WO2020162552A1 - Encre pour jet d'encre pour filtre coloré, couche de photoconversion et filtre coloré - Google Patents

Encre pour jet d'encre pour filtre coloré, couche de photoconversion et filtre coloré Download PDF

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Publication number
WO2020162552A1
WO2020162552A1 PCT/JP2020/004623 JP2020004623W WO2020162552A1 WO 2020162552 A1 WO2020162552 A1 WO 2020162552A1 JP 2020004623 W JP2020004623 W JP 2020004623W WO 2020162552 A1 WO2020162552 A1 WO 2020162552A1
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mass
light
particles
inkjet ink
luminescent
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PCT/JP2020/004623
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English (en)
Japanese (ja)
Inventor
崇之 三木
穣 田淵
方大 小林
麻里子 利光
徹 鶴田
育郎 清都
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Dic株式会社
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Priority to CN202080007627.3A priority Critical patent/CN113286866A/zh
Priority to JP2020571263A priority patent/JP6933311B2/ja
Priority to KR1020217023109A priority patent/KR102632511B1/ko
Publication of WO2020162552A1 publication Critical patent/WO2020162552A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • 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
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C09D11/322—Pigment inks
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01—Ink jet
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C09K11/70—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing phosphorus
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133514—Colour filters

Definitions

  • the present invention relates to an inkjet ink for a color filter, a light conversion layer and a color filter.
  • a pixel portion (color filter pixel portion) in a display such as a liquid crystal display device is a curable resist containing, for example, red organic pigment particles or green organic pigment particles and an alkali-soluble resin and/or an acrylic monomer.
  • the material has been manufactured by a photolithography method.
  • the manufacturing method of the color filter by the photolithography method has a drawback that the resist material other than the pixel portion including the relatively expensive luminescent nanocrystal particles is wasted due to the characteristic of the manufacturing method.
  • Patent Document 1 in order to eliminate the waste of the resist material as described above, forming an optical conversion substrate pixel portion by an inkjet method has been studied.
  • the luminescent nanocrystalline particles (and the organic compound provided on the surface thereof) are improved from the viewpoint of improving optical characteristics of a pixel portion (for example, improving external quantum efficiency (EQE)). It is desirable to increase the content of (ligand). Further, although it is necessary to increase the film thickness of the pixel portion, it is desirable to increase the content of nonvolatile components in the inkjet ink in order to form the pixel portion by the inkjet method. That is, when the content of nonvolatile components in the inkjet ink is low (for example, 40% by mass or less based on the total mass of the inkjet ink), the volatile component is volatilized after the ink is printed on the pixel portion.
  • EQE external quantum efficiency
  • the film thickness becomes thin, it is necessary to print a plurality of times, and the production efficiency by inkjet may be significantly reduced.
  • the content of the luminescent nanocrystalline particles (and the organic ligand attached to the surface thereof) is high (for example, 21 parts by mass with respect to 100 parts by mass of the nonvolatile content of the inkjet ink).
  • the inkjet ink containing a large amount of non-volatile components (for example, 41% by mass or more based on the total mass of the inkjet ink) tends to have a high viscosity, and thus is suitable for forming the pixel portion.
  • the viscosity may increase (thicken) in the air atmosphere.
  • the present invention is an inkjet ink containing luminescent nanocrystalline particles and having a high content of non-volatile components, yet has a viscosity suitable for forming a pixel portion and can suppress thickening in an air atmosphere.
  • An object is to provide an inkjet ink for a color filter, and a light conversion layer and a color filter using the inkjet ink.
  • One aspect of the present invention is an inkjet ink for a color filter, which comprises luminescent nanocrystalline particles, a photopolymerizable compound and/or a thermosetting resin, and light scattering particles, wherein the luminescent nanocrystalline particles are provided.
  • the total content of luminescent nanocrystal particles, organic ligand, photopolymerizable compound, thermosetting resin, and light scattering particles based on the total mass of the inkjet ink, 41% by mass or more, and the total content of the luminescent nanocrystal particles and the organic ligand is 100, the total content of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particle.
  • the present invention relates to an inkjet ink for a color filter having an average molecular weight of 1,000 or less.
  • the inkjet ink for a color filter of the present invention includes the luminescent nanocrystalline particles because it employs the above-mentioned configuration, and the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering.
  • these components are collectively referred to as "nonvolatile components"
  • these components are collectively referred to as "nonvolatile components”
  • the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles is 70% by mass or more based on the total mass of the inkjet ink.
  • the organic ligand may include a polyoxyalkylene group.
  • the light conversion layer includes, as the luminescent pixel portion, luminescent nanocrystalline particles that absorb light having a wavelength in the range of 420 to 480 nm and emit light having an emission peak wavelength in the range of 605 to 665 nm. And a second luminescent pixel portion containing a luminescent nanocrystal particle that absorbs light having a wavelength in the range of 420 to 480 nm and emits light having an emission peak wavelength in the range of 500 to 560 nm. , May be provided.
  • the light conversion layer may further include a non-emissive pixel portion containing light scattering particles.
  • Another aspect of the present invention relates to a color filter including the above-mentioned light conversion layer.
  • an inkjet ink containing luminescent nanocrystalline particles and having a high content of non-volatile components has a viscosity suitable for forming a pixel portion and can suppress thickening in an air atmosphere. It is possible to provide an inkjet ink for a color filter, and a light conversion layer and a color filter using the inkjet ink.
  • FIG. 1 is a schematic sectional view of a color filter according to an embodiment of the present invention.
  • the inkjet ink of one embodiment contains luminescent nanocrystalline particles, a photopolymerizable compound and/or a thermosetting resin, and light scattering particles.
  • This inkjet ink is an inkjet ink for a color filter used for forming a pixel portion of a color filter by an inkjet method.
  • the inkjet ink of the present embodiment is used for forming a color filter pixel portion by an inkjet method, and therefore, it does not wastefully consume materials such as luminescent nanocrystal particles and a solvent, which are relatively expensive, and necessary portions.
  • the color filter pixel portion (light conversion layer) can be formed only by using the amount necessary for the above.
  • Luminescent nanocrystalline particles are nanosized crystals that absorb excitation light and emit fluorescence or phosphorescence, and have a maximum particle diameter of 100 nm or less measured by a transmission electron microscope or a scanning electron microscope, for example. It is a crystalline body.
  • the luminescent nanocrystalline particles can emit light having a wavelength different from the absorbed wavelength (fluorescence or phosphorescence) by absorbing light having a predetermined wavelength, for example.
  • the luminescent nanocrystalline particles may be red luminescent nanocrystalline particles (red luminescent nanocrystalline particles) that emit light (red light) having an emission peak wavelength in the range of 605 to 665 nm, and have a wavelength of 500 to 560 nm. It may be green luminescent nanocrystalline particles (green luminescent nanocrystalline particles) that emit light having a luminescent peak wavelength in the range (green light), and have a luminescent peak wavelength in the range of 420 to 480 nm (blue light). ) Emitting blue crystalline nanocrystalline particles (blue luminous nanocrystalline particles).
  • the inkjet ink preferably contains at least one kind of these luminescent nanocrystalline particles.
  • the light absorbed by the luminescent nanocrystal particles may be, for example, light having a wavelength in the range of 400 nm or more and less than 500 nm (in particular, light having a wavelength in the range of 420 to 480 nm) (blue light), or 200 nm to 400 nm.
  • Light having a wavelength of (ultraviolet light) may be used.
  • the emission peak wavelength of the luminescent nanocrystalline particles can be confirmed by, for example, a fluorescence spectrum or a phosphorescence spectrum measured using a spectrofluorometer.
  • the red light-emitting nanocrystalline particles are 665 nm or less, 663 nm or less, 660 nm or less, 658 nm or less, 655 nm or less, 653 nm or less, 651 nm or less, 650 nm or less, 647 nm or less, 645 nm or less, 643 nm or less, 640 nm or less, 637 nm or less, 635 nm or less.
  • the green light-emitting nanocrystalline particles have an emission peak wavelength at 560 nm or less, 557 nm or less, 555 nm or less, 550 nm or less, 547 nm or less, 545 nm or less, 543 nm or less, 540 nm or less, 537 nm or less, 535 nm or less, 532 nm or less, or 530 nm or less.
  • it has an emission peak wavelength at 528 nm or more, 525 nm or more, 523 nm or more, 520 nm or more, 515 nm or more, 510 nm or more, 507 nm or more, 505 nm or more, 503 nm or more, or 500 nm or more.
  • the blue-emitting nanocrystalline particles have an emission peak wavelength at 480 nm or less, 477 nm or less, 475 nm or less, 470 nm or less, 467 nm or less, 465 nm or less, 463 nm or less, 460 nm or less, 457 nm or less, 455 nm or less, 452 nm or less, or 450 nm or less.
  • the emission peak wavelength is 450 nm or more, 445 nm or more, 440 nm or more, 435 nm or more, 430 nm or more, 428 nm or more, 425 nm or more, 422 nm or more, or 420 nm or more.
  • the wavelength of light emitted by the luminescent nanocrystalline particles depends on the size (eg, particle diameter) of the luminescent nanocrystalline particles, but It also depends on the energy gap of the crystal grains. Therefore, the luminescent color can be selected by changing the constituent material and size of the luminescent nanocrystalline particles used.
  • the luminescent nanocrystalline particles may be luminescent nanocrystalline particles containing a semiconductor material (luminescent semiconductor nanocrystalline particles).
  • Examples of the luminescent semiconductor nanocrystal particles include quantum dots and quantum rods. Among these, quantum dots are preferable from the viewpoints that the emission spectrum can be easily controlled, the reliability can be ensured, the production cost can be reduced, and the mass productivity can be improved.
  • the luminescent semiconductor nanocrystalline particles may consist only of a core containing a first semiconductor material, a core containing a first semiconductor material and a second semiconductor material different from the first semiconductor material, And a shell that covers at least a part of the core.
  • the structure of the luminescent semiconductor nanocrystal particle may be a structure composed of only a core (core structure) or a structure composed of a core and a shell (core/shell structure).
  • the luminescent semiconductor nanocrystal particle contains, in addition to a shell (first shell) containing the second semiconductor material, a third semiconductor material different from the first and second semiconductor materials, You may further have the shell (2nd shell) which covers at least one part.
  • the structure of the luminescent semiconductor nanocrystal particles may be a structure composed of a core, a first shell and a second shell (core/shell/shell structure).
  • Each of the core and the shell may be a mixed crystal containing two or more kinds of semiconductor materials (for example, CdSe+CdS, CIS+ZnS, etc.).
  • the luminescent nanocrystalline particles are selected as the semiconductor material from the group consisting of II-VI group semiconductors, III-V group semiconductors, I-III-VI group semiconductors, IV group semiconductors and I-II-IV-VI group semiconductors. It is preferable to include at least one kind of semiconductor material.
  • Specific semiconductor materials are CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSe, CdSe, CdSe, CgSe, CgSe, CgSe, CgSe, CgSe, CgSe, CgSe, CdSe, CgSe, CdSe, CgSe, CgSe, CdSe, CdSe, CdSe, CdSe, CdSe, CdSe, CdSeS, CdSeS, CdSeS, CdSeS, CdSeS, CdSeS, CdSeS, CdSeS, CdSeS, CdS
  • the light-emitting semiconductor nanocrystal particles are CdS, CdSe, CdTe, ZnS, CdS, CdSe, CdTe, ZnS, from the viewpoint that the emission spectrum can be easily controlled, the reliability can be secured, the production cost can be reduced, and the mass productivity can be improved.
  • ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, InP, InAs, InSb, GaP, GaAs, GaSb, AgInS 2, AgInSe 2, AgInTe 2, AgGaS 2, AgGaSe 2, AgGaTe 2, CuInS 2, CuInSe 2, CuInTe 2 , CuGaS 2 , CuGaSe 2 , CuGaTe 2 , Si, C, Ge and Cu 2 ZnSnS 4 are preferably included.
  • red light-emitting semiconductor nanocrystal particles examples include CdSe nanocrystal particles and nanocrystal particles having a core/shell structure, in which the shell portion is CdS and the inner core portion is CdSe.
