KR101225954B1 - Ink composition for color filter, method for manufacturing pixels for color filter using same, and color filter produced by same - Google Patents

Abstract

The present invention relates to a color filter ink composition, a method for manufacturing a color filter pixel using the same, and a color filter manufactured using the same, the ink composition for color filter comprising (A) an acrylic resin; (B) a polymerizable monomer; (C) a pigment containing a compound represented by the following formula (1); (D) a leveling agent comprising a compound represented by the following formula (2) or (3); And (E) a solvent.

[Formula 1]

[Formula 2]

(3)

(In the above Chemical Formulas 1 to 3, the definition of each substituent is as defined in the detailed description of the invention.)

Ink, inkjet, pigment, color reproduction, color filter, leveling agent

Description

Ink composition for color filter, method for manufacturing pixel for color filter using same, and color filter manufactured using the same {INK COMPOSITION FOR COLOR FILTER, METHOD FOR MANUFACTURING PIXELS FOR COLOR FILTER USING SAME, AND COLOR FILTER PRODUCED BY SAME}

The present invention relates to a color filter ink composition, a method of manufacturing a color filter pixel using the same, and a color filter manufactured using the same.

The color filter is used in a liquid crystal display device, an optical filter of a camera, and the like, and is manufactured by coating a minute region colored with three or more colors on a solid state imaging device or a transparent substrate. Such colored thin films may be formed by a dyeing method, a printing method, a pigment dispersion method, an inkjet method, or the like.

In the dyeing method, an image having a dye-based base material such as natural photosensitive resin such as gelatin, amine-modified polyvinyl alcohol, amine-modified acrylic resin, and the like is formed on the substrate, and then dyed with a dye such as a direct dye to form a colored thin film. In the case of the dyeing method, although the sharpness and dispersibility of the commonly used dyes and resins themselves are good, there are disadvantages in that light resistance, moisture resistance and heat resistance are poor.

In the printing method, printing is carried out using an ink obtained by dispersing a pigment in a thermosetting or photocurable resin, followed by curing with heat or light to form a colored thin film. In the case of the dyeing method, the material cost can be reduced compared to other methods, but it has a disadvantage in that it is difficult to form highly precise and detailed images.

The pigment dispersion method is a method of forming a colored thin film by repeating a series of processes of coating, exposing, developing and thermosetting a photopolymerizable composition containing a colorant on a transparent substrate provided with a black matrix. The pigment dispersion method has the advantage of improving heat resistance and durability and maintaining the thickness of the film uniformly. In addition, since the fine pattern is excellent in implementation and the manufacturing method is relatively easy, it is widely adopted. For example, the Republic of Korea Patent Publication No. 1992-7002502, Republic of Korea Patent Publication No. 199-0005617, Republic of Korea Patent Publication No. 195-0011163, Republic of Korea Patent Publication No. 195-7000359 and the like to prepare a colored photosensitive resin composition using a pigment dispersion method A method is proposed.

However, the method requires coating, exposure, development and curing of red (R), green (G) and blue (B), respectively, in order to form a pixel, so that the manufacturing process becomes very long and the inter-process control factors As the number increases, there is difficulty in managing yield.

In order to overcome this problem, a number of new process methods are recently used to replace the conventional pigment dispersion method, and an inkjet printing method is representative. In the inkjet printing method, a light blocking layer such as a black matrix is formed on a glass substrate, and ink is injected into the pixel space. The inkjet printing method does not require a separate coating, exposure, or development process in manufacturing the color filter, so that the material required for the process can be reduced and the process can be simplified.

