JP2017138547A - Green photosensitive coloring composition, color filter using the same, and color display device - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a green photosensitive coloring composition having high reliability while eliminating color changes due to irradiation with light, which is a problem upon using a phthalocyanine pigment for a color filter of a liquid crystal display device; a color filter using the same; and a color display device having the same.SOLUTION: There is provided a coloring composition which contains at least (a) a coloring pigment, (b) a transparent resin, (c) a photo-polymerizable monomer, (d) a photopolymerization initiator and (e) a radical scavenger, where (a) the coloring pigment contains at least phthalocyanine, and (e) the radical scavenger contains a hindered amine photostabilizer having a specific structure having a molecular weight of 2,000 or more.SELECTED DRAWING: None

Description

  The present invention relates to a green photosensitive coloring composition used for a color filter used in a color display device such as a liquid crystal display device or an EL (electroluminescence) display device, a color filter using the same, and a color display device.

  Color display devices are widely spread from small area devices such as mobile phones and digital cameras to large area devices such as personal computer display devices and televisions. These color display devices are required to have higher performance such as brightness, color reproducibility, and contrast, and even in color filters that are members of color display devices, higher brightness and higher color reproduction are required. And higher contrast are desired.

  The color filter has two or more kinds of filter segments (pixels) having different hues on a surface of a transparent substrate such as glass, and a black matrix that partitions them, and has an active element such as a TFT (thin film transistor). A color liquid crystal display device which is a kind of color display device is provided by combining with a polarizing plate and a backlight unit after injecting liquid crystal into the gap and injecting liquid crystal into the gap.

  In order to achieve the wide color gamut and high luminance desired for color filters, recently, the formation of the green filter segment constituting the color filter has been carried out by using a phthalocyanine pigment (for example, CI consisting of brominated copper phthalocyanine pigment). CI Pigment Green 36, CI Pigment Green 7 made of chlorinated copper phthalocyanine pigment, CI Pigment Green 58 made of chlorinated brominated zinc phthalocyanine pigment, and the like are used.

  However, phthalocyanine is an excellent colorant and at the same time a material known as an organic semiconductor, and is known to be stabilized as a phthalocyanine radical by light irradiation particularly under a low oxygen concentration (Patent Document 1, 2, see Non-Patent Document 1).

  This reaction to light is a very useful reaction when considering application to solar cells and the like, but it is a serious problem when phthalocyanine is used as a colorant. That is, the absorption wavelength of the phthalocyanine radical deviates from that of the phthalocyanine in the ground state, so that when used as a colorant, the color appears to change.

  This phenomenon is more likely to occur with zinc phthalocyanine than with copper phthalocyanine, and a significant color change is observed.

  This phenomenon is particularly apparent when it is used in a state of being completely cut off from air, such as a liquid crystal display device or an EL display device, and improvement is desired.

  As an attempt to solve the color change accompanying radical generation by light irradiation as described above, an organic compound having an ultraviolet absorbing function or an antioxidant function is added as a light stabilizer to the photopolymerizable composition for forming a filter segment. The technique which performs is known (refer patent document 3, 4). However, this technique is insufficient in effect, and a pigment dispersion method using a pigment that has been subjected to a recent micronization treatment as a colorant, or a color obtained by a photolithographic method using a colored composition with a high concentration in recent years. For use in filters, there are many problems to be solved such as dispersibility of pigments and suitability for photolithography.

Japanese Patent No. 2949230 Japanese Patent No. 2958461 JP 2000-214580 A Japanese Patent No. 5657452

“Phthalocyanine: Chemistry and Function”, edited by Shigeyoshi Shirai and Nagao Kobayashi, IPC, 1997.

  The present invention eliminates a color change caused by light irradiation, which has been a problem when using a phthalocyanine pigment in a color filter for a liquid crystal display device, a highly reliable green photosensitive coloring composition, and a color filter using the same An object is to provide a color display device.

式（１）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。 The first invention of the present invention is a colored composition containing at least (a) a colored pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger. The (a) colored pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a molecular weight of 2000 or more having a partial structure represented by the following general formula (1) It is a green photosensitive coloring composition characterized by doing.

In the formula (1), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

式（２）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。 A second invention of the present invention is a colored composition containing at least (a) a colored pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger. The (a) colored pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a structure represented by the following general formula (2). It is a green photosensitive coloring composition.

In the formula (2), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

式（３）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。 The third invention of the present invention is a colored composition containing at least (a) a colored pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger. The (a) colored pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a structure represented by the following general formula (2). It is a green photosensitive coloring composition.

In formula (3), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

  The fourth invention of the present invention is characterized in that the radical scavenger (e) contains a light stabilizer in an amount of 0.5 to 5 parts by mass relative to the total solid content of the photosensitive coloring composition. It is a green photosensitive coloring composition.

  A fifth invention of the present invention is the green photosensitive coloring composition, wherein the phthalocyanine contained in the color pigment (a) is a zinc halide phthalocyanine.

  A sixth invention of the present invention is a color filter having a plurality of colored filter segments including at least a black matrix and a green filter segment on a transparent substrate, wherein the green filter segment uses the green photosensitive coloring composition. This is a color filter characterized by the above.

  According to a seventh aspect of the present invention, there is provided a color display device comprising the color filter.

  By using the green photosensitive coloring composition of the present invention, it is possible to provide a color filter and a color display device that are difficult to change in color even when irradiated with light under a low oxygen concentration.

  The following describes typical embodiments for carrying out the present invention, but the present invention is not limited to the following embodiments.

  First, the green photosensitive coloring composition of the present invention will be described.

