JP2010049069A - Photosensitive colored composition and color filter for liquid crystal display using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a photosensitive colored composition for a filter segment capable of reducing the height of an angular protrusion which occurs when a filter segment of a color filter is formed on a light shielding film in a liquid crystal display, and a color filter for a liquid crystal display using the photosensitive colored composition. <P>SOLUTION: The photosensitive colored composition includes a resin, a monomer, a photoinitiator and a colorant, wherein a homopolymer of the monomer has a glass transition temperature (Tg) of ≤50°C. The color filter for a liquid crystal display using the photosensitive colored composition is also provided. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a photosensitive coloring composition capable of further reducing the height of a horn step at an overlapping portion between a filter segment and a light-shielding film when forming a filter segment of each color of a color filter used in a color liquid crystal display device. Related to things.

  Moreover, this invention relates to the color filter for liquid crystal display devices manufactured using this photosensitive coloring composition.

  The liquid crystal display device is defined by a pair of opposing electrodes by forming a plurality of pairs of electrodes on each of two opposing substrates by patterning and arranging a liquid crystal material aligned between the substrates. Each region is a pixel. Then, by applying a voltage higher than a threshold value for each pixel, the alignment state of the liquid crystal substance is changed, the polarization state of transmitted light is changed according to the change in the alignment state, and the light transmission is controlled by the polarizing film. Thus, the display device displays the screen.

  In the case of a color liquid crystal display device, a filter segment of each color composed of a plurality of colors is provided on one of the substrates, and the transmitted light is colored in a corresponding hue for each pixel. The filter segment is arranged with two or more kinds of fine banded (striped) filter segments having different hues (stripe arrangement), or the fine filter segments are arranged in a constant vertical and horizontal arrangement. (Delta arrangement).

  A transparent substrate such as glass is used as the substrate having the filter segment. On one substrate of the pair, a light-shielding film is provided between the sections where pixels are formed in a later step to prevent contrast of transmitted light and increase contrast. The filter segment is provided. Thus, what formed the filter segment of each color and this light shielding film on the board | substrate is generally called the color filter.

  A transparent electrode for driving a liquid crystal is formed on the color filter by vapor deposition or sputtering, and an alignment film for aligning the liquid crystal in a certain direction is further formed thereon to form a substrate on which the pixels are formed. In order to sufficiently obtain the performance of the transparent electrode and the alignment film, it is necessary to form the transparent electrode at a high temperature of 200 ° C. or higher, preferably 230 ° C. or higher.

  For this reason, at present, as a method for producing the filter segment, a method called a pigment dispersion method using a pigment having excellent light resistance and heat resistance as a colorant is mainly used.

  In the case of a pigment dispersion method, a photosensitive coloring composition (pigment resist) in which a colored pigment is dispersed in a photosensitive transparent resin solution is applied using the transparent substrate on which the light-shielding film is formed as a base material, and the solvent is removed by drying. Then, pattern exposure is performed, and then the unexposed portion is removed by a development process to form a first color pattern. After heat treatment, the same operation is sequentially repeated for each color to obtain the color filter. It is done.

  Various methods are known for forming the light-shielding film. For example, a photosensitive composition containing a black pigment is used instead of a color pigment, and the light-shielding film is formed in a matrix through an exposure process and a development process. The light shielding film is known as a resin black matrix.

In the formation of the filter segment using a photosensitive coloring composition containing a pigment, in recent years, there has been an increasing demand for a color filter having a higher color density, and the colorant concentration in the photosensitive coloring composition tends to increase. . However, when the colorant concentration is increased, the flow characteristics of the photosensitive coloring composition are deteriorated, and the horn step (see FIG. 1) at the overlapping portion with the photosensitive coloring composition on the light shielding film is increased. The horn step may cause a disorder in the alignment of the liquid crystal such as disclination, resulting in a decrease in display quality of the liquid crystal display device.

In order to reduce the horn step of the overlapping portion, for example, in Patent Document 1, the resin that is a component of the photosensitive coloring composition has its glass transition point set to 50 ° C. or lower, and the photosensitive coloring composition It has been proposed to increase the fluidity of the photosensitive coloring composition during the formation of the filter segment of the color filter and to reduce the horn step. However, the photosensitive coloring composition includes a monomer as a polymerization component in addition to the resin, and the monomer is polymerized to become a solid content constituting the filter segment. Therefore, it can be said that just paying attention to only the glass transition point of the resin as in Patent Document 1 is insufficient for reducing the horn step.
JP 2006-284660 A

  The present invention provides a photosensitive coloring composition for a filter segment that makes it possible to reduce the height of a horn step generated when a filter segment of a color filter is formed on a light shielding film in a liquid crystal display device. The task is to do. Another object of the present invention is to provide a color filter for a liquid crystal display device using the photosensitive coloring composition.