When manufacturing a color filter using the above inkjet ink, in order to ensure the required color characteristic, it is common to mix and use two or more types of pigments. In particular, in the red filter, as a main pigment, a dikitopyrrolopyrrole-based red pigment, for example, C.I. Pigment Red 254 is mainly employed. In addition, as a coloring pigment, an anthraquinone type red pigment, for example, C.I. Pigment Red 177 is added or isoindolinone-based yellow pigments such as C.I. It is common to add Pigment Yellow 139. In some cases other yellow and orange pigments, for example C.I. Pigment Yellow 138, C. Pigment Yellow 150, C.I. Pigment Orange 38 may be added. Since the pigments have excellent color characteristics, light resistance, and heat resistance, they have been commonly used as color filter materials. However, as the use of LCD color filters is recently expanded, required physical property levels are increasing day by day. Therefore, in order to enhance the color characteristics such as improving the brightness and color purity when being transmitted, studies have been made to atomize and finely disperse the pigments, but in fact, only the combination of these pigments is limited in the color characteristics of the color filter.

Thus, Japanese Patent No. 3924872 proposes a method for producing a colored photosensitive resin composition using a novel red pigment. However, this novel red pigment has a large molecular structure and is difficult to be refined, and thus has a particle size of 150 even after milling. It is difficult to reduce below nm. In addition, even after the manufacture of the color filter, roughness of the filter surface is large, and the surface defects in the form of craters frequently occur, it is difficult to produce a high quality color filter of the desired level. In addition, due to such a poor surface condition, the scattering effect is increased, and the problem such as a decrease in the contrast ratio level also occurs frequently.

One embodiment of the present invention is to provide an ink composition for a color filter that can produce a high quality color filter having a good surface state and excellent color reproducibility and contrast ratio due to the low surface roughness and the occurrence of craters.

Another embodiment of the present invention is to provide a method for manufacturing a pixel for a color filter using the ink composition for the color filter.

Another embodiment of the present invention is to provide a color filter comprising a pixel for the color filter manufactured by the method for manufacturing the color filter pixel.

The technical problems to be achieved by the present invention are not limited to the above-mentioned technical problems, and other technical problems not mentioned will be clearly understood by the average technician from the following description.

According to one embodiment of the invention, (A) an acrylic resin, (B) a polymerizable monomer, (C) a pigment comprising a compound represented by the following formula (1), (D) represented by the following formula (2) or (3) Provided are an ink composition for a color filter comprising a leveling agent containing a compound and a solvent (E).

[Formula 1]

[Formula 2]

(In Formula 2,

R ₁ is hydrogen or a methyl group,

R ₂ is an alkylene group having 1 to 20 carbon atoms,

R ₃ is an alkylene group having 1 to 20 carbon atoms substituted with halogen atoms,

R ₄ is an alkyl group having 1 to 20 carbon atoms substituted with halogen atoms,

a is an integer from 1 to 50.)

(3)

(3)

R ₅ and R ₆ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms,

b is an integer from 1 to 50.)

According to another embodiment of the present invention, a method of manufacturing a pixel for a color filter using the ink composition for color filters is provided.

According to another embodiment of the present invention, a color filter including the color filter pixel manufactured by the method for manufacturing the color filter pixel is provided.

Other specific details of embodiments of the present invention are included in the following detailed description.

The ink composition for a color filter of the present invention has an effect of producing a high quality color filter having good surface condition due to less surface roughness and occurrence of craters, and excellent color reproducibility and contrast ratio.

Hereinafter, embodiments of the present invention will be described in detail. However, it should be understood that the present invention is not limited thereto, and the present invention is only defined by the scope of the following claims.

Ink composition for a color filter according to an embodiment of the present invention, (A) acrylic resin; (B) a polymerizable monomer; (C) a pigment containing a compound represented by the following formula (1); (D) a leveling agent comprising a compound represented by the following formula (2) or (3); And (E) a solvent.

In addition, the ink composition for color filters may further include (F) a polymerization initiator and (G) other additives.

Hereinafter, each component included in the ink composition for color filters according to the present invention will be described in detail.

(A) Acrylic resin

The acrylic resin is a copolymer of a first ethylenically unsaturated monomer having one or more carboxyl groups and a second ethylenically unsaturated monomer copolymerizable therewith.

As the first ethylenically unsaturated monomer, those selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, and combinations thereof can be used.

