JP2002372615A - Method for manufacturing color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a method for manufacturing a color filter making ink instantaneously cured and concurrently improving properties to secure dispersion stability of a pigment and adhesiveness of the ink to a substrate. SOLUTION: The method for manufacturing the color filter comprises forming pixels on the substrate by using activating energy ray for curing inkjet ink containing a pigment, a monofunctional monomer with an ethylenic unsaturated double bond and a polyfunctional monomer with two or more ethylenic unsaturated double bonds and by making the activating energy ray irradiate the pixels.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention aims to produce a color filter at a high speed and at a low cost by an ink-jet method, wherein pixels are formed at corresponding positions on a color filter substrate by an active energy ray-curable ink-jet ink. Thereafter, the present invention relates to a method for manufacturing a color filter in which an ink layer is cured by an active energy ray.

2. Description of the Related Art A full-color color filter has a structure in which a large number of pixels composed of three primary colors of RGB are repeatedly arranged on a transparent substrate. At present, color filters are manufactured by applying a pigment-dispersed photoresist solution on a transparent substrate.
It is performed by repeating steps such as drying, exposure, development, and curing. Therefore, the productivity is low and the demand for cost reduction is increasing.

In accordance with the demand, manufacturing methods and manufacturing equipment have been reviewed. In particular, attention has been paid to a method of manufacturing a color filter by an ink-jet method in which a manufacturing apparatus can be easily reduced in size and high in productivity. In addition, with the recent advances in head and ink technology, pigments have begun to be used in colorants used in ink-jet inks, resulting in improvements in light fastness and fastness. The possibility of applying the ink jet method to applications has begun to appear.

JP-A-9-132740 discloses a ratio of a pigment to a resin in an ink, a ratio of a coloring pigment to an extender in a pigment,
By specifying the amount of solids in the ink, the thickness of the color material layer of the color filter can be controlled to an arbitrary thickness, and the surface smoothness and the adhesion to the substrate can be improved. Japanese Patent Application Laid-Open No. 11-84123 discloses an invention in which a specific pigment dispersant is used in a pigment-dispersed aqueous ink to obtain ink ejection stability. However, it is still difficult to completely prevent coalescence and sedimentation of pigments, and it has not been possible to solve the difficulty of making the light transmittance constant inside or for each pixel.

[0004] On the other hand, as typified by JP-A-11-124528, an invention has been made in which a monomer or an oligomer which cures even with light is used as a binder. The object of the present invention is to improve the adhesion between the cured ink layer and the substrate and the heat resistance, since the carboxylic acid compound as a pigment dispersant reacts with the monomers and oligomers by light or heat. However, the ink of the present invention contains about 70% by weight of water as a solvent and about 1% by weight or less of monomers and oligomers as crosslinkable compounds in the total ink.
Instantaneous curing by light cannot be expected, creating new problems with regard to the dispersion stability of the pigment.

[0005]

SUMMARY OF THE INVENTION It is a first object of the present invention to instantly cure an ink in order to improve the productivity of a color filter. Another object of the present invention is to improve the pigment dispersion stability and the adhesion to the substrate, which are the conventional problems. That is, at least 50 to 95 of the components constituting the ink-jet ink have the property of being cured by the active energy ray.
Occupies a range of 50% by weight and the ink viscosity at 25 ° C is 50 m
Provided is a method for producing a color filter, characterized by using an active energy ray-curable inkjet ink characterized by being at most Pa · s.

[0006]

According to the present invention, there is provided an ink-jet ink for curing an active energy ray for producing a color filter by an ink-jet method, wherein an active energy ray-curable component contains at least 50% by weight of the total amount of the ink.
The curing speed was increased by using an ink characterized by being in the range up to 95% by weight and having an ink viscosity at 25 ° C. of 50 mPa · s or less, thereby improving the productivity of the color filter. Provided is a method for manufacturing a color filter. In addition, the present invention provides a method for manufacturing a color filter in which the curing speed is high, the pigment does not coalesce or settle after forming the pixel, and the variation in light transmittance inside the pixel and between the pixels is improved.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention relates to a composition for an active energy ray-curable inkjet ink, which comprises at least a pigment, a pigment dispersant, and an active energy ray-curable monomer, and is provided on a color filter substrate by an inkjet method. The present invention relates to a method for manufacturing a color filter, which comprises irradiating an active energy ray to cure the ink after discharging the ink.

