WO2017159634A1 - カラーフィルタ用着色樹脂組成物、顔料分散液、カラーフィルタ、及び表示装置 - Google Patents

カラーフィルタ用着色樹脂組成物、顔料分散液、カラーフィルタ、及び表示装置 Download PDF

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WO2017159634A1
WO2017159634A1 PCT/JP2017/010031 JP2017010031W WO2017159634A1 WO 2017159634 A1 WO2017159634 A1 WO 2017159634A1 JP 2017010031 W JP2017010031 W JP 2017010031W WO 2017159634 A1 WO2017159634 A1 WO 2017159634A1
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group
pigment
general formula
resin composition
color filter
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PCT/JP2017/010031
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English (en)
French (fr)
Japanese (ja)
Inventor
充史 小野
琢実 鈴木
力飛 塚本
大貴 木本
山縣　秀明
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株式会社Ｄｎｐファインケミカル
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Priority to CN201780013365.XA priority Critical patent/CN108700686B/zh
Priority to JP2017517816A priority patent/JP6862340B2/ja
Publication of WO2017159634A1 publication Critical patent/WO2017159634A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials

Definitions

  • the present invention relates to a colored resin composition for a color filter, a pigment dispersion, a color filter, and a display device.
  • sRGB ISO 61966-2-1
  • sRGB ISO 61966-2-1
  • the AdobeRGB standard is a color space definition proposed by Adobe Systems.
  • the three primary colors are defined as follows for the chromaticity coordinates x and y in the XYZ color system.
  • a color filter used in a liquid crystal display device generally defines a substrate, a colored layer formed on the substrate, which is composed of colored patterns of three primary colors of red, green, and blue, and each colored pattern. And a light shielding portion formed on the substrate.
  • a pigment dispersion method, a dyeing method, an electrodeposition method, a printing method, and the like are known.
  • a pigment dispersion method having excellent characteristics on average is most widely adopted.
  • the red pigment diketopyrrolopyrrole pigments having excellent heat resistance and light resistance are widely used (for example, Patent Documents 1 to 3).
  • the liquid crystal display device has a problem of viewing angle dependency due to the refractive index anisotropy of the liquid crystal cell and the polarizing plate as a specific problem.
  • This problem of viewing angle dependency is a problem that the color and contrast of an image that is visually recognized change when the liquid crystal display device is viewed from the front and when viewed from an oblique direction.
  • Such a problem of viewing angle characteristics has become more serious as the liquid crystal display device has recently been enlarged.
  • a method of incorporating a retardation film into a liquid crystal display device has been widely used.
  • the color filter used in the liquid crystal display device has a different phase difference depending on the color pattern of each color of the colored layer, when the above-described retardation film is used, the difference in the phase difference of the color pattern of each color is compensated. It is difficult to completely solve the problem of viewing angle dependency.
  • Patent Document 4 in a color filter in which at least a red pixel, a green pixel, and a blue pixel are arranged on a transparent substrate, the green pixel is formed from a cured product of a coloring composition containing a retardation adjusting agent.
  • a color filter for liquid crystal display is disclosed.
  • the pigment density in the pixel is lowered, and the target color may not be achieved.
  • JP 2013-14750 A International Publication No. 2012/102399 Pamphlet JP 2012-155232 A JP 2008-185985 A
  • the present invention has been made in view of the above circumstances, and a colored resin composition for a color filter capable of forming a red pixel satisfying a specific chromaticity and a specific retardation, and for preparing the colored resin composition It is an object of the present invention to provide a pigment dispersion, a color filter satisfying a specific chromaticity and a specific phase difference, and a display device using the color filter.
  • a first colored resin composition for a color filter according to the present invention is a copolymer having a pigment containing a red pigment represented by the following general formula (1) and a structural unit represented by the following general formula (2)
  • a colored resin composition comprising a dispersant containing, a pigment derivative, an alkali-soluble resin, a monomer, an initiator, and a solvent,
  • the pigment derivative includes one or more selected from a pigment derivative having a diketopyrrolopyrrole skeleton and a pigment derivative having an azo lake skeleton,
  • the chromaticity (x, y) measured with a C light source of the colored layer is 0.630 ⁇ x ⁇ 0.665, 0.326 ⁇ y ⁇ 0.
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of light is ⁇ 30 nm to 120 nm.
  • R 1 and R 2 are each independently a 4-chlorophenyl group or a 4-bromophenyl group.
  • R 11 is a hydrogen atom or a methyl group
  • Q is a divalent linking group
  • R 12 is an alkylene group having 1 to 8 carbon atoms, — [CH (R 15 ) —CH
  • R 13 and R 14 each independently represent a optionally substituted linear or cyclic hydrocarbon group, .R 15 and R 16 R 13 and R 14 are combined to form a cyclic structure each other, Each independently represents a hydrogen atom or a methyl group.
  • x represents an integer of 1 to 18, y represents an integer of 1 to 5, and
  • z represents an integer of 1 to 18.
  • the second colored resin composition for a color filter according to the present invention is a copolymer having a pigment containing a red pigment represented by the general formula (1) and a structural unit represented by the general formula (2).
  • a colored resin composition comprising a dispersant containing, a pigment derivative, an alkali-soluble resin, a monomer, an initiator, and a solvent,
  • the pigment derivative includes one or more selected from a pigment derivative having a diketopyrrolopyrrole skeleton and a pigment derivative having an azo lake skeleton
  • the pigment further includes at least one pigment selected from a red pigment, an orange pigment, and a yellow pigment different from the red pigment represented by the general formula (1),
  • the chromaticity (x, y) measured with a C light source of the colored layer is 0.630 ⁇ x ⁇ 0.665, 0.295 ⁇ y ⁇ 0. 360, and the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the
  • the copolymer includes a block unit having a structural unit represented by the general formula (2) and a structural unit represented by the following general formula (3).
  • the structural unit represented by the general formula (3) includes at least one structural unit selected from the group consisting of methacrylic acid, 2-hydroxyethyl methacrylate, and benzyl methacrylate. The inclusion is preferable from the viewpoint of pigment dispersibility and dispersion stability.
  • R 21 is a hydrogen atom or a methyl group
  • Q ′ is a direct bond or a divalent linking group
  • R 22 is a hydrocarbon group, — [CH (R 23 ) —CH (R 24 ) —O] x —R 25 or — [(CH 2 ) y —O] z —R 25
  • each of R 23 and R 24 independently represents a hydrogen atom or a methyl group.
  • R 25 represents a hydrogen atom, a hydrocarbon group, a monovalent group represented by —CHO, —CH 2 CHO, or —CH 2 COOR 26
  • R 26 represents a hydrogen atom or an alkyl having 1 to 5 carbon atoms. It is a group.
  • the hydrocarbon group may have a substituent.
  • x represents an integer of 1 to 18, y represents an integer of 1 to 5, and z represents an integer of 1 to 18.
  • the red pigment represented by the general formula (1) is represented by the red pigment represented by the following chemical formula (1-1) and the following chemical formula (1-2). It is preferable that the red pigment to be contained is included from the viewpoint of satisfying a desired color and retardation.
  • a polyamidoimide resin having a carboxy group is contained as the alkali-soluble resin from the viewpoint of easily reducing the absolute value of the retardation.
  • the initiator contains at least two kinds of oxime-based initiators, and further contains an antioxidant. From the viewpoint of easily suppressing color unevenness due to irregular reflection of light when the colored layer is viewed.
  • the pigment is C.I. I. It is preferable that the pigment yellow 185 is included from the viewpoint of satisfying a desired color and phase difference and easily reducing the absolute value of the phase difference.
  • the pigment dispersion according to the present invention includes a pigment containing a red pigment represented by the general formula (1), a dispersant containing a copolymer having a structural unit represented by the general formula (2), and a pigment. Containing a derivative and a solvent,
  • the pigment derivative includes one or more selected from a pigment derivative having a diketopyrrolopyrrole skeleton and a pigment derivative having an azo lake skeleton.
  • the color filter according to the present invention is a color filter including at least a substrate and a colored layer provided on the substrate, wherein at least one of the colored layers is according to any one of claims 1 to 5.
  • the colored resin composition for a color filter is a cured product.
  • the present invention provides a display device having the color filter.
  • a colored resin composition for a color filter capable of forming a red pixel satisfying a specific chromaticity and a specific phase difference, a pigment dispersion for preparing the colored resin composition, a specific chromaticity And a color filter satisfying a specific phase difference, and a display device using the color filter can be provided.
  • FIG. 1 is a schematic sectional view showing an example of the color filter of the present invention.
  • FIG. 2 is a schematic sectional view showing an example of the display device of the present invention.
  • FIG. 3 is a schematic sectional view showing another example of the display device of the present invention.
  • light includes electromagnetic waves having wavelengths in the visible and invisible regions, and further includes radiation, and the radiation includes, for example, microwaves and electron beams. Specifically, it means an electromagnetic wave having a wavelength of 5 ⁇ m or less and an electron beam.
  • (meth) acryl represents each of acryl and methacryl
  • (meth) acrylate represents each of acrylate and methacrylate.
  • a first colored resin composition for a color filter according to the present invention is a copolymer having a pigment containing a red pigment represented by the following general formula (1) and a structural unit represented by the following general formula (2)
  • a colored resin composition comprising a dispersant containing, a pigment derivative, an alkali-soluble resin, a monomer, an initiator, and a solvent
  • the pigment derivative includes one or more selected from a pigment derivative having a diketopyrrolopyrrole skeleton and a pigment derivative having an azo lake skeleton,
  • the chromaticity (x, y) measured with a C light source of the colored layer is 0.630 ⁇ x ⁇ 0.665, 0.326 ⁇ y ⁇ 0.
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of light is ⁇ 30 nm to 120 nm.
  • R 1 and R 2 are each independently a 4-chlorophenyl group or a 4-bromophenyl group.
  • R 11 is a hydrogen atom or a methyl group
  • Q is a divalent linking group
  • R 12 is an alkylene group having 1 to 8 carbon atoms, — [CH (R 15 ) —CH
  • R 13 and R 14 each independently represent a optionally substituted linear or cyclic hydrocarbon group, .R 15 and R 16 R 13 and R 14 are combined to form a cyclic structure each other, Each independently represents a hydrogen atom or a methyl group.
  • x represents an integer of 1 to 18, y represents an integer of 1 to 5, and
  • z represents an integer of 1 to 18.
  • the second colored resin composition for a color filter according to the present invention includes a pigment containing a red pigment represented by the general formula (1) and a structural unit represented by the general formula (2).
  • a colored resin composition containing a polymer-containing dispersant, a pigment derivative, an alkali-soluble resin, a monomer, an initiator, and a solvent The pigment derivative includes one or more selected from a pigment derivative having a diketopyrrolopyrrole skeleton and a pigment derivative having an azo lake skeleton,
  • the pigment further includes at least one pigment selected from a red pigment, an orange pigment, and a yellow pigment different from the red pigment represented by the general formula (1),
  • the chromaticity (x, y) measured with a C light source of the colored layer is 0.630 ⁇ x ⁇ 0.665, 0.295 ⁇ y ⁇ 0. 360, and the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of
  • the red pigment represented by the general formula (1), the dispersant containing the copolymer having the structural unit represented by the general formula (2), and the specific pigment derivative are combined.
  • the specific pigment derivative is adsorbed on the finely divided pigment surface, whereby the dispersant has the general formula (2).
  • the affinity with the nitrogen atom in the structural unit represented is improved, the pigment dispersibility and the dispersion stability are excellent, and when the colored layer of the colored resin composition is formed, measurement is performed with a C light source of the colored layer.
  • the chromaticity (x, y) satisfies 0.630 ⁇ x ⁇ 0.665 and 0.326 ⁇ y ⁇ 0.335, and the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of light. ) Is between ⁇ 30 nm and 120 nm, or The chromaticity (x, y) measured with a C light source of the colored layer satisfies 0.630 ⁇ x ⁇ 0.665, 0.295 ⁇ y ⁇ 0.360, and the thickness of the colored layer of light is The phase difference (Rth) of light having a wavelength of 620 nm is ⁇ 30 nm to 120 nm.