As said 2nd ethylenically unsaturated monomer, Alkenyl aromatic compounds, such as styrene, (alpha) -methyl styrene, vinyl toluene, and vinyl benzyl methyl ether; Methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxy ethyl acrylate, 2-hydroxy ethyl methacrylate, 2-hydroxy butyl acrylic Unsaturated carboxylic ester compounds such as latex, 2-hydroxy butyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate and phenyl methacrylate; Unsaturated carboxylic acid amino alkyl ester compounds such as 2-amino ethyl acrylate, 2-amino ethyl methacrylate, 2-dimethyl amino ethyl acrylate and 2-dimethyl amino ethyl methacrylate; Carboxylic acid vinyl ester compounds such as vinyl acetate and vinyl benzoate; Unsaturated carboxylic acid glycidyl ester compounds such as glycidyl acrylate and glycidyl methacrylate; Vinyl cyanide compounds such as acrylonitrile and methacrylonitrile; Unsaturated amide compounds, such as acryl amide and methacryl amide, are mentioned, but it is not limited to this. The acrylic resin used in the present invention contains at least one second monomer thereof.

Representative examples of the acrylic resin include methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate air Copolymer, methacrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, and the like.

The acrylic resin preferably has a weight average molecular weight (Mw) of 3,000 to 150,000, more preferably has a weight average molecular weight (Mw) of 5,000 to 50,000. When the weight average molecular weight is in the above range, a sufficient curing rate can be obtained, and a uniform coating surface can be obtained even after curing.

It is preferable that the acid value of the said acrylic resin is 100 mgKOH / g or less, and it is more preferable that it is 10-100 mgKOH / g. In the said range, since developability is excellent and the storage stability of the ink composition for color filters can be improved, it is preferable.

It is preferable that the said acrylic resin is contained in 1 to 40weight% with respect to the total amount of the ink compositions for color filters. When the content of the acrylic resin is in the above range, it is possible to ensure sufficient adhesion with the substrate, to form a uniform film thickness, and to improve the post-process of color filters such as film strength, heat resistance, chemical resistance and afterimage well. Can be. In addition, it is possible to obtain an appropriate viscosity does not cause nozzle clogging during inkjet printing, it is possible to achieve a uniform discharge.

(B) polymerizable monomer

The polymerizable monomer is an acrylate-based or methacrylate-based monomer used in general photosensitive resin compositions for color filters, for example, dipentaerythritol hexaacrylate, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, neopentylglycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipenta Erythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol Dimethacrylate, Triethylene Glycol Dimeth A relay agent, propylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate and the like.

The polymerizable monomer is preferably included in 1 to 20% by weight based on the total amount of the color composition ink composition. When the content of the polymerizable monomer is in the above range, after forming the pattern, the film strength can be secured by sufficient curing, and the viscosity of the appropriate ink composition can be maintained to provide an ink composition having excellent ink characteristics such as storage stability. .

(C) pigment

The ink composition for color filters of this invention can use the compound represented by following formula (1) as a main pigment.

[Formula 1]

In addition, in order to secure the color characteristics, the main pigment may be used in combination with an auxiliary pigment excellent in light resistance and heat resistance. Representative examples of the auxiliary pigments are C.I. Pigment Green 36, C.I. Pigment Red 254, C.I. Pigment Red 177, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C. Pigment Yellow 150, C.I. Pigment Orange 38 and combinations thereof may be selected from the group consisting of, but is not limited thereto.

The pigment may be included in an amount of 1 to 40% by weight, more preferably 5 to 20% by weight, and more preferably 5 to 15% by weight, based on the total amount of the color filter ink composition. have. If the content of the pigment is less than 1% by weight, it is not preferable because the desired color reproducibility cannot be obtained. If the content of the pigment is more than 40% by weight, the dispersion stability is lowered, and it is difficult to secure the contrast ratio. In addition, when the pigment is used by mixing the main pigment and the auxiliary pigment, the auxiliary pigment is preferably contained in 1 to 20% by weight based on the total amount of the ink composition for color filters. In this range, the final color space of the blended ink can be moved to a desired target level, and the contrast ratio and brightness of the ink can be improved, which is preferable.

