WO2022004683A1 - 着色組成物、膜、カラーフィルタ、固体撮像素子および画像表示装置 - Google Patents

着色組成物、膜、カラーフィルタ、固体撮像素子および画像表示装置 Download PDF

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WO2022004683A1
WO2022004683A1 PCT/JP2021/024431 JP2021024431W WO2022004683A1 WO 2022004683 A1 WO2022004683 A1 WO 2022004683A1 JP 2021024431 W JP2021024431 W JP 2021024431W WO 2022004683 A1 WO2022004683 A1 WO 2022004683A1
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Prior art keywords
group
compound
mass
coloring composition
resin
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PCT/JP2021/024431
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English (en)
French (fr)
Japanese (ja)
Inventor
宏明 出井
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富士フイルム株式会社
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Priority to JP2022534012A priority Critical patent/JPWO2022004683A1/ja
Publication of WO2022004683A1 publication Critical patent/WO2022004683A1/ja

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Classifications

    • 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
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006—Preparation of organic pigments
    • 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
    • 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
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/031—Organic compounds not covered by group G03F7/029
    • 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
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L27/00—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate
    • H01L27/14—Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including semiconductor components sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation
    • H01L27/144—Devices controlled by radiation
    • H01L27/146—Imager structures

Definitions

  • the present invention relates to a coloring composition containing an organic pigment.
  • the present invention also relates to a film, a color filter, a solid-state image pickup device, and an image display device using a coloring composition.
  • color filters are used as key devices for displays and optical elements.
  • a color filter usually includes pixels of the three primary colors of red, green, and blue, and plays a role of decomposing transmitted light into the three primary colors.
  • the colored pixels of each color of the color filter are manufactured by using a coloring composition containing a coloring material such as a pigment.
  • Patent Document 1 describes an invention relating to a coloring composition containing a latent antioxidant (A) and a coloring agent (B).
  • the present inventor found that the spectral fluctuation of the film after a long-term heat treatment (for example, heat treatment at 130 ° C. for 1000 hours) was observed. It was found that there is room for further improvement in color unevenness. In particular, as the content of the coloring material in the film increases, the spectral fluctuation and color unevenness of the film after a long-term heat resistance test tend to increase.
  • a long-term heat treatment for example, heat treatment at 130 ° C. for 1000 hours
  • an object of the present invention is a coloring composition, a film, a color filter, a solid-state image pickup device, and an image display device capable of obtaining a film in which spectral fluctuation is small even after a long-term heat treatment and the occurrence of color unevenness is suppressed. Is to provide.
  • the present invention provides the following.
  • the coloring composition according to ⁇ 1> or ⁇ 2> which contains 2 to 25 parts by mass of the compound A with respect to 100 parts by mass of the organic pigment.
  • R 11 , R 14 , R 15 , R 16 and R 17 each independently represent an alkyl group.
  • R 12 and R 13 independently represent a hydrogen atom or an alkyl group, respectively.
  • LR1 represents an alkylene group q represents 0 or 1 and represents When q is 1, L R1 and R 14 may be combined to form a ring.
  • m represents an integer from 0 to 4 and represents n represents an integer from 1 to 10 and represents X 1 represents an n-valent group.
  • ⁇ 7> The coloring composition according to any one of ⁇ 1> to ⁇ 6>, wherein the organic pigment contains at least one selected from a green pigment, a yellow pigment and a red pigment.
  • the organic pigment contains a green pigment, and the green pigment contains a phthalocyanine compound.
  • the resin contains a graft resin having an acid group.
  • the acid value of the graft resin is 20 to 150 mgKOH / g.
  • ⁇ 11> The coloring composition according to ⁇ 9> or ⁇ 10>, wherein the graft resin has a weight average molecular weight of 3000 to 35000.
  • ⁇ 12> The coloring composition according to any one of ⁇ 1> to ⁇ 11>, further comprising a photopolymerization initiator and a polymerizable compound.
  • ⁇ 13> The coloring composition according to ⁇ 12>, wherein the photopolymerization initiator contains an oxime compound having an aromatic ring group in which an electron-attracting group is introduced into the aromatic ring.
  • ⁇ 14> The coloring composition according to any one of ⁇ 1> to ⁇ 13>, further containing a phenolic antioxidant.
  • ⁇ 15> A film obtained by using the coloring composition according to any one of ⁇ 1> to ⁇ 14>.
  • ⁇ 16> A color filter containing the film according to ⁇ 15>.
  • ⁇ 17> A solid-state image sensor including the film according to ⁇ 15>.
  • ⁇ 18> An image display device including the film according to ⁇ 15>.
  • a coloring composition a film, a color filter, a solid-state image pickup device, and an image display device capable of obtaining a film in which spectral fluctuation is small even after a long-term heat treatment and the occurrence of color unevenness is suppressed. can do.
  • the contents of the present invention will be described in detail.
  • "to” is used to mean that the numerical values described before and after it are included as the lower limit value and the upper limit value.
  • the notation not describing substitution and non-substituent also includes a group having a substituent (atomic group) as well as a group having no substituent (atomic group).
  • the "alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
  • the term "exposure” includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified.
  • Examples of the light used for exposure include the emission line spectrum of a mercury lamp, far ultraviolet rays typified by an excimer laser, extreme ultraviolet rays (EUV light), X-rays, active rays such as electron beams, or radiation.
  • EUV light extreme ultraviolet rays
  • (meth) acrylate” represents both acrylate and methacrylate, or either
  • “(meth) acrylic” represents both acrylic and methacrylic, or either.
  • Acryloyl represents both acryloyl and / or methacryloyl.
  • Me in the structural formula represents a methyl group
  • Et represents an ethyl group
  • Bu represents a butyl group
  • Ph represents a phenyl group.
  • the weight average molecular weight and the number average molecular weight are polystyrene-equivalent values measured by a GPC (gel permeation chromatography) method.
  • the total solid content means the total mass of all the components of the composition excluding the solvent.
  • the term "process" is included in this term not only as an independent process but also as long as the intended action of the process is achieved even if it cannot be clearly distinguished from other processes. ..
  • a first aspect of the coloring composition of the present invention comprises a coloring material containing an organic pigment, a resin, and a compound A in which a phenolic hydroxy group of a phenolic antioxidant is protected by a protective group that can be desorbed by heating. It is a coloring composition containing 40% by mass or more of a coloring material in the total solid content of the coloring composition.
  • the second aspect of the coloring composition of the present invention is a coloring composition containing a coloring material containing an organic pigment, a resin, and a compound represented by the formula (AO-1). It is characterized by containing 40% by mass or more of a coloring material in the total solid content of the above.
  • the compound A described above and the compound represented by the formula (AO-1) are collectively referred to as a specific compound.
  • the coloring composition of the present invention contains 40% by mass or more of a coloring material containing an organic pigment in the total solid content of the coloring composition, it is heated for a long period of time by containing the above-mentioned specific compound. Even after the treatment, the spectral fluctuation is small, and it is possible to form a film in which the occurrence of color unevenness is suppressed. The detailed reason why such an effect is obtained is unknown, but it is presumed to be due to the following.
  • the above-mentioned specific compound contained in the coloring composition of the present invention has a protective group desorbed at the time of film formation (for example, at the time of post-baking) to generate a phenolic hydroxy group, and exhibits a function as an antioxidant. It is presumed. It is presumed that the action of the component that functions as an antioxidant produced from the specific compound could suppress the deterioration and aggregation of the organic pigment at high temperatures. Therefore, it is presumed that the coloring composition of the present invention can form a film in which spectral fluctuation is small and the occurrence of color unevenness is suppressed even after a long-term heat treatment.
  • the antioxidant when a film is formed using a coloring composition containing an antioxidant, the antioxidant is decomposed or denatured by heating or exposure during film formation, and a sufficient amount of the antioxidant remains in the film. I may not have done it.
  • the above-mentioned specific compound has a small content of the specific compound because the protecting group is desorbed at the time of film formation to generate a phenolic hydroxy group and the specific compound exhibits a function as an antioxidant. Even so, the membrane can contain a sufficient amount of a component that functions as an antioxidant. Therefore, the coloring composition of the present invention can further increase the degree of freedom in formulation design.
  • the coloring composition of the present invention is preferably used as a coloring composition for a color filter. Specifically, it can be preferably used as a coloring composition for forming colored pixels of a color filter. Examples of the colored pixel include a red pixel, a green pixel, a blue pixel, a magenta color pixel, a cyan color pixel, a yellow pixel, and the like, and a green pixel or a cyan color pixel is preferable. Further, the coloring composition of the present invention can be preferably used as a coloring composition for a solid-state image sensor, and more preferably as a coloring composition for forming colored pixels of a color filter used for a solid-state image sensor.
  • the coloring composition of the present invention contains a coloring material.
  • the coloring material contained in the coloring composition of the present invention contains an organic pigment.
  • the organic pigment is a pigment composed of an organic compound.
  • the pigment means a coloring material that is difficult to dissolve in a solvent.
  • the solubility of the pigment in 100 g of water at 23 ° C. and 100 g of propylene glycol monomethyl ether acetate at 23 ° C. is preferably 0.1 g or less, and more preferably 0.01 g or less.
  • the average primary particle size of the organic pigment is preferably 1 to 200 nm.
  • the lower limit is preferably 5 nm or more, more preferably 10 nm or more.
  • the upper limit is preferably 180 nm or less, more preferably 150 nm or less, still more preferably 100 nm or less.
  • the average primary particle size of the organic pigment can be obtained from an image photograph obtained by observing the primary particles of the organic pigment with a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is obtained, and the corresponding circle-equivalent diameter is calculated as the primary particle diameter of the pigment.
  • the average primary particle size in the present invention is an arithmetic average value of the primary particle size for the primary particles of 400 pigments.
  • the primary particles of the pigment refer to independent particles without aggregation.
  • the organic pigment is preferably a chromatic organic pigment.
  • the chromatic organic pigment include a yellow pigment, an orange pigment, a red pigment, a green pigment, a purple pigment, and a blue pigment.
  • the organic pigment used in the present invention preferably contains at least one selected from a green pigment, a yellow pigment and a red pigment, and more preferably contains a green pigment.
  • the green pigment examples include phthalocyanine compounds and squarylium compounds.
  • the phthalocyanine compound also referred to as phthalocyanine green pigment
  • the phthalocyanine green pigment tends to be easily heat-diffused in the film, and the phthalocyanine green pigment aggregates in the heated film to improve the spectral characteristics of the heated film.
  • the coloring composition of the present invention fluctuations in spectral characteristics and occurrence of color unevenness are effectively suppressed even when a phthalocyanine green pigment is used. can do. Therefore, a particularly remarkable effect can be obtained when a phthalocyanine compound (phthalocyanine green pigment) is used as the green pigment.
  • the phthalocyanine green pigment examples include a phthalocyanine compound having Cu, Al, Co, Ni, Ti or Zn as a central metal, and the phthalocyanine green pigment is described as Cu, because the effect of the present invention is more prominently exhibited. It is more preferably a phthalocyanine compound having Zn or Al as a central metal, and even more preferably a phthalocyanine compound having Cu or Zn as a central metal. A ligand may be further coordinated to the central metal. Further, the phthalocyanine compound is preferably a halogenated phthalocyanine compound.
  • the halogenated phthalocyanine compound is a phthalocyanine compound having a halogen atom as a substituent.
  • the green pigment examples include Color Index (CI) Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, 66 and the like. Further, as a green pigment, a halogen having an average number of halogen atoms in one molecule of 10 to 14, an average number of bromine atoms of 8 to 12, and an average number of chlorine atoms of 2 to 5.
  • a halogen having an average number of halogen atoms in one molecule of 10 to 14 an average number of bromine atoms of 8 to 12, and an average number of chlorine atoms of 2 to 5.
  • Halogenated zinc phthalocyanine pigments can also be used. Specific examples include the phthalocyanine pigment described in International Publication No. 2015/118720. Further, as a green pigment, the compound described in Chinese Patent Application No. 106900927, the phthalocyanine compound having a phosphate ester described in International Publication No.
  • Phthalocyanine compounds, phthalocyanine compounds described in JP-A-2018-180023, compounds described in JP-A-2019-038958, and the like can also be used.
  • C.I. I. Pigment greens 7, 36, 58, 59, 62, 63 are preferred.
  • yellow pigment examples include azo compounds, azomethine compounds, quinophthalone compounds, isoindolinone compounds, isoindoline compounds, pteridine compounds, anthraquinone compounds and the like.
  • yellow pigments include C.I. I. Pigment Yellow 1,2,3,4,5,6,10,11,12,13,14,15,16,17,18,20,24,31,32,34,35,35: 1,36, 36: 1,37,37: 1,40,42,43,53,55,60,61,62,63,65,73,74,77,81,83,86,93,94,95,97, 98,100,101,104,106,108,109,110,113,114,115,116,117,118,119,120,123,125,126,127,128,129,137,138,139, 147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179, 180,181,182,185,187,188,193,194,199,213,214,215,228,231,232,233,234,235,236 and the like can be mentioned.
  • a nickel azobarbituric acid complex having the following structure can also be used.
  • the yellow pigment the quinophthalone compound described in paragraphs 0011 to 0034 of JP2013-054339, the quinophthalone compound described in paragraphs 0013 to 0058 of JP2014-026228, and JP-A-2018-0626444.
  • the isoindrin compound described in JP-A-2018-203798, the quinophthalone compound described in JP-A-2018-062578, the quinophthalone compound described in JP-A-6432076, JP-A-2018-155881 The quinophthalone compound described in JP-A-2018-11757, the quinophthalone compound described in JP-A-2018-040835, the quinophthalone compound described in JP-A-2017-197640, JP-A-2016
  • the compound described in JP-A-2020-033523, the compound described in JP-A-2020-033522, the compound described in JP-A-2020-033521, International Publication No. 2 The compound described in 020/045200, the compound described in International Publication No. 2020/045199, and the compound described in International Publication No. 2020/045197 can also be used. Further, a multimerized version of these compounds is also preferably used from the viewpoint of improving the color value.
  • yellow pigment a compound represented by the following formula (QP1) and a compound represented by the following formula (QP2) can also be used.
  • X 1 to X 16 independently represent a hydrogen atom or a halogen atom, and Z 1 represents an alkylene group having 1 to 3 carbon atoms.
  • Specific examples of the compound represented by the formula (QP1) include the compound described in paragraph No. 0016 of Japanese Patent No. 6443711.
  • Y 1 ⁇ Y 3 represents a halogen atom independently.
  • n and m represent integers of 0 to 6, and p represents an integer of 0 to 5.
  • N + m is 1 or more.
  • Specific examples of the compound represented by the formula (QP2) include the compounds described in paragraphs 0047 to 0048 of Japanese Patent No. 6432077.
  • C.I. I. Pigment Yellow 129, 138, 139, 150, 185, 215 is preferred, and C.I. I. Pigment Yellow 139, 150, 185 is more preferred.
  • red pigment examples include diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds and thioindigo compounds.
  • red pigments include C.I. I. Pigment Red 1,2,3,4,5,6,7,9,10,14,17,22,23,31,38,41,48:1,48: 2,48:3,48:4 49,49: 1,49: 2,52: 1,52: 2,53: 1,57: 1,60: 1,63: 1,66,67,81: 1,81: 2,81: 3, 83,88,90,105,112,119,122,123,144,146,149,150,155,166,168,169,170,171,172,175,176,177,178,179,184 185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,269,270,272,279,291 294, 295, 296, 297 and the like can be mentioned.
