JP6654556B2 - Colored photosensitive resin composition, color filter and image display device manufactured using the same - Google Patents

Description

  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 for various display devices such as an image sensor and a liquid crystal display device (LCD), and its application range is rapidly expanding. The color filter is formed of a color pattern of three colors of red, green, and blue, or three colors of yellow, yellow, magenta, and cyan. Of colored patterns.

  The color filter widely used in the above display device is usually formed by spin or slit coating a colored photosensitive resin composition containing a pigment dispersion composition corresponding to the color of each pattern on a substrate on which a black matrix pattern is formed. After applying evenly, the coating film formed by heating and drying is exposed and developed, and if necessary, an operation of additional heating and curing is repeated for each color, thereby forming a pixel of each color to manufacture. . In addition, a color filter is manufactured using a colored photosensitive resin composition using the above pigment dispersion composition as a coloring material even in a process that does not require a development process such as an ink jet method and a printing method other than the above-mentioned coating method.

  Color filters using the colored photosensitive resin composition as described above are required to have physical properties such as high luminance and high contrast, and recently, pixels having high color reproducibility are required. Thereby, the content of the pigment and carbon black of the coloring material used in the coloring resin composition is increased. However, when the content of the coloring material is increased in the coloring resin composition, the pigment must be atomized in order to exhibit excellent optical properties, and the viscosity becomes high particularly when producing a high concentration pigment dispersion composition. Alternatively, the storage stability becomes poor, for example, the pigment dispersion composition gels during storage. As a result, there is a problem that optical characteristics such as luminance and contrast also deteriorate.

  For example, Patent Document 1 relates to a blue colorant composition for a color filter and a color filter substrate using the same, and includes a blue colorant for a color filter containing at least a colorant, a binder resin, a polymer dispersant, and a solvent. A colorant comprising a pigment and a rhodamine-based dye, wherein the rhodamine-based dye is present in a particulate state in the blue colorant composition. are doing. However, in this proposal, the dispersion stability is not excellent, and it is actually difficult to apply to a color filter having high contrast.

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

JP 2013-61619 A

An object of the present invention is to provide a colored photosensitive resin composition which is excellent in dispersion stability and can produce a color filter excellent in developability, heat resistance, solvent resistance, contrast and brightness.
The present invention also provides a color filter and an image display device manufactured using the colored photosensitive resin composition described above.

The colored photosensitive resin composition according to the present invention for achieving the above object is characterized by containing a rhodamine-based dye existing in a particle state; a dispersant containing a triazine-based compound; and a pigment.
The present invention also provides a color filter manufactured using the above-described colored photosensitive resin composition and an image display device including the same.

The colored photosensitive resin composition of the present invention can provide a colored photosensitive resin composition having excellent dispersion stability.
In addition, a color filter manufactured using the colored photosensitive resin composition of the present invention and an image display device including the same have advantages of excellent developability, heat resistance, solvent resistance, contrast, and brightness.

Hereinafter, the present invention will be described in more detail.
In the present invention, when an element is referred to as being "on" another element, this is true not only when one element is in contact with another element, but also when another element is in between. Including the case where it exists.
In the present invention, when a part is referred to as "including" a constituent element, this does not exclude the other constituent element and may further include another constituent element, unless otherwise specified. Means that.

<Colored photosensitive resin composition>
One embodiment of the present invention relates to a colored photosensitive resin composition comprising a colorant containing a rhodamine-based dye and a pigment existing in a particle state; and a dispersant containing a triazine-based compound. In one embodiment, the present invention relates to a blue-colored photosensitive resin composition comprising a colorant containing a rhodamine-based dye and a pigment present in a particle state; and a dispersant containing a triazine-based compound.

  The colorant according to the present invention includes a rhodamine-based dye and a pigment existing in a particle state.

Rhodamine dye The colored photosensitive resin composition according to the present invention contains a rhodamine dye existing in a particle state.
In one embodiment of the present invention, the rhodamine dye is C.I. I. Acid Red 52, 87, 91, 92, 94, 289; I. Acid Yellow 73; I. Basic Red 1; I. Basic violet 10, 11; and C.I. I. One or more selected from the group consisting of Solvent Red 49 can be included.

Since the colored photosensitive resin composition according to the present invention contains a rhodamine-based dye existing in a particle state, when a color filter is manufactured, pixels of a color filter substrate, particularly, a blue pixel can have a high contrast ratio. There are advantages.
Although not wishing to be limited by theory, in a color filter substrate using a general dye, since the dye is dissolved in the composition, a decrease in contrast ratio due to dry aggregation during free baking and a decrease in exposure time In some cases, the contrast ratio may be reduced due to oxidation of the dye molecules due to ultraviolet rays, the dye molecules may be decomposed during post-baking, and the contrast ratio may be reduced due to sublimation.

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 coating, drying, exposure, development, and post-baking. In particular, there is an advantage that the contrast ratio of the blue pixel is excellent.
The rhodamine dye is preferably insoluble in propylene glycol monomethyl ether acetate (PMA), which is an ester solvent.
The PMA is a solvent widely used in a colored photosensitive resin composition using a pigment because the stability, applicability, drying property, and dispersion stability of the pigment are excellent. Insoluble in PMA is preferable because the pigment and the rhodamine-based dye described later can be stably present in the PMA in a particle state without impairing the above-mentioned properties.

