WO2018066296A1 - Composition de dispersion, composition durcissable, film durci, filtre coloré, élément d'imagerie à semi-conducteurs, dispositif d'imagerie à semi-conducteurs, capteur de rayons infrarouges, procédé de production d'une composition de dispersion, procédé de production d'une composition durcissable, et procédé de production d'un film durci - Google Patents

Composition de dispersion, composition durcissable, film durci, filtre coloré, élément d'imagerie à semi-conducteurs, dispositif d'imagerie à semi-conducteurs, capteur de rayons infrarouges, procédé de production d'une composition de dispersion, procédé de production d'une composition durcissable, et procédé de production d'un film durci Download PDF

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WO2018066296A1
WO2018066296A1 PCT/JP2017/032248 JP2017032248W WO2018066296A1 WO 2018066296 A1 WO2018066296 A1 WO 2018066296A1 JP 2017032248 W JP2017032248 W JP 2017032248W WO 2018066296 A1 WO2018066296 A1 WO 2018066296A1
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group
dispersion composition
compound
polymer compound
structural unit
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PCT/JP2017/032248
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English (en)
Japanese (ja)
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祐太朗 深見
倫弘 小川
金子　祐士
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富士フイルム株式会社
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Priority to JP2018543791A priority Critical patent/JP6866387B2/ja
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • 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
    • 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 dispersion composition, a curable composition, a cured film, a color filter, a solid-state imaging device, a solid-state imaging device, an infrared sensor, a method for producing a dispersion composition, a method for producing a curable composition, and a cured film. It relates to a manufacturing method.
  • Patent Document 1 includes “a pigment, a resin-type dispersant (A) having an aromatic carboxyl group, and a vinyl-based resin type dispersant (B) having a piperidyl skeleton”. Pigment composition ".
  • the present inventors examined the pigment composition described in Patent Document 1, and as a result, the stability of the dispersion state of the colorant (hereinafter, also referred to as “colorant dispersibility”) is at a level required recently. I found out that it was not reached.
  • the present inventors made a curable composition using the pigment composition described in Patent Document 1, and examined a cured film obtained by curing the curable composition. We also know that there is room for improvement.
  • that the cured film has an excellent film surface shape means that the number of foreign matters having a maximum width of 1.0 ⁇ m or more per unit area contained in the cured film is small.
  • the present invention is capable of producing a cured film having an excellent film surface shape, and having excellent dispersion stability (hereinafter also referred to as “having the effect of the present invention”).
  • the issue is to provide.
  • the present invention also relates to a curable composition, a cured film, a color filter, a solid-state imaging device, a solid-state imaging device, an infrared sensor, a dispersion composition manufacturing method, a curable composition manufacturing method, and a cured film manufacturing method. It is also an issue to provide.
  • a first polymer compound containing a structural unit A containing a polymer chain
  • a phosphate group containing a phosphate group
  • a sulfonate group A dispersion composition containing a second polymer compound.
  • the dispersion composition according to [1] wherein the first polymer compound further contains a structural unit B containing an acidic group.
  • the difference between the pKa of the acidic group and the pKa of the functional group is 1.0 to 6.0.
  • the polymer chain contains a structural unit GF, and the structural unit GF is selected from the group consisting of a structural unit composed of an oxyalkylenecarbonyl group and a structural unit composed of an oxyalkylene group.
  • the colorant contains at least one selected from the group consisting of titanium nitride, titanium oxynitride, niobium nitride, niobium oxynitride, vanadium nitride, vanadium oxynitride, zirconium nitride, and zirconium oxynitride.
  • a colorant, at least one functional group selected from the group consisting of a first polymer compound containing a structural unit A containing a polymer chain, a phosphate group, and a sulfonate group A curable composition containing a second polymer compound, a polymerizable compound, and a polymerization initiator.
  • the method for producing the dispersion composition according to any one of [1] to [14], wherein the cyclic compound is subjected to ring-opening polymerization in the presence of the second polymer compound, and the polymer chain is formed.
  • a method for producing a dispersion composition comprising: a colorant dispersion step in which a colorant is dispersed in a mixture of molecular compounds.
  • a method for producing a curable composition comprising the method for producing a dispersion composition according to [22].
  • a curable composition layer forming step in which a curable composition layer is formed using the curable composition according to [15] or [16], and the curable composition layer is patterned. Contains an exposure step of irradiating actinic rays or radiation through a photomask having an opening for exposure, and a development step of developing the curable composition layer after exposure to form a cured film.
  • a method for producing a cured film comprising: a colorant dispersion step in which a colorant is dispersed in a mixture of molecular compounds.
  • a cured film having an excellent film surface shape can be produced, and a dispersion composition having excellent dispersion stability can be provided.
  • a curable composition, a cured film, a color filter, a solid-state imaging device, a solid-state imaging device, an infrared sensor, a dispersion composition manufacturing method, a curable composition manufacturing method, and a cured film A manufacturing method can also be provided.
  • a numerical range expressed using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value.
  • group (atomic group) in this specification the description which does not describe substitution and non-substitution includes what does not contain a substituent and what contains a substituent.
  • the “alkyl group” includes not only an alkyl group not containing a substituent (unsubstituted alkyl group) but also an alkyl group containing a substituent (substituted alkyl group).
  • active light or “radiation” in the present specification means, for example, deep ultraviolet light, extreme ultraviolet lithography (EUV), X-rays, and electron beams. In the present specification, light means actinic rays and radiation. Unless otherwise specified, “exposure” in this specification includes not only exposure with far ultraviolet rays, X-rays, EUV light, etc., but also drawing with particle beams such as electron beams and ion beams.
  • (meth) acrylate represents an acrylate and a methacrylate.
  • (meth) acryl represents acryl and methacryl.
  • (meth) acryloyl represents acryloyl and methacryloyl.
  • (meth) acrylamide represents acrylamide and methacrylamide.
  • “monomer” and “monomer” are synonymous.
  • a monomer is distinguished from an oligomer and a polymer, and refers to a compound having a weight average molecular weight of 2,000 or less.
  • the polymerizable compound means a compound containing a polymerizable group, and may be a monomer or a polymer.
  • the polymerizable group refers to a group that participates in a polymerization reaction.
  • the dispersion composition according to the embodiment of the present invention is a dispersion composition containing a colorant, a first polymer compound, and a second polymer compound.
  • the first polymer compound contains a structural unit A containing a polymer chain
  • the second polymer compound contains a phosphate group and / or a sulfonate group.
  • the dispersion composition contains a second polymer compound.
  • the second polymer compound contains at least one functional group selected from the group consisting of a phosphoric acid group and a sulfonic acid group.
  • the functional group has an interaction property with the colorant, and since the first polymer compound is easily adsorbed to the colorant and is a polymer compound, the colorant is dispersed as a dispersant. It also has the effect of.
  • the colorant before being dispersed is often in the form of aggregates of primary particles.
  • a physical force for example, shearing force
  • the second polymer compound quickly adsorbs on the surface of the colorant in the form of an aggregate.
  • the aggregates collapse and the colorant becomes primary particles.
  • the mixture is hard to adsorb to the aggregate as compared with the second polymer compound, but contains the polymer chain and the first polymer compound having a high dispersion function is contained in a free state. It is speculated that it has been. Accordingly, it is presumed that the first polymer compound having a high dispersion function is adsorbed on the surface of the primary colorant. Thereby, it is estimated that the said dispersion composition has the effect of this invention. Below, about the said dispersion composition, the form is explained in full detail for every component.
  • the first polymer compound contains a structural unit A containing a polymer chain.
  • the other structures are not particularly limited, and may be any of linear, branched, and cyclic. It may be good, or it may contain the structure which combined these.
  • the arrangement of each structural unit to be described later in the first polymer compound is not particularly limited, and may be random, alternating, or block-shaped.
  • a known polymer compound can be used as the first polymer compound.
  • the polymer means a polymer
  • the polymer means a compound containing a repeating unit in the molecule.
  • the structural unit is synonymous with the repeating unit.
  • the content of the first polymer compound in the dispersion composition is not particularly limited, but is generally preferably 5.0 to 45% by mass with respect to the total solid content of the dispersion composition, and 5.6 to 32. 7 mass% is more preferable.
  • the 1st polymer compound may be used individually by 1 type, or may use 2 or more types together. When using 2 or more types of 1st polymer compounds together, it is preferable that total content is in the said range.
  • the first polymer compound and the second polymer compound described later are different compounds.
  • the compound containing the structural unit A containing a polymer chain and containing at least one functional group selected from the group consisting of a phosphate group and a sulfonate group is the first polymer compound. , And shall not fall under the second polymer compound.
  • the mass ratio of the content of the first polymer compound (hereinafter also referred to as “D1 / P”) to the content of the colorant described later in the dispersion composition is generally 0.001 to 2.0. Is preferable, 0.08 to 0.5 is more preferable, 0.1 to 0.5 is still more preferable, and 0.2 to 0.4 is particularly preferable.
  • D1 / P is 0.5 or less, the cured film obtained using the dispersion composition has a more excellent film surface shape.
  • D1 / P is 0.1 or more, the dispersion composition has more excellent dispersion stability.
  • the dispersion composition has better dispersion stability when D1 / P is 0.1 or more is not necessarily clear, but the inventors have described that it is for preventing reaggregation of the colorant in the dispersion composition. Guess.
  • D1 / P is 0.2 to 0.4, the dispersion composition has particularly excellent effects of the present invention.
  • the mass ratio of the content of the second polymer compound described later to the content of the first polymer compound in the dispersion composition (hereinafter also referred to as “D2 / D1”) is 0.001 to 10 Is preferable, 0.008 to 8 is more preferable, 0.01 to 5.0 is still more preferable, and 0.05 to 4.0 is particularly preferable.
  • D2 / D1 is 5.0 or less, the cured film obtained using the dispersion composition has a more excellent film surface shape.
  • D2 / D1 is 0.01 or more, the dispersion composition has more excellent dispersion stability.
  • the dispersion composition has better dispersion stability when D2 / D1 is 0.01 or more is not necessarily clear, but the inventors have described that it is for preventing re-aggregation of the colorant in the dispersion composition. Guess.
  • D2 / D1 is 0.05 to 4.0, the dispersion composition has a particularly excellent effect of the present invention.
  • the structural unit A is a structural unit of the first polymer compound and contains a polymer chain in the structure.
  • the structural unit A preferably contains a polymer chain in the side chain.
  • the polymer chain preferably contains at least one structural unit GF, and preferably contains two or more structural units GF.
  • the structural unit GF is selected from the group consisting of a structural unit composed of an oxyalkylene carbonyl group and a structural unit composed of an oxyalkylene group.
  • the polymer chain contains two or more structural units GF having different structures.
  • the oxyalkylene group intends a group represented by the following formula (OA).
  • the oxyalkylenecarbonyl group means a group represented by the following formula (OAC).
  • R X represents an alkylene group.
  • the alkylene group represented by R X is not particularly limited, but is preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms. A linear or branched alkylene group having 3 to 12 carbon atoms is more preferable.
  • two or more types of structural units GF mean two or more types of structural units having different structures. More specifically, as the form of the two or more kinds of structural units GF, for example, different structural units are polymer chains such as a combination of a structural unit composed of an oxyalkylene group and a structural unit composed of an oxyalkylenecarbonyl group. The case where it is contained in is mentioned. Moreover, the form in which the structural chain which consists of 2 or more types of oxyalkylene groups from which carbon number in an alkylene group mutually differs is contained in a polymer chain is also mentioned.
  • the form in which the structural unit which consists of 2 or more types of oxyalkylene carbonyl groups from which carbon number in an alkylene group mutually differs is contained in a polymer chain is also mentioned.
  • the difference in carbon number of the alkylene group in the structural unit has been described above, even when the number of carbons of the alkylene group in the two structural units is the same, the structure (linear or branched) is If different, consider different structural units. For example, — (OCH 2 CH 2 CH 2 ) — and — (OCH 2 CH (CH 3 )) — are different from each other in the formula (OA), although R X corresponds to a structural unit having 3 carbon atoms. Think of it as a structural unit. Also, different structural units are considered as different structural units. For example, — (OCH 2 CH (CH 3 ) CH 2 ) — and — (OCH 2 CH 2 CH (CH 3 )) — are considered to be different structural units.
  • the structure of the polymer chain is not particularly limited, and may be formed from a polymer (in this specification, a polymer means a compound containing a repeating unit in a molecular chain).
  • a polymer means a compound containing a repeating unit in a molecular chain.
  • the polymer forming the polymer chain include a polymer selected from the group consisting of a random copolymer, an alternating copolymer, and a block copolymer.
  • the molecular chain terminal of each polymer may be modified with a known modifier.
  • the structural unit GF is obtained by ring-opening polymerization of a cyclic compound in that the structural unit A containing a polymer chain is easier to produce and the quality of the colorant dispersion described later is more stable.
  • the structural unit is
  • cyclic compound compound containing a cyclic structure
  • known compounds can be used.
  • Such cyclic compounds are preferably those that can be opened by hydrolysis, such as ⁇ -caprolactone, ⁇ -valerolactone, ⁇ -methyl- ⁇ -valerolactone, ⁇ -propiolactone, ⁇ -butyrolactone, 2 Lactone compounds such as methyl caprolactone, 4-methylcaprolactone, nonalactone, ⁇ -butyrolactone, ⁇ -butyrolactone, ⁇ -valerolactone, ⁇ -caprolactone, and alkyl-substituted ⁇ -caprolactone; lactide (3,6-dimethyl- 1,4-dioxane-2,5-dione) and lactide compounds such as glycolide (1,4-dioxane-2,5-dione); ethylene oxide, propylene oxide, 1,2-butylene oxide, 1,4 -Butylene oxide, 2,3-butylene
  • cyclic compound in addition to the above, cyclic compounds described in JP2013-185049A, JP2010-189514A, JP2010-189514A, and the like can also be used.
  • a known ring-opening polymerization initiator can be used as the ring-opening polymerization initiator, and is not particularly limited, and examples thereof include aliphatic alcohols.
  • the aliphatic alcohol is not particularly limited, and specific examples include methanol, ethanol, propanol, butanol, pentanol, hexanol, and 2-ethyl-1-hexanol; ethylene glycol, 1,2-propanediol, 1, Examples include 3-propanediol, 1,3-butanediol, and polyethylene glycol; glycerol, sorbitol, xylitol, ribitol, erythritol, triethanolamine, and the like; 2-hydroxyethyl methacrylate, and the like.
  • the first polymer compound is preferably a so-called graft copolymer in that it has an effect of improving the dispersibility of the colorant described later, and in particular has a superior dispersibility of the colorant. That is, it is preferable that the polymer chain contained in the structural unit A described above is contained in the side chain. This is because the polymer chain in the first polymer compound is adsorbed on the surface of the dispersion, thereby preventing re-aggregation of the dispersion.
  • the affinity between the first polymer compound and the solvent tends to be high, and the dispersion state of the colorant in the dispersion composition is easily maintained for a long period of time, that is, A dispersion composition with better dispersibility can be obtained.
  • the first polymer compound is likely to have a high affinity with other components, and when a curable composition layer is prepared using a curable composition containing a dispersion composition and developed after exposure. Residues hardly occur in unexposed areas.