  The green photosensitive coloring composition of the present invention includes (a) a color pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger as essential components. It contains. Moreover, you may contain additives, such as a solvent, a dispersing agent, a photosensitizer, a chain transfer agent, and a storage stabilizer.

(A) Coloring pigment Examples of the coloring pigment that can be used in the green coloring composition of the present invention include C.I. I. Green pigments such as Pigment Green 7, 10, 36, 37, 58, and 59 can be used. In particular, C.I. I. Brominated zinc phthalocyanine pigments represented by Pigment Green 58, and further halogenated zinc phthalocyanine pigments are effective in increasing the transmittance.

  In order to adjust the hue, it is preferable to use a yellow pigment or a yellow dye in the green photosensitive resin composition of the present invention.

  Examples of yellow pigments that can be used in the green coloring composition of the present invention include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 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, 93, 94, 95, 97, 98, 100, 101, 104 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 126, 127, 128, 129, 138, 139, 147, 150, 151, 152, 153, 154 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 179, 180 Or the like can be used 181,182,185,187,188,193,194,198,199,213,214. Among these, from the viewpoint of increasing the brightness, C.I. I. Pigment Yellow 138 and C.I. I. It is preferable to use Pigment Yellow 150.

  Examples of the yellow dye that can be used in the green coloring composition of the present invention include C.I. I. Solvent Yellow 2, 3, 7, 12, 13, 14, 16, 18, 19, 21, 25, 25: 1, 27, 28, 29, 30, 33, 34, 36, 42, 43, 44, 47, 56, 62, 72, 73, 77, 79, 81, 82, 83, 83: 1, 88, 89, 90, 93, 94, 96, 98, 104, 107, 114, 116, 117, 124, 130, 131, 133, 135, 141, 143, 145, 146, 157, 160: 1, 161, 162, 163, 167, 169, 172, 174, 175, 176, 179, 180, 181, 182, 183, 184, 185, 186, 187, 189, 190, 191, C.I. I. Basic Yellow 11, 23, 25, 28, 41, C.I. I. DiRect Yellow 26, 27, 28, 33, 44, 50, 86, 142, C.I. I. Sulfur RYello4, C.I. I. Reactive Yellow 1, 2, 4, 14, 16, C.I. I. Vat Yellow 2, 12, 20, 33, C.I. I. DispeRse Yellow 3, 4, 5, 7, 23, 33, 42, 60, 64 and the like.

  Moreover, in order to adjust a hue, you may use together coloring components other than green and yellow, such as a blue pigment, a blue dye, a red pigment, and a red dye, in the green photosensitive resin composition of this invention.

  Examples of coloring components other than green and yellow include C.I. I. Pigment Red 7, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 81: 4, 146, 168, 177, 178, 184, 185, 187, 200, 202, 208, 210, 246, 254, 255, 264, 270, 272, 279, C.I. I. Pigment Orange 43, 71, 73, C.I. I. Pigment Blue 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, 64, C.I. I. DiRect Blue 1, 2, 6, 8, 15, 22, 25, 41, 71, 76, 77, 78, 80, 86, 90, 98, 106, 108, 120, 158, 160, 163, 165, 168, 192 , 193, 194, 195, 196, 199, 200, 201, 202, 203, 207, 225, 226, 236, 237, 246, 248, 249, C.I. I. Acid Blue 1, 7, 9, 15, 22, 23, 25, 27, 29, 40, 41, 43, 45, 54, 59, 60, 62, 72, 74, 78, 80, 82, 83, 90, 92, 93, 100, 102, 103, 104, 112, 113, 117, 120, 126, 127, 129, 130, 131, 138, 140, 142, 143, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 229, 234, 236, C.I. I. Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, 67, 68, Sent Blue 4, 5, 35, 45, 59, 67, 70, 90, 97, 101, 104, 122, C.I. I. Solvent Orange 1, 2, 3, 4, 5, 7, 11, 14, 20, 23, 25, 31, 40: 1, 41, 45, 54, 56, 58, 60, 62, 63, 70, 75, 77, 80, 81, 86, 99, 102, 103, 105, 106, 107, 108, 109, 110, 111, 112, 113, C.I. I. SolventRed 1, 2, 3, 4, 8, 16, 17, 18, 19, 23, 24, 25, 26, 27, 30, 33, 35, 41, 43, 45, 48, 49, 52, 68, 69, 72, 73, 83: 1, 84: 1, 89, 90, 90: 1, 91, 92, 106, 109, 110, 111, 118, 119, 122, 124, 125, 127, 130, 132, 135, 141, 143, 145, 146, 149, 150, 151, 155, 160, 161, 164, 164: 1, 165, 166, 168, 169, 172, 175, 179, 180, 181, 182, 195, 196, 197, 198, 207, 208, 210, 212, 214, 215, 218, 222, 223, 225, 227, 229, 230, 233, 234, 23 , 236,238,239,240,241,242,243,244,245,247,248, C. I. Acid Red 6, 11, 26, 60, 88, 111, 186, 215, C.I. I. Acid Yellow 17, 23, 25, 36, 38, 42, 44, 72, 78, C.I. I. Basic Red 1, 2, 13, 14, 22, 27, 29, 39, C.I. I. DiRectRed4, 23, 31, 75, 76, 79, 80, 81, 83, 84, 149, 224, C.I. I. DiRect Orange 26, 29, 34, 37, 72, C.I. I. Sulfu RED 5, 6, 7, C.I. I. VatRed 13, 21, 23, 28, 29, 48, C.I. I. Vat Orange 2, 5, 11, 15, 18, 20, C.I. I. Reactive Red 8, 22, 46, 120, C.I. I. Reactive Orange 1, 4, 7, 13, 16, 20, C.I. I. DispeRseRed4, 11, 54, 55, 58, 65, 73, 127, 129, 141, 196, 210, 229, 354, 356, C.I. I. DispeRseOrange13, 29, 30 etc. are mentioned.