The rhodamine-based dye is preferably purified to remove 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-based dye is preferably 20,000 ppm or less, more preferably 10,000 ppm or less. .
When the sum of ionic impurities such as Na ⁺ , Cl ⁻ , and SO ₄ ²⁻ contained in the rhodamine-based dye satisfies 20,000 ppm or less, dispersion stability is reduced by the ionic impurities in the PMA. There is an advantage that the phenomenon can be prevented.

  The method for purifying the rhodamine-based dye is not particularly limited as long as it is a method commonly used in the art, and examples thereof include a reprecipitation method, a recrystallization method, a reverse osmosis membrane method, and an ion exchange resin (cation exchange resin). Resin, anion exchange resin) can be used.

Whether the rhodamine-based dye is present in the colored photosensitive resin composition in the form of particles can be confirmed by using a particle size analyzer (Accusizer 780A).
In order to check whether the rhodamine-based dye is in a particle state or a molecular state in a color filter manufactured using the colored photosensitive resin composition of the present invention, for example, a blue pixel of the color filter is measured by FIB- It can be determined as follows by TEM analysis and EDX elemental analysis.
Since the color filter manufactured contains the pigment particles and the rhodamine-based dye particles, the analysis is performed on 100 of these particles. Since the pigment and the rhodamine dye have a particle diameter of 10 to 500 nm, the measured diameter of FIB-TEM is 1 to 10 nm. After the FIB-TEM observation, the observation part is subjected to elemental analysis by EDX. The EDX analysis result of the 100 particles is compared with the EDX analysis result of the rhodamine-based dye itself. If the number of particles having the same analysis result is 1 to 100, the rhodamine-based dye is included in the manufactured color filter. Can be determined in a particle state.

  On the other hand, whether or not the rhodamine-based dye is contained in the colored photosensitive resin composition can be determined by, for example, laser Raman spectroscopy. That is, a pixel is manufactured by applying the colored photosensitive resin composition, drying the solvent, exposing, developing, and post-baking. By comparing the laser Raman spectrum of the pixel thus manufactured with the laser Raman spectrum of the rhodamine dye itself, it is determined whether or not the rhodamine dye is contained in the colored photosensitive resin composition. Can be.

  The average particle diameter of the rhodamine dye and the pigment described below is preferably from 30 to 200 nm, more preferably from 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 scattering of particles, and when the average particle diameter of the rhodamine-based dye is less than 30 nm, unexposed portions The alkali solubility of the binder resin may be slightly reduced, and the pattern processability may be slightly reduced.

By applying a shear stress to the rhodamine-based dye and pigment with 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 to the above range.
However, it may be somewhat difficult to adjust the average particle diameter of the rhodamine-based dye within the above range under conventionally known pigment dispersion conditions.
In short, in the pigment powder, primary particles assembled to about 30 nm are aggregated to form powder particles of several μm.
Since the above-mentioned pigment powder has a small cohesive force between the primary particles, it is possible to disperse the primary particles in a short period of time with relatively weak shearing stress and to make the average particle size 30 to 200 nm. However, in the dye powder, molecules of about 1 nm are aggregated and formed of coarse particles of several μm. Since the dye powder has a strong cohesive force between molecules, it is somewhat difficult to make the average particle size smaller than 200 nm with a small shear stress. Further, since primary particles do not exist in the dye, the average particle diameter can be made smaller than 30 nm by increasing the shear stress or lengthening the dispersion time.

Therefore, in the present invention, it is preferable that the rhodamine-based dye and the pigment are dispersed under different dispersion conditions in order to set the average particle diameter to 30 to 200 nm.
The rhodamine-based dye is preferably dispersed with a zirconia bead having a bead diameter of 0.3 to 2.0 μm with a strong shearing stress and a dispersion time of 3 to 10 hours / kg. Preferably, the dispersion time is 1 to 10 hours / kg using zirconia beads having a bead particle diameter of 0.1 to 2.0 μm.

  In the present invention, it is preferable that the rhodamine-based dye dispersion liquid and the pigment dispersion liquid that have undergone a separate dispersion step are mixed and then further dispersed. Through this process, the average particle size of the rhodamine-based dye and pigment can be adjusted in the range of 30 to 100 nm, and the transmittance and the contrast ratio can be further improved.

As the additional dispersion conditions of the mixed dispersion, it is preferable to use zirconia beads having a bead particle diameter of 0.01 to 0.2 μm and to set the dispersion time to 0.1 to 3 hours / kg with a weak shear stress.
In addition, the colored photosensitive resin composition of the present invention contains both a rhodamine-based dye and a dispersant containing a triazine-based compound, which are dispersion-stabilized in the composition, so that the rhodamine-based dye is contained alone. There is an advantage that the problem of lowering the contrast can be further improved.
The rhodamine dye is preferably contained in an amount of 1 to 80 parts by weight, more preferably 2 to 50 parts by weight, based on 100 parts by weight of the entire colorant dispersion. When the rhodamine-based dye is contained in the above range, it is preferable in terms of dispersion stability and transmittance. When the rhodamine-based dye is contained in less than 1 part by weight, the transmittance may be slightly lowered, and when it is more than 80 parts by weight, the dispersion stability may be slightly lowered due to aggregation of the dye.