  • red pigment a diketopyrrolopyrrole compound in which at least one bromine atom is substituted in the structure described in JP-A-2017-201384, diketopyrrolopyrrole described in paragraphs 0016 to 0022 of Patent No. 6248838.
  • the red pigment described in Japanese Patent No. 6516119, the red pigment described in Japanese Patent No. 6525101, and the like can also be used.
  • red pigment a compound having a structure in which an aromatic ring group in which a group in which an oxygen atom, a sulfur atom or a nitrogen atom is bonded to an aromatic ring is bonded to a diketopyrrolopyrrole skeleton can also be used. ..
  • C.I. I. Pigment Violet 1 19, 23, 27, 32, 37, 42, 60, 61 and the like.
  • Japanese Patent No. 6561862 Japanese Patent No. 6413872, Japanese Patent No. 6281345, Japanese Patent Application Laid-Open No. 2020-026553, and Japanese Patent Application Laid-Open No. 2020-033526 are described. These contents are incorporated herein by reference.
  • Two or more kinds of chromatic organic pigments may be used in combination.
  • the coloring composition of the present invention when used for forming green pixels of a color filter, it is preferable to use a green pigment and a yellow pigment in combination.
  • the ratio of the green pigment to the yellow pigment is preferably 10 to 120 parts by mass, more preferably 20 to 100 parts by mass, and 25 to 75 parts by mass with respect to 100 parts by mass of the green pigment. It is more preferably by mass.
  • a dye may be further used in addition to the organic pigment.
  • the dye is not particularly limited, and known dyes can be used.
  • pyrazole azo compound, anilino azo compound, triarylmethane compound, anthraquinone compound, anthrapyridone compound, benzylidene compound, oxonol compound, pyrazorotriazole azo compound, pyridone azo compound, cyanine compound, phenothiazine compound, pyrrolopyrazole azomethine compound, xanthene compound examples thereof include phthalocyanine compounds, benzopyran compounds, indigo compounds and pyromethene compounds.
  • the thiazole compound described in JP-A-2012-158649, the azo compound described in JP-A-2011-184493, and the azo compound described in JP-A-2011-145540 can also be used.
  • a dye multimer can also be used.
  • the dye multimer has two or more dye structures in one molecule, and preferably has three or more dye structures.
  • the upper limit is not particularly limited, but may be 100 or less.
  • the plurality of dye structures contained in one molecule may have the same dye structure or may have different dye structures.
  • the weight average molecular weight (Mw) of the dye multimer is preferably 2000 to 50,000.
  • the lower limit is more preferably 3000 or more, and even more preferably 6000 or more.
  • the upper limit is more preferably 30,000 or less, and even more preferably 20,000 or less.
  • the compounds described in 031442 and the like can also be used.
  • the content of the coloring material in the total solid content of the coloring composition is 40% by mass or more, preferably 45% by mass or more, and more preferably 50% by mass or more. Further, the upper limit of the content of the coloring material in the total solid content of the coloring composition is preferably 80% by mass or less, more preferably 75% by mass or less, and further preferably 70% by mass or less. preferable.
  • the content of the organic pigment in the total solid content of the coloring composition is preferably 20% by mass or more, more preferably 40% by mass or more, still more preferably 45% by mass or more. It is particularly preferable that it is 45% by mass or more.
  • the upper limit of the content of the organic pigment in the total solid content of the coloring composition is preferably 80% by mass or less, more preferably 75% by mass or less, and further preferably 70% by mass or less. preferable.
  • the content of the organic pigment in the coloring material is preferably 50% by mass or more, more preferably 75% by mass or more, further preferably 80% by mass or more, and 90% by mass or more. It is particularly preferable to have.
  • the upper limit may be 100% by mass or less.
  • the coloring composition of the present invention contains a resin.
  • the resin is blended, for example, for the purpose of dispersing the pigment in the coloring composition or for the purpose of a binder.
  • the resin mainly used for dispersing the pigment is also referred to as a dispersant.
  • such use of the resin is an example, and it can be used for purposes other than such use.
  • the weight average molecular weight (Mw) of the resin is preferably 3000 to 2000000.
  • the upper limit is preferably 1,000,000 or less, more preferably 500,000 or less.
  • the lower limit is preferably 4000 or more, more preferably 5000 or more.
  • the resin examples include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, and polyamideimide resin. , Polyimine resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin and the like. One of these resins may be used alone, or two or more thereof may be mixed and used. Further, the resin described in paragraph numbers 0041 to 0060 of JP-A-2017-206689 and the resin described in paragraph numbers 0022-0071 of JP-A-2018-010856 can also be used.
  • a resin having an acid group as the resin.
  • the acid group include a carboxyl group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group and the like, and a carboxyl group is preferable.
  • the resin having an acid group can be used, for example, as an alkali-soluble resin.
  • the resin having an acid group preferably contains a repeating unit having an acid group in the side chain, and more preferably contains 5 to 70 mol% of the repeating unit having an acid group in the side chain in all the repeating units of the resin.
  • the upper limit of the content of the repeating unit having an acid group in the side chain is preferably 50 mol% or less, more preferably 30 mol% or less.
  • the lower limit of the content of the repeating unit having an acid group in the side chain is preferably 10 mol% or more, more preferably 20 mol% or more.
  • the resin having an acid group is a monomer containing a compound represented by the following formula (ED1) and / or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimer"). It is also preferable to include repeating units derived from the components.
  • R 1 and R 2 each independently represent a hydrocarbon group having 1 to 25 carbon atoms which may have a hydrogen atom or a substituent.
  • R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms.
  • the resin used in the present invention preferably contains a repeating unit derived from the compound represented by the following formula (X).
  • R 1 represents a hydrogen atom or a methyl group
  • R 2 represents an alkylene group having 2 to 10 carbon atoms
  • R 3 represents a hydrogen atom or a benzene ring having 1 to 20 carbon atoms.
  • n represents an integer from 1 to 15.
  • the acid value of the resin having an acid group is preferably 5 to 200 mgKOH / g.
  • the upper limit is preferably 150 mgKOH / g or less, more preferably 100 mgKOH / g or less, and even more preferably 80 mgKOH / g or less.
  • the lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and even more preferably 20 mgKOH / g or more.
  • the weight average molecular weight (Mw) of the resin having an acid group is preferably 3000 to 35000.
  • the upper limit is preferably 25,000 or less, more preferably 20,000 or less, and even more preferably 15,000 or less.
  • the lower limit is preferably 4000 or more, more preferably 6000 or more, and further preferably 7000 or more.
  • the coloring composition of the present invention can also use a resin having a basic group.
  • the resin having a basic group is preferably a resin containing a repeating unit having a basic group in the side chain, and has both a repeating unit having a basic group in the side chain and a repeating unit not containing a basic group.
  • a polymer is more preferable, and a block copolymer having a repeating unit having a basic group in the side chain and a repeating unit not containing a basic group is further preferable.
  • a resin having a basic group can also be used as a dispersant.
  • the amine value of the resin having a basic group is preferably 5 to 300 mgKOH / g.
  • the lower limit is preferably 10 mgKOH / g or more, and more preferably 20 mgKOH / g or more.
  • the upper limit is preferably 200 mgKOH / g or less, and more preferably 100 mgKOH / g or less.
  • Examples of the resin having a basic group are described in the block copolymers (B) described in paragraphs 0063 to 0112 of JP2014-219665A and paragraphs 0046 to 0076 of JP-A-2018-156021.
  • the block copolymer A1 can be mentioned.
  • the coloring composition of the present invention preferably contains a graft resin having an acid group (hereinafter, also referred to as an acidic graft resin).
  • a graft resin having an acid group hereinafter, also referred to as an acidic graft resin.
  • the aggregation of the organic pigment can be suppressed by the graft chain of the acidic graft resin, and further, the deterioration and aggregation of the organic pigment at high temperature are suppressed by the action of the component which functions as an antioxidant produced from the specific compound. It is speculated that it can be done. For this reason, it is presumed that the spectral fluctuation of the film after a long-term heat treatment and the occurrence of color unevenness can be further suppressed.
  • the acidic graft resin can be preferably used as a dispersant.
  • the graft resin means a resin containing a repeating unit having a graft chain.
  • the graft chain means a polymer chain that branches and extends from the main chain of a repeating unit.
  • the graft chain is preferably a polymer chain containing at least one structure selected from a polyester structure, a polyether structure, a poly (meth) acrylic structure, a polystyrene structure, a polyurethane structure, a polyurea structure and a polyamide structure, and the polyester structure, More preferably, it is a polymer chain containing at least one structure selected from a polyether structure and a poly (meth) acrylic structure.
  • the terminal structure of the graft chain is not particularly limited. It may be a hydrogen atom or a substituent.
  • substituents include an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, a hydroxy group, an amino group and the like.
  • a group having a steric repulsion effect is preferable, and an alkyl group or an alkoxy group having 5 to 24 carbon atoms is preferable, from the viewpoint of improving the dispersibility of pigments and the like.
  • the alkyl group and the alkoxy group may be linear, branched, or cyclic, and linear or branched is preferable.
  • the weight average molecular weight of the graft chain is preferably 500 to 10000.
  • the upper limit is preferably 5000 or less, and more preferably 3000 or less.
  • the lower limit is preferably 800 or more, and more preferably 1000 or more.
  • the weight average molecular weight of the graft chain is a value calculated from the weight average molecular weight of the raw material monomer used for the polymerization of the repeating unit having the graft chain.
  • repeating units with graft chains can be formed by polymerizing macromonomers.
  • the macromonomer means a polymer compound having a polymerizable group introduced at the end of the polymer.
  • the value of the weight average molecular weight of the raw material monomer the polystyrene-equivalent value measured by the GPC (gel permeation chromatography) method is used.
  • Examples of the acid group contained in the acidic graft resin include a carboxyl group, a sulfo group, and a phosphoric acid group, and a carboxyl group is preferable.
  • the acid value of the acidic graft resin is preferably 20 to 150 mgKOH / g.
  • the upper limit is preferably 120 mgKOH / g or less, more preferably 100 mgKOH / g or less, and even more preferably 80 mgKOH / g or less.
  • the lower limit is preferably 25 mgKOH / g or more, more preferably 30 mgKOH / g or more, and even more preferably 35 mgKOH / g or more.
  • the weight average molecular weight of the acidic graft resin is preferably 3000 to 35000.
  • the upper limit is preferably 25,000 or less, more preferably 20,000 or less, and even more preferably 15,000 or less.
  • the lower limit is preferably 4000 or more, more preferably 6000 or more, and further preferably 7000 or more.
  • the acidic graft resin examples include a resin containing a repeating unit having a graft chain and a repeating unit having an acid group, a resin having a repeating unit represented by the following formula (Ac-2), and the like.
  • the acidic graft resin may further contain other repeating units such as repeating units having a polymerizable group.
  • the polymerizable group examples include an ethylenically unsaturated bond-containing group such as a vinyl group, a (meth) allyl group, and a (meth) acryloyl group.
  • the acidic graft resin is a resin containing a repeating unit having a graft chain and a repeating unit having an acid group
  • the acidic graft resin contains 1 mol of the repeating unit having a graft chain in all the repeating units of the acidic graft resin.
  • % Or more is preferable, 2 mol% or more is more preferable, and 3 mol% or more is further preferable.
  • the upper limit can be 90 mol%, 80 mol% or less, 70 mol% or less, 60 mol% or less, 50 mol% or less. can.
  • the acidic graft resin preferably contains 1 mol% or more of the repeating units having an acid group in all the repeating units of the acidic graft resin, more preferably 2 mol% or more, and 3 mol% or more. Is more preferable.
  • the upper limit can be 90 mol%, 80 mol% or less, 70 mol% or less, 60 mol% or less, 50 mol% or less. can.
  • Ar 10 represents a group containing an aromatic carboxyl group
  • L 11 represents -COO- or -CONH-
  • L 12 represents a trivalent linking group
  • P 10 represents a polymer. Represents a chain.
  • Examples of the group containing an aromatic carboxyl group represented by Ar 10 in the formula (Ac-2) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like.
  • Examples of the aromatic tricarboxylic acid anhydride and the aromatic tetracarboxylic acid anhydride include compounds having the following structures.
  • Q 1 is represented by a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2- , -C (CF 3 ) 2- , and the following formula (Q-1). Represents a group to be used or a group represented by the following formula (Q-2).
  • the group containing an aromatic carboxyl group represented by Ar 10 may have a polymerizable group.
  • the polymerizable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.
  • Specific examples of the group containing an aromatic carboxyl group represented by Ar 10 include a group represented by the formula (Ar-11), a group represented by the formula (Ar-12), and a group represented by the formula (Ar-13). Examples include the base.
  • n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.
  • n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.
  • n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and preferably 1. More preferred. However, at least one of n3 and n4 is an integer of 1 or more.
  • Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2- , -C (CF 3 ) 2- , the above formula (Q-). It represents a group represented by 1) or a group represented by the above formula (Q-2).
  • * 1 represents the bonding position with L 11.
  • L 11 is preferably —COO ⁇ .
  • the trivalent linking group represented by L 12 in the formula (Ac-2) includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S- and two of these.
  • a group that combines species or more can be mentioned.
  • the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group.
  • the number of carbon atoms of the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15.
  • the aliphatic hydrocarbon group may be linear, branched or cyclic.
  • the number of carbon atoms of the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10.
  • the hydrocarbon group may have a substituent.
  • substituent include a hydroxy group and the like.
  • the trivalent linking group represented by L 12 is preferably a group represented by the formula (L12-1), and more preferably a group represented by the formula (L12-2).
  • L 12b represents a trivalent linking group
  • X 1 represents S
  • * 1 represents the bonding position with L 11 in the formula (Ac-2)
  • * 2 represents the bonding position with L 11 in the formula (Ac-2). It represents a bonding position to P 10 of the Ac-2).
  • the trivalent linking group represented by L 12b is a hydrocarbon group; a hydrocarbon group and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-. Examples thereof include a group in which the above is combined with, and a hydrocarbon group or a group in which a hydrocarbon group and —O— are combined is preferable.
  • L 12c represents a trivalent linking group
  • X 1 represents S
  • * 1 represents the bonding position with L 11 of the formula (Ac-2)
  • * 2 represents the bonding position of the formula (Ac-2). It represents a bonding position to P 10 of the Ac-2).
  • the trivalent linking group represented by L 12c is a hydrocarbon group; a hydrocarbon group and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-. Examples thereof include a group in which the above is combined, and a hydrocarbon group is preferable.
  • Polymer chains represented by P 10 of the formula (Ac-2) comprises a polyester structure, a polyether structure, poly (meth) acrylic structure, polystyrene structure, polyurethane structure, at least one structure selected from a polyurea structure and polyamide structure
  • the polymer chain is mentioned, and is preferably a polymer chain containing at least one structure selected from a polyester structure, a polyether structure and a poly (meth) acrylic structure.
  • the weight average molecular weight of the polymer chain represented by P 10 is preferably 500 to 10000.
  • the upper limit is preferably 5000 or less, and more preferably 3000 or less.