[0008] The pigment used in the ink of the present invention is required to have a sufficient transmission density, light resistance, adhesion to a substrate, and other various resistances. Therefore, various organic pigments are suitable. Specifically, CI Pigment Blue 15 and CI Pigment Blue 15:
3, CI Pigment Blue 15: 4, CI Pigment Blue 15:
6, CI Pigment Blue 22, CI Pigment Blue 60, C.
I. Pigment Violet 19, CI Pigment Violet 23, CI
Pigment Violet 29, CI Pigment Violet 30, CIP
igment Violet 37, CI Pigment Violet 40, CI Pig
ment Violet 50, CI Pigment Red 7, CI Pigment R
ed 9, CI Pigment Red 14, CI Pigment Red 41, C.
I. Pigment Red 48: 1, CI Pigment Red 48: 2, CI
Pigment Red 48: 3, CI Pigment Red48: 4, CI Pigme
nt Red 97, CI Pigment Red 122, CI Pigment Red
123, CI Pigment Red 146, CI Pigment Red 149,
CI Pigment Red 177, CI Pigment Red 178, CI P
igment Red 180, CI Pigment Red 184, CI Pigment
Red 185, CI Pigment Red 187, CI Pigment Red 1
92, CI Pigment Red 200, CI Pigment Red 202, C.
I. Pigment Red208, CI Pigment Red210, CI Pigmen
t Red 216, CI Pigment Red 220, CI Pigment Red 2
21, CI Pigment Red 223, CI Pigment Red 226, C.
I. Pigment Red 227, CI Pigment Red 240, CI Pig
ment Red 246, CI Pigment Red 255, CI Pigment R
ed 264, CI Pigment Red 272, CI Pigment Green
7, CI Pigment Green 36 can be used. Also, a mixture of CI Pigment Red 254 and CI Pigment Red 177, CI Pigment Green 36 and CI Pigment Yellow 15
0, CI Pigment Yellow 139 or CI Pigment Yello
w A mixture of 13 can also be used.

In the ink of the present invention, it is necessary to use a pigment dispersant in order to obtain the dispersion stability of the pigment. It is desirable that the dispersant be used in an amount of 0.1 to 10% by weight based on the weight of the ink. As a dispersant, a hydroxyl group-containing carboxylic acid ester, a salt of a long-chain polyaminoamide and a high-molecular-weight acid ester, a salt of a high-molecular-weight polycarboxylic acid, a salt of a long-chain polyaminoamide and a polar acid ester,
High molecular weight unsaturated ester, high molecular weight copolymer, modified polyurethane, modified polyacrylate, polyetherester type anionic activator, naphthalene sulfonic acid formalin condensate, aromatic sulfonic acid formalin condensate, polyoxyethylene alkyl phosphate Esters, polyoxyethylene nonylphenyl ether, stearylamine acetate, pigment derivatives and the like can be used.

As a specific example of the dispersant, BYK Che
Mie's “Anti-Terra-U (polyaminoamide phosphate)”, “Anti-Terraa-20”
3/204 (high molecular weight polycarboxylate (), "Dis
perbyk-101 (polyaminoamide phosphate and acid ester), 107 (hydroxyl group-containing carboxylic acid ester), 110 (copolymer containing acid group), 130 (polyamide), 161, 162, 163, 164, 165,
166, 170 (respectively, high molecular weight copolymers) "," 40
0 "," Bykumen "(high molecular weight unsaturated ester)," BYK-P104, P105 (high molecular weight unsaturated polycarboxylic acid) "," P104S, 240S (high molecular weight unsaturated polycarboxylic acid and silicon-based) "," Lact
imon (long-chain amine, unsaturated polycarboxylic acid and silicon) ".