(D) leveling agent

It is preferable that the ink composition for color filters of this invention contains the leveling agent containing the compound represented by following formula (2) or following formula (3).

[Formula 2]

(In Formula 2,

R ₁ is hydrogen or a methyl group,

R ₂ is an alkylene group having 1 to 20 carbon atoms,

R ₃ is an alkylene group having 1 to 20 carbon atoms substituted with halogen atoms,

R ₄ is an alkyl group having 1 to 20 carbon atoms substituted with halogen atoms,

a is an integer from 1 to 50.)

In Formula 2, the halogen atom is preferably a fluorine atom.

(3)

(3)

R ₅ and R ₆ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, preferably a methyl group,

b is an integer from 1 to 50.)

Formulas 2 and 3 are more preferably the following Formulas 4 and 5, respectively.

[Formula 4]

(In Formula 4,

R ₁ is hydrogen or a methyl group,

a is an integer from 1 to 50,

n is an integer from 1 to 20.)

[Chemical Formula 5]

(In Chemical Formula 5,

b is an integer from 1 to 50.)

The leveling agent is preferably included in 0.001 to 2% by weight based on the total amount of the color composition ink composition. It is possible to secure the spreading and flattening of the ink with a sufficient content of the leveling agent, so that problems of surface roughness and surface craters are not generated during drying of the ink composition including the red pigment, and the ink exposed from the printing head is shielded from light. No contamination occurs by overflowing or splashing into the layer surface and the openings of adjacent pixels.

The leveling agent may increase the spreadability and flattening degree of the ink composition for color filters, thereby preventing problems occurring during the surface forming process of the color filter during drying, that is, increasing surface roughness and generating surface craters. In addition, as described above, in the case of the red pigment has a large molecular structure, difficult to refine the particles, it is difficult to reduce the size of the particles to 150 nm or less after milling, but by the addition of the leveling agent it becomes possible to finely disperse the pigment, The above problem can be improved.

(E) Solvent

Any solvent may be used as long as the solvent has high solubility in acrylic resin and excellent affinity with the pigment and can maintain high dispersibility. More preferably, a high boiling point solvent can be used. The high boiling point solvent is preferable because it can solve the problem of clogging the nozzle during printing and to secure the color characteristics of the color filter.

The high boiling point solvent is preferably a boiling point temperature of 170 to 250 ℃, but is not limited thereto.

Specific examples of the high boiling point solvent include 3-methoxy butyl acetate, diethylene glycol methyl ether acetate, diethylene glycol ethyl ether acetate, diethylene glycol butyl ether acetate, ethylene glycol butyl ether acetate, 1,3-butanediol diacetate, Propylene glycol n-propyl ether acetate, propylene glycol n-butyl ether acetate, dipropylene glycol n-propyl ether acetate, dipropylene glycol n-butyl ether acetate, propylene glycol diacetate, dipropylene glycol propyl ether, dipropylene glycol butyl ether , Tripropylene glycol methyl ether, diethylene glycol dibutyl ether, tripropylene glycol butyl ether, and combinations thereof can be preferably used.

In addition, the solvent is preferably used by mixing a low boiling point solvent of less than 170 ℃ with the high boiling point solvent in order to improve the color reproducibility, contrast ratio and storage stability of the ink required by the color filter.

As the low boiling point solvent, ethyl acetate, n-butyl acetate, isobutyl acetate, isopropyl acetate, n-propyl acetate, propylene glycol methyl ether acetate, propylene glycol ethyl ether acetate, 3-methoxy-1-propyl acetate, ethylene glycol Methyl ether acetate, ethylene glycol ethyl ether acetate, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol propyl ether, ethylene glycol propyl ether, n-butyl propionate, ethyl 3-ethoxy propionate, n-pentyl prop It is preferable to use one selected from the group consisting of cypionate, n-propyl propionate, propylene glycol methyl ether propionate and combinations thereof.