  • the lower limit is preferably 800 or more, and more preferably 1000 or more.
  • the polymer chain represented by P 10 preferably contains a repeating unit containing an ethylenically unsaturated bond-containing group in the side chain.
  • the proportion of the repeating units containing an ethylenically unsaturated bond-containing group in the total repeating units constituting the P 10 in a side chain is preferably 5 mass% or more, more preferably 10 mass% or more , 20% by mass or more is more preferable.
  • the upper limit can be 100% by mass, preferably 90% by mass or less, and more preferably 60% by mass or less.
  • the polymer chain represented by P 10 contains a repeating unit containing an acid group.
  • the acid group include a carboxyl group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group.
  • the ratio of the repeating unit containing an acid group in all the repeating units constituting P 10 is preferably 1 to 30% by mass, more preferably 2 to 20% by mass, and 3 to 10% by mass. Is even more preferable.
  • the acidic graft resin examples include resins B-1 to B-7 described in Examples described later. Further, as the acidic graft resin, the resin described in paragraphs 0025 to 0094 of JP2012-255128 and the polyimine resin described in paragraphs 0102 to 0166 of JP2012-255128 may be used. can.
  • the coloring composition of the present invention preferably contains a resin as a dispersant.
  • the dispersant include an acidic dispersant (acidic resin) and a basic dispersant (basic resin).
  • the acidic dispersant (acidic resin) represents a resin in which the amount of acid groups is larger than the amount of basic groups.
  • the acid dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol% or more when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%, and is substantially acid. A resin consisting only of a group is more preferable.
  • the acid group of the acidic dispersant (acidic resin) is preferably a carboxyl group.
  • the acid value of the acidic dispersant (acidic resin) is preferably 40 to 105 mgKOH / g, more preferably 50 to 105 mgKOH / g, and even more preferably 60 to 105 mgKOH / g.
  • the basic dispersant (basic resin) represents a resin in which the amount of basic groups is larger than the amount of acid groups.
  • the basic dispersant (basic resin) is preferably a resin in which the amount of basic groups exceeds 50 mol% when the total amount of the amount of acid groups and the amount of basic groups is 100 mol%.
  • the basic group of the basic dispersant is preferably an amino group.
  • the resin used as the dispersant is a resin having a structure in which a plurality of polymer chains are bonded to the core portion.
  • resins include dendrimers (including star-shaped polymers).
  • specific examples of the dendrimer include the polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP2013-043962.
  • a resin such as the above-mentioned acidic graft resin can also be used as a dispersant.
  • the resin used as the dispersant is preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in the side chain.
  • the content of the repeating unit having an ethylenically unsaturated bond-containing group in the side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and 20 to 70 in all the repeating units of the resin. It is more preferably mol%.
  • Dispersants are also available as commercial products, and specific examples thereof include DISPERBYK series manufactured by BYK Chemie (for example, DISPERBYK-111, 161 etc.) and Solsparse series manufactured by Japan Lubrizol Co., Ltd. (for example, DISPERBYK-111, 161 etc.). For example, Solsparse 76500) and the like. Further, the pigment dispersants described in paragraphs 0041 to 0130 of JP2014-130338A can also be used, and the contents thereof are incorporated in the present specification. The resin described as the dispersant can also be used for purposes other than the dispersant. For example, it can also be used as a binder.
  • the content of the resin in the total solid content of the coloring composition is preferably 1 to 45% by mass.
  • the lower limit is preferably 5% by mass or more, more preferably 10% by mass or more.
  • the upper limit is preferably 40% by mass or less, more preferably 30% by mass or less.
  • the content of the acidic graft resin in the total solid content of the coloring composition is preferably 1 to 45% by mass.
  • the lower limit is preferably 5% by mass or more, more preferably 10% by mass or more.
  • the upper limit is preferably 40% by mass or less, more preferably 30% by mass or less.
  • the content of the acidic graft resin is preferably 100 to 3000 parts by mass with respect to 100 parts by mass of the specific compound.
  • the lower limit is preferably 200 parts by mass or more, and more preferably 300 parts by mass or more.
  • the upper limit is preferably 2500 parts by mass or less, more preferably 2000 parts by mass or less.
  • the coloring composition of the present invention contains a compound A in which a phenolic hydroxy group of a phenolic antioxidant is protected by a protective group that can be desorbed by heating, or a compound represented by the formula (AO-1).
  • a compound represented by the formula (AO-1) a compound represented by the formula (AO-1)
  • the compound A described above and the compound represented by the formula (AO-1) are collectively referred to as a specific compound.
  • the compound A is preferably a compound in which the protecting group is removed by heating to 180 ° C. or higher to generate a phenolic hydroxy group.
  • the protecting group in compound A include acid anhydrides, acid acid compounds, tert-butoxycarbonylating agents, alkyl halide compounds, silyl chloride compounds, allyl ether compounds, reaction residues of metalyl ether compounds and the like.
  • Specific examples of the protecting group include a group having a structure represented by R 2 of the formula (AO-1).
  • the formula amount of the protecting group is preferably 30 to 200, more preferably 35 to 100, and even more preferably 40 to 70 because it is preferable that the protecting group volatilizes and does not remain at the time of baking.
  • Compound A is preferably a compound containing 1 to 10 phenolic hydroxy groups (hereinafter, also referred to as protected hydroxy groups) protected by the protecting group in one molecule.
  • the lower limit is preferably 2 or more, and more preferably 3 or more.
  • the upper limit is preferably 6 or less, and more preferably 4 or less.
  • Compound A is preferably a compound represented by the formula (AO-1).
  • R 11 , R 12 , R 14 , R 15 , R 16 and R 17 each independently represent an alkyl group.
  • R 13 represents a hydrogen atom or an alkyl group.
  • LR1 represents an alkylene group q represents 0 or 1 and represents When q is 1, L R1 and R 14 may be combined to form a ring.
  • m represents an integer from 0 to 4 and represents n represents an integer from 1 to 10 and represents X 1 represents an n-valent group.
  • Examples of the substituent represented by R 1 in the formula (AO-1) include a substituent T described later, which is preferably an alkyl group, an aryl group or a heterocyclic group, and more preferably an alkyl group.
  • the number of carbon atoms of the alkyl group is preferably 1 to 30, more preferably 1 to 15, and even more preferably 1 to 8.
  • the alkyl group may be linear, branched or cyclic, but is preferably branched or cyclic because of its good function as a phenolic antioxidant after desorption, and more preferably branched. ..
  • R 11 , R 14 , R 15 , R 16 and R 17 each independently represent an alkyl group
  • R 12 and R 13 independently represent a hydrogen atom or an alkyl group
  • L R 1 represents an alkylene group.
  • q represents 0 or 1, and when q is 1, L R1 and R 14 may be combined to form a ring.
  • the number of carbon atoms of the alkyl group represented by R 11 is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5.
  • the alkyl group may be linear, branched or cyclic, but is preferably a branched alkyl group because the desorption temperature is appropriate.
  • the alkyl group represented by R 11 may have a substituent. Examples of the substituent include a substituent T described later, and an aryl group is preferable. Specific examples of R 11 include a tert-butyl group and a benzyl group.
  • the number of carbon atoms of the alkyl group represented by R 12 and R 13 is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 5.
  • the alkyl group represented by R 11 and R 12 may be linear, branched or cyclic, but is preferably a linear or branched alkyl group because it can be produced at a lower cost, and is preferably a linear alkyl. It is more preferable that it is a group.
  • R 12 and R 13 are preferably independent alkyl groups, and more preferably methyl groups.
  • the number of carbon atoms of the alkyl group represented by R 14 is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 3.
  • the alkyl group may be linear, branched or cyclic, but is preferably a linear alkyl group because it can be produced at a lower cost.
  • the number of carbon atoms of the alkyl group represented by R 15 to R 17 is preferably 1 to 20, more preferably 1 to 10, further preferably 1 to 5, and particularly preferably 1 to 3.
  • the alkyl group may be linear, branched or cyclic, but is preferably a linear alkyl group because it can be produced at a lower cost.
  • the alkylene group L R1 represents is preferably 1 to 20, more preferably 1 to 10, more preferably 1 to 5, 1 to 3 particularly preferred.
  • the alkylene group may be linear, branched or cyclic, but is preferably a linear or branched alkylene group because it can be produced at a lower cost. Further, L R1 and R 14 may form a ring.
  • the group represented by "-CH 2 (-OL R1 ) q- OR 14 " when q is 0, the group of the structure represented by -CH 2- OR 14 Is.
  • the n-valent group represented by X 1 in the formula (AO-1) includes an aliphatic hydrocarbon group, an aromatic hydrocarbon group, a heterocyclic group, —O—, —S—, —CO—, —COO—, -OCO-, -SO 2- , -NR X- , -NR X CO-, -CONR X- , -NR X SO 2- , -SO 2 NR X- and a group consisting of a combination thereof can be mentioned.
  • X represents a hydrogen atom, an alkyl group or an aryl group.
  • the number of carbon atoms of the aliphatic hydrocarbon group is preferably 1 to 20, more preferably 2 to 20, further preferably 2 to 10, and particularly preferably 2 to 5.
  • the aliphatic hydrocarbon group may be linear, branched or cyclic. Further, the cyclic aliphatic hydrocarbon group may be either monocyclic or polycyclic.
  • the number of carbon atoms of the aromatic hydrocarbon group is preferably 6 to 18, more preferably 6 to 14, and even more preferably 6 to 10.
  • the aromatic hydrocarbon group is preferably a monocyclic or an aromatic hydrocarbon group having a condensed ring having 2 to 4 condensation numbers.
  • the aromatic hydrocarbon group is preferably a benzene ring group.
  • the heterocyclic group is preferably a single ring or a fused ring having 2 to 4 condensation numbers.
  • the number of heteroatoms constituting the ring of the heterocyclic group is preferably 1 to 3.
  • the hetero atom constituting the ring of the heterocyclic group is preferably a nitrogen atom, an oxygen atom or a sulfur atom.
  • the number of carbon atoms constituting the ring of the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12.
  • Aliphatic hydrocarbon groups, aromatic hydrocarbon groups and heterocyclic groups may have substituents. Examples of the substituent include the groups listed in Substituent T described later.
  • the number of carbon atoms of the alkyl group represented by R X is preferably 1-20, more preferably 1-15, 1-8 is more preferable.
  • the alkyl group may be linear, branched or cyclic, preferably linear or branched, more preferably linear.
  • Alkyl group R X represents may further have a substituent. Examples of the substituent include a substituent T described later.
  • the number of carbon atoms of the aryl group R X represents is preferably 6 to 30, more preferably 6 to 20, more preferably 6 to 12.
  • Aryl group R X represents may further have a substituent. Examples of the substituent include a substituent T described later.
  • the n-valent group represented by X 1 is preferably a group represented by any of the formulas (X-1) to (X-4).
  • L 3 represents a trivalent group
  • T 3 represents a single bond or a divalent linking group
  • the three existing T 3s may be the same or different from each other.
  • L 4 represents a tetravalent group
  • T 4 represents a single bond or a divalent linking group
  • T 4 present four may be the being the same or different .
  • L 5 represents a pentavalent group
  • T 5 represents a single bond or a divalent linking group
  • the five existing T 5s may be the same or different from each other.
  • L 6 represents a hexavalent group
  • T 6 represents a single bond or a divalent linking group
  • the six T 6s may be the same or different from each other. ..
  • * represents a bond.
  • the divalent linking groups represented by T 3 to T 6 include an alkylene group, an arylene group, a heterocyclic group, -NH-, -SO-, -SO 2- , -CO-, -O-, -COO-, Examples thereof include -OCO-, -S-, -NHCO-, -CONH-, and a group consisting of a combination of two or more of these.
  • the alkylene group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms.
  • the alkylene group may be linear, branched or cyclic, preferably linear or branched, and more preferably linear.
  • the arylene group preferably has 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms.
  • the alkylene group, arylene group and heterocyclic group may further have a substituent. Examples of the substituent include the substituent T described later.
  • Examples of the trivalent group represented by L 3 include a group obtained by removing one hydrogen atom from the above divalent linking group.
  • Examples of the tetravalent group represented by L 4 include a group obtained by removing two hydrogen atoms from the above-mentioned divalent linking group.
  • Examples of the pentavalent group represented by L 5 include a group obtained by removing three hydrogen atoms from the above divalent linking group.
  • Examples of the hexavalent group represented by L 6 include a group obtained by removing four hydrogen atoms from the above divalent linking group.
  • the 3- hexavalent group represented by L 3 to L 6 may further have a substituent. Examples of the substituent include a substituent T described later.
  • m represents an integer of 0 to 4, preferably an integer of 0 to 3, more preferably an integer of 0 to 2, and particularly preferably 1 or 2. preferable.
  • N in the formula (AO-1) represents an integer of 1 to 10, and the lower limit of n is preferably 2 or more, and more preferably 3 or more.
  • the upper limit of n is preferably 6 or less, and more preferably 4 or less.
  • substituent T a halogen atom, a cyano group, a nitro group, an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, -ORt 1 , -CORt 1 , -COORt 1 , -OCORt 1 , -NRt 1 Rt 2 , -NRt 3 CORT 1 , -CONRT 1 Rt 2 , -NRt 3 CONRT 1 Rt 2 , -NRt 3 COORt 1 , -SRt 1 , -SO 2 Rt 1 , -SO 2 ORt 1 , -NRt 3 SO 2 Rt 1 or -SO 2 NRt 1 Rt 2 can be mentioned.
  • Rt 1 to Rt 3 independently represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, respectively.
  • Rt 1 and Rt 2 may be combined to form a ring.
  • halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
  • the number of carbon atoms of the alkyl group is preferably 1 to 30, more preferably 1 to 15, and even more preferably 1 to 8.
  • the alkyl group may be linear, branched or cyclic.
  • the alkenyl group preferably has 2 to 30 carbon atoms, more preferably 2 to 15 carbon atoms, and even more preferably 2 to 8 carbon atoms.
  • the aryl group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 12 carbon atoms.
  • the heterocyclic group may be a monocyclic ring or a fused ring.
  • the heterocyclic group is preferably a single ring or a fused ring having 2 to 4 condensation numbers.
  • the number of heteroatoms constituting the ring of the heterocyclic group is preferably 1 to 3.
  • the hetero atom constituting the ring of the heterocyclic group is preferably a nitrogen atom, an oxygen atom or a sulfur atom.
  • the number of carbon atoms constituting the ring of the heterocyclic group is preferably 3 to 30, more preferably 3 to 18, and even more preferably 3 to 12.
  • the alkyl group, aryl group and heterocyclic group may have a substituent or may be unsubstituted. Examples of the substituent include a group selected from the above-mentioned group of substituents T.
  • Specific compounds include, for example, JP-A-57-11375, JP-A-03-173843, JP-A-06-128195, JP-A-07-206771, JP-A-07-252191, JP-A-2004, JP-A-2004.
  • Specific examples of the specific compound include compounds 1 to 6 described in Examples described later, compounds described in paragraph numbers 0106 to 0109 of JP-A-2015-131937, and paragraph numbers 0028 to JP-A-2015-132791. Examples thereof include the compounds described in 0049, the compounds described in 0043 to 0044 of International Publication No. 2017/170183, and the like.
  • the content of the above-mentioned compound A in the total solid content of the coloring composition is preferably 1 to 10% by mass.