(B) Transparent resin The transparent resin that can be used in the green photosensitive coloring composition of the present invention has a transmittance of preferably 80% or more, more preferably 95% in the entire wavelength region of 400 to 700 nm in the visible light region. The above can be used. The transparent resin includes a thermoplastic resin, a thermosetting resin, and a photosensitive resin. If necessary, the transparent resin can be used alone or in admixture of two or more monomers or oligomers that are precursors thereof that are cured by irradiation with radiation to produce a transparent resin.

  The molecular weight of the transparent resin is preferably in the range of 3,000 to 100,000. If the molecular weight of the transparent resin is less than 3,000, the linearity of the color filter pattern deteriorates during development, the film reduction rate increases, and the cross-sectional shape of the color filter pattern deteriorates. On the contrary, if it is 100,000 or more, the development time is delayed and the productivity is lowered. Therefore, the range of 20,000 to 60,000 is more preferable.

  The non-photosensitive transparent resin is a resin that does not have an ethylenically unsaturated double bond. Examples of the thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, and polychlorinated resin. Vinyl, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber resin, celluloses, polybutadiene, etc. Is mentioned.

  Examples of the thermosetting resin include an epoxy resin, a benzoguanamine resin, a rosin-modified maleic acid resin, a rosin-modified fumaric acid resin, a phenol resin, a melamine resin, a urea resin, and a polyimide resin. Is preferred. However, most of these resins do not show alkali solubility.

  As the photosensitive resin, a linear polymer having a reactive functional group is reacted with a (meth) acrylic compound having a substituent capable of reacting with the reactive functional group, cinnamic acid, etc. Examples thereof include resins in which a bond is introduced into the linear polymer. In addition, a linear polymer having a substituent capable of reacting with the reactive functional group is reacted with a (meth) acrylic compound having a reactive functional group, cinnamic acid, or the like, to thereby form an ethylenically unsaturated double bond. Resin introduced into the polymer. Examples of the reactive functional group include a hydroxyl group, a carboxyl group, and an amino group, and examples of the substituent capable of reacting with the reactive functional group include an isocyanate group, an aldehyde group, and an epoxy group.

  In addition, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. Those half-esterified with can be used as the photosensitive resin.

  The amount of ethylenically unsaturated double bonds introduced through a hydroxyl group or the like into the photosensitive transparent resin, which indicates the ease of photocuring, is indicated by the “double bond equivalent” of the resulting photosensitive transparent resin. . The double bond equivalent of the photosensitive transparent resin in the present invention is preferably 200 to 1200, and more preferably 300 to 900. When the double bond equivalent of the photosensitive transparent resin is less than 200, the ratio of the ethylenically unsaturated monomer having a reactive substituent for introducing an ethylenically unsaturated double bond is increased, and various characteristics are maintained. A sufficient amount of other ethylenically unsaturated monomers cannot be copolymerized. When it exceeds 1200, sufficient sensitivity cannot be obtained because the number of ethylenically unsaturated double bonds is small.

(C) Photopolymerizable monomer The photopolymerizable monomer used in the green photosensitive coloring composition of the present invention contains one or more ethylenically unsaturated double bonds in one molecule. Moreover, it is preferable that two or more ethylenically unsaturated double bonds are contained in one molecule.
These photopolymerizable monomers may be used alone or in combination of two or more.

  Examples of the photopolymerizable monomer include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol (meth) acrylate, ethylene glycol di (meth) acrylate, Ethylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, 3-methylpentanediol di (meth) acrylate, diethylene glycol bis β- (meth) acryloyloxypropionate, tri Methylolethane tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol hexa (meth) acrylate, tri 2-hydroxyethyl) isocyanate di (meth) acrylate, pentaerythritol tetra (meth) acrylate, 2,3-bis (meth) acryloyloxyethyloxymethyl [2.2.1] heptane, poly 1,2-butadiene di ( (Meth) acrylate, 1,2-bis (meth) acryloyloxymethylhexane, nonaethylene glycol di (meth) acrylate, tetradecanethylene glycol di (meth) acrylate, 10-decanediol (meth) acrylate, 3,8-bis ( (Meth) acryloyloxymethyltricyclo [5.2.10] decane, 2,2-bis (4- (meth) acryloyloxydiethoxyphenyl) propane, 1,4-bis ((meth) acryloyloxymethyl) cyclohexane, Hydroxypivalic acid Ester neopentyl glycol di (meth) acrylate, ethoxylated bisphenol A diacrylate, propoxylated bisphenol A diacrylate, propoxylated ethoxylated bisphenol A diacrylate, ethoxylated bisphenol B diacrylate, propoxylated bisphenol B diacrylate, propoxylated ethoxy Bisphenol B diacrylate, ethoxylated bisphenol E diacrylate, propoxylated bisphenol E diacrylate, propoxylated ethoxylated bisphenol E diacrylate, ethoxylated bisphenol F diacrylate, propoxylated bisphenol F diacrylate, propoxylated ethoxylated bisphenol F di Various acrylates such as acrylates and methacrylates It includes a table example. As the photopolymerizable monomer, a copolymerized photopolymerizable monomer may be used if necessary.

  In the present invention, “(meth) acrylate” refers to both “acrylate” and “methacrylate”. Further, “(meth) acryloyl group” means both “acryloyl group” and “methacryloyl group”. For example, “urethane (meth) acrylate” indicates both “urethane acrylate” and “urethane methacrylate”.