  • the colored resin composition for a color filter of the present invention contains at least a pigment, a dispersant, an alkali-soluble resin, a monomer, an initiator, and a solvent, and does not impair the effects of the present invention. And may further contain other components.
  • each component of the colored resin composition for a color filter of the present invention will be described in detail in order.
  • the pigment contains at least a red pigment represented by the following general formula (1).
  • R 1 and R 2 are each independently a 4-chlorophenyl group or a 4-bromophenyl group.
  • the colored resin composition for a color filter of the present invention has the specific pigment, a colored layer having a specific chromaticity and a specific phase difference can be formed.
  • red pigment represented by the general formula (1) include red pigments represented by the following chemical formulas (1-1) to (1-3). A combination of more than one species can be used.
  • the combination of the red pigment represented by the chemical formula (1-1) and the red pigment represented by the chemical formula (1-2) is used to obtain desired values of chromaticity and retardation. It is preferable from the point which can be adjusted.
  • the blending ratio is not particularly limited.
  • the phase difference is adjusted to be lower than 10 when the chromaticity (x, y) is in the range of 0.630 ⁇ x ⁇ 0.665 and 0.326 ⁇ y ⁇ 0.335, it is represented by the chemical formula (1-1).
  • the red pigment represented by the chemical formula (1-2) is preferably 100: 0 to 60:40, and more preferably 100: 0 to 75:25.
  • the phase difference is adjusted to 10 to 120 when the chemical formula (1
  • the red pigment represented by -1) and the red pigment represented by the chemical formula (1-2) are preferably in a mass ratio of 60:40 to 0: 100, more preferably 45:55 to 15:85. .
  • the red pigment represented by the chemical formula (1-1) is preferably 40 parts by mass or more, and more preferably 50 parts by mass or more, in 100 parts by mass of the total amount of the red pigment.
  • pigments different from the red pigment represented by the general formula (1) may be used in combination as long as the effects of the present invention are not impaired.
  • yellow pigments examples include C.I. I. Pigment Yellow 1, 3, 12, 13, 14, 15, 16, 17, 20, 24, 31, 55, 60, 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120, 126, 127, 128, 129, 138, 139, 150, 150 derivative pigments, 151, 152, 153 154, 155, 156, 166, 168, 175, 185 and the like.
  • C. I. Pigment Yellow 150 and its derivative pigments include JP-A No. 2001-354869, JP-A No.
  • yellow pigments C.I. I. It is preferable that the pigment yellow 185 is included from the viewpoint of satisfying a desired color and phase difference and easily reducing the absolute value of the phase difference. In addition, C.I. I. When Pigment Yellow 185 is included, since the coloring power is high, there is an advantage that the pigment concentration is easily lowered and the plate-making property is improved. Examples of red pigments include C.I. I.
  • the blending ratio is not particularly limited, but it is represented by the general formula (1) from the viewpoint of chromaticity and retardation.
  • the red pigment to be used is preferably 10 parts by mass or more, more preferably 20 parts by mass or more, and further preferably 50 parts by mass or more with respect to 100 parts by mass of the total amount of the pigment.
  • the average dispersed particle size of the pigment used in the present invention varies depending on the type of pigment used, but is preferably in the range of 10 nm to 100 nm, and more preferably in the range of 15 nm to 60 nm.
  • a display device including a color filter produced using the resin composition of the present invention can be made with high contrast and high quality.
  • the average dispersed particle size of the pigment is decreased within the above range, the contrast is improved, but the absolute value of the phase difference tends to increase. Therefore, it is preferable to select an average dispersed particle size in consideration of a desired phase difference and contrast.
  • the red pigment represented by the general formula (1-1) tends to increase the absolute value of the retardation even if the particle size is too small, and among them, the average dispersed particle size is 40 nm to 60 nm. This is preferable from the viewpoint of reducing the absolute value of the phase difference.
  • the average dispersed particle diameter of the pigment in the colored resin composition is a dispersed particle diameter of pigment particles dispersed in a dispersion medium containing at least a solvent, and is measured by a laser light scattering particle size distribution meter. It is.
  • the colored resin composition is appropriately diluted to a concentration that can be measured with a laser light scattering particle size distribution meter (for example, 1000 times) with the solvent used in the colored resin composition. Etc.) and can be measured at 23 ° C. by a dynamic light scattering method using a laser light scattering particle size distribution meter (for example, Nanotrack particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.).
  • the average dispersed particle size here is a volume average particle size.
  • the colored resin composition for a color filter of the present invention further has a diketopyrrolopyrrole skeleton from the viewpoint of excellent pigment dispersibility and dispersion stability while adjusting the retardation and luminance to a specific range.
  • a diketopyrrolopyrrole skeleton from the viewpoint of excellent pigment dispersibility and dispersion stability while adjusting the retardation and luminance to a specific range.
  • One or more pigment derivatives selected from pigment derivatives and pigment derivatives having an azo lake skeleton are contained.
  • the absolute value of the retardation can be reduced.
  • the diketopyrrolopyrrole skeleton include C.I. I. Pigment Red 254, 255, 264, 272, halogen substituted pigments thereof, and the like. I. Pigment Red 254 and 272 are preferable.
  • the azo lake pigment skeleton include C.I. I. And CI Pigment Red 48.
  • an imide alkylated diketopyrrolopyrrole derivative represented by the following general formula A an amidated diketopyrrolopyrrole derivative represented by the general formula B, and a sulfonated diketo represented by the following general formula C: It is preferable to use one or more pigment derivatives selected from a pyrrolopyrrole derivative and a derivative having an azo lake pigment skeleton represented by the following general formula D.
  • Ar is an arylene group which may have the following substituent A ′.
  • R 4 is an alkylene group having 1 to 5 carbon atoms
  • X is a sulfonic acid group, sulfonate, or ⁇ —SO 2 NH— (CH 2 ) n —NR ′.
  • R ′′ ⁇ is a sulfonamide group
  • R ′ and R ′′ are each independently a hydrogen atom, a saturated or unsaturated alkyl or aryl group having 1 to 20 carbon atoms, which may be substituted, or , R ′ and R ′′ are combined to form a heterocyclic ring which may further contain a nitrogen, oxygen or sulfur atom together with the adjacent nitrogen atom, and n is an integer of 1 to 6.
  • R ′ and R ′′ each independently represent a hydrogen atom, an optionally substituted saturated or unsaturated alkyl group or aryl group having 1 to 20 carbon atoms, or R ′ and R ′′ And bonded to each other to form a heterocyclic ring that may further contain nitrogen, oxygen, or sulfur atoms together with the adjacent nitrogen atom, and a plurality of R 5 s independently represent a hydrogen atom or a carbon atom number of 1 to 4
  • X represents a sulfonic acid group, —SO 2 NH— (CH 2 ) n —NR′R ′′, —SO 2 NH— (CH 2 ) n —COOH, —SO 2 NH— (CH 2 ) N- SO 3 H and at least one selected from the group consisting of sulfonates, wherein R ′ and R ′′ are each independently a hydrogen atom, an optionally substituted saturated group having 1 to 20 carbon atoms.
  • R 6 s independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a halogen atom, or a substituent X, and n is an integer of 1 to 6 And m is an integer from 1 to 4.
  • X represents a sulfonic acid group, —SO 2 NH— (CH 2 ) n —NR′R ′′, —SO 2 NH— (CH 2 ) n —COOH, —SO 2 NH— (CH 2 ) N —SO 3 H and one selected from the group consisting of sulfonates, and R ′ and R ′′ are each independently a hydrogen atom, an optionally substituted saturated group having 1 to 20 carbon atoms, or An unsaturated alkyl group or an aryl group, or a group in which R ′ and R ′′ are combined to form a heterocyclic ring which may further contain a nitrogen, oxygen or sulfur atom together with an adjacent nitrogen atom; Is an integer from 1 to 6, and m is an integer from 1 to 4.
  • the arylene group in the general formula A is not particularly limited, but an arylene group having 6 to 12 carbon atoms is preferable, and specific examples include a phenylene group, a naphthylene group, and a biphenylene group.
  • Examples of the alkylene group having 1 to 5 carbon atoms in R 4 include a methylene group, an ethylene group, a propylene group, a butylene group, and a pentylene group.
  • the specifics of the amine component (— (CH 2 ) m —NR′R ′′) to be introduced Examples include piperidinomethyl, dimethylaminoethyl, diethylaminoethyl, dimethylaminopropyl, diethylaminopropyl, dibutylaminopropyl, piperidinoethyl, pipecolinoethyl, morpholinoethyl, piperidinopropyl, pipecolinopropyl, diethylaminohexyl, diethylaminoethoxypropyl, diethylaminobutyl, Examples include dimethylaminoamyl, NN-methyl-lauryl-aminopropyl, 2-ethylhexylaminoethyl, stearylaminoeth
  • R 5 in the general formula B is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aryl group having 6 to 12 carbon atoms, a halogen atom, or a substituent ⁇ —CONH— (CH 2 ) n —NR ′.
  • Examples of the alkyl group having 1 to 4 carbon atoms in R 5 include a methyl group, an ethyl group, a propyl group, and a butyl group.
  • Examples of the aryl group having 6 to 12 carbon atoms in R 5 include a phenyl group, a naphthyl group, and a biphenyl group.
  • halogen atom in R 5 for example, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, among them chlorine atom or a bromine atom.
  • the amine component (— (CH 2 ) m —NR′R ′′) into which the substituent ⁇ —CONH— (CH 2 ) n —NR′R ′′ ⁇ is introduced is exemplified in the general formula A. The same thing is mentioned.
  • the substitution position of the substituent ⁇ —CONH— (CH 2 ) n —NR′R ′′ ⁇ is not particularly limited, as long as it has at least one in the molecule, and the aromatic ring having R 5 Any of the above hydrogen atoms may be substituted, R 5 may be substituted, and when R 5 is an aryl group, the aromatic ring hydrogen atom constituting the aryl group may be substituted. Good.
  • alkyl group having 1-4 carbon atoms in R 6, an aryl group having 6 to 12 carbon atoms, a halogen atom can each assume the same as R 5 in the general formula B.
  • substituent X can be the same as in general formula A.
  • the substitution position of the substituent X is not particularly limited, as long as it has at least one in the molecule, and any hydrogen atom of the aromatic ring having R 6 may be substituted. 6 may be substituted.
  • R 6 is an aryl group
  • the hydrogen atom of the aromatic ring constituting the aryl group may be substituted.
  • the substituent X can be the same as that in the general formula A.
  • the substitution position of the substituent X is not particularly limited.
  • the sulfonated diketopyrrolopyrrole derivative represented by the general formula C is improved in dispersibility and dispersion stability by the interaction with the red pigment represented by the general formula (1).
  • Compounds represented by (C-1) to (C-4) are preferable.
  • n is an integer of 1 to 4
  • m is an integer of 1 or 2
  • R ′ and R ′′ are each independently a hydrogen atom or an optionally substituted carbon.
  • It is an alkyl group having 1 to 4 atoms or an aryl group.
  • m is an integer of 1 or 2
  • R ′′ ′ represents an alkyl group having 1 to 20 carbon atoms.
  • the substituent SO 3 — is substituted at the position of Cl. You may do it.
  • n is an integer of 1 or 2, and the substituent SO 3 H may be substituted at the position of Cl.
  • X represents a sulfonic acid group, —SO 2 NH— (CH 2 ) n —NR′R ′′, —SO 2 NH— (CH 2 ) n —COOH, —SO 2 NH— (CH 2 ) n —SO 3 H and one selected from the group consisting of sulfonates, wherein R ′ and R ′′ are each independently a hydrogen atom or a C 1-20 substituted group.
  • R ′ and R ′′ are each independently a hydrogen atom or a C 1-20 substituted group.
  • Suitable pigment derivatives include compounds represented by the following chemical formula.
  • a sulfonated quinacridone derivative represented by the following general formula E may be further combined.