  • Nanocrystal particles in which the shell portion is a mixed crystal of ZnS and ZnSe and the inner core portion is InP nanocrystal particles of a mixed crystal of CdSe and CdS, nanocrystal particles of a mixed crystal of ZnSe and CdS, core /Shell/nanocrystalline particles having a
  • green light-emitting semiconductor nanocrystal particles examples include CdSe nanocrystal particles, mixed crystal nanocrystal particles of CdSe and ZnS, and nanocrystal particles having a core/shell structure, in which the shell portion is ZnS.
  • the blue-light-emitting semiconductor nanocrystal particles include ZnSe nanocrystal particles, ZnS nanocrystal particles, and nanocrystal particles having a core/shell structure, in which the shell portion is ZnSe and the inner core portion is ZnS nanocrystal particles, CdS nanocrystal particles, and nanocrystal particles having a core/shell structure, wherein the shell portion is ZnS and the inner core portion is InP, core/shell A nanocrystalline particle having a structure, wherein the shell portion is a mixed crystal of ZnS and ZnSe and the inner core portion is InP, and a nanocrystalline particle having a core/shell/shell structure.
  • a nanocrystal particle having a first shell portion of ZnSe, a second shell portion of ZnS, and an inner core portion of InP, and a nanocrystal particle having a core/shell/shell structure examples include nanocrystal particles in which the first shell portion is a mixed crystal of ZnS and ZnSe, the second shell portion is ZnS, and the inner core portion is InP.
  • ⁇ Semiconductor nanocrystal particles have the same chemical composition, but by changing the average particle diameter of themselves, it is possible to change the color to be emitted from the particles to either red or green.
  • the semiconductor nanocrystal particles it is preferable to use, as such, particles having a minimal adverse effect on the human body and the like.
  • the semiconductor nanocrystal particles that do not contain the above-mentioned elements (cadmium, selenium, etc.) as much as possible are selected and used alone or It is preferable to use it in combination with other luminescent nanocrystalline particles so as to minimize the amount.
  • the shape of the luminescent nanocrystal particles is not particularly limited, and may be any geometric shape or any irregular shape.
  • the shape of the luminescent nanocrystal particles may be, for example, a spherical shape, an ellipsoidal shape, a pyramidal shape, a disk shape, a branch shape, a net shape, a rod shape, or the like.
  • particles having a small particle orientation for example, spherical particles, regular tetrahedral particles, etc. because the uniformity and fluidity of the inkjet ink can be further improved. preferable.
  • the average particle size (volume average size) of the luminescent nanocrystalline particles may be 1 nm or more, from the viewpoint of easily obtaining light emission of a desired wavelength, and from the viewpoint of excellent dispersibility and storage stability, and is 1.5 nm. It may be the above or may be 2 nm or more. From the viewpoint of easily obtaining a desired emission wavelength, it may be 40 nm or less, 30 nm or less, or 20 nm or less.
  • the average particle diameter (volume average diameter) of the luminescent nanocrystal particles can be obtained by measuring with a transmission electron microscope or a scanning electron microscope and calculating the volume average diameter.
  • the luminescent nanocrystal particles have an organic ligand on the surface from the viewpoint of dispersion stability.
  • the organic ligand may be coordinate-bonded to the surface of the luminescent nanocrystalline particle, for example.
  • the surface of the luminescent nanocrystalline particles may be passivated with an organic ligand.
  • the luminescent nanocrystalline particles may have a polymer dispersant on the surface thereof.
  • the polymeric dispersant is formed on the surface of the luminescent nanocrystalline particles. May be combined.
  • the polymer dispersant is blended with the luminescent nanocrystal particles in which the organic ligand is coordinated.
  • the organic ligand may include a functional group (hereinafter, also referred to as “affinity group”) for ensuring affinity with a photopolymerizable compound, a thermosetting resin, an organic solvent and the like.
  • the affinity group may be a substituted or unsubstituted aliphatic hydrocarbon group.
  • the aliphatic hydrocarbon group may be linear or may have a branched structure.
  • the aliphatic hydrocarbon group may have an unsaturated bond or may not have an unsaturated bond.
  • the substituted aliphatic hydrocarbon may be a group in which some carbon atoms of the aliphatic hydrocarbon group are replaced with oxygen atoms.
  • the substituted aliphatic hydrocarbon group may include, for example, a (poly)oxyalkylene group.
  • the organic ligand preferably contains a polyoxyalkylene group.
  • the polyoxyalkylene group is a divalent group in which two or more alkylene groups are linked by an ether bond and has a plurality of oxyalkylene structures (oxyalkylene groups).
  • a plurality of alkylene groups constituting the polyoxyalkylene group may be the same or different from each other.
  • the alkylene group may be linear and may have a branched structure.
  • the carbon number of the alkylene group may be, for example, 1 or more, 2 or more, or 3 or more, and 5 or less, 4 or less, or 3 or less.
  • the alkylene group is preferably an ethylene group, a propylene group or a butylene group. That is, the polyoxyalkylene group is preferably an oxyalkylene structure having an ethylene group (oxyethylene structure), an oxyalkylene structure having a propylene group (oxypropylene structure), and an oxyalkylene structure having a butylene group (oxybutylene structure). ) At least one selected from the group consisting of
  • the polyoxyalkylene group preferably has an oxyalkylene structure represented by the following formula (1).
  • R 1 and R 2 each independently represent a hydrogen atom, a methyl group or an ethyl group, and * represents a bond.
  • R 1 and R 2 are preferably hydrogen atoms or methyl groups.
  • an oxyethylene structure in which R 1 and R 2 are hydrogen atoms or an oxypropylene structure in which one of R 1 and R 2 is a methyl group and the other is a hydrogen atom is more preferable.
  • a plurality of R 1 may be the same or different, and a plurality of R 2 may be the same or different. ..
  • the degree of polymerization of the polyoxyalkylene group may be, for example, 2 or more, 4 or more or 6 or more, and may be 40 or less, 30 or less or 20 or less.
  • the degree of polymerization of the polyoxyalkylene group means the number of repeating oxyalkylene structures (the number of alkylene groups linked by ether bonds. When two or more oxyalkylene groups (oxyalkylene structures) are contained, those Means the total number).
  • the number of repeating oxyethylene structures may be 2 or more, 4 or more or 6 or more, and may be 40 or less, 30 or less or 20 or less.
  • the number of repeating oxypropylene structures may be 2 or more, 4 or more, or 6 or more, and may be 40 or less, 30 or less or 20 or less.
  • the polyoxyalkylene group may be contained in the main chain of the organic ligand.
  • the main chain means the longest one of the molecular chains constituting the organic ligand.
  • the organic ligand includes a functional group capable of binding to the luminescent nanocrystal particles (functional group for ensuring adsorption to the luminescent nanocrystal particles).
  • the functional group capable of binding to the luminescent nanocrystal particles include a hydroxyl group, an amino group, a carboxyl group, a thiol group, a phosphoric acid group, a phosphonic acid group, a phosphine group, a phosphine oxide group and an alkoxysilyl group.
  • These functional groups may be bonded to the luminescent nanocrystal particles by a coordinate bond or the like.
  • the number of functional groups that can be bonded to the luminescent nanocrystalline particles in the organic ligand may be 1 to 3, may be 1 to 2, and may be 1. At least one of the functional groups capable of binding to the luminescent nanocrystal particles in the organic ligand of the surface of the luminescent nanocrystal particles may be a functional group bound to the luminescent nanocrystal particles.
  • the organic ligand includes a plurality of functional groups capable of binding to the luminescent nanocrystal particles, some of the plurality of functional groups may not be bound to the luminescent nanocrystal particles.
  • the functional group capable of binding to the luminescent nanocrystal particles may be present at least at one end of the main chain of the organic ligand. That is, the organic ligand may include a functional group capable of binding to the luminescent nanocrystal particle at at least one end of the main chain.
  • the organic ligand may have a hydrogen-bonding group.
  • the hydrogen-bonding functional group means a group having a hydrogen atom capable of forming a hydrogen bond with a carbonyl group or the like.
  • the hydrogen-bonding group may be a group capable of binding to the luminescent nanocrystal particle.
  • the organic ligand existing on the surface of the luminescent nanocrystal particle preferably has a hydrogen bonding group which is not bonded to the luminescent nanocrystal particle.
  • the hydrogen-bonding group include a monovalent group such as a hydroxyl group, an amino group, a carboxyl group and a thiol group, and a divalent group such as an amide group (—NHCO—).
  • the organic ligand has one or more first functional groups capable of binding to luminescent nanocrystal particles at one end of the main chain, and has a second functional group different from the first functional group at the other end of the main chain. It may have a group.
  • the first functional group may be the same group as described above as the functional group capable of binding to the luminescent nanocrystal particle.
  • the number of first functional groups may be 1 or more, 2 or more, or 2.
  • the second functional group may be the same as the group described above as the functional group capable of binding to the luminescent nanocrystal particles, or may be another group different from the functional group.
  • the other group may be, for example, an alkyl group, a cycloalkyl group or an aryl group.
  • the number of second functional groups may be 1 or more, and may be 1.
  • the main chain may have, for example, a substituted or unsubstituted hydrocarbon group in addition to the polyoxyalkylene group.
  • the substituted or unsubstituted hydrocarbon group may have, for example, 1 to 10 carbon atoms.
  • a part of carbon atoms may be substituted with a sulfur atom, a hetero atom such as a nitrogen atom, or a carbonyl group.
  • the organic ligand may be a compound represented by the following formula (1-1).
  • p represents an integer of 0 to 50 and q represents an integer of 0 to 50. At least one of p and q is preferably 1 or more, and more preferably both p and q are 1 or more.
  • the organic ligand may be an organic ligand represented by the following formula (1-2).
  • r represents an integer of 1 to 50.
  • r may be an integer of 1 to 20, an integer of 3 to 15, an integer of 5 to 10, and 7 You may
  • the organic ligand may be a ligand having two or more functional groups capable of binding to the luminescent nanocrystal particles. That is, the organic ligand may be a compound represented by the following formula (1-3) in one embodiment.
  • a 1 and A 2 each independently represent a monovalent group which may include a functional group capable of binding to the above-mentioned luminescent nanocrystal particles
  • R is a hydrogen atom
  • It represents a methyl group or an ethyl group
  • L 1 and L 2 each independently represent a substituted or unsubstituted alkylene group
  • s represents an integer of 0 or more.
  • at least one of A 1 and A 2 contains a functional group capable of binding to the above-mentioned luminescent nanocrystal particles, and the total number of functional groups capable of binding to the luminescent nanocrystal particles in A 1 and A 2 Is two or more.
  • a 1 or A 2 is a group containing no functional group capable of binding to the luminescent nanocrystal particles
  • a 1 or A 2 may be, for example, a hydrogen atom.
  • the number of functional groups capable of binding to the luminescent nanocrystalline particles in the monovalent group represented by A 1 and A 2 may be 1 or 2 or more and 4 or less, respectively. May be one.
  • the functional group capable of binding to the luminescent nanocrystal particle is preferably at least one selected from the group consisting of a hydroxyl group and a carboxyl group.
  • the number of functional groups capable of binding to the luminescent nanocrystalline particle in the monovalent group represented by A 1 is 2, and the luminescent nanocrystalline particle in the monovalent group represented by A 2 is It is preferable that the number of functional groups that can be bonded to is one.
  • the functional groups capable of binding to the two luminescent nanocrystal particles in the monovalent group represented by A 1 are both carboxyl groups, and the luminescent nanocrystal particles in the monovalent group represented by A 2 More preferably, the functional group capable of binding to is a hydroxyl group.
  • the number of functional groups capable of binding to the luminescent nanocrystalline particle in the monovalent group represented by A 1 is 2, and A 2 is a hydrogen atom (ie, represented by A 2 ).
  • the number of functional groups capable of binding to the luminescent nanocrystal particles in the monovalent group is preferably 0). In this case, it is more preferable that the functional groups capable of binding to the two luminescent nanocrystal particles in the monovalent group represented by A 1 are carboxyl groups.
  • the carbon number of the alkylene group represented by L may be, for example, 1 to 10.
  • a part of carbon atoms (methylene group) may be substituted with a hetero atom.
  • a part of carbon atoms (methylene group) in the alkylene group is preferably at least one hetero atom selected from the group consisting of oxygen atom, sulfur atom and nitrogen atom. It is substituted with an atom, more preferably with a sulfur atom.