  • the length of the polymer chain is not particularly limited. However, when the polymer chain is long, the steric repulsion effect is enhanced and the dispersibility of the colorant is improved. On the other hand, when the polymer chain is too long, the colorant (for example, black The adsorptive power of the first polymer compound to the pigment or the like is lowered, and the function of dispersing the colorant tends to be lowered. Therefore, the polymer chain preferably has 40 to 10,000 atoms excluding hydrogen atoms, more preferably 50 to 2000 atoms excluding hydrogen atoms, and the number of atoms excluding hydrogen atoms. Is more preferably 60-500.
  • the first polymer compound containing a polymer chain is prepared, for example, by polymerizing and / or copolymerizing a macromonomer containing a polymer chain and having a reactive double bond group. be able to.
  • the macromonomer include modified poly (meth) acrylate having the above-described polymer chain at the end.
  • the structural unit A is preferably a structural unit based on a macromonomer represented by the following formula (a).
  • R 1 represents a hydrogen atom, a halogen atom, or an alkyl group. Among them, a hydrogen atom, a halogen atom, or an alkyl group having 1 to 6 carbon atoms (for example, a methyl group, an ethyl group) , A propyl group, etc.).
  • X 1 represents a single bond or a divalent linking group.
  • divalent linking group examples include a divalent aliphatic group (for example, an alkylene group, a substituted alkylene group, an alkenylene group, a substituted alkenylene group, an alkynylene group, and a substituted alkynylene group), a divalent aromatic group (Eg, arylene group and substituted arylene group), divalent heterocyclic group, oxygen atom (—O—), sulfur atom (—S—), imino group (—NH—), substituted imino bond (—NR 41′- , where R 41 ′ is an aliphatic group, aromatic group or heterocyclic group), a carbonyl bond (—CO—), a combination thereof, and the like.
  • a divalent aliphatic group for example, an alkylene group, a substituted alkylene group, an alkenylene group, a substituted alkenylene group, an alkynylene group, and a substituted alkynylene group
  • a divalent aromatic group E
  • the divalent aliphatic group may have a cyclic structure or a branched structure.
  • the aliphatic group preferably has 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms, and still more preferably 1 to 10 carbon atoms.
  • the aliphatic group is preferably a saturated aliphatic group rather than an unsaturated aliphatic group.
  • the aliphatic group may have a substituent. Examples of the substituent include a halogen atom, a hydroxyl group, an aromatic group, and a heterocyclic group.
  • the carbon number of the divalent aromatic group is preferably 6 to 20, more preferably 6 to 15, and still more preferably 6 to 10.
  • the aromatic group may have a substituent. Examples of the substituent include a halogen atom, a hydroxyl group, an aliphatic group, an aromatic group, and a heterocyclic group.
  • the divalent heterocyclic group preferably has a 5-membered ring or a 6-membered ring as the heterocyclic ring.
  • One or more heterocycles, aliphatic rings, or aromatic rings may be condensed with the heterocycle.
  • the heterocyclic group may have a substituent. Examples of substituents include halogen atoms, hydroxyl groups, oxo groups ( ⁇ O), thioxo groups ( ⁇ S), imino groups ( ⁇ NH), substituted imino groups ( ⁇ N—R 42 , where R 42 is aliphatic. Group, aromatic group or heterocyclic group), aliphatic group, aromatic group and heterocyclic group.
  • X 1 —O—X 1b — or —NH—X 1b — is more preferable.
  • X 1b represents a single bond or a divalent linking group, and the form of the divalent linking group is the same as described above.
  • L 1 and L 2 represent structural units GF that may be the same or different.
  • (L 1 ) p (L 2 ) q in the formula (a) does not indicate the arrangement order of the structural unit L 1 and the structural unit L 2 , but the structural unit L 1 and the structural unit.
  • arrangement order if the number of repetitions is a p and q of L 2 is not limited. That is, the arrangement order of the structural unit L 1 and the structural unit L 2 may be random, alternating, or block.
  • the structural unit L 2 may be bonded to the left terminal group in the formula (a), and the structural unit L 1 may be bonded to the right terminal group.
  • the arrangement order of the structural unit L 1 and the structural unit L 2 is preferably random or alternating in that the dispersion composition has the superior effect of the present invention.
  • the arrangement order of the structural unit L 1 and the structural unit L 2 is random or alternating, the stereoregularity of the molecular chain contained in the first polymer compound is further lowered, and the crystal of the first polymer compound It is presumed that the performance will be further reduced.
  • L ⁇ 1 > and L ⁇ 2 > are respectively different oxyalkylene carbonyl groups.
  • p and q each represent an integer of 1 or more
  • L 1 and L 2 are different, p and q each represent an integer of 2 or more.
  • the range of p is preferably 1 to 120, and more preferably 2 to 60.
  • the range of q is preferably 1 to 120, more preferably 2 to 60.
  • Z 1 represents a monovalent organic group.
  • the type of the organic group is not particularly limited, and specifically, an alkyl group, a hydroxyl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, an amino group, and the like Is mentioned.
  • the organic group represented by Z 1 those having a steric repulsion effect are particularly preferable from the viewpoint of improving the dispersibility of the colorant, and an alkyl group or alkoxy group having 5 to 24 carbon atoms is more preferable.
  • a branched alkyl group having 5 to 24 carbon atoms, a cyclic alkyl group having 5 to 24 carbon atoms, or an alkoxy group having 5 to 24 carbon atoms is more preferable.
  • the alkyl group contained in the alkoxy group may be linear, branched, or cyclic.
  • the structural unit A is preferably a structural unit represented by the following formula (A).
  • R 1 , X 1 , L 1 , L 2 , Z 1 , p and q in the formula (A) are the same as the definitions of each group in the formula (a).
  • p + q The sum of p and q in the formulas (a) and (A) (hereinafter referred to as “p + q”) is preferably more than 5 and less than 120.
  • p + q is larger than the lower limit, the dispersion composition described later has more excellent dispersibility.
  • p + q is smaller than the upper limit value, the dispersion composition has a more excellent effect of the present invention.
  • the first polymer compound if it contains two or more structural units GF, the content of the structural unit L 1 in the polymer chain is not particularly limited, in terms of the effect of the present invention is more excellent polymer
  • the amount is preferably 2 to 98% by mass, more preferably 5 to 95% by mass, based on the total chain mass.
  • the content of the structural unit L 2 in the polymer chain is not particularly limited, but is preferably 2 to 98% by mass, and preferably 5 to 95% by mass with respect to the total mass of the polymer chain, from the viewpoint that the effect of the present invention is more excellent. Is more preferable.
  • the mass ratio of the structural unit L 1 with respect to the structural unit L 2 is greater than 50/50, and more preferably less than 95/5. When the above-described mass ratio is in the above range, the dispersion composition has more excellent dispersibility.
  • the formula weight of the structural unit A is preferably 500 to 30,000, more preferably 1200 to 20,000.
  • the formula weight is equal to or higher than the upper limit value, the dispersion composition has more excellent dispersibility.
  • the dispersion composition has a more excellent effect of the present invention.
  • the structural unit A is formed of the above macromonomer, the above formula weight corresponds to the weight average molecular weight of the macromonomer.
  • the weight average molecular weight of the macromonomer can be measured by a GPC method (Gel Permeation Chromatography) described later.
  • the first polymer compound preferably contains a structural unit B containing an acidic group.
  • the dispersion composition containing the first polymer compound containing the structural unit B has more excellent dispersibility.
  • the structural unit B contains an acidic group in its structure. Containing an acidic group in the structure means containing an acidic group in a side chain that does not contribute to the formation of the main chain of the first polymer compound.
  • the acidic group is a functional group corresponding to the definition of at least one of Bronsted acid and Lewis acid, and a derivative group thereof (for example, a functional group having a salt structure thereof).
  • the structural unit B is a structural unit based on a compound having a reactive double bond group (hereinafter also referred to as “polymerizable monomer”) in that the production of the first polymer compound becomes easier.
  • the reactive double bond group and the acidic group described above may be directly linked or may be bonded via a linking group.
  • the structural unit B intends a structural unit different from the above-described structural unit A and the structural unit C and the structural unit D described later.
  • the structural unit B Since the structural unit B has an acidic group, it can form an interaction with a colorant (for example, a black pigment, particularly titanium black).
  • a colorant for example, a black pigment, particularly titanium black.
  • having an alkali-soluble group such as a carboxylic acid group as the acidic group makes it easier to form a pattern by development. Therefore, the curable composition containing the dispersion composition containing the first polymer compound containing the structural unit B has better developability.
  • the curable composition containing the dispersion composition containing the first polymer compound has excellent light shielding properties in the exposed area and excellent developability in the unexposed area.
  • the 1st polymer compound contains the structural unit B which has an acidic group
  • the 1st polymer compound becomes easy to become familiar with a solvent, and the applicability
  • the acidic group in the structural unit B easily interacts with the colorant, the structural unit B stably disperses the colorant, and the viscosity of the first polymer compound in which the colorant is dispersed is low. This is presumably because the first polymer compound itself is easily dispersed stably.
  • the relationship between the acidic group contained in the structural unit B and the functional group contained in the second polymer compound described later is not particularly limited.
  • the difference between the acidic group pKa (hereinafter also referred to as “pKa (D1)”) and the functional group pKa (hereinafter also referred to as “pKa (D2)”) (hereinafter referred to as “pKa (D1) ⁇ pKa (hereinafter also referred to as“ pKa (D1) ”)).
  • D2) is preferably from 0 to 11, more preferably from 0.5 to 6.0, and even more preferably from 1.0 to 4.0.
  • pKa has the definition described in Chemical Handbook (II) (4th revised edition, 1993, edited by The Chemical Society of Japan, Maruzen Co., Ltd.). Further, when there are a plurality of types of acidic groups contained in the structural unit B, the arithmetic average of the pKa values of the acidic group having the highest pKa and the acidic group having the lowest pKa is used. Similarly, when there are a plurality of functional groups contained in the second polymer compound described later, similarly, the arithmetic average of the pKa of the functional group having the highest pKa and the functional group having the lowest pKa is used. .
  • the acidic group that is a functional group capable of forming an interaction with the colorant examples include a carboxylic acid group, a phosphoric acid group, a sulfonic acid group, a phenolic hydroxyl group, or a thiol group.
  • Group or a phosphoric acid group is preferable, and a carboxylic acid group is more preferable in terms of good adsorptivity to a colorant (for example, a black pigment) and high dispersibility.
  • the first polymer compound preferably contains a structural unit having at least one of a carboxylic acid group, a phosphoric acid group, a sulfonic acid group, a phenolic hydroxyl group, and a thiol group.
  • the manner in which the acidic group is introduced into the structural unit B is not particularly limited, but examples of the structural unit B include structural units derived from monomers represented by the following formulas ib to iiib. .
  • R 4 , R 5 , and R 6 each independently represent a hydrogen atom, a halogen atom, or an alkyl group, and among them, a hydrogen atom, a halogen atom, or a carbon number of 1 to 6 are preferred (for example, a methyl group, an ethyl group, a propyl group, etc.).
  • X b in formula ib represents an oxygen atom (—O—) or an imino group (—NH—), and is preferably an oxygen atom.
  • Y b in formula iib represents a methine group or a nitrogen atom.
  • L b represents a single bond or a divalent linking group.
  • Definition of the divalent linking group are the same as those defined divalent linking group represented by X 1 in the formula (a) described above.
  • L b may be a single bond, an alkylene group, or a divalent linking group containing an oxyalkylene structure.
  • an oxyethylene structure or an oxypropylene structure is preferable.
  • L b may include a polyoxyalkylene structure containing two or more oxyalkylene structures.
  • the polyoxyalkylene structure is preferably a polyoxyethylene structure or a polyoxypropylene structure.
  • the polyoxyethylene structure is represented by — (OCH 2 CH 2 ) V —, and v is preferably an integer of 2 or more, more preferably an integer of 2 to 10.
  • Z b represents an acidic group.
  • R 7 , R 8 , and R 9 are each independently a hydrogen atom, a halogen atom (eg, a fluorine atom, a chlorine atom, a bromine atom, etc.), an alkyl group having 1 to 6 carbon atoms (eg, , methyl group, ethyl group, propyl group, etc.), - represents a Z b, or L b -Z b.
  • L b and Z b are as defined L b and Z b in the above, it is preferable forms are also similar.
  • R 7 , R 8 , and R 9 are each independently preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and more preferably a hydrogen atom.
  • R 4 is a hydrogen atom or a methyl group
  • L b is an alkylene group
  • Z b is a carboxylic acid group
  • Y b is a methine group.
  • the monomer represented by formula iiib is preferably a compound in which R 7 , R 8 , and R 9 are each independently a hydrogen atom or a methyl group, and Z b is a carboxylic acid group.
  • Examples of the above-mentioned monomers include methacrylic acid, crotonic acid, isocrotonic acid, a compound having an addition polymerizable double bond and a hydroxyl group in the molecule (for example, 2-hydroxyethyl methacrylate) and succinic anhydride.
  • Reaction product reaction product of compound having addition polymerizable double bond and hydroxyl group in molecule and phthalic anhydride, compound of compound having addition polymerizable double bond and hydroxyl group in molecule and tetrahydroxyphthalic anhydride
  • reaction product of trimellitic anhydride with compound having addition polymerizable double bond and hydroxyl group in molecule reaction of pyromellitic anhydride with compound having addition polymerizable double bond and hydroxyl group in molecule
  • Acrylic acid, acrylic acid dimer, acrylic acid oligomer maleic acid, itaconic acid, fumaric acid, and 4-vinylbenzoic acid.
  • the structural unit B is preferably a structural unit represented by the formula (B) in that a dispersion composition having a more excellent effect of the present invention can be obtained.
  • R 1 represents a hydrogen atom, a halogen atom, or an alkyl group.
  • a hydrogen atom or an alkyl group having 1 to 6 carbon atoms for example, a methyl group, an ethyl group, a propyl group, etc.
  • X 2 represents a single bond or a divalent linking group
  • Z 3 is selected from the group consisting of a hydrogen atom, or a carboxylic acid group, a phosphoric acid group, a sulfonic acid group, a phenolic hydroxyl group, and a thiol group. An acidic group or a derivative group thereof is represented.
  • Z 3 is a hydrogen atom
  • X 2 represents a single bond. Note that when X 2 is a divalent linking group, the form is the same as X 1 described above.
  • the first polymer compound may contain a hydrophobic structural unit as the structural unit C.
  • the hydrophobic structural unit is intended to be a structural unit different from the structural unit A, the structural unit B, and the structural unit D described later.
  • the hydrophobic structural unit is preferably a structural unit derived from (corresponding to) a compound (monomer) having a ClogP value of 1.2 or more, and a structural unit derived from a compound having a ClogP value of 1.2 to 8 It is preferable.
  • ClogP values are available from Daylight Chemical Information System, Inc. It is a value calculated by the program “CLOGP” available from This program provides the value of “computation logP” calculated by Hansch, Leo's fragment approach (see below). The fragment approach is based on the chemical structure of a compound, which divides the chemical structure into substructures (fragments) and estimates the logP value of the compound by summing the logP contributions assigned to that fragment. Details thereof are described in the following documents. In the present invention, the ClogP value calculated by the program CLOGP v4.82 is used. A. J. et al. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C.I. Hansch, P.A. G. Sammunens, J. et al. B.
  • log P means the common logarithm of the partition coefficient P (Partition Coefficient), and quantitatively determines how an organic compound is distributed in the equilibrium of a two-phase system of oil (generally 1-octanol) and water. It is a physical property value expressed as a numerical value, and is represented by the following formula.