The high boiling point solvent and the low boiling point solvent are preferably used in a weight ratio of 99: 1 to 50:50. When the content of the high boiling point solvent is less than the ratio, the drying rate of the ink increases due to the rapid volatilization of the solvent, which leads to frequent clogging of the nozzle, which makes it difficult to maintain proper ejection performance. This is difficult, and the dispersibility and storage stability is poor, it may be difficult to maintain a high contrast ratio, which is undesirable.

The amount of the solvent may be included in the amount of the balance, preferably 40 to 90% by weight based on the total amount of the ink composition for color filters. When the solvent is contained in less than 40% by weight, the ejectability is significantly lowered and printing is impossible, and when the solvent is included in excess of 90% by weight, ink flows out of the head nozzle. However, it is not preferable because desired color characteristics cannot be obtained.

(F) polymerization initiator

The color filter ink composition may further include a polymerization initiator in order to improve the strength of the manufactured pattern.

The polymerization initiator may be selected from the group consisting of photopolymerization initiators, thermal polymerization initiators, and combinations thereof.

As the photopolymerization initiator, acetophenone-based compounds, benzophenone-based compounds, thioxanthone-based compounds, benzoin-based compounds, triazine-based compounds and combinations thereof may be used.

Examples of the acetophenone-based compound include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylproriophenone, pt-butyltrichloroacetophenone, and pt- Butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropane-1- On, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one and the like can be used.

Examples of the benzophenone compounds include benzophenone, benzoyl benzoic acid, benzoyl benzoic acid methyl, 4-phenyl benzophenone, hydroxy benzophenone, acrylated benzophenone, 4,4'-bis (dimethyl amino) benzophenone, and 4,4'- Bis (diethylamino) benzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone and the like can be used.

Examples of the thioxanthone compound include thioxanthone, 2-chloro thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, and 2,4-diisopropyl tea. Orcanthone etc. can be used.

As the benzoin compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal and the like can be used.

Examples of the triazine compound include 2,4,6-trichloro s-triazine, 2-phenyl 4,6-bis (trichloromethyl) -s-triazine, and 2- (3 ', 4'-dimethoxysty Reyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- ( p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tri) -4,6-bis (trichloromethyl) -s-triazine, 2-r Phenyl 4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl s-triazine, 2- (naphtho1-yl) -4,6-bis (trichloro Rhomethyl) -s-triazine, 2- (4-methoxynaphtho1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2-4-trichloromethyl (piperonyl ) -6-triazine, 2-4-trichloromethyl (4'-methoxystyryl) -6-triazine and the like can be used.

In addition, a carbazole compound, a diketone compound, a sulfonium borate compound, a diazo compound, a biimidazole compound, etc. can be used as said photoinitiator.

As said thermal polymerization initiator, the peroxide type compound generally used can be used preferably. As the peroxide compound, methyl ethyl ketone peroxide; Methylisobutalketone peroxide; Cyclohexanone peroxide; Acetylacetone peroxide; Isobutylyl peroxide; Hydroperoxide compounds, such as diisopropyl benzene hydroperoxide, cumene hydroperoxide, and t-butyl hydroperoxide, can be used, A 1, 1- di- t- butyl peroxy-3, 3, 5- trimethyl. Peroxy ketal compounds such as cyclohexane, 2,2-di- (t-butyloxyisopropyl) benzene, and 4,4-di-t-butylperoxy valeric acid n-butyl ester can also be used.

When the ink composition for color filters further includes a polymerization initiator, the polymerization initiator is preferably included in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the ink composition for color filters. When the polymerization initiator is included in less than 0.1 part by weight, the strength improvement of the resulting pattern is almost insignificant, and when it is included in excess of 10 parts by weight, the storage stability becomes unstable and the viscosity is continuously increased so that the discharge performance is deteriorated. This is undesirable.

(G) other additives

The color filter ink composition may optionally further include a dispersant. When the dispersant is further included in the dispersing process, it is possible to finely disperse the pigment, thereby improving the dispersibility of the pigment.

