KR102383698B1 - Colored photosensitive resin composition, color filter and image display device produced using the same - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition, and specifically, a colorant comprising a rhodamine-based dye and a pigment present in the form of particles; and a dispersing agent comprising a triazine-based compound; to a colored photosensitive resin composition comprising, a color filter and an image display device manufactured using the same.

Description

Colored photosensitive resin composition, color filter and image display device manufactured using the same

The present invention relates to a colored photosensitive resin composition, a color filter manufactured using the same, and an image display device.

A color filter is widely used in various display devices such as an image pickup device and a liquid crystal display (LCD), and its application range is rapidly expanding. The color filter consists of a coloring pattern of three colors of red, green, and blue, or a coloring pattern of three colors of yellow, magenta, and cyan. is made of

In the color filter widely used in the display device, a colored photosensitive resin composition containing a pigment dispersion composition corresponding to the color of each pattern is uniformly coated on a substrate on which a black matrix pattern is formed by spin or slit coating, By repeating the operation of exposing and developing the coating film formed by heating and drying and, if necessary, additional heat curing for each color, pixels of each color are formed and manufactured. Even in this unnecessary process, a color filter is manufactured using the coloring photosensitive resin composition which used the said pigment dispersion composition as a coloring material.

A color filter using the colored photosensitive resin composition as described above is required to have physical properties such as high luminance and high contrast, and in recent years, a pixel having high color reproducibility is required. Accordingly, the content of the pigment and carbon black of the coloring material used in the colored resin composition is increasing. However, when the content of the coloring material is increased in the colored resin composition, the pigment must be atomized in order to exhibit excellent optical properties, and in particular, the viscosity increases when preparing a high-concentration pigment dispersion composition, or the pigment dispersion composition gels during storage, etc. Storage stability is deteriorated, and accordingly, optical properties such as luminance and contrast are also deteriorated.

Japanese Patent Application Laid-Open No. 2013-61619 relates to a blue colorant composition for color filters and a color filter substrate using the same, and relates to a blue colorant composition for color filters comprising at least a colorant, a binder resin, a polymer dispersant and a solvent, wherein the colorant is Disclosed is a blue colorant composition for a color filter comprising a pigment and a rhodamine-based dye, wherein the rhodamine-based dye is present in a particle state in the blue colorant composition, but dispersion stability is not excellent, and contrast is somewhat difficult to apply to high-quality color filters.

Therefore, the development of a colored photosensitive resin composition that is excellent in various dispersion stability and capable of producing a high-quality color filter having high contrast is required.

Japanese Laid-Open Patent Publication No. 2013-61619 (2013.04.04)

An object of the present invention is to provide a colored photosensitive resin composition capable of producing a color filter excellent in dispersion stability or excellent in developability, heat resistance, solvent resistance, contrast, or luminance.

In addition, an object of the present invention is to provide a color filter and an image display device manufactured using the above-described colored photosensitive resin composition.

The colored photosensitive resin composition according to the present invention for achieving the above object is a rhodamine-based dye present in the form of particles; a dispersing agent comprising a triazine-based compound; and a pigment.

In addition, the present invention provides a color filter made of the above-described colored photosensitive resin composition and an image display device including the same.

The coloring photosensitive resin composition of this invention can provide the coloring photosensitive resin composition excellent in dispersion stability.

In addition, the color filter prepared from the colored photosensitive resin composition of the present invention and an image display device including the same have advantages in excellent developability, heat resistance, solvent resistance, contrast or luminance.

Hereinafter, the present invention will be described in more detail.

In the present invention, when a member is said to be located "on" another member, this includes not only a case in which a member is in contact with another member but also a case in which another member is present between the two members.

In the present invention, when a part "includes" a certain component, this means that other components may be further included, rather than excluding other components, unless otherwise stated.

<Colored photosensitive resin composition>

One aspect of the present invention is a colorant comprising a rhodamine-based dye and a pigment present in the form of particles; And it relates to a colored photosensitive resin composition comprising a; and a dispersing agent comprising a triazine-based compound. In one embodiment, the present invention provides a colorant comprising a rhodamine-based dye and a pigment present in the form of particles; And it relates to a blue colored photosensitive resin composition comprising a; and a dispersing agent comprising a triazine-based compound.

The colorant according to the present invention includes rhodamine-based dyes and pigments present in the form of particles.

Rhodamine dyes

The colored photosensitive resin composition according to the present invention includes a rhodamine-based dye present in the form of particles.

In one embodiment of the present invention, the rhodamine-based dye is C.I. Acid Red 52, 87, 91, 92, 94, 289; C.I. Acid Yellow 73; C.I. Basic Red 1; C.I. Basic Violet 10, 11; and C.I. It may include at least one selected from the group consisting of solvent red 49.

Since the colored photosensitive resin composition according to the present invention contains the rhodamine-based dye present in the form of particles, when a color filter is manufactured, the pixels of the color filter substrate, particularly the blue pixels, have an advantage in that they can have a high contrast ratio.

Although not wishing to be limited by theory, since the dye is dissolved in the composition in a color filter substrate using a general dye, the contrast ratio is lowered due to dry aggregation during pre-baking, and oxidation of the dye molecules by ultraviolet rays during exposure A decrease in the contrast ratio by , decomposition of dye molecules during post-baking, a decrease in the contrast ratio due to sublimation, etc. may occur.