  • Formula: logP log (Coil / Cwater)
  • Coil represents the molar concentration of the compound in the oil phase
  • Cwater represents the molar concentration of the compound in the aqueous phase.
  • the hydrophobic structural unit preferably has one or more structural units selected from structural units based on monomers represented by the following general formulas ic to iiiic.
  • R 4 , R 5 , and R 6 each independently represent a hydrogen atom, a halogen atom, or an alkyl group, and among them, a hydrogen atom, a halogen atom, or a carbon number of 1 to 6 alkyl groups (for example, a methyl group, an ethyl group, a propyl group, etc.) are preferable.
  • X c and L c are each a synonymous with X b and L b above, it is preferable forms are also similar.
  • Z c includes an aliphatic group (for example, an alkyl group, a substituted alkyl group, an unsaturated alkyl group, and a substituted unsaturated alkyl group), an aromatic group (for example, an aryl group, a substituted aryl group, an arylene group, and Substituted arylene groups), heterocyclic groups, and combinations thereof.
  • These groups include an oxygen atom (—O—), a sulfur atom (—S—), an imino group (—NH—), a substituted imino group (—NR 31 —, wherein R 31 is an aliphatic group, an aromatic group Group or heterocyclic group) or a carbonyl group (—CO—) may be contained.
  • R 7 , R 8 , and R 9 are each independently a hydrogen atom, a halogen atom (eg, a fluorine atom, a chlorine atom, a bromine atom, etc.), an alkyl group having 1 to 6 carbon atoms (eg, , a methyl group, an ethyl group, and propyl group), - represents a Z c, or L c -Z c.
  • L c and Z c are as defined L c and Z c in the above, it is preferable forms are also similar.
  • R 7 , R 8 , and R 9 are each independently preferably a hydrogen atom, a halogen atom, or an alkyl group having 1 to 3 carbon atoms, and more preferably a hydrogen atom.
  • the aliphatic group may be branched or cyclic.
  • the aliphatic group preferably has 1 to 20 carbon atoms, more preferably 1 to 15 carbon atoms, and still more preferably 1 to 10 carbon atoms.
  • the aliphatic group further includes a ring assembly hydrocarbon group and a bridged cyclic hydrocarbon group. Examples of the ring assembly hydrocarbon group include a bicyclohexyl group, a perhydronaphthalenyl group, a biphenyl group, and 4-cyclohexyl. A phenyl group etc. are mentioned.
  • bridged cyclic hydrocarbon ring examples include pinane, bornane, norpinane, norbornane, bicyclooctane ring (bicyclo [2.2.2] octane ring, bicyclo [3.2.1] octane ring, etc.) and the like.
  • Tricyclic hydrocarbon rings such as bicyclic hydrocarbon rings, homobredan, adamantane, and tricyclo [5.2.1.0 2,6 ] decane, tricyclo [4.3.1.1 2,5 ] undecane rings The ring as well as tetracyclo [4.4.0.1 2,5 .
  • the bridged cyclic hydrocarbon ring includes a condensed cyclic hydrocarbon ring, such as perhydronaphthalene (decalin), perhydroanthracene, perhydrophenanthrene, perhydroacenaphthene, perhydrofluorene, perhydroindene, and A condensed ring in which a plurality of 5- to 8-membered cycloalkane rings are condensed, such as a perhydrophenalene ring, is also included.
  • a condensed cyclic hydrocarbon ring such as perhydronaphthalene (decalin), perhydroanthracene, perhydrophenanthrene, perhydroacenaphthene, perhydrofluorene, perhydroindene, and A condensed ring in which a plurality of 5- to 8-membered cycloalkane rings are condensed, such as a perhydrophenalene ring, is also included.
  • the aliphatic group is preferably a saturated aliphatic group rather than an unsaturated aliphatic group. Further, the aliphatic group may have a substituent. Examples of the substituent include a halogen atom, an aromatic group, and a heterocyclic group. However, the aliphatic group does not have an acidic group as a substituent.
  • the carbon number of the aromatic group is preferably 6-20, more preferably 6-15, and still more preferably 6-10.
  • the aromatic group may have a substituent. Examples of the substituent include a halogen atom, an aliphatic group, an aromatic group, and a heterocyclic group. However, the aromatic group does not have an acidic group as a substituent.
  • the heterocyclic group preferably has a 5-membered or 6-membered ring as the heterocycle. Another heterocyclic ring, an aliphatic ring or an aromatic ring may be condensed with the heterocyclic ring. Further, the heterocyclic group may have a substituent. Examples of substituents include halogen atoms, hydroxyl groups, oxo groups ( ⁇ O), thioxo groups ( ⁇ S), imino groups ( ⁇ NH), substituted imino groups ( ⁇ N—R 32 , where R 32 is aliphatic. Group, aromatic group or heterocyclic group), aliphatic group, aromatic group and heterocyclic group. However, the heterocyclic group does not have an acidic group as a substituent.
  • R 4 , R 5 , and R 6 are a hydrogen atom or a methyl group
  • L c is a single bond or a divalent linking group containing an alkylene group or an oxyalkylene structure.
  • a X c is an oxygen atom or an imino group
  • Z c is an aliphatic group
  • the compound is a heterocyclic group or an aromatic group.
  • R 4 is a hydrogen atom or a methyl group
  • L c is an alkylene group
  • Z c is an aliphatic group, a heterocyclic group or an aromatic group.
  • R 4 , R 5 , and R 6 are a hydrogen atom or a methyl group
  • Z c is an aliphatic group, a heterocyclic group, or an aromatic group.
  • a compound represented by the formula ic is more preferable in that it has excellent polymerizability.
  • R 4 is a hydrogen atom or a methyl group
  • R 5 and R 6 are hydrogen atoms
  • L c is a single bond
  • X c is an oxygen atom
  • Z c is aromatic.
  • Compounds ((meth) acrylic acid esters) which are group groups are more preferable, benzyl (meth) acrylate in that it has more excellent hydrophobicity and the curable composition has more excellent effects of the present invention. Is particularly preferred.
  • Examples of representative compounds represented by the formulas ic to iiiic include radically polymerizable compounds selected from acrylic acid esters, methacrylic acid esters, styrenes, and the like.
  • Examples of typical compounds represented by the formulas ic to iiiic the compounds described in paragraphs 0089 to 0093 of JP2013-249417A can be referred to, and the contents thereof are incorporated in the present specification. .
  • the first polymer compound is different from the structural unit A, the structural unit B, and the structural unit C as long as the effects of the present invention are not impaired for the purpose of improving various performances such as image strength. It may further have another structural unit D having a function of (for example, a structural unit having a functional group having affinity with a solvent described later). Examples of such other structural units include structural units derived from radically polymerizable compounds selected from acrylonitriles, methacrylonitriles, and the like.
  • the content of the structural unit A is preferably 3 to 90% by mass, more preferably 30 to 90% by mass, and still more preferably 30 to 80% by mass with respect to the total mass of the first polymer compound.
  • the content of the structural unit B is preferably 3 to 90% by mass, more preferably 5 to 70% by mass, and still more preferably 10 to 60% by mass with respect to the total mass of the first polymer compound.
  • the dispersion composition has a more excellent effect of the present invention.
  • the content of the structural unit C is preferably 3 to 90% by mass, more preferably 5 to 60% by mass, and still more preferably 10 to 40% by mass with respect to the total mass of the first polymer compound.
  • the curable composition containing the dispersion composition has excellent pattern forming properties.
  • the content of the structural unit D is preferably 0 to 80% by mass and more preferably 10 to 60% by mass with respect to the total mass of the first polymer compound.
  • the curable composition containing the dispersion composition has excellent pattern forming properties.
  • each structural unit may be used individually by 1 type, or may use 2 or more types together.
  • the weight average molecular weight of the first polymer compound is preferably 1,000 to 100,000, more preferably 10,000 to 50,000, and still more preferably 20,000 to 40,000. When the weight average molecular weight of the first polymer compound is within the above range, the dispersion composition has a more excellent effect of the present invention.
  • the weight average molecular weight of the first polymer compound is measured by the method specifically shown in the examples described later.
  • the second polymer compound contains at least one functional group selected from the group consisting of a phosphoric acid group and a sulfonic acid group.
  • the binding position of the phosphoric acid group and the sulfonic acid group in the second polymer compound is not particularly limited, but the second high molecular compound can be obtained from the viewpoint of obtaining a more excellent dispersion composition of the present invention.
  • the molecular compound contains at least one functional group selected from the group consisting of a phosphate group and a sulfonic acid group at at least one position selected from the group consisting of a main chain end and a side chain. It is preferable to do.
  • the second polymer compound is not particularly limited as long as it contains a phosphoric acid group and / or a sulfonic acid group, and may be any of linear, branched, and cyclic. It may be present or may contain a structure combining these. In addition, the arrangement of the structural units in the second polymer compound is not particularly limited, and may be random, alternating, or block-shaped. A known polymer compound can be used as the second polymer compound.
  • the content of the second polymer compound in the dispersion composition is not particularly limited, but is generally preferably 0.01 to 70% by mass with respect to the total solid content of the dispersion composition.
  • a 2nd polymer compound may be used individually by 1 type, or may use 2 or more types together. When using 2 or more types of 2nd high molecular compounds together, it is preferable that total content is in the said range.
  • the mass ratio of the content of the second polymer compound to the content of the colorant in the dispersion composition (hereinafter also referred to as “D2 / P”) is not particularly limited, but is generally 0.0005. To 5.0, more preferably 0.0005 to 4.0, more than 0.001, more preferably 0.5 or less, and particularly preferably 0.2 to 0.4.
  • D2 / P is 0.5 or less, the dispersion composition has a more excellent film surface shape.
  • D2 / P exceeds 0.001, the dispersion composition has more excellent dispersion stability.
  • D2 / P exceeds 0.001, the reason why the dispersion composition has better dispersion stability is not necessarily clear, but the interaction between the first polymer compound and the colorant is assisted. Therefore, the inventors speculate. Further, when D2 / P is 0.2 to 0.4, the dispersion composition has particularly excellent effects of the present invention.
  • the number average molecular weight (hereinafter sometimes referred to as “Mn”) of the second polymer compound is not particularly limited, but is generally preferably 300 to 40000, more preferably 470 to 15000, still more preferably 500 to 10,000, and 750 ⁇ 5000 is particularly preferred.
  • Mn number average molecular weight
  • the dispersion composition has better dispersion stability.
  • the number average molecular weight of the second polymer compound is in the range of 750 to 5000, the dispersion composition has a particularly excellent effect of the present invention.
  • the said number average molecular weight intends the number average molecular weight measured by the already demonstrated method.
  • the second polymer compound contains a phosphoric acid group and / or a sulfonic acid group (in the present specification, these are collectively referred to as “functional group”), is not corrosive, and contains a dispersion composition.
  • a phosphoric acid group is preferable in that the curable composition to be formed has superior alkali developability.
  • the number of the functional groups in one molecule of the second polymer compound is not particularly limited, but generally 1 to 3 is preferable.
  • the pKa of the functional group contained in the second polymer compound is not particularly limited, but is preferably -3.0 to 2.5, more preferably -2.5 to 2.0.
  • the functional group is preferably contained at the end of the main chain and / or at the position of the side chain.
  • the functional group is contained in the position of the side chain when the functional group is directly bonded to the main chain of the second polymer compound, and when the functional group is the second polymer compound.
  • bonds with a principal chain through a coupling group is mentioned.
  • the dispersion composition contains the functional group at the position of the end of the main chain in that the dispersion composition has more excellent dispersion stability.
  • end of main chain means the end of the main chain of the second polymer compound.
  • the second polymer compound preferably contains a structural unit PA selected from the group consisting of a structural unit consisting of an oxyalkylenecarbonyl group and a structural unit consisting of an oxyalkylene group.
  • the forms of the oxyalkylene carbonyl group and the oxyalkylene group are as described above.
  • the second polymer compound preferably contains one or more structural units PA, and more preferably contains two or more structural units PA.
  • the structure may be a random copolymer, an alternating copolymer, or a block copolymer.
  • two or more types of structural units PA mean two or more types of structural units having different structures. More specifically, examples of the form of the two or more structural units PA include different structural units such as a combination of a structural unit composed of an oxyalkylene group and a structural unit composed of an oxyalkylenecarbonyl group. Moreover, the form in which the structural unit which consists of 2 or more types of oxyalkylene groups from which carbon number in an alkylene group mutually differs is contained in the 2nd polymer compound is also mentioned. Moreover, the form in which the structural unit which consists of 2 or more types of oxyalkylene carbonyl groups from which carbon number in an alkylene group mutually differs is contained in the 2nd polymer compound is also mentioned.
  • the structural unit PA may contain a side chain, and the side chain may contain a phosphoric acid group and / or a sulfonic acid group.
  • the content of the structural unit PA in the second polymer compound is not particularly limited, but is preferably 3 to 90% by mass.
  • the second polymer compound is preferably a polymer compound (preferably a linear polymer compound) containing the structural unit PA and having a phosphate group or a sulfonate group at least at one end of the main chain.
  • Examples of the second polymer compound include Disperbyk111 (containing a phosphate group at the end of the main chain, pKa of 1.91, number average molecular weight of 1000, manufactured by BYK Chemie), and Phosmer PE (having a phosphate group as the main chain).
  • the pKa contained at the end is 1.91, the number average molecular weight is 333, manufactured by Unichemical Co., Ltd., and corresponds to the compound d in Examples described later.)
  • the following compound a, compound b, compound c, and compound e and the like but are not limited thereto.
  • each number intends a mole fraction (mol%) of each repeating unit.
  • the dispersion composition contains a colorant.
  • the colorant is not particularly limited, and a known colorant can be used.
  • various known pigments (color pigments), dyes (color dyes), and the like can be used.
  • the content of the colorant in the dispersion composition is not particularly limited, but is preferably 20 to 92% by mass and more preferably 20 to 80% by mass with respect to the total solid content of the dispersion composition.
  • a coloring agent may be used individually by 1 type, or may use 2 or more types together. When two or more colorants are used in combination, the total content is preferably within the above range.
  • the pigment examples include conventionally known various inorganic pigments or organic pigments. Further, both inorganic pigments and organic pigments are preferably as fine as possible from the viewpoint of high transmittance. Considering handling properties, the average primary particle diameter of the pigment is preferably 0.01 to 0.1 ⁇ m, more preferably 0.01 to 0.05 ⁇ m.
  • the average primary particle diameter of a pigment can be measured using a transmission electron microscope (Transmission Electron Microscope, TEM).
  • the transmission electron microscope include a transmission electron microscope HT7700 manufactured by Hitachi High-Technologies Corporation.
  • the maximum length of a particle image obtained using a transmission electron microscope (Dmax: maximum length at two points on the contour of the particle image) and the maximum vertical length (DV-max: two straight lines parallel to the maximum length)
  • the shortest length connecting two straight lines perpendicularly) was measured, and the geometric mean value (Dmax ⁇ DV-max) 1/2 was taken as the particle diameter.
  • the particle diameter of 100 particles was measured by this method, and the arithmetic average value thereof was taken as the average particle diameter to obtain the average primary particle diameter of the pigment.
  • the “average primary particle size” in the examples of the present specification is also the same as the arithmetic average value.