As the dispersant, for example, a nonionic, anionic or cationic dispersant may be used. Specifically, polyalkylene glycol and esters thereof, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adduct, alcohol alkylene Oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, carboxylates, alkylamide alkylene oxide adducts, alkylamines and the like can be used. The said dispersing agent can be added individually or in combination of 2 or more types. The dispersant is preferably included in 10 to 20 parts by weight based on 100 parts by weight of the pigment.

Moreover, in this invention, the adhesive improving agent for improving the adhesive force with a board | substrate can be further added. When the ink composition for color filters further includes an adhesion enhancer, the adhesion enhancer is preferably included in an amount of 0.01 to 1 part by weight based on 100 parts by weight of the ink composition for color filters.

According to another embodiment of the present invention, a method of manufacturing a pixel for a color filter using the ink composition for color filters is provided.

The method for manufacturing the color filter pixel may include: forming a pattern by applying the ink composition for color filter according to the present invention on an substrate by an inkjet spraying method (S1); And curing the pattern (S2).

(S1) forming a pattern

The ink composition for the color filter is preferably applied on the substrate to a thickness of 0.5 to 3.0 ㎛ in the inkjet dispersion method. The inkjet spray may form a pattern by repeatedly spraying only a single color according to the number of colors required, and may also form a pattern by simultaneously spraying the required number of colors to reduce the process.

(S2) curing step

The obtained pattern can be cured to obtain a pixel. At this time, as a method of hardening, photocuring, thermosetting, etc. are mentioned, A thermosetting process is preferable. The thermosetting process is preferably heated to a temperature of at least 160 ℃ to cure, more preferably can be cured by heating to 160 to 300 ℃, more preferably can be cured by heating to 200 to 250 ℃. .

In addition, according to another embodiment of the present invention, a color filter including a color filter pixel manufactured by the method for manufacturing the color filter pixel is provided.

Hereinafter, the present invention will be described in more detail with reference to preferred examples and comparative examples. However, the following examples are for illustrative purposes only and do not limit the invention.

(Production of Color Composition Ink Composition)

Example 1

[Table 1]

Furtherance Content [wt%] (A) Acrylic resin Benzyl methacrylate / cyclohexyl methacrylate /
Styrene / Methacrylic Acid Copolymer
(Molar ratio = 40/36/15/10)
(Weight average molecular weight (Mw) = 20,000) 6 (B) polymerizable monomer Dipentaerythritol hexaacrylate 6 (C) pigment CIPigment Green 58 (corresponding to Formula 1) /
CIPigment Yellow 150
(Weight ratio = 75/25) 15 (D) leveling agent Megaface F-475 (DIC Corporation)
(Corresponding to formula 2, fluorine-based surfactant) 0.5 (E) solvent
Diethylene Glycol Butyl Ether Acetate 64 Propylene Glycol Methyl Ether Acetate 8.5

An ink composition for a color filter was prepared using the components described in Table 1 above.

[Example 2]

Instead of 15% by weight of C.I. Pigment Green 58 (corresponding to Formula 1) /C.I.Pigment Yellow 150 (weight ratio = 75/25),

Color filter ink in the same manner as in Example 1, except that 15 weight% of CIPigment Green 58 (corresponding to Chemical Formula 1) / Cigigment Green 36 / CIPigment Yellow 138 (weight ratio = 50/20/30) was used. The composition was prepared.

[Example 3]

Color filter ink in the same manner as in Example 1, except that 1.0% by weight of the leveling agent was used in place of 0.5% by weight, and 8% by weight instead of 8.5% by weight of propylene glycol methylether acetate. The composition was prepared.

Example 4

In place of 0.5% by weight of Megaface F-475 (DIC),

An ink composition for a color filter was manufactured in the same manner as in Example 1, except that 1.0 wt% of Leveler SH-8400 (DIC Corporation) (silicone-based surfactant) was used.

[Example 5]

An ink composition for a color filter was manufactured in the same manner as in Example 1, except that 0.5 part by weight of TAZ-110 (Midori Kagaku Co., Ltd.), a photopolymerization initiator, was further added.

