KR102383693B1 - Colored photosensitive composition, color filter and image display device - Google Patents

Abstract

The colored photosensitive composition of the embodiments of the present invention includes an active species trapping agent including gallic acid or a derivative thereof, an alkali-soluble resin, a colorant, and a solvent. The light fastness of the colorant can be improved through the active species trapping agent.

Description

A colored photosensitive composition, a color filter, and an image display apparatus TECHNICAL FIELD

The present invention relates to a colored photosensitive composition, a color filter, and an image display device. More specifically, it relates to a colored photosensitive composition, a color filter formed therefrom, and an image display device including the color filter.

For example, in an image display device such as a liquid crystal display (LCD) device using a separate light source such as a backlight, a color filter is used to realize a desired color for each pixel. The color filter may be formed by applying and patterning a photosensitive composition including a colorant corresponding to each RGB pixel.

The colorant may include a dye and/or a pigment, and may have absorption or absorption properties for a specific wavelength. However, as the backlight is continuously exposed to external light, active species such as ions or radicals may be generated due to denaturation and decomposition of the colorant. Accordingly, durability of the color filter may be reduced, and the pixel or liquid crystal layer may be contaminated or damaged by the active species.

Recently, as high-resolution color reproduction characteristics are required, the pitch or size of the color filter is becoming finer. In this case, the density of the colorant in the color filter may be further increased, and defects due to the decomposition of the above-described colorant may be further aggravated.

Therefore, it is necessary to develop a color filter having high light resistance having desired color reproduction characteristics even when driving for a long time.

For example, Korean Patent Application Laid-Open No. 10-2009-0072754 discloses a composition for a color filter including a pigment and a binder resin, but the light resistance of the above-described colorant may not be sufficiently implemented.

Korean Patent Publication No. 10-2009-0072754

One object of the present invention is to provide a colored photosensitive composition having improved color reproduction properties and light resistance.

One object of the present invention is to provide a color filter formed from the colored photosensitive composition.

An object of the present invention is to provide an image display device including the color filter.

1. Active species trapping agents including gallic acid or derivatives thereof; alkali-soluble resin; coloring agent; and a solvent, the colored photosensitive composition.

2. The colored photosensitive composition according to the above 1, wherein the active species trapping agent comprises a compound represented by the following formula (1):

[Formula 1]

(In Formula 1, R is hydrogen, a halogen atom, or a hydrocarbon group having 1 to 10 carbon atoms).

3. The colored photosensitive composition according to 2 above, wherein in Formula 1, R is an alkyl group having 1 to 3 carbon atoms.

4. The colored photosensitive composition according to 1 above, comprising 10 to 50 parts by weight of the colorant and 0.1 to 1 parts by weight of the active species trapping agent among 100 parts by weight of the total composition.

5. The colored photosensitive composition according to the above 1, further comprising a photopolymerizable compound and a photoinitiator.

6. A color filter comprising a colored pattern formed of the colored photosensitive composition of any one of 1 to 5 above.

7. An image display device comprising the color filter of 6 above.

8. The image display device according to the above 7, further comprising a lower substrate including a backlight and a liquid crystal layer formed on the lower substrate, wherein the color filter is disposed on the liquid crystal layer.

The colored photosensitive composition according to embodiments of the present invention may include an active species trapping agent including gallic acid or a derivative thereof. Since the active species trapping agent is substantially transparent, it captures active species such as ions or radicals generated from the colorant without affecting the color reproduction properties of the colorant, thereby suppressing color denaturation and contamination of liquid crystal cells due to the active species. can do. Accordingly, desired color reproduction characteristics can be realized with high resolution for a long time.

In addition, since the active species trapping agent includes a low molecular weight gallic acid-based compound, light resistance can be improved without significantly changing the content of the colorant.

By using the colored photosensitive composition, a high luminance color filter having improved light resistance and an image display device (eg, an LCD device) including the color filter may be implemented.