  That is, the invention according to claim 1 is a photosensitive coloring composition containing a resin, a monomer, a photoinitiator, and a coloring material, and the glass transition point (Tg) of a homopolymer comprising the monomer is 50 ° C. or less. It is a photosensitive coloring composition characterized by being.

  Next, the invention according to claim 2 is a color filter for a liquid crystal display device, which is a filter segment for coloring transmitted light on a transparent substrate, and the filter segments having two or more different hues are arranged. The color filter for a liquid crystal display device according to claim 1, wherein at least one of the filter segments is obtained by curing the photosensitive coloring composition according to claim 1.

  The photosensitive coloring composition according to the present invention has a glass transition point of 50 ° C. or less of a homopolymer produced by polymerization of monomers contained in the components, and a temperature of the glass transition point or more in the heating step after pattern formation. Therefore, the fluidity is increased, and the height of the horn step formed by the filter segment overlapping the light shielding film can be reduced as compared with the conventional photosensitive coloring composition. Therefore, by forming the filter segment using the photosensitive coloring composition of the present invention, it is possible to provide a color filter for a color liquid crystal display device with high display quality with little disturbance in the alignment of the liquid crystal.

  First, the photosensitive coloring composition of this invention is demonstrated. The photosensitive coloring composition of the present invention comprises a monomer, a resin, a photoinitiator and a coloring material as main components, and a solvent and necessary additives added thereto. Examples of the additive include a dispersion aid and a sensitizer that disperse the colorant.

<Monomer>
The monomer according to the present invention is cured by light irradiation in the presence of a photoinitiator, and imparts developer insolubility to the photosensitive coloring composition. Further, when forming the filter segment of the color filter, the height of the horn step is influenced. In Claim 1 of this invention, it is a photosensitive coloring composition containing resin, a monomer, a photoinitiator, and a coloring material, Comprising: The glass transition point (Tg) of the homopolymer of the said monomer is 50 degrees C or less. It was set as the characteristic photosensitive coloring composition. Thus, by setting the glass transition point of the homopolymer to 50 ° C. or lower, the fluidity is increased during the heat treatment, so that the flatness is ensured and the horn step is reduced.

  Examples of such monomers include 1,4-butanediol acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, and ethylene glycol di (meth) acrylate. , Diethylene glycol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, tetramethylene glycol di (meth) acrylate, trimethylolpropane tri ( (Meth) acrylate, trimethylolethane tri (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethyleneglycol Rudi (meth) acrylate, tetraethylene glycol di (meth) acrylate, tetramethylene glycol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, trimethylolethane tri (meth) acrylate, pentaerythritol triacrylate, pentaerythritol tetra Examples include (meth) acrylates such as (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth) acrylate, glycerol (meth) acrylate, and EO-modified bisphenol A acrylate.

<Resin>
The resin used in the present invention is to fix the photosensitive coloring composition on the substrate when the photosensitive coloring composition is applied to the transparent substrate.

  Such a resin can be obtained by polymerizing various polymerizable monomers.

  As the polymerizable monomer, for example, (meth) acrylic acid, (meth) acrylic acid esters, N-vinylpyrrolidone, styrenes, acrylamides, other vinyl compounds, and macromonomers can be used.

  (Meth) acrylic acid esters include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl ( (Meth) acrylate, benzyl (meth) acrylate, phenyl (meth) acrylate, cyclohexyl (meth) acrylate, phenoxyethyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isobornyl (meth) acrylate, 2-hydroxyethyl (meth) Examples include acrylate, tetrahydrofurfuryl (meth) acrylate, and paracumyl EO-modified (meth) acrylate.

  Further, as styrenes, styrene and its derivatives, methylstyrene and the like can be used.

  Examples of acrylamides include (meth) acrylamide, methylol (meth) acrylamide, alkoxymethylol (meth) acrylamide, diacetone (meth) acrylamide, and the like.

