243, 324: 1; acid chroma violet K; acid Fuchsin; acid green 1, 3, 5 , 9, 16, 25, 27, 50; acid orange 6, 7, 8, 10, 12, 50, 51, 52, 56, 63, 74, 95; acid red 1, 4, 8, 14, 17, 18 , 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 0, 87, 88, 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 183, 198, 211, 215, 216 217,249,252,257,260,266,274; acid violet 6B, 7,9,17,19; acid yellow 1,3,7,9,11,17,23,25,29,34,36, 42, 54, 72, 73, 76, 79, 98, 99, 111, 112, 114, 116, 184, 243; Food Yellow 3; and derivatives of these dyes.

Among these, the acid dye includes acid black 24; acid blue 23, 25, 29, 62, 80, 86, 87, 92, 138, 158, 182, 243, 324: 1; acid orange 8, 51, 56, Acid red 1,4,8,34,37,42,52,57,80,97,114,143,145,151,183,217; acid violet 7; acid yellow 17,25,29, Dyes such as 34, 42, 72, 76, 99, 111, 112, 114, 116, 184, 243; acidgreen 25 and derivatives of these dyes are preferred.
Other than the above, azo, xanthene and phthalocyanine acid dyes are also preferred. I. Solvent Blue 44, 38; C.I. I. Acid dyes such as Solvent orange 45; Rhodamine B, Rhodamine 110, and derivatives of these dyes are also preferably used.

  The colorant content in the total solid content of the composition of the present invention is not particularly limited, but is preferably 30 to 60% by mass. If the amount of the colorant is too small, an appropriate chromaticity as a color filter tends not to be obtained. On the other hand, if the amount is too large, the photocuring does not proceed sufficiently and the strength as a film is lowered, and the development latitude during alkali development tends to be narrow.

  In the present invention, conventionally known pigment dispersants and surfactants can be added for the purpose of improving the dispersibility of the pigment. As these dispersants, many kinds of compounds are used. For example, a phthalocyanine derivative (commercial product EFKA-745 (manufactured by Efka)), Solsperse 5000 (manufactured by Geneca), organosiloxane polymer KP341 (Shin-Etsu) Chemical Industry Co., Ltd.), (meth) acrylic acid-based (co) polymer polyflow No. 75, No. 90, No. 95 (Kyoeisha Yushi Chemical Co., Ltd.), W001 (manufactured by Yusho), etc. Cationic surfactants: polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid Beauty treatment Nonionic surfactants such as W004, W005, W017 (manufactured by Yusho), etc .; EFKA-46, EFKA-47, EFKA-47EA, EFKA polymer 100, EFKA polymer 400, EFKA polymer 401, Polymer dispersing agents such as EFKA Polymer 450 (manufactured by Morishita Sangyo Co., Ltd.), Disperse Aid 6, Disperse Aid 8, Disperse Aid 15, Disperse Aid 9100 (San Nopco); Solsperse 3000, 5000, 9000, 12000, 13240, 13940, 17000, 24000, 26000, 28000 and other various Solsperse dispersants (manufactured by Geneca); Adeka Pluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P8 , F87, P94, L101, P103, F108, L121, P-123 (manufactured by Asahi Denka Co.) and Isonetto S-20 (manufactured by Sanyo Chemical Co.) and the like.

[Resin component]
In the present invention, the “resin component” means a resin or the like that can function as a solvent or dispersion medium (dispersion vehicle) of a colorant as a main component.
Among them, the “photocurable component” is a photocurable composition usually used in the photolithography method, and includes a binder resin (alkali-soluble resin, etc.), a photosensitive polymerization component (photopolymerization monomer, etc.), and a photopolymerization initiator. The composition which consists of etc. is said.

(Alkali-soluble resin)
As the binder resin, an alkali-soluble resin is preferable.
As the alkali-soluble resin, an organic polymer having a water-soluble atomic group in a part of the side chain can be used. The alkali-soluble resin is a linear organic high molecular polymer that is compatible with the monomer, and is organic solvent and alkali-soluble (preferably one that can be developed with a weak alkaline aqueous solution). Examples of the alkali-soluble resin include polymers having a carboxylic acid in the side chain, such as JP-A-59-44615, JP-B-54-34327, JP-B-58-12777, JP-B-54-25957, JP-A-sho 59-53836, methacrylic acid copolymer, acrylic acid copolymer, itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer as described in JP-A-59-71048, There are partially esterified maleic acid copolymers, and acidic cellulose derivatives having a carboxylic acid in the side chain are also included.