(D) Photopolymerization initiator As the photopolymerization initiator used in the green photosensitive coloring composition of the present invention, an oxime ester photopolymerization initiator, an acetophenone compound, a benzoin compound, a benzophenone compound, a thioxanthone compound, Examples include triazine compounds, phosphine compounds, quinone compounds, borate compounds, carbazole compounds, imidazole compounds, titanocene compounds, and the like.

  Particularly preferred oxime ester photoinitiators include ethanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl]-, 1- (0-acetyloxime), 1 , 2-octadion-1- [4- (phenylthio)-, 2- (O-benzoyloxime)] and the like.

  Examples of acetophenone compounds include 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, and 1-hydroxy. Cyclohexyl phenyl ketone, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane- 1-one etc. are mentioned.

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

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

  Examples of the thioxanthone compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone and the like.

  Examples of triazine compounds 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-pienyl-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'-me Kishisuchiriru) -6-triazine.

  Examples of the phosphine compound include bis (2,4,6-trimethylbenzoyl) phenylphosphine oxide and 2,4,6-trimethylbenzoyldiphenylphosphine oxide.

  In addition, examples of the quinone compound include 9,10-phenanthrenequinone, camphorquinone, and ethylanthraquinone.

式（１）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。 (E) Radical scavenger The radical scavenger used in the green photosensitive coloring composition of the present invention includes a hindered amine light stabilizer having a partial structure represented by the following general formula (1) and having a molecular weight of 2000 or more.

In the formula (1), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

  When the molecular weight is less than 2,000, the radical scavenging ability is easily deactivated during development or post-baking, which is a process for forming a colored layer of a color filter, which is not preferable for imparting sufficient light resistance to the colored layer.

式（２）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。 As the radical scavenger used in the green photosensitive coloring composition of the present invention, a hindered amine light stabilizer represented by the following general formula (2) or general formula (3) is preferable.

In the formula (2), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

式（３）において、Ｒは水素原子またはアルキル基を表し、Ｒ’は水素原子、アルキル基、アルコキシ基、またはアリールオキシ基を表す。

In formula (3), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.

  Examples of the alkyl group include a methyl group, an ethyl group, and a propyl group, and a methyl group is preferable. Examples of the alkyl group used for the alkoxy group include a methyl group, an ethyl group, a propyl group, and a butyl group. Examples of the aryl group used for the aryloxy group include a phenyl group and a naphthyl group.

  The hindered amine light stabilizer that is a radical scavenger in the present invention is preferably about 0.1 to 5 parts by mass, based on the total solid content of the photosensitive coloring composition. When the amount is less than 0.1 parts by mass, the radical scavenging effect may not be sufficiently exhibited. When the amount exceeds 5 parts by mass, the sensitivity to exposure decreases, and the pattern of the colored layer forming the color filter cannot be formed, or the surface , Chipping may occur, which is not preferable.

(solvent)
In order to make it easy to form a filter segment by applying the green coloring composition of the present invention on a transparent substrate such as a glass substrate so that the dry film thickness is 0.2 to 5 μm, A solvent can be used to optimize the viscosity of the composition and sufficiently disperse the colorant uniformly in the photosensitive resin composition.

  As the solvent, water, an organic solvent, or the like can be used. Examples of the organic solvent include cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, 1-methoxy-2-propyl acetate, propylene glycol monomethyl ether acetate, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol diethyl ether, xylene, ethyl cellosolve, and methyl-n-amyl ketone. , Propylene glycol monomethyl ether toluene, methyl ethyl ketone, ethyl acetate, methanol, ethanol, isopropyl alcohol, butanol, isobutyl ketone, petroleum solvent, and the like. These may be used alone or in combination. The solvent can be used in an amount of preferably 800 to 4000 parts by mass, more preferably 1000 to 2500 parts by mass with respect to 100 parts by mass of the colorant.

(Dispersant)
A dispersant such as a resin-type pigment dispersant, a dye derivative, or a surfactant can be used as appropriate. The dispersant is excellent in pigment dispersion and has a great effect of preventing reaggregation of the pigment after dispersion. Therefore, when a coloring composition obtained by dispersing the pigment in the photosensitive resin composition using the dispersant is used. In this case, a color filter having excellent transparency can be obtained. Although the addition amount of a dispersing agent is not specifically limited, Preferably it is 0.1-40 mass parts with respect to 100 mass parts of coloring pigments, More preferably, it is 0.1-30 mass parts, More preferably, it is 1- It can be used in an amount of 10 parts by weight.

(Resin type dispersant)
The resin-type pigment dispersant has a pigment-affinity part that has the property of adsorbing to the pigment and a part that is compatible with the photosensitive transparent resin and the non-photosensitive transparent resin. It functions to stabilize dispersion in the resin composition.
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, polycarboxylic acid alkylamine salts, polycarboxylic acid esters Siloxane, long-chain polyaminoamide phosphate, hydroxyl group-containing polycarboxylic acid ester, modified products thereof, amide formed by reaction of poly (lower alkyleneimine) and polyester having a free carboxyl group, and salts thereof Used. In addition, water-soluble resins such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylic acid ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol, and polyvinylpyrrolidone, and water-soluble Polymer compounds, polyesters, modified polyacrylates, ethylene oxide / propylene oxide adducts, and the like are also used. These may be used alone or in combination of two or more.