Dispersant containing triazine-based compound The colored photosensitive resin composition according to the present invention contains a dispersant containing a triazine-based compound. The triazine compound is not limited as long as it is a substance known as a dispersant in the art. For example, the triazine-based dispersants 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 Chemical Formula 1.

化学式１中、
Ｒは、水素原子、炭素数１〜２０のアルキル基、炭素数１〜２０の直鎖状または分岐鎖状のアルコキシ基または−ＮＲ１Ｒ２基であり、
Ｒ１及びＲ２は、それぞれ独立的に水素原子または炭素数１〜２０のアルキル基であり、
このとき、前記アルキル基及びアルコキシ基は、水酸基または炭素数１〜２０の直鎖状または分岐鎖状のアルコキシ基で置換または非置換される。 [Chemical formula 1]

In Chemical 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 an -NR1R2 group;
R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms;
At this time, the alkyl group and the alkoxy group are substituted or unsubstituted with a hydroxyl group or a linear or branched alkoxy group having 1 to 20 carbon atoms.

Examples of the alkyl group having 1 to 20 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a sec-propyl group, an n-butyl group, an isobutyl group, a sec-butyl group and a tert-butyl group. A linear or branched alkyl group having 1 to 20 carbon atoms.
Examples of the alkoxy group having 1 to 20 carbon atoms include methoxy, ethoxy, n-propoxy, isopropoxy, sec-propoxy, n-butoxy, isobutoxy, sec-butoxy, tert- A linear or branched alkoxy group having 1 to 20 carbon atoms such as a butoxy group is exemplified.

  The dispersant according to the present invention can uniformly disperse the pigment and the rhodamine-based dye in various media containing 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 increase in viscosity of the pigment and the rhodamine-based dye are suppressed.

Further, 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 suppressing re-aggregation become particularly remarkable.
In addition, since the triazine-based compound represented by Chemical Formula 1 of the present invention exhibits white color in the visible region, a high-luminance color can be formed by a color filter formed from the colored photosensitive resin composition containing the triazine-based compound. Color LCDs can be manufactured. The triazine-based compound has a relatively low initial viscosity of the colored photosensitive resin composition using the triazine-based compound and a high effect of suppressing the re-aggregation of the pigment. Is characterized by a relatively small rise.

  In another embodiment of the present invention, the triazine compound is preferably included in an amount of 0.1 to 60 parts by weight based on 100 parts by weight of the entire colorant. It is preferable that the triazine-based compound be included in the above range, since crystal growth of the rhodamine-based dye and the pigment can be suppressed. When the triazine-based compound is included in less than 0.1 part by weight with respect to the colorant, a phenomenon that the rhodamine-based dye is aggregated may occur. May decrease slightly.

Colorant The colorant according to the present invention contains at least one kind of the above rhodamine-based dyes, and can contain at least one kind of pigment and the above-mentioned pigment dispersant. The contents described above can be applied to the rhodamine dye.

  As the above-mentioned pigment, an organic pigment or an inorganic pigment generally used in the art can be used. As the above pigment, various pigments used for printing inks, inkjet inks and the like can be used.Specifically, water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, Indoline pigments, perylene pigments, perinone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthantrone pigments, indanthrone pigments, flavantron pigments, pyranthrone pigments, diketo Pyrrolopyrrole pigments and the like.

  Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts, and specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, and the like. And a composite metal oxide. In particular, examples of the organic pigment and the inorganic pigment include compounds classified as pigments according to a color index (published by The Society of Dyers and Colorists). More specifically, the following color indexes (C .I.) Number, but are not necessarily limited to these.

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, 58, 59, 62 and 63
C. I. Pigment Brown 28
C. I. Pigment Black 1 and 7, etc. The above pigments can be used alone or in combination of two or more.

  The C.I. I. Among the pigments, C.I. I. Pigment Orange 38, C.I. I. Pigment Red 122, C.I. I. Pigment Red 166, C.I. I. Pigment Red 177, C.I. I. Pigment red 208, C.I. I. Pigment Red 242, C.I. I. Pigment Red 254, C.I. I. Pigment Red 255, C.I. I. Pigment yellow 138, C.I. I. Pigment Yellow 139, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 185, C.I. I. Pigment Green 7, C.I. I. Pigment Green 36, C.I. I. Pigment Green 58, C.I. I. Pigment Violet 23, C.I. I. Pigment Blue 15: 3, and C.I. I. Pigment Blue 15: 6 can be preferably used.