As other vinyl compounds, (meth) acrylonitrile, ethylene, propylene, butylene, vinyl chloride, vinyl acetate and the like can be applied.

  Examples of the macromonomer include macromonomers such as polymethyl methacrylate macromonomer and polystyrene macromonomer.

  And the resin which concerns on this invention can be obtained by polymerizing 1 type of these polymerizable monomers individually or in mixture of 2 or more types.

  That is, this resin is synthesized in the presence of a polymerization initiator in an inert gas stream, generally at 50 to 150 ° C. for 2 to 10 hours. The synthesis of the resin may be performed in the presence of a solvent as necessary.

  As the polymerization initiator, an organic peroxide, an azo compound, or the like can be used. Examples of the organic peroxide include benzoyl peroxide, cumene hydroperoxide, t-butyl hydroperoxide, diisopropyl peroxycarbonate, di-t-butyl peroxide, t-butyl peroxybenzoate and the like. Examples of the azo compound include azo compounds such as 2,2'-azobisisobutyronitrile. The polymerization initiator is preferably used in the range of 1 to 20 parts by weight with respect to 100 parts by weight of the polymerizable monomer.

  As the solvent, water, a water-miscible organic solvent, acetate ester, ketones, xylene, ethylbenzene and the like can be used. Examples of the water-miscible organic solvent include alcohol solvents such as ethyl alcohol, isopropyl alcohol, and n-propyl alcohol, and mono- or dialkyl ethers of ethylene glycol or diethylene glycol. Examples of the acetic acid ester include ethyl cellosolve acetate and propylene glycol monomethyl ether acetate. Examples of the ketones include cyclohexanone and methyl isobutyl ketone.

<Photoinitiator>
As the photoinitiator according to the present invention, acetophenone photoinitiator, benzoin photoinitiator, benzophenone photoinitiator, thioxanthone photoinitiator, triazine photoinitiator, borate photoinitiator, carbazole photoinitiator An imidazole photoinitiator or the like can be used.

  Specific examples of the acetophenone photoinitiator include 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropane-1- ON, 1-hydroxycyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, and the like.

  Examples of benzoin photoinitiators include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzyl dimethyl ketal.

  Examples of the benzophenone photoinitiator include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, and the like.

As the thioxanthone photoinitiator, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone and the like can be used.

  Examples of triazine photoinitiators include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, and 2- (p-methoxyphenyl) -4. , 6-Bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2-piperonyl-4,6-bis (trichloromethyl) -s -Triazine, 2,4-bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphth-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4- Methoxy-naphth-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2,4-trichloromethyl- (piperonyl) -6-triazine, 2,4-trichloromethyl (4'-methoxy styryl) -6-triazine.

  These photoinitiators may be used alone or in combination of two or more. As sensitizers, α-acyloxyesters, acylphosphine oxides, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone , Camphorquinone, ethylanthraquinone, 4,4′-diethylisophthalophenone, 3,3 ′, 4,4′-tetra (t-butylperoxycarbonyl) benzophenone, 4,4′-diethylaminobenzophenone, etc. It can also be used together.

<Colorant>
The coloring material according to the present invention has a role of coloring the filter segment and coloring the transmitted light.

  As such a colorant, organic or inorganic pigments can be used alone or in admixture of two or more.

  The pigment is preferably a pigment having a high color developability and a high heat resistance, particularly a pigment having a high heat decomposition resistance, and an organic pigment is usually used.

  Below, the specific example of the organic pigment which can be used for the photosensitive coloring composition of this invention is shown with a color index number.

  Examples of the red coloring composition for forming the red filter segment include C.I. I. Pigment Red 7, 9, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 97, 122, 123, 146, 149, 168, 177, 178, 180, 184, 185, 187, 192, 200, 202, 207, 208, 210, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240, 246, 254, 255, Red pigments such as H.264 and 272 can be used. A yellow pigment and an orange pigment can be used in combination with the red composition.

  Examples of the yellow coloring composition for forming the yellow filter segment include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 1 Yellow pigments such as 75, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, 199, 213, 214 can be used.

  Examples of the green coloring composition for forming the green filter segment include C.I. I. Green pigments such as Pigment Green 7, 10, 36, 37, and 58 can be used. A yellow pigment can be used in combination with the green composition.

  Examples of the blue coloring composition for forming the blue filter segment include C.I. I. Blue pigments such as Pigment Blue 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, and 64 can be used. Blue compositions include C.I. I. Pigment Violet 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, 50, and other purple pigments can be used in combination.

