KR20140075413A - Photosensitive resin composition for color filter, and color filter using the same - Google Patents
Photosensitive resin composition for color filter, and color filter using the same Download PDFInfo
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- KR20140075413A KR20140075413A KR1020120143717A KR20120143717A KR20140075413A KR 20140075413 A KR20140075413 A KR 20140075413A KR 1020120143717 A KR1020120143717 A KR 1020120143717A KR 20120143717 A KR20120143717 A KR 20120143717A KR 20140075413 A KR20140075413 A KR 20140075413A
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/201—Filters in the form of arrays
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
- G03F7/033—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/20—Exposure; Apparatus therefor
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Abstract
Description
The present invention relates to a photosensitive resin composition for a color filter and a color filter using the same.
The liquid crystal display device, which is one of the display devices, has advantages such as lightness, thinness, low cost, low power consumption driving, bonding with excellent integrated circuits, and the use range thereof is expanded for notebook computers, monitors and TV images. Such a liquid crystal display device includes a lower substrate on which a black matrix, a color filter, and ITO pixel electrodes are formed, and an upper substrate on which an active circuit composed of a liquid crystal layer, a thin film transistor, a capacitor capacitor layer and an ITO pixel electrode are formed. The color filter includes a black matrix layer formed in a predetermined pattern on a transparent substrate so as to shield the boundary between pixels, and a plurality of colors, typically red (R), green (G), blue ) Are arranged in a predetermined order, and the pixel portions are sequentially stacked.
In the pigment dispersion method, which is one of the methods of implementing a color filter, a photopolymerizable composition containing a colorant is coated on a transparent substrate provided with a black matrix, a pattern of a pattern to be formed is exposed, And a coloring thin film is formed by repeating a series of processes of thermosetting. The colored photosensitive resin composition used in the production of a color filter according to the pigment dispersion method generally comprises an alkali-soluble resin, a photopolymerizable monomer, a photopolymerization initiator, an epoxy resin, a solvent, and other additives. The pigment dispersion method is actively applied to manufacturing LCDs for mobile phones, notebooks, monitors, TVs and the like. However, recently, a photosensitive resin composition for a color filter using a pigment dispersion method having various advantages has been required to have not only superior pattern characteristics but also further improved performance. In particular, high color rendering and high brightness and high contrast ratio characteristics are urgently required.
The image sensor refers to a component of an image pickup device that generates an image from a mobile phone camera or a digital still camera (DSC). The image sensor is largely divided into a charge coupled device (CCD) image sensor and a complementary And a complementary metal oxide semiconductor (CMOS) image sensor. A color image pickup device used for a solid-state image pickup device or a complementary metal oxide semiconductor is a color filter (hereinafter referred to as " color filter ") having a filter segment of additive mixed primary colors of red, green, color filters) are separately installed and color-separated. In recent years, the pattern size of a color filter mounted on such a color imaging device has a size of 2 탆 or less and is 1/100 to 1/200 times that of a color filter pattern for a conventional LCD. Accordingly, the increase of the resolution and the reduction of the residue are important items that determine the performance of the device.
In a color filter made of a pigment type photosensitive resin composition, there is a limit of luminance and contrast ratio resulting from the pigment particle size. Further, in the case of a color imaging device for an image sensor, a smaller dispersion particle size is required for forming a fine pattern.
In a color filter made of a pigment type photosensitive resin composition, there is a limit in that the luminance and the contrast ratio are inferior due to the pigment particle size and the aggregation of the pigment particles. In order to solve these limitations, research is underway to use a photosensitive resin composition which does not form particles or has a dye whose primary particle diameter is smaller than that of the pigment dispersion. However, the dye-type photosensitive resin composition is difficult to commercialize due to its weak heat resistance, light resistance and chemical resistance. For commercialization of the dye-type photosensitive resin composition, it is a key point to improve the reliability required.
An embodiment of the present invention is to provide a photosensitive resin composition for a color filter having a high luminance and a high contrast ratio.
Another embodiment of the present invention is to provide a color filter manufactured using the photosensitive resin composition for a color filter.
One embodiment of the present invention is a dye-sensitized solar cell comprising (A) a dye comprising at least one of the compounds represented by the following formulas (1) to (4); (B) an acrylic binder resin; (C) a photopolymerizable monomer; (D) a photopolymerization initiator; And (E) a solvent for a color filter.
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
(In the above Chemical Formulas 1 to 4,
R 1 to R 4 , R 6 to R 9 , R 12 to R 19 , and R 22 to R 33 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 A substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C2 to C20 alkynyl group, Or a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, An unsubstituted C2-C20 heterocycloalkynyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heteroaryl group,
R 5 , R 10 , R 11 , R 20 and R 21 each independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 haloalkyl group, A substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group , A substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, a substituted or unsubstituted C2 to C20 heterocycloalkynyl group , A substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted (meth) acrylate And, or a substituted or unsubstituted carbamates derived substituent,
A 1 to A 3 each independently represents a halogen anion, a perhalogen acid anion, a borofluoride anion (BF 4 - ), a haloacetate anion, a haloalkyl sulfate anion, a sulfonate anion or a hexafluorophosphate anion (PF 6 - )to be.)