1 is a graph showing changes in absorbance of colored photosensitive compositions according to Example 1 and Comparative Example 1. FIG.

According to embodiments of the present invention, there is provided a colored photosensitive composition comprising an active species trapping agent including a gallic acid-based compound. It is possible to provide a color filter and an image display device having improved light resistance, luminance, and mechanical stability by using the colored photosensitive composition.

Hereinafter, embodiments of the present invention will be described in detail.

<Colored photosensitive composition>

The colored photosensitive composition according to embodiments of the present invention may be a resin composition having developability. According to exemplary embodiments, the colored photosensitive composition may include an alkali-soluble resin, a colorant, and a solvent together with the active species trapping agent. In some embodiments, the colored photosensitive composition may further include a photopolymerizable compound and a photoinitiator, and may further include other additives.

active species capture agent

The colored photosensitive composition according to exemplary embodiments may include gallic acid or a derivative thereof (hereinafter, referred to as a gallate compound) as an active species trapping agent.

The gallate compound may be represented by Formula 1 below.

[Formula 1]

In Formula 1, R may include hydrogen, a halogen atom, or a hydrocarbon group having 1 to 10 carbon atoms. The hydrocarbon group may be, for example, a straight-chain or branched alkyl group, and in the case of a branched alkyl group, the number of carbon atoms may be 3 to 10. The hydrocarbon group may include a hetero atom such as oxygen (O), nitrogen (N) or sulfur (S).

When R is a hydrocarbon group having 1 to 10 carbon atoms, it may preferably be an alkyl group having 1 to 3 carbon atoms so that the gallate compound does not affect the photosensitivity and pattern formation characteristics of the colored photosensitive composition.

The gallate compound contains three hydroxyl groups and one ester group having electron withdrawing properties in one benzene ring, and effectively benzene ring by active species such as ions or radicals generated from the colorant to be described later. can induce resonance stabilization through

Therefore, it is possible to more effectively capture active species compared to other radical capture agents or scavengers such as, for example, hindered amine-based compounds.

Therefore, the capturing of the active species is effectively induced to prevent the active species leaking from the colored photosensitive composition from leaking to the outside and causing damage and denaturation of the electrode and display layer (eg, liquid crystal layer) of the image display device. can

Since the gallate compound has a structure in which electron withdrawing groups are bonded to one benzene ring, it has a relatively low molecular weight and simple structure.

For example, compounds having a capturing property such as a plurality of aromatic rings, phthalocyanine-based compounds containing cyclo structures, and crown ether compounds inhibit exposure and development characteristics of the colored photosensitive composition due to an excessively bulky structure, , since it has a high molecular weight, it is possible to relatively reduce the content of the colorant within a given composition weight.

However, according to exemplary embodiments, by using a gallate compound having a relatively low molecular weight and simple structure, an active species capture effect can be realized with a small amount, and high color reproducibility can be exhibited by increasing the density of the colorant. there is.

In some embodiments, the active species trapping agent is substantially composed of the gallate compound, and other capturing agents or scavenger compounds may not be included. Accordingly, the above-described effect of the gallate compound can be implemented more efficiently.

In some embodiments, the active species trapping agent may be included in an amount of about 0.1 to 1 part by weight out of 100 parts by weight of the total composition. When the content of the active species capturing agent is less than about 0.1 parts by weight, the above-described active species capturing effect may not be sufficiently implemented, and the light resistance of the composition may be reduced. When the content of the active species trapping agent exceeds about 1 part by weight, the color reproducibility of the colorant may be rather inhibited, and coatability and pattern formation characteristics of the composition may be deteriorated.

Alkali-soluble resin

The colored photosensitive composition according to exemplary embodiments may be used to form a resin pattern through exposure and development processes, and may include an alkali-soluble resin that may be selectively removed by the developing process. The alkali-soluble resin may be provided as a binder resin of the colored photosensitive composition.