  • the lower limit is preferably 2.5% by mass or more, and more preferably 3% by mass or more.
  • the upper limit is preferably 8% by mass or less, and more preferably 6% by mass or less. Further, it is preferable that the compound A is contained in an amount of 2 to 25 parts by mass with respect to 100 parts by mass of the organic pigment.
  • the lower limit is preferably 5.5 parts by mass or more, and more preferably 7 parts by mass or more.
  • the upper limit is preferably 18 parts by mass or less, and more preferably 13 parts by mass or less.
  • only one compound A may be used, or two or more compounds may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the content of the compound represented by the formula (AO-1) in the total solid content of the coloring composition is preferably 1 to 10% by mass.
  • the lower limit is preferably 2.5% by mass or more, and more preferably 3% by mass or more.
  • the upper limit is preferably 8% by mass or less, and more preferably 6% by mass or less.
  • the lower limit is preferably 5.5 parts by mass or more, and more preferably 7 parts by mass or more.
  • the upper limit is preferably 18 parts by mass or less, and more preferably 13 parts by mass or less.
  • the coloring composition of the present invention only one specific compound may be used, or two or more specific compounds may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention can contain an antioxidant.
  • the antioxidant include a phenol-based antioxidant, a phosphite ester-based antioxidant, an amine-based antioxidant, a thiotel-based antioxidant, and the like, and a phenol-based antioxidant is preferable.
  • the phenolic antioxidant include hindered phenol compounds.
  • the phenolic antioxidant is preferably a compound having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group.
  • a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferable.
  • Commercially available phenolic antioxidants include, for example, Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, Adekastab AO. -80, ADEKA STAB AO-330 (above, manufactured by ADEKA Corporation) and the like.
  • the antioxidant the compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967 can also be used.
  • the content of the antioxidant in the total solid content of the coloring composition is preferably 0.001 to 3% by mass.
  • the lower limit is preferably 0.005% by mass or more, and more preferably 0.01% by mass or more.
  • the upper limit is preferably 1.5% by mass or less, and more preferably 1% by mass or less.
  • the content of the phenolic antioxidant in the total solid content of the coloring composition is preferably 0.001 to 2% by mass.
  • the lower limit is preferably 0.005% by mass or more, and more preferably 0.01% by mass or more.
  • the upper limit is preferably 1.5% by mass or less, and more preferably 1% by mass or less.
  • the total content of the above-mentioned specific compound and the antioxidant in the total solid content of the coloring composition is preferably 1 to 10% by mass.
  • the lower limit is preferably 2.5% by mass or more, and more preferably 3% by mass or more.
  • the upper limit is preferably 8% by mass or less, and more preferably 6% by mass or less.
  • the total content of the above-mentioned specific compound and the phenolic antioxidant in the total solid content of the coloring composition is preferably 1 to 10% by mass.
  • the lower limit is preferably 2.5% by mass or more, and more preferably 3% by mass or more.
  • the upper limit is preferably 8% by mass or less, and more preferably 6% by mass or less.
  • the content of the antioxidant is preferably 0.1 to 200 parts by mass, more preferably 1 to 100 parts by mass, and 2 to 50 parts by mass with respect to 100 parts by mass of the above-mentioned specific compound. Is more preferable.
  • the content of the phenolic antioxidant is preferably 0.1 to 200 parts by mass, more preferably 1 to 100 parts by mass, and 2 to 50 parts by mass with respect to 100 parts by mass of the above-mentioned specific compound. It is more preferably by mass. If the ratio of the above-mentioned specific compound to the phenolic antioxidant is in the above range, the effect of improving the storage stability of the coloring composition can be expected. Only one kind of antioxidant may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount is within the above range.
  • the coloring composition of the present invention can contain a polymerizable compound.
  • a polymerizable compound a known compound that can be crosslinked by radicals, acids or heat can be used.
  • the polymerizable compound used in the present invention is preferably a compound having an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a (meth) allyl group, and a (meth) acryloyl group.
  • the polymerizable compound used in the present invention is preferably a radically polymerizable compound.
  • the polymerizable compound may be in any chemical form such as a monomer, a prepolymer or an oligomer, but a monomer is preferable.
  • the molecular weight of the polymerizable compound is preferably 100 to 3000.
  • the upper limit is more preferably 2000 or less, and even more preferably 1500 or less.
  • the lower limit is more preferably 150 or more, and even more preferably 250 or more.
  • the polymerizable compound is preferably a compound containing 3 or more ethylenically unsaturated bond-containing groups, more preferably a compound containing 3 to 15 ethylenically unsaturated bond-containing groups, and more preferably an ethylenically unsaturated bond. It is more preferable that the compound contains 3 to 6 containing groups. Further, the polymerizable compound is preferably a (meth) acrylate compound having 3 to 15 functionalities, and more preferably a (meth) acrylate compound having 3 to 6 functionalities.
  • polymerizable compound examples include paragraph numbers 0995 to 0108 of JP2009-288705, paragraph numbers 0227 of JP2013-029760, paragraph numbers 0254 to 0257 of JP2008-292970, and the present invention.
  • dipentaerythritol tri (meth) acrylate commercially available KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.
  • dipentaerythritol tetra (meth) acrylate commercially available KAYARAD D-320.
  • diglycerin EO ethylene oxide modified (meth) acrylate
  • pentaerythritol tetraacrylate manufactured by Shin-Nakamura Chemical Industry Co., Ltd., NK ester A) -TMMT
  • 1,6-hexanediol diacrylate manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA
  • RP-1040 manufactured by Nihon Kayaku Co., Ltd.
  • Aronix TO-2349 manufactured by Toa Synthetic Co., Ltd.
  • NK Oligo UA-7200 manufactured by Shin-Nakamura Chemical Industry Co., Ltd.
  • 8UH-1006, 8UH-1012 manufactured by Taisei Fine Chemical Co., Ltd.
  • light acrylate POB-A0 manufactured by Kyoeisha Chemical
  • Examples of the polymerizable compound include trimethylolpropane tri (meth) acrylate, trimethylolpropane propylene oxide modified tri (meth) acrylate, trimethylolpropane ethylene oxide modified tri (meth) acrylate, isocyanuric acid ethylene oxide modified tri (meth) acrylate, and pentaerythritol. It is also preferable to use a trifunctional (meth) acrylate compound such as tri (meth) acrylate.
  • Commercially available trifunctional (meth) acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, and M-305.
  • M-303, M-452, M-450 manufactured by Toa Synthetic Co., Ltd.
  • NK ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A -TMM-3LM-N, A-TMPT, TMPT manufactured by Shin Nakamura Chemical Industry Co., Ltd.
  • KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.) And so on.
  • a polymerizable compound having an acid group can also be used.
  • the acid group include a carboxyl group, a sulfo group, a phosphoric acid group and the like, and a carboxyl group is preferable.
  • examples of commercially available products of the polymerizable compound having an acid group include Aronix M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.).
  • the preferable acid value of the polymerizable compound having an acid group is 0.1 to 40 mgKOH / g, and more preferably 5 to 30 mgKOH / g. When the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the solubility in a developing solution is good, and when the acid value is 40 mgKOH / g or less, it is advantageous in production and handling.
  • a polymerizable compound having a caprolactone structure can also be used.
  • the polymerizable compound having a caprolactone structure is commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series, and examples thereof include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.
  • a polymerizable compound having an alkyleneoxy group can also be used.
  • a polymerizable compound having an ethyleneoxy group and / or a propyleneoxy group is preferable, a polymerizable compound having an ethyleneoxy group is more preferable, and 3 to 3 having 4 to 20 ethyleneoxy groups.
  • a hexafunctional (meth) acrylate compound is more preferred.
  • Commercially available products of the polymerizable compound having an alkyleneoxy group include SR-494, which is a tetrafunctional (meth) acrylate having four ethyleneoxy groups manufactured by Sartmer, and a trifunctional (meth) having three isobutyleneoxy groups. Examples thereof include KAYARAD TPA-330, which is an acrylate.
  • a polymerizable compound having a fluorene skeleton can also be used.
  • examples of commercially available products of the polymerizable compound having a fluorene skeleton include Ogsol EA-0200 and EA-0300 (manufactured by Osaka Gas Chemical Co., Ltd., a (meth) acrylate monomer having a fluorene skeleton).
  • the polymerizable compound it is also preferable to use a compound that does not substantially contain an environmentally regulatory substance such as toluene.
  • an environmentally regulatory substance such as toluene.
  • commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).
  • Examples of the polymerizable compound include urethane acrylates described in Japanese Patent Publication No. 48-041708, Japanese Patent Application Laid-Open No. 51-037193, Japanese Patent Publication No. 02-0322293, and Japanese Patent Application Laid-Open No. 02-016765, and Japanese Patent Application Laid-Open No. 58- Urethane compounds having an ethylene oxide-based skeleton described in Japanese Patent Publication No. 049860, Japanese Patent Publication No. 56-017654, Japanese Patent Publication No. 62-039417, Japanese Patent Publication No. 62-039418, Japanese Patent Application Laid-Open No. 63-277653, Japanese Patent Application Laid-Open No.
  • a polymerizable compound having an amino structure or a sulfide structure in the molecule described in JP-A-63-260909 and JP-A No. 01-105238.
  • the polymerizable compounds include UA-7200 (manufactured by Shin Nakamura Chemical Industry Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, and AH-600. , T-600, AI-600, LINK-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) and the like can also be used.
  • the content of the polymerizable compound in the total solid content of the coloring composition is preferably 0.1 to 50% by mass.
  • the lower limit is more preferably 0.5% by mass or more, further preferably 1% by mass or more.
  • the upper limit is more preferably 40% by mass or less, further preferably 30% by mass or less.
  • only one type of polymerizable compound may be used, or two or more types may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention can contain a photopolymerization initiator.
  • the photopolymerization initiator is not particularly limited and may be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet region to the visible light region is preferable.
  • the photopolymerization initiator is preferably a photoradical polymerization initiator.
  • photopolymerization initiator examples include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, and thio compounds. , Ketone compounds, aromatic onium salts, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds and the like.
  • the photopolymerization initiator is a trihalomethyltriazine compound, a benzyldimethylketal compound, an ⁇ -hydroxyketone compound, an ⁇ -aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, or a triarylimidazole.
  • It is preferably a dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound and a 3-aryl substituted coumarin compound, preferably an oxime compound and an ⁇ -hydroxyketone compound.
  • ⁇ -Aminoketone compound, and a compound selected from an acylphosphine compound are more preferable, and an oxime compound is further preferable.
  • the photopolymerization initiator the compound described in paragraphs 0065 to 0111 of JP-A-2014-130173 and JP-A-6301489, MATERIAL STAGE 37-60p, vol. 19, No. Peroxide-based photopolymerization initiator described in 3, 2019, photopolymerization initiator described in International Publication No. 2018/221177, photopolymerization initiator described in International Publication No. 2018/110179, JP-A-2019-043864. Examples thereof include the photopolymerization initiator described in JP-A-2019-044030, the photopolymerization initiator described in JP-A-2019-167313, and the contents thereof are described in the present invention. Incorporated in the specification.
  • ⁇ -hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (above, IGM Resins B.V.), Irgacure 184, Irgacure 1173, Irgacure27, Irgacure29. (Manufactured by the company) and the like.
  • Commercially available ⁇ -aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (above, IGM Resins BV), Irgacure 907, Irgacure 369, Irgacure 369, Irger Made) and so on.
  • acylphosphine compounds examples include Omnirad 819, Omnirad TPO (above, manufactured by IGM Resins BV), Irgacure 819, and Irgacure TPO (above, manufactured by BASF).
  • Examples of the oxime compound include the compound described in JP-A-2001-233842, the compound described in JP-A-2000-080068, the compound described in JP-A-2006-342166, and J. Am. C. S. The compound according to Perkin II (1979, pp. 1653-1660), J. Mol. C. S. The compound described in Perkin II (1979, pp. 156-162), the compound described in Journal of Photopolisr Science and Technology (1995, pp. 202-232), the compound described in JP-A-2000-066385, the compound described in JP-A-2000-066385.
  • oxime compound examples include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminovtan-2-one, 3-propionyloxyiminobutane-2-one, 2-acetoxyiminopentane-3-one, and the like.
  • an oxime compound having a fluorene ring can also be used.
  • Specific examples of the oxime compound having a fluorene ring include the compound described in JP-A-2014-137466 and the compound described in Japanese Patent No. 06636081.
  • an oxime compound having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring can also be used.
  • Specific examples of such an oxime compound include the compounds described in International Publication No. 2013/083505.
  • an oxime compound having a fluorine atom can also be used as the photopolymerization initiator.
  • Specific examples of the oxime compound having a fluorine atom are described in the compounds described in JP-A-2010-262028, compounds 24, 36-40 described in JP-A-2014-500852, and JP-A-2013-164471.
  • Compound (C-3) and the like can be mentioned.
  • an oxime compound having a nitro group can be used as the photopolymerization initiator.
  • the oxime compound having a nitro group is also preferably a dimer.
  • Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP2013-114249A and paragraphs 0008-0012 and 0070-0079 of JP-A-2014-137466. Examples thereof include the compound described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071, ADEKA ARCULDS NCI-831 (manufactured by ADEKA Corporation).
  • an oxime compound having a benzofuran skeleton can also be used.
  • Specific examples include OE-01 to OE-75 described in International Publication No. 2015/036910.
  • an oxime compound in which a substituent having a hydroxy group is bonded to the carbazole skeleton can also be used.
  • Examples of such a photopolymerization initiator include the compounds described in International Publication No. 2019/088055.
  • an oxime compound having an aromatic ring group Ar OX1 having an electron-attracting group introduced into the aromatic ring (hereinafter, also referred to as oxime compound OX) can also be used.
  • the electron-attracting group of the aromatic ring group Ar OX1 include an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group and a cyano group.
  • the benzoyl group may have a substituent.
  • the substituent include a halogen atom, a cyano group, a nitro group, a hydroxy group, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkenyl group, an alkylsulfanyl group and an arylsulfanyl group.
  • an acyl group or an amino group more preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group or an amino group, and more preferably an alkoxy group or an alkyl group. It is more preferably a sulfanyl group or an amino group.
  • the oxime compound OX is preferably at least one selected from the compound represented by the formula (OX1) and the compound represented by the formula (OX2), and more preferably the compound represented by the formula (OX2). preferable.
  • RX1 is an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group.
  • RX2 contains an alkyl group, an alkenyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group and an aryl.
  • R X3 ⁇ R X14 represents a hydrogen atom or a substituent independently; Provided that at least one of R X10 ⁇ R X14 is an electron withdrawing group.
  • R X12 is an electron withdrawing group, it is preferred that R X10, R X11, R X13 , R X14 is a hydrogen atom.
  • oxime compound OX include the compounds described in paragraphs 0083 to 0105 of Japanese Patent No. 4600600.
  • the oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm.
  • the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1000 to 300,000, still more preferably 2000 to 300,000, and more preferably 5000 to 200,000. It is particularly preferable to have.
  • the molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure at a concentration of 0.01 g / L using an ethyl acetate solvent with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).
  • a bifunctional or trifunctional or higher photoradical polymerization initiator may be used as the photopolymerization initiator.
