KR20140077246A - A colored curable resin composition, color filter and display device - Google Patents

A colored curable resin composition, color filter and display device Download PDF

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KR20140077246A
KR20140077246A KR1020120144241A KR20120144241A KR20140077246A KR 20140077246 A KR20140077246 A KR 20140077246A KR 1020120144241 A KR1020120144241 A KR 1020120144241A KR 20120144241 A KR20120144241 A KR 20120144241A KR 20140077246 A KR20140077246 A KR 20140077246A
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resin composition
curable resin
carbon atoms
group
compound
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KR1020120144241A
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Korean (ko)
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박승준
박슬기
정보람
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동우 화인켐 주식회사
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509Filters, e.g. light shielding masks
    • G02F1/133512Light shielding layers, e.g. black matrix
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509Filters, e.g. light shielding masks
    • G02F1/133514Colour filters

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  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Optics & Photonics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Mathematical Physics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Optical Filters (AREA)

Abstract

The present invention relates to a curable resin composition for inkjet technologies, a color filter, and an image display device comprising the same and, more specifically, to a curable resin composition for inkjet technologies which comprises a curable monomer including silicon urethane acrylate, a binder resin, a solvent, and a photoinitiator, and which comprises an oxime ester compound represented by chemical formula 1 as a photoinitiator, wherein the silicon urethane acrylate includes a compound represented by chemical formula 8, and thus, has excellent sensitivity, has excellent flatness of a film after curing, has almost no color change, and has an excellent brightness, and to a color filter and an image display device comprising the same.

Description

Technical Field [0001] The present invention relates to a curable resin composition for ink-jet, a color filter, and an image display device having the same.

The present invention relates to a curable resin composition for an ink jet, a color filter and an image display apparatus having the same, and more particularly, to a curable resin composition for inkjet, which has excellent flatness of an ejected ink, a color filter, will be.

Most of the color filters used in the image display apparatus are manufactured by the pigment dispersion method. The pigment dispersion method is a method in which a thin film of chromium or the like is used as a raw material to form a pattern by photolithography and development and a blue, green and red photosensitive resin is coated on the thus formed barrier rib by spin coating, slit coating or the like Followed by patterning by photolithography and development, respectively, followed by curing.

This method has an advantage that the applied film thickness is uniform, but when patterning of each color is formed, about 70% of the material to be coated is lost, and the cost of the exposure apparatus, Installation cost is required, and there is a difficulty in yield control because the process line is long. In recent years, as the display material substrate has become larger, the costs of the above process and installation equipment are expected to increase further.

An ink jet method has been proposed as an alternative to this. The inkjet method can color a plurality of colors including red, green and blue at one time by a technique in which each ink is colored by spraying a curable resin composition only on an opening of a partition wall formed by using an inkjet head, , Time and cost can be greatly reduced. The inkjet method using the curable resin composition satisfies desired color coordinates or film thickness by injecting a specific amount of ink to the pixel opening of the barrier rib.

Therefore, it is essential that the resin composition for inkjet for forming a color filter basically has a pattern forming ability and adhesion with a substrate, as well as securing the flatness of the applied film. Furthermore, when a yellowing phenomenon occurs after curing, the resin composition for forming a color filter may affect the color of a colorant originally intended.

Conventionally, a thermal polymerization initiator has been used in the inkjet curable resin composition, but the thermal polymerization initiator has a problem in that the brightness after curing is lowered.

In order to solve these problems, various studies on various photoinitiators have been carried out. Among them, oxime compounds absorb ultraviolet rays and have almost no color, have high radical generation efficiency, and have good stability in the composition.

As the oxime compounds, α-oxooxime derivatives have been disclosed in JP-A-61-118423, JP-A-1-068750 and JP-A-3-004226, and US Pat. No. 4,255,513 Discloses an oxime ester compound using p-dialkylaminobenzene. U.S. Patent No. 4,202,697 discloses an acrylamino-substituted oxime ester compound, and U.S. Patent No. 4,590,145 discloses a benzophenone oxime ester compound. U.S. Patent No. 5,776,996 discloses a β-aminooxime compound, and U.S. Patent No. 6,051,367 discloses an oxime ester compound in which an ethylenically unsaturated group is contained in a molecular structure. In addition, International Patent Publication No. 00/052530 discloses oxime ether, oxime ester, oxime sulfonate compounds, and International Patent Publication No. 02/100903 discloses a process for the production of oxycarboxylic acids by coupling with alkyl acyl ketones, diarylketones or ketocoumarines ≪ / RTI > is disclosed.

Among these oxime compounds, compounds having a long conjugation length and absorbing long wavelength light have a slight color and may affect the color when applied to optical applications. On the other hand, a compound absorbing light having a short wavelength has a low photoreactivity and low efficiency as a photoinitiator.

On the other hand, in general, in the case of a barrier rib used for a color filter, since the property of repelling the dropped ink is weak, the ink amount is not filled in the barrier rib or ink is overflowed to adjacent pixels, A method of adding a material or a process of increasing the repulsive force by fluorine plasma treatment after the production of the barrier is added.

However, in such a method, the dropping ink does not spread properly in the glass in the pixel due to the repulsive force of the barrier rib, or the color separation occurs due to the separation from the barrier rib after the baking process. Such an additional process is a manufacturing process, Resulting in lower efficiency of time and cost savings. Further, in the conventional curable resin composition, a leveling agent is used as one of methods for improving the composition so as to control the shape of ink in pixels such as color dropout and spacing in a flat manner. However, And problems such as overflowing of the barrier ribs, surface abnormality, and deterioration of intrinsic properties of the curable resin composition occur due to excessive introduction.