For example, the alkali-soluble resin may include a polymer of an ethylenically unsaturated monomer having a carboxy group. Non-limiting examples of the ethylenically unsaturated monomer having a carboxyl group include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids, such as fumaric acid, mesaconic acid, and itaconic acid, and these anhydrides; and polymer mono(meth)acrylates having a carboxyl group and a hydroxyl group at both terminals, such as ω-carboxypolycaprolactone mono(meth)acrylate. These may be used alone or in combination of two or more. In a preferred embodiment, acrylic acid and/or methacrylic acid may be used.

The alkali-soluble resin may be polymerized by further using at least one other monomer copolymerizable with the ethylenically unsaturated monomer having a carboxy group. Non-limiting examples of the other monomers include styrene, vinyltoluene, methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethyl ether, m-vinyl aromatic vinyl compounds such as benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, and p-vinyl benzyl glycidyl ether; N-cyclohexyl maleimide, 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; Alicyclic rings such as cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, 2-dicyclopentanyloxyethyl (meth) acrylate, and isobornyl (meth) acrylate group (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; Unsaturated oxirane such as glycidyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, and methylglycidyl (meth)acrylate compounds and the like. These can be used individually or in mixture of 2 or more types.

For example, the alkali-soluble resin may have an acid value of about 20 to 200 (KOH mg/g), and may be about 30 to 150 (KOH mg/g) in consideration of appropriate development, pattern characteristics, and colorant stability. .

The alkali-soluble resin may have a weight average molecular weight (eg, in terms of polystyrene) of about 3,000 to 50,000, preferably 5,000 to 30,000. Within the molecular weight range, film loss and pattern stability in the developing process may be improved.

The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the alkali-soluble resin may be about 1.5 to 6.0, preferably about 1.8 to 4.0 in consideration of development and pattern stability.

The content of the alkali-soluble resin is not particularly limited, but, for example, may be about 10 to 80 parts by weight, preferably about 10 to 60 parts by weight, and more preferably about 10 to 50 parts by weight of the total 100 parts by weight of the composition. It may be parts by weight. Within the above range, coating properties and film stability of the composition can be sufficiently secured.

coloring agent

The colored photosensitive composition according to exemplary embodiments may include at least one pigment, a dye, or a mixture thereof as a colorant.

As the pigment, organic or inorganic pigments commonly used in the art may be used. For example, as an example of an organic pigment, specifically, a water-soluble azo pigment, an insoluble azo pigment, a phthalocyanine pigment, a quinacridone pigment, an isoindolinone pigment, an isoindoline pigment, a perylene pigment, a perinone pigment, Dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, anthanthrone pigments, indanthrone pigments, pravanthrone pigments, pyranthrone pigments, diketopyrroropyrrole A pigment etc. are mentioned.

The inorganic pigment may include a metal compound such as a metal oxide or a metal complex salt, for example, an oxide or complex of a metal such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, etc. A metal oxide etc. are mentioned.

As a specific example, the organic pigment and inorganic pigment may include compounds classified as pigments in the color index (published by The Society of Dyers and Colorists), and pigments of the color index (C.I.) numbers listed below may be used. there is.

The above C.I. Among the pigment pigments, for example, C.I. Pigment Yellow 138, C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, C.I. Pigment Yellow 185, 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 Violet 23, C.I. Pigment Blue 15:3, Pigment Blue 15:6, C.I. Pigment Green 7, C.I. Pigment Green 36, C.I. Pigment Green 58 or the like may be used. These may be used alone or in combination of two or more.

In some embodiments, a pigment dispersant may be included together for uniform dispersion in the composition of the pigment. For example, the pigment may be dispersed in the pigment dispersant to form a pigment dispersion having a uniform particle size, and the pigment dispersion may be mixed with the colored photosensitive composition.

Examples of the above pigment dispersant include acrylate-based dispersants such as BMA (butyl methacrylate) or DMAEMA (N,N-dimethylaminoethyl methacrylate), polyester-based dispersants, polyamine-based dispersants, (meth)acrylic acid- and resin-type surfactants such as styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinyl pyrrolidone, and the like. These can be used individually or in combination of 2 or more types, respectively.