Further, "Efka 44, 46, 47, 48, 49, 54, 6" manufactured by Efka Chemicals, Inc.
3, 64, 65, 66, 71, 701, 764, 76
6 "," Efka polymer 100 (modified polyacrylate), 150 (aliphatic modified polymer), 400, 40
1, 402, 403, 450, 451, 452, 453
(Modified polyacrylate), 745 (copper phthalocyanine-based) "Kyoeisha Chemical" Floren TG-710 (urethane oligomer), KS860, 873SN, 874 (polymer dispersant), # 2150 (aliphatic polycarboxylic acid), #
7004 (polyetherester type) ".

Furthermore, Kao's "Demol RN, N (sodium salt of formalin condensate of naphthalenesulfonic acid), M
S, C, SN-B (aromatic sulfonic acid formalin condensate sodium salt), EP "," Homogenol L-18 (polycarboxylic acid type polymer), "Emulgen 920, 93
0, 931, 935, 950, 985 (polyoxyethylene nonylphenyl ether), "acetamine 24 (coconut acetate), 86 (stearylamine acetate)", manufactured by Zeneca Corporation "Solspers 5000 (phthalocyanine ammonium salt), 17000 (fat Group 20000, 220,000, 32000 ", Nikko Chemical Co., Ltd.," Nikkor T106 (polyoxyethylene monostearate), Hexagline 4-0 (hexaglyceryl tetraolate) "and the like.

The monofunctional monomer having one ethylenically unsaturated double bond, which is a curing component of the active energy ray-curable ink used in the present invention, includes butanediol monoacrylate, N, N-dimethylaminoethyl acrylate,
2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, hydroxypropyl acrylate, 2-methoxyethyl acrylate, N-vinylcaprolactam, N-vinylpyrrolidone, acryloylmorpholine, N-vinylformamide, cyclohexyl acrylate, cyclohexyl methacrylate, dicyclopenta Nyl methacrylate, glycidyl acrylate,
Isobonyl acrylate, isodecyl acrylate, phenoxy methacrylate, stearyl acrylate, tetrahydrofurfuryl acrylate, 2-phenoxyethyl acrylate, 2-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, isobutyl acrylate, t-butyl acrylate, isooctyl acrylate, iso Bornyl acrylate, methoxytriethylene glycol acrylate, 2-ethoxyethyl acrylate, tetrahydrofurfuryl acrylate,
Examples include, but are not limited to, 3-methoxybutyl acrylate, benzyl acrylate, ethoxyethoxyethyl acrylate, butoxyethyl acrylate, ethoxydiethylene glycol acrylate, methoxydipropylene glycol acrylate, methylphenoxyethyl acrylate, dipropylene glycol acrylate, and the like.

The other curing components of the ink used in the present invention include di- or higher-functional monomers and oligomers such as ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, , 6-hexanediol di (meth) acrylate, ethoxylated 1,6-hexanediol diacrylate, neopentyl glycol di (meth) acrylate, ethoxylated neopentyl glycol di (meth) acrylate, propoxylated neopentyl glycol di (meth) A) acrylate, tripropylene glycol di (meth) acrylate, polypropylene glycol diacrylate, 1,4-butanediol di (meth) acrylate, 1,9-nonanediol diacrylate, tetraethylene Glycol diacrylate, 2-
n-butyl-2-ethyl-1,3-propanediol diacrylate, dimethylol-tricyclodecane diacrylate, neopentyl glycol diacrylate hydroxypivalate, 1,3-butylene glycol di (meth) acrylate, ethoxylated bisphenol A diacrylate (Meth) acrylate, propoxylated bisphenol A di (meth) acrylate, cyclohexanedimethanol di (meth) acrylate, dimethylol dicyclopentane diacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate, propoxylated trimethylol Propane triacrylate, pentaerythritol triacrylate, tetramethylolpropane triacrylate, tetramethylol methane triac , Pentaerythritol tetraacrylate, caprolactone-modified trimethylolpropane triacrylate, ethoxylated isocyanuric acid triacrylate, tri (2-hydroxyethyl isocyanurate) triacrylate, propoxylate glyceryl triacrylate, tetramethylol methane tetraacrylate, pentaerythritol tetra Acrylate, ditrimethylolpropane tetraacrylate, ethoxylated pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, neopentyl glycol oligoacrylate, 1,4-butanediol oligoacrylate, 1,6-hexanediol oligoacrylate, trimethylolpropane oligoacrylate , Pentaerythritol Rigo acrylate, urethane acrylate, epoxy acrylate,
Polyester acrylate and the like are not limited to these. One or more of these compounds may be used as needed.