Wherein R 5 , R 10 , R 11 , R 20 and R 21 each independently represent a substituted or unsubstituted C 1 to C 20 alkyl group, a substituted or unsubstituted C 3 to C 20 cycloalkyl group, a substituted or unsubstituted A C6 to C30 aryl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted (meth) acrylate group, or a substituted or unsubstituted carbamate-derived substituent.
In the above Chemical Formulas 1 to 4 A 1 to A 3 are each independently a halogen anion, ClO 4 -, BF 4 - , SbF 6 -, CF 3 CO 2 -, CF 3 SO 3 -, N (SO 2 CF 3) 2 - , or an anionic compound represented by the following general formulas (5-1) and (5-2).
[Formula 5-1]
[Formula 5-2]
The dye (A) may include at least one of the compounds represented by the following formulas (6) to (12).
[Chemical Formula 6]
(7)
[Chemical Formula 8]
[Chemical Formula 9]
[Chemical formula 10]
(11)
[Chemical Formula 12]
(In the above formulas 7 to 12,
A 4 to A 9 each independently represent a halogen anion, ClO 4 - , BF 4 - , SbF 6 - , CF 3 CO 2 - , CF 3 SO 3 - , or N (SO 2 CF 3 ) 2 - .
The dye (A) may further include at least one coloring dye different from at least one of the compounds represented by Chemical Formulas 1 to 4, and the coloring dye may include at least one selected from a green dye and a yellow dye.
The photosensitive resin composition for a color filter may further comprise (A ') a pigment.
The photosensitive resin composition for a color filter may contain the dye (A) and the pigment (A ') in a weight ratio of 1: 9 to 9: 1.
Wherein the photosensitive resin composition for a color filter comprises 0.1 to 30% by weight of the dye (A); 0.1 to 30% by weight of the acrylic binder resin (B); 0.1 to 30% by weight of the (C) photopolymerizable monomer; 0.1 to 5% by weight of the photopolymerization initiator (D); And (E) the solvent balance.
Another embodiment of the present invention provides a color filter manufactured using the photosensitive resin composition for a color filter.
Other details of the embodiments of the present invention are included in the following detailed description.
A color filter having a high luminance and a high contrast ratio can be realized.
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.
Unless otherwise specified herein, "substituted" means that at least one hydrogen atom in the compound is replaced by a halogen atom (F, Cl, Br, I), a hydroxy group, a C1- A thio group, an ester group, an ether group, a carboxyl group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid or a salt thereof, an imino group, an azido group, an amidino group, a hydrazino group, a hydrazino group, a carbonyl group, a carbamoyl group, A C 1 to C 20 alkyl group, a C 2 to C 20 alkenyl group, a C 2 to C 20 alkynyl group, a C 6 to C 30 aryl group, a C 3 to C 20 cycloalkyl group, a C 3 to C 20 cycloalkenyl group, C20 heterocycloalkyl group, a C2-C20 heterocycloalkenyl group, a C2-C20 heterocycloalkynyl group, or a carbamate-derived substituent group.
Unless otherwise stated, the terms "heterocycloalkyl", "heterocycloalkenyl", "heterocycloalkynyl" and "heterocycloalkylene" refer to cycloalkyl, cycloalkenyl, cycloalkynyl, and cycloalkyl Means that at least one heteroatom of N, O, S or P is present in the ring compound of the ring.
As used herein, unless otherwise specified, "(meth) acrylate" means that both "acrylate" and "methacrylate" are possible.
The photosensitive resin composition for a color filter according to an embodiment may comprise (A) a dye, (B) an acrylic binder resin, (C) a photopolymerizable monomer, (D) a photopolymerization initiator and (E) a solvent.
Each component will be described in detail below.
(A) Dye
The dye may be at least one compound represented by the following general formulas (1) to (4).
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
The compounds represented by the above general formulas (1) to (4) all have a structure in which a carbon chain of C5 exists in a skeleton between N-containing substituents and a double bond is contained in the C5 carbon chain. Specifically, it has a structure in which a conjugated double bond of C5 is contained in the skeleton between the N-containing substituent groups as shown in general formulas (2) to (4). The dye having the above structure can obtain a green color, and when such a dye is used in a photosensitive resin composition for a color filter, a high brightness and a high contrast ratio can be obtained and a desired color coordinate can be realized in a smaller amount than other green pigments .
Wherein R 1 to R 4 , R 6 to R 9 , R 12 to R 19 , and R 22 to R 33 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group , A substituted or unsubstituted C1 to C20 haloalkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, A substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 A substituted or unsubstituted C2 to C20 heterocycloalkynyl group, a substituted or unsubstituted C6 to C30 aryl group, or a substituted or unsubstituted C2 to C30 heteroaryl group.