The dye may be selected in consideration of solubility in organic solvents and alkaline developing solutions, solvent resistance, stability over time, and the like.

As the dye, acid dyes having an acidic group such as sulfonic acid or carboxylic acid or derivatives thereof, azo-based, xanthene-based, phthalocyanine-based acidic dyes, and derivatives thereof may be used.

The dye may include, for example, a compound classified as a dye in a color index (published by The Society of Dyers and Colorists), or a known dye described in a dyeing note (color dye).

As a specific example of the dye, C.I. Solvent-based, also, C.I. Acid-based, C.I. Direct, C.I. Modanto-based dyes may be mentioned, and these may be used alone or in combination of two or more.

The content of the colorant is not particularly limited, but may be included in an amount of about 10 to 50 parts by weight, preferably 20 to 40 parts by weight, of a total of 100 parts by weight of the colored photosensitive resin composition. Within the above range, desired color reproducibility may be realized without causing external leakage of active species from the colorant.

photopolymerizable compound

In some exemplary embodiments, the colored photosensitive composition may be further crosslinked or polymerized by an exposure process to further include a photopolymerizable compound to improve mechanical properties of the colored pattern.

The photopolymerizable compound may use a monofunctional monomer, a bifunctional monomer, or a polyfunctional monomer, and a monomer having a bifunctional or higher function may be used to realize sufficient curing characteristics.

Examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone and the like. Examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, bisphenol A of bis(acryloyloxyethyl)ether, 3-methylpentanediol di(meth)acrylate, and the like. Examples of other polyfunctional monomers include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri( Meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxylated dipentaerythritol hexa (meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned. These may be used alone or in combination of two or more.

The content of the photopolymerizable compound may be, for example, about 5 to 30 parts by weight based on 100 parts by weight of the total composition. Within the above range, the strength and mechanical reliability of the coloring pattern may be improved without degrading the color reproducibility of the colorant.

photopolymerization initiator

When the above-described photopolymerizable compound is included, the colored photosensitive composition may further include a photopolymerization initiator to crosslink or polymerize the photopolymerizable compound by an exposure process.

For example, the photopolymerization initiator may include at least one compound selected from an acetophenone-based compound, a benzophenone-based compound, a triazine-based compound, a biimidazole-based compound, a thioxanthone-based compound, an oxime ester-based compound, and the like. there is. Preferably, the photopolymerization initiator may include an oxime ester-based compound.

For example, the oxime ester compound is o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, 1,2-octadione,-1-(4-phenylthio)phenyl,- 2-(o-benzoyloxime), ethanone,-1-(9-ethyl)-6-(2-methylbenzoyl-3-yl)-,1-(o-acetyloxime), and the like, and commonly used Products include CGI-124 (Chiba Geigisa), CGI-224 (Ciba Geigisa), Irgacure OXE-01 (BASF), Irgacure OXE-02 (BASF), N-1919 (Adeka), NCI-831 ( adecasa) and the like.

In one embodiment, in addition to the photopolymerization initiator, a photopolymerization initiator auxiliary may be used to improve composition sensitivity.

For example, as the photopolymerization initiation auxiliary agent, an amine compound, a carboxylic acid compound, or an organic sulfur compound having a thiol group may be mentioned.

Examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, and 4-dimethylamino 2-ethylhexyl benzoate, 2-dimethylaminoethyl benzoate, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone), 4,4'-bis(diethyl) amino) benzophenone; and the like.

Examples of the carboxylic acid compound include aromatic phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, Dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, etc. are mentioned.

Examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl) -1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropanetris(3-mercaptopropionate), pentaerythritoltetrakis(3-mercaptobutyl rate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like. .