Comparative Example 1

Instead of 15% by weight of C.I. Pigment Green 58 (corresponding to Formula 1) /C.I.Pigment Yellow 150 (weight ratio = 75/25),

An ink composition for a color filter was manufactured in the same manner as in Example 1, except that 15 wt% of C.I. Pigment Green 36 / C.I.Pigment Yellow 150 (weight ratio = 75/25) was used.

Comparative Example 2

The above example was used except that 0.5% by weight of Megaface F-475 (DIC Co., Ltd.) (corresponding to Chemical Formula 2) was used instead of 8.5% by weight of propylene glycol methyl ether acetate and 9% by weight. The ink composition for a color filter was manufactured by the same method as 1.

(Property evaluation)

Each of the physical properties were evaluated as described below using Examples 1 to 5 and Comparative Examples 1 to 2 prepared in the same manner as described above, and the results are shown in Table 2 below.

1. Luminance Evaluation

Each ink composition was applied to a thickness of 1 to 2 μm on a 1 mm thick glass substrate that was degreased, and dried for 1 minute on a hot plate at 80 ° C. to obtain a coating film. The obtained coating film was dried in a hot air circulation drying furnace at 220 ° C. for 40 minutes, and then brightness and contrast ratio were measured through a spectrometer (MCPD3000, manufactured by Otsuka Electronics).

The luminance was measured at the Gy value of 0.593 in color coordinates, and the contrast ratio was measured based on 10,000: 1 (bare glass).

The evaluation criteria are as follows.

◎ is GY is 58 or more, or contrast ratio is 5,000: 1 or more

○ has a GY value of 57 to 58 and a contrast ratio of 4,500: 1 to 5,000: 1

Δ is a GY value of 56 to 57 and a contrast ratio of 4,000: 1 to 4,500: 1

× means GY is 56 or less, or contrast ratio is 4,000: 1 or less

2. Dischargeability Evaluation

Each ink composition was sprayed once on a plain paper to have a liquid crystal size of 20 pL, and then waited for 10 seconds, and then sprayed twice for 20 seconds. By repeatedly increasing the waiting time, the waiting time during which normal ejection is possible without any of the nozzles of the inkjet head being discharged unevenly was measured.

The evaluation criteria are as follows.

◎ 300 seconds or more

○ is 200 to 300 seconds

△ is 100 to 200 seconds

× is less than 100 seconds

Here, even when one nozzle does not proceed due to clogging of the nozzle, or when the ejected ink does not fall on the desired pixel, the nozzle is treated as defective and tested again.

3. Storage and Dispersion Stability Assessment

After each ink composition was kept constant temperature at 40 degreeC for 1 week, the change of the viscosity was measured using the viscometer (DV-II Pro, Brookfield).

The evaluation criteria are as follows.

(◎) indicates no change in viscosity and no foreign matter on the appearance of the ink.

○ shows a change in viscosity of 0.1 to 0.5 cPs but no foreign matter

△ shows a change in viscosity of 0.5 to 1.0 cPs but no foreign matter

× indicates a marked increase in viscosity above 1.0 cPs, or when foreign matter occurs due to recrystallization.

4. Heat resistance evaluation

Each ink composition was applied on a glass substrate having a thickness of 1 mm to a thickness of 2 to 3 μm, stored at 230 ° C. for 1 to 3 hours, and then colored using a multichannel spectrometer (MCPD-3000, Photal). The change was measured.

The evaluation criteria are as follows.

&Amp; cir & indicates no change in color, or when the color difference (DELTA E) at the time of 3 hours treatment is 1.0 or less

○ indicates that when 1.0 <chrominance (ΔE) <3.0 when processing for 3 hours

DELTA is 3.0 when the color difference (DELTA E) is 3.0 when processed for 3 hours, and 3.0 when the color difference (DELTA E) is 3.0 when processed for 1 hour

× is visually recognizable change in color, or color difference (ΔE) is 3.0 or more after 1 hour

5. Surface roughness evaluation

Each ink composition was applied on a glass substrate with a thickness of 3 μm, dried at 230 ° C. for 1 hour, and then measured by using a surface roughness analyzer (Optica1 Profiler NT1000, Veeco) to measure the irregularity of the thickness.