As the pigment, it is preferable to use a colorant dispersion in which the particle diameter is uniformly dispersed. As an example of a method for uniformly dispersing the particle size of the pigment, there is a method in which a pigment dispersant is contained and dispersion treatment is performed, and according to this method, coloring in a state where the pigment is uniformly dispersed in a solution is performed. This is preferable since an agent dispersion is obtained.
The pigment dispersant can be further added separately from the above-described triazine-based compound-containing dispersant, and includes, for example, cationic, anionic, nonionic, positive, polyester, and polyamine. Surfactants such as a system, etc., which can be used alone or in combination of two or more, but are not limited thereto.

  The content of the pigment is preferably in the range of 1 to 50 parts by weight, more preferably 5 to 40 parts by weight, based on 100 parts by weight of the entire colorant dispersion. When the content of the pigment is in the range of 1 to 50 parts by weight based on the above criteria, the viscosity is low, the storage stability is excellent, the dispersion efficiency is high, and the light-dark ratio is effectively increased.

In addition, the colorant dispersion may further include a dispersion medium.
The dispersing medium is added for the purpose of deagglomeration and stability of the pigment, and any of those commonly used in the art can be used without limitation. Preferably, it contains an acrylate-based dispersant containing BMA (butyl methacrylate) or DMAEMA (N, N-dimethylaminoethyl methacrylate) (hereinafter referred to as an acrylic dispersant). At this time, it is preferable to apply the acrylic dispersant manufactured by the living control method as disclosed in Korean Patent Publication No. 2004-0014311. Examples of commercially available acrylate-based dispersants manufactured through the living control method include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150, and the like.
The acrylic dispersants exemplified above can be used alone or in combination of two or more.

  As the dispersion medium, other resin-type pigment dispersants can be used in addition to the acrylic dispersants described above. Examples of the other resin-type pigment dispersants include known resin-type pigment dispersants, in particular, polyurethanes, polycarboxylic acid esters represented by polyacrylates, unsaturated polyamides, polycarboxylic acids, and polycarboxylic acids. A) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphate salts, esters of hydroxyl-containing polycarboxylic acids and their modified products, or free ( free) oily dispersants such as amides or salts thereof formed by the reaction of a polyester having a carboxy group with poly (lower alkylene imine); (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- ( Meth) acrylate ester copolymer, styrene-maleic Copolymers, polyvinyl alcohol or water-soluble resin or a water-soluble polymeric compounds such as polyvinyl pyrrolidone, polyesters, modified polyacrylates; and addition products and phosphate esters of ethylene oxide / propylene oxide.

  Examples of commercially available resin-type dispersants include cationic resin dispersants such as BYK (Bik) Chemie'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; trade names of BASF: 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- 510, EFKA-4800; brand names of Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204 / 10; brand names of Kawaken Fine Chemicals: Hinoact T-6000, Hinoact T-7000, Hinoact T- 8000; Trade name of Ajinomoto Co .: AJISPUR PB-821, Ajispar PB-822, Ajispar PB-823; Trade name of Kyoeisha Chemical Co., Ltd .: Floren DOPA-17HF, Floren DOPA-15BHF, Floren DOPA-33 And Floren DOPA-44. In addition to the above acrylic dispersants, other resin-type pigment dispersants can be used alone or in combination of two or more, and can also be used in combination with the acrylic dispersant.

  The pigment dispersant is preferably contained in an amount of 0.1 to 30 parts by weight, more 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. Is more preferred. When the content of the pigment dispersant satisfies the above range, contrast and stability can be improved.

  In still 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 photopolymerization initiator, and a solvent. preferable.

Alkali-soluble resin The alkali-soluble resin is polymerized by containing an ethylenically unsaturated monomer having a carboxy group. This is a component that imparts solubility to an alkali developing solution used in a developing process when forming a pattern.

  The ethylenically unsaturated monomer having a carboxy group is not particularly restricted but includes, for example, monocarboxylic acids such as acrylic acid, methacrylic acid and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid and itaconic acid and anhydrides thereof. And mono- (meth) acrylates of polymers having a carboxy group and a hydroxyl group at both ends, such as ω-carboxypolycaprolactone mono (meth) acrylate. Among these, acrylic acid and methacrylic acid are preferred. These can be used alone or in combination of two or more.

The alkali-soluble resin according to the present invention is preferably a polymer obtained by further polymerizing at least one other monomer copolymerizable with the above-mentioned monomer, for example, styrene, vinyltoluene, and methylstyrene. , P-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzyl methyl ether, m-vinylbenzyl methyl ether, p-vinylbenzyl methyl ether, o-vinylbenzyl glycidyl ether, m Aromatic vinyl compounds such as -vinylbenzyl glycidyl ether and p-vinylbenzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, N p-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm-methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, Np- N-substituted maleimide compounds such as methoxyphenylmaleimide; methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i- Alkyl (meth) acrylates such as butyl (meth) acrylate, sec-butyl (meth) acrylate, and t-butyl (meth) acrylate; cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl Alicyclic (meth) acrylates such as (meth) acrylate, 2-dicyclopentanyloxyethyl (meth) acrylate and isobornyl (meth) acrylate; aryl (meth) such as phenyl (meth) acrylate and benzyl (meth) acrylate Acrylates; 3- (methacryloyloxymethyl) oxetane, 3- (methacryloyloxymethyl) -3-ethyloxetane, 3- (methacryloyloxymethyl) -2-trifluoromethyloxetane, 3- (methacryloyloxymethyl) -2- Examples include unsaturated oxetane compounds such as phenyloxetane, 2- (methacryloyloxymethyl) oxetane, and 2- (methacryloyloxymethyl) -4-trifluoromethyloxetane. These can be used alone or in combination of two or more.
In the present specification, (meth) acrylate means acrylate or methacrylate.