  • inorganic pigments include, for example, zinc white, lead white, lithopone, titanium oxide, chromium oxide, iron oxide, precipitated barium sulfate, barite powder, red lead, iron oxide red, yellow lead, zinc yellow (zinc yellow 1 Seeds, zinc yellow 2), ultramarine blue, prussian blue (potassium ferrocyanide) zircon gray, praseodymium yellow, chrome titanium yellow, chrome green, peacock, Victoria green, bitumen (unrelated to Prussian blue), vanadium zirconium Examples include blue, chrome tin pink, pottery red, and salmon pink.
  • black inorganic pigments include metals containing one or more metal elements selected from the group consisting of Co, Cr, Cu, Mn, Ru, Fe, Ni, Sn, Ti, and Ag. Examples thereof include oxides, metal nitrides, and metal oxynitrides.
  • examples of the inorganic pigment include carbon black, titanium black, and metal pigment (hereinafter also referred to as “black pigment”) in that a curable composition capable of forming a cured film having a high optical density at least can be obtained. ) Is preferred.
  • metal pigments include, for example, one or more metals selected from the group consisting of Nb, V, Co, Cr, Cu, Mn, Ru, Fe, Ni, Sn, Ti, Zr, and Ag. Examples thereof include metal oxides or metal nitrides containing elements.
  • Black pigments include titanium nitride, titanium oxynitride, niobium nitride, niobium oxynitride, vanadium nitride, vanadium oxynitride, zirconium nitride, zirconium oxynitride, metallic pigments containing silver, metallic pigments containing tin, and silver and It is preferable to contain at least one selected from the group consisting of tin-containing metal pigments, and selected from the group consisting of titanium oxynitride, titanium nitride, niobium oxynitride, niobium nitride, zirconium oxynitride, and zirconium nitride It is more preferable to contain at least one selected from the above.
  • black pigments include carbon black. Specific examples of carbon black are commercially available C.I. I. Organic pigments such as CI Pigment Black 1 and C.I. I. And inorganic
  • titanium nitride is intended for TiN, and may contain oxygen atoms that are unavoidable in production (for example, the surface of TiN particles are unintentionally oxidized).
  • titanium nitride means a compound having a diffraction angle 2 ⁇ of a peak derived from the (200) plane when CuK ⁇ rays are used as an X-ray source is 42.5 ° to 42.8 °.
  • titanium oxynitride is intended to be a compound having a diffraction angle 2 ⁇ of a peak derived from the (200) plane when CuK ⁇ rays are used as an X-ray source and exceeding 42.8 °.
  • the upper limit of the diffraction angle 2 ⁇ of titanium oxynitride is not particularly limited, but is preferably 43.5 ° or less.
  • titanium oxynitride include titanium black. More specifically, for example, low-order titanium oxide expressed by TiO 2 , Ti n O 2n-1 (1 ⁇ n ⁇ 20), and / or forms containing TiN x O y titanium oxynitride represented by (0 ⁇ x ⁇ 2.0,0.1 ⁇ y ⁇ 2.0) can be mentioned.
  • titanium nitride (the diffraction angle 2 ⁇ is 42.5 ° to 42.8 °) and titanium oxynitride (the diffraction angle 2 ⁇ is more than 42.8 °) are collectively referred to as titanium nitride.
  • the form will be described.
  • titanium nitride contains titanium oxide TiO 2
  • TiO 2 is white and causes a reduction in the light-shielding property of a cured film obtained by curing the curable composition, it is preferably reduced to such an extent that it is not observed as a peak.
  • the crystallite size constituting the titanium nitride can be determined from the half width of the peak obtained by measuring the X-ray diffraction spectrum.
  • the crystallite size can be calculated using Scherrer's equation.
  • the crystallite size constituting titanium nitride is preferably 20 to 50 nm.
  • the cured film formed using the curable composition tends to have higher ultraviolet (particularly i-line (365 nm)) transmittance, and has a higher photosensitivity. Things are obtained.
  • the specific surface area of titanium nitride is not particularly limited, but is 5 to 100 m. 2 / g is preferable, and 10 to 60 m 2 / g is more preferable.
  • the specific surface area of titanium nitride can be determined by the BET (Brunauer, Emmett, Teller) method.
  • the production method of the black pigment is not particularly limited, and a known production method can be used, and examples thereof include a gas phase reaction method.
  • the gas phase reaction method include an electric furnace method, a thermal plasma method, and the like.
  • the thermal plasma method is preferable in that impurities are less mixed, the particle diameter is easily uniformed, and productivity is high.
  • a method for generating thermal plasma is not particularly limited, and examples thereof include direct current arc discharge, multilayer arc discharge, radio frequency (RF) plasma, and hybrid plasma. High-frequency thermal plasma with less contamination is more preferable.
  • the specific method for producing the black pigment by the thermal plasma method is not particularly limited.
  • a method for producing titanium nitride a method of reacting titanium tetrachloride with ammonia gas in a plasma flame (JP-A-2-22110). No.), a method in which titanium powder is evaporated by high-frequency thermal plasma, nitrogen is introduced as a carrier gas, and is nitrided and synthesized in the cooling process (Japanese Patent Laid-Open No. 61-11140), and ammonia gas is added to the periphery of the plasma And a blowing method (Japanese Patent Laid-Open No. 63-85007).
  • the production method of the black pigment is not limited to the above, and the production method is not limited as long as a black pigment having desired physical properties is obtained.
  • the black pigment may contain a layer of a compound containing silicon (hereinafter referred to as “silicon-containing compound”) on the surface thereof. That is, the (oxy) nitride of the metal atom may be coated with a silicon-containing compound to form a black pigment.
  • the method for coating the (oxy) nitride of the metal atom is not particularly limited, and a known method can be used, for example, described in JP-A-53-33228, page 2, lower right to page 4, upper right. The method described in paragraphs 0015 to 0043 of Japanese Patent Application Laid-Open No.
  • pigments having infrared absorptivity other than the pigments described as black pigments can also be used.
  • a tungsten compound, a metal boride, and the like are preferable, and among them, a tungsten compound is preferable from the viewpoint of excellent light-shielding properties at wavelengths in the infrared region.
  • a tungsten compound is preferable from the viewpoint of excellent light absorption wavelength region of a photopolymerization initiator related to curing efficiency by exposure and transparency of visible light region.
  • Two or more of these pigments may be used in combination, or may be used in combination with a dye.
  • chromatic pigments such as red, green, yellow, orange, purple, and blue are added to black or infrared light-shielding pigments.
  • the form which mixes dye is mentioned. It is preferable to mix a red pigment or a red dye, or a violet pigment or a violet dye with a black or infrared pigment, and it is more preferable to mix a red pigment with a black or infrared pigment.
  • Organic pigment examples include, for example, Color Index (CI) 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, 16 7,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,19
  • a pigment may be used individually by 1 type, or may use 2 or more types together.
  • the dye for example, in the case of producing a color filter using a curable composition containing the above dispersion composition, R (red), G (green), and color pixels that form color pixels of the color filter, and In addition to chromatic dyes such as B (blue) (chromatic dyes), colorants described in paragraphs 0027 to 0200 of JP-A-2014-42375 can be mentioned. Moreover, when producing a light shielding film (for example, black matrix etc. mentioned later) using the curable composition containing the said dispersion composition, a black dye is mentioned as an example of colored dye.
  • Examples of the dye include, for example, JP-A 64-90403, JP-A 64-91102, JP-A-1-94301, JP-A-6-11614, JP-T-2592207, US Japanese Patent No. 4808501, US Pat. No. 5,667,920, US Pat. No. 505950, Japanese Patent Laid-Open No. 5-333207, Japanese Patent Laid-Open No. 6-35183, Japanese Patent Laid-Open No. 6-51115, Japanese Patent Laid-Open No. 6-194828.
  • dye currently disclosed by the gazette etc. is mentioned.
  • a dye multimer may be used as the dye.
  • the dye multimer include compounds described in JP2011-213925A and JP2013-041097A.
  • numerator As a commercial item, the RDW series by Wako Pure Chemical Industries, Ltd. is mentioned, for example.
  • the colorant may contain an infrared absorber.
  • the infrared absorber means a compound having absorption in the wavelength region in the infrared region (preferably, a wavelength of 650 to 1300 nm).
  • the infrared absorber is a compound having a maximum absorption wavelength in a wavelength region of 675 to 900 nm.
  • Examples of colorants having such spectral characteristics include pyrrolopyrrole compounds, copper compounds, cyanine compounds, phthalocyanine compounds, iminium compounds, thiol complex compounds, transition metal oxide compounds, squarylium compounds, naphthalocyanine compounds, quaterylenes. Examples include compounds, dithiol metal complex compounds, and croconium compounds.
  • phthalocyanine compound naphthalocyanine compound, iminium compound, cyanine compound, squarylium compound, and croconium compound
  • the compounds disclosed in paragraphs 0010 to 0081 of JP 2010-1111750 A may be used.
  • the cyanine compound for example, “functional pigment, Shin Okawara / Ken Matsuoka / Keijiro Kitao / Kensuke Hirashima, Kodansha Scientific”, the contents of which are incorporated herein.
  • Examples of the colorant having the above-mentioned spectral characteristics include compounds disclosed in paragraphs 0004 to 0016 of JP 07-164729 A and / or compounds disclosed in paragraphs 0027 to 0062 of JP 2002-146254 A, Examples also include near-infrared absorbing particles comprising a crystallite of an oxide containing Cu and / or P disclosed in paragraphs 0034 to 0067 of JP2011-164583A and having a number average aggregate particle diameter of 5 to 200 nm.
  • the compound having a maximum absorption wavelength in the wavelength region of 675 to 900 nm is preferably at least one selected from the group consisting of a cyanine compound, a pyrrolopyrrole compound, a squarylium compound, a phthalocyanine compound, and a naphthalocyanine compound.
  • the infrared absorber is preferably a compound that dissolves 1% by mass or more in 25 ° C. water, and more preferably a compound that dissolves 10% by mass or more in 25 ° C. water. By using such a compound, the solvent resistance is improved.
  • the infrared absorber is preferably at least one selected from the group consisting of compounds represented by the following formulas 1 to 3.
  • a 1 and A 2 each independently represents an aryl group, a heteroaryl group, or a group represented by Formula 1-A below;
  • Formula 1-A Formula 1-A, Z 1A represents a nonmetallic atomic group that forms a nitrogen-containing heterocyclic ring,
  • R 2A represents an alkyl group, an alkenyl group, or an aralkyl group, d represents 0 or 1, and a wavy line Represents a joint;
  • R 1a and R 1b each independently represent an alkyl group, an aryl group, or a heteroaryl group
  • R 2 to R 5 each independently represents a hydrogen atom or a substituent, and
  • R 2 and R 3 , R 4 and R 5 may be bonded to each other to form a ring
  • R 6 and R 7 each independently represent a hydrogen atom, an alkyl group, an
  • the curable composition may contain a pigment derivative.
  • the pigment derivative is preferably a compound having a structure in which a part of an organic pigment is substituted with an acidic group, a basic group or a phthalimidomethyl group.
  • a pigment derivative having an acidic group or a basic group is preferable from the viewpoint of dispersibility and dispersion stability of the colorant.
  • Particularly preferred are pigment derivatives having a basic group.
  • the combination of the resin (dispersant) and the pigment derivative described above is preferably a combination in which the dispersant is an acidic dispersant and the pigment derivative has a basic group.
  • organic pigments for constituting pigment derivatives include diketopyrrolopyrrole pigments, azo pigments, phthalocyanine pigments, anthraquinone pigments, quinacridone pigments, dioxazine pigments, perinone pigments, perylene pigments, thioindigo Pigments, isoindoline pigments, isoindolinone pigments, quinophthalone pigments, selenium pigments, metal complex pigments, and the like.
  • a sulfonic acid group a carboxylic acid group, and its salt are preferable, a carboxylic acid group and a sulfonic acid group are more preferable, and a sulfonic acid group is still more preferable.
  • the basic group possessed by the pigment derivative is preferably an amino group, and more preferably a tertiary amino group.
  • the dispersion composition may contain other components other than the components already described. Examples of other components include a solvent.
  • the dispersion composition preferably contains a solvent. It does not restrict
  • the content of the solvent in the dispersion composition is not particularly limited, but in general, it is preferably adjusted so that the total solid content of the dispersion composition is 15 to 50% by mass.
  • a solvent may be used individually by 1 type, or may use 2 or more types together. When two or more solvents are used in combination, the total content is preferably within the above range.
  • a well-known solvent can be used.
  • the solvent include water and an organic solvent.
  • the organic solvent include acetone, methyl ethyl ketone, cyclohexane, ethyl acetate, ethylene dichloride, tetrahydrofuran, toluene, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol dimethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, acetylacetone.
  • Cyclohexanone, cyclopentanone, diacetone alcohol ethylene glycol monomethyl ether acetate, ethylene glycol ethyl ether acetate, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether acetate, 3-methoxypropanol, methoxymethoxyethanol, diethylene glycol mono Chill ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxypropyl acetate, N, N-dimethylformamide, dimethyl sulfoxide, ethyl acetate, butyl acetate, lactic acid Examples include, but are not limited to, methyl and ethyl lactate.
  • the dispersion composition can be produced by mixing the components by a known mixing method (for example, a stirrer, a homogenizer, a high-pressure emulsifier, a wet pulverizer, and a wet disperser).
  • a known mixing method for example, a stirrer, a homogenizer, a high-pressure emulsifier, a wet pulverizer, and a wet disperser.
  • the components constituting the dispersion composition may be blended together, or the components may be blended sequentially after being dissolved or dispersed in a solvent.
  • the charging sequence and working conditions when blending are not particularly limited.
  • the dispersion composition When the dispersion composition is filtered with a filter, it is preferable to store the dispersion composition at a low temperature for a long period of time, and to perform a filtration step on the dispersion composition after storage. Further, when the dispersion composition contains a pigment, a step of dispersing the pigment may be performed.
  • the mechanical force used for dispersing the pigment includes compression, squeezing, impact, shearing, cavitation and the like. Specific examples of these processes include a bead mill, a sand mill, a roll mill, a high-speed impeller, a sand grinder, a flow jet mixer, high-pressure wet atomization, and ultrasonic dispersion.
  • Dispersing the pigment the pigment may be refined by a salt milling step.
  • materials, equipment, processing conditions, and the like used in the salt milling process for example, those described in JP-A-2015-194521 and JP-A-2012-046629 can be used.
  • ⁇ Preferred embodiment of manufacturing method of dispersion composition As a manufacturing method of the said dispersion composition, it is more preferable to contain the following processes. -Polymer synthesis process-Polymer compound synthesis process-Dispersion process Each process is described in detail below.
  • the polymer synthesis step is a step of synthesizing a polymer by ring-opening polymerization of a cyclic compound in the presence of the second polymer compound.
  • This polymer constitutes the polymer chain of the first polymer compound by the procedure described below.
  • the second polymer compound is considered to act as a catalyst for advancing ring-opening polymerization of the cyclic compound.
  • the form of the cyclic compound used in this step is as already described.
  • the method for ring-opening polymerization of the cyclic compound in the presence of the second polymer compound is not particularly limited, but for the cyclic compound, the ring-opening polymerization initiator described above and the second polymer compound are combined.
  • there is a method of obtaining a mixture and heating the mixture is not particularly limited, but is preferably 60 to 120 ° C.