Japanese Unexamined Patent Application Publication No. 61-118423 (June 6, 1986) Japanese Laid-Open Patent Publication No. 1-068750 (Mar. 14, 1989) Japanese Unexamined Patent Application Publication No. 3-004226 (1991.01.10) U.S. Patent No. 4,255,513 (Mar. 3, 1981) U.S. Patent No. 4,202,697 (May 15, 1980) U.S. Patent No. 4,590,145 (May 5, 1986) U.S. Patent No. 5,776,996 (July 7, 1998) U.S. Patent No. 6,051,367 (Apr. 18, 2000) International Patent Publication No. 00/052530 (September 20, 2000) International Patent Publication No. 02/100903 (December 19, 2002)

An object of the present invention is to provide a curable resin composition for an ink jet, a color filter, and an image display device having excellent sensitivity, excellent flatness of a film after curing, and no color change and no discoloration phenomenon such as yellowing phenomenon.

Further, the present invention can increase the leveling property of the curable resin composition for ink-jet, thereby suppressing the color dropout occurring due to the repulsive force of the ink dropped into the barrier ribs after baking, It is another object of the present invention to provide a curable resin composition for an ink jet which can overcome barrier properties and deterioration of properties due to overcharging, which is the limit of conventional leveling agents.

Another object of the present invention is to provide a color filter comprising a black matrix or a color layer formed by coating and curing the inkjet curable resin composition in a predetermined pattern.

It is another object of the present invention to provide an image display device having the color filter.

1. A curable resin composition for inkjet comprising a curable monomer containing a silicone urethane acrylate, a binder resin, a solvent and a photoinitiator,

Wherein the photoinitiator comprises an oxime ester compound represented by the following formula (1)

Wherein the silicone urethane acrylate is a curable resin composition for inkjet comprising a compound represented by the following formula

[Chemical Formula 1]

Figure pat00001

R 2 is an alkyl group having 1 to 13 carbon atoms, an acetyl group, an alkenyl group having 2 to 10 carbon atoms, an alkoxy group having 2 to 10 carbon atoms, an alkyl group having 2 to 10 carbon atoms, group, a 5 to 10 carbon atoms in the aryl group, a heteroaryl group having 5 to 10 carbon atoms of 5-10 aryloxy group, arylalkyl group of 1-10 carbon atoms or of carbon atoms 6-10 alkoxy group; R 3 is C 1 Lt; / RTI >

 [Chemical Formula 8]

Figure pat00002

(Wherein a and b are integers of 1 to 10, n is an integer of 1 to 20, R 1 is independently hydrogen or an alkyl group having 1-10 carbon atoms and may contain a hetero atom, and R 2 may independently include a hetero atom as an aliphatic or aromatic hydrocarbon having 1 to 20 carbon atoms and Y may be an aliphatic or aromatic aliphatic group having 2 to 60 carbon atoms and containing 1-10 (meth) An aromatic hydrocarbon which may contain a hetero atom).

2. The curable resin composition for inkjet according to 1 above, wherein R 3 in the general formula (1) is an alkyl group having 1-6 carbon atoms.

3. The curable resin composition for inkjet according to 1 above, wherein R 3 in the formula (1) is a methyl group.

4. In the above, 1, R 1 is a curable resin composition for an alkylene group having a carbon number of 0-3, an ink jet of the formula (I).

5. The curable resin composition for inkjet according to 1 above, wherein R < 2 > in the general formula (1) is an alkyl group or an acetyl group having 1-3 carbon atoms.

6. The curable resin composition for inkjet according to 1 above, wherein the photoinitiator is contained in an amount of 0.01 to 10% by weight based on the total weight of the composition.

7. The positive electrode active material as described in the item 1 above, which is selected from the group consisting of a triazine-based compound, an acetophenone-based compound, a nonimidazole-based compound, an oxime-based compound, a benzoin-based compound, a benzophenone-based compound, a thioxanthone- And at least one photoinitiator.

8. The curable resin composition for inkjet according to 1 above, wherein the silicone urethane acrylate is contained in an amount of 1 to 50% by weight based on the total weight of the ink-jet curable resin composition.

9. The curable resin composition for inkjet according to 1 above, further comprising a colorant.

10. A color filter comprising a black matrix or a color layer formed by curing the ink-jet curable resin composition of any one of items 1 to 9 above.

11. An image display apparatus comprising the color filter of 10 above.

The use of a photoinitiator excellent in sensitivity of the inkjet curable resin composition of the present invention does not cause a problem that the conventional colorant absorbs light of a specific wavelength to deteriorate the photosensitivity. After curing, the film has excellent flatness and little color change It does not affect the color implementation of the color filter. The color filter made of the curable resin composition for an ink jet of the present invention is excellent in luminance and can be very useful for realizing an image display device with low power.

Also, since the curable resin composition for ink jet of the present invention contains the silicone urethane acrylate represented by the above formula (8), the polysiloxane, which is the main chain in the compound, serves as a leveling agent so that the dropped ink can maintain wettability in the partition wall, It is possible to prevent the color separation phenomenon from occurring by suppressing the occurrence of separation between the barrier rib and the ink even after baking. Further, even when an excessive amount of the leveling agent is added, no staining occurs and the acrylate group in the compound reacts during curing, , And maintains and improves the physical properties such as heat resistance. Therefore, the curable resin composition for an ink jet of the present invention can be applied to a color filter and an image display apparatus.

In addition, the curable resin composition for inkjet of the present invention can simultaneously improve the flatness of the applied film, in addition to the above-mentioned effects, by simultaneously including the photoinitiator and the curable monomer containing the silicone urethane acrylate. Furthermore, basically, the pattern forming ability and the adhesion to the substrate are excellent, and the color filter manufactured therefrom has excellent solvent resistance, heat resistance and light resistance.

The present invention relates to an inkjet curable resin composition comprising a curable monomer containing a silicone urethane acrylate, a binder resin, a solvent and a photoinitiator, wherein the oxime ester compound represented by the formula (1) is contained as the photoinitiator, A color filter, and an image display device having the same, which are excellent in planarity of a film, have almost no color change, and have excellent brightness.

Hereinafter, the present invention will be described in detail.

The curable resin composition for an ink jet of the present invention comprises a curable monomer containing a silicone urethane acrylate, a binder resin, a solvent and a photoinitiator, and in particular, an oxime ester compound represented by the following formula 1 as the photoinitiator :

[Chemical Formula 1]

Figure pat00003

In the formula, R 1 is an alkylene group having 0-10 carbon atoms, preferably an alkylene group having 0-3 carbon atoms.

