WO2008001693A1 - Composition fluorescente et substrat de conversion de fluorescence l'utilisant - Google Patents

Composition fluorescente et substrat de conversion de fluorescence l'utilisant Download PDF

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Publication number
WO2008001693A1
WO2008001693A1 PCT/JP2007/062605 JP2007062605W WO2008001693A1 WO 2008001693 A1 WO2008001693 A1 WO 2008001693A1 JP 2007062605 W JP2007062605 W JP 2007062605W WO 2008001693 A1 WO2008001693 A1 WO 2008001693A1
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Prior art keywords
group
fluorescence conversion
substrate
composition according
composition
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PCT/JP2007/062605
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English (en)
Japanese (ja)
Inventor
Satoshi Hachiya
Mitsuru Eida
Original Assignee
Idemitsu Kosan Co., Ltd.
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Filing date
Publication date
Priority claimed from US11/488,672 external-priority patent/US20080001124A1/en
Application filed by Idemitsu Kosan Co., Ltd. filed Critical Idemitsu Kosan Co., Ltd.
Publication of WO2008001693A1 publication Critical patent/WO2008001693A1/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
    • 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
    • C09K11/88—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing selenium, tellurium or unspecified chalcogen elements
    • C09K11/881—Chalcogenides
    • C09K11/883—Chalcogenides with zinc or cadmium
    • 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
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7715—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing cerium
    • C09K11/7716—Chalcogenides
    • C09K11/7717—Chalcogenides with zinc or cadmium
    • 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
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7728—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing europium
    • C09K11/7729—Chalcogenides
    • C09K11/773—Chalcogenides with zinc or cadmium
    • 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
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7743—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing terbium
    • C09K11/7744—Chalcogenides
    • C09K11/7745—Chalcogenides with zinc or cadmium
    • 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
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7766—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing two or more rare earth metals
    • C09K11/7767—Chalcogenides
    • C09K11/7769—Oxides
    • 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
    • C09K11/77—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals
    • C09K11/7783—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing rare earth metals containing two or more rare earth metals one of which being europium
    • C09K11/7784—Chalcogenides
    • C09K11/7787—Oxides
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/30—Devices specially adapted for multicolour light emission
    • H10K59/38—Devices specially adapted for multicolour light emission comprising colour filters or colour changing media [CCM]

Definitions

  • the present invention relates to a composition containing a fluorescent inorganic nanocrystal, and more particularly to a fluorescent ink composition suitable for forming a fluorescent layer (fluorescent conversion film) on a substrate by an ink jet method or a nonoresid method.
  • the fluorescence conversion layer is usually formed on the substrate by a general-purpose photolithography method, a printing method, or the like.
  • a general-purpose photolithography method a printing method, or the like.
  • the use of fluorescent inorganic nanocrystals as fluorescent conversion materials has been studied.
  • the composition containing fluorescent inorganic nanocrystals has various reported forces.
  • this composition when used to form a fluorescent layer, it contains a large amount of solvent, so the difference between the wet film thickness and the dry film thickness. It was difficult to obtain a fluorescent layer (fluorescence conversion film) having a desired film thickness.
  • a fluorescent layer fluorescent conversion film
  • it when used as an ink for ink jet or nozure jet, in order to obtain a fluorescent film having a desired film thickness, it was necessary to apply several times or more, and the productivity was remarkably deteriorated. It was difficult to obtain a fluorescent layer (fluorescence conversion film) dispersed at a high concentration.
  • Patent Document 1 discloses a technique of forming a phosphor conversion film by an ink jet method using a composition containing an organic fluorescent dye.
  • the organic fluorescent dye has insufficient durability against light irradiation.
  • fluorescent inorganic nanocrystals when used in place of organic fluorescent dyes, it is necessary to disperse fluorescent inorganic nanocrystals at a higher concentration than organic fluorescent dyes in order to exhibit sufficient fluorescence conversion performance.
  • Patent Document 2 discloses a photopolymerizable resin composition for use in the production of a non-linear optical material optoelectronic device, comprising a fluorescent inorganic nanocrystal, a solvent, and a polymerizable monomer. It is disclosed.
  • the ink contains a large amount of solvent. In order to obtain a desired film thickness, it was necessary to repeat the coating, and the productivity was extremely poor.