  • the content of the cyclic compound with respect to the total solid content of the mixture is not particularly limited, but is generally preferably 60 to 95% by mass. Further, the content of the ring-opening polymerization initiator with respect to the total solid content of the mixture is not particularly limited, but is generally preferably 5 to 40% by mass. The content of the second polymer compound relative to the total solid content of the mixture is not particularly limited, but is generally preferably 0.05 to 5.0% by mass.
  • the mass ratio of the content of the second polymer compound to the content of the cyclic compound in the mixture is not particularly limited, but the first polymer compound formed using the polymer obtained after the reaction Therefore, it is preferable that the content mass ratio of the content of the second polymer compound to the content of the first polymer compound in the dispersion composition is adjusted so as to be within the target range.
  • the polymer compound synthesis step is a step of synthesizing the first polymer compound using the polymer obtained in the polymer synthesis step.
  • the method for synthesizing the first polymer compound is not particularly limited, but a macromonomer is prepared by bonding a group containing a reactive double bond (for example, a (meth) acryloyl group) to the polymer.
  • the method of polymerizing a macromonomer is mentioned.
  • the method for bonding a group containing a reactive double bond to the polymer and the method for polymerizing the macromonomer are not particularly limited, and known methods can be used.
  • combination process and this process are performed continuously.
  • the colorant dispersion step is a step of dispersing the colorant in the mixture of the first polymer compound and the second polymer compound.
  • the second polymer compound not only functions as a catalyst for ring-opening polymerization in the synthesis of a polymer that forms a polymer chain contained in the first polymer compound, but also prepares a dispersion composition. In addition, it has a function as one of the dispersants. Therefore, according to the manufacturing method of said dispersion composition, the dispersion composition containing a 1st polymer compound, a 2nd polymer compound, and a coloring agent can be produced more simply.
  • the present invention can be used without using a tin compound (for example, “monobutyltin oxide”) that is often used as a catalyst for ring-opening polymerization.
  • a dispersion composition according to the embodiment can be produced.
  • the curable composition which concerns on embodiment of this invention contains a coloring agent, a 1st polymer compound, a 2nd polymer compound, a polymeric compound, and a polymerization initiator. According to the said curable composition, the cured film which has the outstanding film surface shape can be produced. Below, each component contained in the said curable composition is explained in full detail.
  • the curable composition contains a first polymer compound.
  • the form of the first polymer compound is as already described.
  • the content of the first polymer compound in the curable composition is not particularly limited, but is preferably 1.0 to 40% by mass with respect to the total solid content of the curable composition.
  • the first polymer compound may be used alone or in combination of two or more. When using 2 or more types of 1st polymer compounds together, it is preferable that total content is in the said range.
  • the content ratio of the content of the first polymer compound to the content of the colorant in the curable composition is not particularly limited, but is generally preferably 0.001 to 2.0, preferably 0.08. -1.0 is more preferable, and 0.1-0.5 is still more preferable.
  • the content ratio of the second polymer compound to the content of the first polymer compound described later in the curable composition is not particularly limited, but is generally preferably 0.001 to 10, preferably 0.00. 008 to 8.0 is preferable, and 0.01 to 5.0 is more preferable.
  • the curable composition contains a second polymer compound.
  • the form of the second polymer compound is as already described.
  • the content of the second polymer compound in the curable composition is not particularly limited, but is preferably 0.01 to 65% by mass with respect to the total solid content of the curable composition.
  • the second polymer compound may be used alone or in combination of two or more. When using 2 or more types of 2nd high molecular compounds together, it is preferable that total content is in the said range.
  • the content mass ratio of the content of the second polymer compound to the content of the colorant in the curable composition is not particularly limited, but generally 0.0005 to 5.0 is preferable, and 0.0005 -4.0 is more preferable, and more than 0.001 to -0.5 is still more preferable.
  • the curable composition contains a colorant.
  • the form of the colorant is as already described.
  • the content of the colorant in the curable composition is not particularly limited, but is preferably 37 to 69% by mass with respect to the total solid content of the curable composition.
  • a coloring agent may be used individually by 1 type, or may use 2 or more types together. When two or more colorants are used in combination, the total content is preferably within the above range.
  • the curable composition contains a polymerizable compound.
  • the polymerizable compound is not particularly limited as long as it is a compound containing a polymerizable group, and a known polymerizable compound can be used.
  • the content of the polymerizable compound in the curable composition is not particularly limited, but is generally preferably 5.0 to 25% by mass with respect to the total solid content of the curable composition.
  • the polymerizable compound is preferably a compound containing at least one group containing an ethylenically unsaturated bond, more preferably a compound containing 2 or more, further preferably containing 3 or more, and containing 5 or more. Is particularly preferred.
  • the upper limit is 15 or less, for example.
  • Examples of the group containing an ethylenically unsaturated bond include a vinyl group, a (meth) allyl group, and a (meth) acryloyl group.
  • the polymerizable compound for example, the compounds described in paragraph 0050 of JP2008-260927A and paragraph 0040 of JP2015-68893A can be used. Incorporated into.
  • the polymerizable compound may be in any of chemical forms such as a monomer, a prepolymer, an oligomer, a mixture thereof, and a multimer thereof.
  • the polymerizable compound is preferably a 3 to 15 functional (meth) acrylate compound, more preferably a 3 to 6 functional (meth) acrylate compound.
  • monomers and prepolymers include unsaturated carboxylic acids (eg, acrylic acid, methacrylic acid, itaconic acid, crotonic acid, isocrotonic acid, and maleic acid) or esters, amides, and multimers thereof.
  • esters of unsaturated carboxylic acids and aliphatic polyhydric alcohol compounds, amides of unsaturated carboxylic acids and aliphatic polyhydric amine compounds, and multimers thereof are preferred.
  • an addition reaction product of an unsaturated carboxylic acid ester or amide containing a nucleophilic substituent such as a hydroxyl group, an amino group, and a mercapto group, and a monofunctional or polyfunctional isocyanate or epoxy and the above Examples thereof include a dehydration condensation reaction product of an unsaturated carboxylic acid ester or amide with a monofunctional or polyfunctional carboxylic acid.
  • a reaction product of an unsaturated carboxylic acid ester or amide containing an electrophilic substituent such as an isocyanate group and an epoxy group with an alcohol, an amine, or a thiol, a halogen group, a tosyloxy group, or the like is also included.
  • a reaction product of an unsaturated carboxylic acid ester or amide containing a releasable substituent and an alcohol, an amine, or a thiol is also included.
  • a compound group can be used by replacing it with an unsaturated phosphonic acid and a vinylbenzene derivative such as styrene, vinyl ether, or allyl ether.
  • the compounds described in paragraphs 0095 to 0108 of JP-A-2009-288705 can also be suitably used in the present invention.
  • the polymerizable compound is also preferably a compound having one or more groups containing an ethylenically unsaturated bond and having a boiling point of 100 ° C. or higher under normal pressure.
  • compounds described in JP-A-2013-29760, paragraph 0227, and JP-A-2008-292970, paragraphs 0254 to 0257 can be referred to, and the contents thereof are incorporated herein.
  • Polymerizable compounds are dipentaerythritol triacrylate (KAYARAD D-330 as a commercial product; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetraacrylate (KAYARAD D-320 as a commercial product; manufactured by Nippon Kayaku), di Pentaerythritol penta (meth) acrylate (KAYARAD D-310 as a commercial product; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa (meth) acrylate (KAYARAD DPHA as a commercial product; manufactured by Nippon Kayaku Co., Ltd., A-DPH- 12E; manufactured by Shin-Nakamura Chemical Co., Ltd.) and a structure in which these (meth) acryloyl groups are mediated by an ethylene glycol residue or a propylene glycol residue (for example, SR454, SR499 commercially available from Sartomer) are preferable
  • oligomer types can also be used.
  • NK ester A-TMMT penentaerythritol tetraacrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.
  • KAYARAD RP-1040 manufactured by Nippon Kayaku Co., Ltd.
  • the preferable form of the polymerizable compound is shown below.
  • the polymerizable compound may have an acid group such as a carboxylic acid group, a sulfonic acid group, and a phosphoric acid group.
  • an ester of an aliphatic polyhydroxy compound and an unsaturated carboxylic acid is preferable, and a non-aromatic carboxylic acid anhydride is reacted with an unreacted hydroxyl group of the aliphatic polyhydroxy compound.
  • a polymerizable compound having a group is more preferable, and in this ester, the aliphatic polyhydroxy compound is pentaerythritol and / or dipentaerythritol. Examples of commercially available products include Aronix TO-2349, M-305, M-510, and M-520 manufactured by Toagosei Co., Ltd.
  • the acid value of the polymerizable compound containing an acid group is preferably from 0.1 to 40 mgKOH / g, more preferably from 5 to 30 mgKOH / g.
  • the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the development dissolution properties are good, and when it is 40 mgKOH / g or less, it is advantageous in production and / or handling. Furthermore, the photopolymerization performance is good and the curability is excellent.
  • a compound containing a caprolactone structure is also a preferred form.
  • the compound containing a caprolactone structure is not particularly limited as long as it contains a caprolactone structure in the molecule.
  • compounds containing a caprolactone structure represented by the following formula (Z-1) are preferred.
  • R 1 represents a hydrogen atom or a methyl group
  • m represents a number of 1 or 2
  • “*” represents a bond.
  • R 1 represents a hydrogen atom or a methyl group, and “*” represents a bond.
  • a compound represented by the following formula (Z-4) or (Z-5) can also be used.
  • each E independently represents — ((CH 2 ) y CH 2 O) — or — ((CH 2 ) y CH (CH 3 ) O).
  • — Each independently represents an integer of 0 to 10
  • each X independently represents a (meth) acryloyl group, a hydrogen atom, or a carboxylic acid group.
  • the total number of (meth) acryloyl groups is 3 or 4
  • each m independently represents an integer of 0 to 10
  • the total of each m is an integer of 0 to 40.
  • the total number of (meth) acryloyl groups is 5 or 6
  • each n independently represents an integer of 0 to 10, and the total of each n is an integer of 0 to 60.
  • m is preferably an integer of 0 to 6, and more preferably an integer of 0 to 4.
  • the total of each m is preferably an integer of 2 to 40, more preferably an integer of 2 to 16, and further preferably an integer of 4 to 8.
  • n is preferably an integer of 0 to 6, and more preferably an integer of 0 to 4.
  • the total of each n is preferably an integer of 3 to 60, more preferably an integer of 3 to 24, and still more preferably an integer of 6 to 12.
  • — ((CH 2 ) y CH 2 O) — or — ((CH 2 ) y CH (CH 3 ) O) — represents an oxygen atom side.
  • a form in which the terminal of X is bonded to X is preferred.
  • the compounds represented by formula (Z-4) or formula (Z-5) may be used alone or in combination of two or more.
  • all six Xs are acryloyl groups
  • all six Xs are acryloyl groups
  • a form that is a mixture with a compound having at least one hydrogen atom is preferred. With such a configuration, the developability can be further improved.
  • the total content of the compound represented by the formula (Z-4) or the formula (Z-5) in the polymerizable compound is preferably 20% by mass or more, and more preferably 50% by mass or more.
  • pentaerythritol derivatives and / or dipentaerythritol derivatives are more preferable.
  • the polymerizable compound may contain a cardo skeleton.
  • a polymerizable compound containing a 9,9-bisarylfluorene skeleton is preferable.
  • Examples of the polymerizable compound containing a cardo skeleton include, but are not limited to, oncoat EX series (manufactured by Nagase Sangyo Co., Ltd.) and Ogsol (manufactured by Osaka Gas Chemical Co., Ltd.).
  • the curable composition contains a polymerization initiator. It does not restrict
  • the polymerization initiator is preferably a so-called radical polymerization initiator.
  • the content of the polymerization initiator is preferably 0.1 to 30% by mass, more preferably 1.0 to 8.0% by mass, based on the total solid content of the curable composition.
  • a polymerization initiator may be used individually by 1 type, or may use 2 or more types together. When two or more polymerization initiators are used in combination, the total content is preferably within the above range.
  • thermal polymerization initiator examples include 2,2′-azobisisobutyronitrile (AIBN), 3-carboxypropionitrile, azobismaleonitrile, dimethyl- (2,2 ′)-azobis (2-methyl). Azo compounds such as propionate) [V-601], benzoyl peroxide, lauroyl peroxide, and organic peroxides such as potassium persulfate.
  • specific examples of the polymerization initiator include, for example, polymerization initiators described on pages 65 to 148 of “Ultraviolet curing system” written by Kiyotsugu Kato (published by General Technology Center Co., Ltd .: 1989). Can do.
  • the curable composition preferably contains a photopolymerization initiator. It does not restrict
  • the photopolymerization initiator examples include alkylphenone photopolymerization initiators, acylphosphine oxide photopolymerization initiators, and oxime ester photopolymerization initiators. Especially, an oxime ester photoinitiator is preferable at the point which has the effect of this invention in which the curable composition was more excellent.
  • halogenated hydrocarbon derivatives for example, those containing a triazine skeleton, those containing an oxadiazole skeleton, etc.
  • acylphosphine compounds such as acylphosphine oxide
  • hexaary Examples include oxime compounds such as rubiimidazole and oxime derivatives, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, ketoxime ethers, aminoacetophenone compounds, and hydroxyacetophenones.
  • hydroxyacetophenone compounds As the photopolymerization initiator, hydroxyacetophenone compounds, aminoacetophenone compounds, and acylphosphine compounds can also be suitably used. More specifically, for example, an aminoacetophenone initiator described in JP-A-10-291969 and an acylphosphine initiator described in Japanese Patent No. 4225898 can also be used.
  • hydroxyacetophenone compound IRGACURE-184, DAROCUR-1173, IRGACURE-500, IRGACURE-2959, and IRGACURE-127 (trade names: all manufactured by BASF) can be used.
  • aminoacetophenone compound commercially available products IRGACURE-907, IRGACURE-369, or IRGACURE-379EG (trade names: all manufactured by BASF) can be used.
  • aminoacetophenone compound a compound described in JP-A-2009-191179 in which an absorption wavelength is matched with a long wave light source such as 365 nm or 405 nm can also be used.
  • acylphosphine compound commercially available IRGACURE-819 or IRGACURE-TPO (trade name: all manufactured by BASF) can be used.
  • an oxime ester photoinitiator As a photoinitiator, More preferably, an oxime ester photoinitiator (oxime compound) is mentioned.
  • an oxime compound is preferable because it has high sensitivity and high polymerization efficiency, can cure the curable composition layer regardless of the colorant concentration, and can easily design a high colorant concentration.
  • a compound described in JP 2001-233842 A, a compound described in JP 2000-80068 A, or a compound described in JP 2006-342166 A can be used.
  • Examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3- (4-toluenesulfonyloxy) iminobutan-2-one, and 2-ethoxycarbonyl And oxyimino-1-phenylpropan-1-one.
  • J.H. C. S. Perkin II (1979) pp. 1653-1660) J.M. C. S.
  • IRGACURE-OXE01 manufactured by BASF
  • IRGACURE-OXE02 manufactured by BASF
  • IRGACURE-OXE03 manufactured by BASF
  • IRGACURE-OXE04 manufactured by BASF
  • TR-PBG-304 manufactured by Changzhou Powerful Electronic New Materials Co., Ltd.