  As the alkali-soluble resin, those obtained by adding an acid anhydride to a polymer having a hydroxyl group are also useful. In particular, among these, specifically, a benzyl (meth) acrylate / (meth) acrylic acid copolymer and a multi-component copolymer of benzyl (meth) acrylate / (meth) acrylic acid / and other monomers are preferable.

  The alkali-soluble resin includes at least (i) at least one acid component monomer selected from maleic anhydride (MAA), acrylic acid (AA), methacrylic acid (MA), and fumaric acid (FA), and (ii) It is possible to use a copolymer (hereinafter sometimes referred to as “copolymer A”) composed of ()) alkylpolyoxyethylene (meth) acrylate and (iii) benzyl (meth) acrylate.

Examples of the combination of the copolymer A, (i) an acid component monomer, (ii) alkylpolyoxyethylene (meth) acrylate (Acr (EO) n: CH 3 (OC 2 H 4) nOCOC (CH 3) = CHR ) And (iii) The composition mass ratio of benzyl (meth) acrylate (BzMA) is preferably 10 to 25/5 to 25/50 to 85, more preferably 15 to 20/5 to 20/60 to 80. The polystyrene-reduced mass average molecular weight (Mw) by GPC of the copolymer is preferably 3,000 to 50,000, more preferably 5,000 to 30,000.

(I) When the compositional mass ratio of the acid component monomer is within the above range, alkali solubility and solubility in a solvent are unlikely to decrease. Further, (ii) alkylpolyoxyethylene (meth) acrylate (Acr (EO) n: CH 3 (OC 2 H 4) nOCOC (CH 3) = CHR) If the composite mass ratio of the above range, the present invention composition Since the liquid easily spreads on the substrate of the product and the dispersibility of the colorant is not easily lowered, the present invention can be effectively achieved.
(Iii) When the composition mass ratio of benzyl (meth) acrylate (BzMA) is in the above range, the dispersion stability of the colorant, the solubility in the composition, and the alkali development suitability of the coating film are unlikely to decrease.

Incidentally, the (ii) alkylpolyoxyethylene (meth) acrylate (Acr (EO) n: CH 3 (OC 2 H 4) nOCOC (CH 3) = CHR) repeating number n of the polyoxyethylene (EO) n of 2-15 are preferable, 2-10 are still more preferable, and 4-10 are especially preferable. When the above repeating number n is in the above range, a development residue is less likely to occur after development with an alkaline developer, the fluidity of the composition as a coating solution can be prevented, and coating unevenness can be prevented. It is possible to prevent the thickness uniformity and the liquid-saving property from decreasing.

Examples of the alkali-soluble resin include a copolymer (i) (meth) acrylic acid and (ii) benzyl methacrylate (hereinafter sometimes referred to as “copolymer B1”), or (i) (meta ) A copolymer comprising acrylic acid, (ii) benzyl methacrylate, and (iii) hydroxyethyl (meth) acrylate (hereinafter sometimes referred to as “copolymer B2”) can be used.
In the present invention, the copolymer B1 and the copolymer B2 are effective in the dispersion stability of the colorant. Further, when the kneading and dispersing treatment is carried out in the production of the composition in the present invention, the copolymers B1 and B2 give a strong shearing force to the colorant aggregate to promote the dispersion, followed by the copolymer B1 and B2. The dispersion stability of the colorant in the composition finally obtained through the fine dispersion treatment can be enhanced.

  The said polymer can be used in mixture of arbitrary quantity, and 30-85 mass% is preferable with respect to solid content mass of the composition in this invention from viewpoints of the image intensity | strength etc. which are formed.

(Photosensitive polymerization component)
Next, the photosensitive polymerization component will be described.
As the photosensitive polymerization component, a compound having an ethylenically unsaturated group having at least one addition-polymerizable ethylene group and having a boiling point of 100 ° C. or higher under normal pressure is preferable. Acrylate compounds are more preferred.