However, in the present invention, since the rhodamine-based dye is present in a particle state, the rhodamine-based dye is stably maintained in a particle state even after application, drying, exposure, development, and post-baking. There is an advantage that the contrast ratio of is excellent.

The rhodamine-based dye may be insoluble in propylene glycol monomethyl ether acetate (PMA), which is an ester-based solvent. The PMA is a solvent widely used in a colored photosensitive resin composition using a pigment because it has excellent stability, applicability, drying property, and dispersion stability of the pigment. It is preferable because the pigment and the rhodamine-based dye, which will be described later, can stably exist in the form of particles in the PMA.

The rhodamine-based dye is preferably purified by removing ionic impurities contained in the rhodamine-based dye. For example, the sum of ionic impurities such as Na ⁺ , Cl ⁻ , and SO ₄ ^2- contained in the rhodamine dye is preferably 20,000 ppm or less, and more preferably 10,000 ppm or less. When the sum of ionic impurities such as Na ⁺ , Cl ^- , SO ₄ ^2- contained in the rhodamine dye is 20,000 ppm or less, it is possible to prevent a phenomenon in which dispersion stability is lowered due to ionic impurities in the PMA. there is an advantage

The purification method of the rhodamine-based dye is not limited thereto, as long as it is a method commonly used in the art, but for example, reprecipitation method, recrystallization method, reverse osmosis membrane method, or ion exchange using an ion exchange resin (cation exchange resin, anion exchange resin), etc. method can be used.

Whether the rhodamine-based dye exists in a particle state in the colored photosensitive resin composition may be confirmed using a particle size analyzer (accusizer 780A).

In order to determine whether the rhodamine-based dye is in a particle state or a molecular state among the color filters prepared with the colored photosensitive resin composition of the present invention, for example, the blue pixel of the color filter is determined as follows by FIB-TEM analysis and EDX element analysis can do. Since the prepared color filter contains the pigment particles and the rhodamine-based dye particles, analysis is performed on 100 of these particles. Since the particle diameter of the pigment and the rhodamine-based dye is 10 to 500 nm, the FIB-TEM measurement diameter is 1 to 10 nm. After FIB-TEM observation, the observation part performs elemental analysis by EDX. By comparing the EDX analysis result of the 100 particles and the EDX analysis result of the rhodamine-based dye itself, if the number of particles matching the analysis result is 1 to 100, it is determined whether the rhodamine-based dye exists in a particle state in the manufactured color filter. can be judged.

Meanwhile, whether the rhodamine-based dye is included in the colored photosensitive resin composition may be determined by, for example, laser Raman spectroscopy. That is, application|coating of the said coloring photosensitive resin composition, solvent drying, exposure, image development, and post-baking are performed and a pixel is produced. By comparing the laser Raman spectral spectrum of the pixel prepared in this way and the laser Raman spectral spectrum of the rhodamine dye itself, it can be determined whether the rhodamine dye is included in the colored photosensitive resin composition.

The average particle diameter of the rhodamine-based dye and the pigment to be described later is preferably 30 to 200 nm, more preferably 30 to 100 nm. When the average particle diameter of the rhodamine-based dye exceeds 200 nm, transmittance and contrast ratio may be slightly reduced due to particle scattering, and when the average particle diameter of the rhodamine-based dye is less than 30 nm, alkali solubility of the binder resin in the unexposed part This is slightly lowered, and pattern processability may be slightly lowered.

By applying a shear stress to the rhodamine-based dye and pigment by zirconia beads using a disperser such as a sand mill or a ball mill, the average particle diameter of the rhodamine-based dye and pigment can be adjusted within the above range.

However, it may be somewhat difficult to control the average particle diameter of the rhodamine-based dye within the above range under the conventionally known dispersion conditions of the pigment. That is, in the pigment powder, primary particles granulated to about 30 nm are aggregated to form powder particles of several μm. Since the pigment powder has a small cohesive force between the primary particles, it is possible to release the agglomeration of the primary particles by dispersing in a short time with a relatively weak shear stress, so that the average particle diameter can be set to 30 to 200 nm. However, in the dye powder, molecules of about 1 nm are aggregated to form coarse particles of several micrometers. Since the dye powder has a strong cohesive force between molecules, it is somewhat difficult to make the average particle diameter smaller than 200 nm with a weak shear stress. In addition, since primary particles do not exist in the dye, if the shear stress is increased or the dispersion time is lengthened, the average particle diameter may be smaller than 30 nm.

Therefore, in the present invention, in order to set the average particle diameter of the rhodamine-based dye and the pigment to 30 to 200 nm, it is preferable to disperse them under different dispersing conditions.

As a dispersion condition of the rhodamine-based dye, it is preferable to use zirconia beads having a bead diameter of 0.3 to 2.0 μm and a dispersion time of 3 to 10 hours/kg under a strong shear stress, and as a dispersion condition of the pigment, a bead particle diameter of 0.1 to It is preferable to set the dispersion time to 1 to 10 hours/kg using 2.0 μm zirconia beads.

In the present invention, it is preferable to mix the rhodamine-based dye dispersion and the pigment dispersion, which have been separately subjected to the dispersion process, and then further disperse. By this process, the average particle diameter of the rhodamine-based dye and pigment can be adjusted in the range of 30 to 100 nm, and transmittance and contrast ratio can be further improved.

As an additional dispersion condition of the mixed dispersion, it is preferable to use zirconia beads having a bead diameter of 0.01 to 0.2 μm and a dispersion time of 0.1 to 3 hours/kg with a weak shear stress.