  • a colored resin composition having superior pigment dispersibility can be prepared.
  • X represents a sulfonic acid group, —SO 2 NH— (CH 2 ) n —NR′R ′′, —SO 2 NH— (CH 2 ) n —COOH, —SO 2 NH— (CH 2 ) N —SO 3 H and one selected from the group consisting of sulfonates, and R ′ and R ′′ are each independently a hydrogen atom, an optionally substituted saturated group having 1 to 20 carbon atoms, or Represents an unsaturated aliphatic hydrocarbon group or aromatic hydrocarbon group, or a heterocyclic ring which may further contain a nitrogen, oxygen or sulfur atom together with an adjacent nitrogen atom, and each n is independently An integer of 1 to 6.
  • m represents an integer of 1 to 4.
  • X in the general formula E can be the same as X in the general formula C. From the viewpoint of pigment dispersibility, the following chemical formula 8 is preferable.
  • a sulfonated diketopyrrolopyrrole pigment derivative is used from the viewpoint of improving pigment dispersibility and dispersion stability while reducing the absolute value of retardation. Is preferred. From the viewpoint of improving pigment dispersibility, it is preferable to use a combination of a sulfonated diketopyrrolopyrrole derivative and a sulfonated quinacridone derivative. Moreover, it is preferable to further use an imide alkylated diketopyrrolopyrrole derivative from the viewpoint of suppressing precipitation derived from a diketopyrrolopyrrole pigment by suppressing hydrogen bonding.
  • the content of the pigment derivative is preferably 1 to 25 parts by weight, more preferably 1 to 15 parts by weight, with respect to 100 parts by weight of the pigment. Even more preferably.
  • a polymer having a structural unit represented by the general formula (2) is used as a dispersant.
  • the structural unit represented by the general formula (2) has basicity and functions as an adsorption site for the pigment.
  • the colored resin composition for a color filter and the pigment dispersion of the present invention improve the adsorption performance to the pigment by using a polymer having a structural unit represented by the general formula (2) as a dispersant. Dispersibility and dispersion stability are improved.
  • R 11 is a hydrogen atom or a methyl group
  • Q is a divalent linking group
  • R 12 is an alkylene group having 1 to 8 carbon atoms, — [CH (R 15 ) —CH
  • R 13 and R 14 each independently represent a optionally substituted linear or cyclic hydrocarbon group, .R 15 and R 16 R 13 and R 14 are combined to form a cyclic structure each other, Each independently represents a hydrogen atom or a methyl group.
  • x represents an integer of 1 to 18, y represents an integer of 1 to 5, and
  • z represents an integer of 1 to 18.
  • Q is a bivalent coupling group.
  • the divalent linking group in Q include an alkylene group having 1 to 10 carbon atoms, an arylene group, a —CONH— group, a —COO— group, an ether group having 1 to 10 carbon atoms (—R′—OR).
  • R 'and R each independently represents an alkylene group) and combinations thereof.
  • Q in the general formula (2) is preferably a divalent linking group containing a —CONH— group or a —COO— group.
  • the divalent organic group R 12 in the general formula (2) is an alkylene group having 1 to 8 carbon atoms, — [CH (R 15 ) —CH (R 16 ) —O] x —CH (R 15 ) —CH (R 16 ) — or — [(CH 2 ) y —O] z — (CH 2 ) y —.
  • the alkylene group having 1 to 8 carbon atoms may be linear or branched.
  • R 15 and R 16 are each independently a hydrogen atom or a methyl group.
  • R 12 is preferably an alkylene group having 1 to 8 carbon atoms from the viewpoint of dispersibility. Among them, R 12 is more preferably a methylene group, an ethylene group, a propylene group, or a butylene group. Groups are more preferred.
  • Examples of the cyclic structure formed by combining R 13 and R 14 in the general formula (2) include a 5- to 7-membered nitrogen-containing heterocyclic monocycle or a condensed ring formed by condensing two of these. It is done.
  • the nitrogen-containing heterocycle preferably has no aromaticity, more preferably a saturated ring.
  • Examples of the repeating unit represented by the general formula (2) include alkyl group-substituted amino such as dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and diethylaminopropyl (meth) acrylate.
  • alkyl group-substituted amino such as dimethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and diethylaminopropyl (meth) acrylate.
  • Examples include group-containing (meth) acrylates, alkyl group-substituted amino group-containing (meth) acrylamides such as dimethylaminoethyl (meth) acrylamide, dimethylaminopropyl (meth) acrylamide, and the like
  • dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and dimethylaminopropyl (meth) acrylamide can be preferably used in terms of improving dispersibility and dispersion stability.
  • the polymer having the structural unit represented by the general formula (2) it is preferable that three or more structural units represented by the general formula (2) are included.
  • it is preferably 3 to 100, more preferably 3 to 50, and even more preferably 3 to 30.
  • the pigment adsorbability is further improved at the salt forming site, the pigment dispersion stability, the development residue It is preferable from the viewpoint of excellent suppression and solvent resolubility.
  • R a represents a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, an optionally substituted phenyl group or benzyl group, or —O—.
  • R e represents R e , a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a vinyl group, an optionally substituted phenyl group or benzyl group, or C 1 to 4 carbon atoms.
  • R b , R b ′ , and R b ′′ each independently have a hydrogen atom, an acidic group or an ester group thereof, and a substituent.
  • R f is 1 carbon atoms which may have a substituent group to 20 Via a linear, branched or cyclic alkyl group, an optionally substituted vinyl group, an optionally substituted phenyl or benzyl group, or an alkylene group having 1 to 4 carbon atoms (meta ) Represents an acryloyl group, X represents a chlorine atom, a bromine atom, or an iodine atom,
  • R c and R d are each independently a hydrogen atom, a hydroxyl group, Represents a chain, branched or cyclic alkyl group, a vinyl group, an optionally substituted phenyl group or benzyl group, or —O—R e , where R e is a linear or branched group having 1 to 20 carbon atoms.
  • R a , R b , R b ′ , R b ′′ , R c , R d , R e , and R f are linear or branched chains having 1 to 20 carbon atoms.
  • the cyclic alkyl group may be linear or branched, and may contain a cyclic structure, preferably a linear, branched or cyclic alkyl group having 1 to 15 carbon atoms. More preferred are linear, branched or cyclic alkyl groups having 1 to 8 carbon atoms.
  • examples of the substituent of the phenyl group or benzyl group that may have a substituent include an alkyl group having 1 to 5 carbon atoms and an acyl group. And an acyloxy group.
  • examples of the substituent of the phenyl group or benzyl group which may have a substituent include an acidic group or an ester group thereof, 5 alkyl groups, acyl groups, acyloxy groups and the like.
  • examples of the substituent of the phenyl group or benzyl group which may have a substituent include an acidic group or an ester group thereof, 5 alkyl groups, acyl groups, acyloxy groups and the like.
  • R b , R b ′ , R b ′′ , and R f as a substituent for a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms which may have a substituent, or a vinyl group Includes an acidic group or an ester group thereof, a phenyl group, an acyl group, an acyloxy group, and the like.
  • the acidic group refers to a group that exhibits acidity by releasing protons in water.
  • the acidic group include a carboxy group (—COOH), A sulfo group (—SO 3 H), a phosphono group (—P ( ⁇ O) (OH) 2 ), a phosphinico group (> P ( ⁇ O) (OH)), a boronic acid group (—B (OH) 2 ), A borinic acid group (> BOH) and the like, and an anion in which a hydrogen atom is dissociated such as a carboxylate group (—COO ⁇ ), and a salt of an alkali metal ion such as sodium ion or potassium ion and a salt It may be an acid salt formed.
  • the ester group of the acidic group carboxylic acid ester (—COOR), sulfonic acid ester (—SO 3 R), phosphoric acid ester (—P ( ⁇ O) (OR) 2 ), (> P ( ⁇ O ) (OR)), boronic acid ester (—B (OR) 2 ), borinic acid ester (> BOR) and the like.
  • the acidic ester group is preferably a carboxylic acid ester (—COOR) from the viewpoint of dispersibility and dispersion stability.
  • R is a hydrocarbon group and is not particularly limited. However, from the viewpoint of dispersibility and dispersion stability, an alkyl group having 1 to 5 carbon atoms is preferable, and a methyl group or an ethyl group is preferable. More preferably.
  • the compound of the general formula (II) includes a carboxy group, a boronic acid group, a borinic acid group, anions thereof, and alkali metal salts thereof from the viewpoints of dispersibility, dispersion stability, alkali developability, and development residue suppression. It is preferable to have one or more functional groups selected from these esters, and among them, it is more preferable to have a functional group selected from a carboxy group, a carboxylate group, a carboxylic acid group, and a carboxylic acid ester. .
  • both the acidic group equivalent side and the halogen atom side hydrocarbon of the compound have terminal nitrogen.
  • the terminal nitrogen site and the halogen atom-side hydrocarbon form a salt more stably than when the terminal nitrogen site and an acidic group form a salt.
  • a dispersibility and dispersion stability improve because a pigment adsorb
  • the compound of the general formula (II) When the compound of the general formula (II) has the acidic group or the like, it may have two or more acidic groups or the like. When two or more acidic groups or the like are included, the plurality of acidic groups or the like may be the same or different.
  • the number of the acidic groups etc. contained in the compound of the general formula (II) is preferably 1 to 3, more preferably 1 to 2, and still more preferably 1.
  • R a in the general formula (I) at least one of R b , R b ′ , and R b ′′ in the general formula (II), and at least one of R c and R d in the general formula (III)
  • the affinity with the skeleton of the pigment described later is improved, the dispersibility and dispersion stability of the pigment are excellent, and a colored composition having excellent contrast can be obtained. It is preferable because it can be performed.
  • the molecular weight of one or more compounds selected from the group consisting of the above general formulas (I) to (III) is preferably 1000 or less, particularly 50 to 800, from the viewpoint of improving pigment dispersibility. More preferably, it is preferably 50 to 400, more preferably 80 to 350, and most preferably 100 to 330.
  • Examples of the compound represented by the general formula (I) include benzene sulfonic acid, vinyl sulfonic acid, methane sulfonic acid, p-toluene sulfonic acid, monomethyl sulfuric acid, monoethyl sulfuric acid, mono n-propyl sulfuric acid and the like.
  • a hydrate such as p-toluenesulfonic acid monohydrate may be used.
  • Examples of the compound represented by the general formula (II) include methyl chloride, methyl bromide, ethyl chloride, ethyl bromide, methyl iodide, ethyl iodide, n-butyl chloride, hexyl chloride, octyl chloride, dodecyl chloride, Tetradecyl chloride, hexadecyl chloride, phenethyl chloride, benzyl chloride, benzyl bromide, benzyl iodide, chlorobenzene, ⁇ -chlorophenylacetic acid, ⁇ -bromophenylacetic acid, ⁇ -iodophenylacetic acid, 4-chloromethylbenzoic acid, 4-bromomethyl
  • Examples include benzoic acid, 4-iodophenylbenzoic acid, chloroacetic acid, bromoacetic acid, iodoacetic acid, methyl ⁇
  • Examples of the compound represented by the general formula (III) include monobutyl phosphoric acid, dibutyl phosphoric acid, methyl phosphoric acid, dibenzyl phosphoric acid, diphenyl phosphoric acid, phenylphosphinic acid, phenylphosphonic acid, dimethacryloyloxyethyl acid phosphate and the like. .
  • groups consisting of the general formulas (I) to (III) phenylphosphinic acid, phenylphosphonic acid, dimethacryloyloxyethyl acid phosphate, dibutyl phosphoric acid, benzyl chloride, benzyl bromide, vinyl sulfone are particularly excellent in dispersion stability.
  • One or more selected from the group consisting of acids and p-toluenesulfonic acid monohydrate is preferable, among which phenylphosphinic acid, phenylphosphonic acid, benzyl chloride, benzylbromide, and p-toluenesulfonic acid monohydrate It is preferable to use one or more selected from the group consisting of products. Moreover, it is represented by the general formula (II) having an acidic group and its ester group from the viewpoint that the effect of suppressing development residue is improved by combination with a block copolymer having excellent dispersion stability and an acid value described later.