  Examples of the compound having at least one addition-polymerizable ethylenically unsaturated group and having a boiling point of 100 ° C. or higher at normal pressure include polyethylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, phenoxyethyl (meta ) Monofunctional acrylates and methacrylates such as acrylates; polyethylene glycol di (meth) acrylate, trimethylolethane tri (meth) acrylate, neopentyl glycol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra ( (Meth) acrylate, dipentaerythritol hexa (meth) acrylate, hexanediol (meth) acrylate, trimethylolpropane tri (acryloyloxypropyl) ether, Poly (meth) of pentaerythritol or dipentaerythritol after (meth) acrylate addition after addition of ethylene oxide or propylene oxide to polyfunctional alcohols such as ly (acryloyloxyethyl) isocyanurate, glycerin and trimethylolethane Acrylates, urethane acrylates as described in JP-B-48-41708, JP-B-50-6034, JP-A-51-37193, JP-A-48-64183, JP-B-49 -Polyfunctional acrylates and methacrylates such as polyester acrylates and epoxy acrylates which are reaction products of epoxy resin and (meth) acrylic acid described in JP-B No. 43191 and JP-B-52-30490 I can do it. Furthermore, the Japan Adhesion Association Vol. 20, No. 7, pages 300 to 308, those introduced as photocurable monomers and oligomers can also be used.

  A compound obtained by adding ethylene oxide or propylene oxide to the polyfunctional alcohol and then (meth) acrylated is described in JP-A-10-62986 as general formulas (1) and (2) together with specific examples thereof. These can also be used as photosensitive polymerization components.

Among these, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate and a structure in which these acryloyl groups are interposed via ethylene glycol or propylene glycol residues are preferable. These oligomer types are also used. These photosensitive polymerization components can be used alone or in combination of two or more.
The amount of the photosensitive polymerization component used is preferably 20 to 200 mass%, more preferably 50 to 120 mass%, based on the total solid content of the composition in the present invention, from the viewpoint of sufficient curing.

(Photopolymerization initiator)
As the photopolymerization initiator, one that is activated by irradiation with light, radiation, active electromagnetic waves, or the like can be used. Examples of the photopolymerization initiator include halomethyloxadiazole described in JP-A-57-6096; halomethyl-s described in JP-B-59-1281, JP-A-53-133428, and the like. Active halogen compounds such as triazine; aromatic carbonyl compounds such as ketals, acetals or benzoin alkyl ethers described in US Pat. No. US Pat. No. 4,318791 and European Patent Publication EP-88050A; benzophenones described in US Pat. No. US Pat. Aromatic ketone compounds; (thio) xanthones or acridine compounds described in Fr-2456541; compounds such as coumarins or lophine dimers described in JP-A-10-62986; and JP-A-8-015521 Sulfonium organoboron complex etc. It can gel.

  In the present invention, as the photopolymerization initiator, acetophenone series, ketal series, benzophenone series, benzoin series, benzoyl series, xanthone series, triazine series, halomethyloxadiazole series, acridine series, coumarin series, lophine dimer It is preferable to use a photopolymerization initiator such as a series or biimidazole.

  Examples of the acetophenone photopolymerization initiator include 2,2-diethoxyacetophenone, p-dimethylaminoacetophenone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, p-dimethylaminoacetophenone, Preferable examples include 4′-isopropyl-2-hydroxy-2-methyl-propiophenone.

  Preferred examples of the ketal photopolymerization initiator include benzyl dimethyl ketal and benzyl-β-methoxyethyl acetal.

  Examples of the benzophenone photopolymerization initiator include benzophenone, 4,4 ′-(bisdimethylamino) benzophenone, 4,4 ′-(bisdiethylamino) benzophenone, 4,4′-dichlorobenzophenone, and 1-hydroxy-cyclohexyl. -Phenyl-ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1, 2-tolyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropanone-1 and the like can be preferably exemplified.

  Preferable examples of the benzoin-based or benzoyl-based photopolymerization initiator include benzoin isopropyl ether, zenzoin isobutyl ether, benzoin methyl ether, and methyl o-benzoyl bezoate.

  Preferable examples of the xanthone photopolymerization initiator include diethylthioxanthone, diisopropylthioxanthone, monoisopropylthioxanthone, chlorothioxanthone, and the like.

  Examples of the triazine photopolymerization initiator include 2,4-bis (trichloromethyl) -6-p-methoxyphenyl-s-triazine, 2,4-bis (trichloromethyl) -6-p-methoxystyryl- s-triazine, 2,4-bis (trichloromethyl) -6- (1-p-dimethylaminophenyl) -1,3-butadienyl-s-triazine, 2,4-bis (trichloromethyl) -6-biphenyl- s-triazine, 2,4-bis (trichloromethyl) -6- (p-methylbiphenyl) -s-triazine, p-hydroxyethoxystyryl-2,6-di (trichloromethyl) -s-triazine, methoxystyryl- 2,6-di (trichloromethyl-s-triazine, 3,4-dimethoxystyryl-2,6-di (trichloromethyl) -s-to Azine, 4-benzoxolane-2,6-di (trichloromethyl) -s-triazine, 4- (o-bromo-pN, N- (diethoxycarbonylamino) -phenyl) -2,6-di (Chloromethyl) -s-triazine, 4- (pN, N- (diethoxycarbonylamino) -phenyl) -2,6-di (chloromethyl) -s-triazine and the like can be preferably exemplified.