  • Adeka Arcles NCI-831 and Adeka Arcles NCI-930 manufactured by ADEKA
  • N-1919 carboxyl hydroxybenzoic acid
  • An agent manufactured by ADEKA
  • oxime compounds other than those described above compounds described in JP-A-2009-519904 in which an oxime is linked to the carbazole N-position; compounds described in US Pat. No. 7,626,957 in which a hetero substituent is introduced into the benzophenone moiety; Compounds described in Japanese Patent Application Laid-Open No. 2010-15025 and US Patent Publication No. 2009-292039 in which a nitro group is introduced at the dye moiety; Ketooxime compounds described in International Patent Publication No. 2009-131189; Triazine skeleton and oxime skeleton are the same molecule A compound described in US Pat. No.
  • oxime compounds preferably used in the curable composition are shown below.
  • oxime compound a compound described in Table 1 of International Publication No. 2015-036910 can also be used, and the above contents are incorporated herein.
  • the curable composition may contain components other than the above components.
  • examples of other components include a binder resin, a solvent, and a surfactant.
  • the curable composition preferably contains a binder resin. It does not restrict
  • the binder resin is not included in the first polymer compound and the second polymer compound.
  • the content of the binder resin in the curable composition is not particularly limited, but is generally preferably 0.1 to 5.0% by mass with respect to the total solid content of the curable composition.
  • Binder resin may be used individually by 1 type, or may use 2 or more types together. When using 2 or more types of binder resin together, it is preferable that total content is in the said range.
  • a linear organic polymer is preferably used.
  • a linear organic polymer that is soluble or swellable in water or weak alkaline water is selected to enable water development or weak alkaline water development.
  • alkali-soluble resin (resin containing group which accelerates
  • the binder resin is a linear organic polymer that promotes at least one alkali solubility in the molecule (preferably a molecule having a (meth) acrylic copolymer or styrene copolymer as the main chain).
  • alkali-soluble resins containing a group to be used can be suitably selected from alkali-soluble resins containing a group to be used.
  • polyhydroxystyrene resin, polysiloxane resin, (meth) acrylic resin, (meth) acrylamide resin, (meth) acrylic / (meth) acrylamide copolymer resin, epoxy resin, or polyimide resin are preferable.
  • (meth) acrylic resins, (meth) acrylamide resins, (meth) acryl / (meth) acrylamide copolymer resins or polyimide resins are more preferable.
  • an alkali-soluble resin containing a structural unit derived from (meth) acrylic acid is more preferable.
  • These acid groups may be used alone or in combination of two or more.
  • binder resin examples include a radical polymer containing a carboxylic acid group in the side chain.
  • the radical polymer containing a carboxylic acid group in the side chain include, for example, JP-A-59-44615, JP-B-54-34327, JP-B-58-12777, JP-B-54-25957, JP-A-54-54. -92723, JP-A-59-53836, and JP-A-59-71048.
  • a resin obtained by singly or copolymerizing a monomer containing a carboxylic acid group, an acid anhydride obtained by singly or copolymerizing a monomer containing an acid anhydride examples thereof include resins obtained by hydrolysis, half-esterification or half-amidation of units, and epoxy acrylates obtained by modifying epoxy resins with unsaturated monocarboxylic acids and acid anhydrides.
  • the monomer containing a carboxylic acid group include acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, and 4-carboxylstyrene.
  • the acidic cellulose derivative which contains a carboxylic acid group in a side chain is also mentioned as an example.
  • the monomer containing an acid anhydride include maleic anhydride.
  • a polymer containing a hydroxyl group added to a polymer containing a hydroxyl group is useful.
  • acetal-modified polyvinyl alcohol-based binder resins containing acid groups are described in European Patent Nos. 993966, 1204000 and JP-A 2001-318463. An acetal-modified polyvinyl alcohol-based binder resin containing an acid group is suitable because of its excellent balance of film strength and developability.
  • polyvinyl pyrrolidone or polyethylene oxide is useful as the water-soluble linear organic polymer.
  • alcohol-soluble nylon and polyether which is a reaction product of 2,2-bis- (4-hydroxyphenyl) -propane and epichlorohydrin are also useful.
  • a polyimide resin described in International Publication No. 2008/123097 is also useful.
  • the curable resin preferably contains a solvent.
  • the form of the solvent is as already described.
  • the content of the solvent in the curable composition is not particularly limited, but is preferably adjusted so that the solid content of the curable composition is 15 to 50% by mass.
  • the curable composition preferably contains a surfactant.
  • the surfactant contributes to improving the coating property of the curable composition.
  • the content of the surfactant is preferably 0.001 to 2.0% by mass with respect to the total solid content of the curable composition.
  • Surfactant may be used individually by 1 type, or may use 2 or more types together. When two or more surfactants are used in combination, the total amount is preferably within the above range.
  • surfactant examples include fluorine surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants.
  • the liquid properties (particularly fluidity) of the curable composition are further improved. That is, in the case of forming a film using a curable composition containing a fluorosurfactant, the wettability to the coated surface is improved by reducing the interfacial tension between the coated surface and the coating liquid. The applicability to the coated surface is improved. For this reason, even when a thin film of about several ⁇ m is formed with a small amount of liquid, it is possible to more suitably form a film having a uniform thickness with small thickness unevenness.
  • the fluorine content in the fluorosurfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and even more preferably 7 to 25% by mass.
  • a fluorosurfactant having a fluorine content within this range is effective in terms of uniformity in the thickness of the coating film and / or liquid-saving properties, and has good solubility in the curable composition. .
  • fluorosurfactant examples include Megafac F171, F172, F173, F176, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780 (above DIC Corporation), Florad FC430, FC431, FC171 (Sumitomo 3M Limited), Surflon S-382, SC-101, SC- 103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, K-H-40 (above, manufactured by Asahi Glass Co., Ltd.), PF636, PF656, PF6320, PF6520, PF7002 (made by OMNOVA) etc. are mentioned.
  • a block polymer can also be used as the fluorosurfactant, and specific examples thereof include compounds described in JP-A-2011-89090.
  • the curable composition can be prepared by mixing various components by a known mixing method (for example, a mixing method using a stirrer, a homogenizer, a high-pressure emulsifier, a wet pulverizer, or a wet disperser).
  • a mixing method for example, a mixing method using a stirrer, a homogenizer, a high-pressure emulsifier, a wet pulverizer, or a wet disperser.
  • the components constituting the curable composition may be blended together, or the components may be blended sequentially after being dissolved or dispersed in a solvent.
  • the charging sequence and working conditions when blending are not particularly limited.
  • the form which prepares a dispersion composition first and mixes another component with respect to the dispersion composition is preferable. That is, as a method for producing a curable composition, it is preferable to include the method for producing a dispersion composition already described.
  • the curable composition of the present invention is preferably filtered with a filter for the purpose of removing foreign substances or reducing defects.
  • the filter is not particularly limited as long as it is conventionally used for filtration. Examples thereof include a filter made of a fluororesin such as PTFE (polytetrafluoroethylene), a polyamide resin such as nylon, and a polyolefin resin (including high density and ultrahigh molecular weight) such as polyethylene and polypropylene (PP). Among these materials, polypropylene (including high density polypropylene) or nylon is preferable.
  • the pore size of the filter is suitably about 0.1 to 7.0 ⁇ m, preferably 0.2 to 2.5 ⁇ m, more preferably 0.2 to 1.5 ⁇ m, and still more preferably 0.3 to 0.7 ⁇ m. By setting this range, it is possible to reliably remove fine foreign matters such as impurities and aggregates contained in the pigment while suppressing filtration clogging of the pigment.
  • different filters may be combined. At that time, the filtering by the first filter may be performed only once or may be performed twice or more. When filtering two or more times by combining different filters, it is preferable that the second and subsequent pore diameters are the same or larger than the pore diameter of the first filtering.
  • the pore diameter here can refer to the nominal value of the filter manufacturer. As a commercially available filter, it can select from the various filters which Nippon Pole Co., Ltd., Advantech Toyo Co., Ltd., Japan Integris Co., Ltd. (former Japan Microlith Co., Ltd.), KITZ micro filter, etc. provide, for example.
  • the second filter a filter formed of the same material as the first filter described above can be used.
  • the pore size of the second filter is suitably about 0.2 to 10.0 ⁇ m, preferably 0.2 to 7.0 ⁇ m, and more preferably 0.3 to 6.0 ⁇ m.
  • the curable composition of this invention does not contain impurities, such as a metal, the metal salt containing a halogen, an acid, and an alkali.
  • impurities such as a metal, the metal salt containing a halogen, an acid, and an alkali.
  • content of the impurity contained in a curable composition 1 mass ppm or less is preferable, 1 mass ppb or less is more preferable, 100 mass ppt or less is further more preferable, 10 mass ppt or less is especially preferable, It does not contain substantially. (Less than the detection limit of the measuring device) is most preferable.
  • the impurities can be measured by an inductively coupled plasma mass spectrometer (manufactured by Yokogawa Analytical Systems, Agilent 7500cs type).
  • a cured film can be formed by using a curable composition.
  • the thickness of the cured film is not particularly limited, but is preferably 0.2 to 25 ⁇ m.
  • the above thickness is an average thickness, and is a value obtained by measuring the thicknesses of five or more arbitrary points of the cured film and arithmetically averaging them.
  • substrate, forming a coating film, performing a hardening process with respect to a coating film, and manufacturing a cured film is mentioned.
  • the method of the curing treatment is not particularly limited, and examples thereof include a photocuring treatment or a thermosetting treatment, and a photocuring treatment (particularly a curing treatment by irradiation with actinic rays or radiation) is preferable from the viewpoint of easy pattern formation. .
  • the manufacturing method of a cured film contains the following processes. -Curable composition layer formation process-Exposure process-Development process Hereinafter, each process is demonstrated.
  • a curable composition layer formation process is a process of forming a curable composition layer using the said curable composition.
  • a process of forming a curable composition layer using a curable composition the process of apply
  • substrate is not restrict
  • a silicon substrate is mentioned, for example, When using as a color filter (including the color filter for solid-state image sensors), a glass substrate etc. are mentioned.
  • Examples of the method for applying the curable composition onto the substrate include spin coating, slit coating, ink jet method, spray coating, spin coating, cast coating, roll coating, and screen printing.
  • the curable composition applied on the substrate is usually dried at 70 to 150 ° C. for about 1 to 4 minutes to form a curable composition layer.
  • the curable composition layer formed in the curable composition layer forming step was exposed to light by irradiating actinic rays or radiation through a photomask having a pattern-shaped opening, and was irradiated with light. Only the curable composition layer is cured.
  • the exposure is preferably performed by irradiation of radiation, and as radiation that can be used for exposure, ultraviolet rays such as g-line, h-line, and i-line are particularly preferable, and a high-pressure mercury lamp is preferable as a light source.
  • the irradiation intensity is preferably 5 ⁇ 1500mJ / cm 2, more preferably 10 ⁇ 1000mJ / cm 2.
  • development processing (development step) is performed to elute the light non-irradiated portion in the exposure step into the developer. Thereby, only the photocured part remains.
  • An alkaline developer may be used as the developer. In that case, it is preferable to use an organic alkaline developer.
  • the development temperature is usually 20 to 30 ° C., and the development time is 20 to 90 seconds.
  • Examples of the alkaline developer include an organic alkaline developer and an inorganic alkaline developer.
  • an alkaline compound such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogen carbonate, sodium oxalate, and sodium metaoxalate has a concentration of 0.001 to 10% by mass, preferably Is an alkaline aqueous solution dissolved so as to be 0.005 to 0.5% by mass.
  • organic alkaline developer examples include ammonia water, ethylamine, diethylamine, dimethylethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, benzyltrimethylammonium hydroxide, Concentrations of alkaline compounds such as choline, pyrrole, piperidine and 1,8-diazabicyclo- [5,4,0] -7-undecene are 0.001 to 10% by mass, preferably 0.005 to 0.5. An alkaline aqueous solution dissolved so as to be in mass% can be mentioned.
  • a water-soluble organic solvent such as methanol and ethanol, a surfactant, or the like can also be added to the alkaline developer.
  • a water-soluble organic solvent such as methanol and ethanol, a surfactant, or the like
  • the cured film is generally washed (rinsed) with pure water after development.
  • the manufacturing method of a cured film may contain another process.
  • other processes include a substrate surface treatment process, a pre-heating process (pre-baking process), and a post-heating process (post-baking process).
  • the heating temperature in the preheating step and the postheating step is preferably 80 to 300 ° C.
  • the upper limit is more preferably 220 ° C. or lower.
  • the lower limit is preferably 90 ° C. or higher.
  • the heating time in the preheating step and the postheating step is preferably 30 to 300 seconds.
  • Solid-state imaging device and solid-state imaging device A solid-state imaging device and a solid-state imaging device according to an embodiment of the present invention contain the cured film.
  • the form in which the solid-state imaging device contains a cured film is not particularly limited.
  • the light receiving area of a solid-state imaging device CCD (Charge Coupled Device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.
  • CCD Charge Coupled Device
  • CMOS complementary metal oxide semiconductor
  • the solid-state imaging device contains the solid-state imaging element.
  • the solid-state imaging device 100 includes a rectangular solid-state imaging element 101 and a transparent cover glass 103 that is held above the solid-state imaging element 101 and seals the solid-state imaging element 101. Yes. Further, a lens layer 111 is provided on the cover glass 103 with a spacer 104 interposed therebetween.
  • the lens layer 111 includes a support body 113 and a lens material 112. The lens layer 111 may have a configuration in which the support 113 and the lens material 112 are integrally formed.
  • the peripheral region of the lens layer 111 is shielded from light by providing a light shielding film 114.
  • the cured film according to the embodiment of the present invention can also be used as the light shielding film 114.
  • the solid-state imaging device 101 photoelectrically converts an optical image formed on the imaging unit 102 serving as the light receiving surface, and outputs it as an image signal.
  • the solid-state imaging device 101 includes a laminated substrate 105 in which two substrates are laminated.
  • the laminated substrate 105 includes a rectangular chip substrate 106 and a circuit substrate 107 having the same size, and the circuit substrate 107 is laminated on the back surface of the chip substrate 106.
  • the material of the substrate used as the chip substrate 106 is not particularly limited, and a known material can be used.
  • An imaging unit 102 is provided at the center of the surface of the chip substrate 106. Further, when stray light is incident on the peripheral area of the imaging unit 102, dark current (noise) is generated from a circuit in the peripheral area. Therefore, the peripheral area is shielded from light by providing a light shielding film 115.
  • the cured film according to the embodiment of the present invention can also be used as the light shielding film 115.
  • a plurality of electrode pads 108 are provided on the surface edge of the chip substrate 106.
  • the electrode pad 108 is electrically connected to the imaging unit 102 via a signal line (not shown) provided on the surface of the chip substrate 106 (which may be a bonding wire).
  • External connection terminals 109 are provided on the back surface of the circuit board 107 at positions substantially below the electrode pads 108, respectively. Each external connection terminal 109 is connected to an electrode pad 108 via a through electrode 110 that vertically penetrates the multilayer substrate 105. Each external connection terminal 109 is connected to a control circuit that controls driving of the solid-state image sensor 101, an image processing circuit that performs image processing on an image signal output from the solid-state image sensor 101, and the like via a wiring (not shown). Has been.
  • the imaging unit 102 is configured by each unit provided on a substrate 204 such as a light receiving element 201, a color filter 202, and a micro lens 203.