  • ⁇ -chlorophenylacetic acid ⁇ -bromophenylacetic acid, ⁇ -iodophenylacetic acid, 4-chloromethylbenzoic acid, 4-bromomethylbenzoic acid, and 4-iodophenylbenzoic acid, among others.
  • One or more selected from the group is also preferably used.
  • the content of one or more compounds selected from the group consisting of the general formulas (I) to (III) is represented by the general formula (2). Since the terminal structural unit represented by the structural unit is salted with the terminal structural unit represented by the general formula (2), the general formula (2) One or more compounds selected from the group consisting of I) to (III) are preferably 0.01 mol or more, more preferably 0.1 mol or more, and 0.2 mol or more. Is more preferably 0.3 mol or more. When it is at least the above lower limit value, the effect of improving the pigment dispersibility by salt formation is likely to be obtained.
  • it is preferably 1 mol or less, more preferably 0.8 mol or less, further preferably 0.7 mol or less, and particularly preferably 0.6 mol or less.
  • it is not more than the above upper limit value, it can be excellent in development adhesion and solvent re-solubility.
  • One or more compounds selected from the group consisting of the general formulas (I) to (III) may be used alone or in combination of two or more. When combining 2 or more types, it is preferable that the total content is in the above range.
  • the polymer having the structural unit represented by the general formula (2) preferably further includes a portion having solvent affinity from the viewpoint of improving dispersibility.
  • the solvent affinity site among monomers having an ethylenically unsaturated bond that can be polymerized with the monomer that derives the structural unit represented by the general formula (2), the solvent affinity may be selected depending on the solvent. It is preferable to select and use as appropriate. As a standard, it is preferable to introduce a solvent-affinity site so that the solubility of the polymer at 23 ° C. is 50 (g / 100 g solvent) or more with respect to the solvent used in combination.
  • the dispersibility and dispersion stability of the pigment and the heat resistance of the resin composition can be improved, and a high-brightness and high-contrast colored layer can be formed.
  • Graft copolymers are preferred and block copolymers are particularly preferred. Hereinafter, particularly preferred block copolymers will be described in detail.
  • Block copolymer Assuming that the block containing the structural unit represented by the general formula (2) is an A block, the structural unit represented by the general formula (2) is basic and the A block has an adsorption site for the pigment. Function. Further, at least a part of the terminal nitrogen moiety of the structural unit represented by the general formula (2) and one or more compounds selected from the group consisting of the general formulas (I) to (III) are salts. Is formed, the salt-forming part functions as a stronger adsorption site for the pigment. On the other hand, the B block not containing the structural unit represented by the general formula (2) functions as a block having solvent affinity. Therefore, the block copolymer used in the present invention functions as a pigment dispersant by sharing the function between the pigment and the adsorbing A block and the B block having solvent affinity.
  • the A block is a block including the structural unit represented by the general formula (2), but the structural unit represented by the general formula (2) is as described above, and thus the description thereof is omitted here.
  • the structural unit represented by the general formula (2) it is preferable that three or more structural units represented by the general formula (2) are included. Among these, from the viewpoint of improving dispersibility and dispersion stability, it is preferably 3 to 100, more preferably 3 to 50, and even more preferably 3 to 30.
  • the structural unit represented by the general formula (2) only needs to function as a pigment adsorption site, and may be composed of one kind or may contain two or more kinds of structural units.
  • the A block may have a structural unit other than the structural unit represented by the general formula (2) within the scope of achieving the object of the present invention, and may share the structural unit represented by the general formula (2).
  • Any polymerizable structural unit can be contained.
  • the structural unit other than the structural unit represented by the general formula (2) that may be contained in the basic block part specifically, for example, a structural unit represented by the general formula (3) described later, etc. Is mentioned.
  • the content of the structural unit represented by the general formula (2) is 50 to 100% by mass with respect to the total mass of all structural units of the A block. Is preferable, more preferably 80 to 100% by mass, and most preferably 100% by mass.
  • the content rate of the said structural unit is computed from the preparation mass at the time of synthesize
  • the content ratio of the structural unit represented by the general formula (2) in the block copolymer before salt formation is such that all the structural units of the block copolymer are excellent in terms of dispersibility and dispersion stability.
  • the total mass is preferably 5 to 60% by mass, and more preferably 10 to 50% by mass.
  • the content rate of each structural unit in the said block copolymer is computed from the preparation mass at the time of synthesize
  • the structural unit represented by General formula (2) should just have affinity with a pigment, may consist of 1 type, and may contain 2 or more types of structural units. .
  • ⁇ B block ⁇ B block is a block which does not contain the structural unit represented by the said General formula (2).
  • the B block among monomers having an unsaturated double bond that can be copolymerized with the monomer that derives the structural unit represented by the general formula (2), the B block is appropriately selected depending on the solvent so as to have solvophilicity. It is preferable to select and use. As a guideline, it is preferable to introduce the B block so that the solubility of the copolymer at 23 ° C. is 20 (g / 100 g solvent) or more with respect to the solvent used in combination.
  • Examples of the structural unit constituting the B block include a monomer having an unsaturated double bond copolymerizable with the monomer that derives the structural unit represented by the general formula (2).
  • the structural unit represented by (3) is preferred.
  • R 21 is a hydrogen atom or a methyl group
  • Q ′ is a direct bond or a divalent linking group
  • R 22 is a hydrocarbon group, — [CH (R 23 ) —CH (R 24 ) —O] x —R 25 or — [(CH 2 ) y —O] z —R 25
  • each of R 23 and R 24 independently represents a hydrogen atom or a methyl group.
  • R 25 represents a hydrogen atom, a hydrocarbon group, a monovalent group represented by —CHO, —CH 2 CHO, or —CH 2 COOR 26
  • R 26 represents a hydrogen atom or an alkyl having 1 to 5 carbon atoms. It is a group.
  • the hydrocarbon group may have a substituent.
  • x represents an integer of 1 to 18, y represents an integer of 1 to 5, and z represents an integer of 1 to 18.
  • Q ′ is a direct bond or a divalent linking group.
  • the direct bond means that Q ′ has no atom, that is, C (carbon atom) in the general formula (3) and R 22 are bonded without interposing another atom.
  • the divalent linking group may be the same as Q in the general formula (2).
  • Q ′ is preferably a divalent linking group containing a direct bond, —CONH— group, or —COO— group from the viewpoint of solubility in an organic solvent.
  • R 22 represents a hydrocarbon group, — [CH (R 23 ) —CH (R 24 ) —O] x —R 25 or — [(CH 2 ) y —O] z —R 25. Indicates.
  • the hydrocarbon group for R 22 is preferably an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms, an aralkyl group, or an aryl group.
  • the alkyl group having 1 to 18 carbon atoms may be linear, branched or cyclic.
  • the alkenyl group having 2 to 18 carbon atoms may be linear, branched or cyclic.
  • Examples of such an alkenyl group include a vinyl group, an allyl group, and a propenyl group.
  • the position of the double bond of the alkenyl group is not limited, but from the viewpoint of the reactivity of the polymer obtained, it is preferable that there is a double bond at the terminal of the alkenyl group.
  • Examples of the aliphatic hydrocarbon substituent such as an alkyl group or an alkenyl group include a nitro group and a halogen atom.
  • aryl group examples include a phenyl group, a biphenyl group, a naphthyl group, a tolyl group, and a xylyl group, and may further have a substituent.
  • the number of carbon atoms in the aryl group is preferably 6 to 24, and more preferably 6 to 12.
  • a benzyl group, a phenethyl group, a naphthylmethyl group, a biphenylmethyl group, etc. are mentioned, Furthermore, you may have a substituent.
  • the number of carbon atoms in the aralkyl group is preferably from 7 to 20, and more preferably from 7 to 14.
  • Examples of the substituent of the aromatic ring such as an aryl group and an aralkyl group include a straight-chain or branched alkyl group having 1 to 4 carbon atoms, an alkenyl group, a nitro group, and a halogen atom.
  • the preferred number of carbon atoms does not include the number of carbon atoms of the substituent.
  • x is an integer of 1 to 18, preferably an integer of 1 to 4, more preferably an integer of 1 to 2
  • y is an integer of 1 to 5, preferably an integer of 1 to 4, more preferably Is 2 or 3.
  • z is an integer of 1 to 18, preferably an integer of 1 to 4, more preferably an integer of 1 to 2.
  • the hydrocarbon group for R 25 can be the same as that shown for R 22 .
  • R 26 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and may be linear, branched or cyclic. Further, R 22 in the structural unit represented by the general formula (3) may be the same or different.
  • the R 22 is preferably selected so as to be excellent in compatibility with the solvent described later.
  • the solvent is generally used as a solvent for the color resin composition for color filters.
  • a commonly used solvent such as glycol ether acetate, ether or ester is used, a methyl group, an ethyl group, an isobutyl group, an n-butyl group, a 2-ethylhexyl group, a benzyl group or the like is preferable.
  • R 22 may be substituted with a substituent such as an alkoxy group, a hydroxyl group, an epoxy group, or an isocyanate group within a range that does not hinder the dispersion performance of the block copolymer.
  • the substituent may be added by reacting with the compound having the substituent.
  • the structural unit represented by the general formula (3) is a group consisting of methacrylic acid, 2-hydroxyethyl methacrylate, and benzyl methacrylate. It is preferable to include one or more selected structural units.
  • the number of structural units constituting the B block is not particularly limited, but is preferably 10 to 300 from the viewpoint that the solvent affinity site and the pigment adsorption site effectively act and improve the dispersibility of the pigment. More preferably, the number is 10 to 100, and even more preferably 10 to 70.
  • the content ratio of the structural unit represented by the general formula (3) is based on the total mass of all the structural units of the B block from the viewpoint of improving the solvent-solubility and pigment dispersibility.
  • it is preferably 50 to 100% by mass, and more preferably 70 to 100% by mass.
  • the content rate of the said structural unit is computed from the preparation mass at the time of synthesize
  • the content ratio of the structural unit represented by the general formula (3) in the block copolymer before salt formation is such that all the structural units of the block copolymer are improved from the viewpoint of improving pigment dispersibility and dispersion stability.
  • the total mass is preferably 40 to 95% by mass, more preferably 50 to 90% by mass.
  • the content rate of the said structural unit is computed from the preparation mass at the time of synthesize
  • the B block may be appropriately selected from structural units so as to function as a solvophilic moiety, and the structural unit represented by the general formula (3) may be composed of one kind, or two or more kinds.
  • the structural unit may be included. Two or more structural units included in the B block may be randomly arranged in the block.
  • the weight average molecular weight Mw of the copolymer is not particularly limited, but is preferably 1000 to 20000, more preferably 2000 to 15000 from the viewpoint of improving pigment dispersibility and dispersion stability. Further, it is more preferably 3000 to 12000.
  • the weight average molecular weight is determined as a standard polystyrene conversion value by (Mw) and gel permeation chromatography (GPC).
  • the weight average molecular weight Mw of the block copolymer is determined as a standard polystyrene conversion value by GPC (gel permeation chromatography).
  • HLC-8120GPC manufactured by Tosoh Corporation was used, the elution solvent was N-methylpyrrolidone to which 0.01 mol / liter of lithium bromide was added, and polystyrene standards for calibration curves were Mw377400, 210500, 96000, 50400. , 20650, 10850, 5460, 2930, 1300, 580 (Easy PS-2 series manufactured by Polymer Laboratories) and Mw1090000 (manufactured by Tosoh Corporation), and TSK-GEL ALPHA-M ⁇ 2 (Tosoh Corporation) (Made by Co., Ltd.).
  • each block of the block copolymer is not particularly limited, and for example, an AB block copolymer, an ABA block copolymer, a BAB block copolymer, and the like can be used.
  • an AB block copolymer or an ABA block copolymer is preferable in terms of excellent dispersibility.
  • the method for producing the block copolymer is not particularly limited. Although a block copolymer can be produced by a known method, it is preferable to produce it by a living polymerization method.