  Examples of the halomethyloxadiazole-based photopolymerization initiator include 2-trichloromethyl-5-styryl-1,3,4-oxodiazole, 2-trichloromethyl-5- (cyanostyryl) -1,3. , 4-oxodiazole, 2-trichloromethyl-5- (naphth-1-yl) -1,3,4-oxodiazole, 2-trichloromethyl-5- (4-styryl) styryl-1,3 A preferred example is 4-oxodiazole.

  Preferable examples of the acridine-based photopolymerization initiator include 9-phenylacridine, 1,7-bis (9-acridinyl) heptane, and the like.

  Examples of the coumarin-based photopolymerization initiator include 3-methyl-5-amino-((s-triazin-2-yl) amino) -3-phenylcoumarin, 3-chloro-5-diethylamino-((s Preferred examples include -triazin-2-yl) amino) -3-phenylcoumarin, 3-butyl-5-dimethylamino-((s-triazin-2-yl) amino) -3-phenylcoumarin, and the like.

  Examples of the lophine dimer-based photopolymerization initiator include 2- (o-chlorophenyl) -4,5-diphenylimidazolyl dimer and 2- (o-methoxyphenyl) -4,5-diphenylimidazolyl dimer. And 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazolyl dimer and the like can be preferably exemplified.

  Preferable examples of the biimidazole photopolymerization initiator include 2-mercaptobenzimidazole and 2,2′-benzothiazolyl disulfide.

  Other examples of the photopolymerization initiator include 1-phenyl-1,2-propanedione-2- (o-ethoxycarbonyl) oxime, O-benzoyl-4 ′-(benzmercapto) benzoyl-hexyl-ketoxime, 2, Examples include 4,6-trimethylphenylcarbonyl-diphenyl phosphonyl oxide, hexafluorophospho-trialkylphenyl phosphonium salt, and the like.

In this invention, it is not limited to the above photoinitiator, Other well-known things can also be used. For example, the vicinal polykettle aldonyl compound disclosed in US Pat. No. 2,367,660, disclosed in US Pat. Nos. 2,367,661 and 2,367,670. α-carbonyl compounds, acyloin ethers disclosed in US Pat. No. 2,448,828, aromatics substituted with α-hydrocarbons disclosed in US Pat. No. 2,722,512 Group acyloin compounds, polynuclear quinone compounds disclosed in US Pat. Nos. 3,046,127 and 2,951,758, triallyl disclosed in US Pat. No. 3,549,367 Combination of imidazole dimer / p-aminophenyl ketone, benzothiazole compound / trihalome disclosed in Japanese Patent Publication No. 51-48516 Thial-s-triazine compounds are exemplified.
Moreover, these photoinitiators can also be used together.

  The usage-amount of the said photoinitiator is 0.1-10.0 mass% of the total solid of a photocurable coloring resin composition, Preferably it is 0.5-5.0 mass%. When the amount of the photopolymerization initiator used is less than 0.1% by mass, the polymerization may not proceed easily, and when it exceeds 10.0% by mass, the film strength may be weakened.

[solvent]
A solvent is used in the composition of the present invention. Moreover, the resin composition of this invention contains 10-40 mass% of high boiling point solvents whose boiling point is 180 to 250 degreeC in this solvent.
The high boiling point solvent is preferably one having no hydroxyl group in the molecule. The hydroxyl group may promote aggregation of the pigment and may cause clogging of the ink jet nozzle and the slit coating head.
The following are illustrated as a high boiling point solvent whose boiling point is 180 to 250 degreeC.
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 acetate, propylene glycol diacetate, propylene glycol-n -Propyl ether acetate, diethylene glycol diethyl ether, 2-ethylhexyl acetate, 3-methoxy-3-methylbutyl acetate, gamma butyllactone, tripropylene glycol methyl ethyl acetate, dipropylene glycol-n-butyl acetate, propylene glycol phenyl ether acetate.
Among the above, the following are preferable.