  • Patent Documents 3 and 4 disclose an inkjet ink containing a fluorescent inorganic nanocrystal using an aqueous medium for use in printing on paper or an OHP film by an inkjet method.
  • Patent Document 1 Japanese Unexamined Patent Publication No. 2003-229260
  • Patent Document 2 Japanese Patent Laid-Open No. 10-186426
  • Patent Document 3 Japanese Unexamined Patent Publication No. 2000-119575
  • Patent Document 4 Japanese Unexamined Patent Application Publication No. 2004-149765
  • An object of the present invention is to provide a composition that can be used when a fluorescent conversion film containing a fluorescent inorganic nanocrystal at a concentration capable of exhibiting sufficient fluorescent conversion performance is produced by a printing method, particularly, an inkjet ink. When used as, it is to provide a highly productive composition.
  • Another object of the present invention is to provide a method for producing a fluorescence conversion substrate using the composition.
  • Another object of the present invention is to provide a fluorescence conversion substrate and a light emitting device manufactured using the composition. Disclosure of the invention
  • a composition comprising the following components (A) to (C).
  • composition according to 1, wherein the ratio of the total of components (A) to (C) to the composition is 40% by weight or more.
  • Ingredient (B) is:! ⁇ 40% by weight
  • composition according to 1 or 2 comprising 1 to 40% by weight of component (C).
  • composition according to 5 wherein part or all of the surface treatment agent (D) for the fluorescent inorganic nanocrystal has a force S, and has a polymerizable or crosslinkable substituent.
  • composition according to 5 or 6 comprising 20% by weight or less of component (D).
  • Surface treatment agent (D) of fluorescent inorganic nanocrystal is selected from amino group, thiol group, phosphate ester group, phosphonic acid group, carboxyl group, olefin group, phosphine group, phosphine oxide group, epoxy group
  • a fluorescence conversion substrate comprising a fluorescence conversion film comprising the cured product according to 12 on the substrate.
  • a light emitting device comprising the fluorescence conversion substrate according to 13 or 14.
  • a composition that can be used when producing a fluorescent conversion film containing a fluorescent inorganic nanocrystal at a concentration capable of exhibiting sufficient fluorescence conversion performance by a printing method, in particular, an inkjet ink.
  • a highly productive composition can be provided.
  • substrate using the composition can be provided.
  • a fluorescence conversion substrate and a light-emitting device manufactured using the composition can be provided.
  • FIG. 1 is a view showing a light emitting device created in Example 3.
  • composition of the present invention includes the following components (A) to (C).
  • (C) A substituted or unsubstituted alkyl group having 4 to 20 carbon atoms, a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a substituted or unsubstituted arylene group
  • Examples of the fluorescent inorganic nanocrystal (component (A)) include the following substances.
  • Se-VI compound semiconductor nanocrystals such as ZnSe, ZnTe, CdSe, ⁇ -V compound semiconductor nanocrystals such as InP, chalcopyrite type semiconductor nanotalis such as CuInS, CuInSe
  • the semiconductor nanocrystal is a semiconductor crystal made into ultrafine particles of nanometer order, and preferably has a particle size of 20 nm or less, more preferably lOnm or less.
  • a metal canorecogenide such as ZnS, ZnSe, CdS, or CdSe doped with transition metal ions such as Eu 2+ , Eu 3+ , Ce 3+ , T b 3+ , or Cu 2+ .
  • Dopes doped with transition metal ions that absorb visible light such as + and Tb 3+ .
  • the nanocrystal phosphor of (i) and (ii) above may be oxidized on the surface of the nanocrystal.
  • the surface may be modified with a metal oxide such as silica or an organic substance such as a long chain alkyl group or phosphoric acid.
  • nanoparticles in which the surface of the nanoparticles is covered with another semiconductor called a shell are more preferable in terms of stability and fluorescence.
  • the surface of the shell may be further coated with a metal oxide such as silica or titania.
  • the fluorescent inorganic nanocrystals may be used alone or in combination of two or more.
  • polyfunctional curable compound polyfunctional crosslinkable compound, component (B)
  • a compound in which the cured product is translucent can be used.
  • Functional epoxy compounds, polyfunctional (meth) acrylate compounds, trialkoxysilanes are preferred Poxy compounds are more preferred.