When the amount of the component having curability by irradiation with the active energy ray becomes 50% by weight or less based on the total ink amount, the curability becomes insufficient with the general intensity of the active energy ray. Therefore, it is necessary to take measures such as lengthening the irradiation time. From the above, the amount of the curable component is 50% by weight or more, more preferably 60% by weight of the total ink.
It is desirable to have the above. Further, the content of 95% by weight or more is substantially impossible because other materials such as a pigment, a pigment dispersant and, if necessary, a photopolymerization initiator are required.

The monomers and oligomers, which are active energy ray-curable components of the ink used in the present invention, are (1) a photopolymerization initiator when irradiated with ultraviolet rays, and (2) a molecular chain of monomers and oligomers when irradiated with electron beams. Radicals are generated by cleavage,
A polymerization reaction occurs. Therefore, when ultraviolet rays are used as the active energy rays, a photopolymerization initiator is generally added. In the present invention, the photopolymerization initiator that can be used includes the following. Benzophenones such as benzophenone, benzoylbenzoic acid, 4-phenylbenzophenone, 4,4-diethylaminobenzophenone, 3,3′-dimethyl-4-methoxybenzophenone, 4-benzoyl-4′-methyldiphenylsulfide, etc. , Thioxanthone,
2-chlorooxanthon, 2,4-diethylthioxanthone, 1-chloro-4-propoxythioxanthone, isopropylxanthone and the like, as acetophenone-based,
2-methyl-1- (4-methylthio) phenyl-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butanone-1,2-hydroxy- 2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexylphenyl ketone, 2,2-dimethyl-2-hydroxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 4-phenoxydichloroacetophenone, Diethoxyacetophenone, 1-hydroxycyclohexyl phenyl ketone, etc., benzoin-based benzoin methyl ether, benzoin isobutyl ether, benzyl methyl ketal, etc., and acylphosphine oxide-based 2,4,6-trimethylbenzoyl diphenyl phosphine Down oxide, bis (2, 4, 6
-Trimethylbenzoyl) acylphosphine oxide, and the like.

In the present invention, a surfactant or a water-soluble or non-aqueous organic solvent can be contained as an ink component in order to improve the wettability of the ink on the surface of the color filter. A precaution when selecting a surfactant or an organic solvent is that compatibility with other ink components is required. Surfactants are anionic, cationic,
There are various types such as amphoteric and nonionic, and a suitable one may be selected. As the organic solvent, water-soluble organic solvents such as alcohols such as methanol, ethanol and isopropyl alcohol, and ketones such as acetone and MEK are preferable in terms of the effect of lowering the surface tension, but non-water-soluble organic solvents are preferable. However, there is no particular limitation as long as it has an effect.

In addition, the ink used in the present invention does not activate itself by ultraviolet light as other additives, but one that accelerates the initiation reaction in combination with a photopolymerization initiator is a photoinitiating auxiliary or an additive. It can be used under the name sensitizer. Examples thereof include triethanolamine, triisopropanolamine, 4,4′-dimethylaminobenzophenone, ethyl 2-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate (n-butoxy), and aliphatic and aromatic amines. .

The ink used in the present invention may further contain another additive, a thermal polymerization inhibitor. The effect of this additive is to make the temporal stability and the on-machine stability of the ink more reliable. Hydroquinone, hydroquinone monomethyl ether, p-benzoquinone, 2,6-t-butyl-p-cresol,
2,3-dimethyl-6-t-butylphenol, anthraquinone and the like. These are added in the ink at 0.01
A desired effect can be obtained by adding about 5% by weight.