The content of the photoinitiator may be, for example, about 0.1 to 1 part by weight based on 100 parts by weight of the total composition. Within the above range, the active species capturing action of the gallate compound may not be inhibited while improving the crosslinking property by exposure.

other additives

In some embodiments, the colored photosensitive composition may further include an additive for improving film properties such as coatability, adhesion, and hardness. For example, a curing agent, a dispersing agent, a wetting agent, a silane coupling agent, an anti-aggregation agent, and the like may be added.

The curing agent may be included to enhance strength through deep hardening of the coloring pattern, for example, an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, or an oxetane compound.

As the dispersant, a silicone-based surfactant, a fluorine-based surfactant, a silicone-based surfactant having a fluorine atom, etc. may be used,

As the wetting agent, for example, glycerin, diethylene glycol, ethylene glycol, and the like may be used.

As the silane coupling agent, for example, aminopropyltriethoxysilane, gamma-mercaptopropyltrimethoxysilane, gamma-methacryloxypropyltrimethoxysilane, or the like may be used.

Examples of the aggregation inhibitor include polyacrylic acid or a salt thereof.

solvent

The solvent sufficiently dissolves the alkali-soluble resin described above, and may include an organic solvent that does not cause precipitation of a colorant and/or an active species trapping agent.

Examples of the solvent include glycol ether, alcohol (methanol, ethanol, isopropanol, butanol, propylene glycol, methoxy alcohol, etc.), ketone (methyl ethyl ketone, methyl butyl ketone, methyl isobutyl ketone, diethyl ketone, diethyl ketone, etc.). propyl ketone, etc.), acetate (methyl acetate, ethyl acetate, butyl acetate, propylene glycol methoxy acetate, etc.), cellosolve (methyl cellosolve, ethyl cellosolve, propyl cellosolve, etc.), hydrocarbon-based (normal hexane, normal heptane, benzene, toluene, xylene, etc.) may be used, and these may be used alone or in combination of two or more.

For example, in consideration of applicability and dryness, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, methoxybutyl acetate, methoxybutanol, 3-ethoxypropionate ethyl, etc. may be used. .

The solvent may be included in the remaining amount excluding the components of the above-described composition, for example, may be included in an amount of about 40 to 70 parts by weight out of 100 parts by weight of the total composition. When the above range is satisfied, the coating film can be easily formed through a coating method using a spin coater, a slit and spin coater, a slit coater (sometimes referred to as a die coater or a curtain flow coater), inkjet, or the like.

<Color filter and image display device>

A colored pattern may be formed using the above-described colored photosensitive composition, and the colored pattern may be used as, for example, a color filter of an image display device, as will be described later.

According to example embodiments, for example, a black matrix may be formed on a glass substrate to define a pixel area for each color. Thereafter, the pre-colored film may be formed by coating and curing the colored photosensitive composition on the glass substrate and the black matrix.

Thereafter, the color pattern corresponding to each pixel may be formed by exposing and developing the preliminary color layer.

The exposure process may include UV exposure using a mask selectively exposing the pixel area. Thereafter, the colored pattern may be formed by selectively removing the non-exposed area using a developer.

The developer may include, for example, an inorganic or organic alkaline compound. Examples of the inorganic alkaline compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate, sodium hydrogen carbonate , potassium hydrogen carbonate, sodium borate, potassium borate, ammonia, and the like. Examples of the organic alkaline compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, monoisopropyl An amine, diisopropylamine, ethanolamine, etc. are mentioned. These can be used individually or in combination of 2 or more types.

After the developing process, for example, a post-baking process may be performed at 150 to 230°C.

Thereafter, an overcoat layer covering the black matrix and the coloring patterns may be formed, and an electrode layer may be formed on the overcoat layer. The electrode layer is formed using, for example, a transparent conductive oxide such as indium tin oxide (ITO), and may serve as a common electrode of an image display device to be described later.

Through the above-described process, a color filter including a colored pattern may be manufactured. According to exemplary embodiments, active species generated from the colorant by a thermal process such as the exposure process or the baking process may be removed or captured by the active agent trapping agent including the gallate compound. Accordingly, not only light resistance of the color filter but also process reliability may be improved.