Wherein R 5 , R 10 , R 11 , R 20 and R 21 each independently represent a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 halo An alkyl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, Substituted or unsubstituted C3 to C20 cycloalkenyl groups, substituted or unsubstituted C3 to C20 cycloalkynyl groups, substituted or unsubstituted C2 to C20 heterocycloalkyl groups, substituted or unsubstituted C2 to C20 heterocycloalkenyl groups, substituted or unsubstituted C2 to C20 heterocycloalkynyl groups, substituted or unsubstituted C6 to C30 aryl groups, substituted or unsubstituted C2 to C30 heteroaryl groups, substituted or unsubstituted epoxy groups, substituted or unsubstituted Hwandoen may be a (meth) acrylate group, or a substituted or unsubstituted carbamate derived substituents.
Among these substituent groups, R 5 , R 10 , R 11 , R 20 and R 21 each independently represent a substituted or unsubstituted C 1 to C 20 alkyl group, a substituted or unsubstituted C 3 to C 20 cycloalkyl group, A substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted (meth) acrylate group, or a substituted or unsubstituted carbamate-derived substituent. Among them, it may be a substituted or unsubstituted (meth) acrylate group, or a substituted or unsubstituted carbamate-derived substituent in the improvement of brightness.
In Formulas 1 to 4, A 1 to A 3 each independently represents a halogen anion, a perhalogen acid anion, a borofluoride anion (BF 4 - ), a haloacetate anion, a haloalkyl sulfate anion, a sulfonate anion or a hexafluoro with phosphate anion (PF 6 -) may be.
Specifically, the A 1 to A 3 is a halogen anion, each independently, ClO 4 -, BF 4 - , SbF 6 -, CF 3 CO 2 -, CF 3 SO 3 -, N (SO 2 CF 3) 2 -, Or an anionic compound represented by the following general formulas (5-1) and (5-2). When the above-mentioned types are used, the photosensitive resin composition for a color filter containing the dye can be further improved in durability.
[Formula 5-1]
[Formula 5-2]
At least one of the compounds represented by Chemical Formulas 1 to 4 may be a green dye having a maximum absorption wavelength in a wavelength range of 550 to 750 nm.
Specifically, at least one of the compounds represented by the following formulas (6) to (12) may be used as the dye.
[Chemical Formula 6]
(7)
[Chemical Formula 8]
[Chemical Formula 9]
[Chemical formula 10]
(11)
[Chemical Formula 12]
(In the above formulas 7 to 12,
A 4 to A 9 each independently represent a halogen anion, ClO 4 - , BF 4 - , SbF 6 - , CF 3 CO 2 - , CF 3 SO 3 - , or N (SO 2 CF 3 ) 2 - .
At least one of the compounds represented by the above formulas (1) to (4) and another coloring dye may be used together. The coloring dye may be at least one selected from a green dye and a yellow dye.
Specific examples of the coloring dye include triarylmethane dyes, anthraquinone dyes, benzylidene dyes, phthalocyanine dyes, azapphyrin dyes, indigo dyes and xanthene dyes.
At least one of the compounds represented by Chemical Formulas 1 to 4 may have a solubility of 5 or more in a solvent used in the photosensitive resin composition for a color filter, that is, a solvent (E) described below, have. The solubility can be obtained in terms of the amount (g) of the dye dissolved in 100 g of the solvent. When the solubility of the dye is within the above range, compatibility with the components contained in the photosensitive resin composition for a color filter and coloring power can be secured, and precipitation of the dye can be prevented.
Examples of the solvent include propylene glycol monomethyl ether acetate (PGMEA), ethyl lactate (EL), ethylene glycol ethyl acetate (EGA), cyclohexanone, Or a combination thereof.
The dye can be usefully used in a photosensitive resin composition for a color filter which exhibits high brightness and high contrast ratio in a desired color coordinate.
The dye may be contained in an amount of 0.1 to 30% by weight based on the total amount of the photosensitive resin composition for a color filter, and specifically 1 to 15% by weight. When the dye is used within the above range, a high brightness and a high contrast ratio can be expressed in a desired color coordinate.
( A ' ) Pigment
The photosensitive resin composition for a color filter may further comprise a pigment in addition to the dye (A), thereby further improving the brightness and contrast ratio.
The pigment may be at least one selected from red pigments, green pigments, blue pigments, yellow pigments and black pigments.
Examples of the red pigment include C.I. Red pigment 254, C.I. Red pigment 255, C.I. Red pigment 264, C.I. Red pigment 270, C.I. Red pigment 272, C.I. Red pigment 177, C.I. Red pigment 89 and the like. Examples of the green pigment include C.I. Green pigment 36, C.I. Green pigment 7, C.I. Green pigment 58 and the like. Examples of the blue pigments include C.I. Blue pigment 15: 6, C.I. Blue pigment 15, C.I. Blue pigment 15: 1, C.I. Blue pigment 15: 2, C.I. Blue pigment 15: 3, C.I. Blue pigment 15: 4, C.I. Blue pigment 15: 5, C.I. Blue pigment 16, and the like. Examples of the yellow pigments include C.I. Yellow pigments 139 and the like, C.I. Quinophthalone-based pigments such as yellow pigment 138 and the like, C.I. And yellow complex pigments such as yellow pigment 150 and the like. Examples of the black pigment include aniline black, perylene black, titanium black, and carbon black.