  The content of the alkali-soluble resin according to the present invention is not particularly limited. For example, the content is preferably 5 to 80 parts by weight, and more preferably 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, it is contained in parts by weight. When the content of the alkali-soluble resin is within the above range, the pattern formation is easy because the solubility in the developing solution is sufficient, and a decrease in the film thickness of the exposed portion during development is prevented, and the non-pixel portion is prevented. Can be improved.

Photopolymerizable compound The photopolymerizable compound contained in the colored photosensitive resin composition of the present invention is a compound that can be polymerized by the action of light and a photopolymerization initiator described below, and is a monofunctional monomer. Examples include bifunctional monomers and other polyfunctional monomers.

  The type of the monofunctional monomer is not particularly limited, and examples thereof include nonylphenyl carbitol (meth) acrylate, 2-hydroxy-3-phenoxypropyl (meth) acrylate, 2-ethylhexyl carbitol (meth) acrylate, -Hydroxyethyl (meth) acrylate, N-vinylpyrrolidone and the like.

  The type of the bifunctional monomer is not particularly limited. 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, and the like.

  The type of the polyfunctional monomer is not particularly limited. 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, and the like.

  The photopolymerizable compound is preferably contained 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. If the content of the photopolymerizable compound falls within the above range, the strength and smoothness of the pixel portion can be improved.

Photopolymerization initiator The photopolymerization initiator contained in the colored photosensitive resin composition of the present invention is not limited, but is selected from the group consisting of triazine-based compounds, acetophenone-based compounds, biimidazole-based compounds, and oxime compounds. More than one compound is preferred. The photosensitive resin composition containing the above-mentioned photopolymerization initiator has high sensitivity, and a pixel (pixel) formed by using this composition has good strength and patternability of the pixel portion.

In addition, if a photopolymerization initiator is used in combination with a photopolymerization initiator, the photosensitive resin composition containing the photopolymerization initiator has higher sensitivity, and the productivity when forming a color filter using this composition is improved. Is improved, and therefore it is preferable.
As the triazine compound, for example, 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-methoxy (Styryl) -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-triazi , E.g., 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine.

  Examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, and 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl]. -2-methylpropan-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1- And oligomers of (4-morpholinophenyl) butan-1-one and 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propan-1-one.

  Examples of the biimidazole compound include 2,2′-bis (2-chlorophenyl) -4,4 ′, 5,5′-tetraphenylbiimidazole and 2,2′-bis (2,3-dichlorophenyl) -4 , 4 ', 5,5'-Tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, an imidazole compound in which the phenyl group at the 4,4', 5,5 'position is substituted by a carboalkoxy group, etc. Is mentioned. Of these, 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, other photopolymerization initiators and the like usually used in this field may be further included as long as the effects of the present invention are not damaged. Examples of other photopolymerization initiators include benzoin-based compounds, benzophenone-based compounds, thioxanthone-based compounds, and anthracene-based compounds. These can be used alone or in combination of two or more.

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

  Examples of the benzophenone compound include, for example, benzophenone, methyl O-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4′-methyldiphenylsulfide, 3,3 ′, 4,4′-tetra (tert-butylperoxycarbonyl) ) Benzophenone, 2,4,6-trimethylbenzophenone, 4,4′-di (N, N′-dimethylamino) -benzophenone and the like.

  Examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 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, and 2-ethyl-9,10-diethoxyanthracene.

  In addition, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, methyl phenylglyoxylate, titanocene compounds, etc. As other photopolymerization initiators.

  In the present invention, as the photopolymerization initiation auxiliary that can be used in combination with the photopolymerization initiator, one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and the like are preferably used. Can be

  Specific examples of the amine compound among the photopolymerization initiation aids include aliphatic amine compounds such as triethanolamine, methyldiethanolamine and triisopropanolamine; methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, Isoamyl dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N-dimethylparatoluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4 And aromatic amine compounds such as 4,4'-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, dichlorophenylthioacetic acid, N And aromatic heteroacetic acids such as phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

  The content of the photopolymerization initiator in the colored photosensitive resin composition of the present invention is preferably 0.1 to 20 parts by weight based on 100 parts by weight of the total solid content of the colored photosensitive resin composition, and preferably 1 to 20 parts by weight. More preferably, it is contained at 12 parts by weight. When the amount of the photopolymerization initiator is within the above range, the sensitivity of the photosensitive resin composition is increased, and the strength of the pixel portion and the smoothness on the surface of the pixel portion are excellent.