  • the salt type block copolymer can be prepared from the above general formulas (I) to (III) in a solvent in which a polymer having the structural unit represented by the general formula (2) is dissolved or dispersed.
  • a solvent in which a polymer having the structural unit represented by the general formula (2) is dissolved or dispersed.
  • examples thereof include a method of adding one or more compounds selected from the group consisting of stirring and further heating if necessary.
  • the terminal nitrogen moiety of the structural unit represented by the general formula (2) of the polymer having the structural unit represented by the general formula (I) and the general formulas (I) to (III) The fact that one or more compounds selected from the group form a salt and the proportion thereof can be confirmed by a known method such as NMR.
  • the alkali-soluble resin in the present invention has an acidic group, acts as a binder resin, and is suitably selected from developers used for pattern formation, particularly preferably those that are soluble in an alkali developer. Can be used.
  • the acid value of the alkali-soluble resin is not particularly limited. From the viewpoint of improving the temporal stability such as dispersion stability and improving the heat resistance of the colored layer obtained from the resin composition, a resin having an acid value of 30 mgKOH / g or more and 300 mgKOH / g or less is used as the alkali-soluble resin. It is preferable.
  • the acid value represents the mass (mg) of KOH required to neutralize 1 g of solid content, and is a value determined by potentiometric titration according to JIS K 0070: 1992.
  • a preferred alkali-soluble resin in the present invention is a resin having a carboxy group as an acidic group, specifically, an acrylic copolymer having a carboxy group, an epoxy (meth) acrylate resin having a carboxy group, and a carboxy group.
  • examples thereof include polyamideimide resin.
  • particularly preferred are those having a carboxy group in the side chain and further having a photopolymerizable functional group such as an ethylenically unsaturated bond group in the side chain. This is because the film strength of the cured film formed by containing the photopolymerizable functional group is improved.
  • An alkali-soluble resin in which an ethylenically unsaturated bond group is introduced into a side chain for example, by adding an ethylenically unsaturated compound having a reactive functional group such as a glycidyl group or a hydroxyl group to the resin having a carboxy group.
  • an ethylenically unsaturated compound having a reactive functional group such as a glycidyl group or a hydroxyl group.
  • two or more kinds of alkali-soluble resins selected from the group consisting of acrylic copolymers having carboxy groups, epoxy acrylate resins having carboxy groups, and polyamideimide resins having carboxy groups are used. Also good.
  • An acrylic copolymer having a carboxy group is obtained by copolymerizing a carboxy group-containing ethylenically unsaturated monomer and another ethylenically unsaturated monomer.
  • acrylic copolymer having a carboxy group examples include those described in JP 2013-029832 A, and specific examples thereof include, for example, methyl (meth) acrylate, ethyl (meth) Examples thereof include a copolymer comprising an ethylenically unsaturated monomer having no carboxy group such as acrylate and styrene, and one or more selected from (meth) acrylic acid and anhydrides thereof.
  • a polymer having an ethylenically unsaturated bond introduced by adding an ethylenically unsaturated compound having a reactive functional group such as a glycidyl group or a hydroxyl group to the above copolymer can be exemplified, but the present invention is not limited thereto. Is not to be done.
  • the monomer having no carboxy group preferably has a hydrocarbon ring.
  • a hydrocarbon ring By including a bulky hydrocarbon ring in the colored layer, the solvent resistance and heat resistance of the obtained colored layer are increased.
  • hydrocarbon rings include aliphatic hydrocarbon rings that may have a substituent, aromatic hydrocarbon rings that may have a substituent, and combinations thereof. May have a substituent such as an alkyl group, a carbonyl group, a carboxy group, an oxycarbonyl group, an amide group, a hydroxyl group, a nitro group, an amino group, or a halogen atom.
  • the hydrocarbon ring may be contained as a monovalent group or a divalent or higher group.
  • hydrocarbon ring examples include aliphatic hydrocarbons such as cyclopropane, cyclobutane, cyclopentane, cyclohexane, norbornane, tricyclo [5.2.1.0 (2,6)] decane (dicyclopentane), and adamantane.
  • Ring aromatic hydrocarbon ring such as benzene, naphthalene, anthracene, phenanthrene, fluorene, etc .; chain polycycle such as biphenyl, terphenyl, diphenylmethane, triphenylmethane, stilbene, cardo structure (9,9-diarylfluorene), etc. Is mentioned.
  • hydrocarbon ring When an aliphatic hydrocarbon ring is included as the hydrocarbon ring, it is preferable from the viewpoint of improving the heat resistance and adhesion of the colored layer and improving the luminance of the obtained colored layer.
  • the alkali-soluble resin preferably has a bridged cyclic hydrocarbon ring, which is an aliphatic hydrocarbon ring having a structure in which two or more rings share two or more atoms.
  • Specific examples of the bridged cyclic hydrocarbon ring include norbornane, isobornane, adamantane, tricyclo [5.2.1.0 (2,6)] decane, tricyclo [5.2.1.0 (2,6)].
  • Decene, tricyclopentene, tricyclopentane, tricyclopentadiene, dicyclopentadiene; groups in which a part of these groups are substituted with a substituent are mentioned.
  • substituents examples include an alkyl group, a cycloalkyl group, an alkylcycloalkyl group, a hydroxyl group, a carbonyl group, a nitro group, an amino group, and a halogen atom.
  • the lower limit of the number of carbon atoms in the crosslinked cyclic hydrocarbon ring is preferably 5 or more, and particularly preferably 7 or more, from the viewpoint of compatibility with other materials and solubility in an alkali developer.
  • the upper limit is preferably 12 or less, and particularly preferably 10 or less.
  • the copolymerization ratio of the carboxy group-containing ethylenically unsaturated monomer in the carboxy group-containing copolymer is usually 5 to 50% by mass, preferably 10 to 40% by mass.
  • the copolymerization ratio of the carboxy group-containing ethylenically unsaturated monomer is less than 5% by mass, the solubility of the resulting coating film in an alkaline developer is lowered, and pattern formation becomes difficult.
  • the copolymerization ratio exceeds 50% by mass, there is a tendency that the formed pattern is easily dropped from the substrate or the pattern surface is roughened during development with an alkali developer.
  • the acid value of the carboxy group-containing copolymer is preferably 30 mgKOH / g or more and 200 mgKOH / g or less, more preferably 50 mgKOH / g or more and 150 mgKOH / g or less, and 60 mgKOH / g or more and 120 mgmgKOH / g or less. Even more preferably.
  • the preferred weight average molecular weight (Mw) of the carboxy group-containing copolymer is preferably in the range of 1,000 to 50,000, more preferably 3,000 to 20,000. If it is less than 1,000, the binder function after curing may be remarkably lowered. If it exceeds 50,000, pattern formation may be difficult during development with an alkali developer.
  • the weight average molecular weight (Mw) of the alkali-soluble resin can be measured by a Shodex GPC System-21H using polystyrene as a standard substance and THF as an eluent.
  • Acrylate compounds are suitable.
  • the acid value of the epoxy (meth) acrylate resin having a carboxy group is preferably 30 mgKOH / g or more and 200 mgKOH / g or less, more preferably 50 mgKOH / g or more and 150 mgKOH / g or less, and 60 mgKOH / g or more. More preferably, it is 120 mgmgKOH / g or less.
  • the epoxy compound, the unsaturated group-containing monocarboxylic acid, and the acid anhydride for preparing the epoxy (meth) acrylate resin having a carboxy group can be appropriately selected from known ones.
  • the polyamideimide resin having a carboxy group is not particularly limited, but from the viewpoint of developability, it is preferably 90 mgKOH / g or more, more preferably 110 mgKOH / g or more, and still more. It is preferable that it is 130 mgKOH / g or more.
  • the acid value of the polyamideimide resin having a carboxy group is preferably 300 KOHmg / g or less, and more preferably 250 KOHmg / g or less, from the viewpoint of suppression of water stain and excellent stability of the colored resin composition. preferable.
  • polyamide-imide resin having a carboxy group it is possible to form a colored layer with improved brightness and contrast, easily develop a colored resin composition for a color filter having good developability and suppressing occurrence of water stain after development.
  • it is preferably a polyamideimide resin having a repeating unit represented by the following general formula (A).
  • each Ra independently represents a residue of a divalent aliphatic diisocyanate
  • Rb is a structural unit represented by the following general formula (B1), (B2) or (B3)
  • Rc is represented by the following general formula (C1), (C2), (C3), (C4), (C5), (C6), (C7), (C8), (C9), or (C10).
  • the plurality of Ra, Rb and Rc present in the polyamideimide resin may be the same or different, and at least one of Rb is represented by the following general formula (B1) or ( B2) is a structural unit and includes an acidic group in at least one of Rc and the resin terminal, n represents the number of repeating units and is 1 or more.
  • each Rd is independently an aromatic or aliphatic tricarboxylic acid residue or tetracarboxylic acid residue which may have a substituent having 6 to 20 carbon atoms. Represents a residue obtained by removing a hydroxyl group from an alcohol compound.
  • Residues of aliphatic diisocyanates, aromatic or aliphatic tricarboxylic acid residues or tetracarboxylic acid residues which may have a substituent having 6 to 20 carbon atoms in the repeating unit represented by the general formula (A) May be introduced by appropriately selecting aliphatic diisocyanates, aromatic or aliphatic tricarboxylic acids or tetracarboxylic acids which may have a substituent having 6 to 20 carbon atoms. It is not limited to the following examples.
  • divalent aliphatic diisocyanates examples include linear aliphatic diisocyanates and cycloaliphatic diisocyanates.
  • HDI hexamethylene diisocyanate
  • HMDI trimethylhexamethylene diisocyanate
  • IPDI isophorone diisocyanate
  • Examples include 4,4′-dicyclohexylmethane diisocyanate, hydrogenated tolylene diisocyanate (HTDI), hydrogenated xylene diisocyanate (HXDI), norbornane diisocyanate (NBDI), hydrogenated diphenylmethane diisocyanate, and the like.
  • each Ra is preferably a residue of a divalent cycloaliphatic diisocyanate from the viewpoint of further improving the brightness of the colored layer and suppressing the occurrence of water stain.
  • Ra is preferably a residue of isophorone diisocyanate from the viewpoint of further improving the luminance of the colored layer and suppressing the occurrence of water stain.
  • Examples of the aromatic tricarboxylic acid anhydride which may have a substituent having 6 to 20 carbon atoms include trimellitic anhydride and naphthalene-1,2,4-tricarboxylic acid anhydride.
  • Examples of the aliphatic tricarboxylic acid anhydride having a substituent having 6 to 20 carbon atoms include linear aliphatic tricarboxylic acid anhydrides and cyclic aliphatic tricarboxylic acid anhydrides, such as propane tricarboxylic acid.
  • Anhydride, cyclohexanetricarboxylic acid anhydride, methylcyclohexanetricarboxylic acid anhydride, cyclohexentricarboxylic acid anhydride, methylcyclohexentricarboxylic acid anhydride and the like can be mentioned.
  • aromatic or aliphatic tetracarboxylic anhydride that may have a substituent having 6 to 20 carbon atoms include pyromellitic dianhydride, benzophenone-3,3 ′, 4,4′- Examples thereof include tetracarboxylic dianhydride and cyclohexane-1,2,4,5-tetracarboxylic dianhydride.
  • the polyamideimide resin having a repeating unit represented by the general formula (A) can be prepared by referring to, for example, International Publication No. 2015/008744.
  • the polyamide-imide resin contains an unsaturated double bond group from the viewpoint that a colored layer with improved luminance and contrast can be formed and the remaining film ratio of the colored layer is further improved.
  • An ethylenically unsaturated bond group can be introduced, for example, by adding an ethylenically unsaturated compound having a reactive functional group such as a glycidyl group or a hydroxyl group to the carboxyl group of the polyamideimide resin.
  • the alkali-soluble resin used in the present invention may contain a polyamideimide resin having a carboxy group, and in particular, may contain a polyamideimide resin having a repeating unit represented by the general formula (A). This is preferable because the absolute value of the phase difference can be easily reduced.