  Commercially available resin-type pigment dispersants include DispeRbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 170, manufactured by Big Chemie. 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, or Anti-TeRRa-U, 203, 204, or BYK-P104, P104S, 220S, or Lactimon, Lactimon-WS, or Bykumen SOLSPERS E-3000, 9000, 13240, 13650, 13940, 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 32 manufactured by Abyssia 00, 32500, 32600, 34750, 36600, 38500, 41000, 41090, 53095, etc., EFKA-46, 47, 48, 452, LP4008, 4009, LP4010, LP4050, LP4055, 400, 401, 402 manufactured by Efka Chemicals , 403, 450, 451, 453, 4540, 4550, LP4560, 120, 150, 1501, 1502, 1503, and the like.

(Dye derivative)
A pigment derivative is a compound in which a substituent is introduced into an organic pigment.
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. These can be used singly or in combination of two or more.

(Surfactant)
Surfactants include polyoxyethylene alkyl ether sulfate, sodium dodecylbenzene sulfonate, alkali salt of styrene-acrylic acid copolymer, sodium alkyl naphthalene sulfonate, sodium alkyl diphenyl ether disulfonate, lauryl sulfate monoethanolamine, lauryl Anionic surfactants such as triethanolamine sulfate, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of styrene-acrylic acid copolymer; polyoxyethylene oleyl ether, polyoxyethylene Lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene sorbitan monostearate, polyethylene glycol Nonionic surfactants such as nolaurate; Chaotic surfactants such as alkyl quaternary ammonium salts and their ethylene oxide adducts; Alkyl betaines such as alkyldimethylaminoacetic acid betaines; These can be used alone or in admixture of two or more.

(Photosensitizer)
In addition to the polymerization initiator, a photosensitizer can be added to the green photosensitive coloring composition of the present invention. An example of the photosensitizer is an amine compound. For example, triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 4-dimethylaminobenzoate 2-ethylhexyl acid, N, N-dimethylparatoluidine, 4,4′-bis (dimethylamino) benzophenone, 4,4′-bis (diethylamino) benzophenone, 4,4′-bis (ethylmethylamino) benzophenone, etc. is there.

  Α-acyloxime ester, acylphosphine oxide, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, ethylanthraquinone, 4,4′-diethylisophthalophenone, 3,3 ', 4,4'-tetra (t-butylperoxycarbonyl) benzophenone or the like can also be used as a sensitizer. The amount of these sensitizers used is preferably 0.5 to 60% by mass, more preferably 3 to 40% by mass, based on the total amount of photopolymerization initiator and sensitizer.

(Chain transfer agent)
The green photosensitive coloring composition of the present invention can further contain a polyfunctional thiol that functions as a chain transfer agent. A polyfunctional thiol can be used individually by 1 type or in mixture of 2 or more types. The content of the polyfunctional thiol is preferably 0.05 to 100 parts by mass, more preferably 0.1 to 60 parts by mass with respect to 100 parts by mass of the pigment.

(Storage stabilizer)
The green photosensitive resin composition of the present invention can contain a storage stabilizer in order to stabilize the viscosity with time of the composition. Moreover, in order to improve adhesiveness with a transparent substrate, adhesion improving agents, such as a silane coupling agent, can also be contained. A storage stabilizer can be used in the quantity of 0.1-10 mass parts with respect to 100 mass parts of pigments in the photosensitive resin composition.

  Hereinafter, a method for obtaining the color filter of the present invention will be described. The color filter of the present invention is a color filter having filter segments of a plurality of colors on at least a transparent substrate and having a filter segment formed using the green photosensitive coloring composition of the present invention.

  The color filter includes an additive color mixture comprising at least one red filter segment, at least one green filter segment, and at least one blue filter segment, and at least one magenta filter segment, at least one cyan filter segment, And a subtractive color type with at least one yellow filter segment.

  The red filter segment can be formed using a normal red photosensitive coloring composition. Examples of the red photosensitive coloring composition include C.I. I. Pigment Red 7, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 81: 4, 146, 168, 177, 178, 184, It is a composition obtained by using red pigments such as 185, 187, 200, 202, 208, 210, 246, 254, 255, 264, 270, 272, and 279. The red photosensitive coloring composition includes C.I. I. Orange pigments such as Pigment Orange 43, 71, 73 can be used in combination.

  The green filter segment can be formed using the green photosensitive coloring composition of the present invention.

  Moreover, a blue filter segment can be formed using a normal blue photosensitive coloring composition. The blue photosensitive coloring composition can be replaced with, for example, C.I. I. Pigment Blue 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, 64, and the like.

  For the blue photosensitive coloring composition, C.I. I. DiRect Blue 1, 2, 6, 8, 15, 22, 25, 41, 71, 76, 77, 78, 80, 86, 90, 98, 106, 108, 120, 158, 160, 163, 165, 168, 192 193, 194, 195, 196, 199, 199, 200, 201, 202, 203, 207, 225, 226, 236, 237, 246, 248, 249, etc. I. Acid Blue 1, 7, 9, 15, 22, 23, 25, 27, 29, 40, 41, 43, 45, 54, 59, 60, 62, 72, 74, 78, 80, 82, 83, 90, 92, 93, 100, 102, 103, 104, 112, 113, 117, 120, 126, 127, 129, 130, 131, 138, 140, 142, 143, 151, 154, 158, 161, 166, 167, 168, 170, 171, 175, 182, 183, 184, 187, 192, 199, 203, 204, 205, 229, 234, 236, etc. I. Basic Blue 1, 3, 5, 7, 9, 19, 21, 22, 24, 25, 26, 28, 29, 40, 41, 45, 47, 54, 58, 59, 60, 64, 65, 66, As the oil-soluble dyes such as 67 and 68, dyes such as Saven Blue 4, 5, 35, 45, 59, 67, 70, 90, 97, 101, 104, and 122 can also be used.