The evaluation criteria are as follows.

Is when the thickness difference ΔH is ± 0.1 or less

○ is when the thickness difference ΔH is ± 0.1 to ± 0.2

Δ is a thickness difference ΔH of ± 0.2 to ± 0.3

× is the case where the thickness difference (ΔH) is ± 0.3 or more

6. Surface Characterization

Each ink composition was applied on a glass substrate with a thickness of 2 μm, dried at 230 ° C. for 1 hour, and then the number of craters (dents) on the applied surface was measured using an optical microscope.

The evaluation criteria are as follows.

◎ is when there is no crater occurrence at all

○ is when craters are 1 to 5

Δ is 6 to 9 craters

× is when there are more than 10 craters

[Table 2]

Property evaluation Luminance Ejectability Storage, dispersion stability Heat resistance Surface roughness Surface property Example 1 ○ ◎ ○ ○ ○ ○ Example 2 ◎ ◎ ○ ○ ○ ○ Example 3 ○ ◎ ○ ○ ◎ ◎ Example 4 ○ ◎ ○ ○ ○ ◎ Example 5 ○ ◎ ○ ○ ○ ○ Comparative Example 1 × ○ ○ ○ ○ ○ Comparative Example 2 ○ ○ ○ ○ × ×

Referring to Table 2, although the ink compositions of Examples 1 to 5 and the ink compositions of Comparative Example 2 using the pigments having excellent color characteristics exhibited high luminance, the luminance of the Comparative Example 1 in which the type of pigment was changed was high. Significantly lower. On the other hand, the ink compositions of Examples 1 to 5 using the leveling agent of the present invention was significantly less number of surface craters, Comparative Example 2 without using the leveling agent was confirmed that the surface roughness and the craters generated quite a lot of defects. .

The present invention is not limited to the above embodiments, but may be manufactured in various forms, and a person skilled in the art to which the present invention pertains has another specific form without changing the technical spirit or essential features of the present invention. It will be appreciated that the present invention may be practiced as. Therefore, it should be understood that the embodiments described above are exemplary in all respects and not restrictive.

Claims (6)

(A) acrylic resin; (B) a polymerizable monomer; (C) a pigment containing a compound represented by the following formula (1); (D) a leveling agent comprising a compound represented by the following formula (2) or (3); And (E) Solvent Ink composition for a color filter comprising a. [Formula 1]

[Formula 2]

(In Formula 2, R ₁ is hydrogen or a methyl group, R ₂ is an alkylene group having 1 to 20 carbon atoms, R ₃ is an alkylene group having 1 to 20 carbon atoms substituted with halogen atoms, R ₄ is an alkyl group having 1 to 20 carbon atoms substituted with halogen atoms, a is an integer from 1 to 50.) (3)

(3) R ₅ and R ₆ are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, b is an integer from 1 to 50.) The method of claim 1, (A) 1 to 40% by weight of the acrylic resin; (B) 1 to 20% by weight of the polymerizable monomer; (C) 1 to 40% by weight of the pigment; (D) 0.001 to 2% by weight of the leveling agent; And (E) the solvent residual amount Ink composition for a color filter comprising a. The method of claim 1, The pigment is C.I. Pigment Green 36, C.I. Pigment Red 254, C.I. Pigment Red 177, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C. Pigment Yellow 150, C.I. Pigment Orange 38 and a color filter ink composition comprising a secondary pigment selected from the group consisting of 1 to 20% by weight thereof. The method of claim 1, The ink composition for color filters, the ink composition for color filters further comprises 0.1 to 10 parts by weight of the (F) polymerization initiator with respect to 100 parts by weight of the ink composition. A method of forming a pattern by applying the ink composition for a color filter according to any one of claims 1 to 4 by an inkjet spraying method on a substrate; And Curing the pattern Method of manufacturing a pixel for a color filter comprising a. A color filter comprising a pixel for a color filter manufactured by the method according to claim 5.