  • the alkali-soluble resin used in the present invention contains an acrylic copolymer having an acid value of 50 KOHmg / g or more and the polyamide-imide resin having the carboxy group, thereby reducing the absolute value of the retardation.
  • the alkali-soluble resin used in the colored resin composition for color filters may be used alone or in combination of two or more, and the content is not particularly limited, but for color filters.
  • the alkali-soluble resin is preferably in the range of 5 to 60% by mass, more preferably 10 to 40% by mass, based on the total solid content of the colored resin composition. If the content of the alkali-soluble resin is less than the above lower limit, sufficient alkali developability may not be obtained, and if the content of the alkali-soluble resin is more than the above upper limit, the film may be rough during development. Pattern chipping may occur.
  • the solid content is everything except the above-mentioned solvent, and includes a liquid polyfunctional monomer.
  • the monomer used in the colored fat composition for a color filter is not particularly limited as long as it can be polymerized by a photoinitiator described later, and usually a compound having an ethylenically unsaturated double bond is used. It preferably has an acryloyl group or a methacryloyl group. Moreover, it is preferable that the polyfunctional (meth) acrylate which has 2 or more of ethylenically unsaturated double bonds is included. Such polyfunctional (meth) acrylate may be appropriately selected from conventionally known ones. Specific examples include those described in JP2013-029832A.
  • polyfunctional monomer has three (trifunctional) or more of the double bond which can superpose
  • dipentaerythritol penta (meth) acrylate modified with succinic acid, dipentaerythritol hexa (meth) acrylate, and the like are particularly preferable.
  • the content of the monomer used in the colored resin composition for color filters is not particularly limited, but the monomer is preferably 5 to 60% by mass, more preferably based on the total solid content of the colored resin composition for color filter. It is within the range of 10 to 40% by mass. If the monomer content is less than the above lower limit, photocuring will not proceed sufficiently, and the exposed part may be eluted during development, and if the monomer content is greater than the above upper limit, alkali developability may be reduced. There is.
  • the pigment concentration is high, it is preferable to further contain an alkylene oxide-modified monomer in order to improve the development solubility.
  • trimethylolpropane PO-modified triacrylate, trimethylolpropane EO-modified triacrylate examples thereof include acrylate, isocyanuric acid EO-modified triacrylate, and diglycerin EO-modified acrylate. Of these, diglycerin EO-modified acrylate and trimethylolpropane EO-modified triacrylate are particularly preferable.
  • EO-modified means having a block structure of ethylene oxide units (—CH 2 —CH 2 —O—), and “PO-modified” means propylene oxide units (—CH 2 —CH (CH 3 )). -O-) having a block structure.
  • the addition amount of the alkylene oxide-modified monomer can be adjusted as appropriate, but it is preferably added in the range of 5 to 100% by mass with respect to the total amount of monomers from the viewpoint of the balance between development solubility and curability.
  • ⁇ Initiator> There is no restriction
  • water stain refers to this phenomenon in which a trace of water stain is generated after rinsing with pure water after alkali development. Such a water stain disappears after post-baking, so there is no problem as a product. Arise. Therefore, if the inspection sensitivity of the inspection apparatus is lowered in the appearance inspection, the yield of the final color filter product is lowered as a result, which becomes a problem.
  • oxime ester-based photoinitiator those having an aromatic ring are preferable from the viewpoint of reducing contamination of the colored resin composition for color filters and degradation of the apparatus due to decomposition products, and having condensed rings including aromatic rings. More preferred are those having a condensed ring containing a benzene ring and a heterocycle.
  • oxime ester photoinitiators examples include 1,2-octadion-1- [4- (phenylthio)-, 2- (o-benzoyloxime)], ethanone, 1- [9-ethyl-6- (2-methyl) Benzoyl) -9H-carbazol-3-yl]-, 1- (o-acetyloxime), JP 2000-80068 A, JP 2001-233842 A, Special Table 2010-527339, Special Table 2010-527338, It can be appropriately selected from oxime ester photoinitiators described in JP2013-041153A.
  • Irgacure OXE-01 having a carbazole skeleton Irgacure OXE-02, Irgacure OXE-03 (above, manufactured by BASF), Adeka Arcles N-1919, Adeka Arcles NCI-831 (above, made by ADEKA) TR-PBG-304, TR-PBG-326 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), Adeka Arcles NCI-930 (manufactured by ADEKA) having a diphenyl sulfide skeleton, TR-PBG-345, TR-PBG -3057 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), TR-PBG-365 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.) having a fluorene skeleton, etc. may be used.
  • an oxime ester photoinitiator having a diphenyl sulfide skeleton or a fluorene skeleton from the viewpoint of luminance. It is preferable to use an oxime ester photoinitiator having a carbazole skeleton from the viewpoint of high sensitivity. Moreover, it is preferable to use two or more kinds of oxime ester photoinitiators in terms of easily improving development resistance and having a high effect of suppressing the occurrence of water stain.
  • two types of oxime ester photoinitiators having a diphenyl sulfide skeleton or a combination of an oxime ester photoinitiator having a diphenyl sulfide skeleton and an oxime ester photoinitiator having a fluorene skeleton tend to increase the brightness. From the viewpoint of high heat resistance.
  • a photoinitiator having a tertiary amine structure in combination with the oxime ester photoinitiator from the viewpoint of improving sensitivity. Since the photoinitiator having a tertiary amine structure has a tertiary amine structure that is an oxygen quencher in the molecule, radicals generated from the initiator are hardly deactivated by oxygen, and sensitivity can be improved. is there.
  • Examples of commercially available photoinitiators having the tertiary amine structure include 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one (for example, Irgacure 907, manufactured by BASF), 2-benzyl-2- (dimethylamino) -1- (4-morpholinophenyl) -1-butanone (eg Irgacure 369, manufactured by BASF), 4,4′-bis (diethylamino) benzophenone (eg Hycure ABP, Kawaguchi Pharmaceutical).
  • 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one for example, Irgacure 907, manufactured by BASF
  • 2-benzyl-2- (dimethylamino) -1- (4-morpholinophenyl) -1-butanone eg Irgacure 369, manufactured by BASF
  • the content of the photoinitiator used in the colored resin composition for a color filter is not particularly limited, but the photoinitiator is preferably 0.1 to 12 mass with respect to the total solid content of the colored resin composition for the color filter. %, More preferably in the range of 0.6 to 8% by weight. If this content is less than the above lower limit, the photocuring will not proceed sufficiently, and the exposed part may be eluted during development, while if it exceeds the above upper limit, the yellowing of the resulting colored layer will become strong and the luminance will be high. May decrease.
  • the solvent used in the present invention is not particularly limited as long as it is an organic solvent that does not react with each component in the colored resin composition and can dissolve or disperse them.
  • a solvent can be used individually or in combination of 2 or more types.
  • Specific examples of the solvent include alcohol solvents such as methyl alcohol, ethyl alcohol, N-propyl alcohol, i-propyl alcohol, methoxy alcohol, and ethoxy alcohol; carbitol solvents such as methoxyethoxyethanol and ethoxyethoxyethanol; Ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl methoxypropionate, ethyl 3-ethoxypropionate, ethyl lactate, methyl hydroxypropionate, ethyl hydroxypropionate, n-butyl acetate, isobutyl acetate, isobutyl butyrate, n-butyrate Ester solvents such as butyl,
  • glycol ether acetate solvents examples include butyl carbitol acetate solvents, glycol ether solvents, and ester solvents.
  • the solvent used in the present invention propylene glycol monomethyl ether acetate (PGMEA), propylene glycol monomethyl ether, butyl carbitol acetate (BCA), 3-methoxy-3-methyl-1-butyl acetate, 3-ethoxypropionic acid
  • PGMEA propylene glycol monomethyl ether acetate
  • BCA butyl carbitol acetate
  • 3-methoxy-3-methyl-1-butyl acetate 3-ethoxypropionic acid
  • One or more selected from the group consisting of ethyl, ethyl lactate, and 3-methoxybutyl acetate is preferable from the viewpoints of solubility of other components and applicability.
  • ethyl 3-ethoxypropionate, 3-methoxy-3-methylbutyl acetate and the like can be preferably used as the high boiling point solvent having a boiling point of 150 ° C. to 200 ° C., and the pigment concentration is 30% or more.
  • the high boiling point solvent is preferably contained in an amount of 0 to 40% by mass, more preferably 0 to 30% by mass, based on the total amount of the solvent.
  • the colored resin composition for a color filter may contain various additives as necessary.
  • the additive include an antioxidant, a polymerization terminator, a chain transfer agent, a leveling agent, a plasticizer, a surfactant, an antifoaming agent, a silane coupling agent, an ultraviolet absorber, and an adhesion promoter. Can be mentioned. Moreover, you may contain coloring materials, such as dye, in the range which does not impair the effect of this invention.
  • the colored resin composition for a color filter of the present invention further contains an antioxidant.
  • the antioxidant may be appropriately selected from conventionally known antioxidants. Specific examples of antioxidants include, for example, hindered phenol antioxidants, amine antioxidants, phosphorus antioxidants, sulfur antioxidants, hydrazine antioxidants, and the like. From the viewpoint, it is preferable to use a hindered phenol-based antioxidant. It may be a latent antioxidant as described in WO2014 / 021023.
  • hindered phenol-based antioxidant for example, pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] (trade name: trade name: IRGANOX 1010, manufactured by BASF), 1,3,5-tris (3,5-di-tert-butyl-4-hydroxybenzyl) isocyanurate (trade name: Irganox 3114, manufactured by BASF), 2,4,6-tris (4-hydroxy-3 , 5-di-tert-butylbenzyl) mesitylene (trade name: Irganox 1330, manufactured by BASF), 2,2′-methylenebis (6-tert-butyl-4-methylphenol) (trade name: Sumilyzer MDP-S, Manufactured by Sumitomo Chemical Co., Ltd., 6,6'-thiobis (2-tert-butyl-4-methylphenol) (Trade name: Irganox 1081, manufactured
  • pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate] (trade name: trade name: IRGANOX1010, manufactured by BASF) is preferable from the viewpoint of heat resistance and light resistance. .
  • the colored resin composition for a color filter of the present invention contains, as a photosensitive colored resin composition, a combination of the oxime ester photoinitiator and an antioxidant with a synergistic effect, and during development, accompany it. It is preferable from the viewpoint that chipping and peeling during development are less likely to occur, and color unevenness due to irregular reflection of light when the colored layer is viewed from an oblique direction is further less likely to occur.
  • the colored resin composition for a color filter of the present invention contains the red pigment, so that the pigment concentration tends to be high, and it is preferable that the colored resin composition is combined in view of the above-described problem.
  • antioxidant is 0.1 mass part or more and 10.0 mass part or less with respect to 100 mass parts of total solids in a colored resin composition, 0.5 It is more preferable that the amount is not less than 5.0 parts by mass. If it is more than the said lower limit, it is excellent in heat resistance and light resistance. On the other hand, if it is below the said upper limit, the colored resin composition of this invention can be made into a highly sensitive photosensitive resin composition.
  • the content of the antioxidant is 1 part by mass of the antioxidant with respect to 100 parts by mass of the total amount of the oxime ester photoinitiator.
  • the amount is preferably 250 parts by mass or less, more preferably 3 parts by mass or more and 80 parts by mass or less, and still more preferably 5 parts by mass or more and 45 parts by mass or less. If it is in the said range, it is excellent in the effect of the said combination.
  • the surfactant and the plasticizer include those described in JP2013-029832A.
  • a dye it can select suitably from well-known dyes and can use it, and an azo dye, an anthraquinone dye, a triphenylmethane dye, a xanthene dye, a phthalocyanine dye, an indigo dye etc. are mentioned as a specific example.