  • two or more radicals are generated from one molecule of the photoradical polymerization initiator, so that good sensitivity can be obtained.
  • the crystallinity is lowered, the solubility in a solvent or the like is improved, the precipitation is less likely to occur with time, and the stability of the colored composition with time can be improved.
  • Specific examples of the bifunctional or trifunctional or higher functional photo-radical polymerization initiators include Japanese Patent Publication No. 2010-527339, Japanese Patent Publication No. 2011-524436, International Publication No.
  • the content of the photopolymerization initiator in the total solid content of the coloring composition is preferably 0.1 to 30% by mass.
  • the lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more.
  • the upper limit is preferably 20% by mass or less, more preferably 15% by mass or less.
  • only one kind of photopolymerization initiator may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention can contain a compound having a cyclic ether group.
  • the cyclic ether group include an epoxy group and an oxetanyl group.
  • the compound having a cyclic ether group is preferably a compound having an epoxy group (hereinafter, also referred to as an epoxy compound). Examples of the epoxy compound are described in paragraphs 0034 to 0036 of JP2013-011869, paragraph numbers 0147 to 0156 of JP2014-043556, and paragraph numbers 0083 to 0092 of JP2014-089408. Compounds, compounds described in JP-A-2017-179172 can also be used. These contents are incorporated in the present specification.
  • the epoxy compound may be a low molecular weight compound (for example, a molecular weight of less than 2000, further, a molecular weight of less than 1000), or a polymer compound (for example, a molecular weight of 1000 or more, and in the case of a polymer, a weight average molecular weight of 1000 or more). But it may be.
  • the weight average molecular weight of the epoxy compound is preferably 200 to 100,000, more preferably 500 to 50,000.
  • the upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5000 or less, and even more preferably 3000 or less.
  • an epoxy resin can be preferably used as the epoxy compound.
  • the epoxy resin include an epoxy resin which is a glycidyl etherified product of a phenol compound, an epoxy resin which is a glycidyl etherified product of various novolak resins, an alicyclic epoxy resin, an aliphatic epoxy resin, a heterocyclic epoxy resin, and a glycidyl ester type.
  • Epoxy resin, glycidylamine-based epoxy resin, glycidylated epoxy resin of halogenated phenols, condensate of silicon compound having an epoxy group and other silicon compounds, polymerizable unsaturated compound having an epoxy group and other Examples thereof include a copolymer with another polymerizable unsaturated compound.
  • the epoxy equivalent of the epoxy resin is preferably 310 to 3300 g / eq, more preferably 310 to 1700 g / eq, and even more preferably 310 to 1000 g / eq.
  • EHPE3150 manufactured by Dicelle Co., Ltd.
  • EPICLON N-695 manufactured by DIC Corporation
  • Marproof G-0150M Marproof G-0150M, G-0105SA, G-0130SP, G. -0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, G-01758 (all manufactured by Nichiyu Co., Ltd., epoxy group-containing polymer) and the like can be mentioned.
  • the content of the compound having a cyclic ether group in the total solid content of the coloring composition is preferably 0.1 to 20% by mass.
  • the lower limit is, for example, preferably 0.5% by mass or more, and more preferably 1% by mass or more.
  • the upper limit is, for example, preferably 15% by mass or less, and more preferably 10% by mass or less.
  • the compound having a cyclic ether group may be only one kind or two or more kinds. In the case of two or more kinds, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention preferably contains a pigment derivative.
  • the pigment derivative include compounds having a structure in which an acid group or a basic group is bonded to a pigment skeleton.
  • the pigment skeletons constituting the pigment derivatives include quinoline pigment skeleton, benzoimidazolone pigment skeleton, benzoisoindole pigment skeleton, benzothiazole pigment skeleton, iminium pigment skeleton, squarylium pigment skeleton, croconium pigment skeleton, oxonol pigment skeleton, and pyrolopyrrole pigment.
  • it is more preferably a diketopyrrolopyrrole pigment skeleton.
  • the pigment derivative is preferably a phthalocyanine compound or a diketopyrrolopyrrole compound.
  • Examples of the acid group include a sulfo group, a carboxyl group, a phosphoric acid group and salts thereof.
  • alkali metal ions Li + , Na + , K +, etc.
  • alkaline earth metal ions Ca 2+ , Mg 2+, etc.
  • ammonium ions imidazolium ions, pyridinium ions, etc.
  • Examples include phosphonium ion.
  • Examples of the basic group include an amino group, a pyridinyl group and a salt thereof, a salt of an ammonium group, and a phthalimidemethyl group.
  • Examples of the atom or atomic group constituting the salt include hydroxide ion, halogen ion, carboxylic acid ion, sulfonic acid ion, and phenoxide ion.
  • a pigment derivative having excellent visible transparency (hereinafter, also referred to as a transparent pigment derivative) can be contained.
  • the maximum value of the molar extinction coefficient in the wavelength region of 400 ⁇ 700 nm of the transparent pigment derivative (.epsilon.max) is that it is preferable, 1000L ⁇ mol -1 ⁇ cm -1 or less is not more than 3000L ⁇ mol -1 ⁇ cm -1 Is more preferable, and 100 L ⁇ mol -1 ⁇ cm -1 or less is further preferable.
  • the lower limit of ⁇ max is, for example, 1 L ⁇ mol -1 ⁇ cm -1 or more, and may be 10 L ⁇ mol -1 ⁇ cm -1 or more.
  • pigment derivative examples include the compounds described in Examples described later, JP-A-56-118462, JP-A-63-246674, JP-A-01-217077, and JP-A-03-009961.
  • Japanese Patent Laid-Open No. 03-026767 Japanese Patent Application Laid-Open No. 03-153780
  • Japanese Patent Application Laid-Open No. 03-045662 Japanese Patent Application Laid-Open No. 04-285669
  • Japanese Patent Application Laid-Open No. 06-145546 Japanese Patent Application Laid-Open No. 06-212088, Kaihei 06-240158
  • Japanese Patent Laid-Open No. 10-030063 Japanese Patent Application Laid-Open No.
  • the content of the pigment derivative in the total solid content of the coloring composition is preferably 0.3 to 20% by mass.
  • the lower limit is preferably 0.6% by mass or more, and more preferably 0.9% by mass or more.
  • the upper limit is preferably 15% by mass or less, more preferably 12.5% by mass or less, and further preferably 10% by mass or less.
  • the content of the pigment derivative is preferably 1 to 30 parts by mass with respect to 100 parts by mass of the organic pigment.
  • the lower limit is preferably 2 parts by mass or more, and more preferably 3 parts by mass or more.
  • the upper limit is preferably 25 parts by mass or less, more preferably 20 parts by mass or less, and further preferably 15% by mass or less.
  • only one pigment derivative may be used, or two or more pigment derivatives may be used in combination. When two or more kinds are used in combination, the total amount thereof is preferably in the above range.
  • the coloring composition of the present invention contains a compound having three or more basic groups in one molecule, an amine value of 2.7 mmol / g or more, and a molecular weight of 100 or more (hereinafter, also referred to as a specific amine compound). You can also.
  • the molecular weight of the specific amine compound is preferably 200 or more, more preferably 250 or more.
  • the upper limit is preferably 100,000 or less, more preferably 50,000 or less, further preferably 10,000 or less, and particularly preferably 2000 or less.
  • the molecular weight of the specific amine compound is the value calculated from the structural formula.
  • the molecular weight of the specific amine compound cannot be calculated from the structural formula or is difficult to calculate, the value of the number average molecular weight measured by the boiling point elevation method is used. If the measurement cannot be performed by the boiling point elevation method or is difficult to measure, the value of the number average molecular weight measured by the viscosity method is used.
  • the value of the number average molecular weight in the polystyrene conversion value measured by the GPC (gel permeation chromatography) method is used.
  • the amine value of the specific amine compound is preferably 5 mmol / g or more, more preferably 10 mmol / g or more, and further preferably 15 mmol / g or more.
  • the number of basic groups contained in the specific amine compound is preferably 4 or more, more preferably 6 or more, and further preferably 10 or more.
  • the basic group of the specific amine compound is preferably an amino group.
  • the specific amine compound is preferably a compound having a primary amino group, more preferably a compound containing a primary amino group and a tertiary amino group, respectively, and a primary amino group and a secondary amino. It is more preferable that the compound contains a group and a tertiary amino group, respectively.
  • the amino group contained in the specific amine compound may be a cyclic amino group.
  • the cyclic amino group may be an aliphatic cyclic amino group such as a piperidino group or an aromatic cyclic amino group such as a pyridyl group.
  • the cyclic amino group is preferably a cyclic amino group having a 5-membered ring or a 6-membered ring structure, more preferably a cyclic amino group having a 6-membered ring structure, and an aliphatic cyclic amino having a 6-membered ring structure. It is more preferably a group.
  • the cyclic amino group preferably has a hindered amine structure, and particularly preferably has a 6-membered ring hindered amine structure.
  • the hindered amine structure it is preferable that the two carbon atoms in the ring structure adjacent to the nitrogen atom of the cyclic amino group have a substituent such as an alkyl group.
  • the cyclic amino group having a hindered amine structure include 1,2,2,6,6-pentamethylpiperidyl group, 2,2,6,6-tetramethylpiperidyl group and 1,2,6,6-trimethylpiperidyl.
  • 2,6-dimethylpiperidyl group 1-methyl-2,6-di (t-butyl) piperidyl group, 2,6-di (t-butyl) piperidyl group, 1,2,2,5,5- Examples thereof include a pentamethylpyrrolidyl group and a 2,2,5,5-tetramethylpyrrolidyl group.
  • 1,2,2,6,6-pentamethylpiperidyl group or 2,2,6,6-tetramethylpiperidyl group is preferable, and 1,2,2,6,6-pentamethylpiperidyl group is preferable. More preferred.
  • the specific amine compound is preferably polyalkyleneimine because it can further improve the storage stability of the coloring composition.
  • the polyalkyleneimine is a polymer obtained by ring-opening polymerization of an alkyleneimine and has a branched structure containing a primary amino group, a secondary amino group and a tertiary amino group, respectively.
  • the number of carbon atoms of the alkyleneimine is preferably 2 to 6, more preferably 2 to 4, further preferably 2 or 3, and particularly preferably 2.
  • Specific examples of the alkyleneimine include ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine, and the like, preferably ethyleneimine or propyleneimine, and more preferably ethyleneimine.
  • the polyalkyleneimine is particularly preferably polyethyleneimine. Further, polyethyleneimine preferably contains a primary amino group in an amount of 10 mol% or more, more preferably 20 mol% or more, based on the total of the primary amino group, the secondary amino group and the tertiary amino group. , 30 mol% or more is more preferable. Examples of commercially available polyethyleneimine products include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, and P-1000 (all manufactured by Nippon Shokubai Co., Ltd.).
  • the content of the specific amine compound in the total solid content of the coloring composition is preferably 0.1 to 5% by mass.
  • the lower limit is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, and further preferably 1% by mass or more.
  • the upper limit is preferably 4.5% by mass or less, more preferably 4% by mass or less, and further preferably 3% by mass or less.
  • the content of the specific amine compound is preferably 0.5 to 10 parts by mass with respect to 100 parts by mass of the pigment.
  • the lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and further preferably 2 parts by mass or more.
  • the upper limit is preferably 8 parts by mass or less, more preferably 7% by mass or less, and further preferably 5 parts by mass or less.
  • the content of the specific amine compound is preferably 0.5 to 50 parts by mass with respect to 100 parts by mass of the graft resin having an acid group.
  • the lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and further preferably 3 parts by mass or more.
  • the upper limit is preferably 45 parts by mass or less, more preferably 40% by mass or less, and further preferably 30 parts by mass or less.
  • the coloring composition of the present invention preferably contains a solvent.
  • the solvent is preferably an organic solvent.
  • the organic solvent include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, hydrocarbon-based solvents and the like.
  • paragraph No. 0223 of International Publication No. 2015/166779 can be referred to, the contents of which are incorporated herein by reference.
  • an ester solvent substituted with a cyclic alkyl group and a ketone solvent substituted with a cyclic alkyl group can also be preferably used.
  • organic solvent examples include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2 -Heptanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethylcarbitol acetate, butylcarbi Tall acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N, N-dimethylpropanamide, 3-butoxy-N, N-di
  • aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as organic solvents may need to be reduced for environmental reasons (for example, 50 parts by mass (parts) with respect to the total amount of organic solvent. Per millision) or less, 10 mass ppm or less, or 1 mass ppm or less).
  • an organic solvent having a low metal content it is preferable to use an organic solvent having a low metal content, and the metal content of the organic solvent is preferably, for example, 10 mass ppb (parts per parts) or less. If necessary, an organic solvent at the mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by, for example, Toyo Synthetic Co., Ltd. (The Chemical Daily, November 13, 2015).
  • Examples of the method for removing impurities such as metals from the organic solvent include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter.
  • the filter pore diameter of the filter used for filtration is preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 3 ⁇ m or less.
  • the filter material is preferably polytetrafluoroethylene, polyethylene or nylon.
  • the organic solvent may contain isomers (compounds having the same number of atoms but different structures). Further, only one kind of isomer may be contained, or a plurality of kinds may be contained.
  • the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of peroxide.
  • the content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.
  • the coloring composition of the present invention does not substantially contain an environmentally regulated substance from the viewpoint of environmental regulations.
  • substantially free of the environmentally regulated substance means that the content of the environmentally regulated substance in the coloring composition is 50 mass ppm or less, and preferably 30 mass ppm or less. It is more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less.
  • the environmentally regulated substance include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene.
  • REACH Registration Evolution Analysis and Restriction of Chemicals
  • PRTR Policy Release and Transfer Register
  • VOC Volatile and Transfer Registor
  • VOC Volatile Organic Compounds
  • VOC Volatile Organic Compounds
  • VOC Volatile Organic Compounds
  • VOC Volatile Organic Compounds
  • a method for reducing the environmentally regulated substance there is a method of heating or depressurizing the inside of the system to raise the boiling point of the environmentally regulated substance or higher and distilling off the environmentally regulated substance from the system to reduce the amount. Further, when distilling off a small amount of an environmentally regulated substance, it is also useful to azeotrope with a solvent having a boiling point equivalent to that of the corresponding solvent in order to improve efficiency.
  • a polymerization inhibitor or the like is added and distilled under reduced pressure in order to prevent the radical polymerization reaction from proceeding and cross-linking between molecules during distillation under reduced pressure. May be.
  • These distillation methods include a raw material stage, a product obtained by reacting the raw materials (for example, a resin solution after polymerization or a polyfunctional monomer solution), or a colored composition stage prepared by mixing these compounds. It is possible at any stage of.
  • the coloring composition of the present invention may contain a curing accelerator.
  • the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidin salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, onium salt compounds and the like.
  • Specific examples of the curing accelerator include the compound described in paragraph Nos. 0094 to 0097 of International Publication No. 2018/056189, the compound described in paragraph numbers 0246 to 0253 of JP-A-2015-034963, and JP-A-2013-041165. Compounds described in Japanese Patent Laid-Open No.
  • the curing accelerator when the curing accelerator is contained, the content of the curing accelerator in the total solid content of the coloring composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.
  • the coloring composition of the present invention can contain an ultraviolet absorber.