  The amount of the photopolymerization initiation aid is preferably 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. More preferably. When the amount of the photopolymerization initiation auxiliary agent falls within the above range, the sensitivity efficiency of the photosensitive resin composition is further increased, and the productivity of a color filter formed using this composition is improved. be able to.

Solvent The solvent contained in the colored photosensitive resin composition of the present invention is not particularly limited, and various organic solvents used in the field of the colored photosensitive resin composition can be used.
Specific examples of the solvent include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethylene glycol dimethyl ether, diethylene glycol diethyl ether, and diethylene glycol dipropyl ether. Diethylene glycol dialkyl ethers such as diethylene glycol dibutyl ether; ethylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate; propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether Alkylene glycol alkyl ether acetates such as teracetate; alkoxyalkyl acetates such as methoxybutyl acetate and methoxypentyl acetate; aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene; methyl ethyl ketone, acetone, methyl amyl ketone and methyl isobutyl Ketones such as 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; γ-butyrolactone And the like. These can be used alone or in combination of two or more.

  The above-mentioned solvent is preferably an organic solvent having a boiling point of 100 ° C. to 200 ° C., more preferably an alkylene glycol alkyl ether acetate, a ketone, or the like in terms of coating properties and drying properties. Esters such as ethyl ethoxypropionate and methyl 3-methoxypropionate, and more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, and 3-methoxy. And methyl propionate. These solvents can be used alone or in combination of two or more.

  The content of the solvent in the colored photosensitive resin composition of the present invention is preferably 60 to 90 parts by weight, more preferably 68 to 85 parts by weight based on 100 parts by weight of the entire photosensitive resin composition containing the solvent. More preferably, it is included. When the content of the solvent is included within the above range, the coatability is good when applied with a coater such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater), or an inkjet. Become.

  The colored photosensitive resin composition according to the present invention may further contain other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, and additives such as anti-agglomeration agents. Can be further added, and those skilled in the art can appropriately use the above additive as long as the effect of the present invention is not impaired.

<Color filter>
Another embodiment 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 the substrate of the color filter itself, or may be a portion where the color filter is located in a display device or the like, and is not particularly limited. The substrate is glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate. The polymer substrate is, for example, polyethersulfone (PES) or polycarbonate (polycarbonate, PC).

The pattern layer is a layer containing the colored photosensitive resin composition of the present invention, and is a layer formed by applying the colored photosensitive resin composition, exposing in a predetermined pattern, developing, and heat curing. Can be. The pattern layer can be formed by a method generally known to those skilled in the art.
The color filter including the substrate and the pattern layer as described above may further include a partition formed between the patterns, and may further include a black matrix, but is not limited thereto.
In addition, the color filter may further include a protective film formed on the pattern layer of the color filter.

<Image display device>
Another embodiment of the present invention relates to an image display device including the above-described color filter.
The color filter of the present invention is applicable not only to ordinary liquid crystal display devices but also to various image display devices such as electroluminescent display devices, plasma display devices, and field emission display devices.
The image display device of the present invention is excellent in light efficiency, shows high brightness, is excellent in color reproducibility, and can show high contrast.

  Hereinafter, the present invention will be described in detail with reference to examples to specifically explain the present invention. However, the embodiments according to the present specification can be modified in various other forms, and it is not analyzed that the scope of the present specification is limited to the embodiments described in detail below. The examples herein are provided to more completely explain the present invention to those of ordinary skill in the art. In the following, “%” and “part” indicating the content are on a weight basis 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, and 1 part at 10 ° C. Allowed to react for hours. 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 allowed to stand in a constant temperature bath at 100 ° C. overnight and dried to obtain a compound of the following chemical formula 2.

[Chemical formula 2]

Synthesis Example 2: Triazine compound 2
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 butylamine were added and reacted 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 allowed to stand in a constant temperature bath at 100 ° C. overnight and dried to obtain a compound of the following chemical formula 3.

[Chemical 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 are added, and 10 parts by weight of sodium hydroxide are added. After that, the mixture was reacted at 10 ° C. for 3 hours. 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 constant temperature bath at 100 ° C. to obtain a compound of the following chemical formula 4.

[Chemical formula 4]