  The color filter of the present invention can be manufactured by forming filter segments of each color on a transparent substrate by a photolithography method. As the transparent substrate, a substrate having a certain transmittance with respect to visible light can be used. A glass plate or a resin plate such as polycarbonate, polymethyl methacrylate, or polyethylene terephthalate is used. In the case of using the light shielding pattern, it is sufficient to use a transparent substrate in which a metal thin film such as chromium or a pattern made of a light shielding resin is attached in a known method in advance.

  Each color filter segment is formed on the transparent substrate by the following method by photolithography. That is, the photosensitive coloring composition is applied onto a transparent substrate by a coating method such as spray coating, spin coating, slit coating, or roll coating so that the dry film thickness is 0.2 to 5 μm. If necessary, the dried film is exposed to ultraviolet rays through a mask having a predetermined pattern provided in contact or non-contact with the film.

  Then, after immersing in a solvent or an alkaline developer, or spraying the developer with a spray or the like to remove the uncured portion and forming a desired pattern, it is necessary to promote polymerization of the photosensitive coloring composition. Heating can be applied accordingly. According to the photolithography method, a color filter with higher accuracy than the printing method can be manufactured.

In development, an aqueous solution such as sodium carbonate or sodium hydroxide is used as an alkali developer, and an organic alkali such as dimethylbenzylamine or triethanolamine can also be used. Moreover, an antifoamer and surfactant can also be added to a developing solution.
In order to increase the UV exposure sensitivity, a film that prevents polymerization inhibition by oxygen by applying and drying a water-soluble or alkali-soluble resin such as polyvinyl alcohol or a water-soluble acrylic resin after coating and drying the photosensitive coloring composition. Ultraviolet exposure can also be performed after forming.

  By repeating the above-described series of steps for the photosensitive coloring composition and the pattern and repeating the necessary number of times, a color filter having a color pattern in which a necessary number of colors are combined, that is, a multi-color filter segment, can be obtained.

  Hereinafter, the present invention will be specifically described by way of examples. However, the present invention is not limited to the examples without departing from the spirit of the present invention.

  First, the adjustment method of the resin-type dispersant solution and transparent resin solution, pigment dispersion, and photosensitive composition used in Examples and Comparative Examples will be described.

[Preparation of resin-type dispersant solution]
A commercially available resin-type dispersant (EFKA4300 manufactured by BASF) and propylene glycol monomethyl ether acetate were used to prepare a 40% by weight nonvolatile solution, which was used as a resin-type dispersant solution.

[Preparation of pigment dispersion resin solution]
Place 370 parts of cyclohexanone in a reaction vessel equipped with a thermometer, a cooling tube, a nitrogen gas inlet tube, and a stirrer in a separable four-necked flask, and heat to 80 ° C. while injecting nitrogen gas into the vessel. Acid (MAA) 23 parts, 2-hydroxyethyl methacrylate (HEMA) 17 parts, n-butyl methacrylate (BMA) 25 parts, benzyl methacrylate (BzMA) 22 parts, paracumylphenol ethylene oxide modified acrylate (manufactured by Toagosei Co., Ltd.) A mixture of 13 parts of “Aronix (registered trademark) M110”) and 12.0 parts of 2,2′-azobisisobutyronitrile was added dropwise over 1 hour to carry out a polymerization reaction.
After completion of the dropwise addition, the mixture was further reacted at 80 ° C. for 3 hours, and then a solution in which 3.0 parts of azobisisobutyronitrile was dissolved in 50 parts of cyclohexanone was added, and the reaction was further continued at 80 ° C. for 1 hour. A solution was obtained. After cooling to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180 ° C. for 20 minutes to measure the nonvolatile content, and cyclohexanone was added to the previously synthesized resin solution so that the nonvolatile content was 20% by mass. Thus, a pigment dispersion resin was prepared.

[Preparation of transparent resin solution]
Put 120.0 parts of cyclohexanone in a reaction vessel equipped with a thermometer, cooling tube, nitrogen gas inlet tube, and stirrer in a separable four-necked flask, and heat to 80 ° C. while injecting nitrogen gas into the vessel. N-butyl methacrylate 5.3 parts, benzyl methacrylate 7.1 parts, 2-hydroxyethyl methacrylate 2.9 parts, methacrylic acid 1.8 parts, paramicle phenol ethylene oxide modified acrylate (“Aronix” manufactured by Toagosei Co., Ltd.) (Registered trademark) M110 ") 12.5 parts and a mixture of 2,2'-azobisisobutyronitryl 0.4 parts were added dropwise over 1 hour to carry out a polymerization reaction.
After completion of the dropwise addition, the mixture was further reacted at 80 ° C. for 3 hours to prepare a transparent resin solution having a solid content of 30% by mass and a molecular weight of 30000.