  • the total pigment content is preferably 3 to 65 mass%, more preferably 4 to 60 mass%, based on the total solid content of the colored resin composition for color filters. If it is not less than the above lower limit, the colored layer has a sufficient color density when the colored resin composition for a color filter is applied to a predetermined film thickness (usually 1.0 to 5.0 ⁇ m). Moreover, if it is below the said upper limit, while being excellent in storage stability, the colored layer which has sufficient hardness and adhesiveness with a board
  • the pigment content is 15 to 65% by mass, more preferably 25 to 60% by mass, based on the total solid content of the colored resin composition for color filters. It is preferable to mix
  • the content of the dispersant is not particularly limited as long as it can uniformly disperse the pigment.
  • the content of the dispersant is from 1 to the total solid content of the colored resin composition for a color filter. 40% by mass can be used. Further, it is preferably blended in a proportion of 2 to 30% by mass, particularly preferably 3 to 25% by mass, based on the total solid content of the colored resin composition for color filters.
  • the mass of the dispersing agent is one or more compounds selected from the group consisting of the block copolymer before salt formation and the above general formulas (I) to (III) And the total mass.
  • a solvent suitably in the range which can form a colored layer accurately.
  • it is preferably in the range of 55 to 95% by mass, more preferably in the range of 65 to 88% by mass, based on the total amount of the colored resin composition for color filters containing the solvent.
  • the content of the solvent is within the above range, the coating property can be excellent.
  • the first colored resin composition for color filter has the chromaticity in the XYZ color system of JIS Z8701: 1999 measured using a C light source when the colored layer of the colored resin composition is formed.
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer is preferably from ⁇ 30 nm to 60 nm, more preferably from ⁇ 20 nm to 45 nm, and from ⁇ 10 nm to 20 nm. Is even more preferable.
  • the contrast of the colored layer is preferably 4000 or more, more preferably 5000 or more, and even more preferably 6000 or more.
  • the chromaticity (x, y) is in the range of 0.630 ⁇ x ⁇ 0.665 and 0.326 ⁇ y ⁇ 0.335. The increase in the phase difference is small, and the brightness and contrast can be increased.
  • the second colored resin composition for color filter the pigment is further selected from a red pigment, an orange pigment, and a yellow pigment different from the red pigment represented by the general formula (1).
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer is in the range of ⁇ 30 nm to 120 nm.
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer is preferably ⁇ 30 nm to 60 nm, more preferably ⁇ 20 nm to 45 nm, and more preferably 0 nm to 10 nm. Even more preferred.
  • the contrast of the colored layer is preferably 4000 or more, more preferably 5000 or more, and even more preferably 6000 or more.
  • the chromaticity (x, y) is in the range of 0.630 ⁇ x ⁇ 0.665 and 0.295 ⁇ y ⁇ 0.360. The increase in the phase difference is small, and the brightness and contrast can be increased.
  • the thickness of the colored layer is preferably 0.5 to 5 ⁇ m, and particularly preferably 1 to 3 ⁇ m.
  • the retardation (Rth) of the colored layer can be calculated, for example, by measuring the refractive index at an arbitrary wavelength using a retardation layer measuring apparatus (Axoscan TM Mueller Matrix Polarimeter manufactured by AXOMETRIC).
  • Rth ((Nx + Ny) / 2 ⁇ Nz) d
  • Nx Refractive index in the in-plane slow axis direction
  • Ny Refractive index in the in-plane fast axis direction
  • Nz Refractive index in the thickness direction
  • d Film thickness (nm)
  • the thickness of the colored layer is not particularly limited, but it is preferably measured as 1 to 3 ⁇ m.
  • the production method of the colored resin composition for a color filter of the present invention is not particularly limited.
  • a pigment containing a red pigment represented by the general formula (1) and a structural unit represented by the general formula (2) Add a alkali-soluble resin, a monomer, a photoinitiator, and other components as necessary to a pigment dispersion containing a solvent containing a copolymer and a solvent, and add a known mixing means. It can be obtained by using and mixing.
  • a red pigment dispersion represented by the general formula (1) and, if necessary, a pigment dispersion of another pigment are prepared.
  • the resin, the monomer, the photoinitiator, and other components as required can be obtained by mixing using a known mixing means.
  • the method for preparing the pigment dispersion is not particularly limited as long as the pigment is a method for obtaining a pigment dispersion dispersed in a solvent with the dispersant.
  • the pigment can be dispersed using a conventionally known disperser.
  • the dispersing machine include roll mills such as two rolls and three rolls, ball mills such as a ball mill and a vibration ball mill, bead mills such as a paint conditioner, a continuous disk type bead mill, and a continuous annular type bead mill.
  • the bead diameter to be used is preferably 0.03 to 3.0 mm, more preferably 0.05 to 2.0 mm.
  • preliminary dispersion is performed with 2.0 mm zirconia beads having a relatively large bead diameter, and main dispersion is further performed with 0.1 mm zirconia beads having a relatively small bead diameter. Further, after dispersion, it is preferably filtered through a 0.5 to 2 ⁇ m filter.
  • the color filter according to the present invention is a color filter comprising at least a substrate and a colored layer provided on the substrate, and at least one of the colored layers is a colored resin composition for a color filter according to the present invention. It has a colored layer which is a cured product.
  • FIG. 1 is a schematic sectional view showing an example of the color filter of the present invention.
  • the color filter 10 of the present invention has a substrate 1, a light shielding part 2, and a colored layer 3.
  • At least one of the colored layers used in the color filter of the present invention is a cured product of the colored resin composition for a color filter according to the present invention, that is, a colored layer formed by curing the colored resin composition.
  • the colored layer is usually formed in an opening of a light-shielding part on the substrate to be described later, and is usually composed of a colored pattern of three or more colors.
  • the arrangement of the colored layers is not particularly limited, and for example, a general arrangement such as a stripe type, a mosaic type, a triangle type, or a four-pixel arrangement type can be used.
  • variety, area, etc. of a colored layer can be set arbitrarily.
  • the thickness of the colored layer is appropriately controlled by adjusting the coating method, the solid content concentration, the viscosity, and the like of the colored resin composition for a color filter, but is usually preferably in the range of 1 to 5 ⁇ m.
  • the colored layer can be formed by the following method, for example.
  • a coating means such as a spray coating method, a dip coating method, a bar coating method, a roll coating method, a spin coating method, or a die coating method. Apply to form a wet coating.
  • spin coating and die coating can be preferably used.
  • the wet coating film is dried using a hot plate or oven, it is exposed through a mask having a predetermined pattern, and a cured coating film is obtained by photopolymerizing an alkali-soluble resin and a monomer.
  • the light source used for exposure examples include ultraviolet rays such as a low-pressure mercury lamp, a high-pressure mercury lamp, and a metal halide lamp, and an electron beam.
  • the exposure amount is appropriately adjusted depending on the light source used, the thickness of the coating film, and the like. Further, heat treatment may be performed in order to accelerate the polymerization reaction after exposure.
  • the heating conditions are appropriately selected depending on the blending ratio of each component in the colored resin composition for the color filter to be used, the thickness of the coating film, and the like.
  • a coating film is formed with a desired pattern by melt
  • a solution in which an alkali is dissolved in water or a water-soluble solvent is usually used.
  • An appropriate amount of a surfactant or the like may be added to the alkaline solution.
  • a general method can be adopted as the developing method.
  • the developer is washed and the cured coating film of the photosensitive colored resin composition for color filter is dried to form a colored layer.
  • the heating conditions are not particularly limited and are appropriately selected depending on the application of the coating film.
  • the light shielding part in the color filter of the present invention is formed in a pattern on a substrate to be described later, and can be the same as that used as a light shielding part in a general color filter.
  • the pattern shape of the light shielding portion is not particularly limited, and examples thereof include a stripe shape and a matrix shape.
  • the light shielding part may be a metal thin film such as chromium by sputtering, vacuum deposition or the like.
  • the light shielding part may be a resin layer in which light shielding particles such as carbon fine particles, metal oxides, inorganic pigments, and organic pigments are contained in a resin binder.
  • the thickness of the light shielding part is set to about 0.2 to 0.4 ⁇ m in the case of a metal thin film, and is set to about 0.5 to 2 ⁇ m in the case where a black pigment is dispersed or dissolved in a binder resin. Is done.
  • substrate As the substrate, a transparent substrate or a silicon substrate, which will be described later, or an aluminum, silver, or silver / copper / palladium alloy thin film formed on the substrate is used. On these substrates, another color filter layer, a resin layer, a transistor such as a TFT, a circuit, or the like may be formed.
  • the transparent substrate in the color filter of the present invention is not particularly limited as long as it is a base material transparent to visible light, and a transparent substrate used for a general color filter can be used.
  • transparent flexible rigid materials such as quartz glass, alkali-free glass, and synthetic quartz plates, or transparent flexible flexible materials such as transparent resin films, optical resin plates, and flexible glasses. Materials.
  • the thickness of the transparent substrate is not particularly limited, but for example, a thickness of about 100 ⁇ m to 1 mm can be used according to the use of the color filter of the present invention.
  • the color filter of the present invention includes, for example, an overcoat layer, a transparent electrode layer, an alignment film, an alignment protrusion, a columnar spacer, etc., in addition to the substrate, the light shielding portion, and the colored layer. Also good.
  • the display device includes the color filter according to the present invention.
  • the configuration of the display device is not particularly limited, and can be appropriately selected from conventionally known display devices, such as a liquid crystal display device and an organic light emitting display device.
  • display defects such as liquid crystal orientation disorder due to the electrical characteristics of the green pixel and image sticking phenomenon due to switching threshold deviation are suppressed.
  • the device is preferably selected.
  • the liquid crystal display device of the present invention includes the color filter according to the present invention described above, a counter substrate, and a liquid crystal layer formed between the color filter and the counter substrate.
  • a liquid crystal display device of the present invention will be described with reference to the drawings.
  • FIG. 2 is a schematic diagram illustrating an example of a display device of the present invention, and is a schematic diagram illustrating an example of a liquid crystal display device.
  • the liquid crystal display device 40 of the present invention includes a color filter 10, a counter substrate 20 having a TFT array substrate and the like, and a liquid crystal layer formed between the color filter 10 and the counter substrate 20. 30.
  • the liquid crystal display device of the present invention is not limited to the configuration shown in FIG. 2, but can be a configuration generally known as a liquid crystal display device using a color filter.
  • the driving method of the liquid crystal display device of the present invention is not particularly limited, and a driving method generally used for a liquid crystal display device can be employed. Examples of such a drive method include a TN method, an IPS method, an OCB method, and an MVA method. In the present invention, any of these methods can be preferably used. Further, the counter substrate can be appropriately selected and used according to the driving method of the liquid crystal display device of the present invention. Furthermore, as the liquid crystal constituting the liquid crystal layer, various liquid crystals having different dielectric anisotropy and mixtures thereof can be used according to the driving method of the liquid crystal display device of the present invention.
  • a method for forming a liquid crystal layer a method generally used as a method for producing a liquid crystal cell can be used, and examples thereof include a vacuum injection method and a liquid crystal dropping method.
  • FIG. 3 is a schematic diagram illustrating another example of the display device of the present invention, and is a schematic diagram illustrating an example of an organic light emitting display device.
  • the organic light emitting display device 100 of the present invention includes a color filter 10 and an organic light emitter 80.
  • An organic protective layer 50 and an inorganic oxide film 60 may be provided between the color filter 10 and the organic light emitter 80.
  • the transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, and the cathode 76 are sequentially formed on the upper surface of the color filter. Examples thereof include a method and a method in which an organic light emitter 80 formed on another substrate is bonded onto the inorganic oxide film 60.
  • the transparent anode 71, the hole injection layer 72, the hole transport layer 73, the light emitting layer 74, the electron injection layer 75, the cathode 76, and other configurations in the organic light emitting body 80 known structures can be appropriately used.
  • the organic light emitting display device 100 manufactured as described above can be applied to, for example, a passive drive type organic EL display or an active drive type organic EL display.
  • the organic light emitting display device of the present invention is not limited to the configuration shown in FIG. 3, and may be a known configuration as an organic light emitting display device that generally uses a color filter.