  Examples of the cyan coloring composition for forming the cyan filter segment include C.I. I. Blue pigments such as Pigment Blue 15: 1, 15: 2, 15: 4, 15: 3, 15: 6, 16, and 81 can be used.

  Examples of magenta colored compositions for forming magenta color filter segments include C.I. I. Pigment Violet 1, 19, C.I. I. Purple pigments such as Pigment Red 144, 146, 177, 169, 81, and red pigments can be used. A yellow pigment can be used in combination with the magenta composition.

  Other inorganic pigments include titanium oxide, barium sulfate, zinc white, lead sulfate, yellow lead, zinc yellow, red bean (red iron oxide (III)), cadmium red, ultramarine, bitumen, chromium oxide green, cobalt green, amber, Examples include synthetic iron black. Inorganic pigments are used in combination with organic pigments in order to ensure good coatability, sensitivity, developability and the like while maintaining a balance between saturation and lightness.

  Further, in addition to the color pigment, a dye can be contained within the range that does not decrease the heat resistance for color matching.

<Dispersing aid>
The dispersion aid is used to disperse the pigment as fine particles in the photosensitive coloring composition and prevent reaggregation thereof, and is added as necessary. When this dispersion aid is added, a filter segment having excellent transparency can be obtained.

  As such a dispersion aid, a dispersion aid such as a resin-type pigment dispersant, a pigment derivative, or a surfactant can be used.

  The resin-type pigment dispersant has a pigment affinity part having a property of adsorbing to the pigment and a part compatible with the pigment carrier, and functions to adsorb to the pigment and stabilize the dispersion of the pigment into the resin. To do. Specific examples of resin-type pigment dispersants include polyurethanes, polycarboxylic acid esters such as polyacrylates, unsaturated polyamides, polycarboxylic acids, polycarboxylic acid (partial) amine salts, polycarboxylic acid ammonium salts, and polycarboxylic acid alkyls. Amine salts, polysiloxanes, long-chain polyaminoamide phosphates, hydroxyl group-containing polycarboxylic acid esters, their modified products, amides formed by the reaction of poly (lower alkylene imines) and polyesters having free carboxyl groups, The salt can be used.

Moreover, as a resin type pigment dispersant, (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylic ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol, polyvinylpyrrolidone, etc. Water-soluble resins, water-soluble polymer compounds, polyesters, modified polyacrylates, ethylene oxide / propylene oxide adducts, and the like can also be used.

  A pigment derivative is a compound in which a substituent is introduced into an organic dye. Organic dyes include light yellow aromatic polycyclic compounds such as naphthalene and anthraquinone which are not generally called dyes. Examples of the dye derivatives are described in JP-A-63-305173, JP-B-57-15620, JP-B-59-40172, JP-B-63-17102, JP-B-5-9469, and the like. You can use what you have.

  As the surfactant, an anionic surfactant, a nonionic surfactant, a cationic surfactant, or an amphoteric surfactant can be used.

  Examples of the anionic surfactant include sodium lauryl sulfate, polyoxyethylene alkyl ether sulfate, sodium dodecylbenzene sulfonate, alkali salt of styrene-acrylic acid copolymer, sodium stearate, sodium alkylnaphthalene sulfonate, alkyl Examples include sodium diphenyl ether disulfonate, monoethanolamine lauryl sulfate, triethanolamine lauryl sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of a styrene-acrylic acid copolymer, and the like.

  Further, as the nonionic surfactant, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene sorbitan monostearate, polyethylene glycol monolaurate, or the like can be used.

  In addition, as the cationic surfactant, alkyl quaternary ammonium salts and their ethylene oxide adducts can be used.

  Examples of amphoteric surfactants include alkylbetaines such as alkyldimethylaminoacetic acid betaines, alkylimidazolines, and the like.

  Two or more kinds of these dispersion aids can be mixed and used.

<Solvent>
The solvent imparts various coating suitability to the photosensitive coloring composition.

  Examples of the solvent include cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, 1-methoxy-2-propyl acetate, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol diethyl ether, xylene, ethyl cellosolve, methyl-n amyl ketone, propylene glycol monomethyl ether, toluene, Examples include methyl ethyl ketone, ethyl acetate, methanol, ethanol, isopropyl alcohol, butanol, isobutyl ketone, and petroleum solvents. These can be mixed and used.