Resin (B-1)
A flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen inlet tube was prepared. On the other hand, as a monomer dropping funnel, 74.8 g (0.20 mol) of benzylmaleimide and 43.2 g (0. .30 mol), 118.0 g (0.50 mol) of vinyltoluene, 4 g of t-butylperoxy-2-ethylhexanoate, and 40 g of propylene glycol monomethyl ether acetate (PGMEA), followed by stirring and mixing. As a chain transfer agent dropping tank, 6 g of n-dodecanethiol and 24 g of PGMEA were added and stirred and mixed. Thereafter, 395 g of PGMEA was introduced into the flask, the atmosphere in the flask was replaced with nitrogen from air, and the temperature of the flask was raised to 90 ° C. while stirring.
Next, the monomer and the chain transfer agent were started to be dropped from the dropping funnel. The dropwise addition proceeds for 2 hours while maintaining 90 ° C., and after 1 hour, the temperature is raised to 110 ° C., and after maintaining at 110 ° C. for 3 hours, a gas introduction pipe is introduced to supply oxygen / nitrogen = 5/95. (V / v) Bubbling of the mixed gas was started. Next, 28.4 g of glycidyl methacrylate [(0.10 mol), (33 mol% based on the carboxy group of acrylic acid used in this reaction)], 2,2′-methylenebis (4-methyl-6-t 0.4 g of tributylamine) and 0.8 g of triethylamine were charged into the flask, and the reaction was continued at 110 ° C. for 8 hours to obtain a resin B-1 having an acid value of solid of 70 mgKOH / g.
About the obtained resin B-1, 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 condenser, a dropping funnel, and a nitrogen inlet tube. The atmosphere in the flask was replaced with nitrogen from air, and then heated to 100 ° C. After warming, benzyl methacrylate 70.5 g (0.40 mol), methacrylic acid 45.0 g (0.50 mol), 2- (2-methyl) adamantyl methacrylate 22.0 g (0.10 mol), and propylene glycol monomethyl A solution in which 3.6 g of azobisisobutyronitrile was added to a mixture containing 136 g of ether acetate was dropped into the flask over 2 hours from a dropping funnel, and further stirred 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% based on the carboxy group of methacrylic acid used in this reaction)], 0.9 g of trisdimethylaminomethylphenol And 0.145 g of hydroquinone were charged into the flask, and the reaction was continued at 110 ° C. for 6 hours to obtain a resin B-2 having an acid value of solid of 99 mgKOH / g.
About the obtained resin B-2, the weight average molecular weight in terms of polystyrene measured by GPC was 23,000, and the molecular weight distribution (Mw / Mn) was 2.3.

The measurement of the weight average molecular weight (Mw) and the number average molecular weight (Mn) of the above resin was performed using GPC under the following conditions.
Apparatus: HLC-8120GPC (manufactured by Tosoh Corporation)
Column: TSK-GELG4000HXL + TSK-GELG2000HXL (series 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% by mass (solvent = tetrahydrofuran)
Standard material for calibration: TSK STANDARD POLYSTYRENE F-40, F-4, F-1, A-2500, A-500 (manufactured by Tosoh Corporation)
The ratio between the weight average molecular weight and the number average molecular weight obtained above was defined as a molecular weight distribution (Mw / Mn).

Preparation of Colorant Dispersion Solution 1 As a triazine derivative, 0.48 parts by weight of Compound 2 of Chemical Formula 2 of Synthesis Example 1 was prepared . I. Pigment Blue 15: 6 9.12 parts by weight, C.I. I. Acid Red 52 2.88 parts by weight, acrylic dispersant [Disperbyk (registered trademark) 2000; manufactured by BYK Chemie Co.] 3.84 parts by weight, resin B-1 2.88 parts by weight, propylene glycol monomethyl ether acetate 55. 04 parts by weight, 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 are put into a mayonnaise bottle having a capacity of 140 mL, and kneaded with a paint conditioner at 60 ° C. for 10 hours to be dispersed. Processing was performed. 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 Colorant Dispersion 1.

Preparation of Colorant Dispersion 2 Preparation of Colorant Dispersion 1 was carried out in the same manner as in Preparation of Colorant Dispersion 1, except that the compound of Chemical Formula 3 of Synthesis Example 2 was used as the triazine derivative.

Preparation of Colorant Dispersion 3 Preparation of Colorant Dispersion 1 was carried out in the same manner as in Preparation of Colorant Dispersion 1, except that the compound of Chemical Formula 4 of Synthesis Example 3 was used as the triazine derivative.

Preparation of Colorant Dispersion 4 The same procedure as in the preparation of Colorant Dispersion 1 was performed except that the triazine derivative was not used.

Preparation of Colorant Dispersion 5 Except that Rhodamine B was used as a rhodamine-based dye, the same procedure as in the preparation of Colorant Dispersion 1 was carried out.

Production of Colored Photosensitive Resin Composition According to the composition described in Table 1 below, colored photosensitive resin compositions according to Examples and Comparative Examples were produced.

＊ＤＰＨＡ：ジペンタエリスリトールヘキサアクリレート（ＫＡＹＡＲＡＤ ＤＰＨＡ；日本化薬株式会社製
＊ＯＸＥ−０１：ＩＲＧＡＣＵＲＥ ＯＸＥ−０１、ＢＡＳＦ社製
＊ＰＧＭＥＡ：プロピレングリコールモノメチルエーテルアセテート

* DPHA: dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) * OXE-01: IRGACURE OXE-01, manufactured by BASF * PGMEA: propylene glycol monomethyl ether acetate

Production Example of Color Filter (Glass Substrate) A color filter was produced using the colored photosensitive resin compositions produced in Examples and Comparative Examples. That is, each of the colored photosensitive resin compositions was applied on a glass substrate by a spin coating method, and then placed on a heating plate and maintained at a temperature of 100 ° C. for 3 minutes to form a thin film. Next, a test photomask having a pattern for changing the transmittance stepwise in the range of 1 to 100% and a line / space pattern of 1 μm to 50 μm is placed on the thin film, and the distance between the test photomask and the test photomask is set. Irradiation with ultraviolet light was performed at 100 μm. At this time, an ultraviolet light source was irradiated at an illuminance of 100 mJ / cm ² using a 1 kW high-pressure mercury lamp containing all g, h, and i rays, and no special optical filter was used. The thin film irradiated with the ultraviolet light was developed by immersing it in a KOH aqueous solution developing solution having a pH of 10.5 for 2 minutes. The glass plate provided with the 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 produce a color filter. The film thickness of the color filter manufactured as described above was 2.0 μm.