  • s may be, for example, an integer of 1 or more, 3 or more, or 5 or more, and may be an integer of 100 or less, 20 or less, or 10 or less.
  • the organic ligand may be a compound represented by the following formula (1-4). Wherein (1-4), x and y are each independently an integer of 0 or more, z is an integer of 1 or more, A 1, A 2 and s is, A 1 in the formula (1-3), It is synonymous with A 2 and s. However, at least one of x and y is an integer of 1 or more.
  • X may be an integer of 3 or less or 2 or less, may be 1, or may be 0.
  • y may be an integer of 1 or more, 2 or more, or 3 or more, may be 5 or less, 4 or less, or 3 or less, or may be 3.
  • z may be an integer of 4 or less, 3 or less, or 2 or less, and may be 1.
  • the organic ligand may be a compound represented by the following formula (1-5) or (1-6).
  • formulas (1-5) and (1-6) s has the same meaning as s in formula (1-3).
  • Examples of the organic ligand containing a functional group capable of binding to the luminescent nanocrystal particles include TOP (trioctylphosphine), TOPO (trioctylphosphine oxide), lauric acid, oleic acid, oleylamine, octylamine, trioctylamine, Hexadecylamine, octanethiol, dodecanethiol, hexylphosphonic acid (HPA), tetradecylphosphonic acid (TDPA), and octylphosphinic acid (OPA).
  • TOP trioctylphosphine
  • TOPO trioctylphosphine oxide
  • lauric acid oleic acid
  • oleylamine octylamine
  • trioctylamine Hexadecylamine
  • octanethiol dodecanethiol
  • HPA hexylphosphonic
  • the organic ligand may be an organic ligand represented by the following formula (1-7).
  • n represents an integer of 0 to 50 and m represents an integer of 0 to 50.
  • n is preferably 0 to 20, more preferably 0 to 10.
  • m is preferably 0 to 20, more preferably 0 to 10.
  • At least one of n and m is preferably 1 or more. That is, n+m is preferably 1 or more. n+m may be 10 or less.
  • Z represents a substituted or unsubstituted alkylene group.
  • the carbon number of the alkylene group may be, for example, 1-10.
  • the alkylene group represented by Z may have a part of carbon atoms substituted with a heteroatom, and is substituted with at least one heteroatom selected from the group consisting of an oxygen atom, a sulfur atom and a nitrogen atom. Good.
  • the weight average molecular weight of the organic ligand may be 1,000 or less, 900 or less, 800 or less, 700 or less, or 600 or less, and 250 or more, from the viewpoint that the viscosity of the inkjet ink is more suitable for forming the pixel portion. , 300 or more, 400 or more, 450 or more, 500 or more, or 550 or more.
  • a weight average molecular weight is a polystyrene equivalent weight average molecular weight measured by GPC (gel permeation chromatography, Gel Permeation Chromatography).
  • the luminescent nanocrystal particles those dispersed in a colloidal form in an organic solvent, a photopolymerizable compound or the like can be used.
  • the surface of the luminescent nanocrystalline particles in a dispersed state in an organic solvent is preferably passivated with the above-mentioned organic ligand.
  • the organic solvent include cyclohexane, hexane, heptane, chloroform, toluene, octane, chlorobenzene, tetralin, diphenyl ether, propylene glycol monomethyl ether acetate, butyl carbitol acetate, 1,4-butanediol diacetate, or a mixture thereof. Can be mentioned.
  • luminescent nanocrystalline particles examples include indium phosphide/zinc sulfide, D-dot, CuInS/ZnS manufactured by NN-Labos, and InP/ZnS manufactured by Aldrich.
  • the content of the luminescent nanocrystal particles is superior from the viewpoint of improving the effect of maintaining the external quantum efficiency, and the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering in the inkjet ink are included. It is preferably more than 10 parts by mass, more preferably 13 parts by mass or more, still more preferably 15 parts by mass or more, with respect to 100 parts by mass of the total content of the functional particles (total content of nonvolatile components). When the content of the luminescent nanocrystal particles is more than 10 parts by mass, excellent emission intensity is obtained, and thus such an inkjet ink is preferably used as a color filter.
  • the content of the luminescent nanocrystalline particles is the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink, from the viewpoint of being more excellent in ejection stability.
  • Total content of non-volatile components It is preferably 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, and 35 parts by mass or less with respect to 100 parts by mass. May be.
  • the content of the luminescent nanocrystalline particles is the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering particles in the inkjet ink (total content of nonvolatile components). More than 10 parts by mass and 60 parts by mass or less, 13 to 60 parts by mass, 15 to 60 parts by mass, 10 parts by mass to 50 parts by mass or less, 10 parts by mass to 40 parts by mass or less, or 10 parts by mass with respect to 100 parts by mass. It may be more than 35 parts by mass and not more than 35 parts by mass.
  • the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering particles in the inkjet ink is based on the total mass of the inkjet ink. , 41 mass% or more, 45 mass% or more, 50 mass% or more, 55 mass% or more, 60 mass% or more, 65 mass% or more, 70 mass% or more, 75 mass% or more, 80 mass% or more, 85 mass% % Or more, 90% by mass or more, or 95% by mass or more, or 100% by mass.
  • the total content of luminescent nanocrystalline particles, organic ligands, photopolymerizable compounds, thermosetting resins, and light-scattering particles (total content of nonvolatile components) in the inkjet ink is based on the total mass of the inkjet ink. When it is 70% by mass or more, it is preferably used as a solvent-free inkjet ink.
  • the total content of the nonvolatile components is the light emitting nanocrystalline particles, the organic ligand, the photopolymerizable compound, and the light scattering property. It is the total content of particles.
  • the total content of the nonvolatile components is luminescent nanocrystalline particles, an organic ligand, a thermosetting resin, and a photocurable resin. It is the total content of scattering particles.
  • the inkjet ink may contain, as the luminescent nanocrystalline particles, two or more kinds of red luminescent nanocrystalline particles, green luminescent nanocrystalline particles and blue luminescent nanocrystalline particles, but preferably these particles are used. Only one of these is included.
  • the content of the green luminescent nanocrystalline particles and the content of the blue luminescent nanocrystalline particles are preferably 10 masses based on the total mass of the luminescent nanocrystalline particles. % Or less, and more preferably 0% by mass.
  • the content of the red luminescent nanocrystalline particles and the content of the blue luminescent nanocrystalline particles are preferably 10 masses based on the total mass of the luminescent nanocrystalline particles. % Or less, and more preferably 0% by mass.
  • the total content of the luminescent nanocrystalline particles and the organic ligand is 100 parts by mass of the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink.
  • it is 21 parts by mass or more, and may be 25 parts by mass or more, 27 parts by mass or more, 30 parts by mass or more, 35 parts by mass or more, 40 parts by mass or more, 45 parts by mass or more, or 50 parts by mass or more, It may be 70 parts by mass or less, 65 parts by mass or less, 60 parts by mass or less, or 55 parts by mass or less.
  • the content of the organic ligand is 20 parts by mass or more and 25 parts by mass from the viewpoint of suppressing the increase in viscosity of the inkjet ink due to exposure to the atmosphere, with respect to 100 parts by mass of the total content of the luminescent nanocrystal particles and the organic ligand.
  • the amount may be 30 parts by mass or more, or 32 parts by mass or more, and may be 50 parts by mass or less, 45 parts by mass or less, 40 parts by mass or less, or 38 parts by mass or less.
  • the content of the organic ligand is 50 parts by mass or less based on 100 parts by mass of the total content of the luminescent nanocrystalline particles and the organic ligand, the content of the luminescent nanocrystalline particles in the inkjet ink may be relatively high. It is preferable because it is possible.
  • the content of the organic ligand based on 100 parts by mass of the total content of the luminescent nanocrystal particles and the organic ligand in the present specification is determined by TG-DTA measurement of a mixture composed of the luminescent nanocrystal particles and the organic ligand. It is defined as the rate (ratio of organic compounds).
  • the mixture of the luminescent nanocrystal particles and the organic ligand can be obtained by adding a poor solvent for the mixture to the inkjet ink, allowing the mixture to settle, and then drying.
  • the photopolymerizable compound of the present embodiment is a compound that is polymerized by irradiation with light, and is, for example, a photoradical polymerizable compound or a photocationic polymerizable compound.
  • the photopolymerizable compound may be a photopolymerizable monomer or oligomer. These are used together with a photopolymerization initiator.
  • the photoradical polymerizable compound is used together with the photoradical polymerization initiator, and the photocationic polymerizable compound is used together with the photocationic polymerization initiator.
  • the inkjet ink may contain a photopolymerizable component containing a photopolymerizable compound and a photopolymerization initiator, and contains a photoradical polymerizable component containing a photoradical polymerizable compound and a photoradical polymerization initiator.
  • a photocationic polymerizable component containing a photocationic polymerizable compound and a photocationic polymerization initiator may be contained.
  • a photoradical polymerizable compound and a photocationic polymerizable compound may be used in combination, a compound having photoradical polymerizable property and photocationic polymerizable property may be used, and a photoradical polymerization initiator and a photocationic polymerization initiator may be used. You may use together.
  • the photopolymerizable compounds may be used alone or in combination of two or more.
  • the photoradical-polymerizable compound examples include a monomer having an ethylenically unsaturated group (hereinafter, also referred to as “ethylenically unsaturated monomer”), a monomer having an isocyanate group, and the like.
  • the ethylenically unsaturated monomer means a monomer having an ethylenically unsaturated bond (carbon-carbon double bond).
  • the ethylenically unsaturated monomer include monomers having an ethylenically unsaturated group such as vinyl group, vinylene group, and vinylidene group. Monomers having these groups are sometimes referred to as "vinyl monomers.”
  • the number of ethylenically unsaturated bonds (for example, the number of ethylenically unsaturated groups) in the ethylenically unsaturated monomer is, for example, 1 to 3.
  • the ethylenically unsaturated monomers may be used alone or in combination of two or more.
  • the photopolymerizable compound has one or two ethylenically unsaturated groups from the viewpoint of easily achieving both excellent ejection stability and excellent curability, and from the viewpoint of further improving external quantum efficiency. It may contain a monomer and a monomer having two or three ethylenically unsaturated groups.
  • the ethylenically unsaturated monomer is at least selected from the group consisting of a monofunctional monomer and a bifunctional monomer, a monofunctional monomer and a trifunctional monomer, a bifunctional monomer and a bifunctional monomer, and a bifunctional monomer and a trifunctional monomer. It may contain one combination.
  • the photopolymerizable compound preferably contains two or more kinds of monomers having two ethylenically unsaturated bonds.
  • the ethylenically unsaturated group includes a vinyl group, a vinylene group, a vinylidene group, and a (meth)acryloyl group.
  • a "(meth)acryloyl group” means an "acryloyl group” and its corresponding "methacryloyl group.” The same applies to expressions such as “(meth)acrylate” and “(meth)acrylamide”.
  • Examples of the monofunctional monomer include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, amyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth).
  • bifunctional monomer examples include 1,3-butylene glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, and 1,5-pentane.
  • Di(meth)acrylate substituted by 1 mol of trimethylolpropane, and 2 hydroxyl groups of triol obtained by adding 3 mol or more of ethylene oxide or propylene oxide to 1 mol of trimethylolpropane are substituted by (meth)acryloyloxy group.
  • Examples thereof include (meth)acrylate, and di(meth)acrylate in which two (2) hydroxyl groups of a diol obtained by adding 4 mol or more of ethylene oxide or propylene oxide to 1 mol of bisphenol A are substituted with (meth)acryloyloxy groups.
  • dipropylene glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, and 1,6-hexanediol diacrylate are preferably used.
  • trimer resin examples include glycerin tri(meth)acrylate and trimethylolethane tri(meth)acrylate.
  • glycerin tri(meth)acrylate is preferably used.
  • Examples of the cationic photopolymerizable compound include epoxy compounds, oxetane compounds, vinyl ether compounds and the like.
  • epoxy compound examples include bisphenol A type epoxy compounds, bisphenol F type epoxy compounds, phenol novolac type epoxy compounds, trimethylolpropane polyglycidyl ether, neopentyl glycol diglycidyl ether and other aliphatic epoxy compounds, 1,2-epoxy- Examples thereof include alicyclic epoxy compounds such as 4-vinylcyclohexane and 1-methyl-4-(2-methyloxiranyl)-7-oxabicyclo[4.1.0]heptane.