<Composition>
The coloring material is preferably contained in the photosensitive coloring composition at a ratio of 1.5 to 7% by weight. Further, the colorant is preferably contained in the final filter segment in a proportion of 10 to 40% by weight, more preferably 20 to 40% by weight.

  Moreover, it is preferable that resin contains 20-400 weight part on the basis of 100 weight part of this coloring material. More preferably, it is 50-250 weight part.

  Similarly, the monomer is desirably contained in an amount of 10 to 300 parts by weight based on 100 parts by weight of the colorant. More desirably, it is 10 to 200 parts by weight.

  The photoinitiator is preferably contained in an amount of 5 to 200 parts by weight based on 100 parts by weight of the colorant. More desirably, it is 10 to 150 parts by weight.

In addition, a solvent is 800-4000 weight part on the basis of 100 weight part of coloring materials, Preferably it is 1000-2500 weight part.
<Method for producing photosensitive coloring composition>
When producing the photosensitive coloring composition of the present invention, first, pigments and necessary dispersion aids are added to the resin, and various dispersions such as a three-roll mill, a two-roll mill, a sand mill, a kneader, an attritor, and a paint conditioner. Finely disperse using means. Thereafter, a monomer, a photoinitiator and necessary additives can be added, and the mixture can be stirred and mixed uniformly.

<Color filter manufacturing method>
The color filter according to the present invention is configured by arranging filter segments having two or more different hues on a transparent substrate. The typical colors of the filter segment are additive color mixture using three color filter segments, red filter segment, green filter segment, and blue filter segment, magenta filter segment, cyan filter segment, and yellow filter segment. There is a subtractive color mixing type using three color filter segments. However, the color filter of the present invention may be any of these, and the subtractive color mixing yellow color filter segment or cyan color may be added to the additive color mixing three colors. It may be a four-color or five-color filter with filter segments added. Further, the arrangement of the filter segments may be either a stripe arrangement or a delta arrangement.

  The color filter which concerns on this invention can be manufactured by forming the filter segment of each color on a transparent substrate using the said photosensitive coloring composition by the photolithographic method.

  Each color filter segment can be formed by the photolithography method by the following method. That is, the said photosensitive coloring composition is apply | coated on a transparent substrate so that a dry film thickness may be set to 0.2-5 micrometers by application | coating methods, such as spray coating, spin coating, slit coating, and roll coating. If necessary, the dried coating is subjected to contact or primiticity exposure through a mask having a predetermined pattern, the monomer in the exposed area is polymerized to cure the photosensitive coloring composition, and insolubilized in the developer. Let Thereafter, the film is immersed in a developer solvent or an alkali developer, or sprayed by spraying or the like to dissolve and remove unexposed portions, that is, uncured portions, to form a desired pattern. Furthermore, in order to accelerate | stimulate hardening of the said photosensitive coloring composition, it heats. The color filter can be manufactured by repeating the same operation for other colors.

  As the developer, a solvent or an alkali developer can be used. As the alkali developer, for example, an aqueous solution of sodium carbonate, sodium hydroxide or the like can be used. Moreover, organic alkalis, such as a dimethyl benzylamine and a triethanolamine, can also be used. An antifoaming agent or a surfactant can also be added to the developer.

The transparent substrate may be a glass plate or a resin plate such as polycarbonate, polymethyl methacrylate, polyethylene terephthalate. As the transparent substrate, a substrate in which a light shielding film is formed between the pixels can be used. In particular, when applying a resin black matrix formed as a light shielding film, the advantages of the present invention are utilized.

  Hereinafter, the present invention will be described based on examples. In the examples and comparative examples, “parts” means “parts by weight”. The Tg of the monomer homopolymer was measured by a dynamic viscoelasticity measurement method.

  In the following examples, monomers having a monomer Tg value of 50 ° C. or lower were used. Moreover, in the comparative example, the monomer whose Tg value of the homopolymer of the monomer to be used is higher than 50 ° C. was used. Table 1 shows the height values of the horn steps between the respective photosensitive coloring compositions and the light shielding film.

<Example 1>
The mixture having the following composition was stirred and mixed uniformly, then dispersed with a sand mill for 5 hours using glass beads having a diameter of 1 mm, and then filtered with a 5 μm filter to obtain a green pigment dispersion and a yellow pigment dispersion, respectively. . In Example 1, trimethylolpropane triacrylate modified with EO 3 mol (homopolymer Tg = 13.5 ° C.) was used as the monomer.