In addition, since the colored photosensitive resin composition of the present invention includes a dispersion-stabilized rhodamine-based dye and a dispersing agent including a triazine-based compound in the composition, the contrast lowering problem can be further improved than when the rhodamine-based dye is included alone. There are advantages that can be

The rhodamine-based dye may be included in an amount of 1 to 80 parts by weight, preferably 2 to 50 parts by weight, based on 100 parts by weight of the total colorant dispersion. When the rhodamine-based dye is included within the above range, it is preferable in terms of dispersion stability and transmittance. When the rhodamine-based dye is included in an amount of less than 1 part by weight, the transmittance may be slightly reduced, and if it exceeds 80 parts by weight, dispersion stability may be slightly reduced due to aggregation of the dye.

Dispersing agent containing triazine-based compound

The colored photosensitive resin composition according to the present invention includes a dispersing agent including a triazine-based compound. The triazine-based compound is not limited thereto, as long as it is a material known as a dispersant in the art. For example, the triazine-based dispersant described in JP-A-2008-214515 and JP-A 2011-032374 can be used.

In another embodiment of the present invention, the triazine-based compound includes a compound represented by the following formula (1).

[Formula 1]

In Formula 1,

R is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a linear or branched alkoxy group having 1 to 20 carbon atoms, or a -NR1R2 group,

R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms,

In this case, the alkyl group and the alkoxy group are unsubstituted or substituted with a hydroxyl group or a linear or branched alkoxy group having 1 to 20 carbon atoms.

At this time, as a C1-C20 alkyl group, a methyl group, an ethyl group, n-propyl group, an isopropyl group, sec-propyl group, n-butyl group, isobutyl group, and a branched-chain alkyl group having 1 to 20 carbon atoms.

Moreover, as a C1-C20 alkoxy group, a methoxy group, ethoxy group, n-propoxy group, isopropoxy group, sec-propoxy group, n-butoxy group, isobutoxy group, sec-butoxy group, tert-butoxy group A linear or branched C1-C20 alkoxy group, such as time, is mentioned.

The dispersant according to the present invention can uniformly disperse the pigment and the rhodamine-based dye in various media including the triazine-based compound represented by Formula 1 above. Therefore, the colored photosensitive resin composition containing the triazine-based compound of the present invention has good storage stability because re-aggregation and viscosity increase of the pigment and the rhodamine-based dye are suppressed.

Also, among the dispersants, when the triazine-based compound is used in combination with a resin-type dispersant, the effect of improving the dispersibility of the pigment and the rhodamine-based dye and the effect of inhibiting re-aggregation may be particularly remarkable.

In addition, since the triazine-based compound represented by Formula 1 of the present invention exhibits white color in the visible region, a color liquid crystal display capable of developing high luminance by a color filter formed from a colored photosensitive resin composition containing the triazine-based compound. can be produced Since the triazine-based compound has a relatively low initial viscosity of the colored photosensitive resin composition using the same, and has a high effect of inhibiting re-aggregation of the pigment, it is characterized by excellent storage stability of the dispersant and relatively little increase in viscosity due to storage. .

In another embodiment of the present invention, the triazine-based compound may be included in an amount of 0.1 to 60 parts by weight based on 100 parts by weight of the total colorant. When the triazine-based compound is included within the above range, it is preferable to inhibit crystal growth of the rhodamine-based dye and the pigment. When the triazine-based compound is included in an amount of less than 0.1 parts by weight relative to the colorant, a phenomenon of aggregation of the rhodamine-based dye may occur.

coloring agent

The colorant according to the present invention may include one or more of the rhodamine-based dyes, and may include one or more pigments and the pigment dispersant. For the rhodamine-based dye, the above-described contents may be applied.

As the pigment, organic or inorganic pigments generally used in the art may be used. As the pigment, various pigments used in printing inks, inkjet inks, etc. can be used, and specifically, water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, isoindoline Pigments, perylene pigments, perinone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, pravanthrone pigments, pyranthrone (pyranthrone) pigment, diketopyrroropyrrole pigment, etc. are mentioned.

Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts, and specifically, oxides of metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and carbon black Or a composite metal oxide etc. are mentioned. In particular, the organic and inorganic pigments include compounds classified as pigments in the color index (published by The Society of Dyers and Colorists), and more specifically, the color index (C.I.) number of pigments, but are not necessarily limited thereto.

C.I. Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 and 185

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264

C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38

C.I. Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76

C.I. Pigment Green 7, 10, 15, 25, 36, 47 and 58

C.I Pigment Brown 28

C.I Pigment Black 1 and 7 etc.

Each of the above pigments may be used alone or in combination of two or more.

The above-exemplified C.I. Among the pigment pigments, C.I. Pigment Orange 38, C.I. Pigment Red 122, C.I. Pigment Red 166, C.I. Pigment Red 177, C.I. Pigment Red 208, C.I. Pigment Red 242, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigment Green 58, C.I. Pigment Violet 23, C.I. A pigment selected from Pigment Blue 15:3 and Pigment Blue 15:6 may be preferably used.

As the pigment, it is preferable to use a colorant dispersion in which the particle size is uniformly dispersed. An example of a method for uniformly dispersing the particle size of the pigment includes a method of dispersing and dispersing a pigment dispersant. Do.