The pigment may be included in the photosensitive resin composition for a color filter in the form of a dispersion. Such a pigment dispersion may be composed of the pigment, a solvent, a dispersing agent, a binder resin, and the like.
As the solvent, ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether and the like can be used. Among them, propylene glycol methyl ether acetate is preferably used .
The dispersant helps to uniformly disperse the pigment in the dispersion, and any nonionic, anionic or cationic dispersant may be used. Specific examples thereof include polyalkylene glycols or esters thereof, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonic acid salts, carboxylic acid esters, carboxylic acid salts, alkylamide alkylene oxide adducts Water, alkylamine, and the like. These may be used alone or in combination of two or more.
The binder resin may use an acrylic resin including a carboxyl group, which not only improves the stability of the pigment dispersion but also improves the patterning of pixels.
The primary particle diameter of the pigment may be 10 to 70 nm. When the primary particle diameter of the pigment is within the above range, the stability in the pigment dispersion is excellent and the resolution of the pixel is also excellent.
The secondary particle diameter of the pigment is not particularly limited, but may be 200 nm or less, in particular 70 to 100 nm, considering the resolution of the pixel. Esters, carboxylic acid salts, alkylamide alkylene oxide adducts, and alkylamines. These may be used alone or in admixture of two or more.
The binder resin may use an acrylic resin including a carboxyl group, which not only improves the stability of the pigment dispersion but also improves the patterning of pixels.
When the dye and the pigment are mixed, they may be mixed in a weight ratio of 1: 9 to 9: 1, specifically 3: 7 to 7: 3. When they are mixed in the weight ratio range, high brightness and high contrast ratio can be exhibited.
(B) Acrylic binder resin
The acrylic binder resin may contain a first ethylenic unsaturated monomer And a second ethylenically unsaturated monomer copolymerizable therewith, and is a resin comprising at least one acrylic repeating unit.
The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing at least one carboxyl group, and specific examples thereof include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, or a combination thereof.
The first ethylenically unsaturated monomer may be included in an amount of 5 to 50% by weight based on the total amount of the acrylic binder resin, specifically 10 to 40% by weight.
The second ethylenically unsaturated monomer may be an aromatic vinyl compound such as styrene,? -Methylstyrene, vinyltoluene, or vinylbenzyl methyl ether; (Meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, benzyl (meth) acrylate, Unsaturated carboxylic acid ester compounds such as cyclohexyl (meth) acrylate and phenyl (meth) acrylate; Unsaturated carboxylic acid aminoalkyl ester compounds such as 2-aminoethyl (meth) acrylate and 2-dimethylaminoethyl (meth) acrylate; Carboxylic acid vinyl ester compounds such as vinyl acetate and vinyl benzoate; Unsaturated carboxylic acid glycidyl ester compounds such as glycidyl (meth) acrylate; A vinyl cyanide compound such as (meth) acrylonitrile; Unsaturated amide compounds such as (meth) acrylamide; These may be used singly or in combination of two or more.
Specific examples of the acrylic binder resin include methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene copolymer, methacrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymer Methacrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, but are not limited thereto, and they may be used alone or in combination of two or more.
The weight average molecular weight of the acrylic binder resin may be 3,000 to 150,000 g / mol, specifically 5,000 to 50,000 g / mol, and more specifically 20,000 to 30,000 g / mol. When the weight average molecular weight of the acrylic binder resin is in the range described above, it has good adhesion with the substrate, good physical and chemical properties, and good viscosity.
The acid value of the acrylic binder resin may be 15 to 60 mgKOH / g, and specifically 20 to 50 mgKOH / g. When the acid value of the acrylic binder resin is within the above range, excellent pixel resolution can be obtained.
The acrylic binder resin may be added to the total amount of the photosensitive resin composition for a color filter 0.1 to 30% by weight, and more specifically, 5 to 20% by weight. When the acrylic binder resin is contained within the above range, the color filter is excellent in developability in the production of a color filter, and the cross-linkability is improved, whereby an excellent surface smoothness can be obtained.
(C) Photopolymerization Monomer
As the photopolymerizable monomer, a polyfunctional monomer having two or more hydroxyl groups may be used. Specific examples of the photopolymerizable monomer include glycerol acrylate, dipentaerythritol hexaacrylate, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate Acrylate, pentaerythritol triacrylate, pentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol acrylate, pentaerythritol hexaacrylate, pentaerythritol triacrylate, pentaerythritol triacrylate, But are not limited to, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate , 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate Acrylate and the like.
The photopolymerizable monomer may be contained in an amount of 0.1 to 30% by weight based on the total amount of the photosensitive resin composition for a color filter, and specifically 5 to 20% by weight. When the photopolymerizable monomer is contained within the above range, pattern characteristics and developability are excellent in the production of a color filter.