  • the color filter 202 includes a blue pixel 205b, a red pixel 205r, a green pixel 205g, and a black matrix 205bm.
  • the cured film according to the embodiment of the present invention can also be used as the black matrix 205bm.
  • a p-well layer 206 is formed on the surface layer of the substrate 204.
  • light receiving elements 201 which are n-type layers and generate and store signal charges by photoelectric conversion, are arranged in a square lattice pattern.
  • a vertical transfer path 208 made of an n-type layer is formed via a readout gate portion 207 on the surface layer of the p-well layer 206.
  • a vertical transfer path 208 belonging to an adjacent pixel is formed on the other side of the light receiving element 201 via an element isolation region 209 made of a p-type layer.
  • the read gate unit 207 is a channel region for reading signal charges accumulated in the light receiving element 201 to the vertical transfer path 208.
  • a gate insulating film 210 made of an ONO (Oxide-Nitride-Oxide) film is formed on the surface of the substrate 204.
  • a vertical transfer electrode 211 made of polysilicon or amorphous silicon is formed on the gate insulating film 210 so as to cover the vertical transfer path 208, the read gate portion 207, and the element isolation region 209.
  • the vertical transfer electrode 211 functions as a drive electrode that drives the vertical transfer path 208 to perform charge transfer, and a read electrode that drives the read gate unit 207 to read signal charges.
  • the signal charges are sequentially transferred from the vertical transfer path 208 to a horizontal transfer path (not shown) and an output unit (floating diffusion amplifier), and then output as a voltage signal.
  • a light shielding film 212 is formed on the vertical transfer electrode 211 so as to cover the surface thereof.
  • the light shielding film 212 has an opening at a position directly above the light receiving element 201 and shields light from other areas.
  • the cured film according to the embodiment of the present invention can also be used as the light shielding film 212.
  • an insulating film 213 made of BPSG (borophosphosilicate glass), an insulating film (passivation film) 214 made of P-SiN, and a transparent intermediate layer made of a planarizing film 215 made of transparent resin or the like are provided on the light shielding film 212.
  • BPSG borophosphosilicate glass
  • passivation film insulating film
  • a transparent intermediate layer made of a planarizing film 215 made of transparent resin or the like
  • a black matrix contains the cured film which concerns on embodiment of this invention.
  • the black matrix may be contained in a color filter, a solid-state image sensor, and a liquid crystal display device.
  • As the black matrix those already described above; a black edge provided at the periphery of a display device such as a liquid crystal display device; a lattice shape between red, blue, and green pixels, and / or a stripe shape A black portion of the TFT; a dot-like and / or a linear black pattern for shielding a thin film transistor (TFT);
  • TFT thin film transistor
  • the black matrix improves the display contrast, and in the case of an active matrix liquid crystal display device using a thin film transistor (TFT), in order to prevent deterioration in image quality due to light current leakage, it has a high light shielding property (with an optical density OD). 3 or more).
  • TFT thin film transistor
  • the production method of the black matrix is not particularly limited, but can be produced by the same method as the production method of the cured film.
  • a curable composition can be applied to a substrate to form a curable composition layer, and exposed and developed to produce a patterned cured film (black matrix).
  • the thickness of the cured film used as the black matrix is preferably 0.1 to 4.0 ⁇ m.
  • the material of the substrate is not particularly limited, but preferably has a transmittance of 80% or more with respect to visible light (wavelength: 400 to 800 nm).
  • Specific examples of such materials include glass such as soda lime glass, alkali-free glass, quartz glass, and borosilicate glass; plastics such as polyester resins and polyolefin resins; and the like. In view of chemical resistance and heat resistance, alkali-free glass or quartz glass is preferable.
  • the color filter according to the embodiment of the present invention contains a cured film.
  • the form in which the color filter contains a cured film is not particularly limited, and examples thereof include a color filter including a substrate and the black matrix. That is, a color filter including red, green, and blue colored pixels formed in the openings of the black matrix formed on the substrate can be exemplified.
  • a color filter containing a black matrix (cured film) can be produced, for example, by the following method.
  • a coating film (resin composition layer) of a resin composition containing a pigment corresponding to each colored pixel of a color filter is formed in an opening of a patterned black matrix formed on a substrate.
  • a resin composition for each color Although a well-known resin composition can be used, it is preferable to use the curable composition which concerns on embodiment of this invention.
  • it exposes with respect to the resin composition layer through the photomask which has a pattern corresponding to the opening part of a black matrix.
  • the colored pixels can be formed in the openings of the black matrix by baking.
  • a color filter having red, green, and blue pixels can be manufactured by performing a series of operations using a resin composition for each color that contains red, green, and blue pigments.
  • the liquid crystal display device contains a cured film.
  • the form in which the liquid crystal display device contains a cured film is not particularly limited, but examples include a form containing a color filter containing the black matrix (cured film) already described.
  • liquid crystal display device for example, a mode provided with a pair of substrates arranged opposite to each other and a liquid crystal compound sealed between the substrates can be mentioned.
  • the substrate is as already described as the substrate for the black matrix.
  • liquid crystal display device for example, from the user side, a polarizing plate / substrate / color filter / transparent electrode layer / alignment film / liquid crystal layer / alignment film / transparent electrode layer / TFT (Thin Film Transistor)
  • TFT Thin Film Transistor
  • the liquid crystal display device according to the embodiment of the present invention is not limited to the above.
  • Display device (Junsho Ibuki) The liquid crystal display device described in the book, published by Sangyo Tosho Co., Ltd.
  • the infrared sensor which concerns on embodiment of this invention contains the said cured film.
  • the infrared sensor which concerns on the said embodiment is demonstrated using FIG.
  • reference numeral 310 is a solid-state image sensor.
  • the imaging region provided on the solid-state imaging device 310 is configured by combining the infrared absorption filter 311 and the color filter 312 according to the embodiment of the present invention.
  • the infrared absorption filter 311 transmits light in the visible light region (for example, light having a wavelength of 400 to 700 nm), and transmits light in the infrared region (for example, light having a wavelength of 800 to 1300 nm, preferably light having a wavelength of 900 to 1200 nm).
  • it is a film that shields light with a wavelength of 900 to 1000 nm, and contains an infrared absorber (as already described as the form of the infrared absorber) as a colorant.
  • a membrane can be used.
  • the color filter 312 is a color filter in which pixels that transmit and absorb light of a specific wavelength in the visible light region are formed.
  • red (R), green (G), and blue (B) pixels are formed.
  • a color filter or the like is used, and its form is as described above.
  • a resin film 314 for example, a transparent resin film or the like
  • the infrared transmission filter 313 is a filter that has visible light shielding properties and transmits infrared light having a specific wavelength, and is a colorant that absorbs light in the visible light region (for example, a perylene compound and / or bisbenzoic acid).
  • a cured film according to an embodiment of the present invention containing a furanone compound or the like and an infrared absorber (for example, a pyrrolopyrrole compound, a phthalocyanine compound, a naphthalocyanine compound, or a polymethine compound) can be used.
  • the infrared transmission filter 313 preferably blocks light having a wavelength of 400 to 830 nm and transmits light having a wavelength of 900 to 1300 nm.
  • a micro lens 315 is disposed on the incident light h ⁇ side of the color filter 312 and the infrared transmission filter 313.
  • a planarization film 316 is formed so as to cover the microlens 315. In the embodiment shown in FIG.
  • the resin film 314 is disposed, but an infrared transmission filter 313 may be formed instead of the resin film 314. That is, the infrared transmission filter 313 may be formed on the solid-state image sensor 310.
  • the film thickness of the color filter 312 and the film thickness of the infrared transmission filter 313 are the same, but the film thickness of both may be different.
  • the color filter 312 is provided closer to the incident light h ⁇ than the infrared absorption filter 311, but the infrared absorption filter 311 and the color filter 312 are switched in order to absorb infrared rays.
  • the filter 311 may be provided closer to the incident light h ⁇ than the color filter 312.
  • the infrared absorption filter 311 and the color filter 312 are stacked adjacent to each other.
  • the two filters are not necessarily adjacent to each other, and other layers are provided between them. Also good.
  • this infrared sensor since image information can be captured simultaneously, motion sensing or the like that recognizes a target whose motion is to be detected is possible. Furthermore, since distance information can be acquired, an image including 3D information can be taken.
  • the solid-state imaging device includes a lens optical system, a solid-state imaging device, an infrared light emitting diode, and the like.
  • paragraphs 0032 to 0036 of JP2011-233983 can be referred to, and the contents thereof are incorporated in the present specification.
  • the cured film is composed of portable devices such as personal computers, tablets, mobile phones, smartphones, and digital cameras; OA (Office Automation) devices such as printer multifunction devices and scanners; surveillance cameras, barcode readers, cash Industrial equipment such as automated teller machines (ATMs), high-speed cameras, and devices with identity authentication using facial image authentication; in-vehicle camera equipment; endoscopes, capsule endoscopes, And medical camera equipment such as catheters; biosensors, biosensors, military reconnaissance cameras, stereoscopic map cameras, weather and ocean observation cameras, land resource exploration cameras, and exploration cameras for space astronomy and deep space targets Optical filters and modules used in space equipment such as Light blocking member and the light-shielding film, further is suitable for anti-reflection member and the antireflection film.
  • the cured film can also be used for applications such as micro LED (Light Emitting Diode) and micro OLED (Organic Light Emitting Diode).
  • the cured film is suitable for members that provide a light shielding function or an antireflection function, in addition to optical filters and optical films used in micro LEDs and micro OLEDs.
  • Examples of the micro LED and the micro OLED include those described in JP-T-2015-500562 and JP-T-2014-533890.
  • the said cured film is suitable as an optical filter and optical film used for a quantum dot display. Moreover, it is suitable as a member which provides a light shielding function and an antireflection function.
  • quantum dot displays include US Patent Application Publication No. 2013/0335677, US Patent Application Publication No. 2014/0036536, US Patent Application Publication No. 2014/0036203, and US Patent Application Publication No. 2014/0035960. What has been described.
  • ⁇ Synthesis Example A Synthesis of Macromonomer> In a 3000 mL three-necked flask, ⁇ -caprolactone (1024.5 g, corresponding to a cyclic compound), ⁇ -valerolactone (198.44 g, corresponding to a cyclic compound), and 2-ethyl-1-hexanol (77. 06 g, corresponding to a ring-opening polymerization initiator), and the mixture was stirred while blowing nitrogen.
  • ⁇ -caprolactone 1024.5 g, corresponding to a cyclic compound
  • ⁇ -valerolactone 198.44 g, corresponding to a cyclic compound
  • 2-ethyl-1-hexanol 77. 06 g, corresponding to a ring-opening polymerization initiator
  • Disperbyk111 (13.4 g, corresponding to polymer compound B containing a phosphate group at the end of the main chain, pKa is 1.91, number average molecular weight is 1000, manufactured by BYK Chemie Co., Ltd.) is added to the mixture.
  • the mixture was heated to 90 ° C. After 7 hours, it was confirmed by 1 H-NMR (nuclear magnetic resonance spectroscopy) that the signal derived from 2-ethyl-1-hexanol as a raw material disappeared, and then the mixture was heated to 110 ° C. After continuing the polymerization reaction at 110 ° C.
  • Table 1 summarizes the composition of the monomers used for the synthesis of the macromonomer, the weight average molecular weight of the macromonomer obtained after the synthesis, and the number of repetitions calculated using 1 H-NMR. It indicates the total number of units of the structural unit L 1 and the structural unit L 2 of the macromonomer in a molecule and the number of repetitions (corresponding to the above-mentioned p + q.). The number of units in the number of repetitions was almost the same as the charging ratio.
  • each abbreviation represents the following compound.
  • CB-1 2-methacryloyloxyethylphthalic acid (manufactured by Shin-Nakamura Chemical Co., Ltd.)
  • VSA Vinylsulfonic acid (Asahi Kasei Finechem)
  • HEMA 2-hydroxyethyl methacrylate (manufactured by Mitsubishi Gas Chemical Company)
  • the weight average molecular weight (Mw), number average molecular weight (Mn), and molecular weight distribution (Mw / Mn) of the obtained macromonomer and resin were calculated by GPC measurement under the following measurement conditions.
  • Equipment HLC-8220GPC [manufactured by Tosoh Corporation]
  • Detector Differential refractometer (RI (Refractive Index) detector) Precolumn
  • TSKGUARDCOLUMN MP (XL) 6 mm x 40 mm [manufactured by Tosoh Corporation]
  • Sample side column Directly connect the following 4 columns (all manufactured by Tosoh Corporation) TSK-GEL Multipore-HXL-M 7.8mm ⁇ 300mm Reference side column: Same as sample side column
  • Mobile phase Tetrahydrofuran Sample-side mobile bed flow rate: 1.0 mL / min Reference-side mobile bed flow rate: 0.3 mL / min
  • Sample concentration 0.1% by mass Sample injection
  • Example 1 Preparation of dispersion composition 1 and preparation of curable composition 1
  • Titanium nitride corresponding to a colorant
  • the mixture was dispersed with a bead mill (zirconia beads 0.3 mm) to obtain a dispersion composition 1.
  • various components were mixed so as to have the following composition, whereby a curable composition 1 was obtained.
  • final solid content of the curable composition 1 was adjusted with PGMEA (propylene glycol monomethyl ether acetate) so that it might become 32 mass%.
  • PGMEA propylene glycol monomethyl ether acetate
  • composition of the curable composition 1 is shown below.
  • content of each component is content (mass%) with respect to the total solid of the curable composition 1.
  • FIG. -Dispersion composition 1 79.0 mass% (of which 49.4 mass% is a colorant) -Binder resin (“Acryl RD-F8”, manufactured by Nippon Shokubai Co., Ltd.) 2.8% by mass Polymerizable compound (“KAYARAD DPHA”, manufactured by Nippon Kayaku Co., Ltd.) 14.1% by mass -Polymerization initiator ("Irgacure OXE02", manufactured by BASF Japan Ltd.) 4.1% by mass
  • Examples 2 to 24 Preparation of dispersion compositions 2 to 24 and preparation of curable compositions 2 to 24] Using the same method as in Example 1, the resins described in the respective columns of Tables 3 to 6 and the colorant were mixed and dispersed to obtain dispersion compositions 2 to 24. Curable compositions 2 to 16 were obtained in the same manner as in Example 1 except that the dispersion compositions 2 to 16 were used in place of the dispersion composition 1, respectively.
  • each number intends a mole fraction (mol%) of each repeating unit.
  • Compound a (pKa is 1.91, number average molecular weight is 510) and compound b (pKa is 1.91, number average molecular weight is 9000) are described in paragraph 0068 of JP-A-2007-231107. Synthesized for reference. Compound e was synthesized with reference to the description in paragraph 0045 of International Publication No. 2013/042482. Compound c has a pKa of 1.91 and a number average molecular weight of 10,500. Compound e has a pKa of ⁇ 2.5 and a number average molecular weight of 1,000.
  • Example 2 Preparation of dispersion composition C2 and preparation of curable composition C2
  • a dispersion composition C2 was obtained in the same manner as in Example 1 except that the resin 1 was not used and the content of each component was as described in Table 6.
  • a curable composition C2 was obtained in the same manner as in Example 1 except that the dispersion composition C2 was used instead of the dispersion composition 1.
  • the viscosity is a value measured using an E-type viscometer (R85 type, manufactured by Toki Sangyo Co., Ltd.) in accordance with the test method described in JIS K5101-6-2: 2004.