X is S or NH.

R 2 represents an alkyl group having 1-13 carbon atoms, an acetyl group, an alkenyl group having 2-10 carbon atoms, an alkynyl group having 2-10 carbon atoms, an aryl group having 5-10 carbon atoms, a heteroaryl group having 5-10 carbon atoms, An arylalkyl group having 6 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms or an acetyl group.

R 3 is an alkyl group having 1 to 12 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 3 carbon atoms, and most preferably a methyl group.

The oxime ester compound represented by the formula (1) may be exemplified by the compounds represented by the following formulas (2) to (6), but is not limited thereto.

(2)

Figure pat00004

(3)

Figure pat00005

[Chemical Formula 4]

Figure pat00006

[Chemical Formula 5]

Figure pat00007

[Chemical Formula 6]

Figure pat00008

The oxime ester compound according to the present invention can be obtained by substituting X, i.e., -S- or -NH-, which is an electron donating group (EDG) at the alpha position of the oxime to slightly shift the maximum absorption wavelength of ultraviolet to a short wavelength Stomach X increases solubility and is highly compatible with other ingredients. In addition, -COR 3 group generates an alkyl radical after irradiation to improve light reactivity and maximize light efficiency. The shorter the length of the alkyl group, the more effective it is.

These oxime ester compounds can be synthesized by a known synthetic process.

Specific examples of the preparation of the oxime ester compound represented by the formula (1) according to the present invention are described in Korean Patent Application No. 10-2011-103977, which is incorporated herein by reference in its entirety.

The inkjet curable resin composition of the present invention may further contain photoinitiators used in the art within the scope of not deviating from the present invention. For example, a triazine compound, an acetophenone compound, a nonimidazole compound, an oxime compound, a benzoin compound, a benzophenone compound, a thioxanthone compound, and an anthracene compound, Can be mixed and used.

Examples of the triazine compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) (Trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl) Bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) -Yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan- Azine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4- Methyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

Examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1 (2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] Propan-1-one oligomers and the like.

Examples of the acetophenone-based compounds usable in addition to the above-mentioned acetophenone-based compounds include compounds represented by the following general formula (7).

(7)

Figure pat00009

In Formula 7, R 1 to R 4 are each independently a hydrogen atom; A halogen atom; A hydroxyl group; A phenyl group, a benzyl group or a naphthyl group substituted or unsubstituted with an alkyl group having 1 to 12 carbon atoms.

Specific examples of the compound represented by Formula 7 include 2-methyl-2-amino (4-morpholinophenyl) ethan-1-one, 2-ethyl- 1-one, 2-propyl-2-amino (4-morpholinophenyl) ethan- (4-morpholinophenyl) propane-1-one, 2-amino-2- 2-methyl-2-methylamino (4-morpholinophenyl) propane-1-one, 1-one, 2-methyl-2-dimethylamino (4-morpholinophenyl) propan- have.

Examples of the imidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'- Dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole or a phenyl group at the 4,4', 5,5 ' An imidazole compound substituted by an alkoxy group, and the like. Among them, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole or 2,2'-bis (2,3- , 5,5'-tetraphenylbiimidazole are preferably used.

Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

Examples of the benzophenone compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3 ', 4,4'-tetra tert-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4- .

Examples of the anthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, .

Other examples include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, phenylclyoxylic acid Methyl, titanocene compounds and the like can be mentioned as other photoinitiators.

Further, in the present invention, the photoinitiator may be used in combination with a photoinitiator. When a photoinitiator is used in combination with the photoinitiator, the curable resin composition for inkjet containing the photoinitiator is more preferable because productivity is improved when the color filter is formed using the composition.

As the photoinitiator, an amine compound or a carboxylic acid compound is preferably used.

Specific examples of the amine compound in the photoinitiator include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine, 4-dimethylaminobenzoate, 4-dimethylaminobenzoate, 4-dimethylaminobenzoate, 2-ethylhexyl dimethylbenzoate, 2-dimethylaminoethyl benzoate, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4,4'-bis (Diethylamino) benzophenone, and the like. As the amine compound, an aromatic amine compound is preferably used.

Specific examples of the carboxylic acid compound include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenyl And aromatic heteroacetic acids such as thioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

The content of the photoinitiator is not particularly limited, but may be 0.01 to 10% by weight, preferably 0.01 to 5% by weight, based on the total weight of the curable resin composition for inkjet. When the content of the photoinitiator falls within the above-mentioned range, the curable resin composition for ink-jet is highly sensitized and the strength and brightness of the color layer can be better.

The content of the photoinitiator is not particularly limited, but may be from 0.1 to 10% by weight, and preferably from 1 to 5% by weight, based on the total weight of the inkjet curable resin composition. When the content of the photoinitiator is in the above range, the sensitivity of the curable resin composition for inkjet is higher and the productivity of the color filter can be improved.

In addition to the above-described photoinitiators, the inkjet curable resin composition of the present invention includes a curable monomer, a binder resin, and a solvent, and may further include a colorant. The curable resin composition for inkjet may further contain various additives commonly used in the art as needed.

The curable monomer contained in the inkjet curable resin composition of the present invention includes silicone urethane acrylate, and the silicone urethane acrylate includes a structure represented by the following formula (8).

[Chemical Formula 8]

Figure pat00010

Wherein a and b are integers of 1 to 10, n is an integer of 1 to 20, R 1 is independently hydrogen or an alkyl group having 1-10 carbon atoms and may contain a hetero atom, and R 2 May independently include a hetero atom as an aliphatic or aromatic hydrocarbon having 1 to 20 carbon atoms and Y may be an aliphatic or aromatic group having 2 to 60 carbon atoms containing 1-10 (meth) The hydrocarbon may include a hetero atom.