Green pigment dispersion Green pigment (CI Pigment Green 36) 1 7.50 parts Pigment dispersant 1.50 parts Acrylic resin solution 31.00 parts Cyclohexanone 50.00 parts Yellow pigment dispersion Yellow pigment (C.I. Pigment Yellow 150) 10.70 parts Pigment dispersant 1.00 parts Acrylic resin solution 39.30 parts Cyclohexanone 49.00 parts Next, the mixture of the following composition was stirred and mixed to be uniform, and then filtered through a 1 μm filter. Thus, a green photosensitive composition was obtained.

27.0 parts of the above green pigment dispersion 23.0 parts of the above yellow pigment dispersion 3.0 parts of acrylic resin solution EO3 molar modified product of trimethylolpropane triacrylate (Tg 13.5 ° C.)
(Monomer) 2.0 parts Photoinitiator 1.5 parts Cyclohexanone 43.5 parts <Example 2>
In this Example 2, instead of the trimethylolpropane triacrylate EO3 molar modified product (homopolymer Tg = 13.5 ° C.), which is the monomer used in Example 1, trimethylolpropane triacrylate PO6 molar modified product. (Homopolymer Tg = 48 ° C.) was used. Other than that was carried out similarly to Example 1, and created the green photosensitive composition.

<Comparative Example 1>
In this comparative example 1, instead of the trimethylolpropane triacrylate EO3 molar modified product (homopolymer Tg = 13.5 ° C.) which is the monomer used in Example 1, a trimethylolpropane triacrylate PO3 molar modified product ( Homopolymer Tg 120 ° C.) was used. Other than that was carried out similarly to Example 1, and created the green photosensitive composition.

<Comparative example 2>
In this Comparative Example 2, instead of the trimethylolpropane triacrylate, which is the monomer used in Example 1, an EO3 molar modified product (Tg of homopolymer = 13.5 ° C.), an acrylate body of a polyhydric alcohol (of homopolymer) Tg 250 ° C.) was used. Other than that was carried out similarly to Example 1, and created the green photosensitive composition.

For the photosensitive compositions obtained in Examples 1 and 2 and Comparative Examples 1 and 2, the horn step was evaluated by the following method.
That is, first, a resin black matrix having a thickness of 1.4 μm was formed on a glass substrate having an area of 100 mm × 100 mm and a thickness of 0.7 mm. Next, the photosensitive compositions of Examples 1 and 2 and Comparative Examples 1 and 2 were each applied using a spin coater to a thickness of 1.6 μm to obtain a coated substrate. Next, ultraviolet exposure was performed with an integrated light amount of 100 mJ using an ultrahigh pressure mercury lamp having a photomask having a predetermined stripe pattern. After the exposure, development was performed with an alkali developer for 50 seconds to form stripe-shaped color filter segments on the resin black matrix. Thereafter, heat treatment was performed at 230 ° C. for 20 minutes. The alkaline developer used was 1.5% by weight of sodium carbonate, 0.5% by weight of sodium hydrogen carbonate, 8.0% by weight of an anionic surfactant and 90% by weight of water.

  Next, the film thickness of the stripe pattern formed on the substrate was measured with a stylus type film thickness measuring instrument. As shown in FIG. 1, the film thickness of the horn step was calculated from the film thickness of the pattern on the resin black matrix and the film thickness of the horn step portion. The results are shown in Table 1.

As shown in Table 1, compared with Comparative Examples 1 and 2, the height values of the horn steps of the green filter segments obtained in Examples 1 and 2 are both 23% of the values of Examples. As a result, it was shown that the photosensitive coloring composition of the present invention had an effect of reducing the height of the step difference between the filter segment and the light shielding film.

It is explanatory drawing which shows a horn step.

Explanation of symbols

1 ... height of horn step

Claims (2)

  A photosensitive coloring composition comprising a resin, a monomer, a photoinitiator, and a coloring material, wherein the homopolymer comprising the monomer has a glass transition point (Tg) of 50 ° C. or lower. object.   In a color filter for a liquid crystal display device, which is a filter segment that colors transmitted light on a transparent substrate, and the filter segments are arranged in two or more different hues, at least one of the filter segments A color filter for a liquid crystal display device, wherein the filter segment is obtained by curing the photosensitive coloring composition according to claim 1.