  • the change in viscosity was the thickening rate (%) calculated by the following formula.
  • Thickening rate (%) (viscosity after storage in a thermostatic bath at 75 ° C. for 3 days ⁇ viscosity immediately after preparation) / viscosity immediately after preparation) ⁇ 100)
  • the light shielding film for color filters used for a solid-state imaging device was produced through each of the following steps using each curable composition.
  • Each curable composition was applied onto a silicon wafer by using a spin coating method to form a curable composition layer.
  • the spin coating coating rotation speed was adjusted so that the film thickness of the curable composition layer after the heat treatment described later was 1.8 ⁇ m.
  • the silicon wafer provided with the curable composition layer is placed on a hot plate having a surface temperature of 120 ° C. with the silicon wafer surface (the surface opposite to the curable composition layer) facing down, Heated for 2 seconds.
  • the film thickness of the curable composition layer after heating was 1.8 ⁇ m.
  • the curable composition layer after the exposure was placed on a hot plate having a surface temperature of 100 ° C. so that the silicon wafer surface was down, and heated for 120 seconds.
  • the film thickness of the curable composition layer after heating (after exposure) was 1.5 ⁇ m.
  • A The number of foreign matters having a maximum width of 1.0 ⁇ m or more was 0 / cm 2 , and the film surface was good.
  • B The number of foreign matters having a maximum width of 1.0 ⁇ m or more was 1 to 2 / cm 2 , and there were some foreign matters, but there was no problem.
  • C The number of foreign matters having a maximum width of 1.0 ⁇ m or more is 3 to 5 pieces / cm 2 , and there are foreign matters, but there is no problem.
  • D The number of foreign matters having a maximum width of 1.0 ⁇ m or more was 6 or more. There were many foreign objects.
  • each abbreviation in the table represents the following compound.
  • -“A” of the binder resin “Acryl RD-F8”, manufactured by Nippon Shokubai Co., Ltd., corresponds to the resin.
  • -"M1" of the polymerizable compound “KAYARAD DPHA”, manufactured by Nippon Kayaku Co., Ltd., which corresponds to the polymerizable compound.
  • the dispersion compositions according to Examples 1 to 24 had the effects of the present invention.
  • the dispersion compositions of Comparative Examples 1 to 3 did not have the effect of the present invention.
  • the dispersion composition of Example 1 containing the resin containing the structural unit B had the effect of the present invention superior to that of the dispersion composition of Example 22.
  • the dispersion composition of Example 1 having a pKa (D1) -pKa (D2) value of 1.0 to 6.0 is compared with the dispersion composition of Example 23 and the dispersion composition of Example 24. Thus, the effects of the present invention were more excellent.
  • the dispersion composition of Example 1 having a value of D1 / P of 0.1 to 0.5 is more excellent than the dispersion composition of Example 13 and the dispersion composition of Example 18. It had the effect of the invention.
  • the dispersion composition of Example 1 having a D2 / D1 value of 0.01 to 5.0 is superior to the dispersion composition of Example 7 and the dispersion composition of Example 19. It had the effect of the invention.
  • the dispersion composition of Example 1 having a D2 / P value of more than 0.001 and 0.5 or less is superior to the dispersion composition of Example 15 and the dispersion composition of Example 16. It had the effect of the present invention.
  • the dispersion composition of Example 1 in which the number average molecular weight of the second polymer compound is 500 to 10,000 is superior to the dispersion composition of Example 10 and the dispersion composition of Example 23. It had the effect of the invention.
  • a dispersion composition was prepared in the same manner as in Example 1 except that “PET-30” manufactured by Nippon Kayaku Co., Ltd. was used instead of the polymerizable compound M1. It had dispersion stability. Moreover, when the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1. FIG.
  • a dispersion composition was prepared in the same manner as in Example 1 except that “Acrybase FFS-6058” manufactured by Fujikura Kasei Co., Ltd. was used in place of the binder resin A. It had dispersion stability. Moreover, when the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1. FIG.
  • a dispersion composition was prepared in the same manner as in Example 1 except that “ADEKA ARCLES NCI-831” manufactured by ADEKA was used in place of the polymerization initiator OXE02.
  • the dispersion stability was as follows.
  • the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1.
  • FIG. 1 A dispersion composition was prepared in the same manner as in Example 1 except that “ADEKA ARCLES NCI-831” manufactured by ADEKA was used in place of the polymerization initiator OXE02.
  • the dispersion stability was as follows.
  • the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1.
  • a dispersion composition was prepared in the same manner as in Example 1, except that PI-03 represented by the following formula was used instead of the polymerization initiator OXE02.
  • the dispersion stability was the same as in Example 1.
  • the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1.
  • FIG. PI-03 corresponds to a compound represented by the following formula, an oxime compound
  • a dispersion composition was prepared in the same manner as in Example 1, except that PI-04 represented by the following formula was used instead of the polymerization initiator OXE02.
  • the dispersion stability was the same as in Example 1.
  • the curable composition was prepared by the method similar to Example 1 using the said dispersion composition and the cured film was created, it had the same film surface shape as Example 1.
  • FIG. PI-04 (corresponds to a compound represented by OE74 of WO2015 / 036910 and an oxime compound)
  • Examples 1A to 1G Preparation of dispersion compositions 1A to 1G and preparation of curable compositions 1A to 1G
  • titanium oxynitride titanium black, manufactured by Mitsubishi Materials Corporation
  • niobium nitride manufactured by Wako Pure Chemical Industries, Ltd.
  • niobium oxynitride vanadium nitride
  • vanadium oxynitride vanadium oxynitride
  • Dispersion compositions 1A to 1G were prepared in the same manner as in Example 1 except that zirconium nitride (manufactured by Wako Pure Chemical Industries, Ltd.) and zirconium oxynitride were used.
  • curable compositions 1A to 1G were prepared. Prepared. When the dispersion compositions 1A to 1G and the curable compositions 1A to 1G were evaluated by the same method as in Example 1, the
  • Example 1H Preparation of dispersion composition 1H and preparation of curable composition 1H
  • titanium nitride and carbon black (trade name “Color Black S170”, manufactured by Degussa, average primary particle diameter of 17 nm, BET specific surface area of 200 m 2 / g, carbon black manufactured by gas black method) are used.
  • Dispersion composition 1H was prepared in the same manner except that it was used as a mass ratio of 7.5: 2.5 with respect to the entire composition, and further a curable composition 1H was prepared.
  • the said dispersion composition 1H and the curable composition 1H when it evaluated by the method similar to Example 1, it turned out that it has the performance equivalent to Example 1.
  • Example 1I Preparation of Dispersion Composition 1I and Preparation of Curable Composition 1I
  • titanium nitride and Pigment Yellow 150 manufactured by Hangzhou Star-up Pigment Co., Ltd., trade name 6150 Pigment Yellow 5GN
  • a dispersion composition 1I was prepared in the same manner except that it was used, and further a curable composition 1I was prepared.
  • the dispersion composition 1I and the curable composition 1I were evaluated by the same method as in Example 1.
  • the dispersion composition 1I and the curable composition 1I were found to have the same performance as in Example 1. It turns out that it is obtained. From this result, it was found that the desired effect of the present application can be obtained even when used in combination with other organic pigments or chromatic dyes.
  • Example 1J and 1K Preparation of dispersion compositions 1J and 1K and preparation of curable compositions 1J and 1K
  • carbon black instead of titanium nitride, carbon black, C.I. I.
  • Dispersion compositions 1J and 1K were prepared in the same manner as in Example 1 except that Pigment Red 254 was used, and curable compositions 1J and 1K were further prepared.
  • the dispersion compositions 1J and 1K and the curable compositions 1J and 1K were evaluated by the same method as in Example 1, the same results as in Example 1 were obtained.
  • Example 1-CF Production of color filter
  • the following red (R) resin composition R-1 (corresponding to a curable composition) was applied onto an 8-inch glass wafer previously sprayed with hexamethyldisilazane so that the dry film thickness was 1.0 ⁇ m.
  • a photocurable red resin composition layer was formed.
  • the said glass wafer was mounted on a 100 degreeC hotplate, and the red resin composition layer was heated (prebaked) for 180 second.
  • an i-line stepper exposure apparatus FPA-3000i5 + manufactured by Canon Inc.
  • exposure was performed through a 1.0 ⁇ m square Bayer pattern mask at a wavelength of 365 nm.
  • a glass wafer was placed on a horizontal rotating table of a spin shower developing machine (DW-30 type; manufactured by Chemitronics Co., Ltd.), and 40% of CD-2000 (manufactured by FUJIFILM Electronics Materials Co., Ltd.). Paddle development was performed at 23 ° C. for 180 seconds using the diluted solution to form a red colored pattern (corresponding to a cured film) on the glass wafer.
  • a glass wafer on which a red coloring pattern is formed is fixed to the horizontal rotary table by a vacuum chuck method, and pure water is supplied from above the rotation center while rotating the glass wafer at a rotation speed of 50 rpm (rotation per minute) by a rotating device.
  • Example 1-IMG Production of Solid-State Imaging Device and Solid-State Imaging Device
  • a patterned cured film black matrix
  • a photomask having an island pattern of 0.1 mm square was used.
  • a composition in which 1% by mass of an arylsulfonium salt derivative (SPKA 172 manufactured by ADEKA) is added to the curable composition for lenses (alicyclic epoxy resin (EHPE-3150 manufactured by Daicel Chemical Company)) on the cured film.
  • the curable resin layer is formed with a quartz mold having a lens shape, and the curable resin layer is cured with a high-pressure mercury lamp at an exposure amount of 400 mJ / cm 2.
  • a wafer level lens array having a plurality of level lenses was produced. After cutting the produced wafer level lens array and producing a lens module using the obtained wafer level lens, a solid-state imaging device and a sensor substrate were attached to produce a solid-state imaging device.
  • the obtained solid-state imaging device had high resolution and excellent color separation.
  • Example 1-IR Preparation of infrared sensor
  • Pyrrolopyrrole pigment the following structure (synthesized by the method described in JP-A-2009-263614) (infrared absorber having an absorption maximum in the wavelength range of 800 to 900 nm)
  • PR254 Pigment Red 254 -PB15: 6: Pigment Blue 15: 6 ⁇
  • PY139 Pigment Yellow 139 -PV23: Pigment Violet 23
  • the curable composition layer IR was applied onto the silicon wafer using a spin coater so that the dry film thickness was 1.5 ⁇ m, thereby forming the curable composition layer IR.
  • the silicon wafer was placed on a hot plate at 100 ° C., and the curable composition layer IR was heated (prebaked) for 120 seconds. Then, using an i-line stepper exposure apparatus FPA-3000i5 + (Canon (Ltd.)), 50 mJ / cm 2 up to 50 ⁇ 750mJ / cm 2 using a photomask having a square pixel pattern of 1.4 ⁇ m angle is formed The optimum exposure amount for resolving the square pixel pattern was determined by increasing each time, and exposure was performed at this optimum exposure amount.
  • a silicon wafer provided with the curable composition layer IR after exposure was placed on a horizontal rotary table of a spin shower developing machine, and CD-2060 (tetramethylammonium hydroxide aqueous solution, FUJIFILM Electronics Materials Co., Ltd.).
  • the product was subjected to paddle development at 23 ° C. for 60 seconds to form a colored pattern (corresponding to a cured film) on the silicon wafer.
  • the silicon wafer on which the colored pattern was formed was rinsed with pure water and then spray-dried. Further, the silicon wafer was placed on a hot plate at 200 ° C., and the colored pattern was heated (post-baked) for 300 seconds.
  • a silicon wafer containing a high-resolution colored pattern as a color filter for an infrared sensor was obtained.
  • the obtained color filter was incorporated into a solid-state imaging device according to a known method (corresponding to an infrared sensor).
  • the obtained solid-state imaging device was irradiated with a near-infrared LED (light emitting diode) light source having an emission wavelength of 940 nm under a low illumination environment (0.001 Lux), and an image was captured, and the image performance was compared and evaluated. In the state where there was little noise derived from visible light, infrared rays with an emission wavelength of 940 nm were transmitted, and spectral recognition was good.
  • Example 1-W White pigment-containing curable composition
  • Solid-state imaging device 101 Solid-state image sensor 102 ... Imaging part 103 ... Cover glass 104 ... Spacer 105 ... Laminated substrate 106 ... Chip substrate 107 ... Circuit board 108 ... Electrode pad 109 ... External connection terminal 110 ... Penetration electrode 111 ... Lens layer 112 ... Lens material 113 ... Supports 114, 115 ... Light shielding film 201 ... Light receiving element 202 ... Color filter 201 ... Light receiving element 202 ... Color filter 203 ... Micro lens 204 ... Substrate 205b ... Blue pixel 205r ... Red pixel 205g ... Green pixel 205bm ... Black matrix 206...
  • P well layer 207 Readout gate portion 208... Vertical transfer path 209. Insulating film 211... Vertical transfer electrode 212... Shading film 213, 214... Insulating film 215. Absorption filter 312 ... Color filter 313 ... Infrared transmission filter 314 ... Resin film 315 ... Micro lens 316 ... Flattening film

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Abstract

La présente invention a trait à une composition de dispersion à partir de laquelle un film durci possédant une excellente forme de surface de film peut être formé et qui possède une excellente stabilité de dispersion. La présente invention a également trait à : une composition durcissable ; un film durci, un filtre coloré, un élément d'imagerie à semi-conducteurs, un dispositif d'imagerie à semi-conducteurs, un capteur de rayons infrarouges, un procédé de production d'une composition de dispersion, un procédé de production d'une composition durcissable, et un procédé de production d'un film durci. La composition de dispersion comprend : un agent colorant ; un premier composé polymère qui comporte un motif structural A comportant une chaîne polymère ; et un second composé polymère qui comporte au moins un groupe fonctionnel choisi dans le groupe constitué par un groupe phosphate et un groupe sulfonate.
PCT/JP2017/032248 2016-10-04 2017-09-07 Composition de dispersion, composition durcissable, film durci, filtre coloré, élément d'imagerie à semi-conducteurs, dispositif d'imagerie à semi-conducteurs, capteur de rayons infrarouges, procédé de production d'une composition de dispersion, procédé de production d'une composition durcissable, et procédé de production d'un film durci WO2018066296A1 (fr)

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CN112400124A (zh) * 2018-09-11 2021-02-23 富士胶片株式会社 遮光性组合物、固化膜、滤色器、遮光膜、固体摄像元件、图像显示装置
WO2020059382A1 (fr) * 2018-09-21 2020-03-26 富士フイルム株式会社 Film de protection contre la lumière, procédé de fabrication d'un film de protection contre la lumière, élément optique, élément d'imagerie à semi-conducteurs et unité de phare
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JP7245843B2 (ja) 2018-09-21 2023-03-24 富士フイルム株式会社 遮光膜、遮光膜の製造方法、光学素子、固体撮像素子、ヘッドライトユニット
KR102660236B1 (ko) * 2018-09-21 2024-04-25 후지필름 가부시키가이샤 차광막, 차광막의 제조 방법, 광학 소자, 고체 촬상 소자, 헤드라이트 유닛
WO2021199748A1 (fr) * 2020-03-30 2021-10-07 富士フイルム株式会社 Composition, film et capteur optique
JP7470780B2 (ja) 2020-03-30 2024-04-18 富士フイルム株式会社 組成物、膜及び光センサ

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