(1) Dipropylene glycol monomethyl ether acetate (2) Dipropylene glycol n-propyl ether acetate (3) Dipropylene glycol n-butyl ether acetate (4) Butyl lactate (5) 3,5,5-trimethyl-2-cyclo Xen-1-one (6) Propylene glycol phenyl ether acetate (7) Tripropylene glycol methyl ether acetate (8) 3-methoxy 3-methylbutyl acetate

The high boiling point solvent having a boiling point of 180 ° C. to 250 ° C. is contained in the solvent in an amount of 10 to 40% by mass, preferably 12 to 35% by mass. Here, “in the solvent” means “among all the solvents in the colored resin composition of the present invention”.
If the amount of the high-boiling solvent is less than 10% by mass, the effect of suppressing clogging of the nozzle or the like is small, and if it exceeds 40% by mass, the drying property of the coating film formed on the substrate is lowered. The tact time becomes longer, which is not preferable. Moreover, although the boiling point of a high boiling point solvent is 180 to 250 degreeC, Preferably it is 185 to 220 degreeC.
The high boiling point solvent used in the present invention preferably has no hydroxyl group in the molecule. The presence of a hydroxyl group is not preferable especially when the colorant is pigment fine particles, because the particles are likely to aggregate.
A high-boiling solvent having a high degree of esterification is preferred, and the solvents of (1) to (8) are particularly preferred, with (1), (6) and (8) being most preferred.

In the present invention, a solvent other than the high boiling point solvent is also used.
Solvents other than the high boiling point solvent used in the present invention are not particularly limited, but esters such as ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, Ethyl butyrate, butyl butyrate, alkyl esters, methyl lactate, ethyl lactate, methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethyl ethoxyacetate, 3- 3-oxypropionic acid alkyl esters such as methyl oxypropionate and ethyl 3-oxypropionate; methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, -Methyl oxypropionate, ethyl 2-oxypropionate, propyl 2-oxypropionate, methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, 2- Ethyl ethoxypropionate, methyl 2-oxy-2-methylpropionate, ethyl 2-oxy-2-methylpropionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, pyrubin Methyl acetate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, etc .; ethers such as diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol Nomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, propylene glycol methyl ether acetate, etc .; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, 3-heptanone, etc .; aromatic carbonization Hydrogens such as toluene and xyles are exemplified.

Among these solvents, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol Acetate, propylene glycol methyl ether acetate and the like are preferably used as the solvent in the present invention.
These solvents may be used alone or in combination of two or more.

(Other ingredients)
In the composition of the present invention, various additives, for example, fillers, polymer compounds other than the alkali-soluble resins, surfactants other than the above, adhesion promoters, antioxidants, ultraviolet absorbers, agglomerates, if necessary An inhibitor or the like can be blended.

  Specific examples of these additives include fillers such as glass and alumina; itaconic acid copolymer, crotonic acid copolymer, maleic acid copolymer, partially esterified maleic acid copolymer, acidic cellulose derivative, hydroxyl group A polymer having acid anhydride added thereto, an alcohol-soluble nylon, an alkali-soluble resin such as a phenoxy resin formed from bisphenol A and epichlorohydrin; a nonionic, a kachin-based, an anionic surfactant, etc. Specifically, a phthalocyanine derivative (commercial product EFKA-745 (manufactured by Morishita Sangyo)); organosiloxane polymer KP341 (manufactured by Shin-Etsu Chemical Co., Ltd.), (meth) acrylic acid-based (co) polymer polyflow No. 75, No. 90, Cationic surfactants such as No. 95 (manufactured by Kyoeisha Yushi Chemical Co., Ltd.), W001 (manufactured by Yusho); Ethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene nonyl phenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester (Pluronic L10, manufactured by BASF) Nonionic surfactants such as L31, L61, L62, 10R5, 17R2, 25R2, Tetronic 304, 701, 704, 901, 904, and 150R1; anionic surfactants such as W004, W005, and W017 (manufactured by Yusho) EFKA-46, EFKA-47, EFKA-47EA, EFKA polymer 100, EFKA polymer 400, EFKA polymer 401, EFKA polymer Polymer dispersants such as 450 (manufactured by Morishita Sangyo), Disperse Aid 6, Disperse Aid 8, Disperse Aid 15, Disperse Aid 9100 (San Nopco); Solsperse 3000, 5000, 9000, 12000, 13240, 13940 17000, 24000, 26000, 28000, etc. Solsperse dispersant (manufactured by Zeneca); Adeka Pluronic L31, F38, L42, L44, L61, L64, F68, L72, P95, F77, P84, F87, P94 , L101, P103, F108, L121, P-123 (manufactured by Asahi Denka) and Isonet S-20 (manufactured by Sanyo Kasei); Megafac F171, F172, F173, F177, F141, F142, F143, F144, R30 F437 (above, Dainippon Ink Co., Ltd.), Florard FC430, FC431, FC171 (above, Sumitomo 3M Ltd.), Surflon S-382, SC-101, SC-103, SC -104, SC-105, SC1068, SC-381, SC-383, S393, KH-40 (above, manufactured by Asahi Glass Co., Ltd.) and the like;

UV absorbers such as 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, alkoxybenzophenone;
And an aggregation inhibitor such as sodium polyacrylate.