The pigment dispersant may be further added separately from the dispersing agent containing the triazine-based compound described above, for example, cationic, anionic, nonionic, amphoteric, polyester-based, polyamine-based surfactants, and the like. , Each of these may be used alone or in combination of two or more, but is not limited thereto.

The content of the pigment is in the range of 1 to 50 parts by weight, preferably 5 to 40 parts by weight, based on 100 parts by weight of the total colorant dispersion. If the content of the pigment is in the range of 1 to 50 parts by weight based on the above, it is preferable because the viscosity is low, the storage stability is excellent, and the dispersion efficiency is high, so it is effective to increase the contrast ratio.

In addition, the colorant dispersion may further include a dispersion medium.

The dispersion medium is added for deagglomeration and stability of the pigment, and those generally used in the art may be used without limitation. Preferably, it is good to contain an acrylate-based dispersant (hereinafter referred to as an acrylic dispersant) including BMA (butyl methacrylate) or DMAEMA (N,N-dimethylaminoethyl methacrylate). In this case, it is preferable to apply the acrylic dispersant prepared by the living control method as presented in Korean Patent Application Laid-Open No. 2004-0014311. As a commercial product of the acrylate-based dispersant manufactured through the living control method, DISPER BYK- 2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, and the like.

The acrylic dispersants exemplified above may be used alone or in combination of two or more.

As the dispersion medium, a pigment dispersant of a resin type other than the acrylic dispersant may be used. The pigment dispersants of other resin types include known resin type pigment dispersants, in particular polyurethane, polycarboxylic acid esters typified by polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acids (partially) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamidephosphate salts, esters of hydroxyl-containing polycarboxylic acids and their modifications, or free ) oily dispersants such as amides or salts thereof formed by the reaction of a polyester having a carboxyl group with poly(lower alkyleneimine); water-soluble resins or water-soluble polymer compounds such as (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; modified polyacrylates; and ethylene oxide/propylene oxide adducts and phosphate esters. As a commercially available product of the above-mentioned resin type dispersant, as a cationic resin dispersant, for example, BYK (Big) Chemi Corporation's trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK- 164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF brand names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Trade names from Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Trade names of Kawaken Fine Chemicals: HINOACT T-6000, HINOACT T-7000, HINOACT T-8000; Trade names of Ajinomoto Corporation: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; Trade names of Kyoeisha Chemical Corporation: FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, fluorene DOPA-44, etc. are mentioned. Pigment dispersants of other resin types other than the above acrylic dispersants may be used alone or in combination of two or more, or may be used in combination with an acrylic dispersant.

The pigment dispersant may be included in an amount of 0.1 to 30 parts by weight, preferably 0.1 to 15 parts by weight, based on 100 parts by weight of the total solid content of the colored photosensitive resin composition. When the content of the pigment dispersant satisfies the above range, contrast and stability may be improved.

In another embodiment of the present invention, the colored photosensitive resin composition may further include at least one selected from the group consisting of an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent.

Alkali-soluble resin

The alkali-soluble resin is polymerized including an ethylenically unsaturated monomer having a carboxy group. This is a component which provides solubility with respect to the alkali developing solution used in the developing process at the time of forming a pattern.

The ethylenically unsaturated monomer which has a carboxy group is not specifically limited, For example, Monocarboxylic acids, such as acrylic acid, methacrylic acid, and a crotonic acid; dicarboxylic acids, such as fumaric acid, mesaconic acid, and itaconic acid, and these anhydrides; and mono(meth)acrylates of a polymer having a carboxyl group and a hydroxyl group at both terminals, such as ω-carboxypolycaprolactone mono(meth)acrylate, and preferably acrylic acid and methacrylic acid. These can be used individually or in mixture of 2 or more types.

The alkali-soluble resin according to the present invention may be polymerized by further including at least one other monomer copolymerizable with the monomer. For example, styrene, vinyltoluene, methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethyl ether, m-vinylbenzylmethyl ether, p- aromatic vinyl compounds such as vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, and p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaleimide, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m -N-substituted maleimide compounds, such as methylphenylmaleimide, N-p-methylphenylmaleimide, N-o-methoxyphenylmaleimide, N-m-methoxyphenylmaleimide, and N-p-methoxyphenylmaleimide; Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth)acrylates such as sec-butyl (meth)acrylate and t-butyl (meth)acrylate; Cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, 2-dicyclopentanyloxyethyl (meth) acrylate, isobornyl (meth) acrylate, such as alicyclic (meth)acrylates; aryl (meth)acrylates such as phenyl (meth)acrylate and benzyl (meth)acrylate; 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane; 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane, etc. of unsaturated oxetane compounds. These can be used individually or in mixture of 2 or more types.

As used herein, (meth)acrylate means acrylate or methacrylate.

The content of the alkali-soluble resin according to the present invention is not particularly limited, and for example, it is preferably included in an amount of 5 to 80 parts by weight, and is included in an amount of 10 to 70 parts by weight, based on 100 parts by weight of the total solid content in the colored photosensitive resin composition. more preferably. When the content of the alkali-soluble resin is within the above range, the solubility in the developer is sufficient to facilitate pattern formation, and the film reduction of the pixel portion of the exposed portion is prevented during development, thereby improving the omission of the non-pixel portion. .

photopolymerization compound

The photopolymerizable compound contained in the coloring photosensitive resin composition of this invention is a compound which can superpose|polymerize by the action|action of light and the photoinitiator mentioned later, A monofunctional monomer, a bifunctional monomer, another polyfunctional monomer, etc. are mentioned.