  • epoxy compound It is also possible to use a commercial product as the epoxy compound.
  • a commercial item of an epoxy compound "Celoxide 2000”, “Celoxide 3000”, “Celoxide 4000” etc. by Daicel Chemical Industries Ltd. can be used, for example.
  • oxetane compound examples include Aron oxetane series manufactured by Toagosei Co., Ltd. (“OXT-101”, “OXT-212”, “OXT-121”, “OXT-221”, etc.); Daicel Chemical Industries Ltd. Company-made “Celoxide 2021”, “Celoxide 2021A”, “Celoxide 2021P”, “Celoxide 2080", “Celoxide 2081”, “Celoxide 2083", “Celoxide 2085", "Epolade GT300", “Eporade GT301”, “Eporide”.
  • vinyl ether compounds include 2-hydroxyethyl vinyl ether, triethylene glycol vinyl monoether, tetraethylene glycol divinyl ether, and trimethylolpropane trivinyl ether.
  • the photopolymerizable compound in the present embodiment the photopolymerizable compound described in paragraphs 0042 to 0049 of JP2013-182215A can also be used.
  • the photopolymerizable compound may be alkali-insoluble from the viewpoint of easily obtaining a highly reliable pixel portion (cured product of inkjet ink).
  • the photopolymerizable compound is insoluble in alkali, and the dissolution amount of the photopolymerizable compound at 25° C. in a 1% by mass potassium hydroxide aqueous solution is 30 based on the total mass of the photopolymerizable compound. It means less than or equal to mass %.
  • the dissolution amount of the photopolymerizable compound is preferably 10% by mass or less, more preferably 3% by mass or less.
  • the content of the photopolymerizable compound is such that an appropriate viscosity is easily obtained as an inkjet ink, the curability of the inkjet ink is good, and the solvent resistance and abrasion resistance of the pixel portion (cured product of the inkjet ink).
  • 10 parts by mass is used with respect to the total content of 100 parts by mass of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink.
  • the amount may be the above, 15 parts by mass or more, and 20 parts by mass or more.
  • the content of the photopolymerizable compound is the light emitting property in the inkjet ink from the viewpoint of easily obtaining an appropriate viscosity as an inkjet ink and the viewpoint of obtaining more excellent optical characteristics (for example, an effect of suppressing a decrease in external quantum efficiency).
  • the total content of the nanocrystalline particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles may be 60 parts by mass or less, and even 50 parts by mass or less, with respect to 100 parts by mass. It may be 40 parts by mass or less, 30 parts by mass or less, or 20 parts by mass or less.
  • the photopolymerization initiator is, for example, a photoradical polymerization initiator.
  • a photoradical polymerization initiator a molecular cleavage type or hydrogen abstraction type photoradical polymerization initiator is suitable.
  • Examples of the molecular cleavage type photoradical polymerization initiator include benzoin isobutyl ether, 2,4-diethylthioxanthone, 2-isopropylthioxanthone, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2-benzyl-2-dimethylamino-1. -(4-morpholinophenyl)-butan-1-one, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, (2,4,6-trimethylbenzoyl)ethoxyphenylphosphine oxide Etc. are preferably used.
  • molecular cleavage type photoradical polymerization initiators include 1-hydroxycyclohexyl phenyl ketone, benzoin ethyl ether, benzyl dimethyl ketal, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4 -Isopropylphenyl)-2-hydroxy-2-methylpropan-1-one and 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one may be used in combination.
  • Examples of the hydrogen abstraction type photoradical polymerization initiator include benzophenone, 4-phenylbenzophenone, isophthalphenone, 4-benzoyl-4'-methyl-diphenyl sulfide and the like.
  • a molecular cleavage type photoradical polymerization initiator and a hydrogen abstraction type photoradical polymerization initiator may be used in combination.
  • Photocationic polymerization initiator Commercially available products can also be used as the photocationic polymerization initiator.
  • Commercially available products include sulfonium salt-based photocationic polymerization initiators such as “CPI-100P” manufactured by San-Apro Co., acylphosphine oxide compounds such as “Lucirin TPO” manufactured by BASF, "Irgacure 907” manufactured by BASF, Examples include “Irgacure 819", “Irgacure 379EG”, “Irgacure 184", and "Irgacure PAG290".
  • the content of the photopolymerization initiator may be 0.1 parts by mass or more, and may be 0.5 parts by mass or more, based on 100 parts by mass of the photopolymerizable compound, from the viewpoint of curability of the inkjet ink. It may be 1 part by mass or more, 3 parts by mass or more, or 5 parts by mass or more.
  • the content of the photopolymerization initiator may be 40 parts by mass or less, and 30 parts by mass or less, with respect to 100 parts by mass of the photopolymerizable compound, from the viewpoint of temporal stability of the pixel part (cured product of the inkjet ink). , 20 parts by mass or less, or 10 parts by mass or less.
  • the thermosetting resin is a resin that is crosslinked and cured by heat.
  • the thermosetting resin is, for example, a resin that functions as a binder in a cured product.
  • the thermosetting resin has a curable group.
  • the curable group include an epoxy group, an oxetane group, an isocyanate group, an amino group, a carboxyl group, and a methylol group, from the viewpoint of excellent heat resistance and storage stability of the cured product of the inkjet ink, and a light-shielding portion (for example, An epoxy group is preferable from the viewpoint of excellent adhesion to the black matrix) and the substrate.
  • the thermosetting resin may have one type of curable group, or may have two or more types of curable groups.
  • thermosetting resins a resin having photoradical polymerizability (which is polymerized by irradiation of light when used together with a photoradical polymerization initiator) and a photocationic polymerizability (photocationic polymerization). Resins that polymerize upon irradiation with light when used with an initiator).
  • the photocurable thermosetting resin is classified as a photoradical polymerizable compound (photopolymerizable compound). Shall be done.
  • the photo-cationic polymerizable thermosetting resin is classified as a photo-cationic polymerizable compound (photo-polymerizable compound). Shall be done.
  • the thermosetting resin may be a polymer of a single monomer (homopolymer) or a copolymer of a plurality of types of monomers.
  • the thermosetting resin may be a random copolymer, a block copolymer or a graft copolymer.
  • thermosetting resin a compound having two or more thermosetting groups in one molecule is used, and it is usually used in combination with a curing agent.
  • a catalyst curing accelerator
  • the inkjet ink may contain a thermosetting component containing a thermosetting resin (and a curing agent and a curing accelerator used as necessary).
  • a polymer which itself has no polymerization reactivity may be further used.
  • an epoxy resin having two or more epoxy groups in one molecule may be used as a compound having two or more thermosetting groups in one molecule.
  • “Epoxy resin” includes both monomeric epoxy resins and polymeric epoxy resins. The number of epoxy groups contained in one molecule of the polyfunctional epoxy resin is preferably 2 to 50, more preferably 2 to 20.
  • the epoxy group may be a structure having an oxirane ring structure, and may be, for example, a glycidyl group, an oxyethylene group, an epoxycyclohexyl group, or the like.
  • the epoxy resin a known polyvalent epoxy resin that can be cured with a carboxylic acid can be mentioned. Such epoxy resins are widely disclosed, for example, in "Epoxy Resin Handbook” edited by Masaki Shinbo, published by Nikkan Kogyo Shimbun (1987), and these can be used.
  • thermosetting resin having an epoxy group examples include a polymer of a monomer having an oxirane ring structure and a copolymer of a monomer having an oxirane ring structure and another monomer.
  • Specific polyfunctional epoxy resins include polyglycidyl methacrylate, methyl methacrylate-glycidyl methacrylate copolymer, benzyl methacrylate-glycidyl methacrylate copolymer, n-butyl methacrylate-glycidyl methacrylate copolymer, 2-hydroxyethyl methacrylate-glycidyl.
  • thermosetting resin of the present embodiment examples thereof include a methacrylate copolymer, (3-ethyl-3-oxetanyl)methyl methacrylate-glycidyl methacrylate copolymer, and styrene-glycidyl methacrylate.
  • thermosetting resin of the present embodiment the compounds described in paragraphs 0044 to 0066 of JP-A-2014-56248 can be used.
  • polyfunctional epoxy resin examples include bisphenol A type epoxy resin, bisphenol F type epoxy resin, brominated bisphenol A type epoxy resin, bisphenol S type epoxy resin, diphenyl ether type epoxy resin, hydroquinone type epoxy resin, naphthalene type epoxy resin.
  • Resin biphenyl type epoxy resin, fluorene type epoxy resin, phenol novolac type epoxy resin, orthocresol novolac type epoxy resin, trishydroxyphenylmethane type epoxy resin, trifunctional epoxy resin, tetraphenylolethane type epoxy resin, dicyclopentadiene Phenol type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol A nucleated polyol type epoxy resin, polypropylene glycol type epoxy resin, glycidyl ester type epoxy resin, glycidyl amine type epoxy resin, glyoxal type epoxy resin, alicyclic epoxy resin A heterocyclic epoxy resin can be used.
  • bisphenol A type epoxy resin such as trade name "Epicoat 828” (manufactured by Japan Epoxy Resin Co., Ltd.), bisphenol F type epoxy resin such as trade name "YDF-175S” (manufactured by Toto Kasei Co., Ltd.), trade name Brominated bisphenol A type epoxy resin such as "YDB-715" (manufactured by Toto Kasei Co., Ltd.), bisphenol S type epoxy resin such as product name "EPICLON EXA1514" (manufactured by DIC Corporation), product name "YDC-1312” (Totou Naphthalene type epoxy resin such as hydroquinone type epoxy resin (made by Kasei Co., Ltd.), trade name "EPICLON EXA4032", “HP-4770”, “HP-4700”, “HP-5000” (made by DIC Corporation), trade name Biphenyl type epoxy resin such as "Epicoat YX4000H” (manufactured by Japan Epoxy Resin Co.),
  • the weight average molecular weight of the thermosetting resin is such that the proper viscosity as an inkjet ink is easily obtained, the curability of the inkjet ink is good, and the solvent resistance and resistance of the pixel portion (cured product of the inkjet ink) are high. From the viewpoint of improving wear resistance, it may be 750 or more, 1000 or more, and 2000 or more. From the viewpoint of obtaining an appropriate viscosity as an inkjet ink, it may be 500000 or less, 300000 or less, or 200000 or less. However, this does not apply to the molecular weight after crosslinking.
  • the content of the thermosetting resin is such that an appropriate viscosity is easily obtained as an inkjet ink, the curability of the inkjet ink is good, and the solvent resistance and abrasion resistance of the pixel portion (cured product of the inkjet ink) are high.
  • 5 parts by mass is added to the total content of 100 parts by mass of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink. It may be above, may be 10 parts by mass or more, may be 15 parts by mass or more, and may be 20 parts by mass or more.
  • the content of the thermosetting resin is such that the viscosity of the inkjet ink does not become too high and the thickness of the pixel portion does not become too thick for the light conversion function, so that the luminescent nanocrystalline particles and the organic ligand in the inkjet ink are included.
  • the total content of the photopolymerizable compound, the thermosetting resin, and the light-scattering particles may be 60 parts by mass or less, may be 50 parts by mass or less, and may be 40 parts by mass or less. Or may be 30 parts by mass or less, or 20 parts by mass or less.
  • thermosetting resin examples include acid anhydrides, phenol compounds, amine compounds, and the like. These curing agents may be used alone or in combination of two or more.
  • the curing agent preferably contains at least one selected from the group consisting of acid anhydrides, phenol compounds and amine compounds.
  • an epoxy resin when used as a thermosetting resin, it may be self-polymerized using an onium salt, an organic metal complex, a tertiary amine, an imidazole or the like.
  • Phenolic compounds include bisphenol A, bisphenol F, bisphenol S, resorcin, catechol, hydroquinone, fluorene bisphenol, 4,4'-biphenol, 4,4',4"-trihydroxytriphenylmethane.