  • an ultraviolet absorber a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indole compound, a triazine compound and the like can be used. Details thereof are described in paragraph numbers 0052 to 0072 of JP2012-208374A, paragraph numbers 0317 to 0334 of JP2013-066814, and paragraph numbers 0061 to 0080 of JP2016-162946. These compounds are incorporated herein by reference.
  • Examples of commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Kagaku Co., Ltd.).
  • Examples of the benzotriazole compound include the MYUA series made of Miyoshi Oil & Fat (The Chemical Daily, February 1, 2016).
  • the ultraviolet absorber the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used.
  • the content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass.
  • only one kind of ultraviolet absorber may be used, or two or more kinds may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention can contain a polymerization inhibitor.
  • the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), and the like.
  • examples thereof include 2,2'-methylenebis (4-methyl-6-t-butylphenol) and N-nitrosophenylhydroxyamine salts (ammonium salt, first cerium salt, etc.). Of these, p-methoxyphenol is preferable.
  • the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.
  • the polymerization inhibitor may be only one kind or two or more kinds. In the case of two or more types, it is preferable that the total amount is within the above range.
  • the coloring composition of the present invention can contain a silane coupling agent.
  • the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups.
  • the hydrolyzable group refers to a substituent that is directly linked to a silicon atom and can form a siloxane bond by at least one of a hydrolysis reaction and a condensation reaction.
  • the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group and the like, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group.
  • Examples of the functional group other than the hydrolyzable group include a vinyl group, a (meth) allyl group, a (meth) acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group and an isocyanate group.
  • a phenyl group and the like preferably an amino group, a (meth) acryloyl group and an epoxy group.
  • silane coupling agent examples include N- ⁇ -aminoethyl- ⁇ -aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N- ⁇ -aminoethyl- ⁇ -amino.
  • Propyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N- ⁇ -aminoethyl- ⁇ -aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-602), ⁇ -Aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), ⁇ -aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-903), 3-methacryloxy There are propylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-502), 3-methacryloxypropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co
  • the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP2009-242604A. , These contents are incorporated herein.
  • the content of the silane coupling agent in the total solid content of the coloring composition is preferably 0.01 to 15.0% by mass, more preferably 0.05 to 10.0% by mass. preferable.
  • the silane coupling agent may be only one kind or two or more kinds. In the case of two or more types, it is preferable that the total amount is within the above range.
  • the coloring composition of the present invention can contain a surfactant.
  • a surfactant various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicon-based surfactant can be used.
  • the surfactant the surfactant described in paragraph Nos. 0238 to 0245 of International Publication No. 2015/166779 is mentioned, and the content thereof is incorporated in the present specification.
  • the surfactant is preferably a fluorine-based surfactant.
  • the liquid characteristics particularly, fluidity
  • the liquid saving property is further improved.
  • the fluorine content in the fluorine-based surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass.
  • a fluorine-based surfactant having a fluorine content within this range is effective in terms of uniformity in the thickness of the coating film and liquid saving, and has good solubility in a coloring composition.
  • fluorine-based surfactant examples include the surfactants described in paragraphs 0060 to 0064 of Japanese Patent Laid-Open No. 2014-041318 (paragraphs 0060 to 0064 of International Publication No. 2014/017669) and the like, Japanese Patent Application Laid-Open No. 2011-.
  • the surfactants described in paragraphs 0117 to 0132 of Japanese Patent Application Laid-Open No. 132503 and the surfactants described in JP-A-2020-008634 are mentioned, and the contents thereof are incorporated in the present specification.
  • fluorine-based surfactants include, for example, Megafuck F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144. , F-437, F-475, F-477, F-479, F-482, F-554, F-555-A, F-556, F-557, F-558, F-559, F-560.
  • the fluorine-based surfactant has a molecular structure having a functional group containing a fluorine atom, and an acrylic compound in which a portion of the functional group containing a fluorine atom is cut off and the fluorine atom volatilizes when heat is applied.
  • a fluorine-based surfactant include the Megafuck DS series manufactured by DIC Corporation (The Chemical Daily (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)), for example, Megafuck. DS-21 can be mentioned.
  • the fluorine-based surfactant it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound.
  • a fluorine-based surfactant the description in JP-A-2016-216602 can be referred to, and the contents thereof are incorporated in the present specification.
  • the fluorine-based surfactant a block polymer can also be used.
  • the fluorine-based surfactant has a repeating unit derived from a (meth) acrylate compound having a fluorine atom and 2 or more (preferably 5 or more) alkyleneoxy groups (preferably ethyleneoxy groups and propyleneoxy groups) (meth).
  • a fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used.
  • the fluorine-containing surfactants described in paragraphs 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as the fluorine-based surfactants used in the present invention.
  • the weight average molecular weight of the above compounds is preferably 3000 to 50,000, for example 14000.
  • % indicating the ratio of the repeating unit is mol%.
  • a fluorine-based surfactant a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in the side chain can also be used. Specific examples thereof include compounds described in paragraphs 0050 to 0090 and paragraph numbers 0289 to 0295 of JP2010-164965, for example, Megafuck RS-101, RS-102, RS-718K manufactured by DIC Corporation. , RS-72-K and the like. Further, as the fluorine-based surfactant, the compounds described in paragraphs 0015 to 0158 of JP-A-2015-117327 can also be used.
  • Nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane and their ethoxylates and propoxylates (eg, glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ethers, polyoxyethylene stearyl ethers, etc.
  • Examples of the silicon-based surfactant include Torre Silicone DC3PA, Torre Silicone SH7PA, Torre Silicone DC11PA, Torre Silicone SH21PA, Torre Silicone SH28PA, Torre Silicone SH29PA, Torre Silicone SH30PA, Torre Silicone SH8400 (all of which are Toray Dow Corning Co., Ltd.). ), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (above, manufactured by Momentive Performance Materials), KP-341, KF-6001, KF-6002 (above, (Shinetsu Silicone Co., Ltd.), BYK307, BYK323, BYK330 (all manufactured by Big Chemie) and the like.
  • the content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005 to 3.0% by mass.
  • the coloring composition of the present invention only one type of surfactant may be used, or two or more types may be used. When two or more kinds are used, it is preferable that the total amount thereof is within the above range.
  • the coloring composition of the present invention may be used as a sensitizer, a curing accelerator, a filler, a thermosetting accelerator, a plasticizer and other auxiliary agents (for example, conductive particles, a filler, a defoaming agent, etc.), if necessary. It may contain a flame retardant, a leveling agent, a peeling accelerator, a fragrance, a surface tension adjusting agent, a chain transfer agent, etc.). By appropriately containing these components, properties such as film physical characteristics can be adjusted. These components are described in, for example, paragraph No. 0183 or later of JP2012-003225A (paragraph number 0237 of the corresponding US Patent Application Publication No. 2013/0034812), paragraph 2008-250074. The description of numbers 0101 to 0104, 0107 to 0109, etc. can be taken into consideration, and these contents are incorporated in the present specification.
  • the coloring composition of the present invention may contain a light resistance improving agent.
  • the light resistance improving agent include the compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, the compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, and JP-A-2017-129774.
  • the coloring composition of the present invention preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less, still more preferably 10 ppm or less, which is not bound or coordinated with a pigment or the like. , It is particularly preferable that it is not substantially contained. According to this aspect, stabilization of pigment dispersibility (suppression of aggregation), improvement of spectral characteristics due to improvement of dispersibility, stabilization of curable components, suppression of conductivity fluctuation due to elution of metal atoms / metal ions, Effects such as improvement of display characteristics can be expected.
  • Examples of the types of free metals include Na, K, Ca, Sc, Ti, Mn, Cu, Zn, Fe, Cr, Co, Mg, Al, Sn, Zr, Ga, Ge, Ag, Au, Pt, and the like. Examples thereof include Cs, Ni, Cd, Pb and Bi.
  • the content of free halogen not bonded or coordinated with a pigment or the like is preferably 100 ppm or less, more preferably 50 ppm or less, and more preferably 10 ppm or less. It is more preferable, and it is particularly preferable that it is not substantially contained.
  • Examples of the halogen include F, Cl, Br, I and their anions.
  • Examples of the method for reducing free metals and halogens in the coloring composition include washing with ion-exchanged water, filtration, ultrafiltration, and purification with an ion-exchange resin.
  • the coloring composition of the present invention does not substantially contain terephthalic acid ester.
  • substantially free means that the content of the terephthalic acid ester is 1000 mass ppb or less in the total amount of the coloring composition, and more preferably 100 mass ppb or less. Zero is particularly preferred.
  • the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt may be restricted.
  • the perfluoroalkyl sulfonic acid particularly the perfluoroalkyl sulfonic acid having 6 to 8 carbon atoms in the perfluoroalkyl group
  • a salt thereof and a par
  • the content of the fluoroalkylcarboxylic acid (particularly the perfluoroalkylcarboxylic acid having 6 to 8 carbon atoms in the perfluoroalkyl group) and its salt is 0.01 ppb to 1,000 ppb with respect to the total solid content of the coloring composition.
  • the coloring composition of the present invention may be substantially free of perfluoroalkyl sulfonic acid and salts thereof, as well as perfluoroalkyl carboxylic acid and salts thereof.
  • perfluoroalkyl sulfonic acid and its salt by using a compound that can substitute for perfluoroalkyl sulfonic acid and its salt, and a compound that can substitute for perfluoroalkyl carboxylic acid and its salt, perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid can be used.
  • a coloring composition that is substantially free of salts thereof may be selected.
  • Examples of compounds that can substitute for the regulated compound include compounds excluded from the regulation due to the difference in the number of carbon atoms of the perfluoroalkyl group. However, the above-mentioned contents do not prevent the use of perfluoroalkyl sulfonic acid and its salt, and perfluoroalkyl carboxylic acid and its salt.
  • the coloring composition of the present invention may contain a perfluoroalkyl sulfonic acid and a salt thereof, and a perfluoroalkyl carboxylic acid and a salt thereof within the maximum allowable range.
  • the container for containing the coloring composition is not particularly limited, and a known container can be used.
  • a storage container for the purpose of suppressing impurities from being mixed into raw materials and coloring compositions, a multi-layer bottle having a container inner wall made of 6 types and 6 layers of resin and a bottle having 6 types of resin having a 7-layer structure. It is also preferable to use. Examples of such a container include the container described in Japanese Patent Application Laid-Open No. 2015-123351.
  • the inner wall of the container is preferably made of glass or stainless steel for the purpose of preventing metal elution from the inner wall of the container, enhancing the storage stability of the coloring composition, and suppressing the deterioration of the components.
  • the coloring composition of the present invention can be prepared by mixing the above-mentioned components. In preparing the coloring composition, all the components may be dissolved and / or dispersed in a solvent at the same time to prepare the coloring composition, or each component may be appropriately used as two or more solutions or dispersions, if necessary. Then, these may be mixed at the time of use (at the time of application) to prepare a coloring composition.
  • the mechanical force used for dispersing the organic pigment includes compression, squeezing, impact, shearing, cavitation and the like.
  • Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high speed impellers, sand grinders, flow jet mixers, high pressure wet atomization, ultrasonic dispersion and the like.
  • the process and disperser for dispersing organic pigments are "Dispersion Technology Complete Works, Published by Information Organization Co., Ltd., July 15, 2005" and "Dispersion technology and industry centered on suspension (solid / liquid dispersion system)". Practical application The process and disperser described in Paragraph No.
  • the particles may be miniaturized in the salt milling step.
  • the materials, equipment, processing conditions, etc. used in the salt milling step for example, the descriptions in JP-A-2015-194521 and JP-A-2012-046629 can be referred to.
  • any filter that has been conventionally used for filtration or the like can be used without particular limitation.
  • fluororesins such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF), polyamide resins such as nylon (eg, nylon-6, nylon-6,6), and polyolefin resins such as polyethylene and polypropylene (PP).
  • PTFE polytetrafluoroethylene
  • PVDF polyvinylidene fluoride
  • nylon eg, nylon-6, nylon-6,6)
  • polyolefin resins such as polyethylene and polypropylene (PP).
  • filters using materials such as (including high-density, ultra-high molecular weight polyolefin resin).
  • polypropylene (including high-density polypropylene) and nylon are preferable.
  • the pore diameter of the filter is preferably 0.01 to 7.0 ⁇ m, more preferably 0.01 to 3.0 ⁇ m, and even more preferably 0.05 to 0.5 ⁇ m. If the pore diameter of the filter is within the above range, fine foreign matter can be removed more reliably.
  • the nominal value of the filter manufacturer can be referred to.
  • various filters provided by Nippon Pole Co., Ltd. DFA4201NXEY, DFA4201NAEY, DFA4201J006P, etc.
  • Advantech Toyo Co., Ltd. Japan Entegris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), KITZ Microfilter Co., Ltd., etc.
  • KITZ Microfilter Co., Ltd. etc.
  • a fiber-like filter medium As the filter.
  • the fiber-like filter medium include polypropylene fiber, nylon fiber, glass fiber and the like.
  • examples of commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.) and SHPX type series (SHPX003, etc.) manufactured by Roki Techno Co., Ltd.
  • filters for example, a first filter and a second filter
  • the filtration with each filter may be performed only once or twice or more.
  • filters having different pore diameters may be combined within the above-mentioned range.
  • the filtration with the first filter may be performed only on the dispersion liquid, and after mixing the other components, the filtration may be performed with the second filter.
  • the film of the present invention is a film obtained from the above-mentioned coloring composition of the present invention.
  • the film of the present invention can be used as a color filter or the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter. Examples of the colored pixel include a red pixel, a green pixel, a blue pixel, a magenta color pixel, a cyan color pixel, and a yellow pixel.
  • the film thickness of the film of the present invention can be appropriately adjusted according to the intended purpose. For example, the film thickness is preferably 5 ⁇ m or less, more preferably 1 ⁇ m or less, and even more preferably 0.6 ⁇ m or less.
  • the lower limit of the film thickness is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more, still more preferably 0.3 ⁇ m or more.
  • the film of the present invention can be produced through a step of applying the coloring composition of the present invention.
  • the film manufacturing method preferably further includes a step of forming a pattern (pixel). Examples of the pattern (pixel) forming method include a photolithography method and a dry etching method, and the photolithography method is preferable.
  • the pattern formation by the photolithography method includes a step of forming a colored composition layer on a support using the colored composition of the present invention, a step of exposing the colored composition layer in a pattern, and a step of exposing the colored composition layer in a pattern. It is preferable to include a step of developing and removing the exposed portion to form a pattern (pixel). If necessary, a step of baking the colored composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.
  • the coloring composition layer of the present invention is used to form the coloring composition layer on the support.
  • the support is not particularly limited and may be appropriately selected depending on the intended use. Examples thereof include a glass substrate and a silicon substrate, and a silicon substrate is preferable. Further, a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, or the like may be formed on the silicon substrate. Further, a black matrix that separates each pixel may be formed on the silicon substrate. Further, the silicon substrate may be provided with a base layer for improving the adhesion with the upper layer, preventing the diffusion of substances, or flattening the surface of the substrate.
  • the surface contact angle of the base layer is preferably 20 to 70 ° when measured with diiodomethane. Further, it is preferably 30 to 80 ° when measured with water. When the surface contact angle of the base layer is within the above range, the coating property of the coloring composition is good.
  • the surface contact angle of the base layer can be adjusted by, for example, adding a surfactant.