  • Specific polyfunctional (meth) atalylate compounds include pentaerythritol triatalylate, pentaerythritol tetraatalylate, trimethylolpropane tritalylate, dipentaerythritol pentaatalylate, neopentylglycol dimetatalylate, 2-methacryloyl
  • pentaerythritol triatalylate pentaerythritol tetraatalylate
  • trimethylolpropane tritalylate dipentaerythritol pentaatalylate
  • neopentylglycol dimetatalylate 2-methacryloyl
  • 2-methacryloyl An example is ruoxymethyloctyl methacrylate.
  • Specific polyfunctional epoxy compounds include 1,7-octagen diepoxide, diglycidinol 1,2-cyclohexanecarboxylate, neopentyl glycol diglycidyl ether, triglycidyl isocyanurate, commercially available Examples include epoxy resins (for example, Dainippon Ink and Chemicals: trade name ECN, EPICL * N, Japan epoxy resin: trade name EP * N).
  • trialkoxysilane examples include hexyltrimethoxysilane, etyltriethoxysilane, dodecinoletriethoxysilane, and benzyltriethoxysilane.
  • the above polyfunctional curable compounds may be used alone or in combination of two or more.
  • polymerizable compound (component (C)) a compound in which the polymer is translucent can be used.
  • Various known polymerizable compounds can be used, but it is preferably a polymerizable group copolymerizable with the polyfunctional curable compound (component B).
  • (meth) atalylate compounds containing an addition polymerizable double bond in the molecule styrene derivatives, butyl ester compounds, epoxy compounds containing a ring-opening polymerizable cyclic group in the molecule, oxetane compounds, oxazole compounds, condensation polymerization
  • a dialkoxy silane compound containing a functional group in the molecule is preferred.
  • (meth) attalei toy compounds styrene derivatives, butyl ester compounds, epoxy compounds, dialkoxysilane compounds are particularly preferred.
  • One addition polymerizable double bond, ring-opening polymerizable cyclic group and dialkoxysilyl group are preferably contained in the molecule.
  • an alkyl group having 4 to 20 carbon atoms In order to improve the dispersibility of the fluorescent inorganic nanocrystal, an alkyl group having 4 to 20 carbon atoms, an alkylene group having 4 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, It preferably has a substituent selected from a len group.
  • Specific examples of the (meth) atalyte toy compound include 2-ethylhexyl acrylate, dodecyl acrylate, and benzyl methacrylate.
  • styrene derivative examples include styrene, 4-methylstyrene, 4-vinylbiphenol, and methyl 4-burbenzoate.
  • epoxy compound examples include benzyl glycidyl ether, styrene oxide, 1,2_epoxydecane, and glycidyl 4_tertiary butyl benzoate.
  • dialkoxysilane compounds include dimethoxyhexylmethylsilane, and examples of specific burester compounds include burhexanoate and burbenzoate.
  • the above polymerizable compounds may be used alone or in combination of two or more.
  • the sum of components (A) to (C) accounts for 40% by weight or more, preferably 60% by weight or more, more preferably 70% by weight or more of the composition.
  • Suitable blending amounts of components (A) to (C) are as follows.
  • Ingredient (A) ::! ⁇ 45 wt%, more preferably 10-45 wt%
  • Ingredient (B) ::!-40% by weight, more preferably 20-40% by weight
  • Ingredient (C) ::!-40% by weight, more preferably 10-30% by weight
  • the composition of the present invention preferably contains a surface treatment agent (component (D)).
  • a surface treating agent By adding a surface treating agent, the dispersion of the fluorescent inorganic nanocrystal in the composition can be further stabilized.
  • Force capable of using a known surface treating agent as the surface treating agent is selected so that the polyfunctional curable compound is not cured during storage of the composition.
  • the surface treatment agent is an amino group, a thiol group, a phosphate ester group, a phosphonic acid group, a phosphine group, a phosphine oxide group, a carboxyl group, It preferably contains an olefin group. More preferably, thiol group, phosphate group, phosphonic acid group, carboxyl group, olefin group, Preferably, it contains a thiol group, a phosphate ester group, and an olefin group.
  • the surface treatment agent preferably contains a phosphine group, a phosphine oxide group, an olefin group, and an epoxy group.
  • Specific examples of the compound containing an amino group include an amino-terminated PEG, octylamine, decinoreamin, and glycine tert butyl ester.