The type of the monofunctional monomer is not particularly limited, for example, nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acryl Late, N-vinylpyrrolidone, etc. are mentioned.

The type of the bifunctional monomer is not particularly limited, and for example, 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene Glycol di(meth)acrylate, bis(acryloyloxyethyl)ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, etc. are mentioned.

The type of the polyfunctional monomer is not particularly limited, and for example, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth) ) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned.

The photopolymerizable compound is preferably included in an amount of 5 to 50 parts by weight, more preferably 7 to 48 parts by weight, based on 100 parts by weight of the total solid content of the colored photosensitive resin composition. When the content of the photopolymerizable compound is within the above range, the intensity or smoothness of the pixel portion may be improved.

light curing initiator

The photopolymerization initiator contained in the colored photosensitive resin composition of the present invention is not limited, but is at least one compound selected from the group consisting of a triazine-based compound, an acetophenone-based compound, a biimidazole-based compound and an oxime compound. The photosensitive resin composition containing the said photoinitiator is highly sensitive, and the intensity|strength and pattern property of the pixel part become favorable in the pixel pixel formed using this composition.

Moreover, when a photoinitiation adjuvant is used together with a photoinitiator, since the photosensitive resin composition containing these becomes more highly sensitive and productivity at the time of forming a color filter using this composition improves, it is preferable.

Examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -(4-Methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis (trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2- yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine , 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl )-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine etc. are mentioned.

Examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, and 2-hydroxy-1-[4-(2-) Hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one , 2-Benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane- 1-one oligomer etc. are mentioned.

Examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3- Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimi Dazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, phenyl group carbo at 4,4',5,5' position The imidazole compound etc. which are substituted by the alkoxy group are mentioned. Among them, 2,2'bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4', 5,5'-tetraphenylbiimidazole is preferably used.

In addition, as long as the effect of the present invention is not impaired, other photopolymerization initiators commonly used in this field may be further included. As another photoinitiator, a benzoin type compound, a benzophenone type compound, a thioxanthone type compound, an anthracene type compound, etc. are mentioned, for example. These can be used individually or in combination of 2 or more types, respectively.

As a benzoin type compound, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, etc. are mentioned, for example.

Examples of the benzophenone compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenyl benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra (tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, 4,4'-di(N,N'-dimethylamino)-benzophenone, etc. are mentioned.

Examples of the thioxanthone compound include 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone. and the like.

Examples of the anthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. can be heard

Others 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, phenylclioxylic acid Methyl, a titanocene compound, etc. are mentioned as another photoinitiator.

In addition, as the photopolymerization initiation auxiliary agent that can be used in combination with the photopolymerization initiator in the present invention, at least one compound selected from the group consisting of an amine compound, a carboxylic acid compound, and the like may be preferably used.

Specific examples of the amine compound in the photopolymerization initiation aid include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 4-Dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone), 4,4'- and aromatic amine compounds such as bis(diethylamino)benzophenone. As the amine compound, an aromatic amine compound is preferably used.

Carboxylic acid compounds include, for example, phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, and aromatic heteroacetic acids such as dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

The content of the photoinitiator in the colored photosensitive resin composition of the present invention is preferably included in an amount of 0.1 to 20 parts by weight, more preferably 1 to 12 parts by weight, based on 100 parts by weight of the total solid content of the colored photosensitive resin composition. When the amount of the photopolymerization initiator used is included within the above range, the photosensitive resin composition is highly sensitive, and thus the strength of the pixel portion and smoothness on the surface of the pixel portion are excellent.

In addition, the amount of the photopolymerization initiation adjuvant is preferably included in an amount of 0.1 to 20 parts by weight, more preferably 1 to 10 parts by weight, based on 100 parts by weight of the total solid content of the colored photosensitive resin composition. When the amount of the photopolymerization initiation adjuvant is included within the above range, the sensitivity efficiency of the photosensitive resin composition may be further increased, and productivity of a color filter formed using the composition may be improved.

solvent

The solvent in particular contained in the coloring photosensitive resin composition of this invention is not restrict|limited, Various organic solvents used in the field|area of the coloring photosensitive resin composition can be used.

The solvent is specifically ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dialkyl ethers such as diethylene glycol dipropyl ether and diethylene glycol dibutyl ether; ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate; alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and propylene glycol monopropyl ether acetate; alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate; aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone and cyclohexanone; alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerin; esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate; Cyclic esters, such as (gamma)-butyrolactone, etc. are mentioned.

In terms of coating properties and drying properties, the solvent preferably includes an organic solvent having a boiling point of 100°C to 200°C in the solvent, more preferably alkylene glycol alkyl ether acetates, ketones, 3-ethoxypropionic acid and esters such as ethyl and 3-methoxy methyl propionate, more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3-ethoxy propionate ethyl, 3-methyl and methyl toxypropionate. These solvents can be used individually or in mixture of 2 or more types, respectively.

The content of the solvent in the colored photosensitive resin composition of the present invention is preferably contained in an amount of 60 to 90 parts by weight, more preferably 68 to 85 parts by weight, based on 100 parts by weight of the total photosensitive resin composition including the same. When the content of the solvent is included within the above range, the applicability may be improved when applied with an application device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater), an inkjet, etc. .