According to exemplary embodiments, an image display device including the color filter is provided.

In some embodiments, the image display device may be an LCD device including a backlight.

The LCD device may include a lower substrate on which a backlight unit, a lower polarizing plate, and a TFT array substrate are sequentially stacked. A pixel electrode may be formed on the lower substrate, and a liquid crystal layer may be formed on the TFT array substrate on which the pixel electrode is formed.

Thereafter, the above-described color filter may be disposed to face the TFT array substrate with the liquid crystal layer interposed therebetween. For example, a color filter may be stacked such that the electrode layer faces the pixel electrode.

An upper polarizing plate, a protective substrate, and the like may be stacked on the color filter.

As described above, since the active species generated from the colorant by the light generated from the backlight can be removed by the active species scavenger including the gallate compound, damage to the liquid crystal layer and the electrode layer is suppressed, and in the coloring pattern color reproducibility can be maintained for a long time.

In some embodiments, the color filter may be applied to a white organic light emitting diode (Whited OLED) device. For example, the color filter may be laminated on a white OLED device substrate, and light resistance against self-luminescence of the OELD may also be improved.

Hereinafter, experimental examples including specific examples and comparative examples are presented to aid understanding of the present invention, but these are merely illustrative of the present invention and do not limit the appended claims, the scope and spirit of the present invention It is obvious to those skilled in the art that various changes and modifications to the embodiments are possible within the scope, and it is natural that such variations and modifications fall within the scope of the appended claims.

Experimental example

Synthesis Example 1: Alkali-soluble resin synthesis

To a flask equipped with a stirrer, a thermometer reflux cooling tube, a dropping tote and a nitrogen introduction tube, 120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 2 parts by weight of AIBN, 13 parts by weight of acrylic acid, benzyl meta 10 parts by weight of acrylate, 57 parts by weight of styrene, 20 parts by weight of methyl methacrylate, and 3 parts by weight of n-dodecyl mercapto were added and nitrogen substituted. Then, while stirring, the temperature of the reaction solution was raised to 110° C., and reacted for 6 hours to obtain an alkali-soluble resin having a solid content acid value of 100.2 mgKOH/g and a weight average molecular weight (Mw) of 15,110 measured by GPC.

Preparation Example 1: Preparation of pigment dispersion

As a pigment, C.I. 12 parts by weight of Pigment Yellow 138, 4 parts by weight of DISPERBYK-2001 (BYK) as a pigment dispersant, and 84 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed/dispersed for 12 hours by a bead mill to prepare a pigment dispersion (M1) prepared.

Examples and Comparative Examples

Colored photosensitive compositions of Examples and Comparative Examples were prepared with the components and contents (parts by weight) shown in Table 1 below.

Category (parts by weight) Example comparative example One 2 3 4 5 One 2 alkali-soluble resin A 11.86 11.86 11.86 11.86 11.86 11.86 11.86 photopolymerizable compound B 3.95 3.95 3.95 3.95 3.95 3.95 3.95 photopolymerization initiator C One 0.8 One 0.8 0.8 1.1 One coloring agent D 37.5 37.5 37.5 37.5 36.5 37.5 37.5 solvent E 45.59 45.59 45.59 45.59 45.59 45.59 45.59 active species capture agent
(gallate compound) F-1 0.1 0.3 - 1.3 - - F-2 - 0.1 0.3 - - - F-3 - - - - - - 0.1

F-2

F-3: 힌더드 아민 계 라디칼 스캐빈저(BASF사 TINUVIN123)A: Resin (A) prepared according to Synthesis Example 1
B: KAYADA DPHA (manufactured by Nippon Kayaku)
C: Igacure OXE01 (manufactured by BASF)
D: Pigment dispersion (M1) prepared according to Preparation Example 1
E: propylene glycol monomethyl ether acetate
F-1