  • Specific compounds containing a thiol group include octanethiol, octylthiodarylate, 2_ethylhexyl 3_mercaptopropionate, thiol-terminated PEG, 3_menole.
  • the compound containing a phosphoric acid ester group examples include dibutyl phosphate, di_n_decyl phosphate, di (polyethylene glycol 4-noylphenyl) phosphate, and tributyl phosphate.
  • Specific examples of the compound containing a carboxyl group include decanoic acid, 2-ethylhexanoic acid, 4-monohexylbenzoic acid, and 4-bulubenzoic acid.
  • the compound containing a phosphonic acid group examples include octylphosphonic acid, tetradecanophosphonic acid, and jetylbenzyl phosphonate.
  • the compound containing a phosphine group examples include tributylphosphine and trioctylphosphine.
  • the compound containing a phosphine oxide group examples include tributylphosphine oxide and trioctylphosphine oxide.
  • the compound containing an olephine group examples include dodecene, methylundecenoate, buêtcenoate, and 1,2-epoxy-9-decene.
  • compounds containing an epoxy group include 1,2-epoxy-dodecane, 1,2-epoxy-9-decene, styrene oxide, hypopinene oxide, and 3-glycidyl oxide.
  • Part or all of the surface treatment agent (D) preferably has a polymerizable or crosslinkable substituent.
  • the polymerizable or crosslinkable substituent is a polymerizable group or a crosslinkable group copolymerizable with the polyfunctional curable compound (component B).
  • a (meth) acrylate group, a styryl group, or a vinyl ester group is preferable.
  • the preferred amount of component (D) is as follows.
  • Component (D) 20% by weight or less, more preferably 2 to: 10% by weight
  • composition of the present invention preferably contains a polymerization initiator in order to increase the curing rate and improve the productivity.
  • the polyfunctional curable compound (B) is a polyfunctional (meth) acrylate
  • a photopolymerization initiator or a thermal polymerization initiator can be added.
  • a specific example of the photopolymerization initiator is Inoregacure 907 (manufactured by Ciba Specialty Chemicals).
  • the polyfunctional curable compound (B) is a polyfunctional epoxy compound
  • a compound that generates an acid or an alkali by heating or light irradiation can be used as a polymerization initiator.
  • composition of the present invention preferably has a small decrease in film thickness when cured, that is, a small amount of volatile components, the content of components having a boiling point of 200 ° C or less is 0 to 60 wt%. % Is preferable.
  • the viscosity at 25 ° C is preferably in the range of 0.001-0.020 Pa's.
  • the method for measuring the viscosity is as described in the examples.
  • a polyfunctional curable compound (component (B)) is blended in order to maintain the strength of the fluorescence conversion film.
  • polyfunctional curable compounds contain many polar groups such as acrylic groups and epoxy groups, and therefore, there are many highly viscous substances. Therefore, in order to adjust the solution viscosity to a suitable range, it is necessary to add a medium for adjusting the viscosity.
  • the film thickness that can be formed by a single coating is reduced, and it is attempted to incorporate fluorescent inorganic nanocrystals that can exhibit sufficient fluorescence conversion performance into it. As a result, the concentration becomes too high, and the fluorescence conversion film may not have sufficient strength, and the fluorescent inorganic nanocrystals may aggregate and separate.
  • the concentration of the fluorescent inorganic nanocrystal is low, and it becomes necessary to apply the composition many times, resulting in a decrease in productivity.
  • the surface of the fluorescent inorganic nanocrystals is made polar. It is preferable to treat with a high substance.
  • the polarity of the fluorescent conversion film is increased, and as a result, the water absorption is increased, which is not preferable for combining a current-carrying device such as an organic EL element or LED as a light source.
  • the fluorescent inorganic nanocrystal itself may be altered by moisture.
  • the fluorescent inorganic nanocrystals are highly non-volatile (a sufficient film thickness can be obtained by one application) and are too polar (low water absorption).
  • Component (C) is selected as the viscosity adjusting medium.
  • Component (C) used in the present invention includes an alkyl group having 4 to 20 carbon atoms, an alkylene group having 4 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and an arylene group having 6 to 20 carbon atoms.
  • component (C) is polymerizable, it is easy to prevent separation from the fluorescence conversion membrane and surface stickiness.
  • the boiling point of component (C) is preferably 200 ° C or higher.