(D) Light curing Initiator
The photopolymerization initiator is a photopolymerization initiator generally used in a photosensitive resin composition for a color filter. Examples of the photopolymerization initiator include an acetophenone compound, a benzophenone compound, a thioxanone compound, a benzoin compound, a triazine compound, , Or a combination thereof.
Examples of the acetophenone compound include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, pt-butyltrichloroacetophenone, Dichloroacetophenone, 2-methyl-1- (4- (methylthio) phenyl) -2- (4-morpholino propane -1-one, 2-benzyl-2- (dimethylamino) -1- (4- (4-morpholinophenyl) -butan-1-one and the like can be used.
Examples of the benzophenone compound include benzophenone, benzoyl benzoic acid, benzoyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis (dimethylamino) benzophenone, Bis (diethylamino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, and 3,3'-dimethyl-2-methoxybenzophenone.
Examples of the thioxanthone compound include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2- Orcanthon and the like can be used.
Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyl dimethyl ketal.
Examples of the triazine type compound include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis (trichloromethyl) -s- triazine, 2- (3 ', 4'-dimethoxy (Trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) Bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho-1-yl) -4,6- Bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphtho 1-yl) -4,6-bis 6-triazine, 2-4-trichloromethyl (4'-methoxystyryl) -6-triazine, and the like can be used.
Examples of the oxime compounds include 1,2-octanedione, 2- (o-benzoyloxime) -1- [4- (phenylthio) phenyl] 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] ethanone.
In addition to the above-described photopolymerization initiators, carbazole-based compounds, diketone compounds, sulfonium borate compounds, diazo compounds, and imidazole-based compounds can also be used as a photopolymerization initiator.
The photopolymerization initiator may be contained in an amount of 0.1 to 5% by weight based on the total amount of the photosensitive resin composition for a color filter, and specifically 1 to 3% by weight. When the photopolymerization initiator is contained within the above range, photopolymerization occurs sufficiently during exposure in the pattern formation process for producing a color filter, and the sensitivity is excellent and the transmittance is improved.
(E) Solvent
The solvent is not particularly limited, but specific examples thereof include alcohols such as methanol and ethanol; Ethers such as dichloroethyl ether, n-butyl ether, diisobutyl ether, methylphenyl ether and tetrahydrofuran; Glycol ethers such as ethylene glycol methyl ether, ethylene glycol ethyl ether and propylene glycol methyl ether; Cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate and diethyl cellosolve acetate; Carbitols such as methylethylcarbitol, diethylcarbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether and diethylene glycol diethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol methyl ether acetate and propylene glycol propyl ether acetate; Aromatic hydrocarbons such as toluene and xylene; Ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl- ; Saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate and isobutyl acetate; Lactic acid alkyl esters such as methyl lactate and ethyl lactate; Hydroxyacetic acid alkyl esters such as methylhydroxyacetate, ethylhydroxyacetate and butylhydroxyacetate; Alkoxyalkyl esters such as methoxy methyl acetate, methoxy ethyl acetate, methoxy butyl acetate, ethoxy methyl acetate, and ethoxy ethyl acetate; 3-hydroxypropionic acid alkyl esters such as methyl 3-hydroxypropionate and ethyl 3-hydroxypropionate; 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate and methyl 3-ethoxypropionate; 2-hydroxypropionic acid alkyl esters such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate and propyl 2-hydroxypropionate; 2-alkoxypropionic acid alkyl esters such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate and methyl 2-ethoxypropionate; 2-hydroxy-2-methylpropionic acid alkyl esters such as methyl 2-hydroxy-2-methylpropionate and ethyl 2-hydroxy-2-methylpropionate; 2-alkoxy-2-methylpropionic acid alkyl esters such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate; Esters such as 2-hydroxyethyl propionate, 2-hydroxy-2-methyl ethyl propionate, hydroxy ethyl acetate and methyl 2-hydroxy-3-methyl butanoate; Or ethyl pyruvate. Examples of the ketone acid esters include N-methylformamide, N, N-dimethylformamide, N-methylformanilide, N-methylacetamide, N, N-dimethylacetamide Benzyl alcohol, benzoic acid, benzoic acid, benzoic acid, benzoic acid, benzoic acid, benzoic acid, benzoic acid, benzoic acid, Ethyl benzoate, diethyl oxalate, diethyl maleate,? -Butyrolactone, ethylene carbonate, propylene carbonate, phenyl cellosolve acetate, etc. These may be used alone or in combination of two or more.
In view of the miscibility and reactivity of the solvent, glycol ethers such as ethylene glycol monoethyl ether and the like; Ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; Esters such as 2-hydroxyethyl propionate; Diethylene glycol such as diethylene glycol monomethyl ether; Propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate can be used.
The solvent may be included as the balance relative to the total amount of the photosensitive resin composition for a color filter, and specifically 20 to 90% by weight. When the solvent is contained within the above range, the photosensitive resin composition is excellent in coating property and excellent flatness can be maintained in a film having a thickness of 3 m or more.