The polysiloxane, which is the main chain in the silicone urethane acrylate represented by the above formula (8) serves as a leveling agent and maintains flatness when the curable resin composition for inkjet according to the present invention is dropped by an inkjet method. The curable resin composition for inkjet, And prevents the separation of the barrier ribs from being generated even after the baking, thereby preventing color dropout phenomenon. Further, unevenness does not occur even when an excess amount of the silicone urethane acrylate represented by the above formula (8) is added to the leveling agent of the present invention, and the acrylate group reacts during curing, thereby maintaining and improving physical properties such as hardness and heat resistance of the ink.

The curable monomer according to the present invention can be used in combination with the curable monomer having two or more functional groups in addition to the silicone urethane acrylate represented by the above formula (8), if necessary.

Specific examples of the above-mentioned curable monomer having two or more functional groups are as follows.

Examples of the bifunctional curable monomer include 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,9-nonanediol diacrylate, nonanediol dimethacrylate 1,4-butanediol di Acrylate, 1,4-butanediol dimethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, diethylene glycol diacrylate, diethylene Glycol dimethacrylate, triethylene glycol diacrylate, triethylene glycol methacrylate, tetramethylene glycol diacrylate, tetraethylene glycol diacrylate, 1,3-butylene glycol diacrylate, 1,3-butyl Propylene glycol dimethacrylate, tripropylene glycol diacrylate, tripropylene glycol dimethacrylate, tricyclodecane dimethiol diacrylate, tricycle There may be mentioned diethylene glycol dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate dimethacrylate Acrylate, 2-n-butyl-2-ethyl-1,3-propanediol diacrylate, cyclohexanedimethanoldiacrylate, cyclohexanedimethanol dimethacrylate, ethoxylated neopentyl glycol diacrylate, Ethoxylated neopentyl glycol dimethacrylate, propoxylated neopentyl glycol diacrylate, propoxylated neopentyl glycol dimethacrylate, hydroxypivalic acid neopentyl glycol diacrylate, ethoxylated bisphenol A diacryl Bisphenol A dimethacrylate, propoxylated bisphenol A acrylate, propoxylated bisphenol A dimethacrylate, Diethylene glycol diacrylate, dipentaerythritol diacrylate, dipentaerythritol dimethacrylate, propylene glycol diacrylate, dipropylene glycol diacrylate, hexamethylene glycol diacrylate, bisphenol-A diacrylate, trimethylol Propane diacrylate, trimethylol propane dimethacrylate, propylene glycol dimethacrylate, dipropylene glycol dimethacrylate, hexane diacrylate, hexane dimethacrylate, glycerin diacrylate, glycerin dimethacrylate , Propylene glycol diacrylate, dicyclopentanyl diacrylate, triglycerol diacrylate, tetraethylene glycol dimethacrylate, propylene glycol dimethacrylate, tetrabromobisphenol A dimethacrylate, dicyclopentanyl dimethacrylate, Acrylate, glycerol dimethacrylate, triglyceride Roldi may be a methacrylate or the like.

Examples of the trifunctional curable monomer include trimethylol propane triacrylate, trimethylol propane trimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, tetramethylol methane triacrylate, tetramethylol Propane triacrylate, tri (2-hydroxyethyl isocyanate) triacrylate, ethoxylated trimethylol propane triacrylate, propoxylated trimethylol propane triacrylate, caprolactone modified trimethylol propane triacrylate, (Propyleneglycol) triacrylate, propoxylated glycerin triacrylate, sorbitol triacrylate, sorbitol trimethacrylate, trimethylpropane triacrylate, trimethylpropane trimethacrylate, tris (hydroxyethyl) isocyanate tri Acrylate, trimethylol Trimethylol propane trimethacrylate, trimethylol ethane trimethacrylate, glycerin triacrylate, glycerin trimethacrylate, tetratrimethylol propane triacrylate, tetra trimethylol propane trimethacrylate, ethylene oxide modified isocyanate acid tree Acrylate, isocyanate-modified ethylene oxide-modified trimethacrylate, and the like.

Examples of the tetrafunctional curable monomer include pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, ditrimethylol propane tetraacrylate, ditrimethylol propane tetramethacrylate, dipentaerythritol tetraacrylate, tetra Methylol methane tetraacrylate, ethoxylated pentaerythritol tetraacrylate, glycerin tetraacrylate, glycerin tetramethacrylate, and the like.

Examples of the pentafunctional curable monomer include dipentaerythritol pentaacrylate, dipentaerythritol penta methacrylate, dipentaerythritol monohydroxypentaacrylate, and dipentaerythritol monohydroxypenta methacrylate. have.

Examples of the hexafunctional curable monomer include dipentaerythritol hexaacrylate, dipentaerythritol hexa methacrylate, and the like.

The content of the curable monomer is not particularly limited, but may be 1 to 50 wt%, preferably 1 to 30 wt%, based on the total weight of the curable resin composition for inkjet. When the content of the hardenable monomer is less than 1% by weight, the degree of curing is lowered, and pattern formation of a desired thickness may be difficult. When the content exceeds 50% by weight, the viscosity of the composition may be increased.

It is preferable that the silicone urethane acrylate represented by Formula 8 is contained in an amount of at least 50 parts by weight based on 100 parts by weight of the entire curable monomer. When the content of the silicone urethane acrylate is less than 50 parts by weight based on the above-mentioned criteria, the flatness may be lowered and the color may be lost.

In the inkjet curable resin composition of the present invention, the binder resin may be used without limitation as long as it is generally used in the art. Preferably, an acrylic binder resin can be used.

Concrete examples of the acrylic binder resin include acrylic acid, methacrylic acid, itaconic acid, maleic acid, fumaric acid, 2-acryloxyethylhydrogenphthalate, 2-acryloxypropylhydrogenphthalate, 2-acryloxypropylhexahydrogenphthalate , Isobutyl acrylate, t-butyl acrylate, lauryl acrylate, glycidyl acrylate, alkyl acrylate, stearyl acrylate, cyclohexyl acrylate, isobornyl acrylate, benzyl acrylate, Acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl acrylate, Acrylate, 2-hydroxy-3-phenoxypropyl acrylate and methacrylates of these, Acrylates including halogen compounds such as 4-fluoroethyl acrylate, 4-fluoropropyl acrylate and methacrylates thereof, acrylates containing siloxane groups such as triethylsiloxy ethyl acrylate, and methacrylates thereof And olefins having an aromatic group such as styrene, 4-methoxystyrene, and the like.