  • a known method can be used as a method for applying the coloring composition.
  • a drop method drop cast
  • a slit coat method for example, a spray method; a roll coat method; a rotary coating method (spin coating); a cast coating method; a slit and spin method; a pre-wet method (for example, JP-A-2009-145395).
  • Methods described in the publication Inkjet (for example, on-demand method, piezo method, thermal method), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing method, etc.
  • Various printing methods; transfer method using a mold or the like; nanoinprint method and the like can be mentioned.
  • the method of application in inkjet is not particularly limited, and is, for example, the method shown in "Expandable / usable inkjet-infinite possibilities seen in patents-, published in February 2005, Sumi Betechno Research" (especially from page 115). Page 133), JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325, and the like. Can be mentioned. Further, regarding the method of applying the coloring composition, the description of International Publication No. 2017/030174 and International Publication No. 2017/018419 can be referred to, and these contents are incorporated in the present specification.
  • the colored composition layer formed on the support may be dried (prebaked).
  • prebaking may not be performed.
  • the prebake temperature is preferably 150 ° C. or lower, more preferably 120 ° C. or lower, still more preferably 110 ° C. or lower.
  • the lower limit can be, for example, 50 ° C. or higher, or 80 ° C. or higher.
  • the prebake time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, still more preferably 80 to 220 seconds. Pre-baking can be performed on a hot plate, an oven, or the like.
  • the colored composition layer is exposed in a pattern (exposure step).
  • the colored composition layer can be exposed in a pattern by exposing the colored composition layer through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. As a result, the exposed portion can be cured.
  • Examples of radiation (light) that can be used for exposure include g-line and i-line. Further, light having a wavelength of 300 nm or less (preferably light having a wavelength of 180 to 300 nm) can also be used. Examples of the light having a wavelength of 300 nm or less include KrF line (wavelength 248 nm), ArF line (wavelength 193 nm) and the like, and KrF line (wavelength 248 nm) is preferable. Further, a long wave light source having a diameter of 300 nm or more can also be used.
  • pulse exposure is an exposure method of a method in which light irradiation and pause are repeated in a cycle of a short time (for example, a millisecond level or less).
  • Irradiation dose for example, preferably 0.03 ⁇ 2.5J / cm 2, more preferably 0.05 ⁇ 1.0J / cm 2.
  • the oxygen concentration at the time of exposure can be appropriately selected, and in addition to the operation in the atmosphere, for example, in a low oxygen atmosphere having an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially). It may be exposed in an oxygen-free environment (for example, 22% by volume, 30% by volume, or 50% by volume) in a high oxygen atmosphere having an oxygen concentration of more than 21% by volume.
  • the exposure illuminance can be set as appropriate, and is usually selected from the range of 1000 W / m 2 to 100,000 W / m 2 (for example, 5000 W / m 2 , 15,000 W / m 2 , or 35,000 W / m 2). Can be done.
  • the oxygen concentration and the exposure illuminance may be appropriately combined with each other.
  • the oxygen concentration may be 10% by volume and the illuminance may be 10,000 W / m 2
  • the oxygen concentration may be 35% by volume and the illuminance may be 20000 W / m 2 .
  • the unexposed portion of the coloring composition layer is developed and removed to form a pattern (pixel).
  • the development and removal of the unexposed portion of the coloring composition layer can be performed using a developing solution.
  • the colored composition layer of the unexposed portion in the exposure step is eluted in the developing solution, and only the photocured portion remains.
  • the temperature of the developer is preferably, for example, 20 to 30 ° C.
  • the development time is preferably 20 to 180 seconds. Further, in order to improve the residue removability, the steps of shaking off the developer every 60 seconds and supplying a new developer may be repeated several times.
  • Examples of the developing solution include organic solvents and alkaline developing solutions, and alkaline developing solutions are preferably used.
  • the alkaline developer an alkaline aqueous solution (alkaline developer) obtained by diluting an alkaline agent with pure water is preferable.
  • the alkaline agent include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide.
  • Ethyltrimethylammonium hydroxide Ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo- [5.4.0] -7-undecene, etc.
  • examples thereof include organic alkaline compounds and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate and sodium metasilicate.
  • the alkaline agent a compound having a large molecular weight is preferable in terms of environment and safety.
  • the concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass.
  • the developer may further contain a surfactant. From the viewpoint of convenience of transfer and storage, the developer may be once produced as a concentrated solution and diluted to a concentration required for use.
  • the dilution ratio is not particularly limited, but can be set in the range of, for example, 1.5 to 100 times. It is also preferable to wash (rinse) with pure water after development. Further, it is preferable that the rinsing is performed by supplying the rinsing liquid to the developed colored composition layer while rotating the support on which the developed colored composition layer is formed.
  • the nozzle for discharging the rinse liquid from the central portion of the support it is also preferable to move the nozzle for discharging the rinse liquid from the central portion of the support to the peripheral edge of the support.
  • the nozzle may be moved while gradually reducing the moving speed. By rinsing in this way, in-plane variation of the rinse can be suppressed. Further, the same effect can be obtained by gradually reducing the rotation speed of the support while moving the nozzle from the central portion of the support to the peripheral portion.
  • Additional exposure processing and post-baking are post-development curing treatments to complete the curing.
  • the heating temperature in the post-bake is, for example, preferably 100 to 240 ° C, more preferably 200 to 240 ° C.
  • Post-baking can be performed on the developed film in a continuous or batch manner using a heating means such as a hot plate, a convection oven (hot air circulation type dryer), or a high frequency heater so as to meet the above conditions. ..
  • the light used for the exposure is preferably light having a wavelength of 400 nm or less. Further, the additional exposure process may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.
  • the pattern formation by the dry etching method includes a step of forming a colored composition layer on a support using the colored composition of the present invention and curing the entire colored composition layer to form a cured product layer.
  • the color filter of the present invention has the above-mentioned film of the present invention.
  • the film of the present invention is provided as a colored pixel of a color filter, more preferably as a green pixel.
  • the color filter is a color filter having at least a red pixel, a green pixel, and a blue pixel, and a colored pixel having at least one color of the red pixel, the green pixel, and the blue pixel formed of the film of the present invention. Be done.
  • the color filter it has at least a cyan color pixel, a magenta color pixel and a yellow pixel, and at least one color pixel of the cyan color pixel, the magenta color pixel and the yellow pixel is composed of the film of the present invention.
  • the color filter can be used for solid-state image pickup devices such as CCD (charge-coupled device) and CMOS (complementary metal oxide semiconductor), image display devices, and the like.
  • CCD charge-coupled device
  • CMOS complementary metal oxide semiconductor
  • the film thickness of the film of the present invention can be appropriately adjusted according to the purpose.
  • the film thickness is preferably 5 ⁇ m or less, more preferably 1 ⁇ m or less, and even more preferably 0.6 ⁇ m or less.
  • the lower limit of the film thickness is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more, still more preferably 0.3 ⁇ m or more.
  • the width of the pixels included in the color filter is preferably 0.4 to 10.0 ⁇ m.
  • the lower limit is preferably 0.4 ⁇ m or more, more preferably 0.5 ⁇ m or more, and further preferably 0.6 ⁇ m or more.
  • the upper limit is preferably 5.0 ⁇ m or less, more preferably 2.0 ⁇ m or less, further preferably 1.0 ⁇ m or less, and even more preferably 0.8 ⁇ m or less.
  • the Young's modulus of the pixel is preferably 0.5 to 20 GPa, more preferably 2.5 to 15 GPa.
  • each pixel included in the color filter has high flatness.
  • the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less.
  • the lower limit is not specified, but it is preferably 0.1 nm or more, for example.
  • the surface roughness of the pixel can be measured using, for example, an AFM (atomic force microscope) Measurement 3100 manufactured by Veeco.
  • the contact angle of water on the pixel can be appropriately set to a preferable value, but is typically in the range of 50 to 110 °.
  • the contact angle can be measured using, for example, a contact angle meter CV-DT ⁇ A type (manufactured by Kyowa Interface Science Co., Ltd.). Further, it is preferable that the volume resistance value of the pixel is high. Specifically, it is preferred that the volume resistivity value of the pixel is 10 9 ⁇ ⁇ cm or more, and more preferably 10 11 ⁇ ⁇ cm or more. The upper limit is not specified, but it is preferably 10 14 ⁇ ⁇ cm or less, for example.
  • the volume resistance value of the pixel can be measured using, for example, an ultra-high resistance meter 5410 (manufactured by Advantest).
  • a protective layer may be provided on the surface of the film (pixel) of the present invention.
  • various functions such as oxygen blocking, low reflection, prohydrophobicization, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted.
  • the thickness of the protective layer is preferably 0.01 to 10 ⁇ m, more preferably 0.1 to 5 ⁇ m.
  • Examples of the method for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent to form the protective layer, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive.
  • the components constituting the protective layer include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, and polyimide.
  • Resin polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine Examples thereof include resins, polycarbonate resins, polyacrylonitrile resins, cellulose resins, Si, C, W, Al 2 O 3 , Mo, SiO 2 , Si 2 N 4, and the like, and two or more of these components may be contained.
  • the protective layer for the purpose of blocking oxygen, it is preferable that the protective layer contains a polyol resin, SiO 2 , and Si 2 N 4. Further, in the case of a protective layer for the purpose of reducing reflection, it is preferable that the protective layer contains a (meth) acrylic resin and a fluororesin.
  • the resin composition When the resin composition is applied to form the protective layer, known methods such as a spin coating method, a casting method, a screen printing method, and an inkjet method can be used as the application method of the resin composition.
  • a known organic solvent for example, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.
  • the protective layer is formed by the chemical vapor deposition method, the known chemical vapor deposition method (thermochemical vapor deposition method, plasma chemical vapor deposition method, photochemical vapor deposition method) is used as the chemical vapor deposition method. Can be used.
  • the protective layer contains organic / inorganic fine particles, an absorbent for light of a specific wavelength (for example, ultraviolet rays, near infrared rays, etc.), a refractive index adjusting agent, an adhesive, a surfactant, and other additives, if necessary. Is also good.
  • organic / inorganic fine particles include polymer fine particles (for example, silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, and titanium oxynitride. , Magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate and the like.
  • a known absorber can be used as the absorber of light having a specific wavelength.
  • the content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, based on the total mass of the protective layer.
  • the protective layer described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.
  • the color filter may have a base layer.
  • the surface contact angle of the base layer is preferably 20 to 70 ° when measured with diiodomethane. Further, it is preferably 30 to 80 ° when measured with water.
  • the surface contact angle of the base layer can be adjusted by, for example, adding a surfactant.
  • the color filter may have a structure in which each pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern.
  • the solid-state image sensor of the present invention has the above-mentioned film of the present invention.
  • the configuration of the solid-state image sensor is not particularly limited as long as it includes the film of the present invention and functions as a solid-state image sensor, and examples thereof include the following configurations.
  • a solid-state image pickup device CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.
  • a transfer electrode made of polysilicon or the like.
  • the color filter may have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern.
  • the partition wall preferably has a lower refractive index than each colored pixel. Examples of the image pickup apparatus having such a structure are described in JP-A-2012-227478, JP-A-2014-179757, International Publication No. 2018/043654, and US Patent Application Publication No.
  • the image pickup device provided with the solid-state image pickup device of the present invention can be used not only for digital cameras and electronic devices having an image pickup function (mobile phones and the like), but also for in-vehicle cameras and surveillance cameras.
  • the image display device of the present invention has the above-mentioned film of the present invention.
  • the image display device include a liquid crystal display device and an organic electroluminescence display device.
  • the liquid crystal display device is described in, for example, “Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Co., Ltd., published in 1994)”.
  • the liquid crystal display device to which the present invention can be applied is not particularly limited, and can be applied to, for example, various types of liquid crystal display devices described in the above-mentioned "next-generation liquid crystal display technology".
  • ⁇ Manufacturing of dispersion> After mixing the raw materials shown in the table below, 230 parts by mass of zirconia beads having a diameter of 0.3 mm was added, and dispersion treatment was performed for 5 hours using a paint shaker, and the beads were separated by filtration to produce a dispersion liquid. ..
  • the numerical value of the blending amount of each raw material in the table below is a part by mass.
  • the value of the blending amount of the resin (dispersant) is the value of the blending amount in the resin solution having a solid content of 20% by mass.
  • PR122 C.I. I. Pigment Red 122 (red pigment)
  • PR177 C.I. I. Pigment Red 177 (red pigment)
  • PR254 C.I. I. Pigment Red 254 (red pigment)
  • PR264 C.I. I. Pigment Red 264 (red pigment)
  • PR269 C.I. I. Pigment Red 269 (red pigment)
  • PR272 C.I. I. Pigment Red 272 (red pigment)
  • PY129 C.I. I. Pigment Yellow 129 (yellow pigment)
  • PY139 C.I. I. Pigment Yellow 139 (yellow pigment)
  • PY150 C.I. I. Pigment Yellow 150 (yellow pigment)
  • PY185 C.I.
  • [dye] AR289 C.I. I. Acid Red 289
  • Dye 1 A compound having the following structure (xanthene dye, iPr is an isopropyl group in the following structural formula)
  • Dye 2 A polymer having the following structure (weight average molecular weight 7000) and C.I. I. Acid Red 52 salt-forming compound (xanthene dye)
  • Dye 3 A compound with the following structure (xanthene dye)
  • Dispersion aid Polyethyleneimine (Epomin SP-003, manufactured by Nippon Shokubai Co., Ltd., molecular weight 300, resin content 98% by mass or more, viscosity 200-500 mPa ⁇ s)
  • Dispersion aid 2 Polyethyleneimine (Epomin SP-006, manufactured by Nippon Shokubai Co., Ltd., molecular weight 600, resin content 98% by mass or more, viscosity 500-2500 mPa ⁇ s)
  • Dispersion aid 3 Polyethyleneimine (Epomin SP-018, manufactured by Nippon Shokubai Co., Ltd., molecular weight 1800, resin content 98% by mass or more, viscosity 8500 to 15000 mPa ⁇ s)
  • Dispersion aid 4 Polyethyleneimine (Epomin SP-200, manufactured by Nippon Shokubai Co., Ltd., molecular weight 10,000, resin content 98% by mass or more, viscosity 40,000 to 150,000 mP
  • ⁇ Resin> B-1 A resin solution of resin B-1 synthesized by the following method (solid content concentration 20% by mass). 50 parts by mass of methyl methacrylate, 50 parts by mass of n-butyl methacrylate, and 45.4 parts by mass of PGMEA (propylene glycol monomethyl ether acetate) were charged into the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of the reaction vessel is heated to 70 ° C., 6 parts by mass of 3-mercapto-1,2-propanediol is added, and 0.12 parts by mass of AIBN (azobisisobutyronitrile) is further added, and the reaction is carried out for 12 hours. I let you. It was confirmed by solid content measurement that 95% had reacted.
  • AIBN azobisisobutyronitrile
  • a resin solution of the resin B-2 synthesized by the following method (solid content concentration 20% by mass). 50 parts by mass of methyl methacrylate, 30 parts by mass of n-butyl methacrylate, 20 parts by mass of t-butyl methacrylate and 45.4 parts by mass of PGMEA were charged in the reaction vessel, and the atmosphere gas was replaced with nitrogen gas. The inside of the reaction vessel is heated to 70 ° C., 6 parts by mass of 3-mercapto-1,2-propanediol is added, and 0.12 parts by mass of AIBN (azobisisobutyronitrile) is further added, and the reaction is carried out for 12 hours. I let you. It was confirmed by solid content measurement that 95% had reacted.