  • a resin or a solvent may be added in order to adjust the viscosity of the composition within a range not impairing the strength and productivity of the film.
  • a resin such as polybenzyl metatalylate, polymethyl metatalylate, polystyrene, and silicone modified polycarbonate, and a solvent such as xylene, diglyme, and cyclohexanone can be used.
  • the composition of the present invention can be dried and Z or cured to obtain a cured product.
  • the composition contains a photopolymerization initiator, it is irradiated with actinic rays, and when it contains a thermal polymerization initiator, it is cured by heating.
  • a fluorescence conversion film made of a cured product of the composition of the present invention is formed on a substrate to form a fluorescence conversion group.
  • a board can be created.
  • the thickness of the fluorescent conversion film is not limited, but is usually 1 to 100 ⁇ m.
  • As the substrate a glass plate, a polymer plate or the like can be used. At this time, if a partition wall is provided on the substrate and the composition (ink) is allowed to flow into an area partitioned by the partition wall to form a fluorescence conversion film, it is easy to separately apply a plurality of types of ink.
  • the composition of the present invention is applied to a substrate and cured after being applied.
  • a fluorescent conversion film can be formed only on a necessary portion, and the use efficiency of the material is preferably improved.
  • As a printing method an inkjet method or a nozure jet method can be used.
  • the fluorescence conversion film produced using the composition of the present invention has a high concentration of fluorescent inorganic nanocrystals, and therefore can exhibit sufficient fluorescence conversion performance.
  • the composition of the present invention can be used as an ink jet ink, the productivity of the fluorescence conversion film and the fluorescence conversion substrate is increased.
  • a light emitting device can be manufactured by combining the light emitting element and the fluorescence conversion substrate.
  • the light-emitting element one that emits visible light can be used.
  • an organic EL element, an inorganic EL element, a semiconductor light-emitting diode, and a fluorescent display tube can be used.
  • organic EL elements and inorganic EL elements are preferred, and organic EL elements are particularly preferred because light-emitting elements with low voltage and high luminance can be obtained.
  • a solution of the phosphine compound was injected all at once from the septum cap portion of the four-necked flask. After 5 seconds, 40 ml of octadecene was added, and the reaction temperature was rapidly lowered to 180 ° C. 1 Stirring was continued at 80 ° C for 2 hours.
  • the temperature was lowered to 50 ° C., and the pressure was reduced by a vacuum pump for 1 hour.
  • the reaction solution was taken out by returning to atmospheric pressure with nitrogen gas and lowering the temperature to room temperature, and the precipitate was removed by centrifugation (3000 rpm, 10 minutes). The supernatant was once stored in the glove box.
  • the inside of the flask was evacuated to a vacuum and stirred at 80 ° C for 30 minutes.
  • the solution was returned to atmospheric pressure with nitrogen gas, and a solution of InP nanoparticles stored in the glove box was added. Stirring was continued under reduced pressure at 80 ° C for 1.5 hours.
  • the pressure was returned to atmospheric pressure with nitrogen gas, and the temperature was increased to 140 ° C. 1. Stirring was continued for 5 hours. The temperature was lowered to room temperature, the reaction solution was taken out, and coarse particles and unreacted raw materials were removed by centrifugation (3000 rpm, 15 minutes).
  • the obtained nanoparticles had a fluorescence peak wavelength of 634 nm and a fluorescence quantum yield of 17%. These were measured using a quantum yield measuring apparatus (C9920-02 type) manufactured by Hamamatsu Photonicus.
  • the inside of the flask was evacuated to a vacuum and stirred at 120 ° C for 2 hours.
  • the pressure was returned to atmospheric pressure with nitrogen gas, and the temperature was increased to 300 ° C.
  • the selenium solution was injected all at once from the septum cap portion of the four-necked flask. Stirring was continued for 1.5 hours at 290 ° C. The reaction temperature was then lowered to 180 ° C.
  • reaction temperature was raised to 230 ° C and stirring was continued for 1.5 hours.
  • the temperature was lowered to room temperature, the reaction solution was taken out, and the sediment was removed by centrifugation (3000 rpm, 10 minutes). The supernatant was stored in a glove box.
  • the obtained nanoparticles had a fluorescence peak wavelength of 528 nm and a fluorescence quantum yield of 13%.