The content of the binder resin is not particularly limited, but may be in the range of 5 to 40% by weight based on the total weight of the ink-jet curable resin composition. When the content of the binder resin is less than 5% by weight, not only the adhesion is lowered but also the physical properties such as the strength, heat resistance and chemical resistance of the formed pattern may be deteriorated, and if it exceeds 40% by weight, .

In the inkjet curable resin composition of the present invention, various organic solvents used in the art can be used as the solvent without any particular limitation. Preferably, the solvent has a boiling point of 170 to 230 ° C. Particularly, the solvent having a boiling point of 170 to 230 ° C is preferably contained in an amount of 70 parts by weight or more, more preferably 80 parts by weight or more, based on 100 parts by weight of the total amount of all solvents. In the case of a composition containing less than 70 parts by weight of a solvent having a boiling point in the range of 170 to 230 占 폚, the drying speed of the ink is too high, so that the ink is dried at the nozzle for ejecting the ink,

Examples of the solvent having a boiling point in the range of 170 to 230 占 폚 include ethylene glycol methyl ethyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether acetate, 1,2-dipropylene glycol diacetate, diethylene glycol ethyl ether Acetate, and the like.

According to the present invention, the solvent having a boiling point of 170 to 230 ° C can be used by mixing with other solvents, preferably by mixing with an ether-based solvent and an ester-based solvent. Specific examples of the ether-based and ester-based solvents that can be used in the above mixing are as follows.

Examples of ethers include tetrahydrofuran, tetrahydropyran, 1,4-dioxane, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, Diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether acetate, propylene glycol Propyleneglycol methyl ether acetate, methoxybutyl acetate, methoxypentetraacetate, propyleneglycol monoethyl ether acetate, propyleneglycol monopropyl ether acetate, methyl cellosolve acetate, ethyl cellosolve acetate, ethyl carbitol acetate, butyl carbitol acetate, propyleneglycol methyl ether acetate, One , 3-butylene glycol diacetate, anisole, phenetol, methyl anisole and the like.

Examples of esters include ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl esters, alkyl esters, methyl lactate , Methyl oxyacetate, ethyl oxyacetate, butyl oxyacetate, methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, ethoxyacetate, methyl 3-oxypropionate, ethyl 3- Methoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, methyl 2-oxypropionate, ethyl 2-oxypropionate, Methyl propionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, ethyl 2-ethoxypropionate, 2- Methyl propionate, ethyl 2-oxy-2-methylpropionate, methyl 2-methoxy-2-methylpropionate, ethyl 2-ethoxy-2-methylpropionate, methyl pyruvate, ethyl pyruvate, Methyl, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, 3-methyl-3-methoxybutyl acetate, gamma -butylolactone and the like.

The content of the solvent is not particularly limited, but may be in the range of 40 to 90% by weight based on the total weight of the ink-jet curable resin composition. When the content of the solvent is within the above range, it is possible to exhibit better applicability.

The curable resin composition for an ink jet of the present invention may further comprise a coloring agent. The colorant is not limited as long as it is used in the art, and may include an organic pigment or an inorganic pigment.

Specific examples of the organic pigments and inorganic pigments include pigments classified by Pigment in the Society Index of Dyers and Colourists. More specifically, the organic pigments and the inorganic pigments are represented by the following color indexes (CI) number, but the present invention is not limited thereto.

C.I. Pigment Yellow 1, C.I. Pigment Yellow 3, C.I. Pigment Yellow 12, C.I. Pigment Yellow 13, C.I. Pigment Yellow 14, C.I. Pigment Yellow 15, C.I. Pigment Yellow 16, C.I. Pigment Yellow 17, C.I. Pigment Yellow 20, C.I. Pigment Yellow 24, C.I. Pigment Yellow 31, C.I. Pigment Yellow 53, C.I. Pigment Yellow 83, C.I. Pigment Yellow 86, C. I. Pigment Yellow 93, C.I. Pigment Yellow 94, C.I. Pigment Yellow 109, C.I. Pigment Yellow 110, C.I. Pigment Yellow 117, C.I. Pigment Yellow 125, C.I. Pigment Yellow 128, C. I. Pigment Yellow 137, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 147, C.I. Pigment Yellow 148, C.I. Pigment Yellow 150, C.I. Pigment Yellow 153, C.I. Pigment Yellow 154, C.I. Pigment Yellow 166, C.I. Pigment Yellow 173, C.I. Pigment Yellow 194, C.I. Yellow pigments such as Pigment Yellow 214; C.I. Pigment Orange 13, C.I. Pigment Orange 31, C.I. Pigment Orange 36, C.I. Pigment Orange 38, C.I. Pigment Orange 40, C.I. Pigment Orange 42, C.I. Pigment Orange 43, C.I. Pigment Orange 51, C.I. Pigment Orange 55, C.I. Pigment Orange 59, C.I. Pigment Orange 61, C.I. Pigment Orange 64, C.I. Pigment Orange 65, C.I. Pigment Orange 71, C.I. Orange pigments such as Pigment Orange 73; C.I. Pigment Red 9, C.I. Pigment Red 97, C.I. Pigment Red 105, C.I. Pigment Red 122, C. I. Pigment Red 123, C.I. Pigment Red 144, C.I. Pigment Red 149, C.I. Pigment Red 166, C.I. Pigment Red 168, C.I Pigment Red 176, C.I. Pigment Red 177, C.I. Pigment Red 180, C.I. Pigment Red 192, C.I. Pigment Red 209, C.I. Pigment Red 215, C.I. Pigment Red 216, C.I. Pigment Red 224, C.I. Pigment Red 242, C.I. Pigment Red 254, C.I. Pigment Red 264, C.I. Red pigments such as Pigment Red 265; C.I. Pigment Blue 15, C.I. Pigment Blue 15: 3, C.I. Pigment Blue 15: 4, C.I. Pigment Blue 15: 6, C.I. Blue pigments such as Pigment Blue 60; C.I. Pigment Violet 1, C.I. Pigment Violet 19, C.I. Pigment Violet 23, C.I. Pigment Violet 29, C.I. Pigment Violet 32, C.I. Pigment Violet 36, C.I. Violet pigments such as Pigment Violet 38; C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Green pigments such as Pigment Green 58; C.I. Pigment Brown 23, C.I. Brown pigments such as Pigment Brown 25; C.I. Pigment Black 1, C.I. Pigments such as Pigment Black 7 and the like can be used singly or in combination of two or more kinds. For example, in order to form a red pixel among the above-described coloring materials, C.I. Pigment Red 254, C.I. Pigment Red 209, C.I. Pigment Red 242 and Pigment Red 177, and in order to form a green pixel, it is preferable to use at least one kind selected from C.I. Pigment Green 58, C.I. Pigment Green 36, C.I. Pigment Green 7, C.I. Pigment Yellow 150 and C.I. Pigment Yellow 138. In order to form a blue pixel, it is preferable to use at least one selected from C.I. Pigment Blue 15: 3, C.I. Pigment Blue 15: 6, and Pigment Violet 23.