  • novolac type phenolic resin eg phenol novolac resin, cresol novolac resin, bisphenol A novolac resin, bisphenol S novolac resin, resorcin Polyhydric phenol novolac resin synthesized from polyhydric hydroxy compound represented by novolac resin and formaldehyde, naphthol-phenol co-condensed novolac resin, naphthol-cresol co-contracted novolac resin, naphthol novolac resin, and alkoxy group-containing aromatic ring modification
  • Novolac resin polyhydric phenol compound in which phenol nucleus and alkoxy group-containing aromatic ring are linked with formaldehyde
  • aralkyl type phenol resin for example, phenol aralkyl resin such as Zyloc resin and naphthol aralkyl resin
  • the phenolic compound preferably contains a novolac type phenolic resin, and as the novolac type phenolic resin, phenol novolac resin, cresol novolac resin and bisphenol A novolac resin are preferably used.
  • novolac type phenol resin examples include "PHENOLITE TD-2131” and “PHENOLITE TD-2090” (trade names) manufactured by DIC Corporation, "GPH-65” and “GPH-103” manufactured by Nippon Kayaku Co., Ltd. (Brand name) and the like.
  • amine compound examples include ethylenediamine, propylenediamine, butylenediamine, hexamethylenediamine, diethylenetriamine, triethylenetetramine, pentaethylenehexamine, and other aliphatic polyamines, metaxylylenediamine, diaminodiphenylmethane, Polyamides synthesized from aromatic polyamines such as phenylenediamine, alicyclic polyamines such as 1,3-bis(aminomethyl)cyclohexane, isophoronediamine and norbornanediamine, dicyandiamide, linolenic acid dimer and ethylenediamine Resins may be mentioned.
  • the curing agent is preferably an acid anhydride curing agent from the viewpoint of the heat resistance of the external quantum efficiency of the cured product of the inkjet ink, and from the viewpoint of the curability of the cured product of the inkjet ink and the viscosity stability of the inkjet ink, Phenolic hardeners are preferred.
  • the content of the curing agent is, for example, 40 parts by mass based on 100 parts by mass of the total content of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink. Parts or less, 30 parts by mass or less, 20 parts by mass or less, or 10 parts by mass or less.
  • the content of the curing agent is, for example, 1 part by mass based on 100 parts by mass of the total content of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light scattering particles in the inkjet ink. The amount may be at least 3 parts by mass, and may be at least 3 parts by mass.
  • thermosetting resin examples include phosphorus compounds, tertiary amine compounds, imidazole compounds, organic acid metal salts, Lewis acids, amine complex salts and the like. ..
  • phosphorus compounds include triphenylphosphine, triparatolylphosphine, diphenylcyclohexylphosphine, and methyltributylphosphonium iodide.
  • Examples of the tertiary amine compound include N,N-dimethylbenzylamine, 1,8-diazabicyclo(5,4,0)undecene-7,1,5-diazabicyclo(4,3,0)nonene-5 and tris. (Dimethylaminomethyl)phenol may be mentioned.
  • Examples of the imidazole compound include 1-cyanoethyl-2-ethyl-4-methylimidazole and 2-ethyl-4-methylimidazole.
  • thermosetting resin may be alkali-insoluble from the viewpoint of easily obtaining a highly reliable pixel portion (cured product of inkjet ink).
  • the thermosetting resin being insoluble in alkali means that the amount of the thermosetting resin dissolved in a 1% by mass potassium hydroxide aqueous solution at 25° C. is 30% by mass or less based on the total mass of the thermosetting resin. Means that.
  • the dissolution amount of the thermosetting resin is preferably 10% by mass or less, more preferably 3% by mass or less.
  • the inkjet ink may contain at least one of the photopolymerizable compound and the thermosetting resin, and may contain both the photopolymerizable compound and the thermosetting resin.
  • the inkjet ink contains a photopolymerizable compound, it does not need to contain a thermosetting resin.
  • the inkjet ink contains a thermosetting resin, it does not need to contain a photopolymerizable compound.
  • thermosetting resin the storage stability of the inkjet ink containing the luminescent nanocrystalline particles (eg, quantum dots), and the curing of the quantum dots at a low temperature that is not easily deteriorated by heating.
  • a photo-radical polymerizable compound from the viewpoint that it becomes possible, and a photo-cationic polymerizable compound is used from the viewpoint that the pixel portion (cured product of inkjet ink) can be formed without being affected by oxygen inhibition in the curing process.
  • a photo-radical polymerizable compound from the viewpoint that it becomes possible, and a photo-cationic polymerizable compound is used from the viewpoint that the pixel portion (cured product of inkjet ink) can be formed without being affected by oxygen inhibition in the curing process.
  • a photo-cationic polymerizable compound is used from the viewpoint that the pixel portion (cured product of inkjet ink) can be formed without being affected by oxygen inhibition in the curing process.
  • the total content of the photopolymerizable compound and the thermosetting resin is, from the viewpoint that an appropriate viscosity is easily obtained as the inkjet ink, the curability of the inkjet ink is From the viewpoint of being good and improving the solvent resistance and abrasion resistance of the pixel portion (cured product of inkjet ink), the luminescent nanocrystalline particles, organic ligand, photopolymerizable compound, heat in the inkjet ink, With respect to the total content of the curable resin and the light scattering particles of 100 parts by mass, 3 parts by mass or more, 5 parts by mass or more, 10 parts by mass or more, 15 It may be at least 20 parts by mass.
  • the total content of the photopolymerizable compound and the thermosetting resin is in the inkjet ink from the viewpoint that the viscosity of the inkjet ink does not become too high and the thickness of the pixel portion does not become too thick for the light conversion function.
  • the total content of the luminescent nanocrystal particles, organic ligand, photopolymerizable compound, thermosetting resin, and light-scattering particles of 100 parts by mass or less may be 60 parts by mass or less, and 40 parts by mass or less. It may be present or may be 20 parts by mass or less.
  • the light-scattering particles are, for example, optically inactive inorganic fine particles.
  • the inkjet ink contains the light-scattering particles, the light from the light source with which the pixel portion is irradiated can be scattered, and thus excellent optical characteristics can be obtained.
  • Examples of the material forming the light-scattering particles include simple metals such as tungsten, zirconium, titanium, platinum, bismuth, rhodium, palladium, silver, tin, platinum, and gold; silica, barium sulfate, barium carbonate, calcium carbonate, Metal oxides such as talc, clay, kaolin, barium sulfate, barium carbonate, calcium carbonate, alumina white, titanium oxide, magnesium oxide, barium oxide, aluminum oxide, bismuth oxide, zirconium oxide, zinc oxide; magnesium carbonate, barium carbonate, Metal carbonates such as bismuth subcarbonate and calcium carbonate; metal hydroxides such as aluminum hydroxide; complex oxides such as barium zirconate, calcium zirconate, calcium titanate, barium titanate, and strontium titanate; bismuth subnitrate And the like.
  • simple metals such as tungsten, zirconium, titanium, platinum, bismuth, rhodium,
  • the light-scattering particles are selected from the group consisting of titanium oxide, alumina, zirconium oxide, zinc oxide, calcium carbonate, barium sulfate, barium titanate and silica, from the viewpoint of excellent ejection stability and the effect of improving external quantum efficiency. It is preferable to contain at least one selected from the group consisting of titanium oxide, zirconium oxide, zinc oxide and barium titanate.
  • the light-scattering particles may have a spherical shape, a filament shape, an irregular shape, or the like.
  • the light-scattering particles it is possible to further improve the uniformity, fluidity and light-scattering property of the inkjet ink by using particles having a small particle orientation (for example, particles having a spherical shape or a regular tetrahedron shape). This is preferable in that it is possible to obtain excellent ejection stability.
  • the average particle diameter (volume average diameter) of the light-scattering particles in the inkjet ink may be 0.05 ⁇ m (50 nm) or more from the viewpoint of excellent ejection stability and the effect of improving external quantum efficiency.
  • the thickness may be 0.2 ⁇ m (200 nm) or more, and may be 0.3 ⁇ m (300 nm) or more.
  • the average particle size (volume average size) of the light-scattering particles in the inkjet ink may be 1.0 ⁇ m (1000 nm) or less, or 0.6 ⁇ m (600 nm) or less, from the viewpoint of excellent ejection stability. Or may be 0.4 ⁇ m (400 nm) or less.
  • the average particle diameter (volume average diameter) of the light-scattering particles in the inkjet ink is 0.05 to 1.0 ⁇ m, 0.05 to 0.6 ⁇ m, 0.05 to 0.4 ⁇ m, 0.2 to 1. It may be 0 ⁇ m, 0.2 to 0.6 ⁇ m, 0.2 to 0.4 ⁇ m, 0.3 to 1.0 ⁇ m, 0.3 to 0.6 ⁇ m, or 0.3 to 0.4 ⁇ m. From the viewpoint of easily obtaining such an average particle diameter (volume average diameter), the average particle diameter (volume average diameter) of the light-scattering particles to be used may be 0.05 ⁇ m or more and 1.0 ⁇ m or less. May be.
  • the average particle diameter (volume average diameter) of the light-scattering particles in the inkjet ink is obtained by measuring with a dynamic light scattering nanotrack particle size distribution meter and calculating the volume average diameter.
  • the average particle diameter (volume average diameter) of the light-scattering particles to be used can be obtained by measuring the particle diameter of each particle with a transmission electron microscope or a scanning electron microscope and calculating the volume average diameter.
  • the content of the light-scattering particles in the inkjet ink is, from the viewpoint of being more excellent in the effect of improving the external quantum efficiency, the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering property in the inkjet ink.
  • the content of the light-scattering particles from the viewpoint of excellent ejection stability and the effect of improving the external quantum efficiency, from the viewpoint of luminescent nanocrystal particles in an inkjet ink, an organic ligand, a photopolymerizable compound, a thermosetting resin, And 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, and 30 parts by mass or less based on the total content of 100 parts by mass of the light scattering particles. May be present, may be 25 parts by mass or less, may be 20 parts by mass or less, or may be 15 parts by mass or less.
  • the inkjet ink contains a polymer dispersant, the light-scattering particles can be well dispersed even when the content of the light-scattering particles is relatively large (for example, about 60 parts by mass). ..
  • the mass ratio of the content of the light-scattering particles to the content of the luminescent nanocrystal particles is 0.01 or more from the viewpoint of excellent effect of improving external quantum efficiency. May be 0.02 or more, may be 0.05 or more, may be 0.07 or more, may be 0.1 or more, may be 0.2 or more, 0 It may be 0.5 or more.
  • the mass ratio (light-scattering particles/luminescent nanocrystal particles) may be 5.0 or less from the viewpoint of being excellent in the effect of improving external quantum efficiency and being excellent in continuous ejection property (ejection stability) during inkjet printing. , 2.0 or less, or 1.5 or less.
  • the content of the inorganic component in the inkjet ink (for example, the total amount of the luminescent nanocrystalline particles and the light-scattering particles), from the viewpoint that the appropriate viscosity as an inkjet ink is easily obtained, the luminescent nanocrystalline particles in the inkjet ink,
  • the total content of the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering particles is 100 parts by mass, preferably 5 parts by mass or more, more preferably 10 parts by mass or more, and further preferably 20 parts by mass. That is all.
  • the content of the inorganic component in the inkjet ink (for example, the total amount of the luminescent nanocrystalline particles and the light-scattering particles), from the viewpoint that the appropriate viscosity as an inkjet ink is easily obtained, the luminescent nanocrystalline particles in the inkjet ink,
  • the total content of the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering particles is 100 parts by mass, preferably 80 parts by mass or less, more preferably 50 parts by mass or less, and further preferably 40 parts by mass. It is the following.
  • the content of the inorganic component in the inkjet ink (for example, the total amount of the luminescent nanocrystalline particles and the light-scattering particles), the luminescent nanocrystalline particles in the inkjet ink, an organic ligand, a photopolymerizable compound, a thermosetting resin, And the total content of the light-scattering particles may be 5 to 80 parts by mass, 10 to 50 parts by mass, or 20 to 40 parts by mass.
  • the inkjet ink may further contain components other than the above-mentioned components as long as the effects of the present invention are not impaired.
  • Other components include, for example, polymer dispersants, solvents, antioxidants, and the like.
  • the polymer dispersant is a polymer compound having a weight average molecular weight of 750 or more and having a functional group having an affinity for the light scattering particles.
  • the polymer dispersant has a function of dispersing the light scattering particles.