  • EEMA 1-ethoxyethyl methacrylate
  • HEMA 2-hydroxyethyl methacrylate
  • EHMA 2-ethylhexyl methacrylate
  • methacrylic acid 13.7 parts by mass of n-butyl (BMA), 9.5 parts by mass of benzyl methacrylate (BzMA), and 17.5 parts by mass of methyl methacrylate (MMA)
  • BMA n-butyl
  • BzMA benzyl methacrylate
  • MMA methyl methacrylate
  • DMMA dimethylaminoethyl methacrylate
  • the obtained block copolymer PGMEA solution is reprecipitated in hexane, purified by filtration and vacuum drying, and a structural unit derived from a block containing a structural unit represented by the general formula (2) and a carboxy group-containing monomer And a block copolymer I containing B block having solvophilicity.
  • the block copolymer I thus obtained was confirmed by GPC (gel permeation chromatography). The weight average molecular weight Mw was 7730.
  • Production Example 2 Production of Dispersant II
  • a salt type block copolymer II (dispersant II) was obtained in the same manner as in Production Example 1 except that the amount of the monomer was changed as shown in Table 1 below.
  • Example 4 Production of Dispersant IV
  • a block copolymer IV was obtained in the same manner as in Production Example 1 (1) except that in Example 1 (1), the type and amount of the monomer were changed as shown in Table 1 below.
  • 10.0 mass parts of block copolymer IV was dissolved in 42.56 mass parts of PGMEA, and benzyl chloride (manufactured by Kanto Chemical Co., Ltd.) as a salt forming component was 0.64.
  • Mass part (0.3 equivalent with respect to the DMMA unit of a block copolymer) was added, and it stirred at the reaction temperature of 80 degreeC for 12 hours, and prepared the salt type block copolymer solution IV of 20 mass% of solid content.
  • glycidyl methacrylate 20 parts by mass of glycidyl methacrylate (GMA), 0.2 parts by mass of triethylamine, and 0.05 parts by mass of p-methoxyphenol are added to the obtained polymer solution and heated at 110 ° C. for 10 hours.
  • the carboxylic acid group of the main chain methacrylic acid and the epoxy group of glycidyl methacrylate were reacted to obtain an alkali-soluble resin A solution.
  • air was bubbled through the reaction solution in order to prevent polymerization of glycidyl methacrylate.
  • the reaction was followed by measuring the acid value of the solution.
  • the obtained alkali-soluble resin A solution is a resin in which a side chain having an ethylenic double bond is introduced into the main chain formed by copolymerization of BzMA, MMA, and MAA using GMA and has a solid content of 40% by mass.
  • the acid value was 74 mgKOH / g, and the weight average molecular weight was 12,000.
  • the obtained alkali-soluble resin B solution is a resin in which a side chain having an ethylenic double bond is introduced into the main chain formed by copolymerization of St, CHMA, MMA, and MAA using GMA. It was mass%, acid value 77 mgKOH / g, and weight average molecular weight 17600.
  • the obtained alkali-soluble resin C solution is a polyamideimide resin having a carboxy group, and is a resin in which side chains having ethylenic double bonds are introduced using GMA.
  • Examples 1 to 16 Preparation of pigment dispersion
  • 100 parts by mass of pigment, dispersant, pigment derivative, alkali-soluble resin, pigment dispersant, solvent and zirconia beads having a particle size of 2.0 mm in mayonnaise bins were used.
  • a paint shaker manufactured by Asada Tekko Co., Ltd.
  • take out 2.0 mm zirconia beads with a particle size of 2.0 mm add 200 parts by mass of zirconia beads with a particle size of 0.1 mm
  • dispersion was carried out for 6 hours using a paint shaker to obtain pigment dispersions of Examples 1 to 16.
  • Comparative Examples 1-2 Preparation of comparative pigment dispersion
  • a pigment, a dispersant, a solvent, and the like were mixed so that the compositions shown in Table 2 below were obtained, thereby obtaining comparative pigment dispersions.
  • Example 17 Preparation of colored resin composition
  • the following components were mixed to prepare a colored resin composition.
  • Photocurable polyfunctional monomer (Aronix M-305, manufactured by Toagosei Co., Ltd.): 5.6 parts by mass Photopolymerization initiator (BASF, Irgacure 907): 1.07 parts by mass Photopolymerization initiator (BASF, Irgacure 369): 1.34 parts by weight
  • Photosensitizer 4,4′-bis (dimethylamino) benzophenone
  • Surfactant manufactured by DIC Corporation, MegaFac R-08MH
  • Examples 18 to 39 Preparation of colored resin composition
  • the colored resin compositions of Examples 18 to 39 were prepared in the same manner as in Example 17 except that the blending amounts of the respective components were changed as shown in Tables 3 and 4 below.
  • the first appearing components are as follows. ⁇ Photo-curable polyfunctional monomer (EO modified) (Toagosei Co., Ltd., Aronix M-350) ⁇ Oxime-based photopolymerization initiator (manufactured by ADEKA, Adeka Arcles N-1919)
  • Example 18 In Example 18, instead of the pigment dispersion of Example 1, the pigment dispersion of Comparative Example 2 was used, and the amount of each component was changed as shown in Table 3 below. A colored resin composition of Comparative Example 3 was prepared.
  • Comparative Example 1 the colored resin composition was not prepared because it gelled as a result of the later-described stability evaluation.
  • the colored resin composition obtained in each example and each comparative example is formed on a glass substrate (NH Techno Glass Co., Ltd., “NA35”) using a spin coater and a desired color (red coloration) after post-baking.
  • ⁇ Evaluation of phase difference (Rth)> The retardation of the colored layer was determined using the retardation in the thickness direction (Rth) calculated by the following formula as an index.
  • Retardation (Rth) was measured using a retardation layer measuring apparatus (Axoscan TM Mueller Matrix Polarimeter manufactured by AXOMETRICS). The measurement wavelength of the red colored layer was measured at 620 nm.
  • Rth ((Nx + Ny) / 2 ⁇ Nz) d
  • Nx Refractive index in the in-plane slow axis direction
  • Ny Refractive index in the in-plane fast axis direction
  • Nz Refractive index in the thickness direction
  • d Film thickness (nm)
  • the glass plate on which the colored layer was formed was subjected to shower development using a 0.05% by mass aqueous potassium hydroxide solution as an alkaline developer. The time when development was completed at this time was used as an index of developability.
  • the colored resin compositions obtained in the Examples and Comparative Examples were each formed on a glass substrate (NH Techno Glass Co., Ltd., “NA35”) having a thickness of 0.7 mm and a size of 100 mm ⁇ 100 mm. After coating, the film was dried at 60 ° C. for 3 minutes using a hot plate to adjust the number of revolutions so that the film thickness shown in the table was obtained after post-baking to form a colored layer.
  • the colored layer was irradiated with ultraviolet rays of 60 mJ / cm 2 using a super high pressure mercury lamp through a photomask having a mask opening width of 80 ⁇ m and a mask light shielding width of 160 ⁇ m.
  • the glass plate on which the colored layer was formed was shower-developed for 60 seconds using a 0.05% by mass aqueous potassium hydroxide solution as an alkaline developer.
  • the unevenness of the colored layer is visually observed under a projector on the substrate obtained by post-baking the colored substrate in a clean oven at 230 ° C. for 30 minutes, and the edge portion of the colored layer in the range of 50 mm ⁇ 50 mm is further observed with an optical microscope. The number of voids was measured.
  • Example 40 was prepared in the same manner as in Example 1 by mixing a pigment, a dispersant, a pigment derivative, an alkali-soluble resin, a pigment dispersant, and a solvent so that the compositions shown in Table 5 below were obtained. -43 pigment dispersions were obtained.
  • Example 51 to 58 Preparation of colored resin composition
  • the colored resin compositions of Examples 51 to 58 were prepared in the same manner as in Example 17, except that the amount of each component was changed as shown in Table 6 below.
  • the first ones are as follows. ⁇ Oxime-based photopolymerization initiator (manufactured by ADEKA, Adeka Arcles NCI-930) ⁇ Oxime-based photopolymerization initiator (manufactured by Changzhou Strong Electronic New Materials Co., Ltd., TR-PBG-3057) ⁇ Antioxidant (manufactured by BASF, IRGANOX1010)
  • Examples 59 to 60 Preparation of pigment dispersion and colored resin composition
  • a pigment, a dispersant, a pigment derivative, an alkali-soluble resin, a pigment dispersant, and a solvent are mixed so as to have the same composition as in Example 2.
  • pigment dispersions were obtained in the same manner as in Example 2, except that in Example 60, the main crushing was performed using a paint shaker for 3 hours.
  • Colored resin compositions of Examples 59 and 60 were prepared in the same manner as in Example 18 except that the pigment dispersions of Examples 59 and 60 were used.
  • the retardation and contrast were evaluated in the same manner as in Example 18. Table 7 shows the evaluation results.
  • Example 61 to 62 Preparation of pigment dispersion and colored resin composition
  • a pigment, a dispersant, a pigment derivative, an alkali-soluble resin, a pigment dispersant, and a solvent were mixed so that the same composition as in Example 1 was obtained.
  • pigment dispersions were obtained in the same manner as in Example 1 except that in Example 62, the main crushing was performed using a paint shaker for 3 hours.
  • Colored resin compositions of Examples 61 and 62 were prepared in the same manner as in Example 17, except that the pigment dispersions of Examples 61 and 62 were used.
  • the retardation and contrast were evaluated in the same manner as in Example 17.
  • the colored resin composition of each example was diluted 1000 times with PGMEA, and a dynamic light scattering method using a laser light scattering particle size distribution analyzer (for example, Nanotrack particle size distribution measuring device UPA-EX150 manufactured by Nikkiso Co., Ltd.). The average dispersed particle size was measured at 23 ° C. Table 7 shows the evaluation results.
  • the colored layers formed using the colored resin compositions of Examples 17 to 28 and Examples 32-39 in combination with a pigment derivative containing one or more selected from pigment derivatives having a skeleton have chromaticity (x, y) satisfies 0.630 ⁇ x ⁇ 0.665 and 0.326 ⁇ y ⁇ 0.335, and the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of light is ⁇ 30 nm or more 120 nm or less was achieved.
  • the colored layers formed using the colored resin compositions of Examples 27 to 31 containing the above pigments have chromaticity (x, y) of 0.630 ⁇ x ⁇ 0.665 and 0.295 ⁇ y ⁇ .
  • the phase difference (Rth) of light having a wavelength of 620 nm in the thickness direction of the colored layer of light satisfying 0.360 was achieved between ⁇ 30 nm and 120 nm.
  • Example 32 and Example 57, and Example 33 and Example 58 are compared, when polyamideimide resin is contained as an alkali-soluble resin and at least two oxime initiators having a diphenyl sulfide skeleton are contained, A tendency to improve brightness was clarified. Further, it has been clarified that when at least two kinds of oxime initiators are contained and an antioxidant is further contained, unevenness generated at the edge portion is easily suppressed even when the pigment concentration is high.

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JPWO2021172142A1 (zh) * 2020-02-26 2021-09-02
JP2021149085A (ja) * 2020-03-13 2021-09-27 東洋インキＳｃホールディングス株式会社 顔料分散剤、カラーフィルタ用顔料組成物、着色組成物、およびカラーフィルタ

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JP2019164335A (ja) * 2018-03-20 2019-09-26 三菱ケミカル株式会社 感光性着色組成物、硬化物、着色スペーサー、及び画像表示装置
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US20200019055A1 (en) * 2018-07-11 2020-01-16 Echem Solutions Corp. Photosensitive composition, color filter and method for forming the color filter
JP2020181038A (ja) * 2019-04-24 2020-11-05 東洋インキＳｃホールディングス株式会社 着色組成物、感光性着色組成物、カラーフィルタ、および液晶表示装置
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JPWO2021172142A1 (zh) * 2020-02-26 2021-09-02
JP2021149085A (ja) * 2020-03-13 2021-09-27 東洋インキＳｃホールディングス株式会社 顔料分散剤、カラーフィルタ用顔料組成物、着色組成物、およびカラーフィルタ

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