In addition to this, the colored photosensitive resin composition according to the present invention may further include additives such as other high molecular compounds, curing agents, surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, and anti-aggregation agents, and the additives provide the effect of the present invention. It is possible for those skilled in the art to appropriately add and use in a range that does not inhibit.

<Color filter>

Another aspect of the present invention relates to a color filter manufactured using the above-described colored photosensitive resin composition.

The color filter includes a substrate and a pattern layer formed on the substrate.

The substrate may be a substrate of the color filter itself, or may be a portion in which a color filter is located in a display device, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES) or polycarbonate (PC).

The pattern layer is a layer including the colored photosensitive resin composition of the present invention, and may be a layer formed by applying the colored photosensitive resin composition and then exposing, developing, and thermosetting the colored photosensitive resin composition in a predetermined pattern. The pattern layer may be formed by performing a method commonly known in the art.

The color filter including the substrate and the pattern layer as described above may further include a barrier rib formed between each pattern, and may further include a black matrix, but is not limited thereto.

In addition, it may further include a protective layer formed on the pattern layer of the color filter.

<Image display device>

In addition, another aspect of the present invention relates to an image display device including the above-described color filter.

The color filter of the present invention can be applied to various image display devices, such as an electroluminescence display device, a plasma display device, and a field emission display device, as well as a general liquid crystal display device.

The image display device of the present invention can exhibit high luminance due to excellent light efficiency, excellent color reproducibility, and high contrast.

Hereinafter, examples will be given to describe the present specification in detail. However, the embodiments according to the present specification may be modified in various other forms, and the scope of the present specification is not to be construed as being limited to the embodiments described below. The embodiments of the present specification are provided to more completely explain the present specification to those of ordinary skill in the art. In addition, "%" and "part" indicating the content hereinafter are based on weight unless otherwise specified.

Synthesis example 1: triazine compound 1

18.4 parts by weight of 2-chloro-4,6-diamino-1,3,5-triazine and 21 parts by weight of 3-(2-ethylhexyloxy)propylamine were added to 100 parts by weight of water, followed by 1 hour at 10° C. reacted. The obtained reaction product was reacted at 85°C for 5 hours. The residue obtained by leaching the obtained reaction product was washed with water, and then left to stand overnight in a thermostat at 100° C. to obtain a compound of the following formula (2).

[Formula 2]

Synthesis example 2: triazine compound 2

18.4 parts by weight of 2-chloro-4,6-diamino-1,3,5-triazine and 21 parts by weight of butylamine were added to 100 parts by weight of water, followed by reaction at 10° C. for 1 hour. The obtained reaction product was reacted at 85°C for 5 hours. The residue obtained by leaching the obtained reaction product was washed with water, and then left to stand overnight in a thermostat at 100° C. to obtain a compound of the following formula (3).

[Formula 3]

Synthesis example 3: triazine compound 3

To 100 parts by weight of water, 18.4 parts by weight of 2-chloro-4,6-diamino-1,3,5-triazine and 21 parts by weight of 1,3-butanediol were added, and 10 parts by weight of sodium hydroxide was added, followed by 3 parts at 10° C. time was reacted. The obtained reaction product was reacted at 85°C for 5 hours. The residue obtained by leaching the obtained reactant was washed with water, and then left to stand overnight in a thermostat at 100° C. to obtain a compound of the following formula (4).

[Formula 4]

Resin (B-1)

A flask equipped with a stirrer, a thermometer, a reflux cooling tube, a dropping funnel and a nitrogen introduction tube was prepared, and as a monomer dropping funnel, 74.8 g (0.20 mole) of benzylmaleimide, 43.2 g (0.30 mole) of acrylic acid, and 118.0 of vinyltoluene were prepared. g (0.50 mol), t-butylperoxy-2-ethylhexanoate 4g, propylene glycol monomethyl ether acetate (PGMEA) 40g, prepared by stirring and mixing, and as a chain transfer agent dropping tank, n-dodecanthiol 6g, PGMEA 24g was put and stirred and mixed was prepared. Thereafter, 395 g of PGMEA was introduced into the flask, and the atmosphere in the flask was substituted from air to nitrogen, and the temperature of the flask was raised to 90° C. while stirring. Then, the monomer and the chain transfer agent were started dripping from the dropping lot. The dripping was carried out for 2 hours while maintaining 90 ° C. After 1 hour, the temperature was raised to 110 ° C. and maintained for 3 hours. Bubbling started. Next, 28.4 g of glycidyl methacrylate [(0.10 mol), (33 mol% based on the carboxyl group of acrylic acid used in this reaction)], 2,2'-methylenebis(4-methyl-6-t-butylphenol ) 0.4 g and 0.8 g of triethylamine were put into the flask, and the reaction was continued at 110° C. for 8 hours to obtain Resin B-1 having a solid content acid value of 70 mgKOH/g. The weight average molecular weight in terms of polystyrene measured by GPC was 16,000, and the molecular weight distribution (Mw/Mn) was 2.3.