  • the polymer dispersant is adsorbed to the light-scattering particles via a functional group having an affinity for the light-scattering particles, and electrostatic repulsion and/or steric repulsion between the polymer dispersants causes the light-scattering particles to be removed. Disperse in inkjet ink.
  • the polymer dispersant is preferably bound to the surface of the light-scattering particles and adsorbed to the light-scattering particles, but is bound to the surface of the luminescent nanocrystal particles and adsorbed to the luminescent nanoparticles. It may also be free in the inkjet ink.
  • the functional groups having an affinity for the light scattering particles include acidic functional groups, basic functional groups and nonionic functional groups.
  • the acidic functional group has a dissociative proton and may be neutralized with a base such as an amine or a hydroxide ion.
  • the basic functional group is neutralized with an acid such as an organic acid or an inorganic acid. May be.
  • Examples of the acidic functional group include a carboxyl group (—COOH), a sulfo group (—SO 3 H), a sulfuric acid group (—OSO 3 H), a phosphonic acid group (—PO(OH) 3 ), a phosphoric acid group (—OPO( OH) 3 ), a phosphinic acid group (-PO(OH)-), and a mercapto group (-SH).
  • Examples of basic functional groups include primary, secondary and tertiary amino groups, ammonium groups, imino groups, and nitrogen-containing heterocyclic groups such as pyridine, pyrimidine, pyrazine, imidazole and triazole.
  • nonionic functional group examples include a hydroxy group, an ether group, a thioether group, a sulfinyl group (-SO-), a sulfonyl group (-SO 2 -), a carbonyl group, a formyl group, an ester group, a carbonic acid ester group, an amide group, Examples thereof include carbamoyl group, ureido group, thioamide group, thioureido group, sulfamoyl group, cyano group, alkenyl group, alkynyl group, phosphine oxide group and phosphine sulfide group.
  • the polymer dispersant may be a polymer of a single monomer (homopolymer) or a copolymer of a plurality of types of monomers. Further, the polymer dispersant may be any of a random copolymer, a block copolymer or a graft copolymer. When the polymer dispersant is a graft copolymer, it may be a comb-shaped graft copolymer or a star-shaped graft copolymer.
  • the polymer dispersant is, for example, an acrylic resin, a polyester resin, a polyurethane resin, a polyamide resin, a polyether, a phenol resin, a silicone resin, a polyurea resin, an amino resin, an epoxy resin, a polyamine such as polyethyleneimine and polyallylamine, or a polyimide.
  • polymer dispersant it is also possible to use a commercially available product, and as the commercially available product, Ajinomoto Fine-Techno Co., Ltd., Addisper PB series, BYK DISPERBYK series and BYK-series, BASF Efka series are available. Etc. can be used.
  • polymeric dispersants examples include “DISPERBYK-130”, “DISPERBYK-161”, “DISPERBYK-162”, “DISPERBYK-163”, “DISPERBYK-164", and “DISPERBYK-166" manufactured by BYK Chemie.
  • solvent examples include ethylene glycol monobutyl ether acetate, diethylene glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol dibutyl ether, diethyl adipate, dibutyl oxalate, dimethyl malonate, diethyl malonate, dimethyl succinate, diethyl succinate. , 1,4-butanediol diacetate, glyceryl triacetate and the like.
  • the boiling point of the solvent under atmospheric pressure is preferably 150° C. or higher, more preferably 180° C. or higher, from the viewpoint of continuous ejection property of the inkjet ink. Further, since it is necessary to remove the solvent from the inkjet ink before the inkjet ink is cured when forming the pixel portion, the boiling point of the solvent under atmospheric pressure is preferably 300° C. or less from the viewpoint of easy removal of the solvent.
  • the photopolymerizable compound since the photopolymerizable compound also functions as a dispersion medium, it is possible to disperse the light scattering particles and the luminescent nanocrystal particles without using a solvent. In this case, there is an advantage that the step of removing the solvent by drying when forming the pixel portion is unnecessary.
  • the inkjet ink may further contain an antioxidant.
  • an antioxidant may be, for example, a phosphite compound, a thioether compound, etc., and from the viewpoint of improving the quantum yield and further suppressing the decrease in the quantum yield over time, preferably the phosphite ester It is a compound.
  • the antioxidant may be a phosphite triester compound.
  • the phosphorous acid triester compound may be a compound represented by the following formula (2).
  • R 11 , R 12 and R 13 each independently represent a monovalent organic group. Two selected from R 11 , R 12 and R 13 may combine with each other to form a ring.
  • the monovalent organic group may be, for example, a monovalent hydrocarbon group. Examples of the monovalent hydrocarbon group include an alkyl group, an aryl group, an alkenyl group and the like.
  • the monovalent hydrocarbon group may have 1 to 30 carbon atoms and may have 4 to 18 carbon atoms.
  • Specific examples of the compound represented by the formula (2) include triphenyl phosphite (triphenyl phosphite), 2-ethylhexyl diphenyl phosphite, and diphenyl octyl phosphite.
  • the phosphite triester compound may be liquid or solid at room temperature (25° C.), but is preferably compatible with other components (photopolymerizable compound, etc.) in the inkjet ink. It is a liquid at room temperature (25° C.) from the viewpoint of sufficiently satisfying the required performance peculiar to the inkjet ink and further suppressing the decrease in the quantum yield of the inkjet ink.
  • the melting point of the phosphorous acid triester compound may be 20° C. or lower, or 10° C. or lower.
  • the content of the antioxidant is 100 parts by mass of the total amount of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, the thermosetting resin, and the light-scattering particles in the inkjet ink, relative to that of the inkjet ink.
  • the amount may be 0.01 part by mass or more, 0.1 part by mass or more, 1 part by mass or more, and 5 parts by mass. It may be more than. Since the reduction of the quantum yield can be suppressed more effectively even in a small amount, the content of the antioxidant is determined by the luminescent nanocrystal particles in the inkjet ink, the organic ligand, the photopolymerizable compound, and the thermosetting resin.
  • the total content of the light-scattering particles are 100 parts by mass or less, preferably 10 parts by mass or less, more preferably 7 parts by mass or less, further preferably 5 parts by mass or less, and still more preferably It is 3 parts by mass or less.
  • the content of the antioxidant is within the above range, in addition to being able to secure a better film strength at the time of forming the coating film, bleeding of the antioxidant on the surface is further suppressed, and good. It is possible to secure excellent optical characteristics.
  • the content of the antioxidant is 0.1% with respect to 100 parts by mass of the photopolymerizable compound from the viewpoint that the decrease in the quantum yield of the inkjet ink is further suppressed. 01 parts by mass or more, 0.1 parts by mass or more, 0.5 parts by mass or more, 1 part by mass or more, 3 parts by mass or more Good.
  • the content of the antioxidant may be 10 parts by mass or less with respect to 100 parts by mass of the photopolymerizable compound, since it is possible to more effectively suppress the decrease in quantum yield even if added in a small amount. It may be not more than 5 parts by mass, or may be not more than 5 parts by mass.
  • the content of the antioxidant is within the above range, in addition to being able to secure a better film strength at the time of forming a coating film, it further suppresses the bleeding of the antioxidant on the surface, and is good. It tends to be possible to secure excellent optical characteristics.
  • the viscosity of the above-described inkjet ink at an ink temperature during inkjet printing may be 2 mPa ⁇ s or more from the viewpoint of ejection stability during inkjet printing, and may be 5 mPas. ⁇ S or more, or 7 mPa ⁇ s or more.
  • the viscosity of the inkjet ink at an ink temperature (for example, a temperature range of 25 to 40° C.) during inkjet printing may be 17 mPa ⁇ s or less, from the viewpoint of obtaining an inkjet ink suitable for forming a pixel portion, and 15 mPa ⁇ s. s or less, or 12 mPa ⁇ s or less.
  • the viscosity of the inkjet ink at an ink temperature (for example, a temperature range of 25 to 40° C.) during inkjet printing is, for example, 2 to 17 mPa ⁇ s, 2 to 15 mPa ⁇ s, 2 to 12 mPa ⁇ s, 5 to 17 mPa ⁇ s, It may be 5 to 15 mPa ⁇ s, 5 to 12 mPa ⁇ s, 7 to 17 mPa ⁇ s, 7 to 15 mPa ⁇ s, or 7 to 12 mPa ⁇ s.
  • the viscosity of the inkjet ink at 40° C. may be in the above range.
  • the viscosity of the inkjet ink is, for example, the viscosity measured by an E-type viscometer.
  • the viscosity of the inkjet ink at the ink temperature during inkjet printing is 2 mPa ⁇ s or more, the meniscus shape of the inkjet ink at the tip of the ink ejection hole of the ejection head becomes stable, and thus ejection control of the inkjet ink (for example, ejection amount and ejection amount and It becomes easy to control the discharge timing).
  • the viscosity of the inkjet ink at the ink temperature during inkjet printing is 17 mPa ⁇ s or less, the inkjet ink can be smoothly discharged from the ink discharge holes, and the pixel portion can be easily formed.
  • the surface tension of the inkjet ink is preferably a surface tension suitable for the inkjet method, specifically, it is preferably in the range of 20 to 40 mN/m, and more preferably 25 to 35 mN/m.
  • discharge control for example, control of discharge amount and discharge timing
  • the flight curve means that when the inkjet ink is ejected from the ink ejection holes, the landing position of the inkjet ink deviates from the target position by 30 ⁇ m or more.
  • the surface tension is 40 mN/m or less, the meniscus shape at the tip of the ink ejection hole becomes stable, and thus ejection control of the inkjet ink (for example, control of ejection amount and ejection timing) becomes easy.
  • the surface tension is 20 mN/m or more, it is possible to prevent the peripheral portion of the ink ejection hole from being contaminated with the inkjet ink, and thus it is possible to suppress the occurrence of flight bending.
  • the ink jet ink does not land and the color reproducibility does not deteriorate.
  • the inkjet ink may have the above surface tension at the ink temperature at the time of inkjet printing (for example, a temperature range of 25 to 40° C.), and may have the above surface tension at 40° C.
  • the inkjet ink according to the present embodiment is preferably applied to a piezo jet type inkjet recording apparatus having a mechanical ejection mechanism using a piezoelectric element.
  • the inkjet ink is not exposed to high temperature instantaneously upon ejection. Therefore, alteration of the luminescent nanocrystalline particles is unlikely to occur, and the expected luminescent characteristics can be easily obtained in the pixel portion (light conversion layer).
  • the coating film of the inkjet ink is preferably alkali-insoluble. That is, the inkjet ink of the present embodiment is preferably an inkjet ink capable of forming an alkali-insoluble coating film.
  • Such an inkjet ink can be obtained by using an alkali-insoluble photopolymerizable compound and/or an alkali-insoluble thermosetting resin as the photopolymerizable compound and/or thermosetting resin.
  • the ink-jet ink coating film is alkali-insoluble means that the amount of dissolution of the ink-jet ink coating film at 25° C. in 1 mass% potassium hydroxide aqueous solution is 30 mass% based on the total mass of the ink-jet ink coating film. It means that The amount of dissolution of the coating film of the inkjet ink is preferably 10% by mass or less, more preferably 3% by mass or less. It should be noted that the fact that the inkjet ink is an inkjet ink capable of forming an alkali-insoluble coating film means that the inkjet ink is applied onto a substrate and then dried at 80° C. for 3 minutes to obtain a coating having a thickness of 1 ⁇ m. It can be confirmed by measuring the amount of dissolution of the membrane.
  • the inkjet ink of the above-described embodiment is obtained, for example, by mixing the constituent components of the above-described inkjet ink and performing a dispersion treatment.
  • the method for producing an inkjet ink includes, for example, a first step of preparing a dispersion of light-scattering particles containing light-scattering particles, and a step of mixing the dispersion of light-scattering particles and the luminescent nanocrystal particles. And 2 steps.
  • the luminescent nanocrystalline particles luminescent nanocrystalline particles having an organic ligand on the surface thereof are used. That is, the luminescent nanocrystal particle dispersion further contains an organic ligand.
  • the dispersion of light scattering particles may further contain a polymeric dispersant.
  • the dispersion of light-scattering particles may further contain a photopolymerizable compound and/or a thermosetting resin, and in the second step, the photopolymerizable compound and/or thermosetting resin may be further mixed. You may.