Measurement of Contrast The contrast of the colored glass plates (color filters) after the post-baking in Examples 1 to 3 and Comparative Examples 1 and 2 was measured using a contrast measurement device.
The contrast measurement device includes a color luminance meter (trade name: LS-100, manufactured by Konica Minolta Sensing Co., Ltd.), a lamp (trade name: HF-SL-100WLCG, manufactured by Johnton Sangyo Co., Ltd.) and a polarizing plate (trade name: POLAX-38S, manufactured by Lukeo Corporation).
The polarizing plate was provided on the backlight such that the distance between the polarizing plate (POLAX-38S) and the colored glass plate was 1 mm.
A rotatable polarizing plate was provided on the upper part. After confirming that the brightness of the backlight was sufficiently stable, the rotatable polarizing plate provided at the top was adjusted to the position of cross Nicol to measure the brightness of the colored glass plate, and then rotated 90 degrees to obtain a parallel The brightness of the colored glass plate was measured at the position. The ratio (%) of the two was determined as the contrast.
The results are shown in Table 2 below, and the contrast values of Examples 1 to 3 are relative values when the contrast of the colored glass plate obtained by using the colored photosensitive resin composition of Comparative Example 1 is standard (100). It was shown as a value.

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 on a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing Co., Ltd.), and the transmission chromaticity of the C light source at 2 degrees (゜) in the X, Y, and Z coordinate axes was measured. . The Y value at this time was adopted as 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 the colored glass plate obtained using the colored photosensitive resin composition of Comparative Example 1 is standard (100).

Measurement of Development Residue The presence or absence of the residue on 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 result of the development residue is indicated by ○ when there is no residue and × when there is a residue.

Measurement of heat resistance The colored changes of the colored glass plates (color filters) after the post-baking in Examples 1 to 3 and Comparative Examples 1 and 2 were compared and evaluated at about 230 ° C./2 hr. The colored glass plate was set on a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing, Inc.), and the L *, a *, and b * values at a C light source of 2 degrees (２) were measured. The color change in the three-dimensional chromaticity meter defined as L *, a *, b * is calculated by the following [Equation 1], and the smaller the color change value, the more reliable the color filter can be manufactured. .
[Formula 1]
△ Eab * = [(△ L *) 2 + (△ a *) 2 + (△ b *) 2] 1/2

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

Measurement of Solvent Resistance The post-baked colored glass plates (color filters) of Examples 1 to 3 and Comparative Examples 1 and 2 were immersed in an N-methylpyrrolidone solvent for 30 minutes, and the color change before and after the evaluation was compared and evaluated. The colored glass plate was set on a spectrophotometer (trade name: CM-3700d, manufactured by Konica Minolta Sensing, Inc.), and the L *, a *, and b * values at a C light source of 2 degrees (２) were measured. The color change in the three-dimensional chromaticity meter defined as L *, a *, b * is calculated by the above [Equation 1], and the smaller the color change value, the more reliable the color filter can be manufactured.

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

化学式１の構造のトリアジンを使用した実施例１乃至３の場合、トリアジン誘導体を添加しなかった比較例１と輝度及び現像残渣、耐熱性、耐溶剤性は似ているが、高いコントラストが得られ、溶解型ローダミン系染料を使用した比較例２と輝度は類似するが、良好な現像残渣と高い耐熱性及び耐溶剤性が得られた。

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

Claims (6)

A colorant containing a rhodamine dye and a pigment present in a particle state; and a dispersant containing a triazine compound;
Only including,
The colored photosensitive resin composition, wherein the triazine-based compound contains a compound represented by the following chemical formula 1 .
[Chemical formula 1]

In Chemical 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 an -NR1R2 group;
R1 and R2 are each independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms;
At this time, the alkyl group and the alkoxy group are substituted or unsubstituted with a hydroxyl group or a linear or branched alkoxy group having 1 to 20 carbon atoms. The rhodamine dye is C.I. I. Acid Red 52, 87, 91, 92, 94, 289; I. Acid Yellow 73; I. Basic Red 1; I. Basic violet 10, 11; and C.I. I. The colored photosensitive resin composition according to claim 1, comprising one or more selected from the group consisting of Solvent Red 49. The colored photosensitive resin composition according to claim 1, wherein the triazine-based compound is contained in an amount of 0.1 to 60 parts by weight based on 100 parts by weight of the entire coloring agent. The colored photosensitive resin composition according to claim 1, further comprising at least one selected from the group consisting of an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. A color filter comprising a cured product of the colored photosensitive resin composition according to any one of claims 1 to 4. An image display device comprising the color filter according to claim 5.