  Further, when promoting the alkali solubility of the unirradiated part and further improving the developability of the composition of the present invention, the composition of the present invention is an organic carboxylic acid, preferably a low molecular weight having a molecular weight of 1000 or less. An organic carboxylic acid can be added. Specifically, aliphatic monocarboxylic acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, pivalic acid, caproic acid, diethyl acetic acid, enanthic acid, caprylic acid; oxalic acid, malonic acid, succinic acid, glutar Aliphatic dicarboxylic acids such as acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, brassic acid, methylmalonic acid, ethylmalonic acid, dimethylmalonic acid, methylsuccinic acid, tetramethylsuccinic acid, citraconic acid; Aliphatic tricarboxylic acids such as carbaryl acid, aconitic acid and camphoric acid; aromatic monocarboxylic acids such as benzoic acid, toluic acid, cumic acid, hemelitic acid and mesitylene acid; phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, trimesin Aromatic polycarboxylic acids such as acid, merophanic acid, pyromellitic acid; phenylacetic acid, Doroatoropa acid, hydrocinnamic acid, mandelic acid, phenyl succinic acid, atropic acid, cinnamic acid, methyl cinnamate, benzyl cinnamate, cinnamylidene acetic acid, coumaric acid, other carboxylic acids such as umbellic acid.

  In addition to the above, it is preferable to add a thermal polymerization inhibitor to the composition of the present invention, for example, hydroquinone, p-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, t-butyl. Catechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), 2,2'-methylenebis (4-methyl-6-tert-butylphenol), 2-mercaptobenzimidazole, etc. are useful. .

<Method for producing and using colored resin composition of the present invention>
The composition of the present invention undergoes a mixing and dispersing step in which a colorant, a resin component, and other additives used as necessary are mixed with a solvent and mixed and dispersed using various mixers and dispersers. Can be prepared.
The mixing and dispersing step preferably includes kneading and dispersing followed by fine dispersion treatment, but kneading and dispersing can be omitted.

  As a preferred method for producing the composition of the present invention, the colorant is kneaded with the resin component so that the viscosity after the kneading and dispersing treatment is 10,000 mPa · s or higher, desirably 100,000 mPa · s or higher. Dispersion treatment, then adding a solvent, fine dispersion treatment so that the viscosity after the fine dispersion treatment is 1,000 mPa · s or less, preferably 100 mPa · s or less, and further a high boiling point solvent, etc. The method of adding and stirring and mixing is preferable.

The machines used in the kneading and dispersing treatment are two rolls, three rolls, ball mills, tron mills, dispersers, kneaders, kneaders, homogenizers, blenders, single and twin screw extruders, etc., which disperse while giving a strong shearing force. . Next, a solvent is added and finely dispersed with beads made of glass or zirconia having a particle diameter of 0.1 to 1 mm, mainly using a vertical or horizontal sand grinder, pin mill, slit mill, ultrasonic disperser, etc. To process. It is also possible to omit the kneading and dispersing process. In that case, beads are dispersed with a pigment, a dispersant or a surface treatment agent, and the acrylic copolymer and solvent in the present invention.
The details of the kneading and dispersing are described in “Paint Flow and Pigment Dispersion” by TC Patton (published by John Wiley and Sons, 1964), etc., and this method may be used.