The inorganic pigments may include titanium oxide, titanium black, carbon black, and the like, and one or more selected from these may be included.

The organic pigment or the inorganic pigment may be subjected to a surface treatment using a pigment treatment, a pigment derivative into which an acidic group or a basic group is introduced, graft treatment on the surface of a pigment with a polymer compound or the like, an atomization treatment using a sulfuric acid atomization method, A cleaning treatment with an organic solvent or water for removing the ionic impurities, a treatment for removing ionic impurities by an ion exchange method, or the like.

The pigment to be used as a colorant is preferably one having a uniform particle diameter. For this purpose, a pigment dispersed with a surfactant may be used.

The content of the colorant is not particularly limited, but may be in the range of 1 to 40% by weight, and preferably in the range of 10 to 30% by weight based on the total weight of the curable resin composition for inkjet. When the colorant is contained in an amount of 1 to 40% by weight, even if a thin film is formed, the color density of the pixel is sufficient and no residue is generated.

The curable resin composition for inkjet of the present invention may further contain additives in addition to the above components, if necessary. The amount of the additive to be added is not limited, but may be in the range of 0.001 to 10% by weight based on the total weight of the curable composition for inkjet. When the additive is added in the above-mentioned content range, the purpose of the additive can be achieved without impairing desired physical properties such as flatness of the ink-jet curable resin composition.

As the additive, at least one selected from a dispersant, a wetting agent, a silane coupling agent and an anti-aggregation agent may be added.

As the dispersing agent, a commercially available surfactant may be used. Examples of the surfactant include a silicone surfactant, a fluorinated surfactant, a silicon surfactant having a fluorine atom, and a mixture thereof. Examples of the silicone surfactant include a surfactant having a siloxane bond. As commercially available products, Toray Silicon DC3PA, Toray Silicone SH7PA, Toray Silicon DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone 29SHPA, Toray Silicone SH30PA, Polyether Modified Silicone Oil SH8400 (Toray Silicone Co., Ltd.), KP321 (Manufactured by Shin-Etsu Silicones), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, TSF4460, TSF4460, TSF4460 . Examples of the fluorine-based surfactant include a surfactant having a fluorocarbon chain. Concretely, it is possible to use a propylene glycol (trade name) FC430, a prolineate FC431 (manufactured by Sumitomo 3M Ltd.), Megapack (trade name) F142D, Megapack F171, Megapack F172, Megafac F173, Megafac F177, (Trade name) EF301, Eftop EF303, Eftop EF351, and Eftop EF352 (manufactured by Shin-Aitaku Kasei Co., Ltd.), Megapack F183, Megapack R30 1000, BM-1100 (product name) S381, Surfron S382, Surfron SC101, Surfron SC105 (manufactured by Asahi Glass Co., Ltd.), E5844 (manufactured by Daikin Fine Chemical Co., Ltd.) Manufactured by BMChemie). Examples of the silicone surfactant having a fluorine atom include a surfactant having a siloxane bond and a fluorocarbon chain. Specific examples thereof include Megapac (trade name) R08, Megapack BL20, Megapack F475, Megapack F477, Megapack F443 (manufactured by Dainippon Ink and Chemicals, Incorporated).

Examples of the wetting agent include glycerin, diethylene glycol, ethylene glycol, and the like, and may include at least one selected from the group.

Examples of the silane coupling agent include aminopropyltriethoxysilane,? -Mercaptopropyltrimethoxysilane and? -Methacryloxypropyltrimethoxysilane, and commercially available products include SH6062, SZ6030 (Toray-Dow (Manufactured by Corning Silicon co., Ltd.), KBE903 and KBM803 (manufactured by Shin-Etsu silicone co., Ltd.).

The anti-aggregation agent includes, for example, sodium polyacrylate.

The curable resin composition for inkjet according to the present invention can be used for forming a black matrix of a color filter according to a known method. In particular, when the curable resin composition for an ink jet according to the present invention further comprises a colorant, it can be used for forming a color layer of a color filter.

Hereinafter, a method of forming a pattern using the coloring agent for ink-jet curable resin composition according to the present invention, and a color filter including the pattern will be described in more detail.

The method for forming a pattern of a curable resin composition for an inkjet according to the present invention comprises the steps of applying the inkjet curable resin composition described above to a predetermined area by an inkjet method and curing the applied curable resin composition for an inkjet .

First, a curable resin composition for an ink jet is injected into an ink jet injector to print on a predetermined area of a substrate.