(F) Surfactant
The photosensitive resin composition for a color filter may further include a surfactant to uniformly disperse the pigment in the solvent and improve leveling performance.
The surfactant may be a fluorine-based surfactant.
Specific examples of the fluorine-based surfactant include F-482, F-484 and F-478 of DIC Company, but are not limited thereto.
The surfactant may be a silicone surfactant together with the fluorochemical surfactant.
Specific examples of the silicone surfactant include TSF400, TSF401, TSF410, and TSF4440 of Toshiba Silicones, but are not limited thereto.
The surfactant may be included in an amount of 0.01 to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition for a color filter, and specifically 0.1 to 2 parts by weight. When the surfactant is contained within the above range, generation of foreign matter after development is small.
(G) Other additives
The photosensitive resin composition for a color filter may contain at least one selected from the group consisting of malonic acid, malonic acid, and malonic acid to prevent spots, spots, leveling, 3-amino-1,2-propanediol; A silane-based coupling agent having a vinyl group or (meth) acryloxy group; And the like. The amount of these additives to be used can be easily controlled depending on the desired physical properties.
Further, the photosensitive resin composition for a color filter may further contain an epoxy compound as an additive for the purpose of improving adhesion and the like.
Examples of the epoxy compound include epoxy novolac acrylate carboxylate resin, orthocresol novolak epoxy resin, phenol novolak epoxy resin, tetramethyl biphenyl epoxy resin, bisphenol A type epoxy resin, alicyclic epoxy resin, or a combination thereof .
When the epoxy compound is further included, it may further include a radical polymerization initiator such as a peroxide initiator or an azobis-based initiator.
The epoxy compound may be used in an amount of 0.01 to 5 parts by weight based on 100 parts by weight of the photosensitive resin composition for a color filter. When the epoxy compound is contained within the above range, the adhesion and other properties can be improved in terms of storage stability and economy.
The method for producing the photosensitive resin composition for a color filter is not particularly limited, but specifically, a photosensitive resin composition for a color filter may be prepared by mixing the above-mentioned dye, an acrylic binder resin, a photopolymerization initiator, a photopolymerizable monomer, a solvent, Can be manufactured.
According to another embodiment, there is provided a color filter manufactured using the photosensitive resin composition for a color filter.
Such a color filter can be manufactured according to a conventional method. Specifically, the above-mentioned photosensitive resin composition is coated on a glass substrate to a thickness of 1.5 to 2.0 탆 by a suitable method such as spin coating, roller coating, or slit coating . After the application, UV light, electron beam or X-ray is irradiated to form a pattern necessary for the color filter. The UV light has a wavelength range of 190 to 450 nm, specifically 200 to 400 nm. Then, when the coating layer is treated with an alkali developing solution, the unexposed portions of the coating layer are dissolved and a pattern necessary for the image color filter is formed. By repeating this process according to the required number of R, G, and B colors, a color filter having a desired pattern can be obtained. Further, in the above process, the image pattern obtained by development may be further heated or cured by actinic ray irradiation or the like to further improve crack resistance, solvent resistance, and the like.
Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only a preferred embodiment of the present invention, and the present invention is not limited by the following examples.
Synthetic example One
In a 2000 ml flask equipped with a cooling tube and a stirrer, 100 g of cyclopentanone (Aldrich), 600 g of 1,1-dimethoxy-N, N-dimethylmethanamine (TCI), 1,8-diazabicyclo [ 4,0) -7-undecene) (Aldrich) and 500 g of toluene were charged, and the mixture was heated to 100 ° C., stirred for 20 hours, heated to 165 ° C., stirred for 6 hours, cooled slowly to 0 ° C. Stirring was stopped and left for 12 hours. As a result, crystals were formed in the flask. The crystals were filtered, washed with 100 ml of cold acetone, and dried to obtain a compound represented by the following formula (6).
[Chemical Formula 6]
Synthetic example 2
In a 1000 ml flask equipped with a cooling tube and a stirrer, 99 g of the compound represented by the formula (6) obtained in Synthesis Example 1 and 300 ml of methylene chloride were added and stirred. Then, 100 g of methyltrifluoromethanesulfone (Aldrich) was added thereto at room temperature for 30 minutes while the compound represented by Formula 6 was not dissolved. After stirring for 3 hours, 1000 ml of ethyl acetate was added thereto, And dried to obtain a compound represented by the following general formula (13).
[Chemical Formula 13]
Synthetic example 3
In a 2000 ml flask equipped with a cooling tube and a stirrer, 100 g of the compound represented by the formula 13 and 150 ml of ethanol obtained in Synthesis Example 2 were added, and 35 g of methylamine (Alcdrich) was added to the flask for 10 minutes while stirring at room temperature. Lt; / RTI > Thereafter, 200 ml of acetic acid was added, and 50 g of indoline (Aldrich) was added. After stirring at room temperature for 1 hour, 500 ml of ethyl acetate was added, stirred for 30 minutes, filtered and dried to obtain a compound represented by the following formula (14).