Resin (B-2)

182 g of propylene glycol monomethyl ether acetate was introduced into a flask equipped with a stirrer, a thermometer, a reflux cooling tube, a dropping funnel and a nitrogen introduction tube, the atmosphere in the flask was substituted from air to nitrogen, and then the temperature was raised to 100 ° C. and then benzyl methacrylic In a mixture containing 70.5 g (0.40 mol) of the rate, 45.0 g (0.50 mol) of methacrylic acid, 22.0 g (0.10 mol) of 2-(2-methyl) adamantyl methacrylate and 136 g of propylene glycol monomethyl ether acetate A solution to which 3.6 g of azobisisobutyronitrile was added was added dropwise from the dropping funnel to the flask over 2 hours, and stirring was continued at 100°C for 5 hours. Next, the atmosphere in the flask was changed from nitrogen to air, and 30 g of glycidyl methacrylate [0.2 mol, (40 mol% with respect to the carboxyl group of methacrylic acid used in this reaction)], 0.9 g of trisdimethylaminomethylphenol and hydroquinone 0.145 g was put into the flask and the reaction was continued at 110 DEG C for 6 hours to obtain Resin B-2 having a solid content acid value of 99 mgKOH/g. The polystyrene conversion weight average molecular weight measured by GPC was 23,000, and molecular weight distribution (Mw/Mn) was 2.3.

About the measurement of the weight average molecular weight (Mw) and number average molecular weight (Mn) of said resin, it performed on the following conditions using the GPC method.

Device: HLC-8120GPC (manufactured by Toso Co., Ltd.)

Column: TSK-GELG4000HXL + TSK-GELG2000HXL (serial connection)

Column temperature: 40 °C

Mobile phase solvent: tetrahydrofuran

Flow rate: 1.0 ml/min

Injection volume: 50 μl

Detector: RI

Measurement sample concentration: 0.6 mass % (solvent = tetrahydrofuran)

Standard materials for calibration: TSK STANDARD POLYSTYRENE F-40, F-4, F-1, A-2500, A-500 (manufactured by Tosoh Corporation)

Ratio of the weight average molecular weight and number average molecular weight obtained above was made into molecular weight distribution (Mw/Mn).

Preparation of Colorant Dispersion 1

20.48 parts by weight of the compound of Formula 2 of Synthesis Example 1 as a triazine derivative, C.I. Pigment Blue 15:6 9.12 parts by weight, C.I. Acid Red 52 2.88 parts by weight, acrylic dispersant [Disperbyk (registered trademark) 2000; manufactured by Big Chemie] 3.84 parts by weight, 2.88 parts by weight of Resin B-1, 55.04 parts by weight of solvent propylene glycol monomethyl ether acetate, 5.76 parts by weight of propylene glycol monomethyl ether, and 360 parts by weight of zirconia beads having a diameter of 0.2 mm, capacity 140 ml of mayonnaise, and kneaded at 60° C. for 10 hours with a paint conditioner to perform dispersion treatment. Thereafter, the zirconia beads were removed to obtain a dispersion. The dispersion was filtered through a membrane filter having a pore size of 1.0 μm to obtain a colorant dispersion 1.

Preparation of Colorant Dispersion 2

Preparation of the colorant dispersion 1 was carried out in the same manner as in the preparation of the colorant dispersion except that the compound of Formula 3 of Synthesis Example 2 was used as the triazine derivative.

Preparation of colorant dispersion 3

Preparation of the colorant dispersion 1 was carried out in the same manner as in the preparation of the colorant dispersion except that the compound of Formula 4 of Synthesis Example 3 was used as the triazine derivative.

Preparation of Colorant Dispersion 4

It was carried out in the same manner as in the preparation of colorant dispersion 1 except that the triazine derivative was not used.

Preparation of colorant dispersion 5

It was carried out in the same manner as in the preparation of the colorant dispersion 1 except that rhodamine B was used as the rhodamine-based dye.

Preparation of colored photosensitive resin composition

Colored photosensitive resin compositions according to Examples and Comparative Examples were prepared according to the compositions shown in Table 1 below.

(weight%) Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 colorant dispersion One 11.44 - - - - 2 - 11.44 - - - 3 - - 11.44 - - 4 - - - 11.44 - 5 - - - - 11.44 photopolymerizable compound DPHA 14.38 14.38 14.38 14.38 14.38 Alkali-soluble resin B-2 8.04 8.04 8.04 8.04 8.04 photopolymerization initiator OXE-01 3.59 3.59 3.59 3.59 3.59 solvent PGMEA 62.55 62.55 62.55 62.55 62.55

color filter ( Glass substrate ) production example

A color filter was prepared using the colored photosensitive resin composition prepared according to Examples and Comparative Examples. That is, each of the colored photosensitive resin compositions was applied on a glass substrate by spin coating, placed on a heating plate, and maintained at a temperature of 100° C. for 3 minutes to form a thin film. Then, a test photomask having a pattern for changing the transmittance in a range of 1 to 100% stepwise and a line/space pattern of 1 μm to 50 μm is placed on the thin film. was investigated. At this time, the ultraviolet light source was irradiated with an illuminance of 100 mJ/cm 2 using a high-pressure mercury lamp of 1 kW containing all of g, h, and i lines, and no special optical filter was used. The thin film irradiated with ultraviolet light was developed by immersing it in a developing solution of an aqueous KOH solution having a pH of 10.5 for 2 minutes. The glass plate coated with this thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 220° C. for 1 hour to prepare a color filter. The film thickness of the color filter prepared above was 2.0 μm.

contrast Measure

The contrast of the colored glass plate (color filter) after the post-baking of Examples 1-3 and Comparative Examples 1 and 2 was measured using the contrast measuring apparatus.