The composition of the present invention is applied to a substrate directly or via another layer by a coating method such as slit coating, ink jet method, spin coating, cast coating, roll coating, screen printing method, etc. A coating film is formed, exposed through a predetermined mask pattern if necessary, only the coating film portion irradiated with light is cured, and developed with a developer, thereby comprising pixels of each color (three colors or four colors). A color filter can be produced by forming a patterned film. As the radiation used at this time, ultraviolet rays such as g-line, h-line and i-line are particularly preferably used.
The present invention relates to a coloring composition which is particularly good for applying a slit on a glass substrate, but is also effective for other methods for forming a colored layer. Even conventionally known spin coating is extremely effective in reducing foreign matters caused by drying generated at nozzles, slits, bars, etc., which are dropping openings for coloring liquid, improving smoothness, and normalizing coating properties.
It is also effective in a method for manufacturing a color filter in which a colored layer is applied only to a pixel portion by an ink jet method, a screen printing method, or the like, which is a formation method other than forming a pixel by photolithography. Although these methods do not form a color with photolithography, colored pixels are firmly fixed on the substrate by using a photo-curing composition, resulting in high scratch resistance in the panel preparation process, or an LCD panel. This is a preferred embodiment because of the effect of preventing contamination of the liquid crystal layer that comes into contact with the liquid crystal layer.

  In the ink jet method, a matrix is formed on a glass substrate in advance with a resin black matrix or the like on a glass substrate, and a colored liquid is ejected in the form of droplets onto the openings of the lattice, and dried and fixed. As a means for discharging droplets, any of a thermal head using bubbles and a piezo head using piezoelectric elements can be used. In order to promote fixation of the colored liquid to the substrate, it is preferable to provide an ink receiving layer with cellulose, acrylic resin or the like. When the colored liquid is discharged to the pixel portion, it is filled in a lattice such as a resin black matrix and leveled in the drying process. The discharge head is a thin one having a diameter of about 10 to 30 μm, and the conventional product has a problem that the head portion is clogged due to drying of the tip portion between discharge and discharge. For this reason, the discharge amount decreases during drawing and becomes unstable, causing color unevenness between pixels. One of the effects of the present invention is to prevent the nozzle from drying, and another great effect is the effect of dissolving the semi-dried colored liquid (self-cleaning effect). Therefore, such a problem does not occur if the colored resin composition of the present invention is used.

Further, if necessary, an alkali development treatment is performed to elute the light non-irradiated portion into the alkaline aqueous solution by the exposure, and only the photocured portion remains. Any developer can be used as long as it dissolves the coating film of the photocurable colored resin composition in the non-irradiated part, while not dissolving the light irradiated part.
Then, after the excess developer is washed away and dried, heat treatment (post-bake) is performed at a temperature of 50 ° C. to 240 ° C. Thus, the said process can be repeated sequentially for every color, and a cured film can be manufactured. Thereby, a color filter is obtained.

  As the substrate, for example, non-alkali glass, soda glass, pyrex (R) glass, quartz glass used for liquid crystal display elements and the like, and those obtained by attaching a transparent conductive film to these, photoelectric conversion elements used for solid-state imaging devices, etc. Examples of the substrate include a silicon substrate. Furthermore, a plastic substrate is also possible. On these substrates, usually, black stripes for isolating each pixel are formed.

  The plastic substrate preferably has a gas barrier layer and / or a solvent resistant layer on its surface.

  Drying (prebaking) of the coating film of the composition of the present invention applied on the substrate can be performed at a temperature of 50 ° C. to 140 ° C. for 10 to 300 seconds with a hot plate, oven or the like.

  The coating thickness (after drying) of the coating film of the composition of the present invention is generally 0.3 to 5.0 μm, desirably 0.5 to 3.5 μm, and most desirably 1.0 to 2.5 μm. .

Any developer can be used as long as it dissolves the composition of the present invention and does not dissolve the light irradiated portion. Specifically, a combination of various organic solvents or an alkaline aqueous solution can be used.
Examples of the organic solvent include the aforementioned solvents used in preparing the composition of the present invention.
The development temperature is usually 20 ° C. to 30 ° C., and the development time is 20 to 90 seconds.

  Examples of the alkaline aqueous solution include sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, sodium oxalate, sodium metasuccinate, aqueous ammonia, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, Concentration of an alkaline compound such as tetraethylammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo- [5,4,0] -7-undecene, in a concentration of 0.001 to 10% by mass, preferably 0.01 to An alkaline aqueous solution dissolved so as to be 1% by mass is used. In addition, when using the developing solution which consists of such alkaline aqueous solution, generally it wash | cleans (rinse) with water after image development.

Post-baking is heating after development to complete curing, and is usually performed at about 200 ° C. to 220 ° C. (hard baking).
This post-bake treatment is performed continuously or batchwise using a heating means such as a hot plate, a convection oven (hot air circulation dryer), a high-frequency heater, or the like so that the coating film after development is in the above-described condition. be able to.