Further, for the purpose of improving the adhesion of the ink used in the present invention to the color filter substrate, a resin soluble in active energy ray-curable monomers, prepolymers and other liquids to be added can be added. Specific examples of resins that can be added include polyvinyl chloride, poly (meth) acrylate, epoxy, polyurethane, cellulose derivatives, vinyl chloride-vinyl acetate copolymer, polyamide, polyvinyl acetal, diaryl phthalate, butadiene-acrylonitrile copolymer , Acrylic, styrene-acrylic, styrene-maleic acid, rosin, rosin ester, ethylene-vinyl acetate, petroleum resin, cumarone indene, terpene phenol, phenol, melamine, urea, vinyl chloride, xylene,
Alkyd, aliphatic hydrocarbons, butyral, silicon,
Maleic acid, fumaric acid and the like can be mentioned.

A diluting solvent can be added to the ink of the present invention as long as the spirit of the present invention is not impaired. That is, as the physical properties that the ink for active energy ray curing inkjet ink used in the present invention must have, the viscosity of the ink at 25 ° C. must be 50 mPa · s or less.
For this purpose, it is necessary to select a suitable combination by appropriately selecting a monofunctional or bifunctional or higher monomer or oligomer as claimed in the present invention. Meanwhile, pigments,
When a pigment dispersant and, if necessary, a photopolymerization initiator and the like are used as the ink component, the viscosity of the ink is 50 mPa · s.
Is exceeded, the viscosity can be adjusted by using a diluting solvent in an amount not exceeding 15% by weight of the ink component at most. In this case, the dilution solvent used must be compatible with the ink components.

Examples of solvents that can be used as a diluting solvent include:
Examples include ion-exchanged water, alcohols such as methanol and ethanol, ketones such as acetone and MEK, amides such as dimethylformamide and dimethylacetamide, glycols, and hydrocarbon solvents.

The method for producing the ink used in the present invention comprises two or more essential monomers or oligomers, pigments and, if necessary, a pigment dispersant, a photopolymerization initiator, a photopolymerization auxiliary, a thermal polymerization inhibitor, The resin is put into a usual dispersing machine and dispersed until a desired average particle size and particle size distribution are obtained. These materials may be mixed and dispersed at once, or may be separately mixed and dispersed depending on the characteristics and economy of each material in some cases. At that time, the ink viscosity was too high,
When dilution is necessary, water for dilution or a water-soluble solvent or a hydrocarbon-based solvent is added to the ink stock solution, and the mixture is stirred uniformly to obtain an ink.

As the dispersing machine, a sand mill, a bead mill, an agitator mill, a dyno mill, a Kobol mill and the like are preferable. If each dispersing machine has an appropriate viscosity range for the pigment dispersion, there is a method of adjusting the ratio of the monomer or the oligomer to the pigment to obtain the ink. After obtaining the dispersion, it is desirable to perform filtration by a filter or a centrifugal method for the purpose of removing coarse particles and foreign substances.

[0025]

Embodiments will be described below with reference to embodiments. Parts and% in the examples indicate parts by weight and% by weight, respectively.

[Examples 1 to 8] Composition Examples of Ultraviolet Curable Recording Liquid In Examples 1, 3, 6, and 8, the pigments and dispersants shown in Table 1 were used.
The entire amount of the diluting solvent together with the monomer (1) was placed in a sand mill and dispersed for 4 hours to obtain a stock solution of an active energy ray-curable inkjet ink. Next, the photoinitiator of (2) was added, these were gently mixed until these were dissolved in the ink stock solution, and further filtered under pressure through a membrane filter to obtain the ink. In Examples 2, 4, 5, and 7, Table 1
The pigment and dispersant shown in (1) and the monomer (1) were dispersed by the above-mentioned method to obtain a stock solution of the ink. Then (2)
Was added to the ink stock solution, mixed gently until the photoinitiator was dissolved, and then subjected to the above-mentioned filtration step to obtain the ink.

Each of the inks of Examples 1 to 8 was printed in a predetermined position on a color filter glass substrate on which a black matrix was formed in advance by an ink jet printer having a piezo head, and then dried and cured by a UV irradiation device. (Condition: One high-pressure mercury lamp: output 120 W, conveyor speed: 20 m / min).