F-2

F-3: Hindered amine radical scavenger (BASF TINUVIN123)

color filter manufacturing

The colored photosensitive compositions prepared in Examples and Comparative Examples were respectively coated on a glass substrate by a spin coating method, and then maintained on a heating plate at a temperature of 100° C. for 3 minutes to form a thin film. Then, a test photomask having a line/space pattern of 1 µm to 50 µm was placed on the thin film, and the distance from the test photomask was set to 100 µm, and ultraviolet rays were irradiated. The UV light source was irradiated with an illuminance of 50 mJ/cm ² using a 1KW high-pressure mercury lamp including all of the G, H, and I lines. The thin film irradiated with ultraviolet light was immersed in a developing solution of a KOH aqueous solution having a pH of 10.5 for 1 minute to develop a colored pattern.

The glass substrate on which the coloring pattern was formed was washed with distilled water, dried by supplying nitrogen gas, and baked in a heating oven at 220° C. for 1 hour to prepare a color filter. The film thickness of the prepared color filter was 2.0 μm.

1) Resolution evaluation

For the coating film (preliminary colored film) formed using the compositions of Examples and Comparative Examples, the above test photomask having a line/space pattern of 1 µm to 50 µm was used to evaluate the resolution based on the following evaluation criteria.

○: 35㎛ pattern is formed

△: 35㎛ pattern was formed, but some pattern defects and non-uniformity were observed

X: Unable to form 35㎛ pattern

2) Light fastness evaluation

After exposing the colored photosensitive compositions of Examples and Comparative Examples to a white LED light source for 3 days, absorbance was measured using a UV-Vis spectrometer. And the light fastness was evaluated according to the absorbance change rate according to Equation 1 below before/after exposure to a light source of 470 nm, and when the change rate was less than 10%, it was determined that the light fastness was excellent.

[Formula 1]

Absorbance change rate = {(absorbance before light source exposure - absorbance after light source exposure)/absorbance before light source exposure}*100

<Evaluation criteria>

◎: within 5%

○: 5% or more and less than 10%

Ⅹ: 10% or more

The evaluation results are shown in Table 2 below.

division resolution light fastness Example 1 ○ ○ Example 2 ○ ◎ Example 3 ○ ○ Example 4 ○ ◎ Example 5 △ ◎ Comparative Example 1 Ⅹ Ⅹ Comparative Example 2 △ ○

Referring to Table 2, the examples including the gallate compound according to the exemplary embodiments exhibited superior resolution and light resistance compared to the comparative examples.

Specifically, referring to FIG. 1 showing the absorbance graph of Example 1 (Yellow+gallate (light treatment)) and Comparative Example 1 (Yellow (light treatment)), in the case of Comparative Example 1, the absorbance was significantly reduced by light treatment, but In the case of Example 1, there was substantially no change. In addition, the gallate compound itself did not have substantially any light absorption properties, and existed as colorless.

On the other hand, Comparative Example 2, in which a hindered amine-based compound was used as a radical scavenger, exhibited slightly lowered light resistance compared to Comparative Examples, and the resolution was also reduced.

Claims (8)

an active species trapping agent comprising a compound represented by the following formula (1);
alkali-soluble resin;
coloring agent; and
contains a solvent;
A colored photosensitive composition comprising 20 to 40% by weight of the colorant and 0.1 to 1% by weight of the active species trapping agent in 100% by weight of the total composition:
[Formula 1]

(In Formula 1, R is hydrogen, a halogen atom, or a hydrocarbon group having 1 or 2 carbon atoms).
delete The colored photosensitive composition according to claim 1, wherein in Formula 1, R is an alkyl group having 1 or 2 carbon atoms.
delete The colored photosensitive composition according to claim 1, further comprising a photopolymerizable compound and a photoinitiator.
A color filter comprising a colored pattern formed of the colored photosensitive composition of any one of claims 1, 3 and 5.
An image display device comprising the color filter of claim 6 .
The image display device of claim 7 , further comprising: a lower substrate including a backlight; and a liquid crystal layer formed on the lower substrate, wherein the color filter is disposed on the liquid crystal layer.

Images