The substrate is not limited. For example, a substrate having a flat surface such as a glass substrate, a silicon substrate, a polycarbonate substrate, a polyester substrate, an aromatic polyamide substrate, a polyamideimide substrate, a polyimide substrate, an Al substrate, . These substrates can be subjected to pretreatment such as chemical treatment with a chemical such as a silane coupling agent, plasma treatment, ion plating treatment, sputtering treatment, vapor phase reaction treatment, vacuum deposition treatment and the like. When a silicon substrate or the like is used as a substrate, a charge coupled device (CCD), a thin film transistor (TFT), or the like may be formed on a surface of a silicon substrate or the like. Also, a barrier matrix may be formed.

In order to form an appropriate phase on the substrate by jetting in the piezo ink jet head, which is an example of an ink jet injector, characteristics such as viscosity, fluidity, pigment particle, etc. must be balanced with the ink jet head. The piezo inkjet head used in the present invention ejects ink having a droplet size of about 10 pL to 100 pL, preferably about 20 pL to 40 pL, though not limited thereto.

The viscosity of the curable resin composition for inkjet is suitably in the range of about 3 to 30 cP, more preferably in the range of 7 to 20 cP.

The pigment particles used as a coloring agent in the curable resin composition for inkjet preferably have a size of about 50 to 500 nm, more preferably 100 nm or less. When the pigment particle size is 500 nm or more, the flowability of the pigment particles is reduced and the injection becomes uneven. When the particle size is 50 nm or less, it is difficult to secure the dispersion stability of the pigment.

Next, a color filter according to the present invention includes a color layer formed by the pattern formation method. That is, the color filter includes a color layer formed by applying the curable resin composition for inkjet according to the present invention in a predetermined pattern and curing it.

The configuration of the color filter is well known in the art, and a detailed description thereof will be omitted.

According to the present invention, there is provided an image display apparatus having the color filter described above.

The image display apparatus of the present invention includes a configuration known in the art except for the color filter described above. That is, all the image display apparatuses to which the color filter of the present invention can be applied are included in the present invention. Examples of the image display device include a liquid crystal display device, an OLED, and the like. As a more specific example, a counter electrode substrate having a thin film transistor (TFT element), a pixel electrode and an alignment layer is faced at a predetermined interval, and a liquid crystal material is injected into the gap portion to form a liquid crystal layer, . There is also a reflective liquid crystal display device in which a reflective layer is provided between the substrate of the color filter and the colored layer.

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail with reference to examples. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the embodiments described below. The embodiments of the present invention are provided to enable those skilled in the art to more fully understand the present invention.

Pigment dispersion preparation

Pigment, dispersant and organic solvent were mixed in the composition shown in the following table to prepare a pigment dispersion of PB 15: 6 (CI Pigment Blue 15: 6) and PV23 (CI Pigment Violet 23).

Blue / violet pigment dispersion Formulation amount (parts by weight) PB15: 6 10.0 PV23 3.0 Dispersant 4.4 Binder Resin 1 2.6 EDGAC 80.0

In Table 1, the binder resin 1 is benzyl methacrylate / methacrylic acid (70:30 mol%, styrene-equivalent weight average molecular weight: 15,000), EDGAC is an organic solvent such as diethylene glycol monoethyl ether acetate )to be. As the dispersing agent, BYK-2000 (trade name) was used.

Example  1-7 and Comparative Example  1-2

The blue / violet pigment dispersion prepared above was mixed according to the composition shown in Table 2 below to prepare a curable resin composition for an ink jet.

division Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Comparative Example 1 Comparative Example 2 Blue / violet pigment dispersion 30.56 30.56 30.56 30.56 30.56 30.56 30.56 30.56 30.56 Binder Resin 1 6.80 6.85 6.68 6.80 6.80 6.80 6.80 7.00 6.80 Hardenability
Monomer
DPHA 1.13 1.14 - 1.13 1.13 1.13 1.13 4.67 1.13
S-601 3.74 3.77 4.99 3.74 3.74 3.74 3.74 - 3.74 Photoinitiator (2) 0.12 0.12 0.12 - - - - 0.12 - (3) - - - 0.12 - - - - - Formula 4 - - - - 0.12 - - - - Formula 5 - - - - - 0.12 - - 6 0.12 Thermal polymerization initiator AIBN - - - - - - - - 0.12 SH-8400 0.09 - 0.09 0.09 0.09 0.09 0.09 0.09 0.09 EDGAC 57.56 57.56 57.56 57.56 57.56 57.56 57.56 57.56 57.56

In Table 2, the binder resin 1 is benzyl methacrylate / methacrylic acid (70:30 mol%, weight average molecular weight in terms of styrene: 15,000), DPHA is dipentaerythritol hexaacrylate as the curable monomer, S- AIBN is azobisisobutyronitrile as a thermal polymerization initiator, SH8400 is a surfactant prepared from Toray silicone, and EDGAC is an organic solvent such as diethylene glycol monoethyl It is a diethylene glycol monoethyl ether acetate.

[Chemical Formula 9]

Figure pat00011

(PDMS is a polydimethylsiloxane with 10 repeating structures).

Experimental Example

The flatness and heat resistance of the curable resin composition for ink jet prepared in Examples 1 to 7 and Comparative Examples 1 and 2 were evaluated in the following manner and the results are shown in Table 3 below.

(One) Flatness

The curable resin composition for inkjet prepared in Examples 1 to 7 and Comparative Examples 1 and 2 was applied to a black matrix (hereinafter referred to as BM) having a height of 2.5 탆 by using an inkjet printing machine in a clean room at 23 캜 and a humidity of 50% After printing at a volume of 30 pl per one drop and pre-baking at 100 DEG C for 3 minutes, Examples 1 to 7 and Comparative Example 1 containing a photoinitiator were subjected to an exposure step of 40 mJ / cm < 2 > In Comparative Example 2, the exposure process was omitted. All examples and comparative examples were then cured in the same convection oven at 230 캜 for 30 minutes. The color layer of the cured substrate was measured with a stylus profiler to measure the degree of flatness with the difference between the highest part and the lowest part.