(1) Monomer formulation Trimethylolpropane triacrylate (KS-TMPTA, manufactured by Nippon Kayaku Co., Ltd.) 50 parts N-vinylformamide (Beamset 770, manufactured by Arakawa Chemical Co., Ltd.) 40 parts (2) Photoinitiator formulation Irgacure 907 6.5 parts Isopropylthioxanthone 3.5 parts

[0029]

[Table 1]

Pigment P1 Crude copper phthalocyanine ("Copper phthalocyanine" manufactured by Toyo Ink Mfg. Co., Ltd.): 250 parts, sodium chloride: 25
00 parts and polyethylene glycol (“Polyethylene glycol 300” manufactured by Tokyo Kasei Co., Ltd.): 160 parts were charged into a styrene 1 gallon kneader (manufactured by Inoue Seisakusho),
Kneaded for 3 hours. Next, the mixture was poured into 2.5 liters of warm water, stirred for about 1 hour with a high-speed mixer while heating to about 80 ° C. to form a slurry, and then filtered and washed with water five times to repeat sodium chloride and solvent. Except for
Subsequently, the treated pigment was spray-dried to obtain a dried treated pigment. P2 quinacridone red pigment ("Cincacia Magenta RT-355-D" manufactured by Ciba Geigy): 250 parts,
2500 parts of sodium chloride and 160 parts of “polyethylene glycol 300” were charged into a 1-gallon kneader made of styrene, and a treated pigment was obtained in the same manner as in P1.・ P3 Benzimidazolone-based yellow pigment (“Hostapalm Yellow H3G” manufactured by Hoechst): 250 parts, sodium chloride: 2500 parts, and “polyethylene glycol 300”: 160 parts were charged into a 1-gallon kneader made of styrene, in the same manner as P1. Thus, a treated pigment was obtained.・ P4 carbon black pigment “Printex 150
T ”(made by Degussa)

Monomer NVF N-vinylformamide ("Beam set 7
70 ”Arakawa Chemical Co., Ltd.) ・ TMPTA Trimethylolpropane triacrylate (“ KS-TMPTA ”manufactured by Nippon Kayaku Co., Ltd.) Dispersant ・ 13940 Polyesteramine-based dispersant (“ SOLSPERS®13940 ”manufactured by Zeneca) Dispersant (Sol Spers 24000)
・ 5000 blue pigment dispersant (“SOLSPERS 5000” manufactured by Zeneca) ・ 22000 yellow pigment dispersant (“SOLSPERS 22000” manufactured by Zeneca) ・ L-18 polycarboxylic acid type polymer dispersant (“Homogenol L”) -18 "manufactured by Kao Corporation ・ Fuka 49 Modified polyacrylate dispersant (“ Efka 49 ”manufactured by Efka Chemical)

Diluent solvent ・ Water Ion exchange water ・ Ethyl alcohol Water soluble solvent ・ Acetone Water soluble solvent ・ EXXSOL D110 Exxon aliphatic hydrocarbon solvent

[Examples 9 to 16] Example of composition of electron beam-curable recording liquid A dispersion of the composition shown in Table 2 was dispersed in a sand mill for 4 hours, and then filtered through a 1-micron filter to prepare the ink. did. Using these 9 to 16 inks, a printer having a piezo head prints in advance at a predetermined position on a color filter glass substrate on which a black matrix is formed, and then uses an EB irradiator (condition; acceleration voltage: 50).
Irradiation with a KV, an electron beam with an output density of 150 W / cm ₂ , at a conveyor speed of 30 m / min) was performed to dry and cure.

[0034]

[Table 2]

The numbers in the table mean the number of copies. The compounds in the table are as follows.

Pigments P1 and P2 shown in Table 2 were the same as those used in Examples 1 to 8. Details of the dispersant and diluent shown in Table 2 are the same as those described in Examples 1 to 8.

Monomer NVF N-vinylformamide ("Beamset 770" manufactured by Arakawa Chemical Co., Ltd.) NVP N-vinylpyrrolidone ("V-PYROL" ISP T
echnologies, INC) ・ Acryloyl morpholine (“ACMO” Kojinsha) ・ TPGDA Tripropylene glycol diacrylate (“KS-TPGDA” manufactured by Nippon Kayaku) ・ TMPTA Trimethylolpropane triacrylate (“KS-TMPTA”) -HDDA 1,6-hexanediol acrylate ("16HX-A" manufactured by Kyoeisha)

The inks obtained in Examples 1 to 16 were evaluated as follows. Table 3 shows the results.