[Chemical Formula 14]
Synthetic example 4
In a 2000 ml flask equipped with a cooling tube and a stirrer, 100 g of the compound represented by the above formula 14 and 250 ml of acetic acid obtained in Synthesis Example 3 were added, and 50 g of indoline was added thereto, followed by heating to 85 캜 and stirring for 30 minutes. Thereafter, 200 ml of additional acetic acid was added thereto, stirred for 1 hour, cooled to room temperature, and 500 ml of ethyl acetate was added thereto, followed by stirring at room temperature for 30 minutes, followed by filtration and drying to obtain a compound represented by the following formula (15).
[Chemical Formula 15]
Synthetic example 5
In a 1000 ml flask equipped with a cooling tube and a stirrer, 101 g of the compound represented by the formula (15) obtained in Synthesis Example 4, 28 g of epichlorohydrin (Aldrich), 400 ml of dimethylformamide (DMF) and 55 g of anhydrous potassium carbonate The mixture was heated to 100 DEG C, stirred for 8 hours, and cooled. The reaction solution thus obtained was added to 2000 ml of water at room temperature with stirring for 1 hour to form crystals. The crystals were filtered, washed with 200 ml of ethyl acetate, and the obtained crystals were dried to obtain a compound represented by the following general formula (16).
[Chemical Formula 16]
Synthetic example 6
In a 500 ml flask equipped with a cooling tube and a stirrer, 84 g of the compound represented by the above formula 16, 200 g of acrylic acid and 0.5 g of tetramethylammonium chloride obtained in Synthesis Example 5 were added, and the mixture was heated to 100 캜 and stirred for 12 hours. The obtained reaction solution was poured into 2000 ml of water for 1 hour to produce crystals. The crystals were filtered and dried to obtain a compound represented by the following formula (17).
[Chemical Formula 17]
Synthetic example 7
In a 500 ml flask equipped with a cooling tube and a stirrer, 63.3 g of the compound represented by the above formula (17) obtained in Synthesis Example 6, 17 g of isocyanatoethyl methacrylate, and 0.2 g of dibutyl dilauryltin were mixed with 300 ml of ethyl acetate The mixture was stirred at room temperature for 1 hour, then heated to 50 ° C, stirred for 4 hours, cooled, and then vacuum-dried to obtain a compound represented by the following general formula (18).
[Chemical Formula 18]
(Preparation of Photosensitive Resin Composition for Color Filter)
The specifications of the components used in the production of the photosensitive resin composition for a color filter are as follows.
(A) Dye
(A-1) The compound represented by the above formula (6) prepared in Synthesis Example 1 was used.
(A-2) The compound represented by Formula 13 prepared in Synthesis Example 2 was used.
(A-3) The compound represented by the above formula (14) prepared in Synthesis Example 3 was used.
(A-4) The compound represented by the above formula (15) prepared in Synthesis Example 4 was used.
(A-5) The compound represented by Formula 16 prepared in Synthesis Example 5 was used.
(A-6) The compound represented by the above formula (17) prepared in Synthesis Example 6 was used.
(A-7) The compound represented by the formula (18) prepared in Synthesis Example 7 was used.
( A ' ) Pigment dispersion
(A'-1) C.I. A dispersion of yellow pigment 138 (solids content 22% by weight) was used.
(A'-2) C.I. A dispersion of green pigment 58 (solid content 23% by weight) was used.
(A'-3) C.I. A dispersion of green pigment 36 (solid content 25% by weight) was used.
(B) Acrylic binder resin
A methacrylic acid / benzyl methacrylate copolymer having a weight average molecular weight of 22,000 g / mol (mixing weight ratio 15/85) was used.
(C) Photopolymerization Monomer
Dipentaerythritol hexaacrylate was used.
(D) Light curing Initiator
(D-1) 2-methyl-1- (4- (methylthio) phenyl) -2- (4-morpholinopropane) -1-one was used.
(D-2) 2-Benzyl-2- (dimethylamino) -1- (4- (4-morpholinophenyl) -butan-1-one was used.
(E) Solvent
(E-1) cyclohexanone was used.
(E-2) propylene glycol monomethyl ether acetate was used.
Example 1 to 7 and Comparative Example 1 and 2
Each component was mixed with the composition shown in Table 1 below to prepare a photosensitive resin composition for a color filter. Specifically, a photopolymerization initiator was dissolved in a solvent, and the mixture was stirred at room temperature for 2 hours. Then, a dye was added and stirred for 30 minutes. Then, an acrylic binder resin and a photopolymerizable monomer were added and stirred at room temperature for 2 hours. The solution was filtered three times to remove impurities to prepare a photosensitive resin composition for a color filter.
(Pattern formation for color filter)
The photosensitive resin composition for color filters prepared in Examples 1 to 7 and Comparative Examples 1 and 2 was coated on a glass substrate having a thickness of 1 mm and degreased and cleaned to a thickness of 1 to 3 탆 and heated on a hot plate at 90 캜 for 2 minutes Lt; / RTI > to obtain a coating film. Subsequently, a photomask was placed on the coating film and exposed at 50 mJ / cm 2 using a high-pressure mercury lamp having a main wavelength of 365 nm, followed by drying at 200 ° C for 5 minutes in a hot air circulation type drying furnace to obtain a thin film.