  • dibutyl phosphate (component D) 34 mg
  • 2-ethyl hexyl acrylate (component C) 70 mg
  • Trimethylolpropane triacrylate (component B) 104 mg
  • polybenzylmethacrylate weight average molecular weight 15, 000) (14 mg) were added and ultrasonically dispersed.
  • Irgacure 907 manufactured by Ciba Specialty Chemicals (2 mg) was dissolved at a certain place to obtain an ink composition.
  • the viscosity of the ink composition at 25 ° C is measured using an automatic micro viscometer (AM manufactured by Anton Paar) As a result of measurement using a Vn type), it had a viscosity of 0.012 Pa's.
  • a black matrix (V259 BK (manufactured by Nippon Steel Chemical Co., Ltd.)) having a width of 20 / im and a thickness of 1 ⁇ 5 ⁇ was produced at intervals of 90 ⁇ m by a photolithography method.
  • a glass substrate on which a partition wall (VPA100ZP54-2 (manufactured by Nippon Steel Chemical Co., Ltd.)) with a width of 15 ⁇ m and a height of 10 ⁇ m was formed on a black matrix.
  • the ink composition was applied once to the area of the glass substrate separated by the partition walls, and cured by irradiating 300 mJ of ultraviolet light having a wavelength of 365 nm to produce a fluorescence conversion substrate.
  • the ink composition When measured in the same manner as in Example 1, the ink composition had a viscosity of 0. OlPa's at 25 ° C.
  • Example 2 In the same manner as in Example 1, the ink composition was applied once and xylene was evaporated, followed by heating to 160 ° C. to react and cure the epoxy compound, thereby producing a fluorescence conversion substrate.
  • the light emitting device 1 shown in FIG. 1 was produced as follows.
  • Example 2 In the same manner as in Example 1, a black matrix 12 was formed on a glass substrate 11, and a partition wall 13 was formed on the black matrix 12.
  • the composition used in Example 1 was applied once every 3 lines in the area separated by the partition wall 13. It is cured by irradiating 300mJ with 365nm wavelength ultraviolet rays. Then, a red fluorescence conversion film 15 was formed.
  • Example 2 the composition used in Example 2 was applied once next to one of the red fluorescence conversion films 15. After evaporating xylene, the epoxy compound was reacted and cured by heating to 160 ° C. to form a green fluorescent conversion film 17.
  • an electrode (not shown) processed in a matrix in accordance with the pitch of the partition walls 13 of the fluorescence conversion substrate 10 and a blue light-emitting organic EL element 23 were formed to produce an organic EL panel 20. .
  • the light emitting device 1 was manufactured by laminating the fluorescence conversion substrate 10 and the organic EL panel 20. When an image was displayed on the light emitting device 1, a full color image could be displayed.
  • the color display device using the color conversion substrate of the present invention is a consumer or industrial display, for example, a display for a portable display terminal, an in-vehicle display such as a car navigation system or an instrument panel, a personal computer for office automation (OA), Used for TV (TV receiver) or FA (factory automation) display devices.
  • OA personal computer for office automation
  • TV receiver Used for TV
  • FA factory automation

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  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Luminescent Compositions (AREA)

Abstract

L'invention concerne une composition contenant les composants (A) à (C) suivants. (A) un nanocristal inorganique fluorescent (B) un composé polyfonctionnel réticulable (C) un composé polymérisable comportant un groupement choisi parmi les groupements alkyle substitués ou non substitués ayant de 4 à 20 atomes de carbone, les groupements alkylène substitués ou non substitués ayant de 4 à 20 atomes de carbone, les groupements aryle substitués ou non substitués ayant de 6 à 20 atomes de carbone et les groupements arylène substitués ou non substitués ayant de 6 à 20 atomes de carbone.