  • the light scattering particles can be sufficiently dispersed. Therefore, it is possible to improve the optical characteristics of the pixel portion and easily obtain an inkjet ink having excellent ejection stability.
  • the light-scattering particles and, in some cases, a polymer dispersant, and a photopolymerizable compound and/or a thermosetting resin are mixed and subjected to a dispersion treatment.
  • a dispersion of light-scattering particles may be prepared by The mixing and dispersing treatment may be performed using a dispersing device such as a bead mill, a paint conditioner, a planetary stirrer, a jet mill.
  • a bead mill or a paint conditioner from the viewpoint that the dispersibility of the light-scattering particles becomes good and the average particle diameter of the light-scattering particles can be easily adjusted to a desired range.
  • the method for producing an inkjet ink may further include a step of preparing a dispersion of luminescent nanocrystal particles containing the luminescent nanocrystal particles and an organic solvent before the second step.
  • the dispersion of light-scattering particles and the dispersion of luminescent nanocrystal particles are mixed.
  • the luminescent nanocrystal particle dispersion may be prepared by mixing the luminescent nanocrystal particles and an organic solvent and performing a dispersion treatment.
  • the mixing and dispersing treatment may be performed using a dispersing device such as a bead mill, a paint conditioner, a planetary stirrer, a jet mill. It is preferable to use a bead mill, a paint conditioner or a jet mill from the viewpoint that the dispersibility of the luminescent nanocrystal particles is good and the average particle diameter of the luminescent nanocrystal particles can be easily adjusted to a desired range. According to this method, the luminescent nanocrystal particles can be sufficiently dispersed. Therefore, it is possible to improve the optical characteristics of the pixel portion and easily obtain an inkjet ink having excellent ejection stability.
  • the dispersion of luminescent nanocrystal particles may further contain a photopolymerizable compound and/or a thermosetting resin.
  • the organic solvent may be added in the first step or the second step. That is, the first step may be a step of preparing a dispersion of light-scattering particles, which contains light-scattering particles, a polymer dispersant, and an organic solvent, and the second step is It may be a step of mixing the dispersion of light-scattering particles, the luminescent nanocrystal particles, and an organic solvent.
  • the method for producing an inkjet ink may further include a step of mixing an organic solvent with a thermosetting resin and/or a photopolymerizable compound to prepare a solution containing the thermosetting resin and/or the photopolymerizable compound. Good.
  • the light-scattering particle dispersion prepared in the above step, the luminescent nanocrystal particle dispersion, a solution containing a thermosetting resin and/or a photopolymerizable compound, and an organic solvent are prepared. May be mixed.
  • the second step may be a step of mixing a solution containing the light scattering particle dispersion, the luminescent nanocrystal particle dispersion, the thermosetting resin and/or the photopolymerizable compound, and the organic solvent. ..
  • components other than the components described above may be further used.
  • the other components may be contained in the luminescent nanocrystal particle dispersion or the light scattering particle dispersion. Further, other components may be mixed in the composition obtained by mixing the luminescent nanocrystal particle dispersion and the light scattering particle dispersion.
  • An inkjet ink set of one embodiment includes the inkjet ink of the above-described embodiments.
  • the inkjet ink set may include an inkjet ink (non-luminescent inkjet ink) containing no luminescent nanocrystalline particles in addition to the inkjet ink (luminescent inkjet ink) of the above-described embodiment.
  • the non-luminescent inkjet ink may be a conventionally known inkjet ink, and may have the same composition as the inkjet ink (luminescent inkjet ink) of the above-described embodiment except that it does not contain luminescent nanocrystalline particles. Good.
  • the non-emissive inkjet ink does not contain luminescent nanocrystal particles, when light is incident on the pixel part formed by the non-emissive inkjet ink (the pixel part containing the cured product of the non-emissive inkjet ink).
  • the light emitted from the pixel portion has substantially the same wavelength as the incident light. Therefore, the non-emissive inkjet ink is preferably used to form the pixel portion having the same color as the light from the light source.
  • the pixel portion formed of the non-emissive inkjet ink can be a blue pixel portion.
  • the non-luminescent inkjet ink preferably contains light scattering particles.
  • the pixel portion formed of the non-emissive inkjet ink can scatter the light incident on the pixel portion. It is possible to reduce the light intensity difference in the viewing angle of the outgoing light.
  • FIG. 1 is a schematic cross-sectional view of a color filter of one embodiment.
  • the color filter 100 includes a base material 40 and a light conversion layer 30 provided on the base material 40.
  • the light conversion layer 30 includes a plurality of pixel units 10 and a light shielding unit 20.
  • the light conversion layer 30 has, as the pixel unit 10, a first pixel unit 10a, a second pixel unit 10b, and a third pixel unit 10c.
  • the first pixel portion 10a, the second pixel portion 10b, and the third pixel portion 10c are arranged in a grid pattern so as to be repeated in this order.
  • the light-shielding portion 20 is provided between adjacent pixel portions, that is, between the first pixel portion 10a and the second pixel portion 10b, between the second pixel portion 10b and the third pixel portion 10c, and the third light-shielding portion. Is provided between the pixel portion 10c and the first pixel portion 10a. In other words, these adjacent pixel units are separated by the light shielding unit 20.
  • the first pixel portion 10a and the second pixel portion 10b are light emitting pixel portions (light emitting pixel portions) each containing a cured product of the inkjet ink of the above-described embodiment.
  • the cured product contains luminescent nanocrystal particles, a curing component, and light scattering particles.
  • the curing component is a component obtained by polymerization of a photopolymerizable compound and/or curing of a thermosetting resin (polymerization, crosslinking, etc.), and is a polymer of a photopolymerizable compound and/or a cured product of a thermosetting resin. Including.
  • the first pixel portion 10a includes the first curable component 13a and the first luminescent nanocrystalline particles 11a and the first light-scattering particles 12a dispersed in the first curable component 13a.
  • the second pixel portion 10b includes a second curing component 13b, and second luminescent nanocrystal particles 11b and second light scattering particles 12b dispersed in the second curing component 13b.
  • the first curing component 13a and the second curing component 13b may be the same or different, and the first light-scattering particles 12a and It may be the same as or different from the second light scattering particles 12b.
  • the first luminescent nanocrystalline particles 11a are red luminescent nanocrystalline particles that absorb light having a wavelength in the range of 420 to 480 nm and emit light having an emission peak wavelength in the range of 605 to 665 nm. That is, the first pixel unit 10a may be restated as a red pixel unit for converting blue light into red light.
  • the second luminescent nanocrystal particles 11b are green luminescent nanocrystal particles that absorb light having a wavelength in the range of 420 to 480 nm and emit light having an emission peak wavelength in the range of 500 to 560 nm. That is, the second pixel portion 10b may be restated as a green pixel portion for converting blue light into green light.
  • the total content of the luminescent nanocrystal particles and the organic ligand in the luminescent pixel section is 21% by mass or more, 25% by mass or more, 27% by mass or more, and 30% by mass based on the total mass of the luminescent pixel section. As described above, 35% by mass or more, 40% by mass or more, 45% by mass or more or 50% by mass or more, 70% by mass or less, 65% by mass or less, 60% by mass or less or 55% by mass or less Good.
  • the content of the light-scattering particles in the luminescent pixel section may be 0.1% by mass or more based on the total mass of the luminescent pixel section from the viewpoint of being more excellent in the effect of improving the external quantum efficiency, and may be 1% by mass.
  • the amount may be 3% by mass or more, or 5% by mass or more.
  • the content of the light-scattering particles may be 60% by mass or less based on the total mass of the light-emitting pixel part, from the viewpoint of being more excellent in the effect of improving the external quantum efficiency and the reliability of the pixel part, 50 It may be less than or equal to mass%, may be less than or equal to 40% by mass, and may be less than or equal to 30% by mass.
  • the third pixel portion 10c is a non-luminous pixel portion (non-luminous pixel portion) containing a cured product of the above-mentioned non-luminous inkjet ink.
  • the cured product does not contain luminescent nanocrystalline particles, but contains light scattering particles and a curing component.
  • the curing component is, for example, a component obtained by polymerizing a photopolymerizable compound and/or curing a thermosetting resin (polymerization, crosslinking, etc.), and curing the polymer of the photopolymerizable compound and/or the thermosetting resin.
  • the third pixel portion 10c includes the third curing component 13c and the third light scattering particles 12c dispersed in the third curing component 13c.
  • the third light scattering particles 12c may be the same as or different from the first light scattering particles 12a and the second light scattering particles 12b.
  • the third pixel portion 10c has a transmittance of 30% or more for light having a wavelength in the range of 420 to 480 nm, for example. Therefore, the third pixel portion 10c functions as a blue pixel portion when using a light source that emits light having a wavelength in the range of 420 to 480 nm.
  • the transmittance of the third pixel unit 10c can be measured by a microspectroscope.
  • the content of the light-scattering particles in the non-emissive pixel portion is 1% by mass or more based on the total mass of the non-emissive pixel portion, from the viewpoint of further reducing the light intensity difference in the viewing angle. It may be 5% by mass or more, or 10% by mass or more.
  • the content of the light-scattering particles may be 80% by mass or less, and even 75% by mass or less, based on the total mass of the non-emissive pixel portion, from the viewpoint of further reducing light reflection. It may be 70% by mass or less.
  • the thickness of the pixel portion is, for example, 1 ⁇ m or more, 2 ⁇ m or more, 3 ⁇ m or more, 4 ⁇ m or more, 5 ⁇ m or more, or 6 ⁇ m or more. It may be present, and may be 30 ⁇ m or less, or 20 ⁇ m or less.
  • the light shielding unit 20 is a so-called black matrix provided for the purpose of separating adjacent pixel units from each other to prevent color mixing and to prevent light leakage from the light source.
  • the material forming the light-shielding portion 20 is not particularly limited, and in addition to metal such as chromium, curing of a resin composition in which binder polymer contains light-shielding particles such as carbon fine particles, metal oxides, inorganic pigments and organic pigments The thing etc. can be used.
  • the binder polymer used here one or a mixture of two or more resins such as polyimide resin, acrylic resin, epoxy resin, polyacrylamide, polyvinyl alcohol, gelatin, casein, and cellulose, a photosensitive resin, O/W
  • An emulsion type resin composition (for example, an emulsion of reactive silicone) can be used.
  • the thickness of the light shielding portion 20 may be, for example, 0.5 ⁇ m or more and 10 ⁇ m or less.
  • the base material 40 is a transparent base material having a light-transmitting property, and is, for example, a transparent glass substrate such as quartz glass, Pyrex (registered trademark) glass, a synthetic quartz plate, a transparent resin film, an optical resin film, or the like.
  • a flexible substrate or the like can be used.
  • the color filter 100 including the above light conversion layer 30 is preferably used when a light source that emits light having a wavelength in the range of 420 to 480 nm is used.
  • the method for manufacturing the light conversion layer 30 (color filter 100) is divided into a step of forming the light shielding portion 20 on the base material 40 (a light shielding portion forming step) and the light shielding portion 20 on the base material 40.
  • a step of disposing the inkjet ink of the above-described embodiment by an inkjet method (arrangement step) and a step of curing the inkjet ink (curing step) are provided.
  • the light-shielding portion 20 is formed in a pattern shape (for example, a lattice shape).
  • the method of forming the light-shielding portion 20 include a method of forming a metal thin film such as chromium or a thin film of a resin composition containing light-shielding particles on one surface of the base material 40, and patterning the thin film.
  • the metal thin film can be formed by, for example, a sputtering method, a vacuum vapor deposition method, or the like.
  • the thin film of the resin composition containing the light-shielding particles can be formed by a method such as coating or printing. As a method for patterning, a photolithography method and the like can be mentioned.
  • the inkjet ink is selectively arranged (attached) to the pixel portion forming region (the region on the base material 40 where the light shielding portion 20 is not formed (the opening portion of the light shielding portion 20)) by the inkjet method.
  • the inkjet method include a bubble jet (registered trademark) method using an electrothermal converter as an energy generating element, a piezo jet method using a piezoelectric element, and the like.
  • the inkjet ink arranged in the arrangement process is cured by irradiation with active energy rays or heating.