Evaluation 1: Evaluation of brightness and contrast of thin film
The color coordinates, the luminance and the contrast ratio were measured using a thin film obtained according to Examples 1 to 7 and Comparative Examples 1 and 2 by using a spectrophotometer (MCPD 3000, Otsuka), and the results are shown in Table 2 below.
It can be seen from the above Table 2 that, in the case of Examples 1 to 7 using the dye according to one embodiment, a high luminance and a high contrast ratio can be obtained as compared with the case of Comparative Examples 1 and 2.
It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the present invention as defined by the following claims. As will be understood by those skilled in the art. It is therefore to be understood that the above-described embodiments are illustrative in all aspects and not restrictive.
Claims (9)
(B) an acrylic binder resin;
(C) a photopolymerizable monomer;
(D) a photopolymerization initiator; And
(E) Solvent
Wherein the photosensitive resin composition is a photosensitive resin composition for a color filter.
[Chemical Formula 1]
(2)
(3)
[Chemical Formula 4]
(In the above Chemical Formulas 1 to 4,
R 1 to R 4 , R 6 to R 9 , R 12 to R 19 , and R 22 to R 33 are each independently a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 A substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C2 to C20 alkynyl group, Or a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group, a substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, An unsubstituted C2-C20 heterocycloalkynyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heteroaryl group,
R 5 , R 10 , R 11 , R 20 and R 21 each independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C20 haloalkyl group, A substituted or unsubstituted C2 to C20 alkenyl group, a substituted or unsubstituted C2 to C20 alkynyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C3 to C20 cycloalkenyl group , A substituted or unsubstituted C3 to C20 cycloalkynyl group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C2 to C20 heterocycloalkenyl group, a substituted or unsubstituted C2 to C20 heterocycloalkynyl group , A substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted (meth) acrylate And, or a substituted or unsubstituted carbamates derived substituent,
A 1 to A 3 each independently represents a halogen anion, a perhalogen acid anion, a borofluoride anion (BF 4 - ), a haloacetate anion, a haloalkyl sulfate anion, a sulfonate anion or a hexafluorophosphate anion (PF 6 - )to be.)
Wherein R 5 , R 10 , R 11 , R 20 and R 21 each independently represent a substituted or unsubstituted C 1 to C 20 alkyl group, a substituted or unsubstituted C 3 to C 20 cycloalkyl group, a substituted or unsubstituted A C6 to C30 aryl group, a substituted or unsubstituted epoxy group, a substituted or unsubstituted (meth) acrylate group, or a substituted or unsubstituted carbamate-derived substituent group.
In the above Chemical Formulas 1 to 4 A 1 to A 3 are each independently a halogen anion, ClO 4 -, BF 4 - , SbF 6 -, CF 3 CO 2 -, CF 3 SO 3 -, N (SO 2 CF 3) 2 - , or an anionic compound represented by the following general formulas (5-1) and (5-2).
[Formula 5-1]
[Formula 5-2]
Wherein the dye (A) comprises at least one of compounds represented by the following formulas (6) to (12).
[Chemical Formula 6]
(7)
[Chemical Formula 8]
[Chemical Formula 9]
[Chemical formula 10]
(11)
[Chemical Formula 12]
(In the above formulas 7 to 12,
A 4 to A 9 each independently represent a halogen anion, ClO 4 - , BF 4 - , SbF 6 - , CF 3 CO 2 - , CF 3 SO 3 - , or N (SO 2 CF 3 ) 2 - .
The dye (A) further comprises a coloring dye different from at least one of the compounds represented by Chemical Formulas (1) to (4)
Wherein the coloring dye comprises at least one selected from a green dye and a yellow dye.
Wherein the photosensitive resin composition for a color filter further comprises (A ') a pigment.
Wherein the photosensitive resin composition for a color filter contains the dye (A) and the pigment (A ') in a weight ratio of 1: 9 to 9: 1.
The photosensitive resin composition for a color filter
0.1 to 30% by weight of the dye (A);
0.1 to 30% by weight of the acrylic binder resin (B);
0.1 to 30% by weight of the (C) photopolymerizable monomer;
0.1 to 5% by weight of the photopolymerization initiator (D); And
The amount of the solvent (E)
Wherein the photosensitive resin composition is a photosensitive resin composition for a color filter.
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| Application Number | Priority Date | Filing Date | Title |
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| KR1020120143717A KR20140075413A (en) | 2012-12-11 | 2012-12-11 | Photosensitive resin composition for color filter, and color filter using the same |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020120143717A KR20140075413A (en) | 2012-12-11 | 2012-12-11 | Photosensitive resin composition for color filter, and color filter using the same |
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| Publication Number | Publication Date |
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| KR20140075413A true KR20140075413A (en) | 2014-06-19 |
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| Country | Link |
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| KR (1) | KR20140075413A (en) |
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