Contrast measuring equipment is a color luminance meter (product name: LS-100, Konica Minolta Sensing Co., Ltd. product), lamp (product name: HF-SL-100WLCG, traditional industry Co., Ltd. product) and polarizing plate (product name: POLAX-38S, ( Note) Luceo products).

A polarizing plate was installed on the backlight so that the distance between the polarizing plate (POLAX-38S) and the colored glass plate was 1 mm.

A rotatable polarizing plate was installed on it. After confirming that the luminance of the backlight is sufficiently stable, the rotatable polarizing plate installed on the upper part is adjusted to the position of the cross nicol to measure the luminance of the colored glass plate, and then rotated 90 degrees to measure the luminance of the colored glass plate in the parallel position measured. The ratio (%) of both was calculated|required as contrast.

The results are shown in Table 2 below, and the contrast values of Examples 1 to 3 are expressed as relative values when the contrast of a colored glass plate obtained using the colored photosensitive resin composition of Comparative Example 1 is taken as a standard (100).

Measurement of luminance (Y)

The luminance (Y) of the colored glass plates according to Examples 1 to 3 and Comparative Examples 1 and 2 was measured as follows. The colored glass plate was set in a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing Co., Ltd.), and the transmittance chromaticity in the X, Y, and Z coordinate axes at 2 degrees (°) of the C light source was measured. The Y value at this time was employed as the luminance (Y). The results are shown in Table 2 below.

In Table 2 below, the luminance values of Examples 1 to 3 are shown as relative values when the luminance of a colored glass plate obtained using the colored photosensitive resin composition of Comparative Example 1 is taken as standard (100).

phenomenon residue Measure

The presence or absence of residuals of the colored glass plates of Examples 1 to 3 and Comparative Examples 1 and 2 was confirmed with an optical microscope. The results are shown in Table 2 below, and the development residue results are indicated by ○ when there is no residue and × when there is a residue.

Measurement of heat resistance

The color change of the colored glass plate (color filter) after the post-baking of Examples 1 to 3 and Comparative Examples 1 and 2 before and after 230°C/2hr was comparatively evaluated. A colored glass plate was set in a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing Co., Ltd.), and L*, a*, and b* values at C light source 2 degrees (°) were measured. The color change in the three-dimensional colorimeter defined by L*, a*, and b* is calculated by [Equation 1], and as the color change value is small, it is possible to manufacture a highly reliable color filter.

[Equation 1]

ΔEab* =[(ΔL*) ² +(Δa*) ² +(Δb*) ² ] ^{1 /2}

In Table 2 below, the luminance values of Examples 1 to 3 are shown as relative values when the heat resistance of the colored glass plate obtained using the colored photosensitive resin composition of Comparative Example 1 is taken as standard (100).

solvent-resistant Measure

The colored glass plates (color filters) after the post-baking of Examples 1 to 3 and Comparative Examples 1 and 2 were immersed in an N-methylpyrrolidone solvent for 30 minutes, and color change before and after evaluation was comparatively evaluated. A colored glass plate was set in a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing Co., Ltd.), and L*, a*, and b* values at C light source 2 degrees (°) were measured. The color change in the three-dimensional colorimeter defined by L*, a*, and b* is calculated by Equation 1, and as the color change value is smaller, it is possible to manufacture a highly reliable color filter.

In Table 2 below, the luminance values of Examples 1 to 3 are shown as relative values when the solvent resistance of the colored glass plate obtained by using the colored photosensitive resin composition of Comparative Example 1 is taken as standard (100).

luminance contrast development residue heat resistance solvent resistance Example 1 1.05 3.14 ○ 1.05 1.08 Example 2 1.07 3.21 ○ 1.03 1.02 Example 3 1.06 3.65 ○ 1.07 1.01 Comparative Example 1 1.00 1.00 ○ 1.00 1.00 Comparative Example 2 1.09 10.27 × 0.24 0.17

In the case of Examples 1 to 3 using the triazine having the structure of Formula 1, the luminance, development residue, heat resistance, and solvent resistance were similar to Comparative Example 1 in which the triazine derivative was not added, but high contrast could be obtained, and a dissolving rod Although the luminance was similar to Comparative Example 2 using a mineral dye, good development residues and high heat resistance and solvent resistance were obtained.

Claims (7)

a colorant comprising a rhodamine-based dye and a pigment present in the form of particles; and
A dispersing agent comprising a triazine-based compound comprising a compound represented by the following formula (1);
A colored photosensitive resin composition comprising:
[Formula 1]

In Formula 1,
R is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a linear or branched alkoxy group having 1 to 20 carbon atoms, or a -NR1R2 group,
R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms,
In this case, the alkyl group and the alkoxy group are unsubstituted or substituted with a hydroxyl group or a linear or branched alkoxy group having 1 to 20 carbon atoms. delete According to claim 1,
The rhodamine-based dye is CI acid red 52, 87, 91, 92, 94, 289; CI Acid Yellow 73; CI Basic Red 1; CI Basic Violet 10, 11; And CI Solvent Red 49 The colored photosensitive resin composition comprising at least one selected from the group consisting of. According to claim 1,
The triazine-based compound is a colored photosensitive resin composition that is included in an amount of 0.1 to 60 parts by weight based on 100 parts by weight of the total colorant. According to claim 1,
The colored photosensitive resin composition further comprising at least one selected from the group consisting of an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, and a solvent. A color filter manufactured using the colored photosensitive resin composition according to any one of claims 1 to 5. An image display device comprising the color filter of claim 6.