(2) Heat resistance

The glass curable resin composition prepared in the above Examples 1 to 7 and Comparative Examples 1 and 2 was spin-coated on a glass substrate and pre-baked at 100 ° C for 3 minutes. Then, in Examples 1 to 7 containing a photoinitiator Comparative Example 1 was subjected to an exposure process of 40 mJ / cm 2 , and in Comparative Example 2 containing a decomposition agent, the exposure process was omitted. All examples and comparative examples were then cured in the same convection oven at 230 캜 for 30 minutes. Examples 1 to 7 and Comparative Examples 1 and 2 having been subjected to the above-described processes were subjected to heat resistance (hereinafter referred to as heat resistance) for 2 hours in a convection oven at 230 캜 using OSP-SP200 manufactured by Olympus Co., ).

(3) Luminance

The glass curable resin composition prepared in the above Examples 1 to 7 and Comparative Examples 1 and 2 was spin-coated on a glass substrate and pre-baked at 100 ° C for 3 minutes. Then, in Examples 1 to 7 containing a photoinitiator Comparative Example 1 was subjected to an exposure process of 40 mJ / cm 2 , and in Comparative Example 2 containing a decomposition agent, the exposure process was omitted. All examples and comparative examples were then cured in the same convection oven at 230 캜 for 30 minutes. The brightness of the cured substrates was measured using OSP-SP200 manufactured by Olympus.

division Heat resistance (△ Eab) Flatness Luminance Example 1 3 or less 0.2 μm or less 9.04 Example 2 3 or less 0.2 μm or less 9.01 Example 3 3 or less 0.2 μm or less 9.08 Example 4 3 or less 0.2 μm or less 9.05 Example 5 3 or less 0.2 μm or less 9.09 Example 6 3 or less 0.2 μm or less 9.01 Example 7 3 or less 0.2 μm or less 9.07 Comparative Example 1 3 or less 0.5 탆 or more 8.80 Comparative Example 2 3 or less 0.2 μm or less 9.02

As shown in Table 3, in Examples 1 to 7 and Comparative Example 2 according to the present invention, leveling properties were improved compared to Comparative Example 1 in which S-601 was not added, and it was confirmed that the thickness was uniform throughout.

In particular, in Example 2, it was confirmed that the film step was maintained at a level similar to that of Example 1 without the addition of SH-8400 as a leveling agent added to a conventional curable resin composition.

In comparison of the heat resistance of Example 3 in which DPHA, which is a commonly used curing monomer, was not used and Comparative Example 1 in which DPHA was added, there was no significant difference between the two, whereas Example 3 of the present invention had excellent properties Respectively.

Comparative Example 2 is a case involving the silicone urethane acrylate monomer of the present invention but not using the oxime ester photoinitiator of the present invention. As compared with the Examples, the flatness was similar, but the brightness was remarkably lowered .

Claims (11)

1. A curable resin composition for inkjet comprising a curable monomer containing a silicone urethane acrylate, a binder resin, a solvent and a photoinitiator,
Wherein the photoinitiator comprises an oxime ester compound represented by the following formula (1)
Wherein the silicone urethane acrylate is a curable resin composition for inkjet comprising a compound represented by the following formula
[Chemical Formula 1]
Figure pat00012

R 2 is an alkyl group having 1 to 13 carbon atoms, an acetyl group, an alkenyl group having 2 to 10 carbon atoms, an alkoxy group having 2 to 10 carbon atoms, an alkyl group having 2 to 10 carbon atoms, group, a 5 to 10 carbon atoms in the aryl group, a heteroaryl group having 5 to 10 carbon atoms of 5-10 aryloxy group, arylalkyl group of 1-10 carbon atoms or of carbon atoms 6-10 alkoxy group; R 3 is C 1 Lt; / RTI >
[Chemical Formula 8]
Figure pat00013

(Wherein a and b are integers of 1 to 10, n is an integer of 1 to 20, R 1 is independently hydrogen or an alkyl group having 1-10 carbon atoms and may contain a hetero atom, and R 2 may independently include a hetero atom as an aliphatic or aromatic hydrocarbon having 1 to 20 carbon atoms and Y may be an aliphatic or aromatic aliphatic group having 2 to 60 carbon atoms and containing 1-10 (meth) An aromatic hydrocarbon which may contain a hetero atom).
The curable resin composition for inkjet according to claim 1, wherein R 3 in the general formula (1) is an alkyl group having 1-6 carbon atoms.
The curable resin composition for inkjet according to claim 1, wherein R 3 in the general formula (1) is a methyl group.
The curable resin composition for inkjet according to claim 1, wherein R 1 in formula (1) is an alkylene group having 0-3 carbon atoms.
2. The curable resin composition for inkjet according to claim 1, wherein R < 2 > in the general formula (1) is an alkyl group or an acetyl group having 1-3 carbon atoms.
The curable resin composition for inkjet according to claim 1, wherein the photoinitiator is contained in an amount of 0.01 to 10% by weight based on the total weight of the composition.
[4] The method according to claim 1, wherein at least one selected from the group consisting of a triazine compound, an acetophenone compound, a nonimidazole compound, an oxime compound, a benzoin compound, a benzophenone compound, a thioxanthone compound, and an anthracene compound Wherein the curable resin composition further comprises a photoinitiator.
The curable resin composition for inkjet according to claim 1, wherein the silicone urethane acrylate is contained in an amount of 1 to 50% by weight based on the total weight of the ink-jet curable resin composition.
The curable resin composition for inkjet according to claim 1, further comprising a colorant.
A color filter comprising a black matrix or a color layer formed by curing the ink-jet curable resin composition of any one of claims 1 to 9.
An image display device comprising the color filter of claim 10.
KR1020120144241A 2012-12-12 2012-12-12 A colored curable resin composition, color filter and display device KR20140077246A (en)

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JP2017008134A (en) * 2015-06-17 2017-01-12 東京応化工業株式会社 Curable composition, method for producing cured product, and hard coat material

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2017008134A (en) * 2015-06-17 2017-01-12 東京応化工業株式会社 Curable composition, method for producing cured product, and hard coat material

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