PCT/JP2007/062605 2006-06-29 2007-06-22 Composition fluorescente et substrat de conversion de fluorescence l'utilisant WO2008001693A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2006179675 2006-06-29
JP2006-179675 2006-06-29
US11/488,672 2006-07-19
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KR20150133137A (ko) * 2014-05-19 2015-11-27 후지필름 가부시키가이샤 파장 변환 부재, 백라이트 유닛, 및 액정 표시 장치, 그리고 파장 변환 부재의 제조 방법 및 양자 도트 함유 중합성 조성물
WO2016052627A1 (fr) * 2014-09-30 2016-04-07 富士フイルム株式会社 Élément de conversion de longueur d'onde, unité de rétro-éclairage, dispositif d'affichage à cristaux liquides, composition polymérisable contenant des points quantiques et procédé de fabrication d'un élément de conversion de longueur d'onde
JP2016146460A (ja) * 2014-09-30 2016-08-12 富士フイルム株式会社 波長変換部材、バックライトユニット、液晶表示装置、量子ドット含有重合性組成物、および波長変換部材の製造方法
JP2019116394A (ja) * 2017-12-26 2019-07-18 東洋インキＳｃホールディングス株式会社 半導体微粒子組成物および量子ドット、およびそれらを含有する塗工液とインキ組成物、インクジェットインキ、およびそれらを使用した塗工物と印刷物、波長変換フィルム、カラーフィルター、発光素子
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JPWO2022244668A1 (fr) * 2021-05-21 2022-11-24
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WO2004099536A1 (fr) 2003-05-12 2004-11-18 Breakout Barrier Release Systems Pty Ltd Mecanisme declencheur de barriere
KR20150133137A (ko) * 2014-05-19 2015-11-27 후지필름 가부시키가이샤 파장 변환 부재, 백라이트 유닛, 및 액정 표시 장치, 그리고 파장 변환 부재의 제조 방법 및 양자 도트 함유 중합성 조성물
KR102156138B1 (ko) 2014-05-19 2020-09-16 후지필름 가부시키가이샤 파장 변환 부재, 백라이트 유닛, 및 액정 표시 장치, 그리고 파장 변환 부재의 제조 방법
JP2016066041A (ja) * 2014-05-19 2016-04-28 富士フイルム株式会社 波長変換部材、バックライトユニット、および液晶表示装置、ならびに波長変換部材の製造方法および量子ドット含有重合性組成物
JP2016146460A (ja) * 2014-09-30 2016-08-12 富士フイルム株式会社 波長変換部材、バックライトユニット、液晶表示装置、量子ドット含有重合性組成物、および波長変換部材の製造方法
WO2016052627A1 (fr) * 2014-09-30 2016-04-07 富士フイルム株式会社 Élément de conversion de longueur d'onde, unité de rétro-éclairage, dispositif d'affichage à cristaux liquides, composition polymérisable contenant des points quantiques et procédé de fabrication d'un élément de conversion de longueur d'onde
US10947403B2 (en) 2016-12-28 2021-03-16 Dic Corporation Dispersion and inkjet ink composition, light conversion layer, and liquid crystal display element using the dispersion
US11926750B2 (en) 2017-11-10 2024-03-12 Dic Corporation Ink composition and method for producing the same, light conversion layer, and color filter
KR20200084328A (ko) 2017-11-10 2020-07-10 디아이씨 가부시끼가이샤 잉크 조성물 및 그 제조 방법, 그리고 광변환층 및 컬러 필터
JP7030276B2 (ja) 2017-12-26 2022-03-07 東洋インキＳｃホールディングス株式会社 半導体微粒子組成物および量子ドット、およびそれらを含有する塗工液とインキ組成物、インクジェットインキ、およびそれらを使用した塗工物と印刷物、波長変換フィルム、カラーフィルター、発光素子
JP2019116394A (ja) * 2017-12-26 2019-07-18 東洋インキＳｃホールディングス株式会社 半導体微粒子組成物および量子ドット、およびそれらを含有する塗工液とインキ組成物、インクジェットインキ、およびそれらを使用した塗工物と印刷物、波長変換フィルム、カラーフィルター、発光素子
JP7040072B2 (ja) 2018-02-02 2022-03-23 Dic株式会社 インク組成物、光変換層及びカラーフィルタ
JP2019131758A (ja) * 2018-02-02 2019-08-08 Dic株式会社 インク組成物、光変換層及びカラーフィルタ
KR20210105349A (ko) 2018-12-26 2021-08-26 디아이씨 가부시끼가이샤 잉크 조성물, 광변환층, 및 컬러 필터
KR20230021166A (ko) 2020-09-10 2023-02-13 디아이씨 가부시끼가이샤 발광 입자 함유 잉크 조성물, 광변환층 및 발광 소자
JPWO2022244668A1 (fr) * 2021-05-21 2022-11-24
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