[Preparation of pigment dispersion]
・ Red pigment dispersion PR
After uniformly stirring and mixing a mixture having the following composition, using zirconia beads having a diameter of 1 mm,
After dispersing for 5 hours with an Eiger mill (“Mini Model M-250 MKII” manufactured by Eiger Japan), the mixture was filtered with a 5 μm filter to prepare a red pigment dispersion PR.
Red pigment 1: C.I. I. Pigment Red 254 7.5 parts ("Irga Four Red B-CF" manufactured by BASF)
Red pigment 2: C.I. I. Pigment Red 177 1.2 parts (BASF "Chromoval Red A2B")
Yellow pigment 1: C.I. I. Pigment Yellow 150 1.0 part ("E4GN" manufactured by LANXESS)
Diketopyrrolopyrrole pigment derivative 2.3 parts resin-type dispersant solution 3.0 parts pigment-dispersed resin solution 34.0 parts propylene glycol monomethyl ether acetate 51.0 parts

Green pigment dispersion PG-1
A green pigment dispersion PG-1 was prepared in the same manner as the red pigment dispersion PR using a mixture having the following composition.
Green pigment 1: C.I. I. Pigment Green 58 9.0 parts (“Fastgen Green A110” manufactured by DIC)
Yellow pigment 2: C.I. I. Pigment Yellow 138 3.0 parts (BASF "PALIOTOL YELLOW K0 961HD")
Resin-type dispersant solution 3.0 parts Pigment-dispersed resin solution 34.0 parts Propylene glycol monomethyl ether acetate 51.0 parts

Green pigment dispersion PG-2
A green pigment dispersion PG-2 was prepared in the same manner as the red pigment dispersion PR using a mixture having the following composition.
Green pigment 1: C.I. I. Pigment Green 58 10.0 parts (“Fastgen Green A110” manufactured by DIC)
Resin type dispersant solution 3.0 parts Pigment dispersion resin solution 36.0 parts Propylene glycol monomethyl ether acetate 51.0 parts

Green pigment dispersion PG-3
Using a mixture having the following composition, a green pigment dispersion PG-3 was prepared in the same manner as the red pigment dispersion PR.
Green pigment 2: C.I. I. Pigment Green 36 9.0 parts ("Rionol Green 6YK" manufactured by Toyo Ink Co., Ltd.)
Yellow pigment 2: C.I. I. Pigment Yellow 138 3.0 parts (BASF "PALIOTOL YELLOW K0 961HD")
Resin-type dispersant solution 3.0 parts Pigment-dispersed resin solution 34.0 parts Propylene glycol monomethyl ether acetate 51.0 parts

・ Blue pigment dispersion PB
A blue pigment dispersion PB was prepared in the same manner as the red pigment dispersion PR using a mixture having the following composition.
Blue pigment 1: C.I. I. Pigment Blue 15: 6 9.8 parts ("Heliogen Blue L-6700F" manufactured by BASF)
Purple pigment 1: C.I. I. Pigment Violet 23 2.2 parts (Toyocolor "Rionogen Violet R-6200")
Resin-type dispersant solution 2.4 parts Pigment-dispersed resin solution 25.6 parts Propylene glycol monomethyl ether acetate 60.0 parts

[Adjustment of red photosensitive resin composition]
The following mixture was stirred and mixed to be uniform, and then filtered through a 1 μm filter to prepare a red photosensitive resin composition.
-Pigment dispersion: Red pigment dispersion PR 50.0 parts-Transparent resin: 7.0 parts of transparent resin solution-Photopolymerizable monomer: 4.0 parts of M520-Photopolymerization initiator: "Irgacure OXE02" manufactured by BASF 1.8 parts ・ Organic solvent: Propylene glycol monomethyl ether acetate 37.2 parts

[Adjustment of green photosensitive resin composition]
<Examples 1-7, Comparative Examples 1-9>
The following mixture was stirred and mixed so as to be uniform, and then filtered through a 1 μm filter to prepare a green photosensitive resin composition.
-Pigment dispersion: 50.0 parts of pigment dispersion prepared as shown in Table 1-Transparent resin: 12.0 parts of transparent resin solution-Photopolymerizable monomer: "Aronix (registered trademark) M520" 4 manufactured by Toagosei Co., Ltd. .0 part / photopolymerization initiator 1: BASF “Irgacure 379” 0.7 part / photopolymerization initiator 2: BASF “Irgacure 907” 0.4 part / photopolymerization initiator 3: BASF “Irgacure OXE02” 0.1 parts, radical scavenger: light stabilizer shown in Table 1, solid content ratio addition amount shown in Table 1, organic solvent: propylene glycol monomethyl ether acetate 32.8 parts

Specific contents of the radical scavenger composition (light stabilizer) shown in Table 1 are shown below.
Among these, LA-63P is a light stabilizer corresponding to the general formulas (1) and (2), and TINUVIN 622 is a light stabilizer corresponding to the general formulas (1) and (3).
LA-63P: Functional group NR type polymer type hindered amine light stabilizer ADEKA, Inc. “ADK STAB LA-63P”
-TINUVIN 622: functional group NR type polymer type hindered amine light stabilizer
“TINUVIN622” manufactured by BASF
LA-52: Functional group N-CH3 type hindered amine light stabilizer
"ADEKA STAB LA-52" manufactured by ADEKA
LA-77Y: Functional group NH type hindered amine light stabilizer
"ADEKA STAB LA-77Y" made by ADEKA

[Adjustment of blue photosensitive coloring composition]
The following mixture was stirred and mixed to be uniform, and then filtered through a 1 μm filter to prepare a blue photosensitive resin composition.
Pigment dispersion: 35.0 parts of blue pigment dispersion PB Transparent resin: 12.0 parts of transparent resin solution 3 Photopolymerizable monomer: 4.0 parts of M520 Photopolymerization initiator: “Irgacure OXE02 manufactured by BASF 1.8 parts Organic solvent: 47.2 parts propylene glycol monomethyl ether acetate

[Production of color filter]
A filter segment was formed using the resulting photosensitive coloring composition.
The red photosensitive composition was applied by spinless coating to a glass substrate on which a stripe-shaped resin black matrix (film thickness 1.2 μm) had been formed in advance so that the final film thickness was 2.3 μm. After drying at 90 ° C. for 5 minutes, light from a high-pressure mercury lamp is irradiated through a striped photomask for forming a red filter segment at 50 mJ / cm ² and developed with an alkaline developer for 60 seconds to obtain a striped red color. A filter segment was obtained. Then, it hardened | cured by processing for 20 minutes at 230 degreeC.