  • the inkjet When the inkjet is cured by irradiation with active energy rays (for example, ultraviolet rays), a mercury lamp, a metal halide lamp, a xenon lamp, an LED, or the like may be used as the light source.
  • active energy rays for example, ultraviolet rays
  • the wavelength of the irradiation light may be, for example, 200 nm or more and 440 nm or less.
  • the exposure dose may be, for example, 10 mJ/cm 2 or more and 4000 mJ/cm 2 or less.
  • the heating temperature may be, for example, 110° C. or higher and 250° C. or lower.
  • the heating time may be, for example, 10 minutes or more and 120 minutes or less.
  • the manufacturing method of the present embodiment may further include a step of volatilizing the solvent (volatilization step).
  • the volatilization step is performed, for example, between the placement step and the curing step.
  • the solvent is volatilized by heating the inkjet ink, for example.
  • the heating temperature may be, for example, 50° C. or higher and 150° C. or lower.
  • the heating time may be, for example, 1 minute or longer, 3 minutes or longer, and 30 minutes or shorter.
  • the solvent organic solvent
  • the solvent may be volatilized by drying under reduced pressure (vacuum drying).
  • the conditions for drying under reduced pressure may be usually 3 to 30 minutes at 20 to 30° C. under a pressure of 1.0 to 500 Pa from the viewpoint of controlling the composition of the ink composition.
  • the light conversion layer may be replaced with or in addition to the third pixel portion 10c, and a pixel portion (blue portion) containing a cured product of a luminescent inkjet ink containing blue luminescent nano-crystal particles. Pixel portion) may be provided.
  • the light conversion layer may include a pixel portion (for example, a yellow pixel portion) containing a cured product of a luminescent inkjet ink containing nanocrystalline particles that emit light of a color other than red, green, and blue. .. In these cases, it is preferable that each of the luminescent nanocrystalline particles contained in each pixel portion of the light conversion layer has an absorption maximum wavelength in the same wavelength range.
  • At least a part of the pixel portion of the light conversion layer may contain a cured product of a composition containing a pigment other than the luminescent nanocrystalline particles.
  • the color filter may include an ink repellent layer made of a material having an ink repellent property, which is narrower in width than the light shielding part, on the pattern of the light shielding part.
  • an ink repellent layer made of a material having an ink repellent property, which is narrower in width than the light shielding part, on the pattern of the light shielding part.
  • a photocatalyst containing layer as a wettability variable layer is formed in a solid coating pattern in a region including a pixel portion forming region, and then light is applied to the photocatalyst containing layer through a photomask. It is also possible to irradiate and perform exposure to selectively increase the ink affinity of the pixel portion formation region.
  • the photocatalyst include titanium oxide and zinc oxide.
  • the color filter may be provided with an ink receiving layer containing hydroxypropyl cellulose, polyvinyl alcohol, gelatin, etc. between the base material and the pixel portion.
  • the color filter may have a protective layer on the pixel portion.
  • This protective layer flattens the color filter and prevents the components contained in the pixel part or the components contained in the pixel part and the components contained in the photocatalyst containing layer from being eluted into the liquid crystal layer. It is provided.
  • a material forming the protective layer a material used as a known protective layer for a color filter can be used.
  • the pixel portion of the light conversion layer of the present embodiment may further contain a pigment having substantially the same color as the luminescent color of the luminescent nanocrystalline particles. Since the pigment is contained in the pixel portion, the inkjet ink may contain the pigment.
  • the pixel portion may be made to contain the coloring material without containing the crystal particles.
  • a known coloring material can be used.
  • a diketopyrrolopyrrole pigment and/or an anionic red organic dye can be used as the coloring material used in the red pixel portion (R).
  • Examples of the coloring material used for the green pixel portion (G) include at least one selected from the group consisting of a halogenated copper phthalocyanine pigment, a phthalocyanine green dye, and a mixture of a phthalocyanine blue dye and an azo yellow organic dye.
  • Examples of the coloring material used in the blue pixel portion (B) include an ⁇ -type copper phthalocyanine pigment and/or a cationic blue organic dye.
  • the amount of these coloring materials used is 1 to 5% by mass based on the total mass of the pixel portion (cured product of inkjet ink) from the viewpoint of preventing a decrease in transmittance. Is preferred.
  • an organic ligand 3 represented by the following formula (A-3) (triethylene glycol monomethyl ether ester of 3-mercaptopropanoic acid (triethylene glycol monomethyl ether mercaptopropionate, TEGMEMP)) was synthesized.
  • the polystyrene-reduced weight average molecular weight (Mw) of the above ligand was measured by GPC measurement using HLC-8320 manufactured by Tosoh. As a result, Mw of organic ligand 1 was 597, Mw of organic ligand 2 was 906, and Mw of organic ligand 3 was Was 273, and the Mw of the ligand 1 for the comparative example was 1191.
  • a hexane dispersion of the InP nanocrystal particles obtained above and an indium laurate solution were charged into a reaction flask to obtain a mixture.
  • the amounts of the hexane dispersion liquid of InP nanocrystal particles and the indium laurate solution charged were adjusted to be 0.5 g (25 mg of InP nanocrystal particles) and 5 g (178 mg of indium laurate), respectively.
  • the pressure inside the flask was returned to normal pressure with nitrogen gas, the temperature of the mixture was raised to 230° C., and the temperature was maintained for 2 hours to remove hexane from the inside of the flask. ..
  • InP core InP nanocrystal particles
  • InP core the core of the red light-emitting InP/ZnSeS/ZnS nanocrystal particles
  • the supernatant is decanted to remove InP nanocrystal particles (InP core).
  • the obtained InP nanocrystal particles (InP core) were dispersed in hexane to obtain a dispersion liquid (hexane dispersion liquid) containing 5% by mass of InP nanocrystal particles (InP core).
  • the reaction temperature was kept at 80° C. for 10 minutes. The temperature was then raised to 140°C and held for 30 minutes.
  • a ZnS precursor solution obtained by dissolving 69 mg of diethyl zinc and 66 mg of hexamethyldisilathiane in 2 ml of ODE was added dropwise to this reaction mixture to form a ZnS shell having a thickness of 2 monolayers. ..
  • Ligand exchange was carried out by stirring for 2 hours at °C. Prior to ligand exchange, the aggregated nanocrystalline particles were redispersed as the ligand was exchanged. Next, the nanocrystal particles were re-aggregated by adding 4 times the amount of heptane to the ligand-exchanged nanocrystal particle dispersion and precipitated by centrifugation, followed by decantation of the supernatant and under vacuum. To obtain nanocrystal particles (InP/ZnSeS/ZnS nanocrystal particles modified with the above organic ligand).
  • the ratio of organic ligands in the luminescent nanocrystalline particles was calculated to be 26 parts by mass.
  • the obtained nanocrystal particles (InP/ZnSeS/ZnS nanocrystal particles modified with the above organic ligand) were mixed with 1,6-hexanediol diacrylate (trade name: NK ester A-HD, manufactured by Shin-Nakamura Chemical Co., Ltd.). -N, hereinafter also referred to as "HDDA") to obtain a green light emitting nanocrystal particle dispersion 1.
  • the total content of the luminescent nanocrystal particles and the organic ligand in the green luminescent nanocrystal particle dispersion was 50% by mass.
  • luminescent nanocrystal particle dispersion 4 is 20 parts by mass
  • luminescent nanocrystal particle dispersion 5 is 30 parts by mass
  • luminescent nanocrystal particle dispersion 6 is 30 parts by mass
  • luminescent nanocrystal particle dispersion Body 7 had 30 parts by mass.
  • Example 1 The light-emitting nanocrystalline particle dispersion 1 was 7.0 g, the light-scattering particle dispersion 1 was 0.9 g, and the photopolymerization initiator (phenyl(2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide (IGM Resin, trade name: Omnirad TPO)) 0.3 g, antioxidant Adeka Stab C 0.3 g and HDDA 1.5 g were uniformly mixed in a container filled with argon gas, and then glove In the box, the mixture was filtered with a filter having a pore size of 5 ⁇ m, and argon gas was introduced into a container containing the filtered product, and the inside of the container was saturated with argon gas.
  • the photopolymerization initiator phenyl(2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide (IGM Resin, trade name: Omnirad TPO)
  • IGM Resin phenyl(2,4,6-trimethylbenz
  • Example 1 To obtain the inkjet ink of Example 1. The total amount of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, and the light-scattering particles in the inkjet ink based on the total mass of the inkjet ink. The content (nonvolatile content) of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, and the light-scattering particles in the inkjet ink, based on the total content of 100 parts by mass of the luminescent nanocrystalline particles and the organic ligand. The total content was as shown in Table 2.
  • diethylene glycol diethyl ether was used as a solvent, and the total content of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, and the light scattering particles in the inkjet ink was adjusted to 25% by mass. ..
  • the external quantum efficiency was determined as follows from the spectrum and illuminance measured by the above measuring device.
  • the external quantum efficiency is a value indicating how much of the light (photons) incident on the light conversion layer is emitted to the observer side as fluorescence. Therefore, if this value is large, it indicates that the light conversion layer has excellent light emitting characteristics, which is an important evaluation index.
  • EQE(%) P1(Green)/E(Blue) ⁇ 100
  • E (Blue) and P1 (Green) represent the following, respectively.
  • h represents Planck's constant and c represents the speed of light.
  • a head temperature was set to 40° C. using an inkjet printer (trade name “DMP-2850” manufactured by Fuji Film Dimatix Co., Ltd.), and the inkjet ink was ejected to the openings of the partition pattern.
  • an inkjet printer (trade name “DMP-2850” manufactured by Fuji Film Dimatix Co., Ltd.), and the inkjet ink was ejected to the openings of the partition pattern.
  • a UV irradiation device that is an LED lamp having a main wavelength of 395 nm at an integrated light amount of 1500 mJ/cm 2 , a light conversion of 10 ⁇ m thickness was performed.
  • the layers were made.
  • Table 2 shows the results of the above evaluations and the number of times the inkjet was ejected when the light conversion layer was produced.
  • the content X represents the total content of the luminescent nanocrystalline particles, the organic ligand, the photopolymerizable compound, and the light scattering particles based on the total mass of the inkjet ink
  • the content Y is Represents the total content of the luminescent nanocrystal particles, the organic ligand, the photopolymerizable compound, and the total content of the luminescent nanocrystal particles and the organic ligand with respect to 100 parts by mass of the total content of the light scattering particles.
  • 10 Pixel part, 10a... 1st pixel part, 10b... 2nd pixel part, 10c... 3rd pixel part, 11a... 1st luminescent nanocrystal particle, 11b... 2nd luminescent nanocrystal particle , 12a... First light-scattering particles, 12b... Second light-scattering particles, 12c... Third light-scattering particles, 20... Shading part, 30... Light conversion layer, 40... Base material, 100... Color filter.

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Abstract

Un aspect de la présente invention concerne une encre pour jet d'encre pour un filtre coloré, l'encre pour jet d'encre contenant des particules nanocristallines émettant de la lumière, un composé photopolymérisable et/ou une résine thermodurcissable et des particules diffusant la lumière. Les particules nanocristallines émettant de la lumière portent un ligand organique sur leur surface. La teneur totale des particules nanocristallines émettant de la lumière, du ligand organique, du composé photopolymérisable, de la résine thermodurcissable et des particules diffusant la lumière est supérieure ou égale à 41 % en masse par rapport à la masse totale de l'encre pour jet d'encre. La teneur totale des particules nanocristallines émettant de la lumière et du ligand organique est supérieure ou égale à 21 parties en masse par rapport à un total de 100 parties en masse des particules nanocristallines émettant de la lumière, du ligand organique, du composé photopolymérisable, de la résine thermodurcissable et des particules diffusant la lumière. La teneur du ligand organique est supérieure ou égale à 20 parties en masse par rapport à un total de 100 parties en masse des particules nanocristallines émettant de la lumière et du ligand organique. La masse moléculaire moyenne en masse du ligand organique est inférieure ou égale à 1000.
PCT/JP2020/004623 2019-02-07 2020-02-06 Encre pour jet d'encre pour filtre coloré, couche de photoconversion et filtre coloré WO2020162552A1 (fr)

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JP2020571263A JP6933311B2 (ja) 2019-02-07 2020-02-06 カラーフィルタ用インクジェットインク、光変換層及びカラーフィルタ
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