[0039]

[Table 3]

Evaluation methods in the table [Adhesion] The releasability of the cured ink from the color filter substrate was confirmed by a tape cross-cut method. ：: No peeling ×: Peeling [color unevenness] The cured pixels were observed with a microscope, and the presence or absence of color unevenness of the ink was visually evaluated. ：: No color unevenness. X: Color unevenness is present. [Curability] The tackiness of the ink surface after curing was confirmed by finger touch. ：: No tackiness. ×: Adhesive. [D50] The average particle diameter of the ink was measured with a laser light scattering type particle size distribution meter (“Microtrac UPA-100” manufactured by Nikkiso Co., Ltd.). The unit is nm. [Ejection Property] Printing was performed using a piezo-type inkjet printer capable of changing the frequency from 4 to 10 KHz, and the printing state on the color filter was visually evaluated. ：: Continuous printing was accurately performed at a predetermined position. ×: Defects occurred on the way, or not printed at predetermined positions. [Stability over time] The ink was stored at 50 ° C. for one month, and the dispersion state of the ink was evaluated visually and by a change in viscosity. ：: No precipitation was observed, and no change was observed in the dispersion particle size and viscosity. ：: No precipitation was observed, and no change in viscosity was observed. X: A precipitation was observed. [Viscosity] A value obtained by measuring the viscosity of the ink at 25 ° C. using a B-type viscometer. The unit is mPa · s [Transparency] The ink was spread on an OHP sheet for inkjet using an applicator, and the transparency of the ink was visually evaluated. ：: Very good ：: Good ×: Poor [Filterability] It was evaluated whether 25 ml of the ink could be filtered with a membrane filter having a diameter of 25 mmφ and a pore size of 3.0 µm. ：: Can be filtered. Δ: Slightly filtered. ×: No filtration at all. [Resolubility] The cleaning property when the ink at the nozzle tip was immersed in a dispersion medium in the ink was visually evaluated. ◎: Completely washable ○: Almost washable ×: Not washable

[0041]

The active energy ray-curable ink-jet ink used in the present invention comprises at least a pigment, a pigment dispersant, and a monomer or oligomer having a monofunctional monomer and two or more ethylenically unsaturated double bonds as a curing component. And the curing component contains 50 to 95% by weight of the total amount of the ink. Therefore, the ink is discharged onto the color filter substrate, adheres to a predetermined position, and then is irradiated with active energy rays, whereby the ink is immediately cured and the adhesion to the substrate is ensured. And the productivity of the color filter is much improved. The present invention
Various applications are possible without impairing the effects of the present invention.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 2H048 BA57 BA64 BB02 2H086 BA55 BA59 BA62 4J039 AD10 AD21 AE04 AE06 AE08 AE12 AE13 BA04 BC07 BC16 BC19 BC31 BC36 BC39 BC44 BC50 BC51 BC56 BC60 BE01 BE12 BE22 CA02 DA02 EA04 EA10 EA33 FA02 FA04 GA24 GA34

Claims (5)

[Claims] An active energy ray-curable inkjet ink comprising a pigment, a monofunctional monomer having one ethylenically unsaturated double bond and a polyfunctional monomer having two or more ethylenically unsaturated double bonds on a substrate. A method for manufacturing a color filter in which a pixel is formed by using the method and an active energy ray is irradiated. 2. The method for producing a color filter according to claim 1, wherein the total amount of monomers contained in the active energy ray-curable inkjet ink is 50 to 95% by weight based on the total amount of the ink. 3. The method for producing a color filter according to claim 1, wherein the active energy ray-curable inkjet ink further contains a pigment dispersant. 4. The method for producing a color filter according to claim 1, wherein the active energy ray-curable inkjet ink further contains an organic solvent. 5. The method for producing a color filter according to claim 1, wherein a black matrix is previously formed on the substrate, and pixels are formed by supplying an active energy ray-curable inkjet ink to the openings of the black matrix. .