  As the application of the composition of the present invention, the application mainly to a color filter has been mainly described, but it is needless to say that the composition can also be applied to a black matrix provided between pixels of a color filter. The black matrix is formed by photo-exposure and alkali development of a composition obtained by adding a black colorant such as carbon black or titanium black to the composition of the present invention, and then post-baking to promote film curing. be able to.

  Examples of the present invention will be described below, but the present invention is not limited to these examples.

[Examples 1 to 5, Comparative Examples 1 to 4 (slit application)]
First, the following components were kneaded and dispersed with two rolls.
C. I. Pigment Red 254 22 parts by mass C.I. I. Pigment Yellow 139 8 parts by mass resin solution (benzyl methacrylate / methacrylic acid / hydroxyethyl methacrylate copolymer, molar ratio: 80/10/10, Mw: 10000, solvent: 60% propylene glycol methyl ether acetate, resin solid content concentration: 40%)
40 parts by mass Solvent: propylene glycol methyl ether acetate 20 parts by mass Dispersant: (trade name: BY-161, BYK) 2 parts by mass

Furthermore, the following components were added to the dispersion obtained above and finely dispersed in a sand mill for a whole day and night.
Solvent: 200 parts by mass of propylene glycol methyl ether acetate

After the dispersion treatment, the following components were further added and mixed by stirring to prepare a colored resin composition.
Dipentaerythritol penta, hexaacrylate 12 parts by mass 4-Benzoxolane-2,6-di (trichloromethyl) -s-triazine (photopolymerization initiator) 0.5 parts by mass surfactant (trade name: Tetranic 150R1 , BASF) 0.2 parts by mass solvent (described in Table 1) 100 parts by mass

The above colored resin composition was slit applied to a 550 mm × 650 mm glass substrate under the following conditions, then allowed to stand for 10 minutes, applied to a new glass substrate, vacuum dried and prebaked (90 ° C. 60 seconds) And the application status was observed. The observation was made by visually observing the occurrence of streaks under a sodium lamp, and counting foreign matters having a size of 80 μmφ or more.
Slit application condition Gap between the openings at the tip of the application head: 50 μm
Coating speed: 100 mm / second Clearance between substrate and coating head: 150 μm
Application thickness (dry thickness): 2 μm
Application temperature: 23 ° C
The results are shown in Table 1.

[Example 6, Comparative Example 5 (inkjet method)
The colored resin composition prepared for the above-described slit coating was discharged onto the opening by an inkjet method using a piezo element on a 550 mm × 650 mm glass substrate. As the glass substrate, a 20 μm wide resin BM (thickness: 1.5 μm) arranged in advance in a lattice shape (opening: 100 μm × 200 μm) was used. After discharging, vacuum drying and heating (200 ° C. for 60 seconds) were performed, and the coating state was observed. The chromaticity of the pixel formed by discharging first and the pixel formed finally is expressed by x value of CIE chromaticity.
The results are shown in Table 2.

  The comparative example initially has a predetermined amount of discharge and can form a target pixel. However, it can be seen that nozzles are clogged and discharged when the discharge is intermittent. Foreign matter was also generated.

The colored resin composition of the present invention prevents clogging of slit heads, nozzle heads, and the like when applying slit coating to a substrate by an inkjet method, and reduces the generation of foreign matter. Furthermore, the effect of improving planarization performance (leveling property), improving dispersion stability, improving dispersibility, and preventing generation of bubbles can be expected also by application methods such as spin coating, cast coating, roll coating, and screen printing.
Therefore, the composition of the present invention is extremely useful as a coloring composition for a color filter.

Claims (5)

  A colored resin composition comprising a colorant, a resin component, and a solvent, wherein the solvent contains 10 to 40% by mass of a high-boiling solvent having a boiling point of 180 ° C to 250 ° C.   The colored resin composition according to claim 1, wherein the high boiling point solvent has no hydroxyl group in the molecule. The colored resin composition according to claim 1 or 2, wherein the high-boiling solvent having a boiling point of 180 ° C to 250 ° C is one or more selected from the following (1) to (8).
(1) Dipropylene glycol monomethyl ether acetate (2) Dipropylene glycol n-propyl ether acetate (3) Dipropylene glycol n-butyl ether acetate (4) Butyl lactate (5) 3,5,5-trimethyl-2-cyclo Xen-1-one (6) Propylene glycol phenyl ether acetate (7) Tripropylene glycol methyl ether acetate (8) 3-methoxy-3-methylbutyl acetate   The colored resin composition according to claim 1, wherein the resin component is a photocurable component.   The colored resin composition according to any one of claims 1 to 4, wherein the colorant is pigment fine particles.