  • AIBN azobisisobutyronitrile
  • a resin solution of the resin B-3 synthesized by the following method solid content concentration 20% by mass.
  • the acid value was 43 mgKOH / g and the weight average molecular weight was the same except that 20 parts by mass of t-butyl methacrylate was changed to 20 parts by mass of (3-ethyloxetane-3-yl) methyl methacrylate.
  • a resin solution of 9000 resin B-3 (graft resin having an acid group) having the following structure was obtained.
  • Resin having the following structure (graft resin having an acid group, the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units.
  • Resin having the following structure (graft resin having an acid group, the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units.
  • B-6 Resin having the following structure (graft resin having an acid group, the numerical value added to the main chain is the mass ratio, and the numerical value added to the side chain is the number of repeating units. Weight average molecular weight 13000, acid 20 mass% PGMEA solution with a value of 65 mgKOH / g)
  • B-7 20 mass of a resin having the following structure (graft resin having an acid group, the numerical value added to the main chain is the molar ratio, and the numerical value added to the side chain is the number of repeating units. Weight average molecular weight 10000). % PGMEA solution
  • B-8 20% by mass PGMEA solution of a resin having the following structure (the numerical value added to the main chain is the mass ratio. Weight average molecular weight 13000, acid value 74 mgKOH / g)
  • B-9 A 20% by mass PGMEA solution of a resin having the following structure (the numerical value added to the main chain is the molar ratio. Weight average molecular weight 11000, acid value 69 mgKOH / g).
  • B-10 A 20 mass% PGMEA solution of a resin having the following structure (block copolymer, the numerical value added to the main chain is a mass ratio. Weight average molecular weight 74000, acid value 8 mgKOH / g, amine value 95 mgKOH / g).
  • B-11 20 mass% PGMEA solution of a resin having the following structure (block copolymer, the numerical value added to the main chain is the molar ratio. Weight average molecular weight 6000).
  • B-12 Resin having the following structure (graft resin having an acid group, the numerical value added to the main chain is the mass ratio, and the numerical value added to the side chain is the number of repeating units. Weight average molecular weight 13000, acid 20 mass% PGMEA solution with a value of 19 mgKOH / g)
  • ⁇ Manufacturing of coloring composition The raw materials listed in the table below were mixed to prepare a colored composition.
  • the value of the blending amount of the resin is the value of the blending amount in the resin solution having a solid content of 20% by mass.
  • the content of the coloring material in the total solid content of the coloring composition is shown in the column of "coloring material content”.
  • the content of the specific compound in the total solid content of the coloring composition is shown in the column of "Specific compound content”.
  • the raw materials other than the dispersion liquid and the resin are as follows.
  • G-1, G-2 Compounds with the following structure
  • G-3 Irgure OXE01 (Oxime compound manufactured by BASF)
  • G-4 Irgure OXE02 (Oxime compound manufactured by BASF)
  • G-5 Omnirad 379 ( ⁇ -aminoketone compound manufactured by IGM Resins B.V.)
  • (Surfactant) I-1 A 1% by mass PGMEA solution of a compound having the following structure (weight average molecular weight 14000). In the following formula,% indicating the ratio of the repeating unit is mol%.
  • A-1 EHPE3150 (manufactured by Daicel Corporation, 1,2-epoxy-4- (2-oxylanyl) cyclohexane adduct of 2,2'-bis (hydroxymethyl) -1-butanol)
  • Antioxidant 1 Compound with the following structure (phenolic antioxidant, t-Bu in the structural formula is tert-butyl group)
  • Antioxidant 2 A compound having the following structure (phenolic antioxidant, t-Bu in the structural formula is a tert-butyl group)
  • Antioxidant 3 Compound with the following structure (phosphorus antioxidant)
  • the transmittance of light with a wavelength of 400 to 700 nm was measured using MCPD-3000 manufactured by Otsuka Electronics Co., Ltd., and the maximum value ( ⁇ Tmax) of the amount of change in transmittance was obtained.
  • the spectral variation after the heat resistance test was evaluated in.
  • the amount of change in the transmittance is the difference in the transmittance of the film before and after the heat resistance test (
  • the maximum value ( ⁇ Tmax) of the change amount of the transmittance is the change amount of the transmittance at the wavelength where the change amount of the transmittance is the largest before and after the heat resistance test.
  • a composition for forming a base layer (CT-4000, manufactured by FUJIFILM Electronics Materials Co., Ltd.) is applied onto a glass wafer by a spin coating method so that the film thickness is 0.1 ⁇ m, and 220 using a hot plate.
  • the underlayer was formed by heating at ° C. for 1 hour.
  • Each coloring composition was applied onto the glass wafer with a base layer by a spin coating method so that the film thickness after post-baking would be the film thickness shown in the table. Then, using a hot plate, the composition layer was formed by heating at 100 ° C. for 2 minutes.
  • the composition layer was exposed to light having a wavelength of 365 nm at an exposure amount of 500 mJ / cm 2 using an i-line stepper exposure device (FPA-3000i5 +, manufactured by Canon Inc.).
  • the composition layer after exposure was paddle-developed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide. Then, it was rinsed with water in a spin shower and then washed with pure water. Then, the water droplets were blown off with high-pressure air, the glass wafer was naturally dried, and then post-baked at 220 ° C. for 300 seconds using a hot plate to form a film having the film thickness shown in the table.
  • the obtained film was stored in a high temperature chamber set at 120 ° C. for 1000 hours, and a heat resistance test was carried out.
  • the luminance distribution is analyzed by the following method using a glass wafer (evaluation substrate) on which a film is formed before and after the heat resistance test, and color unevenness is evaluated based on the number of pixels whose deviation from the average is ⁇ 10% or more. Was done. The method of measuring the luminance distribution will be described.
  • An evaluation substrate is installed between the observation lens of the optical microscope and the light source to irradiate the observation lens with light, and the transmitted light state is measured by the optical microscope MX-50 (manufactured by Olympus) equipped with a digital camera. Observed using.
  • Imaging of the film surface was performed on five arbitrarily selected regions.
  • the brightness of the captured image was quantified and saved as a density distribution of 256 gradations from 0 to 255.
  • the luminance distribution was analyzed from this image, and the color unevenness was evaluated with the number of pixels whose deviation from the average exceeded ⁇ 10%.
  • the evaluation criteria are as follows. If the evaluation is A to C, it is judged that there is no practical problem.
  • A The number of pixels whose deviation from the average exceeds ⁇ 10% is 1000 or less.
  • B The number of pixels whose deviation from the average exceeds ⁇ 10% is more than 1000 and 3000 or less.
  • C The deviation from the average is ⁇ 10.
  • the number of pixels exceeding% exceeds 3000 and is 5000 or less.
  • D The deviation from the average exceeds ⁇ 10%.
  • the number of pixels exceeds 5000.
  • a to C are in the range where there is no problem in use.
  • a composition for forming a base layer (CT-4000, manufactured by FUJIFILM Electronics Materials Co., Ltd.) is applied onto a crow wafer by a spin coating method so that the film thickness is 0.1 ⁇ m, and the temperature is 220 ° C. using a hot plate.
  • the underlayer was formed by heating for 1 hour.
  • Each coloring composition was applied onto the glass wafer with a base layer by a spin coating method so that the film thickness after post-baking would be the film thickness shown in the table. Then, using a hot plate, the composition layer was formed by heating at 100 ° C. for 2 minutes.
  • the composition layer was exposed to light having a wavelength of 365 nm at an exposure amount of 1000 mJ / cm 2 using an i-line stepper exposure device (FPA-3000i5 +, manufactured by Canon Inc.).
  • the glass wafer on which the composition layer after exposure was formed was placed on a horizontal rotary table of a spin shower developer (DW-30 type, manufactured by Chemitronics Co., Ltd.), and CD-2000 (FUJIFILM) was placed. Paddle development was performed at 23 ° C. for 60 seconds using a 60% diluted solution manufactured by Electronics Materials Co., Ltd.
  • the glass wafer is fixed to a horizontal rotary table by a vacuum chuck method, and while the glass wafer is rotated at a rotation speed of 50 rpm by a rotating device, pure water is supplied from above the center of rotation in a shower shape from a ejection nozzle to perform a rinse treatment. And then spray dried. Further, heat treatment (post-baking) was performed for 480 seconds using a hot plate at 200 ° C. to obtain a first-layer colored film. A coloring composition for color mixing evaluation was applied onto the obtained first colored film using a spin coater so that the film thickness after prebaking was 0.6 ⁇ m, and 120 using a hot plate at 100 ° C.
  • Heat treatment was performed for seconds to obtain a laminated color filter in which a coloring composition layer (second layer) for color mixing evaluation was formed on the first coloring film.
  • the obtained laminated color filter was developed, rinsed and spray-dried in the same manner as in the formation of the first colored pixel, and the colored composition layer for color mixing evaluation was developed and removed.
  • the spectral variation ( ⁇ T% max) of the maximum transmittance of the first colored film immediately after the preparation of the first colored film and after the development and removal of the colored composition layer for color mixing evaluation was measured by MCPD-3000 (Otsuka Electronics (Otsuka Electronics Co., Ltd.). The color mixture of the residue of the second layer coloring composition remaining on the first layer coloring film was evaluated.
  • the maximum transmittance is the amount of change in the transmittance of the first colored film immediately after the production of the first colored film and after the development and removal of the colored composition layer for color mixing evaluation, and is the change in the transmittance. It is the amount of change in transmittance at the wavelength with the largest amount. The smaller the spectral variation ( ⁇ T% max) of the maximum transmittance, the less likely it is that residual color mixing will occur, which is more desirable.
  • a to C are in the range where there is no problem in use. Except for Examples B1 to B9, the coloring composition for color mixture evaluation includes 65 parts by mass of the dispersion liquid B9, 6 parts by mass of the resin B-9, and 2.8 parts by mass of the polymerizable monomer M-2.
  • a coloring composition prepared by mixing 0.8 parts by mass of a photopolymerization initiator G-3, 5 parts by mass of a surfactant I-1, and 20.4 parts by mass of a solvent K-1. was used. Further, for Examples B1 to B9, the coloring composition of Example R1 was used as the coloring composition for color mixing evaluation.
  • the composition for forming a base layer was changed from CT-4000 (manufactured by Fuji Film Electronics Materials Co., Ltd.) to the compositions for forming a base layer 1 to 11 prepared below, and these base layers were changed.
  • a silicon wafer with a base layer obtained by applying a forming composition to a film thickness of 3 nm by a spin coating method and heating at 220 ° C. for 5 minutes using a hot plate to form a base layer. Even when the adhesion was evaluated by the same procedure using the coloring composition of each example above, the same effect as that of each example was obtained.
  • Resin C-1 PGMEA 30% by mass solution of resin having the following structure (the numerical value added to the main chain is the molar ratio. Weight average molecular weight 20000)
  • Resin C-2 Resin having the following structure (the numerical value added to the main chain is molar) Ratio.
  • Resin C-3 PGMEA 30% by mass solution with a resin having the following structure (the numerical value attached to the main chain is a molar ratio. Weight average molecular weight of 20000).
  • PGMEA 30% by mass solution of resin having the following structure is the numerical value added to the main chain is the molar ratio.
  • Resin C-5 Resin having the following structure (the numerical value added to the main chain is the molar ratio.
  • Resin C-6 PGMEA 30% by mass solution having the following structure (the numerical value added to the main chain is the molar ratio.
  • Resin C-7 of the following structure PGMEA 30% by mass solution of resin (value added to the main chain is the molar ratio.
  • Resin C-8 Resin having the following structure (value added to the main chain is the molar ratio.
  • Surfactant 1 A compound having the following structure (weight average molecular weight 14000,% indicating the ratio of repeating units is mol%).
  • Surfactant 2 KF6001 (manufactured by Shin-Etsu Chemical Co., Ltd., siloxane-based surfactant)
  • solvent 1 Propylene glycol monomethyl ether acetate (PGMEA)
  • Example 1001 The green coloring composition was applied onto the silicon wafer by a spin coating method so that the film thickness after film formation was 1.0 ⁇ m. Then, using a hot plate, it was heated at 100 ° C. for 2 minutes. Next, using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.) , exposure was performed with an exposure amount of 1000 mJ / cm 2 via a mask of a 2 ⁇ m square dot pattern. Then, paddle development was performed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it was rinsed with a spin shower and then washed with pure water.
  • TMAH tetramethylammonium hydroxide
  • the green coloring composition was patterned to form green pixels by heating at 200 ° C. for 5 minutes using a hot plate.
  • the red coloring composition and the blue coloring composition were also patterned by the same process to sequentially form red pixels and blue pixels to form a color filter having green pixels, red pixels and blue pixels.
  • green pixels are formed by a Bayer pattern
  • red pixels and blue pixels are formed by an island pattern in an adjacent region thereof.
  • the obtained color filter was incorporated into a solid-state image sensor according to a known method. This solid-state image sensor had suitable image recognition ability.
  • the coloring composition of Example G1 was used.
  • the red coloring composition the coloring composition of Example R1 was used.
  • the blue coloring composition the coloring composition of Example B1 was used.
  • Example 1002 A cyan-colored composition was applied onto a silicon wafer by a spin coating method so that the film thickness after film formation was 1.0 ⁇ m. Then, using a hot plate, it was heated at 100 ° C. for 2 minutes. Then, using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.) , exposure was performed with an exposure amount of 1000 mJ / cm 2 via a mask of a 2 ⁇ m square dot pattern. Then, paddle development was performed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH).
  • TMAH tetramethylammonium hydroxide
  • the cyan-colored composition was patterned to form cyan-colored pixels.
  • the yellow coloring composition and the magenta coloring composition were also patterned by the same process to sequentially form yellow pixels and magenta color pixels to form a color filter having cyan color pixels, yellow pixels and magenta color pixels.
  • cyan pixels are formed by a Bayer pattern, and yellow pixels and magenta pixels are formed by an island pattern in an adjacent region thereof.
  • the obtained color filter was incorporated into a solid-state image sensor according to a known method. This solid-state image sensor had suitable image recognition ability.
  • the coloring composition of Example C1 was used.
  • the coloring composition of Example Y1 was used.
  • the magenta coloring composition the coloring composition of Example M1 was used.

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010211200A (ja) * 2009-02-16 2010-09-24 Fujifilm Corp 顔料分散組成物、着色硬化性組成物、カラーフィルタ、液晶表示装置、および固体撮像素子
JP2016038569A (ja) * 2014-08-05 2016-03-22 株式会社Adeka 感光性組成物
WO2017030005A1 (ja) * 2015-08-17 2017-02-23 株式会社Adeka 組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010211200A (ja) * 2009-02-16 2010-09-24 Fujifilm Corp 顔料分散組成物、着色硬化性組成物、カラーフィルタ、液晶表示装置、および固体撮像素子
JP2016038569A (ja) * 2014-08-05 2016-03-22 株式会社Adeka 感光性組成物
WO2017030005A1 (ja) * 2015-08-17 2017-02-23 株式会社Adeka 組成物

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