  Next, the green photosensitive composition was similarly applied by spinless coating so that the finished film thickness was 2.3 μm. After drying at 90 ° C. for 5 minutes, the film was exposed and developed through a photomask so that a pattern was formed adjacent to the above-mentioned red filter segment, thereby obtaining a stripe-shaped green filter segment. Then, it hardened | cured by processing for 20 minutes at 230 degreeC.

  Further, in the same manner as red and green, the blue photosensitive composition was similarly applied by spinless coating so that the finished film thickness was 2.3 μm. After drying at 90 ° C. for 5 minutes, a blue filter segment was obtained by exposing and developing through a photomask so that a pattern was formed adjacent to the red and green filter segments. Thus, a color filter having striped filter segments of three colors of red, green and blue on the transparent substrate was obtained.

The alkaline developer has the following composition.
Sodium carbonate 1.5% by mass
Sodium bicarbonate 0.5% by mass
Anionic surfactant (Kao Perillex NBL) 8.0% by mass
90.0% by mass of water

[Production of liquid crystal display panel]
An overcoat layer was formed on the colored composition side of the obtained color filter, and a polyimide alignment layer was formed thereon. And the polarizing plate was formed in the other surface of this glass substrate. On the other hand, a TFT array and a pixel electrode were formed on one surface of another (second) non-alkali glass substrate having a thickness of 0.7 mm.

  The two glass substrates prepared in this manner face each other so that the electrode layers face each other, and are aligned while using a spacer bead to keep the distance between the two substrates constant, leaving a liquid crystal composition injection opening. The periphery was sealed with an LCD sealant “PHOTOREC S”. Next, the liquid crystal composition was injected from the opening to seal the opening. Then, it heated at 190 degreeC for 60 minutes in clean oven, and obtained the liquid crystal display panel.

[Production of liquid crystal display devices]
The obtained liquid crystal display panel was provided with an optical compensation layer optimized to enable wide viewing angle display. Further, a liquid crystal display device was obtained in combination with a backlight unit.

[Weather resistance evaluation]
The prepared liquid crystal display panel was irradiated with a xenon weather meter Ci35A (manufactured by ALTAS) for 200 hours under the conditions of an illuminance of 0.5 mW / cm ² (340 nm), a temperature of 63 ° C., and a humidity of 50%. Using a spectrophotometer (LCF-1100 manufactured by Otsuka Electronics Co., Ltd.), spectral characteristics were evaluated with a C light source of the green filter segment, and ΔE ^* ab was calculated. Note that alkali-free glass having a thickness of 0.7 mm was used as a reference for measurement. The judgment criteria for light resistance evaluation were as follows: ○: ΔE ^* ab ≦ 3, ×: ΔE ^* ab> 3. The results of light resistance evaluation are shown in Table 1.

[Patternability evaluation]
The colored layer of the obtained color filter was observed with an optical microscope, and the pattern having no abnormalities such as pixel defects / defects was marked with ◯, and the abnormal pattern such as irregular pixels / defects was marked with X.

  As shown in the results of Table 1, in Examples 1 to 7, by using the green photosensitive coloring composition of the present invention, a color filter having good evaluation results of light resistance and patterning properties could be obtained.

As a result of turning on the backlight of the obtained liquid crystal display device and observing the appearance, the color filter using the green pigment dispersion of Examples 1 to 7 and the liquid crystal using the green pigment dispersion of Comparative Example 3 were liquid crystal There was no unevenness in the display device, and the color display characteristics were good.
In the color filter using the green pigment dispersion of Comparative Examples 1 to 4, except for Comparative Example 3, unevenness occurred in the outer peripheral portion of the liquid crystal display device, and the color display characteristics were poor. Further, in Comparative Example 3, since the addition amount of the light stabilizer was too large, the exposure sensitivity was lowered, and the colored layer pattern could not be formed.

  As described above, by using the green photosensitive coloring composition of the present invention, it is possible to provide a color filter excellent in light resistance and a color display device.

Claims (7)

A coloring composition containing at least (a) a coloring pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger, wherein (a) The green pigment, wherein the color pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a molecular weight of 2000 or more having a partial structure represented by the following general formula (1): Coloring composition.

In the formula (1), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group. A coloring composition containing at least (a) a coloring pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger, wherein (a) A green photosensitive coloring composition, wherein the coloring pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a structure represented by the following general formula (2).

In the formula (2), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group. A coloring composition containing at least (a) a coloring pigment, (b) a transparent resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator, and (e) a radical scavenger, wherein (a) A green photosensitive coloring composition, wherein the coloring pigment contains at least phthalocyanine, and the (e) radical scavenger contains a hindered amine light stabilizer having a structure represented by the following general formula (3).

In formula (3), R represents a hydrogen atom or an alkyl group, and R ′ represents a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group.   The said (e) radical scavenger contains 0.1-5 mass parts of light stabilizers with content with respect to the total solid of a photosensitive coloring composition, The any one of Claims 1-3 characterized by the above-mentioned. The green photosensitive coloring composition as described in the item. The green photosensitive coloring composition according to any one of claims 1 to 4, wherein the phthalocyanine contained in the coloring pigment is a halogenated zinc phthalocyanine. A green photosensitive coloring composition according to any one of claims 1 to 5, wherein the color filter has a plurality of colored filter segments including at least a black matrix and a green filter segment on a transparent substrate. A color filter comprising an object. A color display device comprising the color filter according to claim 6.